Pool Homes for Sale in Brooksville, FL

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

63 homes with a private pool are for sale or pending in Brooksville, FL today across 43 communities. The median asking price is $559,000, from $89,000 to $4,500,000. Listings in Brooksville without that feature have a median of $325,000. Most listings right now: Hernando Oaks Ph 1 (5), High Point Mh Sub (4), Cabot Citrus Farms (2). Updated September 27, 2026 from the MLS.

Live pool homes in Brooksville: the listings

44 active listings carry the flag today (10% of Brooksville inventory), median asking $565,750, $209/sq ft, median 37 days on market. Photo cards link to the listing; refreshed nightly.

Newest pool homes in Brooksville

5401 Grand Summit Drive, pool for sale in Brooksville
$1,999,999 New
4 bd · 7 ba · 7,264 sq ft · built 2008
5401 Grand Summit Drive, 34601
Southern Hills Hilltop
Listing courtesy of CHARLES RUTENBERG REALTY INC
12345 Citrus Way, pool for sale in Brooksville
$1,650,000 New
3 bd · 3 ba · 4,220 sq ft · built 1994
12345 Citrus Way, 34601
Listing courtesy of CHARLES RUTENBERG REALTY INC
4185 Baudelaire Court, pool for sale in Brooksville
$489,900 New
4 bd · 2 ba · 2,348 sq ft · built 2006
4185 Baudelaire Court, 34604
Hernando Oaks
Listing courtesy of MIHARA & ASSOCIATES INC.
8164 Highpoint Boulevard, pool for sale in Brooksville
$174,900 New
2 bd · 2 ba · 1,056 sq ft · built 1981
8164 Highpoint Boulevard, 34613
High Point Mh
Listing courtesy of THE ATLAS GROUP
12472 Fairway Avenue, pool for sale in Brooksville
$137,000 New
2 bd · 2 ba · 1,680 sq ft · built 1988
12472 Fairway Avenue, 34613
High Point Mh
Listing courtesy of KELLER WILLIAMS ST PETE REALTY
18381 Split Rail Rd, pool for sale in Brooksville
$4,500,000 New
4 bd · 5.5 ba · 3,570 sq ft · built 2027
18381 Split Rail Rd, 34614
Cabot Citrus Farms Brooksville
Listing courtesy of CITRUS FARMS REALTY LLC
18371 Split Rail Road, pool for sale in Brooksville
$3,800,000 New
4 bd · 4 ba · 3,470 sq ft · built 2027
18371 Split Rail Road, 34614
Cabot Citrus Farms Brooksville
Listing courtesy of CITRUS FARMS REALTY LLC
20085 English Walnut Place, pool for sale in Brooksville
$1,740,000 New
5 bd · 4.5 ba · 4,407 sq ft · built 2019
20085 English Walnut Place, 34601
Southern Hills Plantation
Listing courtesy of FLORIDA CRACKER PROPERTIES
27390 Church Road, pool for sale in Brooksville
$1,720,000 New
4 bd · 4 ba · 3,422 sq ft · built 2023
27390 Church Road, 34602
Listing courtesy of SMITH & ASSOCIATES REAL ESTATE
8095 Western Circle Drive, pool for sale in Brooksville
$89,000 New
2 bd · 1 ba · 708 sq ft · built 1972
8095 Western Circle Drive, 34613
High Point Mh
Listing courtesy of KW REALTY ELITE PARTNERS
7436 Nielson Avenue, pool for sale in Brooksville
$274,900
3 bd · 2 ba · 2,104 sq ft · built 1990
7436 Nielson Avenue, 34613
High Point Mh
Listing courtesy of THE ATLAS GROUP
15486 Saratoga Drive, pool for sale in Brooksville
$299,000
3 bd · 2 ba · 1,708 sq ft · built 2003
15486 Saratoga Drive, 34604
quail meadows
Listing courtesy of HOME LAND REAL ESTATE INC
5102 Delacroix Drive, pool for sale in Brooksville
$559,000
4 bd · 3 ba · 2,713 sq ft · built 2004
5102 Delacroix Drive, 34604
Hernando Oaks
Listing courtesy of RE/MAX PREMIER GROUP
11251 Salina Street, pool for sale in Brooksville
$800,000
5 bd · 3 ba · 2,760 sq ft · built 1981
11251 Salina Street, 34614
Gulf Florida Highlands
Listing courtesy of KW REALTY ELITE PARTNERS
10041 Kimbrough Drive, pool for sale in Brooksville
$360,000
4 bd · 2 ba · 1,912 sq ft · built 2006
10041 Kimbrough Drive, 34601
dogwood estate
Listing courtesy of HORIZON PALM REALTY GROUP
9086 Grove Road, pool for sale in Brooksville
$499,000
2 bd · 2 ba · 1,500 sq ft · built 1991
9086 Grove Road, 34613
Potterfield Garden Ac
Listing courtesy of PEOPLE'S TRUST REALTY
23458 Croom Road, pool for sale in Brooksville
$1,395,000
5 bd · 4 ba · 4,088 sq ft · built 1980
23458 Croom Road, 34601
Ac Croom Rd/Mondon Hill/0655
Listing courtesy of MERIDIAN REAL ESTATE
25198 Lily Pad Lane, pool for sale in Brooksville
$1,995,500
4 bd · 3 ba · 4,717 sq ft · built 2024
25198 Lily Pad Lane, 34602
Listing courtesy of REVERE REALTY LLC
25406 Ladyhawk Lane, pool for sale in Brooksville
$1,125,000
5 bd · 3.5 ba · 5,008 sq ft · built 2004
25406 Ladyhawk Lane, 34601
William Lane - Class
Listing courtesy of STRAITE REAL ESTATE
3140 Crum Road, pool for sale in Brooksville
$535,000
3 bd · 2 ba · 1,918 sq ft · built 1987
3140 Crum Road, 34604
Listing courtesy of LOMBARDO TEAM REAL ESTATE LLC
24087 Twister Lane, pool for sale in Brooksville
$1,600,000
5 bd · 3.5 ba · 3,596 sq ft · built 2002
24087 Twister Lane, 34602
Listing courtesy of HOME LAND REAL ESTATE INC
5020 Gevalia Drive, pool for sale in Brooksville
$500,000
3 bd · 3.5 ba · 3,029 sq ft · built 2004
5020 Gevalia Drive, 34604
Hernando Oaks
Listing courtesy of MARK SPAIN REAL ESTATE
18326 Success Road, pool for sale in Brooksville
$1,299,900
5 bd · 4 ba · 4,743 sq ft · built 2007
18326 Success Road, 34604
Listing courtesy of RE/MAX ALLIANCE GROUP
5080 Cedar Lane, pool for sale in Brooksville
$259,000
3 bd · 2 ba · 1,440 sq ft · built 2005
5080 Cedar Lane, 34601
Listing courtesy of HEART OF FLORIDA REALTY LLC
5139 Orlando Avenue, pool for sale in Brooksville
$259,900
4 bd · 2 ba · 1,832 sq ft · built 2024
5139 Orlando Avenue, 34604
Tangerine Estates
Listing courtesy of DALTON WADE INC
12042 Kamback Drive, pool for sale in Brooksville
$279,900
3 bd · 2 ba · 1,550 sq ft · built 1984
12042 Kamback Drive, 34614
Listing courtesy of AMPLIFY REAL ESTATE SERVICES FL
117 S Brooksville Avenue, pool for sale in Brooksville
$330,000
4 bd · 2 ba · 2,758 sq ft · built 1925
117 S Brooksville Avenue, 34601
Listing courtesy of CENTURY 21 CIRCLE
18308 Valor Path, pool for sale in Brooksville
$1,149,000
6 bd · 4.5 ba · 5,845 sq ft · built 2006
18308 Valor Path, 34604
Listing courtesy of HOME LAND REAL ESTATE INC
18131 Rivard Boulevard, pool for sale in Brooksville
$359,000
3 bd · 2 ba · 1,856 sq ft · built 1998
18131 Rivard Boulevard, 34604
Trails At Rivard
Listing courtesy of LAST FRONTIER REAL ESTATE & IN
5151 Delacroix Drive, pool for sale in Brooksville
$572,500
3 bd · 3 ba · 2,712 sq ft · built 2006
5151 Delacroix Drive, 34604
Hernando Oaks
Listing courtesy of EATON REALTY

The most expensive pool homes in Brooksville

ListingAskingSq ftCommunity
18381 Split Rail Rd$4,500,0003,570Cabot Citrus Farms Brooksville
18371 Split Rail Road$3,800,0003,470Cabot Citrus Farms Brooksville
5401 Grand Summit Drive$1,999,9997,264Southern Hills Hilltop
25198 Lily Pad Lane$1,995,5004,717—
20085 English Walnut Place$1,740,0004,407Southern Hills Plantation
27390 Church Road$1,720,0003,422—
12345 Citrus Way$1,650,0004,220—
24087 Twister Lane$1,600,0003,596—
23458 Croom Road$1,395,0004,088Ac Croom Rd/Mondon Hill/0655
5251 Summit View Drive$1,299,9993,584hernando county

Pool Homes by price

BandFor saleShare
Under $300K818%
$300K–$500K1125%
$500K–$750K716%
$750K–$1M511%
$1M+1330%

Brooksville 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
Hernando Oaks Ph 150$500,000$439,000
High Point Mh Sub40$155,950$89,000
Cabot Citrus Farms22$4,150,000$3,800,000
Acerage20$1,942,500$785,000
Dogwood Estate Ph I20$529,950$460,000
Parsons Add To Brooksville20$344,250$288,500
Trillium Village B20$332,000$270,000
Southern Hills Hilltop10$1,999,999$1,999,999
Southern Hills Plantation Ph211$1,900,000$1,900,000
Southern Hills Plantation Ph 210$1,740,000$1,740,000
That Part Of Sw1/2 Of Nw1/4 Of Nw1/4 Lying W Of Sr10$1,650,000$1,650,000
Sweger Ph 2 - Class 1 Sub10$1,600,000$1,600,000
Ac Croom Rd/Mondon Hill/065510$1,395,000$1,395,000
Reel Land - Class 1 Sub10$1,299,900$1,299,900
E328 Ft Of W1498 Ft Of Se1/4 N Of Sr 420 Orb 87110$1,240,000$1,240,000
Southern Hills Plantation Ph 110$1,199,000$1,199,000
Country Haven Estates10$1,165,000$1,165,000
W1/2 Of Nw1/4 Of Se1/4 Of Ne1/4 Prb 702 Pgs 650-5710$1,149,000$1,149,000
William Lane - Class 1 Sub10$1,125,000$1,125,000
East Brooksville10$999,000$999,000
Royal Palm Estates Rep10$900,000$900,000
Oakwood Acres10$849,900$849,900
Gulf Florida Highlands10$800,000$800,000
Southern Hills10$799,995$799,995
Blasingame - Class 1 Sub10$749,999$749,999
Lowery10$675,000$675,000
Tamber10$599,000$599,000
Potterfield Garden Ac - G10$515,000$515,000
Potterfield Gdn Ac10$499,000$499,000
Springwood Estate10$492,990$492,990
Hernando Oaks Ph 1A10$489,900$489,900
Glen Lakes Ph 110$460,000$460,000
Hammock Acres10$455,000$455,000
Garden Grove10$365,000$365,000
Dogwood Estate Ph Iii10$360,000$360,000
Trails At Rivard Ph 1,2 & 610$359,000$359,000
Town/Brooksville10$330,000$330,000
Tucker Hills10$299,900$299,900
Quail Meadows Ph 110$299,000$299,000
S1/2 Of W1/2 Of Nw1/4 Of Ne1/4 Of Sw1/4 As Des In10$279,900$279,900
Tangerine Estates10$259,900$259,900
Weston Park10$259,000$259,000
Pine Grove Sub10$135,000$135,000

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 Brooksville?
As of September 27, 2026, 63 Brooksville, FL listings whose MLS record reports a private pool are active or pending, across 43 communities. The count updates with every MLS refresh.
What do pool homes cost in Brooksville?
The median asking price today is $559,000, with listings from $89,000 to $4,500,000. Brooksville listings without that feature have a median of $325,000.
Which Brooksville community has the most pool homes for sale?
Hernando Oaks Ph 1 has the most right now (5), followed by High Point Mh Sub (4), Cabot Citrus Farms (2), Acerage (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 Brooksville

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 Brooksville, 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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