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Homes for Sale in 06437

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  • /34

    $450,000

    • 2 Beds
    • 2 Baths
    • 1,459 Sq Ft

    4 Copper Ridge Cir, Guilford, CT 06437

    Nestled on a quiet cul-de-sac in the sought-after Copper Hill Village, this detached Cape-style condo offers the privacy of a single-family home with the effortless lifestyle of a managed community. Boasting 1,459 square feet of bright, airy living space, this 2-bedroom, 2-bathroom residence is designed for comfort and versatility.The heart of the home features a living area with a cozy

    Agent Photo

    Rob McConville

    RE/MAX Heritage

    (203) 941-7511

    4 Copper Ridge Cir, Guilford, CT 06437
  • /32

    $1,595,000

    • 4 Beds
    • 4 Baths
    • 2,966 Sq Ft

    147 Boston St, Guilford, CT 06437

    Discover the vibrant energy of the historic town green just outside your doorstep. The inviting sidewalk guides you to the lively center, only 600 yards away. There, you'll find a treasure trove of quaint shops, restaurants, the recreational center, and cozy coffee spots to enjoy. Join in the community spirit at concerts and local events, and explore the area's rich history and character-all

    Vicky Welch William Raveis Real Estate

    147 Boston St, Guilford, CT 06437
  • /4

    $989,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,814 Sq Ft

    0 Long Hill Rd Unit 24156467, Guilford, CT 06437

    Here is your opportunity to build this beautifully designed 2,814 sq ft Cape-style home privately situated on a rear lot! This thoughtfully crafted To Be Built home blends classic New England charm with today's clean farmhouse aesthetic - board-and-batten accents, striking black windows, and timeless architectural lines. The open-concept main level is designed for today's lifestyle, featuring a

    Dori Degennaro William Raveis Real Estate

    0 Long Hill Rd Unit 24156467, Guilford, CT 06437
  • /39

    $959,000

    • 2 Beds
    • 2 Baths
    • 3,140 Sq Ft

    575 Leetes Island Rd, Guilford, CT 06437

    Enjoy living in one of CT's most coveted historical treasures, the Pelatiah Leete House! Perched on a private, sweeping knoll with WATERVIEWS of Shell Beach Lagoon running into Long Island Sound, (located across the road) this Colonial Home is as close as one gets to genuine American History. Only 5 families have inhabited this 1710 English Post & Beam home that has survived Colonial Times & a

    Mary Jo McAvey William Raveis Real Estate

    575 Leetes Island Rd, Guilford, CT 06437
  • /26

    $1,099,750 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    147 Blue Hills Dr, Guilford, CT 06437

    Rarely do you find such a gem as the upcoming construction on Blue Hills Dr! Nestled in a tranquil neighborhood at the end of a cul-de-sac and surrounded by lush woods, this under construction home promises to be your dream home. No expense was spared in this perfectly done dream home. Handsome hardwood floors and recessed lighting run through this entire home, enhancing all of the other features

    Joseph Gregory Toledo Realty

    147 Blue Hills Dr, Guilford, CT 06437
  • /31

    $950,000

    • 4 Beds
    • 2.5 Baths
    • 2,718 Sq Ft

    110 Clapboard Hill Rd, Guilford, CT 06437

    Sellers are asking for highest and best by 3 pm on Monday, 3/30/26. Set on a private 1.40-acre interior lot, this meticulously maintained 4-bedroom, 2.5-bath home offers the perfect blend of modern luxury and total peace of mind. Since 2022, nearly every major system has been upgraded, including a new roof, a comprehensive high-efficiency HVAC system with a heat pump and dual-zone split, a Navien

    Barbara Goetsch William Pitt Sotheby's Int'l

    110 Clapboard Hill Rd, Guilford, CT 06437
  • /40

    $1,995,000

    • 5 Beds
    • 9 Baths
    • 5,414 Sq Ft

    173 Highwoods Dr, Guilford, CT 06437

    A MAGNIFICENT REVIVAL & TIMELESS BLEND OF SOMETHING OLD & SOMETHING NEW. One of the finest restorations in New England, the Pitkin mansion is a true historical treasure. Carefully dismantled & moved to its current site in 1955, the property is nestled within nearly 4 acres of mature trees, manicured lawns, & magical gardens. This classic revival will be celebrated by the most discerning antique

    Kiara Rusconi William Raveis Real Estate

    173 Highwoods Dr, Guilford, CT 06437
  • /40

    $999,999 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,600 Sq Ft

    4 Jans Way, Guilford, CT 06437

    Welcome to this stunning new construction Colonial located in the heart of North Guilford, offering 2,800(Additional 900 Square feet of finished basement) square feet of living space on a private 1.9 acre lot. Situated in the sought-after Mountain View subdivision on Jans Way, this home is one of only seven exclusive parcels, providing a rare combination of privacy, space, and modern design. The

    Matthew Murchison Berkshire Hathaway NE Prop.

    4 Jans Way, Guilford, CT 06437
  • /12

    $1,195,000

    • 4 Beds
    • 4 Baths
    • 2,392 Sq Ft

    51 Pearl St, Guilford, CT 06437

    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.

    Philip Warner William Pitt Sotheby's Int'l

    51 Pearl St, Guilford, CT 06437
  • /40

    $1,295,000

    • 4 Beds
    • 5 Baths
    • 5,875 Sq Ft

    65 Ironwood Rd, Guilford, CT 06437

    Custom-Built Mediterranean Estate | Privately sited on 1.84 acres in the highly sought-after Woodlands subdivision, this stunning Country French-inspired residence combines timeless craftsmanship with architectural elegance. A grand two-story foyer with marble flooring and a sweeping spiral staircase sets the tone for the sophisticated interiors. Lovely millwork and custom built-ins are showcased

    Rose Ciardiello William Raveis Real Estate

    65 Ironwood Rd, Guilford, CT 06437
  • /39

    $640,000

    • 5 Beds
    • 2 Baths
    • 3,629 Sq Ft

    154 Wilburs Ln, Guilford, CT 06437

    Welcome to 154 Wilbur Ln, a truly distinctive property that sets itself apart from the rest providing over four and half acres of privacy. This home boasts five spacious bedrooms and two full baths, along with a large versatile studio or den that provides additional options for your needs. As you enter, a convenient mudroom is to the left and down the hall leads you into the kitchen where you

    Krystal Davis RE/MAX One

    154 Wilburs Ln, Guilford, CT 06437
  • /40

    $549,000

    • 2 Beds
    • 2 Baths
    • 1,967 Sq Ft

    1941 Moose Hill Rd, Guilford, CT 06437

    Stylish 2-3 bedroom, 2 bath Cape with a great open floor plan in a convenient Guilford location. Dramatic living room with vaulted ceilings, a wood-burning fireplace, and oversized windows that provide fabulous natural light. Fully appliance kitchen with granite counters, a breakfast bar, and great cabinet and counter space. A dining area with a picture window overlooks the backyard & a glass

    Jack Hill Seabury Hill REALTORS

    1941 Moose Hill Rd, Guilford, CT 06437
  • /10

    $624,900 Coming Soon

    • 2 Beds
    • 2.5 Baths
    • 1,686 Sq Ft

    6 Rollwood Dr, Guilford, CT 06437

    Do not miss rare opportunity! Two bedroom townhouse in seek after Rollwood community downtown Guilford! This home features open floor plan, spacious and airy living room/dining room combination with fireplace, built-ins, gleaming hard wood floors, two story foyer, eat-in kitchen with sliders to inclosed porch. Both bedrooms located on second floor and have the en suite full bathrooms and walk-in

    Svetlana Goletz Compass Connecticut, LLC

    6 Rollwood Dr, Guilford, CT 06437
  • /38

    $2,595,000 New Construction

    • 4 Beds
    • 5.5 Baths
    • 4,700 Sq Ft

    23 Sheep Pasture Rd, Madison, CT 06443

    Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant

    Steve Wollman Wollman Realty

    23 Sheep Pasture Rd, Madison, CT 06443
  • /32

    $715,000

    • 3 Beds
    • 1.5 Baths
    • 1,672 Sq Ft

    294 Church St, Guilford, CT 06437

    Mixed-use zoning (convertible to full commercial or multi unit with town permits) 2,005 sq ft total / 1,672 sq ft finished living space..30 acre lot with generous parking (10+ vehicles) Year built: 1893 with numerous modern updates. Rare to find a house in Guilford with "public water". Current layout: First Floor: Professional medical office space, 4 office space + half bath. Second Floor:

    Jason Saphire www.HomeZu.com

    294 Church St, Guilford, CT 06437
  • /2

    $889,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,625 Sq Ft

    35 Village Walk Unit 35, Guilford, CT 06437

    New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages. Walking distance to town. 3 models to pick from with various locations throughout subdivision.

    Vincent Engingro William Raveis Real Estate

    35 Village Walk Unit 35, Guilford, CT 06437
  • /18

    $889,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,197 Sq Ft

    12 Village Victoria Unit 12, Guilford, CT 06437

    Welcome to 12 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. 18 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

    Vincent Engingro William Raveis Real Estate

    12 Village Victoria Unit 12, Guilford, CT 06437
  • /40

    $5,950,000

    • 6 Beds
    • 5.5 Baths
    • 6,603 Sq Ft

    39 Vineyard Place, Guilford, CT 06437

    Where New England architecture meets timeless elegance! Experience the pinnacle of shoreline living in this spectacular waterfront estate, perfectly positioned on a private, peninsula-like setting in Sachem's Head community. Boasting breathtaking, panoramic views of Long Island Sound, this 1930s residence is a masterwork of historic character and unique architectural artistry. The home's rich

    Ana Russo William Pitt Sotheby's Int'l

    39 Vineyard Place, Guilford, CT 06437
  • /6

    $598,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,418 Sq Ft

    1092 Durham Rd, Guilford, CT 06437

    Opportunities like this are RARE in Guilford-a true live/work property offering exceptional flexibility, space, and income potential. Set on 1.04 acres in Guilford, this updated 4-bedroom, 2.5-bath home is complemented by a standout feature: an approximately 2,000+ sq ft warehouse with electricity, a car lift, multiple work areas, and its own separate driveway. Ideal for contractors, small

    Patsy Metcalf Compass Connecticut, LLC

    1092 Durham Rd, Guilford, CT 06437
  • /40

    $639,900 Coming Soon

    • 4 Beds
    • 2 Baths
    • 2,236 Sq Ft

    148 Highwoods Dr, Guilford, CT 06437

    Welcome to 148 Highwoods Drive in Guilford-a beautifully maintained 4-bedroom, 2-bath home set on over 1.29 acres of meticulously manicured grounds. This property offers the perfect blend of comfort, space, and outdoor living. Step inside to an open-concept main level featuring hardwood floors throughout and a stunning living room with vaulted ceilings, a stunning floor to ceiling brick

    Gigi Giordano Taylor Compass Connecticut, LLC

    148 Highwoods Dr, Guilford, CT 06437
  • /40

    $699,000

    • 4 Beds
    • 1,804 Sq Ft

    26 Water St, Guilford, CT 06437

    Ideally located in the heart of downtown Guilford, 26 Water Street is now officially available. Situated within the Guilford Green District, this property offers exceptional versatility with a wide range of permitted uses (see attached zoning regulations, Section 4.1). The existing use may continue as a non-conforming use if desired. The current layout is configured similarly to a multi-family

    Lauren Freedman Coldwell Banker Realty

    26 Water St, Guilford, CT 06437
  • /2

    $949,000 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,625 Sq Ft

    28 Village Cir Unit 28, Guilford, CT 06437

    New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages. Walking distance to town. 3 models to pick from with various locations throughout subdivision.

    Vincent Engingro William Raveis Real Estate

    28 Village Cir Unit 28, Guilford, CT 06437
  • /40

    $799,000

    • 4 Beds
    • 2 Baths
    • 2,174 Sq Ft

    402 Boston St, Guilford, CT 06437

    Antique charming house, modern quality updates with preserved antique charm and character, beautiful details, quality, character, and lovingly well-maintained. Stainless steel appliances, tiled bathrooms, bookcases galore, FENCED YARD. Upgrades include ducted central air, 4 heat zones, newer landscaping; many rooms with beautiful antique oak flooring; newer windows, roof, garage doors; vaulted

    Gloria Gibney Gibney Real Estate

    402 Boston St, Guilford, CT 06437
  • /14

    $1,195,000

    • 4 Beds
    • 4 Baths
    • 2,392 Sq Ft

    51 Pearl St, Guilford, CT 06437

    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

    Philip Warner William Pitt Sotheby's Int'l

    51 Pearl St, Guilford, CT 06437
  • /4

    $21,000

    • 680 Sq Ft

    379 Whitfield St Unit BN334, Guilford, CT 06437

    Enjoy convenient and carefree boating from this safely located boat slip. Guilford Yacht Club has been recently dredged for improved depth and accessibility. This ideal easy access to Long Island Sound provides the most of your time on the water. Ownership includes club membership with a vibrant community of boaters. Take advantage of the club pool and year round social activities. The pump-out

    Rod Cross Coldwell Banker Realty

    379 Whitfield St Unit BN334, Guilford, CT 06437
  • /40

    $649,900

    • 2 Beds
    • 2.5 Baths
    • 2,145 Sq Ft

    80 Seaview Terrace Unit 31, Guilford, CT 06437

    Coastal Living Reimagined at Seaview Terrace Welcome to your completely renovated waterside retreat where modern luxury meets the ultimate Shoreline lifestyle. This stunning 2-bedroom, 2.5-bath condominium has been meticulously transformed within the past five years into a showcase of contemporary elegance. GOURMET KITCHEN: Chef-inspired kitchen featuring gleaming quartz countertops, stainless

    Nikki Travaglino William Pitt Sotheby's Int'l

    80 Seaview Terrace Unit 31, Guilford, CT 06437
  • /7

    $40,000

    • 776 Sq Ft

    379 Whitfield St Unit CN946, Guilford, CT 06437

    Waterfront - Guilford. Set Sail in Style and experience the charm of Guilford Yacht Club, a premier marina in one of Connecticut's most picturesque coastal towns. This 46-foot slip offers ample space and immediate access to Long Island Sound, ensuring effortless adventures on the water. Guilford is rich in history and natural beauty, making it an ideal destination for boaters. At the Guilford

    Linda Coyle William Raveis Real Estate

    379 Whitfield St Unit CN946, Guilford, CT 06437
  • /31

    $22,500

    • 490 Sq Ft

    379 Whitfield St Unit AN236, Guilford, CT 06437

    Absolutely gorgeous sunsets over the West River and an incredible view awaits you at The Guilford Yacht Club. Don't miss your opportunity to own a 36 foot boat slip in an excellent location on A Dock at a great price at the stunningly beautiful Guilford Yacht Club. The Yacht Club has been recently dredged providing greater depth and accessibility for your boating activities. Within 5 minutes of

    Debbie Robinson Pearce Real Estate

    379 Whitfield St Unit AN236, Guilford, CT 06437
  • /4

    $22,000

    • 680 Sq Ft

    379 Whitfield St Unit BN2534, Guilford, CT 06437

    Guilford Yacht Club has been recently dredged to allow easy access to Long Island Sound. This Private club has a vibrant community of boaters waiting for you to join in on the fun. Just a few minutes and you are on the water making the best of your times with family and friends. Take advantage of the club pool and amenities. Pump out and fuel are nearby or on premises. Water, electricity and

    Rod Cross Coldwell Banker Realty

    379 Whitfield St Unit BN2534, Guilford, CT 06437
  • /40

    $35,000,000

    • 6 Beds
    • 4.5 Baths
    • 5,354 Sq Ft

    215 Uncas Point Rd, Guilford, CT 06437

    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.

    Joseph Piscitelli Coldwell Banker Realty

    215 Uncas Point Rd, Guilford, CT 06437
  • /40

    $3,200,000

    • 3 Beds
    • 3 Baths
    • 2,983 Sq Ft

    66 High St Unit 38, Guilford, CT 06437

    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

    Rose Ciardiello William Raveis Real Estate

    66 High St Unit 38, Guilford, CT 06437
  • /40

    $3,995,000 New Construction

    • 6 Beds
    • 6 Baths
    • 6,216 Sq Ft

    405 Whitfield St Unit 2, Guilford, CT 06437

    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,

    Rose Ciardiello William Raveis Real Estate

    405 Whitfield St Unit 2, Guilford, CT 06437
  • /40

    $2,950,000

    • 4 Beds
    • 4.5 Baths
    • 5,620 Sq Ft

    76 Sachem Head Rd, Guilford, CT 06437

    Resort-like gated estate perched high above Sachem Head Road overlooking a saltwater tidal marsh nestled on 2.3 professionally landscaped acres, a short bike ride to the Town center. Grab your morning cup of coffee or favorite evening beverage and step outside to your private resort complete with infinity pool, dual spas, pizza oven and outdoor bar surrounded by gates adorned with grape vines.

    John Campbell Compass Connecticut, LLC

    76 Sachem Head Rd, Guilford, CT 06437
  • /40

    $1,725,000

    • 2 Beds
    • 2 Baths
    • 2,163 Sq Ft

    66 High St Unit 34, Guilford, CT 06437

    Historic Elegance Meets Modern Luxury at 66 High Street | Leete Building. Welcome to an extraordinary residence where Guilford's heritage blends with contemporary sophistication. This impeccably appointed 2-bedroom+, 2-bath condominium with office/guest room is situated in the prestigious 66 High Street complex-a masterful transformation of an historic site into luxury living. Built in 2018, the

    Nikki Travaglino William Pitt Sotheby's Int'l

    66 High St Unit 34, Guilford, CT 06437
  • /39

    $945,000

    • 6 Beds
    • 4 Baths
    • 2,783 Sq Ft

    82 State St, Guilford, CT 06437

    Rare opportunity to own an in-town retreat just steps from the historic Guilford Green. This unique and well maintained two-family home offers a combination of flexibility, charm, and outdoor space that is nearly impossible to find this close to town. Whether you're seeking multi-generational living, rental income, or a lifestyle property with room to spread out, this home delivers exceptional

    Claudia Bartlett William Raveis Real Estate

    82 State St, Guilford, CT 06437
  • /5

    $22,499

    • 720 Sq Ft

    379 Whitfield St Unit CS936, Guilford, CT 06437

    Enjoy convenient and carefree boating from this recently dredged boat slip. Direct and easy access to Long Island Sound to enjoy your time on the water. Ownership includes Guilford Yacht Club membership with a fun and vibrant community of boaters. Take advantage of the club pool and the seasonal activities. Pump-out services on premises and fuel is nearby. Winter Boat storage available.

    Rod Cross Coldwell Banker Realty

    379 Whitfield St Unit CS936, Guilford, CT 06437
  • /28

    $365,000

    • 4 Beds
    • 2 Baths
    • 1,236 Sq Ft

    409 Boston St, Guilford, CT 06437

    Owner-occupant opportunity in desirable Guilford. This 9 room, 3-bedroom, 2-bath Raised Ranch sits on .46 acres with marshland and wooded views behind the home, creating a peaceful backdrop with abundant birdlife. Hardwood floors, dining room, large rear three season porch and a light-filled layout provide a solid starting point. The unfinished lower level offers expansion potential. Detached

    Steven Rivkin Planet Realty, LLC

    409 Boston St, Guilford, CT 06437
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