Olivebridge, NY Homes

/25
$349,000
- 2 Beds
- 2 Baths
- 848 Sq Ft
442 Acorn Hill Rd, Olivebridge, NY 12461

Charming & Updated 2-Bedroom Home in a Serene Country Setting. Discover this beautifully updated 2-bedroom, 2-bathroom home nestled in a private and peaceful location. With modernized electrical and mechanical systems, this home offers both comfort and reliability. The second-floor bathroom is brand new, adding a touch of luxury to the space. Step outside onto the lovely deck overlooking the

Win Morrison

Win Morrison Realty

(845) 803-1710

442 Acorn Hill Rd, Olivebridge, NY 12461
/20
$10,670 per month
- 7 Beds
- 5 Baths
- 3,798 Sq Ft
- Condo for Rent
21 Abbey Rd Unit ID1241292P, Mount Tremper, NY 12457

Nestled in the heart of tranquil upstate New York, Abbey Road Farmhouse offers an idyllic escape just 2.5 hours from NYC. With ample space for up to 14 guests, the main house boasts 5 beds, 3.5 baths, a cozy living room, a modern kitchen, an office, and a gym. A charming 2-bedroom, 2-bathroom cottage includes a full kitchen, a living room, and a private deck. Outside, enjoy the seasonal pool,

21 Abbey Rd Unit ID1241292P, Mount Tremper, NY 12457
/34
$840,000 Sold Jul 08, 2025
- 1,512 Sq Ft
- $556/SF
- 19 Days On Market
- 4 Beds
- 2 Baths
- Built 1973
516 Watson Hollow Rd, West Shokan, NY 12494

Welcome to your bright, beautifully updated retreat in the woods — a sun-drenched contemporary ranch (white-washed rough-cut pine siding) that checks all the boxes (and then some). Tucked away across from the rushing year-round Bushkill Creek, this home offers that elusive mix of modern style, peace, and privacy—all within easy reach of Woodstock, Phoenicia, and the Catskills' best trails, ski

Diana Polack Compass Greater NY, LLC

516 Watson Hollow Rd, West Shokan, NY 12494

/35
Not Listed For Sale
- 7 Beds
- 4 Baths
- 5,136 Sq Ft
239 Bostock Rd, Shokan, NY 12481

239 Bostock Rd, Shokan, NY 12481

/41
$2,400,000
- 4 Beds
- 3 Baths
- 2,751 Sq Ft
53 Freeman Avery Rd, Olivebridge, NY 12461

Modern Marvel in Nature!! Perched atop a private 40-acre wooded sanctuary, this architecturally significant prefabricated modular home—designed by award-winning Resolution: 4 Architecture—offers a rare combination of design-forward living and immersive natural surroundings. Built in 2012 and spanning over 3,671 square feet, this four-bedroom, three-bathroom residence is a true retreat in the

Michael Carr

eXp Realty

(845) 684-9454

53 Freeman Avery Rd, Olivebridge, NY 12461
/29
$3,750 per month
- 4 Beds
- 2 Baths
- 2,500 Sq Ft
- House for Rent
20 Mary Lou Ln, Shokan, NY 12481

This bright and beautifully updated raised ranch seamlessly blends classic charm with the modern appeal of a new build. Nestled in a serene neighborhood on a quiet cul-de-sac in the low-tax town of Olive, ideally situated between Woodstock and Phoenicia, this fully-renovated home offers the perfect combination of style, comfort, and convenience. At its heart is a stunning kitchen featuring a

Benjamin Armento Coldwell Banker Village Green

20 Mary Lou Ln, Shokan, NY 12481
/29
$1,155,000 Sold Jun 25, 2025
- 2,880 Sq Ft
- $401/SF
- 19 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1988
79 Stillwater Rd, Stone Ridge, NY 12484

Tucked at the end of a quiet, dead-end road and surrounded by 3 level acres of lawn, trees, and privacy, this beautifully renovated Colonial Farmhouse is the kind of place that feels like home the second you pull in.Inside, the heart of the home is the stunning custom kitchen—Carrara marble countertops and backsplash, stainless steel appliances, and a big island ready for rolling out cookies

Steven Gray Compass Greater NY, LLC

79 Stillwater Rd, Stone Ridge, NY 12484

/33
Est $982,340 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,899 Sq Ft
8 High Point Mountain Rd, West Shokan, NY 12494

8 High Point Mountain Rd, West Shokan, NY 12494

/44
$2,300,000
- 3 Beds
- 2.5 Baths
- 2,775 Sq Ft
30 Narrow Rd, Kingston, NY 12401

Discover minimalist modern luxury in this stunning new contemporary home, set on an expansive 7.3-acre private lot. Whether you're dreaming of a tranquil upstate retreat or a primary residence, this property offers the perfect sanctuary. The open-concept living space features soaring double-height ceilings, creating an inviting and airy atmosphere, while two breathtaking walls of windows provide

Veronica Newton

Compass Greater NY, LLC

(845) 328-5883

30 Narrow Rd, Kingston, NY 12401
/22
$1,950 per month
- Studio
- 1 Bath
- 420 Sq Ft
- House for Rent
78 Burgher Rd, West Shokan, NY 12494

Charming Renovated Barn on Private 4-Acre Lot – Available for Long-Term RentalNestled at the end of a quiet dead-end road on a secluded 4-acre property, this beautifully renovated barn offers a unique opportunity for long-term living in a peaceful, natural setting.The residence features a king-sized bed with a memory foam mattress, an oversized bathroom with Kohler fixtures, and a

78 Burgher Rd, West Shokan, NY 12494
/53
$509,250 Sold Jun 13, 2025
- 1,624 Sq Ft
- $314/SF
- 181 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1996
54 Hillside Dr, West Shokan, NY 12494

Looking for that special location where every day feels like a vacation? This incredible hillside home is nestled between the mountains on a dead-end road with beauty out every window. The wraparound deck will be one of your favorite spots to enjoy the mountain views while relaxing or entertaining guests. The property provides serenity and a wonderful sense of privacy with plenty of trees, yet

Edwin Maldonado Howard Hanna Rand Realty

54 Hillside Dr, West Shokan, NY 12494

/6
Not Listed For Sale
TBD Aster Rd, Rochester, NY 12461

TBD Aster Rd, Rochester, NY 12461

/56
$1,295,000 Open Sat 1PM - 2:30PM
- 4 Beds
- 2 Baths
- 2,377 Sq Ft
35 Abbey Rd, Mount Tremper, NY 12457

35 Abbey Road — A Mid-Century Sanctuary minutes from Woodstock TownTucked away off of Abbey Rd and just a short pass over a charming stream you'll arrive at this pristine, authentic mid-century retreat, nestled in the heart of Woodstock's beloved Abbey Road. Set on 5.4 magical acres, this serene property captures the essence of Catskills living- graceful, grounded, and surrounded by

Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

35 Abbey Rd, Mount Tremper, NY 12457
/23
$6,500 per month
- 4 Beds
- 2.5 Baths
- 1,853 Sq Ft
- House for Rent
11 Shultis Farm Rd, Bearsville, NY 12409

AVAIL FROM SEPT 2025. Private & Serene Modern Farmhouse Near Woodstock - Nestled on a private road just minutes from the heart of Woodstock, this beautifully renovated 4-bedroom, 2.5-bathroom modern farmhouse offers the perfect blend of charm, space, and privacy. Surrounded by mature trees, stone walls, and tall hedges, this home feels like a secluded retreat while remaining conveniently close

Alexis Li Corcoran Country Living

11 Shultis Farm Rd, Bearsville, NY 12409
/19
$140,000 Sold Jun 07, 2025
- Land
- 2.67 Acres
- $52,434 per Acre
- 102 Days On Market
TBD Wynkoop Rd, Olivebridge, NY 12461

BUILDING LOT - 2.6 acres in a sought after nook in the Town of Olive. Easy location and shovel ready, recent survey and BOH approval. Wynkoop Rd is wooded and peaceful, close to Sahler Mill loop, Tetta's Market, Sundown State Forest and other local attractions. The land has a variety of mature trees and is dotted with bluestone features. Partially cleared for a driveway with an ideal homesite on

Ryan Basten Berkshire Hathaway Homeservice

TBD Wynkoop Rd, Olivebridge, NY 12461

Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 2,174 Sq Ft
1345 Wittenberg Rd Unit 1347, Mount Tremper, NY 12457

1345 Wittenberg Rd Unit 1347, Mount Tremper, NY 12457

/61
$899,000
- 3 Beds
- 2 Baths
- 1,596 Sq Ft
258 Watson Hollow Rd, West Shokan, NY 12494

Spacious 3 bedroom home with breathtaking mountain views. Perched on a hill, this home offers panoramic mountain views and sits on 19.20 acres bordered by a serene stream. There is a front entrance to the home that brings you into the lower level foyer room with blue stone flooring.. On this level is a finished game room/ office space/TV room with plenty of finished space. You also have access to

Siobhan Scanlan Win Morrison Realty-K

258 Watson Hollow Rd, West Shokan, NY 12494
$300 Sold May 21, 2025
- 3,546 Sq Ft
- $0/SF
- 657 Days On Market
- 6 Beds
- 3.5 Baths
- Built 1915
3040 Rt 28, Shokan, NY 12481

VICTORIAN WITH HISTORY IN THE CATSKILLS! This beautiful home sits nicely back from the road, across the rail trail. Original hardwood floors, pocket doors, vaulted ceilings, large windows, original moldings and trims. Live-in the two bedroom ranch while complete renovations or rent out for extra income. This property is zoned both commercial and residential which could be used as a Bed and

Kathy Shumway Win Morrison Realty

3040 Rt 28, Shokan, NY 12481

/35
Est $870,262 Not Listed For Sale
- 2 Beds
- 2 Baths
- 2,156 Sq Ft
460 Glenford Wittenberg Rd, Bearsville, NY 12409

460 Glenford Wittenberg Rd, Bearsville, NY 12409

/30
$1,175,000
- 3 Beds
- 2.5 Baths
- 3,033 Sq Ft
48 Hillside Dr, West Shokan, NY 12494

Secluded Luxury Log Home with Spectacular Ashokan Reservoir Views + Additional ParcelWelcome to your dream retreat in the heart of the Catskills. Nestled on a private, serene hillside overlooking the stunning Ashokan Reservoir, this impeccably built 2006 log home combines rustic charm with modern luxury and energy efficiency.Crafted with top-of-the-line mechanicals and highly

Mark Kanter BHHS HUDSON VALLEY PROP-WDST

48 Hillside Dr, West Shokan, NY 12494
/42
$300,000 Sold May 21, 2025
- 1,431 Sq Ft
- $210/SF
- 659 Days On Market
- 6 Beds
- 3.5 Baths
- Built 1915
3040 New York 28, Shokan, NY 12481

VICTORIAN WITH HISTORY IN THE CATSKILLS! This beautiful home sits nicely back from the road, across the rail trail. Original hardwood floors, pocket doors, vaulted ceilings, large windows, original moldings and trims. Live-in the two bedroom ranch while complete renovations or rent out for extra income. This property is zoned both commercial and residential which could be used as a Bed and

Kathy Shumway Win Morrison Realty-K

3040 New York 28, Shokan, NY 12481

Est $564,286 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,071 Sq Ft
403 Wittenberg Rd, Bearsville, NY 12409

403 Wittenberg Rd, Bearsville, NY 12409

/31
$659,000
- 3 Beds
- 2 Baths
- 1,750 Sq Ft
110 Brown Station Rd, Olivebridge, NY 12461

Escape to this beautifully updated 3-bedroom, 2-bath Cape home located in the heart of Olive Bridge. Set on a generous lot, the residence blends modern comfort with rustic charm. Inside, you'll find beamed ceilings and elegant hardwood floors throughout, enhancing the spacious layout that's perfect for both relaxation and entertaining. The first floor features a large living/dining area, a full

Megan Rios Berardi Realty

110 Brown Station Rd, Olivebridge, NY 12461
/30
$295,000 Sold May 16, 2025
- 1,188 Sq Ft
- $248/SF
- 194 Days On Market
- 3 Beds
- 2 Baths
- Built 1989
3852 New York 28, Boiceville, NY 12412

**Unique 8-Acre Property with Versatile Workspaces** Flexible 8-acre property, previously utilized for parking excavation equipment and hosting a sawmill. This residential-zoned property offers an array of opportunities, making it a rare find in the market. It features a spacious three-bay ''barn'' totaling 3852 square feet, complete with water and heating facilities. Perfect for a wide range of

Ellen Osgood Coldwell Banker Village Green

3852 New York 28, Boiceville, NY 12412

Est $728,790 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

/27
$645,000 Pending
- 1 Bed
- 1 Bath
- 850 Sq Ft
30 Little Deer Rd, Mount Tremper, NY 12457

30 Little Deer Rd — Redefining ''Cabin Fever'' in Style.Welcome to your chic, modern escape nestled on three private, wooded acres in Mount Tremper, just minutes from the vibrant village of Woodstock. This stunning cabin has undergone a full top-to-bottom renovation, transforming the traditional cabin experience into a luxurious retreat.Thoughtfully designed and impeccably

Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

30 Little Deer Rd, Mount Tremper, NY 12457
/11
$75,000 Sold May 13, 2025
- 1,200 Sq Ft
- $62/SF
- 206 Days On Market
- 3 Beds
- 2 Baths
- Built 1990
349 High Point Mountain Rd, West Shokan, NY 12494

A short drive from Route 28 and easy access to the Thruway passing over the Ashokan Reservoir on a beautiful rural road sits this great investment property. This gently sloping 2.6 acres property with mountain views is adjacent to protected NYC land and bordered by a year round stream. The double wide home, plus sheds, are in an unknown condition.Therefore the property is being'Sold As

Henry Ford Coldwell Banker Village Green

349 High Point Mountain Rd, West Shokan, NY 12494

/35
Est $583,086 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,435 Sq Ft
325 Moonhaw Rd, West Shokan, NY 12494

325 Moonhaw Rd, West Shokan, NY 12494

/43
$1,175,000 Pending
- 3 Beds
- 2.5 Baths
- 2,398 Sq Ft
1401 State Route 28a, West Hurley, NY 12491

Welcome to Serenity Stone Hill — a private, park-like sanctuary perched between Woodstock and Kingston, neighboring the majestic Ashokan Reservoir in the heart of the Catskills. This timeless retreat offers an exquisite blend of seclusion, natural beauty, and elevated comfort—all wrapped in a setting that feels worlds away yet remains remarkably accessible.Ascend the winding drive, flanked by a

Christina Ahouse Four Seasons Sothebys Intl

1401 State Route 28a, West Hurley, NY 12491
/16
$405,000 Sold May 12, 2025
- 1,672 Sq Ft
- $242/SF
- 161 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2001
7 Pinecrest Dr, West Shokan, NY 12494

Beautiful Colonial set back from the road in a quiet area surrounded by trees on 5.1 acres. This is the setting you have been waiting for, privacy yet being close to everything in Olive. 3 Bedroom 2.5 baths. Large deck overlooks spacious corner lot. Take a look!

Ronnie Rebis Grist Mill Real Estate

7 Pinecrest Dr, West Shokan, NY 12494

/35
Est $1,710,539 Not Listed For Sale
- 9 Beds
- 6.5 Baths
- 7,100 Sq Ft
397 Moonhaw Rd, West Shokan, NY 12494

397 Moonhaw Rd, West Shokan, NY 12494

/46
$1,175,000 Pending
- 3 Beds
- 2.5 Baths
- 2,398 Sq Ft
1401 New York 28a, West Hurley, NY 12491

Welcome to Serenity Stone Hill — a private, park-like sanctuary perched between Woodstock and Kingston, neighboring the majestic Ashokan Reservoir in the heart of the Catskills. This timeless retreat offers an exquisite blend of seclusion, natural beauty, and elevated comfort—all wrapped in a setting that feels worlds away yet remains remarkably accessible.Ascend the winding drive,

Christina Ahouse Four Seasons Sotheby's Int'l-K

1401 New York 28a, West Hurley, NY 12491
/40
$699,000 Sold May 09, 2025
- Land
- 24 Acres
- $28,765 per Acre
- 19 Days On Market
149 Walton Rd, West Hurley, NY

Magnificent views of the Ashokan Reservoir are possible with clearing from this 24.3-acre estate lot, which borders protected lands. The property offers multiple secluded building sites and a septic design for a 4-bedroom house in the location with the best view. This is a AAA location suited for use as an estate lot, but with A-4 zoning and frontage on both Walton's Road and Boyce Road,

Sean Zimmerman Halter Associates Realty

149 Walton Rd, West Hurley, NY

/34
Est $825,107 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,807 Sq Ft
1381 Wittenberg Rd, Mount Tremper, NY 12457

1381 Wittenberg Rd, Mount Tremper, NY 12457

/31
$675,000 Under Contract
- 3 Beds
- 2 Baths
- 1,924 Sq Ft
252 Upper Boiceville Rd, Boiceville, NY 12412

Conveniently located between Woodstock and Phoenicia, This stunning .90 acre, 3bed/2bath renovated 2-story home with both floors having an open floor plan with skylights on the 2nd floor, transom windows, and has beautiful wood accents. The second floor has high ceilings, skylights and loft-like great room that showcase picturesque sunsets and mountain views. The first floor open plan between the

Richard Greenspan Ruth Gale Realty

252 Upper Boiceville Rd, Boiceville, NY 12412
/63
$1,525,000 Sold May 08, 2025
- 2,208 Sq Ft
- $691/SF
- 18 Days On Market
- 4 Beds
- 2 Baths
- Built 1880
12 W Shokan Heights Rd, West Shokan, NY 12494

Imagine a place where time slows, inviting you to breathe deeply, unwind, and reconnect with what truly matters. A retreat that could inspire the likes of Burroughs, Emerson, and Cole. Welcome to Ashokan Hideaway, a breathtaking 26+ acre estate where nature and elegance intertwine in perfect harmony, offering a Sanctuary of Serenity and Timeless Beauty. Tucked away at the end of a meandering

Christina Ahouse Four Seasons Sotheby's Int'l-K

12 W Shokan Heights Rd, West Shokan, NY 12494

/35
Est $644,990 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,553 Sq Ft
393 Acorn Hill Rd, Olivebridge, NY 12461

393 Acorn Hill Rd, Olivebridge, NY 12461

/11
$149,900
- Land
- 3.70 Acres
- $40,514 per Acre
Lot #7 Blue Heron Dr, Marbletown, NY 12401

Build your dream home or your weekend getaway on this 3.7 acre parcel located at the end of a quiet country cul de sac. Walk, ride your bike, maybe even roller blade to the beautiful nearby Ashokan Reservoir Promenade where you can see for miles as you enjoy a relaxing stroll or a good workout. The 11.5 mile recreational Ashokan Rail Trail between West Hurley and Boiceville is also close by to

Janet Marz Janet Marz Real Estate

Lot #7 Blue Heron Dr, Marbletown, NY 12401
$850,000 Sold May 08, 2025
- 3,126 Sq Ft
- $272/SF
- 117 Days On Market
- 3 Beds
- 2 Baths
- Built 1985
363 Cold Brook Rd, Bearsville, NY 12409

Discover this expansive contemporary residence, perfectly situated just 5 miles from Bearsville Theater. Enjoy an ideal blend of work and leisure. The open floor plan features vaulted ceilings, warm wood interiors, and a stunning stone fireplace, creating an inviting atmosphere ideal for entertaining. Two spacious in-home offices and a finished studio above the two-car garage provide flexibility

Carol Spirig Halter Associates Realty Inc

363 Cold Brook Rd, Bearsville, NY 12409

/25
Est $304,852 Not Listed For Sale
- 1 Bed
592 Acorn Hill Rd, Olivebridge, NY 12461

592 Acorn Hill Rd, Olivebridge, NY 12461

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