86 2nd Ave S, Naples, FL 34102
OFF MARKET

86 2nd Ave S
Naples, FL 34102

Old Naples
  • 4 Beds
  • 5 Baths
  • 3,754 sqft (on 0.30 acres)

$8,820,500

Trulia Estimate
as of May 29, 2026
Est. Refi. Payment $51,066/mo*

$8,820,500

Trulia Estimate
as of May 29, 2026
Est. Refi. Payment $51,066/mo*
4 Beds
5 Baths
3,754 sqft
(on 0.30 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

This enchanting Old Naples residence located in the beach block is just steps from the renowned sugar sand beaches that make Naples famous. Masterfully restored with modern conveniences with design work done by MHK, the home offers over 4,300 sq. ft. of indoor and outdoor living spaces. This timeless Old Florida style residence with southern exposure, an attached guest suite, pool, and spa, and is surrounded by tropical landscaping. Characterized by extensive millwork throughout, an open floor plan, gourmet kitchen with island, double-sided lower level fireplace, multiple seating areas, and french doors invite the outside in for true Florida living. A master retreat with fireplace, steam shower, and freestanding soaking tub is joined by two additional guest bedrooms, a den (currently utilized as a 5th bedroom) with an attached en-suite bath, and a laundry. The home has an adjoining first-floor guest suite with full kitchen, living area, bedroom, and bathroom. This property is in the perfect location for the buyer who seeks beach block living and the convenience of being in close proximity to the renowned 5th Avenue South, and the many attractions of downtown Naples. A Must See!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Deck, Pool
View
No Info
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 86 2nd Ave S

Interior Features

Heating & Cooling
Heating: Other, GasCooling System: OtherHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Carpet, Hardwood
Interior Details
Types of Rooms: Walk In Closet
Appliances & Utilities
DishwasherDryerMicrowaveWasher
Fireplace & Spa
Hot Tub or Spa

Exterior Features

Exterior Home Features
Roof: Built Up, MetalDeckExterior: Stucco
Pool
Pool
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1956Year Updated: 2000
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.30 acres

Price History for 86 2nd Ave S

DatePriceEventSource
10/29/2020$5,600,000Sold
N/A
10/14/2020$5,795,000PendingAgent Provided
09/18/2020$5,795,000Listed For SaleAgent Provided
08/14/2018$5,300,000ListingRemovedAgent Provided
05/07/2018$5,300,000PriceChange
Agent Provided
02/15/2018$5,600,000Listed For SaleAgent Provided
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Property Tax and Assessment

Year2025
Tax$44,521
Assessment$4,918,717
Home facts updated by county records

Comparable Sales for 86 2nd Ave S

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.14
Single-Family Home
$5,600,000
04/02/26
4
4.5
3,595
0.13
Single-Family Home
$3,750,000
06/16/25
4
3.5
3,094
0.11
Single-Family Home
$6,200,000
02/26/26
4
3
2,387
0.25
Single-Family Home
$4,375,000
11/19/25
4
4
3,570
0.43
Single-Family Home
$6,100,000
10/15/25
4
4
3,818
0.23
Single-Family Home
$10,200,000
06/11/25
4
6
4,531
0.56
Single-Family Home
$5,650,000
07/11/25
4
4.5
3,769
0.42
Single-Family Home
$5,500,000
09/10/25
4
5
3,454
0.35
Single-Family Home
$3,650,000
12/05/25
5
5
4,305
0.56
Single-Family Home
$6,050,000
01/06/26
4
4
3,641

Nearby homes

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Assigned Schools

These are the assigned schools for 86 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."

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86 2nd Ave S, Naples, FL 34102 is a 4 bedroom, 5 bathroom, 3,754 sqft single-family home built in 1956. 86 2nd Ave S is located in Old Naples, Naples. This property is not currently available for sale. 86 2nd Ave S was last sold on Oct 29, 2020 for $5,600,000. The current Trulia Estimate for 86 2nd Ave S is $8,820,500.