443 2nd Ave S, Naples, FL 34102
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OFF MARKET

443 2nd Ave S
Naples, FL 34102

Old Naples
  • 3 Beds
  • 3.5 Baths
  • 2,180 sqft

$2,669,500

Trulia Estimate
as of Aug 6, 2026
Est. Refi. Payment $15,858/mo*
Refinance Your Home

$2,669,500

Trulia Estimate
as of Aug 6, 2026
Est. Refi. Payment $15,858/mo*
Refinance Your Home
3 Beds
3.5 Baths
2,180 sqft

Local Information

  • Map ViewExplore the area around 443 2nd Ave S.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Condo
Year Built
1999
Living Area
2,180 sqft
Price/Sqft
$1,225
Parking
Garage

About this House

Exceptional & quintessential Old Naples villa on a quiet street in the heart of town only a 5-min walk to 5th Ave South and a 6-min walk to the beach. Enjoy your saltwater private pool with southern exposure, a 2-car garage & 2180 SF of living space including 3 bedrooms, a den & 3.5 baths. Main house features living over 2 levels with ground floor open plan living w/ French doors to the pool. Upstairs is the 2nd bedroom, laundry, den & master suite with vaulted ceilings, balcony, large walk-in closet & a luxurious master bath with a skylight. The 3rd bedroom cabana overlooks the pool and is perfect for guests with a full bathroom. Attractive finishes include imported Italian stone tile countertops/backsplash/flooring, venetian plaster as well as wide-plank oak hardwood floors. Other highlights: stairwell skylight, plantation shutters & propane for quickly heating the pool & gas cooking. This charming villa lives like a single family with the convenience of a condo. Tile roof/skylights/gutters will be replaced & exterior will be painted in 2021. Coveted location within Old Naples w/ minimal traffic as 2nd Ave S does not connect to US-41 & property is on higher ground in the X-zone.
443 2nd Ave S, Naples, FL 34102 is a 3 bedroom, 4 bathroom, 2,180 sqft condo in Old Naples, built in 1999. It last sold for $2,195,000 on Mar 15, 2021. More recently, it was listed as a rental in August 2020 with an asking price of $16,000 per month. That rental listing was removed on September 16, 2020. It is currently off market. The Trulia Estimate is $2,669,500, with a rent estimate of $24,658/month.

Home Details for 443 2nd Ave S

Interior Features

Heating & Cooling
Heating: Other, GasAir ConditioningCooling System: WallHeating Fuel: Other
Interior Details
Types of Rooms: Walk In Closet
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Property Information

Year Built
Year Built: 1999Year Updated: 1999
Property Type / Style
Property Type: Condo

Exterior Features

Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 3049 sqft

Price History for 443 2nd Ave S

DatePriceEventSource
03/12/2024ListingRemovedSWFLMLS #221010475
08/16/2022$2,145,000ListingRemovedSWFLMLS #221010475
03/15/2021$2,195,000Sold
N/A
02/12/2021$2,145,000PendingSWFLMLS #221010475
02/10/2021$2,145,000Listed For SaleSWFLMLS #221010475
09/16/2020$16,000ListingRemovedAgent Provided
08/28/2020$16,000Listed For RentAgent Provided
05/08/2014$1,340,000Sold
N/A
06/06/2013$1,250,000Sold
N/A
02/04/2008$1,200,000Sold
N/A
11/15/1999$401,900Sold
N/A

Market trends in Old Naples

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

Year2025
Tax$19,516
Assessment$2,187,600
Home facts updated by county records

Comparable Sales for 443 2nd Ave S

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
425 2nd Ave S, Naples, FL
0.02
Condo
$3,050,000
04/27/26
3
3.5
2,208
364 5th ST S #102, Naples, FL
0.16
Condo
$2,350,000
03/05/26
3
3
2,631
411 6th St S #202, Naples, FL
0.25
Condo
$2,475,000
03/13/26
3
3
2,293
477 3rd AVE S #2, Naples, FL
0.08
Condo
$3,975,000
07/10/26
3
3.5
2,563
180 6th AVE S #3, Naples, FL
0.41
Condo
$2,195,000
08/07/25
4
3.5
2,446
417 4th AVE S #301, Naples, FL
0.15
Condo
$2,650,000
11/20/25
4
3.5
2,650
281 4th ST S #101, Naples, FL
0.09
Condo
$1,600,000
04/28/26
3
2
1,650
201 8TH ST S #206, Naples, FL
0.33
Condo
$2,500,000
03/20/26
3
3.5
1,942
359 2nd ST S, Naples, FL
0.25
Condo
$1,730,000
08/12/25
3
2.5
1,682
201 8th ST #301, Naples, FL
0.33
Condo
$2,500,000
12/09/25
3
3.5
1,939

Nearby homes

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Assigned Schools

These are the assigned schools for 443 2nd Ave S.
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Neighborhood Overview

Old Naples
See Local Highlights
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."
    0
    Flag
  • Trulia User
    "I see dogs being walked daily. Dogs are friendly, well behaved and cared for. People pick up after their dogs."
    0
    Flag
  • Trulia User
    "There is live music almost every night, amazing festivals in the park, close to the beach and most restaurants."
    0
    Flag
  • Trulia User
    "Community and commercial establishments are very dog friendly…….they would not like the amount of cars on the roads"
    1
    Flag
  • 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."
    14
    Flag
  • 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."
    10
    Flag
  • 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. "
    8
    Flag
  • cwagon
    "Live nearby and have visited often. Great spot to enjoy the Jul 4th fireworks from the Naples pier, just a few blocks away."
    2
    Flag

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Homes for sale near 443 2nd Ave S

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Off Market Homes Near 443 2nd Ave S

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