1022 S Osprey Avenue, Sarasota, FL 34236
Local realty services provided by:ERA Advantage Realty, Inc.
1022 S Osprey Avenue,Sarasota, FL 34236
$1,650,000
- 3 Beds
 - 3 Baths
 - 2,284 sq. ft.
 - Single family
 - Active
 
Listed by:barbara may
Office:michael saunders & company
MLS#:A4666624
Source:MFRMLS
Price summary
- Price:$1,650,000
 - Price per sq. ft.:$609.76
 
About this home
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.   
Contact an agent
Home facts
- Year built:1922
 - Listing ID #:A4666624
 - Added:3 day(s) ago
 - Updated:November 03, 2025 at 04:44 PM
 
Rooms and interior
- Bedrooms:3
 - Total bathrooms:3
 - Full bathrooms:3
 - Living area:2,284 sq. ft.
 
Heating and cooling
- Cooling:Central Air
 - Heating:Central
 
Structure and exterior
- Roof:Membrane
 - Year built:1922
 - Building area:2,284 sq. ft.
 - Lot area:0.16 Acres
 
Schools
- High school:Sarasota High
 - Middle school:Brookside Middle
 - Elementary school:Southside Elementary
 
Utilities
- Water:Public, Water Connected
 - Sewer:Public, Public Sewer, Sewer Connected
 
Finances and disclosures
- Price:$1,650,000
 - Price per sq. ft.:$609.76
 - Tax amount:$4,185 (2024)
 
New listings near 1022 S Osprey Avenue
- New
$1,700,000Active3 beds 3 baths2,291 sq. ft.300 S Pineapple Avenue #302, SARASOTA, FL 34236
MLS# A4665439Listed by: PREMIER SOTHEBY'S INTERNATIONAL REALTY - New
$465,990Active2 beds 2 baths1,542 sq. ft.2821 Marrakesh Lane, SARASOTA, FL 34234
MLS# TB8444123Listed by: WEEKLEY HOMES REALTY COMPANY - New
$725,000Active3 beds 2 baths1,885 sq. ft.3142 Rose Street, SARASOTA, FL 34239
MLS# A4670695Listed by: MICHAEL SAUNDERS & COMPANY - New
$1,795,000Active4 beds 4 baths3,000 sq. ft.128 Golden Gate Point #301B, SARASOTA, FL 34236
MLS# A4662515Listed by: DOUGLAS ELLIMAN - New
$562,500Active2 beds 2 baths1,216 sq. ft.1627 Boathouse Circle #127, SARASOTA, FL 34231
MLS# A4667413Listed by: COLDWELL BANKER SARASOTA CENT. - New
$7,695,000Active4 beds 5 baths4,010 sq. ft.65 S Palm Avenue #1006, SARASOTA, FL 34236
MLS# A4669459Listed by: COLDWELL BANKER REALTY - New
$359,000Active3 beds 2 baths1,899 sq. ft.5268 Heron Way #204, SARASOTA, FL 34231
MLS# A4670638Listed by: COLDWELL BANKER REALTY - New
$230,000Active2 beds 2 baths1,195 sq. ft.85 Strathmore Boulevard, SARASOTA, FL 34233
MLS# A4670639Listed by: RE/MAX ALLIANCE GROUP - New
$300,000Active0.19 AcresPhillips Street, SARASOTA, FL 34243
MLS# FC313805Listed by: LPT REALTY, LLC - New
$425,000Active2 beds 2 baths922 sq. ft.9200 Midnight Pass Road #17, SARASOTA, FL 34242
MLS# A4670580Listed by: BRIGHT REALTY