Oakboro Street, Winter Garden, FL

Everything we know about Oakboro Street in Winter Garden: what is for sale, what has sold, what the homes are like and which communities the street runs through — from the MLS record and county parcel data, refreshed nightly.

40 homes sit on Oakboro Street in Winter Garden, FL (ZIP 34787), built 2020–2021, a typical 2,164 sq ft with 3 bedrooms. 2 are for sale right now from $485,000 to $560,000. Homes that sold since 2023 went for a median $538,500.

For sale on Oakboro Street now

$560,000
3 bd · 2.5 ba · 2,027 sq ft · built 2020
16933 Oakboro Street
Listing courtesy of KIMBRIDGE REALTY, LLC
16802 Oakboro Street, home for sale on Oakboro Street
$485,000
3 bd · 2 ba · 1,705 sq ft · built 2020
16802 Oakboro Street
Listing courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY

The homes on Oakboro Street

40 single-family. Built by decade: 2020s 40.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
16754 Oakboro Street$525,0002026-09-1820202,477
16736 Oakboro Street$553,0002026-06-1720202,477
16850 Oakboro Street$592,0002025-11-2620202,472
16685 Oakboro Street$780,0002025-05-0620213,227
16892 Oakboro Street$625,0002025-01-1020202,472
16910 Oakboro Street$590,0002024-07-2020202,472
16946 Oakboro Street$485,0002024-06-0620201,705
16712 Oakboro Street$480,0002024-04-0920201,705
16778 Oakboro Street$539,0002023-07-0520201,705
16742 Oakboro Street$515,0002023-06-2820202,014
16802 Oakboro Street$495,0002023-05-1220201,689
16796 Oakboro Street$538,0002023-03-0920202,216
16790 Oakboro Street$610,0002022-08-3120202,489
16707 Oakboro Street$504,8662021-10-2920212,028
16723 Oakboro Street$620,0012021-10-2920212,866
16693 Oakboro Street$615,0002021-10-2820212,866
16669 Oakboro Street$642,0002021-10-2820203,327
16701 Oakboro Street$525,0002021-10-2720202,113
16677 Oakboro Street$630,0002021-10-2620212,924
16661 Oakboro Street$552,2762021-10-2220202,113

Communities along Oakboro Street

How to read this

Home counts, build years, sizes and last sales come from the county parcel record joined to MLS history; listings and 12-month closings from the live MLS feeds as of October 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 750 homes for sale in Winter Garden, homes for sale in 34787.

Hiring an agent in Winter Garden, FL?

Nearby streets

Get matched with the right local expert.

Tell us your goal in Winter Garden, FL and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

Work with a local Winter Garden, FL expert

A real conversation with a local specialist, usually within one business day.

or call (904) 351-6461

Common questions

How many homes are on Oakboro Street in Winter Garden?

40 homes in the parcel and MLS record, built between 2020 and 2021.

Are there homes for sale on Oakboro Street?

2 listed right now, from $485,000.

What do homes on Oakboro Street sell for?

Homes that sold since 2023 went for a median $538,500.