301 Courtside Dr

1,282 Sq. Ft.
$343 / Sq. Ft.
1,282
Sq. Ft.
$343
per Sq. Ft.

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.
...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.
  1. Listed by Marybeth Brooks, LLC • William Raveis Real Estate

Property Details for 301 Courtside Drive

Area
NA16 - Goodlette W/O 75
Development
WYNDEMERE
Sub Condo Name
COURTSIDE COMMONS
Waterfront
No
Waterfront Desc
None
View
Landscaped Area, Pond
Furnished Desc
Furnished
LISTING UPDATED: 01/16/2026 12:40 PM

Property Details for 301 Courtside Drive

StatusActive
MLS #225076196
Days on Market79
Taxes$3,556 / year
HOA Fees-
Condo/Co-op Fees$2,224 / quarter
Compass TypeCondo
MLS TypeResidential / Low Rise (1-3)
Year Built1985
CountyCollier County

Location

Listing Courtesy of William Raveis Real Estate, Marybeth Brooks, LLC
Add your commute

Building Information for 301 Courtside Drive

Building/Complex301 Courtside DrFloor-Stories1Residences8Pet Policy-Pet Policy Details-Year Built1985

Payment Calculator

$3,182 per month

30 year fixed, 6.15% Interest

Principal and Interest

$2,144

Property Taxes

$296

HOA Dues

$741

The Payment Calculator is for illustrative purposes only.

Property Information for 301 Courtside Drive

Summary
Location and General Information
  • Amenities: Bocce Court, Clubhouse, Spa/Hot Tub, Fitness Center, Full Service Spa, Golf Course, Library, Pickleball, Putting Green, Sauna, Streetlight, Tennis Court(s)
  • Community Type: Clubhouse, Fitness Center, Golf Course, Putting Green, Street Lights, Tennis, Gated
  • Elementary School: POINCIANA ELEMENTARY SCHOOL
  • Golf Type: Golf Non Equity
  • High School: NAPLES HIGH SCHOOL
  • Middle School: GULFVIEW MIDDLE SCHOOL
  • Pets: With Approval
  • Status Type: Resale Property
  • Property Features: Cable Prewire
Parking
  • Carport Desc: 1 Assigned, Detached Carport
  • Carport Spaces: 1
  • Attached Garage: No
  • Garage Spaces: 0
  • Carport: Yes
  • Covered Spaces: 1
  • Garage: No
  • Total Parking: 1
HOA and Fees
  • HOA Desc: Yes
  • HOA Fee: $.00
  • Condo Fee Freq: Quarterly
  • Condo Fee: $2,224
  • Primary HOA Fee: $1,227
  • Primary HOA Fee Freq: Quarterly
  • Total Annual Recurring Fees: $30,091.00
  • Tax Annual Amount: $3,555.50
Interior and Exterior Features
Interior Features
  • Laundry Features: Laundry in Residence
  • Approx Living Area: 1282.0
  • Living Area Units: Square Feet
  • Bedroom Desc: Split Bedrooms
  • Bedrooms: 2 Bed
  • Dining Description: Dining - Family,Eat-in Kitchen
  • Elevator: None
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Washer
  • Equipment: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Washer
  • Flooring: Carpet, Tile
  • Interior Features: Cable Prewire
  • Spa Features: Community
  • Num Unit Floor: 1
  • Private Pool: No
  • Private Spa: No
  • Room Count: 0
  • Total Floors: 1
  • Baths Full: 2
  • Half Bathrooms: 0
  • Bathrooms Total Decimal: 2.00
  • Bathrooms: 2
  • Bedrooms Total: 2
  • Fireplace: No
  • Foundation Details: Concrete Block
  • View YN: Yes
  • Floor Plan Type: Great Room
  • Additional Rooms: Laundry in Residence
  • Gas: No
Exterior Features
  • Exterior Features: Storage, Tennis Court(s)
  • Exterior Finish: Concrete Block, Stucco
  • Roof: Shingle
  • Storm Protection: None
Property Information
Utilities
  • Cooling: Central Electric
  • Cooling YN: Yes
  • Heat: Central Electric
  • Heating YN: Yes
  • Irrigation: Central
  • Water: Central
Rental
Rental Information
  • Lease Limits YN: Yes
  • Horse: No
  • Lease Term: Buyer Finance/Cash
  • Transfer Fee: $.00
  • Leases Per Year: 4
  • Min Days of Lease: 30

Property History for 301 Courtside Drive

DateEvent & SourcePriceAppreciation
Oct 31, 2025

Listed (Active)

Naples Area Board of REALTORS #225076196

$440,000
Jan 2, 2024

Sold (Public Record)

Public Record #1525874776

$415,000

+17.9% / yr

Apr 17, 2019

Sold (Public Record)

Public Record #643514424

$191,000
DateEvent & SourcePrice
10/31/2025

Listed (Active)

Naples Area Board of REALTORS #225076196

$440,000
01/02/2024

Sold (Public Record)

Public Record #1525874776

$415,000

+17.9% / yr

04/17/2019

Sold (Public Record)

Public Record #643514424

$191,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 301 Courtside Drive

Taxable ValueLand-Additions$348,500Total-
Tax Record2025$3,575 ($298 / month)
Home Facts
Beds0Total Finished SqFt1,225 SqFtAbove Grade Finished SqFt1,225 SqFtStyleCondominiumYear Built1986CountyCOLLIERAPN28780720006

Schools near 301 Courtside Drive

This home is within Collier.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Charter - K to 12
Rating
School
Distance
Poinciana Elementary School
PublicPK to 5

Gulfview Middle School
Public6 to 8

Naples High School
Public9 to 12

Optima Classical Academy
CharterK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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301 Courtside Drive is a condo for sale in Naples, FL 34105. This property was listed for sale on October 31, 2025 by William Raveis Real Estate, it's currently listed at $440,000. It has been on the market for a total of 79 days and was last sold on January 2, 2024. This listing's school district is Collier. Nearby schools include Poinciana Elementary School, Gulfview Middle School and Naples High School. 301 Courtside Drive is a 2-bed, 2-bath, 1,282 sqft condo built in 1985.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of William Raveis Real Estate, Marybeth Brooks, LLC

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2026 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.