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$1,500,000
3 Beds ⋅ 4 Baths ⋅ 24200312 MLS ⋅ Benton's Knoll BLDG.
Beautiful single family residence in MINT turnkey condition in sought-after Benton's Knoll, Sachem's Head. Quality, high-end construction provides luxurious amenities throughout. The large light-filled LR/Dr with fireplace w/ marble surround includes Hunter Douglas shades w/ sliders to the large deck off the back of the residence. The kitchen is very well equipped with a large Sub zero refrigerator, Wolf ovens, Cove dishwasher & composite countertops. A large pantry, w/ built-ins &laundry room are conveniently located adjacent to the two car garage, providing easy access to the kitchen. The floors throughout the first and second floor are hardwood white oak. The primary bedroom, located on the main level has a custom designed bathroom adorned with beautiful marble tile & a heated floor. The total square footage of this unit is 4001 sq ft - 2942 sq ft on the first and second floor; then the finished walk out basement is 1100 sq ft which provides a family room with fpl, large office and storage area with a full bathroom. This level could work for an au pair or plenty of room for extra guests and family. Walk out directly from this level to the bluestone patio and in-ground heated Gunite pool . Enjoy the ease of ownership in this special 15 unit condo complex, but with the feel of single family residences affording privacy and fantastic location, steps away from the water. Drive 6 minutes to the Guilford Green and all it has to offer.

20 Bentons Knl, Guilford
$1,349,000
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
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 24202711 MLS
Experience the perfect blend of elegance, privacy, and shoreline living in this Mediterranean-style Colonial, ideally located just 3 miles from downtown Guilford and up the road from a public beach. Set high above the flood plain, flood insurance is not required, offering peace of mind and a coveted coastal lifestyle. A stately brick pillar entrance welcomes you to this 4-bedroom, 3.5-bath home, set on nearly 2 professionally landscaped acres in a desirable cul-de-sac neighborhood. The private, wooded setting offers peace and natural beauty. Inside, 10-foot ceilings, columns, Palladian windows, and an open floor plan create a bright, inviting atmosphere. The foyer is flanked by formal living and dining rooms, while the impressive two-story family room with gas fireplace flows into the refreshed kitchen featuring all-new Cafe stainless steel appliances. The main level offers a primary bedroom suite, second ensuite bedroom, and laundry room, providing a convenient option for one-floor living. All bathrooms have been refreshed, adding to the home's move-in-ready appeal. Enjoy peaceful views from the expansive sunroom overlooking the private backyard. Additional highlights include city water, central air, a new roof, 3-car garage, and versatile bonus room; ideal for a home office, fitness room, playroom, or guest space. Don't miss this opportunity to enjoy privacy, flexibility, and shoreline living in a sought-after Guilford location!

122 Lower Rd, Guilford
$1,249,900
4 Beds ⋅ 5 Baths ⋅ 24165243 MLS
NEW ROOF to be installed Fall 2026! Enjoy peace of mind with a brand-new roof being installed by the sellers. Perfectly sited on 2.75 private acres overlooking a sweeping lawn, this distinguished Georgian Revival home makes an unforgettable first impression, approached by a circular driveway that creates a true sense of arrival. Newly painted interiors and enhanced landscaping complement the home's timeless elegance. Once a Connecticut Designer Showhouse, the property blends sophistication with remarkable comfort across more than 5,200 square feet. A grand foyer with dramatic staircase introduces generously scaled rooms, 10-foot ceilings, and five fireplaces. The renovated kitchen features today's most desired amenities, including a large center island and butler's pantry, ideal for effortless entertaining. Distinctive architectural details add character throughout, including a remarkable office fireplace mantel reclaimed from a Newport mansion. The spacious bedroom level offers comfort, privacy, and flexibility, highlighted by a luxurious primary suite with renovated ensuite bath and separate dressing room. The home also offers natural gas, new well equipment, and a new septic system. Minutes from the Guilford Green, boutique shopping, and renowned restaurants, this exceptional offering seamlessly combines timeless design, character, and an extraordinary setting.

625 State St, Guilford
$1,200,000
3 Beds ⋅ 4 Baths ⋅ 24198331 MLS
Welcome to 212 Mulberry Point Road, a distinctive contemporary coastal retreat in a cul-de-sac neighborhood offering rare acreage in one of Guilford's most coveted shoreline areas. Beautifully landscaped, with an emphasis on privacy, the property is designed for exceptional indoor-outdoor living, with a large in-ground pool, separate all season hot tub, expansive decking, and an outdoor fireplace under a gazebo. The property is ideal for entertaining, dining, and relaxing. Inside, a sophisticated yet comfortable layout has unique architectural character throughout. The spacious primary suite features its own private loft, creating the perfect setting for a home office, reading nook, or sitting area. The finished lower level expands the living space with a generous recreation room, dedicated gym area, and wine cellar- as well as a 3-car garage. The house also boasts 3 functional fireplaces. A rare combination of land, privacy, amenities, and coastal location, this home offers a resort-like lifestyle just moments from Guilford's shoreline, village center, beaches, and all that this sought-after community provides.

212 Mulberry Point Rd, Guilford
$1,185,000
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
$1,185,000
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
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 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
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 24203107 MLS
Situated on a private 0.92-acre lot in a highly sought-after neighborhood, this classic four-bedroom, two-and-a-half-bath Colonial combines high-end interior updates with direct access to local nature. The main level centers around a fully renovated kitchen outfitted with the finest finishes, custom cabinetry, premium appliances, and a dedicated pantry for extra storage. Everyday living and entertaining options abound with a huge family room featuring vaulted ceilings, a cozy traditional living room with a fireplace, and a flexible main-floor room with French doors ideal as a formal dining space or dedicated home office. Upstairs, the primary bedroom suite offers a generous walk-in closet alongside an exquisitely updated full bath, joined by three additional bedrooms and a second beautifully updated full bath. Outdoor living centers on a large deck overlooking the expansive yard. Step directly from the property onto adjoining open space and scenic trail networks leading straight into the 583-acre East River Preserve. Key infrastructure updates include a newly installed high-efficiency furnace (2024) and a full roof replacement scheduled prior to closing. A full partially finished unique walk-out basement, perfectly suited for a game room, complete this home.

169 Willow Rd, Guilford
$1,150,000
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
$1,125,000
4 Beds ⋅ 3 Baths ⋅ 24205158 MLS
Historic 1856 Octagon Home Just One Block from the Iconic Guilford Green. Rarely does a home of such architectural distinction and prime location become available. Crafted in 1859 by renowned local builder Edwin A. Leete, this landmark 4-bedroom, 2.5-bath octagonal residence offers a extraordinary blend of mid-19th-century character and seamless modern comfort-all just a single block from the historic Guilford Green. Inside, the distinctive eight-sided floor plan fills the home with exceptional natural light across a generous layout featuring a formal Living Room, dedicated Dining Room, and cozy Family Room. At the heart of the home is a chef-inspired, high-end custom Gulick Kitchen, beautifully appointed for both daily life and effortless entertaining. Modern infrastructure ensures year-round comfort with central air conditioning and natural gas heating. Set on a lovely, flat and fenced in .61-acre lot, the property includes a versatile detached garage providing flexible space perfect for a workshop, home studio, or bonus room. Step outside your front door to enjoy boutique shopping, fine dining, local events, and train access within minutes. A true piece of Guilford history upgraded for today's lifestyle.

84 Fair St, Guilford
$1,100,000
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
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
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

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