Pleasant Valley, NY Homes

• 

  $540,000 Sold Mar 31, 2025

  162 Hibernia Rd, Salt Point, NY 12578

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 1966

  Last Sold Summary

  • 3% Above List Price
  • $225/SF
  • 32 Days On Market

  Current Estimated Value $562,016

  Last Listing Agent Liudmila Lobeeva eXp Realty

  162 Hibernia Rd, Salt Point, NY 12578
• 

  Est $470,183 Not Listed For Sale

  22 Promise Ln, Salt Point, NY 12578

  • 2 Beds
  • 1 Bath
  • 2,148 Sq Ft
  • Built 1981

  22 Promise Ln, Salt Point, NY 12578

  Last Sold Summary

  • 40% Above List Price
  • $156/SF
  • 31 Days On Market

  Last Sold Price $335,000

  Last Listing Agent Diane Crittenden Diane E. Crittenden
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  /39

  $625,000 Pending

  • 5 Beds
  • 3 Baths
  • 2,668 Sq Ft

  366 Overlook Rd, Pleasant Valley, NY 12569

  Welcome to 366 Overlook Road in Pleasant Valley—an exceptional raised ranch offering refined updates, thoughtful design, and outstanding flexibility. This spacious 5-bedroom, 3.5-bath home features two full kitchens with stainless steel appliances, ideal for versatile living arrangements, extended household needs, or guest accommodations. Additional highlights include a cozy fireplace, dedicated

  Joseph Lukic Compass Greater NY, LLC

  366 Overlook Rd, Pleasant Valley, NY 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 $509,440 Not Listed For Sale

  43 Denise Ct, Salt Point, NY 12578

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft
  • Built 1978

  43 Denise Ct, Salt Point, NY 12578

  Last Sold Summary

  • 2% Above List Price
  • $292/SF
  • 54 Days On Market

  Last Sold Price $500,000

  Last Listing Agent JEFFREY COLTON Jeff S. Colton
• 

  

  /30

  $529,500

  • 2 Beds
  • 2.5 Baths
  • 1,549 Sq Ft

  106 Wigsten Rd, Pleasant Valley, NY 12569

  New construction set on a spacious 1.10-acre lot, offering modern finishes, thoughtful design, and low-maintenance living. Built on existing foundation walls with a brand-new basement slab, this 1,390-square-foot home is complemented by a new rear porch and attached garage—perfect for enjoying both indoor and outdoor space. The main level features durable LVT flooring throughout and a

  Kyle Kirchhoff Kirchhoff Brokerage LLC

  106 Wigsten Rd, 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
• 

  

  /35

  Est $664,000 Not Listed For Sale

  47 Eleanor Dr, Salt Point, NY 12578

  • 4 Beds
  • 2 Baths
  • 2,544 Sq Ft
  • Built 1994

  47 Eleanor Dr, Salt Point, NY 12578

  Last Sold Summary

  • 36% Above List Price
  • $193/SF
  • 69 Days On Market

  Last Sold Price $490,000

  Last Listing Agent Dylan Taft Taft Street Realty, Inc.
• 

  

  /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
• 

  $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 $780,100 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

  • 20% Above List Price
  • $203/SF
  • 113 Days On Market

  Last Sold Price $650,000

  Last Listing Agent Shannon Martin BHHS Hudson Valley Properties
• 

  

  /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
• 

  $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 $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
• 

  

  /26

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  62 Netherwood Plaza, Salt Point, NY 12578

  Discover your private retreat at the end of a peaceful dead end street with this enchanting, move-in-ready home. This charming 3-bedroom, 2-bathroom residence seamlessly blends cozy cabin vibes with tasteful, modern updates throughout. An abundance of windows floods the entire home with natural light, highlighting the warm and inviting atmosphere. The well-appointed kitchen is a chef's delight,

  Samantha McCrory Exit Realty Connections

  62 Netherwood Plaza, Salt Point, NY 12578
• 

  $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 $536,377

  Last Listing Agent Ronald Green KW MidHudson

  33 Stirrup Ln, 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
• 

  $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 $204,480 Not Listed For Sale

  2562 Route 44, Salt Point, NY 12578

  • 2 Beds
  • 1 Bath
  • 484 Sq Ft
  • Built 1953

  2562 Route 44, Salt Point, NY 12578

  Last Sold Summary

  • 24% Above List Price
  • $341/SF
  • 95 Days On Market

  Last Sold Price $165,000

  Last Listing Agent LISA CAMPBELL 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
• 

  $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 $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
• 

  

  /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
• 

  $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 $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
• 

  /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
• 

  $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 $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.
• 

  

  /3

  $899,900

  • 4 Beds
  • 2.5 Baths
  • 2,778 Sq Ft

  5 Rosewood, Salisbury Mills, NY 12578

  Nestled in the heart of the Hudson Valley, this new four-home enclave in the Town of Cornwall offers a rare blend of modern luxury and preserved natural beauty. These custom homes are uniquely positioned against the backdrop of the iconic Storm King Mountains and one of the nation’s tallest railroad trestles, providing a dramatic landscape that will remain pristine thanks to the surrounding Land

  Theresa Budich Howard Hanna Rand Realty

  5 Rosewood, Salisbury Mills, NY 12578
• 

  $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 $469,657 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
• 

  

  /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
• 

  $740,000 Sold Sep 16, 2025

  28 Hurley Rd, Salt Point, NY 12578

  • 4 Beds
  • 4 Baths
  • 3,088 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Above List Price
  • $240/SF
  • 24 Days On Market

  Current Estimated Value $682,765

  Last Listing Agent Craig Smith Compass Greater NY, LLC

  28 Hurley Rd, Salt Point, NY 12578
• 

  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
• 

  

  /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
• 

  $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 $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
• 

  

  /35

  $539,900 Pending

  • 4 Beds
  • 1.5 Baths
  • 2,424 Sq Ft

  53 Tyrrel Rd, Pleasant Valley, NY 12569

  Nestled at the top of a meandering driveway, this charming four bedroom ranch offers privacy, and scenic views in an ideal location. Situated on six serene acres within the desirable Arlington School District, this home combines comfort, space and solitude. Cherished by the same family for over 30 years, where countless memories were created hosting large joyful gatherings and small intimate

  Janet Myer Houlihan Lawrence Inc.

  53 Tyrrel Rd, 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

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