Highland, NY Homes

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  /35

  $410,000 Sold Aug 08, 2025

  • 1,232 Sq Ft
  • $333/SF
  • 32 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1952

  266 Swartekill Rd, Highland, NY 12528

  Charming Cedar Shake Retreat Nestled along a quiet county road, this inviting two-bedroom, two-bath home offers the perfect blend of rustic charm and natural beauty. Featuring classic cedar shake siding and a cozy windowed sun porch, the property sits on a peaceful lot with wooded surroundings, striking stone outcroppings, and a picturesque view of a tranquil pond out front. Whether

  Danielle Carlson-murphy Start Home Smart, Inc.

  266 Swartekill Rd, Highland, NY 12528
• 

  Est $365,678 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,537 Sq Ft

  24 Amato Ln, Highland, NY 12528

  24 Amato Ln, 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
• 

  $405,000 Sold Aug 08, 2025

  • 1,562 Sq Ft
  • $259/SF
  • 83 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1973

  8 Perkinsville Rd, Highland, NY 12528

  Discover your perfect Hudson Valley escape with this beautifully maintained raised ranch located in the heart of Highland, NY. Nestled on a quiet street and just minutes from the Mid-Hudson Bridge and NYS Thruway, this home offers both convenience and tranquility. This well-maintained 3-bedroom, 1.5-bath raised ranch combines classic charm with standout features—most notably, a sun-drenched

  Kelly Martin Martin Land & Estates LLC

  8 Perkinsville Rd, Highland, NY 12528
• 

  Est $456,240 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft

  228 Plutarch Rd, Highland, NY 12528

  228 Plutarch Rd, Highland, NY 12528
• 

  

  /4

  $150,000

  • Land
  • 1.5 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
• 

  $554,900 Sold Aug 07, 2025

  • 2,681 Sq Ft
  • $207/SF
  • 47 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1973

  9 Lisa Dr, Highland, NY 12528

  Charming and Spacious Raised Ranch in Prime Highland Location!Nestled on a picturesque one-acre lot at the beginning of a tranquil cul-de-sac in desirable Highland, New York, this extremely well-maintained raised Ranch offers an exceptional opportunity for comfortable and stylish living. Situated in a very highly thought of school district, this home boasts 2,681 square feet of

  Salvatore Trapani Summerset Realty

  9 Lisa Dr, Highland, NY 12528
• 

  Est $712,271 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,277 Sq Ft

  353 Plutarch Rd, Highland, NY 12528

  353 Plutarch Rd, Highland, NY 12528
• 

  

  /26

  $325,000

  • 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
• 

  

  /30

  $340,000 Sold Aug 06, 2025

  • 1,368 Sq Ft
  • $249/SF
  • 321 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1995

  26 Toc Dr, Highland, NY 12528

  This comfortable 4-bedroom cape is situated in a desirable location near the hamlet of Highland, Enjoy the popular Berean Park, offering swimming, tennis courts, pickle ball courts, playground and picnic areas. Just a few blocks to the Hamlet of Highland with small shops, a yoga studio, pizzerias, delis, and restaurants. Just across the Mid-Hudson Bridge is Metro North for easy city commuting

  Dawn Passante Coldwell Banker Village GreenN

  26 Toc Dr, Highland, NY 12528
• 

  

  /35

  Est $482,921 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,900 Sq Ft

  618 Plutarch Rd, Highland, NY 12528

  618 Plutarch Rd, Highland, NY 12528
• 

  /2

  $15,000

  • Land
  • 0.5 Acre
  • $30,000 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
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  /32

  $1,716,000 Sold Aug 06, 2025

  • 15,000 Sq Ft
  • $114/SF
  • 26 Days On Market

  • 24 Beds
  • 23 Baths
  • Built 1972

  420 Crescent Ave, Highland, NY 12528

  Opportunity to acquire a large, well-located multi-family compound with tremendous upside potential. Originally built as a summer bungalow resort, the property features 32 acres of beautiful grounds with 9 individual buildings housing 22 residential units. These buildings include a 3BR single-family home (occupied by the current owners), a motel-like building with 6 studio apartments, a row

  Matt Eyler New Paltz Properties

  420 Crescent Ave, Highland, NY 12528
• 

  

  /32

  Est $633,556 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  608 Plutarch Rd, Highland, NY 12528

  608 Plutarch 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
• 

  $315,000 Sold Aug 04, 2025

  • 1,160 Sq Ft
  • $272/SF
  • 14 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1974

  7 Sunny Brook Cir, Highland, NY 12528

  An amazing 3 bedroom, 1 1/2 bath Townhome in the heart of Highland awaits you. One of the best locations as you enter the complex. This complex is surrounded by nature which gives a warm & private setting. Offering a large living room, 1/2 bath and a large kitchen/ Dining area with the pantry & laundry tucked away off the kitchen. The 2nd floor offers 3 bedrooms and a full bath with great light

  Daniel Amone BHHS Hudson Valley Properties

  7 Sunny Brook Cir, Highland, NY 12528
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  /27

  Est $344,264 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,256 Sq Ft

  137 Baileys Gap Rd, Highland, NY 12528

  137 Baileys Gap Rd, Highland, NY 12528
• 

  

  /6

  $275,000

  • Land
  • 6.2 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 Four Seasons Sotheby's Int'l R

  9 Lumen Ln, Highland, NY 12528
• 

  

  /45

  $700,000 Sold Aug 04, 2025

  • 2,230 Sq Ft
  • $314/SF
  • 46 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1997

  354 Plutarch Rd, Highland, NY 12528

  Your Hudson Valley Oasis Awaits!Come check out this beautiful three-bedroom, two-bath home nestled on 11 picturesque acres just outside of New Paltz!Experience the best of the Hudson Valley with this exceptional rental opportunity:Spacious Living: Enjoy a comfortable and well-appointed three-bedroom home, perfect for those seeking extra space.Two Full Bathrooms: Convenience and

  Nicola Friedman Windsor Realty Services, Inc.

  354 Plutarch Rd, Highland, NY 12528
• 

  /2

  Est $454,969 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,996 Sq Ft

  280 Orchard Rd, Highland, NY 12528

  280 Orchard Rd, Highland, NY 12528
• 

  

  /3

  $150,000

  • Land
  • 6.7 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
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  /26

  $315,000 Sold Aug 04, 2025

  • 1,160 Sq Ft
  • $272/SF
  • 25 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1974

  7 Sunnybrook Cir, Highland, NY 12528

  An amazing 3 bedroom, 1 1/2 bath Townhome in the heart of Highland awaits you. One of the best locations as you enter the complex. This complex is surrounded by nature which gives a warm & private setting. Offering a large living room, 1/2 bath and a large kitchen/ Dining area with the pantry & laundry tucked away off the kitchen. The 2nd floor offers 3 bedrooms and a full bath with great light

  Michele Rios BHHS Hudson Valley Properties

  7 Sunnybrook Cir, Highland, NY 12528
• 

  

  /30

  Est $871,754 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,200 Sq Ft

  3 Sherwood Ln, Highland, NY 12528

  3 Sherwood Ln, Highland, NY 12528
• 

  

  /5

  $59,000

  • Land
  • 6.06 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
• 

  $689,901 Sold Jul 28, 2025

  • 2,661 Sq Ft
  • $259/SF
  • 30 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  6 Wellington Place, Highland, NY 12528

  Gorgeous, newly updated center hall colonial, adorned with a picturesque, winding stone walkway, and lush landscaping, leading to front porch with trex decking. As you open the front door, you're greeted by an open concept floor plan. This home is situated on almost 2 acres of privacy, on a cul de sac, surrounded by lush forest, and a backyard to die for! Inground "L" shaped pool with new cabana,

  Danielle Oliva RE/MAX Classic Realty

  6 Wellington Place, Highland, NY 12528
• 

  /2

  Est $698,860 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,648 Sq Ft

  130 Macks Ln, Highland, NY 12528

  130 Macks Ln, 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
• 

  $335,000 Sold Jul 28, 2025

  • 1,360 Sq Ft
  • $246/SF
  • 82 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1974

  94 Sunny Brook Cir, Highland, NY 12528

  Lovely 3 bedroom townhouse nestled on a private walkway at the end of Sunny Brook Circle. The inviting front door opens into a nicely sized livingroom that looks out on trees and flowering bushes. At the back of the home are the large dining area and kitchen which is equipped with new stainless appliances including a French door refrigerator, gas range, microwave, and dishwasher. A laundry

  ROSLYN RALSTON HomeSmart Homes & Estates

  94 Sunny Brook Cir, Highland, NY 12528
• 

  

  /33

  Est $554,698 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,244 Sq Ft

  12 Blue Point Rd, Highland, NY 12528

  12 Blue Point Rd, Highland, NY 12528
• 

  

  /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
• 

  $526,000 Sold Jul 24, 2025

  • 2,186 Sq Ft
  • $241/SF
  • 19 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2017

  6 Emerson Terrace, Highland, NY 12528

  This beautiful home blends luxury and practicality throughout. The first floor features a chef-inspired kitchen with stainless steel appliances, abundant cabinetry, and a 6' island with quartz countertops. The adjoining living room boasts a two-story ceiling and a double-sided gas fireplace, creating an inviting, open atmosphere. The spacious first-floor master suite offers a luxury shower with a

  John Olivero Keller Williams Realty

  6 Emerson Terrace, Highland, NY 12528
• 

  Est $372,648 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,470 Sq Ft

  64 Argent Dr, Highland, NY 12528

  64 Argent Dr, Highland, NY 12528
• 

  

  /15

  $399,000

  • Land
  • 8.7 Acres
  • $45,862 per Acre

  3748 Us Highway 9w, Highland, NY 12528

  8.7 acres of untouched land just south of the Mid Hudson Bridge. Current plan was to build a church. Site plan and survey attached with the docs. Property is next to Walgreens and will allow many uses. Zoning Examples to be confirmed by buyer agent, Light Business Use, Convenience store, day care adult or child, funeral home, office, skating rink, bowling alley, Vet office, warehouse, park,

  Jason Madison eXp Realty

  3748 Us Highway 9w, Highland, NY 12528
• 

  

  /19

  $285,000 Sold Jul 23, 2025

  • 1,470 Sq Ft
  • $194/SF
  • 52 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1950

  460 Vineyard Ave, Highland, NY 12528

  This property in Highland is a charming two-story home that offers a blend of comfort and modern amenities. This spacious residence features a dedicated office space, perfect for remote work or study. The kitchen has been newly renovated, boasting beautiful granite countertops and elegant wood cabinetry, making it both functional and stylish. For those who appreciate organization, a large pantry

  Dawn Passante Coldwell Banker Village GreenN

  460 Vineyard Ave, Highland, NY 12528
• 

  Est $362,718 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,470 Sq Ft

  70 Argent Dr, Highland, NY 12528

  70 Argent Dr, Highland, NY 12528
• 

  

  /15

  $399,000

  • Land
  • 8.7 Acres
  • $45,862 per Acre

  3748 Route 9w, Highland, NY 12528

  8.7 acres of untouched land just south of the Mid Hudson Bridge. Current plan was to build a church. Site plan and survey attached with the docs. Property is next to Walgreens and will allow many uses. Zoning Examples to be confirmed by buyer agent, Light Business Use, Convenience store, day care adult or child, funeral home, office, skating rink, bowling alley, Vet office, warehouse, park,

  Lindsay Stevens eXp Realty

  3748 Route 9w, Highland, NY 12528
• 

  

  /19

  $325,000 Sold Jul 22, 2025

  • 1,296 Sq Ft
  • $251/SF
  • 151 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1958

  183 Pancake Hollow Rd, Highland, NY 12528

  Life is easy in this sweet single level ranch style home. The covered front porch is perfect for relaxing. Inside enjoy the large living room with bay window and fireplace just off the updated kitchen. Entertain friends in the dining room which is open to additional living space. Just off the dining room is a screened in porch for comfortable summer nights. The lower level features full basement

  Dawn Passante Coldwell Banker Village GreenN

  183 Pancake Hollow Rd, Highland, NY 12528
• 

  Est $353,377 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,464 Sq Ft

  3 Argent Dr, Highland, NY 12528

  3 Argent Dr, Highland, NY 12528
• 

  

  /16

  $35,000

  • Land
  • 1.09 Acres
  • $32,110 per Acre

  0 Eldred-Yulan Rd Unit KEYH6315244, Highland, NY 12792

  Cleared 1.09 acre building lot atop a hill with a view of Bodine Lake. Lot has been cleared for home site and has a drilled well in place. Septic plans on file.

  Cara Rieber Rieber Realty Inc

  0 Eldred-Yulan Rd Unit KEYH6315244, Highland, NY 12792
• 

  

  /21

  $410,000 Sold Jul 21, 2025

  • 1,683 Sq Ft
  • $244/SF
  • 69 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1987

  15 Toc Dr, Highland, NY 12528

  This charming raised ranch offers three spacious bedrooms, one and a half bathrooms, and approximately 1,683 square feet of living space on a generous 0.36-acre lot. Located in a desirable neighborhood, this home provides comfort, convenience, and a fantastic location near Highland's best amenities. The main level features a bright and inviting living room that flows into the dining area and

  John Quinn Quinn Realty Group Inc.

  15 Toc Dr, Highland, NY 12528

Showing Results 161 - 200, Page 5 of 18