Courtesy: Coldwell Banker Village Green
518-625-3360
Tucked off of Winter Clove Road and nestled in a forest of hardwoods and evergreens, Whispering Woods sits perfectly perched above the winding trails leading to Kiskatom Brook. From the moment you arrive, the land greets you with that clean, woodsy scent you usually only enjoy on an early-autumn morning - yet here, it lingers all year long. There is a stillness to this property, the kind that opens the heart, clears the mind, and reminds you what it feels like to truly breathe. The property spans two parcels with frontage on the brook, where water slips over stones and a nearby waterfall sends its gentle hush through the trees. Follow the path toward the water and you'll find a gazebo tucked along the brook's edge, a quiet refuge where mornings feel sacred and evenings stretch softly into night. Birds call from the branches; woodland animals move through the underbrush, and the rustling leaves create a natural soundtrack that settles you into a slower, more intentional rhythm. Inside, Whispering Woods offers an inviting flow with two bedrooms, two baths, an office/sunroom, and an additional room perfect for a guest space, exercise or music room; plus a one-car garage. The red cedar siding blends seamlessly with the surrounding woods, giving the home a timeless Catskills presence. In the living room where the wood stove becomes its own kind of gathering place. Imagine curling up beside it with your favorite book, letting the warmth wrap around you as the fire crackles. Or sharing stories with guests on a cold evening, the glow of the stove casting that soft, amber light that makes every moment feel a little more meaningful. Life at Whispering Woods doesn't rush; it invites. Wander outside and the lifestyle unfolds effortlessly. A soaking hot tub that accommodates up to four overlooking the woods, nature trails winding through your own acreage, fishing in your backyard, mushroom foraging after a rain. This is the kind of place where mornings stretch longer, evenings feel softer, and the simple act of being becomes the norm. Round Top itself is a place of beauty, heritage, and deep-rooted stillness. Known as the Alps of the Catskills, a region shaped by mountain views, fresh air, and a long tradition of hospitality. The land here has always been a refuge. Early settlers built mills and homesteads along Winter Clove in the late 1700s, and by the mid-1800s the area blossomed into one of the Catskills' earliest resort destinations. That legacy lives on today. Within minutes of Whispering Woods, you'll find beloved local landmarks: Glens Falls House with its craft cocktails and live music; Living Stone, offering elevated dining and warm hospitality; Mountain Brauhaus and Riedlbauer's Resort, celebrating the region's rich tradition with food, music, and year-round festivities; and Sunny Hill Resort & Golf Course, perfect for lakeside lounging, golfing, and seasonal events. Just down the road, Cairo's Main Street offers breweries, cafés, and small-town charm, while East Durham brings vibrant festivals and cultural celebrations that make the area feel alive in every season. And when adventure calls, Windham is only 10-15 minutes away, offering skiing, dining, live music, and four-seasons worth of recreation. Whispering Woods isn't simply a residence. It's your retreat shaped by nature. A place where the land itself invites you to slow down, breathe deeper, and live more fully. It's the kind of home that stays with you long after you leave, quietly reminding you of the life that's been waiting for you.
Courtesy: KW Hudson Valley North
845-481-2700
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.
Courtesy: Keller Williams Realty HV Nort
845-481-2700
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.
Welcome to your private oasis in beautiful upstate New York. This 4 bedroom home is perfectly situated on 4.87 acres and features multiple spring fed ponds stocked with bass, 70+ fruit trees of apples, pears, peaches, plums in a protected orchard, towering pine trees and hardwoods surrounding the property, with stone walls interspersed. You can easily get lost in the tranquility of these surroundings. This home welcomes all into the great room with cathedral ceiling, a large brick fireplace, wide plank cedar flooring and open staircase to the loft. Between the great room and kitchen is a Bar/Den the perfect space to gather with family and friends. The kitchen and dining room are combined into another great room and are the heart of this home. 2 Pellet stoves warm up the living room and kitchen. Enjoy the close proximity to the Catskill Mountains, Hudson River, and quaint surrounding towns. This home with brand new roof is built to be lived in, shared with family and friends, and be your peaceful retreat.
Courtesy: Coldwell Banker Village Green
518-625-3360
Come experience Storks Nest, a quiet, dead-end road leading to State Land and the trailhead of the Dutcher Notch Hiking Trail. This 15.4 acres of mature forest (consisting of 4 separate parcels) has a beautiful trout stream with waterfalls, gorgeous mountain views, and borders 100 acres of land conservancy. This home is a matchless retreat featuring three bedrooms and two full baths. The primary bath has a spa-style soaking tub and steam shower with heated floors. The mirrors are lighted with LEDs and are able to defog. A custom, one-of-a-kind chandelier over the tub was designed for Bergdorf Goodman! An open concept living area is made for entertaining and large windows frame a view of Little Round Top Mountain. The chef's kitchen includes a counter-deep Fisher & Paykel French door refrigerator, two-zone wine chiller, Kohler pot filler over the professional six- burner Capital stove with oversized hood, and a top shelf Bosch dishwasher. A woodstove in the living room keeps the whole house toasty and is a joy to sit beside when it's snowing. Central air keeps the whole house cool in summer. Walk through French doors from the great room to multi-level decks which have been thoughtfully designed with a hot tub on the lower level, hidden from living room window views. Upstairs, near the primary bedroom, is a screened in porch that feels like a treehouse. An antique copper lighting fixture illuminates the evenings. Below the porch is a potting shed lit by an old lantern from an old Hudson River boat, and featuring antique stained glass windows. This home has Anderson Windows and Pella doors, a 600' deep well, brand new roof and a heated two car garage wired for an electric car charger. And, a whole house generator provides peace of mind. Main Street Cairo is just 10 minutes away with its large, modern, grocery store, two fabulous bakeries, espresso at The Red Star Cafe and beer on tap at Old Factory Brewing Company. You'll be less than 30 Minutes to the Amtrack station in Hudson, 20 to Main Street Catskill, 25 minutes to Ski in Windham, and 30 to Hunter Mountain. Come to where you can really see the stars, enjoy the sun rising over the mountains and be surrounded by mountain beauty and peace with every modern comfort. Don't miss the opportunity to own this one-of-a- kind property in the highly desirable hamlet of Round Top! A 3D Walkthrough Tour is available in the digital Lookbook or by request.
Courtesy: Century 21 Alliance Rlty Group
845-297-4700
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!
Courtesy: Anatole House LLC
845-943-4177
Originally built and intended as an artist residency, this home was conceived as a private creative retreat and immersive spa experience. Set within 2.2 acres of forested privacy, framed by mountain views, and accompanied by the sound of a creek below, Ridgeview offers a rare sense of seclusion paired with a refined, design-forward approach to living in nature. The house is positioned to capture sunrise and daylight throughout the day, with glass walls, cathedral ceilings, and skylights filling the interiors with natural light. Sleek, seamless lines define the architecture, while custom wide-plank white oak floors and bespoke millwork bring warmth and intention to every space. Indoor and outdoor living flow naturally together, reinforcing the home's original purpose as a place for focus, restoration, and creative work. The kitchen is both functional and considered, featuring a built-in Wolf gas range and oven, a statement island, and custom cabinetry, complemented by a new Bosch dishwasher and premium appliances, including a stackable Samsung washer and dryer and an instant water heater. Configured as a two-bedroom home plus a versatile loft, the layout allows for a third bedroom or flexible workspace. Bathrooms, including the skylit primary suite, are finished with Antonio Lupi fixtures, offering a restrained, spa-like sensibility. A RAIS wood-burning stove, plaster walls, metal roof, and whole-home water filtration system further support comfort throughout the seasons. Outdoors, Ridgeview reads as an artist spa escape. Forest bathing paths, a wood-fired hot tub, outdoor sauna, and outdoor shower create a restorative environment for year-round enjoyment. The outdoor kitchen is anchored by a Parilla grill designed for live-fire cooking, well suited for slow grilling, open-flame meals, and gathering around food. Adjacent prep and dining areas allow for seamless outdoor entertaining, while a built-in fire pit offers a natural place to linger under the stars. The wraparound deck provides uninterrupted views and the steady presence of the creek below. In keeping with the home's artist residency origins, local artist Colin Moore Bradley will present 17 sculptural works on display during the listing period. The open house will double as an art opening, offering an opportunity to experience the home alongside a curated collection of contemporary work. Join us Sunday, February 15th, for this special event. Located 30 minutes from Woodstock, Hudson, and Hunter, with easy access to Saugerties, Catskill, Athens, and Kingston, and under two hours from the George Washington Bridge, Ridgeview offers a private, luxurious experience of nature with strong ties to the cultural life of the Hudson Valley.
Courtesy: Coldwell Banker Village GreenW
518-734-4200
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.
Courtesy: RVW Select Properties
518-943-5303
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.
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.
An Outstanding Contemporary Home with 5 Bedrooms & 3 Baths on 15 Acres with a Beautiful Stream that can be used as 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, 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 kitchen, and a dining area, a bedroom, 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.
 |
| © 2026 Greater Capital Association of REALTORS (CRMLSNY). All rights reserved. The data relating to real estate for sale on this website have been downloaded from CRMLS. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. Information herein is deemed reliable but not guaranteed, representations are approximate, individual verification's recommended. Per New York legal requirement, click here for the Standard Operating Procedures. |
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.
