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$895,000
Monthly Est:$4,455
3 Beds
- 4 Baths
4 full baths
3,467sqft
1249 Osceola Dr, Fort Myers, FL 33901
$895,000
$4,455/moEst:
Get Pre-Approved
Single Family Residence
Built in 1924
$-- HOA
0.29 acre lot
$258/sq.ft
Description
Two houses for the price of one. Old homes are unique, full of charm and history. This historic home checks all the boxes, and one the best locations as well as close to downtown, schools, hospitals, kept mostly original to its original build, with updated electrical and plumbing, roof is only 3 years old. Never any flooding from any hurricanes in 22 years of ownership. In a neighborhood known for its close-knit neighbors, kid friendly sidewalks, pet friendly sidewalks, almost Norman Rockwell like neighborhood. With a multi-family designation, the super cute guest house has many possibilities or a rental? 3-bedroom main house, and a 1-bedroom guest house. Two car garage with plenty of room to store a boat or RV. Remember this is a 100-year-old home, antique homes are known for lack of closet space, kitchen is outdated as well, all bedrooms are upstairs. Tremendous possibilities or keep as is. Most historic homes have been altered and changed many times over the years, this home has been kept and maintained as original as possible. Hence the new owner with have an original canvas to work with. Keep as is, or? If you like historic old homes, this is the one. Home is featured in Pam Miners book 'River & Road' Fort Myers Architecture from Craftsman to Modern. Chapter One. This is a unique home for that unique buyer. Location, location.
- Houzeo last checked: 17 minutes ago
- Listing updated: October 8, 2026 at 11:18 am
- Listing Provided by: Cliff Glansen (954) 965-3990 DRE #278017259 | Flatfee.com (954) 965-3990
- Source: Florida Gulf Coast MLS, Fort Myers-FL | MLS#: 2025016791

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
2
County
City
Neighborhood
Year Built
1924
HOA Fees
-
Finished Area
3,467 sqft
Lot Size
0.29 acre lot
Basement Area
- sqft
MLS Name
Florida Gulf Coast MLS, Fort Myers
MLS Number
2025016791
MLS Status
Active
Days on Market
350
Cumulative Days on Market
349

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 4
Interior
Exterior Features
Deck, Fence, None, Awnings
Sewer
Public Sewer
Flooring
Wood
Cooling
Central Air, Electric
Appliances
Dryer, Dishwasher, Microwave, Range, Refrigerator, Washer
Heating
Central, Electric
Interior Features
Living Dining Room, Other, Tub Shower, Split Bedrooms
Construction
Year Built
Year Built: 1924
Home type
Single Family Residence
Construction Materials
Brick, Block, Concrete, Wood Frame
Property Condition
Resale
Architectural Style
Two Story
Roof
Shingle
Utilities & Energy
Utilities
Cable Available
Laundry Features
In Garage
Water Source
Public
Association Amenities
None
Parking Features
Detached, Garage, Two Spaces, Garage Door Opener
Other Features
Community Features
Non Gated
Lot Features
Rectangular Lot
Subdivision Name
Riverside
Patio And Porch Features
Deck
Price History
| Date | Event | Price |
|---|---|---|
09/03/2026 Source: | Price Increased | $889,500 +0.96% $257/sqft |
07/31/2026 Source: | Listed for Sale | $881,000 -1.56% $254/sqft |
07/31/2026 Source: | Price Increased | $895,000 +1.59% $258/sqft |
05/27/2026 Source: | Off Market | $881,000 +6.27% $254/sqft |
04/15/2026 Source: | Price Decreased | $829,000 -0.24% $239/sqft |
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Based on information from the Florida Gulf Coast Multiple Listing Service, Inc. through Oct 09, 2026, 02:30PM. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Some IDX listings have been excluded from this website. © 2026 Florida Gulf Coast Multiple Listing Service - All Rights Reserved.
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