23 Winewood Court Fort Myers, FL $ 1,100,000
23 Winewood Court
$ 1,100,000
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23 Winewood Court

Fort Myers, FL, 33919
$ 1,100,000
Bedrooms4 Baths3.2 Sq 5,300

Monthly Estimate*

$ 6,946

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Single Family Home for sale in Fort Myers, FL

for $1,100,000 with 4 bedrooms and 3 full baths, 2 half baths. This 5,300 square foot home was built in 1991 on a lot size of 0.418.

ONE-OF-A-KIND FORT MYERS ESTATE — PRICED TO PERSONALIZE! Welcome to this seldom found, one-owner custom-built colonial style estate, tucked away in one of Fort Myers’ most prestigious hidden neighborhoods. Situated at the end of a quiet cul-de-sac on an oversized lot, this impressive pool home offers over 5,000 sq. ft. of living space, 4 spacious bedrooms, 2 offices/den spaces, 3 full baths, 2 half baths, beautiful real wood floors, a circular driveway with 3-car garage, and a private pool. The grand two-story foyer opens to an oversized living room featuring a wood-burning fireplace and dramatic wood staircase—a truly memorable setting for holiday gatherings. The spacious primary suite includes a bay-window sitting area and French doors leading to the rear brick patio. Above, a conveniently located office/exercise room provides additional flexibility and could easily accommodate a variety of lifestyle needs. Another generously sized office/den on the main level offers even more space for working from home, hobbies, or guests. The expansive kitchen with wood cabinetry and breakfast nook overlooks the family room, where a wall of glass sliders opens to the pool and outdoor entertaining area with easy access to ½ pool bath. Adjacent to the kitchen, the formal dining room has been creatively enjoyed as a music room, offering yet another example of the home’s versatility and ability to adapt to your lifestyle. Upstairs offers 3 additional bedrooms, 2 baths, and a versatile bonus room ideal for a media room, playroom, gym, or guest space. Priced to accommodate your vision and individual tastes, this well-loved home offers an exceptional opportunity to transform a custom estate into your dream home. Enjoy community amenities including tennis, pickleball, dog park, playground, and BBQ/picnic areas etc. All conveniently located near top-rated schools, shopping, beaches, hospitals, and I-75, this remarkable property offers the best of both worlds—the grandeur and privacy of an estate home with easy access to everything Fort Myers has to offer. Ready to make memories for generations.

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Single Family Active

Price

$ 1,100,000

Bedrooms

4

Full Bath

3

Half Bath

2

Property Type

Single Family

Taxes

$ 8,541

Style

Two Story

Lot Size

0.418

Year Built

1991

Town/City

Fort Myers

County/Region

Lee

MLS | Web ID

2026036646

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air Ceiling Fan(s) Electric
Utilities Cable Available
Possession Close Of Escrow
Roof Shingle
Appliances Dryer Dishwasher Microwave Refrigerator Washer
HOA Fee 1791
Garage Spaces 3
Association Fee Includes Association Management Recreation Facilities
Architectural Style Two Story
Pool Features In Ground
Construction Materials Brick Stucco Wood Frame
Pets Allowed Call Conditional
Year Built 1991
View Landscaped
Stories Count 2
Levels Two
Property Subtype Single Family Residence
Tax Year 2025
Ownership Single Family
Waterfront Features None
Community Features Gated
HOA Fee 2 0
Assoc Fee Paid Per Annually
County Lee
Property Type Residential
Association Amenities Dog Park Barbecue Picnic Area Pickleball Tennis Court(s) Management
HOA true
Attached Garage true
Subdivision Name CARILLON WOODS
Facing Direction Northeast
Garage Y/N true
Full Baths 3
Status Active
Directions Take Summerlin Rd. to Mathew Dr to Sunrise Rd. go south and neighborhood past Bishop Verot HS and St Cecilia. Pull up to driveway it will automatically open
City Fort Myers
Land Lease Amount 0
Senior Community Y/N false
Zoning Description AA
MLS Area FM06 - Fort Myers Area
Lot Size Units Acres
Carport Spaces 0
Carport Y/N false
Tax Annual Amount 8541.28
Property Condition Resale
Virtual Tour https://tour.realtoursswfl.com/sites/rlvlmoko/unbranded
Standard Status Active
Tax Lot 43
Property Sub Type Additional Single Family Residence
Legal Description CARILLON WOODS S/D PB 38 PG 96 LOT 43
HOA Fee 3 0
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Interior
Interior Amenities Built-in Features Breakfast Area Separate/Formal Dining Room Dual Sinks Entrance Foyer French Door(s)/Atrium Door(s) Fireplace High Ceilings Main Level Primary Sitting Area in Primary Shower Only Separate Shower Walk-In Closet(s)
Flooring Carpet Tile Wood
Furnished Y/N Unfurnished
Total Stories 2
Air Conditioning Y/N true
Heating Y/N true
Window Features Other Sliding
Fireplace Y/N true
Half Baths 2
Laundry Features Washer Hookup Dryer Hookup Inside Laundry Tub
Total Bedrooms 4
Entry Level 1
Room Type Den Exercise Room Family Room
Total Baths 5
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Exterior
Exterior Amenities Sprinkler/Irrigation None Other
Parking Features Attached Circular Driveway Garage Garage Door Opener
Lot Features Cul-De-Sac Oversized Lot Sprinklers Automatic
Water Source Public
Lot Size Area 0.418
Spa false
Building Area Total 6473
Lot Size Acres 0.418
Private Pool true
Lot Size Source Appraiser
Waterfront Y/N false
Covered Spaces 3
Door Features French Doors
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Cookie Kermer Douglas

Listing Agent

John R. Wood Properties

Broker

cookiedouglas@gmail.com

Email

Affordability Calculator

$7,657
Per Month
91%
9%
0%
Monthly Principal & Interest
$6,946
Monthly Property Taxes
$712
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
8/31/2026$1,100,000 Listed Price

Map


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23 Winewood Court, Fort Myers, FL, 33919 is a Single Family Home for sale at $1,100,000 with 5,300 sqft and a lot size of 0.418. 23 Winewood Court has 4 bedrooms, 3.2 baths, and was built in 1991. The property's zip code is 33919 which is in Fort Myers, FL