73 properties for sale in Round Top, Cairo town Greene County New York

A well-kept and spacious three-bedroom double-wide featuring an attached two-car garage and a comfortable primary bedroom suite with a jacuzzi. The home offers a large living room, a bright kitchen with oak cabinets, a welcoming dining area, and a separate laundry room. There is ample storage throughout. Enjoy the outdoors from the large back deck overlooking a small stream and beautifully maintained flower beds. Conveniently located just minutes from Ski Windham and Hunter, the NY Thruway, and many Catskill Mountain attractions. Only 2.5 hours from NYC

Tucked away on a quiet country road in the hills of Acra, this custom-crafted Catskills retreat unfolds across 17 private acres surrounded by mature landscaping, blooming lilacs, and hydrangeas that frame the home in seasonal color. Featuring a separate one-bedroom, one-bath guest apartment with its own private entrance and deck. An ideal setup for Airbnb income potential or guests seeking their own secluded escape. A circular driveway and welcoming front porch create a striking first impression, inviting you into a sanctuary that seamlessly blends rustic elegance with modern comfort. At the heart of the home, the open-concept living, dining, and kitchen space was designed for gathering. Soaring vaulted wood ceilings bring dramatic scale to the living room, where a gas fireplace anchors the space beneath warm natural textures. Expansive windows bathe the space in natural light, creating an inviting atmosphere that enhances the tranquility of this secluded retreat. French doors extend t

THIS is your chance to own the pinnacle of luxury in Greene County NY. Take a ride in the scenic mountains near Tannersville NY and you will have the opportunity to wander down a magical drive that will transport you back in time to the Golden Age of The Catskills, and to Caddam Hill. Once the home of the famous actress Maude Adams, you can hear echoes of a time gone by from every corner of the estate's 31 acres, which are comprised of majestic mountain views, an extensive trail system that passes a spring-fed pond, and lovely sparkling streams. The estate's acreage offers an abundance of natural beauty and privacy for your exclusive enjoyment; but, meander among the trees, you'll also connect to the Mountain Top Arboretum (156 acres of protected land) and Hunter Foundation (136 acres) which are both adjacent to this property, as is the well-known artist and writer's retreat, Onteora Club. Where Maude Adams once mounted theatricals with friends. The warmth and charm that envelopes you

Investor Special. Secluded Opportunity with Tons of Potential! This 3-bedroom, 3.5-bath home offers approximately 1,680 square feet and is tucked away as the last house on a private dead-end road, providing exceptional privacy and a peaceful setting. Built in 1992, the home is ready for a full cosmetic renovation. The interior is largely original, including the kitchen and bathrooms, making it an ideal project for investors looking to add value. Wood flooring throughout much of the home can be restored with sanding and refinishing, while some rooms feature LVP flooring and dated tile. The finished basement only needs a ceiling installed to complete the space. Major highlights include an approximately 8-year-old roof, a solar system, and a mini-split A/C in the living room. The attached garage was originally designed as a two-car garage, with one bay currently framed in, offering flexibility for future conversion. Whether you're planning a fix-and-flip, rental, or long-term investment t

Welcome to 344 Five Mile Woods Road, a beautifully updated 3-bedroom, 2-bath home situated on 1.5 acres in Catskill. Offering 1,152 sq. ft. Of comfortable living space, the home has been refreshed throughout with new flooring, fresh paint, updated finishes, and a clean, modern feel that is truly move-in ready. The spacious backyard and private setting provide plenty of room to relax, entertain, garden, or simply enjoy the surrounding countryside. Conveniently located near the Village of Catskill, the Hudson River, and all that the Catskills and Hudson Valley have to offer, including hiking, waterfalls, outdoor recreation, restaurants, shops, and year-round activities. Whether you're looking for a full-time residence, weekend getaway, or a low-maintenance home in the Catskills, 344 Five Mile Woods Road is ready for its next owner

Place to relax for vacation or year-round this manufactured home featured 3 bedrooms and 2 bath, oak floor throughout, ceramic tiles on kitchen and bathroom, detached garage, cheds for storage, covered area for BBQ, cottage/ studio/guest house with fire place for the long cold winter, all this on 2.2 acres of land beautifully manicured with mature fruit trees, beautiful grape vine

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 you

This charming and affordable two bedroom, one bath ranch home in the heart of Cairo is priced well below market value! Ideally situated for convenience, this property features hardwood floors throughout, creating a warm and inviting atmosphere. The newer metal roof and windows provide peace of mind and energy efficiency. Step down into your heated sunroom/family room that provides additional living space. The full walk-out basement, equipped with plumbing for a bathroom, offers endless possibilities for expansion or customization. Whether you're a first-time homebuyer or looking to downsize, this home is perfect for you. Nestled on just under an acre of land, you'll enjoy ample outdoor space for gardening, relaxation, or entertaining. Don't miss the opportunity to make this home your own! New oil tank, new sump pump, roof (2022), 14 Pella windows (2021), new well pump. Estate being sold as is

What an amazing opportunity! Period 1870 farmhouse on 2+ acres. Original details throughout. Detached workshop and carport. Screened rocking chair porch. Will not last! Home is sold in as is condition

A Diamond in the Rough! Welcome to your next project and dream home. This delightful mid-century ranch-style home is bursting with potential and waiting for your personal touch to transform it into the ultimate retreat. With three generously-sized bedrooms, there's plenty of space for family, guests, or a home office. While this home does require rehab, envision the incredible possibilities to modernize and personalize every corner. Nestled on a serene corner lot, this property boasts a picturesque backdrop of lush woods in the rear, offering you a peaceful sanctuary right in your backyard. Bring your vision and make this house your home. Act fast. This one won't last long! Purchasers may use any lender they chose to finance the purchase of the property. However, the seller requires that all non-cash offers must be pre-qualified by Caliber Home Loans, Inc. Prior to offer acceptance

Charming Cape Cod style house at the crossroads to everything the Hudson Valley and Catskill Mountains have to offer. Only 10 minutes to the villages of Athens, Catskill and the city of Hudson, you will find this great open floor plan with rustic wood ceilings and gorgeous brick fireplace. In addition to the 3 bedrooms, you will find two other rooms. The extra space would make for a great work from home or office and reception area. Perhaps a child's toy or hobby room, or guest quarters for your family and friends that visit while you ski at Windham and Hunter Mountain, both within a half hour away. This property has a great country feel, yet with direct access to the NYS thruway and Amtrak train only 10 minutes away, allowing you to get to work from your forever home or to play at your weekend retreat. The builder made great use of every nook and cranny with creative storage and closets. The two car garage will also offer you plenty more space. Recent updates include well and water tr

VEDDERWOOD A rare opportunity to own a beautiful restored circa 1800 farmhouse, well located within Greene County. Set on 1.5 acres of rolling countryside, this historic residence was part of the larger Vedder Farm, established by early Dutch settlers. The sprawling house was once an early inn for travelers headed via railway to the famed Catskill Mountain House. Today Vedderwood has been thoughtfully and meticulously renovated to preserve its architectural integrity, while offering the comforts of modern farmhouse living. At approximately 3,800 square feet, Vedderwood seamlessly blends original early character with contemporary convenience. New systems throughout, including central air conditioning, updated plumbing and electrical, insulated windows, all under a new roof to ensure peace of mind for future generations. The main floor is beautifully laid out for gathering and entertaining and features a gracious open-plan kitchen and dining area, gracious living room with light filled b

Set at the foot of the Catskill Mountains, down a quiet country road in Acra, this c. 1850 farmhouse sits on more than fourteen acres of open meadow, mature trees, and rolling countryside. Framed by two classic red barns and surrounded by long views of the landscape beyond, the property feels deeply rooted in its setting-an authentic Catskills homestead that has evolved thoughtfully over time. The original farmhouse retains the warmth and character one hopes to find in a house of this era. Sunlight moves through the interiors throughout the day, highlighting wide-plank floors, historic details, and rooms that feel both comfortable and lived-in. The home strikes a rare balance between preservation and practicality, offering the charm of an old house without feeling precious. At the heart of the home is a dramatic post-and-beam Great Room addition. Vaulted ceilings and handhewn beams soar overhead while a woodstove anchors the space, creating a natural gathering place through every seaso

VEDDERWOOD A rare opportunity to own a beautiful restored circa 1800 farmhouse, well located within Greene County. Set on 1.5 acres of rolling countryside, this historic residence was part of the larger Vedder Farm, established by early Dutch settlers. The sprawling house was once an early inn for travelers headed via railway to the famed Catskill Mountain House. Today Vedderwood has been thoughtfully and meticulously renovated to preserve its architectural integrity, while offering the comforts of modern farmhouse living. At approximately 3,800 square feet, Vedderwood seamlessly blends original early character with contemporary convenience. New systems throughout, including central air conditioning, updated plumbing and electrical, insulated windows, all under a new roof to ensure peace of mind for future generations. The main floor is beautifully laid out for gathering and entertaining and features a gracious open-plan kitchen and dining area, gracious living room with light filled b

Fully renovated in 2025, this striking 3-bedroom, 3-bath modern ranch blends timeless design with top-tier technology, offering over 3,200 sq. Ft. of single-level living on a serene 1.3-acre parcel. Perfectly situated minutes from downtown Catskill and a short drive to Hunter and Windham Mountain resorts, this home offers a private, turnkey retreat tucked behind a mature tree line. The sun-drenched open floor plan features a grand great room with soaring windows and skylights, flowing seamlessly into a chef's kitchen equipped with a massive island, marble countertops, and premium smart appliances, including a side-spray workstation sink and smart-venting range hood. Enjoy cozy evenings by the wood-burning stove or retreat to bathrooms outfitted with luxury wall-mounted shower systems. This intelligent, stylish residence is the definition of modern luxury

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 dishwa

Welcome to serenity in Purling, NY! Discover a perfect blend of privacy and accessibility in this meticulously fully renovated raised ranch, nestled on over 10 sprawling acres across two parcels. This beautiful home offers a main level of 1,271 square feet including a spacious open concept fully updated living room, dining, and kitchen with quartz counter tops including a large peninsula island great for entertaining. Down the hall you'll find a large primary bedroom with en suite full bath with soaker tub. There are two other spacious bedrooms and an updated full bath and a closet that completes the space. Downstairs, 934 square feet, currently serves as an in law suite with kitchenette, dining/living room, full bath, laundry, and large room that is being used as a comfortable bedroom that has a large closet and a separate storage crawl space. Downstairs includes a hall closet with ample storage as well. Combined, the home provides a total of 2,205 square feet of living space. The exp

Your Private Retreat Awaits! Tucked away on 28.18 acres, this magical escape offers the perfect blend of seclusion and natural beauty. Mature woodland, a tranquil country pond, and the scenic Jan De Bakkers Kill create a serene backdrop that's truly hard to find. Originally built in 1972, this charming chalet has been thoughtfully expanded and updated over the years, blending timeless character with modern comfort. The great room features vaulted ceilings and a stunning hand-built, locally sourced, fossil-filled stone fireplace as its centerpiece, complemented by a generous library. The modern kitchen, bright sunroom, cozy loft, 3 bedrooms, flex room and two and a half bathrooms round out a comfortable and versatile living space. Outdoors, enjoy a private pool, decks, patios, and level lawn areas perfect for entertaining. The expansive acreage spanning 28.18 acres offers year-round exploration and potential for future development or possible subdivision. For the creative at heart, the

Welcome to this charming and affordable two bedroom, one bath ranch home in the heart of Cairo! Ideally situated for convenience, this property features hardwood floors throughout, creating a warm and inviting atmosphere. The newer metal roof and windows provide peace of mind and energy efficiency. Step down into your heated sunroom/family room that provides additional living space. The full walk-out basement, equipped with plumbing for a bathroom, offers endless possibilities for expansion or customization. Whether you're a first-time homebuyer or looking to downsize, this home is perfect for you. Nestled on just under an acre of land, you'll enjoy ample outdoor space for gardening, relaxation, or entertaining. Don't miss the opportunity to make this home your own! New oil tank, new sump pump, roof (2022), 14 Pella windows (2021), new well pump

If you enjoy Skiing, Hiking, Golf, Hunting or anything to do with the Great Outdoors you'll love the location of this home. Set back from the road and set up as a Mother/Daughter with over 2,700 sq. Ft there's plenty of room for Everyone, including Guests! The upper level of this High-Ranch has 3 Bedrooms and 2 Full Baths which includes a Primary Suite with Walk-In Closet. The recently renovated lower level offers an additional 2 Bedrooms with a Full Bath, Living Area, Den and a Full second Kitchen! There's a large rear deck overlooking the backyard, a fire pit for smores and a large Shed for your outdoor tools, toys and maybe some additional living space. Windham & Hunter Mountains are less than a 30 min drive, Thunderhart Golf Course less than 10 minutes. If you're looking for a larger parcel the neighboring 19.9 acre lot with a Pond is available for sale also! This property is certainly worth a look!

Looking for a charming home set perfectly on a country road with privacy, mountain views, adjacent to thousands of acres of state land, AND close to Catskill Park trailheads, CD Lane Park and Windham Mtn Club? Come visit 591 County Route 56. You won't be disappointed! Enter the warm and welcoming living room where the cathedral ceiling and sky lights allow the sun to stream in to brighten your day. After a full day enjoying nature, unwind by the fire with a book or games and all your favorite treats. Primary bedroom and updated ensuite full bath are located on the main floor, and 2 bedrooms and additional full bath upstairs give you plenty of room for everyone. The spacious kitchen and dining area are bright and open with a door leading to the front porch and hot tub. Perfect for indoor/outdoor living. Enjoy the mountain views while relaxing on the porch or soaking in the hot tub. This extremely well-maintained home encompasses many standout improvements made by the seller. Seller owne

All of the major work is done on this 2 family home (it was originally a single family farmhouse). Roof 2013 2 New Hot Water Heaters New Well pump Totally new septic System 2010 Plumbing Almost Fully Redone 2010 Electric partially upgraded 2010 The current tenant on the left (3 Bedroom) pays 975/month. The walk-up attic is great for storage. The apartment on the right (4 Bedroom) needs a gut rennovation. The basement walls are newer cement block with reinforced flooring beams

Reduced! Fully renovated in 2025, this striking 3-bedroom, 3-bath modern ranch blends timeless design with top-tier technology, offering over 3,200 sq. Ft. of single-level living on a serene 1.3-acre parcel. Perfectly situated minutes from downtown Catskill and a short drive to Hunter and Windham Mountain resorts, this home offers a private, turnkey retreat tucked behind a mature tree line. The sun-drenched open floor plan features a grand great room with soaring windows and skylights, flowing seamlessly into a chef's kitchen equipped with a massive island, marble countertops, and premium smart appliances, including a side-spray workstation sink and smart-venting range hood. Enjoy cozy evenings by the wood-burning stove or retreat to bathrooms outfitted with luxury wall-mounted shower systems. This intelligent, stylish residence is the definition of modern luxury