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The quality of life is good in the Upper Delaware River Valley. You're surrounded by a beautiful natural setting, clean air and water, and good neighbors. We can help you find the residence that's just right for you: a farmhouse on a few acres, a log home in the woods, a sleek contemporary, or a funky cabin. If you don't find it in our listings, give us a call and tell us what you're looking for.


Matthew J. Freda Real Estate
21 Lower Main Street
Callicoon, NY 12723
Phone: 845-887-5640
Fax: 845-887-5569
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Residences - $400K to $599K

Properties: Over $600K | $400K to $599K | $300K to $399K | $200K to $299K | Under $200K

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Beaver Mountain Log Home with Stunning Views on 80 Acres

Nestled into a sunny hillside with views of the Willowemoc valley, this Beaver Mountain log home is a comfortable retreat. It sits on 80 acres of recreational land -- wooded and open -- and is completely private, yet just minutes from Roscoe, Trout Town, USA. The home exudes warmth and coziness, yet there are magnificent views from inside and from the multiple decks. The home is as solid and well constructed as Beaver Mountain homes are known for, and it has been well maintained. You come in through a stone-and-glass breezeway and then enter the great room with cathedral ceiling, wood floors, and stone fireplace. The open floor plan shares the public spaces, so kitchen and dining area are close at hand. The kitchen features tile counters, a propane stove plus a countertop range, double wall oven, and a prep sink. French doors off the dining area open to a huge partially covered deck for dining al fresco in the midst of glorious scenery -- and not another house in sight! Down the hall from the kitchen are two bedrooms, one of which is a junior suite. To the right of the breezeway is a spacious master suite, separated from the rest of the house. A loft overlooking the great room offers office space or overflow sleeping. There is a full, dry basement as well as a one-car garage under. The land itself includes a mowed and landscaped yard, open pasture, and woods. This is a great property for hunting and outdoor recreation, and it is close to the world-class fly-fishing waters of the Willowemoc and Beaverkill. Two hours from NYC, 5 minutes from Route 17.

Property ID: R-46195 Price: $550,000


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12,000 Square Feet of Creative Space in Callicoon
Here's your chance to own a piece of history: The 1908 School has been an architectural anchor in Callicoon for over a century. Originally a school for generations of local residents, the building has also served as a dress factory and a piano-repair facility. The current long-term owners are artists/builders who have made many functional and aesthetic improvements over the years, so in addition to vast, soaring spaces with lots of light, you'll find a 3-bedroom, 2-bath apartment with modern amenities for year-round living. About those vast, soaring spaces: Let's start with the gymnasium, a 60' x 34' hardwood-floored gym with 20' ceilings, halide lighting, ceiling fans, a basketball court, and a 36' x 16' stage -- heated by a 265,000 BTU propane heater and accessed by a hallway off the main school building. On the second floor of the school, a huge 60' x 29' room with big windows and a southern exposure admit lots of light. Adjacent to that is a 40' x 22' woodshop and on the street side, a 35' x 22' space, again with big windows and southern exposure. It's all about light and space -- great for art and/or yoga studios, or workshops of any kind. On the first floor, a grand, oak-trimmed entry with historic doors, wainscoting, light fixtures and tin ceiling leads to the residential apartment, beautifully created by the restoration craftsman owner. The kitchen features stainless appliances, tile counters, custom cabinetry, and more of that southern-exposure light -- which also illuminates the living/dining areas. Three bedrooms, a den, and two modern, tiled bathrooms complete the living space on that side. Across the center hall you'll find a 23' x 21' artist's studio with high ceilings, big windows, track lighting and a 14' x 8' annex. Behind that, a 36' x 29' room currently used for storage -- could be a family room, another studio, etc. Throughout the building, original details such as fine woodwork, stained glass, wainscoting, and warm radiators are reminders of the building's rich history. The building sits on a massive, full-dimension stone foundation -- basement measures 62' x 57' -- with high ceilings and walk-in entry/exit, for more storage or finishable space. Two oil-fired boilers provide the heat -- one for the apartment, one for the rest of the building. (The gym has its own propane-fired heat.) Eight zones let you control the heat throughout the building. Two 200-amp electric panels plus two 100-amp subpanels provide all the power you need. The Upper Main Street property comes with an additional wooded lot off of adjacent High Street, which gives you space to play, create a firepit, camp out -- or more parking. Total combined lot size is 1.14 acres -- in the heart of Callicoon. This is a unique property that invites creative, imaginative uses. It is zoned mixed use, so it can accommodate such venues as an arts center, performance spaces, healing arts facility, multiple retail/residential spaces, and whatever you can dream up. The grounds are beautifully landscaped, with ornamental trees, perennial gardens, stone walls and intimate gathering nooks. You can walk to everything in bustling, happening Callicoon -- #1 Main Street in America, according to Country Living Magazine -- great restaurants, shops, the Delaware River, Farmer's Market, and more. You're 2 hours from NYC, 15 minutes to Bethel Woods Center for the Performing Arts, and Ground Zero to one of the most colorful, exciting hamlets in the western Catskills.
Property ID: R-47011 Price: $519,000


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Converted Barn Residence on 66+ Acres with Pond

Have you been dreaming about living in a bucolic setting in a converted barn? Well, here is your opportunity to make dreams come true! This barn frame dates back to the 1920's and was totally rebuilt and completed in 1988. The outside dimensions of the barn are 34x50 with two levels plus a large loft space. The character of the original barn has been preserved and the expansiveness of the great room and loft is dramatic. The original milk house has also been renovated and would make a great studio space.

The main level of the barn has a one-bay garage and adjoining mechanical room, plus there is also a large workshop, utility and laundry room. There is a front entry with a spacious foyer, two guest bedrooms and a full bath. Upstairs is a huge great room with fireplace, a 1/2 bath and master suite as well as a separate dining room and kitchen accessed through French doors. A large open loft gives additional space for family, guests and entertaining.


Property ID: R-46685 Price: $519,000


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Elegant Farmhouse with Pond & Barns in Callicoon's Beechwoods

Country living at its finest! This elegant farmhouse sits in the lush rolling hills of Callicoon's Beechwoods, known for pastoral settings and beautiful views. Drive down the long driveway through pastures, a sparkling pond, and two barns to the privately set home and its welcoming wraparound porch. And the view from the porch: scenic in all directions, especially to the west -- perfect for sunset cocktails. Enter through a mudroom with a bluestone floor, and then into flowing, comfortable living spaces with wide-plank floors. The living room has a beamed ceiling and a fireplace. The dining area's French doors provide views, light, and easy access to the outside. The modern kitchen offers stainless appliances, butcher-block counters, and convenient work surfaces. Just off the kitchen is a pleasant sitting area around a woodstove, and around the corner from that is an alcove with built-in cabinetry that would make a nice computer nook. There is a bath with shower & laundry (new washer and dryer). Upstairs are four bright bedrooms and a full bath with a radiant-heated floor. Recent upgrades include Pella windows, roofs on house and barn, new jet pump. Septic was inspected and cleaned September 2017. This is a fine country home that offers a great quality of life.

Property ID: R-47430 Price: $499,000


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Artist's Retreat or Fabulous Family Compound
Secluded Catskills artists' getaway! A brand new studio of your dreams is the highlight of this one-of-a-kind property. The 4 BR/2bath custom contemporary compound sits on 5 lightly wooded acres with views of the Delaware River. Both buildings are cedar-sided. The main building has a master suite upstairs and a lofted reading nook, office or den. Downstairs, find an open floor plan: kitchen, dining/living area w/SS appliances. That opens to a family room which then flows into two more BRs, a full bath and a spiral staircase with a huge upstairs bedroom. Sliders open to a stone patio where you'll find a fire pit, funky treehouse for kids of all ages, and a garden. The showplace, though, is the guest house/studio/garage! A 44-foot long screened-in porch welcomes you inside to an amazing, light-filled space. Polished concrete floors gleam. You can house your guests here, or spend all day letting your creative juices flow-- there's a kitchen, a spacious living area, and an incredibly beautiful tiled bathroom with cool shower. You may not want to leave here! The studio area features garage doors for large canvases or sculpture, and opaque glass to allow light to flood the space but give you privacy. This structure alone is worth the price! 6-minute drive to Callicoon for shopping, restaurants, galleries, river recreation. 20 min to Bethel Woods.
Property ID: R-47020 Price: $499,000


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Immaculate Contemporary Riverfront Cape in PA
This immaculate contemporary cape on the Upper Delaware River is as perfect as it gets for a riverfront getaway. With 450' of prime Delaware riverfront, this is heaven for the fly-fisher, canoe/kayaker, or water sports enthusiast. The park-like grounds offer complete privacy, as well as raised and fenced garden beds, apple trees, and beautiful stone walls. Open lawn and trails through light woods give you options for outdoor activity, and access to the river is gentle. The house itself is intelligently laid out for efficient living, with all essentials on the first floor: kitchen/dining, living room, 2 bedrooms including the master suite with master bath, another full bath, laundry, big screened porch, big covered deck overlooking the river, and level entry to the 2-car attached garage. Kitchen and dining room have lots of windows for plenty of light. Kitchen counters are quartz, cabinets are luscious maple, drawers have soft-touch closures. Cathedral ceilings in kitchen/dining and living room are 13' for an airy, open feel that flows easily to the outdoors. A soapstone woodstove in the living room provides warmth and ambiance. Upstairs is a spacious loft, another bedroom and another full bath, plus an unfinished attic that could be easily finished for more living space. Central vacuum. The full basement offers more possibilities, as it is clean, dry, and heated. Currently it houses the mechanicals plus a well-laid-out workshop with a 24' workbench and two standalone workstations. Garage is finished and heated. The house offers low maintenance due to its architectural shingled roof, blown insulation walls, Anderson windows, and 4-zone oil/hot water baseboard heating. Central vacuum makes cleanup easy. A backup generator keeps you up and running if the power goes out. Two sheds house mowers and garden essentials. Deeded covenants on this and the surrounding properties protect your quality of life. What could be better than driving up to your private Delaware River estate, setting out a meal in your screened porch overlooking the river, and then going for a dip in the cool, refreshing waters? Hmmm....maybe casting a line while viewing the bald eagles coming and going from their nest across the river? This is Upper Delaware living at its finest.
Property ID: R-47004 Price: $499,000


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Magnificent Contemporary with Stunning Views in Callicoon's Beechwoods
Some of the best views of the Delaware River Valley are yours with this magnificent contemporary set high on a west-facing hilltop in Callicoon's desirable Beechwoods area. The house is immaculate and expansive, with lots of big windows to let in the light and views. A wraparound deck provides immediate access to all of the beauty surrounding you. The main floor's open plan makes for an easy flow among the public living spaces--great room with fireplace, spacious kitchen, and dining area--and to the private master suite and two more bedrooms and a bath. Above that is an open loft with views and access to two attics. Downstairs you'll find even more living area: a large family room with woodstove, second kitchen, bedroom, office, and another full bath. This home is extremely well designed and constructed, and has been lovingly maintained by its original owners. Special touches include gleaming hardwood floors, cherry kitchen cabinets, bluestone hearth--and beautiful bluestone landscaping outside. Heating is efficient with a 8-zone Weil-McLain boiler, and central vacuum is convenient. There is a heated 2-car garage, as well as a separate storage shed. Immerse yourself in the beauty of the western Catskills, savor the long-range views deep into Pennsylvania, and enjoy sunset cocktails and dinners on the deck. You're about one minute to Villa Roma, five minutes to Callicoon, and two hours to NYC. 
Property ID: R-43502 Price: $499,000


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Exquisite Contemporary Barn with Ponds and Lakefront
This contemporary barn is one of the most creative, unique homes in the Catskills. Designed by architect-owners and built with hand-crafted attention to detail, it exudes art and quality at every turn. You'll know you're in a special home when you enter from the covered carport and behold the soaring space and massive, 2-sided stone fireplace, the bluestone kitchen floor and marble counters, and custom cherry stairs and trim. Light pours in from a gazillion windows. A large deck off the dining and living areas makes outdoor living easy and provides a view of the 7.5 acre property's two ponds and its frontage on a shared lake. Four bedrooms and 4 full baths accommodate a crowd, and if you need overflow there are two more bunkrooms on a third-level loft, as well as an extra kitchen in the finished basement. Master bedroom has tiled bath with Jacuzzi tub and shower. Propane-fired forced warm air heat. One-car garage below, one-car carport on main level. This one-of-a-kind property makes a stunning country home.
Property ID: R-46650 Price: $495,000


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Renovated farmhouse on 83 acres overlooking pond and pool
Long quarter mile driveway leads to this renovated farmhouse on 83 acres overlooking a clear, stocked pond and a 20' x 40' in-ground heated pool. The pool is set in and around an old barn foundation. The pond is a strong feature as the house overlooks the lush natural aquatic landscape. Total privacy here--extremely secluded, no neighbors to be seen. Level yard, large fields and expanses of forest abound here. The house has  all the modern conveniences, open living areas, wood floors, a great room with a vaulted wood ceiling, glass, outside decks and patios. A great weekend get away or a private full-time residence. Close to Jeffersonville, Livingston Manor or Liberty for easy access to Route 17. A rare opportunity to own a really secluded country property.
Property ID: R-47457 Price: $449,000

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