Guilford Real Estate

Welcome to Guilford, Connecticut – a picturesque coastal town nestled in New Haven County, where history meets modern charm. With its stunning waterfront views and a vibrant community, Guilford is a hidden gem that offers a unique blend of tranquility and activity, making it an ideal place to call home.

Guilford boasts a rich historical backdrop, with many buildings dating back to the 17th century, showcasing stunning colonial architecture. The town's historic district is a delightful stroll through time, featuring quaint shops, art galleries, and cozy cafes that invite you to unwind. Every corner of Guilford tells a story, from the iconic Guilford Green to the charming homes that line its streets.

Nature lovers will find plenty to adore here, with beautiful parks and scenic shoreline access. The Guilford Lakes and the nearby Hammonasset Beach State Park offer endless opportunities for outdoor activities, including hiking, fishing, and swimming. The town's commitment to preserving its natural beauty ensures that residents can enjoy the splendor of every season in this charming locale.

Families will appreciate Guilford's top-rated schools and strong sense of community. With various local events and festivals throughout the year, there’s always something happening that brings residents together.

Convenience is another key feature of Guilford. Located just a short drive from New Haven and easily accessible via I-95, commuting to nearby cities for work or leisure is a breeze.

Whether you're drawn to its rich history, vibrant community, or stunning natural surroundings, Guilford is a place where you can truly feel at home. Come discover the charm of Guilford, where your dream lifestyle awaits!

Newest Listings in Guilford

$749,999

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

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

5 Beds ⋅ 3 Baths ⋅ 24214508 MLS

Welcome to 1755 Great Hill Road, a beautifully renovated, truly turnkey 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. This property is completely move-in ready

1755 Great Hill Rd, Guilford

$599,000

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

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

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

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

$830,000

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

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

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

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

$599,999

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

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Guilford Real Estate

Newest Listings in Guilford

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