Highland, NY Homes

• 

  

  

  /4

  $90,000

  Pending

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

  599 N Chodikee Lake Rd, Highland, NY 12528

  This 4-bedroom, 1.5-bath property is in severe disrepair and is being sold strictly as-is. The home requires a full gut renovation. Known issues include a failing septic system, widespread mold, a non-functioning heating system, a roof in need of full replacement, and ruptured/frozen plumbing lines. The property has experienced freeze damage, and major mechanical, plumbing, and structural systems

  Emmanuel Heredia Keller Williams Realty NYC Grp

  599 N Chodikee Lake Rd, Highland, NY 12528
• 

  $375,000

  Sold May 26, 2026

  493 State Route 44-55, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 2,076 Sq Ft
  • Built 1991

  Last Sold Summary

  • 11% Above List Price
  • $181/SF
  • 23 Days On Market

  Last Listing Agent Stacie Romanelli BHHS Hudson Valley Properties

  493 State Route 44-55, Highland, NY 12528
• 

  

  

  /32

  Est $349,340

  Not Listed For Sale

  116 Sterling Place, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,270 Sq Ft
  • Built 1988

  116 Sterling Place, Highland, NY 12528

  Last Sold Summary

  • 8 Days On Market
• 

  

  

  /12

  $400,000

  • 5 Beds
  • 3 Baths
  • 2,700 Sq Ft

  19-21 Church St, Highland, NY 12528

  Village of Highland three family comprised of (2) two bedroom units and (1) one bedroom unit. Spacious apartments with well proportioned rooms. Natural gas for heat & hot water. Separate utilities & off street parking. Centrally located with easy access to village amenities, Route 9W & Mid-Hudson Bridge.

  Dan Axtmann BHHS Hudson Valley Properties

  19-21 Church St, Highland, NY 12528
• 

  

  

  /37

  $491,000

  Sold Oct 31, 2025

  258 Martin Ave, Highland, NY 12528

  • 5 Beds
  • 4 Baths
  • 2,366 Sq Ft
  • Built 1983

  Last Sold Summary

  • 1% Below List Price
  • $208/SF
  • 74 Days On Market

  Current Estimated Value $521,229

  Last Listing Agent Hayes Clement Compass Greater New York, LLC

  258 Martin Ave, Highland, NY 12528
• 

  

  /23

  Est $327,245

  Not Listed For Sale

  110 Sterling Place, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,047 Sq Ft
  • Built 1989

  110 Sterling Place, Highland, NY 12528

  Last Sold Summary

  • 90 Days On Market
• 

  

  /32

  $459,000

  $30K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 2,418 Sq Ft

  57 Mayer Dr, Highland, NY 12528

  Stunning Contemporary Split level. The perfect home for entertaining. Open concept living room, kitchen, dining area. Hardwood floors as seen. All new carpeting in bedrooms, Great room, and finished basement. Two fireplaces, one woodburning in family room, gas fireplace in Great room. Multi-level decks overlooking lush backyard with a woodburning pizza oven, concrete pad perfect for firepit. A

  CAROLYN DE MICHELE Houlihan Lawrence Inc.

  57 Mayer Dr, Highland, NY 12528
• 

  $318,000

  Sold Sep 02, 2025

  16 Fair St, Highland, NY 12528

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1923

  Last Sold Summary

  • 2% Below List Price
  • $226/SF
  • 161 Days On Market

  Current Estimated Value $332,413

  Last Listing Agent Lynne Riccoboni BHHS Hudson Valley Properties

  16 Fair St, Highland, NY 12528
• 

  Est $302,882

  Not Listed For Sale

  82 Sterling Place, Highland, NY 12528

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

  82 Sterling Place, Highland, NY 12528

  Last Sold Summary

  • 22 Days On Market
• 

  

  /21

  $299,000

  Pending

  • 2 Beds
  • 1 Bath
  • 946 Sq Ft

  549 Gregory Ct Unit 68, Highland, NY 12528

  Welcome to 549 Gregory Ct, a bright, spacious, and impeccably maintained condo located in the desirable Woods at Bridgeview community in Highland, NY. Designed with both comfort and functionality in mind, this open-concept layout is ideal for everyday living and entertaining. The home features a spacious kitchen with breakfast bar seating, a large dining area, and an inviting living room with

  Syndi Acampora eXp Realty

  549 Gregory Ct Unit 68, Highland, NY 12528
• 

  $450,000

  Sold Apr 17, 2026

  10 Carly Dr, Highland, NY 12528

  • 4 Beds
  • 2 Baths
  • 1,428 Sq Ft
  • Built 1998

  Last Sold Summary

  • $315/SF
  • 103 Days On Market

  Current Estimated Value $461,642

  Last Listing Agent Megan Krusen eXp Realty

  10 Carly Dr, Highland, NY 12528
• 

  Est $345,073

  Not Listed For Sale

  80 Sterling Place, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,270 Sq Ft
  • Built 1988

  80 Sterling Place, Highland, NY 12528

  Last Sold Summary

  • 94 Days On Market
• 

  

  /14

  $268,999

  $1K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

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

  

  /37

  $535,000

  Sold Apr 16, 2026

  132 Weeds Mill Rd, Highland, NY 12528

  • 3 Beds
  • 1 Bath
  • 1,488 Sq Ft
  • Built 1974

  Last Sold Summary

  • 8% Above List Price
  • $360/SF
  • 17 Days On Market

  Current Estimated Value $521,787

  Last Listing Agent HARRY HELEOTIS Illustrated Properties Group

  132 Weeds Mill Rd, Highland, NY 12528
• 

  Est $377,895

  Not Listed For Sale

  253 Sterling Place, Highland, NY 12528

  • 2 Beds
  • 2.5 Baths
  • 1,396 Sq Ft
  • Built 1987

  253 Sterling Place, Highland, NY 12528

  Last Sold Summary

  • 25 Days On Market
• 

  

  /14

  $254,999

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

  128 Vineyard Ave Unit 108, 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 108, Highland, NY 12528
• 

  $50,000

  Sold Oct 27, 2025

  Lot#26 Timber Lake Dr, Highland, NY 12792

  • Land
  • 5.63 Acres
  • $8,881 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 51 Days On Market

  Last Listing Agent Jane Panico Realty Promotions Inc

  Lot#26 Timber Lake Dr, Highland, NY 12792
• 

  Est $323,660

  Not Listed For Sale

  93 Sterling Place, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,047 Sq Ft
  • Built 1988

  93 Sterling Place, Highland, NY 12528

  Last Sold Summary

  • 54 Days On Market
• 

  

  /42

  $799,000

  Open Sat 12PM - 3PM

  • 5 Beds
  • 5 Baths

  239-241 Fosler Rd, Highland, NY 12528

  Beautiful well maintained multi-family property offer, a rare opportunity for both owner-occupant & investors. Two houses that sit on 15 acres with endless revenue generating opportunities. The deed allows for the property to be subdivided & extending the private road along northern property line. The main house is a single family that features 2 bedrooms, 2.5 bathrooms with a full finished

  Maurice Bailey Neighborhood Assistance Corp

  239-241 Fosler Rd, Highland, NY 12528
• 

  $405,000

  Sold Aug 08, 2025

  8 Perkinsville Rd, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,562 Sq Ft
  • Built 1973

  Last Sold Summary

  • 4% Below List Price
  • $259/SF
  • 83 Days On Market

  Current Estimated Value $423,222

  Last Listing Agent Kelly Martin Martin Land & Estates LLC

  8 Perkinsville Rd, Highland, NY 12528
• 

  Est $364,296

  Not Listed For Sale

  167 Sterling Place, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,302 Sq Ft
  • Built 1998

  167 Sterling Place, Highland, NY 12528

  Last Sold Summary

  • 38 Days On Market
• 

  

  /50

  $540,000

  Open Sat 11AM - 1PM $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,696 Sq Ft

  14 Blossom Grove Ct, Highland, NY 12528

  Welcome home to this warm and welcoming raised ranch home in the Wallkill school district! Located on a picturesque 1.2 acre corner lot on a beautiful cul-de-sac in the Town of Plattekill. This lovingly maintained home features 3 bedrooms and 3 full bathrooms, with a spacious and versatile layout that was designed for comfortable living. Be sure to check out the oversized pantry at the bottom of

  Gary MacEntee Keller Williams Realty

  14 Blossom Grove Ct, Highland, NY 12528
• 

  $399,999

  Sold Sep 05, 2025

  546 South St, Highland, NY 12528

  • 5 Beds
  • 2 Baths
  • 2,500 Sq Ft
  • Built 1932

  Last Sold Summary

  • $160/SF
  • 81 Days On Market

  Last Listing Agent Lindsay Stevens eXp Realty

  546 South St, Highland, NY 12528
• 

  

  /21

  Est $366,081

  Not Listed For Sale

  169 Sterling Place, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,302 Sq Ft
  • Built 1998

  169 Sterling Place, Highland, NY 12528

  Last Sold Summary

  • 3 Days On Market
• 

  

  /33

  $674,900

  • 3 Beds
  • 2.5 Baths
  • 2,144 Sq Ft

  10 Eisgruber Park Ln, Highland, NY 12528

  Privacy and seclusion await in this well maintained home. The gourmet eat-in kitchen features vaulted ceilings, granite island, wine bar, double ovens, stainless steel appliances, and abundant cabinetry, and sliding glass door leading to a deck. The open concept living flows into the formal dining room with a bay window and hardwood floors. Upstairs, the primary suite boasts vaulted ceilings, a

  Margaret Thorne KW MidHudson

  10 Eisgruber Park Ln, Highland, NY 12528
• 

  $315,000

  Sold Dec 01, 2025

  39 Sunny Brook Cir, Highland, NY 12528

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

  Last Sold Summary

  • $258/SF
  • 13 Days On Market

  Current Estimated Value $328,207

  Last Listing Agent Dawn Passante Coldwell Banker Village Green

  39 Sunny Brook Cir, Highland, NY 12528
• 

  Est $370,240

  Not Listed For Sale

  212 Sterling Place, Highland, NY 12528

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

  212 Sterling Place, Highland, NY 12528

  Last Sold Summary

  • 15 Days On Market
• 

  

  /50

  $1,150,000

  • 9 Beds
  • 5 Baths

  52 John White Rd Unit 50, Highland, NY 12528

  Exceptional Hudson Valley Quadruplex Investment Opportunity on 16.4 Private AcresRarely does a property like this become available. Whether you're searching for a high-performing investment, a private compound, or an owner-occupied property with substantial rental income, this unique estate offers endless possibilities.Tucked away at the end of a quiet country road, the property features

  Jackie Siracuse Absolute Real Estate of NY Inc

  52 John White Rd Unit 50, Highland, NY 12528
• 

  $100,000

  Sold May 15, 2026

  0 Haviland Rd Unit KEY899872, Highland, NY 12528

  • Land
  • 1.5 Acres
  • $66,667 per Acre

  Last Sold Summary

  • 33% Below List Price
  • 191 Days On Market

  Last Listing Agent Anthony DeGelormo Century 21 Alliance Rlty Group

  0 Haviland Rd Unit KEY899872, Highland, NY 12528
• 

  Est $736,827

  Not Listed For Sale

  6 Wellington Place, Highland, NY 12528

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

  6 Wellington Place, Highland, NY 12528

  Last Sold Summary

  • 30 Days On Market
• 

  

  /28

  $395,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,494 Sq Ft

  131 Station Rd, Highland, NY 12528

  2-Family Country Farmhouse on 6.63 Acres – Circa 1900Modest 2-family country farmhouse set on 6.63 acres, offering space, light, and plenty of potential. This home features lots of windows throughout, bringing in natural light, along with original moldings and doors that add character. The upstairs unit is a cozy, renovated 2-bedroom with a newer kitchen, vinyl plank flooring, and a tiled

  Toni Petfield Century 21 Alliance Rlty Group

  131 Station Rd, Highland, NY 12528
• 

  

  /19

  $335,000

  Sold Aug 29, 2025

  72 Sterling Place, Highland, NY 12528

  • 2 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Above List Price
  • $239/SF
  • 9 Days On Market

  Current Estimated Value $353,529

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  72 Sterling Place, Highland, NY 12528
• 

  Est $389,380

  Not Listed For Sale

  235 Perkinsville Rd, Highland, NY 12528

  • 4 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • Built 1930

  235 Perkinsville Rd, Highland, NY 12528

  Last Sold Summary

  • 60 Days On Market
• 

  

  /14

  $254,999

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

  128 Vineyard Ave Unit 101, 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 101, Highland, NY 12528
• 

  

  /6

  $248,000

  Sold Feb 01, 2026

  9 Lumen Ln, Highland, NY 12528

  • Land
  • 6.2 Acres
  • $40,000 per Acre

  Last Sold Summary

  • 17% Below List Price
  • 223 Days On Market

  Last Listing Agent Theodore Chazkel BHHS HUDSON VALLEY PROP-NP

  9 Lumen Ln, Highland, NY 12528
• 

  Est $399,946

  Not Listed For Sale

  231 Perkinsville Rd, Highland, NY 12528

  • 2 Beds
  • 1.5 Baths
  • 1,476 Sq Ft
  • Built 1954

  231 Perkinsville Rd, Highland, NY 12528

  Last Sold Summary

  • 38 Days On Market
• 

  

  /14

  $254,999

  $15K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

  128 Vineyard Ave Unit 103, 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 103, Highland, NY 12528
• 

  

  /36

  $470,000

  Sold Sep 12, 2025

  136 Chapel Hill Rd, Highland, NY 12528

  • 4 Beds
  • 1.5 Baths
  • 1,449 Sq Ft
  • Built 1930

  Last Sold Summary

  • 11% Above List Price
  • $324/SF
  • 25 Days On Market

  Current Estimated Value $478,003

  Last Listing Agent Sally Sprogis Four Seasons Sotheby's Int'l R

  136 Chapel Hill Rd, Highland, NY 12528
• 

  Est $440,642

  Not Listed For Sale

  325 Perkinsville Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Built 1996

  325 Perkinsville Rd, Highland, NY 12528

  Last Sold Summary

  • 88 Days On Market
• 

  

  /14

  $270,000

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

  128 Vineyard Ave Unit 107, 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 107, Highland, NY 12528

Showing Results 241 - 280, Page 7 of 18