307 Cross Street Winchester, MA ^$ 1,700,000

307 Cross Street

^$ 1,700,000

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Open House 5/1 11am - 12pm

307 Cross Street

Winchester, MA, 01890

^$ 1,700,000

Bedrooms5 Baths5.0 Sq 3,500

Monthly Estimate*

^$ 10,467

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Single Family Home for sale in Winchester, MA

for $1,700,000 with 5 bedrooms and 5 full baths. This 3,500 square foot home was built in 1986 on a lot size of 0.16.

Thoughtfully reimagined & expanded in 2019, this sophisticated colonial offers 5-6 bedrooms & 5 baths with a beautiful open floor plan - perfect for a growing family or multi-generational living. A striking granite kitchen with crisp white cabinetry, premium stainless appliances & oversized island flows seamlessly into the dining area - ideal for everyday living & refined entertaining. A fireplaced living room, office, bedroom & full bath complete this main level. Upstairs, two spacious bedrooms & a family bath complement a serene primary suite with spa-like bath amenities. The 3rd level offers an additional primary suite with luxurious soaking tub & flexible bonus space to use how you choose. A finished walk-out lower level with wet bar, bath, family room, exercise & play space adds further appeal. Acoustic windows enhance comfort throughout. Enjoy the one car garage, fully fenced yard, patio & deck - just moments to parks, town center, major routes, & Winchester's top-rated schools.

Open House

5/1/2026 11:00 AM - 12:00 PM

5/2/2026 11:30 AM - 1:00 PM

5/3/2026 12:00 PM - 1:30 PM

307 Cross Street 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

^$ 1,700,000

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 18,321

Style

Colonial

Lot Size

0.16

Year Built

1986

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73508927

List By

Dara Singleton

Listing Agent

Better Homes And Gardens Real Estate - The Shanahan Group

Broker

Affordability Calculator

$11,994

Per Month

Monthly Principal & Interest: $10,467
Monthly Property Taxes: $1,527
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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Nearby

Trends

Single family listings in Winchester, MA

Average List Price ^$2,418,791

Percent of Sale Price 42%

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
4/29/2026	$1,700,000		Listed Price

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307 Cross Street, Winchester, MA, 01890 is a Single Family Home for sale at $1,700,000 with 3,500 sqft and a lot size of 0.16. 307 Cross Street has 5 bedrooms, 5.0 baths, and was built in 1986. 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 5/1/2026.

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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307 Cross Street

Single Family Home for sale in Winchester, MA

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