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Homes for Sale in 12569

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  • /46

    $584,500

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    89 Birch Dr, Pleasant Valley, NY 12569

    Deal fell through! Fully available again! This spacious and impeccably maintained oversized raised ranch offers comfort, flexibility, and pride of ownership in every room. With a thoughtfully designed layout, this home features two bedrooms on the lower level and a primary suite with a private bath on the main floor, along with an additional bedroom—ideal for guests, family, or a home office. The

    Agent Photo

    Philip Bisesto

    HomeSmart Homes & Estates

    (845) 681-2247

    89 Birch Dr, Pleasant Valley, NY 12569
  • /37

    $639,000 Open Sun 10AM - 12PM

    • 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
  • /8

    $289,500

    • 3 Beds
    • 1 Bath
    • 1,384 Sq Ft

    1680 Main St, Pleasant Valley, NY 12569

    This house set in one of the most desirable areas of Pleasant Valley with Arlington schools, this 3BR is close to shops and all the major highways. It offers a two car detached garage, back porch, hardwood floors, an original fireplace, and a large backyard for entertaining. House needs some TLC but, is a great first time home or investment property. ***Accepted Offer*** please show for backup.

    Sean McPhail Next Level Property Management

    1680 Main St, Pleasant Valley, NY 12569
  • /12

    $1,300,000

    • Land
    • 90.32 Acres
    • $14,393 per Acre

    0 Gretna Rd, Pleasant Valley, NY 12569

    Own one of the last legacy parcels in this coveted corridor of Dutchess County. Seldom does a property of this caliber come to market with over 90 acres of serene rural land, gently rolling fields and woodland, tucked away among historic farms and long-established estates.The property reflects a well-established equestrian legacy, shaped over time across gently rolling fields and wooded

    Rob Buyakowski RBR Real Estate Solutions LLC

    0 Gretna Rd, Pleasant Valley, NY 12569
  • /50

    $799,000

    • 6 Beds
    • 4.5 Baths
    • 3,974 Sq Ft

    82 Thornhill Dr, Pleasant Valley, NY 12569

    Stunning Pleasant Valley Colonial in park-like setting: This wonderful 6 bedroom home can be your personal oasis; close enough to civilization to have convenience, yet just rural enough to also have serenity. The acre and a half property features stately, landscaped front & side yards with walkways & mature trees - and a more private, fenced & wooded backyard that is all about relaxing and/or

    Christopher Hanson Hanson Real Estate Partners

    82 Thornhill Dr, 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
  • /2

    $85,000

    • Land
    • 2.7 Acres
    • $31,481 per Acre

    0 Freedom Rd, Pleasant Valley, NY

    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 Freedom Rd, Pleasant Valley, NY
  • /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
  • /40

    $1,815,000

    380 Freedom Rd, Pleasant Valley, NY 12569

    PRICE REDUCED!! The sellers are also willing to negotiate terms for seller financing. This is your opportunity to own a slice of history and pastoral beauty in the heart of Pleasant Valley, NY. This 138.4-acre dairy farm combines fertile land with panoramic views and endless possibilities, making it an ideal investment for farming, recreation, or development. The land has not had any in organic

    Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

    380 Freedom Rd, Pleasant Valley, NY 12569
  • /23

    $215,000

    • Land
    • 5.04 Acres
    • $42,659 per Acre

    L510455 Creek Rd, Pleasant Valley, NY 12569

    Situated on Creek Rd, along Wappinger Creek in the desirable town of Pleasant Valley, this 5.04 acres site is ready for your site improvements and building. The driveway has already been rough cut in with the location for the house accessible for further clearing and site preparation. Current BOH approved with proposed site location for house, well, and septic. Bring your contractor and architect

    Gary Martin Compass Greater NY LLC

    L510455 Creek Rd, Pleasant Valley, NY 12569
  • /20

    $399,000

    • 4 Beds
    • 2 Baths
    • 1,440 Sq Ft

    63 Parksville Rd, Pleasant Valley, NY 12569

    Fully rented two-family home in Pleasant Valley offering a strong opportunity for investors or future owner-occupants, set on a creekside lot backing directly to the Wappingers Creek. The upper unit has been updated, both units are currently occupied and producing income, and the property offers plenty of off-street parking for tenants. Conveniently located just minutes to the Town of Pleasant

    STEVEN WROBEL JR. Serhant LLC

    63 Parksville Rd, Pleasant Valley, NY 12569
  • /2

    $139,000

    • Land
    • 2.05 Acres
    • $67,805 per Acre

    35 Patricia Dr, Pleasant Valley, NY 12569

    Discover the perfect setting for your future home on this scenic 2+ acre lot, nestled in a well-established and desirable neighborhood. Board of Health approval is already in place, making it easier to start your build. Bring your own builder, or contact us to explore custom home options tailored to your vision.

    Jake Garay Serhant LLC

    35 Patricia Dr, 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
  • /23

    $215,000

    • Land
    • 5.04 Acres
    • $42,659 per Acre

    Tbd Creek Rd, Pleasant Valley, NY 12569

    Situated on Creek Rd, along Wappinger Creek in the desirable town of Pleasant Valley, this 5.04 acres site is ready for your site improvements and building. The driveway has already been rough cut in with the location for the house accessible for further clearing and site preparation. Current BOH approved with proposed site location for house, well, and septic. Bring your contractor and architect

    Gary Martin Compass Greater NY, LLC d/b/a

    Tbd Creek Rd, Pleasant Valley, NY 12569
  • /32

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 2,636 Sq Ft

    2 English Way, Pleasant Valley, NY 12569

    Meticulously maintained contemporary perfectly situated on quiet cul-de-sac. Chef's delight kitchen features center island, granite counters, pantry, dual wall ovens & breakfast nook, which flows seamlessly to family room w/fireplace. Formal dining room w/french door to screened porch. Well proportioned living room w/cathedral ceiling & wall of windows. Laundry room conveniently located on first

    Dan Axtmann BHHS Hudson Valley Properties

    2 English Way, Pleasant Valley, NY 12569
  • /33

    $380,000

    • 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
  • /40

    $650,000

    • 4 Beds
    • 4 Baths
    • 4,160 Sq Ft

    303 Freedom Rd, Pleasant Valley, NY 12569

    Custom 4 bedroom, 2 full bath, 2 half bath contemporary privately set on 5 acre parcel. Surrounded by wooded buffers for privacy, this nature lover's paradise is the perfect venue for entertaining. Attractive floor plan includes huge eat-in kitchen complete with center island & stainless appliances. Living room w/fireplace provides easy access to deck overlooking expansive yard. First floor

    Dan Axtmann BHHS Hudson Valley Properties

    303 Freedom Rd, Pleasant Valley, NY 12569
  • /41

    $650,000

    • 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
  • /16

    $995,000

    • 4 Beds
    • 3.5 Baths
    • 3,008 Sq Ft

    79 Frost Hill Rd, Pleasant Valley, NY 12569

    **TO BE BUILT** Stunning Farmhouse Colonial with 4-bedrooms and 3.5 baths in the highly sought after Lincoln Ridge subdivision. Situated on almost 5.5 acres of privacy, in the heart of LaGrange, with expansive mountain top views of the Hudson Valley. Home has just over 3,000 SQFT of living space welcomed by a full rocking chair front porch and double doors and into the foyer area. First floor

    Justin LaFalce KW MidHudson

    79 Frost Hill Rd, Pleasant Valley, NY 12569
  • /39

    $625,000 Open Sat 11AM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 2,668 Sq Ft

    366 Overlook Rd, Pleasant Valley, NY 12569

    Welcome to 366 Overlook Road in Pleasant Valley—an exceptional raised ranch offering refined updates, thoughtful design, and outstanding flexibility. This spacious 5-bedroom, 3.5-bath home features two full kitchens with stainless steel appliances, ideal for versatile living arrangements, extended household needs, or guest accommodations. Additional highlights include a cozy fireplace, dedicated

    Joseph Lukic Compass Greater NY, LLC

    366 Overlook Rd, Pleasant Valley, NY 12569
  • /48

    $1,095,000

    • 4 Beds
    • 3.5 Baths
    • 3,888 Sq Ft

    27 Gallagher Dr, Pleasant Valley, NY 12569

    In the desirable Salt Point / Clinton Corners corridor between Millbrook and Rhinebeck—on a quiet cul-de-sac just off Salt Point Turnpike, surrounded by farmland, minutes from the Taconic Parkway, and only 90 minutes from NYC—this private Hudson Valley retreat combines convenience, privacy, and strong rental performance.Privately set on 5.6 acres, the property enjoys wide mountain and valley

    DOMINIQUE SHUMINOV William Pitt Sothebys Int Rlty

    27 Gallagher Dr, Pleasant Valley, NY 12569
  • /17

    $275,000

    • 3 Beds
    • 1 Bath
    • 904 Sq Ft

    37 Shady Creek Rd, Pleasant Valley, NY 12569

    Peaceful, Polished & Move-In Ready, this charming home is tucked away in the scenic Shady Creek community within minutes of Eastdale Village. Whether you’re looking for a weekend escape or a stylish starter home, this thoughtfully renovated ranch checks all the boxes. Inside, you’ll find a bright, open layout with three freshly painted bedrooms and new flooring throughout. The kitchen shines with

    Zef Camaj Corcoran Country Living

    37 Shady Creek Rd, Pleasant Valley, NY 12569
  • /18

    $215,000

    • Land
    • 5.04 Acres
    • $42,659 per Acre

    0 Creek Rd Unit KEY896908, Pleasant Valley, NY 12569

    Situated on Creek Rd, along Wappinger Creek in the desirable town of Pleasant Valley, this 5.04 acres site is ready for your site improvements and building. The driveway has already been rough cut in with the location for the house accessible for further clearing and site preparation. Current BOH approved with proposed site location for house, well, and septic. Bring your contractor and architect

    Gary Martin Compass Greater NY, LLC

    0 Creek Rd Unit KEY896908, Pleasant Valley, NY 12569
  • /30

    $609,000

    • 3 Beds
    • 2.5 Baths
    • 3,048 Sq Ft

    112 Pleasant View Rd, Pleasant Valley, NY 12569

    BACK ON THE MARKET-Sprawling 3000+ square foot contemporary privately nestled on 1.65 acres in the desirable Arlington School District, just minutes from the Taconic State Parkway. Enter through the front door and into the formal foyer featuring a beautifully tiled floor, oversized coat closet, custom lighting and tucked in the corner, a private half bath. Relax in the massive living room

    Dave Longbard KW MidHudson

    112 Pleasant View Rd, Pleasant Valley, NY 12569
  • /5

    $400,000

    • 3 Beds
    • 1 Bath
    • 1,248 Sq Ft

    72 Martin Rd, Pleasant Valley, NY 12569

    Beautifully maintained home, with a spacious primary bedroom with a Jack and Jill bathroom which leads the hallways of the other 2 well sized bedrooms. The house is filled with natural sunlight and new flooring. A lovely enclosed sunroom overseeing a well maintained back yard. A spacious lower level area that can be used as a guest room or kids play area. Laundry room and utility area with

    Victor Eleutice VIP Realty Home Inc.

    72 Martin Rd, Pleasant Valley, NY 12569
  • /12

    $177,000

    • Land
    • 4.87 Acres
    • $36,345 per Acre

    0 Freedom Rd Unit 11615264, La Grange, NY 12569

    Online Auction Ending January 7 at 1:01PM at AARauctions. Visit website for complete details. ABSOLUTE AUCTION - No Minimum, No Reserve. Sells Regardless of Price! Two parcels residential vacant land sold together as one, Combined 4.87 +/- Acres, Freedom Rd, Pleasant Valley, NY Opportunity to own nearly five acres of residential vacant land close to the Town of Pleasant Valley. Combined lot size

    Philip Gableman ABSOLUTE AUCTION AND REALTY INC

    0 Freedom Rd Unit 11615264, La Grange, NY 12569
  • /39

    $750,000

    • 3 Beds
    • 2 Baths
    • 3,044 Sq Ft

    267 Smith Rd, Pleasant Valley, NY 12569

    This is an absolutely must-see property. The original owners have decided to sell their exceptionally well-maintained home which is situated on almost 4.5 acres on a quiet road in beautiful Pleasant Valley N.Y. These owners left no detail unattended. From the efficient drainage system, to the beautiful gardens to the hand-built dry-fitted stone walls that adorn the property every detail has been

    Daniel Balassone VYLLA Home

    267 Smith Rd, Pleasant Valley, NY 12569
  • /2

    $80,000

    • Land
    • 3.58 Acres
    • $22,346 per Acre

    235 Pine Hill Rd, Pleasant Valley, NY 12569

    THIS BEAUTIFUL PROPERTY IN PLEASANT VALLEY NEW YORK OFFERS THE PERFECT OPPORTUNITY TO OWN NEAR THE SCENIC HUDSON RIVER VALLEY. LOCATED CLOSE TO POUGHKEEPSIE, THIS LAND PROVIDES EASY ACCESS TO OUTDOOR ACTIVITIES. A CHARMING COMMUNITY WITH A RICH HISTORY AND FRIENDLY ATMOSPHERE OFFERING A SERENE LIFESTYLE WHILE BEING APPROXIMATELY 2 HOUR DRIVE TO NEW YORK CITY.

    ALISON NIXON eXp Realty

    235 Pine Hill Rd, Pleasant Valley, NY 12569
  • /6

    $399,000 Coming Soon

    • 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

    Milton Hyatt KFortuna All Aspects Realty

    1400 Route 44, 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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