Homes for Sale near Dover Middle School

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  $275,000 Coming Soon

  • 2 Beds
  • 2 Baths
  • 1,836 Sq Ft

  3465 Route 22, Dover Plains, NY 12522

  Experience serene country living at 3465 Route 22, Dover Plains, NY 12522! This spacious, well-maintained ranch-style home offers the perfect blend of comfort and style, set back from the road for privacy and boasting breathtaking panoramic views of the surrounding Hudson Valley landscape. Step inside to discover a bright and inviting living room, complete with a cozy fireplace—perfect for

  

  Omar Harper

  Epique Realty

  (845) 599-0147

  3465 Route 22, Dover Plains, NY 12522
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  $165,000

  • Land
  • 15 Acres
  • $11,217 per Acre

  00WP Hammond Hill Rd, Washington, NY 12522

  Discover the perfect canvas for your dream home on this stunning 14.71-acre parcel in the town of Washington, New York. Located just minutes from the charming village of Millbrook, the Dover Plains Metro-North Train Station (Harlem Valley Line to Grand Central), and popular ski destinations like Catamount and Thunder Ridge, this property offers a rare blend of tranquility, natural beauty, and

  00WP Hammond Hill Rd, Washington, NY 12522
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  /50

  $865,000

  • 4 Beds
  • 6 Baths
  • 4,788 Sq Ft

  211 Cricket Hill Rd, Dover Plains, NY 12522

  This is the one—an exceptional and truly special property offering the perfect blend of refined living, natural beauty, and flexibility. Set against a breathtaking countryside backdrop, this Colonial Farmhouse-style home is nestled on just over 5 private, picturesque acres—perfectly suited for horses, weekend escapes, or year-round living. With nearly 4,800 square feet of thoughtfully crafted

  Sherri Malone Coldwell Banker Realty

  211 Cricket Hill Rd, Dover Plains, NY 12522
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  $749,900

  • 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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  $689,000 Open Sat 2PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 3,016 Sq Ft

  10 May Knoll, Dover Plains, NY 12522

  Spectacular Waterfront Retreat on the Ten Mile River A rare opportunity to own a breathtaking waterfront property with over 400 feet of frontage on the scenic Ten Mile River — perfect for fishing, kayaking, and soaking in the serenity of nature. With water views from nearly every room, this is a place you’ll never want to leave. This unique 4-bedroom, 2.5-bath home is filled with character and

  Blake Michaud Serhant LLC

  10 May Knoll, Dover Plains, NY 12522
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  $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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  $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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  $575,000

  • 3 Beds
  • 2 Baths
  • 1,960 Sq Ft

  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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  $299,900 Open Sat 11AM - 1PM

  • 2 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  126 Christian Hill Rd Unit 128, Dover Plains, NY 12522

  Charming Property with Potential Overview This lovely property is nestled within a robust estate area, offering the perfect blend of tranquility and opportunity. Set on 2 acres of land, the surroundings feature mature trees, a sweeping lawn, and the privacy that creates a serene oasis. Natural Light: The home benefits from ample natural light, enhancing the open feel of the kitchen and living

  Toni Soule Bain Real Estate

  126 Christian Hill Rd Unit 128, Dover Plains, NY 12522
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  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  126-128 Christian Hill Rd, Dover Plains, NY 12522

  Charming Property with PotentialOverviewThis lovely property is nestled within a robust estate area, offering the perfect blend of tranquility and opportunity. Set on 2 acres of land, the surroundings feature mature trees, a sweeping lawn, and the privacy that creates a serene oasis.Interior FeaturesNatural Light: The home benefits from ample natural light, enhancing the open feel of the kitchen

  Toni Soule David Bain

  126-128 Christian Hill Rd, Dover Plains, NY 12522
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  $425,000

  • 3 Beds
  • 2 Baths
  • 1,397 Sq Ft

  42 Lime Kiln Rd, Dover Plains, NY 12522

  Perfectly set back on beautiful park-like property showcasing spectacular panoramic mountain views and a small babbling brook at the back of the property that flows from the Ten Mile River. Bright spacious floor plan features hardwood floors through first floor, updated granite & maple kitchen with stainless steel appliances, and a recently remodeled bath with a custom tile & seamless glass

  Susan Todd BHHS Hudson Valley Properties

  42 Lime Kiln Rd, Dover Plains, NY 12522
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  $100,000

  • Land
  • 0.83 Acre
  • $120,482 per Acre

  9 Terbar Ct, Dover Plains, NY 12522

  Beautiful flat building lot, no clearing needed! Board of health approved for 4 bedroom home and you only need a small septic on this lot which makes building a home here more cost effective! This level lot is perfect to build your dream home. Bring your own builder or use ours! We can help and assist the first time homebuyer build their dream home through the whole process.

  Bliss Voutsinas

  9 Terbar Ct, Dover Plains, NY 12522
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  $430,000

  • 4 Beds
  • 2 Baths
  • 1,656 Sq Ft

  198 Benson Hill Rd, Dover Plains, NY 12522

  Your Private Oasis Awaits: A Raised Ranch with Panoramic Views!Discover the potential in this four-bedroom, two-bath raised ranch, perfectly situated on just over an acre of private land. Imagine waking up to breathtaking panoramic mountain views right from your own home!This property offers a fantastic layout, including a finished basement that provides versatile living space with a family room,

  LUCIANA BENNETT McGrath Realty Inc

  198 Benson Hill Rd, Dover Plains, NY 12522
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  $449,000

  • 3 Beds
  • 1.5 Baths
  • 1,610 Sq Ft

  22 Riverdale Dr, Wingdale, NY 12594

  Lovely raised ranch home. Large flat backyard for entertaining with a deck and an inground pool. Three bedroom, 1.5 bath. Living room has a lovely fireplace.Finished basement with pellet stove, family room and bar and laundry. Central A/C. Town water and sewer. Separate large shed for workshop/storage. NY Star savings $572.29 not included in taxes.

  Dianna Ferrieri My Seasons Realty LLC

  22 Riverdale Dr, Wingdale, NY 12594
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  $465,000

  • 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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  $100,000

  • Land
  • 1.00 Acre
  • $100,000 per Acre

  149 Johnson Rd, Wingdale, NY 12594

  Land for sale with board of health approval- Approved plans for a 3 bedroom, 3 bathroom raised ranch home. Well is drilled, land is ready to start building your dream home today

  Bliss Voutsinas

  149 Johnson Rd, Wingdale, NY 12594
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  $450,000

  • 3 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  25 White Farm Rd, Wingdale, NY 12594

  Beautifully Updated Raised Ranch in Country Mill EstatesThis move-in ready home offers the perfect blend of comfort, charm, and convenience. Nestled in the serene neighborhood of Country Mill Estates, the property features a spacious front and back yard with mature shade trees and well-maintained flower beds, creating a welcoming outdoor space.Inside, you'll find a bright and open floor plan. The

  Jonathan Scarinzi Elyse Harney Real Estate

  25 White Farm Rd, Wingdale, NY 12594
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  $380,000

  • 3 Beds
  • 2 Baths
  • 1,459 Sq Ft

  218 Johnson Rd, Wingdale, NY 12594

  Charming 3-Bedroom Home on 2.5 Acres in WingdaleWelcome to this well-maintained 3-bedroom, 2-bathroom single-family home offering 1,459 sq. ft. of comfortable living space. Nestled on 2.5 private acres in Wingdale, this home combines peace, privacy, and practicality—perfect for those seeking a forever home.Recent updates include a new sump pump, front siding, and sunroom windows (2023), along

  Jennifer McQueen-Sealy Clarke Realty & Associates LLC

  218 Johnson Rd, Wingdale, NY 12594
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  /11

  $179,000

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft

  14 SE Mountain Rd, Wingdale, NY 12594

  RARE FIND !! FULLY DETACTED 3 BR / 1 BTH / SPLIT LEVEL SINGLE FAMILY HOUSE W UNFIN. BSMT & FULL REAR DECK W LARGE WRAP AROUND BACK YARD LOCATED IN THE HEART OF PEACE AND TRANQILITY OF WINGDALE.. Featurning 3 BR's + WALK IN LARGE PANTRY ( 1st Floor Walk In Bedroom) Living Room, Kitchen, Basement, Large Back & Side Yard. Septic Tank for plumbing and Underground Oil Tank For Heating (SELLER NOT

  Crystal Jones Voro LLC

  14 SE Mountain Rd, Wingdale, NY 12594
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  $50,000

  • Land
  • 5.00 Acres
  • $10,000 per Acre

  0 Cooperstown Rd Unit KEY854621, Dover, NY 12522

  5 Acres of Serenity on Cooperstown Rd, Dover Plains, NY. Looking for the perfect escape to nature? This 5-acre wooded lot on Cooperstown Rd in Dover Plains, NY is the ideal place to build your tiny home getaway or create your own personal hunting paradise. The land features a bubbling brook at the front, providing soothing sounds and a serene atmosphere—just imagine waking up to that every

  Curtis Darragh Legacy Land & Homes LLC

  0 Cooperstown Rd Unit KEY854621, Dover, NY 12522
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  $449,000

  • 2 Beds
  • 2 Baths
  • 1,144 Sq Ft

  593 Old State Route 22, Dover Plains, NY 12522

  Discover a remarkable, unique country retreat featuring 2 bedrooms and 2 full bathrooms. This home was completely and impeccably renovated in 2022. Nestled on 3.1 acres of private land, this exquisite property offers peace and tranquility as well as wide open spaces just up the hill behind the home with amazing mountain views. When you enter this open concept home, you immediately feel the

  MAUREEN MCELDUFF MULLANEY BHHS Hudson Valley Properties

  593 Old State Route 22, Dover Plains, NY 12522
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  $799,900

  • 4 Beds
  • 2.5 Baths
  • 3,350 Sq Ft

  134 Old Pawling Rd, Pawling, NY 12564

  Beautiful Colonial home, Well Maintained level land W/Meadow view, for the first time on the market .This beautiful home offer 4 bedroom and 2 full bathroom and half Den room on the first floor, Bonus Room on the second floor, Formal living room and formal dining room, 1,25 acres .Gorgeous Oak eating kitchen with sliding door to the deck outside, family room and half bath. Second floor offer 4

  Drita Shala Howard Hanna Rand Realty

  134 Old Pawling Rd, Pawling, NY 12564
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  $1,075,000

  • Land
  • 86 Acres
  • $12,500 per Acre

  Northrup Northrup Rd, Dover, NY 12522

  A special property for someone seeking a quiet private location to create an estate with great view potential. The property is grown over but offers approximately 4o plus or minus acres of crop land if and when reclaimed. High elevations -highest point is 1050 feet. Excellent location, conveniently situated to Millbrook Village, Amenia Village, Kent, Ct., and only two miles to the Hamlet of

  Robert D Ferris R. Ferris Real Estate, LLC

  Northrup Northrup Rd, Dover, NY 12522
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  $119,900

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  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 primary bedroom

  Tela Cook McGrath Realty Inc

  70 Sasso Ln, Wingdale, NY 12594
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  /23

  $429,000

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

  45 Nicole Ln, Wingdale, NY 12594

  Experience the charm of this classic raised ranch, located in the suburban town of Wingdale, NY, within Dutchess County. This home offers 3 bedrooms and 2 full baths, including a private ensuite in the primary bedroom. The spacious kitchen flows into a separate dining and living room, with a fireplace, creating a warm and inviting atmosphere. Additionally, this home has a partially finished

  Gianna Schiavone Compass Greater NY, LLC

  45 Nicole Ln, Wingdale, NY 12594
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  /19

  $165,000

  • Land
  • 5 Acres
  • $32,353 per Acre

  565 Halls Corners Rd, Dover Plains, NY 12522

  Builder's Dream... A lot was Completed on this Property, survey, well, electric, foundation started, driveway started and more. Build your DREAMHOME on this Beautiful Magnificent Property with BOHA 5.1 acre lot. Many Permits are Completed. Well/ Septic and plans are Board of HealthApproved for a 3 Bedroom home, valid thru July 2027. Completed projects include: Survey. 1+ acre building

  Helen Sclafani World Homes Realty

  565 Halls Corners Rd, Dover Plains, NY 12522
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  $89,900

  • Land
  • 5 Acres
  • $17,767 per Acre

  0 Sheldon Rd Unit KEY832601, Dover, NY 12594

  Sheldon Rd is peaceful and quiet, not a through road. The road is town maintained. Residential use only, Off-the-Grid homes are acceptable. Upward sloping property is lightly wooded with a pretty seasonal view.

  Lisa Liffland McGrath Realty Inc

  0 Sheldon Rd Unit KEY832601, Dover, NY 12594
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  $787,000

  • 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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  /14

  $135,000

  • 3 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  160 Holpsapple Rd Unit 52, Dover Plains, NY 12522

  Welcome to this charming 3-bedroom, 2-bathroom mobile home in Dover! Enjoy the open floor plan with a spacious living area, perfect for gatherings. The well-appointed kitchen offers ample storage, and the primary suite comes with a private bath for added comfort. With two additional bedrooms, this home is perfect for all! Located in a great community, close to local amenities and schools. Don't

  MICHAEL SANTARPIA K. Fortuna Realty, Inc.

  160 Holpsapple Rd Unit 52, Dover Plains, NY 12522
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  $1,799,999

  • 2 Beds
  • 1 Bath
  • 1,600 Sq Ft

  165 Duell Hollow Rd, Wingdale, NY 12594

  Exceptional opportunity to acquire this contemporary masterpiece designed by renowned architect Allan Shope. Tucked away in the serene woods of Wingdale, this property spans 29.7 acres and boasts a substantial pond, once part of the historic Camp Sacajawea. The residence is positioned on a secluded, wooded parcel, offering breathtaking views of mountains and the tranquil pond making it an ideal

  Bianca D'Alesandro Serhant LLC

  165 Duell Hollow Rd, Wingdale, NY 12594
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  /21

  $7,900,000

  • Land
  • 442 Acres
  • $17,874 per Acre

  1297 New York 343, Dover Plains, NY 12522

  Nestled in the heart of natural beauty, this extraordinary property offers over 440 acres of pristine land in the municipality of Washington. A rare find, this expansive tract of land is a harmonious blend of rolling hay fields, lush pastures, mature hardwood forests, three tranquil ponds and meandering stream. The property rises from east to west, providing breathtaking views across the Harlem

  Brian McGrath McGrath Realty Inc

  1297 New York 343, Dover Plains, NY 12522
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  $760,000

  • Land
  • 70 Acres
  • $10,857 per Acre

  80 Hunter Ln, Amenia, NY 12592

  HUNTERS PARADISE:Hunters Incredible hunting land with large cabin spring fed water system, hot water system full bath and shower Cabin has two bedrooms and a loft sleeps 8 comfortably with wood stove and fireplace for heat. All electric is run by generator. You supply generator There are total 132.4 acres in three parcels taxes 2943.00 13200000716400008885890000 70

  Bill Flood Houlihan Lawrence Inc.

  80 Hunter Ln, Amenia, NY 12592
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  $1,495,000

  • 6 Beds
  • 4.5 Baths
  • 4,110 Sq Ft

  57 Cedar Berry Ln, Dover Plains, NY 12522

  Just 90 miles north of NYC, this stunning Hudson Valley property offers the ultimate live, work, play lifestyle. Nestled on 4.08 private acres, this custom-built log home captures the vibrant essence of the area, known for its booming art and music scene, farm-to-table eateries, outdoor adventures, and local wineries. Generating over $80,000 in VRBO rental income in 2022, this turnkey estate is

  Lindsay Stevens eXp Realty

  57 Cedar Berry Ln, Dover Plains, NY 12522
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  $195,000

  • Land
  • 1.85 Acres
  • $105,405 per Acre

  0 New York 22, Dover Plains, NY 12522

  Located on Route 22 in the town of Dover Plains, this Eight-acre site consists of four lots: 1.66-acre(lot 1), 1.85-acre(lot 2),2.03-acre(lot 3), and 2.5-acre(lot 4) development sites. It is currently being re-zoned to Gateway Commercial (GC) by themunicipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office,light retail, and

  Adam Hade Compass Greater NY, LLC

  0 New York 22, Dover Plains, NY 12522
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  $205,000

  • Land
  • 2.50 Acres
  • $82,000 per Acre

  0 New York 22, Dover Plains, NY 12522

  Located on Route 22 in the town of Dover Plains, this Eight-acre site consists of four lots: 1.66-acre(lot 1), 1.85-acre(lot 2),2.03-acre(lot 3), and 2.5-acre(lot 4) development sites. It is currently being re-zoned to Gateway Commercial (GC) by themunicipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office,light retail, and

  Adam Hade Compass Greater NY, LLC

  0 New York 22, Dover Plains, NY 12522
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  /11

  $190,000

  • Land
  • 1.66 Acres
  • $114,458 per Acre

  0 New York 22, Dover Plains, NY 12522

  Located on Route 22 in the town of Dover Plains, this Eight-acre site consists of four lots: 1.66-acre(lot 1), 1.85-acre(lot 2),2.03-acre(lot 3), and 2.5-acre(lot 4) development sites. It is currently being re-zoned to Gateway Commercial (GC) by themunicipality. The purpose of the Gateway district is to encourage the development of a compatible mix of commercial, office,light retail, and

  Adam Hade Compass Greater NY, LLC

  0 New York 22, Dover Plains, NY 12522
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  /7

  $69,900

  • Land
  • 2.70 Acres
  • $25,889 per Acre

  0 Old Pawling Rd Unit ONEH6268329, Dover, NY 12564

  An expansive 2.7-acre parcel of land nestled serenely along a picturesque country road, offering a charming and tranquil setting.The land goes downhill from the road to a designated wetland and then rises quite sharply through mature woodland. This idyllic property is conveniently situated near the highly accessible and major thoroughfare, Route 22, ensuring ease of travel and connectivity to

  Michael Martell eXp Realty

  0 Old Pawling Rd Unit ONEH6268329, Dover, NY 12564
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  /2

  $100,000

  • Land
  • 1.73 Acres
  • $57,803 per Acre

  N/A Hammond Hill Rd, Washington, NY 12522

  FOR SALE 1.73+/- Acre Premium Building Lot Washington/Dover Plains, NY, Dutchess County Only 90 mins/NYC - Mins/Metro N. Station Crystal Clear Stream - Mountain views COLD STREAM LANDING - Your Private Slice of Paradise! Imagine owning a piece of nature's masterpiece-a crystal-clear, cascading cold stream meandering through your very own 1.73-acre haven in sought-after Dutchess

  Valerie Watts HENRY WATTS REAL ESTATE CORPORATION

  N/A Hammond Hill Rd, Washington, NY 12522
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  /2

  $119,000

  • Land
  • 13 Acres
  • $8,941 per Acre

  0 Cart Rd Unit KEY833895, Dover, NY 12522

  Nice wooded property with frontage on Cart Rd and 343. Ideal for camp or your hunting cabin. Beautiful view of the town. Priced to sell. 40+ acres also for sale, next to it.

  Graziano Tassone Tassone Realty Corp.

  0 Cart Rd Unit KEY833895, Dover, NY 12522
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  /2

  $119,000

  • Land
  • 13 Acres
  • $8,941 per Acre

  0 Cart Rd Unit KEYH6268558, Dover, NY 12522

  Nice wooded property with frontage on Cart Rd and 343. Ideal for camp or your hunting cabin. Beautiful view of the town. Priced to sell. 40+ acres also for sale, next to it.

  Graziano Tassone Tassone Realty Corp.

  0 Cart Rd Unit KEYH6268558, Dover, NY 12522

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