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Property Description
Experience the ultimate Florida lifestyle in this beautifully maintained 3-bedroom, 2-bath waterfront pool home, perfectly situated on a premium approx. 1/2-acre corner lot in the highly desirable golf and boating community of Burnt Store Isles. A boater's dream, the property showcases architectural flair with its custom stone accent panels and sits on a large, deep-water turning basin with seamless sailboat access to Charlotte Harbor and the Gulf. Enjoy sweeping wide-basin views and enviable northwestern exposure for unforgettable nightly sunsets. Step through the welcoming foyer into an inviting, sun-drenched open floor plan highlighted by soaring cathedral ceilings, easy care tile flooring in the main living areas and expansive windows giving the home an abundance of natural light. A custom built-in media and display wall anchors the main living area, which features a brand-new sliding glass door (installed 2025) opening directly to the outdoor oasis. Designed for effortless indoor-outdoor living, nearly every room transitions smoothly to the lanai. The kitchen serves as the heart of the home, complete with beautiful solid oak cabinetry, solid surface countertops, a built-in desk, and a convenient breakfast bar. A thoughtful split floor plan ensures maximum privacy for guests, complete with an adjacent pool bath, while the primary suite offers a true retreat featuring direct lanai access and a beautifully redesigned ensuite with dual sinks and a custom-tiled glass shower. Step outside to your private paradise, where a covered lanai and a screened pool with a new cage overlook the spacious backyard and city-maintained seawall. This property offers total peace of mind with significant recent updates, including a new metal roof, high-impact windows, storm covers, and a new A/C system from 2024. Located just minutes from Twin Isles Country Club and a short drive to the Punta Gorda Yacht Club, historic downtown, Fishermen's Village, and I-75, this exceptional property blends premium waterfront living with unparalleled convenience. **Barge in photos is necessary as the city is currently replacing the seawall.
Full Property Details
Full Property Details for 5019 San Massimo Dr
General
- Price: $599,900
- HOA FEE: $4/month
- HOA FEE FREQ.: Annually
- Taxes: $5,186 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: C7526113
- Updated: 5/24/2026
- Added to Site: 3 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 9
- Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), High Ceilings, Open Floorplan, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
- Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, In Ground, Outside Bath Access, Screen Enclosure
Exterior
- Exterior Features: Outdoor Shower, Private Mailbox, Rain Gutters, Sliding Doors, Storage
- Deck/Patio: Rear Porch, Screened
- Porch/Patio/Deck: Rear 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: 33950 - Punta Gorda
- County: Charlotte
- Development Name: 33950 - Punta Gorda
- Subdivision: PUNTA GORDA ISLES SEC 15
- Driving Directions: US-41 to Madrid Blvd, left on Monaco Dr, right on Macedonia Dr, left on San Massimo Dr, property is on right
- Direction Faces: Southeast
School Information
- Elementary School: Sallie Jones Elementary
- Middle School: Punta Gorda Middle
- High School: Charlotte High
Community
- Community Name: 33950 - Punta Gorda
- Community Features: Deed Restrictions
- Association: Yes
- Assoc. Name: Burnt Store Isles Association
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Tile
- Windows: Blinds
- Stories/Levels: One
- Square Feet: 1,888
- Sq. Ft. Source: Public Records
- Year Built: 1988
Lot Features
- Property View: Pool, Water
- Lot Size (Acres): 0.45
- Lot Size (Sq. Ft.): 19,672
- Lot Size: 19672
- Frontage: Street Paved
- Street/Road Desc.: Paved
Water Features
- Water Front: Yes
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Bay/Harbor, Canal - Saltwater, Gulf/Ocean
- Water Extras: Yes
- Water Front Desc.: Saltwater Canal
Financial Considerations
- Association Fee: $50
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Optional
- Tax Amount: $5,186.81
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: PGI 015R0275 0106 PUNTA GORDA ISLES SEC15 REP BLK275 LT106 648/396 923/1367-68 COR923/1368 1551/1373 2159/901 4950/1442 DC4950/1444-DPG
- Flood Zone Info: AE
- APN: 412329157006
- Property ID: 412329157006
- Block/Lot/Section: 275
Listed by Compass Florida
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Schools
Schools serving 5019 San Massimo Dr
School District:Charlotte County School District
| Name | Grades | Distance |
|---|---|---|
Sallie Jones Elementary School 1230 Narranja Street, Punta Gorda, FL 33950 | PK-5 | 3.2 mi |
Punta Gorda Middle School 1001 Education Avenue, Punta Gorda, FL 33950 | 6-8 | 3.2 mi |
Charlotte High School 1250 Cooper Street, Punta Gorda, FL 33950 | 9-12 | 3.1 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 5019 San Massimo Dr
Date
Details
Price
Change
Source
5/24/2026
Listed
$599,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 5019 San Massimo Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,099
-18%
$292,631
3%
2024
$5,009
10%
$284,384
12%
2023
$4,567
-4%
$254,325
-5%
2022
$4,777
7%
$268,059
3%
2021
$4,455
—
$260,251
1%
2021
$4,455
11%
$256,658
4%
2018
$4,028
3%
$246,210
2%
2017
$3,927
—
$241,146
2%
2016
$3,933
2%
$236,186
1%
2015
$3,857
-9%
$234,544
-7%
2019
$4,253
12%
$250,888
8%
2014
$3,800
—
$232,683
2%
2013
$3,787
—
$229,244
—
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 5019 San Massimo Dr
5019 San Massimo Drive, Punta Gorda, FL 33950 (MLS# C7526113) is a Single Family property with 3 bedrooms and 2 full bathrooms. 5019 San Massimo Drive is currently listed for $599,900 and was received on May 24, 2026. Want to learn more about 5019 San Massimo Drive? Do you have questions about finding other Single Family real estate for sale in Punta Gorda? You can browse all Punta Gorda real estate or contact a Coldwell Banker agent to request more information.

