Highland, NY Homes

• 

  Est $367,005 Not Listed For Sale

  70 Argent Dr, Highland, NY 12528

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

  70 Argent Dr, Highland, NY 12528

  Last Sold Summary

  • 8% Above List Price
  • $231/SF
  • 27 Days On Market

  • Last Sold Price $340,000
  • Jul 19, 2023

  Last Listing Agent Simone Edwards Edwards Properties
• 

  

  

  /31

  $279,900 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
• 

  

  

  /21

  $410,000 Sold Jul 21, 2025

  15 Toc Dr, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,683 Sq Ft
  • Built 1987

  Last Sold Summary

  • 1% Below List Price
  • $244/SF
  • 69 Days On Market

  Current Estimated Value $422,374

  Last Listing Agent John Quinn Quinn Realty Group Inc.

  15 Toc Dr, Highland, NY 12528
• 

  Est $359,083 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

  • 9% Above List Price
  • $225/SF
  • 17 Days On Market

  • Last Sold Price $330,000
  • Jan 10, 2024

  Last Listing Agent Richard Baxter Keller Williams Realty
• 

  

  

  /13

  $265,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  128 Vineyard Ave Unit 205, 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 205, 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 $703,916

  Last Listing Agent Danielle Oliva Serhant LLC

  6 Wellington Place, Highland, NY 12528
• 

  Est $353,463 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

  • 7% Above List Price
  • $229/SF
  • 29 Days On Market

  • Last Sold Price $330,000
  • Feb 06, 2025

  Last Listing Agent Jennifer Fisher Keller Williams Realty
• 

  

  /12

  $135,000 Under Contract

  • 2 Beds
  • 1 Bath
  • 552 Sq Ft

  407 Swartekill Rd, Highland, NY 12528

  Charming 2-Bedroom Mobile Home on 1.29 Acres in Swartekill Neighborhood Discover the potential of this cozy 2-bedroom, 1-bathroom mobile home nestled on a spacious 1.29-acre lot in the desirable Swartekill neighborhood, located in the Town of Esopus and within the sought-after New Paltz School District. This property offers a unique opportunity for those looking to invest, renovate, or create

  Kristen Zigouras eXp Realty

  407 Swartekill 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
• 

  Est $288,824 Not Listed For Sale

  769 Gregory Ct, Highland, NY 12528

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

  769 Gregory Ct, Highland, NY 12528

  Last Sold Summary

  • 16% Above List Price
  • $264/SF
  • 33 Days On Market

  • Last Sold Price $250,000
  • Aug 08, 2023

  Last Listing Agent Robert Page Keller Williams Realty Partner
• 

  

  /60

  $599,500 Pending

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

  122 Vineyard Ave, Highland, NY 12528

  This1900's old style spacious 2-unit home with old charm and completely gutted with new upgraded modern conveniences, is situated in the quaint village of Highland. Detailed original woodwork staircase, arched entryways, and hardwood floors are throughout. The backyard has a patio to gather for a barbeque, lounge on a chair reading a book or listening to the sound of the babbling brook passing

  Maria Ferguson Hudson River Valley Properties

  122 Vineyard Ave, Highland, NY 12528
• 

  

  /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 $825,000

  Last Listing Agent Donna Brooks Compass Greater New York, LLC

  7 Elliotts Ln, Highland, NY 12528
• 

  

  /19

  Est $296,119 Not Listed For Sale

  561 Gregory Ct Unit 611, Highland, NY 12528

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

  561 Gregory Ct Unit 611, Highland, NY 12528

  Last Sold Summary

  • 14% Above List Price
  • $277/SF
  • 6 Days On Market

  • Last Sold Price $260,000
  • Jun 20, 2023

  Last Listing Agent Simone Edwards Edwards Properties
• 

  

  /23

  $340,000

  • 2 Beds
  • 1 Bath
  • 1,116 Sq Ft

  128 Vineyard Ave Unit 209, 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 1116-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 209, Highland, NY 12528
• 

  $329,000 Sold May 02, 2025

  43 Grand St, Highland, NY 12528

  • 3 Beds
  • 1.5 Baths
  • 1,317 Sq Ft
  • Built 1929

  Last Sold Summary

  • $250/SF
  • 68 Days On Market

  Current Estimated Value $344,270

  Last Listing Agent Ginalea Healy K. Fortuna Realty, Inc.

  43 Grand St, Highland, NY 12528
• 

  Est $300,678 Not Listed For Sale

  549 Gregory Ct Unit 68, Highland, NY 12528

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

  549 Gregory Ct Unit 68, Highland, NY 12528

  Last Sold Summary

  • 7% Above List Price
  • $296/SF
  • 31 Days On Market

  • Last Sold Price $280,000
  • Nov 09, 2023

  Last Listing Agent Cindy Schoenleber HomeSmart Homes & Estates
• 

  

  /14

  $339,000 Pending

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

  493 State Route 44-55, Highland, NY 12528

  One of a kind! Beautifully renovated 3 bedroom, 2 full bath home offering over 2,000 sq ft of versatile living space, including a lower level with private entrance, perfect for extended family, guests, home office, or mother-daughter setup within single-family living. Bright, open layout features laminate flooring, granite kitchen counters, central air, and a wood-burning stove that can heat the

  Stacie Romanelli BHHS Hudson Valley Properties

  493 State Route 44-55, 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 $385,791

  Last Listing Agent CAROL MC RITCHIE Thomas Zengen

  22 Washington Ave, Highland, NY 12528
• 

  Est $296,712 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

  • 6% Above List Price
  • $295/SF
  • 29 Days On Market

  • Last Sold Price $279,000
  • Jun 20, 2024

  Last Listing Agent Naomi Streicher Q Home Sales
• 

  

  /5

  $25,000

  • Land
  • 1.03 Acres
  • $24,272 per Acre

  0 Park Ln Unit KEY984771, Highland, NY 12792

  BUILDING LOT IN YULAN, NY - This is a cleared one acre parcel with the driveway and parking area installed. Electric is at the road and can easily be brought into the site. This little neighborhood is tucked away in the country with a ball field just down the road, makes this a special location for a new home. Approximately 2.5 hrs from NYC, makes this special property a very easy commute. Close

  Caroline Akt Caroline Akt Realty LLC

  0 Park Ln Unit KEY984771, Highland, NY 12792
• 

  $340,000 Sold May 09, 2025

  186 Sterling Place, Highland, NY 12528

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

  Last Sold Summary

  • 5% Above List Price
  • $244/SF
  • 17 Days On Market

  Current Estimated Value $354,976

  Last Listing Agent Ronald Green KW MidHudson

  186 Sterling Place, Highland, NY 12528
• 

  

  /16

  Est $305,659 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

  • 3% Above List Price
  • $313/SF
  • 7 Days On Market

  • Last Sold Price $297,500
  • Dec 06, 2024

  Last Listing Agent Angela Paul Century 21 Alliance Rlty Group
• 

  

  /50

  $1,250,000

  • 14 Beds
  • 9 Baths
  • 6,406 Sq Ft

  346 Crescent Ave, Highland, NY 12528

  The Historic “Clintondale Elixir Spring House”A timeless treasure, the historic Clintondale Elixir Spring House—originally built in 1790—is a rare and remarkable offering to the market. Encompassing over 6,400 square feet of living space, this distinguished residence invites you to create your forever home amid rich character and architectural beauty.Step through the welcoming

  Artur Galustyan Century 21 Alliance Rlty Group

  346 Crescent 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 $226,748

  Last Listing Agent Jonathan Minerick HomeCoin.com

  534 New Paltz Rd, Highland, NY 12528
• 

  

  /27

  Est $302,505 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

  • 6% Above List Price
  • $279/SF
  • 38 Days On Market

  • Last Sold Price $286,500
  • Oct 02, 2024

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN
• 

  

  /24

  $565,000

  • 3 Beds
  • 2 Baths
  • 2,086 Sq Ft

  269 Orchard Rd, Highland, NY 12528

  Nestled among scenic orchards is this beautiful, updated nineteenth century farm house situated on almost 20 acres of beautiful pasture land and woods. This charming 3 bedroom home has a lovely full bath and plenty of living space for both humans and horses alike. The current owner keeps her horses on the property which is equipped with 2 run-in sheds and 7 shed row stalls which all have power

  Daniel Balassone VYLLA Home

  269 Orchard Rd, Highland, NY 12528
• 

  

  /18

  $350,000 Sold Jul 01, 2025

  25 Deller Rd, Highland, NY 12528

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1986

  Last Sold Summary

  • 7% Below List Price
  • $184/SF
  • 64 Days On Market

  Current Estimated Value $373,947

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

  25 Deller Rd, Highland, NY 12528
• 

  Est $302,124 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

  • 14% Above List Price
  • $258/SF
  • 28 Days On Market

  • Last Sold Price $265,000
  • Sep 12, 2023

  Last Listing Agent Sally Sprogis Keller Williams Realty HV Nort
• 

  

  /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
• 

  

  /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
• 

  

  /16

  Est $301,672 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

  • 16% Above List Price
  • $253/SF
  • 28 Days On Market

  • Last Sold Price $260,000
  • Sep 28, 2023

  Last Listing Agent Deborah Laubach Hudson Dwellings Realty
• 

  

  /4

  $150,000 Pending

  • Land
  • 1.5 Acres
  • $100,000 per Acre

  0 Haviland Rd Unit KEY899872, Highland, NY 12528

  Discover the potential of this rare 1.5 acre non-conforming lot with breathtaking views of the Hudson River. This vacant parcel offers the perfect canvas for your dream build. Whether you envision a serene weekend retreat or a year round residence immersed in natures beauty. This property provides a gloriuos vantage point for sunrise coffee, sunset gatherings and endless water views. While the

  Anthony DeGelormo Century 21 Alliance Rlty Group

  0 Haviland Rd Unit KEY899872, 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 $869,592

  Last Listing Agent Lindsay Stevens eXp Realty

  1 Janine Place, Highland, NY 12528
• 

  

  /22

  Est $267,766 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

  • 37% Above List Price
  • $206/SF
  • 29 Days On Market

  • Last Sold Price $195,000
  • Sep 13, 2023

  Last Listing Agent Savannah Miceli Century 21 Alliance-NP
• 

  

  /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
• 

  $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 $562,973

  Last Listing Agent Gzim Hakanjin Coldwell Banker Realty

  17 Dogwood Knolls, Highland, NY 12528
• 

  Est $299,507 Not Listed For Sale

  210 Gregory Ct, Highland, NY 12528

  • 2 Beds
  • 2 Baths
  • 1,027 Sq Ft
  • Built 1990

  210 Gregory Ct, Highland, NY 12528

  Last Sold Summary

  • 19% Above List Price
  • $245/SF
  • 24 Days On Market

  • Last Sold Price $252,000
  • Jun 12, 2023

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties
• 

  

  /35

  $365,000 Pre-Foreclosure

  • 3 Beds
  • 1 Bath
  • 1,448 Sq Ft

  609 New Paltz Rd, Highland, NY 12528

  Welcome to 609 New Paltz Road in Highland a solid and spacious 3-bedroom, 1-bath ranch set on .61 of an acre in a highly convenient location. This well-built home offers a functional layout featuring a sun-filled living room with a cozy fireplace, a formal dining room perfect for gatherings, and a generously sized eat-in kitchen with ample space for everyday living. A separate laundry area adds

  Kyla Thomas Howard Hanna Rand Realty

  609 New Paltz Rd, Highland, NY 12528
• 

  $554,900 Sold Aug 07, 2025

  9 Lisa Dr, Highland, NY 12528

  • 3 Beds
  • 2.5 Baths
  • 2,681 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Below List Price
  • $207/SF
  • 47 Days On Market

  Current Estimated Value $566,498

  Last Listing Agent Salvatore Trapani Summerset Realty

  9 Lisa Dr, Highland, NY 12528
• 

  

  /8

  Est $260,631 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

  • 21% Above List Price
  • $223/SF
  • 10 Days On Market

  • Last Sold Price $215,000
  • Apr 19, 2024

  Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

Showing Results 201 - 240, Page 6 of 18