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Newest Homes for Sale in Windham, NY

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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
  • /64

    $1,899,000

    • 5 Beds
    • 3.5 Baths
    • 4,044 Sq Ft

    22 The Loop, Windham, NY 12496

    A short 1-2 minute walk to the trail access (870 ft)!! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscaped surroundings, creating impeccable curb appeal. Inside, a grand two-story great room welcomes you

    Regina Tortorella Coldwell Banker Village GreenW

    22 The Loop, Windham, NY 12496
  • /18

    $463,000

    • 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
  • /51

    $575,000

    • 4 Beds
    • 4.5 Baths
    • 3,190 Sq Ft

    274 Route 65 Unit 28, Windham, NY 12496

    Not your ordinary townhouse—this Crystal Pond ''builder's special'' is one of only a few that were ever built with this expanded three-level, 3,190 sq ft floor plan. Designed for comfort, space, and easy living, this corner unit is a true standout in the development. From the covered entry, step into a welcoming heated mudroom with built-in cubbies, hooks, and bench seating—ideal for ski gear and

    Lisa Jaeger Coldwell Banker Village GreenW

    274 Route 65 Unit 28, Windham, NY 12496
  • /68

    $875,000

    • 4 Beds
    • 3.5 Baths
    • 3,075 Sq Ft

    116 Nilson Dr, Windham, NY 12496

    Fall in love with the ease of single-level living wrapped in privacy, beauty, and timeless style. Set on three peaceful acres, this thoughtfully reimagined home feels like a hidden retreat -- close to everything, yet wonderfully your own. From the moment you enter, the home welcomes you with warmth and refinement. Arched openings, crown moldings, and curated details create an elegant flow from

    Lisa Jaeger Coldwell Banker Village GreenW

    116 Nilson Dr, Windham, NY 12496
  • /109

    $2,175,000

    • 6 Beds
    • 3.5 Baths
    • 4,104 Sq Ft

    19 Twin Maples, Windham, NY 12496

    Experience mountain luxury at its finest in this stunning post-and-beam home at Windham Mountain Club's exclusive Village East community just a little over two hours from New York City. Designed for those who love the outdoors but don't want to sacrifice comfort, this 6-bedroom, 3.5-bath retreat spans more than 4,100 sq ft and combines timeless craftsmanship with breathtaking views of the

    Regina Tortorella Coldwell Banker Village GreenW

    19 Twin Maples, Windham, NY 12496
  • /100

    $2,799,000

    • 6 Beds
    • 4.5 Baths
    • 5,872 Sq Ft

    81 Sundance Dr, Windham, NY 12496

    Secluded Mountain Estate with 20+ Acres, Panoramic Views & Sport Court in Windham, NY. Privately gated at the very end of Sundance Drive, this extraordinary log estate is one of only five luxury homes in this sought-after enclave each on expansive land, but none offering the privacy, scale, or setting of this one. Set on a sweeping tract with panoramic mountain views, this home blends refined

    Regina Tortorella Coldwell Banker Village GreenW

    81 Sundance Dr, Windham, NY 12496
  • /28

    $234,500

    • Land
    • 2.3 Acres
    • $101,957 per Acre

    0 N Ridge Extension Unit 20255019, Windham, NY 12496

    Welcome to North Ridge Estates - Build Your Catskills Dream GetawayHere's your chance to own the last remaining building lot in North Ridge Estates, an exclusive, private enclave known for its high-end vacation homes and newly built million-dollar properties. Set on 2.30 acres, this prime parcel has already been surveyed and features a driveway leading into the heart of the property with

    Lisa Jaeger Coldwell Banker Village GreenW

    0 N Ridge Extension Unit 20255019, Windham, NY 12496
  • /59

    $715,000

    • 4 Beds
    • 2 Baths
    • 2,240 Sq Ft

    60 County Route 65 A, Windham, NY 12496

    Price Cut! Windham Creek Lodge is an active, income-producing short-term rental property generating 70K-80K in annual income. The recent price reduction enhances the profit margin while offering additional room to scale and maximize returns. Fully renovated in 2023-2024, this modern multi-family chalet is ideally located just minutes from Windham Mountain Club and Hunter Mountain—positioning it

    Lisa Jaeger Coldwell Banker Village GreenW

    60 County Route 65 A, Windham, NY 12496
  • /27

    $160,000

    • 1 Bed
    • 1 Bath
    • 423 Sq Ft

    5220 New York 23 Unit 126, Windham, NY 12496

    Dreaming of a vacation home? This one pays for itself! A turnkey investment opportunity awaits with this one-bedroom, low maintenance condo. Enjoy modern comforts and the benefit of being close to dining, shopping, and the ski slopes. The amenities include a seasonal pool, restaurant& bar, game room, fitness center, movie theater and an on-site coin operated laundry facility. A shuttle bus is

    Savannah Delaney Weichert Realtors Fontaine

    5220 New York 23 Unit 126, Windham, NY 12496
  • /42

    $479,000

    • 4 Beds
    • 2 Baths
    • 1,368 Sq Ft

    7 Karlstadt Rd, Windham, NY 12496

    Charming & Freshly Renovated Cottage in the Heart of Windham — Just 1 mile from skiing at Windham Mountain Escape to the mountains and fall in love with this newly renovated Catskill Mountain cottage, ideally situated just minutes from world-class skiing and golfing at Windham Resort. Nestled in a prestigious yet charming community only about two hours from NYC, this property blends cozy mountain

    Regina Tortorella Coldwell Banker Village GreenW

    7 Karlstadt Rd, 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
  • /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

    Jack 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
  • /34

    $749,000 Open Sat 2AM - 4PM

    • 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

    • 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

    $249,000

    • Land
    • 0.32 Acre
    • $778,125 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
  • /43

    $1,299,000

    • 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

    $275,000

    • 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
  • /105

    $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
  • /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

Showing Results 41 - 80, Page 2 of 4

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