Don't miss this beautifully updated upper-level apartment at 58 Oak Street, offering two floors of bright, spacious living in one of Winchester's most convenient locations! Combining modern updates with classic charm, this sun-filled home features hardwood floors throughout, high ceilings, central air conditioning, and in-unit laundry for everyday comfort.
The spacious eat-in kitchen offers ample cabinet space, gas cooking, and room for casual dining, while generous living areas provide flexible space for relaxing, entertaining, or working from home. Large bedrooms offer excellent closet space, and additional in-unit storage helps keep everything organized. Unwind outdoors on the spacious shared deck, with plenty of room for seating!
Available September 1, this unique apartment includes water, trash removal, common area snow removal and a private driveway with parking for up to four cars, and is cat-friendly. Ideally located just moments from Winchester Center, you'll enjoy easy access to the commuter rail, public library, restaurants, cafes, shopping, parks and more. Schedule your showing today!
Apartment for rent
$2,750/mo
58 Oak St, Winchester, MA 01890
2beds
1,300sqft
This listing now includes required monthly fees in the total monthly price. Price shown reflects the lease term provided. Learn more|
Apartment
Available Tue Sep 1 2026
Cats OK
Air conditioner, central air
In unit laundry
Off street parking
Central
What's special
Central air conditioningIn-unit laundryBeautifully updated upper-level apartmentSun-filled homeExcellent closet spaceHardwood floors throughoutRoom for casual dining
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
Heating
- Central
Cooling
- Air Conditioner, Central Air
Appliances
- Included: Dishwasher, Freezer, Microwave Oven, Oven, Refrigerator
- Laundry: In Unit
Features
- Flooring: Hardwood
Interior area
- Total interior livable area: 1,300 sqft
Property
Parking
- Parking features: Off Street
- Details: Contact manager
Features
- Patio & porch: Patio
Construction
Type & style
- Home type: Apartment
- Property subtype: Apartment
Utilities & green energy
- Utilities for property: Garbage, Water
Building
Management
- Pets allowed: Yes
Community & HOA
HOA
- Amenities included: Parking
Location
- Region: Winchester
Financial & listing details
- Lease term: 1 Year
Price history
| Date | Event | Price |
|---|---|---|
| 8/7/2026 | Listed for rent | $2,750$2/sqft |
Source: Zillow Rentals Report a problem | ||
Neighborhood: 01890
Nearby schools
GreatSchools rating
- 9/10Lynch Elementary SchoolGrades: PK-5Distance: 0.9 mi
- 9/10McCall Middle SchoolGrades: 6-8Distance: 0.6 mi
- 10/10Winchester High SchoolGrades: 9-12Distance: 0.2 mi







