Highland Homes

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  /49

  $419,000

  • 4 Beds
  • 2 Baths
  • 2,128 Sq Ft

  307 Vineyard Ave, Highland, NY 12528

  Classic 1900 Farmhouse with Timeless Charm - 4 Beds, 2 Baths on One AcreNestled on residential-level farmland, you step into the charm of yesteryear with this sunlit 1900 farmhouse. Enjoy rich woodwork, a welcoming layout, hardwood floors just waiting to be refinished. Four floors offer 4 bedrooms, 2 full baths, 2 additional rooms on the second floor offer incredible expansion

  Debra Dooley BHHS HUDSON VALLEY PROP-NP

  307 Vineyard Ave, Highland, NY 12528
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  Explore Highland

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  /35

  $2,500 per month

  Hudson Place

  2 Beds

  1300 Hudson Place, Highland, NY 12528

  Welcome to Hudson Place, where your dream lifestyle becomes a reality. This community offers more than just a place to live - it provides a true sense of belonging and convenience featuring an onsite gym, community room and BBQ area. One of the crowning jewels of this location is its proximity to the Walkway Over the Hudson. Take leisurely strolls or invigorating jogs while relishing the scenic

  1300 Hudson Place, Highland, NY 12528
• 

  

  

  /28

  $385,000 Sold Sep 05, 2025

  • 1,196 Sq Ft
  • $322/SF
  • 33 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  21 Clearwater Rd, Highland, NY 12528

  21 Clearwater Rd, Lloyd, NY 12528 - Updated Listing DescriptionWelcome to 21 Clearwater Rd, Lloyd, NY 12528! This beautifully maintained property offers the perfect blend of comfort and outdoor charm in the heart of the Hudson Valley. Step inside to discover hardwood floors throughout, providing a warm and inviting atmosphere. Enjoy year-round comfort with the new mini-split air conditioning

  Dustin Leibowitz eXp Realty, LLC

  21 Clearwater Rd, Highland, NY 12528
• 

  

  

  /20

  Est $378,155 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,432 Sq Ft

  27 New Paltz Rd, Highland, NY 12528

  27 New Paltz Rd, 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
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  /12

  $1,995 per month

  • 2 Beds
  • 1.5 Baths
  • 650 Sq Ft
  • Apartment for Rent

  70 New Paltz Rd, Highland, NY 12528

  Welcome home to this townhouse style 2 bedroom 1 1/2 bath luxury apartment. Be the first to rent this beautiful space complete with hardwood floors, state of the art appliances, granite, huge windows letting in all the natural light you would enjoy. There is a washer/dryer connection in each unit. Plenty of lawn space for use and located within 5 miles to New Paltz and I 87 and the Mid-Hudson

  Pamela Di Martino Curasi Realty, Inc.

  70 New Paltz Rd, Highland, NY 12528
• 

  $385,000 Sold Sep 05, 2025

  • 1,196 Sq Ft
  • $322/SF
  • 10 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1960

  21 Triangle of Clearwater Rd, Highland, NY 12528

  21 Clearwater Rd, Lloyd, NY 12528 - Updated Listing DescriptionWelcome to 21 Clearwater Rd, Lloyd, NY 12528! This beautifully maintained property offers the perfect blend of comfort and outdoor charm in the heart of the Hudson Valley. Step inside to discover hardwood floors throughout, providing a warm and inviting atmosphere. Enjoy year-round comfort with the new mini-split air conditioning

  Dustin Leibowitz eXp Realty

  21 Triangle of Clearwater Rd, Highland, NY 12528
• 

  Est $635,123 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  5 Clearwater Rd, Highland, NY 12528

  5 Clearwater Rd, Highland, NY 12528
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  /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
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  /35

  $1,695 - $1,850 per month

  Brookside Apartments

  1 - 2 Beds

  210 Vineyard Ave, Highland, NY 12528

  Located minutes from the Mid-Hudson Bridge, 4 miles from Vassar Hospital. Quiet brookside location. One mile from the quaint shops in the town of Highland.

  210 Vineyard Ave, Highland, NY 12528
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  $318,000 Sold Sep 02, 2025

  • 1,408 Sq Ft
  • $226/SF
  • 161 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1923

  16 Fair St, Highland, NY 12528

  Pack your bags, you've found the one! With a little TLC this could be your "home sweet home". This 4-bedroom, 2 full bath home has room for all. Rocking chair front porch and level yard at the end of a cul-de-sac location add to the appeal of this property. Centrally located, just over the west end of the Mid-Hudson Bridge. Close to parks, schools, shopping, public transportation, medical

  Lynne Riccoboni BHHS Hudson Valley Properties

  16 Fair St, Highland, NY 12528
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  /35

  Est $578,766 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,650 Sq Ft

  135 Chapel Hill Rd, Highland, NY 12528

  135 Chapel Hill Rd, Highland, NY 12528
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  /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
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  /17

  $5,000 per month

  • 4 Beds
  • 2 Baths
  • 2,506 Sq Ft
  • House for Rent

  241 Chapel Hill Rd, Highland, NY 12528

  Bring your suitcases to this spacious 4-bedroom, 2-bathroom single-family home for rent in Highland, NY. This furnished property features a modern kitchen with high-end appliances, a double-sided fireplace, a game room with a fireplace, and a seasoned porch overlooking a private in-ground pool. Situated on over 5 acres, enjoy peaceful living with convenient access to major roadways, shopping, and

  Xiomara Marrero eXp Realty

  241 Chapel Hill Rd, Highland, NY 12528
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  /19

  $335,000 Sold Aug 29, 2025

  • 1,400 Sq Ft
  • $239/SF
  • 9 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2018

  72 Sterling Place, Highland, NY 12528

  Charming Townhouse in Amenity-Rich Community near Walkway Over the Hudson! Welcome to this beautifully maintained townhouse located in a vibrant, sought-after community just minutes from the scenic Walkway Over the Hudson. This inviting home offers the perfect blend of comfort, convenience, and lifestyle. Enjoy access to a range of community amenities including a sparkling swimming pool,

  Dawn Passante Coldwell Banker Village GreenN

  72 Sterling Place, Highland, NY 12528
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  /34

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 740 Sq Ft

  73 New Paltz Rd, Highland, NY 12528

  73 New Paltz Rd, Highland, NY 12528
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  /29

  $388,000

  • 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
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  /8

  $1,500 per month

  Highland Crossing

  1 Bed

  3501 9w Route, Highland, NY 12528

  Welcome to Highland Crossing Community in Highland, New York! Our newly renovated one-bedroom apartments, nestled near the charming village of Highland, provide cozy living for those who love small-town life. Each unit is modern and comfortable, offering a touch of rustic charm. Located near the village, you'll have easy access to local shops, restaurants, and community events, while enjoying the

  3501 9w Route, Highland, NY 12528
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  /47

  $540,000 Sold Aug 27, 2025

  • 1,615 Sq Ft
  • $334/SF
  • 59 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2001

  42 Bell Dr, Highland, NY 12528

  Welcome to 42 Bell Drive, a beautifully sited, oversized Raised Ranch nestled in the magical hamlet of Highland. Perched atop a gentle hill and surrounded by mature trees, this 2,100+ square foot home offers a perfect blend of space, light, and serenity.The main level features vaulted ceilings, a fireplace, and a bright, open-concept living and dining area that flows effortlessly into a

  Leigh Wagner-Quintana Keller Williams Realty HV Nort

  42 Bell Dr, Highland, NY 12528
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  /28

  Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 1,866 Sq Ft

  16 Washington Ave, Highland, NY 12528

  16 Washington Ave, Highland, NY 12528
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  /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
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  /9

  $2,250 per month

  Orchard Hills

  2 Beds

  Orchard Hill Cir, Highland, NY 12528

  Explore the ideal sanctuary in Highland, New York! This vibrant community boasts a mix of 2 and 3 bedroom townhouses and 1 bedroom studios. Revel in the convenient proximity to local boutiques, dining establishments, and the full spectrum of Highland's amenities. Furthermore, the nearby rail trail beckons outdoor enthusiasts and nature admirers, creating an exceptional refuge for strolls, jogs,

  Orchard Hill Cir, Highland, NY 12528
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  $540,000 Sold Aug 20, 2025

  • 2,702 Sq Ft
  • $200/SF
  • 69 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1990

  18 Lockhart Ln, Highland, NY 12528

  Huge and handsome Colonial boasts an expansive rocking chair front porch overlooking spectacular gardens, paver patio & walkways and delightfully lush landscape. Impress your guests with a double door entry to a grand foyer showcasing a bright, spacious floor plan with tremendous room sizes and plenty of space for entertaining or large or extended family. Beautiful Granite Chef's kitchen

  Susan Todd BHHS Hudson Valley Properties

  18 Lockhart Ln, Highland, NY 12528
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  /35

  Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 2,100 Sq Ft

  60 New Paltz Rd Unit 62, Highland, NY 12528

  60 New Paltz Rd Unit 62, Highland, NY 12528
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  /24

  $575,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,342 Sq Ft

  27 Salk Dr, Highland, NY 12528

  Welcome to this beautifully maintained 4-bedroom, 2.5-bath Colonial perfectly blending timeless charm with modern conveniences. Located in a great commuter location, just minutes from the Mid-Hudson Bridge and local shopping, this home offers space, comfort, and unbeatable accessibility.The inviting living room features a cozy fireplace, ideal for relaxing evenings, while the family room and

  Margaret Thorne Keller Williams Hudson Valley

  27 Salk Dr, Highland, NY 12528
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  /12

  $2,250 per month

  Trailview Place

  2 Beds

  42 Toc Dr, Highland, NY 12528

  Welcome to your new home in the heart of Highland, NY! This apartment community offers comfort and convenience in a prime location. Situated just steps away from the scenic rail trail and the iconic Mid-Hudson Bridge, outdoor enthusiasts will love the easy access to biking, walking, and breathtaking views. If you're a commuter, the nearby train station provides a stress-free option for travel.

  42 Toc Dr, Highland, NY 12528
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  /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
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  /35

  Est $476,489 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft

  27 Ose Rd, Highland, NY 12528

  27 Ose Rd, Highland, NY 12528
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  /32

  $459,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,418 Sq Ft

  57 Mayer Dr, Highland, NY 12528

  Stunning Contemporary Split level. The perfect home for entertaining. Open concept living room, kitchen, dining area. Hardwood floors as seen. All new carpeting in bedrooms, Great room, and finished basement. Two fireplaces, one woodburning in family room, gas fireplace in Great room. Multi-level decks overlooking lush backyard with a woodburning pizza oven, concrete pad perfect for firepit. A

  CAROLYN DE MICHELE

  57 Mayer Dr, Highland, NY 12528
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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
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  /49

  Est $642,692 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,658 Sq Ft

  30 Grand St, Highland, NY 12528

  30 Grand St, Highland, NY 12528
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  /42

  $419,000 Under Contract

  • 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
• 

  $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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  Est $576,737 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,470 Sq Ft

  25 Lauretta Dr, Highland, NY 12528

  25 Lauretta Dr, Highland, NY 12528
• 

  /2

  $185,000

  • Land
  • 0.24 Acre
  • $770,833 per Acre

  224 Vineyard Ave, Highland, NY 12528

  Recent home demolished and removed. .24 acre lot with town water and sewer (Natural gas on the street but not to the lot). 1.5 miles to the Hamlet of Highland. Ask us about our custom home affordability program.

  Danielle Carlson-murphy Start Home Smart, Inc.

  224 Vineyard Ave, Highland, NY 12528
• 

  $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
• 

  Est $342,239 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
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  /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
• 

  $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
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  Est $349,040 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

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