Osprey/Nokomis Homes with Key West Architectural style

Osprey/Nokomis Homes with Key West Architectural style

Welcome to the charming coastal enclave of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. This picturesque region boasts a unique blend of serene landscapes, vibrant culture, and a welcoming community, making it an ideal destination for those seeking a tranquil yet engaging lifestyle.

Osprey and Nokomis are renowned for their stunning waterfront views, pristine beaches, and lush natural surroundings. With easy access to the Gulf of Mexico, residents can enjoy a plethora of outdoor activities, from boating and fishing to sunbathing on the sandy shores. The nearby Oscar Scherer State Park offers miles of hiking trails and opportunities for birdwatching, while the charming local shops and restaurants provide a taste of the area’s rich culinary scene.

One of the architectural gems of this region is the Key West style home, which perfectly complements the laid-back, tropical vibe of Osprey and Nokomis. Characterized by their vibrant colors, metal roofs, and spacious porches, these homes exude a charming coastal aesthetic that invites relaxation and social gatherings. With open floor plans that seamlessly blend indoor and outdoor living, Key West-style homes offer the perfect backdrop for enjoying Florida’s beautiful weather year-round.

Whether you’re looking to retire, raise a family, or simply enjoy a slower pace of life, Osprey and Nokomis offer a delightful community enriched by its natural beauty and architectural charm. Discover your dream home in this idyllic paradise today!

Newest Osprey/Nokomis Homes with Key West Architectural style

$599,000
2 Beds ⋅ 2 Baths ⋅ Nokomis Sub SubDv. ⋅ 34275 Zip Code
Your own private dock, boat lift and Gulf access right in your backyard. Built in 2018, this Key West-style home brings together everything you want in Florida living: newer construction, a peaceful waterfront setting and the freedom to be on the water whenever you want. A private 25-foot dock and 7,000-pound boat lift make it easy to enjoy boating, jet skis, kayaks or paddleboards right from home. From Curry Creek, cruise into Roberts Bay and out to the Gulf of Mexico through the Venice Jetties. Native mangroves create a peaceful and private Old Florida setting along the water. With 1,952 square feet of living space, the home feels open and comfortable throughout. The open floor plan is perfect for relaxed Florida living and entertaining. The kitchen features granite countertops, KitchenAid stainless steel appliances, a breakfast bar and plenty of cabinetry, all open to the great room. Large sliders open fully to the covered lanai, bringing the indoor and outdoor living spaces together. The generous 14' x 11' den gives the floor plan the flexibility of a three-bedroom home, with plenty of room for guests, a home office or additional living space. The split floor plan offers privacy between the primary and guest bedrooms. The primary suite features a large bath with dual sinks, a soaking tub and separate shower, while the guest bedroom offers a comfortable and private space for family and friends. Quality construction sets this home apart, with concrete-block construction, fiber-cement siding, PGT hurricane-impact windows, a metal roof, reinforced two-car garage door and extensive foam insulation throughout the attic and walls. The home is elevated and has never experienced flooding. Located in Cottages on Curry Creek, a gated enclave of just 12 Key West-style homes, lawn care and irrigation are included for easy, maintenance-free living. Whether you're looking for a full-time residence, second home or Florida getaway, this home makes it easy to enjoy the Florida lifestyle. Located in a small gated community, the Legacy Trail is less than half a mile away, with Oscar Scherer State Park, Nokomis Beach, Venice Beach and historic downtown Venice all nearby. Schedule your private showing and come see what makes this home and its waterfront setting so special.

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
$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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