Highland, NY Homes

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  /22

  $2,100,000

  • Land
  • 70.5 Acres
  • $29,787 per Acre

  243 Vineyard Ave Unit 251, Highland, NY 12528

  Spectacular 70 acre parcel located right outside the village of Highland. May be used as a farm or subdivided. Parcel has 3 rentals located on it in addition to 1 vacant house. Also on this property is a very large steel building with high ceilings and oversized garage doors as well as a barn! Close commuter location - Metro North, NYS Thruway, Mohonk Mountains and Hudson Valley Rail Trail.

  John Quinn Quinn Realty Group Inc

  243 Vineyard Ave Unit 251, Highland, NY 12528
• 

  $300,000 Sold Oct 21, 2025

  660 Gregory Ct Unit 410, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 946 Sq Ft
  • Built 2003

  Last Sold Summary

  • 9% Above List Price
  • $317/SF
  • 62 Days On Market

  Last Listing Agent John Durso Keller Williams Realty Partner

  660 Gregory Ct Unit 410, Highland, NY 12528
• 

  

  

  /24

  Est $476,142 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,648 Sq Ft

  647 South St, Highland, NY 12528

  647 South St, Highland, NY 12528
• 

  

  

  /11

  $265,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  128 Vineyard Ave Unit 206, 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 206, Highland, NY 12528
• 

  $310,000 Sold Mar 17, 2025

  17 Dogwood Knolls, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 2,284 Sq Ft
  • Built 1989

  Last Sold Summary

  • 9% Below List Price
  • $136/SF
  • 156 Days On Market

  Current Estimated Value $561,765

  Last Listing Agent Angela Kern BHHS Hudson Valley Properties

  17 Dogwood Knolls, Highland, NY 12528
• 

  Est $470,399 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,368 Sq Ft

  613 South St, Highland, NY 12528

  613 South St, Highland, NY 12528
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  /47

  $389,000

  • 4 Beds
  • 1.5 Baths
  • 1,458 Sq Ft

  22 Washington Ave, Highland, NY 12528

  Lovely home within walking distance to center Village Highland & Walkway Over the Hudson Bridge. 3BR/1.5BA home located at the end of quiet Cul de Sac with private backyard. Beautiful front porch up front and a rustic 2 story barn over looking private backyard with stream and forest. Enjoy the coziness and charm of this lovingly cared for home built in 1840. Detached 2 car garage with small paved

  CAROL MC RITCHIE Thomas Zengen

  22 Washington Ave, Highland, NY 12528
• 

  $460,000 Sold Sep 09, 2025

  723 New Paltz Rd, Highland, NY 12528

  • 4 Beds
  • 2 Baths
  • 2,121 Sq Ft
  • Built 1970

  Last Sold Summary

  • 2% Above List Price
  • $217/SF
  • 31 Days On Market

  Current Estimated Value $458,209

  Last Listing Agent Christopher Baker River to Ridge Rlty Associates

  723 New Paltz Rd, Highland, NY 12528
• 

  Est $351,009 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,944 Sq Ft

  596 Milton Turnpike, Highland, NY 12528

  596 Milton Turnpike, Highland, NY 12528
• 

  

  /17

  $50,000

  • Land
  • 1.36 Acres
  • $36,765 per Acre

  0 White St, Highland, NY 12528

  Looking for the perfect lot for your new home? This lovely 1.36-acre wooded lot is situated on a gentle rise above an established community in historic Highland. It offers the best of both worlds; peace, privacy, and appealing elevated views, with convenient access to all amenities and the security of having neighbors nearby. Easy access to the Walkway Over the Hudson, Empire State Rail

  Carolyn Michelle KW MidHudson

  0 White St, Highland, NY 12528
• 

  

  /14

  $308,500 Sold Sep 30, 2025

  329 Gregory Ct Unit 509, Highland, NY 12528

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

  Last Sold Summary

  • $326/SF
  • 27 Days On Market

  Last Listing Agent Nancy Senescu Bella NS Properties LLC

  329 Gregory Ct Unit 509, Highland, NY 12528
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  727 Milton Turnpike, Highland, NY 12528

  727 Milton Turnpike, Highland, NY 12528
• 

  

  /12

  $270,000

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

  128 Vineyard Ave Unit 104, 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 104, Highland, NY 12528
• 

  

  /22

  $565,000 Sold May 14, 2025

  473 N Riverside Rd, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft
  • Built 2002

  Last Sold Summary

  • 8% Above List Price
  • $280/SF
  • 20 Days On Market

  Current Estimated Value $576,588

  Last Listing Agent Heather Hughes Hudson Dwellings Realty

  473 N Riverside Rd, Highland, NY 12528
• 

  Est $481,938 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,960 Sq Ft

  120 Camp Sunset Rd, Highland, NY 12528

  120 Camp Sunset Rd, Highland, NY 12528
• 

  

  /13

  $950,000 Pending

  • 10 Baths
  • 8,985 Sq Ft

  10-32 S Roberts Rd, Highland, NY 12528

  Tremendous 27k+ daily commercial & personal car traffic with great street frontage and sign visibility! Significant current net income producing fully occupied five family home consisting of one bedroom and one full bathroom per unit with a total of around 3,510 sq ft and a two family fully occupied home with two bedrooms and one full bathroom per unit for a total of around 1,125 sq ft. Both

  Diane Mi Ryoung Chong HANMI REALTY

  10-32 S Roberts Rd, Highland, NY 12528
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  /28

  $315,000 Sold Dec 01, 2025

  39 Sunnybrook Cir, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,220 Sq Ft
  • Built 1976

  Last Sold Summary

  • $258/SF
  • 22 Days On Market

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  39 Sunnybrook Cir, Highland, NY 12528
• 

  Est $244,787 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  30 Cotter Rd, Highland, NY 12528

  30 Cotter Rd, Highland, NY 12528
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  /12

  $135,000

  • 2 Beds
  • 1 Bath
  • 552 Sq Ft

  407 Swartekill Rd, Highland, NY 12528

  Charming 2-Bedroom Mobile Home on 1.29 Acres in Swartekill Neighborhood Discover the potential of this cozy 2-bedroom, 1-bathroom mobile home nestled on a spacious 1.29-acre lot in the desirable Swartekill neighborhood, located in the Town of Esopus and within the sought-after New Paltz School District. This property offers a unique opportunity for those looking to invest, renovate, or create

  Kristen Zigouras eXp Realty

  407 Swartekill Rd, Highland, NY 12528
• 

  $388,000 Sold Sep 19, 2025

  16 Orchard Ln, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 1,090 Sq Ft
  • Built 1988

  Last Sold Summary

  • 3% Above List Price
  • $356/SF
  • 42 Days On Market

  Current Estimated Value $379,644

  Last Listing Agent Megan Krusen eXp Realty

  16 Orchard Ln, Highland, NY 12528
• 

  Est $527,369 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,946 Sq Ft

  206 Plutarch Rd, Highland, NY 12528

  206 Plutarch Rd, Highland, NY 12528
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  /26

  $549,000

  • 4 Beds
  • 2 Baths
  • 2,510 Sq Ft

  340 Vineyard Ave, Highland, NY 12528

  Step back in time with this spacious Victorian home full of original charm and character. Nestled on 41.10 acres of scenic land with mountain views. This property features a detached barn, 2 car garage and a classic summer kitchen. This property offers endless potential for restoration or creative retreat spaces. Inside you will find hardwood floors, birch cabinets with amazing stainless retro

  Ronnie Rebis Grist Mill Real Estate

  340 Vineyard Ave, Highland, NY 12528
• 

  

  /31

  $466,000 Sold Mar 21, 2025

  41 Vista Dr, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,491 Sq Ft
  • Built 2017

  Last Sold Summary

  • 1% Above List Price
  • $313/SF
  • 34 Days On Market

  Current Estimated Value $481,549

  Last Listing Agent Savannah Miceli Century 21 Alliance-NP

  41 Vista Dr, Highland, NY 12528
• 

  

  /28

  Est $411,198 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 777 Sq Ft

  210 Plutarch Rd, Highland, NY 12528

  210 Plutarch Rd, Highland, NY 12528
• 

  

  /31

  $399,000

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

  534 U S 44, Highland, NY 12528

  Set high on a hill with mountain views, this fully remodeled home is turn-key and ready to enjoy. The open floor plan connects the kitchen, dining, and living areas—ideal for both everyday living and entertaining. The first floor also features a convenient half bath and laundry room, while upstairs offers three bedrooms and two baths, including a primary bedroom with ensuite. A full attic

  Sally Sprogis Four Seasons Sotheby's Int'l R

  534 U S 44, Highland, NY 12528
• 

  $370,000 Sold Jul 02, 2025

  45 Cotter Rd, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 1,956 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Below List Price
  • $189/SF
  • 108 Days On Market

  Current Estimated Value $396,705

  Last Listing Agent Virginia Corbett eXp Realty

  45 Cotter Rd, Highland, NY 12528
• 

  Est $392,613 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,537 Sq Ft

  24 Amato Ln, Highland, NY 12528

  24 Amato Ln, Highland, NY 12528
• 

  

  /31

  $450,000

  • 4 Beds
  • 2 Baths
  • 1,428 Sq Ft

  10 Carly Dr, Highland, NY 12528

  Discover the perfect blend of comfort, convenience, and lifestyle in this beautifully maintained 4-bedroom, 2-bathroom single-level home, tucked away in a peaceful cul-de-sac in sought-after Highland, NY. Sitting on a full acre, this property offers endless possibilities space to entertain, relax, and enjoy outdoor living. Cool off all summer long in the above-ground pool, or take in the privacy

  Megan Krusen eXp Realty

  10 Carly Dr, Highland, NY 12528
• 

  

  /19

  $285,000 Sold Jul 23, 2025

  460 Vineyard Ave, Highland, NY 12528

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

  Last Sold Summary

  • 12% Below List Price
  • $194/SF
  • 52 Days On Market

  Current Estimated Value $289,541

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  460 Vineyard Ave, Highland, NY 12528
• 

  Est $483,390 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft

  228 Plutarch Rd, Highland, NY 12528

  228 Plutarch Rd, Highland, NY 12528
• 

  

  /50

  $1,250,000

  • 14 Beds
  • 9 Baths
  • 6,406 Sq Ft

  346 Crescent Ave, Highland, NY 12528

  The Historic “Clintondale Elixir Spring House”A timeless treasure, the historic Clintondale Elixir Spring House—originally built in 1790—is a rare and remarkable offering to the market. Encompassing over 6,400 square feet of living space, this distinguished residence invites you to create your forever home amid rich character and architectural beauty.Step through the welcoming

  Artur Galustyan Century 21 Alliance Rlty Group

  346 Crescent Ave, Highland, NY 12528
• 

  $156,750 Sold Aug 29, 2025

  854 New Paltz Rd, Highland, NY 12528

  • 1 Bed
  • 1 Bath
  • 1,596 Sq Ft
  • Built 1900

  Last Sold Summary

  • 32% Below List Price
  • $98/SF
  • 167 Days On Market

  Current Estimated Value $292,299

  Last Listing Agent Brian Smith River Realty Services, Inc.

  854 New Paltz Rd, Highland, NY 12528
• 

  Est $704,611 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,277 Sq Ft

  353 Plutarch Rd, Highland, NY 12528

  353 Plutarch Rd, Highland, NY 12528
• 

  

  /24

  $565,000

  • 3 Beds
  • 1 Bath
  • 2,086 Sq Ft

  269 Orchard Rd, Highland, NY 12528

  Nestled among scenic orchards is this beautiful, updated nineteenth century farm house situated on almost 20 acres of beautiful pasture land and woods. This charming 3 bedroom home has a lovely full bath and plenty of living space for both humans and horses alike. The current owner keeps her horses on the property which is equipped with 2 run-in sheds and 7 shed row stalls which all have power

  Daniel Balassone VYLLA Home

  269 Orchard Rd, Highland, NY 12528
• 

  $260,000 Sold Jun 24, 2025

  411 Vineyard Ave, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1963

  Last Sold Summary

  • 21% Below List Price
  • $250/SF
  • 141 Days On Market

  Current Estimated Value $270,140

  Last Listing Agent Brian Smith River Realty Services, Inc.

  411 Vineyard Ave, Highland, NY 12528
• 

  

  /35

  Est $483,411 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft

  618 Plutarch Rd, Highland, NY 12528

  618 Plutarch Rd, Highland, NY 12528
• 

  

  /15

  $399,000

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

  3748 Us Highway 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,

  Jason Madison eXp Realty

  3748 Us Highway 9w, Highland, NY 12528
• 

  

  /31

  $369,000 Sold Jul 07, 2025

  10 Perkinsville Rd, Highland, NY 12528

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

  Last Sold Summary

  • 4% Below List Price
  • $281/SF
  • 29 Days On Market

  Current Estimated Value $393,796

  Last Listing Agent Eva Kusmierek eXp Realty, LLC

  10 Perkinsville Rd, Highland, NY 12528
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  /32

  Est $630,273 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  608 Plutarch Rd, Highland, NY 12528

  608 Plutarch Rd, Highland, NY 12528
• 

  

  /4

  $150,000

  • Land
  • 1.5 Acres
  • $100,000 per Acre

  0 Haviland Rd Unit KEY899872, Highland, NY 12528

  Discover the potential of this rare 1.5 acre non-conforming lot with breathtaking views of the Hudson River. This vacant parcel offers the perfect canvas for your dream build. Whether you envision a serene weekend retreat or a year round residence immersed in natures beauty. This property provides a gloriuos vantage point for sunrise coffee, sunset gatherings and endless water views. While the

  Anthony DeGelormo Century 21 Alliance Rlty Group

  0 Haviland Rd Unit KEY899872, Highland, NY 12528

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