Woodstock, NY Homes

/29
$979,000
- 2 Beds
- 2 Baths
- 900 Sq Ft
14 Old Forge Rd, Woodstock, NY 12498

Discover the perfect blend of historic charm and modern luxury in this meticulously renovated 1900 carriage house. This exquisite home features 2 bedrooms and 2 bathrooms, offering a harmonious balance of classic elegance and contemporary convenience.Step into the brand new kitchen, equipped with state of the art Bosch appliances and custom cabinetry from Transformad.com, features a high-tech,

Danielle Sevier Compass Greater NY, LLC

14 Old Forge Rd, Woodstock, NY 12498
/29
$5,700 per month
- 2 Beds
- 2 Baths
- 1,655 Sq Ft
- House for Rent
25 Boggs Hill Rd, Woodstock, NY 12498

Privately nestled in the woods, yet just a short distance from Woodstock Village, this just completed total restoration and modernization offers finest in quality finishes throughout. Open main level design ideal for your lifestyle features complete chef's kitchen with huge farmhouse sink, slide out pantry, top of the line appliances, and access to outside ideal for placement of a grill. Living

25 Boggs Hill Rd, Woodstock, NY 12498
/22
$340,000 Sold Apr 30, 2025
- 1,720 Sq Ft
- $198/SF
- 110 Days On Market
- 2 Beds
- 2 Baths
- Built 1860
2411 Glasco Turnpike, Woodstock, NY 12498

ACCEPTED OFFER with MULTIPLE BACKUP OFFERS.. NO MORE SHOWINGS Fixer Upper Glasco Turnpike 1955 Rambling Cape Cod. 3 Bedrooms, 2 Baths, Lower Level and Finished Attic. Close to Town. Lots of possibilities for this property. Mechanicals in Good Shape. Good Bones. Needs Cosmetic Upgrades. Deck Needs Replacement. Electric and Water ON. CASH ONLY. ''AS IS'' Sale. Call Listing Agent for Accompanied

Gail Saucier Schoenfeld French & Lull R.E.

2411 Glasco Turnpike, Woodstock, NY 12498

/26
Not Listed For Sale
TBD Yerry Hill Rd, Woodstock, NY 12498

TBD Yerry Hill Rd, Woodstock, NY 12498

/35
$1,495,000
- 4 Beds
- 6 Baths
- 2,980 Sq Ft
12 Tinker St, Woodstock, NY 12498

Prime Village Green Historic Gem in Woodstock, NY. Discover a unique opportunity to own a piece of history in the heart of Woodstock. This remarkable 1875 era property originally known as The Snyder Homestead named after its original owner, was the grandest house in town. This old style home with its distinctive Mansard roof retains its grandeur to this day. It offers the quintessential blend of

Danielle Sevier Compass Greater NY, LLC

12 Tinker St, Woodstock, NY 12498
/15
$3,500 per month
- 3 Beds
- 1 Bath
- 1,167 Sq Ft
- House for Rent
3 Lazy Brook Ln, Woodstock, NY 12498

Lovely Ranch featuring .67 Acres, complete with 1 car Detached garage- 1 level living at its best on 3 Lazy Brook Lane in Woodstock. Everything has been freshened up- Beautiful flooring, recessed lighting, stone fireplace in living room, updated kitchen- first floor laundry area-loads of built-ins. Plenty of room to enjoy- Call Mary for details.

Mary Orapello Howard Hanna Rand Realty

3 Lazy Brook Ln, 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

Not Listed For Sale
- 4 Beds
- 1.5 Baths
- 1,545 Sq Ft
290 Mink Hollow Rd, Woodstock, NY

290 Mink Hollow Rd, Woodstock, NY

/23
$1,200,000
- 4 Beds
- 2 Baths
- 1,923 Sq Ft
46 John Joy Rd, Woodstock, NY 12498

Experience the Best of Upstate Living in the Heart of WoodstockDiscover this enchanting four-bedroom, two-bathroom home located on one of Woodstock’s most sought-after streets. Privately set back from the road and directly across from the storied Thorne Preserve, with its scenic trails and sweeping views of Overlook Mountain, this turnkey residence offers both privacy and direct access to nature.

Ashley Prather Corcoran Country Living

46 John Joy Rd, Woodstock, NY 12498
/15
$2,100 per month
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Condo for Rent
200 Van Dale Rd Unit Retreat, Woodstock, NY 12498

Property Id: 1792319Beautiful, quiet, one-bedroom apartment located on a secluded 4 acre lot, only 2 miles from town. Washer/Dryer in the apartment. RENT INCLUDES UTILITIES, FUEL OIL, ULTRA HIGH-SPEED WIFI, and STREAMING CONENT. Streaming content paid subscriptions currently include; Disney+, Apple+, Netflix, Amazon Prime, Paramount+, Peacock, Hulu, HBOMax, Spotify, ESPN+, NFL+,… and

200 Van Dale Rd Unit Retreat, Woodstock, NY 12498
/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

/30
Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,683 Sq Ft
18 Rock City Rd, Wood Stock, NY 12498

18 Rock City Rd, Wood Stock, NY 12498

/37
$825,000
- 4 Beds
- 2 Baths
- 1,498 Sq Ft
2366 Glasco Turnpike, Woodstock, NY 12498

In the heart of the storied Byrdcliffe Colony, you will find this classic Woodstock retreat.Cited perfectly on 2 landscaped acres, featuring flowering trees , fruit trees and a variety of seasonal blooms.Just one mile from the center of town and everything Woodstock has to offer.Four bedrooms and 2 Full baths provide room and comfort for family and friends.Heated and plumbed outbuildings are

Margo Obourn Win Morrison Realty - W

2366 Glasco Turnpike, Woodstock, NY 12498
/24
$14,250 per month
- 3 Beds
- 3 Baths
- 3,200 Sq Ft
- House for Rent
106 Chestnut Hill Rd, Woodstock, NY 12498

Summer or Long-Term Rental Opportunity. Let Pictures do the talking. Nestled on a secluded lot, just 10 minutes' walk from the heart of Woodstock, this exquisitely designed brand new home offers a blend of elegance, comfort, and modern convenience. It is a sanctuary of refined living, set on five private acres right next to the Woodstock Golf Course. The Woodstock Tennis Club is also 5

Soiti Anderson Curated By Soiti

106 Chestnut Hill Rd, 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

/16
Not Listed For Sale
000 Carly Rd, Woodstock, NY 12498

000 Carly Rd, Woodstock, NY 12498

/39
$1,150,000
- 3 Beds
- 2 Baths
- 3,010 Sq Ft
115 Jones Quarry Rd, Woodstock, NY 12498

Recipe for a stunning contemporary home...Take one solid, classic, ranch, in an extraordinary setting just 2 miles from the iconic Village of Woodstock! Add approximately 1,500 sq ft of beautiful and thoughtfully designed additions and voila!....You have this extraordinary and stunning Contemporary!Discover this exceptional 3-bedroom, 2-bath contemporary home nestled on 2.38 beautifully

Margo Obourn Win Morrison Realty - W

115 Jones Quarry Rd, Woodstock, NY 12498
/29
$1,750 per month
- 1 Bed
- 1 Bath
- 750 Sq Ft
- Condo for Rent
4 Old Forge Rd Unit 4, Woodstock, NY 12498

LIVE/WORK/HOBBY space in the heart of Woodstock! Enjoy the vibrant center while still having your peaceful oasis. This is more than an apartment; it's a space for an individual who embraces inspired conscious living. Welcome creative entrepreneurs, artists, imaginative podcasters, techies, tinkerers, and writers! This quiet one-bedroom apartment uniquely overlooks the energetic Woodstock Village

4 Old Forge Rd Unit 4, Woodstock, 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

/35
Est $1,738,723 Not Listed For Sale
- 7 Beds
- 3.5 Baths
- 4,582 Sq Ft
85 Baumgarten Rd, Woodstock, NY 12498

85 Baumgarten Rd, Woodstock, NY 12498

/24
$850,000
- 3 Beds
- 2.5 Baths
- 2,077 Sq Ft
1521 Glasco Turnpike, Woodstock, NY 12498

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 approach is unforgettable: a wide

Kathryn Johnson William Pitt Sothebys Int Rlty

1521 Glasco Turnpike, Woodstock, NY 12498
/14
$1,900 per month
- 1 Bed
- 1 Bath
- 700 Sq Ft
- Apartment for Rent
20 Tannery Brook Rd, Woodstock, NY 12498

Beautifully renovated first floor, one bedroom apartment located steps from the center of Woodstock with a level backyard & frontage on the Millstream. Spacious tiled bathroom and fully equipped kitchen. This apartment is being offered fully furnished and has flexible term options. Enjoy dining, art galleries, entertainment and shopping right outside your door, as well as the Trailways bus stop.

Sarah Finch The Kinderhook Group, Inc.

20 Tannery Brook Rd, 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

/20
Not Listed For Sale
TBD Jessop Rd, Woodstock, NY 12498

TBD Jessop Rd, Woodstock, NY 12498

/51
$799,000
- 3 Beds
- 2 Baths
- 1,532 Sq Ft
97 John Joy Rd, Woodstock, NY 12498

The best of both worlds!A boho cottage paradise and a modern ADU (Accessory Dwelling Unit). Peace and tranquility and 3 miles from the center of the most famous small town in the world. Five-star dining and unique shopping opportunities.The property is situated adjacent to the Thorne Preserve - 60 acres boasting the most painted views of Overlook Mountain. The preserve is a

Benjamin Armento Coldwell Banker Village Green

97 John Joy Rd, Woodstock, NY 12498
/30
$11,500 per month
- 4 Beds
- 2.5 Baths
- 2,333 Sq Ft
- House for Rent
10 Purdy Hollow Rd, Woodstock, NY 12498

Summer Rental Opportunity. Nestled in the serene hamlet of Zena, just five minutes from the heart of Woodstock, this exquisitely renovated cedar contemporary home offers a blend of elegance, comfort, and modern convenience. It is a sanctuary of refined living, set on three private acres directly across from the pristine 60-acre Thorn Preserve, which offers breathtaking views of the Catskill

Leslie Foti Coldwell Banker Village Green

10 Purdy Hollow Rd, 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

/35
Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,299 Sq Ft
162 Van Dale Rd Unit 170, Woodstock, NY 12498

162 Van Dale Rd Unit 170, Woodstock, NY 12498

/59
$775,000
- 4 Beds
- 2.5 Baths
- 1,545 Sq Ft
15 Forestwood Dr, Woodstock, NY 12498

Introducing an exquisite four bedroom two and a half bath Woodstock home that perfectly balances modern updates with timeless charm. Nestled on nearly an acre of land, this beautifully renovated property boasts an abundance of natural light that floods its spacious, high-ceilinged interiors. Step into the heart of the home, where the kitchen dazzles with unique Moroccan tile, creating a stunning

Jeanne Boice Howard Hanna Rand Realty

15 Forestwood Dr, Woodstock, NY 12498
/18
$2,400 per month
- 3 Beds
- 1.5 Baths
- 1,128 Sq Ft
- Apartment for Rent
39 Tannery Brook Rd, Woodstock, NY 12498

This lovely 3 bedroom duplex apartment has been newly renovated and is available immediately. Located in the village, it is a 2 mimute walk to the center of town and all the shops and restaurants, Utilities and water bill to be paid by tenant.

Brenda Graf Corcoran Country Living

39 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

/28
Not Listed For Sale
- 4 Beds
- 1 Bath
- 1,794 Sq Ft
16 Deming St, Woodstock, NY 12498

16 Deming St, Woodstock, NY 12498

/43
$1,280,000
- 6 Beds
- 6 Baths
- 4,400 Sq Ft
18 Maple Ln, Wood Stock, NY 12498

Welcome to an exceptional investment opportunity nestled in the heart of the iconic Woodstock Village. This unique 4 family property offers an enticing package for investors, with potential for conversion into a boutique hotel. Spanning .75 acres, the property boasts a quartet of beautifully maintained apartments, each with its own charm and character.The crown jewel of the estate is a

Heidi Maloney Four Seasons Sothebys Intl

18 Maple Ln, Wood Stock, NY 12498
/29
$3,575 per month
- 3 Beds
- 2.5 Baths
- 1,369 Sq Ft
- House for Rent
333 Mink Hollow Rd, Woodstock, NY 12448

Lease term 1 year or more.If you're looking for a tranquil place to live and work, this may be the house. Sitting on a knoll, this 2025, sq. ft. split-level offers 3 Bedrooms and 2.5 baths and is sited on 1.44 level acres. Open front yard, trees, and across the road a seasonal view of the Beaver Kill stream. Newer roof, appliances, new bathrooms, painted interior and exterior. Comfortable

Naomi Castillo Smith BHHS HUDSON VALLEY PROP-WDST

333 Mink Hollow Rd, Woodstock, NY 12448
$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

/2
Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,288 Sq Ft
378 Ohayo Mountain Rd, Woodstock, NY 12498

378 Ohayo Mountain Rd, Woodstock, NY 12498

/24
$925,000 Pending
- 4 Beds
- 2.5 Baths
- 2,757 Sq Ft
347 W Saugerties Woodstock Rd, Woodstock, NY 12498

Nestled near the heart of Woodstock, this charming four-bedroom, two and a half bathroom house offers a perfect blend of tranquility and convenience. As you approach the property, you'll be greeted by breathtaking views of Overlook Mountain, setting the stage for the serenity that awaits.Situated on over five acres of land, this home provides the ultimate retreat from the hustle and bustle of

Pieta Williams Halter Associates Realty

347 W Saugerties Woodstock Rd, Woodstock, NY 12498
/36
$16,500 per month
- 4 Beds
- 2.5 Baths
- 4,400 Sq Ft
- House for Rent
75 Hill 99, Woodstock, NY 12498

Secluded Mountain Chalet with Breathtaking Views and Poolside Lodge - Set atop nine private acres, this stunning mountaintop chalet offers a rare combination of serenity, seclusion, and spectacular views. A long, private driveway winds through the property, leading to a retreat unlike any other. The property features a three-story main house and a separate two-story Poolside Lodge, both connected

Alexis Li Corcoran Country Living

75 Hill 99, 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

/32
Est $763,083 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 3,843 Sq Ft
2608 Route 212, Woodstock, NY 12498

2608 Route 212, Woodstock, NY 12498

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