Round Top NY Real Estate & Homes for Sale

11 Properties Found

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Beds:
3
Baths:
3.00
Sq.Ft.:
1,802
Status:
NEW LISTING
MLS#:
20265506
Type:
Single Family
Lot size:
0.88 Acres
Year built:
1890
A broker reciprocity listing Courtesy: Keller Williams Realty HV Nort 845-481-2700
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,560
Status:
Active
MLS#:
1049063
Type:
Single Family
Lot size:
0.48 Acres
Year built:
1973
A broker reciprocity listing Courtesy: Century 21 Alliance Rlty Group 845-297-4700
View additional info

ADDITIONAL INFORMATION

A peaceful and quiet country setting on the Kiskatom creek awaits you at 461 Winterclove Rd in the hamlet of Round Top, just 5 miles to the center of the town of Cairo! Step into this three bedroom, three bath home and you will find a formal living room with functional fireplace, surrounded by an entire wall of eye-catching rose quartz stone. The living room also features hardwood floors, built in shelving and very large windows maximizing sunlight into the room. Across the hall is a large dining room, again with oversized windows, and an additional family room. The kitchen is in the heart of this home, and features plenty of storage and more hardwood floors. A large primary bedroom is downstairs as well as a full bath containing washer and dryer. The main level of this home also features bonus areas as well as another full bath. Upstairs there are two more bedrooms, some bonus spaces, and a half bath. Outside, there is a distinct country feel which includes peach trees, a covered porch and the sounds of the creek running behind the home. There is a detached two bay garage and an additional building consisting of two bedrooms, and one bath. The additional building needs work, but the opportunities are endless. Back in the main home- a new roof was installed in 2017, washer /dryer (Samsung) and dishwasher (Kenmore) and well pump are all less than 2 years old. All personal items have been digitally removed from photos.

Beds:
7
Baths:
4.00
Sq.Ft.:
5,328
Status:
Active
MLS#:
20265052
Type:
Single Family
Lot size:
6.08 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Keller Williams Realty HV Nort 845-481-2700
View additional info

ADDITIONAL INFORMATION

Set on over 6 acres in sought-after Round Top, this spacious and versatile two-family property offers approximately 4,632 square feet of living space, privacy and an incredible amount of flexibility. With two separate residences totaling 7 bedrooms, this is a property that invites you to imagine the possibilities. Live in one residence and rent the other. Create a comfortable space for extended family or multi-generational living. Have a private residence for a caretaker while maintaining your own separate home. Explore the potential for long-term rental income or short-term/Airbnb use where permitted. For a second-home buyer, the additional residence could provide space for guests while still giving everyone privacy. There are so many ways to make this property work for the way you want to live. The main residence offers generous living and dining spaces, an updated kitchen with beautiful stone countertops and a substantial island, four bedrooms, and additional finished lower-level space. The second residence provides three bedrooms along with its own kitchen, living and dining areas and a charming three-season room. And then there is the setting. A large concrete patio, fire pit and covered barbecue area create a wonderful place for outdoor entertaining, while seasonal streams, wooded surroundings and more than 6 acres provide privacy and room to enjoy the Catskills. Additional features include a metal roof, paved driveway, garage, outbuildings, oil heat and an outdoor wood-burning furnace offering an alternative heat source. Turnkey and ready to enjoy, this is much more than a traditional two-family home. It's an opportunity to create a full-time residence, weekend escape, multi-generational property or home with income potential, all in Round Top, one of the Catskills' most desirable year-round destinations.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,550
Status:
Active
MLS#:
1028987
Type:
Single Family
Lot size:
0.8 Acres
Year built:
1979
A broker reciprocity listing Courtesy: KW Hudson Valley North 845-481-2700
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ADDITIONAL INFORMATION

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.

Beds:
2
Baths:
1.00
Sq.Ft.:
700
Status:
Active
MLS#:
996534
Type:
Manufactured Home
Lot size:
1 Acres
Year built:
1975
A broker reciprocity listing Courtesy: Century 21 Alliance Rlty Group 845-297-4700
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ADDITIONAL INFORMATION

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!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,533
Status:
Active
MLS#:
20260541
Type:
Single Family
Lot size:
2.2 Acres
Year built:
2018
A broker reciprocity listing Courtesy: Anatole House LLC 845-943-4177
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,240
Status:
Active
MLS#:
20252696
Type:
Single Family
Lot size:
2 Acres
Year built:
2002
A broker reciprocity listing Courtesy: RVW Select Properties 518-943-5303
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,610
Status:
Active
MLS#:
156774
Type:
Single Family
Lot size:
1.92 Acres
Year built:
1975
Courtesy: Living Structures 518-622-0840
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ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,520
Status:
Active
MLS#:
156380
Type:
Single Family
Lot size:
1.6 Acres
Year built:
2024
Courtesy: Compass Greater NY, LLC d/b/a 845-677-5311
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ADDITIONAL INFORMATION

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.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,586
Status:
Active
MLS#:
155934
Type:
Single Family
Lot size:
15.07 Acres
Year built:
1920
Courtesy: RVW Select Properties 518-943-5303
View additional info

ADDITIONAL INFORMATION

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.

Beds:
6
Baths:
8.00
Sq.Ft.:
8,535
Status:
Active
MLS#:
415499
Type:
Single Family
Lot size:
170 Acres
Year built:
2003
A broker reciprocity listing Courtesy: FOUR SEASONS SOTHEBY'S INT'L REALTY HD
View additional info

ADDITIONAL INFORMATION

JUST 15 MINUTES FROM THE NEW ALL SEASON WINDHAM MOUNTAIN CLUB, this singular 170-acre property and compound, located in Round Top, NY, is perched at the end of a long quiet road giving way to an unassuming cul-de-sac and is cradled within a pristine forest with unobstructed and spectacular views. Completely surrounded on two sides by the Catskill Preserve, untouched state forest, and on the third by the Doris Duke Preserve. which is part of the 170-acres. This property provides the ultimate opportunity for privacy and serenity. With the neighboring land protected in perpetuity, this is the extremely rare chance to secure and guarantee exclusivity within the sublime landscape. Built in 2003, the main home is perched up high and offers startlingly majestic views to the east and the Berkshire Mountains, presenting the rarest vistas of soaring space and escape. The main home is constructed to last with a unique industrial steel and cement design and is trimmed with contrasting vintage architectural details throughout. There is over 8,500 SF of interior living space with open views and high ceilings. The house has six bedrooms, five full bathrooms, and three half bathrooms. Start each morning with the glorious sunrise views from the luxurious primary suite which boasts a private entrance from the outside, two walk-in closets and an enormous en-suite complete with hand-carved antique wooden doors, radiant flooring, a Jacuzzi soaking tub, separate walk-in shower, and laundry room. In the heart of the home, the Great Hall is the perfect space for large-scale gatherings. It is surrounded on three sides by double-height windows multiple access points to the rear terrace and has a large limestone vintage fireplace transported from France.The Library Loft sits high above the Great Hall and not only provides ample space for quiet rest, relaxation, and reflection, but also allows for additional sleeping quarters along with a full bathroom. Adjacent to the Great Hall sits the chef's kitchen, breakfast area and family room featuring vintage Vermont salvaged wood trim, a bar area and 3,300-bottle wine room that seamlessly blends the rustic with the industrial. Additional bedrooms are separated on the other end of the house and surround a second family room and kitchen. The property includes a 2500 sf ft studio, three car garage, vintage Quonset hut and floating Treehouse facing sweeping views of the surrounding valley

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.

Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. 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. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this web site comes in part from the Columbia Greene Northern Dutchess MLS. Real estate listings held by brokerage firms other than Xome include the name of the listing broker. Information is deemed reliable but is not guaranteed accurate by the MLS. 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. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 Columbia Greene Northern Dutchess MLS. All rights reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

The data relating to real estate for sale or lease on this web site comes in part from the MHMLS. Real estate listings held by brokerage firms other than this broker', Realtors are marked with the MHMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. The information appearing herein has not been verified by the Mid-Hudson Multiple Listing Service, Inc. or by any individual(s) who may be affiliated with said entity, all of whom hereby collectively and severally disclaim any and all responsibility for the accuracy of the information appearing at this web site, at any time or from time to time. All such information should be independently verified by the recipient of such data. This data is not warranted for any purpose. Any use of search facilities other than by a consumer seeking to purchase or lease real estate is prohibited. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 Mid-Hudson Multiple Listing Service, Inc. All Rights Reserved.



Round Top Real Estate

Round Top is located in New York. Round Top, New York has a population of 657. Round Top 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 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 is 60 years.

Round Top Weather

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.

Round Top Map

Round Top Real Estate Market Conditions

  • Median sales price

    $864,000
    24.5%
    change since last quarter
  • # Active listings

    16
    30-day change

Round Top Schools and Demographics

Education near Round Top, NY

City County
High School Graduates 96.63 87.93
College Degree - 2 year 12.79 11.42
College Degree - 4 year 28.95 25.62
Graduate Degree 12.61 9.07
Expenditures per Student 29,481 29,481
Students per Teacher 9.9 9.9

Elementary Schools near Round Top, NY

Grades Students P/T Ratio ZIP
Cairo-Durham Elementary School KG - 05 527 12.2 12413
Catskill Elementary School PK - 05 820 14.1 12414
Hunter Elementary School PK - 06 190 8.6 12442

Middle Schools near Round Top, NY

Grades Students P/T Ratio ZIP
Cairo-Durham Middle School 06 - 08 263 10.1 12413
Catskill Middle School 05 - 08 334 12.8 12414

High Schools near Round Top, NY

Grades Students P/T Ratio ZIP
Cairo-Durham High School 09 - 12 407 11.2 12413
Hunter-Tannersville Middle School High School 07 - 12 155 7.2 12485

Ungraded Schools near Round Top, NY

Grades Students P/T Ratio ZIP
Catskill Senior High School 01 - 12 466 12.1 12414

Demographics near Round Top, NY

City County
Neighborhood Type Small Town
Population 657 48,026
Population Density 375 74
Median Age 60 46.6
People per Household 2.5 2.6
Median Household Income 87,391 62,810
Average Income per Capita 40,177 33,894

Real estate near Round Top