Area Guide
West of Trail - South
Waterfront mainland communities approaching Siesta
About West of Trail - South
The southern extension of West of Trail, covering the mainland luxury corridor from the south end of the core area down to Stickney Point Road, including Phillippi Estates, Bay Shore, Country Club Shores-adjacent mainland parcels, and the deep-water canal communities west of US-41 approaching Siesta Key. Waterfront-heavy with substantial single-family inventory.
Sold + Pending Activity
West of Trail - South Closed Market Snapshot
Averages across 282 sold and 36 pending listings in the West of Trail - South submarket. Pre-list and withdrawn activity excluded. Price range: $110,000 – $6,000,000.
| Metric | Value |
|---|---|
| Average Price | $629,485 |
| Average Price / Sq Ft | $329 |
| Average Year Built | 1980 |
| Average Living Area | 1,735 sq ft |
| Average Days on Market | 80 days |
Data sourced from Stellar MLS via the Adamson Group data pipeline. Last updated September 10, 2026.
Active Market Snapshot
West of Trail - South Active Inventory & Recent Sales
A live snapshot of the West of Trail - South luxury real estate market, built directly from the Sarasota MLS feed and refreshed regularly. Data through September 10, 2026.
Active Inventory
- Active Listings
- 81
- Median List Price
- $497,800
- Median Price / Sq Ft
- $329
- Waterfront Share
- 28%
Of 81 active listings, 23 are waterfront (28%) and 2 are new construction built in 2020 or later (2%).
Active Inventory by Price Band
| Price Band | Active Listings |
|---|---|
| Under $900k | 61 |
| $900k – $1.5M | 7 |
| $1.5M – $3M | 8 |
| $3M and above | 5 |
Recent Sold Activity (Last 90 Days)
- Sold Listings
- 45
- Median Sold Price
- $405,000
- Median Days on Market
- 53
- Sale-to-List Ratio
- 87.5%
Most Recent Sold Comparables (Last 90 Days)
| Address | Sold | Date | Bd / Ba | Sq Ft | Built |
|---|---|---|---|---|---|
| 1613 IDLE LNDOES NOT APPLY | $565,000 | 2026-09-09 | 3 / 3 | 2,009 | 1972 |
| 5420 EAGLES POINT CIR #402EAGLES POINT AT THE LANDINGS 1 | $615,000 | 2026-09-08 | 2 / 2 | 1,715 | 1993 |
| 7411 DICKENS DRGULF GATE WOODS | $405,000 | 2026-09-08 | 2 / 2 | 1,256 | 1972 |
| 1617 BROOKHOUSE DR #BR260PELICAN COVE XVI | $369,000 | 2026-09-08 | 3 / 2 | 1,283 | 1980 |
| 1632 STARLING DR #101LANDINGS SOUTH IV | $310,000 | 2026-09-04 | 2 / 2 | 1,712 | 1987 |
Active inventory and recent sold data sourced directly from the Sarasota Stellar MLS feed via the Adamson Group data pipeline. Geographic boundaries enforced via PostGIS: listings are assigned to West of Trail - South based on actual coordinates, not just postal code. Data through September 10, 2026. All figures approximate and subject to change.
West of Trail - South Market Questions & FAQ
Is West Of Trail South a buyer's or seller's market right now?
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With 81 active listings and roughly 19 closed sales a month (trailing 12 months), West Of Trail South has about 4.3 months of supply — a seller's market (under 5 favors sellers, over 7 favors buyers).
What's the price range on West Of Trail South?
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Active listings run from $110,000 to $6,000,000, with a median asking price of $497,800.
How quickly do homes sell on West Of Trail South?
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Recently sold homes took a median 53 days on market and closed at 87.5% of original list price (trailing 90 days).
Can I keep a boat — how many West Of Trail South homes have a dock?
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Of 23 active waterfront listings, 11 include a private dock; bay- and canal-front homes with a dock and lift command a clear premium over those without.
What is West of Trail South?
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West of Trail South covers the southern mainland luxury corridor from the south end of the West of Trail core area down to Stickney Point Road. The area includes Phillippi Estates, Bay Shore, and the deep-water canal communities approaching the Siesta Key bridges: a waterfront-heavy market with substantial single-family inventory.
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