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 325 sold and 28 pending listings in the West of Trail - South submarket. Pre-list and withdrawn activity excluded. Price range: $95,000 – $7,199,000.
| Metric | Value |
|---|---|
| Average Price | $636,274 |
| Average Price / Sq Ft | $328 |
| Average Year Built | 1980 |
| Average Living Area | 1,751 sq ft |
| Average Days on Market | 78 days |
Data sourced from Stellar MLS via the Adamson Group data pipeline. Last updated October 25, 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 October 25, 2026.
Active Inventory
- Active Listings
- 100
- Median List Price
- $457,500
- Median Price / Sq Ft
- $320
- Waterfront Share
- 26%
Of 100 active listings, 26 are waterfront (26%) and 3 are new construction built in 2020 or later (3%).
Active Inventory by Price Band
| Price Band | Active Listings |
|---|---|
| Under $900k | 78 |
| $900k – $1.5M | 8 |
| $1.5M – $3M | 10 |
| $3M and above | 4 |
Recent Sold Activity (Last 90 Days)
- Sold Listings
- 64
- Median Sold Price
- $431,669
- Median Days on Market
- 52
- Sale-to-List Ratio
- 87.9%
Most Recent Sold Comparables (Last 90 Days)
| Address | Sold | Date | Bd / Ba | Sq Ft | Built |
|---|---|---|---|---|---|
| 1613 WHARF RDTROPICAL SHORES | $499,000 | 2026-10-23 | 3 / 3 | 1,781 | 1984 |
| 4612 PINE HARRIER DRTHE LANDINGS | $1,480,000 | 2026-10-20 | 3 / 3.5 | 2,825 | 1981 |
| 5560 CANNES CIR #3-106PHILLIPPI LANDINGS | $490,000 | 2026-10-20 | 3 / 3 | 1,825 | 2020 |
| 1347 LANDINGS DR #6LANDINGS TREEHOUSE | $570,000 | 2026-10-16 | 3 / 2.5 | 2,564 | 1981 |
| 1915 COLLEEN STNORTH VAMO SUB 1 | $310,000 | 2026-10-16 | 2 / 2 | 988 | 1980 |
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 October 25, 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 100 active listings and roughly 20 closed sales a month (trailing 12 months), West Of Trail South has about 4.9 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 $95,000 to $7,199,000, with a median asking price of $457,500.
How quickly do homes sell on West Of Trail South?
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Recently sold homes took a median 52 days on market and closed at 87.9% 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 26 active waterfront listings, 14 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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