Riverside, 1249 Osceola Dr

4
Beds
4
Baths
3,467
SqFt
$246
$/SqFt
Premium House
Built in 1924
2 Parking
Two Story, Single Family
Awning(s)
Renderings/Digital Enhancements on photos. This home is special for those that love historic unique homes. Tremendous possibilities, added in the photos are a few AI generated photos, for one's imagination. Great care in preserving the originality of 1924. Older well-maintained homes have character and warmth, unique opportunity for someone wanting to live in this beautiful neighborhood. Many consider between Gasparilla & Caloosa Drive on the riverside of McGregor to be one of the best locations in Fort Myers. Never any flood damage from any storms in 20 years of ownership. Main house updated plumbing and electrical in the late 90's. Roof recently replaced only two years old. A beautiful canvas of originality. Best location near downtown, Quiet, kid friendly sidewalks and streets, friendly neighbors. Priced to leave plenty of room for the astute buyer to put their personal touches and signature on this home or keep it as is. Room for a pool. One of the lowest priced homes with a legal rentable Guest house above garage between Caloosa Dr and Gasparilla Drive in this highly desirable location. The guest house was just recently completely re-piped with all new plumbing ready for another 100 years! Guest house is super cute with Living room, dining room and one bath, the guest house is an added bonus with many possible uses, two car garage and room for parking an RV or boat. This home is featured in Pam Miners book River & Road
MLS Number: 225002680
Updated: 459 Days ago
Page Views: 0

Features

Bedrooms
  • Bedrooms: 4
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
$853K
High
$890K
Low
$853K
Total Change
-4%
$894K$871K$849KJan 25Feb 25Mar 25Apr 25Jun 25Jun 25
Date
Event
Price
Change
Price Per
06/13/2025
Price Reduced
$853K
-0.7%
$246 ft2
$2,648 m2
06/10/2025
Price Reduced
$859K
-1.15%
$248 ft2
$2,667 m2
04/03/2025
Price Reduced
$869K
-2.3%
$251 ft2
$2,698 m2
03/25/2025
Price Increased
$890K
1.14%
$257 ft2
$2,762 m2
02/19/2025
Price Reduced
$880K
-1.07%
$254 ft2
$2,731 m2
01/08/2025
Listed
$889K
 
$256 ft2
$2,760 m2
06/13/2025
$853K
Event
Price Reduced
Change
-0.7%
Price Per
$246 ft2
$2,648 m2
06/10/2025
$859K
Event
Price Reduced
Change
-1.15%
Price Per
$248 ft2
$2,667 m2
04/03/2025
$869K
Event
Price Reduced
Change
-2.3%
Price Per
$251 ft2
$2,698 m2
03/25/2025
$890K
Event
Price Increased
Change
1.14%
Price Per
$257 ft2
$2,762 m2
02/19/2025
$880K
Event
Price Reduced
Change
-1.07%
Price Per
$254 ft2
$2,731 m2
01/08/2025
$889K
Event
Listed
Price Per
$256 ft2
$2,760 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