Highland, NY Homes

• 

  Est $723,751 Not Listed For Sale

  131 Baileys Gap Rd, Highland, NY 12528

  • 4 Beds
  • 3.5 Baths
  • 2,713 Sq Ft
  • Built 2002

  131 Baileys Gap Rd, Highland, NY 12528

  Last Sold Summary

  • 38% Above List Price
  • $194/SF
  • 20 Days On Market

  • Last Sold Price $525,000
  • Aug 08, 2023

  Last Listing Agent William Spinelli BHHS Hudson Valley Properties
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  /42

  $499,900 Pending

  • 4 Beds
  • 3 Baths
  • 1,824 Sq Ft

  62 Clearwater Rd, Highland, NY 12528

  Discover unparalleled privacy in this beautifully maintained home, set on its own serene acreage. Step inside to find a warm and inviting interior featuring hardwood floors throughout the main living areas and plush carpet in the bedrooms for comfort. The living room is anchored by a gorgeous stone fireplace, creating the perfect gathering spot for cozy evenings or entertaining guests. The

  Angela Danosky Picture it Sold, LLC

  62 Clearwater Rd, Highland, NY 12528
• 

  $325,000 Sold Oct 30, 2025

  422 Gregory Ct Unit 307, Highland, NY 12528

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

  Last Sold Summary

  • 3% Above List Price
  • $316/SF
  • 21 Days On Market

  Current Estimated Value $324,161

  Last Listing Agent Nancy Diehl Rita Levine Real Estate

  422 Gregory Ct Unit 307, Highland, NY 12528
• 

  Est $795,518 Not Listed For Sale

  326 Perkinsville Rd, Highland, NY 12528

  • 3 Beds
  • 4 Baths
  • 3,275 Sq Ft
  • Built 2004

  326 Perkinsville Rd, Highland, NY 12528

  Last Sold Summary

  • 8% Above List Price
  • $226/SF
  • 340 Days On Market

  • Last Sold Price $739,000
  • Aug 21, 2023

  Last Listing Agent John DeMarco Century 21 Alliance Rlty Group
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  /36

  $469,000

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft

  491 Floyd Ackert Rd, Highland, NY 12528

  Beautifully remodeled raised ranch set on 4.7 picturesque acres in a prime Hudson Valley location! This move-in-ready home features brand-new subfloors and stunning solid hardwood flooring throughout, offering both quality craftsmanship and timeless appeal. Freshly painted from top to bottom, the interior feels bright, clean, and inviting.The main level offers comfortable living with an

  Dawn Passante Coldwell Banker Village GreenN

  491 Floyd Ackert Rd, Highland, NY 12528
• 

  

  /23

  $70,000 Sold Sep 09, 2025

  536 N Riverside Rd, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,320 Sq Ft
  • Built 1900

  Last Sold Summary

  • 17% Above List Price
  • $53/SF
  • 7 Days On Market

  Current Estimated Value $182,333

  Last Listing Agent Kristi Mordica Welch Realty Inc.

  536 N Riverside Rd, Highland, NY 12528
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  /49

  Est $591,311 Not Listed For Sale

  30 Grand St, Highland, NY 12528

  • 3 Beds
  • 3.5 Baths
  • 2,658 Sq Ft
  • Built 1900

  30 Grand St, Highland, NY 12528

  Last Sold Summary

  • 10% Below List Price
  • $246/SF
  • 18 Days On Market

  • Last Sold Price $655,000
  • Aug 21, 2024

  Last Listing Agent Donna Brooks Compass Greater New York, LLC
• 

  

  /29

  $450,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  12 Reservoir Rd, Highland, NY 12528

  Move right into this beautifully updated rambler ranch, perfectly situated in a well-established and sought-after Highland neighborhood. From the moment you arrive, you’ll feel the warmth and care that has gone into maintaining and thoughtfully improving this charming home over the years. The updated kitchen is truly the heart of the home, featuring abundant storage, smart functionality, quartz

  Leigh Wagner-Quintana Keller Williams Hudson Valley

  12 Reservoir Rd, Highland, NY 12528
• 

  $580,000 Sold Jan 15, 2026

  5 Willow Dock Rd, Highland, NY 12528

  • 2 Beds
  • 2.5 Baths
  • 1,364 Sq Ft
  • Built 1860

  Last Sold Summary

  • 3% Below List Price
  • $425/SF
  • 28 Days On Market

  Current Estimated Value $564,028

  Last Listing Agent Lindsay Rothman Compass Greater NY LLC

  5 Willow Dock Rd, Highland, NY 12528
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  /36

  Est $329,449 Not Listed For Sale

  10 Lauretta Dr, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,125 Sq Ft
  • Built 1966

  10 Lauretta Dr, Highland, NY 12528

  Last Sold Summary

  • 32% Above List Price
  • $222/SF
  • 29 Days On Market

  • Last Sold Price $250,000
  • Dec 28, 2024

  Last Listing Agent Frank Tangredi Frank Tangredi Realty Company
• 

  

  /21

  $459,000

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft

  130 Grand St, Highland, NY 12528

  Wonderful Bi-level ranch home located in Highland! Amenities include; Updated dine-in kitchen, large living spaces, formal dining room, formal living room, oversize family room located on the lower level, two beautiful masonry fireplaces, hardwood floors under carpet in LR, DR, and bedrooms on first level, ceramic tile bathrooms, large garden shed. The lower level of the home could be used as an

  Diane Crittenden Diane E. Crittenden

  130 Grand St, Highland, NY 12528
• 

  

  /35

  $510,000 Sold Sep 16, 2025

  20-22 Milton Ave, Highland, NY 12528

  • 5 Beds
  • 5 Baths
  • 2,382 Sq Ft
  • Built 1890

  Last Sold Summary

  • 7% Below List Price
  • $214/SF
  • 69 Days On Market

  Last Listing Agent Hayes Clement Compass Greater New York, LLC

  20-22 Milton Ave, Highland, NY 12528
• 

  Est $565,205 Not Listed For Sale

  25 Lauretta Dr, Highland, NY 12528

  • 4 Beds
  • 2.5 Baths
  • 2,470 Sq Ft
  • Built 1968

  25 Lauretta Dr, Highland, NY 12528

  Last Sold Summary

  • 1% Above List Price
  • $227/SF
  • 33 Days On Market

  • Last Sold Price $560,188
  • Jul 01, 2024

  Last Listing Agent Leigh Wagner-Quintana Keller Williams Hudson Valley
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  /33

  $450,000

  • 3 Beds
  • 3 Baths
  • 2,463 Sq Ft

  11 Grove St, Highland, NY 12528

  Come and enjoy the spaciousness and serenity of this beautiful home! The super large kitchen will make the chef very happy, especially with the family sized island and beautiful granite counters! The kitchen offers "eat in" space, or use the formal dining room just off the kitchen. It has a sliding glass door to the rear patio & yard. The sunny living room and a Full bath complete the 1st floor.

  Kathy Dawson Howard Hanna Rand Realty

  11 Grove St, Highland, NY 12528
• 

  $450,000 Sold Oct 16, 2025

  224 Martin Ave, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,633 Sq Ft
  • Built 1940

  Last Sold Summary

  • 5% Below List Price
  • $276/SF
  • 87 Days On Market

  Current Estimated Value $459,704

  Last Listing Agent Dawn Passante Coldwell Banker Village Green

  224 Martin Ave, Highland, NY 12528
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  /26

  Est $599,398 Not Listed For Sale

  21 Spring Meadow Ct, Highland, NY 12528

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 2007

  21 Spring Meadow Ct, Highland, NY 12528

  Last Sold Summary

  • 2% Above List Price
  • $244/SF
  • 30 Days On Market

  • Last Sold Price $585,000
  • Jun 04, 2024

  Last Listing Agent Jason Nadeau Compass Greater NY, LLC
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  /39

  $399,995 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  3 Commercial Ave, Highland, NY 12528

  This charming 3-bedroom, 1.5-bath home is drenched in character and natural light, offering a warm and inviting feel throughout. The large front porch creates the perfect setting for relaxing, entertaining, or enjoying quiet evenings outdoors, while the side porch provides an ideal spot to start the day with a cup of coffee. Inside, you'll find hardwood floors throughout and a spacious eat-in

  Savannah Miceli Century 21 Alliance-NP

  3 Commercial Ave, Highland, NY 12528
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  /6

  $105,000 Sold Mar 16, 2026

  Tbd Smith Terrace, Highland, NY 12528

  • Land
  • 29,620 Sq Ft
  • $154,412 per Acre

  Last Sold Summary

  • 6% Above List Price
  • 21 Days On Market

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  Tbd Smith Terrace, Highland, NY 12528
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  Est $458,944 Not Listed For Sale

  799 State Route 44 55, Highland, NY 12528

  • 4 Beds
  • 3 Baths
  • 1,750 Sq Ft
  • Built 1949

  799 State Route 44 55, Highland, NY 12528

  Last Sold Summary

  • 5% Above List Price
  • $251/SF
  • 23 Days On Market

  • Last Sold Price $439,000
  • Apr 05, 2024

  Last Listing Agent Andre Aivazians HomeSmart Homes & Estates
• 

  

  /23

  $340,000

  • 2 Beds
  • 1 Bath
  • 1,117 Sq Ft

  128 Vineyard Ave Unit 202, 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 1,117-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 202, Highland, NY 12528
• 

  $299,000 Sold Mar 24, 2026

  8 Sunny Brook Cir, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft
  • Built 1974

  Last Sold Summary

  • $267/SF
  • 128 Days On Market

  Current Estimated Value $293,807

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  8 Sunny Brook Cir, Highland, NY 12528
• 

  

  /11

  Est $439,670 Not Listed For Sale

  269 Tuckers Corners Rd, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,420 Sq Ft
  • Built 1973

  269 Tuckers Corners Rd, Highland, NY 12528

  Last Sold Summary

  • 8% Above List Price
  • $286/SF
  • 12 Days On Market

  • Last Sold Price $405,500
  • Jan 18, 2024

  Last Listing Agent Jason Schobert eXp Realty
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  /6

  $227,000

  • Land
  • 3.9 Acres
  • $58,205 per Acre

  5 Elbow Ln, Highland, NY 12528

  Seasonal Hudson River Views. This lot was approved for an in ground septic system and engineered for a 4 bedroom home in 2011. Will need to be updated. Virgin land! Beautiful building lot in fairly new subdivision with underground electric service. Only minutes to the Mid Hudson Bridge, The Walkway Over the Hudson and many other attractions. Easy access to train and plane. Current new homes in

  Elizabeth Decker Hudson Dwellings Realty

  5 Elbow Ln, Highland, NY 12528
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  /10

  $135,000 Sold Dec 09, 2025

  251 Fosler Rd, Highland, NY 12528

  • Land
  • 12.9 Acres
  • $10,465 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 24 Days On Market

  Current Estimated Value $135,139

  Last Listing Agent Michelle England Howard Hanna Rand Realty

  251 Fosler Rd, Highland, NY 12528
• 

  Est $527,377 Not Listed For Sale

  41 Jenkins Ln, Highland, NY 12528

  • 3 Beds
  • 3 Baths
  • 1,928 Sq Ft
  • Built 2003

  41 Jenkins Ln, Highland, NY 12528

  Last Sold Summary

  • 15% Above List Price
  • $239/SF
  • 53 Days On Market

  • Last Sold Price $460,000
  • Nov 15, 2024

  Last Listing Agent William Bergin RE/MAX Benchmark Realty Group
• 

  

  /19

  $138,500

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft

  18 Hillside Place, Highland, NY 12528

  Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our bpo/tax describe the property as a SFR (ranch) built in 1950. It has a GLA of approx. 1096 and has 2 bedrooms and 1bath,

  Christopher Rose Listing by REALHome Services & Solutions

  

  18 Hillside Place, Highland, NY 12528
• 

  

  /23

  $337,000 Sold Nov 04, 2025

  365 Crescent Ave Unit 367, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,372 Sq Ft
  • Built 1940

  Last Sold Summary

  • 2% Above List Price
  • $246/SF
  • 52 Days On Market

  Current Estimated Value $389,391

  Last Listing Agent Ronnie Rebis Grist Mill Real Estate

  365 Crescent Ave Unit 367, Highland, NY 12528
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  /28

  Est $278,575 Not Listed For Sale

  355 Crescent Ave, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 895 Sq Ft
  • Built 1875

  355 Crescent Ave, Highland, NY 12528

  Last Sold Summary

  • 51% Above List Price
  • $207/SF
  • 7 Days On Market

  • Last Sold Price $185,000
  • Nov 28, 2023

  Last Listing Agent Dylan Taft Taft Street Realty, Inc.
• 

  

  /23

  $355,000

  • 2 Beds
  • 1 Bath
  • 1,230 Sq Ft

  128 Vineyard Ave Unit 102, 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 1,230-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

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 102, Highland, NY 12528
• 

  $448,000 Sold Mar 19, 2026

  334 Pancake Hollow Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 2,715 Sq Ft
  • Built 1880

  Last Sold Summary

  • 6% Below List Price
  • $165/SF
  • 130 Days On Market

  Current Estimated Value $430,001

  Last Listing Agent Leigh Wagner-Quintana Keller Williams Hudson Valley

  334 Pancake Hollow Rd, Highland, NY 12528
• 

  

  /25

  Not Listed For Sale

  11 Palazzo Ln, Highland, NY 12528

  • 5 Beds
  • 3.5 Baths
  • 2,880 Sq Ft
  • Built 1991

  11 Palazzo Ln, Highland, NY 12528

  Last Sold Summary

  • $236/SF
  • 11 Days On Market

  • Last Sold Price $680,000
  • Feb 24, 2025

  Last Listing Agent Jason Schobert eXp Realty
• 

  

  /17

  $34,900

  • Land
  • 1.09 Acres
  • $32,018 per Acre

  0 Eldred-Yulan Rd Unit KEY979887, Highland, NY 12792

  Cleared 1.09 acre building lot atop a hill with a view of Bodine Lake. Lot has been cleared for home site and has a drilled well in place. Septic plans and survey on file.

  Cara Rieber Rieber Realty Inc

  0 Eldred-Yulan Rd Unit KEY979887, Highland, NY 12792
• 

  $526,000 Sold Jul 24, 2025

  6 Emerson Terrace, Highland, NY 12528

  • 3 Beds
  • 4 Baths
  • 2,186 Sq Ft
  • Built 2017

  Last Sold Summary

  • 1% Above List Price
  • $241/SF
  • 19 Days On Market

  Current Estimated Value $554,031

  Last Listing Agent John Olivero Keller Williams Realty

  6 Emerson Terrace, Highland, NY 12528
• 

  

  /16

  Est $455,913 Not Listed For Sale

  397 Crescent Ave, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,810 Sq Ft
  • Built 1998

  397 Crescent Ave, Highland, NY 12528

  Last Sold Summary

  • 11% Above List Price
  • $228/SF
  • 6 Days On Market

  • Last Sold Price $412,000
  • Jun 06, 2023

  Last Listing Agent Kathleen Mackey Summerset Realty
• 

  

  /13

  $49,999 Pending

  • Land
  • 5 Acres
  • $10,000 per Acre

  0 Summit Dr Unit KEY842137, Highland, NY 12732

  Located in the exclusive gated community of Timber Lake Estates, this stunning 5-acre corner lot offers the perfect blend of privacy and natural beauty. Well-wooded and serene, the property boasts frontage on both Summit Drive and a quiet cul-de-sac on Deer Brook Drive, providing multiple access points and endless possibilities for a dream home or weekend retreat. Residents enjoy private access

  Kevin Fortuna K. Fortuna Realty, Inc.

  0 Summit Dr Unit KEY842137, Highland, NY 12732
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  /42

  $451,000 Sold Dec 30, 2025

  41 New Paltz Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,547 Sq Ft
  • Built 1949

  Last Sold Summary

  • 9% Above List Price
  • $292/SF
  • 26 Days On Market

  Current Estimated Value $441,438

  Last Listing Agent Leigh Wagner-Quintana Past Member

  41 New Paltz Rd, Highland, NY 12528
• 

  Est $421,814 Not Listed For Sale

  683 State Route 44 55, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,982 Sq Ft
  • Built 1966

  683 State Route 44 55, Highland, NY 12528

  Last Sold Summary

  • 37% Above List Price
  • $156/SF
  • 73 Days On Market

  • Last Sold Price $308,500
  • Oct 02, 2023

  Last Listing Agent Darlene Provino Century 21 E & M Williams Rlty
• 

  

  /14

  $399,000

  • Land
  • 7.47 Acres
  • $53,414 per Acre

  0 York Lake Estates Rd Unit KEY987214, 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 KEY987214, Highland, NY 12719
• 

  

  /18

  $165,000 Sold Jun 25, 2025

  274 Swartekill Rd, Highland, NY 12528

  • Land
  • 12.81 Acres
  • $12,881 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 98 Days On Market

  Current Estimated Value $164,266

  Last Listing Agent Brian Cafferty Halter Associates Realty

  274 Swartekill Rd, Highland, NY 12528
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  /49

  Est $510,587 Not Listed For Sale

  23 Blossom Grove Ct, Highland, NY 12528

  • 4 Beds
  • 2.5 Baths
  • 1,872 Sq Ft
  • Built 2001

  23 Blossom Grove Ct, Highland, NY 12528

  Last Sold Summary

  • 7% Above List Price
  • $254/SF
  • 81 Days On Market

  • Last Sold Price $475,000
  • Aug 28, 2024

  Last Listing Agent Barbara Korabel Four Seasons Realty Group

Showing Results 81 - 120, Page 3 of 18