Windham, NY Homes for Sale

• 

  

  

  /8

  $325,000

  $100K PRICE INCREASE

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

  L37 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

  Susan Miller WINDSTAR REALTY GROUP LLC

  L37 Panarama Ln, Windham, NY 12496
• 

  

  

  /33

  $335,000

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

  274 County Route 65 Unit 68, Windham, NY 12496

  Step into this LIGHT FILLED CORNER UNIT, well maintained, upgraded unit and fall in love. Beautiful light enters this End Unit. Sliding doors to a patio looking out onto nature. There is an outside ski storage closet. Enter into the welcoming mud room. There is a half bath/laundry room, a lovely galley kitchen with granite counters, propane cook stove a lovely large window, all appliances are

  Mary Donovan Gallagher & Company

  274 County Route 65 Unit 68, Windham, NY 12496
• 

  

  

  /5

  $154,000

  • Land
  • 17.15 Acres
  • $8,980 per Acre

  0 High Peak Road Lot 61 & 20, Windham, NY 12496

  Nestled in the heart of the Catskills, this 17-acre parcel of unimproved land on High Peak Road offers a rare opportunity to own a significant piece of Greene County's most sought-after landscape. Surrounded by the natural splendor that has made Windham a beloved four-season destination, this blank canvas invites you to bring your vision -- whether a private retreat, a custom dream home, or a

  Sheila Word Coldwell Banker Village GreenW

  0 High Peak Road Lot 61 & 20, Windham, NY 12496
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  /37

  $349,000

  $76K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  751 Mitchell Hollow Rd, Windham, NY 12496

  Charming 3-bedroom, 2-bath ranch set on over an acre of picturesque property in Windham. Offering the ease of single-level living and sold completely furnished, this move-in-ready home is the perfect mountain retreat, full-time residence, or weekend getaway. The home is in a highly desirable area close to local restaurants, parks, hiking trails and the Windham Mountain Resort. Inside, enjoy

  Kathy Marino Bunce Realty

  751 Mitchell Hollow Rd, Windham, NY 12496
• 

  

  

  /11

  $135,000

  • Land
  • 1.2 Acres
  • $112,500 per Acre

  L19.12 South St, Windham, NY 12496

  Build your Catskills getaway on this 1.2-acre unimproved lot located on South Street in Windham, NY. Offering a peaceful setting with convenient access to Windham Mountain Club, village amenities, dining, and year-round recreation. Adjoining 1 acre lot for sale separately. A great opportunity for a custom home, weekend retreat, or long-term investment. Bring your vision and create a home that

  Susan Miller WINDSTAR REALTY GROUP LLC

  L19.12 South St, Windham, NY 12496
• 

  

  /12

  $550,000

  • 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 investment

  John Pumilia Shaw Country Realty, Inc.

  183 N South St N, Windham, NY 12496
• 

  

  /13

  $359,900

  • Land
  • 4.2 Acres
  • $85,690 per Acre

  L44.10 Panarama Ln, Windham, NY 12496

  Build your Catskills vision on this 4.2-acre vacant parcel ideally located near the Windham Mountain Club expansion. This unimproved lot offers a peaceful, wooded setting with excellent proximity to skiing, golf, dining, and year-round resort amenities. A prime opportunity for a private retreat, vacation home, or future investment in one of the area's most sought-after mountain communities.

  Susan Miller WINDSTAR REALTY GROUP LLC

  L44.10 Panarama Ln, Windham, NY 12496
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  /9

  $500,000

  • Land
  • 22,651 Sq Ft
  • $961,538 per Acre

  220 & 240 Club Rd, Windham, NY 12496

  Be captivated by the breathtaking, panoramic views that will mesmerize you from dusk till dawn from either of these 2 building lots, with ski access being offered by Windham Mountain Club. Let your imagine soar with the possibilities of designing your dream home to last for generations on one of the few remaining building lots offered by Windham Mountain Club. Envision waking up in your mountain

  Patricia Charbonneau Brainard Ridge Management

  220 & 240 Club Rd, Windham, NY 12496
• 

  

  /15

  $439,000

  • Land
  • 3.46 Acres
  • $126,879 per Acre

  2 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 2 is prepared for immediate construction, featuring an installed driveway to the designated house site, 200 amp underground electric

  Laurie Hanenberg Hunter Windham Real Estate

  2 Windham Farms Rd, Windham, NY 12496
• 

  

  /18

  $427,000

  $36K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,249 Sq Ft

  111 Brainard Ridge Rd Unit 11B, Windham, NY 12496

  Brainard Ridge Charmer!Ready for 4 season active life style. Charming 3 bedroom, 2 bath plus extra sleeping alcove, Brainard Ridge Townhome. Open and airy floor plan, lots of natural light! Cozy living room with large wood burning fireplace, nice dining area, cheery kitchen, Primary bedroom with ensuite bath, plus extra sleeping alcove. Lower level with bunkroom, and guest bedroom, second

  Patricia Charbonneau Brainard Ridge Management

  111 Brainard Ridge Rd Unit 11B, 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
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  /33

  $407,000

  $23K PRICE DROP

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

  274 N Brooksburg Rd Unit 35, Windham, NY 12496

  ** REDUCED!** Welcome to Crystal Pond at Windham! This wonderful townhome is perfect for that weekend getaway, Winter resort home, or year round living, and has great potential for a short term rental. It comes ''fully furnished'' and ready to use! Offering Three sprawling floors of living space, 4-5 bedrooms and 3 Full baths! This beautiful town home has a great working kitchen w/ granite

  Douglas Schenk RE/MAX Capital

  274 N Brooksburg Rd Unit 35, Windham, NY 12496
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  /35

  $385,000

  • 3 Beds
  • 1 Bath
  • 1,893 Sq Ft

  82 County Road 56, Windham, NY 12496

  This property located in the quiet and picturesque town of Maplecrest sits on over four acres of land. It includes three dwellings that are currently being rented along with a 2 garages and a sap house. The front house which sits on the main road has 3 bedrooms/1 bathroom. As you enter the driveway on the left there is a home, garage, sap house, trailer and ranch house at the end. The ranch home

  Kathy Marino Bunce Realty

  82 County Road 56, Windham, NY 12496
• 

  

  /29

  $399,000

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

  5044 State Route 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 State Route 23, Windham, NY 12496
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  /48

  $349,000

  $91K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft

  110/2 Highridge Rd, Hensonville, NY 12439

  Charming 3-Bedroom Retreat in Serene Wooded Setting Nestled on a private road in a tranquil wooded haven, this newly renovated 3-bedroom, 2-bath retreat seamlessly blends modern comforts with cozy charm. Perfect as a primary residence, vacation home, or income-generating AirB&B, this property offers exceptional versatility and appeal. Key Features: Upper Level: Spacious bedroom, full bath, and an

  Fred Mazza Bunce Realty

  110/2 Highridge Rd, Hensonville, NY 12439
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  /8

  $119,600

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  366 State Route 296, Windham, NY 12496

  Opportunity awaits in the heart of the Catskills. This bungalow-style home offers approximately 1,456 square feet of living space with 3 bedrooms and 2 full bathrooms situated on an approximately 21,780-square-foot lot. The property also includes a detached garage, full basement, private well, and septic system.Located along Route 296 in Windham, the property enjoys convenient access to

  Christopher Rose Listing by REALHome Services & Solutions

  

  366 State Route 296, Windham, NY 12496
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  /9

  $75,000

  • Land
  • 2 Acres
  • $37,500 per Acre

  0 Trailview Ln, Windham, NY 12496

  Transform Your Vision at Trail View-Dreaming of the perfect place to make your vision a reality? Trail View is where it all begins-a breathtaking 2-acre lot nestled in the heart of Windham, offering stunning slope views and endless possibilities. Whether you're planning your dream home, a cozy vacation cabin, or a chic rental property, this lot is ready to bring your ideas to life! Imagine

  Regina Tortorella Coldwell Banker Village GreenW

  0 Trailview Ln, Windham, NY 12496
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  /32

  $319,000

  $20K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,211 Sq Ft

  44 Loo Bridge Ln Unit 14B, Windham, NY 12496

  NEW PRICE! Turn Key! Pride of Ownership shows in this Windham Ridge 2 bedroom 2.5 bath, Plus a surprise room and bath to use as needed, bunk room, office, small den. Come and be part of the Windham Family in this sweet year round community. 1st level has Primary ensuite, and 2nd bedroom-ensuite. 2nd level opens up to a spacious great room with open concept, bright and sunny. Fully equipped

  Irene Pinto Brainard Ridge Management

  44 Loo Bridge Ln Unit 14B, Windham, NY 12496
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  /46

  $1,750,000

  New Construction $25K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,218 Sq Ft

  31 Windham Farms Rd, Windham, NY 12496

  Modern Mountain Luxury | Windham, New YorkExperience 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.

  31 Windham Farms Rd, Windham, NY 12496
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  /28

  $559,000

  • 5 Beds
  • 2 Baths
  • 1,900 Sq Ft

  96 Route 56, Maplecrest, NY 12454

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

  Doris Kennedy KENNEDY L I REALTY INC

  96 Route 56, Maplecrest, NY 12454
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  /38

  $2,495,000

  $2M PRICE INCREASE

  • 8 Beds
  • 3.5 Baths
  • 3,350 Sq Ft

  3 Leon MacGlashan Rd, Windham, NY 12454

  Experience Rustic Elegance and Timeless Wonder at 3 Leon Macglashan RoadNestled on over 210 acres of pristine Catskill landscapes, this extraordinary estate offers an unparalleled opportunity to embrace the serenity, privacy, and natural beauty of Windham, NY. From the moment you arrive, the property captivates with its historic charm, panoramic mountain views, and endless possibilities.

  Jake Garay Serhant LLC

  3 Leon MacGlashan Rd, Windham, NY 12454
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  /34

  $319,000

  • 2 Beds
  • 2.5 Baths
  • 1,238 Sq Ft

  55 Windham Ridge Rd Unit 15H, Windham, NY 12496

  Competitively Priced Catskills End Unit Townhouse - Renovated and furnishings are optional adding potential for practically turnkey property! This beautifully updated end-unit townhouse blends modern comfort with mountain charm, offering style, warmth, and exceptional value. As you step inside, you're welcomed by a tastefully renovated kitchen that flows effortlessly into the inviting main living

  Regina Tortorella Coldwell Banker Village GreenW

  55 Windham Ridge Rd Unit 15H, Windham, NY 12496
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  /14

  $75,000

  • Land
  • 1 Acre
  • $75,000 per Acre

  0 Mountain View Rd, Windham, NY 12496

  Your 1 Acre in Windham Awaits! For everyone who's ever called us and said, "I just want a small piece of land to hold onto, "maybe build on it someday." This one is for you! This 1-acre wooded lot on a private country road offers the ideal setting for your next project. Whether you're planning to build a cozy cabin, dream home, or vacation rental, this mostly level property is ready for you to

  Regina Tortorella Coldwell Banker Village GreenW

  0 Mountain View Rd, Windham, NY 12496
• 

  

  /14

  $120,000

  • Land
  • 1 Acre
  • $120,000 per Acre

  L19.11 South St, Windham, NY 12496

  Build your Catskills getaway on this 1acre unimproved lot located on South Street in Windham, NY. Offering a peaceful setting with convenient access to Windham Mountain Club, village amenities, dining, and year-round recreation. Adjoining 1.2 acre lot for sale separately. A great opportunity for a custom home, weekend retreat, or long-term investment. Bring your vision and create a home that

  Susan Miller WINDSTAR REALTY GROUP LLC

  L19.11 South St, Windham, NY 12496
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  /42

  $1,330,000

  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
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  /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
• 

  

  /26

  $599,000

  $50K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,250 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 LLC

  406 Campbell Rd, Windham, NY 12496
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  /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
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  /6

  $257,000

  • Land
  • 25,700 Sq Ft
  • $435,593 per Acre

  57 South St, Windham, NY 12496

  Unique opportunity - one of the LAST lots on South Street! Flat parcel overlooking the golf course. Close access to everything Windham has to offer: ski, golf, biking, movie theater, shops and downtown restaurants. Utilities access on site: water (town), sewer (town), electric (NYSEG).

  Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

  57 South St, Windham, NY 12496
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  /56

  $899,000

  Open House 8/22

  • 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
• 

  

  /37

  $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
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  /78

  $895,000

  New Construction $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,922 Sq Ft

  2074-2080 County Route 10, Windham, NY 12496

  A rare Catskills treat! Own your own Catskills compound. Two separate homes create the perfect setting for extended family, weekend guests or a private retreat with income potential. Set on 12 breathtaking acres with sweeping views of Windham Mountain and the surrounding ranges, this exceptional 3-bedroom, 2-bath property offers a rare combination of luxury, versatility, and investment

  Lisa Gambella WINDSTAR REALTY GROUP LLC

  2074-2080 County Route 10, Windham, NY 12496
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  /69

  $1,599,000

  Open Sat 12PM - 3PM Coming Soon

  • 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
• 

  

  /58

  $3,649,000

  Pre-Foreclosure

  • 5 Beds
  • 7 Baths
  • 5,532 Sq Ft

  6 White Way, Windham, NY 12496

  Welcome to White Way Mountain House, an Aspen-inspired log and post-and-beam mountain retreat set ski-in, ski-off on the White Way Trail at Windham Mountain. Spanning 5,532 square feet across three levels, this five-bedroom, seven-bath chalet was designed for the full mountain living experience: two wood-burning stone fireplaces, radiant heat throughout, a dedicated ski and boot room with heated

  Anthony D'Argenzio Houlihan Lawrence Inc.

  6 White Way, Windham, NY 12496
• 

  

  /25

  $459,000

  • Land
  • 29,620 Sq Ft
  • $675,000 per Acre

  0 Club Rd Unit 20256096, Windham, NY 12496

  Welcome to Windham Mountain, where this .68-acre homesite offers an unparalleled opportunity to build your dream getaway just steps from the ski trails. Perfectly situated for both privacy and convenience, this property captures the essence of true mountain living.With its gently sloping terrain, the lot is ideally suited for a tri-level home design with a finished walkout basement, allowing

  Regina Tortorella Coldwell Banker Village GreenW

  0 Club Rd Unit 20256096, Windham, NY 12496
• 

  

  /37

  $575,000

  Open Sat 11AM - 1PM $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,545 Sq Ft

  149 Peck Rd, Maplecrest, NY 12454

  Open House Saturday, August 15, 11am - 1 pm. Tucked away in a peaceful, semi-private setting just minutes from Windham Mountain Ski Resort, this distinctive 1978 contemporary offers the perfect blend of rustic charm and modern comfort. With 3 bedrooms, 2.5 baths, and the ability to comfortably sleep 10, this property isideal as a year-round getaway, investment rental, or full-time

  Judy Gregory Gilcrest Properties

  149 Peck Rd, Maplecrest, NY 12454
• 

  

  /45

  $349,999

  $25K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,739 Sq Ft

  477 Campbell Rd, Windham, NY 12496

  Your wonderful Summer weekend getaway! 7 glorious acres, 8 minutes to Windham Mountain! Charming Updated Home with mature trees, beautiful plantings and landscapes. Welcome to this inviting 3-bedroom, 1-bath home set on 7 beautiful acres offering privacy, space, and stunning natural surroundings. Located only 8 minutes from the local ski area, it's the perfect retreat for outdoor enthusiasts or

  Robyn Tricinelli Century 21 Alliance

  477 Campbell Rd, Windham, NY 12496
• 

  

  /34

  $685,000

  $50K PRICE DROP

  • 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
• 

  

  /50

  $569,900

  $330K PRICE DROP

  • Land
  • 40.07 Acres
  • $14,223 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 four 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
• 

  

  /21

  $359,900

  • 2 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!

  Thomas Fedorson Greene County Realty

  2635 County Route 10, Windham, NY 12496

Showing Results 41 - 80, Page 2 of 4