Osprey/Nokomis Homes with Courtyard Exterior Features

Osprey/Nokomis Homes with Courtyard Exterior Features

Welcome to the serene and picturesque communities of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. This enchanting area offers a perfect blend of natural beauty, vibrant culture, and a relaxed coastal lifestyle. Osprey, known for its lush landscapes and rich history, is home to the exquisite Oscar Scherer State Park, where outdoor enthusiasts can explore miles of trails and enjoy the stunning scenery. Just a stone's throw away, Nokomis boasts beautiful beaches along the Gulf of Mexico, making it an ideal spot for sunbathing, swimming, and enjoying breathtaking sunsets.

In this charming region, you'll find a variety of homes that embody the essence of Florida living, particularly those with delightful courtyard exterior features. These homes are designed to create a seamless indoor-outdoor experience, perfect for entertaining guests or enjoying a quiet evening under the stars. The courtyards often serve as private retreats, adorned with lush landscaping and cozy seating areas, offering a tranquil escape right at your doorstep.

Imagine sipping your morning coffee in a sunlit courtyard, surrounded by vibrant flowers and the soothing sounds of nature. The architectural design of these homes not only enhances their aesthetic appeal but also promotes a sense of community and connection with the outdoors. Whether you’re looking for a family home or a seasonal retreat, the properties in Osprey and Nokomis with courtyard features provide an inviting atmosphere that embraces the Florida lifestyle.

Explore the charm of Osprey and Nokomis, where your dream home awaits amidst the beauty of Florida's Gulf Coast.

Newest Osprey/Nokomis Homes with Courtyard Exterior Features

$425,000
2 Beds ⋅ 2 Baths ⋅ Heron Bay Club SubDv. ⋅ 34229 Zip Code
Waterfront Villa w/BOAT SLIPS - Large Private Courtyard & 2- Car Garage - Maintenance Free Living. Single story home-like living. Fish off the Pier or sit on the dock & enjoy the sunsets! NEW DOCK & PIER Welcome to Heron Bay Club, an exclusive enclave of just 25 uniquely designed villas situated on 11 acres along the Little Sarasota Bay across from Casey Key. Enjoy carefree coastal living with maintenance-free grounds and an all-inclusive HOA that covers insurance, roof, exterior maintenance, landscaping, roads, pool and tennis facilities, docks/boat slips, cable TV, high-speed internet, water, trash and sewer. This spacious 2-bedroom, 2-bath villa features a versatile bonus room—perfect for a home office, den, or even a guest bedroom. Inside, you'll find a thoughtfully updated interior with a renovated kitchen featuring raised panel maple cabinetry and new countertop, The vaulted-ceiling living room offers tranquil lake views overlooking the bay, with many evenings capped by stunning sunsets over the Bay. STORAGE! in addition to the garage there is an interior attic! Outside, a 587 sqft courtyard with a hot tub invites outdoor relaxation and entertaining and expands the indoor-outdoor living space to 2,161 sqft Community amenities include a heated bayside swimming pool, tennis court, a fishing pier, kayak launch, and dockage for 10 boats—complete with electric and water—available to residents at NO COST. This is a very private location. Located directly on Little Sarasota Bay with no fixed bridges near MIDNIGHT PASS, residents enjoy the highly sought-after Osprey location close to Siesta Key and Sarasota’s rich cultural attractions. Nokomis beach is only a few miles away. Enjoy waterfront dinning at Casey Key Fish House, The Point and Deep Lagoon Oyster House. Highly-rated medical facilities, major airports, and shopping destinations are within close driving distance. You have arrived at your final destination.

780 Sarabay Road Unit 16, Osprey
$699,999
3 Beds ⋅ 3 Baths ⋅ Havana Heights SubDv. ⋅ 34275 Zip Code
OWNER FINANCING; Term 4.5% at 15 Years, 10% Down. Take advantage of this seller financing option and save money. You can own this newly remodeled costal gem with 200,000. in upgrades-just minutes to the beach. This Move-In Ready 3 bed, 2.5 bath home sits on a prime corner lot west of Highway 41 with no CDD fees. Key Features: Hurricane Ready PGT windows, New A/C (2023), whole-house duct cleaning, New heavy duty water heater, Interior; new costal ceramic tile, fresh paint, 5” baseboards, new fixtures, vanities, stone counters, lighting, ceiling fans. Chefs Kitchen; Bosch dishwasher, 6-burner Dacor stove, built-in Frigidaire Monogram refrigerator, Bathrooms have new tiled walk-in showers with a soaking tub in Master suite. A 470 sq. ft. Lanai with outdoor kitchen.

408 Tortuga Drive, Nokomis
$1,790,000
3 Beds ⋅ 2 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Offering 3 bedrooms, 2 baths, den/office, 2,411 square feet under air, a spacious living room, a 2-car garage, and a private 14' x 37' heated pool centrally positioned as the focal point of the home. This beautifully updated, move-in-ready residence blends luxury, comfort, and the ultimate coastal lifestyle in the highly sought-after waterfront Southbay Yacht & Racquet Club - Marina Community. The thoughtfully designed split floor plan is ideal for indoor-outdoor living. Multiple rooms overlook and open directly onto the covered lanais and the private heated pool, which is framed on three sides by the home creating a stunning courtyard oasis. Dramatic floor-to-ceiling impact-rated windows and sliders (2020) frame beautiful pool views, while soaring ceilings and an abundance of natural light enhance the bright, open feel. The luxurious primary suite includes an adjoining office/den and an ensuite bath with soaking tub and custom cabinetry. Two guest bedrooms and an updated guest bath are located in a separate wing. A custom queen-size library-style Murphy bed adds flexibility for guests or workspace. Step inside to discover stunning 12” x 72” Ceramica Sant’Agostino Italian porcelain plank tile flooring (Barkwood Ash) throughout, soaring ceilings, custom millwork, new 8-inch baseboards, upgraded lighting and fans, and fresh interior and exterior paint (2025). The chef-inspired kitchen features all-new custom cabinetry, quartz countertops, a large center island with seating for 8-10, high-end 2025 GE Monogram appliances (including 48” refrigerator, induction cooktop, and wall oven/microwave), a built-in wine refrigerator, and excellent storage. The open dining area includes a beautifully integrated bar with custom cabinetry and a fireplace (ready for insert). Additional highlights include dual-zone A/C systems (new 2025), new Electrolux stackable washer and dryer (2025), spacious laundry room with utility sink and coffee/tea bar, new concrete tile roof (2020), re-plumbed (2007), oversized 2-car garage with epoxy floor and custom storage, mature tropical landscaping with irrigation, private outdoor shower, and room to add a 4th-bedroom with ensuite bath or additional garage storage. Located in the desirable Southbay Yacht & Racquet Club - Marina Community, this premier boating community features a private 172-slip deep-water marina that can handle vessels up to 58 feet for very reasonable fees. Residents enjoy low HOA fees and a wonderful social atmosphere with a clubhouse, fitness center, heated community pool, spa, tennis courts, pickleball, basketball, bocce, playground, kayak launch/storage, jet ski pads, and more. This golf cart-family friendly community offers easy access to Nokomis Beach, Casey Key, waterfront dining, shopping, Publix, Aldi, restaurants, and tiki bars. All interior and exterior furnishings, artwork, TVs, potted plants, and outdoor gas grill with pizza oven are available for purchase separately via bill of sale. This is a must-see, comprehensively updated home in Southbay.

206 Four Knot Lane, Osprey
$1,495,000
3 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Virtually Staged. A unique offering! This like-new, never lived in Spanish mission style home is a rare find. Move in ready and set on a private .63 acre lot in The Oaks Preserve, the open floor plan includes 3 en suite bedrooms and 3.5 baths. Thoughtfully designed, it welcomes you with a circular driveway, porte cochere, and a detached 2 car garage equipped with an electric vehicle charger. Inside, soaring ceilings, neutral tile and wood flooring, recessed lighting, and an electric fireplace create a warm, refined ambiance. Built to current codes with impact glass and a new roof, the home offers peace of mind and the efficiency of modern construction. The chef’s kitchen, with Bosch stainless appliances, a gas 5 burner cooktop, soft close cabinetry, a center island with wine storage, and stylish tile finishes, has a breakfast bar and opens to the dining room. The luxurious master suite features a vaulted ceiling, spacious walk-in closet, and a spa inspired bath complete with freestanding tub, glass enclosed shower, dual vanities, bidet, and exquisite tilework. A central brick paver courtyard provides a private tropical retreat with ample room to add a pool. Sarasota’s premier golf and country club, The Oaks Club’s unmatched amenities include two championship 18-holf golf courses, 12 tennis courts and 4 pickleball courts, the state-of-the-art WellFit Center, a junior Olympic pool, a celebrated social calendar, and a wide array of dining options and recreational activities. There is currently no waiting list for either Golf or Sports/Social membership

360 N Point Road, Osprey
$700,000
3 Beds ⋅ 2 Baths ⋅ The Villas At Bellagio Harbor Village SubDv. ⋅ 34229 Zip Code
Waterfront Sanctuary-Boater's Paradise at the Osprey Harbor Village- 3 Bedrooms | 2 Bathrooms | Direct Intracoastal Frontage Rare opportunity for direct Intracoastal living at Villas at Osprey Harbor Village (formerly Bellagio Harbor Village). This 3 bedroom, 2 bath residence offers approximately 1,862 sq. ft. of light filled living space with views of the canal, Little Sarasota Bay and Intracoastal Waterway. The open concept design features 9’5” tray ceilings, impact windows and doors, and solid wood cabinetry, granite countertops, kitchen island, and kitchen island bar—ideal for entertaining, anchored by a neutral, airy palette with timeless finishes. The split bedroom layout provides privacy, with a spacious primary suite featuring a spa style bath, separate tub and shower, and direct access to an oversized 270 sq. ft. waterfront balcony from the bedroom. Each window is a curated lens, framing the hues of the Bay and the sculptural silhouettes of architectural lines of Mediterranean inspired Villas. Days here are defined by the rhythmic play of light reflecting across the water and the silent flight of ospreys, eagles, and pelicans—a true haven for the bird watcher seeking a quiet refuge. Whether you are hosting a sunset gathering on your private balcony or entertaining your guests at the community terrace, the club room or embarking on a day of boat excursion to the newly opened Midnight Pass, the lifestyle here is one of effortless coastal elegance. Community amenities include a deep water harbor marina with wet and dry slips, resort pool, clubhouse, fitness center, hot tubs, kayak storage, and launch. Centrally located between Sarasota and Venice, and minutes from Venice, Nokomis, Siesta Key, and Casey Key, Oscar Scherer State Park, Spanish Point, Legacy Trail, and cultural and retail amenities of Sarasota. With new metal roof, exterior and interior paint completed in 2025, this property stands as a resilient sanctuary of enduring value. For the resident who values privacy, prestige, and the restorative power of nature, this is the definitive Osprey address. Schedule your private tour today.

14041 Bellagio Way Unit 214, Osprey
$1,165,000
3 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Beautifully and thoroughly recently updated beach style home in Southbay Yacht and Racquet club featuring 10 foot ceilings. 2026 AC unit, 2024 tile roof, 2023 driveway, cabinets, lighting, appliances, tile and carpet are just the beginning. 2023 pool and spa led lighting, Pentair controller, saltwater conversion, and owned 250 gallon propane. Dry bar with ice maker, wine fridge, and beverage fridge. Large covered outdoor living space overlooking the large lanai with tv, private tanning area, and room to entertain. A split bedroom design, game room with space for billiards table, and separate dining area, and great room surround the private courtyard layout designed to entertain. Ample storage throughout including an air conditioned, secure 12x7 storeroom. Southbay Yacht and Racquet Club offers a clubhouse, tennis, pickleball, basketball, shuffleboard, playground, and low fee, exclusive dockage for residents in the deep water marina. Frequent community activities provide opportunities for an active social atmosphere from cruises to sports.

1527 Buoy Lane, Osprey
$250,000
2 Beds ⋅ 2 Baths ⋅ Fairwinds Village SubDv. ⋅ 34275 Zip Code
Just ½ mile from the powder-soft sands of Nokomis Beach, this impeccably maintained villa is offered for sale for the very first time. Fully renovated from top to bottom, the home showcases timeless neutral finishes, generously sized bedrooms, a light-filled kitchen, and a seamless open-concept layout designed for effortless coastal living and entertaining. A rare highlight, your own private boat slip, offering direct access to the water and the ultimate Florida lifestyle. Situated in the highly desirable Fairwinds Village, a pet-friendly 55+ community, residents enjoy a vibrant yet relaxed setting with access to a clubhouse, resort-style pool, canoe launch, and expansive park-like grounds.

216 Fair Winds Drive Unit 216, Nokomis
$235,000
2 Beds ⋅ 2 Baths ⋅ Wedgewood Commons SubDv. ⋅ 34275 Zip Code
Short Sale. Don’t miss this short sale opportunity in a quiet, well-maintained community just minutes from the beach. This desirable end-unit condo features 2 bedrooms, 2 baths, and a 2-car garage—a rare combination in a small complex of only 13 total units. Enjoy the added privacy and natural light that comes with being an end unit, along with a convenient location close to shopping, dining, and local attractions. This property offers an excellent chance to own a slice of coastal living in a peaceful setting. Property being sold as-is.

1827 Settlers Drive Unit A7, Nokomis
$6,475,000
5 Beds ⋅ 6 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code
Gulf Front, private beach. This sun-drenched Florida villa captures the character of a Mexican hacienda with the ease of tropical coastal living. Smooth stucco exteriors, clay tile roofing, and vibrant bougainvillea frame a private courtyard, setting the tone for a home that is both timeless and inviting. Directly on the turquoise waters of the Gulf, this newly remodeled residence on the north end of Casey Key offers the rare privilege of a private beach just steps from the home. Set on one of Florida’s most exclusive barrier islands, the property enjoys sweeping sunset views, exceptional privacy, and convenient access to the dining, shopping, and cultural attractions of Venice and Sarasota. Behind a gated entrance, the home features three bedrooms, a private office, and three-and-a-half baths, all thoughtfully updated to celebrate its extraordinary Gulf-front setting. Expansive windows and sliding glass doors frame breathtaking water views while filling the interiors with natural light and coastal breezes. Rich architectural details reflect its hacienda-inspired design, including wood beams and moldings, barrel-brick ceilings, Mexican tile and wood floors, brick accents, artisanal mosaic tile, and hand-painted stair risers. Hurricane-impact windows and doors, a new roof, a new pool, and updated air-conditioning and pool equipment provide both peace of mind and modern comfort. The gourmet kitchen is beautifully appointed with custom cabinetry and Wolf appliances, creating an ideal setting for entertaining after a day on the beach. The primary suite is a private retreat with a sitting room, wet bar, soaking tub, walk-in closet, and private balcony overlooking the Gulf. Two additional en-suite guest bedrooms provide comfort and privacy for family and visitors. A spiral staircase leads to the rooftop deck, where panoramic views stretch from the Gulf to the Intracoastal Waterway. Outside, the courtyard-style pool, fountain, tiled terraces, and lush tropical gardens create a tranquil setting for authentic alfresco living. This is an exceptional opportunity to experience the privacy, beauty, and effortless lifestyle of Gulf-front living on Casey Key.

121 N Casey Key Road, Osprey
$795,000
1 Beds ⋅ 1 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. Luxury Mid-Century Modern condominiums with three floor plans to choose from, just six blocks from the pristine beaches of Casey Key. As a buyer at Hidden Gem, you have the option to customize your residence, or defer to the builders for their design expertise. There are three unit sizes to choose from; 750 square feet, 1500 square feet and 2250 square feet. The residences showcase open-concept living spaces characterized by clean lines, high ceilings and expansive windows seamlessly integrating the natural surroundings. Furthermore, each residence boasts a private outdoor area, ideal for year-round relaxation. Hidden Gem features an array of luxury amenities, including a resort-style pool with cabanas, a pickleball court and a clubhouse complete with a well-appointed kitchen, fitness center and guest suites for convenient hosting of visitors. Currently in final architecture and permitting phase and expecting to break ground by end of 2024! We encourage you to reach out to us to reserve and secure a slice of paradise at Hidden Gem while the opportunity stands.

424 Albee Road W Unit 1, Nokomis
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