Refine Search
Sort by
$425,000
3 Beds 1 Baths 1049613 MLS
A charmer of a 1940s cottage, where original timber beams, a stone fireplace, and mature flower gardens are thoughtfully blended with modern comforts. Set on just over an acre atop Shandelee Mountain, the three-bedroom home feels wonderfully tucked away, yet sits just moments from Livingston Manor and the Catskill Park. Inside, a heart-shaped key latch is the first of many characterful details. The entry opens into an intimate living and dining space centered around a stone-surround wood-burning fireplace and cocooned beneath original timber beams. The adjacent kitchen has been renovated from the studs, with newer appliances, botanical wallpaper, and direct access to the garden. Two bedrooms and a freshly renovated full bath occupy the main floor, while an unassuming panelled door reveals a staircase to the unexpected third bedroom upstairs—a vaulted retreat with a reading nook and storage tucked into the eaves. Outside is where the property really comes into its own. Years of thoughtful planting have created mature gardens filled with hydrangeas, dahlias, coneflowers, vegetables, herbs, and seasonal flowers. A large fenced garden sits alongside an almost-secret seating area and outdoor shower, while a wildflower meadow stretches out behind the house toward neighbouring farmland and a pond where cows gather on summer afternoons. A newly built elevated deck makes the most of the view, with space for outdoor dining and a modern hot tub for soaking under the stars. A detached garage has been converted into a home gym/flex space, while the full walk-out basement provides additional utility and storage. It’s the kind of setting that makes you feel far removed from civilization, but the reality is quite different. Livingston Manor, with its lively collection of restaurants, breweries, specialty grocers, shops, and galleries, is just minutes away. The pristine rivers and trails of the Catskill Park are equally close, and NYC is less than two hours away. Whether you’re enjoying a drink beside the fire, tending the garden, or soaking in the hot tub as the sun disappears over the meadow, Shandelee Mountaintop Cottage works just as well as a full-time home as it does a weekend retreat and basecamp for all the mountains have to offer.

61 Shandelee Lake Road, Livingston Manor

$596,500
4 Beds 2 Baths 1050796 MLS
A little country club, a little horse country. Set on five private acres in Callicoon’s Beechwoods, Little Holiday Farm is a beautifully updated Catskills farmhouse pairing sweeping pastoral views, a horse ready barn, and direct access to an 18-hole championship golf course. Originally built in 1948 and extensively renovated in 2015, the four-bedroom, two-bath home has the warmth and character you want in an old country house, but with modern comforts. Hardwood floors, beamed ceilings and a gas fireplace bring plenty of cozy charm, while an updated kitchen with stainless-steel appliances keeps things decidedly current. The spacious primary suite feels like a retreat of its own, with its own private screened porch overlooking the rolling hills of the Beechwoods. With a first-floor bedroom and full bath, three additional bedrooms and plenty of gathering space, there’s room to comfortably host a full house of family and friends. At the opposite end of the house, a shaded porch overlooks the grounds and pole barn, offering plenty of space for four-wheelers, motorcycles, outdoor toys - or a few four-legged friends. A full walk-out basement provides additional storage and possibilities, while five usable acres offer room to garden, roam, play and take in those big Beechwoods skies. New septic in 2025. Surrounded by rolling countryside, evenings here are measured in sunsets and stars and just how long you can stay on the porch. When civilization calls, the shops, restaurants, farmers markets of the bustling hamlets of Callicoon and Jeffersonville are both just a short drive away. Just down the road, Villa Roma serves up classic Catskills resort life - championship golf, skiing come winter, plus dining, swimming, racquet sports, bowling and plenty more. Approximately 2 hours to New York City. Little Holiday Farm is country living at its best: five beautiful acres, a barn with room for horses and farmstead dreams, all wrapped in the rolling landscape of Callicoon’s Beechwoods.

519 Route 164, Callicoon

$524,000
4 Beds 3 Baths 1049763 MLS
Experience the best of both worlds with this furnished 2500 sq ft country home. You'll wake up in the mornings with deer in the backyard, yet you're only 15 minute drive from grocery stores and attractions. In the Rec Room, you'll find ballet barres and mirrors for a variety of home fitness activities. After your workout the sauna and hot tub will be your favorite place to recover. The wood burning fireplace is wonderful for those cold Catskills nights. Two decks and a patio to enjoy the mountain breezes, sunsets, and stars here in the Catskills. This home has a seven year track record as a successful short term rental. The existing management team is excited and willing to work with a new owner, and will convey with hundreds of positive reviews. Home can be purchased furnished if you desire to continue it as a STR/second home. For those wishing to purchase the home as primary residence, the home can be delivered empty and unencumbered by rentals. Full financials are available. Main Level Rooms: Open concept living area with large kitchen, bar seating, dining area and wood burning fireplace. The principal bedroom accommodates a king bed and has an ensuite full bathroom with shower. Bedroom 2 is queen size, and bedroom three will accommodate a full bed. There is an additional full bath on the main level with a shower/tub combo. Lower Level Rooms: The massive recreation room has ballet barres and a wall of mirrors. The media room opens out to a covered patio. The flex room is currently set up as bedroom four that accommodates a queen bed. The full bath with shower also includes an indoor infrared sauna. A full laundry room and multiple storage closets provide plenty of room for all your belongings or supplies for your short term rental. Outdoors: You will find multiple decks and a patio at the home. There is a fire pit in the backyard.

140 Starlight Drive, Monticello

$299,000
4 Beds 2 Baths 1049419 MLS
Nestled along the banks of the famed Willowemoc Creek in the heart of Roscoe, New York—widely known as “Trout Town USA”—this charming American Foursquare home offers the perfect blend of historic character and exceptional riverfront living. With 4 bedrooms, 2 bathrooms, and approximately 1,524 square feet, this beautifully maintained property sits on a peaceful stretch of the creek with private river frontage and direct access to some of the region’s most celebrated trout waters. Inside, the home was painted within the last 2.5 years, both bathrooms are updated, most of the house has new flooring, while the kitchen/dining area and downstairs bathroom feature radiant heated floors for year-round comfort. The living room includes preparation and venting for a pellet stove, offering an easy option for additional warmth and cozy ambiance. Both the front and back porches have been rebuilt, one finished with durable Trex decking, creating ideal spaces to relax while overlooking the property and listening to the river. Downstairs, a restaurant-grade water filtration system enhances water quality throughout the home. The water heater and boiler are both under 10 years old, and a new furnace was installed in 2017. Additional improvements include replacement windows, a roof installed in 2010, and professional excavation around the home 2.5 years ago to optimize drainage. A full walk-up attic provides exciting possibilities—perfect for creating a third-floor guest suite, studio, or private retreat. Outside, the property feels like a small riverside sanctuary. Concord grapes and rhubarb grow naturally on the land, complemented by fruit trees, flower gardens, and a lush lawn stretching toward the river beneath the sweeping branches of mature willows. Set on a quiet private dead-end road that is paved and maintained by the town, the home offers both privacy and convenience. Beyond the property, Roscoe and the surrounding Catskills provide endless recreation. Spend your nights at Catskill Resort Casino and your days fly fishing on Willowemoc Creek and the nearby Beaver Kill, hiking in Catskill Park, exploring local breweries, or skiing at Holiday Mountain Ski and Fun Park. With charming shops, farm markets, and restaurants, Roscoe perfectly balances small-town charm with world-class outdoor adventure. Rich with character, this classic American Foursquare riverfront home offers Catskills living at its finest—historic charm, thoughtful improvements, and legendary trout fishing right outside your door. Tax Map #36.A-1-11.2

53 Yorktown Road, Roscoe

$550,000
1044741 MLS
Truly one of a kind! Set on a beautiful acre along the Little Beaverkill Brook, this completely renovated and exceptionally versatile property combines distinctive architectural character, generous living space and remarkable flexibility. Mediterranean-inspired porches, multiple French doors and graceful archways give the home a warmth and personality rarely found today. Inside, high ceilings create an airy sense of space, while a beautiful fireplace anchors the main living area. The renovated kitchen is equally impressive with quartz countertops and a generous center island designed for gathering and entertaining. Currently configured as a legal duplex, the property offers tremendous versatility. The beautifully finished separate apartment features 2 bedrooms, a full bath, kitchen, living room and its own private entrance, yet can be opened to the main residence to create one expansive home. A third distinct space with its own private access offers even more possibilities - home office, gym, studio, recreation room or creative workspace. A full-length walkout basement provides additional space and potential. Outside, enjoy the peaceful sights and sounds of the Little Beaverkill as it winds along the property, with ownership extending across the creek to the opposite bank. Whether you envision one impressive residence, separate living spaces, a live/work arrangement or the opportunity to generate rental income, this property adapts beautifully to the way you want to live. Distinctive, renovated and filled with possibilities, 23 Cooley

23 Cooley Road, Parksville

$550,000
5 Beds 6 Baths 1044739 MLS
Truly one of a kind! Set on a beautiful acre along the Little Beaverkill Brook, this completely renovated and exceptionally versatile property combines distinctive architectural character, generous living space and remarkable flexibility. Mediterranean-inspired porches, multiple French doors and graceful archways give the home a warmth and personality rarely found today. Inside, high ceilings create an airy sense of space, while a beautiful fireplace anchors the main living area. The renovated kitchen is equally impressive with quartz countertops and a generous center island designed for gathering and entertaining. Currently configured as a legal duplex, the property offers tremendous versatility. The beautifully finished separate apartment features 2 bedrooms, a full bath, kitchen, living room and its own private entrance, yet can be opened to the main residence to create one expansive home. A third distinct space with its own private access offers even more possibilities - home office, gym, studio, recreation room or creative workspace. A full-length walkout basement provides additional space and potential. Outside, enjoy the peaceful sights and sounds of the Little Beaverkill as it winds along the property, with ownership extending across the creek to the opposite bank. Whether you envision one impressive residence, separate living spaces, a live/work arrangement or the opportunity to generate rental income, this property adapts beautifully to the way you want to live. Distinctive, renovated and filled with possibilities.

23-29 Cooley Road, Parksville

$2,495,000
5 Beds 5 Baths 1049043 MLS
Welcome to 129 Starlight Road - a new 5,500-square-foot modern lake home combining breathtaking views, architectural design, and the grandeur of true lakefront living. Anchored by 78 feet of private, pristine beach and your own dock, the estate commands unobstructed west-facing views across miles of shimmering water to a forever-protected, rugged forest shoreline. All year long, your day ends with marbled sunsets over the water. Three thirty-foot glass atriums capture the golden-hour light, framing panoramic sunsets. Spanning 4,000 square feet across two main levels - complemented by a 1,500-square-foot windowed recreational attic - the layout balances grand open-concept gathering with serene retreats. Five generously proportioned bedrooms include two dedicated primary suites and three en-suite baths. In total, four full bathrooms and one powder room are meticulously appointed. At the heart of the main floor, the expansive great room anchors the residence, framed by a 55-inch Superior linear gas fireplace and a soaring glass facade. European tilt-turn windows capture the vistas, while massive lift-and-slide glass doors extend living onto the outdoor deck. Extra-long engineered white-oak flooring stretches in 7.7-inch-wide planks across social areas, transitioning to 5-inch planks in bedrooms. The chef’s kitchen includes a windowed breakfast nook and an 8.5-by-4.5-foot island with honed quartz countertops with waterfall edges. Custom solid-wood cabinetry in a pencil-trim shaker profile pairs with a full-height quartz backsplash and integrated display shelf. A double-sized pantry, wet bar, white fireclay sink with black Kohler faucet, and integrated recycling make this space both functional and refined. The 48-inch induction range with exterior-vented hood, counter-depth smart refrigerator, Emerald Series dishwasher, Sharp microwave drawer, and dedicated Summit wine refrigerator provide power, precision, and style. Bathrooms are crafted as spa retreats. Both primary baths feature double-head Lentz thermostatic showers in brushed gold (the upper primary suite also includes a luxurious 69-inch freestanding soaking tub) and 60-inch double vanities. The detached 825 sq ft garage is built to custom marine specs: 28 feet deep with 10-foot ceilings and twin 12-by-10-foot doors to accommodate trailered boats with swim platforms attached and towers raised. Life on the water unfolds across 78 feet of private beachfront, a dock, and a dedicated boat ramp. Steps from the shore, three lake-level bays provide dry, climate-ready storage for skis, surfboards, kayaks, canoes, and life jackets. Spanning 889 acres, nine miles in length, Swinging Bridge Reservoir is an uncrowded haven for waterskiing, wakeboarding, surfing, and jet skiing. Two full-service marinas provide dock maintenance, fuel, and storage. At dawn and dusk, glass-like waters invite paddleboarding and kayaking into secluded coves. Prime fishing awaits offering exceptional seasonal angling and fine ice fishing. Outdoor living spaces include four balconies, two bluestone decks with glass railings, stone-capped foundation walls, a hot tub, outdoor hot-and-cold shower, kitchen hookups, a circular driveway, and landscaped grounds. Engineered for efficiency, radiant heating warms the entire ground-floor slab, backed by dual-fuel, dual-zone furnaces and heat-pump air conditioning. Dual ERV systems circulate filtered fresh air. The exterior pairs thermally modified pine and custom steel-panel cladding beneath a Budmat Iron Click steel roof. Equipped with 300-amp electrical service, Starlink internet, smart-home wiring, five security cameras, biometric Wi-Fi entry, and EV-charger readiness. Just 90 miles from the George Washington Bridge, this estate offers immediate proximity to Bethel Woods Center for the Arts, Resorts World Catskills, The Eldred Preserve, and much more.

129 Starlight Road, Monticello

$399,000
3 Beds 3 Baths 1049899 MLS
Welcome home to a beautifully updated 2300+ sq ft, 3-bedroom, 2.5 bath home situated on a scenic 1-acre lot offering mountain views and privacy. Step inside to discover new flooring throughout, paired with central air for year-round comfort. Cooking and heating are effortless with a cozy wood stove alongside a propane fireplace. The partially finished walk-out lower level provides versatile additional living space, perfect for a home office, rec room, or guest suite. Central vacuum, and dual water sources (artesian well + town water connection). Complete with attached garage parking and sheds for all your storage needs. Turn-key, efficient, and ready for its next owner—schedule your tour today! Located just minutes from Mountaindale’s thriving Main Street, local eateries, and nearby hiking trails, this is the ultimate year-round residence or weekend retreat under 2 hours from NYC.

49 Quiat Road, Mountain Dale

$199,000
3 Beds 2 Baths 1048345 MLS
Imagine starting your mornings with coffee on the deck, listening to the river flow just beyond your backyard. Set along the water in River Valley Estates, this three-bedroom, two-bath manufactured home offers approximately 1,300 square feet and the opportunity to create a truly special retreat. The open living area features a stone fireplace, while the wood-paneled bonus room with a woodstove brings the cozy cabin feel—perfect for quiet evenings, game nights, or watching the seasons change outside. With some personal touches and vision, the home could become a peaceful full-time residence or a relaxing Sullivan County escape. Enjoy direct river access, a community pool, and a monthly fee that includes water, sewer, trash, snow removal, grounds care, and common-area maintenance. Bring your ideas and make this waterfront setting your own.

8 Hampshire Lane, Loch Sheldrake

$227,500
2 Beds 1 Baths 1049042 MLS
Escape the everyday and unwind at 10 Lakeview Road, a charming 2-bedroom, 1-bathroom retreat set on over 3 acres in Kenoza Lake. Thoughtfully remodeled throughout, this home features a refreshed kitchen, inviting living space, and updated bedrooms. Inside, a basement with a dedicated home gym adds flexible living space — perfect for workouts, a bonus lounge, or a rainy-day hangout. Step outside and you'll find your own outdoor oasis: a deck for morning coffee and summer dinners, a fire pit made for cool summer and fall nights, and sweeping mountain views from every corner of the property. With a 2-car garage with electric, an additional garage/carport, and two sheds, there's ample space for all your gear. Just a short drive from Bethel Woods Center for the Arts, Resorts World Catskills, and the Kartrite Resort & Waterpark, this home puts the best of the Sullivan County lifestyle right at your doorstep.

10 Lakeview Road, Kenoza Lake

$2,200,000
1049341 MLS
SALE IS FOR BUILDING ONLY - BUSINESS IS RELOCATING LOCALLY Excellent opportunity to own a substantial, well-built commercial property located directly on Broadway in the heart of the Village of Monticello. Offering approximately 21,000 sq. ft. of versatile commercial space on 2.23 acres, this property is currently utilized as an office supply business, warehouse and offers tremendous potential for a variety of commercial uses. The building features extensive warehouse space with high ceilings, concrete floors, and several overhead doors providing convenient access for deliveries, loading, and distribution. In addition to the warehouse areas, the property includes approximately six to eight private offices, three bathrooms, and ample space that can be configured to accommodate a wide range of business operations. Served by municipal water and sewer, the property also offers a large parking area with plenty of on-site parking for employees, customers, and commercial vehicles. Its combination of office, warehouse, and storage space makes it well suited for distribution, light manufacturing, wholesale operations, contractors, service businesses, retail, storage, or an owner-user looking for a substantial commercial facility. Centrally located on Broadway, the property is within walking distance of restaurants, shopping, public transportation, Village Hall, and other local businesses and services. With approximately 21,000 sq. ft., 2.23 acres, excellent access, and a highly visible Monticello location, this is a unique opportunity for an investor or business owner seeking a large and adaptable commercial property in Sullivan County.

369 E Broadway, Monticello

$493,000
3 Beds 3 Baths 1045519 MLS
Welcome to this brookside gem nestled on 3.5 acres in Eldred NY. The home has been meticulously maintained and exudes a warmth and charm you'll feel throughout the house. Some main features are the large living room with vaulted pine ceilings and a wood burning fireplace. This room will be where everyone gathers for cozy evenings around the fire and promises to deliver memorable holidays and entertaining year round. The star of the show is the stunning sun room with vaulted pine ceilings, 4 skylights and 14 large windows that open up, letting in all the natural beauty that surrounds this tranquil setting. This room will be where you spend most of your time, with the sound of the brook that runs though the property, the sun coming in, this will be the only place you'll want to enjoy your morning coffee. The kitchen and dining area is large, open and a door off the kitchen takes you outside onto the deck overlooking the brook and the peaceful backyard. With a bedroom on the main floor, two full bathrooms and a stacking washer/dryer, makes for easy living on this level. Upstairs you’ll find two very cozy bedrooms and a full bathroom. Outside the grounds are landscaped with perennials, have a mix of beautiful mature trees, the brook running through it and a gazebo, you’ll find the setting absolutely enchanting. The second star of the property is the barn, with it’s own separate driveway, a wood stove and dedicated drilled well, this is a large space that has so many possibilities. The main area is spacious and was used for entertainment, with a bar, a pool table and lots of additional room for seating this could continue to be a great entertaining space. Off this room you'll find a nice workshop for all your woodworking hobbies. Both rooms feature garage doors w/electric openers for additional storage options. Upstairs is a large, open blank canvas ready for a vision. The entire barn could also be converted to additional living space/carriage house or maybe an amazing pool house. The outdoor space would accommodate a nice in-ground pool and/or an outdoor kitchen to enhance this unique opportunity. Also on the property is a garden shed for miscellaneous storage. Throughout both the home and the barn, you'll find upgrades such as mini-splits (a/c in the house and a/c, heat in the barn) for economical heat/air conditioning and for stress free power outages a full house generator. This is a special property that will be a great home for a lucky new owner. Approximately 2+ hrs from NYC, makes this home a very easy commute. Close by you'll find several quaint towns for dining and shopping, the Delaware River for rafting/fishing, Bethel Woods Preforming Arts Center for amazing concerts under the stars, Kartrite Indoor Water Park, Resorts World Casino, skiing at Holiday Mountain/Big Bear at Masthope Mountain, many amazing hiking/biking trails and absolutely the best farmers markets you'll find anywhere, all for a very beautiful life in the country.

44 Airport Road, Eldred

$749,000
5 Beds 3 Baths 1049202 MLS
LAKEFRONT LIVING AT IT'S BEST - Come home to exquisite lakefront living in this spacious contemporary retreat in the exclusive Emerald Green community. Designed to showcase its spectacular private lake views, this three-story, 5-bedroom, 3-full-bath home offers an inviting open-concept layout, soaring cathedral ceilings, multiple outdoor spaces, and a generous backyard leading directly to the lakefront. The main level features a bright, open floor plan encompassing the kitchen, dining area, and living room, all oriented toward the breathtaking lake view. The living room features a beautiful stone propane fireplace, creating a warm and inviting gathering space. A bedroom and full bath complete the main level. Upstairs offers two rustic bedrooms and a full bath, all opening onto a beautiful lake-facing landing. The walkout lower level opens directly to the backyard and lakefront and features gorgeous bluestone tile flooring, a spacious game room/family room, a second stone fireplace, two additional bedrooms, a recently renovated full bath, and a convenient laundry/mudroom. The outdoor living area is exceptional, with renovated front and rear decks ideal for entertaining, relaxing, and enjoying the spectacular setting. A recently built large storage shed provides space for all your lake and outdoor gear. Parking is plentiful, with a two-car driveway in front plus a separate side driveway accommodating 6+ additional cars. With lake views from virtually every level and direct access to the peaceful private lakefront, this is a home built for relaxing, entertaining, and creating memories with family and friends. The Emerald Green amenities include a full access fitness center, with indoor and outdoor basketball, tennis, and pickle ball courts, dog park, several pools, community beach front, and much more – providing a premium vacation experience to all community members. Embrace Lakefront Living at its Best. As for some features of the home: 1. New Roof (2022) 2. Rebuilt chimney (2020) (see photo of top) 3. New Shed (2021) 4. New Front deck (2021), new back deck (2018) 5. New basement bathroom (2026) 6. New driveway on side of house (2021) can fit up to 6 cars 7. Stripped and shined bluestone basement level (2026)

74 Lake Shore Drive S, Rock Hill

$249,900
2 Beds 2 Baths 1049377 MLS
Welcome to your private retreat in the Town of Mamakating! Set on a beautiful 1.25-acre parcel, this charming 2-bedroom, 1.5-bath home offers the perfect blend of privacy, comfort, and convenience. Enjoy peaceful mornings or relaxing evenings from the inviting wrap-around porch while taking in the natural beauty surrounding the property. Inside, the home offers a comfortable layout with plenty of potential to make it your own. Two sheds provide tons of additional storage for tools, toys, outdoor equipment, and more. Conveniently located with easy access on and off Route 17 and the future I-86 corridor, commuting and exploring all that the Catskills and surrounding area have to offer is a breeze. If you're looking for a private setting without sacrificing accessibility, this Mamakating gem is one you won't want to miss!

27 Little Road, Wurtsboro

$299,999
3 Beds 3 Baths 1049204 MLS
This inviting 3-bedroom, 2-bathroom home is a great fit for an end user looking for comfort, space, and opportunity. Situated on a generous 100 x 95 lot, the property offers a spacious feel both inside and out. It features a garage, along with well-maintained grass in the front and back yard, creating a pleasant and welcoming curb appeal. The home also includes a basement with strong potential to be nicely finished, offering extra living space, a recreation area, home office, or storage options. With its solid layout and desirable lot size, this property presents an excellent opportunity to make it your own. The basement offers exciting possibilities, with plumbing already in place for an additional bathroom and space for another legal bedroom, making it ideal for future expansion. Whether you’re looking to finish the basement for extra living space, a recreation area, or added functionality, this home provides a strong foundation to build on.

6 Thomas Street, Monticello

$1,198,000
3 Beds 3 Baths 1047536 MLS
Five acres of forest, lake views, killer sunsets, and an unforgettable double A-frame. Welcome to Perry Wood, a fully furnished Catskills retreat that’s ready to live in and love from day one. Facing west toward Hunter Lake, the home captures glimpses of the water through the trees, golden afternoon light, and beautiful sunsets. Inside, warm wood and dramatic 26-ft cathedral ceilings create classic upstate cabin vibes, while oversized windows and glass doors bring the forest in and open the living room onto a large deck. A chic chef’s kitchen pairs stone countertops and custom cabinetry with a second wall oven, walk-in pantry, and a beautiful bay window framing the forest and lake view. The dreamy primary suite has its own wood-burning fireplace, private deck, walk-in closet, and an oversized bath with walk-in shower and statement soaking tub. A loft overlooking the living room makes an ideal reading nook or home office. Two additional bedrooms, two full baths, and a large bonus room currently used as a yoga studio offer plenty of flexibility for guests, work, play, or creative pursuits. Outside, boardwalks connect the decks while allowing the forest floor to surround them. A screened pavilion is made for summer dinners and lounging, a separate yoga platform takes in the lake view, and an electrified shed adds useful storage. The full basement includes laundry and a well-equipped home gym, with all gym equipment included in the sale, plus plenty of additional storage space and potential for a media room, bath, or expanded finished area. Just minutes from Bethel Woods Center for the Arts and within easy reach of Jeffersonville, Livingston Manor, Narrowsburg, and Callicoon, Perry Wood puts some of the best dining, markets, hiking, rivers, and culture of the Western Catskills close at hand, all less than two hours from NYC.

521 Perry Rd, Swan Lake

$435,000
3 Beds 1 Baths 1048798 MLS
Shortcut Road Hideaway – Cochecton, NY 17 Acres | 3 Bedrooms | 1 Bath | 2-Car Garage ~Tucked away on 17 scenic acres in the heart of Cochecton, NY, this private Catskills retreat—Shortcut Road Hideaway—offers the perfect blend of space, versatility, and outdoor lifestyle. Surrounded by rolling fields and mature trees, the property provides a peaceful setting with endless agricultural possibilities, whether you envision a hobby farm, gardens, or simply enjoying wide-open space of your own. The home features a classic raised ranch layout with a smart, flexible design. The main level offers comfortable everyday living, while the fully finished walkout lower level expands your options with its own private entrance, separate kitchen, and abundant natural light—ideal for a guest suite, extended family, or creative live/work setup. A detached two-car garage adds convenience and additional storage for vehicles, equipment, or recreational gear. Location is where this property truly shines. Just minutes from the Delaware River, you’ll have easy access to some of the region’s best fly fishing, kayaking, tubing, and hiking. Enjoy the charm of nearby Catskills towns like Narrowsburg, Callicoon, and Livingston Manor, known for their vibrant restaurants, shops, and local culture—all while being within a manageable drive from NYC, making this an ideal weekend escape or full-time residence. Whether you’re looking for a private getaway, a homestead opportunity, or a home with flexible living space, Shortcut Road Hideaway delivers the Catskills lifestyle at its best! Don't miss this wonderful opportunity! Book your tour today!

208 Shortcut Road, Cochecton

$485,000
5 Beds 5 Baths 1033578 MLS
Builder's Home ! Very Large 5 Bedroom, 4.5 Bath Contemporary home, 2 car garage with extra lot totaling over 2+ acres privately set off the road. The custom build home with a kitchen, dining room, living room. This unique home has many large windows, a first floor master bedroom with ensuite bath, and a sunken Library/Family Room with a wood-burning fireplace. There is a second master bedroom with ensuite bathroom that has a second fireplace. The downstairs area is finished for entertainment with a brand new second kitchen. This home has a unique Electric Energy Storage Heating system that allows you to buy electric when rates are the lowest and with thermostats in every room. There are two central air conditioning systems. Located in the Storybook Charming Hamlet of Smallwood in Bethel, NY where the 1969 Woodstock Festival took place and now is home to Bethel Woods. Smallwood is a lake community with amenities that flexible to the ones lifestyle. The extra vacant lot next to this home is included. Make this your home!

106 Pine Grove Road Tr 127, Smallwood

$749,000
4 Beds 4 Baths 1048684 MLS
This sprawling ranch sits on a spacious corner lot of just over 1.5 acres, surrounded by mature trees and professional landscaping that gives the property a peaceful, tucked-away feel. With 4 bedrooms, 3 full baths, and more than 2,700 sq ft all on one level, the home offers plenty of room to settle in and enjoy comfortable everyday living. Inside, the recently updated kitchen brings a fresh, modern touch to the heart of the home. The partially finished basement gives you extra room for additional living space, workouts, hobbies, or casual hangouts. A wood stove adds cozy warmth, and solar panels (2022) help keep energy costs down. Out back, the property truly shines. The heated pool features a heat pump, auto vac system, and a half bath and bar right by the pool, perfect for easy summer entertaining. The yard includes a premium swing set, a trampoline, and wide-open lawn space for play, gatherings, or simply relaxing outdoors. With a private well and septic, an attached 714 sq ft garage, and both covered and open porch areas, the home blends comfort, convenience, and great outdoor living. The neighborhood is quiet, friendly, and easy to walk, with nearby community spots and everyday essentials close enough to reach without getting in the car. A warm, updated ranch on a beautiful corner lot with a standout pool setup and an incredible yard is ideal for full-time living, a summer home, or a weekend escape. This home is in the perfect location and will not last long. Make your appointment today. Additional photos will be added shortly.

3 Jacob Drive, Monticello

$389,000
4 Beds 2 Baths 1048606 MLS
Welcome to this beautiful upgraded vacation-style home offering the perfect combination of comfort, space, and convenience. Featuring an open floor plan, high cathedral ceiling, beautiful hardwood floors throughout, and attractive tile finishes in the kitchen and bathrooms, this home is move-in ready and filled with charm. Enter through the bright and spacious sunroom/dining area, a welcoming space filled with natural light and perfect for everyday living. The eat-in kitchen offers ample cabinet and counter space and flows seamlessly into the large living room, creating an ideal setting for gatherings and daily enjoyment. The spacious primary suite features a walk-in closet and private new full bathroom, while three additional generously sized bedrooms and a full bathroom provide plenty of room for family, guests, or a home office. Additional highlights include upgraded lighting, split-unit air conditioning including heating and cooling in the dining area, kitchen/living space and master bedroom, central heating, beautiful wood flooring throughout most of the home, and a full basement with laundry hookups offering excellent storage space and potential for future use. Step outside and enjoy the beautifully brand new oversized deck, perfect for relaxing and overlooking the mostly corner property with an expansive open lawn. The property offers plenty of outdoor space for recreation, gardening, or simply enjoying the peaceful surroundings. Ideally located near Silver Lake, the scenic Rail Trail, Krieger Park, this home offers easy access to outdoor recreation and natural beauty. The nearby Rail Trail features miles of scenic pathways perfect for walking, jogging, biking, and enjoying the peaceful surroundings, making it a wonderful extension of your outdoor lifestyle. Also near shopping, dining, and everyday conveniences, this home combines a desirable setting with easy access to local amenities. Whether you are looking for a year-round residence, weekend retreat, or vacation home, this property offers exceptional value and a wonderful place to call home. With low taxes, off-street parking, updated features, and a location close to recreation, shopping, and dining, this is a wonderful opportunity to own a home that combines value, convenience, and charm. Don't miss it!

14 Cannon Boulevard, Mountain Dale

$195,000
2 Beds 1 Baths 1046536 MLS
Rustic Country Chalet! Tucked away on a private road, this charming three-season Chalet offers an inviting open floor plan with a comfortable living room, dining area, and a cozy kitchen. High wood-beamed ceilings add warmth and character throughout the main living space. This home features two bedrooms, a full bathroom with a tub, and mini-split units for added comfort. Enjoy outdoor living on the partially covered rear deck, complete with a hot tub—perfect for relaxing or entertaining. The small backyard includes a fire pit and plenty of room for gatherings. Conveniently located just two miles from the charming town of Narrowsburg and the majestic Delaware River, this rustic retreat offers the perfect blend of charm, comfort, and country living. Successful Short Term Rental.

586 Lake Shore Lane, Narrowsburg

$485,000
3 Beds 2 Baths 1048306 MLS
Steps from Callicoon’s charming Main Street and the Delaware River, this beautifully preserved 1900 Craftsman pairs the soul of another era with a decidedly modern point of view. Designed and built by Kohler Lumber, the local mill responsible for some of the area’s most distinctive early homes, it remains a remarkable showcase of period craftsmanship. Original Victorian 'stick and ball' millwork, carved details, paneled walls, and beautifully restored wood floors give the house a richness and sense of place that simply cannot be recreated. Thoughtfully updated while respecting its architectural history, the interiors feel warm, quiet, and refined. Original floors restored with tung oil and a subtle white-pigment finish bring a fresh, contemporary softness to the home’s extraordinary woodwork. The walls and first-floor ceilings were meticulously restored using traditional lime plaster over the home’s original wood lath. The bright, streamlined kitchen is simple and efficient, with room for a future owner to expand if desired. An adjacent powder room with laundry adds practicality, while the dining room’s carved wood details create an intimate transition to the open living and sitting rooms. The front parlor retains a particularly charming piece of the home’s history: once used as an insurance office and separated from the residence by a velvet curtain, its original iron curtain rod remains. A carved wood staircase leads to generously proportioned bedrooms, an updated bath, and a dedicated bathing and soaking suite - an unexpected and indulgent retreat. Above, the wood-paneled attic offers an atmospheric, flexible space for movie nights, a studio, home office, library, or future expansion. Behind all that history is a house thoughtfully brought into the present. Updated mechanicals, cellulose insulation installed in 2022, and a low-energy cooling system that draws naturally cool air from the stone-walled, below-grade cellar. The original 1912 cedar siding was fully stripped and restored in 2012 and repainted in 2024. Municipal water and sewer add another layer of ease. Outside, the property becomes a private little world of its own. Mature perennials, native plantings, moss-covered stone walls, and an outdoor fireplace create an enchanting backdrop for long summer dinners, cocktails by the fire, or slow mornings with coffee. Just off the kitchen, the garden makes entertaining effortless. Out front, a secluded rocking-chair porch wrapped in greenery makes it easy to forget that the heart of town is just steps away. Stroll down the hill to the Delaware River for swimming, fishing, and rafting, into town for dinner and drinks, or to the Callicoon Farmers’ Market on Sunday mornings. The new 40-acre Callicoon Riverside Park is also just a few minutes away on foot, while Grover M. Hermann Hospital is approximately two minutes away by car. Historic without feeling frozen in time and polished without losing its soul, the Callicoon Craftsman is a rare opportunity to own a beautifully preserved piece of local history in one of the Delaware River Valley’s most beloved hamlets.

22 Mill Street, Callicoon

$325,000
2 Beds 2 Baths 1038612 MLS
Welcome to 20 Sunset Circle, a lovingly maintained home offering a truly special setting on 1.31 acres with Shawangunk Kill river frontage in the Pine Bush School District. Offered for sale for the first time in decades, this 2-bedroom, 2-bath home combines vintage character, beautiful grounds, and an impressive collection of amenities, all tucked away along a private loop road. The home features a spacious, single-level layout with ductless heating and air conditioning, a Harmon pellet stove insert, whole-house Generac generator, and several recent appliance updates, including a stunning Cafe range with air-fry and convection capabilities, and new refrigerator. The generously sized primary bath features a double vanity, and its own walk-in closet. Outside is where this property truly shines. Mature landscaping and established gardens create a peaceful, park-like atmosphere, with multiple stone patios and a detached raised deck providing plenty of places to relax, entertain, and enjoy the natural surroundings. The property extends through the tree line to the Shawangunk Kill, offering direct river frontage and a beautiful natural backdrop. For anyone needing extra space for hobbies, projects, storage, or entertaining, the property delivers. A detached 20' x 20' heated garage with electric is complemented by two additional outbuildings, including a unique outdoor pantry equipped with cabinetry, a plumbed sink, and refrigerator. Full of character and lovingly maintained for generations, 20 Sunset Circle offers a unique combination of waterfront acreage, beautiful outdoor spaces, and exceptional versatility, all in a peaceful, private setting.

20 Sunset Circle, Bloomingburg

$449,000
4 Beds 3 Baths 1047752 MLS
Stunning Colonial 4 Bedroom Farmhouse Retreat in the Heart of the Catskills ,on over 1 acre of private landscape, this house offers a serene escape for seeking comfort and lifestyle. Key Features: Open floor plan with vaulted ceilings, with two fireplaces (gas and wood), skylights in the living and kitchen area. 3 full bathrooms, jacuzzi tub, cathedral master ceiling, spacious dining area adjacent to the kitchen, ideal for relaxing dinners by the wood stove while enjoying outside views of the wooded relaxed surroundings. Two decks, including one off the dining area and master bedroom, Prime Location: Conveniently located just 2 hours from George Washington Bridge, Centrally situated in the Sullivan Catskills region, with proximity to the Delaware River for fishing and rafting adventures. Close to charming towns offering diverse shopping and dining experiences, as well as cultural attractions such as the Bethel Woods Performing Arts Center.

66 Highland Lake Road, Eldred

$249,900
4 Beds 1 Baths 1047180 MLS
Charming and well maintained 4 bedroom, 1 bath ranch style home set on almost 3 acres! This inviting home features a bright eat-in kitchen, a comfortable living room, and a cozy reading nook with a window seat-the perfect spot to relax with your favorite book or cup of coffee. The property also includes an office/workshop, offering endless possibilities for working from home, hobbies, or creative projects. Step outside and enjoy a yard that fees like your very own private park! The beautifully maintained grounds are ideal for relaxing or entertaining and feature abundant perennial landscaping, a fruit and vegetable garden, and four storage sheds. Conveniently located just minutes from Bethel Woods Center for the Arts, dining, shopping, casinos, and indoor waterparks, this property offers the perfect combination of peaceful country living with nearby entertainment and amenities. Don't miss the opportunity to make this charming property your own!

42 Gabriel Road, Cochecton

board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.