Gated Communities in Middleburg, FL

Looking for gated communities in Middleburg, FL? Momentum tracks 11 Middleburg 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.

Middleburg gated communities at a glance

11
Communities tracked
$397,000
Median sale price
89 days
Median days on market
248
Recent closings

The communities, by recent sales activity

CommunityCityMedian price1-yr changeDays on mkt
Jennings Farm · agentMiddleburg$543,000-3.0%249 d
Black Creek Park · agentMiddleburg$376,000+12.0%47 d
Two Creeks · agentMiddleburg$406,000-8.0%104 d
Azalea Ridge · agentMiddleburg$324,000-9.0%49 d
Double Branch · agentMiddleburg$444,000-8.0%31 d
GreyHawk · agentMiddleburg$375,000+2.0%121 d
Foxmeadow · agentMiddleburg$498,000+8.0%24 d
Villages of Fireside · agentMiddleburg$408,000+2.0%69 d
The Ravines · agentMiddleburg$288,000-4.0%112 d
Duck Pond · agentMiddleburg$202,00065 d
Linda Lakes · agentMiddleburg$397,000-4.0%104 d

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 Clay County’s typical combined millage of 15.05 mills, a purchase at $397,000 (the median across these Middleburg gated communities) generates roughly $5,976 a year in property tax before exemptions — about $498 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 Clay County average about $1,189 a year ($99 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 Clay County near $1,990 (principal and interest on the typical home, tax, and insurance).

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

Demand and supply in Clay County right now

In the most recent IRS migration data (2022-2023), Clay County gained a net 3,611 people to relocation, with the largest inbound flows from CA, VA, NY. Households moving IN reported average incomes of $65,179 versus $61,245 for those leaving — the income mix of demand, straight from tax filings. Population is up about 7.8% over the recent multi-year window. On the supply side, builders pulled 1,522 residential permits in Clay County in 2025 (1,240 single-family), down 19.0% year over year — against 2,443 at the 2023 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 19.9% versus its income-and-rent fundamentals.

Live inventory, refreshed nightly from the MLS.

Live gated-community listings in Middleburg

42 active listings carry the flag today (13% of Middleburg inventory), median asking $437,400, $205/sq ft, median 141 days on market. Photo cards link to the listing; refreshed nightly.

Newest gated community homes in Middleburg

1912 Silo Oaks Place, gated community for sale in Middleburg
$489,990 New
3 bd · 2 ba · 2,389 sq ft · built 2018
1912 Silo Oaks Place, 32068
White Oak Estates
Listing courtesy of MAGNOLIA REAL ESTATE COMPANY
1799 Moorings Circle, gated community for sale in Middleburg
$655,000 New
4 bd · 3 ba · 3,010 sq ft · built 2004
1799 Moorings Circle, 32068
Paradise Moorings
Listing courtesy of FLORIDA HOMES REALTY & MTG LLC
3910 Gareys Ferry Way, gated community for sale in Middleburg
$599,990
5 bd · 4 ba · 2,874 sq ft · built 2026
3910 Gareys Ferry Way, 32068
Jennings Farm
Listing courtesy of OLYMPUS EXECUTIVE REALTY, INC
4345 Green River Place, gated community for sale in Middleburg
$329,000
3 bd · 2 ba · 1,605 sq ft · built 2021
4345 Green River Place, 32068
Azalea Ridge
Listing courtesy of CHRISTIE'S INTERNATIONAL REAL ESTATE FIRST COAST
2910 Ravines Road #1125, gated community for sale in Middleburg
$120,000
1 bd · 1 ba · 848 sq ft · built 1984
2910 Ravines Road #1125, 32068
Ravines
Listing courtesy of WATSON REALTY CORP
4023 Brick Wall Cove, gated community for sale in Middleburg
$506,196
4 bd · 3 ba · 2,493 sq ft · built 2026
4023 Brick Wall Cove, 32068
Jennings Farm
Listing courtesy of OLYMPUS EXECUTIVE REALTY, INC
1724 Austin Lake Way, gated community for sale in Middleburg
$400,000
4 bd · 3 ba · 2,112 sq ft · built 2023
1724 Austin Lake Way, 32068
Linda Lakes
Listing courtesy of RE/MAX UNLIMITED
2381 Jennings Farm Drive, gated community for sale in Middleburg
$599,990
4 bd · 4 ba · 3,285 sq ft · built 2026
2381 Jennings Farm Drive, 32068
Jennings Farm
Listing courtesy of OLYMPUS EXECUTIVE REALTY, INC
2469 Jennings Farm Drive, gated community for sale in Middleburg
$569,990
5 bd · 3.5 ba · 2,956 sq ft · built 2026
2469 Jennings Farm Drive, 32068
Jennings Farm
Listing courtesy of OLYMPUS EXECUTIVE REALTY, INC
2385 Jennings Farm Drive, gated community for sale in Middleburg
$559,990
5 bd · 4 ba · 2,728 sq ft · built 2026
2385 Jennings Farm Drive, 32068
Jennings Farm
Listing courtesy of OLYMPUS EXECUTIVE REALTY, INC
2412 Pemrose Loop, gated community for sale in Middleburg
$453,900
4 bd · 3 ba · 1,896 sq ft · built 2026
2412 Pemrose Loop, 32068
Jennings Farm
Listing courtesy of LGI REALTY - FLORIDA, LLC
3764 Creek Hollow Lane, gated community for sale in Middleburg
$420,000
3 bd · 2 ba · 2,128 sq ft · built 1995
3764 Creek Hollow Lane, 32068
Ravines
Listing courtesy of KALLAM REALTY GROUP PLLC
1717 Austin Lake Way, gated community for sale in Middleburg
$514,900
3 bd · 2 ba · 1,904 sq ft · built 2022
1717 Austin Lake Way, 32068
Linda Lakes
Listing courtesy of KALLAM REALTY GROUP PLLC
1009 Oakland Hills Avenue, gated community for sale in Middleburg
$720,000
5 bd · 4.5 ba · 3,900 sq ft · built 2022
1009 Oakland Hills Avenue, 32068
Eagle Landing
Listing courtesy of PROVINCE REALTY GROUP LLC
2254 Brannings Sawmill Court, gated community for sale in Middleburg
$433,990
3 bd · 2 ba · 2,213 sq ft · built 2026
2254 Brannings Sawmill Court, 32068
Jennings Farm
Listing courtesy of OLYMPUS EXECUTIVE REALTY, INC
1919 Silo Oaks Place, gated community for sale in Middleburg
$600,000
5 bd · 3.5 ba · 3,737 sq ft · built 2018
1919 Silo Oaks Place, 32068
White Oak Estates
Listing courtesy of COLDWELL BANKER VANGUARD REALTY
2954 Ravines Road, gated community for sale in Middleburg
$479,000
4 bd · 3 ba · 3,532 sq ft · built 1980
2954 Ravines Road, 32068
Ravines
Listing courtesy of FLORIDA HOMES REALTY & MTG LLC
4145 Quiet Creek Loop, gated community for sale in Middleburg
$221,000
3 bd · 2 ba · 1,234 sq ft · built 1985
4145 Quiet Creek Loop, 32068
Ravines
Listing courtesy of COLDWELL BANKER VANGUARD REALTY
2970 Ravines Road #1329, gated community for sale in Middleburg
$125,000
1 bd · 1 ba · 420 sq ft · built 1983
2970 Ravines Road #1329, 32068
Ravines
Listing courtesy of KELLER WILLIAMS ST JOHNS
2407 Pemrose Loop, gated community for sale in Middleburg
$395,900
3 bd · 2 ba · 1,536 sq ft · built 2026
2407 Pemrose Loop, 32068
Jennings Farm
Listing courtesy of LGI REALTY - FLORIDA, LLC
2810 Ravines Road, gated community for sale in Middleburg
$420,000
4 bd · 3 ba · 2,451 sq ft · built 1986
2810 Ravines Road, 32068
Ravines
Listing courtesy of COLDWELL BANKER VANGUARD REALTY
1884 Paradise Moorings Boulevard, gated community for sale in Middleburg
$625,900
4 bd · 3 ba · 3,516 sq ft · built 2009
1884 Paradise Moorings Boulevard, 32068
Paradise Moorings
Listing courtesy of RE/MAX SPECIALISTS
3165 Ravines Road #3621, gated community for sale in Middleburg
$125,500
1 bd · 1 ba · 420 sq ft · built 1984
3165 Ravines Road #3621, 32068
Ravines
Listing courtesy of WATSON REALTY CORP
2074 Featheredge Way Way, gated community for sale in Middleburg
$446,900
4 bd · 3 ba · 1,896 sq ft · built 2026
2074 Featheredge Way Way, 32068
Jennings Farm
Listing courtesy of LGI REALTY - FLORIDA, LLC
2078 Featheredge Way Way, gated community for sale in Middleburg
$359,900
3 bd · 2 ba · 1,247 sq ft · built 2026
2078 Featheredge Way Way, 32068
Jennings Farm
Listing courtesy of LGI REALTY - FLORIDA, LLC
2128 Black Glass Place, gated community for sale in Middleburg
$405,900
3 bd · 2 ba · 1,693 sq ft · built 2025
2128 Black Glass Place, 32068
Jennings Farm
Listing courtesy of LGI REALTY - FLORIDA, LLC
3994 Gareys Ferry Way, gated community for sale in Middleburg
$444,900
4 bd · 3 ba · 1,896 sq ft · built 2025
3994 Gareys Ferry Way, 32068
Jennings Farm
Listing courtesy of LGI REALTY - FLORIDA, LLC
2114 Black Glass Place, gated community for sale in Middleburg
$439,900
4 bd · 2 ba · 1,847 sq ft · built 2025
2114 Black Glass Place, 32068
Jennings Farm
Listing courtesy of LGI REALTY - FLORIDA, LLC
3991 Gareys Ferry Way, gated community for sale in Middleburg
$384,900
3 bd · 2 ba · 1,536 sq ft · built 2025
3991 Gareys Ferry Way, 32068
Jennings Farm
Listing courtesy of LGI REALTY - FLORIDA, LLC
2137 Black Glass Place, gated community for sale in Middleburg
$364,900
3 bd · 2 ba · 1,247 sq ft · built 2025
2137 Black Glass Place, 32068
Jennings Farm
Listing courtesy of LGI REALTY - FLORIDA, LLC

The most expensive gated community homes in Middleburg

ListingAskingSq ftCommunity
1009 Oakland Hills Avenue$720,0003,900Eagle Landing
1799 Moorings Circle$655,0003,010Paradise Moorings
1884 Paradise Moorings Boulevard$625,9003,516Paradise Moorings
1919 Silo Oaks Place$600,0003,737White Oak Estates
3910 Gareys Ferry Way$599,9902,874Jennings Farm
2381 Jennings Farm Drive$599,9903,285Jennings Farm
2469 Jennings Farm Drive$569,9902,956Jennings Farm
2385 Jennings Farm Drive$559,9902,728Jennings Farm
1717 Austin Lake Way$514,9001,904Linda Lakes
3956 Gareys Ferry Way$514,9002,937Jennings Farm

Gated Community Homes by price

BandFor saleShare
Under $300K410%
$300K–$500K2662%
$500K–$750K1229%

Middleburg 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
Jennings Farm3735$459,990$359,900
Ravines104$264,000$120,000
The Ravines60$449,500$125,000
Paradise Moorings40$652,500$625,900
Azalea Ridge40$339,000$320,000
Linda Lakes30$400,000$390,000
White Oak Estates20$544,995$489,990
Pine Ridge20$325,000$325,000
Eagle Landing10$720,000$720,000
Two Creeks10$565,000$565,000
Twin Creeks10$480,000$480,000
Ravines Rep 0710$444,900$444,900
Villages Of Fireside10$395,000$395,000
Middleburg10$230,000$230,000

Explore more of Middleburg

Run the numbers in Clay County

Common questions

How many gated communities does Middleburg, FL have?
Momentum currently tracks 11 communities in Middleburg 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 Middleburg gated communities cost?
The median sale price across tracked gated communities in Middleburg is about $397,000, 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 Clay County?
Citizens Property Insurance policies in Clay County average about $1,189 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 Clay County?
Typical combined millage in Clay County is about 15.05 mills - roughly 1.51% 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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