Homes for Sale near Highland Middle School

• 

  

  

  /49

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,092 Sq Ft

  13 Sharon Dr, Highland, NY 12528

  Beautiful Ranch totally renovated ,new roof 2025 ,new siding 2025.Offer 3 bath and 1.5 Bath .Welcome to this charming ranch style home featuring 3 cozy bedrooms. As you step inside you will be greeted by beautiful commerce floors that flow seamlessly throughout the living spaces. The spacious kitchen boasts a charming breakfast area with sliders leading to the stone patio, making it the ideal

  

  Drita Shala

  Howard Hanna Rand Realty

  (845) 552-0012

  13 Sharon Dr, Highland, NY 12528
• 

  Explore Highland Middle School

• 

  

  

  /32

  $450,000

  • 4 Beds
  • 1.5 Baths
  • 3,140 Sq Ft

  668 State Route 44 55, Highland, NY 12528

  With its over 100-year-old history, this home has only changed hands once before, a testament to its enduring appeal and the kind of place that's been lovingly maintained for generations.Set on 1.2 scenic acres, this charming three-story, 4-bedroom, 1.5-bath Colonial offers classic style and beautiful surroundings. A wraparound paved driveway with river stone posts leads to a two-car garage,

  

  Stefan Bolz

  Hudson Dwellings Realty

  (845) 272-5945

  668 State Route 44 55, Highland, NY 12528
• 

  

  

  /20

  $439,900

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  TBD Devlin Rd, Highland Lake, NY 12528

  New construction ranch with deeded lake rights to a crystal-clear glacier lake. The Pure Retreat model offers 3 Bedrooms and 2 Baths, central A/C and an abundance of natural light. Come enjoy the oversized gourmet kitchen, which includes large center island, quartz countertop and vaulted ceilings. The living room dining room combo with cozy fireplace looking out the double doors leading to the

  

  Chris Ogden

  Realty Promotions Inc

  (845) 957-9369

  TBD Devlin Rd, Highland Lake, 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
• 

  

  /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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  /35

  $4,600,000

  • 16 Beds
  • 10.5 Baths
  • 11,160 Sq Ft

  35 Washington Lake Rd, Highland, NY 12792

  Amazing One-of-a-kind Lakefront Home! This magnificent 11,000+ SF home features massive 2 story great room w/ stone fireplace, floating staircase & spiral staircase, commercial kitchen w/ walk in freezer & refrigerator, huge dining area/ game room/ wet bar. The home also offers 16 bedrooms, 10.5 baths, theater room, office, enclosed porch, huge patio featuring outdoor kitchen w/ wood fired pizza

  Jill Barnes Cabins & Canoes Real Estate

  35 Washington Lake Rd, Highland, NY 12792
• 

  

  /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
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  /48

  $515,000

  • 4 Beds
  • 3 Baths
  • 2,850 Sq Ft

  44 Clearwater Rd, Highland, NY 12528

  Welcome to 44 Clearwater Road, a beautifully maintained and thoughtfully updated home set on 2.8 serene acres in Highland, offering approximately 2,850 sq ft of versatile living space. The upper level features three spacious bedrooms, two full bathrooms, and a stunning, newly renovated kitchen (2023). Step into the light-filled living room with vaulted pine ceilings and a cozy fireplace, where

  Jacob Cohen eXp Realty

  44 Clearwater Rd, Highland, NY 12528
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  /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
• 

  

  /29

  $1,050,000

  • 8 Beds
  • 8 Baths
  • 7,200 Sq Ft

  223 Vineyard Ave, Highland, NY 12528

  Presenting an exceptional opportunity to acquire a well maintained and strong cash flowing Fourplex rental property. Welcome to 223 Vineyard Ave, Highland NY! This property is a Fourplex apartment building that was built in 1991. Each apartment unit has three large sized floors. On the first floor of each unit, you have a large kitchen, dining room, half bath, and living room. On the second

  Jorge Lugo Real Broker NY LLC

  223 Vineyard Ave, Highland, NY 12528
• 

  

  /13

  $500,000

  • 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

  $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
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  /50

  $990,000

  • Land
  • 215.12 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
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  /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
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  /11

  $265,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  128 Vineyard Ave Unit 207, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

  Vitaly Isaacs Magic Of Great Neck Realty Inc

  128 Vineyard Ave Unit 207, Highland, NY 12528
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  /22

  $4,250,000

  • 6 Beds
  • 7 Baths
  • 9,500 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
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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
• 

  

  /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
• 

  

  /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
• 

  

  /23

  $395,000

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  67 Picnic Woods Rd, Clintondale, NY 12515

  Nestled on peaceful Picnic Woods Road, this charming three-bedroom, two-bathroom home offers 1,296 square feet of thoughtfully designed living space and energy efficiency. The well-maintained property features an inviting open-concept layout where the spacious living room flows seamlessly into the kitchen and dining area. Step outside to the expansive deck, overlooking a large, level backyard and

  Anna Barcone Berkshire Hathaway Homeservice

  67 Picnic Woods Rd, Clintondale, NY 12515
• 

  

  /34

  $305,000

  • 2 Beds
  • 1 Bath
  • 946 Sq Ft

  791 Gregory Ct Unit 706, Highland, NY 12528

  Immaculate first-floor two bedroom end-unit condominium in Highland, NY. located in the sought-after Woods at Bridgeview Community. Enjoy the French-door study and covered patio off the living room with wooded views into Franny Reese Park. A quick three minute car ride brings you to the Hudson Valley Rail Trail, that connects to the Walkway of the Hudson. Highlights of this well-maintained home

  Barbara Carter Century 21 Alliance Rlty Group

  791 Gregory Ct Unit 706, 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
• 

  

  /11

  $265,000

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  128 Vineyard Ave Unit 206, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

  Vitaly Isaacs Magic Of Great Neck Realty Inc

  128 Vineyard Ave Unit 206, Highland, NY 12528
• 

  

  /28

  $619,000 Open Sat 12PM - 2PM

  • 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
• 

  

  /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
• 

  

  /12

  $270,000

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

  128 Vineyard Ave Unit 104, Highland, NY 12528

  Welcome to Highbridge Crossing, a modern condominium building with direct access to the Hudson Valley Rail Trail in the heart of Highland, NY. Thoughtfully designed 1 and 2 bedroom residences range from 730 to 1,230 SF, blending smart design, comfort, and easy outdoor access—ideal for active living without sacrificing style. The open layouts feature large windows and a seamless flow throughout.

  Vitaly Isaacs Magic Of Great Neck Realty Inc

  128 Vineyard Ave Unit 104, Highland, NY 12528
• 

  

  /60

  $599,500

  • 4 Beds
  • 2 Baths
  • 2,110 Sq Ft

  122 Vineyard Ave, Highland, NY 12528

  This1900's old style spacious 2-unit home with old charm and completely gutted with new upgraded modern conveniences, is situated in the quaint village of Highland. Detailed original woodwork staircase, arched entryways, and hardwood floors are throughout. The backyard has a patio to gather for a barbeque, lounge on a chair reading a book or listening to the sound of the babbling brook passing

  Maria Ferguson Hudson River Valley Properties

  122 Vineyard Ave, Highland, NY 12528
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  /26

  $549,000

  • 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
• 

  

  /31

  $450,000

  • 4 Beds
  • 2 Baths
  • 1,428 Sq Ft

  10 Carly Dr, Highland, NY 12528

  Discover the perfect blend of comfort, convenience, and lifestyle in this beautifully maintained 4-bedroom, 2-bathroom single-level home, tucked away in a peaceful cul-de-sac in sought-after Highland, NY. Sitting on a full acre, this property offers endless possibilities space to entertain, relax, and enjoy outdoor living. Cool off all summer long in the above-ground pool, or take in the privacy

  Megan Krusen eXp Realty

  10 Carly Dr, Highland, NY 12528
• 

  

  /37

  $495,000

  • 3 Beds
  • 1 Bath
  • 1,488 Sq Ft

  132 Weeds Mill Rd, Highland, NY 12528

  Beautifully updated contemporary ranch with dramatic open floor plan set well back from less traveled road in remarkably scenic surroundings amidst towering century-old oaks. Streamlined modern design and top quality materials come together to create this resort-style destination home for easy living with low maintenance. The sleek, premium grade kitchen is the centerpiece to the grand scale of

  HARRY HELEOTIS Illustrated Properties Group

  132 Weeds Mill Rd, Highland, 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
• 

  

  /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
• 

  

  /43

  $699,999

  • 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 2,484 square feet of thoughtfully designed living space, this residence features 4 bedrooms, 2.5 bathrooms, and a 2-car

  Richard Baxter Keller Williams Realty

  254 Hull Ave, Clintondale, NY 12515
• 

  

  /4

  $90,000

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft

  599 N Chodikee Lake Rd, Highland, NY 12528

  This 4-bedroom, 1.5-bath property is in severe disrepair and is being sold strictly as-is. The home requires a full gut renovation. Known issues include a failing septic system, widespread mold, a non-functioning heating system, a roof in need of full replacement, and ruptured/frozen plumbing lines. The property has experienced freeze damage, and major mechanical, plumbing, and structural systems

  Emmanuel Heredia Keller Williams Realty NYC Grp

  599 N Chodikee Lake Rd, 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
• 

  

  /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
• 

  

  /35

  $485,000

  • 4 Beds
  • 2 Baths
  • 2,460 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 Green

  98 North Rd, Highland, NY 12528

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