Guilford, CT Homes for Sale

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  $1,700,000

  • 4 Beds
  • 3.5 Baths
  • 5,906 Sq Ft

  3 Woods Way, Guilford, CT 06437

  One of five Luxury Townhouse Condominiums, NESTLED PRIVATELY BEHIND 2614 BOSTON POST ROAD and a short drive to Guilford's Town Center, the Cottages at the Woods transports you to a quaint European village with it's striking architecture, hand cut stone work, and expansive patios with cozy fireplaces. Brilliant sunlight drenches the chef's kitchen and family room through walls of glass and french

  John Campbell Compass Connecticut, LLC

  3 Woods Way, Guilford, CT 06437
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  /32

  $299,900

  • 2 Beds
  • 1.5 Baths
  • 1,180 Sq Ft

  274 Church St Unit 3D, Guilford, CT 06437

  Looking to live close to downtown Guilford, with all the ease of condo life? Look no further! Newly renovated with carpet up and laminate down, fresh paint throughout, and updated appliances, all this home needs is you. This spacious unit features two large bedrooms with walk-in closets upstairs, as well as a third 'bonus' room to use as an office, workout room, etc. Two BRAND new AC units will

  Stephanie Jacobs Sunset Creek Realty, LLC

  274 Church St Unit 3D, Guilford, CT 06437
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  /27

  $225,000

  • 1 Bed
  • 1 Bath
  • 839 Sq Ft

  19 Polpis Ln, Guilford, CT 06437

  Private Pet friendly End unit newly refreshed! Ranch style offers Cathedral Ceiling Living Room with Fireplace and Dining area; Kitchen with new Stove; Refrigerator; and Dishwasher and sink. Primary Bedroom with attached Full Bath and Laundry room with Washer and Dryer. There is a Spiral staircase to Loft area featuring its own Balcony and a Large storage room or possible walk in closet. Can be a

  Ken Krista Century 21 AllPoints Realty

  19 Polpis Ln, Guilford, CT 06437
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  /40

  $2,990,000

  • 3 Beds
  • 2.5 Baths
  • 3,348 Sq Ft

  66 High St Unit 17, Guilford, CT 06437

  Welcome to a truly exceptional living experience at The Residences at 66 High Street! This stunning three-bedroom, two-and-a-half-bathroom condo presents a rare opportunity for those seeking luxury and convenience in one of Guilford's most desirable locations. Spanning an impressive 3,148 square feet, this custom single-level home offers elegant design and modern amenities, ensuring comfort and

  Barbara Goetsch William Pitt Sotheby's Int'l

  66 High St Unit 17, Guilford, CT 06437
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  /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
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  /39

  $529,000

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,630 Sq Ft

  94 Quonnipaug Hill Rd, Guilford, CT 06437

  "Vermont in Guilford": Extraordinary hilltop privacy surrounded by woods and fields in North Guilford. This well-maintained 3-bedroom, 1.5-bath home with attached 2-car garage is ideally sited atop a hill in a desirable setting. Recent updates include mini-splits, a new roof, fresh interior paint, and gleaming hardwood floors. The main level features an open living area with wood stove, offering

  Tim Galvin William Raveis Real Estate

  94 Quonnipaug Hill Rd, Guilford, CT 06437
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  /39

  $499,000

  Open Sat 10AM - 1PM Coming Soon

  • 2 Beds
  • 1 Bath
  • 891 Sq Ft

  1511 Little Meadow Rd, Guilford, CT 06437

  Don't miss this adorable one-level home, thoughtfully updated to offer the perfect blend of charm, comfort, and flexibility. Nestled on a scenic country road, the property sits on 1.7 acres with ample room for future expansion if desired. Ideal for first-time buyers, down-sizers, or anyone seeking peaceful country living. Bright and airy throughout, the home features an open floor plan with

  Kim Vigliotti Coldwell Banker Realty

  1511 Little Meadow Rd, Guilford, CT 06437
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  /39

  $779,000

  • 1 Bed
  • 2 Baths
  • 1,672 Sq Ft

  446 Whitfield St Unit C, Guilford, CT 06437

  A rare opportunity to own one of downtown Guilford's most iconic residences, often referred to as "The Spaceship," masterfully designed by architect Wilfred Armster. This striking copper-clad building, elevated on concrete stilts, was thoughtfully positioned to capture sweeping, unobstructed views of Long Island Sound-beautifully showcased from this premier front-facing unit. Enter through the

  Susan Santoro William Pitt Sotheby's Int'l

  446 Whitfield St Unit C, Guilford, CT 06437
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  /34

  $649,000

  • 3 Beds
  • 3 Baths
  • 2,052 Sq Ft

  208 Boston St, Guilford, CT 06437

  Shoreline charm meets unlimited potential at 208 Boston Street. This quintessential New England gem, set on a rare and sprawling 1.03-acre level lot, offers the ultimate "walk-to-town" lifestyle just steps from the historic Guilford Green. Whether you are looking for a savvy investment, a multi-generational living solution, or a grand single-family estate, this versatile property delivers.

  Jules Gaughran - Etes William Pitt Sotheby's Int'l

  208 Boston St, Guilford, CT 06437
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  /40

  $2,600,000

  • 2 Beds
  • 2 Baths
  • 2,080 Sq Ft

  66 High St Unit 26, Guilford, CT 06437

  A rare opportunity to experience life at The Residences at 66 High Street - one of Guilford's most celebrated luxury condominium communities. Situated in the Whitfield Building, this single-level residence enjoys one of the premier locations within the entire development and includes the rare convenience of a detached garage. Meticulously designed, Unit 26 blends refined finishes, thoughtfully

  Nicole White William Raveis Real Estate

  66 High St Unit 26, Guilford, CT 06437
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  /40

  $635,000

  Open Sun 12PM - 2PM Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,414 Sq Ft

  1500 Durham Rd, Guilford, CT 06437

  Welcome to the Treehouse, a thoughtfully updated Mid-Century Modern home set high above 2.4 acres of private woodland with seasonal views overlooking the West River. Combining architectural character with modern updates, this unique property offers privacy, tranquility, and a seamless connection to nature. The dramatic living room showcases soaring vaulted ceilings, exposed wood beams, a

  Mark McElrath William Pitt Sotheby's Int'l

  1500 Durham Rd, Guilford, CT 06437
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  /34

  $696,000

  Open Thu 5PM - 7PM

  • 4 Beds
  • 1.5 Baths
  • 2,060 Sq Ft

  60 Three Mile Course, Guilford, CT 06437

  Live, Love, Laugh and Play a short walk to Guilford Center, Library, Public Transportation, Dining and Shopping! The expanded Cape offers a newer Great Room addition offering the perfect space to entertain in style with doors to yard and future patio. The adjacent kitchen was updated 6yrs ago when addition was added and boast granite counters, SS appliances and adjacent original dining room for

  Diane Beckwith Popolizio William Raveis Real Estate

  60 Three Mile Course, Guilford, CT 06437
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  /40

  $1,450,000

  • 4 Beds
  • 2.5 Baths
  • 3,166 Sq Ft

  9 Sunset Ridge Dr, Guilford, CT 06437

  Discover 9 Sunset Ridge Drive, an elegant colonial residence constructed in 2015 and updated throughout 2024-2025. From the grand foyer with detailed millwork to the bright, open layout, every inch of this home has been meticulously refined. The stunning kitchen anchors the home with marble countertops, stainless steel appliances, a gas cooktop, and a spacious pantry-flowing effortlessly into the

  Barbara Goetsch William Pitt Sotheby's Int'l

  9 Sunset Ridge Dr, Guilford, CT 06437
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  /5

  $20,000

  $5K PRICE DROP

  • 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
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  /40

  $780,000

  Open Sat 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 3,616 Sq Ft

  122 Ridgeview Cir, Guilford, CT 06437

  Tucked away at the end of a quiet cul-de-sac in Guilford's Meadow Hills neighborhood, this beautifully maintained 4-bedroom Garrison Colonial offers the perfect blend of privacy, natural beauty, and neighborhood charm. Set on a picturesque 1-acre lot and surrounded by Guilford Land Trust property, the setting feels peaceful and secluded while still being part of a welcoming community known for

  Rose Ciardiello William Raveis Real Estate

  122 Ridgeview Cir, Guilford, CT 06437
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  /40

  $1,700,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,284 Sq Ft

  539A Boston St, Guilford, CT 06437

  Brand NEW CONSTRUCTION. Move in Ready! This modern, luxurious 3284sf, 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

  Anne Marie Straka Compass Connecticut, LLC

  539A Boston St, Guilford, CT 06437
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  /40

  $1,395,000

  $105K PRICE DROP

  • 5 Beds
  • 5 Baths
  • 5,310 Sq Ft

  7 Caleb Ct, Guilford, CT 06437

  Absolutely stunning 5+ bedroom light-filled home offers the perfect blend of elegance & modern updates. A dramatic 2-story foyer with a striking contemporary fixture sets the tone. The living room with glass French doors offers flexibility as a first-floor office. The oversized family room features a soaring ceiling, custom built-ins & stone fireplace, flowing seamlessly into the remodeled

  Susan Santoro William Pitt Sotheby's Int'l

  7 Caleb Ct, Guilford, CT 06437
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  /35

  $2,650,000

  • 4 Beds
  • 4.5 Baths
  • 6,194 Sq Ft

  24 Indigo Trail, Madison, CT 06443

  Luxury Property Auction: 11-25 June. Estimated Sale Price: $2,200,000 - $2,800,000. Set on 5.65 secluded acres in the heart of Madison, this exceptional English Georgian custom home offers a rare blend of timeless architecture, refined craftsmanship, and natural beauty. Surrounded by mature woodlands, the property is a private retreat, complete with a gently winding stream and the preserved stone

  Lee Leslie Concierge Auctions, LLC

  24 Indigo Trail, Madison, CT 06443
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  /31

  $850,000

  $250K PRICE DROP

  • Land
  • 3.67 Acres
  • $231,608 per Acre

  4 Boston Post Rd, Madison, CT 06443

  Rarely does a Legacy Property, with a "Shovel-Ready" vision, arrive with the hardest yards of coastal development already complete. East River Landing is a fully de-risked, 3.67-acre asset at the Madison/Guilford gateway, combining an extensive marina income opportunity with unprecedented residential scalability. Approved Maritime Asset. Forget proposed plans-this is a fully built, 46-slip marina

  Michael Barnes Silver and Oak Realty

  4 Boston Post Rd, Madison, CT 06443

Showing Results 41 - 59, Page 2 of 2