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114 Turkey Hollow Lane, Livingston Manor
$459,900
3 Beds ⋅ 3 Baths ⋅ 1002065 MLS
Friday afternoon, you cross the bridge and feel the city release its grip somewhere around the Catskill exits. Two hours later, the road narrows, the signal fades, and you turn into a driveway that disappears into 5 acres of your own quiet. This is the version of you that wakes up slowly, that hears the creek before the alarm, that finally has the room to think. A covered front porch faces the trees, deep enough for two chairs and a kettle that takes its time. Stone and clapboard out front, a 2-car garage ready for the Subaru full of waders or the cooler full of trout. Inside, a chandelier throws warm light over a dining table where Saturday night stretches longer than it has any right to, and the eat-in kitchen opens around an island built for the small rituals: a paper map of the Beaverkill spread out with breakfast, pizza dough rolled out at sunset, the wine bottle that never quite makes it back into the fridge. Three bedrooms hold the upper floor in their own quiet. The walk-out basement opens to the back like an unfinished sentence, waiting for whatever you decide it should be. A workshop. A den. A bunk room for the friends who keep asking when they can come up. The primary suite is where the house slows you down. A sunny bedroom opens to a sitting room generous enough for a reading chair, a record player, the small library you've been meaning to actually read. A washer and dryer hide in their own closet so Sunday laundry never crosses the rest of the house. Off the bedroom, a walk-in closet so big it reads as two rooms, already rough-plumbed for a primary bath. You get to choose the soaking tub, the tile, the flooring, the brass or matte black of every fixture. The bones are here. The taste is yours. Five acres means the neighbors are deer and wild turkey. It means coffee on the porch with no one watching, a fire pit you'll dig wherever you want it, a garden the deer will absolutely test you on. It means quiet that settles into your shoulders by Saturday morning and stays with you all the way back to the city Sunday night. The house needs a little sweat to become exactly what you've been picturing, and that's the part of the deal that makes it yours instead of someone else's idea of finished. Livingston Manor is the reason you came here. Built up in the 1870s when the O&W Railroad arrived and the hemlock tanneries followed, the village is widely credited as the birthplace of American fly fishing. The Willowemoc Creek runs right through town, and Junction Pool in nearby Roscoe, where the Willowemoc meets the Beaverkill, is the water Theodore Gordon fished in the late 1800s when he adapted the dry fly for American rivers. The Catskill Fly Fishing Center and Museum a few miles up DeBruce Road keeps the legacy alive. The village stopped being only a fishing town a long time ago. Today's Main Street is a slow afternoon of antique shops, the Sunshine Colony for coffee, Morgan Outdoors for whatever you forgot to pack, Catskill Brewery on a Friday night, Kaatskeller for wood-fired pizza, The Arnold House for an inn dinner that ends with records by the fire, and The DeBruce for the tasting menu that justifies the drive. Hike the Willowemoc Wild Forest in the morning, swim and paddle at Mongaup Pond in the afternoon, catch a concert on the lawn at Bethel Woods 25 minutes south on the original Woodstock grounds. In winter, ski Holiday Mountain in Monticello or chase the bigger runs at Belleayre and Hunter under an hour east. Sip a flight at Catskill Distilling Co., pick up cheese and sourdough at the Saturday farmers market, fill a basket at the orchard down the road in October. Manhattan is roughly 110 miles in the rearview. This is the house you'll point to one day and know you got it right. The porch in October. The kitchen on a slow Sunday morning. The bath you designed yourself off the primary. The 5 acres only you can see. Friday won't be a finish line anymore. It'll be the drive up the mountain.

114 Turkey Hollow Lane, Livingston Manor

57 Sheryl Davis Road, Livingston Manor
$599,000
4 Beds ⋅ 2 Baths ⋅ 1002559 MLS
Set at the end of a quiet country drive just outside Livingston Manor, 57 Sheryl Davis Road offers the kind of privacy and connection to nature that defines the best of Catskills living. Surrounded by woods and bordered by a dramatic moss-covered bluestone rock face, this contemporary take on the many historic barns that dot the country roads in the area balances thoughtful design with warmth, ease, and quiet seclusion. The four-bedroom, two-bathroom home was designed with attention to detail for both weekend escapes or full-time living, pairing sleek modern finishes with grounded, cozy details. At the center of the home, a modern kitchen with waterfall island, sculptural light fixtures, and clean-lined cabinetry flows seamlessly into the main living space, creating an effortless setting for gathering, entertaining, or curling up on the couch for a movie night in. A wood burning stove adds warmth and atmosphere during the colder months, while a generously sized first-floor bedroom and full bath offer flexibility and comfort. Upstairs, the primary bedroom features its own fireplace — equal parts practical and whimsical — alongside two additional bedrooms and a second full bath. Outdoors, the landscape unfolds as an integral part of the property’s magical landscape. Spend evenings soaking in the hot tub beneath the stars, listening to the quiet and taking in the striking natural bluestone rock face that anchors the property. Multiple outdoor spaces (fire pit anyone?) invite dining, entertaining, and long afternoons settling into the slower rhythm of upstate life. Beyond the existing home, the acreage offers future potential. A slab foundation from a former structure still remains on the property, presenting opportunities for redevelopment, whether imagined as a guest house, studio, wellness retreat, or additional creative space. Private, design-forward, and deeply connected to its surroundings, 57 Sheryl Davis Road captures a distinctly modern Catskills lifestyle just moments from Livingston Manor’s beloved restaurants, breweries, shops, and year-round charm. A short drive from the nearby towns of Roscoe, Narrowsburg, and Jeffersonville - approximately two hours from NYC. If you’re looking for a private and modern upstate escape, you’ve found it at 57 Sheryl Davis.

57 Sheryl Davis Road, Livingston Manor

138 Old Hunter Road, Livingston Manor
$170,000
2 Beds ⋅ 2 Baths ⋅ 1003751 MLS
Extreme handyman opportunity on 10 acres in the highly desirable Livingston Manor market. This former mini-farm is going to take a dumpster, vision, and plenty of elbow grease, but the setting and potential are compelling. Builders, flippers, homesteaders, contractors, and project-minded buyers take note: this is the kind of property where hard work could unlock real value. At the center of the property is a 2-bedroom, 2-bath mobile home with axles removed, set on a block foundation with steel I-beams below. Two garage doors at one end provide convenient lower-level access for storage, utility use, or future workspace potential. The home offers an open kitchen, living, and dining layout, along with some updated interior flooring, but it is being sold as a major renovation project. The property also includes several older outbuildings and structures, some of which will likely need removal, while select portions may be salvageable depending on the buyer’s plans and due diligence. The land itself offers a nice mix of open, previously landscaped areas and lightly wooded sections, with room for trails, gardens, animals, expansion, or a revived country compound. A wide variety of flowering plants, fruit trees, and established shrubs hint at the property’s former life as an intentional and inspired rural homestead. This is not for the faint of heart, but for the right buyer, the opportunity to reclaim 10 acres in a quiet rural section of Livingston Manor may be well worth the effort. Bring your vision, your tools, and your plans. Property is best suited to cash buyers or buyers with renovation/construction experience. There is a judgment against the property, and proceeds of the sale will be used to satisfy the ruling as ordered by New York State. For safety reasons, there will be no entry into the home until there is an accepted offer, at which time access may be provided for inspection purposes.

138 Old Hunter Road, Livingston Manor

287 Debruce Road, Livingston Manor
$230,000
3 Beds ⋅ 2 Baths ⋅ 991879 MLS
Move-in ready 3-bedroom, 2-bath ranch in desirable Livingston Manor, offering easy one-level living and quick access to all the area’s best features. This well-kept home features an open layout with a bright living area and a stylish kitchen with granite countertops and plenty of cabinet space. All bedrooms, bathrooms, and laundry are conveniently located on the first floor. Enjoy the outdoors with a two-minute walk to public fishing access, perfect for anglers and nature lovers. Located less than a five-minute drive to downtown Livingston Manor, you’ll have quick access to shops, restaurants, breweries, and everyday conveniences while still enjoying a peaceful setting. Ideal as a full-time residence, weekend escape in the Catskills.

287 Debruce Road, Livingston Manor

35 Yaun Road, Livingston Manor
$449,000
3 Beds ⋅ 2 Baths ⋅ 999647 MLS
Escape to a true Catskills retreat where privacy, charm, and natural beauty come together on over 5 picturesque acres. Tucked away behind a private driveway, this beautifully renovated property offers a peaceful setting surrounded by beautiful stone walls and scenic wooded landscapes. The inviting home features 3 bedrooms and 1.5 baths, thoughtfully updated while maintaining its warm country character. Outside, the property offers several versatile outbuildings, including a detached 2-car garage and an additional shed perfect for a bunkhouse, studio, or charming chicken coop. Enjoy long summer days relaxing in the gazebo, exploring the manicured walking trails that wind throughout the property, or gathering around the designated fire pit under the stars. Whether you’re looking for a full-time residence, weekend getaway, a lucrative air bnb, or country escape, this property captures the essence of Catskills living. Conveniently located near some of the area’s most beloved hamlets, including Livingston Manor, Roscoe, Jeffersonville, and Callicoon, offering easy access to dining, shopping, fly fishing, hiking, and year-round recreation.

35 Yaun Road, Livingston Manor

1751 Shandelee Road, Livingston Manor
$399,999
3 Beds ⋅ 2 Baths ⋅ 996272 MLS
Fully Remodeled Ranch in the Heart of Youngsville. Welcome to this beautifully updated 3-bedroom, 2-bath ranch-style home situated on 1.56 peaceful acres in the heart of Youngsville! This move-in ready property offers the perfect blend of comfort, space, and outdoor living. Inside, you’ll find a fully remodeled interior with a bright and inviting layout, including a spacious sunroom, gorgeous stone fireplace and large breezeway perfect for relaxing or entertaining. The home also features a garage and plenty of room for storage. Large Attic for storage. Step outside to your own private backyard oasis featuring a huge pool, spa, gorgeous patio, and expansive yard — ideal for summer gatherings, and fun, or simply enjoying the peaceful surroundings. If you’ve been searching for country charm with modern updates and incredible outdoor space, this is the one you’ve been waiting for!

1751 Shandelee Road, Livingston Manor

60 Mountain Terrace Road, Livingston Manor
$460,000
2 Beds ⋅ 2 Baths ⋅ 975073 MLS
Some homes are simply places to live. This is a place to belong. Tucked away on 1.77 private acres in the Town of Rockland, this beautifully renovated year-round home offers something that's becoming increasingly rare: true peace. Combined with the benefit of lower Town of Rockland taxes and coveted access to Hunter Lake, this is where you'll find yourself slowing down, breathing deeper, and wondering why you didn't make the move sooner. Every detail of this home has been thoughtfully reimagined through a fully engineered renovation, creating a warm, inviting space that feels as comfortable as it is beautiful. The spacious open floor plan brings everyone together, while large windows fill the home with natural light and frame the surrounding woods. The kitchen flows effortlessly into the living and dining areas, where a cozy woodstove creates the perfect gathering place on cool Catskills evenings. Step outside onto the expansive deck, soak in the wood-fired hot tub, listen to the birds, and enjoy the quiet that only nature can provide. It's the kind of setting that reminds you what life is supposed to feel like. Less than a mile away, Hunter Lake offers private lake access for swimming, kayaking, fishing, or simply spending the afternoon by the water. The serenity of this special lake is nearly impossible to duplicate, making every visit feel like a retreat. A 12' x 20' workshop and a charming she-shed provide endless possibilities for creative pursuits, a home office, fitness space, or extra storage. Whether you're searching for your forever home, a weekend escape, or a place where your peeps will always want to gather, this property offers more than a house; it offers a lifestyle. Once you arrive, you may never want to leave.

60 Mountain Terrace Road, Livingston Manor

299-301 Stump Pond Road, Livingston Manor
$444,500
6 Beds ⋅ 2 Baths ⋅ 969303 MLS
Beautiful farmstead with 23+ acres of property (additional land available) has been in the same family for generations. Includes two vintage handyman farmhouses and multiple outbuildings plus a large rustic barn in need of repair. Land is gorgeous with open meadows, some woods, stone walls and a lovely pastoral view. The homes each offer 3 bedrooms; one has two enclosed porches and a walk-up attic. Room count and SF in listing combines both. One home was built in 1920, the other in 1940; both need lots of elbow grease, however, they are bursting with potential. Zoning is CD – Conservation District - which allows for 3-acre minimum lot size and is intended to protect the sensitive natural areas in the Town of Callicoon from over-development. Located in an extremely beautiful area, this property is perfectly suited for multi-generational living, investment opportunity with two rentals or live in one and rent the other, as well as the perfect getaway. Plenty of open space and usable land for horses, farm animals, gardens, greenhouses, pets and recreation or whatever your agricultural needs may be. Enormous frontage would make it easy to subdivide if desired. Land is fairly level with a gentle slope and there are seasonal views of Stump Pond. Peach trees, rhubarb and concord grapes are just a few of the pleasant farmland surprises. 10+ acres just across the road are also available for sale.

299-301 Stump Pond Road, Livingston Manor

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