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Woodstock, CT Homes for Sale

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  • /31

    $999,000

    • 4 Beds
    • 3 Baths
    • 3,480 Sq Ft

    19 Hiawatha Heights, Woodstock Valley, CT 06282

    Price Improvement!!! RARE PRIVATE LAKEFRONT GEM: PICTURE WINDOWS FRAME PANORAMIC VIEWS & A COVETED SECLUDED FLAT LOT! Welcome to your sanctuary on Lake Bunggee in Woodstock, CT. This 3,480 sq ft fully renovated 4BR/3BA home offers unparalleled private living. Boasting 113 ft of direct, private lake frontage and a coveted flat lot for effortless water access. Expansive picture windows frame

    Agent Photo

    Kimberly Amundarain

    Executive Real Estate Inc.

    (860) 370-3421

    19 Hiawatha Heights, Woodstock Valley, CT 06282
  • /40

    $549,900 Open Sat 11AM - 12:30PM

    • 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
  • /17

    $235,000

    • Land
    • 5 Acres
    • $45,988 per Acre

    00 Joy Rd, Woodstock, CT 06281

    "Life is a Joy on Joy Road" Nestled in the heart of Woodstock, CT, this stunning 5.11-acre building lot offers the perfect balance of peaceful seclusion and easy access to modern conveniences. Surrounded by lush woodlands and gently rolling terrain, this property provides an idyllic setting for your dream home, offering privacy, natural beauty, and a connection to nature. Despite its serene

    Agent Photo

    Elizabeth Scranton

    Kazantzis Real Estate, LLC

    (860) 846-4563

    00 Joy Rd, Woodstock, CT 06281
  • /18

    $895,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,925 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
  • /11

    $925,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,500 Sq Ft

    0 Joy Rd, Woodstock, CT 06281

    Luxury Ranch-Style Home To Be Built by DHS Copeland Builders - Woodstock, Ct Offered on a Private 5-Acre Parcel - Bring Your Plans or Use Ours! Discover the perfect blend of elegance and tranquility with this to-be-built luxury ranch-style home by the renowned DHS Copeland Builders. Centrally located in the heart of Woodstock, CT, this rare 5-acre parcel offers the ideal canvas for your dream

    Agent Photo

    Elizabeth Scranton

    Kazantzis Real Estate, LLC

    (860) 813-2921

    0 Joy Rd, Woodstock, CT 06281
  • /40

    $674,900 Open Sun 10AM - 12PM

    • 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

    $719,900

    • 4 Beds
    • 5 Baths
    • 3,795 Sq Ft

    64 May Brook, Woodstock, CT 06281

    Welcome to 64 May Brook, a beautiful home set on a cul-de-sac in Woodstock with one of the healthiest lawns you'll find, complete with fruit trees, a playscape, and more. Step into the open foyer with a graceful turned staircase. To the right, a convenient first-floor suite awaits, while to the left a cozy den connects seamlessly to the formal dining room. The heart of the home is the kitchen,

    Jared Meehan RE/MAX Bell Park Realty

    64 May Brook, Woodstock, CT 06281
  • /27

    $875,000 Open Sat 11AM - 1PM

    • 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
  • /40

    $600,000

    • 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
  • /40

    $895,000 Open Sun 10AM - 12PM

    • 4 Beds
    • 2.5 Baths
    • 3,114 Sq Ft

    55 Lebanon Hill Rd, Woodstock, CT 06281

    Wake up to sunrises over the water on your own 8.9-acre private waterfront retreat. This beautifully updated year-round home blends quality craftsmanship with serene natural beauty. Enjoy mahogany doors, hardwood floors, newer windows, and a gourmet KITCHEN with Brunahans cabinets, Handy dumbwaiter to bring up items from garage, granite counters, stainless appliances, and island seating. Open

    Mary Collins Berkshire Hathaway NE Prop.

    55 Lebanon Hill Rd, Woodstock, CT 06281
  • /40

    $575,000 Open Sun 10AM - 12PM

    • 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
  • /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
  • /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
  • /38

    $575,000

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

    104 Pulpit Rock Rd, Woodstock, CT 06281

    This 4 Bedroom 2.5 bath meticulously maintained Colonial style home offers 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 custom Brunarhans cabinetry and granite countertops,

    Belinda Culp Berkshire Hathaway NE Prop.

    104 Pulpit Rock 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
  • /17

    $124,900

    • Land
    • 8 Acres
    • $16,653 per Acre

    0 Rocky Hill Rd Unit 24123768, Woodstock, CT 06281

    Discover the perfect blend of privacy and convenience with this 7.5-acre approved building lot, set back from the road for a peaceful, secluded setting. This cleared property is ready for your dream home with two completed perk tests in separate locations and one septic design already in place, streamlining the building process. Currently approved for a 3 bedroom home but very possible that it

    Sheena Ruggirello Real Broker CT, LLC

    0 Rocky Hill Rd Unit 24123768, Woodstock, CT 06281
  • /34

    $418,000

    • 3 Beds
    • 3 Baths
    • 2,339 Sq Ft

    50 Crooked Trail, Woodstock, CT 06281

    This is a large raised ranch with all 3 bedrooms on the main level. The primary bedroom has it's own full bath. The kitchen and living rooms are bright and open. The living room features a wood burning fireplace. There is a deck off the kitchen. The lower level is finished with a third full bathroom, study with access to a ground level deck, and a family room with a beautiful coal stove for added

    Lynn Converse RE/MAX Bell Park Realty

    50 Crooked Trail, Woodstock, CT 06281
  • /18

    $450,000

    • 4 Beds
    • 1 Bath
    • 1,144 Sq Ft

    285 E Quasset Rd, Woodstock, CT 06281

    Discover the charm of lakeside living on peaceful Quasset Lake in Woodstock, CT. This cozy 4-bedroom, 1-bathroom cottage offers the perfect blend of comfort and country serenity. Set on a 0.84-acre lot with apx. 150 feet of private shoreline, it's an ideal retreat for boating, fishing, or simply enjoying peaceful waterfront views. The finished walk-out lower level extends the living space, making

    Jason Saphire www.HomeZu.com

    285 E Quasset 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
  • /39

    $524,900 Open Sat 10AM - 12PM

    • 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
  • /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
  • /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
  • /5

    $290,000

    • 2 Beds
    • 1.5 Baths
    • 1,196 Sq Ft

    10 Laurel Hill Dr, Woodstock Valley, CT 06282

    LOCATION, LOCATION, LOCATION!!!! This cozy 2-3 bedroom ranch is nestled on .40 of an acre lot with views of Lake Bunggee. Lake Bunggee is a private lake association for residents only. Access to the beach and boat launch is across the street. The roof is only 10 years old, electrical was updated and new wood decks on each side of the home. One floor living including a woodburning fireplace for

    Simonne Corriveau KW Legacy Partners

    10 Laurel Hill Dr, Woodstock Valley, CT 06282
  • /29

    $449,900

    • 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 Internatiomal Realty

    1669 Route 169, Woodstock, CT 06281
  • /27

    $285,000

    • 2 Beds
    • 1 Bath
    • 1,125 Sq Ft

    28 Oak Dr, Woodstock Valley, CT 06282

    LAKE LIFE IN WOODSTOCK. This charming year-round home in Woodstock, CT, offers a unique opportunity to embrace a peaceful lake lifestyle. Built in 1955, the residence sits on a generous 1.1-acre multi-tiered lot, providing ample privacy and seasonal lake views. KEY FEATURES: Deeded Beach Rights: Enjoy direct access to Bungee Lake with deeded beach rights, including access to association beaches

    Donna Copeland William Raveis Real Estate

    28 Oak Dr, Woodstock Valley, CT 06282
  • /38

    $555,000

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

    101 Child Hill Rd, Woodstock, CT 06281

    Welcome to this beautiful & idyllic colonial, sitting off of Woodstock Hill! The views are outstanding! This home is known as the " White House" by the locals and in walking distance to the Academy!Drive up the long paved driveway and walk up the stairs to an expansive NEW TREX decking overlooking the countryside. Step inside the remodeled kitchen where you have an inset window seat, with higher

    Skyla Gagnon RE/MAX Bell Park Realty

    101 Child Hill 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
  • /23

    $29,900

    • 1 Bed
    • 1 Bath
    • 300 Sq Ft

    25 Route 197 Unit Lot 40, Woodstock, CT 06281

    Price Improvement! Welcome to your home away from home! This is your opportunity to own your very own campsite located in in the beautiful Meadowside of Woodstock community! Included is a 1995 33' Corsica Cobra 30BH trailer that has been well cared for. The trailer has a queen bed and a bunk room with two additional sleeping bunks, a full bath with a standup shower and an eat-in kitchen. There is

    Keri Roy Kazantzis Real Estate, LLC

    25 Route 197 Unit Lot 40, 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
  • /5

    $375,000 Coming Soon

    • 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

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 $575,151.
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 01571.
How much do you need to make to afford a house in Woodstock?
The median home price in Woodstock is $549,900. If you put a 20% down payment of $110,000 and had a 30-year fixed mortgage with an interest rate of 6.56%, your estimated principal and interest payment would be $2,800 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $120K 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
$450,000
Median Single Family Sale Price
$552,450
Median Townhouse Sale Price
$299,166
Median 2 Bedroom Sale Price
$275,000
Average Price Per Sq Ft
$272
Number of Homes for Sale
19
Last 12 months Home Sales
92
Months of Supply
2.50
Median List Price
$549,900
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
8%
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