Five February Listings Showcase Guilford Real Estate From $665K to $2.95M

From a North Guilford farmhouse with horse stalls to a Sachem Head estate with an infinity pool, new listings span the shoreline town's full range

Last updatedFebruary 26, 2026
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Five Properties Highlight Guilford's Housing Range

Guilford's real estate market is offering buyers a wide range of options this February, with five new listings spanning from a $665,000 farmhouse to a $2.95 million resort-style estate. The properties, which appeared on listing platforms throughout the month, highlight the shoreline town's mix of historic character and upscale new development.

The listings stretch across North Guilford's rural landscape, the town's historic downtown corridor, and the coastal enclave of Sachem Head, representing some of the more distinctive options currently available in one of Connecticut's most desirable shoreline communities.

Historic Guilford Farmhouse at 154 Wilburs Lane

The most affordable of the group is a home built in 1900 at 154 Wilburs Lane in North Guilford, listed at $665,000, according to MLS records. The property features five bedrooms, two bathrooms, and 3,629 square feet of living space on more than 4.5 acres.

The home sits at the end of a shared private drive and includes an attached barn with five garage bays, two horse box stalls, and a walk-up attic. Inside, the home features freshly refinished hardwood floors, a fieldstone fireplace set beneath a cathedral ceiling with wooden beams, a built-in bookcase, and a large versatile studio or den, according to the listing. The property is about eight minutes from Guilford's town center and 16 miles from New Haven.

New Colonial in Mountain View Subdivision

A newly built colonial at 4 Jans Way is listed at $1,025,000 in the Mountain View subdivision, a seven-lot development off Durham Lane in North Guilford. The three-bedroom, three-bathroom home spans 3,600 square feet on a 1.9-acre lot, according to listing data.

Mountain View is positioned near Lake Quonnipaug and the Bluff Head hiking trails, with each homesite set along a quiet cul-de-sac designed to take advantage of the surrounding views along Jans Way, according to Berkshire Hathaway HomeServices New England Properties, which is marketing the development. The subdivision represents one of Guilford's newer residential projects, adding modern construction to a town known largely for its historic housing stock.

Luxury Condo at The Residences at 66 High Street

A unit at The Residences at 66 High Street, a luxury condominium complex in downtown Guilford, is listed at $1,750,000, according to listing records. The unit features two bedrooms, two bathrooms, and approximately 1,970 square feet within the historic redevelopment complex.

The Residences at 66 High Street transformed a landmark Guilford property into upscale condominiums with open floor plans, soaring ceilings, and crown moldings. The complex offers views of the salt marsh and Long Island Sound while sitting steps from the shops and restaurants surrounding Guilford's historic town green, according to the development's website. A separate unit at the complex recently sold for close to $2 million, according to listing records.

$2.95 Million Estate on Sachem Head Road

The highest-priced listing is a resort-style estate at 76 Sachem Head Road, on the market for $2,950,000. Built in 2004, the gated property includes four bedrooms, four and a half bathrooms, and 5,620 square feet on 2.3 professionally landscaped acres.

The home is perched above Sachem Head Road with views over a saltwater tidal marsh and features an infinity pool, dual spas, an outdoor pizza oven, and a bar area surrounded by grape vine-adorned gates, according to the listing. The property is described as a short bike ride from Guilford's town center, combining waterfront proximity with resort-level outdoor amenities.

A Snapshot of Guilford's Market

The five listings paint a picture of Guilford's layered housing market, where century-old farmhouses on multi-acre parcels coexist with million-dollar new construction and luxury condo living. Prices on these properties alone range from the mid-$600,000s to nearly $3 million, reflecting the broad appeal of a town that offers both rural acreage in North Guilford and walkable downtown living near the shoreline.

Guilford, located along the Connecticut coast about 15 miles east of New Haven, has long drawn buyers with its historic town green, strong school system, and proximity to Long Island Sound. These February listings offer a cross-section of what's currently available for those looking to buy in the shoreline community.

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