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TradeWinds Estates

A subdivision of Delray Beach.

Total Homes : 144

Percentage Available: 5.6 %

Gated : No

Club Membership : No

No-Fee Community : Yes

Lifestyle

Boating Waterfront

TradeWinds Estates, Delray Beach, FL Homes for Sale

LOCATION PRICE BEDS BATHS $/SQFT
811 Chukker Road | None $3,925,000 5 7 $850 -
3215 Palm Drive | Trade Winds Estates First Add $3,225,000 4 5/1 $833 -
913 Turner Road | Trade Winds Estates First Add $2,600,000 4 4/1 $1,003 -
Delray Beach Residential | Trade Winds Ests First Add $2,650,000 4 3/2 $983 -
3445 N Federal Highway | Trade Winds Estates First Add $1,650,000 4 3 $697 -
812 Chukker Rd | Unincorporated Delray Beac $1,400,000 0 0 $636 -
916 Roberts Road | Trade Winds Estates First Add $1,400,000 3 2 $727 -
912 Roberts Road | Trade Winds Estates $1,285,000 3 3 $562 -
3115 Pierson Drive | Trade Winds Ests First Add $1,150,000 3 2 $827 -
3206 Palm Drive | Trade Winds Estates First Add $1,150,000 5 4 $453 -
3214 Pierson Drive | Trade Winds Estates First Add $1,070,000 0 0 0 -
818 Chukker Road | N/a $990,000 0 0 0 -
3218 Palm Drive | Trade Winds Estates First Add $875,000 3 3 $498 -
3122 Pierson Drive | Trade Winds Estates First Add $940,000 3 2 $637 -
3230 Us Highway 1 Hwy | $900,000 0 0 0 -
922 Turner Road | Trade Winds Estates First Add $900,000 2 2 $798 -
3203 Pierson Drive | Trade Winds Estates $870,000 2 2 $764 -
816 Chukker Road | Delray Beach $800,000 3 2 $471 -
908 Roberts Road | Trade Winds Estates $703,500 2 2 $800 -
918 Turner Road | Trade Winds Estates First Add $600,000 3 2 $430 -
10 Gibbs Road | Tradewind Easts $380,000 3 2/1 $293 -
3574 N Old Dixie Hwy | Trade Winds Estates $355,000 2 1 $358 -
3219 Karen Drive | Trade Winds Estates First Add $20,000/mo 3 3 $13 -
3210 Palm Drive | Trade Winds Estates First Add $12,500/mo 4 2/1 $7 -
3210 Palm Drive | Trade Winds Estates First Add $15,000/mo 4 2/1 $7 -
3211 Karen Drive | Trade Winds Estates First Add $13,500/mo 2 2 $9 -
3211 Karen Drive | Trade Winds Estates First Add $12,000/mo 2 2 $9 -
3219 Karen Drive | Trade Winds Estates First Add $33,750/mo 4 3 $6 -
3210 Palm Drive | Trade Winds Estates First Add $11,500/mo 4 2/1 $6 -
3211 Karen Drive | Trade Winds Estates First Add $8,500/mo 2 2 $5 -
3110 Palm Drive | Trade Winds Estates First Add $7,000/mo 3 3 $4 -
3212 Karen Drive | Trade Winds Estates First Add $6,000/mo 3 2 $3 -
916 Roberts Road | Trade Winds Estates First Add $6,500/mo 3 2 $4 -
3101 Pierson Drive | Trade Winds Estates First Add $7,500/mo 3 2 $5 -
3104 Pierson Drive | Trade Winds Estates First Add $5,000/mo 4 3 $3 -
816 Chukker Road | Chukker Rd $4,000/mo 3 2 $3 -
Delray Beach Residential | Trade Winds Estates First Add $5,000/mo 3 2 $3 -
3810 Wall Street | Trade Winds Estates $4,095/mo 3 2 0 -
812 Chukker Rd #1 | $3,300/mo 2 2 $2 -
812 Chukker Rd #1 | Unincorporated Delray Beac $3,000/mo 2 2 $2 -

3100 Palm Drive | Trade Winds Estates First Add

$4,850,000

6 beds, 6/2 baths, 5,233sqft, $927/sqft

3221 Pierson Drive | Trade Winds Estates First Add

$3,365,000

5 beds, 4/1 baths, 3,420sqft, $984/sqft

3214 Pierson Dr | Trade Winds Estates First

$2,499,000

6 beds, 5/2 baths, 5,285sqft, $473/sqft

3216 Karen Drive | Trade Winds Estates First Add

$2,000,000

2 beds, 2 baths, 1,888sqft, $1,060/sqft

3118 Pierson Drive | Trade Winds Ests First Add

$999,999

3 beds, 2 baths, 1,357sqft, $737/sqft

3203 Palm Drive | Trade Winds Estates First Add

$924,900

2 beds, 1 baths, 1,404sqft, $659/sqft

3218 Palm Drive | Trade Winds Estates First Add

$20,000/mo

3 beds, 3 baths, 2,012sqft, $10/sqft

3219 Karen Drive | Trade Winds Estates First Add

$20,000/mo

4 beds, 3 baths, 2,358sqft, $9/sqft

3211 Karen Drive | Trade Winds Estates First Add

$12,500/mo

2 beds, 2/1 baths, 1,752sqft, $8/sqft

3216 Karen Drive | Trade Winds Estates First Add

$7,500/mo

2 beds, 2 baths, 1,888sqft, $4/sqft

3101 Pierson Drive | Trade Winds Estates First Add

$4,800/mo

3 beds, 2 baths, 1,512sqft, $4/sqft

3118 Pierson Drive | Trade Winds Ests First Add

$4,750/mo

3 beds, 2 baths, 1,357sqft, $4/sqft

12126 Gibbs | Trade Winds Estates

$2,400/mo

2 beds, 2 baths, 1,200sqft, $2/sqft

3100 Palm Drive | Trade Winds Estates First Add

$4,850,000

6 beds, 6/2 baths, 5,233sqft, $927/sqft

3221 Pierson Drive | Trade Winds Estates First Add

$3,365,000

5 beds, 4/1 baths, 3,420sqft, $984/sqft

3214 Pierson Dr | Trade Winds Estates First

$2,499,000

6 beds, 5/2 baths, 5,285sqft, $473/sqft

3216 Karen Drive | Trade Winds Estates First Add

$2,000,000

2 beds, 2 baths, 1,888sqft, $1,060/sqft

3118 Pierson Drive | Trade Winds Ests First Add

$999,999

3 beds, 2 baths, 1,357sqft, $737/sqft

3203 Palm Drive | Trade Winds Estates First Add

$924,900

2 beds, 1 baths, 1,404sqft, $659/sqft

3218 Palm Drive | Trade Winds Estates First Add

$20,000/mo

3 beds, 3 baths, 2,012sqft, $10/sqft

3219 Karen Drive | Trade Winds Estates First Add

$20,000/mo

4 beds, 3 baths, 2,358sqft, $9/sqft

3211 Karen Drive | Trade Winds Estates First Add

$12,500/mo

2 beds, 2/1 baths, 1,752sqft, $8/sqft

3216 Karen Drive | Trade Winds Estates First Add

$7,500/mo

2 beds, 2 baths, 1,888sqft, $4/sqft

3101 Pierson Drive | Trade Winds Estates First Add

$4,800/mo

3 beds, 2 baths, 1,512sqft, $4/sqft

3118 Pierson Drive | Trade Winds Ests First Add

$4,750/mo

3 beds, 2 baths, 1,357sqft, $4/sqft

12126 Gibbs | Trade Winds Estates

$2,400/mo

2 beds, 2 baths, 1,200sqft, $2/sqft

811 Chukker Road | None

$3,925,000

5 beds, 7 baths, 4,621sqft, $850/sqft

3215 Palm Drive | Trade Winds Estates First Add

$3,225,000

4 beds, 5/1 baths, 4,064sqft, $833/sqft

913 Turner Road | Trade Winds Estates First Add

$2,600,000

4 beds, 4/1 baths, 2,943sqft, $1,003/sqft

Delray Beach Residential | Trade Winds Ests First Add

$2,650,000

4 beds, 3/2 baths, 2,932sqft, $983/sqft

3445 N Federal Highway | Trade Winds Estates First Add

$1,650,000

4 beds, 3 baths, 2,799sqft, $697/sqft

812 Chukker Rd | Unincorporated Delray Beac

$1,400,000

2,611sqft, $636/sqft

916 Roberts Road | Trade Winds Estates First Add

$1,400,000

3 beds, 2 baths, 2,065sqft, $727/sqft

912 Roberts Road | Trade Winds Estates

$1,285,000

3 beds, 3 baths, 2,491sqft, $562/sqft

3115 Pierson Drive | Trade Winds Ests First Add

$1,150,000

3 beds, 2 baths, 1,573sqft, $827/sqft

3206 Palm Drive | Trade Winds Estates First Add

$1,150,000

5 beds, 4 baths, 2,765sqft, $453/sqft

3218 Palm Drive | Trade Winds Estates First Add

$875,000

3 beds, 3 baths, 2,012sqft, $498/sqft

3122 Pierson Drive | Trade Winds Estates First Add

$940,000

3 beds, 2 baths, 1,570sqft, $637/sqft

922 Turner Road | Trade Winds Estates First Add

$900,000

2 beds, 2 baths, 1,127sqft, $798/sqft

3203 Pierson Drive | Trade Winds Estates

$870,000

2 beds, 2 baths, 1,173sqft, $764/sqft

816 Chukker Road | Delray Beach

$800,000

3 beds, 2 baths, 1,805sqft, $471/sqft

908 Roberts Road | Trade Winds Estates

$703,500

2 beds, 2 baths, 999sqft, $800/sqft

918 Turner Road | Trade Winds Estates First Add

$600,000

3 beds, 2 baths, 1,396sqft, $430/sqft

10 Gibbs Road | Tradewind Easts

$380,000

3 beds, 2/1 baths, 1,300sqft, $293/sqft

3574 N Old Dixie Hwy | Trade Winds Estates

$355,000

2 beds, 1 baths, 976sqft, $358/sqft

3219 Karen Drive | Trade Winds Estates First Add

$20,000/mo

3 beds, 3 baths, 2,358sqft, $13/sqft

3210 Palm Drive | Trade Winds Estates First Add

$12,500/mo

4 beds, 2/1 baths, 2,386sqft, $7/sqft

3210 Palm Drive | Trade Winds Estates First Add

$15,000/mo

4 beds, 2/1 baths, 2,386sqft, $7/sqft

3211 Karen Drive | Trade Winds Estates First Add

$13,500/mo

2 beds, 2 baths, 1,752sqft, $9/sqft

3211 Karen Drive | Trade Winds Estates First Add

$12,000/mo

2 beds, 2 baths, 1,752sqft, $9/sqft

3219 Karen Drive | Trade Winds Estates First Add

$33,750/mo

4 beds, 3 baths, 2,358sqft, $6/sqft

3210 Palm Drive | Trade Winds Estates First Add

$11,500/mo

4 beds, 2/1 baths, 2,386sqft, $6/sqft

3211 Karen Drive | Trade Winds Estates First Add

$8,500/mo

2 beds, 2 baths, 1,752sqft, $5/sqft

3110 Palm Drive | Trade Winds Estates First Add

$7,000/mo

3 beds, 3 baths, 2,058sqft, $4/sqft

3212 Karen Drive | Trade Winds Estates First Add

$6,000/mo

3 beds, 2 baths, 2,184sqft, $3/sqft

916 Roberts Road | Trade Winds Estates First Add

$6,500/mo

3 beds, 2 baths, 2,065sqft, $4/sqft

3101 Pierson Drive | Trade Winds Estates First Add

$7,500/mo

3 beds, 2 baths, 1,513sqft, $5/sqft

3104 Pierson Drive | Trade Winds Estates First Add

$5,000/mo

4 beds, 3 baths, 2,053sqft, $3/sqft

816 Chukker Road | Chukker Rd

$4,000/mo

3 beds, 2 baths, 1,805sqft, $3/sqft

Delray Beach Residential | Trade Winds Estates First Add

$5,000/mo

3 beds, 2 baths, 1,513sqft, $3/sqft

3810 Wall Street | Trade Winds Estates

$4,095/mo

3 beds, 2 baths,

812 Chukker Rd #1 |

$3,300/mo

2 beds, 2 baths, 2,167sqft, $2/sqft

812 Chukker Rd #1 | Unincorporated Delray Beac

$3,000/mo

2 beds, 2 baths, 2,611sqft, $2/sqft

TradeWinds Estates Map

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TradeWinds Estates is a quaint community of beautiful ranch style homes in Delray Beach, Florida. It is best described as a slice of paradise with the best of local dining, nightlife and shopping close by, and the Gulf Stream and pristine beachfront just steps away! With no HOA fees and a friendly, easy going atmosphere, TradeWinds Estates has grown to become a highly sought-after development for the finest in Delray real estate!

The community is split into two areas, and is very popular with boaters, as properties sit right on the Intracoastal with no fixed bridges and vast water frontages! Residences range in size from 1,100 to over 4,000 sq ft, and feature Old Floridian styles with modern construction. You’ll find plenty of luxuries throughout the upscale homes, including stylish kitchens with granite countertops and cooking islands, expansive master suites with walk-in closets, elegant bathrooms, volume ceilings, and bright, spacious living areas. Many homes boast stunning outdoor space with infinity pools, spa areas, peaceful courtyards, BBQ grills, water features, and private garage parking. Residents love the peaceful feel of the neighborhood, with towering fruit and palm trees, lush tropical greenery, and panoramic waterfront views.

Delray Beach offers a high class South Florida lifestyle surrounded by numerous recreation and entertainment options, and a friendly, vibrant atmosphere. You can take a short stroll into town and enjoy many gourmet bistros, sidewalk cafes and bars, and quirky boutiques. For those who love the outdoors, you can relax on the picture-perfect beach or take a walk or bike ride around the beautiful public parks and dazzling lakesides. For the sporty types, Delray Beach boasts a number of world class golf courses, many tennis and sports clubs, and fantastic water sport options.

You can fill your days with many great activities in Delray Beach, or take a short drive to the local cities of Boynton Beach or Boca Raton, perfect for a night out on the town or a day of world class shopping! There are two major airports nearby, and residents can enjoy easy access to the rest of Palm Beach County via the numerous highways in the Delray area! If you are seeking a high end lifestyle with a holiday feel, close to all the best of Delray Beach, TradeWinds Estates may be perfect for you! If you love this community, you may want to take a look at the nearby developments of Sea Spray Estates or Nassau Park.

TradeWinds Estates Market Status

TradeWinds Estates, FL Market Report & Stats

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Updated for April Apr 2026 Apr 2025Apr 2024 % Diff
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Jeff Lichtenstein's Echo Fine Properties

ECHO FINE PROPERTIES

C 561-500-3246

O 561-500-3246

F 561-277-2500

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