4,479

Pleasant Valley, NY Homes

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  • /46

    $584,500 Pending

    • 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
  • /7

    $2,300 per month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Apartment for Rent

    867 Van Wagner Rd Unit B, Poughkeepsie, NY 12601

    Welcome to this clean and thoughtfully updated 2-bedroom, 1-bathroom rental in Pleasant Valley. Offering the perfect blend of convenience and tranquility, this home is ideally situated near all the essentials of Dutchess County while still enjoying a peaceful countryside setting. The unit features a bright, well-maintained interior with modern updates, creating a comfortable and inviting living

    Agent Photo

    Eugene Valoy

    BHHS Hudson Valley Properties

    (845) 697-1512

    867 Van Wagner Rd Unit B, Poughkeepsie, NY 12601
  • 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 $601,881 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

      • 15% Above List Price
      • $224/SF
      • 14 Days On Market
      • Last Sold Price $525,000
      • Aug 28, 2023

      Last Listing Agent CHRISTINE BEDNARCZUK ELEVEN REAL ESTATE GROUP CP

  • /25

    $650,000

    • 8 Beds
    • 4.5 Baths
    • 4,288 Sq Ft

    853 Salt Point Turnpike, Poughkeepsie, NY 12601

    This Over 4,000 Finished Sq Ft HUD Owned Home, Which Includes Eight Bedrooms, Four Full Bathrooms And One Half Bath, May Very Well Pique Your Interest. Being Listed As An AS IS Sale, There Are A Total Of 15 Rooms Plus A Walk Up Attic, Full....Unfinished Basement, Garage, Parking And Work To Be Done. The Property, Noted As FHA Case# 371-409757, Is In It's Exclusive Period And Being Sold AS IS By

    Agent Photo

    Joyce Stanton

    Century 21 Hudson Valley Rlty.

    (845) 498-0814

    853 Salt Point Turnpike, Poughkeepsie, NY 12601
  • /28

    $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
  • 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 $524,330

    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
      • Aug 11, 2023

      Last Listing Agent Joan Sanford BHHS Hudson Valley Properties

  • /38

    $399,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    1400 Route 44, Pleasant Valley, NY 12569

    Welcome to your peaceful Hudson Valley retreat at 1400 Route 44 in Pleasant Valley, NY! This inviting 3-bedroom, 2.5-bath home offers the perfect blend of comfort, convenience, and charm—ideal for first-time buyers, or anyone escaping the city for more space and serenity with it's direct access to the Wappinger Creek. Step inside to discover a bright and spacious single level layout. The open

    Agent Photo

    Milton Hyatt

    KFortuna All Aspects Realty

    (845) 203-8894

    1400 Route 44, Pleasant Valley, NY 12569
  • /12

    $2,100 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Apartment for Rent

    1342 Route 44 Unit 1, Pleasant Valley, NY 12569

    Rental available immediately! First floor unit , upgraded kitchen and appliances, living area, eat -in-kitchen, 2 bedrooms, one full bath, heat and hot water included with the rent, access to front porch and patio, barbeques are allowed, waterfront access just walk down the driveway to water front, bring your fishing pole, plenty of lighted parking, video security cameras, landlord will pay

    Patricia Cannizzaro Century 21 Alliance Rlty Group

    1342 Route 44 Unit 1, 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 $964,841

    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

  • /22

    $420,000

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

    166 Hibernia Rd, Salt Point, NY 12578

    PRICE REDUCED! 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,

    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
  • 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 $343,289

    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
      • Jan 24, 2025

      Last Listing Agent Daniel Balassone VYLLA Home

  • /12

    $325,000

    • Land
    • 5.82 Acres
    • $55,842 per Acre

    2413 Route 44, Salt Point, NY 12578

    Unlock a rare opportunity to own a level, buildable 5-acre parcel positioned at one of the most strategic corridors in the area—Route 44 and the Taconic Parkway. Whether you're an end user seeking privacy, an investor looking for upside, or a business owner targeting high-visibility frontage, this property delivers on all fronts. The land features direct access to Route 44, making driveway

    Agent Photo

    Omar Harper

    Epique Realty

    (845) 622-4228

    2413 Route 44, Salt Point, NY 12578
  • /19

    $2,100 per month

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft
    • House for Rent

    304 Lake Lodge Dr, Pleasant Valley, NY 12569

    A pretty contemporary style 1 bedroom home offering scenic views nestled within a tranquil setting. The living room with its wood accented ceiling, large windows and sliders to the deck offers lake views; perfect place to start the day while sipping your morning coffee. A loft with a view offers additional space for an office, den, or exercise space-you decide! This single-family home features

    Stacey Cronin Houlihan Lawrence Inc.

    304 Lake Lodge Dr, 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 $498,261

    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
      • Jan 24, 2025

      Last Listing Agent ANDREA SOTOMAYOR K Fortuna Lighthouse Realty

  • /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
  • /2

    $2,500 per month

    Apartment for Rent

    2 Beds

    7 Oswego Rd, Pleasant Valley, NY 12569

    Rental is a two bedroom newly remodeled cottage adjacent to the main apartment building.

    7 Oswego 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 $473,874

    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
      • Jan 02, 2024

      Last Listing Agent Christine Rowley RE/MAX

  • /45

    $574,900 Pending

    • 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
  • /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
  • 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 $758,677

    Last Listing Agent Annie Kozak Century 21 Alliance Rlty Group

    62 Freedom Rd, 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
      • Sep 01, 2023

      Last Listing Agent Bonnie Massa BHHS Hudson Valley Properties

  • /37

    $639,000 Pending

    • 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
  • 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 $431,115

    Last Listing Agent Susan Whalen George T Whalen Real Estate

    56 Kay Dr, Pleasant Valley, NY 12569
    • 53 Cole Rd, Pleasant Valley, NY 12569

      Est $435,716 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

      • 16% Above List Price
      • $165/SF
      • 43 Days On Market
      • Last Sold Price $375,000
      • May 10, 2024

      Last Listing Agent Ronald Green KW MidHudson

  • /49

    $749,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    394 Smith Rd, Hyde Park, NY 12538

    Welcome to 394 Smith Rd. A sprawling Mid-Century Ranch on Nearly 10 Acres with Pond & Panoramic Views. Set on nearly 10 private acres, this picturesque sprawling ranch offers true one-level living with breathtaking 360-degree views, including stunning sunrises and sunsets. Tucked back from the road and elevated for maximum privacy, this special property blends natural beauty and charm.The

    LISA WOHLMUTH KW MidHudson

    394 Smith Rd, Hyde Park, NY 12538
  • /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 $249,507

    Last Listing Agent Christopher Virtuoso Keller Williams Realty HV Nort

    233 Rossway Rd, Pleasant Valley, NY 12569
    • 316 Hibernia Rd, Salt Point, NY 12578

      Est $419,469 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

      • 4% Above List Price
      • $301/SF
      • 73 Days On Market
      • Last Sold Price $405,000
      • Jun 21, 2024

      Last Listing Agent John Durso Keller Williams Realty Partner

  • /50

    $750,000

    • 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
  • 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 $1,028,485

    Last Listing Agent Jake Garay Serhant LLC

    37 Patricia Dr, Pleasant Valley, NY 12569
    • 50 Forest Meadow Dr, Salt Point, NY 12578

      Est $651,958 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

      • 12% Above List Price
      • $221/SF
      • 54 Days On Market
      • Last Sold Price $581,100
      • Jul 18, 2023

      Last Listing Agent Blake Michaud BHHS Hudson Valley Properties

  • /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
  • 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 $864,193

    Last Listing Agent Jake Garay Serhant LLC

    12 Wolf Ln, Pleasant Valley, NY 12569
    • 8 Carrington Ct, Salt Point, NY 12578

      Est $713,867 Not Listed For Sale

      8 Carrington Ct, Salt Point, NY 12578

      • 4 Beds
      • 2.5 Baths
      • 2,462 Sq Ft
      • Built 2004
      8 Carrington Ct, Salt Point, NY 12578

      Last Sold Summary

      • 6% Above List Price
      • $274/SF
      • 66 Days On Market
      • Last Sold Price $675,000
      • Apr 11, 2025

      Last Listing Agent Beth Ainsworth Jefferson Valley Realty

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
$499,000
Median Townhouse Sale Price
$985,000
Average Price Per Sq Ft
$272
Number of Homes for Sale
15
Last 12 months Home Sales
74
Months of Supply
2.40
Median List Price
$499,999
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
9%
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