Massachusetts
Winchester
4 Oakland Cir

$1,599,000

4 Oakland Cir, Winchester, MA 01890

3 beds |
2 baths |
2,368 sqft

Single-Family Home
Built in 1951
10,019sqft lot
1 car garage
$675/sqft
Listed 28 days ago

Property Description

Welcome to 4 Oakland Circle, a spacious home tucked away on a desirable cul-de-sac in Winchester. Thoughtfully designed with oversized rooms and a versatile layout, this residence provides comfort and flexibility for a variety of lifestyles. The main level features expansive living and dining areas along with a 1st floor primary bedroom option that opens onto a private deck, plus a dedicated home office perfectly suited for remote work. Upstairs, the private primary bedroom offers a generous retreat, accompanied by a well-sized third bedroom. Large windows bring in abundant natural light, creating a warm and inviting atmosphere throughout. Step outside to enjoy the beautiful backyard, an ideal space for entertaining, gardening, or simply relaxing in a peaceful setting. With its generous floor plan, tranquil location, and close proximity to Winchester’s vibrant center, schools, this home presents an exceptional opportunity to enjoy both space and convenience.

Listing Status:: Pending
Date Added:: September 5, 2025 at 05:00AM
Listing Office:: Redfin Corp. : 617-340-7803
Listing Agent:: Surabhi Rathi : 781-820-9495
MLS ID:: 73426639

General: ClosetCloset/Cabinets - Custom BuiltHome Office
Laundry: Electric Dryer HookupWasher HookupIn Basement
Basement: Unfinished
Flooring: Flooring - Hardwood
A/C: Window Unit(s)
Heating: BaseboardOil
Fireplace: Living RoomFireplaceFireplaces: 1

General: Deck
Style: Colonial
Parking: AttachedPaved DriveOff StreetPaved

Roofing: Shingle
General: FrameConcrete Perimeter

Originating MLS: MLS Property Information Network
County: Middlesex

Zoning: RDBM:007 B:0112 L:0896310

Water: Public
Sewer: Public Sewer

Source: MLS Property Information Network
Exclusions: Some Furniture For Sale See Attached.

This listing courtesy of Surabhi Rathi, Redfin Corp.

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Lincoln Elementary School

161 Mystic Valley Pkwy, Winchester, MA, 01890

Grades KG-5

0.72 miles away

McCall Middle School

458 Main St, Winchester, MA, 01890

Grades 6-8

0.64 miles away

Winchester High School

80 Skillings Rd, Winchester, MA, 01890

Grades 9-12

1.08 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.