19

Woodstock, CT Homes for Sale with Acreage

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  • /40

    $549,900

    • 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
    • 5.11 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

    • 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
  • /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
  • /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
  • /3

    $149,900

    • Land
    • 3.96 Acres
    • $37,854 per Acre

    0 Connecticut 169, Woodstock, CT 06281

    This parcel features over 700 feet of road frontage on Route 169. Slopes from road and flattens as you approach Bentley Sport Complex to the rear. Will need to perc test. Woodstock Hill location across from The Inn at Woodstock Hill. Nice view.

    Richard Loomis RE/MAX Bell Park Realty

    0 Connecticut 169, Woodstock, CT 06281
  • /31

    $448,500

    • 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
  • /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
  • /40

    $565,000 Open Sat 12PM - 2PM

    • 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
  • /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
  • /38

    $570,000

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

    104 Pulpit Rock Rd, Woodstock, CT 06281

    This is a MUST SEE, you will absolutely LOVE this 4 Bedroom 2.5 bath meticulously maintained Colonial style home! Offering 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

    Belinda Culp Berkshire Hathaway NE Prop.

    104 Pulpit Rock 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
  • /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
  • /2

    $430,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,560 Sq Ft

    15 Windswept Dr, Woodstock, CT 06281

    Welcome to this inviting 3-bedroom, 3-bathroom home nestled on a quiet cul-de-sac in Woodstock, CT. Bursting with curb appeal, this property blends comfort, character, and convenience. It's just 7 minutes to the Massachusetts border and 6 minutes to Bigelow Hollow State Park, offering the best of both privacy and easy access to nature and amenities. Inside, you'll find a welcoming layout with a

    Ashley Walker Brunet and Company Real Estate

    15 Windswept Dr, Woodstock, CT 06281

Home Trends in Woodstock, CT

Housing Trends

Median Sale Price
$456,000
Median Single Family Sale Price
$526,400
Median Townhouse Sale Price
$299,166
Median 2 Bedroom Sale Price
$275,000
Average Price Per Sq Ft
$269
Number of Homes for Sale
22
Last 12 months Home Sales
95
Months of Supply
2.80
Median List Price
$539,450
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
9%
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