Homes for Sale near Highland Middle School

• 

  

  /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
• 

  Explore Highland Middle School

• 

  

  /2

  $200,000

  • Land
  • 6.2 Acres
  • $32,258 per Acre

  0 Vineyard Ave Unit 20256184, Highland, NY 12528

  Rare find. 6.2 acres with town water, sewer and gas. 1/2 zoning can have single family, multi family and multiple units.

  

  Danielle Carlson-murphy

  Start Home Smart, Inc.

  (845) 584-7833

  0 Vineyard Ave Unit 20256184, Highland, NY 12528
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  /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
• 

  

  

  /65

  $1,250,000

  • 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
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  /37

  $599,900

  • 3 Beds
  • 3 Baths
  • 2,329 Sq Ft

  194 Vineyard Ave, Highland, NY 12528

  Welcome to 194 Vineyard Avenue. This beautiful 3-bedroom, 3 Baths home offers the perfect blend of comfort, space, and natural beauty. Custom built by the original owner. Featuring a bright and functional layout, the home is filled with abundant natural light and gleaming hardwood floors. Radiant heat throughout. The eat-in kitchen boasts warm cherry wood cabinets and granite countertops. The

  Angela Briante Briante Realty Group, LLC

  194 Vineyard Ave, Highland, NY 12528
• 

  

  /50

  $680,000

  • 5 Beds
  • 4 Baths
  • 3,522 Sq Ft

  196 Vineyard Ave, Highland, NY 12528

  Spacious side-by-side DUPLEX at 196 Vineyard Avenue in Highland, NY, offering a rare combination of comfort, versatility, and a truly picturesque setting. One Unit is THREE bedrooms with 2 Baths and the other Unit is TWO bedrooms and 2 Baths. Huge Primary Bedroom in Unit A with a wall of closets! Each unit has a GARAGE, and a walkout basement, providing ample living space and flexibility for both

  Angela Briante Briante Realty Group, LLC

  196 Vineyard Ave, Highland, NY 12528
• 

  

  /35

  $4,250,000

  • 6 Beds
  • 7 Baths
  • 12,619 Sq Ft

  76 Floyd Ackert Rd, West Park, NY 12493

  A private riverside oasis set on approximately 7 acres with Hudson River frontage and direct access to a private dock. Perfectly positioned along the western banks of the Hudson Valley, just 80 miles north of New York City, this secluded contemporary tri-level residence offers rare privacy, tranquility, and breathtaking river views from nearly every room. Custom designed and thoughtfully situated

  Justin Phillips United RE Hudson Valley Edge

  76 Floyd Ackert Rd, West Park, NY 12493
• 

  

  /23

  $449,000 Open Sat 11AM - 1PM

  • 4 Beds
  • 2.5 Baths
  • 2,191 Sq Ft

  26 Lauretta Dr, Highland, NY 12528

  Tucked away on a quiet dead-end road and set high with scenic mountain views, this well-maintained split ranch is ready for its next chapter in the Hudson Valley. Freshly painted and move-in ready, the home features 4 bedrooms and 2.5 bathrooms, along with a wood-burning fireplace and newly finished wood floors that add warmth and character throughout. A beautiful sunroom with three walls of

  Syndi Acampora eXp Realty

  26 Lauretta Dr, Highland, NY 12528
• 

  

  /23

  $340,000

  • 2 Beds
  • 1 Bath
  • 1,116 Sq Ft

  128 Vineyard Ave Unit 209, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 1116-square-foot second-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 209, Highland, NY 12528
• 

  

  /13

  $270,000

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

  128 Vineyard Ave Unit 104, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern river-town condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, N.Y. This 803-square-foot first-floor residence blends smart design, comfort and easy outdoor living--ideal for low-maintenance living without sacrificing style. The open-concept layout features large windows and seamless flow throughout. The custom

  Andrea Babcock Onyx Property Management LLC

  128 Vineyard Ave Unit 104, Highland, NY 12528
• 

  

  /31

  $1,300,000

  • 4 Beds
  • 4 Baths
  • 2,884 Sq Ft

  226 Burroughs Dr, West Park, NY 12493

  Burroughs Hill began as a hunting cabin and was expanded in the 1940s by an architect and sculptor who added the great room and basement. Over the past decade, it has been thoughtfully renovated, preserving its original character while adding modern comfort and functionality. Perched above the Hudson with sweeping river views, the home offers 4 bedrooms, 4 full baths, and a flexible room that

  Juliana Botta Four Seasons Sotheby's Int.

  226 Burroughs Dr, West Park, NY 12493
• 

  

  /33

  $485,000

  • 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
• 

  

  /15

  $399,999

  • 4 Beds
  • 3 Baths
  • 2,104 Sq Ft

  6 Bell Dr, Highland, NY 12528

  Great investment opportunity in the heart of downtown Highland. This well-maintained 2-family property features one fully renovated unit and one unit with value-add potential—ideal for investors or owner-occupants looking to increase rents over time. Situated on a generous .75-acre lot on a quiet street, the property offers plenty of space to entertain, relax, and enjoy the surrounding setting.

  Joseph Sala McGrath Realty Inc

  6 Bell Dr, Highland, NY 12528
• 

  

  /30

  $179,000

  • Land
  • 3.02 Acres
  • $59,272 per Acre

  44 Vineyard Ave, Highland, NY 12528

  Gorgeous wooded 3 acre flag lot with view potential to the east and south. Great commuter location minutes from the NYC trains and the NYS Thruway. Driveway has been roughed in for you and the septic approval will need to be redone. Power and cable will be brought in around 350' by the seller. Excellent location for a full time or weekend home. Old stone walls line the southern and western edges.

  Bruce Stalnaker Coldwell Banker Village GreenN

  44 Vineyard Ave, Highland, NY 12528
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  /33

  $450,000

  • 3 Beds
  • 3 Baths
  • 2,463 Sq Ft

  11 Grove St, Highland, NY 12528

  Come and enjoy the spaciousness and serenity of this beautiful home! The super large kitchen will make the chef very happy, especially with the family sized island and beautiful granite counters! The kitchen offers "eat in" space, or use the formal dining room just off the kitchen. It has a sliding glass door to the rear patio & yard. The sunny living room and a Full bath complete the 1st floor.

  Kathy Dawson Howard Hanna Rand Realty

  11 Grove St, Highland, NY 12528
• 

  

  /18

  $100,000

  • Land
  • 0.37 Acre
  • $270,270 per Acre

  3550 Route 9w, Highland, NY 12528

  Prime development opportunity in the heart of Highland! This property is ideally located on Route 9W with excellent visibility and accessibility, featuring Town water and sewer—a rare and valuable combination for future development. Zoned GB (General Business), offering a wide range of permitted uses including retail, office, service businesses, and mixed-use potential (buyer to verify).

  Liudmila Lobeeva eXp Realty

  3550 Route 9w, Highland, NY 12528
• 

  

  /10

  $300,000

  • 4 Beds
  • 2 Baths
  • 1,450 Sq Ft

  87 Vineyard Ave, Highland, NY 12528

  Village of Highland two family w/two bedroom units. Hardwood floors throughout. Separate utilities with natural gas for heat & hot water. Centrally located with easy access to village amenities, commuter routes & Mid-Hudson Bridge. Attractively low taxes. Ideal for investor or owner occupant.

  Dan Axtmann BHHS Hudson Valley Properties

  87 Vineyard Ave, Highland, NY 12528
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  /12

  $400,000

  • 5 Beds
  • 3 Baths
  • 2,700 Sq Ft

  19-21 Church St, Highland, NY 12528

  Village of Highland three family comprised of (2) two bedroom units and (1) one bedroom unit. Spacious apartments with well proportioned rooms. Natural gas for heat & hot water. Separate utilities & off street parking. Centrally located with easy access to village amenities, Route 9W & Mid-Hudson Bridge.

  Dan Axtmann BHHS Hudson Valley Properties

  19-21 Church St, Highland, NY 12528
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  /42

  $724,999

  • 4 Beds
  • 2.5 Baths
  • 2,071 Sq Ft

  254 Hull Ave, Clintondale, NY 12515

  NEW CONSTRUCTION!!! WALLKILL SCHOOLS!!! Check out this new construction set to begin construction soon! This home is ideally situated on a premium 5.1-acre lot, offering rare privacy and expansive outdoor space while maintaining the convenience of modern living. Boasting 2,071 sqft of thoughtfully designed living space this residence features 4 bedrooms, 2.5 bathrooms, and a 2-car attached

  Richard Baxter Keller Williams Realty

  254 Hull Ave, Clintondale, NY 12515
• 

  

  /40

  $899,000

  • 4 Beds
  • 2.5 Baths
  • 3,002 Sq Ft

  4 Picnic Woods Rd, Clintondale, NY 12515

  Welcome to 4 Picnic Woods Road — a stunning 4-bedroom, 2.5-bath Colonial residence perfectly positioned on 1.05 acres in scenic Clintondale. With over 3,000 square feet of beautifully designed living space, this home offers elegance, space, and comfort for both everyday living and entertaining. From the moment you arrive, the striking stone-accented façade, classic symmetry, and snow-covered

  Arya Rabinovits eRealty Advisors, Inc

  4 Picnic Woods Rd, Clintondale, NY 12515
• 

  

  /38

  $529,000

  • 3 Beds
  • 3 Baths
  • 2,040 Sq Ft

  4 Cusa Dr, Highland, NY 12528

  Welcome to this beautifully maintained Cape Cod located at 4 Cusa Drive in desirable Highland, offering exceptional curb appeal with an oversized driveway, elegant walkway, inviting entry, and charming covered front porch. Inside, you’ll find updated flooring throughout and a thoughtfully designed layout featuring a spacious living room and dining room with sliders that open to an expansive patio

  Sandra Spector Howard Hanna Rand Realty

  4 Cusa Dr, Highland, NY 12528
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  /10

  $75,000

  • Land
  • 7.1 Acres
  • $10,563 per Acre

  0 Crest Ln, Lloyd, NY 12528

  Rare opportunity to own a truly unique 7.1-acre parcel tucked away in the heart of Highland within a quiet, private setting between two dead-end roads—no through traffic and exceptional seclusion. This picturesque property features significant wetlands and a serene pond located near the center of the land, creating a peaceful natural environment that feels like your own private nature preserve.

  John Durso Keller Williams Realty Partner

  0 Crest Ln, Lloyd, NY 12528
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  /48

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft

  1 Faro Ln, Clintondale, NY 12515

  Investor Opportunity Just A Short Drive from the Village of New Paltz! Tucked away on a quiet dead-end road with beautiful scenic views, this unique property presents an excellent opportunity for investors or buyers seeking a home with built-in income potential. The property is currently configured with two separate living areas, both presently rented, offering immediate income from day one. The

  Angelina Cozza Century 21 Alliance Rlty Group

  1 Faro Ln, Clintondale, NY 12515
• 

  

  /29

  $84,999

  • 2 Beds
  • 1 Bath
  • 632 Sq Ft

  107 Floyd Ackert Rd Unit 3, West Park, NY 12493

  Why Rent When You Can Own? Looking for a starter or down-sizer in the heart of Ulster? Move right into this completely renovated 2 Bedroom 1 bath home. New flooring,new roof, new HVAC, cathedral ceilings, renovated bathroom & kitchen. Close to 9W, New Paltz, Kingston, & I-87.

  Ernie Acampora River Realty Services, Inc.

  107 Floyd Ackert Rd Unit 3, West Park, NY 12493
• 

  

  /29

  $598,000

  • 4 Beds
  • 3 Baths
  • 2,268 Sq Ft

  410 Vineyard Ave, Highland, NY 12528

  Meticulously Updated Raised Ranch on 1 Acre 2,326 Sq Ft Welcome to this beautifully maintained raised ranch that blends comfort, style, and functionality. Offering 2,326 square feet of living space, this home showcases meticulous care and pride of ownership throughout. Gleaming hardwood floors flow through the main level, complemented by an updated kitchen featuring granite countertops and

  Kassia Connors eXp Realty

  410 Vineyard Ave, Highland, NY 12528
• 

  

  /6

  $249,000

  • Land
  • 4.05 Acres
  • $61,481 per Acre

  27 Picnic Woods Rd, Clintondale, NY 12515

  Absolutely beautiful 4 acre building lot located in Clintondale, Ulster County. Board of Health approved and ready for your dream home! Enjoy a gorgeous pond on your own property, a year round treasure! Spring is around the corner--get ready to break ground, and build your home. Close to I-84, shopping, restaurants, MetroNorth, New Paltz, Marlboro, apple orchards and vineyards! Don't miss this

  Diane Crittenden Diane E. Crittenden

  27 Picnic Woods Rd, Clintondale, NY 12515
• 

  

  /21

  $459,000

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft

  130 Grand St, Highland, NY 12528

  Wonderful Bi-level ranch home located in Highland! Amenities include; Updated dine-in kitchen, large living spaces, formal dining room, formal living room, oversize family room located on the lower level, two beautiful masonry fireplaces, hardwood floors under carpet in LR, DR, and bedrooms on first level, ceramic tile bathrooms, large garden shed. The lower level of the home could be used as an

  Diane Crittenden Diane E. Crittenden

  130 Grand St, Highland, NY 12528
• 

  

  /45

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,495 Sq Ft

  1014 Route 44 55, Clintondale, NY 12515

  Major Heavy Lifting Done! Finish This 3-4BR/2BA Gem on 1 Acre.Bring your tool belt and your vision! This 3-bedroom, 2-bathroom home has been gutted and is ready for the finish line. The expensive, "invisible" work is already complete: features include a brand-new furnace, new electrical, new windows, and new siding. Outdoor living is already upgraded with a beautiful new front porch and a

  KELLY ROMANO Keller Williams Realty

  1014 Route 44 55, Clintondale, NY 12515
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  /10

  $395,000

  • Land
  • 7.2 Acres
  • $54,861 per Acre

  75 Palazzo Ln, Clintondale, NY 12528

  Set the stage for a life defined by the natural beauty of the Hudson Valley on this remarkable 7.2-acre parcel, where wide-open skies and breathtaking western views allow you to truly own the sunset. As the day draws to a close, the landscape is bathed in golden light, offering unforgettable evening vistas that elevate everyday living. Conveniently located just minutes from the New Paltz Thruway

  Michele Richards Four Seasons Sotheby's Int.

  75 Palazzo Ln, Clintondale, NY 12528
• 

  

  /3

  $4,400,000

  • Land
  • 73.7 Acres
  • $59,701 per Acre

  00 Vineyard Ave, Highland, NY 12528

  Multi family property consisting of R-1/4, R-1/2 and R-1 zoning. Totaling 73 plus acres with two access points along Rte 44, Vineyard Avenue, in the Town of Lloyd, Ulster County, NY. One on the South end of the property with 150 feet of frontage along Vineyard Avenue and one on the North end of the property with 50 feet of frontage along Vineyard Avenue. Property slopes gently upward from road

  Robert Vitanza Rand Commercial

  00 Vineyard Ave, Highland, NY 12528
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  /25

  $397,000

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

  7 River Rd, Highland, NY 12528

  UNIQUE FLOOR PLAN in this updated eyebrow colonial creates an ideal setup for a bed-and-breakfast use of this property. Each bedroom features it's own full bath, offering comfort and privacy for all. The spacious living area includes a formal dining room and updated kitchen. A first- floor bedroom and convenient laundry add to the home's flexibility. Enjoy a short walk to the Hamlet of Highland

  Elizabeth Decker Hudson Dwellings Realty

  7 River Rd, Highland, NY 12528
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  /26

  $524,000

  • 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 retro

  Ronnie Rebis Grist Mill Real Estate

  340 Vineyard Ave, Highland, NY 12528
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  /24

  $565,000

  • 3 Beds
  • 2 Baths
  • 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
• 

  

  /24

  $130,000

  • 2 Beds
  • 1.5 Baths
  • 952 Sq Ft

  1069 Route 44 55, Clintondale, NY 12515

  Step into the potential of this 952 sq ft railroad-style home, featuring 2 cozy bedrooms and 1.5 bathroom. This classic layout, known for its linear flow and vintage character, offers a unique opportunity for those looking to restore or reimagine a timeless space. While the home needs renovation, its solid structure and charming original details provide the perfect canvas for customization.

  John Quinn Quinn Realty Group Inc.

  1069 Route 44 55, Clintondale, NY 12515
• 

  

  /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 gorgeous elevated views, with convenient access to all amenities and the security of having neighbors around if needed. Easy access to the Walkway Over the Hudson, Empire State Rail

  Carolyn Michelle KW Mid-Hudson

  0 White St, 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
• 

  

  /30

  $500,000

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

  0 Lily Lake Rd Unit KEY908782, Lloyd, 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

  0 Lily Lake Rd Unit KEY908782, Lloyd, 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
• 

  

  /52

  $3,950,000

  • 9 Beds
  • 12 Baths
  • 10,500 Sq Ft

  9 Chambers Rd, West Park, NY 12493

  A great legacy meets true luxury: Hudson Shore Estate, formerly home to one of Eleanor Roosevelt's early passion projects, a pioneering vocational school for women, has now been masterfully restored to its former glory and offers the perfect setting for a multi-generational family compound. A unique example of Arts & Craft design amongst its peer group of renowned Hudson River mansions, the

  Hayes Clement Compass Greater New York, LLC

  9 Chambers Rd, West Park, NY 12493
• 

  

  /33

  $2,000,000

  • 3 Beds
  • 2.5 Baths
  • 2,990 Sq Ft

  70 Floyd Ackert Rd, West Park, NY 12493

  A Rare Hudson Riverfront Opportunity - Historic Stone Home with Unmatched Views and Endless Potential It's not often a property like this becomes available—a one-of-a-kind 1870s stone ferry house, set on 3.3 private acres right at the edge of the Hudson River. With sweeping, unobstructed views and a direct connection to the water, this is a chance to create something truly extraordinary.Step

  Jeanne Rakowski Corcoran Country Living

  70 Floyd Ackert Rd, West Park, NY 12493

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