Homes for Sale in 12496

• 

  

  

  /35

  $650,000

  • 3 Beds
  • 3 Baths
  • 1,650 Sq Ft

  9 Pine Kill Ln, Windham, NY 12496

  Your Ultimate Catskills Escape! Set on 2.4 private, beautifully landscaped acres, this 3-bedroom, 3-bath meticulously maintained home offers year-round mountain living just minutes from Windham Mountain Resort. Step into a bright, open floor plan anchored by a modern kitchen and a dining area that flows seamlessly to the rear deck and patio--ideal for entertaining. Features include a main-level

  Judy Gregory Gilcrest Properties

  9 Pine Kill Ln, Windham, NY 12496
• 

  

  

  /13

  $325,000

  • Land
  • 1.2 Acres
  • $270,833 per Acre

  0 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

  Leonard Bellovia Windstar Realty Group, LLC

  0 Panarama Ln, Windham, NY 12496
• 

  

  

  /11

  $375,000

  • Land
  • 2.4 Acres
  • $156,250 per Acre

  L38 Panarama Ln, Windham, NY 12496

  Destination Windham! This 2.4 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

  Leonard Bellovia Windstar Realty Group, LLC

  L38 Panarama Ln, Windham, NY 12496
• 

  

  

  /39

  $649,000

  • 4 Beds
  • 3.5 Baths
  • 3,360 Sq Ft

  4 Loretta Ln, Windham, NY 12496

  Welcome to this beautifully maintained Colonial, perfectly situated in a quiet dead-end neighborhood just minutes from Windham's slopes, golf courses, wedding venues, hiking trails, walking paths, and all the year-round recreation the area has to offer.A welcoming covered front porch, nicely landscaped grounds, blacktop driveway, and attached 2-car garage create wonderful curb appeal and set

  

  Carol Shaw

  Shaw Country Realty, Inc.

  4 Loretta Ln, Windham, NY 12496
• 

  

  

  /33

  $925,000

  • 5 Beds
  • 3.5 Baths
  • 3,434 Sq Ft

  11 Vining Heights Rd, Windham, NY 12496

  Your Windham Mountain Escape--Made for Entertaining!Just 1 mile up the hill from Windham Village, this spacious 5-bedroom, 3.5-bath Catskills retreat combines comfort, versatility and fabulous indoor-outdoor living on approximately 2.5 acres with anexpansive open yard and desirable southern exposure.Step inside to soaring ceilings and a bright, open layout where the living room flows

  

  Carol Shaw

  Shaw Country Realty, Inc.

  11 Vining Heights Rd, Windham, NY 12496
• 

  

  /109

  $1,995,000

  • 6 Beds
  • 5.5 Baths
  • 4,928 Sq Ft

  19 Twin Maples, Windham, NY 12496

  Location, lifestyle and opportunity converge at 19 Twin Maples, a 6-bedroom luxury mountain retreat just a short walk from Windham Mountain Club trail access. Offering more than 4,900 sq ft with 6 bedrooms and 5.5 baths, including two private en-suite bedrooms--one on the first floor and another on the second floor--this exceptional post-and-beam home combines timeless Catskills craftsmanship

  Regina Tortorella Coldwell Banker Village GreenW

  19 Twin Maples, Windham, NY 12496
• 

  

  /36

  $649,000

  • 3 Beds
  • 1.5 Baths
  • 2,150 Sq Ft

  1100 County Route 10, Windham, NY 12496

  Windham Gem - Timeless Catskill Living. Discover a beautifully updated farmhouse where classic country character meets refined modern comfort, privately nestled on 2.3 beautifully landscaped acres in one of Windham's most desirable four-season destinations. Lovingly maintained and truly move-in ready, this distinctive home showcases beautiful wide-plank wood floors, exposed wood-beamed ceilings,

  

  Carol Shaw

  SHAW COUNTRY REALTY INC

  1100 County Route 10, Windham, NY 12496
• 

  

  /39

  $639,000

  $21K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft

  60 Route 65-A, Windham, NY 12496

  Do you want to operate your own This is a perfect ''Turnkey'' short term rental. It's the real deal and an excellent REAL money maker with a proven track record! Currently used as a successful year-round Short Term Rental but could easily be a year-round residence, or your private weekend getaway, or two family rental with income. Windham Creek Lodge is the real deal! Located just minutes from

  Douglas Schenk RE/MAX Capital

  60 Route 65-A, Windham, NY 12496
• 

  

  /21

  $99,000

  • Land
  • 7.06 Acres
  • $14,023 per Acre

  0 Mitchell Hollow Rd, Windham, NY 12496

  7.06 Acres in Windham -- Surveyed, Perc Tested & Ready for the Next StepAn excellent opportunity to build in Windham with much of the preliminary site work already completed. This 7.06-acre surveyed parcel offers approximately 431 feet of road frontage on a town-maintained road, a mostly level and cleared building area, a newly installed driveway, mountain views, and electric

  Regina Tortorella Coldwell Banker Village GreenW

  0 Mitchell Hollow Rd, Windham, NY 12496
• 

  

  /39

  $549,000

  • 3 Beds
  • 2 Baths
  • 2,250 Sq Ft

  16 Hickory Hill Rd, Windham, NY 12496

  Discover the perfect mountain lifestyle in this beautifully renovated, fully furnished, 3-bedroom, 2-bath home with direct slope views and seamless access to world-class recreation. Completely renovated in 2022 with a new roof, skylights, and custom kitchen featuring a professional 6-burner Vulcan stove, this property blends modern comfort with outdoor living. Inside, you'll find stainless steel

  

  Carol Shaw

  Shaw Country Realty, Inc.

  16 Hickory Hill Rd, Windham, NY 12496
• 

  

  /27

  $344,900

  $15K PRICE DROP

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

  2635 County Route 10, Windham, NY 12496

  What an amazing opportunity! Delightful ranch home with full walk out finished basement. Bright and sunny on 2+ acres with mountain views! Minutes from ski slopes !

  Thomas Fedorson Listing by Greene County Realty

  

  2635 County Route 10, Windham, NY 12496
• 

  

  /35

  $2,500,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 5,055 Sq Ft

  75 Beaver Hill, Windham, NY 12496

  Luxury Catskills Estate Designed for Extraordinary LivingWhere Timeless Architecture Meets the Luxury of the Catskills. Perfectly positioned in one of Windham's most coveted settings situated in a wooded enclave of architectural designed homes, this extraordinary custom-built house is a masterpiece in modern mountain luxury. Designed for those who appreciate exceptional craftsmanship and

  Agnieszka Wdziekowska Taufield Venture Fox Realty Group

  75 Beaver Hill, Windham, NY 12496
• 

  

  /41

  $1,950,000

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

  22 Club Rd, Windham, NY 12496

  Attractively Priced! On Windham Mountain. This Stunning and Immaculate, Contemporary, Log and Stone, shows Pride of Ownership in this 4 bedroom, 3.5 bath. Stunning entrance and large heated ski room with custom built ins for all your gear plus heated boot warmers,Opens to a Grand and Spacious living area with vaulted ceilings, with wonderful large windows to take in the views and lovely floor

  Irene Pinto Brainard Ridge Management

  22 Club Rd, Windham, NY 12496
• 

  

  /31

  $379,000

  • 4 Beds
  • 2 Baths
  • 1,414 Sq Ft

  117 Maplecrest Rd, Windham, NY 12496

  There's something instantly welcoming about this refreshed 4-bedroom, 2-bath Country Cape located in the village of Hensonville--small-town charm, a backyard of your own and all that Windham and the Mountaintop have to offer just minutes away.A stone patio welcomes you at the front entrance, with plenty of opportunity to add your own personal touches with planters, seating or seasonal color.

  

  Lisa Jaeger

  Coldwell Banker Village GreenW

  117 Maplecrest Rd, Windham, NY 12496
• 

  

  /47

  $6,500,000

  • 16 Beds
  • 19 Baths
  • 10,000 Sq Ft

  226 State Route 296, Windham, NY 12496

  Windham, NY Investment Offering: Haus Windham is where the mountain meets the moment.Welcome to our 17+ Acre luxury all-season resort nestled in the heart of the Catskill Mountain Range.There's a new blueprint for what a mountain escape can be — regenerative, revenue-generating, and designed for a generation that demands both intention and edge. Haus Windham is that blueprint,

  Wendy Maitland Atelier WM LLC

  226 State Route 296, Windham, NY 12496
• 

  

  /12

  $499,000

  • 2 Beds
  • 1 Bath
  • 1,122 Sq Ft

  183 N South St N, Windham, NY 12496

  Exceptional Opportunity in a Prime Windham Location! property is sub- dividable. Owner is motivated bring offers!!!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

  John Pumilia Shaw Country Realty, Inc.

  183 N South St N, Windham, NY 12496
• 

  

  /10

  $325,000

  • Land
  • 11.21 Acres
  • $28,992 per Acre

  00000 Mill St, Windham, NY 12496

  Set on 11.3 acres in Windham, NY, this undeveloped parcel offers a rare opportunity to create a private Catskills retreat with some of the early groundwork already in place. With a septic design and permit secured, the property is ready for the next phase--bringing your vision to life.The land features mountain views, with plenty of acreage to create a home that feels tucked into nature

  Catherine Quintard Compass Greater NY, LLC

  00000 Mill St, Windham, NY 12496
• 

  

  /50

  $1,599,000

  • 5 Beds
  • 4 Baths
  • 4,056 Sq Ft

  5433 New York 23, Windham, NY 12496

  Contemporary design blends with historic character in this thoughtfully renovated single-family classic colonial home located on charming Main Street in Windham. Originally built in 1930 and fully redesigned in 2024, this turnkey home creates the perfect environment for hosting lavish get-togethers and unforgettable family memories. Gaze into the skies to celebrate summer fireworks from your

  

  Doug Blum

  Windstar Realty Group, LLC

  5433 New York 23, Windham, NY 12496
• 

  

  /41

  $1,800,000

  • 4 Beds
  • 3.5 Baths
  • 2,770 Sq Ft

  26 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

  26 Stonewall Ln, Windham, NY 12496
• 

  

  /40

  $2,050,000

  • 5 Beds
  • 4.5 Baths
  • 3,150 Sq Ft

  13 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

  13 Stonewall Ln, Windham, NY 12496
• 

  

  /69

  $1,599,000

  • 5 Beds
  • 4 Baths
  • 4,056 Sq Ft

  5433 State Route 23, Windham, NY 12496

  Contemporary design blends with historic character in this thoughtfully renovated single-family classic colonial home located on charming Main Street in Windham. Originally built in 1930 and fully redesigned in 2024, this turnkey home creates the perfect environment for hosting lavish get-togethers and unforgettable family memories. Gaze into the skies to celebrate summer fireworks from your

  

  Doug Blum

  WINDSTAR REALTY GROUP LLC

  5433 State Route 23, Windham, NY 12496
• 

  

  /17

  $300,000

  • Land
  • 7.52 Acres
  • $39,894 per Acre

  1 Estate View Dr, Windham, NY 12496

  Only a select number of lots remain! Welcome to Windham Luxury Estates, where an exceptional opportunity awaits with this fully approved, shovel ready 7.5 acre residential building lot. This premier parcel includes complete engineering, topographical and survey maps, along with a fully approved DEP septic design for an estate sized home, making the building process as seamless as possible.

  Patrick Dunn KW Platform

  1 Estate View Dr, Windham, NY 12496
• 

  

  /16

  $290,000

  • Land
  • 5.42 Acres
  • $53,506 per Acre

  2 Estate View Dr, Windham, NY 12496

  Only a select number of lots remain! Lot 2 is an elevated homesite just before the cul-de-sac, offering incredible mountain views for under 300,000. Welcome to Windham Luxury Estates, where an exceptional opportunity awaits with this fully approved, shovel ready 5.42 acre residential building lot. This premier parcel includes complete engineering, topographical and survey maps, along with a fully

  Patrick Dunn KW Platform

  2 Estate View Dr, Windham, NY 12496
• 

  

  /48

  $179,900

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

  Tbd Boulder Brook Rd Lot 11, 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

  Philip Kelly Howard Hanna Rand Realty

  Tbd Boulder Brook Rd Lot 11, Windham, NY 12496
• 

  

  /51

  $155,000

  • Land
  • 5.99 Acres
  • $25,876 per Acre

  Tbd Boulder Brook Lot B14, 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. Whether you're planning a cozy weekend getaway, a

  Philip Kelly Howard Hanna Rand Realty

  Tbd Boulder Brook Lot B14, Windham, NY 12496
• 

  

  /60

  $149,000

  • Land
  • 5.33 Acres
  • $27,955 per Acre

  Tbd Boulder Brook Rd Lot B13, 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. Whether you're planning a cozy weekend getaway, a

  Philip Kelly Howard Hanna Rand Realty

  Tbd Boulder Brook Rd Lot B13, Windham, NY 12496
• 

  

  /55

  $159,900

  • Land
  • 3.23 Acres
  • $49,505 per Acre

  Tbd Boulder Brook Rd Lot B12, 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. Whether you're planning a cozy weekend getaway, a

  Philip Kelly Howard Hanna Rand Realty

  Tbd Boulder Brook Rd Lot B12, Windham, NY 12496
• 

  

  /89

  $569,900

  • Land
  • 40.07 Acres
  • $14,223 per Acre

  Tbd Boulder Brook Lot 33-38 Rd, Windham, NY 12496

  A Rare Opportunity in the Heart of Windham, NY. Welcome to Boulder Brook, an extraordinary and rare offering in the majestic Catskills. Just minutes from the slopes of Windham Ski Resort, this private subdivision presents a unique chance to own an entire mountain retreat or select from four individually surveyed lots, all nestled along a quiet, established country road. Boulder Brook is a blend

  Philip Kelly Howard Hanna Rand Realty

  Tbd Boulder Brook Lot 33-38 Rd, Windham, NY 12496
• 

  

  /42

  $1,295,000

  New Construction $35K 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

  Pamela King-Belfor Four Seasons Sotheby's Int.

  305 Mitchell Hollow Rd, Windham, NY 12496
• 

  

  /23

  $240,000

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

  45 Quads Way, Windham, NY 12496

  Lovely, well maintained condo situated in Windham. This condo is ready for its new owners. Situated close to the Windham Mountain Club, State hiking and biking trails as well as golf, dining, movies and all that the Windham area has to offer. A 15 minute drive to Hunter Mt. as we.. The first level has ann eat in kitchen, half bath, living room with fireplace, sliding doors to a lovely deck with

  Mary Donovan Gallagher & Company

  45 Quads Way, Windham, NY 12496
• 

  

  /60

  $399,000

  • 4 Beds
  • 3.5 Baths
  • 1,717 Sq Ft

  274 County Route 65 Unit 89, Windham, NY 12496

  Looking for a move-in ready vacation home away from the hustle and bustle of everyday life? Maybe you want a full-time home but appreciate the ease of a professionally managed community. Look no further than this terrific Crystal Pond Townhouse. Whether you want to spend your summer in the Catskills or enjoy winter in one of the region's premier ski destinations, this may be the opportunity you

  Sharri Cunningham Bunce Realty

  274 County Route 65 Unit 89, Windham, NY 12496
• 

  

  /23

  $199,000

  • 1 Bed
  • 1 Bath
  • 435 Sq Ft

  5220 State Route 23 Unit 229, Windham, NY 12496

  Rare Turnkey Income Producer! 2nd-Floor Winwood End Unit with Ski Slope ViewsWelcome to The Winwood, where affordability meets premium four-season Catskills living. This unique and well-appointed second-floor end unit condominium offers one of the most accessible and value-packed opportunities to own in the highly desirable Windham market.Whether you are searching for a carefree

  Regina Tortorella Coldwell Banker Village GreenW

  5220 State Route 23 Unit 229, Windham, NY 12496
• 

  

  /21

  $299,000

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  135 Route 40, Windham, NY 12496

  Whether you're searching for your first home, a weekend getaway, or a smart investment in the Catskills, this recently renovated ranch in Windham delivers exceptional value. Ideally located just minutes from both Windham Mountain Club and Hunter Mountain, as well as CD Lane Park, hiking, dining, and everything the area has to offer, this move-in-ready home puts four-season recreation right at

  

  Jason Dugo

  Dugo Realty

  135 Route 40, Windham, NY 12496
• 

  

  /101

  $949,000

  • 3 Beds
  • 3 Baths
  • 2,236 Sq Ft

  89 Sky Hill Rd, Windham, NY 12496

  Nestled at the end of a long private driveway in the heart of Windham, NY, this quintessential log cabin offers the perfect blend of mountain charm, privacy, and breathtaking views. Set against a backdrop of mountain and ski slope vistas, this exceptional retreat captures everything buyers dream of when searching for a Catskills getaway, full-time residence, or second home just a short drive from

  Regina Tortorella Coldwell Banker Village GreenW

  89 Sky Hill Rd, Windham, NY 12496
• 

  

  /27

  $5,999,000

  $3M PRICE INCREASE

  • Land
  • 307 Acres
  • $19,541 per Acre

  174 High Peak Rd, Windham, NY 12496

  Look at this stunning 307 acre parcel in the Town of Windham sometimes referred to as 'Southampton North'. This property has extensive road frontage, mountain views with minimal clearing from anywhere on the parcel. The minimum lot size is 5 acres. This is the perfect land for development. The seller participates in the conservation (thinning of the forest every 20 years) program which provides

  Siobhan Scanlan Win Morrison Realty-K

  174 High Peak Rd, Windham, NY 12496
• 

  

  /22

  $325,000

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  315 Begley Rd, Windham, NY 12496

  Just minutes from the village of Windham, skiing, and golf, this meticulously maintained ranch is set on a beautiful country road in a true four-season community. The easy, flowing floor plan features a bright eat-in kitchen that opens directly to a spacious rear deck-perfect for outdoor dining and entertaining. Inside, you'll find three comfortable bedrooms, 1.5 baths, and a welcoming living

  

  Carol Shaw

  SHAW COUNTRY REALTY INC

  315 Begley Rd, Windham, NY 12496
• 

  

  /20

  $599,000

  • 2 Beds
  • 1.5 Baths
  • 1,204 Sq Ft

  406 Campbell Rd, Windham, NY 12496

  Welcome to 406 Campbell Road, a peaceful Catskills retreat tucked among mature trees just minutes from the heart of Windham. This inviting home offers the perfect blend of privacy, comfort, and year-round recreation. Relax on the spacious covered front porch overlooking beautifully crafted bluestone walkways and landscaped grounds. The setting creates a true mountain-lodge atmosphere while

  Agnieszka Wdziekowska Taufield Venture Fox Realty Group

  406 Campbell Rd, Windham, NY 12496
• 

  

  /71

  $1,275,000

  • 3 Beds
  • 3 Baths
  • 1,506 Sq Ft

  11 Whisper Creek Dr Unit 301b, Windham, NY 12496

  Rare Ski Slope View Condo | True Ski-In/Ski-Out Luxury at Windham Mountain Club! Whisper Creek, one of the few ski-in/ski-out condominiums at Windham Mountain Club, offers coveted ski slope views. This rarely available Whisper Creek unit presents an exceptional opportunity to own in one of the Catskills' most desirable four-season resort communities. Whether you're searching for a luxury mountain

  Regina Tortorella Coldwell Banker Village GreenW

  11 Whisper Creek Dr Unit 301b, Windham, NY 12496
• 

  

  /56

  $899,000

  • 6 Beds
  • 5 Baths
  • 3,104 Sq Ft

  5628 State Route 23, Windham, NY 12496

  Welcome to your private Catskills sanctuary. Perfectly positioned on Main Street in Windham, this unique property offers the ultimate flexible layout that lends itself to multiple situations: a multi-generational family compound, a premium vacation escape where friends and family can gather-while still enjoying their own private spaces, a pass through income property with excellent ROI and very

  

  Susan Miller

  WINDSTAR REALTY GROUP LLC

  5628 State Route 23, Windham, NY 12496
• 

  

  /43

  $479,000

  • 3 Beds
  • 2 Baths
  • 1,652 Sq Ft

  177 Mill St, Windham, NY 12496

  Welcome to 177 Mill Street: Spectacular views, terrific location and a house ready for new owners and its next chapter! A classic chalet, this cozy home is just the right size - not too big, not too small. The main living area is as one might expect; tall ceilings accented by wood beams and an open floor plan combining living, dining and kitchen areas. Two sets of sliding doors open to the deck.

  Sharri Cunningham Bunce Realty

  177 Mill St, Windham, NY 12496

Showing Results 1 - 40, Page 1 of 4