Property Description

Situated in the highly desirable West of Trail neighborhood of Hudson Bayou, this fully restored 1922 residence is the perfect blend of historic charm and modern conveniences. The property offers 2,284 square feet with two bedrooms and two bathrooms in the main house, plus a one-bedroom, one-bathroom guest house. Renovations include a 2006 conversion of the garage into a guest house with a stucco privacy wall and Chicago brick driveway. In 2018, a spacious primary suite with double closets, a large bath, and French doors to a screened lanai was added. High ceilings, oversized impact windows, and refinished hardwood floors (2024) add to the home’s appeal. Recent updates include a recoated roof with a 10-year transferable warranty (2025), A/C (2023), water heater (2024), encapsulated crawlspace with dehumidifier (2024), foundation reinforcement with new support jacks (2024/2025), and hurricane-rated windows. The kitchen and dining area were fully renovated, featuring custom Calistoga cabinetry and designer appliances (2024/2025). Additional features include recessed lighting, custom closets, a Murphy bed, and a natural gas fireplace. A wellness room with an infrared sauna (2025) completes the interior. Exterior highlights include enhanced landscaping, three all-weather sheds, a pergola with natural gas grill hookups, and a serene brick courtyard surrounded by mature landscaping for privacy. The location is unparalleled, with proximity to Southside Village, the downtown Sarasota bayfront, St. Armands Circle, and the world-famous beaches of Lido and Siesta Key.

Features
: Central
: Central Air
: Gas
: Patio, Screened
: Driveway, Circular Driveway
: Lighting, Sidewalk, French Doors, Storage, Outdoor Grill, Courtyard
: Tile, Wood
: Ceiling Fans(s), Window Treatments, High Ceilings, Solid Wood Cabinets, Primary Bedroom Main Floor, Eat-in Kitchen, Thermostat, Stone Counters, Built-in Features
: Inside, Laundry Room
: Public Sewer
: Electricity Connected, Sewer Connected, Water Connected, Public, Natural Gas Connected
: Other, Mediterranean
Appliances
: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer, Electric Water Heater, Range Hood
Address Map
US
FL
Sarasota
Sarasota
34236
OSPREY
1022
AVENUE
East
From Downtown Sarasota Bayfront, drive east on Mound St., Turn Right on Osprey Avenue, House is on the right
34236 - Sarasota
S
RSF2
Neighborhood
Southside Elementary
Sarasota High
Brookside Middle
Additional Information
MICHAEL SAUNDERS & COMPANY
Barbara May
$0
Financial
4185
Listing Information
MICHAEL SAUNDERS & COMPANY
288523103
281504998
Cash,Conventional
Active
2025-11-03T15:32:10Z
Stellar
: None
2025-09-30T17:31:13Z
Fred Sassen
281538537
281504998
01-01-1970

Residential For Sale

1022 S Osprey Ave, Sarasota, Florida 34236

3 Bedrooms
3 Bathrooms
2,284 Sqft
$1,650,000
Listing ID #A4666624
Basic Details
Property Type : Residential
Listing Type : For Sale
Listing ID : A4666624
Price : $1,650,000
View : Garden
Bedrooms : 3
Bathrooms : 3
Square Footage : 2,284 Sqft
Year Built : 1922
Lot Area : 0.16 Acre
Full Bathrooms : 3
Listing Status : Active
Property Sub Type : Single Family Residence
Roof : Membrane
Agent info
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