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

$3,597,400

Trulia Estimate
  • 5 Beds
  • 5 Baths
  • 4,280 sqft (on 0.52 acres)

111 Osborn Rd, Rye, NY 10580

Est. Refi. Payment $22,953/mo*
Refinance Your Home
Currently Off Market - Sold Nov 19, 2018 for $2,123,000

Home Value

Trulia Estimate
$3.6M
Since last month
Decreased$60K (-1.6%)
Since last year
Increased$347K (+10.7%)
Since last sale
Increased$1M (+69.5%)
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 +66% in the last 10 years
MonthEstimated value
2026
August 2026$3.6M
August 2026$3.6M
July 2026$3.66M
June 2026$3.55M
May 2026$3.42M
April 2026$3.26M
March 2026$3.34M
February 2026$3.32M
January 2026$3.25M
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
76 Glen Oaks Drive, Rye, NY
0.14
Single-Family Home
$3,475,000
06/04/26
5
4.5
3,984
9 Walker Avenue, Rye, NY
0.25
Single-Family Home
$3,695,000
07/31/26
5
4.5
4,271
23 Florence Avenue, Rye, NY
0.11
Single-Family Home
$1,100,000
02/20/26
5
4.5
3,570
64 Bradford Avenue, Rye, NY
0.42
Single-Family Home
$3,325,000
08/18/26
4
3.5
4,380
25 Thorne Pl, Rye, NY
0.49
Single-Family Home
$3,550,000
02/12/26
5
3.5
4,496
50 Franklin Avenue, Rye, NY
0.35
Single-Family Home
$4,200,000
08/03/26
6
4.5
4,525
37 Colby Avenue, Rye, NY
0.37
Single-Family Home
$2,520,100
07/14/26
4
3.5
2,407
115 Coolidge Ave, Rye, NY
0.26
Single-Family Home
$1,725,000
10/20/25
4
3
2,800
47 Harding Dr, Rye, NY
0.10
Single-Family Home
$2,200,000
03/25/26
4
3
2,076
7 Morehead Drive, Rye, NY
0.49
Single-Family Home
$3,250,000
06/15/26
5
3.5
3,761

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
18 HARDING Drive, Rye, NY 10580
0.04
$2,520,400
4
2.5
2,290
Off Market
12 Harding Drive, Rye, NY 10580
0.07
$3,952,100
5
4.5
4,301
Off Market
4 Florence Avenue, Rye, NY 10580
0.09
$1,706,600
3
2.5
1,536
Off Market
8 Harding Drive, Rye, NY 10580
0.10
$3,517,100
5
4.5
4,475
Off Market
51 HARDING Drive, Rye, NY 10580
0.11
$3,590,800
4
4.5
4,413
Off Market
76 Glen Oaks Drive, Rye, NY 10580
0.14
$3,475,000
5
4.5
3,984
Recently Sold
101 Glen Oaks Drive, Rye, NY 10580
0.16
$2,667,700
5
4.5
3,016
Off Market
2 Harding Drive, Rye, NY 10580
0.14
$2,296,300
3
2.5
2,747
Off Market
155 Osborn Road, Rye, NY 10580
0.13
$2,307,700
4
3
2,381
Off Market
7 Drake Avenue, Rye, NY 10580
0.17
$1,873,400
4
3.5
2,305
Off Market
56 Hughes Avenue, Rye, NY 10580
0.21
$2,208,400
4
2.5
1,915
Off Market
18 Walker Avenue, Rye, NY 10580
0.23
$2,702,600
3
3
2,600
Off Market

Local Information

  • Map ViewExplore the area around 111 Osborn Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1927
0.52 acre lot
4,280 sqft
$841/sqft

About this House

This single-family home is located at 111 Osborn Rd, Rye, NY. 111 Osborn Rd is in Rye, NY and in ZIP code 10580. This property has 5 bedrooms, 5 bathrooms and approximately 4,280 sqft of floor space. This property has a lot size of 0.52 acres and was built in 1927.
111 Osborn Rd, Rye, NY 10580 is a 5 bedroom, 5 bathroom, 4,280 sqft single-family home built in 1927. It last sold for $2,123,000 on Nov 19, 2018. More recently, it was listed as a rental in April 2025 with an asking price of $19,000 per month. That rental listing was removed on April 30, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,597,400.

Home Details for 111 Osborn Rd

Interior Features

Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10
Appliances & Utilities
DryerWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1927
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
Parking: None

Community

Units in Building: 1

Lot Information

Lot Area: 0.52 acres

Price and Tax history

DateEventPrice
Apr 30, 2025
Source: OneKey® MLS as distributed by MLS GRID #844977
ListingRemoved
$19,000
Apr 4, 2025
Source: OneKey® MLS as distributed by MLS GRID #844977
Listed For Rent
$19,000
Aug 8, 2023
Source: Zillow Rentals
ListingRemoved
Jul 10, 2023
Source: Zillow Rentals
PriceChange
$19,000
Price decreased by 10%
Jun 8, 2023
Source: Zillow Rentals
Listed For Rent
$21,000

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 111 Osborn Rd

  • What is 111 Osborn Rd estimated to be worth?
    Trulia's estimated value for 111 Osborn Rd in Rye, NY is $3,597,400.
  • What is the price history for 111 Osborn Rd?
    111 Osborn Rd in Rye, NY last sold for $2,123,000 in November 2018.
  • 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 111 Osborn Rd have laundry facilities?
    Yes, 111 Osborn Rd in Rye, NY has in-unit laundry.
  • How big is the lot at 111 Osborn Rd?
    The lot at 111 Osborn Rd in Rye, NY is about 0.52 acres (22,520 sq ft).

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Apartments for Rent

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Off Market Homes Near 111 Osborn Rd

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