Date
Details
Price
Change
Source
8/31/2026
Listed
$1,100,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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Property Description
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.
Full Property Details
Full Property Details for 23 Winewood Ct
General
- Price: $1,100,000
- Taxes: (2025)
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 2026036646
- Updated: 8/31/2026
- Added to Site: 6 day(s) ago
Rental Information
- Lease/Rent Term: 60
- Min. Lease (Days): 60
Interior
- Interior Features: Den - Study, Exercise Room, Family Room, Built-In Cabinets, Entrance Foyer, Volume Ceiling, Walk-In Closet(s)
- Fireplace: Yes
- Appliances: Dishwasher, Dryer, Microwave, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Carpet, Tile, Wood
Rooms
Bathrooms
- Total Bathrooms: 5
- Full Bathrooms: 3
- Half Bathrooms: 2
- Primary Bathroom: Dual Sinks, Shower Only
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Master BR Sitting Area, Master BR Ground
Other Rooms
- Dining Room: Breakfast Room, Formal
- Laundry: Washer/Dryer Hookup, Inside, Sink
Additional Information
- Shared Amenities: Barbecue (Picnic), Dog Park, Pickleball, Tennis Court(s), Gated
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground
- Tennis: Yes
Exterior
- Exterior Features: Automatic Sprinkler
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Circular Driveway, Garage Door Opener, Attached
Location
- Area: FM06 - Fort Myers Area
- County: Lee
- Subdivision: CARILLON WOODS
- Building Name: CARILLON WOODS
- Driving 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
- Direction Faces: Northeast
Community
- Association: Yes
- Assoc. Fees Include: Manager, Rec Facilities
- Units Assoc/Comm: 110
- Pets Allowed: Yes
- Management Type: Professional
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Ceiling Fan(s), Central Electric
- Heating Type: Central Electric, Fireplace(s)
Utilities
- Sewer: Central
- Water: Central
- Cable Available: Yes
- Utility Description: Cable Available
Structural Information
- Description/Design: Single Family Residence
- Exterior Const.: Wood Frame, Brick, Stucco
- Roof: Shingle
- Windows: Other, Sliding
- Doors: French Doors
- Entry Floor Number: 1
- Stories/Levels: 2
- Stories in Building: 2
- Square Feet: 5,300
- Sq. Ft. Source: Property Appraiser Office
- Living Area: 5,300 Sq. Ft.
- Year Built: 1991
Lot Features
- Property View: Landscaped Area
- Lot Size (Acres): 0.418
- Lot Size (Sq. Ft.): 18,208
- Lot Size Source: Property Appraiser Office
- Frontage: Public Road
- Irrigation System: Other
- Lot Features: Cul-De-Sac, Oversize
- Zoning: AA
- Lot Description: Cul-De-Sac, Oversize
Water Features
- Water Front Desc.: None
- Canal Width: None
Financial Considerations
- Other Assoc Fees: $1,791
- Application Fee: $150
- Other Fee Freq.: Annually
- Tax Year: 2025
- Terms: Buyer Finance/Cash
Disclosures and Reports
- Ownership: Single Family
- Legal Description: CARILLON WOODS S/D PB 38 PG 96 LOT 43
- Property ID: 03-45-24-P3-02200.0430
- Section: 3
- Block: 2200
- Lot Number: 43
Listed by John R. Wood Properties
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Listing agent
— 23 Winewood Ct —
John R. Wood Properties
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Schools
Schools serving 23 Winewood Ct
School District:Lee County School District, Fort Myers, FL
| Name | Grades | Distance |
|---|---|---|
Tanglewood Elementary School 1620 Manchester Boulevard, Fort Myers, FL 33919 | K-5 | 0.5 mi |
Villas Elementary School 8385 Beacon Boulevard, Fort Myers, FL 33907 | K-5 | 1.7 mi |
Heights Elementary School 15200 Alexandria Court, Fort Myers, FL 33908 | K-5 | 4.8 mi |
Cypress Lake Middle School 8901 Cypress Lake Drive, Fort Myers, FL 33919 | 6-8 | 2.7 mi |
Lexington Middle School 16351 Summerlin Road, Fort Myers, FL 33908 | 6-8 | 6.1 mi |
Cypress Lake High School 6750 Panther Lane, Fort Myers, FL 33919 | 9-12 | 3 mi |
Fort Myers High School 2635 Cortez Boulevard, Fort Myers, FL 33901 | 9-12 | 3.1 mi |
South Fort Myers High School 14020 Plantation Road, Fort Myers, FL 33912 | 9-12 | 4 mi |
Rayma C. Page Elementary School 17000 South Tamiami Trail, Fort Myers, FL 33908 | K-5 | 6.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 23 Winewood Ct
Tax History
Tax History for 23 Winewood Ct
Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,541
—
$523,797
3%
2025
$8,541
2%
$510,026
3%
2024
$8,351
2%
$495,652
3%
2023
$8,223
-2%
$481,216
-33%
2021
$8,353
2%
$714,479
53%
2022
$8,181
-2%
$467,200
4%
2021
$8,353
1%
$447,329
4%
2018
$8,237
—
$429,119
2%
2017
$8,263
2%
$420,293
4%
2016
$8,072
-1%
$405,426
-36%
2015
$8,123
-3%
$635,192
45%
2019
$8,383
4%
$437,272
-26%
2014
$8,063
1%
$587,001
13%
2013
$8,015
—
$520,949
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 23 Winewood Ct
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- Single Family
- Active
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- Single Family
- Active
- Updated 4 days ago
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- Single Family
- Closed
- 5Beds
- 4Total Baths
- 4,048Sq. Ft.
Co-Listed by Nick Westbrook
23 Winewood Ct, Fort Myers, FL 33919 (MLS# 2026036646) is a Single Family property with 4 bedrooms, 3 full bathrooms and 2 partial bathrooms. 23 Winewood Ct is currently listed for $1,100,000 and was received on August 31, 2026. Want to learn more about 23 Winewood Ct? Do you have questions about finding other Single Family real estate for sale in Fort Myers? You can browse all Fort Myers real estate or contact a Coldwell Banker agent to request more information.