Highland, NY Homes

• 

  Est $299,593 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 946 Sq Ft

  555 Gregory Ct Unit 603, Highland, NY 12528

  555 Gregory Ct Unit 603, Highland, NY 12528
• 

  

  

  /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
• 

  $410,000 Sold Mar 04, 2025

  245 Upper Rd N, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Above List Price
  • $293/SF
  • 27 Days On Market

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  245 Upper Rd N, Highland, NY 12528
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  /16

  Est $301,232 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 949 Sq Ft

  337 Gregory Ct, Highland, NY 12528

  337 Gregory Ct, Highland, NY 12528
• 

  

  

  /11

  $110,000

  • Land
  • 2.1 Acres
  • $52,381 per Acre

  748 State Route 44 55, Highland, NY 12528

  Discover the perfect canvas for your vision on this expansive 2.1-acre parcel—fully surveyed and complete with a percolation test–approved septic system, giving you confidence and clarity as you plan your future home or weekend escape. Nestled along a quiet, picturesque country road, this property offers an ideal blend of privacy, natural beauty, and convenience.Its prime location puts you

  Ashley Olson Minard eXp Realty

  748 State Route 44 55, Highland, NY 12528
• 

  $320,000 Sold Mar 20, 2025

  80 Sterling Place, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,270 Sq Ft
  • Built 1988

  Last Sold Summary

  • 6% Below List Price
  • $252/SF
  • 94 Days On Market

  Current Estimated Value $329,166

  Last Listing Agent Kristen Zigouras eXp Realty

  80 Sterling Place, Highland, NY 12528
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  /27

  Est $299,759 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,027 Sq Ft

  434 Gregory Ct, Highland, NY 12528

  434 Gregory Ct, Highland, NY 12528
• 

  

  /14

  $450,000

  • Land
  • 7.47 Acres
  • $60,241 per Acre

  0 York Lake Estates Rd Unit KEY949942, Highland, NY 12719

  This rare, southern-exposure lakefront property offers the ultimate canvas for your dream home, tucked within a private gated community. Spanning over 7.47 extraordinary acres along the shores of a pristine glacial lake, this secluded retreat is designed for those who value privacy, nature, and understated luxury. Mornings begin with mist rising off the water, eagles circling overhead, and a

  Dawn Payne Payne Team LLC

  0 York Lake Estates Rd Unit KEY949942, Highland, NY 12719
• 

  $329,000 Sold May 02, 2025

  43 Grand St, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,317 Sq Ft
  • Built 1929

  Last Sold Summary

  • $250/SF
  • 68 Days On Market

  Current Estimated Value $336,279

  Last Listing Agent Ginalea Healy K. Fortuna Realty, Inc.

  43 Grand St, Highland, NY 12528
• 

  Est $293,696 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,027 Sq Ft

  444 Gregory Ct, Highland, NY 12528

  444 Gregory Ct, Highland, NY 12528
• 

  

  /15

  $399,000

  • Land
  • 8.7 Acres
  • $45,862 per Acre

  3748 Route 9w, Highland, NY 12528

  8.7 acres of untouched land just south of the Mid Hudson Bridge. Current plan was to build a church. Site plan and survey attached with the docs. Property is next to Walgreens and will allow many uses. Zoning Examples to be confirmed by buyer agent, Light Business Use, Convenience store, day care adult or child, funeral home, office, skating rink, bowling alley, Vet office, warehouse, park,

  Lindsay Stevens eXp Realty

  3748 Route 9w, Highland, NY 12528
• 

  $340,000 Sold May 09, 2025

  186 Sterling Place, Highland, NY 12528

  • 2 Beds
  • 2.5 Baths
  • 1,396 Sq Ft
  • Built 1988

  Last Sold Summary

  • 5% Above List Price
  • $244/SF
  • 17 Days On Market

  Current Estimated Value $349,821

  Last Listing Agent Ronald Green KW MidHudson

  186 Sterling Place, Highland, NY 12528
• 

  

  /16

  Est $304,626 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,027 Sq Ft

  428 Gregory Ct, Highland, NY 12528

  428 Gregory Ct, Highland, NY 12528
• 

  

  /13

  $500,000

  • Land
  • 11.5 Acres
  • $43,478 per Acre

  TBD Route 9w, Highland, NY 12528

  Attention Investors! 11.5 acres located just minutes from the Mid-Hudson Bridge in desirable Highland, NY ready for developing. Ideally located on a high traffic state highway with over 1,000 feet of road frontage and tons of visibility. This lot sits directly across the highway from the future river front development named "The Hudson Valley Wine Village" which is proposed to have 800 new

  John Quinn Quinn Realty Group Inc

  TBD Route 9w, Highland, NY 12528
• 

  $222,000 Sold Nov 24, 2025

  534 New Paltz Rd, Highland, NY 12528

  • 1 Bed
  • 1 Bath
  • 762 Sq Ft
  • Built 1960

  Last Sold Summary

  • 1% Below List Price
  • $291/SF
  • 56 Days On Market

  Last Listing Agent Jonathan Minerick HomeCoin.com

  534 New Paltz Rd, Highland, NY 12528
• 

  

  /22

  Est $266,053 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 946 Sq Ft

  204 Gregory Ct, Highland, NY 12528

  204 Gregory Ct, Highland, NY 12528
• 

  

  /32

  $450,000

  • 4 Beds
  • 1.5 Baths
  • 3,140 Sq Ft

  668 State Route 44 55, Highland, NY 12528

  With its over 100-year-old history, this home has only changed hands once before, a testament to its enduring appeal and the kind of place that's been lovingly maintained for generations.Set on 1.2 scenic acres, this charming three-story, 4-bedroom, 1.5-bath Colonial offers classic style and beautiful surroundings. A wraparound paved driveway with river stone posts leads to a two-car garage,

  Heather Hughes

  668 State Route 44 55, Highland, NY 12528
• 

  

  /18

  $350,000 Sold Jul 01, 2025

  25 Deller Rd, Highland, NY 12528

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

  Last Sold Summary

  • 7% Below List Price
  • $184/SF
  • 64 Days On Market

  Current Estimated Value $362,091

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  25 Deller Rd, Highland, NY 12528
• 

  Est $305,650 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,027 Sq Ft

  210 Gregory Ct, Highland, NY 12528

  210 Gregory Ct, Highland, NY 12528
• 

  $383,000 Sold Mar 14, 2025

  4 Blue Point Rd, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,321 Sq Ft
  • Built 1968

  Last Sold Summary

  • 2% Below List Price
  • $290/SF
  • 113 Days On Market

  Current Estimated Value $400,433

  Last Listing Agent JoAnn Ellis Summerset Realty

  4 Blue Point Rd, Highland, NY 12528
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  /8

  Est $272,327 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 964 Sq Ft

  202 Gregory Ct, Highland, NY 12528

  202 Gregory Ct, Highland, NY 12528
• 

  $414,900 Sold Mar 03, 2025

  3 Jane Wood Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,376 Sq Ft
  • Built 1930

  Last Sold Summary

  • 2% Below List Price
  • $302/SF
  • 88 Days On Market

  Current Estimated Value $419,111

  Last Listing Agent Haakim Byrd HomeSmart Homes & Estates

  3 Jane Wood Rd, Highland, NY 12528
• 

  

  /32

  Est $331,629 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,175 Sq Ft

  162 Sterling Place, Highland, NY 12528

  162 Sterling Place, Highland, NY 12528
• 

  $370,000 Sold Apr 21, 2025

  320 Vineyard Ave, Highland, NY 12528

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

  Last Sold Summary

  • 1% Below List Price
  • $245/SF
  • 50 Days On Market

  Current Estimated Value $380,114

  Last Listing Agent Genevieve Rolleri eXp Realty

  320 Vineyard Ave, Highland, NY 12528
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  /32

  Est $336,179 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,270 Sq Ft

  116 Sterling Place, Highland, NY 12528

  116 Sterling Place, Highland, NY 12528
• 

  $380,000 Sold Feb 25, 2025

  23 Tillson Ave, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,883 Sq Ft
  • Built 1926

  Last Sold Summary

  • 6% Below List Price
  • $202/SF
  • 63 Days On Market

  Current Estimated Value $408,285

  Last Listing Agent Jorge Lugo Real Broker NY LLC

  23 Tillson Ave, Highland, NY 12528
• 

  

  /23

  Est $330,023 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,047 Sq Ft

  110 Sterling Place, Highland, NY 12528

  110 Sterling Place, Highland, NY 12528
• 

  $554,900 Sold Aug 07, 2025

  9 Lisa Dr, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 2,681 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Below List Price
  • $207/SF
  • 47 Days On Market

  Current Estimated Value $557,447

  Last Listing Agent Salvatore Trapani Summerset Realty

  9 Lisa Dr, Highland, NY 12528
• 

  Est $358,424 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,396 Sq Ft

  82 Sterling Place, Highland, NY 12528

  82 Sterling Place, Highland, NY 12528
• 

  $537,500 Sold Sep 22, 2025

  27 Salk Dr, Highland, NY 12528

  • 4 Beds
  • 2.5 Baths
  • 2,342 Sq Ft
  • Built 2005

  Last Sold Summary

  • 7% Below List Price
  • $230/SF
  • 81 Days On Market

  Current Estimated Value $543,969

  Last Listing Agent Margaret Thorne KW MidHudson

  27 Salk Dr, Highland, NY 12528
• 

  

  /27

  Est $349,924 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,396 Sq Ft

  233 Sterling Place, Highland, NY 12528

  233 Sterling Place, Highland, NY 12528
• 

  $290,000 Sold Mar 17, 2025

  93 Sterling Place, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,047 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Below List Price
  • $277/SF
  • 54 Days On Market

  Current Estimated Value $303,246

  Last Listing Agent DANA LYNN HERRINGTON Dana Lynn Real Estate, LLC

  93 Sterling Place, Highland, NY 12528
• 

  Est $383,615 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,396 Sq Ft

  253 Sterling Place, Highland, NY 12528

  253 Sterling Place, Highland, NY 12528
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  $350,000 Sold Nov 20, 2025

  153 Upper Grand St, Highland, NY 12528

  • 4 Beds
  • 1 Bath
  • 1,524 Sq Ft
  • Built 1950

  Last Sold Summary

  • $230/SF
  • 93 Days On Market

  Last Listing Agent John Quinn Quinn Realty Group Inc.

  153 Upper Grand St, Highland, NY 12528
• 

  Est $362,813 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,302 Sq Ft

  167 Sterling Place, Highland, NY 12528

  167 Sterling Place, Highland, NY 12528
• 

  $50,000 Sold Jun 19, 2025

  2 Elting Place, Highland, NY 12528

  • Land
  • 0.53 Acre
  • $94,340 per Acre

  Last Sold Summary

  • 55% Below List Price
  • 222 Days On Market

  Current Estimated Value $95,530

  Last Listing Agent Kathy Dawson Howard Hanna Rand Realty

  2 Elting Place, Highland, NY 12528
• 

  

  /21

  Est $370,112 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,302 Sq Ft

  169 Sterling Place, Highland, NY 12528

  169 Sterling Place, Highland, NY 12528
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  $491,000 Sold Oct 31, 2025

  258 Martin Ave, Highland, NY 12528

  • 5 Beds
  • 4 Baths
  • 2,366 Sq Ft
  • Built 1983

  Last Sold Summary

  • 1% Below List Price
  • $208/SF
  • 74 Days On Market

  Last Listing Agent Hayes Clement Compass Greater New York, LLC

  258 Martin Ave, Highland, NY 12528
• 

  Est $356,924 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,396 Sq Ft

  212 Sterling Place, Highland, NY 12528

  212 Sterling Place, Highland, NY 12528
• 

  $6,000 Sold Jan 28, 2025

  Lot 19 Park Ln, Highland, NY 12792

  • Land
  • 0.65 Acre
  • $9,231 per Acre

  Last Sold Summary

  • 60% Below List Price
  • 318 Days On Market

  Last Listing Agent Jonathan DeStefano Payne Team LLC

  Lot 19 Park Ln, Highland, NY 12792

Showing Results 201 - 240, Page 6 of 18