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Pleasant Valley, NY Homes for Sale

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  • 21 Straub Dr, Pleasant Valley, NY 12569
    21 Straub Dr, Pleasant Valley, NY 12569
    21 Straub Dr, Pleasant Valley, NY 12569
    /46

    $649,000

    Open Sun 12PM - 2PM $26K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    21 Straub Dr, Pleasant Valley, NY 12569

    Welcome to 21 Straub Drive in Pleasant Valley, a spacious and versatile home offering 4 bedrooms, 3.5 baths, and a flexible floor plan. Nestled on a private lot ,this property combines peaceful country living with convenient access to major commuting routes.The home features generous living spaces designed for both everyday comfort and entertaining. Multiple living and gathering areas provide

    Agent Photo

    Peter Quartironi

    RE/MAX Town & Country

    21 Straub Dr, Pleasant Valley, NY 12569
  • 2413 Route 44, Salt Point, NY 12578
    2413 Route 44, Salt Point, NY 12578
    2413 Route 44, Salt Point, NY 12578
    /12

    $325,000

    $50K PRICE DROP
    • Land
    • 5.82 Acres
    • $55,842 per Acre

    2413 Route 44, Salt Point, NY 12578

    Unlock a rare opportunity to own a level, buildable 5-acre parcel positioned at one of the most strategic corridors in the area—Route 44 and the Taconic Parkway. Whether you're an end user seeking privacy, an investor looking for upside, or a business owner targeting high-visibility frontage, this property delivers on all fronts. The land features direct access to Route 44, making driveway

    Agent Photo

    Omar Harper

    Epique Realty

    2413 Route 44, Salt Point, NY 12578
  • 00WP Rossway Rd, Pleasant Valley, NY 12569
    00WP Rossway Rd, Pleasant Valley, NY 12569
    00WP Rossway Rd, Pleasant Valley, NY 12569
    /84

    $227,000

    • Land
    • 25.05 Acres
    • $9,062 per Acre

    00WP Rossway Rd, Pleasant Valley, NY 12569

    Perfectly situated in the heart of Dutchess County, this remarkable 25.05 acre property offers the rare opportunity to own a parcel of land with excellent building potential, subject to Board of Health approval, that seamlessly blends outstanding wildlife habitat, exceptional recreational opportunities, and convenient access to some of the Hudson Valley's most desirable communities. Located along

    Mitchell Serlin Whitetail Properties Real Estate

    00WP Rossway Rd, Pleasant Valley, NY 12569
  • 65 Water Loop, Pleasant Valley, NY 12569
    65 Water Loop, Pleasant Valley, NY 12569
    65 Water Loop, Pleasant Valley, NY 12569
    /25

    $175,000

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft

    65 Water Loop, Pleasant Valley, NY 12569

    Move-in ready 3BR home in Hickory Hills Estates with modern updates and a peaceful natural setting.This beautifully updated single-wide offers comfort, convenience, and outdoor charm all in one.Step inside to find new flooring, central air, and an open layout. The kitchen features stainless steel appliances and an oversized gas stove, perfect for anyone who loves to cook. The main

    ROBERT TORRE VYLLA Home

    65 Water Loop, Pleasant Valley, NY 12569
  • 2010 Salt Point Turnpike, Pleasant Valley, NY 12569
    2010 Salt Point Turnpike, Pleasant Valley, NY 12569
    2010 Salt Point Turnpike, 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
  • 513 Rossway Rd, Pleasant Valley, NY 12569
    513 Rossway Rd, Pleasant Valley, NY 12569
    513 Rossway Rd, Pleasant Valley, NY 12569
    /17

    $575,000

    • Land
    • 41.72 Acres
    • $13,782 per Acre

    513 Rossway Rd, Pleasant Valley, NY 12569

    Rare opportunity to own a truly special 41.7-acre parcel in the Town of LaGrange, ideally located just east of the Taconic State Parkway for an easy commute while enjoying the beauty and tranquility of the Hudson Valley. This exceptional property offers breathtaking sweeping mountain and vista views, over 360 feet of road frontage, and endless possibilities. Five large fields are currently being

    Nicole Porter Houlihan Lawrence Inc.

    513 Rossway Rd, Pleasant Valley, NY 12569
  • 63 Martin Rd, Pleasant Valley, NY 12569
    63 Martin Rd, Pleasant Valley, NY 12569
    63 Martin Rd, Pleasant Valley, NY 12569
    /22

    $445,000

    $30K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,700 Sq Ft

    63 Martin Rd, Pleasant Valley, NY 12569

    Beautifully updated ranch, set on a tree-lined homesite in the Town of Pleasant Valley, offering the ease of one-level living with tasteful finishes throughout. The inviting floor plan features a welcoming entry foyer, hardwood flooring, sun-filled living room with bay window, and a bright kitchen with SS Frigidaire appliances and a Samsung refrigerator. The step-down dining room is perfect for

    TINA TOWNSEND BHHS Hudson Valley Properties

    63 Martin Rd, Pleasant Valley, NY 12569
  • 18 English Way, Pleasant Valley, NY 12569
    18 English Way, Pleasant Valley, NY 12569
    18 English Way, Pleasant Valley, NY 12569
    /46

    $675,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 3,078 Sq Ft

    18 English Way, Pleasant Valley, NY 12569

    Perfectly situated at the end of a cul-de-sac, this cared for Colonial sits on a picturesque country acre, located in the Cambridge Estates. Thoughtfully updated and beautifully cared for, this home offers the perfect blend of comfort, space, and functionality.At the heart of the home is the beautifully updated kitchen, renovated just one year ago with a fresh, modern feel and plenty of

    Jamie Aisenstat Serhant LLC

    18 English Way, Pleasant Valley, NY 12569
  • 14 Partridge Ln, Pleasant Valley, NY 12569
    14 Partridge Ln, Pleasant Valley, NY 12569
    14 Partridge Ln, Pleasant Valley, NY 12569
    /12

    $89,900

    • 2 Beds
    • 1 Bath
    • 896 Sq Ft

    14 Partridge Ln, Pleasant Valley, NY 12569

    Welcome to 14 Partridge Ln, a well-maintained, single-wide manufactured home located in a convenient mobile home community within the Arlington School District. This property offers an affordable and low-maintenance lifestyle with a monthly lot fee of $815. The lot fee includes water, sewer, property taxes, and garbage pickup, making monthly expenses simple and predictable. Enjoy the convenience

    Justice Suafoa THE TRUSS GROUP LLC

    14 Partridge Ln, Pleasant Valley, NY 12569
  • 13-14 Creekside Place, Pleasant Valley, NY 12569
    13-14 Creekside Place, Pleasant Valley, NY 12569
    13-14 Creekside Place, Pleasant Valley, NY 12569
    /50

    $899,900

    $50K PRICE DROP
    • 5 Beds
    • 4 Baths

    13-14 Creekside Place, Pleasant Valley, NY 12569

    Opportunities like this are exceptionally rare. Nestled on more than two peaceful acres along the picturesque Wappingers Creek, this one-of-a-kind property offers two beautifully finished homes on a single parcel—creating endless possibilities for multigenerational living, rental income, guest accommodations, or an owner-occupied investment.The primary residence has been thoughtfully

    Ryan Arket Compass Greater NY, LLC

    13-14 Creekside Place, Pleasant Valley, NY 12569
  • 17 Gretna Hill Rd, Pleasant Valley, NY 12569
    17 Gretna Hill Rd, Pleasant Valley, NY 12569
    17 Gretna Hill Rd, Pleasant Valley, NY 12569
    /28

    $549,000

    • 2 Beds
    • 2.5 Baths
    • 1,475 Sq Ft

    17 Gretna Hill Rd, Pleasant Valley, NY 12569

    This is a 2 BR PLUS an additional dedicated office. Circular driveway to an All new renovation in beautiful Gretna Hill wooded neighborhood, elegant farms beyond. Mahogany full glass door entry on to black marble foyer. Spacious living/dining room, mahogany doors and trim. Full glass exterior door to 12' x 18' Japanese cedar deck. Hardwood floors throughout. Natural wood and marble kitchen with

    Derek Greene Greene Realty Group

    17 Gretna Hill Rd, Pleasant Valley, NY 12569
  • 46 Gleason Blvd, Pleasant Valley, NY 12569
    46 Gleason Blvd, Pleasant Valley, NY 12569
    46 Gleason Blvd, Pleasant Valley, NY 12569
    /41

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft

    46 Gleason Blvd, Pleasant Valley, NY 12569

    New to market. Relaxed living in lovely, quiet neighborhood. Won't last long. Low traffic, cul de sac road close to everything you need. Sold as package deal: 3BR w/ full basement 46 Gleason Boulevard + next door 3BR w/ full basement 48 Gleason Boulevard for $750,000 total package price. Enjoy these 2 lovely homes on the top of the hill in beautiful & central Pleasant Valley. Live in one & rent

    Thomas Zengen Thomas Zengen

    46 Gleason Blvd, Pleasant Valley, NY 12569
  • 70 Gretna Hill Rd, Pleasant Valley, NY 12569
    70 Gretna Hill Rd, Pleasant Valley, NY 12569
    70 Gretna Hill Rd, Pleasant Valley, NY 12569
    /30

    $500,000

    $39K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    70 Gretna Hill Rd, Pleasant Valley, NY 12569

    Welcome home to this well-maintained 3-bedroom, 2.5-bath property offering comfort, efficiency, and versatile living space. The partially finished basement features brand-new flooring, providing additional room for a home office, recreation area, fitness space, or hobby room. The kitchen is equipped with new appliances, while owned solar panels help improve energy efficiency and reduce utility

    Donna Gray Redfin Real Estate

    70 Gretna Hill Rd, Pleasant Valley, NY 12569
  • 27 Goldfinch Dr, Salt Point, NY 12578
    27 Goldfinch Dr, Salt Point, NY 12578
    27 Goldfinch Dr, Salt Point, NY 12578
    /25

    $499,000

    $48K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft

    27 Goldfinch Dr, Salt Point, NY 12578

    Surrounded by mature trees and open lawns, this thoughtfully designed, custom-built passive solar 3 bedroom, 2 bathroom home offers the perfect blend of energy efficiency, natural beauty, and modern comfort. Expansive windows fill the home with abundant natural light while showcasing peaceful views of the surrounding property. Lovingly maintained, this tranquil retreat is ideal for artists,

    Kimberly Baker BHHS Hudson Valley Properties

    27 Goldfinch Dr, Salt Point, NY 12578
  • 1WTP Rossway Rd, Pleasant Valley, NY 12569
    1WTP Rossway Rd, Pleasant Valley, NY 12569
    1WTP Rossway Rd, Pleasant Valley, NY 12569
    /84

    $227,000

    • Land
    • 25.05 Acres
    • $9,062 per Acre

    1WTP Rossway Rd, Pleasant Valley, NY 12569

    Perfectly situated in the heart of Dutchess County, this remarkable 25.05± acre property offers the rare opportunity to own a parcel of land with excellent building potential, subject to Board of Health approval, that seamlessly blends outstanding wildlife habitat, exceptional recreational opportunities, and convenient access to some of the Hudson Valley's most desirable communities. Located

    Mitchell Serlin WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

    1WTP Rossway Rd, Pleasant Valley, NY 12569
  • 76 Rockledge Dr, Pleasant Valley, NY 12569
    76 Rockledge Dr, Pleasant Valley, NY 12569
    76 Rockledge Dr, Pleasant Valley, NY 12569
    /36

    $649,900

    $89K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,483 Sq Ft

    76 Rockledge Dr, Pleasant Valley, NY 12569

    Classic styling and a superb location await you in this well maintained home offered for sale by the original owners. Set on 1.34 mostly wooded acres in one of LaGrange's most desirable neighborhoods, this 4 br, 2.5 bath home is located less than 8 minutes from the Taconic Parkway, all schools, Baird Park and LaGrange Town Center. The private and secluded 30 home neighborhood is built around a

    Dan Axtmann BHHS Hudson Valley Properties

    76 Rockledge Dr, Pleasant Valley, NY 12569
  • 60 Traver Rd, Pleasant Valley, NY 12569
    60 Traver Rd, Pleasant Valley, NY 12569
    60 Traver Rd, Pleasant Valley, NY 12569
    /49

    $799,000

    $51K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,114 Sq Ft

    60 Traver Rd, Pleasant Valley, NY 12569

    Welcome home to this beautifully maintained expanded Colonial, perfectly situated on 3.42 picturesque acres in the Town of LaGrange within the highly desirable Arlington Central School District. Lovingly cared for by the same owners for over 30 years, this exceptional property offers the perfect blend of timeless charm, generous living space, and outstanding outdoor amenities.Step inside

    Kim Conklin KW MidHudson

    60 Traver Rd, Pleasant Valley, NY 12569
  • 48 Gleason Blvd, Pleasant Valley, NY 12569
    48 Gleason Blvd, Pleasant Valley, NY 12569
    48 Gleason Blvd, Pleasant Valley, NY 12569
    /40

    $375,000

    • 3 Beds
    • 1.5 Baths
    • 1,144 Sq Ft

    48 Gleason Blvd, Pleasant Valley, NY 12569

    New to market. Relaxed living in lovely, quiet neighborhood. Won't last long. Low traffic, cul de sac road close to everything you need. Sold as package deal 48 Gleason Blvd: 3BR w/ full basement 48 Gleason Boulevard + next door 3BR w/ full basement 46 Gleason Boulevard for $750,000 total package price. Enjoy these 2 lovely homes on the top of the hill in beautiful & central Pleasant Valley. Live

    Thomas Zengen Thomas Zengen

    48 Gleason Blvd, Pleasant Valley, NY 12569
  • 4918 Route 82, Salt Point, NY 12578
    4918 Route 82, Salt Point, NY 12578
    4918 Route 82, Salt Point, NY 12578
    /48

    $5,250,000

    • 5 Beds
    • 3.5 Baths
    • 3,424 Sq Ft

    4918 Route 82, Salt Point, NY 12578

    Spanning nearly just over 12 pristine acres, Bloomvale is a masterfully preserved waterfall estate. Situated along the rushing waters of the Wappinger Creek in the historic hamlet of Salt Point, NY, this legacy property sits just two hours north of Manhattan and minutes from the coveted communities of Millbrook and Rhinebeck.Dating back to the mid-1750s, this National Historic Register

    Lindsay Allen Upstate Down

    4918 Route 82, Salt Point, NY 12578
  • 641 North Ave, Pleasant Valley, NY 12569
    641 North Ave, Pleasant Valley, NY 12569
    641 North Ave, Pleasant Valley, NY 12569
    /25

    $1,300,000

    $295K PRICE DROP
    • Land
    • 76.52 Acres
    • $16,989 per Acre

    641 North Ave, Pleasant Valley, NY 12569

    Tucked away off the well-traveled path and largely unnoticed, this remarkable 76± acre private parcel offers breathtaking distant and valley views in the heart of the Hudson Valley, just a short drive from sought-after destinations such as Rhinebeck and Millbrook. Currently operating as a successful apple orchard, the property features approximately 50 acres planted with 5 varieties of mature

    Carey Whalen Compass Greater NY, LLC

    641 North Ave, Pleasant Valley, NY 12569
  • 650 Netherwood Rd, Hyde Park, NY 12538
    650 Netherwood Rd, Hyde Park, NY 12538
    650 Netherwood Rd, Hyde Park, NY 12538
    /43

    $599,000

    $100K 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
  • 11 Brown Rd, Pleasant Valley, NY 12569
    11 Brown Rd, Pleasant Valley, NY 12569
    11 Brown Rd, 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
  • 1078 Salt Point Turnpike, Pleasant Valley, NY 12569
    1078 Salt Point Turnpike, Pleasant Valley, NY 12569
    1078 Salt Point Turnpike, Pleasant Valley, NY 12569
    /32

    $449,900

    • 3 Beds
    • 1.5 Baths
    • 1,640 Sq Ft

    1078 Salt Point Turnpike, Pleasant Valley, NY 12569

    PEACEFUL AND PRIVATE newly renovated 3BR home in the Town of Pleasant Valley. Brand new kitchen with granite counters and new stainless appliances. Bright, spacious sunroom overlooking the peaceful yard and woods in the rear of the property. Large, open living/dining room and an additional family room. Beautifully refinished original hardwood floors and fresh paint throughout. Large 2nd floor

    RENATE POGGE Century 21 Alliance Rlty Group

    1078 Salt Point Turnpike, Pleasant Valley, NY 12569
  • 27 Shagbark Ave, Pleasant Valley, NY 12569
    27 Shagbark Ave, Pleasant Valley, NY 12569
    27 Shagbark Ave, Pleasant Valley, NY 12569
    /13

    $165,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,000 Sq Ft

    27 Shagbark Ave, Pleasant Valley, NY 12569

    Spacious and beautifully maintained mobile home featuring 3 generously sized bedrooms, each with walk-in closets, and 2 full bathrooms. This inviting home offers an open and bright layout with large windows, elegant crown molding, recessed lighting, and numerous upgrades throughout. The cozy living room is highlighted by a fully functional wood-burning fireplace capable of heating the entire home

    Josephine Diego K. Fortuna Realty, Inc.

    27 Shagbark Ave, Pleasant Valley, NY 12569
  • 185 Ring Rd, Salt Point, NY 12578
    185 Ring Rd, Salt Point, NY 12578
    185 Ring Rd, Salt Point, NY 12578
    /33

    $549,900

    • 3 Beds
    • 2 Baths
    • 2,442 Sq Ft

    185 Ring Rd, Salt Point, NY 12578

    Stunning 3-Bed, 2-Bath Home, Shows like a 4 Bedroom! on Nearly 1 Acre! Don't let the exterior fool you, this spacious 2005 build is packed with upgrades inside and out Highlights Include, Upgraded Kitchen: Black stainless-steel appliances, deep country sink & direct deck access. Main Floor Living, all 3 bedrooms on one level, including a primary suite with a modern full bath. Flex Lower Level,

    Philip Messina BHHS Hudson Valley Properties

    185 Ring Rd, Salt Point, NY 12578
  • 625 Traver Rd, Pleasant Valley, NY 12569
    625 Traver Rd, Pleasant Valley, NY 12569
    625 Traver Rd, Pleasant Valley, NY 12569
    /26

    $1,395,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    625 Traver Rd, Pleasant Valley, NY 12569

    QUICK DELIVERY NEW CONSTRUCTION! Welcome to your own private retreat in the heart of Pleasant Valley. A Modern Scandinavian Ranch style home nestled on an extraordinary 25-acre parcel surrounded by nature, this custom Den Barnhouse Plan seamlessly blends timeless Scandinavian design with a highly efficient, thoughtfully crafted floor plan. Offering the perfect balance of modern simplicity and

    Justin LaFalce KW MidHudson

    625 Traver Rd, Pleasant Valley, NY 12569
  • 46 South Ave, Pleasant Valley, NY 12569
    46 South Ave, Pleasant Valley, NY 12569
    46 South Ave, Pleasant Valley, NY 12569
    /21

    $799,999

    • Land
    • 93 Acres
    • $8,602 per Acre

    46 South Ave, Pleasant Valley, NY 12569

    3 PARCELS 93.3 ACRES! Discover a rare opportunity in the heart of Pleasant Valley with this expansive offering of three contiguous parcels totaling approximately 93 acres. Whether you're looking to build a private estate, establish a compound, invest in land, or explore development potential, this property offers exceptional flexibility with subdivision possibilities (subject to municipal

    MICHAEL SANTARPIA K. Fortuna Realty, Inc.

    46 South Ave, Pleasant Valley, NY 12569
  • 2 Netherwood Dr, Salt Point, NY 12578
    2 Netherwood Dr, Salt Point, NY 12578
    2 Netherwood Dr, Salt Point, NY 12578
    /41

    $450,000

    • 3 Beds
    • 2 Baths
    • 2,188 Sq Ft

    2 Netherwood Dr, Salt Point, NY 12578

    This nicely situated bi-level offers so many woderful livimg spaces, both in and out of doors. A nice fresh look in the kitchen will make you happy for years to come, with updated, paint, cabinets and surfaces, as well as newer appliaces.Plenty of bedrooms, craft room or extra work from home spaces, give everyone a place to be, do and live. Enjoy the backyard patio space and the deck off of

    Adrienne Volpe KW MidHudson

    2 Netherwood Dr, Salt Point, NY 12578
  • 17 Partridge Ln, Pleasant Valley, NY 12569
    17 Partridge Ln, Pleasant Valley, NY 12569
    17 Partridge Ln, Pleasant Valley, NY 12569
    /40

    $149,000

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft

    17 Partridge Ln, Pleasant Valley, NY 12569

    Enjoy private, low-maintenance living in the Arlington School District! This well-maintained 2-bedroom, 2 full bath home offers a spacious and functional layout designed for comfortable everyday living. The large eat-in kitchen flows into a dedicated dining room, while the inviting living room features skylights that fill the space with natural light. An attached den provides the perfect flex

    Jessica Rosvold KW MidHudson

    17 Partridge Ln, Pleasant Valley, NY 12569
  • 37 Shady Creek Rd, Pleasant Valley, NY 12569
    37 Shady Creek Rd, Pleasant Valley, NY 12569
    37 Shady Creek Rd, Pleasant Valley, NY 12569
    /17

    $304,900

    • 3 Beds
    • 1 Bath
    • 904 Sq Ft

    37 Shady Creek Rd, Pleasant Valley, NY 12569

    Welcome to 37 Shady Creek Road, a beautifully renovated ranch nestled in the sought-after Shady Creek community. Blending modern upgrades with cozy character, this turnkey home offers comfortable single-level living in a peaceful setting. Inside you'll find an inviting open layout featuring three bedrooms, stylish new flooring, fresh paint, and abundant natural light. The thoughtfully updated

    Kristina Mancini BHHS Hudson Valley Properties

    37 Shady Creek Rd, Pleasant Valley, NY 12569
  • 1666 Main St, Pleasant Valley, NY 12569
    1666 Main St, Pleasant Valley, NY 12569
    1666 Main St, Pleasant Valley, NY 12569
    /30

    $340,000

    $20K PRICE DROP
    • 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
  • 809 Traver Rd, Pleasant Valley, NY 12569
    809 Traver Rd, Pleasant Valley, NY 12569
    809 Traver Rd, Pleasant Valley, NY 12569
    /41

    $549,000

    • 4 Beds
    • 2 Baths
    • 2,056 Sq Ft

    809 Traver Rd, Pleasant Valley, NY 12569

    809 Traver is a stunning Dutch Colonial, maintained with uncommon discipline and enduring craftsmanship. Built in 1764 as the Peter Flagler House, it was the town’s central tavern and meeting House.Set on just over an acre of mature landscaping, enjoy your heated swimming pool - or walk steps to the lovely town of Pleasant Valley.The home’s layout is classic in its proportions. A Dutch

    Kelli Williams The Machree Group, LLC

    809 Traver Rd, Pleasant Valley, NY 12569
  • 38 Forest Valley Rd, Pleasant Valley, NY 12569
    38 Forest Valley Rd, Pleasant Valley, NY 12569
    38 Forest Valley Rd, Pleasant Valley, NY 12569
    /24

    $510,000

    • 4 Beds
    • 2 Baths
    • 1,736 Sq Ft

    38 Forest Valley Rd, Pleasant Valley, NY 12569

    Welcome to 38 Forest Valley Road a beautifully maintained and thoughtfully updated 4-bedroom, 2-bath home set on a scenic, level one-acre lot in the Arlington Central School District. The main level features an updated kitchen with granite counter tops, wood cabinetry, and stainless steel appliances. Comfortable dining area that opens to the deck overlooking the private backyard and above-ground

    Debra Tarpey RE/MAX Town & Country

    38 Forest Valley Rd, Pleasant Valley, NY 12569
  • 71 O Halloran Cir, Pleasant Valley, NY 12569
    71 O Halloran Cir, Pleasant Valley, NY 12569
    71 O Halloran Cir, Pleasant Valley, NY 12569
    /9

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 2,264 Sq Ft

    71 O Halloran Cir, Pleasant Valley, NY 12569

    Welcome to 71 O’Halloran Circle, where space, privacy, and possibility come together on 3.74 scenic acres in Pleasant Valley. This inviting raised ranch offers 4 bedrooms, 2 and a half bathrooms, and a versatile layout designed for comfortable everyday living and effortless entertaining.Inside, generous living spaces provide plenty of room to gather, unwind, work from home, or create the

    Anna Traina BERKSHIRE HATHAWAY

    71 O Halloran Cir, Pleasant Valley, NY 12569
  • 12 Talbot Dr, Pleasant Valley, NY 12569
    12 Talbot Dr, Pleasant Valley, NY 12569
    12 Talbot Dr, Pleasant Valley, NY 12569
    /35

    $525,000

    • 3 Beds
    • 1.5 Baths
    • 1,928 Sq Ft

    12 Talbot Dr, Pleasant Valley, NY 12569

    Welcome to this beautifully updated move-in ready home, perfectly situated at the end of a quiet cul-de-sac, offering unmatched privacy and a peaceful, wooded backyard setting. Whether you're enjoying your morning coffee in the beautiful three-season sunroom or relaxing outdoors, this property provides the tranquility you've been searching for.Inside, you'll find numerous high-quality

    VINCENT MARTIN Serhant LLC

    12 Talbot Dr, Pleasant Valley, NY 12569
  • 33 North Ave, Pleasant Valley, NY 12569
    33 North Ave, Pleasant Valley, NY 12569
    33 North Ave, Pleasant Valley, NY 12569
    /33

    $339,000

    • 2 Beds
    • 1.5 Baths
    • 1,766 Sq Ft

    33 North Ave, Pleasant Valley, NY 12569

    This charming 1920s home combines character with comfortable one-level living in a highly walkable location. The inviting interior features two bedrooms, a home office, an efficient kitchen, a welcoming living room, a sun-filled dining room, one-and-a-half baths, and a mudroom with laundry. While the second floor creates flexibility for additional living space, the full basement provides generous

    Susan Whalen George T Whalen Real Estate

    33 North Ave, Pleasant Valley, NY 12569
  • 23 Dupay Rd, Pleasant Valley, NY 12569
    23 Dupay Rd, Pleasant Valley, NY 12569
    23 Dupay Rd, Pleasant Valley, NY 12569
    /25

    $393,000

    • 2 Beds
    • 1.5 Baths
    • 1,005 Sq Ft

    23 Dupay Rd, Pleasant Valley, NY 12569

    Welcome to 23 DuPay Road in Pleasant Valley! Nestled on a beautifully landscaped lot surrounded by mature trees, this charming ranch offers the perfect blend of comfort, character, and convenience. Featuring 2 spacious bedrooms, 1 full bath and 1/2 bath, and gleaming hardwood floors throughout most of the home, this property is move-in ready while still offering room to make it your own.The

    INGRID LEILADHAR eXp Realty

    23 Dupay Rd, Pleasant Valley, NY 12569
  • 32 Cole Rd, Pleasant Valley, NY 12569
    32 Cole Rd, Pleasant Valley, NY 12569
    32 Cole Rd, Pleasant Valley, NY 12569
    /45

    $750,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,263 Sq Ft

    32 Cole Rd, Pleasant Valley, NY 12569

    Welcome to this lovely Hudson Valley estate where timeless architecture and exceptional privacy come together on 13.7 breathtaking park-like acres in the heart of LaGrange, just minutes from the Village of Millbrook. A picturesque quarter-mile, partially pine-lined driveway creates a country approach, setting the stage for this remarkable property. Perfectly positioned with a coveted

    Nicole Porter Houlihan Lawrence Inc.

    32 Cole Rd, Pleasant Valley, NY 12569
  • 17 Audubon Trail, Salt Point, NY 12578
    17 Audubon Trail, Salt Point, NY 12578
    17 Audubon Trail, Salt Point, NY 12578
    /50

    $1,350,000

    • 4 Beds
    • 5 Baths
    • 4,552 Sq Ft

    17 Audubon Trail, Salt Point, NY 12578

    Unique, exquisite & impeccable; these are the best descriptors for 17 Audubon Trl. This meticulously maintained and tastefully renovated home offers resort style amenities conducive to relaxing or entertaining for the most discerning buyer. Fully custom home loaded with incredible upgrades includes chef's kitchen complete with soapstone counters, Wolf range, Sub-Zero refrigerator and massive

    Dan Axtmann BHHS Hudson Valley Properties

    17 Audubon Trail, Salt Point, NY 12578
  • 67 Gleason Blvd, Pleasant Valley, NY 12569
    67 Gleason Blvd, Pleasant Valley, NY 12569
    67 Gleason Blvd, Pleasant Valley, NY 12569
    /32

    $425,000

    $5K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,512 Sq Ft

    67 Gleason Blvd, Pleasant Valley, NY 12569

    This picture perfect, recently updated, 3 bedroom ranch home is located at the end of a cul-de-sac in a beloved neighborhood. The notably updated eat-in kitchen features gleaming granite countertops, stainless steel appliances, deep pantry, newer light fixtures and an additional matching curved entryway recently added for ease of use and accessibility. Complete with beautiful tile flooring and

    Kimberly Milanesi Houlihan Lawrence Inc.

    67 Gleason Blvd, Pleasant Valley, NY 12569

Showing Results 1 - 40, Page 1 of 2

New York Dutchess County

Real Estate & Homes for Sale in Pleasant Valley, NY

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.

Learn more about living in Pleasant Valley

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 $666,303.
How many homes have sold over the last 12 months in Pleasant Valley, NY?
77 homes have sold in Pleasant Valley, NY over the last 12 months.
What is the average household income in Pleasant Valley, NY?
The average household income in Pleasant Valley, NY is $133K.
What are the most popular zip codes in Pleasant Valley, NY?
The most popular zip codes in Pleasant Valley, NY include 12569, 12538, 12578, 12603 and 12601.
How much do you need to make to afford a house in Pleasant Valley?
The median home price in Pleasant Valley is $529,500. If you put a 20% down payment of $105,900 and had a 30-year fixed mortgage with an interest rate of 6.71%, your estimated principal and interest payment would be $2,740 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $117K a year to afford the median home price in Pleasant Valley. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Pleasant Valley is $133K.
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 Millbrook High School, Alden Place Elementary School and Traver Road Primary School. Browse all the schools in Pleasant Valley, NY to learn more.

Home Prices in Pleasant Valley, NY

The median home sale price in Pleasant Valley, NY is $500,000, up 3% year-over-year. Homes in Pleasant Valley sell in 76 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$500,000
Median Single Family Sale Price
$532,500
Median Townhouse Sale Price
$985,000
Median 2 Bedroom Sale Price
$342,000
Median 1 Bedroom Sale Price
$282,500
Average Price Per Sq Ft
$280
Number of Homes for Sale
30
Last 12 months Home Sales
77
Months of Supply
4.70
Median List Price
$529,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
How to Buy a Home How to Finance a Home How to Sell a Home

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