Poughkeepsie Town, NY Homes

• 

  $510,000

  Sold Jun 12, 2026

  15 Laffin Ln, Poughkeepsie, NY 12603

  • 4 Beds
  • 1 Bath
  • 2,000 Sq Ft
  • Built 1955

  Last Sold Summary

  • 2% Above List Price
  • $255/SF
  • 33 Days On Market

  Current Estimated Value $500,596

  Last Listing Agent Diane Zani BHHS Hudson Valley Properties

  15 Laffin Ln, Poughkeepsie, NY 12603
• 

  Not Listed For Sale

  1404 Cherry Hill Dr, Poughkeepsie, NY 12603

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Built 1984

  1404 Cherry Hill Dr, Poughkeepsie, NY 12603

  Last Sold Summary

  • 15 Days On Market
• 

  

  

  /15

  $1,295,000

  New Construction

  • 4 Beds
  • 3 Baths
  • 3,358 Sq Ft

  26 Gentry Bend, Poughkeepsie, NY 12603

  To Be Built | Luxury Custom Home in Arbordale Welcome to Arbordale, one of the Town of Poughkeepsie’s most sought-after enclaves of custom-built homes, where timeless architecture meets modern luxury. This exceptional to-be-built residence offers an ideal blend of elegant design, thoughtful functionality, and high-end craftsmanship in a premier location with the convenience of town water.

  Justin LaFalce KW MidHudson

  26 Gentry Bend, Poughkeepsie, NY 12603
• 

  $460,000

  Sold Nov 24, 2025

  1 Shelley Rd, Poughkeepsie, NY 12603

  • 3 Beds
  • 1.5 Baths
  • 1,684 Sq Ft
  • Built 1975

  Last Sold Summary

  • 2% Above List Price
  • $273/SF
  • 13 Days On Market

  Current Estimated Value $461,979

  Last Listing Agent John DiDio Century 21 Alliance Rlty Group

  1 Shelley Rd, Poughkeepsie, NY 12603
• 

  Not Listed For Sale

  1608 Cherry Hill Dr, Poughkeepsie, NY 12603

  • 2 Beds
  • 1.5 Baths
  • 1,270 Sq Ft
  • Built 1984

  1608 Cherry Hill Dr, Poughkeepsie, NY 12603

  Last Sold Summary

  • 32 Days On Market
• 

  

  /29

  $425,000

  • 2 Beds
  • 2.5 Baths
  • 1,590 Sq Ft

  1 Halley Ct, Poughkeepsie, NY 12601

  Welcome to 1 Halley Court, a beautifully maintained 2-bedroom, 2.5-bath townhome nestled in one of Poughkeepsie's most desirable communities. Offering the perfect blend of comfort, convenience, and low-maintenance living, this home is ideal for first-time buyers, downsizers, or anyone looking to enjoy all that the Hudson Valley has to offer. Step inside to find a bright and inviting floor plan

  Jake Rotger Real Broker NY LLC

  1 Halley Ct, Poughkeepsie, NY 12601
• 

  $515,000

  Sold Jul 22, 2026

  51 Carriage Hill Ln, Poughkeepsie, NY 12603

  • 3 Beds
  • 2.5 Baths
  • 2,034 Sq Ft
  • Built 1973

  Last Sold Summary

  • 6% Above List Price
  • $253/SF
  • 12 Days On Market

  Current Estimated Value $497,253

  Last Listing Agent Michael Dunstan RE/MAX Town & Country

  51 Carriage Hill Ln, Poughkeepsie, NY 12603
• 

  Not Listed For Sale

  1607 Cherry Hill Dr, Poughkeepsie, NY 12603

  • 2 Beds
  • 1.5 Baths
  • 1,245 Sq Ft
  • Built 1984

  1607 Cherry Hill Dr, Poughkeepsie, NY 12603

  Last Sold Summary

  • 4 Days On Market
• 

  

  /31

  $450,000

  $49K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,216 Sq Ft

  98 Sutton Park Rd, Poughkeepsie, NY 12603

  New To The Market. Beautiful Contemporary Style Home. Exterior, Interior Walls And Ceilings Are Stucco. Step Inside To See The Pillars At The Entryway Foyer Along With Lovely Wood Panels Extending Into The Formal Dining Room Where Both Offer A Detailed, Ingrained Design. First Floor Displays Kitchen With An Adjacent Laundry/Utility Room, Formal Living Room, Bathroom And A Family Room Which Opens

  JoCATENA HARGROVE Century 21 Hudson Valley Rlty.

  98 Sutton Park Rd, Poughkeepsie, NY 12603
• 

  $335,000

  Sold Jul 17, 2026

  29 Lewis Ave, Poughkeepsie, NY 12603

  • 4 Beds
  • 1.5 Baths
  • 1,251 Sq Ft
  • Built 1930

  Last Sold Summary

  • 16% Below List Price
  • $268/SF
  • 198 Days On Market

  Current Estimated Value $348,014

  Last Listing Agent Maria Chavez VYLLA Home

  29 Lewis Ave, Poughkeepsie, NY 12603
• 

  Not Listed For Sale

  2407 Cherry Hill Dr, Poughkeepsie, NY 12603

  • 2 Beds
  • 1.5 Baths
  • 1,245 Sq Ft
  • Built 1984

  2407 Cherry Hill Dr, Poughkeepsie, NY 12603

  Last Sold Summary

  • 17 Days On Market
• 

  

  /32

  $624,900

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  24 Woodland Dr, Wappingers Falls, NY 12590

  Welcome Home! This stunning, fully renovated 3-bedroom, 2.5-bath home blends timeless style with exceptional craftsmanship, offering a truly turnkey lifestyle in one of Dutchess County’s most convenient locations. Step inside to discover beautiful hardwood floors throughout and a bright, open floor plan designed for today’s lifestyle. The spectacular kitchen is the heart of the home, featuring a

  Candice Ryu BHHS Hudson Valley Properties

  24 Woodland Dr, Wappingers Falls, NY 12590
• 

  $425,000

  Sold Nov 03, 2025

  41 Lagrange Ave, Poughkeepsie, NY 12603

  • 6 Beds
  • 2 Baths
  • 2,462 Sq Ft
  • Built 1890

  Last Sold Summary

  • 1% Below List Price
  • $173/SF
  • 138 Days On Market

  Current Estimated Value $431,629

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group

  41 Lagrange Ave, Poughkeepsie, NY 12603
• 

  Not Listed For Sale

  2402 Cherry Hill Dr, Poughkeepsie, NY 12603

  • 2 Beds
  • 1.5 Baths
  • 1,245 Sq Ft
  • Built 1984

  2402 Cherry Hill Dr, Poughkeepsie, NY 12603

  Last Sold Summary

  • 1,200 Days On Market
• 

  

  /41

  $499,000

  Pending

  • 5 Beds
  • 2 Baths
  • 2,706 Sq Ft

  13 Tree Top Ln, Poughkeepsie, NY 12603

  Welcome to this beautifully maintained 5-bedroom Cape Cod, perfectly situated on a quiet, desirable street.Step inside to a light-filled living room with hardwood floors & fireplace, creating a warm and inviting atmosphere. The large open kitchen with SS appliances & 40” gourmet dual gas/electric oven & dining area w/ breakfast bar is the heart of the home, offering plenty of space for

  Peggy Rose BHHS Hudson Valley Properties

  13 Tree Top Ln, Poughkeepsie, NY 12603
• 

  $470,000

  Sold Sep 29, 2025

  3 N Jackson Rd, Poughkeepsie, NY 12603

  • 3 Beds
  • 1.5 Baths
  • 1,652 Sq Ft
  • Built 1958

  Last Sold Summary

  • 2% Above List Price
  • $285/SF
  • 31 Days On Market

  Current Estimated Value $467,114

  Last Listing Agent Lori Rheingold Houlihan Lawrence Inc.

  3 N Jackson Rd, Poughkeepsie, NY 12603
• 

  Not Listed For Sale

  1908 Cherry Hill Dr, Poughkeepsie, NY 12603

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Built 1984

  1908 Cherry Hill Dr, Poughkeepsie, NY 12603

  Last Sold Summary

  • 14 Days On Market
• 

  

  /30

  $525,000

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft

  8 Mockingbird Ln, Poughkeepsie, NY 12601

  Renovated, move-in ready, and waiting for you at 8 Mockingbird Lane!The hard work is already done. This 3-bedroom, 2-bath home in Poughkeepsie's has been beautifully renovated top to bottom, so you're not inheriting anyone's project list — you're just moving in.The kitchen is the star: brand-new appliances, stylish finishes, and a layout that actually makes sense, whether it's a

  Kerri Stretch Howard Hanna Rand Realty

  8 Mockingbird Ln, Poughkeepsie, NY 12601
• 

  $370,000

  Sold Mar 04, 2026

  148 Bower Rd, Poughkeepsie, NY 12603

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Built 1955

  Last Sold Summary

  • 14% Below List Price
  • $308/SF
  • 171 Days On Market

  Current Estimated Value $377,784

  Last Listing Agent STEVEN WROBEL JR. Serhant LLC

  148 Bower Rd, Poughkeepsie, NY 12603
• 

  Not Listed For Sale

  2008 Cherry Hill Dr, Poughkeepsie, NY 12603

  • 2 Beds
  • 1.5 Baths
  • 1,245 Sq Ft
  • Built 1989

  2008 Cherry Hill Dr, Poughkeepsie, NY 12603

  Last Sold Summary

  • 31 Days On Market
• 

  

  /24

  $324,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,576 Sq Ft

  35 Sandi Dr, Poughkeepsie, NY 12603

  1,576 sq ft single-family home featuring 3 bedrooms, 2 full bathrooms, flat backyard, and 2-car attached garage. Property being sold as-is. Cash or renovation financing only due to inoperable heating system. Buyer responsible for all inspections and due diligence. No repairs or credits will be provided by seller. Showings available anytime via ShowingTime. Present all offers in writing with proof

  Michael Arrick United RE Hudson Valley Edge

  35 Sandi Dr, Poughkeepsie, NY 12603
• 

  $369,000

  Sold May 20, 2026

  17 Tall Tree Ln, Poughkeepsie, NY 12601

  • 2 Beds
  • 2.5 Baths
  • 1,476 Sq Ft
  • Built 2001

  Last Sold Summary

  • 5% Above List Price
  • $250/SF
  • 37 Days On Market

  Current Estimated Value $365,982

  Last Listing Agent Christine Miller-Klein K. Fortuna Realty, Inc.

  17 Tall Tree Ln, Poughkeepsie, NY 12601
• 

  Est $469,127

  Not Listed For Sale

  2 Skyview Dr, Poughkeepsie, NY 12603

  • 4 Beds
  • 2 Baths
  • 2,008 Sq Ft
  • Built 1963

  2 Skyview Dr, Poughkeepsie, NY 12603

  Last Sold Summary

  • 42 Days On Market
• 

  

  /23

  $299,000

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft

  2 Hennessey Place, Poughkeepsie, NY 12601

  Welcome to this charming 2-bedroom, 1-bath ranch, perfectly tucked away on a peaceful cul-de-sac. Whether you're searching for your first home, looking to downsize, or seeking a smart investment opportunity, this property checks all the boxes. Inside, you'll find a bright and inviting living room featuring beautiful hardwood floors, while the full 925 sq. ft. walkout basement offers endless

  Dvora E. Price eXp Realty

  2 Hennessey Place, Poughkeepsie, NY 12601
• 

  $450,000

  Sold Dec 19, 2025

  31 Ziegler Ave, Poughkeepsie, NY 12603

  • 2 Beds
  • 1.5 Baths
  • 1,387 Sq Ft
  • Built 1947

  Last Sold Summary

  • 3% Above List Price
  • $324/SF
  • 13 Days On Market

  Current Estimated Value $428,296

  Last Listing Agent HARRY HELEOTIS Illustrated Properties Group

  31 Ziegler Ave, Poughkeepsie, NY 12603
• 

  Est $412,280

  Not Listed For Sale

  13 Eileen Blvd, Poughkeepsie, NY 12603

  • 2 Beds
  • 2 Baths
  • 1,478 Sq Ft
  • Built 1940

  13 Eileen Blvd, Poughkeepsie, NY 12603

  Last Sold Summary

  • 105 Days On Market
• 

  

  /38

  $385,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  100 Innis Ave, Poughkeepsie, NY 12601

  This charming three-bedroom, two-bathroom home offers spacious living with timeless character and endless potential. Step into the inviting enclosed sunroom entrance, the perfect place to relax and enjoy natural light year-round. Inside, you’ll find the home is freshly painted with refinished hardwood floors and the kitchen featuring beautiful NEW wood cabinetry, NEW gas stove, recess lighting

  Ann Scarano Realty Center Hudson Valley

  100 Innis Ave, Poughkeepsie, NY 12601
• 

  $291,500

  Sold Sep 17, 2025

  40 Cream St, Poughkeepsie, NY 12601

  • 2 Beds
  • 1 Bath
  • 1,361 Sq Ft
  • Built 1910

  Last Sold Summary

  • 9% Below List Price
  • $214/SF
  • 80 Days On Market

  Current Estimated Value $299,202

  Last Listing Agent Nicolette DeLuccia Velez Nestedge Realty

  40 Cream St, Poughkeepsie, NY 12601
• 

  Est $236,452

  Not Listed For Sale

  18 Eastern Pkwy, Poughkeepsie, NY 12603

  • 1 Bed
  • 1 Bath
  • 672 Sq Ft
  • Built 1940

  18 Eastern Pkwy, Poughkeepsie, NY 12603

  Last Sold Summary

  • 24 Days On Market
• 

  

  /32

  $700,000

  • 4 Beds
  • 3 Baths
  • 3,366 Sq Ft

  43 Regency Dr, Poughkeepsie, NY 12603

  Welcome to one of the most desirable homes in sought-after Town Meadows! Perfectly positioned on a quiet cul-de-sac and set on a breathtaking 4.32-acre landscaped property, this stunning 4-bedroom, 3-bath modern Colonial offers over 3,366 square feet, timeless elegance, and thoughtful design. Surrounded by luxury homes and located in the highly desirable Arlington School District, this

  John Durso Keller Williams Realty Partner

  43 Regency Dr, Poughkeepsie, NY 12603
• 

  $440,000

  Sold Dec 16, 2025

  51 Stuart Dr, Poughkeepsie, NY 12603

  • 6 Beds
  • 1.5 Baths
  • 2,340 Sq Ft
  • Built 1965

  Last Sold Summary

  • 2% Below List Price
  • $188/SF
  • 38 Days On Market

  Current Estimated Value $453,057

  Last Listing Agent Candice Ryu BHHS Hudson Valley Properties

  51 Stuart Dr, Poughkeepsie, NY 12603
• 

  Est $344,596

  Not Listed For Sale

  17 W End Ave, Poughkeepsie, NY 12603

  • 2 Beds
  • 1 Bath
  • 1,184 Sq Ft
  • Built 1950

  17 W End Ave, Poughkeepsie, NY 12603

  Last Sold Summary

  • 54 Days On Market
• 

  /2

  $465,000

  Pending

  • 4 Beds
  • 3 Baths
  • 1,846 Sq Ft

  14 Hawkins St, Poughkeepsie, NY 12601

  Welcome HOME to this spacious and versatile Town of Poughkeepsie raised ranch offering nearly 2,000 square feet of living space in the Hyde Park School District.Conveniently located close to shopping, restaurants, parks, schools, and commuter routes, this move-in ready home offers the perfect combination of space, comfort, and versatility.

  Ronald Green KW MidHudson

  14 Hawkins St, Poughkeepsie, NY 12601
• 

  $845,000

  Sold Jan 23, 2026

  15 Dartmouth Dr, Poughkeepsie, NY 12603

  • 4 Beds
  • 3 Baths
  • 3,233 Sq Ft
  • Built 2025

  Last Sold Summary

  • 5% Below List Price
  • $261/SF
  • 281 Days On Market

  Current Estimated Value $852,245

  Last Listing Agent Alicia Goldman Christie's Int. Real Estate

  15 Dartmouth Dr, Poughkeepsie, NY 12603
• 

  Est $330,331

  Not Listed For Sale

  41 Eileen Blvd, Poughkeepsie, NY 12603

  • 2 Beds
  • 1 Bath
  • 1,052 Sq Ft
  • Built 1936

  41 Eileen Blvd, Poughkeepsie, NY 12603

  Last Sold Summary

  • 24 Days On Market
• 

  

  /33

  $499,999

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,138 Sq Ft

  53 Carriage Hill Ln, Poughkeepsie, NY 12603

  Accpeted Offer. Nestled in the sought-after Carriage Hill subdivision within the Arlington School District, this beautifully updated 3-bedroom, 2.5-bath raised ranch is the rare home where the photos don't do it justice — you have to see it in person. The showpiece is the fully renovated kitchen: white Shaker cabinets with gold hardware, a dramatic mosaic-tile backsplash, quartz countertops, a

  Kumar Laidley HomeSmart Homes & Estates

  53 Carriage Hill Ln, Poughkeepsie, NY 12603
• 

  $395,000

  Sold Feb 03, 2026

  39 Alda Dr, Poughkeepsie, NY 12603

  • 3 Beds
  • 2 Baths
  • 2,084 Sq Ft
  • Built 1952

  Last Sold Summary

  • 3% Above List Price
  • $190/SF
  • 40 Days On Market

  Current Estimated Value $401,426

  Last Listing Agent Ellen Mallet Houlihan Lawrence Inc.

  39 Alda Dr, Poughkeepsie, NY 12603
• 

  Est $182,923

  Not Listed For Sale

  43 Eileen Blvd, Poughkeepsie, NY 12603

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft
  • Built 1910

  43 Eileen Blvd, Poughkeepsie, NY 12603

  Last Sold Summary

  • 94 Days On Market
• 

  /2

  $119,000

  • Land
  • 2.86 Acres
  • $41,608 per Acre

  5 Bower Rd, Poughkeepsie, NY 12603

  2.86 Acre lot with board of health approval for a 4 bedroom home. Perfect to build your dream home, bring your own builder or use ours! We can help and assist the first time homebuyer build their dream home through the whole process.

  Bliss Voutsinas Hillside Realty & Development

  5 Bower Rd, Poughkeepsie, NY 12603
• 

  $500,000

  Sold Apr 28, 2026

  47 Timberline Dr, Poughkeepsie, NY 12603

  • 4 Beds
  • 2.5 Baths
  • 2,280 Sq Ft
  • Built 1967

  Last Sold Summary

  • 11% Below List Price
  • $219/SF
  • 131 Days On Market

  Current Estimated Value $523,175

  Last Listing Agent IRENE MOODY BHHS Hudson Valley Properties

  47 Timberline Dr, Poughkeepsie, NY 12603

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