Hillwood Road, Jacksonville, FL

Everything we know about Hillwood Road 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.

30 homes sit on Hillwood Road in Jacksonville, FL (ZIP 32223, 32257), built 1955–2022, a typical 2,532 sq ft with 4 bedrooms. 2 are for sale right now from $1,467,750 to $3,267,750. Homes that sold since 2023 went for a median $775,000.

For sale on Hillwood Road now

4242 Hillwood Road, home for sale on Hillwood Road
$3,267,750
5 bd · 3 ba · 4,789 sq ft · built 2026
4242 Hillwood Road
Listing courtesy of COMPASS FLORIDA LLC
4242 Hillwood Road, home for sale on Hillwood Road
$1,467,750
4 bd · 2.5 ba · 2,281 sq ft · built 1963
4242 Hillwood Road
Listing courtesy of COMPASS FLORIDA LLC

The homes on Hillwood Road

14 single-family, 16 condo/townhome/other. Built by decade: 1950s 5, 1960s 3, 1970s 7, 1980s 7, 1990s 1, 2000s 3, 2010s 3, 2020s 1.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
4122 Hillwood Road$475,0002026-04-2819632,470
4141 Hillwood Road$900,0002025-12-2319842,829
4047 Hillwood Road$650,0002024-04-1219752,607
4140 Hillwood Road$1,310,0002023-05-1620194,266
4080 Hillwood Road$665,0002022-05-1719883,308
4110 Hillwood Road$900,0002022-01-1419973,800
4266 Hillwood Road$575,0002021-12-0719792,490
4010 Hillwood Road$1,590,0002021-11-1820174,060
4237 Hillwood Road$505,0002020-01-0720012,323
4254 Hillwood Road$475,0002019-06-2620003,514
4220 Hillwood Road$700,0002018-10-1619863,122
4242 Hillwood Road$525,0002018-05-1819632,281
4050 Hillwood Road$475,0002003-06-0919832,778

Communities along Hillwood Road

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 26, 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 32223, homes for sale in 32257.

Hiring an agent in Jacksonville, FL?

Nearby streets

Get matched with the right local expert.

Tell us your goal in Jacksonville, 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 Jacksonville, 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 Hillwood Road in Jacksonville?

30 homes in the parcel and MLS record, built between 1955 and 2022.

Are there homes for sale on Hillwood Road?

2 listed right now, from $1,467,750.

What do homes on Hillwood Road sell for?

Homes that sold since 2023 went for a median $775,000.