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1249 Osceola Drive Fort Myers, FL $ 835,000
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$ 835,000 Get more info
1249 Osceola Drive
$ 835,000
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Share Save

1249 Osceola Drive

Fort Myers, FL, 33901
$ 835,000
Bedrooms3 Baths4.0 Sq 3,467

Monthly Estimate*

$ 5,141

1249 Osceola Drive, Fort Myers, FL 33901 - Image 1
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Single Family Home for sale in Fort Myers, FL

for $835,000 with 3 bedrooms and 4 full baths. This 3,467 square foot home was built in 1924 on a lot size of 0.289.

Location, Location, Location, Historic charm, built in 1924, A unique preserved historic home that is part of Fort Myers Florida history, ready for a new caretaker, owner is downsizing and ready to move, well maintained as close to original build as possible with upgraded plumbing and electrical. Never any flooding from any of the recent storms like hurricane Ian, zero flooding. They knew where to build in 1924. Complete new roof is three years new. 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 historic warmth and charm. Room for a pool or maybe a pickleball court, quest house is one of the cutest self-contained guest houses with all new plumbing. Guest house has one bedroom, living room, dining area and small kitchen with a bathroom. With a multi-family designation, can be legally rented. Main house and guest house, you are getting two beautiful historic homes for the price of one. Two car garage and room to store RV or boat. Preserving the historical charm is something that has been admired by many. All bedrooms are upstairs. Home is featured in Pam Miners book 'River & Road' Fort Myers Architecture from Craftsman to Modern. Chapter One. Location, location, location

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Single Family Active

Price

$ 835,000

Bedrooms

3

Full Bath

4

Property Type

Single Family

Taxes

$ 5,323

Style

Two Story

Lot Size

0.289

Year Built

1924

Town/City

Fort Myers

County/Region

Lee

MLS | Web ID

2025016791
Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air Electric
Utilities Cable Available
Possession Close Of Escrow
Roof Shingle
Appliances Dryer Dishwasher Microwave Range Refrigerator Washer
HOA Fee 0
Garage Spaces 2
Association Fee Includes None
Patio/Porch Features Deck
Architectural Style Two Story
Construction Materials Brick Block Concrete Wood Frame
Pets Allowed Yes
Year Built 1924
Stories Count 2
Levels Two
Property Subtype Single Family Residence
Tax Year 2023
Ownership Single Family
Waterfront Features None
Community Features Non-Gated
HOA Fee 2 0
County Lee
Property Type Residential
Association Amenities None
HOA false
Attached Garage false
Subdivision Name RIVERSIDE
Facing Direction South
Garage Y/N true
Total Rooms 0
Full Baths 4
Status Active
Directions McGregor Blvd to Osceola Drive turn towards the river house is on the right
High School FORT MYERS
City Fort Myers
Land Lease Amount 0
Senior Community Y/N false
Zoning Description RS-5
MLS Area FM01 - Fort Myers Area
Lot Size Units Acres
Carport Spaces 0
Carport Y/N false
Elementary School ALLEN PARK
Tax Annual Amount 5323.21
Middle/Junior High School FORT MYERS
Property Condition Resale
Virtual Tour https://www.propertypanorama.com/instaview/fgcmls/2025016791
Standard Status Active
Tax Lot 17
Property Sub Type Additional Single Family Residence
Legal Description RIVERSIDE BLK C PB 3 PG 63 LOT 17
HOA Fee 3 0
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Interior
Interior Amenities Living/Dining Room Other Tub Shower Split Bedrooms
Flooring Wood
Furnished Y/N Unfurnished
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Half Baths 0
Laundry Features In Garage
Total Bedrooms 3
Entry Level 1
Total Baths 4
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Exterior
Exterior Amenities Deck Fence None Awning(s)
Parking Features Detached Garage Two Spaces Garage Door Opener
Lot Features Rectangular Lot
Water Source Public
Lot Size Area 0.289
Spa false
Building Area Total 3467
Lot Dimensions 154 x 81 x 81 x 154
Lot Size Acres 0.289
Road Surface Type Paved
Private Pool false
Lot Size Source Appraiser
Waterfront Y/N false
Covered Spaces 2
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* Excluded Features
List By
Cliff Glansen

Listing Agent

Flatfee.Com

Broker

info@flatfee.com

Email

Affordability Calculator

$5,585
Per Month
92%
8%
0%
Monthly Principal & Interest
$5,141
Monthly Property Taxes
$444
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
FORT MYERS High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
3/20/2026$835,000 -0.48% Price Down
3/10/2026$839,000 -1.18% Price Down
2/20/2026$849,000 Listed Price

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1249 Osceola Drive, Fort Myers, FL, 33901 is a Single Family Home for sale at $835,000 with 3,467 sqft and a lot size of 0.289. 1249 Osceola Drive has 3 bedrooms, 4.0 baths, and was built in 1924. The property's zip code is 33901 which is in Fort Myers, FL

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