Masthead Landing Circle, Winter Garden, FL
Everything we know about Masthead Landing Circle in Winter Garden: 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.
79 homes sit on Masthead Landing Circle in Winter Garden, FL (ZIP 34787), built 2004–2006, a typical 2,172 sq ft with 4 bedrooms. 1 is for sale right now from $615,000. 1 closed in the last 12 months at a median of $607,000. Homes that sold since 2023 went for a median $575,000.
For sale on Masthead Landing Circle now
Recent sales on Masthead Landing Circle
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 14827 Masthead Landing Circle | $607,000 | 2026-10-01 | 4 / 2.5 | 2,648 |
The homes on Masthead Landing Circle
79 single-family. Built by decade: 2000s 79.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 14827 Masthead Landing Circle | $607,000 | 2026-10-01 | 2005 | 2,648 |
| 14708 Masthead Landing Circle | $510,000 | 2025-11-24 | 2004 | 2,190 |
| 14936 Masthead Landing Circle | $675,000 | 2025-08-21 | 2005 | 2,826 |
| 14742 Masthead Landing Circle | $690,000 | 2025-03-06 | 2004 | 2,489 |
| 15050 Masthead Landing Circle | $582,500 | 2024-10-04 | 2004 | 1,750 |
| 15106 Masthead Landing Circle | $465,000 | 2024-09-16 | 2004 | 2,154 |
| 14755 Masthead Landing Circle | $530,000 | 2024-05-10 | 2004 | 2,258 |
| 14639 Masthead Landing Circle | $605,000 | 2024-05-07 | 2004 | 2,033 |
| 14931 Masthead Landing Circle | $575,000 | 2024-03-21 | 2004 | 2,852 |
| 15131 Masthead Landing Circle | $540,000 | 2024-02-06 | 2004 | 2,438 |
| 15038 Masthead Landing Circle | $550,000 | 2023-07-17 | 2004 | 2,172 |
| 15039 Masthead Landing Circle | $480,000 | 2022-08-22 | 2005 | 1,900 |
| 14943 Masthead Landing Circle | $575,000 | 2022-06-27 | 2004 | 2,520 |
| 15179 Masthead Landing Circle | $450,000 | 2022-05-12 | 2004 | 1,680 |
| 15149 Masthead Landing Circle | $435,000 | 2022-03-07 | 2004 | 1,886 |
| 14820 Masthead Landing Circle | $421,000 | 2022-02-01 | 2004 | 2,027 |
| 15069 Masthead Landing Circle | $499,999 | 2021-12-23 | 2004 | 2,853 |
| 15118 Masthead Landing Circle | $375,000 | 2021-09-14 | 2004 | 1,602 |
| 15009 Masthead Landing Circle | $450,000 | 2021-09-02 | 2005 | 1,886 |
| 14808 Masthead Landing Circle | $445,000 | 2021-07-15 | 2005 | 2,659 |
Communities along Masthead Landing Circle
- Stoneybrook West · 37 homes on the street
- Stoneybrook West · 24 homes on the street
- Stoneybrook West · 17 homes on the street
- Stoneybrook West Ut · 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 710 homes for sale in Winter Garden, homes for sale in 34787.