26 Chestnut Street
Rye, NY 10580
5 Beds
5 Baths
4,578 sqft
5 Beds
5 Baths
4,578 sqft
Local Information
- Map ViewExplore the area around 26 Chestnut Street.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
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). It is currently off market. The Trulia Estimate is $2,860,500, with a rent estimate of $7,714/month.
Home Highlights
Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago
Home Details for 26 Chestnut Street
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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) |
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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 |
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Cumulative Days on Market: 51 |
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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 |
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Price List Price: $2,895,000 |
Status Change & Dates Off Market Date: Sat Apr 26 2025 |
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MLS Status: Sold |
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Direction & Address City: Rye |
School Information Elementary School: OsbornJr High / Middle School: Rye Middle SchoolHigh School: Rye High SchoolHigh School District: Rye City |
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Building Area Building Area: 4578 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 9583 sqft |
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Special Conditions: None |
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Listing Agreement Type: Exclusive Right To Sell |
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BasementMls Number: 826282Attic: Pull StairsAttribution Contact: 914-967-7680Showing Requirements: Call Listing Office, Lockbox, Showing Service |
Last check for updates: about 4 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
Price History for 26 Chestnut Street
| Date | Price | Event | Source |
|---|---|---|---|
| 07/06/2025 | $2,695,000 | Sold | OneKey® MLS as distributed by MLS GRID #826282 |
| 04/26/2025 | $2,895,000 | Pending | OneKey® MLS as distributed by MLS GRID #826282 |
| 03/06/2025 | $2,895,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #826282 |
| 11/30/2023 | $865,000 | Sold | N/A |
Market trends in Rye
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
41
6MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $17,850 |
Home facts updated by county records
Comparable Sales for 26 Chestnut Street
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.10 | Single-Family Home | $2,895,000 | 08/25/25 | 5 | 4.5 | 3,546 | |
0.33 | Single-Family Home | $3,500,000 | 07/28/25 | 5 | 4.5 | 3,952 | |
0.36 | Single-Family Home | $2,760,000 | 01/15/26 | 5 | 4.5 | 3,203 | |
0.33 | Single-Family Home | $3,352,000 | 06/17/26 | 5 | 4.5 | 4,423 | |
0.33 | Single-Family Home | $2,695,000 | 06/03/26 | 5 | 4.5 | 5,025 | |
0.64 | Single-Family Home | $2,850,000 | 10/29/25 | 5 | 4.5 | 4,335 | |
0.42 | Single-Family Home | $2,600,000 | 02/09/26 | 5 | 3.5 | 3,309 | |
0.52 | Single-Family Home | $3,200,000 | 07/06/26 | 6 | 5.5 | 3,902 | |
0.33 | Single-Family Home | $3,275,000 | 07/06/26 | 4 | 4.5 | 2,397 | |
0.44 | Single-Family Home | $2,200,000 | 01/15/26 | 6 | 3.5 | 3,841 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKETJulia B Fee Sothebys Int. Rlty
SOLDJUN 26, 2026Julia B Fee Sothebys Int. Rlty
SOLDJAN 26, 2026Houlihan Lawrence Inc.
OFF MARKETCompass Greater NY, LLC
OFF MARKETJulia B Fee Sothebys Int. Rlty
OFF MARKETJulia B Fee Sothebys Int. Rlty
OFF MARKETCorcoran Legends Realty
Assigned Schools
These are the assigned schools for 26 Chestnut Street.
- Midland School
- K-5
- Public
- 482 Students
9/10GreatSchools RatingParent Rating AverageI met with the assistant principal for a tour of the school and to have my questions answered. I could clearly see what some of the parents are saying here with regards to lack of sensitivity. She was very rude and disrespectful. I had to check her by saying "I thought I would be asking the questions". She made no effort to understand my priorities, and when I finally got a few words in edge wise, she did not have the answers for me. I asked if I could meet with a teacher another day that could answer the specifics of the classroom, and it was a stern no. If this is how day one is with a grown up, I surely won't throw my little ones into this!Other Review10y ago - Rye High School
- 9-12
- Public
- 888 Students
10/10GreatSchools RatingParent Rating AverageIn my experience with my children who attend the HS, the school system, administration, staff and security are among the best in the state. The School offers a wide range of AP courses, electives, clubs, sports and music programs. The teachers are all very knowledgeable, friendly, supportive, and are always there to answer question, and many have after school X periods to help with homework. The sports programs are competitive, but well run and inclusive. There is very little mean spiritedness or bullying. Most students are enthusiastic about their classes and are college ready for top schools when graduating. I would highly recommend this school. 10/10Parent Review2y ago - Rye Middle School
- 6-8
- Public
- 634 Students
7/10GreatSchools RatingParent Rating AverageI honestly didn't like this school at all. I have to deal with rude people who make stupid and ignorant jokes. New kids often feel the pressure of being the perfect "rye child". Which is not for everyone.Other Review12y ago 
Check out schools near 26 Chestnut Street.
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.
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Berkshire Hathaway HomeServices New York Properties
Homes for sale near 26 Chestnut Street
Listing by: Berkshire Hathaway HS NY Prop
2.58 ACRESListing by: Julia B Fee Sothebys Int. Rlty
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SOLDJUL 17, 2026Houlihan Lawrence Inc.
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SOLDJUL 15, 2026Compass Greater NY, LLC
SOLDJUL 15, 2026Houlihan Lawrence Inc.- See more homes for sale inRye
Based on information submitted to the MLS GRID as of 2026-07-19 01:33:20 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