Highland, NY Homes

• 

  $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 $564,831

  Last Listing Agent Angela Kern BHHS Hudson Valley Properties

  17 Dogwood Knolls, Highland, NY 12528
• 

  Est $540,953 Not Listed For Sale

  272 Fosler Rd, Highland, NY 12528

  • 4 Beds
  • 3 Baths
  • 2,197 Sq Ft
  • Built 2023

  272 Fosler Rd, Highland, NY 12528

  Last Sold Summary

  • 3% Above List Price
  • $239/SF
  • 106 Days On Market

  Last Sold Price $524,999

  Last Listing Agent Richard Baxter Keller Williams Realty
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  /20

  $350,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,302 Sq Ft

  15 Troy Ln, Highland, NY 12528

  Beautiful Townhouse in a Prime Cul-de-Sac Location. Welcome to this charming and move-in ready home featuring recent upgrades throughout, including freshly painted interiors and brand-new flooring that blend modern style with everyday comfort. The thoughtfully designed layout offers an in-home washer and dryer for ultimate convenience and a spacious back patio, perfect for enjoying summer BBQs or

  Dawn Passante Coldwell Banker Village GreenN

  15 Troy Ln, 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 $464,005

  Last Listing Agent Christopher Baker River to Ridge Rlty Associates

  723 New Paltz Rd, Highland, NY 12528
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  /24

  Est $467,946 Not Listed For Sale

  647 South St, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,648 Sq Ft
  • Built 1973

  647 South St, Highland, NY 12528

  Last Sold Summary

  • 10% Above List Price
  • $258/SF
  • 170 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Barbara Carter Century 21 Alliance-NP
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  /6

  $99,500 Pending

  • Land
  • 0.68 Acre
  • $146,324 per Acre

  Tbd Smith Terrace, Highland, NY 12528

  Imagine designing your ideal home on this peaceful .68-acre lot just off Smith Terrace in Highland, NY. Cleared and ready for construction, this property offers the ease of municipal water and sewer while providing a relaxed setting close to everything that makes the Mid-Hudson Valley so special. Spend your days strolling the Walkway Over the Hudson, dining at nearby local restaurants, or

  Dawn Passante Coldwell Banker Village GreenN

  Tbd Smith Terrace, Highland, NY 12528
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  /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

  Current Estimated Value $307,417

  Last Listing Agent Nancy Senescu Bella NS Properties LLC

  329 Gregory Ct Unit 509, Highland, NY 12528
• 

  Est $468,304 Not Listed For Sale

  613 South St, Highland, NY 12528

  • 4 Beds
  • 2 Baths
  • 2,368 Sq Ft
  • Built 1968

  613 South St, Highland, NY 12528

  Last Sold Summary

  • 30% Above List Price
  • $152/SF
  • 84 Days On Market

  Last Sold Price $360,000

  Last Listing Agent Tristen Sierra Coldwell Banker Realty
• 

  

  /19

  $299,000 Pending

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

  8 Sunny Brook Cir, Highland, NY 12528

  Tastefully updated 2 bedroom, 1.5 bath townhouse features renovated kitchen w/modern styling includes stainless appliances, pantry & open shelving. Spacious living room leads upstairs to primary bedroom w/walk-in closet, well proportioned second bedroom and office alcove. Two renovated bathrooms, new flooring & new a/c compressor. Large fenced bluestone patio for outdoor living enjoyment. Complex

  Dan Axtmann BHHS Hudson Valley Properties

  8 Sunny Brook Cir, Highland, NY 12528
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  /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 $581,746

  Last Listing Agent Heather Hughes Hudson Dwellings Realty

  473 N Riverside Rd, Highland, NY 12528
• 

  Est $336,539 Not Listed For Sale

  596 Milton Turnpike, Highland, NY 12528

  • 4 Beds
  • 2 Baths
  • 1,944 Sq Ft
  • Built 1930

  596 Milton Turnpike, Highland, NY 12528

  Last Sold Summary

  • 13% Below List Price
  • $200/SF
  • 41 Days On Market

  Last Sold Price $388,000

  Last Listing Agent Teri Biondo HV Premier Properties Realty
• 

  /2

  $44,900 Pending

  • Land
  • 5.7 Acres
  • $7,877 per Acre

  0 Split Rock Dr Unit PWBPW240517, Highland, NY 12719

  Escape to your own private oasis on 5+ acres of breathtaking woodland in the charming community of Barryville. This buildable lot presents the perfect opportunity to craft your dream home amidst a picturesque setting.This exceptional property is ideal for nature lovers, outdoor enthusiasts, and anyone seeking a peaceful escape from the ordinary. Start your next chapter surrounded by the majestic

  Diane Butler Diane C Butler Real Estate

  0 Split Rock Dr Unit PWBPW240517, Highland, NY 12719
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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

  Current Estimated Value $317,219

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  39 Sunnybrook Cir, Highland, NY 12528
• 

  Est $377,888 Not Listed For Sale

  721 Milton Turnpike, Highland, NY 12528

  • 4 Beds
  • 2 Baths
  • 2,535 Sq Ft
  • Built 1930

  721 Milton Turnpike, Highland, NY 12528

  Last Sold Summary

  • 5% Above List Price
  • $142/SF
  • 8 Days On Market

  Last Sold Price $359,900

  Last Listing Agent Megan Rios Berardi Realty
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  /11

  $265,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  128 Vineyard Ave Unit 207, 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 207, 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 $383,780

  Last Listing Agent Megan Krusen eXp Realty

  16 Orchard Ln, Highland, NY 12528
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  Not Listed For Sale

  727 Milton Turnpike, Highland, NY 12528

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft
  • Built 1945

  727 Milton Turnpike, Highland, NY 12528

  Last Sold Summary

  • $341/SF
  • 22 Days On Market

  Last Sold Price $300,000

  Last Listing Agent IRENE MOODY BHHS Hudson Valley Properties
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  /31

  $500,000

  • Land
  • 97.1 Acres
  • $5,149 per Acre

  TBD Lily Lake Rd, Highland, NY 12528

  A rare opportunity to own a breathtaking 97-acre property featuring the very lake that gives Lily Lake Road its name. Tucked away in the beautiful countryside of Highland, New York, this one-of-a-kind parcel offers unmatched privacy, natural beauty, and endless potential for your dream retreat or legacy estate.At the heart of the property lies Lily Lake — a serene, private body of water

  John Quinn Quinn Realty Group Inc.

  TBD Lily Lake Rd, Highland, NY 12528
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  /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 $489,765

  Last Listing Agent Savannah Miceli Century 21 Alliance-NP

  41 Vista Dr, Highland, NY 12528
• 

  Est $483,290 Not Listed For Sale

  120 Camp Sunset Rd, Highland, NY 12528

  • 3 Beds
  • 3 Baths
  • 1,960 Sq Ft
  • Built 2006

  120 Camp Sunset Rd, Highland, NY 12528

  Last Sold Summary

  • 11% Above List Price
  • $222/SF
  • 54 Days On Market

  Last Sold Price $436,000

  Last Listing Agent Naomi Streicher Q Home Sales
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  /26

  $325,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,723 Sq Ft

  578 South St, Highland, NY 12528

  Meticulously Updated Highland Home with Pool and Pond. This thoughtfully updated property at 578 South Street offers exceptional value with continuous improvements through today. Ideally located near the Shawangunk Mountains with hiking trails and outdoor recreation, close to the historic Mohonk Mountain House resort, yet convenient to Metro North Railroad and all amenities. The first floor

  Michele Marina Atlantica East Associates LLC

  578 South St, 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 $402,286

  Last Listing Agent Virginia Corbett eXp Realty

  45 Cotter Rd, Highland, NY 12528
• 

  Est $238,037 Not Listed For Sale

  30 Cotter Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft
  • Built 1940

  30 Cotter Rd, Highland, NY 12528

  Last Sold Summary

  • 25% Above List Price
  • $176/SF
  • 223 Days On Market

  Last Sold Price $190,000

  Last Listing Agent Desiree Beecham River Realty Services, Inc.
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  /8

  $148,000

  • Land
  • 5.56 Acres
  • $26,619 per Acre

  0 Black Bear Ct, Highland, NY 12719

  Yess! Your Dreams Have Been Answered...This Rare Lot..Privacy/5+ Acres/ 40' Pond/ Silence/ 7 Min To Barryville/ 10 Minutes To EldredReady For You.. To Build YOUR Future Retreat!! Yes, Moss Covered Rocks And A Gentle Slope Allowing For A Walk Out Lower Level. Gorgeous Trees Tuck You Into Your Private Serenity. It All Begins With Your Land and Then Your Dream Home Can Be Designed To Nestle

  Debbie Jagel Cabins & Canoes Real Estate

  0 Black Bear Ct, Highland, NY 12719
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  /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 $292,416

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  460 Vineyard Ave, Highland, NY 12528
• 

  Est $531,593 Not Listed For Sale

  206 Plutarch Rd, Highland, NY 12528

  • 3 Beds
  • 3 Baths
  • 1,946 Sq Ft
  • Built 2006

  206 Plutarch Rd, Highland, NY 12528

  Last Sold Summary

  • 3% Above List Price
  • $265/SF
  • 18 Days On Market

  Last Sold Price $515,000

  Last Listing Agent Angela Chenery Century 21 Alliance Rlty Group
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  /44

  $1,299,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 3,068 Sq Ft

  243 Hawleys Corners Rd, Highland, NY 12528

  Discover the perfect blend of craftsmanship, comfort and opportunity in this stunning custom-built Craftsman home, offering over 3,000 square feet of living space on 20 picturesque acres. Previously subdivided with six additional parcels, this property offers exceptional potential for expansion, development or a private gathering retreat. Inside, you will find cathedral ceilings, custom woodwork,

  Melissa Pettinella Century 21 Alliance Realty Grp

  243 Hawleys Corners Rd, 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 $288,638

  Last Listing Agent Brian Smith River Realty Services, Inc.

  854 New Paltz Rd, Highland, NY 12528
• 

  

  /28

  Est $407,052 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

  • 19% Below List Price
  • $644/SF
  • 6 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Meryl Fradin-Kalus Berkshire Hathaway Home Services
• 

  

  /25

  $397,000

  • 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
• 

  $70,000 Sold Mar 09, 2025

  534 U S 44, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1920

  Last Sold Summary

  • 22% Below List Price
  • $63/SF
  • 46 Days On Market

  Current Estimated Value $377,511

  Last Listing Agent Genevieve Rolleri eXp Realty

  534 U S 44, Highland, NY 12528
• 

  Est $405,329 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

  • 47% Above List Price
  • $179/SF
  • 140 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Maria Murphy Keller Williams Realty
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  /41

  $425,000 Pending

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

  18 Grove St, Highland, NY 12528

  Welcome to a truly turn-key home where thoughtful renovation meets everyday comfort. Completely transformed in 2017, this residence offers a bright, modern feel while delivering flexibility rarely found at this price point. The main living spaces flow beautifully, anchored by a stylish, fully updated kitchen featuring granite countertops, stainless steel appliances, and crisp cabinetry—perfect

  John Durso Keller Williams Realty Partner

  18 Grove St, 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 $272,666

  Last Listing Agent Brian Smith River Realty Services, Inc.

  411 Vineyard Ave, Highland, NY 12528
• 

  Est $497,251 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

  • 24% Above List Price
  • $228/SF
  • 88 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Dawn Passante Coldwell Banker Village Green
• 

  

  /7

  $399,900 Pending

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

  29 Oakes Rd, Highland, NY 12528

  An exceptional and rare opportunity to own a piece of the Hudson Riverfront between two of the region’s most iconic landmarks, the Mid-Hudson Bridge and the Walkway Over the Hudson. Located on the Highland side, presenting a blend of natural beauty and historic charm. At the heart of the property is a c.1840s two bedroom, one bath home, offering timeless character and panoramic views of the

  Anthony DeGelormo Century 21 Alliance Rlty Group

  29 Oakes Rd, Highland, NY 12528
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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 $591,266

  Last Listing Agent Kristabelle McDermott The Machree Group, LLC

  38 Mayer Dr, Highland, NY 12528
• 

  Est $696,716 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

  • 16% Above List Price
  • $263/SF
  • 26 Days On Market

  Last Sold Price $599,700

  Last Listing Agent EILEEN FESKO BHHS Hudson Valley Properties
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  /34

  $305,000

  • 2 Beds
  • 1 Bath
  • 946 Sq Ft

  791 Gregory Ct Unit 706, Highland, NY 12528

  Immaculate first-floor two bedroom end-unit condominium in Highland, NY. located in the sought-after Woods at Bridgeview Community. Enjoy the French-door study and covered patio off the living room with wooded views into Franny Reese Park. A quick three minute car ride brings you to the Hudson Valley Rail Trail, that connects to the Walkway of the Hudson. Highlights of this well-maintained home

  Barbara Carter Century 21 Alliance Rlty Group

  791 Gregory Ct Unit 706, 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 $395,541

  Last Listing Agent Ewa Kusmierek eXp Realty, LLC

  10 Perkinsville Rd, Highland, NY 12528

Showing Results 121 - 160, Page 4 of 18