East Naples

247 Winners Circle #5

$259,900

● Condo - Off Market

247 Winners Circle #5

Naples, FL 34112

2 Beds

2 Baths

1,542 Ft²

$1,339

Est. Monthly

About This Property

Welcome to 247 Winners Circle #5, a desirable **first-floor Bayou model** offering spacious living and endless potential. This large 2-bedroom, 2-bath condo is ready for **your personal touches** and is just a short walk to one of the Glades' nine sparkling pools. Located in the heart of the **Glades Golf & Country Club**, owners enjoy **bundled golf** on two recently renovated Gordon Lewis–designed courses, **12 pickleball courts**, tennis, bocce, shuffleboard, and an active clubhouse filled with year-round activities. Dine at the on-site **19th Hole Restaurant** or relax knowing you're only **10 minutes from downtown Naples**, 5th Avenue shops, and the white-sand beaches. A fantastic opportunity to create your ideal Florida retreat in one of Naples' most welcoming resort-style communities. Storm shutters on the lanai, AC 2018, HWH 2010.

Unit Size

1,542 Ft²

Days on Market

Land Size

Price per sqft

$169

Property Type

Condo

Property Taxes

$62

HOA Dues

Year Built

Payment Calculator

Cap Rate Calculator

Last updated: 10 months ago ( #225080342)

Price History

Date / Event	Date	Event
Apr 17, 2026	Sold	Premium
Sold
Mar 19, 2026	In contract	-
In contract
Mar 3, 2026	Price Decreased	$239,900 ↓ $5K (2%)
Price Decreased
Jan 27, 2026	Listed by John R Wood Properties	$244,900
Listed by John R Wood Properties

	First floor Bayou Golf Pad in a preferred section of the Glades Golf and Country Club. Spacious, sunny, immaculate. Offered Turnkey furnished. Freshly painted. Built in Bar in dining room. Spacious bedrooms in split floor plan. Master w/ensuite bathroom includes a Large Walk-in Closet. Like having your own private pool, this condo overlooks a quiet pool area for owners and guests. Bundled 70 and 55 par courses, Owners pay no greens fees. Walk or ride either course. Resort style amenities including Clubhouse, hard and grass tennis courts, 9 pools, bocce, shuffle board, Pro-Shop and 19th Hole restaurant. Pickleball courts are amazing and are lit at night. Only 3 miles to 10 miles of Gulf beaches and Old Naples. Private Country Club membership with 2 newly reconstructed 18-hole bundled golf courses.
Jan 21, 2026	No longer available	-
No longer available
Dec 18, 2025	Price Decreased	$259,900 ↓ $10K (3.6%)
Price Decreased
Nov 20, 2025	Listed by Coffey Real Estate Agency LLC	$269,700
Listed by Coffey Real Estate Agency LLC
May 12, 2025	Sold	Premium
Sold
Apr 12, 2025	In contract	-
In contract
Apr 7, 2025	Price Decreased	$229,900 ↓ $40K (14.8%)
Price Decreased
Mar 20, 2025	Listed by Coffey Real Estate Agency LLC	$269,900
Listed by Coffey Real Estate Agency LLC

	Spacious First-Floor Condo in the Glades – Minutes from Naples Beaches! Discover the perfect blend of comfort and resort-style living in this 1,542 sq. ft. Bayou model condo at the Glades Golf & Country Club! Just 10 minutes from Naples' pristine beaches and the vibrant 5th Avenue dining & shopping district, this first-floor, 2-bedroom, 2-bath home offers an unbeatable location. Enjoy a wealth of amenities, including unlimited golf on two stunning courses – the Pines (par 70) and Palmetto (par 55). Stay active with 12 pickleball courts, new Har-Tru tennis courts, bocce, and shuffleboard. Unwind at the 19th Hole restaurant or join in on fun social events like dances, bingo, trivia, and karaoke at the clubhouse. Don’t miss out on this incredible opportunity—schedule your showing today! AC 2108 and HWH 2010 Please note -- the Master Bedroom photo will be staged as the bedroom is currently full of personal items that will be removed from the condo.

Property Highlights

Air Conditioning

Parking Details

Parking Features: Common

Interior Details

Full Bathrooms: 2

Interior Features: Wet Bar, Eat-in Kitchen, Bar, SeparateFormalDiningRoom, ShowerOnly, SeparateShower, SplitBedrooms

Appliances: Dryer, Dishwasher, Disposal, Microwave, Range, Refrigerator, Wine Cooler, Washer

Flooring Type: Laminate, Tile

Exterior Details

Has Property Attached

Square Footage: 1542

Square Footage Source: $0

Security Features: Security Guard

Property Condition: Resale

Architectural Style: TwoStory, LowRise

Year Built: 1981

Waterfront Features: None

Building Area Total: 1642

Levels: Two

Window Features: Sliding, ImpactGlass

Construction Materials: Block, Concrete, Stucco

Patio and Porch Features: Porch, Screened, Lanai

Pool Features: Community

Lot Features: Zero Lot Line

Lot Size Units: Acres

Tax Lot: 2555

Water Source: Public

Financial Details

Tax Annual Amount: $744

Utilities Details

Cooling Type: Central Air, Ceiling Fan(s), Electric

Heating Type: Central, Electric

Sewer : Public Sewer

Location Details

HOA/Condo/Coop Fee Includes: Cable TV, Insurance, Internet, Maintenance Grounds, Pest Control, Sewer, Security, Trash, Water, AssociationManagement, Golf, IrrigationWater, LegalAccounting, ReserveFund, RoadMaintenance, StreetLights

HOA/Condo/Coop Amenities: Clubhouse, Golf Course, Pool, Shuffleboard Court, Tennis Court(s), BocceCourt, Library, Pickleball, PuttingGreens, Restaurant, SeeRemarks, VehicleWashArea

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Comparables

Past Sales

Date	Unit	Beds	Baths	Sqft	Price	Closed	Listed By
20251120 Unit 5 11/20/2025	5	2 Bed	2 Bath	1542 ft²	$269,700 2 Bed 2 Bath 1542 ft²	- -	Kathleen Leavesley Coffey Real Estate Agency LLC
20250320 Unit 5 03/20/2025	5	2 Bed	2 Bath	1542 ft²	$269,900 2 Bed 2 Bath 1542 ft²	$215,000 -20.34% 05/12/2025	Kathleen Leavesley Coffey Real Estate Agency LLC
20120501 Unit 8 05/01/2012	8	2 Bed	2 Bath	1542 ft²	$145,000 2 Bed 2 Bath 1542 ft²	$125,000 -13.79% 06/08/2012	Heather Zurlo John R Wood Properties