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263 Highland AveWinchester, MA 01890

For Sale

$1,649,000

Smart Buyer Rebate $8,245

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!

Listed by Seeme Moreira

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Coldwell Banker Realty - Lexington

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781-910-7443

Last updated January 10, 2026

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Source: MLSPin #73461480

Listing Facts

  • TypeSingle-family
  • NeighborhoodWinchester Town Center
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu50
  • Taxes$18,383/year
  • Size3,343 sqft
  • Price per sqft$493

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Parking

Location

Mortgage Calculator

Listing History

01/06/2026
Price Decreased
$1,649,000
12/10/2025
Listed by Coldwell Banker Realty - Lexington
$1,699,000

Property Details for 263 Highland Ave

Association

Amenities

  • Community Features: Public Transportation, Shopping, Walk/Jog Trails, Conservation Area, Highway Access, Public School, T-Station

Exterior

Construction

  • Roof: Shingle
  • Window Features: Window(s) - Bay/Bow/Box
  • Year Built: 1894
  • Year Built Details: Approximate
  • Architectural Style: Victorian, Colonial Revival
  • Exterior Features: Porch, Porch - Screened, Deck, Fenced Yard, Garden

Features

  • Fencing: Fenced
  • Patio And Porch Features: Porch, Screened, Deck
  • Road Frontage Type: Public

Measurements

  • Building Area Total: 3,343
  • Building Area Units: Square Feet
  • Lot Features: Corner Lot
  • Lot Size Acres: 0.13
  • Lot Size Area: 0
  • Lot Size Square Feet: 5,724
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:004 B:0065 L:0,895192
  • Tax Annual Amount: $18,383.00
  • Tax Assessed Value: $1,657,600.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
  • Fireplace Features: Dining Room, Living Room, Bedroom
  • Fireplace: Yes
  • Fireplaces Total: 3
  • Flooring: Wood, Tile, Carpet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
  • Interior Features: Bathroom - Half, Office, Sun Room, Den, Bonus Room, Bathroom

Measurements

  • Living Area: 3,343
  • Living Area Source: Public Record

Rooms

  • Basement: Full, Finished, Walk-Out Access, Interior Entry
  • Bathrooms Full: 2
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 12

Other

General

  • Exclusions: N/A

Parking

Parking

  • Covered Spaces: 1
  • Garage Spaces: 1
  • Garage: Yes
  • Open Parking Spaces: 2
  • Open Parking: Yes
  • Parking Features: Detached, Paved Drive, Off Street, Paved
  • Parking Total: 3

Schools

Elementary School

  • Elementary School: Lincoln Elementary

High School

  • High School: Winchester High

Middle or Junior School

  • Middle Or Junior School: Mccall Middle

Utilities

Equipment

  • Cooling: Ductless
  • Has Cooling: Yes
  • Electric: Circuit Breakers, 200+ Amp Service
  • Heating: Hot Water, Natural Gas
  • Has Heating: Yes
  • Laundry Features: First Floor
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 4 bathrooms in this single-family home at 263 Highland Ave.

What schools are nearby to 263 Highland Ave?

Nearby schools include the Lincoln Elementary, Mccall Middle, and Winchester High.

Does this single-family home have parking?

Yes, there is 1 parking space available for 263 Highland Ave.

What are the annual taxes for 263 Highland Ave?

Annual taxes for this single-family home are estimated at $18,383.

How does 263 Highland Ave compare to other single-family homes in Winchester Town Center?

This single-family home is listed 36% below the average price for single-family homes in Winchester Town Center and has been on the market for 22 more days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,343 sqft.

263 Highland Ave is a 4-bedroom, 4-bath single-family home for sale in Winchester MA 01890. Listed on Prevu for 50 days at $1,649,000. This includes a recent price decrease of $50,000. This home features 3,343 square feet of living space, located in Winchester Town Center. The median listing price for single-family homes in this area is $1,745,000. Nearby schools include Lincoln Elementary, Mccall Middle, and Winchester High. Additional amenities include private outdoor space, dishwasher, parking, and washer/dryer. View other single-family home listings in Middlesex County.

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.