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Tradewinds Real Estate Sold55+ Active Adult

High-End
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
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Results 13 of 13
Tradewinds, 1388 Tahiti Dr, Sanibel, Florida 33957, image 1
$1,100,000
  • 3 Beds
  • 2 Baths
  • 1,483 SqFt
  • $742/SqFt
High-End
House for sale in Tradewinds
1388 Tahiti Dr, Sanibel, FL 33957
Don’t miss this beautifully updated move-in ready, turn-key beach house just a short distance from the best beach on sanibel in the tradewinds neighborhood. This 3 bedroom, 2 bath home features an open floor plan with many upgrades including pool, deck, cage, hardwood floors, metal roof, kitchen and bath remodel. Very little storm damage with recent upgrades including water heater, pool equipment, pool screens and ac unit. This beach house is more than just a home; it's a lifestyle opportunity that seamlessly blends the tranquility of coastal living with the convenience of modern amenities. Indoor-outdoor living is seamless here, with sliding glass doors that lead to an expansive deck. This is the best of sanibel, close to the beach also a short distance from sanibel recreation center, ding darling wildlife sanctuary, sanibel school and more.
Tradewinds, 1326 Tahiti Dr, Sanibel, Florida 33957, image 1
$895,000
  • 2 Beds
  • 2 Baths
  • 1,298 SqFt
  • $690/SqFt
High-End
House for sale in Tradewinds
1326 Tahiti Dr, Sanibel, FL 33957
Don’t miss this beautiful move in ready near beach cottage just a short walk from the best beach on sanibel in the tradewinds neighborhood. Your new home has some amazing features including an open floor plan with a new kitchen, tile flooring, light fixtures, ceiling fans and more. Enjoy great indoor/outdoor living as your sliding glass doors lead from the living area to a large screened-in pool. You will feel the “tradewinds” breeze as you hear the gulf of mexico just steps away from your deeded beach access with parking. This home offers everything your heart desires on sanibel; not only is it close to the beach, but also a short drive from the sanibel recreation center, ding darling wildlife refuge, bike paths, crow, sccf, the shell museum and restaurants!
Tradewinds, 1314 Tahiti Dr, Sanibel, Florida 33957, image 1
$625,000
  • 3 Beds
  • 2 Baths
  • 1,450 SqFt
  • $431/SqFt
High-End
House for sale in Tradewinds
1314 Tahiti Dr, Sanibel, FL 33957
This is the perfect island retreat - located steps to the sandy beach - by private neighborhood path and parking area. Centrally located just a short bike ride to the sanibel school, recreation center, and ding darling wildlife refuge. Bring your vision to this 3br/2ba property which has been impacted and fully remediated and and the retains the mature vegetation to be a nature lovers' paradise. This home is situated on a spacious double lot allowing room for a pool. Enjoy beach strolls, shelling, and sunsets. Embrace the sanibel lifestyle in this desirable island community.
Tradewinds, 4781 Tradewinds Dr, Sanibel, Florida 33957, image 1
$2,000,000
  • 3 Beds
  • 2 Baths
  • 1,592 SqFt
  • $1,256/SqFt
High-End
House for sale in Tradewinds
4781 Tradewinds Dr, Sanibel, FL 33957
Beautiful gulf views from this charming gulf front home in the popular tradewinds subdivision on sanibel's west end. Main living area has vaulted ceilings and large impact windows. Tropical vegetation surrounds a private walkway to the best stretch of beach on sanibel. Enjoy sunsets from upper level patio. Main living area and kitchen were affected by hurricane ian.
Tradewinds, 1429 Jamaica Dr, Sanibel, Florida 33957, image 1
$700,000
  • 4 Beds
  • 3 Baths
  • 2,270 SqFt
  • $308/SqFt
High-End
House for sale in Tradewinds
1429 Jamaica Dr, Sanibel, FL 33957
Just a short walk to the beach! This ground-level sanibel home has been remediated and gutted to the studs following water damage from hurricane ian. A few shingles are missing from the roof so it has a tarp but there is no leaking. This is a great discounted price for a 4bed/3bath home with a pool, pond, and deeded beach access!
Tradewinds, 1398 Jamaica Dr, Sanibel, Florida 33957, image 1
$850,000
  • 2 Beds
  • 2 Baths
  • 961 SqFt
  • $884/SqFt
High-End
House for sale in Tradewinds
1398 Jamaica Dr, Sanibel, FL 33957
Don't delay! Sanibel cottage steps to one of sanibel's best beaches. Located on an oversized lot, this home adjoins the beautiful ponds and has had many updates in the last three years. New metal roof, decking around house, exterior paint, air conditioning, hot water heater, paver driveway, new pergo flooring throughout and updated landscaping. Huge yard, outdoor shower! Two bedrooms, two bathrooms, spacious family room, large deck wraps around the front of the house and right side with beautiful water views. Screened lanai, detached 2-car garage, storage/laundry room. Quaint home in awesome location. Deeded beach access and parking for homeowners. Rare opportunity!
Tradewinds, 4767 Tradewinds Dr, Sanibel, Florida 33957, image 1
$2,050,000
  • 1.04 Acres
  • $1,971,154/Acre
High-End
Land for sale in Tradewinds
4767 Tradewinds Dr, Sanibel, FL 33957
Warm breezes and sunset views await your new custom dream home on this tropical gulf front lot. Just over one acre in size, this parcel has room for a nice size home and pool with unobstructed gulf views. The lot is limited to one house with a first floor footprint not to exceed 2, 300 square feet, although an additional level would be allowed, and workable floor plans are available upon request. Tradewinds offers a great private setting and one of the best beaches for sunsets and shelling. One of the last few gulf front lots left on sanibel!
Tradewinds, 1347 Jamaica Dr, Sanibel, Florida 33957, image 1
$1,400,000
  • 2 Beds
  • 2 Baths
  • 1,090 SqFt
  • $1,284/SqFt
High-End
House for sale in Tradewinds
1347 Jamaica Dr, Sanibel, FL 33957
1347 jamaica drive is the "jewel" of tradewinds! This superb beach house on sanibel island is mere footsteps to the private community beach access and one of the best stretches of sugar sand along sanibel's gulf of mexico coastline. Home sits on a near 1/2 acre oversize lot with manicured lawn, sub tropic landscape, an eco friendly paver driveway, and two-car garage. An oversize heated pool surrounded by a newly extended lanai with marble decking and new pool screen enclosure rounds out the exterior of this casual fun beach home. The interior layout makes great use of the square footage and is very functional for the beach lifestyle, including refinished terrazzo flooring. Offering exceptional natural light exposure through beautiful new impact windows, sliders and french doors, plus classic plantation shutter window treatments. No detail was too small during renovation and it shows throughout this lovely beach home. When you walk through i believe you'll agree, it is an absolute "jewel". Check out the awesome virtual video attached and see if you agree, this home is for you!
Tradewinds, 1365 Jamaica Dr, Sanibel, Florida 33957, image 1
$1,695,000105K
  • 3 Beds
  • 21/2 Baths
  • 1,936 SqFt
  • $876/SqFt
High-End
House for sale in Tradewinds
1365 Jamaica Dr, Sanibel, FL 33957
A two minute walk to the best beach on sanibel island is waiting for you in this beautiful move-in ready home on jamaica drive in the popular tradewinds neighborhood. The home features an open floor plan with gourmet kitchen, tile and wood floors, impact windows and sliders, high ceilings and many built in cabinets and shelves. The entire living level of the house had no hurricane damage and recent repairs include new pool cage screen, on demand hot water heaters, air conditioner and landscaping. The tradewinds neighborhood is close to the sanibel shared use path, shopping, restaurants, ding darling wildlife sanctuary, the sanibel school and the sanibel recreation center. The homeowners association private path offers great beach access and spectacular sunsets all year long.
Pending
Tradewinds, 1314 Tahiti Dr, Sanibel, Florida 33957, image 1
$579,000
  • 3 Beds
  • 2 Baths
  • 1,450 SqFt
  • $399/SqFt
High-End
House for sale in Tradewinds
1314 Tahiti Dr, Sanibel, FL 33957
Discover the perfect island retreat just steps from the sandy shores of sanibel and only three homes away from the deeded beach access with private parking, bike rack and beach chair storage! The central location offers a short bike ride to the sanibel school, recreation center, and ding darling wildlife refuge. This 3br/2ba home is ready for your vision—fully remediated and awaiting transformation. Nestled among lush, mature palms and vegetation, it’s a nature lover’s paradise. Situated on a spacious double lot, there’s plenty of room to add a pool and create your dream outdoor oasis. Enjoy daily beach strolls, world-class shelling, and breathtaking sunsets. Embrace the sanibel lifestyle in this sought-after island community!
Sold -
Tradewinds, 4801 Tradewinds Dr, Sanibel, Florida 33957, image 1
$1,200,000
  • 1.53 Acres
  • $784,314/Acre
High-End
Land sold in Tradewinds
4801 Tradewinds Dr, Sanibel, FL 33957
Great opportunity for gulf front living. Don't miss this rare opportunity to own a piece of paradise. 4801 tradewinds offers breathtaking sunset views all year long and land ownership all the way to the beach. This 1.53 acre lot extends from the street to the high tide line of the gulf. This offering comes complete with all the plans you need to start building. Tradewinds beaches offer great fishing and shelling, no crowds, and even an eagle's nest just down the beach. Architectural and engineering plans have been created for a raised single-story three-bedroom/three-bathroom house and are included in the sale. The plans have been approved by the dep and a permit has been issued. With a builder, you can get started right away. The construction, pilings, floor, and walls are all planned to be steel-reinforced concrete and masonry-based - for a very durable and hurricane-resilient home. The anchors for the building are helix and concrete pilings that have been engineered and designed to be widely spaced for an open, accommodating atmosphere on the lower level. It is also allowable, as a matter of right, to build a two-story home. The tradewinds neighborhood is a great community and is located close to restaurants, the recreation center, and the ding darling wildlife sanctuary.
Tradewinds, 1314 Tahiti Dr, Sanibel, Florida 33957, image 1
$599,00086K
  • 3 Beds
  • 2 Baths
  • 1,450 SqFt
  • $413/SqFt
High-End
House for sale in Tradewinds
1314 Tahiti Dr, Sanibel, FL 33957
Discover the perfect island retreat just steps from the sandy shores of sanibel! A private neighborhood path and parking area provide easy beach access, while the central location offers a short bike ride to the sanibel school, recreation center, and ding darling wildlife refuge. This 3br/2ba home is ready for your vision—fully remediated and awaiting transformation. Nestled among lush, mature vegetation, it’s a nature lover’s paradise. Situated on a spacious double lot, there’s plenty of room to add a pool and create your dream outdoor oasis. Enjoy daily beach strolls, world-class shelling, and breathtaking sunsets. Embrace the sanibel lifestyle in this sought-after island community!
Tradewinds, 1436 Jamaica Dr, Sanibel, Florida 33957, image 1
$679,00090K
  • 2 Beds
  • 2 Baths
  • 1,628 SqFt
  • $417/SqFt
High-End
House for sale in Tradewinds
1436 Jamaica Dr, Sanibel, FL 33957
Don’t miss this beautifully renovated home just a short walk from the best beach on sanibel in the tradewinds neighborhood. The house has been fitted with the garrison aluminum flood plank system which will seal all five entrances (garage, front and back door and all sliders) for up to a 4 foot storm surge. Photos of the installed panels are included and more information is available. This home sits on a large lot and has been renovated including eat in kitchen, dining room and living room with fireplace. Enjoy great indoor/outdoor living on your screened in porch and fenced in yard. The tradewinds neighborhood has private parking and beach path. Tradewinds is not only close to the beach, but also a short drive from the sanibel school, recreation center, ding darling wildlife refuge, bike paths, crow, sccf, the shell museum and restaurants!

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0.14 miles
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0.35 miles
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0.57 miles
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$1.9M - $3.8M
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0.66 miles
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Schools

Scores

Walk Score®
Car-Dependent. Almost all errands require a car
0

100
Bike Score®
Bikeable. Some bike infrastructure
60

100
Sound Score®
Bearable noise
80

100
Airport Score
Close to airports. Noticeable airport activity
0

100
Traffic Score
Congested area. Frequent traffic delays
26

100
Local Score
Limited local amenities nearby
0

100

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