Guilford, CT Homes

• 

  

  

  /33

  $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
• 

  $630,750

  Sold Aug 15, 2025

  30 Streamview Cir, Guilford, CT 06437

  • 4 Beds
  • 2.5 Baths
  • 1,949 Sq Ft
  • Built 1978

  Last Sold Summary

  • 5% Above List Price
  • $324/SF
  • 31 Days On Market

  Current Estimated Value $644,738

  Last Listing Agent Jana Ghidossi Coldwell Banker Realty

  30 Streamview Cir, Guilford, CT 06437
• 

  Est $661,400

  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

  • 117 Days On Market
• 

  

  

  /39

  $699,000

  Open Sat 11AM - 1PM $80K PRICE DROP

  • 1 Bed
  • 2 Baths
  • 1,672 Sq Ft

  446 Whitfield St Unit C, Guilford, CT 06437

  A rare opportunity to own one of downtown Guilford's most iconic residences, often referred to as "The Spaceship," masterfully designed by architect Wilfred Armster. This striking copper-clad building, elevated on concrete stilts, was thoughtfully positioned to capture sweeping, unobstructed views of Long Island Sound-beautifully showcased from this premier front-facing unit. Enter through the

  Susan Santoro William Pitt Sotheby's Int'l

  446 Whitfield St Unit C, Guilford, CT 06437
• 

  $825,000

  Sold Jul 30, 2025

  31 Christopher Ln, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 3,488 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $237/SF
  • 30 Days On Market

  Current Estimated Value $853,537

  Last Listing Agent Nicole White William Raveis Real Estate

  31 Christopher Ln, Guilford, CT 06437
• 

  Est $450,300

  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

  • 0 Days On Market
• 

  

  /34

  $649,000

  • 3 Beds
  • 3 Baths
  • 2,052 Sq Ft

  208 Boston St, Guilford, CT 06437

  Shoreline charm meets unlimited potential at 208 Boston Street. This quintessential New England gem, set on a rare and sprawling 1.03-acre level lot, offers the ultimate "walk-to-town" lifestyle just steps from the historic Guilford Green. Whether you are looking for a savvy investment, a multi-generational living solution, or a grand single-family estate, this versatile property delivers.

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

  208 Boston St, Guilford, CT 06437
• 

  $632,000

  Sold Dec 04, 2025

  102 N Mill Cir, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 2,204 Sq Ft
  • Built 1976

  Last Sold Summary

  • 8% Above List Price
  • $287/SF
  • 65 Days On Market

  Current Estimated Value $652,485

  Last Listing Agent Dana Weinstein Coldwell Banker Realty

  102 N Mill Cir, Guilford, CT 06437
• 

  Est $551,692

  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

  • 87 Days On Market
• 

  

  /40

  $499,900

  • 2 Beds
  • 1 Bath
  • 1,324 Sq Ft

  32 Summer St, Guilford, CT 06437

  Ideally located between Guilford's shoreline and the Historic Green, this lovingly maintained expanded Ranch offers the ease of true one level living in one of the town's most desirable in town locations. Filled with warmth and character, the home features a spacious living room anchored by a gas fireplace with a stone surround and a huge vaulted sunroom with exposed beams that creates an

  Linda Toscano Coldwell Banker Realty

  32 Summer St, Guilford, CT 06437
• 

  $532,000

  Sold Sep 18, 2025

  40 Union St, Guilford, CT 06437

  • 4 Beds
  • 2 Baths
  • 1,824 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Above List Price
  • $292/SF
  • 5 Days On Market

  Current Estimated Value $547,139

  Last Listing Agent Adrian Price Sunset Creek Realty, LLC

  40 Union St, Guilford, CT 06437
• 

  Est $743,838

  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 Days On Market
• 

  

  /40

  $635,000

  Under Contract

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

  1500 Durham Rd, Guilford, CT 06437

  Welcome to the Treehouse, a thoughtfully updated Mid-Century Modern home set high above 2.4 acres of private woodland with seasonal views overlooking the West River. Combining architectural character with modern updates, this unique property offers privacy, tranquility, and a seamless connection to nature. The dramatic living room showcases soaring vaulted ceilings, exposed wood beams, a

  Mark McElrath William Pitt Sotheby's Int'l

  1500 Durham Rd, Guilford, CT 06437
• 

  $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
• 

  Est $749,803

  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

  • 3 Days On Market
• 

  

  /34

  $685,000

  $11K PRICE DROP Pending

  • 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 welcoming 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. The adjacent original dining

  Diane Beckwith Popolizio William Raveis Real Estate

  60 Three Mile Course, Guilford, CT 06437
• 

  $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 $419,083

  Last Listing Agent Laurie Trulock Compass Connecticut, LLC

  12 Paddock Ln, Guilford, CT 06437
• 

  Est $816,896

  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

  • 110 Days On Market
• 

  

  /5

  $20,000

  $5K PRICE DROP

  • 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
• 

  $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 $299,245

  Last Listing Agent Lisa Bernard Coldwell Banker Realty

  274 Church St Unit 1A, Guilford, CT 06437
• 

  Est $674,111

  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

  • 136 Days On Market
• 

  

  /40

  $780,000

  Under Contract

  • 4 Beds
  • 3 Baths
  • 3,616 Sq Ft

  122 Ridgeview Cir, Guilford, CT 06437

  Tucked away at the end of a quiet cul-de-sac in Guilford's Meadow Hills neighborhood, this beautifully maintained 4-bedroom Garrison Colonial offers the perfect blend of privacy, natural beauty, and neighborhood charm. Set on a picturesque 1-acre lot and surrounded by Guilford Land Trust property, the setting feels peaceful and secluded while still being part of a welcoming community known for

  Rose Ciardiello William Raveis Real Estate

  122 Ridgeview Cir, Guilford, CT 06437
• 

  $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 $728,780

  Last Listing Agent Dana Weinstein Coldwell Banker Realty

  141 State St, Guilford, CT 06437
• 

  Est $581,570

  Not Listed For Sale

  154 Wilderwood Dr, Guilford, CT 06437

  • 3 Beds
  • 1.5 Baths
  • 2,035 Sq Ft
  • Built 1977

  154 Wilderwood Dr, Guilford, CT 06437

  Last Sold Summary

  • 17 Days On Market
• 

  

  /39

  $1,000,000

  • 5 Beds
  • 3.5 Baths
  • 3,640 Sq Ft

  2 Greenwood Ln, Guilford, CT 06437

  Positioned on a premier corner lot at the end of a quiet cul-de-sac with 3.19 private acres, this exceptional 5-bedroom, 3.5-bath Colonial is being reintroduced with a significant improvement package. Before closing, the seller will install a NEW ROOF, NEW HEATING and COOLING systems, a New Rear Deck, improvements to the wraparound front porch, and additional landscaping enhancements, offering

  Mustafa Muaremi Coldwell Banker Realty

  2 Greenwood Ln, Guilford, CT 06437
• 

  $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 $269,553

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

  104 Wauwinet Trail, Guilford, CT 06437
• 

  Est $886,321

  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

  • 156 Days On Market
• 

  

  /32

  $640,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  200 Whitethorn Dr, Guilford, CT 06437

  HIGHEST AND BEST OFFERS DEADLINE IS SUNDAY 5/17/2026 6:00 PM This Beautifully maintained four-bedroom colonial is located in a quiet neighborhood that is close to town, schools and shopping. There is easy access to the beaches and boating on Long Island Sound. The home, built in 1967, is nicely updated and has hardwood floors throughout. The front to back Living Room and spacious Dining Room, the

  Leigh Whiteman William Raveis Real Estate

  200 Whitethorn Dr, Guilford, CT 06437
• 

  $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 $630,540

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

  49 Windfall Ln, Guilford, CT 06437
• 

  Est $447,649

  Not Listed For Sale

  299 Shore Dr, Guilford, CT 06437

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1962

  299 Shore Dr, Guilford, CT 06437

  Last Sold Summary

  • 34 Days On Market
• 

  

  /5

  $150,000

  • Land
  • 1.2 Acres
  • $125,000 per Acre

  0 W Lake Ave, Guilford, CT 06437

  Rare opportunity to build your dream home on this approved 1.20 acre building lot ideally located off West Lake Avenue between Gina Lane and Oakwood Lane. Offering a convenient location with easy access to Route 1, Route 80, shopping, restaurants, schools, and area amenities, this parcel combines privacy with accessibility. The level and lightly wooded lot provides an excellent setting for a

  Erin Connelly Coldwell Banker Realty

  0 W Lake Ave, Guilford, CT 06437
• 

  $900,000

  Sold Jun 22, 2026

  401 Three Corners Rd, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 2,806 Sq Ft
  • Built 1980

  Last Sold Summary

  • $321/SF
  • 18 Days On Market

  Current Estimated Value $903,844

  Last Listing Agent Alicia Mahon William Pitt Sotheby's Int'l

  401 Three Corners Rd, Guilford, CT 06437
• 

  Est $485,633

  Not Listed For Sale

  439 Maupas Rd, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 1,456 Sq Ft
  • Built 1978

  439 Maupas Rd, Guilford, CT 06437

  Last Sold Summary

  • 9 Days On Market
• 

  

  /39

  $1,650,000

  New Construction $50K PRICE DROP

  • 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
• 

  $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 $538,879

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

  241 Jefferson Dr, Guilford, CT 06437
• 

  Est $415,584

  Not Listed For Sale

  760 Durham Rd, Guilford, CT 06437

  • 2 Beds
  • 1.5 Baths
  • 1,340 Sq Ft
  • Built 1946

  760 Durham Rd, Guilford, CT 06437

  Last Sold Summary

  • 25 Days On Market
• 

  

  /40

  $1,395,000

  $105K PRICE DROP Pending

  • 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
• 

  $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 $395,841

  Last Listing Agent Laura Russo Regency Real Estate, LLC

  31 Leetes Island Rd, Guilford, CT 06437
• 

  Est $660,851

  Not Listed For Sale

  1192 Little Meadow Rd, Guilford, CT 06437

  • 3 Beds
  • 3 Baths
  • 2,077 Sq Ft
  • Built 1920

  1192 Little Meadow Rd, Guilford, CT 06437

  Last Sold Summary

  • 49 Days On Market
• 

  

  /28

  $300,000

  $65K PRICE DROP Under Contract

  • 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

Showing Results 321 - 360, Page 9 of 18