Woodstock Real Estate & Property: Woodstock Homes For Sale

Woodstock NY Real Estate Listings

18 Striebel Road, Woodstock

Residential
4 Beds
3 Baths
3,899 SqFt

18 Striebel Road, Woodstock

$4,999,000

2465 Glasco Turnpike, Woodstock

Residential Income
7 Beds
7 Baths
3,960 SqFt

2465 Glasco Turnpike, Woodstock

$2,500,000

2465 Glasco Turnpike, Woodstock

Commercial Sale
0 Beds
0 Baths
4,331 SqFt

2465 Glasco Turnpike, Woodstock

$2,500,000

Sale Pending

150 Meads Mountain Road, Woodstock

Residential
3 Beds
3.5 Baths
2,896 SqFt

150 Meads Mountain Road, Woodstock

$2,400,000

44 Old Wagon Road, Woodstock

Residential
3 Beds
2 Baths
3,100 SqFt

44 Old Wagon Road, Woodstock

$2,175,000

Tbd Zena Road, Woodstock

Land
0 Beds
0 Baths
0 SqFt

Tbd Zena Road, Woodstock

$1,888,000

17 Mill Hill Road, Woodstock

Commercial Sale
0 Beds
5 Baths
4,659 SqFt

17 Mill Hill Road, Woodstock

$1,800,000

253 Upper Byrdcliffe Road, Woodstock

Residential
3 Beds
3.5 Baths
3,072 SqFt

253 Upper Byrdcliffe Road, Woodstock

$1,795,000

Sale Pending

11 Lion's Way, Woodstock

Residential
3 Beds
2.5 Baths
2,247 SqFt

11 Lion's Way, Woodstock

$1,790,000

2565 Route 212, Woodstock

Residential
4 Beds
3 Baths
2,052 SqFt

2565 Route 212, Woodstock

$1,790,000 ↓ $409,000

Sale Pending

299 California Quarry Road, Woodstock

Residential
4 Beds
2.5 Baths
2,210 SqFt

299 California Quarry Road, Woodstock

$1,750,000

Enhanced

16 Juniper Lane, Woodstock

Residential
3 Beds
2.5 Baths
3,076 SqFt

16 Juniper Lane, Woodstock

$1,749,900 ↓ $75,100

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Woodstock NY Real Estate

As your source for Woodstock New York Real Estate, we'd like to welcome you to "America's most famous small town," Woodstock NY, and the Catskills.

Ironically, the 1969 music festival that made Woodstock famous happened in Bethel 43 miles down the road. Nevertheless, Woodstock NY has always been a music town and pays great homage to that legacy. This wonderful town is the home all sorts of Upstate artistry: theatre, culinary delights, poetry, fiction, comedy, painting, pottery and rock sculpture all have a home here. Woodstock is our home too. We opened our the first of our 8 real estate offices in Woodstock over thirty years ago. Let us show you around...

Woodstock Properties For Sale

All Listings	Under $100,000	$100,000 - $200,000
$200,000 - $300,000	$300,000 - $400,000	$400,000 - $500,000
$500,000 - $600,000	$600,000 - $700,000	$700,000 - $800,000
$800,000 - $900,000	$900,000 - $1,000,000	Over $1,000,000

18 Striebel Road, Woodstock

Residential
4 Beds
3 Baths
3,899 SqFt

18 Striebel Road, Woodstock

$4,999,000

2465 Glasco Turnpike, Woodstock

Commercial Sale
0 Beds
0 Baths
4,331 SqFt

2465 Glasco Turnpike, Woodstock

$2,500,000

2465 Glasco Turnpike, Woodstock

Residential Income
7 Beds
7 Baths
3,960 SqFt

2465 Glasco Turnpike, Woodstock

$2,500,000

Sale Pending

150 Meads Mountain Road, Woodstock

Residential
3 Beds
3.5 Baths
2,896 SqFt

150 Meads Mountain Road, Woodstock

$2,400,000

44 Old Wagon Road, Woodstock

Residential
3 Beds
2 Baths
3,100 SqFt

44 Old Wagon Road, Woodstock

$2,175,000

Tbd Zena Road, Woodstock

Land
0 Beds
0 Baths
0 SqFt

Tbd Zena Road, Woodstock

$1,888,000

17 Mill Hill Road, Woodstock

Commercial Sale
0 Beds
5 Baths
4,659 SqFt

17 Mill Hill Road, Woodstock

$1,800,000

253 Upper Byrdcliffe Road, Woodstock

Residential
3 Beds
3.5 Baths
3,072 SqFt

253 Upper Byrdcliffe Road, Woodstock

$1,795,000

2565 Route 212, Woodstock

Residential
4 Beds
3 Baths
2,052 SqFt

2565 Route 212, Woodstock

$1,790,000 ↓ $409,000

Sale Pending

11 Lion's Way, Woodstock

Residential
3 Beds
2.5 Baths
2,247 SqFt

11 Lion's Way, Woodstock

$1,790,000

Sale Pending

299 California Quarry Road, Woodstock

Residential
4 Beds
2.5 Baths
2,210 SqFt

299 California Quarry Road, Woodstock

$1,750,000

Enhanced

16 Juniper Lane, Woodstock

Residential
3 Beds
2.5 Baths
3,076 SqFt

16 Juniper Lane, Woodstock

$1,749,900 ↓ $75,100

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Things To Do In Woodstock, NY

LODGING

Twin Gables sits right in the middle of the village. Hotel Dylan sits right on Route 28. Woodstock Way & Woodstock Inn on the Millstream both sit right on the Millstream. See our list...

Sports & Outdoor Activities

Meads Meadow Trailhead parking area gives you access to the Overlook Mountain trail, one of the top three most-visited sites in the Catskill Forest Preserve. See our list...

Arts & Entertainment

Woodstock Byrdcliffe Guild began as one of America’s earliest Utopian art colonies. They host artist residencies on Overlook Mountain & exhibitions in Kleinert/James Arts Center. See our list...

Farms & Markets

The Woodstock Farm Festival brings together farmers, makers, and some entertainment. Get your veggies, wheatgrass shots, fresh juices or great salads at Sunfrost Farms. See our list...

FOOD

Red Onion’s Curry. Hand-rolled, boiled, wood-fired Mud Club Bagels. Yum Yum Pad Thai. Catskill Mountain Pizza Garden Delight. Bread Alone’s Mozzarella Tomato Basil Sandwich. See our list...

Fitness & Lifestyle

Before your appointment at Le Shag, relax with a facial or massage at Glo Spa. Mountain View Studio is for acrobatics, dance, music, healing, martial arts & yoga. See our list...

Shopping

From Harana Market west of town to Hannaford to the south, Woodstock’s got every type of shop, market, bakery, boutique, gallery & store you can dream of. See our list...

Attractions

Sunday afternoon around 4ish be sure to hang out somewhere near the Village Green for the weekly Drum Circle. The historic Bearsville Theater is hallowed ground in the music world. See our list...

There's so much to do in Woodstock, NY - it can be hard to decide! Contact one of our Local Experts at Village Green Realty. We'd love to give you our recommendation on the best things to do in Woodstock.

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Woodstock NY Lifestyle

Woodstock Homes For Sale

While exploring homes for sale in Woodstock, you'll notice that Main Street, Woodstock, seems to be the quintessential American small town: lovely shops, clapboard-sided churches, and an old-fashioned Village Green where residents and visitors gather to talk, people-watch, and quench their thirst for that “good-old-days” feeling that modern-day suburbia has paved over. But of course, this is Woodstock, where you get small-town life and a little bit extra. There's a weekly drum circle on that village green (eat your heart out regular towns!). Some of the shops are filled with art by internationally-known artists and hand-made goods by incredibly skilled local makers. There's not a bad restaurant. Not one. And if anyone ever allows a traffic light to mar the center of town, you'll be able to knock everyone at Village Green Realty over with a feather!

Surrounding this hotbed of artistry disguised as a small-town village is the unsurpassed beauty of Mother Nature. The Catskill mountains, streams, lakes and waterfalls release the creativity in all who reside here; from local tradespeople (stonemasons and furniture-makers) to the artists (screenwriters, composers, actors, print-makers, painters, photographers, filmmakers, poets, novelists) and, of course, our beloved musicians (from the not-so-famous to those whose recordings likely show up on your Spotify every day), to just "us regular folk" who thrive being surrounded by all this amazing energy. It is this laid-back convergence of people from all different backgrounds, talents, and interests and heart-achingly-beautiful nature that gives Woodstock New York its individuality.

And so, Woodstock NY is a place of learning and growth. Spend some time here and you’ll soon find yourself sitting in one of the restaurants in town, greeting friends as they come in and holding an impromptu salon on the red-hot topic of the day. But if you prefer to simply be left alone with your thoughts or to collect rocks from the stream in your backyard, this is also a place where everyone will leave you alone to do all of that. Woodstock is special.

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Woodstock NY Homes For Sale

Woodstock NY Real Estate

Woodstock homes for sale are just as unique as the town where they sit. You won’t find many plain-jane properties here. From the grand colonials to the über-modern dwell-style retreats to the in-town “Woodstockie” cottages to the raised ranches, almost every Woodstock NY real estate property has a unique style and setting. When you're ready for Woodstock real estate let us put our three decades of experience in the market to work for you.

If you have any questions about Woodstock real estate, feel free to contact Coldwell Banker Village Green Realty. We'd love to show you all that Woodstock has to offer.

Woodstock NY Real Estate Statistics

At Coldwell Banker Village Green Realty we love sharing our market knowledge with our clients and neighbors. Market statistics might inform whether or not you decide to sell or hold a property or they might impact which town or village you choose of the three you're considering. To the right you'll find some basic market statistics. For in-depth comparative statistical reports visit our "Market News" page.

Property Types (active listings)

Average Price: $907,609

Total Listings: 98

Avg. Days On Market: 123

Avg. Price/SQFT: $421

Highest Price: $4,999,000

Lowest Price: $1,800

Avg. Property Age: 180 YEARS

Basic Statistics (active listings)

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THE DATA RELATING TO REAL ESTATE ON THIS WEBSITE COMES IN PART FROM THE IDX OF THE MULTIPLE LISTING SERVICE OF ULSTER COUNTY, INC. REAL ESTATE LISTINGS HELD BY BROKERAGE FIRMS OTHER THAN Coldwell Banker Village Green Realty ARE MARKED WITH IDX LOGO AND THE DETAILED INFORMATION ABOUT THEM INCLUDES THE NAME OF THE LISTING BROKER.

COPYRIGHT © 2025 BY THE MULTIPLE LISTING SERVICE OF ULSTER COUNTY, INC. ALL RIGHTS RESERVED.

ALL INFORMATION PROVIDED IS DEEMED RELIABLE BUT IS NOT GUARANTEED AND SHOULD BE INDEPENDENTLY VERIFIED. IDX INFORMATION IS PROVIDED EXCLUSIVELY FOR CONSUMERS' PERSONAL, NON-COMMERCIAL USE AND MAY NOT BE USED FOR ANY PURPOSE OTHER THAN TO IDENTIFY PROSPECTIVE PROPERTIES CONSUMERS MAY BE INTERESTED IN PURCHASING.

IDX INFORMATION IS PROVIDED EXCLUSIVELY FOR CONSUMERS' PERSONAL, NON-COMMERCIAL USE AND MAY NOT BE USED FOR ANY PURPOSE OTHER THAN TO IDENTIFY PROSPECTIVE PROPERTIES CONSUMERS MAY BE INTERESTED IN PURCHASING.

INFORMATION COPYRIGHT 2022, ONEKEY™ MLS. ALL RIGHTS RESERVED. THE SOURCE OF THE DISPLAYED DATA IS EITHER THE PROPERTY OWNER OR PUBLIC RECORD PROVIDED BY NON-GOVERNMENTAL THIRD PARTIES. IT IS BELIEVED TO BE RELIABLE BUT NOT GUARANTEED. THIS INFORMATION IS PROVIDED EXCLUSIVELY FOR CONSUMERS’ PERSONAL, NON-COMMERCIAL USE. THE DATA RELATING TO REAL ESTATE FOR SALE ON THIS WEBSITE COMES IN PART FROM THE IDX PROGRAM OF ONEKEY® MLS

Listing information last updated on July 16th, 2025 at 9:15pm EDT.

Listing information last updated on July 16th, 2025 at 9:05pm EDT.