Highland, NY Homes

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  /26

  $315,000 Sold Aug 04, 2025

  7 Sunnybrook Cir, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft
  • Built 1974

  Last Sold Summary

  • 15% Above List Price
  • $272/SF
  • 25 Days On Market

  Last Listing Agent Michele Rios BHHS Hudson Valley Properties

  7 Sunnybrook Cir, Highland, NY 12528
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  Est $299,950 Not Listed For Sale

  549 Gregory Ct Unit 68, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 946 Sq Ft
  • Built 2004

  549 Gregory Ct Unit 68, Highland, NY 12528

  Last Sold Summary

  • 7% Above List Price
  • $296/SF
  • 31 Days On Market

  Last Sold Price $280,000

  Last Listing Agent Cindy Schoenleber HomeSmart Homes & Estates
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  /21

  $280,000

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

  447 N Elting Corners Rd, Highland, NY 12528

  Bring your hammer and tool-belt, this 4 bed 2 bath home will sparkle with some TLC. This colonial situated in the Town of Highland, but closer to the Village of New Paltz on a level lot over 1 acre will situate you amongst one of the most vibrant areas of Ulster County NY. Shops and restaurants abound with even more a short drive over the bridge in the City of Poughkeepsie. This is a Fannie Mae

  Jeffery Dolfinger Century 21 Hudson Valley Rlty.

  447 N Elting Corners Rd, Highland, NY 12528
• 

  $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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  Est $302,462 Not Listed For Sale

  555 Gregory Ct Unit 603, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 946 Sq Ft
  • Built 2004

  555 Gregory Ct Unit 603, Highland, NY 12528

  Last Sold Summary

  • 8% Above List Price
  • $295/SF
  • 29 Days On Market

  Last Sold Price $279,000

  Last Listing Agent Naomi Streicher Q Home Sales
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  /10

  $649,999

  • 4 Beds
  • 3 Baths
  • 2,241 Sq Ft

  217 Tuckers Corners Rd, Highland, NY 12528

  NEW CONSTRUCTION TO BE BUILT!!! This stunning new construction ranch-style home offers 2,241 square feet of refined, single-level living space featuring four spacious bedrooms, three full bathrooms, and an attached two-car garage, all set on a sprawling and private 8.90-acre estate within the Marlboro School District. While the foundation for luxury is set, this property presents a unique

  Richard Baxter Keller Williams Realty

  217 Tuckers Corners Rd, Highland, NY 12528
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  $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 $336,997

  Last Listing Agent Kristen Zigouras eXp Realty

  80 Sterling Place, Highland, NY 12528
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  /16

  Est $317,298 Not Listed For Sale

  337 Gregory Ct, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 949 Sq Ft
  • Built 2004

  337 Gregory Ct, Highland, NY 12528

  Last Sold Summary

  • 7% Above List Price
  • $313/SF
  • 7 Days On Market

  Last Sold Price $297,500

  Last Listing Agent Angela Paul Century 21 Alliance Rlty Group
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  /11

  $265,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  128 Vineyard Ave Unit 205, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

  Vitaly Isaacs Magic Of Great Neck Realty Inc

  128 Vineyard Ave Unit 205, Highland, NY 12528
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  $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 $340,524

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

  43 Grand St, Highland, NY 12528
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  /27

  Est $307,750 Not Listed For Sale

  434 Gregory Ct, Highland, NY 12528

  • 2 Beds
  • 2 Baths
  • 1,027 Sq Ft
  • Built 1991

  434 Gregory Ct, Highland, NY 12528

  Last Sold Summary

  • 7% Above List Price
  • $279/SF
  • 38 Days On Market

  Last Sold Price $286,500

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN
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  /2

  $15,000

  • Land
  • 0.5 Acre
  • $30,000 per Acre

  Lot 20 Park Ln, Highland, NY 12792

  Quiet/wooded lot .5 acre parcel offers a peaceful setting surrounded by nature on a quiet road. Located minutes from the Delaware River. If you've been thinking of investing in land in the Catskills, this is a great opportunity!

  Kristen Payne Payne Team LLC

  Lot 20 Park Ln, Highland, NY 12792
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  $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 $356,575

  Last Listing Agent Ronald Green KW MidHudson

  186 Sterling Place, Highland, NY 12528
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  Est $306,013 Not Listed For Sale

  444 Gregory Ct, Highland, NY 12528

  • 2 Beds
  • 2 Baths
  • 1,027 Sq Ft
  • Built 1990

  444 Gregory Ct, Highland, NY 12528

  Last Sold Summary

  • 15% Above List Price
  • $258/SF
  • 28 Days On Market

  Last Sold Price $265,000

  Last Listing Agent Sally Sprogis Keller Williams Realty HV Nort
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  /11

  $270,000

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

  128 Vineyard Ave Unit 106, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

  Vitaly Isaacs Magic Of Great Neck Realty Inc

  128 Vineyard Ave Unit 106, Highland, NY 12528
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  $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

  Current Estimated Value $224,854

  Last Listing Agent Jonathan Minerick HomeCoin.com

  534 New Paltz Rd, Highland, NY 12528
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  /16

  Est $307,659 Not Listed For Sale

  428 Gregory Ct, Highland, NY 12528

  • 2 Beds
  • 2 Baths
  • 1,027 Sq Ft
  • Built 1991

  428 Gregory Ct, Highland, NY 12528

  Last Sold Summary

  • 18% Above List Price
  • $253/SF
  • 28 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Deborah Laubach Hudson Dwellings Realty
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  /3

  $150,000

  • Land
  • 6.7 Acres
  • $22,388 per Acre

  0 Highland Lake Rd Unit KEY868497, Highland, NY 12732

  Located just outside of the charming hamlet of Eldred, this wooded parcel provides access to the spectacular Halfway Brook with rushing waters and waterfall along the rear property line. This area of the Hudson Valley provides easy access to the Delaware River for fishing, rafting & canoeing. It also provides plenty of opportunities for outdoor recreation, camping and hunting. It's a hop, skip

  Theresa Powers Keller Williams Realty

  0 Highland Lake Rd Unit KEY868497, Highland, NY 12732
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  /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 $367,733

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  25 Deller Rd, Highland, NY 12528
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  /22

  Est $270,181 Not Listed For Sale

  204 Gregory Ct, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 946 Sq Ft
  • Built 1990

  204 Gregory Ct, Highland, NY 12528

  Last Sold Summary

  • 39% Above List Price
  • $206/SF
  • 29 Days On Market

  Last Sold Price $195,000

  Last Listing Agent Savannah Miceli Century 21 Alliance-NP
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  /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
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  $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 $398,841

  Last Listing Agent JoAnn Ellis Summerset Realty

  4 Blue Point Rd, Highland, NY 12528
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  Est $303,752 Not Listed For Sale

  210 Gregory Ct, Highland, NY 12528

  • 2 Beds
  • 2 Baths
  • 1,027 Sq Ft
  • Built 1990

  210 Gregory Ct, Highland, NY 12528

  Last Sold Summary

  • 21% Above List Price
  • $245/SF
  • 24 Days On Market

  Last Sold Price $252,000

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties
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  /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
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  $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 $438,653

  Last Listing Agent Haakim Byrd HomeSmart Homes & Estates

  3 Jane Wood Rd, Highland, NY 12528
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  /8

  Est $281,591 Not Listed For Sale

  202 Gregory Ct, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 964 Sq Ft
  • Built 1990

  202 Gregory Ct, Highland, NY 12528

  Last Sold Summary

  • 31% Above List Price
  • $223/SF
  • 10 Days On Market

  Last Sold Price $215,000

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN
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  /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
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  $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 $384,204

  Last Listing Agent Genevieve Rolleri eXp Realty

  320 Vineyard Ave, Highland, NY 12528
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  /32

  Est $331,054 Not Listed For Sale

  162 Sterling Place, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,175 Sq Ft
  • Built 1991

  162 Sterling Place, Highland, NY 12528

  Last Sold Summary

  • 16% Above List Price
  • $243/SF
  • 171 Days On Market

  Last Sold Price $285,000

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN
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  /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
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  /44

  $900,000 Sold Feb 17, 2026

  1 Janine Place, Highland, NY 12528

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft
  • Built 2000

  Last Sold Summary

  • 6% Above List Price
  • $346/SF
  • 33 Days On Market

  Current Estimated Value $837,997

  Last Listing Agent Lindsay Stevens eXp Realty

  1 Janine Place, Highland, NY 12528
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  /32

  Est $344,767 Not Listed For Sale

  116 Sterling Place, Highland, NY 12528

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

  116 Sterling Place, Highland, NY 12528

  Last Sold Summary

  • 13% Above List Price
  • $240/SF
  • 8 Days On Market

  Last Sold Price $305,000

  Last Listing Agent Antonio Parrotta Coldwell Banker Village GreenN
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  /12

  $34,900

  • Land
  • 2.25 Acres
  • $15,511 per Acre

  0 Purple Sage Dr Unit KEY952592, Highland, NY 12719

  Beautiful level lot with tremendous frontage in the beautiful York Lake Shores, a premier gated lake community anchored by the pristine, well-maintained Glacier Lake. Known for its exceptional care and private beach access, the community offers boating, swimming, fishing, and tranquil lakeside living. Two hours from NYC, 20 minutes to Metro-North, and minutes to the Delaware River, with dining,

  Gibson McKean Payne Team LLC

  0 Purple Sage Dr Unit KEY952592, Highland, NY 12719
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  $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 $559,177

  Last Listing Agent Salvatore Trapani Summerset Realty

  9 Lisa Dr, Highland, NY 12528
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  /23

  Est $324,159 Not Listed For Sale

  110 Sterling Place, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,047 Sq Ft
  • Built 1989

  110 Sterling Place, Highland, NY 12528

  Last Sold Summary

  • 14% Above List Price
  • $271/SF
  • 90 Days On Market

  Last Sold Price $284,000

  Last Listing Agent Joseph Pettinella Century 21 Alliance Realty Gro
• 

  $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 $543,424

  Last Listing Agent Margaret Thorne KW MidHudson

  27 Salk Dr, Highland, NY 12528
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  Est $362,858 Not Listed For Sale

  82 Sterling Place, Highland, NY 12528

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

  82 Sterling Place, Highland, NY 12528

  Last Sold Summary

  • 11% Above List Price
  • $235/SF
  • 22 Days On Market

  Last Sold Price $328,000

  Last Listing Agent Philip Bisesto HomeSmart Homes & Estates
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  $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 $310,092

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

  93 Sterling Place, Highland, NY 12528
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  /27

  Est $348,229 Not Listed For Sale

  233 Sterling Place, Highland, NY 12528

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

  233 Sterling Place, Highland, NY 12528

  Last Sold Summary

  • 12% Above List Price
  • $222/SF
  • 41 Days On Market

  Last Sold Price $310,000

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN
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  /24

  $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

  Current Estimated Value $357,490

  Last Listing Agent John Quinn Quinn Realty Group Inc.

  153 Upper Grand St, Highland, NY 12528

Showing Results 201 - 240, Page 6 of 18