Windham, NY Homes for Sale

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  /44

  $159,900

  • Land
  • 9 Acres
  • $18,337 per Acre

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

  

  

  /49

  $149,000

  • Land
  • 5 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
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  /37

  $179,900

  • Land
  • 6 Acres
  • $30,033 per Acre

  TBD Boulder Brook Lot 11 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 11 Rd, Windham, NY 12496
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  /50

  $899,900

  • Land
  • 40 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
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  /60

  $217,500

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

  65 Quads Way, Windham, NY 12496

  A 2 Bedroom 2 Bath Townhouse at The Quads in Windham! The 1st floor features a kitchen, a living room, a bath, and a back deck. The 2nd floor features 2 bedrooms and a bath. The community features tennis courts, pickleball courts, a basketball court, a fire pit, and a pool. It's a great vacation home, ski home, or a seasonal investment property. The home has great proximity to the area's

  Theodore Banta III RVW Select Properties

  65 Quads Way, Windham, NY 12496
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  /33

  $343,000

  • 2 Beds
  • 2 Baths
  • 1,542 Sq Ft

  689 Old Rd, Windham, NY 12496

  Charming 2-bedroom 2 full bathroom ranch in Windham, New York. Sits on an acre with panoramic views of the Catskills. Relax in the backyard along the seasonal creek listening to the sounds of chirping from the many varieties of wild birds in the area. Entertain friends, family and pets from the back deck under a beautifully constructed gazebo. Enjoy the warmth of a winter fire in your striking

  Kathy Shumway Win Morrison Realty

  689 Old Rd, Windham, NY 12496
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  /90

  $3,895,000

  • 5 Beds
  • 7 Baths
  • 4,795 Sq Ft

  6 White Way, Windham, NY 12496

  Welcome to 6 White Way, striking the perfect balance of Mountain Elegance and Rustic Splendor. Enjoy effortless ski in, ski out access from this rare superior trailside home. This impeccably built, 6,207 Sq. Ft. home offers 5 bedrooms and 7 full bathrooms. From the moment you enter the grand entry way with its beautiful log stairway opening to the impressive sun filled elegantly furnished formal

  Patricia Charbonneau Brainard Ridge Management

  6 White Way, Windham, NY 12496
• 

  

  /11

  $100,000

  • Land
  • 5.00 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
• 

  

  /14

  $1,650,000

  • 3 Beds
  • 3 Baths
  • 1,655 Sq Ft

  10 Enclave Dr N Unit 106, Windham, NY 12496

  Stunning Enclave 3 bedroom, 3 bath, inspired full renovation, impeccably furnished with slopeside views!Enjoy trailside living at its best, natural sunlight abounds in the gorgeous living area with stunning gas fireplace, modern decor, contemporary sleek kitchen with farmhouse sink, elegant cabinetry and counter tops. A separate wonderful dining area with plenty of seating for friends and

  Irene Pinto Brainard Ridge Management

  10 Enclave Dr N Unit 106, Windham, NY 12496
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  /41

  $1,395,000

  • 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
• 

  

  /41

  $2,200,000

  • 4 Beds
  • 3.5 Baths
  • 2,004 Sq Ft

  22 Club Rd, Windham, NY 12496

  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 table and 8 upholstered

  Irene Pinto Brainard Ridge Management

  22 Club Rd, Windham, NY 12496
• 

  

  /49

  $149,000

  • Land
  • 5 Acres
  • $28,381 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

  Kyla Thomas Howard Hanna Rand Realty

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

  

  /37

  $179,900

  • Land
  • 6 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
• 

  

  /44

  $159,900

  • Land
  • 9 Acres
  • $18,337 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

  Kyla Thomas Howard Hanna Rand Realty

  Tbd Boulder Brook Rd Lot B12, Windham, NY 12496
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  /57

  $169,900

  • Land
  • 6 Acres
  • $27,536 per Acre

  Tbd Boulder Brook Lot 8 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 8 Rd, Windham, NY 12496
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  /78

  $899,900

  • Land
  • 40 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
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  /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
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  /22

  $2,650,000

  • Land
  • 70 Acres
  • $37,857 per Acre

  11 Copper Ridge Trail, Windham, NY 12496

  Prime Development Opportunity in the Great Northern Catskills! Welcome to Windham, New York! Introducing The Windham Mountain Project—a 70-acre private enclave, pre-subdivided into 11 prime lots with engineering in place ready for immediate development. Access roads are already cut, and municipal sewer and power are run to the top of the development. Each lot boasts mountain views along a

  Phil Uhrik Win Morrison Realty - Catskill

  11 Copper Ridge Trail, 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 Green

  110 Maplecrest Rd, Windham, NY 12439
• 

  

  /9

  $595,000

  • Land
  • 13 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
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  /47

  $449,000

  • 4 Beds
  • 2 Baths
  • 1,942 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
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  /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, NYDiscover 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

  Fred Mazza Bunce Realty

  18 Maplewood Ave, Windham, NY 12496
• 

  

  /18

  $460,000

  • Land
  • 55 Acres
  • $8,364 per Acre

  0 New York 23, Windham, NY 12496

  Let your mind consider the spectacular possibilities of a 55 acre mountainside retreat - your dream home, perched along the Bataviakill, overlooking lush farmland, a golf course, with panaramic views of surrounding Windham and beyond. Seclusion and privacy just steps from one of the most desirable locations in the tri-state area. Longtime residents and natives have always known and appreciated

  Sharri Cunningham Bunce Realty

  0 New York 23, Windham, NY 12496
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  /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 with

  Regina Tortorella Coldwell Banker Village GreenW

  315 Begley Rd, Windham, NY 12496
• 

  

  /13

  $335,000

  • Land
  • 16 Acres
  • $21,378 per Acre

  10 Galway Rd, Windham, NY 12496

  Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 15.67 acre 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.

  Patrick Dunn KW Platform

  10 Galway Rd, Windham, NY 12496
• 

  

  /13

  $325,000

  • Land
  • 13 Acres
  • $24,381 per Acre

  9 Galway Rd, Windham, NY 12496

  Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 13.33 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

  9 Galway Rd, Windham, NY 12496
• 

  

  /13

  $300,000

  • Land
  • 7 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
• 

  

  /13

  $290,000

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

  2 Lot Galway Rd, Windham, NY 12496

  Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready residential 4.52 acre 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

  2 Lot Galway Rd, Windham, NY 12496
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  /11

  $300,000

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

  1 Galway Rd, Windham, NY 12496

  Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 7.5 acre 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.

  Patrick Dunn KW Platform

  1 Galway Rd, Windham, NY 12496
• 

  

  /25

  $249,900

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

  41 Quads Way, Windham, NY 12496

  Location, convenience and ease of ownership come together at 41 Quads Way. Whether you're looking for a full-time home, a weekend retreat, or an investment property, this condominium in Windham fits the bill. A comfortable living area features a woodburning fireplace and sliding doors to a private deck. Upstairs are two spacious, bright bedrooms. Each floor has a full bath. Enjoying all four

  Sharri Cunningham Bunce Realty

  41 Quads Way, Windham, NY 12496
• 

  

  /30

  $545,000

  • 3 Beds
  • 2.5 Baths
  • 1,335 Sq Ft

  20 Sutton Hollow Rd, Windham, NY 12496

  Modern Farmhouse Getaway with Streamside Serenity - Fully Renovated & Fully Furnished!This turn-key, completely renovated modern farmhouse is ready to welcome you! Just 12 minutes from the Windham Mountain Club and only a short drive to Hunter and Belleayre, this stylish 3-bedroom plus open sleeping loft retreat delivers four-season Catskill charm with designer finishes and a prime location for

  Regina Tortorella Coldwell Banker Village GreenW

  20 Sutton Hollow Rd, Windham, NY 12496
• 

  

  /21

  $295,000

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

  45 Windham Ridge Rd Unit 15C, Windham, NY 12496

  Wonderful opportunity to own this warm and inviting 2 bedroom, 2.5 bath Windham Ridge Townhome. This charming unit has a lovely living area with wood burning fireplace to enjoy after a day of skiing or hiking. Cozy dining area and nicely appointed kitchen. bamboo floor, quartz countertops and stainless steel appliances. The upper level offers 2 ensuite bedrooms. Enjoy seasonal views of Windham

  Patricia Charbonneau Brainard Ridge Management

  45 Windham Ridge Rd Unit 15C, Windham, NY 12496
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  /34

  $489,000

  • 3 Beds
  • 2.5 Baths
  • 1,812 Sq Ft

  4992 New York 23, Windham, NY 12496

  Perched above the road on a private and wooded1.50 acres, opposite the Windham Path, sits this thoughtfully renovated 3 bedroom, 2.5 bath . this home is ready for you to enjoy year round! The bright and airy professional kitchen offers GE Cafe appliances 8-9 years old,, striking granite counters and island. The generous dining area affords plenty of room for family and friends. Enjoy lush green

  Irene Pinto Brainard Ridge Management

  4992 New York 23, Windham, NY 12496
• 

  

  /9

  $450,000

  • Land
  • 10 Acres
  • $45,000 per Acre

  000 New York 296, Windham, NY 12496

  10 Acres of Prime Forested Land | Windham, NY | Development or Dream Compound PotentialAn extraordinary opportunity awaits on Route 296 in Windham, NY - two adjacent 5-acre parcels totaling 10 acres of pristine Catskills forest, ideally situated for those with vision. Slightly sloped and elevated just enough to offer potential eastern-facing views with selective clearing, this land offers the

  Jason Dugo Dugo Realty

  000 New York 296, Windham, NY 12496
• 

  

  /27

  $195,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  11 Quads Way, Windham, NY 12496

  Beautifully renovated studio style condo in the Quads condominium association just minutes from Windham Mountain! Great opportunity to own a property in Windham. Completely renovated kitchen and unit upgrades, make this a comfortable place to stay. Use this as your home base while visiting this four season destination or use as a second home or investment property! Successfully rented as an

  Samantha Clark Keller Williams Realty HV Nort

  11 Quads 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
• 

  

  /17

  $1,200,000

  • Land
  • 10 Acres
  • $116,505 per Acre

  3 Rockledge Rd, Windham, NY 12496

  A rare opportunity awaits to own an extraordinary 10-acre parcel of land in the coveted Windham Mountain Ski Resort community—just a short walk to the trails.This remarkable property features diverse topography with stone ledges, meandering forest trails, and expansive views of the surrounding mountains and valleys. With both open and buildable terrain, it's ideal for hiking, snowshoeing, ATV

  Debra Bunce Bunce Realty

  3 Rockledge Rd, Windham, NY 12496
• 

  

  /29

  $425,000

  • 4 Beds
  • 2.5 Baths
  • 1,227 Sq Ft

  5044 New York 23, Windham, NY 12496

  Walk to the Windham Path from this newly renovated two story home. Offered fully furnished, stocked with everything you need to greet your next guest, this active Airbnb is ready for the next owner. Two first floor bedrooms each with their own beautifully new tiled bath. New kitchen with butcher block counter tops, new appliances with induction stove. Upstairs 2 more bedroom with its own half

  Cynthia Welch Welch Realty Inc.

  5044 New York 23, Windham, NY 12496
• 

  

  /33

  $410,000

  • 5 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  81 Route 65, Windham, NY 12496

  Just a stones throw from the slopes at Windham Mountain, you will find this gem. A 5 bedroom, 3 bathroom village home that has been fully renovated while maintaining much of the original character. The exterior boasts a rocking chair porch, abundant space for entertaining or enjoying, extensive garden area, hot tub, orchard(apples and pears), hiking, bird watching, and so much more! The turn-key

  Jessica Surbeck WINDSTAR REALTY GROUP LLC

  81 Route 65, 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 41 - 80, Page 2 of 4