10,598

Guilford, CT Homes

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  • 181 Wilderwood Dr, Guilford, CT 06437
    181 Wilderwood Dr, Guilford, CT 06437
    181 Wilderwood Dr, Guilford, CT 06437
    /40

    $575,000

    • 4 Beds
    • 2 Baths
    • 1,426 Sq Ft

    181 Wilderwood Dr, Guilford, CT 06437

    Privately sited on 2.38 acres along a quiet cul-de-sac, this charming Cape offers a rare opportunity to embrace a secluded, nature-filled setting without sacrificing convenience. The property provides exceptional privacy and scenic natural surroundings, all just minutes from Guilford's vibrant town center, shoreline beaches, acclaimed restaurants, shops, and everyday amenities. Thoughtfully

    Melanie Scull William Pitt Sotheby's Int'l

    181 Wilderwood Dr, Guilford, CT 06437
  • 368 Boston St, Guilford, CT 06437

    $785,000

    Sold Feb 13, 2026

    368 Boston St, Guilford, CT 06437

    • 3 Beds
    • 3 Baths
    • 1,989 Sq Ft
    • Built 1783

    Last Sold Summary

    • 5% Below List Price
    • $395/SF
    • 30 Days On Market

    Current Estimated Value $789,083

    Last Listing Agent Sue Knapp William Pitt Sotheby's Int'l

    368 Boston St, Guilford, CT 06437
  • 168 Union St, Guilford, CT 06437
    168 Union St, Guilford, CT 06437
    168 Union St, Guilford, CT 06437
    /39

    $969,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,226 Sq Ft

    168 Union St, Guilford, CT 06437

    Rarely does a home of this caliber, offering both historical soul and "down-to-the-studs" modern luxury, hit the market in the heart of Guilford. 168 Union Street has been masterfully reimagined and completely renovated, offering a turn-key lifestyle where every detail has been addressed. From the newer roof, siding, and energy-efficient windows to the updated septic system, this home provides

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

    168 Union St, Guilford, CT 06437
  • 34 Joyce St, Guilford, CT 06437

    $550,000

    Sold Sep 19, 2025

    34 Joyce St, Guilford, CT 06437

    • 4 Beds
    • 2 Baths
    • 2,260 Sq Ft
    • Built 1958

    Last Sold Summary

    • $243/SF
    • 60 Days On Market

    Current Estimated Value $592,153

    Last Listing Agent Lisa Rollins Team Compass Connecticut, LLC

    34 Joyce St, Guilford, CT 06437
  • 51 Mill Rd, Guilford, CT 06437
    51 Mill Rd, Guilford, CT 06437
    51 Mill Rd, Guilford, CT 06437
    /30

    $325,000

    Under Contract
    • 0.5 Baths
    • 1,200 Sq Ft

    51 Mill Rd, Guilford, CT 06437

    This property would require a change-of-use from commercial to single-family for homeowners, buyer to do due diligence. Well-located antique commercial building overlooking the Guilford Mill Pond. The property features an approximately 1,200 SF ground-floor showroom with office space and restroom, currently operating as a tile showroom. Large windows provide excellent visibility and natural

    Tim Galvin William Raveis Real Estate

    51 Mill Rd, Guilford, CT 06437
  • 7 River Colony Unit 7, Guilford, CT 06437

    $280,000

    Sold May 11, 2026

    7 River Colony Unit 7, Guilford, CT 06437

    • 2 Beds
    • 1 Bath
    • 894 Sq Ft
    • Built 1977

    Last Sold Summary

    • 18% Above List Price
    • $313/SF
    • 9 Days On Market

    Last Listing Agent Deborah Rowe William Raveis Real Estate

    7 River Colony Unit 7, Guilford, CT 06437
  • 314 Three Mile Course, Guilford, CT 06437
    314 Three Mile Course, Guilford, CT 06437
    314 Three Mile Course, Guilford, CT 06437
    /40

    $700,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 2,653 Sq Ft

    314 Three Mile Course, Guilford, CT 06437

    SELLERS ARE REQUESTING HIGHEST AND BEST OFFERS BY 3 PM ON MONDAY, JUNE 22ND. Welcome to this unique home full of character, perfectly situated on a slight elevation in a private cul-de-sac. This exceptional property is bordered by protected conservation land, offering serene meadow and forest views alongside a very private yard filled with both mature and new plantings. A handsome granite and

    Barbara Goetsch William Pitt Sotheby's Int'l

    314 Three Mile Course, Guilford, CT 06437
  • 1092 Durham Rd, Guilford, CT 06437

    $616,000

    Sold May 13, 2026

    1092 Durham Rd, Guilford, CT 06437

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1914

    Last Sold Summary

    • 3% Above List Price
    • $342/SF
    • 32 Days On Market

    Current Estimated Value $591,222

    Last Listing Agent Patsy Metcalf Compass Connecticut, LLC

    1092 Durham Rd, Guilford, CT 06437
  • 874 Nut Plains Rd Unit Lot 2 - Style A, Guilford, CT 06437
    874 Nut Plains Rd Unit Lot 2 - Style A, Guilford, CT 06437
    874 Nut Plains Rd Unit Lot 2 - Style A, Guilford, CT 06437
    /7

    $889,900

    New Construction $10K PRICE INCREASE Pending
    • 3 Beds
    • 2.5 Baths
    • 2,568 Sq Ft

    874 Nut Plains Rd Unit Lot 2 - Style A, Guilford, CT 06437

    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 luxury as you explore

    Adrian Price Sunset Creek Realty, LLC

    874 Nut Plains Rd Unit Lot 2 - Style A, Guilford, CT 06437
  • 204 Sachem Head Rd, Guilford, CT 06437

    $540,000

    Sold Jul 10, 2025

    204 Sachem Head Rd, Guilford, CT 06437

    • 3 Beds
    • 2 Baths
    • 1,852 Sq Ft
    • Built 1994

    Last Sold Summary

    • 14% Below List Price
    • $292/SF
    • 54 Days On Market

    Current Estimated Value $598,846

    Last Listing Agent Lauren Freedman Coldwell Banker Realty

    204 Sachem Head Rd, Guilford, CT 06437
  • 379 Whitfield St Unit BN1034, Guilford, CT 06437
    379 Whitfield St Unit BN1034, Guilford, CT 06437
    379 Whitfield St Unit BN1034, Guilford, CT 06437
    /30

    $23,500

    • 680 Sq Ft

    379 Whitfield St Unit BN1034, Guilford, CT 06437

    Experience the ultimate boating lifestyle at the prestigious Guilford Yacht Club with this prime 34-foot boat slip. Nestled along the scenic River, this slip offers a front-row seat to breathtaking sunsets and immediate access to Long Island Sound. Within five minutes of leaving the channel, you'll be on your way to premier destinations like the Thimble Islands, Sag Harbor, Three Mile or Block

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

    379 Whitfield St Unit BN1034, Guilford, CT 06437
  • 194 Chaffinch Island Rd, Guilford, CT 06437

    $1,330,000

    Sold Jan 13, 2026

    194 Chaffinch Island Rd, Guilford, CT 06437

    • 4 Beds
    • 3 Baths
    • 3,150 Sq Ft
    • Built 1967

    Last Sold Summary

    • 1% Below List Price
    • $422/SF
    • 0 Days On Market

    Last Listing Agent Kelly Whiteman William Raveis Real Estate

    194 Chaffinch Island Rd, Guilford, CT 06437
  • 173 Highwoods Dr, Guilford, CT 06437
    173 Highwoods Dr, Guilford, CT 06437
    173 Highwoods Dr, Guilford, CT 06437
    /40

    $1,949,000

    $46K 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
  • 285 Old Whitfield St, Guilford, CT 06437

    $950,000

    Sold Apr 09, 2026

    285 Old Whitfield St, Guilford, CT 06437

    • 3 Beds
    • 2.5 Baths
    • 1,884 Sq Ft
    • Built 1900

    Last Sold Summary

    • 3% Above List Price
    • $504/SF
    • 1 Day On Market

    Current Estimated Value $923,985

    Last Listing Agent Rose Ciardiello William Raveis Real Estate

    285 Old Whitfield St, Guilford, CT 06437
  • 215 Uncas Point Rd, Guilford, CT 06437
    215 Uncas Point Rd, Guilford, CT 06437
    215 Uncas Point Rd, Guilford, CT 06437
    /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
  • 291 Peddlers Rd, Guilford, CT 06437

    $800,000

    Sold Jul 07, 2025

    291 Peddlers Rd, Guilford, CT 06437

    • 3 Beds
    • 3 Baths
    • 3,003 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Above List Price
    • $266/SF
    • 37 Days On Market

    Current Estimated Value $815,165

    Last Listing Agent Claire Kilmer Coldwell Banker Realty

    291 Peddlers Rd, Guilford, CT 06437
  • 43 Chestnut Grove, Guilford, CT 06437
    43 Chestnut Grove, Guilford, CT 06437
    43 Chestnut Grove, Guilford, CT 06437
    /40

    $1,200,000

    Under Contract
    • 5 Beds
    • 6 Baths
    • 6,610 Sq Ft

    43 Chestnut Grove, Guilford, CT 06437

    43 Chestnut Grove.. offering approx. 6,700 sq ft with a prime location on a cul-de-sac street w/ 1.78 acres features a beautiful 2-story covered front entry featuring an arched opening, columns & woodwork/moldings throughout along with beautiful inlaid hardwood floors. At the heart of the home, the expansive great room features a gas fireplace & an impressive entertainment space complete with a

    Lauren Freedman Coldwell Banker Realty

    43 Chestnut Grove, Guilford, CT 06437
  • 191 Saddle Hill Dr, Guilford, CT 06437

    $675,000

    Sold Jun 12, 2026

    191 Saddle Hill Dr, Guilford, CT 06437

    • 3 Beds
    • 2.5 Baths
    • 2,238 Sq Ft
    • Built 1978

    Last Sold Summary

    • 4% Above List Price
    • $302/SF
    • 31 Days On Market

    Current Estimated Value $665,761

    Last Listing Agent Carol Cangiano Coldwell Banker Realty

    191 Saddle Hill Dr, Guilford, CT 06437
    • 100 Water St, Guilford, CT 06437

      Est $1,161,941

      Not Listed For Sale

      100 Water St, Guilford, CT 06437

      • 4 Beds
      • 4 Baths
      • 3,732 Sq Ft
      • Built 1850
      100 Water St, Guilford, CT 06437

      Last Sold Summary

      • 11 Days On Market

  • 441 Water St, Guilford, CT 06437
    441 Water St, Guilford, CT 06437
    441 Water St, Guilford, CT 06437
    /40

    $675,000

    • 3 Beds
    • 2 Baths
    • 1,476 Sq Ft

    441 Water St, Guilford, CT 06437

    Just one mile from the historic Guilford Green, this like-new Contemporary Farmhouse offers a rare blend of modern comfort, coastal charm, and beautiful natural views. Set on one acre with views of the marsh and West River, the home is designed to feel both private and connected to one of Guilford's most desirable village settings. The open floor plan is ideal for everyday living and

    Willard Finkle Coldwell Banker Realty

    441 Water St, Guilford, CT 06437
  • 14 Hazel Rd, Guilford, CT 06437

    $440,000

    Sold Nov 14, 2025

    14 Hazel Rd, Guilford, CT 06437

    • 2 Beds
    • 1 Bath
    • 1,334 Sq Ft
    • Built 1954

    Last Sold Summary

    • 11% Above List Price
    • $330/SF
    • 32 Days On Market

    Current Estimated Value $441,048

    Last Listing Agent Karen Stephens William Pitt Sotheby's Int'l

    14 Hazel Rd, Guilford, CT 06437
  • 941 Nut Plains Rd, Guilford, CT 06437
    941 Nut Plains Rd, Guilford, CT 06437
    941 Nut Plains Rd, Guilford, CT 06437
    /40

    $749,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,735 Sq Ft

    941 Nut Plains Rd, Guilford, CT 06437

    Welcome to this inviting 3-bedroom, 2.5-bath home on one of the most scenic roads in Guilford. The spacious primary suite is a true highlight of this home -- a retreat featuring a fireplace, private office or sitting area, en-suite bath, expansive closet space, and newly installed hardwood floors. Hardwood and tile flooring flow throughout much of the home, filled with abundant natural light. The

    Kim Vigliotti Coldwell Banker Realty

    941 Nut Plains Rd, Guilford, CT 06437
  • 51 Sugar Loaf Rd, Guilford, CT 06437

    $826,000

    Sold Jun 23, 2026

    51 Sugar Loaf Rd, Guilford, CT 06437

    • 4 Beds
    • 3.5 Baths
    • 3,045 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Above List Price
    • $271/SF
    • 27 Days On Market

    Current Estimated Value $775,235

    Last Listing Agent Rose Ciardiello William Raveis Real Estate

    51 Sugar Loaf Rd, Guilford, CT 06437
  • 28 Walden Hill Rd, Guilford, CT 06437
    28 Walden Hill Rd, Guilford, CT 06437
    28 Walden Hill Rd, Guilford, CT 06437
    /35

    $3,750,000

    Under Contract
    • 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
  • 42 Harrison Rd, Guilford, CT 06437

    $615,000

    Sold Mar 17, 2026

    42 Harrison Rd, Guilford, CT 06437

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft
    • Built 1953

    Last Sold Summary

    • 10% Above List Price
    • $342/SF
    • 25 Days On Market

    Current Estimated Value $594,354

    Last Listing Agent Patsy Metcalf Compass Connecticut, LLC

    42 Harrison Rd, Guilford, CT 06437
  • 20 Granite Rd, Guilford, CT 06437
    20 Granite Rd, Guilford, CT 06437
    /2

    $250,000

    Coming Soon
    • 1 Bed
    • 1 Bath
    • 874 Sq Ft

    20 Granite Rd, Guilford, CT 06437

    Coming soon...Bright and sunny second-floor ranch unit in desirable Walden III. This 1 bedroom, 1 bath home features a fireplace, a private deck, in-unit laundry and detached one-car garage. The HOA includes heat and hot water, offering exceptional value and convenience. Recent community improvements include a new roof, septic system, and sidewalks. Residents enjoy an in-ground pool and a

    Bria Durant RE/MAX Alliance

    20 Granite Rd, Guilford, CT 06437
  • 195 Sachem Head Rd, Guilford, CT 06437

    $428,000

    Sold Oct 06, 2025

    195 Sachem Head Rd, Guilford, CT 06437

    • 3 Beds
    • 1 Bath
    • 1,110 Sq Ft
    • Built 1950

    Last Sold Summary

    • 2% Below List Price
    • $386/SF
    • 40 Days On Market

    Current Estimated Value $441,660

    Last Listing Agent Erin McNamara RE/MAX on the Bay

    195 Sachem Head Rd, Guilford, CT 06437
  • 136 Daniel Ave, Guilford, CT 06437
    136 Daniel Ave, Guilford, CT 06437
    136 Daniel Ave, Guilford, CT 06437
    /40

    $1,500,000

    Pending
    • 1 Bed
    • 2.5 Baths
    • 2,041 Sq Ft

    136 Daniel Ave, Guilford, CT 06437

    This property is not for everyone. Only for those requiring very high-end construction and materials. And those who appreciate the thoughtful detail in the design and placement of the house, patios and landscaping. And those who get that the virtually nonexistent utility bills are due to triple glazed windows, passive solar and active solar heat and hot water. And those who recognize that having

    Leigh Whiteman William Raveis Real Estate

    136 Daniel Ave, Guilford, CT 06437

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