27

Olivebridge, NY Houses for Sale

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  • /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
  • /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

    $525,000

    • 2 Beds
    • 2 Baths
    • 1,502 Sq Ft

    18 Elting Ln, Bearsville, NY 12409

    Come and see this cute-as-a-button, circa 1950 brick cape on Elting Lane, one of Woodstock's most enchanting roads! This easy-to-manage home on just shy of an acre, boasts woodland surroundings plus seasonal meadow and mountain views and fruit trees.The main floor features a light flooded living room with fireplace, an efficient kitchen with adjacent dining area with double glass doors

    Pamela Hoveling Halter Associates Realty

    18 Elting Ln, Bearsville, NY 12409
  • /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
  • /7

    $149,000

    29 Reservoir Rd, Shokan, NY 12481

    Property has a 3BR, 1bath house which needs complete Renovation or Demolition. BEING SOLD AS-IS This is an ideal quiet location just a few lots off route 28 and walkable to The Asokan Reservoir. Minutes from all services and shopping. Kingston and Woodstock are near-by. Onteora school system right down the road. Rail Trail around the corner. Live in a country location and work in Kingston with

    Faye Storms Ruth Gale Realty

    29 Reservoir Rd, Shokan, NY 12481
  • /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
  • /16

    $289,000

    • 2 Beds
    • 1 Bath
    • 910 Sq Ft

    2 Bonnie Brae Ln, Shokan, NY 12481

    Welcome to 2 Bonnie Brae Road in Shokan, a charming 2-bedroom, 1-bath single-family home nestled in the heart of the beautiful Hudson Valley. Offering a comfortable and inviting setting, this home is a wonderful opportunity for those looking for a full-time residence, weekend getaway, or peaceful retreat close to some of the area's most popular destinations. Enjoy the best of Catskill living with

    Barry Creagan Howard Hanna Rand Realty

    2 Bonnie Brae Ln, Shokan, NY 12481
  • /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
  • /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
  • /32

    $569,000

    • 3 Beds
    • 1.5 Baths
    • 1,754 Sq Ft

    11 Mary Lou Ln, Shokan, NY 12481

    Move right into this beautifully maintained country home, thoughtfully designed with a modern open concept floor plan that is ideal for both comfortable everyday living and effortless entertaining. The custom kitchen features rich cherry cabinetry, quartz countertops which seamlessly flows into the dining area, where sliding glass doors open to a spacious deck, as well as the inviting living room

    Sharon Farley Corcoran Country Living

    11 Mary Lou Ln, Shokan, NY 12481
  • /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
  • /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
  • /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
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