Osprey/Nokomis Homes with Key West Architectural style

Osprey/Nokomis Homes with Key West Architectural style

Welcome to Osprey and Nokomis, two hidden gems nestled in the heart of Sarasota County, Florida. Known for their breathtaking natural beauty, these charming communities offer a perfect blend of coastal living and suburban tranquility. Osprey, with its lush landscapes and picturesque waterways, is a haven for nature lovers, while Nokomis boasts stunning beaches and a laid-back atmosphere that invites relaxation and exploration.

As you explore the real estate opportunities in this enchanting region, you'll discover an array of homes that capture the essence of Florida's coastal charm. Among the most sought-after styles are Key West architectural homes, which embody the spirit of island living with their vibrant colors, metal roofs, and spacious porches. These homes are designed to maximize both comfort and style, often featuring open floor plans that seamlessly blend indoor and outdoor spaces, perfect for entertaining or enjoying the gentle coastal breezes.

Living in Osprey or Nokomis means embracing a lifestyle filled with outdoor adventures, from kayaking in the serene waters of the nearby Casey Key to strolling along the pristine sands of Nokomis Beach. With an array of local shops, restaurants, and cultural attractions just a stone's throw away, residents enjoy the perfect balance of leisure and convenience.

Whether you're looking to buy your dream home or invest in a vacation retreat, Osprey and Nokomis offer a unique opportunity to experience the best of Florida living. Discover the charm of Key West-style homes in this idyllic coastal paradise and start your journey to a life where every day feels like a vacation.

Newest Osprey/Nokomis Homes with Key West Architectural style

$599,000
2 Beds ⋅ 2 Baths ⋅ Nokomis Sub SubDv. ⋅ 34275 Zip Code
Gulf-Access Waterfront Living in Nokomis, Florida. Built in 2018, this Key West-style home pairs newer construction with a private 25-foot dock, 7,000-pound boat lift and Gulf access from your own backyard, all in a peaceful, natural setting along Curry Creek. This two-bedroom plus den, two-bath waterfront home offers the rare chance to enjoy true Old Florida privacy, with native mangroves, water birds and abundant wildlife right outside your door. Step onto your dock and spend the day on the water with your boat, jet skis, kayaks, paddleboards or pontoon. From Curry Creek, cruise into Roberts Bay and out to the Gulf of Mexico through the Venice Jetty. Exceptional construction sets this home apart, with concrete-block construction, fiber-cement siding, PGT hurricane-impact windows, a high-quality metal roof, an attached two-car garage with a reinforced garage door, and extensive foam insulation throughout the attic and walls. Inside, the open floor plan was designed for relaxed Florida living and entertaining. The heart of the home is the beautifully appointed kitchen, featuring granite countertops, KitchenAid stainless steel appliances, a breakfast bar and generous cabinetry, all flowing seamlessly into the main living area. Sliding glass doors open completely to the screened lanai, extending the living space outdoors and bringing the waterfront setting in. French doors lead to a versatile den, perfect for a home office, quiet retreat or additional sleeping space for guests. Tray ceilings, crown molding and a custom walk-in closet in the primary suite complete the interior. The screened paver lanai overlooks the natural waterfront setting, with a wooded path leading directly to your private dock. Cottages of Curry Creek is an intimate gated community of just 12 waterfront homes with low HOA fees that include lawn maintenance and irrigation. The Legacy Trail is less than half a mile away, with Nokomis Beach, Venice Beach, historic downtown Venice, shopping, dining and I-75 all just minutes from home. This is your chance to own a slice of paradise and enjoy the beauty of waterfront living in the Florida sunshine.

18050 Wooden Skiff Court, Nokomis
$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
$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
$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 home comes fully furnished and turn key ready. The home boasts 1,246 square feet and 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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