Date
Details
Price
Change
Source
4/22/2026
Listed
$1,549,000
—
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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$1,549,000 Just Listed
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Join us at 6 Oakland Circle on:
- Open House: 11:00 AM - 12:30 PM
Saturday 4/25 11:00 AM - 12:30 PM
6 Oakland Circle,Winchester, MA 018906 Oakland CircleWinchesterMA01890 - Open House: 12:00 PM - 1:30 PM
Sunday 4/26 12:00 PM - 1:30 PM
6 Oakland Circle,Winchester, MA 018906 Oakland CircleWinchesterMA01890
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Property Description
Location, location, location! Enjoy one-level living in this charming Ranch-style home, beautifully situated on a cul-de-sac, within walking distance to the vibrant Town Center. This exceptional property, lovingly maintained by the same owners for 50+ years, offers a large fireplaced living room with ample natural light, gracious dining room with built-in cabinets, tasteful new kitchen with quartz countertops and stainless appliances (2025), spacious primary bedroom with en-suite bath and cedar closet, 3 additional good-sized bedrooms, beautiful hardwood floors, central airconditioning, sunroom overlooking private backyard, mudroom, abundant storage space, and more. Bring your creative ideas for the large space in the lower level to personalize for your needs. The 2-car garage, motion-sensor lights, and the landscaped yard complete the picture. Welcome to Winchester with its highly rated schools, two commuter rail stations, Mystic Lakes, and the much-treasured Fells Reservation.
Full Property Details
Full Property Details for 6 Oakland Cir
General
- Price: $1,549,000
- Taxes: $15,014 (2026)
- Status: Active
- Type: Single Family
- Source: MLSPin
- MLS ID: 73505351
- Updated: 4/22/2026
- Added to Site: 1 day(s) ago
Interior
- Number of Rooms: 9
- Interior Features: Ceiling Fan(s), Sun Room, Mud Room
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Living Room
- Appliances: Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
- Flooring: Tile, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
- Main - Full Baths: 2
- Main - 1/2 Baths: 1
- Bathroom 1: Full Bathroom, Tiled Bathroom with Tub, First
- Bathroom 2: Full Bathroom, Tiled Bathroom with Shower Stall, First
- Bathroom 3: Bathroom - Half, Basement
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Yes, 18.00 x 14.00, First, 252 Sq. Ft.
- Bedroom 2: Closet, Hardwood Flooring, 12.00 x 11.00, First, 132 Sq. Ft.
- Bedroom 3: Closet, Hardwood Flooring, 14.00 x 11.00, First, 154 Sq. Ft.
- Bedroom 4: Custom-Built Closet/Cabinets, Hardwood Flooring, 13.00 x 11.00, First, 143 Sq. Ft.
Other Rooms
- Living Room: Hardwood Flooring, Bay/Bow/Box Window(s), 23.00 x 15.00, First, 345 Sq. Ft.
- Kitchen: Stone/Ceramic Tile Flooring, Upgraded Countertops, Remodeled, Stainless Steel Appliances, 16.00 x 13.00, First, 208 Sq. Ft.
- Dining Room: Custom-Built Closet/Cabinets, Hardwood Flooring, Bay/Bow/Box Window(s), 15.00 x 13.00, First, 195 Sq. Ft.
- Laundry: In Basement
Additional Information
- Year Round: Yes
Exterior
- Exterior Features: Patio, Rain Gutters, Sprinkler System
- Color: Brick Red
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Total Spaces: 4
- Parking Features: Attached, Paved Drive, Off Street, Paved
Location
- County: Middlesex
- Driving Directions: Grove Street to Oakland Circle
School Information
- Elementary School: Ambrose
- Middle School: Mccall Middle
- High School: Winchester High
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Air, Ductless
- Cooling Zones: 2
- Heating Type: Central, Baseboard, Oil
- Heating Fuel: Central, Baseboard, Oil
- Heating Zones: 2
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Style: Ranch
- Exterior Const.: Frame, Brick
- Basement: Yes
- Basement Desc.: Full, Partially Finished, Interior Entry
- Roof: Shingle
- Square Feet: 3,298
- Sq. Ft. Source: Measured
- Year Built: 1953
Lot Features
- Lot Size (Acres): 0.29
- Lot Dimensions: .29
- Frontage: Public
- Street/Road Desc.: Paved
- Lot Features: Cul-De-Sac, Level
Water Features
- Water Front Desc.: Lake/Pond, 1/2 to 1 Mile To Beach
Green Features
- Energy Efficient: Thermostat
Financial Considerations
- Price Per Sq. Ft.: $469.68
- Tax Amount: $15,014
- Tax Year: 2026
Disclosures and Reports
- Exclusions: None
- Disclosures/Rstr.: (1) Interior painted in 2026; (2) Lower level does not have direct heat; (3) 4th bedroom is being used as a home office.
- Property ID: M:007 B:0111 L:0, 896309
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.
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Schools
Schools serving 6 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 ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 6 Oakland Cir
Tax History
Tax History for 6 Oakland Cir
Year
Property Taxes
Change
Tax Assessment
Change
2025
$15,014
4%
$1,353,800
6%
2024
$14,505
4%
$1,280,200
8%
2023
$13,998
4%
$1,186,300
10%
2022
$13,467
3%
$1,076,500
6%
2021
$13,031
4%
$1,015,700
—
2020
$12,585
12%
$1,015,700
9%
2019
$11,249
3%
$928,900
4%
2018
$10,883
-1%
$892,800
—
2017
$10,964
15%
$892,800
9%
2016
$9,548
-4%
$817,500
—
2015
$9,924
10%
$817,500
14%
2014
$9,044
—
$714,400
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 6 Oakland Cir
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- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 3Total Baths
- 2,170Sq. Ft.
- Single Family
- Active
- Updated 6 days ago
- 3Beds
- 3Total Baths
- 2,247Sq. Ft.
- Single Family
- Active
- Updated 11 hours ago
- 5Beds
- 3Total Baths
- 2,912Sq. Ft.
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- Single Family
- Active
- Updated 6 days ago
- 6Beds
- 5Total Baths
- 4,312Sq. Ft.
Listed by Christine Pomer (617) 484-5839
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- Single Family
- Closed
- 4Beds
- 3Total Baths
- 3,279Sq. Ft.
Listed by The Marrocco Group
6 Oakland Circle, Winchester, MA 01890 (MLS# 73505351) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 6 Oakland Circle is currently listed for $1,549,000 and was received on April 22, 2026. This property is listed by Seeme Moreira from our Lexington/Winchester Regional Office.Want to learn more about 6 Oakland Circle? Do you have questions about finding other Single Family real estate for sale in Winchester Highlands? You can browse all Winchester Highlands real estate or contact a Coldwell Banker agent to request more information.