Date
Details
Price
Change
Source
9/27/2026
Listed
$239,900
—
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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$239,900 Just Listed
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Property Description
Welcome to the highly sought-after gated community of Heritage Oak Park. Nestled among native oak trees and winding streets, this neighborhood offers a peaceful, country-like vibe while being just minutes from shopping, dining, medical facilities, and stunning Gulf beaches. The villa sits on a quiet cul-de-sac and features an open floor plan with 1,190 sq. ft. under air and 9'4" volume ceilings throughout. It comes furnished & includes 2 bedrooms, a den/bonus room that could serve as a third bedroom, 2 full baths, a spacious 2-car garage, and a welcoming screened front porch perfect for morning coffee. The great room flows seamlessly into the kitchen, making it ideal for entertaining. The kitchen features a breakfast bar, closet pantry, and comes fully equipped with appliances. The den/bonus room is off the kitchen and could also serve as a formal dining room, while the master bedroom boasts a large walk-in closet and an ensuite bath with dual sinks and a walk-in shower. The split-bedroom layout places the second bedroom and bath on the opposite side of the villa. The oversized garage includes a laundry tub, new full-size washer and dryer, pull-down stairs with flooring in the crawl space for storage, and even a generator. Tile flooring runs throughout, except carpet in both bedrooms. Updates include a new water heater (2021), A/C and heat (2021), shingle roof (2018), and accordion shutters (2021). This pet-friendly community welcomes golf carts and offers an active lifestyle with a full-time activities director and amenities such as a large clubhouse, heated pool, tennis courts, pickleball, bocce ball, shuffleboard, fitness room, lending library, and a scenic walking path around the lake.
Full Property Details
Full Property Details for 1425 Winding Oak Dr
General
- Price: $239,900
- HOA FEE: $217/month
- HOA FEE FREQ.: Quarterly
- Taxes: $3,949 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: C7531007
- Updated: Today (9/27/2026)
- Added to Site: Today
Rental Information
- Min. Lease: 3 Months
Interior
- Number of Rooms: 8
- Interior Features: Ceiling Fan(s), High Ceilings, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Walk-In Closet(s), Window Treatments
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
- Furnishings: Furnished
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 2
Other Rooms
- Laundry: In Garage
Additional Information
- Shared Amenities: Clubhouse, Fitness Center, Gated, Pickleball Court(s), Pool, Recreation Facilities, Security, Shuffleboard Court, Tennis Court(s), Vehicle Restrictions
- Pool Description: Gunite, Heated, In Ground
- Security/Safety: Gated Community, Security Gate, Smoke Detector(s)
Exterior
- Exterior Features: Hurricane Shutters, Irrigation System, Lighting, Rain Gutters
- Deck/Patio: Covered, Front Porch, Screened
- Porch/Patio/Deck: Covered, Front Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Door Opener, Garage Faces Side
Location
- Area: 33948 - Port Charlotte
- County: Charlotte
- Development Name: 33948 - Port Charlotte
- Subdivision: HERITAGE OAK PARK 04
- Driving Directions: 41N-Right on Cochran then Right on Quesada to Heritage Oak Park on the left-Follow Heritage Oak Blvd to Left on Winding Oak Dr. -Villa will be on the left.
- Direction Faces: Southwest
School Information
- Elementary School: Liberty Elementary
- Middle School: Murdock Middle
- High School: Port Charlotte High
Community
- Community Name: 33948 - Port Charlotte
- Community Features: Fishing, Lake, Buyer Approval Required, Clubhouse, Community Mailbox, Deed Restrictions, Fitness Center, Gated Community - No Guard, Golf Carts OK, Tennis Court(s)
- Optional Amenities: Clubhouse, Fitness Center, Gated, Pickleball Court(s), Pool, Recreation Facilities, Security, Shuffleboard
- Association: Yes
- Assoc. Name: Inframark/Jara Owens
- Assoc. Fees Include: Community Pool, Escrow Reserves Fund, Maintenance Grounds, Manager, Pest Control, Pool Maintenance, Private Road, Recreational Facilities, Security
- Number of Pets: 2
- Pet Restrictions: 1 Dog & 1 Cat-Breed Restricted, / 100lbs.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Connected, Phone Available, Public, Sewer Connected, Street Lights, Underground Utilities, Water Connected
Structural Information
- Architectural Info: Ranch
- Architectural Style: Ranch
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Common Walls: End Unit
- Windows: Window Treatments
- Stories/Levels: One
- Square Feet: 1,190
- Sq. Ft. Source: Public Records
- Year Built: 2003
Lot Features
- Lot Size (Acres): 0.13
- Lot Size (Sq. Ft.): 5,858
- Lot Size: 5858
- Frontage: Street Dead-End, Street Paved
- Street/Road Desc.: Paved
Water Features
- Water Front Desc.: Lake
Financial Considerations
- Association Fee: $651
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- CDD: Yes
- Tax Amount: $3,949.14
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: HOP 04R 0000 0I18 HERITAGE OAK PARK 4TH REPL LT I-18 2375/296
- Flood Zone Info: X500
- APN: 402208254006
- Property ID: 402208254006
Listed by Coldwell Banker Sunstar Realty
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Listing agent
— 1425 Winding Oak Dr —
Coldwell Banker Sunstar Realty
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 1425 Winding Oak Dr
School District:Charlotte County School District
| Name | Grades | Distance |
|---|---|---|
Liberty Elementary School, Port Charlotte, FL 370 Atwater Street, Port Charlotte, FL 33954 | PK-5 | 1.3 mi |
Murdock Middle School 17325 Mariner Way, Port Charlotte, FL 33948 | 6-8 | 2.1 mi |
Port Charlotte High School 18200 Cochran Boulevard, Port Charlotte, FL 33948 | 9-12 | 1.3 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 1425 Winding Oak Dr
Tax History
Tax History for 1425 Winding Oak Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,299
-66%
$126,100
3%
2024
$3,795
1%
$122,546
3%
2023
$3,748
8%
$118,977
3%
2022
$3,461
2%
$115,512
3%
2021
$3,395
—
$112,148
1%
2021
$3,395
13%
$110,600
4%
2018
$3,000
4%
$106,097
2%
2017
$2,880
2%
$103,915
2%
2016
$2,815
—
$101,778
1%
2015
$2,802
-12%
$101,071
-7%
2019
$3,182
18%
$108,113
8%
2014
$2,701
1%
$100,269
2%
2013
$2,668
—
$98,787
—
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 1425 Winding Oak Dr
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1425 Winding Oak Drive, Port Charlotte, FL 33948 (MLS# C7531007) is a Single Family property with 2 bedrooms and 2 full bathrooms. 1425 Winding Oak Drive is currently listed for $239,900 and was received on September 27, 2026. Want to learn more about 1425 Winding Oak Drive? Do you have questions about finding other Single Family real estate for sale in Port Charlotte? You can browse all Port Charlotte real estate or contact a Coldwell Banker agent to request more information.