245 Bear Ridge Road, Pleasantville, NY 10570
OFF MARKET

245 Bear Ridge Road
Pleasantville, NY 10570

  • 4 Beds
  • 4.5 Baths
  • 6,677 sqft (on 2.22 acres)

$2,267,600

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $14,306/mo*
Refinance Your Home

$2,267,600

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $14,306/mo*
Refinance Your Home
4 Beds
4.5 Baths
6,677 sqft
(on 2.22 acres)

Local Information

  • Map ViewExplore the area around 245 Bear Ridge Road.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1992
Lot Size
2.22 acres
Living Area
6,677 sqft
Price/Sqft
$340
Parking
3 Parking Spaces

Description

This splendid and welcoming custom-built center hall colonial residence is ideally located in the heart of Pleasantville, a dynamic town renowned for its great dining, diverse shops, and convenient Metro North Train station for an easy commute to NYC. Privately set back on a spacious 2.22 acres expanse of beautifully landscaped grounds, this property features a perfectly level backyard, making it an excellent space for sports and family activities. Designed for hosting gatherings, this home offers oversized rooms with abundant natural light and a seamless layout. The main and second levels alone encompass a substantial 6,677 square feet. Beyond this, the lower level provides an additional 2,639 square feet of living space, which is not accounted for in the total square footage. This space includes a generously sized recreation room, a bedroom, a bathroom, a bar area, a dedicated gym room, and ample storage space. It's truly an entertainer's dream. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:3 Car Attached,
245 Bear Ridge Road, Pleasantville, NY 10570 is a 4 bedroom, 5 bathroom, 6,677 sqft single-family home built in 1992. It last sold for the $1,495,000 asking price on Jan 22, 2024. More recently, it was listed as a rental in November 2023 with an asking price of $8,500 per month. That rental listing was removed on December 21, 2023. It is currently off market. The Trulia Estimate is $2,267,600, with a rent estimate of $12,999/month.

Home Details for 245 Bear Ridge Road

Interior Features

Interior Details
Basement: Full,Walk-Out AccessNumber of Rooms: 13
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 6677 Square Feet
Appliances & Utilities
Utilities: Trash Collection PublicAppliances: Oil Water Heater
Heating & Cooling
Heating: Baseboard,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 2Has a Fireplace
Levels, Entrance, & Accessibility
Stories: 3Levels: Three Or More

Exterior Features

Parking & Garage
No CarportParking Spaces: 3Parking: Attached
Frontage
Responsible for Road Maintenance: Public Maintained Road
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1992
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: BrickNot Attached Property
Property Information
Parcel Number: 3489099020000010360000

Price & Status

Price
List Price: $1,495,000
Status Change & Dates
Off Market Date: Wed Dec 20 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Pleasantville
School Information
Elementary School: Bedford RoadJr High / Middle School: PleasantvilleHigh School: Pleasantville High SchoolHigh School District: Pleasantville

Building

Building Area
Building Area: 6677 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 2.22 Acres

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash

Miscellaneous

BasementMls Number: H6272048Attic: Pull StairsAttribution Contact: (914) 273-3074Showing Requirements: Call Listing Office, Showing Service
Last check for updates: about 3 hours ago
Listed by Stacey L. Sporn, (914) 772-2331
William Raveis Real Estate, (914) 273-3074
Bought with: Rishu Mittal, (347) 870-8613, Exit Realty Prime, (718) 262-0205
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6272048

Price History for 245 Bear Ridge Road

DatePriceEventSource
01/22/2024$1,495,000Sold
OneKey® MLS as distributed by MLS GRID #H6272048
12/21/2023ListingRemovedZillow Rentals
12/20/2023$1,495,000PendingOneKey® MLS as distributed by MLS GRID #H6272048
11/08/2023$8,500Listed For RentZillow Rentals
11/07/2023ListingRemovedZillow Rentals
10/18/2023$1,495,000PriceChange
OneKey® MLS as distributed by MLS GRID #H6272048
10/06/2023$1,349,000Listed For SaleOneKey® MLS as distributed by MLS GRID #H6272048
07/21/2023$8,500Listed For RentZillow Rentals
06/13/2023ListingRemovedZillow Rentals
05/23/2023$8,900Listed For RentZillow Rentals
02/04/2022ListingRemovedWilliam Raveis Real Estate, Mortgage & Insurance
11/11/2021$8,500Listed For RentWilliam Raveis Real Estate, Mortgage & Insurance #H6152762
05/15/2021ListingRemovedWilliam Raveis Real Estate, Mortgage & Insurance
05/07/2021$8,000Listed For RentWilliam Raveis Real Estate, Mortgage & Insurance #H6113867
02/14/2021ListingRemovedWilliam Raveis Real Estate, Mortgage & Insurance
02/12/2021$7,500Listed For RentWilliam Raveis Real Estate, Mortgage & Insurance #H6080801
01/07/2021ListingRemovedWilliam Raveis Real Estate, Mortgage & Insurance
11/05/2020$7,500Listed For RentAgent Provided
10/07/2020$1,399,000ListingRemovedAgent Provided
07/23/2020$1,399,000PriceChange
Agent Provided
04/13/2020$1,100,000PriceChange
Agent Provided
02/04/2020$1,410,000Listed For SaleAgent Provided
11/02/2019$1,195,000ListingRemovedAgent Provided
07/09/2019$1,195,000PriceChange
Agent Provided
06/13/2019$1,395,000Listed For SaleAgent Provided
09/06/2007$1,250,000Sold
N/A

Market trends in Pleasantville

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
25
5MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$16,250
Home facts updated by county records

Comparable Sales for 245 Bear Ridge Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
301 Bear Ridge Road, Pleasantville, NY
0.11
Single-Family Home
$2,005,000
06/15/26
5
4
4,321
117 Deerfield Lane N, Pleasantville, NY
0.41
Single-Family Home
$2,170,000
08/18/25
4
4.5
4,707
184 Deerfield Lane N, Pleasantville, NY
0.53
Single-Family Home
$1,550,000
07/25/25
5
4.5
3,491
55 Greenmeadow Road, Pleasantville, NY
0.41
Single-Family Home
$1,400,000
06/01/26
4
3
2,280
9 Cy Court, Pleasantville, NY
0.46
Single-Family Home
$1,718,000
10/08/25
4
3.5
3,620
20 Cecilia Ln, Pleasantville, NY
0.61
Single-Family Home
$1,625,000
04/07/26
4
3
3,330
100 Old Farm Road N, Chappaqua, NY
0.44
Single-Family Home
$1,550,000
04/08/26
3
2.5
2,971
80 Ridgeview Drive, Pleasantville, NY
0.30
Single-Family Home
$1,370,000
05/22/26
3
3
2,808

Nearby homes

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Assigned Schools

These are the assigned schools for 245 Bear Ridge Road.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Pleasantville

At least 105 Trulia users voted on each feature.

  • 96 % Say it's dog friendly

  • 86 % Say it's walkable to restaurants

  • 86 % Say people would walk alone at night

  • 79 % Say parking is easy

  • 77 % Say kids play outside

  • 76 % Say there's holiday spirit

  • 74 % Say car is needed

  • 73 % Say yards are well-kept

  • 71 % Say they plan to stay for at least 5 years

  • 71 % Say streets are well-lit

  • 69 % Say it's walkable to grocery stores

  • 67 % Say there are sidewalks

  • 66 % Say there's wildlife

  • 65 % Say it's quiet

  • 62 % Say neighbors are friendly

  • 46 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Carolynblankenship
    "I walk to the train and take it to Grand Central. The commute is very tolerable and it is nice to see your neighbors on the way. "
    0
    Flag
  • Gjgatta
    "Miles of sidewalks for weighted vest walks with the gals and many manicured lawns your dogs to defile. "
    0
    Flag
  • Chaarey
    "Going down hill quick. Too congested and building faster than they can accommodate traffic people students and parking "
    0
    Flag
  • Chaarey
    "I don’t take public transit but my ride to work has gone from ten minutes to twenty because they have built this small little village (what used to be) into a micro city and there’s so much traffic now everything takes longer to get to. "
    0
    Flag
  • Elizabeth Snees
    "It’s a great area. Security for the kids. Nice environment I have been lived over here for many years. I am really happy "
    0
    Flag
  • Jeff
    "Amazing place to live. It is safe and the schools are great. Lots of good restaurants and the people are very friendly. "
    0
    Flag
  • Katherinevonjan
    "Fireman’s parade, Pleasantville Day, Farmers Market, Pleasantville Music Festival, Revolutionary War Day"
    5
    Flag
  • Greg
    "parade,farmers market, town pool,town tennis courts.......good schools and restaurants and ball fields "
    2
    Flag
  • Joseescobrada
    "Safety and how people treat not only each other but the place where they live. Cleanliness. Local foods and local businesses "
    1
    Flag
  • Katherinevonjan
    "Halloween, Fireman’s Parade, Jacob Burns Film Theater events, Farmers Market, Pleasantville Day, high school play, Pleasantville Music Festival..."
    1
    Flag
  • Jami M.
    "We have the farmers market every Saturday, we have the Pleasantville music festival in the summer parades for the 4th of July"
    0
    Flag
  • Ariel D.
    "This is a great area. I don’t personally commute but many people in this area will commute to New York City or White Plains "
    0
    Flag
  • Joseph N
    "Great town for families. Good restaurants, shops, etc. greTvtown to walk in. Wonderful farmers market on Saturdays."
    1
    Flag
  • Susan A.
    "Visit every house. So much candy - so little time. Summertime we have a block party. Everyone walks to the end of the block for the morning school bus and again in the afternoon for the return trip. "
    0
    Flag
  • Venizamarte
    "Nice busy area. Located very conveniently near metro north. Easy access to highways. "
    0
    Flag
  • Carolynblankenship
    "Sidewalks are great for walking dogs. There’s a nice dog park as well. There are many dog owners in this town. "
    0
    Flag
  • Halevale
    "People walk dogs of all shapes and sizes constantly. Seems a lovely dog community. Many restaurants also place water bowls outside during the warmer months. "
    0
    Flag
  • Halevale
    "An incredible walkable village that lives up to its name. Amazing in all seasons, but has a great year round farmers market. Halloween is particularly awesome!"
    0
    Flag
  • Ailun k.
    "People often seen walking dogs on sidewalk, fenced yards. Some children’s parks do not allow dogs, and the Farmer’s Market does not allow dogs. "
    0
    Flag
  • Carolynblankenship
    "This is a walkable community commuting distance to Manhattan with excellent schools. There is a true sense of community here and people help each other. "
    0
    Flag
  • Ryan T.
    "Walking town combines suburban living with convenience of local urban feel of amenities within walking distance."
    1
    Flag
  • Peter G.
    "I’ve lived here for 22 years and it’s a great place to raise kids, excellent school system, friendly, safe, with enough to do and a short train or car ride to Manhattan "
    1
    Flag
  • Imma C.
    "Pleasantville has so many wonderful attributes not to mention blue ribbon schools. "
    0
    Flag
  • Fafafahead
    "Has a nice public pool where everyone meets during the summer and excellent Red Clay Courts and Golf Courses relatively close. "
    0
    Flag
  • Anneke L.
    "A quiet community of tree lined streets and cul-de-sacs. Kid and pet friendly in a great school district."
    0
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Apartments for Rent

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Homes for sale near 245 Bear Ridge Road

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Off Market Homes Near 245 Bear Ridge Road

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Based on information submitted to the MLS GRID as of 2026-07-22 18:28:01 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information