Davejonesrealty.com Search Results

$8,000,000

Once upon a time, this property was the location of the Sachem's Head Hotel, however, it has now been transformed into an iconic American sea view estate. This 2-acre promontory w/sweeping water views, offers; a 7,671 square foot transitional colonial home, a re-constructed party barn/pool house/office, a meticulously manicured Gunite pool area, a natural stone entertaining patio & a 3-car garage w/one European-style open bay. The home exudes understated elegance w/9.5' ceilings, 8" wide plank wood floors, exquisite moldings & recessed art lighting. A sunny home office is followed by a decadent aubergine den w/clever pocket privacy doors. The grand salon & formal dining room have 180-degree water views & 4 sets of French doors. The eat-in kitchen has sensational views through 2 floor-to-ceiling walls of glass! Cooking in this professionally equipped kitchen is a pleasure while watching the boats go by. The butler's pantry services both the dining room & kitchen. The luxurious primary suite is made up of: the bedroom w/sitting room, a beverage service nook, a private deck overlooking the water, an enormous walk-in closet and a deluxe bathroom! Most bedrooms in this home have water views & all have their own ensuite boutique-style full bath. The Lower level has 9' ceilings, an exercise room w/parquet floors mimicking those found in great athletic venues and a large recreation room for fun and games! The home elevator services 3 floors of the home. Under 2 hrs from NYC!

5 Beds ⋅ 7 Baths ⋅ 170602420 MLS

Once upon a time, this property was the location of the Sachem's Head Hotel, however, it has now been transformed into an iconic American sea view estate. This 2-acre promontory w/sweeping water views, offers; a 7,671 square foot transitional colonial home, a re-constructed party barn/pool house/office, a meticulously manicured Gunite pool area, a natural stone entertaining patio & a 3-car garage w/one European-style open bay. The home exudes understated elegance w/9.5' ceilings, 8" wide plank wood floors, exquisite moldings & recessed art lighting. A sunny home office is followed by a decadent aubergine den w/clever pocket privacy doors. The grand salon & formal dining room have 180-degree water views & 4 sets of French doors. The eat-in kitchen has sensational views through 2 floor-to-ceiling walls of glass! Cooking in this professionally equipped kitchen is a pleasure while watching the boats go by. The butler's pantry services both the dining room & kitchen. The luxurious primary suite is made up of: the bedroom w/sitting room, a beverage service nook, a private deck overlooking the water, an enormous walk-in closet and a deluxe bathroom! Most bedrooms in this home have water views & all have their own ensuite boutique-style full bath. The Lower level has 9' ceilings, an exercise room w/parquet floors mimicking those found in great athletic venues and a large recreation room for fun and games! The home elevator services 3 floors of the home. Under 2 hrs from NYC!

161 Falcon Rd, Guilford

$5,900,000

RARE OPPORTUNITY to acquire one of the top waterfront properties on the CT shoreline. This iconic estate has been owned and cared for by the same family since 1937. Narrows Island is the only year-round Thimble Island accessible by vehicle bridge. A unique private sanctuary, situated on a peninsula providing 270 degree waterfront views with gorgeous sunrises and sunsets. Two private sandy beaches, granite cabana, mooring access and a deep water dock. Step onto your boat or launch your Kayak to tour the islands. Constructed with expansion in mind. Architectural drawings with pool that meet town zoning requirements are available. A beautifully constructed deck connects the main house to the studio suite which provides guests with the comfort of their own accommodations and includes a built-in desk and kitchenette. The property is within a few minutes drive of the historic Guilford Green with shops restaurants and more. Easily accessible via I-95 and New Haven airport. Close to Yale campus and 90 miles to NYC. Flood insurance NOT REQUIRED. House in FEMA "X" Zone. Annual Property tax $45,413. Annual Insurance $4,817

4 Beds ⋅ 3 Baths ⋅ 170580093 MLS

RARE OPPORTUNITY to acquire one of the top waterfront properties on the CT shoreline. This iconic estate has been owned and cared for by the same family since 1937. Narrows Island is the only year-round Thimble Island accessible by vehicle bridge. A unique private sanctuary, situated on a peninsula providing 270 degree waterfront views with gorgeous sunrises and sunsets. Two private sandy beaches, granite cabana, mooring access and a deep water dock. Step onto your boat or launch your Kayak to tour the islands. Constructed with expansion in mind. Architectural drawings with pool that meet town zoning requirements are available. A beautifully constructed deck connects the main house to the studio suite which provides guests with the comfort of their own accommodations and includes a built-in desk and kitchenette. The property is within a few minutes drive of the historic Guilford Green with shops restaurants and more. Easily accessible via I-95 and New Haven airport. Close to Yale campus and 90 miles to NYC. Flood insurance NOT REQUIRED. House in FEMA "X" Zone. Annual Property tax $45,413. Annual Insurance $4,817

135 Old Quarry Rd, Guilford

$5,450,000

TOP OF THE WORLD. A beautiful 4000+ sf space interior designed by award winning David Scott Parker Architects, FAIA. David has designed high end residences and cultural institutions in Southampton, Rancho Sante Fe, Florida, Massachusetts & CA. The finishing touches have just been completed on what is arguably the most luxurious penthouse in the state of Connecticut. The apartment's views of the salt marsh & L.I. Sound from its high vantage point are mesmerizing. The attention to detail and the custom construction of this unique unit is extraordinary. The only apartment on the top floor of the Chittenden building, it's the last to be constructed at the prestigious Residences at 66 High Street. From the elevator a private foyer leads through a gallery into a great room large enough to make a grand piano feel comfortably at home. An office is separated from the great room with pocket doors. Adjacent is the dining room that easily seats ten with double doors leading to an enormous, high ceilinged screened porch with panoramic views. The family room with a gas lit fireplace has double doors leading to the porch and is adjacent to a truly incredible kitchen. In another wing is the gracious primary suite which also has a gas lit fireplace, a large double bathroom and unbelievable closet space. There are 2 guest rooms each with their own bath and an 18' x 18' room adjacent to the primary suite currently envisioned as an exercise room but could also be used for many other purposes.

3 Beds ⋅ 4 Baths ⋅ 24057270 MLS ⋅ The Residences At 66 High Street BLDG.

TOP OF THE WORLD. A beautiful 4000+ sf space interior designed by award winning David Scott Parker Architects, FAIA. David has designed high end residences and cultural institutions in Southampton, Rancho Sante Fe, Florida, Massachusetts & CA. The finishing touches have just been completed on what is arguably the most luxurious penthouse in the state of Connecticut. The apartment's views of the salt marsh & L.I. Sound from its high vantage point are mesmerizing. The attention to detail and the custom construction of this unique unit is extraordinary. The only apartment on the top floor of the Chittenden building, it's the last to be constructed at the prestigious Residences at 66 High Street. From the elevator a private foyer leads through a gallery into a great room large enough to make a grand piano feel comfortably at home. An office is separated from the great room with pocket doors. Adjacent is the dining room that easily seats ten with double doors leading to an enormous, high ceilinged screened porch with panoramic views. The family room with a gas lit fireplace has double doors leading to the porch and is adjacent to a truly incredible kitchen. In another wing is the gracious primary suite which also has a gas lit fireplace, a large double bathroom and unbelievable closet space. There are 2 guest rooms each with their own bath and an 18' x 18' room adjacent to the primary suite currently envisioned as an exercise room but could also be used for many other purposes.

66 High St Unit 56-57, Guilford

$5,200,000

Rarely does a property of this stature become available. This unique property is serenely located on Long Island Sound overlooking the historic Thimble Islands. The home is located in the Old Quarry Association which is a private enclave of 23 homes situated in a unique and diverse ecosystem of salt marshes, woodlands and direct waterfront. 91 Old Quarry's 8000 square feet were constructed with exquisite attention to detail and craftsmanship. Entering the two story foyer, you look through to the living room to the expansive views of the water. The house is positioned to take full advantage of its natural setting with waterviews in the majority of the rooms. The scale and proportion of the rooms are perfect. The home lends itself to entertaining on a large scale yet the rooms have an intimacy and warmth. The kitchen is everyone's dream with all high end appliances, a butler's pantry, plenty of storage, a large breakfast and a cozy gas fireplace, one of 8 in this home. The first floor has a grand formal dining room with hidden built-in storage, a formal living room and a private library/office which has extensive built-ins and fireplace. The first floor also has a bedroom complete with en-suite bath, a garden room and a 300 bottle wine closet.

5 Beds ⋅ 7 Baths ⋅ 170602780 MLS

Rarely does a property of this stature become available. This unique property is serenely located on Long Island Sound overlooking the historic Thimble Islands. The home is located in the Old Quarry Association which is a private enclave of 23 homes situated in a unique and diverse ecosystem of salt marshes, woodlands and direct waterfront. 91 Old Quarry's 8000 square feet were constructed with exquisite attention to detail and craftsmanship. Entering the two story foyer, you look through to the living room to the expansive views of the water. The house is positioned to take full advantage of its natural setting with waterviews in the majority of the rooms. The scale and proportion of the rooms are perfect. The home lends itself to entertaining on a large scale yet the rooms have an intimacy and warmth. The kitchen is everyone's dream with all high end appliances, a butler's pantry, plenty of storage, a large breakfast and a cozy gas fireplace, one of 8 in this home. The first floor has a grand formal dining room with hidden built-in storage, a formal living room and a private library/office which has extensive built-ins and fireplace. The first floor also has a bedroom complete with en-suite bath, a garden room and a 300 bottle wine closet.

91 Old Quarry Rd, Guilford

$4,900,000

Want to own a PRIVATE Beach similar in size and adjacent to Guilford's Jacob's Beach? We can make that fantasy come true! Possibly NOWHERE on the Connecticut Shoreline will you find a home so luxuriously orchestrated. Attention to EVERY detail is obvious from the 47 Hubbardton Forge custom light fixtures, 7 heating and cooling zones, electronically controlled blinds, German manufactured NanaWall brand Bi-folding doors, heated floors, elevator, and gas generator. The list goes on ad infinitum. The residence, as grand and luxurious as it is, pales in comparison to the environment that surrounds the 3,960 square feet of primary conditioned living space. The residence is nestled on one scenic acre with the potential to add additional acreage including 587 linear feet of sandy beach and a 79 foot pier connecting to an aluminum ramp with float. Connecting this magnificent residence to the beach is a 225 linear foot mix of elevated walkways and steps. Enjoy panoramic views of the East River and Long Island Sound, over some wildlife abundant marsh grasses, from the home's 3,190 square feet of outdoor space. Continued below...

4 Beds ⋅ 4 Baths ⋅ 170527628 MLS

Want to own a PRIVATE Beach similar in size and adjacent to Guilford's Jacob's Beach? We can make that fantasy come true! Possibly NOWHERE on the Connecticut Shoreline will you find a home so luxuriously orchestrated. Attention to EVERY detail is obvious from the 47 Hubbardton Forge custom light fixtures, 7 heating and cooling zones, electronically controlled blinds, German manufactured NanaWall brand Bi-folding doors, heated floors, elevator, and gas generator. The list goes on ad infinitum. The residence, as grand and luxurious as it is, pales in comparison to the environment that surrounds the 3,960 square feet of primary conditioned living space. The residence is nestled on one scenic acre with the potential to add additional acreage including 587 linear feet of sandy beach and a 79 foot pier connecting to an aluminum ramp with float. Connecting this magnificent residence to the beach is a 225 linear foot mix of elevated walkways and steps. Enjoy panoramic views of the East River and Long Island Sound, over some wildlife abundant marsh grasses, from the home's 3,190 square feet of outdoor space. Continued below...

74 Seaside Ave, Guilford

$4,500,000

Welcome toThe Residences at 66 High Street, where an unparalleled blend of historic preservation, luxurious amenities, and cosmopolitan living awaits. The Chittenden Building is the final building in the development at 66 High Street. The development has already sold out the other three buildings, won numerous awards, and broke every New Haven County record for luxury condos, creating unimaginable value for residents. Inside each single-level luxury residence, find a thoughtfully laid-out open floor plan highlighted by high ceilings, crown moldings, finely appointed baths, and exquisite high-end finishes throughout. Ideally located in the heart of Guilford, residents can bask among sweeping views of the salt marsh and Long Island Sound, as well as take full advantage of being just a block away from the vibrant downtown center and Green. Community amenities include underground parking with a central elevator to bring you up to your floor, modern fitness and training room, inground pool, community garden, bicycle racks, bird watching area, and a kayak launch. This award-winning luxury condominium development affords a unique level of opulence, location and sophistication like no other, having earned the Home Builders and Remodelers Association of Connecticut distinguished HOBI Award for Project of the Year along with Best Luxury Condo Development. Select your preferred unit now and build-to-suit for your custom preferences!

4 Beds ⋅ 2 Baths ⋅ 170414731 MLS ⋅ The Residence At 66 High Street BLDG.

Welcome toThe Residences at 66 High Street, where an unparalleled blend of historic preservation, luxurious amenities, and cosmopolitan living awaits. The Chittenden Building is the final building in the development at 66 High Street. The development has already sold out the other three buildings, won numerous awards, and broke every New Haven County record for luxury condos, creating unimaginable value for residents. Inside each single-level luxury residence, find a thoughtfully laid-out open floor plan highlighted by high ceilings, crown moldings, finely appointed baths, and exquisite high-end finishes throughout. Ideally located in the heart of Guilford, residents can bask among sweeping views of the salt marsh and Long Island Sound, as well as take full advantage of being just a block away from the vibrant downtown center and Green. Community amenities include underground parking with a central elevator to bring you up to your floor, modern fitness and training room, inground pool, community garden, bicycle racks, bird watching area, and a kayak launch. This award-winning luxury condominium development affords a unique level of opulence, location and sophistication like no other, having earned the Home Builders and Remodelers Association of Connecticut distinguished HOBI Award for Project of the Year along with Best Luxury Condo Development. Select your preferred unit now and build-to-suit for your custom preferences!

66 High St Unit 56-57, Guilford

$4,300,000

Welcome to an unparalleled living experience at 250 Joshua Point Road, Guilford, CT. This magnificent Nantucket style home offers the perfect blend of luxury, comfort, and breathtaking views, making it an ideal sanctuary for those seeking the finest in coastal living. This prestigious 2 acre estate sits at the end of a peninsula and boasts direct access to the serene waters of Long Island Sound, providing panoramic views, tranquil ambiance, and total privacy. Designed with meticulous attention to detail, the property features a harmonious blend of classic New England charm and modern sophistication. The exterior showcases elegant stonework, expansive windows, and beautifully landscaped grounds. The interior is a masterpiece of design, offering spacious and light-filled rooms. The generous foyer welcomes you to the main living spaces with soaring ceilings, and clear story windows. The open-concept first floor includes a gourmet kitchen equipped with a large island, a formal dining room, and a generous breakfast area. These areas open directly onto an expansive patio overlooking Long Island Sound and The Thimble Islands. The first floor also includes a cozy library with fireplace and private office space. The home has multiple luxurious bedrooms, each with its own en suite bathroom, including a suite on the main floor. The master suite is a private retreat, featuring a spa-like bathroom, two walk-in closets and magnificent views of the water.

4 Beds ⋅ 5 Baths ⋅ 24093717 MLS

Welcome to an unparalleled living experience at 250 Joshua Point Road, Guilford, CT. This magnificent Nantucket style home offers the perfect blend of luxury, comfort, and breathtaking views, making it an ideal sanctuary for those seeking the finest in coastal living. This prestigious 2 acre estate sits at the end of a peninsula and boasts direct access to the serene waters of Long Island Sound, providing panoramic views, tranquil ambiance, and total privacy. Designed with meticulous attention to detail, the property features a harmonious blend of classic New England charm and modern sophistication. The exterior showcases elegant stonework, expansive windows, and beautifully landscaped grounds. The interior is a masterpiece of design, offering spacious and light-filled rooms. The generous foyer welcomes you to the main living spaces with soaring ceilings, and clear story windows. The open-concept first floor includes a gourmet kitchen equipped with a large island, a formal dining room, and a generous breakfast area. These areas open directly onto an expansive patio overlooking Long Island Sound and The Thimble Islands. The first floor also includes a cozy library with fireplace and private office space. The home has multiple luxurious bedrooms, each with its own en suite bathroom, including a suite on the main floor. The master suite is a private retreat, featuring a spa-like bathroom, two walk-in closets and magnificent views of the water.

250 Joshua Point Rd, Guilford

$4,200,000

A well-known photographer recently said, "I've been photographing properties on the waterfront for over twenty years and I have never seen a more beautifully sited house". Nestled in Sachem's Head, high on a private peninsula enjoying commanding views of Long Island Sound, the Thimble Islands and its own sandy swimming cove and dock, 31 Loyal Ledge stands tall. With 700+ feet of linear footage on the Sound & almost 360-degree water views, the 100+ year old house has been a cherished retreat to only four families. Each owner has enhanced the property with the latest upgrades completed this year focusing on updating the third floor to have an inviting living room, bedroom & new full bath.The first level offers an abundance of spaces and rooms to enjoy gracious living - a living room with a gas log fireplace and a wall of bookcases, a sunroom with five picture windows to the water, a formal dining room, and a large kitchen with both island and table seating and a cozy family room. There are also two covered, stone porches- one perfect for viewing the sun rising and the other its setting. The second floor has a large primary ensuite bedroom with a sitting area, an office and two nice sized bedrooms which share a bath. Outdoors, in addition to manicured grounds and the mesmerizing views of the islands, there are two areas perfect for entertaining - one features a fire pit, the other with a tall flagpole as its centerpiece.Watch the attached video.

4 Beds ⋅ 5 Baths ⋅ 24013187 MLS

A well-known photographer recently said, "I've been photographing properties on the waterfront for over twenty years and I have never seen a more beautifully sited house". Nestled in Sachem's Head, high on a private peninsula enjoying commanding views of Long Island Sound, the Thimble Islands and its own sandy swimming cove and dock, 31 Loyal Ledge stands tall. With 700+ feet of linear footage on the Sound & almost 360-degree water views, the 100+ year old house has been a cherished retreat to only four families. Each owner has enhanced the property with the latest upgrades completed this year focusing on updating the third floor to have an inviting living room, bedroom & new full bath.The first level offers an abundance of spaces and rooms to enjoy gracious living - a living room with a gas log fireplace and a wall of bookcases, a sunroom with five picture windows to the water, a formal dining room, and a large kitchen with both island and table seating and a cozy family room. There are also two covered, stone porches- one perfect for viewing the sun rising and the other its setting. The second floor has a large primary ensuite bedroom with a sitting area, an office and two nice sized bedrooms which share a bath. Outdoors, in addition to manicured grounds and the mesmerizing views of the islands, there are two areas perfect for entertaining - one features a fire pit, the other with a tall flagpole as its centerpiece.Watch the attached video.

31 Loyal Ledge Ln, Guilford

$3,675,000

Sachems Head is one of New England’s renowned coastal gems — and this home is among its crown jewels. With 6 bedrooms/5.1 baths, this custom-built, 7,655 sq-ft home occupies 2.22 acres of waterfront on Joshua Cove. Each room showcases architectural and construction excellence, from Brazilian cherrywood flooring and built-in shelving to triple-pane windows and a turret’s curved mahogany wood staircase leading to a rooftop deck with amazing vistas. The main floor is smartly divided, with the dining room, living room, home office, mudroom, powder room, and one of two primary bedrooms on one wing. The other wing features the gourmet kitchen with custom cabinets, large cherry-topped island, 5-burner Wolf gas range, Wolf double wall ovens, 2 Sub-Zero refrigerators, 2 sinks, and wine cooler, plus a built-in banquette dining area. Adjacent are the craft room and family room, which leads to both a sunroom and a spectacular bluestone deck overlooking the private yard, gardens, and waterfront. The second floor includes another primary bedroom, with a semicircular wall of windows, and spacious bath. Two of the other 4 bedrooms have their own full baths; the other 2 share one bath. This level also includes a waterfront-facing great room, exercise room, and laundry room. Value-added amenities include propane hydro air HVAC, on demand hot water, ERV air exchanger, generator, heated 2-car garage with electric-car charger, barn, irrigation, and security system. NOT in a flood zone.

6 Beds ⋅ 6 Baths ⋅ 170570602 MLS

Sachems Head is one of New England’s renowned coastal gems — and this home is among its crown jewels. With 6 bedrooms/5.1 baths, this custom-built, 7,655 sq-ft home occupies 2.22 acres of waterfront on Joshua Cove. Each room showcases architectural and construction excellence, from Brazilian cherrywood flooring and built-in shelving to triple-pane windows and a turret’s curved mahogany wood staircase leading to a rooftop deck with amazing vistas. The main floor is smartly divided, with the dining room, living room, home office, mudroom, powder room, and one of two primary bedrooms on one wing. The other wing features the gourmet kitchen with custom cabinets, large cherry-topped island, 5-burner Wolf gas range, Wolf double wall ovens, 2 Sub-Zero refrigerators, 2 sinks, and wine cooler, plus a built-in banquette dining area. Adjacent are the craft room and family room, which leads to both a sunroom and a spectacular bluestone deck overlooking the private yard, gardens, and waterfront. The second floor includes another primary bedroom, with a semicircular wall of windows, and spacious bath. Two of the other 4 bedrooms have their own full baths; the other 2 share one bath. This level also includes a waterfront-facing great room, exercise room, and laundry room. Value-added amenities include propane hydro air HVAC, on demand hot water, ERV air exchanger, generator, heated 2-car garage with electric-car charger, barn, irrigation, and security system. NOT in a flood zone.

281 Old Sachems Head Rd, Guilford

$2,450,000

The Perfect Holiday Family Gift! Your own resort-like getaway minutes from Guilford's renown Town Green, sandy beaches and parks. Great sites to experience should you decide to venture out of your private oasis. Spring and summer enjoy your heated Gunite pool adjacent to the homes expansive covered deck cooled by ceiling fans. Or challenge family and friends to a game of tennis or pickleball on your private courts. In the evening enjoy your favorite beverage by the homes' outdoor fireplace adorned with a pizza oven. Inside this Adirondack-style estate enjoy an open and very flexible floor plan; perfect for entertaining just about all of your family and friends. The estate boasts 6 bedrooms suites including one situated on the first floor. The granite kitchen embraces beautiful custom cabinetry, top of the line appliances and is adjacent to what could be either a large butler's pantry, eating area or office. The second floor offers four-bedroom suites and a spacious laundry room. When not enjoying the outdoor amenities make your way downstairs to the homes spacious recreation room complimented by a home theatre, gym, full bath and wet bar area. For guests who may desire more privacy, a studio apartment with full bath is available above the detached carriage house. Why leave home?

6 Beds ⋅ 9 Baths ⋅ 24142288 MLS

The Perfect Holiday Family Gift! Your own resort-like getaway minutes from Guilford's renown Town Green, sandy beaches and parks. Great sites to experience should you decide to venture out of your private oasis. Spring and summer enjoy your heated Gunite pool adjacent to the homes expansive covered deck cooled by ceiling fans. Or challenge family and friends to a game of tennis or pickleball on your private courts. In the evening enjoy your favorite beverage by the homes' outdoor fireplace adorned with a pizza oven. Inside this Adirondack-style estate enjoy an open and very flexible floor plan; perfect for entertaining just about all of your family and friends. The estate boasts 6 bedrooms suites including one situated on the first floor. The granite kitchen embraces beautiful custom cabinetry, top of the line appliances and is adjacent to what could be either a large butler's pantry, eating area or office. The second floor offers four-bedroom suites and a spacious laundry room. When not enjoying the outdoor amenities make your way downstairs to the homes spacious recreation room complimented by a home theatre, gym, full bath and wet bar area. For guests who may desire more privacy, a studio apartment with full bath is available above the detached carriage house. Why leave home?

75 Half Mile Rd, Guilford

$2,400,000

Welcome to "Seabreeze Gardens," a spacious manor-style home privately nestled on a sweeping 4.5 acre property on the prestigious Sachems Head Peninsula, outside the Association's rules & regs. Drive up the circular driveway and enter the formidable front-to-back foyer, drenched in natural light all the way up to its 10' ceilings. Relish the hypnotic smell wafting through the rear french-doors, from prolific formal flower gardens. The first floor common rooms were designed on a grand scale with soaring 10' high ceilings throughout, masterful millwork, built-ins and huge windows. The formal dining room is adorned with a working fireplace for swanky holiday entertaining.The sprawling eat-in kitchen opens to the family room, ideal for play, cocktails & chatting with the cook; truly the heart of the home! This area has a generous breakfast nook with french doors out to the garden for easy grilling, frolicking, harvesting from the bountiful vegetable garden or clipping flowers for your centerpiece! The 31' The refined Living Room is roomy for gatherings around the fireplace. The Study is tucked behind the Living Room for quiet times. The 2nd floor hosts the primary suite & 2 additional bedrooms. The 3rd floor has the 4Th bedroom suite; ideal separate living area for guests. The enormous 40' room over the garage, is currently used for exercise & one of the most impressive train sets in Connecticut! Walk to LI Sound & Sachems Head Yacht Club, Bike to Guilford Green, Only 2 hrs to NY

4 Beds ⋅ 5 Baths ⋅ 24034344 MLS

Welcome to "Seabreeze Gardens," a spacious manor-style home privately nestled on a sweeping 4.5 acre property on the prestigious Sachems Head Peninsula, outside the Association's rules & regs. Drive up the circular driveway and enter the formidable front-to-back foyer, drenched in natural light all the way up to its 10' ceilings. Relish the hypnotic smell wafting through the rear french-doors, from prolific formal flower gardens. The first floor common rooms were designed on a grand scale with soaring 10' high ceilings throughout, masterful millwork, built-ins and huge windows. The formal dining room is adorned with a working fireplace for swanky holiday entertaining.The sprawling eat-in kitchen opens to the family room, ideal for play, cocktails & chatting with the cook; truly the heart of the home! This area has a generous breakfast nook with french doors out to the garden for easy grilling, frolicking, harvesting from the bountiful vegetable garden or clipping flowers for your centerpiece! The 31' The refined Living Room is roomy for gatherings around the fireplace. The Study is tucked behind the Living Room for quiet times. The 2nd floor hosts the primary suite & 2 additional bedrooms. The 3rd floor has the 4Th bedroom suite; ideal separate living area for guests. The enormous 40' room over the garage, is currently used for exercise & one of the most impressive train sets in Connecticut! Walk to LI Sound & Sachems Head Yacht Club, Bike to Guilford Green, Only 2 hrs to NY

221 Vineyard Point Rd, Guilford

$2,350,000

Breathe in the refreshing shoreline air, experience the soothing sounds of the waves, and watch as boats glide by from this exceptional waterfront residence. Nestled within the Sachem's Head Association. This home offers direct harbor frontage and spans 4,669 square feet across three levels, delivering uninterrupted panoramic views of the Thimble Islands and Long Island Sound. The interior is bathed in natural light, with a welcoming foyer leading to a sophisticated formal dining room and a living room with a cozy fireplace, coffered ceiling, and garden views. The family room, with its expansive glass walls, offers stunning, unobstructed harbor vistas and seamlessly connects the indoors to the outdoors. The remodeled kitchen is designed with ample space for both culinary pursuits and entertaining. Step out onto any of the multiple decks for an ideal spot to enjoy your morning coffee or unwind with an evening cocktail while soaking in the breathtaking scenery. The second floor features a serene master suite, a second bedroom, and a home office/bedroom. The upper level includes two additional bedrooms, one currently used as an artist loft, a full bath, and a cozy sitting room, making it a perfect private guest suite.

5 Beds ⋅ 4 Baths ⋅ 24039978 MLS

Breathe in the refreshing shoreline air, experience the soothing sounds of the waves, and watch as boats glide by from this exceptional waterfront residence. Nestled within the Sachem's Head Association. This home offers direct harbor frontage and spans 4,669 square feet across three levels, delivering uninterrupted panoramic views of the Thimble Islands and Long Island Sound. The interior is bathed in natural light, with a welcoming foyer leading to a sophisticated formal dining room and a living room with a cozy fireplace, coffered ceiling, and garden views. The family room, with its expansive glass walls, offers stunning, unobstructed harbor vistas and seamlessly connects the indoors to the outdoors. The remodeled kitchen is designed with ample space for both culinary pursuits and entertaining. Step out onto any of the multiple decks for an ideal spot to enjoy your morning coffee or unwind with an evening cocktail while soaking in the breathtaking scenery. The second floor features a serene master suite, a second bedroom, and a home office/bedroom. The upper level includes two additional bedrooms, one currently used as an artist loft, a full bath, and a cozy sitting room, making it a perfect private guest suite.

47 Chimney Corner Cir, Guilford

$2,300,000

Welcome to Unit 1A at Eagleview, a recently completed coastal community just 90 miles from and midpoint between NYC and Boston, minutes from Guilford's coveted Town Green, the Shoreline East train station, and a beautiful sandy beach. This residence seamlessly combines breathtaking Long Island Sound views, pristine natural surroundings, and luxurious finishes. Inside, you'll find nearly 5,000 square feet of meticulously designed living space with 10' ceilings throughout. An elevator services all four floors, and each level boasts balconies or patios. The main level showcases a show-stopping gourmet kitchen with Carra marble countertops and Wolf/Subzero appliances. The living and dining area flows seamlessly to a covered deck with a fully equipped outdoor kitchen. This level also includes a pantry, a dining room that can double as an office, powder room, and a second balcony. Upstairs, the stunning primary bedroom features a boutique-worthy walk-in closet and luxurious marble bathroom. This level also includes a large ensuite bedroom with walk-in closet and a laundry room. The top level hosts another spacious bedroom, an office/bonus room with a balcony, and sensational views of Long Island Sound. The entry level features a sitting room with wet bar and French doors leading to a bluestone patio, bonus room, mudroom, powder room, ample storage, and a temperature-controlled two-car garage.

3 Beds ⋅ 5 Baths ⋅ 24077429 MLS ⋅ Eagleview Condominiums BLDG.

Welcome to Unit 1A at Eagleview, a recently completed coastal community just 90 miles from and midpoint between NYC and Boston, minutes from Guilford's coveted Town Green, the Shoreline East train station, and a beautiful sandy beach. This residence seamlessly combines breathtaking Long Island Sound views, pristine natural surroundings, and luxurious finishes. Inside, you'll find nearly 5,000 square feet of meticulously designed living space with 10' ceilings throughout. An elevator services all four floors, and each level boasts balconies or patios. The main level showcases a show-stopping gourmet kitchen with Carra marble countertops and Wolf/Subzero appliances. The living and dining area flows seamlessly to a covered deck with a fully equipped outdoor kitchen. This level also includes a pantry, a dining room that can double as an office, powder room, and a second balcony. Upstairs, the stunning primary bedroom features a boutique-worthy walk-in closet and luxurious marble bathroom. This level also includes a large ensuite bedroom with walk-in closet and a laundry room. The top level hosts another spacious bedroom, an office/bonus room with a balcony, and sensational views of Long Island Sound. The entry level features a sitting room with wet bar and French doors leading to a bluestone patio, bonus room, mudroom, powder room, ample storage, and a temperature-controlled two-car garage.

405 Whitfield St Unit 1A, Guilford

$2,300,000

Welcome to The Residences at 66 High Street, where an unparalleled blend of historic preservation, luxurious amenities, and cosmopolitan living awaits. The Chittenden Building is the final building in the development at 66 High Street. The development has already sold out the other three buildings, won numerous awards, and broke every New Haven County record for luxury condos, creating unimaginable value for residents. Inside each single-level luxury residence, find a thoughtfully laid-out open floor plan highlighted by high ceilings, crown moldings, finely appointed baths, and exquisite high-end finishes throughout. Ideally located in the heart of Guilford, residents can bask among sweeping views of the salt marsh and Long Island Sound, as well as take full advantage of being just a block away from the vibrant downtown center and Green. Community amenities include underground parking with a central elevator to bring you up to your floor, modern fitness and training room, inground pool, community garden, bicycle racks, bird watching area, and a kayak launch. This award-winning luxury condominium development affords a unique level of opulence, location and sophistication like no other, having earned the Home Builders and Remodelers Association of Connecticut distinguished HOBI Award for Project of the Year along with Best Luxury Condo Development. Select your preferred unit now and build-to-suit for your custom preferences!

3 Beds ⋅ 3 Baths ⋅ 170534869 MLS ⋅ The Residence At 66 High Street BLDG.

Welcome to The Residences at 66 High Street, where an unparalleled blend of historic preservation, luxurious amenities, and cosmopolitan living awaits. The Chittenden Building is the final building in the development at 66 High Street. The development has already sold out the other three buildings, won numerous awards, and broke every New Haven County record for luxury condos, creating unimaginable value for residents. Inside each single-level luxury residence, find a thoughtfully laid-out open floor plan highlighted by high ceilings, crown moldings, finely appointed baths, and exquisite high-end finishes throughout. Ideally located in the heart of Guilford, residents can bask among sweeping views of the salt marsh and Long Island Sound, as well as take full advantage of being just a block away from the vibrant downtown center and Green. Community amenities include underground parking with a central elevator to bring you up to your floor, modern fitness and training room, inground pool, community garden, bicycle racks, bird watching area, and a kayak launch. This award-winning luxury condominium development affords a unique level of opulence, location and sophistication like no other, having earned the Home Builders and Remodelers Association of Connecticut distinguished HOBI Award for Project of the Year along with Best Luxury Condo Development. Select your preferred unit now and build-to-suit for your custom preferences!

66 High St Unit 50, Guilford

$2,200,000

Rare opportunity to own a home on Guilford’s historic Broad Street just steps from the Guilford Green, shops & restaurants. This magnificent Greek Revival home was built in 2002 on the last remaining building lot on the street. Located in the heart of the historic district the exterior of the home was built with historical accuracy to the time period with the interior offering an open floor plan with modern amenities conducive to today's living. Interior spaces feature detailed moldings, wainscoting, built-ins and Hubbardton Forge lighting. The master bedroom retreat features a covered balcony, remodeled marble bathroom with soaking tub, separate shower and sauna. Exterior spaces include front, rear and side covered porches and a beautiful blue stone rear entertaining patio with fire-pit area, hot tub and removable pickleball court in driveway. The rear level yard is completely fenced in with an irrigation system to water the gorgeous gardens and features a Pergola with hops garden for outdoor dining. The detached two car 24' x 36' garage/barn has a finished 2nd story with cathedral ceilings, wet bar, refrigerator and full bath. 2 car garage is heated. This 4br 4.1 bath home also has city water and natural gas heat. Just 90 miles from NYC and walking distance to green, restaurants, shops, beach, marina and train station.

4 Beds ⋅ 5 Baths ⋅ 170592810 MLS

Rare opportunity to own a home on Guilford’s historic Broad Street just steps from the Guilford Green, shops & restaurants. This magnificent Greek Revival home was built in 2002 on the last remaining building lot on the street. Located in the heart of the historic district the exterior of the home was built with historical accuracy to the time period with the interior offering an open floor plan with modern amenities conducive to today's living. Interior spaces feature detailed moldings, wainscoting, built-ins and Hubbardton Forge lighting. The master bedroom retreat features a covered balcony, remodeled marble bathroom with soaking tub, separate shower and sauna. Exterior spaces include front, rear and side covered porches and a beautiful blue stone rear entertaining patio with fire-pit area, hot tub and removable pickleball court in driveway. The rear level yard is completely fenced in with an irrigation system to water the gorgeous gardens and features a Pergola with hops garden for outdoor dining. The detached two car 24' x 36' garage/barn has a finished 2nd story with cathedral ceilings, wet bar, refrigerator and full bath. 2 car garage is heated. This 4br 4.1 bath home also has city water and natural gas heat. Just 90 miles from NYC and walking distance to green, restaurants, shops, beach, marina and train station.

63 Broad St, Guilford

$2,200,000

Guilford ~ Old Quarry Area ~ Waterview Contemporary ~ one of the most unique homes on the entire Eastern seaboard. Set on 3.39 Acres. Designed to capture spectacular southerly views over Little Harbor as well as Long Island Sound. With its walls of glass, high ceilings & numerous Transom windows this Unique Designed Home allows for natural views to flow easily through nearly every living area. The Main Level Features Dramatic Entertaining area including a spacious Renovated Chefs Kitchen with Wolf & Subzero Appliances, Granite counters & Center Island with Breakfast Bar. A Generous Great Room featuring wood burning FP, Curved 20ft ceiling, Family rm also with 20 ft Ceiling & Sliders to Large Deck, great for entertaining and evening dinners. Two Bedrooms overlooking Pool Area, plus full bath & powder rm complete this Floor. The upper level offers a Spectacular Primary Bedroom Suite w/deck for enjoying morning sunrises and evening sunsets, featuring a domed ceiling. Sitting Area/office w/FP & Sliders to Deck. Two additional bedrooms with Waterview's & bath. The Lower Level Offers a Guest bedroom w/ Wood Burning FP w/Sliders to Deck, Entertainment room leading to the pool area. Additional features include access to Little Harbor, Koi Pond, whole house generator, 2 car detached garage & circular driveway. Enjoy some of the best Boating, Kayaking & Hiking trails on the CT Shoreline. Convenient to Town, Yale and Train.

6 Beds ⋅ 6 Baths ⋅ 24074214 MLS

Guilford ~ Old Quarry Area ~ Waterview Contemporary ~ one of the most unique homes on the entire Eastern seaboard. Set on 3.39 Acres. Designed to capture spectacular southerly views over Little Harbor as well as Long Island Sound. With its walls of glass, high ceilings & numerous Transom windows this Unique Designed Home allows for natural views to flow easily through nearly every living area. The Main Level Features Dramatic Entertaining area including a spacious Renovated Chefs Kitchen with Wolf & Subzero Appliances, Granite counters & Center Island with Breakfast Bar. A Generous Great Room featuring wood burning FP, Curved 20ft ceiling, Family rm also with 20 ft Ceiling & Sliders to Large Deck, great for entertaining and evening dinners. Two Bedrooms overlooking Pool Area, plus full bath & powder rm complete this Floor. The upper level offers a Spectacular Primary Bedroom Suite w/deck for enjoying morning sunrises and evening sunsets, featuring a domed ceiling. Sitting Area/office w/FP & Sliders to Deck. Two additional bedrooms with Waterview's & bath. The Lower Level Offers a Guest bedroom w/ Wood Burning FP w/Sliders to Deck, Entertainment room leading to the pool area. Additional features include access to Little Harbor, Koi Pond, whole house generator, 2 car detached garage & circular driveway. Enjoy some of the best Boating, Kayaking & Hiking trails on the CT Shoreline. Convenient to Town, Yale and Train.

48 Andrews Rd, Guilford

$2,190,000

Possibly the most admired of the historic homes closeby to the storied Guilford Town Green and Jacobs Beach, the Captain Joel Stone House, c.1853 is now seeking a new owner. This remarkable grand Italianate Villa offers quite a pedigree having been built by a wealthy steamship owner, Joel Stone, son of the second lighthouse keeper of beloved Faulkner's Island. The quality of this gracious home with 6 fireplaces, a solid stone foundation and over 9' ceilings was an exception and curiosity when built and continues to impress today. 1st level: Parlor open to living room leading to formal dining room. Bedroom/den with expandable half bath, eat-in kitchen open to family/great room with fireplace. A generous open covered wrap around front porch for warm weather and private rear patio off the great room provide options for entertaining year round. 2nd level: Primary bedroom w/en-suite bath, two additional guest bedrooms, one with en-suite bath, plus third full hall- bath. Laundry area. 3rd level: a rooftop monitor (cupola or 'widow's watch') modeled after the lighthouse on Faulkner's Island. Carriage house- generous garage space on ground level (3 spaces). Private rear patio. 960 sf apartment on 2nd level includes bedroom, full bath, open concept living space with vaulted ceilings and exposed beams, full kitchen. Up a flight to a loft space. Sited on .77 acres with flowering specimen trees and gardens.

4 Beds ⋅ 4 Baths ⋅ 24153792 MLS

Possibly the most admired of the historic homes closeby to the storied Guilford Town Green and Jacobs Beach, the Captain Joel Stone House, c.1853 is now seeking a new owner. This remarkable grand Italianate Villa offers quite a pedigree having been built by a wealthy steamship owner, Joel Stone, son of the second lighthouse keeper of beloved Faulkner's Island. The quality of this gracious home with 6 fireplaces, a solid stone foundation and over 9' ceilings was an exception and curiosity when built and continues to impress today. 1st level: Parlor open to living room leading to formal dining room. Bedroom/den with expandable half bath, eat-in kitchen open to family/great room with fireplace. A generous open covered wrap around front porch for warm weather and private rear patio off the great room provide options for entertaining year round. 2nd level: Primary bedroom w/en-suite bath, two additional guest bedrooms, one with en-suite bath, plus third full hall- bath. Laundry area. 3rd level: a rooftop monitor (cupola or 'widow's watch') modeled after the lighthouse on Faulkner's Island. Carriage house- generous garage space on ground level (3 spaces). Private rear patio. 960 sf apartment on 2nd level includes bedroom, full bath, open concept living space with vaulted ceilings and exposed beams, full kitchen. Up a flight to a loft space. Sited on .77 acres with flowering specimen trees and gardens.

200 Whitfield St, Guilford

$2,100,000

Discover the perfect blend of elegance and comfort in this newly constructed home, located on scenic Tanner Marsh Rd. Just minutes to I-95 and the Guilford train station, it has easy access to Yale, Guilford historic district, shopping and restaurants. Convenience is an integral part of the lifestyle. This property has four luxurious bedrooms and 4.1 bathrooms, including a primary bedroom on the second floor, and a 1st floor primary that can be a flex space for any number of uses. Quality craftsmanship is evident in every corner, from the high-end finishes to the thoughtful layout. The light filled family room with fireplace leads to a stunning granite outdoor patio and expansive lawn (perfect for a future pool). The sunroom with vaulted ceiling, shiplap trim, limestone gas fireplace and a wall of glass is a true highlight that leads to a 2nd outdoor space. The home's gourmet kitchen is designed with inset cabinets, state-of-the-art commercial appliances and high end lighting; there is an adjoining pantry and mudroom with laundry. The 2nd level incudes a large finished bonus room, loft/office area and a laundry room. The lower level surprises with 9' ceilings and large windows that invite natural light and possibilities for future expansion, adding value and versatility to the home. Promising a balanced blend of upscale living and practical accessibility, this home is more than a place to live - it's the cornerstone for your next chapter.

4 Beds ⋅ 5 Baths ⋅ 24156508 MLS

Discover the perfect blend of elegance and comfort in this newly constructed home, located on scenic Tanner Marsh Rd. Just minutes to I-95 and the Guilford train station, it has easy access to Yale, Guilford historic district, shopping and restaurants. Convenience is an integral part of the lifestyle. This property has four luxurious bedrooms and 4.1 bathrooms, including a primary bedroom on the second floor, and a 1st floor primary that can be a flex space for any number of uses. Quality craftsmanship is evident in every corner, from the high-end finishes to the thoughtful layout. The light filled family room with fireplace leads to a stunning granite outdoor patio and expansive lawn (perfect for a future pool). The sunroom with vaulted ceiling, shiplap trim, limestone gas fireplace and a wall of glass is a true highlight that leads to a 2nd outdoor space. The home's gourmet kitchen is designed with inset cabinets, state-of-the-art commercial appliances and high end lighting; there is an adjoining pantry and mudroom with laundry. The 2nd level incudes a large finished bonus room, loft/office area and a laundry room. The lower level surprises with 9' ceilings and large windows that invite natural light and possibilities for future expansion, adding value and versatility to the home. Promising a balanced blend of upscale living and practical accessibility, this home is more than a place to live - it's the cornerstone for your next chapter.

412 Tanner Marsh Rd, Guilford

$2,100,000

Welcome to Eagleview; Guilford, Connecticut's newest coastal community of luxury townhomes nestled within a pristine natural surrounding. Fabulous views of the salt marsh out to Long Island Sound await you from every level. As you enter this four-level luxury residence, you'll be captivated by 4,000 SF of elegantly designed indoor living space. The thoughtfully laid-out open floor plan maximizes spectacular views of Guilford's shoreline, including an actual eagle's nest. This unit offers 10-foot ceilings, hardwood flooring throughout, thick crown moldings, and a private elevator serving all 4 levels. Indulge in culinary creations in the gourmet kitchen with Carrara Marble countertops, high-end finishes and top-of-the-line Wolf and Sub-Zero appliances. Unwind in the adjacent living room which features a gas fireplace and wet-bar with a Sub-Zero wine fridge. Step onto a covered deck complete with a California kitchen and savor the coastal breeze while enjoying outdoor entertaining and dining al fresco. Upstairs, the master bedroom suite provides an enviable walk-in closet and private balcony deck. A second bedroom en-suite and laundry room round out this level. The top floor offers a third bedroom, full bath, and an open bonus room/sitting area, while the entry level features a home office, powder room, mudroom with built-ins and access to a temperature controlled oversized two-car garage. Additional features include central A/C, automatic generator, and central vacuum.

3 Beds ⋅ 5 Baths ⋅ 24049984 MLS ⋅ Eagleview Condominiums BLDG.

Welcome to Eagleview; Guilford, Connecticut's newest coastal community of luxury townhomes nestled within a pristine natural surrounding. Fabulous views of the salt marsh out to Long Island Sound await you from every level. As you enter this four-level luxury residence, you'll be captivated by 4,000 SF of elegantly designed indoor living space. The thoughtfully laid-out open floor plan maximizes spectacular views of Guilford's shoreline, including an actual eagle's nest. This unit offers 10-foot ceilings, hardwood flooring throughout, thick crown moldings, and a private elevator serving all 4 levels. Indulge in culinary creations in the gourmet kitchen with Carrara Marble countertops, high-end finishes and top-of-the-line Wolf and Sub-Zero appliances. Unwind in the adjacent living room which features a gas fireplace and wet-bar with a Sub-Zero wine fridge. Step onto a covered deck complete with a California kitchen and savor the coastal breeze while enjoying outdoor entertaining and dining al fresco. Upstairs, the master bedroom suite provides an enviable walk-in closet and private balcony deck. A second bedroom en-suite and laundry room round out this level. The top floor offers a third bedroom, full bath, and an open bonus room/sitting area, while the entry level features a home office, powder room, mudroom with built-ins and access to a temperature controlled oversized two-car garage. Additional features include central A/C, automatic generator, and central vacuum.

405 Whitfield St Unit 3, Guilford

$2,100,000

Just approved for 3 lot subdivision. Seller will not file the subdivision at this time. Purchase the property to build your own private estate or divide it to suit. Stunning, one-of-a-kind property in Sachem's Head. This 11.63 acre parcel includes a home, barn, pond, acres of fields, and acres of woods. An interior lot, privacy abounds. This quiet piece hosts a variety of birds and wildlife. The home has a large open kitchen and living area, surrounded by windows to maximize the light and take in the scenery. The floors on the main floor highlight a mix of handsome woods. The four bedrooms and 2 1/2 baths are divided between the main and second floors. A large wrap around deck provides views over the fields, woods, and pond. An accessory apartment on the lower level adds another bedroom and full bath. Its sliders open to another deck with views of the woods and pond. A round brick chimney adds an interesting detail on each level. Just around the corner from the Sachem's Head shoreline - ideal for walking and biking. Only 2 1/2 miles from the Guilford Green and all the town center has to offer. Easy access to commuting routes.

5 Beds ⋅ 4 Baths ⋅ 24051660 MLS

Just approved for 3 lot subdivision. Seller will not file the subdivision at this time. Purchase the property to build your own private estate or divide it to suit. Stunning, one-of-a-kind property in Sachem's Head. This 11.63 acre parcel includes a home, barn, pond, acres of fields, and acres of woods. An interior lot, privacy abounds. This quiet piece hosts a variety of birds and wildlife. The home has a large open kitchen and living area, surrounded by windows to maximize the light and take in the scenery. The floors on the main floor highlight a mix of handsome woods. The four bedrooms and 2 1/2 baths are divided between the main and second floors. A large wrap around deck provides views over the fields, woods, and pond. An accessory apartment on the lower level adds another bedroom and full bath. Its sliders open to another deck with views of the woods and pond. A round brick chimney adds an interesting detail on each level. Just around the corner from the Sachem's Head shoreline - ideal for walking and biking. Only 2 1/2 miles from the Guilford Green and all the town center has to offer. Easy access to commuting routes.

413 Vineyard Point Rd, Guilford

$2,100,000

Stunning direct waterfront property! One of Sachems Head's most treasured parcels, this home has been in the same family for over 80 years. Expanded and renovated through the years with an eye to relaxed living and enjoying the spectacular, panoramic water views. Walk into an open, bright living room that flows to a sunroom surrounded by windows. The dining room overlooks the lawn, rocks and water. The upper level features updated bedrooms and bathroom, custom built-in storage and spacious work desk. A walk-up attic accommodates your storage needs. The 2 car garage also has a large room above it - possibilities for an office, studio, additional storage, guest space. Public water, ductless split system. Propane powered whole house generator. Everchanging sunrises and views, shifting through the seasons. Faulkner's Island straight ahead. Fish, swim, launch your kayak off the rocks. Feel the Sound breezes. Watch the egrets, herons, and osprey. The spacious deck and back yard are perfect for outdoor dining, entertaining, and play. Perennial gardens bloom from spring through fall. Three raised bed gardens for flowers or vegetables. Being part of the Sachems Head Association provides many amenities, including access the beach, tennis, paddle tennis, pickleball, launch site, kayak racks. One of Guilford's most scenic shoreline areas - perfect for walking and biking.

3 Beds ⋅ 2 Baths ⋅ 24004750 MLS

Stunning direct waterfront property! One of Sachems Head's most treasured parcels, this home has been in the same family for over 80 years. Expanded and renovated through the years with an eye to relaxed living and enjoying the spectacular, panoramic water views. Walk into an open, bright living room that flows to a sunroom surrounded by windows. The dining room overlooks the lawn, rocks and water. The upper level features updated bedrooms and bathroom, custom built-in storage and spacious work desk. A walk-up attic accommodates your storage needs. The 2 car garage also has a large room above it - possibilities for an office, studio, additional storage, guest space. Public water, ductless split system. Propane powered whole house generator. Everchanging sunrises and views, shifting through the seasons. Faulkner's Island straight ahead. Fish, swim, launch your kayak off the rocks. Feel the Sound breezes. Watch the egrets, herons, and osprey. The spacious deck and back yard are perfect for outdoor dining, entertaining, and play. Perennial gardens bloom from spring through fall. Three raised bed gardens for flowers or vegetables. Being part of the Sachems Head Association provides many amenities, including access the beach, tennis, paddle tennis, pickleball, launch site, kayak racks. One of Guilford's most scenic shoreline areas - perfect for walking and biking.

34 Prospect Ave, Guilford

$2,050,000

Experience the extraordinary lifestyle awaiting you at The Residences at 66 High Street. Discover an exceptional blend of historic preservation, luxurious amenities, and cosmopolitan living in this exceptional development. The Chittenden Building, the final addition to the esteemed 66 High Street, completes the ensemble. With its previous three buildings sold out, this development has garnered accolades, shattered New Haven County's luxury condo records, and provided unmatched value to its residents. Indulge in the allure of each single-level luxury residence, meticulously designed with open floor plans, soaring ceilings, crown moldings, exquisite bathrooms, and high-end finishes throughout. Set in the heart of Guilford, you'll be treated to sweeping views of the salt marsh and Long Island Sound while being just steps away from the vibrant downtown center and Green. The community offers an array of amenities to enrich your daily life, including underground parking with a central elevator, a modern fitness and training room, a refreshing inground pool, a community garden, bicycle racks, a designated bird watching area, and a dog park. Recognized with the esteemed Home Builders and Remodelers Association of Connecticut HOBI Award for Project of the Year and Best Luxury Condo Development, this prestigious luxury condominium development embodies unparalleled opulence, prime location, and sophistication.

3 Beds ⋅ 3 Baths ⋅ 170609616 MLS ⋅ The Residences At 66 High Street BLDG.

Experience the extraordinary lifestyle awaiting you at The Residences at 66 High Street. Discover an exceptional blend of historic preservation, luxurious amenities, and cosmopolitan living in this exceptional development. The Chittenden Building, the final addition to the esteemed 66 High Street, completes the ensemble. With its previous three buildings sold out, this development has garnered accolades, shattered New Haven County's luxury condo records, and provided unmatched value to its residents. Indulge in the allure of each single-level luxury residence, meticulously designed with open floor plans, soaring ceilings, crown moldings, exquisite bathrooms, and high-end finishes throughout. Set in the heart of Guilford, you'll be treated to sweeping views of the salt marsh and Long Island Sound while being just steps away from the vibrant downtown center and Green. The community offers an array of amenities to enrich your daily life, including underground parking with a central elevator, a modern fitness and training room, a refreshing inground pool, a community garden, bicycle racks, a designated bird watching area, and a dog park. Recognized with the esteemed Home Builders and Remodelers Association of Connecticut HOBI Award for Project of the Year and Best Luxury Condo Development, this prestigious luxury condominium development embodies unparalleled opulence, prime location, and sophistication.

66 High St Unit 49, Guilford

$2,038,000

NEW CONSTRUCTION: Discover the perfect blend of elegance and comfort in this newly constructed home, located on scenic Tanner Marsh Rd. Just minutes to I-95 and the Guilford train station, it has easy access to Yale, Guilford historic district, shopping and restaurants. Convenience is an integral part of the lifestyle. This property has four luxurious bedrooms and 4.1 bathrooms, including a primary bedroom on the second floor, and a 1st floor primary that can be a flex space for any number of uses. Quality craftsmanship is evident in every corner, from the high-end finishes to the thoughtful layout. The light filled family room with fireplace leads to a stunning granite outdoor patio and expansive lawn (perfect for a future pool). The sunroom with vaulted ceiling, shiplap trim, limestone gas fireplace and a wall of glass is a true highlight that leads to a 2nd outdoor space. The home's gourmet kitchen is designed with inset cabinets, state-of-the-art commercial appliances and high end lighting; there is an adjoining pantry and mudroom with laundry. The 2nd level incudes a large finished bonus room, loft/office area and a laundry room. The lower level surprises with 9' ceilings and large windows that invite natural light and possibilities for future expansion, adding value and versatility to the home. Promising a balanced blend of upscale living and practical accessibility, this home is more than a place to live - it's the cornerstone for your next chapter.

4 Beds ⋅ 5 Baths ⋅ 24123736 MLS

NEW CONSTRUCTION: Discover the perfect blend of elegance and comfort in this newly constructed home, located on scenic Tanner Marsh Rd. Just minutes to I-95 and the Guilford train station, it has easy access to Yale, Guilford historic district, shopping and restaurants. Convenience is an integral part of the lifestyle. This property has four luxurious bedrooms and 4.1 bathrooms, including a primary bedroom on the second floor, and a 1st floor primary that can be a flex space for any number of uses. Quality craftsmanship is evident in every corner, from the high-end finishes to the thoughtful layout. The light filled family room with fireplace leads to a stunning granite outdoor patio and expansive lawn (perfect for a future pool). The sunroom with vaulted ceiling, shiplap trim, limestone gas fireplace and a wall of glass is a true highlight that leads to a 2nd outdoor space. The home's gourmet kitchen is designed with inset cabinets, state-of-the-art commercial appliances and high end lighting; there is an adjoining pantry and mudroom with laundry. The 2nd level incudes a large finished bonus room, loft/office area and a laundry room. The lower level surprises with 9' ceilings and large windows that invite natural light and possibilities for future expansion, adding value and versatility to the home. Promising a balanced blend of upscale living and practical accessibility, this home is more than a place to live - it's the cornerstone for your next chapter.

412 Tanner Marsh Rd, Guilford

$2,000,000

Your Waterfront Retreat: A rare gem nestled in the picturesque Guilford Harbor, this property encompasses two parcels (2,856 total SF), presenting a unique opportunity for Buyers. Nicely remodeled, the main residence offers 2 bedrooms and 2 baths, a perfect blend of modern elegance and coastal charm. Enjoy breathtaking, unobstructed vistas of Guilford Harbor and Long Island Sound while relishing direct waterfront access. The open floor plan invites an abundance of natural light, seamlessly connecting the kitchen and living with fireplace & dining areas to a spacious sunroom, leading to a deck offering an ideal setting for entertaining or simply basking in the serenity of the surroundings. Retreat to the master bedroom suite on the upper level, were captivating views of Guilford's coastline await, offering a tranquil sanctuary. The wonderful outdoor space incudes a large patio, terrace with fireplace, and a fully fenced in yard with lush lawn and lovely perennials. The 2-bedroom, 1 1/2 bath guesthouse provides a private space for visitors, au-pair, or use as an office/studio. With its own private dock, this property also caters to boat enthusiasts, providing easy access to L.I.S., with the Hamptons only 19 miles across the Sound. Conveniently located, minutes from the historic town center; explore boutique shops, savor cuisines from an array of restaurants, unwind at charming coffee shops, or bask in the sun at the nearby town beach.

4 Beds ⋅ 2 Baths ⋅ 24024638 MLS

Your Waterfront Retreat: A rare gem nestled in the picturesque Guilford Harbor, this property encompasses two parcels (2,856 total SF), presenting a unique opportunity for Buyers. Nicely remodeled, the main residence offers 2 bedrooms and 2 baths, a perfect blend of modern elegance and coastal charm. Enjoy breathtaking, unobstructed vistas of Guilford Harbor and Long Island Sound while relishing direct waterfront access. The open floor plan invites an abundance of natural light, seamlessly connecting the kitchen and living with fireplace & dining areas to a spacious sunroom, leading to a deck offering an ideal setting for entertaining or simply basking in the serenity of the surroundings. Retreat to the master bedroom suite on the upper level, were captivating views of Guilford's coastline await, offering a tranquil sanctuary. The wonderful outdoor space incudes a large patio, terrace with fireplace, and a fully fenced in yard with lush lawn and lovely perennials. The 2-bedroom, 1 1/2 bath guesthouse provides a private space for visitors, au-pair, or use as an office/studio. With its own private dock, this property also caters to boat enthusiasts, providing easy access to L.I.S., with the Hamptons only 19 miles across the Sound. Conveniently located, minutes from the historic town center; explore boutique shops, savor cuisines from an array of restaurants, unwind at charming coffee shops, or bask in the sun at the nearby town beach.

3 Rock Ln, Guilford

$1,870,000

Welcome to this beautifully reimagined colonial home, perfectly situated just a short Stroll from Guilford's historic green. Blending timeless charm with modern luxury, this exquisite four-bedroom, three and a half bath residence offers refined living in one of Connecticut's most coveted coastal communities. From the moment you step through the front door, you're welcomed by a grand three-story foyer accented with antique exposed beams - an architectural nod to Guilford's historic roots. Designed by a highly regarded, established builder known for exceptional craftsmanship, every corner of this home showcases premium finishes and thoughtful detail. The first floor features a luxurious primary suite, offering comfort and privacy with a spa-inspired en-suite bath and generous closet space. Ideal for entertaining, the expansive great room is flooded with natural light, seamlessly connecting living, dining and kitchen areas for an open yet intimate ambiance. Upstairs, you will find additional spacious bedrooms, two full bathrooms and a sitting room. They are all crafted with the same commitment to quality and design. Whether you're hosting guests or enjoying quiet family evenings, this home effortlessly combines function and style. This is more than a home - it's a lifestyle.

4 Beds ⋅ 4 Baths ⋅ 24111606 MLS

Welcome to this beautifully reimagined colonial home, perfectly situated just a short Stroll from Guilford's historic green. Blending timeless charm with modern luxury, this exquisite four-bedroom, three and a half bath residence offers refined living in one of Connecticut's most coveted coastal communities. From the moment you step through the front door, you're welcomed by a grand three-story foyer accented with antique exposed beams - an architectural nod to Guilford's historic roots. Designed by a highly regarded, established builder known for exceptional craftsmanship, every corner of this home showcases premium finishes and thoughtful detail. The first floor features a luxurious primary suite, offering comfort and privacy with a spa-inspired en-suite bath and generous closet space. Ideal for entertaining, the expansive great room is flooded with natural light, seamlessly connecting living, dining and kitchen areas for an open yet intimate ambiance. Upstairs, you will find additional spacious bedrooms, two full bathrooms and a sitting room. They are all crafted with the same commitment to quality and design. Whether you're hosting guests or enjoying quiet family evenings, this home effortlessly combines function and style. This is more than a home - it's a lifestyle.

65 Water St, Guilford

$1,811,110

Welcome to this stunning modern farmhouse where quality craftsmanship meets thoughtful design. This four-bedroom, three-and-a-half-bath residence offers a spacious open floor plan tailored for both comfort and style. Vaulted ceilings and detailed finishes bring a sense of understated elegance throughout the main living spaces. At the heart of the home, the expansive great room anchors everyday living and entertaining. Here, a soaring gas fireplace provides a warm focal point, while the adjacent kitchen impresses with commercial-grade appliances and a large island topped in striking quartzite stone.The first-floor primary bedroom suite offers a peaceful retreat, complete with direct access to thoughtful amenities including a home office and expansion laundry room. Enjoy the serenity of a beautiful screened porch, perfect for relaxing while overlooking a pristine Gunite salt water heated pool. A finished area in the lower level is perfect for a gym or rec area. Meanwhile, additional space over the garage awaits your personal touch, ideal for future expansion. Strategically located, this home puts you minutes away from Interstate 95, providing easy access to Yale, the historic Guilford center, and the convenient Guilford train station. From quality materials to a layout that makes daily living a little easier, this home was built to be enjoyed for years to come.

4 Beds ⋅ 4 Baths ⋅ 24115467 MLS

Welcome to this stunning modern farmhouse where quality craftsmanship meets thoughtful design. This four-bedroom, three-and-a-half-bath residence offers a spacious open floor plan tailored for both comfort and style. Vaulted ceilings and detailed finishes bring a sense of understated elegance throughout the main living spaces. At the heart of the home, the expansive great room anchors everyday living and entertaining. Here, a soaring gas fireplace provides a warm focal point, while the adjacent kitchen impresses with commercial-grade appliances and a large island topped in striking quartzite stone.The first-floor primary bedroom suite offers a peaceful retreat, complete with direct access to thoughtful amenities including a home office and expansion laundry room. Enjoy the serenity of a beautiful screened porch, perfect for relaxing while overlooking a pristine Gunite salt water heated pool. A finished area in the lower level is perfect for a gym or rec area. Meanwhile, additional space over the garage awaits your personal touch, ideal for future expansion. Strategically located, this home puts you minutes away from Interstate 95, providing easy access to Yale, the historic Guilford center, and the convenient Guilford train station. From quality materials to a layout that makes daily living a little easier, this home was built to be enjoyed for years to come.

408 Tanner Marsh Rd, Guilford

$1,810,000

A rare opportunity to experience the real essence of tranquility! 45 Little Harbor is beautifully nestled, high & dry in a private enclave on the CT Coastline. This exquisite property is where you set the pace you desire. Whether it's an invigorating Kayak voyage or a leisurely paddle board expedition, Little Harbor lends itself to activities that refresh the mind as well as your physical being. The interior of this home’s square footage main focus is capturing the inspiring views beyond its walls. The kitchen and living area with floor to ceiling sets of glass doors take full advantage of the surrounding scenery & water views while copious amounts of natural light filling the rooms. The welcoming foyer, designated dining area with bay window & office/sitting room(with its own entry)complete the main level. Ascending the stairs and just down the expansive hallway a large rounded window, frames a striking waterview. 3 bedrooms can be found on this level. The primary suite has a 180 degree look at the water plus its own private balcony. Attached to this room is another bedroom that can double as a private office or exercise room. The adjacent bedroom across the hall also has its own balcony and a stellar view of its own. The walk up attic area is ready for finishing and features two dormer windows that also take in the natural water life surroundings. With over a half acre to roam and postcard views,this home is an amazing opportunity. Take hold of the lifestyle you deserve.

4 Beds ⋅ 3 Baths ⋅ 170611296 MLS

A rare opportunity to experience the real essence of tranquility! 45 Little Harbor is beautifully nestled, high & dry in a private enclave on the CT Coastline. This exquisite property is where you set the pace you desire. Whether it's an invigorating Kayak voyage or a leisurely paddle board expedition, Little Harbor lends itself to activities that refresh the mind as well as your physical being. The interior of this home’s square footage main focus is capturing the inspiring views beyond its walls. The kitchen and living area with floor to ceiling sets of glass doors take full advantage of the surrounding scenery & water views while copious amounts of natural light filling the rooms. The welcoming foyer, designated dining area with bay window & office/sitting room(with its own entry)complete the main level. Ascending the stairs and just down the expansive hallway a large rounded window, frames a striking waterview. 3 bedrooms can be found on this level. The primary suite has a 180 degree look at the water plus its own private balcony. Attached to this room is another bedroom that can double as a private office or exercise room. The adjacent bedroom across the hall also has its own balcony and a stellar view of its own. The walk up attic area is ready for finishing and features two dormer windows that also take in the natural water life surroundings. With over a half acre to roam and postcard views,this home is an amazing opportunity. Take hold of the lifestyle you deserve.

45 Little Harbor Rd, Guilford

$1,800,000

Step into an exceptional living experience at The Residences at 66 High Street, where timeless elegance meets contemporary sophistication. This Stunning 3-bedroom, 2.5-bath condo offers a rare opportunity to live in the heart of Guilford, where the town's rich history seamlessly blends with modern, high-end amenities. As you enter this beautifully designed home, you'll be welcomed by an open-concept layout that effortlessly combines style and comfort. The gourmet kitchen is a true centerpiece, featuring high-end stainless steel appliances, granite countertops, and an inviting center island perfect for entertaining. The spacious living room, complete with a gas fireplace and elegant tray ceiling offers a cozy retreat for those chilly winter nights. The primary bedroom suite is your private sanctuary, boasting a generous layout, a luxurious en-suite bath with double sinks, and a tile walk-in shower that creates a spa-like experience. The additional bedrooms are equally spacious and versatile, ideal for family, guests, an office, or additional living space. The Residences at 66 High Street's impressive array of amenities are designed to elevate your lifestyle. Enjoy the convenience of underground parking with elevator access, a state-of-the-art fitness center, and a sparkling in-ground pool. Beautifully landscaped grounds provide dedicated spaces for bird-watching, and a dog park. Experience unparalleled Comfort and Sophistication: unit 48 is an exceptional place to call home.

3 Beds ⋅ 3 Baths ⋅ 24085740 MLS ⋅ The Residences At 66 High Street BLDG.

Step into an exceptional living experience at The Residences at 66 High Street, where timeless elegance meets contemporary sophistication. This Stunning 3-bedroom, 2.5-bath condo offers a rare opportunity to live in the heart of Guilford, where the town's rich history seamlessly blends with modern, high-end amenities. As you enter this beautifully designed home, you'll be welcomed by an open-concept layout that effortlessly combines style and comfort. The gourmet kitchen is a true centerpiece, featuring high-end stainless steel appliances, granite countertops, and an inviting center island perfect for entertaining. The spacious living room, complete with a gas fireplace and elegant tray ceiling offers a cozy retreat for those chilly winter nights. The primary bedroom suite is your private sanctuary, boasting a generous layout, a luxurious en-suite bath with double sinks, and a tile walk-in shower that creates a spa-like experience. The additional bedrooms are equally spacious and versatile, ideal for family, guests, an office, or additional living space. The Residences at 66 High Street's impressive array of amenities are designed to elevate your lifestyle. Enjoy the convenience of underground parking with elevator access, a state-of-the-art fitness center, and a sparkling in-ground pool. Beautifully landscaped grounds provide dedicated spaces for bird-watching, and a dog park. Experience unparalleled Comfort and Sophistication: unit 48 is an exceptional place to call home.

66 High St Unit 48, Guilford

$1,800,000

Experience the extraordinary lifestyle awaiting you at The Residences at 66 High Street. Discover an exceptional blend of historic preservation, luxurious amenities, and cosmopolitan living in this exceptional development. The Chittenden Building, the final addition to the esteemed 66 High Street, completes the ensemble. With its previous three buildings sold out, this development has garnered accolades, shattered New Haven County's luxury condo records, and provided unmatched value to its residents. Indulge in the allure of each single-level luxury residence, meticulously designed with open floor plans, soaring ceilings, crown moldings, exquisite bathrooms, and high-end finishes throughout. Set in the heart of Guilford, you'll be treated to sweeping views of the salt marsh and Long Island Sound while being just steps away from the vibrant downtown center and Green. The community offers an array of amenities to enrich your daily life, including underground parking with a central elevator, a modern fitness and training room, a refreshing inground pool, a community garden, bicycle racks, a designated bird watching area, and a dog park. Recognized with the esteemed Home Builders and Remodelers Association of Connecticut HOBI Award for Project of the Year and Best Luxury Condo Development, this prestigious luxury condominium development embodies unparalleled opulence, prime location, and sophistication.

3 Beds ⋅ 3 Baths ⋅ 24039715 MLS ⋅ The Residences At 66 High Street BLDG.

Experience the extraordinary lifestyle awaiting you at The Residences at 66 High Street. Discover an exceptional blend of historic preservation, luxurious amenities, and cosmopolitan living in this exceptional development. The Chittenden Building, the final addition to the esteemed 66 High Street, completes the ensemble. With its previous three buildings sold out, this development has garnered accolades, shattered New Haven County's luxury condo records, and provided unmatched value to its residents. Indulge in the allure of each single-level luxury residence, meticulously designed with open floor plans, soaring ceilings, crown moldings, exquisite bathrooms, and high-end finishes throughout. Set in the heart of Guilford, you'll be treated to sweeping views of the salt marsh and Long Island Sound while being just steps away from the vibrant downtown center and Green. The community offers an array of amenities to enrich your daily life, including underground parking with a central elevator, a modern fitness and training room, a refreshing inground pool, a community garden, bicycle racks, a designated bird watching area, and a dog park. Recognized with the esteemed Home Builders and Remodelers Association of Connecticut HOBI Award for Project of the Year and Best Luxury Condo Development, this prestigious luxury condominium development embodies unparalleled opulence, prime location, and sophistication.

66 High St Unit 51, Guilford

$1,775,000

Experience the extraordinary lifestyle awaiting you at The Residences at 66 High Street. Discover an exceptional blend of historic preservation, luxurious amenities, and cosmopolitan living in this exceptional development. The Chittenden Building, the final addition to the esteemed 66 High Street, completes the ensemble. With its previous three buildings sold out, this development has garnered accolades, shattered New Haven County's luxury condo records, and provided unmatched value to its residents. Indulge in the allure of each single-level luxury residence, meticulously designed with open floor plans, soaring ceilings, crown moldings, exquisite bathrooms, and high-end finishes throughout. Set in the heart of Guilford, you'll be treated to sweeping views of the salt marsh and Long Island Sound while being just steps away from the vibrant downtown center and Green. The community offers an array of amenities to enrich your daily life, including underground parking with a central elevator, a modern fitness and training room, a refreshing inground pool, a community garden, bicycle racks, a designated bird watching area, and a dog park. Recognized with the esteemed Home Builders and Remodelers Association of Connecticut HOBI Award for Project of the Year and Best Luxury Condo Development, this prestigious luxury condominium development embodies unparalleled opulence, prime location, and sophistication.

2 Beds ⋅ 2 Baths ⋅ 170612836 MLS ⋅ The Residences At 66 High Street BLDG.

Experience the extraordinary lifestyle awaiting you at The Residences at 66 High Street. Discover an exceptional blend of historic preservation, luxurious amenities, and cosmopolitan living in this exceptional development. The Chittenden Building, the final addition to the esteemed 66 High Street, completes the ensemble. With its previous three buildings sold out, this development has garnered accolades, shattered New Haven County's luxury condo records, and provided unmatched value to its residents. Indulge in the allure of each single-level luxury residence, meticulously designed with open floor plans, soaring ceilings, crown moldings, exquisite bathrooms, and high-end finishes throughout. Set in the heart of Guilford, you'll be treated to sweeping views of the salt marsh and Long Island Sound while being just steps away from the vibrant downtown center and Green. The community offers an array of amenities to enrich your daily life, including underground parking with a central elevator, a modern fitness and training room, a refreshing inground pool, a community garden, bicycle racks, a designated bird watching area, and a dog park. Recognized with the esteemed Home Builders and Remodelers Association of Connecticut HOBI Award for Project of the Year and Best Luxury Condo Development, this prestigious luxury condominium development embodies unparalleled opulence, prime location, and sophistication.

66 High St Unit 52, Guilford

Dave Jones Realty llc

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