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Pleasant Valley, NY Homes for Sale with Garage

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  • /46

    $675,000

    • 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
  • /23

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 1,442 Sq Ft

    667 Traver Rd, Pleasant Valley, NY 12569

    Beautifully maintained two bedroom, two bath, ranch home, situated on an acre in the desirable Arlington School District. Ownership pride shines throughout this well-kept home perfect for first time home buyers or downsizing. The main level of the home features an updated kitchen with new appliances, a dining room with plenty of entertaining space, a cozy living room complete with natural

    Dave Longbard KW MidHudson

    667 Traver Rd, Pleasant Valley, NY 12569
  • /22

    $464,900

    Open Sat 1:30PM - 3:30PM $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,700 Sq Ft

    63 Martin Rd, Pleasant Valley, NY 12569

    Beautifully updated ranch, set on a tree-lined homesite in the Town of Pleasant Valley, offering the ease of one-level living with tasteful finishes throughout. The inviting floor plan features a welcoming entry foyer, hardwood flooring, sun-filled living room with bay window, and a bright kitchen with SS Frigidaire appliances and a Samsung refrigerator. The step-down dining room is perfect for

    TINA TOWNSEND BHHS Hudson Valley Properties

    63 Martin Rd, Pleasant Valley, NY 12569
  • /50

    $950,000

    • 5 Beds
    • 4 Baths

    13-14 Creekside Place, Pleasant Valley, NY 12569

    Opportunities like this are exceptionally rare. Nestled on more than two peaceful acres along the picturesque Wappingers Creek, this one-of-a-kind property offers two beautifully finished homes on a single parcel—creating endless possibilities for multigenerational living, rental income, guest accommodations, or an owner-occupied investment. The primary residence has been thoughtfully remodeled

    Ryan Arket Compass Greater NY, LLC

    13-14 Creekside Place, Pleasant Valley, NY 12569
  • /30

    $519,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    70 Gretna Hill Rd, Pleasant Valley, NY 12569

    Welcome home to this well-maintained 3-bedroom, 2.5-bath property offering comfort, efficiency, and versatile living space. The partially finished basement features brand-new flooring, providing additional room for a home office, recreation area, fitness space, or hobby room. The kitchen is equipped with new appliances, while owned solar panels help improve energy efficiency and reduce utility

    Donna Gray Redfin Real Estate

    70 Gretna Hill Rd, Pleasant Valley, NY 12569
  • /25

    $499,000

    $48K PRICE DROP
    • 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
  • /44

    $595,000

    Open Sat 11AM - 1PM $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

    $659,900

    $79K 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
  • /49

    $799,000

    $51K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,114 Sq Ft

    60 Traver Rd, Pleasant Valley, NY 12569

    Welcome home to this beautifully maintained expanded Colonial, perfectly situated on 3.42 picturesque acres in the Town of LaGrange within the highly desirable Arlington Central School District. Lovingly cared for by the same owners for over 30 years, this exceptional property offers the perfect blend of timeless charm, generous living space, and outstanding outdoor amenities.Step inside

    Kim Conklin KW MidHudson

    60 Traver Rd, Pleasant Valley, NY 12569
  • /17

    $375,000

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

    48 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 48 Gleason Blvd: 3BR w/ full basement 48 Gleason Boulevard + next door 3BR w/ full basement 46 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

    Thomas Zengen Thomas Zengen

    48 Gleason Blvd, Pleasant Valley, NY 12569
  • /48

    $5,250,000

    • 5 Beds
    • 3.5 Baths
    • 3,424 Sq Ft

    4918 Route 82, Salt Point, NY 12578

    Spanning nearly just over 12 pristine acres, Bloomvale is a masterfully preserved waterfall estate. Situated along the rushing waters of the Wappinger Creek in the historic hamlet of Salt Point, NY, this legacy property sits just two hours north of Manhattan and minutes from the coveted communities of Millbrook and Rhinebeck.Dating back to the mid-1750s, this National Historic Register

    Lindsay Allen Upstate Down

    4918 Route 82, Salt Point, NY 12578
  • /43

    $599,000

    $100K 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
  • /13

    $165,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,000 Sq Ft

    27 Shagbark Ave, Pleasant Valley, NY 12569

    Spacious and beautifully maintained mobile home featuring 3 generously sized bedrooms, each with walk-in closets, and 2 full bathrooms. This inviting home offers an open and bright layout with large windows, elegant crown molding, recessed lighting, and numerous upgrades throughout. The cozy living room is highlighted by a fully functional wood-burning fireplace capable of heating the entire home

    Josephine Diego K. Fortuna Realty, Inc.

    27 Shagbark Ave, 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

    $460,000

    $122K 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
  • /45

    $975,000

    • 4 Beds
    • 3.5 Baths
    • 4,135 Sq Ft

    125 Frost Hill Rd, Pleasant Valley, NY 12569

    Welcome to 125 Frost Hill Road, a spectacular Colonial offering over 4,000 square feet of beautifully finished living space on more than four private acres. Perfectly positioned atop a knoll, this exceptional home captures sweeping panoramic views while providing the ideal balance of luxury, comfort, and privacy. Step into the impressive foyer and immediately appreciate the home's bright, open

    Blake Michaud BHHS Hudson Valley Properties

    125 Frost Hill Rd, Pleasant Valley, NY 12569
  • /41

    $549,000

    • 4 Beds
    • 2 Baths
    • 2,056 Sq Ft

    809 Traver Rd, Pleasant Valley, NY 12569

    809 Traver is a stunning Dutch Colonial, maintained with uncommon discipline and enduring craftsmanship. Built in 1764 as the Peter Flagler House, it was the town’s central tavern and meeting House.Set on just over an acre of mature landscaping, enjoy your heated swimming pool - or walk steps to the lovely town of Pleasant Valley.The home’s layout is classic in its proportions. A Dutch

    Kelli Williams The Machree Group, LLC

    809 Traver Rd, Pleasant Valley, NY 12569
  • /24

    $510,000

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

    38 Forest Valley Rd, Pleasant Valley, NY 12569

    Welcome to 38 Forest Valley Road a beautifully maintained and thoughtfully updated 4-bedroom, 2-bath home set on a scenic, level one-acre lot in the Arlington Central School District. The main level features an updated kitchen with granite counter tops, wood cabinetry, and stainless steel appliances. Comfortable dining area that opens to the deck overlooking the private backyard and above-ground

    Debra Tarpey RE/MAX Town & Country

    38 Forest Valley Rd, Pleasant Valley, NY 12569
  • /35

    $525,000

    Open Sun 12PM - 3PM
    • 3 Beds
    • 1.5 Baths
    • 1,928 Sq Ft

    12 Talbot Dr, Pleasant Valley, NY 12569

    Welcome to this beautifully updated move-in ready home, perfectly situated at the end of a quiet cul-de-sac, offering unmatched privacy and a peaceful, wooded backyard setting. Whether you're enjoying your morning coffee in the beautiful three-season sunroom or relaxing outdoors, this property provides the tranquility you've been searching for.Inside, you'll find numerous high-quality

    VINCENT MARTIN Serhant LLC

    12 Talbot Dr, Pleasant Valley, NY 12569
  • /25

    $393,000

    • 2 Beds
    • 1.5 Baths
    • 1,005 Sq Ft

    23 Dupay Rd, Pleasant Valley, NY 12569

    Welcome to 23 DuPay Road in Pleasant Valley! Nestled on a beautifully landscaped lot surrounded by mature trees, this charming ranch offers the perfect blend of comfort, character, and convenience. Featuring 2 spacious bedrooms, 1 full bath and 1/2 bath, and gleaming hardwood floors throughout most of the home, this property is move-in ready while still offering room to make it your own.The

    INGRID LEILADHAR eXp Realty

    23 Dupay Rd, Pleasant Valley, NY 12569
  • /45

    $750,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,263 Sq Ft

    32 Cole Rd, Pleasant Valley, NY 12569

    Welcome to this lovely Hudson Valley estate where timeless architecture and exceptional privacy come together on 13.7 breathtaking park-like acres in the heart of LaGrange, just minutes from the Village of Millbrook. A picturesque quarter-mile, partially pine-lined driveway creates a country approach, setting the stage for this remarkable property. Perfectly positioned with a coveted

    Nicole Porter Houlihan Lawrence Inc.

    32 Cole Rd, Pleasant Valley, NY 12569
  • /31

    $599,900

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

    15 Rock Cut Ln, Pleasant Valley, NY 12569

    JUST REDUCED • MOTIVATED SELLER • YOUR DREAM HOME IS READYWelcome to 15 Rock Cut Lane, where every inch was thoughtfully reimagined in 2022 to deliver the perfect combination of style, comfort, and confidence. With virtually everything replaced—from the roof, siding, windows, foundation, electrical, plumbing, heating, and septic—you can skip the projects and start enjoying your new home

    KYLE JOHNSON SR. Clarke Realty & Associates LLC

    15 Rock Cut Ln, Pleasant Valley, NY 12569
  • /50

    $1,350,000

    • 4 Beds
    • 5 Baths
    • 4,552 Sq Ft

    17 Audubon Trail, Salt Point, NY 12578

    Unique, exquisite & impeccable; these are the best descriptors for 17 Audubon Trl. This meticulously maintained and tastefully renovated home offers resort style amenities conducive to relaxing or entertaining for the most discerning buyer. Fully custom home loaded with incredible upgrades includes chef's kitchen complete with soapstone counters, Wolf range, Sub-Zero refrigerator and massive

    Dan Axtmann BHHS Hudson Valley Properties

    17 Audubon Trail, Salt Point, NY 12578
  • /32

    $430,000

    • 3 Beds
    • 1 Bath
    • 1,512 Sq Ft

    67 Gleason Blvd, Pleasant Valley, NY 12569

    This picture perfect, recently updated, single-level 3 bedroom ranch home is located at the end of a cul-de-sac in a beloved neighborhood. The notably updated eat-in kitchen features gleaming granite countertops, stainless steel appliances, deep pantry, newer light fixtures and an additional matching curved entryway recently added for ease of use and accessibility. Complete with beautiful tile

    Kimberly Milanesi Houlihan Lawrence Real Estate

    67 Gleason Blvd, Pleasant Valley, NY 12569
  • /31

    $440,000

    $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,960 Sq Ft

    205 Marshall Rd, Salt Point, NY 12578

    Nestled in a beautiful, private setting, this four-bedroom farmhouse offers the perfect blend of country character, warmth, and timeless appeal. Surrounded by natural beauty, the property provides the perfect setting for those seeking space, and tranquility. The sun filled eat -in-kitchen is warmed by a wood stove perfect for cooler weather, opens onto the stone patio. The living room features a

    Janet Myer Houlihan Lawrence Inc.

    205 Marshall Rd, Salt Point, NY 12578
  • /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
  • /49

    $689,500

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,434 Sq Ft

    185 Rombout Rd, Pleasant Valley, NY 12569

    STOP THE SEARCH! THIS IS THE ONE! INCREDIBLE PROPERTY! ENTERTAINER'S DREAM HOME! Welcome to your own private Hudson Valley retreat, where every day feels like a vacation. Tucked away at the end of a long private driveway and nestled on just over six beautifully wooded acres in the highly sought after Arlington School District, this exceptional Colonial offers the perfect balance of privacy,

    Frank Muccari Cronin & Company Real Estate

    185 Rombout Rd, 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
  • /27

    $575,000

    • 4 Beds
    • 2.5 Baths
    • 2,780 Sq Ft

    27 Patricia Dr, Pleasant Valley, NY 12569

    Welcome to this spacious 4-bedroom, 2-bathroom contemporary home offering 2,780 square feet of thoughtfully designed living space on 2.24 picturesque acres within the Arlington Central School District. Blending timeless architecture with an inviting layout, this home offers the perfect balance of comfort, functionality, and privacy. A long driveway leads to the home, where mature trees, expansive

    Justin LaFalce KW MidHudson

    27 Patricia Dr, Pleasant Valley, NY 12569
  • /50

    $1,495,000

    • 3 Beds
    • 2.5 Baths
    • 3,920 Sq Ft

    49 Barkit Kennel Rd, Pleasant Valley, NY 12569

    Rare and extraordinary custom built private estate nestled on 43 private acres in the heart of Pleasant Valley. Surrounded by rolling woodlands and breathtaking natural beauty, this exceptional residence offers an unparalleled blend of timeless elegance, refined craftsmanship, and resort-style living. Whether you're seeking a luxurious full-time residence, an executive retreat, or a secluded

    Justin Phillips United RE Hudson Valley Edge

    49 Barkit Kennel Rd, Pleasant Valley, NY 12569
  • /50

    $699,000

    • 4 Beds
    • 2.5 Baths
    • 3,106 Sq Ft

    100 Rockledge Dr, Pleasant Valley, NY 12569

    Roof is brand new. Perfectly positioned just two miles from the Taconic State Parkway, this exceptional home offers an easy commute north or south while being only five minutes from Overlook Elementary School and nine minutes from Arlington High School.Designed with both comfort and functionality in mind, the home features hardwood floors and elegant crown molding throughout, hydro-air

    Peggy Santamorena Houlihan Lawrence Inc.

    100 Rockledge Dr, 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
  • /49

    $699,000

    $26K PRICE DROP
    • 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
  • /36

    $734,900

    • 4 Beds
    • 2.5 Baths
    • 3,067 Sq Ft

    36 Thames Rd Unit 28, Poughkeepsie, NY 12603

    Welcome Home! Stunning four-bedroom, 3.5-bath Center Hall Colonial located in the highly desirable Stratford Farms community. This exceptional Essex model home showcases impressive architectural details throughout, including tray ceilings, crown molding, chair rail, recessed lighting, soaring two-story ceilings, brand new siding, bay windows with elegant copper gable accents, and gleaming

    Candice Ryu BHHS Hudson Valley Properties

    36 Thames Rd Unit 28, Poughkeepsie, NY 12603

Home Price Trends

Median Sale Price
$505,000
Median Single Family Sale Price
$532,500
Median Townhouse Sale Price
$985,000
Median 2 Bedroom Sale Price
$335,000
Median 1 Bedroom Sale Price
$282,500
Average Price Per Sq Ft
$280
Number of Homes for Sale
30
Last 12 months Home Sales
77
Months of Supply
4.70
Median List Price
$539,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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