Stillwood Drive, Jacksonville, FL

Everything we know about Stillwood Drive in Jacksonville: 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.

76 homes sit on Stillwood Drive in Jacksonville, FL (ZIP 32257), built 1971–1992, a typical 1,632 sq ft with 3 bedrooms. 2 are for sale right now from $239,000 to $295,000. 1 closed in the last 12 months at a median of $285,000. Homes that sold since 2023 went for a median $249,900.

For sale on Stillwood Drive now

4023 Stillwood Drive, home for sale on Stillwood Drive
$295,000
3 bd · 2 ba · 1,345 sq ft · built 1990
4023 Stillwood Drive
Listing courtesy of EAGLES WORLD REALTY, INC
4042 Stillwood Drive, home for sale on Stillwood Drive
$239,000
2 bd · 2 ba · 1,345 sq ft · built 1990
4042 Stillwood Drive
Listing courtesy of RIVERLANE MANAGEMENT

Recent sales on Stillwood Drive

AddressSoldClosedBeds / bathsSq ft
4132 Stillwood Drive$285,0002026-02-113 / 2.01,416

The homes on Stillwood Drive

2 single-family, 74 condo/townhome/other. Built by decade: 1970s 1, 1980s 47, 1990s 27.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
4132 Stillwood Drive$285,0002026-02-1119921,416
4084 Stillwood Drive$205,0002025-06-1919891,345
4008 Stillwood Drive$249,9002025-05-2319881,632
3922 Stillwood Drive$282,0002024-03-2919871,668
3904 Stillwood Drive$242,0002024-03-2719861,692
3920 Stillwood Drive$256,4632024-03-1519871,668
4018 Stillwood Drive$244,0002023-01-1019881,632
4024 Stillwood Drive$220,0002021-09-3019881,632
4042 Stillwood Drive$210,0002021-08-2719901,345
3916 Stillwood Drive$240,0002021-07-2219871,668
4054 Stillwood Drive$236,0002021-07-1219901,416
4122 Stillwood Drive$195,0002021-03-1819891,345
4029 Stillwood Drive$195,0002020-12-3019901,416
4021 Stillwood Drive$185,0002020-07-1419901,416
4151 Stillwood Drive$185,5002020-06-2619891,416
4075 Stillwood Drive$145,0002020-06-1919901,293
4058 Stillwood Drive$181,0002020-02-2819901,413
4039 Stillwood Drive$180,0002019-04-1919901,416
4076 Stillwood Drive$175,0002019-02-1919901,415
4032 Stillwood Drive$180,0002018-10-3119891,668

Communities along Stillwood Drive

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 September 27, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 3,941 homes for sale in Jacksonville, homes for sale in 32257.

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Common questions

How many homes are on Stillwood Drive in Jacksonville?

76 homes in the parcel and MLS record, built between 1971 and 1992.

Are there homes for sale on Stillwood Drive?

2 listed right now, from $239,000.

What do homes on Stillwood Drive sell for?

The median closing over the last 12 months was $285,000.