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$294,500
A4687477 MLS
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, Osprey/Nokomis

$1,789,999
O6393301 MLS
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, Osprey/Nokomis

$2,450,000
3 Beds 2 Baths N6143501 MLS
Virtually Staged. A boater’s paradise, this beautiful, fully renovated waterfront home offers the ultimate Florida lifestyle on the stunning waters of Roberts Bay. Designed for those who love life on the water, the expansive deep-water dock is fully equipped with water and electricity, along with two boat lifts (10,000 pounds and 4,500 pounds) ready to accommodate all your watercraft and toys, making every day an adventure. Inside, the home has been thoughtfully and completely updated with hurricane-impact windows and sliding glass doors, and a new metal roof providing peace of mind and modern elegance. The new kitchen is a showstopper, featuring wood cabinetry, stainless steel appliances, sleek quartz countertops, abundant prep space, a charming coffee bar and space in the kitchen for casual dining, ideal for entertaining or enjoying quiet mornings at home. Natural light pours through large windows, creating a bright, airy atmosphere throughout. This well-designed three-bedroom, two-bath residence offers a spacious and private primary suite on the second floor, where you’ll wake up to breathtaking, panoramic views of Roberts Bay, an ever-changing waterfront backdrop that never gets old. You can enjoy your morning coffee and afternoon cocktail on your private upstairs balcony. Go outside in the backyard to your own private retreat, complete with a large open-air pool and spa, ideal for relaxing or hosting family and friends. The lush, landscaped yard features irrigation and ambient outdoor lighting, adding to the home’s inviting ambiance. Additional highlights include a two-car garage and a versatile air-conditioned cabana room, ideal for a home office, gym or guest space. Blending luxury, comfort and an unbeatable waterfront setting, this exceptional property is the place to call home. Conveniently located beaches, shopping and Legacy Trail. Proximity to downtown Venice Island restaurants!

212 Sunrise Drive, Osprey/Nokomis

$615,000
3 Beds 2 Baths A4686633 MLS
Just added - Rare waterfront offering in Nokomis featuring approximately 145 feet of canal frontage and a generously sized waterfront parcel with access toward Donna Bay and the Intracoastal Waterway. Opportunities with this amount of canal frontage are seldom available and present a unique setting for waterfront living, investment, or future custom home development. The existing residence has beautiful wood ceilings and has undergone extensive updates and improvements to current code standards, providing a strong foundation for immediate enjoyment, privacy, and long-term potential for customization or redevelopment. Major upgrades include TPO roofing (2024), hurricane impact windows, doors, and garage doors, updated kitchen (2021), drywall replacement throughout the home, electrical wiring upgrades with a circuit breaker panel and whole-house surge protection, interior copper plumbing replacement (2024), and a fully remodeled bathroom (2025). Additional improvements include a new driveway (2023), rain gutters and downspouts, updated studio deck and stairs, lanai and studio screens replaced (2025), and AC servicing with new fan motor and capacitor (2025). The property also features a septic system installed in 2019 and recently serviced (2025) along with a new hot water tank (2021). A permitted addition with a separate room and full bathroom provides valuable flexibility for guests, extended living space, private office use, or other supplemental living arrangements. The expansive waterfront setting creates a peaceful coastal atmosphere while offering the scale and frontage that many buyers and builders seek when evaluating waterfront properties. With its large canal frontage, flexible living configuration, and extensive system updates, this property presents a rare opportunity in a desirable Nokomis waterfront location. Conveniently located just minutes from Nokomis Beach, Venice Island, shopping, dining, and major roadways, the property combines quiet waterfront surroundings with easy access to the best of Florida’s Gulf Coast lifestyle.

119 Pompano Lane, Osprey/Nokomis

$589,900
3 Beds 2 Baths C7523514 MLS
This pristine waterfront 3/2/3 car garage is a breathtaking like model home in a gated community. 286 Daylily Blvd is a 2,093 square foot home with 3 bedrooms Plus an additional room with 2 bathrooms and 3 car garage with additional parking space. Updated video attached. This smart home is located in Venice Woodlands with no CDD fee and low HOA fee. Home was built in 2021 and has no need for flood insurance. The house sits in X, flood zone (No flood zone). New hot water tank 2026. Enjoy your morning coffee with the sunrise from your Lanai which leads to an outdoor paved patio area with a view of the lake. Inside the home you'll find beautiful tile floors throughout the main living area and carpet in the bedrooms. Primary bedroom includes an en suite bathroom with walk-in closet and dual vanity with granite counter tops. Guest rooms have large walk in closets for plenty of storage. The kitchen comes with all upgraded appliances that include a glass top stove with convection oven, microwave, refrigerator, and dishwasher. 42" kitchen cabinets, walk-in pantry, canned and pendant led lighting and granite counter space. The laundry room includes a utility sink with extra large cabinets. Reverse osmosis with filtered salt water system throughout the home. Walk to your club house fitness center or pool for your quick workout before or after work. Close to local amenities, beaches, and Tiki Bars and Live entertainment. The best game fishing in the world with off speed boat racing to spring training baseball teams as The Atlanta Braves and Tampa Rays. Just want to go to the beach or go fishing for the day. Great to do it all with whatever you can dream or do as a hobby. Local International Airports: Fort Myers, Sarasota and local Punta Gorda with Allegiant airlines direct. Many outdoor concert venues weekly. Local parks, state parks, tennis or pickle ball, to amazing golf courses. You deserve to view this property and make it your home or investment.

286 Daylily Boulevard, Osprey/Nokomis

$2,850,000
3 Beds 4 Baths A4684834 MLS
Unobstructed bayfront views and refined coastal luxury define this exceptional waterfront residence in the gated Bayside community. Custom-built in 2017 by Rob Allegra and ideally positioned on a private cul-de-sac between Sarasota and Venice, this home offers a rare opportunity to experience the best of Florida’s Gulf Coast lifestyle. Sweeping views of the Bay and Intracoastal Waterway greet you upon entry, while the dramatic great room features a striking cupola with soaring 22-foot ceilings, wraparound windows, architectural beams, and detailed millwork that beautifully frame the waterfront setting. Pocketing impact sliders seamlessly open the living space to an expansive covered lanai where breathtaking sunsets, dolphins, and gentle coastal breezes create an unforgettable everyday backdrop. The open chef’s kitchen is designed for both entertaining and daily living, offering high end stainless appliances, a gas cooktop with pot filler, wine cooler, abundant cabinetry, and an oversized quartz island. Outdoor living shines with wood-paneled ceilings, crema pro leathered marble flooring, a gas fire pit, and a fully equipped outdoor kitchen with grill and beverage refrigerator. The solar and heat pump-heated saltwater lap pool and spa, outdoor shower, and private dock with lift complete the ultimate waterfront retreat. The primary suite enjoys beautiful water views and features a sitting area, double tray ceiling, dual custom walk-in closets, and a luxurious bath with double vanities and walk-in shower. Two additional en-suite bedrooms, a den or office, and a powder room provide comfort and flexibility. Wood-look tile flooring runs throughout, complemented by impact windows and doors, a smart-enabled security system, whole-home generator, and water conditioning system. Located just minutes from Casey Key, Nokomis Beach, Oscar Scherer State Park, and the Legacy Trail, this home offers effortless access to beaches, boating, dining, and recreation. An extraordinary waterfront residence where luxury, comfort, and coastal beauty come together, offering the lifestyle you’ve always imagined.

14401 Masthead Drive, Osprey/Nokomis

$899,995
3 Beds 3 Baths A4681589 MLS North BLDG.
Enjoy breathtaking sunset views overlooking the intercostal waterway in this boater's paradise, complete with an on-site marina. Discover coastal living in this beautifully updated 3-bedroom, 2.5-bath residence located in Bellagio Harbor Village. Ideally positioned between Sarasota Big Pass and the Venice Jetty, and just minutes from Midnight Pass and the Gulf of Mexico, this home offers easy access to pristine beaches, fine dining, and boutique shopping. Walkable to local restaurants and boat docks, the community is both conveniently located and peacefully serene. Offering 2,199 square feet of thoughtfully designed living space, this residence has been enhanced for comfort and style. Updates include new lighting throughout, featuring four coastal ceiling fans and elegant Caprice chandeliers. The spacious primary suite and two additional bedrooms feature new cordless blinds and window treatments, creating private and tranquil retreats. Bathrooms have been refreshed with new toilets, fresh paint, and an updated vanity in the powder room. The well-appointed kitchen showcases shaker-style cabinetry and enjoys stunning Intracoastal and sunset views. Step onto the private lanai and enjoy seamless indoor-outdoor living with direct access to the pool area. Newly installed retractable screens provide shade and privacy when desired while preserving expansive water views. Outdoor enthusiasts will appreciate the on-site kayak storage and launch area, perfect for exploring the surrounding waterways. Located in southwest Osprey, this exceptional residence offers both a beautiful home and a vibrant waterfront community. Residents enjoy access to a resort-style pool, hot tub, sauna, and open-concept gathering spaces—creating a lifestyle where every day feels like a vacation.

14021 Bellagio Way Unit 309, Osprey/Nokomis

$479,900
2 Beds 2 Baths A4680568 MLS
Enjoy serene waterfront living with 72 feet of canal frontage, Gulf access, and an existing dock, with room for a boat lift (buyer to verify). With easy access to the Intracoastal Waterway and the Gulf, this property is a dream for boating enthusiasts. The spacious home features a family room overlooking scenic Shakett Creek, offering a peaceful, ever-changing water view. An open floor plan with dual master suites provides flexibility for guests or multigenerational living. The kitchen includes an eat-in space, complemented by a formal dining area ideal for entertaining. Recent updates include a new roof (2023), new HVAC (2024), new water heater (2024), refrigerator (2024), and stove (2022). Conveniently located near the hospital, shopping, and many restaurants. Waterfront homes like this are hard to find—bring your decorating touches and create the waterfront lifestyle you’ve been dreaming of. Schedule your private showing today and experience the beautiful, relaxing water views for yourself.

602 Portia Street N, Osprey/Nokomis

$6,400,000
5 Beds 5 Baths A4680110 MLS
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, Osprey/Nokomis

$700,000
2 Beds 2 Baths A4678883 MLS Bay Pointe Vista 3 BLDG.
Penthouse Waterfront Residence | Enclosed Sunroom | Private Two-Car Garage | Optional Furnishings | Gated Bayfront Community This 6th-floor penthouse waterfront condominium at Hidden Bay offers unobstructed views of Little Sarasota Bay, the Intracoastal Waterway, and the Gulf beyond Casey Key. Designed to capture light and water views throughout the main living areas, the open floor plan features high ceilings, tall interior doors, and crown molding, creating a bright and welcoming coastal interior. The great room accommodates both living and dining areas and opens to an enclosed waterfront sunroom, an ideal space for morning coffee, sunset views, or quiet time overlooking the bay. The kitchen includes a counter-height breakfast bar, pantry storage, and an adjacent dining nook, offering both function and ease for everyday living or entertaining. A den provides flexible space for a home office or guest use. The primary suite features multiple closets and an en suite bath with dual vanities, a soaking tub, walk-in shower, water closet, and a dedicated makeup vanity area. A second bedroom includes an adjoining bath and walk-in closet. Luxury vinyl flooring has been added in the bedrooms and den. Laundry is located inside the residence. The condominium includes a private, fully enclosed two-car garage. Furnishings are included and may remain or be removed at the buyer’s preference. Hidden Bay is a gated waterfront community set along Little Sarasota Bay, offering a clubhouse with fitness center, heated pool and spa, tennis and pickleball courts, kayak storage and launch, and a boardwalk through mangroves leading to a fishing pier. Located west of US 41 in Osprey, Hidden Bay is conveniently positioned between Sarasota and Venice, with nearby access to shopping, dining, the Legacy Trail, and area beaches.

242 Hidden Bay Drive Unit 602, Osprey/Nokomis

$425,000
3 Beds 2 Baths A4678836 MLS
One of the largest square foot properties in Laurel Hollow sitting directly on the lake with nature preserve views and overlooking the fountains and waterfront gazebo. Approximately 80 ft of lakefront for your private enjoyment. Sitting in the oversize 28 x 17 Florida room (with hurricane windows} makes it feel like you’re sitting over the water. This 3-bedroom 2 bath 2 car garage property has 2000 sq ft of living area under roof. Entering the property there is a large paver patio with a screened lanai entry. As you come into the home there is the main living area / dining room combo which connects you to the kitchen and Florida room. There are wood floors throughout most of the home. In the kitchen there is even room for a breakfast table, the window over the sink allows natural light and views of the lake. The primary suite (17 x 12) has a large walk-in closet, and a walk-in shower. Two additional bedrooms are both (12 x 11) with a shared bath. The 2-car garage has extra storage closets, a work bench and a sliding screen garage door panel. The lakefront Clubhouse has a beautiful heated pool, entertaining areas and a kitchen space, and it is just a great place to meet your neighbors and enjoy the views. This is a great community for a golf cart, you can easily travel to beautiful Nokomis Beach, Casey Key, the Venice Jetty and many restaurants, such as Pop’s tiki bar, Pelican Alley, Paradise Grill and many others. Also, there is a Publix, Aldi, CVS, and banking close by. Easy access to interstate 75 and the new Sarasota Memorial Hospital, 10 minutes to Downtown Venice with it's many shops, theater, beaches and private a airport. 25 Minutes up to Sarasota. Great location for whatever you need. You won't be disappointed..

229 Laurel Hollow Drive Unit 83, Osprey/Nokomis

$1,650,000
5 Beds 4 Baths A4679208 MLS
Gorgeous private deepwater canal-front home with a rare double slip boathouse and seawall. You’ll be thrilled when you enter this spacious home that offers five bedrooms, 3.5 baths plus a separate bonus/game room for a total of 4,166 square feet under air and sits on over half an acre lot. This home has been extensively remodeled, replumbed/re-piped, concrete flood protection system added in 2025. All has been done for you. Enjoy outdoor living with an inviting gazebo, expansive deck along with a beautiful, heated saltwater lap pool. Loaded with closets everywhere and extra storage in the oversized garage. The fenced yard is great for pets, and the wide circular drive offers plenty of parking for a boat or R/V. The boater will appreciate the boathouse, and the quick access to the open water from the deep sailboat water canal with no bridges. The home is minutes from shopping and beaches. A one-year homeowner warranty will be provided to buyers at closing. Visit and you will not believe your eyes!

221 Lychee Road, Osprey/Nokomis

$1,995,000
2 Beds 2 Baths A4678726 MLS
Virtually Staged. Vintage Waterfront Cottage on Casey Key. Quietly set on Casey Cove Drive, a private cul-de-sac just off Casey Key Road, this refreshed vintage cottage offers exceptional privacy and 180-degree Intracoastal Waterway views across Blackburn Bay. Located within a protected, minimal-wake cove, the setting is serene and timeless—where coastal breezes, open water views, and abundant marine life define everyday living. Boating is the heart of this property. A brand-new private dock with a 20,000 lb boat lift provides deep sailboat water and generous width to accommodate a large vessel, making spontaneous days on the water effortless. Set along the Intracoastal, the home offers direct access to the bay and Gulf beyond, ideal for boating, cruising, and waterfront exploration. Refreshed in 2024 and offered unfurnished, the two-bedroom, two-bath residence features luxury vinyl flooring, fresh interior paint, and new KitchenAid appliances. The rear living area opens to sweeping water views, creating a relaxed and inviting coastal atmosphere. Outdoor living includes a heated pool, in-ground spa, and covered patio overlooking the water—perfect for unwinding as dolphins and manatees pass by. Just a short walk to Nokomis Beach and only one mile from the Albee Bridge, with convenient access to Venice Island, downtown Sarasota, dining, shopping, and the Legacy Trail, this peaceful waterfront cottage delivers a rare boating lifestyle in an outstanding Casey Key location.

922 Casey Cove Drive, Osprey/Nokomis

$360,000
2 Beds 2 Baths A4677625 MLS
Virtually Staged. Enjoy relaxed Florida living in this charming 2 bedroom, 2 bathroom waterfront home set on a generous lot just under half an acre in the established Sorrento East neighborhood, just minutes from Nokomis Beach. A brand-new roof just completed, featuring a third nail, adds immediate value and peace of mind, while the peaceful water view creates a serene backdrop for everyday living. Inside, fresh paint on the interior creates a bright, crisp feel ready to make it your own. The inviting layout is filled with natural light and accented by plantation shutters and warm wood flooring in the main living areas and bedrooms. The living and dining spaces flow into a light-filled Florida room, where sliding glass doors frame calming water views and open to the outdoor entertaining area. The kitchen features white cabinetry, stainless steel appliances, ample counter space, and a window overlooking the backyard and water, making it both functional and welcoming. Both bedrooms are well-proportioned, each with access to a full bathroom, offering flexibility for guests or everyday living. A separate flex space just off the laundry area adds valuable versatility and has been used as a home office, hobby room, or additional storage. Hurricane shutters provide added protection, and a wood-burning fireplace brings warmth and character to the living space. Energy efficiency is enhanced with solar panels currently leased at approximately $65 per month, helping keep electric bills extremely low. The lease has been in place for three years and offers a buyout option for the new owner. Outside, the spacious driveway offers ample room to park an RV, boat, or all the toys you choose to bring, while the expansive backyard invites relaxation with a paver patio, firepit overlooking the water, and space to enjoy the tranquil setting. The large lot provides privacy and flexibility, all within a quiet, well-established community close to beaches, shopping, and dining. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

2165 Lakewood Drive, Osprey/Nokomis

$695,000
2 Beds 2 Baths A4677473 MLS
Discover the perfect coastal boating lifestyle in this beautifully updated canal-front home with direct, easy access to the open Gulf waters. This property has stayed completely dry and untouched through every major storm. It features a refreshed dock with a brand-new 10,000-pound boat lift, making this modern waterfront gem truly stand out. This inviting two-bedroom, two-bath home offers an expansive two-car garage, plenty of driveway parking, and a private swimming pool. Located on a generous third-acre lot with no HOA or community fees, it truly embodies relaxed, high-end Florida waterfront living. The roof was replaced in 2022. Step inside to bright, open interiors with a soft contemporary feel. Recent updates include beautiful coastal-style plank flooring, a gourmet kitchen with premium quartz-like countertops, subtle under-cabinet lighting, high-end Samsung appliances, and custom finishes throughout. The open-concept layout flows naturally from the kitchen into the spacious living areas. Large glass doors in the oversized great room open to the pool and deliver stunning water views from almost every room. The owner’s suite is generously sized with a refreshed en-suite bathroom. The guest bedroom is tucked away on the opposite side for maximum privacy, featuring a large walk-in closet, private door, and its own updated bath. There’s also a versatile bonus room currently used as a home office with lounge seating and extra space. Open-water boating is just a quick cruise away — less than three miles. A tall vinyl privacy fence encloses a 32-foot concrete pad, perfect for an RV or boat trailer. Conveniently located less than two miles from Sarasota Memorial Hospital’s Laurel campus and minutes from Nokomis Beach, popular tiki bars, restaurants, and marinas. Nearby Venice offers world-class performing arts, great dining, museums, festivals, the Legacy Trail, golf courses, and 14 miles of public Gulf beaches. This fully refreshed waterfront home also has strong potential for vacation rentals or income. Furniture is available separately. Come experience this exceptional canal-side retreat for yourself!

1503 Marlin Street, Osprey/Nokomis

$3,650,000
A4676465 MLS
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, Osprey/Nokomis

$115,000
A4672823 MLS
This slip will house a boat with the maximum dimensions of 27.5'L x 11'W x 11.5'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 43, Osprey/Nokomis

$599,000
A4673285 MLS
Discover one of the very few remaining buildable waterfront lots on sought-after Shakett Creek. Located on Bayview Drive (PID# 0383010003) in Nokomis, this property offers an exceptional opportunity to design and build your dream home in a serene coastal setting. The lot boasts stunning water views across the wide creek, where you can enjoy daily sunrises, the peaceful flow of the water, and abundant Florida wildlife. With direct access to Shakett Creek, you’ll experience a rare combination of privacy, natural beauty, and convenience — all just minutes to the Gulf beaches, Legacy Trail, waterfront dining, and easy I-75 access. Whether you're a custom builder seeking your next project or a buyer envisioning a brand-new waterfront retreat, this homesite is primed and ready for new construction. Opportunities like this are increasingly scarce — don’t miss the chance to own one of the last premium buildable lots in this coveted Nokomis waterfront community.

Bayview Drive, Osprey/Nokomis

$2,399,000
4 Beds 4 Baths A4671762 MLS
Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, airy ambiance, while large windows frame stunning lake views, offering the perfect backdrop for the sparkling pool and expansive spa, complete with tranquil water features. With disappearing sliders throughout, the home can let the air and light flow easily from outside to in. Enjoy breathtaking sunsets from your private oasis or stroll a kayak or paddleboard to the nearby boat launch for effortless access to Sarasota Bay and the Gulf, thanks to the newly reopened Midnight Pass. Situated on a secluded .40-acre lot, this property offers a serene retreat, featuring a Zen garden surrounded by lush landscaping. Residents of The Oaks enjoy world-class amenities, including championship golf, fine dining, tennis, fitness, and swimming. At 49 Osprey Point Drive, every detail has been meticulously crafted for those who seek refined living and unparalleled elegance.

49 Osprey Point Drive, Osprey/Nokomis

$2,850,000
A4669513 MLS
Gulf-front vacant lot on Casey Key in Osprey. Buildable lot with County guidance. 107' Gulf frontage, cleared site ready for new construction. For buyers seeking to build a custom waterfront home, this Gulf-front vacant lot on Casey Key in Osprey offers a compelling opportunity in one of Sarasota County’s most sought-after coastal locations. The homesite is cleared and confirmed buildable based on Sarasota County guidance, removing uncertainty around new construction. The property spans 16,827 square feet with 107 feet of Gulf frontage and 107 feet of road frontage, giving a clear understanding of scale and layout for planning. A survey is available, providing defined boundaries and supporting a more efficient design process. The combination of a cleared site, available survey, and County guidance creates a more defined starting point for new construction. See the included "conceptual rendering" photo – for illustrative purposes only, to help you visualize your new waterfront home. Positioned on the north end of Casey Key, the property offers convenient access to the mainland via the nearby bridge while maintaining a private coastal setting. The surrounding area includes established waterfront homes, reinforcing the setting for new construction aligned with the character of the island. This property is well suited for buyers seeking a long-term coastal residence or a custom-built retreat with Gulf views. Buyers should conduct their own due diligence with Sarasota County to confirm timelines, approvals, and building plans. Supporting information is available to help guide next steps.

141 N Casey Key Road, Osprey/Nokomis

$6,475,000
5 Beds 6 Baths A4667263 MLS
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/Nokomis

$2,295,000
A4664853 MLS
Discover one of Casey Key’s most coveted Gulf-front parcels, boasting 0.47 acres with 107 feet of pristine frontage and uninterrupted views of the Gulf. This rare property presents an extraordinary opportunity to create a custom waterfront estate, backed by an approved Coastal Setback Variance Permit allowing for a residence of approximately 3,500 square feet. This is not just a homesite, it’s an invitation to design a legacy. Experience the magic of year round sunsets, the sound of the surf just beyond your door, and the privacy of a location tucked away yet just minutes from the Blackburn Point Bridge for quick access to Sarasota’s dining, culture, and entertainment. Few parcels remain where you can craft a Gulf-front retreat of this caliber. Secure your place on one of Florida’s most treasured barrier islands and build a home worthy of its setting. Explore MLS#A4664842 to discover the renderings and build opportunities for an exceptional residence.

3761 Casey Key Road, Osprey/Nokomis

$9,750,000
3 Beds 4 Baths A4664842 MLS
Pre-Construction. To be built. This is your chance to own a newly imagined Gulf-front estate on one of Sarasota’s most exclusive barrier islands. Positioned on 0.47 acres with 107 feet of direct Gulf frontage, this offering presents a 3,489 sq. ft residence designed by the renowned Stofft Cooney Architects in collaboration with Perrone Construction. The home’s architecture celebrates the Gulf at every turn, with walls of glass framing uninterrupted water views and inviting a seamless connection to the outdoors. Expansive terraces, a resort-style pool and spa, and a private beach pavilion create an atmosphere of relaxed sophistication, perfect for year-round enjoyment. Inside, an open-concept floor plan anchors the living spaces around a chef’s kitchen, ideal for both intimate gatherings and entertaining on a grand scale. Flow between indoor and outdoor living is effortless, encouraging a lifestyle defined by sunsets, sea breezes, and coastal luxury. Perfectly positioned near the Blackburn Point Bridge for easy access on and off the Key, this pre-construction opportunity is an exclusive chance to secure a design-driven Gulf retreat. For those interested in acquiring only the land, please refer to MLS#A4664853.

3761 Casey Key Road, Osprey/Nokomis

$1,350,000
A4652340 MLS
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, Osprey/Nokomis

$199,000
G5094419 MLS
Waterfront Gem! Come see this impressive building lot, complete with existing power, and water. This lot is situated on the Shakett Creek. The Shakett creek leads out to the Gulf that offers fishing, islands for sunbathing and much more. The lot is only minutes from Nokomis Beach, North Jetty Beach, Venice Inlet, and Venice Beach. Kayaking, boating and fishing surrounds this place. Lots of birds, crabs, fish and manatees can be seen from the dock that is located on the property. Nearby is the popular Legacy Trail for bicycling that offers 23.2 miles down an old Seaboard Railroad that accesses various parks and attractions. This lot is located only minutes away from the Gulf, shopping, dining and entertainment at some of the popular places around.

321 Ravenna Street N, Osprey/Nokomis

$540,000
2 Beds 2 Baths N6137805 MLS 1 BLDG.
Virtually Staged. $59k PRICE IMPROVEMENT & REMODELED—Discover one of the best turnkey coastal values just moments from Nokomis Beach & the Venice Inlet, where sunsets, dolphins, & the relaxed beach lifestyle are part of everyday life. This beautifully refreshed & professionally decorated turnkey furnished coastal residence places you in the heart of Nokomis Beach, where bicycles, golf carts, & flip-flops are often the preferred way to get around. Located within a small, gated waterfront community just one block from Nokomis Beach, this residence offers the ideal combination of beach living & everyday convenience. The open great room floor plan features soaring vaulted ceilings & includes two bedrooms, two bathrooms, & an expansive loft-style primary suite occupying the entire third level. The coastal inspired interior includes granite countertops, wood cabinetry with under lighting, new light fixtures, furnishings, area rugs, updated guest vanity, & freshly painted interior. Plantation shutters & walls of glass fill the space with natural light, while sliding glass doors lead from the great room to the balcony. The private primary retreat spans approximately 522 square feet & features a spacious bedroom area, oversized walk-in closet, & ensuite bath with dual sinks, garden tub, separate shower, & private water closet. The guest suite is conveniently located on the main living level with its own private bath that also connects to the hallway. A large bonus/flex room on the ground level offers incredible versatility with sliding glass doors opening to the lawn area. This space can function as a third bedroom, game room, art studio, fitness space, or additional living area, while providing excellent storage for beach gear, bicycles, kayaks, paddleboards, & fishing equipment. It also includes a spacious laundry area with cabinetry, double utility sink, & extended countertop workspace. Three covered parking spaces are located beneath the building. Residents enjoy a beautiful waterfront pool, spacious sun deck, & covered cabana lounge overlooking the docks & passing boats traveling the Intracoastal Waterway toward the Venice Inlet. Boat docks line the waterfront & are individually owned within the community, with occasional opportunities to privately rent a slip. Historic Downtown Venice Island is only minutes away with boutique shopping, dining, festivals, & farmers markets, while Sarasota & world-famous Siesta Key are an easy drive. Life here is wonderfully simple: a one-block walk to the beach, bike rides to waterfront dining, cruising the golf cart through this charming coastal village, & days spent surrounded by dolphins, warm breezes, & the beauty of the Gulf. During the day, the surrounding waters come alive with dolphins, gentle manatees, osprey diving for their catch, colorful coastal birds gathering along the sandbars, & a steady parade of boats, jet skis, & kayaks. Imagine ending your day with a short walk or golf-cart ride to Nokomis Beach to watch the sun melt into the Gulf of Mexico as the sky fills with spectacular sunset colors. As evening settles in, stroll to nearby favorite waterfront restaurants or tiki bars where world-class musicians perform nightly & enjoy fresh coastal cuisine while soaking in the beach village energy that makes this area so special. Here, you can truly leave the car behind & embrace the relaxed coastal lifestyle the way you were meant to live it. Because here, Nokomis Beach is not just a place… it’s a state of mind.

109 Bayshore Road Unit 10, Osprey/Nokomis

$1,395,000
3 Beds 3 Baths A4642397 MLS Meridian Vi BLDG.
**MAGNIFICENT VIEW from this 7th FLOOR, PENTHOUSE CONDO** Offering 3 EN SUITE BEDROOMS, 3 FULL BATHS and a treasured PRIVATE 2-CAR GARAGE! Located behind the gates of the highly sought after Oaks-Preserve, country club neighborhood in the Newest Meridian Condo Tower (Built in 2007 and featuring Hurricane Impact rated Windows and Sliding Doors). As you emerge from your private elevator foyer entrance, you will be enthralled by the Stunning Views of Little Sarasota Bay and the Gulf of America. Premium features abound throughout this Open FloorPlan and include High Ceilings, Crown Moldings, Impressive Kitchen with solid Maple cabinets, Granite countertops and Stainless Steel appliances, gorgeous Marble and Hardwood Maple flooring, ample storage, and much more! The Owner’s Bedroom Suite features a Walk-in Closet, Dual Vanities, Soaking Tub and Stunning, Custom Tiled Shower. The Spacious Balcony offers a serene setting where you can view wonderful wildlife and Gorgeous Sunsets! Climate-controlled storage unit. The adjacent Amenity Center offers exclusive access to Meridian Condo residents and features a Heated Pool & Spa, Fitness facility and Outdoor Grilling area. 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 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 including #1 Ranked SIESTA BEACH and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **ENJOY THE 3D VIRTUAL TOUR**

3603 N Point Road Unit 702, Osprey/Nokomis

$3,650,000
2 Beds 3 Baths A4634851 MLS
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 truly unique dual-beach setting. This property presents an exceptional opportunity for a future new build, the 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 located in the laundry room. A rooftop deck provides sweeping Gulf-to-Bay vistas. Recent improvements include two new AC units (2024), a roof replacement (2015), and new garage doors. The elevated structure remained dry during recent storms. 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. Situated 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 most dynamic and valuable Gulf-to-Bay parcels—perfect for building your dream beach home or investing in a legacy property on Florida’s west coast.

1620 Casey Key Road, Osprey/Nokomis