Highland NY Real Estate & Homes for Sale

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Beds:
2
Baths:
1.00
Sq.Ft.:
792
Status:
NEW LISTING
MLS#:
1014138
Type:
Single Family
Lot size:
1.35 Acres
Year built:
1965
A broker reciprocity listing Courtesy: Caroline Akt Realty LLC 845-250-4356
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ADDITIONAL INFORMATION

CHARMING RANCH IN HIGHLAND LAKE, NY - Welcome to this affordable two bedroom/1 bath home that is all you need for your weekend getaway in the Sullivan Catskills. This can also be the perfect full-time home that's easy to maintain while keeping costs down. Five minutes down the road is a grocery store, Eldred Central School and restaurants, making this location extremely convenient. Approximately 2 hrs from NYC, 20 minutes to NY trains, makes this cozy home a very easy commute. Close by you'll find several quaint towns for dining and shopping, the Delaware River for rafting/fishing, Bethel Woods Preforming Arts Center for amazing concerts under the stars, Kartrite Indoor Water Park, many lakes for boat rentals, Resorts World Casino, skiing at Holiday Mountain/Big Bear at Masthope Mountain, many amazing hiking/biking trails and absolutely the best farmers markets you'll find anywhere, all for a very beautiful life in the country.

Beds:
5
Baths:
6.00
Sq.Ft.:
4,939
Status:
NEW LISTING
MLS#:
1011962
Type:
Single Family
Lot size:
741.03 Acres
Year built:
2008
A broker reciprocity listing Courtesy: Davis R Chant Real Estate Inc. 570-296-7717
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ADDITIONAL INFORMATION

741 ACRE PRIVATE LAKE ESTATE AND SPORTING PRESERVE – A rare legacy property offering complete privacy, breathtaking natural scenery, and world-class hunting and fishing opportunities. At the heart of the property sits a magnificent stately log lodge, perfectly positioned on a dramatic point, overlooking its own private lake and surrounded by rolling forests, a tranquil pond, and a fishing creek. The spacious lodge offers 5 bedrooms, 6 full bathrooms, a great room with beamed cathedral ceilings and glass façade, a gourmet chef’s kitchen with dining area, expansive loft, a large bunk room, billiard and game room, and secure safe room with wine storage. Enjoy resort style outdoor living on the massive entertainment deck overlooking the lake with swimming pool, hot tub, covered BBQ pavilion, pool house with tap room, and multiple lounge areas! A charming log boathouse has an apartment above it, offering your guests privacy without sacrificing the incredible views of the lake. A detached 3 garage sits next to the home, with 3 larger garages tucked away on the property for storage equipment, recreational vehicles, and sporting gear. This is a once-in-a-lifetime opportunity to own a premier sporting estate where luxury and wilderness exist in perfect harmony.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,340
Status:
NEW LISTING
MLS#:
20263305
Type:
Single Family
Lot size:
0.88 Acres
Year built:
1960
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenN 845-255-0615
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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:
4
Baths:
4.00
Sq.Ft.:
3,182
Status:
NEW LISTING
MLS#:
20263266
Type:
Single Family
Lot size:
2.5 Acres
Year built:
2003
A broker reciprocity listing Courtesy: Hudson Dwellings Realty 845-691-2126
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ADDITIONAL INFORMATION

Location, location, location! This well-designed home sits on 2.5 rolling acres surrounded by mature evergreens. It offers something for everyone. Delightful chef's kitchen with huge island and high-end appliances, Formal dining room for entertaining, front parlor, and first floor 2 story family room with fireplace. Gleaming real hardwood floors run throughout the home. Jack & Jill bedrooms with full bath in between, Guest bedroom with its own bath. Walk out basement is semi finished with 2 extra 2 rooms and bath with laundry hook ups. The attached 3 car garage ready to protect your auto collection or delight the mechanic. Easy walk to the Fannie Reese State Park with it's trails and awesome views of the Hudson River. If NYC is where you love to go, the train is within 20 minutes as is Sewart Airport. Just minutes to Rt 9W, Walkway over the Hudson for free exercise. Be first to make your offer.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
977778
Type:
Single Family
Lot size:
6.45 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Payne Team LLC 845-649-1720
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ADDITIONAL INFORMATION

Tucked into 6.3 private wooded acres along a quiet country road, this thoughtfully updated two-bedroom one-bathroom home offers the privacy, tranquility, and natural beauty that define life in the Upper Delaware River Valley. Surrounded by mature pines, hardwoods, and native ferns, the property feels secluded from the world while remaining just minutes from Barryville and Eldred. Whether enjoying morning coffee on the screened porch, gathering around the fire pit under the stars, or simply watching deer pass through the woods, life here moves at a different pace. Inside, the home blends classic country charm with thoughtful updates. The open-concept living and dining area is anchored by a substantial stone wood-burning fireplace, creating a warm and welcoming centerpiece throughout the seasons. Large windows in every living space frame peaceful woodland views. Two well-proportioned bedrooms provide restful retreats, while the renovated bathroom features a skylight, spa-inspired finishes, and a soaking tub designed for relaxation after a day spent outdoors. One of the home's standout features is the expansive screened porch, offering an additional living and dining space immersed in the surrounding landscape. Recent improvements have enhanced both functionality and safety, including updates to the porch and basement stairways. Additional upgrades include a water softener system and recently completed extensive tree work to improve the health, safety, and long-term stewardship of the property. The large unfinished basement provides valuable utility space with plenty of storage, room for a workshop, and future flexibility to suit a variety of needs. The basement includes a new washer dryer and an additional refrigerator. A whole-house generator provides peace of mind year-round. Ideally positioned as a gateway to both the Upper Delaware River Valley and the Western Catskills, the property offers easy access to hiking, kayaking, fishing, local restaurants, galleries, and Bethel Woods Center for the Arts. Spend summer weekends along the Delaware River, browse the renowned Barryville Farmers Market, or explore the area's growing collection of shops, cafes, and cultural destinations. The vibrant river town of Narrowsburg with its popular restaurants, shops, galleries, and year-round events is just an 18-minute drive away. Ski Big Bear is a 20-minute drive from the property, making it easy to enjoy skiing, snowboarding, and other seasonal activities in the winter months. Private, comfortable, and thoughtfully maintained, this is the kind of country home that allows you to slow down, reconnect with nature, and enjoy the best of Sullivan County living.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,635
Status:
Active
MLS#:
20263097
Type:
Single Family
Lot size:
3.6 Acres
Year built:
1963
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenN 845-255-0615
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ADDITIONAL INFORMATION

Welcome to comfortable country living in the heart of the Hudson Valley! Set on 3.6 picturesque acres in Highland, this inviting ranch-style home offers the perfect blend of space, comfort, and convenience. Inside, you'll find a spacious family room that serves as the heart of the home, providing plenty of room for gatherings, relaxation, and everyday living. A beautiful fireplace creates a warm and cozy atmosphere, making it the perfect place to unwind on chilly winter evenings. The bright sunroom overlooks the scenic backyard and opens directly onto a large deck designed for entertaining friends. Outside, the expansive yard offers endless possibilities, with ample space for a pool, gardens, outdoor recreation, or simply enjoying the peaceful country setting. The well-appointed kitchen features abundant cabinetry and generous counter space, making meal preparation and entertaining a breeze. Thoughtfully designed for both functionality and comfort, it provides plenty of storage for all your cooking essentials. Adding to the home's appeal, the low-maintenance vinyl siding beautifully mimics the look of natural cedar shakes, delivering classic country charm without the upkeep. Conveniently located just minutes from the vibrant communities of Highland, Marlboro, and New Paltz, this property offers easy access to local farms, wineries, hiking trails, shopping, restaurants, and commuter routes while maintaining the privacy and tranquility of country living. Whether you're looking for a full-time residence or a peaceful Hudson Valley retreat, this charming ranch offers the space, setting, and lifestyle you've been searching for.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,502
Status:
Active
MLS#:
20263032
Type:
Single Family
Lot size:
2.6 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Rita Levine Real Estate 845-895-8900
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ADDITIONAL INFORMATION

EXQUISITE HOME WITH AN OUTDOOR PRIVATE RETREAT-LIKE OASIS FEATURING A FREEFORM HEATED POOL! NEW PALTZ SCHOOLS! Set on 2.6 wooded acres, this stunning colonial is updated, freshly painted and truly move-in ready. Enjoy all the benefits of newer construction with the added advantage of a fully established backyard designed for effortless outdoor living. A charming TREX front deck overlooks a serene koi pond, creating a welcoming first impression. As you enter the home, you will step onto newly finished hard wood floors that flow into the generous sized dinning room perfect for large family gatherings. The thoughtfully updated eat in kitchen features luxurious quartz countertops, new stainless steel appliances, abundant cabinetry, a large walk in pantry, and an inviting layout ideal for everyday living and entertaining. Flowing seamlessly from both the kitchen and dining room, the expansive family room showcases soaring cathedral ceilings, a wood burning fireplace, new carpeting, and oversized windows that fill the space with natural light. An additional living space centered around a second wood-burning fireplace, offers the perfect setting for entertaining, a home office, a game room or everyday living. Elegant paned French doors provide flexibility to close off the space for added privacy when desired. Upstairs you will find three generously sized bedrooms and a beautifully updated hall bathroom. The oversized primary suite features vaulted ceilings, a spacious walk in closet, and an impressive ensuite bathroom complete with a jetted jacuzzi tub. Step outside from the kitchen onto a large two-tiered TREX deck overlooking your private sanctuary. As you enter the yard, admire the meticulously landscaped koi pond and cross over the babbling stream to the fire pit, or take a swim in the inviting free form pool surrounded by elegant pavers and a peaceful natural scenery. Additional highlights include a beautiful large shed, three TESLA power walls, fully paid for solar panels, walk up attic, 4,300 square foot driveway, and a separate fenced area for pets. Ideally located just minutes from downtown New Paltz, the Empire State Trail, Mohonk Preserve hiking trails, scenic views of the Hudson River, wineries and Interstate 87, this exceptional property offers the perfect blend of privacy, convenience, and outdoor enjoyment!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,632
Status:
Active
MLS#:
1008663
Type:
Single Family
Lot size:
0.65 Acres
Year built:
1977
A broker reciprocity listing Courtesy: Payne Team LLC 845-649-1720
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ADDITIONAL INFORMATION

Retro Lakefront Charm with Stunning Views – A Hidden Gem Just Two Hours from NYC. Step back into the classic charm of the 1960s with this inviting 3-bedroom, 2-bath lakefront home nestled in a beloved community where generations of families have made lasting memories. Located on a pristine glacier lake, this home offers year-round beauty and recreation—from kayaking and sailing to fishing and peaceful meditation. Inside, enjoy the warmth of hardwood floors, a cozy woodstove in the family room, and a spacious layout perfect for gathering. The large back deck is ideal for morning coffee or summer dinners, while the private 1-car garage adds extra convenience. Wake up to breathtaking sunrises and spend your evenings on a members-only sandy beach watching unforgettable sunsets. All this just minutes from the Delaware River, amazing restaurants, antique shops, farmers markets, Bethel Woods Performing Arts Center, and the Kadampa Meditation Center. Don’t miss this rare opportunity—call today for your private tour. Paradise is closer than you think.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,358
Status:
Active
MLS#:
1008451
Type:
Single Family
Lot size:
5.26 Acres
Year built:
1989
A broker reciprocity listing Courtesy: Payne Team LLC 845-649-1720
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ADDITIONAL INFORMATION

Lakefront Mountain Chalet with Exceptional Privacy & Views. Tucked away on a private cul-de-sac, this stunning 4 bedroom, 2 1/2 bath lakefront chalet offers over 2,300 sq ft of refined rustic elegance on 5.26 beautifully landscaped acres. The home features gleaming hardwood and tile floors, a soaring cathedral ceiling, a cozy fireplace, and a gourmet kitchen ideal for entertaining. Enjoy panoramic lake views from the wrap-around porch, or unwind in the soaking tub after a day outdoors. The spacious layout includes a loft, dining/game room, large basement, and an impressive wet bar perfect for hosting. Outdoors, a stone patio, gorgeous gardens, gazebo, and private dock that provides direct access to a Glacier Lake for swimming, boating, fishing, and sailing. Additional highlights include central air, a lofted layout flooded with natural light, and access to endless recreation hiking trails, antique shops, and local farmers markets. Just minutes from the Delaware River, Bethel Woods Performing Arts Center, and the Kadampa Meditation Center and only two hours from NYC. A truly special retreat for year-round living or weekend escapes. Call today for your private tour. You won’t be disappointed.

Beds:
2
Baths:
1.00
Sq.Ft.:
828
Status:
Active
MLS#:
1006992
Type:
Single Family
Lot size:
1 Acres
Year built:
1940
A broker reciprocity listing Courtesy: The Sunshine Group Real Estate 845-796-1200
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ADDITIONAL INFORMATION

Looking for that "peaceful, easy feeling"? This charming cabin is the ultimate prescription for rest, relaxation, and outdoor adventure. Located in a beautiful, vibrant pocket of Sullivan County, you’ll be minutes from local breweries, antique hunting, and dining. Situated on a usable, naturally landscaped acre with mature trees, the property features a 2-bedroom, 1-bath layout that perfectly balances rustic charm with modern comfort. Inside, vaulted ceilings throughout create an open, airy ambiance, complemented by warm wood flooring and an inviting wood-burning fireplace. The large country kitchen boasts classic pine cabinets and walls, flowing effortlessly into a lovely screened sunroom. From there, step out onto a massive, gated deck to enjoy seasonal views of the water. Key Features & Investment Potential: Deeded Lake Access: Pristine York Lake (a peaceful, non-motorized lake) is just across the road. No HOA Fees: Enjoy total freedom—including the lucrative opportunity to use the cabin as an Airbnb Ample Storage: Two matching sheds behind the house are perfect for outdoor toys and gear. Year-Round Potential: Currently an exceptional three-season retreat, the cabin can easily be converted for year-round use (4WD recommended for winter). Whether you're looking for a personal sanctuary or a savvy short-term rental investment, this Sullivan County gem is ready for its next chapter.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,354
Status:
Active
MLS#:
994193
Type:
Single Family
Subdivision:
Lake Devengoe
Lot size:
2.2 Acres
Year built:
1981
A broker reciprocity listing Courtesy: Payne Team LLC 845-649-1720
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ADDITIONAL INFORMATION

Welcome to the Lake DeVenoge Community, a pristine quiet lake nestled in the Town of Highland. A well-maintained sandy beach, equipped with beach chairs, picnic tables, and umbrellas, provides ample space for enjoying summer days on the 70+acre pristine lake. In the fall watch the Eagles and be enchanted.The one level home is planted on 2 acres of mostly grass making the outdoor space user friendly. The deck entrance brings you to the sunroom. A lovely place to sit gazing out the wall of windows.Enter the updated kitchen where you can open a large table and eat before a blazing wood fireplace. Adjacent to the kitchen is a pantry nook with room for a variety of storage options as well as a built in desk. The living room, with expansive windows, provides seasonal views of the lapping glistening lake waters. A primary bedroom suite boasts a bathroom with a large soaking tub. Two additional bedrooms share this level, along with the second bathroom with a light tube, ensuring natural light throughout the day. The large, partially finished lower level features a built-in bar, wood burning stove , a workshop room, laundry area with a shoot providing easy access to laundry and ample room for a home gym or office. A two-car garage is attached to the house, providing additional storage space. Central air conditioning and a whole-house generator ensure comfort throughout the year. A two-acre buildable lot adjourns the property and is included in the sale, offering additional potential for investment . Located near the Delaware River, the Barryville farmers market, restaurants, galleries, yoga studio, and The NACL theater, as well as other amenities, all within easy reach. The train to NY is less the a 30 minute ride, and drive to NYC 2 hrs away.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,852
Status:
Active
MLS#:
1007741
Type:
Single Family
Lot size:
1.72 Acres
Year built:
2013
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 838-877-8283
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ADDITIONAL INFORMATION

Set behind a gated entrance on the shores of Washington Lake, this extraordinary waterfront estate feels like a private resort hidden in the woods. Thoughtfully designed for both grand entertaining and quiet weekends by the water, the property strikes a rare balance between impressive scale and welcoming comfort. A charming footbridge leads to the front entrance, where a dramatic foyer, sweeping staircase, and statement chandelier create an unforgettable first impression. Beyond, expansive living spaces unfold toward the lake, with water views serving as the backdrop to everyday life. At the heart of the home, a spacious eat-in kitchen invites gathering and connection, featuring granite countertops, a center island, and a sunny breakfast nook overlooking the grounds. With three bedrooms and multiple ensuite baths, the home is exceptionally well-suited for hosting family and friends. The generous primary suite offers a private retreat of its own, complete with a hot tub for soaking after a day on the lake. Throughout, spa-inspired bathrooms with oversized steam showers bring a sense of indulgence and relaxation. The lower level is an entertainment destination of its own, complete with a media room, custom bar, wine cellar, and private sauna - creating the perfect setting for entertaining or unwinding after a day on the lake. Outside is a water recreation lover's dream, with an in-ground pool and direct lakefront access (with a private dock!) to one of Sullivan County's most sought-after motorboat lakes. A spacious deck with outdoor kitchen offers a space for enjoying al fresco cooking in view of the lake. Washington Lake is renowned for boating, watersports, and exceptional bass and trout fishing. Additional amenities include central air conditioning, a whole-house generator, security system, attached two-car garage, laundry room, and a separate outbuilding for storage. Just beyond the property's peaceful setting, the region's best attractions are within easy reach. Spend the day on the nearby Delaware River, browse the shops and farmers markets of Narrowsburg, or enjoy the restaurants and small-town charm of Barryville and Eldred. Approximately two hours from NYC, this is a rare opportunity to own a turnkey lakefront retreat where recreation, relaxation, and the very best of upstate living come together at the water's edge.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,900
Status:
Active
MLS#:
1005685
Type:
Single Family
Lot size:
3.05 Acres
Year built:
1991
A broker reciprocity listing Courtesy: Country House Realty Inc 845-397-2590
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ADDITIONAL INFORMATION

Brookside, a sprawling, completely reimagined escape, offers a peaceful turnkey experience less than two hours from New York City. This ground-up re-envisioning features myriad amenities and thoughtful details in a classic Catskills setting. A soaring cathedral ceiling oversees the main living area, which flows seamlessly from wood stove-anchored lounge to sunny dining space to well-appointed chef’s kitchen. Oversized windows flood the space with natural light and make the most of the natural surroundings. Highlights of the kitchen include a generous island, stainless steel appliances, including convection range, dishwasher and built-in microwave, and convenient pot filler. Sliding glass doors onto the spacious wraparound deck easily connect the outside to this heart of the home and begs for outdoor dinner parties and afternoons spent soaking up the sun. This open-plan living space gives way to a cozy reading nook that invites you into the rest of the home. The massive primary suite features a picture window, generous tiled bathroom with both a soaking tub and oversized shower, and a walk-in closet with dressing area. Down the long, windowed hallway are two additional large bedrooms, a second full bathroom, and convenient laundry closet. Downstairs, the full finished lower level features an additional gathering space, perfect for your media needs, and two additional bedrooms with large windows looking out to the backyard. The third full bathroom not only boasts a steam shower but also an indoor sauna. The large two-car attached garage is also accessed from this level. Outside, the home features hardie board siding and a metal roof, for ease of maintenance. The large deck overlooks the gently sloping grounds towards the charming creek that cuts through the middle of the property. A hot tub and stone firepit sit on the banks and invite you to spend some time listening to the flowing water and contemplating the mature trees. An outdoor shower completes the list of relaxing mountain must-haves. Curtis Road is a quiet private lane that dead-ends into State of New York Conservation lands, making for a peaceful and nature-heavy setting. The greater Eldred area also has a lot to offer. For music lovers, Bethel Woods has recently been named the best amphitheater in America for the second year in a row, The Homestead Restaurant at The Eldred Preserve offers destination-worthy dining and nearby Barryville is a hub for both Delaware River access and a variety of local entertainment and eateries. Schedule your visit today and you could be living your Upstate dreams by the height of summer!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,260
Status:
Active
MLS#:
20262783
Type:
Single Family
Lot size:
11.9 Acres
Year built:
1980
A broker reciprocity listing Courtesy: eXp Realty 888-276-0630
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ADDITIONAL INFORMATION

*Multiple offers - highest and best by 6/3 at 5pm* A rare opportunity awaits at this striking contemporary estate, nestled on over 11 acres of absolute privacy within the highly desirable New Paltz School District. Situated on a quiet country road, this four-bedroom, two and a half bathroom home is a true diamond in the rough, offering the perfect canvas for a buyer with the vision and means to restore this masterpiece. The sprawling 11-acre property provides a magnificent, park-like backdrop, featuring scenic wetland areas that serve as a permanent natural buffer for ultimate seclusion. Adventure and relaxation are right in your backyard with direct access to a stream for kayaking, wildlife viewing, or peaceful morning reflection. Adding immense value and utility to the acreage is a substantial detached barn already equipped with electricity, offering a ready-made foundation for a professional workshop, artist's studio, or premium storage space. While the residence has experienced hardship and requires some rehabilitation, its strong architectural lines and unparalleled setting make it an incredibly rewarding project. Whether you are an investor looking for a high-equity restoration or a professional seeking to customize a legacy woodland retreat from the ground up, the potential here is undeniable. This property is being sold as-is, waiting for the right buyer to give it the love it deserves and return it to its full, gorgeous potential.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,820
Status:
Active
MLS#:
20262792
Type:
Single Family
Lot size:
1.11 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Summerset Realty 845-691-6950
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ADDITIONAL INFORMATION

Timeless Charm: Authentic Log Ranch Home Living Embrace the perfect blend of rustic warmth and modern convenience in this captivating three-bedroom, two-full-bath log ranch home. Nestled on over an acre of beautifully manicured land, this property offers a peaceful retreat without sacrificing accessibility. The heart of the home features a spectacular double-faced stone fireplace, seamlessly connecting the cozy living spaces and creating an unmatched ambiance for chilly New York evenings. The spacious eat-in kitchen is perfect for casual dining and entertaining alike. Downstairs, you'll find a two-car garage under the home, providing excellent storage and protection from the elements. Location is everything, and this home delivers. Enjoy the ultimate Hudson Valley lifestyle: and the charming, cozy village of Highland for local dining and shopping, or take a short trip to the iconic Walkway Over the Hudson. Commuting is a breeze with the Poughkeepsie Metro-North station just 10 minutes away, offering a seamless ride into NYC. Whether you are looking for a full-time residence or a weekend getaway, this log home is a rare find.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,862
Status:
Active
MLS#:
20262695
Type:
Single Family
Lot size:
0.56 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Century 21 Alliance-NP 845-255-6163
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ADDITIONAL INFORMATION

Nestled on a quiet road in the heart of the Hudson Valley, this well maintained raised ranch at 85 Bellevue Road in Highland offers comfortable living with a spacious layout and peaceful surroundings. Built in 1987, the home features approximately 1,800+ square feet of living space with 3 bedrooms and 2 full bathrooms on over half an acre of property. The main level offers a bright and inviting floor plan with generous living and dining areas. Large windows bring in natural light. The lower level offers additional finished space perfect for a family room, home office, gym, or guest area. Outside, the property enjoys a private backyard setting with mature trees and room for outdoor gatherings, gardening, or relaxing by the river community atmosphere Highland is known for. Conveniently located near local shops, schools, parks and commuter routes, the home combines suburban comfort with easy access to nearby Poughkeepsie, the Hudson River waterfront, and the Walkway Over the Hudson, as well as New Paltz, Kingston, and Newburgh. Come see this well maintained home in this quiet community.

Beds:
16
Baths:
11.00
Sq.Ft.:
11,160
Status:
Active
MLS#:
992733
Type:
Single Family
Lot size:
6.07 Acres
Year built:
2018
A broker reciprocity listing Courtesy: NexLvl Real Estate Inc. 845-280-5931
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ADDITIONAL INFORMATION

Rare lakefront compound on 6.07 private acres along Washington Lake offering an extraordinary combination of residential grandeur, income-generating infrastructure, and Catskills natural beauty — all within 90 minutes of the George Washington Bridge. This 16-room estate spans the main residence and a fully independent one-bedroom, one-bathroom guest cottage with its own kitchen, delivering unmatched flexibility for multi-generational living, guest hosting, or supplemental income. The main structure features 10.5 bathrooms and a layout designed to accommodate large-scale gathering without sacrificing comfort or privacy. At the heart of the property is a commercial-grade chef's kitchen equipped with a multi-burner professional range, flat-top griddle, commercial hood ventilation, stainless prep islands, and full catering infrastructure — purpose-built for volume cooking and entertaining. Adjacent to the kitchen, a sprawling great room with soaring double-height ceilings, a dramatic iron chandelier, and concrete floors creates a venue-worthy entertaining space unlike anything in the region. The lower-level game room is a standout: a fully appointed bar with seating for 12+, billiards, ping pong, and walls lined with sports memorabilia create a private club experience rarely found in residential real estate. A dedicated home theater room with projection setup and an extensive physical film library rounds out the entertainment wing — ready to use from day one. Outdoors, the elevated terrace showcases a built-in stone outdoor kitchen with a gleaming stainless wood-fired pizza oven, premium gas grill, refrigeration, and lakefront views across the water and surrounding tree canopy. A second covered deck with lounge seating provides additional alfresco living space. The gently sloping 6+ acres offer room to expand — additional structures, sport courts, a pool, or event lawn — subject to applicable municipal approvals. Properties with this breadth of infrastructure — commercial kitchen, multiple entertaining zones, private waterfront acreage, independent cottage, and proximity to the NYC market — are extraordinarily rare in Sullivan County. Whether positioned as a primary residence, a sophisticated retreat, or a hospitality-oriented venture, this estate delivers at every level. Buyers to independently verify all intended use permits with local zoning authorities.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,100
Status:
Active
MLS#:
20262587
Type:
Single Family
Lot size:
5 Acres
Year built:
2006
A broker reciprocity listing Courtesy: Century 21 Alliance-NP 845-255-6163
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ADDITIONAL INFORMATION

Elegant Contemporary Colonial tucked away on 5 beautifully landscaped private acres, offers the perfect blend of comfort, space, and privacy. A dramatic two-story entry welcomes you into a thoughtfully designed home, perfect for both everyday living and entertaining. The formal dining room flows into a spacious kitchen featuring granite countertops, a center island, and an open layout to the family room with a cozy gas fireplace. The living room includes French doors leading to a private office with a separate entrance -- ideal for working from home or meeting clients. This home offers 4 generously sized bedrooms and 2½ baths, along with a spacious finished room over the 3-car garage featuring vaulted ceilings and abundant storage tucked beneath the eaves. Step outside to the new composite deck overlooking peaceful woods, creating the perfect setting for relaxation and added privacy. Just minutes to the village of New Paltz and all it has to offer, or Mid Hudson Bridge for commuting. A wonderful opportunity to own a beautifully maintained home in the desirable Stone Oaks development, offering serene living in a picturesque natural setting. Offered at 725,000

Beds:
2
Baths:
1.00
Sq.Ft.:
1,096
Status:
Active
MLS#:
1002434
Type:
Single Family
Lot size:
0.81 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
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ADDITIONAL INFORMATION

Welcome to 43 Highland Lake Road – A Turnkey Gem in the Heart of the Catskills! This beautifully renovated home is the perfect blend of modern upgrades and serene country charm. Set on a spacious parcel in Highland, NY, the property offers plenty of backyard and land space, ideal for outdoor enjoyment, gardening, or future expansion. Inside and out, no detail has been overlooked: New roof, framing, and windows for long-lasting durability New kitchen and bath featuring stylish, modern finishes Completely updated plumbing and electrical systems Brand-new 200 AMP service to power all your needs New HVAC system for year-round comfort Freshly paved driveway and an inviting exterior deck for entertaining or relaxing Whether you're looking for a full-time residence, a weekend getaway, or an investment opportunity, this home checks all the boxes. Just minutes from lakes, trails, and local amenities, it offers the peace of the country with convenience nearby. Move right in and start enjoying all the perks of a brand-new home—without the wait!

Beds:
4
Baths:
3.00
Sq.Ft.:
2,965
Status:
Active
MLS#:
1002637
Type:
Single Family
Lot size:
53.21 Acres
Year built:
2012
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 838-877-8283
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ADDITIONAL INFORMATION

A Storied Woodland Compound Woven into the Landscape Hidden within a verdant stretch of forest and shaped by a deep reverence for nature, Beaver Brook is a singular Catskills retreat designed for gathering, restoration, and quiet adventure. The compound unfolds organically across more than 50 wooded acres, with a collection of thoughtfully designed structures and amenities, connected by winding paths, mossy banks, and the steady soundtrack of the brook. Every element feels intentional, immersive, and entirely unique. Majestically perched at the top of a property, the main house, or Bunk House as it’s affectionately called, sits proudly at the Western portion of the property. This one-of-one home was thoughtfully designed and built around the original timber frame of a 19th century New England barn, seamlessly integrating historical craftsmanship with an elevated architectural approach. The provenance of the salvaged building materials is palpable and the exposed post and beam construction allows you to linger in the stories of centuries past. Every corner of this home feels special and curated, with nature and architecture collaborating for a riveting experience that is artful and grounding. The atmosphere is strikingly elegant, yet profoundly rooted in the feeling of a true home. The floor plan achieves a skillful balance of form and function. Sleeping spaces are privately tucked away, and each level allows for a new perspective of the timber frame. The kitchen is warm and intimate, and flows into an increasingly grand great room. An enormous picture window invites you to take in the forest beyond, and a gracious deck, with its own hearth, is a delight for gatherings or quiet mornings listening to the brook. The lower level opens out to a grassy knoll with bi-fold glass doors, and this space is ideal for guests, movie/game nights, or an art studio. Two iconic outbuildings can be found in the hills across the brook—each with its own lore and special connection to the landscape. Scott’s Cabin, the inspiration behind Cabin Porn, blends modern architectural simplicity with timeless cabin charm. Intimate and inviting, it was designed as a place to disconnect, gather, and slow down. The Tree House is a remarkable retreat suspended within the canopy of the surrounding evergreens. Large swinging picture windows dissolve the boundary between inside and out. Built using Greiner limb construction, the structure feels almost grown from the landscape itself—cantilevered above the forest floor and nearly disappearing into the woods. At the heart of the property, the Beaver Brook is more than a namesake; its the defining thread that ties the compound together. This exceptionally beautiful waterway winds through with gently sloping moss-covered banks, swimming holes, and quiet fishing spots; its steady, harmonious babble both guiding and following you around the landscape. A skillfully engineered suspension bridge carries you across, turning a simple crossing into an experience all its own; playful, a bit exhilarating, and quietly transformative as it invites you to let go of the outside world while you gently bounce above the flowing water below. After a day of exploring, the sauna and hot tub–both wood fired–offer spots to warm up as you unwind. The sauna is a true sanctuary, where an oversized picture window frames the brook for a captivating experience. The hot tub is tucked between the mossy banks and the edge of evergreen forest, the perfect invitation for a soak under the stars. Though Beaver Brook feels wonderfully removed, some of the region’s most beloved river towns are just minutes away. Barryville and Eldred are both within a short drive, and Narrowsburg is just 18 minutes away for dining, shopping, farmers markets, and weekends along the Delaware. This corner of the Catskills is known for its creative energy, natural beauty, and strong sense of community, all within easy reach of the compound.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,511
Status:
Active
MLS#:
20262482
Type:
Single Family
Lot size:
23.6 Acres
Year built:
2022
A broker reciprocity listing Courtesy: Corcoran Country Living 845-684-0304
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ADDITIONAL INFORMATION

Perched at the end of a long winding driveway and surrounded by 24 acres of private woods, this extraordinary steel-built contemporary home offers architectural sophistication tucked quietly into the landscape of Highland, NY. Designed as both a statement in modern design and a deeply immersive retreat, the home balances bold structural elements with warmth, texture, and a constant connection to nature. As you approach through the trees, the residence gradually reveals itself among shifting light and towering forest, where walls of glass reflect the surrounding landscape and sunbeams pour through the interiors throughout the day. Inside, the home unfolds with an intentional sense of drama and openness, blending soaring ceiling heights, sleek lines, and curated natural materials into spaces that feel at once refined and inviting. At the heart of the residence, the open-concept living, dining, and kitchen space was designed for elevated everyday living and effortless entertaining. Anchored by a wood-burning stove, the living room is enveloped by expansive windows that frame the surrounding woods like living artwork, while natural light moves dynamically throughout the home from morning to evening. A striking metal spiral staircase rises through all three levels of the residence, functioning as an architectural centerpiece that reinforces the home's modern aesthetic. The kitchen was thoughtfully designed to merge functionality with high design, featuring rich wood cabinetry, clean contemporary lines, and a dramatic angled island that introduces a custom quality to the space. The seamless integration between the kitchen, dining, and living areas creates an atmosphere perfectly suited for intimate evenings or large-scale gatherings. Spanning three thoughtfully designed levels, the home features three bedrooms and three full bathrooms, with each bedroom and full bath on a different floor to maximize privacy and separation. The primary suite spans its own dedicated floor, offering a secluded sanctuary immersed in treetop views and natural light. Its spa-inspired ensuite bath creates a serene retreat designed for relaxation and restoration. A custom live-edge built-in desk introduces an organic contrast to the home's modern architecture, creating a workspace that feels both inspiring and grounded in nature. The lower level introduces an entirely different mood, centered around a dedicated media room ideal for film screenings, entertaining, or quiet nights tucked away from the main living spaces. Oversized glass doors dissolve the boundary between indoors and out, opening to a private rear patio complete with a built-in hot tub surrounded entirely by the tranquility of the woods. Throughout the residence, every detail feels carefully considered--from the interplay of steel, glass, stone and wood tones to the intentional way the architecture frames the surrounding landscape at every turn. Located just a short drive from the Hudson Valley's celebrated restaurants, orchards, hiking trails, wineries, and river towns, this one-of-a-kind Highland retreat offers an opportunity to own a modern architectural residence where luxury, privacy, and nature exist in complete harmony.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,322
Status:
Active
MLS#:
975945
Type:
Single Family
Lot size:
0.65 Acres
Year built:
1965
A broker reciprocity listing Courtesy: Century 21 Geba Realty 845-856-6629
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ADDITIONAL INFORMATION

Escape to your own artistic sanctuary on the shores of Highland Lake. This 2 or 3 bedroom gem in Sullivan County perfectly blends rustic charm with ultimate water-front living. Featuring beautiful wood-beamed ceilings, custom carvings, built in cabinetry and a cozy fireplace. Large open living space with wood floors leads to sliding doors and lake views. Designed for relaxation and entertainment on the oversized deck, complete with a pergola, overlooking the water. Head down to your private dock for boating, swimming, and fishing on this 200+ acre motorboat lake. This is the perfect year-round getaway or primary home retreat. Own your slice of paradise in the Sullivan County Catskills on Highland Lake. Minutes from Bethel Woods for music venues, Eldred Conveniences, Port Jervis Commuter trains, Barryville Farmers Market and the and Delaware River for recreation. Only 2 hours from NYC . Schedule your tour to experience this amazing lakefront lifestyle today.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,664
Status:
Active
MLS#:
990622
Type:
Single Family
Lot size:
2.2 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Payne Team LLC 845-649-1720
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ADDITIONAL INFORMATION

Welcome to this lovingly cared for 1920s farmhouse a place where memories have been made for generations and where timeless country charm welcomes you from the moment you arrive. Set on 2.20 picturesque acres in the heart of the Catskills, this immaculate home offers over 1,600 square feet of warm, inviting living space designed for comfort, connection, and relaxation. Inside, you’ll find 3 bedrooms, 2 full baths, and a spacious entertainment room perfect for cozy evenings, holiday gatherings, and quiet mornings with coffee by the window. Filled with character and warmth, this home blends the beauty of a classic farmhouse with the comfort of everyday living. Outside, a separate barn provides plenty of storage and endless possibilities for hobbies, a workshop, or country entertaining. Surrounded by the natural beauty of the Catskills, Just minutes away, enjoy a beautiful sandy beach where you can spend the day swimming, relaxing by the water, and grabbing classic summertime favorites like hamburgers and hot dogs all for a small daily fee, minutes from the Delaware River, charming antique shops, local boutiques, farmers markets, and excellent restaurants. Spend your weekends enjoying concerts at Bethel Woods Center for the Arts, performances at the historic Forestburgh Playhouse, or peaceful moments at the world-renowned Kadampa Meditation Center. Conveniently located only 15 minutes to the Metro-North train and approximately 2 hours from New York City, this special property offers the perfect blend of tranquility, charm, and convenience. Whether you’re looking for a full-time home, a weekend retreat, or a place to create lasting memories, this enchanting farmhouse is ready to welcome you home.

Beds:
3
Baths:
1.00
Sq.Ft.:
720
Status:
Active
MLS#:
998011
Type:
Other
Lot size:
1.6 Acres
Year built:
1981
A broker reciprocity listing Courtesy: Century 21 Geba Realty 845-856-6629
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ADDITIONAL INFORMATION

Nice mobile home on 1.6 country acres. Quiet area on nice town maintained road. Newer Septic, drilled well, furnace and decks, approx 7 years old. Short distance to Shopping, Schools, Delaware River and area Lakes. Affordable living ! Own your own home, instead of renting !

Beds:
4
Baths:
2.00
Sq.Ft.:
1,382
Status:
Active
MLS#:
20262260
Type:
Single Family
Lot size:
0.44 Acres
Year built:
1948
A broker reciprocity listing Courtesy: Berardi Realty 845-201-1111
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ADDITIONAL INFORMATION

This one checks all the boxes! Welcome to 52 Phillips Ave where you have the best a home can offer having been recently renovated, inside and out and with direct access to the Hudson Valley Rail Trial. It is close to downtown amenities and just two minutes to the Mid-Hudson Bridge. This home was lovingly renovated to include modern updates while maintaining charm throughout. The main level features a large eat in kitchen with center island and stainless steal appliances, a cozy sitting room with a fireplace, dining room, full bathroom, one of the four bedrooms, and a family room that steps out to an impressive back yard that connects to the rail trail. On the upper level there are three more bedrooms and a second full bathroom. The basement offers a laundry area and plenty of storage space or perhaps a home gym! There is also a detached garage. Plenty of play area in the rear yard, as well as a gardening area and fire pit. Step outside of your private fenced in yard and you're right on the rail trail. This home is a dream!

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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

    $420,000
    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