57 Osborn Rd, Rye, NY 10580
Property image
Property image
OFF MARKET

$2,842,100

Trulia Estimate
  • 5 Beds
  • 3.5 Baths
  • 3,526 sqft (on 0.71 acres)

57 Osborn Rd, Rye, NY 10580

Est. Refi. Payment $18,015/mo*
Refinance Your Home
Currently Off Market - Sold May 13, 2020 for $1,585,000

Home Value

Trulia Estimate
$2.84M
Since last month
Decreased$61K (-2.1%)
Since last year
Increased$197K (+7.5%)
Since last sale
Increased$1M (+79.3%)
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 +27% in the last 10 years
MonthEstimated value
2026
August 2026$2.84M
July 2026$2.9M
June 2026$2.83M
May 2026$2.76M
April 2026$2.64M
March 2026$2.73M
February 2026$2.67M
January 2026$2.65M
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
4 Fraydun Pl, Rye, NY
0.28
Single-Family Home
$1,600,000
09/10/25
5
3
2,453
37 Oakland Beach Avenue, Rye, NY
0.22
Single-Family Home
$1,825,000
09/19/25
4
2.5
2,660
7 Drake Avenue, Rye, NY
0.11
Single-Family Home
$1,737,500
09/05/25
4
3.5
2,305
23 Florence Avenue, Rye, NY
0.15
Single-Family Home
$1,100,000
02/20/26
5
4.5
3,570
115 Coolidge Ave, Rye, NY
0.29
Single-Family Home
$1,725,000
10/20/25
4
3
2,800
25 Thorne Pl, Rye, NY
0.36
Single-Family Home
$3,550,000
02/12/26
5
3.5
4,496
76 Glen Oaks Drive, Rye, NY
0.16
Single-Family Home
$3,475,000
06/04/26
5
4.5
3,984
9 Walker Avenue, Rye, NY
0.12
Single-Family Home
$3,695,000
07/31/26
5
4.5
4,271
64 Bradford Avenue, Rye, NY
0.37
Single-Family Home
$3,325,000
08/18/26
4
3.5
4,380
37 Colby Avenue, Rye, NY
0.32
Single-Family Home
$2,520,100
07/14/26
4
3.5
2,407

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
2 Harding Drive, Rye, NY 10580
0.04
$2,307,500
3
2.5
2,747
Off Market
8 Harding Drive, Rye, NY 10580
0.06
$3,517,100
5
4.5
4,475
Off Market
12 Harding Drive, Rye, NY 10580
0.09
$3,952,100
5
4.5
4,301
Off Market
7 Drake Avenue, Rye, NY 10580
0.11
$1,879,900
4
3.5
2,305
Off Market
18 HARDING Drive, Rye, NY 10580
0.12
$2,506,900
4
2.5
2,290
Off Market
18 Walker Avenue, Rye, NY 10580
0.13
$2,702,600
3
3
2,600
Off Market
9 Walker Avenue, Rye, NY 10580
0.12
$3,695,000
5
4.5
4,271
Recently Sold
429 Boston Post Road, Rye, NY 10580
0.13
$1,747,300
3
2
1,445
Off Market
76 Glen Oaks Drive, Rye, NY 10580
0.16
$3,475,000
5
4.5
3,984
Recently Sold
4 Florence Avenue, Rye, NY 10580
0.17
$1,690,700
3
2.5
1,536
Off Market
1 Eldredge Place, Rye, NY 10580
0.16
$2,380,800
4
3.5
3,070
Off Market
25 Glen Oaks Drive, Rye, NY 10580
0.19
$3,082,300
5
4.5
3,368
Off Market

Local Information

  • Map ViewExplore the area around 57 Osborn Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1920
Lot Size
0.71 acres
Living Area
3,526 sqft
Price/Sqft
$806

About this House

Open your door and walk your children across the street to one of Rye's award winning grammar schools. Easy walk to Rye High and Middle Schools, Rye Golf Club & Metro North.
Location, location, location!!! This wonderful country style Colonial has old world charm with modern conveniences. SET on .71 of an ACRE,(30,927 sq.ft.) with open floor plan. 2-way fireplace between eat-in kitchen and den. Architecturally unique in its design with a soaring beamed ceiling in the living room, highlighted by a handsome field stone fireplace, this home offers an easy and comfortable lifestyle. Hardwood floors, Central Air, 5 BRs. Spacious patio overlooks an expansive manicured backyard for active kids and all their friends. A GREAT OPPORTUNITY awaits you. TAXES successfully grieved. 2020 taxes will reflect a 11 Percentage reduction.
MOVE -IN Condition, INCREDIBLE Value at $1,795. If you are looking in Rye, anywhere near this price is worth a look!
57 Osborn Rd, Rye, NY 10580 is a 5 bedroom, 4 bathroom, 3,526 sqft single-family home built in 1920. It last sold for $1,585,000 on May 13, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,842,100, with a rent estimate of $14,729/month.

Home Details for 57 Osborn Rd

Interior Features

Heating & Cooling
Heating: GasAir ConditioningCooling System: CentralHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
AtticNumber of Rooms: 10
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood

Community

Units in Building: 1

Lot Information

Lot Area: 0.71 acres

Price and Tax history

DateEventPrice
May 13, 2020
Source: N/A
Sold
$1,585,000
Feb 7, 2020
Source: OneKey® MLS as distributed by MLS GRID #H4900239
Sold
$1,585,000
Nov 27, 2019
Source: Agent Provided
Pending
$1,795,000
Jul 22, 2019
Source: Agent Provided
PriceChange
$1,795,000
Price decreased by 7%
Mar 25, 2019
Source: Agent Provided
PriceChange
$1,925,000
Price decreased by 8%

Market trends in Rye

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.44M
Sale-to-List Price
105.3%
Price per sq ft
$743
Available listings
39
2MoM

Around this home

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
    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

LGBTQ Local Legal Protections

Frequently asked questions about 57 Osborn Rd

  • What is 57 Osborn Rd estimated to be worth?
    Trulia's estimated value for 57 Osborn Rd in Rye, NY is $2,842,100.
  • What is the price history for 57 Osborn Rd?
    57 Osborn Rd in Rye, NY last sold for $1,585,000 in May 2020.
  • Is Rye a buyer's or seller's market?
    Rye is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Rye?
    The median sale price in Rye is $2.44M.
  • Does 57 Osborn Rd have air conditioning?
    Yes, 57 Osborn Rd in Rye, NY has air conditioning.
  • Does 57 Osborn Rd have laundry facilities?
    Yes, 57 Osborn Rd in Rye, NY has in-unit laundry.

Explore by feature - Pet Friendly

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Off Market Homes Near 57 Osborn Rd

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