14 Greenleaf St, Rye, NY 10580
Property image
Property image
OFF MARKET

14 Greenleaf St
Rye, NY 10580

  • 6 Beds
  • 3.5 Baths
  • 4,478 sqft (on 0.38 acres)

$3,742,700

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $23,505/mo*
Refinance Your Home

$3,742,700

Trulia Estimate
as of Jul 9, 2026
Est. Refi. Payment $23,505/mo*
Refinance Your Home
6 Beds
3.5 Baths
4,478 sqft
(on 0.38 acres)

Local Information

  • Map ViewExplore the area around 14 Greenleaf St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Quintessential RYE CITY Colonial that commands an elevated position on a private leafy street in popular Beaumont Park hamlet, just steps to town, train and schools. Period detailing meets designer chic in this 6-bed, 3.1 bath home, set amidst an enchanted garden bursting with specimen plantings and a large deck for entertaining. Boasting 4,478 sq ft for 4 levels of living space, including 760 sf of basement space. Featured in Westchester Magazine, the kitchen is sleek and modern SubZero and Viking appliances, French limestone floors and a sunlit breakfast area. Fresh and bright throughout with walls of windows from the period dining room, to the vast living room with fireplace, to the office/bar, and cozy family room. 4 bedrooms on the 2nd floor including the serene master, and a 3rd floor retreat with 2 walk-in-closets adjoining one bedroom & a 6th bed/flexible den. So many updates new roof, electric car charger in the 2-car garage, hardwood floors just move in!
14 Greenleaf St, Rye, NY 10580 is a 6 bedroom, 4 bathroom, 4,478 sqft single-family home built in 1923. It last sold for $2,500,000 on Jan 22, 2021. It is currently off market. The Trulia Estimate is $3,742,700, with a rent estimate of $9,786/month.

Home Highlights

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

Home Details for 14 Greenleaf St

Interior Features

Heating & Cooling
Heating: OtherHeating Fuel: Other
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Other

Exterior Features

Exterior Home Features
Roof: OtherExterior: Other

Property Information

Year Built
Year Built: 1923
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.38 acres

Price History for 14 Greenleaf St

DatePriceEventSource
01/22/2021$2,500,000Sold
OneKey® MLS as distributed by MLS GRID #H6034989
10/30/2020$2,645,000PendingOneKey® MLS as distributed by MLS GRID #H6034989
07/08/2020$2,645,000PriceChange
Agent Provided
05/14/2020$2,695,000Listed For SaleAgent Provided
01/14/2005$2,300,000Sold
N/A

Market trends in Rye

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
47
12MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$32,600
Home facts updated by county records

Comparable Sales for 14 Greenleaf St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
18 Holly Lane, Rye, NY
0.16
Single-Family Home
$2,536,277
09/04/25
5
3
2,854
14 Mendota Avenue, Rye, NY
0.40
Single-Family Home
$2,200,000
01/15/26
6
3.5
3,841
60 Grapal Street, Rye, NY
0.17
Single-Family Home
$2,600,000
02/09/26
5
3.5
3,309
80 Grapal Street, Rye, NY
0.13
Single-Family Home
$2,760,000
01/15/26
5
4.5
3,203
2 Lavender Lane, Rye, NY
0.26
Single-Family Home
$2,850,000
10/29/25
5
4.5
4,335
1 Ellis Ct, Rye, NY
0.35
Single-Family Home
$2,100,000
07/28/25
5
2.5
2,758
25 Seneca Street, Rye, NY
0.49
Single-Family Home
$2,200,000
03/13/26
6
3
3,171
15 Davis Avenue, Rye, NY
0.35
Single-Family Home
$4,500,000
07/08/26
6
4.5
5,214
76 Davis Avenue, Rye, NY
0.38
Single-Family Home
$3,600,000
06/29/26
4
3.5
4,217
19 Walnut Street, Rye, NY
0.31
Single-Family Home
$2,895,000
08/25/25
5
4.5
3,546

Nearby homes

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Assigned Schools

These are the assigned schools for 14 Greenleaf St.
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 people would walk alone at night

  • 81 % Say kids play outside

  • 81 % Say yards are well-kept

  • 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
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  • 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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Homes for sale near 14 Greenleaf St

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Off Market Homes Near 14 Greenleaf St

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