117,887

Dutchess County, NY Homes

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  • /28

    $425,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,128 Sq Ft

    11 Toomey Dr, Poughkeepsie, NY 12603

    Move right in to this charming updated single-family ranch home offering 3 bedrooms, 1 bathroom, and 1,128sq.ft. of practical living space. Built in 1955, this well-maintained home is nestled in a peaceful residential neighborhood just minutes from Vassar College and Greenvale Park. Step inside to find bright living spaces ready for your personal touch, with ample natural light and comfortable

    Agent Photo

    Alicia Goldman

    Christie's Int. Real Estate

    (845) 379-3619

    11 Toomey Dr, Poughkeepsie, NY 12603
  • /24

    $1,950 Per Month

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

    129 Charles Colman Blvd Unit A2, Pawling, NY 12564

    At your fingertips! Everything the Village of Pawling has to offer - Metro North, Lakeside Park, shopping, restaurants and services. Clean, affordable, two bedroom second floor apartment with newer windows and lots of extra storage. Good sized Living Room with plenty of sunshine. Eat in Kitchen with maple cabinets, recessed lighting and tile floor makes this fully functional for your cooking

    Agent Photo

    Judith 'Judy' Albert

    BHHS Hudson Valley Properties

    (845) 668-4575

    129 Charles Colman Blvd Unit A2, Pawling, NY 12564
  • 121 Hillside Rd, Poughquag, NY 12570

    $469,000

    Sold Jan 05, 2026

    121 Hillside Rd, Poughquag, NY 12570

    • 3 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • Built 1984

    Last Sold Summary

    • $234/SF
    • 88 Days On Market

    Current Estimated Value $481,603

    Last Listing Agent Jacqueline Redahan Century 21 Alliance Realty Grp

    121 Hillside Rd, Poughquag, NY 12570
  • /40

    $2,995,000

    $1M PRICE DROP
    • 4 Beds
    • 4 Baths
    • 4,103 Sq Ft

    476 Carpenter Hill Rd, Pine Plains, NY 12567

    Modern Minimalist Estate on 19 Bucolic Acres in Dutchess County, NY. A rare Hudson Valley offering where bold modern design meets pastoral beauty. Completed in late 2024, this 4,700+ sq ft single-level home sits on 19 acres of flat, fenced farmland along scenic Shekomeko Creek. The residence features a 3,057+/-sq ft main house, 1,046+/- sq ft greenhouse-conservatory, and 1,423 +/-sq ft heated

    Agent Photo

    Rebecca Doh

    W. Raveis Lifestyles Realty

    (518) 594-8655

    476 Carpenter Hill Rd, Pine Plains, NY 12567
  • /46

    Starting at $2,275 Per Month

    • 1 - 2 Beds

    19 Anthony Dr, Poughkeepsie, NY 12601

    A beautiful rental community, conveniently located Poughkeepsie, New York, is perfectly located on the Hudson River. With access to local shops, schools, major train and highway routes to Manhattan and Albany, Country Club Apartments and the surrounding area offer a convenient location with a vibrant community of its own.Our studios; one bedrooms, two bedrooms, and three bedrooms rental

    Country Club Apartments

    (845) 714-0103

    19 Anthony Dr, Poughkeepsie, NY 12601
  • 135 Stowe Dr, Poughquag, NY 12570

    $675,000

    Sold Sep 29, 2025

    135 Stowe Dr, Poughquag, NY 12570

    • 4 Beds
    • 2.5 Baths
    • 3,308 Sq Ft
    • Built 1988

    Last Sold Summary

    • 4% Above List Price
    • $204/SF
    • 24 Days On Market

    Current Estimated Value $690,293

    Last Listing Agent Crystal De Raffele RE/MAX Town & Country

    135 Stowe Dr, Poughquag, NY 12570
  • /19

    $519,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    19 Scenic Dr, Poughkeepsie, NY 12603

    Thoughtfully updated with timeless style, this meticulously maintained 3-bedroom home offers hardwood floors throughout and a bright, open-concept layout. The beautifully designed white kitchen is appointed with granite countertops, stainless steel appliances, a farmhouse sink perfectly positioned beneath a window overlooking the backyard, and modern pendant lighting accenting the extended

    Agent Photo

    Amber Thomas

    Compass Greater NY, LLC

    (845) 539-0866

    19 Scenic Dr, Poughkeepsie, NY 12603
  • /22

    $1,950 Per Month

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft
    • Apartment for Rent

    174 South Ave Unit 2, Poughkeepsie, NY 12601

    Freshly Painted Second Floor, Three Bedroom Apartment Available Immediately. Rental Unit Offers Spacious Bedrooms, Newer Flooring, Kitchen With Washer/Dryer Hookups And A Fenced In Backyard. The Convenience Of Being Close To The Waterfront, Train Station, Vassar Medical Center And Other Amenities May Make This Apt Your Right Choice. Future Residents Will Pay Their Own Utilities. A Complete Rental

    Agent Photo

    Joyce Stanton

    Century 21 Hudson Valley Rlty.

    (845) 402-2112

    174 South Ave Unit 2, Poughkeepsie, NY 12601
  • Lot 748535 Hollow Crest Ln, Millbrook, NY 12545

    $130,000

    Sold Mar 12, 2026

    Lot 748535 Hollow Crest Ln, Millbrook, NY 12545

    • Land
    • 6.2 Acres
    • $20,968 per Acre

    Last Sold Summary

    • 31% Above List Price
    • 19 Days On Market

    Last Listing Agent Thomas Santore Coldwell Banker Realty

    Lot 748535 Hollow Crest Ln, Millbrook, NY 12545
  • /33

    $539,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,850 Sq Ft

    27 Monaco Dr, Hopewell Junction, NY 12533

    Opportunities like this don’t come along often! This beautifully maintained, move-in ready ranch offers the perfect blend of comfort, space, and convenience. Featuring 4 spacious bedrooms and 2 updated baths, including a large primary suite, this home is designed for easy living. The focal point of this home is the stunning, renovated 2022 kitchen, showcasing granite countertops, stainless steel

    Agent Photo

    Jaime Sullivan

    Century 21 Full Service Realty

    (329) 212-0679

    27 Monaco Dr, Hopewell Junction, NY 12533
  • /23

    Starting at $2,950

    Total Monthly Price

    • 1 - 2 Beds

    57 W Merritt Blvd, Fishkill, NY 12524

    Westgate is located in the heart of Fishkill, NY, a city steeped in history and natural beauty. Residents enjoy a rare balance of serene, Hudson Valley living and all the amenities of a full-service rental community - combining luxury, privacy, and convenience. Featuring a limited collection of 28 spacious 1 and 2 bedroom apartments with elevator access, and additional office spaces available for

    Westgate, An Eagle Rock Community

    (845) 420-3535

    57 W Merritt Blvd, Fishkill, NY 12524
  • 83 S Gate Dr, Poughkeepsie, NY 12601

    $420,000

    Sold Sep 30, 2025

    83 S Gate Dr, Poughkeepsie, NY 12601

    • 3 Beds
    • 2.5 Baths
    • 1,712 Sq Ft
    • Built 1964

    Last Sold Summary

    • 2% Below List Price
    • $245/SF
    • 27 Days On Market

    Current Estimated Value $433,737

    Last Listing Agent Yameil Nunez Serhant LLC

    83 S Gate Dr, Poughkeepsie, NY 12601
    • /21

      Est $543,685

      Not Listed For Sale

      700 Smithfield Rd, Millerton, NY 12546

      • 3 Beds
      • 3 Baths
      • 1,790 Sq Ft
      • Built 1979
      700 Smithfield Rd, Millerton, NY 12546

      Last Sold Summary

      • 287 Days On Market

  • /50

    $575,000

    Pending
    • 3 Beds
    • 3 Baths
    • 2,650 Sq Ft

    25 Degarmo Rd, Poughkeepsie, NY 12603

    Welcome to 25 Degarmo Road, nestled in the charming Arlington community of Poughkeepsie! A move-in ready gem with modern upgrades and unbeatable comfort! This beautifully maintained home features a brand new water heater and energy-saving solar panels, making it as efficient as it is inviting. The roof is only 4 years old, ensuring peace of mind for years to come, while the one-year-old

    Agent Photo

    Omar Harper

    Epique Realty

    (845) 210-9826

    25 Degarmo Rd, Poughkeepsie, NY 12603
  • /10

    $3,000 Per Month

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

    193 Overhill Rd Unit R, Stormville, NY 12582

    Welcome to this beautifully maintained 2-bedroom, 1-bath apartment in the peaceful community of Stormville, NY. This move-in ready unit offers the perfect blend of comfort, convenience, and nature. Enjoy an all-inclusive lifestyle with rent covering heat, hot water, electricity, and utilities—no extra monthly surprises. The apartment features an in-unit washer and dryer, providing everyday ease

    Agent Photo

    Mareline Sosa

    Joseph W Johns

    (329) 210-5955

    193 Overhill Rd Unit R, Stormville, NY 12582
  • 175 Old Quaker Hill Rd, Pawling, NY 12564

    $637,500

    Sold Dec 31, 2025

    175 Old Quaker Hill Rd, Pawling, NY 12564

    • 4 Beds
    • 5 Baths
    • 4,018 Sq Ft
    • Built 1952

    Last Sold Summary

    • 9% Below List Price
    • $159/SF
    • 114 Days On Market

    Current Estimated Value $843,300

    Last Listing Agent Tom Consaga RE/MAX Ace Realty

    175 Old Quaker Hill Rd, Pawling, NY 12564
  • /50

    $1,095,000

    $105K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,048 Sq Ft

    33 Willow Brook Ridge, Clinton Corners, NY 12514

    Privately nestled on 6.5 wooded acres at the end of a quiet country lane, this beautifully updated Colonial captures the Hudson Valley lifestyle today’s buyers are searching for! Peaceful, design-forward living surrounded by nature, yet just minutes to Rhinebeck, the Taconic Parkway, and the train to NYC. Designed for both laid-back everyday living and memorable weekends with family & friends,

    Agent Photo

    Margaret Mondello

    Margaret Mondello Real Estate

    (845) 393-6730

    33 Willow Brook Ridge, Clinton Corners, NY 12514
  • /12

    Starting at $3,125 Per Month

    • 1 - 2 Beds

    80 Sterling Dr, Wappingers Falls, NY 12590

    Established in the vibrant southeast Wappingers Falls area, Riverbend at Wappingers Falls is the pleasant sanctuary you've been waiting for. This is a cozy suburban retreat with big-town convenience nearby. Be in the heart of Poughkeepsie in a matter of minutes with quick access to Highway 9 and the commuter rail service, or keep things close to home with plenty to see and do right around the

    RiverBend at Wappingers Falls Apartments

    (845) 305-5533

    80 Sterling Dr, Wappingers Falls, NY 12590
  • 2408 Bennington Dr, Fishkill, NY 12524

    $425,000

    Sold Apr 09, 2026

    2408 Bennington Dr, Fishkill, NY 12524

    • 2 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • Built 2010

    Last Sold Summary

    • $355/SF
    • 38 Days On Market

    Current Estimated Value $425,306

    Last Listing Agent Alex Mashkin Keller Williams Realty Partner

    2408 Bennington Dr, Fishkill, NY 12524
  • /23

    $599,900

    $29K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,000 Sq Ft

    Unlisted Address

    Unique Barndominium on 3+ beautiful acres in Dutchess County. 2 additional neighboring farm land parcels are also available to purchase (4+ acres and 20 acres) Set on gently rolling fields, this one-of-a-kind Barndominium offers an open, airy layout with abundant natural light - creating the perfect backdrop for country living, equestrians, art studio or a weekend getaway. Package deals available

    Agent Photo

    Diana Murphy

    HomeSmart Homes & Estates

    (329) 201-5922

    Unlisted Address
  • /9

    $950 Per Month

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

    1256 North Ave Unit 15, Beacon, NY 12508

    1-bedroom rental in Beacon offering simple, comfortable living. All utilities included for easy budgeting.Conveniently located near shops, restaurants, major highways, and Metro-North—ideal for commuters.

    Agent Photo

    Ammar Iqbal

    eXp Realty

    (845) 445-6622

    1256 North Ave Unit 15, Beacon, NY 12508
  • 23 Clearview Rd, Wingdale, NY 12594

    $100,000

    Sold Jun 03, 2026

    23 Clearview Rd, Wingdale, NY 12594

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft
    • Built 1977

    Last Sold Summary

    • 23% Below List Price
    • $69/SF
    • 267 Days On Market

    Last Listing Agent Peggy MacLeay-Generoso McGrath Realty Inc

    23 Clearview Rd, Wingdale, NY 12594
    • Unlisted Address

      Est $597,268

      Not Listed For Sale

      Unlisted Address

      • 3 Beds
      • 2.5 Baths
      • 2,092 Sq Ft
      • Built 2016
      Unlisted Address

      Last Sold Summary

      • 77 Days On Market

  • /44

    $899,000

    • 3 Beds
    • 2 Baths
    • 1,725 Sq Ft

    41 Diddell Rd, Wappingers Falls, NY 12590

    The Ultimate Lifestyle Estate! From the remodeled chef’s kitchen with granite counters to a massive 3,200 sq. ft. Pole Barn, this property is a fusion of modern luxury with serious utility. Set in a tax-saving Agricultural District, you’ll find 2 stocked ponds (boats included!), a classic Red Barn with chickens and with horse-stall potential, a 10-acre landscape featuring investment-ready

    Agent Photo

    Lisa Kelly

    Exit Realty Connections

    (329) 210-1548

    41 Diddell Rd, Wappingers Falls, NY 12590
  • /28

    Starting at $2,335

    Total Monthly Price

    • 1 - 3 Beds

    80 Jefferson Blvd, Fishkill, NY 12524

    Welcome to your private oasis. Eagle Rock Apartments at Fishkill, formerly known as Village at Merritt Park, in New York's picturesque Dutchess County, offers pet-friendly one, two, and three bedroom apartments with newly renovated interiors and resort-caliber amenities. You'll feel a world away, surrounded by woods and the soothing sounds of the Fishkill Creek that borders the community. But you

    Eagle Rock Apartments at Fishkill

    (845) 420-3085

    80 Jefferson Blvd, Fishkill, NY 12524
  • 6 Old Town Rd, Beacon, NY 12508

    $950,000

    Sold May 15, 2026

    6 Old Town Rd, Beacon, NY 12508

    • 4 Beds
    • 3.5 Baths
    • 4,200 Sq Ft
    • Built 2009

    Last Sold Summary

    • 3% Below List Price
    • $226/SF
    • 29 Days On Market

    Current Estimated Value $957,608

    Last Listing Agent Monica Whitney Exit Realty Connections

    6 Old Town Rd, Beacon, NY 12508
  • /19

    $299,900

    Pending
    • 7 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    313 Mansion St, Poughkeepsie, NY 12601

    Offer Accepted! Handicap Accessible Home Offers A Real Bargain With Several Bedrooms, Bathrooms, Detached Two Car Garage, Fenced In Yard On A Corner Lot. The Interior Displays Spacious Rooms, Hardwood Floors (under some carpeting), French Doors And Plenty Room For Even The Extended Family. Updates Include Newer Roof With Solar Panels And Newer Stainless Steel Appliances. Conveniently Located

    Agent Photo

    Joyce Stanton

    Century 21 Hudson Valley Rlty.

    (845) 393-9244

    313 Mansion St, Poughkeepsie, NY 12601
  • /13

    $2,100 Per Month

    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    273 South Rd, Holmes, NY 12531

    Spacious Studio on Private LandEnjoy peaceful country living in this spacious studio apartment sharing the same property as the main house. Set on a large, private lot with a expansive backyard, this unit offers plenty of privacy and space to relax outdoors.Features Include:• Large kitchen with dishwasher• Brand new, high-efficiency mini-split system for heating and central air

    Agent Photo

    Milton Hyatt

    KFortuna All Aspects Realty

    (845) 579-3916

    273 South Rd, Holmes, NY 12531
  • 1601 Route 199, Red Hook, NY 12571

    $415,000

    Sold Oct 14, 2025

    1601 Route 199, Red Hook, NY 12571

    • 3 Beds
    • 2 Baths
    • 1,097 Sq Ft
    • Built 1972

    Last Sold Summary

    • 3% Below List Price
    • $378/SF
    • 30 Days On Market

    Current Estimated Value $446,000

    Last Listing Agent Jason Schobert eXp Realty

    1601 Route 199, Red Hook, NY 12571
  • /24

    $325,000

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,298 Sq Ft

    5202 Chelsea Cove N, Hopewell Junction, NY 12533

    Welcome to this spacious tri-level, 3-bedroom, 1.5-bath condominium in the heart of Hopewell, offering incredible potential and a fantastic location close to beautiful Sylvan Lake — perfect for swimming, boating, and fishing enthusiasts! Conveniently located just minutes from the Taconic State Parkway, this home offers an easy commute while still enjoying a peaceful community setting. Inside,

    Agent Photo

    Joanne Debellis

    Debellis Real Estate LLC

    (329) 210-3534

    5202 Chelsea Cove N, Hopewell Junction, NY 12533
  • /10

    Starting at $3,275

    Total Monthly Price

    • 1 - 3 Beds

    75 Jackson St, Fishkill, NY 12524

    Discover your new residence at Hudson Place, An Eagle Rock Community, ideally located in Fishkill, NY. This location offers an exceptional living experience, highlighted by a range of amenities and readily available units. Our dedicated leasing team is on hand to facilitate your search for the perfect home. Nestled near Marist College and Mount Saint Mary College, Hudson Place benefits from its

    Hudson Place Apartments

    (845) 393-3488

    75 Jackson St, Fishkill, NY 12524
  • 160 Academy St Unit 9L, Poughkeepsie, NY 12601

    $135,000

    Sold Sep 10, 2025

    160 Academy St Unit 9L, Poughkeepsie, NY 12601

    • 1 Bed
    • 1.5 Baths
    • 900 Sq Ft
    • Built 1975

    Last Sold Summary

    • 55% Below List Price
    • $150/SF
    • 336 Days On Market

    Current Estimated Value $147,000

    Last Listing Agent Kathy Shumway Win Morrison Realty

    160 Academy St Unit 9L, Poughkeepsie, NY 12601
    • /42

      Est $5,298,398

      Not Listed For Sale

      285 Becker Hill Rd, Red Hook, NY 12571

      • 6 Beds
      • 4.5 Baths
      • 7,482 Sq Ft
      • Built 2020
      285 Becker Hill Rd, Red Hook, NY 12571

      Last Sold Summary

      • 36 Days On Market

Showing Results 1 - 40, Page 1 of 18

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