116,030

Dutchess County, NY Homes

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  • /8

    $3,495,000

    • Land
    • 234 Acres
    • $14,936 per Acre

    317 Skunks Misery Rd, Millerton, NY 12546

    Rarely does a property of this caliber become available. Spanning approximately 234 acres across two contiguous parcels (162 acres and 71.5 acres), this exceptional offering features productive hay and corn fields, rolling farmland, mature woodlands, and breathtaking long-range views of the Taconic Mountains and Catskills. Multiple elevated building sites provide the opportunity to create a

    Helen Murray William Pitt Sothebys Int Rlty

    317 Skunks Misery Rd, Millerton, NY 12546
  • /4

    $1,600 Per Month

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Townhouse for Rent

    296 Mill St Unit 2, Poughkeepsie, NY 12601

    Discover the charm of this newly renovated 1 bedroom apartment in Poughkeepsie, NY! This bright, open space is ready for you to make it your own. With plenty of room to create a cozy, comfortable living area. Don't miss out on this inviting, move-in-ready apartment!

    Yesenia Pagan Keller Williams Realty Partner

    296 Mill St Unit 2, Poughkeepsie, NY 12601
  • 20 S Gilmore Blvd, Wappingers Falls, NY 12590

    $330,000

    Sold Aug 07, 2026

    20 S Gilmore Blvd, Wappingers Falls, NY 12590

    • 2 Beds
    • 1 Bath
    • 1,210 Sq Ft
    • Built 1956

    Last Sold Summary

    • $273/SF
    • 31 Days On Market

    Current Estimated Value $321,847

    Last Listing Agent Connor Nolan Integrity Core Realty

    20 S Gilmore Blvd, Wappingers Falls, NY 12590
    • 29 Merrit Ave, Millbrook, NY 12545

      Not Listed For Sale

      29 Merrit Ave, Millbrook, NY 12545

      • 5 Beds
      • 3.5 Baths
      • 2,584 Sq Ft
      • Built 1930
      29 Merrit Ave, Millbrook, NY 12545

      Last Sold Summary

      • 265 Days On Market

      Last Listing Agent Lydia Hendricks Weichert Realtors

  • /2

    $1,600,000

    $225K PRICE DROP
    • Land
    • 33.2 Acres
    • $48,193 per Acre

    0 Medwyn Ln Unit 27609375, Red Hook, NY 12571

    Stoneledge is a fully approved nine-lot subdivision nestled in the woodlands of Red Hook, New York - an exceptional opportunity for builders, developers and investors ready to move without the years of entitlement work already behind them. Set along Medwyn Lane at the intersection of Springlake Road in Dutchess County, the offering consists of nine residential lots ranging from 1.5 to 1.9 acres

    Jordan Vaccaro Serhant LLC

    0 Medwyn Ln Unit 27609375, Red Hook, NY 12571
  • /14

    $2,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,071 Sq Ft
    • Townhouse for Rent

    5 Loudon Dr, Fishkill, NY 12524

    -- Welcome home to this spacious 2 bedroom, 2 bath top-floor end unit condo in The Park. Offering 1,071 square feet of comfortable living space, this well-maintained rental features updated bathrooms, and the convenience of an in-unit washer and dryer. Rent includes heat, hot water, trash removal, lawn care, and snow removal, making for easy, low-maintenance living. Residents enjoy access to

    5 Loudon Dr, Fishkill, NY 12524
  • 118 Elmcrest Dr, Fishkill, NY 12524

    $340,000

    Sold Mar 23, 2026

    118 Elmcrest Dr, Fishkill, NY 12524

    • 1 Bed
    • 1.5 Baths
    • 944 Sq Ft
    • Built 1991

    Last Sold Summary

    • 8% Below List Price
    • $360/SF
    • 48 Days On Market

    Current Estimated Value $348,967

    Last Listing Agent Ryan Arket Compass Greater NY, LLC

    118 Elmcrest Dr, Fishkill, NY 12524
    • 26 Cooper Rd Unit 903, Poughkeepsie, NY 12603

      Est $125,000

      Not Listed For Sale

      26 Cooper Rd Unit 903, Poughkeepsie, NY 12603

      • 1 Bed
      • 1 Bath
      • 1,000 Sq Ft
      • Built 1974
      26 Cooper Rd Unit 903, Poughkeepsie, NY 12603

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Michelle Ayala BHHS Hudson Valley Properties

  • /24

    $570,000

    $25K PRICE DROP
    • 7 Beds

    109 Shenandoah Rd, Hopewell Junction, NY 12533

    Don't miss this unique multi-unit investment opportunity in a highly desirable location with convenient access to Interstate 84 and the Taconic State Parkway.The property features three separate living spaces, including a spacious two-bedroom main residence occupying the first and second floors, a one-bedroom basement apartment, and a detached two-bedroom cottage. The cottage is currently

    Anthony Hardisty Sams Realty

    109 Shenandoah Rd, Hopewell Junction, NY 12533
  • /9

    $1,800 Per Month

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

    2 Charles St, Poughkeepsie, NY 12601

    Welcome to 2 Charles Street! This bright and inviting second floor apartment offers 2 bedrooms and 1 full bath, featuring stainless steel appliances, abundant natural light, a private balcony, and access to shared yard space. Conveniently located near the Poughkeepsie Train station, with easy access to Marist University, the Culinary Institute of America, Vassar College, shopping, dining, and

    Jason Lysack River to Ridge Rlty Associates

    2 Charles St, Poughkeepsie, NY 12601
  • 70 Lakeview Dr, Holmes, NY 12531

    $800,000

    Sold Jun 05, 2026

    70 Lakeview Dr, Holmes, NY 12531

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 1940

    Last Sold Summary

    • 6% Below List Price
    • $500/SF
    • 2 Days On Market

    Current Estimated Value $763,951

    Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

    70 Lakeview Dr, Holmes, NY 12531
    • 26 Farmington Rd, Wappingers Falls, NY 12590

      Est $872,077

      Not Listed For Sale

      26 Farmington Rd, Wappingers Falls, NY 12590

      • 4 Beds
      • 3 Baths
      • 2,961 Sq Ft
      • Built 2017
      26 Farmington Rd, Wappingers Falls, NY 12590

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Jake Garay Serhant LLC

  • /50

    $525,000

    • 3 Beds
    • 3 Baths
    • 1,950 Sq Ft

    66 Reservoir Rd, Pawling, NY 12564

    Experience refined privacy in this light-filled 3-bedroom, 3-bath Hi-Ranch in a peaceful country setting. This property sits on a beautiful and level 3.19 acres in Pawling, NY, framed by evergreen trees and mature landscaping reflecting a gardener's legacy. The interior reflects a loving family’s touch; it is functional and comfortable, with great potential for modern updates. Its standout

    SUSAN WYNNE RE/MAX Town & Country

    66 Reservoir Rd, Pawling, NY 12564
  • /8

    $1,600 Per Month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    23 Alexander Dr Unit 22, Hyde Park, NY 12538

    Welcome to Haviland Apartments, a conveniently located community in Hyde Park, New York, near Haviland Shopping Center on Violet Avenue and Alexander Drive. The property offers practical one- and two-bedroom layouts, on-site parking, and easy access to neighborhood shopping, dining, takeout, and everyday services.Residents are close to restaurants, cafés, markets, and retailers along

    23 Alexander Dr Unit 22, Hyde Park, NY 12538
  • 20 Jean Dr, Poughkeepsie, NY 12601

    $450,000

    Sold Nov 04, 2025

    20 Jean Dr, Poughkeepsie, NY 12601

    • 4 Beds
    • 1.5 Baths
    • 1,512 Sq Ft
    • Built 1963

    Last Sold Summary

    • 6% Above List Price
    • $298/SF
    • 14 Days On Market

    Current Estimated Value $463,209

    Last Listing Agent Ronald Green KW MidHudson

    20 Jean Dr, Poughkeepsie, NY 12601
    • 160 Academy St Unit 8L, Poughkeepsie, NY 12601

      Est $229,000

      Not Listed For Sale

      160 Academy St Unit 8L, Poughkeepsie, NY 12601

      • 1 Bed
      • 1.5 Baths
      • 900 Sq Ft
      • Built 1972
      160 Academy St Unit 8L, Poughkeepsie, NY 12601

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Justina Trainor BHHS Hudson Valley Properties

  • /32

    $495,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,426 Sq Ft

    99 W Market St, Red Hook, NY 12571

    Red Hook Village, Circa 1930 Vintage Cape Cod. First time offered in 30 years! Current owners purchased this very special property from the original owner's heir and have lovingly maintained and preserved the integrity of the home ever since. The original front door, a preview of the enchantment that beckons, with period carpentry, hardware and arched frame molding, welcomes visitors into a

    Terese Mondello MONDELLO UPSTATE PROPERTIES LLC

    99 W Market St, Red Hook, NY 12571
  • /6

    $1,700 Per Month

    • 1 Bed
    • 1 Bath
    • 3,370 Sq Ft
    • Apartment for Rent

    33 Virginia Ave, Poughkeepsie, NY 12601

    Welcome to this bright and inviting apartment offering a spacious, comfortable layout filled with natural light. Beautiful hardwood floors add warmth and character throughout, while the eat-in kitchen and generously sized bedrooms provide plenty of space for everyday living. Enjoy the convenience of 1 assigned parking space and a great location close to shops, restaurants, public transportation,

    Julia Marroquin Posada Joseph Baratta Company Realty

    33 Virginia Ave, Poughkeepsie, NY 12601
  • 39 Carriage Hill Ln, Poughkeepsie, NY 12603

    $465,000

    Sold Aug 11, 2026

    39 Carriage Hill Ln, Poughkeepsie, NY 12603

    • 4 Beds
    • 2.5 Baths
    • 2,380 Sq Ft
    • Built 1972

    Last Sold Summary

    • 7% Below List Price
    • $195/SF
    • 61 Days On Market

    Current Estimated Value $481,141

    Last Listing Agent Carl Franklyn Keller Williams Rlty Landmark

    39 Carriage Hill Ln, Poughkeepsie, NY 12603
    • 30 Biltmore Dr, Hopewell Junction, NY 12533

      Est $923,501

      Not Listed For Sale

      30 Biltmore Dr, Hopewell Junction, NY 12533

      • 4 Beds
      • 3.5 Baths
      • 4,222 Sq Ft
      • Built 2017
      30 Biltmore Dr, Hopewell Junction, NY 12533

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Michael Kahns Compass Greater NY, LLC

  • /40

    $465,000

    • 4 Beds
    • 2.5 Baths
    • 2,905 Sq Ft

    149 Washington St, Poughkeepsie, NY 12601

    Welcome to 149 Washington street, where beauty, functionality and affordability meet. Featuring 4 bedrooms, 2.5 bathrooms, a fully renovated kitchen, formal dining room, semi finished basement and beautiful livingroom fitted with a timeless stone fireplace. An additional flexible living space is offered as a fully finished attic boasts a huge amount of addition square footage. This home offers

    Kaitlin Olivera Keller Williams Hudson Valley

    149 Washington St, Poughkeepsie, NY 12601
  • /8

    $3,150 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,188 Sq Ft
    • Townhouse for Rent

    10 W Main St, Beacon, NY 12508

    Beacon Townhouse featuring 3 bedrooms, 1.5 bathrooms, galley kitchen, large living room open to dining room, glass sliders out to a deck with yard. Light filled townhome with freshly painted walls and new carpeting throughout, in-unit washer/dryer. Driveway parking for 2 cars, 3 minute walk to Beacon train station. Tenant pays for utilities- electricity, heat (electric), water/sewer,

    10 W Main St, Beacon, NY 12508
  • 32 Sherwood Heights, Wappingers Falls, NY 12590

    $650,000

    Sold Jul 10, 2026

    32 Sherwood Heights, Wappingers Falls, NY 12590

    • 4 Beds
    • 2.5 Baths
    • 2,928 Sq Ft
    • Built 1984

    Last Sold Summary

    • 14% Above List Price
    • $222/SF
    • 37 Days On Market

    Current Estimated Value $610,105

    Last Listing Agent JUNMING FAN Maison Realty LLC

    32 Sherwood Heights, Wappingers Falls, NY 12590
    • /2

      Not Listed For Sale

      26 Cooper Rd Unit 306, Poughkeepsie, NY 12603

      • 1 Bed
      • 1 Bath
      • 850 Sq Ft
      • Built 1974
      26 Cooper Rd Unit 306, Poughkeepsie, NY 12603

  • /34

    $394,000

    $5K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,635 Sq Ft

    3838 Route 199, Pine Plains, NY 12567

    Sweet and solid, one level Ranch home on a bucolic setting with rolling hills and farmland framing your homestead. Walk into your open living room with built ins and lovely bay window. Through to the dining room and eat in kitchen, perfect for hosting with ease. Sliders to the back covered porch off the dining room allows for al fresco living and enjoying your coffee while watching the sunrise.

    Chelsea Pollard-Seiler Mondello Upstate Properties

    3838 Route 199, Pine Plains, NY 12567
  • /14

    $3,900 Per Month

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Apartment for Rent

    90 W Market St Unit 1, Red Hook, NY 12571

    Red Hook Rental, One Story Living, 3 Bedroom, 2 Bath with Rear Deck and Driveway Parking. Freshly renovated and completely Furnished. 1450 sq. ft., Near Red Hook Village, Close to Bard, Amtrak Train, Rhinebeck and all the amenities the area offers. Check out the Photos. Rental starts 10/1/26, No Pets or Smoking.

    Gail Saucier BHHS Hudson Valley Properties

    90 W Market St Unit 1, Red Hook, NY 12571
  • 3 Pine Hill Dr, Wappingers Falls, NY 12590

    $359,000

    Sold Jan 07, 2026

    3 Pine Hill Dr, Wappingers Falls, NY 12590

    • 4 Beds
    • 1 Bath
    • 1,452 Sq Ft
    • Built 1953

    Last Sold Summary

    • 3% Below List Price
    • $247/SF
    • 24 Days On Market

    Current Estimated Value $367,638

    Last Listing Agent Erik Kaehler BHHS Hudson Valley Properties

    3 Pine Hill Dr, Wappingers Falls, NY 12590
    • 2 Marcy Ln, Hopewell Junction, NY 12533

      Est $820,683

      Not Listed For Sale

      2 Marcy Ln, Hopewell Junction, NY 12533

      • 3 Beds
      • 2.5 Baths
      • 3,083 Sq Ft
      • Built 2016
      2 Marcy Ln, Hopewell Junction, NY 12533

      Last Sold Summary

      • 40 Days On Market

      Last Listing Agent Virginia Corbett eXp Realty

  • /35

    $1,400,000

    • 3 Beds
    • 8 Baths
    • 10,689 Sq Ft

    4258 Route 44, Millbrook, NY 12545

    This distinctive property in the heart of Dutchess County combines historic character with over 10,000 square feet of versatile residential and commercial potential. Originally built in the 19th century as a Congregational church, the building has enjoyed a rich history and now offers endless possibilities for its next chapter. The expansive main level features multiple gathering areas, soaring

    Stephen Pener William Pitt Sothebys Int Rlty

    4258 Route 44, Millbrook, NY 12545
  • /8

    $1,650 Per Month

    • 1 Bed
    • 1 Bath
    • 24-26 Academy Street

    24-26 Academy St, Poughkeepsie, NY 12601

    Lovely one bedroom apartment in a well-maintained building located in the heart of the City of Poughkeepsie. Hardwood floors throughout with newer appliances. Conveniently located to downtown attractions, restaurants, shopping and amenities. Walking distance to Metro North Station, Poughkeepsie Waterfront and Walkway over the Hudson. Tenant responsible for utilities. Perspective applicants will

    24-26 Academy St, Poughkeepsie, NY 12601
  • 15 Albany St, Poughkeepsie, NY 12601

    $610,000

    Sold Oct 23, 2025

    15 Albany St, Poughkeepsie, NY 12601

    • 6 Beds
    • 4 Baths
    • 2,665 Sq Ft
    • Built 1900

    Last Sold Summary

    • 6% Above List Price
    • $229/SF
    • 47 Days On Market

    Last Listing Agent Justin LaFalce KW MidHudson

    15 Albany St, Poughkeepsie, NY 12601
    • 26 Cooper Rd Unit 902, Poughkeepsie, NY 12603

      Est $120,000

      Not Listed For Sale

      26 Cooper Rd Unit 902, Poughkeepsie, NY 12603

      • 1 Bed
      • 1 Bath
      • 850 Sq Ft
      • Built 1973
      26 Cooper Rd Unit 902, Poughkeepsie, NY 12603

      Last Sold Summary

      • 366 Days On Market

      Last Listing Agent BARBARA WALKLEY HomeSmart Homes & Estates

  • /3

    $139,000

    $71K PRICE DROP Pending
    • Land
    • 3.94 Acres
    • $35,279 per Acre

    509 New York 9g, Hyde Park, NY 12538

    Positioned in the Town of Hyde Park, the parcel offers a rare, telecom-redy opportunity for wireless carriers, tower companies, and infrastructure investors seeking strategoc Hudson Valley coverage expansion. Zoned for public use/radio transmission, the property supports telecommunications infrastructure with a 70 meter (230') tower in place, offering immediate potential for wireless deployment,

    Adrienne Volpe KW MidHudson

    509 New York 9g, Hyde Park, NY 12538
  • /44

    $4,500 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,580 Sq Ft
    • House for Rent

    108 Hooker Ave, Poughkeepsie, NY 12601

    Located in Poughkeepsie’s highly desirable Historic District which harkens back to the Gilded Age, just minutes from Vassar College, the train station, and Route 9, this beautifully restored 2 story, 4-bedroom, 2.5-bath 1920 farmhouse blends historic charm with modern convenience. Original woodwork, original hardwood floors, antique lighting, two working fireplaces, and thoughtfully renovated

    Corinna Deigan Compass Greater NY, LLC

    108 Hooker Ave, Poughkeepsie, NY 12601
  • 9 Pleasant Ln, Poughkeepsie, NY 12603

    $540,000

    Sold Sep 02, 2026

    9 Pleasant Ln, Poughkeepsie, NY 12603

    • 3 Beds
    • 2.5 Baths
    • 1,830 Sq Ft
    • Built 1984

    Last Sold Summary

    • $295/SF
    • 26 Days On Market

    Current Estimated Value $541,730

    Last Listing Agent Claire Browne Compass Greater NY, LLC

    9 Pleasant Ln, Poughkeepsie, NY 12603
    • 457 N Quaker Ln, Hyde Park, NY 12538

      Est $114,315

      Not Listed For Sale

      457 N Quaker Ln, Hyde Park, NY 12538

      457 N Quaker Ln, Hyde Park, NY 12538

      Last Sold Summary

      • 102 Days On Market

      Last Listing Agent Diane Crittenden Diane E. Crittenden

  • /9

    $995,000

    • Land
    • 23.49 Acres
    • $42,358 per Acre

    Parcel 1 - TBD Woodstock Rd, Millbrook, NY 12545

    Located just outside the Village of Millbrook on a scenic gravel country road, Old Oaks Woods is a 23.49-acre parcel offering a picturesque setting for your dream retreat. The land features a mix of old-growth forest and walking trails, bordered by charming stone walls and highlighted by a pair of peaceful ponds. A large barn and chicken coop remain on the property. Build your private weekend

    Oliver Brown Houlihan Lawrence Inc.

    Parcel 1 - TBD Woodstock Rd, Millbrook, NY 12545
  • /10

    $2,150 Per Month

    • 2 Beds
    • 1 Bath
    • Townhouse for Rent

    2 Raymond Ave, Poughkeepsie, NY 12603

    Freshly Painted and remodeled 2 bedroom unit in the Arlington District of Poughkeepsie. Conveniently located on Raymond Ave, this unit is walking distance to shops and restaurants near Vassar College. Unit boasts Formal Dining Room, Living room, 2 bedrooms and remodeled kitchen/Bathroom. Plenty of off-street parking behind the building and pets are welcome.

    2 Raymond Ave, Poughkeepsie, NY 12603
  • 886 Huntington Dr, Fishkill, NY 12524

    $570,000

    Sold Sep 08, 2025

    886 Huntington Dr, Fishkill, NY 12524

    • 3 Beds
    • 2.5 Baths
    • 2,541 Sq Ft
    • Built 2007

    Last Sold Summary

    • $224/SF
    • 78 Days On Market

    Current Estimated Value $598,696

    Last Listing Agent Susan Todd BHHS Hudson Valley Properties

    886 Huntington Dr, Fishkill, NY 12524
    • 7 Ivy Ct Unit B, Fishkill, NY 12524

      Not Listed For Sale

      7 Ivy Ct Unit B, Fishkill, NY 12524

      • 1 Bed
      • 1 Bath
      • 643 Sq Ft
      • Built 1981
      7 Ivy Ct Unit B, Fishkill, NY 12524

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Edgar Martinez HomeSmart Homes & Estates

Showing Results 521 - 560, Page 14 of 18

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