3,998

Homes in ZIP Code 12569

Section Image
    • 33 Cider Mill Ct, Pleasant Valley, NY 12569

      Est $636,538 Not Listed For Sale

      33 Cider Mill Ct, Pleasant Valley, NY 12569

      • 4 Beds
      • 2.5 Baths
      • 2,532 Sq Ft
      • Built 2005
      33 Cider Mill Ct, Pleasant Valley, NY 12569

      Last Sold Summary

      • 18% Above List Price
      • $213/SF
      • 17 Days On Market
      • Last Sold Price $540,000
      • Apr 26, 2023

      Last Listing Agent Corinna Deigan Compass Greater NY, LLC

  • /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
  • 244 Rombout Rd, 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 $632,683

    Last Listing Agent Lynn Angelo BHHS Hudson Valley Properties

    244 Rombout Rd, Pleasant Valley, NY 12569
    • 303 Davis Rd, Salt Point, NY 12578

      Est $651,575 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

      • 3% Above List Price
      • $234/SF
      • 17 Days On Market
      • Last Sold Price $630,000
      • Sep 30, 2024

      Last Listing Agent Craig Smith Compass Greater NY, LLC

  • /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
  • 22 Gretna Woods Rd, 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 $700,652

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

    22 Gretna Woods Rd, Pleasant Valley, NY 12569
    • 574 Creek Rd, Pleasant Valley, NY 12569

      Est $420,602 Not Listed For Sale

      574 Creek Rd, Pleasant Valley, NY 12569

      • 2 Beds
      • 2 Baths
      • 1,775 Sq Ft
      • Built 1954
      574 Creek Rd, Pleasant Valley, NY 12569

      Last Sold Summary

      • 15% Above List Price
      • $206/SF
      • 33 Days On Market
      • Last Sold Price $365,000
      • Sep 13, 2023

      Last Listing Agent Anne Negrin

  • /49

    $849,000

    • 4 Beds
    • 2.5 Baths
    • 2,924 Sq Ft

    32 Cole Rd, Pleasant Valley, NY 12569

    Welcome to your private Hudson Valley retreat—an estate-style residence set on 13.7 picturesque, park-like acres in the heart of LaGrange, just minutes from the charming village of Millbrook. A serene quarter-mile partially pine-lined driveway creates a memorable arrival experience, immediately setting the tone for the privacy, scale, and tranquility that define this exceptional property.

    SOPHIA NAEEM

    32 Cole Rd, Pleasant Valley, NY 12569
  • 16 Nied Dr, Pleasant Valley, NY 12569

    $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 $355,707

    Last Listing Agent ABBY JOSIAH KW MidHudson

    16 Nied Dr, Pleasant Valley, NY 12569
    • /2

      Est $425,260 Not Listed For Sale

      689 North Ave, Salt Point, NY 12578

      • 4 Beds
      • 3 Baths
      • 3,080 Sq Ft
      • Built 1963
      689 North Ave, Salt Point, NY 12578

      Last Sold Summary

      • 18% Below List Price
      • $117/SF
      • Last Sold Price $359,000

      Last Listing Agent Daniel Balassone VYLLA Home

  • /25

    $475,000 Pending

    • 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
  • 189 Freedom Rd, Pleasant Valley, NY 12569

    $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 $2,310,002

    Last Listing Agent Jill Rose Houlihan Lawrence Inc.

    189 Freedom Rd, Pleasant Valley, NY 12569
    • 2109 Route 44, Pleasant Valley, NY 12569

      Est $640,386 Not Listed For Sale

      2109 Route 44, Pleasant Valley, NY 12569

      • 4 Beds
      • 3.5 Baths
      • 2,400 Sq Ft
      • Built 1949
      2109 Route 44, Pleasant Valley, NY 12569

      Last Sold Summary

      • 6% Above List Price
      • $253/SF
      • 17 Days On Market
      • Last Sold Price $606,031
      • Apr 04, 2025

      Last Listing Agent Nicole Porter

  • /3

    $775,000

    • Land
    • 10.52 Acres
    • $73,669 per Acre

    332 Creek Rd, Pleasant Valley, NY 12569

    Stephen Tocco TOCCO GROUP LTD

    332 Creek Rd, Pleasant Valley, NY 12569
  • 186 Oswego Rd, Pleasant Valley, NY 12569

    $505,000 Sold Aug 28, 2025

    186 Oswego Rd, Pleasant Valley, NY 12569

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1985

    Last Sold Summary

    • 1% Above List Price
    • $281/SF
    • 49 Days On Market

    Current Estimated Value $499,831

    Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

    186 Oswego Rd, Pleasant Valley, NY 12569
    • 72 Barkit Kennel Rd, Pleasant Valley, NY 12569

      Est $623,783 Not Listed For Sale

      72 Barkit Kennel Rd, Pleasant Valley, NY 12569

      • 3 Beds
      • 2 Baths
      • 2,612 Sq Ft
      • Built 1986
      72 Barkit Kennel Rd, Pleasant Valley, NY 12569

      Last Sold Summary

      • 7% Above List Price
      • $224/SF
      • 143 Days On Market
      • Last Sold Price $585,000
      • Mar 12, 2025

      Last Listing Agent Mariola Jedynasty Belvedere Partners Corp

  • /28

    $779,000

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

    989 Freedom Rd, Pleasant Valley, NY 12569

    TO BE BUILT: Introducing the wildly-popular Jefferson model, a colonial-style home in Arlington School District on almost 2 acres! Highlights of this 4 BR 2.5 bath include: 9' first floor ceilings, an expansive open concept kitchen, breakfast area and family room with a fireplace, home office, master bedroom suite with tray ceiling, second floor laundry and 2 car garage. Generous-sized bedrooms,

    John Gabriel Jr KW MidHudson

    989 Freedom Rd, Pleasant Valley, NY 12569
  • 15 Barbara Ln, Pleasant Valley, NY 12569

    $292,000 Sold Jan 13, 2026

    15 Barbara Ln, Pleasant Valley, NY 12569

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft
    • Built 1960

    Last Sold Summary

    • 17% Below List Price
    • $234/SF
    • 102 Days On Market

    Current Estimated Value $295,737

    Last Listing Agent Joseph Kuhl River Realty Services, Inc.

    15 Barbara Ln, Pleasant Valley, NY 12569
    • 45 Barkit Kennel Rd, Pleasant Valley, NY 12569

      Est $373,766 Not Listed For Sale

      45 Barkit Kennel Rd, Pleasant Valley, NY 12569

      • 2 Beds
      • 1 Bath
      • 1,100 Sq Ft
      • Built 1952
      45 Barkit Kennel Rd, Pleasant Valley, NY 12569

      Last Sold Summary

      • 4% Above List Price
      • $327/SF
      • 23 Days On Market
      • Last Sold Price $360,000
      • Jun 27, 2024

      Last Listing Agent Nicole Porter

  • /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
  • 25 Pine Hill Rd, Pleasant Valley, NY 12569

    $128,000 Sold Aug 26, 2025

    25 Pine Hill Rd, Pleasant Valley, NY 12569

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1930

    Last Sold Summary

    • 17% Below List Price
    • $148/SF
    • 28 Days On Market

    Current Estimated Value $149,879

    Last Listing Agent Ann Scarano Realty Center Hudson Valley

    25 Pine Hill Rd, Pleasant Valley, NY 12569
    • 1 Barkit Kennel Rd, Pleasant Valley, NY 12569

      Est $428,960 Not Listed For Sale

      1 Barkit Kennel Rd, Pleasant Valley, NY 12569

      • 3 Beds
      • 1 Bath
      • 2,365 Sq Ft
      • Built 1960
      1 Barkit Kennel Rd, Pleasant Valley, NY 12569

      Last Sold Summary

      • 32% Above List Price
      • $137/SF
      • 85 Days On Market
      • Last Sold Price $325,000
      • Sep 05, 2023

      Last Listing Agent JUSTIN BURPEE K. Fortuna Realty, Inc.

  • /34

    $450,000

    • 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
  • 14 Hilltop Ln, Pleasant Valley, NY 12569

    $112,000 Sold Jul 24, 2025

    14 Hilltop Ln, Pleasant Valley, NY 12569

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Built 1989

    Last Sold Summary

    • 17% Below List Price
    • $112/SF
    • 49 Days On Market

    Last Listing Agent Ivan Carvalho Exit Realty Connections

    14 Hilltop Ln, Pleasant Valley, NY 12569
    • 48 Valley View Rd, Pleasant Valley, NY 12569

      Est $457,022 Not Listed For Sale

      48 Valley View Rd, Pleasant Valley, NY 12569

      • 3 Beds
      • 1.5 Baths
      • 1,656 Sq Ft
      • Built 1965
      48 Valley View Rd, Pleasant Valley, NY 12569

      Last Sold Summary

      • 4% Above List Price
      • $266/SF
      • 21 Days On Market
      • Last Sold Price $440,000
      • Sep 05, 2024

      Last Listing Agent Dominick DiFilippo Keller Williams Realty Partner

  • /29

    $415,000

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

    182 Downing Rd, Pleasant Valley, NY 12569

    Commuter's Dream Ranch with West-Facing Views & WorkshopLocation, Privacy, and Convenience! Beautiful Ranch situated on a private 2.6-acre lot in Pleasant Valley. This home offers the ultimate balance: incredibly close to the Taconic State Parkway for an easy commute, yet tucked away in a quiet area that feels far removed from the hustle. Key Features Include:Outdoor Living: Hear the

    Christine Hamilton Keller Williams Realty Partner

    182 Downing Rd, Pleasant Valley, NY 12569
  • 185 Forest Valley Rd, Pleasant Valley, NY 12569

    $562,500 Sold Dec 16, 2025

    185 Forest Valley Rd, Pleasant Valley, NY 12569

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Built 1984

    Last Sold Summary

    • 13% Above List Price
    • $281/SF
    • 22 Days On Market

    Current Estimated Value $558,790

    Last Listing Agent Dan Axtmann BHHS Hudson Valley Properties

    185 Forest Valley Rd, Pleasant Valley, NY 12569
    • 330 Creek Rd, Pleasant Valley, NY 12569

      Est $415,628 Not Listed For Sale

      330 Creek Rd, Pleasant Valley, NY 12569

      • 4 Beds
      • 1 Bath
      • 1,500 Sq Ft
      • Built 1965
      330 Creek Rd, Pleasant Valley, NY 12569

      Last Sold Summary

      • 10% Above List Price
      • $252/SF
      • 80 Days On Market
      • Last Sold Price $378,000
      • Feb 20, 2024

      Last Listing Agent Blake Michaud BHHS Hudson Valley Properties

  • /33

    $499,000 Pending

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

    41 Mountain Dr, Pleasant Valley, NY 12569

    Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in Pleasant Valley. Lovingly cared for and move-in ready, this residence offers a balance of classic charm and modern convenience. Step inside to an inviting layout filled with natural light. The bright living room flows seamlessly into an open dining area with direct access to a spacious deck—ideal for outdoor gatherings,

    JENNIFER HOYE BHHS Hudson Valley Properties

    41 Mountain Dr, Pleasant Valley, NY 12569
  • 2 Ravine Rd, Pleasant Valley, NY 12569

    $547,500 Sold May 15, 2025

    2 Ravine Rd, Pleasant Valley, NY 12569

    • 3 Beds
    • 2.5 Baths
    • 1,859 Sq Ft
    • Built 1979

    Last Sold Summary

    • $295/SF
    • 44 Days On Market

    Current Estimated Value $568,337

    Last Listing Agent Mark Snyder eXp Realty

    2 Ravine Rd, Pleasant Valley, NY 12569
    • 186 Creek Rd, Pleasant Valley, NY 12569

      Est $708,536 Not Listed For Sale

      186 Creek Rd, Pleasant Valley, NY 12569

      • 3 Beds
      • 2.5 Baths
      • 2,744 Sq Ft
      • Built 2000
      186 Creek Rd, Pleasant Valley, NY 12569

      Last Sold Summary

      • 13% Above List Price
      • $228/SF
      • 40 Days On Market
      • Last Sold Price $625,000
      • Feb 07, 2025

      Last Listing Agent LISA WOHLMUTH KW MidHudson

  • /3

    $68,000 Pending

    • Land
    • 2.87 Acres
    • $23,693 per Acre

    0 Frost Hill Rd Unit KEY978887, La Grange, NY 12569

    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 Frost Hill Rd Unit KEY978887, La Grange, NY 12569
  • 261 Freedom Rd, Pleasant Valley, NY 12569

    $650,000 Sold Mar 27, 2026

    261 Freedom Rd, Pleasant Valley, NY 12569

    • 3 Beds
    • 2 Baths
    • 2,340 Sq Ft
    • Built 1982

    Last Sold Summary

    • 8% Above List Price
    • $278/SF
    • 41 Days On Market

    Current Estimated Value $588,395

    Last Listing Agent Ronald Green KW MidHudson

    261 Freedom Rd, Pleasant Valley, NY 12569
    • 184 Creek Rd, Pleasant Valley, NY 12569

      Est $603,967 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

      • 1% Above List Price
      • $231/SF
      • 42 Days On Market
      • Last Sold Price $600,000
      • Jul 17, 2024

      Last Listing Agent Virginia Corbett eXp Realty

  • /19

    $354,900

    • 3 Beds
    • 1 Bath
    • 1,666 Sq Ft

    430 North Ave, Pleasant Valley, NY 12569

    Welcome to 430 North Ave in Pleasant Valley—a charming, well-maintained cape-style home set on 1.16 acres, offering comfortable living with room to make it your own.The main level features a spacious kitchen, bright living room with fireplace, and beautiful hardwood floors throughout much of the main living space. The home includes a primary bedroom and full bath on the main level, along with

    Michael Strutt BHHS Hudson Valley Properties

    430 North Ave, Pleasant Valley, NY 12569
  • 387 Freedom 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 $351,439

    Last Listing Agent John Gabriel Jr KW MidHudson

    387 Freedom Rd, Pleasant Valley, NY 12569
    • 166 Creek Rd, Pleasant Valley, NY 12569

      Est $731,647 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

      • 4% Above List Price
      • $173/SF
      • 206 Days On Market
      • Last Sold Price $702,500
      • Apr 10, 2025

      Last Listing Agent Liudmila Lobeeva eXp Realty

  • /40

    $675,000

    • 4 Beds
    • 3.5 Baths
    • 3,041 Sq Ft

    343 North Ave, Pleasant Valley, NY 12569

    Set far back from the road on 4.63 beautifully manicured acres and surrounded by protected land that will not be built on, this exceptional 3,041 SqFt front porch Colonial offers a rare combination of privacy, tranquility, and long-term peace of mind. A picturesque gently curving 650-foot driveway leads you through a serene, park-like setting, creating a true estate feel and a daily escape from

    John Durso Keller Williams Realty Partner

    343 North Ave, Pleasant Valley, NY 12569
  • 58 Travis Rd, Hyde Park, NY 12538

    $615,000 Sold Aug 01, 2025

    58 Travis Rd, Hyde Park, NY 12538

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Built 2000

    Last Sold Summary

    • 1% Below List Price
    • $256/SF
    • 41 Days On Market

    Current Estimated Value $602,716

    Last Listing Agent Marie-Louise Enderle BHHS Hudson Valley Properties

    58 Travis Rd, Hyde Park, NY 12538
    • 155 Creek Rd, Pleasant Valley, NY 12569

      Est $391,400 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

      • 7% Above List Price
      • $346/SF
      • 17 Days On Market
      • Last Sold Price $364,999
      • Jan 08, 2025

      Last Listing Agent Jonathan Scarinzi Elyse Harney Real Estate

Showing Results 81 - 120, Page 3 of 18

How to Buy a Home How to Finance a Home How to Sell a Home