26 Chestnut Street, Rye, NY 10580
OFF MARKET

$2,936,900

Trulia Estimate
  • 5 Beds
  • 5 Baths
  • 4,578 sqft

26 Chestnut Street, Rye, NY 10580

Est. Refi. Payment $19,375/mo*
Refinance Your Home
Currently Off Market - Sold Jul 6, 2025 for $2,695,000

Home Value

Trulia Estimate
$2.94M
Since last month
Increased$45K (+1.5%)
Since last year
Increased$213K (+7.8%)
Since last sale
Increased$238K (+8.8%)
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 +250% in the last 10 years
MonthEstimated value
2026
September 2026$2.93M
August 2026$2.94M
July 2026$2.89M
June 2026$2.85M
May 2026$2.81M
April 2026$2.82M
March 2026$2.83M
February 2026$2.75M
January 2026$2.78M
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
80 Grapal Street, Rye, NY
0.36
Single-Family Home
$2,760,000
01/15/26
5
4.5
3,203
99 Central Avenue, Rye, NY
0.33
Single-Family Home
$3,352,000
06/17/26
5
4.5
4,423
56 Intervale Place, Rye, NY
0.33
Single-Family Home
$3,605,000
07/27/26
5
4.5
3,710
8 Walden Lane, Rye, NY
0.33
Single-Family Home
$2,695,000
06/03/26
5
4.5
5,025
227 Central Avenue, Rye, NY
0.39
Single-Family Home
$3,100,000
08/12/26
6
5.5
4,621
21 Loder Street, Rye, NY
0.32
Single-Family Home
$4,250,000
09/15/26
6
4.5
3,914
2 Lavender Lane, Rye, NY
0.64
Single-Family Home
$2,850,000
10/29/25
5
4.5
4,335
60 Grapal Street, Rye, NY
0.42
Single-Family Home
$2,600,000
02/09/26
5
3.5
3,309
40 Mendota Avenue, Rye, NY
0.52
Single-Family Home
$3,200,000
07/06/26
6
5.5
3,902
40 Wainwright Street, Rye, NY
0.33
Single-Family Home
$3,275,000
07/06/26
4
4.5
2,397

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
66 Central Avenue, Rye, NY 10580
0.02
$2,301,600
4
2.5
2,593
Off Market
20 Chestnut Street #5, Rye, NY 10580
0.02
$671,200
2
2
990
Off Market
20 Chestnut Street #3, Rye, NY 10580
0.02
$627,000
2
1
850
Recently Sold
15 Chestnut Street #A4, Rye, NY 10580
0.04
$530,000
2
1
1,100
Recently Sold
75 Orchard Avenue, Rye, NY 10580
0.06
$2,282,300
4
3.5
2,312
Off Market
5 Walnut Street #B-18, Rye, NY 10580
0.08
$414,300
1
1
700
Off Market
4 Walnut Street #A11, Rye, NY 10580
0.09
$475,000
2
1
900
Recently Sold
72 Orchard Avenue, Rye, NY 10580
0.09
$1,525,500
5
2
2,634
Off Market
46 Central Avenue, Rye, NY 10580
0.10
$1,917,800
3
3
2,281
Off Market
19 Walnut Street, Rye, NY 10580
0.10
$3,136,200
5
4.5
3,546
Off Market
88 Orchard Avenue Unit A, Rye, NY 10580
0.10
$2,543,600
5
4.5
3,471
Off Market

Local Information

  • Map ViewExplore the area around 26 Chestnut Street.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1962
4,578 sqft
$642/sqft
Garage

About this House

Welcome to 2025 living in the heart of Rye! This stunning Colonial offers a rare opportunity to enjoy modern construction in one of Rye’s walk-to-all neighborhoods. Steps from top-rated schools, the Rye Nature Center, and downtown shops, restaurants, and the train, this home is perfectly designed for today’s busy lifestyle—especially buyer's looking for comfort, convenience, and community. The open-concept layout centers around a stunning custom kitchen with top-of-the-line Thermador appliances, quartzite countertops, and an oversized island with seating—ideal for everyday living and entertaining. The sun-filled breakfast area flows into the spacious family room with a marble-surround fireplace and sliding doors that open to a bluestone patio and private backyard—perfect for summer BBQs, playing or relaxing outdoors. A formal living room and dining room, a private home office, and a full bath complete the main level. Upstairs, the luxurious primary suite features a tray ceiling, dual walk-in closets, and a spa-like bath with soaking tub, oversized shower, and radiant heated floors. Three additional bedrooms include a secondary ensuite, two bedrooms with a shared bath, and a convenient second-floor laundry room. The finished lower level adds even more space, offering a large recreation/playroom, bedroom, full bath, and a custom mudroom with built-ins, directly off the attached 2-car heated garage. Set on .22 professionally landscaped acres with mature trees, lush plantings, and a charming stone pathway, this home combines curb appeal with turnkey ease. With custom closets, two fireplaces, all-new systems, an unbeatable location, bespoke millwork and exceptional craftsmanship, this home delivers style and walkable convenience in the heart of Rye.
26 Chestnut Street, Rye, NY 10580 is a 5 bedroom, 5 bathroom, 4,578 sqft single-family home built in 1962. It last sold for $2,695,000 on Jul 6, 2025 (7% below the $2,895,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,936,900.
Last check for updates: about 16 hours ago
Listed by Joan O'Meara, (914) 329-5329
Houlihan Lawrence Inc., (914) 967-7680
Bought with: Mary K. Hawthorn Kmetz, (646) 352-1701, Houlihan Lawrence Inc., (914) 967-7680
Source: OneKey® MLS as distributed by MLS GRID, MLS#826282

Home Details for 26 Chestnut Street

Interior Features

Interior Details
Basement: FinishedNumber of Rooms: 10
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 5
Dimensions and Layout
Living Area: 4578 Square Feet
Appliances & Utilities
Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected, Water ConnectedAppliances: Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, Washer, Wine RefrigeratorDishwasherDryerLaundry: Laundry RoomMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Electric,Forced Air,RadiantHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric
Fireplace & Spa
Number of Fireplaces: 2Fireplace: Family Room, Gas, Living RoomHas a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Levels: Three Or MoreFloors: Hardwood
Security
Security: Security System, Smoke Detector(s)

Exterior Features

Exterior Home Features
Patio / Porch: Patio
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas Open ParkingParking Spaces: 2Parking: Attached,Driveway,Heated Garage
Frontage
Road Frontage: Municipal
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 51

Property Information

Year Built
Year Built: 1962Year Renovated: 2025
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: HardiPlank TypeNot Attached Property
Property Information
Condition: Updated/RemodeledIncluded in Sale: Appliances, Generator, Light FixturesParcel Number: 1400146010000020000010

Price & Status

Price
List Price: $2,895,000
Status Change & Dates
Off Market Date: Sat Apr 26 2025

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: 4578 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 9583 sqft

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 826282Attic: Pull StairsAttribution Contact: 914-967-7680Showing Requirements: Call Listing Office, Lockbox, Showing Service

Price and Tax history

DateEventPrice
Jul 6, 2025
Source: OneKey® MLS as distributed by MLS GRID #826282
Sold
$2,695,000
Apr 26, 2025
Source: OneKey® MLS as distributed by MLS GRID #826282
Pending
$2,895,000
Mar 6, 2025
Source: OneKey® MLS as distributed by MLS GRID #826282
Listed For Sale
$2,895,000
Nov 30, 2023
Source: N/A
Sold
$865,000

Market trends in Rye

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.43M
$54.17KMoM
Sale-to-List Price
—
Price per sq ft
$774
$32MoM
Available listings
32
9MoM

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

Based on information submitted to the MLS GRID as of 2026-09-15 13:38:20 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

Frequently asked questions about 26 Chestnut Street

  • What is 26 Chestnut Street estimated to be worth?
    Trulia's estimated value for 26 Chestnut Street in Rye, NY is $2,936,900.
  • What is the price history for 26 Chestnut Street?
    26 Chestnut Street in Rye, NY last sold for $2,695,000 in July 2025.
  • 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 $2.43M. That is up $54.17K from the prior month.
  • Does 26 Chestnut Street have air conditioning?
    Yes, 26 Chestnut Street in Rye, NY has air conditioning.
  • Does 26 Chestnut Street have laundry facilities?
    Yes, 26 Chestnut Street in Rye, NY has in-unit laundry.

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