21750 Longleaf Trail DR
Estero, FL 34135
- 4 Beds
- 2.5 Baths
- 2,517 sqft (on 0.37 acres)
4 Beds
2.5 Baths
2,517 sqft
(on 0.37 acres)
Local Information
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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
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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 |
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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 |
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Days on Market: 93 |
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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 |
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Price List Price: $970,900Price Per Sqft: $386 |
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MLS Status: Active |
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Direction & Address City: ESTEROCommunity: LONGLEAF |
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Listing Agent Listing ID: 226003803 |
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Building Area Building Area: 3002 Square Feet |
Community rooms Fitness Center |
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Community Features: Clubhouse, Pool, Fitness Center, Golf, Putting Green, Restaurant, Sidewalks, Tennis Court(s), GatedNot Senior Community |
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Association for this Listing: NaplesHas an HOAHOA Fee: $9,614/Annually |
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Lot Area: 0.37 acres |
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Lease Term: Buyer Finance/Cash |
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Mls Number: 226003803Water ViewWater View: Lake |
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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
| Date | Price | Event | Source |
|---|---|---|---|
| 03/17/2026 | $970,900 | PriceChange | SWFLMLS #226003803 |
| 02/19/2026 | $995,900 | PriceChange | SWFLMLS #226003803 |
| 02/04/2026 | $1,025,000 | Listed For Sale | SWFLMLS #226003803 |
| 03/11/2016 | $480,000 | Sold | N/A |
| 01/19/2016 | $489,900 | PriceChange | Agent Provided |
| 10/30/2015 | $499,000 | PriceChange | Agent Provided |
| 09/04/2015 | $514,900 | PriceChange | Agent Provided |
| 08/20/2015 | $599,002 | Listed For Sale | Agent Provided |
| 04/17/2015 | $444,100 | Sold | N/A |
| 10/26/2014 | $579,900 | Listed For Sale | Agent Provided |
| 09/05/2014 | $380,200 | Sold | N/A |
| 08/07/2014 | $525,000 | PriceChange | Agent Provided |
| 06/15/2014 | $535,000 | PriceChange | Agent Provided |
| 05/10/2014 | $540,000 | PriceChange | Agent Provided |
| 04/10/2014 | $550,000 | Listed For Sale | Agent Provided |
| 05/27/2004 | $502,800 | Sold | N/A |
Similar Homes You May Like
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| 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.
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.
LGBTQ Local Legal Protections
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.

