1249 Osceola Drive

Fort Myers, FL 33901

$879,500
Price
4
Beds
3,467 Sq. Ft.
$254 / Sq. Ft.
3,467
Sq. Ft.
$254
per Sq. Ft.

Description

Great care in preserving the originality of 1924. Owners have enjoyed this home for 20 years, many good memories, old homes are the best if you like character and warmth, what an opportunity for someone wanting to live in this beautiful neighborhood. Seller is downsizing. 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...Great care in preserving the originality of 1924. Owners have enjoyed this home for 20 years, many good memories, old homes are the best if you like character and warmth, what an opportunity for someone wanting to live in this beautiful neighborhood. Seller is downsizing. 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 80's. Brand new roof! A beautiful canvas of originality. The home is located in one of the best locations in Fort Myers. 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. Guest house above garage is a legal rentable guest house that was just recently completely re-piped with all new plumbing ready for another 100 years of fun! Living room, dining room and one bath 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, unique home for that unique buyer.
  1. Listed by Cliff Glansen • Flatfee.com

Property Details for 1249 Osceola Drive

Development
RIVERSIDE
Building Design
Single Family
Community Type
Non-Gated
Waterfront
No
Waterfront Desc
None
Waterfront Desc
None
View
None/Other
Garage Spaces
2.00
LISTING UPDATED: 02/24/2025 10:37 AM

Property Details for 1249 Osceola Drive

StatusActive
MLS #225002680
Days on Market48
Taxes$5,323 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1924
Lot Size0.29 AC / 12,588 SF
CountyLee County

Building Information for 1249 Osceola Drive

Stories2Year Built1924Building Size-Lot Size0.29 AC / 12,588 SF

Property Information for 1249 Osceola Drive

Summary
Location and General Information
  • City: Fort Myers
  • Directions: McGregor Blvd to Osceola Drive turn towards the river house is on the right
  • Elementary School: ALLEN PARK
  • High School: FORT MYERS
  • Human Modified: Yes
  • Latitude: 26.62
  • Longitude: -81.89
  • Middle School: FORT MYERS
  • MLS Area Major: FM01 - Fort Myers Area
  • Pets: No Approval Needed
  • Postal Code: 33901
  • Road Surface Type: Paved
  • Street Name: Osceola
  • Street Number: 1249
  • Street Suffix: DR
  • Block: C
  • Full Address: 1249 Osceola DR
Parking
  • Attached Garage: No
  • Carport Spaces: .00
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Parking Features: Detached, Garage, Two Spaces, Garage Door Opener
Taxes and HOA Information
  • Amenity Rec Fee: $.00
  • Application Fee: $.00
  • Association Fee Total: $.00
  • Association Fee Total Frequency: Annually
  • Association Fee 2: $.00
  • Maintenance: None
  • Mandatory HOA: No
  • Tax Annual Amount: $5,323.21
  • Tax Year: 2023
  • Transfer Fee: $.00
  • Association Fee 3: $.00
Property
Lot Information
  • Source of Measure Total Area: Appraiser
  • Development Name: RIVERSIDE
  • Parcel Number: 26-44-24-P4-0290C.0170
  • Property Type: Residential
  • Section: 26
  • Lot Unit: 17
  • Source of Measure Living Area: Appraiser
  • Source of Measure Lot Dimensions: Appraiser
  • Lot Desc: Rectangular Lot
  • Acres: 0.289
  • Lot Size Area: 0.289
  • Lot Size Dimensions: 154 x 81 x 81 x 154
  • Source of Measurements: Appraiser
  • Lot Size Units: Acres
  • Legal Desc: RIVERSIDE BLK C PB 3 PG 63 LOT 17
Property and Assessments
  • Total Area: 3467.0
  • Rear Exposure: N
  • Approx Living Area: 3467.0
  • Possession: Close Of Escrow
  • Property Condition: Resale
  • Property Sub Type: Single Family Residence
  • Township: 44
  • Senior Community: false
  • Range: 24E
  • Special Assessment: 0.00
  • Sub Condo Name: RIVERSIDE
  • Year Built Numeric: 1924
  • Property Sub Type Additional: Single Family Residence
  • Restrictions: No Restrictions
  • Zoning Code: RS-5
Lease Information
  • Land Lease Fee: $.00
  • Lease Amount Per Area Unit: Dollars Per Square Foot
  • One Time Land Lease Fee: $.00
  • One Time Mandatory Club Fee: $.00
  • One Time Othe Fee: $.00
  • One Time Special Assessment Fee: $.00
Utilities
  • Sewer: Central
  • Utilities: Cable Available
  • Water Source: Public
  • Water: Central
Multi Family
Multi-Family Information
  • Num Unit Floor: 1
  • Annual Food And Beverage Minimum: 0.00
  • Units in Complex: 0
  • Other Fee: $.00
  • Stories: 2.0
  • Total Floors: 2
  • Total One Time Fees: $.00
  • Units in Building: 1
  • Unit Location: 1
Interior and Exterior Features
Exterior Features
  • Architectural Style: Two Story
  • Association Amenities: None
  • Canal Width: None
  • Community Features: Non Gated
  • Construction: Poured Concrete, Wood Frame, Concrete Block
  • Exterior Features: Deck, Fence, None, Awnings
  • Exterior Features: Deck, Fence
  • Irrigation Source: None
  • Patio And Porch Features: Deck
  • Private Pool: No
  • Roof: Shingle
  • Gulf Access: No
  • Spa: No
Interior Features
  • Appliances: Dryer, Dishwasher, Microwave, Range, Refrigerator, Washer
  • Baths Full: 4
  • Bathrooms Half: 0
  • Bathrooms Total Integer: 4.0
  • Beds Total: 4
  • Bedrooms: 4 Bed
  • Cooling: Central Air, Electric
  • Cooling: Yes
  • Elevator Text Details: None
  • Flooring: Wood
  • Furnished Desc: Unfurnished
  • Heating: Central, Electric
  • Heating: Yes
  • Interior Features: Living Dining Room, Other, Tub Shower, Split Bedrooms
  • Interior Features: Other
  • Laundry Features: In Garage
  • Levels: Two
  • Rooms Total: 0
  • Guest House Desc: 1 Bath,Living Room
Rental
Rental Information
  • One Time Rec Lease Fee: $.00

Property History for 1249 Osceola Drive

DateEvent & SourcePriceAppreciation
DateEvent & SourcePrice

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1249 Osceola Drive

Taxable ValueLand-Additions-Total-
Tax Record2024$5,440 ($453 / month)
Home Facts
Beds3Total Finished SqFt1,471 SqFtAbove Grade Finished SqFt1,471 SqFtStories2Lot Size12,589 SqFtStyleSingle Family ResidenceYear Built1924Year Renovated1993ZoningRS-5CountyLEEAPN26-44-24-P4-0290C.0170Fireplace TypeHas Fireplace

Schools near 1249 Osceola Drive

This home is within School District of Lee County.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - PK to 5
Public - PK to 5
Public - PK to 5
Rating
School
Distance
Orangewood Elementary School
PublicPK to 5

Tanglewood Elementary School
PublicPK to 5

Allen Park Elementary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Sorry, we can't find any similar homes at this time. Please check back later.

Similar Sold Homes

Sorry, we can't find any similar sold homes at this time. Please check back later.

1249 Osceola Drive is a single family home for sale in Fort Myers, FL 33901. This property was listed for sale on January 8, 2025 by Flatfee.com, it's currently listed at $879,500. It has been on the market for a total of 48 days and was last sold on September 14, 2005. This listing's school district is School District of Lee County. Nearby schools include Orangewood Elementary School, Edison Park Creative And Expressive Arts School and Tanglewood Elementary School. 1249 Osceola Drive is a 4-bed, 4-bath, 3,467 sqft single family home built in 1924.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Flatfee.com, Cliff Glansen

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2025 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.