OFF MARKET

Off market jun 2017 for $355K

$461,403

Est. refi paymentEst. refi $899/mo

•

1,901

sq ft

5445 Winkler Rd, Fort Myers, FL 33919

About this home

LOOK BOGO! Everybody loves them! 2 homes for the price of ONE! NEW Price! Sellers say, "Make me move. "Welcome to the Twin Cottages off of McGregor . This Historic residence was built in 1946 . Featuring two residence with all amenities of two single family homes, yet the feel of one. Your breath will be taken away when you step through the court yard door to find lavish gardens and lush tropical landscaping . Very much like the Edison Estate you will find an assortment of botanical gardens and fruit trees . Enjoy lounging by the pool or step out to your boat and take advantage of all of SW FL Only 10-15 to the river. The river is literally just around the bend. This is the ultimate Florida home! Step inside and be blown away with the restorations and character of these two cottages, the architectural design and olde Florida feel is alive. Gorgeous original floors, wood work , architectural wood beams, fire places and a touch of elegance through out. These cottages are perfect for a multi generational family or people who appreciate fine architecture and the romance of an olde Florida home. Call today for your Private showing. Check out the drone video! Agents read Remarks!

Single-familyProperty Type

1946Year Built

0.39 acresLot Size

$243Est. Price/Sq.Ft.

Listed by Robert Tyler • Re/Max Destination Realty

Bought with Rachel Danzi • Century 21 Tri Power Realty

Redfin checked: 2 minutes ago

•Source:FORTMLS #217017755

Redfin Estimate

$461,403

$106K since sold in June 2017$2,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 9.9% higher than the average sale price ($420K) of 6 comparable homes.

SOLD SEP 11, 2026
$349,900
A
3 beds2 baths1,638 sq ft
1007 Wilshire Dr, Fort Myers, FL 33919
SOLD OCT 8, 2026
$500,000
B
3 beds2 baths1,875 sq ft
1028 Edgemere Dr, Fort Myers, FL 33919
SOLD SEP 16, 2026
$411,000
C
3 beds2 baths1,826 sq ft
5644 Eichen Cir W, Fort Myers, FL 33919
SOLD SEP 14, 2026
$543,000
D
3 beds2 baths2,110 sq ft
1347 Oaklawn Ct, Fort Myers, FL 33919
SOLD APR 2, 2026
$345,000
E
3 beds2 baths1,820 sq ft
1016 Bayshore Ave, Fort Myers, FL 33919
SOLD SEP 4, 2026
$370,500
F
3 beds2 baths1,898 sq ft
1446 Cumberland Ct, Fort Myers, FL 33919

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Earn from this home

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$204,834

Est. take-home

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Est. cash available

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Market trends in 33919, FL

Last updated September 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-list price

93.8%

0.3% MoM

Median sale price

$258K

$13K MoM

Avg. days on market

86d

7 days MoM

Recently sold homes

169

45 MoM

New listings for sale

NEW 10 HRS AGO
$370,000
2 beds2 baths1,539 sq ft
9901 Palmarrosa Way, Fort Myers, FL 33919
NEW 15 HRS AGO
$139,900
2 beds2 baths884 sq ft
6300 S Pointe Blvd #211, Fort Myers, FL 33919
NEW 15 HRS AGO
$399,999
2 beds2 baths2,223 sq ft
5654 Natoma Dr, Fort Myers, FL 33919
NEW 21 HRS AGO
$102,000
1 bed1 bath512 sq ft
8135 Country Rd #206, Fort Myers, FL 33919
OPEN SAT, 12PM TO 3PM
$199,900
2 beds2 baths1,124 sq ft
14521 Daffodil Dr #1503, Fort Myers, FL 33919
$229,000
3 beds2 baths927 sq ft
1168 Lake Mcgregor Dr Unit 1A, Fort Myers, FL 33919
$334,900
3 beds2 baths1,374 sq ft
1015 El Mar Ave, Fort Myers, FL 33919
FOR SALE BY OWNER
$302,000
3 beds3 baths4,512 sq ft
1255 N Brandywine Cir, Fort Myers, FL 33919
3D WALKTHROUGH
$449,900
3 beds2 baths1,901 sq ft
14135 Plum Island Dr, Fort Myers, FL 33919
OPEN SUN, 1PM TO 4PM
$350,000
3 beds2 baths2,132 sq ft
14581 Glen Cove Dr #1102, Fort Myers, FL 33919
See all

Provided by Redfin

Sale history for 5445 Winkler Rd

Tax history for 5445 Winkler Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning
Permits

Beds

Baths

Stories

Lot width

72 ft.

Lot depth

200 ft.

Lot size

0.39 Acres

Year renovated

1986

Sq. Ft.

1,157

Year built

1946

Style

Multi-Family (2-4 Unit)

County

Lee County

APN

10452400000370000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 26, 2026.

RS-1

Residential Single-Family District

The purpose and intent of the RS Residential Single-Family District is to provide opportunities for the suitable location of detached, conventionally built single-family dwelling units and for facilitation of the proper development and protection of the subsequent use and enjoyment thereof.

Permitted uses

Include but are not limited to:

Community / recreation center
Housing-Group
Housing-Single unit
Office
Educational/school
Fire house
Police station
Recreation
Park & open space

Property details

Interior

Virtual Tour

Bathroom Information
# of Full Bathrooms: 2

Fireplace Information
Has Fireplace

Equipment
Appliances: Dryer, Range, Refrigerator, Washer

Interior Features
Window Features: Single Hung
Partially
Flooring: Tile, Wood
Other Features: Separate/Formal Dining Room, Fireplace, High Speed Internet, Multiple Master Suites, Shower Only, Separate Shower, Cable TV, Split Bedrooms

Multi Unit Information
# Of Units In Community: 1

Exterior

Building Information
Stories (Total): 1
Roof Details: Metal, Shingle
Construction Details: Wood Siding

Exterior Features
Exterior Features: Courtyard, Deck, Fruit Trees, Patio, See Remarks
Patio And Porch Features: Deck, Patio, Porch, Screened

Pool and Spa Information
Has Private Pool
Pool Features: In Ground

Land Information
Irrigation Source: Municipal

Lot Information
Lot Size Area: 0.3863
Lot Size Acres: 0.3863
Lot Size Dimensions: 72 x 200 x 72 x 200
Lot Dimensions Source: Appraiser
Lot Size Source: Appraiser
Lot Features: Oversized Lot
Is Waterfront
Waterfront Features: Canal Access, Navigable Water
Zoning Description: RS-1

Property Information
Has View
Direction Faces: Northwest
Resale

Financial

Tax Information
Annual Tax Amount: $2,803
Tax Year: 2016

Rental Information
Pets Allowed Details: Yes

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Cooling
Cooling: Central Air, Electric
Has Heating
Heating: Central, Electric

Location

Community Information
Community Features: Boat Facilities

Public facts

Beds: 2
Baths: 2.0
Sq. Ft.: 1,157
Stories: 1.0
Lot Size: 0.39 acres
Style: Multi-Family (2-4 Unit)
Year Built: 1946
Year Renovated: 1986
County: Lee County
APN: 10452400000370000

Home facts updated by county records on Sep 25, 2026

Around this home

Schools

Tanglewood Elementary School

Public PreK-5 • Assigned • 1.2mi

8/10

Cypress Lake Middle School

Public 6-8 • Assigned • 2.0mi

7/10

Cypress Lake High School

Public 9-12 • Assigned • 2.2mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

9/10 Flood Factor

Estimated 80%+ chance of a flood reaching the building in the next 30 years

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

10/10 Heat Factor

7 days above 107° expected this year, 28 days in 30 years

10/10 Wind Factor

99% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Fort Myers, FL • 33919

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.4 hours in June and 6.8 hours in December, placing it above the U.S. average for solar exposure.

9.4 hrs

6.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$439,000 – $531,000

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Nearby similar homes

NEW 15 HRS AGO

$399,999

2 beds2 baths2,223 sq ft

5654 Natoma Dr, Fort Myers, FL 33919

FOR SALE BY OWNER

$175,000

2 beds2 baths964 sq ft

6300 S Pointe Blvd Apt 117, Fort Myers, FL 33919

3D WALKTHROUGH

$825,000

4 beds4 baths3,238 sq ft

1309 Jambalana Ln, Fort Myers, FL 33901

3D WALKTHROUGH

$370,000

3 beds3 baths2,166 sq ft

4431 SE 19th Ave, Cape Coral, FL 33904

$524,900

3 beds2.5 baths1,961 sq ft

11670 Pine Hammock Cir, Fort Myers, FL 33919

$545,000

3 beds2.5 baths2,004 sq ft

1262 Carlene Ave, Fort Myers, FL 33901

New listings for sale in 33919

NEW 10 HRS AGO

$370,000

2 beds2 baths1,539 sq ft

9901 Palmarrosa Way, Fort Myers, FL 33919

NEW 15 HRS AGO

$139,900

2 beds2 baths884 sq ft

6300 S Pointe Blvd #211, Fort Myers, FL 33919

NEW 15 HRS AGO

$399,999

2 beds2 baths2,223 sq ft

5654 Natoma Dr, Fort Myers, FL 33919

NEW 21 HRS AGO

$102,000

1 bed1 bath512 sq ft

8135 Country Rd #206, Fort Myers, FL 33919

OPEN SAT, 12PM TO 3PM

$199,900

2 beds2 baths1,124 sq ft

14521 Daffodil Dr #1503, Fort Myers, FL 33919

$229,000

3 beds2 baths927 sq ft

1168 Lake Mcgregor Dr Unit 1A, Fort Myers, FL 33919

$334,900

3 beds2 baths1,374 sq ft

1015 El Mar Ave, Fort Myers, FL 33919

FOR SALE BY OWNER

$302,000

3 beds3 baths4,512 sq ft

1255 N Brandywine Cir, Fort Myers, FL 33919

3D WALKTHROUGH

$449,900

3 beds2 baths1,901 sq ft

14135 Plum Island Dr, Fort Myers, FL 33919

Home values near 5445 Winkler Rd

Data from public records.

Address	Redfin Estimate
5425 Winkler Road, Fort Myers, FL 4 Beds \| 3 Baths \| 2098 Sq. Ft.	$586,352
1011 Edgemere Drive, Fort Myers, FL 4 Beds \| 3 Baths \| 1980 Sq. Ft.	$567,606

Address	Redfin Estimate
1006 Edgemere Drive, Fort Myers, FL 3 Beds \| 3 Baths \| 2777 Sq. Ft.	$650,936
11630 Pine Hammock Circle, Fort Myers, FL 4 Beds \| 3 Baths \| 3792 Sq. Ft.	$848,266

Address	Redfin Estimate
11671 Pine Hammock Circle, Fort Myers, FL 3 Beds \| 3 Baths \| 1889 Sq. Ft.	$410,228
1020 Sumica Drive, Fort Myers, FL 3 Beds \| 2 Baths \| 1582 Sq. Ft.	$399,925

Property information provided by FORTMLS when last listed in 2017. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 33919, FL

Sale history for 5445 Winkler Rd

Tax history for 5445 Winkler Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 33919

Home values near 5445 Winkler Rd

More real estate resources