2909 Leonardo Ave, Naples, FL 34119
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Property image
OFF MARKET

2909 Leonardo Ave
Naples, FL 34119

  • 4 Beds
  • 4 Baths
  • 4,386 sqft

$2,144,900

Trulia Estimate
as of Aug 6, 2026
Est. Refi. Payment $12,757/mo*
Refinance Your Home

$2,144,900

Trulia Estimate
as of Aug 6, 2026
Est. Refi. Payment $12,757/mo*
Refinance Your Home
4 Beds
4 Baths
4,386 sqft

Local Information

  • Map ViewExplore the area around 2909 Leonardo Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2003
Living Area
4,386 sqft
Price/Sqft
$489
Parking
Garage

About this House

Location is everything here like living on your own private oasis. The 7th fairway, pristine lake view w flowing fountain, and infinity screen will start your glorious day, with coffee on your secluded oversized patio. Private iron gates bring you into the enclave of only 60 Olde Cypress finest of the finest estate homes. You will enter the motor court of the paver circular driveway w 3 car garages. This executive home's features are endless, with 22 kw whole house generator, impact windows and doors throughout, newer modern fabulous kitchen with popular white cabinets, integrated Sub Zero refrigerator/freezer, Bosch dishwasher & Super White Dolomite counter tops w/ stylish blue back splash to make even the gourmand happy and ready to start a chef's delight! crown molding, recently a new outdoor kitchen was installed w/ Trident grill, U line outdoor 24" stainless steel refrigerator, Zephyr Cypress Hood, newer (2) 50 gal hot water heaters, newer LG washer & dryer, newer a/c, California closets, custom draperies & Hunter Douglas window treatments, plantation shutters, updated outdoor lighting w/ LED, 90 degree sliders, make this home to be top of your list of a "must see"!!
2909 Leonardo Ave, Naples, FL 34119 is a 4 bedroom, 4 bathroom, 4,386 sqft single-family home built in 2003. It last sold for $1,500,000 on Oct 3, 2020. It is currently off market. The Trulia Estimate is $2,144,900, with a rent estimate of $7,036/month.

Home Details for 2909 Leonardo Ave

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile
Interior Details
Number of Rooms: 2Types of Rooms: Family Room, Pantry
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Hot Tub or Spa
Security
Security System

Exterior Features

Exterior Home Features
Roof: TileDeckExterior: StuccoPatio
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 2003Year Updated: 2003
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 1655 sqft

Building

Fitness & Sports
Tennis Court

Price History for 2909 Leonardo Ave

DatePriceEventSource
10/03/2020$1,500,000Sold
N/A
09/02/2020$1,595,000PendingAgent Provided
03/02/2020$1,595,000Listed For SaleAgent Provided
06/04/2016$1,400,000Sold
N/A
05/04/2015$1,400,000Sold
N/A
04/02/2015$1,449,000PendingAgent Provided
02/02/2015$1,449,000PriceChange
Agent Provided
01/28/2015$1,475,000PriceChange
Agent Provided
11/06/2014$1,499,000PriceChange
Agent Provided
09/12/2014$1,549,000PriceChange
Agent Provided
05/28/2014$1,595,000PriceChange
Agent Provided
03/20/2014$1,649,000Listed For SaleAgent Provided
07/09/2012$1,100,000Sold
N/A
05/05/2012$1,295,000Listed For SaleAgent Provided

Market trends in Naples

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$568K
$19KMoM
Sale-to-List Price
95.2%
0.1%MoM
Price per sq ft
$330
$0MoM
Available listings
5204
766MoM
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Property Tax and Assessment

Year2025
Tax$12,494
Assessment$1,839,259
Home facts updated by county records

Comparable Sales for 2909 Leonardo Ave

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3049 Mona Lisa Blvd, Naples, FL
0.14
Single-Family Home
$2,990,000
01/30/26
4
5
3,823
3324 Atlantic CIR, Naples, FL
0.37
Single-Family Home
$1,260,000
08/08/25
4
4
3,360
3179 Pacific Dr, Naples, FL
0.30
Single-Family Home
$890,000
01/08/26
4
4
3,238
3130 Terramar CT, Naples, FL
0.17
Single-Family Home
$1,175,000
09/23/25
4
3
2,758
7395 Monteverde WAY, Naples, FL
0.30
Single-Family Home
$1,512,500
12/02/25
3
3.5
2,551
7398 Monteverde WAY, Naples, FL
0.34
Single-Family Home
$1,600,000
12/04/25
4
4.5
2,898
2839 Lone Pine LN, Naples, FL
0.13
Single-Family Home
$1,110,000
02/25/26
3
2.5
2,543
2862 Lone Pine LN, Naples, FL
0.21
Single-Family Home
$1,100,000
05/14/26
4
3
2,340
3348 Atlantic CIR, Naples, FL
0.33
Single-Family Home
$997,800
09/16/25
3
3.5
3,064
3105 Terramar DR, Naples, FL
0.23
Single-Family Home
$1,075,000
12/03/25
3
3
2,816

Nearby homes

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Assigned Schools

These are the assigned schools for 2909 Leonardo Ave.
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 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.
  • 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. "
    0
    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 "
    0
    Flag
  • Swatson645
    "There is so much space to walk your dog on nice sidewalks."
    0
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  • 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
  • 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
  • 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

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Homes for sale near 2909 Leonardo Ave

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Off Market Homes Near 2909 Leonardo Ave

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