1366 Highlands Dr
Naples, FL 34103
- 4 Beds
- 2 Baths
- 1,794 sqft
4 Beds
2 Baths
1,794 sqft
Local Information
-- mins to
Home Highlights
Property Type
Multi-Family
Year Built
1973
Living Area
1,794 sqft
Price/Sqft
$311
About this House
This multi-family home is located at 1366 Highlands Dr, Naples, FL. 1366 Highlands Dr is in Naples, FL and in ZIP code 34103. This property has 4 bedrooms, 2 bathrooms and approximately 1,794 sqft of floor space. This property has a lot size of 7840 sqft and was built in 1973.
1366 Highlands Dr, Naples, FL 34103 is a 4 bedroom, 2 bathroom, 1,794 sqft multi-family built in 1973. It last sold for $234,900 on Apr 5, 2016. It is currently off market. The Trulia Estimate is $558,200, with a rent estimate of $3,094/month.
Home Details for 1366 Highlands Dr
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Levels, Entrance, & Accessibility Stories: 1Floors: Tile |
Interior Details Types of Rooms: Breakfast Nook, Family Room, Laundry RoomCeiling Fan |
Appliances & Utilities DishwasherDisposalDryerMicrowaveRefrigeratorWasher |
Windows, Doors, Floors & Walls Double Paned Windows |
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Exterior Home Features Roof: AsphaltDeckExterior: Shingle, StuccoPatio |
Parking & Garage Parking Spaces: 4Parking: Off Street |
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Year Built Year Built: 1973Year Updated: 2016 |
Property Type / Style Property Type: Multi FamilyArchitecture: Ranch / Rambler |
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Units in Building: 2 |
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Lot Area: 7840 sqft |
Price History for 1366 Highlands Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 04/05/2016 | $234,900 | Sold | Florida Gulf Coast MLS #215073090 |
| 01/06/2014 | $195,000 | Sold | N/A |
| 04/08/2004 | $225,000 | Sold | N/A |
| 12/08/1995 | $90,000 | Sold | N/A |
Market trends in Naples
Last updated June 2026
Avg. sale price
$568K
$19KMoM
Sale-to-List Price
95.2%
0.1%MoM
Price per sq ft
$330
$0MoM
Available listings
5204
766MoM
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $4,268 |
| Assessment | $436,062 |
Home facts updated by county records
Comparable Sales for 1366 Highlands Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.50 | Multi-Family Home | $520,000 | 06/24/26 | 4 | 3 | 1,608 | |
0.63 | Multi-Family Home | $605,000 | 03/12/26 | 4 | 2 | 1,690 | |
0.38 | Multi-Family Home | $1,750,000 | 07/13/26 | 2 | 12 | 1,200 | |
1.58 | Multi-Family Home | $552,500 | 09/15/25 | 4 | 2 | - | |
1.69 | Multi-Family Home | $189,900 | 02/27/26 | 2 | 1.5 | 1,218 | |
1.57 | Multi-Family Home | $1,211,000 | 06/08/26 | 2 | 3 | 1,633 | |
1.58 | Multi-Family Home | $160,000 | 06/03/26 | 1 | 1 | 770 | |
1.90 | Multi-Family Home | $2,650,000 | 06/04/26 | 2 | 2 | 1,167 | |
3.09 | Multi-Family Home | $539,000 | 01/27/26 | 2 | 2 | 1,935 | |
4.09 | Multi-Family Home | $525,000 | 09/04/25 | 4 | 2 | 1,450 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 1366 Highlands Dr.
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.
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