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Recently Sold Highland, NY Homes

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  • /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
  • 21 Triangle of Clearwater 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
  • 546 South St, Highland, NY 12528

    $399,999 Sold Sep 05, 2025

    • 2,500 Sq Ft
    • $160/SF
    • 81 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1932

    546 South St, Highland, NY 12528

    **A/O 7/19** CONTRACTS OUT Located in the heart of the Hudson Valley, this spacious 2,500 sq ft home in Highland blends classic charm with modern upgrades—perfect for those who crave room to grow and a connection to the outdoors.The first floor features a warm and inviting living room, a large dining area ideal for gatherings, an efficient kitchen ready for your personal touch, a private

    Lindsay Stevens eXp Realty

    546 South St, Highland, NY 12528
  • 370 N Elting Corners Rd, Highland, NY 12528

    $960,000 Sold Sep 03, 2025

    • 2,176 Sq Ft
    • $441/SF
    • 49 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1937

    370 N Elting Corners Rd, Highland, NY 12528

    Tucked away on a peaceful hilltop just 7 minutes from the heart of New Paltz, this stunning 1930s Dutch Colonial has been completely reimagined—where old-world charm meets modern craftsmanship and curated design.Renovated from top to bottom by ANVO Construction with deep intentionality, this is more than a home—it’s a legacy project. Set in Highland with New Paltz schools, it offers the

    Lindsay Stevens eXp Realty

    370 N Elting Corners Rd, Highland, NY 12528
  • 16 Fair St, Highland, NY 12528

    $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
  • /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
  • /44

    $1,550,000 Sold Aug 29, 2025

    • 3,491 Sq Ft
    • $444/SF
    • 84 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2025

    330 Station Rd, Highland, NY 12528

    Welcome to Ridgeview Orchard Estate. Experience refined living in this exquisite new construction home, where sophisticated design meets the rugged beauty of the Shawangunk Mountain Ridge. Crafted with insulated concrete form (ICF) walls for superior energy efficiency and year-round comfort, this home is a true sanctuary of elegance and warmth. From the moment you step inside, you're welcomed by

    Danielle Bartula Howard Hanna Rand Realty

    330 Station Rd, Highland, NY 12528
  • 854 New Paltz Rd, Highland, NY 12528

    $156,750 Sold Aug 29, 2025

    • 1,596 Sq Ft
    • $98/SF
    • 167 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1900

    854 New Paltz Rd, Highland, NY 12528

    Seclusion awaits you in this bird watcher's paradise. Feel like you're miles away from everything but only a short trip to the town center. Great weekend getaway! Cottage with balcony overlooking huge living room. Several outbuildings, barns, garages, etc. Over 10 acres of privacy! SUV is recommended to access - long and curvy driveway through the woods (currently snow covered) to the

    Brian Smith River Realty Services, Inc.

    854 New Paltz Rd, Highland, NY 12528
  • /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
  • 11 Fieldstone Ct, Highland, NY 12528

    $625,000 Sold Aug 21, 2025

    • 3,000 Sq Ft
    • $208/SF
    • 35 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2018

    11 Fieldstone Ct, Highland, NY 12528

    Built in 2018, this home is like new construction without all of the challenges, decisions and delayed timelines! Located on a cul de sac, well set back from the road with an abundance of privacy. Ideal as your full time residence or an escape from the hectic day to day. A trafficless drive could get you there in under 2 hours from NYC and is located an hour from the Catskill Mountains. Since

    Annmarie Wheeler Real Broker NY LLC

    11 Fieldstone Ct, Highland, NY 12528
  • 18 Lockhart Ln, Highland, NY 12528

    $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
  • /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
  • 8 Perkinsville 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 Michael A. Martin

    8 Perkinsville Rd, Highland, NY 12528
  • 9 Lisa Dr, 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
  • /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
  • /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
  • /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
  • 7 Sunny Brook Cir, 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
  • /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
  • 6 Wellington Place, Highland, NY 12528

    $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
  • 94 Sunny Brook Cir, 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
  • 6 Emerson Terrace, 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
  • /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
  • /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
  • /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
  • 183 Pancake Hollow Rd, Highland, NY 12528

    $325,000 Sold Jul 21, 2025

    • 1,296 Sq Ft
    • $251/SF
    • 133 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 Green

    183 Pancake Hollow Rd, Highland, NY 12528
  • /29

    $344,900 Sold Jul 18, 2025

    • 1,681 Sq Ft
    • $205/SF
    • 56 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    124 Half Moon Rd, Highland, NY 12528

    Discover the potential of this charming brick ranch nestled on a serene 8 acre property offering seasonal mountain views. Conveniently located, this property presents a unique opportunity for those seeking a tranquil retreat with ample room for expansion and renovation.Inside, envision creating your dream home with a thoughtful remodel. The spacious layout includes an oversized laundry

    Paige McClintock Howard Hanna Rand Realty

    124 Half Moon Rd, Highland, NY 12528
  • 23 Toc Dr, Highland, NY 12528

    $277,000 Sold Jul 15, 2025

    • 1,272 Sq Ft
    • $218/SF
    • 102 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1985

    23 Toc Dr, Highland, NY 12528

    Chance to own a 3 bedroom 1.5 bath home in the Hamlet of Highland. Includes an enclosed porch and a fenced in yard with 2 storage units. This is a rowhouse style home and there are no HOA fees as it is an attached single family. Close to the train station in Poughkeepsie, the walkway over the Hudson and many biking and hiking trails.

    Randy Spiesman Weichert REALTORS

    23 Toc Dr, Highland, NY 12528
  • /23

    $295,000 Sold Jul 09, 2025

    • 1,220 Sq Ft
    • $242/SF
    • 110 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1974

    4 Sunnybrook Cir, Highland, NY 12528

    Welcome home to this well-maintained townhouse in Highland's Sunnybrook community. Whether buying your first home or looking to downsize, this bright 3-bedroom, 1.5 bath residence has much to offer. The open kitchen and dining area features a convenient pantry closet with washer and dryer, and flows through sliding glass doors to your private fenced deck—perfect for summer gatherings or your

    Anita Cunniff Boxwood Realty and Design

    4 Sunnybrook Cir, Highland, NY 12528
  • 9 White Pine Ln, Highland, NY 12719

    $727,000 Sold Jul 08, 2025

    • 1,600 Sq Ft
    • $454/SF
    • 43 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    9 White Pine Ln, Highland, NY 12719

    A refined oasis awaits you at White Pines, just two hours from NYC in serene Barryville, NY. Tucked away on the banks of Beaver Brook, this newly constructed three bedroom, two bathroom modern cabin is the private, light-drenched retreat you’ve been looking for. An open concept living space features soaring ceilings and an abundance of oversized windows, making the most of the surrounding

    Megan Kinealy-Hill Country House Realty Inc

    9 White Pine Ln, Highland, NY 12719
  • /31

    $425,000 Sold Jul 08, 2025

    • 1,444 Sq Ft
    • $294/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    831 N Chodikee Lake Rd, Highland, NY 12528

    Charming 3-Bedroom Chalet with Seasonal Lake Views! Nestled at the end of a quiet dead-end road, this cozy 3-bedroom chalet offers the perfect blend of comfort, charm, and convenience—with stunning seasonal views of beautiful Chodikee Lake. Step into the warm and inviting first floor, where an open-concept living room, kitchen, and dining area create a bright and airy space ideal for everyday

    Dawn Passante Coldwell Banker Village GreenN

    831 N Chodikee Lake Rd, Highland, NY 12528
  • /31

    $369,000 Sold Jul 07, 2025

    • 1,311 Sq Ft
    • $281/SF
    • 29 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    10 Perkinsville Rd, Highland, NY 12528

    Opportunity Knocks in Highland, NY! This well-cared-for three-bedroom, two-bathroom raised ranch is tucked into an established neighborhood right off Route 9W in the Town of Highland. With a spacious layout and a peaceful surranding, you'll enjoy beautiful views right from your back deck — perfect for morning coffee or evening relaxation. The home offers solid bones and has been lovingly

    Eva Kusmierek eXp Realty, LLC

    10 Perkinsville Rd, Highland, NY 12528
  • 45 Cotter Rd, Highland, NY 12528

    $370,000 Sold Jul 02, 2025

    • 1,956 Sq Ft
    • $189/SF
    • 108 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1987

    45 Cotter Rd, Highland, NY 12528

    Nestled on a picturesque 5.2-acre lot in Highland, NY, this charming 3-bedroom, 2.5-bathroom home offers a perfect blend of comfort and natural beauty. Spanning 1,956 sq ft, this inviting residence provides plenty of space for families or anyone looking for a serene retreat. The lush, expansive grounds feature open areas perfect for outdoor activities, gardening, or simply enjoying the tranquil

    Virginia Corbett eXp Realty

    45 Cotter Rd, Highland, NY 12528
  • /18

    $350,000 Sold Jul 01, 2025

    • 1,900 Sq Ft
    • $184/SF
    • 64 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1986

    25 Deller Rd, Highland, NY 12528

    Comfortable single level ranch home with 3 bedrooms and two full bathrooms. The one car garage has been converted into a beautiful light-filled family room for additional living space. Enjoy the large eat-in kitchen, just off the dining room. Sliders lead out to back deck with its private yard that's perfect for entertaining and summer barbecues. There's even a full unfinished basement for extra

    Dawn Passante Coldwell Banker Village GreenN

    25 Deller Rd, Highland, NY 12528
  • /35

    $680,000 Sold Jun 27, 2025

    • 1,656 Sq Ft
    • $411/SF
    • 20 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1974

    14 Tina Dr, Highland, NY 12528

    Nestled on a serene, wooded acre, this thoughtfully renovated 3-bedroom, 2-bathroom home offers a harmonious blend of mid-century charm and modern comfort. Its distinctive double gambrel roofline and A-frame silhouette set it apart, creating an inviting retreat just minutes from the quaint village of Highland and the vibrant communities of New Paltz and Poughkeepsie, providing easy access to

    Monica Schwerberg Compass Greater NY, LLC

    14 Tina Dr, Highland, NY 12528
  • /23

    $678,734 Sold Jun 27, 2025

    • 1,754 Sq Ft
    • $387/SF
    • 25 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1998

    368 Plutarch Rd, Highland, NY 12528

    Privately sited among mature and flowering trees with plenty of open space to play is this well-maintained home located minutes to the vibrant towns of New Paltz and Highland. New Paltz School District. Upon entering you'll find gleaming oak floors, a light-filled open living room with wood-burning fireplace and dining area overlooking the back yard and large deck. The kitchen is central

    Helen Coyle Bergstein Helen Coyle Bergstein

    368 Plutarch Rd, Highland, NY 12528
  • /14

    $392,000 Sold Jun 27, 2025

    • 1,720 Sq Ft
    • $228/SF
    • 119 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    8 Marie, Highland, NY 12528

    Don't miss out on this incredible Opportunity! A Stunning Duplex in the Heart of Highland with 2 units, one with 2 bedrooms, 1 bath and one with 1 bedroom, 1 bath. First floor unit has open floor plan and both units have many upgrades such as mini splits, new bathrooms, updated plumbing, new roof and much more. This beautifully maintained home is a rare find. This home can be easily turned into a

    Angela Paul Past Member

    8 Marie, Highland, NY 12528
  • /18

    $165,000 Sold Jun 25, 2025

    • Land
    • 13 Acres
    • $12,881 per Acre
    • 98 Days On Market

    274 Swartekill Rd, Highland, NY 12528

    If you have been looking for that beautifully wooded and secluded parcel of land to build your home in the country, look no further. Located on Swarte Kill Road, one of the most quiet and picturesque rural roads in the Town of Esopus, you'll find 12.81 acres of pristine conifer and hardwood Forest, which is largely bounded by stunning hand laid stone walls. The property is accessed by an old

    Brian Cafferty Halter Associates Realty

    274 Swartekill Rd, Highland, NY 12528
  • /41

    $390,500 Sold Jun 24, 2025

    • 1,547 Sq Ft
    • $252/SF
    • 42 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1900

    217 Hawley's Corners Rd, Highland, NY 12528

    Move-in ready and set on 2 private acres, this charming 3-bedroom, 2-bath home is perfect for summer gatherings. The modern eat-in kitchen boasts stainless steel appliances, crisp white cabinetry, and durable laminate flooring. A breakfast bar seamlessly connects the kitchen to the inviting living room, creating an open and functional layout. The split floor plan offers a spacious primary bedroom

    Angela Paul Past Member

    217 Hawley's Corners Rd, Highland, NY 12528
  • 411 Vineyard Ave, Highland, NY 12528

    $260,000 Sold Jun 24, 2025

    • 1,040 Sq Ft
    • $250/SF
    • 141 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1963

    411 Vineyard Ave, Highland, NY 12528

    Three bedroom, one bathroom ranch with easy access to the Village of Highland! Cute brick home with covered front porch great for a hammock or rocking chair. Hardwood floors on the main level. Updated mechanicals. Basement area has additional rooms not included in finished square footage. Close to shopping, schools and amenities. Sold as-is. Buyer to pay NYS and any local transfer taxes.

    Brian Smith River Realty Services, Inc.

    411 Vineyard Ave, Highland, NY 12528

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