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$1,442,525
4 Beds 4 Baths 24109232 MLS
A Rare Opportunity on Lake Quonnipaug Experience waterfront living at its finest with this architecturally remodeled masterpiece, featuring a private dock and direct access to Guilford's most coveted destination-Lake Quonnipaug, also known as the trophy trout pond. This four-bedroom, 3.5-bath home seamlessly blends refined interiors with elegant outdoor spaces, creating the perfect setting for both relaxation and adventure. Step into a stunning contemporary kitchen appointed with a galley kitchen, Sub-Zero refrigerator, Wolf range, twin Gaggenau ovens, dual Asko dishwashers, and striking Chelmsford granite countertops. The architecturally designed layout flows gracefully from the kitchen to a fireplace-warmed dining area, then to an inviting living room framed by two additional fireplaces and sweeping water views. The primary suite offers serene lake vistas, a custom walk-in closet crafted from exotic Anigre wood, and a spa-like bathroom with modern fixtures. The lower level features a possible guest bedroom/office with a full bath and direct walkout lake access, plus generous storage space and a pantry room. Outdoors, enjoy a cantilevered concrete deck overlooking the hillside and lake, a two-car garage with a back storage room, a whole-house generator, and a charming fountain. Your private dock invites you to fish, relax, or launch paddleboards, kayaks, and more-making this property a true haven for waterfront living.

448 Lake Dr, Guilford

$1,410,000
5 Beds 5 Baths 24166121 MLS
Absolutely stunning 5+ bedroom light-filled home offers the perfect blend of elegance & modern updates. A dramatic 2-story foyer with a striking contemporary fixture sets the tone. The living room with glass French doors offers flexibility as a first-floor office. The oversized family room features a soaring ceiling, custom built-ins & stone fireplace, flowing seamlessly into the remodeled kitchen showcasing quartz countertops, Viking appliances, wine cooler & new lighting. Step out to the expansive deck with pergola, perfect for entertaining. A formal dining room with exquisite millwork & spacious mudroom off the 3-car garage complete the main level. Two staircases lead to five generously sized bedrooms, beautifully updated baths & a stunning bonus room with custom built-ins. The luxurious primary suite features custom walk-in cabinetry & a fully remodeled bath with soaking tub & steam shower. The finished walk-out lower level adds 1,200 sq ft including a gym, office & playroom with rock-climbing wall & ninja circuit, plus a bedroom & full bath - ideal for guests or in-law living. Privately set on nearly 2 acres at the end of a quiet cul-de-sac, offering rare seclusion & tranquility with no through traffic - your own private retreat, yet minutes to everything Guilford has to offer.

7 Caleb Ct, Guilford

$1,405,000
2 Beds 2 Baths 24105811 MLS The Residences At 66 High Street BLDG.
Spectacular Marsh Views and Refined Living at 66 High Street - Guilford, CT! Perfectly positioned on the first floor of the Leete Building, Step into unit 31, a thoughtfully designed open floor plan that blends historic charm with contemporary style. To the right of the welcoming hallway, the chef's kitchen is outfitted with premium stainless-steel appliances-including a Wolf gas range, Sub-Zero refrigerator, granite countertops, a center island, and custom cabinetry. A tall wine cooler and wet bar with leathered soapstone countertops complete the entertainer's dream space. The kitchen flows seamlessly into the dining area and living room, where built-in shelving flanks a cozy gas fireplace. French doors open to a semi-circular balcony offering yr-round, panoramic views of marshland and shoreline. The spacious primary suite also overlooks the scenic views and features a large walk-in closet and luxurious en-suite bath with double vanities, walk-in shower, and radiant heated floors. The second bedroom is adjacent to the second full bath. Add'tl highlights include a private home office, an oversized laundry rm, and southwest-facing windows that bathe the space in natural light. Enjoy direct access to the pool, fitness center, dog park and beautifully landscaped grounds-all just a short stroll from the historic town green, restaurants, train station, and beach. Discover why The Residences at 66 High Street have become the gold standard in luxury shoreline living.

66 High St Unit 31, Guilford

$1,400,500
4 Beds 6 Baths 24003564 MLS
An enchanting direct waterfront retreat awaits, offering a casual open floor plan complemented by, hardwood floors, high ceilings and an inviting neutral palette. A magnificent wall of glass bathes the expansive kitchen and family room in natural light, providing panoramic 180-degree view lake views, from most rooms, and the secluded paradise beyond. A light-filled Chef's kitchen features a center island with a double sink, Carrera marble tops, custom built-in cabinetry with convenient pullout drawers and higher end appliances, including a Miele 6-burner gas cook-top. Both the dining and living rooms offer crown molding and transom windows, while the living room provides a cozy gas fireplace for those colder winter months. Step from the kitchen and family room through sliding glass doors onto the screened-in porch, which offers teak flooring, high ceilings with skylights and a ceiling fan. Built-in infrared heaters help you stay cozy during autumn evenings. Multiple sliders provide access to the expansive deck overlooking the lake, enhancing the allure of indoor-outdoor living. Four bedrooms are found on the second level, including the spacious master with fabulous lake views. The upper level offers an additional 425 SF of finished space, with high ceilings & skylights, and a large cedar closet, while the lower level walk-out offers 845 SF of flex space, plus a relaxing sauna and a full bath with a huge walk-in shower; ideal for a recreation room, gym, art or yoga studio.

953 Hoop Pole Rd, Guilford

$1,400,000
5 Beds 5 Baths 170597661 MLS
Luxury living like you never imagined in this breathtaking contemporary masterpiece. Nestled on a sprawling 4 acres, this home boasts the most incredible architectural details throughout. The curved wall entry sets the tone for the drama that awaits. Living Room with soaring ceilings, stunning fireplace & outstanding wall of built-ins, blends beautifully into the custom kitchen. The kit. Is a stunning culinary dream designed w/ entertaining in mind. Built-in bar, 2 Sub zeros, double ovens, pantry, & HUGE island. A spacious dining area w/ fireplace. Additional formal Dining Room that opens to a magnificent all glass solarium providing breathtaking views of the seasons. Family room has a dramatic floor to ceiling fireplace & plenty of room for everyone. A new ? bath & study for those who work from home or a 5th bedroom. 2 staircases lead to the 2nd floor where you will find a wing w/ 2 big BR’s, full bath, a sitting room with built-ins & a loft perfect as a quiet homework spot. Primary suite redefines opulence. Handsome bath, huge custom closet & a dressing room right out of a magazine. Just down the hall there is a 4th BR & full bath. Walk out lower level finished as an inlaw suite with updated full bath. Newer roof, central air, generator, high end zoned hydro air. 3 car garage opens to new big builtin mud room/laundry room. Seamless entertaining from inside to the stone patios, sprawling yard & a beautiful fenced in pool. A light filled beauty minutes to the Guilford green.

1701 Moose Hill Rd, Guilford

$1,400,000
2 Beds 2 Baths 170614856 MLS The Residences At 66 High Street BLDG.
One of our last few marsh front units left. 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 46, Guilford

$1,385,000
5 Beds 6 Baths 24006027 MLS
Nestled amidst a neighborhood renowned for its exquisite properties, this immaculate Nantucket Cape offers 5 bedrooms and 5.1 baths, embodying the epitome of luxurious living. Meticulously cared for by its owner, the home boasts a first-floor primary bedroom suite, complete with a lavish bath featuring an oversized shower, jetted spa tub, and a sprawling walk-in closet. The kitchen, equipped with granite countertops and high-end stainless steel appliances including Viking and Subzero, is a culinary haven. Opening to a grand two-story great room adorned with a stone gas fireplace and flanked by French doors leading to an expansive wrap-around deck, the home exudes sophistication. Throughout the main and upper levels, intricate hardwood inlay floors add to the allure. Upstairs, a generously sized bonus room, sitting area, three bedrooms, two full baths, and a balcony overlooking the great room provide additional comfort. Notable highlights include detailed millwork, columns, Palladian and transom windows, crown moldings, and wainscoting. The lower level adds 1,200 sq ft of finished living space, featuring a family room with fireplace, full bath, and den, with walkout French doors and expansive windows. Situated on a cul-de-sac in the Woodlands subdivision with hiking trails, the property boasts front and rear covered porches, on demand generator, irrigation system, security system, and central vac, ensuring unparalleled convenience and comfort. This one is not to be missed!

20 Leatherman Rd, Guilford

$1,385,000
4 Beds 5 Baths 24115235 MLS
A rare opportunity to own this beautiful newly renovated Colonial set on 5.26 acres in one of Guilford's most sought-after locations-just minutes to Jacobs beach, Madison Country Club & the vibrant centers of both towns. This 4-bedroom, 3 full + 2 half bath home offers over 4178 sf of living space (plus 1174sf finished lower level with fireplace & wine cellar) designed for comfort, style and family living. The property features an in-ground Gunite saltwater pool, expansive wraparound porches & multiple outdoor entertaining areas perfect for summer gatherings and year-round enjoyment. Step inside to find * A brand-new gourmet chef's kitchen with premium finishes, oversized island, Sub-zero refrigerator & top of the line appliances, seamless flow into a cozy family room with stone fireplace. * A light-filled front-to-back great room with a charming rotunda breakfast nook overlooking the pool. * Formal living and dining rooms filled with natural light. * Double-sided fireplace connecting the family room & private study. Upstairs, the primary suite is a true retreat, complete with a spa-inspired bath, soaking tub, oversized rain shower with 6 jets. Three additional bedrooms, including a private en-suite, offer the perfect setup for guests, or multi-generational living. The open, airy design and expansive windows create an inviting atmosphere where every room feels connected, making this exceptional home ideal for both everyday family life and memorable entertaining; Move-in read

231 Nortontown Rd, Guilford

$1,375,000
2 Beds 2 Baths 170608856 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 45, Guilford

$1,360,000
4 Beds 4 Baths 24079946 MLS
Welcome to 2 Timber Lane-a home where every detail has been carefully considered to exceed your expectations. Nestled in Guilford's sought-after Woodlands enclave, this impeccably maintained 4/5-bedroom Colonial strikes the perfect balance between everyday comfort and timeless elegance. Whether you're seeking a full-time residence or a serene weekend retreat, you'll find it here-minutes from the town center, restaurants, shops, and top-rated schools. Sunlight pours through an open, versatile floor plan, designed for both lively gatherings and quiet moments. The first-floor primary suite offers privacy and ease, while a dedicated home office allows for seamless remote work. Over the garage, a separate bonus suite-with private entrance-presents endless possibilities: in-law accommodations, au pair quarters, or a second office. Extensive recent upgrades include a new roof and gutters, top-tier appliance package, Velux skylights, fresh interior and exterior paint, whole-home generator, and more (full list available). Set against peaceful, wooded surroundings, 2 Timber Lane is not just a house-it's an invitation to enjoy the best of Guilford living.

2 Timber Ln, Guilford

$1,350,000
5 Beds 3 Baths 24138037 MLS
Built in 1770, this gracious house has been a prominent presence on Fair Street since it was first built and occupied by Noah Hodgkin. The house was grand when it was built, and remains so 255 years later. Structural evidence indicates that the builders were fine craftsmen, and that the two ells were added in 1860 (north ell) and 1875 (south ell). Recent restoration projects completed by the late owner include bathrooms and kitchen remodeled using local antique wood, some of which came from the floor of a neighboring barn. With four bedrooms and three baths, the house can easily accommodate family and guests. The flow of the entrance, parlor, keeping room and library is anchored by three magnificent fireplaces -- emphasizing the presence of the colossal central chimney stack. The house is set in almost a half acre of carefully designed and maintained gardens. A roomy terrace and graceful pergola adjacent to the kitchen ell make a perfect setting for surveying the gardens, and for outdoor dining. 52 Fair Street is a rare offering on one of downtown Guilford's most historic blocks, and is in the Guilford Town Center Historic District.

52 Fair St, Guilford

$1,350,000
4 Beds 4 Baths 24125184 MLS
Multiple Offers Received!! Offer Deadline Sunday at 3:00! This charming, impeccably renovated Mordecai-built Cape in the Guilford Lakes district offers 4 beds and 3.1 baths, including the rare luxury of two primary suites-one on the main level and one upstairs-each with beautifully updated bathrooms. Two more generously sized bedrooms and a third renovated bath complete the second floor. The home underwent a major renovation in 2018, featuring a stunning Covenant kitchen with an oversized quartz island, double wall ovens, propane cooktop with four burners plus griddle, and custom lighting designed for both beauty and function. A cozy three-season porch with double antique wood doors extends the living space and overlooks the picturesque yard dotted with natural outcroppings and beautiful plantings. The finished walkout basement (new carpet in 2023) offers even more living space, complete with custom built-in bookcases-ideal for a media room, home office, or library. Outdoor living shines with a new Trex deck and remote-control awning perfect for enjoying the breathtaking sunsets. A charming shed with cupola, basketball hoop, and lush landscaping make this home a true delight for garden enthusiasts. Modern comfort is assured with all-new HVAC (2018). Located in a welcoming neighborhood, this home blends timeless craftsmanship with thoughtful updates, offering both style and convenience in one of Guilford's most sought-after communities. Request the full list of updat

455 White Birch Dr, Guilford

$1,300,000
3 Beds 4 Baths 24090797 MLS
Welcome to 61 Cherry Street, a stunning custom-built and designed residence nestled just moments from the historic Guilford Green and vibrant town center and overlooking Mill Pond. This sophisticated home offers the perfect blend of timeless elegance and modern amenities, set on a beautifully landscaped lot complete with a serene koi pond, fenced-in yard, and an impressive outdoor kitchen-perfect for entertaining in style. Inside, you'll find 3 spacious bedrooms, including a luxurious first-floor primary suite designed for comfort and privacy a second floor guest suite complete with Japanese soaking tub. The heart of the home is a chef's dream: a gourmet kitchen outfitted with top-of-the-line Bosch appliances, granite countertops, and custom built-ins that add both charm and functionality. Gather around the cozy wood-burning fireplace that warms both the primary suite, and the living room. Settle in the 2nd floor bonus family room/ office complete with gas fireplace. Enjoy the ambiance of the great outdoors on the deck overlooking Mill Pond, or on a beautiful stone patio where outdoor living is elevated with a private hot tub under the stars, ideal for relaxation and gatherings. Eco-conscious buyers will appreciate the solar panels installed on the roof, offering energy efficiency without sacrificing luxury. Experience the best of shoreline living with easy access to shops, restaurants, and the historic Guilford Green-all just a short stroll away.

61 Cherry St, Guilford

$1,300,000
4 Beds 3 Baths 24051404 MLS
This stunning circa 1835 home is a true gem in the heart of Guilford. Just over a block from the charming Guilford green, this meticulously updated and maintained home offers 2130 square feet of heated and air-conditioned space in the house and another 1100 square feet of beautifully finished and heated/air conditioned space in the barn. With 4 bedrooms and 3 baths, this home is perfect for those seeking a mix of historic charm & modern amenities. There is an option for one floor living with a full bath and bedroom on the main level. The primary bedroom on the upper level features a vaulted ceiling and an updated bathroom, creating a luxurious retreat within the home. One of the property's highlights is the 2-car post-and-beam barn. Built in 2022, it features a large workshop in the rear and a bonus room above. Another highlight is a small sunroom, currently being used as an office, overlooking the back yard. Enjoy the outdoors from the side stone patio reconstructed in 2022 with a pergola or the large open back porch which overlooks a flat, private, professionally landscaped back yard that's ideal for yard sports. It also features a fire pit for enjoying cool summer & autumn nights outdoors. This home offers the convenience of natural gas, public water, & a whole house generator, ensuring comfort and peace of mind. Storage space? There's plenty in either a large basement or easily accessed attic. HIGHEST AND BEST DEADLINE MONDAY JAN 6TH AT 5PM.

93 Water St, Guilford

$1,300,000
3 Beds 3 Baths 24021805 MLS
IF YOU ARE SEEKING THAT ONE OF A KIND WATER FOCUSED PROPERTY TO MAKE YOUR OWN, LOOK NO FURTHER. This 3 bedroom, 2.5 bath, open concept home offers unparalleled views of Long Island Sound. Situated a stone's throw from the Sachem's Head Yacht Club, in the heart of the waterfocused neighborhood of Sachem's Head, this 1954 built home with a renovated Kitchen and newer roof (2021) is loaded with charm - the magical Living Room, with vaulted wood accent ceiling, working wood burning fireplace, is the perfect place to entertain, read, relax, but most of all, enjoy the view. Two additional bedrooms provide space for family or guests, the Dining Room, with stone floor, is the perfect combination of beauty and charm. Located in the "corner" of the Circle, the .53 acres is fenced in with a large, private backyard. There is a detached 2 car garage with an unfinished 2nd floor. THIS WON'T LAST LONG.

30 Chimney Corner Cir, Guilford

$1,300,000
5 Beds 5 Baths 24009869 MLS
Nestled within Guilford's premier subdivision, The Woodlands, this expansive 5,100+ SF colonial epitomizes luxury living. A two-story foyer welcomes you, flanked by a sophisticated living room boasting floor-to-ceiling bookcases, and an elegant formal dining room. The open-concept floor plan seamlessly flows into a sitting/dining area with a custom-built dry bar w/mini-fridge. The updated Chef's kitchen is a culinary haven, featuring high-end appliances, large center island, quartz countertops, and a built-in pantry with convenient pull-out drawers. Transition effortlessly to the family room, featuring coffered ceiling and a cozy gas fireplace, with sliders leading to an expansive deck for seamless indoor-outdoor entertaining; perfect for hosting large gatherings. Dedicated office for those working remotely, mudroom with custom cubbies and 2 half baths on the main floor. Upstairs, 5 bedrooms await, including the master suite boasting a tray ceiling with a fan, a walk-in closet, and a remodeled bath accessed via a stylish barn door, showcasing a walk-in shower and a soaking tub. A second en-suite bedroom with a shower. The laundry is conveniently located on this level. The upper level offers a spacious bonus/recreation room offering 610 SF of finished space. Outside, professionally landscaped grounds frame the property, with a large level backyard providing ample space for summertime activities & outdoor play. Additional features include a 3-car garage, A/C and generator.

144 Tulip Tree Dr, Guilford

$1,300,000
2 Beds 2 Baths 170564571 MLS 66 High Street BLDG.
“The spectacular views are why we live here.” That just begins to describe this beautiful condominium at The Residences at 66 High Street. The entire 2-bedroom, 2-bath home defines spectacular. Ideally located on the first floor of the Leete Building, the unit’s open floor plan is thoughtfully designed to combine contemporary amenities with historic charm. To the right of the airy hallway, the kitchen features high-end stainless appliances, including a Wolf gas range with double ovens and hood, Sub-Zero refrigerator, granite countertops, custom cabinetry, and center island. The tall wine cooler stands alongside a wet bar, accented by leathered soapstone countertops. This leads back to the dining area and living room, with built-in shelving on either side of a gas fireplace. French doors open onto the semi-circular balcony overlooking Guilford’s lush marshland and picturesque shoreline — the essence of spectacular views, year-round. The spacious primary bedroom, which offers a different perspective on the area’s natural panorama, has a large walk-in closet and opulent bath with double sinks, walk-in shower, and heated floors. The second bedroom (currently a den) is adjacent to the other full bath. There is also a private home office and ample-size laundry room. This unit, facing south and west, has convenient access to the building’s pool and fitness center. Close to Guilford’s lively town green, restaurants, shops, and beach, The Residences epitomizes luxury living.

66 High St Unit 31, Guilford

$1,300,000
6 Beds 2 Baths 24055369 MLS
Built in 1924 with expansive water views, this sprawling Bungalow was a perfect gathering place. For many summers the families would gather to play in the water of Long Island Sound by day and romp on the expansive yard far into the evening. When the day was finally done, all would tumble into bed - happy and exhausted. The yard is broad and perfect for games. The Sycamore, planted as a sapling is now a mighty shade tree. The house still has 6 bedrooms and the original fireplace; the porch has been enclosed. The views from the East side of the home have remained remarkable over the years. It is rare to find a water view parcel of 1.44 acres in the Indian Cove Association with beach and dock rights. The house asserts itself as a positive element. This property will remain very special no matter what changes the new owners choose to make.

185 West Ln, Guilford

$1,299,900
3 Beds 4 Baths 24051594 MLS
Rare opportunity to purchase a beautiful and unique custom post and beam home on a very private lot, located in-town, within walking distance of the historic Guilford Town Green, shops, and dining. Come down the driveway and you are transported to a country retreat but still have all the convenience of living in town. The front porch provides a comfortable place to sit and socialize. The floating cantilevered back deck is a perfect place to barbeque or just watch the sun set behind your private pond. The interior is a perfect combination of dramatic spaces and comfortable spaces with 1st floor living. Showings, by appointment only, to pre-qualified buyers. The fully fenced property features a front porch, a back deck with a retractable awning, mature gardens, patios, custom hardscaping, a custom shed for the 24KW whole-house automatic back-up generator, a garden shed, and tool shed. The first floor features custom finishes, an open floor plan for kitchen, dining, living, a custom fireplace, a spectacular 29 foot ceiling over the living area, and a wall of windows, with remotely operated blinds on the upper windows, offering a water view of the private pond. Off to one side of the open living area are a half bath and separate laundry room featuring a dog washing station. The laundry room is conveniently located just off the entrance foyer and garage entry. Off the other side of the open living area is the primary suite, which has a large walk-in closet with California Clos

190 State St, Guilford

$1,290,000
4 Beds 4 Baths 24072319 MLS
OFFERS DUE 3/2/25 at 9 pm. First time on the market. This handsome home, in the desirable Landons Way neighborhood, is both stately and comfortable. Enter into the height and light of a welcoming foyer. Stunning,fully renovated, kitchen. Marble countertops and island, custom cabinetry. Sub-Zero, Wolf cooktop, oven and speed oven. Kitchen opened to the dining room. Also open to a cozy, bright family room, featuring tall windows flanking a wood burning fireplace with insert. The living room provides more private space. A 3-car garage leads to a mudroom with built-ins. The large laundry room had also served as an office. Upstairs, the spectacular, newly renovated, primary bedroom suite - hardwood floors, a tray ceiling, new lighting, a fireplace. Renovations to the bathroom include heated marble floors, marble countertops, a pedestal soaking tub, walk-in closet with heated floors. Attached to the primary is a bonus room which has served as a nursery, den, and private office space. 3 other light, bright bedrooms and an updated bath complete this floor. The finished lower level with full bath has room for multiple uses- playroom, gym, guest space. Enjoy privacy in the back yard. A spacious bluestone patio and deep back yard for entertaining, gardening, and play. Solar panels (owned) result in nominal electric bills. Generator w/ hook up included. Just 4 miles from the Guilford green, less than 2 to Shell Beach. Abuts Land Trust acreage, Westwoods trail head nearby. Easy access to

114 Landons Way, Guilford

$1,275,000
2 Beds 2 Baths 24166307 MLS The Residences At 66 High Street BLDG.
The Residences at 66 High Street provide a unique offering. An enclave of luxury condominiums. A private, peaceful setting overlooking the salt marsh and Long Island Sound, yet just a few blocks from the picturesque Guilford Green, the town center, and all the activity it has to offer. This immaculate first floor single level unit is in the Chittenden Building, finished in 2023. Light streams in. Striking spaces, soaring windows, high ceilings, and fine details, moldings, and trim. The open floor plan connects the living/dining/kitchen areas. A gas fireplace provides a focal point at one end, the clean design of the kitchen space at the other. French doors open to a covered patio. Two spacious bedrooms and a dedicated office space. The primary suite features a large walk-in closet and bathroom with an oversized, glass doored, shower. Amenities include underground parking, an inground pool, a fitness room, and a dog park. From 66 High, just a few minutes from shopping, restaurants, the town beach, the train station, and commuting routes. And Guilford is a few hours from Boston and New York City.

66 High St Unit 47, Guilford

$1,260,000
3 Beds 3 Baths 24010741 MLS
Phenomenal contemporary known as "The see through house" is more than a home, it's a living masterpiece. Crafted with an artful fusion of glass & handcrafted wood, every inch of this multi-level marvel is seamlessly integrated with natural landscape & captivating views of Long Island Sound.A glass bridge leads to an open floor plan with wooden beams, soaring ceilings & loads of natural light. Huge sunken great room with built ins & a wall of windows.The heart of the home lies in its kitchen with a 2 story atrium, birch cabinets,7' butcher block island & high end appl. The adjacent dining room has an oversized picture window, offering uninterrupted views of LI Sound & meticulously landscaped gardens. The main floor exits to a new oversized Thermory ash deck to host incredible parties,bird watching, or take in the jaw dropping sunrise/sunsets.The 2nd level bathed in sunlight has a reading/TV loft & full bth.The 3rd & 4th level feature amazing bedrooms with endless water views including a dramatic primary suite with an oak barrel ceiling, teak floors & spa tub. Ascend a few steps from a rooftop deck to behold a studio/office space that defies gravity, seemingly floating above the peaceful gardens below, an architectural marvel in its own right. Words fail to capture this extraordinary home which combines a shoreline lifestyle with natural surroundings & stunning architecture. You must experience it firsthand.Newer boiler,roofs & HW.Min to Guilford center.Association beach rights

50 High Ridge Rd, Guilford

$1,250,000
4 Beds 5 Baths 24158733 MLS
Custom-Built Mediterranean Estate | Privately sited on 1.84 acres in the highly sought-after Woodlands subdivision, this stunning Country French-inspired residence combines timeless craftsmanship with architectural elegance. A grand two-story foyer with marble flooring and a sweeping spiral staircase sets the tone for the sophisticated interiors. Lovely millwork and custom built-ins are showcased throughout. The kitchen is a chef's dream, featuring a breakfast area with fireplace, double ovens, Viking gas range, Sub-Zero refrigerator, wine chiller, and a butler's pantry for effortless entertaining. The home offers 5 en-suite bedrooms, including a master suite with fireplace and a walk-in closet with center island. Two ensuite bedrooms will have brand new bathrooms. Enjoy game nights in the handsome Billiard Room and Pub with rich wood paneling, coffered ceiling, and custom bar. The family room with cathedral ceilings overlooks the professionally landscaped grounds; complete with an in-ground Gunite pool, outdoor kitchen with fireplace, fire pit, and two gazebos. Additional highlights include a third-floor guest or in-law suite, remote control awnings, NEW roof, and a huge unfinished basement with cedar closet. Ideally located just minutes from the town beach, Green, shopping, dining, golf and major routes.

65 Ironwood Rd, Guilford

$1,250,000
4 Beds 4 Baths 24060613 MLS
Welcome to your private oasis nestled at the end of a serene cul-de-sac. This exceptional property spans 4.92 acres, offering unparalleled tranquility and lush natural surroundings. From the moment you arrive, you'll be captivated by the traditional architecture that seamlessly blends with the warm contemporary aesthetic found within. Step inside to discover the highest quality construction and exquisite finishes throughout. The expansive kitchen is a culinary dream, featuring a magnificent tropical hardwood island, marble counters, and a walk in pantry. The main floor primary suite, which includes a private deck and outdoor shower, is ideal for those seeking the option of one-level living. Unwind in the living room featuring a unique custom hidden TV, a gas fireplace, and a sound system with built-in speakers throughout many rooms, perfect for an immersive entertainment experience. Embrace outdoor living on the charming front porch, or unwind on the screened porch overlooking the expansive yard and bluestone patio. The basement has a doggy door, so your furry friends can come and go as they please. With double fencing outside, they'll have plenty of space to run around and play freely. With a fully owned solar system that includes a battery backup and a 240V outlet for electric car charging, this residence is set up for energy efficiency and sustainability. Conveniently located just 8 minutes from Guilford Green, this one-of-a-kind property offers an exceptional lifestyle

24 Sunset Ridge Dr, Guilford

$1,250,000
2 Beds 3 Baths 24126976 MLS Guilford Commons BLDG.
Downtown Guilford ranch living like you HAVE NEVER SEEN! This 2,500+ sq ft condo is stunning beyond words. Step inside & be wowed by high ceilings, exposed stone, incredible finishes,& an open floor plan filled with natural light. Rich hardwood floors run throughout. The kitchen is a showstopper with an oversized island that seats up to 5, abundant custom cabinetry & a large pantry. Top of the line stainless appliances including a Wolf stove & Sub-Zero fridge. Relax or enjoy your grill on your new private Trex deck. The kitchen flows into the gorgeous great room with endless seating options & a gas fireplace for warmth and ambiance. A versatile dining area and bar enhance the home. The private den can easily be used as a 3rd BR which features a dramatic stone wall & French doors. A large guest suite BR offers a full custom built-in closet & updated bath. The primary suite is a true retreat with a sitting area, huge walk-in custom closet, & spa-like bath with Jacuzzi, oversized shower, & double vanity. Don't miss the gorgeous laundry room with lots of storage, marble finishes & extra large sink. Absolutely beautiful 1/2 bath with cut glass sink. Updated Gas mechanicals, city water. Septic & generator included in HOA. Private attached oversized 2 car garage, plus big storage in LL. Unbeatable location-just a block to the restaurants & shopping at the Guilford Green. Minutes to the beach, train, & highways. Secure elevator building. DO NOT MISS THE RARE OPPORTUNITY TO LIVE HERE

120 N Fair St Unit 2C, Guilford

$1,250,000
4 Beds 5 Baths 24088654 MLS
Beautifully designed, one-owner home offers 5000+ SF of thoughtfully crafted living in the desirable Andrews Ridge neighborhood. Nestled on a quiet cul-de-sac and set on 2+ acres this stunning property offers the perfect balance of refined style and everyday comfort. A gracious, columned entry leads to two-story foyer & an open floor plan ideal for both formal entertaining and a casual lifestyle. High ceilings, crown molding, and wainscoting throughout. The main level features a living room and formal dining room w/detailed millwork and gas fireplace. The kitchen is a chef's dream with high-end appliances, granite countertops, center island, breakfast nook, flowing into a warm family room w/custom built-ins and wood-burning fireplace. French doors lead to a private office for working from home, or access an oversized deck and enjoy the peaceful surroundings. Upstairs are 4 generously sized bedrooms, each with access to a full bath. The primary features a walk-in closet, spa-like bathroom w/jetted tub & walk-in shower, and a private sitting room with its own gas fireplace. At the other end of the home sits a bonus room with cathedral ceiling and wood-burning fireplace, perfect as a gym, media room or expansive play area. A convenient back staircase connects to the main level. A walk-out basement with 900 SF of finished space, ideal for a recreation room. Minutes to hiking trails, racquet & swim club, and the town center where you'll enjoy an array of boutiques & restaurants.

710 Alexander Dr, Guilford

$1,250,000
5 Beds 5 Baths 24091394 MLS
PLEASE SUBMIT OFFERS BY 9 AM TUESDAY 5/6/25. Discover this stunning 5-bedroom colonial in the highly sought-after Landons Way neighborhood. Enjoy the convenience of being near West Woods, featuring 39 miles of scenic trails and a short distance from Shell Beach, perfect for relaxation and recreation. At the heart of this residence is a chef's dream kitchen, recently renovated to perfection. Featuring gorgeous granite counters, a sprawling center island, and ample custom cherry cabinetry, it's a true culinary haven. Equipped with high-end stainless steel Wolf appliances, a Subzero refrigerator, and double faucet galley sinks, meal preparation and entertaining will be a delight. A convenient mudroom leading from the spacious 3-car garage and a private first-floor office is ideal for those who work from home. Ascend to the upper level, where the spacious primary bedroom serves as a tranquil retreat, complete with an ensuite bathroom and walk-in closet. This level also includes 3 additional bedrooms with hardwood floors, a full bathroom, a convenient laundry room, and a versatile family room with a half bath. The finished lower level adds even more living space with an additional bedroom and full bath, perfect for guests or an in-law suite. Step outside into your private backyard oasis, featuring an Azek pavilion, paver patio, and a charming stone fire pit area. There's also the added benefit of geothermal heating, solar panels, and blown-in insulation

48 Landons Way, Guilford

$1,250,000
5 Beds 6 Baths 24104626 MLS
This exceptional custom built home showcases beautiful craftsmanship and timeless design throughout. Tucked away at the end of a private driveway on a quiet cul-de-sac and surrounded by similar estate properties, this is a truly special place to call home. Step inside to a grand front foyer that opens into a spacious, light-filled layout featuring family room with soaring cathedral ceilings and a gas fireplace, a formal dining room, and a chef's kitchen complete with a breakfast nook and Butler's pantry. The first floor also offers a guest suite with access to a covered porch w/fireplace, a versatile living room or home office with a wood-burning fireplace, and a well-appointed mudroom. Upstairs, the primary suite offers a Juliette balcony, walk-in closet and a full bath. Three additional bedrooms; all with access to full bathrooms, and a large bonus room complete the second floor. Enjoy al fresco dining on the deck just off the kitchen and family room, or relax on the recently expanded patio overlooking peaceful natural surroundings where you might spot the occasional woodland visitor. The covered porch is perfect for enjoying your morning coffee or evening cocktail. The finished walk-out lower level offers additional living space, including a recreation area, dining space, and a half bath. Additional highlights include a 3-car garage, central air conditioning, and central vacuum.

275 Chestnut Grv, Guilford

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