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Newest Homes for Sale in Windham, NY

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  • /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
  • /61

    $1,125,000

    • 5 Beds
    • 5.5 Baths
    • 3,643 Sq Ft

    3 South St, Windham, NY 12496

    Turn-Key Windham Ski Retreat | Modern End Unit with 4 En-Suites, Full Furnishing Option & High Income Potential Personal Use or Income Ready and hitting the market just in time for peak rental demand, this modern end-unit townhome at 292 South Street offers an unbeatable opportunity for both investors and second-home seekers. Featuring four en-suite bedrooms, panoramic slope views, and a sleek

    Regina Tortorella Coldwell Banker Village GreenW

    3 South St, Windham, NY 12496
  • /38

    $2,495,000

    • 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.

    Cameron Ashkarkhizani Serhant LLC

    3 Leon MacGlashan Rd, Windham, NY 12454
  • /19

    $390,000

    • 3 Beds
    • 3.5 Baths
    • 3,683 Sq Ft

    2914 Route 10, Windham, NY 12496

    This large 3 bed, 3.5 bath home sits on 5 peaceful acres and has plenty of space inside and out. Built in 1993, it offers 2,610 sq ft of living space. The home has new tile floors, central A/C, and a 10-year-old roof. We are located just a short drive from popular ski slopes, restaurants and other entertainment. Interior in good livable condition. Owners are in the process of installing a new

    Agent Photo

    Qizhan Yao

    Realmart Realty, LLC

    (518) 897-3596

    2914 Route 10, Windham, NY 12496
  • /48

    $749,000

    • 4 Beds
    • 3.5 Baths
    • 2,088 Sq Ft

    93 Maplewood Ave, Windham, NY 12496

    Nestled at the end of a tranquil cul -de-sac, this spacious 3+1 bedroom perched on a hill just a short distance to downtown Windham has breathtaking views of the slopes at Windham Mountain.On the main level, floor-to-ceiling glass sliding doors showcase expansive mountain views. An open-concept layout with vaulted ceilings unites the living room, dining room, and kitchen—all oriented toward

    Doina Dewell Coldwell Banker Village GreenW

    93 Maplewood Ave, Windham, NY 12496
  • /23

    $199,000

    611 Mitchell Hollow Rd, Windham, NY 12496

    5.7 Acres with Utilities in Place - Perfect Setting for Your Dream Home This 5.7-acre property offers the ideal blend of open fields and wooded areas, creating a beautiful mix of natural landscapes and privacy. While there is an existing single-wide mobile home on site, it has been vacant for some time, is not considered habitable, and has not been given value. The true value here lies in the

    Regina Tortorella Coldwell Banker Village GreenW

    611 Mitchell Hollow Rd, Windham, NY 12496
  • /20

    $479,000

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

    274 N Brooksburg Rd Unit 35, Windham, NY 12496

    Charming 4-Bedroom Townhome Just Minutes from Windham Slopes!Discover this beautifully designed townhome in a vibrant four-season community, just five minutes from Windham's premier ski slopes, golf courses, scenic walking paths, top-rated restaurants, and stunning hiking trails. This thoughtfully crafted three-level home offers:4 Spacious Bedrooms - Plenty of space for family and guestsCozy up

    John Pumilia Shaw Country Realty, Inc.

    274 N Brooksburg Rd Unit 35, 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
  • /9

    $500,000

    • Land
    • 0.52 Acre
    • $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
  • /32

    $799,000

    • 3 Beds
    • 3.5 Baths
    • 3,729 Sq Ft

    415 Old Rd, Windham, NY 12496

    Don't miss this unique opportunity to establish a year-round retreat in the Catskill Mountains, ideal for hosting family and friends on two separate lots. The grounds offer apple picking, fishing in the pond, and swimming, while children can enjoy outdoor activities and grandparents relax on the upper deck with scenic mountain views—all accessible from your own front yard. In winter, prepare for

    Laurie Hanenberg Hunter Windham Real Estate

    415 Old Rd, Windham, NY 12496
  • /38

    $294,000 Open Sun 12PM - 2PM

    • 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
  • /31

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    436 Big Hollow Rd, Maplecrest, NY 12454

    Up the road from thousands of acres of state hiking trails and from CD Lane Park with swimming, kayaking, and family fun, this location is a true four-season retreat. Minutes to Windham and Hunter ski resorts, golf courses, and local venues, the setting offers year-round recreation at your doorstep.Set back from a quiet country road on nearly 4 acres, this property is all about the outdoors.

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 667-5960

    436 Big Hollow Rd, Maplecrest, NY 12454
  • /21

    $319,000

    • 2 Beds
    • 2.5 Baths
    • 1,178 Sq Ft

    63 Windham Ridge Rd, Windham, NY 12496

    Welcome to the sought after Town of Windham to this beautiful Townhouse complex of Windham Ridge,a 4 Seasons Community that offers a fantastic opportunity for outdoor enthusiasts and those looking for a cozy retreat. Located near the Village, it is close to a variety of amenities, including restaurants, shops and movie theaters while still providing the serenity and access to outdoor activities

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 855-3425

    63 Windham Ridge Rd, Windham, NY 12496
  • /11

    $275,000

    • Land
    • 0.32 Acre
    • $859,375 per Acre

    0 Twin Maples Ln Unit 20254325, Windham, NY 12496

    Great Opportunity! Priced to sell!Escape to the Catskills, build your home away from home on this desirable building lot located on Windham Mountain's Private and Tranquil Community of Trailside East. This parcel has gentle sloping grade, will have access to far reaching mountain and valley views with clearing. Parcel has access to water, sewer, underground electric, high speed cable-fiber,

    Irene Pinto Brainard Ridge Management

    0 Twin Maples Ln Unit 20254325, 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
  • /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
  • /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
  • /49

    $1,295,000

    • 4 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    129 Club Rd, Windham, NY 12496

    Gorgeous Windham Mountain Contemporary. An abundance of natural light and impressive landscaping establish the setting as you step into this beautiful 4-bedroom 3.5 bath mountain home. Panoramic, stunning views from every room, spacious living room with cozy, tasteful furnishings, striking stone wood burning fireplace, bright kitchen with granite counters, solid maple cabinetry and Bosch

    Patricia Charbonneau Brainard Ridge Management

    129 Club 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
  • /36

    $399,000

    • 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 level

    Mary Donovan Gallagher & Company

    274 Brooksburgh Rd Unit 67, Windham, NY 12496
  • /39

    $849,000

    • 3 Beds
    • 2.5 Baths
    • 2,864 Sq Ft

    407 Mill St, Windham, NY 12496

    Welcome to Round Haus Chalet, a high design retro retreat set on five acres with spectacular 360-degree views, just minutes from Windham Mountain. Built in 1986, this distinctive three-bedroom, two-and-a-half-bath residence pairs playful, postmodern geometrical architecture with mid-century design. From cozy apres-ski gatherings, to chic summer soirees, this home was designed for every season of

    Anthony D'Argenzio Houlihan Lawrence

    407 Mill St, Windham, NY 12496
  • /28

    $299,999

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    5359 Main St Unit 2C, Windham, NY 12496

    Turn-Key & Motivated Seller Due to Work RelocationLocation is everything—and this condo has it all. Perfectly situated on Main Street and just one minute from Windham Mountain, this beautifully designed 2-bedroom, 2-bath home offers an open single-level floor plan plus a versatile flex space for a home office, guest room, or whatever you need.Enjoy the best of both worlds with views

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 600-2711

    5359 Main St Unit 2C, Windham, NY 12496
  • /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
  • /38

    $289,999

    • 2 Beds
    • 2 Baths
    • 1,163 Sq Ft

    5359 New York 23, Windham, NY 12496

    Opportunity awaits as this beautifully designed 2 bedroom 2 bath Windham Condo a minute drive to Windham Mountain hits the market! You get the best of everything here as this property is located right on Main street where you can find everything but also so close to the ski resort! Features include large cozy great room with dining/living room combo with 2 large windows, recessed lighting and

    Wayne Newcomb Newcomb Realty Group LLC

    5359 New York 23, Windham, NY 12496
  • /110

    $1,450,000

    • 6 Beds
    • 6 Baths
    • 4,284 Sq Ft

    93 & 99 Nauvoo Rd, Windham, NY 12496

    Come relax in the cool Mediterranean vibes of this lovingly maintained home with gorgeous GUEST HOUSE. The huge wrap around deck is perfect for your alfresco dining while you enjoy the stunning view of Windham Mtn and your enchanting back yard with cozy pond. Sheltered on two sides by state land, this property is a private oasis yet conveniently located close to town. You will appreciate the

    Sharon Knudsen Coldwell Banker Village GreenW

    93 & 99 Nauvoo Rd, Windham, NY 12496
  • /72

    $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
  • /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
  • /33

    $449,999

    • 2 Beds
    • 3 Baths
    • 2,026 Sq Ft

    61 South St, Windham, NY 12496

    Sold as is. $100,000 YES - $100,000 DISCOUNT FOR A CASH TRANSACTION ! THIS PROPERTY IS ON THE 5TH AVE OF WINDHAM! minutes to the ski slopes and across the street from the golf course and clubhouse! Mid-century modern ski house, needs considerable maintenance & modernization, but oh so worth it. This is a financial home run! Property is a useable acre that directly abuts golf course (across the

    Eric Schatz Schatz Realty Group

    61 South St, Windham, NY 12496
  • /47

    $169,900

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

    TBD Boulder Brook Rd Unit Lot 8, 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 8, Windham, NY 12496
  • /37

    $179,900

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

    TBD Boulder Brook Rd Unit 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. Whether you're planning a cozy weekend getaway, a

    Kyla Thomas Howard Hanna Rand Realty

    TBD Boulder Brook Rd Unit Lot 11, Windham, NY 12496
  • /49

    $149,000

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

    TBD Boulder Brook Rd Unit Lot 13, 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 13, Windham, NY 12496
  • /44

    $159,900

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

    TBD Boulder Brook Rd Unit Lot 12, 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 12, 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
  • /31

    $159,900

    • Land
    • 8.33 Acres
    • $19,196 per Acre

    TBD Boulder Brook Rd Unit Lot 10, 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 10, Windham, NY 12496
  • /35

    $249,000

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

    55 Quads Way, Windham, NY 12496

    Sweet 2-Bedroom, 2-Bath Condo - Carefree Mountain Living This charming and affordable condo is your perfect four-season Catskills retreat. Spend your days swimming, playing pickle ball or tennis, hiking or biking the nearby Windham Path or Elm Ridge trails, golfing, grab a bite at one of the many local restaurants and pubs, then return home to unwind by the cozy wood-burning fireplace or relax on

    Lisa Jaeger Coldwell Banker Village GreenW

    55 Quads Way, 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
  • /52

    $259,000

    • 2 Beds
    • 2 Baths
    • 1,024 Sq Ft

    113 Windham Ridge Rd, Windham, NY 12496

    New Price and One Year of HOA Dues Covered by the Seller Your mountain getaway is calling. This beautifully renovated and fully furnished two bedroom, two full bath townhouse offers comfort, character, and convenience, located only minutes from the Windham ski area. Whether you are seeking weekend adventures or year round living, this home is ready for you. Step inside to an inviting open concept

    Ellen Boldis Berkshire Hathaway HomeService

    113 Windham Ridge Rd, Windham, NY 12496
  • /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
  • /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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