Homes for Sale near Highland High School

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  /33

  $499,000 Open Sat 1PM - 3PM

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

  6 Smith Terrace, Highland, NY 12528

  Discover the perfect blend of modern style, flexible living, and serene surroundings in this beautifully updated ranch-style home, ideally located in the scenic town of Highland. Offering 1,728 sq ft of thoughtfully designed space, this 4-bedroom, 3-bathroom gem includes a fully legal 1-bedroom accessory apartment—making it as functional as it is stunning.From the moment you arrive, you’ll be

  Virginia Corbett eXp Realty

  6 Smith Terrace, Highland, NY 12528
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  /37

  $729,000

  • 4 Beds
  • 2.5 Baths
  • 3,253 Sq Ft

  2 Fieldstone Ct, Highland, NY 12528

  Stunning colonial with contemporary flair gem boasts 4 large spacious bedrooms and 2.5 luxurious bathrooms, providing ample space for comfortable living. Step inside to discover a beautifully updated interior with modern finishes throughout. The 2-story living room creates an inviting space for gatherings, while the chef's kitchen features a sleek open layout, ideal for entertaining guests. Have

  Joseph Brown RE/MAX Real Property Group

  2 Fieldstone Ct, Highland, NY 12528
• 

  

  

  /31

  $595,000

  • 4 Beds
  • 2 Baths
  • 1,872 Sq Ft

  745 State Route 44 55, Highland, NY 12528

  Now Fully Available — Modern Farmhouse in Prime Highland LocationThis beautifully restored farmhouse perfectly balances historic charm with modern upgrades. Set on a scenic acre in the Highland School District, the home offers sun-filled interiors, soaring ceilings, and an open-concept layout designed for easy living.The first-floor primary suite adds comfort and convenience,

  Ashley Olson Minard eXp Realty

  745 State Route 44 55, Highland, NY 12528
• 

  

  

  /21

  $499,999

  • 4 Beds
  • 1.5 Baths
  • 2,266 Sq Ft

  12 Woodside Place, Highland, NY 12528

  Come see this home that offers a perfect combination of charm, convenience, and community.This beautiful 4-bedroom, 2-bath home is full of character, featuring original hardwood floors and elegant French doors. The spacious living and dining areas are ideal for family gatherings, while the kitchen boasts stunning granite countertops, perfect for cooking and entertaining. Enjoy peaceful

  Angela Chenery Century 21 Alliance Rlty Group

  12 Woodside Place, Highland, NY 12528
• 

  

  

  /17

  $329,000 Open Tue 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 1,121 Sq Ft

  37 Maple Ave, Highland, NY 12528

  Freshly redone, Colonial style house 1,000 feet to the Hudson & Highland Landing Park. The open floor plan downstairs gives that airy fresh touch. Beautiful all new kitchen and appliances. Lots of windows. Upstairs, 3 spacious bedrooms and 2 full bathrooms. Make this opportunity your home and enjoy the beauties of the Hudson and this sweet contemporary home.

  Meyer Stoessel Keller Williams Hudson Valley

  37 Maple Ave, Highland, NY 12528
• 

  

  /22

  $325,000

  • 2 Beds
  • 1.5 Baths
  • 1,470 Sq Ft

  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 Green

  460 Vineyard Ave, Highland, NY 12528
• 

  

  /22

  $412,000

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  7 Dirks Terrace, Highland, NY 12528

  Charming and recently renovated raised ranch in the Highland School District in the picturesque Hudson Valley. This comfortable home in a walkable neighborhood features numerous upgrades, including a remodeled open-concept kitchen with granite countertops (completed in 2017) and an asphalt shingle roof installed in 2021. The exquisitely engineered mahogany wood floors were added in 2020.

  Nancy Senescu Bella NS Properties LLC

  7 Dirks Terrace, Highland, NY 12528
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  /6

  $825,000

  • Land
  • 16 Acres
  • $50,000 per Acre

  TBD South St, Lloyd, NY

  This parcel is flat, mostly cleared, has a pond, sweeping views of the Shawangunk Mountains and borders the 27 hole Apple Greens Golf Course. 1,400 feet of the property adjoins the course. If golf is your game, it doesn't get any more convenient than this. Perfect for a community that grew up here, wants to stay here and are ready to downsize and become ''snow birds''. Here for the summers and

  Dennis Cooper Corcoran Country Living

  TBD South St, Lloyd, NY
• 

  

  /18

  $375,000

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft

  451 New Paltz Rd, Highland, NY 12528

  INVESTMENT PROPERTYThis 2 family property is conveniently located in Highland. Less than 10 minutes to the Village of New Paltz, and 15 minutes to the Mid-Hudson bridge.The location is just steps away from the Hudson Valley Rail Trail, which is a 7 mile paved trail from the Walkway over the Hudson to New Paltz.Each unit is a one bedroom one bath apartment. Private parking lot has

  Jaynie Aristeo Ridgeline Realty

  451 New Paltz Rd, Highland, NY 12528
• 

  

  /15

  $75,000

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  107 Floyd Ackert Rd Unit 10, Hyde Park, NY 12538

  This home has been completely updated from top to bottom and is located in a highly desirable and conveniently located park with very low lot rent. Updates include kitchen with stainless steel appliances, bathroom with jacuzzi tub, vinyl siding, low E windows, deck, furnace, hot water heater, and new flooring throughout. Freshly painted. Washer/Dryer hookups. Large lot with shed.

  AARON VIGNOGNA Century 21 Alliance Rlty Group

  107 Floyd Ackert Rd Unit 10, Hyde Park, NY 12538
• 

  

  /22

  $425,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  618 N Chodikee Lake Rd, Highland, NY 12528

  WOW! Stunning Renovation! This beautifully updated 3-bedroom 2 bath ranch, set on 1 acre on a country road, offers modern elegance throughout. The brand-new kitchen features quartz countertops, a marble backsplash, and new appliances. Gorgeous gleaming hardwood floors, updated lighting, and NEW bathrooms with the latest designer tiles. With NEW windows, vinyl siding, a full basement, and a

  Naomi Streicher Q Home Sales

  618 N Chodikee Lake Rd, Highland, NY 12528
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  /43

  $2,950,000

  • 4 Beds
  • 3 Baths
  • 4,798 Sq Ft

  1535 Route 9w, West Park, NY 12493

  Exquisite waterfront estate located on the majestic Hudson River. Discover an extraordinary waterfront estate offering approximately 4,800 sqft of luxurious living space, accompanied by a private 1,000 sqft guest houseâ€both offering panoramic, breathtaking Hudson River views and an array of unparalleled amenities. Nestled on 800 feet of private river frontage, this

  Eliana Amodio Amodio Real Estate & Prop

  1535 Route 9w, West Park, NY 12493
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  /48

  $2,950,000

  • 4 Beds
  • 3 Baths
  • 4,798 Sq Ft

  1535 Route 9w, Hyde Park, NY 12538

  Exquisite waterfront estate located on the majestic Hudson River. Discover an extraordinary waterfront estate offering approximately 4,800 sqft of luxurious living space, accompanied by a private 1,000 sqft guest house‚ both offering panoramic, breathtaking Hudson River views and an array of unparalleled amenities.Nestled on 400 feet of private river frontage, this stunning 4-bedroom,

  Mary Spinac Amodio Real Estate & Prop

  1535 Route 9w, Hyde Park, NY 12538
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  /29

  $344,900

  • 3 Beds
  • 2 Baths
  • 1,681 Sq Ft

  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
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  /6

  $825,000

  • Land
  • 16 Acres
  • $50,000 per Acre

  tbd South St, Highland, NY 12528

  This parcel is flat, mostly cleared, has a pond, sweeping views of the Shawangunk Mountains and borders the 27 hole Apple Greens Golf Course. 1,400 feet of the property adjoins the course. If golf is your game, it doesn't get any more convenient than this. Perfect for a community that grew up here, wants to stay here and are ready to downsize and become ''snow birds''. Here for the

  Dennis Cooper Corcoran Country Living

  tbd South St, Highland, NY 12528
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  /14

  $75,000

  • Land
  • 1.36 Acres
  • $55,147 per Acre

  0 White St, Highland, NY 12528

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

  Carolyn Michelle Keller Williams Realty Partner

  0 White St, Highland, NY 12528
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  /21

  $415,000

  • 3 Beds
  • 1.5 Baths
  • 1,683 Sq Ft

  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

  John Quinn Quinn Realty Group Inc

  15 Toc Dr, Highland, NY 12528
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  /6

  $249,000

  • Land
  • 4.00 Acres
  • $62,250 per Acre

  27 Picnic Woods Rd, Clintondale, NY 12515

  Absolutely beautiful 4 acre Board of Health Approved building lot that's ready for your dream home! This wonderful property features a level building site with it's own gorgeous pond views from the front, and another water view from the rear of the proposed homesite! You'll love the rural feel and privacy, yet will have the convenience of close proximity to Rte 9W. Maps are available--you'll love

  Diane Crittenden Century 21 Alliance Realty Grp

  27 Picnic Woods Rd, Clintondale, NY 12515
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  /18

  $365,000

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  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
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  /34

  $359,000

  • 3 Beds
  • 1.5 Baths
  • 1,360 Sq Ft

  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
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  /24

  $475,000

  • 3 Beds
  • 1 Bath
  • 1,812 Sq Ft

  380 Pancake Hollow Rd, Highland, NY 12528

  Welcome to 380 Pancake Hollow Road, a picturesque Cape Cod home offering privacy, charm, and an unbeatable Hudson Valley lifestyle. Set on 5.6 peaceful acres, this 3-bedroom, 1-bath home (1,812 sq. ft.) is surrounded by nature, yet minutes from Highland, New Paltz, and top outdoor destinations.Inside, you’ll find arched doorways, a cozy fireplace, and a bright sunroom perfect for morning

  Leigh Wagner-Quintana Keller Williams Hudson Valley

  380 Pancake Hollow Rd, Highland, NY 12528
• 

  

  /15

  $325,000

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft

  16 Fair St, Highland, NY 12528

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

  Lynne Riccoboni BHHS Hudson Valley Properties

  16 Fair St, Highland, NY 12528
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  /55

  $1,550,000

  • 7 Beds
  • 5 Baths
  • 4,630 Sq Ft

  660 N Chodikee Lake Rd, Highland, NY 12528

  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, with frontage on Chodikee Lake reached just across a

  Hayes Clement BHHS HUDSON VALLEY PROP-KING

  660 N Chodikee Lake Rd, Highland, NY 12528
• 

  

  /13

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  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 Century 21 Alliance Rlty Group

  8 Marie, Highland, NY 12528
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  /27

  $445,000

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

  132 Lily Lake Rd, Highland, NY 12528

  Welcome to this newly updated and remodeled sanctuary. This is the house that you have been waiting for. A lovely ranch offering 3 bedrooms, 2 full updated baths, and spacious screened in patio, located on a lightly traveled winding road surrounded by nature with a beautiful lake nearby. The kitchen has been completely remodeled including stainless steel appliances, quartz counter-tops, glass

  Helene Spear Keller Williams Realty

  132 Lily Lake Rd, Highland, NY 12528
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  /15

  $399,000

  • Land
  • 9 Acres
  • $45,862 per Acre

  3748 Route 9w, Highland, NY 12528

  8.7 acres of untouched land just south of the Mid Hudson Bridge. Current plan was to build a church. Site plan and survey attached with the docs. Property is next to Walgreens and will allow many uses. Zoning Examples to be confirmed by buyer agent, Light Business Use, Convenience store, day care adult or child, funeral home, office, skating rink, bowling alley, Vet office, warehouse, park,

  Lindsay Stevens eXp Realty

  3748 Route 9w, Highland, NY 12528
• 

  

  /15

  $399,000

  • Land
  • 9 Acres
  • $45,862 per Acre

  3748 Us Highway 9w, Highland, NY 12528

  8.7 acres of untouched land just south of the Mid Hudson Bridge. Current plan was to build a church. Site plan and survey attached with the docs. Property is next to Walgreens and will allow many uses. Zoning Examples to be confirmed by buyer agent, Light Business Use, Convenience store, day care adult or child, funeral home, office, skating rink, bowling alley, Vet office, warehouse, park,

  Jason Madison eXp Realty

  3748 Us Highway 9w, Highland, NY 12528
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  /7

  $25,000

  • Land
  • 0.13 Acre
  • $192,308 per Acre

  0 New York 299, Highland, NY 12528

  Property located on 299 in the DB zone. Call Building Department is Highland to find out what type of usage is allowed.

  JoAnn Ellis Summerset Realty

  0 New York 299, Highland, NY 12528
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  /7

  $25,000

  • Land
  • 0.13 Acre
  • $192,308 per Acre

  0 Route 299 New Paltz Unit KEY816284, Highland, NY 12528

  Property located on 299 by Kisor Road. Located in the DB district. Contact building department in town of Lloyd to verify use of property.

  JoAnn Ellis Summerset Realty

  0 Route 299 New Paltz Unit KEY816284, Highland, NY 12528
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  /7

  $25,000

  • Land
  • 0.13 Acre
  • $192,308 per Acre

  0 Route 299 New Paltz Unit 11413322, Highland, NY 12528

  Property located on 299 by Kisor Road. Located in the DB district. Contact building department in town of Lloyd to verify use of property.

  JoAnn Ellis SUMMERSET REALTY

  0 Route 299 New Paltz Unit 11413322, Highland, NY 12528
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  /14

  $239,900

  • 1 Bed
  • 1 Bath
  • 762 Sq Ft

  534 New Paltz Rd, Highland, NY 12528

  Step into this completely renovated 1-bedroom, 1-bath home designed for comfort and convenience. The entire house has been fully renovated featuring new countertops and cabinets in the kitchen, new stainless steel appliances, and stylish laminated wood floors, together with the roof and septic system.The 762 sq. ft. layout is versatile and functional, making it ideal for any stage of life.

  Stefan Bolz Hello Dolly Real Estate

  534 New Paltz Rd, Highland, NY 12528
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  /33

  $575,000

  • 5 Beds
  • 2 Baths
  • 2,382 Sq Ft

  20-22 Milton Ave, Highland, NY 12528

  Move-in ready and close to all the best amenities: This spacious two-unit Victorian in the heart of the village of Highland is just steps from popular restaurants and shops, and only minutes by car or bicycle to the Walkway Over the Hudson, New Paltz, and NYC-bound Metro-North service at Poughkeepsie. The first-floor unit features 2 bedrooms, 1 bath, a private deck, and 2 separate entrances,

  Hayes Clement BHHS HUDSON VALLEY PROP-KING

  20-22 Milton Ave, Highland, NY 12528
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  /28

  $2,000,000

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

  70 Floyd Ackert Rd, West Park, NY 12493

  Rarely does a more special property come on the market, offering unparalleled views! One feels transcended into a calm and peaceful state of nirvana; at one with nature’s beauty with the majestic Hudson River as your backdrop. This Historic 1870’s Stone Ferry House sits on 3.3 private acres and is located dramatically near rivers edge. The beachfrontage adjacent to the home allows for a boat

  KAROLINA CZEKAJ Corcoran Country Living

  70 Floyd Ackert Rd, West Park, NY 12493
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  /7

  $99,000

  • Land
  • 0.53 Acre
  • $186,792 per Acre

  2 Elting Place, Highland, NY 12528

  Don't miss out on this unique vacant lot in the Historic Hamlet of Highland!! It is the last piece of land in the Hamlet of Highland that is in the Commercial/Business zone! OR you can develop it as a multi family with up to 4 townhome style homes! Water, sewer & natural gas are available to you! It is minutes to the Mid Hudson Bridge, the Walkway over the Hudson, New Paltz, the Thruway/87,

  Kathy Dawson Howard Hanna Rand Realty

  2 Elting Place, Highland, NY 12528
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  /47

  $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 family compound or luxury wellness retreat. A unique example of Arts & Craft design amongst its peer group of renowned Hudson River mansions,

  Hayes Clement BHHS HUDSON VALLEY PROP-KING

  9 Chambers Rd, West Park, NY 12493
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  /28

  $340,000

  • 4 Beds
  • 2 Baths
  • 1,368 Sq Ft

  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 Green

  26 Toc Dr, Highland, NY 12528
• 

  

  /50

  $990,000

  • Land
  • 215 Acres
  • $4,602 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
  • 0.48 Acre
  • $125,000 per Acre

  TBD Rt 9w, Highland, 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.

  TBD Rt 9w, Highland, NY 12528
• 

  

  /8

  $60,000

  • Land
  • 0.48 Acre
  • $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
• 

  

  /13

  $695,000

  • Land
  • 12 Acres
  • $60,435 per Acre

  TBD Route 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 Route 9w, Highland, NY 12528

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