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Newest Homes for Sale in Pleasant Valley, NY

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  • /39

    $625,000 Coming Soon

    • 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
  • /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
  • /26

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    62 Netherwood Plaza, Salt Point, NY 12578

    Discover your private retreat at the end of a peaceful dead end street with this enchanting, move-in-ready home. This charming 3-bedroom, 2-bathroom residence seamlessly blends cozy cabin vibes with tasteful, modern updates throughout. An abundance of windows floods the entire home with natural light, highlighting the warm and inviting atmosphere. The well-appointed kitchen is a chef's delight,

    Samantha McCrory Exit Realty Connections

    62 Netherwood Plaza, Salt Point, NY 12578
  • /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
  • /38

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft

    104 S Quaker Ln, Hyde Park, NY 12538

    A unique opportunity to own a charming, historic one-family home on an expansive parcel of land in the desirable Hyde Park area of Dutchess County. This property offers privacy and space, perfect for those seeking a tranquil country lifestyle while remaining close to local amenities. Situated on a substantial 25.43-acre lot with RA (Rural Residence) zoning, the property features a mix of open

    Luis Gordillo Schunk Realty Group

    104 S Quaker Ln, Hyde Park, NY 12538
  • /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
  • /37

    $639,000

    • 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
  • /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
  • /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
  • /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
  • /32

    $675,000

    • 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
  • /50

    $895,000

    • 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
  • /41

    $680,000

    • 3 Beds
    • 2 Baths
    • 2,315 Sq Ft

    28 Clinton Corners Rd, Salt Point, NY 12578

    Welcome to this hidden gem in scenic Dutchess County! This 14+ acre property offers the privacy so many buyers are looking for, with a home featuring an open concept floor plan. The light-filled home offers a spacious kitchen, a living room with a stone fireplace, a dining area, and a lovely sunroom. Large windows throughout and walls of glass doors open to the extensive patios that overlook the

    Susan Whalen George T Whalen Real Estate

    28 Clinton Corners Rd, Salt Point, NY 12578
  • /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
  • /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
  • /44

    $650,000

    • 5 Beds
    • 3 Baths
    • 3,000 Sq Ft

    404 Gretna Rd, Hyde Park, NY 12538

    Pass through the pillar lined entrance and down the circular driveway to find this custom 5 bedroom, 3 bathroom cape cod. Attractive stone & brick exterior surrounded by extensive and elaborate landscaping, privately situated on 3 acres. With 3000 sqft of finished space, the floor plan is ideal for entertaining and offers tremendous versatility. Massive kitchen/family room combo with granite

    Dan Axtmann BHHS Hudson Valley Properties

    404 Gretna Rd, Hyde Park, NY 12538
  • /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
  • /22

    $450,000

    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft

    166 Hibernia Rd, Salt Point, NY 12578

    Gifting You Of, A Lower Price For The Holidays! Best Dressed, Re Dressed Home For Success; One Floor, Fully Available Four Bedroom, Two Bath Ranch. This Is A Shining Penny. Seek And You Will Find Some Versatility From The Surrounding Quiet Atmosphere. You Got The Village Vibe? Stop! Look! This Is It. Experience Good Eating From The Agricultural Environment. Vibrant Community Has Easy Access To

    Agent Photo

    Joyce Stanton

    Century 21 Hudson Valley Rlty.

    (845) 581-3073

    166 Hibernia Rd, Salt Point, NY 12578
  • /36

    $3,500,000

    • 8 Beds
    • 4.5 Baths
    • 3,010 Sq Ft

    2045 Salt Point Turnpike, Salt Point, NY 12578

    Welcome to This Hudson Farm - a distinctive 157+ acre estate spanning 2039-2105 Salt Point Turnpike, where the beauty of the Hudson Valley meets the ultimate opportunity to enjoy as much--or as little--of the farming lifestyle as you desire. Positioned between Rhinebeck and Millbrook, and just minutes from the Taconic State Parkway, this remarkable offering blends historic charm with modern

    LINDSAY ROTHMAN Compass Greater NY LLC

    2045 Salt Point Turnpike, Salt Point, NY 12578
  • /40

    $845,000

    • 3 Beds
    • 3.5 Baths
    • 2,567 Sq Ft

    69 Brown Rd, Pleasant Valley, NY 12569

    Welcome to your private country retreat! Tucked away down a gravel driveway you will find this charming home nestled on 11+ acres of nature, mostly wooded with a pond and a fine clearing around the home. The home features a comfortable floor plan - a wonderful country kitchen opens to a dining area with French doors leading into the light-filled great room, featuring a soaring ceiling and a

    Susan Whalen George T Whalen Real Estate

    69 Brown 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
  • /19

    $375,000

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    148 Bower Rd, Poughkeepsie, NY 12603

    Welcome home to this beautifully updated 3-bedroom, 1-bath ranch offering modern comfort and low-maintenance living. Step inside to find fresh paint and new vinyl plank flooring throughout, complemented by updated appliances and quartz countertops in the kitchen. Brand new mini-split units ensure year-round comfort, while a new breaker box, EV charging outlets, and a new front walkway add

    STEVEN WROBEL JR. Serhant LLC

    148 Bower Rd, Poughkeepsie, NY 12603
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /47

    $1,815,000

    • Land
    • 138.4 Acres
    • $13,114 per Acre

    380-384 Freedom Rd, Pleasant Valley, NY 12569

    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 no organic fertilizer, herbicides, or

    Mitchell Serlin Whitetail Properties Real Estate

    380-384 Freedom 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

Frequently Asked Questions

What is the average home price in Pleasant Valley, NY?
Homes for sale in Pleasant Valley, NY have an average home price of $666,594.
How many homes have sold over the last 12 months in Pleasant Valley, NY?
72 homes have sold in Pleasant Valley, NY over the last 12 months.
What are the most popular zip codes in Pleasant Valley, NY?
The most popular zip codes in Pleasant Valley, NY include 12569, 12578, 12538, 12601 and 12603.
How much do you need to make to afford a house in Pleasant Valley?
The median home price in Pleasant Valley is $525,000. If you put a 20% down payment of $105,000 and had a 30-year fixed mortgage with an interest rate of 6.15%, your estimated principal and interest payment would be $2,560 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $110K a year to afford the median home price in Pleasant Valley. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Pleasant Valley, NY?
Pleasant Valley, NY has highly rated public and private schools. Some of the best schools in Pleasant Valley based on Niche Grades are Traver Road Primary School, Upton Lake Christian School and Millbrook High School. Browse all the schools in Pleasant Valley, NY to learn more.

Home Trends in Pleasant Valley, NY

Housing Trends

Median Sale Price
$497,499
Median Single Family Sale Price
$500,000
Median Townhouse Sale Price
$762,500
Average Price Per Sq Ft
$263
Number of Homes for Sale
17
Last 12 months Home Sales
72
Months of Supply
2.80
Median List Price
$525,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
12%
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