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$1,150,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 2,293 Sq. Ft.
  • Updated 10 days ago
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Welcome to 4400 Gulf Pines Drive, an elevated coastal home set on one of the largest double lots in the Gulf Pines community. The property offers peaceful lake views with regular wildlife activity including native birds and otters. The exterior has been comprehensively updated. Improvements include a new roof, new gutters, new siding with upgraded insulation, new exterior deck, and new exterior stairs. The interior siding of the garage has been finished with Hardie Board along the lower portion for added durability. All thirty-six windows throughout the home are high impact hurricane rated. Inside, the home features an updated kitchen, a large bonus addition that functions well as an office or flex space, and a built-in elevator for added convenience. The living room includes a sunken fireplace and conversation area, a design element consistent with late twentieth century architectural modernism that creates a distinct focal point within the home. The property also includes a BOSE sound system that serves the living room, the primary bedroom, and the lanai through an exterior speaker, providing integrated audio throughout key living spaces. Additional features include durable Hardy Board siding, seamless gutters, and a two-zone air conditioning system for year-round comfort. The elevated porch offers a comfortable outdoor living area overlooking the lake and surrounding wildlife. With its significant exterior upgrades, impact rated windows, integrated sound system, and rare double lot, this home offers a well maintained and distinctive setting within one of Sanibel's most desirable neighborhoods.

Full Property Details for 4400 Gulf Pines Dr

General

  • Price: $1,150,000
  • HOA FEE: $148/month
  • HOA FEE FREQ.: Annually
  • Taxes: $9,577 (2024)
  • Status: Active
  • Type: Single Family
  • Source: Bonita_Springs
  • MLS ID: 2025019882
  • Updated: 1/7/2026
  • Added to Site: 54 day(s) ago

Rental Information

  • Lease/Rent Term: 30
  • Min. Lease (Days): 30

Interior

  • Interior Features: Elevator, Split Bedrooms, Den - Study, Great Room, Guest Bath, Guest Room, Wired for Data, Cathedral Ceiling(s), Entrance Foyer, Wired for Sound, Walk-In Closet(s)
  • Fireplace: Yes
  • Appliances: Electric Cooktop, Dishwasher, Disposal, Microwave, Range
  • Furnishings: Unfurnished
  • Flooring: Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Primary Bathroom: Shower Only

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Kitchen: Kitchen Island
  • Dining Room: Dining - Living
  • Laundry: Inside

Additional Information

  • Shared Amenities: Beach Access, Non-Gated
  • Security/Safety: Smoke Detector(s), Smoke Detectors

Exterior

  • Exterior Features: Automatic Sprinkler
  • Porch/Patio/Deck: Open Porch/Lanai, Screened Lanai/Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Garage Door Opener, Attached

Location

  • Area: SI01 - Sanibel Island
  • County: Lee
  • Subdivision: GULF PINES
  • Building Name: GULF PINES
  • Driving Directions: USE GPS
  • Direction Faces: Southwest

Community

  • Association: Yes
  • Assoc. Fees Include: Insurance, Legal/Accounting, Manager, Rec Facilities, Reserve, Street Maintenance
  • Units Assoc/Comm: 1
  • Pets Allowed: Yes
  • Management Type: Professional

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Ceiling Fan(s), Central Electric, Zoned
  • Heating Type: Central Electric, Zoned, Fireplace(s)

Utilities

  • Sewer: Central
  • Water: Central
  • Cable Available: Yes
  • Utility Description: Cable Available

Structural Information

  • Description/Design: Single Family Residence
  • Exterior Const.: Elevated, Piling, Wood Frame
  • Roof: Metal
  • Windows: Impact Resistant, Impact Resistant Windows, Window Coverings
  • Doors: Impact Resistant Doors
  • Stories/Levels: 1
  • Stories in Building: 1
  • Square Feet: 2,293
  • Sq. Ft. Source: Property Appraiser Office
  • Living Area: 2,293 Sq. Ft.
  • Year Built: 1987

Lot Features

  • Property View: Lake
  • Lot Size (Acres): 0.678
  • Lot Size (Sq. Ft.): 29,533
  • Lot Size Source: Property Appraiser Office
  • Irrigation System: Central
  • Lot Features: Irregular Lot
  • Lot Description: Irregular Lot

Water Features

  • Water Front: Yes
  • Water Front Desc.: Lake Front
  • Lake Front: Yes
  • Canal Width: None

Financial Considerations

  • Association Fee: $1,780
  • Assoc Fee Freq.: Annually
  • Tax Amount: $9,577
  • Tax Year: 2024
  • Terms: Buyer Finance/Cash

Disclosures and Reports

  • Ownership: Single Family
  • Legal Description: GULF PINES UNREC OR 788 PG 797 LOTS 48 + 49
  • Property ID: 20-46-22-T4-00100.0480
  • Section: 20
  • Block: 100
  • Lot Number: 48

Listed by Pfeifer Realty Group LLC

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Listing agent

— 4400 Gulf Pines Dr —

  • Pfeifer Realty Group LLC

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 4400 Gulf Pines Dr

School District:Lee County School District, Fort Myers, FL
NameGradesDistance
The Sanibel School
3840 Sanibel Captiva Road, Sanibel, FL 33957
6-81 mi
Cypress Lake Middle School
8901 Cypress Lake Drive, Fort Myers, FL 33919
6-815.8 mi
Cypress Lake High School
6750 Panther Lane, Fort Myers, FL 33919
9-1215.7 mi
South Fort Myers High School
14020 Plantation Road, Fort Myers, FL 33912
9-1218.7 mi
Fort Myers High School
2635 Cortez Boulevard, Fort Myers, FL 33901
9-1220.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 4400 Gulf Pines Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/24/2025
Listed
$1,150,000
318.18%
MLS
12/10/2002
Sold
$275,000
—
Public Record
Get Price Alerts and Save Property
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 for 4400 Gulf Pines Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$9,014
-3%
$680,893
3%
2024
$9,318
3%
$661,704
3%
2023
$9,054
7%
$642,431
-9%
2021
$8,486
1%
$708,757
14%
2022
$8,429
-1%
$623,719
4%
2021
$8,486
2%
$597,191
4%
2018
$8,302
—
$572,879
-2%
2019
$8,298
—
$583,764
4%
2017
$8,303
—
$561,096
2%
2016
$8,265
-2%
$549,555
-12%
2015
$8,417
—
$622,505
1%
2014
$8,427
—
$615,789
15%
2013
$8,464
—
$533,403
—
View All
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 for 4400 Gulf Pines Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Pfeifer Realty Group LLC

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4400 Gulf Pines Dr, Sanibel, FL 33957 (MLS# 2025019882) is a Single Family property with 3 bedrooms and 3 full bathrooms. 4400 Gulf Pines Dr is currently listed for $1,150,000 and was received on November 24, 2025. Want to learn more about 4400 Gulf Pines Dr? Do you have questions about finding other Single Family real estate for sale in Sanibel? You can browse all Sanibel real estate or contact a Coldwell Banker agent to request more information.

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