10,597

Guilford, CT Homes

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  • 322 Willow Rd, Guilford, CT 06437
    322 Willow Rd, Guilford, CT 06437
    322 Willow Rd, Guilford, CT 06437
    /40

    $915,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 4,332 Sq Ft

    322 Willow Rd, Guilford, CT 06437

    *Multiple Offers Received***Highest and Best by 6pm April 13* Set in a picturesque neighborhood in the charming coastal town of Guilford, this classic Colonial offers over 3,300 square feet of comfortable, well-designed living space. With 4 bedrooms and 2.5 baths, the layout balances everyday functionality with effortless entertaining. A welcoming foyer opens to a spacious living room with

    Linda Toscano Coldwell Banker Realty

    322 Willow Rd, Guilford, CT 06437
  • 8 Brook Ln Unit 2, Guilford, CT 06437
    8 Brook Ln Unit 2, Guilford, CT 06437
    8 Brook Ln Unit 2, Guilford, CT 06437
    /11

    $1,650 Per Month

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

    8 Brook Ln Unit 2, Guilford, CT 06437

    Sunny large one bedroom apartment on the second floor of a private home. Tucked away on a quiet street close to 95, Route 1 and a few minutes from town center. Heat, Hot water, Electric and Wifi are INCLUDED in the rent. Large front-to-back living room with dining area in the rear overlooking the backyard. Lots of windows fill the apartment with natural light. Brand new shiny hardwood floors in

    Kimberly Bailey William Raveis Real Estate

    8 Brook Ln Unit 2, Guilford, CT 06437
  • 249 Wilderwood Dr, 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 $630,207

    Last Listing Agent Kim Vigliotti Coldwell Banker Realty

    249 Wilderwood Dr, Guilford, CT 06437
  • 83 Jacobs Ln, Guilford, CT 06437
    83 Jacobs Ln, Guilford, CT 06437
    83 Jacobs Ln, Guilford, CT 06437
    /40

    $1,000,000

    Pending
    • 3 Beds
    • 3.5 Baths
    • 3,031 Sq Ft

    83 Jacobs Ln, Guilford, CT 06437

    Nestled high on a quiet, highly private 2-acre hilltop lot, 83 Jacobs Lane offers a rare blend of peaceful seclusion, natural beauty, and shoreline convenience. Bordered on the west by a large stream-fed pond and on the east by dramatic granite cliffs, the home enjoys spectacular water and woodland views from nearly every angle. Watch blue herons, egrets, turtles, and other wildlife from the

    Barbara Goetsch William Pitt Sotheby's Int'l

    83 Jacobs Ln, Guilford, CT 06437
  • 4 Copper Hill Dr Unit 4, Guilford, CT 06437
    4 Copper Hill Dr Unit 4, Guilford, CT 06437
    4 Copper Hill Dr Unit 4, Guilford, CT 06437
    /13

    $2,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • House for Rent

    4 Copper Hill Dr Unit 4, Guilford, CT 06437

    Academic rental available starting Sept 10, 2026. Free standing furnished rental in excellent condition and convenient to town, beaches and I-95. Primary suite, second bedroom, bath and laundry all on main level. Living room has hard wood flooring and sliders that open to a private deck. Kitchen features newer appliances. There is spacious second floor loft that can be used as an office or

    Jennifer Trautman Turton William Pitt Sotheby's Int'l

    4 Copper Hill Dr Unit 4, Guilford, CT 06437
  • 55 Donald Rd, Guilford, CT 06437

    $490,000

    Sold Sep 09, 2025

    55 Donald Rd, Guilford, CT 06437

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • Built 1963

    Last Sold Summary

    • 2% Below List Price
    • $365/SF
    • 54 Days On Market

    Current Estimated Value $482,886

    Last Listing Agent Jean Gagliardi Century 21 AllPoints Realty

    55 Donald Rd, Guilford, CT 06437
  • 575 Leetes Island Rd, Guilford, CT 06437
    575 Leetes Island Rd, Guilford, CT 06437
    575 Leetes Island Rd, Guilford, CT 06437
    /39

    $899,000

    $60K PRICE DROP Pending
    • 2 Beds
    • 2 Baths
    • 3,140 Sq Ft

    575 Leetes Island Rd, Guilford, CT 06437

    Enjoy living in one of CT's most coveted historical treasures, the Pelatiah Leete House! Perched on a private, sweeping knoll with WATERVIEWS of Shell Beach Lagoon running into Long Island Sound, (located across the road) this Colonial Home is as close as one gets to genuine American History. Only 5 families have inhabited this 1710 English Post & Beam home that has survived Colonial Times & a

    Mary Jo McAvey William Raveis Real Estate

    575 Leetes Island Rd, Guilford, CT 06437
  • 260 Flag Marsh Rd, Guilford, CT 06437
    260 Flag Marsh Rd, Guilford, CT 06437
    260 Flag Marsh Rd, Guilford, CT 06437
    /21

    $3,850 Per Month

    • 3 Beds
    • 1 Bath
    • 1,440 Sq Ft
    • House for Rent

    260 Flag Marsh Rd, Guilford, CT 06437

    Renovated ranch on a private wooded lot in Guilford featuring an open-concept floor plan, hardwood floors, recessed lighting, and a beautiful stone fireplace. The updated kitchen offers quartz countertops, stainless steel appliances, stunning blue cabinetry, and a center island open to the living and dining areas. Enjoy a newly build deck overlooking the peaceful front yard, generous room sizes,

    Kaiti Brown William Raveis Real Estate

    260 Flag Marsh Rd, Guilford, CT 06437
  • 1941 Moose Hill Rd, 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 $549,397

    Last Listing Agent Jack Hill Seabury Hill REALTORS

    1941 Moose Hill Rd, Guilford, CT 06437
    • 21 Mill Rd, Guilford, CT 06437

      Est $1,340,190

      Not Listed For Sale

      21 Mill Rd, Guilford, CT 06437

      • 4 Beds
      • 4.5 Baths
      • 4,346 Sq Ft
      • Built 2002
      21 Mill Rd, Guilford, CT 06437

      Last Sold Summary

      • 123 Days On Market

  • 86 State St, Guilford, CT 06437
    86 State St, Guilford, CT 06437
    86 State St, Guilford, CT 06437
    /18

    $465,000

    • 2 Beds
    • 2 Baths
    • 1,525 Sq Ft

    86 State St, Guilford, CT 06437

    Incredibly Rare Opportunity in the Heart of Guilford! Located just moments from the Guilford Green, local restaurants, shops, shoreline attractions, and everyday services. This two-family property offers a unique chance to create something special in one of the shoreline's most desirable communities. Whether you're looking for owner-occupied flexibility, space for extended living arrangements, or

    Terri St Peter Planet Realty, LLC

    86 State St, Guilford, CT 06437
  • 161 Whitfield St Unit 4, Guilford, CT 06437
    161 Whitfield St Unit 4, Guilford, CT 06437
    161 Whitfield St Unit 4, Guilford, CT 06437
    /24

    $3,400 Per Month

    • 1 Bed
    • 1.5 Baths
    • 1,200 Sq Ft
    • House for Rent

    161 Whitfield St Unit 4, Guilford, CT 06437

    161 Whitfield Street, Unit 4 is a tastefully updated one-bedroom, loft-style townhouse apartment located in Guilford's highly sought-after Whitfield Historic District. Ideally situated just a short walk from the beloved Guilford Green, the home offers convenient access to the town's charming shops, restaurants, and vibrant downtown atmosphere. A short stroll south on Whitfield Street brings you

    Jake Wyman William Raveis Real Estate

    161 Whitfield St Unit 4, Guilford, CT 06437
  • 6 Rollwood 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 $597,652

    Last Listing Agent Svetlana Goletz Compass Connecticut, LLC

    6 Rollwood Dr, Guilford, CT 06437
  • 12 Village Victoria Unit 12, Guilford, CT 06437
    12 Village Victoria Unit 12, Guilford, CT 06437
    12 Village Victoria Unit 12, Guilford, CT 06437
    /30

    $889,900

    New Construction
    • 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
  • 82 State St Unit 1, Guilford, CT 06437
    82 State St Unit 1, Guilford, CT 06437
    82 State St Unit 1, Guilford, CT 06437
    /32

    $2,475 Per Month

    • 6 Beds
    • 4 Baths
    • 2,783 Sq Ft
    • House for Rent

    82 State St Unit 1, Guilford, CT 06437

    Fabulous first floor unit with washer and dryer! Hardwood floors throughout. Antique charm with all the updated amenities and appliances. To full bathrooms 3/4 bedrooms. Beautiful private park like backyard. Walk to the Guilford green in minutes and all the shops in minutes! This is a must-see rental.

    Patricia Broughal Coldwell Banker Realty

    82 State St Unit 1, Guilford, CT 06437
  • 1498 Little Meadow 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 $753,009

    Last Listing Agent janet colello Century 21 AllPoints Realty

    1498 Little Meadow Rd, Guilford, CT 06437
  • 95 Thankful Stow Rd, Guilford, CT 06437
    95 Thankful Stow Rd, Guilford, CT 06437
    95 Thankful Stow Rd, Guilford, CT 06437
    /40

    $715,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,799 Sq Ft

    95 Thankful Stow Rd, Guilford, CT 06437

    Tucked away at the end of a peaceful cul-de-sac in sought-after Sam Hill area, this architecturally distinctive contemporary offers a rare blend of privacy, natural beauty, and convenience. Set on over 2 private, lush acres just one mile from the historic Guilford Green, this home is a true retreat. Walls of glass fill the home with natural light and frame picturesque woodland views. The dramatic

    Renee Mascia RE/MAX Right Choice

    95 Thankful Stow Rd, Guilford, CT 06437
  • 48 Quidnet Ct Unit 48, Guilford, CT 06437
    48 Quidnet Ct Unit 48, Guilford, CT 06437
    48 Quidnet Ct Unit 48, Guilford, CT 06437
    /17

    $1,995 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,068 Sq Ft
    • Townhouse for Rent

    48 Quidnet Ct Unit 48, Guilford, CT 06437

    Beautiful rental in desirable Quonnipaug Hills! Townhouse style with open floor plan on first floor. Two ample-sized bedrooms on second floor; laundry in unit. Quiet, nature-filled surroundings located in an area that is easily commutable to Yale, New Haven and Hartford. Quonnipaug lake is 1/2 mile from the complex, within walking distance. Enjoy summer grilling on the deck, and maintenance-free

    Karen Kesten William Raveis Real Estate

    48 Quidnet Ct Unit 48, Guilford, CT 06437
  • 28 Saginaw Trail, Guilford, CT 06437

    $220,000

    Sold Sep 26, 2025

    28 Saginaw Trail, Guilford, CT 06437

    • 1 Bed
    • 1 Bath
    • 837 Sq Ft
    • Built 1978

    Last Sold Summary

    • $263/SF
    • 50 Days On Market

    Current Estimated Value $220,967

    Last Listing Agent Paige Slocum William Raveis Real Estate

    28 Saginaw Trail, Guilford, CT 06437
  • 620 Colonial Rd, Guilford, CT 06437
    620 Colonial Rd, Guilford, CT 06437
    620 Colonial Rd, Guilford, CT 06437
    /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
  • 16 North St, Guilford, CT 06437

    $869,000

    Sold Jul 10, 2025

    16 North St, Guilford, CT 06437

    • 3 Beds
    • 2.5 Baths
    • 2,137 Sq Ft
    • Built 1992

    Last Sold Summary

    • 9% Above List Price
    • $407/SF
    • 39 Days On Market

    Current Estimated Value $892,511

    Last Listing Agent Deborah Rowe William Raveis Real Estate

    16 North St, Guilford, CT 06437
  • LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437
    LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437
    LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437
    /6

    $175,000

    Pending
    • Land
    • 7.09 Acres
    • $24,683 per Acre

    LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437

    WITH 7+ ACRES YOU CAN BUILD WHAT YOU WANT WITH THE PRIVACY YOU DESIRE !! SURVEYED, TESTED AND READY TO TURN DIRT !! SO YOU CAN GET THAT FOUNDATION IN THE GROUND AND START BUILDING YOUR DREAM HOUSE........... NOW !!!

    Tom Clancy William Pitt Sotheby's Int'l

    LOT #22 Kenneth Cir Unit MAP 77, Guilford, CT 06437
  • 405 Whitfield St Unit 1, Guilford, CT 06437

    $2,300,000

    Sold Jul 21, 2025

    405 Whitfield St Unit 1, Guilford, CT 06437

    • 3 Beds
    • 5 Baths
    • 4,972 Sq Ft
    • Built 2024

    Last Sold Summary

    • 8% Below List Price
    • $463/SF
    • 53 Days On Market

    Last Listing Agent Jennifer Leahy Compass Connecticut, LLC

    405 Whitfield St Unit 1, Guilford, CT 06437
  • 39 Vineyard Place, Guilford, CT 06437
    39 Vineyard Place, Guilford, CT 06437
    39 Vineyard Place, Guilford, CT 06437
    /40

    $5,950,000

    • 6 Beds
    • 5.5 Baths
    • 6,603 Sq Ft

    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
  • 710 Alexander Dr, Guilford, CT 06437

    $1,250,000

    Sold Jul 09, 2025

    710 Alexander Dr, Guilford, CT 06437

    • 4 Beds
    • 5 Baths
    • 6,100 Sq Ft
    • Built 2003

    Last Sold Summary

    • $205/SF
    • 75 Days On Market

    Current Estimated Value $1,285,669

    Last Listing Agent Rose Ciardiello William Raveis Real Estate

    710 Alexander Dr, Guilford, CT 06437
    • 190 State St, Guilford, CT 06437

      Est $1,229,867

      Not Listed For Sale

      190 State St, Guilford, CT 06437

      • 3 Beds
      • 3.5 Baths
      • 3,489 Sq Ft
      • Built 2004
      190 State St, Guilford, CT 06437

      Last Sold Summary

      • 145 Days On Market

  • 148 Highwoods Dr, Guilford, CT 06437
    148 Highwoods Dr, Guilford, CT 06437
    148 Highwoods Dr, Guilford, CT 06437
    /40

    $615,000

    $25K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 2,236 Sq Ft

    148 Highwoods Dr, Guilford, CT 06437

    Welcome to 148 Highwoods Drive in Guilford-a beautifully maintained 4-bedroom, 2-bath home set on over 1.29 acres of meticulously manicured grounds. This property offers the perfect blend of comfort, space, and outdoor living. Step inside to an open-concept main level featuring hardwood floors throughout and a stunning living room with vaulted ceilings, a stunning floor to ceiling brick

    Gigi Giordano Taylor Compass Connecticut, LLC

    148 Highwoods Dr, Guilford, CT 06437
  • 54 Coachlamp Ln, Guilford, CT 06437

    $595,000

    Sold Jan 16, 2026

    54 Coachlamp Ln, Guilford, CT 06437

    • 4 Beds
    • 2.5 Baths
    • 2,533 Sq Ft
    • Built 1971

    Last Sold Summary

    • 15% Below List Price
    • $235/SF
    • 82 Days On Market

    Current Estimated Value $599,735

    Last Listing Agent Rose Ciardiello William Raveis Real Estate

    54 Coachlamp Ln, Guilford, CT 06437
  • 4 Benton's Knoll Unit 2, Guilford, CT 06437
    4 Benton's Knoll Unit 2, Guilford, CT 06437
    4 Benton's Knoll Unit 2, Guilford, CT 06437
    /40

    $1,395,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 2,877 Sq Ft

    4 Benton's Knoll Unit 2, Guilford, CT 06437

    Why build new when you can own this incredible home? Located at the doorway to Sachem's Head, this 3,000 sq ft custom-built in 2022 with no expense spared. With 4 bedrooms, 3.5 baths, a first-floor office, an attached two-car garage, and a basement ready to be finished, it checks all the boxes. The dramatic great room has double-height ceilings, a striking wall of windows, and a showpiece gas

    Jack Hill Seabury Hill REALTORS

    4 Benton's Knoll Unit 2, Guilford, CT 06437
  • 66 High St Unit 47, Guilford, CT 06437

    $1,275,000

    Sold Jun 08, 2026

    66 High St Unit 47, Guilford, CT 06437

    • 2 Beds
    • 2 Baths
    • 2,033 Sq Ft
    • Built 2023

    Last Sold Summary

    • 6% Below List Price
    • $627/SF
    • 36 Days On Market

    Current Estimated Value $1,414,442

    Last Listing Agent Laurie Trulock Compass Connecticut, LLC

    66 High St Unit 47, Guilford, CT 06437
  • 9 Sparrow Bush Ln, Guilford, CT 06437
    9 Sparrow Bush Ln, Guilford, CT 06437
    9 Sparrow Bush Ln, Guilford, CT 06437
    /38

    $649,000

    $50K PRICE DROP Under Contract
    • 4 Beds
    • 2 Baths
    • 2,336 Sq Ft

    9 Sparrow Bush Ln, Guilford, CT 06437

    A spacious home offering 2,336 square feet of living space set on 1.3 acres. The main level features a comfortable flow between the living room, dining room, and kitchen, with a fireplace adding a central focal point. Hardwood flooring is present throughout much of the home, and a first-floor bedroom provides flexible use of space. The upper level includes the primary bedroom with a walk-in

    Jeremy Oliver William Raveis Real Estate

    9 Sparrow Bush Ln, Guilford, CT 06437

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