10,535

Guilford, CT Homes

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  • 17 Wauwinet Ct, Guilford, CT 06437
    17 Wauwinet Ct, Guilford, CT 06437
    17 Wauwinet Ct, Guilford, CT 06437
    /36

    $270,000

    • 2 Beds
    • 1.5 Baths
    • 892 Sq Ft

    17 Wauwinet Ct, Guilford, CT 06437

    Welcome to Lake Quonnipaug Hills, one of Guilford's most desirable condo communities, located just minutes from beautiful Lake Quonnipaug for kayaking, swimming and peaceful waterfront enjoyment. Set in a vibrant shoreline town known for its picturesque green, local shops, coastal charm and welcoming community, this beautifully remodeled 2-bedroom, 1.5-bath townhouse-style condo is ideal for

    Dawn Rousseau Showcase Realty, Inc.

    17 Wauwinet Ct, Guilford, CT 06437
  • 148 Highwoods Dr, Guilford, CT 06437

    $625,000

    Sold Jun 26, 2026

    148 Highwoods Dr, Guilford, CT 06437

    • 4 Beds
    • 2 Baths
    • 2,236 Sq Ft
    • Built 1975

    Last Sold Summary

    • 2% Below List Price
    • $280/SF
    • 42 Days On Market

    Current Estimated Value $611,421

    Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC

    148 Highwoods Dr, Guilford, CT 06437
    • 87 Horseshoe Rd, Guilford, CT 06437

      Est $675,084

      Not Listed For Sale

      87 Horseshoe Rd, Guilford, CT 06437

      • 4 Beds
      • 2 Baths
      • 2,789 Sq Ft
      • Built 1966
      87 Horseshoe Rd, Guilford, CT 06437

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Linda Toscano Coldwell Banker Realty

  • 8 Antoinette Ln, Guilford, CT 06437
    8 Antoinette Ln, Guilford, CT 06437
    8 Antoinette Ln, Guilford, CT 06437
    /39

    $770,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,414 Sq Ft

    8 Antoinette Ln, Guilford, CT 06437

    Highest & Best due by Wed., 7/8 at Noon.At the end of a private cul-de-sac sits this well maintained 4-bedroom 2.5 bath Colonial. Perfect for entertaining, this home has a classic center hall layout that has an open feel with nicely sized rooms throughout. The sun-filled family room has newly installed hardwood floors with a wood stove which opens to the newly remodeled kitchen with Cherry

    Sue Knapp William Pitt Sotheby's Int'l

    8 Antoinette Ln, 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 $929,426

    Last Listing Agent Rose Ciardiello William Raveis Real Estate

    285 Old Whitfield St, Guilford, CT 06437
    • 16 North St, Guilford, CT 06437

      Est $915,457

      Not Listed For Sale

      16 North St, Guilford, CT 06437

      • 3 Beds
      • 2.5 Baths
      • 2,137 Sq Ft
      • Built 1992
      16 North St, Guilford, CT 06437

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Deborah Rowe William Raveis Real Estate

  • 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
  • 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 $671,127

    Last Listing Agent Carol Cangiano Coldwell Banker Realty

    191 Saddle Hill Dr, Guilford, CT 06437
    • 59 Baldwin Dr, Guilford, CT 06437

      Est $553,444

      Not Listed For Sale

      59 Baldwin Dr, Guilford, CT 06437

      • 3 Beds
      • 2 Baths
      • 1,723 Sq Ft
      • Built 1969
      59 Baldwin Dr, Guilford, CT 06437

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Charles Conti Coldwell Banker Realty

  • 274 Church St Unit 8C, Guilford, CT 06437
    274 Church St Unit 8C, Guilford, CT 06437
    274 Church St Unit 8C, Guilford, CT 06437
    /19

    $269,900

    Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,206 Sq Ft

    274 Church St Unit 8C, Guilford, CT 06437

    ** Highest and best due Friday 7/31 by noon ** Welcome to easy condo living in this inviting 2-bedroom, 1 1/2 bathroom townhouse with an extra finished room ideal for a home office, extra space, or hobby area. Filled with natural light from the new windows and designed for everyday living, this residence features an, a functional kitchen, , a 1-car garage, and a layout that works beautifully for

    Amanda Popplewell-Sanson Coldwell Banker Realty

    274 Church St Unit 8C, 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 $460,600

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

    14 Hazel Rd, Guilford, CT 06437
    • 18 Fair St Unit 9, Guilford, CT 06437

      Est $1,054,704

      Not Listed For Sale

      18 Fair St Unit 9, Guilford, CT 06437

      • 2 Beds
      • 2.5 Baths
      • 2,024 Sq Ft
      • Built 1988
      18 Fair St Unit 9, Guilford, CT 06437

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Faith Whitehead William Pitt Sotheby's Int'l

  • 831 Nut Plains Rd, Guilford, CT 06437
    831 Nut Plains Rd, Guilford, CT 06437
    831 Nut Plains Rd, Guilford, CT 06437
    /35

    $599,000

    $26K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft

    831 Nut Plains Rd, Guilford, CT 06437

    Renovated 3-bedroom, 2-bath Raised Ranch on just over an acre of flat, level property in the Guilford Lakes neighborhood of Guilford, Connecticut. 1,760 square feet of fully updated living space,a finished lower level with fireplace offering flexible room for a family room, home office, gym, or guest space. The sun-filled main level features an updated kitchen with quartz countertops, tile

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

    831 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 $814,384

    Last Listing Agent Rose Ciardiello William Raveis Real Estate

    51 Sugar Loaf Rd, Guilford, CT 06437
    • 18 Fair St Unit 7, Guilford, CT 06437

      Est $1,165,501

      Not Listed For Sale

      18 Fair St Unit 7, Guilford, CT 06437

      • 2 Beds
      • 2.5 Baths
      • 2,024 Sq Ft
      • Built 1872
      18 Fair St Unit 7, Guilford, CT 06437

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Laurie Trulock Compass Connecticut, LLC

  • 20 Granite Rd, Guilford, CT 06437
    20 Granite Rd, Guilford, CT 06437
    20 Granite Rd, Guilford, CT 06437
    /27

    $250,000

    Under Contract
    • 1 Bed
    • 1 Bath
    • 874 Sq Ft

    20 Granite Rd, Guilford, CT 06437

    Bright and sunny second-floor ranch unit in desirable Walden III's parklike setting. This 1 bedroom, 1 bath home features a wood-burning 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

    Bria Durant RE/MAX Alliance

    20 Granite 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 $604,393

    Last Listing Agent Patsy Metcalf Compass Connecticut, LLC

    42 Harrison Rd, Guilford, CT 06437
    • 141 Meadow Ridge Ln, Guilford, CT 06437

      Est $1,020,884

      Not Listed For Sale

      141 Meadow Ridge Ln, Guilford, CT 06437

      • 4 Beds
      • 2.5 Baths
      • 3,232 Sq Ft
      • Built 1991
      141 Meadow Ridge Ln, Guilford, CT 06437

      Last Sold Summary

      • 62 Days On Market

      Last Listing Agent Susan Santoro William Pitt Sotheby's Int'l

  • 66 High St Unit 38, Guilford, CT 06437
    66 High St Unit 38, Guilford, CT 06437
    66 High St Unit 38, Guilford, CT 06437
    /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
  • 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 $456,858

    Last Listing Agent Erin McNamara RE/MAX on the Bay

    195 Sachem Head Rd, Guilford, CT 06437
    • 123 Meadow Ridge Ln, Guilford, CT 06437

      Est $1,016,854

      Not Listed For Sale

      123 Meadow Ridge Ln, Guilford, CT 06437

      • 3 Beds
      • 2.5 Baths
      • 2,992 Sq Ft
      • Built 1990
      123 Meadow Ridge Ln, Guilford, CT 06437

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Janet Cronin-Rumanoff William Pitt Sotheby's Int'l

  • 174 Whitfield St, Guilford, CT 06437
    174 Whitfield St, Guilford, CT 06437
    174 Whitfield St, Guilford, CT 06437
    /40

    $550,000

    Under Contract
    • 4 Beds
    • 2 Baths
    • 2,280 Sq Ft

    174 Whitfield St, Guilford, CT 06437

    MULTIPLE OFFERS-SELLER REQUESTS HIGHEST & BEST OFFERS. Submission deadline is Friday May 23rd by 8:00 PM Exceptional Investment Opportunity - Prime Guilford Location Just steps from the vibrant Guilford Green, this historic multifamily property features two spacious 2-bedroom, 1-bathroom units on a level 0.46-acre lot. (Field card Says 2 bedrooms in each apt -4 bedrooms total- In 1st floor apt.

    Sally Tucker Coldwell Banker Realty

    174 Whitfield St, Guilford, CT 06437
  • 296 Valley Shore Dr, Guilford, CT 06437

    $525,000

    Sold Apr 01, 2026

    296 Valley Shore Dr, Guilford, CT 06437

    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft
    • Built 1974

    Last Sold Summary

    • 24% Above List Price
    • $303/SF
    • 11 Days On Market

    Current Estimated Value $517,448

    Last Listing Agent Claire Kilmer Coldwell Banker Realty

    296 Valley Shore Dr, Guilford, CT 06437
    • 77 Meadow Ridge Ln, Guilford, CT 06437

      Est $848,865

      Not Listed For Sale

      77 Meadow Ridge Ln, Guilford, CT 06437

      • 4 Beds
      • 3.5 Baths
      • 3,748 Sq Ft
      • Built 1990
      77 Meadow Ridge Ln, Guilford, CT 06437

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Robert Murphy Station Cities

  • 33 Village Walk Unit 33, Guilford, CT 06437
    33 Village Walk Unit 33, Guilford, CT 06437
    33 Village Walk Unit 33, Guilford, CT 06437
    /14

    $879,900

    New Construction Under Contract
    • 2 Beds
    • 2.5 Baths
    • 2,197 Sq Ft

    33 Village Walk Unit 33, Guilford, CT 06437

    Welcome to 33 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. 18 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

    33 Village Walk Unit 33, Guilford, CT 06437
  • 42 Forest Brook Rd, Guilford, CT 06437

    $600,000

    Sold Sep 30, 2025

    42 Forest Brook Rd, Guilford, CT 06437

    • 4 Beds
    • 2.5 Baths
    • 3,142 Sq Ft
    • Built 1973

    Last Sold Summary

    • 4% Below List Price
    • $191/SF
    • 10 Days On Market

    Current Estimated Value $706,418

    Last Listing Agent Matt Healy Coldwell Banker Realty

    42 Forest Brook Rd, Guilford, CT 06437
    • 68 Laurel Cliffs Rd, Guilford, CT 06437

      Est $1,116,924

      Not Listed For Sale

      68 Laurel Cliffs Rd, Guilford, CT 06437

      • 4 Beds
      • 3.5 Baths
      • 5,130 Sq Ft
      • Built 1999
      68 Laurel Cliffs Rd, Guilford, CT 06437

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Willard Finkle Coldwell Banker Realty

  • 539-a Boston St, Guilford, CT 06437
    539-a Boston St, Guilford, CT 06437
    539-a Boston St, Guilford, CT 06437
    /40

    $1,599,000

    New Construction Under Contract
    • 4 Beds
    • 3.5 Baths
    • 3,284 Sq Ft

    539-a Boston St, Guilford, CT 06437

    Brand NEW CONSTRUCTION. Move in Ready! This modern, luxurious 4-bedroom, 3.5-bathroom home is designed to captivate. Located only 1.5 miles from the quintessential Guilford Town Green, you'll enjoy the charm of local shops, restaurants, and a vibrant community. Plus, it's just 2.5 miles to the Guilford Marina, Guilford Yacht Club & Jacob's Beach. With quick highway access, proximity to Yale

    Anne Marie Straka Compass Connecticut, LLC

    539-a Boston St, Guilford, CT 06437
  • 42 Horseshoe Rd, Guilford, CT 06437

    $525,500

    Sold Dec 17, 2025

    42 Horseshoe Rd, Guilford, CT 06437

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Built 1955

    Last Sold Summary

    • 24% Above List Price
    • $438/SF
    • 66 Days On Market

    Current Estimated Value $546,236

    Last Listing Agent Rose Bevilacqua Coldwell Banker Realty

    42 Horseshoe Rd, Guilford, CT 06437
    • 201 Saw Mill Rd, Guilford, CT 06437

      Est $982,869

      Not Listed For Sale

      201 Saw Mill Rd, Guilford, CT 06437

      • 3 Beds
      • 3 Baths
      • 3,606 Sq Ft
      • Built 1988
      201 Saw Mill Rd, Guilford, CT 06437

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Matt Healy Coldwell Banker Realty

  • 2455 Boston Post Rd Unit 9, Guilford, CT 06437
    2455 Boston Post Rd Unit 9, Guilford, CT 06437
    2455 Boston Post Rd Unit 9, Guilford, CT 06437
    /25

    $769,900

    Pending
    • 3 Beds
    • 5 Baths
    • 3,107 Sq Ft

    2455 Boston Post Rd Unit 9, Guilford, CT 06437

    Welcome to The Landing at Guilford, a luxury townhome community offering modern design, quality construction, and low-maintenance living in one of the shoreline's most desirable locations. This well-appointed 2-bedroom residence with flexible space for a potential third bedroom features an open-concept layout with a beautifully designed kitchen complete with Viking stainless steel appliances,

    Katelin Rosello Social & Co Realty

    2455 Boston Post Rd Unit 9, Guilford, CT 06437
  • 11 Lantern Hill Ln, Guilford, CT 06437

    $1,105,000

    Sold Mar 06, 2026

    11 Lantern Hill Ln, Guilford, CT 06437

    • 4 Beds
    • 2.5 Baths
    • 4,319 Sq Ft
    • Built 1996

    Last Sold Summary

    • 10% Above List Price
    • $256/SF
    • 23 Days On Market

    Current Estimated Value $1,102,693

    Last Listing Agent Rose Ciardiello William Raveis Real Estate

    11 Lantern Hill Ln, Guilford, CT 06437
    • 5 Pheasant Run, Guilford, CT 06437

      Est $944,000

      Not Listed For Sale

      5 Pheasant Run, Guilford, CT 06437

      • 4 Beds
      • 3.5 Baths
      • 3,548 Sq Ft
      • Built 1994
      5 Pheasant Run, Guilford, CT 06437

      Last Sold Summary

      • 21 Days On Market

      Last Listing Agent Susan Santoro William Pitt Sotheby's Int'l

  • 29 Hungry Hill Cir, Guilford, CT 06437
    29 Hungry Hill Cir, Guilford, CT 06437
    29 Hungry Hill Cir, Guilford, CT 06437
    /25

    $599,000

    • 4 Beds
    • 3 Baths
    • 1,804 Sq Ft

    29 Hungry Hill Cir, Guilford, CT 06437

    CLASSIC COLONIAL on CUL-DE-SAC! Location, Location, Location, AND 4 Bedrooms and 3 Full Baths! First time offered in 52 years! This home has been lovingly updated and maintained by the original owner. Updates include: new furnace (2025), new hot water heater (2025), new AC compressor ((2019), new patio (2021), new roof (2014). The family room features wide pine flooring, a raised-hearth

    Stephen Burke Coldwell Banker Realty

    29 Hungry Hill Cir, Guilford, CT 06437
  • 8 Horseshoe Rd, Guilford, CT 06437

    $600,000

    Sold Oct 17, 2025

    8 Horseshoe Rd, Guilford, CT 06437

    • 3 Beds
    • 2.5 Baths
    • 1,998 Sq Ft
    • Built 1974

    Last Sold Summary

    • 5% Below List Price
    • $300/SF
    • 62 Days On Market

    Current Estimated Value $618,071

    Last Listing Agent Kimberly O'Donnell William Raveis Real Estate

    8 Horseshoe Rd, Guilford, CT 06437
    • 3 Partridge Ln, Guilford, CT 06437

      Est $693,916

      Not Listed For Sale

      3 Partridge Ln, Guilford, CT 06437

      • 3 Beds
      • 2.5 Baths
      • 2,480 Sq Ft
      • Built 1992
      3 Partridge Ln, Guilford, CT 06437

      Last Sold Summary

      • 64 Days On Market

      Last Listing Agent Clayton Janer Clayton Property Brokers L.L.C

  • 50 Ledge Hill Rd, Guilford, CT 06437
    50 Ledge Hill Rd, Guilford, CT 06437
    50 Ledge Hill Rd, Guilford, CT 06437
    /40

    $685,000

    Under Contract
    • 5 Beds
    • 1.5 Baths
    • 2,208 Sq Ft

    50 Ledge Hill Rd, Guilford, CT 06437

    A serene sanctuary, a historic experience. Newly restored, 50 Ledge Hill Road is a rare 1870 parsonage on a tranquil six and a half acres, yet conveniently located to Yale New Haven and the shoreline towns. Inside, the versatile layout offers five bedrooms, one-and-a-half baths (tastefully renovated), an enormous, exposed beam living room, generous family room, and mudroom. At the heart of the

    Melanie Abbott William Pitt Sotheby's Int'l

    50 Ledge Hill Rd, Guilford, CT 06437
  • 42 Mill Stone Dr, Guilford, CT 06437

    $900,000

    Sold Jul 15, 2026

    42 Mill Stone Dr, Guilford, CT 06437

    • 4 Beds
    • 3 Baths
    • 3,816 Sq Ft
    • Built 1983

    Last Sold Summary

    • 12% Above List Price
    • $236/SF
    • 47 Days On Market

    Current Estimated Value $810,213

    Last Listing Agent Rose Ciardiello William Raveis Real Estate

    42 Mill Stone Dr, Guilford, CT 06437
    • 2 Partridge Ln, Guilford, CT 06437

      Est $784,995

      Not Listed For Sale

      2 Partridge Ln, Guilford, CT 06437

      • 4 Beds
      • 2.5 Baths
      • 2,392 Sq Ft
      • Built 1989
      2 Partridge Ln, Guilford, CT 06437

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Clayton Janer Clayton Property Brokers L.L.C

  • 48 Lakeside Dr, Guilford, CT 06437
    48 Lakeside Dr, Guilford, CT 06437
    48 Lakeside Dr, Guilford, CT 06437
    /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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