Homes in ZIP Code 12498

/59
$1,375,000

Pending
- 3 Beds
- 2 Baths
- 1,993 Sq Ft
60 Boggs Hill Rd, Woodstock, NY 12498

A Rare Byrdcliffe-Era Magical Retreat with Artistic LegacyBuilt in 1905, just as the historic Byrdcliffe Arts Colony and the Art Students League of New York's renowned summer school were taking root, this extraordinary three-bedroom, two-bath, one-of-a-kind residence is a rare architectural treasure deeply woven into Woodstock's creative history.Rich in authenticity and soul, the home

Amy Lonas

Coldwell Banker Village Green

60 Boggs Hill Rd, Woodstock, NY 12498
/20
$10,923

Total Monthly Price
- 4 Beds
- 4 Baths
- 2,798 Sq Ft
- Condo for Rent
28 Holiday Dr Unit SI ID1546434P, Woodstock, NY 12498

The advertised rate of $10,923/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 16, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed

28 Holiday Dr Unit SI ID1546434P, Woodstock, NY 12498
/37
$825,000

Sold Nov 18, 2025

16 Marko Grove, Woodstock, NY 12498
- 4 Beds
- 2 Baths
- 2,350 Sq Ft
- Built 1964
Last Sold Summary
- 4% Above List Price
- $351/SF
- 17 Days On Market
Current Estimated Value $840,183

Last Listing Agent Leslie Foti Coldwell Banker Village Green

16 Marko Grove, Woodstock, NY 12498

/29
Not Listed For Sale

3555 Route 212, Woodstock, NY 12498
- 2 Beds
- 1 Bath
- 1,162 Sq Ft
- Built 1915
3555 Route 212, Woodstock, NY 12498

Last Sold Summary
- 52 Days On Market
Last Listing Agent Julie Senecal Grist Mill Real Estate

/40
$550,000

$99K PRICE DROP Pending
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
5 Streamside Terrace, Woodstock, NY 12498

Major price reduction. Seller says sell!!Woodstock Village living doesn't get much better than this. Perfectly positioned on a quiet no outlet street just moments from the heart of town, this beautifully renovated three-bedroom, two-bath home offers the rare opportunity to enjoy both nature and village life without compromise.Step inside to bright, sun-filled interiors and an open,

Amy Lonas

Coldwell Banker Village Green

5 Streamside Terrace, 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: 1792319 Beautiful, quiet, one-bedroom apartment located on a secluded 4 acre lot, only 2 miles from town. Washer/Dryer in the apartment. RENT INCLUDES the following UTILITIES and AMENITIES: ELECTRIC, TRASH, WATER, FUEL OIL, ULTRA HIGH-SPEED WIFI, and STREAMING CONENT. Streaming content paid subscriptions currently include; Disney+, Apple+, Netflix, Amazon Prime, Paramount+,

200 Van Dale Rd Unit Retreat, Woodstock, NY 12498
/41
$892,000

Sold Nov 04, 2025

8 Pine Grove St, Woodstock, NY 12498
- 5 Beds
- 4 Baths
- 2,426 Sq Ft
- Built 1920
Last Sold Summary
- 10% Below List Price
- $368/SF
- 77 Days On Market
Current Estimated Value $926,485

Last Listing Agent Judy Steinfeld Halter Associates Realty

8 Pine Grove St, Woodstock, NY 12498

/28
Not Listed For Sale

16 Deming St, Woodstock, NY 12498
- 4 Beds
- 1 Bath
- 1,794 Sq Ft
- Built 1930
16 Deming St, Woodstock, NY 12498

Last Sold Summary
- 111 Days On Market
Last Listing Agent Toby Ress Win Morrison Realty - W

/61
$1,350,000

Under Contract
- 4 Beds
- 3 Baths
- 2,128 Sq Ft
1748 Glasco Turnpike, Woodstock, NY 12498

With nearly 14 acres, a heated saltwater pool, a separate two-bedroom ADU, and a warm character-filled main house, this Woodstock stream side country compound has been reimagined and meticulously updated within the last 5 years from soup to nuts. It is move-in ready as a weekend home, Air B&B or full-time residence. The main residence has the relaxed unpretentious character that makes a house

Amy Lonas

Coldwell Banker Village Green

1748 Glasco Turnpike, Woodstock, NY 12498
/15
$2,100

Total Monthly Price
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Condo for Rent
200 Van Dale Rd Unit Woodstcock 1 Bdm Apt, Woodstock, NY 12498

Beautiful, quiet, one-bedroom apartment located on a secluded 4 acre lot, only 2 miles from town. Washer/Dryer in the apartment. RENT INCLUDES the following: ELECTRIC, TRASH, WATER, 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 Woodstcock 1 Bdm Apt, Woodstock, NY 12498
/15
$575,000

Sold Aug 07, 2026

501 Ohayo Mountain Rd, Woodstock, NY 12498
- 3 Beds
- 1.5 Baths
- 1,133 Sq Ft
- Built 1985
Last Sold Summary
- 3% Below List Price
- $508/SF
- 83 Days On Market
Current Estimated Value $591,598

Last Listing Agent James Angelakis BHHS HUDSON VALLEY PROP-WDST

501 Ohayo Mountain Rd, Woodstock, NY 12498

/35
Est $1,254,210

Not Listed For Sale

2680 Glasco Turnpike, Wood Stock, NY 12498
- 4 Beds
- 2.5 Baths
- 2,075 Sq Ft
- Built 1898
2680 Glasco Turnpike, Wood Stock, NY 12498

Last Sold Summary
- 56 Days On Market
Last Listing Agent Kelcey Otten Compass Greater NY, LLC

/50
$1,950,000

$400K PRICE DROP Pending
- 3 Beds
- 2 Baths
- 2,322 Sq Ft
24 Tanis Hollow Rd, Woodstock, NY 12498

Million-Dollar Views as Far as the Eye Can SeePerched privately on 5.1 acres with breathtaking 100-mile panoramic views, this extraordinary log home is a true architectural masterpiece. Constructed from massive 18 to 20 inch in diameter logs that required cranes for assembly and individually placed upon an expertly engineered foundation, this remarkable residence represents a level of

Randy Spiesman

Weichert REALTORS

24 Tanis Hollow Rd, Woodstock, NY 12498
/28
$5,500 Per Month
- 3 Beds
- 2 Baths
- 1,164 Sq Ft
- House for Rent
535 Mink Hollow Rd, Woodstock, NY 12498

Tucked into a lush, storybook setting where a gentle stream winds through the landscape and the forest feels just within reach, this fully renovated Woodstock bungalow offers a rare blend of charm, privacy, and effortless modern living. Immaculately landscaped grounds create a true outdoor sanctuary, with multiple dining areas, a firepit for slow evenings under the stars, and peaceful vantage

Catherine Quintard Compass Greater NY, LLC

535 Mink Hollow Rd, Woodstock, NY 12498
/41
$530,000

Sold Dec 19, 2025

5 Violet Place, Woodstock, NY 12498
- 3 Beds
- 1.5 Baths
- 1,804 Sq Ft
- Built 1963
Last Sold Summary
- 2% Below List Price
- $294/SF
- 33 Days On Market
Current Estimated Value $549,376

Last Listing Agent Fawn Denue Dalton Wade, Inc.

5 Violet Place, Woodstock, NY 12498

/2
Est $704,480

Not Listed For Sale

12 Tannery Brook Rd, Wood Stock, NY 12498
- Studio
- 2 Baths
- 1,269 Sq Ft
- Built 1975
12 Tannery Brook Rd, Wood Stock, 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
/6
$2,250 Per Month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- 5-7 Rock City Road
5-7 Rock City Rd Unit 3A, Woodstock, NY 12498

Beautifully renovated 2-bedroom loft in the heart of Woodstock. Flooded with natural light, pet-friendly, and steps from town, with nearly all utilities included (tenant pays WiFi).Welcome to this completely renovated 2-bedroom, 1-bath apartment at 5 Rock City Road, ideally located in Woodstock. This unit offers a rare combination of modern upgrades, thoughtful design, and move-in-ready

5-7 Rock City Rd Unit 3A, Woodstock, NY 12498
/20
$325,000

Sold Nov 04, 2025

57 Overlook Dr, Woodstock, NY 12498
- 2 Beds
- 2 Baths
- 1,177 Sq Ft
- Built 1955
Last Sold Summary
- 1% Below List Price
- $276/SF
- 33 Days On Market
Current Estimated Value $373,575

Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

57 Overlook Dr, Woodstock, NY 12498

/30
Est $781,031

Not Listed For Sale

86 Baumgarten Rd, Woodstock, NY 12498
- 2 Beds
- 2 Baths
- 2,280 Sq Ft
- Built 2016
86 Baumgarten Rd, Woodstock, NY 12498

Last Sold Summary
- 105 Days On Market
Last Listing Agent Baris Demirel Serhant LLC

/50
$2,200,000

Under Contract
- 3 Beds
- 2 Baths
- 3,530 Sq Ft
639 W Saugerties Rd, Woodstock, NY 12498

A treehouse retreat on almost 46 Acres - a rare architectural sanctuary. Tucked into the forest canopy and perched dramatically over a private waterfall ravine, this one-of-a-kind 3,530 square foot home offers an extraordinary blend of architecture and untouched nature across 45.68 sprawling acres. The home's striking cedar-shingled exterior rises multiple stories on a soaring arched

Henry Ford Coldwell Banker Village Green

639 W Saugerties Rd, Woodstock, NY 12498
/36
$19,500 Per Month
- 4 Beds
- 2 Baths
- 1,499 Sq Ft
- House for Rent
55 Nordic Dr, Woodstock, NY 12498

*SUMMER & FALL RENTAL* (AVAIL May 25 - Oct 31, 2026) // This unique hilltop property includes two separate structures -- a beautifully designed three-bedroom main house and a private loft guest house offering flexible space so you have accommodations for up to 10+ guests. Tucked away on a private hilltop ridge just under three miles from the pulse of Woodstock, 55 Nordic Drive is a secluded

Alexis Li Corcoran Country Living

55 Nordic Dr, Woodstock, NY 12498
/27
$370,000

Sold Oct 31, 2025

38 Arnold Dr, Woodstock, NY 12498
- 3 Beds
- 1.5 Baths
- 1,365 Sq Ft
- Built 1961
Last Sold Summary
- 14% Below List Price
- $271/SF
- 48 Days On Market
Current Estimated Value $401,732

Last Listing Agent Laura Prince Hudson Dwellings Realty

38 Arnold Dr, Woodstock, NY 12498

/30
Not Listed For Sale

18 Rock City Rd, Wood Stock, NY 12498
- 3 Beds
- 3 Baths
- 2,683 Sq Ft
- Built 1890
18 Rock City Rd, Wood Stock, NY 12498

Last Sold Summary
- 132 Days On Market
Last Listing Agent Judy Steinfeld Halter Associates Realty

/34
$795,000

Open Sat 11AM - 1PM
- 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
/8
$2,300 Per Month
- 1 Bed
- 1 Bath
- 600 Sq Ft
- 5-7 Rock City Road
5-7 Rock City Rd Unit 3D, Woodstock, NY 12498

Beautifully designed, fully furnished 1-bedroom loft in the heart of Woodstock—flooded with natural light and steps from town, with nearly all utilities included (tenant pays WiFi).Welcome to this completely renovated 1-bedroom, 1-bath apartment at 5 Rock City Road, ideally located in Woodstock. This unit offers a rare combination of modern upgrades, thoughtful design, and true turnkey

5-7 Rock City Rd Unit 3D, Woodstock, NY 12498
/34
$675,000

Sold May 27, 2026

117 Ohayo Mountain Rd, Woodstock, NY 12498
- 2 Beds
- 1 Bath
- 1,436 Sq Ft
- Built 1952
Last Sold Summary
- 4% Above List Price
- $470/SF
- 21 Days On Market
Current Estimated Value $659,541

Last Listing Agent Donna Brooks Compass Greater New York, LLC

117 Ohayo Mountain Rd, Woodstock, NY 12498

/24
Est $719,018

Not Listed For Sale

7 Lark Dr, Wood Stock, NY 12498
- 3 Beds
- 2.5 Baths
- 1,345 Sq Ft
- Built 2024
7 Lark Dr, Wood Stock, NY 12498

Last Sold Summary
- 37 Days On Market
Last Listing Agent Richard Vizzini Corcoran Country Living

/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
/36
$16,500 Per Month
- 4 Beds
- 2.5 Baths
- 2,394 Sq Ft
- House for Rent
75 Hill 99, Woodstock, NY 12498

AVAIL FROM OCT 2026. 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

Alexis Li Corcoran Country Living

75 Hill 99, Woodstock, NY 12498
/27
$942,200

Sold Apr 16, 2026

58 Jones Quarry Rd, Woodstock, NY 12498
- 3 Beds
- 2.5 Baths
- 2,552 Sq Ft
- Built 1985
Last Sold Summary
- 1% Below List Price
- $369/SF
- 36 Days On Market
Current Estimated Value $934,623

Last Listing Agent Michelle Bergkamp William Pitt Sotheby's Interna

58 Jones Quarry Rd, Woodstock, NY 12498

/33
Est $2,069,380

Not Listed For Sale

70 Raybrook Dr, Woodstock, NY 12498
- 4 Beds
- 3.5 Baths
- 3,100 Sq Ft
- Built 2013
70 Raybrook Dr, Woodstock, NY 12498

Last Sold Summary
- 68 Days On Market
Last Listing Agent Laurie Ylvisaker Coldwell Banker Village Green

/56
$2,300,000
- 3 Beds
- 4 Baths
- 2,613 Sq Ft
56 Lauren Ct, Woodstock, NY 12498

Exceptional 3 bedroom, 4 bath light-filled contemporary home offering refined nouvelle living set on over 4 private acres in Woodstock, NY. This home has had a complete interior high-end designer renovation that has been thoughtfully curated with sophisticated finishes and fine craftsmanship blending seamless luxury, comfort, and architectural elegance.A dramatic great room framed by soaring

Amy Owens Coldwell Banker Village Green

56 Lauren Ct, Woodstock, NY 12498
/16
$2,975 Per Month
- 2 Beds
- 1 Bath
- 871 Sq Ft
- House for Rent
53 Rock City Rd, Woodstock, NY 12498

Charming, recently updated 2-bedroom, one bath cottage for rent, offering 871 square feet of comfortable living space in in the heart of Woodstock.This inviting cottage is an ideal home base for enjoying the best of Woodstock and the Hudson Valley. Spend your mornings surrounded by nature, afternoons exploring local shops, galleries, hiking trails, and farm stands, and evenings enjoying

Joel Craig Coldwell Banker Village Green

53 Rock City Rd, Woodstock, NY 12498
/25
$770,000

Sold Mar 11, 2026

86 Rock City Rd, Woodstock, NY 12498
- 4 Beds
- 2.5 Baths
- 1,754 Sq Ft
- Built 1910
Last Sold Summary
- 7% Below List Price
- $439/SF
- 90 Days On Market
Current Estimated Value $777,572

Last Listing Agent Michael Shaughnessy Halter Associates Realty

86 Rock City Rd, Woodstock, NY 12498

Est $1,137,043

Not Listed For Sale

18 Maple Ln, Wood Stock, NY 12498
- 6 Beds
- 6 Baths
- 4,400 Sq Ft
- Built 1910
18 Maple Ln, Wood Stock, NY 12498

Last Sold Summary
- 52 Days On Market
Last Listing Agent Heidi Maloney Four Seasons Sothebys Intl

/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
/48
$5,800 Per Month
- 3 Beds
- 3.5 Baths
- 2,355 Sq Ft
- House for Rent
2 Raycliffe Dr, Woodstock, NY 12498

This exciting 7 year young modern home has everything you want. There is no end to the quality and workmanship emanating from this home. From the bamboo floors, high end Meile appliances, custom cabinetry, quartz countertops, top quality bath fixtures with soapstone countertops and several stained glass windows. To fully bring in light and the spectacular Overlook mountain views, you'll find a

Richard Miller Win Morrison Realty - W

2 Raycliffe Dr, Woodstock, NY 12498
/38
$620,000

Sold Sep 26, 2025

3 Oriole Dr, Woodstock, NY 12498
- 3 Beds
- 2 Baths
- 2,158 Sq Ft
- Built 1967
Last Sold Summary
- 6% Above List Price
- $287/SF
- 32 Days On Market
Current Estimated Value $627,926

Last Listing Agent Mario Geissler Four Seasons Sotheby's Int'l R

3 Oriole Dr, Woodstock, NY 12498

/32
Est $931,106

Not Listed For Sale

185 John Joy Rd, Wood Stock, NY 12498
- 3 Beds
- 3 Baths
- 2,258 Sq Ft
- Built 2015
185 John Joy Rd, Wood Stock, NY 12498

Last Sold Summary
- 37 Days On Market
Last Listing Agent Sheena Lepez Compass Greater New York, LLC

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