1 Flagler Dr, Rye, NY 10580
OFF MARKET

1 Flagler Dr
Rye, NY 10580

  • 5 Beds
  • 5 Baths
  • 5,177 sqft (on 1 acre)

$2,846,300

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $17,775/mo*
Refinance Your Home

$2,846,300

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $17,775/mo*
Refinance Your Home
5 Beds
5 Baths
5,177 sqft
(on 1 acre)

Local Information

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

Description

Majestic brick French Provincial home set on a rolling acre in the distinguished Flagler-Mathews Brookside Estate. Grandly proportioned rooms comprise 5,177 sq ft of living space expanded by an additional 1,400 + sq ft finished lower level. Gracious sunken living room and dining room feature floor-to-ceiling windows. Stunning master bedroom suite w/ fireplace, dressing room and luxurious bath. Updated mechanical systems and a new roof round out this must see opportunity.
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
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 1 Flagler Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1984
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Brick
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price History for 1 Flagler Dr

DatePriceEventSource
08/12/2010$1,800,000Sold
N/A
11/30/2007$2,395,000ListingRemovedAgent Provided
11/14/2007$2,395,000Listed For SaleAgent Provided
08/02/2007$2,000,000Sold
N/A
05/13/1998$1,335,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax
Assessment$28,900
Home facts updated by county records

Comparable Sales for 1 Flagler Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1 Polly Pk Road, RYE, NY
0.28
Single-Family Home
$2,100,000
09/26/25
5
5.5
5,789
472 Purchase Street, Rye, NY
0.22
Single-Family Home
$2,856,651
07/17/25
6
4.5
5,243
14 Lakeside Drive, Rye, NY
0.22
Single-Family Home
$2,400,000
04/07/26
5
8
6,629
325 Highland Road, Rye, NY
0.18
Single-Family Home
$3,950,000
09/23/25
4
5
4,687
15 Hillside Rd, Rye, NY
0.34
Single-Family Home
$1,100,000
07/08/25
6
5
4,593
8 Pheasant Drive, Rye, NY
0.30
Single-Family Home
$2,410,000
06/27/25
4
3
4,358
526 Purchase Street, Rye, NY
0.32
Single-Family Home
$2,188,300
08/15/25
5
4.5
3,024
95 Dogwood Lane, Rye, NY
0.43
Single-Family Home
$2,702,000
12/08/25
5
2.5
2,949
17 Puritan Road, Rye, NY
0.86
Single-Family Home
$1,800,000
08/07/25
6
4.5
3,757
96 Mendota Avenue, Rye, NY
0.48
Single-Family Home
$1,750,000
02/02/26
5
3.5
3,223

Nearby homes

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Assigned Schools

These are the assigned schools for 1 Flagler Dr.
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 Rye

At least 150 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 84 % Say there's holiday spirit

  • 81 % Say kids play outside

  • 81 % Say yards are well-kept

  • 80 % Say people would walk alone at night

  • 77 % Say car is needed

  • 77 % Say parking is easy

  • 72 % Say it's quiet

  • 71 % Say streets are well-lit

  • 69 % Say it's walkable to restaurants

  • 66 % Say there's wildlife

  • 64 % Say they plan to stay for at least 5 years

  • 62 % Say there are sidewalks

  • 57 % Say neighbors are friendly

  • 56 % Say there are community events

  • 44 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Zjstempel
    "There are a lot of good public parks and nice sidewalks to walk on. also a lot of people own their own dogs"
    0
    Flag
  • Dbenzanava
    "Dogs owners would like it very much. There are special Dog bakeries & pet shops catering to your pet. "
    0
    Flag
  • Brianrollins1959
    "When we walk our dog.There is always someone else walking their dog.Every one usually picks up after their dog "
    0
    Flag
  • Brianrollins1959
    "I get on 287 in the AM . It’s a 15 minute ride to White Plains. But when l come home at 12:30pm . Every body is stressed out. And driving on my bumper. I have to watch because they almost running into me "
    3
    Flag
  • Felix Vazquez Jr
    "They send helpful information in the mailbox which allows us to find events that are happening in the town"
    2
    Flag
  • Trulia User
    "Very kid friendly - just note it’s not the Rye school system. Nice walking area around the Neightborhood"
    1
    Flag
  • Patricia I.
    "Halloween window displays on Puchase street by the school children. Christmas street fair on Purchase st."
    1
    Flag
  • Nickalvarez4
    "7 minutes to metro north. Good parking at train station. Trains on schedule. 37 min train ride in to Grand Central."
    0
    Flag
  • Ltifdle
    "Right now my commute is down the staircase. Otherwise very convenient to all highways (i287, hutch, i95) and trains to city."
    0
    Flag
  • Ltifdle
    "Homes have large yards where it’s safe for children to play. Stores and restaurants are conveniently nearby. Easy access to major roadways and trains to city."
    0
    Flag
  • Cleary.aileen
    "I live here and it’s really a great place to live , lots of great things go on here and great community spirit "
    1
    Flag
  • Rosemary
    "Green community lots of parks great schools. Nice main avenue luxury shopping. Bistro restaurants. Some Catholic Church around. "
    0
    Flag
  • Heatherosemusic
    "Grew up here with my grandma and I love it. It’s the quintessential suburbs with proximity to Manhattan, a quaint village, great schools, a beach, an amusement park and so much more. The ideal neighborhood to raise a family. "
    6
    Flag
  • Manonbartels2008
    "Short and easy, fast commute. Plenty of trains, on time and easy access. Parking at station is hard due to permit wait list."
    1
    Flag
  • Fernando
    "I love Rye. It is a very quiet and peaceful neighborhood. the place is nice with good restaurants. "
    1
    Flag
  • Trulia User
    "Rye has Metro North station with direct access to city. Also there are 2 major highways with 4 exits in Rye."
    1
    Flag
  • Dan K.
    "Extremely safe and well kept place to live and be! Definitely a higher price point than even other parts of Westchester, but it is what it promotes itself to be. "
    1
    Flag
  • Ltifdle
    "Wonderful neighborhood to raise a family. Can walk to the club for all types of sports year-round. Many choices for great schools. Close to town, doctors, worship."
    0
    Flag
  • Michael C.
    "Extremely beautiful every season. Very quiet, family friendly to a fault. Winding roads assure privacy and security. "
    3
    Flag
  • Lriddle
    "My neighborhood is convenient to Westchester county, greenwich / Stamford by car and or nyc by train."
    0
    Flag
  • John J.
    "It’s a pretty dog friendly neighborhood. Town park with great dog community few blocks away. Few places in town have water bowls out front. I’m guessing every 3rd house has dog. "
    2
    Flag
  • Lriddle
    "Storybook Main Street with shops and restaurants. Very convenient commuting to work opportunities in Westchester, Connecticut and nyc."
    0
    Flag
  • Cchidiya
    "everything is convenient and easily accessible even by foot. it's a beautiful neighborhood. people are friendly, restaurants are organic, shopping is amazing. there is always free parking everywhere."
    0
    Flag
  • Contessa1313
    "Best of all possible areas for schools, trains, buses, walking, bicyling, water sports, gardening,etc."
    0
    Flag

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1 Flagler Dr, Rye, NY 10580 is a 5 bedroom, 5 bathroom, 5,177 sqft single-family home built in 1984. This property is not currently available for sale. 1 Flagler Dr was last sold on Aug 12, 2010 for $1,800,000. The current Trulia Estimate for 1 Flagler Dr is $2,846,300.