4,365

Woodstock, CT Homes

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  • /29

    $265,000

    Pending
    • 4 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    1346 Route 169, Woodstock, CT 06281

    Charming Colonial offering 4 bedrooms, 1.5 bathrooms, and 1,440 square feet of well-designed living space. The main level showcases wide-plank hardwood floors, classic built-ins, and abundant natural light throughout. The kitchen features ample cabinet and counter space and flows seamlessly into the spacious living room. A sliding glass door off the living room leads to the rear deck - ideal for

    John Oliveri Property Works New England

    1346 Route 169, Woodstock, CT 06281
    • 189 New Sweden Rd, Woodstock, CT 06281

      Est $698,530

      Not Listed For Sale

      189 New Sweden Rd, Woodstock, CT 06281

      • 5 Beds
      • 4 Baths
      • 3,316 Sq Ft
      • Built 1989
      189 New Sweden Rd, Woodstock, CT 06281

      Last Sold Summary

      • 59 Days On Market

      Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

  • /2

    $489,900

    New Construction Pending
    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    00 Center Rd, Woodstock, CT 06281

    TO BE BUILT Welcome to the quiet corner of Northeast Connecticut. Serene setting in Woodstock, this Raised Ranch on 2 +/- acres will provide ample living space with 1500sq ft. on the main floor. A two car garage underneath and unfinished basement space allows room for expansion. 3 bedrooms, two baths. Central heat and air, granite or similar counter tops. Generator hook up. Cathedral ceilings

    Rachael Zagurski RE/MAX One

    00 Center Rd, Woodstock, CT 06281
  • 23 Pine Crest Ridge, Woodstock, CT 06281

    $3,900,000

    Sold Apr 24, 2026

    23 Pine Crest Ridge, Woodstock, CT 06281

    • 9 Beds
    • 8 Baths
    • 14,103 Sq Ft
    • Built 1987

    Last Sold Summary

    • 10% Below List Price
    • $277/SF
    • 128 Days On Market

    Current Estimated Value $3,398,047

    Last Listing Agent Lisa Cozzi Century 21 AllPoints Realty

    23 Pine Crest Ridge, Woodstock, CT 06281
    • 15 Wainwright Dr, Woodstock, CT 06281

      Est $379,370

      Not Listed For Sale

      15 Wainwright Dr, Woodstock, CT 06281

      • 3 Beds
      • 1 Bath
      • 1,276 Sq Ft
      • Built 1950
      15 Wainwright Dr, Woodstock, CT 06281

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Ashley Walker Kazantzis Real Estate, LLC

  • /39

    $2,500,000

    • 3 Beds
    • 4 Baths
    • 4,648 Sq Ft

    80 Bungay Hill Rd, Woodstock, CT 06281

    Welcome to this 80 acre Connecticut Estate, tucked into the rolling hills of Woodstock Ct. This exceptional 4,655 sq ft contemporary home offers a unique living experience with its own privately owned public FAA approved commercial grade airport. The property is a pilot's paradise, featuring a spacious hangar that not only accommodates multiple small planes and helicopters but also offers ample

    Cary Marcoux RE/MAX Bell Park Realty

    80 Bungay Hill Rd, Woodstock, CT 06281
  • 381 Bungay Hill Rd, Woodstock, CT 06281

    $415,000

    Sold Feb 17, 2026

    381 Bungay Hill Rd, Woodstock, CT 06281

    • 4 Beds
    • 1.5 Baths
    • 1,904 Sq Ft
    • Built 1993

    Last Sold Summary

    • 7% Below List Price
    • $218/SF
    • 130 Days On Market

    Current Estimated Value $433,902

    Last Listing Agent Anna Marsh BHHS Realty Professionals

    381 Bungay Hill Rd, Woodstock, CT 06281
    • 299 Barlow Cemetery Rd, Woodstock, CT 06281

      Est $454,203

      Not Listed For Sale

      299 Barlow Cemetery Rd, Woodstock, CT 06281

      • 3 Beds
      • 2.5 Baths
      • 1,585 Sq Ft
      • Built 2002
      299 Barlow Cemetery Rd, Woodstock, CT 06281

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Ryan LaJoie Johnston & Associates Real Estate, LLC

  • /34

    $500,000

    • 3 Beds
    • 2 Baths
    • 1,693 Sq Ft

    229 Woodstock Rd, Woodstock, CT 06281

    Proudly owned by the original owner, the Cape sites sweetly in East Woodstock. The original home, built in 1979, has had a nice mudroom and 2 car garage addition, as well as a pretty sunroom addition. The classic layout includes a kitchen with island, dining room with built-ins, and a spacious living room on the main level. There is also a full bath and main level bedroom. The second floor has

    Richard Loomis RE/MAX Bell Park Realty

    229 Woodstock Rd, Woodstock, CT 06281
  • 326 Route 169, Wood Stock, CT 06281

    $208,000

    Sold Sep 15, 2025

    326 Route 169, Wood Stock, CT 06281

    • 3,008 Sq Ft
    • Built 1833

    Last Sold Summary

    • 4% Above List Price
    • $69/SF
    • 13 Days On Market

    Last Listing Agent Diane White Berkshire Hathaway NE Prop.

    326 Route 169, Wood Stock, CT 06281
    • 45 Center Rd, Woodstock, CT 06281

      Est $451,900

      Not Listed For Sale

      45 Center Rd, Woodstock, CT 06281

      • 3 Beds
      • 2 Baths
      • 1,488 Sq Ft
      • Built 1977
      45 Center Rd, Woodstock, CT 06281

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Elizabeth Zimmer Berkshire Hathaway NE Prop.

  • /18

    $75,000

    • 2 Beds
    • 1 Bath
    • 450 Sq Ft

    25 Route 197, Woodstock, CT 06281

    Looking for your "Seasonal Home Away from Home" Look no further this cute as a button, privately situated park model. Fresh new updates and newly applied finishing touches, makes this unit able to just move on in and start enjoying the rest of the season. Just steps from the amenities. pool, pavilion, mini golf, cornhole field, basketball and short walk to the catch and release fishing pond.

    KAREN MILHEM Media Realty Group, Inc.

    25 Route 197, Woodstock, CT 06281
  • 278 Child Rd, Woodstock, CT 06281

    $410,000

    Sold Dec 11, 2025

    278 Child Rd, Woodstock, CT 06281

    • 3 Beds
    • 2.5 Baths
    • 1,094 Sq Ft
    • Built 2005

    Last Sold Summary

    • 3% Above List Price
    • $375/SF
    • 6 Days On Market

    Current Estimated Value $413,567

    Last Listing Agent Heather Armbruster Lamacchia Realty

    278 Child Rd, Woodstock, CT 06281
    • 54 Rawson Rd, Woodstock, CT 06281

      Est $358,236

      Not Listed For Sale

      54 Rawson Rd, Woodstock, CT 06281

      • 3 Beds
      • 1.5 Baths
      • 1,583 Sq Ft
      • Built 1895
      54 Rawson Rd, Woodstock, CT 06281

      Last Sold Summary

      • 94 Days On Market

      Last Listing Agent Margaret Young CR Premier Properties

  • /40

    $589,900

    $10K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 2,672 Sq Ft

    863 Route 198, Woodstock, CT 06281

    Exceptional 2600+ SF Colonial on 2+ acres in desirable Woodstock commuter location about 40 mins to Hartford & Worcester, MA in Woodstock Academy district! This 3-bedroom, 2.5 bath home w/ a bonus room (used as an office) welcomes you w/a stunning open foyer and cathedral ceilings. Hardwood and tile flooring extend throughout most of the 1st floor, while the family room features brand new

    Jared Meehan RE/MAX Bell Park Realty

    863 Route 198, Woodstock, CT 06281
  • 56 W View Dr, Woodstock, CT 06281

    $715,000

    Sold Feb 27, 2026

    56 W View Dr, Woodstock, CT 06281

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Built 2019

    Last Sold Summary

    • 3% Below List Price
    • $298/SF
    • 40 Days On Market

    Current Estimated Value $702,688

    Last Listing Agent Pamela Therrien The Neighborhood Realty Group

    56 W View Dr, Woodstock, CT 06281
    • 75 Tripp Rd, Woodstock, CT 06281

      Est $345,915

      Not Listed For Sale

      75 Tripp Rd, Woodstock, CT 06281

      • 2 Beds
      • 1.5 Baths
      • 1,549 Sq Ft
      • Built 1987
      75 Tripp Rd, Woodstock, CT 06281

      Last Sold Summary

      • 52 Days On Market

      Last Listing Agent Matthew Noren RE/MAX Bell Park Realty

  • /8

    $597,000

    New Construction Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,212 Sq Ft

    0 Rr 197 Rd, Woodstock, CT 06281

    Brand New Construction at an amazingly affordable price! This 4 bedroom 2.5 Colonial will be set on a knoll in the meadows in the picturesque Town of Woodstock. It is private and secluded, yet minutes away from the interstate with easy access to Boston, Worcester and Hartford. The home will have gleaming hardwood oak floors throughout the first floor with an open concept plan. The kitchen will

    Morris Lewis Northeast Realty

    0 Rr 197 Rd, Woodstock, CT 06281
  • 0 Connecticut 197, Woodstock, CT 06281

    $120,000

    Sold Sep 19, 2025

    0 Connecticut 197, Woodstock, CT 06281

    • Land
    • 33.7 Acres
    • $3,561 per Acre

    Last Sold Summary

    • 14% Below List Price
    • 252 Days On Market

    Last Listing Agent Jared Meehan RE/MAX Bell Park Realty

    0 Connecticut 197, Woodstock, CT 06281
    • 14 Applewood Dr, Woodstock, CT 06281

      Est $491,199

      Not Listed For Sale

      14 Applewood Dr, Woodstock, CT 06281

      • 4 Beds
      • 2 Baths
      • 1,938 Sq Ft
      • Built 1968
      14 Applewood Dr, Woodstock, CT 06281

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Ashley Walker Kazantzis Real Estate, LLC

  • /39

    $880,000

    • 4 Beds
    • 5 Baths
    • 5,087 Sq Ft

    48 Grey Fox Landing, Woodstock, CT 06281

    Welcome to this exceptional custom-built ranch, perfectly situated at the end of a peaceful cul-de-sac in South Woodstock. Offering a great blend of luxury, comfort, and versatility, this impressive home boasts 2,822 square feet of beautifully designed main-level living space, with over 5000 square feet of total finished living area including the private in-law apartment above the garage and the

    Lynn Converse RE/MAX Bell Park Realty

    48 Grey Fox Landing, Woodstock, CT 06281
  • 10 Laurel Hill Dr, Woodstock Valley, CT 06282

    $265,000

    Sold Dec 17, 2025

    10 Laurel Hill Dr, Woodstock Valley, CT 06282

    • 2 Beds
    • 1.5 Baths
    • 1,196 Sq Ft
    • Built 1960

    Last Sold Summary

    • 11% Below List Price
    • $222/SF
    • 68 Days On Market

    Current Estimated Value $317,585

    Last Listing Agent Simonne Corriveau KW Legacy Partners

    10 Laurel Hill Dr, Woodstock Valley, CT 06282
    • 64 Hawkins Rd, Woodstock Valley, CT 06282

      Est $365,550

      Not Listed For Sale

      64 Hawkins Rd, Woodstock Valley, CT 06282

      • 2 Beds
      • 1 Bath
      • 1,050 Sq Ft
      • Built 1970
      64 Hawkins Rd, Woodstock Valley, CT 06282

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Diane White Berkshire Hathaway NE Prop.

  • 55 Lebanon Hill Rd, Woodstock, CT 06281

    $875,000

    Sold Oct 17, 2025

    55 Lebanon Hill Rd, Woodstock, CT 06281

    • 4 Beds
    • 2.5 Baths
    • 3,114 Sq Ft
    • Built 1992

    Last Sold Summary

    • 2% Below List Price
    • $281/SF
    • 30 Days On Market

    Current Estimated Value $885,089

    Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

    55 Lebanon Hill Rd, Woodstock, CT 06281
    • 932 Route 169, Woodstock, CT 06281

      Est $541,855

      Not Listed For Sale

      932 Route 169, Woodstock, CT 06281

      • 3 Beds
      • 2.5 Baths
      • 2,196 Sq Ft
      • Built 2004
      932 Route 169, Woodstock, CT 06281

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Kenneth Viele, Jr. Coldwell Banker Realty

  • 310 Roseland Park Rd, Woodstock, CT 06281

    $485,000

    Sold May 14, 2026

    310 Roseland Park Rd, Woodstock, CT 06281

    • 3 Beds
    • 2.5 Baths
    • 1,518 Sq Ft
    • Built 1963

    Last Sold Summary

    • 12% Below List Price
    • $319/SF
    • 69 Days On Market

    Current Estimated Value $478,302

    Last Listing Agent Tessa Stacy Brunet and Company Real Estate

    310 Roseland Park Rd, Woodstock, CT 06281
    • 26 Woodstock Meadows, Woodstock, CT 06281

      Est $285,306

      Not Listed For Sale

      26 Woodstock Meadows, Woodstock, CT 06281

      • 2 Beds
      • 1.5 Baths
      • 1,098 Sq Ft
      • Built 1985
      26 Woodstock Meadows, Woodstock, CT 06281

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Mark Benard Brunet and Company Real Estate

  • 33 Lot 8-1 Meehan Rd, Woodstock, CT 06281

    $150,000

    Sold Jun 10, 2026

    33 Lot 8-1 Meehan Rd, Woodstock, CT 06281

    • Land
    • 3.61 Acres
    • $41,551 per Acre

    Last Sold Summary

    • 9 Days On Market

    Last Listing Agent John Downs Berkshire Hathaway NE Prop.

    33 Lot 8-1 Meehan Rd, Woodstock, CT 06281
    • 167 Stone Bridge Rd, Woodstock, CT 06281

      Est $517,805

      Not Listed For Sale

      167 Stone Bridge Rd, Woodstock, CT 06281

      • 4 Beds
      • 3 Baths
      • 2,641 Sq Ft
      • Built 1987
      167 Stone Bridge Rd, Woodstock, CT 06281

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Rachael Johnston Johnston & Associates Real Estate, LLC

  • 1645 Route 169, Woodstock, CT 06281

    $606,900

    Sold Jun 22, 2026

    1645 Route 169, Woodstock, CT 06281

    • 5 Beds
    • 2.5 Baths
    • 3,215 Sq Ft
    • Built 1963

    Last Sold Summary

    • 4% Below List Price
    • $189/SF
    • 21 Days On Market

    Current Estimated Value $613,703

    Last Listing Agent Lynn Converse RE/MAX Bell Park Realty

    1645 Route 169, Woodstock, CT 06281
    • 186 Stone Bridge Rd, Woodstock, CT 06281

      Est $484,844

      Not Listed For Sale

      186 Stone Bridge Rd, Woodstock, CT 06281

      • 3 Beds
      • 2 Baths
      • 1,747 Sq Ft
      • Built 1997
      186 Stone Bridge Rd, Woodstock, CT 06281

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Kerri Mullen CR Premier Properties

  • 1669 Route 169, Woodstock, CT 06281

    $1,220,000

    Sold Apr 30, 2026

    1669 Route 169, Woodstock, CT 06281

    • 2 Beds
    • 2 Baths
    • 2,340 Sq Ft
    • Built 1900

    Last Sold Summary

    • 2% Below List Price
    • $521/SF
    • 306 Days On Market

    Current Estimated Value $1,186,488

    Last Listing Agent Ryan De Lello William Pitt Sotheby's International Realty

    1669 Route 169, Woodstock, CT 06281
    • 120 Laurel Hill Dr, Woodstock Valley, CT 06282

      Est $277,155

      Not Listed For Sale

      120 Laurel Hill Dr, Woodstock Valley, CT 06282

      • 2 Beds
      • 1 Bath
      • 720 Sq Ft
      • Built 1960
      120 Laurel Hill Dr, Woodstock Valley, CT 06282

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Lisa Boudreau CR Premier Properties

  • 94 Little Pond Rd, Woodstock, CT 06281

    $380,000

    Sold Jun 30, 2026

    94 Little Pond Rd, Woodstock, CT 06281

    • 3 Beds
    • 1 Bath
    • 1,118 Sq Ft
    • Built 1964

    Last Sold Summary

    • 3% Above List Price
    • $340/SF
    • 11 Days On Market

    Current Estimated Value $366,773

    Last Listing Agent Jessica Deojay RE/MAX Bell Park Realty

    94 Little Pond Rd, Woodstock, CT 06281
    • 4 Barber Rd, Woodstock, CT 06281

      Est $471,125

      Not Listed For Sale

      4 Barber Rd, Woodstock, CT 06281

      • 3 Beds
      • 2 Baths
      • 2,275 Sq Ft
      • Built 1790
      4 Barber Rd, Woodstock, CT 06281

      Last Sold Summary

      • 245 Days On Market

      Last Listing Agent June Cazeault Hope Real Estate Group, Inc.

  • 1200 Route 171, Woodstock, CT 06281

    $300,000

    Sold Apr 28, 2026

    1200 Route 171, Woodstock, CT 06281

    • 3 Beds
    • 1 Bath
    • 1,390 Sq Ft
    • Built 1900

    Last Sold Summary

    • 20% Above List Price
    • $216/SF
    • 0 Days On Market

    Current Estimated Value $287,771

    Last Listing Agent Christine Johnson RE/MAX One

    1200 Route 171, Woodstock, CT 06281
    • 243 Pulpit Rock Rd, Woodstock, CT 06281

      Est $605,418

      Not Listed For Sale

      243 Pulpit Rock Rd, Woodstock, CT 06281

      • 3 Beds
      • 2 Baths
      • 1,872 Sq Ft
      • Built 1985
      243 Pulpit Rock Rd, Woodstock, CT 06281

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Belinda Culp Berkshire Hathaway NE Prop.

  • 1968 Route 198, Woodstock, CT 06281

    $375,000

    Sold May 26, 2026

    1968 Route 198, Woodstock, CT 06281

    • 3 Beds
    • 1 Bath
    • 1,176 Sq Ft
    • Built 1978

    Last Sold Summary

    • 15% Above List Price
    • $319/SF
    • 4 Days On Market

    Current Estimated Value $372,089

    Last Listing Agent Lauren Heidelberger Berkshire Hathaway NE Prop.

    1968 Route 198, Woodstock, CT 06281
    • 10 Woodstock Hills Dr, Woodstock, CT 06281

      Est $247,650

      Not Listed For Sale

      10 Woodstock Hills Dr, Woodstock, CT 06281

      • 2 Beds
      • 1.5 Baths
      • 1,080 Sq Ft
      • Built 1989
      10 Woodstock Hills Dr, Woodstock, CT 06281

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Lynn Converse RE/MAX Bell Park Realty

Showing Results 121 - 160, Page 4 of 18

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