Osprey/Nokomis Homes with Key West Architectural style

Osprey/Nokomis Homes with Key West Architectural style

Welcome to the enchanting communities of Osprey and Nokomis, nestled along the stunning Gulf Coast of Florida in Sarasota County. These charming towns are a haven for those seeking a blend of natural beauty, rich history, and vibrant local culture. With their picturesque waterways, pristine beaches, and lush landscapes, Osprey and Nokomis offer an idyllic lifestyle that’s hard to resist.

As you explore these delightful areas, you’ll discover an array of homes showcasing the captivating Key West architectural style. Characterized by their vibrant colors, metal roofs, and spacious porches, Key West homes exude a sense of warmth and charm that perfectly complements the coastal atmosphere. Picture yourself sipping a cool drink on a sun-drenched porch, surrounded by swaying palms and the gentle sounds of the ocean breeze. These homes often feature open floor plans, high ceilings, and large windows that invite abundant natural light, creating a welcoming and airy ambiance.

Living in Osprey and Nokomis means embracing a lifestyle filled with outdoor adventures. Whether you’re kayaking in the serene waters of the nearby Myakka River or soaking up the sun on the pristine beaches of Nokomis, there’s always something to enjoy. The area also boasts a vibrant arts scene, with local galleries, theaters, and events that celebrate the rich cultural heritage of the region.

Whether you’re searching for a charming family home or a tranquil retreat, Osprey and Nokomis offer the perfect blend of coastal living and architectural beauty. Discover your dream home in this picturesque paradise today!

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 roll down door for all your extra gear. 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
$2,450,000
3 Beds ⋅ 2 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
Virtually Staged. A boater’s paradise, this beautiful, fully renovated waterfront home offers the ultimate Florida lifestyle on the stunning waters of Roberts Bay. Designed for those who love life on the water, the expansive deep-water dock is fully equipped with water and electricity, along with two boat lifts (10,000 pounds and 4,500 pounds) ready to accommodate all your watercraft and toys, making every day an adventure. Inside, the home has been thoughtfully and completely updated with hurricane-impact windows and sliding glass doors, and a new metal roof providing peace of mind and modern elegance. The new kitchen is a showstopper, featuring wood cabinetry, stainless steel appliances, sleek quartz countertops, abundant prep space, a charming coffee bar and space in the kitchen for casual dining, ideal for entertaining or enjoying quiet mornings at home. Natural light pours through large windows, creating a bright, airy atmosphere throughout. This well-designed three-bedroom, two-bath residence offers a spacious and private primary suite on the second floor, where you’ll wake up to breathtaking, panoramic views of Roberts Bay, an ever-changing waterfront backdrop that never gets old. You can enjoy your morning coffee and afternoon cocktail on your private upstairs balcony. Go outside in the backyard to your own private retreat, complete with a large open-air pool and spa, ideal for relaxing or hosting family and friends. The lush, landscaped yard features irrigation and ambient outdoor lighting, adding to the home’s inviting ambiance. Additional highlights include a two-car garage and a versatile air-conditioned cabana room, ideal for a home office, gym or guest space. Blending luxury, comfort and an unbeatable waterfront setting, this exceptional property is the place to call home. Conveniently located beaches, shopping and Legacy Trail. Proximity to downtown Venice Island restaurants!

212 Sunrise Drive, Nokomis
$399,999
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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