Homes for Sale Under $300K in Haines City, FL

This page tracks every Haines City 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.

306 homes listed under $300,000 are for sale or pending in Haines City, FL today across 127 communities. The median asking price is $254,450, from $39,990 to $299,999. Listings in Haines City without that feature have a median of $346,990. Most listings right now: West View Ridge Resorts Inc (16), Sweetwater Golf & Tennis Club Add 01 (14), Sweetwater Golf & Tennis Club (13). Updated October 2, 2026 from the MLS.

First-time buyers: what Haines City costs at the entry level

158 active single-family homes, townhomes and condos at or below $300,000 — median $271,000, about $1,704/mo principal & interest at 6.95% with 5% down. Live from the MLS, refreshed nightly.

Newest homes under $300K in Haines City

229 Jefferson Drive, starter home for sale in Haines City
$115,000 New
3 bd · 1 ba · 816 sq ft · built 1962
229 Jefferson Drive, 33844
Listing courtesy of KELLER WILLIAMS ADVANTAGE III
1328 Tupelo Trail, starter home for sale in Haines City
$299,990 New
3 bd · 2 ba · 1,560 sq ft · built 2022
1328 Tupelo Trail, 33844
Listing courtesy of RE/MAX PRIME PROPERTIES
552 Hatchwood Drive, starter home for sale in Haines City
$300,000 New
3 bd · 2 ba · 1,799 sq ft · built 2005
552 Hatchwood Drive, 33844
Listing courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
816 Pinewood Court #3126, starter home for sale in Haines City
$115,000 New
1 bd · 1 ba · 974 sq ft · built 1978
816 Pinewood Court #3126, 33844
Listing courtesy of STACEY TOWNS REALTY LLC
907 Tennis Way #3147/8, starter home for sale in Haines City
$119,000 New
2 bd · 2 ba · 1,123 sq ft · built 1980
907 Tennis Way #3147/8, 33844
Listing courtesy of RE/MAX HERITAGE PROFESSIONALS
3341 Camelot Drive #3341, starter home for sale in Haines City
$130,000 New
2 bd · 2 ba · 1,123 sq ft · built 1980
3341 Camelot Drive #3341, 33844
Listing courtesy of STACEY TOWNS REALTY LLC
69 Cedar Street, starter home for sale in Haines City
$134,900 New
2 bd · 1 ba · 584 sq ft · built 1919
69 Cedar Street, 33844
Listing courtesy of REAL BROKER, LLC
1015 Hemingway Cir #1015, starter home for sale in Haines City
$160,000 New
2 bd · 2 ba · 1,152 sq ft · built 2002
1015 Hemingway Cir #1015, 33844
Listing courtesy of COLDWELL BANKER REALTY
2300 Smith Road, starter home for sale in Haines City
$200,000 New
3 bd · 1 ba · 916 sq ft · built 1969
2300 Smith Road, 33844
Listing courtesy of OLYMPUS EXECUTIVE REALTY INC
596 Sweetwater Way, starter home for sale in Haines City
$210,000 New
2 bd · 2 ba · 1,345 sq ft · built 1995
596 Sweetwater Way, 33844
Listing courtesy of KELLER WILLIAMS REALTY SMART 1
1222 Avenue M, starter home for sale in Haines City
$220,000 New
3 bd · 1 ba · 864 sq ft · built 1962
1222 Avenue M, 33844
Listing courtesy of PROPERTIO
1218 Avenue L, starter home for sale in Haines City
$224,900 New
3 bd · 1 ba · 1,056 sq ft · built 1962
1218 Avenue L, 33844
Listing courtesy of BEYCOME OF FLORIDA LLC
2977 Cherry Lane, starter home for sale in Haines City
$230,390 New
3 bd · 2.5 ba · 1,378 sq ft · built 2026
2977 Cherry Lane, 33844
Listing courtesy of LENNAR REALTY
129 Kenny Boulevard, starter home for sale in Haines City
$245,000 New
3 bd · 2.5 ba · 1,802 sq ft · built 2016
129 Kenny Boulevard, 33844
Listing courtesy of KELLER WILLIAMS REALTY SMART
1000 Valencia Avenue, starter home for sale in Haines City
$245,000 New
3 bd · 1.5 ba · 1,011 sq ft · built 1976
1000 Valencia Avenue, 33844
Listing courtesy of LA ROSA REALTY PRESTIGE
656 Sweetwater Way, starter home for sale in Haines City
$250,000 New
2 bd · 2 ba · 1,681 sq ft · built 1994
656 Sweetwater Way, 33844
Listing courtesy of FLORIDA HOME CHOICE REALTY
1177 Tupelo Trail, starter home for sale in Haines City
$262,400 New
4 bd · 2 ba · 1,959 sq ft · built 2023
1177 Tupelo Trail, 33844
Listing courtesy of SOLARE REALTY LLC
4414 Bonnet Lake Drive, starter home for sale in Haines City
$265,000 New
2 bd · 2 ba · 1,744 sq ft · built 1973
4414 Bonnet Lake Drive, 33844
Listing courtesy of KLINE REAL ESTATE SERVICES
737 Ruth Avenue, starter home for sale in Haines City
$269,890 New
4 bd · 2 ba · 1,733 sq ft · built 2026
737 Ruth Avenue, 33844
Listing courtesy of LENNAR REALTY
198 Aidans Landing, starter home for sale in Haines City
$279,900 New
3 bd · 2.5 ba · 1,548 sq ft · built 2017
198 Aidans Landing, 33844
Listing courtesy of MARKET CONNECT REALTY LLC
2359 White Cedar Way, starter home for sale in Haines City
$280,000 New
4 bd · 2 ba · 1,600 sq ft · built 2023
2359 White Cedar Way, 33844
Listing courtesy of BLACKHORSE REAL ESTATE LLC
2711 Ginger Lane, starter home for sale in Haines City
$285,990 New
4 bd · 2.5 ba · 1,910 sq ft · built 2026
2711 Ginger Lane, 33844
Listing courtesy of LENNAR REALTY
1419 Sage Avenue, starter home for sale in Haines City
$287,990 New
3 bd · 2 ba · 1,582 sq ft · built 2026
1419 Sage Avenue, 33844
Listing courtesy of WJH BROKERAGE FL LLC
2715 Ginger Lane, starter home for sale in Haines City
$287,990 New
4 bd · 2.5 ba · 1,910 sq ft · built 2026
2715 Ginger Lane, 33844
Listing courtesy of LENNAR REALTY
116 Coventry Ln, starter home for sale in Haines City
$287,999 New
3 bd · 3 ba · 1,844 sq ft · built 1989
116 Coventry Ln, 33844
Listing courtesy of ASSOCIATE REALTY
3205 Warwick Place, starter home for sale in Haines City
$295,990 New
3 bd · 2 ba · 1,582 sq ft · built 2026
3205 Warwick Place, 33844
Listing courtesy of WJH BROKERAGE FL LLC
1333 Derry Avenue, starter home for sale in Haines City
$298,900 New
4 bd · 2 ba · 1,665 sq ft · built 2026
1333 Derry Avenue, 33844
Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
1033 Heirloom Drive, starter home for sale in Haines City
$299,999 New
4 bd · 2 ba · 1,928 sq ft · built 2023
1033 Heirloom Drive, 33844
Listing courtesy of LPT REALTY, LLC
914 Fallon Hills Drive, starter home for sale in Haines City
$300,000 New
3 bd · 2 ba · 1,500 sq ft · built 2019
914 Fallon Hills Drive, 33844
Listing courtesy of KELLER WILLIAMS ADVANTAGE III
156 Arlington Square Court, starter home for sale in Haines City
$300,000 New
3 bd · 2 ba · 1,437 sq ft · built 2021
156 Arlington Square Court, 33844
Listing courtesy of MARK SPAIN REAL ESTATE

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 Polk County · First-time buyer guide

Haines City 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
West View Ridge Resorts Inc160$112,400$79,500
Sweetwater Golf & Tennis Club Add 01140$177,450$87,500
Sweetwater Golf & Tennis Club130$178,000$109,900
Cypress Park Estates123$287,700$220,000
Cf Gtis Ii Grove At Crosswind Llc1212$240,999$227,499
Crosswinds Th99$229,390$224,590
Scenic Terrace77$277,499$264,990
Crosswinds East66$282,105$253,900
Sweetwater Golf & Tennis Club Add 0260$269,400$240,000
Grenelefe Club Estates60$264,000$245,000
Crosswinds East Phase 166$254,900$253,900
Alford Oaks51$298,000$259,900
Crosswinds55$289,999$281,999
Bradbury Creek Phase 255$289,990$273,888
The Grove At Crosswinds55$269,999$249,499
Balmoral Estates50$254,000$225,000
Lake Region Mobile Home Village50$80,000$65,000
Bradbury Creek Phase 143$292,445$269,888
Scenic Terrace 40'S Gc44$286,990$283,990
Orchid Terrace Ph 340$277,400$274,900
Villas At Southern Dunes Condo40$168,900$135,000
Grenelefe Camelot Condo Unit 05 Ph 0140$130,000$109,900
Crosswinds 50'S Gc33$296,390$291,390
Liberty Trace33$295,690$293,590
Groves At Grenelefe 60S33$274,490$272,490
Calabay At Tower Lake Ph 0330$272,000$270,000
Groves At Grenelefe 60S Major33$271,140$269,890
Sun Air North30$105,999$100,000
Marion Ridge22$294,995$290,000
Hamilton Bluff22$291,990$287,990
Covered Bridge At Liberty Bluff20$290,200$287,990
Crosswinds 40'S Gc22$289,890$286,890
Laurel Glen22$289,492$278,995
Liberty Square20$278,999$274,999
Grace Ranch Ph 220$277,498$264,997
Covered Bridge21$277,157$269,900
Lockhart & Smiths Resub21$272,500$260,000
Sample Bros Sub21$272,499$264,999
Grenelefe Estates20$266,055$258,000
Sun-Air Country Club Add 0320$252,500$220,000
Orchid Terrace Ph 120$252,450$235,000
Patterson Groves20$249,500$249,000
Fla Dev Co Sub20$247,499$200,000
Highland Mdws 4B20$242,499$195,000
Sweetwater Golf & Tennis Club Add 0320$230,000$210,000
Hill Top Sub20$222,450$220,000
Valencia Hills Sub20$210,500$176,000
Sun-Air Country Club20$137,500$125,000
Grenelefe Camelot Condo Unit 04 Ph 0120$132,500$130,000
Seasons/Heritage Square10$299,999$299,999
Seasons At Hilltop10$299,990$299,990
Orchid Terrace10$299,900$299,900
Stonewood Crossing10$299,000$299,000
Crosswinds Phase I11$298,990$298,990
Randa Ridge Ph 0110$291,900$291,900
Bradbury Crk Ph 110$290,000$290,000
Reserve/Hlnd Mdws10$290,000$290,000
Miller J T Sub10$290,000$290,000
Patterson Grvs10$290,000$290,000
Marion Creek10$289,999$289,999

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 Haines City?
As of October 2, 2026, 306 Haines City, FL listings whose MLS record reports an asking price under $300,000 are active or pending, across 127 communities. The count updates with every MLS refresh.
What do homes under $300K cost in Haines City?
The median asking price today is $254,450, with listings from $39,990 to $299,999. Haines City listings without that feature have a median of $346,990.
Which Haines City community has the most homes under $300K for sale?
West View Ridge Resorts Inc has the most right now (16), followed by Sweetwater Golf & Tennis Club Add 01 (14), Sweetwater Golf & Tennis Club (13), Cypress Park Estates (12).
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 Haines City

Homes Under $300K in nearby Polk 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 Haines City, 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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