263 Highland Ave Winchester, MA ^$ 1,649,000

263 Highland Ave

^$ 1,649,000

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263 Highland Ave

Winchester, MA, 01890

^$ 1,649,000

Bedrooms4 Baths2.2 Sq 3,343

Monthly Estimate*

^$ 10,153

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Single Family Home for sale in Winchester, MA

for $1,649,000 with 4 bedrooms and 2 full baths, 2 half baths. This 3,343 square foot home was built in 1894 on a lot size of 0.13.

Exceptional Victorian era gem, steps from Town Center, schools, commuter rail, and the Fells! This spacious period home seamlessly blends modern elegance with timeless charm. It’s special features include: an inviting farmer’s porch, generous living and dining rooms well-suited for entertaining, first floor family room, covered porch for al fresco dining, primary suite with ensuite bath, home office, sun room, central AC (8 mini-splits), Lochinvar heating sys (2025), hardwood floors, 3 fireplaces, and more. The stunning kitchen combines function, design, and quality showcasing custom cabinets, granite countertops, stainless appliances, and tasteful lighting. Bring your design ideas for the third floor and personalize the space for your needs. The lower level, with an outside entrance and a half bath, is well suited for an in-law suite, or au pair accommodations. The lovely backyard with its Zen Garden includes many thoughtfully organized plantings and flowering trees. Welcome home!

Single Family Active

Price

^$ 1,649,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 18,383

Style

Victorian,Colonial Revival

Lot Size

0.13

Year Built

1894

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73461480

List By

Seeme Moreira

Listing Agent

Coldwell Banker Realty - Lexington

Broker

Affordability Calculator

$11,685

Per Month

Monthly Principal & Interest: $10,153
Monthly Property Taxes: $1,532
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 ^$2,213,439

Percent of Sale Price 34%

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.

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Pricing History

Date	Price	Price Change	Description
1/6/2026	$1,649,000	-2.94%	Price Down
12/11/2025	$1,699,000		Listed Price

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263 Highland Ave, Winchester, MA, 01890 is a Single Family Home for sale at $1,649,000 with 3,343 sqft and a lot size of 0.13. 263 Highland Ave has 4 bedrooms, 2.2 baths, and was built in 1894. 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 2/1/2026.

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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263 Highland Ave

Single Family Home for sale in Winchester, MA

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