33 Henderson Dr, Naples, FL 34114
Property image
Property image
FOR SALE
FOR SALE BY OWNER

$265,000

Original price: $275,000
  • 2 Beds
  • 2 Baths
  • 1,330 sqft

33 Henderson Dr, Naples, FL 34114

Est. Mortgage $1,672/mo*
Get Pre-Qualified

Home Highlights

Single-Family Home
Built in 1983
$199/sqft

Local Information

  • Map ViewExplore the area around 33 Henderson Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Welcome to this beautifully renovated 2 bedroom, 2 bath single family home with a spacious den that can function as a third bedroom. Surrounded by lush privacy landscaping, this home offers true seclusion and the feel of your own private oasis.
This property is NOT located in an HOA community and has NO age restrictions. It offers true land ownership with no mandatory fees and the benefit of a low tax district, maximizing long term value and ROI.
Optional membership at the Henderson Creek Club provides access to a boat dock and ramp, clubhouse with pool and hot tub, and seasonal community events.
INTERIOR FEATURES
Renovated flooring throughout
Newer kitchen appliances including fridge 2026 and all others 2023
Double impact windows for added security and energy efficiency
Mr. Cool mini split system with app, remote, and voice control
Laundry room with storage
MAJOR UPDATES
New roof installed in 2019 with transferable warranty
Newer water heater installed in 2021
TURNKEY FLEXIBILITY
Furnishings optional, including brand new cooling hybrid mattresses. Ideal for seasonal living, full time residence, or an Airbnb friendly investment.
OUTDOOR LIVING
Lush privacy landscaping surrounds the property, creating a peaceful retreat. The spacious yard offers room for a pool.
PURCHASE TERMS
Cash only offers with proof of funds OR seller financing available.
Agreement for Deed with a minimum 50 percent down.
Todas las ofertas deben ser en efectivo con comprobante de fondos, o financiamiento del vendedor disponible.
Acuerdo de Escritura con un minimo del 50 por ciento de enganche.
LIFESTYLE AND INVESTMENT
With no HOA fees, no age restrictions, low property taxes, and flexible rental options, this home offers freedom, comfort, and strong investment potential.
I am the owner of this property and a licensed Florida real estate sales associate, providing full transparency and a smooth, professional transaction.

Home Details for 33 Henderson Dr

Interior Features

Heating & Cooling
Heating: ElectricAir ConditioningCooling System: CentralHeating Fuel: Electric
Interior Details
Types of Rooms: Dining Room, Family Room, Laundry Room, Master Bath, Recreation RoomCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Tile, Other, Hardwood

Days on Market

Days on Market: 154 days on Trulia

Property Information

Year Built
Year Built: 1983Year Updated: 2019
Property Type / Style
Property Type: Single Family HomeArchitecture: Bungalow

Exterior Features

Exterior Home Features
DeckExterior: Stucco, VinylLawnSprinkler System
Parking & Garage
Parking Spaces: 2Parking: Carport

Price & Status

Price
Price Per Sqft: $199

Community

Units in Building: 1

Lot Information

Lot Area: 8000 sqft

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"
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    Flag
  • Jeff W
    "What an awesome community. From the beach, to the restaurants, the berm, the amenities, people … just love Pelican Bay. "
    0
    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 "
    0
    Flag
  • Swatson645
    "There is so much space to walk your dog on nice sidewalks."
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    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. "
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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."
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  • Jarek Przada
    "Bingo, pool gymnastics, potluck, every holiday is celebrated in the community. There are pool parties and grill dinners."
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  • 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"
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    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! "
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    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
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  • 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
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  • 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
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  • 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

Market trends in Naples

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$568K
Sale-to-List Price
95.2%
Price per sq ft
$331
$1MoM
Available listings
4813
415MoM

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
1760 Beverly Dr, Naples, FL
0.24
Single-Family Home
$150,000
02/03/26
2
2
1,166
903 Manatee RD, Naples, FL
0.31
Single-Family Home
$170,000
11/13/25
3
2
1,152
50 Henderson Dr, Naples, FL
0.09
Single-Family Home
$299,999
04/24/26
3
2
1,500
9 Sonderhen Cir, Naples, FL
0.13
Single-Family Home
$153,000
12/30/25
2
1
660
1265 Enbrook Loop, Naples, FL
0.35
Single-Family Home
$410,000
03/31/26
2
2
1,503
41 Lake Diane Dr, Naples, FL
0.33
Single-Family Home
$100,000
06/03/26
2
2
1,504
1208 Enbrook LOOP, Naples, FL
0.44
Single-Family Home
$410,000
09/19/25
2
2
1,496
1144 Enbrook LOOP, Naples, FL
0.54
Single-Family Home
$437,000
02/12/26
2
2
1,503
1033 Tranquil Brook DR, Naples, FL
0.57
Single-Family Home
$415,000
03/28/26
2
2
1,503
6787 Winding Cypress DR, Naples, FL
0.51
Single-Family Home
$710,000
11/06/25
2
2
1,654

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
20 Derhenson DR, Naples, FL 34114
0.07
$209,995
2
2
1,030
For Sale
38 Derhenson DR, Naples, FL 34114
0.04
$150,500
3
1
1,060
Off Market
24 Sonderhen DR, Naples, FL 34114
0.10
$140,800
2
2
672
Off Market
18 Henderson Dr, Naples, FL 34114
0.05
$230,000
2
1.5
816
Off Market
7 Sonderhen Dr, Naples, FL 34114
0.11
$242,500
2
2
1,500
Off Market
9 Sonderhen Cir, Naples, FL 34114
0.13
$153,000
2
1
660
Recently Sold
3 Sonderhen Dr, Naples, FL 34114
0.12
$156,100
2
1
1,586
Off Market
52 Henderson DR, Naples, FL 34114
0.09
$374,999
3
2
1,072
For Sale
22 Henderson Dr, Naples, FL 34114
0.07
$285,500
2
1.5
931
Off Market
13431 Snook CIR, Naples, FL 34114
0.13
$316,300
-
-
-
Off Market
2 Sonderhen Dr, Naples, FL 34114
0.13
$247,200
2
2
1,813
Off Market
13439 Snook CIR, Naples, FL 34114
0.14
$449,900
-
-
-
For Sale

Price and Tax history

DateEventPrice
Apr 26, 2026
Source: N/A
PriceChange
$265,000
Price decreased by 4%
Apr 2, 2026
Source: N/A
Listed For Sale
$275,000
Mar 21, 2026
Source: SWFLMLS #225082924
ListingRemoved
$284,600
Jan 2, 2026
Source: SWFLMLS #225082924
PriceChange
$284,600
Price decreased by 5%
Nov 25, 2025
Source: N/A
Listed For Sale
$298,600

LGBTQ Local Legal Protections

This property is for sale by owner and Zillow, Inc. is displaying it at the owner’s request. It is not subject to a listing agreement with Zillow, Inc. or its affiliates.

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Frequently asked questions about 33 Henderson Dr

  • What is the estimated monthly payment for 33 Henderson Dr?
    Based on a $265,000 list price with 20% down at today's rates, the estimated monthly payment for 33 Henderson Dr in Naples, FL is approximately $1,678 (about $1,389 principal & interest, $214 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 33 Henderson Dr compare to homes in Naples?
    33 Henderson Dr in Naples, FL is listed at $265,000, about 53% below the $568K median sale price in Naples.
  • What do residents say about Naples?
    Residents describe Naples, FL as dog-friendly, easy to park in, and quiet. Most residents say you need a car. See homes for sale in Naples, FL.
  • What are the closest schools to 33 Henderson Dr?
    The closest schools to 33 Henderson Dr in Naples, FL are Lely High School (rated 5/10), Manatee Elementary School (Pre-K, rated 8/10), Manatee Middle School (rated 7/10).
  • Does 33 Henderson Dr have air conditioning?
    Yes, 33 Henderson Dr in Naples, FL has air conditioning.
  • Does 33 Henderson Dr have laundry facilities?
    Yes, 33 Henderson Dr in Naples, FL has in-unit laundry.
33 Henderson Dr, Naples, FL 34114 is a 2 bedroom, 2 bathroom, 1,330 sqft single-family home built in 1983. This property is currently available for sale and was listed on Apr 2, 2026.