$849,000
- 4 Beds
- 2.5 Baths
- 2,517 sqft (on 0.37 acres)
21750 Longleaf Trail DR, Estero, FL 34135
Est. Mortgage $6,427/mo*
Get Pre-QualifiedHome Highlights
Single-Family Home
Built in 2004
0.37 acre lot
$337/sqft
2 Car Garage
HOA $801/mo
Local Information
-- mins to
About this House
What's unique:Bright refreshed aestheticBeautifully updated interiorSparkling poolInviting outdoor spacePrivate retreatOversized cul-de-sac lot
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. The exterior was just painted along with the interior offering a bright refreshed aesthetic from the moment you arrive. Step inside to discover a beautifully updated interior, featuring a tastefully refreshed kitchen with new countertops, sleek sinks, a stylish backsplash, and refinished cabinetry—creating a space that is both functional and refined. New flooring was put in the primary bedroom and entry bedroom. 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 additional under-sink filter (2025) provides clean, high-quality water throughout the home. With its extensive updates, inviting interior, and peaceful outdoor setting, this home offers an exceptional opportunity to enjoy comfortable, stylish living in a desirable Estero location.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.
Last check for updates: about 8 hours ago
Listing courtesy of Ryan Chiodo, (239) 248-0551
Compass Florida LLC
Originating MLS: Naples
Source: SWFLMLS, MLS#226003803

Also Listed on SWFLMLS.
Open House
Sunday, October 25
1:00 PM to 3:00 PM
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: <1 day on Trulia |
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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: $849,000Price Per Sqft: $337 |
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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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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,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 |
Around this home
What Locals Say about Estero
This October
Trick-or-Treat Score
Built from what locals say about this neighborhood.- 67% say there are sidewalks
- 67% say there's holiday spirit
- 50% say neighbors are friendly
Trulia Trick or TreatStart Ghost Hunt
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
Sourced by Trulia users. Learn more about our methodology.
Market trends in Estero
Last updated September 2026
Avg. sale price
$510K
$8.37KMoM
Sale-to-List Price
96.0%
0.2%MoM
Price per sq ft
$250
$5MoM
Available listings
529
10MoM
Sourced by Trulia Market Trends
Home Value
Trulia Estimate
$819KSince last month
Decreased$95K (-10.4%)Since last year
Decreased$6K (-0.7%)Since last sale
Increased$339K (+70.6%)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 +42% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| October 2026 | $819K |
| September 2026 | $914K |
| August 2026 | $913K |
| July 2026 | $915K |
| June 2026 | $915K |
| May 2026 | $919K |
| April 2026 | $920K |
| March 2026 | $925K |
| February 2026 | $952K |
| January 2026 | $831K |
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 |
|---|---|---|---|---|---|---|---|
0.04 | Single-Family Home | $800,000 | 10/07/26 | 4 | 3.5 | 2,503 | |
0.23 | Single-Family Home | $430,000 | 02/20/26 | 4 | 2.5 | 2,532 | |
0.31 | Single-Family Home | $525,000 | 06/16/26 | 3 | 2 | 2,342 | |
0.32 | Single-Family Home | $550,000 | 03/16/26 | 4 | 2 | 2,283 | |
0.31 | Single-Family Home | $530,000 | 05/29/26 | 4 | 3 | 2,760 | |
0.27 | Single-Family Home | $600,000 | 07/27/26 | 4 | 2.5 | 2,541 | |
0.35 | Single-Family Home | $414,000 | 03/03/26 | 4 | 2.5 | 2,541 | |
0.42 | Single-Family Home | $430,000 | 09/30/26 | 4 | 2.5 | 2,758 | |
0.44 | Single-Family Home | $510,000 | 06/30/26 | 3 | 2 | 1,784 | |
0.15 | Single-Family Home | $1,100,000 | 03/19/26 | 4 | 3.5 | 2,686 |
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 |
|---|---|---|---|---|---|---|
0.02 | $835,000 | 4 | 2.5 | 2,585 | Off Market | |
0.02 | $784,900 | 3 | 2 | 2,079 | Off Market | |
0.03 | $914,400 | 4 | 2.5 | 2,453 | Off Market | |
0.03 | - | - | - | - | Off Market | |
0.04 | $800,000 | 4 | 3.5 | 2,503 | Recently Sold | |
0.05 | $527,400 | Studio | - | - | Off Market | |
0.05 | $738,600 | 3 | 2 | 2,000 | Off Market | |
0.06 | $804,500 | 4 | 2.5 | 2,489 | Off Market | |
0.07 | $715,200 | 3 | 2 | 1,994 | Off Market | |
0.08 | $8,000,000 | - | - | - | For Sale | |
0.08 | $759,700 | 3 | 3 | 2,289 | Off Market | |
0.09 | $1,828,400 | 4 | 5 | 3,896 | Off Market | |
0.09 | $391,800 | 3 | 2 | 1,503 | Off Market | |
0.09 | $1,850,000 | 3 | 4 | 4,145 | Recently Sold | |
0.09 | $384,600 | 3 | 2 | 1,503 | Off Market | |
0.10 | $367,800 | 3 | 2 | 1,503 | Off Market | |
0.10 | $367,400 | 3 | 2 | 1,503 | Off Market | |
0.10 | $788,900 | 3 | 2 | 1,996 | Off Market | |
0.10 | - | - | - | - | Off Market | |
0.10 | $372,800 | 2 | 2 | 1,497 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Oct 24, 2026 Source: SWFLMLS #226003803 | Listed For Sale | $849,000 |
Jun 29, 2026 Source: SWFLMLS #226003803 | ListingRemoved | $970,900 |
Mar 17, 2026 Source: SWFLMLS #226003803 | PriceChange | $970,900 Price decreased by 3% |
Feb 19, 2026 Source: SWFLMLS #226003803 | PriceChange | $995,900 Price decreased by 3% |
Feb 4, 2026 Source: SWFLMLS #226003803 | Listed For Sale | $1,025,000 |
Mar 11, 2016 Source: N/A | Sold | $480,000 |
Jan 19, 2016 Source: Agent Provided | PriceChange | $489,900 Price decreased by 2% |
Oct 30, 2015 Source: Agent Provided | PriceChange | $499,000 Price decreased by 3% |
Sep 4, 2015 Source: Agent Provided | PriceChange | $514,900 Price decreased by 14% |
Aug 20, 2015 Source: Agent Provided | Listed For Sale | $599,002 |
Apr 17, 2015 Source: N/A | Sold | $444,100 |
Oct 26, 2014 Source: Agent Provided | Listed For Sale | $579,900 |
Sep 5, 2014 Source: N/A | Sold | $380,200 |
Aug 7, 2014 Source: Agent Provided | PriceChange | $525,000 Price decreased by 2% |
Jun 15, 2014 Source: Agent Provided | PriceChange | $535,000 Price decreased by 1% |
May 10, 2014 Source: Agent Provided | PriceChange | $540,000 Price decreased by 2% |
Apr 10, 2014 Source: Agent Provided | Listed For Sale | $550,000 |
May 27, 2004 Source: N/A | Sold | $502,800 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $8,414 | $626,386 |
Home facts updated by county records
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.
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Frequently asked questions about 21750 Longleaf Trail DR
- What is the estimated monthly payment for 21750 Longleaf Trail DR?Based on a $849,000 list price with 20% down at today's rates, the estimated monthly payment for 21750 Longleaf Trail DR in Estero, FL is approximately $5,734 (about $4,668 principal & interest, $991 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- How does the list price for 21750 Longleaf Trail DR compare to homes in Estero?21750 Longleaf Trail DR in Estero, FL is listed at $849,000, about 66% above the $510K median sale price in Estero.
- What do residents say about Estero?Residents describe Estero, FL as dog-friendly, easy to park in, and quiet. Most residents say you need a car. See homes for sale in Estero, FL.
- What are the closest schools to 21750 Longleaf Trail DR?The closest schools to 21750 Longleaf Trail DR in Estero, FL are Bonita Springs Elementary School (Pre-K, rated 4/10), Bonita Springs High School (rated 4/10), Bonita Springs Middle Center For The Arts (rated 4/10).
- Does 21750 Longleaf Trail DR have air conditioning?Yes, 21750 Longleaf Trail DR in Estero, FL has air conditioning.
- Does 21750 Longleaf Trail DR have a pool?Yes, 21750 Longleaf Trail DR in Estero, FL has a pool.
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 Oct 24, 2026. The MLS # for this home is MLS# 226003803.

