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Newest Homes for Sale in Windham, NY

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  • /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
  • /33

    $340,000

    • 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
  • /90

    $3,895,000 Pre-Foreclosure

    • 5 Beds
    • 7 Baths
    • 6,207 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 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
  • /42

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 2,868 Sq Ft

    442 Mitchell Hollow Rd, Windham, NY 12496

    Nestled just 2.9 miles away from the breathtaking slopes of Windham Mountain and across the street from 89 acres of protected land sits this stunning 3 bed, 2.5 bath ranch. The home offers a captivating blend of modern touches and natural beauty. As you step into this picturesque retreat, panoramic views of the surrounding landscape greet you from every window, with the Windham slopes on display

    Agent Photo

    Mark McAlpine

    Compass Greater New York, LLC

    (518) 327-4735

    442 Mitchell Hollow 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
  • /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
  • /44

    $159,900

    • Land
    • 8.72 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
  • /49

    $149,000

    • Land
    • 5.25 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
  • /57

    $169,900

    • Land
    • 6.17 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
  • /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
  • /78

    $899,900

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

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

    A Rare Opportunity in the Heart of Windham, NY. Welcome to Boulder Brook, an extraordinary and rare offering in the majestic Catskills. Just minutes from the slopes of Windham Ski Resort, this private subdivision presents a unique chance to own an entire mountain retreat or select from six individually surveyed lots, all nestled along a quiet, established country road. Boulder Brook is a blend

    Kyla Thomas Howard Hanna Rand Realty

    Tbd Boulder Brook Lot 33-38 Rd, Windham, NY 12496
  • /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
  • /54

    $850,000

    • 8 Beds
    • 8 Baths
    • 3,712 Sq Ft

    5320 New York 23, Windham, NY 12496

    In the heart of Windham, ''the place to be,'' this rare multi-use property offers endless possibilities for residential, commercial, or mixed-use ventures. Formerly a thriving B&B, it features two buildings with a total of 8 bedrooms and 8 bathrooms, a large open kitchen plus accessory kitchen, and expansive spaces perfect for a restaurant, cafe, art studio, gallery, retail shop, or rental income

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 261-9298

    5320 New York 23, Windham, NY 12496
  • /9

    $595,000

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

    0 High Peak Rd, Windham, NY

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

    Jason Dugo Dugo Realty

    0 High Peak Rd, Windham, NY
  • /19

    $334,900

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    504 Route 40, Maplecrest, NY 12454

    Nestled in the quaint hamlet of Maplecrest, this inviting 2-bedroom home offers the perfect blend of tranquility and convenience. Ideally located between Windham and Hunter Mountains, it's just minutes from world-class skiing, hiking, golf, and other outdoor adventures. Enjoy easy access to nearby CD Lane Park, Colgate Lake, and the iconic Kaaterskill Falls.This home boasts a semi-finished

    Agent Photo

    Carol Shaw

    SHAW COUNTRY REALTY INC

    (518) 759-6904

    504 Route 40, Maplecrest, NY 12454
  • /24

    $334,900

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    504 Rt 40, Windham, NY 12454

    Nestled in the quaint hamlet of Maplecrest, this inviting 2-bedroom home offers the perfect blend of tranquility and convenience. Ideally located between Windham and Hunter Mountains, it's just minutes from world-class skiing, hiking, golf, and other outdoor adventures. Enjoy easy access to nearby CD Lane Park, Colgate Lake, and the iconic Kaaterskill Falls.This home boasts a semi-finished

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 741-2720

    504 Rt 40, Windham, NY 12454
  • /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
  • /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
  • /40

    $545,000

    • 2 Beds
    • 2 Baths
    • 1,390 Sq Ft

    53 Windham Mount Village, Windham, NY 12496

    Renovated Windham Mountain Village Townhouse - Steps to Slopes & Lodge, Walk to Lift, Season Tenant in Place, Income from Day One, Pool & Tennis Access-Located at the Windham Mountain Club, this beautifully updated 2-bedroom, (plus a flex room that is used as a third bedroom), 2-bathroom townhouse in Windham Mountain Village offers the perfect blend of a peaceful Catskills retreat and a smart

    Regina Tortorella Coldwell Banker Village GreenW

    53 Windham Mount Village, 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
  • /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

    Regina Tortorella Coldwell Banker Village GreenW

    315 Begley Rd, Windham, NY 12496
  • /13

    $335,000

    • Land
    • 15.67 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
  • /7

    $1,998,500 New Construction

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

    4 Estate View Dr, Windham, NY 12496

    To be built. Experience unparalleled luxury in this custom-built mountain retreat. Situated on 10.5 private acres in the heart of the Catskills, Windham Luxury Estates offers an extraordinary opportunity to own a meticulously designed 3 level, 5k+ sq ft retreat. Built by Vaughn Construction, this 5 bed, 5.5 bath will showcase an open concept that connects the kitchen, dining & living areas-with

    Patrick Dunn KW Platform

    4 Estate View Dr, Windham, NY 12496
  • /11

    $300,000

    • Land
    • 7.52 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
  • /13

    $325,000

    • Land
    • 13.33 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
    • 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
  • /13

    $290,000

    • Land
    • 5.42 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
  • /59

    $779,000

    • 4 Beds
    • 3.5 Baths
    • 2,100 Sq Ft

    769 Mitchell Hollow Rd, Windham, NY 12496

    Bright Sparrow Farmhouse - Modern Farmhouse on 8+ Acres with Private Pond, Mountain Views & Proven Rental Income | Windham, NY Welcome to Bright Sparrow Farmhouse—your dream Catskills retreat where modern farmhouse style meets timeless charm on over 8.22 private acres with a spring-fed pond, unobstructed mountain views, and a turnkey short-term rental setup with proven income. Located just 10

    Regina Tortorella Coldwell Banker Village GreenW

    769 Mitchell Hollow Rd, Windham, NY 12496
  • /28

    $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
  • /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
  • /30

    $535,000

    • 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

    Regina Tortorella Coldwell Banker Village GreenW

    20 Sutton Hollow Rd, Windham, NY 12496
  • /35

    $699,000

    • 5 Beds
    • 3 Baths
    • 2,640 Sq Ft

    134 Magda Ln, Windham, NY 12496

    Charming Country Retreat Just Minutes to Windham Nestled on a private dead-end road just minutes from Windham's slopes, golf courses, and vibrant village, this beautifully renovated 5-bedroom, 3-bath home sits on 5.5 acres of peaceful country setting. Blending timeless country charm with modern style, the home features warm wood floors, an inviting open kitchen and dining area, and multiple

    Agent Photo

    Carol Shaw

    SHAW COUNTRY REALTY INC

    (518) 413-0731

    134 Magda Ln, Windham, NY 12496
  • /68

    $1,899,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,723 Sq Ft

    4 Goff Rd, Windham, NY 12496

    Are you sitting down? Because this one will take your breath away! This brand new modern mountain masterpiece with an indoor pool, glass walls & slope views is offered fully furnished & turn-key! It's a show stopping contemporary retreat where every inch has been crafted for ultimate luxury, relaxation, and awe-inspiring views. Enveloped in two-story walls of glass, this brand new residence

    Regina Tortorella Coldwell Banker Village GreenW

    4 Goff Rd, 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

    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
    • 10.3 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

    Wayne Bunce Bunce Realty

    3 Rockledge Rd, 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
  • /30

    $999,000

    • 4 Beds
    • 3.5 Baths
    • 3,245 Sq Ft

    5 Jacob Strasse Rd, Windham, NY 12496

    Modern Mountain Retreat just minutes from Windham Village! Looking for that perfect mix of modern style and cozy mountain living? Welcome to your dream home! This beautifully updated 4-bedroom, 3.5-bathroom escape offers over 3,000 square feet of space, set on five peaceful acres and it's just a few minutes from Windham's village shops, restaurants, and world-class ski slopes.Enter through a

    Agent Photo

    Christine Hinz

    Coldwell Banker Village Green

    (518) 576-1632

    5 Jacob Strasse Rd, Windham, NY 12496

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