This large classic farm house complete with wide front porch is located in the quiet hamlet of Round Top NY, which is part of Cairo, a town where property prices are rising oppose to many nearby towns. Set on a 1.5 acres it offer a large yard all around the house with the back yard connecting with a vast wooded area. The house is zoned for 2 family, last occupied as a single family, and could also be a 3 family with town permission. The house is ready to be finished to your taste. The roof is 3 years old and there are three separate utility meters. There is a major upside waiting to be realized in this 3000 square foot plus home. ( Please note - also listed as a 2 family under MLS # 20266612)
Two buildings. One property. So many possibilities in the heart of Round Top. Set on just under an acre, 695 & 698 South Road offers a beautifully renovated main home along with a separate cottage, creating the kind of flexibility that is increasingly hard to find. The main house blends the character of an older Catskills home with thoughtful updates that make everyday living comfortable. Inside you'll find warm, inviting living spaces, three bedrooms, two full baths and a layout that feels comfortable rather than fussy. Updates include new walls, windows, roofing, flooring and an updated bathroom, while ductless mini-splits add year-round comfort. The kitchen, dining and living spaces flow easily for everyday life or gathering with friends, and outside there's room to garden, entertain or simply slow down and enjoy a little piece of the Catskills. Then there's the cottage, and this is where you can get creative. Currently set up and used as a hair salon, it offers open, flexible space that could continue as a studio or workspace, become an art or creative studio, home office or wellness space, or potentially be converted back to living space. It's the kind of bonus space that allows the property to change along with you. And the location is part of the story. Round Top sits along the Catskill Mountain Escarpment, surrounded by the things people come to the Catskills to enjoy: farm-to-table restaurants, local breweries and wineries, hiking and mountain biking trails, waterfalls, skiing and four seasons of outdoor adventure. Spend the morning on the trails, the afternoon exploring a local brewery or winery and the evening enjoying dinner at one of the area's chef-driven restaurants. Whether this becomes your full-time home, weekend escape, creative retreat or a little bit of everything, 695 & 698 South Road gives you room to live, work, create and enjoy the Catskills your way. Come with your plans. You may leave with a few new ones.
Two buildings. One property. So many possibilities in the heart of Round Top. Set on just under an acre, 695 & 698 South Road offers a beautifully renovated main home along with a separate cottage, creating the kind of flexibility that is increasingly hard to find. The main house blends the character of an older Catskills home with thoughtful updates that make everyday living comfortable. Inside you'll find warm, inviting living spaces, three bedrooms, two full baths and a layout that feels comfortable rather than fussy. Updates include new walls, windows, roofing, flooring and an updated bathroom, while ductless mini-splits add year-round comfort. The kitchen, dining and living spaces flow easily for everyday life or gathering with friends, and outside there's room to garden, entertain or simply slow down and enjoy a little piece of the Catskills. Then there's the cottage, and this is where you can get creative. Currently set up and used as a hair salon, it offers open, flexible space that could continue as a studio or workspace, become an art or creative studio, home office or wellness space, or potentially be converted back to living space. It's the kind of extra space that allows the property to change along with you. And the location is part of the story. Round Top sits along the Catskill Mountain Escarpment, surrounded by the things people come to the Catskills to enjoy: farm-to-table restaurants, local breweries and wineries, hiking and mountain biking trails, waterfalls, skiing and four seasons of outdoor adventure. Spend the morning on the trails, the afternoon exploring a local brewery or winery and the evening enjoying dinner at one of the area's chef-driven restaurants. Whether this becomes your full-time home, weekend escape, creative retreat or a little bit of everything, 695 & 698 South Road gives you room to live, work, create and enjoy the Catskills your way. Come with your plans. You may leave with a few new ones.
Your Round Top retreat awaits! A peaceful setting, modern amenities, generous space, and an attractive NEW PRICE make this one worth a closer look! Now is the time to discover all this special property has to offer. Tucked away on a quiet, privately owned cul-de-sac, this beautifully maintained, like-new home offers the perfect blend of modern comfort, privacy, and country charm. Set on 1.3 pristine acres, you'll enjoy a peaceful setting with plenty of room to relax, entertain, and enjoy the outdoors, all just minutes from shopping, skiing, recreation, and convenient NYS Thruway access. Step inside to a light-filled, open-concept living space designed for easy everyday living and effortless entertaining. The inviting kitchen, dining area, and living room flow seamlessly together, complemented by luxury vinyl plank flooring throughout the first floor. Whether you're hosting friends or enjoying a quiet evening at home, this welcoming layout makes it easy to feel right at home. Upstairs, you'll find three generously sized bedrooms and two full baths, including a comfortable primary suite with a private en-suite bathroom and an impressive walk-in closet featuring custom shelving. Thoughtful storage continues throughout the home, making organization a breeze. Comfort is built into every season with radiant heat on the first floor, baseboard heating upstairs, a cozy gas fireplace, and five mini-split units offering additional heating and cooling. A convenient first-floor powder room, laundry closet, and easy access to the garage, basement, and outdoors add to the home's practical appeal. There's even more to love outside! Sip your morning coffee on the charming front porch, unwind on the private back patio, or take in the spacious backyard and serene surroundings. An attached oversized garage, full unfinished basement with abundant potential, and a brand-new 14' x 16' storage shed provide all the extra space you could want. Newer mechanicals, including an on-demand water heater, radon mitigation system, and water filtration system, offer additional peace of mind. Explore every detail with the available 3D walkthrough tour in the digital Lookbook or request a link today. Come see for yourself -- you may just find your next home!
**Discover the possibilities in Round Top!** Tucked away on 6.08 acres in one of the Catskills' most sought-after year-round destinations, this turnkey two-family property combines privacy, generous living space, and remarkable versatility. Offering approximately 4,632 square feet, two separate residences, and a total of seven bedrooms, this unique Greene County property opens the door to a variety of lifestyles and investment opportunities. Looking for a multi-generational home, a Catskills weekend retreat, or a property with income potential? Live comfortably in one residence while renting the other, accommodate extended family, or provide separate living quarters for a caretaker. The second residence also offers the flexibility to welcome guests while maintaining your own private space. Consider long-term rental income or explore short-term rental and Airbnb possibilities where permitted. Whether you're seeking a full-time residence, second home, or investment opportunity, the options are plentiful. The main residence features four bedrooms, spacious living and dining areas, and an updated kitchen highlighted by beautiful stone countertops and an oversized island. Additional finished lower-level space adds even more flexibility. The second residence includes three bedrooms, its own kitchen, comfortable living and dining areas, and a charming three-season room, creating a separate and inviting living environment. Step outside and experience the natural beauty of the Catskills. More than six acres of wooded surroundings, seasonal streams, and a peaceful, private setting create a wonderful backdrop for year-round enjoyment. Entertain family and friends on the expansive concrete patio, gather around the outdoor fire pit, or enjoy cooking and dining at the covered barbecue area. Additional property features include a metal roof, paved driveway, garage, outbuildings, oil heating system, and an outdoor wood-burning furnace providing an alternative heat source. **Two residences, over six acres, and endless possibilities in desirable Round Top, NY!** Move-in ready and offering an exceptional combination of space, privacy, and flexibility, this distinctive Catskills multi-family property is ready for its next chapter. Make it your primary home, a weekend getaway, a multi-generational retreat, or a property with rental income potential. The choice is yours!
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.
OPEN HOUSES 10/24 1pm-3pm, and 10/25 1pm-3pm. 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.
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.
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!
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.
Price Reduced! A Spacious 4 Bedroom, 3 Bath Home on 2 Acres in the charming hamlet of Round Top! Offering plenty of space, a flexible floor plan, and an attractive country setting, this home presents a great opportunity for a buyer to complete the finishing touches and make it their own, with the seller willing to accommodate reasonable finishing work as part of an acceptable offer.. 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, and generous living space throughout. Enjoy the outdoors from the covered front porch, covered back porch, and deck overlooking the property's spacious grounds. There's ample yard space for play, recreation, gardening, and entertaining, along with a shed and circular driveway. Conveniently located near many of the Catskill Region's destinations and attractions - approximately 20 minutes to Zoom Flume Water Park and the Village of Catskill, 25 minutes to Windham Mountain and Dutchman's Landing Park on the Hudson River, 30 minutes to Saugerties and North-South Lake, and 35 minutes to Hunter Mountain and Colgate Lake. With 4 bedrooms, 3 baths, 2 acres, and a newly improved price, this property offers space, potential, and an opportunity to create a wonderful Catskills home at an attractive value. View our 3D virtual tours, floor plans, and multi-media website for a complete look at the home and 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.


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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.