20

Homes for Sale in 12569

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  • /34

    $850,000

    • 4 Beds
    • 3.5 Baths
    • 4,657 Sq Ft

    159 Rombout Rd, Poughkeepsie, NY 12603

    Experience refined living in this stunning Great Hall Colonial, offering 3,225 sq ft of thoughtfully designed luxury. A dramatic Great Hall with open-air overlook creates an impressive architectural centerpiece, seamlessly connecting both levels. This elegant home features 4 bedrooms and 3.5 baths, including a luxurious primary suite with a spa-like bath and dual walk-in closets, plus a private

    Agent Photo

    Haakim Byrd

    HomeSmart Homes & Estates

    (845) 280-6179

    159 Rombout Rd, Poughkeepsie, NY 12603
  • /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
  • /28

    $759,000

    • 4 Beds
    • 2.5 Baths
    • 2,434 Sq Ft

    989 Freedom Rd, Pleasant Valley, NY 12569

    TO BE BUILT: Introducing the wildly-popular Jefferson model, a colonial-style home in Arlington School District on almost 2 acres! Highlights of this 4 BR 2.5 bath include: 9' first floor ceilings, an expansive open concept kitchen, breakfast area and family room with a fireplace, home office, master bedroom suite with tray ceiling, second floor laundry and 2 car garage. Generous-sized bedrooms,

    John Gabriel Jr KW MidHudson

    989 Freedom Rd, Pleasant Valley, NY 12569
  • /34

    $669,000 Open Sun 12PM - 2PM

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

    15 Rock Cut Ln, Pleasant Valley, NY 12569

    Tucked away at the end of a private, traffic-free road, this newly renovated home set on over an acre offers a rare blend of space, privacy, and modern comfort. Inside, you’ll find over 3,300 sq ft of thoughtfully designed living space, perfectly balancing style, function, and flexibility. The updated kitchen makes a statement with bold cabinetry, stainless steel appliances, and a seamless flow

    KYLE JOHNSON SR. Clarke Realty & Associates LLC

    15 Rock Cut Ln, Pleasant Valley, NY 12569
  • /30

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 3,011 Sq Ft

    991 Freedom Rd, Pleasant Valley, NY 12569

    TO BE BUILT – The Ellington Model Colonial on Over 3 Acres!This stunning 4-bedroom, 2.5-bath colonial offers the perfect blend of elegance and functionality. Highlights include a charming covered front porch, a dramatic two-story entry foyer and second-floor catwalk. The thoughtfully designed main level features a formal living room and dining room flanking the foyer. The spacious two-story

    John Gabriel Jr KW MidHudson

    991 Freedom Rd, Pleasant Valley, NY 12569
  • /30

    $499,000

    • 2 Beds
    • 2.5 Baths
    • 1,549 Sq Ft

    106 Wigsten Rd, Pleasant Valley, NY 12569

    New construction set on a spacious 1.10-acre lot, offering modern finishes, thoughtful design, and low-maintenance living. Built on existing foundation walls with a brand-new basement slab, this 1,390-square-foot home is complemented by a new rear porch and attached garage—perfect for enjoying both indoor and outdoor space. The main level features durable LVT flooring throughout and a

    Kyle Kirchhoff Kirchhoff Brokerage LLC

    106 Wigsten 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
  • /13

    $229,900

    • Land
    • 4.81 Acres
    • $47,796 per Acre

    0 Freedom Rd Unit KEY913491, La Grange, NY 12569

    4.81 Acre Parcel in the Heart of Lagrange Discover the perfect blend of privacy and convenience with this 4.81-acre wooded parcel in the heart of Lagrange. Nestled in a peaceful natural setting, yet just minutes to everything the Hudson Valley has to offer, this location is ideal for your dream home—or for a potential small subdivision. Commuters will appreciate the easy access to the Taconic

    Michael Tellerday Houlihan Lawrence Inc.

    0 Freedom Rd Unit KEY913491, La Grange, NY 12569
  • /11

    $300,000

    • 2 Beds
    • 1 Bath
    • 925 Sq Ft

    163 Bower Rd, Poughkeepsie, NY 12603

    Welcome home to this sunny Two bedroom Ranch offering comfortable single level living and desirable updates. Enjoy an enclosed three-season sun front porch, a spacious living room with a brick front fireplace. The private, flat yard is perfect for relaxing or entertaining. An unfinished walkout basement provides abundant storage, plus an attic for extra space. A large two-car garage, solar

    Myriam Ramos Keller Williams Realty Partner

    163 Bower Rd, Poughkeepsie, NY 12603
  • /27

    $499,000

    • 3 Beds
    • 1.5 Baths
    • 1,932 Sq Ft

    15 Whiteford Dr, Pleasant Valley, NY 12569

    Welcome to this beautifully updated home in the heart of Pleasant Valley! Located in a quiet, walkable neighborhood, this property offers the perfect blend of comfort, convenience, and charm. Step inside to find refinished hardwood floors that bring warmth and character throughout the main living areas. The home features fresh paint from top to bottom, creating a bright, clean, and inviting

    Matthew Skowronski HomeSmart Homes & Estates

    15 Whiteford Dr, Pleasant Valley, NY 12569
  • /26

    $1,750,000

    • 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
  • /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
  • /34

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 1,988 Sq Ft

    4 Mcallister Dr, Pleasant Valley, NY 12569

    Proud ownership shines throughout this well-maintained Dutch Colonial , nestled on over 1.1 acres of picturesque land in town of Lagrange, NY with Arlington central schools. With an easy commute to New York City in under two hours, you can enjoy the serenity of the Hudson Valley while remaining conveniently connected to the bustling urban lifestyle. Step inside to discover over 1,610 square feet

    Kaye Saglibene

    4 Mcallister Dr, Pleasant Valley, NY 12569
  • /29

    $415,000

    • 3 Beds
    • 1.5 Baths
    • 1,132 Sq Ft

    182 Downing Rd, Pleasant Valley, NY 12569

    Commuter's Dream Ranch with West-Facing Views & WorkshopLocation, Privacy, and Convenience! Beautiful Ranch situated on a private 2.6-acre lot in Pleasant Valley. This home offers the ultimate balance: incredibly close to the Taconic State Parkway for an easy commute, yet tucked away in a quiet area that feels far removed from the hustle. Key Features Include:Outdoor Living: Hear the

    Christine Hamilton Keller Williams Realty Partner

    182 Downing Rd, Pleasant Valley, NY 12569
  • /3

    $68,000

    • Land
    • 2.87 Acres
    • $23,693 per Acre

    0 Frost Hill Rd Unit KEY978887, La Grange, NY 12569

    Board of Health approved lot in beautiful Pleasant Valley. Just minutes to the Lagrange Town Center, and to the Taconic State Parkway. This is a fantastic location to build a home in the heart of Dutchess County.

    Ryan LaLuna McGrath Realty Inc

    0 Frost Hill Rd Unit KEY978887, La Grange, NY 12569
  • /33

    $349,990

    • 4 Beds
    • 1.5 Baths
    • 1,716 Sq Ft

    35 Shady Creek Rd, Pleasant Valley, NY 12569

    Nestled near a peaceful creek, 35 Shady Creek Dr offers a wonderful opportunity to own a solidly built Colonial home in the Arlington School District. This four-bedroom, one-and-a-half-bath home is full of character and potential, offering great bones and a comfortable layout that’s ready for your personal touch. Inside, a welcoming formal dining room centers around a charming stone fireplace,

    Helene Goodworth eXp Realty

    35 Shady Creek Rd, Pleasant Valley, NY 12569
  • /50

    $829,900

    • 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
  • /43

    $1,375,000

    • 3 Beds
    • 2.5 Baths
    • 2,820 Sq Ft

    101 Drake Rd, Pleasant Valley, NY 12569

    Tucked behind a quiet country approach, two meticulously restored 19th-century barns have been reimagined into a refined luxury residence and companion pool house that feel timeless in character and elevated in execution. Inside the main residence, soaring vaulted ceilings, original hand-hewn beams, and wide-plank floors establish a sense of warmth and permanence, while expansive walls of glass

    Jake Garay Serhant LLC

    101 Drake Rd, Pleasant Valley, NY 12569
  • /30

    $375,000

    • 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
  • /33

    $399,000

    • 4 Beds
    • 2 Baths
    • 1,908 Sq Ft

    106 Skidmore Rd, Lagrangeville, NY 12540

    Welcome home to this charming Cape style home at 106 Skidmore Rd, La Grangeville, NY 12540 on Spout Creek with the Arlington School District. This delightful residence boasts an expansive floor plan, offering over 1,900 square feet of versatile living space, perfectly designed for you to add your personal touches and truly make it your own. As you enter the main living level, the home offers a

    Kaye Saglibene

    106 Skidmore Rd, Lagrangeville, NY 12540
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