Homes for Sale $300K to $500K in Brooksville, FL

This page tracks every Brooksville listing with an asking price between $300,000 and $500,000, by community, with live counts and asking prices. Prices are asking prices from the MLS, not values, and the list changes with every refresh.

178 homes listed between $300,000 and $500,000 are for sale or pending in Brooksville, FL today across 75 communities. The median asking price is $358,750, from $302,210 to $499,999. Listings in Brooksville without that feature have a median of $279,450. Most listings right now: Benton Hills (18), Leyland Preserve (13), Royal Highlands (8). Updated October 2, 2026 from the MLS.

Live $300k–$500k homes in Brooksville: the listings

138 active listings match today (32% of Brooksville inventory), median asking $358,750, $192/sq ft, median 52 days on market. Photo cards link to the listing; refreshed nightly.

Newest $300k–$500k homes in Brooksville

24051 Martin Drive, $300k–$500k for sale in Brooksville
$469,000 New
3 bd · 2 ba · 2,092 sq ft · built 1998
24051 Martin Drive, 34601
dogwood estate
Listing courtesy of MERIDIAN REAL ESTATE
19819 Tattnall Way, $300k–$500k for sale in Brooksville
$450,000 New
2 bd · 2.5 ba · 2,342 sq ft · built 2023
19819 Tattnall Way, 34601
Listing courtesy of CHARLES RUTENBERG REALTY INC
7156 Ray Creek Drive, $300k–$500k for sale in Brooksville
$360,000 New
4 bd · 3 ba · 1,988 sq ft · built 2025
7156 Ray Creek Drive, 34601
Listing courtesy of REDFIN CORPORATION
1019 S Mildred Avenue, $300k–$500k for sale in Brooksville
$485,000 New
3 bd · 2.5 ba · 2,707 sq ft · built 1946
1019 S Mildred Avenue, 34601
Listing courtesy of COLDWELL BANKER INVESTORS REAL
11500 Lomita Wren Road, $300k–$500k for sale in Brooksville
$434,900 New
4 bd · 3 ba · 2,179 sq ft · built 2027
11500 Lomita Wren Road, 34614
Listing courtesy of NEW BUILD SERVICES
12437 Harris Hawk Road, $300k–$500k for sale in Brooksville
$434,900 New
4 bd · 3 ba · 2,179 sq ft · built 2027
12437 Harris Hawk Road, 34614
Listing courtesy of NEW BUILD SERVICES
12180 Sunshine, $300k–$500k for sale in Brooksville
$429,000 New
3 bd · 2 ba · 1,568 sq ft · built 1989
12180 Sunshine, 34614
Listing courtesy of KELLER WILLIAMS REALTY AT THE LAKES
3063 Crum Road, $300k–$500k for sale in Brooksville
$425,000 New
2 bd · 2 ba · 1,064 sq ft · built 2004
3063 Crum Road, 34604
Listing courtesy of KW REALTY ELITE PARTNERS
11260 Gallinule Avenue, $300k–$500k for sale in Brooksville
$423,900 New
4 bd · 3 ba · 2,106 sq ft · built 2027
11260 Gallinule Avenue, 34613
royal highlands
Listing courtesy of NEW BUILD SERVICES
4455 Gevalia Drive, $300k–$500k for sale in Brooksville
$410,000 New
4 bd · 3 ba · 2,212 sq ft · built 2006
4455 Gevalia Drive, 34604
Hernando Oaks
Listing courtesy of DALTON WADE INC
7245 Ray Creek Drive, $300k–$500k for sale in Brooksville
$402,800 New
4 bd · 3 ba · 1,988 sq ft · built 2026
7245 Ray Creek Drive, 34601
Leyland Preserve
Listing courtesy of MERITAGE HOMES OF FL REALTY
24403 Mccaw Road, $300k–$500k for sale in Brooksville
$400,000 New
3 bd · 2 ba · 2,280 sq ft · built 2005
24403 Mccaw Road, 34601
Listing courtesy of RE/MAX MARKETING SPECIALISTS
7395 Robb Road, $300k–$500k for sale in Brooksville
$399,999 New
3 bd · 2 ba · 1,248 sq ft · built 1990
7395 Robb Road, 34602
Listing courtesy of CENTURY 21 ALLIANCE REALTY
15247 Glossy Ibis Road, $300k–$500k for sale in Brooksville
$382,900 New
4 bd · 3 ba · 1,981 sq ft · built 2026
15247 Glossy Ibis Road, 34614
royal highlands
Listing courtesy of LGI REALTY- FLORIDA, LLC
13395 Canyon Swallow Road, $300k–$500k for sale in Brooksville
$382,900 New
4 bd · 3 ba · 1,981 sq ft · built 2026
13395 Canyon Swallow Road, 34614
royal highlands
Listing courtesy of LGI REALTY- FLORIDA, LLC
9299 Weatherly Road, $300k–$500k for sale in Brooksville
$350,000 New
3 bd · 1 ba · 992 sq ft · built 1962
9299 Weatherly Road, 34601
Listing courtesy of SOUTHERN BELLE REALTY, INC
26484 Mary Avenue, $300k–$500k for sale in Brooksville
$349,959 New
4 bd · 2 ba · 1,710 sq ft · built 2026
26484 Mary Avenue, 34602
hill n dale the village
Listing courtesy of BHHS FLORIDA PROPERTIES GROUP
3777 Fantasy Way, $300k–$500k for sale in Brooksville
$349,900 New
4 bd · 2 ba · 1,762 sq ft · built 2017
3777 Fantasy Way, 34604
Listing courtesy of FLORIDAS A TEAM REALTY
30805 Satinleaf Run, $300k–$500k for sale in Brooksville
$349,900 New
4 bd · 3.5 ba · 2,151 sq ft · built 2014
30805 Satinleaf Run, 34602
Listing courtesy of BINGHAM REALTY INC
31356 Malbec Drive, $300k–$500k for sale in Brooksville
$343,710 New
4 bd · 2 ba · 1,840 sq ft · built 2026
31356 Malbec Drive, 34602
Benton Hills
Listing courtesy of MERITAGE HOMES OF FL REALTY
13385 Canyon Swallow Road, $300k–$500k for sale in Brooksville
$338,900 New
3 bd · 2 ba · 1,498 sq ft · built 2026
13385 Canyon Swallow Road, 34614
royal highlands
Listing courtesy of LGI REALTY- FLORIDA, LLC
15257 Glossy Ibis Road, $300k–$500k for sale in Brooksville
$338,900 New
3 bd · 2 ba · 1,498 sq ft · built 2026
15257 Glossy Ibis Road, 34614
royal highlands
Listing courtesy of LGI REALTY- FLORIDA, LLC
31374 Malbec Drive, $300k–$500k for sale in Brooksville
$338,050 New
4 bd · 3 ba · 1,988 sq ft · built 2026
31374 Malbec Drive, 34602
Benton Hills
Listing courtesy of MERITAGE HOMES OF FL REALTY
5277 Cap Road, $300k–$500k for sale in Brooksville
$337,900 New
4 bd · 3 ba · 1,981 sq ft · built 2026
5277 Cap Road, 34602
Trilby Crossing
Listing courtesy of LGI REALTY- FLORIDA, LLC
19744 Fort King Run, $300k–$500k for sale in Brooksville
$330,000 New
2 bd · 2 ba · 1,686 sq ft · built 2017
19744 Fort King Run, 34601
Listing courtesy of CHARLES RUTENBERG REALTY INC
5233 Cap Road, $300k–$500k for sale in Brooksville
$327,900 New
3 bd · 2 ba · 1,707 sq ft · built 2026
5233 Cap Road, 34602
Trilby Crossing
Listing courtesy of LGI REALTY- FLORIDA, LLC
5241 Cap Road, $300k–$500k for sale in Brooksville
$325,900 New
3 bd · 2 ba · 1,498 sq ft · built 2026
5241 Cap Road, 34602
Trilby Crossing
Listing courtesy of LGI REALTY- FLORIDA, LLC
13117 Marbled Godwit Road, $300k–$500k for sale in Brooksville
$325,000 New
3 bd · 2 ba · 1,894 sq ft · built 2007
13117 Marbled Godwit Road, 34614
royal highlands
Listing courtesy of BRIDGE POINT BUSINESS REAL EST
30896 Satinleaf Run, $300k–$500k for sale in Brooksville
$320,000 New
3 bd · 2 ba · 1,629 sq ft · built 2015
30896 Satinleaf Run, 34602
Listing courtesy of DENNIS REALTY & INV. CORP.
31386 Malbec Drive, $300k–$500k for sale in Brooksville
$311,880 New
3 bd · 2 ba · 1,491 sq ft · built 2026
31386 Malbec Drive, 34602
Benton Hills
Listing courtesy of MERITAGE HOMES OF FL REALTY

The most expensive $300k–$500k homes in Brooksville

ListingAskingSq ftCommunity
4347 Gevalia Drive$499,9992,547hernando county
12047 Timber Lane$499,9992,288—
15265 Hebron Church Road$499,9001,610—
27137 Lambeth Road$499,9001,848—
24050 Cortez Boulevard$499,0001,456—
4926 Southern Valley Loop$499,0001,951Southern Hills Plantation
4071 Black Oak Trail$492,9903,081Springwood Estate
4185 Baudelaire Court$489,9002,348Hernando Oaks
5020 Gevalia Drive$489,0003,029Hernando Oaks
1019 S Mildred Avenue$485,0002,707—

$300K–$500K Homes by price

BandFor saleShare
$300K–$500K138100%

Brooksville homes $300K–$500K 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 homes $300K–$500K listed are tabled; the rest follow.

CommunityHomes $300K–$500KNew buildMedian listFrom
Benton Hills1816$334,595$303,170
Leyland Preserve1313$350,000$302,210
Royal Highlands85$351,900$324,900
Hernando Oaks Ph 170$410,000$310,000
Hernando Oaks Ph 360$357,495$329,783
Cascades At S H Plant Ph 1 Rep63$337,250$324,500
Southern Hills Plantation Ph 231$439,900$414,900
Masaryktown32$415,000$325,000
Trillium Village D30$365,000$319,900
Dogwood Estate Ph Iii30$360,000$355,000
Waterford Ph 130$349,900$325,000
Trilby Crossing33$325,900$320,900
Southern Hills Plantation21$449,495$399,990
Royal Highland Unit 622$434,900$434,900
Hill N Dale22$374,229$349,959
Royal Highlands Unit 722$371,490$314,990
Potterfield Garden Ac - Jj21$355,000$350,000
Trails At Rivard Ph 1,2 & 620$354,499$349,999
Trillium Village E Ph 120$340,500$336,000
Trilby Crossings22$337,900$337,900
Sherman Hills Sec 320$334,950$320,000
Trillium Village A20$334,450$329,000
Deerfield Estate Ph 520$332,450$315,000
Trillium Village C Ph 2A20$314,700$309,500
Stenholm Sub In Sw1/4 Unrec10$499,999$499,999
E405 Ft Of All S Of Rd In W1/2 Of Sw1/4 Of Se1/4 L10$499,000$499,000
Ac Wth Forest/Ridge Mnr Area-Ac0510$498,900$498,900
Springwood Estate10$492,990$492,990
Hernando Oaks Ph 1A10$489,900$489,900
W1/2 Of Se1/4 Of Nw1/4 Of Ne1/4 Orb 398 Pgs 164 &10$488,500$488,500
Acerage10$485,000$485,000
Mondon Hill Farm10$485,000$485,000
Royal Palm Estates Rep10$475,000$475,000
Pinecone Reserve11$469,990$469,990
Southern Hills Plantation Ph 110$469,500$469,500
Dogwood Estate Ph Iii10$469,000$469,000
Dogwood Estate Ph I10$460,000$460,000
Hammock Acres10$455,000$455,000
Voss Oak Lake Estate11$439,900$439,900
Gulf Fla Highlands10$429,000$429,000
Reel Land - Class 1 Sub10$425,000$425,000
Royal Highlands Unit 211$423,900$423,900
Shadowlawn Sub To Brooksvl11$414,500$414,500
Potterfield Garden Ac - L10$399,900$399,900
Trillium Village E Ph 210$397,500$397,500
Stenholm Enterprises Unrec10$396,900$396,900
East Brooksville10$395,000$395,000
Ac Spring Hill Area10$385,000$385,000
Suncoast Landing Phase 210$379,999$379,999
Glen Lakes Phase One10$370,000$370,000
Ac Ayers10$369,000$369,000
Royal Oaks Estate10$365,000$365,000
Garden Grove10$365,000$365,000
Leyland Preserve Re10$360,000$360,000
Waterford Phase 210$358,500$358,500
Suncoast Landing Phase 110$355,000$355,000
Gulf Florida Highlands10$354,000$354,000
Potterfield Garden Ac10$350,000$350,000
Benton Hills Phase 111$344,900$344,900
Trillium Village C Ph 110$344,900$344,900

Also with homes $300K–$500K for sale

Where this band sits in the market

The answer block above shows how the median of this band compares with the rest of the city’s listings, which tells you whether $300,000–$500,000 is the middle of the market here or the top of it. Within the band, compare on price per square foot and year built: newer subdivisions usually price higher per foot with lower expected maintenance, older ones the reverse. Each community page carries the HOA and CDD picture, the year-built range and the sales history, so two homes at the same price can be told apart in a few minutes.

Questions to ask about any listing in this band

What are the total monthly carrying costs (taxes, insurance, HOA, CDD) and how do they compare with a similar home two communities over? What is the age of the roof, HVAC and water heater? Is the community’s HOA financially healthy (reserves, no pending assessment)? How many days has the listing been on the market and has the price moved? A local agent who works the area will know which communities in this band are trading at asking and which are negotiating.

Common questions

How many homes listed between $300,000 and $500,000 are for sale in Brooksville?
As of October 2, 2026, 178 Brooksville, FL listings whose MLS record reports an asking price between $300,000 and $500,000 are active or pending, across 75 communities. The count updates with every MLS refresh.
What do homes $300K–$500K cost in Brooksville?
The median asking price today is $358,750, with listings from $302,210 to $499,999. Brooksville listings without that feature have a median of $279,450.
Which Brooksville community has the most homes $300K–$500K for sale?
Benton Hills has the most right now (18), followed by Leyland Preserve (13), Royal Highlands (8), Hernando Oaks Ph 1 (7).
What is the monthly payment on a $400,000 home?
At today’s rates with 20% down, principal and interest on a $400,000 purchase runs roughly $2,000–$2,300 a month before taxes, insurance and any HOA; each listing page shows the property tax and fees for that home, and the true-cost calculator turns them into one monthly figure.

Keep exploring Brooksville

Homes $300K–$500K 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 an asking price between $300,000 and $500,000. 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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