21901 Longleaf Trail DR, Estero, FL 34135
Property image
Property image
OFF MARKET

21901 Longleaf Trail DR
Estero, FL 34135

  • 4 Beds
  • 3.5 Baths
  • 2,624 sqft

$986,300

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $6,255/mo*

$986,300

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $6,255/mo*
4 Beds
3.5 Baths
2,624 sqft

Home Value

Trulia Estimate
$986K
Since last month
Increased$4K (+0.4%)
Since last year
Increased$49K (+5.3%)
Since last sale
Decreased$63K (-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 +58% in the last 10 years
MonthEstimated value
2026
August 2026$987K
July 2026$989K
June 2026$983K
May 2026$991K
April 2026$981K
March 2026$972K
February 2026$973K
January 2026$966K
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
0.15
Single-Family Home
$1,100,000
03/19/26
4
3.5
2,686
0.29
Single-Family Home
$864,900
06/12/26
4
4
3,796
0.24
Single-Family Home
$430,000
02/20/26
4
2.5
2,532
0.28
Single-Family Home
$600,000
07/27/26
4
2.5
2,541
0.32
Single-Family Home
$530,000
05/29/26
4
3
2,760
0.21
Single-Family Home
$700,000
03/19/26
5
4
3,666
0.25
Single-Family Home
$550,000
03/16/26
4
2
2,283
0.38
Single-Family Home
$600,000
11/14/25
4
2.5
2,587
0.47
Single-Family Home
$814,000
04/27/26
3
3.5
2,337
0.44
Single-Family Home
$658,600
07/17/26
5
3.5
3,119

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
0.04
$849,000
4
2.5
2,453
For Sale
0.01
$918,200
3
2.5
2,489
Off Market
0.08
$1,039,900
3
2.5
2,678
Off Market
0.12
$875,000
4
3.5
2,503
For Sale
0.09
$445,000
2
2
1,525
Recently Sold
0.10
$946,400
3
2.5
2,511
Off Market
0.08
$370,400
2
2
1,434
Off Market
0.14
$367,500
3
2
1,503
Off Market
0.11
$432,500
2
2
1,525
Recently Sold
0.10
$475,000
3
2
1,525
For Sale
0.14
$373,500
3
2
1,503
Off Market

Local Information

  • Map ViewExplore the area around 21901 Longleaf Trail DR.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2005
Living Area
2,624 sqft
Price/Sqft
$376
Parking
2 Car Garage
HOA
$704/Monthly

About this House

Welcome to the Prestigious community of Shadow Wood at the Brooks This exquisite two-story residence boasts a striking Stone Front Elevation, Mature landscaping and a Spacious paver driveway. As the largest Extended Kingfisher design, the layout features First Floor Primary Suite, Four Bedrooms + Versatile Den/Bedroom, Three- and One-Half Baths, and Two Car Garage. Discover Quality upgrades too numerous to count, including New Roof 2018, Two Separate HVAC Systems 2017, Hurricane Impact Windows, Whole House Gas Generator, Accordion Hurricane Shutters on Entry Door and Lanai, Tile in Main Living areas, Hardwood flooring in Primary Suite and Den. Kitchen featuring 42" Wall cabinets, Granite Countertops, Center Aisle, SS Appliances with Vented Cook Hood. Indulge in the Resort Style Saltwater Pool and Spa, Heated by Natural Gas, Enhanced by Decorative Lion Head Fountains, Privacy Curtains, Safety Screen, and Extended Paver Lanai, all providing an Oasis for Relaxation. The Member Owned Shadow Wood Country Club offers 54 holes of Championship Golf, 2 club houses, a new Top Tracer golf training facility with an associated family gaming center coming soon, 9 Har Tru tennis courts, bocce, outdoor fire pits, Sports Bar, access to a private beach club, fitness center, pickleball, full-service spa and private restaurant. Great location!! Close to Shopping, Airport, Beaches and much more.
21901 Longleaf Trail DR, Estero, FL 34135 is a 4 bedroom, 4 bathroom, 2,624 sqft single-family home built in 2005. It last sold for the $1,050,000 asking price on Apr 15, 2024. It is currently off market. The Trulia Estimate is $986,300, with a rent estimate of $5,482/month.

Home Details for 21901 Longleaf Trail DR

Interior Features

Interior Details
Number of Rooms: 11Types of Rooms: Master Bedroom, Bedroom, Den, Dining Room, Garage, Great Room, Kitchen, Lanai, Utility Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2624 Square Feet
Appliances & Utilities
Appliances: Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, Refrigerator/Icemaker, Self Cleaning Oven, WasherDishwasherDisposalDryerLaundry: Inside,Laundry TubMicrowaveWasher
Heating & Cooling
Heating: CentralHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Spa: Above Ground, Concrete, HeatedNo FireplaceHas a Spa
Gas & Electric
Gas: Natural
Windows, Doors, Floors & Walls
Window: Window Coverings, Impact Resistant Windows, Shutters Electric, Shutters - Screens/FabricDoor: French DoorsFlooring: Carpet, Tile, Wood
Levels, Entrance, & Accessibility
Stories: 2Number of Stories: 2Levels: TwoFloors: Carpet, Tile, Wood
View
Has a ViewView: Preserve, Water
Security
Security: 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: Attached
Pool
Pool: Community, In Ground, Concrete, Custom Upgrades, Gas Heat, Salt Water, Screen EnclosurePool
Frontage
WaterfrontWaterfront: Canal FrontRoad Surface Type: PavedOn Waterfront
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: HouseArchitecture: House
Building
Construction Materials: Block, Stone, StuccoNot a New Construction
Property Information
Parcel Number: 354625E42900B.0160

Price & Status

Price
List Price: $1,050,000
Status Change & Dates
Off Market Date: Mon Apr 15 2024

Active Status

MLS Status: Closed

Location

Direction & Address
City: ESTEROCommunity: LONGLEAF

Building

Building Area
Building Area: 3098 Square Feet

Community

Community Features: Clubhouse, Pool, Golf, Putting Green, Restaurant, Street Lights, Tennis Court(s), GatedNot Senior Community

HOA

Association for this Listing: Bonita SpringsHas an HOAHOA Fee: $8,449/Annually

Lot Information

Lot Area: 8581.32 sqft

Offer

Contingencies: Inspection

Rental Terms, Policies & Fees

Partially Furnished

Miscellaneous

Mls Number: 224012479Water ViewWater View: Water

Additional Information

HOA Amenities: Beach Club Available,Bocce Court,Clubhouse,Pool,Community Room,Full Service Spa,Golf Course,Internet Access,Pickleball,Private Beach Pavilion,Private Membership,Putting Green,Restaurant,Streetlight,Tennis Court(s),Underground Utility
Last check for updates: about 4 hours ago
Listed by Beverly Billie, (908) 507-8425
Local Real Estate LLC
Bought with: Jeanne Roedding, (239) 872-1348, John R Wood Properties
Originating MLS: Bonita Springs
Source: SWFLMLS, MLS#224012479

Price and Tax history

DateEventPrice
Apr 15, 2024
Source: SWFLMLS #224012479
Sold
$1,050,000
Mar 19, 2024
Source: SWFLMLS #224012479
Pending
$1,050,000
Mar 6, 2024
Source: SWFLMLS #224012479
PriceChange
$1,050,000
Price decreased by 5%
Feb 8, 2024
Source: SWFLMLS #224012479
Listed For Sale
$1,100,000
Jan 9, 2015
Source: N/A
Sold
$545,000

Market trends in Estero

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$506K
$15.83K
MoM
Sale-to-List Price
96.3%
0.1%
MoM
Price per sq ft
$259
$3
MoM
Available listings
560
52
MoM
Skip to last item
  • Results are loading
Skip to first item

Around this home

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

Sourced by Trulia users. 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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

Explore by feature - Garage

Explore by feature - Air Conditioning

Explore by feature - Pool

Explore by feature - Washer/dryer

Explore by feature - Outdoor Space

Homes for sale near 21901 Longleaf Trail DR

Skip to last item
Skip to first item

Off Market Homes Near 21901 Longleaf Trail DR

Skip to last item
Skip to first item

Frequently asked questions about 21901 Longleaf Trail DR

  • What is 21901 Longleaf Trail DR estimated to be worth?
    Trulia's estimated value for 21901 Longleaf Trail DR in Estero, FL is $986,300.
  • What is the price history for 21901 Longleaf Trail DR?
    21901 Longleaf Trail DR in Estero, FL last sold for $1,050,000 in April 2024.
  • Is Estero a buyer's or seller's market?
    Estero is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Estero?
    The median sale price in Estero is $506K. That is up $15.83K from the prior month.
  • Does 21901 Longleaf Trail DR have air conditioning?
    Yes, 21901 Longleaf Trail DR in Estero, FL has air conditioning.
  • Does 21901 Longleaf Trail DR have a pool?
    Yes, 21901 Longleaf Trail DR in Estero, FL has a pool.
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.