Homes in ZIP Code 12528

/18
$165,000

Pending
- 3 Beds
- 1 Bath
- 928 Sq Ft
41 Grand St, Highland, NY 12528

Opportunity Knocks Bring Your Vision! This charming circa 1800 Cape style home (928 sq ft) is ready for its next chapter. Sitting on a level lot with mature trees and a classic covered front porch, this property offers solid bones and endless potential for the right buyer. Whether you're an investor looking for your next project, a first-time buyer ready to build equity, or a handy homeowner with

Danielle Carlson-Murphy

Start Home Smart, Inc.

41 Grand St, Highland, NY 12528
/19
$2,600 Per Month
- 2 Beds
- 1 Bath
- 946 Sq Ft
- Condo for Rent
561 Gregory Ct, Highland, NY 12528

Newly renovated 2 BR/ 1bath + den condominium ideally located minutes from the Mid-Hudson Bridge available for rent September 1, 2026. Minutes from major shopping and restaurants as well as the Walkway Over the Hudson State Park, major roadways and businesses in the Highland Central School District.

John Quinn Quinn Realty Group Inc.

561 Gregory Ct, Highland, NY 12528
$527,000

Sold May 20, 2026

44 Clearwater Rd, Highland, NY 12528
- 4 Beds
- 3 Baths
- 2,850 Sq Ft
- Built 1969
Last Sold Summary
- 2% Above List Price
- $185/SF
- 33 Days On Market
Current Estimated Value $544,526

Last Listing Agent Jacob Cohen eXp Realty

44 Clearwater Rd, Highland, NY 12528

Not Listed For Sale

21 Triangle of Clearwater Rd, Highland, NY 12528
- 3 Beds
- 1.5 Baths
- 1,196 Sq Ft
- Built 1960
21 Triangle of Clearwater Rd, Highland, NY 12528

Last Sold Summary
- 10 Days On Market
Last Listing Agent Dustin Leibowitz eXp Realty

/2
$350,000
- Land
- 14.5 Acres
- $24,138 per Acre
(Lot 3) 111 South St, Highland, NY 12528

Build your custom dream home on this shovel-ready 13-acre homesite in a newly approved and recorded 4-lot subdivision totaling nearly 49 acres. All the hard work is done: perc test completed, well & septic approved by the Ulster County Board of Health, and electric & fiber already run to the shared driveway. Accessed via a common driveway, the lot offers privacy and a natural Hudson Valley

Mark Friedman

McGrath Realty Inc

(Lot 3) 111 South St, Highland, NY 12528
/12
$2,495 Per Month
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
- House for Rent
7 Mill St, Clintondale, NY 12515

This updated first floor 3 Bedroom Apartment with 2 FULL bathrooms. Equipped with new flooring, a new kitchen with stainless steel appliances, laundry room, backyard and plenty of parking, this home offers plenty of space for you to relax and unwind. The baseboard heating system will keep you warm and comfortable during the colder months, and with heat and water included in the rent, you won't

7 Mill St, Clintondale, NY 12515
/38
$380,000

Sold Oct 03, 2025

399 New Paltz Rd, Highland, NY 12528
- 4 Beds
- 3 Baths
- 2,700 Sq Ft
- Built 1992
Last Sold Summary
- 9% Above List Price
- $141/SF
- 18 Days On Market
Current Estimated Value $423,619

Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

399 New Paltz Rd, Highland, NY 12528

/44
Not Listed For Sale

330 Station Rd, Highland, NY 12528
- 3 Beds
- 3.5 Baths
- 3,491 Sq Ft
- Built 2025
330 Station Rd, Highland, NY 12528

Last Sold Summary
- 84 Days On Market
Last Listing Agent Danielle Bartula Howard Hanna Rand Realty

/2
$185,000
- Land
- 10,454 Sq Ft
- $770,833 per Acre
224 Vineyard Ave, Highland, NY 12528

Recent home demolished and removed. .24 acre lot with town water and sewer (Natural gas on the street but not to the lot). 1.5 miles to the Hamlet of Highland. Ask us about our custom home affordability program.

Danielle Carlson-Murphy

Start Home Smart, Inc.

224 Vineyard Ave, Highland, NY 12528
/8
$1,900 Per Month
- 1 Bed
- 1 Bath
- 920 Sq Ft
- Apartment for Rent
28 Toc Dr Unit 1, Highland, NY 12528

Fully renovated 1-bedroom apartment available in Highland, NY! This bright and welcoming unit features updated flooring, refreshed lighting, and a clean, stylish feel throughout. The bedroom offers great natural light and ample closet space. Conveniently located near local shops, restaurants, and public transportation, this apartment offers both comfort and convenience in the heart of Highland.

Yesenia Pagan Keller Williams Realty Partner

28 Toc Dr Unit 1, Highland, NY 12528
$300,000

Sold Apr 15, 2026

787 Gregory Ct, Highland, NY 12528
- 2 Beds
- 1 Bath
- 946 Sq Ft
- Built 2004
Last Sold Summary
- 2% Above List Price
- $317/SF
- 18 Days On Market
Current Estimated Value $299,330

Last Listing Agent Eugene Valoy BHHS Hudson Valley Properties

787 Gregory Ct, Highland, NY 12528

/26
Not Listed For Sale

7 Sunnybrook Cir, Highland, NY 12528
- 3 Beds
- 1.5 Baths
- 1,160 Sq Ft
- Built 1974
7 Sunnybrook Cir, Highland, NY 12528

Last Sold Summary
- 25 Days On Market
Last Listing Agent Michele Rios BHHS Hudson Valley Properties

/12
$135,000

$15K PRICE DROP Pending
- 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
/20
$2,600 Per Month
- 2 Beds
- 1.5 Baths
- 1,047 Sq Ft
- Townhouse for Rent
56 Sterling Place, Highland, NY 12528

Charming 2-Bedroom Townhouse for Rent in Highland, NYWelcome to 56 Sterling Place in Highland, NY! This inviting 2-bedroom, 1.5-bath townhouse offers comfortable living in a welcoming community with fantastic amenities right at your doorstep.Residents can enjoy a variety of community amenities, including a swimming pool, tennis courts, basketball courts, and a playground—providing

John Quinn Quinn Realty Group Inc

56 Sterling Place, Highland, NY 12528
/27
$625,000

Sold Jun 01, 2026

660 N Chodikee Lake Rd, Highland, NY 12528
- 3 Beds
- 2 Baths
- 3,486 Sq Ft
- Built 1974
Last Sold Summary
- 7% Above List Price
- $179/SF
- 35 Days On Market
Current Estimated Value $618,658

Last Listing Agent Hayes Clement Compass Greater New York, LLC

660 N Chodikee Lake Rd, Highland, NY 12528

/32
Not Listed For Sale

420 Crescent Ave, Highland, NY 12528
- 24 Beds
- 23 Baths
- 15,000 Sq Ft
- Built 1972
420 Crescent Ave, Highland, NY 12528

Last Sold Summary
- 26 Days On Market
Last Listing Agent Matt Eyler New Paltz Properties

/2
$200,000
- Land
- 6.2 Acres
- $32,258 per Acre
0 Vineyard Ave Unit 20256184, Highland, NY 12528

Rare find. 6.2 acres with town water, sewer and gas. 1/2 zoning can have single family, multi family and multiple units.

Danielle Carlson-Murphy

Start Home Smart, Inc.

0 Vineyard Ave Unit 20256184, Highland, NY 12528
/49
$7,492 Per Month
- 3 Beds
- 2.5 Baths
- 2,531 Sq Ft
- House for Rent
475 N Riverside Rd, Highland, NY 12528

Nestled on a picturesque 5.7-acre setting and set well back from the road, this stunning and prestigious A-Frame home offers privacy, beauty, and exceptional living space. A long, scenic driveway welcomes you to this one-of-a-kind property, where natural surroundings and timeless architecture create a true Hudson Valley retreat. The main level features 3 bedrooms and 3.5 bathrooms, including a

Anne Marie O'Brien Curasi Realty, Inc.

475 N Riverside Rd, Highland, NY 12528
/23
$278,000

Sold Jan 28, 2026

48 Sunny Brook Cir, Highland, NY 12528
- 2 Beds
- 2 Baths
- 1,056 Sq Ft
- Built 1974
Last Sold Summary
- 6% Below List Price
- $263/SF
- 32 Days On Market
Current Estimated Value $291,589

Last Listing Agent Leigh Wagner-Quintana Past Member

48 Sunny Brook Cir, Highland, NY 12528

Not Listed For Sale

546 South St, Highland, NY 12528
- 5 Beds
- 2 Baths
- 2,500 Sq Ft
- Built 1932
546 South St, Highland, NY 12528

Last Sold Summary
- 81 Days On Market
Last Listing Agent Lindsay Stevens eXp Realty

/3
$469,000

New Construction
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
224 Vineyard Ave, Highland, NY 12528

Ready-To-Build 3-Bedroom Home with Mountain Views - Prime Location Near Town This won't last long ready to-built. Still time to customize the floor plan, pick colors, countertops and more. 3-bedroom, 2-bathroom home on a scenic .24-acre lot with stunning Illinois Mountain views. Perfectly situated just minutes from town, you'll enjoy close proximity to restaurants, the train station, wineries,

Danielle Carlson-Murphy

Start Home Smart, Inc.

224 Vineyard Ave, Highland, NY 12528
/13
$2,900 Per Month
- 3 Beds
- 1.5 Baths
- 2,000 Sq Ft
- House for Rent
155-157 Vineyard Ave, Highland, NY 12528

Charming Highland Rental - 155-157 Vineyard Ave, Highland, NY 12528This conveniently located rental offers a comfortable place to call home in the heart of the Hudson Valley.The home features large 3 bedrooms and 1.5 bathrooms, with an open layout in the living area. Enjoy the ample yard along with the convenience of being close to everything Highland has to offer.The location

John Quinn Quinn Realty Group Inc.

155-157 Vineyard Ave, Highland, NY 12528
/49
$417,865

Sold Jan 14, 2026

307 Vineyard Ave, Highland, NY 12528
- 4 Beds
- 2 Baths
- 2,128 Sq Ft
- Built 1900
Last Sold Summary
- $196/SF
- 71 Days On Market
Current Estimated Value $459,628

Last Listing Agent Debra Dooley BHHS HUDSON VALLEY PROP-NP

307 Vineyard Ave, Highland, NY 12528

Not Listed For Sale

Lot 55 Timber Lake Dr, Eldred, NY 12528
Lot 55 Timber Lake Dr, Eldred, NY 12528

Last Sold Summary
- 37 Days On Market
Last Listing Agent Jane Panico Realty Promotions Inc

/18
$460,000

New Construction $20K PRICE INCREASE Pending
- 3 Beds
- 2.5 Baths
- 1,554 Sq Ft
TBD Devlin Rd Rd, Highland Lake, NY 12528

Beautiful New Construction Contemporary- This 3 bedroom home offers modern design with a welcoming covered front porch. Enjoy nearby outdoor recreation along the Delaware River with fishing, rafting, and kayaking just minutes away. Inside, the spacious floor plan includes an oversized living room, a formal dining room with sliders to the back deck, and a custom kitchen featuring granite or quartz

Chris Ogden

Realty Promotions Inc

TBD Devlin Rd Rd, Highland Lake, NY 12528
/23
$2,400 Per Month
- 2 Beds
- 2.5 Baths
- 1,300 Sq Ft
- Apartment for Rent
794 South St Unit 1, Highland, NY 12528

Welcome to 794 South Street, Unit #1 — a townhouse-style rental built in 2017 and thoughtfully refreshed. This spacious 2-bedroom, 2.5-bath end unit offers approximately 1,300 square feet of living space across two floors. The functional floor plan features an open-concept kitchen, spacious living room, walk-in closets, a full bathroom conveniently located off each bedroom, and a first-floor half

Felix Pena RE/MAX Benchmark Realty Group

794 South St Unit 1, Highland, NY 12528
$499,000

Sold Feb 03, 2026

123 Vineyard Ave, Highland, NY 12528
- 4 Beds
- 3 Baths
- 2,400 Sq Ft
- Built 1900
Last Sold Summary
- 17% Below List Price
- $208/SF
- 68 Days On Market
Current Estimated Value $517,826

Last Listing Agent Dawn Passante Coldwell Banker Village Green

123 Vineyard Ave, Highland, NY 12528

Not Listed For Sale

Lot 53 Timber Lake Dr, Eldred, NY 12528
Lot 53 Timber Lake Dr, Eldred, NY 12528

Last Sold Summary
- 37 Days On Market
Last Listing Agent Jane Panico Realty Promotions Inc

/45
$550,000

$25K PRICE DROP
- 4 Beds
- 3 Baths
- 2,224 Sq Ft
9 Roxanne Blvd, Highland, NY 12528

Welcome to this beautifully maintained split-level home, offering the perfect blend of comfort, functionality, and style. Featuring 4 spacious bedrooms and 3 full bathrooms, plus an additional flex room on the lower level that can serve as a 5th bedroom, home office, or recreation space, this home provides room for everyone.Freshly painted and situated on a quiet dead-end street in one of the

Simone Edwards Edwards Properties

9 Roxanne Blvd, Highland, NY 12528
/8
$2,000 Per Month
- 2 Beds
- 1 Bath
- 800 Sq Ft
- Apartment for Rent
635 South St Unit 8, Highland, NY 12528

Newly renovated, two bedroom, one bath apartment in a peaceful and serene setting. Commuter friendly with it's proximity to Rt. 9W & 299, Mid-Hudson & Newburgh-Beacon Bridges, NYS Thruway & I-84 as well as the Poughkeepsie Train Station. It is also centrally located to dining, shopping & entertainment. No pets, no smoking or vaping on the premises.

Kathleen Mackey Summerset Realty

635 South St Unit 8, Highland, NY 12528
$450,000

Sold Sep 04, 2026

11 Sharon Dr, Highland, NY 12528
- 3 Beds
- 1.5 Baths
- 1,092 Sq Ft
- Built 1982
Last Sold Summary
- $412/SF
- 22 Days On Market
Current Estimated Value $439,946

Last Listing Agent Neeta Gupta Redfin Real Estate

11 Sharon Dr, Highland, NY 12528

/41
Not Listed For Sale

217 Hawley's Corners Rd, Highland, NY 12528
- 3 Beds
- 2 Baths
- 1,547 Sq Ft
- Built 1900
217 Hawley's Corners Rd, Highland, NY 12528

Last Sold Summary
- 42 Days On Market
Last Listing Agent Angela Paul Past Member

/32
$1,995,000

$195K PRICE DROP
- 3 Beds
- 3 Baths
- 3,511 Sq Ft
400 N Elting Corners Rd, Highland, NY 12528

Perched at the end of a long winding driveway and surrounded by 24 acres of private woods, this extraordinary steel-built contemporary home offers architectural sophistication tucked quietly into the landscape of Highland, NY. Designed as both a statement in modern design and a deeply immersive retreat, the home balances bold structural elements with warmth, texture, and a constant connection to

Richard Vizzini Corcoran Country Living

400 N Elting Corners Rd, Highland, NY 12528
/7
$1,950 Per Month
- 2 Beds
- 1 Bath
- 750 Sq Ft
- Apartment for Rent
70 New Paltz Rd Unit 2D, Highland, NY 12528

2 Bedroom beautifully styled 2nd floor apartment on a country road in Highland. Close to Poughkeepsie and Metro North as well as New Paltz and Highland with amenities galore. I87 is only 4 miles away. Apartment is equipped with beautiful sleek stainless appliances and stylish cabinetry. The large windows allow for beautiful natural light. Access to a large back yard for cook outs and recreation.

Pamela Di Martino Curasi Realty, Inc.

70 New Paltz Rd Unit 2D, Highland, NY 12528
$564,000

Sold Jun 16, 2026

4 Cusa Dr, Highland, NY 12528
- 3 Beds
- 3 Baths
- 2,040 Sq Ft
- Built 1984
Last Sold Summary
- 7% Above List Price
- $276/SF
- 64 Days On Market
Current Estimated Value $557,686

Last Listing Agent Sandra Spector Howard Hanna Rand Realty

4 Cusa Dr, Highland, NY 12528

/28
Not Listed For Sale

440 N Elting Corners Rd, Lloyd, NY 12528
440 N Elting Corners Rd, Lloyd, NY 12528

Last Sold Summary
- 28 Days On Market
Last Listing Agent Bruce Stalnaker Coldwell Banker Village GreenN

/41
$449,999
- 4 Beds
- 2 Baths
- 1,545 Sq Ft
27 Old Mill Rd, Esopus, NY 12429

This Cape Cod is on a "no thru traffic" road situated on a half acre lot and is being sold with a neighboring lot included in price(15 Old Mill Rd) with a separate deed which will give you a total of almost 2 acres if you wish too keep both. The cape has a fenced yard on the half acre and the adjoining lot which is cleared has a seasonal waterfall and plenty of room to roam on cleared land with

Theresa Holmes KW Hudson Valley United

27 Old Mill Rd, Esopus, NY 12429
/13
$2,100 Per Month
- 2 Beds
- 1 Bath
- 760 Sq Ft
- Apartment for Rent
47-49 Mile Hill Rd, Highland, NY 12528

Beautifully Renovated 2-Bedroom Unit for RentWelcome home to this beautifully renovated 2-bedroom unit located on a quiet street, just minutes from the Hudson River and the Poughkeepsie Bridge. Enjoy convenient access to major commuter roads, shopping, restaurants, parks, and everything the area has to offer.This unit has been thoughtfully updated with:Brand-new carpet

Marie-Louise Enderle BHHS Hudson Valley Properties

47-49 Mile Hill Rd, Highland, NY 12528
$340,000

Sold May 28, 2026

396 Crescent Ave, Highland, NY 12528
- 2 Beds
- 1 Bath
- 1,073 Sq Ft
- Built 1962
Last Sold Summary
- 14% Above List Price
- $317/SF
- 47 Days On Market
Current Estimated Value $334,827

Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

396 Crescent Ave, Highland, NY 12528

/23
Not Listed For Sale

4 Sunnybrook Cir, Highland, NY 12528
- 3 Beds
- 1.5 Baths
- 1,220 Sq Ft
- Built 1974
4 Sunnybrook Cir, Highland, NY 12528

Last Sold Summary
- 110 Days On Market
Last Listing Agent Anita Cunniff Boxwood Realty and Design

Showing Results 41 - 80, Page 2 of 18

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