Woodstock, CT Homes

• 

  Est $379,117

  Not Listed For Sale

  6 Hiawatha Heights, Woodstock Valley, CT 06282

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 1987

  6 Hiawatha Heights, Woodstock Valley, CT 06282

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Will Gonzalez iVision Real Estate
• 

  

  

  /15

  $74,900

  • Land
  • 17,424 Sq Ft
  • $187,250 per Acre

  182 Baxter Rd, Woodstock, CT 06281

  Imagine waking each morning to shimmering lake views and the peaceful sounds of nature. Tucked away on a quiet dead-end road in Woodstock's coveted Quassett Lake community, this exceptional homesite offers the rare opportunity to create a custom retreat in one of northeastern Connecticut's most treasured settings. Perched above the road with a gentle rise in elevation, the property enjoys

  Jennie Kesselman Berkshire Hathaway NE Prop.

  182 Baxter Rd, Woodstock, CT 06281
• 

  $2,228,000

  Sold Jul 17, 2026

  5 Brookside Ln, Woodstock, CT 06281

  • 6 Beds
  • 3.5 Baths
  • 10,908 Sq Ft
  • Built 1987

  Last Sold Summary

  • 22% Below List Price
  • $204/SF
  • 175 Days On Market

  Last Listing Agent Lisa Cozzi Century 21 AllPoints Realty

  5 Brookside Ln, Woodstock, CT 06281
• 

  Est $488,609

  Not Listed For Sale

  16 Old Sawmill Rd, Woodstock, CT 06281

  • 4 Beds
  • 3 Baths
  • 1,866 Sq Ft
  • Built 1995

  16 Old Sawmill Rd, Woodstock, CT 06281

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Jim Black Real Broker CT, LLC
• 

  

  

  /40

  $1,275,000

  • 4 Beds
  • 3.5 Baths
  • 3,868 Sq Ft

  95 Pole Bridge Rd, Woodstock, CT 06281

  This extraordinary waterfront estate on Chamberlain Lake offers a lifestyle rarely found in Connecticut. With 200ft of private lake frontage, this custom post-and-beam Cape was thoughtfully crafted using timber milled directly from trees harvested on the property, creating a residence that is as authentic as it is remarkable. A dramatic center chimney anchors the home, while wide-board pine

  Kate Lombardi Coccomo Real Estate LLC

  95 Pole Bridge Rd, Woodstock, CT 06281
• 

  $799,000

  Sold Sep 17, 2025

  223 Barlow Cemetery Rd, Woodstock, CT 06281

  • 3 Beds
  • 4 Baths
  • 2,323 Sq Ft
  • Built 2011

  Last Sold Summary

  • 6% Below List Price
  • $344/SF
  • 40 Days On Market

  Current Estimated Value $794,619

  Last Listing Agent John Downs Berkshire Hathaway NE Prop.

  223 Barlow Cemetery Rd, Woodstock, CT 06281
• 

  Est $400,587

  Not Listed For Sale

  46 Senexet Rd Unit 6, Putnam, CT 06260

  • 3 Beds
  • 2 Baths
  • 1,731 Sq Ft
  • Built 2006

  46 Senexet Rd Unit 6, Putnam, CT 06260

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Janifer Zacharski Diversified Real Estate, LLC
• 

  

  /8

  $300,000

  • Land
  • 22.2 Acres
  • $13,514 per Acre

  0 Route 197, Woodstock, CT 06281

  22.2-acre building lot offering endless possibilities in desirable Woodstock! Whether you're a builder, investor, or looking for the perfect location to build your forever home, this property is ready for your vision. Approximately 0.5 acres have already been cleared, and valuable due diligence has been completed, including a town-approved septic design, engineered site plan, and professionally

  Ilya Whittemore Lamacchia Realty

  0 Route 197, Woodstock, CT 06281
• 

  $342,000

  Sold Dec 03, 2025

  42 Woodstock Meadows Unit 42, Woodstock, CT 06281

  • 2 Beds
  • 2 Baths
  • 1,541 Sq Ft
  • Built 1985

  Last Sold Summary

  • 1% Above List Price
  • $222/SF
  • 7 Days On Market

  Current Estimated Value $314,342

  Last Listing Agent Derek Greene Derek Greene

  42 Woodstock Meadows Unit 42, Woodstock, CT 06281
• 

  Est $749,864

  Not Listed For Sale

  249 Barlow Cemetery Rd, Woodstock, CT 06281

  • 4 Beds
  • 2.5 Baths
  • 2,922 Sq Ft
  • Built 2005

  249 Barlow Cemetery Rd, Woodstock, CT 06281

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent John Downs Berkshire Hathaway NE Prop.
• 

  

  /38

  $499,900

  $5K PRICE DROP Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  35 Lebanon Hill Rd, Woodstock, CT 06281

  MOTIVATED SELLER...Welcome to 35 Lebanon Hill Road, a beautifully maintained home nestled in one of Woodstock's most sought-after areas. This property offers the perfect blend of rural charm and modern updates, set against the peaceful backdrop that makes Woodstock such a desirable place to make your home. Significant recent improvements provide both value and peace of mind, including a brand new

  Joshua Patraw eXp Realty

  35 Lebanon Hill Rd, Woodstock, CT 06281
• 

  $455,000

  Sold Jul 28, 2026

  608 English Neighborhood Rd, Woodstock, CT 06281

  • 4 Beds
  • 3.5 Baths
  • 1,728 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Above List Price
  • $263/SF
  • 8 Days On Market

  Current Estimated Value $446,066

  Last Listing Agent Corey Turer Real Broker CT, LLC

  608 English Neighborhood Rd, Woodstock, CT 06281
• 

  Est $589,443

  Not Listed For Sale

  222 Route 197, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 1,952 Sq Ft
  • Built 1991

  222 Route 197, Woodstock, CT 06281

  Last Sold Summary

  • 8 Days On Market

  Last Listing Agent Brooke Gelhaus Compass Connecticut, LLC
• 

  

  /40

  $698,900

  Open Thu 4:30PM - 6PM

  • 2 Beds
  • 2.5 Baths
  • 2,216 Sq Ft

  20 Loyola Rd, Woodstock, CT 06281

  Enjoy Lake Living in Woodstock's Quiet Corner at Quasset Lake! Welcome to this beautifully landscaped 2-3 bedroom, 2.5-bath home in the desirable Quasset Lake community, where lake living and year-round recreation await. Located directly across the street from the association's private boat launch and deeded lake/beach access, you'll enjoy convenient access to swimming, boating, kayaking, and

  Michael Deyorio CR Premier Properties

  20 Loyola Rd, Woodstock, CT 06281
• 

  $460,000

  Sold Dec 11, 2025

  33 Bassett Hill Rd, Woodstock, CT 06281

  • 3 Beds
  • 1.5 Baths
  • 2,258 Sq Ft
  • Built 1941

  Last Sold Summary

  • 10% Above List Price
  • $204/SF
  • 14 Days On Market

  Current Estimated Value $483,762

  Last Listing Agent Jonathan Bolano eXp Realty

  33 Bassett Hill Rd, Woodstock, CT 06281
• 

  Est $887,856

  Not Listed For Sale

  20 Herindeen Landing, Woodstock, CT 06281

  • 4 Beds
  • 2.5 Baths
  • 3,217 Sq Ft
  • Built 2004

  20 Herindeen Landing, Woodstock, CT 06281

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Tracie Gagnon Berkshire Hathaway NE Prop.
• 

  

  /14

  $279,000

  $20K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 650 Sq Ft

  170 Laurel Hill Dr, Woodstock Valley, CT 06282

  Summer isn't over yet-there's still time to own your own slice of paradise at beautiful Lake Bungee! Nestled just a one-minute walk from the water, this charming retreat offers the perfect blend of relaxation and recreation. Step outside to a private backyard oasis designed for making memories, featuring a spacious patio, cozy fire pit, and plenty of room to entertain family and friends under the

  Tessa Stacy Brunet and Company Real Estate

  170 Laurel Hill Dr, Woodstock Valley, CT 06282
• 

  $490,000

  Sold Oct 03, 2025

  25 Barlow Cemetery Rd, Woodstock Valley, CT 06282

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft
  • Built 1996

  Last Sold Summary

  • 1% Above List Price
  • $284/SF
  • 4 Days On Market

  Current Estimated Value $495,816

  Last Listing Agent Carol Ryniewicz CR Premier Properties

  25 Barlow Cemetery Rd, Woodstock Valley, CT 06282
• 

  Est $397,919

  Not Listed For Sale

  11 Red Cedar Rd, Woodstock Valley, CT 06282

  • 3 Beds
  • 1.5 Baths
  • 1,955 Sq Ft
  • Built 1978

  11 Red Cedar Rd, Woodstock Valley, CT 06282

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Diane White Berkshire Hathaway NE Prop.
• 

  

  /40

  $629,900

  Pending

  • 4 Beds
  • 3 Baths
  • 3,447 Sq Ft

  496 Center Rd, Woodstock, CT 06281

  Nestled on 12.78 acres in the beautiful countryside of Woodstock, this custom-built contemporary home offers 3,447 square feet of thoughtfully designed living space with 4 bedrooms and 3 baths. Built in 1980 and enhanced with a spacious primary suite addition in 2005, this home blends timeless character with modern updates. The first-floor primary suite is a true retreat, featuring its own cozy

  Diane White Berkshire Hathaway NE Prop.

  496 Center Rd, Woodstock, CT 06281
• 

  $75,000

  Sold Oct 06, 2025

  0 Rt 198, Woodstock, CT 06281

  • Land
  • 9.64 Acres
  • $7,780 per Acre

  Last Sold Summary

  • 24% Below List Price
  • 198 Days On Market

  Last Listing Agent Nicole Gleason CR Premier Properties

  0 Rt 198, Woodstock, CT 06281
• 

  Est $399,195

  Not Listed For Sale

  80 Barlow Cemetery Rd, Woodstock Valley, CT 06282

  • 2 Beds
  • 2 Baths
  • 1,340 Sq Ft
  • Built 1979

  80 Barlow Cemetery Rd, Woodstock Valley, CT 06282

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent Alexcia Merritt RE/MAX Bell Park Realty
• 

  

  /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
• 

  $600,000

  Sold Jul 31, 2026

  65 Laurel Hill Dr, Woodstock Valley, CT 06282

  • 3 Beds
  • 2 Baths
  • 922 Sq Ft
  • Built 1960

  Last Sold Summary

  • $651/SF
  • 8 Days On Market

  Current Estimated Value $551,985

  Last Listing Agent Gwendolyn Levine Executive Real Estate Inc.

  65 Laurel Hill Dr, Woodstock Valley, CT 06282
• 

  Est $391,878

  Not Listed For Sale

  927 Brickyard Rd, Woodstock, CT 06281

  • 3 Beds
  • 1.5 Baths
  • 1,480 Sq Ft
  • Built 1989

  927 Brickyard Rd, Woodstock, CT 06281

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Brecken Ellsworth Kazantzis Real Estate, LLC
• 

  

  /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
• 

  $268,000

  Sold Dec 10, 2025

  17 Woodstock Meadows, Woodstock, CT 06281

  • 1 Bed
  • 1 Bath
  • 768 Sq Ft
  • Built 1985

  Last Sold Summary

  • 3% Above List Price
  • $349/SF
  • 36 Days On Market

  Current Estimated Value $267,854

  Last Listing Agent Tracie Gagnon Berkshire Hathaway NE Prop.

  17 Woodstock Meadows, Woodstock, CT 06281
• 

  Est $528,515

  Not Listed For Sale

  75 Valley View Rd, Woodstock Valley, CT 06282

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft
  • Built 2005

  75 Valley View Rd, Woodstock Valley, CT 06282

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Jennie Kesselman Berkshire Hathaway NE Prop.
• 

  

  /38

  $299,900

  Pending

  • 3 Beds
  • 1 Bath
  • 1,248 Sq Ft

  176 Joy Rd, Woodstock, CT 06281

  Adorable ranch located in desirable Woodstock, Connecticut! Offering over 1,200 square feet of comfortable one-level living, this charming home features three spacious bedrooms and one full bath. The updated eat-in kitchen opens directly to a bright three-season room, creating the perfect space to enjoy your morning coffee, relax, or entertain guests. The large living room features beautiful

  Jennifer Jackson Berkshire Hathaway NE Prop.

  176 Joy Rd, Woodstock, CT 06281
• 

  $150,000

  Sold Nov 18, 2025

  9 Sherman Rd, Woodstock, CT 06281

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft
  • Built 1951

  Last Sold Summary

  • 21% Below List Price
  • $169/SF
  • 23 Days On Market

  Last Listing Agent Ryan Braunagel Keller Williams Realty Prtnrs.

  9 Sherman Rd, Woodstock, CT 06281
• 

  Est $308,014

  Not Listed For Sale

  1796 Route 197 Unit A, Woodstock, CT 06281

  • 3 Beds
  • 2.5 Baths
  • 2,086 Sq Ft
  • Built 2003

  1796 Route 197 Unit A, Woodstock, CT 06281

  Last Sold Summary

  • 153 Days On Market

  Last Listing Agent Valerie MacNeil Kazantzis Real Estate, LLC
• 

  

  /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
• 

  $210,000

  Sold Oct 10, 2025

  00 Joy Rd, Woodstock, CT 06281

  • Land
  • 5.11 Acres
  • $41,096 per Acre

  Last Sold Summary

  • 16% Below List Price
  • 180 Days On Market

  Last Listing Agent Elizabeth Scranton Kazantzis Real Estate, LLC

  00 Joy Rd, Woodstock, CT 06281
• 

  Est $490,082

  Not Listed For Sale

  109 Tripp Rd, Woodstock, CT 06281

  • 4 Beds
  • 2.5 Baths
  • 2,617 Sq Ft
  • Built 1975

  109 Tripp Rd, Woodstock, CT 06281

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Charolotte Cook Berkshire Hathaway NE Prop.
• 

  

  /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
• 

  $409,000

  Sold Jul 24, 2026

  12 Loyola Rd, Woodstock, CT 06281

  • 1 Bed
  • 1 Bath
  • 711 Sq Ft
  • Built 1951

  Last Sold Summary

  • 7% Below List Price
  • $575/SF
  • 8 Days On Market

  Last Listing Agent Amy Vinal Pine Knoll Real Estate

  12 Loyola Rd, Woodstock, CT 06281
• 

  Est $363,371

  Not Listed For Sale

  7 Hemlock Dr, Woodstock Valley, CT 06282

  • 3 Beds
  • 1 Bath
  • 1,608 Sq Ft
  • Built 1971

  7 Hemlock Dr, Woodstock Valley, CT 06282

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent James Giguere Aprilian Inc.
• 

  

  /25

  $290,000

  $40K 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
• 

  $434,000

  Sold Jul 07, 2026

  20 Crooked Trail, Woodstock, CT 06281

  • 3 Beds
  • 2 Baths
  • 1,352 Sq Ft
  • Built 1977

  Last Sold Summary

  • 2% Above List Price
  • $321/SF
  • 21 Days On Market

  Current Estimated Value $424,257

  Last Listing Agent Carol Ryniewicz CR Premier Properties

  20 Crooked Trail, Woodstock, CT 06281
• 

  Est $408,169

  Not Listed For Sale

  59 Oak Dr, Woodstock Valley, CT 06282

  • 3 Beds
  • 1.5 Baths
  • 1,306 Sq Ft
  • Built 1992

  59 Oak Dr, Woodstock Valley, CT 06282

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Missy Greene eXp Realty

Showing Results 81 - 120, Page 3 of 18