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Property Description
Welcome to this rarely available three-bedroom residence in Courtside! This desirable corner unit offers a combination of space, privacy, and comfortable Florida living. Walk to the club and enjoy all of Wyndemere's amazing amenities and activities. The light-filled interior features an inviting open living and dining area, with sliding glass doors that lead to a private screened lanai. One of the home's special features is the beautifully landscaped outdoor setting, creating a wonderfully secluded atmosphere that feels like your own private backyard. With three-bedroom residences rarely available in Courtside, this property presents an appealing opportunity for those seeking rental potential. Whether as a seasonal getaway, full-time residence, or investment opportunity, this is a special chance to enjoy the Wyndemere lifestyle. Wyndemere, an award-winning Platinum Club of America, offers unmatched amenities, including 27 holes of Arthur Hills golf, 10 HarTru tennis courts, pickleball courts with 165 stadium seating for pro exhibitions, active bocce teams, full croquet, a resort style zero entry pool, golf simulator, putting greens, driving ranges, and 2 pro shops. A full-service spa, salon and state of the art fitness center with a full schedule of group exercise classes and personal training. Enjoy formal dining, as well as indoor/outdoor casual dining at the Tiebreaker, and a lively social schedule of events/parties at the club. Wyndemere, known for its friendly and welcoming membership, is ideally located within minutes to 5th Avenue world class dining, shopping and the spectacular sugar sand Gulf beaches.
Full Property Details
Full Property Details for 404 Courtside Dr #D104
General
- Price: $555,000
- HOA FEE: $741/month
- HOA FEE FREQ.: Quarterly
- Taxes: (2025)
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 226039547
- Updated: Today (11/5/2026)
- Added to Site: Today
Rental Information
- Lease/Rent Term: 30
- Min. Lease (Days): 30
Interior
- Interior Features: Split Bedrooms, Great Room, Built-In Cabinets, Wired for Data, Pantry, Walk-In Closet(s)
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Self-Cleaning Oven, Washer
- Furnished: Yes
- Furnishings: Furnished
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Primary Bathroom: Dual Sinks, Shower Only
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Master BR Ground
Other Rooms
- Dining Room: Dining - Living
Additional Information
- Shared Amenities: Golf Non Equity, Beauty Salon, Bocce Court, Business Center, Clubhouse, Pool, Fitness Center Attended, Full Service Spa, Golf, Hobby Room, Internet Access, Library, Pickleball, Private Membership, Putting Green, Restaurant, Sauna, Shopping, Sidewalks, Street Lights, Tennis Court(s), Golf Course
- Pool: Yes
- Pool Description: Community Lap Pool
- Tennis: Yes
- Security/Safety: Smoke Detector(s), Smoke Detectors
Exterior
- Exterior Features: Storage
- Porch/Patio/Deck: Screened Lanai/Porch
Parking
- Carports: Yes
- Carport Spaces: 1
- Covered Spaces: 1
- Parking Features: 1 Assigned, Covered, Driveway Paved, Detached Carport
Location
- Area: NA16 - Goodlette W/O 75
- County: Collier
- Subdivision: COURTSIDE COMMONS
- Building Name: WYNDEMERE
- Driving Directions: Wyndemere CC is located off of Livingston between Pine Ridge Road and Golden Gate Parkway
- Direction Faces: East
Community
- Association: Yes
- Assoc. Fees Include: Cable TV, Golf Course, Insurance, Internet, Irrigation Water, Maintenance Grounds, Legal/Accounting, Manager, Pest Control Exterior, Reserve, Sewer, Street Lights, Street Maintenance, Trash
- Units Assoc/Comm: 53
- Pets Allowed: Yes
- Number of Pets: 1
- Management Type: Professional
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Electric
- Heating Type: Central Electric
Utilities
- Sewer: Central
- Water: Central
- Cable Available: Yes
- Utility Description: Underground Utilities, Cable Available
Structural Information
- Description/Design: Low Rise (1-3)
- Exterior Const.: Wood Frame, Wood Siding
- Roof: Shingle
- Common Walls: Corner
- Windows: Sliding
- Entry Floor Number: 1
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 1,389
- Sq. Ft. Source: Floor Plan Service
- Living Area: 1,389 Sq. Ft.
- Year Built: 1986
Lot Features
- Property View: Landscaped Area
- Lot Size Source: Property Appraiser Office
- Frontage: Dead End
- Street/Road Desc.: Paved
- Irrigation System: Central
- Lot Features: Zero Lot Line
- Lot Description: Zero Lot Line
Water Features
- Water Front Desc.: None
- Canal Width: None
Financial Considerations
- Association Fee: $2,224
- Assoc Fee Freq.: Quarterly
- Other Assoc Fees: $1,227
- Mand. Club Fee: $14,687
- Mand. Club Fee Freq: Annually
- One Time Club Fee: $160,000
- Other Fee Freq.: Quarterly
- Tax Year: 2025
- Terms: Buyer Finance/Cash
Disclosures and Reports
- Ownership: Condo
- Legal Description: COURTSIDE COMMONS OF WYNDEMERE A CONDOMINIUM BLDG D-104
- Property ID: 28781160005
- Section: 19
- Block: D
- Lot Number: 104
Listed by William Raveis Real Estate
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Schools
Schools serving 404 Courtside Dr #D104
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Poinciana Elementary School, Naples, FL 2825 Airport Rd N, Naples, FL 34105 | PK-5 | 1.4 mi |
Naples High School 1100 Golden Eagle Circle, Naples, FL 34102 | 9-12 | 3.1 mi |
Gulfview Middle School 255 6th Street South, Naples, FL 34102 | 6-8 | 4.3 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 404 Courtside Dr #D104
Date
Details
Price
Change
Source
11/05/2026
Listed
$555,000
85%
MLS
1/25/2022
Sold
$300,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 404 Courtside Dr #D104
Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,601
—
$362,068
3%
2025
$3,601
4%
$351,260
8%
2024
$3,456
10%
$323,970
10%
2023
$3,139
51%
$294,518
75%
2021
$2,084
-11%
$167,929
-9%
2022
$2,349
13%
$184,722
21%
2021
$2,084
20%
$152,663
10%
2019
$1,733
4%
$139,153
4%
2018
$1,674
9%
$133,749
10%
2017
$1,540
1%
$121,590
-5%
2016
$1,531
9%
$128,345
21%
2015
$1,402
23%
$106,257
10%
2014
$1,141
14%
$96,597
10%
2013
$1,004
—
$87,815
—
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 404 Courtside Dr #D104
404 Courtside Dr #D104, Naples, FL 34105 (MLS# 226039547) is a Single Family property with 3 bedrooms and 2 full bathrooms. 404 Courtside Dr #D104 is currently listed for $555,000 and was received on November 05, 2026. Want to learn more about 404 Courtside Dr #D104? Do you have questions about finding other Single Family real estate for sale in Naples? You can browse all Naples real estate or contact a Coldwell Banker agent to request more information.
