Newest Homes for Sale in Highland, NY

• 

  

  

  /46

  $569,000

  • 4 Beds
  • 2.5 Baths
  • 2,270 Sq Ft

  93 Glen Rock Cir, Highland, NY 12528

  Move in Colonial shows pride of ownership. Set beautifully on 1.4 acres this 4 bedroom 2.5 bath stunner boasts modern kitchen with granite countertops custom cabinets and center island. It's open floorplan great room gives ample room for kitchen dining or cozying around the gas fireplace. For more formal dining there is a dining room. The entire first floor has equisite hardwood flooring From

  Randy Spiesman Weichert REALTORS

  93 Glen Rock Cir, Highland, NY 12528
• 

  

  

  /36

  $565,000

  • 2 Beds
  • 2.5 Baths
  • 1,364 Sq Ft

  5 Willow Dock Rd, Highland, NY 12528

  A truly special home that seamlessly blends the charm of its century-old origins with modern-day comfort and design. Tucked away on a quiet dead-end road, it offers sweeping Hudson River views from nearly every room, inviting you to experience the river’s beauty through all four seasons. Just steps from the water’s edge, this historic treasure provides a front-row seat to breathtaking sunrises

  Lindsay Rothman Compass Greater NY LLC

  5 Willow Dock Rd, Highland, NY 12528
• 

  

  

  /6

  $44,000

  • Land
  • 2.9 Acres
  • $15,172 per Acre

  TBD Hawleys Corners Rd, Highland, NY 12528

  This property is located in a desirable area that offers a balance of privacy and convenient access to key attractions in the Hudson Valley. Its location is situated just a few miles from the heart of downtown New Paltz and with Kingston also close by, you'll have easy access to all the vibrant shops, restaurants, and cultural scene. The site is also 6 miles from the Mid-Hudson Bridge and the

  Dominick Martorana Century 21 Alliance Rlty Group

  TBD Hawleys Corners Rd, Highland, NY 12528
• 

  

  

  /32

  $359,000

  • 2 Beds
  • 2.5 Baths
  • 2,086 Sq Ft

  222 Sterling Place, Highland, NY 12528

  Welcome to this exceptional townhouse in a highly desirable community—spacious, thoughtfully updated, and filled with features you won’t easily find elsewhere.The first level offers a bright eat-in kitchen that opens into a combined dining and living area, creating a warm, connected space perfect for everyday living and entertaining.Upstairs, the second floor hosts a primary bedroom, a

  Dawn Passante Coldwell Banker Village Green

  222 Sterling Place, Highland, NY 12528
• 

  

  

  /18

  $59,900

  • Land
  • 6.09 Acres
  • $9,836 per Acre

  Lot 28 Summit Dr, Highland, NY 12792

  Beautiful 6+/- acres in gated community! This peaceful property is a nice corner parcel with a lot of road frontage that is mostly level and wooded. This is a great place to build your dream home with lake rights to Timber Lake Estates. Close to Eldred, Barryville and the Delaware River. Come take a look at this property before it's gone!

  

  Dawn Curreri

  Eagle Valley Realty

  (845) 412-9934

  Lot 28 Summit Dr, Highland, NY 12792
• 

  

  /42

  $415,000

  • 3 Beds
  • 2 Baths
  • 1,547 Sq Ft

  41 New Paltz Rd, Highland, NY 12528

  Stop everything, this is the one! Perfectly situated on just under an acre, this quintessential brick Cape is the definition of small-but-mighty charm. Backing directly to the beloved Hudson Valley Rail Trail, this home offers that rare blend of classic character, modern updates, and an unbeatable location. Step inside to find a bright, welcoming kitchen with space to dine in, a formal dining

  Leigh Wagner-Quintana Keller Williams Hudson Valley

  41 New Paltz Rd, Highland, NY 12528
• 

  

  /23

  $295,000

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

  48 Sunny Brook Cir, Highland, NY 12528

  Welcome to 48 Sunny Brook Circle, where easy living meets effortless style. This sun-drenched, single-level end unit offers 1,056 square feet of comfort and charm, designed for those who crave simplicity without compromise. Step inside and you'll find a bright, open layout featuring a spacious eat-in kitchen, a welcoming living room, a private primary suite, and a versatile converted den (legal

  Leigh Wagner-Quintana Keller Williams Hudson Valley

  48 Sunny Brook Cir, Highland, NY 12528
• 

  

  /17

  $245,000

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft

  16 Trout Brook Ln, Highland, NY 12528

  Beautiful Hudson Valley location encompassed by apple orchards, farms, colleges, yet still close to trains and airports. Immaculate 2017 1456 sq. ft. manufactured home includes central air, forced hot air propane heat, stainless steel appliances, front and side porches, and large shed with electric. Upgrades include custom walk-in closet, Rapid Wall insulated skirting with side access door, vinyl

  Lisa Cozzolino Cronin & Company Real Estate

  16 Trout Brook Ln, Highland, NY 12528
• 

  

  /25

  $397,000

  • 3 Beds
  • 3 Baths
  • 1,661 Sq Ft

  7 River Rd, Highland, NY 12528

  Charming 1830s Eyebrow Colonial. Spacious Living Area with formal Dining Room and updated Kitchen. Laundry and one bedroom on first floor. 3 bedrooms, 3 Bathrooms. Walk to the Hamlet of Highland and the Highland Landing Park on the mighty Hudson River. Many restaurants and shops nearby as well as the Hudson Vallely Rail Trail. Soothing sounds from babbling Twaalfskill stream across the street.

  Elizabeth Decker Hudson Dwellings Realty

  7 River Rd, Highland, NY 12528
• 

  

  /26

  $599,000

  • 4 Beds
  • 2 Baths
  • 2,510 Sq Ft

  340 Vineyard Ave, Highland, NY 12528

  Step back in time with this spacious Victorian home full of original charm and character. Nestled on 41.10 acres of scenic land with mountain views. This property features a detached barn, 2 car garage and a classic summer kitchen. This property offers endless potential for restoration or creative retreat spaces. Inside you will find hardwood floors, birch cabinets with amazing stainless

  Ronnie Rebis Grist Mill Real Estate

  340 Vineyard Ave, Highland, NY 12528
• 

  

  /24

  $575,000

  • 3 Beds
  • 1 Bath
  • 2,086 Sq Ft

  269 Orchard Rd, Highland, NY 12528

  Nestled among scenic orchards is this beautiful, updated nineteenth century farm house situated on almost 20 acres of beautiful pasture land and woods. This charming 3 bedroom home has a lovely full bath and plenty of living space for both humans and horses alike. The current owner keeps her horses on the property which is equipped with 2 run-in sheds and 7 shed row stalls which all have power

  Daniel Balassone VYLLA Home

  269 Orchard Rd, Highland, NY 12528
• 

  

  /16

  $150,000

  • 2 Beds
  • 1 Bath
  • 552 Sq Ft

  407 Swartekill Rd, Highland, NY 12528

  Charming 2-Bedroom Mobile Home on 1.29 Acres in Swartekill NeighborhoodDiscover the potential of this cozy 2-bedroom, 1-bathroom mobile home nestled on a spacious 1.29-acre lot in the desirable Swartekill neighborhood, located in the Town of Esopus and within the sought-after New Paltz School District.This property offers a unique opportunity for those looking to invest, renovate,

  Kristen Zigouras eXp Realty

  407 Swartekill Rd, Highland, NY 12528
• 

  

  /31

  $399,000

  • 3 Beds
  • 2.5 Baths
  • 1,104 Sq Ft

  534 U S 44, Highland, NY 12528

  Set high on a hill with mountain views, this fully remodeled home is turn-key and ready to enjoy. The open floor plan connects the kitchen, dining, and living areas—ideal for both everyday living and entertaining. The first floor also features a convenient half bath and laundry room, while upstairs offers three bedrooms and two baths, including a primary bedroom with ensuite. A full attic

  Sally Sprogis Four Seasons Sotheby's Int'l R

  534 U S 44, Highland, NY 12528
• 

  

  /7

  $219,900

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft

  18 Hillside Place, Highland, NY 12528

  Cozy two bedroom home within walking distance to the village shops and restaurants in Highland. Great location on a dead end street and great opportunity for the saavy buyer. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with financing must be accompanied by pre-qual letter; cash offers with proof of funds. **Please see agent remarks for access, showing instructions and offer

  Brian Smith River Realty Services, Inc.

  18 Hillside Place, Highland, NY 12528
• 

  

  /19

  $299,000

  • 2 Beds
  • 1.5 Baths
  • 1,120 Sq Ft

  8 Sunny Brook Cir, Highland, NY 12528

  Tastefully updated 2 bedroom, 1.5 bath townhouse features renovated kitchen w/modern styling includes stainless appliances, pantry & open shelving. Spacious living room leads upstairs to primary bedroom w/walk-in closet, well proportioned second bedroom and office alcove. Two renovated bathrooms, new flooring & new a/c compressor. Large fenced bluestone patio for outdoor living enjoyment. Complex

  Dan Axtmann BHHS Hudson Valley Properties

  8 Sunny Brook Cir, Highland, NY 12528
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  /44

  $1,299,000

  • 3 Beds
  • 2.5 Baths
  • 3,068 Sq Ft

  243 Hawleys Corners Rd, Highland, NY 12528

  Discover the perfect blend of craftsmanship, comfort and opportunity in this stunning custom-built Craftsman home, offering over 3,000 square feet of living space on 20 picturesque acres. Previously subdivided with six additional parcels, this property offers exceptional potential for expansion, development or a private gathering retreat. Inside, you will find cathedral ceilings, custom woodwork,

  Melissa Pettinella Century 21 Alliance Realty Grp

  243 Hawleys Corners Rd, Highland, NY 12528
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  /47

  $389,000

  • 4 Beds
  • 1.5 Baths
  • 1,458 Sq Ft

  22 Washington Ave, Highland, NY 12528

  Lovely home within walking distance to center Village Highland & Walkway Over the Hudson Bridge. 3BR/1.5BA home located at the end of quiet Cul de Sac with private backyard. Beautiful front porch up front and a rustic 2 story barn over looking private backyard with stream and forest. Enjoy the coziness and charm of this lovingly cared for home built in 1840. Detached 2 car garage with small paved

  CAROL MC RITCHIE Thomas Zengen

  22 Washington Ave, Highland, NY 12528
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  /33

  $399,900 Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 1,728 Sq Ft

  6 Smith Terrace, Highland, NY 12528

  Welcome to this beautifully updated four-bedroom, three-bath contemporary ranch which includes a rentable 1 bedroom accessory apartment in Highland, Ulster County. With over 1,700 square feet of living space on a third of an acre, this home offers a thoughtful blend of style, function, income potential and flexibility. Inside, the open layout highlights hardwood and tile flooring, exposed

  Virginia Corbett eXp Realty

  6 Smith Terrace, Highland, NY 12528
• 

  

  /10

  $110,000

  • Land
  • 2.1 Acres
  • $52,381 per Acre

  748 State Route 44 55, Highland, NY 12528

  This expansive 2.1-acre lot is fully surveyed and features a perk-test-approved septic—offering peace of mind as you plan and build your dream home. Nestled along a picturesque country road, the property provides a perfect balance of privacy and convenience. Enjoy easy access to the Mid-Hudson Bridge, NYS Thruway, shopping, local eateries, and all the natural beauty and charm the Hudson Valley

  Ashley Olson Minard eXp Realty

  748 State Route 44 55, Highland, NY 12528
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  /38

  $1,285,000 Open Sat 2PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 2,240 Sq Ft

  520 Plutarch Rd, Highland, NY 12528

  Modern Artisan Home on 5 Serene Acres Welcome to this reimagined modern retreat (+ New Paltz schools!), where every detail reflects a local artisan's vision and the signature craftsmanship of Lake North Designs. The exterior's mix of textures creates a bold architectural statement, while stone walls—sourced directly from the property—add grounding authenticity inside and out. The entryway makes a

  Bree Chambers Compass Greater NY, LLC

  520 Plutarch Rd, Highland, NY 12528
• 

  

  /68

  $1,500,000

  • 3 Beds
  • 3.5 Baths
  • 4,572 Sq Ft

  74 Bellevue Rd, Highland, NY 12528

  Hudson River Views! This inviting home combines comfort, character, and convenience with a dramatic two-story foyer and open floor plan. Enjoy a cozy living room with a gas fireplace, formal dining area overlooking the river, and a kitchen with custom cherry cabinets, granite counters, and Jenn Air cooktop. A flexible room with French doors makes a great office or fourth bedroom. Bathroom and

  Hollis Dukler Coldwell Banker Village GreenN

  74 Bellevue Rd, Highland, NY 12528
• 

  

  /8

  $148,000

  • Land
  • 5.56 Acres
  • $26,619 per Acre

  0 Black Bear Ct, Highland, NY 12719

  Yess! Your Dreams Have Been Answered...This Rare Lot..Privacy/5+ Acres/ 40' Pond/ Silence/ 7 Min To Barryville/ 10 Minutes To EldredReady For You.. To Build YOUR Future Retreat!! Yes, Moss Covered Rocks And A Gentle Slope Allowing For A Walk Out Lower Level. Gorgeous Trees Tuck You Into Your Private Serenity. It All Begins With Your Land and Then Your Dream Home Can Be Designed

  Jessica Jagel Cabins & Canoes Real Estate

  0 Black Bear Ct, Highland, NY 12719
• 

  

  /42

  $524,900

  • 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

  Angela Danosky Picture it Sold, LLC

  62 Clearwater Rd, Highland, NY 12528
• 

  

  /3

  $469,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  224 Vineyard Ave, Highland, NY 12528

  Ready-To-Build 3-Bedroom Home with Mountain Views - Prime Location Near TownThis won't last long ready to-built. Still time to customize the floor plan, pick colors, countertops and more. 3-bedroom, 2-bathroom home on a scenic .24-acre lot with stunning Illinois Mountain views. Perfectly situated just minutes from town, you'll enjoy close proximity to restaurants, the train station,

  

  Danielle Carlson-murphy

  Start Home Smart, Inc.

  (845) 581-7956

  224 Vineyard Ave, Highland, NY 12528
• 

  

  /17

  $50,000

  • Land
  • 1.36 Acres
  • $36,765 per Acre

  0 White St, Highland, NY 12528

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

  Carolyn Michelle KW MidHudson

  0 White St, Highland, NY 12528
• 

  

  /5

  $520,000

  • Land
  • 6.3 Acres
  • $82,540 per Acre

  76 Bellevue Rd, Lloyd, NY 12528

  *Drone footage of building site and potential driveway available.* Welcome to 76 Bellevue road. A 6.3 acre lot along one of the Hudson Valley's most sought-after waterfront roads. This offering presents an opportunity to build a dream home with sweeping Hudson River views. Create a meandering driveway through lush, private woodlands leading to a flat, elevated site perfectly situated to overlook

  Theodore Chazkel Four Seasons Sotheby's Int'l R

  76 Bellevue Rd, Lloyd, NY 12528
• 

  

  /16

  $159,000

  • Land
  • 5.05 Acres
  • $31,485 per Acre

  Lot 1 Zane Grey Way, Highland, NY 12719

  Fantastic opportunity to own a prime, buildable property with access to beautiful York Lake. Located in the exclusive private community of York Lake Shores, York Lake is a pristine 103-acre, natural, non-motor boat, spring-fed lake that is only accessible to residents within the two communities that surround it. This lovely 5.05 acre lot is as close as one can be to the community’s lake access

  

  Edward Rabon

  Compass Greater NY, LLC

  (845) 448-8745

  Lot 1 Zane Grey Way, Highland, NY 12719
• 

  

  /19

  $369,000

  • 3 Beds
  • 2.5 Baths
  • 1,707 Sq Ft

  38 Roxanne Blvd, Highland, NY 12528

  A/O 9/27/2025 (no available showings at this time) Opportunity knocks with this three bedroom, two bathroom split ranch situated on one acre, on a quiet cul-de-sac road. Beautiful hardwood floors and desirable floor plan. Bring your vision as this home is full of potential! The lower level walkout area of the home is finished with a full bathroom. Conveniently located just minutes to the Village

  

  Amy Hawks

  Berardi Realty

  (845) 203-3694

  38 Roxanne Blvd, Highland, NY 12528
• 

  

  /33

  $499,900

  • 4 Beds
  • 2 Baths
  • 2,640 Sq Ft

  98 North Rd, Highland, NY 12528

  This charming 1900 farmhouse in Highland, New York, offers a comfortable and spacious living space with original wide custom moldings and beautiful oak hardwood flooring. Enjoy the beautiful sunlight in the fully finished sunroom. The kitchen is open with plenty of counter space and new appliances. Large dining area. The primary bedroom is on the first floor with windows facing three sides. enjoy

  Dawn Passante Coldwell Banker Village GreenN

  98 North Rd, Highland, NY 12528
• 

  

  /44

  $869,000

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  1 Janine Place, Highland, NY 12528

  Just 90 minutes from New York City, this extraordinary turnkey farmhouse has been completely reimagined with meticulous attention to detail, blending timeless Hudson Valley charm with modern luxury living. Step inside to soaring ceilings, wide-plank wood floors, and sunlit spaces that flow effortlessly. At the heart of the home, the custom chef's kitchen features a gas range, quartz countertops,

  Lindsay Stevens eXp Realty

  1 Janine Place, Highland, NY 12528
• 

  

  /31

  $500,000

  • Land
  • 97.1 Acres
  • $5,149 per Acre

  TBD Lily Lake Rd, Highland, NY 12528

  A rare opportunity to own a breathtaking 97-acre property featuring the very lake that gives Lily Lake Road its name. Tucked away in the beautiful countryside of Highland, New York, this one-of-a-kind parcel offers unmatched privacy, natural beauty, and endless potential for your dream retreat or legacy estate.At the heart of the property lies Lily Lake — a serene, private body of water

  John Quinn Quinn Realty Group Inc.

  TBD Lily Lake Rd, Highland, NY 12528
• 

  

  /50

  $1,175,000

  • 7 Beds
  • 5 Baths
  • 5,730 Sq Ft

  660 N Chodikee Lake Rd, Highland, NY 12528

  ACCEPTED OFFERS ON BOTH HOUSES AS OF SEPT 17, 2025. 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.

  

  Hayes Clement

  Compass Greater NY, LLC

  (845) 378-9916

  660 N Chodikee Lake Rd, 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.

  (845) 713-8132

  224 Vineyard Ave, 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.

  (845) 671-3632

  1 Jonathan Ct, 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
• 

  

  /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
• 

  

  /19

  $138,500

  • 2 Beds
  • 1 Bath
  • 1,096 Sq Ft

  18 Hillside Place, Highland, NY 12528

  Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our bpo/tax describe the property as a SFR (ranch) built in 1950. It has a GLA of approx. 1096 and has 2 bedrooms and 1bath,

  Christopher Rose Listing by REALHome Services & Solutions

  

  18 Hillside Place, Highland, NY 12528
• 

  

  /25

  $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
• 

  

  /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
• 

  /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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