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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.

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

$5,750,000

Privately nestled high on 4+ sweeping acres, in the prestigious, yet quietly refined, Sachem's Head enclave in Guilford, CT, this 2012 modern Mediterranean residence commands panoramic views of Long Island Sound. Grand yet classic interiors unfold in tasteful Palm Beach-inspired finishes, creating an atmosphere of understated elegance. Soaring ceilings, a floating stairway & multiple sets of formidable french doors welcome sea breezes to actively flow through the home, imparting the true "air" of coastal living. The primary suite sanctuary is situated on the main level, offering seamless single-floor living and an elegant elevator delivers effortless access to all levels in the home. The massive white kitchen overlooks Long Island Sound and has Calcutta countertops, a festive green pantry, Wolfe and SubZero appliances & cozy fireplace. Outside, an elevated pool/spa terrace has a relaxed resort-like vibe & connects the main home to the 1BR (5th BR)/2FBA w/kitchen guest house. The 4-stall barn, w/paddock, whispers of equestrian possibilities or creative studio use. The 5-bay heated-floor garage accommodates 7 cars. Solar energy systems lend a thoughtful green footprint, appealing to those who value sustainability. This is one of the larger parcels in Sachem's Head, come feel how this property seems transported from Malibu or Napa Valley, yet remains distinctly low-key New England. Masterfully constructed & impeccably maintained. Under 2hr drive from NYC & 20min to Yale.

4 Beds ⋅ 8 Baths ⋅ 24212653 MLS

Privately nestled high on 4+ sweeping acres, in the prestigious, yet quietly refined, Sachem's Head enclave in Guilford, CT, this 2012 modern Mediterranean residence commands panoramic views of Long Island Sound. Grand yet classic interiors unfold in tasteful Palm Beach-inspired finishes, creating an atmosphere of understated elegance. Soaring ceilings, a floating stairway & multiple sets of formidable french doors welcome sea breezes to actively flow through the home, imparting the true "air" of coastal living. The primary suite sanctuary is situated on the main level, offering seamless single-floor living and an elegant elevator delivers effortless access to all levels in the home. The massive white kitchen overlooks Long Island Sound and has Calcutta countertops, a festive green pantry, Wolfe and SubZero appliances & cozy fireplace. Outside, an elevated pool/spa terrace has a relaxed resort-like vibe & connects the main home to the 1BR (5th BR)/2FBA w/kitchen guest house. The 4-stall barn, w/paddock, whispers of equestrian possibilities or creative studio use. The 5-bay heated-floor garage accommodates 7 cars. Solar energy systems lend a thoughtful green footprint, appealing to those who value sustainability. This is one of the larger parcels in Sachem's Head, come feel how this property seems transported from Malibu or Napa Valley, yet remains distinctly low-key New England. Masterfully constructed & impeccably maintained. Under 2hr drive from NYC & 20min to Yale.

345 Vineyard Point Rd, Guilford

$2,995,000

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.

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

$2,650,000

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.

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

$2,375,000

Experience exceptional luxury living in this impressive 6,700 SF stucco Colonial in The Woodlands, one of the area's most desirable subdivisions. The remodeled kitchen features custom cabinetry, large island, Cambria quartz countertops, high-end appliances, travertine flooring and walk-in pantry. 9-foot ceilings, hardwood floors, extensive millwork, crown molding, built-ins, transom windows and integrated speakers enhance the interior. A main-level office with built-in bookcases provides an ideal work-from-home space. The mudroom features custom built-ins and convenient access to the 3-car garage and side entrance. The living and dining rooms share a through-and-through wood-burning fireplace. French doors open to a covered, columned patio with bluestone flooring. The spectacular two-story family room features a wood-burning fireplace, custom millwork, built-in wet bar and French doors to a private backyard oasis. Enjoy a heated gunite pool w/waterfall feature, 7-person hot tub, playscape and expansive level yard ideal for entertaining. Five bedrooms occupy the second floor, including the master suite w/hardwood floor, wood-burning fireplace, private balcony, walk-in closet with built-ins and spa-inspired bath w/glass-enclosed steam shower and BainUltra jetted tub for two. Two additional full baths, loft library overlooking the family room, and convenient laundry complete this level. A finished walk-up attic offers a private en-suite retreat with full bath and kitchenette.

5 Beds ⋅ 6 Baths ⋅ 24214252 MLS

Experience exceptional luxury living in this impressive 6,700 SF stucco Colonial in The Woodlands, one of the area's most desirable subdivisions. The remodeled kitchen features custom cabinetry, large island, Cambria quartz countertops, high-end appliances, travertine flooring and walk-in pantry. 9-foot ceilings, hardwood floors, extensive millwork, crown molding, built-ins, transom windows and integrated speakers enhance the interior. A main-level office with built-in bookcases provides an ideal work-from-home space. The mudroom features custom built-ins and convenient access to the 3-car garage and side entrance. The living and dining rooms share a through-and-through wood-burning fireplace. French doors open to a covered, columned patio with bluestone flooring. The spectacular two-story family room features a wood-burning fireplace, custom millwork, built-in wet bar and French doors to a private backyard oasis. Enjoy a heated gunite pool w/waterfall feature, 7-person hot tub, playscape and expansive level yard ideal for entertaining. Five bedrooms occupy the second floor, including the master suite w/hardwood floor, wood-burning fireplace, private balcony, walk-in closet with built-ins and spa-inspired bath w/glass-enclosed steam shower and BainUltra jetted tub for two. Two additional full baths, loft library overlooking the family room, and convenient laundry complete this level. A finished walk-up attic offers a private en-suite retreat with full bath and kitchenette.

143 Ironwood Rd, Guilford

$1,825,000

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***

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

$1,200,000

Just steps from Guilford's historic town green, vibrant boutiques, and gourmet dining-and a short stroll to the town marina and train station-The Residences at 66 High Street offers an extraordinary blend of historic character & cosmopolitan luxury in the award-winning complex. Step inside this stunning two-bedroom unit, once honored as the coveted HOBI (Home Building Industry) Project of the Year. The open-concept main level showcases original exposed brick, seamlessly connecting a living area anchored by a sleek gas fireplace to a gourmet kitchen outfitted with a Wolf range, Sub-Zero refrigerator, quartz countertops, and an entertaining island w seating. Designed for effortless living, the first floor features a convenient guest suite w a connecting full bath, first-floor laundry, & heated bathroom floors. A dramatic wood-and-metal staircase leads to a second-floor loft w a built-in workspace & custom shelving. Retreat to the private primary suite, boasting dramatic 12-foot ceilings, a generous walk-in closet, & a spa-inspired bath. The crown jewel of the home is your very own secret rooftop deck crafted from teak & shaded by a pergola-an outdoor sanctuary offering expansive town views. This unit includes a detached oversized private garage w storage plus an assigned parking space just steps from your door. Residents enjoy an exceptional lifestyle enriched by community amenities, including an in-ground pool, gas fire pit lounge, garden beds, state of the art fitness center

2 Beds ⋅ 2 Baths ⋅ 24212233 MLS ⋅ The Residences At 66 High Street BLDG.

Just steps from Guilford's historic town green, vibrant boutiques, and gourmet dining-and a short stroll to the town marina and train station-The Residences at 66 High Street offers an extraordinary blend of historic character & cosmopolitan luxury in the award-winning complex. Step inside this stunning two-bedroom unit, once honored as the coveted HOBI (Home Building Industry) Project of the Year. The open-concept main level showcases original exposed brick, seamlessly connecting a living area anchored by a sleek gas fireplace to a gourmet kitchen outfitted with a Wolf range, Sub-Zero refrigerator, quartz countertops, and an entertaining island w seating. Designed for effortless living, the first floor features a convenient guest suite w a connecting full bath, first-floor laundry, & heated bathroom floors. A dramatic wood-and-metal staircase leads to a second-floor loft w a built-in workspace & custom shelving. Retreat to the private primary suite, boasting dramatic 12-foot ceilings, a generous walk-in closet, & a spa-inspired bath. The crown jewel of the home is your very own secret rooftop deck crafted from teak & shaded by a pergola-an outdoor sanctuary offering expansive town views. This unit includes a detached oversized private garage w storage plus an assigned parking space just steps from your door. Residents enjoy an exceptional lifestyle enriched by community amenities, including an in-ground pool, gas fire pit lounge, garden beds, state of the art fitness center

66 High St Unit 4, Guilford

$1,150,000

PLEASE NOTE: Roof being replaced in October 2026. Welcome to 212 Mulberry Point Road, a private coastal luxury retreat tucked away on a peaceful cul-de-sac in one of Guilford's most coveted shoreline settings. Set on rare acreage and surrounded by beautifully landscaped grounds, this distinctive contemporary residence offers effortless indoor-outdoor living. At the heart of the property is a resort-inspired outdoor oasis, featuring a large in-ground pool, separate all-season hot tub, expansive decking, and an inviting outdoor fireplace beneath a gazebo. Whether hosting summer gatherings, dining under the stars, or simply unwinding in complete serenity, the setting is perfect. Inside, sophisticated yet comfortable living spaces are complemented by distinctive architectural details and three functional fireplaces. The spacious primary suite features a private loft-an ideal setting for a home office, reading nook, or intimate sitting area. The finished lower level provides even more space to relax and entertain, with a generous recreation room, dedicated gym, and wine cellar. A three-car garage adds to the home's impressive list of amenities. Offering a rare combination of acreage, privacy, resort-style amenities, and an exceptional coastal location, this home captures the essence of relaxed shoreline luxury-just moments from Guilford's beaches, village center, and everything that makes this sought-after community so special.

3 Beds ⋅ 4 Baths ⋅ 24198331 MLS

PLEASE NOTE: Roof being replaced in October 2026. Welcome to 212 Mulberry Point Road, a private coastal luxury retreat tucked away on a peaceful cul-de-sac in one of Guilford's most coveted shoreline settings. Set on rare acreage and surrounded by beautifully landscaped grounds, this distinctive contemporary residence offers effortless indoor-outdoor living. At the heart of the property is a resort-inspired outdoor oasis, featuring a large in-ground pool, separate all-season hot tub, expansive decking, and an inviting outdoor fireplace beneath a gazebo. Whether hosting summer gatherings, dining under the stars, or simply unwinding in complete serenity, the setting is perfect. Inside, sophisticated yet comfortable living spaces are complemented by distinctive architectural details and three functional fireplaces. The spacious primary suite features a private loft-an ideal setting for a home office, reading nook, or intimate sitting area. The finished lower level provides even more space to relax and entertain, with a generous recreation room, dedicated gym, and wine cellar. A three-car garage adds to the home's impressive list of amenities. Offering a rare combination of acreage, privacy, resort-style amenities, and an exceptional coastal location, this home captures the essence of relaxed shoreline luxury-just moments from Guilford's beaches, village center, and everything that makes this sought-after community so special.

212 Mulberry Point Rd, Guilford

$1,100,000

Welcome to 45 Deerfield Drive. Three acres of prime Guilford real estate! Situated on a desirable cul-de-sac, this home offers a sense of space and privacy that is becoming increasingly hard to find in this sought after Connecticut community. This beautifully 4-bedroom Colonial is uniquely positioned, bordering protected open space, ensuring your connection to the natural landscape remains undisturbed and expansive. Beyond the impressive acreage, the home's exceptional layout is designed for modern living. Newly refinished hardwood floors and crisp white walls and trim compliment the natural light throughout this charming home. The standout feature is the beautifully finished lower level, which serves as the ultimate hub for indoor-outdoor entertaining or a potential multi-generational in-law apartment. Complete with a custom built-in entertainment center, a full kitchen, and a full bathroom, this versatile space offers a seamless transition to the outdoors. Open the sliders and walk right out to your own private oasis, featuring a stunning inground pool surrounded by nature. A rare retreat that perfectly balances peaceful seclusion with sophisticated living.

4 Beds ⋅ 4 Baths ⋅ 24194216 MLS

Welcome to 45 Deerfield Drive. Three acres of prime Guilford real estate! Situated on a desirable cul-de-sac, this home offers a sense of space and privacy that is becoming increasingly hard to find in this sought after Connecticut community. This beautifully 4-bedroom Colonial is uniquely positioned, bordering protected open space, ensuring your connection to the natural landscape remains undisturbed and expansive. Beyond the impressive acreage, the home's exceptional layout is designed for modern living. Newly refinished hardwood floors and crisp white walls and trim compliment the natural light throughout this charming home. The standout feature is the beautifully finished lower level, which serves as the ultimate hub for indoor-outdoor entertaining or a potential multi-generational in-law apartment. Complete with a custom built-in entertainment center, a full kitchen, and a full bathroom, this versatile space offers a seamless transition to the outdoors. Open the sliders and walk right out to your own private oasis, featuring a stunning inground pool surrounded by nature. A rare retreat that perfectly balances peaceful seclusion with sophisticated living.

45 Deerfield Dr, Guilford

$719,999

Welcome to Long Hill Farm - where everyday life feels a little like a fairytale. Tucked into the serene Guilford countryside, this free-standing residence has been lovingly remodeled to deliver a lifestyle you'll adore: a rare blend of privacy, luxury, and easy, joyful living, all anchored by a private heated in-ground pool that feels like your very own slice of paradise. Step inside, where gleaming new hardwood floors flow throughout the majority of the home. The graceful open floor plan gathers the living and dining spaces around a crackling wood-burning fireplace - the kind of spot made for slow mornings and storybook evenings. The primary suite is a dreamy retreat all its own, crowned by a soaring cathedral ceiling with exposed beams, a walk-in closet, full bath, and glass sliders that invite the outdoors in. A second bedroom and full bath complete the main level, while a third bedroom charms with custom built-ins and a private balcony. Up above, a spacious loft floats over the living room, perfect for curling up with a good book. Wrapped in lush greenery and mature trees yet just minutes to Route 1, commuter rail, and the historic Guilford Green - and perfectly poised between New York City and Boston - this is shoreline-adjacent living at its most enchanting. A turn-key sanctuary you'll be proud, and delighted, to call home. Note AC is being replaced "One of the parties to the LLC has an active real estate license"

3 Beds ⋅ 2 Baths ⋅ 24186957 MLS ⋅ Long Hill Farm BLDG.

Welcome to Long Hill Farm - where everyday life feels a little like a fairytale. Tucked into the serene Guilford countryside, this free-standing residence has been lovingly remodeled to deliver a lifestyle you'll adore: a rare blend of privacy, luxury, and easy, joyful living, all anchored by a private heated in-ground pool that feels like your very own slice of paradise. Step inside, where gleaming new hardwood floors flow throughout the majority of the home. The graceful open floor plan gathers the living and dining spaces around a crackling wood-burning fireplace - the kind of spot made for slow mornings and storybook evenings. The primary suite is a dreamy retreat all its own, crowned by a soaring cathedral ceiling with exposed beams, a walk-in closet, full bath, and glass sliders that invite the outdoors in. A second bedroom and full bath complete the main level, while a third bedroom charms with custom built-ins and a private balcony. Up above, a spacious loft floats over the living room, perfect for curling up with a good book. Wrapped in lush greenery and mature trees yet just minutes to Route 1, commuter rail, and the historic Guilford Green - and perfectly poised between New York City and Boston - this is shoreline-adjacent living at its most enchanting. A turn-key sanctuary you'll be proud, and delighted, to call home. Note AC is being replaced "One of the parties to the LLC has an active real estate license"

20 Long Hill Farm, Guilford

$649,900

Welcome to 22 Briarwood Dr, a well maintained 4BR, 2.5BA home blending classic character with updates. The star of the property is the spectacular, ultra-private backyard sanctuary situated on 1.52 park-like acres. It features a sparkling heated salt water in-ground pool with a new salt system, new filter, new heater, and new custom safety cover, all framed by mature trees, a brick paver patio, and a fully fenced, level lawn. Step inside to a bright slate foyer. The updated kitchen is a chef's delight, boasting crisp white cabinetry, subway tile, a dining area, new LVP flooring and brand-new stainless-steel appliances (2025). The main level also offers a spacious living room flowing into a formal dining room with warm hardwood. A stunning family room with vaulted ceilings, exposed wood beams, and a stone fireplace. Upstairs, discover 4 generous, sun-drenched bedrooms and updated bathrooms, including a modern walk-in shower. Unmatched Structural & Mechanical Peace of Mind: New Roof: December 2024 Fresh Exterior Paint: May 2026 Septic Pumped: May 2025 All mechanicals are maintained annually without exception. Superb shoreline convenience just minutes from Guilford High School, Route 1, I-95, local beaches and the historic downtown Green for shopping and dining.

4 Beds ⋅ 3 Baths ⋅ 24216057 MLS

Welcome to 22 Briarwood Dr, a well maintained 4BR, 2.5BA home blending classic character with updates. The star of the property is the spectacular, ultra-private backyard sanctuary situated on 1.52 park-like acres. It features a sparkling heated salt water in-ground pool with a new salt system, new filter, new heater, and new custom safety cover, all framed by mature trees, a brick paver patio, and a fully fenced, level lawn. Step inside to a bright slate foyer. The updated kitchen is a chef's delight, boasting crisp white cabinetry, subway tile, a dining area, new LVP flooring and brand-new stainless-steel appliances (2025). The main level also offers a spacious living room flowing into a formal dining room with warm hardwood. A stunning family room with vaulted ceilings, exposed wood beams, and a stone fireplace. Upstairs, discover 4 generous, sun-drenched bedrooms and updated bathrooms, including a modern walk-in shower. Unmatched Structural & Mechanical Peace of Mind: New Roof: December 2024 Fresh Exterior Paint: May 2026 Septic Pumped: May 2025 All mechanicals are maintained annually without exception. Superb shoreline convenience just minutes from Guilford High School, Route 1, I-95, local beaches and the historic downtown Green for shopping and dining.

22 Briarwood Dr, Guilford

$289,000

Spacious townhouse in the desirable West River Village community, ideally located directly across from Adams Middle School with sidewalks leading straight to downtown Guilford. Enjoy easy access to I95, shopping, restaurants, beaches, and all the conveniences this area offers. The main level features a mudroom, galley kitchen, and an eatin dining area that opens to a generous living room with sliders leading to a private patio. A half bath completes this level. Upstairs, the large primary bedroom includes a private balcony, while the second bedroom is equally wellsized. An additional room, full bath, and laundry area round out the second floor. The home also includes a onecar garage. West River Village offers an inground pool, beautifully maintained grounds, and a prime location close to everything Guilford has to offer. A wonderful opportunity you won't want to miss.

2 Beds ⋅ 2 Baths ⋅ 24209235 MLS ⋅ West River Village BLDG.

Spacious townhouse in the desirable West River Village community, ideally located directly across from Adams Middle School with sidewalks leading straight to downtown Guilford. Enjoy easy access to I95, shopping, restaurants, beaches, and all the conveniences this area offers. The main level features a mudroom, galley kitchen, and an eatin dining area that opens to a generous living room with sliders leading to a private patio. A half bath completes this level. Upstairs, the large primary bedroom includes a private balcony, while the second bedroom is equally wellsized. An additional room, full bath, and laundry area round out the second floor. The home also includes a onecar garage. West River Village offers an inground pool, beautifully maintained grounds, and a prime location close to everything Guilford has to offer. A wonderful opportunity you won't want to miss.

274 Church St Unit 7E, Guilford

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