4,474

Pleasant Valley, NY Homes

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  • /46

    $584,500

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    89 Birch Dr, Pleasant Valley, NY 12569

    Back on the Market – Buyer had personal changes . Ready for Immediate Move-In! The sellers are relocating out of state, and the home is packed and ready for its next owner. Please use your imagination to envision your own décor and personal touches. This spacious and meticulously maintained oversized raised ranch offers comfort, flexibility, and pride of ownership throughout. The thoughtfully

    Agent Photo

    Philip Bisesto

    HomeSmart Homes & Estates

    (845) 681-2247

    89 Birch Dr, Pleasant Valley, NY 12569
  • /29

    $2,035 - $3,250 per month

    Brookside Meadows Luxury Rental Community

    1 - 3 Beds

    10100 Brookside Rd, Pleasant Valley, NY 12569

    Welcome to Brookside Meadows, where timeless elegance meets modern convenience in the heart of Pleasant Valley, NY. This sought-after luxury gated rental community offers a serene, park-like setting with beautifully landscaped grounds, walking trails, and scenic views just minutes from the vibrant Hudson Valley lifestyle.Each residence is thoughtfully designed with upscale finishes,

    10100 Brookside Rd, Pleasant Valley, NY 12569
  • Lot 748535 Hollow Crest Ln, Millbrook, NY 12545

    $130,000 Sold Mar 12, 2026

    Lot 748535 Hollow Crest Ln, Millbrook, NY 12545

    • Land
    • 6.2 Acres
    • $20,968 per Acre

    Last Sold Summary

    • 31% Above List Price
    • 19 Days On Market

    Last Listing Agent Thomas Santore Coldwell Banker Realty

    Lot 748535 Hollow Crest Ln, Millbrook, NY 12545
    • 664 Plass Rd, Pleasant Valley, NY 12569

      Est $635,843 Not Listed For Sale

      664 Plass Rd, Pleasant Valley, NY 12569

      • 3 Beds
      • 3 Baths
      • 2,348 Sq Ft
      • Built 2011
      664 Plass Rd, Pleasant Valley, NY 12569

      Last Sold Summary

      • 21% Above List Price
      • $224/SF
      • 14 Days On Market

      Last Sold Price $525,000

      Last Listing Agent CHRISTINE BEDNARCZUK ELEVEN REAL ESTATE GROUP CP

  • /12

    $375,000

    • Land
    • 5.82 Acres
    • $64,433 per Acre

    2413 Route 44, Salt Point, NY 12578

    Buildable, has annual 15k billboard cashflow with a potential for additional billboards, that won't even be visible from where the proposed house could be built. There is an old well system on the property and has a direct access to Route 44 for a driveway. This property should be positioned as a desirable, spacious residential parcel, with commercial rezoning potential, given that the

    Agent Photo

    Omar Harper

    Epique Realty

    (845) 622-4228

    2413 Route 44, Salt Point, NY 12578
  • /13

    $1,500 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Apartment for Rent

    1612 Main St Unit 4, Pleasant Valley, NY 12569

    This recently renovated third floor apartment, Unit #4, located in the heart of Pleasant Valley is ready for you to call it home. Enjoy the convenience of shopping and restaurants - all right at your fingertips! Head down to the beautiful Pleasant Valley memorial park for fishing or a lunch overlooking the Wappinger Creek. Heat and hot water INCLUDED with rent - tenant responsible for electric.

    WHITNEY HOSTETTER

    1612 Main St Unit 4, Pleasant Valley, NY 12569
  • 185 Creek Rd, Pleasant Valley, NY 12569

    $475,000 Sold Feb 11, 2026

    185 Creek Rd, Pleasant Valley, NY 12569

    • 5 Beds
    • 4 Baths
    • 3,360 Sq Ft
    • Built 1930

    Last Sold Summary

    • 14% Below List Price
    • $141/SF
    • 217 Days On Market

    Current Estimated Value $678,350

    Last Listing Agent Anthony Melella Houlihan Lawrence Inc.

    185 Creek Rd, Pleasant Valley, NY 12569
    • 62 Elm Ln, Pleasant Valley, NY 12569

      Not Listed For Sale

      62 Elm Ln, Pleasant Valley, NY 12569

      • 3 Beds
      • 1.5 Baths
      • 980 Sq Ft
      • Built 1981
      62 Elm Ln, Pleasant Valley, NY 12569

      Last Sold Summary

      • $77/SF
      • 97 Days On Market

      Last Sold Price $75,000

      Last Listing Agent Joan Sanford BHHS Hudson Valley Properties

  • /22

    $450,000

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft

    166 Hibernia Rd, Salt Point, NY 12578

    Best Dressed, Re Dressed Home For Success; One Floor, Fully Available Four Bedroom, Two Bath Ranch. This Is A Shining Penny. Seek And You Will Find Some Versatility From The Surrounding Quiet Atmosphere. You Got The Village Vibe? Stop! Look! This Is It. Experience Good Eating From The Agricultural Environment. Vibrant Community Has Easy Access To Festivals, Outdoor Activities, Hiking Trails,

    Agent Photo

    Joyce Stanton

    Century 21 Hudson Valley Rlty.

    (845) 581-3073

    166 Hibernia Rd, Salt Point, NY 12578
  • /20

    $2,039 - $2,444 per month

    Village Park Apartments

    1 - 2 Beds

    5 Park Dr, Pleasant Valley, NY 12569

    Enjoy all the pleasures of country living by renting at Village Park Apartments. We are located in the heart of the beautiful, historic land of Pleasant Valley, NY, only minutes away from all the conveniences of village life. With our scenic atmosphere and quick access to New York City or the beautiful Queen City of the Hudson River Poughkeepsie, you have the best of both worlds here at Village

    5 Park Dr, Pleasant Valley, NY 12569
  • 45 Jeffrey Dr, Pleasant Valley, NY 12569

    $950,000 Sold Sep 02, 2025

    45 Jeffrey Dr, Pleasant Valley, NY 12569

    • 4 Beds
    • 4 Baths
    • 3,817 Sq Ft
    • Built 2018

    Last Sold Summary

    • 5% Below List Price
    • $249/SF
    • 35 Days On Market

    Current Estimated Value $961,343

    Last Listing Agent Lori Rheingold

    45 Jeffrey Dr, Pleasant Valley, NY 12569
    • /2

      Est $1,393,232 Not Listed For Sale

      1612 Main St, Pleasant Valley, NY 12569

      • 1 Bed
      • 1 Bath
      • 450 Sq Ft
      • Built 1900
      1612 Main St, Pleasant Valley, NY 12569

      Last Sold Summary

      Last Listing Agent WHITNEY HOSTETTER

  • /41

    $680,000

    • 3 Beds
    • 2 Baths
    • 2,315 Sq Ft

    28 Clinton Corners Rd, Salt Point, NY 12578

    Welcome to this hidden gem in scenic Dutchess County! This 14+ acre property offers the privacy so many buyers are looking for, with a home featuring an open concept floor plan. The light-filled home offers a spacious kitchen, a living room with a stone fireplace, a dining area, and a lovely sunroom. Large windows throughout and walls of glass doors open to the extensive patios that overlook the

    Susan Whalen George T Whalen Real Estate

    28 Clinton Corners Rd, Salt Point, NY 12578
  • /8

    $1,800 per month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • Apartment for Rent

    160 West Rd Unit C34, Pleasant Valley, NY 12569

    Very clean and spacious. This 1.5 bedroom apartment with a modern kitchen is located in the area of Pleasant Valley. It offers new flooring, freshly painted throughout. Includes a washer and dryer in the unit. Lower level, no stairs. A patio area and storage are also part of this lovely apartment. The grounds are very pretty, and this apartment faces the back where its peaceful looking. For

    Pamela Di Martino Curasi Realty, Inc.

    160 West Rd Unit C34, Pleasant Valley, NY 12569
  • 41 Storybook Ln, Pleasant Valley, NY 12569

    $325,000 Sold May 19, 2025

    41 Storybook Ln, Pleasant Valley, NY 12569

    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft
    • Built 1952

    Last Sold Summary

    • $231/SF
    • 46 Days On Market

    Current Estimated Value $335,079

    Last Listing Agent Annmarie Wheeler Real Broker NY LLC

    41 Storybook Ln, Pleasant Valley, NY 12569
    • 55 Water Loop, Pleasant Valley, NY 12569

      Not Listed For Sale

      55 Water Loop, Pleasant Valley, NY 12569

      • 2 Beds
      • 1.5 Baths
      • 1,000 Sq Ft
      • Built 1980
      55 Water Loop, Pleasant Valley, NY 12569

      Last Sold Summary

      • $81/SF
      • 36 Days On Market

      Last Sold Price $81,000

      Last Listing Agent Daniel Balassone VYLLA Home

  • /45

    $574,900

    • 4 Beds
    • 2.5 Baths
    • 2,156 Sq Ft

    191 Forest Valley Rd, Pleasant Valley, NY 12569

    Classic colonial charm meets breathtaking views. Impeccably maintained Colonial in the desirable Valley Dale area! This beautiful 4-bedroom, 2.5-bath home features a 2-car side-entry heated garage and sits gracefully on a picturesque 1-acre parcel with a level backyard and breathtaking views that seem to go on forever. Inside, this classic Colonial checks all the boxes with hardwood floors

    Bonnie Massa BHHS Hudson Valley Properties

    191 Forest Valley Rd, Pleasant Valley, NY 12569
  • /9

    $2,400 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    33 Skidmore Rd, Pleasant Valley, NY 12569

    Property Id: 2399631Less than two minutes to Lagrange Town Square and 1 hour to New York City… close to find dining and shopping

    33 Skidmore Rd, Pleasant Valley, NY 12569
  • 38 Parksville Rd, Pleasant Valley, NY 12569

    $475,000 Sold Jun 29, 2025

    38 Parksville Rd, Pleasant Valley, NY 12569

    • 3 Beds
    • 2 Baths
    • 1,655 Sq Ft
    • Built 2011

    Last Sold Summary

    • 5% Below List Price
    • $287/SF
    • 41 Days On Market

    Current Estimated Value $492,183

    Last Listing Agent Joseph Lukic Compass Greater NY, LLC

    38 Parksville Rd, Pleasant Valley, NY 12569
    • 47 View Dr, Pleasant Valley, NY 12569

      Not Listed For Sale

      47 View Dr, Pleasant Valley, NY 12569

      • 3 Beds
      • 1 Bath
      • 1,000 Sq Ft
      • Built 1980
      47 View Dr, Pleasant Valley, NY 12569

      Last Sold Summary

      • $155/SF
      • 82 Days On Market

      Last Sold Price $155,000

      Last Listing Agent ANDREA SOTOMAYOR K Fortuna Lighthouse Realty

  • /38

    $975,000

    • 4 Beds
    • 3 Baths
    • 3,266 Sq Ft

    1376 Salt Point Turnpike, Pleasant Valley, NY 12569

    Built in 1845 and thoughtfully restored for modern living, Heron Pond Farm offers a rare balance of architectural heritage, meaningful acreage, and refined country living. Set on six pastoral acres in the hamlet of Pleasant Valley, the property reflects generations of stewardship — land carefully tended and the residence recently refreshed with tasteful intention. Inside the 3,266-square-foot

    THEADORA VENGRIN Corcoran Country Living

    1376 Salt Point Turnpike, Pleasant Valley, NY 12569
  • /45

    $5,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,709 Sq Ft
    • House for Rent

    272 Drake Rd, Pleasant Valley, NY 12569

    Tucked away on over 24 acres of wooded privacy with tranquil water views overlooking a private pond, this one of a kind, custom crafted, meticulously updated three bedroom, 2 1/2 bath rustic ranch that feels like a weekend getaway throughout all four seasons. Step inside to a sun filled open floor plan with newly refinished maple hardwood floors, the large dining/ living area is completed with

    Kara Winters A&K ELITE REAL ESTATE SERVICES

    272 Drake Rd, Pleasant Valley, NY 12569
  • 114 Hurley Rd, Salt Point, NY 12578

    $450,000 Sold May 28, 2025

    114 Hurley Rd, Salt Point, NY 12578

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

    Last Sold Summary

    • 1% Above List Price
    • $295/SF
    • 37 Days On Market

    Current Estimated Value $478,348

    Last Listing Agent Veronica Newton Compass Greater NY, LLC

    114 Hurley Rd, Salt Point, NY 12578
    • 323 Masten Rd Unit 325, Pleasant Valley, NY 12569

      Not Listed For Sale

      323 Masten Rd Unit 325, Pleasant Valley, NY 12569

      • 4 Beds
      • 2.5 Baths
      • 2,212 Sq Ft
      • Built 1956
      323 Masten Rd Unit 325, Pleasant Valley, NY 12569

      Last Sold Summary

      • $208/SF
      • 39 Days On Market

      Last Sold Price $460,000

      Last Listing Agent Christine Rowley RE/MAX

  • /37

    $639,000

    • 3 Beds
    • 3 Baths
    • 2,688 Sq Ft

    686 Traver Rd, Pleasant Valley, NY 12569

    Welcome to this beautifully maintained Cape Cod-style home, set on 7.79 picturesque acres in the scenic town of Pleasant Valley. Offering 2,688 sq. ft. of living space, this home features 3 generously sized bedrooms (lives like 4) and 3 full baths, providing comfort, flexibility, and room to grow. The main level boasts a bright, inviting living room, a formal dining area, a well-appointed kitchen

    Robert Washburn RE/MAX Ace Realty

    686 Traver Rd, Pleasant Valley, NY 12569
  • 62 Freedom Rd, Pleasant Valley, NY 12569

    $744,000 Sold Dec 29, 2025

    62 Freedom Rd, Pleasant Valley, NY 12569

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft
    • Built 2016

    Last Sold Summary

    • 7% Below List Price
    • $232/SF
    • 132 Days On Market

    Current Estimated Value $754,810

    Last Listing Agent Annie Kozak Century 21 Alliance Rlty Group

    62 Freedom Rd, Pleasant Valley, NY 12569
    • 938 Freedom Rd Unit 965, Pleasant Valley, NY 12569

      Est $850,866 Not Listed For Sale

      938 Freedom Rd Unit 965, Pleasant Valley, NY 12569

      • 4 Beds
      • 2.5 Baths
      • 3,920 Sq Ft
      • Built 1968
      938 Freedom Rd Unit 965, Pleasant Valley, NY 12569

      Last Sold Summary

      • 25% Above List Price
      • $173/SF
      • 287 Days On Market

      Last Sold Price $679,000

      Last Listing Agent Kimberly Baker BHHS Hudson Valley Properties

  • /50

    $799,000 Pending

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

    82 Thornhill Dr, Pleasant Valley, NY 12569

    Stunning Pleasant Valley Colonial in park-like setting: This wonderful 5 bedroom home can be your personal oasis; close enough to civilization to have convenience, yet just rural enough to also have serenity. The acre and a half property features stately, landscaped front & side yards with walkways & mature trees - and a more private, fenced & wooded backyard that is all about relaxing and/or

    Christopher Hanson Hanson Real Estate Partners

    82 Thornhill Dr, Pleasant Valley, NY 12569
  • 56 Kay Dr, Pleasant Valley, NY 12569

    $452,000 Sold Jan 15, 2026

    56 Kay Dr, Pleasant Valley, NY 12569

    • 3 Beds
    • 1.5 Baths
    • 1,330 Sq Ft
    • Built 1964

    Last Sold Summary

    • 13% Above List Price
    • $340/SF
    • 24 Days On Market

    Current Estimated Value $415,311

    Last Listing Agent Susan Whalen George T Whalen Real Estate

    56 Kay Dr, Pleasant Valley, NY 12569
    • 13 Clark Heights Unit 17, Pleasant Valley, NY 12569

      Not Listed For Sale

      13 Clark Heights Unit 17, Pleasant Valley, NY 12569

      • 4 Beds
      • 2.5 Baths
      • 1,800 Sq Ft
      • Built 1946
      13 Clark Heights Unit 17, Pleasant Valley, NY 12569

      Last Sold Summary

      • $242/SF
      • 20 Days On Market

      Last Sold Price $435,000

      Last Listing Agent Bonnie Massa BHHS Hudson Valley Properties

  • /50

    $799,000

    • 6 Beds
    • 3 Baths
    • 2,524 Sq Ft

    5028-5030 Rt-82, Millbrook, NY 12578

    Rare Find!!! Charming Property with detached cottage, Discover an exceptional opportunity in the heart of Salt Point set on 0.68 well maintained acre lot surrounded by Hudson Valley charm. This versatile home features multiple living spaces ideal for extended families, Investors, or those seeking additional rental income. Adding to the property's appeal is a detached cottage, featuring 2

    Jennifer Roberts Curasi Realty, Inc.

    5028-5030 Rt-82, Millbrook, NY 12578
  • /22

    $240,000 Sold Dec 31, 2025

    233 Rossway Rd, Pleasant Valley, NY 12569

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Built 1890

    Last Sold Summary

    • 4% Below List Price
    • $300/SF
    • 34 Days On Market

    Current Estimated Value $246,784

    Last Listing Agent Christopher Virtuoso Keller Williams Realty HV Nort

    233 Rossway Rd, Pleasant Valley, NY 12569
    • 53 Cole Rd, Pleasant Valley, NY 12569

      Est $439,684 Not Listed For Sale

      53 Cole Rd, Pleasant Valley, NY 12569

      • 3 Beds
      • 1.5 Baths
      • 2,275 Sq Ft
      • Built 1860
      53 Cole Rd, Pleasant Valley, NY 12569

      Last Sold Summary

      • 17% Above List Price
      • $165/SF
      • 43 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Ronald Green KW MidHudson

  • /26

    $749,000

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    21 Straub Dr, Pleasant Valley, NY 12569

    Completely refreshed and move-in ready, this thoughtfully updated home blends timeless character with modern comfort. All bathrooms have been renovated between 2020–2026 with stylish finishes and quality craftsmanship. The kitchen was fully redesigned in 2021 and features all new appliances, including a gourmet six-burner gas cooktop with electric double ovens—perfect for everyday living and

    Donna Gray Redfin Real Estate

    21 Straub Dr, Pleasant Valley, NY 12569
  • 37 Patricia Dr, Pleasant Valley, NY 12569

    $975,000 Sold Feb 05, 2026

    37 Patricia Dr, Pleasant Valley, NY 12569

    • 4 Beds
    • 4.5 Baths
    • 6,085 Sq Ft
    • Built 1990

    Last Sold Summary

    • 22% Below List Price
    • $160/SF
    • 282 Days On Market

    Current Estimated Value $1,139,000

    Last Listing Agent Jake Garay Serhant LLC

    37 Patricia Dr, Pleasant Valley, NY 12569
    • 316 Hibernia Rd, Salt Point, NY 12578

      Est $433,535 Not Listed For Sale

      316 Hibernia Rd, Salt Point, NY 12578

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1993
      316 Hibernia Rd, Salt Point, NY 12578

      Last Sold Summary

      • 7% Above List Price
      • $301/SF
      • 73 Days On Market

      Last Sold Price $405,000

      Last Listing Agent John Durso Keller Williams Realty Partner

  • /2

    $599,500 Pending

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

    261 Freedom Rd, Pleasant Valley, NY 12569

    Welcome home to this contemporary retreat set on 5 peaceful acres in Pleasant Valley, located in the desirable Arlington School District. This is a rare opportunity to enjoy contemporary living, privacy, and versatility, all in a beautiful country setting just minutes from everyday conveniences. Schedule your showing today!

    Ronald Green KW MidHudson

    261 Freedom Rd, Pleasant Valley, NY 12569
  • 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 $854,617

    Last Listing Agent Jake Garay Serhant LLC

    12 Wolf Ln, Pleasant Valley, NY 12569
    • 50 Forest Meadow Dr, Salt Point, NY 12578

      Est $684,832 Not Listed For Sale

      50 Forest Meadow Dr, Salt Point, NY 12578

      • 4 Beds
      • 2.5 Baths
      • 2,625 Sq Ft
      • Built 2006
      50 Forest Meadow Dr, Salt Point, NY 12578

      Last Sold Summary

      • 18% Above List Price
      • $221/SF
      • 54 Days On Market

      Last Sold Price $581,100

      Last Listing Agent Blake Michaud BHHS Hudson Valley Properties

  • /40

    $650,000 Pending

    • 4 Beds
    • 4 Baths
    • 4,160 Sq Ft

    303 Freedom Rd, Pleasant Valley, NY 12569

    Custom 4 bedroom, 2 full bath, 2 half bath contemporary privately set on 5 acre parcel. Surrounded by wooded buffers for privacy, this nature lover's paradise is the perfect venue for entertaining. Attractive floor plan includes huge eat-in kitchen complete with center island & stainless appliances. Living room w/fireplace provides easy access to deck overlooking expansive yard. First floor

    Dan Axtmann BHHS Hudson Valley Properties

    303 Freedom Rd, Pleasant Valley, NY 12569

Showing Results 1 - 40, Page 1 of 18

Home Trends in Pleasant Valley, NY

Housing Trends

Median Sale Price
$495,000
Median Single Family Sale Price
$495,000
Median Townhouse Sale Price
$975,000
Average Price Per Sq Ft
$272
Number of Homes for Sale
17
Last 12 months Home Sales
70
Months of Supply
2.90
Median List Price
$499,999
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
10%
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