Homes for Sale near Windham Ashland Central School

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  /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 Green

  760 County Route 10, Windham, NY 12496
• 

  

  

  /24

  $2,200,000

  • 5 Beds
  • 4 Baths
  • 3,409 Sq Ft

  5433 State Route 23, Windham, NY 12496

  Stunning NEW SPEC HOME on Main Street in Windham — nearly complete and ready for summer! This fully renovated 5-bed, 3.5-bath home offers 13' vaulted ceilings, a custom kitchen with quartz counters, 100-year-old wood island, built-in table with bench seating, SS appliances, tiled backsplash, and bar with beverage center. Features include a gas fireplace, 4-zone multimedia system, recessed

  Caitlin Cucchiella Core Real Estate Team

  5433 State Route 23, Windham, NY 12496
• 

  

  

  /17

  $99,000

  • Land
  • 5 Acres
  • $19,760 per Acre

  Tbd Hollow View Rd, Windham, NY 12496

  Extremely private and only accessible via a gated road, Hollow View Rd in Windham offers the ultimate privacy and security for your dream home. On 5.01 sloped acres, this private, dead end road retreat is tucked away providing the peace and quiet you've been looking for.This sleepy road is hosts many large, beautiful homes going up the mountain. Close to skiing, and the many shops and restaurants

  Arlena Armstrong Anatole House LLC

  Tbd Hollow View Rd, Windham, NY 12496
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  /48

  $440,000

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

  110 Highridge Rd, Windham, NY 12439

  Located on a private road and a peaceful wooded setting sits this charming three-bedroom retreat. Newly renovated, blending modern comforts with cozy charm. Upper floor with one-bedroom, full bath, cathedral ceilings in living area and dining room, wood burning fireplace, fully equipped kitchen and loft. Lower floor has two bedrooms, full bath, laundry room and storage room. Large deck off of

  Fred Mazza Bunce Realty

  110 Highridge Rd, Windham, NY 12439
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  /38

  $999,000

  • 6 Beds
  • 4 Baths
  • 3,800 Sq Ft

  5628 New York 23, Windham, NY 12496

  A Rare Investment Opportunity with Views, Income & Potential Welcome to the most spectacular and versatile property in Windham, NY - the jewel of the Catskills! Perfectly positioned on 5 private acres with breathtaking panoramic mountain views, this unique estate includes: Two fully furnished houses - both successful Airbnb rentals with an outstanding track record The coziest tiny cabin,

  Agnieszka Wdziekowska Taufield CORE REAL ESTATE TEAM

  5628 New York 23, Windham, NY 12496
• 

  

  /28

  $349,000

  • 2 Beds
  • 2.5 Baths
  • 1,295 Sq Ft

  274 Brooksburgh Rd Unit 41, Windham, NY 12496

  Enter this lovely Townhome and feel right at home. This is an end unit, lovely setting. There is a storage shed for skis and bikes outside, enter the unit into a mud room, The first floor has a half bath/laundry room, lovely galley kitchen with a window, plenty of light. This is open to the living an dining areas. Living room has a large bay window, sliding doors to a patio, plenty of privacy, as

  Mary Lantry Donovan Gallagher & Company

  274 Brooksburgh Rd Unit 41, Windham, NY 12496
• 

  

  /31

  $995,000

  • Land
  • 48 Acres
  • $20,695 per Acre

  0 Campbell Rd Unit 156776, Ashland, NY 12496

  Calling all builders, developers, or those seeking to create their own private retreat in the beautiful Catskill Mountains. This extraordinary 48-acre property checks many of the boxes discerning buyers are searching for. With breathtaking views of Windham and Hunter Mountains in the background, the land showcases a diverse landscape featuring a harmonious mix of open fields, lush evergreen

  Lisa Jaeger Coldwell Banker Village Green

  0 Campbell Rd Unit 156776, Ashland, NY 12496
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  /96

  $1,699,000

  • 5 Beds
  • 4.5 Baths
  • 4,312 Sq Ft

  102 Thunderbird Terrace, Windham, NY 12496

  Custom Log Cabin with Modern Finishes, The Feel of a New Build, and Stunning Mountain Views- Nestled on nearly 2 acres, this breathtaking custom log cabin combines luxury, charm, and nature. Built with meticulous attention to detail, the home shows as if it is new construction, exuding a fresh and pristine feel throughout, making it indistinguishable from a brand-new build. With 5 bedrooms, 4

  Regina Tortorella Coldwell Banker Village Green

  102 Thunderbird Terrace, Windham, NY 12496
• 

  

  /13

  $175,000

  • Land
  • 6 Acres
  • $30,277 per Acre

  305 Van Etten Rd, Lexington, NY 12468

  Stunning 5.7 acres of surveyed land waiting for your dream home! Epic view, a pretty open meadow, stone walls and woods offer it all. At almost 2000 ft elevation there is a cool breeze on the hottest of summer days. 220 amp electric has already been run underground to the build site. Successfully perc-tested in the spot with the best view! 160 foot rough hewn driveway is already in place. This

  Sarah Broach Keller Williams Upstate NY Pro

  305 Van Etten Rd, Lexington, NY 12468
• 

  

  /14

  $139,000

  • Land
  • 4.90 Acres
  • $28,367 per Acre

  0 County Route 40, Windham, NY 12454

  Your dream home awaits on this quiet country road in picturesque East Jewett, NY. Nicely situated between Hunter and Windham Ski Resorts this vacant 4.90 acre flag shaped parcel has DEP septic approval. Build your dream home tucked away and surrounded by mature evergreen trees. Add a pond and you will never want to leave! House plans available with seller/contractor willing to build. This could

  Anne Jakubowski Bunce Realty

  0 County Route 40, Windham, NY 12454
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  /34

  $439,000

  • 3 Beds
  • 1 Bath
  • 1,486 Sq Ft

  296 Mitchell Hollow Rd, Windham, NY 12496

  Hemlock Cabin | 296 Mitchell Hollow Road | Windham, NY - Tucked away on a coveted country road just three minutes from the Windham Mountain Club, the Hemlock Cabin blends rustic character with modern comfort in one of the Catskills' most sought-after year-round destinations. Sided with durable hemlock with copper detailing, this charming cape sits on 1.1 acres with a large yard perfect for

  Allison Morelle Coldwell Banker Village Green

  296 Mitchell Hollow Rd, Windham, NY 12496
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  /33

  $343,000

  • 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
• 

  

  /23

  $545,000

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft

  15 Route 79, Windham, NY 12496

  Welcome to Windham! This one-of-a-kind village retreat blends modern luxury with country charm, offering the perfect escape in the heart of it all. Nestled along the Batavia creek, this home invites you to relax and enjoy the soothing sounds of the water, all while being just steps from restaurants, pubs, a wine bar, Windham's famous ski slopes, the world-class golf club, and the NYC bus

  Melissa Mayes Serhant, LLC

  15 Route 79, Windham, NY 12496
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  /54

  $439,000

  • 4 Beds
  • 3 Baths
  • 1,814 Sq Ft

  17 Mitchell Hollow Rd, Windham, NY 12496

  Whether your search is for personal use or investment property, this Windham Farmhouse, just steps from the center of town, offers versatility and plenty of room for the whole family. A unique three floor layout allows for everyone to have their own space. The first and lowest level is the main living area: Kitchen, Dining, Living Room as well as a bedroom and full bath. The sunroom is an added

  Sharri Cunningham Bunce Realty

  17 Mitchell Hollow Rd, Windham, NY 12496
• 

  

  /55

  $695,000

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

  57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496

  Nestled within the Brainard Ridge development on Windham Mountain, this gorgeous townhouse offers a blend of comfort and luxury, perfect for snow sports enthusiasts and nature lovers alike. This unique corner unit, is a rarity in the Brainard Ridge community, featuring a one of a kind expanded floor plan of 4-5 bedrooms and 3.5 bathrooms thoughtfully designed to accommodate large gatherings,

  Lisa Jaeger Coldwell Banker Village Green

  57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496
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  /68

  $2,250,000

  • 9 Beds
  • 7 Baths
  • 6,859 Sq Ft

  150 Trailside Rd, Windham, NY 12496

  Luxury Slopeside Living at Windham Mountain Club- This is a rare opportunity to own the most competitively priced slopeside home at Windham Mountain Club, close to the lodge and lifts. With 6,859 sq. ft. of high-end living space and direct access to the slopes, this home is a dream for anyone looking for adventure and a smart move for investors seeking strong rental potential in the Catskills.

  Regina Tortorella Coldwell Banker Village Green

  150 Trailside Rd, Windham, NY 12496
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  /10

  $99,000

  • Land
  • 7 Acres
  • $14,023 per Acre

  0 Mitchell Hollow Rd, Windham, NY 12496

  7.06 Acres in Windham - Ready to Build, Mountain Views, Minutes to TownThis 7.06-acre lot checks all the boxes if you're looking for a build-ready property in the Catskills. This lot offers mostly level grade and has already been cleared and surveyed. A brand-new driveway is in place, electric is available at the lot, and a 2021 DEP site visit confirmed a satisfactory perc test for a raised

  Regina Tortorella Coldwell Banker Village Green

  0 Mitchell Hollow Rd, Windham, NY 12496
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  /9

  $75,000

  • Land
  • 1.70 Acres
  • $44,118 per Acre

  611 Old Rd, Windham, NY 12496

  This lovely 1.7 acre lot is located on a quiet well maintained road. Close to the Town of Windham, Windham Mt. Club, Hunter Mt., golf, hiking and all that Windham & Hunter areas have to offer. What a spot to build your dream home. This property is mostly flat, making it easy to put a driveway in. There is 250 ft. of road frontage, 100 ft.from a private lake, with a few branches removed there

  Mary Lantry Donovan Gallagher & Company

  611 Old Rd, Windham, NY 12496
• 

  

  /33

  $343,000

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

  689 Old Rd, Hensonville, NY 12439

  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-K

  689 Old Rd, Hensonville, NY 12439
• 

  

  /24

  $239,900

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

  35 Quads Way, Windham, NY 12496

  Step into this unit and feel yourself relax. This unit has been lovingly cared for. Freshly painted n 2025, crisp and clean looking. All new flooring, carpets and laminates. All windows have been replaced in the past 5 years. New electric heater in 2024, basement has been newly insulated and heater addd. You will be toasty warm in this unit. There are two bedrooms and a full bath on the

  Mary Lantry Donovan Gallagher & Company

  35 Quads Way, Windham, NY 12496
• 

  

  /15

  $265,000

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

  384 New York 296, Hensonville, NY 12439

  A Prime Investment Opportunity Fixer-Upper in the Heart of Windham, NY! Unlock the potential of this charming 3-bedroom, 2-bath fixer-upper nestled in the picturesque Hamlet of Hensonville, NYa hidden gem in the Catskill Mountains. Perfect for investors or visionary homeowners, this property offers a solid foundation and endless possibilities to create the perfect retreat or a lucrative rental.

  Phil Uhrik Win Morrison Realty - Catskill

  384 New York 296, Hensonville, NY 12439
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  /36

  $285,000

  • Land
  • 15 Acres
  • $18,885 per Acre

  0 Route 23c Unit 1 156269, Lexington, NY 12452

  Mountain Views. A rare find 15 acres in beautiful N. Lexington ( A newly done subdivision this is lot 1 on map) up on Airport Road. Moderately wooded with Pines, Hemlocks, American Beech and Oak trees. Stonewalls borders most of property. Place your home in the southwest toward the rear of property and have views of the mountains. Logging road borders the eastern wall with easy access. Close to

  Jacqueline Coyle Coldwell Banker Village Green

  0 Route 23c Unit 1 156269, Lexington, NY 12452
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  /18

  $138,000

  • Land
  • 1.45 Acres
  • $95,172 per Acre

  51 N Settlement, Ashland, NY 12407

  Location, convenience, and mountain views- this 1.45-acre parcel has it all! Just five minutes from Windham Mountain Club, Golf Courses, and the charming town of Windham, this prime piece of land is ready for your dream home. Much of the groundwork has already been done! The land has been cleared, a driveway is in place, and best of all, an existing septic system saves you time, hassle, and a

  Alexis Amico Dugo Realty

  51 N Settlement, Ashland, NY 12407
• 

  

  /51

  $1,149,000

  • 5 Beds
  • 5.5 Baths
  • 3,460 Sq Ft

  292 South St Unit 2, Windham, NY 12496

  Welcome to 292 South St, Windham - a luxurious mountain retreat blending sophistication and adventure. Located steps from Windham Mountain Club and just 2.5 hours from NYC, this stunning townhouse offers modern comfort, breathtaking views, and unmatched convenience. Perfect for mountain enthusiasts and anyone seeking a serene escape, it's an ideal private sanctuary or investment property. Inside,

  Regina Tortorella Coldwell Banker Village Green

  292 South St Unit 2, Windham, NY 12496
• 

  

  /71

  $2,099,000

  • 5 Beds
  • 3.5 Baths
  • 4,834 Sq Ft

  77 Beaver Hill Rd, Windham, NY 12496

  Designed by a renowned Manhattan architect known for $20M Aspen ski homes, this 4,834-square-foot Catskills estate offers world-class design and unparalleled craftsmanship. Built as the architect's personal residence, it's a sanctuary for relaxation, entertaining, and year-round mountain living. Set on over four private acres bordering the protected Bataviakill Watershed, the home seamlessly

  Regina Tortorella Coldwell Banker Village Green

  77 Beaver Hill Rd, Windham, NY 12496
• 

  

  /50

  $1,399,000

  • 3 Beds
  • 3 Baths
  • 2,554 Sq Ft

  342 Old Rd, Windham, NY 12496

  Experience modern mountain living in this brand-new, architecturally designed A-frame, just 5 minutes from Windham Mountain. This 3-bedroom, 3-bathroom with a loft retreat offers high-end finishes, an open-concept layout, and exceptional indoor-outdoor spaces, perfect for all-season enjoyment.Step inside to find soaring cathedral ceilings, floor-to-ceiling windows, and a cozy yet sophisticated

  Artan Volaj Metro Scape Realty LLC

  342 Old Rd, Windham, NY 12496
• 

  

  /45

  $1,495,000

  • 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 Fresh Air Realty

  7 Meadow Ln, Windham, NY 12496
• 

  

  /33

  $579,000

  • 4 Beds
  • 2 Baths
  • 2,270 Sq Ft

  89 Siam Rd, Windham, NY 12496

  New Price! Swiss Chalet-inspired home close proximity to Windham's Main Street and Windham Mt Club Resort. This cozy fully furnished 5-bedroom, 2-bath home spans 2,270 sq ft offers an inviting blend of rustic warmth with a touch of modern sophistication. The moment you step inside, you'll be captivated by 2- authentic bluestone fireplaces and wood beamed ceilings that imbue that alpine vibe. The

  Lisa Jaeger Coldwell Banker Village Green

  89 Siam Rd, Windham, NY 12496
• 

  

  /9

  $200,000

  • Land
  • 13 Acres
  • $15,385 per Acre

  139 Woodland Trail, East Jewett, NY 12424

  Improved acreage awaits your vision of a mountain home or tiny homes along approx. 1500 feet of a pristine mountain stream along the western border. Walk the forest floor and smell the aroma of sweet pine and fresh air. This lot has a designed septic system and DEP approval for one house; a drilled well and an electric pole to provide future service. Located onprivate maintained road with 2000

  Laurie Hanenberg Hunter Windham Real Estate

  139 Woodland Trail, East Jewett, NY 12424
• 

  

  /13

  $399,500

  • 2 Beds
  • 1 Bath
  • 1,024 Sq Ft

  86 Spruce Dr, Jewett, NY 12444

  The Catskills are exploding with things to do!Don't miss out on a great opportunity to own a cozy country retreat close to 2 major ski areas,Hunter Mountain & Windham Mountain Club are only 15 minutes away. The property has short term rental income potential. The present owners have blended some modern renovations to the rustic country vibe of this property. The bathroom is totally remodeled, as

  Sheila Word Coldwell Banker Village Green

  86 Spruce Dr, Jewett, NY 12444
• 

  

  /45

  $585,000

  • 5 Beds
  • 3 Baths
  • 2,644 Sq Ft

  183 County Road 65, Hensonville, NY 12439

  Fully Renovated Mountain Retreat with Two Fireplaces and Stunning Views Just 3 Miles from the Slopes! Welcome to your dream getaway in Windham! This fully renovated 5-bedroom, 3-bath home combines modern luxury with mountain charm, just 2.5 hours from NYC. Whether you crave adventure or relaxation, this 2,700 sq. ft. retreat has it all. Unwind in a private hot tub under a canopy of stars or hit

  Regina Tortorella Coldwell Banker Village Green

  183 County Road 65, Hensonville, NY 12439
• 

  

  /27

  $669,000

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

  85 Cambridge Heights Rd, Windham, NY 12496

  Enjoy the summer months taking in the beautiful views from the large Trex decking. Warm up in front of the woodburning fireplace in the winter months. Close to Windham Mountain. A great property to enjoy all four seasons.

  Sheila Word Coldwell Banker Village Green

  85 Cambridge Heights Rd, Windham, NY 12496
• 

  

  /19

  $574,000

  • 3 Beds
  • 2.5 Baths
  • 1,702 Sq Ft

  108 Brainard Ridge Rd Unit 14B, Windham, NY 12496

  New and Improved Price! Become part of the Windham Family Year Round! from this well cared for Brainard Ridge 3 bedroom 2.5 bath. Enter the heated ski room with plenty of storage for all your gear, opening to the spacious great room, Living room, Dining, updated Kitchen, cabinets-counters and appliances newly painted. Has Vaulted ceilings, skylights and wood burning fireplace, Light and bright

  Irene Pinto Brainard Ridge Management

  108 Brainard Ridge Rd Unit 14B, Windham, NY 12496
• 

  

  /14

  $75,000

  • Land
  • 1.00 Acre
  • $75,000 per Acre

  0 Mountain View Rd, Windham, NY 12496

  Your 1 Acre in Windham Awaits! For everyone who's ever called us and said, "I just want a small piece of land to hold onto, "maybe build on it someday." This one is for you! This 1-acre wooded lot on a private country road offers the ideal setting for your next project. Whether you're planning to build a cozy cabin, dream home, or vacation rental, this mostly level property is ready for you to

  Regina Tortorella Coldwell Banker Village Green

  0 Mountain View Rd, Windham, NY 12496
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  /26

  $165,000

  • Land
  • 5 Acres
  • $32,738 per Acre

  47 Shad Rd, Jewett, NY 12424

  Shovel Ready Lots On The Mountain Top... Check out this opportunity to make your dream home a reality! Tucked on Shad Road, East Jewett, this prime location offers over 5 acres of serene privacy and breathtaking nature. Escape the hustle and bustle of city life and embrace a tranquil lifestyle surrounded by lush woods on a quiet road just off 23C and Scribner-Hollow Road. Enjoy the best of both

  Jason Dugo Dugo Realty

  47 Shad Rd, Jewett, NY 12424
• 

  

  /50

  $379,000

  • 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 Green

  23 Townhouse Ln Unit 1, Windham, NY 12496
• 

  

  /9

  $75,000

  • Land
  • 2.00 Acres
  • $37,500 per Acre

  0 Trailview Ln, Windham, NY 12496

  Transform Your Vision at Trail View-Dreaming of the perfect place to make your vision a reality? Trail View is where it all begins-a breathtaking 2-acre lot nestled in the heart of Windham, offering stunning slope views and endless possibilities. Whether you're planning your dream home, a cozy vacation cabin, or a chic rental property, this lot is ready to bring your ideas to life! Imagine

  Regina Tortorella Coldwell Banker Village Green

  0 Trailview Ln, Windham, NY 12496
• 

  

  /9

  $499,000

  • Land
  • 15 Acres
  • $32,487 per Acre

  65 Sundance Dr, Windham, NY 12496

  The search for the perfect building lot ends here. Welcome to 65 Sundance Drive, a 15.36-acre gem nestled in the heart of Windham. This extraordinary property offers underground electricity and a roughed-in driveway, making it easier than ever to turn your dream home into reality. From this private lot, you'll enjoy postcard-worthy views of Windham's iconic ski slopes, with selective clearing.

  Regina Tortorella Coldwell Banker Village Green

  65 Sundance Dr, Windham, NY 12496
• 

  

  /40

  $564,000

  • 2 Beds
  • 1.5 Baths
  • 1,072 Sq Ft

  21 Nauvoo Rd, Windham, NY 12496

  No need to check mountain conditions online - just step out onto the back deck and see for yourself! This two bedroom mid-century ranch is conveniently located within sight of Windham Mountain and just down the road from the bustling Village of Windham. The home features expansive mountain views as well as a large yard surrounded by mature trees. The 3.5 acre property insures privacy year round.

  Joel Craig Coldwell Banker Village Green

  21 Nauvoo Rd, Windham, NY 12496
• 

  

  /32

  $497,500

  • 4 Beds
  • 2 Baths
  • 1,372 Sq Ft

  830 Goshen St, Jewett, NY 12444

  Mid Modern Ranch seamlessly integrates a spacious open great room, featuring a large central kitchen island, and a cozy brick wood-burning fireplace, perfect for gatherings after a day on the slopes. Four essential bedrooms, two new bathrooms, and a convenient laundry closet, all located on one level, ensuring effortless weekend enjoyment.Unload your weekend supplies and ski equipment in the

  Laurie Hanenberg Hunter Windham Real Estate

  830 Goshen St, Jewett, NY 12444

Showing Results 41 - 80, Page 2 of 4