Highland, NY Homes

• 

  $625,000

  Sold Aug 21, 2025

  11 Fieldstone Ct, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • Built 2018

  Last Sold Summary

  • $208/SF
  • 35 Days On Market

  Current Estimated Value $655,347

  Last Listing Agent Annmarie Wheeler Real Broker NY LLC

  11 Fieldstone Ct, Highland, NY 12528
• 

  

  

  /33

  Est $427,158

  Not Listed For Sale

  441 Vineyard Ave, Highland, NY 12528

  • 4 Beds
  • 2 Baths
  • 1,919 Sq Ft
  • Built 1950

  441 Vineyard Ave, Highland, NY 12528

  Last Sold Summary

  • 17 Days On Market
• 

  

  

  /5

  $95,000

  Pending

  • Land
  • 23,958 Sq Ft
  • $172,727 per Acre

  536 N Riverside Rd, Highland, NY 12528

  Ready, set, BUILD! Rare opportunity to purchase a development ready residential lot in the Town of Lloyd. This parcel includes approved plans for 1,894 sf two-story single- family home, saving a buyer months of design, engineering, and approval work. Water, sewer and electric are all existing, and much of preliminary groundwork has already been completed. Whether you're a builder, investor, or

  Michelle Getty HVG Realty, Inc.

  536 N Riverside Rd, Highland, NY 12528
• 

  $329,000

  Sold Oct 09, 2025

  37 Maple Ave, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 1,121 Sq Ft
  • Built 1800

  Last Sold Summary

  • $293/SF
  • 78 Days On Market

  Current Estimated Value $332,328

  Last Listing Agent Meyer Stoessel Keller Williams Hudson Valley

  37 Maple Ave, Highland, NY 12528
• 

  

  

  /29

  Est $375,941

  Not Listed For Sale

  124 Half Moon Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,681 Sq Ft
  • Built 1962

  124 Half Moon Rd, Highland, NY 12528

  Last Sold Summary

  • 56 Days On Market
• 

  

  /3

  $55,000

  • Land
  • 9,583 Sq Ft
  • $250,000 per Acre

  0 State Route 97 Unit KEY979499, Highland, NY 12719

  Prime commercial opportunity at one of the busiest intersections in the area! Situated on the corner of Routes 97 & 55, this highly visible .22-acre parcel features an existing billboard perfect for generating immediate income or maximizing advertising exposure. Included is an additional .74-acre parcel just a short distance away, offering expanded potential for development or business use.

  Dawn Payne Payne Team LLC

  0 State Route 97 Unit KEY979499, Highland, NY 12719
• 

  $362,000

  Sold Jul 07, 2026

  609 New Paltz Rd, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,448 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Below List Price
  • $250/SF
  • 68 Days On Market

  Current Estimated Value $368,781

  Last Listing Agent Kyla Thomas Howard Hanna Rand Realty

  609 New Paltz Rd, Highland, NY 12528
• 

  Est $353,946

  Not Listed For Sale

  114 Half Moon Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,182 Sq Ft
  • Built 1900

  114 Half Moon Rd, Highland, NY 12528

  Last Sold Summary

  • 35 Days On Market
• 

  

  /5

  $345,000

  • 4 Beds
  • 1.5 Baths
  • 2,040 Sq Ft

  136 Camp Sunset Rd, Highland, NY 12528

  Four bedroom, 1.5 bathroom Colonial in Town of Plattekill on 2.1 acres in Marlboro Schools! Rocking chair porch overlooking your side yard. Close to shopping, schools and amenities. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with rehab loan financing must be accompanied by pre-qual letter; cash offers with proof of funds. Please see agent remarks for access, showing

  Brian Smith River Realty Services, Inc.

  136 Camp Sunset Rd, Highland, NY 12528
• 

  $724,500

  Sold Jun 04, 2026

  668 N Chodikee Lake Rd, Highland, NY 12528

  • 4 Beds
  • 1.5 Baths
  • 2,244 Sq Ft
  • Built 1820

  Last Sold Summary

  • 13% Above List Price
  • $323/SF
  • 27 Days On Market

  Current Estimated Value $662,102

  Last Listing Agent Hayes Clement Compass Greater NY, LLC

  668 N Chodikee Lake Rd, Highland, NY 12528
• 

  

  /19

  Est $300,293

  Not Listed For Sale

  460 Vineyard Ave, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,470 Sq Ft
  • Built 1950

  460 Vineyard Ave, Highland, NY 12528

  Last Sold Summary

  • 52 Days On Market
• 

  

  /25

  $180,000

  Pending

  • 4 Beds
  • 1 Bath
  • 1,530 Sq Ft

  109 Hawleys Corners Rd, Highland, NY 12528

  Opportunity knocks! Set on 2.4 acres, this 4-bedroom, 1-bath home is a fixer-upper with tremendous upside for investors, contractors, or buyers looking to create their dream home. With over 1,500 square feet of living space, the home offers a spacious layout featuring a welcoming front sunroom, cozy wood-burning stove in the living room, hardwood floors, enormous bathroom, and endless

  Megan forziati Coldwell Banker Village GreenN

  109 Hawleys Corners Rd, Highland, NY 12528
• 

  $540,000

  Sold Feb 27, 2026

  17 Carmella Rd, Highland, NY 12528

  • 3 Beds
  • 3 Baths
  • 2,294 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Above List Price
  • $235/SF
  • 30 Days On Market

  Current Estimated Value $552,986

  Last Listing Agent Hamar Clarke Clarke Realty & Associates LLC

  17 Carmella Rd, Highland, NY 12528
• 

  Est $273,778

  Not Listed For Sale

  430 Vineyard Ave, Highland, NY 12528

  • 1 Bed
  • 1 Bath
  • 996 Sq Ft
  • Built 1983

  430 Vineyard Ave, Highland, NY 12528

  Last Sold Summary

  • 57 Days On Market
• 

  

  /19

  $175,000

  Pending

  • 4 Beds
  • 4 Baths
  • 2,962 Sq Ft

  25 Phillips Ave, Highland, NY 12528

  Opportunity awaits at 25 Phillips Avenue in the heart of Highland! Situated on a spacious and private lot surrounded by mature trees, this 3-family property offers endless potential for investors, contractors, or buyers looking to restore and customize a large multi-unit home in a desirable Ulster County location. Offering approximately 2,962 square feet, the property features expansive living

  Ronald Green KW Mid-Hudson

  25 Phillips Ave, Highland, NY 12528
• 

  

  /42

  $485,000

  Sold Mar 12, 2026

  62 Clearwater Rd, Highland, NY 12528

  • 4 Beds
  • 3 Baths
  • 1,824 Sq Ft
  • Built 2005

  Last Sold Summary

  • 8% Below List Price
  • $266/SF
  • 140 Days On Market

  Current Estimated Value $489,512

  Last Listing Agent Angela Danosky Picture it Sold, LLC

  62 Clearwater Rd, Highland, NY 12528
• 

  Est $554,483

  Not Listed For Sale

  5 Lisa Dr, Highland, NY 12528

  • 3 Beds
  • 3 Baths
  • 2,055 Sq Ft
  • Built 1973

  5 Lisa Dr, Highland, NY 12528

  Last Sold Summary

  • 70 Days On Market
• 

  

  /24

  $465,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  11 Cuomo Dr, Highland, NY 12528

  Timeless Charm: Authentic Log Ranch Home LivingEmbrace the perfect blend of rustic warmth and modern convenience in this captivating three-bedroom, two-full-bath log ranch home. Nestled on over an acre of beautifully manicured land, this property offers a peaceful retreat without sacrificing accessibility. The heart of the home features a spectacular double-faced stone fireplace, seamlessly

  JoAnn Ellis Summerset Realty

  11 Cuomo Dr, Highland, NY 12528
• 

  

  /39

  $1,195,000

  Sold Jun 12, 2026

  520 Plutarch Rd, Highland, NY 12528

  • 4 Beds
  • 3.5 Baths
  • 2,240 Sq Ft
  • Built 1991

  Last Sold Summary

  • $533/SF
  • 13 Days On Market

  Current Estimated Value $1,048,002

  Last Listing Agent Diana Polack Compass Greater NY, LLC

  520 Plutarch Rd, Highland, NY 12528
• 

  Est $409,005

  Not Listed For Sale

  320 Vineyard Ave, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,508 Sq Ft
  • Built 1986

  320 Vineyard Ave, Highland, NY 12528

  Last Sold Summary

  • 50 Days On Market
• 

  

  /8

  $450,000

  • Land
  • 2.04 Acres
  • $220,588 per Acre

  0 Lake View Dr Unit KEY857198, Highland, NY 12743

  Discover your dream retreat on this stunning lakefront vacant land located on Highland Lake, one of Sullivan County's premier motorboat lakes. With an established driveway and dock already in place, this property offers easy access to endless recreational opportunities, from fishing to boating to everything in between. Imagine building your perfect getaway, surrounded by breathtaking views and

  Dawn Payne Payne Team LLC

  0 Lake View Dr Unit KEY857198, Highland, NY 12743
• 

  

  /30

  $385,000

  Sold Jun 03, 2026

  534 U S 44, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 1,104 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Above List Price
  • $349/SF
  • 16 Days On Market

  Current Estimated Value $363,115

  Last Listing Agent Sally Sprogis Four Seasons Sotheby's Int'l R

  534 U S 44, Highland, NY 12528
• 

  

  /35

  Est $609,940

  Not Listed For Sale

  35 Perkinsville Rd, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 2,064 Sq Ft
  • Built 1985

  35 Perkinsville Rd, Highland, NY 12528

  Last Sold Summary

  • 38 Days On Market
• 

  

  /15

  $399,999

  Pending

  • 4 Beds
  • 3 Baths
  • 2,104 Sq Ft

  6 Bell Dr, Highland, NY 12528

  Great investment opportunity in the heart of downtown Highland. This well-maintained 2-family property features one fully renovated unit and one unit with value-add potential—ideal for investors or owner-occupants looking to increase rents over time. Situated on a generous .75-acre lot on a quiet street, the property offers plenty of space to entertain, relax, and enjoy the surrounding setting.

  Joseph Sala McGrath Realty Inc

  6 Bell Dr, Highland, NY 12528
• 

  $280,000

  Sold Apr 13, 2026

  447 N Elting Corners Rd, Highland, NY 12528

  • 4 Beds
  • 2.5 Baths
  • 2,408 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $116/SF
  • 60 Days On Market

  Current Estimated Value $387,346

  Last Listing Agent Jeffery Dolfinger Century 21 Hudson Valley Rlty.

  447 N Elting Corners Rd, Highland, NY 12528
• 

  

  /35

  Est $615,206

  Not Listed For Sale

  236 Chapel Hill Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 2,185 Sq Ft
  • Built 1940

  236 Chapel Hill Rd, Highland, NY 12528

  Last Sold Summary

  • 68 Days On Market
• 

  

  /24

  $225,000

  • 2 Beds
  • 1 Bath
  • 964 Sq Ft

  33 Mile Hill Rd, Highland, NY 12528

  Welcome to 33 Mile Hill Road in the Town of Lloyd! Conveniently located just minutes from the Hudson Valley Rail Trail, local parks, shopping, restaurants, and major commuter routes, this property offers an excellent opportunity to create the home you’ve always envisioned. Whether you’re a first-time homebuyer looking to build equity, an investor seeking your next project, or someone searching

  Martin Krakower eXp Realty

  33 Mile Hill Rd, Highland, NY 12528
• 

  

  /28

  $385,000

  Sold Sep 05, 2025

  21 Clearwater Rd, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,196 Sq Ft
  • Built 1960

  Last Sold Summary

  • 4% Above List Price
  • $322/SF
  • 33 Days On Market

  Current Estimated Value $498,541

  Last Listing Agent Dustin Leibowitz eXp Realty, LLC

  21 Clearwater Rd, Highland, NY 12528
• 

  

  /32

  Est $705,944

  Not Listed For Sale

  234 Chapel Hill Rd, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 2,582 Sq Ft
  • Built 2005

  234 Chapel Hill Rd, Highland, NY 12528

  Last Sold Summary

  • 77 Days On Market
• 

  

  /13

  $254,999

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  128 Vineyard Ave Unit 204, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 730-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 204, Highland, NY 12528
• 

  

  /30

  $366,000

  Sold Feb 12, 2026

  222 Sterling Place, Highland, NY 12528

  • 2 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Above List Price
  • $193/SF
  • 36 Days On Market

  Current Estimated Value $379,699

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  222 Sterling Place, Highland, NY 12528
• 

  

  /31

  Est $410,125

  Not Listed For Sale

  10 Perkinsville Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,311 Sq Ft
  • Built 1987

  10 Perkinsville Rd, Highland, NY 12528

  Last Sold Summary

  • 29 Days On Market
• 

  

  /24

  $429,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,191 Sq Ft

  26 Lauretta Dr, Highland, NY 12528

  Tucked away on a quiet dead-end road and set high with scenic mountain views, this well-maintained split ranch is ready for its next chapter in the Hudson Valley. Freshly painted and move-in ready, the home features 4 bedrooms and 2.5 bathrooms, along with a wood-burning fireplace and newly finished wood floors that add warmth and character throughout. A beautiful sunroom with three walls of

  Syndi Acampora eXp Realty

  26 Lauretta Dr, Highland, NY 12528
• 

  $605,000

  Sold Dec 12, 2025

  30 Mayer Dr, Highland, NY 12528

  • 4 Beds
  • 2.5 Baths
  • 2,480 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Above List Price
  • $244/SF
  • 26 Days On Market

  Current Estimated Value $623,020

  Last Listing Agent Margaret Thorne KW MidHudson

  30 Mayer Dr, Highland, NY 12528
• 

  

  /18

  Est $385,111

  Not Listed For Sale

  25 Deller Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1986

  25 Deller Rd, Highland, NY 12528

  Last Sold Summary

  • 64 Days On Market
• 

  

  /55

  $1,500,000

  • 3 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  60 Palazzo Ln, Highland, NY 12528

  This bold custom built home sits atop a hill like a postcard extolling the beauty of the Hudson Valley. Built to exacting specifications and with an understanding of how people live best by a master craftsman, this is a post and beam masterpiece in an inspiring setting. Uniquely, it offers all the bells and whistles you expect in a new luxury home while also feeling like an heirloom. Set on 4

  Dawn Passante Coldwell Banker Village GreenN

  60 Palazzo Ln, Highland, NY 12528
• 

  $257,000

  Sold Dec 10, 2025

  53 Sunny Brook Cir, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1974

  Last Sold Summary

  • 7% Below List Price
  • $243/SF
  • 83 Days On Market

  Current Estimated Value $266,215

  Last Listing Agent Danielle Bartula Howard Hanna Rand Realty

  53 Sunny Brook Cir, Highland, NY 12528
• 

  

  /32

  Est $407,448

  Not Listed For Sale

  84 Mayer Dr, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,361 Sq Ft
  • Built 1950

  84 Mayer Dr, Highland, NY 12528

  Last Sold Summary

  • 99 Days On Market
• 

  

  /33

  $480,000

  • 4 Beds
  • 2 Baths
  • 2,640 Sq Ft

  98 North Rd, Highland, NY 12528

  This charming 1900 farmhouse in Highland offers a comfortable and spacious living space with original wide custom moldings and beautiful oak hardwood flooring. Enjoy the beautiful sunlight in the fully finished sunroom. The kitchen is open with plenty of counter space and new appliances. There's a large dining area for large gatherings or intimate dinners. The primary bedroom is on the first

  Dawn Passante Coldwell Banker Village GreenN

  98 North Rd, Highland, NY 12528
• 

  $450,000

  Sold Jul 09, 2026

  12 Reservoir Rd, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft
  • Built 1959

  Last Sold Summary

  • $365/SF
  • 41 Days On Market

  Current Estimated Value $445,201

  Last Listing Agent Leigh Wagner-Quintana KW Hudson Valley North

  12 Reservoir Rd, Highland, NY 12528

Showing Results 281 - 320, Page 8 of 18