Homes for Sale Under $300K in Kissimmee, FL
This page tracks every Kissimmee 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.
967 homes listed under $300,000 are for sale or pending in Kissimmee, FL today across 399 communities. The median asking price is $240,000, from $800 to $299,999. Listings in Kissimmee without that feature have a median of $429,945. Most listings right now: Poinciana Village 2 Nbhd 1 (23), Poinciana Village 5 Nbhd 1 (22), Blossom Park Villas Condo (15). Updated October 2, 2026 from the MLS.
First-time buyers: what Kissimmee costs at the entry level
732 active single-family homes, townhomes and condos at or below $300,000 — median $249,000, about $1,566/mo principal & interest at 6.95% with 5% down. Live from the MLS, refreshed nightly.
Newest homes under $300K in Kissimmee
What the payment looks like
| Purchase price | P&I at 6.95%, 5% down | P&I, 20% down | Cash 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 Osceola County · First-time buyer guide
Kissimmee 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.
| Community | Homes Under $300K | New build | Median list | From |
|---|---|---|---|---|
| Poinciana Village 2 Nbhd 1 | 23 | 0 | $275,000 | $140,000 |
| Poinciana Village 5 Nbhd 1 | 22 | 0 | $275,000 | $138,700 |
| Blossom Park Villas Condo | 15 | 1 | $175,000 | $149,990 |
| West Lucaya Village | 13 | 0 | $277,000 | $268,000 |
| Poinciana Village 1 Nbhd 2 | 13 | 0 | $270,000 | $225,000 |
| Poinciana Village 1 Nbhd 1 South | 13 | 0 | $269,000 | $204,900 |
| Poinciana Village 1 Nbhd 1 North | 13 | 0 | $259,000 | $179,900 |
| Poinciana Nbrhd 05 North Village 03 | 12 | 0 | $242,450 | $113,999 |
| Lake Berkley Resort Villas Ph 2 | 12 | 0 | $234,000 | $209,900 |
| Meridian Palms Comm Condo | 12 | 0 | $49,500 | $41,000 |
| Poinciana Village 2 Nbhd 3 | 11 | 0 | $275,000 | $199,000 |
| Poinciana Nbrhd 02 Village 08 | 11 | 2 | $269,000 | $215,000 |
| Fiesta Key | 11 | 0 | $254,000 | $195,000 |
| Poinciana Nbrhd 04 Village 07 | 11 | 0 | $250,000 | $204,900 |
| Poinciana Nbrhd 05 Village 07 | 11 | 0 | $239,900 | $214,900 |
| Villas At Somerset The | 11 | 0 | $199,000 | $164,900 |
| Villas Del Sol At Kissimmee Condo | 11 | 0 | $182,500 | $164,000 |
| Regal Oaks At Old Town | 10 | 0 | $280,500 | $240,000 |
| Villas At Seven Dwarfs Lane Condo | 10 | 0 | $220,000 | $210,000 |
| Parkway Palms Resort Maingate Condo | 10 | 0 | $132,450 | $116,000 |
| Poinciana Nbrhd 06 Village 07 | 9 | 0 | $249,990 | $190,000 |
| Emerald Island Resort Ph 2 | 9 | 0 | $244,000 | $195,000 |
| Poinciana Nbrhd 02 West Village 07 | 8 | 3 | $254,995 | $200,000 |
| Crestwynd Bay | 8 | 0 | $248,950 | $229,000 |
| Venetian Bay Village Condo Ph 1 | 8 | 0 | $247,000 | $199,000 |
| Runaway Beach Club Condo | 8 | 0 | $240,000 | $155,000 |
| Broadmoor | 8 | 0 | $227,450 | $149,999 |
| Legacy Dunes Condo | 8 | 0 | $220,000 | $165,000 |
| Greenpoint Essential Hotel Condo | 8 | 0 | $62,400 | $55,000 |
| Paradise Cay | 7 | 0 | $275,000 | $269,000 |
| Poinciana Village 1 Nbhd 3 West | 7 | 0 | $274,000 | $236,000 |
| Coopersmith Village At Poinciana | 7 | 0 | $168,999 | $120,000 |
| Fiesta Key Ph 2 | 6 | 0 | $293,450 | $269,990 |
| Terra Verde Villas Ph 2 | 6 | 0 | $272,000 | $225,000 |
| Encantada Ph 2 | 6 | 0 | $254,500 | $225,000 |
| Villas At Estancia Condo | 6 | 0 | $247,000 | $205,000 |
| Poinciana Nbrhd 03 Village 03 | 6 | 0 | $239,950 | $219,000 |
| Westview 27 Villas | 6 | 6 | $229,740 | $223,740 |
| Sweetwater Club Condo | 6 | 0 | $206,994 | $189,900 |
| Coral Cay Resort | 5 | 0 | $285,000 | $258,990 |
| Poinciana Village 02 Neighborhood 01 | 5 | 0 | $272,000 | $216,900 |
| Bellalago Pod G Twnhms | 5 | 0 | $264,900 | $190,990 |
| Club Cortile | 5 | 0 | $259,900 | $259,000 |
| Poinciana Village 1 Nbhd 3 South | 5 | 0 | $244,900 | $224,500 |
| Palm Villas Condo | 5 | 0 | $212,900 | $189,900 |
| Venetian Bay Village Condo Ph 2 | 5 | 0 | $207,000 | $193,999 |
| Gables At Lakeside Condo | 5 | 0 | $187,000 | $134,900 |
| Embassy Suites, Sunset Walk Hotel | 4 | 0 | $284,500 | $179,000 |
| Sunset Walk Hotel, Embassy Suites | 4 | 0 | $275,000 | $199,900 |
| Poinciana Village 01 Neighborhood 03 West | 4 | 0 | $257,949 | $197,500 |
| Venetian Bay Village Condo Ph 3 | 4 | 0 | $254,000 | $215,000 |
| Flora Ridge Condo Ph 8 Bldg 11 | 4 | 0 | $241,897 | $230,000 |
| Seven Eagles Condo | 4 | 0 | $236,949 | $175,000 |
| Eric Estates | 4 | 0 | $232,500 | $170,000 |
| Marbrisa Villas | 4 | 0 | $187,450 | $179,000 |
| Villas At Shadow Bay The | 4 | 0 | $184,945 | $159,900 |
| Arbors Of Sendera | 4 | 0 | $161,995 | $156,990 |
| Maingate Hotel Condo | 4 | 0 | $63,900 | $63,900 |
| Oakwater Condo Ph 7-10 | 3 | 0 | $299,000 | $264,000 |
| Oakwater | 3 | 0 | $289,990 | $225,000 |
Also with homes under $300K for sale
- Remington Ph 1 Tr A (3)
- Amber Pointe Unit 2 (3)
- The Terraces At Storey Lake Condo 1 Ph 4 (3)
- Bvl Unit 2 (3)
- Poinciana Nbrhd 02 Village 03 (3)
- Sun Lake Condo (3)
- Emerald Lake (3)
- Pine Island Villas At Bvl (3)
- Westview Pod A Ph 1B & 2 (3)
- Summerfield Twnhms (3)
- Blossom Park Villas A Condo (3)
- Marydia (3)
- Villas At Secret Lake Condo (3)
- Poinciana Nbrhd 01 Village 03 (3)
- Country Cove Villas (3)
- Robert Bass Add (3)
- Royal Palm Bay Condo (3)
- Shingle Creek Village Terrace (3)
- Villas At Somerset (3)
- Villas At Laguna Bay Condo (3)
- Fantasyworld Club Villas Unit 3 (3)
- Villas Del Sol At Kiss Condo (3)
- Bvl Unit 1 (3)
- Bella Vista Condo (3)
- Essex Park Villas Condo (3)
- Kissimmee Executive Park (3)
- S A Robinsons (3)
- Plantation (2)
- Murano At Westside Ph 2 (2)
- Bellavida Ph 01 (2)
- Lucaya Village Ph 2 (2)
- Lucaya Village Ph 1 (2)
- Peppertree At Cypress Woods Unit 1 (2)
- Solivita Ph 04C Sec 02 (2)
- Encantada Ph 1 (2)
- Bellavida Ph 1 (2)
- Sunset Walk Hotel Condo Ph 2-5 (2)
- Cypress Lake Ph 1 (2)
- Amber Pointe (2)
- Regal Oaks (2)
- Ventura At Windsor Hills Condo Ph 3 (2)
- Sunset Walk Hotel Condo Ph 1 (2)
- Paradise Cove (2)
- Oakwater Condo Ph 20-23 (2)
- Vlgs At Mango Key Ph 1A The (2)
- Emerald Island Resort Replat (2)
- Royale Bermuda Twnhs (2)
- Poinciana Nbrhd 02 East Village 07 (2)
- Poinciana Village (2)
- Poinciana Village 01 Neighborhood 01 South (2)
- Cane Island Condo (2)
- Lake Berkley Resort Villas (2)
- Trafalgar Village Ph 1 (2)
- Wyndham Palms Condo Ph 1 (2)
- Windsor Oaks (2)
- Flora Ridge Condo Ph 6 Bldg 13 (2)
- Villas At Island Club Ph 10 (2)
- Coral Estates (2)
- Wyndham Palms Condo Ph 2 (2)
- Raintree Park Ph 2 (2)
- Grand Palms Condo 4 Ph 2 (2)
- Wyndham Palms Condo Ph 7 (2)
- Bvl Unit 3 (2)
- Villas At Shadow Bay (2)
- Fantasyworld Club Villas Unit 1 (2)
- Poinciana Nbrhd 03 South Village 07 (2)
- Jazsam Twnhms (2)
- Rio Hills Twnhs (2)
- Caribe Cove Condo Ph 3 (2)
- Caribe Cove Condo Ph 4 (2)
- Enclave The (2)
- Rio Hills Townhouses (2)
- Wyndham Palms Condo Ph 5 (2)
- Club Cortile Condo Ph 11 (2)
- Caribbean Villas Condo Ph A-F (2)
- Columbia Arms Condo (2)
- Grand Palms Condo 4 Ph 4 (2)
- Villas At Seven Dwarfs Lane (2)
- Caribe Cove Condo Ph 2 (2)
- Caribe Cove (2)
- Shadow Bay Villas (2)
- Michigan Oaks (2)
- Poinciana Commercenter 1 (2)
- Lake Marion Golf Resort Ph 02 (2)
- Terra Condo (2)
- Grand Palms Condo 1 (2)
- Campbell Heights (2)
- Mona Lisa At Celebration Condo Hotel (2)
- Lake Marion Golf Residence Condo (2)
- Cascade At Kissimmee Condo (2)
- Heritage House Condos (2)
- Lake Marion Golf Resort (2)
- Legacy Grand (2)
- Maingate Condo Bldg A (2)
- Loveland Estates (2)
- Kyngs Point (2)
- Villas At Reunion Square Condo Ph 5 (1)
- Margaritaville, Rolling Oaks (1)
- Villas At Reunion Square Condo Ph 4 (1)
- Townhomes Flora Ridge (1)
- Twnhomes Flora Ridge P2 (1)
- Storey Lake Tr K (1)
- Soho/Lakeside Ph 1 Bldg 4 (1)
- Poinciana Nbhd 1 N Vlg 1 (1)
- Heritage Run (1)
- Cottons Village (1)
- Tapestry Ph 4 (1)
- Oakwater Condo Ph 11-14 (1)
- Maple Chase At Cypress Woods (1)
- Bella Parc Twnhms (1)
- Windsor Palms / Wyndham Palms (1)
- The Terraces At Storey Lake Condo 2 Ph 13 (1)
- Monterey Village Ph 1 Unit 2 (1)
- Nelson Wampler Add (1)
- Cypress Lakes Twnhms Pii U1 (1)
- Esplanade At Westview (1)
- Westview 40S Gc (1)
- Oakwater Ph 02-6 Condo (1)
- Lake Wilson Reserve (1)
- The Terraces At Storey Lake Condo 2 Ph 14 (1)
- Terraces At Reunion Condo Ph 8 (1)
- The Terraces At Storey Lake Condo 3 Ph 12 (1)
- Stepping Stone Pod A Ph 2 (1)
- Tapestry Ph 5 (1)
- Tapestry (1)
- Cypress Lakes Twnhms Ph 2 Unit 1 (1)
- Emerald Island Resort Rep (1)
- The Terraces At Storey Lake Condo 1 Ph 3 (1)
- Villas At Reunion Square; A Condo Ph 3 (1)
- Lindfields Unit 1 (1)
- Storey Creek Ph 2A (1)
- Mill Run (1)
- Pebble Creek Add (1)
- Country Green Ph 1 Unit 2 (1)
- Pebble Creek (1)
- Doral Pointe North (1)
- Windsor Hills, Ventura At Windsor Hills (1)
- Concorde Estates Ph 2A (1)
- Caribe Cove Ph 05 Condo (1)
- Peppertree At Cyp Wds U1 (1)
- Mill Run Un 5 (1)
- Ventura At Windsor Hills Condo Ph 5 (1)
- Eagle Bay Ph 1 (1)
- Regency Pointe (1)
- Brighton Lakes Ph 2 Prcl H (1)
- Brighton Lakes Ph 2 Prcl H (1)
- The Terraces At Storey Lake Condo 2 Ph 15 (1)
- Bvl Unit 11 1St Add (1)
- Compass Bay Unit 1 (1)
- Championsgate Condo Ph 6 (1)
- Heatherstone At Crescent Lakes (1)
- Poinciana Nbhd 1 S Vlg 1 (1)
- Poinciana Subdivision Nbrhd 1 Vil 3 (1)
- Poinciana Sub Nbrhd 5 Vil 7 (1)
- The Terraces At Storey Lake Condo No 1 Ph 2 (1)
- Spectrum/Reunion (1)
- The Terraces At Storey Lake Condo No 2 Ph13 (1)
- Oaks At Cypress Woods The (1)
- Storey Lake Condo (1)
- Heritage Key Villas Ph 1 & 2 (1)
- Cypress Cay Ph 1 (1)
- Mill Run Unit 6 (1)
- Ventura At Windsor Hills Condo Ph 7 (1)
- Storey Lake Condo 3 Ph 11 (1)
- Ventura At Windsor Hills Condo Ph 6 (1)
- Poinciana Sub Nbrhd 5 North Vil 3 (1)
- Poinciana Nbrhd 3 Village 3 (1)
- Westview Ph 1B & 2 Pod A (1)
- Windsor Hills P1 (1)
- Heritage Crossing Condo Ph 12 (1)
- Flora Ridge Condo Ph 3 Bldg 6 (1)
- Wyndham Palms Condo (1)
- Poinciana Neighborhood 2 Village 8 (1)
- Flora Ridge Ph 5 Condo (1)
- Indian Ridge Villas Ph 2 (1)
- Bvl Unit 02 Add 01 (1)
- Westview South (1)
- Poinciana Nbrhd 6 Vill 7 (1)
- Westview 22 Th (1)
- Benita Park (1)
- The Terraces At Storey Lake Condo 1 Ph 1 (1)
- Westview Pod B Neighborhood 5 Ph 1 (1)
- Woodall & Doyle (1)
- Harbor Town (1)
- Orange Vista Unit 1 (1)
- Reedy Reserve Ph 3 (1)
- Villas At Estancia (1)
- Majors Lane Twnhs (1)
- Villages At Mango Key Ph 01A (1)
- Sunset Walk Hotel Condo (1)
- The Terraces At Storey Lake Condo 1 Ph 2 (1)
- Lake Deer Estates (1)
- Poinciana Villages (1)
- Compass Bay Unit 02 (1)
- Poinciana Nbhd 1 Vlg 5 (1)
- Poinciana Village 01 Neighborhood 02 (1)
- Poinciana Sub Nbrhd 05 Village 07 (1)
- Compass Bay Unit 2 (1)
- Villas At Seven Dwarfs (1)
- Buenaventura Lakes Silver Park Village (1)
- Terra Verde Villas Ph 1 (1)
- Villas At Reunion Square Condo Ph 1 (1)
- Reunion Ph 1 Prcl 2 (1)
- J J Keens (1)
- Solivita Ph 5F-Un 1 Rep (1)
- Solivita Ph 04C Sec 01 (1)
- Poinciana Nbrhd 1 North Village 1 (1)
- Emerald Island Residence Ph 2 (1)
- Flora Ridge A Condo Ph 1 (1)
- Poinciana Sub Village 1 Nbrhd 2 (1)
- Poinciana Village 1 Nbhd 5 (1)
- Emerald Garden At Bvl (1)
- Caribe Cove Resort (1)
- Canterbury Terrace (1)
- James Lees Add (1)
- Fantasyworld Club Villas Unit 2 (1)
- Overlook Reserve Ph 2 (1)
- Medd Heights (1)
- Poinciana Nbrhd 5 Village 7 (1)
- Flora Ridge Condo Ph 4 Bldg 8 (1)
- Caribe Cove Condo Ph 4 (1)
- Concorde Estates Ph 2B (1)
- Windsor Palms, Wyndham Palms (1)
- Poinciana Nbrhd 06 South Village 03 (1)
- Caribe Cove Ph 5 (1)
- Caribe Cove Condo Ph 5 (1)
- Flora Ridge Ph 10 Condo (1)
- Villas Of Emerald Lake Condo Ph 4 (1)
- Poinciana Village 01 Neighborhood 01 North (1)
- Bvl Lakepointe Twnhms (1)
- Florida Palms Rep (1)
- Florida Palms (1)
- Lake Berkley Resort Vill (1)
- Grand Palms (1)
- Raintree Park Ph 1 (1)
- Venetian Bay Villages Condo Phase 3 (1)
- Poinciana Nbrhd 3 South Village 7 (1)
- Villas At Estancia; A Condo (1)
- Pine Island Villas (1)
- Pineridge Estates Unit 2 (1)
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 Kissimmee?
As of October 2, 2026, 967 Kissimmee, FL listings whose MLS record reports an asking price under $300,000 are active or pending, across 399 communities. The count updates with every MLS refresh.
What do homes under $300K cost in Kissimmee?
The median asking price today is $240,000, with listings from $800 to $299,999. Kissimmee listings without that feature have a median of $429,945.
Which Kissimmee community has the most homes under $300K for sale?
Poinciana Village 2 Nbhd 1 has the most right now (23), followed by Poinciana Village 5 Nbhd 1 (22), Blossom Park Villas Condo (15), West Lucaya Village (13).
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 Kissimmee
- All homes for sale in Kissimmee
- Kissimmee ZIP codes with prices
- Kissimmee pool homes
- Kissimmee waterfront homes
- Kissimmee golf course homes
- Kissimmee gated community homes
- Kissimmee 4-bedroom homes
- Kissimmee homes $300K–$500K
- Homes Under $300K in every city
Homes Under $300K in nearby Osceola County cities
- St Cloud homes under $300K (157 for sale)
- Reunion homes under $300K (32 for sale)
- Celebration homes under $300K (15 for sale)
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 Kissimmee, 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.