$849,000
- 4
- beds
- 2 full · 1 half
- baths
- 2,517
- sqft
- 2004
- year built
- 4
- beds
- 2 full · 1 half
- baths
- 2,517
- sqft
- 2004
- year built
- Status:
- Active
- MLS #:
- 226003803
- Neighborhood:
- LONGLEAF
- County:
- Lee
- Listed By:
- Ryan Chiodo - Compass Florida LLC
- Agent Phone:
- (239) 248-0551
- Agent Email:
- ryan@ryanchiodo.com
Sponsoring Broker: Derek Eisenberg, Continental Real Estate Group, Inc
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.
Highlights
- Residential
- Single Family Residence
- Built in 2004
- 0.366 Acre Lot
- $1,165/qtr HOA
- Waterfront
- 2 Car Garage
- 279 days on Market
-
- Bedrooms
- 4
-
- Bathrooms
- 2 full · 1 half
-
- Year Built
- 2004
-
- Stories
- 2.0
-
- Architectural Style
- Two Story, Single Family
-
- Construction Materials
- Stucco, Block
-
- Garage Spaces
- 2.0
-
- Parking Features
- Attached, Paved, Garage Door Opener
-
- Living Area
- 2517.0
-
- Interior Features
- Eat-in Kitchen, Walk-In Closet(s), Pantry, Entrance Foyer
-
- Appliances
- Dryer, Dishwasher, Microwave, Refrigerator, Washer, Disposal, Cooktop, Wine Cooler
-
- Flooring
- Tile, Wood
-
- Furnished
- Unfurnished
-
- Exterior Features
- Tennis Court(s)
-
- Patio And Porch
- Screened
-
- Pool Features
- Private, Community
-
- Security Features
- Smoke Detector(s), Security System, Gated Community
-
- Cooling
- Ceiling Fan(s)
-
- Heating
- Electric, Central
-
- Acres
- 0.366
-
- Lot Features
- Waterfront, Cul-De-Sac
-
- Water Front Features
- Lake, Lake Front
-
- Water Front
- Yes
-
- View
- Lake
-
- Area
- SHADOW WOOD AT THE BROOKS
-
- County
- Lee
-
- City
- Estero
-
- Neighborhood
- LONGLEAF
-
- Zip Code
- 34135
-
Nearby Schools
-
55out of 100
-
77out of 100
-
53out of 100
-
54out of 100
-
52out of 100
-
54out of 100
-
68out of 100
-
48out of 100
-
56out of 100
-
98out of 100
Disclaimer: ez Home Search School Ratings are on a scale of 1-100 and represent our evaluation of school quality based on academic performance, school resources, community feedback, and demographic factors. School attendance boundaries are for reference only. Contact the school directly to verify enrollment eligibility.
-
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Estimated Value
$859,395
$790,643 - $928,146
Source: Constellation Data Labs
Price History
| 03/17/2026 | Price Changed | $849,000 |
| Source: Florida Gulf Coast Multiple Listing Service #226003803 | ||
| 02/04/2026 | Listed | $1,025,000 |
| Source: Florida Gulf Coast Multiple Listing Service #226003803 | ||
| 03/17/2026 | Price Changed | $849,000 |
| Source: Multiple Listing Service of Bonita SpringsEstero #226003803 | ||
| 02/04/2026 | Listed | $1,025,000 |
| Source: Multiple Listing Service of Bonita SpringsEstero #226003803 | ||
| 03/17/2026 | Price Changed | $849,000 |
| Source: Naples Area Board of REALTORS #226003803 | ||
| 02/04/2026 | Listed | $1,025,000 |
| Source: Naples Area Board of REALTORS #226003803 | ||
| 03/10/2016 | Sold | $480,000 |
| Source: Naples Area Board of REALTORS #215049770 | ||
| Price Changed | $489,900 | |
| Source: Naples Area Board of REALTORS #215049770 | ||
| 09/04/2015 | Listed | $514,900 |
| Source: Naples Area Board of REALTORS #215049770 | ||
| 03/10/2016 | Sold | $480,000 |
| Source: Florida Gulf Coast Multiple Listing Service #215049770 | ||
| 01/19/2016 | Price Changed | $489,900 |
| Source: Florida Gulf Coast Multiple Listing Service #215049770 | ||
| 09/03/2015 | Listed | $514,900 |
| Source: Florida Gulf Coast Multiple Listing Service #215049770 | ||
| 03/10/2016 | Sold | $480,000 |
| Source: Multiple Listing Service of Bonita SpringsEstero #215049770 | ||
| Price Changed | $489,900 | |
| Source: Multiple Listing Service of Bonita SpringsEstero #215049770 | ||
| 09/03/2015 | Listed | $514,900 |
| Source: Multiple Listing Service of Bonita SpringsEstero #215049770 | ||
Source: MLS Data
Deed History
| 03/17/2016 | Special Warranty Deed | $480,000 |
| 04/17/2015 | Special Warranty Deed | $444,100 |
| 09/05/2014 | Trustee’s Deed (Certificate of Title) | $380,200 |
| 05/27/2004 | Warranty Deed | $502,800 |
Source: Public records via Constellation Data Labs
Mortgage History
| 11/01/2021 | Reverse Mortgage (Home Equity Conversion Mortgage) | $975,000 |
| 07/19/2017 | Conventional | $408,900 |
| 03/17/2016 | Balloon | $400,000 |
| 07/19/2006 | Unknown | $450,000 |
| 05/27/2004 | Balloon | $313,650 |
Source: Public records via Constellation Data Labs
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Similar Listings
Look Throughout Estero
There are currently 642 properties available in Estero, with 29 under contract to close soon. Properties in the city have an average sale price of $693,697 and typically spend 119 days on the market before being sold.
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Source: ez Home Search, MLS Data
Frequently Asked Questions
How do I schedule a tour of 21750 Longleaf Trail Dr?
We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 21750 Longleaf Trail Dr.
They know residentials in the area well and can give you the guidance you need to buy with confidence.
How do I get more information about 21750 Longleaf Trail Dr?
Click Ask a Question to talk with our team. You already know it is a 4 bed, 2 bath, listed for $849,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Estero, and can even get you in to see the property quickly.
How do I get a virtual tour of 21750 Longleaf Trail Dr?
Yes! A virtual tour is available for 21750 Longleaf Trail Dr. Click here to view the full walkthrough and explore every room at your own pace. If you would like a guided virtual showing or have questions along the way, we can connect you with our local expert to walk you through it live.
How much is the monthly mortgage payment for 21750 Longleaf Trail Dr?
With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 21750 Longleaf Trail Dr at around $5,533. This includes estimated property taxes and insurance.
Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.
How do I get pre-approved to buy 21750 Longleaf Trail Dr?
Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.
Or, let us connect you with our preferred local lender in Lee County. They will give you all of your available financing options, based on your specific situation and what is available to you.
Can I negotiate the asking price for 21750 Longleaf Trail Dr?
In most cases, yes. Whether 21750 Longleaf Trail Dr is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Estero's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.
How do I make an offer on 21750 Longleaf Trail Dr?
We can handle that for you. Our preferred local agent specializes in residentials in Estero and can guide you through every step of the offer process.
You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.
What is the price per square foot for this home?
This home is listed at $849,000 with 2,517 sqft of space—that comes out to approximately $337 per square foot.
How long has this property been on the market?
21750 Longleaf Trail Dr was listed on February 04, 2026, which means it's been on the market for 279 days.
Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.
When was this house built?
This home was built in 2004, making it approximately 22 years old.
What is the lot size of this property?
21750 Longleaf Trail Dr sits on a 0.37-acre lot, which is 16,117 square feet.
What are the property taxes for 21750 Longleaf Trail Dr?
The most recent public record shows annual property taxes for 21750 Longleaf Trail Dr were approximately $8,414. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.
Is there an HOA fee for this property, and what does it cover?
This home has an HOA fee of $1,165 paid quarterly.
This covers access to community features including: Clubhouse, Fitness Center, Pool, Tennis Court(s), Basketball Court, Golf Course.
Is 21750 Longleaf Trail Dr still available for sale?
Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.
Source: ez Home Search, MLS Data
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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Naples Area Board of REALTORS. All rights reserved.
Last Updated: November 10, 2026 at 01:07PM | Source: Naples Area Board of REALTORS | MLS#: 226003803
