Gated Communities in Port Charlotte, FL: Homes for Sale

This page tracks every Port Charlotte listing whose MLS record reports a gated community (manned gate, unmanned gate or security gate), by community, with live counts and asking prices, and the fee questions that come with the gate.

153 homes in gated communities are for sale or pending in Port Charlotte, FL today across 50 communities. The median asking price is $249,900, from $99,500 to $1,280,000. Listings in Port Charlotte without that feature have a median of $253,250. Most listings right now: Maple Leaf Estates (46), Cove At West Port (21), Oak Forrest (9). Updated September 28, 2026 from the MLS.

Live gated community homes in Port Charlotte: the listings

117 active listings carry the flag today (35% of Port Charlotte inventory), median asking $229,900, $179/sq ft, median 48 days on market. Photo cards link to the listing; refreshed nightly.

Newest gated community homes in Port Charlotte

24539 Buckingham Way, gated community for sale in Port Charlotte
$439,000 New
3 bd · 2 ba · 2,080 sq ft · built 2006
24539 Buckingham Way, 33980
Listing courtesy of CENTURY 21 SUNBELT REALTY
2148 La Palma Avenue, gated community for sale in Port Charlotte
$425,000 New
3 bd · 2 ba · 1,978 sq ft · built 2018
2148 La Palma Avenue, 33953
Listing courtesy of CENTURY 21 TROPICAL BREEZE
1862 Beautyberry Court, gated community for sale in Port Charlotte
$375,000 New
3 bd · 2 ba · 1,670 sq ft · built 2023
1862 Beautyberry Court, 33953
Listing courtesy of MARINA PARK REALTY LLC
2755 Myakka Creek Court, gated community for sale in Port Charlotte
$329,000 New
3 bd · 2 ba · 1,821 sq ft · built 2007
2755 Myakka Creek Court, 33953
Listing courtesy of RIVERWOOD REALTY
1551 Powell Valley Drive, gated community for sale in Port Charlotte
$299,999 New
4 bd · 2 ba · 1,499 sq ft · built 2026
1551 Powell Valley Drive, 33953
Cove AT WEST PORT
Listing courtesy of DR HORTON REALTY SW FL LLC
1554 Powell Valley Drive, gated community for sale in Port Charlotte
$299,999 New
4 bd · 2 ba · 1,499 sq ft · built 2026
1554 Powell Valley Drive, 33953
Cove AT WEST PORT
Listing courtesy of DR HORTON REALTY SW FL LLC
16294 Bridle Ridge Street, gated community for sale in Port Charlotte
$299,375 New
3 bd · 2 ba · 1,543 sq ft · built 2026
16294 Bridle Ridge Street, 33953
Cove AT WEST PORT
Listing courtesy of DR HORTON REALTY SW FL LLC
1244 Green Oak Trail, gated community for sale in Port Charlotte
$279,900 New
2 bd · 2 ba · 1,364 sq ft · built 1999
1244 Green Oak Trail, 33948
Listing courtesy of RE/MAX HARBOR REALTY
16111 Bridle Ridge Street, gated community for sale in Port Charlotte
$265,000 New
2 bd · 2 ba · 1,496 sq ft · built 2023
16111 Bridle Ridge Street, 33953
Cove AT WEST PORT
Listing courtesy of PROGRAM REALTY, LLC
1425 Winding Oak Drive, gated community for sale in Port Charlotte
$239,900 New
2 bd · 2 ba · 1,190 sq ft · built 2003
1425 Winding Oak Drive, 33948
Listing courtesy of COLDWELL BANKER SUNSTAR REALTY
2100 Kings Highway #429, gated community for sale in Port Charlotte
$189,000 New
2 bd · 2 ba · 1,084 sq ft · built 2005
2100 Kings Highway #429, 33980
Listing courtesy of COLDWELL BANKER SUNSTAR REALTY
4410 Warren Avenue #412, gated community for sale in Port Charlotte
$182,900 New
1 bd · 1 ba · 798 sq ft · built 1989
4410 Warren Avenue #412, 33953
Listing courtesy of RE/MAX PALM REALTY
2100 Kings Highway #643, gated community for sale in Port Charlotte
$179,900 New
2 bd · 2 ba · 1,236 sq ft · built 2005
2100 Kings Highway #643, 33980
Listing courtesy of RE/MAX PALM REALTY
2100 Kings Highway #517, gated community for sale in Port Charlotte
$175,000 New
2 bd · 2 ba · 1,104 sq ft · built 2004
2100 Kings Highway #517, 33980
Listing courtesy of KW PEACE RIVER PARTNERS
2100 Kings Highway #137, gated community for sale in Port Charlotte
$169,900 New
2 bd · 2 ba · 1,008 sq ft · built 1977
2100 Kings Highway #137, 33980
Listing courtesy of CENTURY 21 TROPICAL BREEZE
19505 Quesada Avenue #T203, gated community for sale in Port Charlotte
$165,000 New
3 bd · 2 ba · 1,011 sq ft · built 1985
19505 Quesada Avenue #T203, 33948
Listing courtesy of RE/MAX PALM REALTY
4000 Oakview Drive #L4, gated community for sale in Port Charlotte
$160,000 New
2 bd · 2 ba · 893 sq ft · built 1989
4000 Oakview Drive #L4, 33980
Listing courtesy of KW PEACE RIVER PARTNERS
19505 Quesada Avenue #J204, gated community for sale in Port Charlotte
$149,900 New
3 bd · 2 ba · 1,011 sq ft · built 1985
19505 Quesada Avenue #J204, 33948
Listing courtesy of RE/MAX PALM REALTY
22481 Westchester Boulevard #B36, gated community for sale in Port Charlotte
$125,000 New
2 bd · 2 ba · 1,046 sq ft · built 1982
22481 Westchester Boulevard #B36, 33980
Listing courtesy of LOKATION
2100 Kings Highway #522, gated community for sale in Port Charlotte
$110,000 New
2 bd · 2 ba · 864 sq ft · built 1979
2100 Kings Highway #522, 33980
Listing courtesy of RE/MAX PALM REALTY
23853 Collina Way #101, gated community for sale in Port Charlotte
$250,000 New
2 bd · 2 ba · 1,633 sq ft · built 2023
23853 Collina Way #101, 33980
Listing courtesy of KELLER WILLIAMS ISLAND LIFE REAL ESTATE
2100 Kings Highway Crescent #693, gated community for sale in Port Charlotte
$170,000 New
2 bd · 2 ba · 864 sq ft · built 1986
2100 Kings Highway Crescent #693, 33980
Listing courtesy of COLDWELL BANKER SUNSTAR REALTY
1292 Cobble Glen Drive, gated community for sale in Port Charlotte
$350,000 New
3 bd · 2 ba · 1,830 sq ft · built 2024
1292 Cobble Glen Drive, 33953
Listing courtesy of RE/MAX PALM
2100 Kings Highway #314, gated community for sale in Port Charlotte
$289,000 New
2 bd · 2 ba · 1,566 sq ft · built 2006
2100 Kings Highway #314, 33980
Listing courtesy of COLDWELL BANKER SUNSTAR REALTY
2100 Kings Highway #305, gated community for sale in Port Charlotte
$129,000 New
2 bd · 2 ba · 864 sq ft · built 1979
2100 Kings Highway #305, 33980
Listing courtesy of COLDWELL BANKER SUNSTAR REALTY
16087 Bridle Ridge Street, gated community for sale in Port Charlotte
$268,000 New
2 bd · 2 ba · 1,496 sq ft · built 2023
16087 Bridle Ridge Street, 33953
Cove AT WEST PORT
Listing courtesy of EXIT COMPASS REALTY
2061 Willow Hammock Circle #107, gated community for sale in Port Charlotte
$159,900 New
2 bd · 2 ba · 996 sq ft · built 2006
2061 Willow Hammock Circle #107, 33983
Listing courtesy of REALTY ONE GROUP MVP
23465 Harborview Road #711, gated community for sale in Port Charlotte
$210,000
2 bd · 2 ba · 1,335 sq ft · built 1983
23465 Harborview Road #711, 33980
Listing courtesy of COLDWELL BANKER SUNSTAR REALTY
1608 Saddlewood Circle, gated community for sale in Port Charlotte
$339,000
3 bd · 3 ba · 1,858 sq ft · built 2024
1608 Saddlewood Circle, 33953
Listing courtesy of RE/MAX PALM REALTY
2100 Kings Highway #27, gated community for sale in Port Charlotte
$139,000
2 bd · 2 ba · 1,382 sq ft · built 1977
2100 Kings Highway #27, 33980
Listing courtesy of COLDWELL BANKER SUNSTAR REALTY

The most expensive gated community homes in Port Charlotte

ListingAskingSq ftCommunity
15336 Spanish Point Drive$1,280,0002,349—
15248 Spanish Point Drive$970,0002,925—
15080 Spanish Point Drive$860,0002,345—
21370 Harborside Boulevard$799,0003,606—
14500 Ponce De Leon Trail$709,9502,647—
7796 Lakes Edge Lane$679,5002,328—
1889 Saddlewood Circle$534,9002,217—
4410 Warren Avenue #504$479,0001,904—
24539 Buckingham Way$439,0002,080—
2148 La Palma Avenue$425,0001,978—

Gated Community Homes by price

BandFor saleShare
Under $300K8674%
$300K–$500K2421%
$500K–$750K33%
$750K–$1M33%
$1M+11%

Port Charlotte gated community homes by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

CommunityGated Community HomesNew buildMedian listFrom
Maple Leaf Estates460$165,000$110,000
Cove At West Port2120$299,375$269,999
Oak Forrest90$119,000$110,000
Harbor West70$849,000$400,000
Biscayne Lndg North50$375,000$339,000
Suncoast Lakes50$311,000$230,000
Cove/West Port Ph 1B40$257,500$245,000
Biscayne Lndg Ii30$319,000$289,500
Heritage Oak Park 0430$265,000$239,900
Heritage Oak Park30$260,000$259,900
Oaks 0330$149,900$143,900
Villa Milano20$370,000$315,000
Cove/West Port Ph 2 & 320$324,687$299,375
Biscayne Lndg20$304,250$299,500
Heritage Oak Park Waters Edge20$227,450$205,000
Harbour Village Ph 0320$199,700$99,500
Grassy Point Ests10$799,000$799,000
Harbor Estate11$679,500$679,500
Villas At Harbour Village10$479,000$479,000
King S Gate Sec 0410$439,000$439,000
Pebble Creek Place10$415,000$415,000
Tusgs Gate Ph 810$389,900$389,900
Villa Milano Ph 310$375,000$375,000
Osprey Landing10$369,000$369,000
Lakeshore Village At Riverwood10$350,000$350,000
Heritage Villas At Heritage Oa10$329,900$329,900
Biscayne Landing10$329,000$329,000
Sawgrass Pointe At Riverwood Unit 210$329,000$329,000
Villa Milano Ph 4 5 & 610$319,900$319,900
River Club10$300,000$300,000
Villa Milano Ph 4-610$299,000$299,000
Cove At West Port Ph 1B10$267,000$267,000
Bella Via Ii Bldg 610$250,000$250,000
Bella Via Ii Bldg 1110$250,000$250,000
Harbour Village Ph 0110$249,900$249,900
Heritage Oak Park 0310$240,000$240,000
Heritage Oak Park/Waterside Club 02 At Heritage10$219,900$219,900
Waters Edge Heritage Oak Park10$213,000$213,000
Rolls Landing Ph 02 Bldg 0710$210,000$210,000
Heritage Oak Park-Waterside Club 04 At Heritage10$209,900$209,900
Waterside Club I At Heritage Oak Park10$198,000$198,000
Harbour Village Ph 0510$182,900$182,900
Waterside Club 04 At Heritage10$179,000$179,000
Waterside Club 02 At Heritage10$170,000$170,000
Tala Lake Condo Ph I10$160,000$160,000
Lake View Ii Condobldg C10$159,900$159,900
Tala Lakes Ph 03 Bldg E10$149,900$149,900
Westchester Woods Ph 0210$125,000$125,000
The Oaks 0410$117,999$117,999
Oaks 0410$110,000$110,000

What the gate costs and what it actually does

A gate is an HOA amenity, so it shows up in dues: an unmanned keypad or transponder gate adds little; a 24-hour manned gate is a six-figure annual staffing line shared by the homeowners, and the roads behind it are usually private, which means the association, not the county, pays to repave them. Ask for the current HOA budget and reserve study, whether the roads are private, and whether a gate or road assessment is pending. The MLS field records the gate, not its staffing, so confirm which kind it is before you value it. Our true cost of ownership calculator puts HOA dues, taxes and insurance into one monthly number.

Questions to ask about any gated-community listing

Is the gate manned, and during what hours? Are the roads private, and what do the reserves look like for repaving? What are the HOA dues today and what did they run three years ago? Is there a CDD or a special assessment on the books? What are the guest-access and delivery rules? A local agent who works the community will know which gates are staffed and which associations are underfunded.

Common questions

How many homes in gated communities are for sale in Port Charlotte?
As of September 28, 2026, 153 Port Charlotte, FL listings whose MLS record reports a gated community are active or pending, across 50 communities. The count updates with every MLS refresh.
What do gated community homes cost in Port Charlotte?
The median asking price today is $249,900, with listings from $99,500 to $1,280,000. Port Charlotte listings without that feature have a median of $253,250.
Which Port Charlotte community has the most gated community homes for sale?
Maple Leaf Estates has the most right now (46), followed by Cove At West Port (21), Oak Forrest (9), Harbor West (7).
Are gated communities more expensive to own?
Usually the HOA dues are higher, because the gate, any guard staffing and the private roads behind it are paid for by the homeowners. Home prices vary by community; the table above shows the asking prices in each gated community with listings today, and the HOA figure on each community's own guide shows what the dues actually run.

Keep exploring Port Charlotte

Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Port Charlotte, FL whose MLS record reports a gated community. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.

Listings courtesy of Stellar MLS as distributed by MLS GRID.

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