1244 Captain Hendry Dr, Labelle, FL 33935
Property image
Property image
OFF MARKET

1244 Captain Hendry Dr
Labelle, FL 33935

  • 3 Beds
  • 2.5 Baths
  • 1,815 sqft (on 1 acre)

$382,900

Trulia Estimate
as of Jul 18, 2026
Est. Refi. Payment $2,554/mo*
Refinance Your Home

$382,900

Trulia Estimate
as of Jul 18, 2026
Est. Refi. Payment $2,554/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,815 sqft
(on 1 acre)

Local Information

  • Map ViewExplore the area around 1244 Captain Hendry Dr.
  • Schools2 Preschool Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Country Feel on a Half Acre Lot, steps away from the City Limits! A Must See Charming Country Style 2 Story Home with Original Hard Wood Floors, New Tankless Water Heater, Stainless Steel Refrigerator/Icemaker and Dishwasher. Tons of Outdoor Entertaining areas With a Screened Lanai wrapping around the side to the rear of the home and a Beautiful front Covered Patio also doubling as a great way to keep the home Cool during our Summer Months. Are you a walker or a runner? This is your spot! Beautiful Oak Hammock Roads with the wind of the nearby Caloosahatchee River to make for a Beautiful stroll! Join in with the annual Caloosa Humane Society 5k that takes place on our famous yearly Swamp Cabbage Festival Weekend that is not to be missed! So many things to mention about this neighborhood and community but ill let you see for yourself! This home is Truly one of a kind! Pack your bags! Lot next door for sale which would be perfect for adding a garage or pool on or keeping foliage for privacy.
1244 Captain Hendry Dr, Labelle, FL 33935 is a 3 bedroom, 3 bathroom, 1,815 sqft single-family home built in 1996. It last sold for $205,000 on Nov 20, 2018. It is currently off market. The Trulia Estimate is $382,900, with a rent estimate of $2,147/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Deck
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 1244 Captain Hendry Dr

Interior Features

Heating & Cooling
Heating: Other, ElectricAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Interior Details
Number of Rooms: 3Types of Rooms: Walk In Closet
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: WoodPatioPorch
Parking & Garage
GarageParking: Carport, Garage Attached

Property Information

Year Built
Year Built: 1996Year Updated: 1996
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price History for 1244 Captain Hendry Dr

DatePriceEventSource
11/20/2018$205,000Sold
Florida Gulf Coast MLS #218065431
10/16/2018$209,000PendingAgent Provided
10/07/2018$209,000Listed For SaleAgent Provided
06/23/2014$168,100Sold
Florida Gulf Coast MLS #201401194
05/29/2014$179,000PendingToActiveAgent Provided
05/29/2014$179,000PendingAgent Provided
05/17/2014$179,000PendingToActiveAgent Provided
05/17/2014$179,000PendingAgent Provided
05/15/2014$179,000PendingToActiveAgent Provided
05/15/2014$179,000PendingAgent Provided
02/01/2014$179,000PriceChange
Agent Provided
01/10/2014$189,900Listed For SaleAgent Provided
01/19/2005$285,000Sold
N/A
07/18/2000$137,000Sold
N/A

Market trends in Labelle

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
182
3MoM
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Property Tax and Assessment

Year2025
Tax$3,586
Assessment$323,447
Home facts updated by county records

Comparable Sales for 1244 Captain Hendry Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
623 S Captain Hendry Dr, Labelle, FL
0.16
Single-Family Home
$385,000
12/04/25
3
2
1,539
1724 Caloosa Estates Ct, Labelle, FL
0.37
Single-Family Home
$449,000
04/30/26
3
2
2,216
896 Friendship Cir, Labelle, FL
0.57
Single-Family Home
$270,000
09/02/25
3
2
1,750
850 Friendship Cir, Labelle, FL
0.51
Single-Family Home
$270,000
09/10/25
4
2
1,811
369 Caloosa Dr, Labelle, FL
0.10
Single-Family Home
$380,000
05/20/26
3
2
2,044
868 Friendship Cir, Labelle, FL
0.52
Single-Family Home
$255,990
01/30/26
3
2
1,582
870 Friendship Cir, Labelle, FL
0.51
Single-Family Home
$239,990
11/21/25
3
2
1,409
864 Friendship Cir, Labelle, FL
0.51
Single-Family Home
$239,990
12/17/25
3
2
1,409
878 Friendship Cir, Labelle, FL
0.53
Single-Family Home
$252,000
02/27/26
3
2
1,576
840 Friendship Cir, Labelle, FL
0.45
Single-Family Home
$250,990
02/27/26
4
2
1,666

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Assigned Schools

These are the assigned schools for 1244 Captain Hendry 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 Labelle

At least 61 Trulia users voted on each feature.

  • 89 % Say parking is easy

  • 89 % Say car is needed

  • 88 % Say yards are well-kept

  • 81 % Say it's dog friendly

  • 76 % Say there's holiday spirit

  • 72 % Say it's quiet

  • 70 % Say kids play outside

  • 61 % Say people would walk alone at night

  • 59 % Say there's wildlife

  • 58 % Say neighbors are friendly

  • 55 % Say they plan to stay for at least 5 years

  • 43 % Say streets are well-lit

  • 41 % Say it's walkable to grocery stores

  • 36 % Say there are community events

  • 35 % Say there are sidewalks

  • 33 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Angell Zamarripa
    "Neighborhood is calm and everyone is very friendly, you feel safe enough to go on walks with your dog without fear"
    0
    Flag
  • Saray Lopez
    "The cabbage festivals each year is a great way the community gets together to unite small businesses and have a celebration of the town. "
    0
    Flag
  • Donna G.
    "It’s not just the neighborhood, it’s all of Labelle. I came from North Fort Myers where the traffic is horrible and there’s a lot of crime. The people in Labelle are friendly and I find quite religious. Each time I checked the real estate apps, there was 0 crime reported in those neighborhoods. It’s a wonderful place."
    32
    Flag
  • Elvis S.
    "Good town to live and pretty quiet with minimum problems and a little bit of everything with not too many places to hang around but close to big cities "
    0
    Flag
  • Sierra B.
    "There are lots of owners who let their dogs run around off leash without supervision so there have been situations where a dog follows me and my dogs all the way to our home. "
    12
    Flag
  • Clorivel L.
    "You need a vehicle to get around. The taxi service is not dependable. There are no Uber or Lyft options here. There is no public transportation in this small town."
    0
    Flag
  • Billings.deb
    "The neighborhood welcomes new people so easily...even in a very small old Florida town. The neighborhood has 3 people that raise chickens and they give them to neighbors."
    9
    Flag
  • Jgaud1988
    "It is a very friendly small town, there are plenty of parks for kids and plenty of stores that have just about all of your every day needs"
    7
    Flag
  • William W.
    "We live just outside.of city limits. Very pleasant little downtown area with Charlie's Coffee shop, Belle's Ice Cream Store and Forrey's Grill."
    0
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  • Charles S.
    "It’s a pretty great area to live, family lives close by. It’s a very small town, living in a small town is always fun"
    0
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  • Tris
    "The elementary schools are good but middle and high schools aren’t great.. very small town not much to do except get in trouble "
    0
    Flag
  • Mary V.
    "This neighborhood is where me and my brothers grew up. Rode bicycles and used skates. very friendly "
    5
    Flag
  • Samanthabrogers
    "We have local Plays, festivals, community events and music concerts. The town is small and everybody knows your name. "
    9
    Flag
  • Jamie B.
    "I grew up here and then bought the home I was raised in from my mom. our neighbors all.look out for each other and it's just a wonderful place to raise kids, retire or just about anything. We are basically right between Orlando, Tampa and Miami but away enough to have the quiet small town feel :)"
    0
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  • Mark J.
    "Mainly made up of larger parcels this area brings peace of mind with its relaxing atmosphere. Enjoy the natural Florida landscape and convenience of a major thoroughfare for quick travel to nearby areas."
    0
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Homes for sale near 1244 Captain Hendry Dr

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Off Market Homes Near 1244 Captain Hendry Dr

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