Dutchess County, NY Homes

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  /50

  $419,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft

  240 Route 199, Red Hook, NY 12571

  After more than 50 years with the same owners, this well-cared-for split-level home is ready for its next chapter. Conveniently found just a short distance from the four corners in the Village of Red Hook, this home offers 3 spacious bedrooms, 2 full bathrooms, including a primary bath, an eat-in kitchen, formal dining room, and comfortable living room. A family room provides flexibility for a

  Allison Morelle Coldwell Banker Village GreenK

  240 Route 199, Red Hook, NY 12571
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  /4

  $1,785 Per Month

  • 2 Beds
  • 1 Bath
  • Condo for Rent

  25 Alexander Dr Unit 33, Hyde Park, NY 12538

  Welcome to Haviland Apartments. A community of one- and two-bedroom contemporary rentals. Tenants pay their electric utilities ( Heat and hot water). Landlord pays for water/ sewer, and trash. Cats accepted. 2 parking spots. Freshly renovated upon move in.Haviland apartments offer very spacious 2-bedroom layouts. This upper level 2 bed has a ton of closet space and offers a very

  25 Alexander Dr Unit 33, Hyde Park, NY 12538
• 

  $475,000

  Sold Aug 26, 2025

  219 Cardinal Rd, Hyde Park, NY 12538

  • 4 Beds
  • 1.5 Baths
  • 1,373 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Above List Price
  • $346/SF
  • 43 Days On Market

  Current Estimated Value $485,473

  Last Listing Agent Arleen Sepulveda KW Hudson Valley North

  219 Cardinal Rd, Hyde Park, NY 12538
• 

  

  

  /35

  Est $1,969,935

  Not Listed For Sale

  48 Eastview Ln, Red Hook, NY 12571

  • 3 Beds
  • 3.5 Baths
  • 3,850 Sq Ft
  • Built 2007

  48 Eastview Ln, Red Hook, NY 12571

  Last Sold Summary

  • 14 Days On Market
• 

  

  

  /22

  $170,000

  • Land
  • 1.5 Acres
  • $113,333 per Acre

  10 Westview Dr, Fishkill, NY 12524

  Nestled on Westcott Road just off Route 52, this 1.5-acre wooded parcel offers a rare and exceptional opportunity to build in the heart of Fishkill, New York. Delivering the ideal combination of mature natural privacy and urban convenience, this site is the premier choice for anyone looking to build a custom residential home. It stands as a highly competitive investment in one of the Hudson

  Allen Olmsted Canaan Realty

  10 Westview Dr, Fishkill, NY 12524
• 

  

  /18

  $2,150 Per Month

  • 6 Beds
  • 3 Baths
  • 1,012 Sq Ft
  • Apartment for Rent

  106 Winnikee Ave Unit 3, Poughkeepsie, NY 12601

  Welcome to your new beautifully renovates 3 bedroom apartment! Step into the heart of the home, with a stunning granite eat-in kitchen, complete with stainless steel appliances! Hardwood floors throughout the space! This unit boasts 3 generously sized bedrooms, each offering plenty of natural light! Conveniently located with easy access to highway and nearby schools and shopping! Amazing

  Adi Ramada Coldwell Banker Realty

  106 Winnikee Ave Unit 3, 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 $444,903

  Last Listing Agent Ronald Green KW MidHudson

  20 Jean Dr, Poughkeepsie, NY 12601
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  /2

  Not Listed For Sale

  1104 Dutchess Turnpike, Poughkeepsie, NY 12603

  • 650 Sq Ft
  • Built 1880

  1104 Dutchess Turnpike, Poughkeepsie, NY 12603
• 

  

  /84

  $227,000

  • Land
  • 25.05 Acres
  • $9,062 per Acre

  00WP Rossway Rd, Pleasant Valley, NY 12569

  Perfectly situated in the heart of Dutchess County, this remarkable 25.05 acre property offers the rare opportunity to own a parcel of land with excellent building potential, subject to Board of Health approval, that seamlessly blends outstanding wildlife habitat, exceptional recreational opportunities, and convenient access to some of the Hudson Valley's most desirable communities. Located along

  Mitchell Serlin Whitetail Properties Real Estate

  00WP Rossway Rd, Pleasant Valley, NY 12569
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  /7

  $1,475 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  69 Glenwood Ave, Poughkeepsie, NY 12603

  Adorable 3rd floor unit in a well-maintained building on the south side of Poughkeepsie, Unit features a updated kitchen and bathroom and has an additional den space that is perfect for an office or study nook. Tenants pay for their heat and hot water and electricity. Off street parking is available.

  69 Glenwood Ave, Poughkeepsie, NY 12603
• 

  $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 $583,950

  Last Listing Agent JUNMING FAN Maison Realty LLC

  32 Sherwood Heights, Wappingers Falls, NY 12590
• 

  Est $865,331

  Not Listed For Sale

  28 Linwood Dr, Wappingers Falls, NY 12590

  • 3 Beds
  • 3 Baths
  • 2,639 Sq Ft
  • Built 2016

  28 Linwood Dr, Wappingers Falls, NY 12590

  Last Sold Summary

  • 3 Days On Market
• 

  

  /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
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  /14

  $2,400 Per Month

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft
  • Apartment for Rent

  13 Springside Ave Unit 1, Poughkeepsie, NY 12603

  Welcome home to this bright and spacious 2-bedroom apartment, conveniently located just off Route 44/55 in a quiet, well-maintained neighborhood. This inviting residence features generously sized, sun-filled rooms, a charming kitchen, and a newly renovated bathroom. Hardwood, laminate, and tile flooring throughout add both style and easy maintenance.Additional features include parking for up

  Neeta Gupta Redfin Real Estate

  13 Springside Ave Unit 1, Poughkeepsie, NY 12603
• 

  $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 $345,781

  Last Listing Agent Erik Kaehler BHHS Hudson Valley Properties

  3 Pine Hill Dr, Wappingers Falls, NY 12590
• 

  Not Listed For Sale

  65 Vero Dr, Poughkeepsie, NY 12603

  • 2 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 2000

  65 Vero Dr, Poughkeepsie, NY 12603

  Last Sold Summary

  • 40 Days On Market
• 

  /2

  $1,825,000

  • Land
  • 33.2 Acres
  • $54,970 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
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  /15

  $1,650 Per Month

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

  15 Lagrange Ave, Poughkeepsie, NY 12603

  One bedroom apartment for rent in Poughkeepsie/Arlington area. One block from Vassar College and within walking distance to shops, entertainment, transport and numerous area amenities. Unit features hardwood floors throughout. Private off-street parking with private rear entrance. $1675.00 includes heat and hot water. No pets. Contact the agent to pre-qualify and schedule a tour.

  15 Lagrange Ave, Poughkeepsie, NY 12603
• 

  $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
• 

  Est $1,050,017

  Not Listed For Sale

  89 Fairway Ln, Red Hook, NY 12571

  • 4 Beds
  • 2.5 Baths
  • 4,020 Sq Ft
  • Built 2001

  89 Fairway Ln, Red Hook, NY 12571

  Last Sold Summary

  • 100 Days On Market
• 

  

  /24

  $595,000

  • 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 four-bedroom main residence occupying the first and second floors, a one-bedroom basement apartment with an additional office, and a detached two-bedroom cottage.

  Anthony Hardisty Sams Realty

  109 Shenandoah Rd, Hopewell Junction, NY 12533
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  /5

  $2,255 Per Month

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Property for Rent

  79 E Dorsey Ln Unit 12, Poughkeepsie, NY 12601

  Welcome home to Fall Creek, where peaceful surroundings and comfortable living come together. Imagine yourself in a 2025 home with 1120 sq. ft., 3 bedrooms, and 2 bathrooms-all for just $2,255.00/month. It's more than a place to live-it's a place to feel at home. Call today and come see it for yourself.

  Tori Coil Fall Creek

  79 E Dorsey Ln Unit 12, Poughkeepsie, NY 12601
• 

  $575,000

  Sold Aug 26, 2025

  1 Dodge St, Poughquag, NY 12570

  • 2 Beds
  • 2.5 Baths
  • 2,420 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Above List Price
  • $238/SF
  • 38 Days On Market

  Current Estimated Value $581,650

  Last Listing Agent Alex Mashkin Keller Williams Realty Partner

  1 Dodge St, Poughquag, NY 12570
• 

  Not Listed For Sale

  26 Cooper Rd Unit 110, Poughkeepsie, NY 12603

  • 2 Beds
  • 1.5 Baths
  • 1,000 Sq Ft
  • Built 1974

  26 Cooper Rd Unit 110, Poughkeepsie, NY 12603

  Last Sold Summary

  • 20 Days On Market
• 

  

  /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
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  /6

  $2,200 Per Month

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

  15 S Hamilton St, Poughkeepsie, NY 12601

  Beautiful 2 bedroom apartment available, an exclusive gated community in Poughkeepsie's bustling downtown. Unit features stainless steel appliances with exposed brick, Pets ok (breed/weight restrictions). Laundry on site. Parking Spaces: Additional $65.00 per month, first come, first serve basis.

  15 S Hamilton St, Poughkeepsie, NY 12601
• 

  $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 $572,164

  Last Listing Agent Susan Todd BHHS Hudson Valley Properties

  886 Huntington Dr, Fishkill, NY 12524
• 

  /2

  Est $618,786

  Not Listed For Sale

  89 Dewindt St, Beacon, NY 12508

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1965

  89 Dewindt St, Beacon, NY 12508
• 

  /2

  $465,000

  Coming Soon

  • 4 Beds
  • 3 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, 3 full 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
• 

  

  /14

  $1,650 Per Month

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

  185 Union St Unit 1, Poughkeepsie, NY 12601

  Cozy and convenient, this first-floor 1 bedroom, 1 bathroom apartment is perfectly located in the heart of the Hudson Valley. Situated near major highways, the Mid-Hudson Bridge, local colleges, and area hospitals, it offers easy access for commuters, students, and healthcare professionals alike. The apartment features a comfortable layout with a bright living space and a functional kitchen,

  Manuela Acevedo Exit Realty Connections

  185 Union St Unit 1, Poughkeepsie, NY 12601
• 

  $711,000

  Sold Jun 17, 2026

  50 Stratford Ln, Wappingers Falls, NY 12590

  • 2 Beds
  • 2.5 Baths
  • 1,823 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Above List Price
  • $390/SF
  • 17 Days On Market

  Current Estimated Value $695,392

  Last Listing Agent Carol Merlino Century 21 Alliance Rlty Group

  50 Stratford Ln, Wappingers Falls, NY 12590
• 

  Est $950,580

  Not Listed For Sale

  1 E Main St Unit 306, Beacon, NY 12508

  • 1 Bed
  • 1.5 Baths
  • 1,267 Sq Ft
  • Built 1912

  1 E Main St Unit 306, Beacon, NY 12508

  Last Sold Summary

  • 87 Days On Market
• 

  

  /34

  $394,000

  $5K PRICE DROP

  • 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
• 

  

  /5

  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  96 S Hamilton St Unit A1, Poughkeepsie, NY 12601

  Beautiful Community in PoughkeepsieWelcome home to Hamilton Gardens featuring beautiful Studios, 1 and 2 bedroom apartments.Heat and A/C are included! On-site assigned parking, laundry on site, and professionally managed property.Conveniently located near local shops, restaurants, Marist College, and major transportation routes, this apartment offers comfort, space, and

  96 S Hamilton St Unit A1, Poughkeepsie, NY 12601
• 

  $395,000

  Sold Apr 17, 2026

  3057 Pleasant Ridge Rd, Wingdale, NY 12594

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1964

  Last Sold Summary

  • 4% Below List Price
  • $411/SF
  • 78 Days On Market

  Current Estimated Value $395,096

  Last Listing Agent Richard Rennia Richard A. Rennia

  3057 Pleasant Ridge Rd, Wingdale, NY 12594
• 

  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
• 

  

  /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
• 

  

  /47

  $49,000 Per Month

  • 5 Beds
  • 6 Baths
  • 3,024 Sq Ft
  • House for Rent

  4 Old Primrose Hill Rd, Rhinebeck, NY 12572

  Summer Rental | Rhinebeck, NYModern Country Living on 7 Private Acres Set along a quiet country road just minutes from the heart of Rhinebeck, this beautifully remodeled estate offers an effortless blend of modern comfort and relaxed Hudson Valley charm. Spread across 7 peaceful acres of open meadow, gardens, and soft woodland edges, the property includes a fully renovated main house and a

  Jonathan Berry Upstate Down

  4 Old Primrose Hill Rd, Rhinebeck, NY 12572
• 

  $450,000

  Sold Aug 15, 2025

  6 Windmill Rd, Poughkeepsie, NY 12601

  • 4 Beds
  • 2 Baths
  • 1,771 Sq Ft
  • Built 1967

  Last Sold Summary

  • $254/SF
  • 39 Days On Market

  Current Estimated Value $456,998

  Last Listing Agent Blake Michaud BHHS Hudson Valley Properties

  6 Windmill Rd, Poughkeepsie, NY 12601
• 

  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

Showing Results 521 - 560, Page 14 of 18