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Desirable expanded 3 bedroom ranch w/large family room w/cathedral ceiling and sliders to large deck. Living/dining room w/fireplace,built in shelves and French doors which also open to large deck. Central air conditioning. Attic storage. Level backyard, sideyard, large deck and patio area. 2 smaller garage spaces for smaller vehicles. Some appliances included. Location gives easy access to all amenities including the Guilford Green, library, shops, restaurants etc.

3 Beds ⋅ 1 Baths ⋅ 24216985 MLS

Desirable expanded 3 bedroom ranch w/large family room w/cathedral ceiling and sliders to large deck. Living/dining room w/fireplace,built in shelves and French doors which also open to large deck. Central air conditioning. Attic storage. Level backyard, sideyard, large deck and patio area. 2 smaller garage spaces for smaller vehicles. Some appliances included. Location gives easy access to all amenities including the Guilford Green, library, shops, restaurants etc.

444 State St, Guilford

$389,900

LAKE VIEWS AND DEEDED LAKE RIGHTS - welcome to 7 Edge Hill Road, a charming 2-bedroom, 2-full-bath ranch in Guilford's West Lake community. A bright, sun-filled front porch with walls of windows takes in views of the lake and makes the PERFECT spot for morning coffee or a quiet read. Inside, an open layout connects the living room, dining room and kitchen, with original hardwood floors throughout the main living areas. The kitchen has been updated with white shaker cabinets, stone counters and stainless appliances - just add a backsplash to make it your own. The primary bedroom offers its own full bath, and a second full bath, also on the main floor, serves guests. The lower level adds flexible space for a recreation room or additional storage, plus an under-house garage. Outside you'll find a fenced back yard, deck and two sheds. Deeded rights to West Lake, a 52-acre spring-fed lake, with optional NECLA membership (approx $125/yr) for the private beach, dock, floating platform, kayak racks and picnic area. Swimming, paddling and fishing just a stone's throw away! Leased solar panels through Sunrun, transferable to a qualified buyer. With a little finishing work, this home offers a rare chance to DIVE IN TO A TRUE LAKE LIFESTYLE! Sold as-is.

2 Beds ⋅ 2 Baths ⋅ 24216916 MLS

LAKE VIEWS AND DEEDED LAKE RIGHTS - welcome to 7 Edge Hill Road, a charming 2-bedroom, 2-full-bath ranch in Guilford's West Lake community. A bright, sun-filled front porch with walls of windows takes in views of the lake and makes the PERFECT spot for morning coffee or a quiet read. Inside, an open layout connects the living room, dining room and kitchen, with original hardwood floors throughout the main living areas. The kitchen has been updated with white shaker cabinets, stone counters and stainless appliances - just add a backsplash to make it your own. The primary bedroom offers its own full bath, and a second full bath, also on the main floor, serves guests. The lower level adds flexible space for a recreation room or additional storage, plus an under-house garage. Outside you'll find a fenced back yard, deck and two sheds. Deeded rights to West Lake, a 52-acre spring-fed lake, with optional NECLA membership (approx $125/yr) for the private beach, dock, floating platform, kayak racks and picnic area. Swimming, paddling and fishing just a stone's throw away! Leased solar panels through Sunrun, transferable to a qualified buyer. With a little finishing work, this home offers a rare chance to DIVE IN TO A TRUE LAKE LIFESTYLE! Sold as-is.

7 Edge Hill Rd, Guilford

$880,000

A true WOW from the moment you arrive! This stately Colonial is ideally located in Guilford, offering an exceptional blend of elegance, space, and convenience. Step inside to 9' ceilings, abundant natural light, and a bright, open floor plan. The stunning modern kitchen features high-end appliances, granite counters, loads of cabinetry, and an enormous island with seating for eight. Sliders open to an expansive deck. The kitchen flows seamlessly into the spacious family room with a fireplace and wood-burning insert. A formal dining room and versatile living room/home office complete the main level. A rear staircase leads to an incredible bonus room with two palladium windows, a full bath, and an oversized laundry room. Just down the hall are four generously sized bedrooms with beautiful hardwood floors and an updated full bath. The spacious primary suite offers a huge walk-in closet and updated bath with Jacuzzi tub and double-sink vanity. The finished skylit walk-up third floor is perfect for guest space, a gym, or home office. A walk-out lower level offers potential for additional finished space. A three-car garage and new whole-house generator add even more appeal. Enjoy a private yard bordered by Land Trust, creating a peaceful natural setting. Just minutes to I-95 and the charming downtown centers of both Guilford and Madison, this impressive home offers the perfect combination of space, privacy, and convenience!

4 Beds ⋅ 4 Baths ⋅ 24217455 MLS

A true WOW from the moment you arrive! This stately Colonial is ideally located in Guilford, offering an exceptional blend of elegance, space, and convenience. Step inside to 9' ceilings, abundant natural light, and a bright, open floor plan. The stunning modern kitchen features high-end appliances, granite counters, loads of cabinetry, and an enormous island with seating for eight. Sliders open to an expansive deck. The kitchen flows seamlessly into the spacious family room with a fireplace and wood-burning insert. A formal dining room and versatile living room/home office complete the main level. A rear staircase leads to an incredible bonus room with two palladium windows, a full bath, and an oversized laundry room. Just down the hall are four generously sized bedrooms with beautiful hardwood floors and an updated full bath. The spacious primary suite offers a huge walk-in closet and updated bath with Jacuzzi tub and double-sink vanity. The finished skylit walk-up third floor is perfect for guest space, a gym, or home office. A walk-out lower level offers potential for additional finished space. A three-car garage and new whole-house generator add even more appeal. Enjoy a private yard bordered by Land Trust, creating a peaceful natural setting. Just minutes to I-95 and the charming downtown centers of both Guilford and Madison, this impressive home offers the perfect combination of space, privacy, and convenience!

725 Nortontown Rd, Guilford

$699,000

Privately set on over 2.5 beautifully maintained acres. Inside, you'll find formal living and dining rooms, a bright kitchen with newer appliances, a breakfast nook, and a large family room with a fireplace and access to the deck and backyard.The second floor features a generous primary suite with a private bath, three additional bedrooms, and a full hall bath. A finished third-floor room with new skylights and carpeting provides flexible space for a home office, playroom, or guest retreat, while the finished lower level includes a media room, laundry area, and abundant storage. Enjoy your own backyard oasis with an in-ground pool, expansive lawn, and exceptional privacy. Major updates include a new roof, skylights, and HVAC system (2023), plus a new hot water heater and kitchen appliances (2021), offering peace of mind for years to come. Ideally located just minutes from Guilford's high school, town center, beaches, marina, restaurants, and hiking trails, with convenient access to New Haven, Hartford, and New York City.

4 Beds ⋅ 3 Baths ⋅ 24217702 MLS

Privately set on over 2.5 beautifully maintained acres. Inside, you'll find formal living and dining rooms, a bright kitchen with newer appliances, a breakfast nook, and a large family room with a fireplace and access to the deck and backyard.The second floor features a generous primary suite with a private bath, three additional bedrooms, and a full hall bath. A finished third-floor room with new skylights and carpeting provides flexible space for a home office, playroom, or guest retreat, while the finished lower level includes a media room, laundry area, and abundant storage. Enjoy your own backyard oasis with an in-ground pool, expansive lawn, and exceptional privacy. Major updates include a new roof, skylights, and HVAC system (2023), plus a new hot water heater and kitchen appliances (2021), offering peace of mind for years to come. Ideally located just minutes from Guilford's high school, town center, beaches, marina, restaurants, and hiking trails, with convenient access to New Haven, Hartford, and New York City.

70 Stepstone Hill Rd, Guilford

$339,000

Turn key, 1910 SF Outstanding Office Suite for sale in Guilford. 1st floor unit in excellent condition. Ideal uses include: Primary care, specialty medical practices, mental and behavioral health, physical occupational and speech therapy, chiropractic and rehabilitation, nutrition and wellness, acupuncture and integrative medicine and home and health agencies. The suite features a welcoming waiting room, reception, 4 treatment or exam rooms, private office with a convenient back door access, 2 bathrooms, lab area, consultation office, kitchen area, file room and storage area. Central air and natural gas heat, alarm system and plenty of parking. One deeded parking space. Property well suited for either an owner-occupant or an investor. Well established & convenient location off of I-95, exit 58. Also available for lease see MLS ID#24152685

2 Baths ⋅ 24217144 MLS

Turn key, 1910 SF Outstanding Office Suite for sale in Guilford. 1st floor unit in excellent condition. Ideal uses include: Primary care, specialty medical practices, mental and behavioral health, physical occupational and speech therapy, chiropractic and rehabilitation, nutrition and wellness, acupuncture and integrative medicine and home and health agencies. The suite features a welcoming waiting room, reception, 4 treatment or exam rooms, private office with a convenient back door access, 2 bathrooms, lab area, consultation office, kitchen area, file room and storage area. Central air and natural gas heat, alarm system and plenty of parking. One deeded parking space. Property well suited for either an owner-occupant or an investor. Well established & convenient location off of I-95, exit 58. Also available for lease see MLS ID#24152685

5 Durham Rd Unit C2, Guilford

$625,000

Charming 2-bedroom, 1-bath ranch conveniently located just minutes from the town center, beaches, train station, restaurants, and shopping, and within walking distance to Barbara Pine Beach! This home offers comfortable one-level living with a cozy living room featuring a wood-burning fireplace, an open kitchen flowing into the dining room and bright sunroom, and a deck directly off the kitchen, perfect for relaxing or entertaining. Two bedrooms and a full bathroom complete the main level. Laundry is located in the basement with exterior access only. Looking for additional space? The second floor offers over 800 square feet of unfinished space with endless possibilities! Create a spacious primary suite, bonus room, home office, or potential in-law setup, subject to town approvals. A great opportunity to make this home your own while enjoying all that the Connecticut shoreline has to offer!

3 Beds ⋅ 1 Baths ⋅ 24214807 MLS

Charming 2-bedroom, 1-bath ranch conveniently located just minutes from the town center, beaches, train station, restaurants, and shopping, and within walking distance to Barbara Pine Beach! This home offers comfortable one-level living with a cozy living room featuring a wood-burning fireplace, an open kitchen flowing into the dining room and bright sunroom, and a deck directly off the kitchen, perfect for relaxing or entertaining. Two bedrooms and a full bathroom complete the main level. Laundry is located in the basement with exterior access only. Looking for additional space? The second floor offers over 800 square feet of unfinished space with endless possibilities! Create a spacious primary suite, bonus room, home office, or potential in-law setup, subject to town approvals. A great opportunity to make this home your own while enjoying all that the Connecticut shoreline has to offer!

22 High Ridge Rd, Guilford

$798,888

Welcome to 1961 Route 80, a beautifully renovated 4 bed, 2.5 bath home offering 2,320 square feet of finished living space on 1.49 private acres. A deep, level backyard bordered by woods gives you room to relax, play and entertain with true privacy, while the location puts park and trail access right in your neighborhood. Guilford is one of the Connecticut shoreline's most loved towns, known for its historic town Green, top rated schools, Bishop's Orchards, beaches, marinas and a charming downtown of shops and restaurants. Commuting is easy too, with the Shore Line East train at Guilford station and quick I-95 access putting New York City only about 90 miles away. Country quiet, shoreline living and city convenience, all in one home. Come fall in love.

4 Beds ⋅ 3 Baths ⋅ 24216974 MLS

Welcome to 1961 Route 80, a beautifully renovated 4 bed, 2.5 bath home offering 2,320 square feet of finished living space on 1.49 private acres. A deep, level backyard bordered by woods gives you room to relax, play and entertain with true privacy, while the location puts park and trail access right in your neighborhood. Guilford is one of the Connecticut shoreline's most loved towns, known for its historic town Green, top rated schools, Bishop's Orchards, beaches, marinas and a charming downtown of shops and restaurants. Commuting is easy too, with the Shore Line East train at Guilford station and quick I-95 access putting New York City only about 90 miles away. Country quiet, shoreline living and city convenience, all in one home. Come fall in love.

1961 Rte 80, Guilford

$1,295,000

Spectacular California Contemporary nestled in a private, picturesque setting in Guilford's desirable Fence Rock Association. Offering 5,114 square feet of above-grade living space, this distinctive four-bedroom residence showcases dramatic vaulted ceilings, skylights, expansive windows, and an open, light-filled floor plan. The impressive chef's kitchen features custom maple cabinetry, newly installed granite countertops, a center island, breakfast bar, oversized Sub-Zero refrigerator, Bosch double ovens and dishwasher, and JennAir cooktop. Beautifully designed living spaces include a dramatic living room with a two-sided stone fireplace, two inviting solariums (sunrooms), one with heated flooring, and a separate music room with French doors opening to the rear deck. The spacious first-floor primary suite offers vaulted ceilings, a fireplace, two walk-in closets, one with a built-in wall safe, and a private bath with jetted tub and separate shower. A remarkable home combining contemporary architectural character, exceptional versatility, and peaceful natural surroundings.

4 Beds ⋅ 5 Baths ⋅ 24216362 MLS

Spectacular California Contemporary nestled in a private, picturesque setting in Guilford's desirable Fence Rock Association. Offering 5,114 square feet of above-grade living space, this distinctive four-bedroom residence showcases dramatic vaulted ceilings, skylights, expansive windows, and an open, light-filled floor plan. The impressive chef's kitchen features custom maple cabinetry, newly installed granite countertops, a center island, breakfast bar, oversized Sub-Zero refrigerator, Bosch double ovens and dishwasher, and JennAir cooktop. Beautifully designed living spaces include a dramatic living room with a two-sided stone fireplace, two inviting solariums (sunrooms), one with heated flooring, and a separate music room with French doors opening to the rear deck. The spacious first-floor primary suite offers vaulted ceilings, a fireplace, two walk-in closets, one with a built-in wall safe, and a private bath with jetted tub and separate shower. A remarkable home combining contemporary architectural character, exceptional versatility, and peaceful natural surroundings.

460 White Birch Dr, Guilford

$749,999

Imagine mornings and evenings on Guilford's East River. This 2,238 sq ft Antique Cape sits on more than 300 feet of river frontage with the water right in your backyard. Launch a kayak, canoe, or boat from your own dock and head out to Long Island Sound. This home began as a barn on Podunk Road in North Guilford in 1781 and was moved to East River Road in the 1930s. In 1979, local builder James E. Goodridge rebuilt it into a winterized, year-round residence of 7+ rooms full of architectural character. The owner has made recent renovations making this home remarkable. Today it is a diamond in the rough, ready for a new owner to update and modernize to their own taste. A detached garage stands to the left of the house. Its second level adds two rooms, a full bath and studio which make for the perfect in-law or rental opportunity overlooking the river. The location is convenient to Route 1 and I-95, and the home also has public water and natural gas.

3 Beds ⋅ 2 Baths ⋅ 24216072 MLS

Imagine mornings and evenings on Guilford's East River. This 2,238 sq ft Antique Cape sits on more than 300 feet of river frontage with the water right in your backyard. Launch a kayak, canoe, or boat from your own dock and head out to Long Island Sound. This home began as a barn on Podunk Road in North Guilford in 1781 and was moved to East River Road in the 1930s. In 1979, local builder James E. Goodridge rebuilt it into a winterized, year-round residence of 7+ rooms full of architectural character. The owner has made recent renovations making this home remarkable. Today it is a diamond in the rough, ready for a new owner to update and modernize to their own taste. A detached garage stands to the left of the house. Its second level adds two rooms, a full bath and studio which make for the perfect in-law or rental opportunity overlooking the river. The location is convenient to Route 1 and I-95, and the home also has public water and natural gas.

17 E River Rd, Guilford

$649,900

Welcome to 22 Briarwood Dr, a well maintained 4BR, 2.5BA home blending classic character with updates. The star of the property is the spectacular, ultra-private backyard sanctuary situated on 1.52 park-like acres. It features a sparkling heated salt water in-ground pool with a new salt system, new filter, new heater, and new custom safety cover, all framed by mature trees, a brick paver patio, and a fully fenced, level lawn. Step inside to a bright slate foyer. The updated kitchen is a chef's delight, boasting crisp white cabinetry, subway tile, a dining area, new LVP flooring and brand-new stainless-steel appliances (2025). The main level also offers a spacious living room flowing into a formal dining room with warm hardwood. A stunning family room with vaulted ceilings, exposed wood beams, and a stone fireplace. Upstairs, discover 4 generous, sun-drenched bedrooms and updated bathrooms, including a modern walk-in shower. Unmatched Structural & Mechanical Peace of Mind: New Roof: December 2024 Fresh Exterior Paint: May 2026 Septic Pumped: May 2025 All mechanicals are maintained annually without exception. Superb shoreline convenience just minutes from Guilford High School, Route 1, I-95, local beaches and the historic downtown Green for shopping and dining.

4 Beds ⋅ 3 Baths ⋅ 24216057 MLS

Welcome to 22 Briarwood Dr, a well maintained 4BR, 2.5BA home blending classic character with updates. The star of the property is the spectacular, ultra-private backyard sanctuary situated on 1.52 park-like acres. It features a sparkling heated salt water in-ground pool with a new salt system, new filter, new heater, and new custom safety cover, all framed by mature trees, a brick paver patio, and a fully fenced, level lawn. Step inside to a bright slate foyer. The updated kitchen is a chef's delight, boasting crisp white cabinetry, subway tile, a dining area, new LVP flooring and brand-new stainless-steel appliances (2025). The main level also offers a spacious living room flowing into a formal dining room with warm hardwood. A stunning family room with vaulted ceilings, exposed wood beams, and a stone fireplace. Upstairs, discover 4 generous, sun-drenched bedrooms and updated bathrooms, including a modern walk-in shower. Unmatched Structural & Mechanical Peace of Mind: New Roof: December 2024 Fresh Exterior Paint: May 2026 Septic Pumped: May 2025 All mechanicals are maintained annually without exception. Superb shoreline convenience just minutes from Guilford High School, Route 1, I-95, local beaches and the historic downtown Green for shopping and dining.

22 Briarwood Dr, Guilford

$599,900

Welcome to 1755 Great Hill Road, a beautifully renovated retreat nestled among the trees in the peaceful North Guilford countryside, just moments from picturesque Lake Quonnipaug. Set on 1.1 acres of serene, wooded surroundings, this stunning home offers the perfect combination of modern luxury, privacy, and natural beauty. Thoughtfully reimagined with stylish finishes throughout, the heart of the home is the gorgeous renovated kitchen, featuring quartz countertops, a striking backsplash, stainless steel appliances, and a spacious center island. The open, inviting layout flows seamlessly into the dining area with its charming brick fireplace and out to an expansive deck overlooking the tranquil backyard, ideal for entertaining or simply enjoying the peaceful setting. The beautiful primary suite offers a luxurious escape, complete with generous closet space and a spa-inspired bathroom featuring a freestanding soaking tub, oversized glass-enclosed shower, and dual vanity. Multiple spacious living areas, including a welcoming great room and finished lower-level lounge with a fireplace and bar area, provide exceptional flexibility for entertaining, relaxing, or everyday living. A newer septic system adds valuable peace of mind to this extensively updated home. Outdoor enthusiasts will love the proximity to the scenic trails of nearby Bluff Head Preserve, offering endless opportunities to enjoy nature just minutes from home.

5 Beds ⋅ 3 Baths ⋅ 24214508 MLS

Welcome to 1755 Great Hill Road, a beautifully renovated retreat nestled among the trees in the peaceful North Guilford countryside, just moments from picturesque Lake Quonnipaug. Set on 1.1 acres of serene, wooded surroundings, this stunning home offers the perfect combination of modern luxury, privacy, and natural beauty. Thoughtfully reimagined with stylish finishes throughout, the heart of the home is the gorgeous renovated kitchen, featuring quartz countertops, a striking backsplash, stainless steel appliances, and a spacious center island. The open, inviting layout flows seamlessly into the dining area with its charming brick fireplace and out to an expansive deck overlooking the tranquil backyard, ideal for entertaining or simply enjoying the peaceful setting. The beautiful primary suite offers a luxurious escape, complete with generous closet space and a spa-inspired bathroom featuring a freestanding soaking tub, oversized glass-enclosed shower, and dual vanity. Multiple spacious living areas, including a welcoming great room and finished lower-level lounge with a fireplace and bar area, provide exceptional flexibility for entertaining, relaxing, or everyday living. A newer septic system adds valuable peace of mind to this extensively updated home. Outdoor enthusiasts will love the proximity to the scenic trails of nearby Bluff Head Preserve, offering endless opportunities to enjoy nature just minutes from home.

1755 Great Hill Rd, Guilford

$599,000

First time on the market in decades, this traditional center hall colonial style home in lovely Northwoods Subdivision has been lovingly maintained by the same family for generations. Located in the coastal town of Guilford with its award winning school system and historic town green and center just miles away, this home offers a spacious eat-in style kitchen with ceramic tile flooring, lovely formal living room and dining room with hardwood floors and family room with gas log fireplace and wide board pine wood flooring. Upper level boasts a generous sized master bedroom, complete with full bath and walk-in closet. Two other bedrooms are bright and nice sized and entire second level has hardwood floors throughout. Additional bonuses are newer furnace and hot water heater. Deck in rear of home is accessed by both kitchen and sliders from the family room. This home sits on a beautiful, parklike 1.66 acre lot complete with babbling brook and is awaiting its next owner. Come see the potential this home has to offer. Subdivision is located close to Route 80 and 77, making it easy for commuters.

3 Beds ⋅ 3 Baths ⋅ 24099708 MLS

First time on the market in decades, this traditional center hall colonial style home in lovely Northwoods Subdivision has been lovingly maintained by the same family for generations. Located in the coastal town of Guilford with its award winning school system and historic town green and center just miles away, this home offers a spacious eat-in style kitchen with ceramic tile flooring, lovely formal living room and dining room with hardwood floors and family room with gas log fireplace and wide board pine wood flooring. Upper level boasts a generous sized master bedroom, complete with full bath and walk-in closet. Two other bedrooms are bright and nice sized and entire second level has hardwood floors throughout. Additional bonuses are newer furnace and hot water heater. Deck in rear of home is accessed by both kitchen and sliders from the family room. This home sits on a beautiful, parklike 1.66 acre lot complete with babbling brook and is awaiting its next owner. Come see the potential this home has to offer. Subdivision is located close to Route 80 and 77, making it easy for commuters.

91 Stone Boat Rd, Guilford

$675,000

Welcome to Guilford's Meadow Hills neighborhood. Set on over an acre, this Colonial offers 4 bedrooms, 2.5 baths, and a 2-car garage in a peaceful setting surrounded by mature trees, natural beauty, and a babbling brook. Enjoy privacy while remaining part of a welcoming community with access to the neighborhood pond association and its beach area; ideal for kayaking, fishing, and enjoying the outdoors. Designed for comfortable living and entertaining, the home features hardwood flooring, formal living and dining rooms, and an inviting family room with a vaulted ceiling, skylights, and gas fireplace flanked by built-ins. The eat-in kitchen offers granite countertops, island, higher-end stainless steel appliances, with built-in pantry with pullout drawers. Step into the sunroom and enjoy tranquil backyard views year-round. Outside, the wood deck with stairs to the terrace and backyard creates wonderful spaces for outdoor dining, entertaining, and relaxation. A level area provides room for outdoor play, framed by mature landscaping and wooded surroundings. All bedrooms are located on the second floor, each with hardwood flooring. The master bedroom features two closets and a private full bath with a vaulted ceiling and skylights. A second full bath serves the additional bedrooms. The versatile finished lower level offers flexible space for a recreation room, den, home office, gym, or hobbies, along with additional storage and a dedicated locked wine closet with wine racks.

4 Beds ⋅ 3 Baths ⋅ 24215133 MLS

Welcome to Guilford's Meadow Hills neighborhood. Set on over an acre, this Colonial offers 4 bedrooms, 2.5 baths, and a 2-car garage in a peaceful setting surrounded by mature trees, natural beauty, and a babbling brook. Enjoy privacy while remaining part of a welcoming community with access to the neighborhood pond association and its beach area; ideal for kayaking, fishing, and enjoying the outdoors. Designed for comfortable living and entertaining, the home features hardwood flooring, formal living and dining rooms, and an inviting family room with a vaulted ceiling, skylights, and gas fireplace flanked by built-ins. The eat-in kitchen offers granite countertops, island, higher-end stainless steel appliances, with built-in pantry with pullout drawers. Step into the sunroom and enjoy tranquil backyard views year-round. Outside, the wood deck with stairs to the terrace and backyard creates wonderful spaces for outdoor dining, entertaining, and relaxation. A level area provides room for outdoor play, framed by mature landscaping and wooded surroundings. All bedrooms are located on the second floor, each with hardwood flooring. The master bedroom features two closets and a private full bath with a vaulted ceiling and skylights. A second full bath serves the additional bedrooms. The versatile finished lower level offers flexible space for a recreation room, den, home office, gym, or hobbies, along with additional storage and a dedicated locked wine closet with wine racks.

122 Meadow Hills Dr, Guilford

$1,175,000

A once in a lifetime opportunity to own a piece of Connecticut Shoreline history. The Black House was built in 1761 by Levi Hubbard. It was later sold to Nicholas Loyselle, of French decent, who painted it black in mourning of Louis XVI's passing. Thus, it was dubbed, The Black House. Located in historical Guilford just a few blocks from the town Green and centrally located to schools, train station, Jacobs Beach, shopping, public bus and so much more. The home was lovingly renovated & restored in 1985 and several additional improvements since then that included in 2000 a renovated Kitchen & garage addition with bonus room. Renovated bathrooms in 2007, and in 2010 remodeled attic adding an additional bedroom & full bath. You'll find a perfect match of traditional 1700's colonial living and today's contemporary lifestyle. As featured in multiple periodicals the home has 4 bedrooms, 3.1 bath, 3 stone fireplaces, wide plank wood floors, reclaimed exposed beams & original 3 panel wood doors. With any home in any era the heart of a home is your Kitchen and the Black House is no exception. Open, welcoming and sure to be host to your family & friends for generations to come. The Black house is set among Guilford's celebrated historic homes including, Thomas Griswold (c. 1774), the Hyland, (c. 1713) and the Henry Whitfield House (c.1639) the oldest stone house in the CT. "Still here are the things of yesterday." and you too can be the proud owner of this Shoreline historical gem

4 Beds ⋅ 4 Baths ⋅ 24215251 MLS

A once in a lifetime opportunity to own a piece of Connecticut Shoreline history. The Black House was built in 1761 by Levi Hubbard. It was later sold to Nicholas Loyselle, of French decent, who painted it black in mourning of Louis XVI's passing. Thus, it was dubbed, The Black House. Located in historical Guilford just a few blocks from the town Green and centrally located to schools, train station, Jacobs Beach, shopping, public bus and so much more. The home was lovingly renovated & restored in 1985 and several additional improvements since then that included in 2000 a renovated Kitchen & garage addition with bonus room. Renovated bathrooms in 2007, and in 2010 remodeled attic adding an additional bedroom & full bath. You'll find a perfect match of traditional 1700's colonial living and today's contemporary lifestyle. As featured in multiple periodicals the home has 4 bedrooms, 3.1 bath, 3 stone fireplaces, wide plank wood floors, reclaimed exposed beams & original 3 panel wood doors. With any home in any era the heart of a home is your Kitchen and the Black House is no exception. Open, welcoming and sure to be host to your family & friends for generations to come. The Black house is set among Guilford's celebrated historic homes including, Thomas Griswold (c. 1774), the Hyland, (c. 1713) and the Henry Whitfield House (c.1639) the oldest stone house in the CT. "Still here are the things of yesterday." and you too can be the proud owner of this Shoreline historical gem

321 Boston St, Guilford

$795,000

Charming c.1800 farmhouse rich in historic character, set on a picturesque 1.5-acre level lot with sweeping water views of Shell Beach Lagoon stretching to Long Island Sound. Timeless details abound in this 3-bed, 1.5-bathroom home, including a welcoming porch, beautiful hardwood floors, built-ins, and a striking Stony Creek granite fireplace in the parlor. The main floor also consists of a living area and dining room, with a galley kitchen flowing into a bright great room, creating a comfortable space for everyday living. Upstairs are more views, as well as 3-bedrooms and a walk-up attic. Situated just minutes from downtown with convenient highway access for commuters, this distinctive property offers historic charm, scenic beauty, and endless possibilities. This is a rare opportunity to own a beautiful shoreline farmhouse, with the-potential to add a second residence on the property.

3 Beds ⋅ 2 Baths ⋅ 24206045 MLS

Charming c.1800 farmhouse rich in historic character, set on a picturesque 1.5-acre level lot with sweeping water views of Shell Beach Lagoon stretching to Long Island Sound. Timeless details abound in this 3-bed, 1.5-bathroom home, including a welcoming porch, beautiful hardwood floors, built-ins, and a striking Stony Creek granite fireplace in the parlor. The main floor also consists of a living area and dining room, with a galley kitchen flowing into a bright great room, creating a comfortable space for everyday living. Upstairs are more views, as well as 3-bedrooms and a walk-up attic. Situated just minutes from downtown with convenient highway access for commuters, this distinctive property offers historic charm, scenic beauty, and endless possibilities. This is a rare opportunity to own a beautiful shoreline farmhouse, with the-potential to add a second residence on the property.

444 Leetes Island Rd, Guilford

$799,000

Walk to the Guilford Town Green and marina from this beautifully renovated Colonial, where nearly every surface has been thoughtfully updated and the hard work is already done! Set in a neighborhood with underground utilities, this home pairs classic Shoreline charm with the modern comfort today's homeowners are searching for. The showstopping 2024 kitchen is made for gathering: crisp white shaker cabinetry, an oversized island with seating, rich blue tile backsplash, pot filler, skylight and stainless appliances including a dual-fuel range. An opened foyer and gleaming oak hardwood (2024) create a bright, easy flow through the dining area, living room and family room, where custom built-ins frame the gas fireplace. Fresh Benjamin Moore paint, new baseboard and trim, solid wood doors with new hardware, and recessed lighting throughout make every room feel brand new.Every bath has been thoughtfully renovated, from the stylish 2024 half bath to both full baths (2026), including a stunning primary bath with a Schluter Kerdi waterproof shower system. The primary bedroom offers recessed lighting on a dimmer. A sun-splashed bonus room on the third floor is ready for movie nights, guests or a home office.Comfort comes at the tap of an app: Meross smart lighting, motion-activated bath lighting, three-zone smart thermostats, central air and ductless mini splits. New Andersen windows and Pella sliders add light and efficiency.

4 Beds ⋅ 3 Baths ⋅ 24215156 MLS

Walk to the Guilford Town Green and marina from this beautifully renovated Colonial, where nearly every surface has been thoughtfully updated and the hard work is already done! Set in a neighborhood with underground utilities, this home pairs classic Shoreline charm with the modern comfort today's homeowners are searching for. The showstopping 2024 kitchen is made for gathering: crisp white shaker cabinetry, an oversized island with seating, rich blue tile backsplash, pot filler, skylight and stainless appliances including a dual-fuel range. An opened foyer and gleaming oak hardwood (2024) create a bright, easy flow through the dining area, living room and family room, where custom built-ins frame the gas fireplace. Fresh Benjamin Moore paint, new baseboard and trim, solid wood doors with new hardware, and recessed lighting throughout make every room feel brand new.Every bath has been thoughtfully renovated, from the stylish 2024 half bath to both full baths (2026), including a stunning primary bath with a Schluter Kerdi waterproof shower system. The primary bedroom offers recessed lighting on a dimmer. A sun-splashed bonus room on the third floor is ready for movie nights, guests or a home office.Comfort comes at the tap of an app: Meross smart lighting, motion-activated bath lighting, three-zone smart thermostats, central air and ductless mini splits. New Andersen windows and Pella sliders add light and efficiency.

20 Michelle Ln, Guilford

$989,900

Welcome to 26 Village Circle! An "Under Construction" in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 26 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the Primary bed/bath with a full tiled shower, a kitchen with stylish white cabinetry and Quartz counter tops, large Great room and Dining room which is perfect for entertaining, a half bath and laundry room. On the upper level you will find a spacious second bedroom with a full bath and walk in closet, a study and a large loft area. This model features 2,197 square feet of beautiful living space. Village on State is a short distance to the historic Guilford Green, shopping, restaurants, the town library and community center. These stunning townhomes will have the ultimate curb appeal. On the exterior will be black windows, black metal roof accents, a mix of siding styles and beautiful decorative stone.

2 Beds ⋅ 3 Baths ⋅ 24214926 MLS ⋅ Village On State BLDG.

Welcome to 26 Village Circle! An "Under Construction" in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 26 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the Primary bed/bath with a full tiled shower, a kitchen with stylish white cabinetry and Quartz counter tops, large Great room and Dining room which is perfect for entertaining, a half bath and laundry room. On the upper level you will find a spacious second bedroom with a full bath and walk in closet, a study and a large loft area. This model features 2,197 square feet of beautiful living space. Village on State is a short distance to the historic Guilford Green, shopping, restaurants, the town library and community center. These stunning townhomes will have the ultimate curb appeal. On the exterior will be black windows, black metal roof accents, a mix of siding styles and beautiful decorative stone.

26 Village Cir Unit 26, Guilford

$2,375,000

Experience exceptional luxury living in this impressive 6,700 SF stucco Colonial in The Woodlands, one of the area's most desirable subdivisions. The remodeled kitchen features custom cabinetry, large island, Cambria quartz countertops, high-end appliances, travertine flooring and walk-in pantry. 9-foot ceilings, hardwood floors, extensive millwork, crown molding, built-ins, transom windows and integrated speakers enhance the interior. A main-level office with built-in bookcases provides an ideal work-from-home space. The mudroom features custom built-ins and convenient access to the 3-car garage and side entrance. The living and dining rooms share a through-and-through wood-burning fireplace. French doors open to a covered, columned patio with bluestone flooring. The spectacular two-story family room features a wood-burning fireplace, custom millwork, built-in wet bar and French doors to a private backyard oasis. Enjoy a heated gunite pool w/waterfall feature, 7-person hot tub, playscape and expansive level yard ideal for entertaining. Five bedrooms occupy the second floor, including the master suite w/hardwood floor, wood-burning fireplace, private balcony, walk-in closet with built-ins and spa-inspired bath w/glass-enclosed steam shower and BainUltra jetted tub for two. Two additional full baths, loft library overlooking the family room, and convenient laundry complete this level. A finished walk-up attic offers a private en-suite retreat with full bath and kitchenette.

5 Beds ⋅ 6 Baths ⋅ 24214252 MLS

Experience exceptional luxury living in this impressive 6,700 SF stucco Colonial in The Woodlands, one of the area's most desirable subdivisions. The remodeled kitchen features custom cabinetry, large island, Cambria quartz countertops, high-end appliances, travertine flooring and walk-in pantry. 9-foot ceilings, hardwood floors, extensive millwork, crown molding, built-ins, transom windows and integrated speakers enhance the interior. A main-level office with built-in bookcases provides an ideal work-from-home space. The mudroom features custom built-ins and convenient access to the 3-car garage and side entrance. The living and dining rooms share a through-and-through wood-burning fireplace. French doors open to a covered, columned patio with bluestone flooring. The spectacular two-story family room features a wood-burning fireplace, custom millwork, built-in wet bar and French doors to a private backyard oasis. Enjoy a heated gunite pool w/waterfall feature, 7-person hot tub, playscape and expansive level yard ideal for entertaining. Five bedrooms occupy the second floor, including the master suite w/hardwood floor, wood-burning fireplace, private balcony, walk-in closet with built-ins and spa-inspired bath w/glass-enclosed steam shower and BainUltra jetted tub for two. Two additional full baths, loft library overlooking the family room, and convenient laundry complete this level. A finished walk-up attic offers a private en-suite retreat with full bath and kitchenette.

143 Ironwood Rd, Guilford

$635,000

Escape to your own private lakeside sanctuary in this elevated home. Perched with breathtaking, picturesque views from nearly every room, this beautifully renovated 2-bedroom ranch offers the ultimate vacation-at-home lifestyle on the pristine shores of Lake Quonnipaug. Known for its tranquil waters-ideal for swimming, fishing, and leisurely cruising with power boats limited to 6 horsepower, the lake is yours to enjoy. Easy access is provided via a new staircase and dock featuring convenient swim stairs and kayak launch. Inside the home you will find rich dark-finished hardwood floors, a gorgeous wood burning fireplace, a kitchen with a contemporary vibe, skylights for added natural light and loads of windows to maximize the gorgeous views. The newer roof and whole house generator will bring you peace of mind. Outside is a nice sized deck with mechanical awning to provide you with shade on those sunny days. Beyond the main house, a spacious detached studio with a one-car garage bay underneath provides endless possibilities for a creative workspace, home office, gym or guest retreat. Experience lakeside living at its absolute finest. This sale is subject to Probate Court approval.

2 Beds ⋅ 1 Baths ⋅ 24213581 MLS

Escape to your own private lakeside sanctuary in this elevated home. Perched with breathtaking, picturesque views from nearly every room, this beautifully renovated 2-bedroom ranch offers the ultimate vacation-at-home lifestyle on the pristine shores of Lake Quonnipaug. Known for its tranquil waters-ideal for swimming, fishing, and leisurely cruising with power boats limited to 6 horsepower, the lake is yours to enjoy. Easy access is provided via a new staircase and dock featuring convenient swim stairs and kayak launch. Inside the home you will find rich dark-finished hardwood floors, a gorgeous wood burning fireplace, a kitchen with a contemporary vibe, skylights for added natural light and loads of windows to maximize the gorgeous views. The newer roof and whole house generator will bring you peace of mind. Outside is a nice sized deck with mechanical awning to provide you with shade on those sunny days. Beyond the main house, a spacious detached studio with a one-car garage bay underneath provides endless possibilities for a creative workspace, home office, gym or guest retreat. Experience lakeside living at its absolute finest. This sale is subject to Probate Court approval.

34 Quonnipaug Ln, Guilford

$579,999

Welcome to this spacious 5-bedroom, 2-full-bath raised ranch located in the desirable Valley Shores community of Guilford. Offering a flexible multigenerational floor plan, this home provides living space on two levels to accommodate a variety of lifestyles and needs. The main level features hardwood floors, three bedrooms, a full bath, and comfortable living and dining areas filled with potential. The lower level offers additional living space with two bedrooms, a second full bath, and endless possibilities for extended family, guests, a home office, or recreation space. Conveniently located near Guilford's charming town center, shopping, restaurants, and the beautiful Connecticut shoreline, this property combines space, flexibility, and an exceptional location. For the golf lover in you, the Guilford Lakes 9 hole public golf course is nearby. This property presents the perfect opportunity to bring your vision to life. Property is being sold AS IS. The sellers are motivated, so don't miss the chance to make this Valley Shores home your own. Last photos virtually staged.

5 Beds ⋅ 2 Baths ⋅ 24207866 MLS

Welcome to this spacious 5-bedroom, 2-full-bath raised ranch located in the desirable Valley Shores community of Guilford. Offering a flexible multigenerational floor plan, this home provides living space on two levels to accommodate a variety of lifestyles and needs. The main level features hardwood floors, three bedrooms, a full bath, and comfortable living and dining areas filled with potential. The lower level offers additional living space with two bedrooms, a second full bath, and endless possibilities for extended family, guests, a home office, or recreation space. Conveniently located near Guilford's charming town center, shopping, restaurants, and the beautiful Connecticut shoreline, this property combines space, flexibility, and an exceptional location. For the golf lover in you, the Guilford Lakes 9 hole public golf course is nearby. This property presents the perfect opportunity to bring your vision to life. Property is being sold AS IS. The sellers are motivated, so don't miss the chance to make this Valley Shores home your own. Last photos virtually staged.

55 Russo Dr, Guilford

$830,000

Welcome to 7 Laurel Ridge Road, a light and bright, well-maintained 3 bedroom, 2.5 bath Colonial situated in a quiet cul-de-sac in Guilford. Set on approximately 1.47 acres, this home offers 2,402 square feet of above-grade living space with a finished basement bonus room. Enter through the welcoming foyer and into the spacious formal living and dining rooms. Next, step into the well-appointed eat-in kitchen, featuring stainless steel appliances, granite countertops, a large island, and windows that fill the space with natural light. The kitchen opens to the family room, where a wood-burning fireplace centers the generous gathering space, with access to the spacious Trex deck and views of the mature trees encompassing the back portion of the property. A convenient powder room with laundry is also located on the main level.

3 Beds ⋅ 3 Baths ⋅ 24210470 MLS

Welcome to 7 Laurel Ridge Road, a light and bright, well-maintained 3 bedroom, 2.5 bath Colonial situated in a quiet cul-de-sac in Guilford. Set on approximately 1.47 acres, this home offers 2,402 square feet of above-grade living space with a finished basement bonus room. Enter through the welcoming foyer and into the spacious formal living and dining rooms. Next, step into the well-appointed eat-in kitchen, featuring stainless steel appliances, granite countertops, a large island, and windows that fill the space with natural light. The kitchen opens to the family room, where a wood-burning fireplace centers the generous gathering space, with access to the spacious Trex deck and views of the mature trees encompassing the back portion of the property. A convenient powder room with laundry is also located on the main level.

7 Laurel Ridge Rd, Guilford

$1,400,000

A distinguished Colonial with a sophisticated twist, this exceptional 5-bedroom, 4.5-bath residence beautifully blends timeless elegance with remarkable versatility. Privately nestled on nearly 2 professionally manicured acres at the end of a coveted cul-de-sac, the home welcomes you with a dramatic two-story foyer, gracious living room & banquet-sized dining room accented by exquisite millwork. At the heart of the home, an expansive chef's kitchen showcases custom-crafted cabinetry, an oversized island, breakfast bar & inviting dining area, all opening to a spectacular deck & beautifully appointed patio. The adjoining family room is a showstopper, with soaring cathedral ceilings & a wall of windows capturing views of the lush gardens and breathtaking grounds. A thoughtfully designed main-level guest or in-law suite offers a private bedroom, elegant full bath and generous living space. An amazing mudroom just off the 3 car garage. A second staircase leads to an impressive bonus room, full bath, laundry and spacious home office. Three generously proportioned bedrooms and 2 full baths provide exceptional comfort. In addition, the extraordinary primary suite serves as a private sanctuary, complete with an expansive dressing room, luxurious bath & romantic private patio, an idyllic setting for morning coffee. Offering an exceptional combination of refined living, flexible accommodations and serene outdoor beauty, this remarkable property is in a phenomenal neighborhood. Min to 95

5 Beds ⋅ 5 Baths ⋅ 24208684 MLS

A distinguished Colonial with a sophisticated twist, this exceptional 5-bedroom, 4.5-bath residence beautifully blends timeless elegance with remarkable versatility. Privately nestled on nearly 2 professionally manicured acres at the end of a coveted cul-de-sac, the home welcomes you with a dramatic two-story foyer, gracious living room & banquet-sized dining room accented by exquisite millwork. At the heart of the home, an expansive chef's kitchen showcases custom-crafted cabinetry, an oversized island, breakfast bar & inviting dining area, all opening to a spectacular deck & beautifully appointed patio. The adjoining family room is a showstopper, with soaring cathedral ceilings & a wall of windows capturing views of the lush gardens and breathtaking grounds. A thoughtfully designed main-level guest or in-law suite offers a private bedroom, elegant full bath and generous living space. An amazing mudroom just off the 3 car garage. A second staircase leads to an impressive bonus room, full bath, laundry and spacious home office. Three generously proportioned bedrooms and 2 full baths provide exceptional comfort. In addition, the extraordinary primary suite serves as a private sanctuary, complete with an expansive dressing room, luxurious bath & romantic private patio, an idyllic setting for morning coffee. Offering an exceptional combination of refined living, flexible accommodations and serene outdoor beauty, this remarkable property is in a phenomenal neighborhood. Min to 95

3 Caleb Ct, Guilford

$579,000

Welcome to 20 East Creek Circle, Guilford. One mile from the historic Green! It boasts a brand new roof and a brand new back patio and fire pit. Less than 11 years old are- all windows, hardwood floors, new furnace, and septic system. Enjoy this 3 bedroom 2 bath raised ranch on on a cul-de-sac close to the town center! There is a third half bath and a prep area in the lower area with a walk out to the outdoor area.

3 Beds ⋅ 2 Baths ⋅ 24212710 MLS

Welcome to 20 East Creek Circle, Guilford. One mile from the historic Green! It boasts a brand new roof and a brand new back patio and fire pit. Less than 11 years old are- all windows, hardwood floors, new furnace, and septic system. Enjoy this 3 bedroom 2 bath raised ranch on on a cul-de-sac close to the town center! There is a third half bath and a prep area in the lower area with a walk out to the outdoor area.

20 E Creek Cir, Guilford

$550,000

Beautifully Remodeled Ranch welcomes you the moment you step inside. The open layout creates a comfortable flow between the kitchen, dining, and living areas - perfect for gathering with loved ones or enjoying quiet everyday moments. The kitchen offers generous workspace with new cabinets, quartz countertops, and all new appliances. The living room's Picture Window fills the home with soft natural morning sunlight. Nearby, you'll find a large Study with its own private entrance. Complete with Laundry & Full Bath for added convenience, this space offers comfort and privacy for family or guests. On the other side of the home, you will find 3 Additional Bedrooms all with gorgeous, redone & exposed hardwood floors with a fresh "Special Walnut" stain. Step out onto the back deck, accessible off Dining Area, to enjoy the quiet acre of lightly wooded & private rear yard. This quiet Neighborhood is the perfect setting for a 1,548 square foot Ranch offering One Floor Living with Full House Generator and Updated........ well, Just About Everything !!

3 Beds ⋅ 3 Baths ⋅ 24212684 MLS

Beautifully Remodeled Ranch welcomes you the moment you step inside. The open layout creates a comfortable flow between the kitchen, dining, and living areas - perfect for gathering with loved ones or enjoying quiet everyday moments. The kitchen offers generous workspace with new cabinets, quartz countertops, and all new appliances. The living room's Picture Window fills the home with soft natural morning sunlight. Nearby, you'll find a large Study with its own private entrance. Complete with Laundry & Full Bath for added convenience, this space offers comfort and privacy for family or guests. On the other side of the home, you will find 3 Additional Bedrooms all with gorgeous, redone & exposed hardwood floors with a fresh "Special Walnut" stain. Step out onto the back deck, accessible off Dining Area, to enjoy the quiet acre of lightly wooded & private rear yard. This quiet Neighborhood is the perfect setting for a 1,548 square foot Ranch offering One Floor Living with Full House Generator and Updated........ well, Just About Everything !!

96 Glenwood Dr, Guilford

$415,000

** Highest & Best Offers due Tuesday 10/20 at Noon** Welcome to this bright and inviting 3-bedroom, 2-bath ranch offering easy one-level living on a quiet street in desirable Guilford. The living room is anchored by a fireplace, with a dining room and kitchen close by for easy entertaining. Beautifully refinished hardwood floors add warmth and character to the living room, while the spacious layout provides plenty of natural light throughout. Recent improvements include new garage doors, a new sliding glass door, a new storm door, and a brand-new stone walkway that enhances the home's curb appeal. The attached two-car garage provides convenient everyday access and storage. The spacious basement offers excellent potential for additional finished living space, whether you envision a family room, home office, gym, or recreation area. Outside, the sloping, lightly wooded lot gives you plenty of space to garden, play, or simply enjoy the peaceful surroundings. Located in sought-after Guilford, this home offers the perfect combination of comfortable one-level living, desirable updates, and room to make the space your own.

3 Beds ⋅ 2 Baths ⋅ 24211451 MLS

** Highest & Best Offers due Tuesday 10/20 at Noon** Welcome to this bright and inviting 3-bedroom, 2-bath ranch offering easy one-level living on a quiet street in desirable Guilford. The living room is anchored by a fireplace, with a dining room and kitchen close by for easy entertaining. Beautifully refinished hardwood floors add warmth and character to the living room, while the spacious layout provides plenty of natural light throughout. Recent improvements include new garage doors, a new sliding glass door, a new storm door, and a brand-new stone walkway that enhances the home's curb appeal. The attached two-car garage provides convenient everyday access and storage. The spacious basement offers excellent potential for additional finished living space, whether you envision a family room, home office, gym, or recreation area. Outside, the sloping, lightly wooded lot gives you plenty of space to garden, play, or simply enjoy the peaceful surroundings. Located in sought-after Guilford, this home offers the perfect combination of comfortable one-level living, desirable updates, and room to make the space your own.

77 Stone Boat Rd, Guilford

$5,750,000

Privately nestled high on 4+ sweeping acres, in the prestigious, yet quietly refined, Sachem's Head enclave in Guilford, CT, this 2012 modern Mediterranean residence commands panoramic views of Long Island Sound. Grand yet classic interiors unfold in tasteful Palm Beach-inspired finishes, creating an atmosphere of understated elegance. Soaring ceilings, a floating stairway & multiple sets of formidable french doors welcome sea breezes to actively flow through the home, imparting the true "air" of coastal living. The primary suite sanctuary is situated on the main level, offering seamless single-floor living and an elegant elevator delivers effortless access to all levels in the home. The massive white kitchen overlooks Long Island Sound and has Calcutta countertops, a festive green pantry, Wolfe and SubZero appliances & cozy fireplace. Outside, an elevated pool/spa terrace has a relaxed resort-like vibe & connects the main home to the 1BR (5th BR)/2FBA w/kitchen guest house. The 4-stall barn, w/paddock, whispers of equestrian possibilities or creative studio use. The 5-bay heated-floor garage accommodates 7 cars. Solar energy systems lend a thoughtful green footprint, appealing to those who value sustainability. This is one of the larger parcels in Sachem's Head, come feel how this property seems transported from Malibu or Napa Valley, yet remains distinctly low-key New England. Masterfully constructed & impeccably maintained. Under 2hr drive from NYC & 20min to Yale.

4 Beds ⋅ 8 Baths ⋅ 24212653 MLS

Privately nestled high on 4+ sweeping acres, in the prestigious, yet quietly refined, Sachem's Head enclave in Guilford, CT, this 2012 modern Mediterranean residence commands panoramic views of Long Island Sound. Grand yet classic interiors unfold in tasteful Palm Beach-inspired finishes, creating an atmosphere of understated elegance. Soaring ceilings, a floating stairway & multiple sets of formidable french doors welcome sea breezes to actively flow through the home, imparting the true "air" of coastal living. The primary suite sanctuary is situated on the main level, offering seamless single-floor living and an elegant elevator delivers effortless access to all levels in the home. The massive white kitchen overlooks Long Island Sound and has Calcutta countertops, a festive green pantry, Wolfe and SubZero appliances & cozy fireplace. Outside, an elevated pool/spa terrace has a relaxed resort-like vibe & connects the main home to the 1BR (5th BR)/2FBA w/kitchen guest house. The 4-stall barn, w/paddock, whispers of equestrian possibilities or creative studio use. The 5-bay heated-floor garage accommodates 7 cars. Solar energy systems lend a thoughtful green footprint, appealing to those who value sustainability. This is one of the larger parcels in Sachem's Head, come feel how this property seems transported from Malibu or Napa Valley, yet remains distinctly low-key New England. Masterfully constructed & impeccably maintained. Under 2hr drive from NYC & 20min to Yale.

345 Vineyard Point Rd, Guilford

$725,000

Welcome to a true Guilford sanctuary. A contemporary gem tucked away on 2.2 private acres featuring a large flat yard and a babbling brook traversing the front of the property. Step inside to discover dramatic cathedral ceilings and skylights in the entry and living room that create an airy, gallery-like expanse. With over 3200SF of livable space and storage galore, this is a home ready to showcase your art, books, and treasures from around the globe. The light-filled main level flows effortlessly through spacious living, dining, kitchen and TV room with a fireplace. With 3 sets of sliders out to an expansive gated back deck that runs the entire length of the house, there is a perfect view to watch the four seasons unfolding through your private woods. Upstairs, the sweeping primary suite is a true respite. It boasts a vaulted ceiling, adjoining sitting room, balcony and a spa-inspired bath complete with marble countertops and a soaking tub. Two additional bedrooms share a full bath. For those who work, write, or create, the renovated walkout basement is a revelation-a stunning custom library and office space with cozy propane heat and a half-bath that captures the academic soul of the home. Located a short walk to Bittner Park yet remaining just a short drive to 95, you get absolute woodland tranquility without sacrificing convenience. Move in, celebrate the first snowfall in your new Guilford home, and write this remarkable property's next beautiful chapter.

3 Beds ⋅ 4 Baths ⋅ 24210822 MLS

Welcome to a true Guilford sanctuary. A contemporary gem tucked away on 2.2 private acres featuring a large flat yard and a babbling brook traversing the front of the property. Step inside to discover dramatic cathedral ceilings and skylights in the entry and living room that create an airy, gallery-like expanse. With over 3200SF of livable space and storage galore, this is a home ready to showcase your art, books, and treasures from around the globe. The light-filled main level flows effortlessly through spacious living, dining, kitchen and TV room with a fireplace. With 3 sets of sliders out to an expansive gated back deck that runs the entire length of the house, there is a perfect view to watch the four seasons unfolding through your private woods. Upstairs, the sweeping primary suite is a true respite. It boasts a vaulted ceiling, adjoining sitting room, balcony and a spa-inspired bath complete with marble countertops and a soaking tub. Two additional bedrooms share a full bath. For those who work, write, or create, the renovated walkout basement is a revelation-a stunning custom library and office space with cozy propane heat and a half-bath that captures the academic soul of the home. Located a short walk to Bittner Park yet remaining just a short drive to 95, you get absolute woodland tranquility without sacrificing convenience. Move in, celebrate the first snowfall in your new Guilford home, and write this remarkable property's next beautiful chapter.

1481 Durham Rd, Guilford

$1,200,000

Just steps from Guilford's historic town green, vibrant boutiques, and gourmet dining-and a short stroll to the town marina and train station-The Residences at 66 High Street offers an extraordinary blend of historic character & cosmopolitan luxury in the award-winning complex. Step inside this stunning two-bedroom unit, once honored as the coveted HOBI (Home Building Industry) Project of the Year. The open-concept main level showcases original exposed brick, seamlessly connecting a living area anchored by a sleek gas fireplace to a gourmet kitchen outfitted with a Wolf range, Sub-Zero refrigerator, quartz countertops, and an entertaining island w seating. Designed for effortless living, the first floor features a convenient guest suite w a connecting full bath, first-floor laundry, & heated bathroom floors. A dramatic wood-and-metal staircase leads to a second-floor loft w a built-in workspace & custom shelving. Retreat to the private primary suite, boasting dramatic 12-foot ceilings, a generous walk-in closet, & a spa-inspired bath. The crown jewel of the home is your very own secret rooftop deck crafted from teak & shaded by a pergola-an outdoor sanctuary offering expansive town views. This unit includes a detached oversized private garage w storage plus an assigned parking space just steps from your door. Residents enjoy an exceptional lifestyle enriched by community amenities, including an in-ground pool, gas fire pit lounge, garden beds, state of the art fitness center

2 Beds ⋅ 2 Baths ⋅ 24212233 MLS ⋅ The Residences At 66 High Street BLDG.

Just steps from Guilford's historic town green, vibrant boutiques, and gourmet dining-and a short stroll to the town marina and train station-The Residences at 66 High Street offers an extraordinary blend of historic character & cosmopolitan luxury in the award-winning complex. Step inside this stunning two-bedroom unit, once honored as the coveted HOBI (Home Building Industry) Project of the Year. The open-concept main level showcases original exposed brick, seamlessly connecting a living area anchored by a sleek gas fireplace to a gourmet kitchen outfitted with a Wolf range, Sub-Zero refrigerator, quartz countertops, and an entertaining island w seating. Designed for effortless living, the first floor features a convenient guest suite w a connecting full bath, first-floor laundry, & heated bathroom floors. A dramatic wood-and-metal staircase leads to a second-floor loft w a built-in workspace & custom shelving. Retreat to the private primary suite, boasting dramatic 12-foot ceilings, a generous walk-in closet, & a spa-inspired bath. The crown jewel of the home is your very own secret rooftop deck crafted from teak & shaded by a pergola-an outdoor sanctuary offering expansive town views. This unit includes a detached oversized private garage w storage plus an assigned parking space just steps from your door. Residents enjoy an exceptional lifestyle enriched by community amenities, including an in-ground pool, gas fire pit lounge, garden beds, state of the art fitness center

66 High St Unit 4, Guilford

$750,000

There is a stretch of Guilford where the countryside takes over. Stone walls give way to the farmland, the road bends along the water, and the hills close in behind. This is where 811 Lake Drive sits, on nearly an acre just a short walk from Lake Quonnipaug. There's an ease to this home that you notice right away. A front porch runs the width of the front, setting the tone for what's inside. Hardwood flows throughout the main level, from the formal living room into a dining room built for long dinners, then into a sun-filled family room anchored by a brick fireplace. The kitchen opens to a breakfast nook where sliders lead to the deck and level lawn beyond. Upstairs are four bedrooms, including a spacious 22-foot primary suite with a walk-in closet and private bath. Laundry is ideally situated on the bedroom level, making everyday living that much more convenient. Outside, the level lawn unfolds behind mature arborvitae, framed by a wooded ridge that turns gold every October. A two-car garage and separate outbuilding add even more function. North Guilford rewards those who find it: the lake, miles of conservation trails, and farm stands along Route 77. And while the setting feels wonderfully private, the historic Green, shoreline, New Haven and Hartford are all within convenient reach.

4 Beds ⋅ 3 Baths ⋅ 24210459 MLS

There is a stretch of Guilford where the countryside takes over. Stone walls give way to the farmland, the road bends along the water, and the hills close in behind. This is where 811 Lake Drive sits, on nearly an acre just a short walk from Lake Quonnipaug. There's an ease to this home that you notice right away. A front porch runs the width of the front, setting the tone for what's inside. Hardwood flows throughout the main level, from the formal living room into a dining room built for long dinners, then into a sun-filled family room anchored by a brick fireplace. The kitchen opens to a breakfast nook where sliders lead to the deck and level lawn beyond. Upstairs are four bedrooms, including a spacious 22-foot primary suite with a walk-in closet and private bath. Laundry is ideally situated on the bedroom level, making everyday living that much more convenient. Outside, the level lawn unfolds behind mature arborvitae, framed by a wooded ridge that turns gold every October. A two-car garage and separate outbuilding add even more function. North Guilford rewards those who find it: the lake, miles of conservation trails, and farm stands along Route 77. And while the setting feels wonderfully private, the historic Green, shoreline, New Haven and Hartford are all within convenient reach.

811 Lake Dr, Guilford

$289,900

This property offers a rare opportunity with nearly half an acre of land in a very popular and convenient part of town. Existing home is in need of renovation and may offer the potential to rebuild or create a new home to suit your own vision, subject to town approvals. Whether you're looking to build your dream home, renovate, or take on an investment project, this property offers plenty of possibilities. Property is being sold strictly as- is, where- is .Buyers are encouraged to preform their own due diligence regarding zoning, permits.

2 Beds ⋅ 1 Baths ⋅ 24210998 MLS

This property offers a rare opportunity with nearly half an acre of land in a very popular and convenient part of town. Existing home is in need of renovation and may offer the potential to rebuild or create a new home to suit your own vision, subject to town approvals. Whether you're looking to build your dream home, renovate, or take on an investment project, this property offers plenty of possibilities. Property is being sold strictly as- is, where- is .Buyers are encouraged to preform their own due diligence regarding zoning, permits.

232 Maupas Rd, Guilford

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