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Pleasant Valley, NY Homes for Sale with Acreage

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  • /46

    $690,000

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    21 Straub Dr, Pleasant Valley, NY 12569

    Welcome to 21 Straub Drive in Pleasant Valley, a spacious and versatile home offering 4 bedrooms, 3.5 baths, and a flexible floor plan. Nestled on a private lot ,this property combines peaceful country living with convenient access to major commuting routes.The home features generous living spaces designed for both everyday comfort and entertaining. Multiple living and gathering areas provide

    Agent Photo

    Peter Quartironi

    RE/MAX Town & Country

    21 Straub Dr, Pleasant Valley, NY 12569
  • /55

    $549,750

    • 4 Beds
    • 2 Baths
    • 1,764 Sq Ft

    1633 Salt Point Turnpike, Pleasant Valley, NY 12569

    Parklike 2 acres surround this 3/4 bedroom split level home. Relax in the spacious livingroom, or have dinner in the formal dining area. The eat-in kitchen has newer custom wood cabinets, quartz countertop, tile backsplash, wine rack and breakfast bar. Up an easy half level is a landing to 3 good sized bedrooms and a full bath. Down a half level from the kitchen is a family room with woodstove

    Agent Photo

    Randy Spiesman

    Weichert, REALTORS The Spiesma

    1633 Salt Point Turnpike, Pleasant Valley, NY 12569
  • /12

    $325,000

    $50K PRICE DROP
    • 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

    2413 Route 44, Salt Point, NY 12578
  • /84

    $227,000

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

    00WP 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 along

    Mitchell Serlin Whitetail Properties Real Estate

    00WP Rossway Rd, Pleasant Valley, NY 12569
  • /15

    $1,200,000

    • Land
    • 124.19 Acres
    • $9,663 per Acre

    2010 Salt Point Turnpike, Pleasant Valley, NY 12569

    Beautiful farming land, currently 2 adjoining tax lots with creek running through one parcel. Currently enrolled in Conservation Easement with designated building envelope. 80-90% tillable.

    David Birch Barns and Farms Realty LLC

    2010 Salt Point Turnpike, Pleasant Valley, NY 12569
  • /17

    $575,000

    • Land
    • 41.72 Acres
    • $13,782 per Acre

    513 Rossway Rd, Pleasant Valley, NY 12569

    Rare opportunity to own a truly special 41.7-acre parcel in the Town of LaGrange, ideally located just east of the Taconic State Parkway for an easy commute while enjoying the beauty and tranquility of the Hudson Valley. This exceptional property offers breathtaking sweeping mountain and vista views, over 360 feet of road frontage, and endless possibilities. Five large fields are currently being

    Nicole Porter

    513 Rossway Rd, 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /15

    $1,200,000

    2010 Salt Point Turnpike, Salt Point, NY 12578

    Beautiful farming land, currently 2 adjoining tax lots with creek running through one parcel. Currently enrolled in Conservation Easement with designated building envelope. 80-90% tillable.

    David Birch Barns & Farms Realty, LLC

    2010 Salt Point Turnpike, Salt Point, NY 12578
  • /25

    $1,595,000

    • Land
    • 76.52 Acres
    • $20,844 per Acre

    641 North Ave, Pleasant Valley, NY 12569

    Tucked away off the well-traveled path and largely unnoticed, this remarkable 76± acre private parcel offers breathtaking distant and valley views in the heart of the Hudson Valley, just a short drive from sought-after destinations such as Rhinebeck and Millbrook. Currently operating as a successful apple orchard, the property features approximately 50 acres planted with 5 varieties of

    Carey Whalen Compass Greater NY, LLC

    641 North Ave, Pleasant Valley, NY 12569
  • /43

    $624,900

    $74K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,014 Sq Ft

    650 Netherwood Rd, Hyde Park, NY 12538

    This meticulously designed and well maintained 3-bedroom, 3-bathroom custom ranch is a true standout. From the moment you enter, the expansive room sizes and intuitive floor plan create a seamless flow throughout the home. The heart of the house features a fabulous sunroom directly off the chef-ready kitchen—perfect for morning coffee or afternoon relaxation.Entertain with ease in the

    Blake Michaud BHHS Hudson Valley Properties

    650 Netherwood Rd, Hyde Park, NY 12538
  • /26

    $1,750,000

    $500K PRICE INCREASE
    • 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
  • /49

    $449,900

    • 2 Beds
    • 1 Bath
    • 1,128 Sq Ft

    356 Smith Rd, Hyde Park, NY 12538

    Set on 3.45 acres of paradise in Hyde Park within the Arlington Central School District, this ranch-style home offers a blend of updated interior spaces, outdoor spa amenities, and expansive grounds. With 2 bedrooms, 1 bath, and 1,128 square feet of living space, plus a full basement, buyers searching for a home with acreage in Dutchess County, a ranch home with a pool, or a property with outdoor

    Virginia Corbett eXp Realty

    356 Smith Rd, Hyde Park, NY 12538
  • /26

    $1,395,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    625 Traver Rd, Pleasant Valley, NY 12569

    QUICK DELIVERY NEW CONSTRUCTION! Welcome to your own private retreat in the heart of Pleasant Valley. A Modern Scandinavian Ranch style home nestled on an extraordinary 25-acre parcel surrounded by nature, this custom Den Barnhouse Plan seamlessly blends timeless Scandinavian design with a highly efficient, thoughtfully crafted floor plan. Offering the perfect balance of modern simplicity and

    Justin LaFalce KW MidHudson

    625 Traver Rd, Pleasant Valley, NY 12569
  • /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
  • /12

    $475,000

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,356 Sq Ft

    47 Mountain View Dr, Pleasant Valley, NY 12569

    Welcome to 47 Mountain View Drive a privately situated 4-bedroom, 2.5 bath raised ranch nestled on a quiet 1-acre lot in Pleasant Valley, NY. The heavy lifting is already done here. Major mechanical upgrades are complete including a new electrical panel, new PVC and copper plumbing lines, a new furnace, a water softener, and a newer water well pressure tank — giving you a rock-solid foundation

    Jahnny Crespo RE/MAX Town & Country

    47 Mountain View Dr, Pleasant Valley, NY 12569
  • /31

    $495,000

    $87K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft

    176 Downing Rd, Pleasant Valley, NY 12569

    The Ultimate Hudson Valley Retreat: Private Living Meets an Enthusiast’s DreamEscape to your own private, tree-lined sanctuary in Pleasant Valley. Tucked away in the highly desirable Arlington School District, this custom-built, 1.7-story residence offers the perfect blend of country living, efficiency, and unmatched mechanical utility. From the moment you arrive, the towering trees and

    Christine Hamilton Keller Williams Realty Partner

    176 Downing Rd, Pleasant Valley, NY 12569
  • /50

    $799,900

    $30K PRICE DROP
    • 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

    949 Freedom Rd, Pleasant Valley, NY 12569
  • /32

    $550,000

    • 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
  • /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 Valley Tucked 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 one-of-a-kind

    Jake Garay Serhant LLC

    101 Drake Rd, Pleasant Valley, NY 12569
  • /4

    $179,900

    • Land
    • 5.04 Acres
    • $35,694 per Acre

    0 Creek Rd Unit KEY981346, Pleasant Valley, NY 12569

    Build your dream home on this beautiful 5-acre Board of Health approved parcel in Pleasant Valley, where privacy, natural beauty, and opportunity come together. This exceptional property offers a rare chance to create a custom home or private retreat in a peaceful Hudson Valley setting.Surrounded by mature trees and scenic countryside, the land provides the perfect backdrop for your vision.

    Robert Villone RE/MAX Classic Realty

    0 Creek Rd Unit KEY981346, Pleasant Valley, NY 12569
  • /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
  • /38

    $550,000

    $49K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,469 Sq Ft

    34 Contour Ln, Salt Point, NY 12578

    Welcome to 34 Contour Lane. Situated on a small cul-de-sac and nestled on almost 4 private acres in the heart of Salt Point, equidistant between the Villages of Rhinebeck and Millbrook. This beautifully maintained 4-bedroom, 2.5-bath Colonial offers the perfect blend of timeless charm, modern updates, and peaceful country living. Offering almost 2500 finished SQFT, this home welcomes you with

    Justin LaFalce KW MidHudson

    34 Contour Ln, Salt Point, NY 12578
  • /49

    $799,000

    • 4 Beds
    • 3 Baths
    • 2,438 Sq Ft

    44 Eleanor Dr, Salt Point, NY 12578

    Tucked away on 3.66 private acres in the heart of Salt Point, this custom contemporary home offers a rare combination of seclusion, character, and functionality. Surrounded by mature trees and natural landscape, the property provides a peaceful setting while remaining conveniently located to nearby amenities and commuter routes. Designed with a unique architectural style, the home features 2,438

    STEVEN WROBEL JR. Serhant LLC

    44 Eleanor Dr, Salt Point, NY 12578
  • /37

    $750,000

    $45K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,019 Sq Ft

    41 Meddaugh Rd, Pleasant Valley, NY 12569

    Welcome to 41 Meddaugh Road, a beautifully transformed 4 bedroom, 2.5 bathroom contemporary home with Hudson Valley historic farmhouse charm. Setback from the road, this turnkey home is sited on 1.84 acres and has undergone an extensive ground-up renovation. This property was previously under contract. The buyer was unable to close due to a contingency on their own home sale -- not any issue with

    Kyle Irwin Corcoran Country Living

    41 Meddaugh Rd, Pleasant Valley, NY 12569
  • /41

    $1,100,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,300 Sq Ft

    129 Clinton Corners Rd, Salt Point, NY 12578

    Set behind a sweeping driveway canopied by pear trees in bloom, this extraordinary post-and-beam contemporary is a study in what privacy truly looks like — 18.5 acres of curated landscape, forest trails, and open sky, ten minutes from the Taconic State Parkway. The architecture announces itself immediately: soaring 25-foot cathedral ceilings, a commanding central stone fireplace, and grand

    Ryan Arket Compass Greater NY, LLC

    129 Clinton Corners Rd, Salt Point, NY 12578
  • /35

    $549,990

    • 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

Home Price Trends

Median Sale Price
$502,500
Median Single Family Sale Price
$544,500
Median Townhouse Sale Price
$985,000
Median 2 Bedroom Sale Price
$317,500
Median 1 Bedroom Sale Price
$282,500
Average Price Per Sq Ft
$287
Number of Homes for Sale
20
Last 12 months Home Sales
72
Months of Supply
3.30
Median List Price
$549,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
4%
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