Guilford, CT Homes for Sale with Garage

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  /37

  $2,875,000

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

  24 Indigo Trail, Madison, CT 06443

  Come see this stately custom Brick English Georgian home in sought after Madison CT, nestled on a sprawling 5.65 acre lot with Neck River frontage. This exquisite 6,194 square foot colonial offers an unparalleled blend of luxury, privacy and natural beauty. With 4 bedrooms and 4.5 baths, it is designed for those who appreciate both elegance and tranquility. This unique residence is surrounded by

  

  Ron Stewart

  Houlihan Lawrence WD

  (475) 405-2519

  24 Indigo Trail, Madison, CT 06443
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  /40

  $2,650,000

  • 5 Beds
  • 7.5 Baths
  • 8,476 Sq Ft

  75 Half Mile Rd, Guilford, CT 06437

  Introducing a custom-built Adirondack-style masterpiece, set on over 5 acres of pristine land. Designed with care by the current owners, this home boasts a seamless layout, ideal for entertaining. Spacious, elegantly appointed rooms feature a custom-designed kitchen, soaring ceilings, and a stunning two-sided stone fireplace. Each bedroom is en suite, offering both privacy and luxury. The

  

  Cathy Lynch

  Coldwell Banker Realty

  (475) 255-6899

  75 Half Mile Rd, Guilford, CT 06437
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  /39

  $645,000

  • 5 Beds
  • 3 Baths
  • 4,373 Sq Ft

  57 Notch Hill Rd, North Branford, CT 06471

  If privacy and convenience are on your wishlist, this extraordinary property checks all the boxes. Overlooking a peaceful private pond, this striking contemporary 5 bedroom home offers a unique serene experience, set on over 2 acres, surrounded by natural beauty and hundreds of acres of preserved woodlands yet minutes from everything. This home invites the outdoors in, with expansive glass,

  

  Jennifer D'Amato

  Real Broker CT, LLC

  (203) 941-6934

  57 Notch Hill Rd, North Branford, CT 06471
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  /39

  $1,000,000

  • 6 Beds
  • 3.5 Baths
  • 3,197 Sq Ft

  11 Island Bay Cir, Guilford, CT 06437

  LOCATION, LOCATION, LOCATION! Nestled within a peaceful cul-de-sac just around the corner from the beach, this one-of-a-kind, custom-built Cape Cod-style home blends timeless charm with a contemporary flair. Located on desirable Island Bay Circle, enjoy the convenience of being minutes from the downtown village, restaurants, shopping, and the shoreline. This thoughtfully designed 5/6 bedroom, 3

  Rose Ciardiello William Raveis Real Estate

  11 Island Bay Cir, Guilford, CT 06437
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  /38

  $1,100,000

  • 4 Beds
  • 5.5 Baths
  • 5,630 Sq Ft

  604 W Lake Ave, Guilford, CT 06437

  This private estate is a rare sanctuary of refinement and serenity, nestled at the end of a long drive and abutting preserved conservation land with direct access to hiking and horseback riding trails right from your backyard. Just minutes from the Historic Green, where charming boutiques and top-tier dining await, the setting perfectly balances seclusion and convenience. A gracious brick-floored

  Linda Toscano Coldwell Banker Realty

  604 W Lake Ave, Guilford, CT 06437
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  /39

  $899,000

  • 3 Beds
  • 3.5 Baths
  • 4,177 Sq Ft

  102 Leetes Island Rd, Guilford, CT 06437

  Nestled at the end of a private enclave of just three homes, this beautiful Colonial-style residence blends timeless charm with modern comfort in the picturesque shoreline town of Guilford, Connecticut. A grand yet welcoming foyer sets the stage for the refined interiors of this thoughtfully designed home. The living room centers around a cozy fireplace, while the cathedral-ceilinged family room

  Kathleen Moniello Coldwell Banker Realty

  102 Leetes Island Rd, Guilford, CT 06437
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  /36

  $1,875,000

  • 3 Beds
  • 2.5 Baths
  • 2,194 Sq Ft

  66 High St Unit 36, Guilford, CT 06437

  66 HIGH STREET - 3 bedroom, 2.5-bath condominium, boasting an impressive 2,194 SF on the 2nd floor. The western exposure view showcases the marsh and Long Island Sound. Located in the prestigious community of Guilford, CT, this residence offers a harmonious blend of modern design and natural beauty. The open concept includes a sun filled Living Room with a cozy gas fireplace, deck access, Dining

  Kirsten Adams William Pitt Sotheby's Int'l

  66 High St Unit 36, Guilford, CT 06437
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  /40

  $2,950,000

  • 3 Beds
  • 2.5 Baths
  • 3,024 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

  $3,250,000

  • 3 Beds
  • 2.5 Baths
  • 2,571 Sq Ft

  66 High St Unit 40, Guilford, CT 06437

  Experience Elevated Living at The Residences at 66 High Street. Step into a lifestyle of sophistication and comfort-where luxury amenities meet cosmopolitan charm. This expansive third-floor residence in the Leete Building is one of the largest in the community and offers breathtaking, unobstructed views of the West River, Long Island Sound, and Faulkner's Island. Thoughtfully designed with 3

  Nicole White William Raveis Real Estate

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

  $1,295,000

  • 4 Beds
  • 3 Baths
  • 2,405 Sq Ft

  131 Elm St, Guilford, CT 06437

  Antique Country Farmhouse Meets Modern Amenities! A beautiful blend of heritage and modern comfort, 131 Elm Street is a thoughtfully restored Antique-style farmhouse that has been lovingly maintained and tastefully upgraded by its current owners. Nestled in the heart of North Guilford, this property is more than just a home-it's a serene retreat and an expression of creativity. Step inside and

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

  131 Elm St, Guilford, CT 06437
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  /40

  $899,000

  • 4 Beds
  • 3.5 Baths
  • 4,526 Sq Ft

  522 Peddlers Rd, Guilford, CT 06437

  Privately set on a corner lot of a cul-de-sac abutting West Woods, this expanded contemporary home offers a stylish blend of natural beauty, captivating design, and modern comfort. With 3,246 SF above grade plus a 1,280 SF finished lower level, the layout provides a balance of bold, open spaces and quiet, intimate rooms. Soaring ceilings in the foyer, family room, and primary suite create a a

  Linda Toscano Coldwell Banker Realty

  522 Peddlers Rd, Guilford, CT 06437
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  /36

  $829,000

  • 4 Beds
  • 2.5 Baths
  • 4,076 Sq Ft

  81 Red Barns Rd, Guilford, CT 06437

  Welcome to 81 Red Barns Rd, a charming, spacious and very well maintained home located in the beautiful town of Guilford. This property of 3276 sq ft with an additional finished basement of 800 sq ft boasts a perfect blend of modern amenities and classic New England charm. The home features 4 bedrooms, 3 bathrooms, and a generous living space that is perfect for both relaxing and entertaining.

  Susan Wagner Berkshire Hathaway NE Prop.

  81 Red Barns Rd, Guilford, CT 06437
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  /36

  $1,675,000

  • 2 Beds
  • 2.5 Baths
  • 2,790 Sq Ft

  66 High St Unit 15, Guilford, CT 06437

  The finest GUILFORD DOWNTOWN LIVING possible. This incredible townhouse will take your breath away! This 2800 sq ft end unit is located in the historic mill building at this luxurious complex. Combining modern living with extraordinary architecture and the finest finishes. Spectacular marsh views from every window as well as the oversized private deck. Dramatic 20' ceilings with exposed metal &

  Susan Santoro William Pitt Sotheby's Int'l

  66 High St Unit 15, Guilford, CT 06437
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  /40

  $1,800,000

  • 4 Beds
  • 5 Baths
  • 5,790 Sq Ft

  4 Woods Way, Guilford, CT 06437

  5 Luxury Townhouse Condominiums NESTELED PRIVATELY BEHIND 2614 BOSTON POST ROAD and a short drive to Guilford's Town Center, the Cottage 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 doors

  John Campbell Compass Connecticut, LLC

  4 Woods Way, Guilford, CT 06437
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  /37

  $1,800,000

  • 3 Beds
  • 4 Baths
  • 4,804 Sq Ft

  2 Woods Way, Guilford, CT 06437

  5 Luxury Townhouse Condominiums, NESTLED PRIVATELY BEHIND 2614 BOSTON POST ROAD and a short drive to Guilford's Town Center, the Cottage 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 doors

  John Campbell Compass Connecticut, LLC

  2 Woods Way, Guilford, CT 06437
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  /7

  $879,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  876 Nut Plains Rd Unit Lot 3, Guilford, CT 06437

  LAST LOT AVAILABLE - Introducing an exquisite gem nestled just a couple miles from our charming Town Green - the epitome of modern living awaits you in our brand-new, 3-home subdivision. These homes represent a harmonious blend of contemporary aesthetics, soaring ceilings, 8ft windows, and a sense of elegance, designed to captivate both your senses and your heart. Step into a world of refined

  Adrian Price Sunset Creek Realty, LLC

  876 Nut Plains Rd Unit Lot 3, Guilford, CT 06437
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  /40

  $649,900

  • 3 Beds
  • 3 Baths
  • 2,007 Sq Ft

  135 Highwoods Dr, Guilford, CT 06437

  Are you dreaming of a home in an idyllic New England seaside town? This gem, nestled on a cul-de-sac, offers a tranquil escape with lush foliage and a serene waterfall rock garden, perfect for unwinding in the evenings. Step inside and discover a cozy living room featuring a floor-to-ceiling gas fireplace, vaulted ceiling, and a skylight, ideal for warm winter nights. The dream kitchen is a cooks

  Cindy Schienda Showcase Realty, Inc.

  135 Highwoods Dr, Guilford, CT 06437
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  /40

  $745,000

  • 4 Beds
  • 3.5 Baths
  • 3,203 Sq Ft

  60 Ledgeview Ln, Guilford, CT 06437

  Vacation at Home! Heated in-ground pool has a private setting. A very attractive 4-bedroom, 3.5 bath home is in pristine condition and is "move-in" ready. The home has a very private location at the end of a cul-de-sac and is just minutes to town and commuter options (I-95, train, bus), shopping, and schools. The house is filled with light from the many south-facing windows. The renovated kitchen

  Leigh Whiteman William Raveis Real Estate

  60 Ledgeview Ln, Guilford, CT 06437
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  /27

  $499,000

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

  1018 W Lake Ave, Guilford, CT 06437

  Welcome to this charming 3-bedroom Cape-style home, nestled on over an acre of land! Tucked away from the road in a peaceful setting shared with just two other homes, this property offers both privacy and tranquility. Step inside to an inviting open-concept living room and kitchen, featuring a cozy wood-burning fireplace and an oversized island-perfect for entertaining. Just off the kitchen,

  Antonella Vertucci William Pitt Sotheby's Int'l

  1018 W Lake Ave, Guilford, CT 06437
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  /40

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft

  33 Woodside Rd, Guilford, CT 06437

  This beautifully updated 3-bedroom, 2-bath split-level home is situated in a quiet cul-de-sac, offering a perfect blend of charm, comfort, and modern convenience. A welcoming front deck overlooks the circular driveway and serene neighborhood, setting the tone for the inviting interior. Inside, an open floor plan features hardwood floors throughout with a wood burning fireplace open to the living

  Linda Toscano Coldwell Banker Realty

  33 Woodside Rd, Guilford, CT 06437
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  /37

  $630,000

  • 4 Beds
  • 5 Baths
  • 4,415 Sq Ft

  206 Peddlers Rd, Guilford, CT 06437

  Bring your vision to this expansive 4-bedroom, 5-bath Cape-style home, offering generous square footage, flexible living space, and endless potential for updates. With a thoughtful layout and timeless character, this property can easily accommodate a variety of needs and lifestyles. The exterior features a distinctive blend of brick, stone, and wood, giving the home classic curb appeal. Inside,

  Douglas Ledewitz Pulse Realty LLC

  206 Peddlers Rd, Guilford, CT 06437
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  /23

  $440,000

  • 1 Bed
  • 1.5 Baths
  • 1,712 Sq Ft

  80 Seaview Terrace Unit 12, Guilford, CT 06437

  Step into coastal sophistication with this three-story townhouse, gracefully positioned in the Seaview Terrace Community of Guilford. The grandeur of the home is immediately apparent upon entry, where a soaring foyer with a convenient coat closet welcomes you into a space where expansiveness meets comfort. The staircase leads to the main living area, where an open-concept design facilitates

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

  80 Seaview Terrace Unit 12, Guilford, CT 06437
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  /37

  $529,000

  • 3 Beds
  • 2.5 Baths
  • 1,936 Sq Ft

  550 W Lake Ave, Guilford, CT 06437

  Charming Country Retreat in Sought-After Guilford! Welcome to your private oasis! Nestled on a spacious, serene lot in highly desirable Guilford, this beautifully updated home offers the perfect blend of comfort, functionality, and charm. Step inside to discover gleaming hardwood floors throughout the main level, a sun-filled living room with a cozy fireplace, and a renovated kitchen featuring a

  Bobby Moran Coldwell Banker Realty

  550 W Lake Ave, Guilford, CT 06437
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  /19

  $719,000

  • 4 Beds
  • 2.5 Baths
  • 3,227 Sq Ft

  310 Weatherly Trail, Guilford, CT 06437

  This modern home on a spacious 1.5 acre lot in a peaceful cul-de-sac subdivision features three levels of living space with open floor plan, hardwood floors, cathedral ceilings and walls of glass for normal light. The remodeled kitchen has cherry cabinets granite countertops, custom built-ins, and top-of-the line S.S. appliances. Additional features include cozy living room with new gas

  Mim Beardsley Houlihan Lawrence WD

  310 Weatherly Trail, Guilford, CT 06437
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  /34

  $3,100,000

  • 6 Beds
  • 6 Baths
  • 3,948 Sq Ft

  48 Andrews Rd, Guilford, CT 06437

  Waterfront - GUILFORD - CONTEMPORARY - THE WHALE HOUSE-Architecturally Designed by Peter Woerner. First time available in 25 years. Set on 3.39 Acres. Designed to capture large ground to sky views, southerly over Little Harbor as well as Long Island Sound. With its walls of glass, high ceilings & numerous Transom windows this Unique Designed Home allows for natural views to flow easily through

  Joseph Piscitelli Coldwell Banker Realty

  48 Andrews Rd, Guilford, CT 06437
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  /23

  $525,000

  • 2 Beds
  • 2 Baths
  • 1,256 Sq Ft

  138 White Birch Dr, Guilford, CT 06437

  Well maintained ranch offers private beach access, golfing nearby and numerous hiking opportunities. The exterior has been recently painted and there are hard wood floors throughout. The primary bedroom has vaulted ceilings, ensuite bathroom, 2 large closets and a walkout to the patio. The kitchen has updated cabinets and opens to a large dining area. The seasonal sunroom has vaulted ceilings,

  Susan Fair Fair Realty

  138 White Birch Dr, Guilford, CT 06437
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  /40

  $1,950,000

  • 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
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  /37

  $648,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft

  102 Colonial Rd, Guilford, CT 06437

  A drive-by will not do this property justice! This Sachems Head home has plenty to offer - inside and out. The setting is a natural sanctuary. Perennial beds and mature plantings provide everchanging colors and blooms from early spring through fall. The open hillside behind is dotted with rock outcroppings, stone walls, and lush gardens. The Acorn Deck House has the cool vibe of a mid-century

  Laurie Trulock Compass Connecticut, LLC

  102 Colonial Rd, Guilford, CT 06437
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  /38

  $4,750,000

  • 4 Beds
  • 4.5 Baths
  • 4,325 Sq Ft

  250 Joshua Point Rd, Guilford, CT 06437

  Welcome to an unparalleled living experience at 250 Joshua Point Road, Guilford, CT. This magnificent Nantucket style home offers the perfect blend of luxury, comfort, and breathtaking views, making it an ideal sanctuary for those seeking the finest in coastal living. This prestigious 2 acre estate sits at the end of a peninsula and boasts direct access to the serene waters of Long Island Sound,

  Jane Von Holzhausen Coldwell Banker Realty

  250 Joshua Point Rd, Guilford, CT 06437
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  /28

  $425,000

  • 2 Beds
  • 2 Baths
  • 1,442 Sq Ft

  7 Copper Hill Dr, Guilford, CT 06437

  Enjoy EVERYTHING Guilford has to offer without the headaches! Public water, Natural gas, Central air, HOA managed shared Septic, 1-car garage. This detached condo in south Guilford has it all! Structured like a single family house so you and your family have plenty of privacy. Two-bedroom on the main level plus a loft room on the upper level which could be used as an office or additional bedroom.

  Jia Wu JJ HOMES REAL ESTATE, LLC

  7 Copper Hill Dr, Guilford, CT 06437
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  /40

  $1,375,000

  • 4 Beds
  • 2.5 Baths
  • 3,367 Sq Ft

  35 Bayberry Ln, Guilford, CT 06437

  35 Bayberry Lane-a stunning, newly rebuilt coastal retreat nestled in the highly sought-after Old Sachem Beach neighborhood. Just a short stroll from the peaceful shores of Joshua Cove, this modern 4-bedroom home offers 3,400 sq ft. of luxurious living space designed with both style & comfort in mind. The open-concept layout showcases wide-plank white oak hardwood floors, soaring vaulted ceilings

  Lauren Freedman Coldwell Banker Realty

  35 Bayberry Ln, Guilford, CT 06437
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  /38

  $449,000

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  46 Sperry Dr, Guilford, CT 06437

  Beautifully Renovated 3-Bedroom Home in Guilford, CT - Move-In Ready! Welcome to this stunning, fully renovated single-family home located in the desirable shoreline town of Guilford. Boasting 2 spacious bedrooms, 1 full bathroom, and an additional room that can be used as your home office or a 3rd BR. This charming property has been completely updated in 2025 with modern finishes and

  Christopher Wihbey Dave Jones Realty, LLC

  46 Sperry Dr, Guilford, CT 06437
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  /31

  $999,999

  • 4 Beds
  • 3.5 Baths
  • 3,900 Sq Ft

  15 Briarwood Dr, Guilford, CT 06437

  Located in a beautiful Guilford neighborhood, no through road, this exceptional home offers a vacation inspired lifestyle with a pool and sauna inside, and a 5-mile drive to the beach! Many thoughtful improvements throughout the spacious flexible layout, with the opportunity to still make it your own. Major systems have been updated, including the septic, central air, hot water tank, electrical,

  Melanie Taylor Berkshire Hathaway NE Prop.

  15 Briarwood Dr, Guilford, CT 06437
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  /21

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 1,125 Sq Ft

  24 Echo Point Rd, Guilford, CT 06437

  This waterfront home offers beautiful lake views, stunning stone work and terraces throughout the property. It has 3 bedrooms and two and half baths with a 2 car garage. There is a fire pit with built in stone seating overlooking the water with a private dock. The large deck off the garage is another spectacular area with sweeping views of the water. The living room offers a wall of windows with

  Susan Fair Fair Realty

  24 Echo Point Rd, Guilford, CT 06437
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  /40

  $550,000

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  259 Weatherly Trail, Guilford, CT 06437

  Set on a peaceful and private 1.36-acre lot, this Contemporary Colonial home offers comfort, style, and a connection to nature. As you enter, you'll notice the home's open layout and soaring vaulted ceilings that create a bright and airy feel. The spacious living room includes beautiful hardwood floors, a pellet stove for cozy winter nights, and sliding doors that lead to a wraparound deck -

  Daniel Lussier eXp Realty

  259 Weatherly Trail, Guilford, CT 06437
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  /40

  $2,150,000

  • 4 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  412 Tanner Marsh Rd, Guilford, CT 06437

  NEW CONSTRUCTION: Discover the perfect blend of elegance and comfort in this newly constructed home, located on scenic Tanner Marsh Rd. Just minutes to I-95 and the Guilford train station, it has easy access to Yale, Guilford historic district, shopping and restaurants. Convenience is an integral part of the lifestyle. This property has four luxurious bedrooms and 4.1 bathrooms, including a

  Diane Dupont William Pitt Sotheby's Int'l

  412 Tanner Marsh Rd, Guilford, CT 06437
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  /24

  $624,900

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

  0 Long Hill Farm Unit 20, Guilford, CT 06437

  It's almost pool time! and this expansive condo has its own private heated pool all it itself! Why bother fighting traffic, crowds and hassles when all you have to do is walk out the sliders. Nestled in the serene countryside of Guilford, Connecticut, 20 Long Hill Farm Road offers a tranquil retreat with a perfect blend of luxury and privacy. This stunning property boasts a beautifully designed

  Lori Vogel William Raveis Real Estate

  0 Long Hill Farm Unit 20, Guilford, CT 06437
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  /40

  $5,700,000

  • 3 Beds
  • 3.5 Baths
  • 4,236 Sq Ft

  66 High St Unit 56-57, Guilford, CT 06437

  TOP OF THE WORLD. A beautiful 4000+ sf space interior designed by award winning David Scott Parker Architects, FAIA. David has designed high end residences and cultural institutions in Southampton, Rancho Sante Fe, Florida, Massachusetts & CA. The finishing touches have just been completed on what is arguably the most luxurious penthouse in the state of Connecticut. The apartment's views of the

  Margaret Muir William Pitt Sotheby's Int'l

  66 High St Unit 56-57, Guilford, CT 06437
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  /40

  $985,000

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

  575 Leetes Island Rd, Guilford, CT 06437

  This home, The Pelatiah Leete House, is an impeccably restored jewel of American History for those appreciative admirers of what little remains from this era. Every inch of this large (3140 sqft) 1710 Saltbox has been respectfully preserved with clever and practical adaptations through the centuries. This is a home for those with a touch of romanticism in their heart, who feel moved by being

  Lisa Jones Higgins Group Bedford Square

  575 Leetes Island Rd, Guilford, CT 06437
• 

  

  /40

  $545,000

  • 3 Beds
  • 2 Baths
  • 1,883 Sq Ft

  310 Hart Rd, Guilford, CT 06437

  **** NO CO- Selling "as is".... Seller meeting with " State Codes & Standards Committe" and will soon have details. Verbally told need to confirm CO meets 1999 standards. (State to send seller info to share) Finish the Dream! Privacy galore on this 7.66 acre parcel with a nearly completed home. Stunning open concept floor plan with state-of-the-art kitchen open to Great Room with FPL and walls

  Diane Beckwith Popolizio William Raveis Real Estate

  310 Hart Rd, Guilford, CT 06437

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