1358 Highlands Dr, Naples, FL 34103
Property image
Property image
OFF MARKET

$612,000

Trulia Estimate
  • 4 Beds
  • 4 Baths
  • 1,794 sqft

1358 Highlands Dr, Naples, FL 34103

Est. Refi. Payment $3,824/mo*
Refinance Your Home
Currently Off Market - Sold Aug 3, 2020 for $367,500

Home Value

Trulia Estimate
$612K
Since last month
Decreased$17K (-2.7%)
Since last year
Decreased$28K (-4.3%)
Since last sale
Increased$243K (+66.2%)
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 +121% in the last 10 years
MonthEstimated value
2026
September 2026$611K
August 2026$628K
July 2026$611K
June 2026$620K
May 2026$613K
April 2026$651K
March 2026$652K
February 2026$661K
January 2026$626K
2025
2024
2023
2022
2021
2020
2019
2018

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
4538 Boabadilla ST, Naples, FL
0.50
Multi-Family Home
$520,000
06/24/26
4
3
1,608
4783 Escobar AVE, Naples, FL
0.63
Multi-Family Home
$605,000
03/12/26
4
2
1,690
960 Morningside DR, Naples, FL
0.37
Multi-Family Home
$1,750,000
07/13/26
2
12
1,200
265 Colonade Cir, Naples, FL
0.83
Multi-Family Home
$1,259,300
09/01/26
2
3
2,439
400 Misty Pines Cir #103, Naples, FL
1.47
Multi-Family Home
$320,000
08/28/26
3
2
1,367
3115 Gulf Shore Blvd N #704, Naples, FL
1.56
Multi-Family Home
$1,211,000
06/08/26
2
3
1,633
1748 Bald Eagle Dr #C, Naples, FL
1.70
Multi-Family Home
$189,900
02/27/26
2
1.5
1,218
11 Bob O Link Ct #A, Naples, FL
1.59
Multi-Family Home
$160,000
06/03/26
1
1
770
2395 Gulf Shore Blvd N, Naples, FL
1.89
Multi-Family Home
$2,650,000
06/04/26
2
2
1,167
6524 Ilex Cir, Naples, FL
3.10
Multi-Family Home
$539,000
01/27/26
2
2
1,935

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
1324 Highlands DR, Naples, FL 34103
0.03
$479,500
2
2
973
Off Market
1336 Highlands DR, Naples, FL 34103
0.02
$430,000
3
2
945
Recently Sold
1303 Trail Terrace DR, Naples, FL 34103
0.05
$1,054,300
3
2.5
1,338
Off Market
1286 Highlands DR, Naples, FL 34103
0.07
$509,200
2
2
1,388
Off Market
1297 Trail Terrace DR, Naples, FL 34103
0.06
$1,549,000
3
3
2,242
For Sale
1278 Highlands DR, Naples, FL 34103
0.08
$425,000
-
-
-
For Sale
1369 Trail Terrace DR, Naples, FL 34103
0.03
$1,899,000
4
3.5
2,828
For Sale
1378 Highlands DR, Naples, FL 34103
0.02
$576,100
4
-
-
Off Market
1381 Trail Terrace DR, Naples, FL 34103
0.04
$1,870,000
4
3.5
2,828
Recently Sold
1312 Trail Terrace DR, Naples, FL 34103
0.07
$1,590,000
4
3
2,238
For Sale
1366 Trail Terrace DR, Naples, FL 34103
0.06
$470,600
3
2
1,130
Off Market
1301 Solana RD #B-2, Naples, FL 34103
0.11
$444,600
2
2
1,728
Off Market

Local Information

  • Map ViewExplore the area around 1358 Highlands Dr.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1973
1,794 sqft
$341/sqft

About this House

***RARELY AVAILABLE***EACH UNIT OFFERS 1 bedroom & 1 FULL BATH. Investment opportunity in sought after Naples location between 41 and Goodlette Roads. Featuring two-year-old A/C systems, Roof replaced 2019, fresh paint on the exterior, new landscaping package, large common back yard, and ample parking for tenants, this property will have no problem staying rented. Each unit is fully tiled, offering a great room with a separate dining area, full-size laundry room for the property. There is a shortage of rentals in Naples, capitalize on the rental income of this property. Location, Location, just minutes to beaches, shopping & restaurants, A+ school district Seagate, Pine Ridge Middle & Naples High. MOTIVATED SELLER! Currently producing $41,280.00 Gross Rent per Year. These units have plenty of room for improvement. Some light renovations can increase the gross rental income by $15,000.00 per year. 12 Month - Cash Flow available upon request.
1358 Highlands Dr, Naples, FL 34103 is a 4 bedroom, 4 bathroom, 1,794 sqft multi-family built in 1973. It last sold for $367,500 on Aug 3, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $612,000.

Home Details for 1358 Highlands Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Tile
Heating & Cooling
Air ConditioningCooling System: Central

Property Information

Year Built
Year Built: 1973
Property Type / Style
Property Type: Multi Family

Exterior Features

Exterior Home Features
Exterior: Stucco

Community

Units in Building: 4

Lot Information

Lot Area: 7840 sqft

Price and Tax history

DateEventPrice
Aug 3, 2020
Source: N/A
Sold
$367,500
Jun 17, 2020
Source: Agent Provided
Pending
$424,900
May 26, 2020
Source: Agent Provided
PriceChange
$424,900
Price decreased by 3%
Mar 6, 2020
Source: Agent Provided
Listed For Sale
$439,900
Jun 30, 2015
Source: N/A
Sold
$208,000

Market trends in Naples

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$550K
$18.33KMoM
Sale-to-List Price
95.0%
0.1%MoM
Price per sq ft
$323
$9MoM
Available listings
4452
376MoM

Around this home

What Locals Say about Naples

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 1358 Highlands Dr

  • What is 1358 Highlands Dr estimated to be worth?
    Trulia's estimated value for 1358 Highlands Dr in Naples, FL is $612,000.
  • What is the price history for 1358 Highlands Dr?
    1358 Highlands Dr in Naples, FL last sold for $367,500 in August 2020.
  • Is Naples a buyer's or seller's market?
    Naples is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Naples?
    The median sale price in Naples is $550K. That is down $18.33K from the prior month.
  • Does 1358 Highlands Dr have air conditioning?
    Yes, 1358 Highlands Dr in Naples, FL has air conditioning.

Explore by feature - Pet Friendly

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