25 houses for sale in Highmount, Pine Hill Shandaken town Ulster County New York

Welcome to 1982 BRUSH RIDGE Road, a Premier 4544 SF Log Cabin with 6 BRs, 4 baths and 2 garages, nestled on the side of HIGHMOUNT MT overlooking the most stunning view ever of BELLEAYRE SKI MT. With 6 very private acres of breath-taking open gently sloping land. Set up for total relaxation and fun the dwelling features an exclusive one of a kind 600 SF bar room with panoramic window views designed by JEFF DEVLIN of HGTV, living edge counter tops, radiant floors, and an extensive high-end bar back and cabinetry, all custom designed as well. The open living concept with soaring cathedral ceiling features a high-end CHEFS Kitchen with polished granite countertops and SS appliances, expansive dining and comfy seating area to ensure effortless entertaining while enjoying a cozy fire in 2 story stone handcrafted fireplace. Main BR suite is on one side of main floor and 2 guest BRs and baths are on opposite side. Three decks include 2 covered and 1 open with a 990 SF BLUESTONE Patio featuring

Set on a quiet side street in the charming village of Fleischmanns, this 1930's Catskills home has maintained its historic charm, and would be an excellent opportunity for use as a permanent home, part-time retreat, or rental investment. Wood floors throughout. Enjoy the view toward town from the large deck sitting high above the street on the front of the home, or spend some time relaxing in the backyard with a sense of peace and privacy. The home is only a short walk to the local park/tennis courts, as well as to main street Fleischmanns and all it has to offer. Restaurants, shops, galleries, library, post office, bus stop, and more. Belleayre Mountain Ski Center is less than three miles away. The home is also just a short drive from great spots to enjoy the natural beauty of the Catskills with hiking, biking, fishing, swimming, kayaking, and golf, as well as other wonderful local villages like Phoenicia, Pine Hill, Roxbury, and Margaretville. Come and see the start of your Catskill

Calling all investors, flippers, & diyers a 1940 two-story on 0.65 acres in the heart of the Catskills, priced at $69,000 because it needs everything. If you have been waiting for a project with real room to build equity, this is it. Three bedrooms sit on the second floor along with a full bath. A half bath is on the main level. The main living space includes a traditional living room, a separate family room, and an eat-in kitchen area. The full basement has exterior bulkhead doors and houses the oil tank. Construction is wood frame on a stone foundation with a shingle roof and wood flooring in parts of the home. The 165 x 107 rectangular lot includes natural water features, a porch, and a dirt driveway. Location is the part you cannot renovate. Roxbury puts you minutes from Belleayre Mountain and Plattekill ski areas, with hiking, fishing, and Catskills recreation all around. Margaretville is close by for groceries, restaurants, and everyday services. A few notes so there are no surpr

Tucked into 6.58 private acres on the western slope of Monka Hill, this four-season Catskills retreat is a place where the landscape becomes part of everyday life. Emory Brook runs alongside the house, a private swimming pond rests below, and trails meander through the woods and up the mountain. Mornings can begin with a walk along the stream, summer afternoons with a swim from your own dock, and winter days on the slopes of nearby Belleayre. Park the car, drop your bags, and see where the day takes you. Built in 2005, the 5,225-square-foot home has the warmth and scale of a true mountain retreat. The great room rises beneath soaring vaulted ceilings and exposed beams, with a substantial stone fireplace at its heart and tall windows framing the forest beyond. An open kitchen with a generous granite-topped island flows naturally into the dining and living spaces, creating a home that feels equally suited to quiet weekends and a house full of guests. Outside, an expansive deck reaches in

Welcome to your Catskills getaway, where endless possibilities meet mountain views. Set on approximately 6 acres of expansive, rolling fields, this property offers ultimate privacy by sharing a critical boundary with protected New York City (NYC) land and agricultural acreage. The home features significant, high-expense capital upgrades already completed, including a brand-new, modernized kitchen, a renovated full bathroom, a new septic system, updated siding, and premium sliding glass doors. A custom deck provides the perfect spot to relax and take in the natural beauty. While the heavy lifting is done, this property is full of opportunity for a buyer with a vision, as the upstairs needs finishing and the basement level, which currently houses a one-car garage, can be used to create the ultimate flex space, perfect for a dedicated workspace, home gym, or expansive art studio. Sold'AS IS, the home is priced to reflect remaining maintenance and projects for the new owners to build equit

Set along coveted Big Red Kill Road in the Denver-Vega Valley, 10 beautifully maintained acres (with the possibility of subdivision) unfold around the Red Kill Stream, with mountain views, open meadows, woods, a substantial barn, and a completely renovated compact home. The Red Kill runs through the lower portion of the property, offering trout fishing and multiple private swimming holes. A mown path winds from open meadows down to the stream banks, for easy access. The top of the property offers expansive lawns with sweeping Catskills mountain views, with plenty of room for gardens, animals, trails, gatherings, or simply enjoying the landscape. The two-bedroom, one-bath mobile home was taken down to the studs and completely rebuilt and renovated, creating a comfortable, compact house with a front deck overlooking those mountain views as you grill your dinner or sip your morning coffee. The barn is in excellent condition with eight horse stalls, 100-amp electric, plumbing, well connect

Welcome to Lost Clove Mountain House, a rare and remarkable Catskills retreat set along a quiet country road in Big Indian. Surrounded by nearly nine private, wooded acres and bordered by protected state land, this fully renovated estate offers over 5,300 square feet of refined mountain living, where privacy, nature, and thoughtful design come together seamlessly. Just across the road, a mountain stream winds its way into the legendary Esopus Creek, creating a soothing natural soundtrack and a setting that feels worlds away, yet is just two hours from NYC. Inside, the home opens to a dramatic great room with soaring cathedral ceilings, rich hardwood floors, and a striking stone fireplace. Walls of glass invite the outdoors in, filling the space with natural light and framing peaceful woodland views. The open-concept layout flows effortlessly into a beautifully appointed chef's kitchen with gas cooking, custom cabinetry, and modern appliances, ideal for entertaining after a day in the m

Set along a picturesque country road, this 1830s farmhouse features a classic rocking chair front porch, situated on 2.40 acres, with views of bucolic countryside. Offering 4 bedrooms and 2 bathrooms, the main residence is awaiting completion, presenting an opportunity to finish the renovation to your own specifications while preserving the character of this historic home. The property also includes a bright, charming guest studio with loft that has been fully updated. This versatile space offers comfortable accommodations while work continues on the main house or can serve as a private studio or retreat. A distinctive property with historic character, a scenic setting, and the opportunity to complete a farmhouse renovation to suit your vision

This exquisite 1900 Victorian is paired with an INCOME producing detached renovated apartment. The total living area for the 2 dwellings is 2657 SF. These dwellings sit on 0.78 acres of peaceful land with a small scenic stream in the rear surrounded by a mountain backdrop. HIGHLIGHTS of the 1900 3 BR/2BA Victorian Home: ONCE you step into this timeless masterpiece, you are bound to become aware of the historical and homey feel of this great home which has undeniably been meticulously cared for with TLC throughout the years. It showcases original rich woodwork, soaring ceilings and windows, grand front porch, and timeless architectural details. In addition are the original clawfoot tub and tin BR ceiling. The essence of the home has been kept artfully intact. HIGHLIGHTS of the 2 BR/1 BA 809 SF apartment. Completely renovated with a simple modern feel. Wooden floors throughout and sits above the 809 SF one car and working garage with 1/2 bath. ZONED residential and limited commercial. A

Welcome to The Gather House at 8643 New York 28 in Big Indian, a legal two-family retreat offering income opportunity, and spacious four-season comfort in the heart of the Catskills. There's a certain kind of quiet you only find here. One that settles into your shoulders and reminds you that life can be lived at a gentler pace. Set along Birch Creek on 1.7 acres, The Gather House blends nature, space, and possibility in a way few properties can. Morning light stretches across the open yard, the creek moves softly at the border, and the mountains rise around you like familiar company. At the core of its appeal is the legal two-family layout, designed for flexibility and ready for whatever your life calls for. The main residence offers 5 bedrooms, 3 baths, sleeping lofts, and a generous game room perfect for long weekends and longer conversations. The attached 2-bedroom, 2-bath apartment can operate independently or open seamlessly to the main home, creating options for long-term rental

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Peck Hollow Manor - A Private Catskills Estate Welcome to Peck Hollow Manor, a secluded 88+ acre retreat nestled in the heart of the Catskills. The property is backed by 500+ acres of protected land. This extraordinary estate offers a rare opportunity to own a one-of-a-kind compound designed for both relaxation and recreation. The property encompasses a beautifully renovated main residence, a spacious guest house with dedicated office space, and a converted heated barn-affectionately known as 'The Playhouse'-complete with a full bar, pool table, music area, and gathering spaces. Outdoor amenities abound, including a natural swimming pool fed by a nearby stream, an outdoor wood-burning sauna, hot tub, farm-sized garden, private gym, and endless trails winding through fields, streams, and forest. The main residence at Peck Hollow Manor is a masterful blend of rustic charm and modern sophistication. Built in the timeless post-and-beam style, the home is a celebration of craftsmanship, wit

Drive just minutes past Belleayre Ski Resort and continue up the scenic Galli Curci Mt Road to discover this perfectly maintained 3BR, 2Bath, 1404 sq ft Abode nestled on 4.5 wooded and open serene acres on the side of a private mountain. Features include an open living plan, vaulted ceilings, All SS appliances in kitchen with breakfast counter and eat in nook. Full laundry Room. Hot air furnace propane fed. Newer large light filled windows, slate walls, beautiful flooring throughout, a wood burning fireplace in LR and a'VIGILANT'wood stove in the Dining Area, new skylights, new designer main bath with soaking tub and shower, new 200 AMP electric panel, rocking chair covered screened in porch and an open sun filled side deck, a gardeners shed and an observation deck placed amongst beautiful perennial plantings. Bedrooms all have 1-2 closets. This manufactured home was built in 2000 and placed on the solid block foundation over a poured cement slab with a crawl space for under house acce

Peaceful Delaware County Cape on 5.2 Acres. Escape to the country with this charming Cape nestled in a quiet Delaware County setting on 5.2 beautiful acres. The inviting open floor plan offers a comfortable flow between the kitchen, dining area, and living room, creating a warm space for everyday living and entertaining. Upstairs, you'll find two bedrooms offering privacy and peaceful views. Outside, enjoy a circular driveway and a partially fenced yard, perfect for gardening, pets, or relaxing outdoors. Beautiful natural rock outcroppings add character and a distinctive Catskills-country feel to the property. A small shed provides useful storage for tools and outdoor equipment, while the low taxes make this an especially appealing opportunity for those looking for affordable country living

Beautiful Catskills Retreat Near Belleayre Ski Mountain Just 2.5 miles from Belleayre Ski Mountain, this beautifully updated Catskills retreat is the perfect four-season getaway or full-time residence. Set on 4.75 scenic acres, the home features 3 bedrooms, 2.5 baths, a full basement, and a spacious attic for storage or future expansion. Recent upgrades include stunning hardwood floors, stylish walk-in showers, and updated appliances, including a new furnace. Enjoy year-round comfort with central air conditioning, a cozy wood-burning fireplace, a spacious deck, and the peace of mind of a security system. A standout feature is the newly built 30’ x 40’ fully insulated garage with an insulated concrete floor. Within the garage is a beautifully finished 12’ x 30’ room with French doors, currently used as a trophy room. This versatile space is ideal as an art studio, home office, fitness room, game room, or private retreat. Whether you’re seeking a ski house, weekend escape, or year-round

Kissimmee Streamside Cottage. Just 8 minutes to the base of Belleayre Ski Mountain! Sitting beside the Red Kill Stream, this charming and private streamside cottage is well maintained and ready for ski season. The stream runs through the property just off your back deck, yet the house is not in a flood zone. The private lawn area is perfect for all you outdoor hobbyists with nice, flat, cleared, usable land for croquet matches, vegetable gardens, summer BBQ parties, or maybe raising chickens have always been your dream? You can do it all here. Inside, you'll find an open-plan living area with 1.5 baths and three cozy bedrooms. A wood stove in the living room is perfect for those chilly nights. The unique architectural style features exposed beams and high vaulted ceilings in all the rooms. Add a small amount of updating, and this could be an Airbnb hit, or just be selfish and keep it for yourself. Recent improvements include exterior paint, crawlspace work, windows, new tile floors and

Charming Catskills retreat with a creek, mountain views, and two full bathrooms in the heart of Pine Hill. Welcome to 35 Elm Street, a beautifully maintained 2-bedroom, 2-bath home offering 1,264 square feet of comfortable living space in the heart of Pine Hill. Set on a quiet residential street, this home combines classic Catskills charm with thoughtful updates and an inviting indoor-outdoor lifestyle. Inside, you'll find a warm and comfortable living space, a well-appointed kitchen, and two full bathrooms. The upper level offers two connecting rooms that can be configured as bedrooms, a bedroom and office, or a flexible guest space depending on your needs. A renovated bathroom adds a fresh, modern touch. Step outside and the setting really comes to life. A picturesque creek borders the property, while the bluestone patio and fire pit create a wonderful space for morning coffee, summer evenings, or entertaining friends. The surrounding mountain scenery gives the property the peaceful

Take in all the beauty of the Catskills from this wonderful Oliverea home with streamside views, extensive gardens, and easy access to over 50,000 acres of DEP/Catskill Forest Preserve land available for recreational use! This property is an excellent opportunity for full-time or part-time use, with a location that is perfect for any season. In the winter you can spend the days skiing (Belleayre is only 10 minutes away! )and then retreat back to cozy up by the wood stove that is central to the home's first floor. Once the snows melt and spring and summer come back, spend your time looking out over the stream from the expansive deck on the back of the home, or from the balcony off the primary bedroom upstairs. There are garden beds all around the home and deck, as well as a large fenced area in the yard containing heated raised garden beds with cold frames. The full basement and additional attic space provide plenty of room for storage. The Urban Cowboy Lodge is just a few minutes away

Indulge in breathtaking, unobstructed panoramas from this elegant, newly constructed (2022) home. The owned, not leased, solar panel provides the electric that heats this Catskill Mountain getaway. In the coldest months, enjoy heat for the small hook up fee of approximately $30.00 per month. Set on 6 pristine acres of gently rolling open land, this retreat offers exceptional privacy, tranquility, and sweeping mountain views. Perfectly positioned to enjoy the best of the region, the property is moments from acclaimed restaurants, serene lake swimming, and scenic hiking trails, and just an 8-minute drive to world-class skiing at Belleayre Mountain. The sun-drenched, open-concept kitchen and living area is designed to capture extraordinary sunsets through expansive oversized windows and flows seamlessly onto a 704-square-foot deck with panoramic views, ideal for outdoor dining, entertaining, or simply taking in the surrounding natural beauty. Located just beyond the historic village of Fl

Escape to your own private Catskills retreat at 195 Haynes Hollow Road, Hardenburgh, NY 12406. Situated on 9+ acres, this distinctive log cabin-style home combines privacy, comfort, and an incredible selection of recreational amenities. For buyers looking for even more land, an additional neighboring 40-acre parcel is available and may be worked into the sale. Built for those who love the outdoors, this property offers year-round recreation without leaving home, including ATV riding, snowmobiling, hunting, target shooting. The surrounding Catskills provide endless opportunities for hiking, white-water tubing, kayaking, swimming, boating, and reservoir activities. Belleayre Mountain is approximately 10 minutes away, making skiing and other mountain activities incredibly convenient. Completely rebuilt in 2018, the home offers 2 formal bedrooms plus a large loft currently used as a 3rd bedroom, along with 1 full bathroom and 2 three-quarter bathrooms. The spacious interior includes a livi

The House on the Batavia This is not just a Catskills house with a stream nearby. This is a house where the stream is exactly what you've been dreaming about. Set directly along the Batavia Kill, this circa-1910 Catskills farmhouse has it all: rushing water, mature trees, an elevated deck suspended above the landscape, and even a handmade treehouse. Yes, it's technically for kids, but adults are going to want to read, nap and hang out there too. The three-bedroom, one-and-a-half-bath home has the simple, welcoming feel of an old country house updated for modern life. A huge wraparound deck extends the living space outdoors and overlooks the wooded landscape below. Just the spot for long dinners, morning coffee, cocktails. Down by the water, the property becomes something magical. The Batavia Kill runs along the land with broad, rock-lined banks, sending the sound of moving water throughout the property. Two fire pits turn days by the creek into long evenings outside. The setting feels

Enchanting Circa-1860s Catskills Country Home with Stream Frontage on the Batavia Kill! For the first time in decades, this sweet rustic circa-1860s country home in the heart of the Catskill Mountains is available on the market. With a serene babbling stream running through the land, the property offers a timeless blend of historic character, natural beauty, and income-producing potential. This legal two-family dwelling on a town maintained road features separate entrances, 2 kitchens, individual electric meters, and an easy layout for converting back into side-by-side two-story units—ideal for rental income, multigenerational living, or a live-in/lease-out arrangement. Inside, the home is filled with warmth and craftsmanship. Enjoy the picture window, wood floors, 6 bedrooms, and two full bathrooms. The kitchens showcase hand-crafted cabinetry built from reclaimed lumber, a cozy wood stove, and a large pantry, creating a welcoming space that feels both grounded and artfully inviting.

Peck Hollow Manor - A Private Catskills Estate Welcome to Peck Hollow Manor, a secluded 88+ acre retreat nestled in the heart of the Catskills. The property is backed by 500+ acres of protected land. This extraordinary estate offers a rare opportunity to own a one-of-a-kind compound designed for both relaxation and recreation. The property encompasses a beautifully renovated main residence, a spacious guest house with dedicated office space, and a converted heated barn-affectionately known as 'The Playhouse'-complete with a full bar, pool table, music area, and gathering spaces. Outdoor amenities abound, including a natural swimming pool fed by a nearby stream, an outdoor wood-burning sauna, hot tub, farm-sized garden, private gym, and endless trails winding through fields, streams, and forest. The main residence at Peck Hollow Manor is a masterful blend of rustic charm and modern sophistication. Built in the timeless post-and-beam style, the home is a celebration of craftsmanship, wit

Set across 280 extraordinary acres in the western Catskills, Eagles Ridge Farm is not merely a property, but a fully realized private world, an irreplaceable convergence of art, architecture, wilderness, and legacy. Bordered by thousands of acres of protected wilderness within the historic sphere of the Gould and Rockefeller Catskills holdings, the estate retains the scale and quiet grandeur of a disappearing era. Assembled over generations, the property carries forward a tradition of deeply personal estates created not simply for habitation, but for reflection, creativity, and permanence. Unlike many great legacy properties lost to subdivision or time, this extraordinary holding remains remarkably intact, a singular offering of cultural depth, ecological scale, and privacy that would be nearly impossible to recreate today. Just over two hours from New York City, the property unfolds across forests, open meadows, private streams, and mountain ridgelines rising to 2,270 feet. More than

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Charming early 20th-century country cottage nestled on a peaceful 0.26-acre lot on a quiet street in the heart of Arkville. Beautifully updated by the current owner, this move-in ready two-bedroom, one-bath home seamlessly blends timeless character with modern comfort, making it equally suited as a full-time residence, weekend getaway, or investment property. The bright, inviting interior features hardwood floors, an updated kitchen with a sunny dining area, a first-floor primary bedroom, full bath, utility room, and a comfortable layout designed for everyday living. Upstairs offers a second bedroom, a bonus office or sitting room with the potential for a second bathroom, and an additional flexible room with direct access to the peaceful woodland setting beyond. Outside, enjoy the charming stone patio surrounded by established perennial gardens, roses, and a fruit-bearing peach tree—an ideal setting for relaxing or entertaining. The home also benefits from municipal water and sewer, up

Your Private Catskills Estate – 69.61 Acres of Pure Serenity Escape to your own private Catskills retreat! Perched atop 69.61 acres and tucked away on a private road, this spacious 5-bedroom, 3-full-bath home offers the ultimate blend of privacy, comfort, and outdoor adventure. Featuring a finished basement, a detached 2-car garage with shop space, and an above-ground pool, this property has room for everyone and endless possibilities. Just minutes from the Pepacton Reservoir, this outdoor enthusiast’s dream is surrounded by nature and recreation. Explore nearby hiking trails, enjoy fishing and snowmobiling, or hit the slopes at Plattekill Mountain or Belleayre Mountain, both just a 15–20-minute drive away. The charming village of Margaretville is close by, offering adorable shops, local eateries, and small-town Catskills charm. Completely private yet conveniently located approximately 2.5 hours from the George Washington Bridge, this exceptional property is ideal as a full-time reside