21

Highland Lake, NY Homes for Sale with Garage

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  • /47

    $499,000

    • 4 Beds
    • 2.5 Baths
    • 3,316 Sq Ft

    118 Split Rock Dr, Barryville, NY 12719

    1988 Post Modern Architectural Gem. Experience the pinnacle of contemporary design in this private sanctuary set on over 6 acres of Sullivan County’s most picturesque land. Built in the post modern era, this home perfectly balances architectural flair with the tranquility of nature, surrounded by soaring pines and vibrant hardwoods. A grand two-story foyer welcomes you into a light-filled

    Agent Photo

    Donna Geba

    Century 21 Geba Realty

    (845) 251-4949

    118 Split Rock Dr, Barryville, NY 12719
  • /38

    $1,650,000

    • 5 Beds
    • 3.5 Baths
    • 3,463 Sq Ft

    125 Mapes Rd, Barryville, NY 12719

    Welcome to CLOUD Cabin! A distinguished modern home overlooking a premier Sullivan County View. This amazing private estate boasts only the best in luxury living from top end technology to upscale fixtures to gorgeous porcelain floors. With unparalleled finishes and exquisite design concepts, this amazing home is suited for the person who wants only the best of country luxury living. Just imagine

    Agent Photo

    Donna Geba

    Century 21 Geba Realty

    (845) 439-2657

    125 Mapes Rd, Barryville, NY 12719
  • /32

    $575,000

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    224 Upper Lumber Rd, Glen Spey, NY 12737

    A sleek, modern escape awaits in the beautiful sanctuary of the Black Forest community in Glen Spey, NY. Peacefully situated on a bluff above Mill Brook Creek, this recently-built-lightly-used homestead offers a turnkey retreat with room to grow. The striking black exterior houses a light and bright living space. Entering through the first floor foyer, you'll find a guest bedroom and half bath

    Megan Kinealy Country House Realty, Inc.

    224 Upper Lumber Rd, Glen Spey, 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
  • /26

    $325,000

    • 3 Beds
    • 2 Baths
    • 2,162 Sq Ft

    112 Eldred Yulan Rd, Eldred, NY 12732

    BEAUTIFUL COLONIAL IN ELDRED NY - Welcome to this lovely home awaiting the next owner to make it their own. The large main living area offers many options with its open floor plan, beautiful hardwood flooring, and a fireplace for cozy evenings around the fire. The home is set on a beautiful quiet lot bordered with mature trees and perennials. The garage has a brand new roof and can also be used

    Caroline Akt Caroline Akt Realty LLC

    112 Eldred Yulan Rd, Eldred, NY 12732
  • /30

    $295,000

    • 3 Beds
    • 2 Baths
    • 900 Sq Ft

    251 Haring Rd, Barryville, NY 12719

    Nature Lover’s Paradise – 15 Private Acres in Barryville, NY! Welcome to 251 Haring Rd, a rare opportunity to own a stunning 15-acre rural homestead nestled in the heart of the Catskills. This expansive and versatile property is a dream come true for nature enthusiasts, homesteaders, hunters, and weekend retreat seekers alike. The land offers the perfect balance of open, flat grassy yard, gently

    Amanda Brehm Keller Williams Hudson Valley

    251 Haring Rd, Barryville, NY 12719
  • /12

    $250,000

    • 2 Beds
    • 1 Bath
    • 860 Sq Ft

    609 State Route 55, Eldred, NY 12732

    Welcome to this charming 2-bedroom, 1-bathroom home located in the heart of Eldred! This cozy home is conveniently located within walking distance to the High School and a variety of other amenities. The property is also a short distance away from Restaurants, Bethel Woods, Delaware River, Farmers Market, Lakes, and more. Don't miss out on this opportunity to make this your forever home or a

    Natalie Rajsz Steimle Century 21 Geba Realty

    609 State Route 55, Eldred, NY 12732
  • /14

    $299,700

    • 3 Beds
    • 2 Baths
    • 1,164 Sq Ft

    50 Park Rd, Yulan, NY 12792

    Creekside Comfort in Yulan, NY. Welcome to 50 Park Road, a warm and inviting 3-bedroom, 2-bath home set along the peaceful banks of Beaver Brook Creek in the heart of Yulan. This property blends everyday comfort with a tranquil, nature-forward setting—perfect as a full-time residence, weekend escape, or investment retreat. This sale includes lots 11. 12 and 13 for a total of just under 1 acre

    Nick Ralph Nestquest Direct LLC

    50 Park Rd, Yulan, NY 12792
  • /37

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,632 Sq Ft

    16 Fairway Dr, Highland Lake, NY 12743

    Retro Lakefront Charm with Stunning Views – A Hidden Gem Just Two Hours from NYC. Step back into the classic charm of the 1960s with this inviting 3-bedroom, 2-bath lakefront home nestled in a beloved community where generations of families have made lasting memories. Located on a pristine glacier lake, this home offers year-round beauty and recreation—from kayaking and sailing to fishing and

    Dawn Payne Payne Team LLC

    16 Fairway Dr, Highland Lake, NY 12743
  • /50

    $449,900

    • 4 Beds
    • 3 Baths
    • 3,194 Sq Ft

    66 Highland Lake Rd, Eldred, NY 12732

    Stunning Colonial 4 Bedroom Farmhouse Retreat in the Heart of the Catskills ,on over 1 acre of private landscape, this house offers a serene escape for seeking comfort and lifestyle. Key Features: Open floor plan with vaulted ceilings, with two fireplaces (gas and wood), skylights in the living and kitchen area. 3 full bathrooms, jacuzzi tub, cathedral master ceiling, spacious dining area

    Michael Friedmann eRealty Advisors, Inc

    66 Highland Lake Rd, Eldred, NY 12732
  • /47

    $485,000

    • 3 Beds
    • 3 Baths
    • 1,458 Sq Ft

    39 Pitio Rd, Glen Spey, NY 12737

    Waterfront accessible with private dock access. This newly renovated ranch combines a balance of comfort, space, and modern comforts & new upgrades that would be considered an eco-friendly home. Situated on nearly 1 acres of land, this multi-level property offers enough space entertaining friends indoors and outdoors. This 3-bedroom / 3-bath home was thoughtfully updated in 2020 and features a

    Tashan Narine Keller Williams Realty Liberty

    39 Pitio Rd, Glen Spey, NY 12737
  • /37

    $629,000

    • 4 Beds
    • 2.5 Baths
    • 2,504 Sq Ft

    79 Dexheimer Rd, Narrowsburg, NY 12764

    Welcome home in this beautifully rebuilt 4 bedroom 3 beth house, sitting on almost 11 acres of private land in Narrowsburg, NY.The original house was built in 1860. From the sill plates to the rafters it was a complete rebuild. Mostly level and partially wooded land. Detached garage. The complete shell of house is new with new aluminum windows and doors. New covered front porch, back deck,

    Gabor Dezso Century 21 Geba Realty

    79 Dexheimer Rd, Narrowsburg, NY 12764
  • /43

    $550,000

    • 4 Beds
    • 3 Baths
    • 3,152 Sq Ft

    2 May Place, Glen Spey, NY 12737

    Lakefront Beautifully Maintained Brick Home with Pond! This charming brick home blends timeless character with modern comforts, set on a picturesque property with its own private pond. Inside, the main level features a spacious kitchen with granite countertops and stainless steel appliances, a living room, dining room, with wood stove, and four bedrooms with hardwood floors. Upstairs, a finished

    Dawn Payne Payne Team LLC

    2 May Place, Glen Spey, NY 12737
  • /39

    $515,000

    • 3 Beds
    • 1 Bath
    • 1,808 Sq Ft

    90 Hillside Rd, Barryville, NY 12719

    A storybook stream front retreat on nearly 17 acres of complete privacy, this enchanting three-bedroom, one-bath home offers a serene escape surrounded by nature. A long, winding driveway leads to a charming residence with a detached two-car garage and a swing set, tucked into lush woods with a gentle stream meandering through the property. This property has a picturesque, storybook backdrop,

    Kristen Payne Payne Team LLC

    90 Hillside Rd, Barryville, NY 12719
  • /48

    $625,000

    • 3 Beds
    • 3 Baths
    • 2,200 Sq Ft

    26 Summit Dr, Eldred, NY 12732

    New Raised Ranch located in the beautiful Timber Lake Estates Community in Yulan, NY ! Offering Over 2000 Square Feet of livable space, a spacious living room with lots of light & sunshine! 3 bedrooms, 3 baths, dining room & gorgeous kitchen! Lower level has a heated garage with 2 zone radiant floor heating, and builders finished it for extra family room or bedroom. Fully insulated with R21

    Gabor Dezso Century 21 Geba Realty

    26 Summit Dr, Eldred, NY 12732
  • /19

    $99,000

    • 2 Beds
    • 1.5 Baths
    • 1,412 Sq Ft

    1131 County Route 31, Glen Spey, NY 12737

    CALLING ALL INVESTORS, HANDYMEN and First Time or Seasoned Homeowners!!! This is your Opportunity to be able to pick up a Fixer-Upper for a Great Price! The Owners have just installed a New Well Pump 5/25, new toilet, kitchen faucet and the Electric! This home is not move in ready yet and the is the main reason why the price is so low. To the trained eye and right investor, this project could

    Dennis Short Krumpfer Realty Group, LLC

    1131 County Route 31, Glen Spey, NY 12737
  • /36

    $989,000

    • 4 Beds
    • 3 Baths
    • 2,643 Sq Ft

    180 Yulan Barryville Rd, Barryville, NY 12719

    CONTEMPORARY HOME IN THE SOUGHT AFTER SULLIVAN CATSKILLS - Welcome to this unique property beautifully set on an open 4.6 acres. Home has been well loved, meticulously updated and maintained. Home is large yet warm and inviting with several spaces for family/friends to come and enjoy for a weekend, the holidays would be spectacular. Beautiful craftsmanship throughout, hardwood floors, large

    Caroline Akt Caroline Akt Realty LLC

    180 Yulan Barryville Rd, Barryville, NY 12719
  • /33

    $429,000

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

    943 State Route 55, Eldred, NY 12732

    3 Acres * Stunning Newly Renovated homeCompletely, totally, and newly renovated (2025) home featuring a spacious open-concept floor plan, the home boasts 4 generous bedrooms and 2 beautifully updated full bathrooms. Offering updated interior throughout, including new appliances, beautiful floors, and new windows with Minisplits.Conveniently located on Route 55 in Eldred, close to Bethel

    Pamela Henning Keller Williams Hudson Valley

    943 State Route 55, Eldred, NY 12732
  • /45

    $2,175,000

    • 7 Beds
    • 4.5 Baths
    • 5,140 Sq Ft

    286 Lakeview Drive Rd, Highland Lake, NY 12743

    5,140 sqft (not including 2,000 sqft walk-out) | 7 Bedrooms | 4.5 Bathrooms | Built in 2021 | 3.27 Acres Welcome to your dream home on Highland Lake, located 5.7 miles from the acclaimed Eldred Preserve Restaurant and Resort, 16 miles to the Bethel Woods Center for the Arts, 21 miles to Catskills Resorts Casino and Hotel, three miles to Barryville Farmers Market, 19 miles to Woodloch Spa, 2 miles

    John Dunn Christine Dunn

    286 Lakeview Drive Rd, Highland Lake, NY 12743
  • /34

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft

    111 Mail Rd, Barryville, NY 12719

    SOLID BRICK RANCH SET ON 62+ PRIVATE AND TRANQUIL ACRES IN BARRYVILLE, NY - Welcome to this well loved home and property that has served the owners well for decades. When homesteading was a necessity, this property was set up to be maximized for this use and farming was a way of life. The fields up until recently, have been used for hay, growing produce in this sunny and vibrant location. The

    Caroline Akt Caroline Akt Realty LLC

    111 Mail Rd, Barryville, NY 12719
  • /19

    $340,000

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    328 Lake View Dr, Highland Lake, NY 12743

    Welcome to Dogwood Lake House, a charming 20th-century Colonial Revival steeped in character and warmth. Tucked under a canopy of ornamental dogwoods and hydrangeas, this cozy four bedroom home overlooks Highland Lake, and features lake views and deeded lake access behind the house. At the heart of the home, a striking wood-burning fireplace anchors the living room, surrounded by wood paneling,

    Owen Boller Boller Properties

    328 Lake View Dr, Highland Lake, NY 12743
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