Leeward Land for Sale

Welcome to Leeward, a charming subdivision nestled in the heart of Pensacola, Florida. Known for its picturesque landscapes and a welcoming community atmosphere, Leeward is the perfect place for families, retirees, and anyone looking to embrace the serene Florida lifestyle.

This delightful neighborhood is characterized by its beautiful tree-lined streets, well-maintained parks, and a variety of recreational facilities. Whether you enjoy leisurely strolls, picnics in the park, or engaging in community events, Leeward offers an abundance of opportunities to connect with neighbors and create lasting memories.

For those seeking to invest in their future, Leeward presents a unique opportunity with available land for sale. Imagine the possibilities of building your dream home in this idyllic setting, where you can customize every detail to suit your lifestyle. The available lots are generously sized, providing ample space for your vision, whether it be a cozy family retreat or a modern architectural masterpiece.

Located just a short drive from the stunning beaches of the Gulf Coast, Leeward offers the perfect balance of tranquility and convenience. Enjoy easy access to shopping, dining, and top-rated schools, all while having the natural beauty of Florida at your doorstep.

Don’t miss your chance to be part of this vibrant community. Explore the land for sale in Leeward today and take the first step toward creating your own slice of paradise in Pensacola, Florida!

Newest Leeward Land for Sale

$53,900

685580 MLS

Build your dream home on Lot 55 in the highly sought-after coastal community of Leeward! Recognized as one of Florida's premier neighborhoods, Leeward is a private, master-planned community known for its beautiful custom homes inspired by classic Florida architecture. Residents enjoy exceptional amenities, including a community pool, parks, sand volleyball court, picnic area, and a welcoming neighborhood atmosphere. Ideally located just minutes from Perdido Key's white-sand beaches, multiple marinas, waterfront dining, Big Lagoon State Park, Johnson Beach, and NAS Pensacola, this homesite offers the perfect blend of coastal living and everyday convenience. An added bonus: the adjacent Lot 54 is also available for purchase separately, providing a rare opportunity to own side-by-side lots and create a larger homesite with additional privacy and flexibility - see MLS 685578. Explore the possibilities this beautiful homesite has to offer.

10691 Close Hauled Rd, Pensacola

$49,900

685578 MLS

Build your dream home on Lot 54 in the highly sought-after coastal community of Leeward! Recognized as one of Florida's premier neighborhoods, Leeward is a private, master-planned community known for its beautiful custom homes inspired by classic Florida architecture. Residents enjoy exceptional amenities, including a community pool, parks, sand volleyball court, picnic area, and a welcoming neighborhood atmosphere. Ideally located just minutes from Perdido Key's white-sand beaches, multiple marinas, waterfront dining, Big Lagoon State Park, Johnson Beach, and NAS Pensacola, this homesite offers the perfect blend of coastal living and everyday convenience. An added bonus: the adjacent Lot 55 is also available for purchase separately, providing a rare opportunity to own side-by-side lots and create a larger homesite with additional privacy and flexibility - see MLS 685580. Explore the possibilities this beautiful homesite has to offer.

10687 Close Hauled Rd, Pensacola

$58,000

398038 MLS

An exceptional opportunity awaits in the highly desirable Leeward neighborhood. This 0.16-acre homesite offers the perfect setting to create the custom home you've always envisioned in one of the area's most convenient and sought-after communities.The current owners have already explored the possibilities for this lot by working with a local architect on a thoughtfully designed 2-story bungalow-style residence. While the architectural plans remain the property of the architect and are not included in the sale, they showcase one potential vision for maximizing the homesite. The proposed design features nearly 1,800 square feet on the main level, including a primary suite, guest bedroom, and additional full bath, with approximately 950 square feet on the second floor offering two additional bedrooms and a shared bathroom. The concept also includes a detached two-car garage with an approximately 450-square-foot guest suite above, providing additional flexibility for guests, a home office, or private living space.Of course, you're not obligated to use the existing architect or pursue the proposed plans. This lot presents the opportunity to bring your own vision to life and design a home that perfectly fits your lifestyle, subject to Leeward's Architectural Control Committee (ACC) approval.Ideally located, Leeward offers easy access to everything the Gulf Coast has to offer. You'll be just minutes from shopping, dining, grocery stores, the back gate of NAS Pensacola, beautiful Gulf beaches, and the Florida-Alabama state line. Downtown Pensacola's vibrant restaurants, boutique shopping, entertainment, and nightlife are only about 20 minutes away, making this location ideal for both full-time residents and second-home owners.Whether you're dreaming of a coastal cottage, a custom luxury retreat, or an investment opportunity, this homesite provides the perfect foundation to make it a reality. Don't miss your chance to secure a prime lot in Leeward. Buyer to verify all inform

4884 Leeward Dr, Pensacola

$58,000

684334 MLS

An exceptional opportunity awaits in the highly desirable Leeward neighborhood. This 0.16-acre homesite offers the perfect setting to create the custom home you've always envisioned in one of the area's most convenient and sought-after communities. The current owners have already explored the possibilities for this lot by working with a local architect on a thoughtfully designed 2-story bungalow-style residence. While the architectural plans remain the property of the architect and are not included in the sale, they showcase one potential vision for maximizing the homesite. The proposed design features nearly 1,800 square feet on the main level, including a primary suite, guest bedroom, and additional full bath, with approximately 950 square feet on the second floor offering two additional bedrooms and a shared bathroom. The concept also includes a detached two-car garage with an approximately 450-square-foot guest suite above, providing additional flexibility for guests, a home office, or private living space. Of course, you're not obligated to use the existing architect or pursue the proposed plans. This lot presents the opportunity to bring your own vision to life and design a home that perfectly fits your lifestyle, subject to Leeward's Architectural Control Committee (ACC) approval. Ideally located, Leeward offers easy access to everything the Gulf Coast has to offer. You'll be just minutes from shopping, dining, grocery stores, the back gate of NAS Pensacola, beautiful Gulf beaches, and the Florida-Alabama state line. Downtown Pensacola's vibrant restaurants, boutique shopping, entertainment, and nightlife are only about 20 minutes away, making this location ideal for both full-time residents and second-home owners. Whether you're dreaming of a coastal cottage, a custom luxury retreat, or an investment opportunity, this homesite provides the perfect foundation to make it a reality. Don't miss your chance to secure a prime lot in Leeward.

4884 Leeward Dr, Pensacola

$85,000

679563 MLS

Two wooded lots just a few home sites West of the community pool and park. Many owners have purchased two sites together to accommodate a nice size dwelling, garage, and private pool area. Possible two more sites available adjacent to the East of these.

500 & 504 Downhaul Dr, Pensacola

$115,000

669465 MLS

Lot 140 in the beautiful community of Leeward is ready for you to build your home and enjoy this charming coastal community and all it has to offer. Leeward is a private community known for its custom-built homes in the traditional Florida style. Amenities include a community pool, sidewalks, underground utilities, park, and sand volleyball court. Located close to NAS Pensacola, Perdido Key, Johnson's Beach, Big Lagoon State Park, shopping and downtown Pensacola. This exceptional CUL-DE-SAC lot and is one of the bigger lots in the subdivision. Does need to be cleared. Please see the Documents section for all documents related to the neighborhood, building, and disclosures. 2025 taxes: $1178.78 and 2026 HOA fees $1475 plus $200 annual fee for "right of way" maintenance for vacant lots.

10550 Squall Line Rd, Pensacola

$58,000

654378 MLS

Build your Dream Home on Lot 50 in the beautiful community of Leeward! Voted one of the BEST neighborhoods in Florida, Leeward is a private community known for its custom-built homes in the traditional Florida style. Amenities include sidewalks, underground utilities, parks, a pool and sand volleyball court. It is a charming coastal community! Located close to Perdido Key, Johnson's Beach, Big Lagoon State Park, NAS Pensacola and downtown Pensacola. Lot 50 is an exceptional corner lot and is being sold with partially developed architectural plans for a Victorian style home. A rendering (photo) is provided in the Documents section.

4972 Leeward Dr, Pensacola

$119,900

412073 MLS

Lot 132 is the largest corner lot in Leeward; over 1/2 acre and located on the corner of Downhaul DR at the back gate of the Leeward development. This large corner lot gives you plenty of space to design your dream home and the option of a side entry garage. Leeward is a private development of beautiful custom homes featuring the "Old Florida" style. Located minutes from the back gate to NAS Pensacola, Leeward is a former Parade of Homes site and includes many elements of the Traditional Neighborhood Design. The development features beautifully landscaped common areas, picnic area, pet park, sand volley ball and community pool/bath house. The traditional "Old Florida Style" home features turn-of-the-century residential architecture with large deep porches, raised foundations, tall windows and detached garages attached by breezeways. Strict architectural guidelines ensure that each home is unique.

577 Downhaul Dr, Pensacola

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© Baldwin County Association of Realtors, Inc. Information deemed to be reliable but not guaranteed. The data relating to real estate for sale on this website comes in part from the Broker Reciprocitysm Program. Listing broker has attempted to offer accurate data, but buyers are advised to confirm all items. Information last updated on .