Woodstock, NY Homes

/35
Est $2,140,824 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 3,322 Sq Ft
12 Rock Ledge Rd, Woodstock, NY 12498

12 Rock Ledge Rd, Woodstock, NY 12498

/37
$1,675,000 Pending
- 3 Beds
- 2 Baths
- 2,960 Sq Ft
46 Playhouse Lane Extension, Woodstock, NY 12498

Once-in-a-Generation Opportunity: Private Estate in the Heart of Woodstock VillageTucked away in the very center of Woodstock, this rare private estate offers an extraordinary combination of space, seclusion, and potential. Lovingly held by the same family for over 40 years, the property spans nearly 8 acres, with a vast open meadow—larger than a football field—offering unmatched privacy

Nan Potter Potter Realty

46 Playhouse Lane Extension, Woodstock, NY 12498
$465,000 Sold Dec 23, 2024
- 1,666 Sq Ft
- $279/SF
- 63 Days On Market
- 4 Beds
- 1.5 Baths
- Built 1964
78 van de Bogart Rd, Woodstock, NY 12498

Updated Home on a Streamside corner lot! This 4 bedroom one and a half bath home has a sunny, spacious living room with fireplace and a balcony overlooking the 1-acre landscaped yard, perfect spot to relax and listen to the bustling stream. Large eat in kitchen with plenty of cabinets, three bedrooms and a full bath complete the main level. Lower level has a large den with second fireplace and

Nicole Polito Coldwell Banker Village Green

78 van de Bogart Rd, Woodstock, NY 12498

/34
Est $793,359 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,742 Sq Ft
165 California Quarry Rd, Woodstock, NY 12498

165 California Quarry Rd, Woodstock, NY 12498

/33
$799,000 Pending
- 5 Beds
- 5 Baths
- 3,085 Sq Ft
603-607 Wittenberg Rd, Mount Tremper, NY 12457

An opportunity to own a beloved Woodstock property while realizing an excellent revenue stream! High-profile property at well-trafficked intersection combining retail space with three living units generating multiple income flows - or live on-site and run your own next-door business. Situated on almost an acre in a magical, forested setting on both sides of Little Beaver Kill with mountain views.

Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

603-607 Wittenberg Rd, Mount Tremper, NY 12457
/24
$455,000 Sold Dec 23, 2024
- 1,279 Sq Ft
- $356/SF
- 64 Days On Market
- 3 Beds
- 2 Baths
- Built 1942
296 Yerry Hill Rd, Woodstock, NY 12498

Charming Woodstock Cottage with Old World CharmDiscover this delightful 1,279 sq. ft. home in the heart of Woodstock, New York. Built in 1942, this residence combines timeless character with modern updates. Featuring 3 bedrooms and 2 full bathrooms, enjoy high ceilings throughout and beautiful wide pine wood floors.You'll weather any storm with an automatic propane generator in

Benjamin Armento Coldwell Banker Village Green

296 Yerry Hill Rd, Woodstock, NY 12498

/2
Est $1,010,735 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,638 Sq Ft
2588 Glasco Turnpike, Woodstock, NY 12498

2588 Glasco Turnpike, Woodstock, NY 12498

/39
$589,000 Pending
- 2 Beds
- 1 Bath
- 1,039 Sq Ft
148 Hutchin Hill Rd, Shady, NY 12409

Discover the enchanting blend of rustic charm and modern elegance with this smartly renovated 1949s classic cottage, offering the quintessential Woodstock lifestyle for full timers or weekenders, only 8min from the center of town. This house is a testament to tranquility and gracious living on an intimate scale, enveloped by two acres of gardens and serene woodland.Step into a world where

Mario Geissler Four Seasons Sotheby's Int'l R

148 Hutchin Hill Rd, Shady, NY 12409
/31
$607,000 Sold Dec 20, 2024
- 1,756 Sq Ft
- $346/SF
- 35 Days On Market
- 2 Beds
- 2 Baths
- Built 1934
328 Ohayo Mountain Rd, Woodstock, NY 12498

Nestled on one of Woodstock's most desirable roads and an easy 3 minutes into Woodstock, this charming 1,750-square-foot home offers perfect peace and privacy. This plateau on the mountain section of Ohayois known fondly as 'Rainbow Hill,' because rainbows pop up regularly following summer afternoon showers.Set back on 1.6 acres, you'll find mature landscaping which creates a lovely sense of

Laurie Ylvisaker Coldwell Banker Village Green

328 Ohayo Mountain Rd, Woodstock, NY 12498

/20
Est $1,767,776 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 3,473 Sq Ft
324 Upper Byrdcliffe Rd, Woodstock, NY 12498

324 Upper Byrdcliffe Rd, Woodstock, NY 12498

/38
$585,000 Pending
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
3 Oriole Dr, Woodstock, NY 12498

Set in the quiet surroundings of Woodstock, this thoughtfully renovated ranch-style home offers over 2,000 square feet of comfortable living space. With three bedrooms and hardwood floors throughout the main level, the layout is open and welcoming.At the center of the home is a bright, spacious living room with a brick fireplace—ideal for relaxing evenings. It flows into a dining area and

Mario Geissler Four Seasons Sotheby's Int'l R

3 Oriole Dr, Woodstock, NY 12498
/41
$575,000 Sold Dec 20, 2024
- 1,842 Sq Ft
- $312/SF
- 26 Days On Market
- 4 Beds
- 2 Baths
- Built 1935
47 van de Bogart Rd, Woodstock, NY 12498

Back on market! Now is your chance. Buyer backed out for personal reasons having nothing to do with the house. Set well back from the road and sited on 4+ acres, this wonderful 1935 farmhouse has been updated over the years yet retains its original charm and character. The grounds are lovely with established perennials, level grassy meadow and woods to the rear. The front entry leads you through

Amy Lonas Coldwell Banker Village Green

47 van de Bogart Rd, Woodstock, NY 12498

/35
Est $423,049 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,358 Sq Ft
14 Manor Dr, Woodstock, NY 12498

14 Manor Dr, Woodstock, NY 12498

/41
$650,000 Pending
- 3 Beds
- 1.5 Baths
- 2,290 Sq Ft
1807 Glasco Turnpike, Woodstock, NY 12498

Edible Acres! with Mountain Views, Stream, and Unexpected CharmBest and Final offers are due by Tuesday, July 8th at 10 am.This timeless 3-bedroom, 1.5-bath home offers 2,300 +/- sq. feet of inviting, light-filled space. Set on 1.73 acres with surprises at every turn - a forested path, rock outcroppings, the Tynekill stream boarders on side, a lush rolling lawn, multiple gardens.

Melissa Mayes Serhant LLC

1807 Glasco Turnpike, Woodstock, NY 12498
/19
$225,000 Sold Dec 17, 2024
- Land
- 6 Acres
- $36,645 per Acre
- 374 Days On Market
24 Velvet Underpass, Woodstock, NY 12457

A rare opportunity to build your Catskill Mountain escape or year-round dream home on the coveted Velvet Underpass in Mount Tremper. A natural spring onsite and multiple streams flowing around the 6.14 acres with moss, rock outcroppings and mountains views in the distance make this parcel exceptionally special.. Property is located between Woodstock and Phoenicia off of Abbey Road. Year-round

Amy Owens Coldwell Banker Village Green

24 Velvet Underpass, Woodstock, NY 12457

Est $681,532 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,838 Sq Ft
17 Forest Dr, Woodstock, NY 12498

17 Forest Dr, Woodstock, NY 12498

/29
$725,000 Pending
- 3 Beds
- 2 Baths
- 1,928 Sq Ft
207 Elwyn Dr, Woodstock, NY 12498

Bright, Spacious, Ranch Just Minutes from Woodstock. Welcome to this beautifully updated 3-bedroom, 2-bath ranch at the end of a quiet cul-de-sac in a, friendly, established neighborhood between Woodstock and Bearsville. Step inside and feel instantly at home. Natural light pours through the windows, highlighting warm hardwood floors and a bright open layout, with skylights above adding

Brenda Graf Corcoran Country Living

207 Elwyn Dr, Woodstock, NY 12498
/40
$549,000 Sold Dec 16, 2024
- 684 Sq Ft
- $803/SF
- 4 Days On Market
- 2 Beds
- 1 Bath
- Built 1930
1979 Glasco Turnpike, Woodstock, NY 12498

WOODSTOCK Cottage with STUDIO building and writers cabin on 2.5 Acres. The moment you enter through double French doors to the main home- you're inside an open floor plan drenched in sunlight (3 SKYLIGHTS). HIGH END JOTUL FIREPLACE. Architect designed, ENORMOUS SCREENED IN PORCH with SOARING CEILINGS and hardwood floors made of hand hewn wood. Extra space can accommodate large diner

Maria Gianas The Machree Group, LLC

1979 Glasco Turnpike, Woodstock, NY 12498

Est $353,328 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,105 Sq Ft
31 Yerry Hill Rd, Woodstock, NY 12498

31 Yerry Hill Rd, Woodstock, NY 12498

/23
$719,000 Pending
- 3 Beds
- 1 Bath
- 1,595 Sq Ft
5 Briarwood Ln, Woodstock, NY 12498

Architect-Designed Mid-Century Modern Retreat Overlooking a Year-Round Stream!Tucked away at the end of a quiet cul-de-sac and perched high above a meandering year-round stream, this architect-designed mid-century modern home offers the rare combination of total privacy and effortless access to the heart of Woodstock, NY.With its signature California-style high ceilings and clean

Mark Kanter BHHS HUDSON VALLEY PROP-WDST

5 Briarwood Ln, Woodstock, NY 12498
/33
$824,000 Sold Dec 16, 2024
- 2,654 Sq Ft
- $310/SF
- 82 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1958
73 Ratterman Rd, Woodstock, NY 12498

Prime & Private Woodstock Location; tucked away on a quiet country road just minutes from the heart of the village, this well-loved home is spacious yet intimate, with a great flow. Check off all your boxes: vaulted and beamed ceilings, three ensuite bedrooms, a sun-room, a totally quiet country road, a yard and pool. Large picture windows in every room look out over the green of the Catskills

Ita McAteer BHHS HUDSON VALLEY PROP-WDST

73 Ratterman Rd, Woodstock, NY 12498

/2
Est $453,619 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,581 Sq Ft
36 Yerry Hill Rd, Woodstock, NY 12498

36 Yerry Hill Rd, Woodstock, NY 12498

/47
$1,050,000 Pending
- 2 Beds
- 1.5 Baths
- 1,673 Sq Ft
76-78 Mid Mountain Way, Woodstock, NY 12498

Nestled atop Mid Mountain, just five minutes from the heart of Woodstock, this enchanting eight-acre property welcomes you via a long and winding drive that sets the tone for what awaits: a hidden retreat that feels worlds away. Originally the home of an early Woodstock creative, the residence radiates a timeless charm—private, whimsical, and steeped in inspiration. Set amid lush trees and backed

Laurie Ylvisaker Coldwell Banker Village Green

76-78 Mid Mountain Way, Woodstock, NY 12498
/24
$549,000 Sold Dec 11, 2024
- 1,000 Sq Ft
- $549/SF
- 24 Days On Market
- 2 Beds
- 2 Baths
- Built 2024
18 Vandermark Rd, Woodstock, NY 12498

Easy living at its finest! Move right into this energy efficient, new construction, 2 bedroom 2 bath modern home just minutes outside of the Village of Woodstock. Enjoy the true feeling of bringing the outdoors in, with large windows and sliding glass doors throughout the entire home that allow the natural light to flood the house. Take advantage of the open-concept living and dining area with

Zachary Jarvis Berkshire Hathaway Homeservice

18 Vandermark Rd, Woodstock, NY 12498

/26
Est $390,075 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
21 Overlook Dr, Woodstock, NY 12498

21 Overlook Dr, Woodstock, NY 12498

/17
$399,000 Pending
- 2 Beds
- 1 Bath
- 1,181 Sq Ft
16 Delisio Ln, Woodstock, NY 12498

Charming Mid-Century Woodstock Artist's Retreat2 Bed | 1 Bath | 1 Acre | North-Facing Studio | FireplaceStep into a timeless mid-century haven nestled in the heart of Woodstock's artistic legacy. This lovingly maintained 2-bedroom, 1-bath home offers a rare blend of privacy, inspiration, and convenience.Ideal for creatives and nature lovers alike, the home features a

Mark Kanter BHHS HUDSON VALLEY PROP-WDST

16 Delisio Ln, Woodstock, NY 12498
/37
$952,500 Sold Dec 11, 2024
- 1,152 Sq Ft
- $827/SF
- 36 Days On Market
- 3 Beds
- 3 Baths
- Built 1986
53 Blueberry Hill Rd, Bearsville, NY 12409

This newly renovated, charming log home offers the perfect balance of rustic charm and modern up-grades. Nestled at the end of a private road, it's just three miles from the vibrant Village of Woodstock. Originally built by the same hands that logged Blueberry Hill, this authentic log cabin has been uniquely updated while maintaining its original character.The main floor features an inviting

Diana Polack Compass Greater NY, LLC

53 Blueberry Hill Rd, Bearsville, NY 12409

/23
Est $357,137 Not Listed For Sale
- 3 Beds
- 1 Bath
- 988 Sq Ft
39 Overlook Dr, Woodstock, NY 12498

39 Overlook Dr, Woodstock, NY 12498

/43
$599,000 Pending
- 2 Beds
- 1.5 Baths
- 1,092 Sq Ft
66-68 Webster Rd, Woodstock, NY 12498

Rare Opportunity in the Historic Byrdcliffe Arts Colony, Woodstock, NYDiscover this charming 1906 arts colony property in the heart of the renowned Byrdcliffe Arts Colony, a nationally recognized landmark of American arts and crafts heritage. This cozy one-story home offers 1,092 square feet with 2 bedrooms, 1.5 bathrooms, and a warm, inviting fireplace. The stone patio and seasonal

Benjamin Armento Coldwell Banker Village Green

66-68 Webster Rd, Woodstock, NY 12498
$635,000 Sold Dec 09, 2024
- 2,315 Sq Ft
- $274/SF
- 17 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1996
5 Boggs Hill Rd, Woodstock, NY 12498

Nestled on 3.62 acres sits expansive ranch offering 3 bedrooms with two and a half baths located just minutes to the village of Woodstock. Set off the road, this home ensures effortless living with all your essential spaces on one floor, ideal for accessibility and comfort. Step inside to find beautiful hardwood floors that run throughout most of the home, paired with high ceilings that create a

Megan Rios Berardi Realty

5 Boggs Hill Rd, Woodstock, NY 12498

/33
Est $586,810 Not Listed For Sale
- 2 Beds
- 1 Bath
- 865 Sq Ft
192 Broadview Rd, Woodstock, NY 12498

192 Broadview Rd, Woodstock, NY 12498

/35
$215,000 Pre-Foreclosure
- 1 Bed
- 1 Bath
- 390 Sq Ft
23 Cross Patch Rd, Willow, NY 12495

Cross Patch Cabin, Willow - Woodstock, NY - Dreaming of a peaceful retreat to call home? Look no further than 23 Cross Patch Rd, nestled in the serene Silver Hollow area of Willow, just outside Woodstock. This charming cabin is the perfect escape for those seeking tranquility away from the daily hustle. Inside, the cozy cabin features a wood stove to keep you warm during the colder months, with

Allison Morelle Coldwell Banker Village Green

23 Cross Patch Rd, Willow, NY 12495
/33
$1,050,000 Sold Nov 27, 2024
- 2,180 Sq Ft
- $482/SF
- 181 Days On Market
- 3 Beds
- 4 Baths
- Built 2010
190 Grog Kill Rd, Willow, NY 12495

Spectacular Custom Log Home - Form meets function in this masterpiece built by a master builder. From the site prep to the foundation to the mechanicals to all three levels of the house, no expense was spared in building from the ground up the right way. The result is a stunningly beautiful, highly functional and efficient home. Lumber was milled on site. Cherry and white pine trim and moldings

Peter Cantine Halter Associates Realty

190 Grog Kill Rd, Willow, NY 12495

Est $579,947 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,071 Sq Ft
403 Wittenberg Rd, Bearsville, NY 12409

403 Wittenberg Rd, Bearsville, NY 12409

/27
$430,000 Under Contract
- 3 Beds
- 1.5 Baths
- 1,365 Sq Ft
38 Arnold Dr, Woodstock, NY 12498

Beautiful location minutes from Woodstock village center. This home is convenient yet protected at the end of a cul de sac with privacy in the back yard and lawn surrounded by woods. Enjoy the layout which offers several places to gather and office on the ground floor.Brick fireplace on each floor, one with wood stove insert. Beautiful oak floors and a bluestone patio just outside the

Laura Prince Hudson Dwellings Realty

38 Arnold Dr, Woodstock, NY 12498
/42
$460,000 Sold Nov 26, 2024
- 749 Sq Ft
- $614/SF
- 23 Days On Market
- 1 Bed
- 1 Bath
- Built 1934
285 Wittenberg Rd, Bearsville, NY 12409

Once home to a renowned artist, this entirely reimagined boho cabin embodies the spirit of modern Woodstock living. Designed with a mix of rustic wood and monochromatic hues, natural light pours in from every angle, conveying a sense of tranquility throughout. Drop your boots on the covered front porch and enter the home's open flow interior. A large stone hearth and Morsø wood stove anchor the

Megan Collum Anatole House LLC

285 Wittenberg Rd, Bearsville, NY 12409

Est $674,251 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,330 Sq Ft
715 Wittenberg Rd, Mount Tremper, NY 12457

715 Wittenberg Rd, Mount Tremper, NY 12457

/23
$699,000 Under Contract
- 3 Beds
- 2 Baths
- 1,212 Sq Ft
424 John Joy Rd, Woodstock, NY 12498

This Woodstock beauty is set on 1.6 private acres on the very desirable John Joy Road. Step into the gracious entry and first notice the abundant light streaming into the spacious living room from the large picture windows. There is a fireplace for cozy evenings at home which can be enjoyed from either the living area or the large dining area which currently seats 8 with room to spare. The

Richard Stoll Halter Associates Realty

424 John Joy Rd, Woodstock, NY 12498
/2
$1,517,860 Sold Nov 26, 2024
- 2,624 Sq Ft
- $578/SF
- 108 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1775
286 Cooper Lake Rd, Bearsville, NY 12409

Reimagined from an original 1775 barn on Cooper Lake Road in Woodstock, this home is set back from the road and sited on 44.3 pristine acres with trails leading to 800+ ft of Cooper Lake frontage. Legal access to the water's edge provides picnicking, camping and stargazing opportunities overlooking the water and mountain views beyond. The house with its distinctive and rustic rough cut wood

Amy Lonas Coldwell Banker Village Green

286 Cooper Lake Rd, Bearsville, NY 12409

/35
Est $1,048,444 Not Listed For Sale
- 5 Beds
- 4 Baths
- 2,739 Sq Ft
35 W Byrdcliffe Rd, Woodstock, NY 12498

35 W Byrdcliffe Rd, Woodstock, NY 12498

Showing Results 281 - 320, Page 8 of 18

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