Gated Communities in Wesley Chapel, FL

Looking for gated communities in Wesley Chapel, FL? Momentum tracks 19 Wesley Chapel communities with evidence of gated community living, each with MLS-derived pricing and market pace below — plus the local questions worth asking before you buy, and a direct line to an agent who works these communities.

Wesley Chapel gated communities at a glance

19
Communities tracked
$436,500
Median sale price
82 days
Median days on market
323
Recent closings

The communities, by recent sales activity

CommunityCityMedian price1-yr changeDays on mkt
Esplanade at Wiregrass Ranch · agentWesley Chapel$603,00090 d
Epperson · agentWesley Chapel$446,00068 d
Vidas Way · agentWesley Chapel$602,00095 d
Lexington Oaks · agentWesley Chapel$392,00056 d
Watergrass · agentWesley Chapel$435,00088 d
Bridgewater · agentWesley Chapel$321,00054 d
Wesbridge · agentWesley Chapel$438,00039 d
Windermere Estates · agentWesley Chapel$335,00092 d
Saddlebrook Village West · agentWesley Chapel$468,00062 d
Winding Ridge · agentWesley Chapel$672,00090 d
Whispering Oaks Preserve · agentWesley Chapel$635,00083 d
Arbors at Wiregrass Ranch · agentWesley Chapel$370,00052 d
Santa Fe at Westbrooke · agentWesley Chapel$276,00018 d
New River Lakes · agentWesley Chapel$496,00074 d
Haven at Meadow Pointe · agentWesley Chapel$258,00092 d
Saddlebrook · agentWesley Chapel$167,000324 d
Bay at Cypress CreekWesley Chapel10 d
Meadow Pointe · agentWesley Chapel
Seven Oaks · agentWesley Chapel

Communities are listed by recent closing volume in Momentum’s MLS data. Figures are aggregates, change over time, and are deemed reliable but not guaranteed.

What gates change about ownership

Controlled access typically comes with a manned gate, a transponder system, or both — funded through HOA dues. Expect guest-access procedures, delivery and contractor rules, and in some communities rental restrictions. Review the HOA budget for how the gate and any roving patrol are funded, and whether roads are private (the HOA maintains them — another line in the dues) or public.

Due diligence before you buy behind a gate

Request the HOA documents early: budget, reserves, rules, and the last two years of meeting minutes. Private roads, gates and common areas are owner-funded, so thin reserves become special assessments. Our buyer closing costs calculator helps you model dues and assessments into the real monthly cost.

What it costs to own here

At Pasco County’s typical combined millage of 16.15 mills, a purchase at $436,500 (the median across these Wesley Chapel gated communities) generates roughly $7,051 a year in property tax before exemptions — about $588 a month. Florida resets the assessed value to roughly your purchase price, so the seller’s current bill is not a preview of yours; a homesteaded owner then gets the $25,000–$50,000 exemption and the 3% Save Our Homes cap going forward. Citizens Property Insurance policies in Pasco County average about $1,659 a year ($138 a month) — private-market quotes vary with roof age and wind mitigation, so price coverage before your inspection window closes. All-in, our county model puts the typical monthly cost of ownership in Pasco County near $1,989 (principal and interest on the typical home, tax, and insurance).

Run your exact numbers: the property tax after purchase calculator uses Pasco County’s verified millage, and the buyer closing costs calculator builds the full cash-to-close.

Demand and supply in Pasco County right now

In the most recent IRS migration data (2022-2023), Pasco County gained a net 18,430 people to relocation, with the largest inbound flows from NY, NJ, IL. Households moving IN reported average incomes of $76,486 versus $62,180 for those leaving — the income mix of demand, straight from tax filings. Population is up about 15.3% over the recent multi-year window. On the supply side, builders pulled 7,878 residential permits in Pasco County in 2025 (6,191 single-family), up 16.5% year over year — against 8,905 at the 2021 peak. Permits are tomorrow’s inventory: a shrinking pipeline supports prices, a swelling one hands buyers leverage. Our valuation model reads the county as undervalued by about 0.0% versus its income-and-rent fundamentals.

Live inventory, refreshed nightly from the MLS.

Live gated-community listings in Wesley Chapel

170 active listings carry the flag today (30% of Wesley Chapel inventory), median asking $422,500, $199/sq ft, median 62 days on market. Photo cards link to the listing; refreshed nightly.

Newest gated community homes in Wesley Chapel

$499,000 New
4 bd · 3 ba · 2,591 sq ft · built 2021
3073 Mountain Spruce Terrace, 33543
winding ridge
Listing courtesy of EXP REALTY LLC
$339,000 New
3 bd · 2.5 ba · 1,865 sq ft · built 2021
29913 Southwell Lane, 33543
Windermere Estates
Listing courtesy of COLDWELL BANKER REALTY
4727 Freccia Loop, gated community for sale in Wesley Chapel
$799,900 New
3 bd · 3 ba · 3,087 sq ft · built 2024
4727 Freccia Loop, 33543
Esplanade Wiregrass Ranch
Listing courtesy of COMPASS FLORIDA LLC
29668 Imperati Boulevard, gated community for sale in Wesley Chapel
$775,999 New
3 bd · 3 ba · 2,327 sq ft · built 2027
29668 Imperati Boulevard, 33543
Esplanade Wiregrass Ranch
Listing courtesy of TAYLOR MORRISON REALTY OF FL
29735 Cassino Court, gated community for sale in Wesley Chapel
$699,900 New
2 bd · 2 ba · 1,963 sq ft · built 2024
29735 Cassino Court, 33543
Esplanade Wiregrass Ranch
Listing courtesy of ALLEN COLLINS REALTY INC
4333 Cairoli Court, gated community for sale in Wesley Chapel
$500,000 New
3 bd · 2 ba · 1,934 sq ft · built 2022
4333 Cairoli Court, 33543
Esplanade Wiregrass Ranch
Listing courtesy of BHHS FLORIDA PROPERTIES GROUP
3931 Immacolata Way, gated community for sale in Wesley Chapel
$455,999 New
2 bd · 2 ba · 1,689 sq ft · built 2026
3931 Immacolata Way, 33543
Esplanade Wiregrass Ranch
Listing courtesy of TAYLOR MORRISON REALTY OF FL
29967 Southwell Lane, gated community for sale in Wesley Chapel
$379,000 New
3 bd · 1.5 ba · 2,153 sq ft · built 2021
29967 Southwell Lane, 33543
Windermere Estates
Listing courtesy of BHHS FLORIDA PROPERTIES GROUP
31686 Tansy Bend, gated community for sale in Wesley Chapel
$375,000 New
2 bd · 2 ba · 1,822 sq ft · built 2018
31686 Tansy Bend, 33545
epperson ranch south
Listing courtesy of EXP REALTY LLC
30263 Southwell Lane, gated community for sale in Wesley Chapel
$374,900 New
3 bd · 2.5 ba · 2,153 sq ft · built 2018
30263 Southwell Lane, 33543
Windermere Estates
Listing courtesy of BINGHAM REALTY INC
3022 Short Leaf Street, gated community for sale in Wesley Chapel
$144,900 New
3 bd · 2 ba · 1,512 sq ft · built 1986
3022 Short Leaf Street, 33543
Timber Lake Estates
Listing courtesy of REALTY EXECUTIVES AMERICA INC
6708 Devlin Lane, gated community for sale in Wesley Chapel
$550,000 New
4 bd · 3.5 ba · 2,894 sq ft · built 2022
6708 Devlin Lane, 33545
Wesbridge
Listing courtesy of BHHS FLORIDA PROPERTIES GROUP
1723 Whitewillow Drive, gated community for sale in Wesley Chapel
$547,900 New
4 bd · 3 ba · 2,616 sq ft · built 2018
1723 Whitewillow Drive, 33543
Meadow Pointe 4 South Meridian
Listing courtesy of FLORIDA CRACKER PROPERTIES
4407 Rosatti Road, gated community for sale in Wesley Chapel
$515,000 New
3 bd · 2 ba · 1,934 sq ft · built 2024
4407 Rosatti Road, 33543
Esplanade Wiregrass Ranch
Listing courtesy of COMPASS FLORIDA LLC
4305 Rosatti Road, gated community for sale in Wesley Chapel
$473,999 New
3 bd · 2 ba · 1,925 sq ft · built 2026
4305 Rosatti Road, 33543
Esplanade Wiregrass Ranch
Listing courtesy of TAYLOR MORRISON REALTY OF FL
31950 Anchor Point Drive, gated community for sale in Wesley Chapel
$450,000 New
3 bd · 2.5 ba · 1,748 sq ft · built 2024
31950 Anchor Point Drive, 33545
Epperson Crystal Lagoon Townhomes
Listing courtesy of BHHS FLORIDA PROPERTIES GROUP
4618 Rosatti Road, gated community for sale in Wesley Chapel
$435,000 New
2 bd · 2 ba · 1,694 sq ft · built 2024
4618 Rosatti Road, 33543
Esplanade Wiregrass Ranch
Listing courtesy of BHHS FLORIDA PROPERTIES GROUP
1231 Godavari Way #204, gated community for sale in Wesley Chapel
$215,000 New
3 bd · 2 ba · 1,151 sq ft · built 2007
1231 Godavari Way #204, 33543
Anand Vihar
Listing courtesy of SIGNATURE REALTY ASSOCIATES
33734 Landsman Loop, gated community for sale in Wesley Chapel
$850,000 New
5 bd · 4.5 ba · 3,461 sq ft · built 2024
33734 Landsman Loop, 33543
river landing
Listing courtesy of EXP REALTY LLC
7335 Bridgeview Drive, gated community for sale in Wesley Chapel
$550,000 New
5 bd · 3 ba · 3,074 sq ft · built 2006
7335 Bridgeview Drive, 33545
Watergrass
Listing courtesy of REALTY ONE GROUP INNOVATION
3801 Fraccareta Way, gated community for sale in Wesley Chapel
$426,599 New
2 bd · 2 ba · 1,689 sq ft · built 2026
3801 Fraccareta Way, 33543
Esplanade Wiregrass Ranch
Listing courtesy of TAYLOR MORRISON REALTY OF FL
27627 Pleasure Ride Loop, gated community for sale in Wesley Chapel
$250,000 New
3 bd · 2.5 ba · 1,686 sq ft · built 2005
27627 Pleasure Ride Loop, 33544
Saddle Creek Manor
Listing courtesy of KING & ASSOCIATES REAL ESTATE LLC
26544 Castleview Way, gated community for sale in Wesley Chapel
$259,900 New
3 bd · 2.5 ba · 1,588 sq ft · built 2005
26544 Castleview Way, 33544
Bay At Cypress Creek
Listing courtesy of INFINITY REALTY & INVESTMENT
26888 Fiddlewood Loop, gated community for sale in Wesley Chapel
$849,991 New
6 bd · 4 ba · 4,830 sq ft · built 2018
26888 Fiddlewood Loop, 33544
Arbor Woods @ Northwood
Listing courtesy of ELEGANT CASAS CORP
30189 Imperati Boulevard, gated community for sale in Wesley Chapel
$714,286 New
3 bd · 3 ba · 2,397 sq ft · built 2026
30189 Imperati Boulevard, 33543
Esplanade Wiregrass Ranch
Listing courtesy of TAYLOR MORRISON REALTY OF FL
3104 Shady Creek Drive, gated community for sale in Wesley Chapel
$89,000 New
2 bd · 2 ba · 864 sq ft · built 1991
3104 Shady Creek Drive, 33543
Timber Lake Estates
Listing courtesy of FLATFEE.COM
31420 Tansy Bend, gated community for sale in Wesley Chapel
$390,000
4 bd · 2 ba · 2,057 sq ft · built 2019
31420 Tansy Bend, 33545
epperson ranch south
Listing courtesy of REAL ESTATE FIRM OF FLORIDA, LLC

The most expensive gated community homes in Wesley Chapel

ListingAskingSq ftCommunity
7190 Graybrook Drive$1,575,0004,472Watergrass Pcls D2 D3 & D4
33161 Kateland Drive$1,550,0003,984—
7224 Graybrook Drive$1,399,9004,429Watergrass Pcls D2 D3 & D4
30218 Fairway Drive$1,300,0003,787—
5650 Killians Path$1,250,0003,521—
3263 Juniper Springs Street$1,230,0004,501winding ridge
2420 Coco Palm Circle$1,199,9003,186—
7073 Graybrook Drive$1,179,0004,472Watergrass Pcls D2 D3 & D4
30581 Ivy Forge Court$1,137,5003,751—
27625 Lincoln Place$1,075,0004,318—

Gated Community Homes by price

BandFor saleShare
Under $300K4929%
$300K–$500K5633%
$500K–$750K3621%
$750K–$1M1710%
$1M+127%

Wesley Chapel gated community homes by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale. The 60 communities with the most gated community homes listed are tabled; the rest follow.

CommunityGated Community HomesNew buildMedian listFrom
Esplanade At Wiregrass Ranch2217$509,500$375,000
Timber Lake Estates180$144,950$89,000
Windermere Estates80$358,250$322,000
Esplanade/Wiregrass Ranch Ph70$699,900$435,000
Epperson Crystal Lagoon Twnhms75$450,000$371,080
Bay At Cypress Creek70$250,000$235,000
Meadow Pointe Prcl 1470$192,000$179,900
Watergrass60$599,999$399,999
Winding Rdg Ph 1 & 250$629,999$498,500
Meadow Pointe Prcl 1250$315,000$299,950
Watergrass Pcls D2 D3 & D440$1,397,450$1,179,000
Homesteads Saddlewood40$699,500$599,999
Valencia Ridge43$688,450$546,900
Watergrass Prcl A40$400,000$330,000
Saddle Creek Manor40$244,999$195,000
Anand Vihar40$175,000$175,000
Saddlebrook Unrec30$1,099,000$769,000
River Lndg Ph 2A-2B-2C-2D-3A-30$850,000$749,900
Watergrass Prcl H-130$774,900$770,000
Esplanade/Wiregrass Ranch Ph I30$725,000$469,900
Wesbridge Ph 2 & 2A30$419,000$395,000
Maple Glen/7 Oaks30$335,000$329,000
The Ridge At Wiregrass Ranch20$1,168,700$1,137,500
Winding Ridge20$864,500$499,000
Wiregrass M23 Ph 320$765,000$760,000
River Landing20$647,500$520,000
Whispering Oaks Preserve20$569,950$490,000
Epperson Ranch South Ph 1E-220$542,500$425,000
Quail Woods Ph 220$539,450$479,000
Epperson Ranch South Ph 120$525,000$525,000
Whispering Oaks Preserve Ph 120$494,950$474,900
Wesbridge Ph 420$469,950$389,900
Epperson Ranch South Ph 1C-220$379,950$369,900
Meadow Pointe 03 Ph 01 Unit 1D/1E20$379,950$374,900
Lexington Oaks Ph 0220$334,950$325,000
Seven Oaks Prcl S-8A20$324,500$304,000
Meadow Pointe Iv Prcl I20$244,000$239,000
Meadow Pointe 03 Prcl Cc20$234,999$234,999
Meadow Pointe 03 Prcl Uu20$230,250$225,000
Saddlebrook Condo Cl 0320$209,900$169,900
Watergrass - Graybrook10$1,550,000$1,550,000
Estancia At Wiregrass10$1,425,000$1,425,000
Saddlebrook Fairway Village 02 Laurelwood10$1,300,000$1,300,000
Brookside10$1,250,000$1,250,000
Watergrass Prcl E-110$1,095,000$1,095,000
Wiregrass M23-Ph 210$1,074,900$1,074,900
Watergrass Pcls D-2 D-3 & D-410$1,050,000$1,050,000
Winding Rdg Ph 410$990,000$990,000
River Lndg Ph 1A3-1A4-1A5-1A610$975,000$975,000
Seven Oaks Pcls S-13A&S-13B10$945,000$945,000
Winding Rdg Ph 1 210$929,500$929,500
Seven Oaks Prcl S0210$889,000$889,000
Watergrass Prcl B1-B410$880,900$880,900
Arbor Woods/Northwood Ph 4B10$849,991$849,991
Arbor Woods/Northwood10$849,900$849,900
The Ridge At Wiregrass M23-Ph210$825,000$825,000
Seven Oaks Prcl S-910$799,900$799,900
Seven Oaks Parcels S-11 & S-1510$799,000$799,000
Meadow Pointe Iv Prcl Aa North10$795,000$795,000
Watergrass Prcl H110$719,900$719,900

Also with gated community homes for sale

Explore more of Wesley Chapel

Run the numbers in Pasco County

Common questions

How many gated communities does Wesley Chapel, FL have?
Momentum currently tracks 19 communities in Wesley Chapel with evidence of gated community living in MLS or verified amenity records. Others exist; these are the ones with active market data.
What do homes in Wesley Chapel gated communities cost?
The median sale price across tracked gated communities in Wesley Chapel is about $436,500, varying widely by community - see the table for community-level medians.
How does Momentum classify a community as one of the gated communities?
A community appears here when we find gate, guard house or controlled-access amenities reported on MLS listings or verified amenity records for the community. We do not guess from names alone. Verify any specific amenity or restriction with the association before you rely on it.
How much is home insurance in Pasco County?
Citizens Property Insurance policies in Pasco County average about $1,659 a year, per Citizens filings. Private quotes vary widely with roof age, construction and wind mitigation - a wind-mitigation inspection often unlocks meaningful credits.
What are property taxes like in Pasco County?
Typical combined millage in Pasco County is about 16.15 mills - roughly 1.62% of assessed value a year before exemptions. Florida resets assessed value to about your purchase price when you buy, then homestead exemptions and the 3% Save Our Homes cap apply.

Community classifications are compiled from MLS-reported amenities, verified amenity records and MLS build-year data, as of 2026-06-16; they are informational, change over time, and are deemed reliable but not guaranteed — verify details with each association. Not an offer of housing to any protected class to the exclusion of others. Equal Housing Opportunity.

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