Chessington Drive, Land O' Lakes, FL

Everything we know about Chessington Drive in Land O' Lakes: 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.

75 homes sit on Chessington Drive in Land O' Lakes, FL (ZIP 34638, 34639), built 2006–2012, a typical 2,670 sq ft with 4 bedrooms. 1 is for sale right now from $529,900. 2 closed in the last 12 months at a median of $509,250. Homes that sold since 2023 went for a median $522,000.

For sale on Chessington Drive now

Recent sales on Chessington Drive

AddressSoldClosedBeds / bathsSq ft
3307 Chessington Drive$492,5002026-10-094 / 3.02,133
3313 Chessington Drive$526,0002026-04-175 / 4.02,686

The homes on Chessington Drive

75 single-family. Built by decade: 2000s 73, 2010s 1.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
3307 Chessington Drive$492,5002026-10-0920062,133
3313 Chessington Drive$526,0002026-04-1720062,686
3115 Chessington Drive$509,0002026-02-2020062,343
3355 Chessington Drive$485,0002026-02-0620062,133
3109 Chessington Drive$376,2002025-10-1320062,482
3025 Chessington Drive$516,2502025-07-2520062,482
3136 Chessington Drive$545,0002024-12-2020062,670
3319 Chessington Drive$460,0002024-12-1320062,162
3121 Chessington Drive$535,0002024-06-2620063,131
3415 Chessington Drive$665,0002024-03-2220063,029
3030 Chessington Drive$689,0002023-10-1620063,131
3139 Chessington Drive$518,0002023-07-2020062,482
3528 Chessington Drive$623,0002023-07-0320062,265
3435 Chessington Drive$610,0002023-03-1620063,608
3503 Chessington Drive$590,0002022-10-1920062,670
3423 Chessington Drive$507,5002022-07-0820062,045
3509 Chessington Drive$560,0002021-11-1020063,608
3510 Chessington Drive$400,0002021-06-1720062,265
3216 Chessington Drive$325,0002021-05-0120062,045
3229 Chessington Drive$351,0002020-12-1720073,473

Communities along Chessington 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 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 508 homes for sale in Land O' Lakes, homes for sale in 34638, homes for sale in 34639.

Hiring an agent in Land O' Lakes, FL?

Nearby streets

Get matched with the right local expert.

Tell us your goal in Land O' Lakes, 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 Land O' Lakes, 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 Chessington Drive in Land O' Lakes?

75 homes in the parcel and MLS record, built between 2006 and 2012.

Are there homes for sale on Chessington Drive?

1 listed right now, from $529,900.

What do homes on Chessington Drive sell for?

The median closing over the last 12 months was $509,250.