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Homes for Sale in 12496

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  • /47

    $410,000

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

    52 Loretta Ln, Ashland, NY 12407

    Welcome to 52 Loretta Lane. This ranch home set on 3 beautiful, lush acres is ready to greet its new owners. The main floor has a bright sun-drenched living room and a spacious eat-in kitchen with a large picture window overlooking the grounds. With 3 bedrooms, bathroom, laundry area, and a second sitting area or den, the layout offers flexibility and can be adapted to suit your needs. The

    Sharri Cunningham Bunce Realty

    52 Loretta Ln, Ashland, NY 12407
  • /26

    $649,000

    • 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
  • /20

    $209,000

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    139 Windham Ridge Rd Unit D, Windham, NY 12496

    At the very end of Windham Ridge Road, minutes from Windham Mountain, this perfect, private getaway is waiting for you! Wake up to dazzling views of Windham Mountain every season, through south-facing sliding glass doors and windows. This 700 square foot unit lives large! The spacious living area features a cathedral ceiling, skylights and a cozy wood burning fireplace flanked by a built-in desk

    Jessica Surbeck Windstar Realty Group, LLC

    139 Windham Ridge Rd Unit D, Windham, NY 12496
  • /59

    $935,000

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

    2074 County Road 10, Windham, NY 12496

    A Private Mountain Escape with Two Homes!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 opportunity. Offered only due to relocation, this is a truly one-of-a-kind Catskills retreat. The beautifully appointed, recently completed main

    Lisa Gambella Windstar Realty Group, LLC

    2074 County Road 10, Windham, NY 12496
  • /39

    $659,777

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

    60 County Route 65-A, Windham, NY 12496

    Welcome to Windham Creek Lodge. Are you looking for a money maker? a year-round residence? or your private get away? Here it is! Located just minutes from Windham Mountain and short ride to Hunter Mountain. It's currently used as short term rental with a proven rental track record. It was renovated in 2023-2024 including both updated kitchens and baths, appliances, two new electric fireplaces,

    Douglas Schenk RE/MAX Capital

    60 County Route 65-A, Windham, NY 12496
  • /29

    $429,777

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

    274 N Brooksburg Rd Unit 35, Windham, NY 12496

    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 counters & large

    Douglas Schenk RE/MAX Capital

    274 N Brooksburg Rd Unit 35, Windham, NY 12496
  • /7

    $689,000

    • 5 Beds
    • 5 Baths
    • 2,500 Sq Ft

    5355 New York 23, Windham, NY 12496

    CALLING INVESTORS - PRIME WINDHAM VILLAGE OPPORTUNITY Rare opportunity in the heart of Windham Village with exceptional commercial and residential development potential. Positioned in one of the Catskills' most desirable four-season destinations, this property offers investors the chance to capitalize on the continued growth and popularity of Windham.Windham is truly ''the place to be,''

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 809-8370

    5355 New York 23, Windham, NY 12496
  • /42

    $1,040,000

    • 3 Beds
    • 2.5 Baths
    • 2,342 Sq Ft

    216 New York 296, Windham, NY 12496

    Nestled in the Northern Catskills, Maple Terrace is a cedar shake Cape that has quietly stood in these mountains since the early 1900s. Once a beloved inn welcoming city dwellers escaping for cool mountain air and slower summer days, it is now a private residence and one of the most storied homes in all of Greene County. That history is still deeply felt here. Nearly three acres of protected

    Alexandra Demetrakis Upstate Down

    216 New York 296, Windham, NY 12496
  • /28

    $365,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,520 Sq Ft

    69 Windham Ridge Rd Unit 16F, Windham, NY 12496

    Welcome to Windham Ridge with views of Windham Mountain! This 3 Bedroom, 2.5 Bath townhome which offers large spacious rooms, great storage and closet space, the 1st floor offers wonderful open floorplan with Dining room, Kitchen, Living room (with wood fireplace) front and rear decks. Windham Ridge is affordable with low taxes and association fees. It's located just a couple of minutes to

    Douglas Schenk RE/MAX Capital

    69 Windham Ridge Rd Unit 16F, Windham, NY 12496
  • /42

    $315,000

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

    689 Old Rd, Hensonville, NY 12439

    Step into the charm of this 1930s 2-bedroom, 2-bath ranch, just minutes from the Village of Windham and Windham Mountain. Nestled on a full acre and bordered by 25.5 acres of protected NYC watershed land, the property offers rare privacy and a seamless connection to nature. Wake up to the gentle sounds of a seasonal creek and lush surrounding greenery, a true mountain escape.Outside, a

    Agent Photo

    Mark McAlpine

    Compass Greater New York, LLC

    (518) 872-6656

    689 Old Rd, Hensonville, NY 12439
  • /78

    $935,000

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

    2074-2080 County Route 10, Windham, NY 12496

    A private mountain escape with 2 homes! 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 opportunity. Offered only due to relocation, this is a truly one-of-a-kind Catskills retreat. The beautifully appointed, recently completed main

    Lisa Gambella WINDSTAR REALTY GROUP LLC

    2074-2080 County Route 10, Windham, NY 12496
  • /52

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,376 Sq Ft

    591 & 587 Co Rd 56, Windham, NY 12496

    Looking for a charming home set perfectly on a country road with privacy, mountain views, adjacent to thousands of acres of state land, AND close to Catskill Park trailheads, CD Lane Park and Windham Mtn Club? Come visit 591 County Route 56 - you won't be disappointed! Enter the warm and welcoming living room where the cathedral ceiling and sky lights allow the sun to stream in to brighten your

    Sharon Knudsen Coldwell Banker Village GreenW

    591 & 587 Co Rd 56, Windham, NY 12496
  • /8

    $189,000

    • Land
    • 3.6 Acres
    • $52,500 per Acre

    00 County Road 10, Ashland, NY 12407

    Presenting an exceptional opportunity to create a mountain retreat on this elevated, shovel-ready home site in the heart of Greene County. Showcasing a western sunset view and lightly wooded surroundings that offer both beauty and privacy, the property enjoys the rare distinction of bordering hundreds of acres of protected New York City forever wild land. Take advantage of a DEP approved septic

    Laurie Hanenberg Hunter Windham Real Estate

    00 County Road 10, Ashland, NY 12407
  • /43

    $389,000

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    21 French Park Ct Unit 7B, Windham, NY 12496

    If you know Windham Ridge, you know there are only a handful of units with a front row seat to Windham Mountain. Welcome to Unit 7B! With Windham Mountain Club in the background and woods in the foreground your view is nothing but Mother Nature as far as you can see. No rooftops, parked cars, or front doors to see here. Sit on the lovely stone patio and enjoy your morning coffee as you watch the

    Sharon Knudsen Coldwell Banker Village GreenW

    21 French Park Ct Unit 7B, Windham, NY 12496
  • /25

    $415,000

    $19K PRICE INCREASE
    • 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. We are in the process of installing a new roof.

    Agent Photo

    Jack Yao

    Realmart Realty, LLC

    (518) 839-2235

    2914 Route 10, Windham, NY 12496
  • /37

    $425,000

    • 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
  • /30

    $565,000

    • 5 Beds
    • 2 Baths

    96 56, Windham, NY 12496

    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

    96 56, Windham, NY 12496
  • /66

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 2,878 Sq Ft

    5678 New York 23, Windham, NY 12496

    Turn-Key Catskills Timber Frame Retreat | Sold Fully Furnished | Mountain Views | Walk to Restaurants | Minutes to Windham Mountain Club This is the kind of authentic Catskills Mountain retreat buyers spend years searching for. Proudly perched on a hill in one of Windham's most charming locations, this true 1900s timber frame home seamlessly blends historic character with the modern finishes and

    Regina Tortorella Coldwell Banker Village GreenW

    5678 New York 23, Windham, NY 12496
  • /33

    $799,000

    • 6 Beds
    • 3 Baths
    • 2,468 Sq Ft

    5429 New York 23, Windham, NY 12496

    In the Heart of Windham Village Perfectly positioned in the center of it all, this beautifully restored Village home offers effortless access to Windham's vibrant lifestyle--restaurants, pubs, brewery, weekend Farmers Market, and seasonal events all just moments away. The NYC bus route is nearby, making this an ideal getaway with no car required, and popular wedding venues are close at hand.

    Agent Photo

    Carol Shaw

    SHAW COUNTRY REALTY INC

    (518) 975-3376

    5429 New York 23, Windham, NY 12496
  • /45

    $1,850,000

    • 5 Beds
    • 3 Baths
    • 3,740 Sq Ft

    37 The Loop, Windham, NY 12496

    VIEWS -LOCATION Spectacular true log home just a short walk to the slopes of Windham Mountain Club offering the perfect four-season retreat in the heart of the Catskills. This meticulously maintained 5-bedroom, 3-bath home blends warm mountain character with comfort and style, all within minutes of Windham Village restaurants, breweries, movies, golf courses, walking trails, and year-round

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 873-7938

    37 The Loop, Windham, NY 12496
  • /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
  • /16

    $280,000

    • 2 Beds
    • 2.5 Baths
    • 1,058 Sq Ft

    45 Windham Ridge Rd Unit C, Windham, NY 12496

    Nestled in the heart of the Catskills, this beautifully updated 2-bedroom, 2.5-bath townhome offers stunning views of Windham Mountain Club and the perfect blend of comfort, style, and four-season recreation. Featuring approximately 1,300 square feet of living space, this turnkey retreat showcases a newly remodeled kitchen with quartz countertops, new appliances, and modern finishes throughout.

    Mary Jo Warner Listing by Howard Hanna

    45 Windham Ridge Rd Unit C, Windham, NY 12496
  • /86

    $1,699,000

    • 5 Beds
    • 5.5 Baths
    • 4,848 Sq Ft

    27 Anchor Camp Rd, Windham, NY 12496

    Luxury Windham Log Cabin Retreat Near Windham Mountain Club | Air Conditioned, Ski Slope Views, Stream, Hot Tub & STR Potential! The Catskills dream that buyers have spent years searching for finally exists--and it's less than 5 minutes from Windham Mountain Club. Privately tucked away on nearly 6 acres in one of Windham's most desirable newer luxury home enclaves, this spectacular

    Regina Tortorella Coldwell Banker Village GreenW

    27 Anchor Camp Rd, Windham, NY 12496
  • /46

    $795,000

    • 4 Beds
    • 3.5 Baths
    • 3,292 Sq Ft

    24 Case Rd, Windham, NY 12496

    Located amongst rolling hills and an adjacent stream, you will find this custom-built gem! Home offers 4 bedrooms, 3.5 baths, sited on 8.64 acres. Minutes away from Windham Mountain, golf, and the Town of Windham, this meticulously maintained home is bright, airy and can comfortably sleep10. Home boasts an open floor plan on the main level with 3 bedrooms, 2.5 baths, den/office, LR with solid oak

    Patricia Charbonneau Brainard Ridge Management

    24 Case Rd, Windham, NY 12496
  • /41

    $684,000

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

    134 Magda Ln, Windham, NY 12496

    Charming Country Retreat Just Minutes to WindhamNestled on a private dead-end road just minutes from Windham's slopes, golf courses, and vibrant village, this beautiful recently 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

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 608-3522

    134 Magda Ln, Windham, NY 12496
  • /40

    $1,950,000

    • 5 Beds
    • 4.5 Baths
    • 3,150 Sq Ft

    15 Stonewall Ln, Windham, NY 12496

    Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’

    John Oliveira Douglas Elliman Real Estate

    15 Stonewall Ln, Windham, NY 12496
  • /33

    $800,000

    • 6 Beds
    • 3.5 Baths
    • 4,368 Sq Ft

    559 Case Rd, Windham, NY 12496

    AT 559, ITS TIME! TO MAKE YOUR CASE FOR WINDHAM. Welcome to 559 Case Road in Ashland-Windham, a spacious Colonial set on almost 8 private acres, surrounded by the natural beauty of the Catskills in the Upper Hudson Valley. Offering 6 bedrooms and 3.5 bathrooms, this property is a great full-time residence, weekend retreat, or investment property. A sun-filled entryway with soaring ceilings and

    Agent Photo

    Al Iaquinta

    Iaquinta Premier Properties

    (518) 800-3084

    559 Case Rd, Windham, NY 12496
  • /41

    $1,700,000

    • 4 Beds
    • 3.5 Baths
    • 2,770 Sq Ft

    23 Stonewall Ln, Windham, NY 12496

    Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’

    John Oliveira Douglas Elliman Real Estate

    23 Stonewall Ln, Windham, NY 12496
  • /97

    $1,349,000

    • 4 Beds
    • 3.5 Baths
    • 3,977 Sq Ft

    78 Buckskin Loop, Windham, NY 12496

    Welcome to Windmont--Windham's most exclusive gated community--where luxury living meets the serenity of a private, thousand-acre natural preserve. Opportunities to own here are few and far between, making this a truly rare offering. Enter through secured gates and follow a scenic road to a paved, winding driveway that leads to this beautifully updated contemporary home, privately sited on 5

    Regina Tortorella Coldwell Banker Village GreenW

    78 Buckskin Loop, Windham, NY 12496
  • /15

    $249,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,163 Sq Ft

    5359 New York 23 Unit 2E, Windham, NY 12496

    Experience easy mountain living in Windham! This charming 2-bedroom, 2-bath condo features a welcoming living room, dedicated dining space, and the convenience of in-unit laundry. Includes assigned parking and is just moments from Windham Mountain—perfect for those seeking relaxation and recreation.

    Simran Bajaj Realty Connect USA LLC

    5359 New York 23 Unit 2E, Windham, NY 12496
  • /48

    $749,000

    $100K PRICE DROP
    • 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
  • /29

    $234,900

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

    41 Quads Way, Windham, NY 12496

    Perfect Condo Getaway Beautiful 2bd, 2bth with a woodburning fireplace condo located minutes to Windham Mountain skiing and 15 minutes to hunter Mountain. This well priced home is a blink away from the town of Windham with all the restaurant's, night life and local brewery's to enjoy and be home in minutes. There is porch that backs up to a wooded area. Enjoy resort-style amenities including a

    Brian Cohen RHR Realty Group

    41 Quads Way, Windham, NY 12496
  • /37

    $825,000

    • 4 Beds
    • 2 Baths
    • 2,112 Sq Ft

    97 Clarence D Lane Rd Unit D, Windham, NY 12496

    Welcome to your new mountain home! This spacious 4-bedroom, 2-bath townhouse on Windham Mountain offers the perfect blend of ski-lodge charm and modern comfort, moments to the slopes. With 2,112 square feet of living space, there's plenty of room to gather, relax, and make lasting memories in every season. Inside, you'll find soaring wood-beamed ceilings, a dramatic stone hearth, and two

    Jessica Surbeck WINDSTAR REALTY GROUP LLC

    97 Clarence D Lane Rd Unit D, Windham, NY 12496
  • /22

    $285,000

    $15K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,446 Sq Ft

    542 Mitchell Hollow Rd, Windham, NY 12496

    Welcome to 542 Mitchell Hollow Road, Windham, NY, a charming home set on a beautifully maintained property in the heart of the Catskills. This inviting residence offers a wonderful combination of comfort, space, and natural surroundings, making it ideal as a full-time home, weekend retreat, or investment opportunity. Expansive decking provides excellent outdoor living space for relaxing,

    Shpresa Camaj Real Broker NY LLC

    542 Mitchell Hollow Rd, Windham, NY 12496
  • /29

    $1,350,000

    • Land
    • 11.74 Acres
    • $114,991 per Acre

    0 South St, Windham, NY 12496

    Prime Windham Mountain Club Development Opportunity: Nearly 12 Acres Across from the Slopes, Bordering ''The Valley'': Windham Mountain Club's new amenities complex. Underground Electric & Municipal Sewer Access available. Calling all developers, builders, and investors--this is one of Windham's most strategic opportunities. This offering includes two combined lots totaling nearly 12 acres in a

    Regina Tortorella Coldwell Banker Village GreenW

    0 South St, Windham, NY 12496
  • /77

    $599,900

    • 3 Beds
    • 3 Baths
    • 1,870 Sq Ft

    513 County Road 10, Windham, NY 12496

    Mountain Majesty Meets Everyday Luxury on 2.8 Serene Acres! Escape to the perfect blend of rustic warmth and contemporary functionality. Nestled against the spectacular backdrop of Windham Mountain, this exceptional log home effortlessly serves as an active full-time residence or the ultimate four-season mountain getaway. The main level features a bright, open-concept floor plan designed for both

    Ted Banta RVW Select Properties

    513 County Road 10, Windham, NY 12496
  • /11

    $129,000

    $20K PRICE DROP
    • Land
    • 2.52 Acres
    • $51,190 per Acre

    557 Campbell Rd, Ashland, NY 12496

    Amongst the pines find an enviable 2.5 acre parcel with full survey, and DEP approved septic plans. This perfect canvas is shovel ready for building your very own A Frame, Log Home or Mountain Modern Chalet. Now is your chance to select one of three all approved lots with complete property line survey, site plan for house, well and septic locations and fully engineered septic plans for a

    Laurie Hanenberg Hunter Windham Real Estate

    557 Campbell Rd, Ashland, NY 12496
  • /4

    $115,000

    • Land
    • 1.6 Acres
    • $71,875 per Acre

    0 County Road 65 Unit 20261215, Windham, NY 12496

    Windham Townhship (Hensonville) these 2 adjoining lots are set back behind House #225 each lot is .8 acre with total of 1.6 acresPotential sewer hook up to be brought up from road . Sewer goes to first house. There is one .8 acre lot between house and lots for sale. Property starts apprx 351' in from road. Great place for small houses, RV wooded and fairly level

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 634-9387

    0 County Road 65 Unit 20261215, Windham, NY 12496
  • /44

    $449,000

    • 4 Beds
    • 2 Baths
    • 1,808 Sq Ft

    97 Carrington Rd, Windham, NY 12496

    Streamfront Serenity Meets Mountain Views -- Bordering Protected NYC DEP Lands Bordered by 160 acres of DEP land and the pristine Batavia Kill Creek, this beautifully updated split-level retreat delivers the kind of setting buyers come to the Catskills for--wide open meadows, mountain views, and the calming sound of water just steps from your back deck. This is where privacy, nature, and

    Regina Tortorella Coldwell Banker Village GreenW

    97 Carrington Rd, Windham, NY 12496
  • /23

    $399,000

    $31K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,960 Sq Ft

    12281 New York 23, Ashland, NY 12407

    Excellent opportunity to own a spacious multi-family property in the heart of the Catskills. This approximately 3,960 sq ft property offers three residential units, making it ideal for investors or owner-occupants seeking rental income. Situated on approximately 0.74 acres along State Highway 23, the property provides convenient access to nearby towns, outdoor recreation, and year-round

    Christopher White The Property Shop

    12281 New York 23, Ashland, NY 12407

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