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919 N Osprey Avenue

Sarasota, FL 34236

– beds
– baths
1,800 sqft
8,344 sqft lot
$375 per sqft
1948 build
– on site

Embrace the charm of Gillespie Park as you tour this 1948 downtown triplex. Gillespie Park is known for its historic character, mature tree-lined streets, and proximity to the vibrant cultural scene of downtown Sarasota. Being within the city limits allows for the flexibility of weekly rentals making it a terrific investment opportunity. This generous 8,346 sf lot offers the possibility of development in the DTE, Downtown Edge zoning, which is under the Florida Live Local Act. Nestled in the heart of this vibrant neighborhood, this delightful main home boasts two cozy bedrooms, full bath, front porch, screened porch and picket fenced front yard with garden. Adjacent to the main home is a sweet studio apartment with combo living and bedroom, kitchen, full bath and walk-in closet. If that’s not enough, you will find an adorable cottage with a sleeping alcove, full bath, and french doors out to a private screened porch. Arched entry to laundry facilities which all three units share. Peace of mind with concrete construction, masonry walls and in flood zone X. There is plenty of room for parking, gardening and enjoying the fresh air. The property has been thoughtfully and lovingly updated while preserving its vintage charm. Just steps away you will find the walkable Rosemary District, a hip neighborhood with artisan cafes and modern bistros. Across the street you can enjoy the reconstructed Gillespie Park with a tree-lined ten-acre park including playground, picnic area, basketball, tennis and pickle ball courts, a scenic pond, and dog park. Easy bike ride to explore art galleries, fine dining, shopping and all the culture Sarasota has to offer. Short distance to the new Bay Park with 53 acres for your walking, playing and picnicking pleasure. A new police substation is a block away. Main house is vacant while the studio and cottage are tenant occupied.

Listing courtesy of STELLAR_MLS / COLDWELL BANKER REALTY

Last checked: Checking… • Last updated Mar 26, 2025 •

MLS# A4642758 —

This property is listed in more than one place. See it here.

The Building

Year Built:

1948
New Construction:

false
Construction Materials:

Concrete
Levels:

One
Roof:

Shingle
Foundation Details:

Slab
Patio And Porch Features:

Covered
# of Buildings:

2
Building Area Units:

Square Feet

Interior

Interior Features:

Built-in Features
Furnished:

Partially
Fireplace:

false

Room Dimensions

Living Area:

1800
Living Area Units:

Square Feet
Living Area Source:

Owner

Location

Directions:

From Fruitville Rd, go north on 301/Washington Blvd, left on 10th St, left on N. Osprey, first house on right after new townhouses. Park on right side or at the park just across the street.
Latitude:

27.344179
Longitude:

-82.534721
Coordinates:

-82.534721, 27.344179

The Property

Parcel Number:

2026020013
Property Type:

Residential Income
Property Subtype:

Triplex
Lot Features:

City Lot
Lot Size Acres:

0.19
Lot Size Area:

8344
Lot Size SqFt:

8344
Lot Size Units:

Square Feet
Total Acres:

0 to less than 1/4
Zoning:

DTE
View:

Park/Greenbelt
View:

true
Exterior Features:

French Doors
Water Source:

Public
Road Surface Type:

Paved
Road Frontage Type:

Street Paved
Flood Zone Code:

X
Flood Zone Panel:

12115C0131G
Additional Parcels:

false
Homestead:

false
Land Lease:

false

Listing Agent

Contact info:

Taxes

Tax Year:

2024
Tax Lot:

22
Tax Block:

B
Tax Legal Description:

LOTS 22 & N 1/2 LOT 23 BLK B SCHINDLER SUB
Tax Book Number:

1-28
Tax Annual Amount:

4814

The Listing

Virtual Tour URL Unbranded:

https://www.canva.com/design/DAGiKyhnWbc/BRP0dI5_ee4j54eB6YYhtA/watch?utm_content=DAGiKyhnWbc&utm_campaign=designshare&utm_medium=link2&utm_source=uniquelinks&utlId=hd085487bee
Special Listing Conditions:

None

Heating & Cooling

Heating:

Central
Heating:

true
Cooling:

Central Air
Cooling:

true

Utilities

Utilities:

Cable Connected
Sewer:

Public Sewer

Appliances

Appliances:

Dryer
Laundry Features:

Laundry Room

Schools

Elementary School:

Alta Vista Elementary
Middle Or Junior School:

Booker Middle
High School:

Booker High

The Community

Subdivision Name:

SCHINDLER SUB
Senior Community:

false
Waterview:

false
Water Access:

false
Waterfront:

false
Pool Private:

false
Association:

false
Ownership:

Fee Simple

Parking

Garage:

false
Carport:

false

Extra Units

# of Units Total:

2

Explore the Area

My Commute

From

Walk Score®

Provided by WalkScore® Inc.

Bike Score®

Provided by WalkScore® Inc.

Transit Score®

Provided by WalkScore® Inc.

Soundscore™

Provided by HowLoud

Sale history

Date	Event	Source	Price	% Change
3/26/25 Mar 26, 2025	Pending	STELLAR_MLS	$675,000
3/19/25 Mar 19, 2025	Listed / Active	STELLAR_MLS	$675,000	733.3% (64.0% / YR)
10/4/13 Oct 4, 2013		STELLAR_MLS	$81,000

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This multifamily located in Gillespie Park, Sarasota, FL 34236 is currently pending sale for $675,000. 919 N Osprey Avenue is a 1,800 square foot multifamily with – beds and – baths that has been on Estately for 30 days. 919 N Osprey Avenue is in the Gillespie Park neighborhood of Sarasota and has a WalkScore® of 84, making it very walkable. This multifamily is in the attendance area of Alta Vista Elementary School, Booker Middle School, and Booker High School.

Listing Courtesy of: STELLAR_MLS and COLDWELL BANKER REALTY.

Based on information from the My Florida Regional MLS DBA Stellar MLS 2025.

All information provided is deemed reliable but is not guaranteed and should be independently verified. Stellar MLS, Estately and their affiliates provide the MLS and all content therein “AS IS” and without any warranty, express or implied. The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. Stellar MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. For any questions please call (407) 499-8911.