Highland, NY Homes

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  /33

  $560,000

  Sold Feb 24, 2026

  38 Mayer Dr, Highland, NY 12528

  • 3 Beds
  • 3 Baths
  • 1,918 Sq Ft
  • Built 1989

  Last Sold Summary

  • 7% Below List Price
  • $292/SF
  • 24 Days On Market

  Current Estimated Value $582,066

  Last Listing Agent Kristabelle McDermott The Machree Group, LLC

  38 Mayer Dr, Highland, NY 12528
• 

  

  

  /28

  Est $389,577

  Not Listed For Sale

  210 Plutarch Rd, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 777 Sq Ft
  • Built 1940

  210 Plutarch Rd, Highland, NY 12528

  Last Sold Summary

  • 6 Days On Market
• 

  

  

  /14

  $254,999

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  128 Vineyard Ave Unit 201, 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 201, Highland, NY 12528
• 

  $415,000

  Sold Apr 21, 2026

  18 Grove St, Highland, NY 12528

  • 3 Beds
  • 3 Baths
  • 1,892 Sq Ft
  • Built 1923

  Last Sold Summary

  • 2% Below List Price
  • $219/SF
  • 32 Days On Market

  Current Estimated Value $410,849

  Last Listing Agent John Durso Keller Williams Realty Partner

  18 Grove St, Highland, NY 12528
• 

  Est $414,198

  Not Listed For Sale

  24 Amato Ln, Highland, NY 12528

  • 3 Beds
  • 3 Baths
  • 1,537 Sq Ft
  • Built 1942

  24 Amato Ln, Highland, NY 12528

  Last Sold Summary

  • 140 Days On Market
• 

  

  /24

  $249,000

  • Land
  • 6.38 Acres
  • $39,028 per Acre

  0 Browning Blvd Unit KEY997085, Highland, NY 12719

  Escape to this beauty lakefront property sitting on 6.38 gorgeous acres in the private gated community of York Lake Shores. Enjoy boating, sailing, swimming, and fishing on the pristine lake while surrounded by peace and nature. Ideally located just two hours from New York City and under 20 minutes to the Metro-North train, this property offers the perfect balance of seclusion and convenience.

  Dawn Payne Payne Team LLC

  0 Browning Blvd Unit KEY997085, Highland, NY 12719
• 

  $386,000

  Sold Nov 07, 2025

  2 Cambridge Ct, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 1,808 Sq Ft
  • Built 1989

  Last Sold Summary

  • 7% Above List Price
  • $213/SF
  • 25 Days On Market

  Current Estimated Value $408,533

  Last Listing Agent Christopher Baker River to Ridge Rlty Associates

  2 Cambridge Ct, Highland, NY 12528
• 

  Est $510,398

  Not Listed For Sale

  228 Plutarch Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft
  • Built 1946

  228 Plutarch Rd, Highland, NY 12528

  Last Sold Summary

  • 88 Days On Market
• 

  

  /25

  $375,000

  $22K PRICE DROP Under Contract

  • 3 Beds
  • 3 Baths
  • 1,661 Sq Ft

  7 River Rd, Highland, NY 12528

  UNIQUE FLOOR PLAN in this updated eyebrow colonial creates an ideal setup for a bed-and-breakfast use of this property. Each bedroom features it's own full bath, offering comfort and privacy for all. The spacious living area includes a formal dining room and updated kitchen. A first- floor bedroom and convenient laundry add to the home's flexibility. Enjoy a short walk to the Hamlet of Highland

  Elizabeth Decker Hudson Dwellings Realty

  7 River Rd, Highland, NY 12528
• 

  $350,000

  Sold May 15, 2026

  29 Oakes Rd, Highland, NY 12528

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 1840

  Last Sold Summary

  • 12% Below List Price
  • $331/SF
  • 191 Days On Market

  Current Estimated Value $350,808

  Last Listing Agent Anthony DeGelormo Century 21 Alliance Rlty Group

  29 Oakes Rd, Highland, NY 12528
• 

  Est $666,533

  Not Listed For Sale

  353 Plutarch Rd, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 2,277 Sq Ft
  • Built 1996

  353 Plutarch Rd, Highland, NY 12528

  Last Sold Summary

  • 26 Days On Market
• 

  

  /13

  $254,999

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

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

  $425,000

  Sold Nov 17, 2025

  59 South St, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 1,365 Sq Ft
  • Built 1900

  Last Sold Summary

  • $311/SF
  • 105 Days On Market

  Current Estimated Value $447,073

  Last Listing Agent jeff farnell John J Lease REALTORS Inc

  59 South St, Highland, NY 12528
• 

  

  /23

  Est $659,155

  Not Listed For Sale

  368 Plutarch Rd, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 1,754 Sq Ft
  • Built 1998

  368 Plutarch Rd, Highland, NY 12528

  Last Sold Summary

  • 25 Days On Market
• 

  

  /6

  $179,000

  $20K PRICE DROP

  • Land
  • 11 Acres
  • $16,273 per Acre

  TBD Hawleys Corners Rd, Highland, NY 12528

  11 acres offering privacy and potential. The land is ideal for building a secluded estate or your own nature retreat. Located on a country road, yet close to Route 299 leading to the NYS Thruway. The Mid-Hudson Bridge is only 5 miles away. The parcels break down as follows: Parcel 1: 3.5 acres, Parcel 2: 4 acres, and Parcel 3: 3.7 acres. Key features include a peaceful rural setting with minimal

  Dawn Passante Coldwell Banker Village Green

  TBD Hawleys Corners Rd, Highland, NY 12528
• 

  $129,000

  Sold Jan 07, 2026

  69 North Rd, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 1,225 Sq Ft
  • Built 1920

  Last Sold Summary

  • $105/SF
  • 74 Days On Market

  Current Estimated Value $174,250

  Last Listing Agent Kathy Dawson Howard Hanna Rand Realty

  69 North Rd, Highland, NY 12528
• 

  Est $447,350

  Not Listed For Sale

  465 Plutarch Rd, Highland, NY 12528

  • 4 Beds
  • 2 Baths
  • 1,588 Sq Ft
  • Built 1950

  465 Plutarch Rd, Highland, NY 12528

  Last Sold Summary

  • 16 Days On Market
• 

  

  /14

  $270,000

  Pending

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

  128 Vineyard Ave Unit 106, 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 803-square-foot first-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 custom

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 106, Highland, NY 12528
• 

  $305,000

  Sold May 01, 2026

  791 Gregory Ct Unit 706, Highland, NY 12528

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

  Last Sold Summary

  • $322/SF
  • 16 Days On Market

  Current Estimated Value $304,287

  Last Listing Agent Barbara Carter Century 21 Alliance Rlty Group

  791 Gregory Ct Unit 706, Highland, NY 12528
• 

  

  /35

  Est $480,859

  Not Listed For Sale

  618 Plutarch Rd, Highland, NY 12528

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1980

  618 Plutarch Rd, Highland, NY 12528

  Last Sold Summary

  • 176 Days On Market
• 

  

  /43

  $995,000

  • 2 Beds
  • 2 Baths
  • 1,575 Sq Ft

  83 Cotter Rd, Highland, NY 12528

  Tucked away at the end of a 1,700+ foot private driveway, this one-of-a-kind custom-built retreat offers the peace, privacy, and natural beauty you’ve been searching for. Situated on an incredible 63-acre parcel in the Town of Plattekill (Wallkill School District), this property is a rare opportunity for outdoor enthusiasts, hunters, weekend escape seekers, or anyone looking to enjoy a secluded

  Gary MacEntee Keller Williams Realty

  83 Cotter Rd, Highland, NY 12528
• 

  

  /45

  $700,000

  Sold Aug 04, 2025

  354 Plutarch Rd, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 2,230 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Below List Price
  • $314/SF
  • 46 Days On Market

  Current Estimated Value $729,572

  Last Listing Agent Nicola Friedman Windsor Realty Services, Inc.

  354 Plutarch Rd, Highland, NY 12528
• 

  

  /32

  Est $628,711

  Not Listed For Sale

  608 Plutarch Rd, Highland, NY 12528

  • 4 Beds
  • 2.5 Baths
  • 2,820 Sq Ft
  • Built 1972

  608 Plutarch Rd, Highland, NY 12528

  Last Sold Summary

  • 5 Days On Market
• 

  

  /31

  $419,900

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,382 Sq Ft

  52 Phillips Ave, Highland, NY 12528

  This one checks all the boxes! Welcome to 52 Phillips Ave where you have the best a home can offer having been recently renovated, inside and out and with direct access to the Hudson Valley Rail Trial. It is close to downtown amenities and just two minutes to the Mid-Hudson Bridge. This home was lovingly renovated to include modern updates while maintaining charm throughout. The main level

  Amy Hawks Berardi Realty

  52 Phillips Ave, Highland, NY 12528
• 

  $355,000

  Sold Oct 10, 2025

  785 South St, Highland, NY 12528

  • 3 Beds
  • 6 Baths
  • 2,444 Sq Ft
  • Built 2000

  Last Sold Summary

  • 3% Above List Price
  • $145/SF
  • 74 Days On Market

  Current Estimated Value $420,557

  Last Listing Agent Brenda Watington W Manor LLC

  785 South St, Highland, NY 12528
• 

  

  /27

  Est $325,907

  Not Listed For Sale

  137 Baileys Gap Rd, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 1,256 Sq Ft
  • Built 1954

  137 Baileys Gap Rd, Highland, NY 12528

  Last Sold Summary

  • 63 Days On Market
• 

  

  /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
• 

  $319,000

  Sold Nov 12, 2025

  38 Sunny Brook Cir, Highland, NY 12528

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

  Last Sold Summary

  • $261/SF
  • 45 Days On Market

  Current Estimated Value $334,785

  Last Listing Agent Naomi Streicher Q Home Sales

  38 Sunny Brook Cir, Highland, NY 12528
• 

  /2

  Est $718,588

  Not Listed For Sale

  130 Macks Ln, Highland, NY 12528

  • 3 Beds
  • 3 Baths
  • 2,648 Sq Ft
  • Built 2003

  130 Macks Ln, Highland, NY 12528
• 

  

  /15

  $399,900

  $25K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  60 Mayer Dr, Highland, NY 12528

  Beautifully situated in a lovely Highland neighborhood, this raised ranch home offers warmth, space, and incredible potential in one of the Hudson Valley’s most desirable commuter locations. Featuring hardwood floors, an updated kitchen with stainless steel appliances and modern cabinetry, comfortable bedrooms, and bright living spaces filled with natural light, the home provides a flexible

  Nicholas Cuomo Keller Williams Realty

  60 Mayer Dr, Highland, NY 12528
• 

  

  /44

  $1,550,000

  Sold Aug 29, 2025

  330 Station Rd, Highland, NY 12528

  • 3 Beds
  • 3.5 Baths
  • 3,491 Sq Ft
  • Built 2025

  Last Sold Summary

  • 9% Below List Price
  • $444/SF
  • 84 Days On Market

  Last Listing Agent Danielle Bartula Howard Hanna Rand Realty

  330 Station Rd, Highland, NY 12528
• 

  

  /33

  Est $566,571

  Not Listed For Sale

  12 Blue Point Rd, Highland, NY 12528

  • 3 Beds
  • 3 Baths
  • 2,244 Sq Ft
  • Built 2007

  12 Blue Point Rd, Highland, NY 12528

  Last Sold Summary

  • 34 Days On Market
• 

  

  /25

  $415,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft

  3 Wilcox Ave, Highland, NY 12528

  Welcome to 3 Wilcox Avenue in the heart of Highland -- where small-town charm meets modern comfort. This beautifully updated 3-bedroom, 2-bath home borders a peaceful babbling brook, creating a serene backyard setting you can enjoy year-round. The inviting outdoor space features a brand-new deck and stamped concrete patio, offering the perfect place for entertaining, relaxing evenings, or morning

  Christopher Baker River To Ridge Realty Associat

  3 Wilcox Ave, Highland, NY 12528
• 

  $689,901

  Sold Jul 28, 2025

  6 Wellington Place, Highland, NY 12528

  • 4 Beds
  • 2.5 Baths
  • 2,661 Sq Ft
  • Built 2005

  Last Sold Summary

  • $259/SF
  • 30 Days On Market

  Current Estimated Value $736,827

  Last Listing Agent Danielle Oliva Serhant LLC

  6 Wellington Place, Highland, NY 12528
• 

  Est $417,169

  Not Listed For Sale

  4 Blue Point Rd, Highland, NY 12528

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

  4 Blue Point Rd, Highland, NY 12528

  Last Sold Summary

  • 113 Days On Market
• 

  

  /18

  $797,000

  $58K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,182 Sq Ft

  110 Macks Ln, Highland, NY 12528

  Welcome to this stunning 3,100 sq. ft. Colonial set on a picturesque 2.5-acre lot. Featuring 4 spacious bedrooms and 2.5 baths, this home blends comfort with timeless elegance. The chef's kitchen serves as the heart of the home--perfect for both entertaining and everyday living--whileselect bedrooms offer private or adjoining bath access for added convenience.Beautiful hardwood floors run

  Elizabeth Decker Hudson Dwellings Realty

  110 Macks Ln, Highland, NY 12528
• 

  $585,000

  Sold Jun 22, 2026

  410 Vineyard Ave, Highland, NY 12528

  • 4 Beds
  • 3 Baths
  • 2,268 Sq Ft
  • Built 1973

  Last Sold Summary

  • 5% Below List Price
  • $258/SF
  • 49 Days On Market

  Current Estimated Value $599,613

  Last Listing Agent Kassia Connors eXp Realty

  410 Vineyard Ave, Highland, NY 12528
• 

  Est $379,790

  Not Listed For Sale

  64 Argent Dr, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,470 Sq Ft
  • Built 2003

  64 Argent Dr, Highland, NY 12528

  Last Sold Summary

  • 89 Days On Market
• 

  

  /40

  $465,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,741 Sq Ft

  12 Ose Rd, Highland, NY 12528

  "Welcome home to this charming 3-bedroom, 2.5-bath Colonial in Highland. Set atop a peaceful hill on nearly an acre of private land, this home offers 1,741 square feet of living space. Inside, you'll find warm hardwood floors, a beautifully renovated bathroom, and a cozy, sun-filled open layout. Enjoy the serenity of a hilltop setting with privacy, all just minutes from the NYS Thruway, shopping,

  Angela Chenery Century 21 Alliance Rlty Group

  12 Ose Rd, Highland, NY 12528
• 

  

  /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

Showing Results 161 - 200, Page 5 of 18