20 properties for sale in Sundown, Denning town Ulster County New York

Escape to the heart of the Catskills to this enchanting three-bedroom, one-bathroom farmhouse on two private acres with creek access in the picturesque town of Denning. Surrounded by towering trees and the soothing sounds of nature, this property offers a rare combination of rustic charm and premier outdoor access, located just minutes from the iconic Peekamoose Blue Hole and its world-class hiking trails. Inside, the home radiates warmth, highlighted by sky lights bringing in natural light and beautiful all-wood floors that flow seamlessly throughout the entire home. The heart of the home features a wonderful open kitchen, designed to effortlessly blend historic farmhouse appeal with contemporary functionality. The kitchen is ideal for hosting friends or preparing quiet meals to enjoy in the open dining area of the home or on the covered back porch. The inviting living space features a classic wood stove, serving as the perfect cozy centerpiece for crisp mountain evenings and the brig

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

Great investment property situated on 1.1 acres. This two unit home features 2 bedrooms and 2 full baths on the right side while the left side has two bedrooms and one full bath. The right side of the house is currently used as a airbnb. The unit to the left has been completely renovated with an updated bathroom and kitchen. The front porch has new decking and railings. The main floor was recently painted and updated full bathroom. The kitchen has new floors painted cabinet. Large bedroom upstairs with walk-in closet, a second bedroom, and additional sitting area. Newer windows have recently been installed and new water heater and well tank. New installed small pond in the backyard up the hill. Very close to town. Close to Neversink and Rondout Reservoir and state land for hunting. Kartrite Water Park, Holiday Mountain and Minnewaska State Park nearby and only two hours from NYC. Additional Information: HeatingFuel: Oil Above Ground, ParkingFeatures: 2 Car Attached. A/O

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

Nestled in the Catskills mountains on a cul de sac street, is a charming 3 bed 1 bath manor waiting for the right buyer. There have been some major interior upgrades done while still maintaining the old charm of the house. This country manor can be used as your main home, second home and/ or income producing vacation property. The owner enjoyed the house as their home away from home and was in the process of starting exterior upgrades (painting front of house and deck, fixing gutter). The house can be sold at a discount for buyer to finish the remaining exterior work or can be sold at full price with seller completing the work. Don't miss out on this opportunity to experience ALL the Catskills has to offer. Just 2.5 hours away from NYC, you can be transported to breathtaking views from your own private deck and backyard, surrounded by fruit trees and perennial flowers. Come view today!

Nestled in the Catskills mountains on a cul de sac street, is a charming 3 bed 1 bath manor waiting for the right buyer. There have been some major interior upgrades done while still maintaining the old charm of the house. This country manor can be used as your main home, second home and/ or income producing vacation property. The owner enjoyed the house as their home away from home and was in the process of starting exterior upgrades (painting front of house and deck, fixing gutter). The house can be sold at a discount for buyer to finish the remaining exterior work or can be sold at full price with seller completing the work. Don't miss out on this opportunity to experience ALL the Catskills has to offer. Just 2.5 hours away from NYC, you can be transported to breathtaking views from your own private deck and backyard, surrounded by fruit trees and perennial flowers. Come view today!

Nestled in the Catskills mountains on a cul de sac street, is a charming 3 bed 1 bath manor waiting for the right buyer. There have been some major interior upgrades done while still maintaining the old charm of the house. This country manor can be used as your main home, second home and/ or income producing vacation property. The owner enjoyed the house as their home away from home and was in the process of starting exterior upgrades (painting front of house and deck, fixing gutter). The house can be sold at a discount for buyer to finish the remaining exterior work or can be sold at full price with seller completing the work. Don't miss out on this opportunity to experience ALL the Catskills has to offer. Just 2.5 hours away from NYC, you can be transported to breathtaking views from your own private deck and backyard, surrounded by fruit trees and perennial flowers. Come view today!

Scenic Serenity & Outdoor Adventure at 122 Twinshaven Rd Discover the perfect blend of affordability and charm in this 4-bedroom, 1-bath ranch, ideally situated on 2.21 private acres in the desirable Town of Neversink. Whether you’re seeking a peaceful primary residence or a weekend escape, this move-in-ready home offers the best of Sullivan County living just 2 hours from NYC. The Home & Property Nestled at the end of a quiet dead-end road, this well-maintained residence provides the ultimate in privacy and tranquility. Move-In Condition: Meticulously cared for and ready for you to make it your own. Original Hardwood Floors throughout and a beautiful brick fireplace for those cold nights! Bright Shiplap pine planks throughout the home for that country cabin feel! Spacious Acreage: 2.21 acres of usable land with stunning mountain views that change with the seasons. Low Taxes: Located within the Town of Neversink, known for its exceptionally low property taxes. Education: Situated withi

Welcome to 189 Yeagerville Road situated in one of Ulster County's most well kept secret spots in the pristine hill country just north of the Hamlet of Napanoch. This stunning log home on nine acres presents a multitude of possibilities both inside and out. Come up the hill on the well-maintained driveway to see the expansive lawn, surrounding woodlands, home and adjacent, oversized two-car garage with ample space for a workshop and 400 sq. Ft. second level loft, perfect for guest overflow, home gym, crafts/hobbies or home office. A third bay with lean. To provides plenty space for equipment, off road vehicles and all manor of outdoor gear. Enter by the steps to the three-season enclosed porch that covers the width of the house. Mature gardens grace the front of the property in growing season. A fully fenced in side yard is perfect for pets and protected garden space. There is ample area for indoor and outdoor entertainment with a large decks to the side in front and on off the back by

Nestled along the quiet stretches of Red Hill Road in Claryville this charming 3-bedroom 1 bath seasonal home offers an extraordinary escape into the heart of the Catskill mountains. If you dare to dream of a life surrounded by natures finest canvas this is where your story begins. The home sets on a 20-acre parcel with 4 acres cleared which provides a blend of privacy and open space. This setup is ideal for projects, like agriculture or animals. Your 20-acre retreat backs up to114 acres of state-owned forest, offering a massive'extended backyard for hiking, exploring and watching wildlife. This home is turnkey ready it's warm and inviting no pictures or words could match the feeling you get when you step through the door of this piece of paradise. Come and see for yourself. Secure your piece of mind with this rare find

The best part about this home is the opportunity it offers. It is a place where your imagination leads the way, where each room becomes a blank canvas for your own style and every update is made with your life in mind. Whether your vision is timeless, modern, rustic, or somewhere in between, this is the kind of home that gives you the freedom to create something deeply personal, one thoughtful choice at a time. Instead of paying a premium for someone else's design choices, you have the rare chance to invest in your own, creating a home that reflects your taste, your lifestyle, and your vision for years to come. Grahamsville is one of those rare Catskills hamlets where life still feels rooted in community. The pace is slower, neighbors know one another, and the surrounding mountains, forests, and reservoirs create a backdrop that never loses its appeal. Mornings begin with birdsong and cool mountain air. Evenings end beneath expansive skies filled with stars. Despite its peaceful settin

A magical retreat with a rich history, Sen House is a former one-room schoolhouse thoughtfully expanded into a charming Catskills residence. Whether you’re seeking a full-time home, weekend escape, or income-generating getaway, this one-of-a-kind property offers timeless character surrounded by nature. Set on 3.48 acres and nestled into a hillside across from Rondout Creek, the home enjoys constant soothing water sounds and a peaceful woodland setting alive with birds and wildlife. A southeast-facing porch invites morning light, while the grounds offer endless opportunities to create your own garden, meditation space, outdoor sanctuary, or foraging haven. Inside, original wood floors and an impressive stone fireplace create a cozy, authentic atmosphere. The layout includes a spacious living room, two bedrooms, full bath, kitchen, dining room, plus flex space suitable for a home office or guest overflow. Stairs to partial basement. Solar panels contribute to energy efficiency and a prop

Welcome to 156 Lackawack Hill Road, Napanoch, where privacy, quality craftsmanship, and year-round recreation come together in the heart of the Hudson Valley. This meticulously maintained legal 5-bedroom, 2.5-bath home offers the perfect balance of comfortable living and functional space, making it ideal as a full-time residence, weekend retreat, or multigenerational getaway. Inside, you’ll find warm and inviting living spaces highlighted by beautiful hardwood floors, custom cabinetry, and a commercial-grade Garland range that will delight any home chef. The spacious living room is anchored by a classic brick wood-burning stove, while the bright four-season sunroom provides the perfect place to enjoy every season in comfort. A partially finished basement with an additional wood stove and attached 2-car garage offer abundant storage and flexible living space. Step outside to a large deck overlooking the peaceful surroundings, perfect for entertaining or relaxing after a day outdoors. Th

Come and relax in this beautiful 3BR, 1B home privately set on over 1.3 acres in a low. Low tax based township. Vaulted ceilings with stone fireplace in LR, loft space, new above ground pool, new decking on front and side with side deck offering bountiful seating, BBQ, and an outdoor TV! You may also kickback and relax at the BBQ area in the side yard, offering a firepit with chairs, many many upgrades, the list goes on. Minutes to NYS land and the Roundout Reservoir! Hurry, if you are looking for easy, affordable and comfortable living, then look no further!

Quintessential Catskills Retreat with Panoramic Rondout Reservoir Views and Pond on 17 Private Acres Hidden from the road at the end of a private drive amid refined country properties, this one-owner home offers a rare opportunity to own 17 private acres featuring fields, forests, small streams, a pond and wild blueberry bushes in one of the Catskills' most scenic settings. Overlooking the Rondout Reservoir, the property enjoys breathtaking, unobstructed views from nearly every room on the first floor, as well as from the spacious primary bedroom upstairs. Whether you're enjoying your morning coffee or relaxing at the end of the day, the ever-changing mountain and reservoir views provide an unforgettable backdrop in every season. Bordering protected New York City Department of Environmental Protection (NYC DEP) land along the full length of its rear property line, this exceptional property offers unmatched privacy with permanently preserved open space beyond your backyard. The peaceful

Quintessential Catskills Retreat with Panoramic Rondout Reservoir Views and Pond on 17 Private Acres Hidden from the road at the end of a private drive amid refined country properties, this one-owner home offers a rare opportunity to own 17 private acres featuring fields, forests, small streams, a pond and wild blueberry bushes in one of the Catskills' most scenic settings. Overlooking the Rondout Reservoir, the property enjoys breathtaking, unobstructed views from nearly every room on the first floor, as well as from the spacious primary bedroom upstairs. Whether you're enjoying your morning coffee or relaxing at the end of the day, the ever-changing mountain and reservoir views provide an unforgettable backdrop in every season. Bordering protected New York City Department of Environmental Protection (NYC DEP) land along the full length of its rear property line, this exceptional property offers unmatched privacy with permanently preserved open space beyond your backyard. The peaceful

The Sundown Chalet, set on 200+ acres and wedged between Forever Wild state land, is a mountaintop oasis in the Catskills if there ever was one. A long winding driveway traverses the mountainside along rustic stonewalls and century-old oak trees and opens up to pastoral horse paddocks and the stoic post and beam chalet overlooking the valley. There are natural spring-fed streams and ponds, fruit trees, a horse stable and a workshop. It truly is an oasis for anyone who is looking for a private and secluded retreat. The house is true post and beam construction and is open and inviting. The living space and chef’s kitchen are all open and perfect for entertaining, with a sliding door walkout to the deck overlooking the property. There are trails throughout the property, perfect for hiking, atv’s, and/or horseback riding. The property currently functions as a weekend retreat and a thriving short-term rental. Whatever your vision for use, this property will not disappoint. Property Includes

The best part about this home is the opportunity it offers. It is a place where your imagination leads the way, where each room becomes a blank canvas for your own style and every update is made with your life in mind. Whether your vision is timeless, modern, rustic, or somewhere in between, this is the kind of home that gives you the freedom to create something deeply personal, one thoughtful choice at a time. Instead of paying a premium for someone else's design choices, you have the rare chance to invest in your own, creating a home that reflects your taste, your lifestyle, and your vision for years to come. Grahamsville is one of those rare Catskills hamlets where life still feels rooted in community. The pace is slower, neighbors know one another, and the surrounding mountains, forests, and reservoirs create a backdrop that never loses its appeal. Mornings begin with birdsong and cool mountain air. Evenings end beneath expansive skies filled with stars. Despite its peaceful settin

Tucked away on a deeply private 1.1-acre wooded parcel, 93 Yeagerville Road offers a rare opportunity to craft your ideal Catskills retreat. Surrounded by a canopy of mature trees, the setting is pure nature and ultimate quiet-just a half-mile from the pristine waters of the Rondout Reservoir in an area known for its fishing, hiking and bird watching. The property directly borders over 1,000 acres of state land, providing exceptional privacy and direct access to the surrounding wilderness. Inside, the Cape Cod style main house features a lovely enclosed sun porch and mud room, hardwood floors throughout, and a functional layout that flows easily. While the house has solid bones and lots of its original charm (hello original wallpaper, wood doors and pink sink! ), it serves as an exciting blank canvas, waiting for a design-minded buyer to bring it into its next chapter. It is the perfect opportunity for someone with a vision to build immediate equity. Another major highlight of the prop

Charming 3-Season Cottage. 2 Hours from NYC Lovingly enjoyed by generations. This cozy two-bedroom, one-bath cottage is your perfect summer escape. Tucked along a quiet country road, it offers easy access to hiking trails, local farmers markets, and the best of upstate living. Unwind on the enclosed porch as you listen to the gentle stream flowing through the backyard. Host family gatherings, grill under the trees, or explore the nearby outdoors. The spacious shed out back comes with electricity and offers potential for a studio, guest space, or creative retreat. Move-in ready and full of possibilities-your peaceful getaway is waiting

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

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

Nestled among the trees and tucked back from the road, this immaculate Olivebridge retreat offers the kind of peace and privacy people move upstate for. Quiet, serene, and thoughtfully updated throughout, the property feels effortlessly welcoming from the moment you arrive. Inside, the home feels bright, comfortable, and incredibly well cared for. Sun pours through the windows, the wood stove adds a cozy touch in colder months, and the entire space has an easy, relaxed flow. Recent upgrades include a whole house generator, new driveway, and numerous improvements throughout, making the home feel completely move in ready. A small private deck off the primary bedroom overlooks the beautiful backyard, the perfect spot for slow mornings, evening wine, or listening to the trees move in the breeze. The expansive yard offers endless potential for a pool, gardens, or outdoor entertaining while still feeling incredibly private. One of the standout features of the property is the impressive 1,600