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

$875,000
3 Beds 3 Baths 24205909 MLS
A nature lover's paradise on 2.15 private acres, 4 Chasse Drive pairs total seclusion with close proximity to everything the shoreline has to offer. One mile to the Guilford Green, minutes to the beaches, hiking trails, and easy highway and train access, the property is still screened from the road by mature plantings and a private drive that feels like a retreat the moment you turn in. An English garden greets you at the top of the driveway, and the back of the property cascades with trees, creating a natural setting for gatherings or a quiet night by the fire pit. Inside, just under 3,000 square feet unfolds across a modern, light-filled floor plan with hardwood floors throughout. An oversized, sun-filled entryway offers a view of the grounds through the front door. A generous sitting room sits just to the left of the entry, flowing into a formal dining room with wainscoting, which continues into the bright eat-in kitchen. French doors off the kitchen lead to the expansive deck attached to the screened-in porch, and sliders from the porch open into the family room. A study attached to the family room completes the circuit back to the front entry, ideal as a home office. Upstairs, an oversized, bright landing leads to a clean laundry closet. The primary suite, a genuine retreat, features its own private deck overlooking the backyard, two closets including a walk-in, and a newly remodeled spa-like bathroom with a glass-door walk-in shower, soaking tub, & dbl sink vanity.

4 Chasse Dr, Guilford

$875,000
3 Beds 3 Baths 24177868 MLS
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 perfection. Tucked within the intimate, private Mountain View subdivision, an enclave of just seven distinguished residences, this stunning home masterfully blends privacy, luxury, and modern comfort in one of North Guilford's most sought-after settings. The sun-filled, open-concept main level is designed to impress, showcasing a gourmet kitchen and expansive great room that flow effortlessly together, ideal for entertaining and everyday living alike. A dedicated home office delivers the ultimate work-from-home retreat, while a chic powder room completes the first floor. Upstairs, your stunning primary suite awaits - a true sanctuary boasting a generous walk-in closet and spa-inspired en-suite bath featuring a deep soaking tub and oversized walk-in shower. Two additional well-appointed bedrooms, a full bath, and the incredibly convenient second-floor laundry round out the upper level, spacious additional room awaits your personal vision. The bright finished walk-out basement expands your living possibilities. Oversized two-car garage. Perfectly situated in the vibrant town of Guilford .

4 Jans Way, Guilford

$825,000
2 Beds 3 Baths 24188733 MLS
Historic Charm Meets Exceptional Investment Opportunity in the Heart of Guilford Steeped in history and ideally located just steps from the iconic Guilford Green, this beautifully maintained circa-1850 Greek Revival property offers a rare opportunity to own one of downtown Guilford's most distinctive two-family residences. Once a single family rectory for the neighboring church, this landmark home has been thoughtfully converted into two spacious apartments while preserving its timeless architectural character. The first-floor residence features an inviting living room highlighted by a sun-filled bay window, a generous bedroom, an eat-in kitchen with direct access to a covered rear deck, a full bath complete with both a jetted tub and separate shower, and an additional dining room that easily functions as a home office, den, or guest room. Beautiful hardwood floors add warmth and character throughout the main living spaces. The second-floor apartment offers an open living and dining area, a spacious bedroom with ample closet space, an eat-in kitchen, a full bath with jetted tub and separate shower, an additional half bath with in-unit laundry, and a finished loft for additional living space, ideal for a home office or bedrooms. Major improvements include updated electrical, plumbing, and insulation, along with a complete exterior renovation completed in 2022, updated kitchens & appliances, with new radon system. Both units have ability for additional bedrooms.

165 Whitfield St, Guilford

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