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Property Description
Tucked away on a quiet cul-de-sac in a fantastic central location, this charming mid-century home offers easy access to I-10, I-65, schools, shopping, restaurants, and even Costco. The formal living and dining room combination is filled with natural light from the wall of windows, creating a bright and welcoming space for entertaining or everyday living. A separate family room provides additional living space and opens directly to a spacious patio, perfect for relaxing outdoors or hosting gatherings. The updated kitchen features granite countertops, stainless steel appliances, a gas stove, microwave, dishwasher, and attractive updated cabinetry. The refrigerator, washer, and dryer may remain with an acceptable offer, True to its 1960s design, this home offers three bedrooms on the main level with a functional and flexible layout, plus another bedroom on the lower level. The primary suite includes a private full bath, while the largest secondary bedroom could easily function as a second primary suite thanks to its direct access to the hall bath, which has 2 separate rooms- one has the vanities & 1 has the tub/shower combination & the commode. This bathroom also is shared with the hallway. Downstairs, a fourth bedroom or bonus room with two closets provides excellent space for guests, a home office, hobby room, or workout area. Outside, you'll appreciate the beautiful yard and established neighborhood setting. The double carport includes a generous storage area that could also serve as a workshop for projects and hobbies. Additional updates include the replacement of the carport and breezeway roofs in 2024-2025. With its blend of mid-century character, updated features, flexible floor plan, and convenient location, this home is ready for its next owner!! Home is available to close immediately with immediate occupancy! Year built is unknown. **Listing Broker makes no representation to accuracy of square footage. Buyer to verify. Any/All updates per seller(s).** Buyer
Full Property Details
Full Property Details for 4408 Winding Way
General
- Price: $300,000
- Taxes: $1,630
- Status: Active
- Type: Single Family
- Source: 934
- MLS ID: 398322
- Updated: 6/22/2026
- Added to Site: Today
Interior
- Interior Features: Breakfast Bar, Eat-in Kitchen, Bonus Room, Ceiling Fan(s)
- Fireplace(s): None
- Appliances: Dishwasher, Microwave, Gas Range, Refrigerator
- Flooring: Carpet, Tile, Laminate
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Primary Bathroom: Shower Only
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: 1st Floor Primary, Main
- Bedroom 2: Main
- Bedroom 3: Main
Other Rooms
- Kitchen: 11 x 11, Main, 121 Sq. Ft.
- Dining Room: Separate Dining Room
- Laundry: Main Level
Additional Information
- Shared Amenities: None
Parking
- Carports: Yes
- Carport Spaces: 2
- Covered Spaces: 2
- Parking Features: Attached, Double Carport
Location
- County: Mobile County
- Subdivision: Winding Way
- Cross Streets: Azalea Rd
- Driving Directions: East on Cottage Hill Rd to Right on Azalea Rd, to Right on Winding Way, House on Right.
School Information
- Elementary School: Kate Shepard
- Middle School: Chastang-Fournier
- High School: WP Davidson
Heating & Cooling
- Cooling Type: Ceiling Fan(s)
- Heating Type: Electric, Central
Structural Information
- Architectural Style: Traditional
- Exterior Const.: Brick
- Roof: Composition
- Stories/Levels: 1
- Building Size: 1996
- Square Feet: 1,996
- Sq. Ft. Source: Appraiser
- Property Condition: Resale
Lot Features
- Property View: None/Not Applicable
- Lot Size (Acres): 0.3106
- Lot Size (Sq. Ft.): 13,529.736
- Lot Dimensions: 49 x 18 x 32 x 126 x 150 x 12
- Fence: Yes
- Lot Features: Less than 1 acre, Subdivision
- Zoning: Single Family Residence
- Fencing (Description): Fenced
Water Features
- Water Front View: No Waterfront
Financial Considerations
- Tax Amount: $1,630
Disclosures and Reports
- Ownership: Whole/Full
- Legal Description: LOT 5 WINDING WAY RESUB MBK 15 P 23 #SEC 35 T4S R2W #MP28 07 35 4 000
- Property ID: 2807354000074XXX
- Block: 5
- Lot Number: 5
Listed by Roberts Brothers West
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Schools
Schools serving 4408 Winding Way
School District:Mobile County School District
| Name | Grades | Distance |
|---|---|---|
Kate Shepard Elementary School 3980 Burma Road, Mobile, AL 36693 | PK-5 | 0.6 mi |
Elizabeth S Chastang Middle School 2800 Berkley Avenue, Mobile, AL 36617 | K-5 | 6 mi |
WP Davidson High School 3900 Pleasant Valley Road, Mobile, AL 36609 | 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 4408 Winding Way
Date
Details
Price
Change
Source
6/22/2026
Listed
$300,000
7.18%
MLS
3/30/2023
Sold
$279,900
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 4408 Winding Way
Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,641
—
$26,730
—
2024
$1,645
40%
$26,800
38%
2023
$1,175
4%
$19,390
3%
2022
$1,134
-1%
$18,750
-1%
2021
$1,146
-41%
$18,940
-38%
2020
$1,942
-2%
$30,420
-3%
2019
$1,988
-5%
$31,300
-5%
2018
$2,083
215%
$32,800
105%
2017
$661
-3%
$15,980
-2%
2016
$680
-1%
$16,320
—
2015
$684
-1%
$16,380
-1%
2014
$693
-25%
$16,540
-2%
2013
$920
—
$16,860
—
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 4408 Winding Way
4408 Winding Way, Mobile, AL 36693 (MLS# 398322) is a Single Family property with 4 bedrooms and 2 full bathrooms. 4408 Winding Way is currently listed for $300,000 and was received on June 22, 2026. Want to learn more about 4408 Winding Way? Do you have questions about finding other Single Family real estate for sale in Mobile? You can browse all Mobile real estate or contact a Coldwell Banker agent to request more information.

