Homes for Sale near Windham Ashland Central School

/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
Selling your home? Sell it faster and for more with a Homes.com Boost.
Learn More
/66
$775,000
- 3 Beds
- 2.5 Baths
- 1,944 Sq Ft
32 Blackberry Dr, Jewett, NY 12444

Zen-Inspired Private Retreat with Heated Pool on 7+ Acres, Plus Additional 5-Acre Building Lot on Brittany Hill RoadPrivately set on over 7 acres across two parcels (SBL# 110.00-6-87 & 110.00-6-86), this stunning cedar contemporary offers a rare blend of tranquility, space, and modern comfort—all just 12 minutes from both Hunter and Windham ski slopes. Tucked away on a cul-de-sac, the

Regina Tortorella Coldwell Banker Village GreenW

32 Blackberry Dr, 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
$339,000
- 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
/73
$634,000
- 8 Beds
- 4 Baths
- 3,577 Sq Ft
110 Maplecrest Rd, Windham, NY 12439

Charming Multi-Family Farmhouse in the Heart of the CatskillsIdeally located near Windham Mountain Club, Hunter Mountain, CD Lane Park, and countless outdoor adventures, this lovingly maintained multi-family farmhouse offers both character and income potential. Set on a picturesque 3.2-acre parcel that slopes gently toward the Batavia Kill stream, the property includes four unique,

Lisa Jaeger Coldwell Banker Village GreenW

110 Maplecrest Rd, Windham, NY 12439
/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
/59
$799,000
- 4 Beds
- 3.5 Baths
- 2,100 Sq Ft
769 Mitchell Hollow Rd, Windham, NY 12496

Bright Sparrow Farmhouse - Modern Farmhouse on 8+ Acres with Private Pond, Mountain Views & Proven Rental Income | Windham, NYWelcome to Bright Sparrow Farmhouse—your dream Catskills retreat where modern farmhouse style meets timeless charm on over 8.22 private acres with a spring-fed pond, unobstructed mountain views, and a turnkey short-term rental setup with proven income. Located just

Regina Tortorella Coldwell Banker Village GreenW

769 Mitchell Hollow Rd, Windham, NY 12496
/96
$1,699,000
- 5 Beds
- 3.5 Baths
- 4,312 Sq Ft
102 Thunderbird Terrace, Windham, NY 12496

Custom Log Cabin with Modern Finishes, The Feel of a New Build, and Stunning Mountain Views- Nestled on nearly 2 acres, this breathtaking custom log cabin combines luxury, charm, and nature. Built with meticulous attention to detail, the home shows as if it is new construction, exuding a fresh and pristine feel throughout, making it indistinguishable from a brand-new build. With 5 bedrooms, 3.5

Regina Tortorella Coldwell Banker Village GreenW

102 Thunderbird Terrace, Windham, NY 12496
/74
$599,000
- 4 Beds
- 4 Baths
- 2,950 Sq Ft
25 Vets Rd, Windham, NY 12496

Peaceful Sanctuary in the Heart of WindhamStep into a unique opportunity to own a stunning property perfectly balancing convenience, tranquility, and potential. Located less than half a mile from Windham Ski Resort and tucked just behind Main Street, this rambling ranch offers the best of both worlds easy access to dining, shopping, bars, skiing, festivals, and concerts, while feeling like a

Regina Tortorella Coldwell Banker Village GreenW

25 Vets Rd, Windham, NY 12496
/72
$2,250,000
- 9 Beds
- 7 Baths
- 4,572 Sq Ft
150 Trailside Rd, Windham, NY 12496

Investor Opportunity: Luxury Slopeside Home at Windham Mountain Club - Airbnb-Ready Income PropertyWelcome to 150 Trailside Road, the most competitively priced slopeside home at Windham Mountain Club—a rare and lucrative opportunity for savvy property investors targeting the booming short-term rental market in the Catskills. With direct access to the slopes, a sprawling 6,859 sq. ft.

Regina Tortorella Coldwell Banker Village GreenW

150 Trailside Rd, Windham, NY 12496
/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
/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 PotentialPersonal 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

Regina Tortorella Coldwell Banker Village GreenW

3 South St, Windham, NY 12496
/32
$799,000
- 3 Beds
- 3.5 Baths
- 2,434 Sq Ft
415 Old Rd, Windham, NY 12496

Don't miss this unique opportunity to establish a year-round retreat in the Catskill Mountains, ideal for hosting family and friends on two separate lots. The grounds offer apple picking, fishing in the pond, and swimming, while children can enjoy outdoor activities and grandparents relax on the upper deck with scenic mountain views—all accessible from your own front yard. In winter, prepare for

Laurie Hanenberg Hunter Windham Real Estate

415 Old Rd, Windham, NY 12496
/42
$1,245,000
- 3 Beds
- 3.5 Baths
- 2,225 Sq Ft
6 Watch Hill Ln, Windham, NY 12496

Timeless Timber Frame Townhome!Walk to the trails from this 3bedroom, plus loft 3.5 bath with attached garage, Windham beauty! Enjoy the elegance of a true timber frame home, with all its warmth and charm. Lovely entrance with sizable ski and boot room, opening to vaulted ceiling living room with plenty of windows to take in the beautiful natural surroundings. Tasteful furnishings to relax

Patricia Charbonneau Brainard Ridge Management

6 Watch Hill Ln, Windham, NY 12496
/49
$1,295,000
- 4 Beds
- 3.5 Baths
- 1,353 Sq Ft
129 Club Rd, Windham, NY 12496

Gorgeous Windham Mountain Contemporary. An abundance of natural light and impressive landscaping establish the setting as you step into this beautiful 4-bedroom 3.5 bath mountain home. Panoramic, stunning views from every room, spacious living room with cozy, tasteful furnishings, striking stone wood burning fireplace, bright kitchen with granite counters, solid maple cabinetry and Bosch

Patricia Charbonneau Brainard Ridge Management

129 Club Rd, Windham, NY 12496
/50
$725,000
- 4 Beds
- 2.5 Baths
- 1,554 Sq Ft
73 Beaver Hill Rd, Windham, NY 12496

Windham EnchantmentDriving on a peaceful, private road you will come upon this unique 4 bedroom, 2.5 bath Windham home offering serenity and understated charm. Natural light abounds upon entering this modern classic, with its open first floor layout, good working kitchen open to all, lovely dinning area with wrap around windows. The gracious living area, complete with cozy wood burning

Patricia Charbonneau Brainard Ridge Management

73 Beaver Hill Rd, Windham, NY 12496
/41
$654,000
- 3 Beds
- 2 Baths
- 1,120 Sq Ft
212 South St, Windham, NY 12496

Location is everything, This home sits on 1.80 acres/ Beautiful views in ever direction. The perfect location of skiing, golfing, walk to town, library, movies, restaurants. Watch the fireworks at /Windham, Mt. Club. Upper level boasts a stone fireplace w/wood insert, wood floors, even a bar, eat in kitchen, plus dining room with a wall of windows, to enjoy the views. Kitchen has been redone

Mary Donovan Gallagher & Company

212 South St, Windham, NY 12496
/40
$699,999
- 3 Beds
- 2 Baths
- 1,597 Sq Ft
12325 State Highway 23, Ashland, NY 12407

Set on 7 serene acres in the scenic Catskill Mountains, this turnkey 1,597 square foot ranch in Ashland, NY offers the perfect blend of modern comfort and natural beauty. The home features a sun-drenched open-concept kitchen and living area with gleaming hardwood floors and panoramic windows that invite the outside in. The spacious primary suite includes an en suite bath and generous closet

Corey Gardner K. Fortuna Realty, Inc.

12325 State Highway 23, Ashland, NY 12407
/47
$630,000
- 4 Beds
- 2 Baths
- 1,052 Sq Ft
31 Koonan Rd, Windham, NY 12496

Escape to the mountains in this tastefully renovated 4-bedroom, 2-bath home just outside Windham. Designed with open, easy living in mind, the upper level is centered around a wood stove that adds warmth and character. Recent improvements include newly installed hardwood floors, updated interior and exterior paint, upgraded drainage, and a brand-new washer and dryer. Outdoor spaces were made for

Brandon Oot Core Real Estate Team

31 Koonan Rd, Windham, NY 12496
/12
$649,000
- 2 Beds
- 1 Bath
- 1,122 Sq Ft
183 N South St N, Windham, NY 12496

Exceptional Opportunity in a Prime Windham Location!Transform this property into a true showpiece — take this Chevy and turn it into a Rolls Royce!Situated directly across from the Windham Country Club, enjoy unobstructed views of the golf course. This property also offers potential for subdivision, adding long-term investment oppertunity.Just a short walk (2,500 feet) to Windham

John Pumilia Shaw Country Realty, Inc.

183 N South St N, Windham, NY 12496
/27
$669,000
- 4 Beds
- 2 Baths
- 1,440 Sq Ft
85 Cambridge Heights Rd, Windham, NY 12496

Enjoy the summer months taking in the beautiful views from the large Trex decking. Warm up in front of the woodburning fireplace in the winter months. Close to Windham Mountain. A great property to enjoy all four seasons.

Sheila Word Coldwell Banker Village GreenW

85 Cambridge Heights Rd, Windham, NY 12496
/27
$638,000
- 3 Beds
- 3 Baths
- 1,680 Sq Ft
9 Pinekill Ln, Windham, NY 12496

Renovated Mountain Retreat house on 2.4 landscaped acres.! This beautifully renovated 3-bedroom, 2-bath home, updated in 2022, Located within walking distance to CD Lane Park for swimming, boating, and BBQs, and close to the Catskill Forest Preserve for hiking and biking, this property is perfect for outdoor enthusiasts. Inside, you'll find a spacious open floor plan with a modern kitchen and

Serena Shi Sany Realty Group LLC

9 Pinekill Ln, Windham, NY 12496
/19
$399,000
- Land
- 0.46 Acre
- $867,391 per Acre
2 Twin Maples Ln, Windham, NY 12496

Premier Building Lot at Windham Mountain Club - Ready for Your Dream HomeBring your vision to life on this shovel-ready homesite located in Village East, an exclusive enclave within the prestigious Windham Mountain Club. Whether you're a builder, investor, or avid skier dreaming of a luxury mountain retreat, this property offers the perfect foundation for your next project.Turnkey

Regina Tortorella Coldwell Banker Village GreenW

2 Twin Maples Ln, Windham, NY 12496
/8
$149,000
- Land
- 2.5 Acres
- $59,600 per Acre
497 Campbell Rd, Ashland, NY 12496

The perfect elevated woodland for your mountain escape either an : A Frame, Chalet or Mtn. Modern you will find this forest inviting.Shovel ready, DEP approved septic plans and lot survey and driveway. Access to electric along the road, town approved curb cut installed. Lets start building, call today.

Laurie Hanenberg Hunter Windham Real Estate

497 Campbell Rd, Ashland, NY 12496
/8
$149,000
- Land
- 2.5 Acres
- $59,600 per Acre
511 Campbell Rd, Ashland, NY 12496

Private wooded lot offering DEP septic approval and lot survey; shovel ready to build you mountain dream house or investment property. Adjacent lot available to create a family/ friend neighboring property. Just minutes to Windham Mountain Club and Christmans Golf .

Laurie Hanenberg Hunter Windham Real Estate

511 Campbell Rd, Ashland, NY 12496
/8
$149,000
- Land
- 2.52 Acres
- $59,127 per Acre
557 Campbell Rd, Ashland, NY 12496

Amongst the pines find an enviable 2.5 acre parcel with full survey, and DEP approved septic plans. This perfect canvas is shovel ready for building your very own A Frame, Log Home or Mountain Modern Chalet. Now is your chance to select one of three all approved lots with complete property line survey, site plan for house, well and septic locations and fully engineered septic plans for a

Laurie Hanenberg Hunter Windham Real Estate

557 Campbell Rd, Ashland, NY 12496
/38
$2,495,000
- 8 Beds
- 3.5 Baths
- 5,500 Sq Ft
3 Leon MacGlashan Rd, Windham, NY 12454

Experience Rustic Elegance and Timeless Wonder at 3 Leon Macglashan RoadNestled on over 210 acres of pristine Catskill landscapes, this extraordinary estate offers an unparalleled opportunity to embrace the serenity, privacy, and natural beauty of Windham, NY. From the moment you arrive, the property captivates with its historic charm, panoramic mountain views, and endless possibilities.

Cameron Ashkarkhizani Serhant LLC

3 Leon MacGlashan Rd, Windham, NY 12454
/25
$435,000
- 3 Beds
- 3.5 Baths
- 2,610 Sq Ft
2914 Route 10, Windham, NY 12496

This large 3 bed, 3.5 bath home sits on 5 peaceful acres and has plenty of space inside and out. Built in 1993, it offers 2,610 sq ft of living space. The home has new tile floors, central A/C, and a 10-year-old roof. We are located just a short drive from popular ski slopes, restaurants and other entertainment. Interior in good livable condition. We are in the process of obtaining interior

Qizhan Yao Realmart Realty, LLC

2914 Route 10, Windham, NY 12496
/13
$199,000
611 Mitchell Hollow Rd, Windham, NY 12496

5.7 Acres with Utilities in Place - Perfect Setting for Your Dream HomeThis 5.7-acre property offers the ideal blend of open fields and wooded areas, creating a beautiful mix of natural landscapes and privacy. While there is an existing single-wide mobile home on site, it has been vacant for some time, is not considered habitable, and has not been given value. The true value here lies in

Regina Tortorella Coldwell Banker Village GreenW

611 Mitchell Hollow Rd, Windham, NY 12496
/5
$253,000
- Land
- 0.59 Acre
- $428,814 per Acre
57 South St, Windham, NY 12496

Unique opportunity - one of the LAST lots on South Street! Flat parcel overlooking the golf course. Walking distance to everything Windham has to offer - ski, golf, biking, movie theater, shops and downtown restaurants. Utilities - This lot is serviced by municipal water, municipal sewer, electric, and cable directly off the road.

Aira Ilao ListWithFreedom.com

57 South St, Windham, NY 12496
/20
$479,000
- 4 Beds
- 3 Baths
- 2,058 Sq Ft
274 N Brooksburg Rd Unit 35, Windham, NY 12496

Charming 4-Bedroom Townhome Just Minutes from Windham Slopes!Discover this beautifully designed townhome in a vibrant four-season community, just five minutes from Windham's premier ski slopes, golf courses, scenic walking paths, top-rated restaurants, and stunning hiking trails. This thoughtfully crafted three-level home offers:4 Spacious Bedrooms - Plenty of space for family and guestsCozy up

John Pumilia Shaw Country Realty, Inc.

274 N Brooksburg Rd Unit 35, Windham, NY 12496
/9
$500,000
- Land
- 0.52 Acre
- $961,538 per Acre
220 & 240 Club Rd, Windham, NY 12496

Be captivated by the breathtaking, panoramic views that will mesmerize you from dusk till dawn from either of these 2 building lots, with ski access being offered by Windham Mountain Club. Let your imagine soar with the possibilities of designing your dream home to last for generations on one of the few remaining building lots offered by Windham Mountain Club. Envision waking up in your mountain

Patricia Charbonneau Brainard Ridge Management

220 & 240 Club Rd, Windham, NY 12496
/65
$1,999,999
- 5 Beds
- 4 Baths
- 3,409 Sq Ft
5433 New York 23, Windham, NY 12496

A One-of-a-Kind Masterpiece in the Heart of Windham, NY!Welcome to Main Street Magic—an exceptional, fully reimagined 5-bedroom, 4-bathroom home (2 full, 2 half) located just 2 hours from NYC in the sought-after Catskills town of Windham. This stunning property perfectly blends historic charm with modern luxury and lifestyle-driven design.Step inside to soaring 13' vaulted

Caitlin Cucchiella Hunt Real Estate ERA

5433 New York 23, Windham, NY 12496
/38
$295,000
- 2 Beds
- 2 Baths
- 1,290 Sq Ft
71 County Road 65 Unit 6, Hensonville, NY 12439

Built in 2020 and maintained in like-new condition, this end-unit townhome offers contemporary design, lasting quality, and proven versatility. Whether you're looking for a strong short-term rental investment or your own Catskills escape, this property checks every box.The bright, open-concept living and dining area flows easily to a private deck, ideal for outdoor meals or quiet

Susanna Scott-Mitchell Compass Greater NY, LLC

71 County Road 65 Unit 6, Hensonville, NY 12439
/11
$295,000
- 2 Beds
- 2.5 Baths
- 1,211 Sq Ft
76 Loo Bridge Ln, Windham, NY 12496

Cozy Mountain Condo in Windham - Perfect for Family Retreats or Investment Discover this inviting 2-bedroom, 2.5-bath condo with a loft (C of O included), just 10 minutes from Windham Mountain Ski Resort. The open living room with kitchen creates a warm, social space, while large windows bring in natural light and serene views. Surrounded by woods and mountains, this home offers peace and

Agnieszka Wdziekowska Taufield CORE REAL ESTATE TEAM

76 Loo Bridge Ln, Windham, NY 12496
/11
$275,000
- Land
- 0.32 Acre
- $859,375 per Acre
0 Twin Maples Ln Unit 20254325, Windham, NY 12496

Great Opportunity! Priced to sell!Escape to the Catskills, build your home away from home on this desirable building lot located on Windham Mountain's Private and Tranquil Community of Trailside East. This parcel has gentle sloping grade, will have access to far reaching mountain and valley views with clearing. Parcel has access to water, sewer, underground electric, high speed cable-fiber,

Irene Pinto Brainard Ridge Management

0 Twin Maples Ln Unit 20254325, Windham, NY 12496
/30
$400,000
- 4 Beds
- 2 Baths
- 2,267 Sq Ft
1020 Maplecrest Rd, Windham, NY 12439

This home is situated on 6 lovely acres both open and wooded with a small stream. Located equal distance from both Windham and Hunter Mts. Close to the movies, miniature golf, breweries, hiking, biking and 5 minutes from the town lake where you will find kayaks, paddle boats, ball field, basketball as well as a pavilion with restrooms.Step into a large living room with wood cathedral ceiling and

Mary Donovan Gallagher & Company

1020 Maplecrest Rd, Windham, NY 12439
/61
$429,000
- 4 Beds
- 2 Baths
- 2,091 Sq Ft
2070 Route 23c, East Jewett, NY 12424

Welcome to your private woodland retreat! This charming four-bedroom, two-bathroom home is nestled on 3.6 lush acres, offering the perfect escape from the hustle and bustle. A private stream runs alongside the house and barn, creating a serene and tranquil atmosphere. Connected to the new deck, a quaint footbridge crosses over the creek and provides a beautiful spot to enjoy the

Bridget Leach Gordon Hunter Mt Realty LLC

2070 Route 23c, East Jewett, NY 12424

Showing Results 41 - 80, Page 2 of 5

New York Greene County Windham Windham Ashland Central School

How to Buy a Home How to Finance a Home How to Sell a Home

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage