2005Years built
850 to 1,450 sq ftHome size
GatedEntry
Stoneybrook & East Winter GardenArea
Why people move here

Gated condos with a clubhouse, pool and fitness center.

Southern Pines is a gated condo community of about 256 units off Winter Garden Vineland Road, built in 2005. Units start around 740 square feet, which makes it one of the lower-cost ways to own in Winter Garden.
Behind the gate are a clubhouse, fitness center, pool, playground and sports courts. Winter Garden Village is close, and the 429 and the Turnpike are a few minutes away. It works for first-time buyers and for investors looking at long-term rentals.
First-time buyers and long-term rental investors.

Southern Pines Condos at a glance

Location: Winter Garden Vineland and Southern Pecan Circle

Builder: Custom and individual builders

Built: 2005

Homes: 256 condos

Home types: Condominiums

Size: About 850 to 1,450 sq ft

Bedrooms: Varies by floor plan

Entry: Gated

Area: Stoneybrook & East Winter Garden

Life here

What Southern Pines Condos has

🛡Gated Entrance
🏠Clubhouse
🏋Fitness Center
🛠Playground
🏊Pool
✨Sports Courts
Proximity

What is close to Southern Pines Condos

  • West Point Commons with Publix Grocery Store ~.5 mi
  • Winter Garden Village ~2 mi
  • Downtown Winter Garden ~2 mi
  • Stoneybrook West Village ~4 mi

Approximate distances from the community entrance. Walt Disney World is roughly 15 to 20 minutes away off-peak. SR 50, the 429 interchanges and Avalon Road back up at rush hour, so send me your work address and I will map your real commute.

Schools

🏫 Sunridge Elementary

🏫 Sunridge Middle

🏫 West Orange High

Orange County Public Schools. Zoning changes, so verify every address.

The numbers

Southern Pines Condos market snapshot

$257,000Median sale priceDown 6.9% from $276,000 the year before.
25 daysDays on marketMedian cumulative days on market.
11Closed sales11 the year before.
96%Sale-to-list price ratioMedian for the last 12 months.

Stellar MLS, residential closed sales, 12 months ending September 30, 2026. Pulled Oct 16, 2026 and refreshed every quarter. Deemed reliable but not guaranteed. For a specific home, request a custom report.

Live MLS listings

Southern Pines Condos homes for sale right now

Straight from Stellar MLS. Save the search and get new Southern Pines Condos listings the day they hit.

Start of list of properties

Free guides

Buying or selling in Southern Pines Condos?

Pick your guide, tell me where to send it, and it opens right away.

🏡 Buyer Guide

How buying in Southern Pines Condos works, from new construction versus resale to what to verify on HOA, CDD and school zoning.

🔑 Seller Guide

Pricing, prep and timing for selling your current home, including how to sell and buy at the same time without moving twice.

Questions buyers ask

Southern Pines Condos FAQ

Where is Southern Pines Condos in Winter Garden?

Southern Pines Condos is in east Winter Garden near Stoneybrook West, Daniels Road and Tilden Road, at Winter Garden Vineland and Southern Pecan Circle.

How far is Southern Pines Condos from Walt Disney World?

Roughly 15 to 20 minutes off-peak from this part of Winter Garden. I will map the exact drive from the entrance before you choose.

When were homes in Southern Pines Condos built?

2005. Most homes were built by individual or custom builders.

What amenities does Southern Pines Condos have?

Gated Entrance, Clubhouse, Fitness Center, Playground, Pool, Sports Courts.

Is Southern Pines Condos a gated community?

Yes. Southern Pines Condos has a gated entry. I confirm gate type and access rules for any home before you write an offer.

What schools serve Southern Pines Condos?

Schools commonly listed for this community: Sunridge Elementary, Sunridge Middle, West Orange High. Assignments change, so verify zoning for a specific address with the OCPS School Locator.

Is Southern Pines Condos inside Winter Garden city limits?

Many homes with a Winter Garden 34787 address, including much of Horizon West, sit in unincorporated Orange County rather than the City of Winter Garden. Taxes, utilities and services differ, so I confirm the jurisdiction for every address.

What do homes in Southern Pines Condos sell for?

Per Stellar MLS, the median sale price in Southern Pines Condos was $257,000 across 11 closed sales in the 12 months ending September 30, 2026. Call or text me at 407.502.4719 for recent sales that match your home.

Your next step

Thinking about Southern Pines Condos?

Give me 30 minutes and tell me your timeline. I will send back:

  • Recent closed sales in Southern Pines Condos, straight from Stellar MLS
  • City or county, HOA and CDD for the homes that fit
  • Your real commute, mapped from the entrance

No pressure. If you are selling a home somewhere else first, we will plan both sides together.

Semper Fi to your real estate needs. Jorge Martinez, REALTOR®

Information deemed reliable but not guaranteed. Community details come from public sources and change over time; distances are approximate. Market data from Stellar MLS. Buyers should verify city or county jurisdiction, school assignments, HOA, CDD, lake access and all property details independently. The JEM Property Group is an independently owned and operated real estate team affiliated with Keller Williams Realty. Equal Housing Opportunity.