Woodstock, CT Homes

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  /21

  $419,000 Pending

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

  33 Bassett Hill Rd, Woodstock, CT 06281

  Set in a peaceful Woodstock setting, this charming 3-bedroom, 1.5-bath Cape offers space, updates, and natural beauty both inside and out. The home features a sun-filled layout with wood floors, a cooks kitchen and over 2,250 sq ft of living space. Recent updates include a 2023 oil burner, new oil tank, new well expansion tank, added insulation-plus a newer roof (2021) and a well-maintained wood

  Jonathan Bolano eXp Realty

  33 Bassett Hill Rd, Woodstock, CT 06281
• 

  $229,900 Sold Aug 22, 2025

  • 1,040 Sq Ft
  • $221/SF
  • 38 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1985

  11 Fawn Ridge, Woodstock, CT 06281

  Nestled in the Fawn Ridge community, this tastefully updated 2-bedroom, 1.5-bath condo offers low-maintenance living in a prime location just minutes from the Woodstock Fairgrounds. Inside, you'll find beautiful hardwood floors and an inviting layout. The kitchen opens to the dining and living areas, seamlessly connecting the spaces. The full bathroom has been upgraded with a tiled shower stall,

  Kimberly Frasier Real Broker CT, LLC

  11 Fawn Ridge, Woodstock, CT 06281
• 

  Est $374,259 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,608 Sq Ft

  7 Hemlock Dr, Woodstock Valley, CT 06282

  7 Hemlock Dr, Woodstock Valley, CT 06282
• 

  

  

  /20

  $339,500 Pending

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

  42 Woodstock Meadows Unit 42, Woodstock, CT 06281

  No more leaf-raking, mowing, gutter clean-outs or snowplowing for you! Experience the ease of the friendly Woodstock Meadows condo community within walking distance to Roseland Park & Golf course, and only ten minutes to Putnam shops and hospital. This is the "Cape" style, one level, south-facing end unit of a duplex, with two large bedrooms, two full baths. The primary bedroom has two large

  Derek Greene Derek Greene

  42 Woodstock Meadows Unit 42, Woodstock, CT 06281
• 

  $477,500 Sold Aug 22, 2025

  • 1,632 Sq Ft
  • $293/SF
  • 8 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1998

  31 Pond Factory Rd, Woodstock, CT 06281

  Nestled in the beautiful and desirable town of Woodstock, CT-just minutes from the Massachusetts border-this charming 1,600+ sq ft home offers the perfect blend of comfort, convenience, and location. Set on a private 2-acre lot on a non-through road within walking distance to the town beach, this 3-bedroom, 1.1-bath home is filled with thoughtful features. The main level boasts an open and

  Jared Meehan RE/MAX Bell Park Realty

  31 Pond Factory Rd, Woodstock, CT 06281
• 

  Est $416,541 Not Listed For Sale

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

  59 Oak Dr, Woodstock Valley, CT 06282

  59 Oak Dr, Woodstock Valley, CT 06282
• 

  

  /21

  $338,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,222 Sq Ft

  130 Tripp Rd, Woodstock, CT 06281

  Great location in South Woodstock, if being close to town is important. Live comfortably in this 2 bedroom, one bath ranch with the addition that adds a great room with access to the 2 car garage. The lower level has potential for another finished room. The windows and siding were replace about 15 years ago, and the roof is one year old. The rear deck is small, but private, and the yard is level.

  Lynn Converse RE/MAX Bell Park Realty

  130 Tripp Rd, Woodstock, CT 06281
• 

  $900,000 Sold Aug 20, 2025

  • 2,797 Sq Ft
  • $322/SF
  • 58 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  40 Shields Rd, Woodstock, CT 06281

  Welcome to 40 Shields Road, an exquisite reproduction nestled in the heart of desirable Woodstock, Connecticut. This stunning property seamlessly blends timeless craftsmanship with modern efficiency, offering perfect one-floor living. The home features wide pine floors throughout, custom hand-crafted built-ins, and a beautiful cherry and soapstone Brunarhans kitchen with high-end appliances.

  John Downs Berkshire Hathaway NE Prop.

  40 Shields Rd, Woodstock, CT 06281
• 

  Est $709,503 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,316 Sq Ft

  189 New Sweden Rd, Woodstock, CT 06281

  189 New Sweden Rd, Woodstock, CT 06281
• 

  

  /15

  $74,900 Pending

  • Land
  • 0.4 Acre
  • $187,250 per Acre

  182 Baxter Rd, Woodstock, CT 06281

  Build Your Dream Lake Retreat on Quassett Lake! This isn't just a lot-it's an opportunity to live in one of Woodstock's most desirable private lake communities! Nestled on a quiet dead-end street, this property offers rare, direct views of Quassett Lake and a serene setting where peace and privacy are guaranteed. With a gentle pitch atop the road, this lot gives you front-row lake views that

  Jennie Kesselman Berkshire Hathaway NE Prop.

  182 Baxter Rd, Woodstock, CT 06281
• 

  $789,000 Sold Aug 15, 2025

  • 1,918 Sq Ft
  • $411/SF
  • 42 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1988

  43 Hiawatha Heights, Woodstock Valley, CT 06282

  Welcome to the home where sunsets paint the sky, the water whispers just steps from your door, and every day feels like a getaway. Tucked into a peaceful bay with gentle boat-speed restrictions, this contemporary waterfront retreat isn't just a place to live- it's where memories are made and moments linger. Expansive windows flood the space with natural light and showcase unobstructed views that

  Jennie Kesselman Berkshire Hathaway NE Prop.

  43 Hiawatha Heights, Woodstock Valley, CT 06282
• 

  Est $374,542 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,276 Sq Ft

  15 Wainwright Dr, Woodstock, CT 06281

  15 Wainwright Dr, Woodstock, CT 06281
• 

  /2

  $109,000 Pending

  • Land
  • 8.68 Acres
  • $12,558 per Acre

  0 English Neighborhood Rd, Woodstock, CT 06281

  WOODSTOCK LAND - Discover your dream property on 8.68 acres of picturesque countryside in Woodstock. This land features endless possibilities, whether you're looking to build your custom home or create your private retreat. Nestled in a rural area with minimal traffic, this serene setting provides the perfect escape from the hustle and bustle of city life. Surrounded by natural beauty, the

  Doug Taber Taber Realty, LLC

  0 English Neighborhood Rd, Woodstock, CT 06281
• 

  $204,000 Sold Aug 15, 2025

  • Land
  • 19 Acres
  • $10,737 per Acre

  • 350 Days On Market

  000 Green Rd, Woodstock, CT 06281

  Appealing 19 acres on the corner of Green Rd & RT 169 has 1,510 feet of road frontage, the vast majority is dry and is subdividable. Road frontage points are flagged with surveyor's ribbon. Frontage on Green Rd goes around & has frontage on both sides of house #27. The westerly portion of the land goes up to a high, private, mostly level plateau. For minor subdivisions up to 3 lots, lot size must

  Dennis Duga Northeast Realty

  000 Green Rd, Woodstock, CT 06281
• 

  Est $484,649 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,658 Sq Ft

  398 Brickyard Rd, Woodstock, CT 06281

  398 Brickyard Rd, Woodstock, CT 06281
• 

  

  /33

  $300,000 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,856 Sq Ft

  12 Beech St, Woodstock, CT 06281

  Prime Woodstock location with the convenience of Putnam's shopping and dining only minutes away! This classic ranch offers solid bones, timeless charm, and incredible potential. Featuring 3 bedrooms, 1.5 baths, original hardwood floors, updated 200-amp electrical, and a 2-car detached garage. A Cozy stone fireplace warms the living room, while a second fireplace highlights the partially finished

  Lauren Heidelberger Berkshire Hathaway NE Prop.

  12 Beech St, Woodstock, CT 06281
• 

  $400,000 Sold Aug 15, 2025

  • 2,080 Sq Ft
  • $192/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1985

  37 Underwood Rd, Woodstock, CT 06281

  Discover the charm and comfort of this beautiful 3 bedroom, one-bathroom home which was completely renovated in 2019! The renovation included a new furnace, hot water heater, electrical panel w/ generator hookup, roof and appliances! The remodel provides you a beautifully updated home with a cozy ambiance perfect in size for a small family or anyone downsizing. You will love the covered

  Belinda Culp Berkshire Hathaway NE Prop.

  37 Underwood Rd, Woodstock, CT 06281
• 

  Est $412,213 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,585 Sq Ft

  299 Barlow Cemetery Rd, Woodstock, CT 06281

  299 Barlow Cemetery Rd, Woodstock, CT 06281
• 

  

  /16

  $109,000 Under Contract

  • Land
  • 3.9 Acres
  • $27,949 per Acre

  00 Route 171 Unit Lot 1, Woodstock, CT 06281

  Discover a lush and serene, nearly 4-acre parcel in the highly sought-after town of Woodstock CT. Located along the scenic Somers Turnpike, this secluded, lightly wooded land offers a beautiful blank canvas for your dream home. Seller can build to suit or purchase land only. There is 113 feet of road frontage with excellent visibility! Perc tests have been ordered and will be completed. Secluded

  Brenda Chubbuck CR Premier Properties

  00 Route 171 Unit Lot 1, Woodstock, CT 06281
• 

  $905,000 Sold Aug 14, 2025

  • 3,600 Sq Ft
  • $251/SF
  • 52 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 2003

  72 Indian Spring Rd, Woodstock, CT 06281

  Motivated Sellers! Check out this four-story custom-built home blends timeless craftsmanship with luxurious modern touches. Designed to showcase breathtaking lake views and sunsets, this home features exposed beams, cathedral ceilings, and oversized windows throughout. Highlights include mahogany front stairs and porches, a stucco and stone exterior, and an on-demand heated driveway. Inside,

  Carol Ryniewicz CR Premier Properties

  72 Indian Spring Rd, Woodstock, CT 06281
• 

  Est $669,165 Not Listed For Sale

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

  6 Grey Fox Landing, Woodstock, CT 06281

  6 Grey Fox Landing, Woodstock, CT 06281
• 

  

  /5

  $47,900 Under Contract

  • Land
  • 2.7 Acres
  • $17,741 per Acre

  0 Center Rd, Woodstock, CT 06281

  Very pretty lot on the corner of Center Rd and Route 197. This is a lot of record with slightly slopping area for the house site, well and septic. Bordered by stone walls. Owner has contracted surveyor and engineer to get it approved as a building lot.Assessor map and deed in ducuments under "other"

  Art Kostapapas Weichert,REALTORS-Four Corners

  0 Center Rd, Woodstock, CT 06281
• 

  $645,000 Sold Aug 11, 2025

  • 2,880 Sq Ft
  • $224/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2006

  18 Jeans Ct, Woodstock, CT 06281

  Fox Run Estates is a cul-de-sac neighborhood established in 2005. There are restrictive covenants, but no HOA fee. Jeans Court is a town maintained road. This Colonial, The Elmwood, is 2880sqft of living space. The main level has hardwood flooring throughout (except the bathroom). Open kitchen has an island that will seat 4, granite counters, and sliders to the newly expanded deck. The kitchen

  Lynn Converse RE/MAX Bell Park Realty

  18 Jeans Ct, Woodstock, CT 06281
• 

  Est $453,126 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,488 Sq Ft

  45 Center Rd, Woodstock, CT 06281

  45 Center Rd, Woodstock, CT 06281
• 

  $680,000 Sold Aug 08, 2025

  • 1,944 Sq Ft
  • $350/SF
  • 30 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1958

  123 Laurel Hill Dr, Woodstock Valley, CT 06282

  Welcome to this one-of-a-kind lakefront retreat on beautiful Lake Bungee! Set on a double lot, this 3,372 sq ft home offers a rare combination of space, charm, and breathtaking views. With 3 bedrooms, 2 full bathrooms, and a layout designed for both relaxation and flexibility, this property is perfect as a year-round residence or a luxurious getaway. The original portion of the home features 2

  Chris Farrell Carbutti & Co., Realtors

  123 Laurel Hill Dr, Woodstock Valley, CT 06282
• 

  Est $509,106 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,938 Sq Ft

  14 Applewood Dr, Woodstock, CT 06281

  14 Applewood Dr, Woodstock, CT 06281
• 

  $422,000 Sold Aug 08, 2025

  • 1,170 Sq Ft
  • $361/SF
  • 28 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  342 County Rd, Woodstock, CT 06281

  **HIGHEST AND BEST OFFERS accepted until Wednesday 7/16 at 12 PM** Step inside this charming single-level ranch set on 2.6 acres and packed with features you'll love! Offering 3 bedrooms and 2 full baths, this home leaves nothing left for you to do except move in. The kitchen flaunts subway tile backsplash, updated flooring, and a pantry accented by a stylish barn door. The showstopper? A

  Kimberly Frasier Real Broker CT, LLC

  342 County Rd, Woodstock, CT 06281
• 

  Est $475,180 Not Listed For Sale

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

  35 Lebanon Hill Rd, Woodstock, CT 06281

  35 Lebanon Hill Rd, Woodstock, CT 06281
• 

  $412,050 Sold Aug 07, 2025

  • 1,803 Sq Ft
  • $229/SF
  • 19 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1982

  853 Pole Bridge Rd, Woodstock, CT 06281

  Escape to your own private country retreat on 10 peaceful acres in Northern Woodstock. Tucked away on a quiet private road near the MA line with easy access to I-84 & I-90, this classic Saltbox-style home by early Woodstock Builders Assoc. blends charm with seclusion. Surrounded by mature woods, stone walls, and wildlife, enjoy year-round natural beauty-from spring blooms to fiery fall foliage.

  Mary Collins Berkshire Hathaway NE Prop.

  853 Pole Bridge Rd, Woodstock, CT 06281
• 

  Est $352,744 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  64 Hawkins Rd, Woodstock Valley, CT 06282

  64 Hawkins Rd, Woodstock Valley, CT 06282
• 

  $430,000 Sold Jul 28, 2025

  • 1,919 Sq Ft
  • $224/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1830

  324 Connecticut 169, Woodstock, CT 06281

  Charming Antique Cape in Desirable South Woodstock Step into timeless charm with this beautifully updated 1,919 sq ft antique Cape nestled in the heart of sought-after South Woodstock. This 3-bedroom - 1 on the first floor, 2 full bath home offers a perfect blend of historic character and modern convenience. Inside, you'll find two cozy fireplaces with wood stove inserts, a thoughtfully remodeled

  Diane White CR Premier Properties

  324 Connecticut 169, Woodstock, CT 06281
• 

  Est $566,795 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,196 Sq Ft

  932 Route 169, Woodstock, CT 06281

  932 Route 169, Woodstock, CT 06281
• 

  $325,000 Sold Jul 25, 2025

  • 1,296 Sq Ft
  • $251/SF
  • 8 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1982

  1534 Route 171, Woodstock Valley, CT 06282

  LOCATION, LOCATION! Right on Mass line and. Close to RI sits this PRIVATE COUNTRY CAPE on 5 ACRES! OVERSIZED 1 car garage (18 x 24) w/ attached breezeway w/ laundry room next to BRIGHT open appliance kitchen w/ BRAND NEW GRANITE counters, skylight for natural light in dining area leads to large 12 x 18 deck for entertaining. HARDWOOD floors in spacious living room w/ wood stove for second source

  Christine Johnson RE/MAX One

  1534 Route 171, Woodstock Valley, CT 06282
• 

  Est $589,630 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,270 Sq Ft

  228 County Rd, Woodstock, CT 06281

  228 County Rd, Woodstock, CT 06281
• 

  $250,000 Sold Jul 25, 2025

  • 1,954 Sq Ft
  • $128/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1979

  298 Child Rd, Woodstock, CT 06281

  Great property for Investor or Flipper this home has potential galore. The home sits on a spacious 2.4 acre lot. This home is going to need renovation and will not qualify for VA or Government financing unless it is a renovation loan. This home is in year 6 of a 25 year solar lease which will need to be transferred to buyer. The home is being sold "As Is" "Where Is". The estate has no funds to

  Rich Marouski Weichert,REALTORS-Four Corners

  298 Child Rd, Woodstock, CT 06281
• 

  Est $502,324 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,747 Sq Ft

  186 Stone Bridge Rd, Woodstock, CT 06281

  186 Stone Bridge Rd, Woodstock, CT 06281
• 

  $677,000 Sold Jul 25, 2025

  • 2,132 Sq Ft
  • $318/SF
  • 7 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1978

  696 Route 197, Woodstock, CT 06281

  Scenic Retreat Property with Stunning Landscaping - Discover this beautifully maintained horse property set on 19.9 acres of lush, landscaped grounds. Enjoy mature trees, colorful gardens, and peaceful outdoor spaces, perfect for relaxing or entertaining. The charming 2-bedroom, 2.5-bathroom home offers modern comforts, stunning craftsmanship, open living spaces with oversized windows and

  The Schlesman Realty Group ERA Key Realty Services

  696 Route 197, Woodstock, CT 06281
• 

  Est $292,438 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  120 Laurel Hill Dr, Woodstock Valley, CT 06282

  120 Laurel Hill Dr, Woodstock Valley, CT 06282
• 

  

  /38

  $677,000 Sold Jul 25, 2025

  • 2,132 Sq Ft
  • $318/SF
  • 9 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1978

  696 Connecticut 197, Woodstock, CT 06281

  Scenic Retreat Property with Stunning Landscaping - Discover this beautifully maintained horse property set on 19.9 acres of lush, landscaped grounds. Enjoy mature trees, colorful gardens, and peaceful outdoor spaces, perfect for relaxing or entertaining. The charming 2-bedroom, 2.5-bathroom home offers modern comforts, stunning craftsmanship, open living spaces with oversized windows and

  The Schlesman Realty Group ERA Key Realty Services

  696 Connecticut 197, Woodstock, CT 06281
• 

  Est $457,500 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,275 Sq Ft

  4 Barber Rd, Woodstock, CT 06281

  4 Barber Rd, Woodstock, CT 06281

Showing Results 121 - 160, Page 4 of 18