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Sanibel Florida Homes for Sale

Naples Florida Real Estate

$1,595,000
Decrease*
$100K

MLS# 2026000681

290 Southwinds Dr, Sanibel, FL 33957

Homes - 3,867 ft² / 4,913 ft² - 3 Car Garage

4 Bed / 3 Baths / 1 Half / Pool

Built 1988

Perfectly combining Island Beach House with Southern Charm, this incredible home sits along a quiet shell road that leads to the Gulf: amazing proximity to the beach with no roads to cross! With a double lot, expansive pool area, welcoming front and back porches, high ceilings, large rooms, and custom features, this is an incredible opportunity. The gracious front steps lead to a spacious covered porch that is just perfect for enjoying this spectacular location. The huge primary bedroom is on the main living level along with an additional bedroom, a den, a large eat-in kitchen, and a fabulous living and dining room. Upstairs, two additional bedrooms, a sitting room, and a fabulous sun porch provide plenty of room for family or guests. A vertical platform lift at the back porch makes access to the home easy and makes carrying luggage and groceries a breeze! Huge amounts of storage are available in the eaves and under the house. A fenced area in addition to the pool area is perfect for a dog run. This wonderful property is much more than a beach house.... it is ready to be your island home!

PROPERTY DETAILS:

Community Name: Southwinds Estates
Community Type: Non-Gated
Building Design: Two Story, Single Family
Building Desc: 2 Story, Stilts
Living Area: 3,867 ft²
Total Area: 4,913 ft²
View: Landscaped Area
Unit Floor: 2
Total Floors: 3
Parking: Attached
Garage Spaces: 3
Construction: Wood Frame, Vinyl Siding
Exterior Features: Balcony, Open Porch/Lanai, Screened Lanai/Porch
Roof: Metal
Private Pool: Below Ground
Floor Description: Carpet, Tile, Wood
Interior Features: Fireplace, Foyer, French Doors, Laundry Tub, Pantry, Volume Ceiling, Walk-In Closet(s)
Pets: Yes
Units in Building: 1
On Site Since: 01/06/2026
Irrigation: Central
Water: Central
Equipment: Auto Garage Door, Cooktop - Electric, Dishwasher, Disposal, Double Oven, Dryer, Refrigerator, Washer
Floor Plan Type: 2 Story
Furnished Desc: Partially
Min Days of Lease: 28
Leases Per Year: 12
Rear Exposure: W
Restrictions: Architectural, None/Other
Acres: 0.526
Lot Desc: Oversize
Lot Left: 132
Lot Right: 129
Lot Back: 169
Lot Frontage: 170
Taxes: $11,274
Tax Year: 2024

THIS PROPERTY IS COURTESY OF:

Pfeifer Realty Group LLC

IMAGES:

LOCATION:

AREA SPECIALIST:


Helen Mikhailova
2025 Five Star Real Estate Agent

Certified Luxury Home Marketing Specialist
Helen Mikhailova

AREA Specialist, REALTOR®
Broker Associate
GRI - Graduate Realtor Institute
CLHMS - Certified Luxury Home Marketing Specialist
Million Dollar GUILD
SRS - Seller Representative Specialist
Residential Interior Designer Certification
Five Star Real Estate Agent 2020-2025 Award

Luxury of Naples Group at Premiere Plus Realty

Phone: (239) 217-6283

Websitehttps://www.realtyofnaples.com

Bio

Helen Mikhailova is a highly accomplished Real Estate Broker with a Graduate Real Estate Institute (GRI) designation, a Luxury Home Marketing Specialist certification, and a newly earned Residential Interior Designer Certification. Fluent in English, Ukrainian, and Russian, Helen's multilingual abilities, business acumen, and global travel experience make her an exceptional choice for clients from diverse backgrounds.

Since 2005, Helen has called Naples home and has been helping clients navigate the real estate market since 2011. Her 14+ years of experience in real estate have equipped her with the expertise and insight to guide clients through every stage of the buying or selling process.

With a Master’s Degree in Mathematics, Helen brings a unique analytical perspective to real estate, ensuring clients receive informed, data-driven guidance. Her dedication to excellence has earned her recognition as a 5-star Agent from 2020 to 2023, and again in 2025, a testament to her commitment to client satisfaction and outstanding results.

"I love working with people and seeing their joy when a deal closes. Real estate allows me to connect with individuals, build meaningful relationships, and help them achieve their goals. Every day is different, exciting, and rewarding—it’s why I love what I do."

Helen’s deep knowledge of Naples and its unique communities comes from nearly two decades of living in the area. Her extensive travels enable her to confidently compare Naples to some of the world’s finest destinations. "Naples is one of the most sophisticated, attractive, and relaxing towns I’ve ever experienced. I am proud to call it my home and to help others do the same."

Helen specializes in creating stress-free, enjoyable real estate experiences for her clients. Whether working with locals or newcomers to sunny Florida, she excels at making the process seamless and satisfying.

"Through clear communication and a personalized approach, I help my clients turn their vision of living in beautiful, sunny Naples into reality."

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.

*Just Listed: new properties that came on the market within the last 30 days.
*Decrease/Increase: listing values that are being recorded within the last 30 days.
*Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.

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