Windward Passage Real Estate

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Newest Listings in Windward Passage

4712 Ocean Boulevard Unit W5, Siesta Key

$1,359,000

2 Beds ⋅ 2 Baths ⋅ A4710615 MLS ⋅ Windward Passage BLDG.

Virtually Staged - Perfectly positioned to capture the ever-changing beauty of the Gulf, this northwest-facing residence offers a front-row seat to nature’s daily masterpiece. From the lush green lawn and swaying palm fronds to the Gulf’s ever-changing shades of turquoise, blue, and emerald, the views unfold in layers of coastal color. As the day draws to a close, the western sky ignites in brilliant sunset hues, transforming the landscape into a breathtaking panorama that never looks quite the same twice. Here, the view isn’t just something you see—it’s an experience to savor. Welcome to Windward Passage, where the beauty of Siesta Key meets the comfort of an exceptionally spacious coastal retreat. Offering 1,626 square feet of living space, this two-bedroom, two-bath residence blends timeless Gulf views with thoughtful modern updates. Renovated kitchen and bathrooms, luxury vinyl plank flooring throughout, impact-resistant windows on the waterfront facing side, and a newer air-conditioner provide the perfect balance of style, comfort, and peace of mind. Situated on the third floor, the home enjoys an ideal elevation—high enough to embrace sweeping coastal scenery while maintaining a wonderful connection to the tropical landscape below. An oversized private garage adds a level of convenience and storage rarely found in condominium living. Beyond the residence, the best of Siesta Key is practically at your doorstep. Just a leisurely 10-minute stroll brings you to the heart of Siesta Key Village, where lively tiki bars, exceptional dining, boutique shops, and live music create an atmosphere that’s distinctly island. And when the beach calls, the nearest public beach access lies just beyond "The Village" or an even easier 5-minute bike ride away. Whether you’re seeking a full-time residence or a cherished coastal getaway, this is a place to slow down, settle in, and appreciate the extraordinary beauty of everyday life on Siesta Key. Some properties are defined by their features. Others are remembered for how they make you feel. This one offers both.

4712 Ocean Boulevard Unit W5, Siesta Key

Listing courtesy of FINE PROPERTIES. 941-782-0000

4708 Ocean Boulevard Unit E4, Siesta Key

$2,199,000

3 Beds ⋅ 3 Baths ⋅ A4707998 MLS ⋅ Windward Passage BLDG.

Expansive floor-to-ceiling sliders open wide to welcome refreshing Gulf breezes and showcase unobstructed, panoramic water views, turning your open-floorplan living space into an indoor/outdoor oasis. With over 2,300 square feet, this light-filled condominium lives like a private home suspended above shimmering waters. The gourmet kitchen is both elegant and functional, featuring quartz countertops, custom wood cabinetry, and premium appliances, including a Thermador refrigerator and freezer, Wolf double ovens, Wolf microwave, and a Thermador induction cooktop. Panel-ready finishes, a built-in beverage cooler, and exceptional storage make this space ideal for both everyday living and entertaining. Rich acacia engineered wood flooring adds warmth and sophistication throughout the main living areas. The spacious primary suite captures sweeping Gulf views and offers a serene escape, complete with a beautifully renovated spa-inspired bath featuring split vanities and a large walk-in shower. Two additional bedrooms and stylishly updated baths are thoughtfully positioned on the opposite side of the residence for added privacy. Impact-rated windows and sliders provide peace of mind, eliminating the need for hurricane shutters. A private two-car garage with ample storage adds to the home’s convenience. Windward Passage features a Gulf-side pool, lushly landscaped grounds, and a pet-friendly setting. Perfectly positioned on the sought-after north end of the key, you’re just a short walk to the Village for charming boutiques, dining, and live entertainment.

4708 Ocean Boulevard Unit E4, Siesta Key

Listing courtesy of MICHAEL SAUNDERS & COMPANY. 941-349-3444

$459,000

3 Beds ⋅ 2 Baths ⋅ A4692180 MLS

**HUGE PRICE IMPROVEMENT! NOW WAY UNDER MARKET VALUE!** Incredible opportunity to own a beautifully upgraded, move-in-ready home in the highly sought-after, gated community of **Windward at Lakewood Ranch!** Built in 2021, this stunning 3-bedroom, 2-bath residence offers an exceptional combination of style, space, privacy, and value, with features that truly set it apart from the competition! **WHAT MAKES THIS HOME SPECIAL?** For starters, it sits on **ONE OF THE LARGEST HOMESITES IN WINDWARD** and boasts something increasingly rare: a **FULLY FENCED BACKYARD!** With new backyard fencing no longer permitted in the community, this grandfathered feature offers an incredible advantage for buyers seeking privacy, room for pets, outdoor entertaining, or simply more space to enjoy the Florida lifestyle. Step inside and immediately appreciate the bright, open-concept design, elegant crown molding, and beautiful coffered ceiling that elevate the home's interior. The stylish kitchen features quartz countertops, stainless steel appliances, under-cabinet lighting, abundant cabinetry, and generous counter space, making it ideal for both everyday living and entertaining. The spacious primary suite offers a peaceful retreat with **TWO OVERSIZED WALK-IN CLOSETS**, dual vanities, and a beautifully appointed walk-in shower. Thoughtful upgrades throughout include strategically raised electrical outlets for clean, wire-free wall-mounted televisions in the living areas, bedrooms, and lanai, along with white wood blinds and sliding glass door coverings. **YOUR PRIVATE FLORIDA BACKYARD OASIS AWAITS!** Enjoy the extended screened lanai overlooking your expansive, fully fenced backyard, complete with mature privacy landscaping and a custom travertine patio. Whether you're hosting friends, enjoying an evening around the fire pit, or relaxing outdoors, this exceptional space delivers the privacy and versatility today's buyers are looking for. And the upgrades don't stop there! The **EXTENDED TWO-CAR GARAGE** features a utility sink, overhead storage racks, and pull-down attic stairs leading to additional floored storage. The paver driveway and walkways have been professionally cleaned, sanded, and sealed. **MOST FURNISHINGS ARE NEGOTIABLE**, and garage cabinetry and the workbench may also be included, making your move even easier! Living in Windward means enjoying a true **RESORT-STYLE LIFESTYLE**, with gated entrances, community pools, a fitness center, clubhouse, tennis and pickleball courts, and beautiful walking trails. All of this is conveniently located near Lakewood Ranch Main Street, Waterside Place, UTC shopping and dining, I-75, and the world-famous Gulf Coast beaches. **THE BOTTOM LINE?** A newer home, premium upgrades, one of the largest lots in the community, a rare grandfathered fenced backyard, and now **PRICED $15,000 BELOW MARKET VALUE!** Opportunities offering this combination of features, location, and value don't come along every day. **WHY SETTLE FOR LESS WHEN YOU CAN HAVE MORE? Schedule your private showing today and discover why this Windward home deserves to be at the TOP of your list!**

2669 Star Apple Way, I-75 East

Listing courtesy of KW SUNCOAST. 941-792-2000

4712 Ocean Boulevard Unit W10, Siesta Key

$2,450,000

4 Beds ⋅ 4 Baths ⋅ A4688159 MLS ⋅ Windward Passage BLDG.

Repriced $250,000! A rare opportunity to reimagine a Gulf-front penthouse on Siesta Key. Set in a boutique condominium community near Siesta Village, this expansive four-bedroom, four-bath residence offers over 3,900 air-conditioned square feet, full Gulf views and the kind of scale, frontage and location that are seldom available. With nearly 80 feet of linear Gulf frontage, the penthouse captures sweeping vistas of the azure Gulf waters, Big Pass, Lido Key and downtown Sarasota from nearly every room. The floor plan is exceptionally spacious, with grand living areas, high ceilings, a fireplace, two balconies, an attached two-car garage and the rare flexibility that comes with a residence of this size and presence. The two-building, 22-unit complex features a pool overlooking the Gulf, offering a relaxed setting to enjoy the waterfront lifestyle. This residence presents a unique canvas for a complete custom renovation. A new owner can transform this property into a spectacular coastal showplace, tailored to today’s luxury lifestyle. The existing floor plan includes generous entertaining spaces, a large kitchen footprint, two primary-suite areas, one with a private sauna, all ready to be reinterpreted with a fresh vision and design. Just moments from Siesta Village, with its restaurants, boutiques, boating and waterfront activities, this residence also enjoys proximity to Siesta Key’s world-famous white quartz sand beach. It is an extraordinary chance to create a one-of-a-kind Gulf-front penthouse in one of the island’s desirable locations. Beyond the island, vibrant downtown Sarasota’s cultural, shopping, dining and entertainment areas are just minutes away.

4712 Ocean Boulevard Unit W10, Siesta Key

Listing courtesy of PREMIER SOTHEBY'S INTERNATIONAL REALTY. 941-364-4000

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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity™ program of the Multiple Listing Service of Greater Cincinnati. Real estate listings held by brokerage firms other than our company are marked with the Broker Reciprocity™ logo (the small house as shown to the left) and detailed information about them includes the name of the listing brokers. This data is up-to-date as of . Copyright 2026, MLS of Greater Cincinnati, Inc. All rights reserved. Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of the Dayton Area Board of Realtors® MLS IDX Database. Real estate listings from the Dayton Area Board of Realtors® MLS IDX Database held by brokerage firms other than eXp Realty are marked with the IDX logo and are provided by the Dayton Area Board of Realtors® MLS IDX Database. Information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in. Copyright© 2026 Dayton Area Board of Realtors®

Windward Passage Real Estate

Newest Listings in Windward Passage

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