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 /
5 Baths
/ 5475 SqFt
This is not simply waterfront living. This is a waterfront lifestyle unlike any other. Tucked within the coveted enclave of Sachem’s Head, this extraordinary estate commands direct Long Island Sound frontage with unobstructed harbor views and breathtaking sunsets. Masterfull…
6 Beds /
6 Baths
/ 6603 SqFt
Where New England architecture meets timeless elegance! Experience the pinnacle of shoreline living in this spectacular waterfront estate, perfectly positioned on a private, peninsula-like setting in Sachem’s Head community. Boasting breathtaking, panoramic views of Long Isl…
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…
3 Beds /
3 Baths
/ 3348 SqFt
Welcome to a truly exceptional living experience at The Residences at 66 High Street! This stunning three-bedroom, two-and-a-half-bathroom condo presents a rare opportunity for those seeking luxury and convenience in one of Guilford’s most desirable locations. Spanning an im…
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…
2 Beds /
2 Baths
/ 2080 SqFt
A rare opportunity to experience life at The Residences at 66 High Street – one of Guilford’s most celebrated luxury condominium communities. Situated in the Whitfield Building, this single-level residence enjoys one of the premier locations within the entire development and…
5 Beds /
9 Baths
/ 5414 SqFt
A MAGNIFICENT REVIVAL & TIMELESS BLEND OF SOMETHING OLD & SOMETHING NEW. One of the finest restorations in New England, the Pitkin mansion is a true historical treasure. Carefully dismantled & moved to its current site in 1955, the property is nestled within nearly 4 acres o…
4 Beds /
4 Baths
/ 2762 SqFt
Welcome to Waystone Farm, an award-winning, energy-efficient gentleman’s farm 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 ne…
4 Beds /
4 Baths
/ 3284 SqFt
Brand NEW CONSTRUCTION. Move in Ready! This modern, luxurious 3284sf, 4-bedroom, 3.5-bathroom home is designed to captivate. Located only 1.5 miles from the quintessential Guilford Town Green, you’ll enjoy the charm of local shops, restaurants, and a vibrant community. Plus,…
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 …
4 Beds /
5 Baths
/ 5267 SqFt
Perfectly sited on 2.75 private acres overlooking a sweeping lawn, this distinguished Georgian Revival estate makes an unforgettable first impression, approached by a circular driveway that creates a true sense of arrival. Recently refreshed with newly painted interiors and …
4 Beds /
4 Baths
/ 3819 SqFt
Welcome to 46 Laurel Cliffs Road, a home where every detail has been carefully considered to exceed your expectations. Nestled in a Guilford cul-de-sac enclave, this impeccably maintained 4-bedroom Colonial strikes the perfect balance between everyday comfort and timeless el…
5 Beds /
6 Baths
/ 6610 SqFt
43 Chestnut Grove.. offering approx. 6,700 sq ft with a prime location on a cul-de-sac street w/ 1.78 acres features a beautiful 2-story covered front entry featuring an arched opening, columns & woodwork/moldings throughout along with beautiful inlaid hardwood floors. At th…
4 Beds /
4 Baths
/ 2392 SqFt
Rare opportunity in Guilford! This home is currently used as a multifamily but can revert to a one family residence. Approximately 2400 sqft with the possibility of future expansion. Conveniently located close to Guilford’s Historic Green, shops, restaurants, beaches and sho…
7 Beds /
4 Baths
/ 3833 SqFt
The George W. Seward House – Circa 1888 A rare opportunity to own a piece of Guilford history. Known as the George W. Seward House, this distinguished Queen Anne Victorian residence was originally constructed in 1888 by prominent local builder George W. Seward, whose work h…
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 /
5 Baths
/ 3220 SqFt
Own your own little oasis! Set back in the woods of guilford on 3.5 acres you have a ton of privacy with this impressive home. As you walk in, you are greeted by a spacious living room which features a new addition making this large room great for entertaining. Throughout th…
4 Beds /
4 Baths
/ 3200 SqFt
Rarely do you find such a gem as the new construction on Blue Hills Dr! Nestled in a tranquil neighborhood at the end of a cul-de-sac and surrounded by lush woods, this under construction home promises to be your dream home. No expense was spared in this perfectly done dream…
4 Beds /
5 Baths
/ 3445 SqFt
Beautifully renovated four bedroom, five full bathroom home close to everything Guilford has to offer. The curb appeal is undeniable with the home sitting perched on a hill, set back from the road. This home features a completely redesigned kitchen, foyer, and master bathroo…
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 Jun 22 2026 11:34:56 am.