155 Osborn Road, Rye, NY 10580
OFF MARKET

155 Osborn Road
Rye, NY 10580

  • 4 Beds
  • 3 Baths
  • 2,381 sqft

$2,307,200

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $11,771/mo*
Refinance Your Home

$2,307,200

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $11,771/mo*
Refinance Your Home
4 Beds
3 Baths
2,381 sqft

Local Information

  • Map ViewExplore the area around 155 Osborn Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This picture-perfect colonial cornering on a quiet cul-de-sac is a short walk to the train, school, & shops. A bright & spacious main level offers a large living room featuring a gas-burning fireplace w stone surround and mantel. The open kitchen/family room has island seating, stainless steel appliances, generous gathering space & butler's pantry/bar w add'l cabinetry, bar sink & double-drawer dishwasher. Formal dining room with French doors to side yard & brick patio that flows to wrap around deck, perfect for outdoor entertaining. Corner office/bedroom and full bath complete first floor. Second-floor primary suite w two walk-in closets, cedar closet & oversized bath. Two add'l bdrms & hall bath with classic soaking tub. Approx 700 sqft of walk up storage on 3rd floor. Lower level offers rec space, laundry room, utilities, storage & access to garage. Fully fenced yard with mature plantings for privacy year round. Additional Information: Amenities:Dressing Area,Marble Bath,Pedestal Sink,Soaking Tub,Stall Shower,HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Attached,
155 Osborn Road, Rye, NY 10580 is a 4 bedroom, 3 bathroom, 2,381 sqft single-family home built in 1955. It last sold for $1,931,029 on Jun 5, 2024 (19% above the $1,628,000 asking price). It is currently off market. The Trulia Estimate is $2,307,200, with a rent estimate of $7,920/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 155 Osborn Road

Interior Features

Interior Details
Basement: Partially Finished,Walk-Out AccessNumber of Rooms: 8Types of Rooms: Bedroom 1, Bedroom 2, Bedroom 3, Bedroom 4, Bathroom 1, Bathroom 2, Dining Room, Kitchen, Laundry, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2381 Square Feet
Appliances & Utilities
Utilities: Trash Collection PublicAppliances: Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Wine RefrigeratorDishwasherDisposalDryerLaundry: InsideMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: Blinds, Drapes, ScreensFlooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 2Levels: Multi/Split, TwoFloors: Hardwood
Security
Security: Security System

Exterior Features

Exterior Home Features
Patio / Porch: Deck, PatioFencing: FencedExterior: Mailbox
Parking & Garage
No CarportGarageParking Spaces: 2Parking: Attached,Garage Door Opener,Tandem
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1955Year Renovated: 2002
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: Batts Insulation, HardiPlank TypeNot Attached Property
Property Information
Not Included in Sale: Chandelier(s), See RemarksIncluded in Sale: Door Hardware, Light Fixtures, Oven/Range, Second Dishwasher, Second RefrigeratorParcel Number: 1400146017000010000010

Price & Status

Price
List Price: $1,628,000
Status Change & Dates
Off Market Date: Mon Feb 12 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: Rye
School Information
Elementary School: OsbornJr High / Middle School: Rye Middle SchoolHigh School: Rye High SchoolHigh School District: Rye City

Building

Building Area
Building Area: 2381 Square Feet

Community

Community Features: ParkNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 9583 sqft

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: H6287136Attic: Full, WalkupAttribution Contact: (914) 967-7680Showing Requirements: Lockbox

Additional Information

HOA Amenities: Park
Last check for updates: about 16 hours ago
Listed by Kendra Moran, (914) 356-4569
Houlihan Lawrence Inc., (914) 967-7680
Bought with: Kendra Moran, (914) 356-4569, Houlihan Lawrence Inc., (914) 967-7680
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6287136

Price History for 155 Osborn Road

DatePriceEventSource
06/05/2024$1,931,029Sold
OneKey® MLS as distributed by MLS GRID #H6287136
02/13/2024$1,628,000PendingOneKey® MLS as distributed by MLS GRID #H6287136
02/12/2024ListingRemovedOneKey® MLS as distributed by MLS GRID #H6287136
02/08/2024$1,628,000Listed For SaleOneKey® MLS as distributed by MLS GRID #H6287136

Market trends in Rye

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
41
6MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$21,300
Home facts updated by county records

Comparable Sales for 155 Osborn Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
37 Oakland Beach Avenue, Rye, NY
0.48
Single-Family Home
$1,825,000
09/19/25
4
2.5
2,660
7 Drake Avenue, Rye, NY
0.29
Single-Family Home
$1,737,500
09/05/25
4
3.5
2,305
9 Walker Avenue, Rye, NY
0.37
Single-Family Home
$1,400,000
07/30/25
5
4.5
4,271
17 Emerson Place, Harrison, NY
0.34
Single-Family Home
$1,705,000
05/29/26
3
2
2,372
56 Coakley Avenue, Harrison, NY
0.43
Single-Family Home
$1,611,000
06/26/26
3
3
2,457
51 HARDING Drive, Rye, NY
0.10
Single-Family Home
$3,302,000
07/23/25
4
4.5
4,413
1 Eldredge Place, Rye, NY
0.42
Single-Family Home
$2,195,000
08/14/25
4
3.5
3,070

Nearby homes

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Assigned Schools

These are the assigned schools for 155 Osborn Road.
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
    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
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Homes for sale near 155 Osborn Road

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Off Market Homes Near 155 Osborn Road

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Based on information submitted to the MLS GRID as of 2026-07-11 09:33:07 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information