1236 Highlands Dr, Naples, FL 34103
Property image
Property image
OFF MARKET

$419,600

Trulia Estimate
as of Sep 16, 2026
  • 2 Beds
  • 1 Bath
  • 945 sqft

1236 Highlands Dr, Naples, FL 34103

Home Highlights

Single-Family Home
945 sqft
$444/sqft
Carport

Local Information

  • Map ViewExplore the area around 1236 Highlands Dr.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Available first week of September for annual rental to a responsible, clean, dependable tenant, preferably someone looking for a long term home. Unfurnished 2 bedroom / 1 bathroom single family home with no HOA. Screened porch, carport and fenced in back yard. Brand new floors in kitchen and living area. Privacy Calusa hedge around most of the property.

$2600.00/ month. First, last and security required. Tenant to pay all utilities. PETS ALLOWED with approval. NO SMOKING!

Great, quiet location, centrally located south of Solana between Goodlette and 41. I am a licensed real estate agent listing my own home.

First, last and security required. AC service contract included in rental. Tenant to pay all utilities. Pets allowed with approval. NO SMOKING!
1236 Highlands Dr, Naples, FL 34103 is a 2 bedroom, 1 bathroom, 945 sqft single-family home. It last sold for $250,000 on Nov 5, 2018 (9,515% above the $2,600 asking price). More recently, it was listed as a rental in August 2026 with an asking price of $2,600 per month. That rental listing was removed on August 27, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $419,600, with a rent estimate of $2,556/month.

Home Details for 1236 Highlands Dr

Interior Features

Heating & Cooling
Heating: CentralAir ConditioningCooling System: Air Conditioner, Central AirHeating Fuel: Central
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Carport Off Street, On Site

Comparable Sales for 1236 Highlands Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1324 Highlands DR, Naples, FL
0.09
Single-Family Home
$495,000
10/21/25
2
2
973 sqft
1389 Sperling Ln, Naples, FL
0.17
Single-Family Home
$455,000
07/14/26
2
2
900 sqft
1336 Highlands DR, Naples, FL
0.09
Single-Family Home
$430,000
04/13/26
3
2
945 sqft
1264 Hilltop Dr, Naples, FL
0.26
Single-Family Home
$425,000
05/07/26
2
1.5
1,056 sqft
1236 Cooper DR, Naples, FL
0.44
Single-Family Home
$470,000
12/10/25
2
1
840 sqft
1138 Hollygate Ln, Naples, FL
0.32
Single-Family Home
$410,000
07/08/26
3
1
1,207 sqft
1097 Sperling AVE, Naples, FL
0.14
Single-Family Home
$540,000
06/12/26
3
2
1,100 sqft
1246 Hilltop DR, Naples, FL
0.26
Single-Family Home
$440,000
10/02/25
3
2
1,080 sqft
1258 Solana Rd, Naples, FL
0.04
Single-Family Home
$725,000
02/20/26
3
2
1,692 sqft
1051 Cypress Woods Dr, Naples, FL
0.26
Single-Family Home
$717,500
04/16/26
2
2
1,360 sqft

Nearby homes

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Rental Market Trends in Naples

Last updated Sep 2026
Trulia Rent Estimate$2,556/mo
Average rent
$5.5K
Available listings
3949
View rental market trends in Naples, FL

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.
  • 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
  • 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
    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

Price and Tax history

DateEventPrice
Aug 27, 2026
Source: Zillow Rentals
ListingRemoved
$2,600
Aug 8, 2026
Source: Zillow Rentals
Listed For Rent
$2,600
Feb 4, 2026
Source: Zillow Rentals
ListingRemoved
$2,500
Jan 29, 2026
Source: Zillow Rentals
PriceChange
$2,500
Price decreased by 7%
Jan 19, 2026
Source: Zillow Rentals
PriceChange
$2,700
Price decreased by 2%

Frequently asked questions about 1236 Highlands Dr

  • What is 1236 Highlands Dr estimated to be worth?
    Trulia's estimated value for 1236 Highlands Dr in Naples, FL is $419,600.
  • What is the price history for 1236 Highlands Dr?
    1236 Highlands Dr in Naples, FL last sold for $250,000 in November 2018.
  • 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 1236 Highlands Dr have air conditioning?
    Yes, 1236 Highlands Dr in Naples, FL has air conditioning.
  • Does 1236 Highlands Dr have laundry facilities?
    Yes, 1236 Highlands Dr in Naples, FL has in-unit laundry.

Homes for rent near 1236 Highlands Dr

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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