Sullivan County Real Estate

Sullivan County Real Estate

Welcome to Sullivan County, New York – a hidden gem nestled in the heart of the Catskills, where nature’s beauty meets vibrant community life. Known for its stunning landscapes, Sullivan County is a haven for outdoor enthusiasts and those seeking a serene escape from the bustle of city life. With rolling hills, sparkling lakes, and lush forests, the county offers a picturesque backdrop that is perfect for year-round recreational activities, from hiking and fishing to skiing and snowboarding.

Sullivan County is rich in history and culture, with charming towns like Monticello, Liberty, and Bethel that each boast their own unique character. The area is perhaps best known for the legendary Woodstock Festival, which took place in Bethel in 1969, forever marking the county as a cultural landmark. Today, the Bethel Woods Center for the Arts draws visitors from far and wide, hosting concerts, festivals, and art exhibitions that celebrate the vibrant spirit of the region.

The county is also home to a diverse range of dining options, local shops, and farmer’s markets, where you can savor the flavors of the Hudson Valley. Whether you’re looking for a cozy cabin by the lake, a charming cottage in the woods, or an expansive estate with breathtaking views, Sullivan County offers a variety of real estate options to suit every taste and budget.

With its friendly communities, rich heritage, and abundant natural beauty, Sullivan County is not just a place to live; it’s a lifestyle waiting to be embraced. Come discover the charm and warmth of Sullivan County – your dream home awaits!

Newest Listings in Sullivan County

$850,000
3 Beds 3 Baths 1049448 MLS
You see the stair tower before almost anything else—curved, cedar-sided, and rising beside the front door. It’s the first clue that this house was designed by someone thinking beyond straight lines and predictable rooms. The setting is just as distinctive. More than four acres unfold along famed Filippini Pond, a spring-fed spot loved for kayaking, boating, and fishing, with its own place in local lore as the popular skinny dipping destination for attendees of the original Woodstock festival of 1969. Bethel Woods Center for the Arts is steps up the road, making the area’s creative history feel less like the past and more like part of the neighborhood. The house has some architectural bona fides of its own, having received architectural awards - and inside, the reasons reveal themselves gradually. A sweeping staircase wrapped in warm wood forms the center of the home. Curved walls lead into unexpected spaces, custom built-ins appear from room to room, and nearly every turn offers a new perspective on the house or the water beyond it. The kitchen and dining area sit just beyond the entry, but the living room is where the home really announces itself. A modern wood-burning fireplace anchors the space, which opens into a soaring solarium with terracotta floors, woven ceiling panels, and walls of glass facing the pond. Sunlight moves across the room throughout the day, and the tranquil pond seems to find its way into every view. Then things get a little more fun. The former billiard room and is open to reinvention, while the adjoining party room comes fully prepared: hot tub, indoor grill, wet bar, wood-burning stove, & wine fridge. It’s unapologetically over the top in the best way: a room made for long weekends, late nights, and friends who end up staying longer than planned. Nearby, a substantial room with its own private entrance has been used as a home office. With its scale and separation from the main living areas, it could just as easily become a studio, guest space, or something entirely personal to its next owner. Upstairs, a generous landing offers another flexible place to work, read, or retreat. The primary suite begins with a sitting room overlooking the living space below, followed by a bedroom with a built-ins facing the water. It feels a little like the captain’s quarters on a very handsome ship. The primary bath carries the home’s gloriously retro swank, with warm wood, a series of private chambers, and its own sauna. Two additional bedrooms and a second full bath complete the level, with one more flexible space waiting above on the third floor. Outside, the expansive, flat, fully fenced yard offers plenty of room to gather, garden, play, or simply spread out. A broad stone patio looks over the pond, and two private docks make it easy to launch a kayak, cast a line, or sit at the water’s edge doing absolutely nothing. There’s a detached two-car garage for practical purposes, plus a second one-car garage that needs some love but has the makings of a studio, workshop, or something much more interesting than a place to park. There are easier houses to sum up. This one rewards curiosity. It’s bold, playful, wonderfully unconventional, and full of the kind of character that can’t simply be added later. What’s here is irreplaceable; what happens next is up to you.

408 Hurd Road, Bethel

$375,000
2 Beds 1 Baths 1049127 MLS
A completely renovated private retreat set on 11+ acres, where modern comfort meets timeless character and the outdoors becomes part of everyday life. This beautifully renovated 2-bedroom bungalow has been thoughtfully rebuilt from the studs up, offering the peace of mind of new plumbing, electric, windows, roof, well tank, hot water heater, septic, and extensive spray-foam insulation throughout the home, attic, and crawl space. The kitchen is a true standout, featuring stunning quartz countertops, a custom wood bar top, and beautifully updated finishes. The home's vaulted living room adds an unexpected sense of openness, while reclaimed beams dating to the late 1700s/early 1800s—salvaged from the seller's grandmother's barn—bring an authentic piece of history into the space. A large wood-burning stove provides warmth throughout the home and can help reduce reliance on oil. Outside, the property truly sets itself apart. More than 11 acres provide privacy, natural beauty, and room to explore, with a cleared path, almost a mile long, leading through the property abutting the South Brook. A great spot for trying out some trout fishing, hunting, camping along the brook or just escaping from everyday life! A new rear deck and updated screened front porch create inviting spaces to enjoy the peaceful surroundings, while new central air conditioning adds modern comfort. This is a property designed for buyers who value privacy, nature, character, and a home where the inside and outside complement each other perfectly. Don't miss the chance to call this one home!

290 County Route 56, Wurtsboro

$279,000
2 Beds 2 Baths 1051598 MLS
Beautifully rebuilt in 2019, this modern Camelot Estates home blends fresh contemporary style with comfortable year-round living. Offering 2 bedrooms, 2 full baths, plus an additional den/office, the home features an inviting open floor plan, sun-filled living spaces, and a stylish kitchen with granite countertops, abundant cabinetry, and modern finishes. Primary suite has ample space and a full modern bathroom with walk in shower. This is a move in ready home, that has been rebuilt with modern touches and is ready for the next owner to enjoy this maintenance free lifestyle. An oversized deck extends your living space outdoors—perfect for entertaining, relaxing, or enjoying the peaceful surroundings. Camelot Estates is one of Monticello’s most desirable lake communities, providing a resort-like lifestyle with exceptional amenities. Residents enjoy lake rights, a heated Olympic-size swimming pool, playground, clubhouse, pickleball, basketball courts and a dock area for boats, ideal for kayaking, fishing, motorboating and lakeside leisure. Located just under two hours from New York City, the community offers convenient access to local attractions including Bethel Woods Center for the Arts, Resorts World Casino, The Kartrite Indoor Waterpark, hiking trails, farmers markets, The Forestburgh Playhouse, lakeside dining, and year-round Catskills recreation. A fully updated home in a vibrant amenity-rich community—perfect as a full-time residence, weekend escape, or investment opportunity.

6 Bristol Lane, Monticello

Start Your Search
board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . 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.