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

$2,995,000
3 Beds ⋅ 3 Baths ⋅ 24155789 MLS ⋅ The Residences At 66 High Street BLDG.
Exquisitely reimagined with uncompromising attention to detail, this exceptional upper-level residence at The Residences at 66 High Street presents refined luxury in a premier in-town setting. Originally created by seamlessly merging two units, the owner collaborated with an interior designer, contractor, and master craftspeople to conceive a truly one-of-a-kind, fully customized home. The result is an expansive and impeccably executed "double" residence in the Leete Building offering approximately 3,000 square feet of meticulously maintained, sophisticated living space designed for both grand entertaining and effortless everyday comfort. A gracious living room anchored by a gas fireplace and a mounted 150-year old half hull ship model, flows seamlessly into a dining area with access to a private balcony; creating the perfect backdrop for intimate evenings or lively gatherings. The chef's kitchen and custom millwork throughout showcase superior craftsmanship, bespoke built-ins, and curated finishes of the highest caliber. The master bedroom suite is a private sanctuary, complete with its own fireplace, a dedicated office with built-in shelves, file drawers and cabinets for remote work, private balcony, a spa-inspired bath appointed with luxury fittings and steam shower, and two walk-in closets. Two additional bedrooms and beautifully designed full baths provide comfort and flexibility for guests.

66 High St Unit 38, Guilford
$2,650,000
4 Beds ⋅ 5 Baths ⋅ 24181939 MLS
Welcome to your private coastal sanctuary in the prestigious Sachem Head area of Guilford. This 5,620 sqft estate is a masterclass in luxury living, set on 2.31 wooded waterfront acres. Come up the gated driveway and step inside to discover a home designed for ultimate leisure. The living room features a bespoke custom mural and a stunning aquarium, serving as a mesmerizing feature next to French doors leading to the patio. Entertain effortlessly in your private home theatre, escape to your sauna tucked under the stairs, cook in the gourmet Wolf kitchen, or retreat to the office, where a bookshelf conceals a secret closet. The outdoor experience is unmatched. The custom pool area, equipped with an outdoor kitchen and pizza oven, is a resort-style masterpiece, featuring two integrated hot tubs and a dramatic infinity edge that blurs the line between water and nature. A heated walkway from the first-floor bathroom leads you straight to one of the hot tubs for year-round use. This home is thoughtfully designed for pet owners, featuring a dog door, dog washing station in the garage, and wiring for an electric fence to keep your companions safe. Modern sophistication meets comfort with a 2.5-bay attached garage, a Lutron Homeworks lighting system, a Crestron audio system, and a 2025 security installation. Recent mechanical updates including a 2023 furnace and serviced air handlers, ensure peak efficiency. Experience luxury at 76 Sachem Head Road. Schedule a private showing today.

76 Sachem Head Rd, Guilford
$1,995,000
3 Beds ⋅ 3 Baths ⋅ 24186090 MLS
PRIVACY, VIEWS AND ONE LEVEL LIVING. Situated at the end of a cul-de-sac in highly desirable Sachems Head, this charming property captures breathtaking views of the marshlands and Sachems Head harbor. The home, extensively renovated by renown housewright Skip Broom, has an impressive vaulted ceiling living room with a wood-burning fireplace, beautiful oak bookcases and opens to a spacious dining room. Both rooms have access to a large, recently updated deck, perfect for entertaining or simply taking in the expansive scenery. This level also features three bedrooms, including a primary suite with a bathroom, abundant closet space and a private balcony overlooking the view. The other two bedrooms - one currently used as a den/office - share a full family bath. An eat-in kitchen and a separate laundry room complete this level making it ideal for easy one floor living. On the lower level, a guest suite has its own living room with fireplace, a full bath, a room for overflow guests and access to an outdoor sitting area. There's also an attached two car garage with ample storage space.

473 Colonial Rd, Guilford
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