Guilford, CT Homes

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  /40

  $1,125,000

  • 4 Beds
  • 2.5 Baths
  • 2,254 Sq Ft

  84 Fair St, Guilford, CT 06437

  Historic 1856 Octagon Home Just One Block from the Iconic Guilford Green. Rarely does a home of such architectural distinction and prime location become available. Crafted in 1859 by renowned local builder Edwin A. Leete, this landmark 4-bedroom, 2.5-bath octagonal residence offers a extraordinary blend of mid-19th-century character and seamless modern comfort-all just a single block from the

  Kirsten Adams William Pitt Sotheby's Int'l

  84 Fair St, Guilford, CT 06437
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  /36

  $4,500 Per Month

  • 4 Beds
  • 3.5 Baths
  • 2,250 Sq Ft
  • House for Rent

  281 Peddlers Rd, Guilford, CT 06437

  Available October 1, 2026 through late May 2027. Set on 1.87 private, fenced acres on a quiet street, the home feels peaceful and tucked away while still being just minutes from I-95, shopping, dining, and the historic Guilford Green.The heart of the home is a dramatic post-and-beam great room with soaring ceilings, exposed timber beams, skylights, generous natural light, and a floor-to-ceiling

  Sue Knapp William Pitt Sotheby's Int'l

  281 Peddlers Rd, Guilford, CT 06437
• 

  $350,000

  Sold Nov 03, 2025

  1011 Route 80, Guilford, CT 06437

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft
  • Built 1970

  Last Sold Summary

  • $214/SF
  • 11 Days On Market

  Current Estimated Value $377,086

  Last Listing Agent Lauren Freedman Coldwell Banker Realty

  1011 Route 80, Guilford, CT 06437
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  Not Listed For Sale

  12 Tamarack Ln, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 2,075 Sq Ft
  • Built 2023

  12 Tamarack Ln, Guilford, CT 06437

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent Alexa Scott RE/MAX Alliance
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  /39

  $999,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,736 Sq Ft

  67 Christopher Ln, Guilford, CT 06437

  This approximately 3,000 square foot house sits on nearly 1 acre of lush, tranquil land. The property features a charming exterior with an inviting entryway, surrounded by well-maintained landscaping and greenery. The spacious lot provides ample room for outdoor living and recreation, creating a peaceful retreat from the everyday. The home's interior offers four bedrooms and two and a half

  Sandy Friedman Coldwell Banker Realty

  67 Christopher Ln, Guilford, CT 06437
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  /31

  $4,400 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,843 Sq Ft
  • House for Rent

  77 Reeves Ave, Guilford, CT 06437

  Furnished academic-year rental in Guilford, Connecticut - a newly built 3-bedroom, 2.5-bath home in a private beach association neighborhood on the Connecticut Shoreline, available September 2026 through May 2027. Turnkey and fully furnished: arrive with a suitcase. The open-concept main level features a renovated kitchen with quartz countertops, an oversized center island seating three,

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

  77 Reeves Ave, Guilford, CT 06437
• 

  $369,000

  Sold Apr 30, 2026

  16 Copper Hill Dr, Guilford, CT 06437

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

  Last Sold Summary

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

  Current Estimated Value $390,645

  Last Listing Agent Deborah Rowe William Raveis Real Estate

  16 Copper Hill Dr, Guilford, CT 06437
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  Not Listed For Sale

  17 Tamarack Ln, Guilford, CT 06437

  • 3 Beds
  • 2.5 Baths
  • 2,075 Sq Ft
  • Built 2023

  17 Tamarack Ln, Guilford, CT 06437

  Last Sold Summary

  Last Listing Agent Alexa Scott RE/MAX Alliance
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  /15

  $429,000

  $50K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,126 Sq Ft

  26 View Place, Guilford, CT 06437

  Opportunity knocks just a short block and a half from the water! This 2-bedroom, 2-bath home offers 1,126 square feet in a quiet setting near private West Lake. Enjoy deeded beach rights with access to the beach, dock, swimming area, and kayak racks. A charming picket fence, covered porch, and wraparound deck create inviting outdoor spaces for morning coffee, afternoon relaxation, and evening

  Vicky Welch William Raveis Real Estate

  26 View Place, Guilford, CT 06437
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  $5,000 Per Month

  • 5 Beds
  • 3 Baths
  • 1,680 Sq Ft
  • House for Rent

  85 Michael Dr, Guilford, CT 06437

  Flexible Lease Terms Available-price varies based on seasonality and terms (3, 6, 9, or 12 Months). This fully furnished rental at 85 Michael Drive offers a seamless move-in experience with a spacious and versatile layout designed for modern comfort. Set on an acre with a serene natural setting, the main floor of this single-level residence features a bright entrance hall leading to a cozy living

  Adrian Price Sunset Creek Realty, LLC

  85 Michael Dr, Guilford, CT 06437
• 

  $588,000

  Sold Jan 05, 2026

  333 Clapboard Hill Rd, Guilford, CT 06437

  • 2 Beds
  • 1.5 Baths
  • 1,550 Sq Ft
  • Built 1840

  Last Sold Summary

  • 7% Above List Price
  • $379/SF
  • 30 Days On Market

  Current Estimated Value $615,369

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

  333 Clapboard Hill Rd, Guilford, CT 06437
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  Not Listed For Sale

  36 Village Cir, Guilford, CT 06437

  • 2 Beds
  • 2.5 Baths
  • 2,197 Sq Ft
  • Built 2024

  36 Village Cir, Guilford, CT 06437

  Last Sold Summary

  • 421 Days On Market

  Last Listing Agent Vincent Engingro William Raveis Real Estate
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  /27

  $409,900

  Open Sun 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,708 Sq Ft

  206 W Lake Ave, Guilford, CT 06437

  Bring your vision to this charming 3-bedroom, 1.5-bath home set on almost an acre in desirable Guilford. Featuring a 2-car garage, hardwood flooring underneath the existing carpet, dining room, eat in kitchen and a spacious living room with a fireplace, this home offers a great foundation for your personal touches. The lower level provides additional living space with a half bath and walk-out

  Natuzza Dimasi William Raveis Real Estate

  206 W Lake Ave, Guilford, CT 06437
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  /40

  $30,000 Per Month

  • 6 Beds
  • 5.5 Baths
  • 6,603 Sq Ft
  • House for Rent

  39 Vineyard Place, Guilford, CT 06437

  Where New England architecture meets timeless elegance! Experience the pinnacle of shoreline living in this spectacular waterfront estate, perfectly positioned on a private, peninsula-like setting in Sachem's Head community. Boasting breathtaking, panoramic views of Long Island Sound, this 1930s residence is a masterwork of historic character and unique architectural artistry. The home's rich

  Ana Russo William Pitt Sotheby's Int'l

  39 Vineyard Place, Guilford, CT 06437
• 

  $370,000

  Sold Jan 16, 2026

  62 Hahn Rd, Guilford, CT 06437

  • 3 Beds
  • 1.5 Baths
  • 1,599 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Above List Price
  • $231/SF
  • 34 Days On Market

  Current Estimated Value $411,516

  Last Listing Agent Rose Robles KW Legacy Partners

  62 Hahn Rd, Guilford, CT 06437
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  Not Listed For Sale

  66 High St Unit 56, Guilford, CT 06437

  • 4 Beds
  • 2 Baths
  • 2,035 Sq Ft
  • Built 2022

  66 High St Unit 56, Guilford, CT 06437

  Last Sold Summary

  • 127 Days On Market

  Last Listing Agent Nicole White William Raveis Real Estate
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  /13

  $889,900

  New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,625 Sq Ft

  35 Village Walk Unit 35, Guilford, CT 06437

  New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages. Walking distance to town. 3 models to pick from with various locations throughout subdivision.

  Vincent Engingro William Raveis Real Estate

  35 Village Walk Unit 35, Guilford, CT 06437
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  /20

  $2,500 Per Month

  • 2 Beds
  • 1.5 Baths
  • 962 Sq Ft
  • Townhouse for Rent

  274 Church St Unit 1D, Guilford, CT 06437

  Great location! Located in the center of Guilford, walk to Guilford Green, Post Road, CVS shopping centers and I95. End unit with a fence providing a great privacy. Southern exposure, sun-filled spacious living area with vaulted ceiling, balcony overlooking the swimming pool, a loft perfect for an office or an additional guest bedroom. Kitchen on the same level with lot of space for dinning. Wide

  Donna Cheng Coldwell Banker Realty

  274 Church St Unit 1D, Guilford, CT 06437
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  $589,999

  Sold Jul 21, 2026

  47 Valley Shore Dr, Guilford, CT 06437

  • 4 Beds
  • 2 Baths
  • 2,388 Sq Ft
  • Built 1971

  Last Sold Summary

  • 2% Below List Price
  • $247/SF
  • 27 Days On Market

  Current Estimated Value $597,993

  Last Listing Agent Jaime Lettieri Coldwell Banker Realty

  47 Valley Shore Dr, Guilford, CT 06437
• 

  Est $716,448

  Not Listed For Sale

  17 Long Hill Farm, Guilford, CT 06437

  • 2 Beds
  • 2.5 Baths
  • 2,206 Sq Ft
  • Built 1984

  17 Long Hill Farm, Guilford, CT 06437

  Last Sold Summary

  • 95 Days On Market

  Last Listing Agent Sue Woods William Pitt Sotheby's Int'l
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  /8

  $560,000

  Open Sun 10AM - 12PM $27K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,198 Sq Ft

  59 Hoadley Creek Cir, Guilford, CT 06437

  Welcome to 59 Hoadley Creek Circle, a beautifully updated Cape-style home set on nearly an acre of private, wooded property in one of Guilford's most desirable neighborhoods. Combining classic New England charm with modern upgrades, this move-in-ready residence offers the perfect balance of comfort, style, and convenience. Recent improvements include a new roof, a stunning renovated kitchen,

  Jacqueline Nastri GRL & Realtors, LLC

  59 Hoadley Creek Cir, Guilford, CT 06437
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  /30

  $4,750 Per Month

  • 2 Beds
  • 3 Baths
  • 1,854 Sq Ft
  • Townhouse for Rent

  66 High St Unit 3, Guilford, CT 06437

  Experience luxury living at The Residences at 66 High Street. Ideally located just steps from the historic Town Green with its charming restaurants, cafes, boutiques, coffee shops and library. Serene setting overlooking the scenic salt marsh and Long Island Sound. This two bedroom, three bath unit has been thoughtfully designed with an open floor plan featuring soaring ceilings, brick walls and

  Alison Perrelli Coldwell Banker Realty

  66 High St Unit 3, Guilford, CT 06437
• 

  $280,000

  Sold Jul 08, 2026

  274 Church St Unit 3D, Guilford, CT 06437

  • 2 Beds
  • 1.5 Baths
  • 1,180 Sq Ft
  • Built 1973

  Last Sold Summary

  • 12% Above List Price
  • $237/SF
  • 17 Days On Market

  Current Estimated Value $278,361

  Last Listing Agent Rose Ciardiello William Raveis Real Estate

  274 Church St Unit 3D, Guilford, CT 06437
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  Est $510,505

  Not Listed For Sale

  2839 Boston Post Rd, Guilford, CT 06437

  • 5 Beds
  • 2 Baths
  • 1,294 Sq Ft
  • Built 1930

  2839 Boston Post Rd, Guilford, CT 06437

  Last Sold Summary

  • 66 Days On Market

  Last Listing Agent Gene Pica RE/MAX Alliance
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  /40

  $519,000

  Under Contract

  • 2 Beds
  • 2 Baths
  • 1,580 Sq Ft

  70 Hoadley Creek Cir, Guilford, CT 06437

  Welcome to 70 Hoadley Creek Circle! Tucked away on a lush, wooded acre, this one-owner, custom-built contemporary ranch offers the ultimate blend of privacy and coastal Connecticut convenience. Located on a peaceful residential circle near the Hoadley Creek preserve, this 1,580-square-foot retreat feels worlds away while remaining just minutes from the historic Guilford Green, the Marina, and

  Anne Marie Straka Compass Connecticut, LLC

  70 Hoadley Creek Cir, Guilford, CT 06437
• 

  $909,000

  Sold Sep 26, 2025

  38 Village Cir Unit 38, Guilford, CT 06437

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

  Last Sold Summary

  • $392/SF
  • 360 Days On Market

  Last Listing Agent Vincent Engingro William Raveis Real Estate

  38 Village Cir Unit 38, Guilford, CT 06437
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  Est $1,015,104

  Not Listed For Sale

  1229 Moose Hill Rd, Guilford, CT 06437

  • 4 Beds
  • 3.5 Baths
  • 2,911 Sq Ft
  • Built 1950

  1229 Moose Hill Rd, Guilford, CT 06437

  Last Sold Summary

  • 73 Days On Market

  Last Listing Agent Laurie Trulock Compass Connecticut, LLC
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  /37

  $340,000

  Under Contract

  • 2 Beds
  • 1 Bath
  • 894 Sq Ft

  12 River Colony Unit 12, Guilford, CT 06437

  Welcome to 12 River Colony Road, offering easy one-level living in a beautiful and convenient setting. This inviting home features a stunning high-end European-style kitchen with Bosch appliances, sleek cabinetry, and plenty of space for dining and entertaining. European-style windows and a new sliding door fill the home with natural light. Step outside to your private patio, perfect for

  Ariel Tortora William Raveis Real Estate

  12 River Colony Unit 12, Guilford, CT 06437
• 

  $625,000

  Sold Nov 20, 2025

  249 Wilderwood Dr, Guilford, CT 06437

  • 4 Beds
  • 2.5 Baths
  • 2,416 Sq Ft
  • Built 1977

  Last Sold Summary

  • 4% Below List Price
  • $259/SF
  • 48 Days On Market

  Current Estimated Value $664,960

  Last Listing Agent Kim Vigliotti Coldwell Banker Realty

  249 Wilderwood Dr, Guilford, CT 06437
• 

  Est $424,410

  Not Listed For Sale

  37 Dinwoodie Dr, North Branford, CT 06471

  • 3 Beds
  • 1 Bath
  • 1,365 Sq Ft
  • Built 1956

  37 Dinwoodie Dr, North Branford, CT 06471

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Gena Ruocco-Lockery GRL & Realtors, LLC
• 

  

  /30

  $909,900

  New Construction $20K PRICE INCREASE

  • 2 Beds
  • 2.5 Baths
  • 2,197 Sq Ft

  12 Village Victoria Unit 12, Guilford, CT 06437

  Welcome to 12 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

  12 Village Victoria Unit 12, Guilford, CT 06437
• 

  $530,000

  Sold May 08, 2026

  1941 Moose Hill Rd, Guilford, CT 06437

  • 2 Beds
  • 2 Baths
  • 1,967 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Below List Price
  • $269/SF
  • 13 Days On Market

  Current Estimated Value $545,946

  Last Listing Agent John Hill Seabury Hill REALTORS

  1941 Moose Hill Rd, Guilford, CT 06437
• 

  Est $1,284,048

  Not Listed For Sale

  5 Chestnut Grove, Guilford, CT 06437

  • 5 Beds
  • 6.5 Baths
  • 6,058 Sq Ft
  • Built 2005

  5 Chestnut Grove, Guilford, CT 06437

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Linda Toscano Coldwell Banker Realty
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  /40

  $549,999

  Under Contract

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  89 Janeway Dr, Guilford, CT 06437

  Welcome to 89 Janeway Drive, a well-maintained, charming Cape set in a delightful neighborhood. Bright and airy, the home features hardwood floors throughout, an open floor plan, and spacious bedrooms. Beautiful flagstone steps lead to both the front and back of the house, complemented by stone walls along the property. Many recent upgrades add to the appeal of this property, including a new

  Kim Vigliotti Coldwell Banker Realty

  89 Janeway Dr, Guilford, CT 06437
• 

  $550,000

  Sold May 29, 2026

  6 Rollwood Dr, Guilford, CT 06437

  • 2 Beds
  • 2.5 Baths
  • 1,686 Sq Ft
  • Built 1994

  Last Sold Summary

  • 12% Below List Price
  • $326/SF
  • 56 Days On Market

  Current Estimated Value $567,284

  Last Listing Agent Svetlana Goletz Compass Connecticut, LLC

  6 Rollwood Dr, Guilford, CT 06437
• 

  Est $1,164,129

  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

  • 25 Days On Market

  Last Listing Agent Barbara Goetsch William Pitt Sotheby's Int'l
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  /40

  $7,500,000

  • 4 Beds
  • 4.5 Baths
  • 5,475 Sq Ft

  620 Colonial Rd, Guilford, CT 06437

  This is not simply waterfront living. This is a waterfront lifestyle unlike any other. Tucked within the coveted enclave of Sachem's Head, this extraordinary estate commands direct Long Island Sound frontage with unobstructed harbor views and breathtaking sunsets. Masterfully crafted in 2003 and transformed by the current owners with uncompromising quality, the 6,000 SF+ residence is defined by

  Susan Santoro William Pitt Sotheby's Int'l

  620 Colonial 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 $804,785

  Last Listing Agent janet colello Century 21 AllPoints Realty

  1498 Little Meadow Rd, Guilford, CT 06437
• 

  Est $1,316,297

  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

  • 2 Days On Market

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

  

  /13

  $14,900

  • 776 Sq Ft

  379 Whitfield St Unit CN446, Guilford, CT 06437

  Fantastic price on a 46' slip on C Dock at the gorgeous Guilford Yacht Club. Beautiful spot on the West River with immediate access to Long Island Sound and destinations such as the Thimble Islands, Newport, Block Island, Martha's Vineyard and Nantucket. Enjoy many activities for children, families and adults throughout the year such as pig roasts, live music on the lawn and FriendsGiving. Large

  Debbie Robinson Pearce Real Estate

  379 Whitfield St Unit CN446, Guilford, CT 06437

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