Pleasantville, NY Homes

• 

  

  

  /30

  $830,000

  • 4 Beds
  • 1 Bath
  • 1,890 Sq Ft

  414 Bear Ridge Rd, Pleasantville, NY 10570

  Charming Historic Colonial built in 1870 with original hardwood floors throughout and unique moldings that showcase artisanal craftsmanship from the mid-19th century. Every room has its own character, just waiting for you to fill it with your own touches and memories. Kitchen has been updated with plenty of storage. Large front porch with tons of privacy. Expansive newer windows throughout

  Stacy Weinberg Giner Real Estate Inc.

  414 Bear Ridge Rd, 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
• 

  Est $1,114,667 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,450 Sq Ft

  129 Oak Ridge Rd, Pleasantville, NY 10570

  129 Oak Ridge Rd, Pleasantville, NY 10570
• 

  

  

  /4

  $300,000

  • Land
  • 0.11 Acre
  • $2,727,273 per Acre

  85 Sarles Ln, Pleasantville, NY 10570

  Calling all builders! With variances this is a buildable lot in prime village location. Water and sewer available.

  Sharon Foley ERA Insite Realty Services

  85 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
• 

  Est $931,048 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,885 Sq Ft

  36 Lake Shore Dr, Pleasantville, NY 10570

  36 Lake Shore Dr, Pleasantville, NY 10570
• 

  

  /45

  $749,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,605 Sq Ft

  5 Ridgeview Dr, Pleasantville, NY 10570

  Welcome to 5 Ridgeview Drive – where comfort, charm, and convenience meet. Set upon a quiet cul-de-sac and surrounded by lush greenery, this beautifully maintained ranch offers easy living in a serene setting. Step inside to discover timeless hardwood floors, an abundance of natural light, and a desirable open-concept layout that invites effortless everyday living and entertaining. The spacious

  Matthew Valvano Berkshire Hathaway HS NY Prop

  5 Ridgeview Dr, 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
• 

  Est $973,514 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 3,300 Sq Ft

  40 Lake Shore Dr, Pleasantville, NY 10570

  40 Lake Shore Dr, Pleasantville, NY 10570
• 

  

  /33

  $699,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,686 Sq Ft

  520 Washington Ave, Pleasantville, NY 10570

  Tucked perfectly between the Villages of Pleasantville and Chappaqua, this home presents a wonderful opportunity to live within the acclaimed Pleasantville school system. The open concept first floor could be a show stopper with some TLC. Three bedroom upstairs and a full hall bath allows for sleeping options or perhaps a home office. A half a flight down from the first floor is the laundry and a

  Amy Via Houlihan Lawrence Inc.

  520 Washington 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
• 

  Est $1,081,289 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,987 Sq Ft

  228 Sarles Ln, Pleasantville, NY 10570

  228 Sarles Ln, Pleasantville, NY 10570
• 

  

  /50

  $1,989,000 Pending

  • 8 Beds
  • 7 Baths
  • 4,983 Sq Ft

  22 Clark St, Pleasantville, NY 10570

  Discover the perfect blend of classic charm and modern versatility in this impressive Colonial home, ideally located in the picturesque town of Pleasantville. Exterior siding and trim has been completely painted and repaired and new roof installed in 2022! This expansive residence offers not only six spacious bedrooms but also features a two bedroom accessory apartment above a detached garage,

  Imma Carletto Christie's Int. Real Estate

  22 Clark St, 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
• 

  Est $994,469 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,112 Sq Ft

  267 Mountain Rd, Pleasantville, NY 10570

  267 Mountain Rd, Pleasantville, NY 10570
• 

  

  /32

  $799,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,848 Sq Ft

  9 Grandview Dr, Pleasantville, NY 10570

  Location, Location, Location. There are no truer words. This house has the perfect location. Walking distance to Pleasantville Schools and all that the Village of Pleasantville has to offer, from its many restaurants to the famous farmer's market to the acclaimed Jacob Burns movie theater. Bring your dreams to this home and make it your own. The opportunities are endless.

  Sharon Foley ERA Insite Realty Services

  9 Grandview Dr, 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
• 

  Est $738,811 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,355 Sq Ft

  276 Mountain Rd, Pleasantville, NY 10570

  276 Mountain Rd, Pleasantville, NY 10570
• 

  

  /44

  $1,280,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,434 Sq Ft

  17 Country Club Ln, Pleasantville, NY 10570

  Welcome to Pleasantville Country Club, where luxury and convenience unite to create an extraordinary lifestyle. This beautifully appointed 3-bedroom townhome, complete with an attached garage, is perfectly located across from the Clubhouse, pool, restaurant, and pro shop—putting world-class amenities just steps away. Step inside and be greeted by gleaming wood floors and sun-drenched spaces, as

  Kile Boga-Ibric Houlihan Lawrence Inc.

  17 Country Club Ln, 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
• 

  Est $1,037,176 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,208 Sq Ft

  22 Hillside Ave, Pleasantville, NY 10570

  22 Hillside Ave, Pleasantville, NY 10570
• 

  

  /36

  $999,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,508 Sq Ft

  570 Manville Rd, Pleasantville, NY 10570

  You found this shining gem in Pleasantville! Well maintained expanded Raised Ranch within walking distance of train station! 5 bedrooms, 3.5 bath home offers 2,508 sq ft of living space! Formal living room, large eat-in kitchen, formal dining room, & convenient hall bathroom. This home has a main level master suite & 2 large additional bedrooms. Finished lower level offers a large living room,2

  Peter Procino Coldwell Banker Realty

  570 Manville Rd, Pleasantville, 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
• 

  Est $1,762,918 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 5,160 Sq Ft

  66 Heritage Dr, Pleasantville, NY 10570

  66 Heritage Dr, Pleasantville, NY 10570
• 

  

  /33

  $899,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,698 Sq Ft

  38 Bedford Rd, Pleasantville, NY 10570

  Welcome to 38 Bedford Road! Move right into this beautifully, renovated 4 bedroom, 2 bathroom home, conveniently located between the Towns of Pleasantville and Chappaqua, local conveniences and major roadways. The main level features an open concept Living / Dining with hardwood floors, and lots of natural light. Just off the living room is a comfortable outdoor deck that leads to a private,

  Deborah Hilfman RE/MAX Prestige Properties

  38 Bedford 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
• 

  Est $1,487,809 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,450 Sq Ft

  55 Heritage Dr, Pleasantville, NY 10570

  55 Heritage Dr, Pleasantville, NY 10570
• 

  

  /42

  $449,000 Pending

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft

  293 Manville Rd Unit 1H, Pleasantville, NY 10570

  Pleasantville Gardens Condominium, Perfect Heart of the Village Location.. 1st Floor One Level Living with a Private Front Porch Entry, Foyer, Coat Closet, Spacious Living Room and a Formal Dining Room.. Updated Kitchen with Pantry, Beautifully Cabinetry and Counters, Decorative Tile Backsplash, Tile Flooring, Stainless Steel Appliances and Gas Range.. 2 Bedrooms, Updated Hall Bathroom and Hall

  Vincent Vetrano Douglas Elliman Real Estate

  293 Manville Rd Unit 1H, 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
• 

  Est $1,690,254 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,896 Sq Ft

  67 Heritage Dr, Pleasantville, NY 10570

  67 Heritage Dr, Pleasantville, NY 10570
• 

  

  /47

  $995,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,434 Sq Ft

  152 Locust Rd, Pleasantville, NY 10570

  Here is your opportunity to own a beautiful home in the highly sought-after town of Pleasantville! This spacious 3-bedroom, 2.5-bath Colonial offers generous room sizes, an abundance of natural light, and stunning cathedral ceilings with skylights that create a bright and airy ambiance. The main level features a welcoming Living Room, a formal Dining Room with doors that open to a private Cedar

  Jason Kerwar William Raveis-New York, LLC

  152 Locust Rd, 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
• 

  Est $1,590,669 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,411 Sq Ft

  176 Deerfield Ln N, Pleasantville, NY 10570

  176 Deerfield Ln N, Pleasantville, NY 10570
• 

  

  /40

  $1,075,000 Pending

  • 6 Beds
  • 4 Baths
  • 3,000 Sq Ft

  41 Saratoga Ave, Pleasantville, NY 10570

  Incredible opportunity in Mount Pleasant! Yes! It’s TWO Investment properties on ONE Lot! The front house holds the first Unit which is a 3-bed, 1-bath first-floor unit featuring a spacious living room, and kitchen. Open Kitchen just recently renovated. Hardwood floors throughout, bright natural lighting, and a newly tiled kitchen floor. Enjoy the convenience of the downstairs storage and

  Christine Ricci Keller Williams NY Realty

  41 Saratoga Ave, Pleasantville, NY 10570
• 

  $839,000 Sold Feb 25, 2025

  • 1,745 Sq Ft
  • $481/SF
  • 43 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  21 Meadowbrook Rd, Pleasantville, NY 10570

  Located at the end of a quiet cul-de-sac, this beautifully cared for and well maintained 3 bedroom split level home in the award winning Byram Hills school district is the property you have been waiting for! This home is set back on an impeccably manicured half acre of flat land with fantastic perennials and specimen plantings. The yard and curb appeal cannot be beat. Enter this warm and

  Maura Mcspedon William Raveis Real Estate

  21 Meadowbrook Rd, Pleasantville, NY 10570
• 

  Est $1,115,041 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,675 Sq Ft

  4 Laurel Ln, Pleasantville, NY 10570

  4 Laurel Ln, Pleasantville, NY 10570
• 

  

  /38

  $425,000 Pending

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  8 Foxwood Dr Unit 6, Pleasantville, NY 10570

  Beautiful Foxwood Condominium in a Picturesque Country Setting.. Rarely Offered " Pembroke " Garden Model with Wood Burning Fireplace.. Light and Bright with Southern Exposure Overlooking Meticulously Kept Grounds.. Entry Foyer with Coat Closet.. Galley Kitchen with Plenty of Cabinets and Counter Space.. Dining Area with Door Out to Balcony.. Spacious Living Room with Picture Window and Fireplace

  Vincent Vetrano Douglas Elliman Real Estate

  8 Foxwood Dr Unit 6, Pleasantville, NY 10570
• 

  $750,000 Sold Feb 24, 2025

  • 1,600 Sq Ft
  • $469/SF
  • 63 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  183 Washington Ave, Pleasantville, NY 10570

  Welcome to this Charming and Updated Village Colonial less than 1/2 mile to Train Station! This tastefully cared for home features a beautifully renovated Kitchen with New Cabinets, tons of Counter Space, Gas Stove and beautiful lighting, open to the Dining Room with Hardwood Floors, Living Room and den/family room...upstairs you will find 3 Bedrooms and Beautifully Updated Hall Bathroom. The

  Sharon Sheil Coldwell Banker Realty

  183 Washington Ave, Pleasantville, NY 10570
• 

  Est $1,537,340 Not Listed For Sale

  • 6 Beds
  • 3.5 Baths
  • 3,652 Sq Ft

  191 Deerfield Ln N, Pleasantville, NY 10570

  191 Deerfield Ln N, Pleasantville, NY 10570
• 

  

  /33

  $839,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,168 Sq Ft

  52 Seneca Ln, Pleasantville, NY 10570

  Do not miss this lovely three-bedroom, two-and-a-half-bath, tastefully appointed and renovated cozy home. Located on a serene cul-de-sac, yet just a short stroll from the lively village center with great community spirit, and the proximity to a public swimming pool. The home also sits right next to the golf course, offering sweeping views of the lush natural greens. Enjoy the perfect balance of

  Denis Knox Howard Hanna Rand Realty

  52 Seneca Ln, Pleasantville, NY 10570

Showing Results 81 - 120, Page 3 of 18