Dover, NY Homes

• 

  $785,000 Sold Aug 11, 2025

  • 1,952 Sq Ft
  • $402/SF
  • 19 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1998

  6843 Route 55, Wingdale, NY 12594

  Serenity Hill is a hidden oasis. A long driveway winds through a broad meadow and then across a bridge over a rushing woodland stream. The homesite is elevated-a beautiful plateau that faces west towards the foothills of The Taconic Mountains. The classic farmhouse is set amid acres of rolling lawn. A rocking chair porch surrounds the house on three sides. The interior is designed as open plan

  David Turner Compass Greater NY, LLC

  6843 Route 55, Wingdale, NY 12594
• 

  Est $340,388 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,632 Sq Ft

  3677 Pleasant Ridge Rd, Wingdale, NY 12594

  3677 Pleasant Ridge Rd, Wingdale, NY 12594
• 

  

  

  /12

  $150,000

  • 3 Beds
  • 2 Baths
  • 980 Sq Ft

  63 Sasso Ln, Wingdale, NY 12594

  Walking Distance to Metro North Railroad, here is your chance to own a charming 3-bedroom, 2-full bathroom mobile home in tight-knit Wingdale Village. The screened in front porch leads to an open concept living room/kitchen combo - perfect for entertaining! This move-in ready home is waiting for you!!

  Michael Herman McGrath Realty Inc

  63 Sasso Ln, Wingdale, NY 12594
• 

  $450,000 Sold Aug 11, 2025

  • 2,108 Sq Ft
  • $213/SF
  • 34 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1989

  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

  Jonathan Scarinzi Elyse Harney Real Estate

  25 White Farm Rd, Wingdale, NY 12594
• 

  Est $384,815 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,380 Sq Ft

  115 Reagans Mill Rd, Wingdale, NY 12594

  115 Reagans Mill Rd, Wingdale, NY 12594
• 

  

  /44

  $450,000

  • 2 Beds
  • 3 Baths
  • 1,939 Sq Ft

  1 Hoyt Rd, Wingdale, NY 12594

  Set among the rolling hills of Wingdale, New York, near the Sherman, Connecticut border, 1 Hoyt Road offers the quiet beauty of country living and the artistry of a thoughtfully built home. Morning light filters through tall windows, gliding across hardwood floors on the main level and the wide-plank flooring above. Each window frames views of trees and sky, blending the indoors with the

  Stephanie Ruzzo RE/MAX Classic Realty

  1 Hoyt Rd, Wingdale, NY 12594
• 

  $45,000 Sold Aug 08, 2025

  • Land
  • 5 Acres
  • $9,000 per Acre

  • 37 Days On Market

  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
• 

  Est $424,110 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,812 Sq Ft

  16 Lilac Dr, Wingdale, NY 12594

  16 Lilac Dr, Wingdale, NY 12594
• 

  

  /18

  $215,000

  • 2 Beds
  • 2 Baths
  • 1,680 Sq Ft

  140 Dove Dr, Dover Plains, NY 12522

  This home is in very good condition and located in a well maintained 55 and over community.Monthly rent includes: taxes, water, streetlights and garbage pickup .

  Richard Rennia Richard A. Rennia

  140 Dove Dr, Dover Plains, NY 12522
• 

  $315,000 Sold Aug 06, 2025

  • 1,135 Sq Ft
  • $278/SF
  • 31 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1970

  30 Lake Ellis Rd, Wingdale, NY 12594

  This bright and inviting 3-bedroom, 1.5-bath ranch is the kind of home that’s becoming harder to find—a well-maintained, move-in ready property with a smart layout, modern touches, and room to grow.Set just 7 minutes from the train and town center, this peaceful retreat offers the best of both worlds: quiet country charm with quick access to shopping, dining, and transit. You’re only 15

  Alex Mashkin Keller Williams Realty Partner

  30 Lake Ellis Rd, Wingdale, NY 12594
• 

  Est $417,663 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,269 Sq Ft

  11 Holly Hill Dr, Wingdale, NY 12594

  11 Holly Hill Dr, Wingdale, NY 12594
• 

  

  /16

  $89,900

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  108 Bluebird Way, Dover Plains, NY 12522

  This home is in good condition and located in a well maintained 55 and over community. Monthly rent includes: taxes, water, streetlights and garbage pickup.

  Richard Rennia Richard A. Rennia

  108 Bluebird Way, Dover Plains, NY 12522
• 

  $465,000 Sold Aug 01, 2025

  • 1,750 Sq Ft
  • $266/SF
  • 19 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2021

  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
• 

  Est $422,782 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft

  4 Stone Pine Ln, Wingdale, NY 12594

  4 Stone Pine Ln, Wingdale, NY 12594
• 

  

  /42

  $899,000

  • 4 Beds
  • 3 Baths
  • 1,850 Sq Ft

  73 Lake Ellis Rd, Wingdale, NY 12594

  Welcome to your private equestrian retreat, just 4 miles from the Harlem–Valley Wingdale Train Station, 4 miles to charming Kent, CT, a mile away to the Appalachian Trail & easy access to Route 7 & Route 22. Set on a secluded private road off Lake Ellis, this property offers both convenience & privacy. Equestrian amenities include a main barn with 6 (12x10) stalls w/ hay loft, heated wash stall,

  Christine Ricci Keller Williams NY Realty

  73 Lake Ellis Rd, Wingdale, NY 12594
• 

  $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
• 

  /2

  Est $355,407 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,032 Sq Ft

  72 Reagans Mill Rd, Wingdale, NY 12594

  72 Reagans Mill Rd, Wingdale, NY 12594
• 

  

  /50

  $1,399,999

  • 6 Beds
  • 4.5 Baths
  • 4,200 Sq Ft

  57 Cedar Berry Ln, Dover Plains, NY 12522

  Just 90 miles from New York City, at the end of a winding, tree-lined drive, a world unfolds where time slows down, and life takes on a different rhythm. This is the Hudson Valley escape you’ve been waiting for. A custom-built home with detached workshop on nearly five private acres, where every detail was designed to bring comfort, inspiration, and beauty into daily living.The moment you

  Lindsay Stevens eXp Realty

  57 Cedar Berry Ln, Dover Plains, NY 12522
• 

  $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
• 

  Est $399,495 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  6 Millers Ln, Wingdale, NY 12594

  6 Millers Ln, Wingdale, NY 12594
• 

  

  /9

  $275,000

  • Land
  • 15.47 Acres
  • $17,776 per Acre

  0 Cricket Hill Rd, Wingdale, NY 12594

  This land is ready for you to fulfill your dreams. 15.47 acres in a pastoral setting. With multiple potential hilltop building sites, choose your view from awe inspiring western sunsets to eastern mountain views overlooking the Ten Mile River. There is plenty of room up top to build your country escape and fulfill your dreams, whether it is adding a barn for a small hobby farm, avid collector,

  Brian McGrath McGrath Realty Inc

  0 Cricket Hill Rd, Wingdale, NY 12594
• 

  $380,000 Sold Jul 24, 2025

  • 1,588 Sq Ft
  • $239/SF
  • 31 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  37 Rural Ave, Wingdale, NY 12594

  Located in the hamlet of Wingdale, this 3 bedroom, 2 bath home sits just minutes from the Metro-North station, nearby hiking trails and the shops and cafe's of Pawling. a spacious living room with hardwood floors opens directly into the kitchen, which boasts stone countertops, a subway-tile backsplash, a stainless-steel undermount sink and a bar-height counter for casual meals. The adjoining

  Jill Rose Houlihan Lawrence Inc.

  37 Rural Ave, Wingdale, NY 12594
• 

  Est $404,114 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,601 Sq Ft

  4 Cross Way, Wingdale, NY 12594

  4 Cross Way, Wingdale, NY 12594
• 

  

  /22

  $130,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  23 Clearview Rd, Wingdale, NY 12594

  23 Clearview Rd, Wingdale, NY – Multi-Family OpportunityTwo homes for the price of one! This unique multi-family property sits on a .38-acre lot and includes a detached two-car garage—perfect for extra storage or workshop space. The main home features a primary bedroom with an ensuite bath, plus two additional bedrooms, a spacious kitchen, and a comfortable living room. The second home offers

  Peggy MacLeay-Generoso McGrath Realty Inc

  23 Clearview Rd, Wingdale, NY 12594
• 

  $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
• 

  Est $472,971 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,405 Sq Ft

  6713 Route 55, Wingdale, NY 12594

  6713 Route 55, Wingdale, NY 12594
• 

  /2

  $180,000

  • Land
  • 5 Acres
  • $36,000 per Acre

  591 Bog Hollow Rd, Wassaic, NY 12592

  Discover the perfect blend of peace, privacy, and potential with this beautiful 5-acre residential building lot located in the scenic hamlet of Wassaic, NY. Nestled in the heart of Dutchess County, this spacious parcel offers a rare opportunity to build your dream home or weekend retreat surrounded by nature. With ample space for a custom residence, gardens, and outdoor living areas, the

  Tiffiany West Redfin Real Estate

  591 Bog Hollow Rd, Wassaic, NY 12592
• 

  $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
• 

  Est $733,632 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,564 Sq Ft

  48 Old Branch Rd, Wingdale, NY 12594

  48 Old Branch Rd, Wingdale, NY 12594
• 

  

  /40

  $385,000

  • 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
• 

  $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
• 

  Est $393,628 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft

  45 Old Branch Rd, Wingdale, NY 12594

  45 Old Branch Rd, Wingdale, NY 12594
• 

  

  /4

  $100,000

  • Land
  • 1 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 Hillside Realty & Development

  149 Johnson Rd, Wingdale, NY 12594
• 

  $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
• 

  Est $330,449 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 2,300 Sq Ft

  6606 Route 55, Wingdale, NY 12594

  6606 Route 55, Wingdale, NY 12594
• 

  

  /11

  $169,000

  • 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
• 

  $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
• 

  Est $518,876 Not Listed For Sale

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

  785 Berkshire Rd, Wingdale, NY 12594

  785 Berkshire Rd, Wingdale, NY 12594
• 

  

  /9

  $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
• 

  $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

Showing Results 41 - 80, Page 2 of 18