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216 Sunrise Drive, Nokomis
$1,900,000
3 Beds ⋅ 2 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
Welcome to 216 Sunrise Dr in Nokomis, FL! A one-of-a-kind waterfront estate designed for the discerning luxury buyer and true automotive enthusiast. Perfectly positioned on Roberts Bay with no bridges to the Bay or Gulf, this extraordinary residence combines coastal elegance, cutting-edge upgrades, and unmatched garage capacity in a private tropical setting. Built for both beauty and resilience, the home features over $80,000 in CAT5-rated PGT hurricane-impact windows and doors, new HVAC systems raised for protection, all-new PVC re-piping completed in 2024/2025, updated electrical throughout, and a hybrid septic system replaced approximately three years ago. The roof has been professionally re-screwed and resealed, while the entire home has been enhanced with sprayed foam insulation across all attic spaces for superior efficiency. Inside, warm luxury details define the living spaces, including stunning wood accent walls, remodeled bathrooms, custom kitchen features, a spacious primary bath shower, Glor and More blinds, tankless instant hot water system (2025), ventless remote-controlled fireplace, and over 11 closets plus a walk-up loft attic with generous walkable space for exceptional storage, hobbies or future customization. Historic character meets modern refinement with a bundle of aged red oak flooring included. Outside, the grounds rival a private resort with over $200,000 invested in pavers, extensive lighting, and professionally designed landscaping featuring approximately $70,000 in nighttime illumination. Additional exterior highlights include a new fence, Mexican black river rock accents, irrigation systems utilizing both well and county water, underground gutter systems, a fountain, fire pit with updated tanks and hoses, outdoor utility sink, grill area, and sandy-bottom waterfront access. For boating enthusiasts, the property offers one of the area’s largest mooring dock setups, a 10,000-lb boat lift, two brand-new multi-level jet ski lifts, remote-controlled lifts, underwater survey completed, dock lighting, and regularly maintained mangroves. Enjoy direct boating access with no bridges to the Bay or Gulf. The ultimate car lover’s paradise, this estate features up to 6-car garage capacity with taller 4-car garage bays, exotic-car-compatible wide lifts, side-mount garage doors, silent openers, epoxy flooring, mini-split climate systems, block garage construction, and foam insulation throughout. Every detail was designed with collectors and enthusiasts in mind. Additional features include: New interior and exterior Rain Refresh paint, Brand-new irrigation pump, Hurricane-rated upgrades throughout, Utility well servicing property irrigation, Block and Hardie board exterior construction, Raised back door elevation approximately 3.5 feet above sea level, Termite tenting completed approximately 5 years ago, Three septic tanks located on right side yard, Updated shell landscaping and hardscape finishes. Attention to detail was not missed, every upgrade was done with thought and cost was not spared! 216 Sunrise Drive is a rare opportunity to own an extensively upgraded waterfront retreat where luxury living, boating lifestyle, and exotic car storage converge into one exceptional property. Schedule your private showing today!

216 Sunrise Drive, Nokomis

3708 Sandspur Lane, Nokomis
$1,795,000
4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Welcome to your private coastal retreat on the barrier island of Casey Key. Nestled along charming Sandspur Lane, this exceptional home is ideally positioned between the Gulf of Mexico and Little Sarasota Bay, just three homes from private deeded beach access. Offering the perfect blend of island charm and resort-style living, this property captures the essence of Florida’s coveted salt life lifestyle. The beautifully remodeled kitchen flows seamlessly into the spacious family and dining areas, creating an inviting space for entertaining and everyday living. The main residence features two generously sized bedrooms along with two versatile bonus rooms ideal for a home office, fitness studio, game room or additional guest accommodations. An attached one-bedroom in-law guest suite provides privacy and flexibility for extended family or visiting guests, making this home perfectly suited for multigenerational living or hosting. Outside, the lush tropical backyard feels like a private botanical oasis centered around a stunning 2017-built swimming pool, expansive decks and multiple outdoor living and dining spaces designed for relaxation and entertaining. Moments away, the community dock offers easy access to Little Sarasota Bay for kayaking and paddleboarding, and the beach access is perfect for enjoying breathtaking sunsets. Within Casey Key’s protected conservation district, this rare island community preserves its timeless character with no high-rise development and exclusively single-family homes. Conveniently located near downtown Venice and just a short drive to Sarasota, you’ll enjoy easy access to dining, shopping, marinas and local waterfront favorites. Experience the best of coastal living in one of Southwest Florida’s treasured island communities.

3708 Sandspur Lane, Nokomis

6100 Jessie Harbor Drive Unit 202, Osprey
$798,000
3 Beds ⋅ 4 Baths ⋅ Blackburn Harbor SubDv. ⋅ 34229 Zip Code
One or more photo(s) has been virtually staged. PRICE IMPROVED OVER $50K!!!! Experience elevated coastal living in this beautifully appointed waterfront residence, ideally located within the sought-after Blackburn Harbor community in Sarasota County. Situated on the second floor (building with elevator), this elegant and spacious 3BR + den / 3BA condominium offers over 3,700 SF of a harmonious blend of style and comfort, complemented by serene water views. The open-concept layout features expansive living and dining spaces bathed in natural light, perfect for both everyday living and effortless entertaining. Sliding glass doors lead to a generous wrap-around lanai, creating a seamless indoor-outdoor setting to relax and enjoy tranquil water views, refreshing coastal breezes and spectacular sunsets. The gourmet kitchen is as functional as it is inviting, showcasing rich wood cabinetry, granite countertops, stainless steel appliances, a center island for culinary enthusiasts, and a cozy dinette. A convenient breakfast bar opens to the main living area, ideal for casual dining and social gatherings. The primary suite serves as a peaceful retreat, complete with ample closet space and a well-appointed en-suite bath. Each additional bedroom features its own en-suite bathroom and walk-in closets, offering comfort and privacy for guests or versatility for a home office. Residents of Blackburn Harbor enjoy an array of resort-style amenities, including a heated pool, fitness center, clubhouse, tennis and pickleball courts, kayak storage and launch, and a gazebo with grilling areas. Boating enthusiasts will appreciate the protected deep-water dockage with power and water, and direct access to the Intracoastal Waterway with no bridges. Surrounded by natural beauty, the community provides a front-row seat to Florida’s coastal wildlife, including dolphins and manatees. Just across the street, Oscar Scherer State Park offers scenic trails and outdoor recreation, while nearby waterways invite kayaking adventures to local favorites like Casey Key. Perfectly positioned between Venice (10 minutes) and Sarasota (25 minutes), this location offers convenient access to shopping, dining, and cultural attractions, as well as world-renowned Gulf beaches, including Siesta Key Beach just 15 minutes away. Whether you’re seeking a seasonal escape or a year-round residence, this exceptional property captures the essence of Florida waterfront living.

6100 Jessie Harbor Drive Unit 202, Osprey

2542 Casey Key Road, Nokomis
$11,950,000
5 Beds ⋅ 6 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Pre-Construction. To be built. An extraordinary opportunity on Casey Key, set across 1.37 private acres with an exceptional 300 feet of deep-water bay frontage, one of the most expansive and coveted waterfront parcels on the island. Thoughtfully designed as a modern coastal estate, this residence will offer over 5,400 square feet under air, featuring 5 bedrooms, 5 full baths, 1 half bath, a private elevator, and a 5 car garage, all crafted to capture sweeping panoramic water views from nearly every room. Floor-to-ceiling glass, soaring ceilings, and seamless indoor-outdoor transitions define the home’s architectural vision, blending refined design with the natural beauty of its surroundings. The open-concept layout is designed for both elevated daily living and effortless entertaining, with expansive living spaces that flow onto multiple waterfront terraces. Outdoor living is equally impressive, anchored by a resort-style pool and spa, outdoor kitchen, and generous lounge areas overlooking Sarasota Bay. The property’s significant water frontage allows for an extended private dock with excellent depth, ideal for accommodating larger vessels and delivering direct access to the Intracoastal Waterway and Gulf. Adding to its rarity, the estate includes deeded beach access directly across the street, offering private entry to the pristine Gulf shoreline, an increasingly scarce feature even among Casey Key’s most exclusive homes. Positioned on one of Florida’s most private barrier islands, home to fewer than 400 residences and free of high-rises or traffic lights, this offering delivers a unique blend of seclusion and accessibility. Located just minutes from the dining, shopping and cultural amenities of Sarasota and the charm of Venice, the property embodies the ultimate coastal lifestyle. This is a rare opportunity to secure a generational waterfront estate with the potential to customize finishes and create a truly bespoke residence in one of Florida’s most coveted coastal enclaves.

2542 Casey Key Road, Nokomis

14021 Bellagio Way Unit 404, Osprey
$999,900
3 Beds ⋅ 3 Baths ⋅ The Villas At Bellagio Harbor Village SubDv. ⋅ 34229 Zip Code
This beautifully remodeled waterfront condominium in Osprey offers a blend of luxury, comfort and coastal living, set directly on Little Sarasota Bay with sweeping tranquil bay views from the fourth floor. Arrive in effortless luxury with an elevator that opens directly into this beautifully appointed condo, creating an exceptional sense of privacy and exclusivity. The residence features three spacious bedrooms and three baths all thoughtfully redesigned with high-end finishes. The modern kitchen has been completely renovated and outfitted with new appliances, Hickory cabinetry and elegant Cambria countertops ideal for everyday living and entertaining. Natural light fills the open living spaces, enhanced by hurricane-rated windows and doors throughout for peace of mind. Go onto the north-facing balcony, equipped with automatic hurricane screens and enjoy serene water views year round. A charming Juliet balcony off the guest bedroom adds an extra touch of architectural character and fresh air access. This unit includes two underground parking spaces, conveniently right outside the elevator for effortless access. Residents enjoy an array of resort-style amenities including a fully equipped fitness center, heated pool, hot tub, sauna and beautifully maintained outdoor spaces. Gather with friends at the outdoor cooking areas, relax by the fire pit, or take advantage of the kayak launch and sunset dock for unforgettable evenings on the water. A welcoming clubhouse provides additional space for socializing and events. Ideally between Sarasota and Venice, this property offers quick and easy access to pristine beaches, scenic parks, the Legacy Trail, top tier medical facilities, a wide selection of fine dining and shopping. This is a rare opportunity to own a move-in ready waterfront condominium that captures the essence of Florida Gulf Coast living. Schedule your private showing today!

14021 Bellagio Way Unit 404, Osprey

101 Louella Lane Unit 10, Nokomis
$365,000
2 Beds ⋅ 2 Baths ⋅ Lyons Cove SubDv. ⋅ 34275 Zip Code
ONE-MONTH MINIMUM RENTALS! WATERFRONT ON LYONS BAY! JUST BLOCKS FROM NOKOMIS BEACH! Enjoy the best of coastal living AND excellent rental flexibility at Lyons Cove. This beautifully updated two bedroom, two bath second floor condominium is ideally located West of the Trail, directly on peaceful Lyons Bay, just a few blocks from Nokomis Beach and only two blocks from Pop’s Sunset Grill. Light filled and inviting, the residence features IMPACT WINDOWS THROUGHOUT and impact sliding glass doors installed in 2025. The updated kitchen offers lower-cabinet pullout drawers, a pantry, ample storage, and a reverse-osmosis drinking water system. Both bathrooms have been beautifully renovated with stylish tiled showers and updated vanities. Custom shelving throughout adds organization and functionality. The primary suite includes a private ensuite bathroom and water views, while the guest bedroom features built-in bookshelves. Additional HIGHLIGHTS include an HVAC system and electrical panel updated in 2020, a rare private laundry room with extra storage, an assigned parking space, and additional guest parking. Convenient front and rear entrances provide easy access from the parking area to the community’s waterfront amenities, including DOCK for fishing, a KAYAK Launch and the community POOL. Step outside and enjoy the heated pool, dock on Lyons Bay, and kayak launch—perfect for embracing the Florida coastal lifestyle. With a desirable ONE-MONTH MINIMUM RENTAL POLICY, this property offers outstanding flexibility for seasonal use, an investment opportunity, or your own waterfront retreat. Walk or bike to Nokomis Beach, Pop’s Sunset Grill, Pelican Alley, the marina, and other local favorites. Gulf sunsets, boating, kayaking, waterfront dining, and recreation are all just moments from your door. Schedule your private showing today!

101 Louella Lane Unit 10, Nokomis

14041 Bellagio Way Unit 214, 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

808 Suncrest Drive, Nokomis
$288,800
Mobile City SubDv. ⋅ 34275 Zip Code
The Ultimate Nokomis Waterfront Retreat "Rare South-facing waterfront opportunity on Suncrest Drive! Imagine waking up to expansive, sparkling views of Roberts Bay from your own custom-built coastal retreat. This prime pie-shaped homesite, tucked privately at the end of a quiet cul-de-sac, offers the ultimate Florida lifestyle with abounding water and wildlife views. With 133 feet of water frontage, there is incredible potential to build your private dock—perfect for boating, paddle boarding, or simply watching the sunset over the bay. Perfectly situated just a quarter-mile West of the Trail in Nokomis, you are a short boat ride or bike trip away from the North Jetty and Nokomis Beach. This location offers the perfect balance of seclusion and convenience: the Legacy Trail is within walking distance, while premier shopping, dining, and the sands of Siesta Key are just a short drive away. With no restrictive HOA or CDD fees, this is the perfect canvas for your luxury waterfront masterpiece. Bring your own builder, or ask us for our list of recommended local experts to start living the life you’ve always imagined!"

808 Suncrest Drive, Nokomis

Bayview Parkway, Nokomis
$1,789,999
Bay Point SubDv. ⋅ 34275 Zip Code
New to market. Bayfront homesite on Bayview Parkway in Nokomis with southern exposure. Approximately 0.49 acres with a new seawall along Dona Bay, suitable for new construction with open bay views. Direct water access toward the Gulf of Mexico and Intracoastal Waterway. Parcel includes both sides of Snook Bay inlet and an existing boathouse. Buyer to verify navigability, access, and water depths. Area known for dolphin and coastal wildlife activity. Surrounded by newer construction within a developing waterfront area. Located between Sarasota and Venice Island with access to Gulf beaches, dining, golf, shopping, and cultural amenities. Nokomis Beach is located nearby. Waterfront lot with open bay views and build potential.

Bayview Parkway, Nokomis

570 Blackburn Point Road Unit 26, Osprey
$36,000
Dry Slips At Bellagio Village SubDv. ⋅ 34229 Zip Code
This slip will house a boat with the maximum dimensions of 35.5' length, 10' width and 6' height This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and electric. There is also an onsite boat detailing company, independent mechanic, as well as boat transporter. The marina is centrally located between Sarasota and Venice on Little Sarasota Bay. It is just minutes from Midnight Pass...the highly anticipated new opening project being reviewed by Sarasota County. Open seven days a week

570 Blackburn Point Road Unit 26, Osprey

3240 Casey Key Road, Nokomis
$6,400,000
5 Beds ⋅ 5 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Experience true Florida coastal living in this impeccably maintained Key West–style home on Casey Key, offering the rare and coveted Gulf-to-Bay lifestyle. Thoughtfully designed with high ceilings and a bright, open feel, this residence blends relaxed island charm with modern updates throughout. Step outside to a beautifully landscaped, fenced, and gated backyard—your own private oasis. Enjoy the Pebble Tec resurfaced pool, perfect for entertaining or unwinding after a day on the water. Boaters will love the new composite dock with covered lift, providing effortless access to the bay and Gulf beyond. The dune walkover and 100 feet of private sandy beachfront is perfect for afternoons by the shore and evening sunsets. Adding exceptional flexibility, the separate guest house features one bath and two bedrooms (or one bedroom plus a den)—ideal for guests, extended family, or a home office retreat. This home has been extensively updated for peace of mind, including hurricane shutters, newer HVAC systems, water heaters, well pump, and a whole-house replumb. Every detail reflects pride of ownership and careful maintenance. Whether you’re seeking a full-time residence or a luxurious island escape, this exceptional Casey Key property delivers privacy, comfort, and the ultimate waterfront lifestyle.

3240 Casey Key Road, Nokomis

242 Hidden Bay Drive Unit 602, Osprey
$700,000
2 Beds ⋅ 2 Baths ⋅ Baypointe Vista SubDv. ⋅ 34229 Zip Code
PENTHOUSE WATERFRONT LIVING WITH STUNNING BAY VIEWS! This exceptional sixth-floor residence at Hidden Bay offers expansive views across Little Sarasota Bay and the Intracoastal Waterway, with the Gulf beyond Casey Key in the distance. From the moment you enter, soaring ceilings, tall interior doors, abundant natural light, and water views throughout the main living areas create a bright and inviting sense of space. The spacious great room seamlessly combines living and dining areas and opens to an enclosed waterfront sunroom—an ideal spot to relax, entertain, or simply enjoy breathtaking sunsets over the bay. The kitchen features ALL NEW APPLIANCES, including a side-by-side refrigerator/freezer, microwave, range/oven, and dishwasher, along with a counter-height breakfast bar, pantry storage, and adjoining dining nook. A separate den provides versatile space for a home office, media room, or guest area. The waterfront primary suite is designed to take full advantage of the spectacular views, with a wall of windows and impact sliders opening to the adjacent sunroom. The luxurious en-suite bath features dual vanities, a soaking tub, walk-in shower, water closet, and dedicated makeup vanity, while multiple closets provide generous storage. The second bedroom offers an adjoining bath and walk-in closet. Luxury vinyl flooring extends throughout the bedrooms and den, and a NEW WASHER AND DRYER are conveniently located inside the residence. A private, fully enclosed TWO-CAR GARAGE provides secure parking and additional storage. Furnishings are included, allowing the residence to convey turnkey as presented, or they can be removed according to the buyer’s preference. Hidden Bay is a gated waterfront community offering an impressive array of amenities, including a clubhouse, heated pool and spa, fitness center, tennis and pickleball courts, kayak storage and launch, and a scenic mangrove boardwalk leading to a fishing pier. Located west of US 41 in Osprey, Hidden Bay places you conveniently between Sarasota and Venice, with easy access to Gulf beaches, the Legacy Trail, shopping, dining, and the many attractions of Florida’s Gulf Coast. A rare opportunity to enjoy penthouse-level waterfront living, spectacular sunsets, resort-style amenities, and the convenience of a private two-car garage—all in one exceptional Osprey residence.

242 Hidden Bay Drive Unit 602, Osprey

3976 Destination Drive Unit 102, Osprey
$409,000
Phase 2 Of Bay Street SubDv. ⋅ 34229 Zip Code
ANOTHER REDUCTION! Seller is ready to make a deal! EXCEPTIONAL OPPORTUNITY to OWN & GROW YOUR BUSINESS in OSPREY'S MARGARITTVILLE DEVELOPMENT DISCTRICT! An UP-SCALE WATERFRONT WALKING COMMUNITY POISED TO BE A MAJOR DESTINATION IN SOUTH SARASOTA COUNTY! First-floor retail-office condominium in the highly regarded Bay Street Commercial Condominium, located in Osprey’s Bayfront Village—one of Sarasota County’s fastest-growing waterfront walking communities. This turn-key, beautifully built-out space is designed to accommodate a wide range of professional uses, including medical, professional services, retail, and boutique office operations. Perfectly positioned for long-term success, the property is set to benefit from significant foot traffic, with approximately 252 luxury multifamily apartment residences currently developed directly behind the town center. The location is further enhanced by close proximity to affluent communities such as The Oaks and nearby luxury bayfront estates, all just minutes away. Inside, the meticulously designed layout features soaring ceilings that create a refined sense of openness and sophistication. No expense was spared in the high-end build-out, with substantial investment dedicated to crafting a luxurious, private, and highly functional professional environment. The thoughtfully designed floor plan includes six private offices, two conference rooms, a bright, professionally appointed lobby with a welcoming reception area, two well-appointed bathrooms, and a convenient kitchenette. Each office is constructed with soundproofed walls and solid hardwood doors, ensuring privacy, comfort, and quiet productivity. Upscale lighting, premium flooring, and modern finishes elevate the space throughout, reinforcing its contemporary, high-end appeal. A rear door provides direct access to ample employee parking, offering convenience and ease for staff. The property also features a charming front porch that may serve as a welcoming seating area with potted plants, a coffee table, and comfortable seating, creating a warm and inviting, home-like first impression for clients, patients, or guests. Ideal for medical, professional, or boutique office use, this property presents a rare opportunity to establish or expand your business within a high-end commercial complex poised for continued growth and long-term value. See attached Feature Lists for additional details about the community and Unit 201.

3976 Destination Drive Unit 102, Osprey

385 N Point Road Unit 304, Osprey
$1,100,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
**MAGNIFICENTLY UPDATED, EXPANSIVE CORNER CONDO RESIDENCE OFFERING NEARLY 2,800 SQ FT OF REFINED LIVING SPACE** features 3 Bedrooms, 3 Full Baths, PLUS a Study/Den (or optional 4th bedroom with walk-in closet), all nestled behind the secure gates of the highly sought-after Oaks Preserve Country Club community. Step off your private elevator foyer into a brilliantly renovated, light-filled interior designed to impress. Premium upgrades include engineered hardwood and tile flooring, a spectacular chef’s kitchen with quartz countertops and high-end appliances, crown molding, and beautifully updated bathrooms throughout. The owner’s suite showcases serene views, private balcony access, a spacious walk-in closet, and a stunningly redesigned spa-inspired primary bath. Enjoy breathtaking western sunset views from the oversized balcony—perfect for relaxing or entertaining. Additional highlights include a climate-controlled storage unit and one covered parking space. Meridian I offers exceptional value with a new roof (2024) and new elevators (2025/2026 – in progress). Residents enjoy private amenities including a heated pool and spa, fitness center, and outdoor grilling area, plus full access to The Oaks Club’s renowned amenities. A must-see residence combining luxury, space, and lifestyle. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts (4 lighted), 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership.

385 N Point Road Unit 304, Osprey

1620 Casey Key Road, Nokomis
$3,650,000
Casey Key SubDv. ⋅ 34275 Zip Code
Double your pleasure with two beaches and one extraordinary Gulf-to-Bay opportunity on exclusive Casey Key. This rare .58-acre waterfront parcel spans from the Gulf to Blackburn Bay, offering approximately 85 feet of private Gulf frontage plus a newly expanded sandy shoreline along the bay, creating a unique dual-beach setting. This property presents an exceptional opportunity for a future new build, creation of a custom coastal estate or continued use as an income-producing rental. Envision a bespoke architectural masterpiece designed to capture breathtaking sunrises over the bay and glowing sunsets over the Gulf, with panoramic water views from nearly every angle. The property includes a charming vintage 1951 beach cottage featuring pecky cypress siding, a brick fireplace and an elevated split-level design reminiscent of classic Old Florida style. The home offers two bedrooms, two full baths, plus a third bath with shower in the laundry room. A rooftop deck provides sweeping Gulf-to-Bay vistas. Recent improvements include two new air-conditioning units (2024), a roof replacement (2015) and new garage doors. The elevated structure remained dry during recent storms, according to the owner. Enjoy endless waterfront activities with private Gulf-front beach access, tranquil bay waters ideal for kayaking and paddleboarding, accessible from your private composite dock, complete with a boat lift. Near the desirable south bridge, this location offers convenient access to fine dining, boutique shopping, cultural attractions and Venice Airport for private aviation. Surrounded by multi-million-dollar homes, this is a rare opportunity to secure one of Casey Key’s dynamic and valuable Gulf-to-Bay parcels, ideal for building your dream beach home or investing in a legacy property on Florida’s west coast.

1620 Casey Key Road, Nokomis

570 Blackburn Point Road Unit 13, Osprey
$109,000
Dry Slips At Bellagio Village SubDv. ⋅ 34229 Zip Code
The slip can hold a boat with the maximum dimensions of 32.5L x 9'W x 9'H. This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and electric. There is also an onsite boat detailing company, independent mechanic, as well as boat transporter. The marina is centrally located between Sarasota and Venice on Little Sarasota Bay. It is just minutes from Midnight Pass...the highly anticipated new opening project being reviewed by Sarasota County. Open seven days a week

570 Blackburn Point Road Unit 13, Osprey

18 N Casey Key Road, Osprey
$1,750,000
3 Beds ⋅ 2 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code
Elegantly renovated bayfront retreat on Casey Key and tastefully remodeled in 2012, this stunning bayfront home blends timeless coastal elegance with modern functionality, all in one of the desired locations on Casey Key. Designed for relaxing and entertaining, the open-concept living room, kitchen, and family room offer inviting spaces to gather, while the split floor plan ensures privacy, ideal for quiet retreats, reading or working from home. Enjoy serene views of the bay and Intracoastal Waterway from the primary suite, a coastal sanctuary. Set on over half an acre, the expansive backyard features a large screened-in pool and lush landscaping, creating your own private tropical paradise by the water. The deeded easement directly across the street leads to a secluded sandy beach, offering endless days of sun, sea, and tranquility. The property remained unaffected by recent storms, a testament to its solid construction and meticulous upkeep. Recent upgrades include mew metal roofs on the home and garage (2020), HVAC system replacement (2020), new water heater (2021), PGT impact-rated windows and doors (2012) and new garage door (2012). Ideally situated for easy access on and off the key, this residence is also close to top-tier shopping, dining, golf, tennis and recreational amenities. With Sarasota and Venice just a short drive away, you’ll enjoy a balance of island living and urban convenience.

18 N Casey Key Road, Osprey

121 N Casey Key Road, Osprey
$6,100,000
4 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

1210 Casey Key Road, Nokomis
$1,999,000
3 Beds ⋅ 3 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
IT'S ALWAYS ALL ABOUT THE LOCATION! Casey Key is a very private narrow barrier island located just North of Venice FL and South of Siesta Key; it separates the intracostal waterway and the Gulf of Mexico. The Key is home to some of the most luxurious waterfront Estates and Mansions in the Sarasota area. This large ½ acre Bayfront lot is peacefully set back from any traffic on Casey Key Road. The dock is on the North side of the property on a canal protected from wind and waves. From the living room or the Bay-side deck, views of the intracoastal waterway and its many traveling boats and yachts are stunning. Take a short 100 yard stroll down your deeded beach easement, to the pristine sands of the Gulf of Mexico. The beach is very private, ideal for swimming, snorkeling, sunbathing, shark tooth hunting, or just viewing the beautiful sunsets. The main floor houses 3 bedrooms and 2 full baths, the kitchen and the dining room. The first floor has one full bath and 3 rooms that can be used as bedrooms, rec room, den, etc. Other amenities include swimming pool, shuffle board court, elevator, and two single car garages. A new roof was installed in 2019. Live in the house "as is" or convert it to the home of your dreams located in paradise. Note: Some images have been virtually staged to better showcase the true potential of rooms and spaces in the home.

1210 Casey Key Road, Nokomis

4020 Casey Key Road, Nokomis
$1,350,000
Casey Key SubDv. ⋅ 34275 Zip Code
One of the last remaining vacant bayfront parcels on exclusive Casey Key. This nearly one-acre property offers approximately 130 feet of serene bay frontage, an ideal canvas to build your dream home. Positioned near the north Blackburn Point Bridge, you'll enjoy quick, convenient access on and off the key. Bring your architect, builder, and designer—or choose from a carefully curated list of trusted professionals ready to bring your vision to life. Imagine adding a dock and lift for kayaking, paddleboarding or boating to the area's many waterfront restaurants. Just five minutes to Publix, restaurants, golf and tennis. Downtown Venice is only 10 minutes south, and Sarasota’s vibrant arts, dining, and cultural scene is just 15–30 minutes north. With unmatched amenities and a laid-back island lifestyle, this is a rare opportunity to create something special. Those fortunate enough to live on Casey Key know, there’s nothing else quite like it.

4020 Casey Key Road, Nokomis