10,533

Guilford, CT Homes

Section Image
  • /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
  • /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 $562,068

    Last Listing Agent Svetlana Goletz Compass Connecticut, LLC

    6 Rollwood Dr, Guilford, CT 06437
    • 110 Cherry St Unit 6, Guilford, CT 06437

      Est $703,038

      Not Listed For Sale

      110 Cherry St Unit 6, Guilford, CT 06437

      • 2 Beds
      • 2.5 Baths
      • 2,370 Sq Ft
      • Built 1930
      110 Cherry St Unit 6, Guilford, CT 06437

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Alexa Scott RE/MAX Alliance

  • /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
  • /36

    $2,400 Per Month

    • 2 Beds
    • 1 Bath
    • 894 Sq Ft
    • House for Rent

    45 River Colony Unit 45, Guilford, CT 06437

    Freshly updated 1st-floor ranch end unit in quiet River Colony, just south of Rt 1 and minutes from Guilford Center. Brand new composite wood-look flooring throughout, fresh paint, and newly refinished kitchen cabinets. 2 bedrooms, wood-burning fireplace, private patio, detached garage plus extra storage, common laundry steps away. Close to downtown, shops, restaurants, and highway access. Quiet

    Nutan Pawar DreamHomes Realty LLC

    45 River Colony Unit 45, 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 $782,789

    Last Listing Agent janet colello Century 21 AllPoints Realty

    1498 Little Meadow Rd, Guilford, CT 06437
    • 110 Cherry St Unit 3, Guilford, CT 06437

      Est $584,824

      Not Listed For Sale

      110 Cherry St Unit 3, Guilford, CT 06437

      • 2 Beds
      • 2.5 Baths
      • 2,007 Sq Ft
      • Built 1930
      110 Cherry St Unit 3, Guilford, CT 06437

      Last Sold Summary

      • 120 Days On Market

      Last Listing Agent Stephanie Jacobs Sunset Creek Realty, LLC

  • /28

    $549,900

    Under Contract
    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    289 New England Rd, Guilford, CT 06437

    Step inside this well maintained three-bedroom, two-bath raised ranch, located in the desirable town of Guilford. The main level offers a warm and welcoming living room, three well-appointed bedrooms, a full bath, and the convenience of a main-level laundry area, providing both comfort and functionality. The spacious eat-in kitchen features direct access to a two-level deck overlooking an

    Michelle Obuchowski William Raveis Real Estate

    289 New England Rd, Guilford, CT 06437
  • /34

    $5,500 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
  • 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 $229,792

    Last Listing Agent Paige Slocum William Raveis Real Estate

    28 Saginaw Trail, Guilford, CT 06437
    • 21 Mill Rd, Guilford, CT 06437

      Est $1,332,927

      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

      Last Listing Agent David Mayhew Pearce Real Estate

  • /39

    $697,000

    Open Sun 12PM - 3PM Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 2,200 Sq Ft

    47 Jefferson Dr, Guilford, CT 06437

    Welcome to 47 Jefferson Drive, a beautifully maintained single-family home offering exceptional versatility and modern comfort on a picturesque 0.92-acre lot in Guilford, CT. Boasting 2,200 square feet of living space, this thoughtful layout features four spacious bedrooms and three full bathrooms,one half bath with laundry, including two convenient primary suites on the main level. The flexible

    Eric Radziunas Coldwell Banker Realty

    47 Jefferson Dr, Guilford, CT 06437
  • /28

    $5,500 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,108 Sq Ft
    • House for Rent

    60 Little Meadow Rd, Guilford, CT 06437

    Flexible Lease Terms Available-price varies based on seasonality and terms (3, 6, 9, or 12 Months). This stunning, fully furnished 2,108 sq. ft. residence at 60 Little Meadow Road offers a sophisticated blend of spacious living and thoughtful design. Set high on a beautifully, lightly wooded lot, the property offers a peaceful sense of privacy while providing plenty of off-street parking for

    Adrian Price Sunset Creek Realty, LLC

    60 Little Meadow Rd, Guilford, CT 06437
  • 44 Mohawk Trail Unit 44, Guilford, CT 06437

    $235,000

    Sold Jul 10, 2026

    44 Mohawk Trail Unit 44, Guilford, CT 06437

    • 2 Beds
    • 1.5 Baths
    • 1,050 Sq Ft
    • Built 1977

    Last Sold Summary

    • 15% Below List Price
    • $224/SF
    • 71 Days On Market

    Current Estimated Value $255,968

    Last Listing Agent Samantha Celentano Coldwell Banker Realty

    44 Mohawk Trail Unit 44, Guilford, CT 06437
    • 100 Cherry St, Guilford, CT 06437

      Est $840,470

      Not Listed For Sale

      100 Cherry St, Guilford, CT 06437

      • 3 Beds
      • 3 Baths
      • 2,343 Sq Ft
      • Built 1805
      100 Cherry St, Guilford, CT 06437

      Last Sold Summary

      • 77 Days On Market

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

  • /2

    $650,000

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

    289 S Hoop Pole Rd, Guilford, CT 06437

    For the first time ever, the original owners are proud to present this lovingly maintained 4-bedrm, 2.5-bath Colonial! This secluded property offers peace, quiet and privacy. Best of all, ownership includes access to the beautiful Meadow Hills Lake Assoc. so you can enjoy the perfect blend of private tranquility and community recreation! The home features a traditional floor plan with hardwood

    Lisa Rollins Team Compass Connecticut, LLC

    289 S Hoop Pole Rd, Guilford, CT 06437
  • /15

    $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
  • 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 $615,908

    Last Listing Agent Rose Ciardiello William Raveis Real Estate

    54 Coachlamp Ln, Guilford, CT 06437
    • 2273 Long Hill Rd, Guilford, CT 06437

      Est $1,010,198

      Not Listed For Sale

      2273 Long Hill Rd, Guilford, CT 06437

      • 4 Beds
      • 3.5 Baths
      • 4,204 Sq Ft
      • Built 2001
      2273 Long Hill Rd, Guilford, CT 06437

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Katie Westrin William Raveis Real Estate

  • /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
  • /26

    $3,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,086 Sq Ft
    • House for Rent

    672 Mulberry Point Rd, Guilford, CT 06437

    Experience the splendor of coastal living with this academic rental, available from October 1st, 2026, through April 2027. Situated in the prestigious Mulberry Point area, this home is a haven of tranquility, offering panoramic views of the Long Island Sound from every room.This residence has been completely renovated in 2022, showcasing an open layout that maximizes the natural light and scenic

    Sue Knapp William Pitt Sotheby's Int'l

    672 Mulberry Point Rd, 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 $1,285,326

    Last Listing Agent Laurie Trulock Compass Connecticut, LLC

    66 High St Unit 47, Guilford, CT 06437
    • 2269 Long Hill Rd, Guilford, CT 06437

      Est $881,969

      Not Listed For Sale

      2269 Long Hill Rd, Guilford, CT 06437

      • 4 Beds
      • 3 Baths
      • 3,734 Sq Ft
      • Built 2001
      2269 Long Hill Rd, Guilford, CT 06437

      Last Sold Summary

      • 125 Days On Market

      Last Listing Agent Gaye S. Barnett Coldwell Banker Realty

  • /39

    $474,900

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,485 Sq Ft

    704 Towner Swamp Rd, Guilford, CT 06437

    Set on a large, level lot at the end of a quiet cul-de-sac, this lovingly maintained one-owner ranch offers the ease of true one-level living in a peaceful and private setting. A welcoming double front door opens to a spacious, open floor plan designed for comfortable everyday living. The kitchen is enhanced by a skylight that fills the space with natural light, and flows seamlessly into the

    Linda Toscano Coldwell Banker Realty

    704 Towner Swamp Rd, Guilford, CT 06437
  • 214 Nortontown Rd, Guilford, CT 06437

    $1,024,400

    Sold Feb 19, 2026

    214 Nortontown Rd, Guilford, CT 06437

    • 5 Beds
    • 4.5 Baths
    • 4,829 Sq Ft
    • Built 1995

    Last Sold Summary

    • 18% Below List Price
    • $212/SF
    • 97 Days On Market

    Current Estimated Value $1,128,110

    Last Listing Agent Jonathan Wallace Compass Connecticut, LLC

    214 Nortontown Rd, Guilford, CT 06437
    • 710 Alexander Dr, Guilford, CT 06437

      Est $1,341,143

      Not Listed For Sale

      710 Alexander Dr, Guilford, CT 06437

      • 4 Beds
      • 5 Baths
      • 6,100 Sq Ft
      • Built 2003
      710 Alexander Dr, Guilford, CT 06437

      Last Sold Summary

      • 75 Days On Market

      Last Listing Agent Rose Ciardiello William Raveis Real Estate

  • /22

    $699,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,618 Sq Ft

    38 Grey Ledge Dr, Guilford, CT 06437

    Buyers who need an extra room for possible in-law, additional 900 sf above garage has three rooms and Bar / kitchenette, hardwood floors, bathroom and separate entrance. Touch of Tuscany awaits you at this shoreline property. This over 3,000 sq. ft. spacious four bedroom, den, two and a half bath, four car garage, home has room for everyone. Located at the end of a cul-de-sac it's close to

    Lani Liu-Helisch Sovereign Properties

    38 Grey Ledge Dr, Guilford, CT 06437
  • 48 State St, Guilford, CT 06437

    $1,000,000

    Sold Jul 06, 2026

    48 State St, Guilford, CT 06437

    • 4 Beds
    • 3.5 Baths
    • 3,402 Sq Ft
    • Built 1770

    Last Sold Summary

    • $294/SF
    • 33 Days On Market

    Current Estimated Value $1,017,112

    Last Listing Agent Lisa Rollins Team Compass Connecticut, LLC

    48 State St, Guilford, CT 06437
    • 1463 Little Meadow Rd, Guilford, CT 06437

      Not Listed For Sale

      1463 Little Meadow Rd, Guilford, CT 06437

      • 2 Beds
      • 2.5 Baths
      • 1,636 Sq Ft
      • Built 1950
      1463 Little Meadow Rd, Guilford, CT 06437

      Last Sold Summary

      • 37 Days On Market

      Last Listing Agent Linda Toscano Coldwell Banker Realty

  • /14

    $919,900

    New Construction $9K PRICE DROP Under Contract
    • 2 Beds
    • 2.5 Baths
    • 2,625 Sq Ft

    28 Village Cir Unit 28, 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

    28 Village Cir Unit 28, Guilford, CT 06437
  • 181 Denison Dr, Guilford, CT 06437

    $820,000

    Sold Dec 19, 2025

    181 Denison Dr, Guilford, CT 06437

    • 3 Beds
    • 2.5 Baths
    • 1,764 Sq Ft
    • Built 1980

    Last Sold Summary

    • 6% Above List Price
    • $465/SF
    • 56 Days On Market

    Current Estimated Value $842,038

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

    181 Denison Dr, Guilford, CT 06437
    • 144 Tulip Tree Dr, Guilford, CT 06437

      Est $1,434,889

      Not Listed For Sale

      144 Tulip Tree Dr, Guilford, CT 06437

      • 5 Beds
      • 5 Baths
      • 5,148 Sq Ft
      • Built 2002
      144 Tulip Tree Dr, Guilford, CT 06437

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Rose Ciardiello William Raveis Real Estate

  • /40

    $999,000

    $101K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,071 Sq Ft

    607 Lake Dr, Guilford, CT 06437

    A rare offering of architectural significance, this exceptional residence. The home was designed by renowned modernist architect Alfredo De Vido and is prominently featured in the acclaimed book Ten Houses. Thoughtfully sited to embrace its natural surroundings, the home is a timeless expression of Mid-Century Modern design-where clean lines, abundant natural light, and an effortless connection

    Liz Zakrzewski Coldwell Banker Realty

    607 Lake Dr, Guilford, CT 06437
  • 95 Fair St, Guilford, CT 06437

    $925,000

    Sold May 29, 2026

    95 Fair St, Guilford, CT 06437

    • 3 Beds
    • 3 Baths
    • 2,180 Sq Ft
    • Built 1848

    Last Sold Summary

    • 4% Below List Price
    • $424/SF
    • 32 Days On Market

    Current Estimated Value $922,952

    Last Listing Agent Laurie Trulock Compass Connecticut, LLC

    95 Fair St, Guilford, CT 06437
    • 190 State St, Guilford, CT 06437

      Est $1,226,428

      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

      Last Listing Agent Jane Olsen Huntsman,Meade & Partners Comp

  • /40

    $2,799,999

    • 4 Beds
    • 4.5 Baths
    • 5,620 Sq Ft

    76 Sachem Head Rd, Guilford, CT 06437

    Welcome to your private coastal sanctuary in the prestigious Sachem Head area of Guilford. This 5,620 sqft estate is a masterclass in luxury living, set on 2.31 wooded waterfront acres. Come up the gated driveway and step inside to discover a home designed for ultimate leisure. The living room features a bespoke custom mural and a stunning aquarium, serving as a mesmerizing feature next to French

    Bailey Mannix Sunset Creek Realty, LLC

    76 Sachem Head Rd, Guilford, CT 06437
  • 698 Mulberry Point Rd, Guilford, CT 06437

    $1,225,000

    Sold Jun 05, 2026

    698 Mulberry Point Rd, Guilford, CT 06437

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1967

    Last Sold Summary

    • 2% Above List Price
    • $875/SF
    • 3 Days On Market

    Current Estimated Value $1,196,879

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

    698 Mulberry Point Rd, Guilford, CT 06437
    • 24 Overlook Ln, Guilford, CT 06437

      Est $1,014,145

      Not Listed For Sale

      24 Overlook Ln, Guilford, CT 06437

      • 4 Beds
      • 2.5 Baths
      • 4,301 Sq Ft
      • Built 2002
      24 Overlook Ln, Guilford, CT 06437

      Last Sold Summary

      • 0 Days On Market

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

  • /31

    $539,900

    • 3 Beds
    • 3 Baths
    • 1,825 Sq Ft

    81 Briarwood Dr, Guilford, CT 06437

    Welcome to 81 Briarwood Drive, a beautifully maintained 3-bedroom, 3 full-bath home offering the perfect blend of comfort, versatility, and homestead living in one of Guilford's most peaceful neighborhoods. The permitted, mostly finished walk-out basement adds exceptional living space with luxury vinyl flooring, a full bath, laundry hookups, and plumbing already in place for a future kitchenette,

    Teresa Peruzzi Dan Combs Real Estate

    81 Briarwood Dr, Guilford, CT 06437

Showing Results 81 - 120, Page 3 of 18

How to Buy a Home How to Finance a Home How to Sell a Home