23

Pleasant Valley, NY Homes for Sale

Section Image Section Image
  • /46

    $584,500

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

    89 Birch Dr, Pleasant Valley, NY 12569

    Back on the Market – Buyer had personal changes . Ready for Immediate Move-In! The sellers are relocating out of state, and the home is packed and ready for its next owner. Please use your imagination to envision your own décor and personal touches. This spacious and meticulously maintained oversized raised ranch offers comfort, flexibility, and pride of ownership throughout. The thoughtfully

    Agent Photo

    Philip Bisesto

    HomeSmart Homes & Estates

    (845) 681-2247

    89 Birch Dr, Pleasant Valley, NY 12569
  • /12

    $325,000

    • Land
    • 5.82 Acres
    • $55,842 per Acre

    2413 Route 44, Salt Point, NY 12578

    Buildable, has annual 15k billboard cashflow with a potential for additional billboards, that won't even be visible from where the proposed house could be built. There is an old well system on the property and has a direct access to Route 44 for a driveway. This property should be positioned as a desirable, spacious residential parcel, with commercial rezoning potential, given that the

    Agent Photo

    Omar Harper

    Epique Realty

    (845) 622-4228

    2413 Route 44, Salt Point, NY 12578
  • /22

    $450,000

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

    166 Hibernia Rd, Salt Point, NY 12578

    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 Festivals, Outdoor Activities, Hiking Trails,

    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
  • /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
  • /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
  • /50

    $799,000

    • 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
  • /26

    $749,000 Open Sun 12PM - 2PM

    • 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
  • /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
  • /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
  • /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
  • /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

    $529,500

    • 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
  • /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
  • /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
  • /26

    $475,000

    • 3 Beds
    • 1.5 Baths
    • 1,701 Sq Ft

    29 Mcallister Dr, Pleasant Valley, NY 12569

    Town of Lagrange oversized ranch featuring hardwood floors throughout, large eat-in kitchen, formal dining room w/cork floor & living room w/fireplace. Three well proportioned bedrooms. Laundry conveniently located on main level. Sunroom leads to massive two car garage ideal for auto enthusiast, hobbyist or contractor. Expansive level backyard, which backs up to 60 acre ecological preserve, never

    Dan Axtmann BHHS Hudson Valley Properties

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

    $430,000

    • 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
  • /33

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft

    41 Mountain Dr, Pleasant Valley, NY 12569

    Welcome to this beautifully maintained 3-bedroom, 2.5-bath home located in Pleasant Valley. Lovingly cared for and move-in ready, this residence offers a balance of classic charm and modern convenience. Step inside to an inviting layout filled with natural light. The bright living room flows seamlessly into an open dining area with direct access to a spacious deck—ideal for outdoor gatherings,

    JENNIFER HOYE BHHS Hudson Valley Properties

    41 Mountain Dr, Pleasant Valley, 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
  • /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
  • /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
  • /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
  • /38

    $399,000

    • 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

Why Live in Pleasant Valley

Pleasant Valley, set among the wooded hills of Dutchess County about 84 miles north of New York City, offers a classic small-town vibe. The hamlets of Pleasant Valley and Salt Point brim with charm, featuring mid-20th-century homes, mom-and-pop shops, and friendly faces. Beyond Main Street, scenic country roads wind past rolling fields and forests, leading to homes that feel tucked away yet connected. Housing styles are wonderfully varied. In the hamlets, you’ll find mid-to-late 20th-century farmhouses and Colonial Revivals with manicured lawns and classic shutters. Out in the countryside, late 20th-century ranch homes and modern custom builds offer privacy, decks, and room for barns or workshops. This mix of historic and contemporary architecture gives the area a unique character. Parks are a big draw, with spaces for hiking, picnics, and fishing along Wappinger Creek. For adventure seekers, the Taconic-Hereford Multiple Use Area boasts miles of forested trails. Main Street serves up local flavor with cozy eateries, international cuisine, and beloved spots like The Village Pancake Factory. Seasonal events, from Pleasant Valley Weekend to the dazzling Festival of Lights, keep the town buzzing with hometown pride.

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 $582,692.
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, 12545 and 12601.
How much do you need to make to afford a house in Pleasant Valley?
The median home price in Pleasant Valley is $499,999. If you put a 20% down payment of $100,000 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $2,500 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $107K 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
$495,000
Median Single Family Sale Price
$495,000
Median Townhouse Sale Price
$975,000
Average Price Per Sq Ft
$273
Number of Homes for Sale
16
Last 12 months Home Sales
72
Months of Supply
2.70
Median List Price
$499,999
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
10%
How to Buy a Home How to Finance a Home How to Sell a Home