4,425

Woodstock, CT Homes

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  • /27

    $875,000

    • 3 Beds
    • 2.5 Baths
    • 2,160 Sq Ft

    28 Lake View Dr, Woodstock, CT 06281

    The Lake Home That Truly Has It All. This is more than just a charming waterfront- it's the home that checks every box! Set on beautiful Lake Bunggee, this year-round 3-bedroom retreat pairs panoramic water views with irresistible curb appeal and a storybook sense of charm in one of the lake's most desirable locations. Cathedral ceilings flood the home with natural light, while the gourmet

    Jennie Kesselman Berkshire Hathaway NE Prop.

    28 Lake View Dr, Woodstock, CT 06281
  • 37 Underwood Rd, 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
  • /39

    $524,900

    • 3 Beds
    • 2 Baths
    • 2,036 Sq Ft

    36 Dunleavy Dr, Woodstock, CT 06281

    Discover this charming colonial Lakefront home on Roseland Lake, offering 2,036 sq ft of lovely updated living space. Boasting 3 to 4 bedrooms and 2 full baths, this residence combines classic elegance with modern comforts. The home features a spacious 2 1/2 car garage, an oversized shed for ample storage, and was renovated and expanded in 2017, ensuring contemporary finishes and functional

    Diane White CR Premier Properties

    36 Dunleavy Dr, Woodstock, CT 06281
  • 43 Hiawatha Heights, Woodstock Valley, CT 06282

    $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
  • /37

    $549,900

    • 3 Beds
    • 1 Bath
    • 1,323 Sq Ft

    1 Laurel Hill Dr, Woodstock Valley, CT 06282

    Pride of ownership shines in this wonderful year-round ranch nestled in a peaceful cove on fully recreational Lake Bungee!Whether you're looking to fish,swim,kayak,ski,or ice fish this home offers four seasons of fun right from your backyard-complete with your own private dock and stunning view of the nearby waterfall! Thoughtfully updated in 2025 the entire house was given a fresh new look!

    Pat Malek First Choice Realty

    1 Laurel Hill Dr, Woodstock Valley, CT 06282
  • 000 Green 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
  • /40

    $565,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 4,172 Sq Ft

    4 Perrin Rd, Woodstock, CT 06281

    Welcome to the exquisite Ebenezer Stoddard house built in 1800 once an inn for travelers on an early state route. This 4100 sq ft home is filled with character, history and updates for modern convenience, while saving the historic charm! The home resides on an 1.2 acre lot, mostly cleared with plenty of room for family gatherings of any size! Entering the home into an official mudroom - leave

    Kerri Mullen CR Premier Properties

    4 Perrin Rd, Woodstock, CT 06281
  • 72 Indian Spring Rd, 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
  • /40

    $595,000

    • 4 Beds
    • 2 Baths
    • 2,160 Sq Ft

    23 Little Bungee Hill Rd, Woodstock Valley, CT 06282

    The pictures really tell the story with this one. Down a quiet road on a 1.22 acre lot within sight of Lake Bunggee, this 2160 sq ft, 4 Br, 2 Ba home has been rebuilt from the floor joists up. Rich with custom touches and all new electrical, plumbing, insulation, roofing, etc. Pull up the double wide driveway (paved in 2023) to a two car garage (575 sq ft, plus loft), where you'll never get

    Alan Berman Signature Properties of NewEng

    23 Little Bungee Hill Rd, Woodstock Valley, CT 06282
  • 18 Jeans Ct, 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
  • /40

    $659,999

    • 3 Beds
    • 3.5 Baths
    • 3,078 Sq Ft

    39 Grey Fox Landing, Woodstock, CT 06281

    This meticulously cared-for Colonial is nestled in a desirable neighborhood and offers the perfect blend of comfort and versatility. The spacious room above the garage has been beautifully finished, making it ideal for an in-law suite, guest space, or bonus room. The kitchen features granite countertops, stainless steel appliances(all approximately 5 years old), and flows seamlessly into the main

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    39 Grey Fox Landing, Woodstock, CT 06281
  • 342 County Rd, 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
  • /38

    $570,000

    • 4 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    104 Pulpit Rock Rd, Woodstock, CT 06281

    This is a MUST SEE, you will absolutely LOVE this 4 Bedroom 2.5 bath meticulously maintained Colonial style home! Offering a seamless blend of classic charm and modern comfort creating an inviting and functional living environment. High ceilings and abundant natural light illuminate the rich engineered wood floors and detailed crown molding throughout. Enjoy this beautiful kitchen featuring

    Belinda Culp Berkshire Hathaway NE Prop.

    104 Pulpit Rock Rd, Woodstock, CT 06281
  • 123 Laurel Hill Dr, Woodstock Valley, CT 06282

    $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
  • /40

    $679,000

    • 3 Beds
    • 2 Baths
    • 2,669 Sq Ft

    402 Perrin Rd, Woodstock, CT 06281

    Welcome to this charming 2.7-acre property, where functionality meets potential. Perfectly suited for horse enthusiasts, this small yet mighty property provides endless possibilities-whether you're looking to house your own horses, run a boarding business, or provide training. The beautifully remodeled antique home exudes warmth and character, featuring a cozy living room with a wood stove, a

    Kelly Ryan William Raveis Real Estate

    402 Perrin Rd, Woodstock, CT 06281
  • 853 Pole Bridge 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
  • /40

    $600,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 4,096 Sq Ft

    185 Child Hill Rd, Woodstock, CT 06281

    Stunning oversized Ranch beautifully remodeled with modern style and comfort. Spacious, open layout with gleaming hardwoods throughout. The inviting living room features built-in shelving, a stone fireplace with insert, and a large picture window framing manicured landscaping and stone walls. A welcoming front porch enhances the country charm. The newer kitchen boasts Hickory Craft cabinets,

    Mary Collins Berkshire Hathaway NE Prop.

    185 Child Hill Rd, Woodstock, CT 06281
  • 324 Connecticut 169, Woodstock, CT 06281

    $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
  • /40

    $525,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,579 Sq Ft

    28 Route 198, Woodstock Valley, CT 06282

    Discover your dream home in this serene, private setting! This spacious 2,579 sq. ft. residence offers a comfortable and flexible layout with 8 rooms, including 3 bedrooms and 3 bathrooms. . Enjoy formal gatherings in the dining room and relax in the large, living room. The inviting living spaces flow seamlessly, providing ample room for relaxation and entertaining. The first floor features a

    Diane White CR Premier Properties

    28 Route 198, Woodstock Valley, CT 06282
  • 298 Child 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
  • /2

    $549,000 Open Sat 10AM - 12PM

    • 4 Beds
    • 3 Baths
    • 2,150 Sq Ft

    101 Child Hill Rd, Woodstock, CT 06281

    Step back in time with this one-of-a-kind 1830 Greek Revival farmhouse, offering 2,150 sq ft of character and charm on a picturesque 0.90-acre lot surrounded by farm land. Just down the hill from historic Woodstock Hill and the Academy, this setting is as scenic as it is convenient. Inside, wide plank floors and distinctive windows frame beautiful country views, while the front entry showcases

    Kristen Kaskela Berkshire Hathaway NE Prop.

    101 Child Hill Rd, Woodstock, CT 06281
  • /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
  • /20

    $339,500 Open House 9/27

    • 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
  • 1534 Route 171, Woodstock Valley, CT 06282

    $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
  • /15

    $190,000

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    9 Sherman Rd, Woodstock, CT 06281

    Investor Opportunity in Woodstock! Set on a corner lot on a quiet country road, this 2-bedroom ranch offers strong potential for renovation or redevelopment. The home features a classic layout with a spacious living room, fireplace, eat-in kitchen, and full bath. A detached red barn adds charm and versatility - ideal for workshop, horse paddock, storage, or possible conversion. The interior

    Ryan Braunagel Keller Williams Realty Prtnrs.

    9 Sherman Rd, Woodstock, CT 06281
  • 696 Route 197, 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
  • /3

    $149,900

    • Land
    • 3.96 Acres
    • $37,854 per Acre

    0 Connecticut 169, Woodstock, CT 06281

    This parcel features over 700 feet of road frontage on Route 169. Slopes from road and flattens as you approach Bentley Sport Complex to the rear. Will need to perc test. Woodstock Hill location across from The Inn at Woodstock Hill. Nice view.

    Richard Loomis RE/MAX Bell Park Realty

    0 Connecticut 169, Woodstock, CT 06281

Showing Results 41 - 80, Page 2 of 18

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