Windward Real Estate

Welcome to Windward, an enchanting neighborhood nestled in the heart of Oceanside, California. Known for its picturesque coastal charm and vibrant community spirit, Windward offers a unique blend of beachside living and suburban tranquility.

As you stroll through the tree-lined streets, you’ll discover a variety of beautifully designed homes that reflect the area’s coastal aesthetic. With a mix of contemporary architecture and classic beach cottages, Windward appeals to a diverse range of homeowners, from young families to retirees seeking a serene retreat.

One of the neighborhood's standout features is its proximity to the stunning beaches of Oceanside. Just a short bike ride or leisurely walk away, residents can enjoy sunbathing, surfing, or simply taking in the breathtaking ocean views. The nearby Oceanside Harbor is also a hub of activity, offering boat rentals, waterfront dining, and a charming marina perfect for weekend outings.

Windward is not just about its scenic beauty; it also boasts a strong sense of community. Local parks, such as the popular Buccaneer Beach Park, provide ample space for family picnics, sports, and outdoor activities. The neighborhood is also home to excellent schools and family-friendly events that foster connections among residents.

For shopping and dining, Windward is conveniently located near the vibrant Oceanside downtown area, where you can explore a variety of boutiques, cafes, and restaurants that showcase the best of Southern California cuisine.

In Windward, you’ll find a welcoming community that perfectly captures the essence of coastal living. Whether you're looking for a place to call home or a vacation getaway, Windward is a neighborhood that promises a lifestyle filled with sun, surf, and community spirit.

Newest Listings in Windward

$900,000

4 Beds ⋅ 3 Baths ⋅ 260016801 MLS ⋅ ACTIVE Status ⋅ Windward BLDG.

Rarely available 3-bedroom + office (optional 4th bedroom) corner-unit home backing to a peaceful canyon and nature preserve in the highly sought-after gated community of Windward in Oceanside. Features include white shaker cabinetry, granite countertops, stainless steel appliances, tile flooring throughout the main level, and carpet upstairs. The spacious primary suite offers a private balcony, while the inviting living room features a cozy fireplace and French doors opening to a open fenced patio. All bedrooms include walk-in closets, plus there's an interior laundry space and an oversized 2 car garage with built-in storage. The resort-style community amenities include a sparkling pool, spa, clubhouse, BBQ area, basketball court, playground, and evening security patrol. Ideally located just minutes from the beach, Oceanside Harbor, dining, shopping, wine tasting, and the Oceanside Farmers Market.

750 Harbor Cliff Way Unit 105, Oceanside

$799,500

2 Beds ⋅ 3 Baths ⋅ 260002296 MLS ⋅ ACTIVE Status ⋅ Windward BLDG.

Charming coastal condo in the gated community of Winward, offering ocean views from the home, community pool, low maintenance living. This gated community has lots of guest parking and direct bridge over the I5 to immediate coastal access to beaches, shopping, restaurants, farmers market and more. Home gets wonderful light, ocean breezes and is tastefully updated inside. Two garages, one attached one separate with laundry, perfect for bikes and beach gear. No weekend rentals so it's the best of enjoying the community while still having the ability to rent out 30 days or longer

845 Harbor Cliff Way Unit 305, Oceanside

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