Woodstock, NY Homes

Est $2,524,148 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 4,050 Sq Ft
90 Purdy Hollow Rd, Woodstock, NY 12498

90 Purdy Hollow Rd, Woodstock, NY 12498

/30
$2,100,000
- 9 Beds
- 10 Baths
- 8,452 Sq Ft
0 Wittenberg Rd Unit 20252191, Woodstock, NY 12498

Welcome to Happy Brooks , The much-loved compound for many years of Woodstock Festival co-founder and legendary music industry icon Michael Lang, this mythic Mt. Tremper property boasts true style, along with a creative pedigree that dates back to the 1920s. Originally built for the artist G. Adolph Anderson, the 17 acre estate features three architecturally significant & historic structures

Nancy Felcetto Brown Harris Stevens Hudson

0 Wittenberg Rd Unit 20252191, Woodstock, NY 12498
/47
$530,000 Sold Apr 25, 2025
- 1,158 Sq Ft
- $458/SF
- 178 Days On Market
- 4 Beds
- 2 Baths
- Built 1964
33 Whitney Dr, Woodstock, NY 12498

Sought-After Woodstock Mid-Century Raised RanchExperience the unique character and tranquility of this Woodstock gem, where mid-century design meets modern comfort. This move-in ready, 1,820 square foot 1964 mid-century raised ranch is nestled in a peaceful, quiet neighborhood in the highly sought-after Woodstock area. This home features 4 bedrooms and 2 full bathrooms, offering ample space for

Benjamin Armento Coldwell Banker Village Green

33 Whitney Dr, Woodstock, NY 12498

/35
Est $805,163 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,707 Sq Ft
52 Meher Cir, Woodstock, NY 12498

52 Meher Cir, Woodstock, NY 12498

/33
$2,100,000
- 9 Beds
- 10 Baths
- 8,452 Sq Ft
Unlisted Address

Welcome to Happy Brooks , The much-loved compound for many years of Woodstock Festival co-founder and legendary music industry icon Michael Lang, this mythic Mt. Tremper property boasts true style, along with a creative pedigree that dates back to the 1920s. Originally built for the artist G. Adolph Anderson, the 17 acre estate features three architecturally significant & historic structures

Nancy Felcetto Brown Harris Stevens HV LLC

Unlisted Address
/38
$699,000 Sold Apr 23, 2025
- 2,548 Sq Ft
- $274/SF
- 55 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1970
31 Carey Dr, Woodstock, NY 12498

Are you searching for the perfect blend of style, comfort, and convenience? Look no further! This stunning Colonial in one of Woodstock's most sought-after neighborhoods is now on the market, and it's ready to welcome you home. Imagine stepping into this lovingly maintained and beautifully updated four-bedroom, 2.5-bath residence, nestled on a spacious lot (1.44 acres) that offers both room to

Michael Carr eXp Realty

31 Carey Dr, Woodstock, NY 12498

/32
Est $675,481 Not Listed For Sale
- 4 Beds
- 1 Bath
- 1,713 Sq Ft
229 Chestnut Hill Rd, Woodstock, NY 12498

229 Chestnut Hill Rd, Woodstock, NY 12498

/10
$158,000
- Land
- 2.10 Acres
- $75,238 per Acre
00 Whites Ln, Woodstock, NY 12498

PRICE REDUCEDPrime location offering both privacy and proximity to the heart of Woodstock Village. Although the parcel's address is Whites Lane it is a fully wooded lot fronting Playhouse Lane Extension, a private and secluded road starting at the junction of Whites Lane and Playhouse. This setting is ideal for building your dream home while enjoying the convenience of walking to the Village.

Daniel Hauspurg Potter Realty

00 Whites Ln, Woodstock, NY 12498
/13
$385,000 Sold Apr 23, 2025
- 1,304 Sq Ft
- $295/SF
- 140 Days On Market
- 3 Beds
- 2 Baths
- Built 1962
28 Arnold Dr, Woodstock, NY 12498

This raised ranch is perfectly located in a quiet Woodstock neighborhood with low Hurley taxes. It's walking distance to the New York City bus route; Maverick Concerts is just down the road; Woodstock shopping and restaurants are five minutes by car (20 minutes by bike); and it's less than 15 minutes from Thruway Exit 19. The house features a large screen porch for summer evenings, a sunny

Thomas Pignone Green Ventures Realty

28 Arnold Dr, Woodstock, NY 12498

/30
Est $1,272,094 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,150 Sq Ft
10 Raybrook Dr, Woodstock, NY 12498

10 Raybrook Dr, Woodstock, NY 12498

/33
$2,175,000
- 3 Beds
- 2 Baths
- 3,100 Sq Ft
44 Old Wagon Rd, Wood Stock, NY 12498

Just a short walk from the vibrant village of Woodstock, this exceptional modern contemporary home is truly one-of-a-kind. Designed by a renowned Park Avenue architect, this residence perfectly blends modern design and comfortable living, with no detail overlooked. As you enter through the foyer, you're immediately struck by the abundance of natural light streaming through the wall-to-wall

Megan Rios Berardi Realty

44 Old Wagon Rd, Wood Stock, NY 12498
/31
$978,000 Sold Apr 21, 2025
- 3,502 Sq Ft
- $279/SF
- 12 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1920
38 Vandebogart Rd, Woodstock, NY 12498

Enchanting Woodland Retreat with Guest House & Studio: Tucked away on just over two acres of serene, wooded landscape, this one-of-a-kind property offers the perfect blend of privacy, charm, and modern convenience just minutes from the vibrant town of Woodstock. With a beautifully designed main house, a separate two-story guest house, and an inspiring studio space above a heated two-car garage,

Alexis Li Corcoran Country Living

38 Vandebogart Rd, Woodstock, NY 12498

/30
Est $1,200,438 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,300 Sq Ft
19 Wilber Ln, Woodstock, NY 12498

19 Wilber Ln, Woodstock, NY 12498

/36
$1,295,000
- 3 Beds
- 4 Baths
- 3,120 Sq Ft
540 Mount Tobias Rd, Mount Tremper, NY 12457

Step into the pages of Dwell magazine and immerse yourself in this architect-designed gem offering a harmonious blend of modern design and natural beauty. Feel a wave of calm wash over you, greeted by resplendent views, clean lines, and a wall of windows overlooking majestic mountain vistas. Modernists rejoice. Design aficionados delight. And nature enthusiasts revel. A minimalist aesthetic

Alexander James Compass Greater NY, LLC

540 Mount Tobias Rd, Mount Tremper, NY 12457
/35
$1,238,500 Sold Apr 17, 2025
- 2,719 Sq Ft
- $455/SF
- 277 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1979
238 the Middle Way, Mount Tremper, NY 12457

Above the historic village of Woodstock, amid the pristine wilderness of the Catskill Mountain State Park, this hillside retreat embodies the serene beauty of its magnificent, natural surroundings. From inside and out, enjoy the soft summer dusk, the crimson tapestry of fall, the shimmering of crisp snowfall--whatever the season, the views are to buy for. This custom-built home and studio/guest

Carol Spirig Halter Associates Realty

238 the Middle Way, Mount Tremper, NY 12457

/35
Est $599,802 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,672 Sq Ft
1800 Glasco Turnpike, Woodstock, NY 12498

1800 Glasco Turnpike, Woodstock, NY 12498

/39
$1,100,000
- 2 Beds
- 2 Baths
- 2,209 Sq Ft
11 Louie Way, Woodstock, NY 12498

A spectacular view of Bass Meadow and mountains is just one of the highpoints of this beautiful Cape Cod home on 6.1 acres located a few miles from Woodstock Village. From the home's wraparound stone patio and large windows, imagine looking out at a serene 70-acre vista of meadow and woods that is protected from development. This lovely, turnkey 2209-square-foot home features an open-plan living

Gary Heckelman Halter Associates Realty Inc

11 Louie Way, Woodstock, NY 12498
/58
$1,199,000 Sold Apr 04, 2025
- 1,890 Sq Ft
- $634/SF
- 213 Days On Market
- 4 Beds
- 2 Baths
- Built 1939
2571 Route 212, Woodstock, NY 12498

Discover this exquisite Woodstock home, a true gem that seamlessly blends history, charm, and modern luxury. Originally crafted in the 1930s as a site where sailboats were built, this unique property later became a haven for artists, capturing the creative spirit of the area. Step inside to an expansive open space where a grand stone fireplace serves as the focal point, creating a warm and

Jeanne Boice Howard Hanna Rand Realty

2571 Route 212, Woodstock, NY 12498

/38
Est $921,557 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,219 Sq Ft
1964 Glasco Turnpike, Woodstock, NY 12498

1964 Glasco Turnpike, Woodstock, NY 12498

/44
$1,299,000
- 5 Beds
- 3 Baths
- 3,696 Sq Ft
3207-3209 New York 212, Bearsville, NY 12409

Enchanting Woodstock Compound with Craftsman Home, Historic Barn & Cottage. Welcome to a truly rare offering in the heart of the Catskills—just minutes from the center of Woodstock, yet tucked away in a storybook setting of trees, meadows, and the soothing sounds of the Sawkill stream. This private 1.85-acre homestead compound blends rustic charm with modern versatility, featuring three distinct

Michelle Bergkamp Corcoran Country Living

3207-3209 New York 212, Bearsville, NY 12409
/33
$512,650 Sold Apr 02, 2025
- 935 Sq Ft
- $548/SF
- 112 Days On Market
- 2 Beds
- 1 Bath
- Built 1948
676 Wittenberg Rd, Mount Tremper, NY 12457

A MAGICAL FAIRYLAND - YOUR OWN PRIVATE RETREAT AND SPA! This beautifully and tastefully reinvented compound offers modern conveniences on 6 totally private acres. This property consists of 4 buildings: the main house, 2 seasonal guest dwellings a shed with skylights and a wood/storage shed. This offering provides you with many opportunities. Think writers retreat, art studios, etc. The main

Barbara O'Hare BHHS HUDSON VALLEY PROP-WDST

676 Wittenberg Rd, Mount Tremper, NY 12457

/29
Est $875,613 Not Listed For Sale
- 3 Beds
- 4 Baths
- 3,820 Sq Ft
33 Maurizi Ln, Woodstock, NY 12498

33 Maurizi Ln, Woodstock, NY 12498

/28
$575,000
- 2 Beds
- 2 Baths
- 1,065 Sq Ft
196 Tinker St, Woodstock, NY 12498

Country charm -- less than a mile from the Woodstock Village Green! A stream meanders by the massive screened porch and deck. There are also views of your own pond while you enjoy dining al fresco just outside the sliding glass kitchen door. This house transports you to a light, airy, simpler lifestyle. The kitchen opens to a gracious dining room (with a breakfast bar and additional kitchen

Sharon Breslau BHHS HUDSON VALLEY PROP-WDST

196 Tinker St, Woodstock, NY 12498
/35
$625,000 Sold Mar 26, 2025
- 1,466 Sq Ft
- $426/SF
- 27 Days On Market
- 2 Beds
- 2 Baths
- Built 1988
41 Pond Park Rd Unit A, Woodstock, NY 12498

A rare, highly desirable one-level townhouse in Maverick Knolls, Woodstock, has just become available. This sun-filled end unit features easy, maintenance-free living for those who want to lock and go. Two bedrooms and two full baths with an open floor plan, vaulted ceiling, screened-in porch, AND an open deck. The study can add additional guest /workspace. Wonderful propane-fueled free-standing

Ellen Osgood Coldwell Banker Village Green

41 Pond Park Rd Unit A, Woodstock, NY 12498

/29
Est $606,782 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,481 Sq Ft
14 Maurizi Ln, Woodstock, NY 12498

14 Maurizi Ln, Woodstock, NY 12498

/34
$1,495,000
- 3 Beds
- 2 Baths
- 2,496 Sq Ft
8 Tannery Brook Rd, Woodstock, NY 12498

Positioned just moments from the vibrant energy of Tinker Street and the heart of Woodstock, this 2,496 sqft mixed-use property offers an exceptional opportunity to live, work, and invest in one of the Hudson Valley’s most iconic artistic communities. The first floor is owner-occupied, the upstairs serves as a well-established Airbnb, while the street-level commercial space is separately rented,

STEVEN WROBEL JR. Serhant LLC

8 Tannery Brook Rd, Woodstock, NY 12498
/40
$889,000 Sold Mar 26, 2025
- 2,268 Sq Ft
- $392/SF
- 37 Days On Market
- 3 Beds
- 3 Baths
- Built 1992
31 Joy Ridge, Woodstock, NY 12498

Welcome to 31 Joy Ridge Road, a charming 3-bedroom, 3-bathroom home nestled on a sprawling 5.97 acre lot on the border between Saugerties and Woodstock.The spacious living area has an abundance of natural light filtering in through large windows offering picturesque views of the surrounding woods. The open layout seamlessly connects the living room, dining area, and kitchen, creating the

Catherine Quintard Compass Greater NY, LLC

31 Joy Ridge, Woodstock, NY 12498

/35
Est $833,850 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 3,596 Sq Ft
212 Hickory Hill Rd, Woodstock, NY 12498

212 Hickory Hill Rd, Woodstock, NY 12498

/50
$1,375,000
- 4 Beds
- 4 Baths
- 3,193 Sq Ft
279 Cooper Lake Rd, Bearsville, NY 12409

Nestled along one of the most enchanting, winding roads in Woodstock, this stunning contemporary ranch offers the perfect blend of modern convenience and serene country living with the bonus of a lot of extra space in the form of a lower-level accessory dwelling unit with a separate entrance; it adds two bedrooms and provides an ideal space for guests. Alternatively, it might be used as a

Ellen Osgood Coldwell Banker Village Green

279 Cooper Lake Rd, Bearsville, NY 12409
$953,700 Sold Mar 26, 2025
- 2,944 Sq Ft
- $324/SF
- 110 Days On Market
- 3 Beds
- 3 Baths
- Built 2004
44 Lauren Ct, Woodstock, NY 12498

Located in desirable Woodstock, this stunning Colonial home is set down a long, private driveway on 2.94 acres of meticulously maintained land. The expansive, lush yard is perfect for outdoor living and is highlighted by a brand-new heated saltwater inground pool ideal for entertaining or relaxing in peaceful solitude. A spacious back deck offers the perfect setting for outdoor dining, grilling,

Lindsey Ercolino eXp Realty

44 Lauren Ct, Woodstock, NY 12498

/29
Est $444,421 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,087 Sq Ft
15 Vandebogart Rd, Woodstock, NY 12498

15 Vandebogart Rd, Woodstock, NY 12498

/44
$1,395,000
- 4 Beds
- 4 Baths
- 3,172 Sq Ft
5 Downer Ln, Woodstock, NY 12498

Buckle up! 5 Downer Lane may be themost interesting property you see allyear! This 19th century hand-hewnbarn-to-house conversion has 35 footceilings, tons of sunlight and bespoke stainglass throughout. The layout is wideopen to your own creativity and all the possibilities you can conjure up. Permitted as asuccessful year 'round Airbnb andcurrently configured with

Carol Graham Corcoran Country Living

5 Downer Ln, Woodstock, NY 12498
/43
$500,000 Sold Mar 21, 2025
- 1,386 Sq Ft
- $361/SF
- 83 Days On Market
- 3 Beds
- 2 Baths
- Built 1988
11 Coyote Ct, Saugerties, NY 12477

Centrally located raised ranch full of opportunity. Close to the heart Of Woodstock, Kingston's stockade district, the town of Saugerties, HITS, Opus 40, Zena Rec Center and just minutes to NYS thruway. 11 Coyote Court is located on a private road with a partially wooded 2 acre lot. The property contains a three bedroom two bath home, 2 separate garages (1 has electric) and a gazebo with

Kimberly Perry Howard Hanna Rand Realty

11 Coyote Ct, Saugerties, NY 12477

/17
Est $562,953 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,618 Sq Ft
63 Witchtree Rd, Woodstock, NY 12498

63 Witchtree Rd, Woodstock, NY 12498

/26
$699,000
- 3 Beds
- 2.5 Baths
- 2,077 Sq Ft
1521 Glasco Turnpike, Woodstock, NY 12498

WELL PRICED FOR A TIMELY SALE-Tucked away on 2.2 acres of peaceful, park-like grounds, this inviting home offers the perfect blend of privacy, beauty and convenience. A long gravel driveway winds past tall trees and green space, opening to your own hidden haven—set well back from the road, yet just minutes to Woodstock and Saugerties, with their vibrant shops, restaurants, and culture.The

Kathryn Johnson William Pitt Sothebys Int Rlty

1521 Glasco Turnpike, Woodstock, NY 12498
/39
$522,000 Sold Mar 20, 2025
- 846 Sq Ft
- $617/SF
- 46 Days On Market
- 1 Bed
- 1 Bath
- Built 1984
250 MacDaniel Rd, Woodstock, NY 12498

Nestled on 5 serene wooded acres in a highly sought-after Woodstock location, this post and beam contemporary home offers ultimate privacy and charm. Just minutes from the famed Overlook Mountain hiking trail, it's a haven for nature lovers and outdoor enthusiasts.The home features a bright and airy design, with abundant windows and skylights that invite natural light and frame

Darlene Griffin Halter Associates Realty

250 MacDaniel Rd, Woodstock, NY 12498

/24
Est $545,919 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,295 Sq Ft
28 Whitney Dr, Woodstock, NY 12498

28 Whitney Dr, Woodstock, NY 12498

/33
$579,000
- 2 Beds
- 2 Baths
- 1,300 Sq Ft
328 John Joy Rd, Woodstock, NY 12498

Nearly Six Lush, Scenic And Private Acres Located Eight Minutes From The Heart Of Woodstock! This Home Features Two / Possibly Three Bedrooms And Two Full Baths. Meticulously Maintained! Enjoy Sunrises Or Sunsets From The Wrap Around Deck. Relax And Take In All Of The Tranquility While Sitting Stream Side Or Enjoy The Changing Of The Leaves During The Beautiful Fall Season While Sipping Hot

Michael Alpert Daniel Gale Sothebys Intl Rlty

328 John Joy Rd, Woodstock, NY 12498
/50
$529,500 Sold Mar 20, 2025
- 1,044 Sq Ft
- $507/SF
- 158 Days On Market
- 2 Beds
- 1 Bath
- Built 1928
15 Schoonmaker Ln Unit 17, Woodstock, NY 12498

Nestled in the picturesque village of Woodstock, this charming cottage is a true gem that exudes warmth and character and is located on a country dead end lane. Set on a large parcel of land, the property boasts extensive landscaping that complements its inviting facade. A beautiful array of vibrant flowers, mature trees, and well-tended shrubs create a serene and enchanting environment.

Carol Spirig Halter Associates Realty

15 Schoonmaker Ln Unit 17, Woodstock, NY 12498

/20
Est $596,527 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,572 Sq Ft
12 Whitney Dr, Woodstock, NY 12498

12 Whitney Dr, Woodstock, NY 12498

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