1249 Osceola Drive Fort Myers, FL $ 853,000
1249 Osceola Drive
$ 853,000
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1249 Osceola Drive

Fort Myers, FL, 33901
$ 853,000
Bedrooms3 Baths4.0 Sq 3,467

Monthly Estimate*

$ 5,322

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Single Family Home for sale in Fort Myers, FL

for $853,000 with 3 bedrooms and 4 full baths. This 3,467 square foot home was built in 1924 on a lot size of 0.289.

Historic charm, built in 1924, well maintained as close to original build as possible with upgraded plumbing and electrical. Complete new roof is two years old with transferable warranty. 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

$ 853,000

Bedrooms

3

Full Bath

4

Property Type

Single Family

Taxes

$ 5,323

Style

TwoStory

Lot Size

0.289

Year Built

1924

Town/City

Fort Myers

County/Region

Lee

MLS | Web ID

2025016791

Features
Interior
Interior Amenities LivingDiningRoom Other TubShower SplitBedrooms
Flooring Wood
Furnished Y/N Unfurnished
Total Stories 2
Basement (Y/N) N
Air Conditioning Y/N Y
Heating Y/N Y
Fireplace Y/N N
Half Baths 0
Laundry Features InGarage
Total Bedrooms 3
Entry Level 1
Total Baths 4
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General
Sewer PublicSewer
Heating Central Electric
Cooling CentralAir Electric
Utilities CableAvailable
Possession CloseOfEscrow
Roof Shingle
Appliances Dryer Dishwasher Microwave Range Refrigerator Washer
HOA Fee 0.0
Garage Spaces 2.0
Association Fee Includes None
Patio/Porch Features Deck
Architectural Style TwoStory
Construction Materials Brick Block Concrete WoodFrame
Pets Allowed Yes
Year Built 1924
Stories Count 2
Levels Two
Property Subtype SingleFamilyResidence
Tax Year 2023
Ownership Single Family
Development Name RIVERSIDE
Waterfront Features None
Community Features NonGated
HOA Fee 2 0.0
County Lee
New Construction N
Property Type Residential
Association Amenities None
HOA N
Attached Garage N
Subdivision Name RIVERSIDE
Facing Direction South
Garage Y/N Y
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 0.0
Senior Community Y/N N
Zoning Description RS-5
MLS Area FM01 - Fort Myers Area
Lot Size Units Acres
Carport Spaces 0.0
Carport Y/N N
Elementary School ALLEN PARK
Property Attached Y/N N
Land Lease Y/N N
Tax Annual Amount 5323.21
Home Warranty Y/N N
Middle/Junior High School FORT MYERS
Property Condition Resale
Lease Renewal Y/N N
Additional Parcels Y/N N
Lease Considered Y/N N
Rent Control Y/N N
Standard Status Active
Tax Lot 17
Property Sub Type Additional SingleFamilyResidence
Legal Description RIVERSIDE BLK C PB 3 PG 63 LOT 17
HOA Fee 3 0.0
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Exterior
Exterior Amenities Deck Fence None Awnings
Parking Features Detached Garage TwoSpaces GarageDoorOpener
Lot Features RectangularLot
Water Source Public Public
Lot Size Area 0.289
Horses N
Spa N
Irrigation/Water Rights N
Building Area Total 3467.0
Lot Dimensions 154 x 81 x 81 x 154
Lot Size Acres 0.289
Road Surface Type Paved
Private Pool N
Lot Size Source Appraiser
Waterfront Y/N N
Covered Spaces 2.0
Crops Included Y/N N
Horse Y/N N
Irrigation Water Rights Y/N N
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* Excluded Features
List By
Cliff Glansen

Listing Agent

Flatfee.Com

Broker

info@flatfee.com

Email

Affordability Calculator

$5,765
Per Month
92%
8%
0%
Monthly Principal & Interest
$5,322
Monthly Property Taxes
$444
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% 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
4444122 Elementary School
4330769 Middle School
Fort Myers High School High School
Pricing History
DatePricePrice ChangeDescription
10/24/2025$853,000 Listed Price

Map


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1249 Osceola Drive, Fort Myers, FL, 33901 is a Single Family Home for sale at $853,000 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