Homes for Sale near Windham-Ashland-Jewett Central School

/53
$559,900
- 4 Beds
- 2 Baths
- 1,960 Sq Ft
168 Acorn Dr, Jewett, NY 12444

Escape the city and discover your perfect year-round retreat nestled between Hunter and Windham Mountains. This custom-built 4-bedroom, 2-bath home sits on a private 5-acre parcel at the end of a quiet dead-end road, offering the serenity and space many people dream of.Thoughtfully set back from the road for added privacy, this well-cared-for home welcomes you with quiet surroundings,

Lorenzo Murray

Hunt ERA

(518) 741-3712

168 Acorn Dr, Jewett, NY 12444
/29
$639,000
- 4 Beds
- 2 Baths
- 2,240 Sq Ft
19 Brook Hollow Ln, Windham, NY 12496

Windham - Where Everyone Wants to Be! Just one mile from the heart of Windham Village, this chalet-style raised ranch offers the perfect balance of comfort, style, and mountain living. Beautifully maintained inside and out, the home features 4 bedrooms and 2 full baths, with a bright open floor plan, vaulted ceilings, and a cozy fireplace creating that quintessential ski-town charm. The main

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 749-4476

19 Brook Hollow Ln, Windham, NY 12496
/21
$319,000
- 2 Beds
- 2.5 Baths
- 1,178 Sq Ft
63 Windham Ridge Rd, Windham, NY 12496

Welcome to the sought after Town of Windham to this beautiful Townhouse complex of Windham Ridge,a 4 Seasons Community that offers a fantastic opportunity for outdoor enthusiasts and those looking for a cozy retreat. Located near the Village, it is close to a variety of amenities, including restaurants, shops and movie theaters while still providing the serenity and access to outdoor activities

Carol Shaw

Shaw Country Realty, Inc.

(518) 855-3425

63 Windham Ridge Rd, Windham, NY 12496
/28
$299,999
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
5359 Main St Unit 2C, Windham, NY 12496

Turn-Key & Motivated Seller Due to Work RelocationLocation is everything—and this condo has it all. Perfectly situated on Main Street and just one minute from Windham Mountain, this beautifully designed 2-bedroom, 2-bath home offers an open single-level floor plan plus a versatile flex space for a home office, guest room, or whatever you need.Enjoy the best of both worlds with views

Carol Shaw

Shaw Country Realty, Inc.

(518) 600-2711

5359 Main St Unit 2C, Windham, NY 12496
/39
$359,000
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
4 French Park Dr Unit 1 (2a), Windham, NY 12496

Discover this charming townhouse in Windham, ideally positioned to offer stunning views of the slopes and boasting a desirable southern exposure. This inviting property features 3 bedrooms and 2 baths, perfect for a family or as a rental investment. The loft area provides additional space, suitable for a home office or extra sleeping quarters. The third bedroom is small but perfect for sleeping 2

Carol Shaw

Shaw Country Realty, Inc.

(518) 808-3327

4 French Park Dr Unit 1 (2a), Windham, NY 12496
/38
$995,000
- 3 Beds
- 2 Baths
- 2,676 Sq Ft
89 Zinno Rd, Ashland, NY 12407

Private Mountain Oasis Minutes to Windham.Escape to your own piece of Catskills paradise in this beautifully maintained home, ideally located just 10 minutes from Windham's renowned ski slopes, pristine golf courses, vibrant village shops and dining, winery, breweries, and year-round entertainment venues.Nestled on a quiet private road, this property offers the ultimate blend of seclusion

Carol Shaw

Shaw Country Realty, Inc.

(518) 722-3529

89 Zinno Rd, Ashland, NY 12407
/54
$850,000
- 8 Beds
- 8 Baths
- 3,712 Sq Ft
5320 New York 23, Windham, NY 12496

In the heart of Windham, ''the place to be,'' this rare multi-use property offers endless possibilities for residential, commercial, or mixed-use ventures. Formerly a thriving B&B, it features two buildings with a total of 8 bedrooms and 8 bathrooms, a large open kitchen plus accessory kitchen, and expansive spaces perfect for a restaurant, cafe, art studio, gallery, retail shop, or rental income

Carol Shaw

Shaw Country Realty, Inc.

(518) 261-9298

5320 New York 23, Windham, NY 12496
/35
$699,000
- 5 Beds
- 3 Baths
- 2,640 Sq Ft
134 Magda Ln, Windham, NY 12496

Charming Country Retreat Just Minutes to Windham Nestled on a private dead-end road just minutes from Windham's slopes, golf courses, and vibrant village, this beautifully renovated 5-bedroom, 3-bath home sits on 5.5 acres of peaceful country setting. Blending timeless country charm with modern style, the home features warm wood floors, an inviting open kitchen and dining area, and multiple

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 413-0731

134 Magda Ln, Windham, NY 12496
/28
$525,000
- 3 Beds
- 2.5 Baths
- 1,903 Sq Ft
215 Siam Rd, Windham, NY 12496

Nestled in the scenic beauty of Windham, NY, this unique octagon house offers a truly one-of-a-kind retreat close to skiing, golf, and hiking adventures. Set on over 5 acres of parklike surroundings, this property provides plenty of space for relaxation and exploration. The main home features 3 bedrooms and 2.5 baths, offering comfort and charm with stunning mountain views with surround windows

Carol Shaw

Shaw Country Realty, Inc.

(518) 757-0479

215 Siam Rd, Windham, NY 12496
/30
$999,000
- 4 Beds
- 3.5 Baths
- 1,916 Sq Ft
5 Jacob Strasse Rd, Windham, NY 12496

Modern Mountain Retreat just minutes from Windham Village! Looking for that perfect mix of modern style and cozy mountain living? Welcome to your dream home! This beautifully updated 4-bedroom, 3.5-bathroom escape offers over 3,000 square feet of space, set on five peaceful acres and it's just a few minutes from Windham's village shops, restaurants, and world-class ski slopes.Enter through a

Christine Hinz

Coldwell Banker Village Green

(518) 576-1632

5 Jacob Strasse Rd, Windham, NY 12496
/38
$359,000
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
4 French Park Dr Unit 2, Windham, NY 12496

Discover this charming townhouse in Windham, ideally positioned to offer stunning views of the slopes and boasting a desirable southern exposure. This inviting property features 3 bedrooms and 2 baths, perfect for a family or as a rental investment. The loft area provides additional space, suitable for a home office or extra sleeping quarters. The third bedroom is small but perfect for sleeping 2

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 856-8446

4 French Park Dr Unit 2, Windham, NY 12496
/28
$525,000
- 3 Beds
- 2.5 Baths
- 1,900 Sq Ft
215 Siam Rd, Windham, NY 12496

Nestled in the scenic beauty of Windham, NY, this unique octagon house offers a truly one-of-a-kind retreat close to skiing, golf, and hiking adventures. Set on over 5 acres of parklike surroundings, this property provides plenty of space for relaxation and exploration. The main home features 3 bedrooms and 2.5 baths, offering comfort and charm with stunning mountain views. The perfect country

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 351-7588

215 Siam Rd, Windham, NY 12496
/5
$175,000
- Land
- 5.1 Acres
- $34,314 per Acre
128 Brittany Hill Rd, Jewett, NY 12444

Perfectly situated between Windham and Hunter Mountains, this 5.1-acre parcel offers the best of mountain living in a truly central location. Set along a picturesque country road, morning walks here come with sweeping panoramic views of the Catskills. The land is mostly wooded and with natural clearing, can provide a private setting for your dream home or weekend retreat. With DEP-approved

Carol Shaw

Shaw Country Realty, Inc.

(518) 333-9243

128 Brittany Hill Rd, Jewett, NY 12444
/13
$157,500
- 1 Bed
- 1 Bath
- 560 Sq Ft
2 Quads Way, Windham, NY 12496

Located in the heart of Windham, “Land in the Sky,” this condo is your perfect home away from home. Whether you’re an outdoor adventurer or seeking a relaxing getaway, this one-bedroom retreat is designed for comfort and convenience. Families of all sizes will enjoy year-round excitement with on-site amenities including a pool, tennis court, fire pit, and picnic areas.Just 3 minutes from

Gal Ozana

Ozana Realty Group

(518) 201-1127

2 Quads Way, Windham, NY 12496
/45
$375,000
- 3 Beds
- 1.5 Baths
- 1,069 Sq Ft
28 Sutton Hollow Rd, Windham, NY 12496

Welcome to this charming, freshly painted Cape-style farmhouse, where comfort and character meet. Inside, a warm and inviting living room with a wood-burning fireplace offers the perfect place to relax after a day of adventure. Step outside onto the back deck and soak in the tranquil wooded setting—ideal for morning coffee, evening sunsets, or simply enjoying nature's beauty. Perfectly situated

Jamie Mazuryk

Venture Fox Realty Group LLC

(518) 749-3527

28 Sutton Hollow Rd, Windham, NY 12496
/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
/42
$650,000
- 3 Beds
- 2.5 Baths
- 2,004 Sq Ft
442 Mitchell Hollow Rd, Windham, NY 12496

Nestled just 2.9 miles away from the breathtaking slopes of Windham Mountain and across the street from 89 acres of protected land sits this stunning 3 bed, 2.5 bath ranch. The home offers a captivating blend of modern touches and natural beauty. As you step into this picturesque retreat, panoramic views of the surrounding landscape greet you from every window, with the Windham slopes on display

Mark McAlpine

Compass Greater New York, LLC

(518) 327-4735

442 Mitchell Hollow Rd, Windham, NY 12496
/19
$334,900
- 3 Beds
- 2 Baths
- 1,040 Sq Ft
504 Route 40, Maplecrest, NY 12454

Nestled in the quaint hamlet of Maplecrest, this inviting 2-bedroom home offers the perfect blend of tranquility and convenience. Ideally located between Windham and Hunter Mountains, it's just minutes from world-class skiing, hiking, golf, and other outdoor adventures. Enjoy easy access to nearby CD Lane Park, Colgate Lake, and the iconic Kaaterskill Falls.This home boasts a semi-finished

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 759-6904

504 Route 40, Maplecrest, NY 12454
/24
$334,900
- 2 Beds
- 2 Baths
- 1,040 Sq Ft
504 Rt 40, Windham, NY 12454

Nestled in the quaint hamlet of Maplecrest, this inviting 2-bedroom home offers the perfect blend of tranquility and convenience. Ideally located between Windham and Hunter Mountains, it's just minutes from world-class skiing, hiking, golf, and other outdoor adventures. Enjoy easy access to nearby CD Lane Park, Colgate Lake, and the iconic Kaaterskill Falls.This home boasts a semi-finished

Carol Shaw

Shaw Country Realty, Inc.

(518) 741-2720

504 Rt 40, Windham, NY 12454
/6
$79,500
- Land
- 2 Acres
- $39,750 per Acre
0 Deer Valley Ln, Jewett, NY 12444

Quietly nestled at the end of a cul-de-sac, this property offers privacy and tranquility, while still being centrally located between Windham and Hunter ski areas. Perfect for outdoor enthusiasts, you'll be just minutes away from world-class skiing, hiking trails, golf courses, restaurants, lakes, and the stunning Kaaterskill Falls. All of these amenities are within a 15-minute drive, making this

Carol Shaw

Shaw Country Realty, Inc.

(518) 864-1388

0 Deer Valley Ln, Jewett, NY 12444
/14
$89,000
- Land
- 5.1 Acres
- $17,451 per Acre
181 Wilderness Rd, East Jewett, NY 12424

This property is nestled in East Jewett in between Hunter and Windham Mountain Ski Resorts. Less than 10 minute drive to Hunter Mountain and about 15 minutes to Windham Ski Resort. Located on a quiet town-maintained road; hardly any traffic on a dead end road. DEP approved for septic. Mountain views. Seller is experienced home builder who will work with whatever your desires and choices are. Two

Betsy Pellitteri

HEAVENS 2 BETSY REALTY

(518) 676-2677

181 Wilderness Rd, East Jewett, NY 12424
/5
$175,000
- Land
- 5.8 Acres
- $30,172 per Acre
3333 Route 10, Ashland, NY 12407

SHOVEL READY*. Well Dug, leach fields installed. The property is approximately 5.8 acres in size and has the potential for beautiful mountain views. It's also conveniently located close to a vineyard, Windham ski resort, golf courses, and local hiking trails, Pratts Rock, everything within minutes Additionally, it has the essential infrastructure of a dug well (needs pump) and a partial

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 313-3652

3333 Route 10, Ashland, NY 12407
/13
$99,000
- Land
- 8.24 Acres
- $12,015 per Acre
539 Route 40, Maplecrest, NY 12454

Centrally located between Windham and Hunter, minutes to CD Lane Park, State hiking trails, Colgate Lake and everything this area has to offer. This 8 + acre parcel has a septic design in place designed by Kaaterskill Engineering and submitted to DEP and approved. This makes this lot desirable with no soil testing and design which could usually take Months and Money.cleared closer to road which

Carol Shaw

Shaw Country Realty, Inc.

(518) 809-8670

539 Route 40, Maplecrest, NY 12454
/5
$169,000
- Land
- 7 Acres
- $24,143 per Acre
219 Bailey Rd, Jewett, NY 12444

Calling All Contractors and Developers, this is an excellent opportunity to build a single residential family dwelling. Located in a quiet cul-de-sac, this property is nestled between Hunter and Windham Mountains. Great investment opportunity!

Saleem Naber

ERA Insite Realty Services

(518) 667-9632

219 Bailey Rd, Jewett, NY 12444
/74
$915,000
- 4 Beds
- 3.5 Baths
- 3,075 Sq Ft
116 Nilson Dr, Windham, NY 12496

Tucked away in a quiet residential cul-de-sac, 116 Nilson Drive offers the best of both worlds — peaceful neighborhood living surrounded by nature, yet just minutes from Main Street, Windham Mountain Club, and Christman's Golf Course. A rare find for the area, this welcoming residential enclave adds a special sense of character and community. It's a place where kids ride bikes, neighbors wave

Lisa Jaeger Coldwell Banker Village GreenW

116 Nilson Dr, Windham, NY 12496
/109
$2,175,000
- 6 Beds
- 3.5 Baths
- 4,104 Sq Ft
19 Twin Maples, Windham, NY 12496

Mountain Luxury Meets Ski-Inspired Living at Windham! Just a little over two hours from New York City, this stunning post-and-beam residence blends mountain charm with upscale comfort, making it the perfect ski getaway or second home. Located in the exclusive Village East community at Windham Mountain Club, this 6-bedroom, 3.5-bath retreat spans over 4,100 sq ft and offers breathtaking views,

Regina Tortorella Coldwell Banker Village GreenW

19 Twin Maples, Windham, NY 12496
/100
$2,799,000
- 6 Beds
- 5.5 Baths
- 3,828 Sq Ft
81 Sundance Dr, Windham, NY 12496

Secluded Mountain Estate with 20+ Acres, Panoramic Views & Sport Court in Windham, NY. Privately gated at the very end of Sundance Drive, this extraordinary log estate is one of only five luxury homes in this sought-after enclave each on expansive land, but none offering the privacy, scale, or setting of this one. Set on a sweeping tract with panoramic mountain views, this home blends refined

Regina Tortorella Coldwell Banker Village GreenW

81 Sundance Dr, Windham, NY 12496
/58
$750,000 Open Sat 11AM - 4PM
- 4 Beds
- 2 Baths
- 2,240 Sq Ft
60 County Route 65 A, Windham, NY 12496

Welcome to Windham Creek Lodge — a modern mountain retreat designed for both luxury living and income potential, where style meets sophistication in the heart of the Catskill Mountains.This beautifully remodeled multi-family chalet offers a rare blend of modern comfort, flexible design, and proven rental performance, located just minutes from Windham Mountain Club and Hunter

Lisa Jaeger Coldwell Banker Village GreenW

60 County Route 65 A, Windham, NY 12496
/39
$484,000
- 4 Beds
- 2 Baths
- 1,008 Sq Ft
7 Karlstadt Rd, Windham, NY 12496

Charming & Freshly Renovated Cottage in the Heart of Windham — Just 1 mile from skiing at Windham MountainEscape to the mountains and fall in love with this newly renovated Catskill Mountain cottage, ideally situated just minutes from world-class skiing and golfing at Windham Resort. Nestled in a prestigious yet charming community only about two hours from NYC, this property blends cozy

Regina Tortorella Coldwell Banker Village GreenW

7 Karlstadt Rd, Windham, NY 12496
/55
$645,000
- 4 Beds
- 3.5 Baths
- 1,512 Sq Ft
57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496

Just in time for ski season! Make this your base for winter fun at Windham Mountain Club.Beautifully renovated with comfort and quiet luxury in mind, this gorgeous corner townhouse in the desirable Brainard Ridge development offers a rare expanded floor plan featuring 4-5 bedrooms and 3.5 baths — perfect for hosting all of your loved ones and guests.The chef's kitchen has been

Lisa Jaeger Coldwell Banker Village GreenW

57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496
/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
/48
$849,000
- 4 Beds
- 3.5 Baths
- 2,088 Sq Ft
93 Maplewood Ave, Windham, NY 12496

Nestled at the end of a tranquil cul -de-sac, this spacious 3+1 bedroom perched on a hill just a short distance to downtown Windham has breathtaking views of the slopes at Windham Mountain.On the main level, floor-to-ceiling glass sliding doors showcase expansive mountain views. An open-concept layout with vaulted ceilings unites the living room, dining room, and kitchen—all oriented toward

Doina Dewell Coldwell Banker Village GreenW

93 Maplewood Ave, Windham, NY 12496
/42
$725,000
- 3 Beds
- 2 Baths
- 1,288 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
/55
$369,900
- 3 Beds
- 2.5 Baths
- 1,232 Sq Ft
23 Townhouse Ln Unit 1, Windham, NY 12496

Welcome to this warm and cozy FULLY FURNISHED townhome in Elm Ridge. Three levels of living space with a expansive guest suite or income apartment with separate entrance on the lower level. Located in a peaceful Airbnb friendly complex.Enjoy your morning coffee on the upper level covered balcony off each of the bedrooms or in the evening relax and take in the seasonal view from the large open

Sharon Knudsen Coldwell Banker Village GreenW

23 Townhouse Ln Unit 1, Windham, NY 12496
/43
$459,000
- 3 Beds
- 1.5 Baths
- 1,000 Sq Ft
61 Hemlock Rd, Jewett, NY 12444

Drive past bucolic countryside and mountain views to a quiet no-outlet street, where this charming, fully renovated ranch with a finished basement awaits. Move-in ready and designed with a modern farmhouse aesthetic, the home combines clean lines with rustic warmth for the perfect Catskills retreat.Inside, the open living and dining spaces connect seamlessly to the beautifully updated

Lisa Jaeger Coldwell Banker Village GreenW

61 Hemlock Rd, Jewett, NY 12444
/110
$1,490,000
- 6 Beds
- 6 Baths
- 4,284 Sq Ft
93 & 99 Nauvoo Rd, Windham, NY 12496

Come relax in the cool Mediterranean vibes of this lovingly maintained home with gorgeous GUEST HOUSE. The huge wrap around deck is perfect for your alfresco dining while you enjoy the stunning view of Windham Mtn and your enchanting back yard with cozy pond. Sheltered on two sides by state land, this property is a private oasis yet conveniently located close to town. You will

Sharon Knudsen Coldwell Banker Village GreenW

93 & 99 Nauvoo Rd, Windham, NY 12496
/36
$329,999
- 2 Beds
- 2.5 Baths
- 1,058 Sq Ft
73 Windham Ridge Rd Unit 16-H, Windham, NY 12496

Competitively Priced Catskills End Unit Townhouse - Fully Renovated, Furnished & Move-In Ready!This beautifully updated end-unit townhouse combines modern elegance with mountain charm, offering comfort, style, and unbeatable value.As you enter, you'll be welcomed by a stunning, fully remodeled kitchen outfitted with rich granite surfaces and a convenient breakfast bar, The kitchen

Regina Tortorella Coldwell Banker Village GreenW

73 Windham Ridge Rd Unit 16-H, Windham, NY 12496
/54
$745,000
- 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
/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
/36
$399,000
- 3 Beds
- 1.5 Baths
- 1,152 Sq Ft
315 Begley Rd, Windham, NY 12496

Located just minutes from the heart of Windham, NY, this inviting 3-bedroom, 1.5-bath ranch is the perfect base for four-season living in the Catskills. Set on a spacious, tree-lined lot with a detached two-car garage and generous backyard, the home offers the ideal balance of privacy, convenience, and potential.Step inside to find a warm and welcoming layout featuring a large living area

Regina Tortorella Coldwell Banker Village GreenW

315 Begley Rd, Windham, NY 12496

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