Guilford Real Estate

Guilford, CT Homes for Sale

Guilford, CT homes for sale range from roughly $350,000 for older capes near the town center to more than $1.5 million for shoreline properties along Long Island Sound. Dave Jones Realty has tracked this market for decades, guiding buyers through everything from antique colonials around the historic Guilford Green to newer construction north of Route 1. Guilford sits about 20 minutes east of New Haven along Interstate 95, giving commuters shoreline living with reasonable access to city employment and Yale University.

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Home Styles and Price Ranges

Guilford's housing stock spans three centuries, from restored 18th-century colonials near the Guilford Green to mid-century capes and ranches priced between $350,000 and $550,000. Larger colonials and newer construction north of Route 1 typically list between $600,000 and $950,000, with lots ranging from a quarter acre to over an acre. Waterfront and water-view homes along the Long Island Sound shoreline regularly exceed $1.5 million. Antique homes around the town center often sit on smaller village lots under half an acre.

Neighborhoods

Guilford Green and Village Center

The Guilford Green anchors the town's historic district, surrounded by colonial and Federal-style homes dating to the 1700s and 1800s. Homes near the Green place buyers within walking distance of shops, restaurants, and the Guilford train station on the Shore Line East line.

Sachem's Head and Mulberry Point

Sachem's Head and Mulberry Point hold Guilford's premier shoreline properties along Long Island Sound, where water-view and waterfront homes command the town's highest prices. These coastal areas feature larger custom homes and deep-water access.

Daily Life

Guilford students attend Guilford Public Schools, including Guilford High School, which is zoned for the entire town. Interstate 95 and Route 1 run east to west through Guilford, putting downtown New Haven roughly 20 minutes west by car. Shore Line East commuter rail connects Guilford to New Haven and beyond. Jacobs Beach and the Guilford town marina offer summer waterfront access, and the East River and West River provide kayaking and salt marsh views.

Working With a Local Agent

Dave Jones Realty has represented buyers and sellers throughout Guilford, from village-center antiques to Sachem's Head shoreline homes, offering direct market comparison across the town's distinct price tiers.

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Newest Homes for Sale in Guilford, CT

$729,900
3 Beds ⋅ 2 Baths ⋅ 24186957 MLS ⋅ Long Hill Farm BLDG.
Welcome to Long Hill Farm - where everyday life feels a little like a fairytale. Tucked into the serene Guilford countryside, this free-standing residence has been lovingly remodeled to deliver a lifestyle you'll adore: a rare blend of privacy, luxury, and easy, joyful living, all anchored by a private heated in-ground pool that feels like your very own slice of paradise. Step inside, where gleaming new hardwood floors flow throughout the majority of the home. The graceful open floor plan gathers the living and dining spaces around a crackling wood-burning fireplace - the kind of spot made for slow mornings and storybook evenings. The primary suite is a dreamy retreat all its own, crowned by a soaring cathedral ceiling with exposed beams, a walk-in closet, full bath, and glass sliders that invite the outdoors in. A second bedroom and full bath complete the main level, while a third bedroom charms with custom built-ins and a private balcony. Up above, a spacious loft floats over the living room, perfect for curling up with a good book. Wrapped in lush greenery and mature trees yet just minutes to Route 1, commuter rail, and the historic Guilford Green - and perfectly poised between New York City and Boston - this is shoreline-adjacent living at its most enchanting. A turn-key sanctuary you'll be proud, and delighted, to call home. Note AC is being replaced

20 Long Hill Farm, Guilford
$725,000
3 Beds ⋅ 3 Baths ⋅ 24193021 MLS
Back on the market through no fault of the home the previous buyers' financing fell through. A full inspection was completed with no requests made. Their loss is your second chance.Tucked at the end of a quiet cul-de-sac on 1.4 private acres, this one-owner Guilford Colonial has been waiting 38 years for its second chapter and it's ready to tell a new story. Start your mornings on the covered back porch, coffee in hand, ceiling fans turning, watching the yard wake up and end summer nights out there too, because this porch is where this house does its living. Inside, the open-concept kitchen anchors it all: granite island, stainless appliances, and a sightline that runs straight to the brick fireplace in the family room, so whoever's cooking never misses a moment. When the weather turns, this is a cozy-nights-by-the-fire kind of home. The flexible main level keeps up with real life a bonus room off the dining area ready to become a walk-in pantry or office, and a den with half bath that could be a second office, opening to a 675 sq ft studio that's begging to be a home gym, workshop, creative space, or garage once again. Upstairs, the freshly painted primary suite with brand-new carpet stretches nearly 40 feet sitting room, walk-in closet, private laundry, full bath, and French doors to your own balcony over the treetops. Two additional bedrooms serviced by an updated full bath, a floored walk-up attic, central air (2025), and 3,300+ sq ft of room to grow.

7 Bailey Dr, Guilford
$719,900
4 Beds ⋅ 3 Baths ⋅ 24192692 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
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