Discover a rare Catskills retreat in Round Top, NY, offering 6.3 peaceful acres with open land, wooded edges, and sweeping mountain views. Ideal as a weekend escape or full-time residence, this property includes two beautiful homes, modern amenities, and nearby access to trails, waterfalls, and local dining. It blends total privacy with a prime location close to Hudson, Woodstock, ski resorts, and year-round recreation. The main home is a striking 6,748 sq ft postmodern chalet (including the finished basement) filled with natural light and designed for comfort, creativity, and entertaining. Its dramatic centerpiece is a 2,500 sq ft great room with soaring ceilings and exceptional acoustics—a space once used by opera performers and perfect for gatherings, celebrations, music, or quiet relaxation. With six bedrooms, seven bathrooms, central A/C, and an attached two-car garage, the home delivers spacious living with modern convenience. Zoning for residential and entertainment use offers added flexibility for hosting events or retreats. The residence is equipped with a whole-house generator, security system, and direct-to-station fire alarm, providing peace of mind. The finished basement adds more than 2,000 sq ft of flexible living space, including a sauna, bathrooms, a laundry room, a large flex room suitable for a gym, studio, or recreation area, plus generous storage and a separate entrance that expands layout options even further. Outdoor living is a defining feature. An deck and patio with hot tub beside them, showcases beautiful mountain views, creating a resort-like experience year-round. Below, a stone patio and fire pit offer additional space for relaxing and entertaining. Thoughtful landscaping enhances curb appeal while maintaining a low-maintenance, natural look. A second home, a charming Cape-style guest house, adds significant versatility. With three bedrooms, two bathrooms, and an open kitchen-living layout, it's ideal for multi-generational living, rental potential, private guest accommodations, or a dedicated creative retreat. The dual-home setup makes the property especially attractive for buyers seeking space, privacy, and flexibility. The location elevates the entire lifestyle. A bike trail directly behind the property leads to waterfalls, swimming holes, and wooded stretches perfect for hiking and biking. Round Top restaurants are close enough to walk to, offering convenience with small-town charm. Golfers will appreciate being only minutes from Blackhead Mountain's scenic course, while skiers can reach Hunter and Windham Resorts in about thirty minutes. Nearby towns like Hudson, Ashland, and Woodstock add arts, dining, and culture to your orbit, making this a true four-season destination. Whether you're seeking a private mountain retreat, a luxurious weekend getaway, or a spacious home with room for guests and gatherings, this property stands out as a rare Catskills offering. With two homes, stunning mountain views, extensive indoor-outdoor living spaces, and a prime location near top attractions, this estate delivers a lifestyle of relaxation, beauty, and possibility. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Discover a modern Catskill retreat that perfectly balances luxury, comfort, and natural beauty, in the highly desirable scenic hamlet of Round Top, on a quiet, dead-end road with hiking trails. A completely updated 3-bedroom, 2-bath residence offers 2,150 square feet of refined living space on 2.59 acres and is being sold together with three adjoining parcels, for a total of 15.40 acres. A rarely available private mountain sanctuary - just two hours from NYC. Minutes from Hudson's celebrated restaurants, boutiques, and galleries, and within easy reach of Windham and Hunter ski resorts, this property is ideal for those seeking a turnkey full-time residence or sophisticated weekend escape. The home's expansive great room, where soaring cathedral ceilings, wide-plank maple floors, and walls of glass flood the space with natural light. The room's open design connects with the chef's kitchen, forming the heart of the home. Large windows frame the surrounding trees and mountains, bringing the outdoors in with majestic views of Little Round Top Mountain. The atmosphere is both sophisticated and relaxed - ideal for quiet mornings or lively gatherings with friends in front of a generously-sized wood stove. The kitchen is a true centerpiece, featuring a new Fischer & Paykel French-door refrigerator, new Bosch top-of-the-line dishwasher, Capital 6-burner professional stove with oversized vented hood, Kohler pot-filler, and dual-zone wine chiller. A marble-topped island and butcher-block countertops make the space as functional as it is elegant. The main floor includes a guest or primary bedroom, a full bath, and a comfortable office space or second guest bedroom - perfect for working remotely or hosting friends. Upstairs, the primary suite sits across from a luxurious spa-style bathroom, complete with heated tile floors, steam shower, soaking tub, and LED-lit mirrors. From this level, step into the screened-in porch that feels like a treehouse - a serene space for morning coffee or evening cocktails while overlooking the forest canopy. The finished basement continues the sense of warmth and design with a wall of custom wood built-in bookshelves, laundry/utility room, and walk-out access to the two-car garage wired for an electric vehicle charger. Every level of this home blends functionality with timeless mountain style. Outdoor living is equally captivating, with a two-level deck overlooking the mountains, a large hot tub for starlit evenings, and a charming potting shed featuring antique stained-glass windows. With thoughtfully designed landscape lighting, the property feels like a retreat within a retreat, and includes beautiful stone walls and a stream with waterfalls. The home includes a whole house generator, central A/C and both electric and forced air heating. Land Package Summary: The house and its three adjoining parcels - together totaling 15.40 acres are being sold as one complete package surrounded by conservancies with no future development. Please see attached Video https://iframe.videodelivery.net/87fdc441bfe999ff0595c9ce87512ef2 The garage is wired for an electric car charger. The charger installed does not convey.
Accepted offer 12/12/25. Privately set on 10 scenic acres in the heart of Round Top, New York, this exceptional 3,000 sq ft residence offers the perfect balance of modern luxury and peaceful country living. A winding drive leads to a light-filled home designed for both comfort and entertaining, featuring a spacious open floor plan, soaring vaulted ceilings, and walls of windows that showcase the surrounding landscape and seasonal mountain views, sunrise to sunset. At the heart of the home is a chef’s kitchen that will delight cooks and onlookers as well. Highlights include quartzite countertops, an 8-burner Wolf Range with pot filler, Sub-Zero Refrigerator, Miele Dishwasher, and a wet bar with Sub-Zero Wine Cooler and beverage fridge—an elegant space to gather. The thoughtfully designed layout offers a private primary suite on one wing of the home, complete with a luxurious ensuite bath featuring a soaking tub, separate shower, and generous closet space. And a separate entrance/exit for early morning jaunts in the woods. There is also mud room filled with custom built in storage lockers for all your visitors. On the opposite wing, two additional bedrooms each enjoy their own ensuite baths, providing a perfect balance of comfort and privacy. Outdoor living is equally inviting. A charming front porch welcomes you home, while a spacious back deck provides an ideal setting for dining, entertaining, or simply soaking in the natural beauty that surrounds you. A path leads to the fire pit area, a perfect spot for evenings under the stars, and meandering walking trails extend into the woods, creating your own private retreat in nature. Adding to the appeal is a detached garage with a private apartment above—ideal for hosting or an income opportunity. An additional barn offers exceptional versatility, featuring front and back garage doors for easy drive-through access—perfect for vehicle storage, a workshop, or studio space. This rare offering combines refined interiors, exceptional amenities, and a serene setting just minutes from all the beauty and recreation the Catskills have to offer. A true retreat that balances comfort, elegance, and connection to the land.
32 Mountain Camp Road, Round Top, NY Catskill Mountain Retreat on 9 Private Acres Set on 9 private acres in desirable Round Top, this 2,546 sq. ft. is the perfect place to get away or entertain. The dramatic great room features 18-foot ceilings, wide plank hardwood floors, and a stunning triple-sided fireplace that connects the foyer, great room, and kitchen. A 5-foot stone hearth with a built-in bread oven adds a touch of craftsmanship and warmth. The spacious open kitchen with island is perfect for entertaining, complemented by a convenient first-floor bedroom and two large upstairs bedrooms with a loft overlooking the great room. Additional highlights include a greenhouse room, beautifully landscaped gardens, a bluestone patio, and monolithic front stairs. With frontage on both Mountain Camp Road and Bald Hills Road, a 1,500 sq. ft. walk-out basement ready to finish, and peaceful views of the surrounding Catskill landscape, this property offers space, privacy, and timeless appeal.
Welcome to 29 Stone Mountain Road in Round Top. A beautifully updated 3-Bedroom 2.5 Bath Colonial on just over 1 acre set on a peaceful cul-de-sac. With over 2,100 sq. ft. of living space, this home features an inviting updated kitchen, refreshed bathrooms, and a finished basement for added flexibility. The breezeway enhances the flow of the home and keeps you out of the elements while carrying in your groceries and could double as a mancave, library, studio etc. Plus, there's an unheated bonus room over the garage provides endless possibilities—home office, studio, media room... Enjoy the outdoors from your spacious deck overlooking the backyard, perfect for morning coffee, starlit dinners, or simply soaking in the peace and quiet. Here in Round Top, you’re surrounded by the best of the Hudson Valley and Catskills—hiking trails, waterfalls, and ski slopes at Hunter and Windham are all nearby. And with New York City only two hours away, you can escape to fresh mountain air without giving up easy access to the city. 29 Stone Mountain Road isn’t just a house—it’s a lifestyle. Updated, move-in ready, and perfectly situated for four-season enjoyment in the Catskills.
Updated Duplex for Sale in Round Top, NY – Ideal for Investment, Airbnb, or House Hacking Welcome to 24 Alpine Drive, tucked away on a quiet cul-de-sac in the desirable Catskills community of Round Top, NY. This beautifully updated duplex offers two spacious 2-bedroom, 1-bathroom units, each with modern finishes and plenty of natural light. Perfect for investors, short-term rental hosts, or buyers looking to live in one unit and rent the other, this property offers excellent income potential in a high-demand vacation destination. Enjoy peaceful mornings on the covered porch, a convenient garage, and easy access to all that the Catskills have to offer—minutes from hiking trails, ski resorts, breweries, farm stands, and seasonal festivals. Whether you’re seeking a full-time residence, a weekend getaway, or a profitable rental property, 24 Alpine Drive is a turn-key opportunity in one of Greene County’s most charming hamlets.
Your very own cabin in the woods! Welcome to lovely Round Top, NY, in the heart of the Catskills. 1 acre lot, located creek-side on a quiet country road, this quaint cabin offers 2 bedrooms, 1 bathroom, a comfortable living room and kitchen, and petite dining area. Lovingly maintained, and featuring brand new updates which include new wood-look flooring, new stove and refrigerator, new roof. This home truly has it all, with enough sunny space outside to maintain your garden and plenty of shade to cool off by the water on hot summer days! Small deck in the back of the home directed at the creek, plenty of parking and a large workshop/ shed for all your projects. Approximately: 10 miles to Windham Mountain skiing, 10 miles to Zoom Flume Waterpark, 10 miles to Catskill, 15 miles to Hunter Mountain, and an easy commute to Kingston NY!
A Beautifully Improved 4 bedroom, 3 bath home on 2 acres in the charming hamlet of Round Top! The home features a primary bedroom & bath suite, an open floor plan, a kitchen with a breakfast bar, a dining room with a fireplace, a living room with a wood stove, a laundry room, a back covered porch & deck, a front covered porch, and a shed. There's ample yard space for play and recreation and a circular driveway. The home has great proximity to the area's destinations and attractions as it's 20 minutes to Zoom Flume Water Park, 25 minutes to Windham Ski Mountain, 35 minutes to Hunter Ski Mountain, 20 minutes to Green Lake, 25 minutes to Dutchman's Landing Park & the Hudson River, 30 minutes to the Village of Saugerties, 20 minutes to the Village of Catskill, 30 minutes to North-South Lake, & 35 minutes to Colgate Lake. It's a nice home in a beautiful setting! View our 3D virtual tours, floor plans, & multi-media website of the home & property.
The relaxed lifestyle you’ve been dreaming of is now within closer reach - At the end of a quiet cul-de-sac, where wind whispers through trees and the Shingle Kill Creek babbles nearby, 48 Deer Park offers more than privacy, it offers presence. This nearly six-acre retreat invites you to live in rhythm with the land. From the circular drive to the grand stone chimney, warmth and welcome greet you at every turn. Inside, a blend of hardwood, tile, and carpet creates a tactile experience with each space inviting you to slow down and savor. The kitchen is a hub for connection, where stories simmer alongside your favorite meal. And when the day winds down, the 4 season sun room beckons with its glass-wrapped wall of windows for reflection and watching the seasons unfold. The first-floor primary suite offers a private, peaceful escape. Upstairs, two bedrooms and a full bath welcome guests. A laundry room, half bath, and oversized two-car garage keep daily life organized and effortless. Outside, winding trails lead through quiet woods and along the creek (located on the other side of the road), inviting solitude or shared adventure. Whether casting for trout, walking at sunrise, or breathing in mountain air, the land becomes part of your lifestyle. The heated two-story barn with water, electric, and space for five vehicles opens doors to possibility: workshop, studio, or guest quarters (pending town approval). Though immersed in nature, the home is wired for modern living with underground electric, generator, on-demand hot water, and high-speed internet. Beyond the property, Greene County offers a vibrant tapestry of experiences - from golf courses, skiing, and hiking, to farmers markets, shopping, and festivals throughout the year - Nearby towns and villages pulse with creativity, warmth, and community. Just 2.5 hours from NYC and under 20 minutes to Windham and Hunter Mountains, 48 Deer Park is the perfect blend of retreat and accessibility. Whether full-time or weekend escape, this is a place to live with intention - surrounded by beauty, possibility, and the quiet joy of Upstate living.
Located in the beautiful area of Round Top on 1.92 acres along the Kiskatom Brook this Chalet has perfect bones but needs some cosmetic TLC. At 1610 square feet with 3 bed rooms and 2 full baths this is a perfect family home or weekend get-away. Walk in from the carport to the ground level with 2 bed rooms and a full bath plus an area to make a den/TV room. Upstairs is a spacious livingiroom (with access to the deck) open to the kitchen, laundry area and bed room with a full bath. The property is bucolic and meanders down to the creek in back. There is also a newer shed with ramp and an older shed in the rear.
Nestled in a serene, wooded setting in the heart of the Catskills, 251 Hearts Content Road is a turn-key, mint-condition modern cabin, melding high-end materials and finishes with the serenity of the surrounding forest. With 1,520 square feet of thoughtfully designed living space, three bedrooms and two full bathrooms, there is plenty of room to relax and enjoy the peace and tranquility of nature inside this impeccably constructed home, tucked away amongst tall pines. Featuring white oak floors, high ceilings and abundant forest views in the wooded backyard, the house boasts clean lines and spacious proportions... a perfectly zen setting for your country escape. At the heart of the home is the open concept kitchen, which flows effortlessly onto the dining and living areas. Equipped with premium finishes, included a paneled Bertazzoni refrigerator and an induction cooktop, there is also ample cabinet storage for all your kitchen essentials. The living and dining areas, oriented toward the tranquil backyard, enjoy panoramic views of this home's secluded setting, thanks to oversized casement windows and sliding glass doors onto the full-length back deck. With the primary suite on the eastern end of the house and the second and third bedrooms toward the west, a split layout ensures privacy even with a full house. The primary bedroom -- with oversized closets, a sliding glass door that walks out onto the back deck, and a spa-like ensuite bathroom -- is the perfect place to rest and nest. Proceeding towards the second and third bedrooms, there is a shared hall bath with an integrated shower, and both bedrooms benefit from ample closets. At the very end of the hall, the final bedroom also enjoys a walkout to the deck, blending seamlessly with the backyard. The builder of this home spared no expense on the quality of the materials used in construction. Closed-cell foam insulation, premium windows and high-efficiency mechanicals translate to super-low carrying costs, year round. An EV charger adds convenience, and the metal exterior requires essentially zero maintenance, while adding an ultra-modern aesthetic to this chic Upstate cabin. The rear deck, constructed of premium pine and stretching the entire length of the house, is absolutely stunning. Located in the Northern Catskills, there is no shortage of attractions in the area. Hunter and Windham Mountains are both less than 30 minutes away, as are Catskill favorites like Leftbank Ciders and the Avalon Lounge.
A Beautiful Contemporary Home with 3 to 5 Bedrooms & 3 Baths on 15 Acres with a Tranquil Stream that could be a Mother/Daughter in the Charming Hamlet of Round Top! There's a captivating old red barn for animals, equipment, vehicles, recreation, entertainment, an artist's studio, a workshop, a creative space, or a home business asset. There's a 2 story bungalow that needs work and repairs with additional bedrooms and bathrooms, a 50 x 30 in-ground pool, 2 sheds, & a garage. The 1st floor of the main home features a living room with a fireplace, a kitchen, 3 to 4 bedrooms, a full bath, a 2nd floor loft for an office or a study, & a laundry room. The other side of the main home on the 1st floor has a separate entrance and features a large open living room with a fireplace, a dining area, a room, and a bathroom. The property is a picturesque escape, retreat, or an adventure land with trees, landscapes, and a stream known as the Trout Brook. The property has great proximity to the area's destinations and attractions as it's 20 minutes to Windham Ski Mountain, 30 minutes to Hunter Ski Mountain, 20 minutes to Zoom Flume Water Park, 15 minutes to Green Lake, 15 minutes to the Catskill Golf Resort, 20 minutes to Dutchman's Landing Park & the Hudson River, & 25 minutes to the Village of Saugerties. View our 3D virtual tours of the home and property, our 3D virtual sky tours, floor plans, and our multi-media website.



Round Top is located in New York. Round Top, New York 12473has a population of 657. Round Top 12473 is less family-centric than the surrounding county with 19% of the households containing married families with children. The county average for households married with children is 26.95%.
The median household income in Round Top, New York 12473 is $87,391. 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 Round Top 12473 is 60 years.
The average high temperature in July is 80.3 degrees, with an average low temperature in January of 12.3 degrees. The average rainfall is approximately 46 inches per year, with 47.6 inches of snow per year.