Pleasantville, NY Homes

• 

  

  

  /33

  $629,000 Pending

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

  8 Foxwood Dr Unit 5, Pleasantville, NY 10570

  Step into elegance and comfort in this beautifully updated second-floor condo in the sought-after Foxwood community. The stunning kitchen, featuring a spacious island with seating, quartzite countertops, stainless steel appliances, and ample cabinetry, opens to the living and dining areas, with access to a private balcony. The primary suite includes an updated half bath and walk-in closet. A

  

  Maria Teresa Duguet

  Houlihan Lawrence Inc.

  (914) 825-6710

  8 Foxwood Dr Unit 5, Pleasantville, NY 10570
• 

  

  

  /19

  $4,100 per month

  • 3 Beds
  • 1 Bath
  • 1,380 Sq Ft
  • Apartment for Rent

  15 Cooley St, Pleasantville, NY 10570

  LOCATION! LOCATION! LOCATION! Best value in Pleasantville!!! Just steps from train, Village, restaurants and shopping. This beautifully appointed three bedroom unit has been renovated from the studs to the finishes! You will be proud to call this your home! High ceilings, new kitchen, lovely tilework, renovated bath, laundry in unit, new windows and more! High end engineered floors throughout

  

  Loretta Fleming Chiavetta

  Coldwell Banker Realty

  (914) 604-4029

  15 Cooley St, Pleasantville, NY 10570
• 

  $850,000 Sold Jul 28, 2025

  • 2,144 Sq Ft
  • $396/SF
  • 14 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1949

  55 Leland Ave, Pleasantville, NY 10570

  Nestled on a quiet cul-de-sac in the desirable Village of Pleasantville, this lovingly maintained home is on the market for the first time in nearly 50 years. Brimming with curb appeal and just steps away from the Village pool and park, 55 Leland Avenue offers the perfect blend of charm, comfort, and convenience.Step inside to a spacious living room featuring a classic wood-burning

  Maura Mcspedon William Raveis Real Estate

  55 Leland Ave, Pleasantville, NY 10570
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft

  85 Broadway Unit 2N, Pleasantville, NY 10570

  85 Broadway Unit 2N, Pleasantville, NY 10570
• 

  

  

  /26

  $825,000 Pending

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

  46 Walnut St, Pleasantville, NY 10570

  Calling all builders, dreamers or buyers who want their home and property to be their sanctuary! This 1920's three bedroom colonial is nestled on an oversized property with a buildable lot. It is surrounded by beautiful flowers, mature plantings, trees and rock gardens! This house and property offer endless possibilities including a subdivision or perhaps add a built-in pool or keep the

  

  Loretta Fleming Chiavetta

  Coldwell Banker Realty

  (914) 386-2323

  46 Walnut St, Pleasantville, NY 10570
• 

  

  /25

  $3,195 - $3,564 per month

  The Atwood

  Studio-1 Bed

  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
• 

  $865,000 Sold Jul 25, 2025

  • 1,698 Sq Ft
  • $509/SF
  • 18 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1965

  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
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  175 Bedford Rd Unit 2, Pleasantville, NY 10570

  175 Bedford Rd Unit 2, Pleasantville, NY 10570
• 

  

  /36

  $1,600,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,467 Sq Ft

  112 Great Oak Ln, Pleasantville, NY 10570

  Nestled in the heart of the sought-after Village of Pleasantville, just steps away from everything Pleasantville...resturants, shops, schools, Metro North and the Farmer's Market, this quintessential 1920s Colonial invites you to experience the perfect blend of timeless charm and modern luxury. From the moment you walk onto the welcoming rocking chair porch—ideal for entertaining or enjoying a

  

  Loretta Fleming Chiavetta

  Coldwell Banker Realty

  (914) 829-3501

  112 Great Oak Ln, Pleasantville, NY 10570
• 

  

  /19

  $6,775 per month

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft
  • Apartment for Rent

  70 Memorial Plaza Unit 308, Pleasantville, NY 10570

  Experience the best of modern living at Pleasantville Lofts! These custom-designed residences offer a variety of layouts ranging from studios to 3-bedroom options, and provide an elevated living experience throughout every enclave. The residences offer modern industrial-style elegance with smart home keyless entry, stunning wide plank flooring, exposed beams, and in-residence Bosch washers &

  Stacey Pinkas Douglas Elliman Real Estate

  70 Memorial Plaza Unit 308, Pleasantville, NY 10570
• 

  $1,550,000 Sold Jul 25, 2025

  • 3,491 Sq Ft
  • $444/SF
  • 8 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1987

  184 Deerfield Ln N, Pleasantville, NY 10570

  Step into timeless elegance with this stately colonial in a highly desirable neighborhood. The grand two-story entry welcomes you and bathes the home in natural sunlight. High ceilings, skylights, expansive windows and the beautiful flow enhance every inch of this home.The step-down living room is flooded with natural light, while the adjacent family room with a fireplace complete with

  Joanne Georgiou William Raveis-New York, LLC

  184 Deerfield Ln N, Pleasantville, NY 10570
• 

  Est $521,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  290 Manville Rd Unit N24, Pleasantville, NY 10570

  290 Manville Rd Unit N24, Pleasantville, NY 10570
• 

  

  /45

  $1,395,000 Pending

  • 3 Beds
  • 3.5 Baths
  • 3,703 Sq Ft

  46 Dennis Ln, Pleasantville, NY 10570

  Enjoy carefree living in this exquisite private townhome located in the highly desirable Enclave in Pleasantville. Meticulously upgraded with luxurious finishes, the primary suite is conveniently situated on the main level for those looking for one-level living. Natural light floods the home through a two-story entryway, flanked by a formal dining room and a den featuring built-in shelves and a

  

  Maria Teresa Duguet

  Houlihan Lawrence Inc.

  (914) 350-2593

  46 Dennis Ln, Pleasantville, NY 10570
• 

  

  /8

  $2,800 per month

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

  441 Manville Rd, Pleasantville, NY 10570

  Looking for convenience and comfort? This charming 1-bedroom apartment is perfect for commuters and city lovers alike!?? Location Highlights:? Steps from the Train Station – Easy commute!? Surrounded by Restaurants & Cafés – Dining options galore!? Quick Access to Highways – Perfect for commuters!?? Apartment Features:? Spacious 1 Bedroom with Ample Closet

  441 Manville Rd, Pleasantville, NY 10570
• 

  $1,250,000 Sold Jul 25, 2025

  • 2,779 Sq Ft
  • $450/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  698 Bear Ridge Rd, Pleasantville, NY 10570

  AO - Your Dream Home Awaits in the award winning Byram Hills School District. Discover contemporary elegance in this beautifully maintained 3-bedroom, 2-bath ranch. Set back from the road, a long driveway leads to a two-car garage with extra storage, offering both privacy and convenience. The inviting foyer welcomes you with a skylight and soaring cathedral ceiling. The open living area features

  Keri Cipriano William Raveis Real Estate

  698 Bear Ridge Rd, Pleasantville, NY 10570
• 

  Est $1,285,926 Not Listed For Sale

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

  70 Sarles Ln, Pleasantville, NY 10570

  70 Sarles Ln, Pleasantville, NY 10570
• 

  

  /50

  $1,499,999

  • 5 Beds
  • 4 Baths
  • 3,500 Sq Ft

  302 Washington Ave, Pleasantville, NY 10570

  Welcome to 302 Washington Avenue, a beautifully crafted 5-bedroom, 4-bathroom Colonial located in one of Pleasantville’s most sought-after neighborhoods. This newly constructed home combines timeless design with modern amenities, all within walking distance to Metro North, local shops, restaurants, and scenic parks—perfect for those seeking convenience without compromising on luxury.Step

  Cathy DeBow William Raveis Real Estate

  302 Washington Ave, Pleasantville, NY 10570
• 

  

  /17

  $3,550 per month

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

  172 Marble Ave Unit 1, Pleasantville, NY 10570

  Renovated like brand new construction In a Two family Home.This two bedroom set on a corner lot features a Front covered porch. First floor unit with outdoor front porch , living room with fireplace *Formal dining room*. The kitchen is new with quartz counters, stainless steel appliances and white shaker cabinets .New bath, Refinished hardwood flooring. Central Air, ***Pets Allowed{small dogs}

  Denis Roccisano RE/MAX Prime Properties

  172 Marble Ave Unit 1, Pleasantville, NY 10570
• 

  $810,000 Sold Jul 23, 2025

  • 1,920 Sq Ft
  • $422/SF
  • 18 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1977

  8 Douglas Dr, Pleasantville, NY 10570

  AO, 4/30, 1/2 Signed Contracts. From the moment you step into this impeccably maintained Raised Ranch you will feel at home. Home boasts gleaming hardwood flooring, bay window in living room, and newer windows throughout. Nestled at the end of a cul-de-sac, this home is bright and airy with an open concept living and dining area that streams natural light with vaulted ceilings. Expanded kitchen

  Jeanne Beckley Howard Hanna Rand Realty

  8 Douglas Dr, Pleasantville, NY 10570
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  177 Bedford Rd Unit 3, Pleasantville, NY 10570

  177 Bedford Rd Unit 3, Pleasantville, NY 10570
• 

  

  /37

  $1,525,000

  • 4 Beds
  • 3.5 Baths
  • 3,620 Sq Ft

  9 Cy Ct, Pleasantville, NY 10570

  This fresh, young 4-bedroom Modern Colonial, in coveted Byram Hills school district, offers a private level yard and open living spaces on a charming cul de sac. In this bright and airy home, wide spacious rooms flow into one another, refinished light wood floors throughout and 9’ ceilings create a home that feels like new construction. The family room, with an elegant fireplace, opens into a

  Julie Schneider Compass Greater NY, LLC

  9 Cy Ct, Pleasantville, NY 10570
• 

  

  /21

  $3,050 per month

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

  580 Bedford Rd Unit 26, Pleasantville, NY 10570

  Greenwood Condominium, Great Village Location.. 2nd Floor One Level Living.. Front Porch Entry and Foyer.. Steps Up to the Living Room and Dining Area.. Updated Kitchen with Stainless Steel Appliances and Gas Range, Plenty of Cabinets and Counter Space Accommodating Stool Seating, Decorative Tile Backsplash and Tile Flooring.. Coat and Linen Closets, Updated Hall Bathroom and Bedroom with 2

  580 Bedford Rd Unit 26, Pleasantville, NY 10570
• 

  $925,000 Sold Jul 11, 2025

  • 2,438 Sq Ft
  • $379/SF
  • 27 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1994

  1 Country Club Ln, Pleasantville, NY 10570

  Discover exceptional curb appeal with this stunning 4-bedroom colonial nestled in the highly sought-after Country Club neighborhood. Set on a professionally landscaped property, this home offers a fenced-in backyard for added privacy and outdoor enjoyment. Inviting bright sunlit home with an open kitchen that seamlessly flows into a spacious family room featuring vaulted ceilings, skylights, and

  Brendan Preston Houlihan Lawrence Inc.

  1 Country Club Ln, Pleasantville, NY 10570
• 

  Est $1,362,403 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,640 Sq Ft

  68 Sarles Ln, Pleasantville, NY 10570

  68 Sarles Ln, Pleasantville, NY 10570
• 

  

  /32

  $1,099,000

  • 4 Beds
  • 4 Baths
  • 2,461 Sq Ft

  60 Cedar Ave, Pleasantville, NY 10570

  Nestled in a peaceful and private setting on two lots totaling 0.81 acres, this enchanting 1927 French Normandy Tudor home blends timeless charm and modern comfort, including central air. Rich in character, the home showcases original architectural details such as beamed ceilings, classic casement Tudor windows, arched doorways, and a distinctive Belgian tile roof. A gracious tiled entry leads

  Donna McKenna Edlund Coldwell Banker Realty

  60 Cedar Ave, Pleasantville, NY 10570
• 

  

  /16

  $4,500 per month

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

  39 Washington Ave Unit 204, Pleasantville, NY 10570

  Welcome to Washington Avenue Lofts, where luxury meets convenience. Our residences offer a variety of layouts, including studios, 1-bedroom, and 2-bedroom options. Each home is designed with premium finishes, featuring quartz countertops, custom cabinetry and closets, wood flooring, recessed lighting, GE stainless steel appliances, in-unit washer/dryer, and more. On-site amenities include a Latch

  Stacey Pinkas Douglas Elliman Real Estate

  39 Washington Ave Unit 204, Pleasantville, NY 10570
• 

  $435,000 Sold Jul 11, 2025

  • 762 Sq Ft
  • $571/SF
  • 57 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1978

  76 Foxwood Dr Unit 4, Pleasantville, NY 10570

  Whether starting out or downsizing, this first-floor 1-bedroom, 1-bathroom condo offers comfortable living in a prime location. Featuring a spacious living room, a well-appointed kitchen, a dedicated dining area with a door leading to your own deck, storage and plenty of parking. Nestled in the desirable Foxwood Condominium complex with amenities including pool and adjacent tennis courts. Just a

  Rita Longo Howard Hanna Rand Realty

  76 Foxwood Dr Unit 4, Pleasantville, NY 10570
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  71 Broadway Unit 1i, Pleasantville, NY 10570

  71 Broadway Unit 1i, Pleasantville, NY 10570
• 

  

  /40

  $1,425,000

  • 4 Beds
  • 2.5 Baths
  • 3,800 Sq Ft

  306 Mountain Rd, Pleasantville, NY 10570

  Welcome to Pleasantville! This spectacular Center Hall Colonial combines timeless elegance with modern updates and exceptional quality throughout. Featuring four generously sized bedrooms, this meticulously maintained home offers space, comfort, and style at every turn. Step into the updated chef’s kitchen, beautifully appointed with granite countertops, stainless steel appliances, and a cozy

  SONIA FORCHETTI Julia B Fee Sothebys Int. Rlty

  306 Mountain Rd, Pleasantville, NY 10570
• 

  /2

  $2,300 per month

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

  328 Washington Ave Unit One Bedroom Apartment, Pleasantville, NY 10570

  Lovely first floor apartment with seperate entrance. Freshly painted and cleaned throughout. Large bedroom with walk in closet. Bathroom includes large tub.1 parking spot included. In the village, short walking distance to Metro North, shopping, theater, and restaurants. Newly installed split unit air conditioners and heating in the apartment. HEAT AND ELECTRIC NOT

  328 Washington Ave Unit One Bedroom Apartment, Pleasantville, NY 10570
• 

  $889,222 Sold Jul 11, 2025

  • 2,428 Sq Ft
  • $366/SF
  • 23 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1964

  689 Washington Ave, Pleasantville, NY 10570

  Beautifully updated village charmer with all the bells and whistles! Hardwood floors, dual fireplace in living room, extensive dining room for large gatherings, eat in kitchen with stainless steel appliances, 4’ Sub Zero refrigerator, double convection oven, 4’ cook top with grill and griddle, cherry cabinetry with rollouts, under counter lighting, and granite counter tops. Custom built granite

  Mark Seiden Mark Seiden Real Estate Team

  689 Washington Ave, Pleasantville, NY 10570
• 

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  56 Manville Rd Unit 1, Pleasantville, NY 10570

  56 Manville Rd Unit 1, Pleasantville, NY 10570
• 

  

  /31

  $1,300,000

  • 3 Beds
  • 2.5 Baths
  • 2,912 Sq Ft

  140 Old Farm Rd S, Pleasantville, NY 10570

  Enjoy vacation like living everyday in this spacious home located on 1 acre of parklike property. This home features a no-step ranch with open floorplan and a beautiful primary suite on the main level. Doors out to a spacious deck overlooking private pool complete with outside kitchen/barbecue area make for a vacation at home. The lower level consists of family room with door out to

  Sharon Foley ERA Insite Realty Services

  140 Old Farm Rd S, Pleasantville, NY 10570
• 

  

  /16

  $4,050 per month

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

  39 Washington Ave Unit 208, Pleasantville, NY 10570

  Welcome to Washington Avenue Lofts, where luxury meets convenience. Our residences offer a variety of layouts, including studios, 1-bedroom, and 2-bedroom options. Each home is designed with premium finishes, featuring quartz countertops, custom cabinetry and closets, wood flooring, recessed lighting, GE stainless steel appliances, in-unit washer/dryer, and more. On-site amenities include a Latch

  Stacey Pinkas Douglas Elliman Real Estate

  39 Washington Ave Unit 208, Pleasantville, NY 10570
• 

  $1,475,000 Sold Jul 07, 2025

  • 3,144 Sq Ft
  • $469/SF
  • 59 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 1920

  49 Walnut St, Pleasantville, NY 10570

  Welcome to 49 Walnut Street in the heart of Pleasantville! This spectacular home offers exceptional quality and thoughtful design, providing both space and comfort for modern living. Featuring six generously sized bedrooms, this beautifully manicured property offers ample space for comfortable living and entertaining, both inside and out.At the center of the home is an updated chef’s

  Christine Bamford Elegran LLC

  49 Walnut St, Pleasantville, NY 10570
• 

  Est $933,716 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,984 Sq Ft

  320 Sarles Ln, Pleasantville, NY 10570

  320 Sarles Ln, Pleasantville, NY 10570
• 

  

  /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

  Miriam Dunn RE/MAX Prime Properties

  31 Pierce Dr, Pleasantville, NY 10570
• 

  

  /17

  $5,100 per month

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

  39 Washington Ave Unit 209, Pleasantville, NY 10570

  Welcome to Washington Avenue Lofts, where luxury meets convenience. Our residences offer a variety of layouts, including studios, 1-bedroom, and 2-bedroom options. Each home is designed with premium finishes, featuring quartz countertops, custom cabinetry and closets, wood flooring, recessed lighting, GE stainless steel appliances, in-unit washer/dryer, and more. On-site amenities include a Latch

  Stacey Pinkas Douglas Elliman Real Estate

  39 Washington Ave Unit 209, Pleasantville, NY 10570
• 

  $1,075,000 Sold Jul 01, 2025

  • 2,174 Sq Ft
  • $494/SF
  • 18 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1980

  8 Tumblebrook Ct, Pleasantville, NY 10570

  This Sprawling Ranch is located in a private Cul-De-Sac in Byram Hills School district. The open floor plan is perfect for entertaining. It features an updated kitchen with black granite counter tops, GE double oven, lots of cabinets and sliding glass doors leading to a patio. The den has Cathedral Ceilings and a wood burning fireplace which leads to an oversized gorgeous fenced backyard. The

  MARLENE STARR Signature Premier Properties

  8 Tumblebrook Ct, Pleasantville, NY 10570
• 

  Est $457,550 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  590 Bedford Rd Unit 2, Pleasantville, NY 10570

  590 Bedford Rd Unit 2, Pleasantville, NY 10570

Showing Results 1 - 40, Page 1 of 18