$1,049,900
28 Olive St
Winchester, MA, 01890
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.
Property Details
Price:
$1,049,900
MLS #:
73595417
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Oct 27, 2026
Finished Sq Ft:
1,783
Total Sq Ft:
1,783
Lot Size:
6,527 sqft / 0.15 acres (approx)
Year Built:
1963
Schools
Elementary School:
Muraco
Middle School:
Mccall Middle School
High School:
Winchester High School
Interior
Above Grade Finished Area
958
Appliances
Gas Water Heater, Water Heater, Range, Dishwasher, Microwave, Refrigerator
Bathrooms
2 Full Bathrooms
Below Grade Finished Area
825
Cooling
Central Air
Fireplaces Total
1
Flooring
Hardwood
Heating
Forced Air, Heat Pump, Natural Gas, Electric
Laundry Features
Flooring – Vinyl, Recessed Lighting, Remodeled, In Basement
Main Level Bathrooms
1
Main Level Bedrooms
3
Exterior
Accessibility Features
No
Architectural Style
Ranch
Community Features
Public Transportation, Shopping, Park, Medical Facility, Laundromat, Highway Access, House of Worship, Public School, T-Station
Construction Materials
Frame
Exterior Features
Rain Gutters, Screens, Fenced Yard
Fencing
Fenced
Green Energy Efficient
Thermostat
Lot Features
Corner Lot, Cleared, Level
Open Parking Spaces
2
Open Parking YN
1
Parking Features
Paved Drive, Off Street, Paved
Parking Spots
2
Parking Total
2
Roof
Shingle
Window Features
Insulated Windows, Screens
Financial
Tax Year
2026
Taxes
$9,138
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Winchester as of Nov 08, 2026
55
Single Family Listed
65
Avg DOM
574
Avg $ / SqFt
$2,196,576
Avg List Price
Community
- Address28 Olive St Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
Similar Listings Nearby
Property Summary
- 28 Olive St Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $1,049,900 and features 3 beds, 2 baths, and has approximately 1,783 square feet of living space, and was originally constructed in 1963. The current price per square foot is $589. The average price per square foot for Single Family listings in Winchester is $574. The average listing price for Single Family in Winchester is $2,196,576. To schedule a showing of MLS#73595417 at 28 Olive St in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Compass. The property listing data and information 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 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 set forth herein.
28 Olive St
Winchester, MA