Jeffersonville, NY Homes

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  $429,000

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  165 Boband Rd, Jeffersonville, NY 12748

  Welcome to the Boband Bungalow! This charming two bedroom, one bath house boasts some of the most epic views you can imagine! Nestled on just over 21 acres, Boband Bungalow offers the perfect blend of privacy, comfort, and charm. Enjoy the views of the sweeping rolling hills from the living room & master bedroom and the wrap around deck. It's a front row seat to all of nature's wonders.

  

  Edward Rabon

  Compass Greater NY, LLC

  (845) 713-8341

  165 Boband Rd, Jeffersonville, NY 12748
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  $1,750 per month

  • 3 Beds
  • 2 Baths
  • 1,629 Sq Ft
  • House for Rent

  4956 State Route 52, Jeffersonville, NY 12748

  -Charming 3-Bedroom Victorian in the Heart of Jeffersonville – $1,750/MonthWelcome to your new home! This spacious 3-bedroom, 1-bath Victorian offers the perfect mix of historic charm and small-town convenience. Located on State Route 52, you’ll be within walking distance to Jeffersonville’s shops, dining, and farmers market, with easy access to nearby towns.-- Features You’ll

  Alfred Dauria Keller Williams Hudson Valley

  4956 State Route 52, Jeffersonville, NY 12748
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  $100,000 Sold Aug 15, 2025

  • 1,682 Sq Ft
  • $59/SF
  • 10 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1890

  56 Jefferson Ave, Jeffersonville, NY 12748

  Spacious fixer upper in the village of Jeffersonville. Nice kitchen, 2 baths, dining and living room, 5 bedrooms, front porch, enclosed porch off kitchen Laundry Brook runs behind the property down the hill. Fall asleep to the sounds of this lovely stream. Roll up your sleeves and get started! The price is right!

  Rosemarie DeCristofaro Callicoon Real Estate LLC

  56 Jefferson Ave, Jeffersonville, NY 12748
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  Est $275,585 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,560 Sq Ft

  17 Maple Ave, Jeffersonville, NY 12748

  17 Maple Ave, Jeffersonville, NY 12748
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  $459,900

  • 4 Beds
  • 2.5 Baths
  • 3,634 Sq Ft

  807 Swiss Hill Rd N, Jeffersonville, NY 12748

  Let the large double front doors welcome you into this 3 story home featuring a lovely front foyer, main level, high ceilings, wood floors throughout, a living room, library w/ plenty of book shelves, pocket doors, formal dining room w/ built-in cabinets, kitchen w/ an island, a half bath & a wonderful sunroom. Charming wide staircase leads to the 2nd floor that hosts a primary bedroom w/ a full

  

  Dawn Curreri

  EAGLE VALLEY REALTY

  (845) 576-9694

  807 Swiss Hill Rd N, Jeffersonville, NY 12748
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  $270,000 Sold Aug 05, 2025

  • 1,728 Sq Ft
  • $156/SF
  • 42 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1940

  4369 State Route 52, Jeffersonville, NY 12748

  Looking for that special project?? Well than look no further! Fields, stream, some woods and more..... Main house has new electrical service and 200 Amp breaker panel, LR with Fireplace, full basement, wood floors and 2.5 Baths. Separate 3BR Apt in the rear Aux. building with an over abundance of storage still let in the building, older 2 story small barn, detached 2 car garage with shop space

  Carole Barotti Elliott & Pomeroy Inc

  4369 State Route 52, Jeffersonville, NY 12748
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  Est $320,508 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,754 Sq Ft

  24 Terrace Ave, Jeffersonville, NY 12748

  24 Terrace Ave, Jeffersonville, NY 12748
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  $485,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft

  581 Hessinger and Lare Rd, Jeffersonville, NY 12748

  This Home Has A Tiled Entryway, An Open Kitchen And Dining Area With A Large Island, And Ample Cabinetry. The Living Room Features A Stone Fireplace, There Is An Office, A Sunny Family Room (Potential Fourth Bedroom), Laundry Facilities, And A Half Bath. The Second Floor Has A Spacious Primary Bedroom With A Walk-In Closet, A Generous Bath With A Jacuzzi Tub, Double Sinks, And A Glass-Enclosed

  

  Dawn Curreri

  EAGLE VALLEY REALTY

  (845) 366-2889

  581 Hessinger and Lare Rd, Jeffersonville, NY 12748
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  $599,000 Sold Jul 29, 2025

  • 1,216 Sq Ft
  • $493/SF
  • 15 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  157 Sander Rd, Jeffersonville, NY 12748

  This rare gem sits on 2.43 acres, featuring a spacious grassy front yard with mature forsythia, hydrangeas, and peonies. The fenced backyard is dotted with maple trees, seasonal berries, garden beds, a fire pit, and ample outdoor seating—offering just the right amount of low-maintenance outdoor space. Enter through the breezeway: a heated garage/workspace lies to the right, a bonus room

  Jill Borenstein Anatole House LLC

  157 Sander Rd, Jeffersonville, NY 12748
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  Est $623,023 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,378 Sq Ft

  284 Hust Rd, Jeffersonville, NY 12748

  284 Hust Rd, Jeffersonville, NY 12748
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  $340,000

  • 3 Beds
  • 1 Bath
  • 1,780 Sq Ft

  714 E Hill Rd, Jeffersonville, NY 12748

  This thoughtfully restored 1930s home offers 3 bedrooms, 1 bathroom, and 1,700 sq ft of character-filled living space, where original stained-glass windows, high ceilings, and abundant natural light highlight its timeless charm. A beautiful fireplace anchors the spacious living and dining areas, while the oversized eat-in kitchen features an original (decorative)walk-in cooler and cozy pellet

  

  Elizabeth Bernitt

  Century 21 Geba Realty

  (845) 807-6947

  714 E Hill Rd, Jeffersonville, NY 12748
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  $240,000 Sold Jul 11, 2025

  • 1,000 Sq Ft
  • $240/SF
  • 34 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1951

  5044 State Route 52, Jeffersonville, NY 12748

  Welcome to Creek View Ranch. This is the most immaculately kept 2 bedroom 2 bathroom ranch home, I have seen, in quite awhile. On a beautiful third of an acre near the heart of Jeffersonville, this tidy home is completely move in ready. A welcoming good sized primary bedroom w full en suite, and an additional bedroom of similar size, both with 2 windows and large closets awaits. The nicely

  David Elder Carole Edwards Realty

  5044 State Route 52, Jeffersonville, NY 12748
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  Est $330,607 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,508 Sq Ft

  35 Maple Ave, Jeffersonville, NY 12748

  35 Maple Ave, Jeffersonville, NY 12748
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  $735,000 Open Sun 1PM - 2:30PM

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft

  292 Sander Rd, Jeffersonville, NY 12748

  A rare opportunity to purchase a distinct property in Sullivan County NY has come to market just in time to enjoy the late Summer and early Autumn in the bucolic southern Catskills. 292 Sander Road is a historic, turnkey, meticulously maintained, one-of-a-kind home on a private 3.4-acre lot with picturesque views of mountains and valleys that cannot be reproduced at this price point in any

  Jeff Gardner Corcoran MH, LLC

  292 Sander Rd, Jeffersonville, NY 12748
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  $162,000 Sold Jun 27, 2025

  • 1,152 Sq Ft
  • $141/SF
  • 335 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1920

  50 Jefferson Ave, Jeffersonville, NY 12748

  Welcome to 50 Jefferson Ave in the charming village of Jeffersonville. This two-story, 3 bedroom, 2 bathroom home is situated on a peaceful streamside property on a dead-end street providing a tranquil setting. Municipal water and sewer. Some TLC Additional Information: HeatingFuel:Oil Above Ground,

  Ian Blumenthal Catskill Sales Associates Inc

  50 Jefferson Ave, Jeffersonville, NY 12748
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  Est $258,185 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,387 Sq Ft

  14 Jefferson Ave, Jeffersonville, NY 12748

  14 Jefferson Ave, Jeffersonville, NY 12748
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  $995,000

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  233 Goldsmith Rd, Jeffersonville, NY 12748

  Alive with style and attitude, The Smithwood House redefines modern retreat living. This brand-new construction blends cutting-edge architecture with a cool, sophisticated vibe, offering an alternative to bland contractor grade shoeboxes. Clean architectural lines, light wells, an open stairwell and loft, and expansive windows, elevate the home’s stunning, one-of-a-kind design. Every detail has

  Jonathan Minerick HomeCoin.com

  233 Goldsmith Rd, Jeffersonville, NY 12748
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  $95,300 Sold Jun 04, 2025

  • 1,904 Sq Ft
  • $50/SF
  • 16 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  518 Old Taylor Rd, Jeffersonville, NY 12748

  Handyman SFD set up as a mother/daughter 2Beds each unit. Main Floor Unit has FP in LR, As Is sale, systems unknown, quiet setting, shared driveway, minutes to Charming hamlets like Calliccon, Jefffersonville the Stone Arch Bridge park, walk to Kenoza Hall & more.

  Carole Barotti Elliott & Pomeroy Inc

  518 Old Taylor Rd, Jeffersonville, NY 12748
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  Not Listed For Sale

  • 6 Beds
  • 2.5 Baths
  • 2,660 Sq Ft

  34 Mill St, Jeffersonville, NY 12748

  34 Mill St, Jeffersonville, NY 12748
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  $899,000

  • 6 Beds
  • 3 Baths
  • 2,688 Sq Ft

  145 Likel Rd, Jeffersonville, NY 12748

  Ursa Manor is a charming, historic property built in 1909, originally serving as a boarding house for weary city travelers until the 1950s. The house is currently configured with six bedrooms and 3 bathrooms, plus additional rooms being used as a library, playroom, and offices, offering versatile living and working spaces. In its heyday, Sullivan County was a sought-after summer retreat from New

  Erik Freeland Country House Realty Inc

  145 Likel Rd, Jeffersonville, NY 12748
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  $395,000 Sold May 20, 2025

  • 2,016 Sq Ft
  • $196/SF
  • 260 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2005

  119 Behr Rd Unit TR17, Jeffersonville, NY 12748

  Back on market with price improvement for the New Year! Now is the time to make your move! This immaculate ranch home is fully available! Nestled on a stunning 4.27-acre lot in Jeffersonville, NY (Township of Bethel). With 2,016 square feet of thoughtfully designed living space, this home offers three bedrooms and two and a half baths, providing ample room for relaxation and entertaining.As you

  Jean Dermer Barbanti Group

  119 Behr Rd Unit TR17, Jeffersonville, NY 12748
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  Est $358,097 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,984 Sq Ft

  20 Mill St, Jeffersonville, NY 12748

  20 Mill St, Jeffersonville, NY 12748
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  $649,000

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft

  202 Behr Rd, Jeffersonville, NY 12748

  Classic Country Charm on 10.16 Acres in Jeffersonville, NY.Discover a peaceful retreat in the heart of Sullivan County. This beautifully maintained 3-bedroom, 2.5-bath home offers approximately 1,568 sq/ft of living space and sits on an expansive 10.16-acre parcel—the perfect blend of comfort, privacy, and wide-open space.Built in 1981, the home offers timeless character with thoughtful

  Mary Jones Rural Connection Inc.

  202 Behr Rd, Jeffersonville, NY 12748
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  $245,000 Sold May 16, 2025

  • 1,064 Sq Ft
  • $230/SF
  • 151 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  25 Brog Rd, Jeffersonville, NY 12748

  If affordable seclusion and privacy is what you are looking for, then this property is the one. Set off a quiet road, this 4.76 acre property offers an open vista of solitude. The structure is a modular home with 3 bedrooms and two full baths. It has a sunny eat in kitchen, a comfortable living room, and an additional sunroom for more space to rest and recharge. The back deck offers stunning

  John Ducey Keller Williams Hudson Valley

  25 Brog Rd, Jeffersonville, NY 12748
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  Est $391,447 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,615 Sq Ft

  679 E Hill Rd, Jeffersonville, NY 12748

  679 E Hill Rd, Jeffersonville, NY 12748
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  $599,000

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  231 Boband Rd, Jeffersonville, NY 12748

  Nestled into a picturesque hillside between the sleepy hamlets of Youngsville and Jeffersonville NY, Blue Hill is a turnkey, peaceful getaway just two hours from NYC. Every room is thoughtfully designed to take advantage of natural light and beautiful surroundings. From the spacious, wraparound deck, you enter the home into the well-appointed kitchen, featuring shaker style-cabinets and

  Megan Kinealy-Hill Country House Realty, Inc.

  231 Boband Rd, Jeffersonville, NY 12748
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  $485,000 Sold May 02, 2025

  • 3,000 Sq Ft
  • $162/SF
  • 57 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2000

  327 Jeffersonville North Branch Rd, Jeffersonville, NY 12748

  Welcome to your upstate dream home! Nestled on a private driveway, this stunning 6.6-acre property offers the perfect blend of tranquility and modern luxury. The beautifully renovated 3-bedroom, 3-bathroom ranch-style home is designed for both comfort and style.Step inside to discover a brand-new kitchen, updated bathrooms, and gleaming hardwood floors throughout. The spacious finished basement

  Thelonious Johnson Hart & Johnson Realty

  327 Jeffersonville North Branch Rd, Jeffersonville, NY 12748
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  Est $219,644 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,492 Sq Ft

  5030 State Route 52, Jeffersonville, NY 12748

  5030 State Route 52, Jeffersonville, NY 12748
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  $525,000

  • 4 Beds
  • 2 Baths
  • 4,000 Sq Ft

  301 & 305 Hust, Jeffersonville, NY 12748

  Remarkable! 12 plus acres. Step into history with this extraordinary estate, featuring an authentic 19th-century stagecoach depot and a beautifully preserved period barn with a charming guest cottage or rental opportunity.The main building showcases stunning timber frame construction, original wide-plank floors, and timeless craftsmanship. The sprawling grounds include rolling

  Diane Butler Diane C. Butler

  301 & 305 Hust, Jeffersonville, NY 12748
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  $419,760 Sold Apr 09, 2025

  • 845 Sq Ft
  • $497/SF
  • 222 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1980

  90 Hubert Rd Unit 13, Jeffersonville, NY 12748

  Cozy Country Chalet! A long driveway leads to this private oasis from the hustle and bustle of everyday living. This well maintained home boasts a great room has vaulted ceilings with a living room and an eat-in kitchen, spacious bedroom on the 1st floor with plenty of closet space, a full bath, plus a 2nd bedroom on the upper level. There is a full, walk out basement with a laundry area and a

  Dawn Curreri Eagle Valley Realty

  90 Hubert Rd Unit 13, Jeffersonville, NY 12748
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  Est $408,791 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,132 Sq Ft

  46 Taylor Rd, Jeffersonville, NY 12748

  46 Taylor Rd, Jeffersonville, NY 12748
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  $579,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,404 Sq Ft

  178 Grebel Rd, Jeffersonville, NY 12748

  Welcome to your modern country retreat! This beautifully maintained 2-bedroom, 2-bathroom ranch home offers the perfect blend of comfort, efficiency, and outdoor living on 4.82 private acres in the heart of the Sullivan County Catskills.Built in 2017, this 1,400 sq ft home features an open-concept layout with recent 2024 updates, including new flooring, sliding doors, a refreshed primary

  Sean Drown Land and Water Realty LLC

  178 Grebel Rd, Jeffersonville, NY 12748
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  $735,000 Sold Mar 05, 2025

  • 1,977 Sq Ft
  • $372/SF
  • 48 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2024

  367 Hubert Rd, Jeffersonville, NY 12748

  Tucked away on a secluded 6-acre wooded lot in the picturesque Western Catskills, Forest Glen offers the perfect blend of contemporary design and natural beauty. This stunning new home, just a 2-hour drive from the George Washington Bridge, is ideal as both a primary residence and a peaceful getaway.As you wind down the private gravel driveway, the modern dark grey façade of Forest

  William Baldwin Country House Realty Inc

  367 Hubert Rd, Jeffersonville, NY 12748
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  Est $314,805 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  9 Hausman Rd, Jeffersonville, NY 12748

  9 Hausman Rd, Jeffersonville, NY 12748
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  $650,000 Under Contract

  • 4 Beds
  • 2 Baths
  • 2,520 Sq Ft

  57 Old Taylor Rd, Jeffersonville, NY 12748

  Open House Saturday August 9th, 12pm-2pmTucked along a sleepy country road, surrounded by old farms and open skies, this modern makeover brings a bold twist to a classic home. Born in 1960 with midcentury bones, this home's had a stylish glow-up—think vintage soul with a contemporary designer's eye. Step through a sleek glass entryway into an airy, light-filled interior where

  Kayla Camstra Anatole House LLC

  57 Old Taylor Rd, Jeffersonville, NY 12748
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  $380,000 Sold Feb 20, 2025

  • 1,920 Sq Ft
  • $198/SF
  • 40 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2014

  374 E Hill Rd, Jeffersonville, NY 12748

  **Stunning Mountain Views & Spacious Living** Experience breathtaking mountain views from your covered porch with a charming gazebo, perfect for enjoying your morning coffee or evening drink. This former carriage house, set on over 4 acres of beautifully cleared and wooded land, offers a serene retreat while still being close to shopping, dining, and places of worship. The expansive

  Brian Garber Land and Water Realty LLC

  374 E Hill Rd, Jeffersonville, NY 12748
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  Est $406,748 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,608 Sq Ft

  179 Grebel Rd, Jeffersonville, NY 12748

  179 Grebel Rd, Jeffersonville, NY 12748
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  $329,000

  • 3 Beds
  • 2 Baths
  • 2,320 Sq Ft

  2 County Road 164, Jeffersonville, NY 12748

  Whether you're envisioning warm summer pool days with the extended family or cozy nights warmed by crackling fireplaces, this home delivers. Just a short stroll from the charm of downtown Jeffersonville and minutes from the world-renowned Bethel Woods Center for the Arts, this beautifully appointed Colonial home artfully balances leisure, versatility, and charm.Spread across 2,320

  Barbara Allen HomeSmart Homes & Estates

  2 County Road 164, Jeffersonville, NY 12748
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  $505,000 Sold Jan 31, 2025

  • 2,426 Sq Ft
  • $208/SF
  • 84 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1973

  156 Sander Rd, Jeffersonville, NY 12748

  The Norway Spruce is an extensively renovated country house that features updated kitchen and bathrooms, new boiler, new floors, and a dramatic black exterior. While there are many luxurious modern finishes, the house retains its country charm with two wood-burning fireplaces on the first floor. Whether you enjoy reading by the fire or are simply a smores enthusiast, this house has you covered.

  William Baldwin Country House Realty Inc

  156 Sander Rd, Jeffersonville, NY 12748
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  Est $365,220 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  16 Patty Ln, Jeffersonville, NY 12748

  16 Patty Ln, Jeffersonville, NY 12748

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