Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$1,099,000

  • For Sale
  • Active
  • Multi-Family
  • 4 Units
  • 0.16 Acres
See This Home
Save This Home
See This Home
Save This Home
Prime Investment Opportunity in Laurel Park - Fabulous 4-Plex with Exceptional Income Potential! Discover your next smart investment in the heart of Laurel Park, one of Sarasota's most desirable and historic neighborhoods. Just three blocks from vibrant Main Street and minutes from the city's renowned Gulf Coast beaches, this charming 4-unit multifamily property offers a rare chance to own premium real estate in a high demand location. The property consists of two separate buildings, each featuring an upper and lower 1-bedroom, 1-bath apartment, with ample off-street parking for tenants. All units are currently leased to reliable annual tenants, ensuring immediate income. For investors seeking to maximize returns, this property offers significant upside as a short-term rental, with the potential to generate substantially higher income through weekly bookings in a vacation-friendly market.

Full Property Details for 301 S Osprey Ave

General

  • Price: $1,099,000
  • Taxes: $13,509 (2024)
  • Status: Active
  • Type: Multi-Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4680127
  • Updated: 3/24/2026
  • Added to Site: 107 day(s) ago

Interior

  • Interior Features: Ceiling Fan(s), High Ceilings
  • Fireplace: Yes
  • Fireplace(s): Living Room

Rooms

Bathrooms

  • Total Bathrooms: 4

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Electric Dryer Hookup, Inside, Washer Hookup

Exterior

  • Exterior Features: Awning(s), Balcony, Fenced, Storage

Location

  • Area: 34236 - Sarasota
  • County: Sarasota
  • Development Name: 34236 - Sarasota
  • Subdivision: POS SUB OF BLKS G & H
  • Driving Directions: Three blocks south of Main Street on S. Osprey Ave.

Community

  • Community Name: 34236 - Sarasota

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

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

Structural Information

  • # Buildings: 2
  • Exterior Const.: Wood Siding
  • Roof: Shingle
  • Square Feet: 3,320
  • Sq. Ft. Source: Public Records
  • Year Built: 1914

Lot Features

  • Lot Size (Acres): 0.16
  • Lot Size (Sq. Ft.): 6,900
  • Lot Size: 6900
  • Lot Dimensions: 100 x 69
  • Street/Road Desc.: Gravel

Financial Considerations

  • Tax Amount: $13,509.7
  • Tax Year: 2024

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 1 LESS W 10 FT & W 31 FT OF LOT 3 OF SUB OF LOT 13 BLK G SUB OF BLKS G & H PLAT OF SARASOTA
  • Flood Zone Info: X
  • APN: 2027090044
  • Property ID: 2027090044
  • Block/Lot/Section: G

Listed by Quest Properties Inc

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 301 S Osprey Ave —

  • Quest Properties Inc

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 301 S Osprey Ave

School District:Sarasota County School District
NameGradesDistance
Southside Elementary School, Sarasota, FL
1901 Webber Street, Sarasota, FL 34239
PK-51.7 mi
Booker Middle School
2250 Myrtle Street, Sarasota, FL 34234
6-82.4 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-120.8 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 301 S Osprey Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/24/2026
Price Reduced
$1,099,000
-8.34%
MLS
1/27/2026
Listed
$1,199,000
-1.48%
MLS
4/05/2023
Sold
$1,217,000
—
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 301 S Osprey Ave

Year
Property Taxes
Change
Tax Assessment
Change
2024
$14,073
—
$937,700
1%
2024
$14,073
24%
$930,100
25%
2023
$11,355
3%
$742,700
4%
2022
$10,987
79%
$713,500
74%
2021
$6,135
—
$410,608
1%
2021
$6,135
4%
$404,939
4%
2019
$5,925
2%
$388,797
2%
2018
$5,826
1%
$381,548
2%
2017
$5,756
2%
$373,700
5%
2016
$5,640
14%
$356,700
34%
2015
$4,946
1%
$266,200
10%
2014
$4,881
4%
$242,000
10%
2013
$4,686
—
$220,000
—
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 301 S Osprey Ave

$
Down Payment
%
$
%

$
$

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

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Quest Properties Inc

Similar Properties near 301 S Osprey Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

618 Avenida De Mayo, Sarasota, FL 34242 - Photo 1
$1,200,000

618 Avenida De Mayo  Sarasota, FL 34242

  • Multi-Family
  • Active
  • Updated 13 days ago
  • 4
    Units
  • 0.15
    Acres
Listed by Blakeley & Associates Realty
400 20th St E, Bradenton, FL 34208 - Photo 1
$1,195,000

400 20th St E  #1-6  Bradenton, FL 34208

  • Multi-Family
  • Active
  • 0.57
    Acres
Listed by Chevon Eaton

Just Listed near 301 S Osprey Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

3620 Fair Oaks Pl, Longboat Key, FL 34228 - Photo 1 Just Listed
$3,150,000

3620 Fair Oaks Pl  Longboat Key, FL 34228

  • Single Family
  • Active
  • Updated 16 hours ago
  • 3
    Beds
  • 6
    Total Baths
  • 3,666
    Sq. Ft.
Listed by Cindy Schatzle (941) 587-7556
5320 Gulf of Mexico Dr, Longboat Key, FL 34228 - Photo 1 Just Listed
$999,000

5320 Gulf of Mexico Dr  #101  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 46 minutes ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,323
    Sq. Ft.
Listed by Pettingell Professionals (941) 383-6411
711 Spanish Dr S, Longboat Key, FL 34228 - Photo 1 Just Listed
$435,000

711 Spanish Dr S  Longboat Key, FL 34228

  • Single Family
  • Active
  • Updated 3 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,327
    Sq. Ft.
Listed by Premier Sotheby's International Realty
703 Spanish Dr S, Longboat Key, FL 34228 - Photo 1 Just Listed
$435,000

703 Spanish Dr S  Longboat Key, FL 34228

  • Single Family
  • Active
  • Updated 2 hours ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,322
    Sq. Ft.
Listed by Premier Sotheby's International Realty

Price Reduced near 301 S Osprey Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

3548 Fair Oaks Ln, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$100,000 (-3.34%)
$2,895,000
Open House

3548 Fair Oaks Ln  Longboat Key, FL 34228

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 5
    Total Baths
  • 3,470
    Sq. Ft.
Listed by Pettingell Professionals (941) 383-6411
3530 Mistletoe Ln, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$200,000 (-7.42%)
$2,495,000

3530 Mistletoe Ln  Longboat Key, FL 34228

  • Single Family
  • Active
  • Updated 2 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,102
    Sq. Ft.
Listed by Pettingell Professionals (941) 383-6411
2109 Gulf of Mexico Dr, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$26,000 (-2.42%)
$1,049,000

2109 Gulf of Mexico Dr  #1303  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 3 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,463
    Sq. Ft.
Listed by The Leventhal Team (941) 383-6411
3060 Grand Bay Blvd, Longboat Key, FL 34228 - Photo 1 Price Reduced
-$50,000 (-4.18%)
$1,145,000

3060 Grand Bay Blvd  #155  Longboat Key, FL 34228

  • Condo
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 4
    Total Baths
  • 2,250
    Sq. Ft.
Listed by Bruce Myer Group (941) 383-6411

Recent Sales near 301 S Osprey Ave

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

213 Cosmopolitan Ct, Sarasota, FL 34236 - Photo 1 Sold
$1,200,000

213 Cosmopolitan Ct  Sarasota, FL 34236

  • Townhouse
  • Closed
  • 3
    Beds
  • 4
    Total Baths
  • 2,588
    Sq. Ft.
Listed and Sold by Rosebay International Realty, Inc
211 Cosmopolitan Ct, Sarasota, FL 34236 - Photo 1 Sold
$1,105,000

211 Cosmopolitan Ct  #211  Sarasota, FL 34236

  • Townhouse
  • Closed
  • Updated 16 hours ago
  • 3
    Beds
  • 4
    Total Baths
  • 2,588
    Sq. Ft.
Listed by Brandy Sheldon and Keith Kleppinger
Sold by Bruce Myer Group
1919 Laurel St, Sarasota, FL 34236 - Photo 1 Sold
$1,072,000

1919 Laurel St  Sarasota, FL 34236

  • Single Family
  • Closed
  • 2
    Beds
  • 2
    Total Baths
  • 1,713
    Sq. Ft.
Listed by Tammy Garner
Sold by Mark Klecka
446 Burns Ct, Sarasota, FL 34236 - Photo 1 Sold
$1,187,250

446 Burns Ct  Sarasota, FL 34236

  • Single Family
  • Closed
  • 2
    Beds
  • 3
    Total Baths
  • 1,313
    Sq. Ft.
Listed by Douglas Elliman
Sold by Premier Sotheby's International Realty

301 S Osprey Avenue, Sarasota, FL 34236 (MLS# A4680127) is a Multi-Family property with 4 units containing 4 bedrooms and 0 full bathrooms. 301 S Osprey Avenue is currently listed for $1,099,000 and was received on January 27, 2026. Want to learn more about 301 S Osprey Avenue? Do you have questions about finding other Multi-Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

Tour this property