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Olivebridge, NY Houses for Sale

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  • /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

    Agent Photo

    Michael Carr

    eXp Realty

    (845) 684-9454

    53 Freeman Avery Rd, Olivebridge, NY 12461
  • /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

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    Veronica Newton

    Compass Greater NY, LLC

    (845) 328-5883

    30 Narrow Rd, Kingston, NY 12401
  • /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

    Agent Photo

    Win Morrison

    Win Morrison Realty

    (845) 803-1710

    442 Acorn Hill Rd, Olivebridge, NY 12461
  • /67

    $6,995,000

    • 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
  • /38

    $649,000

    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft

    92 Erikas Walk, Mount Tremper, NY 12457

    Welcome to Erika's Walk, an alluring retreat with seasonal mountain views in Mt. Tremper, just minutes from Woodstock and Phoenicia. Set on 5.32 acres with no neighbors in view, this unique home offers a peaceful Catskills escape with the perfect mix of privacy, charm, and light-filled living. With 1,684 square feet of living space, three bedrooms, and two full baths, the home is thoughtfully

    Leslie Foti Coldwell Banker Village Green

    92 Erikas Walk, Mount Tremper, NY 12457
  • /52

    $850,000

    • 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
  • /62

    $825,000

    • 2 Beds
    • 1 Bath
    • 1,256 Sq Ft

    90 Aarons Way, Mount Tremper, NY 12457

    Tucked away at the end of a quiet private road near the top of Roundtop Mountain, this 2-bedroom, 1-bath home offers serene seclusion surrounded by protected DEP land and a private forest preserve. A true nature lover's paradise, the property is alive with wildlife and boasts beautifully landscaped grounds, seasonal mountain views, and the potential for year-round vistas with the clearing of

    Darlene Griffin Halter Associates Realty

    90 Aarons Way, Mount Tremper, NY 12457
  • /31

    $650,000 Open Sat 12PM - 2PM

    • 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
  • /56

    $1,295,000 Open Sun 12PM - 1:30PM

    • 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
  • /41

    $1,195,000

    • 4 Beds
    • 4 Baths
    • 3,941 Sq Ft

    465 High Point Mountain Rd, West Shokan, NY 12494

    Available for the first time in 50-plus years, this iconic Hudson Valley home boasts extraordinary character and charm in the perfect setting -- a secluded 10-acre nook of ponds and woods just minutes from the Ashokan Reservoir. The house, a masterful blend of timeless farmhouse style, craftsmanship and luxury, is the polar opposite of cookie cutter, with classic window awnings, cedar shakes and

    Hayes Clement Compass Greater New York, LLC

    465 High Point Mountain Rd, West Shokan, NY 12494
  • /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
  • /31

    $649,500

    • 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
  • /61

    $1,590,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,960 Sq Ft

    584 Acorn Hill Rd, Olivebridge, NY 12461

    Newly Built Luxury Retreat in the Heart of Olivebridge, NYWelcome to your private sanctuary in the Catskills. Just under 3000 square feet this high design, move-in-ready home offers modern sophistication as well as a serene escape to nature and a sought after Hudson Valley lifestyle.Set on 2.9 acres of pristine land with striking views, this 3 bedroom, 3.5 bath plus office/den residence

    Amy Lonas Coldwell Banker Village Green

    584 Acorn Hill Rd, Olivebridge, NY 12461
  • /44

    $1,799,500

    • 5 Beds
    • 6 Baths
    • 6,164 Sq Ft

    174 Bristol Hill Rd, Glenford, NY 12433

    Beautiful spacious Contemporary. Soaring living room with custom fireplace. Interior renovation in 2019 includes Brazilian Walnut flooring, mix of oak and hickory. recent furnace and hot water tank. New windows, doors and roof as well as update lighting (2) 200 amp electric. Gourmet kitchen includes high end energy star appliances. Sauna. Seasonal Reservoir views.

    Thomas Pignone Green Ventures Realty

    174 Bristol Hill Rd, Glenford, NY 12433
  • /54

    $395,000

    • 4 Beds
    • 2 Baths
    • 1,664 Sq Ft

    77 Upper Boiceville Rd, Boiceville, NY 12412

    Perched in a setting with four season mountain views and bordered by miles of protected NYS DEP Preserve Land, this lovingly maintained eclectic 4-bedroom, 2-bath haven harmoniously blends charm, comfort, and functionality. A welcoming front deck with an amazing overhang invites you to relax and savor the ever-changing beauty of the Catskill Mountains year round no matter the weather, while the

    Francesca Ortolano Howard Hanna Rand Realty

    77 Upper Boiceville Rd, Boiceville, NY 12412
  • /40

    $459,000

    • 3 Beds
    • 3 Baths
    • 1,080 Sq Ft

    107 Tonche Terrace, Shokan, NY 12481

    Welcome to 107 Tonche Terrace, Shokan, NY. Tucked away in a semi-secluded setting, this spacious 1,888 sq ft raised ranch offers the perfect balance of privacy and convenience. Featuring 3 bedrooms and 3 full bathrooms, the home also includes a versatile den, a cozy library, and a dedicated office-ideal for working from home or hosting guests. The open main living area provides plenty of natural

    Greg Stewart Century 21 New West

    107 Tonche Terrace, Shokan, NY 12481
  • /50

    $2,595,000

    • 5 Beds
    • 3 Baths
    • 3,566 Sq Ft

    169 Baker Rd, West Hurley, NY 12491

    Set at the end of a long, private driveway, Eagle Ridge Estate sits high above the Ashokan Reservoir on over nine secluded acres, offering rare peace, unbroken mountain views, and the quiet grace of a home rooted deeply in history. Surrounded by century-old lilacs and a broad open lawn, this 5-bedroom, 3-bathroom residence spans 3,566 square feet across three floors, with timeless design and

    Jake Garay Serhant LLC

    169 Baker Rd, West Hurley, NY 12491
  • /29

    $499,000

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft

    27 Crosswell Manor Dr, Shokan, NY 12481

    Bright loft-style retreat with studio potential in low-tax Olive. Spacious and light, this open concept home is perfect for weekend escapes and full-time enjoyment. Set in a semi-private location with potential for lovely views with some selective cutting, the layout features Great rooms on both levels , ideal for live/work use, entertaining or a creative retreat. Upstairs,

    Laura Prince Hello Dolly Real Estate

    27 Crosswell Manor Dr, Shokan, NY 12481
  • /17

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,647 Sq Ft

    121-1 Mountain Rd, Shokan, NY 12481

    RECENTLY REDUCED! THIS HOME IS A MUST SEE IN PERSON!Welcome to 121-1 Mountain Road in Shokan, NY! Nestled in this tranquil town, this charming ranch styled home offers a seamless blend of comfort, creativity, and outside natural beauty. Set back from the road on a 1.6 acre lot, this residence spans over 1600 sq. ft of connected living and dining space, with room to grow and

    Jayme Staten United Real Estate HV Edge

    121-1 Mountain Rd, Shokan, NY 12481
  • /21

    $525,000

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

    183 Mill Rd, Olivebridge, NY 12461

    Nestled in the Catskill Mountains, this beautifully renovated 2-bedroom, 1-bath home on 2.2 private acres offers the perfect retreat. Enjoy the peace of nature from the back porch overlooking the woods, or relax indoors with cathedral ceilings and an abundance of natural light. The home features all new plumbing and electric, a modern kitchen with custom all-wood cabinetry, quartz countertops,

    Michael Bussa K. Fortuna Realty, Inc.

    183 Mill Rd, Olivebridge, NY 12461
  • /17

    $389,000

    • 4 Beds
    • 2 Baths
    • 1,880 Sq Ft

    2832 New York 28, Shokan, NY 12481

    Interesting Multi-Unit Property in the Lovely Town of Olive. The Main house has 3 Bedrooms and 1 Bath with recent Renovations to the Kitchen, Bathroom, Mudroom and Breezeway. There's a Newer Roof also! On the far end of this elongated Ranch, separated by a Utility Room and Garage, is an Efficiency Apartment (currently rented). The house is well set back from the road with a wall of trees for

    Edwin Maldonado Howard Hanna Rand Realty

    2832 New York 28, Shokan, NY 12481
  • /28

    $275,000

    • 0.5 Baths
    • 3,297 Sq Ft

    71 Watson Hollow Rd, West Shokan, NY 12494

    If you are looking for a well maintained huge open light filled, heated space with a well and septic and water to convert into your home/studio look no further! Fantastic location with easy access to Boiceville and Route 28 this exceptional building has one half bathroom a double furnace and an additional wet sink area. Just minutes from Woodstock, Phoenicia and Boiceville with shopping and

    Faye Storms Ruth Gale Realty

    71 Watson Hollow Rd, West Shokan, NY 12494
  • /25

    $449,900

    • 3 Beds
    • 2 Baths
    • 1,746 Sq Ft

    88 Boyce Rd, Glenford, NY 12433

    Set back from the road and nestled on 1.40 acres atop a gentle hill, sits a sprawling ranch , surrounded by woods and nature. This lovely three-bedroom, two-bath home has been thoughtfully maintained over the years, offering peace, privacy, and a true sense of seclusion. The open floor plan features hardwood floors and large windows throughout, filling the home with natural sunlight and warmth.

    Megan Rios Berardi Realty

    88 Boyce Rd, Glenford, NY 12433
  • /42

    $410,000

    • 2 Beds
    • 2 Baths
    • 1,196 Sq Ft

    2 Shokan Park Rd, Shokan, NY 12481

    Two bedroom, two bath ranch style home. Updates include brand new carpet, Vinyl plank flooring and some sheetrock. Home is freshly painted and just ready for you to move in. Home features floor to ceiling windows in the kitchen and living room. We are sure you will absolutely enjoy all the natural light all day long and watching all the changing of the seasons through them. Yard has beautiful

    Toni Scalici Asset Property Services

    2 Shokan Park Rd, Shokan, NY 12481
  • /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
  • /47

    $525,000

    • 3 Beds
    • 3 Baths
    • 1,794 Sq Ft

    44 Dogwood Dr, Shokan, NY 12481

    Located in a highly desired part of the Catskill park! This home is perched on a hill with neighbors far enough away for your privacy, but close enough for security. Just minutes for the Ashokan reservoir, rail trail, skiing, hiking, fishing, Woodstock & Kingston. The home features a beautiful fireplace, pellet stove, hardwood floors, sauna, and lots of space to play or work from home. The large

    George Denise Keller Williams Realty HV Nort

    44 Dogwood Dr, Shokan, NY 12481
  • /11

    $239,000

    • 2 Beds
    • 1 Bath
    • 1,077 Sq Ft

    3382 State Route 28, Shokan, NY 12481

    MOTIVATED SELLER!!! This charming cottage nestled in the scenic town of Olive was built in 1921.There is a lot of natural light highlighting the unique characteristics this house has to offer. This house features a generator hook up and on the property you will find a one-bedroom mobile home that is grandfathered in. It has its own septic and shared well with the house and it is a great rental

    Siobhan Scanlan Win Morrison Realty-K

    3382 State Route 28, Shokan, NY 12481
  • /20

    $200,000

    • 4 Beds
    • 2 Baths
    • 2,228 Sq Ft

    280 Watson Hollow Rd, West Shokan, NY 12494

    Spectacular Olive area..THIS WILL NEED TO BE A CASH OFFER! ,USE EXTREME CAUTION - some floors buckled and basement access not recommended.Buyer will need to check with town and flood rules on what can be done - AS~IS!! 1 acre and Onteroa Schools. This farmhouse has 4 bedrooms 2 baths with many original details, wood beams, wood stoves, hardwood floors and wood trim on a level lot and LOW tax

    Jeanne Boice Howard Hanna Rand Realty

    280 Watson Hollow Rd, West Shokan, NY 12494
  • /40

    $9,450,000

    • 5 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    924 Lapla Rd, Kingston, NY 12401

    Welcome to the Castle in the Sky—a truly unique architectural masterpiece nestled in the heart of the Hudson Valley. This extraordinary estate offers 5,000 square feet of refined interior living space and expands to over 11,000 square feet when including the outdoor living areas, covered terraces, balconies, barn, and workshop. A harmonious blend of modern sophistication and timeless elegance,

    Lindsay Stevens eXp Realty

    924 Lapla Rd, Kingston, NY 12401
  • /39

    $369,000

    • 3 Beds
    • 2 Baths
    • 1,873 Sq Ft

    18 Tonche Terrace, Shokan, NY 12481

    This home is being sold as is make offers accordingly, inspections for informational purposes only. Home needs updating and TLC. Commuter friendly close to NY State Thruway, minutes to Woodstock, NY and close to major ski areas. Full finished basement with many possibilties.

    Frank Tangredi Frank Tangredi Realty Company

    18 Tonche Terrace, Shokan, NY 12481
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