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Highland, NY Homes for Sale with Garage

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  • /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,

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    217 Tuckers Corners Rd, Highland, NY 12528
  • /9

    $295,000

    • 3 Beds
    • 1 Bath
    • 1,050 Sq Ft

    15 Grove St, Highland, NY 12528

    15 Grove Street isn’t a finished story—it’s an opportunity to write the next chapter. For the buyer, investor, flipper, or contractor who can see beyond what’s here today, this 3-bedroom Highland property offers something many homes simply can’t: the opportunity to create value from the ground up. Yes, it needs work. But the vision starts with an existing home, an established footprint, and a

    Agent Photo

    Rachel Jones

    Jason Mitchell Real Estate NY

    15 Grove St, 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,

    Agent Photo

    Mark McAlpine

    Compass Greater New York, LLC

    15 Oakes Rd, Highland, NY 12528
  • /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

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    213 Tuckers Corners Rd, 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
  • /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
  • /24

    $500,000

    • 3 Beds
    • 2 Baths
    • 2,086 Sq Ft

    269 Orchard Rd, Highland, NY 12528

    Nestled among scenic orchards is this beautiful, updated nineteenth century farm house situated on almost 20 acres of beautiful pasture land and woods. This charming 3 bedroom home has a lovely full bath and plenty of living space for both humans and horses alike. The current owner keeps her horses on the property which is equipped with 2 run-in sheds and 7 shed row stalls which all have power

    Daniel Balassone VYLLA Home

    269 Orchard Rd, Highland, NY 12528
  • /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
  • /49

    $697,000

    • 5 Beds
    • 6 Baths
    • 2,774 Sq Ft

    90 New Paltz Rd, Highland, NY 12528

    Grand Highland Home with Exceptional Living and Entertaining Spaces. Welcome to this stately Highland residence, proudly perched atop a beautiful knoll and offering that unmistakable feeling of coming home the moment you arrive. This grand 5-bedroom home combines spacious living, thoughtful updates, and an incredible setting designed for both everyday enjoyment and memorable entertaining. The

    Dawn Passante Coldwell Banker Village Green

    90 New Paltz Rd, 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
  • /48

    $359,900

    • 2 Beds
    • 2.5 Baths
    • 1,396 Sq Ft

    188 Sterling Place, Highland, NY 12528

    Enjoy comfort, convenience, and easy living in this fabulous two bedroom, 1.5 bathroom, semi detached single family townhome in the sought after Bridgeview community. Enter the eat in kitchen, which was updated in 2021, with new granite countertops, new stylish self closing cabinets, and new tile backsplash along with a gas stove for cooking, a first floor bathroom, a large spacious living room

    Ann Scarano Realty Center Hudson Valley

    188 Sterling Place, Highland, NY 12528
  • /43

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 2,458 Sq Ft

    125 Vineyard Ave, Highland, NY 12528

    Step into the character and craftsmanship of this beautiful historic Victorian in the heart of Highland, New York. A welcoming wrap-around porch sets the stage for a home filled with original details, thoughtful updates, and timeless Hudson Valley charm. Inside, beautiful hardwood floors, original woodwork, and classic pocket doors showcase the craftsmanship of a bygone era. The gracious

    Anthony D'Amato BHHS Hudson Valley Properties

    125 Vineyard Ave, 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
  • /45

    $299,999

    • 3 Beds
    • 1 Bath
    • 1,250 Sq Ft

    71 North Rd, Highland, NY 12528

    Vintage Hudson Valley charm, original character, and plenty of potential come together at 71 North Road in Highland. This inviting 3-bedroom, 1-bath home is filled with the details that give an older home its warmth and personality—from beautiful original woodwork and trim to hardwood floors, classic French doors, and original wood siding.A sweet covered front porch welcomes you home and

    Hilary Ryan Goldman Howard Hanna Rand Realty

    71 North Rd, 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
  • /35

    $649,500

    $31K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    555 Plutarch Rd, Highland, NY 12528

    Perfectly sited on a quiet walking road, this handsome Center-hall Colonial is now available for the first time in almost 2 decades. The nearly 7 acres offer an oasis around the residence with a stream that opens into the Swarte Kill (Black Creek) to kayak and experience wetland wildlife.Right from the full-length rocking chair porch, you feel so at home. This four-bedroom residence has a

    Eliane Abramoff Four Seasons Sothebys Intl

    555 Plutarch Rd, Highland, NY 12528
  • /50

    $1,200,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,905 Sq Ft

    134 Costa Rd, Highland, NY 12528

    Overlooking the 27 hole Apple Greens Golf Course and the Shawangunk Mountains, this newly constructed home seamlessly merges modern refined living with the soul of a classic Hudson Valley farmhouse. Every detail has been purposefully curated to age gracefully, starting with the classic wrap-around porch featuring cedar decking and a traditional light-blue ceiling, anchored by a rich mahogany

    Danielle Bartula Howard Hanna Rand Realty

    134 Costa Rd, Highland, NY 12528
  • /18

    $797,000

    $58K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,182 Sq Ft

    110 Macks Ln, Highland, NY 12528

    Welcome to this stunning 3,100 sq. ft. Colonial set on a picturesque 2.5-acre lot. Featuring 4 spacious bedrooms and 2.5 baths, this home blends comfort with timeless elegance. The chef's kitchen serves as the heart of the home--perfect for both entertaining and everyday living--whileselect bedrooms offer private or adjoining bath access for added convenience.Beautiful hardwood floors run

    Elizabeth Decker Hudson Dwellings Realty

    110 Macks Ln, 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
  • /13

    $270,000

    Open Sat 11AM - 2PM
    • 1 Bed
    • 1 Bath
    • 803 Sq Ft

    128 Vineyard Ave Unit 108, Highland, NY 12528

    Welcome to Highbridge Crossing, a newly established condominium community, built in 2018, where modern industrial design, energy efficiency, and convenient Hudson Valley living come together. Thoughtfully constructed with authentic materials and contemporary finishes, this 20-unit condominium community is ideally situated directly along the Hudson Valley Rail Trail and just a short drive from the

    Alejandra Filiciotto Corcoran Country Living

    128 Vineyard Ave Unit 108, 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
  • /36

    $799,000

    Open Sun 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,420 Sq Ft

    39 Loughran Ln, Highland, NY 12528

    Tucked away on 4.5 private acres along a quiet country road, this beautifully maintained ranch home offers the ease of single-level living surrounded by nature, gardens, and mature woodlands. Designed to maximize natural light, the home welcomes you with an airy, open floor plan, expansive windows, skylights, and warm hardwood floors throughout much of the living space. At the heart of the home

    Siobhan Fahy eXp Realty

    39 Loughran Ln, Highland, NY 12528
  • /48

    $799,000

    Coming Soon
    • 5 Beds
    • 3.5 Baths
    • 3,824 Sq Ft

    142 Hawleys Corners Rd, Highland, NY 12528

    Situated on 1.29 private acres surrounded by mature wooded trees, this Highland home offers space, flexibility, and potential for multigenerational or income-producing living. The first floor features an open kitchen with brand-new appliances, dining room, living room, three bedrooms, and a full bath. The top floor offers a private primary suite. The fully renovated basement provides additional

    KATHRYN GREAVEN eXp Realty

    142 Hawleys Corners Rd, 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
  • /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
  • /42

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 2,020 Sq Ft

    532 Plutarch Rd, Highland, NY 12528

    Tucked away along a quiet country road, this 3-bedroom, 2.5-bath home in the New Paltz school district sits on 6.3 acres with no visible neighboring homes. Accessed by a paved driveway and surrounded by mature trees, the property offers a rare sense of seclusion while remaining close to the area's many conveniences and attractions.The main level features a modern kitchen, spacious living room

    Michael Henry Corcoran Country Living

    532 Plutarch 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
  • /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

    $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
  • /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
  • /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
  • /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
  • /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
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