CONTACT
FAVORITE
SHARE
CLAIM

1249 Osceola Drive Fort Myers FL 33901

$853,000
USD CAD EUR GBP BTC
1249 Osceola Drive, Fort Myers, FL 33901 - MLS#2025016791 1249 Osceola Drive, Fort Myers, FL 33901 - MLS#2025016791 1249 Osceola Drive, Fort Myers, FL 33901 - MLS#2025016791 1249 Osceola Drive, Fort Myers, FL 33901 - MLS#2025016791

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Request Info, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

Overview of 1249 Osceola Dr

3 Bedrooms
4 Bathrooms
2 Car Garage
3,467 Square Feet
3,467SF Living Area
Pool:
No
Water: None
Year Built 1924
Listed For 0 Days

Built in 1924, maintained as close to original as possible with upgraded plumbing and electrical. Newer roof, roof is two years old. Many consider between gasparilla and caloosa drive on the riverside of mcgregor the best location in fort myers. Active community, kid friendly and pet friendly sidewalks and streets. This is a unique home for that unique buyer that appreciates old warmth and charm. Room for a pool, quest house has one bedroom, living room, dining area and small kitchen with a bathroom. Can be legally rented. Main house and guest house, you are getting two beautiful historic homes for the price of one. Never any flooding in 21 years of ownership, this is an original home that has been loved and well maintained. All bedrooms are upstairs. Home is featured in pam miners book 'river & road' fort myers architecture from craftsman to modern. Chapter one.

This lovely single family home was built in 1924 and features 3 bedrooms, and 4 full bathrooms. This home for sale is 3,467 square feet, with 3,467 sq ft being air conditioned living space. The home has a 2 car garage and does not have a private swimming pool.

Directions to this property are as follows: Mcgregor Blvd To Osceola Drive Turn Towards The River House Is On The Right.

Please contact your ZFC agent for more information about MLS# 2025016791 or any other homes for sale in Fort Myers or elsewhere in the Lee County area.

Features & Amenities

Appliances

Dryer, Dishwasher, Microwave, Range, Refrigerator, Washer

Architecture

Two Story

Cooling

Central Air, Electric

Heating

Central, Electric

Flooring

Wood

Parking

Detached, Garage, Two Spaces, Garage Door Opener

Lot Dimensions

154 x 81 x 81 x 154

Lot Size

Acres

View

view

Construction Materials

Brick, Block, Concrete, Wood Frame

Interior Features

Living Dining Room, Other, Tub Shower, Split Bedrooms

Furnished

Unfurnished

Exterior Features

Deck, Fence, None, Awnings

Lot Features

Rectangular Lot

Property Condition

Resale

Patio And Porch Features

Deck

Roof

Shingle

Utilities

Cable Available

Waterfront Features

None

Irrigation Source

None

Laundry

In Garage

Number Of Stories

2

Year Built

1924

Pets Allowed

Yes

Annual Real Estate Taxes

$5,323 (2023)

Legal Description

Riverside Blk C Pb 3 Pg 63 Lot 17

Property Type

Single Family Home

Association Fee Includes

None

Association Amenities

None

Community Features

Non Gated

Direction Faces

South

MLS Number

2025016791

Universal Property Id

U S-12071-N-264424 P40290 C0170-R-N

Community Name

Riverside

1249 Osceola Dr Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 1249 Osceola Dr should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2023 which are $5,323 but will likely change when this home sells. These estimations are calculated from a list price of $853,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 1249 Osceola Dr

Address Sale Price Bed Bth Size Location Sale Date
1263 Caloosa DR $Log in to view 4 4/0 4,506SF Riverside 10/09/2025
1751 Marlyn RD $Log in to view 3 3/1 3,897SF Edison Park Historic District 08/29/2025
1782 Morning Glory CT $Log in to view 3 3/0 3,849SF Mc Grefor Reserve 02/18/2025
1717 Whittling CT $Log in to view 3 3/0 3,841SF Mc Grefor Reserve 04/29/2025
4223 McGregor BLVD $Log in to view 3 3/0 3,554SF Fort Myers 11/22/2024
1690 McGregor Reserve DR $Log in to view 3 2/1 3,262SF Mc Grefor Reserve 09/23/2025
1410 Sandra DR $Log in to view 3 2/0 3,079SF Edison Park Historic District 08/22/2025
1362 Plumosa DR $Log in to view 3 2/0 2,948SF York Manor 03/28/2025
1578 Inventors CT $Log in to view 3 2/1 2,749SF Mc Grefor Reserve 09/05/2025
1504 Grove AVE $Log in to view 3 3/0 2,736SF Palm Lee Park 05/23/2025
1575 Olmeda WAY $Log in to view 3 2/0 2,690SF Allen Park 06/30/2025
4786 Santa Del Rae AVE $Log in to view 3 3/0 2,616SF Terra Palma Oaks 12/06/2024

MLS# 2025016791 Listing History

10/24/2025 Listed for sale by Flatfee.com with MLS# 2025016791 with a list price of $853,000.

Lee County Schools

Elementary School

Middle School

This listing of 1249 Osceola Dr Fort Myers FL 33901 was last updated on 2025-10-24 09:00:10. Listing courtesy of Flatfee.com.
MLS

Map of 1249 Osceola Dr Fort Myers FL 33901

Similar Homes For Sale

3209 W Riverside Dr, Fort Myers
$895,000

MLS#2025007147

3209 W Riverside Dr
Fort Myers, FL 33901

3

3

2

3,659 SqFt

0.486 Acres

120 Riverview Rd, Fort Myers
Reduced
$890,000
$1,200,000

MLS#223095515

120 Riverview Rd
Fort Myers, FL 33905

3

2

2

3,220 SqFt

Water Front

0.442 Acres

1219 Osceola Dr, Fort Myers
Reduced
$1,195,000
$1,395,000

MLS#225056672

1219 Osceola Dr
Fort Myers, FL 33901

3

3

2

3,022 SqFt

0.234 Acres

1230 Caloosa Dr, Fort Myers
Reduced
$1,145,000
$1,525,000

MLS#225037023

1230 Caloosa Dr
Fort Myers, FL 33901

4

4

2

3,670 SqFt

0.278 Acres

1205 Caloosa Dr, Fort Myers
$3 Million

MLS#225040899

1205 Caloosa Dr
Fort Myers, FL 33901

5

5

2

6,385 SqFt

0.65 Acres

1321 Hanton Ave, Fort Myers
Reduced
$1,845,000
$1,945,000

MLS#2025010112

1321 Hanton Ave
Fort Myers, FL 33901

4

3

2

6,153 SqFt

0.324 Acres

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Currency