23

Woodstock, CT Homes for Sale

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  • /25

    $379,000 Open Sat 11AM - 1PM

    • 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

    $85,000

    • 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
  • /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
  • /14

    $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 N.E.

    (860) 431-3441

    36 Olde Meadow Rd, Woodstock, CT 06281
  • /34

    $749,900

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

    234 Pole Bridge Rd, Woodstock, CT 06281

    Here's your chance to own you personal private oasis! Nestled way back away off the beaten path, this property comes with over 25 acres, multiple level clearings with ample opportunity, heart shaped pond, abundance of wildlife, amazing sunsets, etc. This truly is a property of a lifetime! If you want privacy and love the outdoors, this is a dream come true. At the same time, it's perfect for

    Matthew Huberdault Byrnes Real Estate Company

    234 Pole Bridge Rd, Woodstock, CT 06281
  • /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
  • /39

    $534,000

    • 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
  • /38

    $745,000

    • 2 Beds
    • 2 Baths
    • 1,855 Sq Ft

    60 Indian Spring Rd, Woodstock, CT 06281

    Brand-new multi-level TimberTech decks spanning roughly 800 square feet anchor the back of this fully furnished and beautifully renovated lakeside home on private Witches Woods Lake, creating an expansive outdoor haven for hosting, unwinding, and breathing in the calm of true waterfront living. With breathtaking views and direct frontage, the home has been thoughtfully updated in recent years

    Jennie Kesselman Berkshire Hathaway NE Prop.

    60 Indian Spring Rd, Woodstock, CT 06281
  • /40

    $635,000

    • 3 Beds
    • 2.5 Baths
    • 2,604 Sq Ft

    63 May Brook, Woodstock, CT 06281

    First time offered, original owner & WBA built 2,600 sq. ft. Ranch located in a desired area of Woodstock. This home features 3 bedrooms, 2.5 bathrooms, first floor laundry, designated office space, 2 car oversized garage, along with a finished walk-up second floor bonus room over the garage. The kitchen has plenty of working space, granite counters, along with an eating space overlooking the

    Ryan LaJoie Johnston & Associates Real Estate, LLC

    63 May Brook, Woodstock, CT 06281
  • /40

    $639,900

    • 3 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    22 Sheppards Landing, Woodstock, CT 06281

    Discover classic New England charm nestled in Connecticut's idyllic "Quiet Corner." Perfectly situated on a peaceful cul-de-sac, this impeccably updated home offers an incredible lifestyle with close proximity to state parks, swimming, and a welcoming local community. With manicured grounds and a fully integrated solar system, you can look forward to ultra-low electric bills just in time for the

    Jonathan Archer William Raveis Real Estate

    22 Sheppards Landing, Woodstock, CT 06281
  • /39

    $599,900

    • 3 Beds
    • 2.5 Baths
    • 2,672 Sq Ft

    863 Route 198, Woodstock, CT 06281

    Exceptional 2600+ SF Colonial on 2+ acres offering space, efficiency & a fantastic layout in a desirable Woodstock commuter location! 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 1st floor, while the family room features brand new carpeting and abundant

    Jared Meehan RE/MAX Bell Park Realty

    863 Route 198, Woodstock, CT 06281
  • /40

    $398,000

    • 3 Beds
    • 2.5 Baths
    • 1,632 Sq Ft

    50 Old Sawmill Rd, Woodstock, CT 06281

    Set within the Bungee Lake community in Woodstock Valley, this home offers a comfortable layout with peaceful surroundings and water views. The property sits on a flat, open 0.6-acre lot, providing usable outdoor space for recreation, gatherings, or everyday enjoyment. This home offers 1,632 sq ft of living space with 3 bedrooms and 2 full bathrooms. The primary bedroom on the upper level

    Darius Baturo Berkshire Hathaway NE Prop.

    50 Old Sawmill Rd, Woodstock, CT 06281
  • /38

    $359,000

    • 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
  • /40

    $305,000

    • 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

    • 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
  • /32

    $465,000

    • 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
  • /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
  • /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
  • /3

    $39,000

    • Land
    • 13,068 Sq Ft
    • $130,000 per Acre

    0 Oak Dr, Woodstock, CT 06281

    The closest you can be to the waterfront, without the waterfront price! HERE'S YOUR CHANCE AT AN AFFORDABLE BUILDING SITE WITH WATER RIGHTS TO BUNGAY LAKE. SWIM, FISH, AND BOAT OR COME SIT BY THE WATER AND RELAX. 20 min to Day Kimball Hospital, close to 84 & I90, easy access to Worcester and Boston. 4 Oak Dr was sold for 490k in 2024 (new construction on 0.3 Acres).

    Elizabeth Vernes Find Real Estate LLC

    0 Oak Dr, 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

    $505,000 Open Sat 10:30AM - 12PM

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

    35 Lebanon Hill Rd, Woodstock, CT 06281

    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 50-year

    Joshua Patraw eXp Realty

    35 Lebanon Hill 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

    $424,900

    • 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

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 $548,490.
How many homes have sold over the last 12 months in Woodstock, CT?
99 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, 01550, 06255, 06277 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 6.37%, your estimated principal and interest payment would be $2,370 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $102K a year to afford the median home price in Woodstock. Learn how much home you can afford with our Home Affordability Calculator.
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 Trends in Woodstock, CT

Housing Trends

Median Sale Price
$445,000
Median Single Family Sale Price
$500,000
Median Townhouse Sale Price
$333,333
Median 1 Bedroom Sale Price
$268,000
Average Price Per Sq Ft
$280
Number of Homes for Sale
13
Last 12 months Home Sales
99
Months of Supply
1.60
Median List Price
$475,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
5%
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