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

33 Henderson Dr
Naples, FL 34114

  • 2 Beds
  • 2 Baths
  • 1,330 sqft

$265,000

Original price: $275,000
Est. Mortgage $1,596/mo*
Get Pre-Qualified

$265,000

Original price: $275,000
Est. Mortgage $1,596/mo*
Get Pre-Qualified
2 Beds
2 Baths
1,330 sqft

Local Information

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

Description

Welcome to this beautifully renovated 2-bedroom, 2-bath home with a spacious den that can easily function as a third bedroom. Located in a rare NON-HOA community, this property offers TRUE LAND ownership, no mandatory fees, and the advantage of being in 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
• Double-impact windows for added security and energy efficiency
• Mr. Cool mini-split system with app/remote control
Major Updates
• New roof installed in 2019 with transferable warranty
• Newer water heater installed in 2021
Turnkey Flexibility
Furnishing 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—perfect for enjoying Florida’s sunshine.
Lifestyle & Investment
With NO HOA fees, low property taxes, and flexible rental options, this home offers freedom, comfort, and strong investment potential. Owned by a licensed Realtor for a smooth and professional transaction.

Home Highlights

Parking
No Info
Outdoor
Deck
View
No Info
HOA
None
Price/Sqft
$199
Listed
77 days ago

Home Details for 33 Henderson Dr

Interior Features

Heating & Cooling
Heating: ElectricAir ConditioningCooling System: Central, OtherHeating 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: 77 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

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

Price History for 33 Henderson Dr

DatePriceEventSource
04/26/2026$265,000PriceChange
N/A
04/02/2026$275,000Listed For SaleN/A
03/21/2026$284,600ListingRemovedSWFLMLS #225082924
01/02/2026$284,600PriceChange
SWFLMLS #225082924
11/25/2025$298,600Listed For SaleN/A
08/22/2019$116,200Sold
N/A
07/12/2019$127,500PendingAgent Provided
06/06/2019$127,500PendingToActiveAgent Provided
05/22/2019$127,500PendingAgent Provided
04/14/2019$127,500Listed For SaleAgent Provided

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Property Tax and Assessment

Year2025
Tax$899
Assessment$164,396
Home facts updated by county records

Comparable Sales for 33 Henderson Dr

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
210 Rookery Rd, Naples, FL
0.42
Single-Family Home
$189,200
06/30/25
2
2
1,152
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
22 Henderson Dr, Naples, FL
0.07
Single-Family Home
$290,000
08/28/25
2
1.5
931
1256 Enbrook LOOP, Naples, FL
0.36
Single-Family Home
$440,000
08/27/25
2
2
1,503
1265 Enbrook Loop, Naples, FL
0.35
Single-Family Home
$410,000
03/31/26
2
2
1,503
66 Henderson Dr, Naples, FL
0.14
Single-Family Home
$475,000
08/18/25
3
2
1,542
1212 Enbrook Loop, Naples, FL
0.43
Single-Family Home
$405,000
08/18/25
2
2
1,496

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 33 Henderson 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
    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
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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
    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
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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
    Flag
  • 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
    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
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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
    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

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.
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.