Windham, NY Homes for Sale

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  /33

  $299,777

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

  28 Sutton Hollow Rd, Windham, NY 12496

  Are you looking for an affordable country home? 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 is a large kitchen which included all the appliances,

  Douglas Schenk RE/MAX Capital

  28 Sutton Hollow Rd, Windham, NY 12496
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  /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
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  /37

  $1,175,000 New Construction

  • 3 Beds
  • 3.5 Baths
  • 3,284 Sq Ft

  20 Brookhollow Ln, Windham, NY 12496

  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 features three spacious bedrooms and three and a

  Pamela King-Belfor Four Seasons Sotheby's Int.

  20 Brookhollow Ln, 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
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  /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
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  /33

  $340,000

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

  689 Old Farm Rd, East Windham, NY 12439

  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-K

  689 Old Farm Rd, East Windham, NY 12439
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  /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
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  /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
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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, 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
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  /58

  $279,000

  • Land
  • 12.8 Acres
  • $21,797 per Acre

  383 Begley Rd, Windham, NY 12496

  A Beautiful 12.8 Acre Parcel of Land in Windham across from State Land! The land features approximately 1,180' of road frontage and it's only minutes to Windham Ski Mountain and all the amenities the mountaintop has to offer: golfing, hiking, biking, cycling, fishing, & more. The land is private and wooded with beautiful views of the sunrise and sunset.. There's an area that can be developed into

  Ted Banta RVW Select Properties

  383 Begley Rd, Windham, NY 12496
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  /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
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  /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
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  /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
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  /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
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  /43

  $1,399,000

  • 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
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  /54

  $139,900

  • 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. The HOA fee is 429 per month. It's a great vacation home, ski home, or a seasonal investment property. The home has great

  Ted Banta RVW Select Properties

  65 Quads Way, Windham, NY 12496
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  /38

  $850,000

  • 4 Beds
  • 3.5 Baths
  • 2,953 Sq Ft

  61 Mount View Estates Rd, Windham, NY 12496

  This beautiful Windham Mountain home is the perfect year-round retreat. Tucked away on 5.5 private acres, the fully renovated property is just minutes from skiing, hiking, golf, restaurants, spas, and shops. Blending classic mountain charm with modern comforts, the home is spacious yet cozy — the ideal place to unwind after a long day, enjoy a getaway, or entertain friends. With two family rooms

  Jennifer Woods Daniel Gale Sothebys Intl Rlty

  61 Mount View Estates Rd, Windham, NY 12496
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  /33

  $340,000

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

  689 Old Rd, Hensonville, NY 12439

  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, Hensonville, NY 12439
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  /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
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  /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
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  /14

  $575,000

  • 3 Beds
  • 2.5 Baths
  • 1,082 Sq Ft

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

  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 cozy. Upper level has

  Irene Pinto Brainard Ridge Management

  108 Brainard Ridge Rd Unit 14B, Windham, NY 12496
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  /72

  $1,999,000

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

  37 White Way, Windham, NY 12496

  Winter in Windham is fast approaching and with ski season just around the corner it's time to find the ski house of your dreams! 37 White Way is being offered for the first time and includes the added value of a second, adjoining lot. Located on Windham Mountain Club's east side, and just steps from the trails, this home overlooks the valley and town below, with far-reaching views that will only

  Sharri Cunningham Bunce Realty

  37 White Way, Windham, NY 12496
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  /7

  $179,900

  • 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
• 

  

  /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

  $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
• 

  

  /105

  $3,750,000 New Construction

  • 6 Beds
  • 5 Baths
  • 5,005 Sq Ft

  219 Club Rd, Windham, NY 12496

  Welcome to the ultimate ski-in/ski-out escape at Windham Mountain Club, where modern design, four-season mountain living, and front-row slope access come together in a way that feels both luxurious and totally effortless. This brand-new, custom-built home is perched just steps from the chairlift, making it one of the most desirable on-mountain properties available at WMC today. Designed to bring

  Regina Tortorella Coldwell Banker Village GreenW

  219 Club Rd, 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
• 

  

  /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
• 

  

  /14

  $1,589,000

  • 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 décor, 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
• 

  

  /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
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  /41

  $2,200,000

  • 4 Beds
  • 3.5 Baths
  • 3,400 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
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  /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
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  /14

  $599,000

  • Land
  • 1.23 Acres
  • $486,992 per Acre

  137-1 South St, Windham, NY 12496

  Attention Builders, Developers & Visionaries!Prime 1.23-acre parcel along Windham's sought-after South Street corridor — a high-traffic, high-growth area in the heart of town. Surrounded by established businesses, the local Little League field, new townhouse developments, and close proximity to Windham Mountain Club entrance and Main Street. Offering 138 feet of road frontage and mostly

  Lisa Jaeger Coldwell Banker Village GreenW

  137-1 South St, Windham, NY 12496
• 

  

  /12

  $575,000

  • 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
• 

  

  /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
• 

  

  /43

  $285,000

  • 2 Beds
  • 2.5 Baths
  • 1,411 Sq Ft

  76 Loo Bridge Ln Unit 12B, Windham, NY 12496

  Just in time for ski season, this cozy country condo offers an affordable four-season retreat in the heart of Windham, NY. Whether you're searching for a ski getaway, a low-maintenance second home, or a rental opportunity, this charming townhouse delivers comfort, character, and convenience. Located just 2.5 hours north of Manhattan in one of the Catskills' most desirable mountain towns, this

  Lisa Jaeger Coldwell Banker Village GreenW

  76 Loo Bridge Ln Unit 12B, 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
• 

  

  /36

  $459,000

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

  274 Brooksburgh Rd Unit 67, Windham, NY 12496

  This 4 bedroom, 3.5 bath unit is ''like New''. Halfbath/laudry, kitchen with granite counters, upgraded cabinets, SS appliances, tile flooring. This is open concept. Nice counter in the kitchen with stool, open to the dining and living room area. Living room has a gas fireplace and sliding doors to a patio with a lovely view. Second floor has two main bedrooms with their full baths, third

  Mary Donovan Gallagher & Company

  274 Brooksburgh Rd Unit 67, Windham, NY 12496

Showing Results 81 - 120, Page 3 of 4