Highland, NY Homes

/32
$499,000
- 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
$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 $322,069

Last Listing Agent Nancy Diehl Rita Levine Real Estate

422 Gregory Ct Unit 307, Highland, NY 12528

Est $605,738 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
- 8% Above List Price
- $227/SF
- 33 Days On Market
Last Sold Price $560,188

Last Listing Agent Leigh Wagner-Quintana Keller Williams Hudson Valley

/21
$499,000
- 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
/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 $174,000

Last Listing Agent Kristi Mordica Welch Realty Inc.

536 N Riverside Rd, Highland, NY 12528

/26
Est $629,709 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
- 8% Above List Price
- $244/SF
- 30 Days On Market
Last Sold Price $585,000

Last Listing Agent Jason Nadeau Compass Greater NY, LLC

/33
$450,000 Pending
- 3 Beds
- 2 Baths
- 2,715 Sq Ft
334 Pancake Hollow Rd, Highland, NY 12528

With 3 bedrooms, 2 full bathrooms, and 2,715 square feet of flexible living space, this turnkey home is ready for you to move right in and make it your own. At the heart of the home is a spacious open-concept kitchen and living room — perfect for everyday living and effortless entertaining. The generously sized primary suite offers both privacy and potential, with space to add an additional

Leigh Wagner-Quintana Keller Williams Realty HV Nort

334 Pancake Hollow 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 $554,787

Last Listing Agent Lindsay Rothman Compass Greater NY LLC

5 Willow Dock Rd, Highland, NY 12528

Est $497,432 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
- 13% Above List Price
- $251/SF
- 23 Days On Market
Last Sold Price $439,000

Last Listing Agent Andre Aivazians HomeSmart Homes & Estates

/48
$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

Patricia Lucey Picture It Sold, LLC

62 Clearwater Rd, 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

/11
Est $442,570 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
- 9% Above List Price
- $286/SF
- 12 Days On Market
Last Sold Price $405,500

Last Listing Agent Jason Schobert eXp Realty, LLC

/23
$425,000 Pending
- 4 Beds
- 2 Baths
- 1,516 Sq Ft
25 Mile Hill Rd, Highland, NY 12528

Tastefully updated 4 bedroom, 2 bath raised ranch loaded with designer finishes. Spacious kitchen w/center island, quartz counters & stainless appliances flows seamlessly to living room, creating a perfect layout for entertaining. Three main level bedrooms and remodeled bathroom. Lower level includes fourth bedroom/family room, updated bathroom, laundry room, mudroom & large storage room.

Dan Axtmann BHHS Hudson Valley Properties

25 Mile Hill Rd, 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 $444,809

Last Listing Agent Dawn Passante Coldwell Banker Village Green

224 Martin Ave, Highland, NY 12528

Est $533,324 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
- 16% Above List Price
- $239/SF
- 53 Days On Market
Last Sold Price $460,000

Last Listing Agent William Bergin RE/MAX Benchmark Realty Group

/35
$4,600,000
- 16 Beds
- 10.5 Baths
- 11,160 Sq Ft
35 Washington Lake Rd, Highland, NY 12792

Amazing One-of-a-kind Lakefront Home! This magnificent 11,000+ SF home features massive 2 story great room w/ stone fireplace, floating staircase & spiral staircase, commercial kitchen w/ walk in freezer & refrigerator, huge dining area/ game room/ wet bar. The home also offers 16 bedrooms, 10.5 baths, theater room, office, enclosed porch, huge patio featuring outdoor kitchen w/ wood fired pizza

Jill Barnes Cabins & Canoes Real Estate

35 Washington Lake Rd, Highland, NY 12792
/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 $135,482

Last Listing Agent Michelle England Howard Hanna Rand Realty

251 Fosler Rd, Highland, NY 12528

/28
Est $276,001 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
- 49% Above List Price
- $207/SF
- 7 Days On Market
Last Sold Price $185,000

Last Listing Agent Dylan Taft Taft Street Realty, Inc.

/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 $382,954

Last Listing Agent Ronnie Rebis Grist Mill Real Estate

365 Crescent Ave Unit 367, 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

Last Listing Agent Jason Schobert eXp Realty, LLC

/7
$219,900 Pending
- 2 Beds
- 1 Bath
- 1,096 Sq Ft
18 Hillside Place, Highland, NY 12528

Cozy two bedroom home within walking distance to the village shops and restaurants in Highland. Great location on a dead end street and great opportunity for the saavy buyer. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer

Brian Smith River Realty Services, Inc.

18 Hillside Place, Highland, NY 12528
$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 $545,686

Last Listing Agent John Olivero Keller Williams Realty

6 Emerson Terrace, Highland, NY 12528

/16
Est $493,691 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
- 20% Above List Price
- $228/SF
- 6 Days On Market
Last Sold Price $412,000

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
/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 $411,958

Last Listing Agent Leigh Wagner-Quintana Keller Williams Realty HV Nort

41 New Paltz Rd, Highland, NY 12528

Est $389,779 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
- 26% Above List Price
- $156/SF
- 73 Days On Market
Last Sold Price $308,500

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

/3
$4,400,000
- Land
- 73.7 Acres
- $59,701 per Acre
00 Vineyard Ave, Highland, NY 12528

Multi family property consisting of R-1/4, R-1/2 and R-1 zoning. Totaling 73 plus acres with two access points along Rte 44, Vineyard Avenue, in the Town of Lloyd, Ulster County, NY. One on the South end of the property with 150 feet of frontage along Vineyard Avenue and one on the North end of the property with 50 feet of frontage along Vineyard Avenue. Property slopes gently upward from road

Robert Vitanza Rand Commercial

00 Vineyard Ave, Highland, NY 12528
/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 $164,673

Last Listing Agent Brian Cafferty Halter Associates Realty

274 Swartekill Rd, Highland, NY 12528

/49
Est $524,993 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
- 11% Above List Price
- $254/SF
- 81 Days On Market
Last Sold Price $475,000

Last Listing Agent Barbara Korabel Four Seasons Realty Group

/29
$1,050,000
- 8 Beds
- 8 Baths
- 7,200 Sq Ft
223 Vineyard Ave, Highland, NY 12528

Presenting an exceptional opportunity to acquire a well maintained and strong cash flowing Fourplex rental property. Welcome to 223 Vineyard Ave, Highland NY! This property is a Fourplex apartment building that was built in 1991. Each apartment unit has three large sized floors. On the first floor of each unit, you have a large kitchen, dining room, half bath, and living room. On the second

Jorge Lugo Real Broker NY LLC

223 Vineyard Ave, Highland, NY 12528
/30
$340,000 Sold Aug 06, 2025

26 Toc Dr, Highland, NY 12528
- 4 Beds
- 2 Baths
- 1,368 Sq Ft
- Built 1995
Last Sold Summary
- 23% Below List Price
- $249/SF
- 321 Days On Market
Current Estimated Value $356,705

Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

26 Toc Dr, Highland, NY 12528

Est $423,947 Not Listed For Sale

11 Blossom Grove Ct, Highland, NY 12528
- 2 Beds
- 2 Baths
- 1,092 Sq Ft
- Built 1994
11 Blossom Grove Ct, Highland, NY 12528

Last Sold Summary
- 15% Above List Price
- $339/SF
- 23 Days On Market
Last Sold Price $370,000

Last Listing Agent Gary MacEntee Keller Williams Realty

/13
$500,000
- Land
- 11.5 Acres
- $43,478 per Acre
TBD Rt 9w, Highland, NY 12528

Attention Investors! 11.5 acres located just minutes from the Mid-Hudson Bridge in desirable Highland, NY ready for developing. Ideally located on a high traffic state highway with over 1,000 feet of road frontage and tons of visibility. This lot sits directly across the highway from the future river front development named 'The Hudson Valley Wine Village' which is proposed to have 800 new

John Quinn Quinn Realty Group Inc.

TBD Rt 9w, Highland, NY 12528
$300,000 Sold Oct 21, 2025

660 Gregory Ct Unit 410, Highland, NY 12528
- 2 Beds
- 1 Bath
- 946 Sq Ft
- Built 2003
Last Sold Summary
- 9% Above List Price
- $317/SF
- 62 Days On Market
Current Estimated Value $301,550

Last Listing Agent John Durso Keller Williams Realty Partner

660 Gregory Ct Unit 410, Highland, NY 12528

Est $323,125 Not Listed For Sale

835 South St, Highland, NY 12528
- 2 Beds
- 1 Bath
- 918 Sq Ft
- Built 1880
835 South St, Highland, NY 12528

Last Sold Summary
- 1% Above List Price
- $349/SF
- 100 Days On Market
Last Sold Price $320,000

Last Listing Agent Alexandra Taylor Keller Williams Hudson Valley

/2
$29,000
- Land
- 0.79 Acre
- $36,709 per Acre
0 Hartung Rd Unit H6242040, Highland, NY 12732

Fantastic level lot. Minutes walk to Sand Beach. Close to lots of great local restaurants, Bethel Woods performing arts center and the Delaware river.

Dawn Payne Payne Team LLC

0 Hartung Rd Unit H6242040, Highland, NY 12732
/7
$40,000 Sold Feb 27, 2026

TBD Hawleys Corners Rd, Highland, NY 12528
- Land
- 2.9 Acres
- $13,793 per Acre
Last Sold Summary
- 9% Below List Price
- 104 Days On Market
Last Listing Agent Dominick Martorana Century 21 Alliance-NP

TBD Hawleys Corners Rd, Highland, NY 12528

Est $570,377 Not Listed For Sale

29 Glen Rock Cir, Highland, NY 12528
- 4 Beds
- 2.5 Baths
- 2,385 Sq Ft
- Built 2007
29 Glen Rock Cir, Highland, NY 12528

Last Sold Summary
- 4% Above List Price
- $231/SF
- 16 Days On Market
Last Sold Price $549,999

Last Listing Agent JOHN SCARANO Keller Williams Realty

/5
$59,000
- Land
- 6.06 Acres
- $9,736 per Acre
Lot 45 Split Rock Dr, Highland, NY 12719

Escape to total privacy on this peaceful 6.06-acre parcel in a desirable private community. Surrounded by nature, with pond views, this secluded lot offers the perfect setting for your dream getaway or year-round retreat. Tucked away in the heart of the Catskills, you’ll enjoy unmatched tranquility with easy access to local hiking, lakes, and charming towns. Build your vision where serenity meets

Dawn Payne Payne Team LLC

Lot 45 Split Rock Dr, Highland, NY 12719

Showing Results 81 - 120, Page 3 of 18

New York Ulster County Highland

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage