$770,694Average Value$381Average 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
Mary Beth Grasso,
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 70 days on the market compared to the national average of 55 days. The median sale price for homes in Guilford, CT over the last 12 months is $635,000, up 1% 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,
Welcome to Jans Way - Where Luxury Meets Lifestyle in the Heart of North Guilford this breathtaking brand-new Colonial is the new construction opportunity you've been waiting for, offering an impressive 2,734 square feet of beautifully designed living space plus an additional 900 square feet of fully finished walk-out basement, totaling an extraordinary 3,634 square feet of move-in ready
Beautifully maintained and spacious, this oversized 3-bedroom, 2.5-bath raised ranch offers over 2,500 sq ft of living space and rests on a level Guilford property. Light and bright throughout, the main level features an open floor plan with a fireplaced living room flowing into the dining room with crown molding, a bay window and beautiful new hardwood floors in the living spaces. The kitchen
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
Experience the perfect fusion of timeless distinction and modern elegance in this well-maintained home, where original architectural craftsmanship has been beautifully preserved, and recent updates have brought a fresh, stylish feel to the space. Inside, you'll discover an inviting and versatile residence with numerous unique features that make this property truly one-of-a-kind. Enjoy the warm
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
Live the lifestyle-a fantastic condo alternative with zero HOA fees! This completely renovated with unique touches, 1916 Cape Cod offers water views AND a truly prime location just ONE HALF MILE from Guilford Green's charming shopping, fine dining of all types, and historic churches with scenic views of the West River and surrounding salt meadows. Inside light-filled spaces showcase the bright
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,
Here is your opportunity to build this beautifully designed 2,814 sq ft Cape-style home privately situated on a rear lot! This thoughtfully crafted To Be Built home blends classic New England charm with today's clean farmhouse aesthetic - board-and-batten accents, striking black windows, and timeless architectural lines. The open-concept main level is designed for today's lifestyle, featuring a
Historic 1856 Octagon Home Just One Block from the Iconic Guilford Green. Rarely does a home of such architectural distinction and prime location become available. Crafted in 1859 by renowned local builder Edwin A. Leete, this landmark 4-bedroom, 2.5-bath octagonal residence offers a extraordinary blend of mid-19th-century character and seamless modern comfort-all just a single block from the
Opportunity knocks just a short block and a half from the water! This 2-bedroom, 2-bath home offers 1,126 square feet in a quiet setting near private West Lake. Enjoy deeded beach rights with access to the beach, dock, swimming area, and kayak racks. A charming picket fence, covered porch, and wraparound deck create inviting outdoor spaces for morning coffee, afternoon relaxation, and evening
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 River Colony Road, offering easy one-level living in a beautiful and convenient setting. This inviting home features a stunning high-end European-style kitchen with Bosch appliances, sleek cabinetry, and plenty of space for dining and entertaining. European-style windows and a new sliding door fill the home with natural light. Step outside to your private patio, perfect for
If you are looking for the perfect affordable Guilford CT rental close to town, shopping, hiking and highways - you need to stop what youre doing and call today for an appointment! Located in the popular and beautiful River Colony complex, this renovated 2nd floor unit is spacious and flooded with light! The updated kitchen has painted white cabinets, newer countertops and newer appliances.
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
ACADEMIC YEARLY RENTAL! Sachem's Head Association waterfront property. This is a well-designed, well-appointed, pristine history rich home. Facing Long Island Sound and backed by the tranquil South Bay, every corner of this home offers unmatched water views. Strategically situated to immerse you in the breathtaking beauty that surrounds it. The home has been updated to seamlessly provide all of
Featuring two bedrooms, one bathroom, and over 1400 square feet of living space, this home is the perfect place with an abundance of inviting space to call home. The lot is just over half an acre, providing plenty of space for outdoor activities and relaxation.This charming home features a spacious living room, perfect for relaxing or entertaining guests, and a bright, airy eat-in kitchen
Welcome to River Colony! Located near the West River, with an abundance of open space, this enclave of 59 units is a hidden gem in Guilford. It would be hard to find a more serene and tranquil setting, yet it is only a three minute drive to the historic Guilford Green with quaint shops and fine restaurants. This delightful second floor unit has recently been remodeled, stainless steel appliances
Academic rental. Immediately occupancy with lease ending no later than June 30,2027. Open to short term rentals. Light bright 1 bedroom efficiency just a few houses away from the stunning Guilfird Green. Private park like backyard. Off street parking.
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.
Riverside Retreat in the Heart of Guilford Escape to your own private sanctuary in this thoughtfully updated top-floor end unit, where the gentle sounds of the nearby river create the perfect soundtrack for daily life. Tucked away in a well-maintained boutique community, this serene haven offers the best of both worlds-peaceful riverside living with downtown Guilford just steps from your door.
Enjoy the ease of turnkey living in this newly constructed, fully furnished one-bedroom apartment, thoughtfully designed to combine modern style, comfort, and everyday convenience. A private entrance leads upstairs to a bright, open-concept living and dining space featuring vaulted ceilings, a large-screen TV, and a spacious, fully equipped kitchen-perfect for relaxing at home. The generously
Rare 1st floor unit with two bedrooms. Lots of light with two big sliders open to kitchen and living room. Beautiful views of tidal marsh with sweeping lawn from condo and private patio. Located close to the Guilford Green with vibrant shops, restaurants and events on the Green. Close to Jacobs Beach and town marina and train station where you can catch the Shoreline East train. Open floor plan.
Available October 1, 2026 through late May 2027. Set on 1.87 private, fenced acres on a quiet street, the home feels peaceful and tucked away while still being just minutes from I-95, shopping, dining, and the historic Guilford Green.The heart of the home is a dramatic post-and-beam great room with soaring ceilings, exposed timber beams, skylights, generous natural light, and a floor-to-ceiling
Furnished academic-year rental in Guilford, Connecticut - a newly built 3-bedroom, 2.5-bath home in a private beach association neighborhood on the Connecticut Shoreline, available September 2026 through May 2027. Turnkey and fully furnished: arrive with a suitcase. The open-concept main level features a renovated kitchen with quartz countertops, an oversized center island seating three,
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