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Orange CountyWinter GardenSouthern Pines

Southern Pines, Winter Garden

Southern Pines is a neighborhood in east Winter Garden, in the 34787 zip code, built mostly in the 2000s. Homes are siding and block, predominantly single story. Most homes fall between about 700 and 1,600 square feet under air.

HOA status is mixed in Southern Pines, so confirm it on the specific parcel rather than assuming it from a neighbor.

Orlo Vista Park, Rose Place Park, Dollar General Market, Orlando Grocery, Sunshine High School, Oak Hill Elementary School and Hight school sit inside the subdivision.

What the homes are

  • Built Mostly built in the 2000s, with homes from 1926 to 2022.
  • Construction Siding and block. Shingle roofs are near universal.
  • Size Most homes fall between about 700 and 1,600 square feet under air.
  • Bedrooms Three bedrooms is the most common plan, then two, then one.
  • HOA Mixed, so confirm it on the specific parcel. Confirm on a specific parcel before relying on it.

Where Southern Pines is

Southern Pines, centered at 28.530717, -81.475229. 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 toTimeMiles
Downtown Orlando16 min8.6
Walt Disney World27 min17.7
Orlando International Airport31 min20.8
Universal Orlando14 min6.0

Public schools nearby

  • Sunshine High School 2 min, 0.7 mi
  • Oak Hill Elementary School 4 min, 1.1 mi
  • Hight school 4 min, 1.2 mi
  • MetroWest Elementary School 7 min, 2.6 mi

Private schools nearby

  • Fiorella Preparatory School 5 min, 1.5 mi

Parks and recreation

  • Orlo Vista Park 5 min, 1.5 mi
  • Rose Place Park 7 min, 2.4 mi
  • Poppy Park 7 min, 2.0 mi
  • Lake Fran Bike Trail 8 min, 2.4 mi

Groceries and errands

  • ALDI 3 min, 0.6 mi
  • Dollar General Market 3 min, 0.8 mi
  • Orlando Grocery 3 min, 1.0 mi
  • Bravo Markets MetroWest 4 min, 1.2 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 20 September 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 5 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 September 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

$347,400Median sale price
$312Median per square foot
12 daysMedian days to contract
5Homes sold in 12 months

Sale prices ran from $215,000 to $464,900, which is a wide spread and the reason a single neighborhood median is a starting point rather than an answer.

By size

Home sizeSalesMedian priceMedian $/sq ftMedian days
Under 2,000 sq ft5$347,400$31212 days

Larger homes usually show a lower price per square foot. That is normal and it is why a price per foot taken from the whole neighborhood should never be applied straight to one house.

Homes priced right sold far faster

Median days to go under contract. Shorter is better.

Never reduced 4 sales, closed at 97.2% of asking8 days
Reduced at least once 1 sales, closed at 102.4% of the reduced price83 days

Sellers who priced correctly and held their number went under contract in a median 8 days. Sellers who had to reduce took 83 days and still closed at 102.4% of their already reduced price, after a typical cut of $29,000. Opening high costs time and money, in that order.

Seller concessions

40%Of sales included a seller credit
$12,600Typical credit when there was one
2 of 5Sales carrying a credit

A seller credit covers part of the buyer's closing costs and comes off the seller's proceeds, so the headline sale price overstates what the seller kept. Budget for it if you are selling, and ask for it if you are buying.

How buyers paid

Conventional 3 sales60%
Cash 2 sales40%

Cash was 40% 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 25 September 2025 through 20 September 2026, refreshed monthly and current as of September 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.