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.
998 homes listed under $300,000 are for sale or pending in Kissimmee, FL today across 430 communities. The median asking price is $243,000, from $800 to $299,999. Listings in Kissimmee without that feature have a median of $429,000. Most listings right now: Poinciana Village 5 Nbhd 1 (21), Poinciana Village 2 Nbhd 1 (20), West Lucaya Village (15). Updated October 20, 2026 from the MLS.
First-time buyers: what Kissimmee costs at the entry level
769 active single-family homes, townhomes and condos at or below $300,000 — median $249,900, about $1,644/mo principal & interest at 7.40% 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 7.40%, 5% down | P&I, 20% down | Cash to close at 5% down (est.) |
|---|---|---|---|
| $150,000 | $987 | $831 | $12,000 |
| $200,000 | $1,316 | $1,108 | $16,000 |
| $250,000 | $1,644 | $1,385 | $20,000 |
| $300,000 | $1,973 | $1,662 | $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 5 Nbhd 1 | 21 | 0 | $275,000 | $138,700 |
| Poinciana Village 2 Nbhd 1 | 20 | 0 | $265,000 | $140,000 |
| West Lucaya Village | 15 | 0 | $279,990 | $249,500 |
| Villas Del Sol At Kissimmee Condo | 14 | 0 | $186,250 | $164,000 |
| Blossom Park Villas Condo | 14 | 1 | $172,500 | $144,990 |
| Poinciana Village 1 Nbhd 2 | 12 | 0 | $264,450 | $225,000 |
| Poinciana Nbrhd 05 North Village 03 | 12 | 0 | $246,000 | $113,999 |
| Meridian Palms Comm Condo | 12 | 0 | $49,500 | $41,000 |
| Emerald Island Resort Ph 2 | 11 | 0 | $240,000 | $195,000 |
| Lake Berkley Resort Villas Ph 2 | 11 | 0 | $235,000 | $209,900 |
| Parkway Palms Resort Maingate Condo | 11 | 0 | $134,900 | $116,000 |
| Poinciana Village 2 Nbhd 3 | 10 | 0 | $275,750 | $199,000 |
| Poinciana Village 1 Nbhd 1 South | 10 | 0 | $269,138 | $199,000 |
| Fiesta Key | 10 | 0 | $249,999 | $195,000 |
| Poinciana Nbrhd 04 Village 07 | 10 | 0 | $249,950 | $204,900 |
| Poinciana Village 1 Nbhd 1 North | 10 | 0 | $246,500 | $210,000 |
| Poinciana Nbrhd 05 Village 07 | 10 | 0 | $238,775 | $214,900 |
| Tuscany Preserve Ph 03 | 10 | 6 | $194,250 | $179,900 |
| Regal Oaks At Old Town | 9 | 0 | $276,000 | $259,999 |
| Poinciana Nbrhd 02 Village 08 | 9 | 1 | $269,000 | $215,000 |
| Broadmoor | 9 | 0 | $249,900 | $149,999 |
| Venetian Bay Village Condo Ph 1 | 9 | 0 | $245,000 | $199,000 |
| Villas At Somerset The | 9 | 0 | $198,000 | $164,900 |
| Poinciana Nbrhd 02 West Village 07 | 8 | 3 | $254,995 | $200,000 |
| Poinciana Nbrhd 06 Village 07 | 8 | 0 | $239,945 | $190,000 |
| Villas At Seven Dwarfs Lane Condo | 8 | 0 | $215,000 | $205,000 |
| Legacy Dunes Condo | 8 | 0 | $215,000 | $160,000 |
| Coopersmith Village At Poinciana | 8 | 0 | $176,999 | $120,000 |
| Greenpoint Essential Hotel Condo | 8 | 0 | $58,450 | $49,000 |
| Crestwynd Bay | 7 | 0 | $252,000 | $220,000 |
| Sweetwater Club Condo | 7 | 0 | $208,999 | $189,900 |
| Paradise Cay | 6 | 0 | $275,000 | $269,990 |
| Terra Verde Villas Ph 2 | 6 | 0 | $265,000 | $225,000 |
| Encantada Ph 2 | 6 | 0 | $254,500 | $225,000 |
| Villas At Estancia Condo | 6 | 0 | $247,000 | $205,000 |
| Runaway Beach Club Condo | 6 | 0 | $225,000 | $145,000 |
| Fiesta Key Ph 2 | 5 | 0 | $292,900 | $269,990 |
| Remington Ph 1 Tr A | 5 | 0 | $289,000 | $274,900 |
| Poinciana Village 1 Nbhd 3 West | 5 | 0 | $274,900 | $236,000 |
| Coral Cay Resort | 5 | 0 | $270,000 | $258,990 |
| Poinciana Village 1 Nbhd 3 South | 5 | 0 | $244,900 | $224,500 |
| Poinciana Nbrhd 03 Village 03 | 5 | 0 | $239,900 | $219,000 |
| Venetian Bay Village Condo Ph 2 | 5 | 0 | $207,000 | $194,000 |
| Westview 45S Aa | 4 | 4 | $299,990 | $299,990 |
| Lucaya Village Ph 2 | 4 | 0 | $297,995 | $280,000 |
| Embassy Suites, Sunset Walk Hotel | 4 | 0 | $284,500 | $179,000 |
| The Terraces At Storey Lake Condo 1 Ph 4 | 4 | 0 | $276,450 | $265,000 |
| Sunset Walk Hotel, Embassy Suites | 4 | 0 | $275,000 | $199,900 |
| Poinciana Village 02 Neighborhood 01 | 4 | 0 | $272,495 | $249,900 |
| Club Cortile | 4 | 0 | $262,000 | $249,900 |
| Pine Island Villas At Bvl | 4 | 0 | $254,950 | $245,900 |
| 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 |
| Villas At Secret Lake Condo | 4 | 0 | $229,000 | $199,999 |
| Bellalago Pod G Twnhms | 4 | 0 | $227,492 | $179,000 |
| Westview 27 Villas | 4 | 4 | $226,615 | $222,490 |
| Palm Villas Condo | 4 | 0 | $213,950 | $185,000 |
| Villas At Shadow Bay The | 4 | 0 | $184,945 | $139,900 |
| Gables At Lakeside Condo | 4 | 0 | $181,000 | $134,900 |
Also with homes under $300K for sale
- Arbors Of Sendera (4)
- Legacy Grand East Gate Condo (4)
- Maingate Hotel Condo (4)
- Amber Pointe Unit 2 (3)
- Encantada Ph 1 (3)
- Oakwater (3)
- Lucaya Village Ph 1 (3)
- Terra Verde Villas Ph 1 (3)
- Poinciana Village 01 Neighborhood 03 West (3)
- Vlgs At Mango Key Ph 1A The (3)
- Solivita Ph 03B (3)
- Sun Lake Condo (3)
- Venetian Bay Village Condo Ph 3 (3)
- Trafalgar Village Ph 1 (3)
- Poinciana Nbrhd 02 Village 03 (3)
- Westview Pod A Ph 1B & 2 (3)
- Sunset Walk Hotel Condo Ph 1 (3)
- Summerfield Twnhms (3)
- Blossom Park Villas A Condo (3)
- Wyndham Palms Condo Ph 2 (3)
- Marydia (3)
- Poinciana Nbrhd 01 Village 03 (3)
- Robert Bass Add (3)
- Royal Palm Bay Condo (3)
- Villas At Somerset (3)
- Villas At Laguna Bay Condo (3)
- Marbrisa Villas (3)
- Villas Del Sol At Kiss Condo (3)
- Bvl Unit 1 (3)
- Bella Vista Condo (3)
- Essex Park Villas Condo (3)
- Mona Lisa At Celebration Condo Hotel (3)
- Kissimmee Executive Park (3)
- S A Robinsons (3)
- Murano At Westside Ph 2 (2)
- The Terraces At Storey Lake Condo 2 Ph 6 (2)
- Solivita Ph 05F (2)
- Windsor Hills, Ventura At Windsor Hills (2)
- Rolling Oaks Ph 7 (2)
- Donegan Twnhms (2)
- Cypress Lakes Twnhms Ph 2 Unit 1 (2)
- Bellavida Ph 01 (2)
- Amber Pointe (2)
- Peppertree At Cypress Woods Unit 1 (2)
- Solivita Ph 04C Sec 02 (2)
- The Terraces At Storey Lake Condo 1 Ph 2 (2)
- Sunset Walk Hotel Condo Ph 2-5 (2)
- Regal Oaks (2)
- Ventura At Windsor Hills Condo Ph 3 (2)
- Oakwater Condo Ph 7-10 (2)
- Bvl Unit 2 (2)
- Tuscany Preserve Ph 4 North Ph (2)
- Oakwater Condo Ph 20-23 (2)
- Solivita Ph Iib (2)
- Emerald Lake (2)
- Emerald Island Resort Replat (2)
- Solivita Ph 7D (2)
- Poinciana Nbrhd 02 East Village 07 (2)
- Villas At Reunion Square Condo Ph 1 (2)
- Solivita Ph 01 (2)
- Poinciana Village 01 Neighborhood 01 South (2)
- Cane Island Condo (2)
- Lake Berkley Resort Villas (2)
- Solivita Ph 5D (2)
- Poinciana Village (2)
- Las Palmas Villas (2)
- Wyndham Palms Condo Ph 1 (2)
- Flora Ridge Condo Ph 6 Bldg 13 (2)
- Coral Estates (2)
- Caribe Cove Condo Ph 3 (2)
- Grand Palms Condo 4 Ph 2 (2)
- Raintree Park Ph 2 (2)
- Wyndham Palms Condo Ph 7 (2)
- Bvl Unit 3 (2)
- Solivita Ph 03A (2)
- Fantasyworld Club Villas Unit 1 (2)
- Jazsam Twnhms (2)
- Windsor Palms Condo Ph 10 (2)
- Villas At Shadow Bay (2)
- Rio Hills Twnhs (2)
- Grand Palms (2)
- Enclave The (2)
- Rio Hills Townhouses (2)
- Wyndham Palms Condo Ph 5 (2)
- Caribe Cove Condo Ph 4 (2)
- Club Cortile Condo Ph 11 (2)
- Villas At Island Club Ph 9 (2)
- Columbia Arms Condo (2)
- Grand Palms Condo 4 Ph 4 (2)
- Villas At Seven Dwarfs Lane (2)
- Caribe Cove Condo Ph 2 (2)
- Shadow Bay Villas (2)
- Michigan Oaks (2)
- Poinciana Commercenter 1 (2)
- Lake Marion Golf Resort Ph 02 (2)
- Spring Meadow Ph 1 (2)
- Terra Condo (2)
- Grand Palms Condo 1 (2)
- Campbell Heights (2)
- Lake Marion Golf Residence Condo (2)
- Heritage House Condos (2)
- Legacy Grand (2)
- Maingate Hotel (2)
- Loveland Estates (2)
- Kyngs Point (2)
- Villas At Reunion Square Condo Ph 5 (1)
- Margaritaville, Rolling Oaks (1)
- Rolling Oaks Ph 5 (1)
- Poinciana Nbrhd 5 Village 7 (1)
- Villas At Reunion Square Condo Ph 4 (1)
- Bella Parc Twnhms (1)
- Townhomes Flora Ridge (1)
- Twnhomes Flora Ridge P2 (1)
- Soho/Lakeside Ph 1 Bldg 4 (1)
- Villa Sol Twnhms Village 6 (1)
- Poinciana Nbhd 1 N Vlg 1 (1)
- Tohoqua Ph 1 (1)
- Heritage Run (1)
- Cypress Lakes Ph 6 (1)
- Cottons Village (1)
- Tapestry Ph 4 (1)
- Emerald Pointe (1)
- Oakwater Condo Ph 11-14 (1)
- Westview 45S Gc (1)
- Maple Chase At Cypress Woods (1)
- Kindred (1)
- Cypress Hammock Ph 1 (1)
- Windsor Palms / Wyndham Palms (1)
- The Terraces At Storey Lake Condo 2 Ph 13 (1)
- Compass Bay Unit 3 (1)
- Monterey Village Ph 1 Unit 2 (1)
- Nelson Wampler Add (1)
- Compass Bay Unit 3 (1)
- Cypress Lakes Twnhms Pii U1 (1)
- Esplanade At Westview (1)
- Westview 40S Gc (1)
- Oakwater Ph 02-6 Condo (1)
- Bellalago (1)
- Lake Wilson Reserve (1)
- Indian Wells Unit 1 (1)
- The Terraces At Storey Lake Condo 3 Ph 12 (1)
- Stepping Stone Pod A Ph 2 (1)
- C A Carsons Add (1)
- Tapestry Ph 5 (1)
- Emerald Island Resort Rep (1)
- The Terraces At Storey Lake Condo 1 Ph 3 (1)
- Poinciana Vlg 2 Nbhd 1 (1)
- Eagles Nest At The Oaks (1)
- Villas At Reunion Square; A Condo Ph 3 (1)
- Country Green Ph 1 Unit 2 (1)
- Town & Country Estates Unit 1 (1)
- Bellavida Ph 1 (1)
- Doral Pointe North (1)
- Shenandoah (1)
- Peppertree At Cyp Wds U1 (1)
- Caribe Cove Ph 05 Condo (1)
- Villas At Reunion Square Condo Ph 3 (1)
- Villas At Island Club Ph 10 (1)
- Orange Gardens Sec 3 (1)
- Cypress Lake Ph 1 (1)
- Storey Creek Ph 2A (1)
- Eagle Bay Ph 1 (1)
- Wilderness Ph 1 Unit 2 The (1)
- Brighton Lakes Ph 2 Prcl H (1)
- Osceola Village Center Ph 2 (1)
- Soleil At Westside (1)
- The Terraces At Storey Lake Condo 2 Ph 15 (1)
- Solivita Ph 02D (1)
- Bvl Unit 11 1St Add (1)
- Regency Pointe (1)
- I M Mabbetts Add (1)
- Lucaya Village (1)
- The Terraces At Storey Lake Condo 2 Ph 14 (1)
- Silver Lake Estates (1)
- Championsgate Condo Ph 6 (1)
- Poinciana Village 2 Nbhd 1 (1)
- Heatherstone At Crescent Lakes (1)
- Shingle Creek Village Terrace (1)
- Westview Pod A Phase 3 (1)
- Terraces At Reunion Condo Ph 8 (1)
- Poinciana Sub Nbrhd 5 Vil 7 (1)
- Spectrum/Reunion (1)
- The Terraces At Storey Lake Condo No 2 Ph13 (1)
- Storey Lake Condo (1)
- Heritage Key Villas Ph 1 & 2 (1)
- Cypress Cay Ph 1 (1)
- Mill Run Unit 6 (1)
- Oak Hammock Preserve Unit 2 (1)
- Ventura At Windsor Hills Condo Ph 7 (1)
- Ventura At Windsor Hills Condo Ph 6 (1)
- Storey Lake Condo 3 Ph 11 (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)
- Poinciana Village 01 Neighborhood 02 (1)
- Wyndham Palms Condo (1)
- Poinciana Neighborhood 2 Village 8 (1)
- Oaks At Cypress Woods The (1)
- Murano At Westside (1)
- Flora Ridge Ph 5 Condo (1)
- Four Seasons At Orlando Ph 4B (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)
- The Terraces At Storey Lake Condo 1 Ph 1 (1)
- Poinciana Subdivision Nbrhd 1 Vil 3 (1)
- Cummings Rockwell (1)
- The Terraces At Storey Lake Condo No 1 Ph 2 (1)
- Woodall & Doyle (1)
- Harbor Town (1)
- Orange Vista Unit 1 (1)
- Heritage Crossing Condo Ph 2 (1)
- Reedy Reserve Ph 3 (1)
- Villas At Estancia (1)
- Majors Lane Twnhs (1)
- Paradise Cove (1)
- Villages At Mango Key Ph 01A (1)
- Sunset Walk Hotel Condo (1)
- Lake Deer Estates (1)
- Poinciana Nbrhd 03 South Village 07 (1)
- Poinciana Villages (1)
- Compass Bay Unit 02 (1)
- Poinciana Nbhd 1 S Vlg 1 (1)
- Poinciana Nbhd 1 Vlg 5 (1)
- Poinciana Sub Nbrhd 05 Village 07 (1)
- Compass Bay Unit 2 (1)
- Benita Park (1)
- Villas At Seven Dwarfs (1)
- Villas At Island Club Ph 2 Bldg V (1)
- Buenaventura Lakes Silver Park Village (1)
- Reunion Ph 1 Prcl 2 (1)
- Royale Bermuda Twnhs (1)
- J J Keens (1)
- Emerald Island Residence Ph 2 (1)
- Solivita Ph 04B (1)
- Solivita Ph 04C Sec 01 (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 20, 2026, 998 Kissimmee, FL listings whose MLS record reports an asking price under $300,000 are active or pending, across 430 communities. The count updates with every MLS refresh.
What do homes under $300K cost in Kissimmee?
The median asking price today is $243,000, with listings from $800 to $299,999. Kissimmee listings without that feature have a median of $429,000.
Which Kissimmee community has the most homes under $300K for sale?
Poinciana Village 5 Nbhd 1 has the most right now (21), followed by Poinciana Village 2 Nbhd 1 (20), West Lucaya Village (15), Villas Del Sol At Kissimmee Condo (14).
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 (166 for sale)
- Reunion homes under $300K (32 for sale)
- Celebration homes under $300K (14 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.