28 Olive St · Winchester

FOR SALE · MLS #73595417

$1,049,900

beds
3
baths
2
sqft
1,783

28 Olive St

Winchester, MA 01890

LOCATION

Property location

Directions

Loading map…

28 Olive St, Winchester, MA 01890Open Street View

Main St or Washington St to Cross St, turn onto Olive St.

Home type
Single Family Residence
Interior living area
1,783 sqft
Year built
1963
Lot size
6,527 sqft (about 0.15 acres)
Parking spaces
2
Price per sqft
$589/sqft

About this home

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.

Listed by Ethan Forrest · The Aland Realty Group LLC
MLS PIN #73595417 · Updated 11/2/2026, 11:27:00 AM ET

Facts & features

Home overview
Property subtype
Single Family Residence
Property category
Residential
MLS status
Active
Bedrooms
3
Full bathrooms
2
Half bathrooms
0
Total bathrooms
2
Total rooms
6
Living area
1,783 sqft
Living area source
Other
Above grade finished area
958 sqft
Below grade finished area
825 sqft
Building area
1,783
Building area units
Square Feet
Building area source
Other
Area includes basement
Yes
Area disclosures
lower level square footage is approximate. Discrepancy will not be negotiated
Main level bedrooms
3
Main level bathrooms
1
Interior & systems
Heating
Forced Air · Heat Pump · Natural Gas · Electric
Heating available
Yes
Heating zones
2
Cooling
Central Air
Cooling available
Yes
Cooling zones
2
Appliances
Gas Water Heater · Water Heater · Range · Dishwasher · Microwave · Refrigerator
Flooring
Hardwood
Laundry
Flooring - Vinyl · Recessed Lighting · Remodeled · In Basement
Basement
Full · Partially Finished · Interior Entry · Bulkhead · Concrete
Fireplace
Yes
Fireplaces
1
Fireplace features
Living Room
Electrical service
200+ Amp Service
Accessibility
No
Windows
Insulated Windows · Screens
Primary bathroom features
No
Room details

Primary bedroom

Level
Main,First
Features
Closet · Flooring - Hardwood · Window(s) - Bay/Bow/Box · Remodeled · Lighting - Overhead

Bedroom 2

Level
Main,First
Features
Closet · Flooring - Hardwood · Window(s) - Bay/Bow/Box · Remodeled · Lighting - Overhead

Bedroom 3

Level
Main,First
Features
Closet · Flooring - Hardwood · Window(s) - Bay/Bow/Box · Remodeled · Lighting - Overhead

Living room

Level
Main,First
Features
Flooring - Hardwood · Window(s) - Bay/Bow/Box · Exterior Access · Recessed Lighting · Remodeled

Family room

Level
Basement
Features
Bathroom - Full · Closet · Flooring - Vinyl · Window(s) - Picture · Exterior Access · Open Floorplan · Recessed Lighting · Remodeled

Kitchen

Level
Main,First
Features
Flooring - Hardwood · Window(s) - Bay/Bow/Box · Dining Area · Countertops - Stone/Granite/Solid · Cabinets - Upgraded · Exterior Access · Recessed Lighting · Remodeled · Stainless Steel Appliances

Bathroom 1

Level
Main,First
Features
Bathroom - Full · Bathroom - Tiled With Tub & Shower · Ceiling Fan(s) · Closet/Cabinets - Custom Built · Flooring - Stone/Ceramic Tile · Window(s) - Picture · Countertops - Stone/Granite/Solid · Recessed Lighting · Remodeled · Lighting - Overhead

Bathroom 2

Level
Basement
Features
Bathroom - Full · Bathroom - With Shower Stall · Ceiling Fan(s) · Closet/Cabinets - Custom Built · Flooring - Stone/Ceramic Tile · Countertops - Stone/Granite/Solid · Recessed Lighting · Remodeled · Lighting - Overhead

Price & tax details

Current asking price$1,049,900
Original asking price$1,049,900
Listed on2026-10-27
Days on market6
Tax record supplied by MLS
YearProperty taxAssessed value
2026$9,138$824,700

These records are supplied by the current listing. Assessed value is not market value; confirm taxes with the local assessor.

Mortgage calculator

Estimate principal and interest using the asking price and your loan assumptions.

Enter an interest rate to calculate. Down payment and term are editable.

Results include principal and interest, plus property tax and HOA when MLS lists them; home and mortgage insurance and utilities are excluded. Tax uses the amount in this listing; a buyer’s actual tax may differ with reassessment or residential exemptions. The rate is your assumption, not a current market quote or loan offer.

SCHOOLS & EDUCATION

Schools & performance

2026 MA DESE

School names, grades and state-reported measures are listed below.

Schools named in the listing

96DESE percentile

MLS-listed elementary

Muraco Elementary

Grades K · 1 · 2 · 3 · 4 · 5

Progress toward targets 97%

95DESE percentile

MLS-listed middle

McCall Middle

Grades 6 · 7 · 8

Progress toward targets 86%

97DESE percentile

MLS-listed high school

Winchester High School

Grades 9 · 10 · 11 · 12

Progress toward targets 88%

MLS school names do not guarantee attendance. Assignment can vary by school year, grade and admissions policy; confirm with the district before committing.
What do these numbers mean?

DESE accountability percentiles (1–99) compare schools administering similar assessments, using up to two years of indicators. These are not test scores out of 100 or GreatSchools 1–10 ratings. Progress toward targets is a separate state measure. Consider programs, support services and your child’s needs as well.

School names link to available school or district websites.

Information is deemed reliable but is not guaranteed. © 2026 MLS Property Information Network, Inc. All rights reserved.

Listings updated