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$1,755,000
4 Beds ⋅ 4 Baths ⋅ 24094951 MLS
Please submit highest and best by tuesday may 20th at 5pm. Welcome to the exquisite Russell Benton House, a stunning Greek Revival masterpiece that seamlessly blends historic charm with modern sophistication. Restored and updated with the highest quality materials, this home sits on a beautifully landscaped 2.55-acre lot just a mile from the vibrant Guilford Green. The heart of the home is the beautifully renovated kitchen, featuring high-end appliances, custom cabinets, and stunning reclaimed teak counters, perfect for culinary enthusiasts. The striking family room, a newer addition to the home, features a fireplace constructed with stone sourced from the property. For guests or additional rental income, the charming 1,225 square foot Guest House has been thoughtfully remodeled and includes a high-end kitchen, a magnificent marble bath, a murphy bed, a sleeping loft, and a soaring two-story open living area. A third building on the premises has its own driveway and offers versatile space for an office, gym, or studio. Additional highlights include custom trim, reclaimed wide board hardwood floors, new Marvin windows, and energy-efficient upgrades such as owned solar panels and a high-efficiency gas heating system. With impeccable craftsmanship, this unique property combines timeless elegance with modern conveniences. The images displayed are from when the current owners purchased the property.

521 State St, Guilford
$1,750,000
3 Beds ⋅ 4 Baths ⋅ 24047655 MLS ⋅ Guilford Commons BLDG.
Downtown Guilford. YOU HAVE NEVER SEEN ANYTHING LIKE THIS 4000 sq ft condominium with a private elevator, completely redone top to bottom. A real WOW when you enter into the massive open floor plan with 9' ceilings. A great room w/custom floating shelves blends beautifully into a spacious dining room. A sun drenched music room surrounded by windows.Glass french doors to a private study with gas fireplace and custom wall of built-ins. The BRAND NEW state of the art custom kitchen is a showstopper, boasting a double quartz waterfall 9' island.Endless cabinetry & high end appliances.Adjacent eating area with bay window.The 2nd floor you will find 3 en-suite bedrooms, each featuring a new bath & walk in closet. The stunning Primary suite is a retreat offering a private sun deck, luxurious bathroom with a floating tub, oversized shower & custom vanity. An enormous custom closet that only dreams are made of. The 3rd floor is over 650 sq ft of finished space great for an office, gym or 4th BR with large WI closets. The most unique feature besides the garage for 3 cars complete with storage rooms & an EV charger... is the 900 sq ft PRIVATE granite patio. For the ultimate outdoor experience-ideal for entertaining with built in gas grill, built in speakers and gorgeous professional landscaping.With ALL mechanicals replaced & a whole house generator this condo offers peace of mind & modern convenience. If you want to stroll into town or relax in your private yard, DON'T MISS this one!!!

122 N Fair St Unit 4, Guilford
$1,750,000
4 Beds ⋅ 3 Baths ⋅ 170626124 MLS
This rare gem is an exceptional waterfront home, strategically situated to immerse you in the breathtaking beauty that surrounds it. Facing the serene Long Island Sound and backed by the tranquil South Bay, every corner of this home offers unmatched water views. Tucked away in the prestigious Sachem’s Head Association, this historic home once served as the esteemed boathouse of the Yacht Club's founders and invites occupants to relish its rich history. The home has been updated to seamlessly blend modern comforts with its historic charm. New windows throughout ensure efficiency while the renovated kitchen serves as a culinary haven, combining functionality with style. From the richly appointed office and welcoming library to the numerous bedrooms, there is space for everyone in this 3315 sq ft residence. Embrace the daily indulgences and peacefulness of waterfront living, where invigorating sea breezes blend with nature's scenery, featuring Osprey, Bald Eagles, and Heron as your neighboring companions. Watch sailboats glide by and indulge in fishing off your own private dock. Dive into the coastal lifestyle with a personal boat launch, an outdoor shower for post-swim refreshment, and clamming adventures just a stroll away. Marvel at captivating sunsets from the second-level deck, and cozy up by the fireside during winter evenings. Welcome to Barefoot, where every step leads to a new adventure. Welcome home to a waterfront retreat that transcends the ordinary.

179 Prospect Ave, Guilford
$1,735,000
3 Beds ⋅ 3 Baths ⋅ 170609636 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 48, Guilford
$1,720,000
1 Beds ⋅ 3 Baths ⋅ 24164270 MLS
This property is not for everyone. Only for those requiring very high-end construction and materials. And those who appreciate the thoughtful detail in the design and placement of the house, patios and landscaping. And those who get that the virtually nonexistent utility bills are due to triple glazed windows, passive solar and active solar heat and hot water. And those who recognize that having a large one-bedroom home with bonus study means your guests enjoy the food from the gourmet kitchen and the fellowship under the high ceilings of the Great Room and by the fireplace but will sleep at the Airbnb around the corner. And those who will revel in the stunning views of Long Island Sound and Indian Cove from in the house and from the two-tiered patio set in the truly magical landscape design. Only those who want to swim or boat directly from the property waterfront plus have the option to use the association beach 100 steps away and the association dock close at hand (all the benefit and none of the liability) and more and more. This is a truly unique property that was built in 2013. . . and it will delight the folks who "get it!"

136 Daniel Ave, Guilford
$1,700,000
2 Beds ⋅ 2 Baths ⋅ 170415851 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 54, Guilford
$1,685,000
2 Beds ⋅ 2 Baths ⋅ 170610512 MLS ⋅ The Residences At 66 High Street BLDG.
Be the first to live in this just completed unit in the Chittenden Building, the final building in The Residences at 66 High Street, a highly awarded luxury condominium a short walk from the historic Guilford Green. With spectacular marsh and Long Island Sound views, this 3rd floor apartment also enjoys unforgettable sunsets. Accessed by a central elevator with only four units per floor, the home’s single level, open floor plan, high ceilings, luxurious finishes and spacious rooms make for carefree living. Special upgrades include a Subzero, Wolf oven and range, a Miele dishwasher, an outfitted laundry room and built-ins surrounding the gas fireplace. Among the many community amenities are underground parking (also reached by elevator), a fitness center and an in ground pool. Guilford is a charming, vibrant New England town with many shops and ample fine dining. It is equidistant between New York City and Boston, easily accessed by rail.

66 High St Unit 54, Guilford
$1,680,000
4 Beds ⋅ 5 Baths ⋅ 24103016 MLS
This in town location expanded Cape style home is nothing short of spectacular! Just 2 blocks from the Guilford Green accompanied by an abundance of shops and restaurants, and a short walk to the local marina and beach, this setting can't be beat! With over 4400 square feet of living area, plus a potential in-law first-floor bedroom with separate entrance, this home offers so much flexibility and space! Boasting 13 total rooms, 4 bedrooms with two potential master suites, and 3 full baths/2 half baths, this versatile floor plan can fit even the selective buyers' needs! The attention to detail throughout the home, and the list of improvements are unrivaled! The chef's kitchen alone boasts designer cabinets, quartz countertops, an oversized center island, plus a separate breakfast bar, and high end Thermodar appliances and a subzero refrigerator. The open floor plan is perfect for entertaining friends or family gatherings, with a sizable dining room, formal living room with windows surround and high ceilings, plus a cozy den with fireplace. A dual option stairway to the upper level offers flexibility, along with an oversized bonus room, master suite with tons of built ins, and a connected space ideal for office/exercise room, plus a separate wing with two large bedrooms and a full bath - this home truly has it all.

8 Norton Ave, Guilford
$1,675,000
2 Beds ⋅ 2 Baths ⋅ 24153927 MLS ⋅ The Residences At 66 High Street BLDG.
Historic Elegance Meets Modern Luxury at 66 High Street | Leete Building. Welcome to an extraordinary residence where Guilford's heritage blends with contemporary sophistication. This impeccably appointed 2-bedroom+, 2-bath condominium with office/guest room is situated in the prestigious 66 High Street complex-a masterful transformation of an historic site into luxury living. Built in 2018, the Leete Building is one of four state-of-the-art structures that honor the site's storied past while delivering uncompromising modern amenities. YOUR SECOND-FLOOR SANCTUARY: Soaring 9-foot ceilings create an airy atmosphere throughout. Tranquil marsh views unfold with glimpses of Long Island Sound creating a serene coastal backdrop. STATE-OF-THE-ART KITCHEN: * Sub-Zero refrigerator * Wolf Gas cooktop, wall oven & convection microwave * Wine cooler & dishwasher THOUGHTFUL DESIGN: * 2 spacious bedrooms * Versatile office/guest room * 2 full bathrooms * Open floorplan * Fireplace flanked by windows with view of the marsh and LIS * Covered patio overlooking courtyard and the historic mill building * Natural gas heating/cooling * City water * Covered garage parking below with elevator. WALKABLE LIFESTYLE: Steps to Guilford's historic Green, restaurants, boutique shops, marina, beaches, and Shoreline East Railroad Station for easy commuting. This is more than a home-it's a lifestyle of refinement, convenience, and coastal elegance. Live where history, luxury, and location converge.

66 High St Unit 34, Guilford
$1,675,000
3 Beds ⋅ 3 Baths ⋅ 24102720 MLS ⋅ The Residences At 66 High Street BLDG.
66 HIGH STREET - 3 bedroom, 2.5-bath condominium, boasting an impressive 2,194 SF on the 2nd floor. The western exposure view showcases the marsh and Long Island Sound. Located in the prestigious community of Guilford, CT, this residence offers a harmonious blend of modern design and natural beauty. The open concept includes a sun filled Living Room with a cozy gas fireplace, deck access, Dining Room and Kitchen, all creating an ideal environment for entertaining and everyday living. The Kitchen has leathered granite countertops, stainless steel appliances, and a charming coffee bar, all setting the stage for culinary exploration and social gatherings. Retreat to the tranquility of three generously sized bedrooms, including a Primary Suite with an en-suite bath and oversized walk in closet. The second bedroom has a full bath in the hallway and third bedroom can be the perfect office or overflow Guest Room. Residents enjoy exclusive access to an on-site gym for wellness and fitness, a serene in-ground heated pool for leisurely swims and relaxation and a fire-pit for fun gatherings. This condo is a sanctuary of sophistication, where every detail caters to a lifestyle of discerning taste and leisure. The combination of stunning views, high-end finishes, and community amenities sets this property apart as a premier choice for those seeking a distinguished waterfront living experience in Guilford.

66 High St Unit 36, Guilford
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 24164675 MLS
Set on over four park-like acres in sought-after Guilford, this stately custom built colonial blends exceptional craftsmanship with refined modern living. Thoughtfully enhanced by the current owner, the home features integrated smart home technology paired with curated, high-end upgrades, creating a seamless balance of innovation and timeless design. A dramatic two-story foyer with marble floors and a suspended circular staircase opens to an interior defined by hardwood floors, inlaid accents, 9-foot coffered cherry ceilings, oversized windows, and custom millwork. The open layout connects the living and family rooms, each with a fireplace, to an eat-in kitchen ideal for gathering and entertaining. The home offers two potential primary suites, including a first-floor retreat with backlit tray ceiling, dual walk-in closets, and French doors leading to the patio, complemented by a spa-like bath. A richly appointed library with rolling ladder adds warmth and character. The partially finished lower level features a recreation room and a distinctive wine pantry, enhancing the home's lifestyle appeal. Outdoors, enjoy a heated in-ground pool with pavilion and outdoor shower, all set within a serene, private setting. Just minutes from the Guilford Green, boutique shops, acclaimed dining, beaches, marinas, and commuter routes, this exceptional residence offers a rare blend of privacy, sophistication, and coastal convenience.

350 Squaw Ln, Guilford
$1,646,400
5 Beds ⋅ 5 Baths ⋅ 170614625 MLS
Step into history with this unparalleled opportunity to own a piece of Guilford's rich heritage. Nestled in the historic Nut Plains section, this remarkable property holds a federal style home built in 1810 by Col. George Foote. While officially addressed as 829 Goose Lane, the front facade elegantly faces Foote's Bridge Road, where remnants of a seventeenth-century thoroughfare still exist. Situated on over 5 acres along the serene East River, opposite the East River Preserve, this estate offers a harmonious blend of tranquility and proximity to town. While this home may not boast the modern updates of contemporary residences, its unaltered state serves as a canvas for those seeking to preserve and restore historical authenticity. With two primary suites, five fireplaces, and a butler's pantry, the residence captures the essence of a time when craftsmanship and functionality were paramount. Step into the sunlit haven of the bright sunroom, a tranquil space overlooking the yard's oasis. The gunite pool and spacious patio offer a glimpse into a bygone era when outdoor spaces were designed for simple pleasures and gatherings. The property's incredible barns, including the iconic "English Barn," stand as silent witnesses to the agricultural history that shaped this land. For those with an appreciation for history and a vision for restoration, this property provides a rare opportunity to create a home that stands as a testament to Guilford's unique and timeless legacy.

829 Goose Ln, Guilford
$1,645,000
5 Beds ⋅ 4 Baths ⋅ 24125562 MLS
Rare offering on sought-after Tanner Marsh Road! This elegant home stuns from the street with its stone walls, circular driveway, and professionally landscaped grounds. Designed for entertaining, its rooms offer exceptional grace and flow. Three fireplaces, chef's kitchen with Viking appliances, first-floor guest suite with bath and private entrance - this home has it all! Master bedroom with tranquil sitting area, extravagant dressing room, and spa-like marble bath. Four more bedrooms, office, bath, and laundry upstairs. Then, step into the backyard to your own private oasis, an entertainer's dream. Heated in-ground saltwater pool surrounded by mature trees. Full outdoor kitchen with granite island, gas fire-pit, hot tub, and dining/lounge areas under new Azek pergola. Perfectly located near the scenic trails of East River Preserve and just minutes to I-95, the award-winning Guilford Green and Jacobs Beach, this rare gem is move-in ready and waiting to welcome you home.

324 Tanner Marsh Rd, Guilford
$1,625,000
2 Beds ⋅ 2 Baths ⋅ 170612822 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 55, Guilford
$1,600,000
3 Beds ⋅ 3 Baths ⋅ 24030159 MLS
Stunning three bedroom, three full bathroom direct waterfront home. This property is located on a private and tranquil street, sitting on an oversized lot with breathtaking water views of Long Island Sound, and is a very short distance to the Guilford green. On the main level you will find an eat-in kitchen with stainless steel appliances and quartz countertops, a formal dining space for entertaining, and a living area with a 180 degree panoramic view of the water. On the upper level is a master bedroom suite with a completely remodeled full bathroom, two additional generous sized bedrooms, and a second full bathroom. Adding to the allure of the home are cathedral ceilings in multiple rooms, a wrap around deck for friends and family to enjoy, and two garages for three cars. The home is perfect for kayaks and canoes as there is direct access to the sound from the deck. Upgrades include a new Navien furnace and tankless hot water heater, Pella windows, Anderson doors, Kohler bath fixtures, Bosch appliances, 50 year roof shingles, and much more.

138 Deepwood Dr, Guilford
$1,550,000
4 Beds ⋅ 4 Baths ⋅ 24183037 MLS
Open House Cancelled! Perfect elegance in The Woodlands at the end of a double Cul de sac!! Entertain in style with amenities to please everyone, all year long. The foyer will greet you and formal dining room awaits your dinner parties. The kitchen, perfected to be the heart of the home, offers dining at the center island or built-in table, both with granite countertops. Kitchen seamlessly flows into the family room with its gas FPL. From family room, you can enter the billiard room complete with pool table and accessories. This room can easily be converted into a formal living room. From the kitchen, through sliding glass doors, is the heated sunroom, set up for more entertaining space and overlooks the heated in-ground pool, spa, & patio with views of the private yard. Sun rm. also enjoys a sitting room with gas FPL. Main floor includes a 1/2 bathroom, several coat closets, an office steps away from the kitchen and access to the 3-bay garage. Upstairs boasts the primary suite with double tray ceiling, walk-in closet, ensuite with jacuzzi tub, walk-in shower and double sinks. Down the hall is a 2nd generous bedroom with ensuite, and the 3rd and 4th bedrooms, and a 3rd full bathroom. Laundry room is conveniently located near the bedrooms. Perfect for everyone is the 2nd floor Great Room with its own staircase to the main floor. Enjoy a total of 4673 finished SF and another 1768SF in the LL walk out for fun and play. Nearby walking & hiking trails for outdoor enjoyment

11 Timber Ln, Guilford
$1,550,000
4 Beds ⋅ 4 Baths ⋅ 24172922 MLS
Tucked within a double cul-de-sac in the coveted Woodlands neighborhood, this renovated Colonial offers the perfect blend of luxury and comfort. Imagine morning walks on nearby Eastwoods trails, afternoons spent outdoors, and evenings gathered in a home designed for both everyday living and effortless entertaining. This sunlit home feels refined yet welcoming, with hardwood floors, custom millwork, and thoughtfully designed spaces throughout. The heart of the home is the expansive kitchen; appointed with granite countertops, high-end S.S., and a center island flowing seamlessly into the breakfast area and family room anchored by a stone fireplace. Entertain in the formal dining room, complemented by a butler's pantry featuring custom cabinetry and a built-in DACOR coffee system; perfect for morning routines or hosting guests. A private office, comfortable living room, and mudroom with half bath round out the main level. Upstairs, 4 spacious bedrooms provide room for everyone, including a master suite with a spa-like bath finished in Carrera marble, complete with a soaking tub and walk-in shower. A secondary en-suite bedroom, bonus room, and convenient second-floor laundry. The finished walk-out lower level expands your living space, ideal for recreation, a home gym, or media room. The backyard has been transformed in into a private retreat; fully fenced with open space for play, featuring a newer heated saltwater lap pool, plus a playscape, zip line and swing for endless fun.

7 Timber Ln, Guilford
$1,550,000
4 Beds ⋅ 4 Baths ⋅ 24172526 MLS ⋅ Benton's Knoll BLDG.
Why build new when you can own this incredible home? Located at the doorway to Sachem's Head, this 3,000 sq ft custom-built in 2022 with no expense spared. With 4 bedrooms, 3.5 baths, a first-floor office, an attached two-car garage, and a basement ready to be finished, it checks all the boxes. The dramatic great room has double-height ceilings, a striking wall of windows, and a showpiece gas fireplace, flowing into the Chef's kitchen. Waterfall island, quartz counters, GE Monogram Appliances, and high-end fixtures throughout. Eat at the island, or move into the dining room with a slider to the patio. The 1st floor primary suite boasts a walk-in closet and an en suite bathroom with leathered stone, separate sinks, and a built-in makeup area. At the front of the house, there is a large office with two built-in desks, which could easily be converted into a formal dining room. A playful half bath and a mudroom with laundry finish the 1st floor. Upstairs there are 3 large bedrooms, 2 full baths, and a bonus flex space for a playroom or gym. The basement has 4 windows and is partially framed for additional storage space. The professionally designed backyard has a patio, hot tub, tranquil fountain and beautiful wooded views for nature lovers. The association includes lawn mowing, trash, leaf & snow removal. A quick drive to Guilford town center & highways, and easy access to the shoreline for daily walks, recreation, and coastal views. Luxury living in sought after Sachem's Head!

4 Bentons Knl Unit 2, Guilford
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 24163873 MLS
Experience refined living in this exceptional contemporary Guilford retreat, privately set on over 4 acres at the end of a quiet cul-de-sac. Offering 4,880 sq. ft. of beautifully updated living space, this 4-bedroom, 3.5-bath home seamlessly blends modern comfort, elegance and sleek design with energy efficiency. At the heart of the home is a stunning designer kitchen, featuring a dramatic waterfall island and Bertazzoni appliances-perfectly designed for both everyday living and elevated entertaining. A sun-drenched, open-concept layout showcases expansive windows and skylights, hardwood floors throughout, two wood-burning fireplaces and integrated home technology. Luxury meets sustainability with fully owned Tesla solar panels, a Tesla powerwall backup system and Tesla Level 2 car charger. The property also features both attached and detached garages with the latter offering the potential for a home office, studio, or possible in-law suite-subject to approval by the Guilford Planning & Zoning .The first-floor primary suite, flexible additional space above the garage, and a partially finished walkout lower level exceptional versatility and convenience. Step outside to private and beautifully landscaped, wooded grounds. Enjoy an in-ground saltwater pool complemented by a cabana and a pool house with full bath. Seamless indoor-outdoor lifestyle, allows for both entertaining and quiet relaxation.Minutes from highway and town.

14 Fox Rdg, Guilford
$1,500,000
2 Beds ⋅ 3 Baths ⋅ 24115689 MLS ⋅ 66 High Street BLDG.
The finest GUILFORD DOWNTOWN LIVING possible. This incredible townhouse will take your breath away! This 2800 sq ft end unit is located in the historic mill building at this luxurious complex. Combining modern living with extraordinary architecture and the finest finishes. Spectacular marsh views from every window as well as the oversized private deck. Dramatic 20' ceilings with exposed metal & wood trusses is one of the highlights of the open floor plan. Huge living room. with a gas fireplace blends beautifully into the dining room with a 2nd fireplace. A cooks dream in this stupendous kitchen. Oversized island, loads of cabinets, high end wolf stove, sub zero refrigerator, a wine chiller and a big walk in pantry with custom cabinetry. Both floors offer a private primary suite with custom finished closets, stunning full bath with double sink vanity, soaking tub, heated floors and wonderful windows. For some real drama in living space, walk up the custom ladder to a finished 240 sq ft loft great for sleepovers. Full laundry room & lots of storage. This is the ONLY unit with an attached custom finished, heated 2 car garage(even has an audio system) and custom cabinetry! Phenomenal hardwood floors throughout. Your dream to live 1 block from the Guilford green with wonderful stores & restaurants the train station & so much more is a reality. City water, gas heat. Heated swimming pool, fire pit and a full gym in the complex. DO NOT MISS THIS INCREDIBLE OPPORTUNITY

66 High St Unit 15, Guilford
$1,500,000
5 Beds ⋅ 4 Baths ⋅ 170536855 MLS
Construction of this fabulous contemporary colonial is underway on the last lot available in coveted Orcutt Woods! Beautiful 6+acre lot backs up to the Neck River and affords plenty of space at the end of a private cul-de-sac. Surrounded by luxury homes and still just about 5 miles to both Guilford and Madison town centers! Main level has gorgeous eat-in kitchen with walk-in pantry, expansive L-shaped quartz breakfast bar, office, dining room, and living room with sliders to the patio all with stunning red oak hardwood flooring throughout. Primary bedroom suite on the second floor has two walk-in closets and full bath with corner jacuzzi. Laundry room and four additional bedrooms each with walk-in closets and one with an attached full bath complete this level. Never worry about losing power with a whole house automatic generator and enjoy convenient charging port for plug-in vehicles in the 3-car garage. Option to add an in-ground pool. Plenty of opportunities to customize this special home!

13 White Pine Ln, Guilford
$1,500,000
4 Beds ⋅ 3 Baths ⋅ 24125787 MLS
At the heart of seaside living lies the perfect relationship between home and water...this Guilford residence achieves that beautifully. As part of the exclusive Sachems's Head Assoc, residents enjoy access to boating, swimming, tennis, dock -facilities that bring this waterfront community together. This meticulous maintained & thoughtfully renovated home offers South Bay vistas from the rear & LIS views from the front, creating year round visual delight. Inviting living room w/fireplace flows seamlessly into the dining area - perfect for entertaining. Gourmet kitchen has sea blue center island complemented by crisp white cabinetry, Sub-zero refrigerator, Bosch appliances & U-Line wine Fridge. Family room, with 2nd fireplace, features a wall of glass doors that frame the private rear yard w/ convenient 1/2 bath nearby. 4th bedroom/office study space is found above the garage, accessed via charming breezeway w/a wall of windows showcasing spectacular water vistas. The generous rear deck and lush, private yard provide the perfect setting for warm weather gatherings, where gentle breezes and South Bay views create an atmosphere of pure tranquility. So many upgrades - hard to list them all! Brand new 4 bdrm septic, newer Marvin Windows, newer boiler, newer siding and trim, newer kitchen counter tops & appliances & so much more! This residence offers more than a home- it provides a coveted water area lifestyle that will be treasured by those fortunate enough to call their own.

65 Prospect Ave, Guilford
$1,500,000
3 Beds ⋅ 2 Baths ⋅ 170623502 MLS
FABULOUS MUST SEE HOME! This home features an amazing open floor plan and soaring ceilings with exquisite tongue and groove detail. The chef's kitchen is highlighted by high-end appliances, granite countertops, breakfast bar, center island with cherry countertop, a separate prep sink, wine cooler, 6 burner gas range, heated hardwood flooring & flush mounted ceiling speakers. The connecting dining area with heated hardwood flooring looks out to the park and opens to the pool area. The living room has a beautiful floor to ceiling brick fireplace. There are three bedrooms including a private primary suite with private deck, loft area and a generous en-suite bath with spacious steam shower, concrete double sinks and heated flooring. There are so many inviting indoor and outdoor spaces and long Island Sound water views from many rooms. The second level family room offers panoramic salt marsh views with an abundance of wildlife such as eagles, osprey or snowy egrets and leads to a floored rooftop deck.The West facing back yard is private and resort-like and opens to an expansive Trex deck with a pool and cabana. This is a wonderful place to enjoy serene salt marsh views and breathtaking sunsets. Nearby there is an outdoor shower and large stone fire-pit. There are two sandy beaches in the neighborhood. Enjoy the best of what Guilford has to offer!

99 Seaside Ave, Guilford
$1,500,000
4 Beds ⋅ 6 Baths ⋅ 24093363 MLS
Don't let the lack of interior photos scare you, photos will be on next week. Nestled at the end of a quiet, private cul-de-sac, this meticulously maintained residence offers refined living in one of the area's most desirable locations. This exceptional home combines timeless elegance with everyday comfort. From the moment you step inside, you'll be greeted by soaring ceilings, gleaming hardwood floors, and exquisite crown molding throughout-testament to the home's impeccable craftsmanship. The gracious formal dining room sets the stage for unforgettable entertaining, while the private den provides a peaceful escape perfect for work or relaxation. The heart of the home is its expansive layout, thoughtfully designed to blend sophistication and functionality. Enjoy seamless indoor-outdoor living with a beautifully landscaped, level backyard ideal for gatherings, play, or simply relaxing in a serene setting. Every inch of this home reflects pride of ownership and attention to detail. It offers unmatched convenience without compromising privacy. This is more than a home-it's a lifestyle.

45 Edwin Ct, Guilford
$1,495,000
4 Beds ⋅ 4 Baths ⋅ 24150399 MLS
"The Riverview House" was designed and built in 2006 by Architect Peter Woerner, with meticulous attention to detail and the finest materials and finish throughout. Carefully sited on a fabulous 1.52 acre lot located on the upper reaches of the East River there is beautiful landscaping and privacy. The home has open and dramatic interior spaces with walls of glass that bring the serene beauty of this amazing location into the living areas. There are custom cherry cabinets, high end appliances, three marble full baths and one half bath, and finished space on the lower level is pre-wired for media room, and three fireplaces, are examples of the quality evident in every aspect of the design and execution. The four bedrooms include the primary suite which is private and serene with two walk-in closets, and large luxurious primary bath with bubble tub and separate tiled shower. Three-car attached garage has upgraded power for future EV ports. A custom potting shed, barn and woodshed are on the property. Close to the Guilford Green, shopping, and easy access to Rt. I95, this unique and very special home is the perfect balance of open design, quality materials, and a stunning setting of natural wonders on the East River. For a person who is looking for a quality, custom, home sited on a stunning lot this property checks all the boxes.

25 Sullivan Dr, Guilford
$1,495,000
3 Beds ⋅ 4 Baths ⋅ 24100997 MLS
The most INCREDIBLE modern home you've ever laid eyes on.This architectural masterpiece on over 4 acres of absolute privacy. Designed with meticulous attention to detail, this contemporary retreat showcases live sawn random-width wood floors & custom doors throughout. The dramatic 25-foot wood ceiling in the great room soars above Anderson walls of glass, seamlessly blending indoor luxury with the surrounding landscape. Relax by the fireplace or step out onto your expansive concrete deck.The heart of the home is a stunning high-end kitchen featuring leathered quartzite countertops, a massive island, an oversized stainless farm sink,& top-of-the-line appliances. A glass-door pantry doubles as a stylish coffee bar. The private home office offers sleek finishes and loads of natural sunlight. Floating bookshelves in the library greet you on the upper level. The primary suite is a true sanctuary with dual walk-in closets, a spa-like bathroom boasting a soaking quartz tub, rain shower, & a custom walnut vanity. 2 additional bedrooms & a luxurious full bath complete the upper level. Finished walk-out LL features polished concrete floors, a spacious family room, gym or flex space, & an additional bath. Home is sustainably powered by solar with a backup battery pack that functions like a generator & propane heat if needed. This home offers state-of-the-art efficiency and off-grid capability.For those seeking unparalleled craftsmanship and complete seclusion-this is the ultimate escape

5 Rockland Rd, Guilford
$1,476,000
4 Beds ⋅ 4 Baths ⋅ 24007584 MLS
Masterfully crafted NEW CONSTRUCTION meticulously designed with unparalleled attention to detail & exquisite finishes.Nestled on a level acre lot, this home embodies luxury living while offering the utmost in comfort & convenience. Boasting a contemporary yet timeless aesthetic, this is a testament to refined craftsmanship and thoughtful design.Greeted by a grand front porch with custom details & ample space for a classic porch swing, creating an inviting ambiance perfect for relaxation. Be captivated by the open floor plan that seamlessly blends functionality with sophistication. The heart of the home lies in the stunning kitchen, where culinary enthusiasts will delight in the top-of-the-line appliances, premium cabinetry, and expansive center island, which serves as a focal point for gatherings.The kitchen effortlessly transitions into the spacious living area, illuminated by an abundance of natural light pouring in through large windows. A perfectly placed gas fireplace and French doors lead to the oversized deck, featuring custom metal & cable rails, extends the living space outdoors, providing an ideal setting for al fresco dining or enjoying panoramic views of the surrounding natural beauty.Also a wonderful size dining room for entertainment & a beautiful home office with a glass barn door. Conveniently located on the first floor, the primary suite offers a luxurious retreat complete with a spa-inspired bath & generous walk-in closet.

195 Tanner Marsh Rd, Guilford
$1,475,000
2 Beds ⋅ 3 Baths ⋅ 24080171 MLS
13 Waterside Drive, Guilford, CT - A Coastal Gem on Joshua's Cove! Experience the best of waterfront living at this newly renovated coastal retreat, perfectly positioned on one of Guilford's most stunning sandy beaches. Nestled on the shores of picturesque Joshua's Cove, this 2-bedroom, 2-bathroom home-with an additional full outdoor bathroom- offers breathtaking views, a private beach, and access to some of the finest shell-fishing in the country. The bright, open-concept layout features a fully updated kitchen with newer appliances and cabinetry, effortlessly flowing into a sunlit living room with panoramic water views and a gorgeous gas fireplace. The spacious primary suite boasts a private ensuite bath, while the second bedroom offers comfort for guests or family. Step outside and you'll find an entertainer's dream: a private patio with dining area, ambient gas tiki torches, and a comfortable seating space for enjoying Guilford's legendary sunsets. The custom grilling station-with built-in refrigerator and sink-makes outdoor gatherings effortless and a full outdoor bathroom adds convenience after a day on the beach. Live every day like you're on vacation in this one-of-a-kind waterfront escape. Whether you're soaking in the views, relaxing on your private beach, or indulging in fresh shellfish straight from the cove-there truly is no place like it.

13 Waterside Dr, Guilford
$1,460,000
4 Beds ⋅ 4 Baths ⋅ 24067142 MLS
Welcome to the sought-after Indian Cove Beach community, where tranquility and coastal living come together seamlessly. This inviting home sits 80' above Long Island Sound and offers 4 bedrooms, 3 1/2 baths, with sweeping views of the water and surrounding coastline. Step inside via a covered front porch to find a welcoming open-concept design living room with gas stove, creating the perfect spot for cozy gatherings. The dining area off the living room flows into the light-filled family room and kitchen. The lower level showcases hardwood floors and wood paneled ceiling - every detail enhances the home's charm. A bedroom w/access to a full bath w/shower, den/office and half bath complete the main floor. Upstairs, the master bedroom offers walk-in closets and an updated en-suite bath, including heated flooring and steam shower. Sitting room/home office and upper balcony deck with expansive views of water and sky complete the primary suite. Two additional bedrooms, another full bath, and a convenient laundry room are also on this level. Enjoy outdoor living spaces, beginning with a deck off the kitchen and leading to the expansive lawn and gardens of this hill top corner lot. Recent renovations include: New Roof, Generac generator, On demand water heater, New 2nd floor HVAC system, Anderson windows/doors and an updated kitchen. Additionally, there is a 2 car garage with bonus room. For the boater - moor your boat within site and access via the private community deep water dock.

81 Spencer Ave, Guilford
$1,450,000
5 Beds ⋅ 5 Baths ⋅ 24020657 MLS
Experience the epitome of elegance in this stunning colonial home, where a light-filled, open floor plan awaits to enchant you. As you step into the grand foyer, you are led into a spacious eat-in kitchen, a chef's delight, featuring quartz countertops, top-of-the-line Viking appliances, and a wine cooler. The kitchen's French doors, adorned with a transom light, open to an expansive deck, perfect for al fresco dining and entertainment. The family room is a masterpiece of comfort with its soaring vaulted ceilings, custom built-ins, and a majestic stone fireplace, creating an inviting ambiance. Additional French doors provide seamless indoor-outdoor living. Formal occasions are well-served in the elegant living and dining rooms, while the mudroom offers custom-built cubbies, adding convenience just off the three-car attached garage. Ascend to the second floor where the primary bedroom suite is a sanctuary of luxury, complete with a trey ceiling, a custom-organized walk-in closet, and a master bath featuring a steam shower and a freestanding soaking tub. Four additional sizable bedrooms and a 2nd backstair way, lead to a bonus room, with quality built-ins, offering a flexible space for relaxation or hobbies. The home's dedication to quality is evident in the fully remodeled bathrooms, boasting high-end finishes completed in 2021. Custom wood plantation shutters, shadow molding, and exquisite millwork throughout the home reflect the meticulous attention to detail.

7 Caleb Ct, Guilford

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