Pending
Price CutPrice Drop: $36K (11/04)
Sale Pending at 280 Southwinds Dr, Sanibel, FL 33957 | MLS# 2026001629 | Listing updated on 2026-11-04
Photo 1 of Sale Pending at 280 Southwinds Dr, Sanibel, FL 33957 | MLS# 2026001629 | Listing updated on 2026-11-04
Photo 2 of Sale Pending at 280 Southwinds Dr, Sanibel, FL 33957 | MLS# 2026001629 | Listing updated on 2026-11-04
Photo 3 of Sale Pending at 280 Southwinds Dr, Sanibel, FL 33957 | MLS# 2026001629 | Listing updated on 2026-11-04
Photo 4 of Sale Pending at 280 Southwinds Dr, Sanibel, FL 33957 | MLS# 2026001629 | Listing updated on 2026-11-04
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$899,000

Monthly Est:$4,475

  • Beds Icon4 Beds
  • Beds Icon
    4 Baths
  • Beds Icon2,317sqft

280 Southwinds Dr, Sanibel, FL 33957

$4,475/moEst:

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  • Single Family Residence

  • Built in 1983

  • $25/mo HOA

  • 0.23 acre lot

  • $388/sq.ft

Description

Perfect Island Beach House!!! The Gulf is directly at the end of the quaint shell Southwinds Drive. Sanibel's incredible shelling and miles of walkable beaches are a just steps away! Elevated, updated, and whimsically decorated, this home is ready to enjoy. High ceilings and walls lined with windows greet you at the front door. The living area flows beautifully and provides plenty of distinct spaces for relaxing and entertaining. The primary suite and two additional en suite bedrooms are on the main living level as is an additional 1/2 bath. The top floor has great space for living and sleeping spaces and includes a small spiral staircase that leads to a rooftop porch with fantastic view. The incredibly weather resilient aluminum standing seam roof was installed in 2021. New ductwork 2026. Enclosed garage and lower level storage space with an interior staircase provide great convenience. The remainder of the lower level creates fantastic covered outdoor living space that is open to the thoughtfully landscaped private yard. With tremendous natural light, high ceilings, space for guests and the beach at the end of the street, this is your perfect island home!

  • Houzeo last checked: 8 minutes ago
  • Listing updated: November 4, 2026 at 6:24 pm
  • Listing Provided by: Jennifer McSorley (239) 560-2355 DRE #258010375, Eric Pfeifer (239) 472-0004 DRE #280522587 | Pfeifer Realty Group LLC (239) 472-0004
  • Source: Florida Gulf Coast MLS, Fort Myers-FL | MLS#: 2026001629 Florida Gulf Coast MLS, Fort Myers-FL

Property Details

  • Status

    Pending

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    Lee County

  • City

    Sanibel

  • Neighborhood

    --

  • Year Built

    1983

  • HOA Fees

    $25/mo

  • Finished Area

    2,317 sqft

  • Lot Size

    0.23 acre lot

  • Basement Area

    - sqft

  • MLS Name

    Florida Gulf Coast MLS, Fort Myers

  • MLS Number

    2026001629

  • MLS Status

    Pending

  • Days on Market

    138

  • Cumulative Days on Market

    136

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Location

HOA Management

N/A

HOA Fees

$300/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Beach Beach

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 4

Interior

  • Heating

    Central, Electric

  • Exterior Features

    None, Other

  • Cooling

    Central Air, Ceiling Fans, Electric

  • Appliances

    Dryer, Dishwasher, Microwave, Range, Refrigerator, Washer

  • Sewer

    Public Sewer

  • Window Features

    Other, Single Hung

  • Interior Features

    Breakfast Bar, Bathtub, Cathedral Ceilings, Dual Sinks, Entrance Foyer, Fireplace, Living Dining Room, Separate Shower

  • Flooring

    Carpet, Tile, Vinyl

Construction

  • Year Built

    Year Built: 1983

  • Home type

    Single Family Residence

  • Architectural Style

    Two Story, Stilt

  • Construction Materials

    Other, Wood Frame

  • Property Condition

    Resale

  • Roof

    Metal

  • Foundation Details

    Pillar Post Pier, Raised

Utilities & Energy

  • Association Amenities

    Beach Rights, Beach Access

  • Water Source

    Public

  • Laundry Features

    Inside

  • Parking Features

    Attached, Garage

  • Utilities

    Cable Available

Other Features

  • Community Features

    Non Gated

  • Subdivision Name

    Southwinds Estates

  • Lot Features

    Rectangular Lot

Price History

DateEventPrice

11/04/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2026001629

Pending

$899,000

$388/sqft

10/19/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2026001629

Listed for Sale

$899,000 -3.85%

$388/sqft

06/21/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2026001629

Off Market

$935,000

$404/sqft

06/21/2026

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #2026001629

Listed for Sale

$935,000 +51.29%

$404/sqft

12/21/2020

Source: mls_logoFlorida Gulf Coast MLS, Fort Myers-FL #219011918

Sold

$618,000

$267/sqft

Nearby Homes

Based on information from the Florida Gulf Coast Multiple Listing Service, Inc. through Nov 07, 2026, 09:00AM. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Some IDX listings have been excluded from this website. © 2026 Florida Gulf Coast Multiple Listing Service - All Rights Reserved.

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