20

Woodstock, CT Homes for Sale

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  • /40

    $549,900

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

    4 Perrin Rd, Woodstock, CT 06281

    House was withdrwan due to bad winter weather only. Historic elegance meets modern comfort in the Ebenezer Stoddard House (c. 1800), a former inn offering 4,172 sq ft, 5 bedrooms, and 3.5 baths on 1.2 acres in Woodstock's sought-after Quiet Corner. Original charm shines through wide-plank floors, exposed beams, multiple fireplaces, 2 stair cases , while recent updates include a modernized kitchen

    Agent Photo

    Divya Kataria

    Berkshire Hathaway NE Prop.

    (860) 410-4201

    4 Perrin 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
  • /33

    $665,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 2,250 Sq Ft

    239 Barlow Cemetery Rd, Woodstock, CT 06281

    Enjoy this beautiful, like-new, well-cared for 2250 square foot 3 bedroom, 3 full bath home in picturesque Woodstock setting. Private but yet convenient to major routes. Home features hardwood floors on main level with an open floor plan. Eat in Kitchen has stainless steel appliances, granite countertops, tile backsplash and a gas range. Kitchen also features Cubitac white shaker style cabinets.

    Brad Favreau RE/MAX Bell Park Realty

    239 Barlow Cemetery 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

    $689,000 Open Sat 10AM - 12PM

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

    29 Crooked Trail Extension, Woodstock, CT 06281

    Now offered for the spring market, this exceptional waterfront home on Witches Woods Lake is ready to be enjoyed in its most vibrant season. Set on nearly an acre with approximately 200 feet of direct waterfront, this 4-bedroom, 2-bath home offers 2,630 sq. ft. of inviting living space. The main level features a warm, functional layout with a stone fireplace, built-ins, sunroom, and a flexible

    Lauren Heidelberger Berkshire Hathaway NE Prop.

    29 Crooked Trail Extension, Woodstock, CT 06281
  • /38

    $375,000

    • 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

    $320,000

    • 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

    $485,000

    • 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
  • /35

    $325,000 Open Thu 5PM - 7PM

    • 3 Beds
    • 1 Bath
    • 1,176 Sq Ft

    1968 Route 198, Woodstock, CT 06281

    Lovingly cared for and thoughtfully updated over nearly 20 years, this inviting 3-bedroom ranch offers comfort, charm, and room to enjoy both inside and out. Set on almost an acre in Woodstock, just minutes from the Massachusetts border, the property has been well maintained and improved over time. Inside, the bright main level features wainscoting through the kitchen, living area, and hallway,

    Lauren Heidelberger Berkshire Hathaway NE Prop.

    1968 Route 198, 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
  • /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
  • /29

    $489,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 1,863 Sq Ft

    Unlisted Address

    Move in ready 3 bedroom 3 bath ranch style home. This home has a long list of updates- new doors, flooring, interior painting,new kitchen cabinets,granite counter tops, new stove and microwave (2020) and so much more. Partially finished space with a bathroom in the basement, over an acre of land. You won't want to miss your opportunity.

    Beth Ann Dion eXp Realty

    Unlisted Address
  • /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
  • /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
  • /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
  • /2

    $65,000

    • Land
    • 0.3 Acre
    • $216,667 per Acre

    18 Hemlock Dr, Woodstock, CT 06281

    Looking for an opportunity to live in a private lake community? Let your dream unfold here!! Build your dream home on this Approved building lot in the Lake Bunggee district, just a 5-minute stroll to the nearest association beach! Previous owner obtained Zoning, Wetlands, and Septic approvals (2022 Approved septic plan available). Current owners cleared the lot, making it one step closer to

    Lori Ciccarelli RE/MAX One

    18 Hemlock Dr, Woodstock, CT 06281

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 $534,118.
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 06282, 06281, 01550, 01571 and 06259.
How much do you need to make to afford a house in Woodstock?
The median home price in Woodstock is $449,950. If you put a 20% down payment of $90,000 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $2,240 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $96K 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
$435,000
Median Single Family Sale Price
$475,750
Median Townhouse Sale Price
$333,333
Median 1 Bedroom Sale Price
$268,000
Average Price Per Sq Ft
$277
Number of Homes for Sale
13
Last 12 months Home Sales
99
Months of Supply
1.60
Median List Price
$449,950
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
1%
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