Courtesy: Shaw Country Realty, Inc.
518-734-3500
Historic Catskills Charm on 9 Scenic Acres with Pond, Trails & Development Potential Just minutes up the road from Windham in the charming town of Ashland, this beautifully maintained historic home seamlessly combines timeless character with modern-day comforts. From the moment you enter, you'll appreciate the exceptional craftsmanship and warmth found throughout. Original wide-plank hardwood floors, rich wood trim, custom built-ins, and a beautiful stained-glass entry door showcase the home's historic elegance. The inviting country kitchen is the heart of the home, featuring a large gas stove, abundant workspace, and plenty of room to gather with family and friends. Offering 5 spacious bedrooms and 2 full baths, the home also includes a welcoming living room, a large sun-filled flex room perfect for a family room, studio, or recreation space, and an upstairs office with a beautiful mountain view--an inspiring setting for working remotely or simply enjoying the scenery. Step outside to the covered rear deck, the perfect place to enjoy your morning coffee, entertain guests, or relax while overlooking the peaceful surroundings. Set on 9 picturesque acres, the property offers private walking trails through the woods, a gentle hillside ideal for hiking or ATV riding, and a tranquil half-acre pond where you can fish, unwind, or simply enjoy the beauty of nature. Adding even more value, the property features frontage on West Settlement Road with potential building lots and access to sewer hookups, presenting exciting possibilities for future development, investment, or a family compound (subject to approvals). Whether you're searching for a year-round residence, a weekend retreat, or an investment property, this one-of-a-kind home offers the perfect blend of historic charm, modern conveniences, outdoor recreation, and future potential--all just a short drive from Windham's skiing, golf, hiking, restaurants, and year-round attractions.
Courtesy: Bunce Realty
518-734-4461
Welcome to 52 Loretta Lane. This ranch home set on 3 beautiful, lush acres is ready to greet its new owners. The main floor has a bright sun-drenched living room and a spacious eat-in kitchen with a large picture window overlooking the grounds. With 3 bedrooms, bathroom, laundry area, and a second sitting area or den, the layout offers flexibility and can be adapted to suit your needs. The walk-out lower level offers more room for family and friends. It currently has a kitchenette, bathroom, laundry and two more rooms which have been used as a bedroom and sitting room. Again, more flexibility and the potential to modify to your liking. Located on a cul-de-sac in a quiet neighborhood, this home offers serene and private surroundings but is just a short drive and convenient to all that Windham has to offer. Windham is a thriving 4 season community with something for everyone: Skiing, golfing, hiking, numerous restaurants, farmers markets and more. This home is freshly painted and move-in ready! With its great location and flexible layout, it may be just what you have been looking for!
Courtesy: Realmart Realty, LLC
888-362-6543
Escape to the Catskills and enjoy the privacy, space, and year-round lifestyle you've been looking for. Set on more than 5 private acres, this move-in-ready home offers over 2,600 square feet of living space with 3 bedrooms and 3.5 bathrooms, creating the perfect retreat for weekend getaways, full-time living, or a vacation home with income potential. Inside, you'll find spacious living areas designed, along with recent updates including a new roof, fresh interior paint, and new tile flooring, allowing you to move in and immediately enjoy everything the Catskills has to offer. Step outside to your own private sanctuary where you'll have room to relax, entertain, enjoy nature, or unwind after a day on the slopes. The expansive property provides the peace and seclusion buyers seek while remaining conveniently close to everything that makes Windham one of New York's premier mountain destinations. Located just minutes from Windham Mountain Club. *Some photos have been virtually staged.
Courtesy: Brainard Ridge Management
518-734-5333
Located amongst rolling hills and an adjacent stream, you will find this custom-built gem! Home offers 4 bedrooms, 3.5 baths, sited on 8.64 acres. Minutes away from Windham Mountain, golf, and the Town of Windham, this meticulously maintained home is bright, airy and can comfortably sleep10. Home boasts an open floor plan on the main level with 3 bedrooms, 2.5 baths, den/office, LR with solid oak floors, wood burning stove, skylights, eat in kitchen, mud room, and attached 2 car garage. fully finished basement, with 8' ceilings, offers 2 additional rooms for guests, family room, full bath and utility room. A whole house water filtration system, Central AC, ceiling fans in each room on the main floor, a 1,000-gallon underground propane tank fuels H/W baseboard heating, making this home a comfortable 4 season get away or fulltime residence. Solid construction includes poured concrete foundation, full foundation perimeter drain system, Tyvek wrap insulation, Hurd windows, Trane AC, Weil McLain boiler, Vermont castings wood burning stove and a central alarm system. roof replaced in 2018, with GAF 40-year shingles. Fiber connection already in house. If quality construction, proximity to outdoor recreation and acreage are important to you, make this your home before it's gone! Furnishings negotiable.
Courtesy: Shaw Country Realty, Inc.
518-734-3500
Charming Country Retreat Just Minutes to Windham Nestled on a private dead-end road just minutes from Windham's slopes, golf courses, and vibrant village, this beautiful recently renovated 5-bedroom, 3-bath home sits on 5.5 acres of peaceful country setting. Blending timeless country charm with modern style, the home features warm wood floors, an inviting open kitchen and dining area, and multiple living spaces including a living room, family room, and game room -- perfect for entertaining large family or guests. Enjoy cozy evenings by the wood-burning stove or step outside to a large rear deck overlooking a spacious open lawn and firepit -- ideal for stargazing or gathering around the fire or relaxing in the hot tub. Whether you're seeking a weekend escape, full-time residence, or investment with strong rental potential, this versatile property offers it all in a coveted four-season destination. Priced below the towns full market value and being sold Turn Key so you can move right in. Log picture is AI generated to view a different siding.
Courtesy: Iaquinta Premier Properties
516-992-2888
AT 559, ITS TIME! TO MAKE YOUR CASE FOR WINDHAM. Welcome to 559 Case Road in Ashland-Windham, a spacious Colonial set on almost 8 private acres, surrounded by the natural beauty of the Catskills in the Upper Hudson Valley. Offering 6 bedrooms and 3.5 bathrooms, this property is a great full-time residence, weekend retreat, or investment property. A sun-filled entryway with soaring ceilings and chandelier create a warm and inviting first impression. The main level features a large living room, along with a kitchen equipped with an electric oven, dishwasher, desk area, and an adjoining dining section with sliding doors to the back deck. A formal dining room provides additional space for gatherings. This level also has a bonus area customizable as a family room, home office, or living space for guests. A half bathroom and laundry on the first floor offer convenience and flexibility. Upstairs, the primary bedroom includes an ensuite bathroom, complemented by three additional bedrooms and a full hall bathroom. A full basement that features two bedrooms and full bathroom, providing endless potential for a recreation area, media room, gym, or extended living quarters. Outside, an attached two-car garage and a rear deck overlooking the expansive, wooded property—perfect for morning coffee and enjoying the peaceful surroundings. Located near Windham Mountain Club and Hunter Mountain, this property offers access to skiing, snowboarding, and tubing, as well as year-round outdoor recreation from camping, fishing, hunting, water activities, to hiking at Catskill Park and Kaaterskill Falls. Situated in scenic Greene County, the Ashland-Windham area is highly regarded for its four-season appeal and strong demand for second homes and rental properties in the Northern Catskills. The region is also well known for historic art sites, wineries, and nearby charming towns for boutique shopping and farm-to-table dining. With close proximity to premier Catskills destinations, and just a few hours away from NYC, 559 Case Road offers a unique opportunity to enjoy or invest in mountain living. Schedule your private showing today!
Courtesy: Dugo Realty
518-719-5926
''Tucked away'' perfectly describes this 1980s contemporary mountain home. Hidden from view and surrounded by 6.8 acres of wooded privacy, this retreat offers 2 bedrooms, a loft, and 2 full bathrooms, along with an attached 2-car garage. High ceilings create an open, airy feel and enhance the home's spacious design. A woodstove provides enough warmth to heat the entire house, complemented by a pellet stove for added comfort. Just 12 minutes from the Windham Mountain Club, it has been enjoyed as a ski house but works equally well as a full-time residence or as a private getaway any time of year. Quiet, private, and surrounded by nature, this home offers a peaceful setting with easy access to outdoor adventure
Courtesy: Century 21 Alliance
845-297-4700
Your wonderful Summer weekend getaway! 7 glorious acres, 8 minutes to Windham Mountain! Charming Updated Home with mature trees, beautiful plantings and landscapes. Welcome to this inviting 3-bedroom, 1-bath home set on 7 beautiful acres offering privacy, space, and stunning natural surroundings. Located only 8 minutes from the local ski area, it's the perfect retreat for outdoor enthusiasts or anyone seeking a peaceful country setting with convenience. Inside, you'll find a home that blends comfort with thoughtful updates. The kitchen has been tastefully updated, featuring modern finishes and improved functionality, while the updated bath offers a clean, contemporary feel. The bedrooms are cozy, ideal for simple living, guest rooms, or a home office. A standout feature is the family room, providing extra space for relaxing, entertaining, or creating a dedicated media area. Outside, the property truly shines. With 7 acres of open land and wooded areas, you'll enjoy endless opportunities for gardening, recreation, or simply taking in the scenic views. Whether you're looking for a year-round residence, a vacation getaway, or an investment property, this home brings together charm, convenience, and outdoor lifestyle. 7 acres with a mix of open and wooded land. Peaceful, private location. There is also a two car detached garage with plenty of room for a snowmobile or ATV for touring your property. Don't miss your chance to own this cozy mountain-area home with room to roam!
Courtesy: Berkshire Hathaway HomeService
518-439-4943
Welcome to your cozy retreat in the heart of Ashland, NY. Nestled on 1.8 scenic acres between Windham and Hunter Mountains, this inviting property offers two charming homes, stunning mountain views, a tranquil setting surrounded by nature and neighboring horse pastures. The property, known as ''Walnut Grove'' is graced with mature black walnut trees, a prized and increasingly rare wood. This stunning property has undergone a full transformation within the last 3 years — rebuilt from the ground up with quality craftsmanship and attention to detail. Every element is new, including electrical, HVAC, roofs, appliances, floors and finishes. Enjoy the peace of mind of a brand-new home with the charm of an established location. The main cottage is approx. 1,100 sq ft. and features 3 bedrooms (1 primary with washer and dryer, 2 guest) and 2 full bathrooms. Fully equipped with ductless mini splits for heating/cooling, tankless water heaters, a generator, EV charging station, electric/wood burning fireplaces, making for warm, cozy living spaces- perfect for relaxing after a day on the slopes, this exceptionally well-designed property has it all! The second cabin, approx. 400 sq ft., includes 1 bedroom, 1 full bathroom, a fully functional kitchen with washer/dryer combo, and a combined living/dining room with stunning wood cathedral ceiling - Ideal for guests, extended family or continued short term rental use. Enjoy the peace and privacy of country living while unwinding in your private sauna or outdoor hot tubs, taking in the sweeping views and the serene sight of nearby horses grazing. Currently operated as a short-term rental, this property offers wonderful flexibility; whether as a vacation getaway, multigenerational living, or an income producing investment. In close proximity to Windham, golf, fishing, hiking and much more! Experience cozy Catskills living at its best! Offered fully furnished, with contents negotiable depending on terms.
Welcome to your cozy retreat in the heart of Ashland, NY. Nestled on 1.8 scenic acres between Windham and Hunter Mountains, this inviting property offers two charming homes, stunning mountain views, a tranquil setting surrounded by nature and neighboring horse pastures. The property, known as ''Walnut Grove'', is graced with mature black walnut trees, a prized and increasingly rare hardwood. This stunning property has undergone a full transformation within the last 3 years — rebuilt from the ground up with quality craftsmanship and attention to detail. Every element is new, including electrical, HVAC, roofs, appliances, floors and finishes. Enjoy the peace of mind of a brand-new home with the charm of an established location. The main cottage is approx. 1,100 sq ft. and features 3 bedrooms (1 primary with washer and dryer, 2 guest) and 2 full bathrooms. Fully equipped with ductless mini splits for heating/cooling, tankless water heaters, a generator, EV charging station, electric/wood burning fireplaces, making for warm, cozy living spaces- perfect for relaxing after a day on the slopes, this exceptionally well-designed property has it all! The second cabin, approx. 400 sq ft., includes 1 bedroom, 1 full bathroom, a fully functional kitchen with washer/dryer combo, and a combined living/dining room with stunning wood cathedral ceilings. Ideal for guests, extended family or continued short term rental use. Enjoy the peace and privacy of country living while unwinding in your private sauna or outdoor hot tubs, taking in the sweeping views and the serene sight of nearby horses grazing. Currently operated as a short-term rental, this property offers wonderful flexibility; whether as a vacation getaway, multigenerational living, or an income producing investment. In close proximity to Windham, golf, fishing, hiking and much more! Experience cozy Catskills living at its best! Offered fully furnished, with contents negotiable depending on terms.
Restored, top to bottom 1890s 5 bedroom, 3 full bathroom home located 5min down the road to Windham Mountain. This now modern home has an open concept, with living room, kitchen, dining area, laundry, 2 beds , and 2 full bathrooms on the first floor and 3 bedrooms and 1 full bathroom upstairs. Outside there is a large back composite deck with hot tub, large fenced yard, firepit, covered patio area and Tesla charging station. Currently being used as a short term rental with a gross revenue of $71,344k in 2024. Can continued to be managed subsequent of the sale for a fee if wanted. This property is part of a 16 unit portfolio of homes in the Catskills. Reach out for more details! Showings are only allowed Tuesday, Wednesday, Thursdays with submitted pre approval/proof of funds.
Experience the epitome of Catskill Mountain living in this fully renovated turnkey property just minutes from Main Street Windham and the Windham Mountain Ski Slopes. Situated on 1.5 acres of picturesque landscape, this 3-bedroom, 2.5-bathroom home boasts breathtaking views and your own private waterfall! Enjoy the tranquil sounds of the Batavia Kill Creek across the street, offering fantastic trout fishing opportunities. Step inside to discover charming exposed brick accents and an open floor plan designed for seamless entertaining. The main level features a spacious living area, modern kitchen, and two beautifully updated bathrooms. Two generously sized bedrooms provide comfortable accommodations, while an upper-level loft offers additional space for guests. Outside, the magic continues with a triple-tiered waterfall cascading down the hillside just off your back deck. An inviting Jacuzzi and firepit create the perfect ambiance for outdoor gatherings with family and friends. The garage has been transformed into a top-of-the-line home gym complete with a personal sauna, offering the ultimate in relaxation and wellness. Located in an ideal setting, this property offers privacy and tranquility while still being minutes away from all that Windham has to offer. Whether you're seeking a family retreat or a lucrative investment opportunity, this home has it all. With a proven track record of success in short-term rentals, it's ready to fulfill your dreams of mountain living. Don't miss out on this rare chance to own a piece of paradise in the heart of the Catskills!
 |
| © 2026 Greater Capital Association of REALTORS (CRMLSNY). All rights reserved. The data relating to real estate for sale on this website have been downloaded from CRMLS. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. Information herein is deemed reliable but not guaranteed, representations are approximate, individual verification's recommended. Per New York legal requirement, click here for the Standard Operating Procedures. |
Ashland is located in New York. Ashland, New York has a population of 195. Ashland is more family-centric than the surrounding county with 41.18% of the households containing married families with children. The county average for households married with children is 26.95%.
The median household income in Ashland, New York is $75,714. The median household income for the surrounding county is $62,810 compared to the national median of $69,021. The median age of people living in Ashland is 42.9 years.
The average high temperature in July is 79.2 degrees, with an average low temperature in January of 10.5 degrees. The average rainfall is approximately 42.4 inches per year, with 42 inches of snow per year.
