23 Winewood Ct, Fort Myers, FL 33919
For Sale $1,100,000
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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.
Built- In Cabinets
Fireplace
Foyer
French Doors
Laundry Tub
Volume Ceiling
Walk- In Closet(s)
Barbecue
Dog Park
Pickleball
Tennis Court(s)
Taxes: $8,541.28
Tax Year: 2025
Master Association Fees: $1,791.00
Association Fee: $1,791.00
Dishwasher
Dryer
Microwave
Refrigerator
Washer
Y
Building Description: Two Story, Single Family
Community Type: Gated
MLS Area: Carillon Woods
Total Square Footage: 6,473
Total Floors: 2
Water: Central
Construction: Wood Frame, Brick, Stucco
Short Sale: No
Date Listed: 2026-08-31 00:00:00
Pool: Y
Pool Description: Below Ground
Furnished: Unfurnished
Parking: Circular Driveway, Attached
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Carpet, Tile, Wood
Roof: Shingle
Heating: Central Electric
Cooling: Ceiling Fan(S), Central Electric
Fireplace: Y
Storm Protection: None
Security: Gated Community
Laundry: Washer/ Dryer Hookup, Laundry In Residence, Laundry Tub
Irrigation: Other
Pets: With Approval
Restrictions: Deeded
Maintenance: Manager, Rec Facilities
Rear Exposure: Sw
Lot Desc.: Cul- De- Sac, Oversize
Amenities: Barbecue, Dog Park, Pickleball, Tennis Court(S)
Listing Courtesy Of: John R. Wood Properties
cookiedouglas@gmail.com
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.
Property Details
Price: $1,100,000
Sq Ft: 5,300
($208 per
sqft)
Bedrooms: 4
Bathrooms: 3
Partial Baths: 2
Unit On Floor: 1
City: Fort Myers
County: Lee
Type: Single Family
Development: Carillon Woods
Acres: 0.4180
Virtual Tour/Floorplan: View
Year Built: 1991
Listing Number: 2026036646
Status Code: A-Active
Taxes: $8,541.28
Tax Year: 2025
Application Fee: $150.00
Garage:
3
/
Y
Furnishings: Unfurnished
Pets Allowed: With Approval
Interior Features:
Built- In Cabinets
Fireplace
Foyer
French Doors
Laundry Tub
Volume Ceiling
Walk- In Closet(s)
Amenities:
Barbecue
Dog Park
Pickleball
Tennis Court(s)
Financial Information:
Taxes: $8,541.28
Tax Year: 2025
Master Association Fees: $1,791.00
Association Fee: $1,791.00
Equipment:
Dishwasher
Dryer
Microwave
Refrigerator
Washer
View:
Y
Additional Information:
Building Description: Two Story, Single Family
Community Type: Gated
MLS Area: Carillon Woods
Total Square Footage: 6,473
Total Floors: 2
Water: Central
Construction: Wood Frame, Brick, Stucco
Short Sale: No
Date Listed: 2026-08-31 00:00:00
Pool: Y
Pool Description: Below Ground
Furnished: Unfurnished
Parking: Circular Driveway, Attached
Garage Description: Y
Garage Spaces: 3
Attached Garage: Y
Flooring: Carpet, Tile, Wood
Roof: Shingle
Heating: Central Electric
Cooling: Ceiling Fan(S), Central Electric
Fireplace: Y
Storm Protection: None
Security: Gated Community
Laundry: Washer/ Dryer Hookup, Laundry In Residence, Laundry Tub
Irrigation: Other
Pets: With Approval
Restrictions: Deeded
Maintenance: Manager, Rec Facilities
Rear Exposure: Sw
Lot Desc.: Cul- De- Sac, Oversize
Amenities: Barbecue, Dog Park, Pickleball, Tennis Court(S)
Map of 23 Winewood Ct, Fort Myers, FL 33919
Listing Courtesy Of: John R. Wood Properties
cookiedouglas@gmail.com