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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

$3,995,000

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.

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

$2,999,000

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.

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

$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

$1,995,000

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 impressive vaulted ceiling living room with a wood-burning fireplace, beautiful oak bookcases and opens to a spacious dining room. Both rooms have access to a large, recently updated deck, perfect for entertaining or simply taking in the expansive scenery. This level also features three bedrooms, including a primary suite with a bathroom, abundant closet space and a private balcony overlooking the view. The other two bedrooms - one currently used as a den/office - share a full family bath. An eat-in kitchen and a separate laundry room complete this level making it ideal for easy one floor living. On the lower level, a guest suite has its own living room with fireplace, a full bath, a room for overflow guests and access to an outdoor sitting area. There's also an attached two car garage with ample storage space.

3 Beds ⋅ 3 Baths ⋅ 24186090 MLS

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 impressive vaulted ceiling living room with a wood-burning fireplace, beautiful oak bookcases and opens to a spacious dining room. Both rooms have access to a large, recently updated deck, perfect for entertaining or simply taking in the expansive scenery. This level also features three bedrooms, including a primary suite with a bathroom, abundant closet space and a private balcony overlooking the view. The other two bedrooms - one currently used as a den/office - share a full family bath. An eat-in kitchen and a separate laundry room complete this level making it ideal for easy one floor living. On the lower level, a guest suite has its own living room with fireplace, a full bath, a room for overflow guests and access to an outdoor sitting area. There's also an attached two car garage with ample storage space.

473 Colonial 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

$1,799,000

Dave Jones Realty is pleased to present this versatile commercial/industrial property offering approximately 16,864 square feet of building space situated on approximately 3.31 acres in Guilford, Connecticut. The property provides a flexible combination of warehouse, industrial, office, storage, and service-oriented space, making it an excellent opportunity for an owner-user, investor, or business seeking room to expand. Approximately 10,000 square feet is currently occupied by the owner, with approximately 3,000 square feet leased to a tenant. Current occupancy arrangements are flexible, and the space may be configured or subdivided to accommodate a new owner's specific requirements. The owner is also willing to vacate, providing additional flexibility for an owner-user or investor. Property Highlights: Approximately 16,864 SF of commercial/industrial building space, over 3.31 acres, +/- 10,000 SF owner-occupied and 3,000 SF tenant-occupied; Flexible occupancy and potential subdivision options; three loading docks one rear, ground-level drive-in door, multiple garage/service bays, garage clear heights of up to approximately 17'6", large open interior areas with available metal shelving, office loft area, cold storage area, newer roof - with invoices available, newer garage doors, recent paving improvements for 23+ designated parking spaces, public water, separate utilities, Prior zoning approval for a three-story addition, Phase I environmental assessment.

5 Baths ⋅ 24199712 MLS

Dave Jones Realty is pleased to present this versatile commercial/industrial property offering approximately 16,864 square feet of building space situated on approximately 3.31 acres in Guilford, Connecticut. The property provides a flexible combination of warehouse, industrial, office, storage, and service-oriented space, making it an excellent opportunity for an owner-user, investor, or business seeking room to expand. Approximately 10,000 square feet is currently occupied by the owner, with approximately 3,000 square feet leased to a tenant. Current occupancy arrangements are flexible, and the space may be configured or subdivided to accommodate a new owner's specific requirements. The owner is also willing to vacate, providing additional flexibility for an owner-user or investor. Property Highlights: Approximately 16,864 SF of commercial/industrial building space, over 3.31 acres, +/- 10,000 SF owner-occupied and 3,000 SF tenant-occupied; Flexible occupancy and potential subdivision options; three loading docks one rear, ground-level drive-in door, multiple garage/service bays, garage clear heights of up to approximately 17'6", large open interior areas with available metal shelving, office loft area, cold storage area, newer roof - with invoices available, newer garage doors, recent paving improvements for 23+ designated parking spaces, public water, separate utilities, Prior zoning approval for a three-story addition, Phase I environmental assessment.

393 Soundview Rd, Guilford

$1,790,000

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 newly refinished hardwood floors and a bright, open floor plan. A sun-filled great room flows into the chef's kitchen, complete with quartz counters, a large island, Thermador appliances, and induction cooktop. Designed for one-level living, the spacious primary suite is located on the first floor. In total, the home offers four bedrooms, three full, and one half bath. Amenities include a dedicated mudroom and laundry room equipped with an advanced ozone laundry system. Built to the highest green standards, the home utilizes geothermal heating and cooling, active solar, and energy efficient triple-pane windows. A full unfinished basement holds a large root cellar, while the three-car garage boasts an EV charging station and a walk-up attic storage area. A Generac generator ensures total peace of mind. Relax on one of the two Ipe covered front porches and take in the stunning grounds. This unique property features a passive solar greenhouse with cold frames, extensive garden bedding, a newly planted fruiting tree orchard, and sugar maples. Animal lovers will find a three-stall barn, two chicken coops, a duck coop, an enclosed dog park, and two large fenced pastures with hay fields.

4 Beds ⋅ 4 Baths ⋅ 24179175 MLS

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 newly refinished hardwood floors and a bright, open floor plan. A sun-filled great room flows into the chef's kitchen, complete with quartz counters, a large island, Thermador appliances, and induction cooktop. Designed for one-level living, the spacious primary suite is located on the first floor. In total, the home offers four bedrooms, three full, and one half bath. Amenities include a dedicated mudroom and laundry room equipped with an advanced ozone laundry system. Built to the highest green standards, the home utilizes geothermal heating and cooling, active solar, and energy efficient triple-pane windows. A full unfinished basement holds a large root cellar, while the three-car garage boasts an EV charging station and a walk-up attic storage area. A Generac generator ensures total peace of mind. Relax on one of the two Ipe covered front porches and take in the stunning grounds. This unique property features a passive solar greenhouse with cold frames, extensive garden bedding, a newly planted fruiting tree orchard, and sugar maples. Animal lovers will find a three-stall barn, two chicken coops, a duck coop, an enclosed dog park, and two large fenced pastures with hay fields.

51 Wimler Ln, Guilford

$1,675,000

Architecturally distinctive and beautifully sited on 2.11 private acres, this five-level contemporary offers more than 5,200 square feet of flexible living space plus a separate 862 square foot guest house. The main residence features five bedrooms, multiple gathering spaces and an abundance of natural light, with curved walls, expansive windows and wooded views adding character throughout. At the heart of the home is a spacious kitchen with extensive cabinetry, an oversized center island with seating and a sun-filled breakfast nook wrapped in windows. Additional highlights include a formal dining room, dramatic living room/family room, office and an expansive recreation level with a wet bar and direct access to the stone terrace. Two fireplaces, a jetted soaking tub, private balcony and extensive stonework enhance the home's distinctive appeal. The detached one-bedroom guest house provides comfortable, independent accommodations above its own two-car garage. A three-car garage at the main residence brings the total to five garage bays. Stone patios, retaining walls, mature woods and natural rock outcroppings complete this remarkable setting. Guilford offers the best of Connecticut shoreline living, with its historic Town Green, locally owned shops and restaurants, scenic coastline, beaches and abundant outdoor recreation-all within a convenient commute of Yale University, Yale New Haven Hospital and downtown New Haven.

5 Beds ⋅ 4 Baths ⋅ 24206997 MLS

Architecturally distinctive and beautifully sited on 2.11 private acres, this five-level contemporary offers more than 5,200 square feet of flexible living space plus a separate 862 square foot guest house. The main residence features five bedrooms, multiple gathering spaces and an abundance of natural light, with curved walls, expansive windows and wooded views adding character throughout. At the heart of the home is a spacious kitchen with extensive cabinetry, an oversized center island with seating and a sun-filled breakfast nook wrapped in windows. Additional highlights include a formal dining room, dramatic living room/family room, office and an expansive recreation level with a wet bar and direct access to the stone terrace. Two fireplaces, a jetted soaking tub, private balcony and extensive stonework enhance the home's distinctive appeal. The detached one-bedroom guest house provides comfortable, independent accommodations above its own two-car garage. A three-car garage at the main residence brings the total to five garage bays. Stone patios, retaining walls, mature woods and natural rock outcroppings complete this remarkable setting. Guilford offers the best of Connecticut shoreline living, with its historic Town Green, locally owned shops and restaurants, scenic coastline, beaches and abundant outdoor recreation-all within a convenient commute of Yale University, Yale New Haven Hospital and downtown New Haven.

1 Hart Lndg, Guilford

$1,650,000

The John Collins II House at 205 State Street is recognized as one of the finest colonial homes in Historic Guilford. Built in 1707, this handsome saltbox has been thoughtfully restored and updated while preserving its extraordinary historic character. Since 2005, the owners have invested extensively in maintaining original features including working fireplaces, chamfered beams, beaded corner boxes, hardwood floors, and wood paneling. Modern amenities include central air, warm-air heat, 200-amp electric service, city water, and natural gas. The front door opens to a traditional foyer with access to two first-floor chambers and the turned staircase. The formal living room features a fireplace, dual bake ovens, a deep closet, and an authentic Guilford Cupboard. A spacious Keeping Room spans the rear of the original house, anchored by a large fireplace with cooking crane and bake oven. At the south end of the Keeping Room is a formal dining room with garden access. The first-floor primary bedroom includes a fireplace and is located next to a renovated full bath. Exposed wood ceilings and beams enhance the keeping room, living room, and primary bedroom. A renovated rear addition provides modern living spaces including cathedral-ceilings in the stunning custom kitchen and family room. A first-floor laundry and half bath are adjacent to the family room. Skylights, custom windows, and large sliders fill the space with natural light and open to the patio and gardens.

3 Beds ⋅ 3 Baths ⋅ 24194704 MLS

The John Collins II House at 205 State Street is recognized as one of the finest colonial homes in Historic Guilford. Built in 1707, this handsome saltbox has been thoughtfully restored and updated while preserving its extraordinary historic character. Since 2005, the owners have invested extensively in maintaining original features including working fireplaces, chamfered beams, beaded corner boxes, hardwood floors, and wood paneling. Modern amenities include central air, warm-air heat, 200-amp electric service, city water, and natural gas. The front door opens to a traditional foyer with access to two first-floor chambers and the turned staircase. The formal living room features a fireplace, dual bake ovens, a deep closet, and an authentic Guilford Cupboard. A spacious Keeping Room spans the rear of the original house, anchored by a large fireplace with cooking crane and bake oven. At the south end of the Keeping Room is a formal dining room with garden access. The first-floor primary bedroom includes a fireplace and is located next to a renovated full bath. Exposed wood ceilings and beams enhance the keeping room, living room, and primary bedroom. A renovated rear addition provides modern living spaces including cathedral-ceilings in the stunning custom kitchen and family room. A first-floor laundry and half bath are adjacent to the family room. Skylights, custom windows, and large sliders fill the space with natural light and open to the patio and gardens.

205 State St, Guilford

$1,599,000

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 just 2.5 miles to the Guilford Marina, Guilford Yacht Club & Jacob's Beach. With quick highway access, proximity to Yale Medical nearby, this home truly delivers the best of convenience and lifestyle. Inside the home, be impressed with soaring 9' ceilings on both the main & upper floors, making the space feel open and inviting. The expansive Great Room, bathed in natural light, that features a sleek linear gas fireplace with a textured marble stone facade is perfect for cozy evenings or sophisticated entertaining. Step outside the sliders to an exquisite stone patio to enjoy in the warmer weather. The kitchen is a modern minimalist design with quartz countertops, stainless steel appliances & premium finishes. At its center is a waterfall edge island, where sleek quartz cascades down the sides for a clean, polished statement. A marble stone backsplash adds a touch of sophistication, tying in beautifully with the home's design. The home offers a tastefully designed main floor primary bedroom suite that is quiet & restful. Upstairs there is an ensuite bedroom, which is great for guests, & is tucked just steps away from the outdoor terrace- the ultimate spot to slip out & enjoy a quiet morning coffee.

4 Beds ⋅ 4 Baths ⋅ 24191112 MLS

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 just 2.5 miles to the Guilford Marina, Guilford Yacht Club & Jacob's Beach. With quick highway access, proximity to Yale Medical nearby, this home truly delivers the best of convenience and lifestyle. Inside the home, be impressed with soaring 9' ceilings on both the main & upper floors, making the space feel open and inviting. The expansive Great Room, bathed in natural light, that features a sleek linear gas fireplace with a textured marble stone facade is perfect for cozy evenings or sophisticated entertaining. Step outside the sliders to an exquisite stone patio to enjoy in the warmer weather. The kitchen is a modern minimalist design with quartz countertops, stainless steel appliances & premium finishes. At its center is a waterfall edge island, where sleek quartz cascades down the sides for a clean, polished statement. A marble stone backsplash adds a touch of sophistication, tying in beautifully with the home's design. The home offers a tastefully designed main floor primary bedroom suite that is quiet & restful. Upstairs there is an ensuite bedroom, which is great for guests, & is tucked just steps away from the outdoor terrace- the ultimate spot to slip out & enjoy a quiet morning coffee.

539-A Boston St, Guilford

$1,400,000

A distinguished Colonial with a sophisticated twist, this exceptional 5-bedroom, 4.5-bath residence beautifully blends timeless elegance with remarkable versatility. Privately nestled on nearly 2 professionally manicured acres at the end of a coveted cul-de-sac, the home welcomes you with a dramatic two-story foyer, gracious living room & banquet-sized dining room accented by exquisite millwork. At the heart of the home, an expansive chef's kitchen showcases custom-crafted cabinetry, an oversized island, breakfast bar & inviting dining area, all opening to a spectacular deck & beautifully appointed patio. The adjoining family room is a showstopper, with soaring cathedral ceilings & a wall of windows capturing views of the lush gardens and breathtaking grounds. A thoughtfully designed main-level guest or in-law suite offers a private bedroom, elegant full bath and generous living space. An amazing mudroom just off the 3 car garage. A second staircase leads to an impressive bonus room, full bath, laundry and spacious home office. Three generously proportioned bedrooms and 2 full baths provide exceptional comfort. In addition, the extraordinary primary suite serves as a private sanctuary, complete with an expansive dressing room, luxurious bath & romantic private patio, an idyllic setting for morning coffee. Offering an exceptional combination of refined living, flexible accommodations and serene outdoor beauty, this remarkable property is in a phenomenal neighborhood. Min to 95

5 Beds ⋅ 5 Baths ⋅ 24208684 MLS

A distinguished Colonial with a sophisticated twist, this exceptional 5-bedroom, 4.5-bath residence beautifully blends timeless elegance with remarkable versatility. Privately nestled on nearly 2 professionally manicured acres at the end of a coveted cul-de-sac, the home welcomes you with a dramatic two-story foyer, gracious living room & banquet-sized dining room accented by exquisite millwork. At the heart of the home, an expansive chef's kitchen showcases custom-crafted cabinetry, an oversized island, breakfast bar & inviting dining area, all opening to a spectacular deck & beautifully appointed patio. The adjoining family room is a showstopper, with soaring cathedral ceilings & a wall of windows capturing views of the lush gardens and breathtaking grounds. A thoughtfully designed main-level guest or in-law suite offers a private bedroom, elegant full bath and generous living space. An amazing mudroom just off the 3 car garage. A second staircase leads to an impressive bonus room, full bath, laundry and spacious home office. Three generously proportioned bedrooms and 2 full baths provide exceptional comfort. In addition, the extraordinary primary suite serves as a private sanctuary, complete with an expansive dressing room, luxurious bath & romantic private patio, an idyllic setting for morning coffee. Offering an exceptional combination of refined living, flexible accommodations and serene outdoor beauty, this remarkable property is in a phenomenal neighborhood. Min to 95

3 Caleb Ct, Guilford

$1,349,000

Experience the perfect fusion of timeless distinction and modern elegance in this well-maintained home, where original architectural craftsmanship has been beautifully preserved, and recent updates have brought a fresh, stylish feel to the space. Inside, you'll discover an inviting and versatile residence with numerous unique features that make this property truly one-of-a-kind. Enjoy the warm ambiance created by wide plank wood floors, original woodwork, exposed beams, and multiple fireplaces across the family room, living room, dining area, and primary bedroom. The home features 4+ bedrooms, thoughtfully arranged across two levels for privacy and comfort. Two hall-accessed bathrooms-one with a tub and one with a shower-occupy the second floor, both easily accessible from the hallway. The updated kitchen is an entertainer's dream, featuring leathered granite counters, a Subzero refrigerator, and an LG gas stove. The four-season porch, with its well-placed windows providing a picturesque view of the backyard, offers a perfect space for relaxing, entertaining guests, or creating a media room. It is equipped with a modern-looking Rinnai heater, ensuring comfort year-round regardless of the weather Adjacent to the home is the spacious backyard, which features a fire pit, ample room for gardening or outdoor activities, and existing infrastructure ready for the easy addition of an inground pool.

4 Beds ⋅ 4 Baths ⋅ 24155372 MLS

Experience the perfect fusion of timeless distinction and modern elegance in this well-maintained home, where original architectural craftsmanship has been beautifully preserved, and recent updates have brought a fresh, stylish feel to the space. Inside, you'll discover an inviting and versatile residence with numerous unique features that make this property truly one-of-a-kind. Enjoy the warm ambiance created by wide plank wood floors, original woodwork, exposed beams, and multiple fireplaces across the family room, living room, dining area, and primary bedroom. The home features 4+ bedrooms, thoughtfully arranged across two levels for privacy and comfort. Two hall-accessed bathrooms-one with a tub and one with a shower-occupy the second floor, both easily accessible from the hallway. The updated kitchen is an entertainer's dream, featuring leathered granite counters, a Subzero refrigerator, and an LG gas stove. The four-season porch, with its well-placed windows providing a picturesque view of the backyard, offers a perfect space for relaxing, entertaining guests, or creating a media room. It is equipped with a modern-looking Rinnai heater, ensuring comfort year-round regardless of the weather Adjacent to the home is the spacious backyard, which features a fire pit, ample room for gardening or outdoor activities, and existing infrastructure ready for the easy addition of an inground pool.

147 Boston St, Guilford

$1,295,000

Spectacular California Contemporary nestled in a private, picturesque setting in Guilford's desirable Fence Rock Association. Offering 5,114 square feet of above-grade living space, this distinctive four-bedroom residence showcases dramatic vaulted ceilings, skylights, expansive windows, and an open, light-filled floor plan. The impressive chef's kitchen features custom maple cabinetry, newly installed granite countertops, a center island, breakfast bar, oversized Sub-Zero refrigerator, Bosch double ovens and dishwasher, and JennAir cooktop. Beautifully designed living spaces include a dramatic living room with a two-sided stone fireplace, two inviting solariums (sunrooms), one with heated flooring, and a separate music room with French doors opening to the rear deck. The spacious first-floor primary suite offers vaulted ceilings, a fireplace, two walk-in closets, one with a built-in wall safe, and a private bath with jetted tub and separate shower. A remarkable home combining contemporary architectural character, exceptional versatility, and peaceful natural surroundings.

4 Beds ⋅ 5 Baths ⋅ 24216362 MLS

Spectacular California Contemporary nestled in a private, picturesque setting in Guilford's desirable Fence Rock Association. Offering 5,114 square feet of above-grade living space, this distinctive four-bedroom residence showcases dramatic vaulted ceilings, skylights, expansive windows, and an open, light-filled floor plan. The impressive chef's kitchen features custom maple cabinetry, newly installed granite countertops, a center island, breakfast bar, oversized Sub-Zero refrigerator, Bosch double ovens and dishwasher, and JennAir cooktop. Beautifully designed living spaces include a dramatic living room with a two-sided stone fireplace, two inviting solariums (sunrooms), one with heated flooring, and a separate music room with French doors opening to the rear deck. The spacious first-floor primary suite offers vaulted ceilings, a fireplace, two walk-in closets, one with a built-in wall safe, and a private bath with jetted tub and separate shower. A remarkable home combining contemporary architectural character, exceptional versatility, and peaceful natural surroundings.

460 White Birch Dr, Guilford

$1,250,000

Experience luxury living in the heart of downtown Guilford! Offering approximately 3,500 sq ft across 3 beautifully designed levels, this exceptional condominium perfectly combines space, privacy & convenience. A private elevator provides effortless access to every floor. The impressive main level features an open floor plan filled with natural light from expansive windows. At the heart of the home is a stunning custom kitchen w/gas cooking, beautiful tile backsplash & an oversized center island, all overlooking the formal dining room-perfect for everyday living & entertaining. The inviting sitting room features a fireplace & overlooks the private terrace. The spacious living room & guest half bath complete this thoughtfully designed level. The second floor is highlighted by an expansive primary suite featuring a sitting area, walk-in closet, full bathroom with jacuzzi tub & oversized tile shower & private deck overlooking the beautifully landscaped gardens. A generously sized 2nd bedroom offers its own full bathroom, walk-in closet & charming overlook. The versatile 3rd level features a 3rd bedroom complete with a full bathroom & multiple walk-in closets. Outside, enjoy your own private terrace w/a granite patio overlooking gorgeous, professionally landscaped gardens. Additional highlights include an oversized 2-car garage & a basement for extra storage. Privately positioned within an exclusive community w/just a 1/2 mile from the Guilford Green & Guilford Train Station

3 Beds ⋅ 4 Baths ⋅ 24206814 MLS ⋅ Guilford Commons BLDG.

Experience luxury living in the heart of downtown Guilford! Offering approximately 3,500 sq ft across 3 beautifully designed levels, this exceptional condominium perfectly combines space, privacy & convenience. A private elevator provides effortless access to every floor. The impressive main level features an open floor plan filled with natural light from expansive windows. At the heart of the home is a stunning custom kitchen w/gas cooking, beautiful tile backsplash & an oversized center island, all overlooking the formal dining room-perfect for everyday living & entertaining. The inviting sitting room features a fireplace & overlooks the private terrace. The spacious living room & guest half bath complete this thoughtfully designed level. The second floor is highlighted by an expansive primary suite featuring a sitting area, walk-in closet, full bathroom with jacuzzi tub & oversized tile shower & private deck overlooking the beautifully landscaped gardens. A generously sized 2nd bedroom offers its own full bathroom, walk-in closet & charming overlook. The versatile 3rd level features a 3rd bedroom complete with a full bathroom & multiple walk-in closets. Outside, enjoy your own private terrace w/a granite patio overlooking gorgeous, professionally landscaped gardens. Additional highlights include an oversized 2-car garage & a basement for extra storage. Privately positioned within an exclusive community w/just a 1/2 mile from the Guilford Green & Guilford Train Station

122 N Fair St Unit 3, 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

$1,175,000

A once in a lifetime opportunity to own a piece of Connecticut Shoreline history. The Black House was built in 1761 by Levi Hubbard. It was later sold to Nicholas Loyselle, of French decent, who painted it black in mourning of Louis XVI's passing. Thus, it was dubbed, The Black House. Located in historical Guilford just a few blocks from the town Green and centrally located to schools, train station, Jacobs Beach, shopping, public bus and so much more. The home was lovingly renovated & restored in 1985 and several additional improvements since then that included in 2000 a renovated Kitchen & garage addition with bonus room. Renovated bathrooms in 2007, and in 2010 remodeled attic adding an additional bedroom & full bath. You'll find a perfect match of traditional 1700's colonial living and today's contemporary lifestyle. As featured in multiple periodicals the home has 4 bedrooms, 3.1 bath, 3 stone fireplaces, wide plank wood floors, reclaimed exposed beams & original 3 panel wood doors. With any home in any era the heart of a home is your Kitchen and the Black House is no exception. Open, welcoming and sure to be host to your family & friends for generations to come. The Black house is set among Guilford's celebrated historic homes including, Thomas Griswold (c. 1774), the Hyland, (c. 1713) and the Henry Whitfield House (c.1639) the oldest stone house in the CT. "Still here are the things of yesterday." and you too can be the proud owner of this Shoreline historical gem

4 Beds ⋅ 4 Baths ⋅ 24215251 MLS

A once in a lifetime opportunity to own a piece of Connecticut Shoreline history. The Black House was built in 1761 by Levi Hubbard. It was later sold to Nicholas Loyselle, of French decent, who painted it black in mourning of Louis XVI's passing. Thus, it was dubbed, The Black House. Located in historical Guilford just a few blocks from the town Green and centrally located to schools, train station, Jacobs Beach, shopping, public bus and so much more. The home was lovingly renovated & restored in 1985 and several additional improvements since then that included in 2000 a renovated Kitchen & garage addition with bonus room. Renovated bathrooms in 2007, and in 2010 remodeled attic adding an additional bedroom & full bath. You'll find a perfect match of traditional 1700's colonial living and today's contemporary lifestyle. As featured in multiple periodicals the home has 4 bedrooms, 3.1 bath, 3 stone fireplaces, wide plank wood floors, reclaimed exposed beams & original 3 panel wood doors. With any home in any era the heart of a home is your Kitchen and the Black House is no exception. Open, welcoming and sure to be host to your family & friends for generations to come. The Black house is set among Guilford's celebrated historic homes including, Thomas Griswold (c. 1774), the Hyland, (c. 1713) and the Henry Whitfield House (c.1639) the oldest stone house in the CT. "Still here are the things of yesterday." and you too can be the proud owner of this Shoreline historical gem

321 Boston St, 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

$1,150,000

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, and major commuting routes, including I-95 and the Guilford Train Station. Originally constructed in 1888 by prominent Guilford builder George W. Seward, this distinguished Queen Anne Victorian offers over 3,800 square feet of living space featuring six bedrooms, four bathrooms, generous living and entertaining spaces, soaring ceilings, and original architectural details throughout. Originally designed as a single-family residence and currently utilized as a multi-family property, the flexible floor plan offers exceptional versatility for a variety of living arrangements. The seller has invested more than $300,000 in recent renovations, including the first-floor kitchen, first and third-floor bathrooms, a new roof, rebuilt front porch, driveway, updated siding, and exterior restoration. Set on approximately 0.39 acres, this is a rare opportunity to own a distinguished in-town Guilford property offering generous living space, architectural character, and an exceptional location.

7 Beds ⋅ 4 Baths ⋅ 24182499 MLS

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, and major commuting routes, including I-95 and the Guilford Train Station. Originally constructed in 1888 by prominent Guilford builder George W. Seward, this distinguished Queen Anne Victorian offers over 3,800 square feet of living space featuring six bedrooms, four bathrooms, generous living and entertaining spaces, soaring ceilings, and original architectural details throughout. Originally designed as a single-family residence and currently utilized as a multi-family property, the flexible floor plan offers exceptional versatility for a variety of living arrangements. The seller has invested more than $300,000 in recent renovations, including the first-floor kitchen, first and third-floor bathrooms, a new roof, rebuilt front porch, driveway, updated siding, and exterior restoration. Set on approximately 0.39 acres, this is a rare opportunity to own a distinguished in-town Guilford property offering generous living space, architectural character, and an exceptional location.

33 Church St, Guilford

$1,150,000

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, and major commuting routes, including I-95 and the Guilford Train Station. Originally constructed in 1888 by prominent Guilford builder George W. Seward, this distinguished Queen Anne Victorian offers over 3,800 square feet of living space featuring six bedrooms, four bathrooms, generous living and entertaining spaces, soaring ceilings, and original architectural details throughout. Originally designed as a single-family residence and currently utilized as a multi-family property, the flexible floor plan offers exceptional versatility for a variety of living arrangements. The seller has invested more than $300,000 in recent renovations, including the first-floor kitchen, first and third-floor bathrooms, a new roof, rebuilt front porch, driveway, updated siding, and exterior restoration. Set on approximately 0.39 acres, this is a rare opportunity to own a distinguished in-town Guilford property offering generous living space, architectural character, and an exceptional location.

6 Beds ⋅ 3 Baths ⋅ 24181215 MLS

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, and major commuting routes, including I-95 and the Guilford Train Station. Originally constructed in 1888 by prominent Guilford builder George W. Seward, this distinguished Queen Anne Victorian offers over 3,800 square feet of living space featuring six bedrooms, four bathrooms, generous living and entertaining spaces, soaring ceilings, and original architectural details throughout. Originally designed as a single-family residence and currently utilized as a multi-family property, the flexible floor plan offers exceptional versatility for a variety of living arrangements. The seller has invested more than $300,000 in recent renovations, including the first-floor kitchen, first and third-floor bathrooms, a new roof, rebuilt front porch, driveway, updated siding, and exterior restoration. Set on approximately 0.39 acres, this is a rare opportunity to own a distinguished in-town Guilford property offering generous living space, architectural character, and an exceptional location.

33 Church St, Guilford

$1,150,000

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 features, it borders the Westwood Trails. Light and bright with large windows and high ceilings. The kitchen is a Chef's delight with Wolf stove, under counter microwave, huge center island with granite counters and open to the family room. Storage galore! including a large pantry for all your needs. Open to the family room with gas Fireplace and French doors to the stone patio and private area for entertainment. Spacious front room can be used as a private office. Enormous great room offers tremendous flexibility. Formal Dining room for gracious dining. The spacious bedrooms and the spa like primary bath will soothe and delight you. A walkup attic and full basement will accommodate all your storage needs. This home has been thoughtfully and meticulously designed.

3 Beds ⋅ 3 Baths ⋅ 24180122 MLS

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 features, it borders the Westwood Trails. Light and bright with large windows and high ceilings. The kitchen is a Chef's delight with Wolf stove, under counter microwave, huge center island with granite counters and open to the family room. Storage galore! including a large pantry for all your needs. Open to the family room with gas Fireplace and French doors to the stone patio and private area for entertainment. Spacious front room can be used as a private office. Enormous great room offers tremendous flexibility. Formal Dining room for gracious dining. The spacious bedrooms and the spa like primary bath will soothe and delight you. A walkup attic and full basement will accommodate all your storage needs. This home has been thoughtfully and meticulously designed.

189 Three Mile Crse, Guilford

$1,120,000

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 granite counters and expansive center island and new Wolf Gas Range. Main living room open to kitchen with wall of custom built-in cabinets/bookcases and gas fireplace. Lower level with rear yard walk-out, 2nd full kitchen with high quality appliances, fully tiled bathroom, 2nd laundry area, exercise room or storage. Exterior expansive double deck from kitchen, paved walkways surround entire house, with beautiful stone steps and evening walkway lighting. Ring security system on all sides of house. Gently tucked into an upscale quiet community of newer homes. and added privacy at end of road with 3 houses. Oversized rear secluded yard for activities and entertainment.

4 Beds ⋅ 4 Baths ⋅ 24203610 MLS

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 granite counters and expansive center island and new Wolf Gas Range. Main living room open to kitchen with wall of custom built-in cabinets/bookcases and gas fireplace. Lower level with rear yard walk-out, 2nd full kitchen with high quality appliances, fully tiled bathroom, 2nd laundry area, exercise room or storage. Exterior expansive double deck from kitchen, paved walkways surround entire house, with beautiful stone steps and evening walkway lighting. Ring security system on all sides of house. Gently tucked into an upscale quiet community of newer homes. and added privacy at end of road with 3 houses. Oversized rear secluded yard for activities and entertainment.

9 Inwood Dr, 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

$1,100,000

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 classic New England charm with a thoughtfully designed layout. The open-concept first floor is filled with natural light and lends itself perfectly for everyday living. The second floor has a Primary suite as well as 3 bedrooms. This home as a unique private staircase to the bonus room which is an excellent feature because it gives buyers a flexible space that feels almost like a separate wing of the home. Step outside to enjoy the private backyard, ideal for relaxing or entertaining, all while enjoying the tranquility of North Guilford's picturesque setting. Built with today's energy-efficient standards and quality craftsmanship, this home offers the peace of mind and convenience that come with brand-new construction.

4 Beds ⋅ 3 Baths ⋅ 24192596 MLS

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 classic New England charm with a thoughtfully designed layout. The open-concept first floor is filled with natural light and lends itself perfectly for everyday living. The second floor has a Primary suite as well as 3 bedrooms. This home as a unique private staircase to the bonus room which is an excellent feature because it gives buyers a flexible space that feels almost like a separate wing of the home. Step outside to enjoy the private backyard, ideal for relaxing or entertaining, all while enjoying the tranquility of North Guilford's picturesque setting. Built with today's energy-efficient standards and quality craftsmanship, this home offers the peace of mind and convenience that come with brand-new construction.

450 Bluff View Dr, Guilford

$1,075,000

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 shoreline attractions.

4 Beds ⋅ 4 Baths ⋅ 24134097 MLS

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 shoreline attractions.

51 Pearl St, Guilford

$1,075,000

One-of-a-Kind Opportunity in Guilford! Rarely available, this 4-unit multi-family property is ideally located on a large in-town lot in the beautiful shoreline community of Guilford. Built in 1900 and offering 2,392 sq. ft. of living space, the property features one 2-bedroom unit and three 1-bedroom units. Each unit has been thoughtfully updated and includes its own washer/dryer. Three of the four units are currently occupied, providing immediate income potential. With city water and the possibility for future expansion, this property offers both flexibility and value. Conveniently situated close to Guilford's historic Green, shops, restaurants, and shoreline attractions. A rare find you won't want to miss!

4 Beds ⋅ 4 Baths ⋅ 24122847 MLS

One-of-a-Kind Opportunity in Guilford! Rarely available, this 4-unit multi-family property is ideally located on a large in-town lot in the beautiful shoreline community of Guilford. Built in 1900 and offering 2,392 sq. ft. of living space, the property features one 2-bedroom unit and three 1-bedroom units. Each unit has been thoughtfully updated and includes its own washer/dryer. Three of the four units are currently occupied, providing immediate income potential. With city water and the possibility for future expansion, this property offers both flexibility and value. Conveniently situated close to Guilford's historic Green, shops, restaurants, and shoreline attractions. A rare find you won't want to miss!

51 Pearl St, Guilford

$1,019,000

Welcome to 24 Village Circle! An "Under Construction" end unit in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 24 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the Primary bed/bath with a full tiled shower, a kitchen with stylish white cabinetry and Quartz counter tops, large Great room and Dining room which is perfect for entertaining, a half bath and laundry room. On the upper level you will find a spacious second bedroom with a full bath and walk in closet, a study and a large loft area. This model features 2,197 square feet of beautiful living space. Village on State is a short distance to the historic Guilford Green, shopping, restaurants, the town library and community center. These stunning townhomes will have the ultimate curb appeal. On the exterior will be black windows, black metal roof accents, a mix of siding styles and beautiful decorative stone.

2 Beds ⋅ 3 Baths ⋅ 24159776 MLS ⋅ Village On State BLDG.

Welcome to 24 Village Circle! An "Under Construction" end unit in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 24 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the Primary bed/bath with a full tiled shower, a kitchen with stylish white cabinetry and Quartz counter tops, large Great room and Dining room which is perfect for entertaining, a half bath and laundry room. On the upper level you will find a spacious second bedroom with a full bath and walk in closet, a study and a large loft area. This model features 2,197 square feet of beautiful living space. Village on State is a short distance to the historic Guilford Green, shopping, restaurants, the town library and community center. These stunning townhomes will have the ultimate curb appeal. On the exterior will be black windows, black metal roof accents, a mix of siding styles and beautiful decorative stone.

24 Village Cir Unit 24, Guilford

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