Guilford, CT Homes for Sale

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  $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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  $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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  $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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  $369,900

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

  16 Copper Hill Dr, Guilford, CT 06437

  Move right in to your own free-standing Cape Cod style condo without even picking up a paint brush. This home has been completely remodeled from top to bottom with high-end flooring, bathroom fixtures, appliances, kitchen cabinets and countertops, bathrooms, exterior and interior doors and more. It is located on a cul-de-sac of three homes in Copper Hill Village and is only a short distance from

  Doris Fallon William Raveis Real Estate

  16 Copper Hill Dr, Guilford, CT 06437
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  $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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  $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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  $670,000 Open Sun 10AM - 12PM

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

  170 Barker Hill Dr, Guilford, CT 06437

  This light-filled contemporary home at the end of a cul-de-sac provides the serenity of natural surroundings, yet is close to everything Guilford is well known for: its historic green, specialty shops and Long Island Sound. Check final photo for existing floor plan. Floor to ceiling windows and vaulted ceilings bring in lots of light. Cozy up to the wood stove to ward off the chill, or in warm

  Tracy Everson Century 21 AllPoints Realty

  170 Barker Hill 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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  $829,900

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

  387 N River St, Guilford, CT 06437

  Charming Historic Home built for Peter Chapman in 1851 by William Weld according to Keeping Society (town has different date). Currently has renovations throughout providing inviting elegance and modern conveniences. Main level renovated to include main level BR with ADA compliant full bath, new enlarged upgraded kitchen w/SS appliances, quartz counter and nearby wet bar area adjacent to den with

  Diane Beckwith Popolizio William Raveis Real Estate

  387 N River St, Guilford, CT 06437
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  $875,000

  • 3 Beds
  • 4 Baths
  • 2,279 Sq Ft

  1054 Boston Post Rd, Guilford, CT 06437

  RARE OPPORTUNITY TO OWN TWO BUILDINGS IN GUILFORD ~ Unlock the potential of this prime commercial property on the bustling Boston Post Road, just one block from Guilford's historic town Green. Within the PV zone (Post Road Village Zone District, this offering includes 2 buildings (see listing #1058 Boston Post Road) that share a driveway and provide dedicated parking; an ideal setup for

  Rose Ciardiello William Raveis Real Estate

  1054 Boston Post Rd, Guilford, CT 06437
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  $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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  $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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  $584,900 Open Sun 11AM - 1PM

  • 2 Beds
  • 1.5 Baths
  • 1,197 Sq Ft

  55 Seaside Ave, Guilford, CT 06437

  IMAGINE water views & steps to Jacobs Beach! Make your OFFER today to MOTIVATED sellers NOW that they have found another home!! It could all be yours in this sought after area. This special offering boasts an updated kitchen with granite counters, SS appliances and a center island for entertaining. LR features a large picture window which allows for a daily dose of unbeatable sunrises. Main

  Judie Ferraro Calcagni Real Estate

  55 Seaside Ave, Guilford, CT 06437
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  $525,000

  • 0.5 Baths
  • 846 Sq Ft

  35 Water St, Guilford, CT 06437

  35 Water Street, presently an office building ready to be converted into residential. Located directly in the heart of downtown Guilford, right across from the town post office and just steps away from the Guilford Green, Town Plaza and historical district. This prime location offers close distance to Jacobs Beach, train station and nearby highways, along with many local parks and historic

  Derek Greene Derek Greene

  35 Water St, Guilford, CT 06437
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  $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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  $100

  • Land
  • 1.90 Acres
  • $53 per Acre

  505 Old Whitfield St, Guilford, CT 06437

  The property is being presented unpriced. Discover this unique waterfront development site in Guilford, Connecticut. Offering stunning views of Long Island Sound and the surrounding natural beauty. Situated along the shoreline, this development site presents potential for mixed-use spaces such as luxury residential, and commercial. This waterfront property presents an ideal setting for a

  Stephen Press, SIOR Press/Cuozzo Realtors

  505 Old Whitfield St, Guilford, CT 06437
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  $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
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  $545,000

  • Land
  • 8 Acres
  • $71,149 per Acre

  310 Hart Rd, Guilford, CT 06437

  **** NO CO- Selling "as is".... **** NO CO- Selling "as is".... Seller meeting with " State Codes & Standards Committe" and will soon have more details to share. Verbally told have to have home confirmed as CO status of 1999 codes. Waiting for more info. Nature lovers' delight! Think farm, animals, horse, equestrian, nature center, camp, hunting lodge (gun club down the road), group home or more!

  Diane Beckwith Popolizio William Raveis Real Estate

  310 Hart Rd, Guilford, CT 06437
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  $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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  $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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  $1,375,000

  • 6 Beds
  • 5 Baths
  • 8,265 Sq Ft

  7 Hart Rd, Guilford, CT 06437

  A Literary Legacy Meets Architectural Elegance! After publishing her best-selling novel The Thorn Birds, author Colleen McCullough designed and built this extraordinary residence as her personal sanctuary-a place that balanced proximity to New York with the peaceful seclusion of forested hills and a gently flowing brook. Nestled at the end of a winding private drive, the home welcomes you with a

  Gaetano Marra BHGRE Gaetano Marra Homes

  7 Hart Rd, Guilford, CT 06437
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  $1,125,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,579 Sq Ft

  0 Long Hill Rd Unit 24083104, Guilford, CT 06437

  TO BE BUILT, beautiful new construction home! Your home ... Your way! At 3,579 square feet, there's a space for everyone! On the main level you'll find hardwood floors throughout, a spacious open concept kitchen and 2 story great room creating an incredible airy and open feel. Also on the main level is a study/office to suit any work from home needs, a dining room for family gatherings and an

  Dori Degennaro William Raveis Real Estate

  0 Long Hill Rd Unit 24083104, Guilford, CT 06437
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  $4,000,000 New Construction

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

  405 Whitfield St Unit 2, Guilford, CT 06437

  Your Dream Home Awaits - - Whether you're savoring a sunset from your expansive deck, entertaining in style, or exploring Guilford's vibrant offerings, "Eagleview" is more than a residence, it's a lifestyle. Imagine crafting your vision of 6,000 to 8,000 square feet of luxurious living space, enhanced by nearly 140 linear feet of deck space perfectly poised to capture the serene beauty of salt

  Rose Ciardiello William Raveis Real Estate

  405 Whitfield St Unit 2, Guilford, CT 06437
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  $869,000 New Construction

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

  14 Village Cir Unit 14, Guilford, CT 06437

  Introducing the Dalton! 14 Village Circle is located at Guilford's newest luxury community, Village on State. 14 Village Circle is an end unit and construction is well under way! This model features 2,625 square feet of beautiful living space. The main floor is open concept with a large great room and dining room and kitchen, which is perfect for entertaining. On the upper level you will find the

  Vincent Engingro William Raveis Real Estate

  14 Village Cir Unit 14, Guilford, CT 06437
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  $789,900 New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,246 Sq Ft

  16 Village Cir Unit 16, Guilford, CT 06437

  Welcome to 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. The road for the development has recently been paved! Several floor plans are available to choose from which allow for primary bedroom suites on the first or second floor, spacious eat-in kitchens

  Vincent Engingro William Raveis Real Estate

  16 Village Cir Unit 16, Guilford, CT 06437
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  $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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  $1,375,000 Open Sun 12:30PM - 2:30PM

  • 5 Beds
  • 6 Baths
  • 6,013 Sq Ft

  275 Chestnut Grove, Guilford, CT 06437

  This exceptional custom built home showcases beautiful craftsmanship and timeless design throughout. Tucked away at the end of a private driveway on a quiet cul-de-sac and surrounded by similar estate properties, this is a truly special place to call home. Step inside to a grand front foyer that opens into a spacious, light-filled layout featuring family room with soaring cathedral ceilings and a

  Rose Ciardiello William Raveis Real Estate

  275 Chestnut Grove, Guilford, CT 06437
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  $489,000

  • 3 Beds
  • 1 Bath
  • 1,304 Sq Ft

  38 Dinwoodie Dr, North Branford, CT 06471

  Welcome to this beautifully remodeled ranch home featuring, 3 bedrooms, a fireplace, central air and a garage. The kitchen has new hard wood floors, quartz counters, new cabinets and brand-new appliances. The family room has a fireplace and opens to a new deck overlooking a fenced in back yard. There is a new roof, septic tank, air conditioning unit and furnace. The interior has been freshly

  Susan Fair Fair Realty

  38 Dinwoodie Dr, North Branford, CT 06471

Showing Results 41 - 70, Page 2 of 2