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Woodstock, CT Homes for Sale

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  • /24

    $595,000

    • Land
    • 100 Acres
    • $5,950 per Acre

    259 Quarry Rd, Woodstock, CT 06281

    Discover the possibilities on this exceptional 100-acre parcel on Quarry Road in scenic Woodstock, Connecticut. Boasting approximately 1,900 feet of road frontage, this expansive property offers a rare combination of privacy, natural beauty, and development potential. The current owner has already cleared three beautiful potential building sites, each positioned to take advantage of the

    Agent Photo

    Carol Ryniewicz

    CR Premier Properties

    (860) 288-3922

    259 Quarry Rd, Woodstock, CT 06281
  • /40

    $674,000

    $16K PRICE DROP Pre-Foreclosure
    • 3 Beds
    • 2.5 Baths
    • 2,626 Sq Ft

    23 Senexet Rd, Woodstock, CT 06281

    Welcome to this stunning 2022-built Colonial set on 2.42 private acres in desirable Woodstock! Tucked back from the road and surrounded by nature, this beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of modern comfort and peaceful country living. Step inside to an inviting open-concept layout featuring gleaming hardwood floors, recessed lighting, and abundant natural

    Agent Photo

    Carol Ryniewicz

    CR Premier Properties

    (860) 792-5958

    23 Senexet Rd, Woodstock, CT 06281
  • /10

    $79,700

    • Land
    • 1.92 Acres
    • $41,510 per Acre

    36 Olde Meadow Rd, Woodstock, CT 06281

    Rare opportunity to secure the last premium homesite in one of Woodstock's most desirable areas, Eastwood Estates. This approved building lot is being offered as part of a custom home package with a local established builder. It is not being offered for sale as "land only" and requires a build contract with the designated builder, PMR Home Design and Expansion. Buyers may choose from thoughtfully

    Agent Photo

    Tina Lajoie

    Signature Properties of N.E.

    (860) 764-3215

    36 Olde Meadow Rd, Woodstock, CT 06281
  • /25

    $369,000

    Open Sat 10AM - 12PM $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    57 Beaver Dam Rd, Woodstock Valley, CT 06282

    Adorable year-round home on Lake Bunggee, ideally located across from a private beach with stunning lake views. The main level features vaulted ceilings and an open-concept layout connecting the living room, dining area, and kitchen. There are two bedrooms on the main floor, along with a finished room on the lower level for added space. Enjoy not only the beautiful lake views but also a private

    Agent Photo

    Carol Ryniewicz

    CR Premier Properties

    (860) 650-2745

    57 Beaver Dam Rd, Woodstock Valley, CT 06282
  • /17

    $75,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 592 Sq Ft

    69 Meadowside Rd, Woodstock, CT 06281

    Your seasonal escape is waiting at Meadowside of Woodstock - a private, gated 100-site co-op campground in Connecticut's Quiet Corner. Lot 69 features TWO structures: a 1999 40-foot Retreat park model with central air, new refrigerator, new deck, and new grill, PLUS a 12x16 log cabin on a concrete slab with electric fireplace and AC. Sleeps 6 total. Fully furnished including brand new sofa.

    Agent Photo

    Robbie Greene Santos

    RE/MAX One

    (860) 854-1636

    69 Meadowside Rd, Woodstock, CT 06281
  • /13

    $799,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    36 Olde Meadow Rd, Woodstock, CT 06281

    TO BE CONSTRUCTED | Starting at $799,900 Welcome to Eastwood Estates, where luxury living meets the natural beauty and tranquility of Woodstock. Set on a picturesque 1.92-acre homesite bordering protected open space and framed by classic New England stone walls, this offering provides a rare opportunity to BUILD a custom home in one of the area's most desirable neighborhoods. Partner with an

    Agent Photo

    Tina Lajoie

    Signature Properties of New England

    (860) 431-3441

    36 Olde Meadow Rd, Woodstock, CT 06281
  • /38

    $359,000

    $16K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 864 Sq Ft

    70 Hawkins Rd, Woodstock Valley, CT 06282

    Welcome to this charming 2-bedroom, 1.5-bath home that offers the perfect blend of comfort and convenience. Ideal for empty nesters, downsizers, or anyone looking for a fantastic condo alternative, this home provides the privacy of single-family living without the hassle HOA. Step inside and enjoy a warm and inviting layout with comfortable living spaces that make the home feel instantly

    Joyce Teixeira Dream Living Realty, LLC

    70 Hawkins Rd, Woodstock Valley, CT 06282
  • /34

    $350,000

    • 3 Beds
    • 1.5 Baths
    • 960 Sq Ft

    40 Old Sawmill Rd, Woodstock, CT 06281

    Welcome to this wonderful 3-bedroom, 1.5-bath home with lake rights in desirable Woodstock. Set well back from the road, the property features a long paved driveway, spacious front yard, and a private backyard designed for enjoyment. Relax by the pool, entertain on the deck, and take advantage of the large Kloter Farms shed for additional storage. As an added bonus, the backyard abuts undeveloped

    John Downs Berkshire Hathaway NE Prop.

    40 Old Sawmill Rd, Woodstock, CT 06281
  • /14

    $199,900

    • 2 Beds
    • 1 Bath
    • 1,248 Sq Ft

    1226 Route 169, Wood Stock, CT 06281

    First time offered under the community District (Woodstock Zoning Regulations Aricle II, section B.2) in North Woodstock. This unique property offers an opportunity to design your living space with an office on the side, or maybe even an in-law! Lots of possibilities to make this just what you need. Vinyl siding, windows and roof in good shape. Easy access to major highway. 200 amp electric.

    Amy Vinal Pine Knoll Real Estate

    1226 Route 169, Wood Stock, CT 06281
  • /4

    $85,000

    • Land
    • 21,780 Sq Ft
    • $170,000 per Acre

    0 Baxter Rd Unit 24177023, Woodstock, CT 06281

    Build your dream home near the lake! This unique offering includes two adjoining parcels being sold together for a combined total of approximately 0.7 acres. The primary 0.5-acre parcel features a beautiful cleared and level homesite with open grassy space, ideal for new construction. Previous perc testing and a site development plan in 2008 outlines proposed home placement, septic system, and

    Donna Bertram Signature Properties of N.E.

    0 Baxter Rd Unit 24177023, Woodstock, CT 06281
  • /40

    $267,500

    $83K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,640 Sq Ft

    1250 Route 171, Woodstock, CT 06281

    Welcome to this charming colonial with stenciled details that add character & style! This delightful antique property is the perfect fixer upper and features 3 bedrooms, 1 and a 1/2 bathrooms, and a clapboard exterior. Situated on a 0.9 acre lot, this home boasts a garden in the side yard and a large backyard, perfect for outdoor enjoyment. Additionally, a shed provides convenient storage for

    Kara Mazzola First Choice Realty

    1250 Route 171, Woodstock, CT 06281
  • /40

    $2,640,000

    $200K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 10,908 Sq Ft

    5 Brookside Ln, Woodstock, CT 06281

    Exceptional pride of ownership is evident in this rare opportunity to acquire a 14-unit multifamily asset in Woodstock, CT, with the option to combine with an additional 14 units at Pinecrest Apartments for portfolio sale. Built in 1987, the property features tenant-paid utilities with individual hot water heaters and electrical subpanels in every unit-supporting efficient operations and strong,

    Lisa Cozzi Century 21 AllPoints Realty

    5 Brookside Ln, Woodstock, CT 06281
  • /22

    $299,900

    • Land
    • 79 Acres
    • $3,796 per Acre

    00 Ide Perrin Rd, Woodstock, CT 06281

    On a private road surrounded by unspoiled natural beauty, this remarkable 79-acre property offers exceptional privacy and endless potential. Two brooks enhance the landscape - Lebanon Brook along the western boundary and Porter Pond Brook to the east. The land features a mix of wetlands and highlands, heavily wooded with abundant timber resources. Create your secluded homestead in the wilderness

    Catherine Howard Berkshire Hathaway NE Prop.

    00 Ide Perrin Rd, Woodstock, CT 06281
  • /33

    $589,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,970 Sq Ft

    186 Brickyard Rd, Woodstock, CT 06281

    Enjoy the beautiful landscaping of this custom oversized ranch. Located on 6 acres, Recently cleared, private back yard perfect for entertaining, recreation and maybe a chicken or two. Double deck off the kitchen, that leads to above ground pool. This is your perfect summer spot! Kitchen with breakfast nook updated cabinets and stainless appliances, tile... Dining room follows kitchen to a one

    Amy Vinal Pine Knoll Real Estate

    186 Brickyard Rd, Woodstock, CT 06281
  • /5

    $99,000

    • Land
    • 3.5 Acres
    • $28,286 per Acre

    Lot 03-2 New Sweden Rd, Woodstock, CT 06281

    This site is well off the road, and ready to go. The driveway is owned, and the neighbor has a right of way over it. Once past the neighbors property, rise up to the building site. The site is level and open, and the lot then slopes down to the south and west. This portion of the land is wooded. Conduit for power is in place. Agent related to seller.

    Lynn Converse RE/MAX Bell Park Realty

    Lot 03-2 New Sweden Rd, Woodstock, CT 06281
  • /19

    $349,900

    • 2 Beds
    • 1.5 Baths
    • 1,894 Sq Ft

    133 Route 198, Woodstock Valley, CT 06282

    This sprawling country style ranch home has plenty of space! Over 1800 sq.ft of living space all on one level. Street card states 2 bedrooms but the house is arranged and used as a 3-4 bedroom. Cozy eat in kitchen with built in dining area. Formal living room has a stone fireplace and hardwood flooring. Formal dining room. Family room is huge but currently used as the seller's primary bedroom,

    Robin Smith RE/MAX Bell Park Realty

    133 Route 198, Woodstock Valley, CT 06282
  • /2

    $335,000

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

    0 Route 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 Route 171, Woodstock, CT 06281
  • /27

    $450,000

    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    83 Dodge Rd, Woodstock, CT 06281

    Set in the charming town of Woodstock and minutes from the Massachusetts line, this 3-bedroom, 2.5-bath home offers space, flexibility, and a layout ideal for both everyday living .The home includes two primary suites- rare find! Inside, you'll find a spacious living room with vaulted ceilings and a propane fireplace, creating a warm and inviting focal point. The large kitchen features abundant

    Skyla Gagnon RE/MAX Bell Park Realty

    83 Dodge Rd, Woodstock, CT 06281
  • /40

    $1,450,000

    • 3 Beds
    • 5.5 Baths
    • 6,394 Sq Ft

    1374 Route 171, Woodstock Valley, CT 06282

    Set on 10.3 private acres in desirable Woodstock Valley, "Blue Heron Glade" offers a rare blend of privacy, natural beauty, and thoughtfully designed living spaces in Connecticut's Quiet Corner. A long private driveway with a charming cobblestone bridge leads to this exceptional property surrounded by stone walls, abundant wildlife, and a large pond frequented by blue herons. The main residence

    Kristen Kaskela Berkshire Hathaway NE Prop.

    1374 Route 171, Woodstock Valley, CT 06282
  • /39

    $520,000

    $29K PRICE DROP
    • 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

    $699,000

    $76K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,855 Sq Ft

    60 Indian Spring Rd, Woodstock, CT 06281

    Perched above the shoreline of private Witches Woods Lake, this fully furnished waterfront retreat offers breathtaking water views, exceptional privacy, and a rare sense of tranquility. Brand-new multi-level TimberTech decks spanning roughly 800 square feet create an expansive outdoor living experience, perfectly positioned for entertaining, relaxing, or simply taking in the beauty of the lake

    Jennie Kesselman Berkshire Hathaway NE Prop.

    60 Indian Spring Rd, Woodstock, CT 06281
  • /7

    $85,000

    • Land
    • 38,332 Sq Ft
    • $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

    $2,850,000

    • 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
  • /2

    $525,000

    Open Sat 1PM - 3PM Coming Soon
    • 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
  • /39

    $650,000

    Open Sun 10AM - 12PM Coming Soon
    • 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
  • /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
  • /28

    $401,000

    • 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. 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 the main floor, creating an inviting ambiance. The

    Keely Smith Real Broker CT, LLC

    70 Red Cedar Rd, Woodstock Valley, CT 06282
  • /40

    $589,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,672 Sq Ft

    863 Route 198, Woodstock, CT 06281

    $5,000 Closing cost credit if under deposit by 6/9!! Exceptional 2600+ SF Colonial on 2+ acres in desirable Woodstock commuter location under 45 mins to Hartford & Worcester, MA in Woodstock Academy district! This 3 bedroom, 2.5 bath home welcomes you w/a stunning open foyer and cathedral ceilings that create an immediate sense of space. Hardwood and tile flooring extend throughout most of the

    Jared Meehan RE/MAX Bell Park Realty

    863 Route 198, Woodstock, CT 06281
  • /39

    $880,000

    • 4 Beds
    • 5 Baths
    • 5,087 Sq Ft

    48 Grey Fox Landing, Woodstock, CT 06281

    Welcome to this exceptional custom-built ranch, perfectly situated at the end of a peaceful cul-de-sac in South Woodstock. Offering a great blend of luxury, comfort, and versatility, this impressive home boasts 2,822 square feet of beautifully designed main-level living space, with over 5000 square feet of total finished living area including the private in-law apartment above the garage and the

    Lynn Converse RE/MAX Bell Park Realty

    48 Grey Fox Landing, Woodstock, CT 06281
  • /28

    $399,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,132 Sq Ft

    1063 Lebanon Hill Rd, Southbridge, MA 01550

    This sprawling 3 bed, 2 bath ranch has been cherished for many years, and is ready for its next chapter. Filled with warmth and character, this home offers generously sized living spaces perfect for both everyday living and entertaining. Two fireplaces create cozy gathering spots, adding charm and comfort throughout.A standout feature is the potential in-law setup, complete with its own kitchen,

    Lexie Brunet Brunet & Company Real Estate LLC

    1063 Lebanon Hill Rd, Southbridge, MA 01550
  • /6

    $150,000

    • Land
    • 4.25 Acres
    • $35,294 per Acre

    406 Sabin St, Putnam, CT 06260

    Rare opportunity to acquire a potential residential development site located within a Qualified Opportunity Zone in Putnam. Previously approved subdivision plans in 2008 along with updated conceptual plans completed in 2022 provide valuable groundwork for future development. The property was designed for a proposed 12-unit subdivision with city water and sewer available, offering excellent future

    Andrea Kazantzis, CCIM Kazantzis Real Estate, LLC

    406 Sabin St, 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 $573,091.
How many homes have sold over the last 12 months in Woodstock, CT?
96 homes have sold in Woodstock, CT over the last 12 months.
What is the average household income in Woodstock, CT?
The average household income in Woodstock, CT is $125K.
What are the most popular zip codes in Woodstock, CT?
The most popular zip codes in Woodstock, CT include 06281, 06282, 01550, 06255 and 01571.
How much do you need to make to afford a house in Woodstock?
The median home price in Woodstock is $475,000. If you put a 20% down payment of $95,000 and had a 30-year fixed mortgage with an interest rate of 6.48%, your estimated principal and interest payment would be $2,400 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $103K a year to afford the median home price in Woodstock. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Woodstock is $125K.
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 Rectory School, Putnam Science Academy and Tantasqua Regional High School. Browse all the schools in Woodstock, CT to learn more.

Home Prices in Woodstock, CT

Home Price Trends

Median Sale Price
$450,000
Median Single Family Sale Price
$477,500
Median 2 Bedroom Sale Price
$415,000
Median 1 Bedroom Sale Price
$226,500
Average Price Per Sq Ft
$290
Number of Homes for Sale
14
Last 12 months Home Sales
96
Months of Supply
1.80
Median List Price
$475,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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