Woodstock, CT Homes

• 

  $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 $701,455

  Last Listing Agent Pamela Therrien The Neighborhood Realty Group

  56 W View Dr, Woodstock, CT 06281
• 

  Est $442,393

  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
• 

  

  

  /40

  $2,495,000

  $355K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,723 Sq Ft

  158 W Quasset Rd, Woodstock, CT 06281

  Extraordinary Waterfront Estate. Set on an exceptional 5.5-acre private lot with 265 feet of shoreline frontage, this completely rebuilt luxury residence offers a rare opportunity to own one of Woodstock's premier lakefront properties. Arrive via a long, newly paved private driveway that winds through a tranquil setting before revealing this stunning waterfront retreat. Offering 3,971 square

  Skyla Gagnon RE/MAX Bell Park Realty

  158 W Quasset Rd, 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
• 

  Est $687,478

  Not Listed For Sale

  6 Grey Fox Landing, Woodstock, CT 06281

  • 3 Beds
  • 3.5 Baths
  • 3,262 Sq Ft
  • Built 2003

  6 Grey Fox Landing, Woodstock, CT 06281

  Last Sold Summary

  • 6 Days On Market
• 

  

  /34

  $525,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,098 Sq Ft

  5 Beaver Dam Rd, Woodstock Valley, CT 06282

  Experience year-round vacation vibes in this warm and inviting 3-bedroom lakeside retreat nestled in beautiful Woodstock, Connecticut. From the moment you arrive, true pride of ownership shines through every corner of this impeccably maintained property. The home features a light, bright, and cozy layout boasting numerous recent updates, making it completely move-in ready for its next chapter.

  Vivian Kozey CR Premier Properties

  5 Beaver Dam Rd, Woodstock Valley, CT 06282
• 

  $325,000

  Sold Jul 25, 2025

  1534 Route 171, Woodstock Valley, CT 06282

  • 2 Beds
  • 1.5 Baths
  • 1,296 Sq Ft
  • Built 1982

  Last Sold Summary

  • 7% Below List Price
  • $251/SF
  • 8 Days On Market

  Current Estimated Value $342,746

  Last Listing Agent Christine Johnson RE/MAX One

  1534 Route 171, Woodstock Valley, CT 06282
• 

  Est $459,176

  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
• 

  

  /39

  $650,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,618 Sq Ft

  80 W Quasset Rd, Woodstock, CT 06281

  Welcome to this elegant 3+ bedroom, 3 full bath home in desirable Woodstock, Connecticut. The privately situated home boasts 2,688 square feet of finished living space. Designed for comfortable one-floor living, this property also offers excellent flexibility with a finished lower level featuring a full bath and ideal potential for a private in-law suite, guest space, or recreation area. A rare

  John Downs Berkshire Hathaway NE Prop.

  80 W Quasset Rd, Woodstock, CT 06281
• 

  $412,050

  Sold Aug 07, 2025

  853 Pole Bridge Rd, Woodstock, CT 06281

  • 3 Beds
  • 1.5 Baths
  • 1,803 Sq Ft
  • Built 1982

  Last Sold Summary

  • 3% Above List Price
  • $229/SF
  • 19 Days On Market

  Current Estimated Value $409,037

  Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

  853 Pole Bridge Rd, Woodstock, CT 06281
• 

  Est $351,204

  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
• 

  

  /23

  $399,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,554 Sq Ft

  16 Walnut Rd, Woodstock, CT 06281

  Immaculate, young cape cod style offering 6 rooms, 3 bedrooms and two full baths in a desirable lake community just one street from Bungay Lake. Enjoy the benefits of lake living with access to five private association beaches including two a short walk away. Enjoy the lake and then return to relax in your private backyard-perfect for barbecues, cornhole, badmiton or any outdoor entertaining. The

  Conrad Allen RE/MAX Prof Associates

  16 Walnut Rd, Woodstock, CT 06281
• 

  $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 $310,044

  Last Listing Agent Simonne Corriveau KW Legacy Partners

  10 Laurel Hill Dr, Woodstock Valley, CT 06282
• 

  Est $338,432

  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
• 

  

  /33

  $330,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  33 Hemlock Dr, Woodstock Valley, CT 06282

  Desirable Woodstock location! This well-maintained Cape offers a wonderful combination of comfort, functionality, and access to lake living. The property features mature perennial gardens, established flower beds, and mature vegetable garden, creating an attractive outdoor setting throughout the seasons. The updated kitchen opens to the dining area and features stainless steel appliances, making

  Jennifer Jackson Berkshire Hathaway NE Prop.

  33 Hemlock Dr, Woodstock Valley, CT 06282
• 

  $670,000

  Sold Jun 30, 2025

  133 Calkins Rd, Woodstock, CT 06281

  • 3 Beds
  • 3 Baths
  • 2,722 Sq Ft
  • Built 2003

  Last Sold Summary

  • 5% Above List Price
  • $246/SF
  • 7 Days On Market

  Current Estimated Value $695,665

  Last Listing Agent Jennifer Jackson Berkshire Hathaway NE Prop.

  133 Calkins Rd, Woodstock, CT 06281
• 

  Est $478,305

  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
• 

  

  /40

  $1,650,000

  Under Contract

  • 4 Beds
  • 5.5 Baths
  • 4,873 Sq Ft

  155 Paine Rd, Woodstock, CT 06281

  Set on a breathtaking stretch of rolling countryside in historic Woodstock, this extraordinary Federal Colonial reproduction blends timeless New England craftsmanship with modern luxury across a remarkable multi-parcel estate. Approached by a long winding driveway, the home is perfectly positioned to capture sweeping pastoral views, overlooking fenced fields, hay meadows, and distant farmsteads.

  Sheena Ruggirello Real Broker CT, LLC

  155 Paine 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 $864,342

  Last Listing Agent Mary Collins Berkshire Hathaway NE Prop.

  55 Lebanon Hill Rd, Woodstock, CT 06281
• 

  Est $363,416

  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
• 

  

  /23

  $300,000

  Open Sun 1PM - 4PM $30K PRICE DROP Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,184 Sq Ft

  60 Lyon Rd, Woodstock Valley, CT 06282

  Welcome to this beautiful lakeside retreat, ideally situated just a short walk from the private beach at Lake Bungee. Offering comfortable one-level living, this home features 2 bedrooms, one being a primary suite with a private bath and relaxing Jacuzzi tub. The bright and inviting floor plan includes a sun-filled sunroom, perfect for enjoying morning coffee or unwinding at the end of the day.

  John Maier Maier Real Estate

  60 Lyon Rd, Woodstock Valley, CT 06282
• 

  $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 $459,283

  Last Listing Agent Tessa Stacy Brunet and Company Real Estate

  310 Roseland Park Rd, Woodstock, CT 06281
• 

  Est $541,326

  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
• 

  

  /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
• 

  $250,000

  Sold Jul 25, 2025

  298 Child Rd, Woodstock, CT 06281

  • 3 Beds
  • 1.5 Baths
  • 1,954 Sq Ft
  • Built 1979

  Last Sold Summary

  • $128/SF
  • 3 Days On Market

  Current Estimated Value $309,429

  Last Listing Agent Rich Marouski Weichert,REALTORS-Four Corners

  298 Child Rd, Woodstock, CT 06281
• 

  Est $286,862

  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
• 

  

  /27

  $359,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,354 Sq Ft

  1106 Route 198, Woodstock, CT 06281

  This well cared for historic Colonial is sitting on nearly an acre of wooded land top utilize & explore. Home feature wide plank flooring, charming exposed beams, and a cozy woodstove will keep you warm all winter long! You would be surprised to know this tastefully updated home was built in 1806. Move right in with confidence as all the major items have been done recently: roof, septic, well,

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  1106 Route 198, 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
• 

  Est $495,358

  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
• 

  

  /30

  $375,000

  Pending

  • 3 Beds
  • 2 Baths
  • 2,128 Sq Ft

  65 Oak Dr, Woodstock Valley, CT 06282

  Nicely renovated Ranch style home located in the Bungay Lake area with deeded beach rights. Walking distance to the lake & boat launch on fully recreational body of water. Home features 3 bedrooms, 2 fully renovated bathrooms, a new roof, well/piping/expansion tank, mini split heat pump AC system, electrical service & cosmetic renovations throughout. The first floor features an open

  Ryan LaJoie Johnston & Associates Real Estate, LLC

  65 Oak Dr, Woodstock Valley, CT 06282
• 

  $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 $563,834

  Last Listing Agent Lynn Converse RE/MAX Bell Park Realty

  1645 Route 169, Woodstock, CT 06281
• 

  Est $470,767

  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
• 

  /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
• 

  $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 $1,003,461

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

  1669 Route 169, Woodstock, CT 06281
• 

  Est $286,347

  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
• 

  

  /28

  $390,000

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,685 Sq Ft

  70 Red Cedar Rd, Woodstock Valley, CT 06282

  Nestled in the serene landscape with views of Bunggee Lake, this Cape-style residence offers a quintessential lake living experience with 5 sssociation beaches within walking distance. Built in 1992, this home spans 1,685 square feet on a generous .3-acre lot, providing ample space for comfortable living. As you step inside, you're greeted by the warmth of all wide plank wood flooring throughout

  Keely Smith Real Broker CT, LLC

  70 Red Cedar Rd, Woodstock Valley, CT 06282
• 

  $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 $282,115

  Last Listing Agent Christine Johnson RE/MAX One

  1200 Route 171, Woodstock, CT 06281
• 

  Est $463,174

  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
• 

  

  /34

  $500,000

  Pending

  • 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
• 

  $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 $324,802

  Last Listing Agent Lauren Heidelberger Berkshire Hathaway NE Prop.

  1968 Route 198, Woodstock, CT 06281

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