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Sanibel Florida Homes for Sale

Naples Florida Real Estate

$1,150,000
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MLS# 2025019882 NEW

4400 Gulf Pines Dr, Sanibel, FL 33957

Homes - 2,293 ft² / 5,589 ft² - 2 Car Garage

3+Den / 3 Baths

Built 1987

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.

PROPERTY DETAILS:

Community Name: Gulf Pines
Community Type: Non-Gated
Amenities: Beach Access
Building Design: Ranch, Split Level, Single Family
Building Desc: 1 Story/Ranch, Split level
Living Area: 2,293 ft²
Total Area: 5,589 ft²
View: Lake
Waterfront Desc: Lake
Total Floors: 1
Parking: Attached
Garage Spaces: 2
Construction: Wood Frame
Exterior Features: Open Porch/Lanai, Screened Lanai/Porch
Roof: Metal
Floor Description: Tile, Wood
Interior Features: Cathedral Ceiling(s), Fireplace, Foyer, Smoke Detectors, Wired for Sound, Walk-In Closet(s), Window Coverings
Pets: Yes
Units in Building: 1
On Site Since: 11/24/2025
Irrigation: Central
Water: Central
Equipment: Smoke Detector, Auto Garage Door, Cooktop - Electric, Dishwasher, Disposal, Microwave, Range
Floor Plan Type: Split Bedrooms
Furnished Desc: Unfurnished
Maintenance: Street Maintenance, Insurance, Legal/Accounting, Manager, Rec Facilities, Reserve
Min Days of Lease: 30
Leases Per Year: 12
Rear Exposure: NE
Restrictions: Architectural, Deeded, No Commercial, No RV
Acres: 0.678
Lot Desc: Irregular Lot
HOA Fees: $1,780 Annually
Transfer Fee: $299
Total Annual Recurring Fees: $1,780
Taxes: $9,577
Tax Year: 2024

THIS PROPERTY IS COURTESY OF:

Pfeifer Realty Group LLC

IMAGES:

LOCATION:

AREA SPECIALIST:


Oleg Mikhailov
Oleg Mikhailov

Area Specialist, REALTOR®
Broker Associate
GRI - Graduate Realtor Institute

Luxury of Naples Group at Premiere Plus Realty

Phone: (239) 280-1237

Websitehttps://www.realtyofnaples.com

Bio

Oleg Mikhailov has been a Naples resident since 1999 and is deeply familiar with the neighborhoods of Naples, Bonita Springs, and Marco Island. His extensive local knowledge allows him to expertly assist you in finding the perfect home for your family’s unique needs. With Oleg as your Real Estate Broker, you can trust that his dedication and expertise will make your experience seamless and enjoyable.

In addition to his real estate career, Oleg is an experienced engineer. This technical expertise enhances his ability to evaluate properties, providing valuable insights into a home’s structure and potential. His engineering background, combined with his work as a financial consultant for global real estate projects and business development programs, equips him with a rare skill set that ensures you’re getting the best advice and support in every transaction.

Outside of his professional career, Oleg was part of a professional auto racing team and has earned several international sports awards. His racing experience has honed his attention to detail and focus, qualities that translate directly to his work in real estate. His stress-free approach, paired with his guiding principle—a happy client is the most important thing—ensures that you’ll have a positive and rewarding experience.

Whether you’re buying or selling, Oleg Mikhailov is committed to making your real estate journey smooth, successful, and satisfying.

CONTACT / REQUEST APPOINTMENT:


In order to better assist our clients, we need to know as much as possible relating to: you, your situation, your needs, what you are looking for, and how we can best assist you. Please be as detailed as possible, for if you are vague, we may miss something - thus, not providing the best service possible. Your satisfaction is our top priority. By providing your phone number, you consent to receive communications, including but not limited to text messages and phone calls, from Luxury Of Naples Group regarding your inquiries, appointments, updates, or other services. Message and data rates may apply. You can opt-out at any time by replying STOP to any text message or contacting us.
Thank you! We look forward to the opportunity to earn your trust and your business.








Broker Reciprocity LogoThis property is courtesy of Pfeifer Realty Group LLC.

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