Lookout Pointe Drive, Windermere, FL
Everything we know about Lookout Pointe Drive in Windermere: 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.
53 homes sit on Lookout Pointe Drive in Windermere, FL (ZIP 34786), built 2014–2017, a typical 3,078 sq ft with 4 bedrooms. Nothing is listed for sale on the street today. 2 closed in the last 12 months at a median of $782,500. Homes that sold since 2023 went for a median $658,250.
Recent sales on Lookout Pointe Drive
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 8316 Lookout Pointe Drive | $985,000 | 2026-10-09 | 5 / 4.0 | 4,332 |
| 8323 Lookout Pointe Drive | $580,000 | 2026-06-12 | 4 / 3.5 | 2,633 |
The homes on Lookout Pointe Drive
53 single-family. Built by decade: 2010s 53.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 8316 Lookout Pointe Drive | $985,000 | 2026-10-09 | 2016 | 4,332 |
| 8323 Lookout Pointe Drive | $580,000 | 2026-06-12 | 2016 | 2,633 |
| 8764 Lookout Pointe Drive | $1,045,000 | 2026-01-20 | 2015 | 3,423 |
| 8575 Lookout Pointe Drive | $507,500 | 2025-12-10 | 2015 | 2,154 |
| 8359 Lookout Pointe Drive | $585,000 | 2025-08-19 | 2016 | 2,604 |
| 8329 Lookout Pointe Drive | $580,000 | 2025-04-11 | 2016 | 2,633 |
| 8311 Lookout Pointe Drive | $616,500 | 2025-01-31 | 2016 | 2,460 |
| 8728 Lookout Pointe Drive | $1,099,000 | 2024-06-21 | 2015 | 3,600 |
| 8711 Lookout Pointe Drive | $750,000 | 2024-05-24 | 2015 | 3,419 |
| 8353 Lookout Pointe Drive | $575,000 | 2024-04-05 | 2016 | 2,492 |
| 8705 Lookout Pointe Drive | $777,000 | 2024-03-15 | 2015 | 3,304 |
| 8757 Lookout Pointe Drive | $700,000 | 2023-09-26 | 2015 | 3,452 |
| 8388 Lookout Pointe Drive | $1,145,000 | 2023-08-25 | 2016 | 4,511 |
| 8581 Lookout Pointe Drive | $581,000 | 2023-06-30 | 2015 | 2,452 |
| 8275 Lookout Pointe Drive | $663,000 | 2022-12-08 | 2016 | 2,924 |
| 8746 Lookout Pointe Drive | $650,000 | 2022-05-19 | 2015 | 2,646 |
| 8293 Lookout Pointe Drive | $631,000 | 2021-12-15 | 2016 | 2,493 |
| 8955 Lookout Pointe Dr | $560,000 | 2021-11-08 | 2017 | 2,224 |
| 8269 Lookout Pointe Drive | $775,000 | 2021-07-22 | 2016 | 4,495 |
| 8967 Lookout Pointe Drive | $515,000 | 2021-04-16 | 2017 | 3,227 |
Communities along Lookout Pointe Drive
- windermere trails · 18 homes on the street
- windermere trails · 17 homes on the street
- windermere trails · 7 homes on the street
- windermere trails · 4 homes on the street
- windermere trails · 1 homes on the street
- windermere trails · 1 homes on the street
- windermere trails · 1 homes on the street
- windermere trails · 1 homes on the street
- windermere trails · 1 homes on the street
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 238 homes for sale in Windermere, homes for sale in 34786.