6 Beds /
5 Baths
/ 5354 SqFt
Waterfront.. Sachems Head – Welcome to a Unique opportunity to purchase some of the finest waterfront properties to ever become available on the entire Connecticut Shoreline. Combined 3 properties span 13.03 rolling green Acres w/1900 feet of waterfront, 3 Docks, Boat Lift, …
4 Beds /
8 Baths
/ 8070 SqFt
Privately nestled high on 4+ sweeping acres, in the prestigious, yet quietly refined, Sachem’s Head enclave in Guilford, CT, this 2012 modern Mediterranean residence commands panoramic views of Long Island Sound. Grand yet classic interiors unfold in tasteful Palm Beach-insp…
6 Beds /
6 Baths
/ 6216 SqFt
Eagleview at Guilford – Where Luxury Meets Lifestyle. Discover Guilford’s newest luxury coastal condominium community, where superior craftsmanship, modern design, and breathtaking views of Long Island Sound redefine Connecticut shoreline living. Whether you’re enjoying a su…
3 Beds /
3 Baths
/ 2891 SqFt
Custom built with exceptional craftsmanship and attention to detail, this stunning coastal-area estate sits on one of the largest properties in the neighborhood with water views from every room, three separate deeds totaling approximately two acres, including two separate wa…
3 Beds /
3 Baths
/ 2983 SqFt
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…
4 Beds /
5 Baths
/ 5620 SqFt
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 leisu…
3 Beds /
3 Baths
/ 2969 SqFt
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 …
5 Beds /
9 Baths
/ 5414 SqFt
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,…
4 Beds /
4 Baths
/ 2762 SqFt
Welcome to Waystone Farm, an award-winning, energy-efficient 8+ acre mini-estate and potential horse property. Proud winner of the 2016 Highly Insulated Passive House Standard Award, this estate masterfully blends sustainability with luxury living.The main residence features…
5 Beds /
4 Baths
/ 6328 SqFt
Architecturally distinctive and beautifully sited on 2.11 private acres, this five-level contemporary offers more than 5,200 square feet of flexible living space plus a separate 862 square foot guest house. The main residence features five bedrooms, multiple gathering spaces…
3 Beds /
3 Baths
/ 3024 SqFt
The John Collins II House at 205 State Street is recognized as one of the finest colonial homes in Historic Guilford. Built in 1707, this handsome saltbox has been thoughtfully restored and updated while preserving its extraordinary historic character. Since 2005, the owners…
5 Beds /
5 Baths
/ 4786 SqFt
A distinguished Colonial with a sophisticated twist, this exceptional 5-bedroom, 4.5-bath residence beautifully blends timeless elegance with remarkable versatility. Privately nestled on nearly 2 professionally manicured acres at the end of a coveted cul-de-sac, the home wel…
4 Beds /
4 Baths
/ 2966 SqFt
Discover the vibrant energy of the historic town green just outside your doorstep. The inviting sidewalk guides you to the lively center, only 600 yards away. There, you’ll find a treasure trove of quaint shops, restaurants, the recreational center, and cozy coffee spots to …
2 Beds /
2 Baths
/ 1893 SqFt
Just steps from Guilford’s historic town green, vibrant boutiques, and gourmet dining-and a short stroll to the town marina and train station-The Residences at 66 High Street offers an extraordinary blend of historic character & cosmopolitan luxury in the award-winning compl…
3 Beds /
4 Baths
/ 3645 SqFt
Welcome to 212 Mulberry Point Road, a distinctive contemporary coastal retreat in a cul-de-sac neighborhood offering rare acreage in one of Guilford’s most coveted shoreline areas. Beautifully landscaped, with an emphasis on privacy, the property is designed for exceptional …
6 Beds /
3 Baths
/ 3833 SqFt
Located just off the Guilford Green and across from the Guilford Community Center, this exceptional property enjoys one of Guilford’s most desirable in-town locations, with convenient access to restaurants, boutique shopping, cafes, the library, year-round community events, …
3 Beds /
3 Baths
/ 2920 SqFt
SO CLOSE TO TOWN! Rare opportunity to own NEW CONSTRUCTION south of Boston Post Road and close to the Guilford Center. This quality built Colonial offers a stylish from porch and is set back from the street for privacy. Professionally landscaped with dramatic hardscape featu…
4 Beds /
4 Baths
/ 3774 SqFt
Sophisticated and elegant hip roof colonial, built in 2005, 1st floor 9+’ ceilings, 8+’ ceilings or cathedrals on 2nd floor, HW flooring and tile, all spacious rooms, oversized windows through out, classic front and back staircases, walk-up attic, cherry cabinets with granit…
4 Beds /
4 Baths
/ 3616 SqFt
Welcome to 45 Deerfield Drive, three acres of prime Guilford real estate. Situated on a desirable cul-de-sac, 45 Deerfield Drive offers a sense of space and privacy that is becoming increasingly hard to find. This beautifully 4-bedroom Colonial is uniquely positioned borderi…
5 Beds /
3 Baths
/ 2879 SqFt
Coming soon….. Historic Charm, Modern Living – On 3+ Acres in Guilford If you’ve been searching for something truly different, this is it. This beautifully crafted 1700s reproduction home sits on over three peaceful acres and stands alone as a property with no comparable…
4 Beds /
4 Baths
/ 2392 SqFt
One-of-a-Kind Opportunity in Guilford! Rarely available, this 4-unit multi-family property is ideally located on a large in-town lot in the beautiful shoreline community of Guilford. Built in 1900 and offering 2,392 sq. ft. of living space, the property features one 2-bedroo…
2 Beds /
3 Baths
/ 2197 SqFt
Welcome to 24 Village Circle! An "Under Construction" end unit in Guilford’s newest luxury community, Village on State. This development features 25 – 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 24 Villa…
4 Beds /
3 Baths
/ 2814 SqFt
Here is your opportunity to build this beautifully designed 2,814 sq ft Cape-style home privately situated on a rear lot! This thoughtfully crafted To Be Built home blends classic New England charm with today’s clean farmhouse aesthetic – board-and-batten accents, striking b…
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This site was last updated Oct 14 2026 1:19:27 pm.