Highland, NY Homes

• 

  

  

  /27

  Est $583,949 Not Listed For Sale

  • 4 Beds
  • 2,478 Sq Ft

  292 Baileys Gap Rd Unit 294, Highland, NY 12528

  292 Baileys Gap Rd Unit 294, Highland, NY 12528
• 

  

  

  /28

  $330,000

  • 2 Beds
  • 1 Bath
  • 1,723 Sq Ft

  578 South St, Highland, NY 12528

  Meticulously Updated Highland Home with Pool and Pond. This thoughtfully updated property at 578 South Street offers exceptional value with continuous improvements through today. Ideally located near the Shawangunk Mountains with hiking trails and outdoor recreation, close to the historic Mohonk Mountain House resort, yet convenient to Metro North Railroad and all amenities. The first floor

  Michele Marina Atlantica East Associates LLC

  578 South St, Highland, NY 12528
• 

  $317,500 Sold Mar 31, 2025

  • 1,588 Sq Ft
  • $200/SF
  • 16 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1950

  465 Plutarch Rd, Highland, NY 12528

  New Paltz! Looking for something different? This newly renovated chalet home is sitting on 8 acres of privacy! Surrounded with nature, this homecan be used all year round, or for a cool getaway! Easy to move into, this home features a new wood kitchen with stainless appliances andgranite countertops, renovated baths, new flooring, new siding, new roof, mostly new windows, new electrical,

  Rebecca Kaufman Q Home Sales

  465 Plutarch Rd, Highland, NY 12528
• 

  

  

  /26

  Est $581,701 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  21 Spring Meadow Ct, Highland, NY 12528

  21 Spring Meadow Ct, Highland, NY 12528
• 

  

  

  /17

  $55,000

  • Land
  • 6 Acres
  • $9,769 per Acre

  Lot#26 Timber Lake Dr, Highland, NY 12792

  Build your dream home on Private 5 acre parcel with lake rights down the road in lovely gated community. Lake access, beach, boating, fishing within walking distance from the Lake.

  Jane Panico Realty Promotions Inc

  Lot#26 Timber Lake Dr, Highland, NY 12792
• 

  $230,000 Sold Mar 31, 2025

  • 1,032 Sq Ft
  • $223/SF
  • 31 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1976

  83 Sunny Brook Cir, Highland, NY 12528

  Welcome to this 2 bedroom, 1 bath end unit in the Sunny Brook Community, Highland, NY. This unit has a nice size kitchen, dining area, living room, laundry room, primary bedroom with a walk in closet, second bedroom and an office space/den. This unit is very accessible and features one level living and has 2 parking spaces with 1 being directly in front of the unit. Private back patio area

  Debra Tarpey RE/MAX Town & Country

  83 Sunny Brook Cir, Highland, NY 12528
• 

  

  /27

  Est $750,280 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,657 Sq Ft

  19 Amanda Cir, Highland, NY 12528

  19 Amanda Cir, Highland, NY 12528
• 

  /2

  $21,000

  • Land
  • 0.50 Acre
  • $42,000 per Acre

  Lot 20 Park Ln, Highland, NY 12792

  Quiet/wooded lot .5 acre parcel offers a peaceful setting surrounded by nature on a quiet road. Located minutes from the Delaware River. If you've been thinking of investing in land in the Catskills, this is a great opportunity!

  Kristen Payne Payne Team LLC

  Lot 20 Park Ln, Highland, NY 12792
• 

  

  /37

  $433,500 Sold Mar 31, 2025

  • 2,023 Sq Ft
  • $214/SF
  • 78 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1990

  597 N Elting Corners Rd, Highland, NY 12528

  Home sweet home! This easy living ranch home offers comfortable and spacious living in a convenient location. The primary floor features an enormous eat-in kitchen opening into the living room and formal dining area. A bright sunroom, complete with pine ceilings, faces the extensive backyard. Enjoy morning coffee and a good book everyday basking in the natural light. Three large bedrooms, two

  Megan forziati Coldwell Banker Village GreenN

  597 N Elting Corners Rd, Highland, NY 12528
• 

  Est $427,814 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 2,344 Sq Ft

  548 South St, Highland, NY 12528

  548 South St, Highland, NY 12528
• 

  

  /22

  $375,000

  • 2 Beds
  • 1 Bath
  • 1,090 Sq Ft

  16 Orchard Ln, Highland, NY 12528

  Welcome to your next home! This delightful 2-bedroom, 1-bath raised ranch is nestled in one of the area's most sought after neighborhoods, just minutes from local shops, restaurants, schools, and everything you need for convenient living.Step inside to find a bright and functional layout with plenty of natural light. The main level features two comfortable bedrooms and a cozy living

  Megan Krusen eXp Realty

  16 Orchard Ln, Highland, NY 12528
• 

  $960,000 Sold Mar 25, 2025

  • 4,000 Sq Ft
  • $240/SF
  • 51 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2004

  740 State Route 44 55, Highland, NY 12528

  ***(THE OPEN HOUSE SCHEDULED FOR TOMORROW 1/19/2025 HAS BEEN CANCELLED )***This stunning Hudson Valley estate offers unparalleled luxury and tranquility, situated just minutes from New Paltz and Poughkeepsie and a short drive from iconic destinations like Lake Minnewaska and Mohonk Mountain House. Approached via a long private driveway, the home welcomes you with a grand two-story entryway that

  Steve Moreau Tactical Realty LLC

  740 State Route 44 55, Highland, NY 12528
• 

  Est $459,100 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,750 Sq Ft

  799 State Route 44 55, Highland, NY 12528

  799 State Route 44 55, Highland, NY 12528
• 

  

  /40

  $359,900

  • 2 Beds
  • 2 Baths
  • 1,438 Sq Ft

  466 New Paltz Rd, Highland, NY 12528

  Charming Highland Retreat – Convenient, Comfortable, and Full of Character. Welcome to 466 New Paltz Road, a delightful property nestled in the heart of Highland, NY. This inviting home perfectly blends classic charm with modern updates, offering the ideal retreat for year-round living or a weekend getaway in the beautiful Hudson Valley. Step inside to find a bright and airy interior featuring 2

  Justin Phillips United RE Hudson Valley Edge

  466 New Paltz Rd, Highland, NY 12528
• 

  

  /31

  $466,000 Sold Mar 21, 2025

  • 1,491 Sq Ft
  • $313/SF
  • 34 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2017

  41 Vista Dr, Highland, NY 12528

  Welcome to this stunning 3-bedroom, 2-full-bathroom home designed with comfort and style in mind. This property boasts an expansive backyard, one of the largest in the neighborhood, complete with a spacious deck featuring an awning, a natural gas line-connected BBQ (included with the home), and a propane fire pit for cozy evenings outdoors. Inside, the primary bedroom offers plush carpeting

  Savannah Miceli Century 21 Alliance-NP

  41 Vista Dr, Highland, NY 12528
• 

  

  /11

  Est $426,329 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,420 Sq Ft

  269 Tuckers Corners Rd, Highland, NY 12528

  269 Tuckers Corners 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
• 

  $320,000 Sold Mar 20, 2025

  • 1,270 Sq Ft
  • $252/SF
  • 94 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1988

  80 Sterling Place, Highland, NY 12528

  Welcome to the vibrant Bridgeview community, where sophistication meets convenience. Perfectly situated near the Mid Hudson Bridge, this tastefully updated 2-bedroom townhouse offers seamless commuting and an easy lifestyle.Step into the eat-in kitchen, featuring wood cabinets, gleaming granite countertops, ceramic floors, and brand-new appliances that make culinary endeavors a delight. The

  Kristen Zigouras eXp Realty

  80 Sterling Place, Highland, NY 12528
• 

  /2

  Est $952,699 Not Listed For Sale

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

  740 State Route 44 55, Highland, NY 12528

  740 State Route 44 55, 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
• 

  $290,000 Sold Mar 17, 2025

  • 1,047 Sq Ft
  • $277/SF
  • 54 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1988

  93 Sterling Place, Highland, NY 12528

  Owner ready to negotiate on this lovely two level townhouse in Bridgeview. Located just minutes from The Mid-Hudson Bridge and right off of Route 9W. Within just minutes of shopping and all modern conveniences make it a perfect home or investment property for you. A wonderful clubhouse, inground swimming pool and hot tub, updated playground, and a basketball court and dog park help to make it a

  DANA LYNN HERRINGTON Dana Lynn Real Estate, LLC

  93 Sterling Place, Highland, NY 12528
• 

  Est $351,918 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  6 Mandia Ln, Highland, NY 12528

  6 Mandia Ln, 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
• 

  $589,000 Sold Mar 14, 2025

  • 2,660 Sq Ft
  • $221/SF
  • 102 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1978

  11 Bellevue Rd, Highland, NY 12528

  Custom built mid-century oversized split style home located on the lovely Bellevue Road. Enjoy nature and privacy from all sides of your home with beautiful wood decking for entertaining or relaxing. This home has many unique features including a large living room with sliding doors, and a double-sided wood-burning fireplace for cozy nights or warm dinners in your full dining room. An additional

  Dawn Passante Coldwell Banker Village Green

  11 Bellevue Rd, Highland, NY 12528
• 

  /2

  Est $418,085 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,518 Sq Ft

  359 Crescent Ave, Highland, NY 12528

  359 Crescent Ave, Highland, NY 12528
• 

  

  /6

  $300,000

  • Land
  • 6 Acres
  • $48,387 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, office space,

  Theodore Chazkel BHHS HUDSON VALLEY PROP-NP

  9 Lumen Ln, Highland, NY 12528
• 

  $383,000 Sold Mar 14, 2025

  • 1,321 Sq Ft
  • $290/SF
  • 113 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1968

  4 Blue Point Rd, Highland, NY 12528

  This Solid, Well-Built Brick Home is a must see. There are hardwood floors throughout, a whole house fan, covered stone patio area, eat-in kitchen, dining room, and living room with a stone fireplace. The washer and dryer can be bought down to the basement and the laundry room can be used as third bedroom or office. Attached two car garage. Spacious unfinished basement. Imagination and a little

  JoAnn Ellis Summerset Realty

  4 Blue Point Rd, Highland, NY 12528
• 

  

  /28

  Est $238,930 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 895 Sq Ft

  355 Crescent Ave, Highland, NY 12528

  355 Crescent Ave, Highland, NY 12528
• 

  /2

  $150,000

  • Land
  • 7 Acres
  • $22,388 per Acre

  0 Highland Lake Rd Unit KEY868497, Highland, NY 12732

  Located just outside of the charming hamlet of Eldred, this wooded parcel provides access to the spectacular Halfway Brook with rushing waters and waterfall along the rear property line. This area of the Hudson Valley provides easy access to the Delaware River for fishing, rafting & canoeing. It also provides plenty of opportunities for outdoor recreation, camping and hunting. It's a hop, skip

  Theresa Powers Keller Williams Realty

  0 Highland Lake Rd Unit KEY868497, Highland, NY 12732
• 

  $420,000 Sold Mar 12, 2025

  • 2,916 Sq Ft
  • $144/SF
  • 50 Days On Market

  • 6 Beds
  • 4 Baths
  • Built 1900

  27 Vineyard Ave, Highland, NY 12528

  Amazing 4 unit building in Highland. Fully Occupied & tenants pay their own utilities. Unique mixture of apartments and close to everything the town has to offer. Solid investment, book your appointment today, You can package with 6336281, 6336278, & 6336271

  Hamar Clarke Clarke Realty & Associates LLC

  27 Vineyard Ave, Highland, NY 12528
• 

  

  /16

  Est $459,860 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,810 Sq Ft

  397 Crescent Ave, Highland, NY 12528

  397 Crescent Ave, Highland, NY 12528
• 

  

  /5

  $59,000

  • Land
  • 6 Acres
  • $9,736 per Acre

  Lot 45 Split Rock Dr, Highland, NY 12719

  Escape to total privacy on this peaceful 6.06-acre parcel in a desirable private community. Surrounded by nature, with pond views, this secluded lot offers the perfect setting for your dream getaway or year-round retreat. Tucked away in the heart of the Catskills, you’ll enjoy unmatched tranquility with easy access to local hiking, lakes, and charming towns. Build your vision where serenity meets

  Dawn Payne Payne Team LLC

  Lot 45 Split Rock Dr, Highland, NY 12719
• 

  $70,000 Sold Mar 09, 2025

  • 1,104 Sq Ft
  • $63/SF
  • 46 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1920

  534 U S 44, Highland, NY 12528

  Calling all investors! Sold As-Is 3 bedrooms, 1 bath on 1.7 acres- private well and septic. Buyer to verify all pertinent information

  Genevieve Rolleri eXp Realty

  534 U S 44, Highland, NY 12528
• 

  

  /4

  Est $540,371 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  379 Crescent Ave, Highland, NY 12528

  379 Crescent Ave, Highland, NY 12528
• 

  

  /56

  $1,235,000

  • 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, with frontage on Chodikee Lake reached just across a

  Hayes Clement Compass Greater New York, LLC

  660 N Chodikee Lake Rd, Highland, NY 12528
• 

  $349,900 Sold Mar 05, 2025

  • 1,182 Sq Ft
  • $296/SF
  • 35 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  114 Half Moon Rd, Highland, NY 12528

  This charming 3-bedroom, 2-bath Center Hall Colonial/Farmhouse, built in 1900, sits on a serene 1.2-acre lot. Featuring beautiful knotty pine flooring with radiant heat, this home blends classic character with modern comforts. The welcoming rocking chair front porch leads to an open and airy eat-in kitchen, perfect for entertaining with its spacious dining area. The kitchen and family room both

  AnnaMarie O'Brien Curasi Realty, Inc.

  114 Half Moon Rd, Highland, NY 12528
• 

  Est $506,944 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,872 Sq Ft

  745 State Route 44 55, Highland, NY 12528

  745 State Route 44 55, 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
• 

  $410,000 Sold Mar 04, 2025

  • 1,400 Sq Ft
  • $293/SF
  • 27 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  245 Upper Rd N, Highland, NY 12528

  Tastefully updated 3 bedroom, 2 bath ranch with attractive floor plan. Modern open concept includes designer kitchen w/center island, stainless appliances, quartz counters & backsplash, which flows seamlessly to living room/dining room combo. Massive master bedroom suite w/huge walk-in closet, secondary closet and glamorous ensuite bathroom featuring dual vanity and custom tile shower. Two

  Dan Axtmann BHHS Hudson Valley Properties

  245 Upper Rd N, Highland, NY 12528
• 

  Est $383,546 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,982 Sq Ft

  683 State Route 44 55, Highland, NY 12528

  683 State Route 44 55, Highland, NY 12528

Showing Results 121 - 160, Page 4 of 18