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.
For sale
$265,000
1448 WINDING OAK DRIVE, PORT CHARLOTTE, FL 33948
2beds
1,190sqft
Villa
Built in 2003
10,662 Square Feet Lot
$254,200 Zestimate®
$223/sqft
$217/mo HOA
What's special
Heated poolVery private settingBeautiful large trees
- 194 days |
- 124 |
- 3 |
Zillow last checked:
Listing updated:
Listed by:
Leonard Hughes 941-258-4373,
EASY REALTY 321-895-4636
Source: Stellar MLS,MLS#: R4910656
Originating MLS: Other

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Built-In Shelving, Walk-In Closet(s)
- Level: First
- Area: 154 Square Feet
- Dimensions: 11x14
Bedroom 2
- Features: Built-in Closet
- Level: First
- Area: 110 Square Feet
- Dimensions: 11x10
Balcony porch lanai
- Level: First
- Area: 144 Square Feet
- Dimensions: 8x18
Den
- Level: First
- Area: 99 Square Feet
- Dimensions: 9x11
Kitchen
- Features: Bar
- Level: First
- Area: 209 Square Feet
- Dimensions: 11x19
Living room
- Features: Ceiling Fan(s)
- Level: First
- Area: 238 Square Feet
- Dimensions: 14x17
Heating
- Central
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Microwave, Refrigerator, Washer
- Laundry: In Garage
Features
- Ceiling Fan(s), Open Floorplan, Thermostat
- Flooring: Carpet, Ceramic Tile
- Windows: Window Treatments
- Has fireplace: No
Interior area
- Total structure area: 1,818
- Total interior livable area: 1,190 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage - Attached
- Attached garage spaces: 2
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered, Enclosed, Front Porch
- Exterior features: Sidewalk
- Has view: Yes
- View description: Park/Greenbelt
Lot
- Size: 10,662 Square Feet
- Residential vegetation: Mature Landscaping, Trees/Landscaped
Details
- Parcel number: 402208253033
- Zoning: RMF15
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other
- Property subtype: Villa
Materials
- Block
- Foundation: Slab
- Roof: Shingle
Condition
- Completed
- New construction: No
- Year built: 2003
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Cable Connected, Electricity Available, Electricity Connected
Community & HOA
Community
- Features: Clubhouse, Fitness Center, Gated Community - No Guard, Pool
- Pet fee: $0 monthly
- Subdivision: HERITAGE OAK PARK 04
HOA
- Has HOA: Yes
- Amenities included: Clubhouse, Fitness Center, Gated, Maintenance, Pool
- Services included: Maintenance Grounds, Pool Maintenance, Sewer, Trash
- HOA fee: $217 monthly
- HOA name: Manager
- HOA phone: 941-235-3566
Location
- Region: Pt Charlotte
Financial & listing details
- Price per square foot: $223/sqft
- Tax assessed value: $221,354
- Annual tax amount: $5,997
- Date on market: 2/2/2026
- Cumulative days on market: 154 days
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Condominium
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Estimated market value
Zestimate®
$254,200
Estimated sales range
$241,000 - $267,000
Rent Zestimate®
$1,840/mo
Price history
| Date | Event | Price |
|---|---|---|
| 2/3/2026 | Listed for sale | $265,000+35.9%$223/sqft |
Source: | ||
| 2/2/2024 | Sold | $195,000-25.9%$164/sqft |
Source: | ||
| 12/20/2023 | Pending sale | $263,000$221/sqft |
Source: | ||
| 12/13/2023 | Price change | $263,000-1.9%$221/sqft |
Source: | ||
| 12/1/2023 | Price change | $268,000-3.6%$225/sqft |
Source: | ||
| 11/12/2023 | Listed for sale | $278,000+985.9%$234/sqft |
Source: | ||
| 12/16/2010 | Sold | $25,600-84.2%$22/sqft |
Source: Public Record Report a problem | ||
| 6/15/2007 | Sold | $162,000+11.8%$136/sqft |
Source: Public Record Report a problem | ||
| 2/4/2004 | Sold | $144,900$122/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,998 -1.6% | $221,354 +0.4% |
| 2024 | $6,093 +2% | $220,548 +10% |
| 2023 | $5,972 +14.1% | $200,498 +10% |
| 2022 | $5,234 +5.6% | $182,271 +10% |
| 2021 | $4,956 +2.7% | $165,701 +4.5% |
| 2020 | $4,824 +4.5% | $158,547 +3.9% |
| 2019 | $4,616 +8.6% | $152,630 +7.1% |
| 2018 | $4,250 | $142,471 +5.6% |
| 2017 | $4,250 +4.7% | $134,906 +7.6% |
| 2016 | $4,058 +3.8% | $125,356 +10% |
| 2015 | $3,910 +4.3% | $113,960 +10% |
| 2014 | $3,749 +116.9% | $103,600 +1.8% |
| 2013 | $1,729 -0.1% | $101,805 +1.2% |
| 2012 | $1,730 +2.1% | $100,578 |
| 2011 | $1,694 -4.4% | $100,578 -2.8% |
| 2010 | $1,772 -3.7% | $103,468 -10.3% |
| 2009 | $1,839 | $115,349 -27.2% |
| 2007 | -- | $158,429 |
| 2006 | -- | $158,429 +20.3% |
| 2005 | -- | $131,642 |
| 2004 | -- | -- |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 33948
Nearby schools
GreatSchools rating
- 6/10Liberty Elementary SchoolGrades: PK-5Distance: 1.3 mi
- 5/10Murdock Middle SchoolGrades: 6-8Distance: 2.1 mi
- 2/10Port Charlotte High SchoolGrades: 9-12Distance: 1.3 mi
Schools provided by the listing agent
- Elementary: Liberty Elementary
- Middle: Murdock Middle
- High: Port Charlotte High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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