Tradewinds Delray Beach

Tradewinds is a luxury waterfront community of single family homes in Delray Beach, Florida, with a range of options priced between $1,000,000 and $6,499,000. There are currently a total of 12 homes for sale in Tradewinds. The smallest Tradewinds home presently available is a two bedroom one bathroom residence that is 1,604 square feet (1,357SF Under Air living space), and the largest of the Tradewinds homes currently on the market has six beds and six baths and is a 6,942 square foot (5,285SF Under Air) residence.

Property management fees in Palm Beach County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Tradewinds range from $8 to $180. Please check the individual listing pages for the exact homeowners association fees for a particular Tradewinds home.

Tradewinds amenities include a swimming pool, and spa / hot tub.

Boating enthusiasts will love the fact that the community has boat facilities including. There is also walking or jogging trails.

The Tradewinds HOA rules do allow homeowners to have pets although there are certain breed restrictions.

There are three commercial airports that serve Tradewinds - Palm Beach International Airport (PBI), which is thirteen miles away; Fort Lauderdale Hollywood International Airport (FLL), which is 30 miles away, and Miami International Airport (MIA), which is 50 miles away. For those who fly private, there are three private airports nearby: Boca Raton Executive Airport (BCT), Pompano Beach Airpark (PMP), and Fort Lauderdale Executive (FXE), all within twenty two miles of the Tradewinds community.

Tradewinds real estate activity on the Delray Beach MLS during the past year (as of January 2026) reflects nine homes changing hands, with an average asking price of $2,003,089 and an average selling price of $1,871,111. This represents a healthy list-to-sell price ratio of 93% and $520 per square foot. During this period, Tradewinds homes for sale have taken an average of a long 217 or more days to sell.

In addition, there are numerous other communities in Delray Beach to choose from, or you may browse all available Delray Beach Real Estate, including some new construction opportunities. Homes for sale in Tradewinds are selling quickly. Set up a new listing alert, and we will notify you immediately when a new waterfront home in Tradewinds hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your South Florida real estate needs.

Tradewinds Homes For Sale

$6.499 Million

MLS#AX-11897081

3214 Pierson Dr
Delray Beach, FL 33483

6

7

3

6,002 SqFt

0.341 Acres

94 Days

Reduced

$5,875,000

$6,150,000

MLS#RX-11147088

3100 Palm Drive
Delray Beach, FL 33483

6

8

3

6,942 SqFt

Pool

0.36 Acres

39 Days

New Construction

$4,749,900

MLS#RX-11144626

3211 Karen Drive
Delray Beach, FL 33483

2

3

1

2,194 SqFt

Pool

Intracoastal Waterway

0.26 Acres

48 Days

$3,365,000

MLS#RX-11147882

3221 Pierson Drive
Delray Beach, FL 33483

5

5

2

4,212 SqFt

0.15 Acres

39 Days

New Construction

$3,305,000

MLS#RX-10998812

3210 Karen Drive
Delray Beach, FL 33483

4

5

2

5,171 SqFt

Pool

0.18 Acres

507 Days

$3,231,000

MLS#RX-10998781

3208 Karen Drive
Delray Beach, FL 33483

4

5

2

5,107 SqFt

Pool

0.17 Acres

574 Days

$3,200,000

MLS#FX-10537393

909 Turner Road
Delray Beach, FL 33483

4

5

2

2,962 SqFt

Pool

Ocean Access

0.24 Acres

63 Days

Under Contract

$3,152,000

MLS#RX-10996857

3202 Karen Drive
Delray Beach, FL 33483

4

5

2

5,153 SqFt

Pool

0.17 Acres

288 Days

Under Contract

$1.5 Million

MLS#RX-11150779

916 Roberts Road
Delray Beach, FL 33483

3

2

1

2,449 SqFt

Pool

0.37 Acres

14 Days

Under Contract

$1,399,000

$1,650,000

MLS#RX-11085093

912 Roberts Road
Delray Beach, FL 33483

3

3

2,791 SqFt

Pool

0.32 Acres

267 Days

Reduced

$1,100,000

$1,235,000

MLS#RX-11123560

3118 Pierson Drive
Delray Beach, FL 33483

3

2

1

1,604 SqFt

0.18 Acres

119 Days

$1 Million

MLS#RX-11142842

3203 Palm Drive
Delray Beach, FL 33483

2

1

1

1,929 SqFt

0.21 Acres

345 Days

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12 Active Listings in Tradewinds