4,362

Pleasantville, NY Homes

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  • 3 Court St, Pleasantville, NY 10570

    $1,087,000 Sold Jun 10, 2025

    • 2,600 Sq Ft
    • $418/SF
    • 15 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1987

    3 Court St, Pleasantville, NY 10570

    Welcome to this contemporary raised ranch in the heart of Pleasantville, offering both convenience and comfort. The impressive oversized bluestone front steps set the stage for this home. An open floor plan on the main level boasts a living room and dining room with a cathedral ceiling, a cozy fireplace, natural sunlight from the large clerestory windows, and access to the deck. The kitchen

    Donna McKenna Edlund Coldwell Banker Realty

    3 Court St, Pleasantville, NY 10570
  • 70 Oak Ridge Rd, Pleasantville, NY 10570

    $825,000 Sold Jun 09, 2025

    • 1,771 Sq Ft
    • $466/SF
    • 11 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1958

    70 Oak Ridge Rd, Pleasantville, NY 10570

    Welcome to the sought-after Bear Ridge Neighborhood and to this meticulously renovated, south-facing modern Ranch, nestled in the quaint and desirable village of Pleasantville. From the moment you get out of your car and walk through the front door, you’re warmly welcomed by an open, flowing floorplan bathed in natural light. Inside, beautiful hardwood floors lead you through a spacious living

    David Calabrese Howard Hanna Rand Realty

    70 Oak Ridge Rd, Pleasantville, NY 10570
  • 10 Club Ct, Pleasantville, NY 10570

    $1,050,000 Sold Jun 03, 2025

    • 2,448 Sq Ft
    • $429/SF
    • 12 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1995

    10 Club Ct, Pleasantville, NY 10570

    Welcome to Pleasantville Country Club where luxury meets convenience in this desirable and private end unit townhome centrally situated on a Cul de sac. Reminiscent of the classic style brownstone complete with front stoop perfect for sipping summer lemonade. This meticulous home is perfect for entertaining and offers a luxurious kitchen adorned by solid wood inset custom cabinetry, beautiful

    Kile Boga-Ibric Houlihan Lawrence Inc.

    10 Club Ct, Pleasantville, NY 10570
  • 34 Sarles Ln, Pleasantville, NY 10570

    $1,350,000 Sold Jun 03, 2025

    • 2,468 Sq Ft
    • $547/SF
    • 14 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 1920

    34 Sarles Ln, Pleasantville, NY 10570

    Step into this beautifully maintained early 1900's home, where classic charm meets modern convenience. With three stories of gracious living space and high ceilings, this home offers a warm and inviting atmosphere. Nestled in a neighborhood easily accessible to schools, parks, restaurants, transportation, and more; all just moments from your doorstep. As you enter, you encounter a light-filled

    Danielle Orellana William Raveis Real Estate

    34 Sarles Ln, Pleasantville, NY 10570
  • 214 Edgewood Ave, Pleasantville, NY 10570

    $1,405,521 Sold May 28, 2025

    • 2,856 Sq Ft
    • $492/SF
    • 20 Days On Market
    • 6 Beds
    • 2.5 Baths
    • Built 1906

    214 Edgewood Ave, Pleasantville, NY 10570

    First time on the market in 25 years, this grand, yet warmly inviting 1906 gem is nestled in the heart of Pleasantville on one of the most sought-after village streets. This property effortlessly combines timeless charm with the modern amenities sophisticated buyers expect. The architectural artistry is evident throughout, with crown molding, coffered ceilings, a stone fireplace, and beautiful

    Loretta Fleming Chiavetta Coldwell Banker Realty

    214 Edgewood Ave, Pleasantville, NY 10570
  • 19 Elm St, Pleasantville, NY 10570

    $800,000 Sold May 28, 2025

    • 2,000 Sq Ft
    • $400/SF
    • 16 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1881

    19 Elm St, Pleasantville, NY 10570

    Beautifully renovated, 4 bedroom Colonial perfectly situated near all Pleasantville has to offer! Walking distance to the iconic Jacob Burns Film Center, local boutiques and shops, multiple restaurants, Metro North and the heart of Pleasantville. This wonderfully appointed home will not disappoint! Updated in 2020, this home features new hardwood floors throughout. Enter through a welcoming foyer

    Indira Ranganathan Guard Hill Realty

    19 Elm St, Pleasantville, NY 10570
  • 109 Marble Ave, Pleasantville, NY 10570

    $655,000 Sold May 27, 2025

    • 1,608 Sq Ft
    • $407/SF
    • 12 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1963

    109 Marble Ave, Pleasantville, NY 10570

    Attention Contractors and Homeowners! An opportunity has hit the market in the sought-after town of Pleasantville, zoned RO-3 for Residential/Commercial use. Whether you are looking for a property where you can live and work in the same place or an investor looking for income-generating homes, look no further! This multi-family property has many different opportunities to explore. Description of

    Lisa DaRos Houlihan Lawrence Inc.

    109 Marble Ave, Pleasantville, NY 10570
  • 48 Foxwood Dr Unit 4, Pleasantville, NY 10570

    $621,000 Sold May 23, 2025

    • 1,036 Sq Ft
    • $599/SF
    • 12 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1978

    48 Foxwood Dr Unit 4, Pleasantville, NY 10570

    This beautifully updated 2-bedroom, 1.5-bathroom townhome offers effortless one-level living with no stairs! Featuring wood floors throughout, a stylish kitchen with quartz countertops & stainless steel appliances, and an in-unit washer/dryer. A French door off the dining area opens to a private porch, perfect for morning coffee or fresh air. Located in the sought-after Pleasantville School

    Karin Kimtis Compass Greater NY, LLC

    48 Foxwood Dr Unit 4, Pleasantville, NY 10570
  • 679 Washington Ave, Pleasantville, NY 10570

    $800,000 Sold May 07, 2025

    • 1,830 Sq Ft
    • $437/SF
    • 26 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1954

    679 Washington Ave, Pleasantville, NY 10570

    Welcome to this graceful split-level home featuring 3 bedrooms and 2 baths on a serene half-acre of property close to downtown Chappaqua. The exterior boasts a large circular driveway, stone front walkway, back patio, and beautifully maintained mature shrubs, trees and flower gardens. As you step inside you will find hardwood oak floors and crown molding adding warmth and elegance throughout.

    Donna McKenna Edlund Coldwell Banker Realty

    679 Washington Ave, Pleasantville, NY 10570
  • 76 Foxwood Dr Unit 8, Pleasantville, NY 10570

    $410,000 Sold May 01, 2025

    • 760 Sq Ft
    • $539/SF
    • 32 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1978

    76 Foxwood Dr Unit 8, Pleasantville, NY 10570

    This second floor one bedroom unit is calling you home! The updated galley kitchen has wood floors, stainless steel appliances and a dining area. The balcony is perfect for eating alfresco on a warm summer evening. The living room is large with new windows and the oversized bedroom has a walk-in closet and plenty of light. You will also be spoiled having a stackable washer and dryer tucked

    Kristen da Costa Coldwell Banker Realty

    76 Foxwood Dr Unit 8, Pleasantville, NY 10570
  • 260 Sarles Ln, Pleasantville, NY 10570

    $715,000 Sold Apr 30, 2025

    • 2,616 Sq Ft
    • $273/SF
    • 47 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1964

    260 Sarles Ln, Pleasantville, NY 10570

    This delightful colonial home offers a perfect blend of vintage charm and modern updates, ideal for those who appreciate a well-maintained, cozy home. Located within walking distance to the village of Pleasantville, this residence offers easy access to local shops, dining, and Metro North. Updates include newly painted exterior, updated bathrooms, new upper portion of the roof, and updated

    Mark Seiden Mark Seiden Real Estate Team

    260 Sarles Ln, Pleasantville, NY 10570
  • 30 Broadway, Pleasantville, NY 10570

    $600,000 Sold Apr 25, 2025

    • 1,660 Sq Ft
    • $361/SF
    • 115 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1846

    30 Broadway, Pleasantville, NY 10570

    Discover this exceptional opportunity to own a charming colonial home in the heart of Pleasantville Village. Perfectly situated near both Pleasantville and Chappaqua train stations, this home offers convenient access to top-rated schools, dining, shops, and more. Step inside to an inviting open layout with high ceilings on the first floor, creating a spacious and airy feel. Upstairs, you'll find

    Jonathan Gineo Jonathan D. Gineo

    30 Broadway, Pleasantville, NY 10570
  • 8 Rosalind Ave, Pleasantville, NY 10570

    $525,000 Sold Apr 10, 2025

    • 625 Sq Ft
    • $840/SF
    • 21 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1910

    8 Rosalind Ave, Pleasantville, NY 10570

    Welcome to a hidden gem in the heart of Pleasantville! This completely renovated two-bedroom, one-bathroom cottage is tucked away at the end of a peaceful lane, offering both charm and convenience. From its brand-new finishes to its modern upgrades, every inch of this home has been thoughtfully redesigned. Stunning wood floors throughout living, dining, kitchen and bedrooms. Thoughtfully designed

    Lauren Zaccaria Houlihan Lawrence Inc.

    8 Rosalind Ave, Pleasantville, NY 10570
  • 44 Ashland Ave, Pleasantville, NY 10570

    $1,400,444 Sold Apr 04, 2025

    • 1,951 Sq Ft
    • $718/SF
    • 21 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1961

    44 Ashland Ave, Pleasantville, NY 10570

    Bring all of your creative ideas to this first time on the market home in one of Pleasantville's most sought after locations. Situated on a level 1.2 acre lot a short distance from the village and all that Pleasantville has to offer. Schools, train, its many cafes and shops plus the award winning farmers market and The Jacob Burns Film Center. Additional Information: ParkingFeatures:2 Car

    Sharon Foley ERA Insite Realty Services

    44 Ashland Ave, Pleasantville, NY 10570
  • 476 Washington Ave, Pleasantville, NY 10570

    $929,000 Sold Mar 28, 2025

    • 1,826 Sq Ft
    • $509/SF
    • 33 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1956

    476 Washington Ave, Pleasantville, NY 10570

    Your search for perfection in Pleasantville is over – 476 Washington Ave is toothbrush-ready for you to walk in and call it your own. Enjoy open-concept living with attractive updated kitchen, gleaming hardwood floors and easy access to new composite deck with stylish granite bar for easy indoor/outdoor lifestyle. Ample sized living room and spacious dining area make dinner parties a snap. Your

    Matthew Valvano Berkshire Hathaway HS NY Prop

    476 Washington Ave, Pleasantville, NY 10570
  • 11 Rockledge Rd, Pleasantville, NY 10570

    $1,999,500 Sold Mar 25, 2025

    • 5,214 Sq Ft
    • $383/SF
    • 14 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1966

    11 Rockledge Rd, Pleasantville, NY 10570

    Elegant Nantucket-style Colonial situated on beautiful property highlighted by a sensational in-ground pool, and expansive rear terrace w/outdoor kitchen, pizza oven, & stone fireplace.Inviting interior designed w/quality craftsmanship, sought-after amenities, and excellent flow for effortless living & entertaining. Extensive millwork, hardwood floors, tall windows & custom details enhance the

    Grace LoBello William Raveis Real Estate

    11 Rockledge Rd, Pleasantville, NY 10570
  • 20 Clark St, Mount Pleasant, NY 10570

    $2,110,000 Sold Mar 21, 2025

    • 4,100 Sq Ft
    • $515/SF
    • 126 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2024

    20 Clark St, Mount Pleasant, NY 10570

    Welcome to your dream home in the heart of Pleasantville, NY! This brand-new colonial masterpiece offers a perfect blend of modern luxury and timeless charm. With 4,100 sq. ft. of elegantly designed living space, this home boasts five spacious bedrooms and 4.5 bathrooms. The open-concept main floor features a gourmet kitchen with high-end appliances, a sun-drenched family room, and a wood-burning

    Imma Carletto Christie's Int. Real Estate

    20 Clark St, Mount Pleasant, NY 10570
  • 99 Oak Ridge Rd, Pleasantville, NY 10570

    $1,125,000 Sold Mar 14, 2025

    • 2,425 Sq Ft
    • $464/SF
    • 16 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1954

    99 Oak Ridge Rd, Pleasantville, NY 10570

    Perfectly positioned with scenic views in Pleasantville NY, this 4-bedroom Colonial offers 2425 sq ft of refined living space on a private fenced lot in a peaceful cul-de-sac neighborhood. The welcoming covered entrance and wrap-around Trex deck set the stage for the charm that awaits inside. The main level features a living room with a wood-burning fireplace, an eat-in kitchen with seamless

    Edward Holmes William Raveis-New York, LLC

    99 Oak Ridge Rd, Pleasantville, NY 10570
  • 166 Washington Ave, Pleasantville, NY 10570

    $705,000 Sold Mar 10, 2025

    • 1,770 Sq Ft
    • $398/SF
    • 83 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1968

    166 Washington Ave, Pleasantville, NY 10570

    Previously listed, back on market. Welcome to this delightful split-level home, perfectly situated in the heart of Pleasantville. With its inviting charm & convenient location, this residence offers a comfortable & stylish living experience for those seeking the best of suburban life.The split-level design creates a unique and functional layout.The main level is bright and airy with large windows

    Imma Carletto Christie's Int. Real Estate

    166 Washington Ave, Pleasantville, NY 10570
  • 30 Highland Terrace, Pleasantville, NY 10570

    $1,470,000 Sold Feb 26, 2025

    • 3,738 Sq Ft
    • $393/SF
    • 62 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 2007

    30 Highland Terrace, Pleasantville, NY 10570

    Nestled on 0.33 acres of serene, private land in the award-winning Pleasantville school district, this stunning 5-bedroom center hall Colonial home is a masterpiece of craftsmanship and design. Featuring two luxurious primary bedroom suites on the first and second floors, the home boasts impeccable details, from custom millwork and crown molding to 10' ceilings and wood-inlay oak floors. Upon

    Cindy Glynn Compass Greater NY, LLC

    30 Highland Terrace, Pleasantville, NY 10570

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