Homes for Sale $300K to $500K in Haines City, FL
This page tracks every Haines City 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.
348 homes listed between $300,000 and $500,000 are for sale or pending in Haines City, FL today across 114 communities. The median asking price is $343,440, from $300,000 to $499,900. Listings in Haines City without that feature have a median of $260,000. Most listings right now: Crosswinds (32), Covered Bridge At Liberty Bluff (20), Crosswinds 50'S Gc (17). Updated October 2, 2026 from the MLS.
Live $300k–$500k homes in Haines City: the listings
237 active listings match today (49% of Haines City inventory), median asking $340,000, $175/sq ft, median 35 days on market. Photo cards link to the listing; refreshed nightly.
Newest $300k–$500k homes in Haines City
The most expensive $300k–$500k homes in Haines City
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 116 Bream Street | $499,900 | 1,596 | — |
| 2765 Kokomo Loop | $499,900 | 2,864 | — |
| 363 Villa Sorrento Circle | $495,000 | 2,233 | — |
| 367 Villa Sorrento Circle | $495,000 | 2,233 | — |
| 376 Villa Sorrento Circle | $489,000 | 2,036 | — |
| 923 Fieldstone Way | $488,000 | 3,250 | — |
| 319 Cherokee Avenue | $485,000 | 2,781 | — |
| 526 Pineloch Drive | $485,000 | 2,739 | — |
| 436 Jeffery Lane | $485,000 | 2,052 | — |
| 537 Pineloch Drive | $480,000 | 2,057 | — |
$300K–$500K Homes by price
| Band | For sale | Share |
|---|---|---|
| $300K–$500K | 237 | 100% |
Haines City 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 |
|---|---|---|---|---|
| Crosswinds | 32 | 32 | $364,999 | $324,499 |
| Covered Bridge At Liberty Bluff | 20 | 14 | $345,452 | $320,490 |
| Crosswinds 50'S Gc | 17 | 17 | $345,890 | $305,890 |
| Scenic Terrace | 16 | 16 | $339,027 | $312,990 |
| Crosswinds East Phase 1 | 14 | 14 | $345,445 | $304,990 |
| Cypress Park Estates | 13 | 5 | $325,000 | $310,000 |
| Balmoral Estates | 12 | 0 | $354,950 | $305,000 |
| Crosswinds East | 9 | 9 | $336,000 | $304,190 |
| Marion Ridge | 7 | 7 | $347,990 | $321,990 |
| Liberty Trace | 6 | 6 | $331,730 | $314,590 |
| Bradbury Creek Phase 2 | 6 | 6 | $310,990 | $302,990 |
| Calabay Park At Tower Lake Ph 02 | 5 | 0 | $390,000 | $329,900 |
| Kokomo Bay Ph 01 | 5 | 0 | $359,000 | $320,000 |
| Southern Dunes Estates | 5 | 0 | $349,000 | $339,999 |
| Bradbury Creek Phase 1 | 5 | 4 | $320,990 | $300,990 |
| Orchid Terrace Ph 1 | 5 | 0 | $320,000 | $305,000 |
| Villa Sorrento | 4 | 4 | $492,000 | $469,000 |
| Calabay Parc At Tower Lake | 4 | 0 | $477,500 | $365,000 |
| Haines Rdg Ph 4 | 4 | 1 | $410,000 | $337,592 |
| Haines Ridge Ph 01 | 4 | 0 | $391,500 | $322,900 |
| Seasons/Heritage Square | 4 | 0 | $369,500 | $345,000 |
| Lawson Dunes Sub | 4 | 1 | $352,700 | $319,000 |
| Hamilton Bluff Subdivision Phases 1 & 2 | 4 | 4 | $346,627 | $315,990 |
| Hamilton Bluff | 4 | 3 | $342,745 | $306,990 |
| Marion Creek Estates | 4 | 1 | $335,000 | $300,000 |
| Laurel Glen | 4 | 0 | $307,500 | $304,990 |
| Caribbean Cove | 3 | 0 | $399,000 | $339,000 |
| Marion Creek | 3 | 3 | $350,000 | $330,000 |
| Lawson Dunes | 3 | 3 | $349,999 | $319,999 |
| Hatchwood Estates | 3 | 0 | $348,800 | $300,000 |
| Bradbury Crk Ph I | 3 | 0 | $330,000 | $318,000 |
| Grace Ranch Ph 2 | 3 | 0 | $329,990 | $318,000 |
| Magnolia Park Ph 3 | 3 | 0 | $325,000 | $320,000 |
| Groves At Grenelefe 60S Major | 3 | 3 | $323,890 | $308,890 |
| Gracelyn Grove Ph 1 | 3 | 0 | $320,000 | $312,900 |
| Bradbury Creek | 3 | 3 | $312,990 | $303,888 |
| Ridge/Hlnd Mdws | 3 | 0 | $306,900 | $300,000 |
| Kokomo Bay Ph 02 | 2 | 0 | $454,945 | $409,990 |
| Summerlin Grvs Ph 1 | 2 | 0 | $419,950 | $389,900 |
| Southern Dunes Estates Add | 2 | 0 | $381,500 | $359,000 |
| Sunset Sub | 2 | 0 | $375,700 | $341,500 |
| Calabay At Tower Lake Ph 03 | 2 | 0 | $357,450 | $340,000 |
| Scenic Terrace South Ph 1 | 2 | 0 | $354,975 | $350,000 |
| Monticelli/Tower Lake | 2 | 0 | $347,500 | $345,000 |
| Orchid Terrace Ph 2 | 2 | 0 | $347,450 | $315,000 |
| Alford Oaks | 2 | 0 | $334,850 | $320,000 |
| Sweetwater Golf & Tennis Club Add 02 | 2 | 0 | $326,950 | $317,000 |
| Scenic Terrace South Ph I | 2 | 0 | $321,500 | $305,000 |
| Scenic Terrace 50'S Gc | 2 | 2 | $319,490 | $318,990 |
| Haines Rdg Ph 3 | 2 | 0 | $317,450 | $314,900 |
| Covered Bridge | 2 | 2 | $309,202 | $307,490 |
| Hatchineha Estates | 1 | 0 | $499,900 | $499,900 |
| Not A Subdivision | 1 | 0 | $485,000 | $485,000 |
| Calabay Parc/Tower Lake | 1 | 1 | $480,000 | $480,000 |
| Bermuda Pointe | 1 | 0 | $475,000 | $475,000 |
| Sequoyah Ridge | 1 | 0 | $474,900 | $474,900 |
| Na-Dell Hills Add 04 | 1 | 0 | $449,000 | $449,000 |
| Spring Pines West | 1 | 0 | $440,000 | $440,000 |
| Na-Dell Hills | 1 | 0 | $425,000 | $425,000 |
| Hammoc Reserve Phase 3 | 1 | 0 | $424,900 | $424,900 |
Also with homes $300K–$500K for sale
- Skyway Terrace Add (1)
- Skyway Terrace (1)
- Southern Dunes / Caribbean Cove (1)
- Tower View Estates (1)
- Arrowhead Lake (1)
- Patterson Groves (1)
- Seasons/Frst Crk (1)
- Calabay Xing (1)
- Natures Edge (1)
- Mariner Cay (1)
- Hamilton Bluff Sub (1)
- Estates At Lake Butler (1)
- Calabay Parc At Tower Lake Ph 03 (1)
- Southern Dunes / Kokomo Bay Ph 02 (1)
- Haines City (1)
- Southern Dunes, Caribbean Cove (1)
- Calabay Parc At Tower Lake Ph 2 (1)
- Lawson Dunes 40'S (1)
- Magnolia Park Ph 1&2 (1)
- Hidden Lake Preserve (1)
- Hammack Reserve Ph 1 (1)
- Seasons At Heritage Square (1)
- Liberty Square (1)
- Gracelyn Grove Ph 2 (1)
- Crosswinds East Ph 1 (1)
- Hammock Resrve Ph 1 (1)
- Marion Rdg (1)
- Stonewood Xing Ph 01 (1)
- Estates/Lk Hammock (1)
- Southern Dunes / Kokomo Bay Ph 01 (1)
- Seasons At Forest Creek (1)
- Chanler Ridge Ph 02 (1)
- Lake Hamilton 40'S (1)
- Randa Ridge Ph 01 (1)
- Rural (1)
- Cedar Xings Ph 1 (1)
- Stonewood Xings Ph 01 (1)
- Scenic Terrace South Ph 2 (1)
- Grenelefe Estates (1)
- Bradbury Crk Ph 1 (1)
- Scenic Terrace North (1)
- Grace Ranch Ph 1 (1)
- Stonewood Xings Ph 2 (1)
- Southern Dunes / Villas De Augustine (1)
- Hihghland Park (1)
- Estates At Lake Hammock (1)
- Hidden Lakes North (1)
- Stonewood Crossings - Phase 1 (1)
- Orchid Ter Ph 2 (1)
- Highland Place (1)
- Arlington Square (1)
- Covered Bridge/Liberty Bluff Ph 1 (1)
- Grenelefe Area Tr 5-B (1)
- Grove/Hlnd Meadows (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 Haines City?
What do homes $300K–$500K cost in Haines City?
Which Haines City community has the most homes $300K–$500K for sale?
What is the monthly payment on a $400,000 home?
Keep exploring Haines City
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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 Haines City, 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.