Osprey/Nokomis Homes with Courtyard Exterior Features

Osprey/Nokomis Homes with Courtyard Exterior Features

Welcome to the enchanting communities of Osprey and Nokomis, nestled along the sun-kissed shores of Sarasota County, Florida. These charming towns offer a perfect blend of coastal beauty, rich history, and a vibrant lifestyle, making them ideal for both families and retirees seeking a slice of paradise.

Osprey, known for its serene waterfront views and lush natural landscapes, is a haven for outdoor enthusiasts. With access to the stunning beaches of Casey Key and the pristine waters of the Gulf of Mexico, residents can enjoy a plethora of activities, from boating and fishing to kayaking and sunbathing. The area is also home to the historic Spanish Point, where you can explore the rich cultural heritage of the region.

Just a stone's throw away, Nokomis boasts a warm, welcoming atmosphere with its quaint shops and delightful dining options. The scenic Nokomis Beach is perfect for leisurely strolls or enjoying breathtaking sunsets. With an array of parks and recreational facilities, this community encourages an active lifestyle for all ages.

For those seeking homes with unique charm, the properties in Osprey and Nokomis often feature stunning courtyard exterior designs. These homes are designed to create an inviting outdoor space, perfect for entertaining or relaxing in the Florida sunshine. Imagine sipping your morning coffee in a beautifully landscaped courtyard, surrounded by lush greenery and vibrant flowers, or hosting gatherings with friends and family in your private oasis.

Whether you're drawn to the coastal lifestyle, the rich cultural experiences, or the allure of courtyard homes, Osprey and Nokomis offer a perfect blend of comfort and charm. Discover your dream home in this idyllic part of Florida, where every day feels like a vacation!

Newest Osprey/Nokomis Homes with Courtyard Exterior Features

$299,950
2 Beds ⋅ 2 Baths ⋅ Sorrento Shores SubDv. ⋅ 34229 Zip Code
Come for the investment, stay for the lifestyle! Discover an exceptional waterfront opportunity in Sorrento Shores, a quiet, pet-friendly community of just 28 homes, ideally located minutes from Nokomis Beach, I-75, and the nationally recognized Pine View School. Whether you're looking for a Florida retreat, investment property, or your own year-round coastal home, this spacious, detached villa offers the perfect combination of lifestyle, location, and value. Step outside your front door and you're just 25 steps from launching a kayak or jet ski. Residents also have the opportunity to secure a private boat slip for a modest monthly fee, with direct, bridge-free access to the Gulf of Mexico, a rare amenity for boating and water-sports enthusiasts. Inside, the villa offers comfortable, spacious living, plus the convenience of a one-car garage and a maintenance-free lifestyle. The community's $530 monthly HOA fee includes exterior insurance, basic cable, lawn maintenance, and access to a heated community pool. Why Sorrento Shores? Minutes to Nokomis Beach; direct, bridge-free Gulf access; kayak & jet ski launch just steps away; boat slips available for a small monthly fee; detached villa with one-car garage; heated community pool; maintenance-free living; pet-friendly 28-home community; convenient to I-75; and minutes from the Pine View School. Boat slips are available for just $25/month, and the convenient community dock is available for kayaking and jet skis. A rare opportunity to own a piece of the Florida coastal lifestyle with the boating, beaches, privacy, and convenience that make Nokomis so desirable.

108 Villa Drive Unit 108, Osprey
$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
$1,770,000
3 Beds ⋅ 2 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Imagine starting your morning with coffee beside your private courtyard pool, opening the sliders to the Florida sunshine and ending the day with friends gathered around the kitchen island before heading out by golf cart for dinner or a sunset near the water. Welcome to 206 Four Knot Lane, a beautifully updated, move-in-ready home in Southbay Yacht & Racquet Club, one of Osprey’s most desirable waterfront marina communities. At the heart of the home is an impressive 14' x 37' heated pool, framed on three sides by the residence and visible from multiple living spaces. Several rooms open directly to the covered lanais and pool area, creating a private courtyard-style setting and a seamless connection between indoor and outdoor living. Inside, the 2,411-square-foot residence offers 3 bedrooms, 2 baths, an office/den, spacious living areas, and a thoughtfully designed split floor plan. Floor-to-ceiling impact-rated windows and sliders installed in 2020 fill the home with natural light and showcase the pool from throughout the main living spaces. The primary suite is privately positioned and includes an adjoining office/den and ensuite bath with soaking tub and custom cabinetry. Two additional bedrooms and an updated guest bath are located in a separate wing. A custom queen-size library-style Murphy bed provides added flexibility for overnight guests or workspace. The home has been extensively updated with 12" x 72" Ceramica Sant’Agostino Italian porcelain plank tile flooring in Barkwood Ash, custom millwork, new 8-inch baseboards, upgraded lighting and fans, and fresh interior and exterior paint completed in 2025. The chef-inspired kitchen is designed for both everyday living and entertaining, with new custom cabinetry, quartz countertops, high-end 2025 GE Monogram appliances, a 48-inch refrigerator, induction cooktop, wall oven/microwave, built-in wine refrigerator, excellent storage, and a large center island with seating for 8–10. The adjoining dining area features an integrated bar with custom cabinetry and a fireplace ready for an insert. Additional highlights include dual-zone A/C systems installed in 2025, new Electrolux stackable washer and dryer, a spacious laundry room with utility sink and coffee/tea bar, concrete tile roof installed in 2020, re-plumbing completed in 2007, an oversized 2-car garage with epoxy flooring and custom storage, mature tropical landscaping with irrigation, and a private outdoor shower. There is also potential to add a fourth bedroom with ensuite bath or create additional garage/storage space. Southbay Yacht & Racquet Club offers a true Florida lifestyle with a private 172-slip deep-water marina accommodating vessels up to approximately 58 feet, along with a clubhouse, fitness center, heated community pool and spa, tennis, pickleball, basketball, bocce, playground, kayak launch and storage, jet ski pads, low HOA fees, and an active social atmosphere. The golf-cart-friendly community provides convenient access to Nokomis Beach, Casey Key, waterfront dining, shopping, Publix, Aldi, restaurants, tiki bars, and everything that makes Florida’s Gulf Coast lifestyle so appealing. Interior and exterior furnishings, artwork, televisions, potted plants, outdoor gas grill, and pizza oven are available separately by bill of sale. If you have been searching for a beautifully updated home where the pool, the home, the marina, and the Florida lifestyle all come together, 206 Four Knot Lane deserves to be seen in person.

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
$1,200,000
5 Beds ⋅ 6 Baths ⋅ Mission Valley Estates SubDv. ⋅ 34275 Zip Code
RARE 2-ACRE PRIVATE COMPOUND IN NOKOMIS — where space, privacy, recreation and serious storage come together in one truly unique property. 740 Arabian Circle offers far more than a beautiful home; it delivers a lifestyle that is increasingly difficult to find along Florida’s Gulf Coast. At the heart of the property is an expansive screened outdoor living area designed for year-round enjoyment, featuring a heated pool and spa, multiple covered gathering spaces, outdoor shower and an impressive tiki bar equipped for entertaining with BBQ, refrigeration and a pizza oven. Whether hosting a crowd or enjoying a quiet Florida evening, this backyard was built to be enjoyed. Inside, the home offers comfortable, functional living with thoughtful upgrades throughout, including a well-appointed kitchen with KitchenAid double ovens, pot filler and cedar pantry, along with upgraded electrical, ductwork, PVC plumbing, dual HVAC systems and a whole-home water purification system. But what truly separates this property is everything beyond the main residence. A dedicated game room with fireplace provides additional recreational space, while a climate-controlled workshop, separate office building and additional storage create tremendous flexibility for hobbies, business or personal use. Need room for the toys? The property features a substantial steel building ideal for RV, boat, collector-car or equipment storage, complete with 50-amp service. RV hookups, upgraded electrical infrastructure, a newer dedicated FPL leg and approximately 320 feet of fiber conduit further enhance the property's capabilities. With approximately TWO ACRES, multiple structures and an extraordinary combination of indoor and outdoor amenities, this property offers the freedom to live, work, entertain and store virtually everything you need — all from one private setting in Nokomis. Properties offering this combination of acreage, infrastructure, recreation and versatility are exceptionally hard to duplicate. 740 Arabian Circle isn't simply a home — it's your own private Florida compound.

740 Arabian Circle, Nokomis
$250,000
2 Beds ⋅ 2 Baths ⋅ Fairwinds Village SubDv. ⋅ 34275 Zip Code
Located just ½ mile from the beautiful sands of Nokomis Beach, this villa offers an opportunity to enjoy the Florida coastal lifestyle in Fairwinds Village, a pet-friendly 55+ community. The home has been partially renovated and features spacious bedrooms, neutral finishes, a bright kitchen, and an open-concept living area. A standout feature is the private boat slip, offering convenient access to the water and adding to the appeal of this coastal location. Community amenities include a clubhouse, swimming pool, canoe launch, and spacious park-like grounds. With the beach, waterways, and local amenities nearby, this property offers a comfortable setting for full-time or seasonal living.

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
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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