Guilford, CT Houses for Sale

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  /37

  $3,100,000

  • 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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  /40

  $950,000

  • 4 Beds
  • 3.5 Baths
  • 3,368 Sq Ft

  445 Goose Ln, Guilford, CT 06437

  Set back from the road on a private, level 2.83-acre interior lot, this beautifully maintained Colonial offers the perfect blend of privacy and convenience to nearby amenities. A bright two-story foyer welcomes you with rich wood paneling and custom millwork that continues through the staircase and into a formal dining room. The renovated kitchen features soft-close cabinetry, a center island,

  Linda Toscano Coldwell Banker Realty

  445 Goose Ln, Guilford, CT 06437
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  $1,399,999 Open Sun 1PM - 3PM

  • 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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  $1,250,000 Open Sun 1:30PM - 3PM

  • 4 Beds
  • 5 Baths
  • 6,100 Sq Ft

  710 Alexander Dr, Guilford, CT 06437

  Beautifully designed, one-owner home offers 5000+ SF of thoughtfully crafted living in the desirable Andrews Ridge neighborhood. Nestled on a quiet cul-de-sac and set on 2+ acres this stunning property offers the perfect balance of refined style and everyday comfort. A gracious, columned entry leads to two-story foyer & an open floor plan ideal for both formal entertaining and a casual lifestyle.

  Rose Ciardiello William Raveis Real Estate

  710 Alexander Dr, Guilford, CT 06437
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  /40

  $1,100,000 Open Sat 10:30AM - 12PM

  • 4 Beds
  • 3.5 Baths
  • 2,771 Sq Ft

  12 Laurel Hollow Rd, Guilford, CT 06437

  Discover this lovely stucco and stone French Tudor home situated on a quiet cul-de-sac abutting Guilford Land Trust on a large two-acre lot, seasonally in bloom. Thoughtful architectural features include an impressive main entryway, vaulted ceilings, arched entrances, custom millwork, and Palladian windows. All upper floors are hardwood, except for marble tiled bathrooms and foyer. The first

  Susan Malan William Pitt Sotheby's Int'l

  12 Laurel Hollow Rd, Guilford, CT 06437
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  /31

  $999,999

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

  15 Briarwood Dr, Guilford, CT 06437

  Located in a sought-after Guilford neighborhood, no through road, this exceptional home offers a vacation inspired lifestyle. Many thoughtful improvements throughout the spacious layout, creating a comfortable entertaining atmosphere. Major systems have been updated, including the septic, windows, gutters, doors, stone pathways, central air, hot water tank, electrical, plumbing, fixtures, custom

  Melanie Taylor Berkshire Hathaway NE Prop.

  15 Briarwood Dr, Guilford, CT 06437
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  $1,050,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 3 Baths
  • 2,408 Sq Ft

  16 Sunset Creek Rd, Guilford, CT 06437

  Wow-what a location! Nestled in one of Guilford's most desirable neighborhoods, this home is just a short walk to the historic town Green, the elementary school, and Bishops Orchards, where you can pick your own fruit or treat yourself to some of the best ice cream around. Love the water? Launch your kayak right in your own neighborhood and explore the nearby waterways. From the moment you walk

  Susan Santoro William Pitt Sotheby's Int'l

  16 Sunset Creek Rd, Guilford, CT 06437
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  /40

  $894,500

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

  387 N River St, Guilford, CT 06437

  Charming Historical Home with 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 door to patio. Enjoy a new oversized half bath with washer/dryer and huge closet near rear entry hall and back

  Diane Beckwith Popolizio William Raveis Real Estate

  387 N River St, Guilford, CT 06437
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  /40

  $925,000

  • 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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  /40

  $1,475,000

  • 2 Beds
  • 3 Baths
  • 1,740 Sq Ft

  13 Waterside Dr, Guilford, CT 06437

  13 Waterside Drive, Guilford, CT - A Coastal Gem on Joshua's Cove! Experience the best of waterfront living at this newly renovated coastal retreat, perfectly positioned on one of Guilford's most stunning sandy beaches. Nestled on the shores of picturesque Joshua's Cove, this 2-bedroom, 2-bathroom home-with an additional full outdoor bathroom- offers breathtaking views, a private beach, and

  Nicole White William Raveis Real Estate

  13 Waterside Dr, Guilford, CT 06437
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  $899,000

  • 4 Beds
  • 2.5 Baths
  • 3,232 Sq Ft

  141 Meadow Ridge Ln, Guilford, CT 06437

  WOW! This stunning contemporary colonial is bathed in sunlight and packed with incredible features from top to bottom. Step into the dramatic new two-story entry and be amazed. The huge family room boasts beamed cathedral ceilings, skylights, a cozy fireplace, and an abundance of windows. Gleaming hardwood floors flow throughout, leading to a banquet-sized dining room perfect for hosting. The

  Susan Santoro William Pitt Sotheby's Int'l

  141 Meadow Ridge Ln, Guilford, CT 06437
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  $885,000 Open Sat 1PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 3,625 Sq Ft

  765 Durham Rd, Guilford, CT 06437

  Nestled on a spacious and serene .92-acre lot, this fully renovated 4-bedroom, 3.5-bath contemporary home has the perfect blend of modern design and functional living. The thoughtfully designed layout features a luxurious primary suite on the main level, ideal for convenience and privacy. Upstairs, discover a second primary suite, complete with its own private balcony, providing a peaceful

  Adam Negri Venus and Mars Properties, LLC

  765 Durham Rd, 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
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  $930,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  4 Jans Way, Guilford, CT 06437

  This captivating colonial in the heart of North Guilford is 2800 sq ft located on a 1.9 acre lot. This residence is being built on one of the 7 parcels known as Mountain View subdivision on Jans Way. The main floor offers an open concept kitchen and great room, perfect for entertaining the family. Formal dining room and office are located on first floor with one half bath. Second floor features

  Matthew Murchison Berkshire Hathaway NE Prop.

  4 Jans 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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  /23

  $489,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 1 Bath
  • 1,668 Sq Ft

  179 Little Meadow Rd, Guilford, CT 06437

  This wonderful home combines warmth with modern design. The living room features custom built-ins and a gas fireplace, making it a great space for relaxation and gatherings. The kitchen and bathroom have been updated to offer both style and practicality. With plenty of natural light and careful decoration, this home is ready for you to move in. The eat-in kitchen is perfect for those who love to

  Dean Mitchell William Pitt Sotheby's Int'l

  179 Little Meadow Rd, Guilford, CT 06437
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  /34

  $463,500 Open Sat 11AM - 1PM

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft

  1595 Great Hill Rd, Guilford, CT 06437

  Welcome to a Split Level, 3-bedroom home, in tranquil North Guilford on 4 private acres. Perched atop a hill, this former horse property comes complete with horse stable/barn, which could be converted into a 3-car garage if desired, and a fenced yard where the horses once roamed. The barn also has a hayloft. This split level allows for a wonderful division of public and private space. The first

  Robert Curry Pearce Real Estate

  1595 Great Hill Rd, Guilford, CT 06437
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  /40

  $459,000

  • 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. This charming property has been completely updated in 2025 with modern finishes and high-quality

  Christopher Wihbey Dave Jones Realty, LLC

  46 Sperry Dr, Guilford, CT 06437
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  /35

  $599,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2 Baths
  • 2,122 Sq Ft

  145 Stepstone Hill Rd, Guilford, CT 06437

  This spacious move in ready home is the one you've been looking for! Located in a very desirable area of Guilford, this Cape sits on a professionally landscaped .82 acre corner lot. The gardens are show stoppers and are filled with beautiful perennial plantings that are just starting to bloom! There are hardwood floors throughout the home both upstairs and on the main level. Upstairs there are

  Jennifer Melnick RE/MAX Legends

  145 Stepstone Hill Rd, Guilford, CT 06437
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  $699,000 Open Mon 1PM - 3PM

  • 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. 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 weather, lounge on the paver patio. The

  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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  /40

  $529,000

  • 2 Beds
  • 2 Baths
  • 1,879 Sq Ft

  20 Copper Hill Dr Unit 20, Guilford, CT 06437

  Welcome to 20 Copper Hill Drive, a rare find in one of Guilford's most desirable communities. This 2-bedroom, 2-bath Cape Cod-style condominium offers 1,459 sq ft of thoughtfully designed living space and the feel of a single-family home with all the benefits of low-maintenance condo living. Nestled on a corner lot, this home features a two-car attached garage, full basement, and 10 total rooms,

  Devon Taylor Assael Dave Jones Realty, LLC

  20 Copper Hill Dr Unit 20, Guilford, CT 06437
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  /40

  $695,000

  • 4 Beds
  • 4 Baths
  • 2,408 Sq Ft

  1 Northview Dr, Guilford, CT 06437

  Situated in the scenic North View Estates, this home boasts stunning pastoral views and a delightful farmhouse Colonial design. This inviting home features a welcoming front porch and a thoughtfully designed interior. Inside, the open-concept main level showcases beautiful hardwood floors, bright kitchen with a center island, granite countertops, and stainless steel appliances. The space flows

  Linda Toscano Coldwell Banker Realty

  1 Northview Dr, Guilford, CT 06437
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  /40

  $2,294,000 Open Sun 12PM - 2PM

  • 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. This property boasts four luxurious bedrooms and 4.1 bathrooms, including a primary bedroom on both the first and second floors, ensuring ample privacy and convenience for all residents. Quality craftsmanship is evident in every corner, from the high-end finishes

  Diane Dupont William Pitt Sotheby's Int'l

  412 Tanner Marsh Rd, Guilford, CT 06437
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  $649,000

  • 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

  $1,650,000

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

  604 W Lake Ave, Guilford, CT 06437

  This estate is a rare sanctuary of privacy and refinement, nestled at the end of a private drive and surrounded by protected land for lasting seclusion. Just minutes from the Historic Green, where boutique-lined streets and exceptional dining await, this home blends tranquility with coastal charm. A gracious brick-floored foyer welcomes guests into an interior designed for both elegance and

  Linda Toscano Coldwell Banker Realty

  604 W Lake 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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  $1,475,000

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

  7 Hart Rd, Guilford, CT 06437

  After Colleen McCullough wrote her best selling novel, "The Thorn Birds" she designed and built a house to fulfill her dreams. Near her publishers in New York, yet with the seclusion of forested hills and brook where she could work in an ideal setting. From the imposing entrance at the end of a winding drive, one faces a long and beautiful foyer, opening on one side to the enormous atrium

  Sandra Calise Cenatiempo Settlers & Traders

  7 Hart Rd, Guilford, CT 06437
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  $2,000,000 Open Sun 12PM - 3PM

  • 4 Beds
  • 5 Baths
  • 5,900 Sq Ft

  231 Nortontown Rd, Guilford, CT 06437

  Modern European villa style living on the Connecticut Shoreline in Guilford, CT. Spread out across 5.26 acres of a lightly wooded lot, your luxury home awaits. With 4 bedrooms and fully updated 3 full bathrooms and 2 half baths there will be plenty of room to entertain. The Sellers left no stones unturned making this beauty shine. With much attention to details the kitchen and bathrooms have been

  Agota Perry-Hill William Raveis Real Estate

  231 Nortontown Rd, Guilford, CT 06437
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  $625,000

  • 3 Beds
  • 1.5 Baths
  • 1,915 Sq Ft

  254 Boston St, Guilford, CT 06437

  Location, Location, Location! Historic downtown gem on rare 1.31 acre lot. The Nathan Meigs House (1787) is a 1,915 sq. ft. colonial home, complimented by surrounding stone walls, rock ledges and trees. Described by Connecticut Historical Commission as "one of the visual pleasures of Boston Street, a reminder of the fruitful relationship that can and should exist between architecture and

  Claudia Bartlett William Raveis Real Estate

  254 Boston St, Guilford, CT 06437
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  $2,195,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 5 Baths
  • 3,973 Sq Ft

  405 Whitfield St Unit 3, Guilford, CT 06437

  Welcome to Eagleview; Guilford, Connecticut's newest coastal community of luxury townhomes nestled within a pristine natural surrounding. Fabulous views of the salt marsh out to Long Island Sound await you from every level. As you enter this four-level luxury residence, you'll be captivated by 4,000 SF of elegantly designed indoor living space. The thoughtfully laid-out open floor plan maximizes

  Rose Ciardiello William Raveis Real Estate

  405 Whitfield St Unit 3, 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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  /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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  $2,295,000

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

  173 Highwoods Dr, Guilford, CT 06437

  THE PITKIN MANSION - An unmatched preservation of the fabric of American heritage & unquestionably one of the finest restorations in New England, the Pitkin house is a true historical treasure. Considered one of the finest examples of pre-Revolutionary architecture in CT. In its early glory, notable guests are said to have been General Washington & Count de Rochambeau. Originally sited in East

  Kiara Rusconi William Raveis Real Estate

  173 Highwoods Dr, 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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  $664,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,708 Sq Ft

  0 Tamarack Ln Unit Lot 19 24071360, Guilford, CT 06437

  Last two homesites in desirable Long Hill Estates. This is your chance to own new construction on a beautiful, lightly wooded lot that spans approximately half an acre. The Pleasant View model has 1708 square feet, 3 bedrooms, 2 full/1 half bath, and 9 foot ceilings. Offering an open concept floor plan and a custom designer chef kitchen with island and granite counters, you will love the feel of

  Alexa Scott RE/MAX Alliance

  0 Tamarack Ln Unit Lot 19 24071360, Guilford, CT 06437
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  /2

  $595,000 Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,198 Sq Ft

  59 Hoadley Creek Cir, Guilford, CT 06437

  Opportunity Knocks in Guilford - Cape Cod-Style Home with Tons of Potential Discover the potential of this charming Cape Cod-style ranch at 59 Hoadley Creek Circle in desirable Guilford, CT. Set on nearly an acre of private, wooded land, this 3-bedroom, 2-bath home offers 1,198 sq ft of living space and an excellent opportunity for investors, renovators, or anyone looking to customize their

  Michael Kerma Las Americas Real Estate

  59 Hoadley Creek Cir, Guilford, CT 06437
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  /40

  $625,000 Coming Soon

  • 4 Beds
  • 3 Baths
  • 1,451 Sq Ft

  150 High Meadow Rd, Guilford, CT 06437

  Offered for the first time by its original owner, this spacious mid-century ranch is privately sited at the end of a quiet cul-de-sac on 3 beautiful acres just 1.2 miles from I95. The property is a gardener's paradise, with beautifully maintained grounds and a separate access point to what was once a standalone lot-offering potential for additional development, a guest cottage, or private retreat

  Heather Dacey William Raveis Real Estate

  150 High Meadow Rd, Guilford, CT 06437

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