Homes in ZIP Code 12569

• 

  $985,000 Sold Oct 20, 2025

  22 Tannen Dr, Pleasant Valley, NY 12569

  • 3 Beds
  • 3 Baths
  • 2,844 Sq Ft
  • Built 1972

  Last Sold Summary

  • 1% Below List Price
  • $346/SF
  • 33 Days On Market

  Current Estimated Value $860,245

  Last Listing Agent JOAN PEDATELLA K. Fortuna Realty, Inc.

  22 Tannen Dr, Pleasant Valley, NY 12569
• 

  Est $761,864 Not Listed For Sale

  422 Masten Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 1.5 Baths
  • 3,200 Sq Ft
  • Built 1930

  422 Masten Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 17% Above List Price
  • $203/SF
  • 113 Days On Market

  Last Sold Price $650,000

  Last Listing Agent Shannon Martin BHHS Hudson Valley Properties
• 

  

  

  /8

  $289,500 Pending

  • 3 Beds
  • 1 Bath
  • 1,384 Sq Ft

  1680 Main St, Pleasant Valley, NY 12569

  This house set in one of the most desirable areas of Pleasant Valley with Arlington schools, this 3BR is close to shops and all the major highways. It offers a two car detached garage, back porch, hardwood floors, an original fireplace, and a large backyard for entertaining. House needs some TLC but, is a great first time home or investment property. ***Accepted Offer*** please show for backup.

  Sean McPhail Next Level Property Management

  1680 Main St, Pleasant Valley, NY 12569
• 

  $499,999 Sold Oct 16, 2025

  7 Gretna Park Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 2024

  Last Sold Summary

  • $298/SF
  • 44 Days On Market

  Last Listing Agent Rita White Keller Williams Realty Partner

  7 Gretna Park Rd, Pleasant Valley, NY 12569
• 

  Est $764,168 Not Listed For Sale

  359 Masten Rd, Pleasant Valley, NY 12569

  • 5 Beds
  • 3 Baths
  • 3,783 Sq Ft
  • Built 1981

  359 Masten Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 28% Above List Price
  • $158/SF
  • 117 Days On Market

  Last Sold Price $599,000

  Last Listing Agent Emmanuel Jimenez Compass Greater NY, LLC
• 

  

  /4

  $95,000 Pending

  • Land
  • 3.4 Acres
  • $27,941 per Acre

  0 New York 82, Pleasant Valley, NY 12569

  This 3.4 acre wooded lot in the Town of LaGrange offers a great opportunity to build your dream home. With approximately 145 feet of frontage on Cole Road and 720 feet along Route 82, this property provides multiple access points and design flexibility. Board of Health Approval (BOHA) is needed, making this an ideal blank canvas for your custom home project. Enjoy proximity to popular local spots

  Debra Allan BHHS Hudson Valley Properties

  0 New York 82, Pleasant Valley, NY 12569
• 

  $290,000 Sold Aug 13, 2025

  1358 Route 44, Pleasant Valley, NY 12569

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1930

  Last Sold Summary

  • $264/SF
  • 40 Days On Market

  Current Estimated Value $294,290

  Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

  1358 Route 44, Pleasant Valley, NY 12569
• 

  Est $841,270 Not Listed For Sale

  2153 Route 44, Pleasant Valley, NY 12569

  • 4 Beds
  • 3.5 Baths
  • 3,209 Sq Ft
  • Built 2007

  2153 Route 44, Pleasant Valley, NY 12569

  Last Sold Summary

  • 9% Above List Price
  • $242/SF
  • 27 Days On Market

  Last Sold Price $775,000

  Last Listing Agent Jill Doppel Jill Doppel Real Estate, LLC
• 

  

  /13

  $110,000 Pending

  • 2 Beds
  • 1 Bath
  • 780 Sq Ft

  70 Elm Ln, Pleasant Valley, NY 12569

  Welcome to this well-maintained 2-bedroom, 1-bath mobile home offering 780 square feet of comfortable, efficient living in the desirable Hickory Hill Estates Mobile Home Park. Ideally located just minutes from the Village of Pleasant Valley and the City of Poughkeepsie, this home provides convenient access to shopping, dining, and everyday amenities. Commuters or those looking to explore will

  Ann Stettner Neil Charles Real Estate, LLC

  70 Elm Ln, Pleasant Valley, NY 12569
• 

  $470,000 Sold Dec 11, 2025

  26 Carter Rd, Pleasant Valley, NY 12569

  • 2 Beds
  • 2 Baths
  • 1,518 Sq Ft
  • Built 1974

  Last Sold Summary

  • 14% Below List Price
  • $310/SF
  • 111 Days On Market

  Current Estimated Value $468,324

  Last Listing Agent Shawn Pitcher KFortuna All Aspects Realty

  26 Carter Rd, Pleasant Valley, NY 12569
• 

  Est $766,550 Not Listed For Sale

  491 Masten Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 3 Baths
  • 2,816 Sq Ft
  • Built 2007

  491 Masten Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 18% Above List Price
  • $230/SF
  • 61 Days On Market

  Last Sold Price $649,000

  Last Listing Agent Emily Whitney Exit Realty Connections
• 

  

  /12

  $1,300,000 Pending

  • Land
  • 90.32 Acres
  • $14,393 per Acre

  0 Gretna Rd, Pleasant Valley, NY 12569

  Own one of the last legacy parcels in this coveted corridor of Dutchess County. Seldom does a property of this caliber come to market with over 90 acres of serene rural land, gently rolling fields and woodland, tucked away among historic farms and long-established estates. The property reflects a well-established equestrian legacy, shaped over time across gently rolling fields and wooded lanes

  Rob Buyakowski RBR Real Estate Solutions LLC

  0 Gretna Rd, Pleasant Valley, NY 12569
• 

  $540,000 Sold Sep 26, 2025

  33 Stirrup Ln, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Above List Price
  • $311/SF
  • 23 Days On Market

  Current Estimated Value $542,036

  Last Listing Agent Ronald Green KW MidHudson

  33 Stirrup Ln, Pleasant Valley, NY 12569
• 

  Est $376,922 Not Listed For Sale

  2322 Route 44, Pleasant Valley, NY 12569

  • 2 Beds
  • 1 Bath
  • 1,196 Sq Ft
  • Built 1970

  2322 Route 44, Pleasant Valley, NY 12569

  Last Sold Summary

  • 14% Above List Price
  • $276/SF
  • 32 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Don Maher BHHS Hudson Valley Properties
• 

  

  /32

  $465,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,726 Sq Ft

  7 Nied Dr, Pleasant Valley, NY 12569

  Welcome to this well maintained, move in ready Ranch. This inviting home features 3 bedrooms, 2 full baths, a sunroom, and is filled with natural light throughout. Cozy up by the fireplace in the winter or unwind on the deck during the warmer months. The sunlit sunroom overlooks the serene spacious backyard complete with a firepit perfect for relaxing at the end of the day or, gathering with your

  Vicki Reinach BHHS Hudson Valley Properties

  7 Nied Dr, Pleasant Valley, NY 12569
• 

  $45,000 Sold Aug 22, 2025

  30 Elm Ln, Pleasant Valley, NY 12569

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1979

  Last Sold Summary

  • 50% Below List Price
  • $46/SF
  • 99 Days On Market

  Last Listing Agent Steven Collier BHHS Hudson Valley Properties

  30 Elm Ln, Pleasant Valley, NY 12569
• 

  Est $656,000 Not Listed For Sale

  21 Trillium Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2.5 Baths
  • 2,930 Sq Ft
  • Built 1993

  21 Trillium Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 25% Above List Price
  • $179/SF
  • 117 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Peggy Santamorena Houlihan Lawrence Inc.
• 

  

  /13

  $229,900

  • Land
  • 4.81 Acres
  • $47,796 per Acre

  0 Freedom Rd Unit KEY913491, La Grange, NY 12569

  4.81 Acre Parcel in the Heart of Lagrange Discover the perfect blend of privacy and convenience with this 4.81-acre wooded parcel in the heart of Lagrange. Nestled in a peaceful natural setting, yet just minutes to everything the Hudson Valley has to offer, this location is ideal for your dream home—or for a potential small subdivision. Commuters will appreciate the easy access to the Taconic

  Michael Tellerday Houlihan Lawrence Inc.

  0 Freedom Rd Unit KEY913491, La Grange, NY 12569
• 

  $282,500 Sold Oct 31, 2025

  1253 Salt Point Turnpike, Pleasant Valley, NY 12569

  • 2 Beds
  • 1 Bath
  • 916 Sq Ft
  • Built 1949

  Last Sold Summary

  • 9% Above List Price
  • $308/SF
  • 40 Days On Market

  Current Estimated Value $278,651

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  1253 Salt Point Turnpike, Pleasant Valley, NY 12569
• 

  Est $469,657 Not Listed For Sale

  234 Rossway Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 2 Baths
  • 1,694 Sq Ft
  • Built 1968

  234 Rossway Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 8% Above List Price
  • $257/SF
  • 62 Days On Market

  Last Sold Price $435,000

  Last Listing Agent Teddie Leonaggeo McGrath Realty Inc
• 

  /2

  $85,000 Pending

  • Land
  • 2.7 Acres
  • $31,481 per Acre

  0 Freedom Rd, Pleasant Valley, NY

  Board of Health approved lot in beautiful Pleasant Valley. Just minutes to the Lagrange Town Center, and to the Taconic State Parkway. This is a fantastic location to build a home in the heart of Dutchess County.

  Ryan LaLuna McGrath Realty Inc

  0 Freedom Rd, Pleasant Valley, NY
• 

  $440,000 Sold Nov 20, 2025

  19 Gleason Blvd, Pleasant Valley, NY 12569

  • 3 Beds
  • 1.5 Baths
  • 1,702 Sq Ft
  • Built 1950

  Last Sold Summary

  • 5% Below List Price
  • $259/SF
  • 48 Days On Market

  Current Estimated Value $439,653

  Last Listing Agent Dominick DiFilippo Keller Williams Realty Partner

  19 Gleason Blvd, Pleasant Valley, NY 12569
• 

  Est $555,055 Not Listed For Sale

  31 Birch Dr, Pleasant Valley, NY 12569

  • 3 Beds
  • 1.5 Baths
  • 2,028 Sq Ft
  • Built 1970

  31 Birch Dr, Pleasant Valley, NY 12569

  Last Sold Summary

  • 18% Above List Price
  • $233/SF
  • 177 Days On Market

  Last Sold Price $472,000

  Last Listing Agent Susan Stevens BHHS Hudson Valley Properties
• 

  

  /26

  $1,750,000

  • 6 Beds
  • 3.5 Baths
  • 4,248 Sq Ft

  11 Brown Rd, Pleasant Valley, NY 12569

  Step back in time without sacrificing modern comforts in this rare, historic brick farmhouse estate, originally built in the 1760s by early settler Sarah Tobias Newcomb. Rich in Revolutionary War-era history, this extraordinary property tells a story few homes can: Sarah famously sent cheese from her dairy to George Washington's encampment nearby. Over the years, the home has flown both British

  Daniel Colomban Skyler Realty LLC

  11 Brown Rd, Pleasant Valley, NY 12569
• 

  $900,000 Sold Aug 07, 2025

  422 Rossway Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2.5 Baths
  • 3,770 Sq Ft
  • Built 2004

  Last Sold Summary

  • $239/SF
  • 161 Days On Market

  Current Estimated Value $896,207

  Last Listing Agent Kaye Saglibene

  422 Rossway Rd, Pleasant Valley, NY 12569
• 

  Est $497,745 Not Listed For Sale

  13 Birch Dr, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • Built 1986

  13 Birch Dr, Pleasant Valley, NY 12569

  Last Sold Summary

  • 13% Above List Price
  • $271/SF
  • 23 Days On Market

  Last Sold Price $439,000

  Last Listing Agent Michele Rios BHHS Hudson Valley Properties
• 

  

  /20

  $399,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft

  63 Parksville Rd, Pleasant Valley, NY 12569

  Fully rented two-family home in Pleasant Valley offering a strong opportunity for investors or future owner-occupants, set on a creekside lot backing directly to the Wappingers Creek. The upper unit has been updated, both units are currently occupied and producing income, and the property offers plenty of off-street parking for tenants. Conveniently located just minutes to the Town of Pleasant

  STEVEN WROBEL JR. Serhant LLC

  63 Parksville Rd, Pleasant Valley, NY 12569
• 

  $185,250 Sold Nov 26, 2025

  11 Demelis Dr, Pleasant Valley, NY 12569

  • 3 Beds
  • 1 Bath
  • 1,520 Sq Ft
  • Built 1963

  Last Sold Summary

  • 32% Below List Price
  • $122/SF
  • 72 Days On Market

  Current Estimated Value $222,205

  Last Listing Agent Brian Smith River Realty Services, Inc.

  11 Demelis Dr, Pleasant Valley, NY 12569
• 

  Est $469,168 Not Listed For Sale

  22 Tyrell Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 3 Baths
  • 2,447 Sq Ft
  • Built 1969

  22 Tyrell Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 29% Above List Price
  • $149/SF
  • 106 Days On Market

  Last Sold Price $365,000

  Last Listing Agent Curtis Darragh Legacy Land & Homes LLC
• 

  

  /26

  $475,000

  • 3 Beds
  • 1.5 Baths
  • 1,701 Sq Ft

  29 Mcallister Dr, Pleasant Valley, NY 12569

  Town of Lagrange oversized ranch featuring hardwood floors throughout, large eat-in kitchen, formal dining room w/cork floor & living room w/fireplace. Three well proportioned bedrooms. Laundry conveniently located on main level. Sunroom leads to massive two car garage ideal for auto enthusiast, hobbyist or contractor. Expansive level backyard, which backs up to 60 acre ecological preserve, never

  Dan Axtmann BHHS Hudson Valley Properties

  29 Mcallister Dr, Pleasant Valley, NY 12569
• 

  $532,500 Sold Jun 11, 2025

  49 North Ave, Pleasant Valley, NY 12569

  • 4 Beds
  • 3 Baths
  • 3,596 Sq Ft
  • Built 1850

  Last Sold Summary

  • 8% Below List Price
  • $148/SF
  • 134 Days On Market

  Current Estimated Value $531,251

  Last Listing Agent JOHN SCARANO Keller Williams Realty

  49 North Ave, Pleasant Valley, NY 12569
• 

  Est $383,614 Not Listed For Sale

  237 Masten Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 1 Bath
  • 1,530 Sq Ft
  • Built 1951

  237 Masten Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 42% Above List Price
  • $176/SF
  • 81 Days On Market

  Last Sold Price $270,000

  Last Listing Agent NANCY PATRICK Helen Schweitzer Realty, LLC
• 

  /2

  $139,000 Pending

  • Land
  • 2.05 Acres
  • $67,805 per Acre

  35 Patricia Dr, Pleasant Valley, NY 12569

  Discover the perfect setting for your future home on this scenic 2+ acre lot, nestled in a well-established and desirable neighborhood. Board of Health approval is already in place, making it easier to start your build. Bring your own builder, or contact us to explore custom home options tailored to your vision.

  Jake Garay Serhant LLC

  35 Patricia Dr, Pleasant Valley, NY 12569
• 

  $552,000 Sold Jun 02, 2025

  4 Straub Dr, Pleasant Valley, NY 12569

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $230/SF
  • 155 Days On Market

  Current Estimated Value $560,694

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  4 Straub Dr, Pleasant Valley, NY 12569
• 

  Est $478,625 Not Listed For Sale

  53 Masten Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft
  • Built 1974

  53 Masten Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 18% Above List Price
  • $224/SF
  • 54 Days On Market

  Last Sold Price $405,000

  Last Listing Agent Margaret Labozzetti BHHS Hudson Valley Properties
• 

  

  /34

  $450,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,988 Sq Ft

  4 Mcallister Dr, Pleasant Valley, NY 12569

  Proud ownership shines throughout this well-maintained Dutch Colonial , nestled on over 1.1 acres of picturesque land in town of Lagrange, NY with Arlington central schools. With an easy commute to New York City in under two hours, you can enjoy the serenity of the Hudson Valley while remaining conveniently connected to the bustling urban lifestyle. Step inside to discover over 1,610 square feet

  Kaye Saglibene

  4 Mcallister Dr, Pleasant Valley, NY 12569
• 

  $645,000 Sold Jan 05, 2026

  244 Rombout Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 4 Baths
  • 3,159 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Above List Price
  • $204/SF
  • 30 Days On Market

  Current Estimated Value $631,484

  Last Listing Agent Lynn Angelo BHHS Hudson Valley Properties

  244 Rombout Rd, Pleasant Valley, NY 12569
• 

  Est $500,352 Not Listed For Sale

  193 Rossway Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 2,226 Sq Ft
  • Built 1991

  193 Rossway Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 15% Above List Price
  • $195/SF
  • 82 Days On Market

  Last Sold Price $435,000

  Last Listing Agent Andrew Moore Daniel Gale Sotheby's
• 

  

  /29

  $199,900 Pending

  • 1 Bed
  • 1 Bath
  • 708 Sq Ft

  1824 Route 44, Pleasant Valley, NY 12569

  Don’t miss this little cutie with BIG potential in the Town of Pleasant Valley and within the Arlington School District. This charming home sits on .35 acre and is ready for a buyer with vision. With a little TLC, this home could be an absolute dollhouse. Featuring nicely sized living room, eat-in kitchen, 1 bedroom, 1 bathroom, plus an additional flex space that can be used in a multitude of

  Jennifer Amicucci

  1824 Route 44, Pleasant Valley, NY 12569
• 

  $685,000 Sold Jul 11, 2025

  22 Gretna Woods Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 3 Baths
  • 3,400 Sq Ft
  • Built 1965

  Last Sold Summary

  • 14% Below List Price
  • $201/SF
  • 22 Days On Market

  Current Estimated Value $684,771

  Last Listing Agent JOAN PEDATELLA K. Fortuna Realty, Inc.

  22 Gretna Woods Rd, Pleasant Valley, NY 12569

Showing Results 41 - 80, Page 2 of 18