Milestone Drive, Sarasota, FL

Everything we know about Milestone Drive in Sarasota: 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.

107 homes sit on Milestone Drive in Sarasota, FL (ZIP 34238), built 2020–2023, a typical 1,673 sq ft with 3 bedrooms. 6 are for sale right now from $350,000 to $430,000. Homes that sold since 2023 went for a median $419,990.

For sale on Milestone Drive now

8915 Milestone Drive, home for sale on Milestone Drive
$430,000
3 bd · 2.5 ba · 1,819 sq ft · built 2022
8915 Milestone Drive
Listing courtesy of RE/MAX PALM
8777 Milestone Drive, home for sale on Milestone Drive
$370,000
3 bd · 2.5 ba · 1,724 sq ft · built 2023
8777 Milestone Drive
Listing courtesy of COLDWELL BANKER REALTY
8916 Milestone Drive, home for sale on Milestone Drive
$359,000
3 bd · 2.5 ba · 1,758 sq ft · built 2022
8916 Milestone Drive
Listing courtesy of CORE REALTY ASSOCIATES, INC
8652 Milestone Drive, home for sale on Milestone Drive
$359,000
3 bd · 2.5 ba · 1,724 sq ft · built 2021
8652 Milestone Drive
Listing courtesy of KELLER WILLIAMS ON THE WATER S
8657 Milestone Drive, home for sale on Milestone Drive
$357,500
3 bd · 2.5 ba · 1,724 sq ft · built 2021
8657 Milestone Drive
Listing courtesy of RE/MAX ALLIANCE GROUP
8748 Milestone Drive, home for sale on Milestone Drive
$350,000
3 bd · 2.5 ba · 1,724 sq ft · built 2022
8748 Milestone Drive
Listing courtesy of WHITE SANDS PARADISE REALTY

The homes on Milestone Drive

Built by decade: 2020s 105.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
8979 Milestone Drive$360,0002025-12-1220211,724
8648 Milestone Drive$367,5002025-12-0420211,724
8995 Milestone Drive$370,0002025-11-0420211,724
8697 Milestone Drive$350,0002025-10-2220211,819
8557 Milestone Drive$332,0002025-09-1520201,724
8612 Milestone Drive$360,0002025-09-1220201,724
8600 Milestone Drive$340,0002025-07-2520201,758
8628 Milestone Drive$375,0002025-06-2020201,819
8668 Milestone Drive$396,0002025-01-0920211,724
8724 Milestone Drive$385,0002024-11-2620211,724
8927 Milestone Drive$410,0002024-11-0820221,724
9007 Milestone Drive$400,0002024-10-0420211,724
8680 Milestone Drive$435,0002024-05-1020211,724
8772 Milestone Drive$440,0002024-03-0820231,673
8780 Milestone Drive$475,0002024-01-0820231,758
8915 Milestone Drive$491,0002023-10-2420221,819
8616 Milestone Drive$430,0002023-09-1920201,673
8529 Milestone Drive$422,9902023-07-2720221,673
8537 Milestone Drive$437,9902023-07-1320221,758
8533 Milestone Drive$416,9902023-06-3020221,673

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 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 2,420 homes for sale in Sarasota, homes for sale in 34238.

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Common questions

How many homes are on Milestone Drive in Sarasota?

107 homes in the parcel and MLS record, built between 2020 and 2023.

Are there homes for sale on Milestone Drive?

6 listed right now, from $350,000.

What do homes on Milestone Drive sell for?

Homes that sold since 2023 went for a median $419,990.