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Newest Homes for Sale in Oak Hill, NY

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  • /12

    $149,999

    $50K PRICE DROP
    • Land
    • 13 Acres
    • $11,538 per Acre

    139 Woodland Trail, East Jewett, NY 12424

    Set on 13 private acres on Woodland Trail in East Jewett, this shovel-ready Catskills parcel offers the rare combination of DEP approval, natural beauty, and immediate build potential. The property is defined by mature woods, peaceful seclusion, and beautiful scenic surroundings that feel far removed while remaining close to Hunter, Windham, and the heart of Greene County. With approvals already

    Agent Photo

    Jason Dugo

    Dugo Realty

    139 Woodland Trail, East Jewett, NY 12424
  • /8

    $99,900

    • Land
    • 1.1 Acres
    • $90,818 per Acre

    L46.111 Panarama Ln, Windham, NY 12496

    Build your dream mountain getaway on this 1.1 acre unimproved lot just minutes from the Windham Mountain Club expansion. Surrounded by natural beauty, this property offers privacy, fresh air, and easy access to skiing, hiking, biking, golf, and charming village amenities. A perfect canvas for a custom Catskills home.A great opportunity in a rapidly evolving Catskills destination.

    Susan Miller WINDSTAR REALTY GROUP LLC

    L46.111 Panarama Ln, Windham, NY 12496
  • /12

    $359,900

    • Land
    • 4.2 Acres
    • $85,690 per Acre

    L44.10 Panarama Ln, Windham, NY 12496

    Build your Catskills vision on this 4.2-acre vacant parcel ideally located near the Windham Mountain Club expansion. This unimproved lot offers a peaceful, wooded setting with excellent proximity to skiing, golf, dining, and year-round resort amenities. A prime opportunity for a private retreat, vacation home, or future investment in one of the area's most sought-after mountain communities.

    Susan Miller WINDSTAR REALTY GROUP LLC

    L44.10 Panarama Ln, Windham, NY 12496
  • /32

    $325,000

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

    274 County Route 65 Unit 55, Windham, NY 12496

    Step into this immaculate, well furnished home! Unit being sold ''as is'', fully furnished. This Is a well maintained unit, move right in and be comfortable. There is an outside storage closet, Mud room, half bath and laundry on first level along with a lovely kitchen, granite counters, SS appliances. Lovely living room with propane fireplace, sliding doors to a patio and a bay window, Plenty of

    Mary Donovan Gallagher & Company

    274 County Route 65 Unit 55, Windham, NY 12496
  • /17

    $599,000

    • Land
    • 69.02 Acres
    • $8,679 per Acre

    0 High Peak Lot 111-112, Windham, NY 12496

    Discover a rare 65.3± acre Catskills property on High Peak Road in Windham, NY, offering an extraordinary blend of open meadows, mature forests, and stream frontage. With generous road frontage and multiple potential building sites, this land provides exceptional opportunity for anyone looking to build a dream home, create a residential compound, or invest in one of the most desirable regions of

    Regina Tortorella Coldwell Banker Village GreenW

    0 High Peak Lot 111-112, Windham, NY 12496
  • /109

    $2,175,000

    • 6 Beds
    • 4.5 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
  • /61

    $1,125,000

    • 5 Beds
    • 5.5 Baths
    • 3,643 Sq Ft

    3 South St, Windham, NY 12496

    Luxury STR Investment Opportunity Across from Windham Mountain Club -- turnkey option, income-producing, and perfectly positioned in one of the Catskills' most desirable four-season destinations. Located within walking distance to Windham's restaurants, shops, nightlife, and ''The Valley,'' Windham Mountain Club's exciting new expansion featuring pools, tennis, pickleball, spa amenities, golf,

    Regina Tortorella Coldwell Banker Village GreenW

    3 South St, Windham, NY 12496
  • /38

    $2,495,000

    $2M PRICE INCREASE
    • 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.

    Jake Garay Serhant LLC

    3 Leon MacGlashan Rd, Windham, NY 12454
  • /38

    $294,000

    $1K PRICE DROP
    • 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/ski home, 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
  • /31

    $349,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    436 Big Hollow Rd, Maplecrest, NY 12454

    Up the road from thousands of acres of state hiking trails and from CD Lane Park with swimming, kayaking, and family fun, this location is a true four-season retreat. Minutes to Windham and Hunter ski resorts, golf courses, and local venues, the setting offers year-round recreation at your doorstep.Set back from a quiet country road on nearly 4 acres, this property is all about the outdoors.

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    436 Big Hollow Rd, Maplecrest, NY 12454
  • /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

    Agent Photo

    Jason Dugo

    Dugo Realty

    5134 New York 23, Windham, NY 12496
  • /30

    $489,000

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

    274 Brooksburgh Rd Unit 48, Windham, NY 12496

    Ine of just a few larger units in Crystal Pond. First floor has mud-room, half bath with laundry, Kitchen as well ad a dining room, large living room with sliding doors to large deck, lovely stone wood burning fireplace. Lots of light in this unit. Second floor has two main bedrooms each with a full bath.as well as a separate area for home office or TV. Third level has two well sized bedrooms,

    Mary Donovan Gallagher & Company

    274 Brooksburgh Rd Unit 48, Windham, NY 12496
  • /15

    $439,000

    • Land
    • 3.46 Acres
    • $126,879 per Acre

    2 Windham Farms Rd, Windham, NY 12496

    Welcome to Windham Farms in Windham, NY, where two premium building lots offer an exceptional opportunity for custom homes that blend eco-friendly design with aesthetic appeal, complementing the year-round environment just minutes from Windham Mountain Club. Lot 2 is prepared for immediate construction, featuring an installed driveway to the designated house site, 200 amp underground electric

    Laurie Hanenberg Hunter Windham Real Estate

    2 Windham Farms Rd, Windham, NY 12496
  • /16

    $289,000

    • Land
    • 4.33 Acres
    • $66,744 per Acre

    4 Windham Farms Rd, Windham, NY 12496

    Welcome to ''Windham Farms'' in Windham, NY, where two premium building lots offer an exceptional opportunity for custom homes that blend eco-friendly design with aesthetic appeal, complementing the year-round environment just minutes from Windham Mountain Club. Lot 4 features an installed gravel parking area directly off Windham Farms Road, available 200 amp underground electric service at

    Laurie Hanenberg Hunter Windham Real Estate

    4 Windham Farms Rd, Windham, NY 12496
  • /36

    $399,000

    $60K PRICE DROP
    • 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''. Half bath/laundry. Kitchen with granite counters, upgraded cabinets, SS appliances, tile flooring. This is open concept. Nice counter in the kitchen with stools, 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
  • /105

    $1,999,000

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

    37 White Way, Windham, NY 12496

    Winter in Windham is here and with the ski season in full swing, it's time to find the ski house of your dreams! 37 White Way is being offered for the first time. INCLUDED IS A SECOND, ADJOINING VACANT PARCEL, offering flexibility and opportunity. Build a second home or guest house; sell the lot or, simply keep it as is to ensure privacy! Located on Windham Mountain Club's east side, and just

    Sharri Cunningham Bunce Realty

    37 White Way, Windham, NY 12496
  • /34

    $239,500

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    55 Quads Way, Windham, NY 12496

    Price Reduced -- Major Value in Windham! This charming turnkey condo delivers affordable four-season living close to skiing, golf, hiking, dining, and everything buyers love about Windham. Just minutes from Windham Mountain Club, this fully furnished 2-bedroom, 2-bath retreat offers an easy mountain lifestyle in one of the Catskills' most desirable destinations. Enjoy winter days on the slopes,

    Agent Photo

    Lisa Jaeger

    Coldwell Banker Village GreenW

    55 Quads Way, Windham, NY 12496
  • /52

    $329,000

    $56K PRICE DROP
    • 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 façade, a full-length front porch welcomes you with sweeping

    Agent Photo

    Jason Dugo

    Dugo Realty

    934 New York 296, Hensonville, NY 12439
  • /70

    $260,000

    $55K PRICE DROP
    • 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

    Ted Banta RVW Select Properties

    141 Jones Rd, Round Top, NY 12473
  • /47

    $449,000

    $51K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,457 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
  • /8

    $325,000

    $100K PRICE INCREASE
    • Land
    • 1.2 Acres
    • $270,833 per Acre

    L37 Panarama Ln, Windham, NY 12496

    Destination Windham! This 1.2 acre parcel is the perfect location to build your primary residence, ski home,weekend getaway, or log cabin. Stunning views of both the town and the mountain!Enjoy the traffic-free,peaceful setting off the mountain. Minutes to the slopes. Walking distance to the golf course and country club.Minutes to Main Street to enjoy the shops and restaurants. The lot has been

    Susan Miller WINDSTAR REALTY GROUP LLC

    L37 Panarama Ln, Windham, NY 12496
  • /10

    $375,000

    $100K PRICE INCREASE
    • Land
    • 2.4 Acres
    • $156,250 per Acre

    L38 Panarama Ln Unit 38, Windham, NY 12496

    Destination Windham! This 2.4 acre parcel is the perfect location to build your primary residence, ski home,weekend getaway, or log cabin. Stunning views of both the town and the mountain!Enjoy the traffic-free,peaceful setting off the mountain. Minutes to the slopes. Walking distance to the golf course and country club.Minutes to Main Street to enjoy the shops and restaurants. The lot has been

    Susan Miller WINDSTAR REALTY GROUP LLC

    L38 Panarama Ln Unit 38, Windham, NY 12496
  • /13

    $99,000

    • Land
    • 8.24 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 but would need to be updated with the town. This makes this lot desirable with no soil testing and design which could usually take

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    539 Route 40, Maplecrest, NY 12454

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