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Pleasantville, NY Homes for Sale

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  • /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
  • /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
  • /18

    $259,000

    • 1 Bed
    • 1 Bath
    • 720 Sq Ft

    60 Manville Rd Unit 1, Pleasantville, NY 10570

    Enjoy the best of village living in this beautifully updated one-bedroom co-op, ideally situated in the heart of Pleasantville. Just moments from the park, local shops, and Metro-North, the location offers unmatched convenience for both daily living and commuting. The open-concept kitchen is thoughtfully updated with warm wood cabinetry, granite countertops, stainless steel appliances, and a tile

    Agent Photo

    Donna McKenna Edlund

    Coldwell Banker Realty

    60 Manville Rd Unit 1, 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
  • /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
  • /49

    $1,495,000

    • 4 Beds
    • 2.5 Baths
    • 2,955 Sq Ft

    280 Bedford Rd, Pleasantville, NY 10570

    Stunning four-bedroom Village Victorian in the heart of Pleasantville, rich with late 1800s character and timeless architectural detail. This exceptional home showcases exquisite original features including ornate crown molding, soaring 10-foot ceilings, bay windows, hardwood floors, and a beautifully crafted wood banister spanning all three levels. The first floor offers a gracious and welcoming

    Maura Mcspedon William Raveis Real Estate

    280 Bedford Rd, Pleasantville, NY 10570
  • /24

    $919,000

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    33 Brookside Place, Pleasantville, NY 10570

    Beautifully maintained 3-bedroom, 2 full bath raised ranch offering an open and airy floor plan, perfectly situated on a quiet cul-de-sac in a highly desirable location. This inviting home features spacious living areas filled with natural light, ideal for both everyday living and entertaining. Enjoy the convenience of being within walking distance to both the charming villages of Chappaqua and

    Sharon Foley ERA Insite Realty Services

    33 Brookside Place, Pleasantville, NY 10570
  • /43

    $869,999

    • 3 Beds
    • 3 Baths
    • 1,869 Sq Ft

    28 Summit Place, Pleasantville, NY 10570

    Lovely modern Ranch on a cul-de-sac that offers 3+ bedrooms and 3 baths. A covered screened in back deck, where you can view nature and beautiful surroundings, with plenty of privacy. The first floor has very good circular motion, with open access to the living room, kitchen and dining room. Square footage does not include the lower level. With easy living on the main level and fabulous space on

    Kandy Kelly Collins Howard Hanna Rand Realty

    28 Summit Place, Pleasantville, NY 10570
  • /44

    $1,395,000

    • 4 Beds
    • 2.5 Baths
    • 2,727 Sq Ft

    14 Briarwood Ln, Pleasantville, NY 10570

    Welcome to a truly special and rare opportunity located within the Briarcliff school district with Mt. Pleasant taxes. Nestled on a picturesque cul-de-sac in a sought-after part of the district, this beautifully updated 4 BR, 2.5 bath colonial offers the perfect blend of timeless charm, thoughtful design, and exceptional outdoor living. Set on a stunning, professionally landscaped property, this

    Suzan Zeolla Houlihan Lawrence Inc.

    14 Briarwood Ln, Pleasantville, NY 10570
  • /24

    $2,350,000

    • 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
  • /46

    $1,499,000

    Coming Soon
    • 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
  • /35

    $1,025,000

    • 3 Beds
    • 2 Baths
    • 2,625 Sq Ft

    585 Bedford Rd, Pleasantville, NY 10570

    Welcome to Pleasantville! This beautifully maintained 3-bedroom, 2-bathroom home offers space, comfort, and exceptional value in a picturesque setting. Step into a light-filled living room featuring an oversized bay window that creates a warm and inviting atmosphere. The space flows seamlessly into a formal dining area, perfect for entertaining and everyday gatherings. Glass sliders open to a

    SONIA FORCHETTI Julia B Fee Sothebys Int. Rlty

    585 Bedford Rd, Pleasantville, NY 10570
  • /44

    $1,549,000

    • 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
  • /34

    $745,000

    • 3 Beds
    • 2 Baths
    • 1,282 Sq Ft

    61 Ridgewood Dr, Pleasantville, NY 10570

    Welcome to 61 Ridgewood Drive, a beautifully maintained 3-bedroom, 2 bath home nestled on a picturesque tree-lined street in the heart of Pleasantville. Filled with natural light and timeless appeal, this inviting residence offers warmth and charm from the moment you arrive. New windows throughout brighten every room, while high ceilings in the main living area add an airy feel and enhance the

    Wendy Holt Houlihan Lawrence Inc.

    61 Ridgewood Dr, Pleasantville, NY 10570
  • /31

    $1,275,000

    $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,423 Sq Ft

    10 Grandview Ave, Pleasantville, NY 10570

    Looking to immerse yourself in the vibrant Pleasantville community? Don’t miss this rare opportunity to own a beautifully updated village home just steps from the award-winning Bedford Road Elementary School. This charming, light-filled residence offers 3 spacious bedrooms and 2.5 bathrooms, with thoughtful updates, abundant storage, and flexible living spaces throughout. The eat-in kitchen and

    Theresa Szuhany RE/MAX Ace Realty

    10 Grandview Ave, Pleasantville, NY 10570
  • /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
  • /32

    $1,225,000

    • 5 Beds
    • 2 Baths

    17 Grant St, Pleasantville, NY 10570

    Fantastic opportunity in the heart of Pleasantville. This beautifully updated two-family Colonial offers flexibility for investors, owner-occupants, or multi-generational living. The lower unit features a renovated kitchen, expansive living and dining areas, two bedrooms, one full bath, a separate office/mudroom space, and its own laundry room. The upper unit offers three bedrooms (one currently

    Cate Hegarty Compass Greater NY, LLC

    17 Grant St, 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
  • /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

Why Live in Pleasantville

Pleasantville, New York, is a small community known for its quaint homes, tree-lined streets, and strong sense of community. The town's highly rated schools, including Bedford Road School, Pleasantville Middle School, and Pleasantville High School, are part of the Pleasantville Union Free School District. The architectural landscape features New England-style colonials, Craftsman-style homes, sprawling ranchers, and custom-built properties, often set on large private lots. Residents enjoy numerous things to do, such as exploring the 45 miles of scenic trails at Rockefeller State Park Preserve or hiking and mountain biking at Graham Hills Park. The Pleasantville Country Club offers golfing opportunities, while the central downtown area is home to charming boutiques, restaurants, and annual events like Pleasantville Day. Popular dining spots include Jean Jacques and Pleasantville Diner, and The Garage at Lucy’s provides a lively atmosphere with live music and arcade games. Essential amenities such as Key Food Marketplace and LA Fitness are conveniently located, and the Jacob Burns Film Center and Pleasantville farmers market offer weekend entertainment. The town is well-connected with access to the Saw Mill River Parkway, various bus stops, and a nearby train station, making commuting to New York City, 35 miles away, straightforward.

Frequently Asked Questions

What is the average home price in Pleasantville, NY?
Homes for sale in Pleasantville, NY have an average home price of $831,576.
Are home prices dropping in Pleasantville?
Yes, home prices in Pleasantville are down 7% 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, 10504 and 10510.
How much do you need to make to afford a house in Pleasantville?
The median home price in Pleasantville is $819,499. If you put a 20% down payment of $163,900 and had a 30-year fixed mortgage with an interest rate of 6.47%, your estimated principal and interest payment would be $4,130 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $177K 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
$836,500
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
$425,500
Average Price Per Sq Ft
$470
Number of Homes for Sale
11
Last 12 months Home Sales
75
Months of Supply
1.80
Median List Price
$819,499
Median Change From 1st List Price
-3%
Median Home Sale Price YoY Change
-9%
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