Pleasantville, NY Homes

• 

  

  

  /42

  $1,350,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 3,228 Sq Ft

  57 Dennis Ln, Pleasantville, NY 10570

  Experience the pinnacle of sophisticated, maintenance-free living in this stunning end-unit townhouse at The Enclave. Built in 2019 by renowned builder Toll Brothers, this impeccably maintained 3-bedroom, 2.5-bath home enjoys premier southern exposure, filling the interior with natural light throughout the day. The open-concept main level is designed for modern living and effortless entertaining,

  

  Maria Teresa Duguet

  Houlihan Lawrence Inc.

  (914) 281-2581

  57 Dennis Ln, Pleasantville, NY 10570
• Explore Pleasantville

• 

  

  

  /211

  $3,322 - $4,895 per month

  The Atwood

  1 - 2 Beds

  1 Vanderbilt Ave, Pleasantville, NY 10570

  An ode to the artists and laureates steeped in the history of Pleasantville, The Atwood is nestled just a block from downtown restaurants and shops. The Atwood is an upscale boutique apartment community with a multitude of comfort and health driven amenities. Enjoy complimentary freshly ground coffee as you relax in our finely appointed lobby lounge soaking in natural light. Head downstairs to

  1 Vanderbilt Ave, Pleasantville, NY 10570
• 

  $1,410,000 Sold Oct 30, 2025

  5 Country Club Ln, Pleasantville, NY 10570

  • 2 Beds
  • 3.5 Baths
  • 3,600 Sq Ft
  • Built 1997

  Last Sold Summary

  • 9% Above List Price
  • $392/SF
  • 13 Days On Market

  Current Estimated Value $1,320,499

  Last Listing Agent Marina Suh Keller Williams Realty Group

  5 Country Club Ln, Pleasantville, NY 10570
• 

  Not Listed For Sale

  85 Broadway Unit 2N, Pleasantville, NY 10570

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft
  • Built 1954

  85 Broadway Unit 2N, Pleasantville, NY 10570

  Last Sold Summary

  • $259/SF
  • 152 Days On Market

  Last Sold Price $240,000

  Last Listing Agent Helen Keating Howard Hanna Rand Realty
• 

  

  

  /22

  $649,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,117 Sq Ft

  64 Foxwood Dr Unit 8, Pleasantville, NY 10570

  Welcome to this beautifully updated 2-bedroom condo in the sought-after Foxwood Complex in Pleasantville. This meticulously maintained home offers comfort, convenience, and exceptional value — with HEAT INCLUDED in the monthly common charges. Inside, you’ll find new flooring throughout, creating a fresh, modern feel from the moment you enter. The spacious layout includes a versatile bonus room

  

  Tom Consaga

  RE/MAX Ace Realty

  (914) 743-3591

  64 Foxwood Dr Unit 8, Pleasantville, NY 10570
• 

  

  /7

  $2,700 per month

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Apartment for Rent

  8 Parkway Terrace Unit 2, Pleasantville, NY 10570

  Renovated 2 Bedroom apartment in the heart of Pleasantville. 1 Car off street parking dedicated with the unit. Unit will be available April 1st.

  William Butler Wagner & Kelly Inc.

  8 Parkway Terrace Unit 2, Pleasantville, NY 10570
• 

  $440,000 Sold Mar 06, 2026

  3 Clinton Ave, Pleasantville, NY 10570

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft
  • Built 1950

  Last Sold Summary

  • 16% Below List Price
  • $542/SF
  • 54 Days On Market

  Current Estimated Value $491,998

  Last Listing Agent Christopher Lofaro HomeSmart Homes & Estates

  3 Clinton Ave, Pleasantville, NY 10570
• 

  Not Listed For Sale

  175 Bedford Rd Unit 2, Pleasantville, NY 10570

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft
  • Built 1973

  175 Bedford Rd Unit 2, Pleasantville, NY 10570

  Last Sold Summary

  • $335/SF
  • 24 Days On Market

  Last Sold Price $241,500

  Last Listing Agent Amit Shah Compass Greater NY, LLC
• 

  

  /26

  $550,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,036 Sq Ft

  21 Foxwood Dr Unit 8, Pleasantville, NY 10570

  Discover the perfect opportunity to live in one of Pleasantville’s most desirable communities! This charming, beautifully maintained 2-bedroom, 1.5-bathroom condo offers a fantastic layout flooded with natural light, boasting a southern exposure that keeps the home bright all day long.Step into a generously sized living room that provides a welcoming space for relaxation and entertaining. The

  

  Sherry Wiggs

  Houlihan Lawrence Inc.

  (914) 344-6681

  21 Foxwood Dr Unit 8, Pleasantville, NY 10570
• 

  

  /20

  $2,999 - $3,285 per month

  Bedford Apartments

  2 Beds

  465 Bedford Rd, Pleasantville, NY 10570

  Perfectly situated directly across from the train station, this home offers unmatched convenience in the center of town, placing shopping, dining, and everyday essentials just steps away. Enjoy easy access to surrounding hotspots — Tarrytown, White Plains, and a quick 50-minute train ride to New York City, making this the ideal location for commuters and explorers alike.Inside, the unit

  465 Bedford Rd, Pleasantville, NY 10570
• 

  $900,000 Sold Jun 19, 2025

  353 Lake Shore Dr, Pleasantville, NY 10570

  • 3 Beds
  • 1.5 Baths
  • 1,618 Sq Ft
  • Built 1964

  Last Sold Summary

  • 13% Above List Price
  • $556/SF
  • 15 Days On Market

  Current Estimated Value $884,284

  Last Listing Agent Natalia Wixom Compass Greater NY, LLC

  353 Lake Shore Dr, Pleasantville, NY 10570
• 

  Est $538,000 Not Listed For Sale

  290 Manville Rd Unit N24, Pleasantville, NY 10570

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft
  • Built 1948

  290 Manville Rd Unit N24, Pleasantville, NY 10570

  Last Sold Summary

  • 207% Above List Price
  • $194/SF
  • 19 Days On Market

  Last Sold Price $175,000

  Last Listing Agent Sharon Foley ERA Insite Realty Services
• 

  

  /49

  $1,435,000

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

  31 Pierce Dr, Pleasantville, NY 10570

  Welcome to a half acre of heaven. You will fall in love with the incredible landscaping and gardening that has entertained garden club members. The glorious interior is light and bright with lots of windows strategically placed for viewing the beautiful outdoors. Plus, there is additional recessed lighting. The main level consists of a gracious entry foyer and guest closet, along with a powder

  

  Miriam Dunn

  RE/MAX Prime Properties

  (914) 604-3484

  31 Pierce Dr, Pleasantville, NY 10570
• 

  

  /27

  $3,200 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • Apartment for Rent

  95 King St Unit 2, Pleasantville, NY 10570

  Welcome to 95 King St #2. If you are looking for a beautiful Apartment in a Multi Family Rental Home that is unique and charming, look no more! This spacious 2 Bedroom, 1 Bathroom home offers comfort, convenience & room to breathe. Nestled in the heart of Pleasantville, this property is perfect for those seeking tranquility without sacrificing accessibility as the home is centrally located to so

  Daniel Berger RE/MAX Prestige Properties

  95 King St Unit 2, Pleasantville, NY 10570
• 

  $1,550,000 Sold Jul 25, 2025

  184 Deerfield Ln N, Pleasantville, NY 10570

  • 5 Beds
  • 4.5 Baths
  • 3,491 Sq Ft
  • Built 1987

  Last Sold Summary

  • 24% Above List Price
  • $444/SF
  • 8 Days On Market

  Current Estimated Value $1,604,667

  Last Listing Agent Joanne Georgiou William Raveis-New York, LLC

  184 Deerfield Ln N, Pleasantville, NY 10570
• 

  Est $1,255,483 Not Listed For Sale

  70 Sarles Ln, Pleasantville, NY 10570

  • 4 Beds
  • 2.5 Baths
  • 2,545 Sq Ft
  • Built 2010

  70 Sarles Ln, Pleasantville, NY 10570

  Last Sold Summary

  • 5% Below List Price
  • $519/SF
  • 11 Days On Market

  Last Sold Price $1,320,000

  Last Listing Agent Suzanne Sanborn William Raveis Real Estate
• 

  

  /36

  $1,250,000 Pending

  • 2 Beds
  • 3.5 Baths
  • 2,880 Sq Ft

  19 Club Ct, Pleasantville, NY 10570

  Welcome to Pleasantville Country Club, the golf community where luxury meets convenience in this pristine unit with walls of windows and an expansive sunny golf course view. perfectly sited on a cul-de-sac, this home offers a newly renovated (2025) spectacular open sparkling white designer kitchen with top-of-the line appliances and cabinetry, a breakfast bar and pantry storage, and gleaming

  Sena Baron William Raveis-New York, LLC

  19 Club Ct, Pleasantville, NY 10570
• 

  

  /5

  $2,500 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  11 Saratoga Ave Unit 1, Pleasantville, NY 10570

  Welcome to this charming 2-bedroom, 1-bath apartment in the heart of Pleasantville! This bright and comfortable home features a spacious living room, a separate dining area, and a functional layout perfect for everyday living.Enjoy the convenience of having all utilities included except electric, plus two dedicated parking spaces—an added bonus in this area.Located close to shops,

  11 Saratoga Ave Unit 1, Pleasantville, NY 10570
• 

  $810,000 Sold Dec 03, 2025

  46 Walnut St, Pleasantville, NY 10570

  • 3 Beds
  • 1.5 Baths
  • 1,895 Sq Ft
  • Built 1923

  Last Sold Summary

  • 2% Below List Price
  • $427/SF
  • 56 Days On Market

  Current Estimated Value $833,799

  Last Listing Agent Loretta Fleming Chiavetta Coldwell Banker Realty

  46 Walnut St, Pleasantville, NY 10570
• 

  Not Listed For Sale

  177 Bedford Rd Unit 3, Pleasantville, NY 10570

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft
  • Built 1958

  177 Bedford Rd Unit 3, Pleasantville, NY 10570

  Last Sold Summary

  • $344/SF
  • 10 Days On Market

  Last Sold Price $248,000

  Last Listing Agent Keri Cipriano William Raveis Real Estate
• 

  

  /36

  $1,175,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,393 Sq Ft

  11 Roselle Ave, Pleasantville, NY 10570

  Step into this beautifully and thoughtfully, fully renovated 3-bedroom, 3-full bathroom home featuring brand-new Hickory floors, energy-certified heating and cooling systems and appliances, and all-new Marvin windows and doors—all designed for everyday comfort and peace of mind. The stunning new kitchen with quartz countertops and ample storage flows effortlessly to a Trex deck, with direct

  Vanessa Catalano Julia B Fee Sothebys Int. Rlty

  11 Roselle Ave, Pleasantville, NY 10570
• 

  

  /3

  $5,100 per month

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Apartment for Rent

  325 Manville Rd Unit 202, Pleasantville, NY 10570

  Be the first to live in this Brand New Modern - Energy Efficient- Pet friendly - Boutique rental building in the heart of Pleasantville Village with six apartments. Each apartment features 2 Bedrooms/2 Bathrooms, 2 Parking Spaces, Washer/Dryer in Unit, Radiant heated floors in primary bathroom, Heated toilet seats, Smart Thermostat, LED Under cabinet lighting, Quartz Countertops throughout the

  Imma Carletto Christie's Int. Real Estate

  325 Manville Rd Unit 202, Pleasantville, NY 10570
• 

  $925,000 Sold Jul 11, 2025

  1 Country Club Ln, Pleasantville, NY 10570

  • 4 Beds
  • 3.5 Baths
  • 2,438 Sq Ft
  • Built 1994

  Last Sold Summary

  • $379/SF
  • 27 Days On Market

  Current Estimated Value $939,913

  Last Listing Agent Brendan Preston Houlihan Lawrence Inc.

  1 Country Club Ln, Pleasantville, NY 10570
• 

  Not Listed For Sale

  62 Manville Rd Unit 2, Pleasantville, NY 10570

  • 2 Beds
  • 1 Bath
  • 940 Sq Ft
  • Built 1958

  62 Manville Rd Unit 2, Pleasantville, NY 10570

  Last Sold Summary

  • $293/SF
  • 98 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Jason Horowitz Legacy Dwellings
• 

  

  /42

  $1,599,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,622 Sq Ft

  14 Pond Hollow Ct, Pleasantville, NY 10570

  TIMELESS APPEAL! This stunning Colonial is the perfect blend of traditional charm and modern functionality! The spacious two storied family room/ gas fireplace is ideal for everyday living and grand entertaining. Add a banquet sized dining room...perfect for memorable feasts makes hosting the holidays a joy. Tucked away, a formal living room for quiet moments. 2 car garage with entry convenient

  Jayne Begley William Raveis Real Estate

  14 Pond Hollow Ct, Pleasantville, NY 10570
• 

  

  /7

  $2,900 total monthly price

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft
  • Condo for Rent

  232 Bedford Rd Unit 1stflr, Pleasantville, NY 10570

  232 Bedford Rd Unit 1stflr, Pleasantville, NY 10570
• 

  $690,000 Sold Sep 25, 2025

  8 Foxwood Dr Unit 5, Pleasantville, NY 10570

  • 2 Beds
  • 1.5 Baths
  • 1,117 Sq Ft
  • Built 1978

  Last Sold Summary

  • 10% Above List Price
  • $618/SF
  • 11 Days On Market

  Current Estimated Value $687,060

  Last Listing Agent Maria Teresa Duguet Houlihan Lawrence Inc.

  8 Foxwood Dr Unit 5, Pleasantville, NY 10570
• 

  Not Listed For Sale

  56 Manville Rd Unit 1, Pleasantville, NY 10570

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft
  • Built 1945

  56 Manville Rd Unit 1, Pleasantville, NY 10570

  Last Sold Summary

  • $319/SF
  • 31 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Justine Flanagan Houlihan Lawrence Inc.
• 

  

  /46

  $1,499,999 Pending

  • 2 Beds
  • 3.5 Baths
  • 4,132 Sq Ft

  26 Club Ct, Pleasantville, NY 10570

  The One You’ve Been Waiting For Has Arrived At the end of a quiet cul de sac in Pleasantville Country Club, one of Westchester County’s most sought after communities, lies a residence that feels less like a townhome and more like a private retreat. Here, luxury meets convenience and melts seamlessly into daily life, creating a rhythm that feels both elevated and effortless. A First Floor Primary

  Kile Boga-Ibric Houlihan Lawrence Inc.

  26 Club Ct, Pleasantville, NY 10570
• 

  

  /3

  $4,900 per month

  • 2 Beds
  • 2 Baths
  • 820 Sq Ft
  • Apartment for Rent

  325 Manville Rd Unit 203, Pleasantville, NY 10570

  Be the first to live in this Brand New Modern - Energy Efficient- Pet friendly - Boutique rental building in the heart of Pleasantville Village with six apartments. Each apartment features 2 Bedrooms/2 Bathrooms, 2 Parking Spaces, Washer/Dryer in Unit, Radiant heated floors in primary bathroom, Heated toilet seats, Smart Thermostat, LED Under cabinet lighting, Quartz Countertops throughout the

  Imma Carletto Christie's Int. Real Estate

  325 Manville Rd Unit 203, Pleasantville, NY 10570
• 

  $1,280,000 Sold Sep 30, 2025

  55 Deerfield Ln S, Pleasantville, NY 10570

  • 4 Beds
  • 2.5 Baths
  • 2,406 Sq Ft
  • Built 1980

  Last Sold Summary

  • 28% Above List Price
  • $532/SF
  • 18 Days On Market

  Current Estimated Value $1,286,838

  Last Listing Agent Tulay Erdem Christie's Int. Real Estate

  55 Deerfield Ln S, Pleasantville, NY 10570
• 

  Est $458,550 Not Listed For Sale

  600 Bedford Rd Unit 11, Pleasantville, NY 10570

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1949

  600 Bedford Rd Unit 11, Pleasantville, NY 10570

  Last Sold Summary

  • 31% Above List Price
  • $465/SF
  • 23 Days On Market

  Last Sold Price $349,000

  Last Listing Agent ALEXIS MALSBURY Coldwell Banker Realty
• 

  

  /36

  $997,500 Pending

  • 2 Beds
  • 3.5 Baths
  • 2,760 Sq Ft

  4 Rockledge Ln, Pleasantville, NY 10570

  Welcome to Pleasantville Country Club where luxury meets ease and every day feels like a retreat. Perfectly positioned just steps from the tennis and pickleball courts, this sun-drenched townhome places you in the heart of one of Westchester’s most coveted lifestyle communities. Whether you’re a player, a spectator, or simply someone who enjoys the hum of an active, close-knit neighborhood, this

  Kile Boga-Ibric Houlihan Lawrence Inc.

  4 Rockledge Ln, Pleasantville, NY 10570
• 

  

  /3

  $5,200 per month

  • 2 Beds
  • 2 Baths
  • 910 Sq Ft
  • Apartment for Rent

  325 Manville Rd Unit 201, Pleasantville, NY 10570

  Be the first to live in this Brand New Modern - Energy Efficient- Pet friendly - Boutique rental building in the heart of Pleasantville Village with six apartments. Each apartment features 2 Bedrooms/2 Bathrooms, 2 Parking Spaces, Washer/Dryer in Unit, Radiant heated floors in primary bathroom, Heated toilet seats, Smart Thermostat, LED Under cabinet lighting, Quartz Countertops throughout the

  Imma Carletto Christie's Int. Real Estate

  325 Manville Rd Unit 201, Pleasantville, NY 10570
• 

  $1,020,000 Sold Aug 07, 2025

  80 Oak Ridge Rd, Pleasantville, NY 10570

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 1963

  Last Sold Summary

  • 7% Above List Price
  • $486/SF
  • 23 Days On Market

  Current Estimated Value $784,607

  Last Listing Agent Michael Arcidiacono ERA Insite Realty Services

  80 Oak Ridge Rd, Pleasantville, NY 10570
• 

  Est $455,086 Not Listed For Sale

  580 Bedford Rd Unit 16, Pleasantville, NY 10570

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1949

  580 Bedford Rd Unit 16, Pleasantville, NY 10570

  Last Sold Summary

  • 38% Above List Price
  • $440/SF
  • 78 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Christopher Cawley Corcoran Legends Realty
• 

  

  /35

  $249,900

  • 1 Bath
  • 500 Sq Ft

  580 Bedford Rd Unit 8, Pleasantville, NY 10570

  This rare studio condo is a small starter home or pied-a-terre with mighty potential -- and a deeded one-care garage -- ideally located in one of Westchester's most desirable villages. This 500sf unit with a private entrance has an open main space with an in-line kitchen, a spacious bathroom, and a surprising amount of closet space. Being sold for the first time in 40 years, the low asking price

  Allison Jaffe Key Real Estate Services, LLC

  580 Bedford Rd Unit 8, Pleasantville, NY 10570
• 

  

  /3

  $4,900 per month

  • 2 Beds
  • 2 Baths
  • 820 Sq Ft
  • Apartment for Rent

  325 Manville Rd Unit 103, Pleasantville, NY 10570

  Be the first to live in this Brand New Modern - Energy Efficient- Pet friendly - Boutique rental building in the heart of Pleasantville Village with six apartments. Each apartment features 2 Bedrooms/2 Bathrooms, 2 Parking Spaces, Washer/Dryer in Unit, Radiant heated floors in primary bathroom, Heated toilet seats, Smart Thermostat, LED Under cabinet lighting, Quartz Countertops throughout the

  Imma Carletto Christie's Int. Real Estate

  325 Manville Rd Unit 103, Pleasantville, NY 10570
• 

  $810,000 Sold Jul 23, 2025

  8 Douglas Dr, Pleasantville, NY 10570

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1977

  Last Sold Summary

  • 12% Above List Price
  • $422/SF
  • 18 Days On Market

  Current Estimated Value $840,219

  Last Listing Agent Jeanne Beckley Howard Hanna Rand Realty

  8 Douglas Dr, Pleasantville, NY 10570
• 

  Est $517,447 Not Listed For Sale

  33 Roselle Ave Unit I, Pleasantville, NY 10570

  • 1 Bed
  • 1.5 Baths
  • 1,125 Sq Ft
  • Built 1912

  33 Roselle Ave Unit I, Pleasantville, NY 10570

  Last Sold Summary

  • 7% Above List Price
  • $431/SF
  • 7 Days On Market

  Last Sold Price $485,000

  Last Listing Agent SONIA FORCHETTI Julia B Fee Sothebys Int. Rlty

Showing Results 1 - 40, Page 1 of 18