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$1,599,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 2,284 Sq. Ft.
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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 Conestoga 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.

Full Property Details for 1022 S Osprey Ave

General

  • Price: $1,599,000
  • Taxes: $4,185 (2024)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4666624
  • Updated: 5/28/2026
  • Added to Site: 226 day(s) ago

Rental Information

  • Min. Lease: 1 Week

Interior

  • Number of Rooms: 6
  • Interior Features: Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Gas
  • Appliances: Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Range Hood, Refrigerator, Washer
  • Flooring: Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside, Laundry Room

Exterior

  • Exterior Features: Courtyard, French Doors, Lighting, Outdoor Grill, Sidewalk, Storage
  • Deck/Patio: Patio, Screened
  • Porch/Patio/Deck: Patio, Screened

Parking

  • Parking Features: Circular Driveway, Driveway

Location

  • Area: 34236 - Sarasota
  • County: Sarasota
  • Development Name: 34236 - Sarasota
  • Subdivision: RIGBYS SUB
  • Driving Directions: From Downtown Sarasota Bayfront, drive east on Mound St., Turn Right on Osprey Avenue, House is on the right
  • Direction Faces: East

School Information

  • Elementary School: Southside Elementary
  • Middle School: Brookside Middle
  • High School: Sarasota High

Community

  • Community Name: 34236 - Sarasota

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected, Natural Gas Connected, Public, Sewer Connected, Water Connected

Structural Information

  • Architectural Info: Other, Mediterranean
  • Architectural Style: Other, Mediterranean
  • Exterior Const.: Block, Stucco
  • Roof: Membrane
  • Stories/Levels: One
  • Square Feet: 2,284
  • Sq. Ft. Source: Public Records
  • Year Built: 1922

Additional Structures

  • Other Structures: Guest House, Shed(s)

Lot Features

  • Property View: Garden
  • Lot Size (Acres): 0.16
  • Lot Size (Sq. Ft.): 6,803
  • Lot Size: 6803
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt

Financial Considerations

  • Tax Amount: $4,185
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 3, LESS THE N 2 FT THEREOF, RIGBYS SUB, BEING SAME LANDS AS DESC IN ORI 2024074242
  • Flood Zone Info: X
  • APN: 2036150079
  • Property ID: 2036150079

Listed by Michael Saunders & Company

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Listing agents

— 1022 S Osprey Ave —

  • Michael Saunders & Company

  • Michael Saunders & Company

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1022 S Osprey Ave

School District:Sarasota County School District
NameGradesDistance
Southside Elementary School, Sarasota, FL
1901 Webber Street, Sarasota, FL 34239
PK-51.1 mi
Brookside Middle School
3636 South Shade Avenue, Sarasota, FL 34239
6-81.7 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-120.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1022 S Osprey Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/20/2026
Price Reduced
$1,599,000
-3.09%
MLS
10/31/2025
Listed
$1,650,000
37.5%
MLS
5/13/2024
Sold
$1,200,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1022 S Osprey Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$12,893
208%
$906,500
199%
2024
$4,185
2%
$303,226
3%
2023
$4,111
4%
$294,394
3%
2022
$3,966
—
$285,819
3%
2021
$3,965
—
$277,494
1%
2021
$3,965
2%
$273,663
2%
2019
$3,892
27%
$267,510
21%
2018
$3,072
1%
$220,301
2%
2017
$3,031
3%
$215,770
6%
2016
$2,936
2%
$204,303
4%
2015
$2,870
—
$196,417
1%
2014
$2,863
—
$194,858
2%
2013
$2,852
—
$191,978
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 1022 S Osprey Ave

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Michael Saunders & Company

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1022 S Osprey Avenue, Sarasota, FL 34236 (MLS# A4666624) is a Single Family property with 3 bedrooms and 3 full bathrooms. 1022 S Osprey Avenue is currently listed for $1,599,000 and was received on October 31, 2025. Want to learn more about 1022 S Osprey Avenue? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

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