Southern Pines vs The Landing's at Live Oak
Two Osceola communities, compared on the numbers that decide it — price, pace, and supply — from live MLS data as of 2026-11-12.
| Metric | Southern Pines | The Landing's at Live Oak |
|---|---|---|
| Median sale price | $365K | $418K |
| Price per sq ft | $197 | $194 |
| Avg days on market | 76 days | 59 days |
| Months of supply | 4.7 mo | 1.2 mo |
| Market | Buyer-Leaning Market | Strong Seller's Market |
| 1-year price change | False | False |
| Recent closings | 28 | 29 |
The verdict
The Landing's at Live Oak carries the higher median price — about 15% above Southern Pines. Homes in The Landing's at Live Oak sell faster (59 days on market vs 76). The Landing's at Live Oak is the tighter market on inventory (1.2 months of supply).
Where each one is
Southern Pines and The Landing's at Live Oak are about 3 miles apart (straight-line, center to center) and share Osceola County.
| Southern Pines | The Landing's at Live Oak | |
|---|---|---|
| County | Osceola County, FL | Osceola County, FL |
| City / area | St Cloud | St Cloud |
| FEMA flood zones (sampled parcels) | all 20 sampled homes outside a flood zone | all 20 sampled homes outside a flood zone |
Distances are straight-line; driving distance is usually 15 to 30 percent more. Flood-zone shares come from FEMA flood maps matched to sampled parcels; always check the exact address before you close.
What is for sale today
| Southern Pines | The Landing's at Live Oak | |
|---|---|---|
| Homes for sale now | 11 | 3 |
| Under contract | 1 | 11 |
| Asking prices today | $310K to $500K | $390K to $657K |
| Listed in the last 7 days | 0 | 3 |
| Property types listed | Single Family Residence | Single Family Residence |
Live MLS counts, refreshed with every listing pull. Browse them: Southern Pines homes for sale · The Landing's at Live Oak homes for sale.
The homes themselves
| Southern Pines | The Landing's at Live Oak | |
|---|---|---|
| Homes (parcels) | n/a | 2 |
| Built | n/a | 2024–2024 (median 2024) |
| Typical living area | n/a | 2,643 sq ft |
| Vacant lots | 0 | 222 |
Housing-stock figures from the Florida Department of Revenue 2025 assessment roll (public records).
Schools the listings are zoned for
| Southern Pines | The Landing's at Live Oak | |
|---|---|---|
| Elementary | Michigan Avenue Elem (K 5) | Hickory Tree Elem |
| Middle | St. Cloud Middle (6-8) | Harmony Middle |
| High school | St. Cloud High School | Harmony High |
The school most often recorded on each community's MLS listings. Always confirm a specific address with the district.
Which one fits
On budget alone, Southern Pines is the lower entry point (median $365K vs $418K). Sellers get a faster sale in The Landing's at Live Oak (59 days on market on average); buyers get more negotiating room where homes sit longer.
Neither number set decides it: drive both on a weekday evening, check the HOA documents and the flood zone for the exact street, and price the insurance before you write an offer. A Momentum agent who works both communities can pull the comparable sales for any two specific homes.
Questions people ask
Is The Landing's at Live Oak more expensive than Southern Pines?
Yes, on recent sales: the median sale price in The Landing's at Live Oak is $418,000 versus $365,000 in Southern Pines, about 15% higher.
How far apart are Southern Pines and The Landing's at Live Oak?
About 3 miles straight-line, center to center, both in Osceola County; driving distance is usually 15 to 30 percent more.
What high schools serve Southern Pines and The Landing's at Live Oak?
Listings in Southern Pines most often report St. Cloud High School; listings in The Landing's at Live Oak report Harmony High. Zoning is set by the district and can change - verify by address.
Go deeper on each: Southern Pines homes, photos & schools · The Landing's at Live Oak homes, photos & schools
Figures are aggregates from realMLS / DBAAR, updated regularly. Thinking about either? Talk to Momentum Realty.