4 Oakland Cir, Winchester, MA 01890 - Photo 1

1/1

$1,651,000

Sold
Closed
Single Family
3 Beds
2 Full Baths
2,368 Sq. Ft.
0.23 Acres
1 Car Garage

1/1

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.

Full Property Details

Full Property Details for 4 Oakland Cir

General

Sold For: $1,651,000
Taxes: $16,199 (2025)
Status: Closed
Type: Single Family
MLS ID: 73426639
Added to Site: 133 day(s) ago

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2
Bathroom 1: First
Bathroom 2: Second

Bedrooms

Total Bedrooms: 3
Primary Bedroom: Second
Bedroom 2: First
Bedroom 3: Second

Other Rooms

Living Room: First
Kitchen: First
Office: First

Parking

Garage: Yes
Garage Spaces: 1
Parking Features: Attached, Paved Drive, Off Street, Paved

Location

County: Middlesex

Structural Information

Architectural Style: Colonial
Basement: Yes
Square Feet: 2,368
Year Built: 1951

Lot Features

Lot Size (Acres): 0.23

Financial Considerations

Tax Amount: $16,199
Tax Year: 2025

Disclosures and Reports

Exclusions: Some Furniture For Sale See Attached.
Disclosures/Rstr.: Buyers and agents must verify all information and perform their own due diligence. Subject to seller finding suitable housing. The house will be sold as-is, and the seller will not be making any repairs. Inspections will be for informational purposes only. Window Air conditioners to convey.
Property ID: M:007 B:0112 L:0, 896310

Listed by Redfin Corp., Surabhi Rathi
Sold by Gibson Sotheby's International Realty, Susan Condrick

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Listing agent

— 4 Oakland Cir —

Surabhi Rathi

Redfin Corp.

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Schools

Schools serving 4 Oakland Cir

School District:Winchester School District, Winchester, MA

Name	Grades	Distance
Ambrose Elementary School 27 High Street, Winchester, MA 01890	K-5	0.8 mi
Mccall Middle School 458 Main Street, Winchester, MA 01890	6-8	0.6 mi
Winchester High School 80 Skillings Road, Winchester, MA 01890	9-12	1 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4 Oakland Cir

Date

Details

Price

Change

Source

10/17/2025

Sold

$1,651,000

3.25%

MLS

9/05/2025

Listed

$1,599,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Total Bath
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5
Beds
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Total Baths
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Sq. Ft.

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Beds
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Total Baths
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Sq. Ft.

Listed by The Marrocco Group

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6
Beds
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Total Baths
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Sq. Ft.

4 Oakland Cir, Winchester, MA 01890 (MLS# 73426639) is a Single Family property that was sold at $1,651,000 on October 17, 2025. Want to learn more about 4 Oakland Cir? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

4 Oakland Cir Winchester, MA 01890