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…
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 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 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…
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 …
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, …
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…
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
/ 2254 SqFt
Historic 1859 Octagon Home Just One Block from the Iconic Guilford Green. Rarely does a home of such architectural distinction and prime location become available. Crafted in 1859 by renowned local builder Edwin A. Leete, this landmark 4-bedroom, 2.5-bath octagonal residence…
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
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
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 /
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
/ 2797 SqFt
RARE IN-TOWN GUILFORD SPRAWLING CAPE WITH WALKABLE CONVENIENCE, SHORELINE ACCESS & TIMELESS NEW ENGLAND CHARM! Enjoy privacy & space in one of Guilford’s most desirable locations, situated on over 1 acre + just steps from the historic Guilford Green, local shops, restaurants…
3 Beds /
3 Baths
/ 2700 SqFt
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 stil…
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 /
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…
3 Beds /
2 Baths
/ 1754 SqFt
Nestled behind original stacked stone walls and lush greenery, this New England saltbox home has been lovingly reimagined by its current owners. Renovated down to the studs in 2023 you’ll find a laundry list of improvements including a brand-new septic system, coveted city w…
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 Sep 19 2026 9:41:25 pm.