Southern Pines is a 2000s neighborhood in south Winter Garden, in the 34787 zip code. Homes are siding and wood frame, predominantly single story. Most homes fall between about 700 and 1,500 square feet under air.
Homes here carry an HOA, billed monthly, typically around $256. Confirm the figure on a specific parcel before relying on it.
What the homes are
Built Essentially all built in the 2000s.
Construction Siding and wood frame. Shingle roofs are near universal.
Size Most homes fall between about 700 and 1,500 square feet under air.
Bedrooms Two bedrooms is the most common plan, then one, then three.
HOA Billed monthly, typically around $256. Confirm on a specific parcel before relying on it.
Where Southern Pines is
Southern Pines, centered at 28.54441, -81.588878. Drag to explore.Street level, inside the neighborhood. Drag to look around.
Drive times below are measured on the road network from the center of Southern Pines, not straight-line distance, in free-flowing traffic. Treat them as the floor rather than the school-run average.
Driving to
Time
Miles
Downtown Orlando
25 min
16.4
Walt Disney World
25 min
19.3
Orlando International Airport
30 min
24.7
Universal Orlando
25 min
15.3
Public schools nearby
SunRidge Elementary School 10 min, 3.5 mi
Maxey Elementary School 7 min, 1.8 mi
West Orange High School 7 min, 2.4 mi
SLV High School 7 min, 1.7 mi
Private schools nearby
StarChild Academy Winter Garden 2 min, 0.3 mi
Parks and recreation
Tildenville Park 8 min, 2.8 mi
Veterans Memorial Park 6 min, 1.7 mi
Maple Street Park 6 min, 1.6 mi
West Orange Dog Park 6 min, 2.2 mi
Groceries and errands
Publix Super Market at West Point Commons 3 min, 0.7 mi
Nearest is not the same as zoned. The schools above are the closest ones to Southern Pines by distance. School attendance zones are set by the district, change from year to year, and can differ street to street inside one neighborhood. Confirm the assignment for a specific address with Orange County Public Schools before it matters to a decision.
Places and drive times from Google, checked 8 October 2026. Businesses open and close; if something here has changed, tell me and I will correct it.
This page tracks what homes in Southern Pines actually sold for over the last twelve months, how long they took, and what moved the price. It is built from 2 verified closed sales in the Stellar MLS feed, not from public estimates. Every figure is a net-of-concessions number, which is explained at the bottom. Updated November 2026.
Read this one loosely. Fewer than eight homes closed here in the last year, so every median on this page rests on a small sample and can swing on a single sale.
What homes sold for in Southern Pines
$236,250Median sale price
$240Median per square foot
15 daysMedian days to contract
2Homes sold in 12 months
Sale prices ran from $215,000 to $257,500.
How buyers paid
Cash 1 sale50%
Conventional 1 sale50%
Cash was 50% of purchases. A high cash share means a seller has buyers who do not depend on an appraisal, and a buyer using a loan is competing against offers that can close faster.
Questions about a specific home in Southern Pines, or want to know what yours would sell for? Call or text Brenden Rendo at 407-616-9019 or send a message.
About this data. Source is the Stellar MLS feed for Southern Pines in Winter Garden, Orange County, covering closed sales from 8 November 2025 through 3 November 2026, refreshed monthly and current as of November 2026. Prices are net of seller concessions, so they reflect what the seller actually received rather than the headline number. Data believed accurate but not guaranteed; listings and closings change daily.
