Pleasant Valley, NY Homes

• 

  

  

  /49

  $799,000

  $51K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,114 Sq Ft

  60 Traver Rd, Pleasant Valley, NY 12569

  Welcome home to this beautifully maintained expanded Colonial, perfectly situated on 3.42 picturesque acres in the Town of LaGrange within the highly desirable Arlington Central School District. Lovingly cared for by the same owners for over 30 years, this exceptional property offers the perfect blend of timeless charm, generous living space, and outstanding outdoor amenities.Step inside

  Kim Conklin KW MidHudson

  60 Traver Rd, 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 $375,196

  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

  • 32 Days On Market

  Last Listing Agent Don Maher BHHS Hudson Valley Properties
• 

  

  

  /3

  $899,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,805 Sq Ft

  5 Rosewood, Salisbury Mills, NY 12578

  Still time for some customization. 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

  Theresa Budich Howard Hanna Rand Realty

  5 Rosewood, Salisbury Mills, NY 12578
• 

  $80,000

  Sold Jun 08, 2026

  0 Freedom Rd, Pleasant Valley, NY

  • Land
  • 2.7 Acres
  • $29,630 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 215 Days On Market

  Last Listing Agent Ryan LaLuna McGrath Realty Inc

  0 Freedom Rd, Pleasant Valley, NY
• 

  Est $635,535

  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

  • 117 Days On Market

  Last Listing Agent Peggy Santamorena Houlihan Lawrence Inc.
• 

  

  /15

  $1,200,000

  2010 Salt Point Turnpike, Salt Point, NY 12578

  Beautiful farming land, currently 2 adjoining tax lots with creek running through one parcel. Currently enrolled in Conservation Easement with designated building envelope. 80-90% tillable.

  David Birch Barns & Farms Realty, LLC

  2010 Salt Point Turnpike, Salt Point, NY 12578
• 

  $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 $300,858

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  1253 Salt Point Turnpike, Pleasant Valley, NY 12569
• 

  Est $449,187

  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

  • 62 Days On Market

  Last Listing Agent Teddie Leonaggeo McGrath Realty Inc
• 

  

  /63

  $389,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,508 Sq Ft

  2846 Route 82, Pleasant Valley, NY 12569

  Set high on a hill behind a hand-stacked stone wall, this little compound is a lot more interesting than its footprint lets on. The main house is a two-bedroom, one-bath charmer painted a moody near-black, with steel casement windows, wood paneling, and so much light it almost feels theatrical from morning straight through to evening. A separate studio building, a sloping wooded backyard, and one

  Arlena Armstrong Anatole House LLC

  2846 Route 82, 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 $451,769

  Last Listing Agent Dominick DiFilippo Keller Williams Realty Partner

  19 Gleason Blvd, Pleasant Valley, NY 12569
• 

  Est $538,224

  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

  • 177 Days On Market

  Last Listing Agent Susan Stevens BHHS Hudson Valley Properties
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  /17

  $375,000

  • 3 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  48 Gleason Blvd, Pleasant Valley, NY 12569

  New to market. Relaxed living in lovely, quiet neighborhood. Won't last long. Low traffic, cul de sac road close to everything you need. Sold as package deal 48 Gleason Blvd: 3BR w/ full basement 48 Gleason Boulevard + next door 3BR w/ full basement 46 Gleason Boulevard for $750,000 total package price. Enjoy these 2 lovely homes on the top of the hill in beautiful & central Pleasant Valley. Live

  Thomas Zengen Thomas Zengen

  48 Gleason Blvd, Pleasant Valley, NY 12569
• 

  $277,850

  Sold Jul 13, 2026

  163 Bower Rd, Poughkeepsie, NY 12603

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft
  • Built 1931

  Last Sold Summary

  • 7% Below List Price
  • $300/SF
  • 38 Days On Market

  Current Estimated Value $290,473

  Last Listing Agent Myriam Ramos Keller Williams Realty Partner

  163 Bower Rd, Poughkeepsie, NY 12603
• 

  Est $484,454

  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

  • 23 Days On Market

  Last Listing Agent Michele Rios BHHS Hudson Valley Properties
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  /48

  $5,250,000

  • 5 Beds
  • 3.5 Baths
  • 3,424 Sq Ft

  4918 Route 82, Salt Point, NY 12578

  Spanning nearly just over 12 pristine acres, Bloomvale is a masterfully preserved waterfall estate. Situated along the rushing waters of the Wappinger Creek in the historic hamlet of Salt Point, NY, this legacy property sits just two hours north of Manhattan and minutes from the coveted communities of Millbrook and Rhinebeck.Dating back to the mid-1750s, this National Historic Register

  Lindsay Allen Upstate Down

  4918 Route 82, Salt Point, 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 $234,253

  Last Listing Agent Brian Smith River Realty Services, Inc.

  11 Demelis Dr, Pleasant Valley, NY 12569
• 

  Est $498,156

  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

  • 106 Days On Market

  Last Listing Agent Curtis Darragh Legacy Land & Homes LLC
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  /27

  $439,999

  $35K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,420 Sq Ft

  234 Lakeshore Dr, Pleasant Valley, NY 12569

  Priced to sell and delivered completely vacant! This four-family investment opportunity, located at 234 Lakeshore Drive in Pleasant Valley, offers immense value-add potential in a convenient and accessible Dutchess County location. Perfectly positioned for savvy investors, this vacant asset allows you to immediately begin strategic renovations to maximize your rental income and build substantial

  Joseph Lukic Compass Greater NY, LLC

  234 Lakeshore Dr, 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 $715,426

  Last Listing Agent Craig Smith Compass Greater NY, LLC

  28 Hurley Rd, Salt Point, NY 12578
• 

  Est $475,421

  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

  • 54 Days On Market

  Last Listing Agent Margaret Labozzetti BHHS Hudson Valley Properties
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  /25

  $1,300,000

  $295K PRICE DROP

  • Land
  • 76.52 Acres
  • $16,989 per Acre

  641 North Ave, Pleasant Valley, NY 12569

  Tucked away off the well-traveled path and largely unnoticed, this remarkable 76± acre private parcel offers breathtaking distant and valley views in the heart of the Hudson Valley, just a short drive from sought-after destinations such as Rhinebeck and Millbrook. Currently operating as a successful apple orchard, the property features approximately 50 acres planted with 5 varieties of mature

  Carey Whalen Compass Greater NY, LLC

  641 North Ave, Pleasant Valley, NY 12569
• 

  $2,795,000

  Sold May 29, 2026

  165 Drake Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 7 Baths
  • 6,412 Sq Ft
  • Built 2010

  Last Sold Summary

  • 24% Below List Price
  • $436/SF
  • 347 Days On Market

  Last Listing Agent E. ELIZABETH PETERS Corcoran Country Living

  165 Drake Rd, Pleasant Valley, NY 12569
• 

  Est $487,615

  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

  • 82 Days On Market

  Last Listing Agent Andrew Moore Daniel Gale Sothebys Intl Rlty
• 

  

  /43

  $599,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,014 Sq Ft

  650 Netherwood Rd, Hyde Park, NY 12538

  This meticulously designed and well maintained 3-bedroom, 3-bathroom custom ranch is a true standout. From the moment you enter, the expansive room sizes and intuitive floor plan create a seamless flow throughout the home. The heart of the house features a fabulous sunroom directly off the chef-ready kitchen—perfect for morning coffee or afternoon relaxation.Entertain with ease in the

  Blake Michaud BHHS Hudson Valley Properties

  650 Netherwood Rd, Hyde Park, NY 12538
• 

  $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 $666,283

  Last Listing Agent Lynn Angelo BHHS Hudson Valley Properties

  244 Rombout Rd, Pleasant Valley, NY 12569
• 

  Est $727,242

  Not Listed For Sale

  75 Grist Mill Ln, Pleasant Valley, NY 12569

  • 4 Beds
  • 2.5 Baths
  • 3,099 Sq Ft
  • Built 2004

  75 Grist Mill Ln, Pleasant Valley, NY 12569

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent MariaElaina Cirone Keller Williams Realty Partner
• 

  

  /26

  $1,750,000

  $500K PRICE INCREASE

  • 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
• 

  $550,000

  Sold Jan 08, 2026

  27 Woodland Dr, Salt Point, NY 12578

  • 3 Beds
  • 2.5 Baths
  • 2,094 Sq Ft
  • Built 1976

  Last Sold Summary

  • $263/SF
  • 73 Days On Market

  Current Estimated Value $577,770

  Last Listing Agent Lauren Vonderau Inspire Realty

  27 Woodland Dr, Salt Point, NY 12578
• 

  Est $470,560

  Not Listed For Sale

  26 Bobolink Ln, Salt Point, NY 12578

  • 3 Beds
  • 1.5 Baths
  • 1,850 Sq Ft
  • Built 1979

  26 Bobolink Ln, Salt Point, NY 12578

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Debra Allan BHHS Hudson Valley Properties
• 

  

  /13

  $165,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft

  27 Shagbark Ave, Pleasant Valley, NY 12569

  Spacious and beautifully maintained mobile home featuring 3 generously sized bedrooms, each with walk-in closets, and 2 full bathrooms. This inviting home offers an open and bright layout with large windows, elegant crown molding, recessed lighting, and numerous upgrades throughout. The cozy living room is highlighted by a fully functional wood-burning fireplace capable of heating the entire home

  Josephine Diego K. Fortuna Realty, Inc.

  27 Shagbark Ave, Pleasant Valley, NY 12569
• 

  $579,900

  Sold Aug 06, 2026

  55 O Halloran Cir, Pleasant Valley, NY 12569

  • 4 Beds
  • 2.5 Baths
  • 3,240 Sq Ft
  • Built 2003

  Last Sold Summary

  • $179/SF
  • 90 Days On Market

  Current Estimated Value $625,007

  Last Listing Agent EDWIN MCNIFF JR. McNiff Real Estate LTD

  55 O Halloran Cir, Pleasant Valley, NY 12569
• 

  Est $666,038

  Not Listed For Sale

  26 Goldfinch Dr, Salt Point, NY 12578

  • 4 Beds
  • 2.5 Baths
  • 2,544 Sq Ft
  • Built 1979

  26 Goldfinch Dr, Salt Point, NY 12578

  Last Sold Summary

  • 105 Days On Market

  Last Listing Agent Lynne Riccoboni BHHS Hudson Valley Properties
• 

  

  /33

  $549,900

  • 3 Beds
  • 2 Baths
  • 2,442 Sq Ft

  185 Ring Rd, Salt Point, NY 12578

  Stunning 3-Bed, 2-Bath Home, Shows like a 4 Bedroom! on Nearly 1 Acre! Don't let the exterior fool you, this spacious 2005 build is packed with upgrades inside and out Highlights Include, Upgraded Kitchen: Black stainless-steel appliances, deep country sink & direct deck access. Main Floor Living, all 3 bedrooms on one level, including a primary suite with a modern full bath. Flex Lower Level,

  Philip Messina BHHS Hudson Valley Properties

  185 Ring Rd, Salt Point, NY 12578
• 

  $345,000

  Sold Sep 11, 2025

  16 Nied Dr, Pleasant Valley, NY 12569

  • 2 Beds
  • 1 Bath
  • 1,184 Sq Ft
  • Built 1960

  Last Sold Summary

  • 8% Below List Price
  • $291/SF
  • 77 Days On Market

  Current Estimated Value $369,595

  Last Listing Agent ABBY JOSIAH KW MidHudson

  16 Nied Dr, Pleasant Valley, NY 12569
• 

  Est $802,272

  Not Listed For Sale

  292 Davis Rd, Salt Point, NY 12578

  • 4 Beds
  • 3 Baths
  • 4,769 Sq Ft
  • Built 1988

  292 Davis Rd, Salt Point, NY 12578

  Last Sold Summary

  • 74 Days On Market

  Last Listing Agent Vida Odescalchi Legacy Land & Homes LLC
• 

  

  /49

  $449,900

  Pending

  • 2 Beds
  • 1 Bath
  • 1,128 Sq Ft

  356 Smith Rd, Hyde Park, NY 12538

  Set on 3.45 acres of paradise in Hyde Park within the Arlington Central School District, this ranch-style home offers a blend of updated interior spaces, outdoor spa amenities, and expansive grounds. With 2 bedrooms, 1 bath, and 1,128 square feet of living space, plus a full basement, buyers searching for a home with acreage in Dutchess County, a ranch home with a pool, or a property with outdoor

  Virginia Corbett eXp Realty

  356 Smith Rd, Hyde Park, NY 12538
• 

  $2,650,000

  Sold Dec 30, 2025

  189 Freedom Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 4.5 Baths
  • 6,452 Sq Ft
  • Built 1986

  Last Sold Summary

  • 21% Above List Price
  • $411/SF
  • 118 Days On Market

  Current Estimated Value $2,142,839

  Last Listing Agent Jill Rose Houlihan Lawrence Inc.

  189 Freedom Rd, Pleasant Valley, NY 12569
• 

  Est $691,508

  Not Listed For Sale

  303 Davis Rd, Salt Point, NY 12578

  • 4 Beds
  • 3.5 Baths
  • 2,688 Sq Ft
  • Built 1988

  303 Davis Rd, Salt Point, NY 12578

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Craig Smith Compass Greater NY, LLC
• 

  

  /26

  $1,395,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  625 Traver Rd, Pleasant Valley, NY 12569

  QUICK DELIVERY NEW CONSTRUCTION! Welcome to your own private retreat in the heart of Pleasant Valley. A Modern Scandinavian Ranch style home nestled on an extraordinary 25-acre parcel surrounded by nature, this custom Den Barnhouse Plan seamlessly blends timeless Scandinavian design with a highly efficient, thoughtfully crafted floor plan. Offering the perfect balance of modern simplicity and

  Justin LaFalce KW MidHudson

  625 Traver Rd, Pleasant Valley, NY 12569

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