Dover Homes

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  $349,925

  • 4 Beds
  • 3 Baths
  • 3,697 Sq Ft

  45 Riverdale Dr, Wingdale, NY 12594

  SHORT SALE! SALE SUBJECT TO BANK APPROVAL! THIS IS THE PERFECT HOME FOR THE EXTENDED FAMILY. 4+ BEDROOMS 3 FULL BATHS FULLY FINISHED BASEMENT. A TOTAL OF 3 CAR GARAGE, NICELY LANDSCAPED AND WITHIN CLOSE PROXIMITY TO ALL AMENITIES. BACKYARD SLOPES DOWN TO THE TEN MILE RIVER, GREAT CUL DE SAC LOCATION AND MORE. WELL KEPT. Additional Information: ParkingFeatures:1 Car Attached,2 Car Detached.

  

  Patricia Cannizzaro

  Century 21 Alliance Rlty Group

  (845) 335-3774

  45 Riverdale Dr, Wingdale, NY 12594
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  /9

  $950 per month

  • 1 Bed
  • 1 Bath
  • 368 Sq Ft
  • Condo for Rent

  34 Railroad St Unit 6, Dover Plains, NY 12522

  Property Id: 1408128This small, cozy 1 bdrm apt. has been thoroughly rehabbed and freshly painted. It has direct step down access off designated parking spot.It features ceramic tile floor throughout with 1 large LR window, 1 bedroom skylight, and 3 electric baseboard heaters.The BDRM measures 9½'x 11½'. Total sq footage of apt is 368.?Gaby's Deli on site for

  34 Railroad St Unit 6, Dover Plains, NY 12522
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  $550,000 Sold Jul 29, 2025

  • 1,960 Sq Ft
  • $281/SF
  • 86 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2019

  46 Peaceable Way, Dover Plains, NY 12522

  Welcome to this beautiful, move-in ready one-level Ranch Home with an open floor plan! At just 6 years young and fully handicapped accessible, it’s located on a quiet cul-de-sac with breathtaking mountain views. The spacious, unfinished basement was built with "Superior Walls" and offers endless possibilities for expansion. The primary bedroom suite comfortably accommodates a king-size bed and

  Laura Fasciglione Keller Williams Realty Partner

  46 Peaceable Way, Dover Plains, NY 12522
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  /62

  Est $876,664 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,496 Sq Ft

  158 Lake Ellis Rd, Wingdale, NY 12594

  158 Lake Ellis Rd, Wingdale, NY 12594
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  /23

  $469,000

  • 3 Beds
  • 2 Baths
  • 1,523 Sq Ft

  105 S Nellie Hill Rd, Dover Plains, NY 12522

  Circa 1952 - A delightful home that has been totally transformed into a casually elegant masterpiece.The roof was replaced in 2012. The siding was replaced in 2022. The interior of the home was totally redone in 2024.The floors are exquisite, the tiled baths are luxurious, the kitchen is a dream (quartz counter and back splash), and the flow is welcoming. The sun filled deck supports

  

  Larry Havens

  Havens Real Estate

  (845) 478-1624

  105 S Nellie Hill Rd, Dover Plains, NY 12522
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  /37

  $3,200 per month

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft
  • House for Rent

  286 Cricket Hill Rd, Dover Plains, NY 12522

  Discover the perfect blend of comfort and countryside charm in this delightful home nestled in the heart of Dover Plains. Set on a beautifully maintained, expansive yard, this property offers ample space for relaxation and outdoor activities. The house features three well-appointed bedrooms and two full bathrooms, providing ample space for families or those seeking extra room. Enjoy summer

  Uzziel Abrigo eXp Realty

  286 Cricket Hill Rd, Dover Plains, NY 12522
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  $410,000 Sold Jul 24, 2025

  • 1,400 Sq Ft
  • $293/SF
  • 34 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1960

  11 Birch Terrace, Pawling, NY 12564

  Welcome to Pawling Lake Estates - a private lake community about 10 minutes outside the Village of Pawling. This adorable cozy Cape is located on a dead-end road. Has 2 bedrooms but can easily live like a 3-bedroom home. Main level has eat in kitchen with breakfast nook, cozy living room with big bay window. 2 Bedrooms and a main bath. Doors in kitchen that lead out to a nice size deck

  Teddie Leonaggeo McGrath Realty Inc

  11 Birch Terrace, Pawling, NY 12564
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  Est $514,158 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,101 Sq Ft

  25 Temby Dr, Dover Plains, NY 12522

  25 Temby Dr, Dover Plains, NY 12522
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  /20

  $379,900

  • 3 Beds
  • 1.5 Baths
  • 1,520 Sq Ft

  10 Raymond Ave, Dover Plains, NY 12522

  Tucked away at the end of a quiet cul-de-sac, this beautifully maintained country home is on the market for the first time since 1995. The home showcases gleaming hardwood floors throughout, with tasteful tile in the bathrooms. Each room has its own distinct charm and character.The main level features a sun-filled eat-in kitchen that flows seamlessly into a spacious great room with vaulted

  

  Larry Havens

  Havens Real Estate

  (845) 493-2818

  10 Raymond Ave, Dover Plains, NY 12522
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  /11

  $1,700 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  23 Stephen Rd, Dover Plains, NY 12522

  Cozy One Bedroom, one bath apartment - bottom part of home, your own entrance. Located on a Cul-de-sac. Walk into your Living Room, Kitchen combo. Kitchen has stainless steel appliances. Lots of cabinets and a pantry. Bedroom has lots of shelving and closet space with washer and dryer. Full bathroom with shower. Wi-Fi is included. Electric included and the heat is electric. Ceiling Fans.

  Teddie Leonaggeo McGrath Realty Inc

  23 Stephen Rd, Dover Plains, NY 12522
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  $105,000 Sold Jul 19, 2025

  • 980 Sq Ft
  • $107/SF
  • 106 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1978

  70 Sasso Ln, Wingdale, NY 12594

  Turn key Living in a Fully Renovated Home!Step into this beautifully renovated home, where comfort meets convenience in a move-in-ready space! Every detail has been upgraded, from the brand-new flooring to the newer appliances, ensuring modern functionality throughout.The spacious living room invites you in with a cozy wood-burning fireplace, perfect for chilly evenings, while the

  Tela Cook McGrath Realty Inc

  70 Sasso Ln, Wingdale, NY 12594
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  Est $378,848 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  1512 Route 343, Dover Plains, NY 12522

  1512 Route 343, Dover Plains, NY 12522
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  /10

  $359,000

  • 3 Beds
  • 1.5 Baths
  • 1,628 Sq Ft

  39 Maple Ln, Dover Plains, NY 12522

  For the first time this well constructed 3-bedroom, 1.5 bath home on a huge level lot is being offered to settle the Estate. there are no photos online until the home is emptied out. Each room is well proportioned, ample closets, the ceiling height is 7'6", the home is dated, the carpets are worn and need to be replaced. Under the carpet are hardwood floors that will change the complexion

  

  Larry Havens

  Havens Real Estate

  (845) 506-8855

  39 Maple Ln, Dover Plains, NY 12522
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  /7

  $2,150 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Apartment for Rent

  85 Hutchinson Ave Unit c, Wingdale, NY 12594

  Come view this beautifully renovated 2 bedroom 1 bathroom apartment with plenty of storage. This rental includes a private deck and assigned parking for up to two cars; and is close to everything, including train, shops, restaurants, outdoor attractions like Thunder Ridge Mountain, and schools. Heat and hot water included in the monthly rent. -

  David Cebel Iconik Residential LLC

  85 Hutchinson Ave Unit c, Wingdale, NY 12594
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  $430,000 Sold Jul 18, 2025

  • 1,844 Sq Ft
  • $233/SF
  • 36 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1961

  41 Hillside Ave, Wingdale, NY 12594

  LET'S GO! Welcome to 41 Hillside Ave, a lovely 3 bedroom ranch styled home located directly in the middle of the charming Villages of Dover Plains and Pawling, in the quaint hamlet of Wingdale, with the conveniency of the Metro-North Train Station only a minute or two south on Route 22, as well as Boyce Park, the Dover Library, and Wingdale Elementary School literally a stone's throw away,

  Reid McGrath McGrath Realty Inc

  41 Hillside Ave, Wingdale, NY 12594
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  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  37 Mallard Way, Dover Plains, NY 12522

  37 Mallard Way, Dover Plains, NY 12522
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  /41

  $435,000

  • 3 Beds
  • 3 Baths
  • 1,794 Sq Ft

  27 Cavelo Dr, Wingdale, NY 12594

  Tucked away at the end of a quiet cul-de-sac on 1.79 picturesque acres, this beautifully maintained 3-bedroom, 3-bath home offers the perfect blend of privacy, space, and convenience. Step inside and head upstairs to a sun-filled, open-concept living space where the hardwood floors flow through a spacious Living Room and adjoining Dining Room. Large windows bathe the space in natural light, while

  

  Shannon Tully

  McGrath Realty Inc

  (845) 328-6912

  27 Cavelo Dr, Wingdale, NY 12594
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  /24

  $3,800 per month

  • 3 Beds
  • 2.5 Baths
  • 2,229 Sq Ft
  • Apartment for Rent

  921 W Dover Rd, Pawling, NY 12564

  ALL INCLUSIVE RENTAL! All utilities and services are included. This 3-bedroom, 2.5 bathroom no-step main floor apartment is now available. Consisting of the whole main level of a beautiful, custom quality built ranch home and nestled on 8+ private acres, this apartment is 2200+ square feet! This modern house boasts a beautiful and open floor plan. A chef's kitchen has extensive granite counters,

  Joyce Brennan-Zolnik BHHS Hudson Valley Properties

  921 W Dover Rd, Pawling, NY 12564
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  $345,000 Sold Jul 09, 2025

  • 900 Sq Ft
  • $383/SF
  • 26 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1990

  88 Lakeview Dr, Pawling, NY 12564

  Charming Cottage in Private Community of Pawling Lake Estates. Adjacent to the Appalachian Trail and the Great Swamp of Putnam and Dutchess County, sitting atop the West Mountain State Park you will find our Community, a Hidden Gem. Privacy, Peace and Tranquility abound in this Natural Setting. This Home has been lovingly cared for and updated with Replacement Windows, Vinyl Siding, Gutter Guards

  Martha Woodhouse Howard Hanna Rand Realty

  88 Lakeview Dr, Pawling, NY 12564
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  Not Listed For Sale

  139 Sheldon Rd, Wingdale, NY 12594

  139 Sheldon Rd, Wingdale, NY 12594
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  /34

  $625,000

  • 3 Beds
  • 3 Baths
  • 1,450 Sq Ft

  54 Nanny Hill Rd, Pawling, NY 12564

  This stunning home is brand new from Westchester modular, built with top-of-the-line finishes and quality materials. As soon as you step inside, you'll be greeted by a bright and airy open floor plan that creates a spacious and inviting atmosphere. The chef's kitchen is a standout feature, featuring an oversized island with a prep sink and high-end appliances that are sure to appeal to the

  Kaye Saglibene

  54 Nanny Hill Rd, Pawling, NY 12564
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  $519,000 Sold Jul 08, 2025

  • 1,540 Sq Ft
  • $337/SF
  • 76 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1962

  476 Chestnut Ridge Rd, Dover Plains, NY 12522

  Escape to the serenity of the countryside with this beautifully updated California-style ranch, set on a private and picturesque 2.2-acre property. Designed for both comfort and style, this 3 bedroom home features a 32x16 in-ground pool and ample space for horses, with open fields extending beyond the backyard. Inside, gleaming hardwood floors flow through most of the living space, complementing

  Emelisa Mendoza RE/MAX Town & Country

  476 Chestnut Ridge Rd, Dover Plains, NY 12522
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  Est $501,803 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,943 Sq Ft

  6 Jordyn Ln, Dover Plains, NY 12522

  6 Jordyn Ln, Dover Plains, NY 12522
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  /47

  $649,900

  • 3 Beds
  • 2 Baths
  • 2,107 Sq Ft

  28 Gobblers Knob Rd, Pawling, NY 12564

  Welcome to 28 Gobblers Knob Road – A Hudson Valley Equestrian Retreat! Nestled in the heart of the stunning Hudson Valley, this beautiful 3-bedroom, 2-bathroom home sits on a breathtaking 20+ acre property offering peace, privacy, and natural beauty in every direction. Whether you're looking for a serene country getaway or a horse property, this one-of-a-kind home is the perfect match. The

  Mark Snyder eXp Realty

  28 Gobblers Knob Rd, Pawling, NY 12564
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  $485,000 Sold Jul 02, 2025

  • 1,976 Sq Ft
  • $245/SF
  • 52 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1909

  3211 Route 22, Dover Plains, NY 12522

  Discover this charming colonial-style 2-family home! Live in one apartment while earning income from the second unit, or if you’re an investor, acquire a property with positive cash flow. Both apartments have been completely renovated in 2024, featuring new windows, gutters, siding, exterior stairs, hardwood floors, 1st level kitchen with granite countertops, and a new ductless A/C system on the

  Luis Diaz Century 21 Alliance Realty Grp

  3211 Route 22, Dover Plains, NY 12522
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  Not Listed For Sale

  0 Drovers Ln Unit KEYM413718, Dover, NY 12522

  0 Drovers Ln Unit KEYM413718, Dover, NY 12522
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  /3

  $649,000

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

  149 Johnson Rd, Wingdale, NY 12594

  New construction home to be built ! This raised ranch home features 3 bedrooms and 3 full bathrooms and 2 car garage. The open floor plan connects the kitchen, dining room and living room. The primary bedroom with ensuite bathroom features a spa like walk in shower. The plans are approved and ready to build, don't miss the opportunity to customize this home

  Bliss Voutsinas

  149 Johnson Rd, Wingdale, NY 12594
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  $325,000 Sold Jun 30, 2025

  • 1,362 Sq Ft
  • $239/SF
  • 43 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1997

  26 Lilac Dr, Wingdale, NY 12594

  Charming 2-Bedroom, 1-Bathroom Raised Ranch with Bonus Office, pool & large Deck!Welcome to this cozy raised ranch, where comfort and flexibility meet! With 2 bedrooms that live like 3, plus an additional office space, this home offers plenty of room to spread out. Whether you need extra sleeping space, a home office, or a playroom, this home has you covered.The living area is

  Crystal Neceda Briante Realty Group, LLC

  26 Lilac Dr, Wingdale, NY 12594
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  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  10 Vincent Rd, Dover Plains, NY 12522

  10 Vincent Rd, Dover Plains, NY 12522
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  /33

  $599,000

  • 4 Beds
  • 4.5 Baths
  • 3,088 Sq Ft

  763 Old State Route 22, Dover Plains, NY 12522

  For those seeking the ultimate in charm and comfort, The Preston House, one of the accommodations at the renowned Old Drovers Inn Bed and Breakfast, is now available for sale. This beautifully renovated 3,088 SF colonial blends old-world elegance with modern conveniences, offering a truly unique living experience. Steeped in history, the home features period architectural details throughout,

  Brian McGrath McGrath Realty Inc

  763 Old State Route 22, Dover Plains, NY 12522
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  $450,000 Sold Jun 27, 2025

  • 1,644 Sq Ft
  • $274/SF
  • 42 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  24 Buttonwood Rd, Dover Plains, NY 12522

  Looking for the home of your dreams?This property boasts over 10 acres of expansive land with breathtaking mountain views, a serene pond, and all the privacy you could ask for—all within just 10 minutes of Metro North for easy commuting. The possibilities here are endless!While the house may need some TLC, a little love will go a long way. Recent updates include newer windows,

  Melanie Boucos Coldwell Banker Realty

  24 Buttonwood Rd, Dover Plains, NY 12522
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  Est $460,883 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  31 White Oak Cir, Wingdale, NY 12594

  31 White Oak Cir, Wingdale, NY 12594
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  /17

  $465,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft

  268 Lime Kiln Rd, Dover Plains, NY 12522

  Welcome to this beautifully maintained, newly built raised ranch sitting on one flat acre in a quiet country setting! Enjoy an open kitchen, dining and living room area perfect for entertaining with 2 full bathrooms upstairs. Downstairs is a finished bonus room with a half bath and a Lopi pellet stove. The laundry room is kept in closed closet doors next to the 2 car garage door with beautiful

  Jacqueline Redahan Century 21 Alliance Realty Grp

  268 Lime Kiln Rd, Dover Plains, NY 12522
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  $815,000 Sold Jun 26, 2025

  • 3,292 Sq Ft
  • $248/SF
  • 11 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1930

  50 N Chippawalla Rd, Wingdale, NY 12594

  Have you ever thought to yourself "Someday I'm going to have my own farm or a private retreat upstate..." Well, NOW is your opportunity to own your own PRIVATE 8 ACRE RETREAT in the highly desirable Mid-Hudson Valley! This complex has boundless possibilities including TWO living quarters: A Cape Cod Style Main Home featuring 2 large bedrooms, 2 baths, and a kitchen with so much natural light

  CHRISTOPHER FILANGERI BHHS Hudson Valley Properties

  50 N Chippawalla Rd, Wingdale, NY 12594
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  Est $491,342 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,990 Sq Ft

  97 N Farm Dr, Dover Plains, NY 12522

  97 N Farm Dr, Dover Plains, NY 12522
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  /37

  $465,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,664 Sq Ft

  18 Johnson Rd, Wingdale, NY 12594

  Welcome to this beautifully maintained raised ranch nestled on a peaceful, neighborly street. This inviting home features an updated kitchen with modern cabinetry, countertops, and stainless steel appliances—perfect for cooking and entertaining. The bathrooms have been tastefully renovated with contemporary fixtures and stylish finishes, offering both comfort and functionality.Enjoy the spacious,

  Karen Gundelach Keller Williams Realty Partner

  18 Johnson Rd, Wingdale, NY 12594
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  $805,000 Sold Jun 13, 2025

  • Land
  • 85 Acres
  • $9,507 per Acre

  • 82 Days On Market

  0 Chestnut Ridge Rd Unit KEY823877, Dover, NY 12522

  Located on Chestnut Ridge Road, seven miles from the Village of Millbrook, this exceptional and unique 84+ acre land property offers not only great topographic diversity but also has ready approved subdivisions. It consists of two separate tax parcels, complementing each other as a whole or separately. The first 15+ acre lot is accessible with its own long driveway up to a large hay field with

  Marie-Laure Collins Compass Greater NY, LLC

  0 Chestnut Ridge Rd Unit KEY823877, Dover, NY 12522
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  Est $527,152 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,670 Sq Ft

  31 Lime Kiln Rd, Dover Plains, NY 12522

  31 Lime Kiln Rd, Dover Plains, NY 12522
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  /25

  $475,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,508 Sq Ft

  1 Craig Ln, Dover Plains, NY 12522

  Great Mother-daughter or income producing apartment in this very well maintained home in Dover. Upstairs has 3 bedrooms and 2 full bathrooms and a separate laundry room. The living room features hardwood flooring and an energy efficient heating and cooling mini split. Downstairs you’ll find a complete one bedroom, 1 bathroom apartment, perfect to offset the mortgage or produce income. New boiler

  Richard Brenner Rich Brenner Realty, LLC

  1 Craig Ln, Dover Plains, NY 12522
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  $1,200,000 Sold Jun 10, 2025

  • 5,532 Sq Ft
  • $217/SF
  • 37 Days On Market

  • 6 Beds
  • 5 Baths
  • Built 2009

  206-208 Dog Tail Corners Rd, Wingdale, NY 12594

  Have you dreamed of owning an incredibly special and unique property? Well, dream no more, now is your chance! A winding driveway off of a small country road, brings you to a custom-built, private, 6-bedroom, 5-bath, light-filled contemporary home with a 2- bedroom guest house, on 7.2+ acres that enjoys 550 feet of frontage on the beautiful Tenmile River, as well as a pond, perfect for swimming,

  Ann Stettner Neil Charles Real Estate, LLC

  206-208 Dog Tail Corners Rd, Wingdale, NY 12594

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