4,497

Pleasant Valley, NY Homes

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  • 12 Wolf Ln, Pleasant Valley, NY 12569

    $850,000

    Sold Nov 13, 2025

    12 Wolf Ln, Pleasant Valley, NY 12569

    • 4 Beds
    • 3.5 Baths
    • 4,024 Sq Ft
    • Built 1985

    Last Sold Summary

    • 29% Below List Price
    • $211/SF
    • 111 Days On Market

    Current Estimated Value $878,739

    Last Listing Agent Jake Garay Serhant LLC

    12 Wolf Ln, Pleasant Valley, NY 12569
  • /8

    $289,500

    $56K PRICE DROP 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
  • 0 New York 82, Pleasant Valley, NY 12569

    $85,000

    Sold Jun 01, 2026

    0 New York 82, Pleasant Valley, NY 12569

    • Land
    • 3.4 Acres
    • $25,000 per Acre

    Last Sold Summary

    • 11% Below List Price
    • 76 Days On Market

    Last Listing Agent Debra Allan BHHS Hudson Valley Properties

    0 New York 82, Pleasant Valley, NY 12569
  • /9

    $550,000

    Pending
    • 6 Beds
    • 3.5 Baths
    • 2,540 Sq Ft

    36 Forest Valley Rd, Pleasant Valley, NY 12569

    Welcome to your dream home at 36 Forest Valley Road, a spacious and beautifully maintained multi-level residence! Nestled on a scenic 1-acre wooded lot, this home is ready for its next chapter and offers everything you need to live your best life. With 6 bedrooms and 3.5 bathrooms, this home features two luxurious primary suites with en-suite bathrooms, providing flexibility. Each additional

    Debra Tarpey RE/MAX Town & Country

    36 Forest Valley Rd, Pleasant Valley, NY 12569
  • 69 View Dr, Pleasant Valley, NY 12569

    $187,500

    Sold Jun 30, 2026

    69 View Dr, Pleasant Valley, NY 12569

    • 3 Beds
    • 2 Baths
    • 880 Sq Ft
    • Built 2026

    Last Sold Summary

    • 1% Below List Price
    • $213/SF
    • 13 Days On Market

    Last Listing Agent Sandra Spector Howard Hanna Rand Realty

    69 View Dr, Pleasant Valley, NY 12569
  • /39

    $550,000

    • 4 Beds
    • 2 Baths
    • 1,736 Sq Ft

    36 Marshall Rd, Hyde Park, NY 12538

    Opportunity awaits with this Cape Cod-style two-family property located in the Hyde Park/Salt Point area. The home features two units, each offering 2 bedrooms and 1 full bathroom, providing flexibility for owner-occupants or investors. In addition to the main residence, the property includes a detached garage with storage space above, offering added functionality and room for equipment, hobbies,

    STEVEN WROBEL JR. Serhant LLC

    36 Marshall Rd, Hyde Park, NY 12538
  • 70 Elm Ln, Pleasant Valley, NY 12569

    $100,000

    Sold Mar 30, 2026

    70 Elm Ln, Pleasant Valley, NY 12569

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $128/SF
    • 17 Days On Market

    Last Listing Agent Ann Stettner Neil Charles Real Estate, LLC

    70 Elm Ln, Pleasant Valley, NY 12569
  • /27

    $549,000

    • 2 Beds
    • 2.5 Baths
    • 1,475 Sq Ft

    17 Gretna Hill Rd, Pleasant Valley, NY 12569

    Circular driveway to an All new renovation in beautiful Gretna Hill wooded neighborhood, elegant farms beyond. Mahogany full glass door entry on to black marble foyer. Spacious living/dining room, mahogany doors and trim. Full glass exterior door to 12' x 18' Japanese cedar deck. Hardwood floors throughout. Natural wood and marble kitchen with artisanal details, huge quartz worktop, new

    Derek Greene Greene Realty Group

    17 Gretna Hill Rd, Pleasant Valley, NY 12569
  • 22 Tannen Dr, 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 $901,287

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

    22 Tannen Dr, Pleasant Valley, NY 12569
    • /35

      Est $568,000

      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

      • 69 Days On Market

  • /41

    $375,000

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

    46 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: 3BR w/ full basement 46 Gleason Boulevard + next door 3BR w/ full basement 48 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 in one & rent

    Thomas Zengen Thomas Zengen

    46 Gleason Blvd, Pleasant Valley, NY 12569
  • 0 Gretna Rd, Pleasant Valley, NY 12569

    $925,000

    Sold May 01, 2026

    0 Gretna Rd, Pleasant Valley, NY 12569

    • Land
    • 90.32 Acres
    • $10,241 per Acre

    Last Sold Summary

    • 29% Below List Price
    • 284 Days On Market

    Last Listing Agent Rob Buyakowski RBR Real Estate Solutions LLC

    0 Gretna Rd, Pleasant Valley, NY 12569
  • /38

    $975,000

    • 4 Beds
    • 2.5 Baths
    • 3,606 Sq Ft

    136 Rombout Rd, Pleasant Valley, NY 12569

    Welcome to Rombout Retreat! A spacious four bedroom, three bath home offering over 3,000 square feet of beautifully maintained living space on two private acres surrounded by protected agricultural land. This thoughtfully designed home offers multiple living spaces, each with its own warm and inviting atmosphere, with fireplaces in every sitting room as well as an additional fireplace in the

    Audrey Winslow Houlihan Lawrence Inc.

    136 Rombout Rd, Pleasant Valley, NY 12569
  • 7 Nied Dr, Pleasant Valley, NY 12569

    $485,000

    Sold Apr 27, 2026

    7 Nied Dr, Pleasant Valley, NY 12569

    • 3 Beds
    • 2 Baths
    • 1,726 Sq Ft
    • Built 1961

    Last Sold Summary

    • 4% Above List Price
    • $281/SF
    • 27 Days On Market

    Current Estimated Value $472,336

    Last Listing Agent Vicki Reinach BHHS Hudson Valley Properties

    7 Nied Dr, Pleasant Valley, NY 12569
  • /25

    $547,000

    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft

    27 Goldfinch Dr, Salt Point, NY 12578

    Surrounded by mature trees and open lawns, this thoughtfully designed, custom-built passive solar 3 bedroom, 2 bathroom home offers the perfect blend of energy efficiency, natural beauty, and modern comfort. Expansive windows fill the home with abundant natural light while showcasing peaceful views of the surrounding property. Lovingly maintained, this tranquil retreat is ideal for artists,

    Kimberly Baker BHHS Hudson Valley Properties

    27 Goldfinch Dr, Salt Point, NY 12578
  • 82 Thornhill Dr, Pleasant Valley, NY 12569

    $770,000

    Sold Mar 30, 2026

    82 Thornhill Dr, Pleasant Valley, NY 12569

    • 5 Beds
    • 4.5 Baths
    • 3,974 Sq Ft
    • Built 1982

    Last Sold Summary

    • 7% Below List Price
    • $194/SF
    • 187 Days On Market

    Current Estimated Value $767,468

    Last Listing Agent Christopher Hanson Hanson Real Estate Partners

    82 Thornhill Dr, Pleasant Valley, NY 12569
  • /30

    $649,900

    • 4 Beds
    • 2 Baths
    • 3,346 Sq Ft

    15 Rock Cut Ln, Pleasant Valley, NY 12569

    Welcome home to 15 Rock Cut Ln, a property that underwent a complete renovation in 2022 with both intention and functionality at the forefront. From the brand-new roof, siding, and windows to the upgraded, reinforced, and waterproofed foundation, this total overhaul presents a home designed for peace of mind and true move-in-ready living. New electrical, heating, plumbing, and septic systems

    KYLE JOHNSON SR. Clarke Realty & Associates LLC

    15 Rock Cut Ln, Pleasant Valley, NY 12569
  • 7 Gretna Park 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
  • /84

    $227,000

    • Land
    • 25.05 Acres
    • $9,062 per Acre

    1WTP Rossway Rd, Pleasant Valley, NY 12569

    Perfectly situated in the heart of Dutchess County, this remarkable 25.05± acre property offers the rare opportunity to own a parcel of land with excellent building potential, subject to Board of Health approval, that seamlessly blends outstanding wildlife habitat, exceptional recreational opportunities, and convenient access to some of the Hudson Valley's most desirable communities. Located

    Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

    1WTP Rossway Rd, Pleasant Valley, NY 12569
  • 1358 Route 44, 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 $301,070

    Last Listing Agent Richard Brenner Rich Brenner Realty, LLC

    1358 Route 44, Pleasant Valley, NY 12569
  • /11

    $285,000

    $15K PRICE DROP Pending
    • 2 Beds
    • 1 Bath
    • 925 Sq Ft

    163 Bower Rd, Poughkeepsie, NY 12603

    Welcome home to this sunny Two bedroom Ranch offering comfortable single level living and desirable updates. Enjoy an enclosed three-season sun front porch, a spacious living room with a brick front fireplace. The private, flat yard is perfect for relaxing or entertaining. An unfinished walkout basement provides abundant storage, plus an attic for extra space. A large two-car garage, solar

    Myriam Ramos Keller Williams Realty Partner

    163 Bower Rd, Poughkeepsie, NY 12603
  • 26 Carter Rd, 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 $469,603

    Last Listing Agent Shawn Pitcher KFortuna All Aspects Realty

    26 Carter Rd, Pleasant Valley, NY 12569
  • /44

    $595,000

    $30K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,368 Sq Ft

    145 Drake Rd, Pleasant Valley, NY 12569

    Welcome to Turtle Pond Gully, a delightful property in the Hudson Valley. Enjoy country life in this sweet colonial farmhouse located in the town of Pleasant Valley. This 1930s cottage offers immense charm and is the perfect retreat for weekenders or year-round residents. The light-filled home offers a cozy and comfortable interior with beautiful wood floors. Many original details have been

    Susan Whalen George T Whalen Real Estate

    145 Drake Rd, Pleasant Valley, NY 12569
  • 33 Stirrup Ln, 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 $549,540

    Last Listing Agent Ronald Green KW MidHudson

    33 Stirrup Ln, Pleasant Valley, NY 12569
  • /36

    $669,900

    $69K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,483 Sq Ft

    76 Rockledge Dr, Pleasant Valley, NY 12569

    Be settled in your new home by the start of the school year! Offered for sale by the original owners, this attractive, 4 BR, 2.5 Bth home, on 1.3 private acres, is located in a quiet, no-thru traffic neighborhood just 7 minutes from the Taconic Parkway. The kitchen is open to the family room and features a fireplace and sliding glass door to a recently replaced deck. There are formal living and

    Dan Axtmann BHHS Hudson Valley Properties

    76 Rockledge Dr, Pleasant Valley, NY 12569
  • 30 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
  • /3

    $924,900

    $25K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,920 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
  • 0 Freedom Rd, Pleasant Valley, NY

    $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

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