1022 S Osprey Avenue, Sarasota, FL 34236
Local realty services provided by:ERA Grizzard Real Estate
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, fred sassen
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:68 day(s) ago
- Updated:January 08, 2026 at 01:09 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
- Open Sat, 1 to 3pmNew
$650,000Active3 beds 3 baths2,148 sq. ft.4514 Trails Drive, SARASOTA, FL 34232
MLS# A4676981Listed by: WILLIAM RAVEIS REAL ESTATE - New
$624,000Active3 beds 2 baths1,987 sq. ft.5390 Matthew Court, SARASOTA, FL 34231
MLS# A4677352Listed by: DALTON WADE INC - Open Sun, 12 to 4pmNew
$535,000Active3 beds 2 baths1,615 sq. ft.4162 Parry Drive, SARASOTA, FL 34241
MLS# A4677293Listed by: PALM PARADISE REALTY GROUP - New
$775,000Active3 beds 2 baths1,949 sq. ft.3710 80th Drive E, SARASOTA, FL 34243
MLS# A4677199Listed by: KW COASTAL LIVING II - New
$599,000Active3 beds 2 baths1,408 sq. ft.2115 Grove Street, SARASOTA, FL 34239
MLS# A4677229Listed by: COLDWELL BANKER REALTY - New
$465,000Active1 beds 1 baths766 sq. ft.129 Tyler Drive #103, SARASOTA, FL 34236
MLS# A4675640Listed by: MICHAEL SAUNDERS & COMPANY - New
$219,900Active2 beds 2 baths1,289 sq. ft.5110 Northridge Road #205, SARASOTA, FL 34238
MLS# A4675267Listed by: ANDRE LECLAIR PROPERTIES LLC - Open Sun, 1 to 3pmNew
$1,089,000Active3 beds 3 baths2,262 sq. ft.2525 Vaccaro Drive, SARASOTA, FL 34231
MLS# A4677217Listed by: SARASOTA LAND AND HOMES LLC
$2,780,000Pending3 beds 4 baths2,263 sq. ft.325 Golden Gate Point #602, SARASOTA, FL 34236
MLS# A4677233Listed by: RONTO REALTY, LLC- New
$1,600,000Active4 beds 3 baths2,850 sq. ft.3502 Recurve Circle, SARASOTA, FL 34240
MLS# A4677101Listed by: PREFERRED SHORE LLC