Olivebridge, NY Houses for Sale

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

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

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

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

OPEN HOUSE SUNDAY 8/17 FROM 11-1PM. This property is 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

Richard Greenspan Ruth Gale Realty

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

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

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

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

Vintage 3-Season Cottage on the Beaver Kill 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 Beaver Kill 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

Ellen Osgood Coldwell Banker Village Green

This charming ranch in the heart of Shokan offers a bright and cozy living space that's easy to fall for. With 1,113 square feet, 3 bedrooms, and 1 bath, it's the perfect size for simple living, whether you're starting out or looking to scale down.Inside, you'll find beautiful hardwood floors throughout and a stone fireplace that anchors the living room with warmth and character. The

Donna Brooks Compass Greater New York, LLC

Affordable Two-Family Opportunity in Shokan! Set on 2 acres with frontage along Route 28, this two-family home is ready for its next chapter. The first-floor unit features 1 bedroom and 1 bath plus an office; the second-floor apartment includes 1 bedroom and 1 bath—ideal for extended family, rental income, or offsetting your mortgage. The property needs renovation, but the potential is real for

Beth Alfeld Keller Williams Realty HV Nort

The perfect blend of style, space and privacy: This wonderfully updated center-hall Colonial offers a unique sense of sunny openness and easy flow throughout more than 4,100 square feet of living space tucked discreetly in the center of 5+ wooded acres. Just minutes from the Woodstock village center and the Ashokan Reservoir, on a quiet loop road of equivalent luxury homes, the property's acreage

Hayes Clement Compass Greater New York, LLC

Nestled in the heart of the beautifully scenic Town of Olive, this spacious 3-bedroom, 2-bath home offers over 2,500 sq ft of potential just waiting for your vision and TLC. Set back on more than 3 peaceful acres with a serene stream running through the backyard, the property provides the perfect backdrop for a dream renovation or full-time retreat.Whether you're seeking a private

Barry Creagan Howard Hanna Rand Realty

As you enter the property your first impression will be of the abundance of plants organized into sections by the antique split-rail fencing. Then in front of you is a huge barn-style building and to your right is the ranch home. Rustic charm screams from every angle: The barn has 3 horse stalls on the right side, flanking a large central garage. On the left side is a workshop. All of this

Yvonne Wilder Four Seasons Sotheby's Int'l R

Charming two-bedroom cottage, tucked along a country road, just minutes from the heart of Stone Ridge, NY. This sunny and well maintained two-bedroom, one-bath cottage offers a perfect blend of charm, comfort, and convenience in the Hudson Valley. Step inside to find an inviting eat-in kitchen anchored by a cozy woodstove—ideal for gathering on cool evenings and adding warmth and character to the

Eric Bean Coldwell Banker Village Green

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

Open House 8/17/25, 12:00-3:00pm. 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

Greg Stewart Century 21 New West

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

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

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 sky.

Jason Schobert eXp Realty, LLC

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

Nestled in the Catskill Mountains on 2.2 private acres, this fully renovated 2-bedroom, 1-bath home offers the ideal retreat. Enjoy serene woodland views from the back porch or relax inside with cathedral ceilings and abundant natural light. The home boasts all-new plumbing and electric, a modern kitchen with custom wood cabinetry, quartz countertops, and high-end stainless appliances. Hardwood

Michael Bussa K. Fortuna Realty, Inc.

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

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

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

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

Bring your vision to this charming home in West Shokan, nestled amidst the Catskill Mountains. This spacious 4-bedroom, 2.5-bath home offers a generous 3,330 square feet of living space, situated on 1 acre of land. The charming 1 bed 1 bath accessory apartment holds significant potential for a guest/in-law suite or rental opportunity. This homes thoughtful floor plan seamlessly connects the

Richard Vizzini Corcoran Country Living

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

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

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

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