Osprey/Nokomis Homes with Private Mailbox Exterior Features

Osprey/Nokomis Homes with Private Mailbox Exterior Features

Welcome to Osprey and Nokomis, two charming gems nestled along the breathtaking Gulf Coast of Florida in Sarasota County. These delightful communities are known for their stunning natural beauty, rich cultural heritage, and a relaxed, coastal lifestyle that attracts residents and visitors alike. With pristine beaches, lush parks, and an abundance of recreational activities, Osprey and Nokomis offer the perfect blend of tranquility and adventure.

Osprey is renowned for its scenic waterfront views and proximity to the historic Oscar Scherer State Park, where outdoor enthusiasts can explore hiking trails and enjoy bird watching. Just a stone's throw away, Nokomis boasts picturesque beaches and a vibrant local scene, making it an ideal spot for those who appreciate the sun, sand, and surf. Both areas are conveniently located near the bustling city of Sarasota, providing access to world-class dining, shopping, and entertainment.

In addition to the stunning surroundings, the homes in Osprey and Nokomis offer a unique charm that appeals to discerning buyers. Many properties feature private mailbox exterior features, adding a touch of individuality and character to each home. Imagine coming home to a beautifully landscaped yard and a personalized mailbox that reflects your style, welcoming you after a long day.

Whether you’re seeking a cozy cottage or a luxurious waterfront estate, the real estate options in Osprey and Nokomis cater to a variety of tastes and preferences. Embrace the coastal lifestyle and discover your dream home in this idyllic Florida paradise, where every day feels like a vacation.

Newest Osprey/Nokomis Homes with Private Mailbox Exterior Features

102 Windward Drive, Osprey
$1,047,000
3 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Experience refreshed coastal living in Southbay Yacht and Racquet Club. This beautifully updated pool home pairs inviting interiors with outdoor spaces made for relaxing and entertaining. Fresh exterior paint and refreshed landscaping with new sod and palm trees create a welcoming arrival. Inside, new vinyl flooring flows through the living spaces and bedrooms, complemented by large format tile in the bathrooms. High ceilings and a decorative beam add character to the open living area. The redesigned kitchen features new cabinetry, quartz countertops with a waterfall detail, stainless steel appliances, a range hood, pendant lighting, illuminated shelving and a walk in pantry. The home offers three bedrooms, two full bathrooms and one half bathroom. The primary retreat offers two newly built closets and a beautifully remodeled bathroom with a spacious double vanity, freestanding soaking tub, separate shower, new fixtures and mirrors. The remodeled guest bathroom features a large double vanity, coordinating tile and updated shower fixtures. The layout features dual primary bedrooms, with the second offering a generous walk in closet, an attached half bathroom and exterior access. Practical updates complement the refreshed interiors, with hurricane rated windows throughout the home and hurricane shutters for added storm protection. New ceiling fans in the bedrooms, an interior laundry room with a new washer and dryer combo, and an oversized garage with an epoxy painted finish add everyday convenience. Step outside to the screened pool and covered lanai, with a new outdoor shower for rinsing off after a swim. An expanded paver area beyond the lanai with a built in outdoor fireplace offers another inviting space to relax and entertain. Enjoy Southbay Yacht and Racquet Club’s waterfront lifestyle, featuring a community marina with Intracoastal access, a community pool, tennis, pickleball, a fitness center and clubhouse. From time on the water to relaxing evenings by your own pool, this home brings together beautifully updated spaces and an active coastal lifestyle. No CDD.

102 Windward Drive, Osprey

1716 Casey Key Road, Nokomis
$12,650,000
4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Spanning nearly an acre from the Gulf of Mexico to Blackburn Bay, this one-of-a-kind Casey Key residence pairs 140 feet of private Gulf frontage with 130 feet of protected bayfront, offering private beach access, boating and sweeping water views from sunrise to sunset. Designed by Jerry Sparkman, AIA, NCARB, of Sweet Sparkman Architecture and completed in 2021, the residence blends architecture and nature, land and water, and linear and curved forms. Its elevated "split-level hugger" design combines a split-level floor plan with a modified courtyard concept, creating intimate gathering spaces and a seamless indoor-outdoor connection. Flowing rooflines, curved walls and broad overhangs form a sculptural silhouette, while warm wood ceilings and walls of glass fill the interiors with natural light and frame the Gulf, Blackburn Bay and tropical landscape in nearly every direction. The light-filled interior is centered around an open great room, dining room and kitchen, where soaring wood ceilings, oversized windows and expansive glass doors open to an elevated waterfront terrace. A separate lounge with a bar offers an inviting space for entertaining, while a waterfront fitness space opens directly to the lawn and bay. Upstairs, the primary suite is wrapped in floor-to-ceiling glass and features a private terrace with uninterrupted Blackburn Bay views. Its spa-inspired bath includes a floating dual vanity, freestanding soaking tub, glass-enclosed shower and corner windows overlooking the water. Three additional bedrooms accommodate family and guests, while the loft provides flexible living space. An elevator connects the home's levels for added convenience. Designed for coastal living, the residence unfolds around a private oasis with a resort-style pool, expansive terraces and shaded lounge areas. Curved stairways and elevated walkways wrap through the architecture, offering changing perspectives of the pool, lawn, bay and Gulf. Covered entertaining spaces provide comfortable places to gather out of the sun, while the open lawn extends toward the bayfront and private dock. From morning on the water to sunset over the Gulf, the property offers a seamless waterfront lifestyle. The residence has also earned NGBS Emerald certification, the highest tier under the National Green Building Standard, along with a RESNET HERS Index rating of -28, a score below zero means the home produces more energy than it consumes, powered in part by on-site solar. It's a rare combination of coastal luxury and true net-positive energy performance. The Gulf-to-Bay setting is essential to the experience. The private dock and boat lift provide direct access to Blackburn Bay, the Intracoastal Waterway and the Gulf. On the west, sunset views are just steps from the beach. A refined palette of stucco, glass, wood and concrete balances architectural sophistication with coastal durability. Native beach grasses, sea grapes and palms soften the transition between the home and its island landscape. Elevated to meet FEMA floodplain requirements and coastal-resiliency standards, the residence responds thoughtfully to its barrier-island setting. Located on Casey Key, it offers exceptional seclusion without sacrificing convenience. The property is positioned between Sarasota and Venice, near historic downtown Venice, Nokomis Beach and waterfront dining, with convenient access to Sarasota International Airport and downtown Sarasota.

1716 Casey Key Road, Nokomis

2116 Casey Key Road, Nokomis
$6,850,000
4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Virtually Staged. Imagine the possibilities of Gulf-to-Bay living on Casey Key, where deeded private beach access, deep-water boating and a resort-style bayfront setting create the foundation for an extraordinary coastal retreat. Set on more than half an acre with frontage on Blackburn Bay, 2116 Casey Key Road offers more than 5,500 square feet and an exceptional opportunity to enjoy a substantial island residence around one of Sarasota County’s most coveted waterfront lifestyles. The exterior has been thoughtfully enhanced for enjoying life on the water. Along the bayfront, a multi-level tropical setting unfolds through expansive pavered terraces, covered lounge areas and a gazebo-style dining pavilion with a fully equipped summer kitchen and built-in grilling station. At the center is a heated swimming pool and spa finished in PebbleTec, creating a private resort environment framed by mature tropical surroundings and the waters of Blackburn Bay. A screened second-level bayfront terrace provides another inviting place to relax. For boaters, the property is equally compelling. The extended dock, updated in 2018, includes a lift and provides deep-water access, accommodating both powerboats and sailboats. Deeded private beach access places the Gulf’s turquoise waters and spectacular sunsets just steps from home—creating the increasingly rare opportunity to enjoy both boating and the beach from a single property. Inside is where the next chapter begins. Soaring cathedral ceilings, generous room proportions and walls of oversized impact windows and sliders establish an impressive framework, filling the residence with natural light while capturing sweeping views across Blackburn Bay. The home’s substantial footprint and flexible two-level configuration offer tremendous potential for a thoughtful renovation tailored to today’s coastal lifestyle. Select virtually staged images illustrate just one vision for how the existing spaces could be transformed with a more contemporary aesthetic. The first level provides exceptional flexibility for family and guests, with a family room, game room, two guest bedroom suites, an office with built-ins that can also function as a fourth bedroom, and a convenient kitchenette. This arrangement lends itself beautifully to extended family, visiting guests or the creation of private living quarters within the home. Upstairs, the main living spaces take full advantage of the elevated bayfront setting. The living and dining rooms are joined by a kitchen with granite countertops, center island, informal dining area and stainless steel appliances, along with a wet bar and wine cooler. The primary suite is also located on this level, allowing the principal living spaces to share the home’s expansive water views. A three-stop elevator and interior staircase connect the levels. Considerable improvements include a 2022 metal roof, multiple A/C replacements from 2017–2024, replacement of non-impact windows with Andersen impact windows, updated dock and lift pilings, new ductwork, electrical upgrades and re-piping. Located on the quieter southern end of Casey Key, the property feels wonderfully removed while remaining convenient to Nokomis, Venice and Sarasota. Nearby destinations include Nokomis Beach, the restaurants and boutiques of Venice Island, area marinas and the Legacy Trail, while Downtown Sarasota’s dining, performing arts, cultural attractions and waterfront are within comfortable reach.

2116 Casey Key Road, Nokomis

120 Villa Drive Unit 120, Osprey
$465,000
2 Beds ⋅ 2 Baths ⋅ Sorrento Villas SubDv. ⋅ 34229 Zip Code
FULLY FURNISHED WATERFRONT VILLA • PRIVATE DOCK WITH 10,000-LB BOAT LIFT • NO FIXED BRIDGES • DIRECT ACCESS TO THE INTRACOASTAL WATERWAY & GULF OF AMERICA! BRING YOUR BOAT AND START LIVING THE FLORIDA WATERFRONT LIFESTYLE! Welcome to this fully furnished, 2-bedroom, 2-bath waterfront villa in Sorrento Villas, offering an exceptional boating opportunity with NO FIXED BRIDGES between your private dock and the Intracoastal Waterway! Featuring a private dock, 10,000-lb boat lift and unobstructed bridge clearance to the ICW, this property is especially appealing to boating enthusiasts seeking convenient access for larger vessels. Cruise the Intracoastal Waterway, head into the Gulf of America, explore Siesta Key and Midnight Pass, or spend the afternoon discovering waterfront restaurants and nearby coastal destinations. With your boat just steps from your back door, the Florida boating lifestyle is yours to enjoy! Inside, discover 1,404 square feet of inviting living space, offered FULLY FURNISHED for a convenient, turnkey transition to waterfront living. The open floor plan features tile flooring, a spacious living area and an updated kitchen with wood cabinetry, granite countertops, stainless steel appliances, a large island and an extended breakfast bar. A natural stone accent wall adds character, while expansive windows and glass doors fill the living areas with natural light and showcase the waterfront setting. Outdoor living is where this property truly shines! Step onto your screened lanai and enjoy peaceful canal views, tropical landscaping and the coastal breeze. Just beyond the lanai, a limestone walkway leads to your waterfront patio and private dock, creating an inviting setting for morning coffee, afternoon relaxation or evening conversations overlooking the water. Boating enthusiasts will appreciate the updated dock, 10,000-lb boat lift, dedicated fish-cleaning station and updated water and electrical connections. The dock approach has also been raised with additional cement. Numerous improvements include a new electrical panel and breakers, new lanai screening, rain gutters, updated landscaping, a new garage door motor, track and keypad, luxury vinyl plank flooring in the primary bedroom and an updated kitchen faucet. Additional features include hurricane shutters, a tile roof installed in 2009, an A/C system installed in 2015 and an attached garage. Ideally located in Osprey between Sarasota and Venice, this waterfront retreat offers convenient access to Siesta Key, Nokomis Beach, Oscar Scherer State Park, shopping, dining and outdoor recreation. FULLY FURNISHED AND READY FOR YOUR NEXT CHAPTER! With no fixed bridges to the Intracoastal Waterway, direct boating access to the Gulf of America, a private dock and a 10,000-lb boat lift, this property offers the freedom to explore Southwest Florida's waterways right from your backyard. YOUR BOAT. YOUR DOCK. YOUR GATEWAY TO THE GULF!

120 Villa Drive Unit 120, Osprey

2104 Tocobaga Lane, Nokomis
$494,000
3 Beds ⋅ 2 Baths ⋅ Calusa Lakes SubDv. ⋅ 34275 Zip Code
Pack your bags and start living the Florida lifestyle! This beautifully UPDATED and TURNKEY FURNISHED 3-bedroom, 2-bath home in the exclusive gated community of Calusa Lakes is ready for you to simply move in and enjoy. Nestled in the sought-after Woodland Trails neighborhood, Calusa Lakes boasts 460 acres of lush landscaping and 28 picturesque lakes. This light and inviting home features an open-concept living area, versatile den currently used as a dining room, dedicated laundry room, and spacious screened lanai designed for effortless indoor-outdoor living. Disappearing sliders from the living area, breakfast nook and primary suite open to the lanai, creating the perfect setting for morning coffee or relaxed Florida evenings. Recent updates include a 2017 tile roof, fresh interior paint, updated tile flooring, new baseboards, modern lighting, new kitchen sink and faucet, and updated exterior lighting. A side-entry garage, extended driveway, lawn maintenance included, and location just steps from the community pool add to the easy-living appeal. Calusa Lakes offers a guard house, tennis and pickleball courts, an 18-hole regulation-length semiprivate golf course, countless activities, and the Calusa Clubhouse restaurant available to all residents. Optional Golf Club membership is available. Ideally located near Nokomis Beach, Oscar Scherer State Park, Legacy Trail, shopping, dining, and Sarasota Memorial Hospital, this is Florida living made easy—beautifully furnished, thoughtfully updated, and ready when you are!

2104 Tocobaga Lane, Nokomis

112 Nippino Trail W, Nokomis
$620,000
4 Beds ⋅ 2 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
Built in 1927 and beautifully restored nearly a century later, the Hauser House is a rare Old Florida beach bungalow just moments from Roberts Bay. Originally built for Anna and Henry Hauser, founders of the Venice Lumber Company, the home is now affectionately known as the Heron House. The restoration was thoughtfully completed to respect the soul of the home, preserving its vintage character and architectural details while giving the home a current, timeless feel. The story of this home is written in the details that remain. Step through the light-filled front sunroom with imported Spanish Saltillo-inspired tile floors and a custom built-in window seat, a perfect spot for morning coffee or to enjoy your favorite book. From there, original heart pine floors, painstakingly refinished, lead you into the main living spaces. Beautiful woodwork throughout, including paneling, shiplap, crown mouldings and wainscoting, was thoughtfully added to complement the craftsmanship of a different era. Walnut switch plates, custom Roman shades and carefully selected lighting add another layer of character, while the original brick wood-burning fireplace has remained at the heart of the home for nearly 100 years. Nowhere is the balance between old and new more evident than in the kitchen. Beautifully updated, yet completely at home within a 1920s bungalow, it pairs all-new custom cabinetry and quartz countertops with hand-painted Delft backsplash tile, unlacquered brass hardware, a farmhouse sink and vintage-style appliances. The two fully renovated bathrooms continue that story with distinctive tile selections that bring color, artistry and personality to spaces that feel collected over time rather than simply remodeled. With 4 bedrooms, 2 baths and 1,964 square feet, the floor plan offers flexibility rarely found in a home of this era. A first-floor bedroom with an ensuite bath offers the option of a main-level primary suite, while upstairs, three bedrooms include a spacious alternative for a more private primary retreat. Whether you prefer your primary bedroom upstairs or down, the layout easily adapts, providing plenty of space for family, overnight guests or a home office. And then there is life outside. A covered porch opens to a lush garden setting, where mature tropical landscaping surrounds intimate spaces for gathering, with plenty of room to grow your own vegetables or indulge a love of gardening. In the evening, the glow of string lights transforms the garden into a charming little oasis, perfect for dinner with friends, a glass of wine or simply enjoying a Florida evening. All of this is just steps from Roberts Bay and minutes from the historic charm of Venice Island, with its quaint shops, fabulous restaurants and beautiful Gulf beaches. It is easy to understand why a home was built here almost 100 years ago, and why it has continued to be loved ever since. From its beginnings as the Hauser House to its new chapter as the Heron House, this is more than a beautifully restored vintage Florida bungalow. It is a piece of early Nokomis history, carefully preserved, deeply loved and ready for its next steward to become part of its story. Come experience the Heron House for yourself and discover what makes this home so special.

112 Nippino Trail W, Nokomis

1101 Kings Way Drive, Nokomis
$925,000
4 Beds ⋅ 4 Baths ⋅ Laurel Landings Estates SubDv. ⋅ 34275 Zip Code
Welcome to your ultimate Florida oasis with access to the Intracoastal Waterway! This exquisite 4-bedroom, 3.5-bath home was thoughtfully renovated in 2022 with a focus on comfort, style, and modern living. A metal roof installed in 2024 provides added peace of mind. Inside, enjoy the contemporary elegance of luxury vinyl flooring, modern tile accents, and high-end ceiling fans throughout. The beautifully appointed kitchen features soft-close cabinetry, a custom quartzite countertop and island, and a custom walk-in pantry, creating a stylish and functional space for everyday living and entertaining. The kitchen also features quality appliances, including a washer and dryer, while two water heaters and two AC units provide year-round comfort. The spacious primary suite offers a private retreat with an ensuite bathroom featuring dual vanities, a walk-in shower, and an oversized soaking tub. The home's exceptional indoor-outdoor design makes Florida living effortless, with sliding glass doors from the living room, kitchen, family room, primary bedroom, and fourth bedroom opening directly to the screened pool area. Pool equipment was upgraded in 2024, screened lanai repainted in 2025, with screws replaced and upgraded to specialty fine-mesh screening designed to keep out even tiny insects, while lush landscaping and a custom fire pit create the perfect setting for relaxing evenings overlooking the water. The three-car garage offers epoxy flooring and custom storage solutions, along with a refrigerator and standalone freezer, included in the sale as-is. Ideally located near schools, shopping, Sarasota Memorial Hospital, and just 3.3 miles from Nokomis Beach, this home offers the perfect blend of convenience and coastal living. Residents also enjoy gated private community boat storage and dock access to the Intracoastal Waterway, along with a gated community RV and boat storage lot for vacation and work vehicles. Beautifully renovated, thoughtfully designed, and ideally situated to enjoy everything the Florida lifestyle has to offer, this exceptional Nokomis home is ready to welcome its next owner.

1101 Kings Way Drive, Nokomis

206 Brigantine Way Unit 206, Nokomis
$235,000
2 Beds ⋅ 2 Baths ⋅ Fairwinds Village SubDv. ⋅ 34275 Zip Code
Welcome Home to your beautifully updated 2 bedroom villa in the highly coveted Fairwinds Village. With a waterfront Clubhouse within an active and welcoming 55+ community boasting with first class amenities. Imagine... living in a maintenance free, pet friendly home close to Nokomis and Venice Beaches, restaurants, shopping, entertainment and so much more. This villa is located within a quiet cul de sac just steps from the Clubhouse, a waterfront park and all the amenities Fairwinds have to offer. Check out the new kitchen boasting new stainless steel appliances, white shaker style cabinets, quartz counters, and pantry. New light plank style luxury vinyl flooring and newly painted walls throughout the home creates a continuous open and coastal feel including a bright and airy 4-season glass room for entertaining or simply relaxing. A spacious Owners Suite with “3” closets and a nicely appointed spa inspired bath with large quartz topped vanity and a marble inspired tile surrounding the tub-shower combination. The guest room is peaceful and welcoming to your guests with a bright and comfortable bath nearby hosting a glass enclosed shower with marble inspired tile. The private laundry just steps outside the kitchen makes handling this task with ease. Covered parking with a separate entry into the kitchen brings ease to shopping days. FairWinds Village is a community situated directly on a canal that leads to Lyons Bay and the Intercoastal. A first class Active Community Clubhouse includes a full service kitchen for community events, private rentals and is next to the shuffleboard and bocce ball courts. Best of all, you are near the local marina that offers boat rentals and waterfront dining. The docks can be sub-leased or may be available from the Association directly on a first come - first served basis. The community also offers kayak/canoe racks and a launching area, next to the waterfront park and picnic areas. There is plenty of guest parking and many organized activities and community events. Don’t let this opportunity pass you by. This community is highly sought after and rarely available. Today is the day…

206 Brigantine Way Unit 206, Nokomis

142 2nd Avenue, Nokomis
$429,000
3 Beds ⋅ 2 Baths ⋅ Springhill Park SubDv. ⋅ 34275 Zip Code
Florida cottage charm meets real room to breathe in this 3 bedroom, 2 bath pool home in Nokomis, Florida, with NO HOA, an oversized fully fenced lot and a detached 472 square foot workshop, all about 3 miles from Nokomis Beach and conveniently located between Sarasota and Venice. This is the kind of place where the workshop is waiting when inspiration hits, afternoons slip away by the pool and every day feels like a little getaway. Inside, a split floor plan gives the primary suite privacy from the second and third bedrooms while keeping the home easy and connected. Kitchen work completed in 2023 added tile flooring, a backsplash, custom butcher block countertops and a dry bar, bringing warmth and character that suits the cottage feel. The primary bedroom features luxury vinyl plank flooring, trim molding, a smart fan/light and a walk-in closet. The ensuite bath includes tile flooring, a tiled shower and wall surround, vanity, fixtures and hardware. The second and third bedrooms and guest bath have also received improvements, and the bonus room is ready for whatever you need most: a home office, guest space, reading room, craft room or something entirely your own. Then there is the workshop, and it is much more than extra storage. The detached concrete workshop has power, a roll-up door and a separate door to the fenced backyard, giving you real space for hobbies, tools, equipment and projects. For anyone who has ever wished for room to actually do the things they enjoy, this may become their favorite feature of the whole property. Step into the backyard and you may not want to leave. The large private pool was resurfaced in 2022 and retiled in 2025, with plenty of surrounding space for lounging, entertaining or simply enjoying a quiet Florida afternoon. A 6 foot privacy fence, re-stained in 2025, frames tropical landscaping and fruit trees, including a lime tree now producing fresh limes. The outdoor shower is perfect after a swim or a day at the beach, and a repaired well pump supplies a dedicated hose near the pool with well water for landscaping and plants. Behind the charm is the kind of substance Florida buyers, and their insurance agents, ask about first. The home sits in Flood Zone X and has a 24 gauge metal roof with hurricane straps installed in 2022. Most windows are impact rated, and impact windows for the remaining three are already on site. The 5 ton HVAC system with UV light and replacement ductwork dates to 2020. Septic components, including the tank, leach field and lift station, were replaced in 2019, and the system was most recently serviced in July 2026. A 50 amp whole house generator outlet was added in 2024. From here, the beach is never far. Nokomis Beach and the Legacy Trail are each approximately 3 miles away, Oscar Scherer State Park is about 5 miles away and Downtown Venice is approximately 5.6 miles from home. Siesta Key, Sarasota and the rest of Sarasota County’s Gulf Coast beaches are within easy reach, along with golf, boating, dining and shopping. This is a home that lets you bring your own style. Fill the workshop with the projects you have been waiting to start, shape the bonus room into the space you actually need, plant more, entertain more, spend more time outside and enjoy the freedom to use your home your way.

142 2nd Avenue, Nokomis

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