$1,990,000

4 Chestnut St Winchester, MA 01890

$10,000
Closing credit¹
4 beds
4 full, 1 partial
4,474 sqft
0.3 acres
$445 / sqft
House

Property details

About 4 Chestnut St

Space to grow, room to gather, and a location that feels like home. Just blocks from Winchester’s town center, commuter rail, and nearby schools, this warm and distinctive home offers four levels of flexible living. A vaulted-ceiling living room sets the tone, while the custom kitchen features blue cabinetry, copper accents, and bold designer touches. One bedroom opens to a composite deck overlooking the fenced backyard—perfect for coffee while enjoying the view. The finished lower level adds space to work, host, or unwind. Updated systems and an attached two-car garage offer everyday ease. The sale is subject to a license to sell from the Probate and Family Court. Not an estate sale. Seller prefers up to two months of use and occupancy after closing. Property sold as is. Offers, if any due on Monday, June 30 at 4pm.

Highlights

Home typeSingle Family Residence
HeatingForced Air, Baseboard, Heat Pump, Natural Gas
StatusActive
(New)
CoolingCentral Air, Wall Unit(s), Heat Pump
Size4,474 sqft
BasementYes
Lot size0.3 Acres
Year built1959
ParkingAttached, Off Street
MLS #73396909
Attached garage2 spaces
WaterfrontLake Front
FireplaceLiving Room

Summary

  • Partial Bathrooms: 1
  • Full Bathrooms: 4
  • Appliances: Gas Water Heater, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Range Hood
  • Basement: Yes
  • Flooring Type: Wood, Tile, Laminate, Flooring - Hardwood
  • Interior: Bathroom - Full, Closet, Bathroom - Tiled With Shower Stall, Slider, Office, Sitting Room, Bathroom
  • Fireplace: Living Room
  • Total Bedroom Count: 4
  • Garage Space: 2 spaces
  • Attached Garage: Yes
  • Parking: Attached, Off Street
  • Waterfront: Lake Front
  • Exterior: Deck - Composite, Patio
  • Architectural Style: Split Entry
  • Heating: Forced Air, Baseboard, Heat Pump, Natural Gas
  • Cooling: Central Air, Wall Unit(s), Heat Pump
  • List Price: $1,990,000
  • Price/SqFt: $444
  • Annual Tax Amount: $19,398
  • Tax Year: 2024
  • Lot: Sloped
  • Directions: Main St. to Chestnut St.
  • Year Built: 1959
  • Living Area: 4,474 SqFt
  • Lot Size: 0.3 Acres
  • MLS Number: 73396909
  • MLS Name: MLS Property Information Network
  • Office Name: The Proper Nest Real Estate
  • Office Phone: (781) 797-4020
  • Listing Agent: Tyson Lynch

IDX Disclaimer: The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein. We may make use of information provided by users of this website - see our Terms of Use for more details on our privacy policy.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 6/27/2025, 8:45:28 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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4 Chestnut St, Winchester, MA 01890 - view of front of house featuring asphalt driveway, brick siding, an attached garage, a chimney, and roof with shingles

$1,990,000

4 Chestnut St

$10,000

closing credit¹

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0.5% sale price²

Price information

Property sales

We're sorry, we currently don't have property sales data for this listing.

Tax history

YearAssessmentProperty Tax
2024$1,712,100$19,398
2023$1,496,100$17,654
2022$1,382,200$17,291
2021$1,259,300$16,157
2020$1,259,300$15,603
2019$1,154,000$13,975

History based on county public records data.

Nearby schools

8

Lincoln Elementary School

Public District KG-5

0.4 mi

161 Mystic Valley Pkwy

8

Ambrose Elementary School

Public District KG-5

1.2 mi

27 High St

8

Muraco Elementary School

Public District KG-5

1.3 mi

33 Bates Rd

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $238,898. The majority of Winchester, MA residents have income $200k+ annually. Most families are married, with kids. Typical level of education for residents in this area is post secondary degree.

How much money do the neighbors make?

10%
<35k
14%
35k-100k
15%
100k-200k
61%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

15%
Single, No Kids
4%
Single, with Kids
32%
Married, No Kids
49%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

20%
<11 yrs old
12%
12-17 yrs old
8%
18-34 yrs old
49%
35-64 yrs old
11%
65+ yrs old

What do the neighbors do for fun?

  • Skiing/snowboardingSkiing/snowboarding
  • Men's TennisMen's Tennis
  • TennisTennis

Where do the neighbors shop?

  • NordstromNordstrom
  • BloomingdalesBloomingdales
  • Brooks BrothersBrooks Brothers

Where do the neighbors go to eat?

  • California Pizza KitchenCalifornia Pizza Kitchen
  • Bonefish GrillBonefish Grill
  • QdobaQdoba

What do the neighbors drive?

  • BMWBMW
  • LexusLexus
  • AcuraAcura

What do the neighbors listen to?

  • Talk/PersonalityTalk/Personality
  • NewsNews
  • SportsSports
All data provided by Home Junction and Claritas

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Frequently asked questions

About 4 Chestnut St

The listing price of 4 Chestnut St property is $1,990,000.

The property 4 Chestnut St is a house located in Winchester, Massachusetts, 01890.

Active Listing: 4 Chestnut St is For Sale (Active/New) which means the seller is accepting offers.

The nearby schools for 4 Chestnut St are: Lincoln Elementary School (GreatSchools Rating 8/10), Ambrose Elementary School (GreatSchools Rating 8/10), Muraco Elementary School (GreatSchools Rating 8/10), McCall Middle School (GreatSchools Rating 8/10), Gibbs School (GreatSchools Rating 6/10), Ottoson Middle School (GreatSchools Rating 9/10), Winchester High School (GreatSchools Rating 10/10), Medford High School (GreatSchools Rating 4/10), Arlington High School (GreatSchools Rating 8/10).

According to the records, the last property tax for 2024 is $19,398 (source: MLS/based on county public records data).

The property at 4 Chestnut St has 4 bedrooms and 4 full and 1 half bathrooms.

The property 4 Chestnut St is 4,474 SqFt (source: MLS/tax record).

The year of construction for 4 Chestnut St is 1959.

This home is located at 4 Chestnut St in Winchester, MA and zip code 01890. This 4,474 square foot home, which was built in 1959, sits on a 0.30 acre lot. Features: 4 bedrooms, 5 bathrooms. It has been listed on Rocket Homes since June 26, 2025 and is currently priced at $1,990,000.

While more than 6 listings in Winchester, MA in May 2025 were sold above asking price, there were more than 5 listings sold at asking price, and more than 7 were sold below. The number of listings in Winchester, MA increased by 23.8% between April and May 2025. While the average time on the market in May 2025 was 27 days, the median list price was $1,564,000.

From Rocket Homes Real Estate and based on county public records data.

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