295 2nd Ave S, Naples, FL 34102
Property image
Property image
OFF MARKET

295 2nd Ave S
Naples, FL 34102

Old Naples
  • Studio
  • 1,802 sqft

$4,968,600

Trulia Estimate
as of Jul 8, 2026
Est. Refi. Payment $29,058/mo*

$4,968,600

Trulia Estimate
as of Jul 8, 2026
Est. Refi. Payment $29,058/mo*
Studio
1,802 sqft

Local Information

  • Map ViewExplore the area around 295 2nd Ave S.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Identified as the catalyst for the Cottage Renaissance of Old Naples, this extensively and meticulously renovated historic residence expertly achieves the oft imitated, but never duplicated balance of fusing the nostalgia of vintage architecture with modern relevant design. With 4 bedrooms and 4.5 baths and thoughtful interior finishes including antique weathered Oak flooring, 16 foot vaulted, sky-lit ceilings and accents of pristine reclaimed Cypress, each of the spaces combine to yield a cohesive canvas as well suited for a private retreat and effortless entertaining. The picturesque outdoor living space is flanked by a spacious guest cottage featuring a full kitchen with gas cook-top and Subzero appliances, dining and family rooms, and an en-suite master; affording the ultimate in privacy for owners and guests. With a location in the heart of the sophisticated 3rd Street District, just a short stroll from the acclaimed crystalline beaches of The Gulf and the myriad shopping, dining and cultural offerings of downtown, it becomes immediately apparent that this property presents so much more than a luxury home, but the very embodiment of the highly coveted Old Naples lifestyle.
295 2nd Ave S, Naples, FL 34102 is a studio, 1,802 sqft single-family home in Old Naples, built in 1935. It last sold for $3,500,000 on Mar 30, 2015. It is currently off market. The Trulia Estimate is $4,968,600, with a rent estimate of $6,802/month.

Home Highlights

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

Home Details for 295 2nd Ave S

Interior Features

Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Hot Tub or Spa

Property Information

Year Built
Year Built: 1935
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
Deck
Pool
Pool

Lot Information

Lot Area: 10018 sqft

Price History for 295 2nd Ave S

DatePriceEventSource
03/30/2015$3,500,000Sold
N/A
02/16/2012$2,600,000Sold
N/A
10/21/2010$780,000Sold
N/A

Market trends in Old Naples

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$857K
$41.33K
MoM
Sale-to-List Price
—
Price per sq ft
$817
$17
MoM
Available listings
200
27
MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$30,764
Assessment$3,769,335
Home facts updated by county records

Comparable Sales for 295 2nd Ave S

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.09
Single-Family Home
$2,600,000
11/06/25
3
2
1,076
0.16
Single-Family Home
$3,650,000
12/05/25
5
5
4,305
0.36
Single-Family Home
$3,600,000
11/19/25
3
2
1,521
0.10
Single-Family Home
$6,200,000
02/26/26
4
3
2,387
0.10
Single-Family Home
$4,375,000
11/19/25
4
4
3,570
0.08
Single-Family Home
$4,400,000
01/15/26
-
2,932
0.06
Single-Family Home
$5,600,000
04/02/26
4
4.5
3,595
0.27
Single-Family Home
$5,500,000
09/10/25
4
5
3,454
0.46
Single-Family Home
$2,800,000
07/16/25
3
2.5
2,702
0.63
Single-Family Home
$2,650,000
09/24/25
3
3
2,029

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 295 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

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

Explore by feature - Garage

Explore by feature - Air Conditioning

Explore by feature - Pool

Explore by feature - Washer/dryer

Explore by feature - Outdoor Space

Homes for sale near 295 2nd Ave S

Skip to last item
Skip to first item

Off Market Homes Near 295 2nd Ave S

Skip to last item
Skip to first item