5959 Trophy Dr #2103, Naples, FL 34110
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Property image
OFF MARKET

5959 Trophy Dr #2103
Naples, FL 34110

  • 3 Beds
  • 3 Baths
  • 2,686 sqft

$802,300

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $4,751/mo*
Refinance Your Home

$802,300

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $4,751/mo*
Refinance Your Home
3 Beds
3 Baths
2,686 sqft

Local Information

  • Map ViewExplore the area around 5959 Trophy Dr #2103.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This condo is located at 5959 Trophy Dr #2103, Naples, FL. 5959 Trophy Dr #2103 is in Naples, FL and in ZIP code 34110. This property has 3 bedrooms, 3 bathrooms and approximately 2,686 sqft of floor space. This property has a lot size of 0.52 acres and was built in 2000.
5959 Trophy Dr #2103, Naples, FL 34110 is a 3 bedroom, 3 bathroom, 2,686 sqft condo built in 2000. It last sold for $425,000 on Jun 25, 2013. It is currently off market. The Trulia Estimate is $802,300, with a rent estimate of $6,053/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 5959 Trophy Dr #2103

Interior Features

Levels, Entrance, & Accessibility
Stories: 2ElevatorGated Entry
Fireplace & Spa
Hot Tub or Spa

Exterior Features

Exterior Home Features
Roof: TileExterior: Cement Concrete, CompositionPatioPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2000Year Updated: 2000
Property Type / Style
Property Type: CondoArchitecture: Spanish

Community

Units in Building: 4

Lot Information

Lot Area: 0.52 acres

Building

Fitness & Sports
Basketball CourtTennis Court
Community rooms
Fitness Center
Pool
Sauna

Additional Information

Fifty Five Plus Active CommunitySport Court

Price History for 5959 Trophy Dr #2103

DatePriceEventSource
06/25/2013$425,000Sold
N/A
12/07/2000$329,200Sold
N/A

Market trends in Naples

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$587K
$1.67KMoM
Sale-to-List Price
95.3%
Price per sq ft
$330
$3MoM
Available listings
5954
639MoM
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Property Tax and Assessment

Year2025
Tax$3,666
Assessment$653,688
Home facts updated by county records

Comparable Sales for 5959 Trophy Dr #2103

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6035 Trophy Dr #103, Naples, FL
0.02
Condo
$660,000
02/11/26
3
3
2,686
5963 Trophy DR #2003, Naples, FL
0.09
Condo
$745,000
02/17/26
3
3
2,686
5979 Trophy DR #1604, Naples, FL
0.16
Condo
$685,000
10/09/25
3
3
2,686
5994 Trophy DR #1203, Naples, FL
0.20
Condo
$700,000
08/07/25
3
3
2,686
6009 Trophy DR #802, Naples, FL
0.14
Condo
$540,000
04/16/26
3
2
2,109
5967 Sand Wedge LN #101, Naples, FL
0.07
Condo
$415,000
03/09/26
2
2
1,478
5994 Trophy DR #1202, Naples, FL
0.20
Condo
$640,000
12/16/25
3
2
2,160
5963 Sand Wedge LN #201, Naples, FL
0.10
Condo
$445,000
01/12/26
2
2
1,449
5959 Sand Wedge LN #406, Naples, FL
0.12
Condo
$404,900
12/04/25
2
2
1,490
5963 Sand Wedge LN #207, Naples, FL
0.10
Condo
$350,000
02/19/26
2
2
1,540

Nearby homes

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Assigned Schools

These are the assigned schools for 5959 Trophy Dr #2103.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Naples

At least 1693 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.
  • 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
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  • 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
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  • Jarek Przada
    "Bingo, pool gymnastics, potluck, every holiday is celebrated in the community. There are pool parties and grill dinners."
    0
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  • Jimandhelensimon
    "This is more of a senior community. There are not many families with children here. The greater community is very family oriented."
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Kldaniel29
    "Family neighborhood great place laid back great schools nice place to live but pretty hot. Only set back"
    0
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  • Twalkercillins
    "Mostly retirees. Not a lot of children. Would not recommend for families with young children. Not very walkable."
    0
    Flag
  • Askrodiana
    "The neighborhood is safe for people and dogs to walk. A lot of people do walk their pets each morning and evening. "
    1
    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
  • Jt276297
    "It’s one of the cleanest towns in the United States and has a vast number of culture with in it’s population "
    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
  • Kim
    "Very well kept sidewalks and community areas, yards are well maintained it’s so easily accessible to markets and stores very easy to walk around , biking is also easy to do there are nice friendly people "
    0
    Flag
  • Swatson645
    "Very convenient to major roads and businesses but quiet neighborhoods. Love this area! Just beautiful!!!"
    0
    Flag
  • H5hnmg992c
    "none. i like that it isn’t gated. its a friendly neighborhood and people are kind. it’s becoming more accessible to food and restaurants"
    2
    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
  • Naplesjan29
    "The school’s are excellent and close by! It’s a very safe and convenient area!!The school bus picks up here daily."
    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

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Homes for sale near 5959 Trophy Dr #2103

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Off Market Homes Near 5959 Trophy Dr #2103

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