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Woodstock, CT Homes for Sale

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  • /40

    $529,900 Open Sat 10AM - 11:30AM

    • 4 Beds
    • 2.5 Baths
    • 1,887 Sq Ft

    71 Rawson Rd, Woodstock, CT 06281

    Discover a timeless blend of history and modern comfort at 71 Rawson Road, a lovingly modernized 1800s Colonial-style farmhouse located off a serene country road in Woodstock, CT. This distinguished "gentleman's farm" encompasses 1,887 sq ft of living space with 4 well-appointed bedrooms and 2 1/2 baths-perfectly poised for today's lifestyle while retaining classical New England charm. Step

    Agent Photo

    James Duffer

    RISE REC

    (860) 787-8530

    71 Rawson Rd, Woodstock, CT 06281
  • /38

    $475,000

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

    211 New Sweden Rd, Woodstock, CT 06281

    Sellers are motivated! Welcome home to this classic Colonial nestled on a 2-acre country lot in desirable Woodstock! Built in 2004, this spacious 2,016 sq. ft. home offers 3 bedrooms, 2.5 baths, and a layout designed for comfortable everyday living. The main level features a bright living room, formal dining area, and a large kitchen ready for your personal touch. Upstairs, you'll find three

    Agent Photo

    Carol Ryniewicz

    CR Premier Properties

    (860) 590-6977

    211 New Sweden Rd, Woodstock, CT 06281
  • /19

    $895,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,300 Sq Ft

    36 Olde Meadow Rd, Woodstock, CT 06281

    TO BE CONSTRUCTED: Welcome to Eastwood Estates - Luxury Living in the Heart of Woodstock! Discover the elegance and tranquility of Eastwood Estates. If you're looking for privacy, this 1.92 acre lot borders open space with lovely stone walls. Modern Farmhouse home design is stunning with timeless curb appeal. Some exterior features: white clapboard siding, gabled dormers, and a welcoming covered

    Agent Photo

    Tina Lajoie

    William Raveis Real Estate

    (860) 407-5265

    36 Olde Meadow Rd, Woodstock, CT 06281
  • /39

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 2,952 Sq Ft

    26 Center Rd, Woodstock, CT 06281

    Tucked away on one of Woodstock's most desirable roads, this immaculate 2,952 sq. ft. home is set on 3.5 private acres at the end of a long driveway. The property includes six garage bays-ideal for those needing exceptional storage or vehicle capacity. Freshly painted and in like-new condition, it offers ideal first-floor living with a spacious primary suite and laundry on the main level. The

    John Downs Berkshire Hathaway NE Prop.

    26 Center Rd, Woodstock, CT 06281
  • /40

    $585,000

    • 3 Beds
    • 3 Baths
    • 1,672 Sq Ft

    86A County Rd, Woodstock, CT 06281

    Nestled on a private road in Eastford lies this absolute gem! There has not been such a magnificent property available in this recent market! Over 10 glorious, private acres of lush grass and mature trees. 5 car garage with car lift, heat and all the hobbyist dreams of for workshop space and amenities. Carport opens to a foyer and invites you to the inlaw. A show stopper in itself completely

    Amy Brunet Brunet and Company Real Estate

    86A County Rd, Woodstock, CT 06281
  • /40

    $774,900 Open Sun 10AM - 12PM

    • 4 Beds
    • 2.5 Baths
    • 3,662 Sq Ft

    189 Center Rd, Woodstock, CT 06281

    A beautifully maintained colonial nestled in one of Woodstock's most picturesque settings with many recent updates. Offering the perfect blend of traditional New England charm and modern comfort, featuring 4 bedrooms, 2.5-baths and spanning nearly 3,000 square feet. (Additional 664 sq ft in basement) Upon arrival you are greeted with a front farmers porch, step inside to discover 9' ceilings

    Mark Tetreault, II RE/MAX Bell Park Realty

    189 Center Rd, Woodstock, CT 06281
  • /40

    $725,000

    • 4 Beds
    • 2 Baths
    • 2,630 Sq Ft

    29 Crooked Trail Extension, Woodstock, CT 06281

    Experience the beauty of lakefront living on one of Woodstock's most sought-after destinations-Witches Woods Lake. This rare offering boasts over 200 feet of direct waterfront with a private dock and captivating views. Built in 1982 and offering more than 2,500 sq. ft. of living space, this 4-bedroom, 2-bath home is designed for both comfort and connection. The bright, open-concept main level

    Lauren Heidelberger Berkshire Hathaway NE Prop.

    29 Crooked Trail Extension, Woodstock, CT 06281
  • /39

    $549,000

    • 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
  • /40

    $659,900

    • 4 Beds
    • 3.5 Baths
    • 4,536 Sq Ft

    101 Center Rd, Woodstock, CT 06281

    This beautiful sprawling custom colonial is set on 9 acres of land at the end of a winding long driveway and surrounded by open area. Grand living spaces with cathedral ceilings and a floor to ceiling fireplace, tons of natural light, 4 bedrooms & 3.5 bathrooms, a 1500 sqft in-law suite with additional bedroom, new appliances, spacious 2 car garage, and an out building with electricity and

    Jeff Valentine William Pitt Sotheby's Int'l

    101 Center Rd, Woodstock, CT 06281
  • /40

    $535,000

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

    4 Perrin Rd, Woodstock, CT 06281

    Seller is highly motivated! Price has been adjusted! Bring all offers! 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

    Kerri Mullen CR Premier Properties

    4 Perrin Rd, Woodstock, CT 06281
  • /40

    $569,000

    • 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
  • /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
  • /29

    $394,900

    • 3 Beds
    • 2 Baths
    • 2,006 Sq Ft

    1820 Route 197, Woodstock, CT 06281

    2003 Built Ranch on 4.04 Acres with Solar Panels completely owned by the seller. NO Solar Lease!! Start saving as soon as you close. Large applianced kitchen with breakfast bar and center island. good sized living room on main level and 2 more partially finished rooms on the walk out lower level. 2 to 3 bedrooms on the main level and 2 full baths. Lower level has a rough plumbed bath ready to

    Earl Melendy RE/MAX One

    1820 Route 197, Woodstock, CT 06281
  • /37

    $439,900 Open Sat 11:30AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,306 Sq Ft

    134 New Sweden Rd, Woodstock, CT 06281

    Charming Cape on a Beautiful Level Lot! Welcome home to this inviting Cape featuring a warm and welcoming fireplaced living room with Split rail balcony and vaulted ceiling, perfect for relaxing or entertaining. The spacious eat-in kitchen offers plenty of natural light and functionality for everyday living. Enjoy central air conditioning for year-round comfort and unwind on the classic farmers

    Cary Marcoux RE/MAX Bell Park Realty

    134 New Sweden Rd, Woodstock, CT 06281
  • /34

    $399,900

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

    278 Child Rd, Woodstock, CT 06281

    Welcome home to this charming Cape, set on a beautiful lot in Woodstock! Inside, find an open living room filled with natural light from the picture window, offering easy access to the back deck — perfect for enjoying crisp fall days. The kitchen and dining area feature a built-in hutch, stainless steel appliances, granite countertops, a large center island, and plenty of cabinet space for all

    Heather Armbruster Lamacchia Realty, Inc.

    278 Child Rd, Woodstock, CT 06281
  • /40

    $420,000

    • 3 Beds
    • 2 Baths
    • 1,506 Sq Ft

    417 Dugg Hill Rd, Woodstock, CT 06281

    There's such a great layout in this spacious contemporary raised ranch! It has vaulted ceilings in the center of the home where you will find an open kitchen, dining and living space. On one side is a large primary suite with full bath and on the other side there's another full bath, a family room with fireplace and two secondary bedrooms. If you need additional space, there's plenty more

    Loni Wright RE/MAX Bell Park Realty

    417 Dugg Hill Rd, Woodstock, CT 06281
  • /40

    $450,000

    • 3 Beds
    • 1.5 Baths
    • 1,476 Sq Ft

    55 Pond View Dr, Woodstock, CT 06281

    Nestled in the corner of the lovely waterfront community of Muddy Pond is where you will find this beautifully maintained 3 bed/1.5 bath gem! This spacious 1476 sq ft home located on a 1.1 acre private lot is perfect for entertaining! Cozy up to the beautiful Vermont Castings wood stove during the chilly winter months! In the Summer, take a 5-minute stroll down to the town beach or sit in your

    Lisa Perry CR Premier Properties

    55 Pond View Dr, Woodstock, CT 06281
  • /28

    $254,900

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft

    5 Woodstock Hills Dr, Woodstock, CT 06281

    Charming Condo in a Peaceful, Convenient Location-- Discover this inviting 2-bedroom, 1.5-bath 1,080 sq ft 5 room townhouse condo nestled in a quiet, private community of just 14 homes. Enjoy the warmth of a wood-burning fireplace in the open concept living room/dining room and well equipped kitchen. Step out of the sliding glass doors onto your private back deck - a perfect spot to relax and

    Jennifer Albanesi Berkshire Hathaway NE Prop.

    5 Woodstock Hills Dr, Woodstock, CT 06281
  • /16

    $109,000

    • 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
  • /28

    $349,900

    • Land
    • 79 Acres
    • $4,429 per Acre

    00 Ide Perrin Rd, Woodstock, CT 06281

    On a private road with Unspoiled Splendor - 79 Acres with 2 brooks on the property. Lebanon Brook on the west side and Porter Pond brook on the east. Some wetlands mixed with some highlands and lots of trees. Absolute seclusion possibe with enough lumber to build and heat your home forever. Carve your homestead out of the Wilderness amongst other large acreage parcels. 300' Road Frontage on Ide

    Catherine Howard Berkshire Hathaway NE Prop.

    00 Ide Perrin Rd, Woodstock, CT 06281
  • /19

    $299,999

    • 2 Beds
    • 1 Bath
    • 708 Sq Ft

    19 Route 197, Woodstock, CT 06281

    Country living in Woodstock means more than just a house it's a lifestyle of privacy, space, and possibility. With 1.5 acres of open and lightly wooded land, this property invites you to garden, raise chickens or small livestock, or simply enjoy the peace of a private rural setting. And with the Massachusetts border just minutes away, you'll find the perfect balance between country tranquility

    Beth Fournier Compass Connecticut, LLC

    19 Route 197, Woodstock, CT 06281
  • /31

    $424,000

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

    381 Bungay Hill Rd, Woodstock, CT 06281

    Situated in tranquil Woodstock, this spacious four bedroom Cape is the ultimate hidden treasure. It's calm, tree-lined 4.23 acres opens up to offer a large yard to allow space for all of your outdoor activities. Inside, you will be met with a smooth-flowing layout, 9ft ceilings, and plenty of natural lighting. The first level homes two sizeable bedrooms that transition into the main living space

    Anna Marsh BHHS Realty Professionals

    381 Bungay Hill Rd, Woodstock, CT 06281
  • /35

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft

    328 County Rd, Woodstock, CT 06281

    Charming Farmhouse located on a picturesque 1.2 acre corner lot in Woodstock CT! This 3 bedroom, 2 bath home blends historic charm with modern comfort. Featuring hardwood floors throughout, a spacious living room with cozy fireplace, and a large dining room perfect for gatherings. The cozy kitchen opens to a low-maintenance Trex deck, which is ideal for relaxing or entertaining while enjoying

    Shiloh Therrien The Neighborhood Realty Group

    328 County Rd, Woodstock, CT 06281
  • /7

    $85,000

    • Land
    • 0.88 Acre
    • $96,591 per Acre

    0 Aplin Hill Ln, Woodstock, CT 06282

    The perfect blend of privacy and community. Lot 4 is the only rear lot in this quiet Woodstock Valley cul-de-sac, a rare chance to build in a growing neighborhood while enjoying the privacy of a wooded .88-acre setting. Conservation land borders the northern and eastern edges, creating a natural buffer that sets this lot apart from the rest. With construction now underway on neighboring Lots 3, 5

    Kristen Kaskela Berkshire Hathaway NE Prop.

    0 Aplin Hill Ln, Woodstock, CT 06282
  • /40

    $1,100,000

    • 5 Beds
    • 4 Baths
    • 5,079 Sq Ft

    76 Mill Brook Ln, Woodstock, CT 06281

    Tucked away on 6.5 private acres in the prestigious MillBrook Estates, this 5,000+ sq ft custom home offers an exceptional blend of elegance, functionality, and luxury. A long paved drive leads to this stately residence, featuring 5 bedrooms, multiple living areas, and rich architectural details throughout. The grand foyer with a hydraulic chandelier sets the tone for the craftsmanship found

    Katie Totten William Raveis Real Estate

    76 Mill Brook Ln, Woodstock, CT 06281
  • /29

    $439,900

    • 3 Beds
    • 2.5 Baths
    • 1,682 Sq Ft

    70 Laurel Hill Dr, Woodstock Valley, CT 06282

    Get ready to fall in love with this fully renovated colonial, just one minute from the beach and offering stunning water views! What was once a charming 1,200 sq ft Cape has been recently completely reimagined into a spacious 1,600 sq ft Colonial. This like-new home now boasts 3 bedrooms, 2.5 bathrooms, and a fresh, modern layout perfect for everyday living and entertaining. The heart of the home

    Katelyn Battista Real Broker CT, LLC

    70 Laurel Hill Dr, Woodstock Valley, CT 06282
  • /39

    $1,250,000

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

    1669 Route 169, Woodstock, CT 06281

    Welcome to Hilltop Meadows-a one-of-a-kind, 60-acre luxury hay farm nestled in Connecticut's scenic "Quiet Corner." Set high above Route 169 in North Woodstock, this breathtaking property offers rolling meadows, mature forests, and serene privacy just 60 miles from Boston and 150 from Manhattan. The heart of the property is a newly updated 2-bed, 2-bath, 2,340 sq ft farmhouse blending historic

    Ryan De Lello William Pitt Sotheby's International Realty

    1669 Route 169, Woodstock, CT 06281
  • /39

    $2,500,000

    • 3 Beds
    • 4.5 Baths
    • 4,655 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
  • /39

    $1,836,000

    • 4 Beds
    • 3.5 Baths
    • 5,104 Sq Ft

    175 Pulpit Rock Rd, Woodstock, CT 06281

    A once-in-a-generation opportunity. Please visit this stunning Georgian estate situated on 55 hilltop acres in desirable Woodstock, CT. Enjoy breathtaking long views all the way to Rhode Island! A few of the exceptional assets offered include an elegant in-law apartment, a large 6 stall horse barn with office, an inviting in-ground pool, and 25 acres of fenced open pasture. As you approach the

    John Downs Berkshire Hathaway NE Prop.

    175 Pulpit Rock Rd, Woodstock, CT 06281
  • /32

    $475,000

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    56 Laurel Hill Dr, Woodstock Valley, CT 06282

    Charming 3-Bedroom Home on Double Lot - Lake Bunggee Waterfront Access! Discover the potential of this charming 3-bedroom home nestled in the heart of Connecticut's Quiet Corner, just steps from beautiful Lake Bunggee. Set on a spacious double lot, this property is waiting for your personal touches-bring your tools and imagination to make it your own! Enjoy lake life year-round with a walk-out

    Vivian Kozey CR Premier Properties

    56 Laurel Hill Dr, Woodstock Valley, CT 06282
  • /2

    $29,900

    • Land
    • 0.5 Acre
    • $59,800 per Acre

    0 Hemlock Dr, Woodstock Valley, CT 06282

    Woodstock, CT - Half-Acre Lot Near Lake Bungee. Opportunity awaits on this beautiful 1/2-acre parcel on Hemlock Drive, just steps from scenic Lake Bungee. This residential lot offers the ideal setting for your future getaway or year-round home in one of northeastern Connecticut's most desirable lake communities. Enjoy peaceful surroundings, nearby beaches, and easy access to outdoor recreation

    Peter Vamvilis Coldwell Banker Realty

    0 Hemlock Dr, Woodstock Valley, CT 06282
  • /2

    $335,000

    • Land
    • 34.6 Acres
    • $9,682 per Acre

    0 Connecticut 171, Woodstock, CT 06281

    Spanning just over 37 acres this raw land parcel offers a picturesque pond and a wooded landscape, creating a versatile setting with a variety of potential uses. A rare opportunity to own a large tract of land in a lovely location.

    Nicole Gleason CR Premier Properties

    0 Connecticut 171, Woodstock, CT 06281
  • /2

    $99,900

    • Land
    • 12 Acres
    • $8,325 per Acre

    00 Prospect St, Woodstock, CT 06281

    Discover the perfect canvas for your dream home or private retreat on this stunning 12-acre parcel located in scenic Woodstock, Connecticut. This unique piece of land offers a peaceful setting with a blend of rolling topography, mature trees, and a beautiful pond-ideal for nature lovers, homesteaders, or anyone seeking privacy and serenity. The land features varied elevations, providing

    Mateusz Chojnicki CR Premier Properties

    00 Prospect St, Woodstock, CT 06281
  • /36

    $405,000

    • 4 Beds
    • 2 Baths
    • 1,411 Sq Ft

    20 Harrissville Rd, Putnam, CT 06260

    This delightful Cape Cod-style home, with its four bedrooms and two bathrooms, truly embodies the essence of homeownership pride, characterized by its warmth and inviting charm. Nestled on a picturesque .40-acre lot, the property boasts mature gardens and expansive park-like grounds, offering a tranquil escape from the outside world. Inside, the entire home is adorned with polished hardwood

    Jennifer Jackson Berkshire Hathaway NE Prop.

    20 Harrissville Rd, Putnam, CT 06260

Why Live in Woodstock

When successful New York businessman Henry Bowen built a pink summer home in the countryside of Woodstock, he started a trend that continues in the Connecticut town today. Transplants and visitors from across the Northeast, particularly New York, ...

Frequently Asked Questions

What is the average home price in Woodstock, CT?
Homes for sale in Woodstock, CT have an average home price of $598,749.
How many homes have sold over the last 12 months in Woodstock, CT?
92 homes have sold in Woodstock, CT over the last 12 months.
What are the most popular zip codes in Woodstock, CT?
The most popular zip codes in Woodstock, CT include 06281, 06282, 01550, 06255 and 06277.
How much do you need to make to afford a house in Woodstock?
The median home price in Woodstock is $527,450. If you put a 20% down payment of $105,500 and had a 30-year fixed mortgage with an interest rate of 6.17%, your estimated principal and interest payment would be $2,580 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $111K a year to afford the median home price in Woodstock.
How are the schools in Woodstock, CT?
Woodstock, CT has highly rated public and private schools. Some of the best schools in Woodstock based on Niche Grades are Tantasqua Regional High School, The Woodstock Academy and Union Elementary School. Browse all the schools in Woodstock, CT to learn more.

Home Trends in Woodstock, CT

Housing Trends

Median Sale Price
$477,000
Median Single Family Sale Price
$525,700
Median Townhouse Sale Price
$333,333
Average Price Per Sq Ft
$271
Number of Homes for Sale
24
Last 12 months Home Sales
92
Months of Supply
3.10
Median List Price
$527,450
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
13%
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