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Pleasant Valley, NY Homes for Sale with Garage

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  • /25

    $650,000

    • 8 Beds
    • 4.5 Baths
    • 4,288 Sq Ft

    853 Salt Point Turnpike, Poughkeepsie, NY 12601

    This Over 4,000 Finished Sq Ft HUD Owned Home, Which Includes Eight Bedrooms, Four Full Bathrooms And One Half Bath, May Very Well Pique Your Interest. Being Listed As An AS IS Sale, There Are A Total Of 15 Rooms Plus A Walk Up Attic, Full....Unfinished Basement, Garage, Parking And Work To Be Done. The Property, Noted As FHA Case# 371-409757, Is In It's Exclusive Period And Being Sold AS IS By

    Agent Photo

    Joyce Stanton

    Century 21 Hudson Valley Rlty.

    (845) 498-0814

    853 Salt Point Turnpike, Poughkeepsie, NY 12601
  • /29

    $610,000

    • 3 Beds
    • 2.5 Baths
    • 2,337 Sq Ft

    34 Barkit Kennel Rd, Pleasant Valley, NY 12569

    Charming country retreat privately sited on 2 acres. The white picket fence and mature landscaping sets the stage for this beautiful contemporary colonial. The Charming but functional kitchen boasts Stainless Steel appliances including a 5 burner gas oven with hood vent, farm sink, butcher block counters, center island. rustic custom pantry, and a charming breakfast nook with quaint architectural

    Agent Photo

    Amber Thomas

    Compass Greater NY, LLC

    (845) 379-3281

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

    $749,900

    • 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
  • /50

    $750,000

    $450K PRICE DROP
    • 6 Beds
    • 3 Baths
    • 2,524 Sq Ft

    5028-5030 Rt-82, Millbrook, NY 12578

    Rare Find!!! Charming Property with detached cottage, Discover an exceptional opportunity in the heart of Salt Point set on 0.68 well maintained acre lot surrounded by Hudson Valley charm. This versatile home features multiple living spaces ideal for extended families, Investors, or those seeking additional rental income. Adding to the property's appeal is a detached cottage, featuring 2

    Jennifer Roberts Curasi Realty, Inc.

    5028-5030 Rt-82, Millbrook, NY 12578
  • /25

    $699,000

    $50K PRICE DROP
    • 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
  • /50

    $649,000

    Open Sat 12PM - 2PM Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 2,039 Sq Ft

    94 Gretna Rd, Pleasant Valley, NY 12569

    Welcome to this stunningly renovated 3-bedroom, 2-bath ranch perfectly situated on a serene half-acre lot in the desirable Arlington district. Thoughtfully re-designed from top to bottom, this 1958 home offers the ideal blend of charm, sophistication, and modern convenience. The custom chef's kitchen anchors the home with style and functionality, while beautifully refinished oak floors flow

    Christina Naula BHHS Hudson Valley Properties

    94 Gretna Rd, Pleasant Valley, NY 12569
  • /36

    $739,000

    • 4 Beds
    • 2.5 Baths
    • 2,483 Sq Ft

    76 Rockledge Dr, Pleasant Valley, NY 12569

    A rare and very desirable combination of excellent location, community, privacy and classic styling. Set on 1.3 acres on a quiet, no-outlet subdivision of approximately 30 homes, this spacious and well maintained home is being offered by the original owners. The location is superb. The Taconic Parkway, high school, middle school, primary school, town library, grocery store and more are all within

    Dan Axtmann BHHS Hudson Valley Properties

    76 Rockledge Dr, Pleasant Valley, NY 12569
  • /3

    $899,900

    • 4 Beds
    • 2.5 Baths
    • 2,778 Sq Ft

    5 Rosewood, Salisbury Mills, NY 12578

    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 pristine thanks to the surrounding Land

    Theresa Budich Howard Hanna Rand Realty

    5 Rosewood, Salisbury Mills, NY 12578
  • /29

    $749,000

    Open Sat 1PM - 3PM
    • 3 Beds
    • 2.5 Baths
    • 2,776 Sq Ft

    2 Brenner Hollow Rd, Pleasant Valley, NY 12569

    Tucked away at the end of a quiet cul-de-sac and set on 9 picturesque acres, this beautifully maintained 3-bedroom, 2.5-bath Colonial is the perfect escape from today’s bustling world. Located in the heart of the Hudson Valley, this home is scenic and private while still close to all amenities. The main level has hardwood floors and an easy flow featuring a formal dining room, private office,

    Margaret Kozlark Berkshire Hathaway HS NE Prop.

    2 Brenner Hollow Rd, Pleasant Valley, NY 12569
  • /43

    $649,000

    $50K 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
  • /49

    $849,000

    • 4 Beds
    • 2.5 Baths
    • 2,924 Sq Ft

    32 Cole Rd, Pleasant Valley, NY 12569

    Welcome to your private Hudson Valley retreat—an estate-style residence set on 13.7 picturesque, park-like acres in the heart of LaGrange, just minutes from the charming village of Millbrook. A serene quarter-mile partially pine-lined driveway creates a memorable arrival experience, immediately setting the tone for the privacy, scale, and tranquility that define this exceptional property.

    SOPHIA NAEEM

    32 Cole Rd, Pleasant Valley, NY 12569
  • /40

    $675,000

    • 4 Beds
    • 3.5 Baths
    • 3,041 Sq Ft

    343 North Ave, Pleasant Valley, NY 12569

    Set far back from the road on 4.63 beautifully manicured acres and surrounded by protected land that will not be built on, this exceptional 3,041 SqFt front porch Colonial offers a rare combination of privacy, tranquility, and long-term peace of mind. A picturesque gently curving 650-foot driveway leads you through a serene, park-like setting, creating a true estate feel and a daily escape from

    John Durso Keller Williams Realty Partner

    343 North Ave, Pleasant Valley, NY 12569
  • /28

    $550,000

    • 6 Beds
    • 3.5 Baths
    • 2,540 Sq Ft

    36 Forest Valley Rd, Pleasant Valley, NY 12569

    Welcome to your dream home at 36 Forest Valley Road, a spacious and beautifully maintained multi-level residence! Nestled on a scenic 1-acre wooded lot, this home is ready for its next chapter and offers everything you need to live your best life. With 6 bedrooms and 3.5 bathrooms, this home features two luxurious primary suites with en-suite bathrooms, providing flexibility. Each additional

    Debra Tarpey RE/MAX Town & Country

    36 Forest Valley Rd, Pleasant Valley, NY 12569
  • /11

    $285,000

    $15K PRICE DROP
    • 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
  • /47

    $625,000

    • 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
  • /44

    $579,900

    • 4 Beds
    • 2.5 Baths
    • 3,240 Sq Ft

    55 O Halloran Cir, Pleasant Valley, NY 12569

    COME ONE COME ALL AND SEE THIS VERY WELL CARED FOR HOME. THE PRIDE OF OWNERSHIP IS EVERYWHERE YOU LOOK. STAINLESS STEEL KITCHEN APPLIANCES TO USE WHILE ENTERTAINING FOR EVERYONE IN LARGE OPEN CONCEPT KITCHEN, DINNING AREA, FAMILY ROOM. NEVER BE FAR FROM THE FUN WITH EVERYONE. SLIDERS LEAD TO A RESORT STYLE BACK YARD TO ENJOY LOUNGING ON THE LARGE TREX DECK, SITTING ON THE GENEROUS SIZED PATIO OR

    EDWIN MCNIFF JR. McNiff Real Estate LTD

    55 O Halloran Cir, Pleasant Valley, NY 12569
  • /27

    $499,000

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

    15 Whiteford Dr, Pleasant Valley, NY 12569

    Welcome to this beautifully updated 3/4 Bedroom 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

    Matthew Skowronski HomeSmart Homes & Estates

    15 Whiteford 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
  • /28

    $779,000

    $20K PRICE INCREASE
    • 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

    $450,000

    $39K PRICE DROP
    • 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

    $15K PRICE DROP
    • 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
  • /19

    $354,900

    Open Sun 11AM - 1PM
    • 3 Beds
    • 1 Bath
    • 1,666 Sq Ft

    430 North Ave, Pleasant Valley, NY 12569

    Welcome to 430 North Ave in Pleasant Valley—a charming, well-maintained cape-style home set on 1.16 acres, offering comfortable living with room to make it your own.The main level features a spacious kitchen, bright living room with fireplace, and beautiful hardwood floors throughout much of the main living space. The home includes a primary bedroom and full bath on the main level, along with

    Michael Strutt BHHS Hudson Valley Properties

    430 North Ave, Pleasant Valley, NY 12569
  • /37

    $565,000

    • 3 Beds
    • 2.5 Baths
    • 2,384 Sq Ft

    66 Gretna Rd, Pleasant Valley, NY 12569

    Welcome to 66 Gretna Road — a beautifully spacious home filled with character and natural light, featuring soaring ceilings, oversized windows, a welcoming rocking chair front porch, and a rear deck off the kitchen overlooking the expansive backyard. This move-in ready residence offers a combination of space, flexibility, and convenience within the Arlington School District. The kitchen has wood

    Karen Volino Houlihan Lawrence Inc.

    66 Gretna 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

    $1,275,000

    $100K PRICE DROP
    • 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
  • /41

    $1,150,000

    • 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
  • /37

    $795,000

    Open Sun 11:30AM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 3,019 Sq Ft

    41 Meddaugh Rd, Pleasant Valley, NY 12569

    41 Meddaugh Road is sited on 1.84 acres set back from the road and has been extensively renovated through a comprehensive ground-up transformation. Nearly all major systems, structural components, and finishes were replaced or upgraded during this full gut renovation, where everything from the studs inward was redone and the home’s exterior systems were completely updated, resulting in a move-in

    Kyle Irwin Corcoran Country Living

    41 Meddaugh Rd, Pleasant Valley, NY 12569
  • /30

    $899,000

    $4K PRICE INCREASE
    • 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

Home Trends in Pleasant Valley, NY

Housing Trends

Median Sale Price
$495,000
Median Single Family Sale Price
$505,000
Median Townhouse Sale Price
$985,000
Average Price Per Sq Ft
$273
Number of Homes for Sale
21
Last 12 months Home Sales
74
Months of Supply
3.40
Median List Price
$532,500
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
2%
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