Highland, NY Homes

• 

  

  

  /22

  $725,000

  Sold Apr 08, 2026

  7 Elliotts Ln, Highland, NY 12528

  • 5 Beds
  • 4 Baths
  • 3,230 Sq Ft
  • Built 1987

  Last Sold Summary

  • 15% Below List Price
  • $224/SF
  • 179 Days On Market

  Current Estimated Value $802,699

  Last Listing Agent Donna Brooks Compass Greater New York, LLC

  7 Elliotts Ln, Highland, NY 12528
• 

  Est $395,483

  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

  Last Listing Agent Stacie Mooradian Howard Hanna Rand Realty
• 

  

  

  /35

  $649,500

  $31K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  555 Plutarch Rd, Highland, NY 12528

  Perfectly sited on a quiet walking road, this handsome Center-hall Colonial is now available for the first time in almost 2 decades. The nearly 7 acres offer an oasis around the residence with a stream that opens into the Swarte Kill (Black Creek) to kayak and experience wetland wildlife.Right from the full-length rocking chair porch, you feel so at home. This four-bedroom residence has a

  Eliane Abramoff Four Seasons Sothebys Intl

  555 Plutarch Rd, Highland, NY 12528
• 

  $290,000

  Sold Sep 04, 2026

  29 White St, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,439 Sq Ft
  • Built 1924

  Last Sold Summary

  • 3% Below List Price
  • $202/SF
  • 31 Days On Market

  Current Estimated Value $374,714

  Last Listing Agent Anthony DeGelormo Century 21 Alliance Rlty Group

  29 White St, Highland, NY 12528
• 

  Est $387,603

  Not Listed For Sale

  9 Argent Dr, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,464 Sq Ft
  • Built 2002

  9 Argent Dr, Highland, NY 12528

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Richard Baxter Keller Williams Realty
• 

  

  /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
• 

  $370,000

  Sold Mar 20, 2026

  22 Washington Ave, Highland, NY 12528

  • 4 Beds
  • 1.5 Baths
  • 1,458 Sq Ft
  • Built 1840

  Last Sold Summary

  • 7% Below List Price
  • $254/SF
  • 120 Days On Market

  Current Estimated Value $386,986

  Last Listing Agent CAROL MC RITCHIE Thomas Zengen

  22 Washington Ave, Highland, NY 12528
• 

  Est $377,816

  Not Listed For Sale

  11 Argent Dr, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 2002

  11 Argent Dr, Highland, NY 12528

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Richard Baxter Keller Williams Realty
• 

  

  /13

  $340,000

  • 2 Beds
  • 1 Bath
  • 1,117 Sq Ft

  128 Vineyard Ave Unit 202, Highland, NY 12528

  Welcome to Highbridge Crossing, a newly established 20-unit condominium community built in 2018, where modern industrial design, energy efficiency, and convenient Hudson Valley living come together. Thoughtfully constructed with contemporary finishes and ideally situated directly along the Hudson Valley Rail Trail, offering convenient access to the Walkway Over the Hudson—one of the region’s most

  Alejandra Filiciotto Corcoran Country Living

  128 Vineyard Ave Unit 202, Highland, NY 12528
• 

  

  /41

  $638,600

  Sold Jun 25, 2026

  31 Hawleys Corners Rd, Highland, NY 12528

  • 4 Beds
  • 1.5 Baths
  • 2,088 Sq Ft
  • Built 1965

  Last Sold Summary

  • 7% Above List Price
  • $306/SF
  • 28 Days On Market

  Current Estimated Value $627,322

  Last Listing Agent Jason Schobert eXp Realty

  31 Hawleys Corners Rd, Highland, NY 12528
• 

  

  /7

  Est $304,442

  Not Listed For Sale

  777 Gregory Ct, Highland, NY 12528

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

  777 Gregory Ct, Highland, NY 12528

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN
• 

  

  /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
• 

  $439,900

  Sold May 06, 2026

  13 Sharon Dr, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,092 Sq Ft
  • Built 1983

  Last Sold Summary

  • 20% Below List Price
  • $403/SF
  • 308 Days On Market

  Current Estimated Value $432,357

  Last Listing Agent Drita Shala Howard Hanna Rand Realty

  13 Sharon Dr, Highland, NY 12528
• 

  Est $306,198

  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

  • 29 Days On Market

  Last Listing Agent Naomi Streicher Q Home Sales
• 

  

  /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
• 

  

  /42

  $460,000

  Sold May 21, 2026

  38 Roxanne Blvd, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 1,707 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $269/SF
  • 52 Days On Market

  Current Estimated Value $460,653

  Last Listing Agent Amy Hawks Berardi Realty

  38 Roxanne Blvd, Highland, NY 12528
• 

  

  /16

  Est $301,886

  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 Days On Market

  Last Listing Agent Angela Paul Past Member
• 

  

  /19

  $629,000

  • 4 Beds
  • 2 Baths
  • 2,236 Sq Ft

  120 Vineyard Ave, Highland, NY 12528

  Charming Two-Family Home in Highland, NYWelcome to this inviting two-family home in the Town of Lloyd, ideally located in the heart of the Hudson Valley and within walking distance to the Hamlet of Highland. Each floor offers 2 bedrooms and 1 full bath, making this property an excellent opportunity for an owner-occupant, multi-generational living, or investment.Recent improvements

  Angela Chenery Century 21 Alliance Rlty Group

  120 Vineyard Ave, 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

  Current Estimated Value $238,057

  Last Listing Agent Jonathan Minerick HomeCoin.com

  534 New Paltz Rd, Highland, NY 12528
• 

  

  /27

  Est $317,911

  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

  • 38 Days On Market

  Last Listing Agent Stacie Mooradian Howard Hanna Rand Realty
• 

  

  /47

  $575,000

  • 4 Beds
  • 3 Baths
  • 2,082 Sq Ft

  16 Gabriety Rd, Highland, NY 12528

  Tucked away on a quiet street and overlooking a picturesque apple orchard, this beautifully maintained mid-century Cape offers the perfect balance of timeless character and modern convenience. Set on just under an acre with mature landscaping, the property provides a peaceful setting while remaining close to the amenities of the Hudson Valley. For commuters, the home is located just 3 miles from

  Leigh Wagner-Quintana KW Hudson Valley North

  16 Gabriety Rd, Highland, NY 12528
• 

  

  /12

  $960,000

  Sold Mar 26, 2026

  10-32 S Roberts Rd, Highland, NY 12528

  • 10 Baths
  • 8,985 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Above List Price
  • $107/SF
  • 60 Days On Market

  Last Listing Agent Diane Mi Ryoung Chong HANMI REALTY

  10-32 S Roberts Rd, Highland, NY 12528
• 

  Est $311,988

  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

  • 28 Days On Market

  Last Listing Agent Erica Heckle eXp Realty
• 

  

  /35

  $599,000

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

  6 Apple Ln, Highland, NY 12528

  Welcome to this well-maintained home offering a thoughtful blend of comfort, style, and convenience. Enjoy breathtaking sunrise views from the backyard and beautiful sunsets from the front of the home. The backyard features a spacious deck, perfect for relaxing or entertaining, while professional landscaping enhances both the front and rear of the property. Recent updates include hardwood

  Donna Gray Redfin Real Estate

  6 Apple Ln, Highland, NY 12528
• 

  

  /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 $914,838

  Last Listing Agent Lindsay Stevens eXp Realty

  1 Janine Place, Highland, NY 12528
• 

  

  /16

  Est $318,768

  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

  • 28 Days On Market

  Last Listing Agent Deborah Laubach Hello Dolly Real Estate
• 

  

  /13

  $265,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  128 Vineyard Ave Unit 201, Highland, NY 12528

  Welcome to Highbridge Crossing, a newly established 20-unit condominium community built in 2018, where modern industrial design, energy efficiency, and convenient Hudson Valley living come together. Thoughtfully constructed with contemporary finishes and ideally situated directly along the Hudson Valley Rail Trail, offering convenient access to the Walkway Over the Hudson—one of the region’s most

  Alejandra Filiciotto Corcoran Country Living

  128 Vineyard Ave Unit 201, Highland, NY 12528
• 

  $580,000

  Sold Sep 18, 2025

  17 Dogwood Knolls, Highland, NY 12528

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

  Last Sold Summary

  • 1% Above List Price
  • $254/SF
  • 58 Days On Market

  Current Estimated Value $583,266

  Last Listing Agent Gzim Hakanjin Coldwell Banker Realty

  17 Dogwood Knolls, Highland, NY 12528
• 

  

  /22

  Est $275,771

  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

  • 29 Days On Market

  Last Listing Agent Savannah Miceli Century 21 Alliance-NP
• 

  

  /48

  $799,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,502 Sq Ft

  27 Hawleys Corners Rd, Highland, NY 12528

  EXQUISITE HOME WITH AN OUTDOOR PRIVATE RETREAT-LIKE OASIS FEATURING A FREEFORM HEATED POOL! NEW PALTZ SCHOOLS! Set on 2.6 wooded acres, this stunning colonial is updated, freshly painted and truly move-in ready. Enjoy all the benefits of newer construction with the added advantage of a fully established backyard designed for effortless outdoor living. A charming TREX front deck overlooks a serene

  Maryann Pillitteri Rita Levine Real Estate

  27 Hawleys Corners Rd, Highland, NY 12528
• 

  

  /43

  $510,000

  Sold Jul 13, 2026

  104 New Paltz Rd, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 2,520 Sq Ft
  • Built 1967

  Last Sold Summary

  • 2% Above List Price
  • $202/SF
  • 29 Days On Market

  Current Estimated Value $506,122

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  104 New Paltz Rd, Highland, NY 12528
• 

  

  /8

  Est $283,206

  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

  • 10 Days On Market

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN
• 

  

  /28

  $625,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,348 Sq Ft

  138 Half Moon Rd, Highland, NY 12528

  Welcome to 138 Half Moon Drive! Tucked away at the end of a long private driveway, this beautiful center hall Colonial is set on 8 acres of wooded privacy, offering space, comfort, and seclusion. This updated 4-bedroom home features 9-foot ceilings throughout the main level, a spacious kitchen, a warm and inviting family room with a fireplace, formal dining room, and a large great room that's

  Naomi Streicher Q Home Sales

  138 Half Moon Rd, Highland, NY 12528
• 

  

  /60

  $550,000

  Sold May 06, 2026

  122 Vineyard Ave, Highland, NY 12528

  • 4 Beds
  • 2 Baths
  • 2,110 Sq Ft
  • Built 1900

  Last Sold Summary

  • 8% Below List Price
  • $261/SF
  • 30 Days On Market

  Current Estimated Value $551,479

  Last Listing Agent Maria Ferguson Hudson River Valley Properties

  122 Vineyard Ave, Highland, NY 12528
• 

  Est $375,014

  Not Listed For Sale

  186 Sterling Place, Highland, NY 12528

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

  186 Sterling Place, Highland, NY 12528

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Ronald Green KW MidHudson
• 

  

  /31

  $279,900

  Pending Pre-Foreclosure

  • 3 Beds
  • 1 Bath
  • 1,288 Sq Ft

  7 Christopher Ave, Highland, NY 12528

  Nestled on a quiet side street in the historic hamlet of Highland, this cozy ranch offers comfortable single-level living in a prime Hudson Valley location. The home features three bedrooms and a spacious living room highlighted by a brick wood-burning fireplace with direct access to the backyard for easy indoor-outdoor flow. An oversized sun porch filled with natural light, creating a

  Melinda White Keller Williams Realty

  7 Christopher Ave, 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 $597,850

  Last Listing Agent Margaret Thorne KW MidHudson

  27 Salk Dr, Highland, NY 12528
• 

  

  /32

  Est $349,784

  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

  • 171 Days On Market

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN
• 

  

  /13

  $270,000

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

  128 Vineyard Ave Unit 108, Highland, NY 12528

  Welcome to Highbridge Crossing, a newly established condominium community, built in 2018, where modern industrial design, energy efficiency, and convenient Hudson Valley living come together. Thoughtfully constructed with authentic materials and contemporary finishes, this 20-unit condominium community is ideally situated directly along the Hudson Valley Rail Trail and just a short drive from the

  Alejandra Filiciotto Corcoran Country Living

  128 Vineyard Ave Unit 108, Highland, NY 12528
• 

  

  /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 $383,943

  Last Listing Agent John Quinn Quinn Realty Group Inc.

  153 Upper Grand St, Highland, NY 12528

Showing Results 201 - 240, Page 6 of 18