Highland Lake, NY Homes for Sale with Garage

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  $729,000

  • 3 Beds
  • 2 Baths
  • 1,605 Sq Ft

  21 Crawford Rd, Eldred, NY 12732

  Escape the city and discover a refined take on country living with this brand new 3-bedroom, 2-bath brook front retreat, privately set among winding woodland and natural beauty. Built by a highly respected local craftsman known for exceptional quality, timeless design, and meticulous attention to detail, this home offers a seamless blend of modern sophistication and serene surroundings. Inside,

  Dawn Payne Payne Team LLC

  21 Crawford Rd, Eldred, NY 12732
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  /36

  $989,000

  $11K PRICE DROP

  • 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
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  $599,999

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,905 Sq Ft

  768 Forestburgh Rd, Glen Spey, NY 12737

  Escape to your own private retreat in the heart of Glen Spey. Set on over 5 beautiful acres, this 3-bedroom, 2-bath home offers the perfect blend of peace, privacy, and year-round outdoor adventure. Surrounded by the natural beauty of the Catskills and just moments from the Upper Delaware River, this property is ideal as a full-time residence, weekend getaway, vacation home, or investment

  Jennifer Lappe Keller Williams Realty

  768 Forestburgh Rd, Glen Spey, NY 12737
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  $340,000

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

  328 Lakeview Drive Rd, Highland Lake, NY 12743

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

  Owen Boller Boller Properties

  328 Lakeview Drive Rd, Highland Lake, NY 12743
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  $489,000

  • 3 Beds
  • 2.5 Baths
  • 2,088 Sq Ft

  89 Beaver Brook Rd, Narrowsburg, NY 12764

  Unique opportunity to own a live/work property on two separate lots totaling nearly 2 acres, offered together. A-frame (swiss chalet) contemporary home features vaulted ceilings, fire place, wood burning stove, 3 bedrooms, 2.5 baths, 2,088 square feet living space.The adjoining commercial lot includes a two-bay garage with lifts, and radiant heat run by water baseboards via home heating oil.

  Jennifer Townsend Iron Valley RE Tri-State

  89 Beaver Brook Rd, Narrowsburg, NY 12764
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  $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 KW Hudson Valley United

  943 State Route 55, Eldred, NY 12732
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  /43

  $1,875,000

  $225K PRICE DROP

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

  286 Lakeview Drive Rd, Highland Lake, NY 12743

  5,140 sqft (plus 2000 sqft walk-out) | 7 Bedrooms | 4.5 Bathrooms | Built in 2021 | 3.27 Acres Welcome to your dream home on Highland Lake,less than 2 hours to NYC, 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, River adventures,

  John Dunn Christine Dunn

  286 Lakeview Drive Rd, Highland Lake, NY 12743
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  /36

  $629,000

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

  1431 Forestburgh Rd, Glen Spey, NY 12737

  Welcome to your private Hudson Valley retreat! Backyard BBQs, Pool Days & Endless Summer Memories! Nestled on 3.63 picturesque acres, this beautifully maintained 4-bedroom, 2.5-bath home offers approximately 2,240 square feet of thoughtfully designed living space, combining timeless country charm with modern comforts.A stunning open foyer welcomes you into this inviting home, featuring

  Dawn Payne Payne Team LLC

  1431 Forestburgh Rd, Glen Spey, NY 12737
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  /36

  $699,000

  New Construction $50K PRICE DROP

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

  41 Upper Lumber Rd, Glen Spey, NY 12737

  BRAND NEW LOG HOME SET ON A FIVE ACRE LOT IN A 2000 ACRE PRIVATE/GATED CLUB IN GLEN SPEY, NY - Welcome to this beautifully done log home where the owner spared no expense. The entry features stately stone piers with lighting, an ornate electric gate operated by a remote and a newly blacktopped driveway. Once at the top you'll find large parking areas that have been lined with pavers that flow

  Caroline Akt Caroline Akt Realty LLC

  41 Upper Lumber Rd, Glen Spey, NY 12737
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  $399,000

  • 5 Beds
  • 2 Baths
  • 2,636 Sq Ft

  568 High Rd, Glen Spey, NY 12737

  This beautiful country home invites you to slow down, breathe deeply, and reconnect with the quiet magic of nature. Modern upgrades, major vibes, and endless charm await in the serene and storied hamlet of Glen Spey, NY. This beautifully maintained 2,600 sq ft home offers the perfect blend of rustic warmth and modern comfort. Set on a peaceful 2-acre parcel backed by solid bluestone bedrock, this

  Dawn Payne Payne Team LLC

  568 High Rd, Glen Spey, NY 12737

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