3,217

Dutchess, NY Homes

Section Image
  • /16

    $289,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    59 Corbin Rd, Dover Plains, NY 12522

    Welcome to your brand-new, beautifully renovated ranch in the peaceful and sought-after Town of Dover. This isn't just a house; it's a golden opportunity to own a piece of tranquility. Situated on over an acre of lush land, this home offers the perfect escape from the everyday hustle.Step inside and be captivated by the stunning new kitchen, complete with sleek stainless steel appliances. The

    Daniel Deutsch eRealty Advisors, Inc

    59 Corbin Rd, Dover Plains, NY 12522
  • 26 Lilac Dr, Wingdale, NY 12594

    $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
    • /62

      Est $836,323 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
  • /18

    $290,000

    • 2 Beds
    • 1 Bath
    • 1,362 Sq Ft

    20 Hemlock Ln, Wingdale, NY 12594

    Welcome to this 2 bedroom raised ranch nestled on a quiet cul-de-sac. Offering a perfect blend of privacy and comfort, this home features a spacious, tree-lined yard-ideal for relaxing, entertaining, or gardening. Step out onto the cozy deck and enjoy your morning coffee. Inside, the layout offers functional living space with great natural light and potential to make it your own. The highlight of

    Crystal Neceda Briante Realty Group, LLC

    20 Hemlock Ln, Wingdale, NY 12594
  • 24 Buttonwood Rd, Dover Plains, NY 12522

    $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
  • /23

    $250,000

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    6634 Route 55, Wingdale, NY 12594

    This charming 1930s 1,200 sq ft home, with its inviting front enclosed porch, features a traditional layout. The home is in need of some cosmetic updates, a great opportunity for a buyer looking to add their personal touch. The cozy living spaces are bathed in natural light, creating a warm and inviting atmosphere. The home features two comfortable bedrooms, one and a half baths, large dining

    LUCIANA BENNETT McGrath Realty Inc

    6634 Route 55, Wingdale, NY 12594
  • 50 N Chippawalla Rd, Wingdale, NY 12594

    $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
  • /14

    $80,000

    • Land
    • 1.01 Acres
    • $79,208 per Acre

    15 Evan Rd, Dover Plains, NY 12522

    Attention builders and end users! Level, cleared and shovel ready 1 acre lot in the heart of Dover Plains! Current 4 bedroom BOHA, no fill required for the septic. Backing up to 16+ acres of farm land, come build your dream home today! Bring your own builder or ask about options. Excellent location, minutes to town, the Town of Amenia, Wassaic Train Station, culinary grade restaurants shops and

    Justin LaFalce KW MidHudson

    15 Evan Rd, Dover Plains, NY 12522
  • 0 Chestnut Ridge Rd Unit KEY823877, Dover, NY 12522

    $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
  • /9

    $275,000

    • Land
    • 15 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
  • 206-208 Dog Tail Corners Rd, Wingdale, NY 12594

    $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
  • /10

    $130,000

    • 3 Beds
    • 1 Bath
    • 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
  • 126 Reagans Mill Rd, Wingdale, NY 12594

    $205,000 Sold Jun 05, 2025

    • 1,048 Sq Ft
    • $196/SF
    • 68 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1992

    126 Reagans Mill Rd, Wingdale, NY 12594

    Welcome to 126 Reagan Mills Rd a well cared for home offering one level living. This home boasts an open-concept layout, allowing for seamless flow between the spacious living room, dining area, and kitchen. There are 2 spacious bedrooms along with an additional room in the back of the home. The additional room is perfect for a home office. The home has forced air oil heat and central air.

    Mark Snyder eXp Realty

    126 Reagans Mill Rd, Wingdale, NY 12594
  • /2

    $180,000

    • Land
    • 5.00 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 RE/MAX Distinguished Hms.&Prop

    591 Bog Hollow Rd, Wassaic, NY 12592
  • 126 Craig Ln, Dover Plains, NY 12522

    $425,000 Sold Jun 02, 2025

    • 1,840 Sq Ft
    • $231/SF
    • 40 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1977

    126 Craig Ln, Dover Plains, NY 12522

    Location is Everything! This beautifully maintained home, lovingly cared for by its original owner, is a true gem. The split-level design offers delightful surprises around every corner and exudes warmth both inside and out. As you step into the main level, you'll immediately appreciate the seamless flow that effortlessly connects the spaces, creating an ideal atmosphere for entertaining-whether

    Toni Soule Bain Real Estate

    126 Craig Ln, Dover Plains, NY 12522
  • /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
  • 19 Nanas Way, Wingdale, NY 12594

    $315,000 Sold May 30, 2025

    • 1,080 Sq Ft
    • $292/SF
    • 76 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2005

    19 Nanas Way, Wingdale, NY 12594

    Nestled on a secluded and private cul de sac with fully developed trees, lies 19 Nanas Way, a light filled 3 bedroom, 2 full bath ranch style home. This is one level living at its best. The kitchen, dining, and living area featuring cathedral ceilings is open concept. The kitchen boasts Bosch SS appliances and a separate pantry. The kitchen door allows direct access to a large walk out deck, with

    Michael Manzino Brown Harris Stevens

    19 Nanas Way, Wingdale, NY 12594
  • /4

    $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
  • 118 Lime Kiln Rd, Dover Plains, NY 12522

    $391,680 Sold May 27, 2025

    • 1,524 Sq Ft
    • $257/SF
    • 23 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1950

    118 Lime Kiln Rd, Dover Plains, NY 12522

    Welcome to your charming retreat at 118 Lime Kiln Rd. This delightful single-family home offers a perfect blend of comfort and style. With three generously-sized bedrooms, this house offers ample space for rest and relaxation. In addition to the bedrooms and bathrooms, this room has bonus space off of the upstairs bedroom which could make a great office, sitting area or nursery, offering endless

    Robin Bermudez Compass Greater NY, LLC

    118 Lime Kiln Rd, Dover Plains, NY 12522
    • /2

      Est $372,725 Not Listed For Sale

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

      35 White Farm Rd, Wingdale, NY 12594

      35 White Farm Rd, 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
  • 7 Riverdale Dr, Wingdale, NY 12594

    $490,000 Sold May 20, 2025

    • 3,136 Sq Ft
    • $156/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1988

    7 Riverdale Dr, Wingdale, NY 12594

    Welcome to 7 Riverdale Drive in sought-after Country Mill Estates! This newly renovated spacious home features 3-bedroom, 2 full baths & finished lower level offering a perfect blend of modern elegance and comfortable living. Situated on a private 0.83 level acres with beautiful mountain views! The open floor plan provides an inviting space, ideal for both relaxing and entertaining with new

    Susan Stevens BHHS Hudson Valley Properties

    7 Riverdale Dr, Wingdale, NY 12594
  • /33

    $429,000

    • 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
  • 13 Mallard Way, Dover Plains, NY 12522

    $70,000 Sold Mar 31, 2025

    • 924 Sq Ft
    • $76/SF
    • 177 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1975

    13 Mallard Way, Dover Plains, NY 12522

    This home is in excellent condition with new skirting, awning , breaker panel, switches, roof, flooring through out, new bathroom fixtures, windows, front and rear doors, all new kitchen cabinets and appliances. It is located in a 55 and over community. Monthly rent includes: taxes, water, street lights and garbage pickup., Additional Information: ParkingFeatures:2 Car Detached,

    Richard Rennia Richard A. Rennia

    13 Mallard Way, Dover Plains, NY 12522
    • /2

      Est $403,591 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,510 Sq Ft

      26 Riverdale Dr, Wingdale, NY 12594

      26 Riverdale Dr, Wingdale, NY 12594
  • /48

    $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
  • 8 Benson Ln, Dover Plains, NY 12522

    $525,000 Sold Mar 18, 2025

    • 2,420 Sq Ft
    • $217/SF
    • 65 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2004

    8 Benson Ln, Dover Plains, NY 12522

    Nestled on over an acre of beautifully landscaped, level property, this charming front porch Colonial offers nearly 2,500 square feet of spacious living filled with natural light. Step inside to discover stunning hardwood floors that flow throughout the first level, enhancing the home's warm and inviting atmosphere.The main floor features a formal dining room perfect for family gatherings, a

    Jackie Calhoun Coldwell Banker Realty

    8 Benson Ln, Dover Plains, NY 12522
  • /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
  • 1074 W Dover Rd, Pawling, NY 12564

    $100,000 Sold Mar 11, 2025

    • Land
    • 0.36 Acre
    • $277,778 per Acre
    • 129 Days On Market

    1074 W Dover Rd, Pawling, NY 12564

    Come build your Dream Home and experience the Good Life at this Wonderful Parcel of Land for Sale in Dutchess County! This is the ideal location to come home to for some peace and relaxation, underneath your lush, Crimson Maple Tree! You'll have a head start with your preparation plans. Not only is this a BOE approved property, but it boasts a 1250 foot drilled well (Pump is located 600 ft down &

    Robert Pape Keller Williams NY Realty

    1074 W Dover Rd, Pawling, NY 12564

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home