TRADEWINDS Condos For Sale
Currently, there are 5 active listings in TRADEWINDS
priced from $420,000 to $560,000. Over the last 180 days,
5 Condos have been reported as sold in TRADEWINDS. Final sale price ranged from $389,000 up to $640,000 pending possible revisions. The median sale price was $590,000 with a median Price Per Square Foot of $539.
- Min List Price: $420,000
- Max List Price: $560,000
- Active Listings: 5
- TRADEWINDS DRIVE
- SAN JOSE, CA 95123
- Pool
- Spa/Hot Tub
- Exercise Room
- Two Story
- Covered Parking
- Community Room
- Community BBQ Grills
- Year Built: 1970
- Total Units: 320
Looking to buy?
305 TRADEWINDS DR 5 SAN JOSE CA 95123
Status:
ACTIVE List Price:
$560,000 2 Bedrooms 2 Baths 992 Sq Ft 1970 Year
MLS: ML82026622

305 TRADEWINDS DR 5
SAN JOSE CA 95123
Community:
TRADEWINDS| Status: ACTIVE | List Price: $560,000 |
| 2 Bedrooms | 2 Baths |
| 992 Sq Ft |
1970 Year |
Welcome to this charming home located in the vibrant city of San Jose. This residence offers a comfortable and inviting atmosphere. The home features two spacious bedrooms and two full bathrooms, making it ideal for a variety of living arrangements. Close to Freeways and Shopping Center. Residents have access to amenities like: Pool, Sauna, Gym, Basketball, Tennis Court Plus a game room with Billiards and foosball. Laundry facilities are conveniently located within the home for easy access.
Listing Agent: FELI REICHEL of SUCCESS REALTY INC 408-901-9977
305 TRADEWINDS DR 7 SAN JOSE CA 95123
Status:
ACTIVE List Price:
$549,000 2 Bedrooms 2 Baths 992 Sq Ft 1970 Year
MLS: ML82032372

305 TRADEWINDS DR 7
SAN JOSE CA 95123
Community:
TRADEWINDS| Status: ACTIVE | List Price: $549,000 |
| 2 Bedrooms | 2 Baths |
| 992 Sq Ft |
1970 Year |
Newly refurbished ground floor unit. New paint, laminate flooring, stove, refrigerator and dishwasher. Large patio with storage locker. With two bathrooms you can choose a quick shower or soak in the relaxing tub. Great amenities include community indoor pool, tennis court, billiards room, basketball and racquetball courts, gym and laundry facilities. You'll be only minutes away from neighborhood shopping centers, Cal-Train and highways 85, 87 and 101. Dedicated parking spot and available ...
Listing Agent: MICHAEL BRUNO of CAL-WEST REALTY 650-868-6250
294 TRADEWINDS 4 SAN JOSE CA 95123
Status:
ACTIVE List Price:
$515,000 1 Bedroom 2 Baths 959 Sq Ft 1970 Year
MLS: ML82029821

294 TRADEWINDS 4
SAN JOSE CA 95123
Community:
TRADEWINDS| Status: ACTIVE | List Price: $515,000 |
| 1 Bedroom | 2 Baths |
| 959 Sq Ft |
1970 Year |
Welcome to this beautiful, turnkey condo nestled in the highly desirable Tradewinds Community. This spacious upper-level residence is filled with natural light and features a bright, open floor plan enhanced by new laminate flooring, fresh interior paint, new double-pane bedroom windows, and an updated kitchen with stainless steel appliances. Step outside and enjoy your morning coffee on your private balcony; complete with additional storage for added convenience. The Tradewinds Community ...
Listing Agent: AUSTIN SIMON of REAL BROKERAGE TECHNOLOGIES 408-849-5599
285 TRADEWINDS DR 6 SAN JOSE CA 95123
Status:
ACTIVE List Price:
$499,000 1 Bedroom 2 Baths 959 Sq Ft 1970 Year
MLS: ML82029827

285 TRADEWINDS DR 6
SAN JOSE CA 95123
Community:
TRADEWINDS| Status: ACTIVE | List Price: $499,000 |
| 1 Bedroom | 2 Baths |
| 959 Sq Ft |
1970 Year |
Spacious second story unit offers lots of privacy with newer carpet, fresh paint, new (never used) refrigerator and new dishwasher. No one above you just views of trees and the playground. This unit is well laid out with newer carpet and new recessed LED lighting. The living room slider opens right up to a large deck with space for dining or relaxing and offers additional storage with a new door. The extra large bedroom offers a spacious walk-in closet with mirrored door. There are lots of ...
Listing Agent: HOLLY BARR of COMPASS 408-887-3225
281 TRADEWINDS DR 5 SAN JOSE CA 95123
Status:
ACTIVE List Price:
$420,000 1 Bedroom 1 Bath 722 Sq Ft 1970 Year
MLS: ML82028250

281 TRADEWINDS DR 5
SAN JOSE CA 95123
Community:
TRADEWINDS| Status: ACTIVE | List Price: $420,000 |
| 1 Bedroom | 1 Bath |
| 722 Sq Ft |
1970 Year |
Welcome to this beautiful remodeled condo located in the vibrant city of San Jose. This home boasts 722 sq ft of well-designed living space. The kitchen is a standout feature with its sleek new quartz countertops, new cabinets, new stainless-steel appliances include an electric range, dishwasher, microwave, and refrigerator, making it a culinary delight. The open dining area seamlessly connects to the living space, creating a comfortable flow for everyday living. Other features include central ...
Listing Agent: JOE RODRIGUEZ of COMPASS 408-799-3118
Active TRADEWINDS Condos for Sale
| MLS | Address | List Price |
Beds |
Baths |
Sq Ft |
Year |
|---|
| ML82026622 | 305 TRADEWINDS DR 5 | $560,000 |
2 |
2 |
992 |
1970 |
| ML82032372 | 305 TRADEWINDS DR 7 | $549,000 |
2 |
2 |
992 |
1970 |
| ML82029821 | 294 TRADEWINDS 4 | $515,000 |
1 |
2 |
959 |
1970 |
| ML82029827 | 285 TRADEWINDS DR 6 | $499,000 |
1 |
2 |
959 |
1970 |
| ML82028250 | 281 TRADEWINDS DR 5 | $420,000 |
1 |
1 |
722 |
1970 |
Pending: TRADEWINDS Condos for Sale
| MLS | Address | List Price |
Beds |
Baths |
Sq Ft |
Year |
|---|
| ML82028805 | 312 TRADEWINDS DR 3 | $560,000 |
2 |
2 |
992 |
1970 |
| ML82022922 | 309 TRADEWINDS DR 3 | $395,000 |
1 |
1 |
722 |
1970 |
Condo Mania Agent:
Sandy Jamison
Tuscana Properties
Managing Broker
BRE 01847009
Contact Us
Condo Mania Agent:
Sandy Jamison
Tuscana Properties
Managing Broker
BRE 01847009
Contact Us
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Recently Sold Condos in TRADEWINDS
Over the last 180 days,
5 Condos have been reported as sold in TRADEWINDS. Final sale price ranged from $389,000 up to $640,000 pending possible revisions. The median sale price was $590,000 with a median Price Per Square Foot of $539.
With currently 5 active listings, the absorption rate for this community is approximately 6 months of inventory. More than four months supply of Condos for sale means it's a buyers market
and some sellers may be motivated.| Address |
COE Date |
Sold Price |
$/SQFT |
Beds |
Baths |
|---|
|
5386 BORNEO CIR |
2025-10-06 |
$640,000 |
$514 |
2 |
3 |
|
262 TRADEWINDS CT 4 |
2025-10-06 |
$475,000 |
$595 |
1 |
2 |
|
276 TRADEWINDS DR 4 |
2025-09-30 |
$590,000 |
$595 |
2 |
2 |
|
293 TRADEWINDS DR 8 |
2025-09-26 |
$615,000 |
$491 |
2 |
3 |
|
275 TRADEWINDS DR 12 |
2025-08-08 |
$389,000 |
$539 |
1 |
1 |
|
272 TRADEWINDS CT 4 |
2025-05-22 |
$460,000 |
$576 |
1 |
2 |
|
337 TRADEWINDS DR |
2025-04-21 |
$718,000 |
$576 |
2 |
3 |
|
288 TRADEWINDS DR 6 |
2024-10-21 |
$425,000 |
$589 |
1 |
1 |
|
297 TRADEWINDS DR 102 |
2024-09-27 |
$850,000 |
$580 |
2 |
3 |
|
288 TRADEWINDS DR 4 |
2024-08-20 |
$435,000 |
$602 |
1 |
1 |
Detailed Analysis of Recently Sold Condos in TRADEWINDS
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Last Updated: 2026-01-28