38

Olivebridge, NY Homes for Sale with Acreage

Section Image Section Image
  • /42

    $569,999

    $5K PRICE DROP
    • 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 hard to find 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

    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

    Tbd New York 28, Boiceville, NY 12412
  • /51

    $849,000

    $50K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,575 Sq Ft

    67 Private Road 24, Olivebridge, NY 12461

    Set at the end of a quiet private road, this custom-built cedar contemporary home is surrounded by nearly five acres of rolling lawn, mature woods, and sweeping mountain views. Thoughtfully positioned to embrace its natural setting, the property offers the kind of privacy that's increasingly difficult to find, while still being just minutes from the Ashokan Reservoir, hiking trails, local farm

    Richard Vizzini Corcoran Country Living

    67 Private Road 24, Olivebridge, NY 12461
  • /31

    $799,000

    $26K PRICE DROP
    • 3 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

    $899,900

    $50K PRICE DROP
    • 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. The property also includes a 1,104 square foot barn that is perfect for equestrians or a studio, workshop, artisan/woodworker or equipment storage. Two overhead garage doors, extended wi-fi service, telephone/paging system and electricity can

    Mary McKinney Coldwell Banker Village Green

    52 Brodhead Rd, West Shokan, NY 12494
  • /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
  • /53

    $1,850,000

    $250K 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
  • /30

    $500,000

    • 1 Bath
    • 988 Sq Ft

    59 Weber Ln, Olivebridge, NY 12461

    Escape to your own private corner of the Catskills. Tucked well back from the road at the end of a long gravel driveway, this 15.46-acre Olivebridge property offers privacy, space, and the freedom to create something truly your own.The Tongore Brook runs through the property, bringing the soothing sounds and natural beauty of moving water right to your doorstep. Whether you're enjoying a

    Patty Matus eXp Realty, LLC

    59 Weber Ln, Olivebridge, NY 12461
  • /33

    $779,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,157 Sq Ft

    4248 State Route 28, Boiceville, NY 12412

    Welcome to the most charming 1920s Arts & Crafts masterpiece. Whether you're plotting a full-time escape from the city or a weekend sanctuary, this light-soaked gem in the historic hamlet of Boiceville is the ultimate choice.Step through the center entry hall and prepare to swoon: beamed ceilings, historic charm, and a living room anchored by a fireplace with a cozy wood-burning stove.

    Carol Graham Corcoran Country Living

    4248 State Route 28, Boiceville, NY 12412
  • /47

    $899,990

    $80K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,690 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 Inc.

    10 Kolb Rd, Boiceville, NY 12412
  • /37

    $1,875,000

    • 3 Beds
    • 2 Baths
    • 2,800 Sq Ft

    101 Bristol Hill Rd, Glenford, NY 12433

    Massive style with minimal expenses: This stunning 2,800-square-foot one-level home, designed by an architect for his own family, delivers cutting-edge luxury in a sought-after neighborhood just minutes from Woodstock and the Ashokan Reservoir. Set on 1.5 wooded acres, the house delivers a seamless blend of big-impact, light-filled interior spaces with a beautiful and secluded wooded setting,

    Hayes Clement Compass Greater New York, LLC

    101 Bristol Hill Rd, Glenford, NY 12433
  • /41

    $949,000

    • 3 Beds
    • 2.5 Baths
    • 1,852 Sq Ft

    56 Ridge Rd, Shokan, NY 12481

    Tucked down a long driveway on 4.3 private, wooded acres, just outside Woodstock, this thoughtfully designed contemporary home offers the rare combination of true seclusion and effortless livability. Built with a post and beam, passive solar design, the home was constructed to work with its surroundings.Inside, 1,852 square feet are laid out across two comfortable levels, with 3 bedrooms

    Kyle Needham Compass Greater NY, LLC

    56 Ridge Rd, Shokan, NY 12481
  • /26

    $399,000

    • 1,000 Sq Ft

    281 Cold Brook Rd, Bearsville, NY 12409

    There are homes that ask you to compromise, and then there are homes that ask you to dream.Set against a backdrop of sweeping mountain views, this is a rare opportunity to create something that’s unmistakably yours. The hardest work has already been done. What’s left is the part that reflects your style, your vision, and the way you want to live.Picture slow mornings with coffee

    Ron Knowles Century 21 Alliance Rlty Group

    281 Cold Brook Rd, Bearsville, NY 12409
  • /20

    $399,000

    $51K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,372 Sq Ft

    127 Du Bois Rd, Shokan, NY 12481

    PRICE REDUCED!!!! 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

    Tracy Galvin Mid Hudson Valley Realty Corp.

    127 Du Bois Rd, Shokan, NY 12481
  • /45

    $419,000

    • 2 Beds
    • 2 Baths
    • 1,287 Sq Ft

    8 Longyear Rd, Shokan, NY 12481

    Tucked away in a beautiful open meadow, this adorable Cape Cod cottage offers the perfect blend of privacy, charm, and endless possibilities. Bathed in natural light, the home features a warm and inviting atmosphere with a cozy wood-burning fireplace in the living room--perfect for relaxing on crisp Catskills evenings. With one bedroom and a full bath on each floor, the flexible layout easily

    Darlene Griffin Halter Associates Realty

    8 Longyear Rd, Shokan, NY 12481
  • /34

    $2,199,000

    $50K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 2,640 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
  • /29

    $699,900

    • 4 Beds
    • 2.5 Baths
    • 2,758 Sq Ft

    25 Old Farm Rd, Shokan, NY 12481

    Welcome to your own Catskills retreat! This beautifully renovated 2,700-square-foot farmhouse blends timeless charm with modern comfort, offering an inviting escape surrounded by the natural beauty of the Hudson Valley.Step inside to a bright, beautifully updated interior filled with natural light from large windows and thoughtfully designed living spaces. The newer kitchen features

    Keely Vandebogart Halter Associates Realty

    25 Old Farm Rd, Shokan, NY 12481
  • /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
  • /59

    $869,900

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft

    323 Beaverkill Rd, Kingston, NY 12401

    Unique, Exciting, Warm and Inviting. Imagine a long winding driveway into your own private forested acreage with a Storybook Saltbox style home immersed in an abundance of magical perennial gardens and flowering trees enhanced with integrated rock walls, stepping stones and patio and Adirondack style arbors, all uniquely designed by the owner, a master landscaper & builder. All the gardens are

    Edwin Maldonado Howard Hanna Rand Realty

    323 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 on 4 acres. The home's construction reflects an uncommon commitment to quality. Built well beyond code requirements, it is framed with kiln-dried Douglas fir, insulated to exceptional standards, and fitted throughout with argon-filled, double-paned

    Laurie Ylvisaker Coldwell Banker Village Green

    147 Bristol Hill Rd, Glenford, NY 12433
  • /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
  • /12

    $58,000

    • Land
    • 1.1 Acres
    • $52,727 per Acre

    Lot 5 Blueberry Hill Rd, Olive, NY 12461

    Tucked away at the end of a quiet dead-end road, this 1.1-acre property offers a rare opportunity to create your own Catskills retreat in the heart of West Shokan. Hidden from view and bordered by forest, the land feels wonderfully secluded while remaining just minutes from everyday conveniences.A year-round stream winds through the property, adding the peaceful sound of moving water and

    Megan Avery Listing by Keller Williams Upstate NY Properties

    Lot 5 Blueberry Hill Rd, Olive, NY 12461
  • /41

    $859,000

    $16K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,074 Sq Ft

    11 Blue Heron Dr, Kingston, NY 12401

    11 Blue Heron Drive, Marbletown Set on 3.7 level acres just moments from the Ashokan Reservoir, this beautifully crafted four-bedroom, three-bath custom home offers a rare combination of quality, privacy, and natural beauty. Built in 1996 by a contractor for his own family, the home reflects thoughtful construction and enduring craftsmanship. Privately situated at the end of a gracious,

    Deb Dolan Keller Williams Upstate NY

    11 Blue Heron Dr, Kingston, NY 12401
  • /19

    $728,000

    $57K PRICE DROP
    • 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
  • /13

    $229,000

    • 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
  • /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
  • /15

    $152,000

    $27K PRICE DROP
    • Land
    • 3.5 Acres
    • $43,429 per Acre

    Tbd High Point Mountain Rd, West Shokan, NY 12494

    Imagine waking up to Catskill Mountain sun, birdsong and peacefulness, but just minutes from Woodstock. Discover this beautiful 3.5-acre parcel on the exclusive High Point Mountain Road in West Shokan. This wooded property offers privacy, natural beauty, and the ideal setting to build your dream home, weekend retreat, or investment property.Surrounded by towering evergreens, deciduous

    Lindsey Arnold BHHS Nutshell Realty

    Tbd High Point Mountain Rd, West Shokan, NY 12494
  • /10

    $175,000

    • Land
    • 3.1 Acres
    • $56,452 per Acre

    35 Mountain Valley Rd, Boiceville, NY 12412

    Tucked away on a quiet country road in the heart of Boiceville, this beautiful three acre parcel offers the kind of peace that's becoming increasingly difficult to find. Towering mature trees create a natural canopy over the property, offering shade, privacy, and an inspiring setting for your future Catskill retreat. Beyond the homesite, the land drops steeply toward the Little Beaver Kill stream

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

    35 Mountain Valley Rd, Boiceville, NY 12412
  • /10

    $210,000

    • Land
    • 1.3 Acres
    • $161,538 per Acre

    0 Bristol Hill Rd Unit 20264813, Glenford, NY 12433

    Seize one of the very last opportunities to build in one of the area's most desirable, upscale subdivisions. This beautiful 1.3-acre parcel blends peaceful Catskill mountain living with premium infrastructure, boasting direct access from an established, paved neighborhood road that ensures a smooth arrival and flawless, year-round access.Bring your architectural vision to life. A thoughtful

    Darlene Griffin Halter Associates Realty

    0 Bristol Hill Rd Unit 20264813, Glenford, NY 12433
  • /32

    $699,000

    • 2 Beds
    • 1 Bath
    • 1,948 Sq Ft

    181 Grassy Ridge Rd, Olivebridge, NY 12461

    Tucked away on nearly seven private, park-like acres in Olivebridge, this warm and inviting Catskills retreat offers far more space than its two bedrooms might suggest, with nearly 2,000 square feet of living space plus an extraordinary amount of outdoor living area. Mature trees, established landscaping, open lawn and old stone walls create a setting so serene it feels like having your own

    Briana Cermak Compass Greater NY, LLC

    181 Grassy Ridge Rd, Olivebridge, NY 12461
  • /15

    $139,000

    • Land
    • 2.63 Acres
    • $52,852 per Acre

    Tbd Hidden Ct, Mt. Tremper, NY 12457

    A little piece of the Catskills with plenty of room for imagination. This 2.63-acre undeveloped parcel in Mount Tremper sits in the heart of the landscape that makes this corner of Ulster County so appealing--mountains, forests, the Esopus Creek, winding back roads and just enough creative energy to keep things interesting.Think less ''cookie-cutter subdivision'' and more a setting where

    Ron Knowles Century 21 Alliance-NP

    Tbd Hidden Ct, Mt. Tremper, NY 12457
  • /69

    $849,000

    $446K 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
  • /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
How to Buy a Home How to Finance a Home How to Sell a Home