1448 Winding Oak Drive, FL1448 Winding Oak Drive, FL1448 Winding Oak Drive, FL
Stellar MLS
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$265,000

1448 Winding Oak Drive

Port Charlotte, FL 33948

Listing updated: July 1, 2026 at 6:38 PM ET

Active
Stellar MLSListing courtesy of Easy Realty · Leonard Hughes · MLS #R4910656 · Active · 321-895-4636
2
Beds
2
Baths
1,190
Sq Ft
0.24
Acres
2003
Built
$223/sqft360° tour
Villa

Property type

2003

Year built

10,662 sqft

Lot size

$223

Price / sq ft

$217/mo

HOA dues

149

Days on market

2

Garage spaces

X500

Flood zone

About this home

New on market! 2/2/2 private villa in a quiet community. Lots of updates and well maintained. New ceiling fans, lighting, showers and more. Bar in kitchen for entertaining. Large 2 car garage with door opener. Accordian hurricane shutters. Enjoy the use of a nice community center, social activities, social activities director, walking trail, library, heated pool, fitness room, billiards room, boccie ball, pickleball, shuffleboard and more. Heritage Oak Park is well known for being a friendly, active community with beautiful large trees. Very private setting. Across street from YMCA and Franz Ross park. With a walk trail, tennis courts, pickleball and kids playground. 10 mins from shopping and 30 mins to charlotte harbor.

Estimated monthly payment

Principal & interest$1,340
Property taxes$500
Home insurance (est.)$121
HOA dues$217

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history149 days on market

  1. Status: Active
    Feb 3, 2026
  2. Listed$265,000
    Feb 2, 2026
  3. Price increased$265,000

Facts & features

Property type
Residential
Sub type
Villa
Status
Active
Days on market
149
Subdivision
Heritage Oak Park 04
County
Charlotte
Year built
2003
Living area
1,190 sq ft
Price/sq ft
$223
Building area
1,818 sq ft (Public Records)
Lot size
10,662 sq ft
Lot category
0 to less than 1/4
Flood zone
X500 (12015C0044G)
Garage
2 spaces
Annual taxes
$5,998 (2025)
Parcel #
402208253033
Zoning
RMF15
MLS #
R4910656

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Interior Details

Bedrooms
2
Full bathrooms
2
Flooring
Carpet, Ceramic Tile
Appliances
Dishwasher, Dryer, Microwave, Refrigerator, Washer
Interior features
Ceiling Fans(s), Open Floorplan, Thermostat, Window Treatments
Laundry
In Garage
Stories / Levels
One
Direction faces
North

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

HOA fee
$651 / Quarterly
Monthly HOA
$217/mo
Total monthly fees
$217/mo
Total annual fees
$2,604
HOA name
Manager
CDD
No
Min lease term
No Minimum
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Condominium
Available for lease
Yes
Lease restrictions
No

Exterior & Construction

Exterior features
Sidewalk
Construction materials
Block
Roof
Shingle
Foundation
Slab
Road surface
Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Available, Cable Connected, Electricity Available, Electricity Connected

Community

Pets allowed
Cats OK, Dogs OK, Number Limit

Schools

ElementaryBLiberty ElementaryGreatSchools ↗
MiddleMurdock MiddleGreatSchools ↗
High SchoolPort Charlotte HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
KitchenFirst11x19
Living RoomFirst14x17
Primary BedroomFirst11x14
Bedroom 2First11x10
DenFirst9x11
Balcony/Porch/LanaiFirst8x18

Listing Details

Listing date
2026-02-02
On market date
2026-02-02
Original list price
$265,000
Occupant type
Vacant
MLS area
33948 - Port Charlotte
Listing AOR
Other
Status changed
2026-02-03
Tax legal description
HOP 04R 0000 0I27 HERITAGE OAK PARK 4TH REPL LT I-27 2394/1419 AFF3140/542 PR07-534-ALS 3153/1715 3173/983 PRD3173/986 3533/1602 3533/1603 3365979 DC3365973-LJW 3365979

Flood risk

Moderate riskFEMA Zone X500Panel 12015C0044G

Moderate-risk area (0.2% annual-chance / “500-year” floodplain). Flood insurance is recommended but usually not required.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

Take Hwy 41, turn on Forrest Nelson Blvd, turn west on Quesada Ave, turn on Heritage Oak Blvd, turn on Winding Oak Dr, turn right on last driveway, unit is the last garage, walk on the sidewalk to the front door.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of July 1, 2026 at 6:38 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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