Homes in ZIP Code 12569

• 

  

  

  /33

  $355,000

  $25K PRICE DROP Pending

  • 4 Beds
  • 1.5 Baths
  • 1,716 Sq Ft

  35 Shady Creek Rd, Pleasant Valley, NY 12569

  AS-IS SALENestled near a peaceful creek, 35 Shady Creek Dr offers a wonderful opportunity to own a solidly built Colonial home in the Arlington School District. This four-bedroom, one-and-a-half-bath home is full of character and potential, offering great bones and a comfortable layout that’s ready for your personal touch.Inside, a welcoming formal dining room centers around a

  Helene Goodworth eXp Realty

  35 Shady Creek Rd, Pleasant Valley, NY 12569
• 

  $350,000

  Sold Feb 20, 2026

  387 Freedom Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 1 Bath
  • 920 Sq Ft
  • Built 1971

  Last Sold Summary

  • $380/SF
  • 103 Days On Market

  Current Estimated Value $360,837

  Last Listing Agent John Gabriel Jr KW MidHudson

  387 Freedom Rd, Pleasant Valley, NY 12569
• 

  Est $631,264

  Not Listed For Sale

  184 Creek Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 2.5 Baths
  • 2,592 Sq Ft
  • Built 1989

  184 Creek Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 42 Days On Market

  Last Listing Agent Virginia Corbett eXp Realty
• 

  

  

  /35

  $518,900

  Open Sun 12PM - 2PM $6K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,928 Sq Ft

  12 Talbot Dr, Pleasant Valley, NY 12569

  Welcome to this beautifully updated move-in ready home, perfectly situated at the end of a quiet cul-de-sac, offering unmatched privacy and a peaceful, wooded backyard setting. Whether you're enjoying your morning coffee in the beautiful three-season sunroom or relaxing outdoors, this property provides the tranquility you've been searching for.Inside, you'll find numerous high-quality

  VINCENT MARTIN Serhant LLC

  12 Talbot Dr, Pleasant Valley, NY 12569
• 

  $706,000

  Sold Aug 10, 2026

  125 Smith Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 2.5 Baths
  • 2,248 Sq Ft
  • Built 1983

  Last Sold Summary

  • 7% Above List Price
  • $314/SF
  • 19 Days On Market

  Current Estimated Value $653,673

  Last Listing Agent Pamela Kandel Houlihan Lawrence Inc.

  125 Smith Rd, Pleasant Valley, NY 12569
• 

  Est $758,389

  Not Listed For Sale

  166 Creek Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 3.5 Baths
  • 4,059 Sq Ft
  • Built 1988

  166 Creek Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 206 Days On Market

  Last Listing Agent Liudmila Lobeeva eXp Realty
• 

  

  /33

  $339,000

  • 2 Beds
  • 1.5 Baths
  • 1,766 Sq Ft

  33 North Ave, Pleasant Valley, NY 12569

  This charming 1920s home combines character with comfortable one-level living in a highly walkable location. The inviting interior features two bedrooms, a home office, an efficient kitchen, a welcoming living room, a sun-filled dining room, one-and-a-half baths, and a mudroom with laundry. While the second floor creates flexibility for additional living space, the full basement provides generous

  Susan Whalen George T Whalen Real Estate

  33 North Ave, Pleasant Valley, NY 12569
• 

  $495,000

  Sold Jan 07, 2026

  198 Oswego Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 1,523 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Above List Price
  • $325/SF
  • 21 Days On Market

  Current Estimated Value $510,889

  Last Listing Agent Ronald Green KW MidHudson

  198 Oswego Rd, Pleasant Valley, NY 12569
• 

  Est $412,434

  Not Listed For Sale

  155 Creek Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1971

  155 Creek Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Jonathan Scarinzi Elyse Harney Real Estate
• 

  

  /25

  $393,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,005 Sq Ft

  23 Dupay Rd, Pleasant Valley, NY 12569

  Welcome to 23 DuPay Road in Pleasant Valley! Nestled on a beautifully landscaped lot surrounded by mature trees, this charming ranch offers the perfect blend of comfort, character, and convenience. Featuring 2 spacious bedrooms, 1 full bath and 1/2 bath, and gleaming hardwood floors throughout most of the home, this property is move-in ready while still offering room to make it your own.The

  INGRID LEILADHAR eXp Realty

  23 Dupay Rd, Pleasant Valley, NY 12569
• 

  $500,000

  Sold Dec 12, 2025

  28 Forest Valley Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 1.5 Baths
  • 1,776 Sq Ft
  • Built 1976

  Last Sold Summary

  • 4% Above List Price
  • $282/SF
  • 28 Days On Market

  Current Estimated Value $518,143

  Last Listing Agent Nicholas Karwaski Compass Greater NY, LLC

  28 Forest Valley Rd, Pleasant Valley, NY 12569
• 

  Est $369,251

  Not Listed For Sale

  479 Creek Rd, Pleasant Valley, NY 12569

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1960

  479 Creek Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties
• 

  

  /45

  $725,000

  $75K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,263 Sq Ft

  32 Cole Rd, Pleasant Valley, NY 12569

  Welcome to this lovely Hudson Valley estate where timeless architecture and exceptional privacy come together on 13.7 breathtaking park-like acres in the heart of LaGrange, just minutes from the Village of Millbrook. A picturesque quarter-mile, partially pine-lined driveway creates a country approach, setting the stage for this remarkable property. Perfectly positioned with a coveted

  Nicole Porter Houlihan Lawrence Inc.

  32 Cole Rd, Pleasant Valley, NY 12569
• 

  $390,000

  Sold Mar 31, 2026

  63 Parksville Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 2 Baths
  • 1,440 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Below List Price
  • $271/SF
  • 38 Days On Market

  Current Estimated Value $393,316

  Last Listing Agent STEVEN WROBEL JR. Serhant LLC

  63 Parksville Rd, Pleasant Valley, NY 12569
• 

  Est $507,047

  Not Listed For Sale

  313 Pine Hill Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 1.5 Baths
  • 2,400 Sq Ft
  • Built 1965

  313 Pine Hill Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Brian Woolsey BHHS Hudson Valley Properties
• 

  

  /32

  $425,000

  $5K PRICE DROP Under Contract

  • 3 Beds
  • 1 Bath
  • 1,512 Sq Ft

  67 Gleason Blvd, Pleasant Valley, NY 12569

  This picture perfect, recently updated, single-level 3 bedroom ranch home is located at the end of a cul-de-sac in a beloved neighborhood. The notably updated eat-in kitchen features gleaming granite countertops, stainless steel appliances, deep pantry, newer light fixtures and an additional matching curved entryway recently added for ease of use and accessibility. Complete with beautiful tile

  Kimberly Milanesi Houlihan Lawrence Real Estate

  67 Gleason Blvd, Pleasant Valley, NY 12569
• 

  $475,000

  Sold May 27, 2026

  29 Mcallister Dr, Pleasant Valley, NY 12569

  • 3 Beds
  • 1.5 Baths
  • 1,701 Sq Ft
  • Built 1956

  Last Sold Summary

  • $279/SF
  • 59 Days On Market

  Current Estimated Value $470,632

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  29 Mcallister Dr, Pleasant Valley, NY 12569
• 

  Est $498,525

  Not Listed For Sale

  114 Hurley Rd, Salt Point, NY 12578

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft
  • Built 1993

  114 Hurley Rd, Salt Point, NY 12578

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Veronica Newton Compass Greater NY, LLC
• 

  

  /50

  $799,900

  $30K PRICE DROP Pending

  • 6 Beds
  • 4 Baths

  949 Freedom Rd, Pleasant Valley, NY 12569

  Step into a storybook setting with this extraordinary one-of-a-kind property! Featuring TWO homes on 2 picturesque acres: a circa 1900 farmhouse (4 beds/3 full baths - 2,674 sq. ft.) originally built from Sears Roebuck and Co. kit plans and with materials that were delivered by train, AND a second home (2 beds/1bath - 1,080 sq. ft.) ideal for multi-generational living, rental income or guest

  Jennifer Amicucci Houlihan Lawrence Inc.

  949 Freedom Rd, Pleasant Valley, NY 12569
• 

  $140,000

  Sold Sep 18, 2026

  17 Partridge Ln, Pleasant Valley, NY 12569

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1993

  Last Sold Summary

  • 6% Below List Price
  • $100/SF
  • 71 Days On Market

  Last Listing Agent Jessica Rosvold KW MidHudson

  17 Partridge Ln, Pleasant Valley, NY 12569
• 

  Est $566,687

  Not Listed For Sale

  1458 Salt Point Turnpike, Pleasant Valley, NY 12569

  • 3 Beds
  • 2.5 Baths
  • 2,065 Sq Ft
  • Built 1989

  1458 Salt Point Turnpike, Pleasant Valley, NY 12569

  Last Sold Summary

  • 45 Days On Market

  Last Listing Agent David Feinstein BHHS Hudson Valley Properties
• 

  

  /37

  $649,000

  • 4 Beds
  • 2.5 Baths
  • 2,483 Sq Ft

  76 Rockledge Dr, Pleasant Valley, NY 12569

  Classic styling and a superb location await you in this well maintained home offered for sale by the original owners. Set on 1.34 mostly wooded acres in one of LaGrange's most desirable neighborhoods, this 4 br, 2.5 bath home is located less than 8 minutes from the Taconic Parkway, all schools, Baird Park and LaGrange Town Center. The private and secluded 30 home neighborhood is built around a

  Dan Axtmann BHHS Hudson Valley Properties

  76 Rockledge Dr, Pleasant Valley, NY 12569
• 

  $452,100

  Sold Jun 30, 2026

  4 Mcallister Dr, Pleasant Valley, NY 12569

  • 4 Beds
  • 2.5 Baths
  • 1,988 Sq Ft
  • Built 1964

  Last Sold Summary

  • 8% Below List Price
  • $227/SF
  • 219 Days On Market

  Current Estimated Value $484,592

  Last Listing Agent Kaye Saglibene Houlihan Lawrence Inc.

  4 Mcallister Dr, Pleasant Valley, NY 12569
• 

  Est $808,972

  Not Listed For Sale

  656 Traver Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 3.5 Baths
  • 2,895 Sq Ft
  • Built 1999

  656 Traver Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Sandi Park Coldwell Banker Realty
• 

  

  /32

  $499,000

  $51K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 1,738 Sq Ft

  8 Trillium Rd, Pleasant Valley, NY 12569

  Welcome to this amazing weekend retreat or year-round sanctuary, privately set on 4.71 beautiful acres with a peaceful babbling brook. Surrounded by nature’s beauty, this special property offers the perfect blend of privacy, comfort, and tranquility. Step inside to a dramatic living room featuring a vaulted ceiling, a wall of glass with southern exposure, and an abundance of natural light. The

  Blake Michaud BHHS Hudson Valley Properties

  8 Trillium Rd, Pleasant Valley, NY 12569
• 

  $220,000

  Sold Apr 15, 2026

  1824 Route 44, Pleasant Valley, NY 12569

  • 1 Bed
  • 1 Bath
  • 708 Sq Ft
  • Built 1910

  Last Sold Summary

  • 10% Above List Price
  • $311/SF
  • 37 Days On Market

  Current Estimated Value $221,191

  Last Listing Agent Jennifer Amicucci Houlihan Lawrence Inc.

  1824 Route 44, Pleasant Valley, NY 12569
• 

  Est $643,208

  Not Listed For Sale

  688 Traver Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • Built 1987

  688 Traver Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties
• 

  

  /47

  $1,195,000

  $180K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,820 Sq Ft

  101 Drake Rd, Pleasant Valley, NY 12569

  Historic Barn Conversion Meets Modern Luxury in the Hudson ValleyTucked away along a quiet country road in Pleasant Valley, this extraordinary estate offers a rare opportunity to own a meticulously restored 19th-century barn conversion that seamlessly blends historic character with modern luxury. Originally two separate barns, the property has been thoughtfully reimagined into a

  Jake Garay Serhant LLC

  101 Drake Rd, Pleasant Valley, NY 12569
• 

  $830,000

  Sold Feb 13, 2026

  69 Brown Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 3.5 Baths
  • 2,567 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Below List Price
  • $323/SF
  • 140 Days On Market

  Current Estimated Value $839,146

  Last Listing Agent Susan Whalen George T Whalen Real Estate

  69 Brown Rd, Pleasant Valley, NY 12569
• 

  Est $566,323

  Not Listed For Sale

  154 Forest Valley Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 2.5 Baths
  • 2,080 Sq Ft
  • Built 1978

  154 Forest Valley Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Beverly Orser BHHS Hudson Valley Properties
• 

  

  /28

  $450,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft

  88 Rymph Rd, Pleasant Valley, NY 12569

  A peaceful ranch across from a working orchard, with all the big-ticket updates done. Few homes in this price range offer the same combination of comfort, convenience, and long-term value. Set on a level acre directly across from a working apple orchard, 88 Rymph Road brings open skies, seasonal orchard views, and genuine quiet to your everyday backdrop, all while staying just minutes from

  Anthony Flores Upstate Down

  88 Rymph Rd, Pleasant Valley, NY 12569
• 

  $412,500

  Sold Sep 15, 2026

  182 Downing Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 1.5 Baths
  • 1,132 Sq Ft
  • Built 1971

  Last Sold Summary

  • 4% Below List Price
  • $364/SF
  • 104 Days On Market

  Current Estimated Value $414,749

  Last Listing Agent Christine Hamilton Keller Williams Realty Partner

  182 Downing Rd, Pleasant Valley, NY 12569
• 

  Est $541,276

  Not Listed For Sale

  134 Forest Valley Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 3 Baths
  • 2,065 Sq Ft
  • Built 1979

  134 Forest Valley Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 50 Days On Market

  Last Listing Agent Diane Crittenden Diane E. Crittenden
• 

  

  /49

  $689,500

  $10K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,434 Sq Ft

  185 Rombout Rd, Pleasant Valley, NY 12569

  STOP THE SEARCH! THIS IS THE ONE! INCREDIBLE PROPERTY! ENTERTAINER'S DREAM HOME! Welcome to your own private Hudson Valley retreat, where every day feels like a vacation. Tucked away at the end of a long private driveway and nestled on just over six beautifully wooded acres in the highly sought after Arlington School District, this exceptional Colonial offers the perfect balance of privacy,

  Frank Muccari Cronin & Company Real Estate

  185 Rombout Rd, Pleasant Valley, NY 12569
• 

  $485,000

  Sold Jun 01, 2026

  41 Mountain Dr, Pleasant Valley, NY 12569

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft
  • Built 1970

  Last Sold Summary

  • 3% Below List Price
  • $264/SF
  • 34 Days On Market

  Current Estimated Value $490,876

  Last Listing Agent JENNIFER HOYE BHHS Hudson Valley Properties

  41 Mountain Dr, Pleasant Valley, NY 12569
• 

  Est $515,988

  Not Listed For Sale

  268 Forest Valley Rd, Pleasant Valley, NY 12569

  • 4 Beds
  • 2 Baths
  • 1,646 Sq Ft
  • Built 1982

  268 Forest Valley Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 15 Days On Market

  Last Listing Agent Isabel Alves RE/MAX Town & Country
• 

  

  /45

  $649,000

  • 3 Beds
  • 2.5 Baths
  • 2,023 Sq Ft

  25 Rachel Rd, Pleasant Valley, NY 12569

  Welcome to this beautifully and immaculately well maintained Colonial home that offers three bedrooms, two and a half bathrooms and was designed with a wonderful private first floor primary bedroom and bathroom suite complete with a walk in closet. This home is comfortable for everyday living and entertaining with its open floor plan. The impressive living room features 18-foot ceilings,

  Ann Scarano Realty Center Hudson Valley

  25 Rachel Rd, Pleasant Valley, NY 12569
• 

  $640,000

  Sold Mar 18, 2026

  2 English Way, Pleasant Valley, NY 12569

  • 3 Beds
  • 2.5 Baths
  • 2,636 Sq Ft
  • Built 1988

  Last Sold Summary

  • 2% Below List Price
  • $243/SF
  • 34 Days On Market

  Current Estimated Value $650,753

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

  2 English Way, Pleasant Valley, NY 12569
• 

  Est $599,492

  Not Listed For Sale

  113 Forest Valley Rd, Pleasant Valley, NY 12569

  • 3 Beds
  • 2 Baths
  • 2,400 Sq Ft
  • Built 1974

  113 Forest Valley Rd, Pleasant Valley, NY 12569

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties
• 

  

  /23

  $799,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,166 Sq Ft

  991 Freedom Rd, Pleasant Valley, NY 12569

  TO BE BUILT – The Vanderbilt Model Colonial on Over 3 Acres!This stunning 4-bedroom, 2.5-bath colonial offers the perfect blend of elegance and functionality. The thoughtfully designed main level features a formal living room and dining room, a spacious family room that showcases a gas fireplace and a wall of windows, seamlessly opening to the kitchen with quartz counters, a center island,

  John Gabriel Jr KW MidHudson

  991 Freedom Rd, Pleasant Valley, NY 12569

Showing Results 121 - 160, Page 4 of 18