Highland NY Real Estate & Homes for Sale

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Beds:
3
Baths:
2.00
Sq.Ft.:
2,086
Status:
Active
MLS#:
1050871
Type:
Single Family
Lot size:
19.8 Acres
Year built:
1880
A broker reciprocity listing Courtesy: VYLLA Home 845-204-3566
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ADDITIONAL INFORMATION

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 and a water source. All of this bucolic beauty is available a mere 1 hour from New York City!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,418
Status:
Active
MLS#:
1048382
Type:
Single Family
Lot size:
0.8 Acres
Year built:
1870
A broker reciprocity listing Courtesy: BHHS Hudson Valley Properties 845-473-1650
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ADDITIONAL INFORMATION

Step into the character and craftsmanship of this beautiful historic Victorian in the heart of Highland, New York. A welcoming wrap-around porch sets the stage for a home filled with original details, thoughtful updates, and timeless Hudson Valley charm. Inside, beautiful hardwood floors, original woodwork, and classic pocket doors showcase the craftsmanship of a bygone era. The gracious first-floor layout includes a formal dining room, inviting parlor, and comfortable family room with a beautiful stone fireplace. An updated kitchen and bathroom provide modern convenience while complementing the home’s historic character. Upstairs, the spacious primary en-suite is a true retreat, featuring exposed brick and beautiful wide-plank flooring. The primary bath includes a jetted tub and imported marble. Additional bedrooms offer plenty of space for family, guests, or a home office. One of the property’s most unique features is the large detached three-car garage with a private entrance to finished living space above, complete with a full kitchen and bathroom. This versatile space is ideal for guests, extended family, a home office, studio, recreation space, or other possibilities. A charming small barn in the backyard adds even more character and useful storage. Outdoor enthusiasts will especially appreciate direct access to the Hudson Valley Rail Trail and Walkway Over the Hudson, with miles of scenic recreation right at your doorstep. Enjoy nearby wineries, orchards, farm stands, dining, and all the Hudson Valley has to offer, with convenient access to Metro-North for travel to New York City. Historic charm, modern comfort, exceptional additional space, and an outstanding Hudson Valley location make this a truly special property.

Beds:
1
Baths:
1.00
Sq.Ft.:
730
Status:
Active
MLS#:
1048851
Type:
Single Family
Year built:
2018
A broker reciprocity listing Courtesy: Corcoran Country Living 845-765-4888
View additional info

ADDITIONAL INFORMATION

Welcome to Highbridge Crossing, a newly established 20-unit condominium community built in 2018, where modern industrial design, energy efficiency, and convenient Hudson Valley living come together. Thoughtfully constructed with contemporary finishes and ideally situated directly along the Hudson Valley Rail Trail, offering convenient access to the Walkway Over the Hudson—one of the region’s most popular recreational destinations. The Metro-North Poughkeepsie Train Station is also just a short drive away, providing convenient rail access to New York City. Oversized windows and high ceilings allow natural light to fill the interiors throughout the day, creating bright, open living spaces with a clean, modern aesthetic. Each residence features an energy-efficient, self-contained heat-pump system providing heating, air conditioning, ventilation, and humidity control for year-round comfort and efficiency. Located on the second level, this spacious one-bedroom residence features an open-concept layout designed for comfortable everyday living and entertaining. The contemporary kitchen offers ample cabinetry, stainless steel appliances, generous counter space, and convenient counter seating. Both the bedroom and full bathroom are generously proportioned, providing flexibility for additional furnishings and storage. Thoughtfully selected tile finishes give the bathroom a stylish yet neutral foundation, allowing you to easily incorporate your own personal style. An in-unit washer and dryer adds another layer of everyday convenience. The HOA has been thoughtfully structured to simplify ownership while providing valuable amenities. Each residence includes dedicated storage space, while community amenities include grounds maintenance, on-site parking, electric vehicle charging stations, and solar electric and solar hot-water systems. The solar electric system provides electricity to the building, while the solar hot-water system pre-heats domestic hot water before it is distributed to the residences. Whether you’re looking for easy access to outdoor recreation, convenient transportation to NYC, or simply a fresh and modern place to call home, Highbridge Crossing offers an appealing combination of style, efficiency, and location. The Offering Plan declared effective on 3/30/26. Photos are representative of the Project but may not be of the actual unit.

Beds:
1
Baths:
1.00
Sq.Ft.:
730
Status:
Active
MLS#:
1048867
Type:
Single Family
Year built:
2018
A broker reciprocity listing Courtesy: Corcoran Country Living 845-765-4888
View additional info

ADDITIONAL INFORMATION

Welcome to Highbridge Crossing, a newly established 20-unit condominium community built in 2018, where modern industrial design, energy efficiency, and convenient Hudson Valley living come together. Thoughtfully constructed with contemporary finishes and ideally situated directly along the Hudson Valley Rail Trail, offering convenient access to the Walkway Over the Hudson—one of the region’s most popular recreational destinations. The Metro-North Poughkeepsie Train Station is also just a short drive away, providing convenient rail access to New York City. Oversized windows and high ceilings allow natural light to fill the interiors throughout the day, creating bright, open living spaces with a clean, modern aesthetic. Each residence features an energy-efficient, self-contained heat-pump system providing heating, air conditioning, ventilation, and humidity control for year-round comfort and efficiency. Located on the second level, this spacious one-bedroom residence features an open-concept layout designed for comfortable everyday living and entertaining. The contemporary kitchen offers ample cabinetry, stainless steel appliances, generous counter space, and convenient counter seating. Both the bedroom and full bathroom are generously proportioned, providing flexibility for additional furnishings and storage. Thoughtfully selected tile finishes give the bathroom a stylish yet neutral foundation, allowing you to easily incorporate your own personal style. An in-unit washer and dryer adds another layer of everyday convenience. The HOA has been thoughtfully structured to simplify ownership while providing valuable amenities. Each residence includes dedicated storage space, while community amenities include grounds maintenance, on-site parking, electric vehicle charging stations, and solar electric and solar hot-water systems. The solar electric system provides electricity to the building, while the solar hot-water system pre-heats domestic hot water before it is distributed to the residences. Whether you’re looking for easy access to outdoor recreation, convenient transportation to NYC, or simply a fresh and modern place to call home, Highbridge Crossing offers an appealing combination of style, efficiency, and location. The Offering Plan declared effective on 3/30/26. Photos are representative of the Project but may not be of the actual unit.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,117
Status:
Active
MLS#:
1048835
Type:
Single Family
Year built:
2018
A broker reciprocity listing Courtesy: Corcoran Country Living 845-765-4888
View additional info

ADDITIONAL INFORMATION

Welcome to Highbridge Crossing, a newly established 20-unit condominium community built in 2018, where modern industrial design, energy efficiency, and convenient Hudson Valley living come together. Thoughtfully constructed with contemporary finishes and ideally situated directly along the Hudson Valley Rail Trail, offering convenient access to the Walkway Over the Hudson—one of the region’s most popular recreational destinations. The Metro-North Poughkeepsie Train Station is also just a short drive away, providing convenient rail access to New York City. Oversized windows and high ceilings allow natural light to fill the interiors throughout the day, creating bright, open living spaces with a clean, modern aesthetic. Each residence features an energy-efficient, self-contained heat-pump system providing heating, air conditioning, ventilation, and humidity control for year-round comfort and efficiency. Located on the second level, this spacious two-bedroom residence features an open-concept layout designed for comfortable everyday living and entertaining. The contemporary kitchen offers ample cabinetry, stainless steel appliances, generous counter space, and convenient counter seating. Both bedrooms and the full bathroom are generously proportioned, providing flexibility for additional furnishings and storage. Thoughtfully selected tile finishes give the bathroom a stylish yet neutral foundation, allowing you to easily incorporate your own personal style. An in-unit washer and dryer adds another layer of everyday convenience. The HOA has been thoughtfully structured to simplify ownership while providing valuable amenities. Each residence includes dedicated storage space, while community amenities include grounds maintenance, on-site parking, electric vehicle charging stations, and solar electric and solar hot-water systems. The solar electric system provides electricity to the building, while the solar hot-water system pre-heats domestic hot water before it is distributed to the residences. Whether you’re looking for easy access to outdoor recreation, convenient transportation to NYC, or simply a fresh and modern place to call home, Highbridge Crossing offers an appealing combination of style, efficiency, and location. The Offering Plan declared effective on 3/30/26. Photos are representative of the Project but may not be of the actual unit.

Beds:
1
Baths:
1.00
Sq.Ft.:
803
Status:
Active
MLS#:
1048693
Type:
Single Family
Year built:
2018
A broker reciprocity listing Courtesy: Corcoran Country Living 845-765-4888
View additional info

ADDITIONAL INFORMATION

Welcome to Highbridge Crossing, a newly established condominium community, built in 2018, where modern industrial design, energy efficiency, and convenient Hudson Valley living come together. Thoughtfully constructed with authentic materials and contemporary finishes, this 20-unit condominium community is ideally situated directly along the Hudson Valley Rail Trail and just a short drive from the Metro-North Poughkeepsie Train Station. Over-sized windows and high ceilings allow natural light to fill the interiors throughout the day, creating bright, open living spaces with a clean, modern aesthetic. Located on the first level, this spacious one-bedroom residence features polished concrete floors and an open-concept layout designed for comfortable everyday living and entertaining. The contemporary kitchen offers ample cabinetry, stainless steel appliances, generous counter space, and convenient counter seating. Both the bedroom and full bathroom are generously proportioned, providing flexibility for additional furnishings and storage. Thoughtfully selected tile finishes give the bathroom a stylish yet neutral foundation, ready to complement your personal design choices. An in-unit washer and dryer adds another layer of everyday convenience. The HOA has been thoughtfully structured to simplify ownership while providing valuable amenities. Included are dedicated storage space for each unit, grounds maintenance, solar panels that help offset common-area electrical usage, electric vehicle charging stations, and hot water usage. Whether you're looking for easy access to outdoor recreation, convenient transportation to New York City, or simply a fresh and modern place to call home, Highbridge Crossing offers an appealing combination of style, efficiency, and location. The Offering Plan was declared effective on 3/30/26. Photos are representative of the Project, but may not be of actual unit.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,352
Status:
Active
MLS#:
1047570
Type:
Single Family
Lot size:
1.4 Acres
Year built:
1875
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
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ADDITIONAL INFORMATION

Welcome to 371 Crescent Ave, a gorgeously maintained and lovingly updated Hudson Valley home offering 3 bedrooms, 2 full baths, and just over 1,300 square feet of warm, thoughtfully designed living space set on 1.4 picturesque acres. From the moment you pull up, you'll feel it: this one feels like home. Start your mornings on the cozy covered front porch with a cup of coffee, and end your evenings there too, soaking in the kind of magical Hudson Valley sunsets this region is famous for. Step inside to a main floor made for both everyday living and effortless entertaining: a kitchen ready for cheffing up your favorite meals, the coziest living room centered around a wood stove for chilly Hudson Valley nights, and a separate dining room overlooking the whimsical, garden-ready backyard. Main floor laundry and a full bathroom round out the first level with everyday convenience in mind. Upstairs, you'll find a spacious and charming primary bedroom, two comfortably sized additional bedrooms, a versatile open nook or sitting area perfect for reading, work, or quiet reflection, and a beautifully updated full bath. Outside, the 1.4 acre setting is a dream for anyone who loves the outdoors: think gardening beds, room for a fire pit, space to play, or simply a private, whimsical retreat to unwind in. It's the kind of yard that invites new hobbies and lazy Hudson Valley weekends alike. Tucked in the heart of the Hudson Valley in Ulster County, Highland offers small town charm with unbeatable access to everything the region is known for. You're just minutes from the Walkway Over the Hudson, the world's longest elevated pedestrian bridge, and a short drive to historic New Paltz, home to Huguenot Street, the Shawangunk Ridge for world class hiking and rock climbing, and the iconic Mohonk Mountain House. Wine, cider, and orchard lovers will love being surrounded by the Hudson Valley's celebrated apple orchards, farm stands, and wineries, while foodies are just minutes from Poughkeepsie and the Culinary Institute of America across the river via the Mid Hudson Bridge. Commuters and weekenders alike appreciate easy access to Metro North rail service and the Hudson Valley Rail Trail for biking and walking right in your backyard. Whether you're searching for a Hudson Valley home for sale with charm, character, and acreage, a move in ready property near New Paltz and Poughkeepsie, or simply a peaceful retreat with room to breathe, 371 Crescent Ave delivers it all: dreamy sunsets, cozy comfort, and the best of Hudson Valley living.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,120
Status:
Active
MLS#:
20265169
Type:
Townhouse
Lot size:
0.05 Acres
Year built:
1974
A broker reciprocity listing Courtesy: Hudson Dwellings Realty 845-691-2126
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ADDITIONAL INFORMATION

Location, lifestyle, and effortless living come together in this beautifully reimagined, completely remodeled home. Ideally located just moments from the rail trail and within a short distance to town and its many amenities, this home offers the perfect blend of convenience and tranquility. Commuters will appreciate the easy access to Metro-North and New York City, while the quiet neighborhood provides a peaceful place to come home to. Thoughtfully remodeled from top to bottom, the home has been truly transformed with all major updates completed within the last three years. Every detail has been considered, creating a home that feels fresh, modern, and completely turnkey -- allowing you to simply move in and enjoy. And when it's time to slow down, the lovely back patio provides the perfect spot to sip your morning coffee, unwind at the end of the day, or enjoy the privacy of your own outdoor space. A beautifully updated home in a highly desirable location -- close to everything, yet tucked away in a quiet neighborhood. Nothing left to do but move in and enjoy. HOA is 315 monthly

Beds:
3
Baths:
2.00
Sq.Ft.:
1,580
Status:
Active
MLS#:
1046947
Type:
Single Family
Lot size:
0.61 Acres
Year built:
1972
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 845-334-0227
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ADDITIONAL INFORMATION

Tucked along a quiet dead-end street in Highland, this inviting three-bedroom, two-bath home offers nearly 1,600 square feet of thoughtfully updated living space, along with the kind of backyard that makes summer feel like a vacation at home. The bright main level has an easy, comfortable flow, with hardwood floors, a spacious living room and a beautifully renovated kitchen featuring generous cabinetry, granite countertops, stainless steel appliances and a patterned tile backsplash. Both full baths have also been renovated, allowing the next owner to settle in, making 7 Tina Dr. move in ready. The finished lower level expands the possibilities, offering a relaxed second living area anchored by a brick fireplace. It is an ideal space for movie nights, a home office, overnight guests or simply having room to spread out. An enclosed porch creates another place to gather and leads to the deck overlooking the backyard. Outside, the inground pool takes center stage. Surrounded by lawn, mature trees and room for lounging, dining and entertaining, the backyard feels private and wonderfully removed from the everyday. There is plenty of space for gardening, outdoor games or long afternoons spent poolside. With new mechanicals, updated heating and cooling systems, renovated interiors and a convenient Highland location, 7 Tina Drive brings together comfort, practicality and a backyard designed to be enjoyed.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,443
Status:
Active
MLS#:
1042618
Type:
Single Family
Lot size:
0.16 Acres
Year built:
1924
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-255-0615
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ADDITIONAL INFORMATION

Discover the charm of this quaint four-bedroom craftsman style home, nestled on a quiet private road in the Village of Highland. Filled with character, the home features beautiful original woodwork and hardwood floors that showcase its timeless appeal. Outside, the inviting yard provides a peaceful setting to relax, entertain, or simply enjoy the tranquility of home. What truly makes this property special is its incredible access to the Rail Trail, just a few feet from the property. Step outside and enjoy miles of walking, biking, and outdoor recreation right at your doorstep. Despite its peaceful, private setting, you're conveniently close to the village's shops, restaurants, and everyday amenities. For commuters, the Metro-North station is only about three miles away, making this an ideal location for enjoying the best of the Hudson Valley while maintaining an easy commute. A charming home overlooking the Twaalfskill Creek, a private setting, and the Rail Trail with anytime access.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,250
Status:
Active
MLS#:
1043137
Type:
Single Family
Lot size:
0.15 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-294-3100
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ADDITIONAL INFORMATION

Vintage Hudson Valley charm, original character, and plenty of potential come together at 71 North Road in Highland. This inviting 3-bedroom, 1-bath home is filled with the details that give an older home its warmth and personality—from beautiful original woodwork and trim to hardwood floors, classic French doors, and original wood siding. A sweet covered front porch welcomes you home and sets the tone for this charming property. Inside, generous windows bring in natural light while the rich original wood details add warmth throughout. The home also features a full walk-out basement, providing valuable additional space for storage, a workshop, hobbies, or future possibilities. Out back, a detached shed offers an opportunity to create something special. With a little imagination, it could become a wonderful home office, artist's studio, creative retreat, workshop, or garden house. Located in the quaint and increasingly vibrant hamlet of Highland, you'll enjoy the relaxed Hudson Valley lifestyle while being just minutes from New Paltz and the area's restaurants, shops, outdoor recreation, farms, wineries, and cultural attractions. Whether you're searching for a full-time home, weekend Hudson Valley escape, or a property where you can blend historic character with your own personal style, 71 North Road offers an appealing combination of charm, location, and possibility. Minutes to major highways, amenities, and attractions like SUNY New Paltz, Mohonk Mountains, Mid-Hudson Bridge, Poughkeepsie, Hudson Valley Rail Trail, and more!!!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,492
Status:
Active
MLS#:
1042078
Type:
Single Family
Subdivision:
Mountainside Woods
Lot size:
0.13 Acres
Year built:
2019
A broker reciprocity listing Courtesy: BHHS Hudson Valley Properties 845-896-9000
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ADDITIONAL INFORMATION

Delightful Ranch in welcoming Mountainside Woods features an inviting rocking-chair front porch overlooking neighbor-friendly streets with sidewalks. Mountainside offers the perfect blend of community and location, nestled in nature at the foot of beautiful Illinios Mtn with easy access to numerous walking and hiking trails, parks, farmers markets, and area attractions. This popular Taconic model features a well designed, flowing floor plan showcasing striking laminate floors throughout and a stunning granite kitchen with breakfast-isle, recessed lighting, custom glass tile backsplash and SS appliances. Bright, spacious floor plan showcases a very generous formal LR and DR with easy access to your back patio and charming covered front porch. Large Primary BR with WIC, and private bath. This ideal and very livable floor plan also offers a second wing with two additional BRs (currently used as offices) 2nd full bath and a laundry area off the eat in kitchen. Oversized garage with huge storage area and side entry, delightful fenced backyard, mountain views, and a laid back country lifestyle feel. Whole house gas generator and grill hookup. The builder is a neighborhood resident and has taken great pride in the quality, design, and finishes of these beautiful homes. Community lifestyle with NO HOA fee! Wonderful location close to schools, shopping, commuter routes, and all amenities and attractions such as Mohonk Mtn House, Shawagunk Mtns, trendy Newpaltz, Walkway on the Hudson, gorgeous State Parks and historical sites, HIghland, Walkill, and Dubois Farmers Markets and so much more! Come fall in love with this beautiful home and the wonderful, low-maintenance lifestyle of Mountainside Woods and make it your own!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,760
Status:
Active
MLS#:
1040386
Type:
Single Family
Lot size:
0.49 Acres
Year built:
1965
A broker reciprocity listing Courtesy: RE/MAX Benchmark Realty Group 845-565-0004
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ADDITIONAL INFORMATION

FULLY AVAILABLE! CASH ONLY! ESTATE "AS IS". Brick Ranch! 1,760 sq. ft. 2 Bedroom, 2 Full Bath, Gleaming Hardwood Floors, Updated kitchen with Jenn Air Downdraft stove, European Cabinets, SS Appliances, Kitchen with Corian counter with stools & dinette eating area with ceramic tile floors and sliding door to 6 yr old huge cedar deck, large living room with hardwood floors & large Triple picture window. Full bath on 1st floor, large primary bedroom with double glass closet doors & hardwood floors, additional bedroom #2 has hardwood floors. Walkout Basement is partially finished with family room and den/studio/office area and full bath. There is also a workshop area in basement. Furnace & Hot Water Heater 10 yrs. young. .49 acre. There is a 1988 Mobile Home on the property, this is the reason for a Cash Sale. Mobile home has Cathedral ceilings, Vinyl floors, 2 bedrooms and 1 bath. 56 X 12 = 672 sq. ft. It has an open floor plan with one bedroom on each end and hot water heater replaced 1 yr. ago. There is a shared well for the house & mobile home but individual septic for each property. The mobile home has its own driveway off of 299 and address is 200 S. Riverside Rd. and the Ranch house has its driveway entrance off of S. Riverside Rd. This property has many possibilities. Minutes to the New Paltz Thruway exit 18 & shopping & Rail Trail. Minutes to visit the village of New Paltz and see restaurants and cafes and unique stores in this College Town. Right off of 299 and close to Route 9W. 10 minutes to the Mid Hudson Bridge. Great location. Visit the local farms for fresh produce just minutes away. Minutes to New Paltz College. Zoned Single family with Accessory Apartment. Brand new oil tank installed 11/1/2026.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,056
Status:
Active
MLS#:
1040838
Type:
Single Family
Lot size:
0.05 Acres
Year built:
1976
A broker reciprocity listing Courtesy: BHHS Hudson Valley Properties 845-896-9000
View additional info

ADDITIONAL INFORMATION

ATTENTION INVESTORS, CONTRACTORS, OR SOMEONE LOOKING FOR A RENOVATION PROJECT!!! This townhouse is ready for renovations, being sold as a shell, Freshly painted, New windows, New siding, recessed lightening, New electric switches and outlets with USB plugs. This unit is a legal 2 bedroom, with potential for a 3rd bedroom, office or guest room. This unit needs flooring, kitchen and bathroom. This is a cash only transaction. This unit is all one level and and end unit which gives you privacy and walking distance to the walkway. Living room is a nice size with window, Dining area has ceiling fan and sliding glass door, Laundry room has washer/dryer 2024, crawl space to attic, Hot water heater is 2024, Bedroom 2 is 9X11 with 2 closets, Linen closet in hallway, Primary bedroom has ceiling fan with light, 13X10, double closets, Room off of living room can be office, bedroom, or guest room. Bring your imagination and make this unit your new home. Highland school District.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,274
Status:
Active
MLS#:
1036631
Type:
Single Family
Lot size:
0.39 Acres
Year built:
1917
A broker reciprocity listing Courtesy: Century 21 Geba Realty 845-856-6629
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ADDITIONAL INFORMATION

Absolutely Charming Vintage Victorian Farmhouse with Highland Lake Views & Access! Steeped in timeless character and lovingly maintained, this beautiful 1900's home offers the perfect blend of historic charm and modern updates. Relax on the classic rocking chair front porch, complete with original wainscoted ceilings and turned pilasters and take in beautiful views of Highland Lake. Best of all, your deeded lake rights and water access are just a short walk away. Inside, the home boasts original wood floors and vintage details throughout. The main level features a welcoming living room, a formal dining room perfect for entertaining, and a lovely country kitchen, alongside a large, full bathroom. Upstairs, you will find two bright and beautiful bedrooms. The outdoor living spaces are just as enchanting. A large rear deck provides the ideal spot for summer barbecues, framed by historic stone walls and a beautiful yard featuring perennial shrubs and natural landscaping. Located just 2 hours from NYC, this property is an exceptional weekend respite or a year-round country retreat. You are within 30 minutes of premier Catskills amenities, including world-class concerts at Bethel Woods Center for the Arts, scenic hiking trails, local farmers markets, and the Port Jervis Metro-North commuter train. Don't miss your chance to own this rare historic gem, schedule your tour today!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,844
Status:
Active
MLS#:
1036310
Type:
Single Family
Lot size:
0.52 Acres
Year built:
1955
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
View additional info

ADDITIONAL INFORMATION

Welcome to 41 Penny Lane, a beautifully maintained, move-in ready ranch that has been lovingly cared for nearly 40 years. Tucked away on a quiet, private dead-end road named after the Beatles’ hit song, this 3-bedroom, 2.5-bath, 1,844 sq ft home sits on a picturesque 0.52-acre lot and offers easy, single-level living with a seamless connection to the outdoors. Walk inside to an open, light-filled living space where the spacious kitchen flows effortlessly into the living room. Updated in 2013, the kitchen features rich Brazilian cherry hardwood flooring, granite countertops, updated appliances, and a gas stove. Just off the kitchen is a massive walk-in pantry with dedicated laundry space. The layout also offers a versatile bonus room that can easily flex as a 4th bedroom. The home’s major mechanicals and updates provide true peace of mind, including central A/C, mini-splits, and a furnace all replaced in 2012, plus a generator (2021), roof (2013), and a brand-new hot water heater (July 2025). A stunning enclosed porch with skylights connects two outdoor decks, offering the perfect setting to relax and enjoy the quiet surroundings. In the spring, the front yard comes alive with beautiful, vibrant blooms. Conveniently located within minutes of the Village of Highland and New Paltz, you have easy access to local shops, restaurants, orchards, trails, and the NYC Trailways bus. Only 90 minutes from NYC and close to Mohonk Preserve and Minnewaska State Park, this Hudson Valley gem is a rare find!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,863
Status:
Active
MLS#:
1033560
Type:
Single Family
Lot size:
5.4 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Easy Lifestyle Real Estate 845-566-1777
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ADDITIONAL INFORMATION

Experience the pinnacle of upscale country living in this stunning, newly constructed 2,961-square-foot masterpiece. Nestled on 5.4 partially wooded acres in the scenic Hudson Valley, this architectural gem offers the perfect blend of private sanctuary and modern luxury, all just moments from the historic Hudson River. As you approach, a magnificent covered front porch welcomes you, offering the ultimate spot for morning coffee or evening relaxation. Step inside to find an open-concept layout defined by exquisite custom interior trim, gleaming floors, and an abundance of natural light. The heart of the home flows seamlessly into the main living spaces, while the expansive rear deck provides an effortless transition to outdoor entertaining against a backdrop of mature trees. Upstairs, the large primary suite serves as a private oasis, boasting an elegant tray ceiling and a spa-like atmosphere. Three additional generously sized bedrooms and 2.5 beautifully appointed bathrooms with their premium tile work & modern vanities ensure ample space for family and guests. The full basement offers a massive footprint ready for your customization—ideal for a home theater or gym. Enjoy modern luxury in this rare find that captures the true essence of upscale upstate living. Minutes to SUNY New Paltz, Amtrak Train, Bus Terminal, I87 & Rt 9W. Enjoy local shops and the Walkway Over the Hudson: Spanning from Poughkeepsie to Highland. Under construction and still time to make selections!!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,425
Status:
Active
MLS#:
1032331
Type:
Single Family
Lot size:
4.52 Acres
Year built:
1953
A broker reciprocity listing Courtesy: Weichert New Homes Co 212-334-3011
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ADDITIONAL INFORMATION

Opportunity awaits on this private 4.52-acre property in the Town of Plattekill. Nestled among mature trees, this property features a 3-bedroom, 2-bath Cape Cod home with approximately 1,425 square feet of living space, a detached garage, and additional outbuildings. The home is being sold strictly as-is and presents an excellent opportunity for investors, contractors, or buyers looking to renovate, restore, or create their own vision. The expansive acreage offers exceptional privacy while providing ample space for outdoor enjoyment, recreation, or future possibilities, subject to applicable approvals. Conveniently located just minutes from the Mid-Hudson Bridge, New Paltz, SUNY New Paltz, the New York State Thruway, hiking trails, orchards, wineries, and all the attractions of the Hudson Valley. Buyers are encouraged to perform their own due diligence regarding zoning, permitted uses, and future development potential. Some listing photos have been digitally edited to remove personal property and clutter for presentation purposes. No structural changes or renovations are represented. Buyers should rely on their own inspection and due diligence regarding the property’s actual condition.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,040
Status:
Active
MLS#:
1030401
Type:
Single Family
Lot size:
2.1 Acres
Year built:
1900
A broker reciprocity listing Courtesy: River Realty Services, Inc. 845-564-2800
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ADDITIONAL INFORMATION

Four bedroom, 1.5 bathroom Colonial in Town of Plattekill on 2.1 acres in Marlboro Schools! Rocking chair porch overlooking your side yard. Close to shopping, schools and amenities. Sold as-is. Buyer to pay NYS and any local transfer taxes. Offers with rehab loan financing must be accompanied by pre-qual letter; cash offers with proof of funds. Please see agent remarks for access, showing instructions and offer presentation remarks.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,472
Status:
Active
MLS#:
20263927
Type:
Single Family
Lot size:
2.66 Acres
Year built:
2003
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenN 845-255-0615
View additional info

ADDITIONAL INFORMATION

This inviting home blends comfort, character, and convenience with beautiful Hudson River views and over 800 feet of natural stone walls and rock outcroppings throughout the property. Designed by a well-known local architect-Charles Wesley. A dramatic two-story foyer leads you into the open floor plan creating a warm, welcoming atmosphere. There is a cozy living room featuring a gas fireplace and a spacious formal dining area overlooking the river. The well-appointed kitchen offers custom cherry cabinetry, warm granite countertops, a dual fuel Jenn Air stove, a new Samsung refrigerator, a Bosch dishwasher and all stainless-steel appliances. A flexible space on the main floor has French doors that would make a perfect home office! Designed for owner convenience and ease of living the first-floor laundry room and separate full bathroom are truly appreciated. Other amenities of this home are Hardi Plank siding, wheelchair compliant doorways, large walk-in closets in every bedroom, Marvin Integrity windows and Anderson windows, and a hook- up for a generator. Upstairs, the spacious primary suite features 2 large walk-in closets, Jacuzzi bathtub, and a separate shower. To round out the second floor there are 2 additional bedrooms providing plenty of room for everyone. There is plenty of storage with walk-in closets throughout the rest of the house. The approximately 1,100 square feet of full finished lower level expands the home's living space and features new radiant-heated floors and direct access to the outdoors. The attached two-car garage also features radiant heated floors. The separate, insulated two-story garage located closer to the top of the driveway, with a 200-amp electric service (by the way the main house has 400 Amp service) is being used as a full-service wood working shop. This space offers exceptional versatility--perfect for a studio or hobby space. The location is convenient to the Mid-Hudson Bridge, Metro-North, colleges and major hospitals, I 87 is 10 minutes away. Accessibility is thoughtfully incorporated, with compliant wheelchair accessibility on both the first and second floors. A 3D tour is available in the digital Lookbook or by request from the listing agent.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,700
Status:
Active
MLS#:
1023646
Type:
Single Family
Lot size:
0.86 Acres
Year built:
2017
A broker reciprocity listing Courtesy: Real Broker NY LLC 855-450-0442
View additional info

ADDITIONAL INFORMATION

Almost brand new this 2017 home is beautifully designed and energy efficient with ICF construction, 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 suite features a private balcony with breathtaking views of the Mohonk Preserve and the Catskill Mountains. It also has a large walk-in shower and a walk-in closet. A second floor laundry room adds convenience, while the finished lower level with a full bath provides flexible living space for a recreation room, home office, or guests. A 2 car garage offers plenty of storage. Step outside to a large backyard patio, ideal for outdoor dining, relaxing, and entertaining. Privately set back from the road, this move-in-ready home combines privacy, quality craftsmanship, and an exceptional setting close to everything the Hudson Valley has to offer. For investors, the property also presents an attractive rental opportunity, having previously been utilized as both a short-term rental and a long-term rental. Rental history and income documentation are available for review.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,382
Status:
Active
MLS#:
1020902
Type:
Single Family
Lot size:
0.34 Acres
Year built:
1960
A broker reciprocity listing Courtesy: Edwards Properties 845-249-8539
View additional info

ADDITIONAL INFORMATION

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, three-season room provides the perfect space for entertaining, relaxing, or enjoying your morning coffee while overlooking the backyard. The full, partially finished walk-out basement, complete with its own private entrance, offers incredible potential to nearly double your living space—ideal for multi-generational living, a guest suite, or recreation area. The seller has already given you a head start by including a bathroom kit you can install! Enjoy easy access to the backyard from either the sunroom stairs or the walk-out basement. Outside, you'll find a storage shed, mature trees providing shade and privacy. Perfectly located just minutes from Poughkeepsie, New Paltz, the Walkway Over the Hudson, Metro-North, wineries, apple orchards, shopping, dining, and more. Outdoor enthusiasts will love being able to walk to Illinois Mountain for hiking trails or cool off with a summer swim in the reservoir.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,050
Status:
Active
MLS#:
1021602
Type:
Single Family
Lot size:
0.66 Acres
Year built:
1955
A broker reciprocity listing Courtesy: Greene Realty Group 888-278-5840
View additional info

ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,340
Status:
Active
MLS#:
1014008
Type:
Single Family
Lot size:
0.88 Acres
Year built:
1960
A broker reciprocity listing Courtesy: Coldwell Banker Village Green 845-255-0615
View additional info

ADDITIONAL INFORMATION

Welcome to this spacious and inviting ranch home in the heart of Highland, conveniently located near the iconic Mid-Hudson Bridge and just minutes from shopping, restaurants, commuter routes, and all that the Hudson Valley has to offer. The main level features three comfortable bedrooms and a bright, open layout designed for everyday living. The spacious kitchen offers abundant cabinet and counter space, a convenient breakfast bar, and a dining area perfect for casual meals or large gatherings. One of the home's standout features is the beautiful sunroom, flooded with natural light and offering year-round enjoyment. Large enough to host holiday celebrations, gatherings, or simply relax with a morning cup of coffee, this versatile space seamlessly blends indoor comfort with outdoor views. The finished lower level provides excellent flexibility with a guest room, a cozy living room centered around a fireplace, and a convenient prep area complete with a sink, counter space, and an additional oven-ideal when entertaining or preparing meals. A full bath adds convenience, while ample storage space helps keep everything organized. Adding even more value and versatility is a newly renovated one-bedroom apartment, perfect for guests, rental income, or a private home office. This attractive space features an updated kitchen and bathroom, new flooring throughout, and fresh paint, creating a move-in-ready living area with modern appeal. The backyard offers open space for gardens, play area, pool, backyard parties or whatever your outdoor needs are. Whether you're looking for income potential, room to entertain, or simply a comfortable place to call home, this Highland ranch offers exceptional flexibility, generous living space, and a prime location close to the Mid-Hudson Bridge and the many attractions of the Hudson Valley.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,575
Status:
Active
MLS#:
1012123
Type:
Single Family
Lot size:
63 Acres
Year built:
2018
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
View additional info

ADDITIONAL INFORMATION

Tucked away at the end of a 1,700+ foot private driveway, this one-of-a-kind custom-built retreat offers the peace, privacy, and natural beauty you’ve been searching for. Situated on an incredible 63-acre parcel in the Town of Plattekill (Wallkill School District), this property is a rare opportunity for outdoor enthusiasts, hunters, weekend escape seekers, or anyone looking to enjoy a secluded country lifestyle. The 1,575-square-foot home features 2 spacious bedrooms and 2 full bathrooms, highlighted by a stunning eat-in kitchen designed for both everyday living and entertaining. Throughout the home, you’ll find beautiful handcrafted wood trim and accent ceilings created from trees harvested and milled right on the property, adding warmth, character, and a truly custom touch that cannot be replicated. The full unfinished walkout basement boasts impressive 12-foot ceilings, offering endless possibilities for future living space, recreation, storage, or a workshop. Additional features include propane heat, central air conditioning, and an oversized deck overlooking the surrounding acreage and abundant wildlife. A standout feature of the property is the impressive 40’ x 60’ heated pole barn complete with heat, water, and electric. The 3-bay layout includes a dedicated workshop area in the rear, making it ideal for car enthusiasts, RV storage, hobbyists, contractors, or anyone needing substantial workspace. Whether you’re looking for a full-time residence, hunting property, recreational retreat, or private weekend getaway, this extraordinary estate offers unmatched privacy, endless possibilities, and room to roam across 63 beautiful acres. Properties like this rarely become available—schedule your private showing today.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.



Highland Real Estate

Highland is located in New York. Highland, New York has a population of 13,041. Highland is more family-centric than the surrounding county with 30.75% of the households containing married families with children. The county average for households married with children is 25.39%.

The median household income in Highland, New York is $78,952. The median household income for the surrounding county is $71,040 compared to the national median of $69,021. The median age of people living in Highland is 45.1 years.

Highland Weather

The average high temperature in July is 82.4 degrees, with an average low temperature in January of 15.7 degrees. The average rainfall is approximately 50 inches per year, with 55.1 inches of snow per year.

Highland Map

Highland Real Estate Market Conditions

  • Median sales price

    $436,200
    14%
    change since last quarter
  • # Active listings

    105
    30-day change

Highland Schools and Demographics

Education near Highland, NY

City County
High School Graduates 91.13 91.42
College Degree - 2 year 11.21 10.4
College Degree - 4 year 39.04 34.48
Graduate Degree 12.42 11.78
Expenditures per Student 30,766 30,766
Students per Teacher 11.2 11.2

Elementary Schools near Highland, NY

Grades Students P/T Ratio ZIP
Columbus School PK - KG 485 35.9 12601
Duzine School KG - 02 440 13.3 12561
Gov George Clinton School 01 - 05 354 15.1 12601
Highland Elementary School KG - 05 790 13.9 12528
Lenape Elementary School 03 - 05 484 13.1 12561
Morse Young Magnet School KG - 05 506 15.3 12601
Nassau School KG - 02 268 11.4 12601
Oak Grove Elementary School KG - 05 365 15.2 12601
Violet Avenue School KG - 06 326 11.2 12601
Warring Magnet Academy of Science and Technology KG - 05 340 14.3 12601

Middle Schools near Highland, NY

Grades Students P/T Ratio ZIP
Highland Middle School 06 - 08 405 12.1 12528
New Paltz Middle School 06 - 08 561 11.9 12561

High Schools near Highland, NY

Grades Students P/T Ratio ZIP
Highland High School 09 - 12 584 16.9 12528
New Paltz Senior High School 09 - 12 771 14 12561

Ungraded Schools near Highland, NY

Grades Students P/T Ratio ZIP
* Highland Residential Center 07 - 12 47 12528
Dutchess Boces KG - 12 422 16.2 12601
Ulster Boces 03 - 12 184 11.3 12561
West Park School UG - UG 35 12493

Demographics near Highland, NY

City County
Neighborhood Type Suburban
Population 13,041 181,862
Population Density 316 162
Median Age 45.1 44.2
People per Household 2.4 2.4
Median Household Income 78,952 71,040
Average Income per Capita 40,754 38,966

Real estate near Highland