21750 Longleaf Trail DR, Estero, FL 34135
FOR SALE
0.37 ACRES

21750 Longleaf Trail DR
Estero, FL 34135

  • 4 Beds
  • 2.5 Baths
  • 2,517 sqft (on 0.37 acres)

$970,900

Original price: $995,900
Est. Mortgage $6,761/mo*

$970,900

Original price: $995,900
Est. Mortgage $6,761/mo*
4 Beds
2.5 Baths
2,517 sqft
(on 0.37 acres)

Local Information

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

Description

Nestled on a beautiful, oversized cul-de-sac lot in sought-after Estero, 21750 Longleaf Trail Dr offers a thoughtfully upgraded home that blends modern improvements with lasting comfort and style. This residence truly shines once inside and in its serene outdoor setting. Step through the front door to a freshly refreshed interior. The kitchen has been tastefully updated with new countertops, sleek sinks, a stylish backsplash, and refinished cabinetry—creating a space that is both functional and refined. Fresh paint throughout (2025) gives the home a bright, clean, and welcoming feel, while elegant European white oak floors, installed in 2019, extend across the entire upstairs and staircase, adding warmth and sophistication. Major systems have been meticulously upgraded for peace of mind and efficiency, including a new roof (2023), HVAC system (2025), and water heater (2025). A whole-house water filtration system with an under-sink filter (2025) provides clean, high-quality water throughout the home. Outside, your private retreat awaits. A sparkling pool is perfect for relaxation and entertaining, enhanced by a new pool heater (2024) and filter (2025) for year-round enjoyment. The spacious cul-de-sac lot offers added privacy, tranquility, and room to enjoy Florida’s outdoor lifestyle. The garage is equipped for modern living with a Tesla charger and a new garage door opener (2025). Recent appliance updates—including the washer, dryer, refrigerator, dishwasher, microwave, and cooktop—ensure a truly move-in-ready experience. With its peaceful location, exceptional upgrades, and inviting outdoor space, 21750 Longleaf Trail Dr delivers not just a home, but a lifestyle of comfort, convenience, and serenity.

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Pool
View
Lake
HOA
$801/Monthly
Price/Sqft
$386
Listed
93 days ago

Home Details for 21750 Longleaf Trail DR

Interior Features

Interior Details
Number of Rooms: 3Types of Rooms: Bedroom, Dining Room, Kitchen
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2517 Square Feet
Appliances & Utilities
Appliances: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer, Wine CoolerDishwasherDisposalDryerLaundry: Inside,Laundry TubMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: Community, In Ground, Concrete, Equipment StaysNo FireplaceHas a Spa
Windows, Doors, Floors & Walls
Window: Window Coverings, Shutters, Shutters - ManualFlooring: Tile, Wood
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Tile, Wood
View
Has a ViewView: Lake
Security
Security: Security System, Smoke Detector(s), Gated Community

Exterior Features

Exterior Home Features
Roof: TilePatio / Porch: Screened Lanai/PorchOther Structures: Tennis Court(s)Foundation: Concrete BlockHas a Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Paved,Attached
Pool
Pool: Community, In Ground, Concrete, Equipment StaysPool
Frontage
WaterfrontWaterfront: LakeFrontage Type: LakefrontRoad Surface Type: PavedOn Waterfront
Farm & Range
Not Allowed to Raise Horses

Days on Market

Days on Market: 93

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: House
Building
Building: DSL/Cable AvailableConstruction Materials: Block, StuccoNot a New Construction
Property Information
Parcel Number: 354625E42900B.0240

Price & Status

Price
List Price: $970,900Price Per Sqft: $386

Active Status

MLS Status: Active

Location

Direction & Address
City: ESTEROCommunity: LONGLEAF

Agent Information

Listing Agent
Listing ID: 226003803

Building

Building Area
Building Area: 3002 Square Feet
Community rooms
Fitness Center

Community

Community Features: Clubhouse, Pool, Fitness Center, Golf, Putting Green, Restaurant, Sidewalks, Tennis Court(s), GatedNot Senior Community

HOA

Association for this Listing: NaplesHas an HOAHOA Fee: $9,614/Annually

Lot Information

Lot Area: 0.37 acres

Rental Terms, Policies & Fees

Lease Term: Buyer Finance/Cash

Miscellaneous

Mls Number: 226003803Water ViewWater View: Lake

Additional Information

HOA Amenities: Basketball Court,Beach Club Available,Bike And Jog Path,Bocce Court,Clubhouse,Pool,Community Room,Spa/Hot Tub,Fitness Center,Full Service Spa,Golf Course,Internet Access,Pickleball,Private Membership,Putting Green,Restaurant,Sidewalk,Tennis Court(s),Underground UtilitySource Internet Entire Listing Display
Last check for updates: about 4 hours ago
Listing courtesy of Ryan Chiodo, (239) 248-0551
Compass Florida LLC
Originating MLS: Naples
Source: SWFLMLS, MLS#226003803
Also Listed on SWFLMLS.

Price History for 21750 Longleaf Trail DR

DatePriceEventSource
03/17/2026$970,900PriceChange
SWFLMLS #226003803
02/19/2026$995,900PriceChange
SWFLMLS #226003803
02/04/2026$1,025,000Listed For SaleSWFLMLS #226003803
03/11/2016$480,000Sold
N/A
01/19/2016$489,900PriceChange
Agent Provided
10/30/2015$499,000PriceChange
Agent Provided
09/04/2015$514,900PriceChange
Agent Provided
08/20/2015$599,002Listed For SaleAgent Provided
04/17/2015$444,100Sold
N/A
10/26/2014$579,900Listed For SaleAgent Provided
09/05/2014$380,200Sold
N/A
08/07/2014$525,000PriceChange
Agent Provided
06/15/2014$535,000PriceChange
Agent Provided
05/10/2014$540,000PriceChange
Agent Provided
04/10/2014$550,000Listed For SaleAgent Provided
05/27/2004$502,800Sold
N/A

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Property Tax and Assessment

Year2025
Tax$8,414
Assessment$626,386
Home facts updated by county records

Comparable Sales for 21750 Longleaf Trail DR

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.23
Single-Family Home
$430,000
02/20/26
4
2.5
2,532
0.32
Single-Family Home
$550,000
03/16/26
4
2
2,283
0.22
Single-Family Home
$685,000
08/05/25
3
2
2,000
0.35
Single-Family Home
$414,000
03/03/26
4
2.5
2,541
0.15
Single-Family Home
$1,100,000
03/19/26
4
3.5
2,686
0.39
Single-Family Home
$600,000
11/14/25
4
2.5
2,587
0.30
Single-Family Home
$700,000
03/19/26
5
4
3,666
0.36
Single-Family Home
$1,200,000
05/12/25
3
3
2,400
0.09
Single-Family Home
$1,850,000
05/05/26
3
4
4,145
0.56
Single-Family Home
$740,000
04/20/26
3
2.5
2,337

Assigned Schools

These are the assigned schools for 21750 Longleaf Trail DR.
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 Estero

At least 212 Trulia users voted on each feature.
  • 88 % Say it's dog friendly

  • 87 % Say car is needed

  • 82 % Say parking is easy

  • 75 % Say it's quiet

  • 75 % Say people would walk alone at night

  • 67 % Say there are sidewalks

  • 67 % Say there's holiday spirit

  • 65 % Say streets are well-lit

  • 56 % Say there's wildlife

  • 56 % Say they plan to stay for at least 5 years

  • 52 % Say kids play outside

  • 50 % Say neighbors are friendly

  • 50 % Say yards are well-kept

  • 43 % Say it's walkable to restaurants

  • 42 % Say it's walkable to grocery stores

  • 40 % Say there are community events

Learn more about our methodology.
  • Edw213
    "There are many dog owners that live in our neighborhood. All dog owners are friendly and pick up after their dogs. There are many common areas to walk your dog. All dogs must be walked on a leash and not allowed to roam freely."
  • Edw213
    "I have lived in this neighborhood now for 21 years and it is very friendly and safe. Everyone saves to each other as we walk or ride through the streets."
  • Brianm894
    "Rough commute because of road construction. Should make these roads before they allow new communities."
  • Edw213
    "Our neighborhood is a very friendly place where everyone waves to each other or checks on your property when you are away. Neighbors care for each other."
  • Edw213
    "This community is very friendly with everyone waving to each other. Neighbors picking up papers and packages for other neighbors out of town."
  • Edw213
    "Our neighborhood is very friendly . Each neighbor waves to each of us as we pass on the street driving ,walking etc."
  • Edw213
    "Everyone that lives here is very friendly and waves to each other.we all look out for each others property. All of our houses and yards are well kept and keep the entire community looking almost new."
  • Edw213
    "This is a very neighborly friendly area where everyone waves to each other. Many people walk every day, ride bikes and walk their dogs."
  • Edw213
    "Even though we don’t know ALL of our neighbors we all wave and say hi to each other. It is a VERY friendly neighborhood. Many neighbors will help out with house priorities when a neighbor isn’t home or is away for a while!"
  • Edw213
    "Our community is very friendly and acceptable. We all wave to each other, pick up neighbors trash can etc. a very nice place to live!"
  • Brendan Rake
    "There are many other dog owners in this neighborhood, the streets are walkable, there is a dog park nearby"
  • Madison Gosch
    "Estero is a beautiful neighborhood that has a lot to do- an outlet mall, many restaurants, golf courses, and right next to the I-75. I love living here!"
  • Edw213
    "EVERYTHING is super convenient to our neighborhood, from food stores , to churches, gas stations and all sorts of shopping and dinning."
  • Edw213
    "Many people walk their dogs everyday. People are very friendly and stop and pet other people’s dogs."
  • Edw213
    "Everyone is very friendly. All people wave to you when driving, walking or biking. We have many friends in our community."
  • Edw213
    "The entire neighborhood is very pet friendly. Everyone is respectful of everyone’s property and pick up after their pets."
  • Alexander
    "Growing neighborhood with many shops. Conveniently located between Fort Myers and Naples . Home value has risen. "
  • Jasmine Flores
    "People walk their dogs all the time here. There is plenty of space. The weather is often very nice and warm. It’s perfect for people with pets. "
  • Stuart Colon
    "Popular area with plenty of shopping and new developments both commercial and residential. Traffic is heavy all year around "
  • GABE T.
    "I don’t have a job yet .But the traffic doesn’t seem bad. The roads are wide and traffic flows very well even if there is an accident"
  • Robin G. B.
    "Easy access to I-75, that 2 miles away. Plenty of shopping and dining experiences within a 5 minute drive."
  • Samia A.
    "Safe and great place to raise children. I have lived here for 14 years and I love it. Great neighbors. "
  • Unspecified
    "It is dangerous to walk in my neighborhood. There are no sidewalks and drivers often are driving double the speed limit and/or do not move over to allow adequate clearance. "
  • Chris &. M. A.
    "Great family neighborhood, schools, beautiful parks, tons of shopping, and many activities. Close to airport and entertainment. "
  • Tsbrundage0510
    "The traffic is minimal in Estero. I commute to south Naples everyday for work, the commute can take anywhere from 30 minutes to 1 hour with bad traffic. "
  • Mdexter07
    "Hertz arena and Miramar outlets and gulf coast town center and coconut point are all within 3 miles of this community "
  • Edw213
    "There are many dog owners that live here. Everyone is very friendly. All of the dogs and their owners stop to say hi."
  • Edw213
    "My wife and I have lived here during the winter months for 14 years now and love it. It is safe friendly and welcoming. We have made many warm friends. "
  • Elizabeth S.
    "I guess it depends where you live but there is an older crowd in this neighborhood. I personally like in coper oaks which I don't highly recommend due to their. corrupted policies, hard to manage front gate and lack of parking. "
  • Cherilmason
    "I don’t commute! I do have to take my grandsons to private school in Fort Myers which is an agonizing 45 minute drive each way. It’s HORRIBLE! "
  • Walleyefinder
    "We love the walk ability of the neighborhood and how convenient it is to groceries and restaurants. "
  • Jim S.
    "Tennis, pickle ball, fitness center and a resort size swimming pool. Also, the neighbors are friendly and the the neighborhood is very safe. "
  • John English
    "Hertz Arena has great events as well as public parks, parades, and other activities. Always something to do at Tidewater. Concerts, card games, pickleball, tennis, bocce, community garden, and many active clubs."
  • George B.
    "I know this neighborhood for many years. It is friendly, clean and safe. The amenities like clubhouse, pool, hot tub, tennis, bocce are beautiful and great. Location is fabulous near modern shopping malls and yet quiet."
  • Floridasbeach
    "It’s a 55 and older gated community .... this place has nice sunsets and sunrises .. but the one place I own it’s only one bedroom I would luv bigger place for all my children to come down and stay "
  • Wendy12345
    "Great golf course and a wonderful clubhouse with dining capabilities. It has a great fitness club and tennis club. "

LGBTQ Local Legal Protections

Ryan Chiodo, Compass Florida LLC
Agent Phone: (239) 248-0551
The source of this real property information is the copyrighted and proprietary database compilation of the Southwest Florida MLS. Copyright 2026 Southwest Florida MLS. All rights reserved. The accuracy of this information is not warranted or guaranteed. This information should be independently verified if any person intends to engage in a transaction in reliance upon it.
21750 Longleaf Trail DR, Estero, FL 34135 is a 4 bedroom, 3 bathroom, 2,517 sqft single-family home built in 2004. This property is currently available for sale and was listed by SWFLMLS on Feb 4, 2026. The MLS # for this home is MLS# 226003803.