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Eastern Catskills Homes for Sale

The Eastern Catskills spread across Ulster County and are home to some famous Catskill towns including Woodstock, Kingston, Denning, Phoenicia, Ellenville and New Paltz. Each town within the Eastern Catskills has embraced a mountain retreat feel, creating a picturesque mountain oasis for locals to enjoy as well as tourists to flock to allowing them to escape the hustle and bustle of city living. With New York City roughly 2.5 hours south, many argue that the Eastern Catskills are the perfect blend of rural mountain living, without compromising on proximity to big city amenities.

Arguably one of the most famous towns within the Eastern Catskills is Woodstock. The name draws attention from around the globe for the famous Woodstock festival, however surprising to many, the festival was actually hosted roughly 60 miles outside of this small town at a dairy farm. While the town did play a part in the festival, the event was located at Max Yasgur’s dairy farm, and the town simply lent its name to the festival. Even without hosting the festival, Woodstock continues to bring additional tourism into the Eastern Catskills areas, boosting the areas desirability, and increasing the desire for real estate within many of the small towns surrounding the area.

Within the Eastern Catskills you can find the hip and vibrant town of New Paltz. This college town is filled with ample dining, shopping, and entertainment venues, ensuring that both locals as well as tourist have plenty to enjoy and explore all year-round. A huge perk to college students choosing to call New Paltz home, is the proximity to New York City. In less than two hours students can travel into the city, or parents who may reside in the city can easily visit their loved ones in the quaint mountain town for a weekend getaway.

Many of the towns within the Eastern Catskills have embraced a slower lifestyle, and while many of the towns are small, their prime locations along major roadways and routes, help connect the towns together seamlessly, ensuring that locals never have to travel far from home to enjoy a dinner out, entertainment options as well as everyday conveniences such as grocery stores and schools. The small towns often boast quaint Main Streets, lined with colorful store fronts, creating picturesque backdrops for locals to enjoy. From antiquing to bowling, browsing art galleries, or enjoying one of the many annual events and markets that are held throughout the year, the sense of community amongst the Eastern Catskills towns simply cannot be beat.

Search all Eastern Catskills Real Estate

2 Beds ⋅ 3 Baths ⋅ 150870 MLS

Welcome to 249 Blackhead Mountain Road, an exquisite modern home nestled among the Great Northern Catskills in the beautiful hamlet of Round Top. Meticulously constructed, situated on 1.5 acres of serene wooded land- offering an unparalleled living experience, where modern meets comfort! A thoughtful design, every inch of the home has been considered, featuring an open concept floor plan with vaulted ceilings and plenty of natural light from the skylights and sliding glass doors. With two generously sized bedrooms and two and a half bathrooms, this is a perfect space for everyday living and entertaining. The kitchen, perfectly positioned, is finished with a large island for additional working counterspace or to enjoy a meal. Presenting stone countertops, new soft close cabinetry, and all new appliances. Beyond the interior, the exterior of the home will not disappoint with wood siding, a standing seam metal roof, and a expansive deck. Private yet convenient to ski mountains, hiking/biking, farmers markets, and the quaint surrounding towns!

249 Blackhead Mountain Rd, Round Top

Dreaming of a lakeside paradise? This elevated lot in the sought after Sleepy Hollow Lake Community is your ticket to tranquil living. With partial lake views and nestle amidst stunning lakefront home, this gem offers the perfect blend of serenity and luxury. Enjoy easy access to amenities like pool, pickleball, basketball and a picturesque lakefront park. Your dream home awaits!!

36 Castle Point, Athens

3 Beds ⋅ 1 Baths ⋅ 150860 MLS

Discover the perfect starter home at 71 New street in Catskill ,New York.This charming 3 bedroom, 1 bathroom residence spans 1200 square feet and is conveniently located within walking distance to the vibrant town of Catskill.Enjoy the comfort of a cozy home with ample living space ,creating an ideal environment. Don't miss the opportunity to make this house your home..Schedule a viewing today!

71 New Street, Catskill

5 Beds ⋅ 2 Baths ⋅ 150834 MLS

2 Lots and a great house? Winning! Take advantage of this (2688 total) 2240 finished square foot home on 2.3 total acres with Plenty of space for everyone to enjoy. Right on the heels of Black Head Mountain, enjoy the quite living that embodies the essence of cozy and country living. Right smack dab on the end of a cul-de-sac road to enjoy those cool summer nights sleeping with the windows open! This space offers ample space for both relaxation as well as entertainment. Utilize the kitchen connected living room space for more formal entertaining where conversation and company are the focal points while the fireplace is glowing in the background for that special ambiance. When it's time to get serious for football on Sunday stack the team up in front of the TV on the sectional and root for your favorite team. During half time go out back and test your arm throwing passes in the big back yard. Plenty of rooms for everyone, even the bonus room/walk in attic space that could be reimagined into another bedroom with bathroom! Round Top has some beautiful woods and trail networks that make up Roundtopia with 20 miles of Mountain bike trails which can be accessed from several locations like Riedlbauer's resort, Glens Falls House, and Winter Clove Inn and more. Make sure you take in the three water falls available called the Glenns Falls, Bridal Veil and the Ice Box. Minutes from the transforming Cairo Business District and a short drive in any direction for Greenville, Catskill, Windham, Hunter, Saugerties, Woodstock. A little over 2 hours from NYC via exit 21 on the New York State Thruway! See you soon!

100 Alpine Drive, Round Top

5 Beds ⋅ 4 Baths ⋅ 150823 MLS

418 Main st, a mixed-use opportunity at the heart of Catskill. With 21ft of road frontage on Main St and North St, the renovated Turn-key 5 bedroom 3 bath 2nd floor unit is an income producer. Think owner occupy or double your rental income. Private access from Main St leads you up to an open floor plan kitchen and living area. Wall to wall windows look out toward the Catskill Mountains for dinner with a view. Featuring efficient heat and ac mini-splits, and washer/dryer. Down the hall you will find 5 cozy and spacious bedrooms accompanied by 2 full baths and 1/2 bath. Past the last bedroom is access to your private courtyard with stairway access to North St. First floor storefront captures the foot traffic audience with10 foot ceilings and open layout that spans the footprint of the building. Stripped to the studs, this space ready for flooring, lights and sheetrock. A half bath and mechanical room towards the back. Only 10 minutes to Hudson, 30 minutes to Hunter/Windham, 35 minutes to Albany, 2 from NYC.

418 Main Street, Catskill

2 Beds ⋅ 1 Baths ⋅ 150818 MLS

Pretty and Petite! This 2 bedroom 1 bath New Baltimore Ranch is nestled on a wonderful country road. The home has many desirable offerings including an open floor plan, over an acre of flat usable land, attached garage, and a great location. You can Entertain on the back deck or enjoy the serenity by yourself. This location is only minutes from the NYS thruway for quick and easy access to Albany, Kingston and NYC. Enjoy country living while also being a very short distance to newly renovated and re-imagined downtown Coxsackie area. The Riverfront hosts the freshly renovated park where they host farmers markets every week in the summer with live music, locally grown produce and many other boutique shops that reside in the immediate location. Come see what this home has to offer!

379 School Hill Road, New Baltimore

3 Beds ⋅ 2 Baths ⋅ 150805 MLS

The Happy Looking for a serene getaway? Check out this charming airbnb at Sleepy Hollow Lake. The Hippie House, a trusted superhost offers a peaceful retreat with a spacious open floor plan, cozy fireplace and outdoor decks perfect for entertaining. Located near a picturesque pond, enjoy easy access to all the lakes amenities and nearby attractions . Embrace tranquility in all seasons. Home has been impeccably maintained and has a great open floor plan perfect for entertaining. Living room with wood fireplace, spacious primary bed with ensuite and decorative fireplace. 2 add'l bedrooms and full bath. Home and lake are a short 10 min from center Village of Athens with access to the Hudson Riverfront, restaurants, outdoor venues and much more. Close to Hudson/ Amtrak as well as Hunter + Windham Ski Mts. makes this a location for all seasons!! Call Today to set up your private viewing of this fantastic Move In Ready home and start enjoying all the Upper Hudson Valley has to offer

247 Tommy Trail, Athens

4 Beds ⋅ 3 Baths ⋅ 150786 MLS

Your country living dream awaits in this 4 bedroom, 2 1/2 bath colonial situated on 8 acres in the Town of Greenville. As you drive up the freshly paved driveway walk onto the new, spacious, covered front porch and through the front door you will immediately recognize the love and care this home has received over the years. The most recent updates include kitchen countertops, backsplash and appliances, a pellet stove in the living room, and seamless gutters with leaf guards. As either a full-time residence or a weekend getaway, you will enjoy all the outdoor features this property has to offer including a new deck overlooking the private backyard with a 24' above ground pool, a stocked pond, and a barn and outbuilding equipped with electricity and water.Ideally located just a few minutes from local golf course, 25 minutes to Windham Mountain, 20 minutes to the Village of Catskill, and 25 minutes to the Thruway for an easy commute to points north and south.This is a must-see home. Schedule your appointment soon.Home furnishings are negotiable

349 Vly Road, Greenville

2 Beds ⋅ 2 Baths ⋅ 150768 MLS

A HUD Home. HUD Property Case #371-527635. Property is available 11/19/2023. Bids are due by 12/18/2023 by 11:59 PM Central Time and then daily by 11:59 PM Central Time until sold. The home has 2 bedrooms, 2 baths, a living room, a family room, a kitchen, a front enclosed porch, a back deck, and a utility room. The home is in the charming Village of Coxsackie with beautiful views of the Hudson River. 'AS-IS' HUD property sold by electronic bid only. For a property condition report, forms, disclosures & availability visit the HUD Home Store. Buyer to verify all information. Agents must be a HUD registered broker to submit an offer at the HUD Home Store. View our 3D Virtual Tour, Floor Plans, & 3D Sky Tour of the home and property.

71 Mansion Street, Coxsackie

Stunning 11.13 Acre Lot with Breathtaking Views - A Dream Come True!Welcome to this extraordinary 11.13 acre lot, nestled in the heart of nature's paradise. This remarkable property offers a unique opportunity to build your dream home surrounded by awe-inspiring views that will take your breath away. Spanning over 11.13 acres, this expansive lot provides ample space for your imagination to run wild. Enjoy the privacy and seclusion that this generous parcel of land offers, ensuring a tranquil and serene living experience. Prepare to be captivated by the stunning panoramic views that stretch as far as the eye can see. Whether it's the majestic mountains, rolling hills, every angle of this property offers a picturesque backdrop that will leave you in awe. With such a vast expanse of land, the possibilities are endless. Design and build your dream home, complete with all the amenities and features you desire. The lot features a new 1000' foot road that leads to the very private build site. Don't miss out on this once-in-a-lifetime chance to own a piece of paradise. Contact us today to schedule a private viewing and start envisioning the limitless possibilities that await you on this remarkable 11.13 acre lot with views. Act now and make your dreams a reality!The lot is located in close proximity to Catskill, Hudson, Windham and Hunter-Tannersville! Great opportunities for shopping, hiking, fishing, boating and skiing.

Thomas Road, Leeds

4 Beds ⋅ 4 Baths ⋅ 150752 MLS

ATTN visionaries, investors & do-it-yourselfers! This 1820 farmhouse converted 2 family home provides the framework for a gorgeous income property or owner-occ property in the picturesque Catskill region w/a huge 4 car garage! 1st floor apt offers an incredible opportunity for renovation & customization. It's partially finished with new windows, radiant heat & soaring cathedral ceilings in the kitchen, 2 bdrms/1.5 baths. The upstairs apt features new flooring, light fixtures, modern kitchen, bath & windows, & is currently rented for instant income! Imagine the possibilities of designing your perfect kitchen & bathrooms & creating an ideal outdoor oasis in the private yard. Just 8 min to Catskill & 20 min to Saugerties, close to 5 star dining, hiking, the scenic Hudson River! AS-IS SALE

4 Cairo Junction Road, Catskill

3 Beds ⋅ 3 Baths ⋅ 150749 MLS

Welcome to Sleepy Hollow Lake's distinctive gem - a round home that combines architectural uniqueness with modern comfort. This remarkable property boasts three spacious bedrooms, with the primary bedroom standing out with its expansive 300 sq ft space and an ensuite bath that exudes luxury. The two additional bedrooms share a well-appointed full bath and an extra half bath, ensuring convenience and privacy for all occupants. Situated on a large .90-acre lot, with a delightful seasonal view of the serene lake that enhances the appeal of each day.Designed for year-round comfort, the home features central air and heat, providing a perfect climate no matter the season. The on-demand hot water system adds to the convenience, ensuring a continuous supply of hot water whenever needed.Beyond its exceptional design and amenities, this round home has an intriguing history as a successful Airbnb destination. Its distinctive architecture, coupled with the modern comforts it offers, has made it a sought-after retreat for those seeking a unique and memorable experience.Whether you're looking for a permanent residence or an investment property, this round home at Sleepy Hollow Lake is a rare find that seamlessly blends style, and comfort. Don't miss the opportunity to make this extraordinary property your own. The property's allure extends beyond the home itself, with access to a wealth of amenities that define the coveted Sleepy Hollow Lake lifestyle. Immerse yourself in the joys of a lake community living with opportunities for swimming in the lake or enjoying a refreshing dip in one of the two community pools, tennis, basketball, pickleball and much more. Call today to see this amazing home.

1334 Sleepy Hollow Road Unit A39, Athens

Nature lovers, anglers, and outdoor enthusiasts, rejoice! This 16.96-acre haven with over 400 +/- feet of water front on the Potic Creek is your gateway to a life of adventure and relaxation. Immerse yourself in the babbling waters, explore the lush woodlands, and savor every moment of the Upstate New York country experience everyone wants. Make this your retreat, your playground, your sanctuary, and let the endless possibilities unfold along the banks of Potic Creek. Located conveniently just outside Athens NY yet close to everything that is also happening in Catskill and Coxsackie!! Book your test hike today!!

Laurie Lane, Cairo

This parcel is conveniently located 1 mile to business and shopping district of Cairo with easy access to state RT 23. Surcey shows a proposed house location with views on the Catskill Mountains. The topography is slightly inclined with mature spruce and fir trees. There is no RAM. Last home on the road plows. 10 minutes to Catskill. 25 minutes to Albany

20 Marie Drive, Cairo

What a great piece of property . Mountain views in the back yard .Sits off the road on Rt 23 2.2 acres. Cleared and ready to go . Foundation dug out . Shale driveway in place. Waiting for a 3. bedroom home. Seller has engineer plans all in place.

5665 Rt 23, Cairo

2 Beds ⋅ 2 Baths ⋅ 150549 MLS

This extraordinary property of nearly one-hundred gorgeous acres is primarily made up of mature woodlands with open glens, vernal pools and a major year round stream. Situated at the end of a mile-long private road and bordered by forever protected and conserved lands this is a property where privacy is guaranteed. This fully renovated A-Frame house with all-new systems including wiring, plumbing and all finishes is virtually turn-key. The views are stupendous and the house overlooks a grassy meadow and an open sky providingthe perfect base camp to explore this extraordinary property. One of the most beautiful rushing streams in Greene County winds through the entire property with cascades and rapids spilling over boulders and even has a calm swimming hole. Photos can't do justice to the true beauty of each and every acre in this secluded valley property.The acreage offered is made up of four consecutive parcels allowing for multiple building sites or development options with an additional one-hundred plus acres of adjacent land available, also bordering both sides of the Potic Creek. Minutes from the New York State Thruway and some of the best restaurants in our area yet completely secluded, this land has only the sounds of rushing water and singing birds to fill the air, bringing peace and a sense of calm that is priceless in todays world.

716 Sandy Plains Road, Leeds

2 Beds ⋅ 1 Baths ⋅ 150642 MLS

Ranch in mint condition on lovely lot with large garage and 2 additional buildings, new blacktop drive way, windows, doors. Large basement for lots of storage. On quiet road but accessible to 9W. Adjoining 2 acre commercial zone parcel available for $225,000.

22 Schoolhouse Ln, Coxsackie

Location, location, location! This land lot is a rare find, ideally located on a quiet country road with total privacy. This land has a culvert and driveway established. Raised a bit from the road is flat land with a spectacular view, as the opposite side of the road declines down to Kaaterskill Creek. Create a country retreat close to the Hudson River hot spots, skiing, historical landmarks, and thousands of acres of public forests for hiking and adventure, all within a 30-minute drive! Just 5 minutes to downtown Catskill, 10 to Hudson and Kaaterskill Wild Forest, 25 to Hunter Mountain skiing. 2.5 hrs from NYC. 40 mins from Albany. Schedule a viewing today!

103 Underhill Road, Catskill

Discover the perfect canvas for your dream home on this 1.2-acre approved building lot with over 100 feet of waterfront nestled along the serene shores of the Potic Creek. Imagine waking up to picturesque water views every morning with your favorite fresh brew in hand and your furry four-legged friend in toe so you can throw their favorite toy in the water. Seize this opportunity to create your waterfront oasis. Don't miss out on this prime piece of paradise to relish in the upstate NY country vibe!! Close to everything that is all the buzz in Greene County including Coxsackie's the Wire'' and brand new water front park, Athens Cultural center and riverfront park, Catskill's New York Restaurant, La Conca D'oro, Foreland and Dutchman's landing and the newly revitalized boat launch into the Hudson.

Laurie Lane, Cairo

Unique Lake Lot @ Sleepy Hollow Lake..... Lot is adjacent to large lakefront park where you can access the lake. Lot is mostly wooded, slight slope to side which would offer a potential walk out lower level or garage under. Enjoy lake living and all Sleepy Hollow has to offer !!! Great fishing, kayaking, pools, tennis, pickleball , 24 hr public safety PLUS community water, sewer, electric and cable underground at the road.

38 Gunpowder Drive, Athens

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