

38 W Bay StreetOsprey, FL, 34229
- Price per sqft
- $407
- Sold on
- Feb 10, 2026
About this property
Live like you’re on vacation in this updated Key West–style home West of the Trail. Upgrades include a new standing seam metal roof, hurricane impact windows, electric tankless water heater, wraparound "Lifeproof" composite decking, and a custom heated pool. Interior features vaulted ceilings with a mix of travertine, LVP, and tile flooring, plus a kitchen with solid wood cabinets, stainless steel appliances, beadboard ceiling, and custom backsplash. The screened second-story porch has an electronic roll-up system for open-air or enclosed comfort. A unique “hidden” door design allows the home to function as one residence or two separate units, with the lower level offering its own entrance, bedroom, bath, family room, and laundry—perfect for in-laws, guests, or rental income. Outdoors, enjoy lush landscaping, a tropical pool setting, and unbeatable location just a block from the public dock and kayak launch. Minutes to Sarasota, Venice Island, beaches, Legacy Trail, and Spanish Pointe.

Property details
- Property type
- Single Family Residence
- Street address
- 38 W Bay Street
- City
- Osprey
- State
- FL
- ZIP code
- 34229
- Year built
- 1994
- New construction
- No
- Faces
- South
- Rooms
- 6
- Living area
- 2,124 sqft
- Total building area
- 2,818 sqft
- Levels
- Two
Price & sale history
| Date | Event | Price | Change from previous recorded asking price |
|---|---|---|---|
| SoldMLS #A4667010 | $865,000 | Not applicable | |
| Price reducedMLS #A4667010 | $899,000Change: −2.8%−$26,000 | −2.8%−$26,000 | |
| Listed for saleMLS #A4667010 | $925,000 | Not applicable | |
| SoldMLS #N6121081 | $670,000 | Not applicable |
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