Gated Communities in Leesburg, FL: Homes for Sale
This page tracks every Leesburg 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.
281 homes in gated communities are for sale or pending in Leesburg, FL today across 101 communities. The median asking price is $260,000, from $79,000 to $3,500,000. Listings in Leesburg without that feature have a median of $440,000. Most listings right now: Hawthorne At Leesburg A Coop (60), Plantation At Leesburg (11), Arlington Ridge (10). Updated September 9, 2026 from the MLS.
Leesburg 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.
| Community | Gated Community Homes | New build | Median list | From |
|---|---|---|---|---|
| Hawthorne At Leesburg A Coop | 60 | 0 | $124,750 | $79,000 |
| Plantation At Leesburg | 11 | 0 | $199,850 | $125,000 |
| Arlington Ridge | 10 | 0 | $404,500 | $319,900 |
| Pennbrooke Fairways | 9 | 0 | $234,000 | $168,900 |
| Leesburg Arlington Ridge Ph 02 | 7 | 0 | $349,000 | $289,900 |
| Plantation At Leesburg Ashland Village | 6 | 0 | $389,500 | $299,000 |
| Highland Lakes Ph 01B | 6 | 0 | $244,450 | $200,000 |
| Leesburg Royal Oak Estates | 6 | 0 | $182,450 | $127,000 |
| Plantation At Leesburg Casa Del Lago | 5 | 0 | $233,000 | $182,900 |
| Plantation At Leesburg Golfview | 5 | 0 | $229,000 | $213,900 |
| Plantation At Leesburg Tara View | 4 | 0 | $290,000 | $256,000 |
| Highland Lakes Ph 02A | 4 | 0 | $274,950 | $225,000 |
| Stonegate At Silver Lake Sub | 4 | 0 | $269,450 | $257,000 |
| Plantation At Leesburg Glen Eagle Village Tr A-E | 4 | 0 | $259,900 | $214,900 |
| Plantation At Leesburg Heron Run | 4 | 0 | $230,950 | $219,900 |
| Plantation At Leesburg Sable Ridge Village L | 3 | 0 | $369,000 | $275,000 |
| Leesburg Legacy Leesburg Unit 05 | 3 | 0 | $335,000 | $289,900 |
| Royal Highlands Ph I Sub | 3 | 0 | $295,000 | $230,400 |
| Leesburg Legacy Unit 03 Lt 259 | 3 | 0 | $295,000 | $269,900 |
| Plantation At Leesburg Glendale Village | 3 | 0 | $289,000 | $278,500 |
| Royal Highlands Ph 02-A Lt 1173 Orb 2040 | 3 | 0 | $280,000 | $279,500 |
| Highland Lakes Ph 03 Tr A-G | 3 | 0 | $279,900 | $249,000 |
| Highland Lakes | 3 | 0 | $279,000 | $235,000 |
| Leesburg Arlington Ridge Ph 1-C | 3 | 0 | $266,000 | $259,000 |
| Plantation At Leesburg Greentree | 3 | 0 | $229,500 | $225,000 |
| Leesburg Royal Oak Estates Sub | 3 | 0 | $175,000 | $160,000 |
| Plantation At Leesburg Nottoway Village | 2 | 0 | $440,000 | $415,000 |
| Plantation At Leesburg Mulberry Grove | 2 | 0 | $419,000 | $403,000 |
| Royal Highlands Ph 01 Tr B Less Pt Lying W Fol | 2 | 0 | $377,000 | $375,000 |
| Leesburg Arlington Ridge Ph 1-A | 2 | 0 | $373,207 | $310,000 |
| Arlington Ridge Ph 02 | 2 | 0 | $344,000 | $319,000 |
| Leesburg Legacy Of Leesburg Unit 07 | 2 | 0 | $341,999 | $299,000 |
| Legacy Of Leesburg | 2 | 0 | $317,449 | $299,900 |
| Plantation At Leesburg River Crest Unit 01 | 2 | 0 | $294,500 | $259,000 |
| Plantation At Leesburg River Crest | 2 | 0 | $293,400 | $286,900 |
| Plantation At Leesburg Riverwalk Village | 2 | 0 | $291,500 | $255,000 |
| Legacy Leesburg | 2 | 0 | $285,200 | $274,900 |
| Highland Lakes Ph 01 | 2 | 0 | $261,250 | $215,000 |
| Plantation At Leesburg Magnolia Point | 2 | 0 | $260,000 | $250,000 |
| Plantation At Leesburg Belle Grove | 2 | 0 | $228,000 | $228,000 |
| Highland Lakes Ph 02D Tr A-D | 2 | 0 | $210,950 | $192,000 |
| Hawthorne At Leesburg | 2 | 0 | $139,900 | $119,900 |
| Johnsons Mary K & T S | 1 | 0 | $3,500,000 | $3,500,000 |
| Arlington Rdg Ph 3-C | 1 | 0 | $610,000 | $610,000 |
| Plantation At Leesburg Summerbrooke Village | 1 | 0 | $525,000 | $525,000 |
| Plantation At Leesburg Chanticleer Village L | 1 | 0 | $513,000 | $513,000 |
| Leesburg The Pulp Mill Sub | 1 | 0 | $490,000 | $490,000 |
| Leesburg Legacy | 1 | 0 | $485,000 | $485,000 |
| Plantation At Leesburg Glen Eagle Villag | 1 | 0 | $399,900 | $399,900 |
| Plantation At Leesburg Brampton | 1 | 0 | $399,000 | $399,000 |
| Legacy/Leesburg Un #1 | 1 | 0 | $389,000 | $389,000 |
| Arlington Ridge Ph 1-A | 1 | 0 | $381,000 | $381,000 |
| Leesburg Legacy Leesburg Unit 02 Lt 163 | 1 | 0 | $379,900 | $379,900 |
| Plantation At Leesburg Belle Terre Village L | 1 | 0 | $375,000 | $375,000 |
| Arlington Ridge Ph 3B | 1 | 0 | $369,900 | $369,900 |
| Highland Lakes Ph 02C | 1 | 0 | $360,000 | $360,000 |
| Plantation At Leesburg River Crest Unit 02 | 1 | 0 | $350,000 | $350,000 |
| Plantation At Leesburg Rosedown Village Lt | 1 | 0 | $345,000 | $345,000 |
| Pennbrooke Ph Q Sub | 1 | 0 | $345,000 | $345,000 |
| Arlington Ridge Ph 1-B | 1 | 0 | $337,000 | $337,000 |
Also with gated community homes for sale: Plantation/Leesburg Arbordale (1), Highland Lakes Sub (1), Legacy Of Leesburg, Unit 06 (1), Legacy Of Leesburg Unit 03 Lt 259 (1), Legacy Leesburg Unit 02 Lt 163 (1), Legacy Leesburg Unit 06 (1), Highland Lakes Ph 2-C (1), Plantation/Leesburg Tara View (1), Leesburg Legacy Leesburg Unit 06 (1), The Plantation At Leesburg – Sawgrass Village (1), Plantation At Leesburg Oak Tree Village (1), Plantation At Leesburg Brampton Village Lt (1), The Plantation At Leesburg Riverwalk Village (1), Legacy/Leesburg Un 05 (1), Legacy/Leesburg Un 05 (1), Pennbrooke Ph 02R Lt R23 (1), Pennbrooke Ph Ie Sub (1), Windsong/Leesburg Ph 2 (1), Plantation At Leesburg Hidden Oak Village Tr A (1), Pennbrooke (1), Plantation At Leesburg Sawgrass Village (1), Pennbrooke Ph 02P Lt P1 Being In 18-19-24 (1), Legacy Of Leesburg Unit 02 Lt 163 (1), Pennbrooke Ph M Sub (1), The Plantation Of Leesburg Magnolia Point (1), Plantation At Leesburg Long Meadow Village (1), Pennbrooke Ph 01K Unit 03 (1), Sago Palm At Hawthorne A Cooperative (1), Plantation/Leesburg Belle Grove (1), Plantation/Leesburg Laurel Vly (1), Plantation @ Leesburg Heron Run (1), Arlington Ridge Ph 01-C (1), Royal Oak Estates 3Rd Add (1), Plantation At Leesburg The (1), Pennbrooke Ph 01L (1), Leesburg Coach Houses At Leesbug Condo (1), Hawthorne At Leesburg A Cooperative (1), Pennbrooke Ph 01A (1), Hawthorne Residents Cooperativ (1), Hawthorne At Leesburg A Cooperative Unit (1), Hawthorne/Leesburg (1).
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 Leesburg?
What do gated community homes cost in Leesburg?
Which Leesburg community has the most gated community homes for sale?
Are gated communities more expensive to own?
Keep exploring Leesburg
- All homes for sale in Leesburg
- Leesburg pool homes
- Leesburg waterfront homes
- Leesburg golf course homes
- Gated Community Homes in every city
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 Leesburg, 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.