259 Winners Cir. 4 – #226030466

1 / 50

259 Winners Cir. 4, Naples, FL 34112

$369,900 For Sale

2
Beds
2
Baths
1,542
Sq Ft
1981
Built

Price cut $10,000 2 days ago

MLS# 226030466 51 days on market

Fees & taxes

Annual fees
$14,388
One-time fees
$150
Seller’s 2025 taxes
$2,732

Community

Glades

Questions about this home?
Ask about this home or arrange a tour.

Ask about this home

Listing description

**STUNNING 2026 REMODEL – MOVE-IN READY BAYOU MODEL!** Welcome to 259 Winners Circle #4, a beautifully remodeled 2-bedroom, 2-bath Bayou model offering an impressive **1,542 sq. ft. of living space**. Completely updated in 2026, this stylish condo features beautiful gray wood-look luxury vinyl flooring throughout and a bright white kitchen showcasing gorgeous white granite countertops, abundant cabinetry, and convenient under-counter front-loading washer and dryer. The spacious primary suite is a true retreat with a luxurious ensuite bathroom finished in elegant white marble. Enjoy Florida living from the screened lanai, perfect for relaxing and entertaining. Fresh, bright, contemporary and completely **MOVE-IN READY—no renovations needed!** Located in The Glades Golf & Country Club, where residents enjoy two golf courses, pickleball, tennis, bocce, multiple swimming pools, dining and an active social lifestyle—all just minutes from downtown Naples, Fifth Avenue South, shopping, restaurants and the beautiful Gulf beaches. **Offered at $389,900.**

Property details

Building & ownership

Ownership
Condo
Furnishings
Negotiable
Building style
Two Story, Low Rise (1-3)
Floor plan
Great Room, Split Bedrooms
Construction
Concrete Block, Stucco
Roof
Built-Up, Shingle
Lot size
0 acres
Lot description
Zero Lot Line

Interior

Features
Foyer
Flooring
Vinyl
Cooling
Ceiling Fan(s), Central Electric
Additional rooms
Screened Lanai/Porch

Kitchen & dining

Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer

Outdoor & view

View
Landscaped Area
Rear exposure
West
Exterior
Screened Lanai/Porch
Storm protection
Impact Resistant Doors, Impact Resistant Windows

Parking

Garage
No
Car port
No
Spots
0
Description
Common

Pool & spa

Private pool
No
Private spa
No
Community pool
Yes
Pool description
Community

Waterfront

Waterfront
No
Description
None
Gulf access
No
Canal
None
Boat / dock
None

Community amenities

Amenities
Bocce Court, Clubhouse, Pool, Golf Course, Hobby Room, Internet Access, Library, Pickleball, Private Membership, Putting Green, Restaurant, Shuffleboard Court, Streetlight, Tennis Court(s), Car Wash Area
Golf
Golf Bundled
Elevator
None

What the fees cover

Maintenance
Cable, Golf Course, Insurance, Internet/WiFi Access, Irrigation Water, Lawn/Land Maintenance, Legal/Accounting, Manager, Pest Control Exterior, Pest Control Interior, Reserve, Sewer, Street Lights, Trash Removal, Water

Pets & leasing

Pets allowed
Limits
Number allowed
1
Weight limit
25 lbs
Leases per year
3
Minimum lease
30 days
Restrictions
No Commercial, No RV

Additional details

Parcel number
35445560002
Potential short sale
No

Listing last updated November 6, 2026

Listing courtesy of Coffey Real Estate Agency LLC · 239-248-8643

Broker Reciprocity Program

The source of this real property information is the copyrighted and proprietary database compilation of the M.L.S. of Naples, Inc. Copyright 2026 M.L.S. of Naples, Inc. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.

Displayed under License No. SL3295589.

Property taxes for a new owner

Estimated property taxes about $2,100 a year at the county’s value of this home and its 1.05% tax rate, no exemptions applied

That is about the same as the seller’s bill on the county’s 2026 roll.

If you make this home your primary residence, a homestead exemption would lower this figure. If you have also had a Florida homestead in any of the last three years, you may be able to carry up to $500,000 of its capped-value savings to this home, which Florida calls “portability.” Both are applied for with the Property Appraiser by March 1.

How a new owner’s property taxes are set is explained in the Costs & Taxes chapter of the 2027 Naples Buyer’s Guide.

Estimated from the Collier County Property Appraiser’s 2026 value of this home and its tax rate. The county sets a new value each January 1, so a new owner’s first full bill can differ.

Destinations & driving times from 259 Winners Cir. 4

Every destination named here is described in the Destinations chapter of the 2027 Naples Buyer’s Guide.

Driving times are estimated from this home’s location, using OpenStreetMap road data.

Dining & Shopping near 259 Winners Cir. 4 – #226030466, by driving distance
NameMilesETA
Fifth Avenue South 3.8 mi 10 min
Third Street South 4.9 mi 13 min
Coastland Center 5.9 mi 14 min
Venetian Village 8 mi 18 min
Waterside Shops 9 mi 20 min
Galleria Shoppes at Vanderbilt 9.6 mi 21 min
Mercato 11.8 mi 24 min
Coconut Point 22.3 mi 39 min
Miromar Outlets 25.3 mi 39 min
Gulf Coast Town Center 29.6 mi 42 min

Flood zones & evacuation

Two different things, measured by two different agencies. Evacuation zones are about storm surge and who leaves first. Flood zones are FEMA’s insurance rating, and they vary from home to home.

Hurricane evacuation zone

Zone C Collier

Called in the third wave, for stronger storms.

Called firstCalled last
FEMA flood zone

Zone AE

1% annual chance, with a set base flood elevation

The lot is inside a Special Flood Hazard Area, where a federally backed mortgage requires flood insurance.

FEMA flood maps and Collier County Emergency Management. A revised Collier County flood map is in preparation and may change these zones.

A starting point, not a determination. Your lender will require its own flood zone determination before closing, and your insurer will normally require an elevation certificate — a surveyor’s measurement of how high the building actually sits — before quoting. Those documents govern; this does not replace either. Zones can also be amended individually through FEMA.

Flood zones, evacuation, and insurance are explained in the Risk, Resilience & Insurance chapter of the 2027 Naples Buyer’s Guide.

Jeffrey Waldman

Jeffrey Waldman

REALTOR® and Owner, Naples Abodes

Call (239) 450-3763 Text (239) 450-3763

Florida License SL3295589

“Five Stars Plus for Jeff Waldman.”
Julie & Larry Eacott

Ask me about this home

How should I reply?

Schedule a tour of this home

Pick a day and a time that suit you. I will confirm it with you.