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Property Description
Welcome to 14441 Pine Hollow Drive, in the sought after Corkscrew Shores. A beautifully upgraded lakefront residence in the heart of Estero offering 2,488 square feet of refined living space. This 3-bedroom + den, 3-bath home seamlessly blends luxury, comfort, and functionality. This is the highly sought after Pinnacle floorplan. From the moment you enter, you'll be drawn to the expansive great room highlighted by zero-corner sliding glass doors that open effortlessly to the extended lanai, creating the ultimate indoor-outdoor living experience. Enjoy tranquil, picturesque views of the main lake framed by a stunning picture window screen enclosure-perfect for relaxing or entertaining. The outdoor living space is elevated with an electric shade for added comfort, while inside, impact windows and doors provide both peace of mind and energy efficiency. The home features over $107,000 in builder upgrades, showcasing thoughtful design and high-end finishes throughout. Additional highlights include a spacious 3-car garage with epoxy flooring, a dedicated den ideal for a home office or flex space, and wired for full home security system already in place. Offered furnished with high quality furniture and curated artwork, this home is truly move-in ready. With too many upgrades to list, this is a rare opportunity to own a meticulously maintained, luxury lakefront property in one of Estero's most desirable locations, Corkscrew Shores!
Full Property Details
Full Property Details for 14441 Pine Hollow Drive
General
- Price: $1,050,000
- HOA FEE: $594/month
- HOA FEE FREQ.: Quarterly
- Taxes: (2025)
- Status: Active
- Type: Single Family
- Source: Bonita_Springs
- MLS ID: 226012868
- Updated: 3/27/2026
- Added to Site: 1 day(s) ago
Rental Information
- Lease/Rent Term: 30
- Min. Lease (Days): 30
Interior
- Interior Features: Split Bedrooms, Den - Study, Wired for Data, Tray Ceiling(s)
- Appliances: Electric Cooktop, Dishwasher, Disposal, Refrigerator/Freezer, Self-Cleaning Oven, Wine Cooler
- Furnished: Yes
- Furnishings: Furnished
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
- Primary Bathroom: Dual Sinks, Separate Tub And Shower
Bedrooms
- Total Bedrooms: 3
Other Rooms
- Kitchen: Kitchen Island
- Dining Room: Dining - Family, Eat-in Kitchen
- Laundry: Inside, Sink
Additional Information
- Shared Amenities: Basketball, Barbecue (Picnic), Bocce Court, Business Center, Clubhouse, Park, Pool, Community Room, Community Spa/Hot tub, Fitness Center, Fishing, Internet Access, Pickleball, Playground, Restaurant, Shuffleboard, Sidewalks, Street Lights, Tennis Court(s), Gated
- Tennis: Yes
- Security/Safety: Smoke Detector(s), Smoke Detectors
Exterior
- Exterior Features: Room for Pool, Automatic Sprinkler
- Porch/Patio/Deck: Screened Lanai/Porch, Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Driveway Paved, Garage Door Opener, Attached
Location
- Area: ES03 - Estero
- County: Lee
- Subdivision: CORKSCREW SHORES
- Building Name: CORKSCREW SHORES
- Driving Directions: Interstate to Corkscrew Rd and go east to entrance of Corkscrew Shores. Enter gate and turn left, go to Pine Hollow Drive and turn right. Home is on right side of road.
- Direction Faces: Southwest
Community
- Association: Yes
- Assoc. Fees Include: Irrigation Water, Maintenance Grounds, Legal/Accounting, Manager, Pest Control Exterior, Rec Facilities, Repairs, Reserve, Security, Street Lights
- Units Assoc/Comm: 648
- Pets Allowed: Yes
- Management Type: On-Site
Heating & Cooling
- Air Conditioning: Yes
- Cooling Type: Central Electric
- Heating Type: Central Electric
Utilities
- Sewer: Central
- Water: Central
- Cable Available: Yes
- Utility Description: Underground Utilities, Cable Available
Structural Information
- Description/Design: Single Family Residence
- Exterior Const.: Concrete Block, Stucco
- Roof: Tile
- Windows: Impact Resistant, Impact Resistant Windows
- Doors: Impact Resistant Doors, Zero/Corner Door Sliders
- Stories/Levels: 1
- Stories in Building: 1
- Square Feet: 2,488
- Sq. Ft. Source: Property Appraiser Office
- Living Area: 2,488 Sq. Ft.
- Year Built: 2016
Lot Features
- Property View: Lake
- Lot Size (Acres): 0.315
- Lot Size (Sq. Ft.): 13,721
- Lot Size Source: Property Appraiser Office
- Lot Dimensions: 65 x 91 x 157 x 157
- Frontage Feet: 65
- Road Maintenance: City Maintained
- Irrigation System: Central
- Lot Features: Oversize
- Zoning: RPD
- Lot Description: Oversize
Water Features
- Water Front: Yes
- Water Front Desc.: Lake Front
- Lake Front: Yes
- Canal Width: None
Financial Considerations
- Association Fee: $1,782
- Assoc Fee Freq.: Quarterly
- Other Assoc Fees: $1,782
- Other Fee Freq.: Quarterly
- Tax Year: 2025
- Terms: Buyer Finance/Cash, FHA, VA Loan
Disclosures and Reports
- Ownership: Single Family
- Legal Description: CORKSCREW SHORES PHASE IC AS DESC IN INST# 2014000203524 LOT 177
- Property ID: 28-46-26-05-00000.1770
- Section: 28
- Lot Number: 177
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Schools
Schools serving 14441 Pine Hollow Drive
School District:Lee County School District, Fort Myers, FL
| Name | Grades | Distance |
|---|---|---|
Pinewoods Elementary School 11900 Stoneybrook Golf Drive, Estero, FL 33928 | K-5 | 3 mi |
Three Oaks Elementary School 19600 Cypress View Drive, Fort Myers, FL 33967 | K-5 | 5.2 mi |
San Carlos Park Elementary School 17282 Lee Road, Fort Myers, FL 33967 | K-5 | 6.9 mi |
Three Oaks Middle School 18500 Three Oaks Parkway, Fort Myers, FL 33967 | 6-8 | 5.5 mi |
Bonita Springs Middle Center For The Arts 10141 West Terry Street, Bonita Springs, FL 34135 | 6-8 | 8.3 mi |
Estero High School 21900 River Ranch Road, Estero, FL 33928 | 9-12 | 5.5 mi |
Bonita Springs High School 25592 Imperial Parkway, Bonita Springs, FL 34135 | 9-12 | 6.7 mi |
South Fort Myers High School 14020 Plantation Road, Fort Myers, FL 33912 | 9-12 | 10.6 mi |
Spring Creek Elementary School 25571 Elementary Way, Bonita Springs, FL 34135 | K-5 | 7.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 14441 Pine Hollow Drive
Date
Details
Price
Change
Source
3/27/2026
Listed
$1,050,000
55.6%
MLS
6/01/2016
Sold
$674,800
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 14441 Pine Hollow Drive
Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,453
4%
$805,826
4%
2024
$10,041
-1%
$773,780
-11%
2023
$10,103
32%
$871,837
63%
2021
$7,640
-13%
$534,514
-25%
2022
$8,821
15%
$708,244
31%
2021
$7,640
7%
$539,399
16%
2019
$7,116
11%
$463,646
10%
2018
$6,387
283%
$421,496
344%
2016
$1,668
11%
$95,000
—
2015
$1,500
—
$95,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 14441 Pine Hollow Drive
14441 Pine Hollow Dr, Estero, FL 33928 (MLS# 226012868) is a Single Family property with 3 bedrooms and 3 full bathrooms. 14441 Pine Hollow Dr is currently listed for $1,050,000 and was received on March 27, 2026. Want to learn more about 14441 Pine Hollow Dr? Do you have questions about finding other Single Family real estate for sale in Estero? You can browse all Estero real estate or contact a Coldwell Banker agent to request more information.

