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215 Uncas Point Rd, Guilford
$35,000,000
6 Beds ⋅ 5 Baths ⋅ 24034137 MLS
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, Vineyard, Orchards, Beautiful Gardens, Fruit Trees, Tennis/Basketball Court, Go Kart Track, 2 Houses and a Carriage House. The Main House, a testament to exceptional craftsmanship, showcases approximately 5,534 square feet of living space, with six well-appointed bedrooms and 4.1 bathrooms. Designed with the finest materials, this home seamlessly blends timeless elegance and modern conveniences, providing a harmonious living environment. Outdoor area includes a Pool, Spa & Outdoor kitchen. Guest House with 3,583 sq feet, 3 bedrooms, 3 baths, Separate 942 sq ft. 1 bedroom in-law/ staff quarters. This property shares a Common border with the main residence. The separated property which can possibly be subdivided into 2 building sites, features a Carriage House, Dock & Sandy Beach. To say there are many possibilities here would be an enormous understatement! Private residence, Family compound or High-end development. Bring your Dream here; this opportunity will not let you down. All 3 properties must be sold together unless otherwise agreed to by the current owners. Please respect the privacy of current owners. BY APPOINTMENT ONLY. Taxes represent all 3 properties.

215 Uncas Point Rd, Guilford

405 Whitfield St Unit 2, Guilford
$3,995,000
6 Beds ⋅ 6 Baths ⋅ 24138935 MLS ⋅ Eagleview Condominiums BLDG.
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 sunset from your private balcony, entertaining in your chef's kitchen, or exploring Guilford's vibrant coastal village, Eagleview is more than a home, it's a lifestyle. Experience 6,200 SF of refined living space (expandable to over 8,000 SF) perfectly positioned to capture the tranquil salt marshes and shimmering expanse of Long Island Sound. Each residence includes multiple private balconies that invite you to relax and savor the natural beauty that surrounds you. Unmatched craftsmanship & comfort, this community of only 11 luxury units blends architectural excellence with everyday ease. Every residence features 10-foot ceilings, custom crown moldings, and a Chef's Dream Kitchen equipped with professional-grade appliances and elegant finishes designed for both function and style. Modern conveniences include private elevators, heated 4-car garages with EV charging stations, central air, central vacuum systems, and backup generators. Flexible open floor plans allow you to create spaces that reflect your personal lifestyle and vision. Ideally situated just a 1/2 mile stroll to Jacob's Beach and the Guilford Green, Eagleview offers easy access to an array of restaurants, boutique shopping, and cafes.

405 Whitfield St Unit 2, Guilford

57 Faulkner Dr, Guilford
$2,999,000
3 Beds ⋅ 3 Baths ⋅ 24071370 MLS
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 waterfront lots, with one being the perfect site for your future docking needs. Designed for both luxury and comfort, the home features radiant heated floors on all three levels, 9-foot ceilings, extensive crown molding, custom transom windows, surround sound, intercom system, whole-house generator, and fully insulated walls throughout. The chef's kitchen is equipped with Uba Tuba granite, custom cabinetry, Viking 6-burner cooktop, full-size double Wolf ovens, dual dishwashers, and premium finishes throughout. The main-level primary suite offers tray ceilings, oversized accessible doorways, spa-like bath, walk-in closet, and private safes. Additional highlights include a heated 3-car garage, walk-out lower level with future finishing potential, multiple office/flex spaces, custom built-ins, outdoor rain shower and fire pit seating area. Enjoy nearby private beach association access at Tuttle's Beach, completing this rare luxury offering.

57 Faulkner Dr, Guilford

66 High St Unit 38, Guilford
$2,995,000
3 Beds ⋅ 3 Baths ⋅ 24155789 MLS ⋅ The Residences At 66 High Street BLDG.
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 interior designer, contractor, and master craftspeople to conceive a truly one-of-a-kind, fully customized home. The result is an expansive and impeccably executed "double" residence in the Leete Building offering approximately 3,000 square feet of meticulously maintained, sophisticated living space designed for both grand entertaining and effortless everyday comfort. A gracious living room anchored by a gas fireplace and a mounted 150-year old half hull ship model, flows seamlessly into a dining area with access to a private balcony; creating the perfect backdrop for intimate evenings or lively gatherings. The chef's kitchen and custom millwork throughout showcase superior craftsmanship, bespoke built-ins, and curated finishes of the highest caliber. The master bedroom suite is a private sanctuary, complete with its own fireplace, a dedicated office with built-in shelves, file drawers and cabinets for remote work, private balcony, a spa-inspired bath appointed with luxury fittings and steam shower, and two walk-in closets. Two additional bedrooms and beautifully designed full baths provide comfort and flexibility for guests.

66 High St Unit 38, Guilford

76 Sachem Head Rd, Guilford
$2,650,000
4 Beds ⋅ 5 Baths ⋅ 24181939 MLS
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 leisure. The living room features a bespoke custom mural and a stunning aquarium, serving as a mesmerizing feature next to French doors leading to the patio. Entertain effortlessly in your private home theatre, escape to your sauna tucked under the stairs, cook in the gourmet Wolf kitchen, or retreat to the office, where a bookshelf conceals a secret closet. The outdoor experience is unmatched. The custom pool area, equipped with an outdoor kitchen and pizza oven, is a resort-style masterpiece, featuring two integrated hot tubs and a dramatic infinity edge that blurs the line between water and nature. A heated walkway from the first-floor bathroom leads you straight to one of the hot tubs for year-round use. This home is thoughtfully designed for pet owners, featuring a dog door, dog washing station in the garage, and wiring for an electric fence to keep your companions safe. Modern sophistication meets comfort with a 2.5-bay attached garage, a Lutron Homeworks lighting system, a Crestron audio system, and a 2025 security installation. Recent mechanical updates including a 2023 furnace and serviced air handlers, ensure peak efficiency. Experience luxury at 76 Sachem Head Road. Schedule a private showing today.

76 Sachem Head Rd, Guilford

173 Highwoods Dr, Guilford
$1,825,000
5 Beds ⋅ 9 Baths ⋅ 24208638 MLS
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, manicured lawns, enchanting gardens, & extraordinary recreational amenities. Originally constructed in East Hartford, the principal 1764 residence incorporates a circa-1660 ell & was meticulously dismantled & reassembled at this coveted Guilford setting in 1955. Recognized on the National Register of Historic Places, this remarkable property has been lovingly transformed for today's lifestyle while preserving its irreplaceable character & craftsmanship. Inside, more than 5,500sf unfolds across three levels w/ an exceptional collection of architectural details, including original wide-plank floors, massive hand-hewn beams, exquisite paneling, period millwork, & 8 fireplaces. The sophisticated kitchen blends custom cabinetry, granite countertops, center island, double ovens, skylights, breakfast area, built-in hutches, & butler's pantry. Formal dining & living rooms provide elegant settings for entertaining, while the extraordinary family room features 18-inch-wide original hemlock floorboards, monumental beams, French doors to the grounds, & a spectacular copper-hooded fireplace. Perhaps the home's most magical spaces are the garden room & 440sf octagonal solarium. ***CONTINUED***

173 Highwoods Dr, Guilford

136 Quonnipaug Ln, Guilford
$960,000
3 Beds ⋅ 4 Baths ⋅ 24198089 MLS
OFFERS REQUESTED BY 8/26 at 2 pm. Enjoy life on Lake Quonnipaug! Your own private dock. Launch a kayak, drop in a line, take a swim. A gazebo on the shoreline - feel the breezes as you sit back in a rocker. This .53 acre lot includes 150 feet of lake frontage. The home's three levels open out to the lake. Everchanging water views, reflecting the weather and seasons. The main level open floor plan with the living, dining, and kitchen areas flowing to the wrap-around covered deck. The living room includes a focal point of a large stone fireplace with propane gas log. The kitchen features a Subzero, an island with gas stove and room for stools. A gas grill, attached to propane line, on the deck for easy outdoor cooking. Upstairs, 3 bedrooms and 2 full baths, with the primary bedroom and whirlpool tub facing the shoreline. The lower level 32' x 24' family room features a full bath, woodstove, and a wall of glass facing the lake. The extensive integration of wood elements throughout lends a feel of a vacation home or chalet. A whole house automatic generator is in place. A drive-by does not do this property justice! From the street, you see the three-car garage plus a barn that can accommodate another car, a workshop, studio, etc. Stepping through the front door opens up bright, sunlit spaces and panoramic views. This well-loved and well-maintained property is ready for its next caretakers. Own your own spot on the lake!

136 Quonnipaug Ln, Guilford

17 E River Rd, Guilford
$749,999
3 Beds ⋅ 2 Baths ⋅ 24216072 MLS
Imagine mornings and evenings on Guilford's East River. This 2,238 sq ft Antique Cape sits on more than 300 feet of river frontage with the water right in your backyard. Launch a kayak, canoe, or boat from your own dock and head out to Long Island Sound. This home began as a barn on Podunk Road in North Guilford in 1781 and was moved to East River Road in the 1930s. In 1979, local builder James E. Goodridge rebuilt it into a winterized, year-round residence of 7+ rooms full of architectural character. The owner has made recent renovations making this home remarkable. Today it is a diamond in the rough, ready for a new owner to update and modernize to their own taste. A detached garage stands to the left of the house. Its second level adds two rooms, a full bath and studio which make for the perfect in-law or rental opportunity overlooking the river. The location is convenient to Route 1 and I-95, and the home also has public water and natural gas.

17 E River Rd, Guilford

122 Meadow Hills Dr, Guilford
$675,000
4 Beds ⋅ 3 Baths ⋅ 24215133 MLS
Welcome to Guilford's Meadow Hills neighborhood. Set on over an acre, this Colonial offers 4 bedrooms, 2.5 baths, and a 2-car garage in a peaceful setting surrounded by mature trees, natural beauty, and a babbling brook. Enjoy privacy while remaining part of a welcoming community with access to the neighborhood pond association and its beach area; ideal for kayaking, fishing, and enjoying the outdoors. Designed for comfortable living and entertaining, the home features hardwood flooring, formal living and dining rooms, and an inviting family room with a vaulted ceiling, skylights, and gas fireplace flanked by built-ins. The eat-in kitchen offers granite countertops, island, higher-end stainless steel appliances, with built-in pantry with pullout drawers. Step into the sunroom and enjoy tranquil backyard views year-round. Outside, the wood deck with stairs to the terrace and backyard creates wonderful spaces for outdoor dining, entertaining, and relaxation. A level area provides room for outdoor play, framed by mature landscaping and wooded surroundings. All bedrooms are located on the second floor, each with hardwood flooring. The master bedroom features two closets and a private full bath with a vaulted ceiling and skylights. A second full bath serves the additional bedrooms. The versatile finished lower level offers flexible space for a recreation room, den, home office, gym, or hobbies, along with additional storage and a dedicated locked wine closet with wine racks.

122 Meadow Hills Dr, Guilford

34 Quonnipaug Ln, Guilford
$635,000
2 Beds ⋅ 1 Baths ⋅ 24213581 MLS
Escape to your own private lakeside sanctuary in this elevated home. Perched with breathtaking, picturesque views from nearly every room, this beautifully renovated 2-bedroom ranch offers the ultimate vacation-at-home lifestyle on the pristine shores of Lake Quonnipaug. Known for its tranquil waters-ideal for swimming, fishing, and leisurely cruising with power boats limited to 6 horsepower, the lake is yours to enjoy. Easy access is provided via a new staircase and dock featuring convenient swim stairs and kayak launch. Inside the home you will find rich dark-finished hardwood floors, a gorgeous wood burning fireplace, a kitchen with a contemporary vibe, skylights for added natural light and loads of windows to maximize the gorgeous views. The newer roof and whole house generator will bring you peace of mind. Outside is a nice sized deck with mechanical awning to provide you with shade on those sunny days. Beyond the main house, a spacious detached studio with a one-car garage bay underneath provides endless possibilities for a creative workspace, home office, gym or guest retreat. Experience lakeside living at its absolute finest. This sale is subject to Probate Court approval.

34 Quonnipaug Ln, Guilford

55 Russo Dr, Guilford
$579,999
5 Beds ⋅ 2 Baths ⋅ 24207866 MLS
Welcome to this spacious 5-bedroom, 2-full-bath raised ranch located in the desirable Valley Shores community of Guilford. Offering a flexible multigenerational floor plan, this home provides living space on two levels to accommodate a variety of lifestyles and needs. The main level features hardwood floors, three bedrooms, a full bath, and comfortable living and dining areas filled with potential. The lower level offers additional living space with two bedrooms, a second full bath, and endless possibilities for extended family, guests, a home office, or recreation space. Conveniently located near Guilford's charming town center, shopping, restaurants, and the beautiful Connecticut shoreline, this property combines space, flexibility, and an exceptional location. For the golf lover in you, the Guilford Lakes 9 hole public golf course is nearby. This property presents the perfect opportunity to bring your vision to life. Property is being sold AS IS. The sellers are motivated, so don't miss the chance to make this Valley Shores home your own. Last photos virtually staged.

55 Russo Dr, Guilford

3198 Durham Rd, Guilford
$379,900
4 Beds ⋅ 2 Baths ⋅ 24208406 MLS
Peaceful living awaits in this charming 4-bedroom, 2-bath home in shoreline, Guilford with access to Lake Quonnipaug, where the soothing sounds of the nearby creek create a relaxing setting year-round. Inside, hardwood floors flow throughout most of the home, adding warmth and timeless appeal. The living room showcases a striking stone fireplace with a reclaimed 150-year-old barn door feature, creating a truly unique focal point. The spacious primary suite offers a walk-in closet with motion-activated lighting, while the upstairs bath features a classic clawfoot soaking tub. An expansive wraparound deck provides easy access to the backyard and plenty of space for entertaining or unwinding outdoors. Recent updates include a new water heater and whole-house water filtration system for added peace of mind. Blending character, comfort, and thoughtful improvements, this one-of-a-kind home is ready for its next chapter.

3198 Durham Rd, Guilford

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