Highland, NY Homes

/25
$397,000
- 3 Beds
- 3 Baths
- 1,661 Sq Ft
7 River Rd, Highland, NY 12528

Charming 1830s Eyebrow Colonial. Spacious Living Area with formal Dining Room and updated Kitchen. Laundry and one bedroom on first floor. 3 bedrooms, 3 Bathrooms. Walk to the Hamlet of Highland and the Highland Landing Park on the mighty Hudson River. Many restaurants and shops nearby as well as the Hudson Vallely Rail Trail. Soothing sounds from babbling Twaalfskill stream across the street.

Elizabeth Decker Hudson Dwellings Realty

7 River Rd, Highland, NY 12528
/23
$70,000 Sold Sep 09, 2025
- 1,320 Sq Ft
- $53/SF
- 7 Days On Market
- 3 Beds
- 1 Bath
- Built 1900
536 N Riverside Rd, Highland, NY 12528

Best CASH Offer, Submit by Thursday, 6/19, 11:59 PM. Pretty straight forward... Great location! Property needs a rebirth with your vision! .55 acre Residential property includes Municipal water and a well, electric, septic, garage, mature trees and creek out back.Home was destroyed in house fire. This is an absolute teardown and clean up of what is left of home. Sold ''AS IS''. DO NOT ENTER

Kristi Mordica Welch Realty Inc.

536 N Riverside Rd, Highland, NY 12528

Est $397,894 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

/14
$135,000
- 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
$460,000 Sold Sep 09, 2025
- 2,121 Sq Ft
- $217/SF
- 31 Days On Market
- 4 Beds
- 2 Baths
- Built 1970
723 New Paltz Rd, Highland, NY 12528

First Time Ever on the Market, this wonderful 4 bedroom home! Welcome to 723 New Paltz Road — Lovingly maintained by the original owners, this charming home is being offered for sale for the very first time. Set on a spacious lot with a large deck overlooking a level backyard. The property combines comfort, convenience, and untapped potential.Inside, you'll find a warm and inviting layout

Christopher Baker River to Ridge Rlty Associates

723 New Paltz Rd, Highland, NY 12528

/49
Est $512,923 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

/31
$399,000
- 3 Beds
- 2.5 Baths
- 1,104 Sq Ft
534 U S 44, Highland, NY 12528

Set high on a hill with mountain views, this fully remodeled home is turn-key and ready to enjoy. The open floor plan connects the kitchen, dining, and living areas—ideal for both everyday living and entertaining. The first floor also features a convenient half bath and laundry room, while upstairs offers three bedrooms and two baths, including a primary bedroom with ensuite. A full attic

Sally Sprogis Four Seasons Sotheby's Int'l R

534 U S 44, Highland, NY 12528
$385,000 Sold Sep 05, 2025
- 1,196 Sq Ft
- $322/SF
- 10 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1960
21 Triangle of Clearwater Rd, Highland, NY 12528

21 Clearwater Rd, Lloyd, NY 12528 - Updated Listing DescriptionWelcome to 21 Clearwater Rd, Lloyd, NY 12528! This beautifully maintained property offers the perfect blend of comfort and outdoor charm in the heart of the Hudson Valley. Step inside to discover hardwood floors throughout, providing a warm and inviting atmosphere. Enjoy year-round comfort with the new mini-split air conditioning

Dustin Leibowitz eXp Realty

21 Triangle of Clearwater Rd, Highland, NY 12528

Est $388,981 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,092 Sq Ft
11 Blossom Grove Ct, Highland, NY 12528

11 Blossom Grove Ct, Highland, NY 12528

/19
$299,000
- 2 Beds
- 1.5 Baths
- 1,120 Sq Ft
8 Sunny Brook Cir, Highland, NY 12528

Tastefully updated 2 bedroom, 1.5 bath townhouse features renovated kitchen w/modern styling includes stainless appliances, pantry & open shelving. Spacious living room leads upstairs to primary bedroom w/walk-in closet, well proportioned second bedroom and office alcove. Two renovated bathrooms, new flooring & new a/c compressor. Large fenced bluestone patio for outdoor living enjoyment. Complex

Dan Axtmann BHHS Hudson Valley Properties

8 Sunny Brook Cir, Highland, NY 12528
$399,999 Sold Sep 05, 2025
- 2,500 Sq Ft
- $160/SF
- 81 Days On Market
- 5 Beds
- 2 Baths
- Built 1932
546 South St, Highland, NY 12528

**A/O 7/19** CONTRACTS OUT Located in the heart of the Hudson Valley, this spacious 2,500 sq ft home in Highland blends classic charm with modern upgrades—perfect for those who crave room to grow and a connection to the outdoors.The first floor features a warm and inviting living room, a large dining area ideal for gatherings, an efficient kitchen ready for your personal touch, a private

Lindsay Stevens eXp Realty

546 South St, Highland, NY 12528

Est $313,261 Not Listed For Sale
- 2 Beds
- 1 Bath
- 918 Sq Ft
835 South St, Highland, NY 12528

835 South St, Highland, NY 12528

/44
$1,299,000
- 3 Beds
- 2.5 Baths
- 3,068 Sq Ft
243 Hawleys Corners Rd, Highland, NY 12528

Discover the perfect blend of craftsmanship, comfort and opportunity in this stunning custom-built Craftsman home, offering over 3,000 square feet of living space on 20 picturesque acres. Previously subdivided with six additional parcels, this property offers exceptional potential for expansion, development or a private gathering retreat. Inside, you will find cathedral ceilings, custom woodwork,

Melissa Pettinella Century 21 Alliance Realty Grp

243 Hawleys Corners Rd, Highland, NY 12528
/28
$385,000 Sold Sep 05, 2025
- 1,196 Sq Ft
- $322/SF
- 33 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1960
21 Clearwater Rd, Highland, NY 12528

21 Clearwater Rd, Lloyd, NY 12528 - Updated Listing DescriptionWelcome to 21 Clearwater Rd, Lloyd, NY 12528! This beautifully maintained property offers the perfect blend of comfort and outdoor charm in the heart of the Hudson Valley. Step inside to discover hardwood floors throughout, providing a warm and inviting atmosphere. Enjoy year-round comfort with the new mini-split air conditioning

Dustin Leibowitz eXp Realty, LLC

21 Clearwater Rd, Highland, NY 12528

Est $595,554 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

/47
$389,000
- 4 Beds
- 1.5 Baths
- 1,458 Sq Ft
22 Washington Ave, Highland, NY 12528

Lovely home within walking distance to center Village Highland & Walkway Over the Hudson Bridge. 3BR/1.5BA home located at the end of quiet Cul de Sac with private backyard. Beautiful front porch up front and a rustic 2 story barn over looking private backyard with stream and forest. Enjoy the coziness and charm of this lovingly cared for home built in 1840. Detached 2 car garage with small paved

CAROL MC RITCHIE Thomas Zengen

22 Washington Ave, Highland, NY 12528
$960,000 Sold Sep 03, 2025
- 2,176 Sq Ft
- $441/SF
- 49 Days On Market
- 4 Beds
- 2 Baths
- Built 1937
370 N Elting Corners Rd, Highland, NY 12528

Tucked away on a peaceful hilltop just 7 minutes from the heart of New Paltz, this stunning 1930s Dutch Colonial has been completely reimagined—where old-world charm meets modern craftsmanship and curated design.Renovated from top to bottom by ANVO Construction with deep intentionality, this is more than a home—it’s a legacy project. Set in Highland with New Paltz schools, it offers the

Lindsay Stevens eXp Realty

370 N Elting Corners Rd, Highland, NY 12528

Est $549,266 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,197 Sq Ft
272 Fosler Rd, Highland, NY 12528

272 Fosler Rd, Highland, NY 12528

/33
$399,900
- 4 Beds
- 3 Baths
- 1,728 Sq Ft
6 Smith Terrace, Highland, NY 12528

Welcome to this beautifully updated four-bedroom, three-bath contemporary ranch which includes a rentable 1 bedroom accessory apartment in Highland, Ulster County. With over 1,700 square feet of living space on a third of an acre, this home offers a thoughtful blend of style, function, income potential and flexibility. Inside, the open layout highlights hardwood and tile flooring, exposed

Virginia Corbett eXp Realty

6 Smith Terrace, Highland, NY 12528
$318,000 Sold Sep 02, 2025
- 1,408 Sq Ft
- $226/SF
- 161 Days On Market
- 4 Beds
- 2 Baths
- Built 1923
16 Fair St, Highland, NY 12528

Pack your bags, you've found the one! With a little TLC this could be your "home sweet home". This 4-bedroom, 2 full bath home has room for all. Rocking chair front porch and level yard at the end of a cul-de-sac location add to the appeal of this property. Centrally located, just over the west end of the Mid-Hudson Bridge. Close to parks, schools, shopping, public transportation, medical

Lynne Riccoboni BHHS Hudson Valley Properties

16 Fair St, Highland, NY 12528

/24
Est $472,058 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

/10
$110,000
- Land
- 2.1 Acres
- $52,381 per Acre
748 State Route 44 55, Highland, NY 12528

Discover the perfect canvas for your vision on this expansive 2.1-acre parcel—fully surveyed and complete with a percolation test–approved septic system, offering clarity and confidence as you plan your future home or weekend escape. Tucked along a quiet, picturesque country road, this property delivers the ideal blend of privacy, nature, and accessibility. Its prime location places you just

Ashley Olson Minard eXp Realty

748 State Route 44 55, Highland, NY 12528
$156,750 Sold Aug 29, 2025
- 1,596 Sq Ft
- $98/SF
- 167 Days On Market
- 1 Bed
- 1 Bath
- Built 1900
854 New Paltz Rd, Highland, NY 12528

Seclusion awaits you in this bird watcher's paradise. Feel like you're miles away from everything but only a short trip to the town center. Great weekend getaway! Cottage with balcony overlooking huge living room. Several outbuildings, barns, garages, etc. Over 10 acres of privacy! SUV is recommended to access - long and curvy driveway through the woods (currently snow covered) to the

Brian Smith River Realty Services, Inc.

854 New Paltz Rd, Highland, NY 12528

Est $450,603 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,368 Sq Ft
613 South St, Highland, NY 12528

613 South St, Highland, NY 12528

/38
$1,285,000 Open Sun 2PM - 4PM
- 4 Beds
- 3.5 Baths
- 2,240 Sq Ft
520 Plutarch Rd, Highland, NY 12528

Modern Artisan Home on 5 Serene Acres Welcome to this reimagined modern retreat (+ New Paltz schools!), where every detail reflects a local artisan's vision and the signature craftsmanship of Lake North Designs. The exterior's mix of textures creates a bold architectural statement, while stone walls—sourced directly from the property—add grounding authenticity inside and out. The entryway makes a

Bree Chambers Compass Greater NY, LLC

520 Plutarch Rd, Highland, NY 12528
/44
$1,550,000 Sold Aug 29, 2025
- 3,491 Sq Ft
- $444/SF
- 84 Days On Market
- 3 Beds
- 3.5 Baths
- Built 2025
330 Station Rd, Highland, NY 12528

Welcome to Ridgeview Orchard Estate. Experience refined living in this exquisite new construction home, where sophisticated design meets the rugged beauty of the Shawangunk Mountain Ridge. Crafted with insulated concrete form (ICF) walls for superior energy efficiency and year-round comfort, this home is a true sanctuary of elegance and warmth. From the moment you step inside, you're welcomed by

Danielle Bartula Howard Hanna Rand Realty

330 Station Rd, Highland, NY 12528

Not Listed For Sale
- 2 Beds
- 1 Bath
- 880 Sq Ft
727 Milton Turnpike, Highland, NY 12528

727 Milton Turnpike, Highland, NY 12528

/68
$1,500,000
- 3 Beds
- 3.5 Baths
- 4,572 Sq Ft
74 Bellevue Rd, Highland, NY 12528

Hudson River Views! This inviting home combines comfort, character, and convenience with a dramatic two-story foyer and open floor plan. Enjoy a cozy living room with a gas fireplace, formal dining area overlooking the river, and a kitchen with custom cherry cabinets, granite counters, and Jenn Air cooktop. A flexible room with French doors makes a great office or fourth bedroom. Bathroom and

Hollis Dukler Coldwell Banker Village GreenN

74 Bellevue Rd, Highland, NY 12528
/19
$335,000 Sold Aug 29, 2025
- 1,400 Sq Ft
- $239/SF
- 9 Days On Market
- 2 Beds
- 2.5 Baths
- Built 2018
72 Sterling Place, Highland, NY 12528

Charming Townhouse in Amenity-Rich Community near Walkway Over the Hudson! Welcome to this beautifully maintained townhouse located in a vibrant, sought-after community just minutes from the scenic Walkway Over the Hudson. This inviting home offers the perfect blend of comfort, convenience, and lifestyle. Enjoy access to a range of community amenities including a sparkling swimming pool,

Dawn Passante Coldwell Banker Village GreenN

72 Sterling Place, Highland, NY 12528

Est $487,701 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

/8
$148,000
- Land
- 5.56 Acres
- $26,619 per Acre
0 Black Bear Ct, Highland, NY 12719

Yess! Your Dreams Have Been Answered...This Rare Lot..Privacy/5+ Acres/ 40' Pond/ Silence/ 7 Min To Barryville/ 10 Minutes To EldredReady For You.. To Build YOUR Future Retreat!! Yes, Moss Covered Rocks And A Gentle Slope Allowing For A Walk Out Lower Level. Gorgeous Trees Tuck You Into Your Private Serenity. It All Begins With Your Land and Then Your Dream Home Can Be Designed

Jessica Jagel Cabins & Canoes Real Estate

0 Black Bear Ct, Highland, NY 12719
/47
$540,000 Sold Aug 27, 2025
- 2,102 Sq Ft
- $257/SF
- 59 Days On Market
- 3 Beds
- 3 Baths
- Built 2001
42 Bell Dr, Highland, NY 12528

Welcome to 42 Bell Drive, a beautifully sited, oversized Raised Ranch nestled in the magical hamlet of Highland. Perched atop a gentle hill and surrounded by mature trees, this 2,100+ square foot home offers a perfect blend of space, light, and serenity.The main level features vaulted ceilings, a fireplace, and a bright, open-concept living and dining area that flows effortlessly into a

Leigh Wagner-Quintana Keller Williams Realty HV Nort

42 Bell Dr, Highland, NY 12528

Est $240,330 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,080 Sq Ft
30 Cotter Rd, Highland, NY 12528

30 Cotter Rd, Highland, NY 12528

/17
$50,000
- Land
- 1.36 Acres
- $36,765 per Acre
0 White St, Highland, NY 12528

Looking for the perfect lot for your new home? This lovely 1.36-acre wooded lot is situated on a gentle rise above an established community in historic Highland. It offers the best of both worlds; peace, privacy, and appealing elevated views, with convenient access to all amenities and the security of having neighbors nearby. Easy access to the Walkway Over the Hudson, Empire State Rail

Carolyn Michelle KW MidHudson

0 White St, Highland, NY 12528
$625,000 Sold Aug 21, 2025
- 3,000 Sq Ft
- $208/SF
- 35 Days On Market
- 3 Beds
- 2.5 Baths
- Built 2018
11 Fieldstone Ct, Highland, NY 12528

Built in 2018, this home is like new construction without all of the challenges, decisions and delayed timelines! Located on a cul de sac, well set back from the road with an abundance of privacy. Ideal as your full time residence or an escape from the hectic day to day. A trafficless drive could get you there in under 2 hours from NYC and is located an hour from the Catskill Mountains. Since

Annmarie Wheeler Real Broker NY LLC

11 Fieldstone Ct, Highland, NY 12528

Est $524,341 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,946 Sq Ft
206 Plutarch Rd, Highland, NY 12528

206 Plutarch Rd, Highland, NY 12528

/44
$869,000
- 4 Beds
- 3 Baths
- 2,600 Sq Ft
1 Janine Place, Highland, NY 12528

Just 90 minutes from New York City, this extraordinary turnkey farmhouse has been completely reimagined with meticulous attention to detail, blending timeless Hudson Valley charm with modern luxury living. Step inside to soaring ceilings, wide-plank wood floors, and sunlit spaces that flow effortlessly. At the heart of the home, the custom chef's kitchen features a gas range, quartz countertops,

Lindsay Stevens eXp Realty

1 Janine Place, Highland, NY 12528
$540,000 Sold Aug 20, 2025
- 2,702 Sq Ft
- $200/SF
- 69 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1990
18 Lockhart Ln, Highland, NY 12528

Huge and handsome Colonial boasts an expansive rocking chair front porch overlooking spectacular gardens, paver patio & walkways and delightfully lush landscape. Impress your guests with a double door entry to a grand foyer showcasing a bright, spacious floor plan with tremendous room sizes and plenty of space for entertaining or large or extended family. Beautiful Granite Chef's kitchen

Susan Todd BHHS Hudson Valley Properties

18 Lockhart Ln, Highland, NY 12528

/28
Est $454,623 Not Listed For Sale
- 2 Beds
- 1 Bath
- 777 Sq Ft
210 Plutarch Rd, Highland, NY 12528

210 Plutarch Rd, Highland, NY 12528

/31
$500,000
- Land
- 97.1 Acres
- $5,149 per Acre
TBD Lily Lake Rd, Highland, NY 12528

A rare opportunity to own a breathtaking 97-acre property featuring the very lake that gives Lily Lake Road its name. Tucked away in the beautiful countryside of Highland, New York, this one-of-a-kind parcel offers unmatched privacy, natural beauty, and endless potential for your dream retreat or legacy estate.At the heart of the property lies Lily Lake — a serene, private body of water

John Quinn Quinn Realty Group Inc.

TBD Lily Lake Rd, Highland, NY 12528

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