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.
192 homes listed between $300,000 and $500,000 are for sale or pending in Brooksville, FL today across 77 communities. The median asking price is $359,450, from $300,070 to $499,999. Listings in Brooksville without that feature have a median of $282,810. Most listings right now: Waterford (13), Leyland Preserve (13), Benton Hills (12). Updated September 11, 2026 from the MLS.
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.
| Community | Homes $300K–$500K | New build | Median list | From |
|---|---|---|---|---|
| Waterford | 13 | 13 | $389,990 | $300,070 |
| Leyland Preserve | 13 | 13 | $355,000 | $308,030 |
| Benton Hills | 12 | 10 | $335,900 | $314,900 |
| Royal Highlands | 10 | 6 | $351,900 | $324,900 |
| Hernando Oaks Ph 3 | 6 | 0 | $367,495 | $346,990 |
| Cascades At S H Plant Ph 1 Rep | 6 | 3 | $344,500 | $315,000 |
| Hernando Oaks Ph 1 | 5 | 0 | $359,900 | $310,000 |
| Trails At Rivard Ph 1,2 & 6 | 4 | 0 | $349,999 | $339,000 |
| Southern Hills Plantation Ph 2 | 3 | 1 | $439,900 | $414,900 |
| Royal Highlands Unit 7 | 3 | 3 | $427,990 | $314,990 |
| Masaryktown | 3 | 2 | $415,000 | $325,000 |
| Trillium Village D | 3 | 0 | $365,000 | $319,900 |
| Trillium Village E Ph 1 | 3 | 0 | $345,000 | $336,000 |
| Southern Hills Plantation | 2 | 1 | $449,495 | $399,990 |
| Springwood Estate | 2 | 0 | $425,995 | $359,000 |
| Hill N Dale | 2 | 2 | $374,229 | $349,959 |
| Dogwood Estate Ph Iii | 2 | 0 | $357,500 | $355,000 |
| Potterfield Garden Ac - Jj | 2 | 1 | $355,000 | $350,000 |
| Trillium Village B | 2 | 0 | $352,000 | $310,000 |
| Trilby Crossings | 2 | 2 | $337,900 | $337,900 |
| Deerfield Estate Ph 5 | 2 | 0 | $337,450 | $325,000 |
| Waterford Ph 1 | 2 | 0 | $337,450 | $325,000 |
| Trillium Village A | 2 | 0 | $334,450 | $329,000 |
| Trilby Xing Ph 1 | 2 | 0 | $325,000 | $320,000 |
| Trilby Crossing | 2 | 2 | $323,400 | $320,900 |
| Quail Meadows Ph 1 | 2 | 0 | $322,449 | $319,999 |
| Trillium Village C Ph 2A | 2 | 0 | $319,700 | $309,500 |
| Stenholm Sub In Sw1/4 Unrec | 1 | 0 | $499,999 | $499,999 |
| Southern Hills Plantation Ph 1 | 1 | 0 | $499,500 | $499,500 |
| Potterfield Gdn Ac | 1 | 0 | $499,000 | $499,000 |
| E405 Ft Of All S Of Rd In W1/2 Of Sw1/4 Of Se1/4 L | 1 | 0 | $499,000 | $499,000 |
| Ac Wth Forest/Ridge Mnr Area-Ac05 | 1 | 0 | $498,900 | $498,900 |
| W1/2 Of Se1/4 Of Nw1/4 Of Ne1/4 Orb 398 Pgs 164 & | 1 | 0 | $488,500 | $488,500 |
| Acerage | 1 | 0 | $485,000 | $485,000 |
| Mondon Hill Farm | 1 | 0 | $485,000 | $485,000 |
| Pinecone Reserve | 1 | 1 | $484,990 | $484,990 |
| Royal Palm Estates Rep | 1 | 0 | $475,000 | $475,000 |
| Dogwood Estate Ph I | 1 | 0 | $460,000 | $460,000 |
| Royal Highlands Unit 9 | 1 | 1 | $458,900 | $458,900 |
| Hammock Acres | 1 | 0 | $455,000 | $455,000 |
| Voss Oak Lake Estate | 1 | 1 | $439,900 | $439,900 |
| Reel Land - Class 1 Sub | 1 | 0 | $425,000 | $425,000 |
| Shadowlawn Sub To Brooksvl | 1 | 1 | $414,500 | $414,500 |
| Parsons Add To Brooksville | 1 | 0 | $400,000 | $400,000 |
| Stenholm Enterprises Unrec | 1 | 0 | $399,900 | $399,900 |
| Hernando Oaks Ph 2 | 1 | 0 | $399,900 | $399,900 |
| Potterfield Garden Ac - L | 1 | 0 | $399,900 | $399,900 |
| Trillium Village E Ph 2 | 1 | 0 | $397,500 | $397,500 |
| East Brooksville | 1 | 0 | $395,000 | $395,000 |
| Ac Spring Hill Area | 1 | 0 | $385,000 | $385,000 |
| Town/Brooksville | 1 | 0 | $385,000 | $385,000 |
| Suncoast Landing Phase 2 | 1 | 0 | $379,999 | $379,999 |
| Trillium Village C Ph 2B | 1 | 0 | $379,900 | $379,900 |
| Shadowlawn Annex | 1 | 0 | $375,000 | $375,000 |
| Pine Grove Sub | 1 | 0 | $370,000 | $370,000 |
| Ac Ayers | 1 | 0 | $369,000 | $369,000 |
| Suncoast Landing Phase 1 | 1 | 0 | $359,990 | $359,990 |
| Waterford Phase 2 | 1 | 0 | $358,500 | $358,500 |
| Sandal Key | 1 | 1 | $354,070 | $354,070 |
| Gulf Florida Highlands | 1 | 0 | $354,000 | $354,000 |
Also with homes $300K–$500K for sale
- Potterfield Garden Ac (1)
- Royal Highlands Unit 5 (1)
- Home Terrace (1)
- Cascades At S Hills Plant Ph 1 (1)
- Benton Hills Phase 1 (1)
- Trillium Village C Ph 1 (1)
- Dogwood Est Phase Iii (1)
- Benton Hills Ph 1 (1)
- High Point Mobile Home Unit 6 (1)
- Hamlin Way (1)
- Ac Ayers Rd/Wiscon/Pkwy E (1)
- Hernando Highlands Unrec (1)
- Royal Highlands Unit 6 (1)
- Silverthorn Ph 3 (1)
- Sherman Hills Sec 3 (1)
- Potterfield Garden Ac - G (1)
- Royal Highlandsunit 8 (1)
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?
What do homes $300K–$500K cost in Brooksville?
Which Brooksville community has the most homes $300K–$500K for sale?
What is the monthly payment on a $400,000 home?
Keep exploring Brooksville
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- Brooksville ZIP codes with prices
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- Brooksville gated community homes
- Brooksville 4-bedroom homes
- Brooksville homes under $300K
- Homes $300K–$500K in every city
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.