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Single family home for sale at 1249 Osceola Dr, Fort Myers, FL 33901 | MLS# 2025016791 | Listing updated on 2026-10-08
Photo 1 of Single family home for sale at 1249 Osceola Dr, Fort Myers, FL 33901 | MLS# 2025016791 | Listing updated on 2026-10-08
Photo 2 of Single family home for sale at 1249 Osceola Dr, Fort Myers, FL 33901 | MLS# 2025016791 | Listing updated on 2026-10-08
Photo 3 of Single family home for sale at 1249 Osceola Dr, Fort Myers, FL 33901 | MLS# 2025016791 | Listing updated on 2026-10-08
Photo 4 of Single family home for sale at 1249 Osceola Dr, Fort Myers, FL 33901 | MLS# 2025016791 | Listing updated on 2026-10-08
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$895,000

Monthly Est:$4,455

  • Beds Icon3 Beds
  • Beds Icon
    4 Baths
  • Beds Icon3,467sqft

1249 Osceola Dr, Fort Myers, FL 33901

$4,455/moEst:

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  • 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 Remember this is a 100-year-old home, antique homes are known for lack of closet space, kitchen is outdated as well, all bedrooms are upstairs.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 Florida Gulf Coast MLS, Fort Myers-FL

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Lee County

  • City

    Fort Myers

  • Neighborhood

    Riverside Park

  • 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

DateEventPrice

09/03/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2025016791

Price Increased

$889,500 +0.96%

$257/sqft

07/31/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2025016791

Listed for Sale

$881,000 -1.56%

$254/sqft

07/31/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2025016791

Price Increased

$895,000 +1.59%

$258/sqft

05/27/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2025016791

Off Market

$881,000 +6.27%

$254/sqft

04/15/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2025016791

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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