100 Pine Brook Rd, Bedford, NY 10506
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Property image
OFF MARKET

100 Pine Brook Rd
Bedford, NY 10506

  • 4 Beds
  • 5 Baths
  • 5,912 sqft (on 3.30 acres)

$3,026,700

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $19,244/mo*
Refinance Your Home

$3,026,700

Trulia Estimate
as of Jul 6, 2026
Est. Refi. Payment $19,244/mo*
Refinance Your Home
4 Beds
5 Baths
5,912 sqft
(on 3.30 acres)

Local Information

  • Map ViewExplore the area around 100 Pine Brook Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

A truly spectacular private setting near Bedford Village, this fabulous farmhouse on over three acres is just what you have been seeking. Charm and history abound in this four-bedroom colonial home. Located on one of Bedford's finest country roads, this beautiful house retains many antique qualities, including original wide plank floors, Dutch doors, vintage mantles, and period moldings. In addition, the home features a fabulous indoor 20' x 45 ' swimming pool for year-round enjoyment, three wood burning fireplaces, an office wing, and a recent addition that includes a first floor family room and a second floor master suite, creating the perfect combination of new world conveniences with the old warm charm of the original house. Just steps from the front door visitors are welcomed with the sights of a picturesque stone-lined pond, an apple orchard, numerous stone walls, gardens galore, and this magical property's small barn and adorable chicken coop. Bedford at its finest, a must see!
100 Pine Brook Rd, Bedford, NY 10506 is a 4 bedroom, 6 bathroom, 5,912 sqft single-family home built in 1820. It last sold for $1,750,000 on Feb 3, 2021. It is currently off market. The Trulia Estimate is $3,026,700, with a rent estimate of $7,771/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 100 Pine Brook Rd

Interior Features

Heating & Cooling
Heating: OilAir ConditioningCooling System: CentralHeating Fuel: Oil
Interior Details
Number of Rooms: 10Types of Rooms: Dining Room, Master Bath
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Other
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1820
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 3.30 acres

Price History for 100 Pine Brook Rd

DatePriceEventSource
02/03/2021$1,750,000Sold
OneKey® MLS as distributed by MLS GRID #H6065975
10/21/2020$1,875,000PendingOneKey® MLS as distributed by MLS GRID #H6065975
10/21/2020$1,875,000ListingRemovedAgent Provided
09/09/2020$1,875,000Listed For SaleAgent Provided
08/26/2014$2,195,000ListingRemovedAgent Provided
04/02/2014$2,195,000Listed For SaleAgent Provided
09/30/1997$885,000Sold
N/A

Market trends in Bedford

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
27
9MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$2,352,800
Home facts updated by county records

Comparable Sales for 100 Pine Brook Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
30 Upland Road S, Bedford, NY
0.20
Single-Family Home
$1,680,000
11/21/25
4
3.5
3,900
67 Old Logging, Bedford, NY
0.55
Single-Family Home
$1,568,000
08/18/25
4
3.5
4,785
19 Millertown Road, Bedford, NY
0.53
Single-Family Home
$3,850,000
06/23/26
3
4.5
6,000
9 Old Corner Road, Bedford, NY
0.31
Single-Family Home
$1,750,000
03/27/26
4
4
3,000
28 Heron Lake Road, Bedford, NY
0.42
Single-Family Home
$3,650,000
04/23/26
3
3.5
3,597
67 Old Logging Rd #67A, Pound Ridge, NY
0.55
Single-Family Home
$1,568,000
08/28/25
3
2
2,635
24 Twin Fawn Lane, Pound Ridge, NY
1.16
Single-Family Home
$1,802,000
01/16/26
4
4.5
5,290
1 Twin Lakes Drive, Bedford, NY
0.91
Single-Family Home
$2,250,000
08/26/25
4
3.5
4,002
56 Brook Farm Lane, Bedford, NY
0.77
Single-Family Home
$975,000
12/16/25
4
2.5
2,854
4 Brook Farm Circle, Bedford, NY
1.10
Single-Family Home
$1,503,000
09/22/25
4
3.5
3,167

Nearby homes

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Assigned Schools

These are the assigned schools for 100 Pine Brook Rd.
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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 Bedford

At least 30 Trulia users voted on each feature.

  • 97 % Say car is needed

  • 86 % Say parking is easy

  • 83 % Say yards are well-kept

  • 82 % Say it's quiet

  • 81 % Say there's wildlife

  • 78 % Say they plan to stay for at least 5 years

  • 76 % Say there's holiday spirit

  • 68 % Say people would walk alone at night

  • 65 % Say it's dog friendly

  • 62 % Say neighbors are friendly

  • 45 % Say kids play outside

  • 45 % Say there are community events

  • 30 % Say it's walkable to restaurants

  • 30 % Say it's walkable to grocery stores

  • 23 % Say there are sidewalks

  • 19 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Avoid. It’s not what it seems. Leadership isn’t really concerned with protecting this place. Mt Kisco & Chappaqua are better"
    0
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  • Monica Don Schneider
    "Car only is the only easy way to commute within this community otherwise it’s very time consuming Must have an automobile "
    0
    Flag
  • Jodi C.
    "It’s a very pretty area with close proximity to major roads. People take good care of their property and for the most part are friendly. "
    2
    Flag
  • Trulia User
    "Quite and secluded but close enough to town and nightlife. And a quick trip into the city! Best of both worlds! "
    4
    Flag
  • Yorkbp
    "Just moved to Bedford Village and loving it so far. It’s easy to feel destitute here, but you can easily meet people from all walks of life. Wish there was a shuttle bus between Bedford Village and Bedford Hills train station. Great events on the village green."
    9
    Flag
  • Msalera
    "It is very far to get to Manhattan and the South Bronx and that’s where I work. I have to drive because it is far to the train. "
    4
    Flag
  • Zsolt
    "Great place to live. Love the woods and nature. Friendly neighbors as well. Lots of hiking opportunities and great food"
    0
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  • Admeyers
    "The unspoiled nature and the historic relevance of Bedford, plus the countless horse farms make it a special place. "
    1
    Flag
  • Msalera
    "Quit little town where no one bothers with you. Plenty of open space and areas to go hiking or camping "
    0
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  • Jwhelancpa
    "The perfect, private family home on a cul de sac"
    0
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  • Balatsos a. M.
    "Bedford is THE classic Westchester village. Friendly and involved citizens abound in this picturesque, historic and safe tight knit community. Local pride is always on display, as are scenes of classic Americana at every town parade, little league game and celebration on the famous Village Green. Where else do the buildings at the heart of your village predated the Declaration of Independence? And citizens buried in the village cemetery since the early 1600's would easily recognize their surroundings to this day? And historic tours offered to visit neighborhood homes such as that of founding father John Jay? All of this history blends beautifully with an ever blossoming and sought after school system and spectacular public parks, athletic fields, town swimming pools, and the famous Bedford Riding Lanes Association. The definition of classic "horse country" where anyone can easily see foals playing each spring and often share the road with four-hooved vehicles throughout the seasons. Opportunities to hike on nature trails, see abundant wildlife and bring man's best friend along as you go are endless. Here, parents can still let their kids go off with their friends, ALONE, for a walk to get a snack, see a movie, go to the park or for a day at the pool. It's a wonderful sight and feeling to still see there is place where this is still part of the norm. There is simply no place like Bedford Village. It is one of the most unique places in America to live. Many think of Bedford and immediately associate it with it's many famous residents or epic estates. However, the true heart of it is one of small town America preserved in it's best form for posterity, while all the while staying at the forefront of culture, politics, public events, education and all aspects of life. Nothing is perfect...but it'a close."
    1
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Homes for sale near 100 Pine Brook Rd

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Off Market Homes Near 100 Pine Brook Rd

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