$1,100,000
4 Bed Pool Home for Sale in Carillon Woods
23 Winewood Court, Fort Myers, FL, 33919
About this home
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
- Type
- SingleFamilyResidence
- Year built
- 1991
- Interior
- 5,300 sqft
- Lot size
- 18,208.08 sqft
- Acreage
- 0.42 acres
- Garage
- 3 car
- Days on market
- 0
- Total association fees
- $1,791/yr (~$149/mo)
- CDD
- None
- Est. taxes (1.4%)
- $15,400/yr
- Flood zone (area est.)
- No · Low risk (X)
- Storm protection
- None listed
- Exposure
- Southwest
- Waterfront
- No
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- Yes
- Spa
- No
- Natural gas
- No
- Water
- Public
- Sewer
- Public Sewer
- New construction
- No
- Pets
- Call, Conditional
- County
- Lee
Total association fees sums the core association dues the MLS feed provides (HOA, condo/master association, and land lease), normalized to a yearly figure. These are separate from and additional to specialty charges, mandatory club or food-and-beverage minimums, special assessments, and rec-lease fees, which the IDX feed does not carry. Always confirm the full fee schedule with the HOA or listing agent.
Maintenance included in the fee
What the association dues cover, per the MLS. Confirm the full schedule with the HOA.
Amenities
Flood risk shown is an area-level estimate and can differ from a specific unit's actual FEMA designation (which varies by structure and elevation). Look up this address on the FEMA Flood Map and verify with a licensed insurance agent before relying on it.
We rate a home against recently SOLD homes within ~1 mile that match on size, beds/baths, and age. This home doesn't have enough close comparables in the last 12 months for a reliable read, ask Rick for a personalized CMA.
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Market trends, Fort Myers
Median of closed MLS sales each month over the available window. Months with too few sales are omitted; the range extends automatically as more sales close.
Live area medians from the MLS · see all listings. Indicative, not an appraisal.
The good, the trade-offs & the location
- Lower flood risk (zone X)
- Private pool
- 3-car garage
- Built 1991 — pre-2002 construction may carry older wind codes and higher insurance
Straight-line distances to major SWFL amenities, approximate; actual drive times vary.
Nearby schools
Get more information on their programs, scores, and extracurriculars on each school's page · browse the full schools directory.
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Listing information is provided in part by the Florida Gulf Coast Multiple Listing Service (MLS) through its Broker Reciprocity / Internet Data Exchange (IDX) program. Properties displayed may be listed by brokerages other than SWFL Relocation Team. Data is deemed reliable but is not guaranteed accurate by the MLS or this brokerage and should be independently verified. Fees, flood zones, taxes, square footage, and school assignments are estimates from the feed and must be confirmed. © 2026 SWFL Relocation Team. All rights reserved.