108 Cliffield Rd, Bedford, NY 10506
Property image
Property image
OFF MARKET

$2,693,800

Trulia Estimate
  • 5 Beds
  • 5.5 Baths
  • 5,022 sqft (on 2.03 acres)

108 Cliffield Rd, Bedford, NY 10506

Est. Refi. Payment $17,093/mo*
Refinance Your Home
Currently Off Market - Sold Apr 21, 2021 for $1,750,000

Home Value

Trulia Estimate
$2.69M
Since last month
Increased$13K (+0.5%)
Since last year
Increased$216K (+8.8%)
Since last sale
Increased$929K (+53.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +37% in the last 10 years
MonthEstimated value
2026
August 2026$2.68M
July 2026$2.67M
June 2026$2.66M
May 2026$2.59M
April 2026$2.53M
March 2026$2.5M
February 2026$2.43M
January 2026$2.41M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
51 Brook Farm Road, Bedford, NY
0.72
Single-Family Home
$1,350,000
11/21/25
4
3.5
3,735
38 Appleby Drive, Bedford, NY
0.54
Single-Family Home
$1,360,000
09/03/25
4
2.5
2,460
908 Old Post Road, Bedford, NY
0.74
Single-Family Home
$1,930,000
04/15/26
4
4.5
3,050
319 Pound Ridge Road, Bedford, NY
0.50
Single-Family Home
$900,000
04/15/26
2
2.5
3,120
101 Appleby Drive, Bedford, NY
0.79
Single-Family Home
$1,200,000
10/03/25
4
2.5
2,610
100 Seminary Road, Bedford, NY
1.06
Single-Family Home
$2,959,000
06/24/26
4
3
5,654
56 Brook Farm Lane, Bedford, NY
0.89
Single-Family Home
$975,000
12/16/25
4
2.5
2,854
47 Brook Farm Lane, Bedford, NY
0.81
Single-Family Home
$1,551,499
08/21/26
4
2.5
2,126
77 Pound Ridge Road, Bedford, NY
1.03
Single-Family Home
$4,250,000
05/06/26
5
5
4,608
69 Pound Ridge Rd, Bedford, NY
1.07
Single-Family Home
$3,575,000
10/15/25
5
6
4,500

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
4 Ambler Farm Road, Bedford, NY 10506
0.29
$3,142,100
4
5
5,135
Off Market
272 Pound Ridge Road, Bedford, NY 10506
0.34
$1,031,600
3
2
1,636
Off Market
6 Jingle Lane, Bedford, NY 10506
0.34
$2,011,000
5
4
3,050
Off Market
44 Paddock Lane, Bedford, NY 10506
0.43
$2,845,700
4
3.5
4,590
Off Market
319 Pound Ridge Road, Bedford, NY 10506
0.50
$900,000
2
2.5
3,120
Recently Sold
25 Hickory Lane, Bedford, NY 10506
0.51
$791,700
2
1
1,392
Off Market
38 Appleby Drive, Bedford, NY 10506
0.54
$1,471,800
4
2.5
2,460
Off Market
5 Grove Road, Bedford, NY 10506
0.53
$1,427,400
4
2.5
3,800
Off Market
77-85 Indian Hill Road, Bedford, NY 10506
0.55
$5,022,300
5
4.5
4,186
Off Market
200 Pound Ridge Road, Bedford, NY 10506
0.56
$997,100
3
2.5
1,648
Off Market
71 Indian Hill Road, Bedford, NY 10506
0.57
$1,299,700
2
3
3,368
Off Market
15 Grove Road, Bedford, NY 10506
0.58
$1,386,500
4
2.5
2,500
Off Market

Local Information

  • Map ViewExplore the area around 108 Cliffield Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1987
Lot Size
2.03 acres
Living Area
5,022 sqft
Price/Sqft
$536
Parking
Garage

About this House

Completely renovated 5 bedroom/5.5 bathroom home offering 5,000 sq ft of luxury living on a cul-de-sac in beautiful Bedford, NY. Everything in this home is new from the mechanicals to the hardwood floors, seen throughout. Cast iron front doors welcome you into the space where the formal living room with 20ft ceilings and fireplace with cherry wood surround make a meaningful first impression. The light-filled eat-in kitchen with high-end appliances, granite countertops, glass backsplash, and custom cabinetry includes an island with seating for 4. The adjacent family room includes a 2nd fireplace and windows overlooking the private yard. A large dining room and China closet has French doors that open to the large mahogany deck overlooking the Gunite pool with Begium block steps and backyard. This home offers multi-functional rooms and has 2 home offices, ideal for those working from home. The 2nd floor master bedroom with spa-like ensuite, entirely marble with a his/hers shower, double sinks and soaking tub. The additional 4 bedrooms and 3 full bathrooms are down the hall. All bedrooms have custom closets and each bathroom has been redesigned with a special touch. Finally, the walk-out finished basement includes an entertainment area with wet bar, living area with fireplace, guest space, and full bath. A gorgeous heated Gunite pool with Belgium block steps and flat, private yard complete this exceptional property that borders 100 acre nature preserve.
108 Cliffield Rd, Bedford, NY 10506 is a 5 bedroom, 6 bathroom, 5,022 sqft single-family home built in 1987. It last sold for $1,750,000 on Apr 21, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,693,800, with a rent estimate of $7,012/month.

Home Details for 108 Cliffield Rd

Interior Features

Heating & Cooling
Heating: Baseboard, Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDryerMicrowave
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Vinyl
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 2.03 acres

Price and Tax history

DateEventPrice
Apr 21, 2021
Source: OneKey® MLS as distributed by MLS GRID #H6095429
Sold
$1,750,000
Mar 10, 2021
Source: Agent Provided
PriceChange
$1,785,000
Price increased by 1%
Feb 14, 2021
Source: OneKey® MLS as distributed by MLS GRID #H6095429
Pending
$1,775,000
Feb 8, 2021
Source: OneKey® MLS as distributed by MLS GRID #H6095429
PriceChange
$1,775,000
Price decreased by 1%
Dec 18, 2020
Source: Agent Provided
PriceChange
$1,785,000
Price decreased by 6%

Market trends in Bedford

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
25
3MoM

Around this home

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 Bedford

At least 31 Trulia users voted on each feature.

  • 97 % Say car is needed

  • 86 % Say parking is easy

  • 82 % Say it's quiet

  • 81 % Say yards are well-kept

  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • Jwhelancpa
    "The perfect, private family home on a cul de sac"
    0
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 108 Cliffield Rd

  • What is 108 Cliffield Rd estimated to be worth?
    Trulia's estimated value for 108 Cliffield Rd in Bedford, NY is $2,693,800.
  • What is the price history for 108 Cliffield Rd?
    108 Cliffield Rd in Bedford, NY last sold for $1,750,000 in April 2021.
  • Is Bedford a buyer's or seller's market?
    Bedford is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Bedford?
    Residents describe Bedford, NY as easy to park in, quiet, and well-kept. Most residents say you need a car. See recently sold homes in Bedford, NY.
  • Does 108 Cliffield Rd have air conditioning?
    Yes, 108 Cliffield Rd in Bedford, NY has air conditioning.
  • Does 108 Cliffield Rd have a pool?
    Yes, 108 Cliffield Rd in Bedford, NY has a pool.

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