Riverside, 1249 Osceola Dr

3
Beds
4
Baths
3,467
SqFt
$257
$/SqFt
Premium House
Built in 1924
2 Parking
Two Story, Single Family
Awning(s)
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 Remember this is a 100-year-old home, antique homes are known for lack of closet space, kitchen is outdated as well, all bedrooms are upstairs.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.
MLS Number: 2025016791
Updated: 9 Days ago
Page Views: 0

Features

Bedrooms
  • Bedrooms: 3
Bathrooms
  • Bathrooms: 4
  • Half Bathrooms: No info
Exterior and Lot Features
  • Exterior Features: Awning(s)
  • View: No info
Interior, Heating and Cooling
  • Interior Features: Other
  • Equipment / Appliances: Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
  • Heating Description: Central Electric
  • Cooling Description: Central Electric
Building and Construction
  • Floor Description: Wood
  • Windows/Treatment: No info
  • Construction Type: House
  • Year Built: 1924
  • Style: Two Story, Single Family
Waterfront and Water Access
  • Waterfront Frontage: No info
School Information
  • Elementary School: ALLEN PARK
  • Middle School: FORT MYERS
  • Senior High School: FORT MYERS
Other Property Info
  • Garage: 2
  • Pets Allowed: Yes
Taxes, Fees & More
  • Maintenance Includes: None
  • Taxes: 5323.21
  • Security Information: No info
  • Parking Description: Detached
  • Total Floors in Building: 2
  • Total Units in Building: 1

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Price History

Current
$890K
High
$890K
Low
$829K
Total Change
4.3%
$897K$859K$822KOct 25Dec 25Jan 26Mar 26Mar 26Mar 26Apr 26May 26Sep 26
Date
Event
Price
Change
Price Per
09/03/2026
Price Increased
$890K
0.96%
$257 ft2
$2,762 m2
05/27/2026
Price Increased
$881K
6.27%
$254 ft2
$2,735 m2
04/15/2026
Price Reduced
$829K
-0.24%
$239 ft2
$2,574 m2
03/31/2026
Price Reduced
$831K
-0.48%
$240 ft2
$2,580 m2
03/20/2026
Price Reduced
$835K
-0.48%
$241 ft2
$2,592 m2
03/09/2026
Price Reduced
$839K
-1.18%
$242 ft2
$2,605 m2
01/04/2026
Price Reduced
$849K
-1.16%
$245 ft2
$2,636 m2
12/12/2025
Price Increased
$859K
0.7%
$248 ft2
$2,667 m2
10/24/2025
Listed
$853K
 
$246 ft2
$2,648 m2
09/03/2026
$890K
Event
Price Increased
Change
0.96%
Price Per
$257 ft2
$2,762 m2
05/27/2026
$881K
Event
Price Increased
Change
6.27%
Price Per
$254 ft2
$2,735 m2
04/15/2026
$829K
Event
Price Reduced
Change
-0.24%
Price Per
$239 ft2
$2,574 m2
03/31/2026
$831K
Event
Price Reduced
Change
-0.48%
Price Per
$240 ft2
$2,580 m2
03/20/2026
$835K
Event
Price Reduced
Change
-0.48%
Price Per
$241 ft2
$2,592 m2
03/09/2026
$839K
Event
Price Reduced
Change
-1.18%
Price Per
$242 ft2
$2,605 m2
01/04/2026
$849K
Event
Price Reduced
Change
-1.16%
Price Per
$245 ft2
$2,636 m2
12/12/2025
$859K
Event
Price Increased
Change
0.7%
Price Per
$248 ft2
$2,667 m2
10/24/2025
$853K
Event
Listed
Price Per
$246 ft2
$2,648 m2
Price per square foot and days on website are not provided values and are calculated by Subdivisions.
Listed by Cliff GlansenFlatfee.com • Buyer Agency Compensation .

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Scores

Walk Score®
Car-Dependent. Almost all errands require a car
12

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure
31

100
Sound Score®
Bearable noise
79

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
26

100
Local Score
Limited local amenities nearby
0

100
Community Snapshot
3 – 6 BR
Bedrooms
$881K – $1.4M
Price Tier
1,379 - 8,677
SqFt Range
1953
Year Build
2
Total Floors

Subdivision Amenities

Fitness Center
Guest Room
Internet Access
See Remarks
Shopping
Sidewalk
Streetlight
Bike And Jog Path
Fitness Center
Internet Access
None
Park
Sidewalk
Streetlight

Fort Myers
Premium
Premium Homes & Condos