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$440,000
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Property Description
An Exceptional Location Steps from the Wyndemere Clubhouse! This beautifully maintained first-floor end residence in the desirable Courtside Commons neighborhood offers an ideal blend of comfort, style, and convenience. With two bedrooms, two baths, and water views, the residence is filled with natural light and a warm, welcoming ambiance, perfect for seasonal or year-round living. The kitchen features stainless steel appliances, updated cabinetry, and smooth Corian countertops with generous prep space. A bright breakfast nook and open pass-through to the living room create an easy flow that's ideal for entertaining or relaxed everyday living. Both baths have been thoughtfully updated with modern cabinetry, Corian surfaces, and stylish fixtures for a fresh, contemporary look. Unique wall coverings throughout add character and sophistication, enhancing the home's inviting appeal. Recent building updates include a newer roof and fresh exterior paint. The property also includes a covered carport and private storage for added convenience. Just steps away, Wyndemere's resort-style amenities await: 27 holes of championship golf, tennis, pickleball, bocce, and croquet, along with a state-of-the-art fitness center, spa, resort pool, and a vibrant social scene. Live the Wyndemere lifestyle where every day feels like a getaway.
Full Property Details
Full Property Details for 301 Courtside Dr
General
- Price: $440,000
- HOA FEE: $741/month
- HOA FEE FREQ.: Quarterly
- Taxes: (2024)
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 225076196
- Updated: 1/12/2026
- Added to Site: 77 day(s) ago
Rental Information
- Lease/Rent Term: 30
- Min. Lease (Days): 30
Interior
- Interior Features: Split Bedrooms, Great Room, Wired for Data
- Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Washer
- Furnished: Yes
- Furnishings: Furnished
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Primary Bathroom: Combo Tub And Shower
Bedrooms
- Total Bedrooms: 2
Other Rooms
- Dining Room: Dining - Family, Eat-in Kitchen
- Laundry: Inside
Additional Information
- Shared Amenities: Golf Non Equity, Bocce Court, Clubhouse, Community Spa/Hot tub, Fitness Center Attended, Full Service Spa, Golf, Library, Pickleball, Putting Green, Sauna, Street Lights, Tennis Court(s), Gated, Golf Course, Tennis
- Pool: Yes
- Pool Description: Community Lap Pool
- Tennis: Yes
Exterior
- Exterior Features: Storage
Parking
- Carports: Yes
- Carport Spaces: 1
- Covered Spaces: 1
- Parking Features: 1 Assigned, Detached Carport
Location
- Area: NA16 - Goodlette W/O 75
- County: Collier
- Subdivision: COURTSIDE COMMONS
- Building Name: WYNDEMERE
- Direction Faces: Southwest
School Information
- Elementary School: POINCIANA ELEMENTARY SCHOOL
- Middle School: GULFVIEW MIDDLE SCHOOL
- High School: NAPLES HIGH SCHOOL
Community
- Association: Yes
- Assoc. Fees Include: Cable TV, Internet, Maintenance Grounds, Legal/Accounting, Manager, Pest Control Exterior, Sewer, Trash, Water
- Units Assoc/Comm: 53
- Pets Allowed: Yes
- Management Type: Condo
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Electric
- Heating Type: Central Electric
Utilities
- Sewer: Central
- Water: Central
- Utility Description: Cable Not Available
Structural Information
- Architectural Style: Garden Apt
- Description/Design: Low Rise (1-3)
- Exterior Const.: Concrete Block, Stucco
- Roof: Shingle
- Windows: Casement
- Entry Floor Number: 1
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 1,282
- Sq. Ft. Source: Floor Plan Service
- Living Area: 1,282 Sq. Ft.
- Year Built: 1985
Lot Features
- Property View: Landscaped Area, Pond
- Lot Size Source: Condo Documents
- Street/Road Desc.: Paved
- Irrigation System: Central
Water Features
- Water Front Desc.: None
- Canal Width: None
Financial Considerations
- Other Assoc Fees: $1,227
- Condo Fee: $2,224
- Condo Fee Freq: Quarterly
- Mand. Club Fee: $12,687
- Mand. Club Fee Freq: Annually
- One Time Club Fee: $125,000
- Other Fee Freq.: Quarterly
- One Time Other Fee: $4,000
- Tax Year: 2024
- Terms: Buyer Finance/Cash
Disclosures and Reports
- Ownership: Condo
- Legal Description: COURTSIDE COMMONS OF WYNDEMERE A CONDOMINIUM BLDG C-101
- Property ID: 28780720006
- Section: 19
- Block: C
- Lot Number: 101
Listed by William Raveis Real Estate
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Schools
Schools serving 301 Courtside Dr
School District:Collier County School District
| Name | Grades | Distance |
|---|---|---|
Poinciana Elementary School, Naples, FL 2825 Airport Rd N, Naples, FL 34105 | PK-5 | 1.5 mi |
Naples High School 1100 Golden Eagle Circle, Naples, FL 34102 | 9-12 | 3.2 mi |
Gulfview Middle School 255 6th Street South, Naples, FL 34102 | 6-8 | 4.4 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 301 Courtside Dr
Date
Details
Price
Change
Source
10/31/2025
Listed
$440,000
6.02%
MLS
1/02/2024
Sold
$415,000
—
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 301 Courtside Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,575
1%
$348,500
1%
2024
$3,556
37%
$344,825
69%
2023
$2,600
25%
$204,210
21%
2021
$2,084
-12%
$168,768
-9%
2022
$2,357
13%
$185,645
21%
2021
$2,084
126%
$153,425
48%
2019
$922
2%
$103,558
2%
2018
$901
3%
$101,627
2%
2017
$878
4%
$99,537
2%
2016
$842
—
$97,490
1%
2015
$846
29%
$96,812
1%
2014
$657
1%
$96,044
1%
2013
$652
—
$94,625
—
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 301 Courtside Dr
301 Courtside Dr, Naples, FL 34105 (MLS# 225076196) is a Single Family property with 2 bedrooms and 2 full bathrooms. 301 Courtside Dr is currently listed for $440,000 and was received on October 31, 2025. Want to learn more about 301 Courtside Dr? 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.

