Pool Homes for Sale in Middleburg, FL
Buyers who want a pool search for the pool first. This page tracks every Middleburg listing whose MLS record reports a private pool, by community, with live counts and asking prices, and what the pool adds to the cost of ownership.
51 homes with a private pool are for sale or pending in Middleburg, FL today across 30 communities. The median asking price is $405,000, from $149,900 to $2,499,000. Listings in Middleburg without that feature have a median of $326,450. Most listings right now: Orange Park South (5), Doctors Landing (4), Foxmeadow (3). Updated September 27, 2026 from the MLS.
Live pool homes in Middleburg: the listings
29 active listings carry the flag today (9% of Middleburg inventory), median asking $405,000, $209/sq ft, median 50 days on market. Photo cards link to the listing; refreshed nightly.
Newest pool homes in Middleburg
The most expensive pool homes in Middleburg
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 3126 Nautilus Road | $1,199,000 | 2,407 | Doctors Landing |
| 1806 Lakedge Drive | $1,190,000 | 4,700 | Southlake Estates |
| 4299 Hawk Haven Road | $999,500 | 2,148 | — |
| 1285 Hatcher Road | $900,000 | 3,506 | — |
| 4110 Scenic Drive | $765,000 | 2,305 | Gnann & Canova |
| 942 Rooster Hollow Way | $695,000 | 3,265 | Double Branch |
| 4201 Sidewinder Trail | $599,000 | 1,972 | Foxmeadow |
| 187 Sorrel Street | $540,000 | 2,046 | — |
| 3621 County Road 215 | $525,000 | 3,178 | Black Creek Park |
| 1717 Austin Lake Way | $514,900 | 1,904 | Linda Lakes |
Pool Homes by price
| Band | For sale | Share |
|---|---|---|
| Under $300K | 4 | 14% |
| $300K–$500K | 15 | 52% |
| $500K–$750K | 5 | 17% |
| $750K–$1M | 3 | 10% |
| $1M+ | 2 | 7% |
Middleburg pool homes by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.
| Community | Pool Homes | New build | Median list | From |
|---|---|---|---|---|
| Orange Park South | 5 | 0 | $321,000 | $289,900 |
| Doctors Landing | 4 | 0 | $483,950 | $435,000 |
| Foxmeadow | 3 | 0 | $489,000 | $449,000 |
| Black Creek Park | 3 | 0 | $369,999 | $309,900 |
| The Ravines | 2 | 0 | $570,000 | $565,000 |
| Middleburg | 2 | 0 | $460,000 | $295,000 |
| Villages Of Fireside | 2 | 0 | $407,250 | $389,500 |
| Brannan Mill Plantation | 2 | 0 | $342,500 | $285,000 |
| Greenwood Estates | 2 | 0 | $194,950 | $149,900 |
| Southlake Estates | 1 | 0 | $1,190,000 | $1,190,000 |
| Gnann & Canova | 1 | 0 | $765,000 | $765,000 |
| Double Branch | 1 | 0 | $695,000 | $695,000 |
| Holly Oaks | 1 | 0 | $614,900 | $614,900 |
| Linda Lakes | 1 | 0 | $514,900 | $514,900 |
| White Oak Estates | 1 | 0 | $489,990 | $489,990 |
| Laurel Oaks | 1 | 0 | $480,000 | $480,000 |
| Fox Meadow | 1 | 0 | $439,000 | $439,000 |
| Deer Park Estates | 1 | 0 | $429,900 | $429,900 |
| Clay Hill | 1 | 0 | $405,000 | $405,000 |
| Ravines | 1 | 0 | $399,500 | $399,500 |
| Kindle Wood | 1 | 0 | $390,000 | $390,000 |
| Eagle Glen | 1 | 0 | $385,000 | $385,000 |
| Glen Laurel | 1 | 0 | $378,000 | $378,000 |
| Duckwater Woods | 1 | 0 | $375,000 | $375,000 |
| Sherwood Lakes | 1 | 0 | $360,000 | $360,000 |
| Coppergate | 1 | 0 | $325,000 | $325,000 |
| Rideout Hideaway | 1 | 0 | $290,000 | $290,000 |
| Jacksonville South | 1 | 0 | $275,000 | $275,000 |
| Quails Hollar | 1 | 0 | $265,000 | $265,000 |
| Ridaught Landing | 1 | 0 | $250,000 | $250,000 |
What a private pool actually costs to own
Budget three things beyond the price: the pool itself (chemicals, pump electricity and a service if you do not want to do it yourself typically run $150 to $300 a month), the screen enclosure where there is one (a full re-screen every 8 to 12 years; a replacement enclosure is a five-figure job after a storm), and insurance, where a pool adds liability exposure and many carriers require a fence, self-latching gate or approved alarm. Florida’s Residential Swimming Pool Safety Act requires at least one safety feature on a new pool, and lenders and insurers ask about it on older ones. Have the pool inspected separately from the house: the pump, heater, surface finish and deck are the expensive items. Our true cost of ownership calculator puts insurance, taxes and upkeep into one monthly number.
Questions to ask about any pool listing
How old are the pump, filter and heater, and is there a warranty? When was the surface last refinished? Is the enclosure permitted and when was it last re-screened? Is there a barrier or alarm that satisfies the insurer? What did the seller pay for homeowners insurance last year, and did the carrier require anything for the pool? A local agent who works the area will know which enclosures came through the last storm.
Common questions
How many homes with a private pool are for sale in Middleburg?
What do pool homes cost in Middleburg?
Which Middleburg community has the most pool homes for sale?
Does a pool raise homeowners insurance in Florida?
Keep exploring Middleburg
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- Middleburg homes under $300K
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Live data: realMLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Middleburg, FL whose MLS record reports a private pool. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.