Osprey/Nokomis Homes with Balcony Exterior Features

Osprey/Nokomis Homes with Balcony Exterior Features

Welcome to the charming coastal communities of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. These picturesque towns offer a unique blend of natural beauty, rich history, and a vibrant lifestyle that attracts residents and visitors alike. Osprey, known for its stunning waterfront views and lush landscapes, is a haven for outdoor enthusiasts, while Nokomis boasts serene beaches and a quaint, small-town atmosphere.

As you explore the real estate options in this delightful region, you’ll find an array of homes that perfectly complement the stunning surroundings. Many properties feature exquisite balcony exterior features, providing residents with the perfect vantage point to soak in the breathtaking sunsets and tranquil sounds of nature. Imagine sipping your morning coffee or unwinding with a glass of wine in the evening while enjoying panoramic views of the Gulf of Mexico or the lush greenery that surrounds you.

Both Osprey and Nokomis are conveniently located near the vibrant cultural scene of Sarasota, known for its art galleries, theaters, and fine dining. The nearby beaches, such as Nokomis Beach and Casey Key, offer endless opportunities for relaxation and recreation, from sunbathing to kayaking. With a friendly community atmosphere and a variety of local shops and eateries, you’ll find everything you need just a stone’s throw away.

Whether you’re seeking a primary residence or a vacation getaway, homes in Osprey and Nokomis with beautiful balconies invite you to experience the ultimate Florida lifestyle. Embrace the charm of coastal living and make your dream home a reality in this enchanting part of Sarasota County!

Newest Osprey/Nokomis Homes with Balcony Exterior Features

403 Longbow Trail, Osprey
$1,100,000
4 Beds ⋅ 3 Baths ⋅ Pine Ranch SubDv. ⋅ 34229 Zip Code
RARELY DOES A PROPERTY OFFER THIS MUCH FLEXIBILITY IN SUCH A PRIME OSPREY LOCATION. Set on TWO PRIVATE ACRES in Pine Ranch, 403 Longbow Trail is more than a 4-bedroom, 3-bath home—it offers space to create a lifestyle most residential properties simply cannot accommodate. BRING THE CAR COLLECTION, RV, BOAT, MOTORCYCLES OR HORSES. The acreage offers the opportunity to explore a future RV or boat garage, collector-car garage, workshop or horse barn, subject to Pine Ranch and Sarasota County approvals. Pine Ranch restrictions permit horses and ponies at up to one per acre, allowing the possibility of up to two on this two-acre parcel, subject to applicable requirements. The approximately 2,770-square-foot residence features a bright, open interior and substantial updates. The remodeled kitchen offers extensive white cabinetry, sleek countertops, farmhouse sink, stainless-steel appliances, gold-tone hardware and exceptional storage and workspace. Large windows and glass doors bring in natural light and connect the interior to the surrounding greenery. The flexible floor plan offers numerous possibilities. Upstairs, the primary retreat includes an en-suite bath, walk-in closet and private balcony overlooking the pool and grounds. On the first floor, adjoining rooms have been opened to create a larger bedroom area with access to a full bath and the pool area—offering excellent potential for a generous first-floor primary-style suite. Additional bedroom, bath and family-room space near the garage creates excellent potential for an in-law or guest suite, office or multigenerational living. Car enthusiasts will appreciate the substantial THREE-CAR GARAGE, while the acreage offers even greater possibilities for vehicle, RV, boat or recreational storage. A covered roof connection between the residence and garage area adds convenience, and the circular driveway provides generous access and parking. Outside, mature tropical landscaping surrounds the in-ground pool and patio. Beyond the pool, expansive lawn, established trees and a peaceful pond with a waterside deck create a private setting for relaxing, gardening, pets or simply enjoying nature. The location is exceptional. Pine View School is approximately 0.6 mile away, with convenient access to THE LEGACY TRAIL via the nearby Osprey Junction Trailhead, Oscar Scherer State Park and Blackburn Point Park, where a public boat ramp provides access to Little Sarasota Bay and the Intracoastal Waterway. Nokomis Beach, Siesta Key, marinas, restaurants, shopping, US-41 and I-75 are all within easy reach. Whether your vision includes a collector-car garage, RV or boat storage, workshop, horses, multigenerational living or simply room to breathe, 403 Longbow Trail offers something increasingly difficult to find along Florida's Gulf Coast: SPACE. PRIVACY. FLEXIBILITY. LOCATION. AND THE OPPORTUNITY TO MAKE THE PROPERTY YOUR OWN. Certain listing photographs include virtually renovated or conceptual representations intended solely to illustrate possible future improvements. Those improvements are not existing features. Buyers should independently verify proposed uses, construction, permitting, zoning and association requirements.

403 Longbow Trail, Osprey
455 Oak Point Road, Osprey
$600,000
4 Beds ⋅ 3 Baths ⋅ Blackburn Point Woods SubDv. ⋅ 34229 Zip Code
It’s always about the experience of living near Casey Key and the Intracoastal Waterway from this two-story town home in the maintenance free community of Blackburn Point Woods. Nearby marina, waterfront park with boat ramp and walking trail for those seeking a lifestyle that celebrates the water, the wildlife, and the open spaces of Florida, nothing compares. Charming entry to home leads to the inviting Great Room with soaring ceilings and a wood burning fireplace. First level with private two-car garage and paver drive, French doors leading to a lanai and private pool area, and a secondary patio with above ground hot tub. With two bedrooms on the first level, one a generously sized Primary with en-suite bathroom, and two on the second, there is abundant space for everyone. Upper-level area for den + a space for home fitness and an oversized closet. Chefs kitchen with solid wood cabinetry; topped in granite there is kitchen dining as well as adjacent spacious formal dining. Thoughtful dry bar area for entertaining. Each floor/area of the residence has balconies for seamless indoor/outdoor living, second level 8x18 balcony has had wood replaced in 2026. Luxury Vinyl flooring throughout the living areas provides warmth and sophistication. Nearby Publix, CVS, ice cream and coffee shops and numerous restaurants. This location is walking distance to the Bayfront Park, tiki bar, 2 waterfront restaurants, a short scenic drive down Casey Key takes you to Nokomis Beach. The community amenities offer: two heated pools, pickleball and tennis, a clubhouse and gym. This extraordinary home is the ideal frame for exceptional, easy living. Home is being offered turnkey furnished excluding personal effects, some homeowner's decor, and staging decor.

455 Oak Point Road, Osprey
409 N Point Road Unit 601, Osprey
$1,175,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Experience luxury living in this spacious, light-filled corner residence offering nearly 2,600 square feet of elegant living space. Featuring three bedrooms, a den/office, and three full baths, this exceptional condo also includes access to two elevator banks, two assigned second-level parking spaces, and a climate-controlled storage unit. Located behind the secure gates of The Oaks Preserve, this unit has a thoughtfully designed open floor plan showcasing beautiful flooring throughout, crown molding, two wine reserve refrigerators, and a smart Nest thermostat. The updated kitchen features granite countertops and premium stainless-steel appliances, including Bosch and GE Monogram. The spacious master suite offers private balcony access, a walk-in closet, and an updated spa-inspired bath with dual vanities, a custom-tiled shower, and a soaking tub. When you step out onto the screened balcony, equipped with Kevlar hurricane shutters, you will be taken with the expansive views over the Preserve and out to the Bay. And, as another perfect Florida day ends, this is the perfect place to take in breathtaking sunsets, as the sky is drenched with gorgeous color. Residents of the Meridian enjoy exclusive amenities, including a heated pool and spa, workout room and outdoor grilling area. Additionally, with mandatory club membership, you can take advantage of all that The Oaks offers: two championship 18-hole golf courses, an award-winning racquets program with 12 Har-Tru courts, pickleball courts, a junior Olympic community pool, state-of-the-art WellFit center and casual-to- refined dining options. There is currently no waiting list for either Golf or Sports/Social membership.

409 N Point Road Unit 601, Osprey
516 Tamiami Trail S Unit 201, Nokomis
$759,000
2 Beds ⋅ 3 Baths ⋅ The Harbor Villas At Dona Bay SubDv. ⋅ 34275 Zip Code
LUXURY WATERFRONT RESIDENCE | FULLY REIMAGINED | PRIVATE END-POSITION BOAT SLIP | EXCEPTIONAL SUNSET VIEWS Welcome to Harbor Villas at Dona Bay, where exclusive coastal living meets exceptional waterfront amenities and the confidence of a proactively maintained condominium community. Tucked away in a quiet, private corner of the building, this beautifully remodeled, west-facing residence offers more than 1,800 square feet of refined living space, spectacular sunset views, two bedrooms, two-and-a-half baths, and a highly desirable deeded end-position boat slip. Step inside to discover a bright, open contemporary interior, where expansive windows and sliding glass doors fill the residence with natural light while framing beautiful views of Dona Bay. Thoughtfully redesigned throughout, the home features large-format concrete-look tile flooring, fresh designer paint, custom lighting, new ceiling fans, upgraded interior doors, baseboards, and trim. The stunning new kitchen showcases an all-new appliance suite and sophisticated finishes, ideal for both everyday living and entertaining. Impact-resistant windows and doors provide added protection, energy efficiency, and comfort. The spacious primary suite offers breathtaking water views and a luxurious spa-inspired bath featuring a wet room, soaking tub, new vanity, and elegant finishes. Guests enjoy a beautifully appointed second bedroom with its own remodeled en-suite bath, while a striking powder room adds a designer touch. An expansive covered balcony with desirable western exposure provides the perfect setting to relax and enjoy magnificent Florida sunsets over the bay. A BOATER'S ADVANTAGE: Included with the residence is a highly desirable deeded end-position boat slip, offering an exceptional waterfront amenity with convenient access to the Intracoastal Waterway and Gulf of Mexico, with no fixed bridges. The owner has already funded and submitted an application for a proposed slip extension designed to accommodate a boat approximately 28 feet in length, subject to regulatory and association approvals. This planned improvement offers exciting potential for boating enthusiasts seeking additional flexibility. A COMMUNITY INVESTED IN ITS FUTURE: Harbor Villas at Dona Bay has proactively addressed significant preventative maintenance and capital improvements, successfully completing its required Florida Milestone Structural Inspections and Structural Integrity Reserve Study (SIRS). Recent enhancements include freshly painted building exteriors, refreshed tropical landscaping, and newly paved parking areas. Additionally, the community's dock renovation project is fully funded. These improvements reflect the association's commitment to maintaining its waterfront property, infrastructure, and long-term appeal. Residents enjoy a waterfront lifestyle with a community swimming pool, fitness center, covered parking, and beautifully maintained grounds. Conveniently located just minutes from Nokomis Beach, Historic Downtown Venice, waterfront dining, shopping, and recreation, this exceptional residence combines the privacy of a quiet corner location, the beauty of western waterfront views, and the advantages of a well-maintained coastal community. Beautifully renovated. Exceptional boating access. Proactive community investment. Experience waterfront living at Harbor Villas at Dona Bay.

516 Tamiami Trail S Unit 201, Nokomis
250 Hidden Bay Drive Unit 301, Osprey
$695,000
3 Beds ⋅ 3 Baths ⋅ Edgewater At Hidden Bay SubDv. ⋅ 34229 Zip Code
Enjoy sweeping water views and stunning sunsets over Little Sarasota Bay from this spacious third-floor corner residence in the gated waterfront community of Edgewater at Hidden Bay. Built in 2017 and moved into in January 2018, this three-bedroom plus den, 2.5-bath condominium offers nearly 2,200 square feet of living space with easy elevator access and one assigned parking space in the building. The attractive open floor plan features soaring ceilings, impact-rated windows and sliding doors, easy-to-maintain tile plank flooring and abundant natural light throughout. The kitchen includes granite countertops, solid wood cabinetry, stainless steel appliances and custom storage with pullout drawers. The living area offers a built-in dry bar with a wine refrigerator and opens to a large, screened-in terrace with privacy screens and expansive bay views. The primary suite includes dual walk-in closets and a luxurious bath with dual quartz vanities, decorative tile flooring, a makeup vanity and a walk-in shower. Additional features include a private den/office, an in-unit laundry room, two full baths and a powder room, and air conditioner from 2023. Edgewater at Hidden Bay is a gated, resort-style community set on 14 acres along Little Sarasota Bay and the Intracoastal Waterway, directly across from Casey Key. Community amenities include a waterfront clubhouse with a kitchen and quartz bar, a heated pool and spa, a fitness center, a library, a tiki hut with grilling stations, pickleball and tennis courts, a kayak launch, a fishing pier, a dog play area, and an elevated boardwalk through mangroves and palm-lined grounds. Hidden Bay is conveniently in Osprey, just south of Sarasota, near area beaches, shopping and dining and only minutes from Venice.

250 Hidden Bay Drive Unit 301, Osprey
14041 Bellagio Way Unit 315, Osprey
$640,000
3 Beds ⋅ 2 Baths ⋅ The Villas At Bellagio Harbor Village SubDv. ⋅ 34229 Zip Code
There is something extraordinary about living on the water, where passing sailboats, coastal breezes, and the beauty of the marina become part of everyday life. Welcome to Osprey Harbor Village, an intimate waterfront community perfectly positioned between Sarasota and Venice, where timeless elegance meets the relaxed sophistication of Southwest Florida living. From the moment you enter, the welcoming foyer introduces a thoughtfully designed residence that balances comfort, elegance, and effortless entertaining. The spacious kitchen features rich upgraded wood cabinetry, granite countertops, stainless steel appliances, and a generous breakfast bar where family and friends naturally gather. An inviting dining area transitions into the comfortable living room, with access to the expansive terrace that truly sets this home apart. Whether entertaining guests, enjoying a quiet evening, or simply watching the activity along the waterfront, this outdoor living space is destined to become one of your favorite places. The generously sized primary suite offers a peaceful retreat with a spacious walk-in closet and an ensuite bath featuring dual vanities, a soaking tub, separate shower, and private water closet. Two additional bedrooms provide wonderful flexibility for visiting family and friends, a home office, or whatever suits your lifestyle. Beyond the residence, Osprey Harbor Village offers an exceptional waterfront experience. This boutique community of just 54 condominiums showcases distinctive Italian-inspired architecture and was constructed in 2006 to hurricane building standards. Boating enthusiasts will appreciate the marina setting and approximately 7-foot draft channel, providing access to the beautiful waterways that make Florida's Gulf Coast a boating paradise. Whether you enjoy sailing, cruising, fishing, kayaking, or simply admiring the boats from your terrace, life here revolves around the water. The community amenities create an atmosphere that feels more like a private waterfront resort. Enjoy a newly renovated, fully equipped fitness center, sparkling community pool, poolside grilling area, relaxing spa, sauna, steam room, fishing dock, and kayak launch. Spend your afternoons poolside, take a peaceful paddle along the waterways, or gather with friends after a day of exploring the coast. Additional conveniences include two assigned garage parking spaces, onsite management, and a pet-friendly environment welcoming up to two large dogs. And the location? It's one of the best parts. Imagine being able to stroll to waterfront dining at Deep Lagoon Seafood & Oyster House or the beloved Casey Key Fish House, enjoy the casual atmosphere of a nearby tiki bar, or explore the waterfront park just across the street. The beautiful beaches of Casey Key are only a short drive away, while Publix, shopping, restaurants, medical facilities, and the endless attractions of Sarasota and Venice are all conveniently nearby. From boating adventures and beach days to waterfront dining and peaceful evenings at home, the possibilities are endless. What makes Osprey Harbor Village truly special isn't simply the architecture, the amenities, or even the spectacular marina setting. It's the lifestyle that comes with it. Spend more time outdoors, entertain the people you love, and enjoy the beauty of coastal living in a community that feels both exclusive and welcoming. Discover the waterfront lifestyle waiting for you at Osprey Harbor Village today!

14041 Bellagio Way Unit 315, Osprey
603 Laurel Road W, Nokomis
$625,000
3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 34275 Zip Code
Step into a wonderful opportunity to make a home your own. This 3-bedroom + Den, 2-bathroom residence offers 2,114 square feet of living space with the room and flexibility to personalize to your taste. Whether you're looking to move in with a simple refresh, like new flooring and a fresh coat of paint, or to take your time customizing every detail, this home is ready for your personal touch. Set on an expansive 0.4-acre lot, the property offers plenty of space for outdoor living, entertaining, and future possibilities. Imagine the backyard retreat you could create, tailored to the Florida lifestyle you've been dreaming of. Ideally situated in the heart of Nokomis, this home is just minutes south of historic downtown Venice, where you'll find charming boutiques, outstanding restaurants, cultural attractions, and the world-renowned Gulf beaches, with Sarasota an easy drive to the north. Nokomis Beach is right down the street, along with a public boat ramp for those who love life on the water. Outdoor enthusiasts will appreciate the nearby Legacy Trail, perfect for biking, while a plethora of fine shopping and dining options are all close at hand. A new state-of-the-art hospital and convenient access to I-75 add exceptional ease for travel and everyday living. Don't miss this chance to put your own stamp on a home in one of Southwest Florida's most desirable locations. Make it yours, your way. As the saying goes, be sure to tell your family and friends, "I live where you vacation!"

603 Laurel Road W, 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
424 Albee Road W Unit 201, Nokomis
$2,750,000
3 Beds ⋅ 3 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
Virtually Staged. Pre-Construction. To be built. Introducing Hidden Gem Residences, a limited collection of just 12 luxury mid-century modern condominiums in the heart of Nokomis Beach Village, only eight blocks from the powder sugar sand beaches, warm Gulf waters & unforgettable sunsets of Casey Key’s Nokomis Beach. Now accepting reservations, Hidden Gem offers a distinctive opportunity to help shape your future residence through relaxed, one-on-one meetings with the developer & builder at Lewie Bloom’s Casey Key residence. These personal conversations allow buyers to explore customization possibilities & share their vision for a home that reflects their individual style, comfort & preferences. Designed for buyers who value architecture, privacy & an effortless coastal lifestyle, Hidden Gem offers five thoughtfully planned one, two & three-bedroom floor plans. For nearby Casey Key homeowners, a one-bedroom residence also offers an appealing option as a private retreat for visiting family & friends, keeping guests close while giving them a comfortable space of their own. Four distinctive penthouses together occupy the entire second floor, each with a private elevator; select penthouses also feature glass bridges that connect the main living area with the primary suite. Throughout the residences, clean architectural lines, expansive glass & high ceilings create bright, open interiors that embrace the outdoors. Generous private terraces extend the living space. At the heart of the community, lush tropical grounds surround a courtyard swimming pool. A private clubhouse with an entertaining area, kitchen & fitness center completes the resort-inspired setting. Just beyond Hidden Gem, Casey Key, Nokomis Beach & the Venice Inlet invite exploration by bicycle or golf cart. Walk miles of beach, spend an afternoon boating or fishing, watch for dolphins & manatees, then settle in for waterfront dining, live music & a sunset that melts into the Gulf of Mexico. An emerging vision for Park Place along Albee Road West—the route to Casey Key & Nokomis Beach—imagines expanded retail & cafés that would further enrich village life. Hidden Gem is an opportunity to become part of an authentic Gulf Coast village—relaxed in spirit, yet vibrant with local traditions, outdoor adventures & interesting community activities. Here, every day can feel like a vacation, & Nokomis Beach is not just a place, but a state of mind. The design was conceived by Robert M. Gurney, FAIA, an internationally recognized, award-winning architect, celebrated for modernist residences that unite disciplined form, natural materials, abundant light & a deep sensitivity to place. Gurney’s vision is being brought to life by developer Bloom & Daughter Builders, led by Lewie Bloom & Emily Reynaud. Their combined expertise brings more than five decades of construction experience together with licensed general contracting & civil engineering knowledge, guiding the residences with quality, integrity & thoughtful attention to detail.

424 Albee Road W Unit 201, Nokomis
717 Pine Run Dr. Unit 717, Osprey
$159,900
1 Beds ⋅ 1 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code
Ready for your own slice of Florida paradise? This fully furnished, turnkey one-bedroom condo in Osprey’s Pine Run community is ready to welcome you home. Its second-floor setting offers a charming treehouse feel, surrounded by the community’s lush, natural landscape. Well cared for and thoughtfully updated, this condo features BRAND-NEW A/C (SEPTEMBER 2026), A NEW TANKLESS WATER HEATER (2025), AND A NEW HURRICANE-RATED SLIDING GLASS ENTRY DOOR (2022). Soaring ceilings and three sliding glass doors fill the open living and updated kitchen area with natural light, creating a bright, airy atmosphere. The screened balcony is an inviting spot for morning coffee or relaxing at the end of the day. A carport space directly below the condo provides convenient covered parking, along with an oversized storage closet. Whether you’re purchasing your first Florida home, downsizing, or looking for a winter retreat, this condo offers comfortable, easy living and includes a second sleeping area with a pull out sleeper sofa in the livingroom. Shopping and restaurants are within easy walking distance, with the local favorite Casey Key Fish House and Tiki Bar just down the street, along with the Intracoastal Waterway. Nearby Blackburn Point Park and its boat launch offer even more ways to enjoy the outdoors. Pine Runs’ amenities include pickleball and tennis courts, two pools, a community clubhouse, and a fitness area - all nestled within a lush, natural setting. Come take a look and picture yourself enjoying the Florida Lifestyle!

717 Pine Run Dr. Unit 717, Osprey
3718 Sandspur Lane, Nokomis
$5,750,000
4 Beds ⋅ 8 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
At the water’s edge of Sandspur Lane sits one of Casey Key’s best-kept secrets: a stunning estate offering unmatched privacy, tranquility, protected waterfront, and bespoke contemporary coastal architecture. A multi-year renovation completed in 2024 reimagined the property, adding more than 2,000 square feet of interior and exterior living space and transforming an already exceptional waterfront home into a truly distinctive residence. Tucked at the end of this quiet, private lane, the home’s structural features and sheltered location provide proven storm-resilient advantages. Ownership of both sides of the canal protects the mature trees and vegetation along the opposite shoreline, preserving natural privacy. The main level features vaulted ceilings and an open floor plan connecting the modern kitchen with dining, living, and family rooms, while wraparound aquarium glass windows and sliding glass doors flood the space with natural light and offer views of the water and the parcel’s expansive waterfront setting. A floating staircase rises through a circular glass stair tower to the primary suite, featuring a spacious bath, sitting room, and a private balcony with long water views. An adjoining casita with its own private entrance and water views provides luxurious accommodations for family, guests, or in-home staff. Two dedicated offices with built-in cabinetry and granite desks offer long ICW views, creating an inspiring setting for work or personal pursuits. A new elevator connects every level, from the garage to the rooftop deck. Designed for recreation and entertaining, the property features a cabana with bar and outdoor kitchen, a new waterfall spa and remodeled pool with water features, a home gym, firepit, indoor-outdoor Sonos sound system, and multiple balconies, terraces, and decks. After sunset the extensive outdoor lighting, including dock and underwater fish lights, transforms the property. The long driveway and motor court accommodate parking for 12–15 vehicles— a rarity on Casey Key. The 200 feet of protected waterfront includes a newly added 45-foot dock, 20,000-lb. boat lift, and two PWC lifts. And when the Gulf beckons, deeded beach access leads to its warm waters and shoreline. From sunrises over the ICW to Gulf sunsets from the rooftop deck and illuminated evenings poolside, the home embraces its waterfront setting from virtually every angle. This residence offers a package increasingly hard to find: extraordinary privacy, tranquility, and protected waterfront living—all wrapped in a beautifully reimagined contemporary coastal estate on one of Florida’s most exclusive islands.

3718 Sandspur Lane, Nokomis
275 Lookout Point Drive, Osprey
$4,590,000
5 Beds ⋅ 5 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Experience exceptional waterfront living in Southbay Yacht & Racquet Club at this expansive custom John Cannon residence offering more than 5,200 square feet, 5 bedrooms, 5 baths and sweeping panoramic water views from both levels. Set along more than 135 feet of waterfront, the home was thoughtfully designed to embrace its remarkable setting, with soaring ceilings, generous expanses of glass and beautifully proportioned indoor and outdoor living spaces overlooking the bay and Intracoastal Waterway. A completely reimagined front drive and all-new landscaping create a striking first impression and a fresh, refined coastal presence. Beyond the grand double-door entry, the home immediately opens to dramatic water views, drawing the eye through the interior and out toward the horizon. Ceilings rising to approximately 21 feet enhance the sense of scale, while a series of inviting living and entertaining spaces allow the home to feel equally suited for intimate evenings or larger gatherings. The kitchen serves as the heart of the residence, anchored by a substantial granite island and complemented by a gas cooktop with pot filler, while views stretch beyond the pool to the water. A full bar and dedicated wine room enhance the main level, with an additional wet bar upstairs for effortless entertaining throughout the home. Privately positioned on the main level, the primary suite is a serene waterfront retreat with a sitting area, two generous closets and an expansive bath. Additional downstairs bedrooms are thoughtfully located on the opposite side of the residence, creating privacy and separation for family and guests. Upstairs, either an office or a fifth bedroom offers an elevated and inspiring setting for work or quiet retreat, with access to the upper terrace and its sweeping water views. From both floors, the landscape of water and sky becomes part of the experience of the home. Outdoor living is equally memorable. A heated pool and spa, covered and screened entertaining areas, outdoor kitchen, fireplace, expansive terraces and private dock create a seamless connection between the residence and the waterfront. Mornings begin with peaceful views across the water, afternoons unfold poolside, and evenings are defined by the colors of sunset. Southbay Yacht & Racquet Club offers one of the area's most distinctive boating lifestyles. Its community-owned deep-water marina accommodates vessels up to 55 feet, allowing residents to walk or take a golf cart from home to their boat. Community amenities include a renovated clubhouse, geothermal pool, fitness center overlooking the marina, tennis and pickleball courts, bocce, shuffleboard, basketball, kayak storage, a waterfront park, approximately 20 acres of common grounds and miles of walking trails. Perfectly positioned between Sarasota and Venice and convenient to Siesta Key, Nokomis Beach, the Legacy Trail, Pine View School, waterfront dining, shopping and Oscar Scherer State Park, 275 Lookout Point is a compelling blend of scale, setting and lifestyle—a substantial waterfront residence with panoramic views, private outdoor living and direct access to the heart of Southbay’s boating community.

275 Lookout Point Drive, Osprey
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