Homes for Sale in 12528

• 

  

  

  /31

  $479,000

  $21K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,844 Sq Ft

  41 Penny Ln, Highland, NY 12528

  Welcome to 41 Penny Lane, a beautifully maintained, move-in ready 3-bedroom, 2.5-bath ranch that has been lovingly cared for nearly 40 years. Tucked away on a quiet, private, dead-end road and set on a picturesque 0.52-acre lot, this 1,844-square-foot home offers easy, single-level living with a wonderful connection to the outdoors. Walk in and you're greeted by an open, light-filled living

  Jacob Cohen eXp Realty

  41 Penny Ln, Highland, NY 12528
• 

  

  

  /32

  $895,000

  • 4 Beds
  • 2.5 Baths
  • 2,961 Sq Ft

  3 Elbow Ln, Highland, NY 12528

  Experience the pinnacle of upscale country living in this stunning, newly constructed 2,961-square-foot masterpiece. Nestled on 5.4 partially wooded acres in the scenic Hudson Valley, this architectural gem offers the perfect blend of private sanctuary and modern luxury, all just moments from the historic Hudson River.As you approach, a magnificent covered front porch welcomes you, offering

  Adriane Werkema Easy Lifestyle Real Estate

  3 Elbow Ln, Highland, NY 12528
• 

  

  

  /35

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 2,342 Sq Ft

  6 Apple Ln, Highland, NY 12528

  Welcome to this well-maintained home offering a thoughtful blend of comfort, style, and convenience. Enjoy breathtaking sunrise views from the backyard and beautiful sunsets from the front of the home. The backyard features a spacious deck, perfect for relaxing or entertaining, while professional landscaping enhances both the front and rear of the property.Recent updates include hardwood

  Donna Gray Redfin Real Estate

  6 Apple Ln, Highland, NY 12528
• 

  

  

  /6

  $110,000

  • Land
  • 2.1 Acres
  • $52,381 per Acre

  748 State Route 44 55, Highland, NY 12528

  BOHA 2.1-acre parcel ready to build and approved for a 4-bedroom home in beautiful Ulster County. Ideally located just 1 mile from Rocking Horse Ranch Resort, with convenient access to the Mid-Hudson Bridge and NY State Thruway. This exceptional property offers the perfect blend of seclusion and accessibility. The approved homesite is nestled well back from the road, creating a peaceful, secluded

  Darci Russo KW MidHudson

  748 State Route 44 55, Highland, NY 12528
• 

  

  /2

  $375,000

  • Land
  • 12.97 Acres
  • $28,913 per Acre

  (Lot 4) 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 4) 111 South St, Highland, NY 12528
• 

  /2

  $300,000

  • Land
  • 11.57 Acres
  • $25,929 per Acre

  (Lot 2) 111 South St, Highland, NY 12528

  Build your custom dream home on this shovel-ready 11.57-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 2) 111 South St, Highland, NY 12528
• 

  /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
• 

  /2

  $325,000

  • Land
  • 9.7 Acres
  • $33,505 per Acre

  (Lot 1) 111 South St, Highland, NY 12528

  Build your custom dream home on this shovel-ready 9,7-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 1) 111 South St, Highland, NY 12528
• 

  

  /40

  $550,000

  $35K 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
• 

  

  /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
• 

  

  /15

  $299,000

  Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,425 Sq Ft

  933 South St, Highland, NY 12528

  Opportunity awaits on this private 4.52-acre property in the Town of Plattekill. Nestled among mature trees, this property features a 3-bedroom, 2-bath Cape Cod home with approximately 1,425 square feet of living space, a detached garage, and additional outbuildings. The home is being sold strictly as-is and presents an excellent opportunity for investors, contractors, or buyers looking to

  Zak Abdullah Weichert New Homes Co

  933 South St, Highland, NY 12528
• 

  

  /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
• 

  

  /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
• 

  

  /65

  $998,500

  Open Sat 11AM - 1PM $102K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 4,572 Sq Ft

  74 Bellevue Rd, Highland, NY 12528

  This inviting home blends comfort, character, and convenience with beautiful Hudson River views and over 800 natural stone walls and rock outcroppingscreate a magical outdoor ladscape throughout the property. Desinged by a well known local architech-Charles Wesley. A dramatic two-story foyer leads you into the open floor plan creating a warm, welcoming atmosphere. A cozy living room featuring

  Hollis Dukler Coldwell Banker Village GreenN

  74 Bellevue Rd, Highland, NY 12528
• 

  

  /9

  $410,000

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  94 Vannostrand Rd, New Paltz, NY 12561

  Charming 3-bedroom, 1-bath ranch home in New Paltz offering approximately 1,000 sq ft of efficient, well-designed living space. Features an open concept floor plan with kitchen flowing into a vaulted living room with exposed beams, creating a bright and spacious feel. Recent updates include a new roof, new tile flooring, refinished bathroom, and new stove and refrigerator. Additional highlights

  Winston Byndloss eXp Realty

  94 Vannostrand Rd, New Paltz, NY 12561
• 

  

  /17

  $649,999

  • 4 Beds
  • 3 Baths
  • 2,241 Sq Ft

  213 Tuckers Corners Rd, Highland, NY 12528

  NEW CONSTRUCTION!!! Estimated to be completed the beginning of August - This stunning new construction ranch-style home offers 2,241 square feet of refined, single-level living space featuring four spacious bedrooms, three full bathrooms, and an attached two-car garage, all set on a sprawling and private 10.20 -acre estate within the Marlboro School District. While the foundation for luxury is

  

  Richard Baxter

  Keller Williams Realty

  213 Tuckers Corners Rd, Highland, NY 12528
• 

  

  /20

  $649,999

  • 4 Beds
  • 3 Baths
  • 2,241 Sq Ft

  217 Tuckers Corners Rd, Highland, NY 12528

  NEW CONSTRUCTION!!! Estimated to be completed by beginning of August. This stunning new construction ranch-style home offers 2,241 square feet of refined, single-level living space featuring four spacious bedrooms, three full bathrooms, and an attached two-car garage, all set on a sprawling and private 8.90-acre estate within the Marlboro School District. While the foundation for luxury is set,

  

  Richard Baxter

  Keller Williams Realty

  217 Tuckers Corners Rd, Highland, NY 12528
• 

  

  /24

  $530,900

  • 3 Beds
  • 3 Baths
  • 2,050 Sq Ft

  452 Vineyard Ave, Highland, NY 12528

  This home is completely remodeled. New roof, new siding new windows new Insulation all new electrical all new plumbing. All new flooring throughout the home. Brand new kitchen with quartz countertops, completely remodeled bathrooms. Brand new central air unit brand new furnace ,brand new hot water heater. This Home is just minutes away from the mid Hudson Bridge and the Minnewaska mountains.

  Derek Greene Greene Realty Group

  452 Vineyard Ave, Highland, NY 12528
• 

  

  /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
• 

  

  /43

  $950,000

  $45K PRICE DROP Pre-Foreclosure

  • 2 Beds
  • 2 Baths
  • 1,575 Sq Ft

  83 Cotter Rd, Highland, NY 12528

  Tucked away at the end of a 1,700+ foot private driveway, this one-of-a-kind custom-built retreat offers the peace, privacy, and natural beauty you’ve been searching for. Situated on an incredible 63-acre parcel in the Town of Plattekill (Wallkill School District), this property is a rare opportunity for outdoor enthusiasts, hunters, weekend escape seekers, or anyone looking to enjoy a secluded

  Gary MacEntee Keller Williams Realty

  83 Cotter Rd, Highland, NY 12528
• 

  

  /46

  $575,000

  $24K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,340 Sq Ft

  105 S Chapel Hill Rd, Highland, NY 12528

  Welcome to this spacious and inviting ranch home in the heart of Highland, conveniently located near the iconic Mid-Hudson Bridge and just minutes from shopping, restaurants, commuter routes, and all that the Hudson Valley has to offer. The main level features three comfortable bedrooms and a bright, open layout designed for everyday living. The spacious kitchen offers abundant cabinet and

  Dawn Passante Coldwell Banker Village GreenN

  105 S Chapel Hill Rd, Highland, NY 12528
• 

  

  /27

  $650,000

  $40K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 2,168 Sq Ft

  62 Riverview Mary Powell, Esopus, NY 12429

  Enjoy easy, low-maintenance living at 62 Riverview, an inviting end-unit townhouse in Port Ewen with beautiful views of the Hudson River. Ideally situated within a well-maintained community, residents enjoy access to amenities including a swimming pool and pickleball courts, making it easy to relax and stay active close to home.This desirable end-unit location offers added privacy,

  Kelley Hartmann Serhant LLC

  62 Riverview Mary Powell, Esopus, NY 12429
• 

  

  /42

  $799,000

  Open Sat 1PM - 3PM

  • 5 Beds
  • 5 Baths

  239-241 Fosler Rd, Highland, NY 12528

  Beautiful well maintained multi-family property offer, a rare opportunity for both owner-occupant & investors. Two houses that sit on 15 acres with endless revenue generating opportunities. The deed allows for the property to be subdivided & extending the private road along northern property line. The main house is a single family that features 2 bedrooms, 2.5 bathrooms with a full finished

  Maurice Bailey Neighborhood Assistance Corp

  239-241 Fosler Rd, Highland, NY 12528
• 

  

  /23

  $1,250,000

  • Land
  • 4.7 Acres
  • $265,957 per Acre

  134 Bellevue Rd, Highland, NY 12528

  Spanning an expansive 4.7 acres, 134 Bellevue Road offers a rare opportunity to experience nature and simple indulgence high above the Hudson. This breathtaking, natural setting perfectly blends sweeping river vistas with immediate access to nearby rail lines and world-class outdoor adventure.Recently cleared to showcase its striking natural contours, the property offers a distinct "clean-site"

  Dominick Martorana Century 21 Alliance Rlty Group

  134 Bellevue Rd, Highland, NY 12528
• 

  

  /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
• 

  

  /6

  $100,000

  • Land
  • 39,204 Sq Ft
  • $111,111 per Acre

  120 Floyd Ackert Rd, West Park, NY 12493

  Just minutes from the Hudson River, this location sits in the heart of the Mid-Hudson Valley, surrounded by destination spots like John Burroughs Sanctuary, local wineries, farm markets, and a growing collection of restaurants and artisanal shops. The lot is largely level and ready to be improved, giving you a flexible canvas to adapt for retail, service, office, or other permitted uses under GC

  Dawn Passante Coldwell Banker Village GreenN

  120 Floyd Ackert Rd, West Park, NY 12493
• 

  

  /45

  $695,000

  $30K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,100 Sq Ft

  14 Glen Rock Cir, Highland, NY 12528

  Elegant Contemporary Colonial tucked away on 5 beautifully landscaped private acres offers the perfect blend of comfort, space, and privacy. A dramatic two-story entry welcomes you into a thoughtfully designed home, perfect for both everyday living and entertaining. The formal dining room flows into a spacious kitchen featuring granite countertops, a center island, and an open layout to the

  Toni Petfield Century 21 Alliance Rlty Group

  14 Glen Rock Cir, Highland, NY 12528
• 

  

  /6

  $179,000

  $20K PRICE DROP

  • Land
  • 11 Acres
  • $16,273 per Acre

  TBD Hawleys Corners Rd, Highland, NY 12528

  11 acres offering privacy and potential. The land is ideal for building a secluded estate or your own nature retreat. Located on a country road, yet close to Route 299 leading to the NYS Thruway. The Mid-Hudson Bridge is only 5 miles away. The parcels break down as follows: Parcel 1: 3.5 acres, Parcel 2: 4 acres, and Parcel 3: 3.7 acres. Key features include a peaceful rural setting with minimal

  Dawn Passante Coldwell Banker Village Green

  TBD Hawleys Corners Rd, Highland, NY 12528
• 

  

  /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
• 

  

  /48

  $1,200,000

  $95K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,919 Sq Ft

  15 Oakes Rd, Highland, NY 12528

  Welcome to The Riverhouse, an extraordinary custom Lindal Cedar home offering front-row living on the Hudson River.A wall of glass and voluminous ceilings frame breathtaking, ever-changing water views, filling the dramatic great room and its striking fireplace with a light-filled, airy atmosphere. The stylish chef's kitchen is both sleek and functional, featuring high-end cabinetry,

  

  Mark McAlpine

  Compass Greater New York, LLC

  15 Oakes Rd, Highland, NY 12528
• 

  /2

  $395,000

  • Land
  • 14.5 Acres
  • $27,241 per Acre

  0 Route 299 Unit KEY997500, Lloyd, NY 12528

  This commercial property consists of an 11.6 acre parcel and an adjoining 2.9 acre parcel in a with approximately 800 ft. of frontage on rte. 299. Close proximity to NYS Thruway and is relatively close to the Poughkeepsie Bridge.

  Dennis Barr John J Lease REALTORS Inc

  0 Route 299 Unit KEY997500, Lloyd, NY 12528
• 

  

  /31

  $449,000

  $30K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,250 Sq Ft

  1110 Route 44 55, Clintondale, NY 12515

  Vintage farmhouse tastefully updated with modern amenities and finishes. Perfectly sited with a stunning apple orchard as a backdrop, find this 3 bedroom, 3 bathroom farmhouse with a versatile floor plan. Main level includes updated kitchen w/quartz counters and stainless appliances, which flows seamlessly to formal dining room & living room. First floor bedroom plus den/office (possible

  Dan Axtmann BHHS Hudson Valley Properties

  1110 Route 44 55, Clintondale, NY 12515
• 

  

  /55

  $1,425,000

  $75K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,520 Sq Ft

  60 Palazzo Ln, Highland, NY 12528

  This bold custom built home sits atop a hill like a postcard extolling the beauty of the Hudson Valley. Built to exacting specifications and with an understanding of how people live best by a master craftsman, this is a post and beam masterpiece in an inspiring setting. Uniquely, it offers all the bells and whistles you expect in a new luxury home while also feeling like an heirloom. Set on 4

  Dawn Passante Coldwell Banker Village GreenN

  60 Palazzo Ln, Highland, NY 12528
• 

  

  /15

  $169,900

  $5K PRICE DROP

  • Land
  • 5.84 Acres
  • $29,092 per Acre

  0 Crawford Rd Unit KEY983986, Highland, NY 12528

  Escape to the peace and beauty of the Sullivan County Catskills with this lovely 5.8-acre parcel on Crawford Rd in the Town of Highland. Partially cleared and very private, this property offers the perfect setting to build your dream home in the country. Imagine relaxing on your future front porch or back deck while watching eagles soar overhead, enjoying star-filled skies, and taking in the

  Dominick Tufano RE/MAX Benchmark Realty Group

  0 Crawford Rd Unit KEY983986, Highland, NY 12528
• 

  

  /6

  $227,000

  • Land
  • 3.9 Acres
  • $58,205 per Acre

  5 Elbow Ln, Highland, NY 12528

  Seasonal Hudson River Views. This lot was approved for an in ground septic system and engineered for a 4 bedroom home in 2011. Will need to be updated. Virgin land! Beautiful building lot in fairly new subdivision with underground electric service. Only minutes to the Mid Hudson Bridge, The Walkway Over the Hudson and many other attractions. Easy access to train and plane. Current new homes in

  Elizabeth Decker Hudson Dwellings Realty

  5 Elbow Ln, Highland, NY 12528
• 

  

  /18

  $77,499

  $3K PRICE DROP

  • Land
  • 34,848 Sq Ft
  • $96,874 per Acre

  100 Lewis Ln, Wallkill, NY 12589

  Discover the perfect opportunity to build your dream home on this expansive 0.8-acre vacant lot located at 100 Lewis Lane in Plattekill, NY. Situated in a peaceful residential rural setting, this unimproved parcel offers the ideal balance of privacy, natural surroundings, and potential.With ample space for a custom home, outdoor living areas, and more, this property is perfect for buyers

  Vincent Reda Keller Williams Realty

  100 Lewis Ln, Wallkill, NY 12589
• 

  

  /10

  $300,000

  • 4 Beds
  • 2 Baths
  • 1,450 Sq Ft

  87 Vineyard Ave, Highland, NY 12528

  Village of Highland two family w/two bedroom units. Hardwood floors throughout. Separate utilities with natural gas for heat & hot water. Centrally located with easy access to village amenities, commuter routes & Mid-Hudson Bridge. Attractively low taxes. Ideal for investor or owner occupant.

  Dan Axtmann BHHS Hudson Valley Properties

  87 Vineyard Ave, Highland, NY 12528
• 

  

  /12

  $400,000

  • 5 Beds
  • 3 Baths
  • 2,700 Sq Ft

  19-21 Church St, Highland, NY 12528

  Village of Highland three family comprised of (2) two bedroom units and (1) one bedroom unit. Spacious apartments with well proportioned rooms. Natural gas for heat & hot water. Separate utilities & off street parking. Centrally located with easy access to village amenities, Route 9W & Mid-Hudson Bridge.

  Dan Axtmann BHHS Hudson Valley Properties

  19-21 Church St, Highland, NY 12528
• 

  

  /26

  $299,900

  • Land
  • 23.44 Acres
  • $12,794 per Acre

  625 Broadway, Esopus, NY 12429

  Exceptional opportunity to acquire approximately 23 acres of R-40 zoned residential land in a highly convenient location just outside the Village of Port Ewen and approximately five minutes from Downtown Kingston. With substantial frontage along Route 9W (Broadway), significant depth, and terrain that appears predominantly level to gently sloping, this expansive parcel offers an exciting canvas

  Greg Berardi Berardi Realty

  625 Broadway, Esopus, NY 12429
• 

  

  /5

  $299,000

  $21K PRICE DROP

  • Land
  • 5.3 Acres
  • $56,415 per Acre

  179 Timber Line Trail, West Park, NY 12493

  Last lot available in this very unique setting. Looking for privacy with a riverview? This may be the one. Located at the end of a private road, this property is surrounded by private/public lands. The land between you and the Hudson River (Red Maple Vineyards property) is 140 acres under a Scenic Hudson land conservation easement. The land to the South is 500 wooded acres and belongs to a

  Dennis Cooper Corcoran Country Living

  179 Timber Line Trail, West Park, NY 12493

Showing Results 41 - 80, Page 2 of 3