28 Olive St, Winchester, MA 01890
$1,049,900 · For sale
- 3 bedrooms
- 2 bathrooms
- 1,783 sq ft
- Single Family
- Built 1963
- MLS #73595417
Welcome to 28 Olive Street, a renovated 3-bedroom, 2-bath ranch in Winchester with 1,783 square feet of finished living space and a top-to-bottom update that lets you move right in. The main level centers on an all-new, slightly expanded eat-in kitchen that opens to an adjacent living room. A wood-burning fireplace and shiplap accent wall anchor the living room. The main living level features refinished hardwood floors, all-new doors, trim, ceilings, and lighting, plus new central AC. Three bedrooms share a completely updated full bath. Downstairs, the finished lower level adds valuable flexible space. The spacious recreation room offers plenty of space for a media area, gym, or home office, plus a second full bathroom, recessed lighting, vinyl flooring, and its own mini-split for heating and cooling. A separate utility room keeps storage, laundry, and mechanicals out of sight. The big-ticket items are done: new roof, windows, siding, electrical service, and exterior doors. The 6,527-square-foot corner lot has a private driveway, new entry stairs, and a crisp new white vinyl fence surrounding the entire property. With the heavy lifting already complete, 28 Olive Street is a rare chance to own in Winchester without the projects.
About this address
28 Olive St is a 3-bedroom, 2-bath single-family home for sale in Winchester, MA 01890 with 1,783 square feet, asking $1,049,900. It was built in 1963. It has been on our site since October 27, 2026.
The median asking price among the 8 other 3-bedroom single-family homes for sale in Winchester is $1,061,500. This one asks about the same. At $589 a square foot, it compares with a median of $547 among the 42 other single-family homes for sale in Winchester with a stated size.
This home is assessed at $824,700 for fiscal year 2026. The assessor lists a lot of 0.15 acres.
It scores 88 out of 100 for walkability, from how close everyday places are.
The closest train or subway stop is Winchester Center (MBTA Lowell Line), about 0.7 miles away. The closest bus stop is 757 Main St (MBTA route 134), about 0.4 miles away.
The closest public schools by level are Muraco Elementary (0.2 miles), McCall Middle (0.8 miles) and Winchester High School (0.3 miles). The district decides which school serves an address.
Listing information from MLS Property Information Network (MLS PIN), MLS #73595417, deemed reliable but not guaranteed. Prices are compared with other homes listed on this site today. Trains and buses come from the transit agencies’ published schedules and schools from the National Center for Education Statistics. Distances are straight-line. Assessed values and past sales are public records from municipal assessors, published by MassGIS. An assessed value is set for taxation and may differ from market value.
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