Windham, NY Homes

• 

  

  

  /27

  $565,000

  • 5 Beds
  • 2 Baths

  96 56, Windham, NY 12496

  An amazing opportunity to own the perfect mountain retreat! This legal two-family home offers incredible flexibility as a two-unit investment property or an owner-occupied home with income-producing potential. The main house features a living room and formal dining room with beautifully refinished hardwood floors, an updated kitchen with granite countertops and brand-new stainless steel

  Doris Kennedy Kennedy L I Realty

  96 56, Windham, NY 12496
• 

  

  

  /12

  Not Listed For Sale

  5220 New York 23, Windham, NY 12496

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Built 1960

  5220 New York 23, Windham, NY 12496

  Last Sold Summary

  • 60 Days On Market
• 

  

  

  /77

  $599,900

  Under Contract

  • 3 Beds
  • 3 Baths
  • 1,870 Sq Ft

  513 County Road 10, Windham, NY 12496

  Mountain Majesty Meets Everyday Luxury on 2.8 Serene Acres! Escape to the perfect blend of rustic warmth and contemporary functionality. Nestled against the spectacular backdrop of Windham Mountain, this exceptional log home effortlessly serves as an active full-time residence or the ultimate four-season mountain getaway. The main level features a bright, open-concept floor plan designed for both

  Ted Banta RVW Select Properties

  513 County Road 10, Windham, NY 12496
• 

  

  

  /35

  Not Listed For Sale

  18 Evergreen Ln, Maplecrest, NY 12454

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft
  • Built 1991

  18 Evergreen Ln, Maplecrest, NY 12454

  Last Sold Summary

  • 126 Days On Market
• 

  

  

  /15

  $239,000

  $40K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft

  5359 New York 23 Unit 2E, Windham, NY 12496

  Experience easy mountain living in Windham! This charming 2-bedroom, 2-bath condo features a welcoming living room, dedicated dining space, and the convenience of in-unit laundry. Includes assigned parking and is just moments from Windham Mountain—perfect for those seeking relaxation and recreation.

  Simran Bajaj Realty Connect USA LLC

  5359 New York 23 Unit 2E, Windham, NY 12496
• 

  

  /12

  Not Listed For Sale

  5576 State Route 23, Windham, NY 12496

  • 6 Beds
  • 2 Baths
  • 2,164 Sq Ft
  • Built 1908

  5576 State Route 23, Windham, NY 12496

  Last Sold Summary

  • 40 Days On Market
• 

  

  /48

  $449,000

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,287 Sq Ft

  18 Maplewood Ave, Windham, NY 12496

  Charming 4-Bedroom Ranch on 1.6 Acres in Windham, NY Discover your dream retreat in the heart of the Catskills! Nestled in the picturesque village of Windham, just minutes from vibrant downtown and the renowned Windham Mountain Resort with its array of restaurants and shops, this spacious 4-bedroom, 2-bathroom ranch offers the perfect blend of comfort and charm. Situated on a generous 1.6-acre

  Fred Mazza Bunce Realty

  18 Maplewood Ave, Windham, NY 12496
• 

  

  /35

  Est $1,515,963

  Not Listed For Sale

  50 Larsen Rd, Windham, NY 12496

  • 4 Beds
  • 3.5 Baths
  • 2,625 Sq Ft
  • Built 2017

  50 Larsen Rd, Windham, NY 12496

  Last Sold Summary

  • 125 Days On Market
• 

  

  /33

  $610,000

  • 4 Beds
  • 2.5 Baths
  • 2,227 Sq Ft

  49 Brainard Ridge Rd Unit 3A, Windham, NY 12496

  Move in ready! Warm and Welcoming describes this beautiful, Brainard Ridge large end unit, 4 bedroom 2.5 bath with a sun drenched extra den/family room. Beautifully renovated kitchen with new Cambria Windermere Quarts countertops, attractive wood cabinets, new electric stove, refrigerator and microwave. Spacious living area with wood burning fireplace to enjoy relaxing moments with family and

  Patricia Charbonneau Brainard Ridge Management

  49 Brainard Ridge Rd Unit 3A, Windham, NY 12496
• 

  

  /35

  Not Listed For Sale

  340 1 High Peak Rd, Hensonville, NY 12439

  • 4 Beds
  • 2 Baths
  • 2,340 Sq Ft
  • Built 1976

  340 1 High Peak Rd, Hensonville, NY 12439

  Last Sold Summary

  • 110 Days On Market
• 

  

  /19

  $399,000

  • Land
  • 20,037 Sq Ft
  • $867,391 per Acre

  2 Twin Maples Ln, Windham, NY 12496

  Premier Building Lot at Windham Mountain Club - Ready for Your Dream Home. Bring 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 Build-Ready:

  Regina Tortorella Coldwell Banker Village GreenW

  2 Twin Maples Ln, Windham, NY 12496
• 

  

  /35

  Est $918,768

  Not Listed For Sale

  194 Vining Rd, Windham, NY 12496

  • 3 Beds
  • 3 Baths
  • 2,162 Sq Ft
  • Built 2018

  194 Vining Rd, Windham, NY 12496

  Last Sold Summary

  • 217 Days On Market
• 

  

  /16

  $280,000

  • 2 Beds
  • 2.5 Baths
  • 1,058 Sq Ft

  45 Windham Ridge Rd Unit C, Windham, NY 12496

  Nestled in the heart of the Catskills, this beautifully updated 2-bedroom, 2.5-bath townhome offers stunning views of Windham Mountain Club and the perfect blend of comfort, style, and four-season recreation. Featuring approximately 1,300 square feet of living space, this turnkey retreat showcases a newly remodeled kitchen with quartz countertops, new appliances, and modern finishes throughout.

  Mary Jo Warner Listing by Howard Hanna

  

  45 Windham Ridge Rd Unit C, Windham, NY 12496
• 

  

  /30

  Est $723,046

  Not Listed For Sale

  45 Andrea Way, Maplecrest, NY 12454

  • 4 Beds
  • 2 Baths
  • 2,596 Sq Ft
  • Built 1989

  45 Andrea Way, Maplecrest, NY 12454

  Last Sold Summary

  • 65 Days On Market
• 

  

  /47

  $449,000

  $51K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,457 Sq Ft

  20 Slater Rd, Maplecrest, NY 12454

  Discover the perfect blend of charm, space, and convenience in this beautiful 4-bedroom, 2-bathroom countryside home, ideally located less than 3 hours from NYC. Set on scenic land in historic Windham NY. This vibrant small town is surrounded by renowned ski resorts; this is the ideal getaway or year-round residence.An exceptionally inviting home that is perfect for guests or extended family,

  Brian Cohen RHR Realty Group

  20 Slater Rd, Maplecrest, NY 12454
• 

  

  /14

  Not Listed For Sale

  45-1 Blodgett Rd, Windham, NY 12496

  45-1 Blodgett Rd, Windham, NY 12496

  Last Sold Summary

  • 7 Days On Market
• 

  

  /42

  $1,345,000

  New Construction Open Sat 12:30PM - 2PM $30K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,280 Sq Ft

  305 Mitchell Hollow Rd, Windham, NY 12496

  Modern Mountain Luxury | Windham, New York. Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home's sophisticated open layout

  Pamela King-Belfor Four Seasons Sotheby's Int.

  305 Mitchell Hollow Rd, Windham, NY 12496
• 

  

  /7

  Est $255,363

  Not Listed For Sale

  139 Windham Ridge Rd, Windham, NY 12496

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Built 1986

  139 Windham Ridge Rd, Windham, NY 12496

  Last Sold Summary

  • 396 Days On Market
• 

  

  /38

  $294,000

  $1K PRICE DROP

  • 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 relaxation. The

  Susanna Scott-Mitchell Compass Greater NY, LLC

  71 County Road 65 Unit 6, Hensonville, NY 12439
• 

  

  /10

  Not Listed For Sale

  16 Lower Loop, Windham, NY 12496

  • 7 Beds
  • 2 Baths
  • 4,200 Sq Ft
  • Built 1970

  16 Lower Loop, Windham, NY 12496

  Last Sold Summary

  • 388 Days On Market
• 

  

  /37

  $179,900

  • Land
  • 5.61 Acres
  • $32,068 per Acre

  11 Boulder Brook Rd, Windham, NY 12496

  Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. On this specific lot, an area has been cleared and

  Kyla Thomas Howard Hanna Rand Realty

  11 Boulder Brook Rd, Windham, NY 12496
• 

  

  /8

  Not Listed For Sale

  Unlisted Address

  • 3 Beds
  • 1 Bath
  • 1,141 Sq Ft
  • Built 1932

  Unlisted Address

  Last Sold Summary

  • 78 Days On Market
• 

  

  /54

  $575,000

  $124K PRICE DROP

  • 7 Beds
  • 3 Baths
  • 3,485 Sq Ft

  200 & 212 Co Rd 40, Windham, NY 12496

  HISTORIC Batavia Kill Property - 7.2 Acres with Redevelopment Potential. The property includes two residences, a small one room spring house, and a barn.A rare multi-use setting along the scenic Batavia Kill, featuring open meadows, sweeping hill views, and a peaceful natural backdrop. Land directly across the road is owned by New York City, helping preserve the quiet surroundings and open

  Susan Lennon Coldwell Banker Timberland

  200 & 212 Co Rd 40, Windham, NY 12496
• 

  

  /10

  Est $1,039,509

  Not Listed For Sale

  29 Club Rd, Windham, NY 12496

  • 4 Beds
  • 3 Baths
  • 1,928 Sq Ft
  • Built 1970

  29 Club Rd, Windham, NY 12496

  Last Sold Summary

  • 49 Days On Market
• 

  

  /23

  $309,777

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  504 County Route 40, Maplecrest, NY 12454

  Totally renovated 2-bedroom, 2-full bath ranch-style home featuring an open floor plan and a full finished walk-out basement that offers versatile living space with the potential for additional bedrooms. The interior showcases a new kitchen with quartz countertops, an undermount sink, a tiled backsplash, maple cabinetry, and high-quality appliances. Additional updates include ceramic tiled

  Douglas Schenk RE/MAX Capital

  504 County Route 40, Maplecrest, NY 12454
• 

  /2

  Not Listed For Sale

  68 Chase Dr, Hensonville, NY 12439

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft
  • Built 1972

  68 Chase Dr, Hensonville, NY 12439

  Last Sold Summary

  • 118 Days On Market
• 

  

  /14

  $544,000

  $31K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 1,702 Sq Ft

  108 Brainard Ridge Rd Unit 14B, Windham, NY 12496

  Attractive New Price! Become part of the Windham Family Year Round! from this well cared for Brainard Ridge 3 bedroom 2.5 bath. Enter the heated ski room with plenty of storage for all your gear, opening to the spacious great room, Living room, Dining, updated Kitchen, cabinets-counters and appliances newly painted. Has Vaulted ceilings, skylights and wood burning fireplace, Light and bright yet

  Irene Pinto Brainard Ridge Management

  108 Brainard Ridge Rd Unit 14B, Windham, NY 12496
• 

  

  /10

  Est $275,023

  Not Listed For Sale

  36 Mill St, Windham, NY 12496

  • 3 Beds
  • 1 Bath
  • 956 Sq Ft
  • Built 1900

  36 Mill St, Windham, NY 12496

  Last Sold Summary

  • 207 Days On Market
• 

  

  /105

  $1,999,000

  • 4 Beds
  • 3.5 Baths
  • 4,247 Sq Ft

  37 White Way, Windham, NY 12496

  Winter in Windham is here and with the ski season in full swing, it's time to find the ski house of your dreams! 37 White Way is being offered for the first time. INCLUDED IS A SECOND, ADJOINING VACANT PARCEL, offering flexibility and opportunity. Build a second home or guest house; sell the lot or, simply keep it as is to ensure privacy! Located on Windham Mountain Club's east side, and just

  Sharri Cunningham Bunce Realty

  37 White Way, Windham, NY 12496
• 

  

  /10

  Est $1,057,015

  Not Listed For Sale

  389 Mill St, Windham, NY 12496

  • 4 Beds
  • 3.5 Baths
  • 2,475 Sq Ft
  • Built 2013

  389 Mill St, Windham, NY 12496

  Last Sold Summary

  • 98 Days On Market
• 

  

  /29

  $227,900

  $7K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,008 Sq Ft

  41 Quads Way, Windham, NY 12496

  Perfect Condo Getaway Beautiful 2bd, 2bth with a woodburning fireplace condo located minutes to Windham Mountain skiing and 15 minutes to hunter Mountain. This well priced home is a blink away from the town of Windham with all the restaurant's, night life and local brewery's to enjoy and be home in minutes. There is porch that backs up to a wooded area. Enjoy resort-style amenities including a

  Brian Cohen RHR Realty Group

  41 Quads Way, Windham, NY 12496
• 

  

  /10

  Est $1,333,273

  Not Listed For Sale

  658 Mill St, Windham, NY 12496

  • 4 Beds
  • 5 Baths
  • 3,750 Sq Ft
  • Built 2013

  658 Mill St, Windham, NY 12496

  Last Sold Summary

  • 136 Days On Market
• 

  

  /29

  $1,350,000

  • Land
  • 11.74 Acres
  • $114,991 per Acre

  0 South St, Windham, NY 12496

  Prime Windham Mountain Club Development Opportunity: Nearly 12 Acres Across from the Slopes, Bordering ''The Valley'': Windham Mountain Club's new amenities complex. Underground Electric & Municipal Sewer Access available. Calling all developers, builders, and investors--this is one of Windham's most strategic opportunities. This offering includes two combined lots totaling nearly 12 acres in a

  Regina Tortorella Coldwell Banker Village GreenW

  0 South St, Windham, NY 12496
• 

  

  /10

  Est $1,214,037

  Not Listed For Sale

  746 Mill St, Windham, NY 12496

  • 4 Beds
  • 3 Baths
  • 3,400 Sq Ft
  • Built 2007

  746 Mill St, Windham, NY 12496

  Last Sold Summary

  • 249 Days On Market
• 

  

  /7

  $179,900

  Pending

  • Land
  • 2.1 Acres
  • $85,667 per Acre

  L45.11 Panarama Ln, Windham, NY 12496

  Prime 2.1-acre vacant parcel ideally located near the Windham Mountain Club expansion. This unimproved lot offers an excellent opportunity for future development or a private Catskills retreat. Enjoy close proximity to world-class skiing, golf, dining, and year-round recreation while maintaining a peaceful mountain setting. A rare chance to secure land in one of Windham's fastest-growing areas.

  Susan Miller WINDSTAR REALTY GROUP LLC

  L45.11 Panarama Ln, Windham, NY 12496
• 

  

  /10

  Est $695,286

  Not Listed For Sale

  58 Mitchell Hollow Rd, Windham, NY 12496

  • 3 Beds
  • 3 Baths
  • 2,120 Sq Ft
  • Built 2006

  58 Mitchell Hollow Rd, Windham, NY 12496

  Last Sold Summary

  • 369 Days On Market
• 

  

  /16

  $750,000

  • Land
  • 25,264 Sq Ft
  • $1,293,103 per Acre

  247 Club Rd, Windham, NY 12496

  The Last True Ski-On/Ski-Off Lot at Windham Mountain—Step Out & Ski!This is the one and only true ski-on/ski-off lot available at Windham Mountain Club! Imagine waking up to breathtaking mountain views, stepping outside, putting on your skis, and gliding directly onto the slopes—no walking, no hassle, just pure ski-in/ski-out convenience. Located at the end of a no-outlet road, this prime

  Regina Tortorella Coldwell Banker Village GreenW

  247 Club Rd, Windham, NY 12496
• 

  

  /13

  Not Listed For Sale

  0 County Route 56 Unit 20140820, Windham, NY 12496

  0 County Route 56 Unit 20140820, Windham, NY 12496

  Last Sold Summary

  • 432 Days On Market
• 

  

  /41

  $1,450,000

  New Construction $50K PRICE INCREASE

  • 3 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  17 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

  17 Stonewall Ln, Windham, NY 12496
• 

  

  /25

  Not Listed For Sale

  386 Route 40, Maplecrest, NY 12454

  • 8 Beds
  • 5 Baths
  • 3,070 Sq Ft
  • Built 2018

  386 Route 40, Maplecrest, NY 12454

  Last Sold Summary

  • 224 Days On Market

Showing Results 281 - 320, Page 8 of 18