Guilford Center, CT Homes for Sale with Garage

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  /40

  $1,895,000

  $100K PRICE DROP

  • 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
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  /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
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  /38

  $1,150,000

  • 4 Beds
  • 3.5 Baths
  • 3,774 Sq Ft

  9 Inwood Dr, Guilford, CT 06437

  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

  Gloria Gibney Gibney Real Estate

  9 Inwood Dr, Guilford, CT 06437
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  /40

  $2,995,000

  $205K PRICE DROP

  • 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
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  /40

  $1,250,000

  • 3 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  122 N Fair St Unit 3, Guilford, CT 06437

  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

  Heather Fitzgerald Coldwell Banker Realty

  122 N Fair St Unit 3, Guilford, CT 06437
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  /31

  $264,900

  Open Sun 10AM - 11:30AM

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  32 River Colony Unit 32, Guilford, CT 06437

  Welcome home to 32 River Colony in Guilford! Beautifully remodeled and ideally situated in a quiet corner of the community, this main-level condominium offers picturesque views of the West River and its abundant wildlife. Conveniently located near Guilford's historic downtown, this inviting home is a wonderful opportunity for year-round living or as a Connecticut shoreline retreat. Inside, you'll

  Heather Dacey William Raveis Real Estate

  32 River Colony Unit 32, Guilford, CT 06437
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  /24

  $799,000

  • 4 Beds
  • 2 Baths
  • 1,505 Sq Ft

  48 Lakeside Dr, Guilford, CT 06437

  Charming seasonal cottage located in the desirable Guilford Lakes community. This cozy retreat offers lake views and access to private beach rights, making it an ideal getaway for summer enjoyment. The home features a rustic interior with an open living area, kitchen, and comfortable sleeping spaces. Situated on a lightly wooded, sloping lot, the property provides a peaceful setting close to the

  Timothy Serpe Citi Atlas Real Estate Co LLC

  48 Lakeside Dr, Guilford, CT 06437
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  /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
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  /18

  $949,900

  New Construction $30K PRICE INCREASE

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

  24 Village Cir Unit 24, Guilford, CT 06437

  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

  Vincent Engingro William Raveis Real Estate

  24 Village Cir Unit 24, Guilford, CT 06437
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  /36

  $1,250,000

  • 4 Beds
  • 4.5 Baths
  • 4,421 Sq Ft

  77 Hickory Ln, Madison, CT 06443

  CUSTOM MADISON ESTATE: Private 2.11-Acre Oasis with Heated Inground Pool. Custom-built in 2001 for the original owners, this exceptional Madison estate offers over 5,400SF of meticulously designed living space set on a private 2.11-acre lot. Designed for both refined daily living and high-end entertaining, the home boasts 4 bedrooms, 4.5 bathrooms, and an ideal layout for modern flexibility. At

  Kirsten Adams William Pitt Sotheby's Int'l

  77 Hickory Ln, Madison, CT 06443
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  /33

  $1,975,000

  • 4 Beds
  • 2 Baths
  • 3,882 Sq Ft

  441 Opening Hill Rd, Madison, CT 06443

  Updated 4 bedroom 2 Full bath Cape on 15+ Acres of rolling Meadows and woods bordering State Forest and over 800 feet of frontage on Opening Hill. Extensive updating includes new windows and doors, original wide-board refinishing in the original building. A new kitchen in the cathedral ceilinged family room addition with deck that commands beautiful views of two spring fed, stocked ponds below

  Steve Adkins Berkshire Hathaway NE Prop.

  441 Opening Hill Rd, Madison, CT 06443
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  /40

  $675,000

  • 3 Beds
  • 3 Baths
  • 2,138 Sq Ft

  343 Horse Pond Rd, Madison, CT 06443

  This sun-drenched and beautifully updated Cape offers a rare blend of charm, versatility, and an exceptional shoreline location. With two distinct living spaces, the property presents an outstanding opportunity for multigenerational living or a compelling investment property. The main residence features a stylishly renovated kitchen opening to a spacious dining area, two bedrooms-including an

  Melanie Scull William Pitt Sotheby's Int'l

  343 Horse Pond Rd, Madison, CT 06443
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  /31

  $475,000

  Open Sun 12PM - 2PM $20K PRICE DROP

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

  45 Copper Hill Dr Unit 45, Guilford, CT 06437

  TURNKEY IN GUILFORD! Privacy, style and convenience come together in this beautifully renovated, free-standing 2-bedroom condominium tucked within a serene and meticulously maintained community. Thoughtfully updated with luxury finishes throughout, The beautifully remodeled kitchen opens seamlessly to the dining area, creating an inviting space for both everyday living and entertaining. For those

  Melanie Scull William Pitt Sotheby's Int'l

  45 Copper Hill Dr Unit 45, Guilford, CT 06437
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  /23

  $1,750,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,913 Sq Ft

  262 Mungertown Rd, Madison, CT 06443

  Build your custom dream home in South Madison! Welcome to this incredible opportunity in a prime location! Set on a level, treed, 2.32-acre lot on the hidden, more secluded end of Mungertown Road, offering PRIVACY and GREAT CONVENIENCE. Just THREE MILES to town and beaches, ONE MILE to Hand and Polson schools, and .25 MILES to the state-of-the-art Neck River Elementary, opened in 2025. Enjoy

  Lisa Rollins Team Compass Connecticut, LLC

  262 Mungertown Rd, Madison, CT 06443
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  /31

  $729,900

  $20K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,645 Sq Ft

  20 Long Hill Farm, Guilford, CT 06437

  Welcome to Long Hill Farm - where everyday life feels a little like a fairytale. Tucked into the serene Guilford countryside, this free-standing residence has been lovingly remodeled to deliver a lifestyle you'll adore: a rare blend of privacy, luxury, and easy, joyful living, all anchored by a private heated in-ground pool that feels like your very own slice of paradise. Step inside, where

  Lisa Cozzi Century 21 AllPoints Realty

  20 Long Hill Farm, Guilford, CT 06437
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  /29

  $639,000

  • 3 Beds
  • 2.5 Baths
  • 1,397 Sq Ft

  1431 Long Hill Rd, Guilford, CT 06437

  This inviting home welcomes you with bright, open living spaces highlighted by a large skylight that fills the main areas with natural light. The well-equipped gourmet kitchen features high-end appliances, custom cabinetry, and a movable island beneath a vaulted ceiling-perfect for cooking and gathering. The finished lower level includes a cozy fireplace and offers direct access to the pool area,

  Vicky Welch William Raveis Real Estate

  1431 Long Hill Rd, Guilford, CT 06437
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  /23

  $719,900

  $19K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,793 Sq Ft

  70 Stepstone Hill Rd, Guilford, CT 06437

  Privately set on over 2.5 beautifully maintained acres. Inside, you'll find formal living and dining rooms, a bright kitchen with newer appliances, a breakfast nook, and a large family room with a fireplace and access to the deck and backyard.The second floor features a generous primary suite with a private bath, three additional bedrooms, and a full hall bath. A finished third-floor room with

  Abigail Khaledi RE/MAX One

  70 Stepstone Hill Rd, Guilford, CT 06437
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  /28

  $2,999,000

  $301K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,891 Sq Ft

  57 Faulkner Dr, Guilford, CT 06437

  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

  janet colello Century 21 AllPoints Realty

  57 Faulkner Dr, Guilford, CT 06437
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  /40

  $1,950,000

  $300K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,160 Sq Ft

  26 Bassett Ln, Madison, CT 06443

  Completely rebuilt and expanded in 2026, this custom coastal home with deeded beach rights is located in Madison's charming Seafields Association. Thoughtfully designed with designer details throughout, the home provides elevated shoreline living with glimpses of Long Island Sound, state-of-the-art appliances, high-end finishes, a bright, open layout, mudroom, butler's pantry with laundry, and a

  Steven Koleno Beycome of Connecticut

  26 Bassett Ln, Madison, CT 06443
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  /35

  $3,750,000

  • 5 Beds
  • 7 Baths
  • 5,185 Sq Ft

  28 Walden Hill Rd, Guilford, CT 06437

  A true once in a lifetime opportunity! As you wind through picturesque Sachem's Head onto Walden Hill Road, a circular driveway will lead you to an unparalleled waterview estate on almost two acres. The coastal home sits above Long Island Sound on one of the highest points in Sachem's Head and spans 5,185 square feet. The main level features walls of windows that provide unforgettable views of

  Barbara Goetsch William Pitt Sotheby's Int'l

  28 Walden Hill Rd, Guilford, CT 06437
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  /40

  $2,675,000

  Coming Soon

  • 4 Beds
  • 4.5 Baths
  • 4,766 Sq Ft

  373 Boston Post Rd, Madison, CT 06443

  Set back and sited high on a hill overlooking 1.6 aces of estate-like grounds with seasonal views of Long Island Sound and Madison Country Club's 18-hole golf course, this residence was constructed by one of the town's most esteemed builders as his own home, and it shows in every detail. Nine-foot ceilings and abundant light define the first floor, which includes a living/dining room and elegant

  Margaret Muir William Pitt Sotheby's Int'l

  373 Boston Post Rd, Madison, CT 06443
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  /37

  $1,080,000

  • 2 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  15 Cambridge Dr, Madison, CT 06443

  Introducing 15 Cambridge Drive, an exceptional Madison Townhouse style Condo in the heart of it all. Accessible, yet private this residence is a rare find. Tucked away at the end of Cambridge Dr, right off Island Ave this 2,200+ square foot townhouse is an unexpected combination of polished elegance, charm and thoughtfulness in renovation and design. The sophisticated Living and Dining room are

  Phoebe Schreiner William Pitt Sotheby's Int'l

  15 Cambridge Dr, Madison, CT 06443
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  /40

  $789,000

  • 3 Beds
  • 2 Baths
  • 1,754 Sq Ft

  137 Flat Meadow Rd, Guilford, CT 06437

  Nestled behind original stacked stone walls and lush greenery, this New England saltbox home has been lovingly reimagined by its current owners. The front entry welcomes you with a gorgeous, vaulted ceiling spanning two stories featuring lovely natural wood detailing. The light-filled living and dining room greets you with lovely views of the surrounding landscape and a cozy wood burning

  Carla Stitz William Raveis Real Estate

  137 Flat Meadow Rd, Guilford, CT 06437
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  $699,000

  $80K PRICE DROP

  • 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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  /38

  $3,000,000

  $1M PRICE DROP

  • 5 Beds
  • 6 Baths
  • 5,657 Sq Ft

  45 Island Ave, Madison, CT 06443

  Exceptionally located less than a tenth of a mile from both the town green and beaches - with your own private beach access - this stunning residence sits on 1.57 secluded acres and has been completely re-imagined with uncompromising attention to detail and the finest materials. The home offers 16 thoughtfully designed rooms. Sun filled interiors feature over sized windows and expansive sight

  Meig Walz Newcomb Coldwell Banker Realty

  45 Island Ave, Madison, CT 06443
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  /40

  $875,000

  Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  4 Chasse Dr, Guilford, CT 06437

  A nature lover's paradise on 2.15 private acres, 4 Chasse Drive pairs total seclusion with close proximity to everything the shoreline has to offer. One mile to the Guilford Green, minutes to the beaches, hiking trails, and easy highway and train access, the property is still screened from the road by mature plantings and a private drive that feels like a retreat the moment you turn in. An

  Heidi DeRusso Coldwell Banker Realty

  4 Chasse Dr, Guilford, CT 06437
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  $649,999

  • 3 Beds
  • 2.5 Baths
  • 2,048 Sq Ft

  245 Dunk Rock Rd, Guilford, CT 06437

  Welcome to 245 Dunk Rock Road, a beautifully renovated 3-bedroom, 2.5-bath home offering 2,048 square feet of thoughtfully updated living space on over 5 acres of private property in Guilford. This move-in-ready home has been fully renovated with modern finishes and quality upgrades throughout. The inviting kitchen features elegant quartz countertops, brand-new stainless-steel appliances, and

  Gary Crawford RE/MAX RISE

  245 Dunk Rock Rd, Guilford, CT 06437

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