Lake Hollingsworth Drive, Lakeland, FL

Everything we know about Lake Hollingsworth Drive in Lakeland: 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.

39 homes sit on Lake Hollingsworth Drive in Lakeland, FL (ZIP 33803, 33801), built 1907–2025, a typical 4,002 sq ft with 4 bedrooms. 3 are for sale right now from $1,550,000 to $3,750,000. Homes that sold since 2023 went for a median $1,500,000.

For sale on Lake Hollingsworth Drive now

995 Lake Hollingsworth Drive, home for sale on Lake Hollingsworth Drive
$3,750,000
5 bd · 7 ba · 7,767 sq ft · built 1955
995 Lake Hollingsworth Drive
Listing courtesy of KELLER WILLIAMS REALTY
26 Lake Hollingsworth Drive, home for sale on Lake Hollingsworth Drive
$1,700,000
4 bd · 3.5 ba · 3,275 sq ft · built 2025
26 Lake Hollingsworth Drive
Listing courtesy of HARPER REALTY FL, LLC
25 Lake Hollingsworth Drive, home for sale on Lake Hollingsworth Drive
$1,550,000
3 bd · 3.5 ba · 2,705 sq ft · built 2025
25 Lake Hollingsworth Drive
Listing courtesy of HARPER REALTY FL, LLC

The homes on Lake Hollingsworth Drive

37 single-family, 2 condo/townhome/other. Built by decade: 1900s 1, 1920s 4, 1930s 2, 1940s 5, 1950s 6, 1960s 7, 1970s 3, 1980s 4, 1990s 2, 2000s 2, 2010s 1, 2020s 2.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
555 Lake Hollingsworth Drive$1,438,0002026-06-0519854,283
369 Lake Hollingsworth Drive$3,540,0002025-10-1019697,800
16 Lake Hollingsworth Drive$800,0002025-04-0719684,002
14 Lake Hollingsworth Drive$1,500,0002025-04-0419764,700
465 Lake Hollingsworth Drive$1,259,0002024-10-2320154,022
987 Lake Hollingsworth Drive$1,500,0002024-04-2519725,806
804 Lake Hollingsworth Drive$1,765,0002024-04-0519565,546
940 Lake Hollingsworth Drive$2,100,0002022-06-0819396,045
3 Lake Hollingsworth Drive$1,575,0002022-03-1519814,349
315 Lake Hollingsworth Drive$2,250,0002022-03-0219827,180
917 Lake Hollingsworth Drive$599,0002021-11-1219462,561
1050 Lake Hollingsworth Drive$965,0002021-08-2019384,395
400 Lake Hollingsworth Drive$1,900,0002021-07-1519697,905
814 Lake Hollingsworth Drive$1,200,0002020-09-1519915,791
15 Lake Hollingsworth Drive$565,0002020-08-3119253,166
10 Lake Hollingsworth Drive$555,0002019-02-0819502,300
154 Lake Hollingsworth Drive$755,0002018-05-1819073,594
7 Lake Hollingsworth Drive$920,0002018-04-0419633,074
23 Lake Hollingsworth Drive$240,0002017-06-3019471,832
820 Lake Hollingsworth Drive$675,0002016-07-1319813,610

Communities along Lake Hollingsworth 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 October 14, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 1,149 homes for sale in Lakeland, homes for sale in 33803, homes for sale in 33801.

Hiring an agent in Lakeland, FL?

Nearby streets

Get matched with the right local expert.

Tell us your goal in Lakeland, 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 Lakeland, 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 Lake Hollingsworth Drive in Lakeland?

39 homes in the parcel and MLS record, built between 1907 and 2025.

Are there homes for sale on Lake Hollingsworth Drive?

3 listed right now, from $1,550,000.

What do homes on Lake Hollingsworth Drive sell for?

Homes that sold since 2023 went for a median $1,500,000.