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Tradewinds Real Estate Sold55+ Active Adult

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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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Market Action
Selling Speed
Steady
8
Inventory Supply
High
12.5
Sales Activity
—
Updating
Own here?
Results 13 of 13
Sold - Oct 9, 2026
Tradewinds, 1314 Tahiti Dr, Sanibel, Florida 33957, image 1
$535,000$44K
  • 3 Beds
  • 2 Baths
  • 1,450 SqFt
  • $369/SqFt
  • $200/mo HOA
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House sold in Tradewinds
1314 Tahiti Dr, Sanibel, FL 33957
Listing Courtesy Of: Pfeifer Realty Group LLC
Sold - Dec 6, 2023
Tradewinds, 1388 Tahiti Dr, Sanibel, Florida 33957, image 1
$1,100,000
  • 3 Beds
  • 2 Baths
  • 1,483 SqFt
  • $742/SqFt
  • $200/mo HOA
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House for sale in Tradewinds
1388 Tahiti Dr, Sanibel, FL 33957
Listing Courtesy Of: VIP Realty Group,Inc
Sold - Jul 11, 2023
Tradewinds, 1326 Tahiti Dr, Sanibel, Florida 33957, image 1
$895,000
  • 2 Beds
  • 2 Baths
  • 1,298 SqFt
  • $690/SqFt
  • $200/mo HOA
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House for sale in Tradewinds
1326 Tahiti Dr, Sanibel, FL 33957
Listing Courtesy Of: VIP Realty Group,Inc
Sold - Apr 3, 2023
Tradewinds, 1314 Tahiti Dr, Sanibel, Florida 33957, image 1
$625,000
  • 3 Beds
  • 2 Baths
  • 1,450 SqFt
  • $431/SqFt
  • $120/mo HOA
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House for sale in Tradewinds
1314 Tahiti Dr, Sanibel, FL 33957
Listing Courtesy Of: Pfeifer Realty Group LLC
Sold - Mar 8, 2023
Tradewinds, 4781 Tradewinds Dr, Sanibel, Florida 33957, image 1
$2,000,000
  • 3 Beds
  • 2 Baths
  • 1,592 SqFt
  • $1,256/SqFt
  • $120/mo HOA
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House for sale in Tradewinds
4781 Tradewinds Dr, Sanibel, FL 33957
Listing Courtesy Of: VIP Realty Group,Inc
Sold - Feb 10, 2023
Tradewinds, 1429 Jamaica Dr, Sanibel, Florida 33957, image 1
$700,000
  • 4 Beds
  • 3 Baths
  • 2,270 SqFt
  • $308/SqFt
  • $120/mo HOA
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House for sale in Tradewinds
1429 Jamaica Dr, Sanibel, FL 33957
Listing Courtesy Of: McCallion & McCallion
Tradewinds, 1398 Jamaica Dr, Sanibel, Florida 33957, image 1
$850,000
  • 2 Beds
  • 2 Baths
  • 961 SqFt
  • $884/SqFt
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House for sale in Tradewinds
1398 Jamaica Dr, Sanibel, FL 33957
Listing Courtesy Of: VIP Realty Group,Inc
Tradewinds, 4767 Tradewinds Dr, Sanibel, Florida 33957, image 1
$2,050,000
  • 1.04 Acres
  • $1,971,154/Acre
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Land for sale in Tradewinds
4767 Tradewinds Dr, Sanibel, FL 33957
Listing Courtesy Of: Pfeifer Realty Group LLC
Tradewinds, 1347 Jamaica Dr, Sanibel, Florida 33957, image 1
$1,400,000
  • 2 Beds
  • 2 Baths
  • 1,090 SqFt
  • $1,284/SqFt
  • $120/mo HOA
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House for sale in Tradewinds
1347 Jamaica Dr, Sanibel, FL 33957
Listing Courtesy Of: RE/MAX of The Islands
Tradewinds, 1365 Jamaica Dr, Sanibel, Florida 33957, image 1
$1,695,000$105K
  • 3 Beds
  • 21/2 Baths
  • 1,936 SqFt
  • $876/SqFt
  • $200/mo HOA
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House for sale in Tradewinds
1365 Jamaica Dr, Sanibel, FL 33957
Listing Courtesy Of: VIP Realty Group,Inc
Tradewinds, 1314 Tahiti Dr, Sanibel, Florida 33957, image 1
$599,000$86K
  • 3 Beds
  • 2 Baths
  • 1,450 SqFt
  • $413/SqFt
  • $200/mo HOA
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House for sale in Tradewinds
1314 Tahiti Dr, Sanibel, FL 33957
Listing Courtesy Of: Pfeifer Realty Group LLC
Tradewinds, 1436 Jamaica Dr, Sanibel, Florida 33957, image 1
$679,000$90K
  • 2 Beds
  • 2 Baths
  • 1,628 SqFt
  • $417/SqFt
  • $200/mo HOA
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House for sale in Tradewinds
1436 Jamaica Dr, Sanibel, FL 33957
Listing Courtesy Of: VIP Realty Sanibel and Captiva
Sold -
Tradewinds, 4801 Tradewinds Dr, Sanibel, Florida 33957, image 1
$1,200,000
  • 1.53 Acres
  • $784,314/Acre
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Land sold in Tradewinds
4801 Tradewinds Dr, Sanibel, FL 33957
Listing Courtesy Of: VIP Realty Group,Inc

Subdivision Amenities

Beach Access
Internet Access
Beach - Private
Beach Access
None
See Remarks

Nearby Subdivisions

Mid-Tier
0.14 miles
Mid-Tier
0.35 miles
For Sale (1)
$6.5M - $6.5M
High-End
0.57 miles
For Sale (3)
$2.1M - $7.3M
Mid-Tier
0.66 miles
For Sale (3)
$1.3M - $6.3M
For Rent (1)
$15K - $15K
Mid-Tier
0.86 miles

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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