Pleasant Valley, NY Homes for Sale with Acreage

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

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

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

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

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

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.

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

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

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

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

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

Private 25 plus-Acre Cabin Retreat with Proven Airbnb Income | Hyde Park/Pleasant Valley, NY Ever dreamed of owning your own piece of heaven? This immaculate 25 plus-acre wooded cabin offers peaceful seclusion while remaining convenient to everyday amenities and attractions.The bright, well-maintained home features 2 bedrooms, 2 full bathrooms, a large open-concept living room, kitchen, and

James Vollaro Island Advantage Realty LLC

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

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

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

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 & Farms Realty, LLC

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

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

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

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

Welcome home to Hokulani House, a bright and modern 3 bed, 3 bath home nestled into the verdant woods of Salt Point, New York. Move right in to this beautiful contemporary home that offers a private retreat to call your own, surrounded by quiet and nature, while being simultaneously nearby to local downtown areas, highways, and public transportation. From the moment you walk in, you'll notice the

Anthony Ruperto Ally Realty

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.

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

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

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