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Windham, NY Homes for Sale

Section Image
  • /15

    $213,500

    • Land
    • 6.1 Acres
    • $35,000 per Acre

    0 Larsen Dr Unit 20253291, Windham, NY 12496

    One of Windham's Most Special Lots — Unrivaled Views & Serene PrivacyPerched in one of Windham's most coveted settings, this remarkable 6.1-acre parcel offers breathtaking, sweeping views of the ski slopes and surrounding mountain ranges—truly among the very best views in all of Windham. This is a rare opportunity to own a piece of land that will be the envy of others, combining panoramic

    Regina Tortorella Coldwell Banker Village GreenW

    0 Larsen Dr Unit 20253291, Windham, NY 12496
  • /34

    $695,000

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft

    730 Mill St, Windham, NY 12496

    Wonderful Windham Cape Cod on picturesque 6.8 acres, gazebo, and private pond! Welcome to this country gem! Many renovations in 2016: with a one car garage, breezeway, well equipped kitchen with granite counters, island and lovely, sun filled first floor ensuite bedroom with beautiful views out to the deck and gorgeous grounds. The main floor offers a second full bath, dining area and

    Patricia Charbonneau Brainard Ridge Management

    730 Mill St, Windham, NY 12496
  • /34

    $299,777

    • 4 Beds
    • 1.5 Baths
    • 1,457 Sq Ft

    28 Sutton Hollow Rd, Windham, NY 12496

    Want to be close to Windham Mountain? Looking for an affordable country home? A money making Air B&B? Look no further! Welcome to 28 Sutton Hollow Road. This single-family home located only 5 minutes to Windam Main Street, and only 10 miles to Hunter! Offering nice sized rooms with plenty of closet and storage space, partial basement and oversized garage for additional storage! On the first floor

    Douglas Schenk RE/MAX Capital

    28 Sutton Hollow Rd, Windham, NY 12496
  • /7

    $89,000

    • Land
    • 3.7 Acres
    • $24,054 per Acre

    0 Larsen Dr Unit 20253287, Windham, NY 12496

    Create your dream escape on this private 3.7-acre parcel located just minutes from Windham Mountain Resort and the heart of Windham, NY. Quietly tucked away on a private country road, this wooded and untouched land offers the ideal setting for a custom home. Surrounded by nature and set in one of the Catskills' most desirable locations, you'll enjoy both seclusion and convenience just

    Regina Tortorella Coldwell Banker Village GreenW

    0 Larsen Dr Unit 20253287, Windham, NY 12496
  • /50

    $899,900

    • Land
    • 40.07 Acres
    • $22,458 per Acre

    TBD Boulder Brook Lots 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 six individually surveyed lots, all nestled along a quiet, established country road. Boulder Brook is a blend

    Kyla Thomas Howard Hanna Rand Realty

    TBD Boulder Brook Lots 33-38 Rd, Windham, NY 12496
  • /16

    $289,000

    • Land
    • 4.33 Acres
    • $66,744 per Acre

    4 Windham Farms Rd, Windham, NY 12496

    Welcome to ''Windham Farms'' in Windham, NY, where two premium building lots offer an exceptional opportunity for custom homes that blend eco-friendly design with aesthetic appeal, complementing the year-round environment just minutes from Windham Mountain Club. Lot 4 features an installed gravel parking area directly off Windham Farms Road, available 200 amp underground electric service at

    Laurie Hanenberg Hunter Windham Real Estate

    4 Windham Farms Rd, 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 - Ready to Build, Mountain Views, Minutes to TownThis 7.06-acre lot checks all the boxes if you're looking for a build-ready property in the Catskills. This lot offers mostly level grade and has already been cleared and surveyed. A brand-new driveway is in place, electric is available at the lot, and a 2021 DEP site visit confirmed a satisfactory perc test for a raised

    Regina Tortorella Coldwell Banker Village GreenW

    0 Mitchell Hollow Rd, Windham, NY 12496
  • /10

    $375,000

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

    L38 Panarama Ln Unit 38, 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

    Susan Miller WINDSTAR REALTY GROUP LLC

    L38 Panarama Ln Unit 38, Windham, NY 12496
  • /48

    $499,000

    • 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
  • /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 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
  • /47

    $449,000

    • 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
  • /39

    $1,375,000 New Construction

    • 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
  • /38

    $294,000

    • 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 relaxation. The

    Susanna Scott-Mitchell Compass Greater NY, LLC

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

    Kyla Thomas Howard Hanna Rand Realty

    11 Boulder Brook Rd, Windham, NY 12496
  • /9

    $595,000

    • Land
    • 12.64 Acres
    • $47,073 per Acre

    0 High Peak Rd, Windham, NY

    12+ Acres | Panoramic Mountain Views | Windham, NYPerched high above with sweeping views of Windham and the rolling Durham Valley, this 12+ acre Catskills gem is the blank canvas for your dream retreat. Completely private and already cleared, the property is perfectly positioned at the off the road - no neighbors, no noise, just pure mountain serenity.The sale includes two

    Jason Dugo Dugo Realty

    0 High Peak Rd, Windham, NY
  • /43

    $1,299,000

    • 5 Beds
    • 5.5 Baths
    • 3,752 Sq Ft

    7 Meadow Ln, Windham, NY 12496

    At the top of Windham ski mountain and just steps from ski-on, ski-off access sits this uniquely designed, contemporary gem. Significantly further up the mountain than any available property, it's ideal for ski enthusiasts and luxury buyers that want a mountainside retreat with near direct access to the slopes. Rather than fighting traffic, crowds and trudging across parking lots in ski boots,

    Joseph Satto Compass Greater NY, LLC

    7 Meadow Ln, 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
  • /13

    $300,000

    • Land
    • 6.54 Acres
    • $45,872 per Acre

    3 Galway Rd, Windham, NY 12496

    Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 6.54 residential building lot. This prime parcel includes comprehensive engineering, topographical & survey maps, and a fully approved DEP septic design suitable for an estate-like home, ensuring compliance with environmental regulations for a streamlined building process. Electric

    Patrick Dunn KW Platform

    3 Galway Rd, Windham, NY 12496
  • /14

    $544,000

    • 3 Beds
    • 2.5 Baths
    • 1,082 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
  • /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
  • /16

    $750,000

    • Land
    • 0.58 Acre
    • $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
  • /41

    $1,400,000 Open Sun 12PM - 2PM

    • 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
  • /41

    $155,000

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

    Tbd, 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

    Kyla Thomas Howard Hanna Rand Realty

    Tbd, Windham, NY 12496
  • /18

    $3,600,000

    • 6 Beds
    • 5 Baths
    • 5,000 Sq Ft

    209 Club Rd, Windham, NY 12496

    This is the mountain house everyone else wishes they'd found first. Set on one of Windham's most coveted lots, this 6-bedroom, 5-bath home combines true slope-side access with panoramic views that stretch across the Catskills. It's a genuine ski-in, ski-out property with easy access to Wonderama and Lower Wipeout. In the mornings, clip in and go. At day's end, you can choose your own finale, take

    Patricia Charbonneau Brainard Ridge Management

    209 Club Rd, Windham, NY 12496
  • /77

    $2,250,000

    • 5 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    90 Club Rd, Windham, NY 12496

    Spectacular mountain views and steps away from the trails, this chalet is a Windham Mountain classic! One of the original homes on the mountain, it combines rustic charm with modern amenities. The heart of this home is its expansive great room perfect for relaxing after a day on the slopes or entertaining friends and family. Soaring cathedral ceilings with exposed wood beams add a sense of

    Sharri Cunningham Bunce Realty

    90 Club Rd, Windham, NY 12496
  • /11

    $100,000

    • Land
    • 5 Acres
    • $20,000 per Acre

    174 High Peak Rd, Windham, NY 12496

    Owner is offering five acres to be taken out of a larger 352-acre parcel. Additional acreage is available, price to be determined depending on how many acres purchased. Survey map shows potential lot layout, but actual lot lines, taxes, assessment and lot numbers need to be determined. Don't miss this rare opportunity to own your dream of 5, 10, 20, or 30 acres+ on beautiful High Peak Road in

    Fred Mazza Bunce Realty

    174 High Peak Rd, Windham, NY 12496
  • /35

    $485,000

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    5134 New York 23, Windham, NY 12496

    Introducing a treasure in the heart of Windham, where charm and convenience beautifully coalesce. This three-bedroom oasis offers a newly renovated, low maintenance home that encapsulates comfort and serenity.Set amidst the breathtaking mountain views, this property boasts an enchanting creekside grotto. The firepit area is an idyllic spot for tranquil evenings under the stars, a feature

    Jason Dugo Dugo Realty

    5134 New York 23, Windham, NY 12496
  • /4

    $799,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,118 Sq Ft

    69 County Road 32c, Windham, NY 12496

    • Escape NYC• Catskills Mountain Retreat• New Construction in Windham Area The proposed 2,118-square-foot home is designed for modern Catskill living, featuring soaring vaulted ceilings with exposed beams and dramatic trapezoid windows that capture natural light and panoramic views of the surrounding mountains.The open-concept layout connects the great room, kitchen, and dining area,

    John Pumilia Shaw Country Realty, Inc.

    69 County Road 32c, Windham, NY 12496
  • /41

    $2,100,000

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

    22 Club Rd, Windham, NY 12496

    New Attractive Price! On Windham Mountain. This Stunning and Immaculate, Contemporary, Log and Stone, shows Pride of Ownership in this 4 bedroom, 3.5 bath Spacious living area with wonderful views and lovely stone fireplace. Spacious working kitchen with granite counters, Stainless-Viking appliances, raised bar counter with 3 stools for that quick cup of coffee in and morning. Large wood dining

    Irene Pinto Brainard Ridge Management

    22 Club Rd, Windham, NY 12496
  • /30

    $489,000

    • 4 Beds
    • 3.5 Baths
    • 2,058 Sq Ft

    274 Brooksburgh Rd Unit 48, Windham, NY 12496

    Ine of just a few larger units in Crystal Pond. First floor has mud-room, half bath with laundry, Kitchen as well ad a dining room, large living room with sliding doors to large deck, lovely stone wood burning fireplace. Lots of light in this unit. Second floor has two main bedrooms each with a full bath.as well as a separate area for home office or TV. Third level has two well sized bedrooms,

    Mary Donovan Gallagher & Company

    274 Brooksburgh Rd Unit 48, Windham, NY 12496
  • /41

    $1,345,000

    • 4 Beds
    • 3.5 Baths
    • 2,856 Sq Ft

    2 Watch Hill Ln, Windham, NY 12496

    Classic Timber frame Construction, on Windham Mt., Walk to trails. Enjoy the convenience of location in this 4 bedroom 3.5 bath with attached garage to enter a large ski room with all the storage needed. Large formal entrance gives way to Spacious and Comfy Great room with large stone fireplace, vaulted ceilings and plenty of windows to let in the light and the lovely views, leads to a sizable

    Irene Pinto Brainard Ridge Management

    2 Watch Hill Ln, Windham, NY 12496
  • /49

    $149,000

    • Land
    • 5.25 Acres
    • $28,381 per Acre

    TBD Boulder Brook Lot 13b 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. Whether you're planning a cozy weekend getaway, a

    Kyla Thomas Howard Hanna Rand Realty

    TBD Boulder Brook Lot 13b Rd, Windham, NY 12496
  • /40

    $155,000

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

    TBD Boulder Brook Rd Unit Lot 14, 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

    Kyla Thomas Howard Hanna Rand Realty

    TBD Boulder Brook Rd Unit Lot 14, Windham, NY 12496
  • /49

    $899,900

    • Land
    • 40.02 Acres
    • $22,486 per Acre

    TBD Boulder Brook Rd Unit Lots 33-38, 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 six individually surveyed lots, all nestled along a quiet, established country road. Boulder Brook is a blend

    Kyla Thomas Howard Hanna Rand Realty

    TBD Boulder Brook Rd Unit Lots 33-38, Windham, NY 12496
  • /32

    $325,000

    • 2 Beds
    • 2.5 Baths
    • 1,295 Sq Ft

    274 County Route 65 Unit 55, Windham, NY 12496

    Step into this immaculate, well furnished home! Unit being sold ''as is'', fully furnished. This Is a well maintained unit, move right in and be comfortable. There is an outside storage closet, Mud room, half bath and laundry on first level along with a lovely kitchen, granite counters, SS appliances. Lovely living room with propane fireplace, sliding doors to a patio and a bay window, Plenty of

    Mary Donovan Gallagher & Company

    274 County Route 65 Unit 55, Windham, NY 12496
  • /27

    $650,000

    • 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. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

    Sheila Word Coldwell Banker Village GreenW

    85 Cambridge Heights Rd, Windham, NY 12496
  • /8

    $99,900

    • Land
    • 1.1 Acres
    • $90,818 per Acre

    L46.111 Panarama Ln, Windham, NY 12496

    Build your dream mountain getaway on this 1.1 acre unimproved lot just minutes from the Windham Mountain Club expansion. Surrounded by natural beauty, this property offers privacy, fresh air, and easy access to skiing, hiking, biking, golf, and charming village amenities. A perfect canvas for a custom Catskills home.A great opportunity in a rapidly evolving Catskills destination.

    Susan Miller WINDSTAR REALTY GROUP LLC

    L46.111 Panarama Ln, Windham, NY 12496
  • /78

    $899,900

    • Land
    • 40.07 Acres
    • $22,458 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 six individually surveyed lots, all nestled along a quiet, established country road. Boulder Brook is a blend

    Kyla Thomas Howard Hanna Rand Realty

    Tbd Boulder Brook Lot 33-38 Rd, Windham, NY 12496
  • /17

    $599,000

    • Land
    • 69.02 Acres
    • $8,679 per Acre

    0 High Peak Lot 111-112, Windham, NY 12496

    Discover a rare 65.3± acre Catskills property on High Peak Road in Windham, NY, offering an extraordinary blend of open meadows, mature forests, and stream frontage. With generous road frontage and multiple potential building sites, this land provides exceptional opportunity for anyone looking to build a dream home, create a residential compound, or invest in one of the most desirable regions of

    Regina Tortorella Coldwell Banker Village GreenW

    0 High Peak Lot 111-112, Windham, NY 12496
  • /28

    $699,000

    • Land
    • 60 Acres
    • $11,650 per Acre

    760 County Route 10, Windham, NY 12496

    Once-in-a-Lifetime Land Offering in Windham, NY - 60 Acres Bordering Forever Wild Mountain PreserveWelcome to a truly rare opportunity in the heart of the Catskills. 60 pristine acres in Windham, NY, a town where large tracts of land are no longer available, especially not ones of this caliber. This extraordinary parcel is one of the last of its kind, uniquely bordered along the rear and side

    Regina Tortorella Coldwell Banker Village GreenW

    760 County Route 10, Windham, NY 12496

Showing Results 81 - 120, Page 3 of 4

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