37

Highland, NY Homes for Sale under $600,000

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  • /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

    Agent Photo

    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

    Agent Photo

    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

    Agent Photo

    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

    Agent Photo

    Mark Friedman

    McGrath Realty Inc

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

    Agent Photo

    Danielle Carlson-Murphy

    Start Home Smart, Inc.

    224 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
  • /14

    $399,000

    • Land
    • 7.47 Acres
    • $53,414 per Acre

    0 York Lake Estates Rd Unit KEY987214, Highland, NY 12719

    Gorgeous lakefront property with possible owner financing! Build your dream waterfront retreat. This rare, southern-exposure lakefront property offers the ultimate canvas for your dream home, tucked within a private gated community. Spanning over 7.47 extraordinary acres and 150’ frontage.along the shores of a pristine glacial lake, this secluded retreat is designed for those who value privacy,

    Dawn Payne Payne Team LLC

    0 York Lake Estates Rd Unit KEY987214, Highland, NY 12719
  • /35

    $375,000

    Open Sun 12PM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,760 Sq Ft

    198 S Riverside Rd, Highland, NY 12528

    CASH ONLY! Brick Ranch! 1,760 sq. ft. 2 Bedroom, 2 Full Bath, Gleaming Hardwood Floors, Updated kitchen with Jenn Air Downdraft stove, European Cabinets, SS Appliances, Kitchen with Corian counter with stools & dinette eating area with ceramic tile floors and sliding door to 6 yr old huge cedar deck, large living room with hardwood floors & large Triple picture window. Full bath on 1st floor,

    Joanne Timperio RE/MAX Benchmark Realty Group

    198 S Riverside Rd, Highland, NY 12528
  • /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
  • /46

    $525,000

    • 3 Beds
    • 3 Baths
    • 2,000 Sq Ft

    133 Bedell Ave, Highland, NY 12528

    Gorgeous 3 bedroom, 3 bath, Raised Ranch nestled away on nearly 2 acres of beautiful property found a quiet neighborhood. Large living room fills with natural light from the bay windows that highlights the new flooring throughout the main living areas. Eat-in kitchen is loaded with plenty of heavy duty cabinets and counterspace, center island with breakfast nook, and a cooktop capped with an

    Tremaine Selby Weichert Realtors

    133 Bedell Ave, Highland, NY 12528
  • /14

    $399,000

    • Land
    • 7.47 Acres
    • $53,414 per Acre

    0 York Lake Estates Rd Unit 11927216, Highland, NY 12719

    Gorgeous lakefront property with possible owner financing! Build your dream waterfront retreat. This rare, southern-exposure lakefront property offers the ultimate canvas for your dream home, tucked within a private gated community. Spanning over 7.47 extraordinary acres along the shores of a pristine glacial lake, this secluded retreat is designed for those who value privacy, nature, and

    Dawn Payne PAYNE TEAM LLC

    0 York Lake Estates Rd Unit 11927216, Highland, NY 12719
  • /13

    $500,000

    $195K PRICE DROP
    • Land
    • 11.5 Acres
    • $43,478 per Acre

    TBD Rt 9w, Highland, NY 12528

    Attention Investors! 11.5 acres located just minutes from the Mid-Hudson Bridge in desirable Highland, NY ready for developing. Ideally located on a high traffic state highway with over 1,000 feet of road frontage and tons of visibility. This lot sits directly across the highway from the future river front development named 'The Hudson Valley Wine Village' which is proposed to have 800 new

    John Quinn Quinn Realty Group Inc.

    TBD Rt 9w, Highland, NY 12528
  • /31

    $450,000

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft

    517 Crescent Ave, Highland, NY 12528

    Welcome to easy, one-level living in this beautifully maintained ranch home, built in 2020 and set on 1.2 peaceful acres. Offering 2 bedrooms, 2 full bathrooms, and a dedicated home office, this property combines modern comfort with the tranquility of country living. Start your mornings on the inviting front porch, the perfect spot to enjoy a cup of coffee while taking in the serene surroundings.

    Anthony DeGelormo Century 21 Alliance Rlty Group

    517 Crescent Ave, Highland, NY 12528
  • /15

    $329,999

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    107 Vista Dr, Highland, NY 12528

    Location, lifestyle, and effortless living come together in this beautifully reimagined, completely remodeled home. Ideally located just moments from the rail trail and within a short distance to town and its many amenities, this home offers the perfect blend of convenience and tranquility. Commuters will appreciate the easy access to Metro-North and New York City, while the quiet neighborhood

    Shelley Collins Hudson Dwellings Realty

    107 Vista Dr, Highland, NY 12528
  • /27

    $480,000

    • 4 Beds
    • 2 Baths
    • 2,640 Sq Ft

    98 North Rd, Highland, NY 12528

    This charming 1900 farmhouse in Highland offers a comfortable and spacious living space with original wide custom moldings and beautiful oak hardwood flooring. Enjoy the beautiful sunlight in the fully finished sunroom. The kitchen is open with plenty of counter space and new appliances. There's a large dining area for large gatherings or intimate dinners. The primary bedroom is on the first

    Dawn Passante Coldwell Banker Village Green

    98 North Rd, Highland, NY 12528
  • /13

    $340,000

    • 2 Beds
    • 1 Bath
    • 1,117 Sq Ft

    128 Vineyard Ave Unit 202, 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 202, Highland, NY 12528
  • /47

    $575,000

    • 4 Beds
    • 3 Baths
    • 2,082 Sq Ft

    16 Gabriety Rd, Highland, NY 12528

    Tucked away on a quiet street and overlooking a picturesque apple orchard, this beautifully maintained mid-century Cape offers the perfect balance of timeless character and modern convenience. Set on just under an acre with mature landscaping, the property provides a peaceful setting while remaining close to the amenities of the Hudson Valley. For commuters, the home is located just 3 miles from

    Leigh Wagner-Quintana KW Hudson Valley North

    16 Gabriety Rd, 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
  • /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
  • /32

    $485,000

    $114K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,510 Sq Ft

    340 Vineyard Ave, Highland, NY 12528

    Step back in time with this spacious Victorian home full of original charm and character. Nestled on 41.10 acres of scenic land with mountainviews. This property features a detached barn, 2 car garage and a classic summer kitchen. This property offers endless potential for restorationor creative retreat spaces. Inside you will find hardwood floors, birch cabinets with amazing stainless

    Ronnie Rebis Grist Mill Real Estate

    340 Vineyard Ave, Highland, NY 12528
  • /47

    $474,000

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft

    4 Alex Ct, Highland, NY 12528

    Delightful Ranch in welcoming Mountainside Woods features an 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 popular Taconic model

    Susan Todd BHHS Hudson Valley Properties

    4 Alex Ct, 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /8

    $450,000

    • Land
    • 2.04 Acres
    • $220,588 per Acre

    0 Lake View Dr Unit KEY857198, Highland, NY 12743

    Discover your dream retreat on this stunning lakefront vacant land located on Highland Lake, one of Sullivan County's premier motorboat lakes. With an established driveway and dock already in place, this property offers easy access to endless recreational opportunities, from fishing to boating to everything in between. Imagine building your perfect getaway, surrounded by breathtaking views and

    Dawn Payne Payne Team LLC

    0 Lake View Dr Unit KEY857198, Highland, NY 12743
  • /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
  • /30

    $545,000

    • 3 Beds
    • 2.5 Baths
    • 1,682 Sq Ft

    9 Emerson Terrace, Lloyd, NY 12528

    Welcome to Mountainside Woods, where luxury, comfort, and convenience come together.Why wait for new construction when you can move right into this stunning former model home in the highly sought-after Mountainside Woods community? Thoughtfully designed with both style and functionality in mind, this beautifully appointed home is loaded with premium upgrades.The gourmet kitchen serves as

    Megan Krusen eXp Realty

    9 Emerson Terrace, Lloyd, NY 12528
  • /28

    $558,000

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft

    7 Tina Dr, Highland, NY 12528

    Tucked along a quiet dead-end street in Highland, this inviting three-bedroom, two-bath home offers nearly 1,600 square feet of thoughtfully updated living space, along with the kind of backyard that makes summer feel like a vacation at home.The bright main level has an easy, comfortable flow, with hardwood floors, a spacious living room and a beautifully renovated kitchen featuring

    Donna Brooks Compass Greater New York, LLC

    7 Tina Dr, Highland, NY 12528
  • /19

    $429,000

    • 4 Beds
    • 2 Baths
    • 1,443 Sq Ft

    1 Jackman St, Highland, NY 12528

    Discover the charm of this quaint four-bedroom craftsman style home, nestled on a quiet private road in the Village of Highland. Filled with character, the home features beautiful original woodwork and hardwood floors that showcase its timeless appeal. Outside, the inviting yard provides a peaceful setting to relax, entertain, or simply enjoy the tranquility of home.What truly makes this

    Dawn Passante Coldwell Banker Village Green

    1 Jackman St, Highland, NY 12528
  • /13

    $500,000

    $195K PRICE DROP
    • Land
    • 11.5 Acres
    • $43,478 per Acre

    TBD Route 9w, Highland, NY 12528

    Attention Investors! 11.5 acres located just minutes from the Mid-Hudson Bridge in desirable Highland, NY ready for developing. Ideally located on a high traffic state highway with over 1,000 feet of road frontage and tons of visibility. This lot sits directly across the highway from the future river front development named "The Hudson Valley Wine Village" which is proposed to have 800 new

    John Quinn Quinn Realty Group Inc

    TBD Route 9w, Highland, NY 12528
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