444 Pine Ave, Naples, FL 34108
OFF MARKET

$2,181,000

Trulia Estimate
  • 3 Beds
  • 4 Baths
  • 2,421 sqft

444 Pine Ave, Naples, FL 34108

Est. Refi. Payment $13,847/mo*
Refinance Your Home
Currently Off Market - Sold Jul 6, 2011 for $552,500

Home Value

Trulia Estimate
$2.18M
Since last month
Increased$9K (+0.4%)
Since last year
Increased$13K (+0.6%)
Since last sale
Increased$2M (+296.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +78% in the last 10 years
MonthEstimated value
2026
October 2026$2.19M
September 2026$2.2M
August 2026$2.18M
July 2026$2.14M
June 2026$2.17M
May 2026$2.17M
April 2026$2.36M
March 2026$2.34M
February 2026$2.33M
January 2026$2.12M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
9602 Vanderbilt DR, Naples, FL
0.08
Single-Family Home
$1,445,000
12/11/25
3
2.5
2,245
526 94th Ave N, Naples, FL
0.16
Single-Family Home
$334,000
12/03/25
3
3
2,500
570 96th AVE N, Naples, FL
0.21
Single-Family Home
$1,030,000
02/12/26
3
3
2,464
559 93rd AVE N, Naples, FL
0.24
Single-Family Home
$1,365,000
06/18/26
3
3
2,442
550 94th AVE N, Naples, FL
0.21
Single-Family Home
$780,000
01/29/26
3
2
1,834
395 Oak Ave, Naples, FL
0.08
Single-Family Home
$1,800,000
08/03/26
3
2
1,578
9940 Vanderbilt DR, Naples, FL
0.25
Single-Family Home
$1,075,000
12/15/25
3
2
1,832
536 97th AVE N, Naples, FL
0.18
Single-Family Home
$1,418,000
06/03/26
4
3
2,227
596 97th AVE N, Naples, FL
0.29
Single-Family Home
$1,650,000
06/12/26
3
4
2,578
404 Bayside AVE, Naples, FL
0.09
Single-Family Home
$2,600,000
05/15/26
4
4.5
3,026

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
476 Pine AVE, Naples, FL 34108
0.02
$1,650,000
-
-
-
Recently Sold
476 Pine Ave #2, Naples, FL 34108
0.02
-
-
-
-
Off Market
416 Pine Ave, Naples, FL 34108
0.02
$3,187,700
Studio
-
2,209
Off Market
492 Pine Ave, Naples, FL 34108
0.03
$1,709,500
2
2
1,670
Off Market
447 Pine Ave, Naples, FL 34108
0.03
$1,953,500
3
2
1,600
Off Market
433 Pine Ave, Naples, FL 34108
0.04
$2,378,800
Studio
-
3,103
Off Market
479 Pine Ave, Naples, FL 34108
0.04
$2,170,800
3
2
2,400
Off Market
467 Oak Ave, Naples, FL 34108
0.04
$1,751,500
3
3
1,646
Off Market
451 Oak AVE, Naples, FL 34108
0.04
$3,078,400
4
4
2,923
Off Market
451 Oak Ave #30, Naples, FL 34108
0.04
-
-
-
-
Off Market
483 Oak Ave, Naples, FL 34108
0.04
$2,896,000
-
-
-
For Sale
419 Pine AVE, Naples, FL 34108
0.05
$1,843,200
4
4
3,666
Off Market
495 Pine Ave, Naples, FL 34108
0.05
$1,975,800
3
3
1,500
Off Market
435 Oak Ave, Naples, FL 34108
0.05
$1,935,700
4
3
2,400
Off Market
402 Pine Ave, Naples, FL 34108
0.05
$6,119,300
6
8
5,545
Off Market
402 Pine Ave #6, Naples, FL 34108
0.05
-
-
-
-
Off Market
499 Oak Ave, Naples, FL 34108
0.05
$2,281,400
3
2
2,126
Off Market
419 Oak Ave, Naples, FL 34108
0.06
$2,214,900
Studio
-
4,341
Off Market
9560 Vanderbilt DR, Naples, FL 34108
0.06
$3,614,200
4
4.5
3,843
Off Market
9560 Vanderbilt Dr #25, Naples, FL 34108
0.06
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 444 Pine Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1969
2,421 sqft
$901/sqft

About this House

Immaculately kept 3 bedroom with preferred southern exposure! Fabulous handsome double door entry, tile roof (2003), brick paver circular drive and side loading double car garage. Updated and bright kitchen and baths with raised panel cabinetry and granite plus recessed lighting. Custom closets designed for maximum utilization of storage space. Shutters, EXTRA WIDE LOT is fully fenced for ultmate privacey. Lush landscaping also has night lighting accents and a upgraded dock with 10,000 lb lift. (2001) New ac in 2003. The moment you enter this lovely open home you will be drawn to spacious feeling and the expansive screened lanai with the backdrop of the sparkling water. The perfect place to watch the fish jump and the Herons along the water's edge. Hurry, don't delay, priced to sell.
444 Pine Ave, Naples, FL 34108 is a 3 bedroom, 4 bathroom, 2,421 sqft single-family home built in 1969. It last sold for $552,500 on Jul 6, 2011. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,181,000.

Home Details for 444 Pine Ave

Interior Features

Levels, Entrance, & Accessibility
Stories: 1

Property Information

Year Built
Year Built: 1969Year Updated: 1969
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price and Tax history

DateEventPrice
Aug 18, 2011
Source: Agent Provided
ListingRemoved
$687,500
Jul 6, 2011
Source: N/A
Sold
$552,500
May 7, 2010
Source: Agent Provided
Listed For Sale
$687,500
Oct 5, 1999
Source: N/A
Sold
$370,000
Jan 14, 1999
Source: N/A
Sold
$315,000

Market trends in Naples

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$548K
$2KMoM
Sale-to-List Price
95.2%
0.1%MoM
Price per sq ft
$316
$6MoM
Available listings
4372
106MoM
Sourced by Trulia Market Trends

Around this home

What Locals Say about Naples

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 69% say there's holiday spirit
  • 67% say there are sidewalks
  • 53% say neighbors are friendly
Trulia Trick or TreatStart Ghost Hunt
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.
  • Silvia Polgati
    "Is a quiet neighborhood we really enjoy "
    0
    Flag
  • 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. "
    1
    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 "
    1
    Flag
  • Swatson645
    "There is so much space to walk your dog on nice sidewalks."
    0
    Flag
  • 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
  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 444 Pine Ave

  • What is 444 Pine Ave estimated to be worth?
    Trulia's estimated value for 444 Pine Ave in Naples, FL is $2,181,000.
  • What is the price history for 444 Pine Ave?
    444 Pine Ave in Naples, FL last sold for $552,500 in July 2011.
  • Is Naples a buyer's or seller's market?
    Naples is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Naples?
    The median sale price in Naples is $548K. That is down $2K from the prior month.
  • How big is the lot at 444 Pine Ave?
    The lot at 444 Pine Ave in Naples, FL is about 0.23 acres (10,018 sq ft).

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