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 along Florida's stunning Gulf Coast in Sarasota County. These charming communities offer a unique blend of serene coastal living and vibrant local culture, making them ideal for those seeking a relaxed yet engaging lifestyle.

Osprey is known for its picturesque landscapes and rich history, with attractions like the historic Spanish Point, where visitors can explore the area's Native American heritage and lush gardens. Just a stone's throw away, Nokomis boasts beautiful beaches and a laid-back atmosphere, perfect for sunbathing, fishing, or simply enjoying the breathtaking sunsets over the Gulf of Mexico.

One of the standout features of homes in this region is the captivating Key West architectural style. These homes exude a tropical charm, characterized by their bright, pastel colors, metal roofs, and spacious, airy layouts. The Key West style is designed to embrace the coastal climate, with large porches and windows that invite natural light and ocean breezes. The open floor plans often include modern amenities while retaining a sense of timeless elegance, making them perfect for both relaxation and entertaining.

Whether you're looking for a cozy retreat or a spacious family home, Osprey and Nokomis offer a variety of Key West-style properties that capture the essence of Florida living. With their unique architectural flair and proximity to beautiful beaches, parks, and cultural attractions, these homes provide not just a place to live, but a lifestyle filled with sunshine, warmth, and community spirit. Come discover your dream home in this enchanting part of Florida!

Newest Osprey/Nokomis Homes with Key West Architectural style

349 Dolphin Shores Circle, Nokomis
$1,400,000
3 Beds ⋅ 3 Baths ⋅ Dolphin Shores SubDv. ⋅ 34275 Zip Code
Waterfront living in one of the few gated communities in Nokomis. Set on 98 feet of canal frontage in Dolphin Shores, this raised Key West style pool home is a boater’s dream, with direct Gulf access through the Intracoastal Waterway, an assigned boat slip that accommodates a boat up to 25 feet, and open water about 15 minutes away by boat. By car, you are only minutes from Nokomis Beach, Casey Key and downtown Venice. Inside, natural light pours through walls of glass, arched windows and skylights, filling the upstairs living spaces with a soft coastal glow and framing views of the canal and palms. Soaring ceilings carry that light from the living room into the kitchen, and transom windows brighten the primary suite. Glass doors open to a covered deck with a retractable awning and outdoor grill, made for long lunches and sunset dinners above the water. Below, the backyard is perfect for hosting, with a heated pool, a sun-filled pool deck and tropical palms that take guests from an afternoon swim to an evening by the water. Beneath the main living level, over 2,000 sq ft of non conforming space offers room for a game room, gym, studio or storage for all of your water toys, and it is already air conditioned and plumbed for a bathroom. The setting is exceptional.

349 Dolphin Shores Circle, Nokomis
18050 Wooden Skiff Court, Nokomis
$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
260 Hidden Bay Drive Unit 402, Osprey
$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
3240 Casey Key Road, 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
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