Highland, NY Homes

/19
$225,000
- Land
- 2.69 Acres
- $83,643 per Acre
19 Spruce Ln, Highland, NY 12528

Tucked along a quiet country lane just minutes from both Highland and the vibrant Village of New Paltz, this beautiful parcel offers the opportunity to create a home that feels connected to the landscape around it. Whether you envision a peaceful weekend retreat or the place you'll call home for years to come, this setting invites you to slow down and settle into the rhythm of the Hudson Valley.

Christina Ahouse Four Seasons Sotheby's Int'l-K

19 Spruce Ln, Highland, NY 12528
$540,000

Sold Feb 27, 2026

17 Carmella Rd, Highland, NY 12528
- 3 Beds
- 3 Baths
- 2,294 Sq Ft
- Built 2004
Last Sold Summary
- 4% Above List Price
- $235/SF
- 30 Days On Market
Current Estimated Value $564,876

Last Listing Agent Hamar Clarke Clarke Realty & Associates LLC

17 Carmella Rd, Highland, NY 12528

Est $373,900

Not Listed For Sale

114 Half Moon Rd, Highland, NY 12528
- 3 Beds
- 2 Baths
- 1,182 Sq Ft
- Built 1900
114 Half Moon Rd, Highland, NY 12528

Last Sold Summary
- 35 Days On Market
Last Listing Agent Anne Marie O'Brien Curasi Realty, Inc.

/50
$540,000

$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
/42
$485,000

Sold Mar 12, 2026

62 Clearwater Rd, Highland, NY 12528
- 4 Beds
- 3 Baths
- 1,824 Sq Ft
- Built 2005
Last Sold Summary
- 8% Below List Price
- $266/SF
- 140 Days On Market
Current Estimated Value $502,890

Last Listing Agent Angela Danosky Picture it Sold, LLC

62 Clearwater Rd, Highland, NY 12528

/19
Est $307,468

Not Listed For Sale

460 Vineyard Ave, Highland, NY 12528
- 2 Beds
- 1.5 Baths
- 1,470 Sq Ft
- Built 1950
460 Vineyard Ave, Highland, NY 12528

Last Sold Summary
- 52 Days On Market
Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

/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
/39
$1,195,000

Sold Jun 12, 2026

520 Plutarch Rd, Highland, NY 12528
- 4 Beds
- 3.5 Baths
- 2,240 Sq Ft
- Built 1991
Last Sold Summary
- $533/SF
- 13 Days On Market
Current Estimated Value $1,019,642

Last Listing Agent Diana Polack Compass Greater NY, LLC

520 Plutarch Rd, Highland, NY 12528

Est $279,322

Not Listed For Sale

430 Vineyard Ave, Highland, NY 12528
- 1 Bed
- 1 Bath
- 996 Sq Ft
- Built 1983
430 Vineyard Ave, Highland, NY 12528

Last Sold Summary
- 57 Days On Market
Last Listing Agent Federico Prada Curasi Realty, Inc.

/13
$265,000
- 1 Bed
- 1 Bath
- 730 Sq Ft
128 Vineyard Ave Unit 204, Highland, NY 12528

Welcome to Highbridge Crossing, a newly established 20-unit condominium community built in 2018, where modern industrial design, energy efficiency, and convenient Hudson Valley living come together. Thoughtfully constructed with contemporary finishes and ideally situated directly along the Hudson Valley Rail Trail, offering convenient access to the Walkway Over the Hudson—one of the region’s most

Alejandra Filiciotto Corcoran Country Living

128 Vineyard Ave Unit 204, Highland, NY 12528
/30
$385,000

Sold Jun 03, 2026

534 U S 44, Highland, NY 12528
- 3 Beds
- 2.5 Baths
- 1,104 Sq Ft
- Built 1920
Last Sold Summary
- 4% Above List Price
- $349/SF
- 16 Days On Market
Current Estimated Value $375,853

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

534 U S 44, Highland, NY 12528

Est $568,638

Not Listed For Sale

5 Lisa Dr, Highland, NY 12528
- 3 Beds
- 3 Baths
- 2,055 Sq Ft
- Built 1973
5 Lisa Dr, Highland, NY 12528

Last Sold Summary
- 70 Days On Market
Last Listing Agent Deborah Meurlin Exit Realty Connections

/50
$525,000
- 5 Beds
- 3 Baths
- 2,024 Sq Ft
191 Bedell Ave, Highland, NY 12528

Welcome to 191 Bedell Ave in Highland, a beautifully maintained home set high on a picturesque 1.46-acre lot where the setting feels just as special as the home itself.This sprawling raised ranch offers 5 bedrooms, 3 bathrooms, and generous living space filled with warmth, character, and natural light. Cathedral ceilings and hardwood floors create an open, inviting feel, while the large

Michael Cahill HomeSmart Homes & Estates

191 Bedell Ave, Highland, NY 12528
$280,000

Sold Apr 13, 2026

447 N Elting Corners Rd, Highland, NY 12528
- 4 Beds
- 2.5 Baths
- 2,408 Sq Ft
- Built 1989
Last Sold Summary
- 2% Below List Price
- $116/SF
- 60 Days On Market
Current Estimated Value $403,237

Last Listing Agent Jeffery Dolfinger Century 21 Hudson Valley Rlty.

447 N Elting Corners Rd, Highland, NY 12528

Est $613,463

Not Listed For Sale

9 Lisa Dr, Highland, NY 12528
- 3 Beds
- 2.5 Baths
- 2,681 Sq Ft
- Built 1973
9 Lisa Dr, Highland, NY 12528

Last Sold Summary
- 47 Days On Market
Last Listing Agent Salvatore Trapani Summerset Realty

/28
$485,000

Pending
- 3 Beds
- 2 Baths
- 1,635 Sq Ft
284 Tuckers Corners Rd, Highland, NY 12528

Welcome to comfortable country living in the heart of the Hudson Valley! Set on 3.6 picturesque acres in Highland, this inviting ranch-style home offers the perfect blend of space, comfort, and convenience.Inside, you'll find a spacious flex room that serves as the heart of the home, providing plenty of room for gatherings, relaxation, and everyday living. A beautiful fireplace creates a warm

Dawn Passante Coldwell Banker Village Green

284 Tuckers Corners Rd, Highland, NY 12528
/30
$366,000

Sold Feb 12, 2026

222 Sterling Place, Highland, NY 12528
- 2 Beds
- 2.5 Baths
- 1,900 Sq Ft
- Built 1999
Last Sold Summary
- 2% Above List Price
- $193/SF
- 36 Days On Market
Current Estimated Value $385,218

Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

222 Sterling Place, Highland, NY 12528

Est $421,272

Not Listed For Sale

320 Vineyard Ave, Highland, NY 12528
- 3 Beds
- 1.5 Baths
- 1,508 Sq Ft
- Built 1986
320 Vineyard Ave, Highland, NY 12528

Last Sold Summary
- 50 Days On Market
Last Listing Agent Genevieve Rolleri eXp Realty

/50
$999,000

$151K PRICE DROP
- 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
$605,000

Sold Dec 12, 2025

30 Mayer Dr, Highland, NY 12528
- 4 Beds
- 2.5 Baths
- 2,480 Sq Ft
- Built 2004
Last Sold Summary
- 4% Above List Price
- $244/SF
- 26 Days On Market
Current Estimated Value $643,400

Last Listing Agent Margaret Thorne KW MidHudson

30 Mayer Dr, Highland, NY 12528

/36
Est $495,363

Not Listed For Sale

136 Chapel Hill Rd, Highland, NY 12528
- 4 Beds
- 1.5 Baths
- 1,449 Sq Ft
- Built 1930
136 Chapel Hill Rd, Highland, NY 12528

Last Sold Summary
- 25 Days On Market
Last Listing Agent Sally Sprogis Four Seasons Sotheby's Int'l R

$495,900

New Construction
- 2 Beds
- 2 Baths
- 1,500+ Sq Ft
Berkshire Home Plan at Mountainside Woods, Highland, NY 12528

Meadow Creek Development Builder

2 Benjamin Dr Unit 42035492, Highland, NY 12528
$257,000

Sold Dec 10, 2025

53 Sunny Brook Cir, Highland, NY 12528
- 2 Beds
- 1 Bath
- 1,056 Sq Ft
- Built 1974
Last Sold Summary
- 7% Below List Price
- $243/SF
- 83 Days On Market
Current Estimated Value $276,390

Last Listing Agent Danielle Bartula Howard Hanna Rand Realty

53 Sunny Brook Cir, Highland, NY 12528

/35
Est $613,483

Not Listed For Sale

236 Chapel Hill Rd, Highland, NY 12528
- 3 Beds
- 2 Baths
- 2,185 Sq Ft
- Built 1940
236 Chapel Hill Rd, Highland, NY 12528

Last Sold Summary
- 68 Days On Market
Last Listing Agent Dylan Taft Taft Street Realty, Inc.

/15
$135,000

Pending
- 2 Beds
- 2 Baths
- 1,172 Sq Ft
499 State Route 299 Unit 48, Highland, NY 12528

Well maintained 2-Bedroom Mobile Home in Desirable Highland Woods Community - Welcome to easy, comfortable living in this delightful 2-bedroom, 2-bathroom home located in the peaceful Highland Woods Mobile Home Park. Featuring modern laminate flooring throughout, this move-in-ready residence offers a bright and functional layout. Highlights include a versatile three-season room-ideal for a

JoAnn Ellis Summerset Realty

499 State Route 299 Unit 48, Highland, NY 12528
$296,500

Sold Nov 24, 2025

22 Woodside Place, Highland, NY 12528
- 2 Beds
- 1 Bath
- 1,336 Sq Ft
- Built 1947
Last Sold Summary
- 1% Below List Price
- $222/SF
- 28 Days On Market
Current Estimated Value $323,671

Last Listing Agent MARIA FUERTES K. Fortuna Realty, Inc.

22 Woodside Place, Highland, NY 12528

Est $439,296

Not Listed For Sale

8 Perkinsville Rd, Highland, NY 12528
- 3 Beds
- 1.5 Baths
- 1,562 Sq Ft
- Built 1973
8 Perkinsville Rd, Highland, NY 12528

Last Sold Summary
- 83 Days On Market
Last Listing Agent Kelly Martin Martin Land & Estates LLC

/5
$95,000

Pending
- Land
- 23,958 Sq Ft
- $172,727 per Acre
536 N Riverside Rd, Highland, NY 12528

Ready, set, BUILD! Rare opportunity to purchase a development ready residential lot in the Town of Lloyd. This parcel includes approved plans for 1,894 sf two-story single- family home, saving a buyer months of design, engineering, and approval work. Water, sewer and electric are all existing, and much of preliminary groundwork has already been completed. Whether you're a builder, investor, or

Michelle Getty HVG Realty, Inc.

536 N Riverside Rd, Highland, NY 12528
$450,000

Sold Jul 09, 2026

12 Reservoir Rd, Highland, NY 12528
- 3 Beds
- 1 Bath
- 1,232 Sq Ft
- Built 1959
Last Sold Summary
- $365/SF
- 41 Days On Market
Current Estimated Value $449,164

Last Listing Agent Leigh Wagner-Quintana KW Hudson Valley North

12 Reservoir Rd, Highland, NY 12528

/31
Est $403,494

Not Listed For Sale

10 Perkinsville Rd, Highland, NY 12528
- 3 Beds
- 2 Baths
- 1,311 Sq Ft
- Built 1987
10 Perkinsville Rd, Highland, NY 12528

Last Sold Summary
- 29 Days On Market
Last Listing Agent Ewa Kusmierek eXp Realty, LLC

/3
$55,000

Pending
- Land
- 9,583 Sq Ft
- $250,000 per Acre
0 State Route 97 Unit KEY979499, Highland, NY 12719

Prime commercial opportunity at one of the busiest intersections in the area! Situated on the corner of Routes 97 & 55, this highly visible .22-acre parcel features an existing billboard perfect for generating immediate income or maximizing advertising exposure. Included is an additional .74-acre parcel just a short distance away, offering expanded potential for development or business

Dawn Payne Payne Team LLC

0 State Route 97 Unit KEY979499, Highland, NY 12719
$455,000

Sold Jul 24, 2026

130 Grand St, Highland, NY 12528
- 3 Beds
- 2 Baths
- 2,200 Sq Ft
- Built 1960
Last Sold Summary
- 9% Below List Price
- $207/SF
- 78 Days On Market
Current Estimated Value $466,197

Last Listing Agent Diane Crittenden Diane E. Crittenden

130 Grand St, Highland, NY 12528

/18
Est $415,102

Not Listed For Sale

25 Deller Rd, Highland, NY 12528
- 3 Beds
- 2 Baths
- 1,900 Sq Ft
- Built 1986
25 Deller Rd, Highland, NY 12528

Last Sold Summary
- 64 Days On Market
Last Listing Agent Dawn Passante Coldwell Banker Village GreenN

/40
$570,000

$15K PRICE DROP
- 3 Beds
- 2.5 Baths
- 2,856 Sq Ft
98 Black Creek Rd, Highland, NY 12528

Welcome to **98 Black Creek Road**—a beautifully maintained split-level home offering the perfect blend of privacy, space, and convenience in the heart of Esopus.Nestled on approximately **2 acres** of peaceful, tree-lined property, this move-in ready residence features **3 spacious bedrooms, 2.5 bathrooms, and over 2,200 square feet** of comfortable living space. Sunlight fills the open

Jorge Lugo Real Broker NY LLC

98 Black Creek Rd, Highland, NY 12528
/43
$240,000

Sold Oct 27, 2025

312 Crescent Ave, Highland, NY 12528
- 3 Beds
- 2 Baths
- 2,314 Sq Ft
- Built 1896
Last Sold Summary
- 37% Below List Price
- $104/SF
- 109 Days On Market
Current Estimated Value $351,072

Last Listing Agent Machree Quaker The Machree Group, LLC

312 Crescent Ave, Highland, NY 12528

/32
Est $410,984

Not Listed For Sale

84 Mayer Dr, Highland, NY 12528
- 3 Beds
- 1.5 Baths
- 1,361 Sq Ft
- Built 1950
84 Mayer Dr, Highland, NY 12528

Last Sold Summary
- 99 Days On Market
Last Listing Agent Dylan Taft Taft Street Realty, Inc.

/40
$440,000
- 3 Beds
- 2 Baths
- 1,352 Sq Ft
371 Crescent Ave, Highland, NY 12528

Welcome to 371 Crescent Ave, a gorgeously maintained and lovingly updated Hudson Valley home offering 3 bedrooms, 2 full baths, and just over 1,300 square feet of warm, thoughtfully designed living space set on 1.4 picturesque acres. From the moment you pull up, you'll feel it: this one feels like home. Start your mornings on the cozy covered front porch with a cup of coffee, and end your

Stephanie Way eXp Realty

371 Crescent Ave, Highland, NY 12528
/42
$470,000

Sold Oct 09, 2025

20 Lauretta Dr, Highland, NY 12528
- 3 Beds
- 2 Baths
- 2,248 Sq Ft
- Built 1963
Last Sold Summary
- 12% Above List Price
- $209/SF
- 27 Days On Market
Current Estimated Value $478,731

Last Listing Agent Peter Ilani BHHS HUDSON VALLEY PROP-R

20 Lauretta Dr, Highland, NY 12528

Est $640,211

Not Listed For Sale

44 Mayer Dr, Highland, NY 12528
- 4 Beds
- 2.5 Baths
- 2,847 Sq Ft
- Built 2006
44 Mayer Dr, Highland, NY 12528

Last Sold Summary
- 17 Days On Market
Last Listing Agent CORINNE LOMBARDI K. Fortuna Realty, Inc.

/10
$329,900

$15K PRICE DROP
- 4 Beds
- 1.5 Baths
- 2,040 Sq Ft
136 Camp Sunset Rd, Highland, NY 12528

Four bedroom, 1.5 bathroom Colonial in Town of Plattekill on 2.1 acres in Marlboro Schools! Rocking chair porch overlooking your side yard. Close to shopping, schools and amenities. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with rehab loan financing must be accompanied by pre-qual letter; cash offers with proof of funds. Please see agent remarks for access, showing

Brian Smith River Realty Services, Inc.

136 Camp Sunset Rd, Highland, NY 12528

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