The Catskills, NY Homes for Sale

/52
$385,000
- 4 Beds
- 2 Baths
- 1,582 Sq Ft
934 New York 296, Hensonville, NY 12439

Perfectly positioned between Hunter and Windham ski resorts and just down the road from the beloved Matilda restaurant and the boutique Henson Hotel, this well-loved 3-bedroom, 2-bath home offers the kind of charm and potential that's becoming increasingly rare in the Catskills.Set on a gentle rise with a classic Colonial Revival facade, a full-length front porch welcomes you with

Jason Dugo

Dugo Realty

(518) 676-1037

934 New York 296, Hensonville, NY 12439
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/2
$229,000
- 0.5 Baths
- 4,173 Sq Ft
8663 New York 28, Big Indian, NY 12410

Elizabeth McGuire

Listing by Keller Williams Upstate NY Properties

(845) 516-9583

8663 New York 28, Big Indian, NY 12410
/31
$399,000
- 3 Beds
- 2 Baths
- 1,400 Sq Ft
436 Big Hollow Rd, Maplecrest, NY 12454

Up the road from thousands of acres of state hiking trails and from CD Lane Park with swimming, kayaking, and family fun, this location is a true four-season retreat. Minutes to Windham and Hunter ski resorts, golf courses, and local venues, the setting offers year-round recreation at your doorstep.Set back from a quiet country road on nearly 4 acres, this property is all about the outdoors.

Carol Shaw

Shaw Country Realty, Inc.

(518) 667-5960

436 Big Hollow Rd, Maplecrest, NY 12454
/2
$365,000
- 2 Beds
- 1 Bath
- 864 Sq Ft
44 Smith Ln, Grahamsville, NY 12740

Tucked away on a mountain ledge with breathtaking seasonal views, this charming A-frame cabin offers easy access to hiking and the Rondout Reservoir. Located in the peaceful Catskill Mountains, it’s the ideal escape for those seeking privacy, tranquility, and outdoor adventure. Carefully designed and surrounded by nature, the cabin blends rustic charm with modern amenities, making it the perfect

Craig Smith

Compass Greater NY, LLC

(845) 245-6421

44 Smith Ln, Grahamsville, NY 12740
/9
$450,000
- Land
- 10 Acres
- $45,000 per Acre
000 New York 296, Windham, NY 12496

10 Acres of Prime Forested Land | Windham, NY | Development or Dream Compound PotentialAn extraordinary opportunity awaits on Route 296 in Windham, NY - two adjacent 5-acre parcels totaling 10 acres of pristine Catskills forest, ideally situated for those with vision. Slightly sloped and elevated just enough to offer potential eastern-facing views with selective clearing, this land offers

Jason Dugo

Dugo Realty

(518) 601-3072

000 New York 296, Windham, NY 12496
/36
$398,000
- 5 Beds
- 3 Baths
- 2,636 Sq Ft
162 Rockland Rd, Roscoe, NY 12776

Fully Renovated Duplex +1 – Mother/Daughter – Income-Producing in Roscoe, NY! Welcome to this beautifully renovated farmhouse in the heart of Roscoe, NY — famously known as Trout Town USA! This versatile and charming property offers two fully updated 2-bedroom apartments, with one unit featuring an attached bonus 1-bedroom suite complete with its own full kitchen and bathroom — perfect for a

Joy Romano

Joy Romano Realty

(607) 558-3921

162 Rockland Rd, Roscoe, NY 12776
/52
$649,000
- 3 Beds
- 2 Baths
- 1,974 Sq Ft
83 Lawrence Rd, Jewett, NY 12444

Privately nestled on 3.3 wooded acres, this inviting 3-bedroom, 2-bath log-sided mountain chalet offers the perfect balance of peaceful seclusion and easy access to it all—just 10-15 minutes from both Hunter and Windham ski resorts. Step inside to an open floor plan highlighted by vaulted ceilings adorned in warm pine, rich wood floors, and a stunning great room anchored by a soaring stone

Regina Tortorella Coldwell Banker Village GreenW

83 Lawrence Rd, Jewett, NY 12444
/33
$649,000
- 2 Beds
- 2 Baths
- 1,208 Sq Ft
18 Country Club Ln, Woodstock, NY 12498

Welcome to 18 Country Club Lane. Located less than half a mile from the picturesque Village of Woodstock, this thoughtfully reimagined property offers easy access to shops, restaurants, fitness studios, playgrounds, and nearby nature trails, all just minutes from your front door. Designed by architects, the half-acre property includes two buildings and blends comfort, character, and modern

Leslie Foti Coldwell Banker Village Green

18 Country Club Ln, Woodstock, NY 12498
/56
$599,000
- 6 Beds
- 3 Baths
- 2,220 Sq Ft
177 Boy Scout Rd, East Jewett, NY 12424

Perfectly positioned between Hunter Mountain and Windham Mountain Club, this versatile six-bedroom, three bathroom Chalet offers the ultimate Catskills lifestyle -- whether you're seeking a full-time residence, weekend escape, or income-producing investment. The 2 levels of the Main home feature 4 spacious bedrooms, 2 full baths, warm wood accents, and a fireplace that anchors the living space.

Regina Tortorella Coldwell Banker Village GreenW

177 Boy Scout Rd, East Jewett, NY 12424
/50
$2,000,000
- 4 Beds
- 3 Baths
- 3,671 Sq Ft
53 Freeman Avery Rd, Olivebridge, NY 12461

An architectural gem tucked away on 40 acres of pristine forest, this striking 3,671-square-foot residence is a stunning fusion of modern architecture and natural beauty. Crafted by the acclaimed Resolution: 4 Architecture, incorporating all of their most coveted features that converge in this divine mid century modern design. Travel down the tree lined driveway past a cascading waterfall to a

Richard Vizzini Corcoran Country Living

53 Freeman Avery Rd, Olivebridge, NY 12461
/67
$6,995,000
- 9 Beds
- 7 Baths
- 8,479 Sq Ft
1471 New York 28a, West Hurley, NY 12491

Welcome to one of the most exceptional private estates in the Hudson Valley—a rare and breathtaking 115-acre estate overlooking the shimmering waters of the Ashokan Reservoir and framed by sweeping Catskill Mountain vistas. This once-in-a-generation offering comprises three distinct residences, three separately deeded parcels, extensive manicured trails, and an unmatched suite of amenities—all

Richard Vizzini Corcoran Country Living

1471 New York 28a, West Hurley, NY 12491
/38
$710,000
- 4 Beds
- 2 Baths
- 1,872 Sq Ft
114 Conifer Lake Rd W, Jewett, NY 12444

Originally built as a vacation retreat, this charming home on Conifer Lake has been cherished by its original owner for over 30 years -- a true testament to the warmth and appeal of this special lake community.The home offers a comfortable and inviting layout featuring an open floor plan, wood-burning fireplace, four bedrooms, and two bathrooms -- everything you need to relax and

Sheila Word Coldwell Banker Village GreenW

114 Conifer Lake Rd W, Jewett, NY 12444
/163
$1,599,000
- 8 Beds
- 4 Baths
- 6,590 Sq Ft
3913 County Road 23c, Jewett, NY 12444

Set along a quiet country road and surrounded by a private, stone-walled, park-like landscape, this grand Colonial estate is nestled on 44 mostly wooded acres with a crystal clear pond and sweeping mountain views. Custom built and thoughtfully designed, the impressive 6,600 square foot residence welcomes you with gleaming hardwood floors, oversized windows, exposed beams, and soaring vaulted

Regina Tortorella Coldwell Banker Village GreenW

3913 County Road 23c, Jewett, NY 12444
/74
$899,000
- 4 Beds
- 5 Baths
- 2,974 Sq Ft
213 Botti Dr, Hunter, NY 12442

Come See the Views for Yourself!Contemporary Mountain Retreat /Views/Fully Furnished /Prime Airbnb PotentialPerched on one of the largest and most elevated lots in the Village of Hunter, this stunning contemporary home captures unrivaled panoramic views of Hunter Mountain's ski slopes, a breathtaking backdrop that transforms with every season. Just a 1-minute drive to swimming at Dolan's Lake

Regina Tortorella Coldwell Banker Village GreenW

213 Botti Dr, Hunter, NY 12442
/50
$449,000
- 3 Beds
- 2 Baths
- 1,779 Sq Ft
49 Ulster & Delaware Turnpike, Shandaken, NY 12480

Discover your dream ski home in a prime location minutes to Bellleayre Ski Center! This completely renovated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and proximity to the slopes. Step inside to an open-concept living space designed for seamless entertaining and cozy gatherings. The centerpiece of the living area is an impressive floor to ceiling stone fireplace,

Jeffrey Ashton Listing by Coldwell Banker Timberland Properties

49 Ulster & Delaware Turnpike, Shandaken, NY 12480
/61
$1,125,000
- 5 Beds
- 5.5 Baths
- 3,643 Sq Ft
3 South St, Windham, NY 12496

Turn-Key Windham Ski Retreat | Modern End Unit with 4 En-Suites, Full Furnishing Option & High Income Potential Personal Use or Income Ready and hitting the market just in time for peak rental demand, this modern end-unit townhome at 292 South Street offers an unbeatable opportunity for both investors and second-home seekers. Featuring four en-suite bedrooms, panoramic slope views, and a sleek

Regina Tortorella Coldwell Banker Village GreenW

3 South St, Windham, NY 12496
/58
$715,000
- 4 Beds
- 2 Baths
- 2,240 Sq Ft
60 County Route 65 A, Windham, NY 12496

Price Cut! Windham Creek Lodge is an active, income-producing short-term rental property generating 70K-80K in annual income. The recent price reduction enhances the profit margin while offering additional room to scale and maximize returns. Fully renovated in 2023-2024, this modern multi-family chalet is ideally located just minutes from Windham Mountain Club and Hunter Mountain—positioning it

Lisa Jaeger Coldwell Banker Village GreenW

60 County Route 65 A, Windham, NY 12496
/106
$3,250,000 New Construction
- 6 Beds
- 5 Baths
- 5,021 Sq Ft
219 Club Rd, Windham, NY 12496

STR Projected Revenue: 161.6K(incl. 13,528 cleaning fee)Occupancy: 42 ADR: 1043 Welcome to the ultimate ski-in/ski-out escape at Windham Mountain Club, where modern design, four-season mountain living, and front-row slope access come together in a way that feels both luxurious and totally effortless. This brand-new, custom-built home is perched just steps from the chairlift, making it one

Regina Tortorella Coldwell Banker Village GreenW

219 Club Rd, Windham, NY 12496
/64
$1,899,000
- 5 Beds
- 3.5 Baths
- 4,044 Sq Ft
22 The Loop, Windham, NY 12496

A short 1-2 minute walk to the trail access (870 ft)!! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscaped surroundings, creating impeccable curb appeal. Inside, a grand two-story great room welcomes you

Regina Tortorella Coldwell Banker Village GreenW

22 The Loop, Windham, NY 12496
/109
$2,175,000
- 6 Beds
- 4.5 Baths
- 4,104 Sq Ft
19 Twin Maples, Windham, NY 12496

Experience mountain luxury at its finest in this stunning post-and-beam home at Windham Mountain Club's exclusive Village East community just a little over two hours from New York City. Designed for those who love the outdoors but don't want to sacrifice comfort, this 6-bedroom, 3.5-bath retreat spans more than 4,100 sq ft and combines timeless craftsmanship with breathtaking views of the

Regina Tortorella Coldwell Banker Village GreenW

19 Twin Maples, Windham, NY 12496
/59
$549,000
- 3 Beds
- 2.5 Baths
- 1,728 Sq Ft
85 Bobillen Rd, Jewett, NY 12444

Modern Mountain Retreat on 5 Private Acres Between Hunter & Windham-Step into contemporary comfort on 5 private acres in the heart of Jewett, NY. This modern mountain retreat blends stylish design with warm, inviting details—perfect as a full-time residence, weekend escape, or income-producing short-term rental. Inside, the open floor plan creates an effortless flow between the living, dining,

Regina Tortorella Coldwell Banker Village GreenW

85 Bobillen Rd, Jewett, NY 12444
/58
$724,999 New Construction
- 4 Beds
- 4 Baths
- 3,029 Sq Ft
5127 County Road 23c, Jewett, NY 12444

With deeded lake rights to the highly sought-after Conifer Lake community, this three-year-new home delivers the rare opportunity to enjoy like-new construction paired with coveted lake rights--without the wait or stresses of building. Thoughtfully designed with an open-concept layout, the main living space flows effortlessly between the living room, dining area, and kitchen, creating the perfect

Regina Tortorella Coldwell Banker Village GreenW

5127 County Road 23c, Jewett, NY 12444
/44
$499,000
- 3 Beds
- 3 Baths
- 1,566 Sq Ft
13 Brainard Ridge Rd, Windham, NY 12496

5 Years New! Stylishly Renovated Townhome in the Heart of Windham Mountain Club. Renovated approximately five years ago and move-in ready, this beautifully updated 3-bedroom, 3-bath townhome offers exceptional value in the heart of the growing Windham Mountain Club community. With 1,566 square feet of living space across three thoughtfully designed levels (includes the finished basement), the

Regina Tortorella Coldwell Banker Village GreenW

13 Brainard Ridge Rd, Windham, NY 12496
/51
$2,499,000
- 4 Beds
- 4 Baths
- 4,525 Sq Ft
85 Conifer Lake West Rd, Jewett, NY 12444

Lake front Luxury Log Home, in a beautiful setting, minutes to Windham Mountain Club & Hunter Ski Resorts. This is a very special 4 Season vacation home. Enjoy swimming, boating, fishing, hunting & ice skating. The entrance to the property was cut through the forest, creating an enchanting long winding driveway. Ground floor incorporates a generously proportioned kitchen with Hickory cabinets,

Sheila Word Coldwell Banker Village GreenW

85 Conifer Lake West Rd, Jewett, NY 12444
/40
$545,000
- 2 Beds
- 2 Baths
- 1,390 Sq Ft
53 Windham Mount Village, Windham, NY 12496

Renovated Windham Mountain Village Townhouse - Steps to Slopes & Lodge, Walk to Lift, Season Tenant in Place, Income from Day One, Pool & Tennis Access-Located at the Windham Mountain Club, this beautifully updated 2-bedroom, (plus a flex room that is used as a third bedroom), 2-bathroom townhouse in Windham Mountain Village offers the perfect blend of a peaceful Catskills retreat and a smart

Regina Tortorella Coldwell Banker Village GreenW

53 Windham Mount Village, Windham, NY 12496
/53
$565,000
- 6 Beds
- 3 Baths
- 2,992 Sq Ft
94 Brookside Dr, Tannersville, NY 12485

Ideal location, one block away from Main Street hot spots, restaurants and cultural establishments, just minutes to three major ski areas, Hunter Mountain, Windham Mountain and Belleayre Mountain. Exploring short term rental possibilities? This is your place. Don't let this opportunity slide by.Spacious 6 bedrooms house plus an office on two levels. Each level could be it's own living space.

Doina Dewell Coldwell Banker Village GreenW

94 Brookside Dr, Tannersville, NY 12485
/43
$1,149,000
- 5 Beds
- 3.5 Baths
- 3,224 Sq Ft
137 Mountain Brook Rd, Tannersville, NY 12485

Tucked away at the end of a quiet dead-end road, this exceptional Catskills property offers a rare sense of arrival--where privacy, design, and natural beauty converge just minutes from the vibrant village of Tannersville. Renowned for its boutique shops, curated dining, and proximity to Hunter Mountain, this location delivers the perfect balance of refined seclusion and effortless access. Set

Richard Vizzini Corcoran Country Living

137 Mountain Brook Rd, Tannersville, NY 12485
/63
$1,149,000
- 5 Beds
- 5.5 Baths
- 3,460 Sq Ft
292 South St Unit 2, Windham, NY 12496

Incredible Investment Opportunity - Proven Short-Term Rental Income!Welcome to 292 South St, Windham - a luxury townhouse with exceptional income potential, already generating 85,000-110,000 annually while being rented for just a small portion of the year. This high-performing vacation rental has significant upside for buyers active on platforms like Airbnb, Vrbo, and AirDNA. With full-time

Regina Tortorella Coldwell Banker Village GreenW

292 South St Unit 2, Windham, NY 12496
/49
$450,000
- 6 Beds
- 4 Baths
- 2,371 Sq Ft
5807 Main St, Tannersville, NY 12485

Discover an exceptional home in charming Tannersville that perfectly balances mountain living with smart investment potential. In addition to the Main house this versatile property features two leagal apartments around the back on the lower level. Rent them to help with the mortgage or use for office or studio space! The main house welcomes you with three comfortable bedrooms and two full

Aysa Morehead Coldwell Banker Village Green

5807 Main St, Tannersville, NY 12485
/67
$1,749,000
- 5 Beds
- 2.5 Baths
- 3,893 Sq Ft
33 Elm Ridge Rd, Windham, NY 12496

The Mountains Are Calling and I Must Go.'' P.S., I plan to be VERY comfortable when I get there!Welcome to 33 Elm Ridge - the best of the Catskills - the ultimate in mountain opulence. This shingled contemporary makes quite the impression on its incredible setting; 3,900sqft of living space spans over 3 floors which include 5 bds, 3.5 bths & a walk-out basement that's ready to party. It's set on

Regina Tortorella Coldwell Banker Village GreenW

33 Elm Ridge Rd, Windham, NY 12496
/42
$649,000
- 3 Beds
- 2 Baths
- 1,898 Sq Ft
53 Tower Mountain Rd, Jewett, NY 12444

Check out this ready-to-move-in listing. Relax to the sound of chirping birds while sinking into the oversized hot tub on the deck and the expanded wrap-around deck, while barbecuing and sharing drinks with your friends in complete privacy. This home was custom built by a local builder and has never changed owners until now. The home features modern updates throughout while maintaining its charm

Doina Dewell Coldwell Banker Village GreenW

53 Tower Mountain Rd, Jewett, NY 12444
/54
$715,000
- 4 Beds
- 4 Baths
- 1,688 Sq Ft
5147 Route 23c, Jewett, NY 12444

Welcome to this modern, functional and stylish contemporary home. Experience world-class skiing, golfing, and dining within minutes of your doorstep, plus easy access to both Windham and Hunter Mountain. Also, Conifer Lake is just a short distance away, and your ownership includes exclusive lake access rights for unlimited summer recreation.The entire house is climate controlled with central

Doina Dewell Coldwell Banker Village GreenW

5147 Route 23c, Jewett, NY 12444
/32
$395,000
- 2 Beds
- 1 Bath
- 960 Sq Ft
296 Diamond Notch Rd, Lanesville, NY 12450

Welcome to this charming and well-maintained country home set along a quiet no-outlet road surrounded by mountain views and classic Catskills scenery. This sweet 2-bedroom, 1-bath ranch on 1 acre offers peaceful privacy while remaining close to many of the region's most sought-after outdoor attractions. Drive past scenic horse farms and a babbling brook along this peaceful country road to reach

Lisa Jaeger Coldwell Banker Village GreenW

296 Diamond Notch Rd, Lanesville, NY 12450
/30
$99,900
- Land
- 9.38 Acres
- $10,650 per Acre
116 Voss Rd, Denning, NY 12725

Wow! 9+ acres of gorgeous land, peaceful and secluded, on a private road with a drilled well! Level property is home to abundant wildlife with blueberry bushes, young and mature deciduous and evergreen trees, and stone wall. Electric is at the property (no Internet yet). Lovely location in the Tri-Valley School District with a lot of frontage. Near to hiking trails, reservoirs, and tons of state

Carol Malek Malek Properties

116 Voss Rd, Denning, NY 12725
/41
$575,000
- 2 Beds
- 2 Baths
- 1,700 Sq Ft
13 Grooville Rd, Livingston Manor, NY 12758

Organic Farmstead with Private Fishing Brook, Ponds, Woods and Gardens. Welcome to your very own organic farmstead situated on 7.5 plus acres of level, fertile, and organic Catskills land minutes from the charming hamlet of Livingston Manor. This unique income-generating property, comprised of two adjacent lots (5.24 acres and 2.45 acres), is suitable for a range of residential, agricultural, and

John Roynon Land and Water Realty LLC

13 Grooville Rd, Livingston Manor, NY 12758
/15
$10,299,000
- Land
- 686.6 Acres
- $15,000 per Acre
0 Dug Hill Rd Unit KEY909201, Hurley, NY 12443

Now on the market: one of the most significant undeveloped land holdings in Ulster County, stretching from Kingston to the Ashokan Reservoir. Spanning over 686 acres, this rare offering is set in the ideal location: right in the heart of the Rondout Valley and just 90 minutes from New York City. Perfectly positioned between Kingston, Accord, and Saugerties/Woodstock. Surrounded by protected state

Emily Haas-Godsil McRee Compass Greater NY, LLC

0 Dug Hill Rd Unit KEY909201, Hurley, NY 12443
/26
$299,000
- 2 Beds
- 2 Baths
- 1,020 Sq Ft
11 Rose Mountain Rd, Big Indian, NY 12410

ONLY A 5 MINUTE DRIVE TO BELLEAYRE MOUNTAIN SKI CENTER! This home is perfect for ski season and all year round. Cross over the gentle stream running alongside Rose Mountain Road and enter the setting of this cozy and well-maintained home, which offers a sense of privacy while still having a convenient location with easy maintenance. The interior has been carefully updated over time, and looks

Joshua Slater The Catskill Dream Team

11 Rose Mountain Rd, Big Indian, NY 12410
/8
$325,000
- Land
- 1.2 Acres
- $270,833 per Acre
L37 Panarama Ln, Windham, NY 12496

Destination Windham! This 1.2 acre parcel is the perfect location to build your primary residence, ski home,weekend getaway, or log cabin. Stunning views of both the town and the mountain!Enjoy the traffic-free,peaceful setting off the mountain. Minutes to the slopes. Walking distance to the golf course and country club.Minutes to Main Street to enjoy the shops and restaurants. The lot has been

Susan Miller WINDSTAR REALTY GROUP LLC

L37 Panarama Ln, Windham, NY 12496
/20
$459,000
- 1 Bed
- 1.5 Baths
- 644 Sq Ft
82 Liftside Dr Unit A-7, Hunter, NY 12442

This completely upgraded and meticulously renovated one bedroom loft condo right on the slopes of Hunter Mountain. The Fabulous A building at Liftside Village with the slopes right out your back deck. Wave to the skiers as they go by. Living room, kitchen, one and 1/2 bathrooms, ski locker outside your door. Seller has spared no expense in designing this condo for themselves. High end

Alexa Kwiatkowski Greene Acres Real Estate & Man

82 Liftside Dr Unit A-7, Hunter, NY 12442
/42
$1,650,000
- 4 Beds
- 3.5 Baths
- 2,770 Sq Ft
10 Stonewall Ln, Windham, NY 12496

Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’

John Oliveira Douglas Elliman Real Estate

10 Stonewall Ln, Windham, NY 12496

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