117,892

Dutchess County, NY Homes

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  • /28

    $530,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,706 Sq Ft

    58 Pine Dr, Pawling, NY 12564

    Tucked away at the end of a quiet cul-de-sac, this beautifully maintained home sits on 2.87 acres of mostly level, private property—offering the perfect blend of peaceful surroundings and everyday convenience. Step into a bright and welcoming main living area featuring a sun-filled living room with an oversized picture window framing peaceful views of the front lawn, and a dining room with

    Agent Photo

    Teddie Leonaggeo

    McGrath Realty Inc

    (845) 299-0848

    58 Pine Dr, Pawling, NY 12564
  • /20

    Starting at $909 Per Month

    • 1 - 2 Beds

    6 Anderson School Rd, Staatsburg, NY 12580

    Heritage Pointe is a 55+ independent living community located in Staatsburg, New York. Hyde Park’s premier senior rental community, beautifully situated near the Hudson River in one of New York’s most historic regions,. Heritage Pointe combines the beauty of its natural landscaping with the convenience of access to nearby shopping, historic sites in Hyde Park, Poughkeepsie’s theaters and other

    Heritage Pointe - 55+ Senior Community

    (845) 773-1995

    6 Anderson School Rd, Staatsburg, NY 12580
  • 5 Sycamore Dr, Hyde Park, NY 12538

    $369,000

    Sold Nov 05, 2025

    5 Sycamore Dr, Hyde Park, NY 12538

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Built 1958

    Last Sold Summary

    • $369/SF
    • 32 Days On Market

    Current Estimated Value $377,272

    Last Listing Agent Nancy Berish BHHS Hudson Valley Properties

    5 Sycamore Dr, Hyde Park, NY 12538
  • /6

    $875,000

    • Land
    • 25.2 Acres
    • $34,722 per Acre

    0 Route 55 Unit KEY984151, Union Vale, NY 12540

    This prime 25.2-acre commercial parcel on Route 55 is a rare large-scale development opportunity in one of Dutchess County’s most active high-growth corridors. Positioned at the intersection of Union Vale and LaGrange, the property combines expansive acreage with significant visibility to serve regional commercial or residential needs. It features 700 feet of direct frontage on Route 55,

    Agent Photo

    Diana Wiemer

    Houlihan Lawrence Inc.

    (329) 201-2596

    0 Route 55 Unit KEY984151, Union Vale, NY 12540
  • /3

    Starting at $1,650 Per Month

    • 2 Beds

    2501 Cherry Hill Dr, Poughkeepsie, NY 12603

    Cherry Hill Townhouses

    (845) 552-0685

    2501 Cherry Hill Dr, Poughkeepsie, NY 12603
  • 8 S Maple Ave, Millerton, NY 12546

    $424,900

    Sold Oct 24, 2025

    8 S Maple Ave, Millerton, NY 12546

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft
    • Built 1920

    Last Sold Summary

    • 11% Below List Price
    • $283/SF
    • 130 Days On Market

    Current Estimated Value $421,220

    Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

    8 S Maple Ave, Millerton, NY 12546
  • /25

    $419,000

    $10K PRICE DROP Pending
    • 6 Beds
    • 2 Baths
    • 3,000 Sq Ft

    52 Catharine St, Poughkeepsie, NY 12601

    Two Family Home Consisting Of (2) Three Bedroom, One Bath Apartments With Separate Utilities (Gas And Electric.) And Driveway For Parking Convenience. Each Unit Has A Combination Of Ceramic Tiled And Laminate Floors. Updates Include New Electric, New Furnaces, New Plumbing, New Roof And Updated Windows Throughout. There Is A Walkup Attic Plus An Unfinished Basement With Interior And Exterior

    Agent Photo

    Joyce Stanton

    Century 21 Hudson Valley Rlty.

    (845) 668-6849

    52 Catharine St, Poughkeepsie, NY 12601
  • /20

    Starting at $2,200 Per Month

    • 1 Bed

    86 Creek Rd, Poughkeepsie, NY 12601

    Explore the latest in modern living at our newly constructed three-story community. Offering brand-new appliances and EV chargers in every residence, convenience is at the forefront of our design. Situated near the picturesque Dutchess Rail Trail, outdoor enthusiasts will delight in easy access to nature's beauty.Our focus remains on providing residents with private, comfortable living spaces

    Creek Road Flats

    (845) 382-3128

    86 Creek Rd, Poughkeepsie, NY 12601
  • 263 Bog Hollow Rd, Wassaic, NY 12592

    $380,000

    Sold Feb 04, 2026

    263 Bog Hollow Rd, Wassaic, NY 12592

    • 4 Beds
    • 3 Baths
    • 1,792 Sq Ft
    • Built 1938

    Last Sold Summary

    • 5% Below List Price
    • $212/SF
    • 126 Days On Market

    Current Estimated Value $378,796

    Last Listing Agent Christopher Ferraro RE/MAX Town & Country

    263 Bog Hollow Rd, Wassaic, NY 12592
    • /2

      Est $413,052

      Not Listed For Sale

      2649 E Main St, Wappingers Falls, NY 12590

      • 1 Bed
      • 1 Bath
      • 600 Sq Ft
      • Built 1890
      2649 E Main St, Wappingers Falls, NY 12590

  • /27

    $449,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,874 Sq Ft

    22 Caywood Rd, Poughkeepsie, NY 12603

    This 3-bedroom, 2.5-bath beauty offers 1,874 sq ft living with an open, flowing floor plan that feels both spacious and warm. The granite kitchen impresses with a super-sized island, stainless appliances, and hardwood floors that carry throughout the main level. The large finished family room -- with a wood stove -- is perfect for cozy evenings, and the garage level includes a one-car garage plus

    Agent Photo

    Danielle Carlson-murphy

    Start Home Smart, Inc.

    (845) 420-1756

    22 Caywood Rd, Poughkeepsie, NY 12603
  • /2

    Starting at $2,500 Per Month

    • 2 Beds

    7 Oswego Rd, Pleasant Valley, NY 12569

    Rental is a two bedroom newly remodeled cottage adjacent to the main apartment building.

    (845) 420-3667

    7 Oswego Rd, Pleasant Valley, NY 12569
  • 134 Brookside Ln, Lagrangeville, NY 12540

    $699,000

    Sold Mar 31, 2026

    134 Brookside Ln, Lagrangeville, NY 12540

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • Built 2002

    Last Sold Summary

    • $233/SF
    • 31 Days On Market

    Current Estimated Value $697,248

    Last Listing Agent Pamela Kandel

    134 Brookside Ln, Lagrangeville, NY 12540
  • /2

    $80,000

    • Land
    • 1 Acre
    • $80,000 per Acre

    53 Lake Rd, Beekman, NY 12533

    Great opportunity to own a buildable lot and create the home you’ve always envisioned! Tucked away at the end of a cul-de-sac, this property offers the perfect setting for peace, privacy, and relaxation. Enjoy lake rights to beautiful Sylvan Lake, where you can spend your days swimming, fishing, canoeing, or simply soaking in the natural surroundings. Whether you’re ready to build your dream

    Agent Photo

    Isabel Alves

    RE/MAX Town & Country

    (329) 213-1857

    53 Lake Rd, Beekman, NY 12533
  • /20

    Starting at $2,300 Per Month

    • 1 Bed

    21 Raymond Ave, Poughkeepsie, NY 12603

    Arlington of Poughkeepsie Apartments offers sophisticated modern living within a truly unique historical setting. Thoughtfully repurposed from the former Arthur May School, this boutique community seamlessly blends timeless architectural character with contemporary design and upscale conveniences.Our beautifully appointed one- and two-bedroom residences feature open-concept living spaces,

    The Arlington- **Under New Management**

    (845) 723-3623

    21 Raymond Ave, Poughkeepsie, NY 12603
  • 6 Regency Dr, Wappingers Falls, NY 12590

    $450,000

    Sold Sep 16, 2025

    6 Regency Dr, Wappingers Falls, NY 12590

    • 3 Beds
    • 1.5 Baths
    • 1,587 Sq Ft
    • Built 1965

    Last Sold Summary

    • 5% Above List Price
    • $284/SF
    • 41 Days On Market

    Current Estimated Value $448,213

    Last Listing Agent Jaime Sullivan Century 21 Full Service Realty

    6 Regency Dr, Wappingers Falls, NY 12590
  • /26

    $549,000

    • 7 Beds
    • 4 Baths

    152 Cannon St, Poughkeepsie, NY 12601

    Four Family Building Offering (3)Two Bedroom Apartments & (1) One Bedroom With Separate Utilities (Gas And Electric). This Turnkey Property Is Fully Rented And Includes A Spacious Backyard For Year Around Fun. Conveniently Located Close To Many Amenities, Major Highways, Restaurants/Delis, Shopping, Transportation And More. This Is An AS IS Sale, See Other Remarks For More Information.

    Agent Photo

    Joyce Stanton

    Century 21 Hudson Valley Rlty.

    (845) 506-1285

    152 Cannon St, Poughkeepsie, NY 12601
  • /16

    Starting at $2,700 Per Month

    • 1 Bed

    344 Main St, Beacon, NY 12508

    Experience luxury living in the heart of Beacon! Our upscale apartments for lease offer spacious 1, 2, and 3 bedroom units, each featuring modern amenities that elevate your lifestyle. Step inside to discover sleek kitchens with Energy Star stainless steel appliances, beautiful quartz countertops, and stylish Euro-style cabinetry. The warm wood-style flooring and expansive windows flood the space

    344 Main

    (845) 420-3436

    344 Main St, Beacon, NY 12508
  • 0 Overlook Rd, Pawling, NY 12564

    $115,000

    Sold Nov 14, 2025

    0 Overlook Rd, Pawling, NY 12564

    • Land
    • 1.4 Acres
    • $82,143 per Acre

    Last Sold Summary

    • 21% Below List Price
    • 249 Days On Market

    Last Listing Agent Judith 'Judy' Albert BHHS Hudson Valley Properties

    0 Overlook Rd, Pawling, NY 12564
  • /17

    $4,499,000

    • 6 Beds
    • 2 Baths
    • 4,716 Sq Ft

    1196 New York 82, Hopewell Junction, NY 12533

    Historic Gem of a Family Farm situated within the urban neighborhoods of Hopewell Junction, just two miles off of the Taconic Parkway, this unique offering with rolling hills surround this family farm which has been owned by the same family for generations. The central hilltop peak elevation in the middle of property offers full panorama views of the nearby Dutchess Hills, Catskills, Shawangunks,

    Agent Photo

    Sherret Chase

    Four Seasons Sotheby's Int'l R

    (329) 217-0467

    1196 New York 82, Hopewell Junction, NY 12533
  • /19

    Starting at $2,011 Per Month

    • 1 - 2 Beds

    180 Main St, Poughkeepsie, NY 12601

    Available for rent are one and two bedroom apartments located at 178 Main Street, Queen City Lofts in Poughkeepsie. All within a short distance to all of the following Metro-North & Amtrak Train Station, Walkway Over the Hudson, Cunneen-Hackett Arts Center, Poughkeepsie, Public ,Library, City Hall & County Offices Historical Bardavon Opera House Prestigious Colleges: Marist, Culinary Institute of

    Queen City Lofts Apartments

    (845) 714-0467

    180 Main St, Poughkeepsie, NY 12601
  • 321 Titusville Rd - 128, Poughkeepsie Township, NY 12603

    $170,000

    Sold Apr 27, 2026

    321 Titusville Rd - 128, Poughkeepsie Township, NY 12603

    • 1 Bed
    • 1 Bath
    • 882 Sq Ft
    • Built 1968

    Last Sold Summary

    • 5% Below List Price
    • $193/SF
    • 178 Days On Market

    Last Listing Agent Matthew Baron Exit Realty Connections

    321 Titusville Rd - 128, Poughkeepsie Township, NY 12603
  • /38

    $990,000

    • 4 Beds
    • 5 Baths
    • 7,693 Sq Ft

    126 Old Hopewell Rd, Wappingers Falls, NY 12590

    Welcome to this extraordinary 4-bedroom, 7,693-square-foot contemporary estate, offering an additional 1,444 square feet dedicated to a spectacular indoor pool and entertaining area, all privately situated on 10.65 scenic acres. A tree-lined driveway with a beautiful circular fountain entrance sets the tone as you arrive at this one-of-a-kind luxury retreat.Step inside and immediately be

    Agent Photo

    Michael Dunstan

    RE/MAX Town & Country

    (329) 201-2198

    126 Old Hopewell Rd, Wappingers Falls, NY 12590
  • /6

    Starting at $1,300 Per Month

    • Studio - 2 Beds

    1-6 Mountainview Knolls Dr, Fishkill, NY 12524

    Mountain View Knolls

    (845) 288-5023

    1-6 Mountainview Knolls Dr, Fishkill, NY 12524
  • 10 Todd Hill Rd, Poughkeepsie, NY 12603

    $943,000

    Sold Aug 22, 2025

    10 Todd Hill Rd, Poughkeepsie, NY 12603

    • 4 Beds
    • 4.5 Baths
    • 4,116 Sq Ft
    • Built 2008

    Last Sold Summary

    • 5% Above List Price
    • $229/SF
    • 32 Days On Market

    Current Estimated Value $969,651

    Last Listing Agent Bradley Nichols eXp Realty

    10 Todd Hill Rd, Poughkeepsie, NY 12603
  • /10

    $199,000

    • Land
    • 30,927 Sq Ft
    • $280,282 per Acre

    0 Stewart Ave, Beacon, NY 12508

    BOHA .71 acre building lot in the Town of Fishkill within the Beacon City School District. Just two miles from Main Street restaurants, theater & galleries, this subdivided parcel is bordered by mature shade trees and enjoys a cozy corner location in a small, friendly neighborhood. Municipal water available. Rare, affordable opportunity to build your perfect home!

    Agent Photo

    Jennifer Velez

    Joncar Realty Inc

    (845) 251-3279

    0 Stewart Ave, Beacon, NY 12508
  • /8

    $1,000 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    34 Railroad St Unit 11, Dover Plains, NY 12522

    Property Id: 1266681The 1 bedroom apartment features a grassy yard. Additionally it has ceramic tile in kit, LR, bthrm and engineered floor in bdrm. There are 3 new East-facing windows. Small dogs considered with in-person meet & greet + up to date vet records. Apartment and area outside unit is designated as 100% non-smoking.Semi-designated parking spot for

    (845) 605-7915

    34 Railroad St Unit 11, Dover Plains, NY 12522
  • 155 Metzger Rd Unit 19, Red Hook, NY 12571

    $250,000

    Sold Jul 29, 2025

    155 Metzger Rd Unit 19, Red Hook, NY 12571

    • 3 Beds
    • 2 Baths
    • 1,609 Sq Ft
    • Built 2024

    Last Sold Summary

    • 2% Below List Price
    • $155/SF
    • 77 Days On Market

    Last Listing Agent Catherine Mondello Mondello Upstate Properties

    155 Metzger Rd Unit 19, Red Hook, NY 12571
  • /30

    $560,000

    Pending
    • 6 Beds
    • 3 Baths
    • 3,473 Sq Ft

    2574-2576 South Ave, Wappingers Falls, NY 12590

    Prime Two-Family Investment Property with 3-Car Garage in the Heart of Wappingers Falls, NYDon’t miss this outstanding opportunity to own a two-family property perfectly situated in the heart of Wappingers Falls—just steps from Main Street’s shops, cafés, and the picturesque falls. Offering both rental income and long-term value, this versatile property is ideal for investors or

    Agent Photo

    Isabel Alves

    RE/MAX Town & Country

    (329) 210-2070

    2574-2576 South Ave, Wappingers Falls, NY 12590
  • /11

    $1,800 Per Month

    • 2 Beds
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    15 Albany St Unit 2, Poughkeepsie, NY 12601

    Property Id: 2204169Enjoy bright, modern living in this beautifully designed 2 bed, 1 bath apartment just steps from the Metro-North train station and the lively Main Street district. Explore local restaurants, cafés, and boutique shops, or take a stroll to the scenic Walkway Over the Hudson. Perfectly located near Marist College, Vassar College, and the Culinary Institute of America, and

    (845) 668-3560

    15 Albany St Unit 2, Poughkeepsie, NY 12601
  • 1 Philmore Dr, Poughkeepsie, NY 12603

    $415,000

    Sold Jan 22, 2026

    1 Philmore Dr, Poughkeepsie, NY 12603

    • 3 Beds
    • 2 Baths
    • 1,188 Sq Ft
    • Built 1972

    Last Sold Summary

    • 7% Below List Price
    • $349/SF
    • 39 Days On Market

    Current Estimated Value $416,937

    Last Listing Agent Christopher Acuti RE/MAX Town & Country

    1 Philmore Dr, Poughkeepsie, NY 12603

Showing Results 241 - 280, Page 7 of 18

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