301 Courtside DR, Naples, FL 34105
SOLD
APR 29, 2026

$425,600

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,282 sqft

301 Courtside DR, Naples, FL 34105

Est. Refi. Payment $2,682/mo*
Refinance Your Home
Currently Off Market - Sold Apr 29, 2026 for $425,000 (3% below list price)

Home Value

Trulia Estimate
$426K
Since last month
Increased$5K (+1.2%)
Since last year
Increased$33K (+8.2%)
Since last sale
Increased$5K (+1.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +130% in the last 10 years
MonthEstimated value
2026
September 2026$430K
August 2026$425K
July 2026$423K
June 2026$425K
May 2026$424K
April 2026$425K
March 2026$414K
February 2026$413K
January 2026$413K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
203 Courtside DR #B103, Naples, FL
0.02
Condo
$430,000
05/01/26
2
2
1,421
401 Courtside DR #D101, Naples, FL
0.05
Condo
$485,000
05/01/26
2
2
1,282
508 Courtside DR #E203, Naples, FL
0.06
Condo
$480,000
09/10/26
2
2
1,594
200 Wyndemere WAY #B302, Naples, FL
0.15
Condo
$475,000
02/24/26
2
2
1,651
400 Wyndemere WAY #D102, Naples, FL
0.11
Condo
$698,000
03/03/26
2
2
1,786
114 Amblewood LN, Naples, FL
0.13
Condo
$750,000
03/24/26
2
2
1,700
163 Amblewood LN #4-404, Naples, FL
0.16
Condo
$760,000
02/19/26
2
2
1,550

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
204 Courtside DR #B-104, Naples, FL 34105
0.02
$416,800
2
2
1,225
Off Market
203 Courtside DR #B103, Naples, FL 34105
0.02
$430,000
2
2
1,421
Recently Sold
207 Courtside DR #B203, Naples, FL 34105
0.02
$493,700
2
2
1,421
Off Market
406 Courtside DR #D201, Naples, FL 34105
0.05
$414,800
2
2
1,225
Off Market
401 Courtside DR #D101, Naples, FL 34105
0.05
$485,000
2
2
1,282
Recently Sold
506 Courtside DR #E201, Naples, FL 34105
0.04
$440,000
2
2
1,325
For Sale
504 Courtside DR #E104, Naples, FL 34105
0.06
$485,100
3
2
1,351
Off Market
508 Courtside DR #E203, Naples, FL 34105
0.06
$480,000
2
2
1,594
Recently Sold
408 Courtside DR #D203, Naples, FL 34105
0.06
$455,200
2
2
1,450
Off Market
601 Courtside DR #F101, Naples, FL 34105
0.08
$422,400
2
2
1,225
Off Market
104 Courtside DR #A104, Naples, FL 34105
0.05
$446,800
2
2
1,550
Off Market

Local Information

  • Map ViewExplore the area around 301 Courtside DR.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 1985
1,282 sqft
$332/sqft
1 Carport Spaces
HOA $2,508/mo

About this House

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.
301 Courtside DR, Naples, FL 34105 is a 2 bedroom, 2 bathroom, 1,282 sqft condo built in 1985. It last sold for $425,000 on Apr 29, 2026 (3% below the $440,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $425,600.
Last check for updates: about 15 hours ago
Listed by Marybeth Brooks, LLC, (239) 272-6867
William Raveis Real Estate
Bought with: Robin Olson, (239) 370-4123, Coldwell Banker Realty
Originating MLS: Naples
Source: SWFLMLS, MLS#225076196

Home Details for 301 Courtside DR

Interior Features

Interior Details
Number of Rooms: 2Types of Rooms: Bedroom, Dining Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1282 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, WasherDishwasherDisposalDryerLaundry: InsideMicrowaveWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: CommunityNo FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Carpet, Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Floors: Carpet, Tile
View
Has a ViewView: Landscaped Area, Pond
Security
Security: Gated Community

Exterior Features

Exterior Home Features
Roof: ShingleOther Structures: Tennis Court(s), StorageExterior: StorageFoundation: Concrete BlockNo Private Pool
Parking & Garage
Number of Carport Spaces: 1Number of Covered Spaces: 1Has a CarportNo GarageNo Attached GarageParking Spaces: 1Parking: Assigned,Detached Carport
Frontage
Waterfront: NoneRoad Surface Type: PavedNot on Waterfront
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: ResidentialProperty Subtype: CondominiumStructure Type: Apartment, Low Rise (1-3)Architecture: Apartment,Low Rise (1-3)
Building
Building: DSL/Cable AvailableConstruction Materials: Block, StuccoNot a New Construction
Property Information
Parcel Number: 28780720006

Price & Status

Price
List Price: $440,000Price Per Sqft: $332/sqft
Status Change & Dates
Off Market Date: Wed Apr 29 2026

Active Status

MLS Status: Closed

Location

Direction & Address
City: NAPLESCommunity: COURTSIDE COMMONS
School Information
Elementary School: POINCIANA ELEMENTARY SCHOOLJr High / Middle School: GULFVIEW MIDDLE SCHOOLHigh School: NAPLES HIGH SCHOOL

Building

Building Area
Building Area: 1630 Square Feet
Community rooms
Fitness Center

Community

Community Features: Clubhouse, Fitness Center, Golf, Putting Green, Street Lights, Tennis Court(s), GatedNot Senior Community

HOA

Association for this Listing: NaplesHas an HOAHOA Fee: $30,091/Annually

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: 225076196Water ViewWater View: Pond

Additional Information

HOA Amenities: Bocce Court,Clubhouse,Spa/Hot Tub,Fitness Center,Full Service Spa,Golf Course,Library,Pickleball,Putting Green,Sauna,Streetlight,Tennis Court(s)Source Internet Entire Listing Display

Price and Tax history

DateEventPrice
Apr 29, 2026
Source: SWFLMLS #225076196
Sold
$425,000
Jan 28, 2026
Source: SWFLMLS #225076196
Pending
$440,000
Oct 31, 2025
Source: SWFLMLS #225076196
Listed For Sale
$440,000
Jan 2, 2024
Source: N/A
Sold
$415,000
Apr 18, 2019
Source: N/A
Sold
$191,000

Market trends in Naples

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$550K
$18.33KMoM
Sale-to-List Price
95.0%
0.1%MoM
Price per sq ft
$323
$9MoM
Available listings
4452
376MoM

Around this home

What Locals Say about Naples

At least 1698 Trulia users voted on each feature.

  • 86 % Say it's dog friendly

  • 83 % Say car is needed

  • 78 % Say parking is easy

  • 75 % Say it's quiet

  • 69 % Say people would walk alone at night

  • 69 % Say there's holiday spirit

  • 67 % Say there are sidewalks

  • 62 % Say yards are well-kept

  • 61 % Say streets are well-lit

  • 60 % Say they plan to stay for at least 5 years

  • 53 % Say neighbors are friendly

  • 51 % Say there's wildlife

  • 48 % Say kids play outside

  • 47 % Say it's walkable to grocery stores

  • 46 % Say it's walkable to restaurants

  • 39 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Silvia Polgati
    "Is a quiet neighborhood we really enjoy "
    0
    Flag
  • Mfontaine21
    "Many community events at our town center including food trucks, swim and dance parties and weekly bingo"
    0
    Flag
  • Jeff W
    "What an awesome community. From the beach, to the restaurants, the berm, the amenities, people … just love Pelican Bay. "
    1
    Flag
  • Trulia User
    "Safe neighborhoods but be wary of some of the complexes as you move east. Naples is amazing if you do your homework "
    1
    Flag
  • Swatson645
    "There is so much space to walk your dog on nice sidewalks."
    0
    Flag
  • Chad Roberson
    "Quiet, people leave you alone here. No hoa, can expand on your property. Weather is amazing 6-8 months out of the year. You’ll see amazing wildlife everywhere in this area. "
    0
    Flag
  • Jimandhelensimon
    "We have an excellent location to access numerous beaches and have an enormous amount of well landscaped green space. Our pool feels like a resort pool."
    0
    Flag
  • Jarek Przada
    "Bingo, pool gymnastics, potluck, every holiday is celebrated in the community. There are pool parties and grill dinners."
    0
    Flag
  • Jimandhelensimon
    "This is more of a senior community. There are not many families with children here. The greater community is very family oriented."
    0
    Flag
  • James
    "lots of green space in the area and there are dog parks that also can be visited by dog owners and the place is always well groomed"
    1
    Flag
  • Sandra Decain
    "Great friendly people - love the dining access to water amazing weather. Could not ask for more. "
    0
    Flag
  • Michael.mccann
    "Lovely and quiet. Great location with beach and shopping/dining nearby. Homes are well maintained "
    0
    Flag
  • Michelle SanFillipo
    "Great dog parks and open spaces for recreational activities. Safe and secure. Well lit at night. Wide sidewalks and others are respectful of dogs and clean up."
    1
    Flag
  • Cristiano Machado
    "Friendly and safe neighborhood Close to schools, lhospital and grocery stores plus great restaurants and pubs"
    0
    Flag
  • Lisa Ethier
    "Everyone would love living in my neighborhood it’s beautiful. It’s family oriented. Everyone gets along with everyone."
    0
    Flag
  • Brian.bird
    "Fun people and safe gated community with golf and tennis and good food. Homes are nice and the grounds are well kept"
    0
    Flag
  • waterman46
    "Pet friendly all dogs on leashes . We have never had a problem and 99% pick up after their dogs. Just a really nice pet friendly area."
    1
    Flag
  • Jimandhelensimon
    "It’s dog friendly but dogs must be on a leash. The dogs must be twenty pounds or less unless they are an emotional support dog."
    0
    Flag
  • DonnaT
    "Naples is a great place to retire. It is paradise. The cost of living is outrageous but it is worth every penny! "
    0
    Flag
  • Wheeler04
    "The Isles is surrounded by nature with 1/2 of its 2,400 acres dedicated to preserve and waterways. Such a friendly and active community! "
    0
    Flag
  • Airwavessystem
    "I great community to live close to everything shops supermarkets and the beach. 15 minutes to the mall and 5 minutes to the main highway 75 to tampa Orlando or to miami."
    0
    Flag
  • Scottjohnnewhouse
    "I’ve lived in Naples for 33 years. It is growing at an alarming rate but it is such a safe place to live…."
    0
    Flag
  • Trulia User
    "Everyone in Naples is very kind and friendly. The crime rate is very low. It’s a very family friendly city. "
    0
    Flag
  • Eric
    "There are a lot of young families with children out playing with each other. The community center is well equipped with gym equipment and a beautiful pool."
    0
    Flag
  • Oditth Ricardo
    "Peaceful and safe. No issues and no problems most of the time. Great schools. Great place to start a family and raise kids. "
    0
    Flag
  • Jimandhelensimon
    "Beautiful open spaces and amenities. Beaches and large variety of restaurants and entertainment. The shopping is awesome and the people are fun loving."
    0
    Flag
  • Laurel
    "This is a family friendly neighborhood. It is close to the beach, the Greenway, the zoo, parks, theater, shopping, and dining. It’s close to downtown Naples and just a few miles to The Mercato. "
    0
    Flag
  • Nmarranca
    "I am here on vacation and it is a wonderful community. We are in Beachwalk, which is very close to the beach and walking distance and we have a big pool."
    0
    Flag
  • Kldaniel29
    "Family neighborhood great place laid back great schools nice place to live but pretty hot. Only set back"
    0
    Flag
  • Twalkercillins
    "Mostly retirees. Not a lot of children. Would not recommend for families with young children. Not very walkable."
    0
    Flag
  • Mccartneyjosh
    "It is a standard city commute with lengthy traffic lights and moderate to heavy traffic, but generally it is a normal commute "
    0
    Flag
  • Amolter
    "Lake park is close to everything anyone would want. Mall, restaurants, parks, dog park, hospital, grocery store, zoo, move theatre,downtown, boat launch to the bay, and the beach!!"
    0
    Flag
  • Blondbasket
    "Great groups of people live in the area. Everything is relatively easy and close to the house. I know my neighbors and they are so far very helpful and all around happy people. "
    0
    Flag
  • Kim
    "Activities are organized by HOA director they always have lots of activities planned lots of fun "
    0
    Flag
  • Swatson645
    "Very convenient to major roads and businesses but quiet neighborhoods. Love this area! Just beautiful!!!"
    0
    Flag
  • Juntig5
    "Naples is a lovely place, tends to get crowded in the season, nice beaches and the city is clean with lots of restaurants. Pleasant weather. "
    0
    Flag
  • Jkgc11
    "There are Lots of community parks and activities for children. Miles of bike paths. Near the beach. "
    0
    Flag
  • Trulia User
    "Close to the beaches restaurant downtown feel like you on vacation family friendly and pet friendly neighborhood. Very clean and safe. Beautiful area "
    0
    Flag
  • Trulia User
    "Super nice location ! Close to beaches, downtown, everything you might want. Friendly neighbors. Close to restaurants, groceries, cafes. Beautiful homes. Historic homes "
    0
    Flag
  • Trulia User
    "Easy commute. Beautiful area to live in. Lovely people, friendly, helpful, very neighborly and close to everything."
    1
    Flag

LGBTQ Local Legal Protections

The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS. Copyright 2026 Southwest Florida MLS. 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.

Frequently asked questions about 301 Courtside DR

  • What is 301 Courtside DR estimated to be worth?
    Trulia's estimated value for 301 Courtside DR in Naples, FL is $425,600.
  • What is the price history for 301 Courtside DR?
    301 Courtside DR in Naples, FL last sold for $425,000 in April 2026.
  • Is Naples a buyer's or seller's market?
    Naples is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Naples?
    The median sale price in Naples is $550K. That is down $18.33K from the prior month.
  • Does 301 Courtside DR have air conditioning?
    Yes, 301 Courtside DR in Naples, FL has air conditioning.
  • Does 301 Courtside DR have laundry facilities?
    Yes, 301 Courtside DR in Naples, FL has in-unit laundry.

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