2008 Custom Windward 28 Sold Boat in Middleburg, FL 32068 US
Built in 2008
Windward 28
1 Engine (Tohatsu)
28 feet
Gas
Wooden
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 2008 Custom Windward 28 | ||
|---|---|---|
| Price | $19,900 | $20,000 |
| Location | Middleburg | Punta Gorda |
| Nominal Length | 28' | 42' |
| Beam | 8' | - |
| Draft | 4' | - |
| Engine Make | Tohatsu | - |
| Total Engine Power | 6 hp | - |
| Days on Market | 432 | 92 |
| Get in touch |
Other Custom boats for sale in Florida, United States
Video of this vessel available at www.popsells.com/view/311714
This vessel was SOLD on 7/5/2025 1:10:28 PM.
BONUS OFFERING!!! The owner of this boat had dozens of books on sailing and sailboat maintenance. Those will be included in the sale of this vessel.
This Karl Stambaugh-designed WINDWARD 28 is a cruising version of her successful shallow draft sisters. She is a gaff-rigged ketch and she has generous accommodations in her cabin. Her arrangement is a V-berth forward, galley to port, storage to starboard, two settees, and a porta-potty to pull out from under the bridge deck.
Her self-bailing cockpit is large enough for family and friends to spread out. Storage is provided in the lazaret and under the cockpit seats.
When not under sail she is powered by a 2006 Tohatsu 6 HP four-stroke engine.
She will sail upright and go to windward well as her name indicates. The split ketch gaff rig is easy to handle and reduces easily when white caps appear. Her hull construction is glue and screw 1/2" plywood and epoxy on plywood bulkheads and straight frames.
Her sails are in good condition and she comes with all running rigging and the original build plans.
She rides on a 2008 aluminum dual axle trailer made by Advanced Boat Trailers of Jacksonville, FL and custom-made for this boat.
Since new, when not in the water, this boat has been stored in a climate-controlled inside storage building built specifically for this boat.
Bottom line...the owner of this boat had her custom built and he loved her and cared for her like an only child. Check her out!! You will be amazed and impressed!!
While we will always attempt to provide you with a TRUE representation of every vessel we market, during any purchase from Pop you will be encouraged to schedule an inspection from an independent, accredited surveyor and every purchase WILL ALWAYS BE subject to your satisfaction with the results from your independent survey and your own personal trial run.
We have several more Chris-Craft, Custom Built, Sea Ray, and Hunter vessels for sale. If you're in the Jacksonville, Gainesville, Palatka, or Palm Coast areas, please contact us to let us know what you're looking for and we'll get back with you today about any other ketch sailboat options we have locally that may meet your needs.
You have questions? We have answers. Call us at (941) 538-7803 to discuss this vessel today.
Price History
| Date | Event | Price |
|---|---|---|
| 6/16/25 | Initial price | $19,900 |
Videos from Pop Yachts on this 2008 Custom Windward 28
Overview from around the web 2008 Custom Windward 28
The 2008 Custom Windward 28 has garnered positive feedback from boat enthusiasts and owners alike
Customers often highlight its exceptional craftsmanship and attention to detail, noting the quality of materials used in its construction. The boat’s sleek design and performance capabilities are frequently praised, making it a favorite for both leisurely cruising and spirited sailing. Many users appreciate the spacious cockpit and comfortable interior, which provide a welcoming atmosphere for entertaining guests or enjoying a relaxing day on the water. The layout is noted for its functionality, offering ample storage and well-thought-out amenities. Additionally, owners often express satisfaction with the boat’s stability and handling, making it a reliable choice for various sailing conditions. Overall, the 2008 Custom Windward 28 is celebrated for its blend of performance, comfort, and aesthetic appeal, making it a standout option in its class.
The Biggest Pros and Cons
Pros
Sturdy Construction: The Custom Windward 28 is known for its robust build quality, offering excellent durability and performance in various weather conditions.
Versatile Design: With a spacious cockpit and comfortable cabin, this boat is designed for both day sailing and longer trips, making it versatile for different types of sailing enthusiasts.
Good Handling: The boat's keel and rudder design provide excellent stability and maneuverability, making it a joy to sail in various wind conditions.
Customizable Features: As a custom model, there are often unique features and options that can be tailored to the owner's preferences, enhancing the sailing experience.
Classic Aesthetics: The Windward 28 boasts a timeless design, combining functionality with elegant lines that appeal to traditional sailing enthusiasts.
Economical Operation: This boat typically features efficient fuel consumption and maintenance costs, making it an economical choice for both casual and serious sailors.
Cons
Size Limitations: While the 28-foot length offers a good balance for many sailors, it may feel cramped for larger crews or families on extended voyages.
Limited Storage: The compact design can lead to limited storage space for gear, which may be a drawback for those planning longer trips with more equipment.
Less Performance in Heavy Winds: While it handles well in moderate conditions, some sailors may find that the Windward 28 does not perform as optimally in heavy winds compared to larger racing boats.
Older Model: Being a 2008 model, some features or technology may not be as modern or advanced compared to newer boats, which could be a consideration for tech-savvy sailors.
Availability of Parts: Depending on the location, finding replacement parts or specific maintenance services for a custom model might be more challenging compared to more common boats.
Initial Cost: As a custom-built boat, the initial purchase price may be higher compared to mass-produced alternatives, which could be a consideration for budget-conscious buyers.
Made For
The 2008 Custom Windward 28 is designed for sailing enthusiasts who appreciate both performance and comfort on the water. This versatile vessel is perfect for those who enjoy day sailing, weekend cruising, or competitive racing. With its sleek design and responsive handling, it caters to sailors of all skill levels, from beginners looking for an accessible sailboat to experienced mariners seeking a reliable and agile craft. The Windward 28 is ideal for individuals or families who value quality craftsmanship and innovative features. Its spacious cockpit provides ample room for socializing, while the thoughtfully designed interior offers cozy accommodations for overnight trips. Whether you're navigating coastal waters or exploring inland lakes, this boat promises an enjoyable experience with every voyage. For those who appreciate the finer details, the Custom Windward 28 showcases excellent build quality and materials, making it a standout choice in its class. If you're looking for a boat that combines aesthetics, functionality, and performance, the 2008 Custom Windward 28 is an excellent option to consider.
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Boat Location
Contact Pop Yachts about 2008 Custom Windward 28
5717 Bessie Drive, Sarasota, FL, 34233
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