Ashland, NY Homes for Sale

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  /24

  $325,000

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft

  40 Lawrence, Jewett, NY 12444

  Opportunity awaits as this beautiful 3 bedroom 2 bath ranch located on a private acre lot hits the market! This home features a huge eat in kitchen with skylight and lots of cabinets and counter space! Large cozy living room, primary bedroom with bath, 1st floor laundry room, full basement with finished bonus room, sharp bathroom with skylight, 2 car garage! Fantastic location with short drive to

  Wayne Newcomb Newcomb Realty Group LLC

  40 Lawrence, Jewett, NY 12444
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  /63

  $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
• 

  

  

  /78

  $1,199,000

  • 4 Beds
  • 3.5 Baths
  • 3,250 Sq Ft

  87 Wilderness Dr, East Jewett, NY 12424

  Welcome to your mountain-retreat dream in The Catskills...A rare blend of rustic elegance and modern comfort in this beautifully crafted log home nestled on 5 acres of private woodlands in the heart of the scenic Catskill Mountains. Built in 2005, the residence offers over 3,000sq' of luxurious living space over 3 levels, featuring 4 bedrooms and 3.5 bathrooms - ideal for family living,

  Jason Dugo Dugo Realty

  87 Wilderness Dr, East Jewett, NY 12424
• 

  

  

  /26

  $215,000

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  384 New York 296, Hensonville, NY 12439

  Handyman special in the heart of the Catskills! This 3-bedroom, 2-bath, 1.5-story home is ready for your finishing touch. Great location just minutes to Windham Mountain, hiking trails, golf, and year-round outdoor fun. Perfect for renovation, investment, or a mountain getaway—bring your vision and make it shine! Perfect for second home, Rental or AirBnB!

  Brian Kozloski Century 21 New West

  384 New York 296, Hensonville, NY 12439
• 

  

  

  /29

  $599,000

  • 3 Beds
  • 1.5 Baths
  • 2,546 Sq Ft

  32 Mountain Camp Rd, Round Top, NY 12473

  32 Mountain Camp Road, Round Top, NYCatskill Mountain Retreat on 9 Private AcresSet on 9 private acres in desirable Round Top, this 2,546 sq. ft. is the perfect place to get away or entertain. The dramatic great room features 18-foot ceilings, wide plank hardwood floors, and a stunning triple-sided fireplace that connects the foyer, great room, and kitchen. A 5-foot stone hearth with a

  Gregory Kardos

  32 Mountain Camp Rd, Round Top, NY 12473
• 

  

  /53

  $559,900

  • 4 Beds
  • 2 Baths
  • 1,960 Sq Ft

  168 Acorn Dr, Jewett, NY 12444

  Escape the city and discover your perfect year-round retreat nestled between Hunter and Windham Mountains. This custom-built 4-bedroom, 2-bath home sits on a private 5-acre parcel at the end of a quiet dead-end road, offering the serenity and space many people dream of.Thoughtfully set back from the road for added privacy, this well-cared-for home welcomes you with quiet surroundings,

  

  Lorenzo Murray

  Hunt ERA

  (518) 741-3712

  168 Acorn Dr, Jewett, NY 12444
• 

  

  /70

  $1,798,000

  • 5 Beds
  • 5.5 Baths
  • 4,456 Sq Ft

  101 Kip Rd, Tannersville, NY 12485

  Sweeping Mountain Views, & Year-Round Luxury in the CatskillsWelcome to Spruce Knoll, a rare and remarkable opportunity to own a legacy property in the esteemed Onteora Club, right in the heart of the Catskills. Nestled on 12 private acres and walking distance to the Onteora lake, this 4,500+ sq ft home delivers jaw-dropping 360 mountain views, spacious sunny interiors, and seamless

  

  Catherine Quintard

  Compass Greater NY, LLC

  (518) 684-7001

  101 Kip Rd, Tannersville, NY 12485
• 

  

  /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
  • 5.5 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
• 

  

  /58

  $750,000

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

  60 County Route 65 A, Windham, NY 12496

  Welcome to Windham Creek Lodge — a modern mountain retreat designed for both luxury living and income potential, where style meets sophistication in the heart of the Catskill Mountains. This beautifully remodeled multi-family chalet offers a rare blend of modern comfort, flexible design, and proven rental performance, located just minutes from Windham Mountain Club and Hunter Mountain. Completely

  Lisa Jaeger Coldwell Banker Village GreenW

  60 County Route 65 A, Windham, NY 12496
• 

  

  /27

  $170,000

  • 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
• 

  

  /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
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  /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
• 

  

  /40

  $389,000

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft

  1199 Hervey Sunside Rd, Cornwallville, NY 12418

  Enjoy the relaxing sounds of Thorpe Creek from your backyard ! This 2 bedroom country cottage has a large living room, a large kitchen & dining area with a professional Vulcan 6 burner stove and chef oven, a den, sun room, full bathroom with plenty of closet space, and a basement that provides plenty of storage. There is a large 3 car garage with carport and additional parking spaces and a

  Laura Scheper

  Anne Lafferty Realty

  (518) 900-1622

  1199 Hervey Sunside Rd, Cornwallville, NY 12418
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  /61

  $269,900

  • 2 Beds
  • 1 Bath
  • 984 Sq Ft

  457 Hervey Street Rd, Cornwallville, NY 12418

  Welcome to 457 Hervey Street Road. The minute you step inside the door, you will see and feel the charm and character of this one of a kind home. With a woodburning fireplace, to keep you warm and cozy during the winter months, you will also enjoy the central air during the hot summer months. The loft space has endless opportunities. Bring your vision! Step outside and enjoy the nature that

  Meghan Espel RVW Select Properties

  457 Hervey Street Rd, Cornwallville, NY 12418
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  /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
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  /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
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  /38

  $295,000

  • 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

  Susanna Scott-Mitchell Compass Greater NY, LLC

  71 County Road 65 Unit 6, Hensonville, NY 12439
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  /51

  $199,000

  • 3 Beds
  • 3 Baths
  • 1,274 Sq Ft

  253 Old South Durham Hwy, Acra, NY 12405

  Discover the potential of this 3-bedroom, 3-bathroom home on 2 acres in Acra, NY! Built in 2000, this spacious property offers the perfect opportunity for investors, contractors, or buyers looking for a rehab-ready project. With solid bones and a desirable layout, this house is waiting for your vision to restore it into a dream residence or profitable investment. Located in the scenic Catskills,

  Angela Gonyo WOLF RIVER REAL ESTATE LLC

  253 Old South Durham Hwy, Acra, NY 12405
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  /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.

  

  Carol Shaw

  Shaw Country Realty, Inc.

  (518) 667-5960

  436 Big Hollow Rd, Maplecrest, NY 12454
• 

  

  /97

  $2,975,000

  • 6 Beds
  • 5 Baths
  • 8,500 Sq Ft

  863 County Route 25, Tannersville, NY 12485

  PRICE IMPROVEMENT!! Your chance to own the pinnacle of luxury in Greene County NY. Take a ride in the scenic mountains near Tannersville NY and you will have the opportunity to wander down a magical drive that will transport you back in time to the Golden Age of The Catskills, and to Caddam Hill. Once the home of the famous actress Maude Adams, you can hear echoes of a time gone by from every

  Sharon Knudsen Coldwell Banker Village GreenW

  863 County Route 25, Tannersville, NY 12485
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  /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
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  /61

  $429,000

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft

  2070 Route 23c, East Jewett, NY 12424

  Welcome to your private woodland retreat! This charming four-bedroom, two-bathroom home is nestled on 3.6 lush acres, offering the perfect escape from the hustle and bustle. A private stream runs alongside the house and barn, creating a serene and tranquil atmosphere. Connected to the new deck, a quaint footbridge crosses over the creek and provides a beautiful spot to enjoy the

  Bridget Leach Hunter Mountain Realty

  2070 Route 23c, East Jewett, NY 12424
• 

  

  /55

  $369,900

  • 3 Beds
  • 2.5 Baths
  • 1,846 Sq Ft

  23 Townhouse Ln Unit 1, Windham, NY 12496

  Welcome to this warm and cozy FULLY FURNISHED townhome in Elm Ridge. Three levels of living space with a expansive guest suite or income apartment with separate entrance on the lower level. Located in a peaceful Airbnb friendly complex.Enjoy your morning coffee on the upper level covered balcony off each of the bedrooms or in the evening relax and take in the seasonal view from the large open

  Sharon Knudsen Coldwell Banker Village GreenW

  23 Townhouse Ln Unit 1, Windham, NY 12496
• 

  

  /29

  $500,000

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft

  38 Cambridge Heights Rd, Windham, NY 12496

  Welcome to Alpine Cabin, your dream mountain getaway! Nestled just steps away from the slopes, this charming cabin combines rustic elegance with modern comforts perfect for a cozy winter retreat or an adventurous alpine escape. Situated at the base of the Windham Mountain Club with views of the slopes beyond, and just 130 miles from New York City. The fireplace in the living area is perfect for

  Paul Heintz Anatole House LLC

  38 Cambridge Heights Rd, 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
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  /61

  $2,800,000 New Construction

  • 7 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  110 Old Rd, Windham, NY 12496

  Presenting direct Windham Mountain views only 2 miles from Windham Mountain Club and minutes from town. This newly built 5,550 Square Foot, 7BR, 5.5BA, 2 Laundry Room, 2 Garage Cabin on 5 Acres is the perfect luxury ski and year-round home! The cabin is stunning, modern, and high-end. No detail overlooked. It is in a very private yet convenient setting. Luxury Finishes throughout- Vermont Plank

  Josie Reo MLS 4 Less Realty

  110 Old Rd, Windham, NY 12496
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  /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

  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
• 

  

  /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

  $459,000

  • 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

  Mary Donovan Gallagher & Company

  274 Brooksburgh Rd Unit 67, 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
• 

  

  /70

  $1,999,000

  • 4 Beds
  • 3.5 Baths
  • 4,247 Sq Ft

  37 White Way, Windham, NY 12496

  Winter in Windham is fast approaching and with ski season just around the corner it's time to find the ski house of your dreams! 37 White Way is being offered for the first time and includes the added value of a second, adjoining lot. Located on Windham Mountain Club's east side, and just steps from the trails, this home overlooks the valley and town below, with far-reaching views that

  Sharri Cunningham Bunce Realty

  37 White Way, 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
• 

  

  /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
• 

  

  /52

  $385,000

  • 4 Beds
  • 2 Baths
  • 1,582 Sq Ft

  934 New York 296, Hensonville, NY 12439

  Perfectly positioned between Hunter and Windham ski resorts and just down the road from the beloved Matilda restaurant and the boutique Henson Hotel, this well-loved 3-bedroom, 2-bath home offers the kind of charm and potential that's becoming increasingly rare in the Catskills.Set on a gentle rise with a classic Colonial Revival facade, a full-length front porch welcomes you with

  Jason Dugo Dugo Realty

  934 New York 296, Hensonville, NY 12439
• 

  

  /47

  $600,000

  • 4 Beds
  • 2 Baths
  • 1,052 Sq Ft

  31 Koonan Rd, Windham, NY 12496

  Escape to the mountains in this tastefully renovated 4-bedroom, 2-bath home just outside Windham. Designed with open, easy living in mind, the upper level is centered around a wood stove that adds warmth and character. Recent improvements include newly installed hardwood floors, updated interior and exterior paint, upgraded drainage, and a brand-new washer and dryer. Outdoor spaces were made for

  Brandon Oot Core Real Estate Team

  31 Koonan Rd, 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
• 

  

  /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
• 

  

  /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

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