4 Leslie Road Winchester, MA ^$ 1,999,900

4 Leslie Road

^$ 1,999,900

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Open House 3/14 11am - 12:30pm

4 Leslie Road

Winchester, MA, 01890

^$ 1,999,900

Bedrooms5 Baths3.1 Sq 2,860

Monthly Estimate*

^$ 12,314

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Single Family Home for sale in Winchester, MA

for $1,999,900 with 5 bedrooms and 3 full baths, 1 half bath. This 2,860 square foot home was built in 1964 on a lot size of 0.64.

Set on a lush, private lot, this Royal Barry Wills home blends timeless design with extraordinary gardens. A welcoming mudroom opens to a cathedral-ceiling kitchen with slider framing views of the yard and perennial plantings. The dining room and front-to-back living room with fireplace and custom built-ins each offer sliders that extend living space outdoors and invite natural light throughout the day. A main-level primary suite also features direct garden access, creating a peaceful retreat with verdant views. Hardwood floors and classic detailing enhance the home’s warmth and architectural integrity. The second floor offers three bedrooms and two full baths thoughtfully arranged for comfort and privacy. Outside, a brick patio crafted from century-old Cambridge sidewalk pavers creates a storied setting for entertaining, surrounded by mature perennial gardens and a magnificent Dawn Redwood from the Arnold Arboretum, anchoring the landscape with beauty, scale, and distinction.

Open House

3/14/2026 11:00 AM - 12:30 PM

3/15/2026 11:00 AM - 12:30 PM

4 Leslie Road Winchester, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

^$ 1,999,900

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 21,473

Style

Colonial,Cape

Lot Size

0.64

Year Built

1964

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73481986

List By

Anne Spry

Listing Agent

Barrett Sotheby's International Realty

Broker

Affordability Calculator

$14,103

Per Month

Monthly Principal & Interest: $12,314
Monthly Property Taxes: $1,789
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Trends

Single family listings in Winchester, MA

Average List Price ^$2,571,312

Percent of Sale Price 29%

About Winchester, MA

22,228 Population

7% Since 2002

^$152,119 Median Income

45.68 Median Age

42% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
3/11/2026	$1,999,900		Listed Price

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4 Leslie Road, Winchester, MA, 01890 is a Single Family Home for sale at $1,999,900 with 2,860 sqft and a lot size of 0.64. 4 Leslie Road has 5 bedrooms, 3.1 baths, and was built in 1964. The property's zip code is 01890 which is in Winchester, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 3/13/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein.

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4 Leslie Road

Single Family Home for sale in Winchester, MA

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