447 2nd Ave S, Naples, FL 34102
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Property image
OFF MARKET

447 2nd Ave S
Naples, FL 34102

Old Naples
  • 4 Beds
  • 4 Baths
  • 2,208 sqft

$2,547,700

Trulia Estimate
as of Aug 6, 2026
Est. Refi. Payment $15,137/mo*

$2,547,700

Trulia Estimate
as of Aug 6, 2026
Est. Refi. Payment $15,137/mo*
4 Beds
4 Baths
2,208 sqft

Local Information

  • Map ViewExplore the area around 447 2nd Ave S.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1999
Living Area
2,208 sqft
Price/Sqft
$1,154
Parking
Garage

About this House

Pristine Naples retreat in a perfect Olde Naples location! 3 Bedroom Villa with a courtyard pool featuring a cabana with a 1 bedroom suite for visitors, in-laws or a nanny for the children. Charming Italian architecture, plantation shutters, crown molding, French doors & coastal decor is sure to please any resident or guest. 4 blocks to the white sandy beaches and miles of beautiful Naples coastline, and only 3 blocks to 5th Avenue South for shopping, dining or just enjoying the downtown ambiance. Naples Pier, 3rd Street South, art galleries, festivals, musical entertainment & a tennis program at Cambier Park, all within walking distance from this very well-equipped home for your winter holiday. Plenty of space to entertain family and friends. The master suite and 2 guest bedrooms are located on the second level. A spacious 2 car garage and bicycles are provided for your exercise, or pleasant ride to the ice cream shop!
447 2nd Ave S, Naples, FL 34102 is a 4 bedroom, 4 bathroom, 2,208 sqft multi-family in Old Naples, built in 1999. It last sold for $1,600,000 on Aug 7, 2017. More recently, it was listed as a rental in August 2017 with an asking price of $15,000 per month. That rental listing was removed on April 17, 2018. It is currently off market. The Trulia Estimate is $2,547,700, with a rent estimate of $3,619/month.

Home Details for 447 2nd Ave S

Exterior Features

Exterior Home Features
Roof: TileExterior: StuccoPorch
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1999Year Updated: 1999
Property Type / Style
Property Type: Multi Family

Rental Terms, Policies & Fees

Furnished

Interior Features

Interior Details
Types of Rooms: Walk In ClosetCeiling Fan
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Heating & Cooling
Air ConditioningCooling System: Central
Levels, Entrance, & Accessibility
Floors: Hardwood

Community

Units in Building: 1

Lot Information

Lot Area: 3049 sqft

Price History for 447 2nd Ave S

DatePriceEventSource
04/17/2018$16,000ListingRemovedAgent Provided
01/04/2018$16,000PriceChange
Agent Provided
08/07/2017$1,600,000Sold
N/A
08/05/2017$15,000Listed For RentAgent Provided
07/17/2017$1,699,000PendingToActiveAgent Provided
07/17/2017$1,699,000PendingAgent Provided
06/05/2017$1,699,000PriceChange
Agent Provided
06/05/2017$15,000ListingRemovedAgent Provided
06/03/2017$15,000Listed For RentAgent Provided
04/26/2017$1,749,000PriceChange
Agent Provided
03/02/2017$15,000ListingRemovedAgent Provided
01/18/2017$15,000Listed For RentAgent Provided
05/23/2016$15,000ListingRemovedAgent Provided
04/23/2016$1,795,000Listed For SaleAgent Provided
05/30/2015$15,000Listed For RentAgent Provided
05/19/2015$1,550,000Sold
N/A
11/02/2011$875,000Sold
N/A
12/30/2010$1,100,000Sold
N/A
10/19/2006$1,495,000Sold
N/A
01/11/2006$1,495,000Sold
N/A
03/02/2004$775,000Sold
N/A
12/21/1999$410,000Sold
N/A
11/17/1997$500,000Sold
N/A
07/05/1996$530,000Sold
N/A

Market trends in Old Naples

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$782K
$75K
MoM
Sale-to-List Price
—
Price per sq ft
$815
$3
MoM
Available listings
166
34
MoM
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Property Tax and Assessment

Year2025
Tax$17,229
Assessment$2,187,600
Home facts updated by county records

Comparable Sales for 447 2nd Ave S

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.40
Multi-Family Home
$2,150,000
09/02/25
4
3
2,170
0.34
Multi-Family Home
$30,000
11/24/25
2
2
1,016
0.84
Multi-Family Home
$695,000
06/17/26
2
2
900
1.47
Multi-Family Home
$625,000
06/05/26
4
2
-
2.05
Multi-Family Home
$1,725,000
05/28/26
8
6
3,778
1.63
Multi-Family Home
$560,000
11/24/25
3
3
-
1.76
Multi-Family Home
$385,000
02/13/26
2
2
1,550
2.41
Multi-Family Home
$525,000
09/04/25
4
2
1,450
2.40
Multi-Family Home
$525,000
09/04/25
4
2
1,450
1.88
Multi-Family Home
$440,000
06/10/26
2
1
560

Nearby homes

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Assigned Schools

These are the assigned schools for 447 2nd Ave S.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Old Naples

At least 49 Trulia users voted on each feature.
  • 91 % Say people would walk alone at night

  • 83 % Say it's walkable to restaurants

  • 81 % Say it's dog friendly

  • 77 % Say it's quiet

  • 76 % Say car is needed

  • 71 % Say there are sidewalks

  • 69 % Say they plan to stay for at least 5 years

  • 68 % Say there's holiday spirit

  • 66 % Say streets are well-lit

  • 65 % Say parking is easy

  • 61 % Say yards are well-kept

  • 51 % Say it's walkable to grocery stores

  • 46 % Say there are community events

  • 40 % Say neighbors are friendly

  • 35 % Say kids play outside

  • 34 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Old Naples is a hotspot for warm weather, beautiful beaches, great restaurants and shopping and the ARTS and tennis/pickleball nuts! A perfect place to retire."
  • Trulia User
    "I see dogs being walked daily. Dogs are friendly, well behaved and cared for. People pick up after their dogs."
  • Trulia User
    "There is live music almost every night, amazing festivals in the park, close to the beach and most restaurants."
  • Trulia User
    "Community and commercial establishments are very dog friendly…….they would not like the amount of cars on the roads"
  • Michelle
    "The town is visually beautiful. We have everything here that a large city would have in a very small town. What more could anyone ask for."
  • Mark W.
    "Olde Naples is a unique area because you have the beach so close and yet you can walk to shopping, great dining, parks and more. I sound like an advertisement for Old Naples, but it's really true!!! It doesn't get any cleaner and low crime that downtown Naples."
  • raytesta
    "We love this house and grounds. You can walk to the beach and the main street with ease. The beaches are beautiful and the whole area is cosmopolitan yest it has a small town feel. There are great restaurants localy and in the nearby Mercato shopping and nightlife area. "
  • cwagon
    "Live nearby and have visited often. Great spot to enjoy the Jul 4th fireworks from the Naples pier, just a few blocks away."

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 447 2nd Ave S

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Off Market Homes Near 447 2nd Ave S

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