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Winter Garden 34787 · Condos & Townhomes

Tucker Oaks Homes for Sale in Winter Garden, FL

A gated Winter Garden community of condos and townhomes built from 2007 to 2014, off West Colonial Drive (SR 50) about a mile from Florida’s Turnpike, with a community pool, dog park, playground, and basketball court.

Written by Jared Jones Updated October 2026 Jared Jones Team, Brokered by eXp Realty
$320,000Median sold price (12 months · 13 sales)
22 daysMedian days on market (CDOM)
2008 to 2013Typical year built (middle 50% of sales)

Stellar MLS sold data, closings Oct 3, 2025 through Oct 2, 2026. Includes Villas/Tucker Oaks and the Tucker Oaks condo buildings.

At a glance (as of October 2026)
FactFigure
Closed sales (last 12 months)13
Median sold price (last 12 months)$320,000 (13 sales)
Median price per sq ft$222
Median days on market22 days (CDOM)
Townhome median (sold)$347,000 (5 sales)
Condo median (sold)$295,500 (8 sales)
Typical year-built range2008 to 2013 (middle 50% of sales)
Legal subdivision namesTucker Oaks, Tucker Oaks Bldg 113, Tucker Oaks Condo Ph 4, Tucker Oaks Ph 1 Bldg 51, Villas/Tucker Oaks
ZIP34787

Sources: Stellar MLS (sold closings 2025-10-03 to 2026-10-02); Stellar MLS listing records for Tucker Oaks (community features and association, Oct 2026).

Where is Tucker Oaks in Winter Garden?

Tucker Oaks sits off West Colonial Drive (SR 50) in Winter Garden, about a mile from the Florida’s Turnpike interchange at exit 272. Winter Garden Village is a few minutes away for shopping and dining, and SR 50 connects east toward Orlando and west toward Clermont. Streets inside the community include Scarlet Oak Loop, Oak Apple Court, Broken Oak Drive, and Boggy Oak Circle.

Location snapshot

  • ZIP: 34787
  • City: Winter Garden, Orange County
  • Main road: West Colonial Drive (SR 50)
  • Highways: Florida’s Turnpike (exit 272), SR 429
  • Entry: gated, no guard

What’s around

  • Mall: Winter Garden Village
  • Dining and shops: Downtown Winter Garden (Plant Street)
  • Trail: West Orange Trail
  • Commute: SR 50 toward Orlando or Clermont
  • Schools: check Orange County Find My School by address

What amenities does Tucker Oaks include?

Tucker Oaks is a gated community with no guard, run by Tucker Oaks Condominium Association, Inc. Listing records describe a community pool, playground, park, dog park, basketball court, and a picnic area. Association fees on recent listings cover items such as the pool, recreation facilities, and grounds maintenance, and the amount varies by building and unit, so ask us for the current figure on any address you like.

PoolCommunity pool for residents
Gated entryGated community, no guard
Dog parkOn-site community dog park
Parks & playPark, playground, picnic area
BasketballCommunity basketball court
AssociationCondo association; we pull current fees per address

What do Tucker Oaks homes typically look like?

Tucker Oaks mixes condos and townhomes. Of the 13 sales in the last 12 months, 8 were condos and 5 were townhomes, built from 2007 to 2014. The 2-bedroom, 2-bath condos at 1,216 square feet sold from $270,000 to $300,000, and the 3-bedroom condos around 1,545 square feet sold from $320,000 to $350,000. The townhomes, including the Villas/Tucker Oaks section on Scarlet Oak Loop, ran 1,422 to 1,684 square feet with 3 bedrooms and 2.5 baths and sold from $315,000 to $353,000. Treat these ranges as a guide to the sample, not a promise for a specific listing.

How does Tucker Oaks compare to nearby Winter Garden options?

Tucker Oaks is one of the lower-maintenance entry points into the 34787 market, so buyers often weigh it against single-family neighborhoods nearby. If you are deciding between a condo or townhome here and a detached home, compare prices and home sizes on Stoneybrook West homes for sale. For monthly budgeting, read Cost of Living in Winter Garden, FL (2026) and Winter Garden Property Taxes Explained (2026), then use this page for active Tucker Oaks inventory.

Winter Garden & Horizon West area overview. City-wide context, not Tucker Oaks-specific. Watch when you want the bigger picture.

Video: Jared Jones Team / YouTube

Frequently asked questions

Is Tucker Oaks condos or townhomes?

Both. Tucker Oaks includes condo buildings and the Villas/Tucker Oaks townhomes. Of the 13 sales from October 3, 2025 through October 2, 2026, 8 were condos and 5 were townhomes.

What do Tucker Oaks homes sell for?

The median sold price across 13 closings in the last 12 months was $320,000, or $222 per square foot, with a median of 22 days on market. Condos had a median of $295,500 and townhomes a median of $347,000.

Is Tucker Oaks gated, and what amenities does it have?

Yes. Listing records describe Tucker Oaks as a gated community with no guard. Amenities include a community pool, playground, park, dog park, basketball court, and picnic area, managed by Tucker Oaks Condominium Association, Inc.

Where is Tucker Oaks located?

Tucker Oaks is in Winter Garden, ZIP 34787, off West Colonial Drive (SR 50) about a mile from Florida’s Turnpike exit 272. Winter Garden Village is a few minutes away, and SR 50 links the community to Orlando and Clermont.

How do I see current Tucker Oaks homes for sale?

Use the live listings block on this page for active inventory, or call or text the Jared Jones Team at 407-706-5000. We can also set a custom alert for new Tucker Oaks condos and townhomes, plus nearby Winter Garden listings that match your budget.

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Thinking about a home in Tucker Oaks?

Call or text the Jared Jones Team at 407-706-5000. We will pull current comps, get association details on the units you like, and set up showings.

About the author

Jared Jones

Jared Jones leads the Jared Jones Team, Brokered by eXp Realty, serving Winter Garden, Horizon West, and Greater Orlando. Office: 504 W Plant Street, 1st and 2nd Floors, Winter Garden, FL 34787. Phone: 407-706-5000.

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