Oak Hill, NY Homes for Sale

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  /16

  $249,000

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

  40 Quads Way, Windham, NY 12496

  Mountain Retreat Just Minutes from Windham Slopes!Welcome to your perfect four-season getaway! This spacious 2-bedroom, 2-bath condo offers the ideal mix of comfort, convenience, and recreation in one of the Catskills' most sought-after communities.Enjoy après-ski evenings by the cozy fireplace, summer mornings on your private deck, or a relaxing soak in the hot tub after a day of hiking. The

  

  Carol Shaw

  Shaw Country Realty, Inc.

  (518) 601-3455

  40 Quads Way, Windham, NY 12496
• 

  

  

  /40

  $435,000

  • 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) 767-7404

  1199 Hervey Sunside Rd, Cornwallville, NY 12418
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  /64

  $798,500

  • 4 Beds
  • 3 Baths
  • 1,408 Sq Ft

  185 Goshen St, Jewett, NY 12444

  Charming Four-Season Retreat Minutes from Windham & Hunter Ski AreasNestled in a private setting, this stunning home offers the perfect blend of rustic charm and modern comfort. Just minutes from both Windham and Hunter ski areas, this property is ideal for year-round enjoyment. The warmth and charm of a European Ski Lodge , a little change from all of the new Modern homes.Inside, you'll find a

  

  Carol Shaw

  Shaw Country Realty, Inc.

  (518) 767-7813

  185 Goshen St, Jewett, NY 12444
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  /58

  $1,955,000

  • 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) 662-5195

  101 Kip Rd, Tannersville, NY 12485
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  /30

  $999,000

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

  5 Jacob Strasse Rd, Windham, NY 12496

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

  

  Christine Hinz

  Coldwell Banker Village Green

  (518) 576-1632

  5 Jacob Strasse Rd, Windham, NY 12496
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  /28

  $315,000

  • 3 Beds
  • 1.5 Baths
  • 2,936 Sq Ft

  1266 County Road 23c, East Jewett, NY 12424

  This historic property house has many possibilities. It can be a large single family or a two-family. Can be made into a bed and breakfast. Also can be used as a commercial property. About a mile to the beautiful Colgate Lake. out 5 minute drive to the Village of Tannersville. Stunning gardens. Mountain views. Only 15 minute drive to Hunter Mountain Ski Resort and Windham Mountain Ski Resort.

  

  Betsy Pellitteri

  HEAVENS 2 BETSY REALTY

  (518) 809-8575

  1266 County Road 23c, East Jewett, NY 12424
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  /10

  $99,000

  • Land
  • 5 Acres
  • $19,412 per Acre

  213 Wilderness Dr, Jewett, NY 12424

  Privacy in East Jewett, less than 10 minutes to Hunter Mountain Ski Resort and about 15 minutes to Windham Ski Resort. Located on a quiet, town-maintained road; hardly any traffic because it's a dead end road. DEP approved for septic. Mountain views. Seller is experienced builder who will work with whatever your desires and choices are. Two additional contiguous 5 acre parcels available for sale.

  

  Betsy Pellitteri

  HEAVENS 2 BETSY REALTY

  (518) 351-7587

  213 Wilderness Dr, Jewett, NY 12424
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  /14

  $99,000

  • Land
  • 5 Acres
  • $19,412 per Acre

  181 Wilderness Rd, East Jewett, NY 12424

  This property is nestled in East Jewett in between Hunter and Windham Mountain Ski Resorts. Less than 10 minute drive to Hunter Mountain and about 15 minutes to Windham Ski Resort. Located on a quiet town-maintained road; hardly any traffic on a dead end road. DEP approved for septic. Mountain views. Seller is experienced home builder who will work with whatever your desires and choices are. Two

  

  Betsy Pellitteri

  HEAVENS 2 BETSY REALTY

  (518) 676-2677

  181 Wilderness Rd, East Jewett, NY 12424
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  /13

  $99,000

  • Land
  • 8 Acres
  • $12,015 per Acre

  539 Route 40, Maplecrest, NY 12454

  Centrally located between Windham and Hunter, minutes to CD Lane Park, State hiking trails, Colgate Lake and everything this area has to offer. This 8 + acre parcel has a septic design in place designed by Kaaterskill Engineering and submitted to DEP and approved. This makes this lot desirable with no soil testing and design which could usually take Months and Money.cleared closer to road which

  

  Carol Shaw

  Shaw Country Realty, Inc.

  (518) 809-8670

  539 Route 40, Maplecrest, NY 12454
• 

  

  /19

  $334,900

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

  504 Route 40, Maplecrest, NY 12454

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

  

  Carol Shaw

  SHAW COUNTRY REALTY INC

  (518) 759-6904

  504 Route 40, Maplecrest, NY 12454
• 

  

  /24

  $334,900

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

  504 Rt 40, Windham, NY 12454

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

  

  Carol Shaw

  Shaw Country Realty, Inc.

  (518) 741-2720

  504 Rt 40, Windham, NY 12454
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  /32

  $1,545,000

  • 5 Beds
  • 2 Baths
  • 2,804 Sq Ft

  939 Joseph Chadderdon Rd Unit 1, Acra, NY 12405

  Set at the foot of the Catskill Mountain Range on 14 pristine acres is this outstanding 1850 Historic farmhouse with 2 picturesque vintage red barns. A perfect blend of early farmhouse architecture in the main house with a modern day post & beam great room addition with a guest bedroom, 18ft ceilings & an open floor plan that combines a 12 seat dining area, living room with a wood burning stove &

  Peggy Polenberg Peggy Polenberg Real Estate

  939 Joseph Chadderdon Rd Unit 1, Acra, NY 12405
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  /60

  $599,000

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

  36 Mount Greenery Rd, Windham, NY 12496

  Stylish Windham Contemporary Retreat on 5 Private Acres - Turnkey & Fully Furnished. Tucked among tall evergreen pines on 5 acres, this stylish contemporary home is a bright, welcoming four-season mountain escape with modern flair. Just 5 minutes from Windham Mountain Club and a short drive to Hunter Mountain, this property places you in the heart of the Catskills while maintaining total privacy

  Lisa Jaeger Coldwell Banker Village Green

  36 Mount Greenery Rd, Windham, NY 12496
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  /73

  $634,000

  • 8 Beds
  • 4 Baths
  • 3,577 Sq Ft

  110 Maplecrest Rd, Windham, NY 12439

  Charming Multi-Family Farmhouse in the Heart of the CatskillsIdeally located near Windham Mountain Club, Hunter Mountain, CD Lane Park, and countless outdoor adventures, this lovingly maintained multi-family farmhouse offers both character and income potential. Set on a picturesque 3.2-acre parcel that slopes gently toward the Batavia Kill stream, the property includes four unique,

  Lisa Jaeger Coldwell Banker Village Green

  110 Maplecrest Rd, Windham, NY 12439
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  /77

  $999,000

  • 4 Beds
  • 4.5 Baths
  • 2,168 Sq Ft

  68 Hilltop Dr, Maplecrest, NY 12454

  Welcome to The Hill, a private enclave of high-end homes tucked away in the scenic hamlet of Maplecrest, just minutes from Windham Mountain Club and CD Lane Park. Perched on 6 peaceful acres at the end of a quiet cul-de-sac, this 3,500+ sq ft custom contemporary blends crisp architectural design with warm rustic touches for the ultimate Catskills retreat.Built by renowned Hitchcock Builders, this

  Lisa Jaeger Coldwell Banker Village Green

  68 Hilltop Dr, Maplecrest, NY 12454
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  /44

  $979,000

  • 5 Beds
  • 3 Baths
  • 2,400 Sq Ft

  81 Barnum Rd, Maplecrest, NY 12454

  Turn-key opportunity for business or private use, this successful Guest Favorite short term rental is perfectly located between Hunter and Windham Mountains, secluded yet close to everything you need! Completely renovated, this post-and-beam style log home home has been fully restored and outfitted to embrace modern-rustic design choices. The sunny ground floor entry features ceramic tile floors

  Jessica Surbeck WINDSTAR REALTY GROUP LLC

  81 Barnum Rd, Maplecrest, NY 12454
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  /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 GreenW

  183 County Road 65, Hensonville, NY 12439
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  /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
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  /21

  $899,000

  • 5 Beds
  • 4.5 Baths

  124 Acorn Dr, Jewett, NY 12444

  Welcome to your very own sprawling oasis, boasting breathtaking mountain vistas! Nestled on 5.2 acres between Windham & Hunter Mountains, this custom contemporary residence offers an unparalleled blend of tranquility and adventure. With 4 Seasons of Outdoor activities at your doorstep, including skiing, golfing, hiking, zip lines, lakes, and more, every day is an opportunity for adventure.

  Brandon Oot Core Real Estate Team

  124 Acorn Dr, Jewett, NY 12444
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  /37

  $399,999

  • 3 Beds
  • 3 Baths
  • 1,320 Sq Ft

  1098 Hervey Sunside Rd, Cornwallville, NY 12418

  Spacious Mother/Daughter Countryside Home with Separate Living Area and Separate Entrances.Your private retreat in the Northern Catskills awaits. This mountainside house is equipped with a mother daughter option. This house has 3 bedrooms and 3 bathrooms on 1.65 beautifully wooded acres.1098 Hervey Sunside Rd blends comfort, charm, and natural beauty in perfect harmony. This

  Erin Ruzzo Amodio Real Estate & Prop

  1098 Hervey Sunside Rd, Cornwallville, NY 12418
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  /60

  $217,500

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

  65 Quads Way, Windham, NY 12496

  A 2 Bedroom 2 Bath Townhouse at The Quads in Windham! The 1st floor features a kitchen, a living room, a bath, and a back deck. The 2nd floor features 2 bedrooms and a bath. The community features tennis courts, pickleball courts, a basketball court, a fire pit, and a pool. It's a great vacation home, ski home, or a seasonal investment property. The home has great proximity to the area's

  Theodore Banta III RVW Select Properties

  65 Quads Way, Windham, NY 12496
• 

  

  /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
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  /11

  $100,000

  • Land
  • 5.00 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
• 

  

  /22

  $2,650,000

  • Land
  • 70 Acres
  • $37,857 per Acre

  11 Copper Ridge Trail, Windham, NY 12496

  Prime Development Opportunity in the Great Northern Catskills! Welcome to Windham, New York! Introducing The Windham Mountain Project—a 70-acre private enclave, pre-subdivided into 11 prime lots with engineering in place ready for immediate development. Access roads are already cut, and municipal sewer and power are run to the top of the development. Each lot boasts mountain views along a

  Phil Uhrik Win Morrison Realty - Catskill

  11 Copper Ridge Trail, Windham, NY 12496
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  /70

  $314,900

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

  141 Jones Rd, Round Top, NY 12473

  A Beautifully Improved 4 bedroom, 3 bath home on 2 acres in the charming hamlet of Round Top! The home features a primary bedroom & bath suite, an open floor plan, a kitchen with a breakfast bar, a dining room with a fireplace, a living room with a wood stove, a laundry room, a back covered porch & deck, a front covered porch, and a shed. There's ample yard space for play and recreation and a

  Theodore Banta III RVW Select Properties

  141 Jones Rd, Round Top, NY 12473
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  /9

  $595,000

  • Land
  • 13 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
• 

  

  /47

  $449,000

  • 4 Beds
  • 2 Baths
  • 1,942 Sq Ft

  20 Slater Rd, Maplecrest, NY 12454

  Discover the perfect blend of charm, space, and convenience in this beautiful 4-bedroom, 2-bathroom countryside home, ideally located less than 3 hours from NYC. Set on scenic land in historic Windham NY. This vibrant small town is surrounded by renowned ski resorts; this is the ideal getaway or year-round residence.An exceptionally inviting home that is perfect for guests or extended family,

  Brian Cohen RHR Realty Group

  20 Slater Rd, Maplecrest, NY 12454
• 

  

  /22

  $559,000

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

  2232 County Road 23c, East Jewett, NY 12424

  Turn-Key Catskills Chalet near Hunter and WindhamWelcome to your picture-perfect Catskill Mountain retreat, a stylishly updated, fully turn-key chalet nestled on a private 1.1-acre wooded lot. Perfectly situated between Hunter and Windham ski mountains and just minutes to Colgate Lake, this 3-bedroom, 2-bath home blends modern design with cozy mountain charm—all with effortless,

  Leigh Bokser Compass Greater NY, LLC

  2232 County Road 23c, East Jewett, NY 12424
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  /13

  $335,000

  • Land
  • 16 Acres
  • $21,378 per Acre

  10 Galway Rd, Windham, NY 12496

  Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 15.67 acre residential building lot. This prime parcel includes comprehensive engineering, topographical & survey maps, and a fully approved DEP septic design suitable for an estate-like home, ensuring compliance with environmental regulations for a streamlined building process.

  Patrick Dunn KW Platform

  10 Galway Rd, Windham, NY 12496
• 

  

  /13

  $325,000

  • Land
  • 13 Acres
  • $24,381 per Acre

  9 Galway Rd, Windham, NY 12496

  Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 13.33 residential building lot. This prime parcel includes comprehensive engineering, topographical & survey maps, and a fully approved DEP septic design suitable for an estate-like home, ensuring compliance with environmental regulations for a streamlined building process. Electric

  Patrick Dunn KW Platform

  9 Galway Rd, Windham, NY 12496
• 

  

  /13

  $300,000

  • Land
  • 7 Acres
  • $45,872 per Acre

  3 Galway Rd, Windham, NY 12496

  Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 6.54 residential building lot. This prime parcel includes comprehensive engineering, topographical & survey maps, and a fully approved DEP septic design suitable for an estate-like home, ensuring compliance with environmental regulations for a streamlined building process. Electric

  Patrick Dunn KW Platform

  3 Galway Rd, Windham, NY 12496
• 

  

  /13

  $290,000

  • Land
  • 5 Acres
  • $53,506 per Acre

  2 Lot Galway Rd, Windham, NY 12496

  Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready residential 4.52 acre lot. This prime parcel includes comprehensive engineering, topographical & survey maps, and a fully approved DEP septic design suitable for an estate-like home, ensuring compliance with environmental regulations for a streamlined building process. Electric

  Patrick Dunn KW Platform

  2 Lot Galway Rd, Windham, NY 12496
• 

  

  /11

  $300,000

  • Land
  • 8 Acres
  • $39,894 per Acre

  1 Galway Rd, Windham, NY 12496

  Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 7.5 acre residential building lot. This prime parcel includes comprehensive engineering, topographical & survey maps, and a fully approved DEP septic design suitable for an estate-like home, ensuring compliance with environmental regulations for a streamlined building process.

  Patrick Dunn KW Platform

  1 Galway Rd, Windham, NY 12496
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  /34

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  209 Griffin Rd, Jewett, NY 12424

  The Colgate Cabin | Secluded Catskills Retreat with Farmhouse CharmTucked into the heart of the Catskill Mountains, The Colgate Cabin is where vintage farmhouse character meets modern comfort. This fully renovated 3-bedroom home sits on a peaceful and private parcel with no visible neighbors, offering an idyllic escape just one mile from the tranquil waters of Colgate Lake.Inside, you'll find an

  Jason Dugo Dugo Realty

  209 Griffin Rd, Jewett, NY 12424
• 

  

  /25

  $249,900

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

  41 Quads Way, Windham, NY 12496

  Location, convenience and ease of ownership come together at 41 Quads Way. Whether you're looking for a full-time home, a weekend retreat, or an investment property, this condominium in Windham fits the bill. A comfortable living area features a woodburning fireplace and sliding doors to a private deck. Upstairs are two spacious, bright bedrooms. Each floor has a full bath. Enjoying all four

  Sharri Cunningham Bunce Realty

  41 Quads Way, Windham, NY 12496
• 

  

  /34

  $489,000

  • 3 Beds
  • 2.5 Baths
  • 1,812 Sq Ft

  4992 New York 23, Windham, NY 12496

  Perched above the road on a private and wooded1.50 acres, opposite the Windham Path, sits this thoughtfully renovated 3 bedroom, 2.5 bath . this home is ready for you to enjoy year round! The bright and airy professional kitchen offers GE Cafe appliances 8-9 years old,, striking granite counters and island. The generous dining area affords plenty of room for family and friends. Enjoy lush green

  Irene Pinto Brainard Ridge Management

  4992 New York 23, Windham, NY 12496
• 

  

  /9

  $450,000

  • Land
  • 10 Acres
  • $45,000 per Acre

  000 New York 296, Windham, NY 12496

  10 Acres of Prime Forested Land | Windham, NY | Development or Dream Compound PotentialAn extraordinary opportunity awaits on Route 296 in Windham, NY - two adjacent 5-acre parcels totaling 10 acres of pristine Catskills forest, ideally situated for those with vision. Slightly sloped and elevated just enough to offer potential eastern-facing views with selective clearing, this land offers the

  Jason Dugo Dugo Realty

  000 New York 296, Windham, NY 12496
• 

  

  /9

  $174,000

  • Land
  • 16 Acres
  • $10,545 per Acre

  L15 S Durham Estates Rd, Acra, NY 12405

  This expansive 16+ acre parcel nestled at the end of a serene cul-de-sac offers seclusion and the unique opportunity to build your dream home. Complete with lush greenery and mature trees, this property is intimately tucked in the beautiful Catskills area.Its prime location gives way to a plethora of outdoor activities - you're just within reach of skiing, hiking, golfing, and fishing hotspots.

  Lesley Smith Coldwell Banker Prime

  L15 S Durham Estates Rd, Acra, NY 12405
• 

  

  /34

  $329,000

  • 4 Beds
  • 2 Baths
  • 1,080 Sq Ft

  221 Colgate Rd, East Jewett, NY 12424

  Tucked away on a secluded road just a mile from the serene waters of Colgate Lake, this 4-bedroom, 2-bathroom vintage style gem offers peaceful privacy on nearly an acre of beautifully manicured land. Currently operating as a successful AirBnB, the home is move-in ready and meticulously cared for, blending timeless character with thoughtful updates.Enjoy morning coffee on the porch, weekends at

  Alexis Amico Dugo Realty

  221 Colgate Rd, East Jewett, NY 12424
• 

  

  /27

  $195,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  11 Quads Way, Windham, NY 12496

  Beautifully renovated studio style condo in the Quads condominium association just minutes from Windham Mountain! Great opportunity to own a property in Windham. Completely renovated kitchen and unit upgrades, make this a comfortable place to stay. Use this as your home base while visiting this four season destination or use as a second home or investment property! Successfully rented as an

  Samantha Clark Keller Williams Realty HV Nort

  11 Quads Way, Windham, NY 12496

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