Homes for Sale near Highland Elementary School

• 

  

  

  /52

  $3,950,000

  • 9 Beds
  • 12 Baths
  • 10,500 Sq Ft

  9 Chambers Rd, West Park, NY 12493

  A great legacy meets true luxury: Hudson Shore Estate, formerly home to one of Eleanor Roosevelt's early passion projects, a pioneering vocational school for women, has now been masterfully restored to its former glory and offers the perfect setting for a multi-generational family compound. A unique example of Arts & Craft design amongst its peer group of renowned Hudson River mansions, the

  

  Hayes Clement

  Compass Greater New York, LLC

  (845) 712-3840

  9 Chambers Rd, West Park, NY 12493
• 

  Explore Highland Elementary School

• 

  

  

  /56

  $1,175,000

  • 7 Beds
  • 5 Baths
  • 4,630 Sq Ft

  660 N Chodikee Lake Rd, Highland, NY 12528

  Welcome to Stonewall Farm, a rare 40-acre retreat featuring not one but TWO architecturally distinctive houses less than two hours from Manhattan and minutes from the New Paltz village center. Privately set at the end of a long driveway flanked on each side by its namesake stacked-bluestone walls, the property features both meadows and woods. The first house, built in 1820 by William Brooks and

  

  Hayes Clement

  Compass Greater New York, LLC

  (845) 415-7125

  660 N Chodikee Lake Rd, Highland, NY 12528
• 

  

  

  /27

  $585,000

  • 3 Beds
  • 2 Baths
  • 2,386 Sq Ft

  660 N Chodikee Lake Rd, Highland, NY 12528

  Spacious, secluded and close to New Paltz: This roomy ranch features key technical updates while retaining its bright 1970s vibe. Privately set at the end of a long driveway flanked on each side by stacked-bluestone walls, the house sits at the center of the historic Stonewall Farm on its own 19 wooded acres. Entered through a pergola-topped courtyard into a symmetrical blue-stoned foyer

  

  Hayes Clement

  Compass Greater New York, LLC

  (845) 456-9362

  660 N Chodikee Lake Rd, Highland, NY 12528
• 

  

  

  /33

  $639,000

  • 4 Beds
  • 1.5 Baths
  • 2,244 Sq Ft

  668 N Chodikee Lake Rd, Highland, NY 12528

  Welcome to Stonewall Farm, a rare 20-acre retreat featuring a charming 19th Century stone house and outbuilding less than two hours from Manhattan and minutes from the New Paltz village center. Privately set at the end of a long driveway flanked on each side by its namesake stacked-bluestone walls, the property features both meadows and woods plus its signature foursquare stone farm house built

  

  Hayes Clement

  Compass Greater New York, LLC

  (845) 704-4624

  668 N Chodikee Lake Rd, Highland, NY 12528
• 

  

  

  /37

  $495,000

  • 5 Beds
  • 4 Baths
  • 2,366 Sq Ft

  258 Martin Ave, Highland, NY 12528

  Major space meets major opportunity: This versatile 2-family home nestled on 2 sunny acres offers privacy plus big potential for comfortable living and extra income. Perfectly adaptable, you can rent both units, live in one while renting the other, or knock down a wall to create a spacious single-family residence. The first unit is an extra roomy, one-level home featuring three bedrooms and two

  

  Hayes Clement

  Compass Greater New York, LLC

  (845) 377-4797

  258 Martin Ave, Highland, NY 12528
• 

  

  /29

  $365,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  241 Upper Rd N, Highland, NY 12528

  Welcome to 241 Upper North Road – Where Comfort Meets Convenience! This beautifully maintained modern double-wide mobile home offers the charm and functionality of a modular home, nestled on a spacious 0.78-acre lot. With an inviting open floor plan, this residence features 2 bedrooms, a versatile den with a cozy gas fireplace, and 2 full bathrooms, offering ample space for both relaxation and

  

  Isabel Alves

  RE/MAX Town & Country

  (845) 493-3607

  241 Upper Rd N, Highland, NY 12528
• 

  

  /15

  $225,000

  • 1 Bed
  • 1 Bath
  • 762 Sq Ft

  534 New Paltz Rd, Highland, NY 12528

  Move-in Ready Gem-Perfect for Easy Living in Highland, NYStep into this completely renovated 1-Bedroom, 1-Bath home designed for comfort and convenience. The entire house has been fully renovated featuring New Septic System, New Roof, New Electrical, New Plumbing, New Washer/Dryer hook up, New water heater, New Electrical panel 200 amp, New Sheetrock, New wall and ceiling insulation, New

  Sandra Rosario Hudson Dwellings Realty

  534 New Paltz Rd, Highland, NY 12528
• 

  

  /48

  $549,900

  • 3 Beds
  • 3 Baths
  • 1,824 Sq Ft

  62 Clearwater Rd, Highland, NY 12528

  Discover unparalleled privacy in this beautifully maintained home, set on its own serene acreage. Step inside to find a warm and inviting interior featuring hardwood floors throughout the main living areas and plush carpet in the bedrooms for comfort. The living room is anchored by a gorgeous stone fireplace, creating the perfect gathering spot for cozy evenings or entertaining guests. The

  Patricia Lucey Picture It Sold, LLC

  62 Clearwater Rd, Highland, NY 12528
• 

  

  /55

  $750,000

  • 3 Beds
  • 3 Baths
  • 2,596 Sq Ft

  1 Jonathan Ct, Highland, NY 12528

  Charming Colonial on 1.39 Acres with Resort-Style AmenitiesWelcome to this beautifully maintained Colonial nestled on 1.39 acres of mature, professionally landscaped grounds. This inviting 3-bedroom, 3 full-bath home offers the perfect blend of timeless charm and modern amenities in a sought-after location near the Mid-Hudson Bridge.Step inside to find a spacious layout featuring

  Danielle Carlson-murphy Start Home Smart, Inc.

  1 Jonathan Ct, Highland, NY 12528
• 

  

  /36

  $769,000

  • 4 Beds
  • 2.5 Baths
  • 3,253 Sq Ft

  2 Fieldstone Ct, Highland, NY 12528

  Stunning colonial with contemporary flair gem boasts 4 large spacious bedrooms and 2.5 luxurious bathrooms, providing ample space for comfortable living. Step inside to discover a beautifully updated interior with modern finishes throughout. The 2-story living room creates an inviting space for gatherings, while the chef's kitchen features a sleek open layout, ideal for entertaining guests. Have

  Joseph Brown RE/MAX Real Property Group

  2 Fieldstone Ct, Highland, NY 12528
• 

  

  /46

  $545,000

  • 5 Beds
  • 3 Baths
  • 2,024 Sq Ft

  191 Bedell Ave, Highland, NY 12528

  Welcome to 191 Bedell Ave in Highland, a move-in ready gem blending classic charm with modern updates! This beautifully maintained home features cathedral ceilings, hardwood floors, abundant natural light, and spacious living areas perfect for relaxing or entertaining. This sprawling raised ranch includes 5 bedrooms, 3 baths, and tons of living space on 1.46 Acres! Sit back and relax in the fully

  Michael Cahill HomeSmart Homes & Estates

  191 Bedell Ave, Highland, NY 12528
• 

  

  /25

  $375,000 Open Sat 11AM - 1PM

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  27 Amato Ln, Highland, NY 12528

  Tucked away on a peaceful dead-end road in Highland, this inviting 2-bedroom, 1-bath home offers the perfect blend of charm, updates, and convenience. Whether you're searching for a starter home or a weekend retreat, this property checks all the boxes. The main level welcomes you with an open layout, rustic exposed beams, and a stylishly renovated kitchen featuring sleek soapstone countertops.

  Jacob Cohen eXp Realty

  27 Amato Ln, Highland, NY 12528
• 

  

  /50

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,934 Sq Ft

  4 Salk Dr, Highland, NY 12528

  Welcome Home to Comfort, Style & Mountain Views This beautifully renovated split-level home is tucked away in a well-kept neighborhood, offering picturesque mountain views from the front elevation. With flexible living space, modern updates, and inviting outdoor areas, it's ready for you to move right in. Inside, you'll find 3 plus bedrooms (including a flexible bonus space) and two full baths.

  Barbara Korabel FOUR SEASONS REALTY GROUP

  4 Salk Dr, Highland, NY 12528
• 

  

  /31

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,027 Sq Ft

  422 Gregory Ct Unit 307, Highland, NY 12528

  TRULY NOTHING TO DO BUT MOVE IN! Welcome to this meticulously maintained upper-level end unit, where vaulted ceilings and skylights flood the space with abundant natural light, adding a sense of openness and refined elegance throughout. The seamless flow between the dining and living area exudes warmth and sophistication, offering an inviting space to unwind or entertain. A stunning, sleek

  Nancy Diehl Rita Levine Real Estate

  422 Gregory Ct Unit 307, Highland, NY 12528
• 

  

  /42

  $419,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  20 Lauretta Dr, Highland, NY 12528

  Tucked away on a quiet dead-end road, set high with scenic mountain views, this well-kept Raised Ranch is ready for your next chapter in the Hudson Valley. Freshly painted and move-in ready, the home offers 3 bedrooms, 2 bathrooms, a wood-burning fireplace, and a fenced-in backyard. The updated kitchen and spacious, finished lower level—with oversized windows framing the views—provide comfort and

  Peter Ilani BHHS HUDSON VALLEY PROP-R

  20 Lauretta Dr, 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
• 

  

  /7

  $399,900

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  29 Oakes Rd, Highland, NY 12528

  An exceptional and rare opportunity to own a piece of the Hudson Riverfront between two of the region’s most iconic landmarks, the Mid-Hudson Bridge and the Walkway Over the Hudson. Located on the Highland side, presenting a blend of natural beauty and historic charm. At the heart of the property is a c.1840s two bedroom, one bath home, offering timeless character and panoramic views of the

  Anthony DeGelormo Century 21 Alliance Rlty Group

  29 Oakes Rd, Highland, NY 12528
• 

  

  /13

  $329,999

  • 3 Beds
  • 1 Bath
  • 1,372 Sq Ft

  365 Crescent Ave Unit 367, Highland, NY 12528

  Welcome to this charming and beautifully updated home, nestled in a spacious corner lot in a quiet neighborhood. This inviting property offers the perfect blend of country charm and modern conveniences. Step inside to find a warm and welcoming country-style kitchen featuring a cozy coffee bar and breakfast nook, perfect for starting your mornings. The kitchen boasts newer appliances and flows

  Ronnie Rebis Grist Mill Real Estate

  365 Crescent Ave Unit 367, 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
• 

  

  /45

  $335,000

  • 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
• 

  

  /16

  $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
• 

  

  /29

  $389,000

  • 3 Beds
  • 1.5 Baths
  • 1,670 Sq Ft

  46 Brescia Blvd, Highland, NY 12528

  Discover your upstate oasis at 46 Brescia Blvd — a beautifully renovated 3-bedroom, 1.5-bath home offering the perfect mix of comfort, style, and indoor-outdoor living in the heart of the Hudson Valley.Located just 90 minutes from NYC and minutes from the Hudson Valley Rail Trail, wineries, and local farm markets, this move-in-ready home features modern upgrades, smart home touches, and

  Heather Bragg ReAttached

  46 Brescia Blvd, Highland, NY 12528
• 

  

  /9

  $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

  Kathy Dawson Howard Hanna Rand Realty

  69 North Rd, 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
• 

  

  /33

  $450,000

  • 3 Beds
  • 2 Baths
  • 2,715 Sq Ft

  334 Pancake Hollow Rd, Highland, NY 12528

  With 3 bedrooms, 2 full bathrooms, and 2,715 square feet of flexible living space, this turnkey home is ready for you to move right in and make it your own.At the heart of the home is a spacious open-concept kitchen and living room — perfect for everyday living and effortless entertaining. The generously sized primary suite offers both privacy and potential, with space to add an

  Leigh Wagner-Quintana Keller Williams Realty HV Nort

  334 Pancake Hollow Rd, 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
• 

  

  /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
• 

  

  /21

  $450,000

  • 4 Beds
  • 2 Baths
  • 2,266 Sq Ft

  12 Woodside Place, Highland, NY 12528

  Come see this home that offers a perfect combination of charm, convenience, and community. This beautiful 4-bedroom, 2-bath home is full of character, featuring original hardwood floors and elegant French doors. The spacious living and dining areas are ideal for family gatherings, while the kitchen boasts stunning granite countertops, perfect for cooking and entertaining. Enjoy peaceful mornings

  Geraldine Gaudioso Century 21 Alliance-NP

  12 Woodside Place, Highland, NY 12528
• 

  

  /22

  $425,000

  • 2 Beds
  • 1 Bath
  • 1,365 Sq Ft

  59 South St, Highland, NY 12528

  Charming 1900 Two-Story Farmhouse with Vintage Character... Step into timeless charm with this lovingly cared for two-story farmhouse, built circa 1900 and brimming with original character. Featuring authentic hardwood floors, this 2-bedroom home offers cozy living spaces, walk-in closets, and a woodstove perfect for those crisp Hudson Valley evenings. Enjoy peaceful mornings on the classic

  jeff farnell John J Lease REALTORS Inc

  59 South St, 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
• 

  

  /26

  $950,000

  • Land
  • 46 Acres
  • $20,833 per Acre

  73 Peach Ln, Clintondale, NY 12515

  One Beautiful Apple Orchard with Pond. Mountain View with a Million Dollar View. Mature Apple Trees will be ready to pick this fall. Two parcels 20.9 Acres and 24.7 Acres for a total Acres of 45.6 Acres each lot tax is $1000 both a year is $2000. one mile county road frontage.can access the property from two county roads. At the highest area of the orchard. is a clearing.no apple Trees. just

  John Melchior Howard Hanna Rand Realty

  73 Peach Ln, Clintondale, NY 12515
• 

  

  /20

  $395,000

  • Land
  • 7 Acres
  • $54,861 per Acre

  75 Palazzo Ln, Clintondale, NY 12528

  Build your dream home or investment property on this exceptional 7.2-acre parcel of land, ideally situated in the heart of the Hudson Valley. Just 5 miles from the New Paltz Thruway exit (I-87), 6 miles to SUNY New Paltz, and 7 miles to the vibrant New Paltz Village, this location offers the perfect balance of privacy and accessibility.The property features a producing apple orchard with mature

  Michele Richards Four Seasons Sotheby's Int.

  75 Palazzo Ln, Clintondale, NY 12528
• 

  

  /33

  $2,000,000

  • 3 Beds
  • 2.5 Baths
  • 2,322 Sq Ft

  70 Floyd Ackert Rd, West Park, NY 12493

  A Rare Hudson Riverfront Opportunity - Historic Stone Home with Unmatched Views and Endless Potential It's not often a property like this becomes available—a one-of-a-kind 1870s stone ferry house, set on 3.3 private acres right at the edge of the Hudson River. With sweeping, unobstructed views and a direct connection to the water, this is a chance to create something truly extraordinary.Step

  Jeanne Rakowski Corcoran Country Living

  70 Floyd Ackert Rd, West Park, NY 12493
• 

  

  /36

  $445,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  67 Picnic Woods Rd, Clintondale, NY 12515

  Welcome to your dream ranch home in Clintondale, NY—where comfort, style, and convenience come together in perfect harmony. This clean, well-maintained home set on a serene 1-acre lot is relaxing and inviting, making it the perfect retreat. Imagine waking up to the serenity of the beautiful pond as you enjoy your breakfast on the rear deck or before sunset when the sun is low on the horizon—a

  JANICE CARRASCO Nexthome NOVACARR Realty

  67 Picnic Woods Rd, Clintondale, NY 12515
• 

  

  /6

  $232,000

  • Land
  • 3.90 Acres
  • $59,487 per Acre

  5 Elbow Ln, Highland, NY 12528

  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 this 9 lot sub division have been built with an eye on design and privacy.

  Elizabeth Decker Hudson Dwellings Realty

  5 Elbow Ln, Highland, NY 12528
• 

  

  /5

  $125,000

  • Land
  • 0.90 Acre
  • $138,889 per Acre

  120 Floyd Ackert Rd, Esopus, NY 12429

  Bring your plans! Here is your blank canvas for the home of your dreams. Located a short distance from Route 9W in West Park for easy commuting to Kingston or south to Highland and Metro North. Property is located on .9 acres with lots road frontage.

  Dawn Passante Coldwell Banker Village Green

  120 Floyd Ackert Rd, Esopus, NY 12429
• 

  

  /6

  $825,000

  • Land
  • 16 Acres
  • $50,000 per Acre

  TBD South St, Lloyd, NY

  Prime property. This parcel is flat, mostly cleared, has a pond, sweeping views of the Shawangunk Mountains and borders the 27 hole Apple Greens Golf Course. 1,400 feet of the property adjoins the course. If golf is your game, it doesn't get any more convenient than this. Perfect for a community that grew up here, wants to stay here and are ready to downsize and become ''snow birds''. Here for

  Dennis Cooper Corcoran Country Living

  TBD South St, Lloyd, NY
• 

  

  /18

  $349,000

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft

  451 New Paltz Rd, Highland, NY 12528

  INVESTMENT PROPERTYThis 2 family property is conveniently located in Highland. Less than 10 minutes to the Village of New Paltz, and 15 minutes to the Mid-Hudson bridge.The location is just steps away from the Hudson Valley Rail Trail, which is a 7 mile paved trail from the Walkway over the Hudson to New Paltz.Each unit is a one bedroom one bath apartment. Private parking lot has

  Jaynie Aristeo Ridgeline Realty

  451 New Paltz Rd, Highland, NY 12528
• 

  

  /6

  $825,000

  • Land
  • 16 Acres
  • $50,000 per Acre

  tbd South St, Highland, NY 12528

  Prime property. This parcel is flat, mostly cleared, has a pond, sweeping views of the Shawangunk Mountains and borders the 27 hole Apple Greens Golf Course. 1,400 feet of the property adjoins the course. If golf is your game, it doesn't get any more convenient than this. Perfect for a community that grew up here, wants to stay here and are ready to downsize and become ''snow birds''. Here for

  Dennis Cooper Corcoran Country Living

  tbd South St, Highland, NY 12528
• 

  

  /14

  $60,000

  • Land
  • 1.36 Acres
  • $44,118 per Acre

  0 White St, Highland, NY 12528

  Looking for the perfect lot for your new home? This lovely 1.36-acre lightly 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

  Carolyn Michelle KW MidHudson

  0 White St, Highland, NY 12528

Showing Results 1 - 40, Page 1 of 2