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.
For sale
Price cut: $26K (11/27)
$899,000
38 W Bay St, Osprey, FL 34229
3beds
2,124sqft
Est.:
Single Family Residence
Built in 1994
9,576 Square Feet Lot
$-- Zestimate®
$423/sqft
$-- HOA
What's special
Custom heated poolScreened second-story porchVaulted ceilingsSolid wood cabinetsStanding seam metal roofHurricane impact windowsBeadboard ceiling
- 69 days |
- 361 |
- 19 |
Zillow last checked: 8 hours ago
Listing updated: November 26, 2025 at 07:23pm
Listing Provided by:
Mitchell Helmuth 941-302-4212,
HARRY ROBBINS ASSOC INC 941-924-8346
Source: Stellar MLS,MLS#: A4667010
Originating MLS: Sarasota - Manatee
Originating MLS: Sarasota - Manatee
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Features: Coat Closet
- Level: Second
- Area: 552 Square Feet
- Dimensions: 23x24
Bedroom 2
- Features: Coat Closet
- Level: First
- Area: 176 Square Feet
- Dimensions: 16x11
Bathroom 3
- Level: First
- Area: 360 Square Feet
- Dimensions: 15x24
Family room
- Level: First
- Area: 210 Square Feet
- Dimensions: 14x15
Kitchen
- Level: Second
- Area: 126 Square Feet
- Dimensions: 14x9
Living room
- Level: Second
- Area: 384 Square Feet
- Dimensions: 16x24
Heating
- Central, Electric
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer
- Laundry: Inside
Features
- Ceiling Fan(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s)
- Flooring: Ceramic Tile, Laminate, Travertine
- Has fireplace: No
Interior area
- Total structure area: 2,818
- Total interior livable area: 2,124 sqft
Video & virtual tour
Property
Parking
- Parking features: Garage Door Opener
- Details: Garage Dimensions: 16x24
Features
- Levels: Two
- Stories: 2
- Patio & porch: Covered, Deck, Porch, Screened, Side Porch
- Exterior features: Rain Gutters
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground
- Fencing: Fenced,Wood
- Has view: Yes
- View description: Bay/Harbor - Partial
- Has water view: Yes
- Water view: Bay/Harbor - Partial
Lot
- Size: 9,576 Square Feet
- Dimensions: 72 x 133
- Residential vegetation: Mature Landscaping
Details
- Parcel number: 0143140020
- Zoning: RSF3
- Special conditions: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Florida,Key West
- Property subtype: Single Family Residence
Materials
- Block, Concrete, Vinyl Siding, Wood Frame
- Foundation: Slab
- Roof: Metal
Condition
- New construction: No
- Year built: 1994
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Connected, Electricity Connected, Phone Available, Public
Green energy
- Energy efficient items: Windows
Community & HOA
Community
- Subdivision: SAUNDERS V A RESUB
HOA
- Has HOA: No
- Pet fee: $0 monthly
Location
- Region: Osprey
Financial & listing details
- Price per square foot: $423/sqft
- Tax assessed value: $515,400
- Annual tax amount: $6,738
- Date on market: 10/1/2025
- Cumulative days on market: 69 days
- Listing terms: Cash,Conventional,Owner May Carry
- Ownership: Fee Simple
- Total actual rent: 0
- Electric utility on property: Yes
- Road surface type: Paved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 11/27/2025 | Price change | $899,000-2.8%$423/sqft |
Source:  Stellar MLS #A4667010 Report a problem | ||
| 10/1/2025 | Listed for sale | $925,000+38.1%$435/sqft |
Source: Stellar MLS #A4667010 Report a problem | ||
| 7/7/2022 | Sold | $670,000-10.7%$315/sqft |
Source: Public Record Report a problem | ||
| 5/16/2022 | Pending sale | $750,000$353/sqft |
Source: Stellar MLS #N6121081 Report a problem | ||
| 5/9/2022 | Listed for sale | $750,000+294.7%$353/sqft |
Source: Stellar MLS #N6121081 Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $515,400 -4% |
| 2024 | $6,829 +8% | $536,600 +8.2% |
| 2023 | $6,323 +158.6% | $496,000 +148.2% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$5,566/mo
Principal & interest
$4300
Property taxes
$951
Home insurance
$315
Climate risks
Neighborhood: 34229
Nearby schools
GreatSchools rating
- 8/10Laurel Nokomis SchoolGrades: PK-8Distance: 5.8 mi
- 6/10Venice Senior High SchoolGrades: 9-12Distance: 7.7 mi
Schools provided by the listing agent
- Elementary: Laurel Nokomis Elementary
- Middle: Laurel Nokomis Middle
- High: Venice Senior High
Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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