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$227,000
4 Beds 2 Baths 1031539 MLS
If walls could talk this charming 1920s farmhouse with guest quarters, Lake Views, and a creek would have some stories to tell! Previously a boarding house this home has history and is nestled on almost 1 acre in the Sullivan West School District. This 4-bedroom, 2-bath home offers timeless character and incredible potential. Cherished by the same family since 1984, this traditional 2-story property features classic hardwood floors, stained glass accents, ample basement storage, and a cozy front porch perfect for taking in the scenic lake views. A serene creek runs right alongside the property, creating a tranquil outdoor retreat. Inside, you’ll also find guest quarters complete with its own separate entrance, living area, bedroom, and kitchen...ideal for extended family, guests, or flexible living space. Located just minutes from historic Bethel Woods & charming Main Street Jeffersonville with shops, eateries & more. The first level offers a country kitchen with some newer appliances, cabinets, a large pantry, dining area, breakfast nook or space for a first floor office. A first-floor bathroom with custom-built vanity, laundry room and first-level bedroom complete this level. Upstairs you'll appreciate the unique attic on the 3rd level and 3 bedrooms & guest quarters complete the 2nd level ...be sure to look out the windows to enjoy the Lake views & envision yourself on the front porch sipping your favorite beverage while soaking it all in! Bring your vision to personalize this unique Upstate gem! Large detached garage with electric & shed offer additional possibilities.

8 Norris Drive, Swan Lake

$1,299,999
4 Beds 4 Baths 1031174 MLS
A private gated community surrounded by nature. This exceptional retreat offers the perfect blend of privacy, luxury, and tranquility. Enter to a spacious great room featuring a stunning stone fireplace, creating a warm and inviting gathering space. The chef’s kitchen is thoughtfully designed for both everyday living and entertaining and flows seamlessly into a beautiful sunroom overlooking the pond. Decking surrounds the home, providing the perfect setting to enjoy the peaceful outdoors. The main level includes an additional bedroom and a full bathroom. Upstairs, the private suite features an en suite bathroom, with an outside balcony offering a relaxing retreat. The finished lower level boasts two additional bedrooms, a laundry room, a spacious entertaining room, providing ample space for guests. Outside, you’ll find a luxurious stone patio complete with a spa, Jacuzzi, and a high-end outdoor kitchen, all overlooking a picturesque pond. A separate guest house offers even more flexibility, featuring a welcoming front deck, its own laundry room, and an attached two-car garage, making it perfect for visitors, or a private home office. There is an additional 3 Car detached garage and generator. This remarkable property combines charm with modern amenities in one of the area’s most peaceful and private settings. Close to trendy restaurants, quaint towns, farmers markets, fishing, hiking, casino, Holiday Mountain Ski area and Bethel Woods Center for the arts and the Callicoon movie theatre.

140 Kenoza Trail, Callicoon

$1,900,000
6 Beds 4 Baths 1027342 MLS
Meadowbrook soars on so many levels, not least the stunning 85+ acres: rolling hills, clearings, water features, an orchard, and mature landscaping that elevate the everyday to something truly sublime, at this private Catskills estate. Pulling onto the property, the East Branch of Callicoon Creek is visible beyond a cleared bank with a line of Adirondack chairs. The paved drive passes old maples and a sizable pond, leading to the house, sited on a rise overlooking the grounds. Built in 1997 with a thoughtful 2024 addition, the house reads as understated and architectural, with corrugated metal siding, clean lines, and substantial glass framing views that include a farmed hill in the distance. Six bedrooms and four bathrooms give real breathing room for a large family or steady rotation of guests. The open-plan ground floor centers on a sleek new kitchen (2026) with a Sub-Zero fridge, gas stove, and two sinks, flowing into the dining area. French sliding doors lead to the long patio fronting the house. Built-ins anchor the living space, with a substantial bluestone-clad wood-burning fireplace as the focal point. The primary suite is reached through double doors opening onto a private lounge with glass walls, a wood stove and exterior access. Past two walk-in closets, the luxe bath features double sinks and a modern tiled shower, with radiant floor heat throughout. Outside, perennials flank stone steps to the heated saltwater pool, and post-and-rail fencing is softened by hydrangeas. A cedar barrel sauna anchors a separate patio / fire pit area. There's a fenced vegetable garden, orchard, bocce court, and mature specimen trees. A spring-fed pond and picturesque creek frontage round out the water features; the acreage is split across three lots. Amenities include a whole-house generator and a two-car garage with EV charger, while upstairs a finished, heated room is used as a gym. Meadowbrook is a private retreat in the Western Catskills, five minutes from Jeffersonville and fifteen from Callicoon.

56 Winkelstern Lane, Kenoza Lake

$950,000
2 Beds 2 Baths 1030470 MLS
We are proud to present this exceptional Catskills retreat, offering over 61 breathtaking acres of pristine countryside. A rare opportunity to own your own private paradise, this remarkable property combines panoramic views, rolling fields, mature woodlands, and outstanding privacy in one extraordinary setting. A long private driveway winds through the property, leading to the home and creating a peaceful, secluded escape. The picturesque fields are currently maintained by a local farmer, helping to keep property taxes low while preserving the land’s natural beauty. The property is thoughtfully equipped with everything needed for country living. A spacious detached garage features two oversized vehicle bays along with a dedicated gym and recreation area. An additional barn offers endless possibilities, whether you envision expanded storage, a workshop, hobby space, or conversion into additional living quarters. Inside, the home welcomes you with a bright, open-concept floor plan filled with natural light. The spacious main level is ideal for everyday living and entertaining, featuring generous gathering spaces and a well-designed kitchen. Upstairs, you’ll find two comfortable bedrooms including a primary suite with a private en-suite bath. The flexible layout also provides the opportunity to easily create a third bedroom on the first floor. Whether you’re looking for a full-time residence, weekend getaway, equestrian property, hobby farm, or private recreational retreat, this exceptional property offers endless possibilities. Conveniently located just minutes from the charming hamlets of Callicoon, Roscoe, Livingston Manor, and Jeffersonville, you’ll enjoy easy access to award-winning restaurants, breweries, boutique shopping, farmers markets, outdoor recreation, and all that the Catskills has to offer.

174 Bayer Road, North Branch

$450,000
2 Beds 1 Baths 1023617 MLS
Discover the perfect blend of privacy, scenic beauty, and endless opportunity with this exceptional 9.7-acre country estate in Cochecton, NY. Surrounded by rolling meadows, mature trees, and panoramic countryside views, this one-of-a-kind property offers the peaceful lifestyle you’ve been searching for. The property features a classic farmhouse with a welcoming wraparound porch, multiple outbuildings including a large detached garage/workshop, and a spacious barn—ideal for hobby farming, horses, equipment storage, or a home-based business. The upstairs has three separate rooms with finished attic space and has a lot of potential for hosting guests. The expansive acreage provides endless possibilities for gardening, recreation, hunting, or simply enjoying the natural beauty that surrounds you. This property is just 5 minutes from Sullivan West High School and just 10 minutes from both Villa Roma and Bethel Woods Center for the Arts. Whether you’re searching for a full-time residence, a weekend retreat, or a property with room to grow, this unique offering delivers the space, views, and versatility that are increasingly hard to find. Attached two garage with automatic garage door opener and access road behind barn is accessible with car for showing property.

1103 County Road 114, Cochecton

$885,000
4 Beds 3 Baths 1026125 MLS
Set on twelve and a half private, wooded acres at the end of a quiet cul-de-sac, this custom-designed contemporary ranch, built in 2018, blends modern architecture with the natural beauty of the Catskills. Woodland Modern is designed for effortless single-level living and a seamless connection to the surrounding landscape. Energy Star certified and built with passive solar design, this home runs on remarkably little: owned rooftop solar panels, triple-pane windows, high-efficiency heat pumps, and all-electric construction deliver year-round comfort at a fraction of the usual cost. The two-car garage has an EV charger, and the mudroom area sits just across from the garage door. Enter through a sweet screened-in porch, where a coat closet and a washer/dryer setup greet you on either side. More than 2,600 square feet unfold entirely on one floor, and the design flows from the moment you walk in. Step into the Great Room, and the first impression is space: both horizontal and vertical. Soaring 21-foot ceilings, exposed timber beams, and a stone fireplace that runs floor-to-ceiling set the tone. Dinner parties are easily envisioned under the star chandelier, and in fact this room has accommodated numerous gatherings. The kitchen is both form and function. The Bosch induction range is a joy to cook on, with uber-precise settings, and the double wall ovens will make any home baker's life easier. The island and abundant cabinetry offer serious storage without sacrificing style, and the layout flows effortlessly into the dining and living areas. A bathroom near the first bedroom does double duty as the guest bath when company is over. The bedroom across the hall has its own en suite, with a deep soaking tub and a glass shower. Down the hall, a bedroom has been commandeered into a den. It’s equally suited as an office, guest room, exercise room, or media space. The primary suite rests at the end of the home, with room enough for a California king, a walk-in closet, a private bath, and its own direct access outside. Outside, Woodland Modern truly shines. The front deck, screened porch, and patio each take a different angle on the surrounding forest. The fenced-in, raised-bed organic gardens, mature blueberry and raspberry bushes, and an orchard of apple, peach, nectarine, plum, pear, and cherry trees make the property a green thumb's playground. There is a whole-house generator fired by a 500 gallon, buried and owned propane tank Although wonderfully secluded, it’s just minutes from Narrowsburg's acclaimed restaurants, boutiques, galleries, farmers market, and the Delaware River. It’s as easy to enjoy as grabbing an inner tube, kayak, fishing pole, or paddleboard and hitting the water.

116 Francis Drive, Narrowsburg

$549,000
2 Beds 1 Baths 1029273 MLS
Escape to your own private Catskills retreat on 108+ picturesque acres featuring mature forests, open meadows, a scenic stream, and tranquil beaver ponds. The thoughtfully updated cabin offers a modern kitchen, comfortable living space, two bedrooms, and a full bath, blending rustic charm with contemporary comfort. Explore miles of trails, relax on the expansive deck overlooking the water, or enjoy the peaceful setting from the private streamside platform. Complete with a detached oversized garage and additional outbuildings, this exceptional property is ideal for outdoor enthusiasts, hunters, weekend getaways, or a year-round residence just minutes from the Delaware River and the vibrant hamlet of Callicoon.

9003 County Hwy 28, Long Eddy

$460,000
3 Beds 2 Baths 1027722 MLS
Opportunity Knocks in the Heart of the Catskills! Discover an exceptional opportunity in the charming hamlet of Jeffersonville, New York, where location, lifestyle, and investment potential come together on one remarkable property. This beautifully maintained 3-bedroom, 2-full-bath split-level home offers comfortable living with room to grow, all nestled along the banks of the famed Callicoon Creek. Step inside to find a warm and inviting layout, complemented by a fully finished lower level perfect for a family room, home office, recreation space, or guest quarters. Outside, a spacious deck overlooks an expansive backyard that gently stretches to over 100 feet of pristine Callicoon Creek frontage. Imagine relaxing by the water's edge, casting a fishing line, cooling off with a refreshing splash, or simply enjoying the peaceful sounds of one of Sullivan County's most treasured waterways. Multiple sitting areas along the creek create your own private outdoor retreat. Adding even more value is a separate two-car garage situated on its own deed, offering an extraordinary opportunity. With two separate deeds, the garage parcel is buildable for an additional residence (subject to municipal approvals), making this a rare offering for homeowners, investors, developers, or those seeking a multigenerational compound. Perfectly located, you're just a short stroll to the quaint shops, restaurants, and cafés of downtown Jeffersonville, while world-class entertainment at the Bethel Woods Center for the Arts—the legendary site of the original Woodstock festival—is only minutes away. Whether you're searching for a full-time residence, weekend getaway, investment property, or a chance to build while enjoying an existing home, this unique offering delivers endless possibilities. Live in one. Build on the other. Invest in your future. Properties with this combination of creek frontage, separate buildable parcel, prime location, and limitless potential are incredibly rare. Don't miss this golden opportunity—schedule your private showing today before someone else answers the call!

5089 State Route 52, Jeffersonville

$525,000
3 Beds 2 Baths 1020024 MLS
Some houses ask you to slow down. This one insists on it. Tucked into the green hills of Cochecton along the banks of a rushing creek, audible from inside. A fully gut-renovated farmhouse that marries the warmth of upstate New York with the quiet clarity of Scandinavian design. Every detail has been considered. Nothing is accidental. The interior is the work of a trained designer: crisp white walls, natural wood, aged bronze fixtures, and washes of linen and texture throughout. Beadboard, light oak flooring, layered textiles, and a restrained material palette give each room a serene, almost meditative quality. The heart of the home has been completely reimagined. Soft white cabinetry sets a calm, neutral foundation, topped with rich soapstone counters that bring depth and a hand-finished quality to every surface. A zellige-style backsplash adds subtle texture and movement. High-end appliances are seamlessly integrated for a kitchen that performs as beautifully as it looks. Three bedrooms offer intimate, cozy retreats. Two full bathrooms, one on each floor, both renovated to the same exacting standard. A detached two car garage for storage, gear, or a future studio. And outside, the creek follows the entire length of the property. This is a turn-key property in every sense: fully renovated, designer-furnished, and move-in (or check-in) ready from day one. Whether you're looking for a weekend sanctuary or a high-performing short-term rental.

433 County Road 116, Cochecton

$895,000
4 Beds 3 Baths 1019802 MLS
This modern farmhouse has it all! Completely renovated down to the studs in 2026, this 4 BR/2.5 bath home has a place for everyone! It sits on 10.5 acres of former farmland/pasture. From the spacious, covered rocking-chair front porch, walk into the living area on the right and you'll see gorgeous gleaming wood floors and a woodstove. The brand new kitchen is fit for the most discriminating chef, with its shining quartz counters to the new stainless steel appliances. You'll never see so much cabinet space! Kitchen continues and melds seamlessly with the laundry area and a bathroom off that. Walk further in to the home and see the extra living area, whether you use it as a dining room (although the kitchen has enough space for a table!) or Family Room. You'll love the wood accents-- the floor and built-in storage. The primary bedroom is also on the main level, spacious with an ensuite full bath and closet space. Upstairs find 3 more bedrooms and a full modern bath with a lovely, inviting soaking tub. There's also a landing off the staircase that could be used as a sitting area, workout space, etc.. Navian On-demand hot water heater. And there are THREE barns and a gorgeous stone "milkhouse/ice house" that sit on this amazing property. Serious space for a collector, artist, hobbyist. The land is lush: think of the gardens you could have here! Terrific to start a small farm; everything is in place for you! The long-range views will keep you mesmerized for years! It's western-facing, and you'll be able to see every sunset, from the mundane to breath-taking! You're away from it all here on Henderson Road, tranquility awaits. But you're just 20 minutes to Roscoe or Callicoon for shopping, terrific eateries, Farmer's markets, banks, Bethel Woods, and river fun.

180 Henderson Road, Hankins

$789,000
3 Beds 2 Baths 1021417 MLS
Are you tired of every house in this area looking the same-old, same-old dark color? Well, this brand-new build is a breath of fresh air! Gorgeous 3 BR/2bath custom contemporary sits on 5.25 acres in Callicoon, white in color with black trim. It really pops, and looks so different than those cookie-cutters, yet thoroughly modern! Constructed by one of the premiere builders in our area, JIT Construction, you can count on quality workmanship and an eye for detail! From the moment you pull in to the driveway, you'll see the 2-car garage attached to the home via a breezeway, which makes it easy in bad weather. Step into the house via the mudroom/laundry or the front entrance and you'll be greeted with an open floor plan: a soaring cathedral ceiling in DR/LR area. The living room has floor to ceiling glass, washing the home with natural light. A gorgeous LP gas stone fireplace takes center stage here, adding heat and creating ambience. The kitchen is a dream! Crisp white quartz counters that gleam with light accented by a gorgeous pendant light fixture... Lots of counter and cabinet space here, enough to make a chef drool! You can dine at at the island, though there's plenty of room for a table & chairs too, just beyond. Primary BR off to the right; spacious walk-in closet and a sliding door that opens to the deck. There are two other BRs and a full bath off to the left. Walk outside via the sliders in living room to find a huge deck which runs the length of the home. You'll be soothed by the peace and quiet of nature and birdsong. The home is painted in pleasing neutrals for color, but it's far from boring, as evidenced by the decorative tiles in bathrooms and the gorgeous quartz counters. Chic ceiling fans and central AC. The home is located just a couple minute's drive to Callicoon, where you'll find Delaware River access and fun, all kinds of shops and eateries, a movie theater, bowling alley, Sunday Farmers Market, supermarket, hospital, banks, and Visitors Center in the Train Station. 15 minutes south to Narrowsburg. 20 minutes to Bethel Woods Center for the Arts for concerts and cultural events.

204 Country Road, Callicoon

$315,000
3 Beds 2 Baths 1024336 MLS
We are proud to present this wonderful home in the highly sought-after Beechwoods area, renowned for its breathtaking countryside views and peaceful rural setting. This well-maintained residence features three bedrooms and one-and-a-half bathrooms, including a primary bedroom with its own private half-bath ensuite. The home also offers an attached two-car garage and a spacious basement, providing ample storage and flexibility for a variety of uses. Step outside onto the rear deck and enjoy the stunning Beechwoods views while taking in the beauty of the surrounding landscape. The property is enhanced by mature apple trees, established grapevines, and a large backyard—perfect for entertaining, gardening, or simply enjoying the outdoors. Conveniently located just minutes from the vibrant hamlets of Callicoon, Jeffersonville, Narrowsburg, Roscoe, and Livingston Manor, you’ll enjoy easy access to boutique shopping, dining, golf courses, outdoor recreation, and year-round entertainment. Whether you’re seeking a full-time residence, weekend retreat, or investment opportunity, this Beechwoods property offers the perfect blend of country charm, privacy, and convenience.

22 Kratz Road, Callicoon

$469,900
3 Beds 2 Baths 1021673 MLS
PRICE REDUCED..Great location with year round beautiful mountain views... this well maintained house with 3 bedrooms and 2 bathrooms on over 5+ acres....the house sits on 1.28 acres plus an additional 4.7 acres SBL 9-1-4.3 that is contiguous with the house parcel..wood floors..large wrap round deck..2 car garage..finished basement with a wood burning stove and full bathroom ..split units to cool the house in the summer and heat the house in the winter...fenced in backyard. ..paved driveway with mature trees and some fruit trees..an additional bonus is that the road is flat for miles so great for walking and biking..and separate from the house but close to walk there (100') there is an additional outbuilding complete with a full bathroom..kitchen and large open space..can be used as a bonus room or private office..all offers presented

545 Stump Pond Road, Livingston Manor

$799,000
7 Beds 5 Baths 1020091 MLS
More than a multifamily, this is a waterfront compound where home, hospitality, and investment naturally come together on the shores of electric motorboat-friendly Lake Huntington. The property offers four residences, sweeping lake views from every unit, direct water access, a three-car garage, and generous off-street parking. Occupying the entire top floor, the newly renovated 2,500-square-foot penthouse lives with the scale, privacy, and presence of a standalone lake house. An expansive wall of windows fills the open-concept living spaces with natural light, framing panoramic views across the water. The beautifully appointed kitchen features waterfall stone countertops, brand-new stainless steel appliances, and generous space for gathering, while a custom wet bar makes entertaining effortless. The thoughtfully designed layout includes three bedrooms and two full baths, highlighted by a spacious primary suite with a soaking tub, where each morning begins with the sunrise over the lake. The penthouse also enjoys air conditioning and direct access to a walk-up attic. On the main level, two one-bedroom apartments each enjoy private decks, direct access to the waterfront, and uninterrupted lake views. One has been thoughtfully renovated with new flooring, updated kitchen with a brand-new appliance package and updated bath. While the second offers a charming, well-maintained kitchen full of character. Together, they provide remarkable flexibility - whether welcoming family and friends, generating additional income, or embracing a lifestyle where home, hospitality, and investment come together naturally. The lower-level apartment is occupied by a dependable long-term tenant, providing immediate rental income. Every residence enjoys sweeping lake views, dock access, washer and dryer hookups, updated mechanicals and hot water heaters. Across the street, a three-car garage and expansive driveway provide exceptional off-street parking - an uncommon amenity for a waterfront property. Whether shared across generations, enjoyed as a private retreat with built-in income, or held as a long-term investment, this is a place to gather, host, invest and invites you to shape it around the life you want to live. All under 2 hrs from the GWB and just 15 mins to Bethel Woods, Calicoon, Narrowsburg and even less to the ever popular Cohecton Pump House and stunning Delaware River.

6641 Narrowsburg Road, Lake Huntington

$444,500
3 Beds 2 Baths 1013720 MLS
Ideally located in the charming, walkable hamlet of Narrowsburg, this versatile property offers numerous possibilities for residential, commercial, or live/work use. Positioned just moments from Main Street, it's the perfect opportunity to become part of one of the Catskills' most vibrant and growing communities. Built in the early 1900s, this home retains much of its original character while benefiting from important updates, including insulated windows, circuit breakers, and a durable metal roof. Inside, you'll find a spacious living room, kitchen and dining area, three bedrooms, one full bath, one half bath, and a convenient mudroom/laundry room on the main level. While the home could benefit from some cosmetic improvements, it offers solid construction and plenty of potential for restoration or reinvention. The welcoming front porch overlooks Bridge Street, the gateway to downtown Narrowsburg, where you'll enjoy easy access to eclectic shops, popular restaurants, a brewery, galleries, and public access to the scenic Delaware River. The village is also home to the beloved annual Riverfest celebration and has seen an exciting influx of new businesses in recent years, making this an ideal location to bring your own vision to life. Outside, a detached deep garage provides ample room for a vehicle, workshop, recreational equipment, or additional storage. The charming ''Honey House'' garden shed offers even more space for tools and hobbies. The generous backyard features a beautiful mature apple tree that provides welcome shade, as well as the perfect setting for a firepit, outdoor entertaining, or simply relaxing. There may also be potential to create additional parking for a commercial venture (subject to approvals). Whether you're seeking a village residence, a business location, or a combination of both, this property presents a rare opportunity in one of the Delaware River Valley's most sought-after destinations.

229 Bridge Street, Narrowsburg

$895,000
3 Beds 4 Baths 1011531 MLS
Completed in 2026, this exceptional modern chalet offers a seamless blend of contemporary architecture, energy-efficient construction, and the timeless beauty of the Catskills. Set on more than 6 private acres along a scenic country road in the Town of Narrowsburg, this newly built retreat provides a rare opportunity to enjoy modern luxury surrounded by nature. Designed to maximize natural light and capture the beauty of its surroundings, the home features an open-concept floor plan highlighted by soaring ceilings and walls of windows that flood the interior with sunlight. The spacious living room centers around a beautiful fireplace, creating a warm and inviting atmosphere for gathering with family and friends. The thoughtfully designed kitchen features Quarts countertops, ample workspace, and a layout that flows effortlessly into the dining and living areas, making it ideal for both everyday living and entertaining. One of the home's standout features is the expansive wraparound deck, offering the perfect setting to enjoy the surrounding landscape from every angle. Whether hosting outdoor gatherings, dining al fresco, or simply relaxing with a morning coffee, this outdoor living space creates a seamless connection between the home's interior and the natural beauty that surrounds it. The home offers three generously sized bedrooms and three-and-a-half baths, combining comfort and functionality with modern finishes throughout. Energy-efficient systems, including a tankless hot water heater, provide convenience and long-term savings while complementing the home's quality construction. The additional 1450 sf finished walkout basement significantly expands the living space and offers endless possibilities, whether used as a recreation room, media room, home office, fitness area, guest quarters, or all of the above. Large windows and direct outdoor access create a bright, welcoming environment that feels fully integrated with the main living areas. Adding to the property's appeal is a detached two-car garage featuring unfinished space above. Whether you envision a future guest suite, artist's studio, home office, workshop, fitness room, or additional storage, this flexible space offers tremendous potential to customize and expand according to your needs. Outside, the property is a private sanctuary surrounded by mature trees, native wildlife, and the peaceful sounds of nature. Enjoy morning coffee while watching deer wander through the landscape, evenings beneath star-filled skies, and the serenity that comes with owning over six acres of beautiful Catskill countryside. Located just minutes from the Delaware River, residents can enjoy world-class fly fishing, kayaking, rafting, hiking, and countless outdoor adventures. Narrowsburg has become one of the Catskills' most sought-after river towns, celebrated for its vibrant arts scene, charming Main Street, acclaimed restaurants, boutique shops, galleries, farmers markets, and year-round community events. Enjoy performances at the Tusten Theatre, explore local artisan shops, or dine along the river while taking in spectacular views of the Delaware. The surrounding Catskill Mountains provide endless opportunities for recreation, making this an ideal destination for those seeking both relaxation and adventure. Whether you're searching for a full-time residence, weekend getaway, or investment property, this remarkable new construction home offers modern comfort, flexible living space, and an unparalleled connection to the natural beauty of the Catskills.

91 Lenni Lenape Road, Narrowsburg

$349,000
3 Beds 3 Baths 1010833 MLS
Welcome to this immaculate Beechwood Estates II condominium townhouse in Callicoon's Beechwoods hills. Pride of ownership is visible throughout. A 3 bedroom, living/dining room, eat-in kitchen, 2 full baths, and a covered porch with an open deck offer lots of space for the weekend warriors or full time residents. The attached garage and the fully finished basement with a half bath complete the picture. There is an LP operated full house generator; an alarm system; an alarm for the hot water heater, and a built-in dehumidifier in the finished basement. Enjoy golf at the Villa Roma Resort's 18 hole golf course and shop and dine at the wonderful shops and eateries you will find in Callicoon, Jeffersonville and Livingston Manor. This is a 4-season home in New York's Catskills which allows many city dwellers to cope with another busy city week. Come and take a look!

7 Villa Vista Drive Unit #702, Callicoon

$599,000
3 Beds 2 Baths 1006946 MLS
Charming Riverfront Ranch just Moments to Narrowsburg's Main Street: Perched gracefully above a scenic bend of the Delaware River, tucked into the Flats, this timeless ranch offers the perfect blend of character, comfort, and small-town charm. Just minutes to the heart of Narrowsburg, this beautifully maintained waterfront home invites you to embrace the very best of river living. Originally built in 1964 and owned by Art Peck, a local businessman and the founder of a beloved regional grocery chain—Pecks!—this distinctive home is anything but ordinary. At its center, an intricately carved fireplace, flanked by built-in shelving and custom cabinetry, anchors a warm and inviting living space. An all-season sunroom overlooks the expansive backyard, creating the perfect setting for morning coffee or quiet afternoons immersed in nature. Thoughtful details throughout—like original hardwood floors, playfully curated wallpaper, and cherished local touches like the iconic green clock—add personality and timeless appeal. The entire home has special moments that remind you of the love that's gone into it over the years. A full-height, finished basement provides additional space with room for customization, along with a spacious utility area for storage. An oversized garage adds additional flexibility with space for parking, hobbies, and more. Set on a beautiful park-like lot, the grounds are a gardener’s dream, with mature landscaping that includes a striking magnolia, a productive peach tree, lilacs, and a graceful Japanese maple. The spacious yard offers a perfect mix of sunshine and shade, and ample space to relax, entertain, or simply take in the peaceful surroundings. The property spans across 2nd Ave to the banks of the Delaware. An inviting bench offers a perfect spot for eagle viewing, and taking in the sites of this magnificent river. Perfectly set up for guests, this home has everything in place to continue as a successful vacation rental including a wonderful property manager. All furnishings and housewares are available for sale as well for a truly turn-key investment. Located in the desirable Flats of Narrowsburg, this charming neighborhood is half a mile from Main Street favorites like 2 Queens Coffee, One Grand Books, The Shops at Narrowsburg, Nonna’s Kitchen, and more. Venture a little farther along stunning scenic roads to explore the fun towns that dot the Delaware like Callicoon and Barryville. Only two hours from the George Washington Bridge, this special property is the perfect weekend escape or full-time home. Bring your binoculars and come experience the magic of Narrowsburg for yourself.

95 2nd Avenue, Narrowsburg

$389,000
3 Beds 1 Baths 989485 MLS
Waterfront on Main- 4929 Route 52 is a beautifully maintained 1930s-era Sears kit home, showcasing timeless character and an array of charming original details throughout. Recent renovations have thoughtfully restored and highlighted the home's original woodwork, bringing its historic charm back to life. The property features more than 90 feet of frontage on the Callicoon Creek and enjoys a convenient location just moments from the shops, restaurants, and amenities of Main Street in Jeffersonville. Combining waterfront living with unbeatable access to town, this property offers a rare and highly desirable setting. The main level features a spacious living room with original hardwood floors, creating a warm and inviting atmosphere. The renovated kitchen blends modern conveniences with carefully restored period details and includes a large pantry closet for additional storage. Also on this level are a generously sized bedroom and an updated full bathroom with a bathtub. Upstairs, you'll find two additional bedrooms and a versatile home office, ideal for remote work or flex space. The unfinished basement offers a dedicated laundry area and abundant storage space. The outdoor space is a true highlight of the property. Relax with friends on the covered front porch or enjoy your morning coffee on the rear deck overlooking the sights and sounds of the rushing creek. The spacious backyard provides ample room for recreation, gardening, or simply unwinding in a peaceful natural setting. Whether hosting guests, dining outdoors, or enjoying quiet evenings by the water, you'll appreciate the unique creekside setting and exceptional outdoor living opportunities this property offers. The property benefits from shared use of a portion of the neighboring store’s paved parking lot, providing ample off-street parking for residents and guests. An oversized detached garage offers additional parking, storage, or workshop space. Convenient shopping, dining, and everyday amenities abound along Main Street including Peck’s Supermarket, Jeffersonville Bake Shop, Jeff’s Diner, Michelangelo’s Pizzeria, Tavern on Main, Cuppie Cake Desserts, Double D Sourdough, Carousel Ice Cream, Sullivan Sundries, Jefferson Pharmacy, and The Catskill Outdoorsman. Residents can enjoy the charm of a small-town setting while having a wide variety of services, restaurants, and local businesses right at their doorstep. Previously operated as a successful short-term rental, this versatile property offers excellent potential as an investment opportunity, weekend retreat, or full-time residence. Conveniently located within easy reach of New York City, it provides the perfect balance of small-town charm, waterfront enjoyment, and accessibility.

4929 State Route 52, Jeffersonville

$995,000
3 Beds 3 Baths 1006876 MLS
Modern luxury and serenity await you, perched high above the Hamlet of Callicoon and within 5 minutes to the center of town. Whether you are seeking a peaceful full-time residence or an elegant weekend escape, this custom-designed modern country retreat perfectly blends refined architecture with expansive indoor-outdoor living. The residence, set on 8.02 acres, features 3 bedrooms and 2.5 baths, highlighted by soaring cathedral ceilings and a seamless open floor plan. The dining area is anchored by a stunning wall of windows, offering panoramic mountain and valley views of the surrounding natural landscape. Practical amenities include a two-car detached garage with ample storage and a convenient covered walkway. The outdoor living space is designed for entertaining, featuring a bluestone patio surrounding an inground fiberglass saltwater pool and an outdoor dining lanai - all located just minutes from downtown Callicoon. The property is ideally situated near local farmers' markets, breweries, outstanding restaurants, and hiking trails. With easy access to kayaking and the vibrant Main Street of Callicoon, this home offers the perfect balance of secluded privacy and community charm. Located 2 hours from NYC.

118 Froehlich Drive, Callicoon

$355,000
3 Beds 2 Baths 1005698 MLS
Peaceful Country Retreat on Over 5 Acres Welcome to 12 Mesmer Road — a charming country home set on more than 5 scenic acres, offering privacy, tranquility, and plenty of space to enjoy the outdoors. Whether you’re searching for a full-time residence, weekend escape, or investment opportunity, this property delivers the perfect blend of comfort and countryside charm. The home features three bedrooms and two full bathrooms, along with a spacious eat-in kitchen and separate dining area ideal for family gatherings and entertaining. The oversized living room is filled with natural light thanks to a skylight and large sliding glass doors that open to the backyard patio — perfect for outdoor dining and relaxing summer evenings. Step outside to take in beautiful country views, mature trees, classic stone walls, and peaceful creeks that run throughout the property. On warm days, enjoy your own private heated in-ground pool, creating the ultimate setting for summer fun, barbecues, and quiet relaxation. Conveniently located just minutes from Callicoon, Narrowsburg, Jeffersonville, and Bethel Woods Center for the Arts, this property offers the serenity of country living while remaining close to local shops, dining, and entertainment. If you’re looking for space, privacy, and a true escape to the countryside, 12 Mesmer Road is a must-see. Schedule your private showing today!

12 Mesmer, Callicoon

$299,000
3 Beds 2 Baths 1004997 MLS
Nestled on 16.82 picturesque acres, this private country retreat offers natural beauty, mountain views, and endless possibilities. The property features a serene pond, a gently meandering creek along the side of the land, a combination of open and wooded spaces surrounded by nature, privacy, and a large fire pit perfect for entertaining, relaxing evenings, and enjoying the peaceful outdoor setting year-round. A large graveled area behind the home provides ample parking for guests, recreational vehicles, trailers, or equipment. The home is a well-maintained 2009 Redman manufactured ranch from Shamrock Homes, measuring 24’ x 44’ and offering 3 bedrooms and 2 full baths. Inside, you’ll find a comfortable layout with an eat-in kitchen, dedicated laundry room, and living spaces designed for easy country living. Step outside to enjoy the scenic property from the spacious 12’ x 24’ deck. Adding exceptional versatility is a separate 10’ x 36’ office trailer complete with electric, central air/heat, and a cozy wood-burning stove — ideal for a home office, studio, guest space, creative studio, or business use. Additional improvements include a single-car garage with electric, providing convenient storage, workshop space, or additional utility for the property. Whether you’re seeking a full-time residence, weekend escape, hobby farm potential, or a live/work opportunity, this unique property combines privacy, functionality, and beautiful natural surroundings in one special package. Close to Delaware River, fishing, kayaking, and scenic recreation, along with the nearby villages of Callicoon and Jeffersonville offering restaurants, shops, and a seasonal farmers market. The area is also surrounded by state forest land, abundant with wildlife, and quiet backroads ideal for hiking and enjoying the natural beauty of the Catskills. Low Taxes. Survey Available Tax Map# 21 1 14.6

308 William Brown Road, Fremont

$650,000
3 Beds 3 Baths 990308 MLS
Let country roads take you home to this charming retreat, set on a beautifully private parcel. Tucked deep into the rolling hills of Jeffersonville, this well-maintained and recently updated, custom-built 2004 home delivers a rare combination of total privacy, timeless craftsmanship, and stylish modern updates—all just minutes from town. Set far back from the road amid native landscaping, private woods, and a spring-fed pond, the home immediately welcomes you with warm cedar siding and an unmistakable sense of calm. Inside, soaring vaulted ceilings and a stunning three-story chimney—built from stone harvested directly on the property—create a dramatic focal point, while fresh paint, updated lighting, and newly installed hardwood floors bring a refined, contemporary feel throughout. The beautifully renovated kitchen features a center island, custom sage-green cabinetry, quartz countertops, stone floors, and an effortless flow into the dining and living spaces before opening onto a spacious deck overlooking the water. It’s the perfect setting for entertaining, outdoor dining, or quiet mornings with coffee and birdsong. Currently configured as a two-bedroom home with easy potential for a third small bedroom which is currently staged as an open office space, the layout includes a primary suite and a spacious, ~500-square-foot walk-out lower level with French doors and a cozy Vermont Castings wood stove. There is also a heated, insulated two-car garage with polished concrete floors and cedar accents that feels more like a designer workshop or studio than a garage. Combining turnkey comfort with room to create your own Catskills sanctuary, this exceptional property offers peaceful country living just eight minutes from the growing energy of “Jeff,” with the ever-popular destinations of nearby Livingston Manor and Callicoon close at hand. Sellers are optionally open to a long-term lease of the home. Just under 2 hours from the George Washington Bridge.

22 J Spielman Road, Jeffersonville

$685,000
3 Beds 3 Baths 1003008 MLS
Set on 10 breathtaking acres with sweeping panoramic views, this exceptional property offers the perfect blend of comfort, privacy, and Catskills charm. The beautifully maintained home features 3 bedrooms and 3 bathrooms, thoughtfully designed living spaces, and expansive decks that showcase the stunning natural surroundings from nearly every angle. At the heart of the home is a spacious thought out kitchen complete with skylights, abundant storage, and generous counter space—an inviting space any home chef will appreciate. Sun-filled living areas feature oversized windows that frame the landscape and create a seamless connection to the outdoors. The finished lower level is designed for entertaining, featuring a full wet bar, full-size pool table, and direct access to an inviting patio and outdoor firepit area—perfect for relaxing evenings under the stars while taking in the peaceful scenery. Additional highlights include a fantastic detached two-car garage and beautifully usable acreage ideal for recreation, gardening, or simply enjoying the tranquility of nature. Conveniently located just minutes from the charming hamlet of Callicoon, and a short drive to Narrowsburg, Livingston Manor, Jeffersonville, and Roscoe, this property offers easy access to some of the region’s best shopping, dining, farmers markets, and outdoor recreation.

340 Hospital Road, Callicoon

$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

$599,000
4 Beds 2 Baths 999372 MLS
A rare opportunity in the heart of the Catskills — this stunning 5-acre property offers a true million-dollar view, unmatched privacy, and direct access to a championship 18-hole golf course. Whether you’re dreaming of a peaceful country home, a high-earning VRBO retreat, or a charming bed-and-breakfast, this property delivers location, scenery, and potential that simply can’t be replicated. The home exudes warmth and charm. The house was gutted 11 years ago and walls were moved. so you are not buying that old house in the country, but an up to date version of it. Septic was replaced in 2025. Inside you will find a living room with a gas fireplace, an up to date kitchen with dining area and a main bedroom suite you always dreamed about. You are surrounded by Callicoon's magnificent Beechwoods. The views are spectacular. No light pollution here! Life in the country does not get any better.

519 County Route 164, Callicoon

$389,000
3 Beds 2 Baths 999068 MLS
Kohler Craftsman is a charming 105-year-old storybook home located in the vibrant Village of Jeffersonville. Rich in character and history, this well-maintained residence offers 3 bedrooms, 1 full bathroom, and 1 half bathroom on a beautifully landscaped and private 0.38-acre lot. The fenced yard features a heated above-ground pool, grassy lawn, and a spacious two-car garage. Originally built by the Kohler family, founders of the neighboring Kohler Lumber business, this exceptional home has been lovingly cared for by only three families throughout its history. Timeless craftsmanship and original architectural details remain beautifully preserved, including hardwood floors, rich wood trim, custom built-ins, and handsome cabinetry throughout the home. Enter through the inviting eat-in kitchen, complete with generous pantry storage and a sun-filled breakfast nook perfect for casual dining. The kitchen flows into a formal dining room featuring elegant French doors and built-in cabinetry, creating an ideal setting for entertaining and gatherings. The spacious living room is highlighted by a large picture window and a cozy propane fireplace. Just off the living area is a delightful office nook, currently used as a creative space for painting and music, offering flexibility for work or hobbies. Completing the main level is a convenient half bathroom and a versatile bonus room connecting the home to the garage. This flexible space could serve as a guest room, recreation area, or mudroom. Upstairs, you will find three comfortable bedrooms and a full bathroom. Both guest bedrooms offer ample closet space, while the primary bedroom features both a large closet and a substantial built-in wardrobe for additional storage. Additional features include a full unfinished basement with a wine and root cellar, as well as a large attic space above the garage complete with a cedar-lined closet for long-term storage. Thoughtfully maintained over the years, the home has seen important mechanical updates, including improvements to the boiler, fuel tank, and water system. Kohler Craftsman presents a rare opportunity to own a historic home filled with warmth, character, and enduring craftsmanship while beginning the next chapter of its story.

5026 State Route 52, Jeffersonville

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