Page Info

Southwinds Estates Houses SoldNo HOA

Premium
Ultra Luxury — Above $1,000 per SqFt
High-End — $650 - $1,000 per SqFt
Mid-Tier — $400 - $650 per SqFt
Premium — $300 - $400 per SqFt
Entry-Level — Below $300 per SqFt
Low-Rise
Building with 1- 4 floors
Rank (0)
Reviews (
)
Market Action
Selling Speed
Steady
8.5
Inventory Supply
High
11.76
Sales Activity
Updating
Own a unit here?
Results 8 of 8
Sold - Mar 24, 2026
Southwinds Estates, 290 Southwinds Dr, Sanibel, Florida 33957, image 1
$1,400,000
  • 4 Beds
  • 31/2 Baths
  • 3,867 SqFt
  • $362/SqFt
Premium
House sold in Southwinds Estates
290 Southwinds Dr, Sanibel, FL 33957
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!
Sold - Mar 18, 2026
Southwinds Estates, 251 Southwinds Dr, Sanibel, Florida 33957, image 1
$680,000
  • 4 Beds
  • 3 Baths
  • 1,967 SqFt
  • $346/SqFt
Premium
House sold in Southwinds Estates
251 Southwinds Dr, Sanibel, FL 33957
Very near beach elevated pool home on quiet dead-end street. The home offers 4 bedrooms and 3 full baths, with ample lower level storage. Large lot and deeded beach access. Metal roof, recent hard-i-board siding. Storm impact windows. Located close to many sanibel amenities. Move right in or bring your contractor to make it your own.
Southwinds Estates, 199 Southwinds Dr, Sanibel, Florida 33957, image 1
$700,000
  • 3 Beds
  • 3 Baths
  • 1,446 SqFt
  • $484/SqFt
Premium
House for sale in Southwinds Estates
199 Southwinds Dr, Sanibel, FL 33957
Discover an extraordinary opportunity on this spacious double lot featuring a ground-level home ready for transformation. Spanning over ½ acre of land, this unique property offers the chance to restore the existing structure to its former glory or to embark on the creation of your dream home. Enjoy the privilege of a deeded access to the nearby beach conveniently positioned behind the home. Visualize incorporating the existing pool into your new home design, creating a private oasis for refreshing dips and relaxation. This property is a versatile canvas for you to bring your ideal island retreat to life. Beyond its picturesque setting, this property offers convenience for your island lifestyle. It's ideally positioned with easy access to the renowned bike path, shops, restaurants, and the causeway - providing for swift access on and off island. Whether you envision a serene retreat, a seasonal escape, or an investment property, this is your opportunity to craft the life you've always desired on sanibel island. Don't miss your chance to make this slice of paradise your own.
Southwinds Estates, 211 Southwinds Dr, Sanibel, Florida 33957, image 1
$1,050,000
  • 3 Beds
  • 3 Baths
  • 2,132 SqFt
  • $492/SqFt
Premium
House for sale in Southwinds Estates
211 Southwinds Dr, Sanibel, FL 33957
Welcome to southwinds dr! This amazing home is just 3 homes away from the deeded beach access. This 3 bedroom, 3 bath home has been meticulously maintained by the current owners. Updated kitchen with subzero refrigerator, stainless steel appliances opens to the dining area and family room. All custom wood flooring, wood beam ceilings and large windows. Sliding glass doors open to the spacious lanai surrounded with nature views. The primary suite has updated marble floors, shower, vanities and large closet. The upper deck provides beautiful gulf views! 2+ car garage. The home is is offered furnished with minor exclusions.
Southwinds Estates, 198 Southwinds Dr, Sanibel, Florida 33957, image 1
$1,190,000
  • 3 Beds
  • 2 Baths
  • 1,632 SqFt
  • $729/SqFt
Premium
House for sale in Southwinds Estates
198 Southwinds Dr, Sanibel, FL 33957
Take a stroll along this inviting sandy lane, and let the soft sand cradle your feet all the way to the pristine beach! Nestled on southwinds drive, a stone's throw from the deeded beach access, you'll discover a meticulously renovated 3-bedroom, 2-bathroom beachfront retreat that's been thoughtfully adorned with charming textures and coastal hues. As you step onto the enclosed pool area, an instant sense of island time washes over you. Upstairs, you'll be greeted by over 400 sqft of your very own private lanai, offering breathtaking views of the pool and beautiful preserved land. Relish in the soothing gulf breezes and indulge in some leisurely bird watching. Inside, this beautiful home boasts open living and dining areas with a well-appointed kitchen featuring a breakfast bar that comfortably seats four. The property has been thoughtfully upgraded with a new metal roof, hardie board siding, impact windows, new ac system, and state-of-the-art pool equipment. Whether you envision this as your forever home or an investment property, this residence holds exceptional potential. Here, you can truly embrace island living, leaving all worries behind as you savor this coastal haven.
Southwinds Estates, 251 Southwinds Dr, Sanibel, Florida 33957, image 1
$1,099,000
  • 4 Beds
  • 3 Baths
  • 1,967 SqFt
  • $559/SqFt
Premium
House for sale in Southwinds Estates
251 Southwinds Dr, Sanibel, FL 33957
Seize this unparalleled opportunity on southwinds drive! Nestled within a prime location, this coastal 4-bedroom, 3-bathroomresidence stands proudly on an expansive lot, just five houses away, to your deeded beach access. Step inside to discover a haven of comfort and style, where a nicely appointed kitchen, seamlessly flows into a charming family room, as well as the adjoining dining room, all complemented by natural light and captivating vistas from the large, screened lanai overlooking the pool/spa. Indulge in restful retreats within the spacious bedrooms, each thoughtfully designed to provide ample space for relaxation and walk-in closet offering convenient storage solutions, ensuring a clutter-free environment conducive to peace of mind. You will appreciate the tastefully updated baths with modern touches and finishes. Truly experience island-style living with your own private pool and spa, set amidst a meticulously maintained yard, offering an oasis of tranquility and relaxation. The lower level presents abundant space for personalized use, promising versatility to accommodate your every need.
Southwinds Estates, 243 Southwinds Dr, Sanibel, Florida 33957, image 1
$1,495,000
  • 4 Beds
  • 21/2 Baths
  • 1,964 SqFt
  • $761/SqFt
Premium
House for sale in Southwinds Estates
243 Southwinds Dr, Sanibel, FL 33957
Beautiful "southwinds" location on sanibel island! This absolutely perfect, custom beach home offers 4 bedrooms, 2.5 baths, private elevator, screen enclosed, heated pool, 2-car garage and is sold furnished. Incredible kitchen, island with prep sink, top of the line appliances, custom cabinets and backsplash. Dining area opens to a spacious screen enclosed porch with stairs down to the pool, bbq area and a fenced dog run. Great room with vaulted ceilings, tile plank floors and plantation shutters throughout with a split floor plan. Primary suite has sliders that open to the screened lanai. Primary bathroom with double sinks, glass walk in shower and a walk-in closet. Impact windows, doors and garage doors. Metal roof and hard i board siding. Lush island landscaping, irrigation system, shell pathways and outdoor shower. Just a short stroll to the beach, spectacular sunset walks and some of the world's best shelling.
Southwinds Estates, 240 Southwinds Dr, Sanibel, Florida 33957, image 1
$999,000
  • 4 Beds
  • 3 Baths
  • 1,970 SqFt
  • $507/SqFt
Premium
House for sale in Southwinds Estates
240 Southwinds Dr, Sanibel, FL 33957
Everything is brand new in this single-level, 4-bedroom home with 3 full baths. This light and bright house is just a short stroll from the beach, tucked away on a quiet dead-end street. Enjoy a beautiful contemporary kitchen with quartz countertops and luxury vinyl tile throughout. Bathrooms feature tiled walk-in showers. It has a new roof, new ac, and thoughtful decorative details. There’s also a separate laundry room and a spacious two-car garage. This house will be mostly furnished and move-in ready. No hoa!

Subdivision Amenities

Internet Access
Storage
Beach Access
None

Frequently Asked Questions

Market Peers

Matched by price tier, HOA, and lifestyle
Results 0 of 0
No listings found
Try adjusting your filters or changing your location to see available listings
Turn on listing alerts and we'll notify you
when matching listings appear

Nearby Subdivisions

Ultra Luxury
0.12 miles
Mid-Tier
0.34 miles
For Sale (1)
$1.7M - $1.7M
High-End
0.37 miles
For Sale (1)
$855K - $855K
High-End
0.43 miles
For Sale (3)
$525K - $899K
High-End
0.62 miles
For Sale (10)
$895K - $2M
For Rent (2)
$18K - $20K

Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
4

100
Bike Score®
Very Bikeable. Biking is convenient for most trips
76

100
Sound Score®
Bearable noise
80

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
29

100
Local Score
Limited local amenities nearby
0

100

Sanibel
Premium
Premium Homes & Condos

Related Searches in Sanibel, FL

Map
Filters