Single Family Residence at 5019 SAN MASSIMO DR, PUNTA GORDA
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$599,900

5019 SAN MASSIMO DR
PUNTA GORDA, FL 33950
Listed by Brian Helgemo · COMPASS FLORIDA
Bedrooms
3
Bathrooms
2
Living area
1,888 sqft
Year built
1988

About this home

Virtually Staged. 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.

Highlights

WaterfrontPrivate pool

Property details

MLS #
MFRC7526113
Property type
Single Family Residence
Subdivision
PUNTA GORDA ISLES SEC 15
Status
Active
Days on market
71
On market date
May 24, 2026
Stories
N/A
Total bathrooms
2
Garage spaces
2
Parking spaces
N/A
Lot size
0.45 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
SALLIE JONES ELEMENTARY SCHOOL
3.19 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
674
Student:teacher ratio
15.0:1
District
CHARLOTTE
Middle
PUNTA GORDA MIDDLE SCHOOL
3.24 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,228
Student:teacher ratio
21.5:1
District
CHARLOTTE
High
CHARLOTTE HIGH SCHOOL
3.14 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,950
Student:teacher ratio
22.9:1
District
CHARLOTTE

Walkability

Blended score for PUNTA GORDA's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

38
Car-dependent
out of 100
EPA National Walkability Index
7.2 / 20 -- Below average walkable
Google Places amenity density
40 / 100
Restaurants & cafes8
Grocery stores1
Parks0
Schools1
Transit stops0
Pharmacies3

Market position

How this listing compares to current activity in PUNTA GORDA, from live MLS data.

On the market 71 days -- 138 fewer days than PUNTA GORDA's current average of 209 days.
For reference, the median list price across 3,007 active listings in PUNTA GORDA right now is $155,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$3,763/mo
$119,980 down
$479,920 loan
Principal & interest$3,113
Property tax (est.)$500
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated August 3, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.