Gated Communities in Wildwood, FL: Homes for Sale

This page tracks every Wildwood 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.

40 homes in gated communities are for sale or pending in Wildwood, FL today across 19 communities. The median asking price is $165,000, from $84,900 to $2,900,000. Listings in Wildwood without that feature have a median of $297,845. Most listings right now: Continental Country Club (8), Timberwoods Estates (8), Continental Camper Resorts Uni (5). Updated September 28, 2026 from the MLS.

Live gated community homes in Wildwood: the listings

32 active listings carry the flag today (22% of Wildwood inventory), median asking $159,900, $127/sq ft, median 91 days on market. Photo cards link to the listing; refreshed nightly.

Newest gated community homes in Wildwood

705 Oak Boulevard, gated community for sale in Wildwood
$238,900 New
3 bd · 2 ba · 1,680 sq ft · built 1990
705 Oak Boulevard, 34785
Listing courtesy of DALTON WADE INC
802 Robin Lane, gated community for sale in Wildwood
$179,000 New
2 bd · 2 ba · 1,508 sq ft · built 1986
802 Robin Lane, 34785
Listing courtesy of DOWN HOME REALTY, LLLP
413 S Timber Trail, gated community for sale in Wildwood
$124,900 New
2 bd · 2 ba · 1,092 sq ft · built 1987
413 S Timber Trail, 34785
Listing courtesy of MARK BECKER REALTY LLC
41 Big Oak Lane, gated community for sale in Wildwood
$135,000 New
2 bd · 2 ba · 1,152 sq ft · built 1975
41 Big Oak Lane, 34785
Listing courtesy of JACOBS PREMIER PROPERTIES
48 S Bobwhite Road, gated community for sale in Wildwood
$134,900 New
2 bd · 2 ba · 960 sq ft · built 1978
48 S Bobwhite Road, 34785
Listing courtesy of DOWN HOME REALTY, LLLP
21 N Bobwhite Road, gated community for sale in Wildwood
$159,900 New
2 bd · 2 ba · 1,288 sq ft · built 1979
21 N Bobwhite Road, 34785
Listing courtesy of MARK BECKER REALTY LLC
802 Oak Boulevard, gated community for sale in Wildwood
$189,900
2 bd · 3 ba · 1,508 sq ft · built 1986
802 Oak Boulevard, 34785
Listing courtesy of DOWN HOME REALTY, LLLP
71 Seminole Path, gated community for sale in Wildwood
$148,500
2 bd · 2 ba · 1,008 sq ft · built 1985
71 Seminole Path, 34785
Continental Country Club
Listing courtesy of FOUR STAR HOME BROKERS, INC.
2870 NW 87Th Avenue, gated community for sale in Wildwood
$2,900,000
4 bd · 4.5 ba · 4,647 sq ft · built 2016
2870 NW 87Th Avenue, 34785
Listing courtesy of FLAMINGO REAL ESTATE & MNGMT
5310 Sunshine Drive, gated community for sale in Wildwood
$333,900
4 bd · 2 ba · 2,034 sq ft · built 2021
5310 Sunshine Drive, 34785
Beaumont
Listing courtesy of LPT REALTY, LLC
112 Lyonia Lane, gated community for sale in Wildwood
$197,000
2 bd · 2 ba · 1,664 sq ft · built 1985
112 Lyonia Lane, 34785
Continental Country Club
Listing courtesy of FOUR STAR HOME BROKERS, INC.
5395 Sunshine Drive, gated community for sale in Wildwood
$289,500
2 bd · 2 ba · 1,614 sq ft · built 2020
5395 Sunshine Drive, 34785
Beaumont
Listing courtesy of ORCHARD BROKERAGE, LLC
101 Cypress Road, gated community for sale in Wildwood
$128,500
2 bd · 2 ba · 1,144 sq ft · built 1985
101 Cypress Road, 34785
Listing courtesy of DOWN HOME REALTY, LLLP
12 N Bobwhite Road, gated community for sale in Wildwood
$165,000
2 bd · 2 ba · 1,144 sq ft · built 1983
12 N Bobwhite Road, 34785
Listing courtesy of ERA GRIZZARD REAL ESTATE
24 N Bobwhite Road, gated community for sale in Wildwood
$135,000
2 bd · 2 ba · 1,176 sq ft · built 1979
24 N Bobwhite Road, 34785
Listing courtesy of DOWN HOME REALTY, LLLP
116 Cypress Road, gated community for sale in Wildwood
$145,000
2 bd · 2 ba · 1,040 sq ft · built 1984
116 Cypress Road, 34785
Listing courtesy of LPT REALTY, LLC
8 Robin Road, gated community for sale in Wildwood
$219,600
2 bd · 2 ba · 1,144 sq ft · built 1984
8 Robin Road, 34785
Listing courtesy of DOWN HOME REALTY, LLLP
8072 Penrose Place, gated community for sale in Wildwood
$249,500
3 bd · 2 ba · 1,504 sq ft · built 2022
8072 Penrose Place, 34785
Listing courtesy of SAVVY AVENUE, LLC
108 N Timber Trail, gated community for sale in Wildwood
$119,900
2 bd · 1.5 ba · 1,232 sq ft · built 1983
108 N Timber Trail, 34785
Listing courtesy of MARK BECKER REALTY LLC
2 S. Bobwhite Rd, gated community for sale in Wildwood
$215,000
2 bd · 2 ba · 1,860 sq ft · built 1978
2 S. Bobwhite Rd, 34785
Continental Country Club
Listing courtesy of FOUR STAR HOME BROKERS, INC.
87 N Bobwhite Road, gated community for sale in Wildwood
$169,900
2 bd · 2 ba · 1,120 sq ft · built 1979
87 N Bobwhite Road, 34785
Continental Country Club
Listing courtesy of FOUR STAR HOME BROKERS, INC.
9 S Bobwhite Road, gated community for sale in Wildwood
$162,500
2 bd · 2 ba · 1,152 sq ft · built 1976
9 S Bobwhite Road, 34785
Listing courtesy of DOWN HOME REALTY, LLLP
52 N Bobwhite Rd, gated community for sale in Wildwood
$129,900
2 bd · 2 ba · 1,288 sq ft · built 1978
52 N Bobwhite Rd, 34785
Continental Country Club
Listing courtesy of FOUR STAR HOME BROKERS, INC.
312 S Timber Trl, gated community for sale in Wildwood
$124,500
2 bd · 2 ba · 1,144 sq ft · built 1988
312 S Timber Trl, 34785
Continental Country Club
Listing courtesy of FOUR STAR HOME BROKERS, INC.
11 N Bobwhite Road, gated community for sale in Wildwood
$159,000
2 bd · 2 ba · 1,104 sq ft · built 1983
11 N Bobwhite Road, 34785
Listing courtesy of DOWN HOME REALTY, LLLP
603 Robin Lane, gated community for sale in Wildwood
$159,900
2 bd · 2 ba · 1,352 sq ft · built 1988
603 Robin Lane, 34785
Listing courtesy of FOUR STAR HOME BROKERS, INC.
19 Bobcat Trail, gated community for sale in Wildwood
$169,500
2 bd · 2 ba · 1,248 sq ft · built 1979
19 Bobcat Trail, 34785
Continental Country Club
Listing courtesy of FOUR STAR HOME BROKERS, INC.
50 N Bobwhite Road, gated community for sale in Wildwood
$147,000
2 bd · 2 ba · 1,152 sq ft · built 1978
50 N Bobwhite Road, 34785
Listing courtesy of DOWN HOME REALTY, LLLP
30 Seminole Path, gated community for sale in Wildwood
$219,000
3 bd · 2 ba · 1,144 sq ft · built 2023
30 Seminole Path, 34785
Listing courtesy of DOWN HOME REALTY, LLLP
74 N Bobwhite Road, gated community for sale in Wildwood
$106,500
2 bd · 2 ba · 1,152 sq ft · built 1976
74 N Bobwhite Road, 34785
Listing courtesy of FOUR STAR HOME BROKERS, INC.

The most expensive gated community homes in Wildwood

ListingAskingSq ftCommunity
2870 NW 87Th Avenue$2,900,0004,647—
5310 Sunshine Drive$333,9002,034Beaumont
5395 Sunshine Drive$289,5001,614Beaumont
8072 Penrose Place$249,5001,504—
705 Oak Boulevard$238,9001,680—
8 Robin Road$219,6001,144—
30 Seminole Path$219,0001,144—
2 S. Bobwhite Rd$215,0001,860Continental Country Club
112 Lyonia Lane$197,0001,664Continental Country Club
802 Oak Boulevard$189,9001,508—

Gated Community Homes by price

BandFor saleShare
Under $300K3094%
$300K–$500K13%
$1M+13%

Wildwood 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
Continental Country Club80$169,700$124,500
Timberwoods Estates80$126,700$84,900
Continental Camper Resorts Uni50$135,000$134,900
Beaumont Ph 120$278,850$268,200
Preserve/Oak Hill10$2,900,000$2,900,000
Highfield At Twisted Oaks Ph 211$395,460$395,460
Beaumont10$333,900$333,900
Beaumont Ph 2 & 310$249,500$249,500
Continental Cntry Club Inc Residence10$219,600$219,600
Continental Country Club Inc10$219,000$219,000
Continental Cc Inc Resorts10$179,500$179,500
Timberwood Estates10$179,000$179,000
Continental Camper Resort10$165,000$165,000
Continental Campers Resorts10$162,500$162,500
Continental Country Club - Timberwoods10$159,900$159,900
Continental Camper Ress Incorp10$159,000$159,000
Continental Ctry Club Comm10$149,000$149,000
Continental Camper Resorts Inc10$147,000$147,000
Continental Campers Resort10$106,500$106,500

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 Wildwood?
As of September 28, 2026, 40 Wildwood, FL listings whose MLS record reports a gated community are active or pending, across 19 communities. The count updates with every MLS refresh.
What do gated community homes cost in Wildwood?
The median asking price today is $165,000, with listings from $84,900 to $2,900,000. Wildwood listings without that feature have a median of $297,845.
Which Wildwood community has the most gated community homes for sale?
Continental Country Club has the most right now (8), followed by Timberwoods Estates (8), Continental Camper Resorts Uni (5), Beaumont Ph 1 (2).
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 Wildwood

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 Wildwood, 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.

Hiring an agent in Wildwood, FL?

Get matched with the right local expert.

Tell us your goal in Wildwood, FL and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

Work with a local Wildwood, FL expert

A real conversation with a local specialist, usually within one business day.

or call (904) 351-6461