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.

70 homes with a private pool are for sale or pending in Brooksville, FL today across 47 communities. The median asking price is $572,500, from $74,900 to $4,500,000. Listings in Brooksville without that feature have a median of $313,650. Most listings right now: Hernando Oaks Ph 1 (4), Southern Hills Plantation Ph 1 (3), High Point Mh Sub (3). Updated November 7, 2026 from the MLS.

Live pool homes in Brooksville: the listings

53 active listings carry the flag today (11% of Brooksville inventory), median asking $620,000, $234/sq ft, median 56 days on market. Photo cards link to the listing; refreshed nightly.

Newest pool homes in Brooksville

$1,350,000 New
5 bd · 4.5 ba · 5,070 sq ft · built 1977
21033 Violet Road, 34601
Royal Oaks Estate
Listing courtesy of REAL BROKER, LLC
$520,000 New
3 bd · 2 ba · 2,199 sq ft · built 1990
9135 Weeping Willow Street, 34613
Listing courtesy of PEOPLE'S TRUST REALTY
24141 Mondon Hill Road, pool for sale in Brooksville
$157,500 New
2 bd · 1 ba · 1,130 sq ft · built 1952
24141 Mondon Hill Road, 34601
Listing courtesy of CENTURY 21 ALLIANCE REALTY
9896 Domingo Drive, pool for sale in Brooksville
$425,000
3 bd · 2 ba · 2,070 sq ft · built 1986
9896 Domingo Drive, 34601
dogwood estate
Listing courtesy of MIHARA & ASSOCIATES INC.
5346 Nottaway Place, pool for sale in Brooksville
$454,700
2 bd · 2.5 ba · 2,334 sq ft · built 2006
5346 Nottaway Place, 34601
Listing courtesy of CENTURY 21 ALLIANCE REALTY
905 S Mildred Avenue, pool for sale in Brooksville
$345,000
3 bd · 2 ba · 2,035 sq ft · built 1985
905 S Mildred Avenue, 34601
Parsons
Listing courtesy of KW REALTY ELITE PARTNERS
12224 Dry Creek Ranch Road, pool for sale in Brooksville
$469,900
5 bd · 3.5 ba · 2,128 sq ft · built 1987
12224 Dry Creek Ranch Road, 34614
Gulf Florida Highlands
Listing courtesy of HARTNEY REALTY & DEVELOPMENT
2321 Spring Lake Highway, pool for sale in Brooksville
$489,900
3 bd · 3 ba · 2,200 sq ft · built 1993
2321 Spring Lake Highway, 34602
Listing courtesy of ONEIL COMMERCIAL ADVISORS
8382 Pinewood Avenue, pool for sale in Brooksville
$369,999
3 bd · 2 ba · 1,902 sq ft · built 1989
8382 Pinewood Avenue, 34613
Pine Grove
Listing courtesy of CENTURY 21 ALLIANCE REALTY
6401 Sunnyside Ranch Road, pool for sale in Brooksville
$281,000
2 bd · 2 ba · 720 sq ft · built 1970
6401 Sunnyside Ranch Road, 34602
Listing courtesy of EXP REALTY LLC
26394 Bliss Street, pool for sale in Brooksville
$595,000
3 bd · 2 ba · 1,502 sq ft · built 2003
26394 Bliss Street, 34602
Listing courtesy of DENNIS REALTY & INV. CORP.
24051 Martin Drive, pool for sale in Brooksville
$464,000
3 bd · 2 ba · 2,092 sq ft · built 1998
24051 Martin Drive, 34601
dogwood estate
Listing courtesy of MERIDIAN REAL ESTATE
20485 Yontz Road, pool for sale in Brooksville
$399,000
4 bd · 2.5 ba · 2,024 sq ft · built 1977
20485 Yontz Road, 34601
Carlin Drive
Listing courtesy of SOUTHERN BELLE REALTY, INC
4185 Baudelaire Court, pool for sale in Brooksville
$479,900
4 bd · 2 ba · 2,348 sq ft · built 2006
4185 Baudelaire Court, 34604
Hernando Oaks
Listing courtesy of MIHARA & ASSOCIATES INC.
16205 Perimeter Drive, pool for sale in Brooksville
$274,900
1 bd · 1 ba · 930 sq ft · built 1987
16205 Perimeter Drive, 34614
Tucker Hills
Listing courtesy of EXP REALTY LLC
8095 Western Circle Drive, pool for sale in Brooksville
$74,900
2 bd · 1 ba · 708 sq ft · built 1972
8095 Western Circle Drive, 34613
High Point Mh
Listing courtesy of KW REALTY ELITE PARTNERS
8164 Highpoint Boulevard, pool for sale in Brooksville
$174,900
2 bd · 2 ba · 1,056 sq ft · built 1981
8164 Highpoint Boulevard, 34613
High Point Mh
Listing courtesy of THE ATLAS GROUP
5102 Delacroix Drive, pool for sale in Brooksville
$545,000
4 bd · 3 ba · 2,713 sq ft · built 2004
5102 Delacroix Drive, 34604
Hernando Oaks
Listing courtesy of RE/MAX PREMIER GROUP
23458 Croom Road, pool for sale in Brooksville
$1,345,000
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
5020 Gevalia Drive, pool for sale in Brooksville
$460,000
3 bd · 3.5 ba · 3,029 sq ft · built 2004
5020 Gevalia Drive, 34604
Hernando Oaks
Listing courtesy of MARK SPAIN REAL ESTATE
12042 Kamback Drive, pool for sale in Brooksville
$274,900
3 bd · 2 ba · 1,550 sq ft · built 1984
12042 Kamback Drive, 34614
Listing courtesy of AMPLIFY REAL ESTATE SERVICES FL
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

The most expensive pool homes in Brooksville

ListingAskingSq ftCommunity
18381 Split Rail Rd$4,500,0003,570hernando county
18371 Split Rail Road$3,800,0003,470hernando county
1450 Virginia Lee Circle$3,100,0005,217hernando county
26307 Mountain Lake Road$2,250,0007,200hernando county
14373 Daly Road$2,200,0004,033hernando county
6084 Summit View Drive$2,000,0006,684hernando county
5401 Grand Summit Drive$1,999,9997,264hernando county
25198 Lily Pad Lane$1,995,5004,717hernando county
27390 Church Road$1,720,0003,422hernando county
20085 English Walnut Place$1,695,0004,407hernando county

Pool Homes by price

BandFor saleShare
Under $300K917%
$300K–$500K1325%
$500K–$750K611%
$750K–$1M611%
$1M+1936%

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 140$467,500$439,000
Southern Hills Plantation Ph 130$1,199,000$785,000
High Point Mh Sub30$174,900$74,900
Cabot Citrus Farms22$4,150,000$3,800,000
Plateau,The - Class 1 Sub20$2,279,875$1,459,750
Gulf Florida Highlands20$634,950$469,900
Oakwood Acres20$574,950$350,000
Dogwood Estate Ph I20$529,950$460,000
Dogwood Estate Ph Iii20$412,000$360,000
Quail Meadows Ph 120$298,000$297,000
Watson - Class 1 Sub10$2,200,000$2,200,000
Southern Hills Hilltop10$1,999,999$1,999,999
Southern Hills Plantation Ph211$1,900,000$1,900,000
Southern Hills Plantation Ph 210$1,695,000$1,695,000
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
Royal Oaks Estate10$1,350,000$1,350,000
Ac Croom Rd/Mondon Hill/065510$1,345,000$1,345,000
Reel Land - Class 1 Sub10$1,250,000$1,250,000
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
Southern Hills Plantation10$899,000$899,000
Howells Estate Div To10$769,900$769,900
Acerage10$690,000$690,000
Stafford10$620,000$620,000
Blasingame - Class 1 Sub10$550,000$550,000
Pottersfield Gdn10$520,000$520,000
Hernando Oaks Ph 1A10$479,900$479,900
Springwood Estate10$469,900$469,900
Cascades At S H Plant Ph 1 Rep10$454,700$454,700
Dogwood Estate Ph Vi10$425,000$425,000
Carlin Drive Sub Unrec10$399,000$399,000
Mondon Hill Farm10$399,000$399,000
Pine Grove Sub10$369,999$369,999
Garden Grove10$365,000$365,000
Trails At Rivard Ph 1,2 & 610$359,000$359,000
Parsons Add To Brooksville10$345,000$345,000
Town/Brooksville10$325,000$325,000
Dogwood Estate Ph V10$289,900$289,900
Hill And Dale10$281,000$281,000
S1/2 Of W1/2 Of Nw1/4 Of Ne1/4 Of Sw1/4 As Des In10$274,900$274,900
Tucker Hills10$274,900$274,900
Trillium Village B10$270,000$270,000
Mondon Hill10$157,500$157,500
Rolling Acres10$140,000$140,000

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 November 7, 2026, 70 Brooksville, FL listings whose MLS record reports a private pool are active or pending, across 47 communities. The count updates with every MLS refresh.
What do pool homes cost in Brooksville?
The median asking price today is $572,500, with listings from $74,900 to $4,500,000. Brooksville listings without that feature have a median of $313,650.
Which Brooksville community has the most pool homes for sale?
Hernando Oaks Ph 1 has the most right now (4), followed by Southern Hills Plantation Ph 1 (3), High Point Mh Sub (3), Cabot Citrus Farms (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

Pool Homes in nearby Hernando 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 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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