16

Colonial Homes for Sale in Pleasant Valley, NY

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  • /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
  • /27

    $439,999

    $35K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,420 Sq Ft

    234 Lakeshore Dr, Pleasant Valley, NY 12569

    Priced to sell and delivered completely vacant! This four-family investment opportunity, located at 234 Lakeshore Drive in Pleasant Valley, offers immense value-add potential in a convenient and accessible Dutchess County location. Perfectly positioned for savvy investors, this vacant asset allows you to immediately begin strategic renovations to maximize your rental income and build substantial

    Joseph Lukic Compass Greater NY, LLC

    234 Lakeshore Dr, Pleasant Valley, NY 12569
  • /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
  • /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
  • /30

    $360,000

    • 3 Beds
    • 2 Baths
    • 2,232 Sq Ft

    1666 Main St, Pleasant Valley, NY 12569

    Welcome to 1666 Main Street, a beautifully renovated classic early-1900s home in the heart of Pleasant Valley. This move-in ready property offers 3–4 bedrooms, 2 full baths, and over 2,000 square feet of living space on a low-maintenance .20-acre lot in the Arlington School District with low taxes. Inside, you’ll find refinished 100+ year-old Maple and Douglas Fir hardwood floors, upgraded

    Kiyoshi Henson RE/MAX Town & Country

    1666 Main St, 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
  • /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
  • /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
  • /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
  • /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
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