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Highland Lake, NY Homes for Sale with Acreage

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  • /31

    $329,000

    $70K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    87 Airport Rd, Eldred, NY 12732

    Stop the search! This 2,000 sq ft home offers the perfect blend of comfort and country living. Features include a large living room with hardwood floors and a cozy stone fireplace, a custom chef's kitchen to prepare your perfect meals and a dining area that opens to a screened-in porch for dining al fresco. Enjoy the convenience of 3 bedrooms and 2 baths on the main level. Need more space? The

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    Donna Geba

    Century 21 Geba Realty

    87 Airport Rd, Eldred, NY 12732
  • /31

    $405,000

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft

    80 Beaver Brook Rd, Yulan, NY 12792

    Welcome to this classic 1950's Ranch set on 4.7 picturesque acres with frontage on Toasperns Pond, a spring-fed fishing lake. This home offers approximately 1,300 square feet, features a spacious living room, an eat-in kitchen, office, 2 bedrooms, and a full bath. A walk-up attic leads to two unfinished rooms, providing excellent potential for additional living space, while the full walk-out

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    Dawn Curreri

    Eagle Valley Realty

    80 Beaver Brook Rd, Yulan, NY 12792
  • /50

    $682,000

    • 4 Beds
    • 5 Baths
    • 3,940 Sq Ft

    86 Beaver Brook Rd, Narrowsburg, NY 12764

    LAKEFRONT CONTEMPORARY RETREAT! Launch your kayaks from your own private sandy beach on 2.95 acres of stunning lakefront property. This one-of-a-kind offering presents the perfect blend of family living and business potential!Boasting 4 bedrooms and 5 baths, this remarkable home features a spacious living room with breathtaking lake views, two kitchens, a recreation room with bar and full

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    Barry Becker

    KW Hudson Valley United

    86 Beaver Brook Rd, Narrowsburg, NY 12764
  • /8

    $195,000

    • Land
    • 22.3 Acres
    • $8,744 per Acre

    0 Crawford Rd Unit KEY821449, Highland, NY 12528

    Beautiful wooded 22.3 acre parcel along quaint Crawford Road just outside of the charming Delaware river hamlet of Barryville. Close to Eldred, Yulan, Barryville, Narrowsburg and the Delaware River.

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    Rosemarie DeCristofaro

    Callicoon Real Estate LLC

    0 Crawford Rd Unit KEY821449, Highland, NY 12528
  • /50

    $549,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    165 Dexheimer Rd, Narrowsburg, NY 12764

    Turnkey Privacy Retreat on 3.26 Acres Fully Furnished— Fully Renovated with Income PotentialWelcome to 165 Dexheimer Road — a fully updated 3-bedroom, 2-bathroom home offering 1,344 square feet of modern living on 3.26 private acres in the scenic Upper Delaware River Valley. Every detail has been refreshed for move-in-ready comfort, with high-efficiency mini-split heating and cooling,

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    Barry Becker

    KW Hudson Valley United

    165 Dexheimer Rd, Narrowsburg, NY 12764
  • /36

    $269,000

    $30K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 576 Sq Ft

    179 W Mohican Trail, Glen Spey, NY 12737

    Vintage County Cottage owned for over 75 years by the same family has all charm and character that you want to see in a lake home. Original details throughout including tongue and groove pine walls and stone wood burning fireplace with woodstove insert. Situated on a extra large 1 acre lot with deeded lake rights and deeded dock area! Amazing location with lake views and directly across from the

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    Donna Geba

    Century 21 Geba Realty

    179 W Mohican Trail, Glen Spey, NY 12737
  • /10

    $74,900

    • Land
    • 5 Acres
    • $14,980 per Acre

    Lot 3.18 Fish Cabin Rd, Glen Spey, NY 12737

    Magical natural land in Glen Spey NY only 20 minutes from Port Jervis NY for commuter trains, conveniences and 90 minutes NYC. Minutes to the NYS Delaware River access for recreation, fishing, kayaking, rafting and canoeing. Beautiful 5 acre property has fabulous ferns, tall mature deciduous and conifer trees and trails for easy exploring. This is the perfect location and perfect property to

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    Donna Geba

    Century 21 Geba Realty

    Lot 3.18 Fish Cabin Rd, Glen Spey, NY 12737
  • /35

    $549,000

    • 3 Beds
    • 2.5 Baths
    • 1,928 Sq Ft

    2 Hollowaty Kosak Rd, Glen Spey, NY 12737

    Beautiful Contemporary Lakehouse in the Sullivan County Catskills is now ready for you to enjoy! Escape to the ultimate lakeside retreat in Glen Spey, NY. This modern home includes a separate lakefront parcel right on the shores of Mohican Lake, a pristine, 200-acre natural glacial lake perfect for motor boating, water skiing, jet skiing, kayaking, swimming, and fishing. Interior Highlights

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    Donna Geba

    Century 21 Geba Realty

    2 Hollowaty Kosak Rd, Glen Spey, NY 12737
  • /6

    $25,900

    • Land
    • 1.65 Acres
    • $15,697 per Acre

    Lot 47.3 High Rd, Lumberland, NY 12737

    Great wooded Building lot perfect for your weekend get-a-way or year round retreat. Set privately off the main road this property offers beautiful hardwood and pine trees with quick access to area conveniences. Within 30 minutes to Port Jervis commuter trains, area hiking, Bethel Woods for music venues, farmers markets and the Delaware River for recreation. Only 2 Hours NYC. A great spot to set

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    Donna Geba

    Century 21 Geba Realty

    Lot 47.3 High Rd, Lumberland, NY 12737
  • /7

    $895,000

    • Land
    • 77.89 Acres
    • $11,491 per Acre

    Lot 11.1 State Route 55 and Mail Rd, Barryville, NY 12719

    Absolutely beautiful land, nearly 80 acres, in the heart of Barryville NY is now for Sale!!! Gorgeous property has frontage on 2 roads and is a nature enthusiasts paradise with hardwood and conifer trees with native shrubs and ferns. Use your imagination and create an amazing estate with mountain and Delaware River River Views or consider subdividing into multiple lots for a multi generational

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    Donna Geba

    Century 21 Geba Realty

    Lot 11.1 State Route 55 and Mail Rd, Barryville, NY 12719
  • /7

    $98,000

    • Land
    • 1.98 Acres
    • $49,495 per Acre

    Lot 20.8 Airport Rd, Eldred, NY 12732

    2 beautiful acres with Lake rights to Washington Lake Now available. Just imagine building your dream home and enjoying Washington Lake, a natural 100 acre motor boat lake for fishing swimming and soaking up the sun. Looking for a home? Next door, 87 Airport Road is on the market. Purchase both the land, the house and have an additional building lot for extra space or for one of your significant

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    Donna Geba

    Century 21 Geba Realty

    Lot 20.8 Airport Rd, Eldred, NY 12732
  • /3

    $150,000

    • Land
    • 6.7 Acres
    • $22,388 per Acre

    0 Highland Lake Rd Unit KEY868497, Highland, NY 12732

    Located just outside of the charming hamlet of Eldred, this wooded parcel provides access to the spectacular Halfway Brook with rushing waters and waterfall along the rear property line. This area of the Hudson Valley provides easy access to the Delaware River for fishing, rafting & canoeing. It also provides plenty of opportunities for outdoor recreation, camping and hunting. It's a hop, skip

    Theresa Powers

    Keller Williams Realty

    0 Highland Lake Rd Unit KEY868497, Highland, NY 12732
  • /9

    $169,000

    • Land
    • 5.1 Acres
    • $33,137 per Acre

    592 Proctor Rd, Glen Spey, NY 12737

    Perfect property to build the home of your dreams! Private drive leads to Gorgeous cleared 5+ acre parcel in the Lake Lochada area! Beautiful level land overlooking a charming private pond and shared lake rights to Lochada Lake for fishing, swimming, sailing and canoeing. Electric at the site, driveway is in, Drilled well and septic already in place. Lochada Lake is a private, spring fed lake

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    Donna Geba

    Century 21 Geba Realty

    592 Proctor Rd, Glen Spey, NY 12737
  • /4

    $69,000

    • Land
    • 5.22 Acres
    • $13,218 per Acre

    55 State St, Liberty, NY 12754

    5.22 acre building lot in Liberty school district off of route 55 and muhlig road. Lot is level at consists of light woods. Seller is cutting in driveway along with opening up spot for a home site. Short drive to town for shopping or head down 55 toward the neversink for fishing along with other activities down 55 in the state park area. Hiking, fishing, parks and more.

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    Jason Grossman

    KW Hudson Valley United

    55 State St, Liberty, NY 12754
  • /15

    $272,000

    • Land
    • 19.31 Acres
    • $14,086 per Acre

    Lot 55.1 Swanerbury Rd, Glen Spey, NY 12737

    Steeped in a rich 19th-century history of logging and bluestone quarrying, this extraordinary 19+ acre mountaintop retreat offers a rare blend of historic character, natural grandeur, and modern building readiness. Located just two hours from New York City and five minutes from Route 97, this secluded property provides ultimate privacy with effortless, municipality-maintained road access right to

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    Donna Geba

    Century 21 Geba Realty

    Lot 55.1 Swanerbury Rd, Glen Spey, NY 12737
  • /30

    $599,000

    $76K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 1,722 Sq Ft

    1365 Forestburgh Rd, Glen Spey, NY 12737

    Less than two hours from New York City and approximately 15 minutes from Metro-North rail service, this stunning 2022-built Catskills chalet offers the modern comfort, privacy, and flexibility that today's buyers are searching for.Located in Glens Spey, New York, near the Delaware River, this thoughtfully designed three-bedroom, three-and-a-half-bath home is equally suited as a full-time

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    Elizabeth Bernitt

    Century 21 Geba Realty

    1365 Forestburgh Rd, Glen Spey, NY 12737
  • /46

    $1,395,000

    $100K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,852 Sq Ft

    113 Airport Rd, Eldred, NY 12732

    Set behind a gated entrance on the shores of Washington Lake, this extraordinary waterfront estate feels like a private resort hidden in the woods. Thoughtfully designed for both grand entertaining and quiet weekends by the water, the property strikes a rare balance between impressive scale and welcoming comfort.A charming footbridge leads to the front entrance, where a dramatic foyer,

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    Edward Rabon

    Compass Greater NY, LLC

    113 Airport Rd, Eldred, NY 12732
  • /50

    $2,325,000

    $125K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,965 Sq Ft

    55 Woods Rd, Barryville, NY 12719

    A Storied Woodland Compound Woven into the LandscapeHidden within a verdant stretch of forest and shaped by a deep reverence for nature, Beaver Brook is a singular Catskills retreat designed for gathering, restoration, and quiet adventure. The compound unfolds organically across more than 50 wooded acres, with a collection of thoughtfully designed structures and amenities, connected by

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    Edward Rabon

    Compass Greater NY, LLC

    55 Woods Rd, Barryville, NY 12719
  • /46

    $1,570,000

    $80K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,463 Sq Ft

    125 Mapes Rd, Barryville, NY 12719

    Time to Embrace CLOUD Cabin, a distinguished modern estate overlooking a premier Sullivan County Mountain View. This spectacular income-producing retreat spans 4295 SF across 2 homes. 125 Mapes Road in Barryville NY features luxury amenities all just 90 minutes the George Washington Bridge. This amazing private estate boasts only the best in luxury living from top end technology to upscale

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    Donna Geba

    Century 21 Geba Realty

    125 Mapes Rd, Barryville, NY 12719
  • /13

    $499,000

    $76K PRICE DROP
    • 1 Bed
    • 1,296 Sq Ft

    8 River Rd, Barryville, NY 12719

    Amazing property! Includes 4 lots totaling nearly 4 acres with gorgeous Delaware River Frontage located in the heart of Barryville NY. The original Old homes and garage were in disrepair and removed from the property leaving one building and beautiful cleared land with well and septic's ready for your imagination and design of your own complex in Sullivan County NY! Close to Port Jervis commuter

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    Donna Geba

    Century 21 Geba Realty

    8 River Rd, Barryville, NY 12719
  • /38

    $399,900

    $35K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    173 Yulan Barryville Rd, Barryville, NY 12719

    Located in the peaceful countryside of Yulan, this beautifully maintained ranch style home offers the perfect opportunity to enjoy year-round living or create your own weekend retreat in the heart of Sullivan County. Designed for effortless one-level living, this inviting home blends comfort, privacy, and modern convenience with the natural beauty of the Catskills.Step inside to discover a

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    Kathy White

    Exit Realty Connections

    173 Yulan Barryville Rd, Barryville, NY 12719
  • /36

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    943 State Route 55, Eldred, NY 12732

    Newly renovated with an addition. 3 bedroom, 2-bath ranch with bonus room/office offering approximately 1,500 sq. ft. of comfortable one-level living on 1.06 acres in Eldred, NY. Built from the ground up, everything from top to bottom is new, including, roof, siding, windows, doors, insulation, electrical, plumbing, flooring, gutters and interior finishes. A 4-inch perimeter drain has been

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    Joy Romano

    Joy Romano Realty

    943 State Route 55, Eldred, NY 12732
  • /9

    $39,900

    • Land
    • 2.82 Acres
    • $14,149 per Acre

    Lot 57.1 Yulan-Barryville Rd, Highland, NY 12791

    Looking for a spot to build your dream home, look no further! This nice mostly level property is wooded with some open space. There is 288' of road frontage and the property is approximately 400' deep. Located close to the towns of Barryville and Yulan. Close to the Delaware River. Land is selling quickly, so schedule your appointment today!

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    Dawn Curreri

    EAGLE VALLEY REALTY

    Lot 57.1 Yulan-Barryville Rd, Highland, NY 12791
  • /50

    $1,195,000

    • 2 Beds
    • 2 Baths
    • 2,600 Sq Ft

    194 Mapes Rd, Barryville, NY 12719

    DWELL House of the Year Finalist | Award-Winning Modern Retreat on 6 Private AcresA rare opportunity to own an architecturally significant modern home. The Bluffs, a finalist for DWELL House of the Year 2010, is a striking example of sustainable contemporary design set on six private acres in the scenic Upper Delaware River Valley.Built in 2008 and offering approximately 2,600 square

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    Barry Becker

    KW Hudson Valley United

    194 Mapes Rd, Barryville, NY 12719
  • /6

    $399,000

    • Land
    • 28.45 Acres
    • $14,025 per Acre

    00 Forestburgh Rd, Lumberland, NY 12737

    Prime 28-Acre Lakefront Development Opportunity. Mohaph Lake sits in Glen Spey, a historically desirable Catskills retreat area known for estates, camps, and lakefront communities. The region’s long-standing appeal for recreation and development continues to drive investment potential today.Attention investors and builders—rarely does an opportunity like this become available. This 28-acre

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    Alla Sienitsky

    Resort Realty

    00 Forestburgh Rd, Lumberland, NY 12737
  • /18

    $59,900

    • Land
    • 6.09 Acres
    • $9,836 per Acre

    Lot 28 Summit Dr, Eldred, NY 12732

    Beautiful 6+/- acres in gated community! This peaceful property is a nice corner parcel with a lot of road frontage that is mostly level and wooded. This is a great place to build your dream home with lake rights to Timber Lake Estates. Close to Eldred, Barryville and the Delaware River. Come take a look at this property before it's gone!

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    Dawn Curreri

    Eagle Valley Realty

    Lot 28 Summit Dr, Eldred, NY 12732
  • /34

    $675,000

    $24K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,924 Sq Ft

    2 Carpathy Ct, Glen Spey, NY 12737

    Nestled in a clearing of tall pine trees, Licorice Lodge offers a rare blend of space, privacy, and easy upstate living. Set on just over an acre, the expansive yet airy residence feels worlds away, surrounded by the hush of the forest, while remaining conveniently close to the best of the Sullivan Catskills.The contemporary home features five bedrooms and four full baths, offering

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    Edward Rabon

    Compass Greater NY, LLC

    2 Carpathy Ct, Glen Spey, NY 12737
  • /37

    $485,000

    • 1.5 Baths
    • 5,600 Sq Ft

    17 Collins Rd, Eldred, NY 12732

    Opportunities do Exist!! Bring your vision to life with this amazing 5,600 square foot building on nearly 3 acres of beautiful land. Formally the American Legion Hall, this versatile property sits on a quiet country road and is packed with potential for residential, special use, or home business conversion. The Flexible Interior features 2 individual offices (easily convertible to bedrooms), 2

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    Donna Geba

    Century 21 Geba Realty

    17 Collins Rd, Eldred, NY 12732
  • /63

    $8,500,000

    • 5 Beds
    • 6 Baths
    • 4,939 Sq Ft

    91 Crawford Rd, Barryville, NY 12719

    741 ACRE PRIVATE LAKE ESTATE AND SPORTING PRESERVE - A rare legacy property offering complete privacy, breathtaking natural scenery, and world-class hunting and fishing opportunities. At the heart of the property sits a magnificent stately log lodge, perfectly positioned on a dramatic point, overlooking its own private lake and surrounded by rolling forests, a tranquil pond, and a fishing creek.

    John Schmitt Davis R. Chant - Honesdale

    91 Crawford Rd, Barryville, NY 12719
  • /45

    $549,900

    • Land
    • 1.27 Acres
    • $432,992 per Acre

    131 Highland Lake Rd, Highland Lake, NY 12743

    It’s all about the lake! If you’ve been searching for the perfect waterfront homesite, this exceptional property on Highland Lake delivers it all. Ideally situated in one of the lake’s most desirable locations, the property offers sweeping, unobstructed views that change beautifully with every season in the Sullivan County Catskills. You will forever be delighted with shimmering blue summer

    Carol Malek Malek Properties

    131 Highland Lake Rd, Highland Lake, NY 12743
  • /17

    $27,500

    $7K PRICE DROP
    • Land
    • 1.09 Acres
    • $25,229 per Acre

    0 Eldred-Yulan Rd Unit KEY979887, Highland, NY 12792

    Cleared 1.09 acre building lot atop a hill with a view of Bodine Lake. Lot has been cleared for home site and has a drilled well in place. Septic plans and survey on file.

    Cara Rieber Rieber Realty Inc

    0 Eldred-Yulan Rd Unit KEY979887, Highland, NY 12792
  • /7

    $175,000

    • Land
    • 6.01 Acres
    • $29,118 per Acre

    0 Split Rock Dr Unit KEY921291, Highland, NY 12719

    Waterfront...NOT Kidding! Rare wooded waterfront parcel..privacy in nature with towering trees and tucked away within this secluded setting overlooking the water.. the perfect ingredients for your harmonious getaway upstate in the Catskills. Begin dreaming about your custom design home and everything you will be able to finally create. Minutes from Eldred, Barryville, the Delaware river and

    Debbie Jagel Cabins & Canoes Real Estate

    0 Split Rock Dr Unit KEY921291, Highland, NY 12719
  • /45

    $625,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,710 Sq Ft

    924 Forestburgh Rd, Glen Spey, NY 12737

    Huge price drop!!! Escape the noise and step into your own private Catskills retreat. Nestled on 15.06 breathtaking acres, this custom Beaver Mountain log home blends rustic charm with modern comfort. Featuring soaring cathedral ceilings, wide plank hardwood floors throughout, an open-concept layout, stainless steel appliances, high-speed internet, and a cozy wood stove that makes the living room

    Dawn Payne Payne Team LLC

    924 Forestburgh Rd, Glen Spey, NY 12737
  • /8

    $159,900

    $90K PRICE DROP
    • 1,312 Sq Ft

    143 State Route 55, Barryville, NY 12719

    Located in the Town of Highland, this approximately 3-acre property offers a unique opportunity for redevelopment or investment. The site includes two bungalow-style homes in need of remediation and carries a multi-family 280 State Use within the R-1 zoning district (buyer to verify all permitted uses). Conveniently situated near public access to the Delaware River, as well as local shopping,

    Mary Jones Rural Connection Inc.

    143 State Route 55, Barryville, NY 12719
  • /42

    $1,500,000

    • 3 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    43 Goldring Dr, Highland Lake, NY 12743

    Luxury Lakefront Living Meets the Best of the CatskillsExperience the ultimate waterfront lifestyle in this exceptional lakefront log home, beautifully situated on a pristine private motorboat lake and sand beach where boating, jet skiing, sailing, fishing, swimming, kayaking, and endless summer days await. Offering 2,556 square feet of impeccably maintained living space, this stunning home

    Dawn Payne Payne Team LLC

    43 Goldring Dr, Highland Lake, NY 12743
  • /3

    $39,000

    • Land
    • 3 Acres
    • $13,000 per Acre

    Lot 59.2 Lower Lumber Rd, Lumberland, NY 12737

    3 acre stream front property in the Black Forest Colony. The community offers 4 expansive private park areas comprising 1,100 acres. Club members enjoy exclusive access to the natural beauty of The Black Forest, featuring deep ravines, waterfalls, hiking trails, swimming holes, fishing spots, snowshoeing, and waterfront access to the Delaware River. Recently, members have formed a trail committee

    Dawn Payne Payne Team LLC

    Lot 59.2 Lower Lumber Rd, Lumberland, NY 12737
  • /48

    $899,000

    • 4 Beds
    • 3.5 Baths
    • 2,480 Sq Ft

    1122 County Route 31, Glen Spey, NY 12737

    Your Lakefront Zen Escape. This is the vibe — a dreamy log cabin surrounded by nature and total calm. 3 bedrooms, 2 baths, sunlight everywhere, and that cozy energy that just feels right. Outside? It’s pure magic. Total privacy, your own guest house, a 3-car garage for all your gear, and a covered porch made for morning coffee or golden-hour hangs. And the coolest part — there’s a tiny historic

    Dawn Payne Payne Team LLC

    1122 County Route 31, Glen Spey, NY 12737
  • /33

    $579,000

    $20K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,380 Sq Ft

    26 Summit Dr, Barryville, NY 12719

    Imagine coming home to your own private woodland retreat, tucked away on nearly 7 acres in Timber Lake Estates, a gated community. Built in 2024, this brand-new raised ranch offers over 2,000 square feet of beautifully finished living space, surrounded by nature and the peaceful feeling of being miles away from it all. Step inside to a bright, sun-filled living room that flows into a gorgeous new

    Kristen Payne Payne Team LLC

    26 Summit Dr, Barryville, NY 12719
  • /5

    $59,000

    • Land
    • 6.06 Acres
    • $9,736 per Acre

    Lot 45 Split Rock Dr, Highland, NY 12719

    Escape to total privacy on this peaceful 6.06-acre parcel in a desirable private community. Surrounded by nature, with pond views, this secluded lot offers the perfect setting for your dream getaway or year-round retreat. Tucked away in the heart of the Catskills, you’ll enjoy unmatched tranquility with easy access to local hiking, lakes, and charming towns. Build your vision where serenity meets

    Dawn Payne Payne Team LLC

    Lot 45 Split Rock Dr, Highland, NY 12719
  • /5

    $53,500

    $2K PRICE DROP
    • Land
    • 5.13 Acres
    • $10,429 per Acre

    00 Summit Dr, Yulan, NY 12792

    Love lakes and a lake community? Dreaming of building your own one of a kind home? Crave privacy on your terms? Beautiful level wooded 5 acre building lot in the gated community of Timber Lake Estates in Yulan, NY. Timber Lake Estates is a quiet community with access to a pristine non motor boat lake. Enjoy sunny days at the member beach which has: space for your kayak, an outdoor fire pit,

    Penni-Jo Buchal Callicoon Real Estate LLC

    00 Summit Dr, Yulan, NY 12792

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