Anglers Way, Upper Matecumbe Key Islamorada, FL
Everything we know about Anglers Way in Upper Matecumbe Key Islamorada: 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.
40 homes sit on Anglers Way in Upper Matecumbe Key Islamorada, FL (ZIP 33036), built 2007–2009, a typical 1,376 sq ft with 2 bedrooms. 2 are for sale right now from $1,199,999 to $1,700,000. Homes that sold since 2023 went for a median $1,205,000.
For sale on Anglers Way now
The homes on Anglers Way
40 single-family. Built by decade: 2000s 40.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 152 Anglers Way | $3,000,000 | 2026-10-16 | 2007 | 1,987 |
| 102 Anglers Way | $1,010,000 | 2026-09-25 | 2007 | 1,376 |
| 130 Anglers Way | $1,150,000 | 2025-11-14 | 2007 | 1,170 |
| 116 Anglers Way | $1,150,000 | 2025-08-04 | 2007 | 1,620 |
| 144 Anglers Way | $1,737,500 | 2025-07-14 | 2007 | 1,674 |
| 135 Anglers Way | $1,150,000 | 2025-03-03 | 2007 | 1,314 |
| 133 Anglers Way | $1,400,000 | 2023-10-12 | 2007 | 1,170 |
| 101 Anglers Way | $1,260,000 | 2023-01-20 | 2007 | 1,619 |
| 124 Anglers Way | $2,200,000 | 2022-12-21 | 2007 | 1,978 |
| 109 Anglers Way | $1,075,000 | 2022-12-16 | 2007 | 1,296 |
| 122 Anglers Way | $2,900,000 | 2022-10-20 | 2007 | 2,587 |
| 148 Anglers Way | $2,062,000 | 2022-08-11 | 2007 | 1,692 |
| 150 Anglers Way | $2,200,000 | 2022-08-10 | 2007 | 1,621 |
| 119 Anglers Way | $1,315,000 | 2022-06-17 | 2007 | 1,137 |
| 115 Anglers Way | $1,315,000 | 2022-04-28 | 2007 | 1,376 |
| 128 Anglers Way | $1,100,000 | 2022-01-18 | 2007 | 1,286 |
| 117 Anglers Way | $726,500 | 2020-10-22 | 2008 | 1,137 |
| 123 Anglers Way | $1,812,500 | 2020-10-01 | 2007 | 1,995 |
| 136 Anglers Way | $890,000 | 2020-06-19 | 2007 | 1,314 |
| 131 Anglers Way | $735,000 | 2020-04-14 | 2007 | 1,167 |
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 29, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 28 homes for sale in Upper Matecumbe Key Islamorada, homes for sale in 33036.