Leeward Real Estate

Leeward Real Estate

Welcome to Leeward, a picturesque subdivision nestled in the heart of Pensacola, Florida, where coastal charm meets modern living. This vibrant community offers a perfect blend of tranquility and convenience, making it an ideal place for families, professionals, and retirees alike.

Leeward is characterized by its beautifully landscaped streets, adorned with a variety of elegant homes that reflect a range of architectural styles. Each residence is thoughtfully designed to provide comfort and style, ensuring that every homeowner finds their perfect sanctuary. The community is known for its friendly atmosphere, where neighbors become friends and create lasting memories.

One of the standout features of Leeward is its proximity to the stunning Gulf Coast beaches. Just a short drive away, residents can enjoy sun-soaked days on the sandy shores, indulge in water sports, or savor fresh seafood at local eateries. Additionally, the area is rich in recreational opportunities, with nearby parks, walking trails, and golf courses that cater to outdoor enthusiasts of all ages.

Families will appreciate the top-rated schools in the vicinity, providing quality education and a nurturing environment for children. Leeward's location also offers easy access to shopping, dining, and entertainment options, ensuring that everything you need is just around the corner.

Whether you’re seeking a serene retreat or an active lifestyle, Leeward in Pensacola, FL, is the perfect place to call home. Come discover the charm and community spirit that make this subdivision truly special. Your dream home awaits!

Newest Listings in Leeward

10683 Noreaster Way, Pensacola
$599,000
3 Beds ⋅ 3 Baths ⋅ 410512 MLS
Enjoy the charm of coastal living in Leeward, a beautiful, planned neighborhood near the beaches of Perdido Key, with quick access to the NAS Pensacola back gate and an easy commute to Downtown Pensacola. Known for its custom homes, inviting front porches, sidewalks, neighborhood parks and community pool, Leeward offers a true neighborhood feel with Old Florida character. This custom Craftsman-style home welcomes you with a wide covered front porch and porch swing, setting the tone for relaxed evenings and coastal breezes. Inside, oak hardwood floors, high ceilings, abundant natural light and detailed millwork create a warm, polished interior. The spacious kitchen features a large island, granite countertops, breakfast bar, walk-in pantry, wall oven and microwave, with an open connection to the great room and formal dining area accented by wainscoting. French doors lead to the private backyard and deck, providing plenty of room for outdoor dining, entertaining or simply unwinding at home. A dedicated office or flex space, utility room & oversized two-car garage round out the home’s impressive features. The primary suite offers a spacious retreat with a large walk-in closet with built-ins and an ensuite bath featuring dual vanities, granite countertops, a separate tiled shower and soaking tub. Additional built-ins and custom details can be found throughout the home. Major improvements completed in 2022 include the roof, HVAC, water heater and siding, providing added peace of mind. Just minutes from the beautiful beaches of Perdido Key, Big Lagoon State Park, boating, dining & endless outdoor recreation, this home puts the best of coastal living right at your fingertips. Schedule your showing today & start imagining yourself at home here! Buyer to verify all information during due diligence.

10683 Noreaster Way, Pensacola
10683 Noreaster Way, Pensacola
$599,000
3 Beds ⋅ 3 Baths ⋅ 689410 MLS
Enjoy the charm of coastal living in Leeward, a beautiful, planned neighborhood near the beaches of Perdido Key, with quick access to the NAS Pensacola back gate and an easy commute to Downtown Pensacola. Known for its custom homes, inviting front porches, sidewalks, neighborhood parks and community pool, Leeward offers a true neighborhood feel with Old Florida character. This custom Craftsman-style home welcomes you with a wide covered front porch and porch swing, setting the tone for relaxed evenings and coastal breezes. Inside, oak hardwood floors, high ceilings, abundant natural light and detailed millwork create a warm, polished interior. The spacious kitchen features a large island, granite countertops, breakfast bar, walk-in pantry, wall oven and microwave, with an open connection to the great room and formal dining area accented by wainscoting. French doors lead to the private backyard and deck, providing plenty of room for outdoor dining, entertaining or simply unwinding at home. A dedicated office or flex space, utility room & oversized two-car garage round out the home’s impressive features. The primary suite offers a spacious retreat with a large walk-in closet with built-ins and an ensuite bath featuring dual vanities, granite countertops, a separate tiled shower and soaking tub. Additional built-ins and custom details can be found throughout the home. Major improvements completed in 2022 include the roof, HVAC, water heater and siding, providing added peace of mind. Just minutes from the beautiful beaches of Perdido Key, Big Lagoon State Park, boating, dining & endless outdoor recreation, this home puts the best of coastal living right at your fingertips. Schedule your showing today & start imagining yourself at home here!

10683 Noreaster Way, Pensacola
10690 Close Hauled Rd, Pensacola
$699,000
5 Beds ⋅ 5 Baths ⋅ 686354 MLS
Experience refined coastal living in the highly sought-after Leeward community, where timeless elegance meets resort-style comfort. Perfectly situated on an impeccably landscaped lot, this meticulously maintained home offers premium finishes, thoughtful upgrades, and exceptional indoor-outdoor living. The chef-inspired kitchen is the heart of the home, featuring custom cabinetry with accent lighting, granite countertops, top-of-the-line appliances, a gas cooktop, built-in oven and microwave, soaring ceilings, recessed lighting, and an oversized walk-in pantry. The open layout flows seamlessly into the formal dining room and spacious living area, where custom built-ins and walls of windows fill the home with natural light. Step outside to your private backyard oasis with a screened lanai overlooking a sparkling custom in-ground pool with a new liner and lighting. A fully fenced yard provides the perfect setting for relaxing or entertaining. The flexible main-level office can easily serve as a fifth bedroom with access to a full bath. Upstairs, you'll find new flooring throughout, an oversized laundry room with custom cabinetry and utility sink, spacious guest bedrooms, and a luxurious primary suite featuring high ceilings, a spa-inspired bath with a soaking tub, walk-in shower, dual granite vanities, private water closet, and an expansive walk-in closet. Above the oversized two-car garage, a private guest suite with new flooring, custom cabinetry, and stone countertops provides the perfect retreat for guests or multigenerational living. Major updates include a new roof (2021), tankless water heater (2022), and upgraded garage doors (2025). Residents enjoy underground utilities, beautifully maintained parks, a volleyball court, and a community pool—all just minutes from the area's pristine beaches, boating, dining, and shopping. Move-in ready and designed for effortless coastal luxury.

10690 Close Hauled Rd, Pensacola
10691 Close Hauled Rd, Pensacola
$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
10687 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
500 & 504 Downhaul 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
4972 Leeward Dr, 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
577 Downhaul 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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