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Highland Lake, NY Homes for Sale with Garage

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  • /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

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    Donna Geba

    Century 21 Geba Realty

    (845) 439-2657

    125 Mapes Rd, Barryville, NY 12719
  • /22

    $249,000

    • 3 Beds
    • 1.5 Baths
    • 1,689 Sq Ft

    65 Eldred Yulan Rd, Eldred, NY 12732

    A Little Work, A Lot of Wonder!! Cape Cod Retreat with a Pond!Your Peaceful Catskills Getaway Awaits.Just two hours from New York City and 15 minutes to the Metro-North train, this charming Cape Cod offers the perfect blend of country tranquility and small town charm. Set on 2.17 picturesque acres, this property invites you to slow down, breathe deep, and truly enjoy life in the

    Gibson McKean Payne Team LLC

    65 Eldred Yulan Rd, Eldred, NY 12732
  • /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
  • /24

    $355,000

    • 4 Beds
    • 2.5 Baths
    • 2,736 Sq Ft

    107 Eldred Yulan Rd, Eldred, NY 12732

    Welcome to this spacious country home on 4 acres offering over 2700 square feet of living space, perfect for entertaining! This wonderful country home features LR w/ stone fireplace, Den w/ stone fireplace, spacious country kitchen w/ all stainless-steel appliances, large pantry & laundry closet, cozy DR, HUGE family room w/ woodstove & 1/2 bath on main level. Upstairs offers the primary bedroom

    Jill Barnes Cabins & Canoes Real Estate

    107 Eldred Yulan Rd, Eldred, NY 12732
  • /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
  • /14

    $319,000

    • 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
  • /8

    $99,900

    • 2 Beds
    • 1 Bath
    • 744 Sq Ft

    9 Otter Trail, Glen Spey, NY 12737

    Charming 2-bedroom, 1-bath home featuring a bright open-concept layout with a comfortable living area and eat-in kitchen. Located on a desirable corner lot, this property offers a spacious yard perfect for outdoor enjoyment, along with a one-car garage. The home is currently occupied by a month-to-month tenant who is open to staying. Being sold as-is, presenting a great opportunity for homeowners

    Kayce Drasher Land and Water Realty LLC

    9 Otter Trail, Glen Spey, NY 12737
  • /50

    $479,900

    • 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
  • /26

    $225,000

    • 2 Beds
    • 1 Bath
    • 804 Sq Ft

    220 County Road 21, Barryville, NY 12719

    Wow—this is a find!Move right into this beautiful 2-bedroom ranch set on a .86-acre property. Featuring a new kitchen with quartz counters and new stainless appliances, gleaming hardwood floors, and a newly tiled bathroom, this home also offers a semi-finished basement with laminate flooring. The layout feels spacious and open, making it perfect for entertaining both indoors and out.

    Naomi Streicher Q Home Sales

    220 County Road 21, Barryville, NY 12719
  • /29

    $629,000

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

    79 Dexheimer Rd, Narrowsburg, NY 12764

    The original house was built in 1860. From the sill plates to the rafters it was a complete rebuild. 11+- Acres of mostly level and partially wooded land. Detached garage. Builder bought the house recently. He applied and received all building plans and permits. The complete shell of house is new with new windows and doors. New covered front porch, back deck, siding, gutters. All plumbing,

    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
  • /28

    $289,000

    • 3 Beds
    • 2 Baths
    • 1,676 Sq Ft

    27 Airport Rd, Eldred, NY 12732

    Welcome Home to this charming country Cape! This great home offers LR, sunny kitchen w/ appliances & large farm sink, DR, den, bedroom, full bath & a huge bonus room on the main level. Upstairs are 2 large bedrooms & a new/updated full bath. This home offers a brand-new septic tank installed in December 2025, full walkout basement with laundry hookups and storage space, covered front porch,

    Jill Barnes Cabins & Canoes Real Estate

    27 Airport Rd, Eldred, NY 12732
  • /39

    $530,000

    • 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
  • /20

    $309,900

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    988 County Route 31, Glen Spey, NY 12737

    This lovely country home could be your escape from the city or a great starter home. Features include an open living/dining area, woodstove, large party deck, three bedrooms, hardwood floors, and two baths. Appliances are new. Full basement with one car garage and storage shed. Property is 1.33 acres of lawn and mature forest, with most of the lawn fenced for children or pets. Located close to

    Gibson Mc Kean Gibson E McKean Inc

    988 County Route 31, Glen Spey, NY 12737
  • /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. New build offers your own

    Gabor Dezso Century 21 Geba Realty

    26 Summit Dr, Eldred, NY 12732
  • /38

    $515,000

    • 3 Beds
    • 2.5 Baths
    • 1,616 Sq Ft

    5 Summit Dr, Yulan, NY 12792

    Nestled on a spacious 6+ acre wooded lot in one of Sullivan County's most beautiful private lake communities, this updated single-level home offers rare privacy and seclusion, with easy access to the Delaware River, Bethel Woods, hiking trails, Barryville Farmer's Market, and a growing roster of restaurants and galleries.The large, open living room features a wood-burning stove, beadboard

    Myra Rappoport Payne Team LLC

    5 Summit Dr, Yulan, NY 12792
  • /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

    $2,300,000

    • 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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