Helmsley Circle, Windermere, FL
Everything we know about Helmsley Circle 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.
73 homes sit on Helmsley Circle in Windermere, FL (ZIP 34786), built 2008–2058, a typical 2,332 sq ft with 4 bedrooms. 1 is for sale right now from $575,000. 10 closed in the last 12 months at a median of $620,000. Homes that sold since 2023 went for a median $538,750.
For sale on Helmsley Circle now
Recent sales on Helmsley Circle
| Address | Sold | Closed | Beds / baths | Sq ft |
|---|---|---|---|---|
| 6552 Helmsley Circle | $455,000 | 2026-07-07 | 4 / 3.0 | 1,980 |
| 6840 Helmsley Circle | $620,000 | 2026-06-16 | 4 / 4.0 | 2,847 |
| 6799 Helmsley Circle | $645,000 | 2026-06-16 | 4 / 3.5 | 2,615 |
| 6615 Helmsley Circle | $705,000 | 2026-06-12 | 5 / 3.5 | 3,390 |
| 6528 Helmsley Circle | $350,000 | 2026-06-12 | 2 / 2.5 | 1,411 |
| 6573 Helmsley Circle | $631,900 | 2026-04-30 | 4 / 3.5 | 2,664 |
| 6846 Helmsley Circle | $620,000 | 2026-04-24 | 5 / 3.0 | 2,555 |
| 6871 Helmsley Circle | $545,000 | 2026-04-03 | 3 / 2.0 | 1,772 |
| 6841 Helmsley Circle | $625,000 | 2026-03-20 | 4 / 3.0 | 2,371 |
| 6864 Helmsley Circle | $470,000 | 2025-11-03 | 3 / 2.0 | 1,609 |
The homes on Helmsley Circle
53 single-family, 20 condo/townhome/other. Built by decade: 2000s 48, 2010s 24, 2050s 1.
Last recorded sales (parcel record)
| Address | Sold | Date | Built | Sq ft |
|---|---|---|---|---|
| 6552 Helmsley Circle | $455,000 | 2026-07-07 | 2008 | 1,980 |
| 6799 Helmsley Circle | $645,000 | 2026-06-16 | 2011 | 2,615 |
| 6840 Helmsley Circle | $620,000 | 2026-06-16 | 2009 | 2,847 |
| 6528 Helmsley Circle | $350,000 | 2026-06-12 | 2008 | 1,411 |
| 6615 Helmsley Circle | $705,000 | 2026-06-12 | 2011 | 3,390 |
| 6573 Helmsley Circle | $631,900 | 2026-04-30 | 2008 | 2,664 |
| 6846 Helmsley Circle | $620,000 | 2026-04-24 | 2009 | 2,555 |
| 6871 Helmsley Circle | $545,000 | 2026-04-03 | 2009 | 1,772 |
| 6841 Helmsley Circle | $625,000 | 2026-03-20 | 2010 | 2,371 |
| 6864 Helmsley Circle | $470,000 | 2025-11-03 | 2009 | 1,609 |
| 6558 Helmsley Circle | $620,000 | 2025-04-24 | 2009 | 2,575 |
| 6811 Helmsley Circle | $650,000 | 2024-11-25 | 2010 | 2,485 |
| 6717 Helmsley Circle | $383,000 | 2024-05-15 | 2008 | 1,436 |
| 6536 Helmsley Circle | $435,000 | 2024-03-06 | 2008 | 1,794 |
| 6701 Helmsley Circle | $395,000 | 2023-10-17 | 2008 | 1,436 |
| 6590 Helmsley Circle | $532,500 | 2023-07-06 | 2008 | 2,166 |
| 6597 Helmsley Circle | $600,000 | 2023-06-14 | 2010 | 2,510 |
| 6733 Helmsley Circle | $345,000 | 2023-04-27 | 2008 | 1,436 |
| 6532 Helmsley Circle | $425,000 | 2023-03-07 | 2008 | 1,935 |
| 6757 Helmsley Circle | $469,000 | 2023-01-31 | 2010 | 1,741 |
Communities along Helmsley Circle
- Preston Square · 73 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 15, 2026. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 236 homes for sale in Windermere, homes for sale in 34786.