Osprey/Nokomis Homes with Key West Architectural style

Osprey/Nokomis Homes with Key West Architectural style

Welcome to the enchanting coastal communities of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. With their lush landscapes and stunning waterfront views, these charming towns offer a unique blend of natural beauty and vibrant local culture. Osprey, known for its rich history and proximity to the renowned Oscar Scherer State Park, boasts an array of outdoor activities, from hiking trails to kayaking in serene waters. Just a stone's throw away, Nokomis enchants with its pristine beaches and warm, inviting atmosphere, making it a perfect haven for families and retirees alike.

One of the standout features of homes in this picturesque area is the delightful Key West architectural style. Characterized by their vibrant colors, spacious porches, and metal roofs, these homes exude a laid-back charm that perfectly complements the coastal lifestyle. Imagine sipping your morning coffee on a breezy porch, surrounded by lush tropical landscaping and the soothing sounds of the nearby ocean. Key West-style homes in Osprey and Nokomis not only provide a cozy retreat but also reflect the region’s rich cultural heritage and love for outdoor living.

Whether you’re looking for a seasonal getaway or a permanent residence, Osprey and Nokomis offer a diverse selection of Key West-style homes that cater to your every need. Embrace the allure of coastal living in these delightful communities, where the sun shines bright, and the lifestyle is nothing short of paradise. Discover your dream home in Osprey or Nokomis today, and start your journey to a more relaxed and fulfilling life by the sea!

Newest Osprey/Nokomis Homes with Key West Architectural style

$775,000
3 Beds ⋅ 3 Baths ⋅ Edgewater At Hidden Bay SubDv. ⋅ 34229 Zip Code
Semi-furnished three-bedroom, 2.5-bath unit with elevator access. This fourth-floor residence offers beautiful panoramic intracoastal water views. Centrally between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay, a gated, 12-acre resort-style community on the water's edge of Little Sarasota Bay in Osprey. The building is designed in the architectural style of Key West. Enjoy breathtaking sunsets from your private screened-in balcony as you look out across the bay to the barrier island of Casey Key. Inside the unit, you'll find a spacious living room and dining room featuring an open floor plan. The gourmet kitchen offers KitchenAid stainless steel appliances, quartz countertops, white shaker-style cabinetry, counter seating and plenty of storage cabinets. The primary bedroom is expansive with large walk-in closets, closet organization system and direct access to the outside balcony. Both guest bedrooms have dual purpose, as they both have built-in Murphy beds, desk workstations, plantation shutters and walk-in closets. If you're looking for a condominium with extra space for a den/office/sewing room/craft room or TV media room, this is the one that offers it all. More great features are impact-resistant windows and doors, a large laundry room with built-in cabinetry, a full-size washer and dryer and utility sink. One assigned parking space with a large storage unit with a roll-down door for all your extra gear. Some of the amenities include a new fishing pier, lit pickleball courts, kayaking and kayake racks for storage, clubhouse, swimming pool, spa and tiki hut with grilling barbeque stations. The location is walkable to many restaurants, shopping and the post office. Bike the Legacy Trail or head to the beach that's just a few miles away. There's so much to do just minutes away.

260 Hidden Bay Drive Unit 402, Osprey
$379,000
2 Beds ⋅ 2 Baths ⋅ Nokomis Heights SubDv. ⋅ 34275 Zip Code
Welcome to paradise in Nokomis! This well appointed newer West of the Trail 1,246 square foot home is in an amazing location! This home is located in an "X" flood zone approximately 1.5 miles to the stunning Nokomis beach on Casey Key and only approximately 13 miles to the crystal quartz sands of Siesta Key beach. There are no HOA or CDD fees associated with this home and it has a history of seasonal rental income. The home has an abundance of natural light inside, and is complimented with a generous front porch perfect for lounging, dining and sipping cocktails after a relaxing day on the beach. This tranquil 2-bedroom 2-bathroom home boasts an open floor plan, vaulted ceilings in the great room, a beautiful kitchen with stunning counter tops and ample wood cabinets and an eat-in dining area. Enjoy the app. controlled features of this home including front and back door key-less entry and an ecobee smart thermostat. You will have peace of mind with a new A/C installed December of 2025. The primary bedroom creates the perfect ambiance to relax with a walk-in closet and an en-suite bathroom with a double vanity. The second bedroom is spacious with the convenience of a generously sized built-in closet. After your relaxing day on the beach, you will love being able to leave your sandals and suits in your indoor laundry room with cabinets just inside the side entry to the home off the driveway. You will love living in this central location close to stunning beaches, golf courses, great fishing, boating, kayaking, bike riding, great restaurants, shopping centers, schools, medical facilities, and more! Schedule a showing today!

116 Avenida La Palma, Nokomis
$6,400,000
5 Beds ⋅ 5 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Experience true Florida coastal living in this impeccably maintained Key West–style home on Casey Key, offering the rare and coveted Gulf-to-Bay lifestyle. Thoughtfully designed with high ceilings and a bright, open feel, this residence blends relaxed island charm with modern updates throughout. Step outside to a beautifully landscaped, fenced, and gated backyard—your own private oasis. Enjoy the Pebble Tec resurfaced pool, perfect for entertaining or unwinding after a day on the water. Boaters will love the new composite dock with covered lift, providing effortless access to the bay and Gulf beyond. The dune walkover and 100 feet of private sandy beachfront is perfect for afternoons by the shore and evening sunsets. Adding exceptional flexibility, the separate guest house features one bath and two bedrooms (or one bedroom plus a den)—ideal for guests, extended family, or a home office retreat. This home has been extensively updated for peace of mind, including hurricane shutters, newer HVAC systems, water heaters, well pump, and a whole-house replumb. Every detail reflects pride of ownership and careful maintenance. Whether you’re seeking a full-time residence or a luxurious island escape, this exceptional Casey Key property delivers privacy, comfort, and the ultimate waterfront lifestyle.

3240 Casey Key Road, Nokomis
$1,650,000
5 Beds ⋅ 4 Baths ⋅ 34275 Zip Code
Gorgeous private deepwater canal-front home with a rare double slip boathouse and seawall. You’ll be thrilled when you enter this spacious home that offers five bedrooms, 3.5 baths plus a separate bonus/game room for a total of 4,166 square feet under air and sits on over half an acre lot. This home has been extensively remodeled, replumbed/re-piped, concrete flood protection system added in 2025. All has been done for you. Enjoy outdoor living with an inviting gazebo, expansive deck along with a beautiful, heated saltwater lap pool. Loaded with closets everywhere and extra storage in the oversized garage. The fenced yard is great for pets, and the wide circular drive offers plenty of parking for a boat or R/V. The boater will appreciate the boathouse, and the quick access to the open water from the deep sailboat water canal with no bridges. The home is minutes from shopping and beaches. A one-year homeowner warranty will be provided to buyers at closing. Visit and you will not believe your eyes!

221 Lychee Road, Nokomis
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