108 Cliffield Rd, Bedford, NY 10506
OFF MARKET

108 Cliffield Rd
Bedford, NY 10506

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

$2,587,100

Trulia Estimate
as of Jun 2, 2026
Est. Refi. Payment $16,029/mo*
Refinance Your Home

$2,587,100

Trulia Estimate
as of Jun 2, 2026
Est. Refi. Payment $16,029/mo*
Refinance Your Home
5 Beds
5.5 Baths
5,022 sqft
(on 2.03 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

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

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 History for 108 Cliffield Rd

DatePriceEventSource
04/21/2021$1,750,000Sold
OneKey® MLS as distributed by MLS GRID #H6095429
03/10/2021$1,785,000PriceChange
Agent Provided
02/14/2021$1,775,000PendingOneKey® MLS as distributed by MLS GRID #H6095429
02/08/2021$1,775,000PriceChange
OneKey® MLS as distributed by MLS GRID #H6095429
12/18/2020$1,785,000PriceChange
Agent Provided
11/12/2020$1,895,000PriceChange
Agent Provided
10/19/2020$1,999,000Listed For SaleAgent Provided
05/29/2020$560,000Sold
OneKey® MLS as distributed by MLS GRID #H6037383
04/30/2020$599,999Listed For SaleAgent Provided
07/30/2019$700,000ListingRemovedAgent Provided
04/27/2019$700,000PriceChange
Agent Provided
08/30/2018$1,265,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax
Assessment$2,219,550
Home facts updated by county records

Comparable Sales for 108 Cliffield Rd

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
5 Grove Road, Bedford, NY
0.53
Single-Family Home
$1,300,000
06/03/25
4
2.5
3,800
46 Middle Patent Road, Bedford, NY
0.89
Single-Family Home
$1,747,800
06/09/25
5
3.5
3,324
17 Mianus Bluff Drive, Bedford, NY
1.10
Single-Family Home
$2,000,000
07/31/25
5
4.5
5,200
908 Old Post Road, Bedford, NY
0.74
Single-Family Home
$1,930,000
04/15/26
4
4.5
3,050
77-85 Indian Hill Road, Bedford, NY
0.55
Single-Family Home
$4,600,000
06/23/25
5
4.5
4,186
319 Pound Ridge Road, Bedford, NY
0.50
Single-Family Home
$900,000
04/15/26
2
2.5
3,120
107 Middle Patent Road, Bedford, NY
1.13
Single-Family Home
$1,750,000
08/04/25
6
4
3,510
101 Appleby Drive, Bedford, NY
0.79
Single-Family Home
$1,200,000
10/03/25
4
2.5
2,610

Nearby homes

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Assigned Schools

These are the assigned schools for 108 Cliffield 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

  • 63 % 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.
  • 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
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  • 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
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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."
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108 Cliffield Rd, Bedford, NY 10506 is a 5 bedroom, 6 bathroom, 5,022 sqft single-family home built in 1987. This property is not currently available for sale. 108 Cliffield Rd was last sold on Apr 21, 2021 for $1,750,000. The current Trulia Estimate for 108 Cliffield Rd is $2,587,100.