$761,310Average Value$383Average Price per Sq Ft54Homes For Sale
Serene residential area in Guilford with various homes nestled among lush greenery.
A place with something for everyone
Guilford is a coastal Connecticut town that, at first glance, resembles a small town reminiscent of a 1960s-era television show. With its quaint and historic downtown sector lined with quaint local retailers, the 12-acre Guilford Town Green that is the site of various performances throughout the year and the quiet, tree-lined streets, Guilford provides an almost country feeling, like something out of a brochure for a New England bed-and-breakfast. But look a little closer and it’s also a vibrant, cosmopolitan town with a bevy of amenities, superb schools and beautiful homes, not to mention the fact that Guilford abuts Long Island Sound on its southern border, affording residents easy access to the beach and the ocean beyond. “People come here because they want waterfront and seclusion,” says local Realtor Karen Stephens of Compass, who has been representing transactions in the area for more than 20 years. “And the properties are quite amazing.” It’s that combination of qualities that leads Guilford First Selectman Matthew Hoey to describe Guilford as “a place with something for everyone.”
Out and about in Guilford
Because of its proximity to Long Island Sound, Guilford is a haven for lovers of the sea. Mariners can keep their vessels at the Guilford Marina, and members of the Guilford Yacht Club can access both slips and moorings, as well as the club’s tennis, dining and other social facilities. Jacob’s Beach is a 25-acre coastline retreat on the Sound, where kids can play on the playground and visitors of all ages can enjoy the open, sandy beach and grassy space perfect for sunbathing or a picnic. Further inland is Lake Quonnipaug, a prime spot for catching a variety of freshwater species, and also a perfect spot for swimming or relaxing on the lakeside beach. Hikers head to Timberland Preserve, a 600-acre expanse with more than 15 miles of trails, and golfers can tee off at the nine-hole Guilford Lakes Golf Course.
The centrally located Guilford Town Green is a favorite community gathering spot, serving as the site of a summer concert series, the town’s annual Halloween and holiday tree-lighting festivals, the GreenStage Guilford Live music festival and a variety of other programs throughout the year. “People come from all around for these events,” says Stephens. And don’t be too surprised if exotic animals suddenly appear on the Green, as a local anonymous artist periodically places two-dimensional (although quite lifelike) replicas of polar bears, penguins and other Arctic-dwelling animals on the Green to celebrate the season’s first snowfall. After residents have had a chance to see the art installation, the animals are auctioned off to benefit Meals and Wheels.
Serene beachside park located at Jacob's Beach in Guilford overlooking a tranquil sandy beach.
Bittner Park in Guilford features calm areas to host picnics with the family.
Serene landscape of Guilford showcasing a tranquil marsh with golden tall grass.
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Top-rated schools
The Guilford Public Schools district earns an overall grade of A from Niche, and the area’s exceptional schools include A. W. Cox Elementary, Adams Middle and Guilford High School, all of which earn an A from Niche. Students at Guilford High School have the opportunity to participate with more than 35 school-sponsored clubs, can audition for the school’s award-winning theater program and have the opportunity to play more than 15 varsity-level sports. There are also several renowned private schools in the area, including nearby Choate Rosemary Hall, ranked as the best private school in the state by Niche, which gives it an A-plus rating.
Guilford Lakes School is conveniently located on Maupas Road.
Students are proud to call Guilford High School their place for learning.
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From 18th century colonials to modern homes
Guilford has the distinction of being home to one of the largest collections of historic homes in New England, including the 1693 Henry Whitfield House, that today serves as a museum. The Whitfield House is the oldest house in Connecticut and the oldest stone dwelling built by North American settlers. And while buyers will find homes here for sale that were built as far back as the 18th century, there are plenty of options for those who prefer new construction, too. The median price in the area is $590,000, and buyers should expect to pay an average of $341 per square foot. A two-bedroom/two-bathroom ranch-style home in need of some TLC can sell for as low as $200,000, and prices can go up to nearly $6 million for a four-bedroom/three-bathroom colonial on a private waterfront peninsula with a private beach.
Picturesque Colonial style home in Guilford with a vibrant blue door and a cozy porch.
Two story home in Guilford with a neat driveway and a calm street in the foreground.
Modern home in Guilford with a manicured lawn and a calm ambiance in the background.
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Plentiful options for shopping and dining
With Big Y located in the center of town, residents don’t have to drive far for grocery shopping trips, and Bishop’s Orchards offers the opportunity for visitors to pick their own fruit in-season, typically from June through October. Walmart is located next to Big Y for any home necessities. Downtown Guilford has an array of local boutiques and shopping opportunities, and the Connecticut Post Mall – the largest mall in the state – is located in Milford, just over 20 miles away.
When dining out, Guilford Mooring is a popular destination for fresh seafood served in a waterfront setting. For a little more upscale occasion, Chapter One is well-known for exceptional service and a wide-ranging menu featuring burgers, steaks and seafood, as well as vegetarian and vegan options. And for a little grab-and-go, Cinco de Mayo Food Truck located at the north end of Guilford Town Green prepares well-known Mexican favorites for a relaxing lunch in the park.
Residents of Guilford enjoy strolling on vibrant streets featuring quaint local businesses.
Lobster Pound in Guilford is known for their incredible Hot Lobster Roll.
Charming town of Guilford as pedestrians stroll past boutique storefronts.
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Getting out of town
Commuters here have easy access to Interstate 95, which bisects the middle of Guilford, make the 16-mile trip to New Haven. Alternatively, the CTrail Shore Line East train leaves from the Guilford Station, with service to New Haven taking about 20 minutes, where riders can connect to trains going south to New York City or north to Boston.
Guilford Train Station offers residents direct access to neighboring towns and cities.
Guilford Train Station provides easy commuting for residents into New Haven.
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Photography Contributed By
Fabio Riso
Video By
Matthew Bloch
Interested in learning more about homes in this area?
Reach out to
David Brewster,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
On average, homes in Guilford, CT sell after 71 days on the market compared to the national average of 56 days. The median sale price for homes in Guilford, CT over the last 12 months is $635,000, up 4% from the median home sale price over the previous 12 months.
Peaceful living awaits in this charming 4-bedroom, 2-bath home in shoreline, Guilford with access to Lake Quonnipaug, where the soothing sounds of the nearby creek create a relaxing setting year-round. Inside, hardwood floors flow throughout most of the home, adding warmth and timeless appeal. The living room showcases a striking stone fireplace with a reclaimed 150-year-old barn door feature,
This approximately 3,000 square foot house sits on nearly 1 acre of lush, tranquil land. The property features a charming exterior with an inviting entryway, surrounded by well-maintained landscaping and greenery. The spacious lot provides ample room for outdoor living and recreation, creating a peaceful retreat from the everyday. The home's interior offers four bedrooms and two and a half
Step inside this well maintained three-bedroom, two-bath raised ranch, located in the desirable town of Guilford. The main level offers a warm and welcoming living room, three well-appointed bedrooms, a full bath, and the convenience of a main-level laundry area, providing both comfort and functionality. The spacious eat-in kitchen features direct access to a two-level deck overlooking an
Own your own little oasis! Set back in the woods of guilford on 3.5 acres you have a ton of privacy with this impressive home. As you walk in, you are greeted by a spacious living room which features a new addition making this large room great for entertaining. Throughout the dining room and kitchen you see flawless finishes adding to the newly renovated kitchen with a propane gas cook top and
Peaceful living awaits in this charming 4-bedroom, 2-bath home in shoreline, Guilford with access to Lake Quonnipaug, where the soothing sounds of the nearby creek create a relaxing setting year-round. Inside, hardwood floors flow throughout most of the home, adding warmth and timeless appeal. The living room showcases a striking stone fireplace with a reclaimed 150-year-old barn door feature,
1.62 acre wooded lot located between Boston Street and Route 1, on the corner of Prebble & Requa Circle. Minutes to I95, 20 minutes to New Haven and 1 1/2 hours to New York City. Walkable to downtown Guilford, the historic Guilford Green, boutique shopping, and restaurants. Seller makes no representations as to the feasibility of obtaining approvals for construction or development. Buyer to
This 36-ft dock with unobstructed south-facing views of LI Sound, in the Guilford Yacht Club, is located on the protected West River in the charmingly historic town of Guilford CT. Not only does ownership of the dock provide you with a safe and easily accessible haven for your boat, but it also gives you and your family access to the spacious clubhouse, the heated pool with showers, and tennis
Discover the vibrant energy of the historic town green just outside your doorstep. The inviting sidewalk guides you to the lively center, only 600 yards away. There, you'll find a treasure trove of quaint shops, restaurants, the recreational center, and cozy coffee spots to enjoy. Join in the community spirit at concerts and local events, and explore the area's rich history and character-all
Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant
Mixed-use property (convertible to full commercial or multi units with town permits) 2,005 sq ft total / 1,672 sq ft finished living space..30 acre lot with generous parking (10+ vehicles) Year built: 1893 with numerous modern updates. Rare to find a house in Guilford with "city water". First Floor: Professional medical office 4 office spaces + half bath. Second Floor: 1-bedroom, living room,
Perfectly sited on 2.75 private acres overlooking a sweeping lawn, this distinguished Georgian Revival home makes an unforgettable first impression, approached by a circular driveway that creates a true sense of arrival. Recently refreshed with newly painted interiors and enhanced landscaping, the property presents beautifully from the moment you enter. Once a Connecticut Designer Showhouse, the
This approximately 3,000 square foot house sits on nearly 1 acre of lush, tranquil land. The property features a charming exterior with an inviting entryway, surrounded by well-maintained landscaping and greenery. The spacious lot provides ample room for outdoor living and recreation, creating a peaceful retreat from the everyday. The home's interior offers four bedrooms and two and a half
New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages. Walking distance to town. 3 models to pick from with various locations throughout subdivision.
Welcome to 59 Hoadley Creek Circle, a beautifully updated Cape-style home set on nearly an acre of private, wooded property in one of Guilford's most desirable neighborhoods. Combining classic New England charm with modern upgrades, this move-in-ready residence offers the perfect balance of comfort, style, and convenience. Recent improvements include a new roof, a stunning renovated kitchen,
Welcome to 12 Village Circle! An "Under Construction" end unit 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. 18 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
Available early August in Guilford. Furnished or unfurnished. Self contained very private one bedroom apartment above garage. Quiet Podunk Rd neighborhood. 7 minutes drive to downtown Guilford/Madison/ Hammonasset Beach and across from miles of East River Preserve trails. Private patio. Full garage bay and separate parking. Loads of storage. Full access to gorgeous pool. Laundry facilities
Welcome to your future home in Guilford Center, located in the charming town of Guilford, CT. This property offers a perfect blend of convenience and comfort, with nearby access to several great restaurants and department stores, all within a short distance. Plus, with LIVation just 10 minutes away, you’ll enjoy easy access to recreational activities.This inviting property features
Recently renovated 1400 sq ft/one private bedroom, bath, upcoming KITCHEN and living room space in a 5 bedroom home. Space is located in lower level with direct access to one acre yard. Available August at $1900 per month, short or long term including Internet, TV and untilities. Ideal for a couple or 1 adult. 4 miles to nearby JACOBS beach Approximately 3 miles to the center of town/Guildford
Academic unfurnished Rental, lease will end on Jun 30 2027.Come see this updated second floor 2 bedroom efficiency apartment just a minute walk to the beautiful Guilford town green, shops and restaurants. Bright, sun filled rooms. A huge backyard for privacy. Off street parking.2 months security deposit, if applicable Owners are willing to talk about short-term rental for tenants if need be
Property Id: 2312568 Combining living and working space, this unit offers a unique opportunity to find the perfect work/life balance. Save time by eliminating your commute, enjoy the flexibility to work on your own schedule, save money by combining housing and office space expenses. Luxurious 1,800 sq. ft. residential 2 bedroom, 2 full bath, 2 car attached heated garage home offers
Guilford Lakes 4 bredroom, 2.5 bath yearly rental available for July 1st move in. This wonderful colonial situated on a cul-de-sac with beach rights offers 2300 square feet of living space. A formal living room, dining room, huge eat-in kitchen, family room with a fireplace and access to the deck, half-bath and a the two-car garage. Upstairs is 4-bedrooms, 2-full baths and a walk-up attic.
Property Id: 2312570 Newly remodeled 2 bedroom apartment featuring spacious bedrooms, walk-in closets, en-suite baths, chef's kitchen with high end appliances, granite counter tops, office/den. Experience impeccable craftsmanship in our elegant village luxury apartments and town homes bordering a land preserve. The moment you enter this whimsical retreat, you'll feel an immediate sense of
Discover the perfect blend of antique charm and modern convenience at 50 Ledge Hill Road. This delightfully updated and maintained antique colonial is available for annual rental, offering a truly peaceful and picturesque retreat on six and a half acres of serene land. Despite the feeling of total privacy and seclusion, you'll remain conveniently located within a fifteen-minute drive of all local
ACADEMIC RENTAL. Welcome to 32 Sheep Pasture Road - a three bedroom, two bath ranch conveniently located close to everything and offering privacy in a wooded setting. Recently renovated, the open floor plan flows nicely from the foyer into the living room, dining area and kitchen. The sun room leads to the patio and private backyard. The bedrooms are nicely sized and share a hall bath with
Enjoy comfortable, easy living in this newly constructed, fully furnished one-bedroom apartment, thoughtfully designed with both style and functionality in mind. Filled with natural light, the apartment features a private entrance leading upstairs to an open-concept living and dining area with vaulted ceilings, big screen TV and a spacious, fully equipped kitchen. The generous bedroom includes a
Completely renovated 1 Bedroom Unit just minutes from the historic Guilford Green. This first-floor Unit B features gleaming hardwood floors, a beautifully updated kitchen with granite countertops, renovated full bathroom, and the convenience of an in-unit washer and dryer. Ideally located just moments from town beach, library, shopping, dining, and I-95, offering the perfect blend of charm and
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