7 Flagler Dr, Rye, NY 10580
OFF MARKET

7 Flagler Dr
Rye, NY 10580

  • 6 Beds
  • 8 Baths
  • 6,500 sqft (on 1.17 acres)

$4,450,600

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $27,176/mo*
Refinance Your Home

$4,450,600

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $27,176/mo*
Refinance Your Home
6 Beds
8 Baths
6,500 sqft
(on 1.17 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

Superbly located on a quiet corner in the prestigious Flagler Matthews Estate area, elegant iron gates open to the breathtaking circular drive and sweeping mature landscaping at this stately, stucco colonial on.1.1 idyllic acres with exquisite pool/ hot tub, pool house, pond and putting green!An impressive columned front entrance includes a double front door opening to the two-level grand entrance hall, accented by its gleaming marble floors and architectural detailing. A marble powder room is conveniently located here.Prepare to be awed at the expansive and gracious living room with multiple seating areas, striking mahogany wall with built-ins, a distinctive fireplace, corner wet bar for easy entertaining and French doors to the welcoming open-beamed stone terrace. Beyond the terrace is the beautiful pool and hot tub, bordered by the magnificent pool house with 3 tastefully decorated rooms plus a back patio which overlooks the putting green and the picturesque pond.The formal dining room opens to both the front hall and to the extraordinary adjacent gourmet kitchen with granite counters, island with second sink and seating, an inviting circular breakfast area with dramatic peaked ceiling plus a convenient door to the stone terrace...perfect as a summer dining room! A side hall includes the laundry room, maid/nanny room with bath, a mudroom with many marvelous custom cabinets, exterior door and entrance to the 3-car garage!A wonderful flow continues from the kitchen into the adjacent sun-drenched family room with fireplace and luxurious built-ins.Tranquil grandeur awaits one in the captivating master suite with its impressive moldings, adjacent sun-drenched sitting room with tray ceiling, built-in entertainment center and French doors to terrace. The dressing room is bordered by two expansive walk-in closets, three additional closets and a spacious spa bath with marble walls and floors, Jacuzzi and double shower. A door opens from both the master suite and the entrance hall to a superb mahogany library with coiffured ceiling, built-in desk, custom cabinetry and marvelous mahogany border. An attached, exterior full bath, convenient for both pool and outdoor guests, is accessed from the first floor patio.A graceful circular staircase ascends to the open balcony of the second floor. Two bedrooms share the skylit full bath between them. An additional bedroom includes a private new bath with skylight... and a sumptuous new recreation room or fourt
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
No Info

Home Details for 7 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: 1987
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

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

Community

Units in Building: 1

Lot Information

Lot Area: 1.17 acres

Price History for 7 Flagler Dr

DatePriceEventSource
12/19/2013$3,550,000Sold
OneKey® MLS as distributed by MLS GRID #H3331396
10/18/2013$3,695,000Listed For SaleAgent Provided
01/15/2010$3,200,000Sold
N/A
10/04/2009$3,895,000ListingRemovedAgent Provided
05/22/2009$3,895,000PriceChange
Agent Provided
02/18/2009$3,995,000PriceChange
Agent Provided
11/30/2008$4,395,000PriceChange
Agent Provided
06/19/2008$4,975,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax
Assessment$33,900
Home facts updated by county records

Comparable Sales for 7 Flagler Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Lakeside Drive, Rye, NY
0.17
Single-Family Home
$2,400,000
04/07/26
5
8
6,629
325 Highland Road, Rye, NY
0.28
Single-Family Home
$3,950,000
09/23/25
4
5
4,687
472 Purchase Street, Rye, NY
0.30
Single-Family Home
$2,856,651
07/17/25
6
4.5
5,243
1 Polly Pk Road, RYE, NY
0.33
Single-Family Home
$2,100,000
09/26/25
5
5.5
5,789
73 Park Drive S, Rye, NY
0.44
Single-Family Home
$7,200,000
11/10/25
6
7
8,585
15 Hillside Rd, Rye, NY
0.31
Single-Family Home
$1,100,000
07/08/25
6
5
4,593
53 Park Drive S, Rye, NY
0.70
Single-Family Home
$6,700,000
05/22/25
6
7.5
9,248
8 Pheasant Drive, Rye, NY
0.33
Single-Family Home
$2,410,000
06/27/25
4
3
4,358
26 GRISWOLD Road, Rye, NY
0.58
Single-Family Home
$4,300,000
09/10/25
5
5
6,545
6 Club Rd, Rye, NY
0.76
Single-Family Home
$3,500,000
06/09/25
4
4
3,502

Assigned Schools

These are the assigned schools for 7 Flagler Dr.
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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

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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7 Flagler Dr, Rye, NY 10580 is a 6 bedroom, 8 bathroom, 6,500 sqft single-family home built in 1987. This property is not currently available for sale. 7 Flagler Dr was last sold on Dec 19, 2013 for $3,550,000. The current Trulia Estimate for 7 Flagler Dr is $4,450,600.