Guilford, CT Homes

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  $1,499,999 Under Contract

  • 4 Beds
  • 3.5 Baths
  • 4,880 Sq Ft

  14 Fox Ridge, Guilford, CT 06437

  Experience refined living in this exceptional contemporary Guilford retreat, privately set on over 4 acres at the end of a quiet cul-de-sac. Offering 4,880 sq. ft. of beautifully updated living space, this 4-bedroom, 3.5-bath home seamlessly blends modern comfort, elegance and sleek design with energy efficiency. At the heart of the home is a stunning designer kitchen, featuring a dramatic

  Steven Koleno Beycome of Connecticut

  14 Fox Ridge, Guilford, CT 06437
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  $757,229 Sold Mar 02, 2026

  0 Tamarack Ln Unit Lot 23 24071362, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 2,075 Sq Ft
  • Built 2025

  Last Sold Summary

  • 10% Above List Price
  • $365/SF
  • 62 Days On Market

  Last Listing Agent Alexa Scott RE/MAX Alliance

  0 Tamarack Ln Unit Lot 23 24071362, Guilford, CT 06437
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  Est $666,999 Not Listed For Sale

  505 N Madison Rd, Guilford, CT 06437

  • 4 Beds
  • 2.5 Baths
  • 2,532 Sq Ft
  • Built 1985

  505 N Madison Rd, Guilford, CT 06437

  Last Sold Summary

  • 9% Above List Price
  • $241/SF
  • 1 Day On Market

  • Last Sold Price $611,000
  • Jul 31, 2023

  Last Listing Agent Marissa McCue William Pitt
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  $550,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,662 Sq Ft

  82 Raymond Rd, Guilford, CT 06437

  HIGHEST AND BEST OFFERS MUST BE SUBMITTED BY 4/11/2026 6:00pm. This well cared for home sits on an attractive lot, offering both charm and exceptional upkeep. The main living level features a living room with a fireplace and a dining room that opens to both the kitchen and living room. The kitchen is updated with granite counters, modern appliances, and a laminate plank floor. The unheated

  Leigh Whiteman William Raveis Real Estate

  82 Raymond Rd, Guilford, CT 06437
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  $560,000 Sold Nov 10, 2025

  12 Paddock Ln, Guilford, CT 06437

  • 2 Beds
  • 2.5 Baths
  • 1,511 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Above List Price
  • $371/SF
  • 16 Days On Market

  Current Estimated Value $441,873

  Last Listing Agent Laurie Trulock Compass Connecticut, LLC

  12 Paddock Ln, Guilford, CT 06437
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  Est $808,226 Not Listed For Sale

  88 Den Hollow Rd, Guilford, CT 06437

  • 3 Beds
  • 5 Baths
  • 3,173 Sq Ft
  • Built 1986

  88 Den Hollow Rd, Guilford, CT 06437

  Last Sold Summary

  • 31% Above List Price
  • $194/SF
  • 38 Days On Market

  • Last Sold Price $615,000
  • Jun 07, 2023

  Last Listing Agent Mike Albert RE/MAX
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  $699,000

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft

  507 Little Meadow Rd, Guilford, CT 06437

  Serene Living at 507 Little Meadow Road Discover the perfect blend of coastal charm and modern comfort in this beautifully inviting 4-bedroom, 2-bathroom expanded Raised Ranch. Nestled on over an acre of level, lightly wooded land, this home offers a private sanctuary on one of Guilford's most scenic roads. The heart of the residence is a stunning vaulted-ceiling sunroom, complete with skylights,

  Jaider Osorno Alpha Capital Realty, LLC

  507 Little Meadow Rd, Guilford, CT 06437
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  $297,000 Sold Dec 03, 2025

  274 Church St Unit 1A, Guilford, CT 06437

  • 2 Beds
  • 1.5 Baths
  • 1,122 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Above List Price
  • $265/SF
  • 40 Days On Market

  Current Estimated Value $299,330

  Last Listing Agent Lisa Bernard Coldwell Banker Realty

  274 Church St Unit 1A, Guilford, CT 06437
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  Est $746,698 Not Listed For Sale

  47 Cornwall Ln, Guilford, CT 06437

  • 3 Beds
  • 3.5 Baths
  • 3,456 Sq Ft
  • Built 1986

  47 Cornwall Ln, Guilford, CT 06437

  Last Sold Summary

  • 8% Above List Price
  • $199/SF
  • 103 Days On Market

  • Last Sold Price $689,000
  • Feb 08, 2024

  Last Listing Agent Heather Clinton Berkshire Hathaway Home Services
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  $696,000

  • 4 Beds
  • 1.5 Baths
  • 2,060 Sq Ft

  60 Three Mile Course, Guilford, CT 06437

  Live, Love, Laugh and Play a short walk to Guilford Center, Library, Public Transportation, Dining and Shopping! The expanded Cape offers a newer Great Room addition offering the perfect space to entertain in style with doors to yard and future patio. The adjacent kitchen was updated 6yrs ago when addition was added and boast granite counters, SS appliances and adjacent original dining room for

  Diane Beckwith Popolizio William Raveis Real Estate

  60 Three Mile Course, Guilford, CT 06437
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  $700,000 Sold Jun 02, 2025

  369 Great Hill Rd, Guilford, CT 06437

  • 4 Beds
  • 2 Baths
  • 2,008 Sq Ft
  • Built 1954

  Last Sold Summary

  • 19% Above List Price
  • $349/SF
  • 63 Days On Market

  Current Estimated Value $709,914

  Last Listing Agent David Mayhew Pearce Real Estate

  369 Great Hill Rd, Guilford, CT 06437
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  Est $1,111,223 Not Listed For Sale

  41 Cornwall Ln, Guilford, CT 06437

  • 5 Beds
  • 4.5 Baths
  • 5,434 Sq Ft
  • Built 1986

  41 Cornwall Ln, Guilford, CT 06437

  Last Sold Summary

  • 17% Above List Price
  • $175/SF
  • 3 Days On Market

  • Last Sold Price $950,000
  • Jun 26, 2023

  Last Listing Agent Rose Ciardiello William Raveis Real Estate
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  $20,000

  • 720 Sq Ft

  379 Whitfield St Unit CS936, Guilford, CT 06437

  Enjoy convenient and carefree boating from this recently dredged boat slip. Direct and easy access to Long Island Sound to enjoy your time on the water. Ownership includes Guilford Yacht Club membership with a fun and vibrant community of boaters. Take advantage of the club pool and the seasonal activities. Pump-out services on premises and fuel is nearby. Winter Boat storage available.

  Rod Cross Coldwell Banker Realty

  379 Whitfield St Unit CS936, Guilford, CT 06437
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  $730,000 Sold Feb 27, 2026

  141 State St, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 2,071 Sq Ft
  • Built 1964

  Last Sold Summary

  • 2% Below List Price
  • $352/SF
  • 107 Days On Market

  Current Estimated Value $760,368

  Last Listing Agent Dana Weinstein Coldwell Banker Realty

  141 State St, Guilford, CT 06437
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  Est $687,027 Not Listed For Sale

  75 Cornwall Ln, Guilford, CT 06437

  • 4 Beds
  • 2.5 Baths
  • 2,100 Sq Ft
  • Built 1985

  75 Cornwall Ln, Guilford, CT 06437

  Last Sold Summary

  • 8% Above List Price
  • $304/SF
  • 36 Days On Market

  • Last Sold Price $638,000
  • Aug 14, 2023

  Last Listing Agent Patsy Metcalf Compass Connecticut, LLC
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  $1,700,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,284 Sq Ft

  539A Boston St, Guilford, CT 06437

  Brand NEW CONSTRUCTION. Move in Ready! This modern, luxurious 3284sf, 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

  Anne Marie Straka Compass Connecticut, LLC

  539A Boston St, Guilford, CT 06437
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  $285,000 Sold Apr 21, 2026

  104 Wauwinet Trail, Guilford, CT 06437

  • 2 Beds
  • 2.5 Baths
  • 1,698 Sq Ft
  • Built 1983

  Last Sold Summary

  • 4% Above List Price
  • $168/SF
  • 46 Days On Market

  Current Estimated Value $259,470

  Last Listing Agent Jules Gaughran - Etes William Pitt Sotheby's Int'l

  104 Wauwinet Trail, Guilford, CT 06437
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  Est $719,100 Not Listed For Sale

  498 Granite Rd, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 2,048 Sq Ft
  • Built 1992

  498 Granite Rd, Guilford, CT 06437

  Last Sold Summary

  • 12% Above List Price
  • $312/SF
  • 23 Days On Market

  • Last Sold Price $640,000
  • Oct 04, 2023

  Last Listing Agent Phoebe Schreiner William Pitt
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  $1,500,000

  • 5 Beds
  • 5 Baths
  • 5,310 Sq Ft

  7 Caleb Ct, Guilford, CT 06437

  Absolutely stunning 5+ bedroom light-filled home offers the perfect blend of elegance & modern updates. A dramatic 2-story foyer with a striking contemporary fixture sets the tone. The living room with glass French doors offers flexibility as a first-floor office. The oversized family room features a soaring ceiling, custom built-ins & stone fireplace, flowing seamlessly into the remodeled

  Susan Santoro William Pitt Sotheby's Int'l

  7 Caleb Ct, Guilford, CT 06437
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  $605,000 Sold Oct 03, 2025

  49 Windfall Ln, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 2,333 Sq Ft
  • Built 1980

  Last Sold Summary

  • 5% Above List Price
  • $259/SF
  • 16 Days On Market

  Current Estimated Value $638,557

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

  49 Windfall Ln, Guilford, CT 06437
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  Est $635,666 Not Listed For Sale

  428 Granite Rd, Guilford, CT 06437

  • 4 Beds
  • 2 Baths
  • 2,021 Sq Ft
  • Built 1995

  428 Granite Rd, Guilford, CT 06437

  Last Sold Summary

  • 18% Above List Price
  • $267/SF
  • 117 Days On Market

  • Last Sold Price $540,000
  • Jan 27, 2024

  Last Listing Agent Laurie Trulock Compass Connecticut, LLC
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  $300,000

  • 4 Beds
  • 2 Baths
  • 1,236 Sq Ft

  409 Boston St, Guilford, CT 06437

  Rare opportunity in desirable Guilford. This 9 room, 3-bedroom, 2-bath Raised Ranch sits on .46 acres with marshland and wooded views behind the home, creating a peaceful backdrop with abundant birdlife. Hardwood floors, dining room, large rear three season porch and a light-filled layout provide a solid starting point. The unfinished lower level offers expansion potential. Detached

  Steven Rivkin Planet Realty, LLC

  409 Boston St, Guilford, CT 06437
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  $515,000 Sold Nov 14, 2025

  241 Jefferson Dr, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 2,140 Sq Ft
  • Built 1975

  Last Sold Summary

  • 6% Above List Price
  • $241/SF
  • 20 Days On Market

  Current Estimated Value $521,003

  Last Listing Agent Jules Gaughran - Etes William Pitt Sotheby's Int'l

  241 Jefferson Dr, Guilford, CT 06437
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  Est $453,920 Not Listed For Sale

  10 Copper Ridge Cir, Guilford, CT 06437

  • 2 Beds
  • 2 Baths
  • 1,459 Sq Ft
  • Built 1985

  10 Copper Ridge Cir, Guilford, CT 06437

  Last Sold Summary

  • 12% Above List Price
  • $278/SF
  • 0 Days On Market

  • Last Sold Price $405,000
  • Jul 12, 2023

  Last Listing Agent Deborah Rowe William Raveis Real Estate
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  $371,000 Sold Sep 03, 2025

  31 Leetes Island Rd, Guilford, CT 06437

  • 3 Beds
  • 2 Baths
  • 1,330 Sq Ft
  • Built 1952

  Last Sold Summary

  • 12% Above List Price
  • $279/SF
  • 6 Days On Market

  Current Estimated Value $394,810

  Last Listing Agent Laura Russo Regency Real Estate, LLC

  31 Leetes Island Rd, Guilford, CT 06437
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  Est $527,390 Not Listed For Sale

  513 N Madison Rd, Guilford, CT 06437

  • 3 Beds
  • 2 Baths
  • 1,775 Sq Ft
  • Built 1985

  513 N Madison Rd, Guilford, CT 06437

  Last Sold Summary

  • 7% Above List Price
  • $279/SF
  • 87 Days On Market

  • Last Sold Price $495,000
  • Aug 12, 2024

  Last Listing Agent Heather Dacey William Raveis Real Estate
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  $605,000 Sold Apr 10, 2026

  258 Nut Plains Rd, Guilford, CT 06437

  • 4 Beds
  • 2.5 Baths
  • 2,026 Sq Ft
  • Built 1990

  Last Sold Summary

  • 10% Above List Price
  • $299/SF
  • 2 Days On Market

  Current Estimated Value $557,604

  Last Listing Agent Matt Healy Coldwell Banker Realty

  258 Nut Plains Rd, Guilford, CT 06437
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  Est $702,048 Not Listed For Sale

  250 Clapboard Hill Rd, Guilford, CT 06437

  • 4 Beds
  • 3 Baths
  • 2,319 Sq Ft
  • Built 1996

  250 Clapboard Hill Rd, Guilford, CT 06437

  Last Sold Summary

  • 16% Above List Price
  • $262/SF
  • 16 Days On Market

  • Last Sold Price $607,000
  • Oct 03, 2024

  Last Listing Agent Rose Ciardiello William Raveis Real Estate
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  $640,000 Sold Jun 20, 2025

  504 Northwood Dr, Guilford, CT 06437

  • 4 Beds
  • 3.5 Baths
  • 3,694 Sq Ft
  • Built 1977

  Last Sold Summary

  • 7% Above List Price
  • $173/SF
  • 30 Days On Market

  Current Estimated Value $595,717

  Last Listing Agent Andrea Hayes Coldwell Banker Realty

  504 Northwood Dr, Guilford, CT 06437
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  Est $949,956 Not Listed For Sale

  245 Sage Hollow Rd, Guilford, CT 06437

  • 4 Beds
  • 4 Baths
  • 4,526 Sq Ft
  • Built 1986

  245 Sage Hollow Rd, Guilford, CT 06437

  Last Sold Summary

  • 12% Above List Price
  • $188/SF
  • 3 Days On Market

  • Last Sold Price $850,000
  • Jun 05, 2023

  Last Listing Agent Rose Ciardiello William Raveis Real Estate
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  $712,000 Sold Jul 01, 2025

  37 Hungry Hill Cir, Guilford, CT 06437

  • 4 Beds
  • 3.5 Baths
  • 3,031 Sq Ft
  • Built 1973

  Last Sold Summary

  • 5% Above List Price
  • $235/SF
  • 40 Days On Market

  Current Estimated Value $728,193

  Last Listing Agent Sarah Beth Luce-Del Prete Coldwell Banker Realty

  37 Hungry Hill Cir, Guilford, CT 06437
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  Est $735,550 Not Listed For Sale

  351 Tanner Marsh Rd, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 2,028 Sq Ft
  • Built 1984

  351 Tanner Marsh Rd, Guilford, CT 06437

  Last Sold Summary

  • 9% Above List Price
  • $333/SF
  • 3 Days On Market

  • Last Sold Price $675,000
  • Nov 15, 2023

  Last Listing Agent Amy Kirst William Pitt
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  $460,000 Sold Oct 08, 2025

  280 Durham Rd, Guilford, CT 06437

  • 5 Beds
  • 3 Baths
  • 2,871 Sq Ft
  • Built 1960

  Last Sold Summary

  • 23% Below List Price
  • $160/SF
  • 317 Days On Market

  Current Estimated Value $507,877

  Last Listing Agent Kevin Green Berkshire Hathaway NE Prop.

  280 Durham Rd, Guilford, CT 06437
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  Est $809,162 Not Listed For Sale

  64 Mustang Dr, Guilford, CT 06437

  • 4 Beds
  • 3.5 Baths
  • 3,809 Sq Ft
  • Built 1986

  64 Mustang Dr, Guilford, CT 06437

  Last Sold Summary

  • 11% Above List Price
  • $192/SF
  • 29 Days On Market

  • Last Sold Price $730,000
  • May 10, 2023

  Last Listing Agent Lauren Freedman Coldwell Banker Realty
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  $590,000 Sold Mar 16, 2026

  360 Jefferson Dr, Guilford, CT 06437

  • 4 Beds
  • 2.5 Baths
  • 2,278 Sq Ft
  • Built 1978

  Last Sold Summary

  • 2% Below List Price
  • $259/SF
  • 151 Days On Market

  Current Estimated Value $600,661

  Last Listing Agent Beth Cantor Coldwell Banker Realty

  360 Jefferson Dr, Guilford, CT 06437
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  Est $770,993 Not Listed For Sale

  157 Schoolside Ln, Guilford, CT 06437

  • 5 Beds
  • 3.5 Baths
  • 3,290 Sq Ft
  • Built 1985

  157 Schoolside Ln, Guilford, CT 06437

  Last Sold Summary

  • 1% Above List Price
  • $233/SF
  • 110 Days On Market

  • Last Sold Price $765,000
  • Nov 12, 2024

  Last Listing Agent Tom Vanacore Century 21 AllPoints Realty
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  $1,030,000 Sold Aug 29, 2025

  204 Sam Hill Rd, Guilford, CT 06437

  • 5 Beds
  • 2.5 Baths
  • 3,642 Sq Ft
  • Built 1978

  Last Sold Summary

  • 3% Above List Price
  • $283/SF
  • 21 Days On Market

  Current Estimated Value $1,038,253

  Last Listing Agent Rose Ciardiello William Raveis Real Estate

  204 Sam Hill Rd, Guilford, CT 06437
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  Est $666,146 Not Listed For Sale

  40 Whispering Woods Rd, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 2,088 Sq Ft
  • Built 1985

  40 Whispering Woods Rd, Guilford, CT 06437

  Last Sold Summary

  • 2% Above List Price
  • $312/SF
  • 136 Days On Market

  • Last Sold Price $651,700
  • Mar 03, 2025

  Last Listing Agent Jana Ghidossi Coldwell Banker Realty
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  $495,000 Sold Sep 05, 2025

  240 W Lake Ave, Guilford, CT 06437

  • 3 Beds
  • 1.5 Baths
  • 1,308 Sq Ft
  • Built 1971

  Last Sold Summary

  • 3% Below List Price
  • $378/SF
  • 29 Days On Market

  Current Estimated Value $490,869

  Last Listing Agent Konstantinos Milas Milas Realty Advisors

  240 W Lake Ave, Guilford, CT 06437
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  Est $854,251 Not Listed For Sale

  383 County Rd, Guilford, CT 06437

  • 6 Beds
  • 5 Baths
  • 4,330 Sq Ft
  • Built 1986

  383 County Rd, Guilford, CT 06437

  Last Sold Summary

  • 7% Above List Price
  • $185/SF
  • 156 Days On Market

  • Last Sold Price $800,000
  • Jan 28, 2025

  Last Listing Agent Jules Gaughran - Etes William Pitt

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