Homes for Sale near 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.

  0 Vineyard Ave Unit 20256184, Highland, NY 12528
• 

  Explore Highland Middle School

• 

  

  

  /43

  $799,900

  $50K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 2,824 Sq Ft

  142 Hawleys Corners Rd, Highland, NY 12528

  Contemporary Colonial with Legal Accessory Apartment, Owned Solar & Private Country Setting. Actual size is 3800 sqft of Country living at its finest! Welcome home to this beautifully maintained 6-bedroom, 3.5-bath Contemporary Colonial featuring owned solar panels, individual mini-split systems in every bedroom for personalized comfort, and a legal 1-bedroom accessory apartment renovated in

  

  Karen Briscoe-Reed

  KW MidHudson

  142 Hawleys Corners Rd, Highland, NY 12528
• 

  

  

  /32

  $650,000

  Open Sun 2:30PM - 4PM

  • 3 Beds
  • 2 Baths
  • 1,609 Sq Ft

  321 Orchard Rd, Highland, NY 12528

  Set back on nearly two acres, this architecturally inspired ranch captures the best of mid-century design with a dramatic wall of windows, soaring beamed ceilings, a floor-to-ceiling stone fireplace, and seamless indoor-outdoor living centered around a large in-ground pool. Natural light pours through the expansive windows, giving the main living space an open, airy feel while framing peaceful

  

  Craig Smith

  Compass Greater NY, LLC

  321 Orchard Rd, Highland, NY 12528
• 

  

  

  /48

  $1,200,000

  $95K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,919 Sq Ft

  15 Oakes Rd, Highland, NY 12528

  Welcome to The Riverhouse, an extraordinary custom Lindal Cedar home offering front-row living on the Hudson River. A wall of glass and voluminous ceilings frame breathtaking, ever-changing water views, filling the dramatic great room and its striking fireplace with a light-filled, airy atmosphere. The stylish chef's kitchen is both sleek and functional, featuring high-end cabinetry, granite

  

  Mark McAlpine

  Compass Greater New York, LLC

  15 Oakes Rd, Highland, NY 12528
• 

  

  

  /18

  $165,000

  • 3 Beds
  • 1 Bath
  • 928 Sq Ft

  41 Grand St, Highland, NY 12528

  Opportunity Knocks Bring Your Vision! This charming circa 1800 Cape style home (928 sq ft) is ready for its next chapter. Sitting on a level lot with mature trees and a classic covered front porch, this property offers solid bones and endless potential for the right buyer. Whether you're an investor looking for your next project, a first-time buyer ready to build equity, or a handy homeowner with

  

  Danielle Carlson-murphy

  Start Home Smart, Inc.

  41 Grand St, Highland, NY 12528
• 

  /2

  $185,000

  • Land
  • 10,454 Sq Ft
  • $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
• 

  

  /42

  $724,999

  New Construction

  • 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
• 

  

  /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 Town This 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, wineries,

  

  Danielle Carlson-murphy

  Start Home Smart, Inc.

  224 Vineyard Ave, Highland, NY 12528
• 

  

  /45

  $575,000

  Open Sun 10AM - 12PM

  • 4 Beds
  • 3 Baths
  • 2,224 Sq Ft

  9 Roxanne Blvd, Highland, NY 12528

  Welcome to this beautifully maintained split-level home, offering the perfect blend of comfort, functionality, and style. Featuring 4 spacious bedrooms and 3 full bathrooms, plus an additional flex room on the lower level that can serve as a 5th bedroom, home office, or recreation space, this home provides room for everyone.Freshly painted and situated on a quiet dead-end street in one of the

  Simone Edwards Edwards Properties

  9 Roxanne Blvd, Highland, NY 12528
• 

  

  /6

  $227,000

  • Land
  • 3.9 Acres
  • $58,205 per Acre

  5 Elbow Ln, Highland, NY 12528

  Seasonal Hudson River Views. This lot was approved for an in ground septic system and engineered for a 4 bedroom home in 2011. Will need to be updated. Virgin land! Beautiful building lot in fairly new subdivision with underground electric service. Only minutes to the Mid Hudson Bridge, The Walkway Over the Hudson and many other attractions. Easy access to train and plane. Current new homes in

  Elizabeth Decker Hudson Dwellings Realty

  5 Elbow Ln, Highland, NY 12528
• 

  

  /19

  $138,500

  $20K PRICE DROP

  • 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
• 

  

  /65

  $1,100,000

  • 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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  /6

  $100,000

  • Land
  • 39,204 Sq Ft
  • $111,111 per Acre

  120 Floyd Ackert Rd, West Park, NY 12493

  Just minutes from the Hudson River, this location sits in the heart of the Mid-Hudson Valley, surrounded by destination spots like John Burroughs Sanctuary, local wineries, farm markets, and a growing collection of restaurants and artisanal shops. The lot is largely level and ready to be improved, giving you a flexible canvas to adapt for retail, service, office, or other permitted uses under GC

  Dawn Passante Coldwell Banker Village GreenN

  120 Floyd Ackert Rd, West Park, NY 12493
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  /46

  $439,000

  • 3 Beds
  • 2 Baths
  • 1,382 Sq Ft

  26 Reservoir Rd, Highland, NY 12528

  Nestled in an idyllic neighborhood and offering an ideal commuter location, this beautifully maintained ranch style home combines comfort, space, and convenience.Step inside to a bright and airy living room featuring a large bay window and a cozy wood-burning fireplace. The primary suite includes its own private bathroom, creating a relaxing retreat.An oversized 200-square-foot,

  Simone Edwards Edwards Properties

  26 Reservoir Rd, 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
• 

  

  /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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  /37

  $310,000

  $25K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,270 Sq Ft

  107 Sterling Place, Highland, NY 12528

  Investment Opportunity – Desirable Bridgeview Townhome Community Come join the wonderful Bridgeview community—Tucked away for privacy, yet conveniently located with a small shopping plaza out front and scenic wooded trails in the back, Bridgeview offers both comfort and convenience. This well-maintained home features recent updates, including brand-new flooring throughout, a 7 year roof, a new

  JULIA MULLEN K. Fortuna Realty, Inc.

  107 Sterling Place, Highland, NY 12528
• 

  

  /40

  $900,000

  $1K PRICE INCREASE

  • 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
• 

  

  /13

  $500,000

  $195K PRICE DROP

  • Land
  • 11.5 Acres
  • $43,478 per Acre

  TBD Rt 9w, Highland, NY 12528

  Attention Investors! 11.5 acres located just minutes from the Mid-Hudson Bridge in desirable Highland, NY ready for developing. Ideally located on a high traffic state highway with over 1,000 feet of road frontage and tons of visibility. This lot sits directly across the highway from the future river front development named 'The Hudson Valley Wine Village' which is proposed to have 800 new

  John Quinn Quinn Realty Group Inc.

  TBD Rt 9w, Highland, NY 12528
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  /24

  $99,500

  $31K PRICE DROP

  • 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
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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
• 

  

  /16

  $200,000

  • Land
  • 3.13 Acres
  • $63,837 per Acre

  TBD Loughran Ln, Highland, NY 12528

  Build your dream home in one of the Hudson Valley's most peaceful and scenic settings. This 3-acre parcel is Board of Health for a 4-bedroom residence and offers a rare combination of privacy, natural beauty, and convenience. Surrounded by mature trees and rolling mountain views, the property features a gently cleared building area nestled within a picturesque woodland landscape. Located on a

  Siobhan Fahy eXp Realty

  TBD Loughran Ln, Highland, NY 12528
• 

  

  /50

  $750,000

  $240K PRICE DROP

  • Land
  • 215.12 Acres
  • $3,486 per Acre

  00 Rt 44 55, Clintondale, NY 12515

  This is a hard-to-find large acreage consisting of four parcels located on both sides of Route 44/55 in the hamlet of Clintondale. Being sold as one sale leaves the opportunity for investors and builders looking for their next project, or the potential for a single or multi family homestead. You can keep it all for yourself or sell off what you don't need. The largest parcel is approximately

  Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  00 Rt 44 55, Clintondale, NY 12515
• 

  

  /8

  $60,000

  • Land
  • 20,908 Sq Ft
  • $125,000 per Acre

  0 Route 9w Unit KEYH6287477, Lloyd, NY 12528

  Centrally located .48 acre lot on Rt. 9W just outside the quaint village of Highland. Lot is zoned GB and is situated next to a local bank, major fast food establishments, gas stations and assorted businesses.

  John Quinn Quinn Realty Group Inc

  0 Route 9w Unit KEYH6287477, Lloyd, NY 12528
• 

  

  /23

  $1,250,000

  • Land
  • 4.7 Acres
  • $265,957 per Acre

  134 Bellevue Rd, Highland, NY 12528

  Spanning an expansive 4.7 acres, 134 Bellevue Road offers a rare opportunity to experience nature and simple indulgence high above the Hudson. This breathtaking, natural setting perfectly blends sweeping river vistas with immediate access to nearby rail lines and world-class outdoor adventure.Recently cleared to showcase its striking natural contours, the property offers a distinct "clean-site"

  Dominick Martorana Century 21 Alliance Rlty Group

  134 Bellevue Rd, Highland, NY 12528
• 

  

  /31

  $475,000

  $24K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  517 Crescent Ave, Highland, NY 12528

  Welcome to easy, one-level living in this beautifully maintained ranch home, built in 2020 and set on 1.2 peaceful acres. Offering 2 bedrooms, 2 full bathrooms, and a dedicated home office, this property combines modern comfort with the tranquility of country living. Start your mornings on the inviting front porch, the perfect spot to enjoy a cup of coffee while taking in the serene surroundings.

  Anthony DeGelormo Century 21 Alliance Rlty Group

  517 Crescent 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
• 

  

  /6

  $179,000

  $20K PRICE DROP

  • Land
  • 11 Acres
  • $16,273 per Acre

  TBD Hawleys Corners Rd, Highland, NY 12528

  11 acres offering privacy and potential. The land is ideal for building a secluded estate or your own nature retreat. Located on a country road, yet close to Route 299 leading to the NYS Thruway. The Mid-Hudson Bridge is only 5 miles away. The parcels break down as follows: Parcel 1: 3.5 acres, Parcel 2: 4 acres, and Parcel 3: 3.7 acres. Key features include a peaceful rural setting with minimal

  Dawn Passante Coldwell Banker Village Green

  TBD Hawleys Corners Rd, Highland, NY 12528
• 

  

  /31

  $419,900

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,382 Sq Ft

  52 Phillips Ave, Highland, NY 12528

  This one checks all the boxes! Welcome to 52 Phillips Ave where you have the best a home can offer having been recently renovated, inside and out and with direct access to the Hudson Valley Rail Trial. It is close to downtown amenities and just two minutes to the Mid-Hudson Bridge. This home was lovingly renovated to include modern updates while maintaining charm throughout. The main level

  Amy Hawks Berardi Realty

  52 Phillips Ave, Highland, NY 12528
• 

  

  /22

  $2,100,000

  • Land
  • 70.5 Acres
  • $29,787 per Acre

  243 Vineyard Ave Unit 251, Highland, NY 12528

  Spectacular 70 acre parcel located right outside the village of Highland. May be used as a farm or subdivided. Parcel has 3 rentals located on it in addition to 1 vacant house. Also on this property is a very large steel building with high ceilings and oversized garage doors as well as a barn! Close commuter location - Metro North, NYS Thruway, Mohonk Mountains and Hudson Valley Rail Trail.

  John Quinn Quinn Realty Group Inc

  243 Vineyard Ave Unit 251, Highland, NY 12528
• 

  /2

  $395,000

  • Land
  • 14.5 Acres
  • $27,241 per Acre

  0 Route 299 Unit KEY997500, Lloyd, NY 12528

  This commercial property consists of an 11.6 acre parcel and an adjoining 2.9 acre parcel in a with approximately 800 ft. of frontage on rte. 299. Close proximity to NYS Thruway and is relatively close to the Poughkeepsie Bridge.

  Dennis Barr John J Lease REALTORS Inc

  0 Route 299 Unit KEY997500, Lloyd, NY 12528
• 

  

  /15

  $399,900

  $25K PRICE DROP

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

  60 Mayer Dr, Highland, NY 12528

  Beautifully situated in a lovely Highland neighborhood, this raised ranch home offers warmth, space, and incredible potential in one of the Hudson Valley’s most desirable commuter locations. Featuring hardwood floors, an updated kitchen with stainless steel appliances and modern cabinetry, comfortable bedrooms, and bright living spaces filled with natural light, the home provides a flexible

  Nicholas Cuomo Keller Williams Realty

  60 Mayer Dr, Highland, NY 12528
• 

  

  /5

  $100,000

  • Land
  • 39,204 Sq Ft
  • $111,111 per Acre

  120 Floyd Ackert Rd, Esopus, NY 12429

  Just minutes from the Hudson River, this location sits in the heart of the Mid-Hudson Valley, surrounded by destination spots like John Burroughs Sanctuary, local wineries, farm markets, and a growing collection of restaurants and artisanal shops. The lot is largely level and ready to be improved, giving you a flexible canvas to adapt for retail, service, office, or other permitted uses under GC

  Dawn Passante Coldwell Banker Village Green

  120 Floyd Ackert Rd, Esopus, NY 12429
• 

  

  /18

  $855,000

  • 4 Beds
  • 3.5 Baths
  • 3,182 Sq Ft

  110 Macks Ln, Highland, NY 12528

  Welcome to this stunning 3,100 sq. ft. Colonial set on a picturesque 2.5-acre lot. Featuring 4 spacious bedrooms and 2.5 baths, this home blends comfort with timeless elegance. The chef's kitchen serves as the heart of the home--perfect for both entertaining and everyday living--whileselect bedrooms offer private or adjoining bath access for added convenience.Beautiful hardwood floors run

  Elizabeth Decker Hudson Dwellings Realty

  110 Macks Ln, Highland, NY 12528
• 

  

  /28

  $299,900

  • 2 Beds
  • 1 Bath
  • 1,439 Sq Ft

  29 White St, Highland, NY 12528

  Charming Ranch in the Heart of Highland Welcome home to this delightful two-bedroom, one-bath ranch nestled on a quiet street in the heart of Highland. Offering comfortable one-level living, this inviting home is perfect for first-time buyers, downsizers, or anyone seeking to put some tlc into it. Water, sewer and natural gas is a home run. Front and rear 3 -season porches. Inside, you'll find a

  Anthony DeGelormo Century 21 Alliance Rlty Group

  29 White St, Highland, NY 12528
• 

  

  /28

  $625,000

  • 4 Beds
  • 3.5 Baths
  • 3,348 Sq Ft

  138 Half Moon Rd, Highland, NY 12528

  Welcome to 138 Half Moon Drive! Tucked away at the end of a long private driveway, this beautiful center hall Colonial is set on 8 acres of wooded privacy, offering space, comfort, and seclusion. This updated 4-bedroom home features 9-foot ceilings throughout the main level, a spacious kitchen, a warm and inviting family room with a fireplace, formal dining room, and a large great room that's

  Naomi Streicher Q Home Sales

  138 Half Moon Rd, Highland, NY 12528
• 

  

  /27

  $625,000

  • 3 Beds
  • 3.5 Baths
  • 1,986 Sq Ft

  1317 Route 44 55, Clintondale, NY 12515

  Almost brand new this 2017 home is beautifully designed and energy efficient, 3 bedroom, 3.5 bath home offers modern finishes, an open floor plan, and stunning mountain views. Features include hardwood floors, granite countertops, custom tiled bathrooms, and a spacious kitchen that flows seamlessly into the living and dining areas, perfect for everyday living and entertaining.The primary

  Carol Mahoney Real Broker NY LLC

  1317 Route 44 55, Clintondale, NY 12515
• 

  

  /24

  $530,900

  • 3 Beds
  • 3 Baths
  • 2,050 Sq Ft

  452 Vineyard Ave, Highland, NY 12528

  This home is completely remodeled. New roof, new siding new windows new Insulation all new electrical all new plumbing. All new flooring throughout the home. Brand new kitchen with quartz countertops, completely remodeled bathrooms. Brand new central air unit brand new furnace ,brand new hot water heater. This Home is just minutes away from the mid Hudson Bridge and the Minnewaska mountains.

  Derek Greene Greene Realty Group

  452 Vineyard Ave, Highland, NY 12528
• 

  

  /32

  $485,000

  $114K PRICE DROP

  • 4 Beds
  • 2.5 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
• 

  

  /6

  $249,000

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

  27 Picnic Woods Rd, Clintondale, NY 12515

  Imagine a stunning 4-acre building lot in Clintondale, Ulster County—perfect for your dream home! The Board of Health has given it the green light, and it’s all set for you. You’ll have a gorgeous pond right on your property, a year-round treat! It’s conveniently located near I-84, with shopping, restaurants, MetroNorth, New Paltz, Marlboro, apple orchards, and there are vineyards nearby. This is

  Diane Crittenden Diane E. Crittenden

  27 Picnic Woods Rd, Clintondale, NY 12515

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