6 Beds /
5 Baths
/ 5,354 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 /
4 Baths
/ 5,640 SqFt
Exceptional Contemporary Direct Waterfront Estate. Located in Guilford, CT, on a private cove of Little Harbor, this stunning home has a private Beach, pier / dock and pool. Built in 1969 and designed by renowned architect Judith Chafee, the thoughtfully designed open-concep…
4 Beds /
5 Baths
/ 5,620 SqFt
Resort-like gated estate perched high above Sachem Head Road overlooking a saltwater tidal marsh nestled on 2.3 professionally landscaped acres, a short bike ride to the Town center. Grab your morning cup of coffee or favorite evening beverage and step outside to your privat…
5 Beds /
8 Baths
/ 8,476 SqFt
Introducing a custom-built Adirondack-style masterpiece, set on over 5 acres of pristine land. Designed with care by the current owners, this home boasts a seamless layout, ideal for entertaining. Spacious, elegantly appointed rooms feature a custom-designed kitchen, soaring…
5 Beds /
9 Baths
/ 5,414 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…
5 Beds /
4 Baths
/ 4,350 SqFt
Rare offering on sought-after Tanner Marsh Road! This elegant home stuns from the street with its stone walls, circular driveway, and professionally landscaped grounds. Designed for entertaining, its rooms offer exceptional grace and flow. Three fireplaces, chef’s kitchen wi…
4 Beds /
4 Baths
/ 5,267 SqFt
Welcome to State Street Haven, an exquisite Georgian-inspired mansion at 625 State Street in the heart of Guilford. Ideally located just minutes from town and nearby neighborhoods, this home offers both convenience and a prestigious address. Every detail exudes sophisticati…
4 Beds /
5 Baths
/ 5,352 SqFt
A rare opportunity to own this beautiful newly renovated Colonial set on 5.26 acres in one of Guilford’s most sought-after locations-just minutes to Jacobs beach, Madison Country Club & the vibrant centers of both towns. This 4-bedroom, 3 full + 2 half bath home offers over …
4 Beds /
4 Baths
/ 3,504 SqFt
A Rare Opportunity on Lake Quonnipaug Experience waterfront living at its finest with this architecturally remodeled masterpiece, featuring a private dock and direct access to Guilford’s most coveted destination-Lake Quonnipaug, also known as the trophy trout pond. This four…
6 Beds /
5 Baths
/ 8,265 SqFt
Tucked at the end of a private drive, 7 Hart Road in Guilford is an architectural gem wrapped in history and elegance. The Thorn Birds author Colleen McCullough designed and built this home as her personal sanctuary-a retreat balancing creative solitude with proximity to New…
4 Beds /
3 Baths
/ 3,367 SqFt
35 Bayberry Lane-a stunning, newly rebuilt coastal retreat nestled in the highly sought-after Old Sachem Beach neighborhood. Just a short stroll from the peaceful shores of Joshua Cove, this modern 4-bedroom home offers 3,400 sq ft. of luxurious living space designed with bo…
2 Beds /
2 Baths
/ 3,140 SqFt
Enjoy living in one of CT’s most coveted historical treasures, the Pelatiah Leete House! Perched on a private, sweeping knoll with WATERVIEWS of Shell Beach Lagoon running into Long Island Sound, (located across the road) this Colonial Home is as close as one gets to genuine…
3 Beds /
3 Baths
/ 2,800 SqFt
This captivating colonial in the heart of North Guilford is 2800 sq ft located on a 1.9 acre lot. This residence is being built on one of the 7 parcels known as Mountain View subdivision on Jans Way. The main floor offers an open concept kitchen and great room, perfect for e…
4 Beds /
4 Baths
/ 5,130 SqFt
Step into this remarkable 4-bedroom colonial home that seamlessly combines exquisite architectural details with modern functionality. The allure begins with thick crown molding and hardwood floors adorning every corner. The open concept floor plan effortlessly merges formal …
3 Beds /
4 Baths
/ 2,279 SqFt
RARE OPPORTUNITY TO OWN TWO BUILDINGS IN GUILFORD ~ Unlock the potential of this prime commercial property on the bustling Boston Post Road, just one block from Guilford’s historic town Green. Within the PV zone (Post Road Village Zone District, this offering includes 2 buil…
5 Beds /
4 Baths
/ 3,816 SqFt
Nestled on a serene 2.19-acre lot at the end of a cul-de-sac on a private road, this Colonial is flanked by similar homes, offering a peaceful and picturesque setting. Featuring 4 bedrooms and 3.5 baths across three finished levels. A circular driveway and paver walkway lead…
4 Beds /
4 Baths
/ 3,887 SqFt
Located at the entrance of a quiet cul-de-sac, this expansive contemporary Cape sits on over an acre and offers 4 bedrooms and 2 full and 2 half baths. The first-floor primary suite and open-concept layout provide flexible living options. Features include an indoor 10ft-deep…
4 Beds /
3 Baths
/ 2,600 SqFt
Welcome to 1498 Little Meadow Road-a quintessential center-hall colonial set on nearly two peaceful acres in one of Guilford’s most desirable neighborhoods in one of New England’s best towns. This home offers the perfect blend of space, privacy, and timeless charm, just minu…
3 Beds /
3 Baths
/ 1,772 SqFt
Charming Waterfront Community Opportunity – Bring Your Vision! Welcome to 55 Harbor View Road, nestled in one of Guilford’s most treasured waterfront neighborhoods. This property offers the rare combination of a peaceful coastal lifestyle and unlimited potential to create yo…
2 Beds /
3 Baths
/ 1,907 SqFt
Immaculately maintained and move-in ready, this 2-bedroom condo is located in the highly desirable Long Hill Farm community. Perfectly positioned to overlook a lush, open field, the home offers a private and serene setting where you can enjoy the beauty of nature all year lo…
5 Beds /
2 Baths
/ 3,629 SqFt
Welcome to 154 Wilbur Ln, a truly distinctive property that sets itself apart from the rest providing over four and half acres of privacy. This home boasts five spacious bedrooms and two full baths, along with a large versatile studio or den that provides additional options …
5 Beds /
3 Baths
/ 3,281 SqFt
Welcome to this beautifully remodeled and expanded 5 bedroom raised ranch at 1028 Moose Hill Road in Guilford. Originally built in 1972, this home underwent a complete transformation in 2021, resulting in a bright and spacious residence perfect for modern living and entertai…
2 Beds /
2 Baths
/ 2,597 SqFt
Welcome to 288 Jefferson Drive! A charming, custom-built ranch style home located on a spacious 1.38 acre corner lot offering the perfect blend of a serene retreat and convenient access to Guilford town center. This home has been in the same family for over 40 years and exud…
4 Beds /
3 Baths
/ 2,278 SqFt
Welcome to 360 Jefferson Drive! This charming four-bedroom, 2.5 bath colonial is set back from the road on a beautiful level lot with a wooded border, offering both privacy and curb appeal. Inside, you’ll find a spacious layout featuring a comfortable family room with a fire…
4 Beds /
4 Baths
/ 2,702 SqFt
Nestled on just over one private acre in one of Guilford’s most sought-after locations, this versatile one-level home offers space, character, and exceptional convenience. Surrounded by a classic rock wall and just minutes from Route 1, I-95, schools, the town green, train s…
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This site was last updated Oct 14 2025 2:11:07 pm.