$1,354,000
 $7,269 est/mo Sourced by Back At You

1248 Osceola Dr,FORT MYERS, FL 33901

FORT MYERS, FL 33901

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Description

Step into a piece of history with this captivating 1925 Spanish Colonial home, thoughtfully updated for modern living while preserving its timeless charm. OWNER FINANCING available with a substantial down payment, providing an excellent opportunity to make this dream home yours. Situated in the heart of the historic McGregor District in Old Fort Myers, this exceptional property offers an unmatched blend of elegance and comfort. Nestled on nearly half an acre just a stone's throw from the river, this beautiful residence boasts 4 spacious bedrooms, 2 bathrooms, a den, and a bright, inviting family room. The home is located in a quiet, highly desirable community known for its socially active lifestyle, with sidewalks and streets that are both kid and pet friendly. The expansive kitchen is a chef's delight, featuring a center island, double sinks, recessed oven, wood cabinets with stained glass accents, and an eat-in breakfast nook. French doors open to an extensive lanai and an oversized pool, perfect for entertaining or relaxing. Enjoy formal dinners in the stately dining room or unwind in the cozy sitting room by the wood-burning fireplace. A charming private courtyard adds to the home's unique appeal. A downstairs bedroom provides added flexibility for guests or multigenerational living. The property also offers abundant parking, ideal for a boat, RV, or additional recreational toys. The property includes a separate guest house with 2 bedrooms, 1 bath, a kitchen, and living areas above an oversized 3-car garage, ideal for visitors or in-laws. Recent updates include new roofs and plumbing in 2020, restored hardwood floors, and hurricane-rated windows, ensuring both beauty and peace of mind. The front of the property is scheduled for a full re-landscaping, designed to further enhance curb appeal and create an even more impressive, picturesque estate entrance. The location offers easy access to Fort Myers Country Club, the Edison-Ford Winter Estates, hospitals, top-rated public and private schools, diverse dining and shopping options, RSW Airport, and the pristine beaches of the Gulf of Mexico. Enjoy evening strolls in this wonderful neighborhood lined with mature trees. Don't miss your chance to own a piece of Fort Myers history in a highly sought-after community. Schedule your private showing today. No water intrusion or storm damage from Ian.

Details

MLS #2026006878
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1925
Days On Site252
Listing Provided ByList In MLS Realty, LLC | Mark Hetrick

Features

Bed(s)6
Bath(s) 3 Total
SQ Feet3,582
Garage3
PoolYes
Story(s)2
Units1
ZoningRS-5
Acreage0.49
Water FrontYes
Property ViewYes

Interior

Rooms Total0
Cooling Yes / NoYes
CoolingCeiling Fan(s), Central Electric
Heating Yes / NoYes
HeatingCentral Electric
Interior FeaturesFireplace, French Doors
FurnishedUnfurnished
AppliancesDishwasher, Disposal, Self Cleaning Oven, Wall Oven, Warming Tray
Fireplace Yes / NoYes
Laundry FeaturesWasher/Dryer Hookup, In Garage, Laundry in Residence
Room Dining Room FeaturesEat-in Kitchen, Formal

Exterior

Exterior FeaturesScreened Lanai/Porch
RoofTile
Construction MaterialsConcrete Block, Stucco
Foundation DetailsConcrete Block
Lot FeaturesRegular
Patio And Porch FeaturesPatio

Parking

Garage Yes / NoYes
Attached Garage Yes / NoNo
Parking FeaturesDriveway Paved, Paved, RV-Boat, Detached

Taxes

Tax Annual Amount12200
Tax BlockG
Tax Year2025

Area Information

StateFL
CountyLee
CityFORT MYERS
Zip Code33901
AreaRIVERSIDE
Community NameRIVERSIDE
Listing VS Median (in RIVERSIDE)
Price:
$1,354,000
low | high
Med:
$895,000
83.899556868538% of Average
sqft:
3,582
low | high
Med:
3,467
53.21049692909% of Average
$ / sqft:
$378
low | high
Med:
$258
81.707012605452% of Average
On site:
252
low | high
Med:
359
70.194986072423% of Average
Sourced by Back At You

Market Activity 33901

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Learn More About This Property

StateFL
CountyLee
CityFORT MYERS
Zip Code33901
AreaRIVERSIDE
Community NameRIVERSIDE
Listing VS Median (in RIVERSIDE)
Price:
$1,354,000
low | high
Med:
$895,000
83.899556868538% of Average
sqft:
3,582
low | high
Med:
3,467
53.21049692909% of Average
$ / sqft:
$378
low | high
Med:
$258
81.707012605452% of Average
On site:
252
low | high
Med:
359
70.194986072423% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $1.15M - $1.692M
sqft: 2,500 - 4,000
Nearby Listings Property ImageNearby Listings Details
1250 Florida AVE Property Photo 1
$1,295,000
1250 Florida Ave
Fort Myers, FL 33901
Listing Updated: September 29, 2026 at 6:13:39 AM PDT
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