Guilford, CT Homes

• 

  Est $616,677

  Not Listed For Sale

  30 Michelle Ln, Guilford, CT 06437

  • 4 Beds
  • 2.5 Baths
  • 2,072 Sq Ft
  • Built 1987

  30 Michelle Ln, Guilford, CT 06437

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent Heidi DeRusso Coldwell Banker Realty
• 

  

  

  /40

  $2,990,000

  • 3 Beds
  • 2.5 Baths
  • 3,348 Sq Ft

  66 High St Unit 17, Guilford, CT 06437

  Welcome to a truly exceptional living experience at The Residences at 66 High Street! This stunning three-bedroom, two-and-a-half-bathroom condo presents a rare opportunity for those seeking luxury and convenience in one of Guilford's most desirable locations. Spanning an impressive 3,148 square feet, this custom single-level home offers elegant design and modern amenities, ensuring comfort and

  Barbara Goetsch William Pitt Sotheby's Int'l

  66 High St Unit 17, Guilford, CT 06437
• 

  $475,000

  Sold Aug 29, 2025

  59 Oriole Cir, Guilford, CT 06437

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft
  • Built 1977

  Last Sold Summary

  • 2% Above List Price
  • $272/SF
  • 29 Days On Market

  Current Estimated Value $503,538

  Last Listing Agent Stephanie Jacobs Sunset Creek Realty, LLC

  59 Oriole Cir, Guilford, CT 06437
• 

  Est $677,589

  Not Listed For Sale

  180 E River Rd, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 1,744 Sq Ft
  • Built 1988

  180 E River Rd, Guilford, CT 06437

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Terri St Peter Planet Realty, LLC
• 

  

  

  /23

  $719,900

  Open Sat 12PM - 2PM $19K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,793 Sq Ft

  70 Stepstone Hill Rd, Guilford, CT 06437

  Privately set on over 2.5 beautifully maintained acres. Inside, you'll find formal living and dining rooms, a bright kitchen with newer appliances, a breakfast nook, and a large family room with a fireplace and access to the deck and backyard.The second floor features a generous primary suite with a private bath, three additional bedrooms, and a full hall bath. A finished third-floor room with

  Abigail Khaledi RE/MAX One

  70 Stepstone Hill Rd, Guilford, CT 06437
• 

  $381,444

  Sold Sep 05, 2025

  377 Little Meadow Rd, Guilford, CT 06437

  • 3 Beds
  • 1 Bath
  • 1,177 Sq Ft
  • Built 1925

  Last Sold Summary

  • 2% Above List Price
  • $324/SF
  • 98 Days On Market

  Current Estimated Value $425,148

  Last Listing Agent Stephanie Jacobs Sunset Creek Realty, LLC

  377 Little Meadow Rd, Guilford, CT 06437
• 

  Est $612,389

  Not Listed For Sale

  20 Michelle Ln, Guilford, CT 06437

  • 4 Beds
  • 2.5 Baths
  • 1,926 Sq Ft
  • Built 1986

  20 Michelle Ln, Guilford, CT 06437

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Abbey Scott William Raveis Real Estate
• 

  

  /28

  $3,300,000

  • 3 Beds
  • 2.5 Baths
  • 2,891 Sq Ft

  57 Faulkner Dr, Guilford, CT 06437

  Custom built with exceptional craftsmanship and attention to detail, this stunning coastal-area estate sits on one of the largest properties in the neighborhood with water views from every room, three separate deeds totaling approximately two acres, including two separate waterfront lots, with one being the perfect site for your future docking needs. Designed for both luxury and comfort, the home

  janet colello Century 21 AllPoints Realty

  57 Faulkner Dr, Guilford, CT 06437
• 

  $380,000

  Sold May 27, 2026

  4 Copper Ridge Cir, Guilford, CT 06437

  • 2 Beds
  • 2 Baths
  • 1,459 Sq Ft
  • Built 1984

  Last Sold Summary

  • 16% Below List Price
  • $260/SF
  • 51 Days On Market

  Current Estimated Value $397,534

  Last Listing Agent Rob McConville RE/MAX Heritage

  4 Copper Ridge Cir, Guilford, CT 06437
• 

  Est $1,094,775

  Not Listed For Sale

  12 Brook Ln, Guilford, CT 06437

  • 4 Beds
  • 2.5 Baths
  • 3,460 Sq Ft
  • Built 1995

  12 Brook Ln, Guilford, CT 06437

  Last Sold Summary

  • 52 Days On Market

  Last Listing Agent Rose Ciardiello William Raveis Real Estate
• 

  

  /40

  $524,900

  $24K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,630 Sq Ft

  94 Quonnipaug Hill Rd, Guilford, CT 06437

  "Vermont in Guilford": Extraordinary hilltop privacy surrounded by woods and fields in North Guilford. This well-maintained 3-bedroom, 1.5-bath home with attached 2-car garage is ideally sited atop a hill in a desirable setting. Recent updates include new garage foundation, mini-splits, a new roof, fresh interior paint, and gleaming hardwood floors. The main level features an open living area

  Tim Galvin William Raveis Real Estate

  94 Quonnipaug Hill Rd, Guilford, CT 06437
• 

  $868,502

  Sold Sep 15, 2025

  40 Village Cir Unit 40, Guilford, CT 06437

  • 2 Beds
  • 2.5 Baths
  • 2,318 Sq Ft
  • Built 2024

  Last Sold Summary

  • 6% Above List Price
  • $375/SF
  • 31 Days On Market

  Last Listing Agent Vincent Engingro William Raveis Real Estate

  40 Village Cir Unit 40, Guilford, CT 06437
• 

  Est $616,804

  Not Listed For Sale

  34 Michelle Ln, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 2,271 Sq Ft
  • Built 1987

  34 Michelle Ln, Guilford, CT 06437

  Last Sold Summary

  • 39 Days On Market

  Last Listing Agent Heidi DeRusso Coldwell Banker Realty
• 

  

  /35

  $3,750,000

  • 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
• 

  $450,000

  Sold Jun 18, 2026

  15 Copper Hill Dr Unit 15, Guilford, CT 06437

  • 2 Beds
  • 2 Baths
  • 1,442 Sq Ft
  • Built 1984

  Last Sold Summary

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

  Current Estimated Value $427,156

  Last Listing Agent David Lemel Coldwell Banker Realty

  15 Copper Hill Dr Unit 15, Guilford, CT 06437
• 

  Est $451,545

  Not Listed For Sale

  147 Sperry Dr, Guilford, CT 06437

  • 3 Beds
  • 1 Bath
  • 1,498 Sq Ft
  • Built 1957

  147 Sperry Dr, Guilford, CT 06437

  Last Sold Summary

  • 10 Days On Market

  Last Listing Agent Erin Connelly Coldwell Banker Realty
• 

  

  /34

  $725,000

  • 3 Beds
  • 2.5 Baths
  • 3,342 Sq Ft

  7 Bailey Dr, Guilford, CT 06437

  Tucked at the end of a quiet cul-de-sac on 1.4 private acres, this one-owner Guilford Colonial has been waiting 38 years for its second chapter and it's ready to tell a new story. Start your mornings on the covered back porch, coffee in hand, ceiling fans turning, watching the yard wake up and end summer nights out there too, because this porch is where this house does its living. Inside, the

  Heidi DeRusso Coldwell Banker Realty

  7 Bailey Dr, 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 $673,584

  Last Listing Agent Jana Ghidossi Coldwell Banker Realty

  30 Streamview Cir, Guilford, CT 06437
• 

  Est $619,115

  Not Listed For Sale

  365 Old Whitfield St, Guilford, CT 06437

  • 4 Beds
  • 2 Baths
  • 1,775 Sq Ft
  • Built 1910

  365 Old Whitfield St, Guilford, CT 06437

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Barbara Goetsch William Pitt Sotheby's Int'l
• 

  

  /20

  $300,000

  • Land
  • 2.68 Acres
  • $111,940 per Acre

  2680 Long Hill Rd, Guilford, CT 06437

  Set in the desirable North Guilford area, this expansive parcel offers a rare opportunity to create a private retreat surrounded by natural beauty. With a thoughtfully configured layout and generous frontage along Long Hill Road, the property provides both usability and a sense of seclusion. The land features a blend of open and wooded areas, allowing flexibility for a custom home, outdoor living

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

  2680 Long Hill Rd, Guilford, CT 06437
• 

  $620,000

  Sold Jun 29, 2026

  402 Boston St, Guilford, CT 06437

  • 4 Beds
  • 2 Baths
  • 2,174 Sq Ft
  • Built 1856

  Last Sold Summary

  • 22% Below List Price
  • $285/SF
  • 124 Days On Market

  Current Estimated Value $638,163

  Last Listing Agent Gloria Gibney Gibney Real Estate

  402 Boston St, Guilford, CT 06437
• 

  Est $1,386,783

  Not Listed For Sale

  30 Chimney Corner Cir, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 1,703 Sq Ft
  • Built 1954

  30 Chimney Corner Cir, Guilford, CT 06437

  Last Sold Summary

  • 12 Days On Market

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

  

  /40

  $489,000

  $10K PRICE DROP Under Contract

  • 2 Beds
  • 1 Bath
  • 891 Sq Ft

  1511 Little Meadow Rd, Guilford, CT 06437

  Don't miss this adorable one-level home, thoughtfully updated to offer the perfect blend of charm, comfort, and flexibility. Nestled on a scenic country road, the property sits on 1.7 acres with ample room for future expansion if desired. Ideal for first-time buyers, down-sizers, or anyone seeking peaceful country living. Bright and airy throughout, the home features an open floor plan with

  Kim Vigliotti Coldwell Banker Realty

  1511 Little Meadow Rd, 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 $670,593

  Last Listing Agent Dana Weinstein Coldwell Banker Realty

  102 N Mill Cir, Guilford, CT 06437
• 

  Not Listed For Sale

  252 Jefferson Dr, Guilford, CT 06437

  • 4 Beds
  • 2 Baths
  • 2,387 Sq Ft
  • Built 1978

  252 Jefferson Dr, Guilford, CT 06437

  Last Sold Summary

  • 75 Days On Market

  Last Listing Agent Rose Ciardiello William Raveis Real Estate
• 

  

  /39

  $500,000

  Under Contract

  • 1 Bed
  • 1 Bath
  • 821 Sq Ft

  488 Lake Dr, Guilford, CT 06437

  Incredible opportunity to own a direct lakefront property. Built in 1937 and well-cared for through the years, this 1 Bedroom, 1 Bath home situated on a generous .48 acre lot has sweeping views and over 100' of beach/lake frontage with a private dock. Lake Quonnipaug is an angler's paradise; a serene 98-acre, spring-fed lake regularly stocked with trout by the CT DEEP, alongside thriving

  Shoreline Homes Team William Raveis Real Estate

  488 Lake Dr, 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 $570,022

  Last Listing Agent Adrian Price Sunset Creek Realty, LLC

  40 Union St, Guilford, CT 06437
• 

  Est $553,835

  Not Listed For Sale

  55 Long Hill Farm, Guilford, CT 06437

  • 1 Bed
  • 1.5 Baths
  • 1,310 Sq Ft
  • Built 1987

  55 Long Hill Farm, Guilford, CT 06437

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Cathy Lynch Coldwell Banker Realty
• 

  

  /39

  $800,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,959 Sq Ft

  20 Riverside Ct, Guilford, CT 06437

  Nestled at the end of a serene cul-de-sac in desirable West River, this move-in ready 4-Bedroom, 3-Bath Colonial offers an exceptional turn-key retreat on 2 private acres with direct views and access along the scenic West River. Thoughtfully updated and meticulously cared for, the home features high-end replacement windows and exterior doors throughout, as well as young, well-maintained

  Maureen Kitson William Pitt Sotheby's Int'l

  20 Riverside Ct, 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 $1,110,781

  Not Listed For Sale

  66 Christopher Ln, Guilford, CT 06437

  • 5 Beds
  • 5 Baths
  • 3,598 Sq Ft
  • Built 1989

  66 Christopher Ln, Guilford, CT 06437

  Last Sold Summary

  • 38 Days On Market

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

  

  /39

  $699,000

  $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
• 

  $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 $463,515

  Last Listing Agent Laurie Trulock Compass Connecticut, LLC

  12 Paddock Ln, Guilford, CT 06437
• 

  Est $880,504

  Not Listed For Sale

  31 Christopher Ln, Guilford, CT 06437

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

  31 Christopher Ln, Guilford, CT 06437

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Nicole White William Raveis Real Estate
• 

  

  /40

  $449,900

  $50K PRICE DROP Pending

  • 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
• 

  $950,000

  Sold Jul 20, 2026

  206 Peddlers Rd, Guilford, CT 06437

  • 4 Beds
  • 5 Baths
  • 3,445 Sq Ft
  • Built 1967

  Last Sold Summary

  • 27% Below List Price
  • $276/SF
  • 73 Days On Market

  Current Estimated Value $979,583

  Last Listing Agent Vincent Engingro William Raveis Real Estate

  206 Peddlers Rd, Guilford, CT 06437
• 

  Est $782,158

  Not Listed For Sale

  1563 Durham Rd, Guilford, CT 06437

  • 3 Beds
  • 4 Baths
  • 3,084 Sq Ft
  • Built 1986

  1563 Durham Rd, Guilford, CT 06437

  Last Sold Summary

  • 134 Days On Market

  Last Listing Agent Gene Pica RE/MAX Alliance
• 

  

  /40

  $715,000

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  98 Pond View Cir, Guilford, CT 06437

  Well located at the end of a quiet cul-de-sac in the desirable Meadow Hills Lake community, this spacious 4-bedroom center hall Colonial offers the perfect balance of privacy, comfort, and neighborhood amenities, including private lake access and a sandy beach. Designed for both everyday living and entertaining, the main level features formal living and dining rooms, an eat-in kitchen, and an

  Kathy Mitchell William Pitt Sotheby's Int'l

  98 Pond View Cir, 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 $307,536

  Last Listing Agent Lisa Bernard Coldwell Banker Realty

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

  Est $881,883

  Not Listed For Sale

  1220 Moose Hill Rd, Guilford, CT 06437

  • 3 Beds
  • 3.5 Baths
  • 2,990 Sq Ft
  • Built 1990

  1220 Moose Hill Rd, Guilford, CT 06437

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Suzanne McConville William Raveis Real Estate

Showing Results 281 - 320, Page 8 of 18