$1,599,000
4 Oakland Cir
Winchester, MA, 01890
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.
Property Details
Price:
$1,599,000
MLS #:
73426639
Status:
Active Under Contract
Beds:
3
Baths:
2
Address:
4 Oakland Cir
Type:
Single Family
Subtype:
Single Family Residence
City:
Winchester
Listed Date:
Sep 5, 2025
State:
MA
Finished Sq Ft:
2,368
Total Sq Ft:
2,368
ZIP:
01890
Lot Size:
10,019 sqft / 0.23 acres (approx)
Year Built:
1951
Schools
Interior
Bathrooms
2 Full Bathrooms
Cooling
Window Unit(s)
Fireplaces Total
1
Flooring
Flooring – Hardwood
Heating
Baseboard, Oil
Laundry Features
Electric Dryer Hookup, Washer Hookup, In Basement
Exterior
Architectural Style
Colonial
Community Features
Public Transportation, Shopping, Park, Medical Facility, Laundromat, House of Worship, Public School
Construction Materials
Frame
Exterior Features
Deck
Parking Features
Attached, Paved Drive, Off Street, Paved
Parking Spots
2
Roof
Shingle
Financial
Tax Year
2025
Taxes
$16,199
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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Courtesy of Mr. Chaddles Real Estate. 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.
4 Oakland Cir
Winchester, MA
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