1069 Highlands Dr, Naples, FL 34103
OFF MARKET

1069 Highlands Dr
Naples, FL 34103

  • 4 Beds
  • 2 Baths
  • 1,768 sqft

$565,100

Trulia Estimate
as of Jun 21, 2026
Est. Refi. Payment $3,313/mo*
Refinance Your Home

$565,100

Trulia Estimate
as of Jun 21, 2026
Est. Refi. Payment $3,313/mo*
Refinance Your Home
4 Beds
2 Baths
1,768 sqft

Local Information

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

Description

Income producing duplex in a highly sought after area between 41 and Goodlette Frank Rd centrally located in Naples, and only a block to 41. This duplex has been consistently rented with ease. Each side of this duplex features 2 bedrooms and 1 full bathroom with tile throughout. Both sides have had new kitchens which include cabinets, granite countertops and appliances. The roof was replaced in 2017 along with the water heaters, and the driveway was redone in 2015. The a/c in the front unit is 5 years old and the rear unit is brand new as of Sept of 2020. To top it off, each unit has their own private newly fenced-in areas, and both the insides and outside of the house have been freshly painted. Located in close proximity to shopping, dining, and public transportation. This is truly an investment to look into.
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
No Info
Outdoor
No Info
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 1069 Highlands Dr

Interior Features

Heating & Cooling
Heating: Forced Air, Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile
Interior Details
Ceiling Fan

Property Information

Year Built
Year Built: 1974
Property Type / Style
Property Type: Multi Family

Exterior Features

Exterior Home Features
Exterior: Stucco

Community

Units in Building: 2

Lot Information

Lot Area: 6969 sqft

Price History for 1069 Highlands Dr

DatePriceEventSource
01/14/2026$1,650ListingRemovedNABOR FL #225061509
12/08/2025$1,650PriceChange
NABOR FL #225061509
11/24/2025$1,800Listed For RentNABOR FL #225061509
03/31/2024ListingRemovedSWFLMLS #221013718
10/21/2023ListingRemovedNABOR FL #223075803
10/15/2023$1,950Listed For RentNABOR FL #223075803
08/17/2022$475,000ListingRemovedSWFLMLS #221013718
03/31/2021$475,000Sold
NABOR FL #221013718
02/26/2021$475,000PendingSWFLMLS #221013718
02/22/2021$475,000Listed For SaleSWFLMLS #221013718
12/07/2020$399,000ListingRemovedAgent Provided
11/21/2020$399,000PriceChange
Agent Provided
11/13/2020$419,000PriceChange
Agent Provided
10/12/2020$424,000PriceChange
Agent Provided
07/31/2020$429,000Listed For SaleAgent Provided
11/17/2011$130,900Sold
N/A
11/25/2008$123,000Sold
N/A

Market trends in Naples

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$587K
$1.67KMoM
Sale-to-List Price
95.3%
Price per sq ft
$330
$3MoM
Available listings
5954
639MoM
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Property Tax and Assessment

Year2025
Tax$5,180
Assessment$489,836
Home facts updated by county records

Homeowner tools

Estimated monthly rent$2,134/mo
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Homes for rent near 1069 Highlands Dr

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Comparable Sales for 1069 Highlands Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4533/4535 Boabadilla St, Naples, FL
0.40
Multi-Family Home
$410,000
06/30/25
4
2
1,568
4783 Escobar AVE, Naples, FL
0.61
Multi-Family Home
$605,000
03/12/26
4
2
1,690
4535 Boabadilla St, Naples, FL
0.40
Multi-Family Home
$410,000
07/03/25
-
1,704
3510 and 3512 Sacramento WAY, Naples, FL
1.84
Multi-Family Home
$552,500
09/15/25
4
2
-
1748 Bald Eagle Dr #C, Naples, FL
1.91
Multi-Family Home
$189,900
02/27/26
2
1.5
1,218
2395 Gulf Shore Blvd N, Naples, FL
1.76
Multi-Family Home
$2,650,000
06/04/26
2
2
1,167
11 Bob O Link Ct #A, Naples, FL
1.81
Multi-Family Home
$160,000
06/03/26
1
1
770
7082 Lone Oak Blvd, Naples, FL
3.34
Multi-Family Home
$458,000
06/26/25
3
2
1,489
6524 Ilex Cir, Naples, FL
3.24
Multi-Family Home
$539,000
01/27/26
2
2
1,935
3655 Hibiscus Ave, Naples, FL
4.24
Multi-Family Home
$525,000
09/04/25
4
2
1,450

Nearby homes

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Assigned Schools

These are the assigned schools for 1069 Highlands Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Naples

At least 1692 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

  • 61 % Say streets are well-lit

  • 61 % Say yards are well-kept

  • 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.
  • 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
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  • 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
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  • 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
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  • 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
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  • Lisa Ethier
    "Everyone would love living in my neighborhood it’s beautiful. It’s family oriented. Everyone gets along with everyone."
    0
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Kldaniel29
    "Family neighborhood great place laid back great schools nice place to live but pretty hot. Only set back"
    0
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  • Twalkercillins
    "Mostly retirees. Not a lot of children. Would not recommend for families with young children. Not very walkable."
    0
    Flag
  • Askrodiana
    "The neighborhood is safe for people and dogs to walk. A lot of people do walk their pets each morning and evening. "
    1
    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
  • Jt276297
    "It’s one of the cleanest towns in the United States and has a vast number of culture with in it’s population "
    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
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  • 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
  • Kim
    "Very well kept sidewalks and community areas, yards are well maintained it’s so easily accessible to markets and stores very easy to walk around , biking is also easy to do there are nice friendly people "
    0
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  • Swatson645
    "Very convenient to major roads and businesses but quiet neighborhoods. Love this area! Just beautiful!!!"
    0
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  • H5hnmg992c
    "none. i like that it isn’t gated. its a friendly neighborhood and people are kind. it’s becoming more accessible to food and restaurants"
    2
    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
  • Naplesjan29
    "The school’s are excellent and close by! It’s a very safe and convenient area!!The school bus picks up here daily."
    0
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  • 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
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  • 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
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  • Trulia User
    "Easy commute. Beautiful area to live in. Lovely people, friendly, helpful, very neighborly and close to everything."
    1
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Homes for sale near 1069 Highlands Dr

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Off Market Homes Near 1069 Highlands Dr

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1069 Highlands Dr, Naples, FL 34103 is a 4 bedroom, 2 bathroom, 1,768 sqft multi-family built in 1974. This property is not currently available for sale. 1069 Highlands Dr was last sold on Mar 31, 2021 for $475,000. The current Trulia Estimate for 1069 Highlands Dr is $565,100.