Highland, NY Homes

Est $467,425 Not Listed For Sale
- 4 Beds
- 1 Bath
- 1,872 Sq Ft
745 State Route 44 55, Highland, NY 12528

745 State Route 44 55, Highland, NY 12528

/4
$150,000
- Land
- 1.50 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
/18
$165,000 Sold Jun 25, 2025
- Land
- 13 Acres
- $12,881 per Acre
- 98 Days On Market
274 Swartekill Rd, Highland, NY 12528

If you have been looking for that beautifully wooded and secluded parcel of land to build your home in the country, look no further. Located on Swarte Kill Road, one of the most quiet and picturesque rural roads in the Town of Esopus, you'll find 12.81 acres of pristine conifer and hardwood Forest, which is largely bounded by stunning hand laid stone walls. The property is accessed by an old

Brian Cafferty Halter Associates Realty

274 Swartekill Rd, Highland, NY 12528

Est $380,077 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,982 Sq Ft
683 State Route 44 55, Highland, NY 12528

683 State Route 44 55, Highland, NY 12528

/20
$270,000
- 2 Beds
- 1 Bath
- 1,056 Sq Ft
53 Sunny Brook Cir, Highland, NY 12528

Welcome to this inviting 2-bedroom end-unit townhouse, perfectly situated in one of Highland's most desirable and affordable communities. Offering both comfort and convenience, this home features a spacious layout, one-level living and a rare sense of privacy. Step outside to your own fenced-in patio — an ideal space for relaxing, gardening, or entertaining. Inside, you'll find two well-sized

Danielle Bartula Howard Hanna Rand Realty

53 Sunny Brook Cir, Highland, NY 12528
/41
$390,500 Sold Jun 24, 2025
- 1,547 Sq Ft
- $252/SF
- 42 Days On Market
- 3 Beds
- 2 Baths
- Built 1900
217 Hawley's Corners Rd, Highland, NY 12528

Move-in ready and set on 2 private acres, this charming 3-bedroom, 2-bath home is perfect for summer gatherings. The modern eat-in kitchen boasts stainless steel appliances, crisp white cabinetry, and durable laminate flooring. A breakfast bar seamlessly connects the kitchen to the inviting living room, creating an open and functional layout. The split floor plan offers a spacious primary bedroom

Angela Paul Past Member

217 Hawley's Corners Rd, Highland, NY 12528

Est $411,984 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,128 Sq Ft
36 Pancake Hollow Rd, Highland, NY 12528

36 Pancake Hollow Rd, Highland, NY 12528

/45
$325,000
- 2 Beds
- 2.5 Baths
- 1,396 Sq Ft
87 Sterling Place, Highland, NY 12528

Welcome to 87 Sterling Place in Highland, located right over the Mid Hudson Bridge. The home features 2 spacious rooms and a loft for a possible office or guest space. There is an attached 1 car garage perfect for sheltering you from the elements outside. Go shopping at Hannafords right next door and pull into your garage to unload the car – no more being out in the rain and snow unloading

Mark Snyder eXp Realty

87 Sterling Place, Highland, NY 12528
$260,000 Sold Jun 24, 2025
- 1,040 Sq Ft
- $250/SF
- 141 Days On Market
- 3 Beds
- 1 Bath
- Built 1963
411 Vineyard Ave, Highland, NY 12528

Three bedroom, one bathroom ranch with easy access to the Village of Highland! Cute brick home with covered front porch great for a hammock or rocking chair. Hardwood floors on the main level. Updated mechanicals. Basement area has additional rooms not included in finished square footage. Close to shopping, schools and amenities. Sold as-is. Buyer to pay NYS and any local transfer taxes.

Brian Smith River Realty Services, Inc.

411 Vineyard Ave, Highland, NY 12528

/49
Est $487,487 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 1,872 Sq Ft
23 Blossom Grove Ct, Highland, NY 12528

23 Blossom Grove Ct, Highland, NY 12528

/17
$349,000
- 3 Beds
- 1 Bath
- 1,816 Sq Ft
283 Hawleys Corners Rd, Highland, NY 12528

Nestled on a quiet country road in Highland, this inviting old-style home offers peaceful living on a cleared, and leveled, one-acre lot. Surrounded by nature, the property blends timeless charm with essential exterior modern updates. Including durable new siding, a freshly built deck perfect for relaxing or entertaining, a new roof, and updated gutters—ensuring years of worry-free enjoyment.

Dawn Passante Coldwell Banker Village GreenN

283 Hawleys Corners Rd, Highland, NY 12528
$50,000 Sold Jun 19, 2025
- Land
- 0.53 Acre
- $94,340 per Acre
- 222 Days On Market
2 Elting Place, Highland, NY 12528

Don't miss out on this unique vacant lot in the Historic Hamlet of Highland!! It is the last piece of land in the Hamlet of Highland that is in the Commercial/Business zone! OR you can develop it as a multi family with up to 4 townhome style homes! Water, sewer & natural gas are available to you! It is minutes to the Mid Hudson Bridge, the Walkway over the Hudson, New Paltz, the Thruway/87,

Kathy Dawson Howard Hanna Rand Realty

2 Elting Place, Highland, NY 12528

Est $605,683 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,385 Sq Ft
29 Glen Rock Cir, Highland, NY 12528

29 Glen Rock Cir, Highland, NY 12528

/8
$129,000
- 2 Beds
- 1 Bath
- 1,225 Sq Ft
69 North Rd, Highland, NY 12528

Yup! It's a bunch of work, but it'll be the cutest house around! This is located just outside of the charming, Historic Hamlet of Highland! Driveway & garage for off street parking. Close to the Mid Hudson Bridge, the Walkway over the Hudson, New Paltz, the Thruway/87, and so much more! Hike the ''Gunks'' and even the Catskills are so close! Love to eat out? There are sweet restaurants nearby!

Kathy Dawson Howard Hanna Rand Realty

69 North Rd, Highland, NY 12528
$405,000 Sold Jun 18, 2025
- 1,248 Sq Ft
- $325/SF
- 51 Days On Market
- 3 Beds
- 2 Baths
- Built 1987
618 N Chodikee Lake Rd, Highland, NY 12528

WOW! Stunning Renovation! This beautifully updated 3-bedroom 2 bath ranch, set on 1 acre on a country road, offers modern elegance throughout. The brand-new kitchen features quartz countertops, a marble backsplash, and new appliances. Gorgeous gleaming hardwood floors, updated lighting, and NEW bathrooms with the latest designer tiles. With NEW windows, vinyl siding, a full basement, and a

Naomi Streicher Q Home Sales

618 N Chodikee Lake Rd, Highland, NY 12528

/2
Est $659,519 Not Listed For Sale
- 4 Beds
- 4 Baths
- 2,560 Sq Ft
21 Glen Rock Cir, Highland, NY 12528

21 Glen Rock Cir, Highland, NY 12528

/28
$330,000
- 2 Beds
- 1 Bath
- 1,723 Sq Ft
578 South St, Highland, NY 12528

Meticulously Updated Highland Home with Pool and Pond. This thoughtfully updated property at 578 South Street offers exceptional value with continuous improvements through today. Ideally located near the Shawangunk Mountains with hiking trails and outdoor recreation, close to the historic Mohonk Mountain House resort, yet convenient to Metro North Railroad and all amenities. The first floor

Michele Marina Atlantica East Associates LLC

578 South St, Highland, NY 12528
/21
$475,000 Sold Jun 13, 2025
- 1,812 Sq Ft
- $262/SF
- 53 Days On Market
- 3 Beds
- 1 Bath
- Built 1940
380 Pancake Hollow Rd, Highland, NY 12528

Welcome to 380 Pancake Hollow Road, a picturesque Cape Cod home offering privacy, charm, and an unbeatable Hudson Valley lifestyle. Set on 5.6 peaceful acres, this 3-bedroom, 1-bath home (1,812 sq. ft.) is surrounded by nature, yet minutes from Highland, New Paltz, and top outdoor destinations.Inside, you'll find arched doorways, a cozy fireplace, and a bright sun room perfect for morning coffee

Leigh Wagner-Quintana Keller Williams Realty HV Nort

380 Pancake Hollow Rd, Highland, NY 12528

Est $520,966 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,197 Sq Ft
272 Fosler Rd, Highland, NY 12528

272 Fosler Rd, Highland, NY 12528

/2
$17,000
- Land
- 0.50 Acre
- $34,000 per Acre
Lot 20 Park Ln, Highland, NY 12792

Quiet/wooded lot .5 acre parcel offers a peaceful setting surrounded by nature on a quiet road. Located minutes from the Delaware River. If you've been thinking of investing in land in the Catskills, this is a great opportunity!

Kristen Payne Payne Team LLC

Lot 20 Park Ln, Highland, NY 12792
$435,000 Sold Jun 05, 2025
- 1,608 Sq Ft
- $271/SF
- 19 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1985
7 Dirks Terrace, Highland, NY 12528

Charming and recently renovated raised ranch in the Highland School District in the picturesque Hudson Valley. This comfortable home in a walkable neighborhood features numerous upgrades, including a remodeled open-concept kitchen with granite countertops (completed in 2017) and an asphalt shingle roof installed in 2021. The exquisitely engineered mahogany wood floors were added in 2020.

Nancy Senescu Bella NS Properties LLC

7 Dirks Terrace, Highland, NY 12528

/24
Est $438,647 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,648 Sq Ft
647 South St, Highland, NY 12528

647 South St, Highland, NY 12528

/24
$350,000
- 4 Beds
- 1.5 Baths
- 1,524 Sq Ft
153 Upper Grand St, Highland, NY 12528

Charming Cape Cod home ideally located outside the downtown of Highland is waiting for it's new owners! This quaint home is centrally located minutes from both NYS Thruway as well as Metro-North Railways, making commuting to work a breeze and is conveniently situated near local shops, restaurants, breweries/wineries, the Walkway Over the Hudson, and all that the vibrant areas that the Hudson

John Quinn Quinn Realty Group Inc

153 Upper Grand St, Highland, NY 12528
$360,000 Sold Jun 05, 2025
- 2,048 Sq Ft
- $176/SF
- 140 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2004
25 Cambridge Ct, Highland, NY 12528

Under contract A bright open three bedroom townhouse with easy access to the MidHudson Bridge, Metro North, the Hudson Valley Rail Trail and the Walkway Over the Hudson.This well designed townhome offers lots of space and modern conveniences. The unique outdoor space is an unexpected retreat in a Townhome Community. It is a must see.The first floor offers a large modern kitchen dining room

Barbara Carter Century 21 Alliance Rlty Group

25 Cambridge Ct, Highland, NY 12528

Est $410,329 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,368 Sq Ft
613 South St, Highland, NY 12528

613 South St, Highland, NY 12528

/16
$799,000
- 6 Beds
- 6 Baths
- 3,100 Sq Ft
104 North Rd, Highland, NY 12528

Come explore this once in a lifetime oppurtunity! New construction duplex/2 family home located right in Highland on North Road. Will be a great investment property, rent both sides or live in one and rent the other. Both units include 3 bedrooms, 2 1/2 baths, full unfinished basement and approximately 1550 sq. ft. This home features stone front with large windows, lots of natural light, upgraded

Marisa Bellacicco Century 21 Alliance Rlty Group

104 North Rd, Highland, NY 12528
$512,000 Sold Jun 02, 2025
- 1,824 Sq Ft
- $281/SF
- 43 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2022
14 Benjamin Dr, Highland, NY 12528

Newer construction Colonial in welcoming Mountainside Woods community features inviting rocking-chair front porch overlooking neighbor-friendly streets with sidewalks. Mountainside offers the perfect blend of community and location, nestled in nature at the foot of beautiful Illinios Mtn with easy access to numerous walking and hiking trails, parks, farmers markets, and area attractions. This

Susan Todd BHHS Hudson Valley Properties

14 Benjamin Dr, Highland, NY 12528

Est $462,909 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,960 Sq Ft
120 Camp Sunset Rd, Highland, NY 12528

120 Camp Sunset Rd, Highland, NY 12528

/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
$349,999 Sold May 30, 2025
- 1,600 Sq Ft
- $219/SF
- 195 Days On Market
- 3 Beds
- 2 Baths
- Built 1953
20 Woodside Place, Highland, NY 12528

LOCATION IS KEY!!! Check out this 3 Bedroom, 2 Bathroom Ranch style home nestled in the Town of Lloyd and in the Highland School District. This home is located in the heart of Highland, surrounded by local restaurants, shopping centers/boutiques, medical facilities, close proximity to schools, less than 10 minutes drive to the Walkway over the Hudson, Hudson River, Hudson Valley Rail Trail,

Richard Baxter Keller Williams Realty

20 Woodside Place, Highland, NY 12528

Est $513,667 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,946 Sq Ft
206 Plutarch Rd, Highland, NY 12528

206 Plutarch Rd, Highland, NY 12528

/6
$275,000
- Land
- 6 Acres
- $44,355 per Acre
9 Lumen Ln, Highland, NY 12528

Prime Development Opportunity. 6.2 acres of strategically located vacant land in Highland, NY. Zoned for General Business and packed with potential. This plot is situated just off highly traveled Route 9W. The parcel offers both visibility and accessibility, ideal for a wide range of commercial or mixed-use developments.This property has an array of permitted uses, including retail,

Theodore Chazkel BHHS HUDSON VALLEY PROP-NP

9 Lumen Ln, Highland, NY 12528
/22
$565,000 Sold May 14, 2025
- 2,016 Sq Ft
- $280/SF
- 20 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2002
473 N Riverside Rd, Highland, NY 12528

Welcome to this meticulously maintained Cape-style home, nestled in the serene beauty of Highland, NY. Situated on 2 pastoral acres, this charming property offers both comfort and functionality, with an inviting atmosphere for gatherings and peaceful retreats. The home features 3 generously sized bedrooms, including a spacious primary suite on the first floor. The en-suite bathroom is a true

Heather Hughes Hudson Dwellings Realty

473 N Riverside Rd, Highland, NY 12528

/28
Est $419,886 Not Listed For Sale
- 2 Beds
- 1 Bath
- 777 Sq Ft
210 Plutarch Rd, Highland, NY 12528

210 Plutarch Rd, Highland, NY 12528

/2
$150,000
- Land
- 7 Acres
- $22,388 per Acre
0 Highland Lake Rd Unit KEY868497, Highland, NY 12732

Located just outside of the charming hamlet of Eldred, this wooded parcel provides access to the spectacular Halfway Brook with rushing waters and waterfall along the rear property line. This area of the Hudson Valley provides easy access to the Delaware River for fishing, rafting & canoeing. It also provides plenty of opportunities for outdoor recreation, camping and hunting. It's a hop, skip

Theresa Powers Keller Williams Realty

0 Highland Lake Rd Unit KEY868497, Highland, NY 12732
$340,000 Sold May 09, 2025
- 1,396 Sq Ft
- $244/SF
- 17 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1988
186 Sterling Place, Highland, NY 12528

Welcome home to this meticulously maintained bright and sunny 2 bed / 2.5 bath in the sought after Bridgeview. As you enter you immediately notice the fresh paint throughout, updated eat in kitchen with new stainless-steel appliances, a large, oversized mud room / laundry room and updated half bath. The living room has plenty of room for a dining table and large sectional, and beautiful

Ronald Green KW MidHudson

186 Sterling Place, Highland, NY 12528

/2
Est $592,664 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,915 Sq Ft
255 Plutarch Rd, Highland, NY 12528

255 Plutarch Rd, Highland, NY 12528

/5
$59,000
- Land
- 6 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
$329,000 Sold May 02, 2025
- 1,317 Sq Ft
- $250/SF
- 68 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1929
43 Grand St, Highland, NY 12528

Welcome to 43 Grand Street, a charming 3-bedroom, 1.5-bath home nestled in the heart of Highland’s picturesque hamlet. Built in 1929, this home blends timeless character with modern conveniences, offering a cozy atmosphere perfect for first-time buyers or anyone seeking a move-in-ready gem in a prime location.Its commuter-friendly setting provides easy access to trains and major highways, making

Ginalea Healy K. Fortuna Realty, Inc.

43 Grand St, Highland, NY 12528

Est $645,312 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,277 Sq Ft
353 Plutarch Rd, Highland, NY 12528

353 Plutarch Rd, Highland, NY 12528

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