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…
5 Beds /
7 Baths
/ 5185 SqFt
A true once in a lifetime opportunity! As you wind through picturesque Sachem’s Head onto Walden Hill Road, a circular driveway will lead you to an unparalleled waterview estate on almost two acres. The coastal home sits above Long Island Sound on one of the highest points i…
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…
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…
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 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, it’s ju…
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 …
6 Beds /
3 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 /
3 Baths
/ 3028 SqFt
Dreaming of a new construction home without the wait? This 3,028-square-foot modern farmhouse has just been completed and offers exceptional curb appeal with a sharp white exterior and striking black windows. Inside you will experience the perfect blend of modern luxury and …
5 Beds /
3 Baths
/ 2879 SqFt
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 in all of Guilfor…
3 Beds /
3 Baths
/ 3071 SqFt
A rare offering of architectural significance, this exceptional residence. The home was designed by renowned modernist architect Alfredo De Vido and is prominently featured in the acclaimed book Ten Houses. Thoughtfully sited to embrace its natural surroundings, the home is …
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…
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 /
3 Baths
/ 3736 SqFt
This approximately 3,000 square foot house sits on nearly 1 acre of lush, tranquil land. The property features a charming exterior with an inviting entryway, surrounded by well-maintained landscaping and greenery. The spacious lot provides ample room for outdoor living and r…
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…
3 Beds /
3 Baths
/ 3634 SqFt
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 additiona…
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 /
2 Baths
/ 1505 SqFt
Charming seasonal cottage located in the desirable Guilford Lakes community. This cozy retreat offers lake views and access to private beach rights, making it an ideal getaway for summer enjoyment. The home features a rustic interior with an open living area, kitchen, and co…
4 Beds /
3 Baths
/ 2793 SqFt
Privately set on over 2.5 beautifully maintained acres, this spacious Guilford home offers approximately 3,750 square feet of finished living space across four levels. Inside, you’ll find formal living and dining rooms, a bright kitchen with newer appliances, a breakfast noo…
3 Beds /
3 Baths
/ 3342 SqFt
Tucked at the end of a quiet cul-de-sac on 1.4 private acres, this one-owner Guilford Colonial has been waiting 38 years for its second chapter and it’s ready to tell a new story. Start your mornings on the covered back porch, coffee in hand, ceiling fans turning, watching t…
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This site was last updated Jul 30 2026 8:38:36 am.