Watch Hill Road, Orlando, FL

Everything we know about Watch Hill Road in Orlando: 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.

20 homes sit on Watch Hill Road in Orlando, FL (ZIP 32808), built 1974–1978, a typical 1,075 sq ft with 3 bedrooms. 3 are for sale right now from $184,900 to $275,000. Homes that sold since 2023 went for a median $267,750.

For sale on Watch Hill Road now

4410 Watch Hill Road, home for sale on Watch Hill Road
$275,000
3 bd · 2 ba · 1,020 sq ft · built 1977
4410 Watch Hill Road
Listing courtesy of BING REALTY CO.
4522 Watch Hill Road, home for sale on Watch Hill Road
$258,000
3 bd · 2 ba · 998 sq ft · built 1977
4522 Watch Hill Road
Listing courtesy of MARVIEW INTERNATIONAL REALTY LLC
4409 Watch Hill Road, home for sale on Watch Hill Road
$184,900
2 bd · 1 ba · 952 sq ft · built 1977
4409 Watch Hill Road
Listing courtesy of ACME REAL ESTATE FLORIDA LLC

The homes on Watch Hill Road

20 single-family. Built by decade: 1970s 20.

Last recorded sales (parcel record)

AddressSoldDateBuiltSq ft
4518 Watch Hill Road$205,0002025-10-311977952
4681 Watch Hill Road$286,0002024-06-1319781,020
4431 Watch Hill Road$255,0002023-03-171977998
4432 Watch Hill Road$277,5002023-03-1419771,275
4555 Watch Hill Road$258,0002023-03-0119781,020
4521 Watch Hill Road$279,0002023-02-2819771,035
4388 Watch Hill Road$230,0002022-08-1719761,195
4136 Watch Hill Road$227,0002021-08-0319761,298
4292 Watch Hill Road$128,5002019-12-2319761,586
4158 Watch Hill Rd$152,0002019-10-3119761,075
3888 Watch Hill Road$187,0002018-02-0219761,963
3902 Watch Hill Road$118,0002017-03-2119761,075
3880 Watch Hill Road$159,0002016-07-0619762,031
4675 Watch Hill Road$73,0002015-10-1319781,020
4396 Watch Hill Road$65,1002011-06-3019761,624
4522 Watch Hill Road$43,5802011-05-191977998
4038 Watch Hill Road$180,0002006-11-2819761,298
4024 Watch Hill Road$154,9002004-07-2619743,008

Communities along Watch Hill 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 November 2, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 4,384 homes for sale in Orlando, homes for sale in 32808.

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Common questions

How many homes are on Watch Hill Road in Orlando?

20 homes in the parcel and MLS record, built between 1974 and 1978.

Are there homes for sale on Watch Hill Road?

3 listed right now, from $184,900.

What do homes on Watch Hill Road sell for?

Homes that sold since 2023 went for a median $267,750.