19

Woodstock, NY Homes for Sale under $900,000

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  • /37

    $699,000

    $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,991 Sq Ft

    72 Van Dale Rd, Woodstock, NY 12498

    Nestled in a quiet Woodstock neighborhood five minutes from the village center and a short drive from Kingston, The Van Dale offers the privacy of nature without sacrificing convenience. Set on 1.36 acres in a quiet neighborhood, the property is bordered by a private creek that winds through the backyard, creating a peaceful natural setting just minutes from some of the Hudson Valley's most

    Leslie Foti Coldwell Banker Village Green

    72 Van Dale Rd, Woodstock, NY 12498
  • /40

    $825,000

    • 3 Beds
    • 2 Baths
    • 1,532 Sq Ft

    97 John Joy Rd, Woodstock, NY 12498

    Set beside one of Woodstock's most treasured and enduring landscapes, this quintessential Woodstock property unfolds along the edge of the Thorn Preserve--a protected 60-acre expanse celebrated for its sweeping open grasslands, riparian forest, ponds, and the most artist-captured views of Overlook Mountain. Even more remarkable, this landscape is permanently conserved, ensuring that the

    Richard Vizzini Corcoran Country Living

    97 John Joy Rd, Woodstock, NY 12498
  • /34

    $795,000

    • 3 Beds
    • 2 Baths
    • 1,709 Sq Ft

    2614 Glasco Turnpike, Woodstock, NY 12498

    Tucked into the Hillside at Byrdcliffe, halfway up and just below the legendary White Pines of the 300 acre Byrdcliffe sanctuary, is a truly special Woodstock jewel.Hardwood floors flow throughout the easy one-level layout. The spacious living and dining areas fold seamlessly into a generous, bright kitchen, the natural heart of the home. The dining table sits adjacent to a large picture

    Laurie Ylvisaker Coldwell Banker Village Green

    2614 Glasco Turnpike, Woodstock, NY 12498
  • /49

    $799,999

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,372 Sq Ft

    29 Maurizi Ln, Woodstock, NY 12498

    Set on an almost 3-acre wooded lot, this property has so much to offer in a quiet location close to the Village Green. On the main floor, you have a choice of rooms in which to entertain. A generous foyer leads to a comfortable living room with an actual dining room opposite. Beyond that space, a bright, recently redone, cheery eat-in kitchen awaits. Down the hall, for those cozy nights, a

    Henry Ford Coldwell Banker Village Green

    29 Maurizi Ln, Woodstock, NY 12498
  • /63

    $895,000

    $20K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,265 Sq Ft

    15 Chipmunk Ln, Woodstock, NY 12498

    Rarely does a Woodstock home come along with this much soul, flexibility, and built-in opportunity. Tucked away on just over an acre off private Chipmunk Lane, this charming 2265 sq ft Cape Cod cottage style home captures the feeling people come to Woodstock hoping to find: a little privacy, a little magic, a little room to create, and a home that feels deeply personal from the moment you

    Dylan Taft Taft Street Realty, Inc.

    15 Chipmunk Ln, Woodstock, NY 12498
  • /37

    $625,000

    • 3 Beds
    • 1.5 Baths
    • 1,814 Sq Ft

    40 Simmons Dr, Woodstock, NY 12498

    Originally built by the developer of Simmons Drive as his personal home, this spacious Woodstock property offers a rare combination of Village convenience, mountain views, and a peaceful park-like setting.Situated on a quiet no-outlet street, it's just a five-minute stroll to Good Night restaurant, Tinker Street shopping, cafés, galleries, and everything the Village of Woodstock has to

    James Angelakis BHHS HUDSON VALLEY PROP-WDST

    40 Simmons Dr, Woodstock, NY 12498
  • /34

    $799,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,584 Sq Ft

    1 Stone Ridge Ct, Woodstock, NY 12498

    Private Woodstock retreat with a heated in-ground pool, set on 1.21 beautifully landscaped acres located on a quiet cul-de-sac. This spacious 4-bedroom, 2.5-bath home offers 2,584 square feet of versatile living space.The heart of the property is the outdoor space, with a heated 18' x 36' in-ground pool, bluestone patio and mature landscaping creating your own private summer retreat. A

    Susanna Scott-Mitchell Compass Greater NY, LLC

    1 Stone Ridge Ct, Woodstock, NY 12498
  • /91

    $795,000

    • 5 Beds
    • 3 Baths
    • 2,044 Sq Ft

    4868 State Route 212, Willow, NY 12495

    Income Opportunity! This residential property includes a transferable short-term rental license, excellent investment and income-producing potential.Beautifully renovated and thoughtfully updated with numerous high-end upgrades, see below, this versatile 4-5 bedroom, 3-full bath home sits on 3.6 private acres with breathtaking views of Ohayo Mountain, Mount Guardian, Mount Tremper, and

    Ruti kabel Keller Williams Realty HV Nort

    4868 State Route 212, Willow, NY 12495
  • /68

    $865,000

    $113K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,410 Sq Ft

    25-29 Mink Hollow Rd, Woodstock, NY

    Directly across from Cooper Lake and tucked quietly among the trees just minutes from Woodstock, this rare Catskills compound captures the kind of escape buyers dream about but rarely find. Surrounded by woods, mountain air, hiking, legendary fly-fishing waters, and the natural beauty that defines the Catskills, the property offers a unique blend of privacy, flexibility, creative space, and

    Yan Wang Realty One Group Key

    25-29 Mink Hollow Rd, Woodstock, NY
  • /31

    $875,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft

    92 Four Wheel Dr, Willow, NY 12495

    There's a particular kind of quiet in Willow -- the hush of wind through the trees, the far-off ridgeline, the sense that the world has politely paused. Tucked into these woodlands, a renovated, three-level log home rewrites what a cabin can be: the honeyed warmth of timber, yes, but paired with clean-lined updates, contemporary comforts, and an openness that feels closer to a modern mountain

    Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

    92 Four Wheel Dr, Willow, NY 12495
  • /42

    $749,000

    • 3 Beds
    • 2 Baths
    • 1,553 Sq Ft

    145 Tinker St, Woodstock, NY 12498

    In the heart of Woodstock Village, this beautifully reimagined Colonial offers the rare combination of historic character, modern comfort, and true **walk anywhere convenience**. Set beside Tannery Brook, the home is designed to make the most of its stream side setting, with light-filled interiors, an open-concept layout, and two sets of French doors that create an effortless connection to the

    James Billingsley Halter Associates Realty Inc

    145 Tinker St, Woodstock, NY 12498
  • /24

    $600,000

    • Land
    • 28.17 Acres
    • $21,299 per Acre

    465 Sickler Rd, Willow, NY 12495

    28+ Acres in Woodstock with Views Set at the foot of Mt. Tobias and surrounded by protected state and conservancy land on all sides, this exceptional 28+ acre parcel offers a rare opportunity to build with lasting privacy just minutes from the heart of Woodstock. An established driveway leads to a thoughtfully cleared build site where expansive valley and mountain views create a stunning backdrop

    Leigh Bokser Compass Greater NY, LLC

    465 Sickler Rd, Willow, NY 12495
  • /51

    $730,000

    • 2 Beds
    • 1.5 Baths
    • 1,410 Sq Ft

    15 Lake View Dr, Lake Hill, NY 12448

    15 Lake View Drive | Lake Hill, NYA modern Catskills retreat with thoughtful architecture, natural beauty, and Cooper Lake just across the road.Set on three wooded acres in Lake Hill, this distinctive architect-designed contemporary offers a rare combination of privacy, design, and proximity to the best of the Hudson Valley. Tucked among mature trees and dramatic natural

    Mackenzie Grate The Machree Group, LLC

    15 Lake View Dr, Lake Hill, NY 12448
  • /61

    $889,000

    • 4 Beds
    • 3 Baths
    • 2,410 Sq Ft

    25-29 Mink Hollow Rd, Lake Hill, NY 12448

    Yan Wang REALTY ONE GROUP KEY

    25-29 Mink Hollow Rd, Lake Hill, NY 12448
  • /19

    $799,000

    $60K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,562 Sq Ft

    2323 Glasco Turnpike, Woodstock, NY 12498

    A rare Byrdcliffe Colony offering, this 1911 Woodstock artist home sits just off Lower Byrdcliffe Road on a private half-acre of garden, lawn, patio, and woods. Rich with history and creative spirit, the original structure features the classic north-facing artist's window designed for painter's light, along with original beams and woodwork that speak to the home's early 20th-century

    Mark Kanter BHHS HUDSON VALLEY PROP-WDST

    2323 Glasco Turnpike, Woodstock, NY 12498
  • /40

    $865,000

    • 3 Beds
    • 2.5 Baths
    • 2,264 Sq Ft

    168 Cooper Lake Rd, Woodstock, NY 12498

    Set on one of Woodstock's most coveted country roads, this classic home offers the rare combination of timeless charm, privacy, and an exceptional location. Just moments from the heart of Woodstock, yet quietly removed, Cooper Lake Road is known for its scenic beauty, peaceful surroundings, and idyllic walks to nearby Cooper Lake.Originally portion of the house possibly dates to 1875 with

    Melissa Mayes Serhant LLC

    168 Cooper Lake Rd, Woodstock, NY 12498
  • /42

    $799,900

    $195K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,316 Sq Ft

    5 Maverick Terrace, Woodstock, NY 12498

    Tucked away on a peaceful, wooded lane, this inviting home offers the perfect blend of privacy, space, and convenience- just minutes to the heart of Woodstock.Inside, the home opens to an expansive living room anchored by a beautiful brick fireplace, creating a warm and inviting centerpiece for gatherings or quiet evenings. This oversized space includes a full bathroom and flows

    Dominique Musialkiewicz Howard Hanna Rand Realty

    5 Maverick Terrace, Woodstock, NY 12498
  • /38

    $695,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,067 Sq Ft

    18 Playhouse Ln, Woodstock, NY 12498

    Perfectly situated in the heart of Woodstock Village, this charming move-in-ready single-level country cottage is complemented by a separate permitted studio cottage (STR)--an ideal artist's studio, guest cottage, home office, creative retreat, or potential income-producing opportunity. Together, they offer exceptional flexibility just moments from Woodstock's renowned restaurants, galleries,

    Jeanne Rakowski Corcoran Country Living

    18 Playhouse Ln, Woodstock, NY 12498
  • /91

    $795,000

    • 5 Beds
    • 3 Baths
    • 2,044 Sq Ft

    4868 New York 212, Willow, NY 12495

    Income Opportunity! This property includes a transferable short-term rental license, excellent investment and income-producing potential.Beautifully renovated and thoughtfully updated with numerous high-end upgrades, see below, this versatile 4-5 bedroom, 3-bath home sits on 3.6 private acres with breathtaking views of Ohayo Mountain, Mount Guardian, Mount Tremper, and Panther Mountain.

    Ruti kabel Keller Williams Realty HV Nort

    4868 New York 212, Willow, NY 12495

Home Price Trends

Median Sale Price
$720,750
Median Single Family Sale Price
$750,000
Median Townhouse Sale Price
$770,000
Median 2 Bedroom Sale Price
$600,000
Median 1 Bedroom Sale Price
$531,000
Average Price Per Sq Ft
$459
Number of Homes for Sale
19
Last 12 months Home Sales
118
Months of Supply
3.60
Median List Price
$755,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
5%
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