Roxbury, NY Homes for Sale

Welcome to an extraordinary Catskills retreat offering space, privacy, and untapped potential on 165.5 surveyed acres in the Town of Roxbury, just minutes from the four-season Plattekill Mountain Ski Resort. Formerly home to the Manhattan Country School Farm, this unique compound combines the charm of an historic Catskills homestead with the infrastructure of a private campus or farm retreat. At

Christine O'Shaughnessy Listing by Coldwell Banker Timberland Properties

Love the Catskills without the responsibility of home maintenance? This stylish three-bedroom Roxbury Run Village townhouse is the answer. This home offers an immaculate, carefree lifestyle in a bright and freshly painted retreat. The open-concept living plan creates a seamless, welcoming space, with cathedral ceilings and a stone fireplace anchoring the room. From the kitchen and dining area to

Esther de Jong Listing by Coldwell Banker Timberland Properties

In the sought-after Roxbury Run area of the Town of Roxbury, discover this beautifully renovated two-story multi-use farmhouse—a rare find that blends Catskill Mountain charm with exceptional versatility. Originally built in 1950 and once home to a beloved restaurant with the owners’ residence above, this 4,564± sq. ft. property has been thoughtfully transformed into a spacious and stylish

James Perillo Listing by Coldwell Banker Timberland Properties

Susan Doig Listing by Coldwell Banker Timberland Properties

Located in the peaceful mountain community of Roxbury Run Village, this inviting three-bedroom, two-bath townhouse offers the perfect Catskills retreat--ideal as a full-time residence or weekend getaway.Inside, the home features warm wood floors, a dramatic stone fireplace, and soaring cathedral ceilings with exposed beams, creating a light-filled living space with classic mountain character.

Jeffrey Ashton Coldwell Banker Timberland Pro

Located in the desirable Roxbury Run, this Catskills home offers space, comfort, and scenic surroundings. Designed for entertaining, the home features a nice kitchen and dining room, abundant natural light, and generous living spaces throughout. Offering five bedrooms and five bathrooms, there is ample room for family and guests, along with plenty of storage. Highlights include two fireplaces, an

Christine O'Shaughnessy Listing by Coldwell Banker Timberland Properties

Tucked away at the end of a quiet town-maintained road, this quintessential Catskills farm offers the perfect blend of privacy, history, and timeless charm. Originally built in 1890 and set on 187 picturesque acres, the classic farmhouse has been lovingly restored with remarkable attention to detail and respect for its original character. The main level features a sunroom with native bluestone

Susan Doig Listing by Coldwell Banker Timberland Properties

DON'T MISS OUT on this charming 1950's 3-bedroom ranch located in the historic hamlet of Roxbury. Quietly set at the street's end, this ready to move in ranch offers the best of 1 level living. There is a spacious living room featuring handsome hardwood flooring. An eat in kitchen and formal dining room offer plenty of space for entertaining. The heated sunroom offers lots of natural light,

Joseph Aulino Listing by Country Pride Realty

Located on a quiet dead-end street in the historic village of Roxbury is this charming stone cottage style home. Features include a spacious living room with wood floors and a cozy fireplace. The country kitchen offers a dinette area with plenty of counter space. There is also a formal dining room for large gathering. The two upstairs bedrooms feature wood floors and plenty of storage space. A

Joseph Aulino Listing by Country Pride Realty

Catskills Cabin in the Sky. Nestled on 10 private acres, this cozy two-bedroom cabin offers stunning mountain views and the perfect escape to nature. Experience tranquility as you gaze upon breathtaking vistas from your own deck, watching the sunset paint the sky with hues of gold and pink. A true four-season retreat, this property is only 15-45 minutes from four premier ski resorts: Belleayre,

Sean O'Shaughnessy Listing by Coldwell Banker Timberland Properties

Tucked away on a quiet dead-end road in the charming hamlet of Grand Gorge, this well maintained split-level ranch offers the perfect blend of comfort, space, and Catskills charm. Set on a peaceful 0.50 acre lot with a idyllic stream running through the backyard, this 5 bedroom, 2.5 bath home is ideal as either a full-time residence or a relaxing weekend escape. The bright and inviting living

Robert Peterson Listing by Jewett and Jewett LLC

The sweetest cabin in the Western Catskills is waiting for you. Tucked away on over five private acres and abutting acres of protected ''forever green'' New York City land, this charming ''U-frame'' offers a lovely sense of quiet connection to the landscape. Framed by towering trees and immersed in nature, the home feels worlds away while remaining close to some of the region's best year-round

Sarah Broach Compass Greater NY, LLC

1950-built home offering 872 square feet of living space on a .13-acre lot. Features 2 bedroom, 1 bath, and a 1 car detached garage. Located along State Highway 30 in Roxbury. Suitable for use as a primary residence, starter home, weekend getaway, or investment property. Compact layout with off-street parking and convenient access to the Catskills and surrounding amenities. Property is sold ''as

Kelly Sharifipour Darby Real Estate of New York Inc

RECREATIONAL LAND AVAILABLE! 13.40 acres of undisturbed land set on a peaceful hillside, offering a wonderful opportunity to enjoy the natural beauty of the Catskills. Ideal for a weekend retreat with a camper or tent, this property provides privacy, quiet, and a true escape from it all. Conveniently located just minutes from Roxbury, Fleischmanns, and Margaretville, and a short drive to skiing

Sean O'Shaughnessy Listing by Coldwell Banker Timberland Properties

Sweet as a cupcake and nestled in the heart of the Hamlet of Roxbury, this adorable 2-bedroom, 1-bath cottage with an eat-in kitchen and cozy living room offers a rare opportunity to own a lovingly maintained home in one of the Catskills' most desirable communities. Perfect for first-time homebuyers, weekenders, or anyone seeking small-town charm with mountain views and year-round recreation

Stacy Keck-Colliton Listing by Coldwell Banker Timberland Properties

“Wunmore” is derived from the builder’s name and his choice to build yet another house. J. More Preston had already put up several houses in Roxbury and in 1867 decided to build “one more” using the materials left over from the others — hence was born the inimitable Wunmore. By the early 1900s, Historic Wunmore was purchased by Helen Gould Shepard, daughter of Jay Gould - industrial magnate of

Ben Holscher Listing by The Holscher Group

This is an excellent opportunity to take ownership of a long-standing and SUCCESSFUL AUTO-REPAIR BUSINESS, as well as the 3-BEDROOM APARTMENT ABOVE, perfect for either generating some extra rental income or as living space for the new owner. The shop - THIS IS A FULL BUSINESS FOR SALE. Roadrunner Auto is a trusted name that has been serving the community of Roxbury and the surrounding area for 25

Joshua Slater The Catskill Dream Team

Nestled just outside the heart of Roxbury, this unique block home is a rare blend of rustic charm, recreational convenience, and versatile potential. Set on approximately 0.65 acres, the property enjoys a unique setting while directly bordering the Catskill Scenic Trail—providing immediate access to hiking, cross-country skiing, snowmobiling, and year-round outdoor adventure. Inside, the home

Erin Darran Listing by Coldwell Banker Timberland Properties

GREAT DEVELOPMENT PARCEL WITH MULTIPLE BUILDING SITES: This property is an estate sale--the house and buildings and approximately 10 acres will be surveyed out of the parcel and kept by the owner--we are selling only approximately the 80 acres of remaining undeveloped raw land. Roughly 30% of the acres are open meadows (with fabulous panoramic views), and 70% of the acreage is wooded. The fields

Jean Orr Listing by Keller Williams Upstate NY Properties

Located on a quiet historic Roxbury Village street is where you'll find the charming turn of the century village home. This ready to move in home features natural woodwork with large staircase leading to 3 oversized bedrooms. The second story bath has been recently updated. The primary bedroom features a large jacuzzi tub and a sitting area. On the main level you'll find a large living room with

Joseph Aulino Listing by Country Pride Realty

Renovated Roxbury Run Village unit with lovely finishes, chefs kitchen, stone wood burning fireplace, and a generous deck to enjoy. Two bedrooms, one with an en suite bathroom, additional bathroom, and plenty of natural light. All you need is the key, the unit is on one level and waiting for you! Enjoy the gorgeous OLYMPIC size heated swimming pool with Catskills mountain views and the Four

Christine O'Shaughnessy Listing by Coldwell Banker Timberland Properties

The property is located on the access road to Shepard Hills Golf Course! This is a classic fixer upper with many possibilities!! Renovations for this historic property have been started. This house was formerly the caretaker residence for the Shepard Estate. Located within the Hamlet of Roxbury and only a few steps away from the Historic Kirkside Park. The interior is a clean slate with much of

Allen Hinkley Listing by Country Pride Realty

ENJOY CAREFREE LIVING IN THIS BEAUTIFUL WELL MAINTAINED FURNISHED 3 BEDROOM /2 BATH ROXBURY RUN VILLAGE TOWNHOUSE WITH ALL THE AMENITIES INCLUDING A HEATED OLYMPIC-SIZED POOL, TENNIS COURTS, NATURE TRAILS, AND A DOG RUN. Beautiful panoramic mountain views from the pool, HOA takes care of exterior maintenance, snow removal, lawn care and landscaping. Located in the Town of Roxbury, Delaware

Patricia Kelly BELLEAYRE REALTY

Tucked away in a peaceful natural setting, this conveniently located property offers the perfect escape—just a short drive from Roxbury, Stamford, and several state forests. Whether you're looking to unwind, explore the nearby Catskill Rail Trail, or simply enjoy the outdoors, this off-the-grid spot is an ideal find! The property is accessed via an easement and has a dilapidated cabin on site. A

Allen Olmsted Listing by Canaan Realty

Stay cozy and relaxed at this classic log cabin home in Roxbury Run. *Now offered fully turn key with furniture.* Privately situated and overlooking the mountains, this gorgeous home is also a popular turn-key rental. The heart of the home is the wide open kitchen, dining and living area with stone fireplace and bright skylights. Sliding doors extend the space for hosting to the screened-in porch

Hillary Kolos Listing by COMPASS Greater NY LLC

RECENT PRICE ADJUSTMENT | ALL OFFERS WELCOME. Capitalize on the booming Catskills market with this massive 297-acre parcel. Boasting unparalleled mountain views and significant frontage on the highly trafficked Catskill Scenic Trail, this land is primed for a flagship retreat, subdivision, or a private mega-estate. Featuring a dynamic mix of cleared fields, established trails, and pristine

Susan Miller Listing by Windstar Realty Group LLC

The ultimate privacy! Perfect for an off-grid cabin or camping property! The property is accessible from a surveyed shared right of way with no vehicle access. Deed restrictions include no mobile homes or unlicensed motor vehicles on property. A road for access needs to be developed. Electric available at the state road appx 1500'.

Allen Hinkley Listing by Country Pride Realty

Multi family investment property with two houses being sold, in the picturesque town of Roxbury. Opportunity knocks in the village of with this multi-family property with two different homes with three different rental units on the property. The home in the back is a 3 BR/1Bath with kitchen, living room, and dining area. This house has a large back yard and borders the stream and private. The

Samantha Clark Keller Williams Realty HV Nort

Enjoy lovely mountain views in this cozy 3 bed, 1 bath home. Includes a large 2 car garage and a nice level back yard. Eat in kitchen plus a convenient 1st floor laundry room. Enclosed front porch works as a perfect bonus room to enjoy the scenic views. Must see! This won't last long!

Stuart Sipos Listing by Keller Williams Upstate NY Properties

Nestled in the charming Catskill Mountain village of Roxbury, this 4-bedroom home presents a rare opportunity to create the country retreat of your dreams. Set on a generous lot bordered by the serene East Branch of the Delaware River (stocked annually with Brown Trout), the property offers a picturesque setting rich with natural beauty and loads of potential. Inside, the home features a large

Billie Kunzang Listing by Kunzang Realty Group LLC

If a STUNNING VIEW is at the top of your list, this property is a unique and impeccable contender. Located off a PRIVATE, QUIET road in one of the most impressive and magnificent VIEW CORRIDORS in the CATSKILL MOUNTAINS, you will find a setting that is near impossible to beat. On arrival the ~4 ACRES of PANORAMIC SETTING greet you. Take in BIG SKY moments with unobstructed mountains both near and

Dara Barr Listing by Keller Williams Upstate NY Properties

Live Local, Work Local -- Or Invest in a Great Opportunity!Conveniently located on Route 23 in Grand Gorge, this affordable property is just 15 minutes from Windham and 5 minutes from Stamford, making it excellent full-time residence, weekend getaway, or investment property.The home features a spacious kitchen with a large dining area, a great oversized room, and a wide hallway that

John Pumilia Shaw Country Realty, Inc.