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Newest Homes for Sale in Pleasantville, NY

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  • /2

    $999,000

    Coming Soon
    • 4 Beds
    • 2 Baths
    • 1,891 Sq Ft

    4 Depew St, Pleasantville, NY 10570

    Discover a true Pleasantville unicorn — a charming 1930’s two-family home offering rare flexibility, unbeatable walkability, and the kind of village convenience buyers dream about. Perfectly situated just 0.2 miles to the Pleasantville Metro-North Station, 0.4 miles to Bedford Road School, and 0.3 miles to both the Middle and High Schools, this home delivers effortless access to every part of

    Al Posillico Keller Williams Realty Group

    4 Depew St, Pleasantville, NY 10570
  • /20

    $349,000

    Open Sun 12PM - 2PM
    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    600 Bedford Rd Unit 6, Pleasantville, NY 10570

    Welcome to this spacious second-floor one-bedroom condo in the heart of the Village of Pleasantville! Offering a comfortable layout and an unbeatable location, this home is ready for its next owner to move right in and make it their own. The galley kitchen features natural oak cabinetry, a tile backsplash, tile flooring, and a cozy eat-in area. While the kitchen and bathroom retain their original

    Agent Photo

    Donna McKenna Edlund

    Coldwell Banker Realty

    600 Bedford Rd Unit 6, Pleasantville, NY 10570
  • /32

    $1,399,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 3.5 Baths
    • 3,434 Sq Ft

    18 Brookview Dr, Pleasantville, NY 10570

    Enjoy carefree and resort-style living in the Pleasantville Country Club community! Perfectly situated as one of only ten homes at the end of a private cul-de-sac, this beautifully updated 3-bedroom, 3.5-bath townhome offers 3,434 square feet of elegant living space. The main level features a fabulous Kingswood gourmet kitchen, complete with a large granite center island, top-of-the-line

    Justine Flanagan Houlihan Lawrence Inc.

    18 Brookview Dr, Pleasantville, NY 10570
  • /19

    $879,000

    • 3 Beds
    • 2 Baths
    • 1,825 Sq Ft

    460 Washington Ave, Pleasantville, NY 10570

    There are homes that need a project list. This isn't one of them. An impeccably maintained split-level offering that rare opportunity to simply move in and start enjoying from day one. Every major improvement has already been completed, inviting you in with confidence. A stunningly redesigned kitchen, updated baths, central air, young roof and siding, and a brand new boiler and hot water heater

    Maria Fitzgerald Compass Greater NY, LLC

    460 Washington Ave, Pleasantville, NY 10570
  • /50

    $3,350,000

    • 5 Beds
    • 5.5 Baths
    • 7,388 Sq Ft

    15 Heritage Dr, Pleasantville, NY 10570

    Welcome to one of Pleasantville's most exceptional luxury estates—a builder's own masterpiece where timeless elegance, impeccable craftsmanship, and sophisticated design come together in perfect harmony. Ideally located within the highly acclaimed Byram Hills School District, just moments from the charming hamlet of Armonk, this extraordinary residence offers over 7,000 square feet of

    Imma Carletto Serhant LLC

    15 Heritage Dr, Pleasantville, NY 10570
  • /29

    $790,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 1.5 Baths
    • 1,538 Sq Ft

    220 Mill River Rd, Chappaqua, NY 10514

    Straight from the pages of a storybook, this enchanting French Revival Tudor-inspired home is tucked amongst a canopy of mature trees and natural stone walls which create an unforgettable first impression. A winding stone walkway leads to a charming covered entry highlighted by a stained glass front door, hinting at the warmth and character that await inside. Living room with fireplace, eat-in

    Beth Silfen Compass Greater NY, LLC

    220 Mill River Rd, Chappaqua, NY 10514
  • /37

    $2,200,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 3.5 Baths
    • 4,461 Sq Ft

    10 Crestview Dr, Pleasantville, NY 10570

    Welcome to 10 Crestview Drive, a beautifully updated 1990 colonial that perfectly blends classic elegance with updated modern luxury within the highly sought-after Heritage Court neighborhood. This exceptional property offers the rare combination of an intimate community feel and tremendous, serene privacy, all set on nearly an acre of flat, meticulously manicured grounds. Inside, you will find a

    Agent Photo

    Hayes Hopple

    Julia B Fee Sothebys Int. Rlty

    10 Crestview Dr, Pleasantville, NY 10570
  • /27

    $850,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 1.5 Baths
    • 1,568 Sq Ft

    37 Orchard St, Pleasantville, NY 10570

    Welcome home to 37 Orchard Street, a timeless Colonial nestled in the heart of the Village of Pleasantville. Ideally located just steps from everything this beloved community has to offer, you'll enjoy award-winning schools, the acclaimed Jacob Burns Film Center, the Pleasantville Farmers Market, charming shops, restaurants, cafes, and the Metro-North train station. Built in 1910, this special

    Maura Mcspedon William Raveis Real Estate

    37 Orchard St, Pleasantville, NY 10570
  • /46

    $1,499,000

    • 3 Beds
    • 3 Baths
    • 3,013 Sq Ft

    15 Deerfield Ln S, Pleasantville, NY 10570

    Enjoy the best of Westchester living with a Pleasantville address in the highly sought-after Byram Hills School District. Just minutes from the Pleasantville Farmers Market, Jacob Burns Film Center, downtown Armonk, Chappaqua shopping, dining, and Metro-North, this beautifully updated ranch offers the perfect blend of convenience, privacy, and one-level living.The open-concept floor plan

    Nancy Beard Houlihan Lawrence Inc.

    15 Deerfield Ln S, Pleasantville, NY 10570
  • /25

    $597,000

    • 1 Bed
    • 1.5 Baths
    • 1,056 Sq Ft

    20 Foxwood Dr Unit 1, Pleasantville, NY 10570

    Welcome to Foxwood Condominiums in Pleasantville! This spacious first-floor 1-bedroom condo offers comfortable and convenient living with a versatile den, 1 full bath, and 1 half bath. Enjoy easy access with no stairs and relax on your private terrace, perfect for morning coffee or evening unwinding. Residents of Foxwood enjoy an array of amenities, including three swimming pools and a

    Debra Tricarico Houlihan Lawrence Inc.

    20 Foxwood Dr Unit 1, Pleasantville, NY 10570
  • /38

    $1,100,000

    • 4 Beds
    • 2 Baths
    • 2,332 Sq Ft

    88 Ridgeview Dr, Pleasantville, NY 10570

    Welcome to 88 Ridgeview Road, a place where quiet mornings, effortless entertaining, and the charm of Pleasantville come together in perfect harmony. Tucked away at the end of a coveted cul-de-sac and set on over an acre of beautifully landscaped property, this exceptional Colonial offers the rare combination of privacy, space, and convenience in one of Westchester County's most sought-after

    Kile Boga-Ibric Houlihan Lawrence Inc.

    88 Ridgeview Dr, Pleasantville, NY 10570
  • /21

    $450,000

    • 1 Bed
    • 1 Bath
    • 762 Sq Ft

    8 Foxwood Dr Unit 8, Pleasantville, NY 10570

    Step into elegance and comfort in this beautifully maintained, rarely available second-floor Pembroke model condominium in the highly sought-after Foxwood community. This move-in-ready home offers the perfect blend of style, convenience, and low-maintenance living.The bright eat-in kitchen features attractive butcher block-style countertops, beautiful white cabinetry, abundant storage and

    Agent Photo

    Michael Dunstan

    RE/MAX Town & Country

    8 Foxwood Dr Unit 8, Pleasantville, NY 10570
  • /15

    $275,000

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    73 Broadway Unit 2J, Pleasantville, NY 10570

    Updated and meticulously maintained co-op ideally located just moments from both the heart of Pleasantville and the Metro-North station, offering an effortless commute and vibrant village living. This inviting home features a modern, comfortable layout and quality finishes throughout. The updated kitchen offers clean lines, ample cabinetry, and functional workspace designed for everyday living

    Tom Consaga RE/MAX Ace Realty

    73 Broadway Unit 2J, Pleasantville, NY 10570
  • /44

    $1,399,000

    Open Sun 1PM - 3PM $150K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,437 Sq Ft

    6 Raven Way, Pleasantville, NY 10570

    Welcome to this truly stunning residence in Pocantico Hills, where timeless design meets modern updates-all complemented by remarkably low taxes. This exceptional home features four spacious bedrooms and four full baths, including a brand-new roof (January 2024) and a newly painted chef’s kitchen designed for both function and style.At the heart of the home is the breathtaking Great Room,

    SONIA FORCHETTI Julia B Fee Sothebys Int. Rlty

    6 Raven Way, Pleasantville, NY 10570
  • /20

    $999,000

    • 4 Beds
    • 2 Baths
    • 1,929 Sq Ft

    119 Manville Rd, Pleasantville, NY 10570

    Welcome to 119 Manville Road — a beautifully maintained 4-bedroom, 2-bath split level on a peaceful dead-end street in Pleasantville, freshly painted throughout and ready to welcome its new owners. The updated kitchen features quartz countertops and stainless steel appliances, while hardwood and carpeted floors run seamlessly through the home. Central A/C, an included washer/dryer, and a 1-car

    Agent Photo

    Jack Yao

    Realmart Realty LLC

    119 Manville Rd, Pleasantville, NY 10570
  • /33

    $895,000

    $4K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,100 Sq Ft

    249 Mill River Rd, Chappaqua, NY 10514

    NOW Easy to Show Welcome to this beautifully maintained raised ranch offering the perfect blend of space, comfort, and convenience in a highly desirable Chappaqua P.O. location within the award-winning Pleasantville School District. Situated on a quiet cul-de-sac, this 4-bedroom, 2-bath home features soaring cathedral ceilings, rich red oak hardwood floors, and an inviting open layout designed

    Harry Donofrio Town and Village Real Estate

    249 Mill River Rd, Chappaqua, NY 10514
  • /27

    $2,395,000

    • 5 Beds
    • 4.5 Baths
    • 4,100 Sq Ft

    8 Far Hill Ln, Pleasantville, NY 10570

    Welcome to this stunning 5 bedroom, 4.5 bath Colonial offering 4100 square feet of beautifully designed living space in the sought after Estates neighborhood. Set on a professionally landscaped .90 acre property, this light filled home combines classic elegance with modern comfort.A circular driveway and 3 car garage create a grand first impression. Inside, the open floor plan is perfect for

    Felice Wyloge Julia B Fee Sothebys Int. Rlty

    8 Far Hill Ln, Pleasantville, NY 10570
  • /27

    $199,000

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 750 Sq Ft

    310 Manville Rd Unit S4, Pleasantville, NY 10570

    COMMONS OF PLEASANTVILLE. This beautifully updated one-bedroom Co-op in the charming Village of Pleasantville NY, offers the perfect blend of style and convenience . The unit features a brand new kitchen with sleek stainless steel appliances, a newly renovated bath, rich wood floors, and impressive high ceilings that create a bright and airy feel. Ideally located just moments from the metro-north

    Lena O'Neill Howard Hanna Rand Realty

    310 Manville Rd Unit S4, Pleasantville, NY 10570
  • /24

    $2,100,000

    $250K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 7,722 Sq Ft

    235 Bear Ridge Rd, Pleasantville, NY 10570

    Welcome to this extraordinary estate, a gem dating back to the 1900s, situated on over an acre of picturesque land. This sunlit residence boasts 6 spacious bedrooms and 4 1/2 bathrooms, making it the perfect sanctuary for entertaining guests. Step inside to experience the remarkable craftsmanship that defines this home. With oversized rooms designed for both formal gatherings and casual moments,

    Stacey Sporn William Raveis Real Estate

    235 Bear Ridge Rd, Pleasantville, NY 10570

Frequently Asked Questions

What is the average home price in Pleasantville, NY?
Homes for sale in Pleasantville, NY have an average home price of $838,571.
Are home prices dropping in Pleasantville?
Yes, home prices in Pleasantville are down 4% in the last 12 months.
How many homes have sold over the last 12 months in Pleasantville, NY?
75 homes have sold in Pleasantville, NY over the last 12 months.
What is the average household income in Pleasantville, NY?
The average household income in Pleasantville, NY is $190K.
What are the most popular zip codes in Pleasantville, NY?
The most popular zip codes in Pleasantville, NY include 10570, 10514, 10594, 10549 and 10504.
How much do you need to make to afford a house in Pleasantville?
The median home price in Pleasantville is $839,000. If you put a 20% down payment of $167,800 and had a 30-year fixed mortgage with an interest rate of 6.43%, your estimated principal and interest payment would be $4,210 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $180K a year to afford the median home price in Pleasantville. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Pleasantville is $190K.
How are the schools in Pleasantville, NY?
Pleasantville, NY has highly rated public and private schools. Some of the best schools in Pleasantville based on Niche Grades are Briarcliff High School, Horace Greeley High School and Briarcliff Middle School. Browse all the schools in Pleasantville, NY to learn more.

Home Price Trends

Median Sale Price
$840,000
Median Single Family Sale Price
$850,000
Median Townhouse Sale Price
$1,318,750
Median 2 Bedroom Sale Price
$657,000
Median 1 Bedroom Sale Price
$435,000
Average Price Per Sq Ft
$470
Number of Homes for Sale
10
Last 12 months Home Sales
75
Months of Supply
1.60
Median List Price
$839,000
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
-5%
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