10,556

Guilford, CT Homes

Section Image
    • 1418 Jennifers Dr, Guilford, CT 06437

      Est $1,134,592 Not Listed For Sale

      1418 Jennifers Dr, Guilford, CT 06437

      • 4 Beds
      • 3.5 Baths
      • 4,195 Sq Ft
      • Built 2005
      1418 Jennifers Dr, Guilford, CT 06437

      Last Sold Summary

      • 3% Above List Price
      • $262/SF
      • 25 Days On Market

      Last Sold Price $1,100,100

      Last Listing Agent Barbara Goetsch William Pitt

  • 104 Sperry Dr, Guilford, CT 06437
    104 Sperry Dr, Guilford, CT 06437
    104 Sperry Dr, Guilford, CT 06437
    /37

    $449,900 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,590 Sq Ft

    104 Sperry Dr, Guilford, CT 06437

    Welcome to 104 Sperry Drive-a timeless ranch that's ready to write its next chapter. This spacious home with great bones, unique features, and endless potential offers the perfect opportunity to breathe new life into it. The perfect blank canvas to make your own! As you step inside, you'll find wonderfully-preserved hardwood floors throughout the main floor. A large living room features a

    Gina Williams Preston Gray Real Estate

    104 Sperry Dr, Guilford, CT 06437
  • 55 Donald Rd, Guilford, CT 06437

    $490,000 Sold Sep 09, 2025

    55 Donald Rd, Guilford, CT 06437

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1963

    Last Sold Summary

    • 2% Below List Price
    • $365/SF
    • 54 Days On Market

    Current Estimated Value $476,860

    Last Listing Agent Jean Gagliardi Century 21 AllPoints Realty

    55 Donald Rd, Guilford, CT 06437
    • 1500 Jennifers Dr, Guilford, CT 06437

      Est $1,148,672 Not Listed For Sale

      1500 Jennifers Dr, Guilford, CT 06437

      • 4 Beds
      • 2.5 Baths
      • 3,864 Sq Ft
      • Built 2005
      1500 Jennifers Dr, Guilford, CT 06437

      Last Sold Summary

      • 26% Above List Price
      • $237/SF
      • 1 Day On Market

      Last Sold Price $915,000

      Last Listing Agent Stephanie Dorman Coldwell Banker Realty

  • LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437
    LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437
    LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437
    /6

    $175,000 Pending

    • Land
    • 7.09 Acres
    • $24,683 per Acre

    LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437

    WITH 7+ ACRES YOU CAN BUILD WHAT YOU WANT WITH THE PRIVACY YOU DESIRE !! SURVEYED, TESTED AND READY TO TURN DIRT !! SO YOU CAN GET THAT FOUNDATION IN THE GROUND AND START BUILDING YOUR DREAM HOUSE........... NOW !!!

    Tom Clancy William Pitt Sotheby's Int'l

    LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437
  • 61 Cherry St, Guilford, CT 06437

    $1,300,000 Sold Jun 09, 2025

    61 Cherry St, Guilford, CT 06437

    • 3 Beds
    • 3.5 Baths
    • 2,939 Sq Ft
    • Built 2019

    Last Sold Summary

    • 8% Above List Price
    • $442/SF
    • 0 Days On Market

    Current Estimated Value $1,288,555

    Last Listing Agent Matt Healy Coldwell Banker Realty

    61 Cherry St, Guilford, CT 06437
    • 20 Sunset Ridge Dr, Guilford, CT 06437

      Est $1,191,283 Not Listed For Sale

      20 Sunset Ridge Dr, Guilford, CT 06437

      • 4 Beds
      • 2.5 Baths
      • 4,414 Sq Ft
      • Built 2007
      20 Sunset Ridge Dr, Guilford, CT 06437

      Last Sold Summary

      • 14% Above List Price
      • $238/SF
      • 2 Days On Market

      Last Sold Price $1,049,000

      Last Listing Agent Barbara Goetsch William Pitt

  • 42 Harrison Rd, Guilford, CT 06437
    42 Harrison Rd, Guilford, CT 06437
    42 Harrison Rd, Guilford, CT 06437
    /35

    $558,000 Under Contract

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

    42 Harrison Rd, Guilford, CT 06437

    Sun-filled 3-bedroom, 3-full bath residence in Guilford's sought-after West Lake community, designed for exceptional indoor-outdoor living. Surrounded by five distinct decks and featuring two outdoor / 2 indoor fireplaces, the home offers multiple outdoor settings for dining, entertaining, and quiet retreat. Generous windows and skylights fill the interior with natural light, highlighting a

    Patsy Metcalf Compass Connecticut, LLC

    42 Harrison Rd, Guilford, CT 06437
  • 1498 Little Meadow Rd, Guilford, CT 06437

    $750,000 Sold Oct 31, 2025

    1498 Little Meadow Rd, Guilford, CT 06437

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • Built 1986

    Last Sold Summary

    • 9% Below List Price
    • $288/SF
    • 54 Days On Market

    Current Estimated Value $752,525

    Last Listing Agent janet colello Century 21 AllPoints Realty

    1498 Little Meadow Rd, Guilford, CT 06437
    • 4 Sunset Ridge Dr, Guilford, CT 06437

      Est $1,165,988 Not Listed For Sale

      4 Sunset Ridge Dr, Guilford, CT 06437

      • 3 Beds
      • 2.5 Baths
      • 3,562 Sq Ft
      • Built 2006
      4 Sunset Ridge Dr, Guilford, CT 06437

      Last Sold Summary

      • 27% Above List Price
      • $258/SF
      • 26 Days On Market

      Last Sold Price $920,000

      Last Listing Agent Linda Toscano Coldwell Banker Realty

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

    $729,000

    • 4 Beds
    • 1,804 Sq Ft

    26 Water St, Guilford, CT 06437

    Ideally located in the heart of downtown Guilford, 26 Water Street is now officially available. Situated within the Guilford Green District, this property offers exceptional versatility with a wide range of permitted uses (see attached zoning regulations, Section 4.1). The existing use may continue as a non-conforming use if desired. The current layout is configured similarly to a multi-family

    Lauren Freedman Coldwell Banker Realty

    26 Water St, Guilford, CT 06437
  • 28 Saginaw Trail, Guilford, CT 06437

    $220,000 Sold Sep 26, 2025

    28 Saginaw Trail, Guilford, CT 06437

    • 1 Bed
    • 1 Bath
    • 837 Sq Ft
    • Built 1978

    Last Sold Summary

    • $263/SF
    • 50 Days On Market

    Current Estimated Value $221,451

    Last Listing Agent Paige Slocum William Raveis Real Estate

    28 Saginaw Trail, Guilford, CT 06437
    • 110 Cherry St Unit 6, Guilford, CT 06437

      Est $640,316 Not Listed For Sale

      110 Cherry St Unit 6, Guilford, CT 06437

      • 2 Beds
      • 2.5 Baths
      • 2,370 Sq Ft
      • Built 1930
      110 Cherry St Unit 6, Guilford, CT 06437

      Last Sold Summary

      • 33% Above List Price
      • $203/SF
      • 41 Days On Market

      Last Sold Price $480,000

      Last Listing Agent Alexa Scott RE/MAX

  • 250 Elm St, Guilford, CT 06437
    250 Elm St, Guilford, CT 06437
    250 Elm St, Guilford, CT 06437
    /25

    $350,000 Pending

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft

    250 Elm St, Guilford, CT 06437

    The Seller asks that interested parties submit Highest and Best offers for 250 Elm Street by 10:00 am, Sunday, January 18, 2026. Reminder - all offers must be subject to Probate Court Approval. The property is being sold "As Is." 250 Elm Street is a tidy Cape Cod style home situated on a wonderful, level, 1.86-acre lot. The front yard has a stonewall between the road and the yard and is graced by

    Leigh Whiteman William Raveis Real Estate

    250 Elm St, Guilford, CT 06437
  • 16 North St, Guilford, CT 06437

    $869,000 Sold Jul 10, 2025

    16 North St, Guilford, CT 06437

    • 3 Beds
    • 2.5 Baths
    • 2,137 Sq Ft
    • Built 1992

    Last Sold Summary

    • 9% Above List Price
    • $407/SF
    • 39 Days On Market

    Current Estimated Value $868,068

    Last Listing Agent Deborah Rowe William Raveis Real Estate

    16 North St, Guilford, CT 06437
    • 21 Mill Rd, Guilford, CT 06437

      Est $1,177,006 Not Listed For Sale

      21 Mill Rd, Guilford, CT 06437

      • 4 Beds
      • 4.5 Baths
      • 4,346 Sq Ft
      • Built 2002
      21 Mill Rd, Guilford, CT 06437

      Last Sold Summary

      • 12% Above List Price
      • $242/SF
      • 123 Days On Market

      Last Sold Price $1,050,000

      Last Listing Agent David Mayhew Pearce Real Estate

  • 87 White Birch Dr, Guilford, CT 06437
    87 White Birch Dr, Guilford, CT 06437
    87 White Birch Dr, Guilford, CT 06437
    /28

    $440,000 Open Sun 12PM - 2PM

    • 1 Bed
    • 1 Bath
    • 936 Sq Ft

    87 White Birch Dr, Guilford, CT 06437

    Nestled within the coveted Guilford Lakes Association, this charming 936sf ranch offers a refined retreat where modern efficiency meets the tranquil allure of lakeside living. Positioned in a vibrant community known for its private beaches and scenic waterways, this one-bedroom home has been thoughtfully updated to provide a truly turnkey experience. Step inside to an airy, open-concept living

    Diane Devries William Pitt Sotheby's Int'l

    87 White Birch Dr, Guilford, CT 06437
  • 405 Whitfield St Unit 1, Guilford, CT 06437

    $2,300,000 Sold Jul 21, 2025

    405 Whitfield St Unit 1, Guilford, CT 06437

    • 3 Beds
    • 5 Baths
    • 4,972 Sq Ft
    • Built 2024

    Last Sold Summary

    • 8% Below List Price
    • $463/SF
    • 53 Days On Market

    Last Listing Agent Jennifer Leahy Compass Connecticut, LLC

    405 Whitfield St Unit 1, Guilford, CT 06437
    • 100 Cherry St, Guilford, CT 06437

      Est $771,983 Not Listed For Sale

      100 Cherry St, Guilford, CT 06437

      • 3 Beds
      • 3 Baths
      • 2,343 Sq Ft
      • Built 1805
      100 Cherry St, Guilford, CT 06437

      Last Sold Summary

      • 6% Above List Price
      • $312/SF
      • 77 Days On Market

      Last Sold Price $730,000

      Last Listing Agent Barbara Goetsch William Pitt

  • 51 Pearl St, Guilford, CT 06437
    51 Pearl St, Guilford, CT 06437
    51 Pearl St, Guilford, CT 06437
    /14

    $1,195,000

    • 4 Beds
    • 4 Baths
    • 2,392 Sq Ft

    51 Pearl St, Guilford, CT 06437

    One-of-a-Kind Opportunity in Guilford! Rarely available, this 4-unit multi-family property is ideally located on a large in-town lot in the beautiful shoreline community of Guilford. Built in 1900 and offering 2,392 sq. ft. of living space, the property features one 2-bedroom unit and three 1-bedroom units. Each unit has been thoughtfully updated and includes its own washer/dryer. Three of the

    Philip Warner William Pitt Sotheby's Int'l

    51 Pearl St, Guilford, CT 06437
  • 710 Alexander Dr, Guilford, CT 06437

    $1,250,000 Sold Jul 09, 2025

    710 Alexander Dr, Guilford, CT 06437

    • 4 Beds
    • 5 Baths
    • 6,100 Sq Ft
    • Built 2003

    Last Sold Summary

    • $205/SF
    • 75 Days On Market

    Current Estimated Value $1,284,967

    Last Listing Agent Rose Ciardiello William Raveis Real Estate

    710 Alexander Dr, Guilford, CT 06437
    • 2269 Long Hill Rd, Guilford, CT 06437

      Est $824,322 Not Listed For Sale

      2269 Long Hill Rd, Guilford, CT 06437

      • 4 Beds
      • 3 Baths
      • 3,734 Sq Ft
      • Built 2001
      2269 Long Hill Rd, Guilford, CT 06437

      Last Sold Summary

      • 35% Above List Price
      • $163/SF
      • 125 Days On Market

      Last Sold Price $609,900

      Last Listing Agent Gaye S. Barnett Coldwell Banker

  • 379 Whitfield St Unit BN334, Guilford, CT 06437
    379 Whitfield St Unit BN334, Guilford, CT 06437
    379 Whitfield St Unit BN334, Guilford, CT 06437
    /4

    $21,000

    • 680 Sq Ft

    379 Whitfield St Unit BN334, Guilford, CT 06437

    Enjoy convenient and carefree boating from this safely located boat slip. Guilford Yacht Club has been recently dredged for improved depth and accessibility. This ideal easy access to Long Island Sound provides the most of your time on the water. Ownership includes club membership with a vibrant community of boaters. Take advantage of the club pool and year round social activities. The pump-out

    Rod Cross Coldwell Banker Realty

    379 Whitfield St Unit BN334, Guilford, CT 06437
  • 235 Woodland Rd, Guilford, CT 06437

    $380,000 Sold May 15, 2025

    235 Woodland Rd, Guilford, CT 06437

    • 3 Beds
    • 1 Bath
    • 1,288 Sq Ft
    • Built 1953

    Last Sold Summary

    • $295/SF
    • 14 Days On Market

    Current Estimated Value $398,311

    Last Listing Agent Amanda Popplewell-Sanson Coldwell Banker Realty

    235 Woodland Rd, Guilford, CT 06437
    • 1463 Little Meadow Rd, Guilford, CT 06437

      Not Listed For Sale

      1463 Little Meadow Rd, Guilford, CT 06437

      • 2 Beds
      • 2.5 Baths
      • 1,636 Sq Ft
      • Built 1950
      1463 Little Meadow Rd, Guilford, CT 06437

      Last Sold Summary

      • $373/SF
      • 37 Days On Market

      Last Sold Price $610,000

      Last Listing Agent Linda Toscano Coldwell Banker Realty

  • 360 Jefferson Dr, Guilford, CT 06437
    360 Jefferson Dr, Guilford, CT 06437
    360 Jefferson Dr, Guilford, CT 06437
    /40

    $600,000 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,278 Sq Ft

    360 Jefferson Dr, Guilford, CT 06437

    Welcome to 360 Jefferson Drive! This charming four-bedroom, 2.5 bath colonial is set back from the road on a beautiful level lot with a wooded border, offering both privacy and curb appeal. Inside, you'll find a spacious layout featuring a comfortable family room with a fireplace, a formal living room, and a dining room perfect for entertaining. The kitchen includes a relaxed eating area,

    Beth Cantor Coldwell Banker Realty

    360 Jefferson Dr, Guilford, CT 06437
  • 54 Coachlamp Ln, Guilford, CT 06437

    $595,000 Sold Jan 16, 2026

    54 Coachlamp Ln, Guilford, CT 06437

    • 4 Beds
    • 2.5 Baths
    • 2,533 Sq Ft
    • Built 1971

    Last Sold Summary

    • 15% Below List Price
    • $235/SF
    • 82 Days On Market

    Current Estimated Value $622,752

    Last Listing Agent Rose Ciardiello William Raveis Real Estate

    54 Coachlamp Ln, Guilford, CT 06437
    • 55 Tulip Tree Dr, Guilford, CT 06437

      Est $1,519,828 Not Listed For Sale

      55 Tulip Tree Dr, Guilford, CT 06437

      • 5 Beds
      • 4.5 Baths
      • 6,088 Sq Ft
      • Built 1999
      55 Tulip Tree Dr, Guilford, CT 06437

      Last Sold Summary

      • 9% Above List Price
      • $230/SF
      • 2 Days On Market

      Last Sold Price $1,400,000

      Last Listing Agent Amy Kirst William Pitt

  • 0 Tamarack Ln Unit Lot 19 24071360, Guilford, CT 06437
    0 Tamarack Ln Unit Lot 19 24071360, Guilford, CT 06437
    0 Tamarack Ln Unit Lot 19 24071360, Guilford, CT 06437
    /3

    $664,000 Pending

    • 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
  • 214 Nortontown Rd, Guilford, CT 06437

    $1,024,400 Sold Feb 19, 2026

    214 Nortontown Rd, Guilford, CT 06437

    • 5 Beds
    • 4.5 Baths
    • 4,829 Sq Ft
    • Built 1995

    Last Sold Summary

    • 18% Below List Price
    • $212/SF
    • 97 Days On Market

    Current Estimated Value $1,162,697

    Last Listing Agent Jonathan Wallace Compass Connecticut, LLC

    214 Nortontown Rd, Guilford, CT 06437
    • 144 Tulip Tree Dr, Guilford, CT 06437

      Est $1,373,440 Not Listed For Sale

      144 Tulip Tree Dr, Guilford, CT 06437

      • 5 Beds
      • 5 Baths
      • 5,148 Sq Ft
      • Built 2002
      144 Tulip Tree Dr, Guilford, CT 06437

      Last Sold Summary

      • 6% Above List Price
      • $253/SF
      • 50 Days On Market

      Last Sold Price $1,300,000

      Last Listing Agent Rose Ciardiello William Raveis Real Estate

  • 379 Whitfield St Unit CN946, Guilford, CT 06437
    379 Whitfield St Unit CN946, Guilford, CT 06437
    379 Whitfield St Unit CN946, Guilford, CT 06437
    /7

    $40,000

    • 776 Sq Ft

    379 Whitfield St Unit CN946, Guilford, CT 06437

    Waterfront - Guilford. Set Sail in Style and experience the charm of Guilford Yacht Club, a premier marina in one of Connecticut's most picturesque coastal towns. This 46-foot slip offers ample space and immediate access to Long Island Sound, ensuring effortless adventures on the water. Guilford is rich in history and natural beauty, making it an ideal destination for boaters. At the Guilford

    Linda Coyle William Raveis Real Estate

    379 Whitfield St Unit CN946, Guilford, CT 06437
  • 9 Bailey Dr, Guilford, CT 06437

    $1,230,000 Sold Jul 29, 2025

    9 Bailey Dr, Guilford, CT 06437

    • 4 Beds
    • 2.5 Baths
    • 3,567 Sq Ft
    • Built 1996

    Last Sold Summary

    • 24% Above List Price
    • $345/SF
    • 41 Days On Market

    Current Estimated Value $1,157,014

    Last Listing Agent Phoebe Schreiner William Pitt Sotheby's Int'l

    9 Bailey Dr, Guilford, CT 06437
    • 65 Ironwood Rd, Guilford, CT 06437

      Est $1,421,945 Not Listed For Sale

      65 Ironwood Rd, Guilford, CT 06437

      • 4 Beds
      • 7 Baths
      • 5,875 Sq Ft
      • Built 2001
      65 Ironwood Rd, Guilford, CT 06437

      Last Sold Summary

      • 43% Above List Price
      • $169/SF
      • 54 Days On Market

      Last Sold Price $995,000

      Last Listing Agent Donna Vaccaro William Pitt

  • 20 Long Hill Farm, Guilford, CT 06437
    20 Long Hill Farm, Guilford, CT 06437
    /2

    $599,000 Pending

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

    20 Long Hill Farm, Guilford, CT 06437

    2600 sf single family home is part of Long Hill Farm PUD.

    Lori Vogel William Raveis Real Estate

    20 Long Hill Farm, Guilford, CT 06437
  • 185 Meadow Hills Dr, Guilford, CT 06437

    $594,500 Sold Jul 25, 2025

    185 Meadow Hills Dr, Guilford, CT 06437

    • 4 Beds
    • 3 Baths
    • 2,216 Sq Ft
    • Built 1975

    Last Sold Summary

    • 5% Above List Price
    • $268/SF
    • 22 Days On Market

    Current Estimated Value $603,193

    Last Listing Agent Kimberly Bailey William Raveis Real Estate

    185 Meadow Hills Dr, Guilford, CT 06437
    • 7 Caleb Ct, Guilford, CT 06437

      Est $1,403,131 Not Listed For Sale

      7 Caleb Ct, Guilford, CT 06437

      • 5 Beds
      • 5 Baths
      • 5,310 Sq Ft
      • Built 1998
      7 Caleb Ct, Guilford, CT 06437

      Last Sold Summary

      • 3% Below List Price
      • $273/SF
      • 23 Days On Market

      Last Sold Price $1,450,000

      Last Listing Agent Dean Mitchell William Pitt

  • 379 Whitfield St Unit AN236, Guilford, CT 06437
    379 Whitfield St Unit AN236, Guilford, CT 06437
    379 Whitfield St Unit AN236, Guilford, CT 06437
    /31

    $22,500

    • 490 Sq Ft

    379 Whitfield St Unit AN236, Guilford, CT 06437

    Absolutely gorgeous sunsets over the West River and an incredible view awaits you at The Guilford Yacht Club. Don't miss your opportunity to own a 36 foot boat slip in an excellent location on A Dock at a great price at the stunningly beautiful Guilford Yacht Club. Within 5 minutes of leaving your slip and the channel, you are already in Long Island Sound and on your way to your favorite

    Debbie Robinson Pearce Real Estate

    379 Whitfield St Unit AN236, Guilford, CT 06437
  • 181 Denison Dr, Guilford, CT 06437

    $820,000 Sold Dec 19, 2025

    181 Denison Dr, Guilford, CT 06437

    • 3 Beds
    • 2.5 Baths
    • 1,764 Sq Ft
    • Built 1980

    Last Sold Summary

    • 6% Above List Price
    • $465/SF
    • 56 Days On Market

    Current Estimated Value $766,315

    Last Listing Agent Kirsten Adams William Pitt Sotheby's Int'l

    181 Denison Dr, Guilford, CT 06437
    • 18 Overlook Ln, Guilford, CT 06437

      Est $945,283 Not Listed For Sale

      18 Overlook Ln, Guilford, CT 06437

      • 4 Beds
      • 2.5 Baths
      • 3,220 Sq Ft
      • Built 2001
      18 Overlook Ln, Guilford, CT 06437

      Last Sold Summary

      • 2% Above List Price
      • $289/SF
      • 2 Days On Market

      Last Sold Price $930,000

      Last Listing Agent Leigh Whiteman William Raveis Real Estate

Showing Results 81 - 120, Page 3 of 18

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