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Olivebridge, NY Homes for Sale with Acreage

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  • /47

    $769,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft

    11 Oak Mountain Farm Rd, Boiceville, NY 12412

    Storybook Charm, Artistic Soul, and Mountain Views in the Heart of the Ashokan Reservoir and Catskill Mountains Corridor Originally built in 1930 from a mail-order catalog kit, this enchanting home has evolved into a truly distinctive country retreat where creativity, craftsmanship, and comfort come together. Set in a peaceful setting with mountain views, yet just five minutes from both the

    Agent Photo

    Amy Lonas

    Coldwell Banker Village Green

    (845) 442-4807

    11 Oak Mountain Farm Rd, Boiceville, NY 12412
  • /42

    $574,999

    • 6 Beds
    • 2 Baths
    • 1,842 Sq Ft

    2 Mountain Valley Rd, Boiceville, NY 12412

    A rare and remarkable multi-family opportunity nestled in the heart of the Catskills — 2 Mountain Valley Road, Boiceville, New York presents two fully self-contained units, each delivering a level of space, privacy, and independence that is virtually unheard of in the multi-family market. Set against the stunning natural backdrop of Ulster County's Catskill Mountains, this 1,842 total square foot

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    (845) 497-6342

    2 Mountain Valley Rd, Boiceville, NY 12412
  • /47

    $575,000

    • 6 Beds
    • 2 Baths
    • 1,842 Sq Ft

    2 Mountain Valley Rd, Boiceville, NY 12412

    A rare and remarkable multi-family opportunity nestled in the heart of the Catskills - 2 Mountain Valley Road, Boiceville, New York presents two fully self-contained units, each delivering a level of space, privacy, and independence that is virtually unheard of in the multi-family market. Set against the stunning natural backdrop of Ulster County's Catskill Mountains, this 1,842 total square foot

    Agent Photo

    Richard Baxter

    KELLER WILLIAMS REALTY

    (845) 957-7211

    2 Mountain Valley Rd, Boiceville, NY 12412
  • /11

    $749,900

    • Land
    • 27.9 Acres
    • $26,878 per Acre

    Tbd New York 28, Boiceville, NY 12412

    Incredible 27.9-acre development opportunity with mixed-use zoning and dual access from Route 28 and Upper Boiceville road. The front portion is zoned Highway Business with a 0.5-acre minimum, ideal for commercial use along this high-traffic corridor. The rear is zoned residential with a 1-acre minimum and could be subdivided for housing, a strip along the middle can go either way to be added to

    Agent Photo

    Teresa Falkowski

    Keller Williams Realty HV Nort

    (845) 671-5010

    Tbd New York 28, Boiceville, NY 12412
  • /34

    $1,990,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,775 Sq Ft

    30 Narrow Rd, Kingston, NY 12401

    Welcome to Ashokan Forest Haven, a one-of-a-kind escape located between the heart of Stone Ridge and the Ashokan Reservoir. Constructed in 2024, the Haven is composed of clean lines, carefully considered finishes, and an ecological ethos creating a backdrop for adventurous, effortless living harmonized with its forest surroundings. This property can cater to a variety of lifestyles, whether

    Agent Photo

    Veronica Newton

    Compass Greater NY, LLC

    (329) 210-1502

    30 Narrow Rd, Kingston, NY 12401
  • /70

    $980,000

    $200K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    10 Kolb Rd, Boiceville, NY 12412

    Dear buyer, I want you to know the story of this house. My family bought it three years ago and we did a total renovation to all the bathrooms and kitchen with new appliances and tile and all new fixtures. We also changed the back of the house and opened it up with a huge dormer facing the mountain since before the main view was to the expansive side meadow. We thought this was going to be our

    Jasmine Jordaan Halter Associates Realty

    10 Kolb Rd, Boiceville, NY 12412
  • /50

    $2,000,000

    $200K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,671 Sq Ft

    53 Freeman Avery Rd, Olivebridge, NY 12461

    An architectural gem tucked away on 40 acres of pristine forest, this striking 3,671-square-foot residence is a stunning fusion of modern architecture and natural beauty. Crafted by the acclaimed Resolution: 4 Architecture, incorporating all of their most coveted features that converge in this divine mid century modern design. Travel down the tree lined driveway past a cascading waterfall to a

    Richard Vizzini Corcoran Country Living

    53 Freeman Avery Rd, Olivebridge, NY 12461
  • /77

    $5,599,000

    $1M PRICE DROP
    • 9 Beds
    • 7 Baths
    • 8,479 Sq Ft

    1471 New York 28a, West Hurley, NY 12491

    Welcome to one of the most exceptional private estates in the Hudson Valley--a rare and breathtaking 115-acre estate overlooking the shimmering waters of the Ashokan Reservoir and framed by sweeping Catskill Mountain vistas. This once-in-a-generation offering comprises three distinct residences, three separately deeded parcels, extensive manicured trails, and an unmatched suite of amenities--all

    Richard Vizzini Corcoran Country Living

    1471 New York 28a, West Hurley, NY 12491
  • /53

    $1,995,000

    $105K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 5,199 Sq Ft

    250 Brodhead Rd, West Shokan, NY 12494

    A rare sanctuary where wellness, nature, and inspired country living converge across 17 idyllic acres. Framed by meadows, woodland, and a serene pond, the property offers a rare sense of escape--an immersive landscape designed as much for gathering and inspiration as for quiet retreat. At the heart of the grounds, the pond becomes a focal point for a lifestyle centered around wellness and

    Richard Vizzini Corcoran Country Living

    250 Brodhead Rd, West Shokan, NY 12494
  • /48

    $1,499,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,850 Sq Ft

    99 W Shokan Heights Rd, West Shokan, NY 12494

    Tucked into the rolling landscape of West Shokan, where seasonal Catskill Mountain views emerge through the trees, this new construction contemporary home offers a rare blend of modern craftsmanship, warmth, and quiet luxury across 4.25 private acres. Surrounded by forest and designed to embrace its natural setting, the home captures the essence of elevated country living--where refined interiors

    Richard Vizzini Corcoran Country Living

    99 W Shokan Heights Rd, West Shokan, NY 12494
  • /31

    $824,999

    • 2 Beds
    • 2 Baths
    • 1,910 Sq Ft

    18 Haberland Ln, Olivebridge, NY 12461

    There is something instantly comforting about this home. Warm, welcoming, and lovingly maintained, it offers the kind of easy living that never goes out of style. Whether gathering around the fireplace with friends, enjoying a quiet morning coffee, or unwinding after a long day, every space feels inviting, functional, and meant to be lived in. Set amidst peaceful natural surroundings with views

    Richard Vizzini Corcoran Country Living

    18 Haberland Ln, Olivebridge, NY 12461
  • /50

    $950,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    52 Brodhead Rd, West Shokan, NY 12494

    Where eagles fly and mountains kiss the sky, this beautifully maintained homestead showcases quality craftsmanship and thoughtful upgrades throughout. Whether you are an artisan, woodworker or equestrian, the well-equipped barn with Wi-Fi, telephone/paging system and electricity can easily meet your needs. The property features a thriving, fenced vegetable garden with separate well and shed

    Mary McKinney Coldwell Banker Village Green

    52 Brodhead Rd, West Shokan, NY 12494
  • /12

    $224,999

    • 2 Beds
    • 1.5 Baths
    • 1,456 Sq Ft

    106 Sheldon Hill Rd, Olivebridge, NY 12461

    Investor opportunity in Olivebridge! Situated on 1.12 acres, 106 Sheldon Hill Road offers a 2-bedroom, 1.5-bath home with approximately 1,456 square feet of living space and a full unfinished basement, providing additional potential for storage or future expansion. Ideal for investors, contractors, or buyers looking for a renovation project in the Hudson Valley, this home presents a chance to

    Vincent Reda Keller Williams Realty

    106 Sheldon Hill Rd, Olivebridge, NY 12461
  • /22

    $420,000

    $30K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,372 Sq Ft

    127 Du Bois Rd, Shokan, NY 12481

    If you're looking for peaceful country living, this inviting ranch-style home on 1.42 acres may be just what you've been waiting for. Set on a quiet road, it offers 3 bedrooms, 1 1/2 bathrooms, and a spacious living room with a cozy fireplace. Hardwood floors lie beneath the carpets, adding even more potential. The full finished basement provides plenty of extra space, including a large family

    Tracy Galvin Mid Hudson Valley Realty Corp.

    127 Du Bois Rd, Shokan, NY 12481
  • /44

    $2,149,000

    • 4 Beds
    • 3.5 Baths
    • 2,584 Sq Ft

    209 Beaverkill Rd, Kingston, NY 12401

    Nine and a half acres. A private island. A river at your edge. And a home built entirely around you. Deep in the Hudson Valley, where the Esopus River carves through one of the region's last truly private waterfront parcels, sits a rare 9.56 acre property that offers something the market almost never produces, total seclusion, direct river frontage, and access via a primitive trail to your own

    Zak Gumpel HRH Development Brokers LLC

    209 Beaverkill Rd, Kingston, NY 12401
  • /13

    $229,000

    $20K PRICE DROP
    • Land
    • 5.1 Acres
    • $44,902 per Acre

    Tbd Route 28a, West Hurley, NY 12491

    Discover a rare opportunity to own 5.1 acres along the scenic Route 28A corridor which skirts the southern edge of the Ashokan Reservoir, one of the most sought-after gateways to the Catskills. With selective clearing, the property offers dramatic views overlooking the Ashokan Reservoir and the surrounding Catskill Mountains--a truly inspiring backdrop for your new home.The terrain rises

    Joel Craig Coldwell Banker Village Green

    Tbd Route 28a, West Hurley, NY 12491
  • /30

    $515,000

    • 2 Beds
    • 1 Bath
    • 1,251 Sq Ft

    183 Mill Rd, Olivebridge, NY 12461

    The perfect getaway from the hustle and bustle of the world. Nestled quietly in the Catskill Mountain Range, just minutes from the Ashokan Reservoir and a short drive away from Woodstock, Rosendale, Kingston, and New Paltz sits this lovely, renovated 2 bed, 1 bath home. On the property you'll find 2.2 acres of tranquility as you can look out the back windows at nearly all hours and see the

    Michael Bussa K. Fortuna Realty, Inc.

    183 Mill Rd, Olivebridge, NY 12461
  • /34

    $1,299,000

    • 3 Beds
    • 5 Baths
    • 3,167 Sq Ft

    44 Bristol Hill Rd, Glenford, NY 12433

    Tucked into a private subdivision where each lot spans multiple acres, this exquisite home offers unparalleled privacy and tranquility. Perfectly situated for lovers of outdoor adventure, fine dining, and boutique shopping, it lies just minutes from the charming villages of Woodstock, Phoenicia, Kingston's historic Stockade district and the Ashokan Rail Trail. This contemporary residence boasts

    Karen Gilbane Corcoran Country Living

    44 Bristol Hill Rd, Glenford, NY 12433
  • /23

    $399,000

    • Land
    • 9.56 Acres
    • $41,736 per Acre

    Tbd-Lot 1 Beaverkill Rd, Kingston, NY 12401

    An exceptionally rare opportunity to build with HRH Development on one of the most breathtaking parcels in the Catskills. Set on 9.56 private acres, this shovel-ready property offers the perfect blend of seclusion, natural beauty, and proximity to the region's most sought-after destinations. Positioned on a dramatic and secluded plateau bordered by the Esopus Creek, the property is BOH approved

    Zak Gumpel HRH Development Brokers LLC

    Tbd-Lot 1 Beaverkill Rd, Kingston, NY 12401
  • /46

    $489,000

    • 3 Beds
    • 1 Bath
    • 1,639 Sq Ft

    4533 Atwood Rd, Stone Ridge, NY 12484

    Peace, Privacy, and Potential! Escape to your own private retreat with this charming 3-bedroom, 2-bath cape style country cottage nestled on 3 beautiful acres and set well back from the road for privacy and tranquility. Surrounded by mature landscaping, with a sweeping front lawn and natural beauty, this property offers the perfect blend of country living and everyday comfort. Inside, you'll find

    Amy Levine Howard Hanna Rand Realty

    4533 Atwood Rd, Stone Ridge, NY 12484
  • /42

    $1,925,000

    • 4 Beds
    • 3.5 Baths
    • 4,134 Sq Ft

    147 Bristol Hill Rd, Glenford, NY 12433

    Ever-changing light rises from the Ashokan Reservoir and travels uphill, casting its spell across this elegantly designed contemporary colonial. Creating a home that feels alive to its surroundings. Privately sited and thoughtfully designed, the approach immediately sets the tone. Bluestone stepped gardens lead to either of the home's two front entrances, framing the arrival with the same careful

    Laurie Ylvisaker Coldwell Banker Village Green

    147 Bristol Hill Rd, Glenford, NY 12433
  • /49

    $1,649,500

    • 3 Beds
    • 3 Baths
    • 2,942 Sq Ft

    53 Little Deer Rd, Mount Tremper, NY 12457

    Casa Jane Some homes are simply lived in. Others are cultivated over time -- shaped quietly through care, intention, and a deep connection to the land. Casa Jane belongs to the latter. Set on four private acres in the heart of the Catskills, Casa Jane offers a rare combination of mountain views, creek frontage, fully fenced grounds, a Gunite pool, and over two decades of professionally designed

    Quinn Hagstrand BHHS HUDSON VALLEY PROP-WDST

    53 Little Deer Rd, Mount Tremper, NY 12457
  • /15

    $169,900

    • Land
    • 1.4 Acres
    • $121,357 per Acre

    TBD Bristol Hill Rd, Glenford, NY 12433

    This buildable lot on Bristol Hill Road offers a peaceful Catskill neighborhood setting with wooded surroundings, privacy, and easy access to Woodstock and Kingston. Located in an R1 residential zoning district, the property provides an opportunity to create a full-time residence or weekend retreat surrounded by quiet roads, outdoor recreation, and classic Catskills charm.

    Ronin Ingwersen Berardi Realty

    TBD Bristol Hill Rd, Glenford, NY 12433
  • /50

    $875,000

    • 4 Beds
    • 3 Baths
    • 2,074 Sq Ft

    11 Blue Heron Dr, Kingston, NY 12401

    11 Blue Heron Drive, MarbletownFabulous 4-bedroom, 3-bath custom home set on 3.7 level acres just moments from the Ashokan Reservoir. Thoughtfully built in 1996 by a contractor for his own family, this residence offers quality craftsmanship and enduring comfort in a serene, natural setting. Privately sited on a quiet, tree-lined lot, the home overlooks a picturesque lagoon (not part of the

    Deb Dolan Keller Williams Upstate NY

    11 Blue Heron Dr, Kingston, NY 12401
  • /3

    $785,000

    • 2 Beds
    • 2.5 Baths
    • 2,194 Sq Ft

    12 Mountain Valley Rd, Boiceville, NY 12412

    Nestled on the hills of Mountain Valley you will find this one of a kind uniquely designed and engineered by the original owner. The home is fully documented in both words and illustrations and was created in a model. The home includes two bedrooms, two full baths, two car garage. In the basement you will find 2 areas which was used for tools and the other for creative space. Continuing through

    Robyn Awand Country Connections

    12 Mountain Valley Rd, Boiceville, NY 12412
  • /32

    $850,000

    • 4 Beds
    • 3 Baths
    • 2,238 Sq Ft

    726 Wittenberg Rd, Mount Tremper, NY 12457

    This is the Woodstock farmhouse you've been waiting for. Set on 5 gorgeous private acres along Wittenberg Road, this 1917 classic has been completely and tastefully renovated without losing an ounce of its soul. Four bedrooms, three stunning full baths; two en-suite. A first-floor bedroom suite that makes hosting (or aging in place) a breeze. Wake up in the new primary suite with cathedral

    Genevieve Rolleri eXp Realty

    726 Wittenberg Rd, Mount Tremper, NY 12457
  • /35

    $1,200,000

    • Land
    • 74.16 Acres
    • $16,181 per Acre

    626 Wittenberg Rd, Bearsville, NY 12409

    Magnificent 8+ acre meadow across from Cold Brook Road PLUS 66 acres of beautiful rolling property with two streams and magical wet and dry areas in the woods. Possible single Estate property or subdivide into several parcels. Access from Wittenberg Road and views nestled in the Wittenberg Valley just past where the roads to Glenford, Mt. Tremper and Bearsville meet. Property has access on

    Robert Stang LIVEARTHCO CONSULTING LLC

    626 Wittenberg Rd, Bearsville, NY 12409
  • /6

    $289,000

    • Land
    • 3.2 Acres
    • $90,312 per Acre

    61 Hillside Dr, Olive, NY 12494

    --3 Acres with Mountain Views, Stream, and Ready-to-Build ImprovementsThis beautiful 3-acre parcel offers the perfect blend of light, privacy, and convenience. The land has been thoughtfully cleared and de-stumped, allowing sunlight to pour in while mature trees frame the property’s natural borders. A gentle stream runs along the western edge, with Hanover Mountain providing a striking

    Ellen Osgood Coldwell Banker Village Green

    61 Hillside Dr, Olive, NY 12494
  • /20

    $179,900

    $10K PRICE DROP
    • Land
    • 2.6 Acres
    • $69,192 per Acre

    TBD Bostock Rd, Shokan, NY 12481

    The best of both worlds! Both private seclusion of living in the countryside, yet only seconds away from restaurants, shopping, major parks and emergency services! This rare opportunity of a beautiful, level, and ideally sized parcel in desirable Shokan. The perfect balance of flat cleared pasture and wooded wonderland with a year round stream. This dream parcel is nestled between Grant Averly

    Michael Lawlor Howard Hanna Rand Realty

    TBD Bostock Rd, Shokan, NY 12481
  • /38

    $1,775,000

    New Construction $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    20 Anderson Rd, Olivebridge, NY 12461

    Welcome to The Forest at Acorn Hill--a private sanctuary set deep within the natural beauty of the Catskills. Tucked away at the end of a quiet cul-de-sac, this exceptional property offers the rare balance of complete seclusion and effortless access to Woodstock, Kingston, and the coveted hamlets of Accord, Stone Ridge, and High Falls. An 850-foot approach winds through the landscape,

    Daniel Hauspurg Potter Realty

    20 Anderson Rd, Olivebridge, NY 12461
  • /38

    $599,900

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,529 Sq Ft

    310 Spillway Rd, West Hurley, NY 12491

    This charming West Hurley home offers 3 bedrooms, 2 full baths, all on the main floor and a spacious 2,529 square feet of living area. Enjoy a modern, open kitchen perfect for gatherings, and relax in the beautiful, spacious yard with new hot tub, surrounded by mountains.Just 10 minutes from Kingston and 5 minutes from the NYS Thruway.This property boasts not only convenience with a TESLA

    Keely Vandebogart Halter Associates Realty

    310 Spillway Rd, West Hurley, NY 12491
  • /40

    $249,000

    $36K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,100 Sq Ft

    62 Watson Hollow Rd, West Shokan, NY 12494

    Vintage 3-Season Cottage on the Bushkill Creek! Brimming with charm and potential, this beloved vintage cottage has been in the same family for over 50 years. Set on 1.4 park-like acres along the scenic Bushkill Creek, it offers a peaceful retreat with a touch of nostalgia. The large eat-in kitchen serves as a versatile gathering space, perfect for casual meals or creative projects. While the

    Ellen Osgood Coldwell Banker Village Green

    62 Watson Hollow Rd, West Shokan, NY 12494
  • /69

    $965,000

    $330K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,955 Sq Ft

    269 Watson Hollow Rd, West Shokan, NY 12494

    Set in the quiet, storied hills of West Shokan, 269 Watson Hollow Road offers a rare blend of historic character and natural beauty. Originally constructed in the 1800s as a barn, this distinctive home was thoughtfully relocated across the stream approximately 40 years ago, where it now rests gracefully against the mountain backdrop.16.5 acres extend to the top of the ridge behind the house.

    Jeanne Boice Howard Hanna Rand Realty

    269 Watson Hollow Rd, West Shokan, NY 12494
  • /26

    $349,000

    • Land
    • 3 Acres
    • $116,333 per Acre

    547 Glenford Wittenberg Rd, Bearsville, NY 12409

    Three acres available on Yankee Town Pond in Bearsville. Convenient to Woodstock yet only 15 minutes to the NYS Thruway. Minutes to the Ulster County Rail Trail w hiking and biking all at your fingertips. Love to fish? This is perfect. This lot is being subdivided from a larger parcel and will be a buildable lot with engineered plans for the house. The taxes and assessment reflect the entire

    Siobhan Scanlan Win Morrison Realty-K

    547 Glenford Wittenberg Rd, Bearsville, NY 12409
  • /22

    $750,000

    $200K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,758 Sq Ft

    25 Old Farm Rd, Shokan, NY 12481

    Tucked away on just under 2 acres off a quiet cul-de-sac in Shokan, this thoughtfully cared for country farmhouse-inspired home offers a warm blend of comfort, character, and Catskills serenity. Surrounded by natural beauty the property invites a slower pace while remaining conveniently located just minutes to the Ashokan Reservoir, nearby hiking trails, Woodstock, and the NYS Thruway. Inside,

    Keely Vandebogart Halter Associates Realty

    25 Old Farm Rd, Shokan, NY 12481
  • /11

    $105,000

    • Land
    • 2.6 Acres
    • $40,385 per Acre

    291 Acorn Hill Rd, Olivebridge, NY 12461

    Tucked away along a private drive on Acorn Hill Road in the scenic town of Olive, this 2.60 acre wooded parcel offers a rare combination of privacy and natural charm. Accessed by a deeded right of way, the property is both secluded and convenient. Surrounded by mature trees, the land features striking rock outcroppings and beautiful mountain views, creating a calm and tranquil setting. Whether

    Paige McClintock Howard Hanna Rand Realty

    291 Acorn Hill Rd, Olivebridge, NY 12461
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