Pool Homes for Sale in Leesburg, FL

Buyers who want a pool search for the pool first. This page tracks every Leesburg 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.

47 homes with a private pool are for sale or pending in Leesburg, FL today across 39 communities. The median asking price is $440,000, from $89,900 to $1,775,000. Listings in Leesburg without that feature have a median of $278,750. Most listings right now: Leesburg Beverly Point (2), Harbor Shores Unit 01 (2), Royal Highlands Ph 01B (2). Updated October 17, 2026 from the MLS.

Live pool homes in Leesburg: the listings

36 active listings carry the flag today (5% of Leesburg inventory), median asking $470,000, $210/sq ft, median 64 days on market. Photo cards link to the listing; refreshed nightly.

Newest pool homes in Leesburg

1416 Mosswood Drive, pool for sale in Leesburg
$884,900 New
3 bd · 2.5 ba · 2,170 sq ft · built 1972
1416 Mosswood Drive, 34748
Listing courtesy of ARELLANO REALTY & INVESTMENTS
35546 Calla Court, pool for sale in Leesburg
$749,000 New
4 bd · 5 ba · 3,178 sq ft · built 1957
35546 Calla Court, 34788
Pine Island Shores
Listing courtesy of LPT REALTY, LLC
8943 Silver Lake Drive, pool for sale in Leesburg
$649,900 New
5 bd · 3.5 ba · 3,264 sq ft · built 1984
8943 Silver Lake Drive, 34788
Silver Lake Estates
Listing courtesy of CARPENTER REALTY GROUP
11813 Ocklawaha Drive, pool for sale in Leesburg
$450,000 New
3 bd · 2.5 ba · 1,700 sq ft · built 1981
11813 Ocklawaha Drive, 34788
Listing courtesy of THE BARNETT GROUP, INC.
4818 Sable Ridge Court, pool for sale in Leesburg
$435,000 New
3 bd · 2.5 ba · 2,563 sq ft · built 2005
4818 Sable Ridge Court, 34748
Plantation At Leesburg Sable Ridge Village L
Listing courtesy of CENTURY 21 MYERS ROSE REALTY
3916 Manor Oaks Court, pool for sale in Leesburg
$299,900 New
2 bd · 2 ba · 1,617 sq ft · built 2004
3916 Manor Oaks Court, 34748
Plantation At Leesburg River Crest
Listing courtesy of CARLINO REAL ESTATE GROUP INC
10427 Pleasant View Drive, pool for sale in Leesburg
$389,900 New
3 bd · 2 ba · 1,979 sq ft · built 2003
10427 Pleasant View Drive, 34788
Oakmont At Silver Lake
Listing courtesy of HOMEVEST REALTY
11347 Pine Ridge Road, pool for sale in Leesburg
$549,000 New
4 bd · 3 ba · 1,727 sq ft · built 1976
11347 Pine Ridge Road, 34788
Sunny Dell Park
Listing courtesy of ERA GRIZZARD REAL ESTATE
34007 Sabal Way, pool for sale in Leesburg
$350,000
3 bd · 2 ba · 1,726 sq ft · built 1986
34007 Sabal Way, 34788
Silver Ridge
Listing courtesy of ARROW REALTY & INVESTMENTS INC
2314 N Griffin Drive, pool for sale in Leesburg
$599,000
3 bd · 2 ba · 2,100 sq ft · built 1957
2314 N Griffin Drive, 34748
Griffin Shores
Listing courtesy of CENTURY 21 ALTON CLARK
2125 Amor Way, pool for sale in Leesburg
$520,000
5 bd · 3.5 ba · 3,320 sq ft · built 2017
2125 Amor Way, 34748
Leesburg Lagomar Shores
Listing courtesy of TRANSITIONS REAL ESTATE
2721 Athens Drive, pool for sale in Leesburg
$350,000
4 bd · 3 ba · 2,063 sq ft · built 2007
2721 Athens Drive, 34748
Leesburg Sleepy Hollow
Listing courtesy of MILLAN ASTRAY REALTY LLC
33809 Overton Drive, pool for sale in Leesburg
$629,000
4 bd · 4.5 ba · 3,905 sq ft · built 1977
33809 Overton Drive, 34788
Country Club View
Listing courtesy of EXP REALTY LLC
35546 Cedar Lane, pool for sale in Leesburg
$599,950
4 bd · 2 ba · 2,169 sq ft · built 1996
35546 Cedar Lane, 34788
Listing courtesy of MARGAUX REALTY INC
33816 Spring Drive, pool for sale in Leesburg
$539,000
3 bd · 2 ba · 2,362 sq ft · built 1990
33816 Spring Drive, 34788
Silver Lake Springs
Listing courtesy of HARRISON REAL PROPERTY GROUP
33440 Lake Bend Circle, pool for sale in Leesburg
$499,500
3 bd · 2 ba · 2,469 sq ft · built 1994
33440 Lake Bend Circle, 34788
Silver Lake Forest
Listing courtesy of FUTURE HOME REALTY INC
34224 Shadewood Circle, pool for sale in Leesburg
$449,900
3 bd · 2 ba · 1,979 sq ft · built 2005
34224 Shadewood Circle, 34788
Listing courtesy of COLDWELL BANKER COAST REALTY
1200 Sunshine Avenue, pool for sale in Leesburg
$285,999
3 bd · 2 ba · 1,360 sq ft · built 1947
1200 Sunshine Avenue, 34748
Leesburg Sunshine Park
Listing courtesy of BEYCOME OF FLORIDA LLC
1412 Mosswood Dr, pool for sale in Leesburg
$1,450,000
3 bd · 4.5 ba · 3,692 sq ft · built 1989
1412 Mosswood Dr, 34748
Listing courtesy of SUNDIAL REAL ESTATE LLC
4419 Bent Creek Lane, pool for sale in Leesburg
$525,000
2 bd · 3 ba · 2,333 sq ft · built 2019
4419 Bent Creek Lane, 34748
Arlington Ridge
Listing courtesy of REAL BROKER, LLC
1029 Mellathon Circle, pool for sale in Leesburg
$1,495,000
7 bd · 7 ba · 5,878 sq ft · built 1923
1029 Mellathon Circle, 34748
Leesburg East
Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO
7238 Hillcrest Street, pool for sale in Leesburg
$299,000
4 bd · 2 ba · 1,903 sq ft · built 1978
7238 Hillcrest Street, 34748
Shady Dells
Listing courtesy of MARK SPAIN REAL ESTATE
$1,775,000
5 bd · 4.5 ba · 5,577 sq ft · built 1924
405 Lakeshore Drive, 34748
Lake County
Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY
9916 Jackson Road, pool for sale in Leesburg
$368,000
3 bd · 2.5 ba · 2,496 sq ft · built 1981
9916 Jackson Road, 34788
Golfview
Listing courtesy of DALTON WADE INC
1102 N Palmetto Street, pool for sale in Leesburg
$849,900
3 bd · 2.5 ba · 2,278 sq ft · built 1952
1102 N Palmetto Street, 34748
Listing courtesy of LAKEFRONT LIVING REALTY FLORIDA
5506 Prince Charles Lane, pool for sale in Leesburg
$369,000
3 bd · 2 ba · 1,895 sq ft · built 1996
5506 Prince Charles Lane, 34748
Royal Highlands
Listing courtesy of MARVIEW INTERNATIONAL REALTY LLC
33939 Valencia Drive, pool for sale in Leesburg
$415,000
3 bd · 2 ba · 2,191 sq ft · built 1989
33939 Valencia Drive, 34788
Silver Ridge
Listing courtesy of OLYMPUS EXECUTIVE REALTY INC
12024 Lakeview Drive, pool for sale in Leesburg
$89,900
3 bd · 2 ba · 1,608 sq ft · built 1979
12024 Lakeview Drive, 34788
Lake Eustis Village Park
Listing courtesy of BEACON REAL ESTATE & ASSOC
2720 Savannah Drive, pool for sale in Leesburg
$429,900
4 bd · 3 ba · 2,057 sq ft · built 2006
2720 Savannah Drive, 34748
Leesburg Sleepy Hollow
Listing courtesy of LPT REALTY, LLC
4 Weston Road, pool for sale in Leesburg
$490,000
4 bd · 4 ba · 2,502 sq ft · built 2005
4 Weston Road, 34748
Leesburg The Pulp Mill
Listing courtesy of KISHROY REALTY GROUP LLC

The most expensive pool homes in Leesburg

ListingAskingSq ftCommunity
30215 Redtree Drive$3,500,0008,596Lake County
405 Lakeshore Drive$1,775,0005,577Lake County
1029 Mellathon Circle$1,495,0005,878Leesburg East
1412 Mosswood Dr$1,450,0003,692—
1416 Mosswood Drive$884,9002,170—
1102 N Palmetto Street$849,9002,278—
35546 Calla Court$749,0003,178Pine Island Shores
8943 Silver Lake Drive$649,9003,264Silver Lake Estates
33809 Overton Drive$629,0003,905Country Club View
35546 Cedar Lane$599,9502,169—

Pool Homes by price

BandFor saleShare
Under $300K617%
$300K–$500K1439%
$500K–$750K1028%
$750K–$1M26%
$1M+411%

Leesburg pool homes by community

Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.

CommunityPool HomesNew buildMedian listFrom
Leesburg Beverly Point20$1,167,450$884,900
Harbor Shores Unit 0120$599,475$599,000
Royal Highlands Ph 01B20$474,950$424,900
Leesburg Sleepy Hollow First Add20$389,950$350,000
Silver Ridge Sub20$382,500$350,000
Leesburg Palmora Park10$1,775,000$1,775,000
Leesburg East Leesburg10$1,495,000$1,495,000
Silver Lake Meadows Sub10$775,000$775,000
Pine Island Shores10$749,000$749,000
Silver Lake Estates10$649,900$649,900
Country Club View Sub10$629,000$629,000
Arlington Rdg Ph 3-C10$610,000$610,000
Griffin Shores10$599,000$599,000
Sunny Dell Park First Add10$549,000$549,000
Silver Lake Spgs10$539,000$539,000
Arlington Ridge10$525,000$525,000
Leesburg Lagomar Shores10$520,000$520,000
Silver Lake Forest Ph 0210$499,500$499,500
Leesburg The Pulp Mill Sub10$490,000$490,000
Leesburg Legacy10$485,000$485,000
Silverwood10$449,900$449,900
Plantation At Leesburg Mulberry Grove10$440,000$440,000
Plantation At Leesburg Sable Ridge Village L10$435,000$435,000
Haines Lake Estates10$429,900$429,900
Plantation At Leesburg Belle Terre Village L10$415,000$415,000
Indian Hill10$395,000$395,000
Oakmont At Silver Lake Sub10$389,900$389,900
Royal Highlands Ph 01 Tr B Less Pt Lying W Fol10$369,000$369,000
Royal Highlands Ph 01 Tr B Less Pt Lying W Fol10$369,000$369,000
Golfview Sub10$368,000$368,000
Royal Highlands Ph 01Ca10$360,000$360,000
Pennbrooke Fairways10$325,000$325,000
Leesburg Beverly Shores10$299,900$299,900
Plantation At Leesburg River Crest Unit 0210$299,900$299,900
Shady Dells10$299,000$299,000
Leesburg Arlington Ridge Ph 1-C10$295,000$295,000
Leesburg Sunshine Park10$285,999$285,999
Leesburg10$275,000$275,000
Lake Eustis Village Park10$89,900$89,900

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 Leesburg?
As of October 17, 2026, 47 Leesburg, FL listings whose MLS record reports a private pool are active or pending, across 39 communities. The count updates with every MLS refresh.
What do pool homes cost in Leesburg?
The median asking price today is $440,000, with listings from $89,900 to $1,775,000. Leesburg listings without that feature have a median of $278,750.
Which Leesburg community has the most pool homes for sale?
Leesburg Beverly Point has the most right now (2), followed by Harbor Shores Unit 01 (2), Royal Highlands Ph 01B (2), Leesburg Sleepy Hollow First Add (2).
Does a pool raise homeowners insurance in Florida?
Usually modestly on premium but meaningfully on requirements: most carriers want a barrier, self-latching gate or approved alarm, and a screen enclosure is often excluded or sub-limited for wind. Get the quote before you offer and ask specifically how the enclosure is covered.

Keep exploring Leesburg

Pool Homes in nearby Lake County cities

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 private pool. 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.

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