23 Henderson Dr, Naples, FL 34114
Property image
Property image
OFF MARKET

$223,400

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 2,570 sqft

23 Henderson Dr, Naples, FL 34114

Est. Refi. Payment $1,435/mo*
Refinance Your Home
Currently Off Market - Sold Jul 26, 2021 for $229,900

Home Value

Trulia Estimate
$223K
Since last month
Decreased$19K (-7.8%)
Since last year
Decreased$9K (-3.9%)
Since last sale
Decreased$6K (-2.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +18% in the last 10 years
MonthEstimated value
2026
August 2026$224K
August 2026$223K
July 2026$243K
June 2026$249K
May 2026$251K
April 2026$255K
March 2026$255K
February 2026$250K
January 2026$250K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
50 Henderson Dr, Naples, FL
0.04
Single-Family Home
$299,999
04/24/26
3
2
1,500
1760 Beverly Dr, Naples, FL
0.29
Single-Family Home
$150,000
02/03/26
2
2
1,166
903 Manatee RD, Naples, FL
0.35
Single-Family Home
$170,000
11/13/25
3
2
1,152
9 Sonderhen Cir, Naples, FL
0.14
Single-Family Home
$153,000
12/30/25
2
1
660
1265 Enbrook Loop, Naples, FL
0.37
Single-Family Home
$410,000
03/31/26
2
2
1,503
6787 Winding Cypress DR, Naples, FL
0.48
Single-Family Home
$710,000
11/06/25
2
2
1,654
1208 Enbrook LOOP, Naples, FL
0.45
Single-Family Home
$410,000
09/19/25
2
2
1,496
1144 Enbrook LOOP, Naples, FL
0.55
Single-Family Home
$437,000
02/12/26
2
2
1,503
6767 Pennyroyal Dr, Naples, FL
0.42
Single-Family Home
$990,000
11/17/25
3
2
2,185
6787 Pennyroyal Dr, Naples, FL
0.43
Single-Family Home
$900,000
09/09/26
3
2
2,076

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
38 Derhenson DR, Naples, FL 34114
0.03
$150,500
3
1
1,060
Off Market
18 Henderson Dr, Naples, FL 34114
0.03
$230,000
2
1.5
816
Off Market
36 Sonderhen DR, Naples, FL 34114
0.09
$186,000
2
2
1,368
Off Market
13 S Henderson Dr, Naples, FL 34114
0.06
$164,600
2
1
852
Off Market
46 Derhenson DR, Naples, FL 34114
0.07
$120,000
-
-
-
For Sale
2 Sonderhen Dr, Naples, FL 34114
0.12
$247,200
2
2
1,813
Off Market
3 Sonderhen Dr, Naples, FL 34114
0.12
$156,100
2
1
1,586
Off Market
39 Sonderhen Dr, Naples, FL 34114
0.11
$163,900
3
2
1,380
Off Market
22 Henderson Dr, Naples, FL 34114
0.06
$285,500
2
1.5
931
Off Market
20 Derhenson DR, Naples, FL 34114
0.11
$209,995
2
2
1,030
For Sale
13459 Snook CIR, Naples, FL 34114
0.13
$140,000
-
-
-
Recently Sold
8 Henderson Dr, Naples, FL 34114
0.08
$185,000
3
2
1,344
Off Market

Local Information

  • Map ViewExplore the area around 23 Henderson Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1981
2,570 sqft
$87/sqft

About this House

Don't miss this hidden gem in Henderson Creek Park - one of the largest floor plans in the community, a staggering 2,570 SQFT! No mandatory HOA's - optional club & boat membership fee upon request allowing usage of a 35 space boat storage yard, private boat ramp and dock space, plus shuffle board, 40 ft. heated common swimming pool & jacuzzi. You're just a short cruise to the famous Snook Inn & Big Marco Pass, amongst other Marco Island attractions via boat! This home affords many new & unique features such as: newly converted & conforming Florida room with sliding doors allowing for ample Florida sunshine; brand new flooring reinforcement & coastal contemporary plank tile throughout the main home and Florida room, plus a fresh coat of paint; post Irma newer roof over the main home; newer HVAC; and last but not last, a separate 450 SQFT in-law/guest suite attachment with a full kitchen, laundry, single vanity bathroom with walk-in shower, breakfast nook and living space/bedroom! Great potential for extra income, as this guest quarters has rented for $850/mo. in previous years. Your opportunity to live in one Of Collier County's best and affordable Gulf access communities awaits!
23 Henderson Dr, Naples, FL 34114 is a 2 bedroom, 2 bathroom, 2,570 sqft single-family home built in 1981. It last sold for $229,900 on Jul 26, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $223,400.

Home Details for 23 Henderson Dr

Property Information

Year Built
Year Built: 1981Year Updated: 1980
Property Type / Style
Property Type: Single Family Home

Exterior Features

Parking & Garage
Parking: Carport

Community

Units in Building: 1

Lot Information

Lot Area: 7405 sqft

Price and Tax history

DateEventPrice
Jul 20, 2024
Source: SWFLMLS #221022774
ListingRemoved
Jul 26, 2021
Source: N/A
Sold
$229,900
Apr 12, 2021
Source: SWFLMLS #221022774
Pending
$239,900
Mar 26, 2021
Source: SWFLMLS #221022774
Listed For Sale
$239,900
Dec 31, 2003
Source: N/A
Sold
$130,000

Market trends in Naples

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$550K
$18.33KMoM
Sale-to-List Price
95.0%
0.1%MoM
Price per sq ft
$323
$9MoM
Available listings
4452
376MoM

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

Frequently asked questions about 23 Henderson Dr

  • What is 23 Henderson Dr estimated to be worth?
    Trulia's estimated value for 23 Henderson Dr in Naples, FL is $223,400.
  • What is the price history for 23 Henderson Dr?
    23 Henderson Dr in Naples, FL last sold for $229,900 in July 2021.
  • 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.
  • How big is the lot at 23 Henderson Dr?
    The lot at 23 Henderson Dr in Naples, FL is about 0.17 acres (7,405 sq ft).
  • Does 23 Henderson Dr have parking?
    Yes, 23 Henderson Dr in Naples, FL has on-site parking.

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