Guilford, CT Homes

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  $1,650,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,519 Sq Ft

  201 Water St, Guilford, CT 06437

  Newly remodeled 4 bedroom 3.5 bath Victorian/colonial home walking distance to the Green with sweeping water views of the tidal river, marsh and harbor. Spectacular brand new kitchen with BIG CHILL appliances, granite and soap stone counters, massive island and vaulted ceilings. Hardwood floors throughout. This property also features a two car detached garage with a newly renovated carriage house

  Vincent Engingro William Raveis Real Estate

  201 Water St, Guilford, CT 06437
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  $1,595 total monthly price

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • House for Rent

  259 Old Whitfield St Unit 1, Guilford, CT 06437

  Step out and stroll to all that Guilford has to offer. This ideally located apartment is within easy walking distance of the historic Guilford Green, the library, restaurants and shops, the train station for effortless commuting, and the beautiful Jacob's Beach. Inside, this comfortable one-bedroom unit is ready for you to move in. It has been freshly painted and features a newly updated

  

  Janet Cronin-Rumanoff

  William Pitt Sotheby's Int'l

  (203) 793-6225

  259 Old Whitfield St Unit 1, Guilford, CT 06437
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  $660,000 Sold Aug 22, 2025

  80 Deer Ln, Guilford, CT 06437

  • 3 Beds
  • 2 Baths
  • 2,035 Sq Ft
  • Built 1969

  Last Sold Summary

  • 6% Below List Price
  • $324/SF
  • 49 Days On Market

  Current Estimated Value $669,308

  Last Listing Agent Wojtek Borowski Pearce Real Estate

  80 Deer Ln, Guilford, CT 06437
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  Est $542,850 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,832 Sq Ft

  54 Horseshoe Rd, Guilford, CT 06437

  54 Horseshoe Rd, Guilford, CT 06437
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  $1,385,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,030 Sq Ft

  195 Tanner Marsh Rd, Guilford, CT 06437

  Masterfully crafted NEW CONSTRUCTION meticulously designed with unparalleled attention to detail & exquisite finishes.Nestled on a level acre lot, this home embodies luxury living while offering the utmost in comfort & convenience. Boasting a contemporary yet timeless aesthetic, this is a testament to refined craftsmanship and thoughtful design.Greeted by a grand front porch with custom details &

  Susan Santoro William Pitt Sotheby's Int'l

  195 Tanner Marsh Rd, Guilford, CT 06437
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  $4,690 total monthly price

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • House for Rent

  56 Union St, Guilford, CT 06437

  Well maintained and recently renovated antique colonial just steps from the charming Guilford Green, with easy access to bus and train lines and a 20-minute drive to Yale and New Haven. Walk to local elementary school, shops, library, houses of worship, parks, and the town marina and beach. The home features a spacious kitchen with a vaulted ceiling, large skylights, and new appliances, a newly

  56 Union St, Guilford, CT 06437
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  $1,050,000 Sold May 30, 2025

  14 Lantern Hill Ln, Guilford, CT 06437

  • 5 Beds
  • 4 Baths
  • 5,886 Sq Ft
  • Built 1995

  Last Sold Summary

  • 9% Below List Price
  • $178/SF
  • 89 Days On Market

  Current Estimated Value $1,067,694

  Last Listing Agent Tim Galvin William Raveis Real Estate

  14 Lantern Hill Ln, Guilford, CT 06437
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  Est $1,306,932 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  17 Benton's Knoll, Guilford, CT 06437

  17 Benton's Knoll, Guilford, CT 06437
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  $1,499,000

  • 4 Beds
  • 3.5 Baths
  • 5,267 Sq Ft

  625 State St, Guilford, CT 06437

  Welcome to State Street Haven, an exquisite Georgian-inspired mansion at 625 State Street in the heart of Guilford. Ideally located just minutes from town and nearby neighborhoods, this home offers both convenience and a prestigious address. Every detail exudes sophistication-from the sweeping staircase and soaring ceilings to the updated kitchen and luxurious bathrooms with chandeliers. Four

  Paige Slocum William Raveis Real Estate

  625 State St, Guilford, CT 06437
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  $4,200 total monthly price

  • 2 Beds
  • 2.5 Baths
  • 1,612 Sq Ft
  • Townhouse for Rent

  103 Boston St Unit C, Guilford, CT 06437

  A FULLY FURNISHED, SHORT TERM RENTAL, 103C Boston Street is a FULLY FURNISHED light-filled townhouse, in the historic Guilford Elementary School building, with large windows & 12 ft ceilings. Bespoke furnishings, and high quality kitchen equipment, all within walking distance of the Guilford Green. AVAILABLE 1.15.2026 for a term of 4-6 Months. Very close to the shops, library, restaurants and

  Jake Wyman William Raveis Real Estate

  103 Boston St Unit C, Guilford, CT 06437
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  $13,000 Sold Oct 15, 2025

  379 Whitfield St Unit BS1438, Guilford, CT 06437

  • 646 Sq Ft
  • Built 2012

  Last Sold Summary

  • 30% Below List Price
  • $20/SF
  • 61 Days On Market

  Last Listing Agent Debbie Robinson Pearce Real Estate

  379 Whitfield St Unit BS1438, Guilford, CT 06437
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  Est $755,179 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,508 Sq Ft

  53 Broad St Unit 1E, Guilford, CT 06437

  53 Broad St Unit 1E, Guilford, CT 06437
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  $360,000 Under Contract

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

  62 Hahn Rd, Guilford, CT 06437

  *Update: Highest and best by Monday at 6pm* Well cared for 3-bedroom, 1.5-bath Colonial located in the desirable Guilford West Lakes area. Offering 1,599 sq ft of living space on just over half an acre, this home features lake access, a traditional layout, and a wood-burning fireplace. The living room includes recessed lighting and sliders leading to a large backyard with a concrete patio, play

  Rose Robles KW Legacy Partners

  62 Hahn Rd, Guilford, CT 06437
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  $2,400 total monthly price

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  2614 Boston Post Rd Unit 2618A-Li'l Barn, Guilford, CT 06437

  Luxurious Modern Farmhouse Style 1 Bedroom ApartmentExperience impeccable craftsmanship in our elegant village of luxury apartments bordering a land preserve. The moment you enter this whimsical retreat, you'll feel an immediate sense of calm, connection, and security. Blending country soul with a contemporary edge.Beautiful views abound in our outstanding brand new, never

  2614 Boston Post Rd Unit 2618A-Li'l Barn, Guilford, CT 06437
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  $1,100,000 Sold Feb 03, 2025

  140 Chestnut Grove, Guilford, CT 06437

  • 5 Beds
  • 3.5 Baths
  • 4,357 Sq Ft
  • Built 2024

  Last Sold Summary

  • 21% Below List Price
  • $252/SF
  • 148 Days On Market

  Current Estimated Value $1,223,213

  Last Listing Agent Karen Rosenthal William Raveis Real Estate

  140 Chestnut Grove, Guilford, CT 06437
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  Est $967,058 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,856 Sq Ft

  66 High St Unit 13, Guilford, CT 06437

  66 High St Unit 13, Guilford, CT 06437
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  $2,595,000 New Construction

  • 4 Beds
  • 5.5 Baths
  • 4,700 Sq Ft

  23 Sheep Pasture Rd, Madison, CT 06443

  Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant

  Steve Wollman Wollman Realty

  23 Sheep Pasture Rd, Madison, CT 06443
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  $1,900 per month

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Townhouse for Rent

  Unlisted Address

  Newly renovated two bedroom one and a half bath townhome

  Angelo Moscato A.M. Associates

  Unlisted Address
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  $890,000 Sold Dec 22, 2025

  522 Peddlers Rd, Guilford, CT 06437

  • 4 Beds
  • 3.5 Baths
  • 4,346 Sq Ft
  • Built 1976

  Last Sold Summary

  • $205/SF
  • 34 Days On Market

  Last Listing Agent Linda Toscano Coldwell Banker Realty

  522 Peddlers Rd, Guilford, CT 06437
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  Est $655,799 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,335 Sq Ft

  109 Dohm Ave, Guilford, CT 06437

  109 Dohm Ave, Guilford, CT 06437
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  $919,900 New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,246 Sq Ft

  22 Village Cir Unit 22, Guilford, CT 06437

  Welcome to Guilford's newest luxury community, Village on State. This development features 25 -2 bedroom townhomes each having over 2000 sqft of living space, full basements and 2 car garages. This unit has sweeping views of the grassland adjacent to the complex. This complex has stunning curb appeal with black windows,metal roof accents,and decorative stone. Interior finishes are above and

  Vincent Engingro William Raveis Real Estate

  22 Village Cir Unit 22, Guilford, CT 06437
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  $10,600 total monthly price

  • 3 Beds
  • 3.5 Baths
  • 3,607 Sq Ft
  • Townhouse for Rent

  3 Woods Way Unit A, Guilford, CT 06437

  Experience luxurious designs, impeccable craftsmanship, and elegant townhouse living with these one-of-a-kind retreats! "The Woods" welcomes you with striking architecture, superior stonework, private cozy outdoor fireplaces. Walk into your secluded haven to see crown molding and open floor plans shine with an abundance of natural light. Located in a quiet area, this development is also

  3 Woods Way Unit A, Guilford, CT 06437
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  $580,000 Sold Jul 28, 2025

  50 Stonehedge Ln S, Guilford, CT 06437

  • 4 Beds
  • 3.5 Baths
  • 2,419 Sq Ft
  • Built 1973

  Last Sold Summary

  • 11% Below List Price
  • $240/SF
  • 58 Days On Market

  Current Estimated Value $613,524

  Last Listing Agent Kim Vigliotti Coldwell Banker Realty

  50 Stonehedge Ln S, Guilford, CT 06437
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  Est $665,468 Not Listed For Sale

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

  17 Long Hill Farm, Guilford, CT 06437

  17 Long Hill Farm, Guilford, CT 06437
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  $625,000 Under Contract

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

  54 Coachlamp Ln, Guilford, CT 06437

  Desirable cul-de-sac location on a private 1.72-acre lot. This spacious home sits back from the cu-de-sac and features an open layout with hardwood floors, central A/C, freshly painted interior, and abundant natural light. Enjoy 4 bedrooms and 2 1/2 full baths, 2-car garage, and a park-like backyard with an in-ground pool (NEW liner); perfect for relaxing or entertaining. Kitchen opens to a

  Rose Ciardiello William Raveis Real Estate

  54 Coachlamp Ln, Guilford, CT 06437
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  $1,800 total monthly price

  • 1 Bed
  • 1 Bath
  • 916 Sq Ft
  • Apartment for Rent

  70 Hubbard Rd Unit 23, Guilford, CT 06437

  Private one-bedroom, end-unit apartment ideally located just minutes from Downtown Guilford Green's restaurants and shops. This bright residence features an open floor plan, a spacious bedroom with a large closet, and a full bathroom. Enjoy the benefits of an end unit with added privacy and natural light. Convenient access to I-95, with a quick drive to the train station and Guilford's Jacobs

  Matt Healy Coldwell Banker Realty

  70 Hubbard Rd Unit 23, Guilford, CT 06437
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  $350,000 Sold Apr 16, 2025

  2621 Boston Post Rd, Guilford, CT 06437

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft
  • Built 1944

  Last Sold Summary

  • $189/SF
  • 2 Days On Market

  Current Estimated Value $397,733

  Last Listing Agent Camille Ackermann Berkshire Hathaway NE Prop.

  2621 Boston Post Rd, Guilford, CT 06437
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  Est $546,317 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,389 Sq Ft

  512 Lake Dr, Guilford, CT 06437

  512 Lake Dr, Guilford, CT 06437
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  $1,100,000 Under Contract

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

  214 Nortontown Rd, Guilford, CT 06437

  Welcome to your private sanctuary in the historic town of Guilford. A timeless country estate like, professionally landscaped property with lush gardens and in ground pool. A truly unique 12 room 4800 sqft home includes 5 bedrooms 5 bathrooms a spacious kitchen with updated appliances formal living and dining rooms a cozy family room with stone fireplace and beautiful library with built-ins.

  Jonathan Wallace Compass Connecticut, LLC

  214 Nortontown Rd, Guilford, CT 06437
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  $3,000 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Apartment for Rent

  50 York St, Guilford, CT 06437

  Discover this stunning two-bedroom, one-bathroom rental in a prime downtown location, steps from shops, restaurants, and everything downtown has to offer. Perched on the second floor above a quiet office, this unit provides a rare combination of convenience and privacy, with two parking spaces and no surrounding noise to interrupt your peace. Step inside to find a bright, open floor plan with

  Tom Vanacore Century 21 AllPoints Realty

  50 York St, Guilford, CT 06437
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  $655,000 Sold Oct 24, 2025

  19 Kimberly Dr, Guilford, CT 06437

  • 4 Beds
  • 2.5 Baths
  • 2,518 Sq Ft
  • Built 1974

  Last Sold Summary

  • 1% Above List Price
  • $260/SF
  • 82 Days On Market

  Last Listing Agent Laurie Trulock Compass Connecticut, LLC

  19 Kimberly Dr, Guilford, CT 06437
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  Est $489,192 Not Listed For Sale

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

  2839 Boston Post Rd, Guilford, CT 06437

  2839 Boston Post Rd, Guilford, CT 06437
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  $540,000

  • 4 Beds
  • 2 Baths
  • 2,410 Sq Ft

  2805 Boston Post Rd, Guilford, CT 06437

  A must see! This ranch style home situated on 0.62 acres and a corner lot offers 2 bedroom / with possible 3rd bedroom, a full bath, a living room with fireplace, dining room and eat in kitchen. Currently the dining room is used as a bedroom in the main house. An interior breezeway with sliders connects the main home to a 2 car garage, above which is an in-law suite. This separate area boasts a

  Joanne Fowler Bishop, Edward & Roberts, LLC

  2805 Boston Post Rd, Guilford, CT 06437
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  $2,000 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 1,225 Sq Ft
  • Townhouse for Rent

  2470 Boston Post Rd Unit 3, Guilford, CT 06437

  2 bedroom 1.5 bath town house

  Angelo Moscato A.M. Associates

  2470 Boston Post Rd Unit 3, Guilford, CT 06437
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  $133,250 Sold Jul 01, 2025

  3724 Durham Rd, Guilford, CT 06437

  • 2 Beds
  • 1 Bath
  • 818 Sq Ft
  • Built 1942

  Last Sold Summary

  • 26% Below List Price
  • $163/SF
  • 53 Days On Market

  Current Estimated Value $168,768

  Last Listing Agent Lisa Thompson Calcagni Real Estate

  3724 Durham Rd, Guilford, CT 06437
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  Est $860,501 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,025 Sq Ft

  235 Devonshire Ln, Madison, CT 06443

  235 Devonshire Ln, Madison, CT 06443
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  $349,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,325 Sq Ft

  157 Barker Hill Dr, Guilford, CT 06437

  Solid value-add opportunity in Guilford making this a good fit for investors, contractors, or owner-occupants looking to renovate and build equity. Located in a desirable neighborhood on a cul-de-sac south of Route 1 in the Westwoods neighborhood. Property NEEDS EXTENSIVE WORK being "SOLD AS IS", listing price adjusted for condition of property.

  James Hennessey Hennessey Realty

  157 Barker Hill Dr, Guilford, CT 06437
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  $2,300 total monthly price

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Apartment for Rent

  122 North St Unit 4, Guilford, CT 06437

  Don't miss your chance to live in this fully remodeled 2-bedroom, 1-bathroom unit, perfectly situated in the heart of downtown Guilford! This stunning home boasts brand new hardwood floors, new windows, and a modern kitchen featuring brand-new stainless steel appliances, granite countertops, new cabinets and great pantry space. The spacious living room boasts an open floor plan to the kitchen,

  Alexa Scott RE/MAX Alliance

  122 North St Unit 4, Guilford, CT 06437
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  $1,755,000 Sold Jul 18, 2025

  521 State St, Guilford, CT 06437

  • 4 Beds
  • 3.5 Baths
  • 4,766 Sq Ft
  • Built 1854

  Last Sold Summary

  • 5% Above List Price
  • $368/SF
  • 12 Days On Market

  Current Estimated Value $1,696,230

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

  521 State St, Guilford, CT 06437
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  Est $1,195,936 Not Listed For Sale

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

  5 Chestnut Grove, Guilford, CT 06437

  5 Chestnut Grove, Guilford, CT 06437

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