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.

Newest Homes for Sale in Guilford, CT

143 Ironwood Rd, 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

173 Highwoods Dr, Guilford
$1,825,000
5 Beds ⋅ 9 Baths ⋅ 24208638 MLS
A LEGENDARY GUILFORD ESTATE-where extraordinary history, artistry, architecture, & modern luxury converge. One of New England's most exceptional restorations, the Pitkin House is a remarkable 18th-century treasure set privately on nearly 4 acres of mature trees, stone walls, manicured lawns, enchanting gardens, & extraordinary recreational amenities. Originally constructed in East Hartford, the principal 1764 residence incorporates a circa-1660 ell & was meticulously dismantled & reassembled at this coveted Guilford setting in 1955. Recognized on the National Register of Historic Places, this remarkable property has been lovingly transformed for today's lifestyle while preserving its irreplaceable character & craftsmanship. Inside, more than 5,500sf unfolds across three levels w/ an exceptional collection of architectural details, including original wide-plank floors, massive hand-hewn beams, exquisite paneling, period millwork, & 8 fireplaces. The sophisticated kitchen blends custom cabinetry, granite countertops, center island, double ovens, skylights, breakfast area, built-in hutches, & butler's pantry. Formal dining & living rooms provide elegant settings for entertaining, while the extraordinary family room features 18-inch-wide original hemlock floorboards, monumental beams, French doors to the grounds, & a spectacular copper-hooded fireplace. Perhaps the home's most magical spaces are the garden room & 440sf octagonal solarium. ***CONTINUED***

173 Highwoods Dr, Guilford

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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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