Homes for Sale Under $300K in Brooksville, FL

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

218 homes listed under $300,000 are for sale or pending in Brooksville, FL today across 76 communities. The median asking price is $199,900, from $70,000 to $299,990. Listings in Brooksville without that feature have a median of $468,950. Most listings right now: Brookridge Comm (44), High Point Mh Sub (28), Hill N Dale (8). Updated October 2, 2026 from the MLS.

First-time buyers: what Brooksville costs at the entry level

54 active single-family homes, townhomes and condos at or below $300,000 — median $265,500, about $1,670/mo principal & interest at 6.95% with 5% down. Live from the MLS, refreshed nightly.

Newest homes under $300K in Brooksville

1035 Jenkins Avenue, starter home for sale in Brooksville
$99,000 New
2 bd · 1 ba · 553 sq ft · built 1968
1035 Jenkins Avenue, 34604
Masaryktown
Listing courtesy of LOTUS REAL ESTATE LLC
7378 Griffin Road, starter home for sale in Brooksville
$160,000 New
2 bd · 1 ba · 1,759 sq ft · built 1923
7378 Griffin Road, 34601
Brooksville Farms
Listing courtesy of KELLER WILLIAMS SUBURBAN TAMPA
828 Village Drive, starter home for sale in Brooksville
$167,000 New
2 bd · 2 ba · 909 sq ft · built 1985
828 Village Drive, 34601
candlelight village
Listing courtesy of SOUTHERN COAST TO COUNTRY RLTY
16170 Hurban Street, starter home for sale in Brooksville
$175,000 New
2 bd · 1 ba · 762 sq ft · built 1940
16170 Hurban Street, 34604
Masaryktown
Listing courtesy of KW REALTY ELITE PARTNERS
5355 Nottaway Place, starter home for sale in Brooksville
$249,000 New
2 bd · 2 ba · 1,972 sq ft · built 2006
5355 Nottaway Place, 34601
Listing courtesy of BAM REALTY ADVISORS INC
8301 Weeping Willow Street, starter home for sale in Brooksville
$259,999 New
2 bd · 2 ba · 974 sq ft · built 1978
8301 Weeping Willow Street, 34613
Pine Grove
Listing courtesy of FUTURE HOME REALTY INC
26484 Kevin Kelly Avenue, starter home for sale in Brooksville
$266,000 New
3 bd · 2 ba · 1,140 sq ft · built 2018
26484 Kevin Kelly Avenue, 34602
hill n dale the village
Listing courtesy of 365 REALTY GROUP INC
31400 Malbec Drive, starter home for sale in Brooksville
$299,900 New
4 bd · 2 ba · 1,876 sq ft · built 2026
31400 Malbec Drive, 34602
Benton Hills
Listing courtesy of NEW HOME STAR FLORIDA LLC
515 Stafford Avenue, starter home for sale in Brooksville
$299,900 New
4 bd · 2 ba · 2,374 sq ft · built 1916
515 Stafford Avenue, 34601
Listing courtesy of FIND YOUR PARADISE
27055 Frampton Avenue, starter home for sale in Brooksville
$275,000 New
3 bd · 2 ba · 1,344 sq ft · built 1981
27055 Frampton Avenue, 34602
hill n dale the village
Listing courtesy of TRINITY REALTY SOLUTIONS, LLC
9024 Waterbird Way, starter home for sale in Brooksville
$279,900 New
2 bd · 2 ba · 1,161 sq ft · built 2025
9024 Waterbird Way, 34613
Voss Oak Lake Estate
Listing courtesy of TURTLE KEY REALTY
3804 Moscato Drive, starter home for sale in Brooksville
$282,210 New
3 bd · 2 ba · 1,269 sq ft · built 2026
3804 Moscato Drive, 34602
Benton Hills
Listing courtesy of MERITAGE HOMES OF FL REALTY
16165 Redington Street, starter home for sale in Brooksville
$218,000
3 bd · 2 ba · 1,168 sq ft · built 2005
16165 Redington Street, 34604
Tangerine Estates
Listing courtesy of SAILWINDS REALTY
16205 Perimeter Drive, starter home for sale in Brooksville
$299,900
1 bd · 1 ba · 930 sq ft · built 1987
16205 Perimeter Drive, 34614
Tucker Hills
Listing courtesy of EXP REALTY LLC
15486 Saratoga Drive, starter home 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
25141 Kibler Lane, starter home for sale in Brooksville
$189,000
3 bd · 1 ba · 912 sq ft · built 1991
25141 Kibler Lane, 34601
Listing courtesy of INSPIRED REALTY, LLC
1014 Roosevelt Avenue, starter home for sale in Brooksville
$240,000
3 bd · 1 ba · 858 sq ft · built 1977
1014 Roosevelt Avenue, 34604
Masaryktown
Listing courtesy of REALTY ONE GROUP ADVANTAGE
30990 Satinleaf Run, starter home for sale in Brooksville
$235,000
3 bd · 2 ba · 1,546 sq ft · built 2016
30990 Satinleaf Run, 34602
Listing courtesy of FATHOM REALTY FL LLC
8176 Southern Pines Drive #8176, starter home for sale in Brooksville
$185,000
2 bd · 2 ba · 1,674 sq ft · built 2008
8176 Southern Pines Drive #8176, 34601
Listing courtesy of HAROLD T. GOFFE, REALTOR INC.
5271 Cricket Road, starter home for sale in Brooksville
$260,000
3 bd · 2 ba · 1,452 sq ft · built 2023
5271 Cricket Road, 34602
Trilby Crossing
Listing courtesy of FUTURE HOME REALTY INC
19199 Fort Dade Avenue, starter home for sale in Brooksville
$209,000
1 bd · 1 ba · 816 sq ft · built 1949
19199 Fort Dade Avenue, 34601
Listing courtesy of BRIDGE POINT BUSINESS REAL EST
3796 Moscato Drive, starter home for sale in Brooksville
$294,890
4 bd · 2 ba · 1,687 sq ft · built 2026
3796 Moscato Drive, 34602
Benton Hills
Listing courtesy of MERITAGE HOMES OF FL REALTY
3454 Moscato Drive, starter home for sale in Brooksville
$295,750
4 bd · 2 ba · 1,687 sq ft · built 2026
3454 Moscato Drive, 34602
Benton Hills
Listing courtesy of MERITAGE HOMES OF FL REALTY
3782 Moscato Drive, starter home for sale in Brooksville
$270,890
3 bd · 2 ba · 1,269 sq ft · built 2026
3782 Moscato Drive, 34602
Listing courtesy of MERITAGE HOMES OF FL REALTY
7980 Southern Pines Drive, starter home for sale in Brooksville
$149,000
3 bd · 2 ba · 1,640 sq ft · built 2008
7980 Southern Pines Drive, 34601
Listing courtesy of DALTON WADE INC
21390 Lehouier Dr, starter home for sale in Brooksville
$210,000
3 bd · 2 ba · 1,385 sq ft · built 1959
21390 Lehouier Dr, 34601
Listing courtesy of ORCHARD BROKERAGE, LLC
6376 Cammie Street, starter home for sale in Brooksville
$209,900
3 bd · 1 ba · 1,404 sq ft · built 1979
6376 Cammie Street, 34602
hill n dale the village
Listing courtesy of RE/MAX SUNSET REALTY
30722 Satinleaf Run, starter home for sale in Brooksville
$249,000
3 bd · 2 ba · 1,377 sq ft · built 2014
30722 Satinleaf Run, 34602
Listing courtesy of HOME LAND REAL ESTATE INC
6900 Crested Orchid Drive, starter home for sale in Brooksville
$279,900
4 bd · 2 ba · 1,851 sq ft · built 2019
6900 Crested Orchid Drive, 34602
Listing courtesy of JFA REALTY CO
31407 Satinleaf Run, starter home for sale in Brooksville
$275,000
4 bd · 2 ba · 1,604 sq ft · built 2005
31407 Satinleaf Run, 34602
Listing courtesy of CORCORAN DWELLINGS

What the payment looks like

Purchase priceP&I at 6.95%, 5% downP&I, 20% downCash to close at 5% down (est.)
$150,000$943$794$12,000
$200,000$1,258$1,059$16,000
$250,000$1,572$1,324$20,000
$300,000$1,887$1,589$24,000

Estimates only; taxes, insurance, HOA and mortgage insurance are on top. Closing costs assumed at 3%.

Down-payment assistance in Hernando County · First-time buyer guide

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

CommunityHomes Under $300KNew buildMedian listFrom
Brookridge Comm440$174,900$115,000
High Point Mh Sub280$149,900$75,000
Hill N Dale80$204,950$125,000
Tangerine Estates81$184,450$75,000
Benton Hills76$294,890$282,210
Masaryktown60$197,499$99,000
Trilby Crossing42$287,450$269,900
Trillium Village B40$261,250$209,500
Sherman Hills Sec 340$249,500$235,000
Leyland Preserve33$285,000$282,620
Sea Gate Village30$279,000$250,000
Pine Grove Sub30$175,000$99,000
Glen Raven Ph 130$169,000$129,900
Brookridge30$165,000$154,900
South Way Estates30$145,000$130,000
Garden Grove22$244,900$239,900
Gulf Florida Highlands20$224,499$199,000
Hill N Dale The Village20$197,000$149,000
Candlelight Village20$196,000$167,000
Damac Estates20$195,000$180,000
Brookridge Community20$189,900$139,900
Southern Pines Condo20$186,500$185,000
Cooper Terrace20$184,950$175,000
Whiteside20$177,450$119,900
Lakeside Acres Mh Sub20$154,000$70,000
Damac Modular Home Park21$152,494$125,000
High Point Sub Unit 520$130,000$110,000
Hernando Oaks Ph 110$299,990$299,990
Suncoast Landing10$299,900$299,900
Deer Haven Estate Unrec10$299,900$299,900
Tucker Hills10$299,900$299,900
Lake Lindsey City10$299,000$299,000
Quail Meadows Ph 110$299,000$299,000
Hernando Oaks Ph 310$295,000$295,000
Stenholm Enterprises Unrec11$294,900$294,900
Pinecone11$289,990$289,990
Snow Caps10$289,990$289,990
Benton Hills Phase 111$289,900$289,900
Parsons Add To Brooksville10$288,500$288,500
Potterfield Garden Acres11$285,000$285,000
Cascades At Southern Hills10$280,000$280,000
Potterfield Garden Ac - H10$279,900$279,900
Sherman Hills11$279,900$279,900
S1/2 Of W1/2 Of Nw1/4 Of Ne1/4 Of Sw1/4 As Des In10$279,900$279,900
Trilby Xing Ph 110$279,900$279,900
Voss Oak Lake Estate11$279,900$279,900
Ac Croom Rd/Mondon Hill/065510$279,000$279,000
Eppley Unrec10$275,000$275,000
Sherman Hills Sec 110$275,000$275,000
Ridge Mnr West Phase Ii10$275,000$275,000
Trillium Village C Ph 0110$272,500$272,500
Sunshine Terrace10$269,999$269,999
Ac Croom Rd/Mondon Hill/0655 (Ac03)10$269,900$269,900
Sherman Hills Ph V10$265,900$265,900
Laws Add To Brooksvl10$265,000$265,000
Trilby Xing Ph 210$260,000$260,000
Royal Highlands11$259,900$259,900
Lord - Class 1 Sub10$250,000$250,000
Cascades At S H Plant Ph 1 Rep10$249,000$249,000
Ridge Mnr West10$241,900$241,900

Also with homes under $300K for sale

What under $300,000 buys and what to check

In this price band the differences between listings are usually age, size and condition rather than location alone, so read each listing’s year built, square footage and property type (a condo or manufactured home and a single-family home can sit at the same price with very different monthly costs). Budget the full monthly number, not the price: taxes, insurance, and HOA or CDD fees are all on each listing page, and our true cost of ownership calculator puts them into one figure. Insurance quotes on older roofs and older electrical can change which of two similar homes is actually cheaper.

Questions to ask about any listing in this band

How old is the roof, and will insurers write it? Is there a four-point inspection on file? What did the seller pay for insurance last year? In a condo, what are the dues, is there a special assessment or milestone inspection pending, and what do the reserves look like? Is the price a recent reduction, and how long has it been listed? A local agent who works the area will know which communities in this band have the fewest surprises at inspection.

Common questions

How many homes listed under $300,000 are for sale in Brooksville?
As of October 2, 2026, 218 Brooksville, FL listings whose MLS record reports an asking price under $300,000 are active or pending, across 76 communities. The count updates with every MLS refresh.
What do homes under $300K cost in Brooksville?
The median asking price today is $199,900, with listings from $70,000 to $299,990. Brooksville listings without that feature have a median of $468,950.
Which Brooksville community has the most homes under $300K for sale?
Brookridge Comm has the most right now (44), followed by High Point Mh Sub (28), Hill N Dale (8), Tangerine Estates (8).
What is the monthly payment on a home under $300,000?
At today’s rates with 20% down, principal and interest on a $300,000 purchase runs in the $1,500–$1,700 a month range before taxes, insurance and any HOA; each listing page shows the property tax and fees for that home, and the true-cost calculator linked above turns them into one monthly number.

Keep exploring Brooksville

Homes Under $300K 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 under $300,000. 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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