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4296 Expedition Way Unit 104, Osprey
$289,000
2 Beds ⋅ 2 Baths ⋅ Bay Street Village & Towncenter Land Condo SubDv. ⋅ 34229 Zip Code
Welcome to Bay Street Village in Osprey, gorgeous gated community where maintenance-free living awaits. This immaculate end-unit condo freshly painted with new LVP stairs and flooring features 2 bedrooms, 2 bathrooms, garage, located beneath the unit and offers a private interior stairway leading to your second-floor residence. Open-concept living and dining area are perfect for entertaining beautiful kitchen with center island, walk-in pantry and stainless steel appliances. The primary suite offers a walk-in closet and an ensuite bathroom with dual sinks, a makeup vanity, and a walk-in shower. Bay Street Village provides resort-style amenities, including a sparkling pool and a fitness center, along with plenty of guest parking. The community is dog-friendly, with a fantastic dog park just a short walk outside the gate. Outdoor enthusiasts will appreciate the easy access to the Legacy Trail right on Bay Street. Pine View School for the Gifted (grades 2-12) is conveniently located on the next street. Bay Street offers easy access to Nokomis Beach and the world-famous Siesta Key Beach. Close to shopping and restaurants.

4296 Expedition Way Unit 104, Osprey

100 Circuit Road Unit N11, Nokomis
$39,000
Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code
**Price Improvement - MOTIVATED SELLER** Own a premium dry rack at Gulf Harbor Marina, one of Nokomis’ most popular full-service marinas offering quick, bridge-free access to the Gulf of Mexico and convenient proximity to the Venice Jetty. Perfect for boaters looking for easy access to offshore waters, waterfront dining, sandbars, and year-round Gulf Coast cruising. Unit N11 is a third-level rack measuring 9’7” W x 25’ D x 10’ H and accommodates vessels up to approximately 8.7’ W x 25’ D x 8’6” H. The additional height clearance makes this an especially attractive option for owners needing extra vertical space compared to many standard rack configurations. Gulf Harbor Marina offers exceptional owner amenities including unlimited in-and-out forklift service, 24-hour owner access, private entry, parking pass access, discounted fuel pricing, shore power, wash station facilities, and an on-site marine service department. Located along the Intracoastal Waterway between Sarasota and Venice, Gulf Harbor Marina combines protected dry storage with one of the area’s most convenient boating locations. Owners enjoy easy access to fuel, bait, ice, nearby waterfront restaurants, and some of Southwest Florida’s most popular boating destinations. An outstanding opportunity to secure convenient, protected boat storage in a highly active Gulf Coast marina environment.

100 Circuit Road Unit N11, Nokomis

100 Circuit Road Unit N41, Nokomis
$29,000
Gulf Harbor Marina SubDv. ⋅ 34275 Zip Code
**Price Improvement - MOTIVATED SELLER** Enjoy effortless Gulf Coast boating from Gulf Harbor Marina in Nokomis, ideally positioned on the Intracoastal Waterway with direct, bridge-free access to the Gulf of Mexico and only minutes to the Venice Jetty. Conveniently located between Sarasota and Venice, this full-service marina makes it easy to spend more time on the water and less time dealing with trailering, launching, and storage logistics. This third-level dry rack measures 9’8” W x 25’ D x 8’ H and accommodates vessels up to approximately 8.8’ W x 25’ D x 6’6” H. Owners at Gulf Harbor Marina enjoy a wide range of amenities including unlimited in-and-out service, 24-hour access, private gated entry, parking pass access, discounted fuel, shore power, wash station facilities, professional forklift handling, and an on-site service department for added convenience and peace of mind. The marina’s prime location provides quick access to offshore fishing, waterfront restaurants, sandbars, and cruising throughout the Intracoastal Waterway and Gulf waters. Fuel dock services, bait, ice, and popular waterfront dining are all nearby, creating a true boating lifestyle experience. Whether you are looking for secure dry storage for your own vessel or a marina property with leasing flexibility, this Gulf Harbor rack presents an excellent opportunity in one of the area’s most desirable boating locations. Monthly condominium fee: $399.

100 Circuit Road Unit N41, Nokomis

209 Palm Avenue, Nokomis
$435,000
3 Beds ⋅ 3 Baths ⋅ Bay Point SubDv. ⋅ 34275 Zip Code
Virtually Staged. If you’ve been looking for a chance to create your own custom coastal escape, this Nokomis property West of the Trail is ready for its next chapter. Located just a mile from the sands of Casey Key and two miles from the North Jetty, the location is unbeatable. While several major systems have been updated—including the A/C (2022), re-pipe (2021), and impact windows (2020)—the interior is ready for your personality. The "bones" of this solid block home offer a flexible layout, featuring a Primary Suite with mudroom access and a bonus room with a third bath that is prime for a conversion into a home office or guest suite. Outside, the oversized third-of-an-acre lot provides a massive canvas for those dreaming of a pool or needing space for a boat and RV, though the landscaping and screened lanai are currently awaiting a refresh. This is a fantastic opportunity for a buyer who wants to bypass the "big ticket" maintenance items and focus their energy on the incredible coastal lifestyle.

209 Palm Avenue, Nokomis

101 Osprey Point Drive, Osprey
$4,790,000
4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Lakefront living and elevated architecture come together at 101 Osprey Point Drive, a Bo MacEwen-designed estate privately positioned on nearly an acre within the gates of Sarasota’s prestigious Oaks Bayside community. Spanning more than 5,000 square feet across two of the community’s most desirable homesites with 150 feet of water frontage, the residence blends timeless architecture, exceptional entertaining spaces, and a tranquil resort-style setting surrounded by lush landscaping and sweeping water views. An oversized granite-tiled circular drive and stately double-door entrance create a memorable arrival, leading into interiors defined by soaring ceilings, white onyx flooring with marble inlays, handcrafted millwork, dramatic fireplaces, crystal chandeliers, and walls of French doors opening to the lakefront terrace and pool. Designed for both elegant entertaining and everyday comfort, the home offers a series of richly detailed gathering spaces including a formal living room with dual fireplaces, a lakefront dining room with custom built-ins, a domed-ceiling sitting room ideal for cocktails or conversation, and a custom bar and wine room with etched-glass cabinetry, stone countertops, and display shelving. The remodeled chef’s kitchen combines classic design with modern functionality, featuring UltraKraft cabinetry, custom soffit lighting, Corian countertops, a center island with breakfast bar, and premium appliances including a Sub-Zero refrigerator, Wolf gas cooktop, wall oven, warming drawer, microwave, dual KitchenAid dishwashers, and wine refrigerator. A butler’s pantry and sunlit breakfast nook overlooking the gardens further enhance the home’s livability. The primary suite serves as a private retreat with a spacious sitting area, custom closets, and a spa-inspired bathroom renovated in 2025. Three additional guest suites with updated baths provide comfort and flexibility, including a separate suite ideally positioned for extended-stay guests, live-in assistance, or multigenerational living. Outdoor living is centered around an open-air pool, expansive entertaining deck, and cabana framed by mature landscaping and manicured hedges, creating a private oasis with peaceful lake views. Additional updates include refinished hardwood flooring, updated guest baths, and a Daikin 5-ton HVAC system installed in 2022. Located within The Oaks Club, residents enjoy access to one of Sarasota’s premier private club communities, offering two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center and spa, multiple dining venues, and a private community dock on Little Sarasota Bay. Just moments from Sarasota waterfront dining, Siesta Key beaches, and Sarasota/Venice cultural attractions, this distinguished lakefront estate presents an exceptional opportunity within one of the Gulf Coast’s most established luxury communities.

101 Osprey Point Drive, Osprey

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

120 Ventosa Place, Nokomis
$449,000
3 Beds ⋅ 2 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
This beautiful single-family home features 3 bedrooms plus a den and 2 bathrooms, located in the highly desirable gated community of Toscana Isles. The flexible den space can easily be used as a home office, den, or even a fourth bedroom. The home showcases an open floor plan with a well-appointed kitchen featuring a center island, granite countertops, crown molding, a walk-in pantry, and an adjoining dining area. Sliding glass doors from the dining space lead to a screened-in lanai, perfect for indoor-outdoor living. The main living areas feature ceramic tile flooring, while the bedrooms are comfortably carpeted. The primary suite offers dual walk-in closets and an ensuite bathroom with double vanities and a walk-in shower. Additional highlights include a tile roof, brick paver driveway, and covered lanai. Toscana Isles is a maintenance-free community offering resort-style amenities designed for an active and social lifestyle. Residents enjoy a heated community pool, a lakefront clubhouse with a catering kitchen, billiards room with bar and TVs, modern fitness center, tennis, pickleball, and bocce courts, as well as a playground and large fire pit. The community also offers opportunities for fishing, kayaking, and canoeing on its scenic lakes. Ideally located, Toscana Isles is just a short drive from downtown Venice and Sarasota, with convenient access to restaurants, shopping, the Legacy Trail, I-75, Tamiami Trail (US-41), and the new Sarasota Memorial Hospital Venice Campus.

120 Ventosa Place, Nokomis

400 Tortuga Drive, Nokomis
$524,999
3 Beds ⋅ 2 Baths ⋅ Sorrento Cay SubDv. ⋅ 34275 Zip Code
Tropical waterfront living in a prime Nokomis location! Freshly painted and filled with coastal charm, this inviting home offers a relaxed Florida lifestyle with a thoughtfully designed split floor plan for added privacy and flexibility. A separate office or sitting room provides the perfect space for working from home or additional living space. Interior features include tray ceilings, custom built-ins, a functional galley kitchen, and natural gas appliances. Enjoy added peace of mind with a durable metal roof, while the screened front porch offers a welcoming place to relax and enjoy the tropical surroundings. Out back, the screened lanai features Trex decking, a therapeutic spa, and a private dock overlooking the serene waterfront—creating an ideal setting for entertaining or unwinding. Conveniently located just minutes from beautiful Gulf beaches, dining, shopping, and everything Nokomis has to offer. A new 40-gallon water heater is being installed. **This property qualifies for a 1% lender incentive when using the preferred lender. Inquire for additional details.**

400 Tortuga Drive, Nokomis

352 Toscavilla Boulevard, Nokomis
$585,000
4 Beds ⋅ 4 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Experience refined Florida living in this beautifully designed 4-bedroom + den, 3.5-bath home, thoughtfully appointed with upscale finishes and set within a gated community with guard just 5–10 minutes from the beach, where endless sunsets await. Inside, enjoy tall 10-foot ceilings accented with crown molding and tray ceilings, creating a light, open, and elegant atmosphere throughout. Ceramic plank flooring flows through the main living areas, while plush carpeting in the bedrooms adds comfort and warmth. The flexible den is perfect for a home office, media room, or guest space. Designed for seamless indoor–outdoor living, the home features large three-panel sliding glass doors and a screened front entry, allowing refreshing tropical breezes to flow through the house year-round down the wide long main hallway. The layout includes a dedicated pool bath, already in place for your future pool dreams. Step outside of the screened lanai with specialty insect-resistant screens and plumbing for an outdoor kitchen, and become surrounded by lush tropical landscaping on your extended patio with space for grilling—perfect for relaxing, dining, or hosting guests. The home backs up to a dense, exceptionally quiet preserve, offering rare privacy and a tranquil setting where you can still hear birds and frogs, creating a true natural retreat. A whole-home surge protector adds peace of mind. Residents enjoy resort-style amenities including a newly renovated infinity-edge community pool and scenic community lakes perfect for fishing and kayaking for hours of outdoor enjoyment.

352 Toscavilla Boulevard, Nokomis

320 Tropic Drive, Osprey
$185,000
2 Beds ⋅ 2 Baths ⋅ Arbors SubDv. ⋅ 34229 Zip Code
Virtually Staged. Welcome to this Partially Furnished home in the desirable 55+ cooperative community of The Arbors!This property in The Arbors stands out primarily for its rare inclusion of a separate adjacent lot, providing significant flexibility for either added privacy or future expansion. This is a very special property as it includes a second lot with an existing beautiful gazebo and lighting. The possibilities are endless as this space can be kept for leisure or used to build an additional home. The seller invested $28,000 in fundamental upgrades, includin g: New subflooring and moisture barrier, Laminate flooring throughout main living areas and bathrooms, and Fresh carpeting in bedrooms and the Florida Room. The interior features an open floor plan with two bedrooms. The primary suite includes dual walk-in closets and a ensuite bath. This home is light and bright with a comfortable Florida Room—perfect for morning coffee or evening relaxation. A large outdoor shed offers abundant storage and includes a washer and dryer. This desirable lot is located in the pet-friendly section of the park. Monthly dues include an impressive list of amenities: access to the clubhouse, heated community pool, lawn service, water, garbage pickup, sewer, cable TV, and internet. The Seller recently spent $28,000 on a new sub floor, new moisture barrier, New laminate flooring in kitchen, dining, great room, bathrooms, and hallway. New carpet in both bedrooms and Florida room. There’s even an on-site storage area for your boats, RVs, or kayaks for a small fee! The location is unbeatable—close to Casey Key, the Legacy Trail, Walmart, shopping, restaurants and the Nokomis and Siesta Key Beaches. You’re also just a short drive from historic downtown Venice and the lively attractions of downtown Sarasota. The community also offers an active clubhouse, heated pool, dog run, shuffleboard, exercise area, and regular social events.

320 Tropic Drive, Osprey

280 Hidden Bay Drive Unit 302, Osprey
$719,000
3 Beds ⋅ 2 Baths ⋅ Edgewater At Hidden Bay SubDv. ⋅ 34229 Zip Code
Move right in and enjoy refined coastal living in this brand-new condominium at Edgewater at Hidden Bay. Offering 1,937 square feet, this thoughtfully designed home features three spacious bedrooms, two stylish bathrooms, and a versatile office—perfect for work or creativity. The sleek kitchen is the heart of the home, complete with premium LG appliances, solid wood cabinetry, and elegant quartz countertops. Sun-filled living spaces are enhanced by large windows with partial views of Little Sarasota Bay, creating a calm and inviting atmosphere. Well-appointed bedrooms and beautifully finished bathrooms provide comfort and style throughout, with high-end details and a seamless, modern layout. Set in the desirable Edgewater community, this home combines upscale living with easy access to scenic waterways and green spaces—offering the perfect balance of luxury and relaxation.

280 Hidden Bay Drive Unit 302, Osprey

4678 Silent Creek Way, Nokomis
$4,385,000
5 Beds ⋅ 4 Baths ⋅ Sorrento East SubDv. ⋅ 34275 Zip Code
Tucked away at the end of a quiet road on a breathtakingly private one-acre homesite, this extraordinary luxury gated estate overlooks the serene waters of South Creek with the untouched natural beauty of Oscar Scherer State Park creating an incomparable backdrop. Completely reimagined with a sophisticated contemporary aesthetic, this custom-built residence blends timeless architecture with high-end designer finishes and luxurious modern upgrades throughout. From the moment you arrive, the home makes a striking impression with its expansive front porch, lush new landscaping, updated driveway and beautiful natural surroundings. Inside, every space has been thoughtfully transformed with premium materials, stylish finishes, and exceptional attention to detail. The result is a home that feels luxurious and inviting with a chic contemporary style rarely found. Featuring five bedrooms and 3.5 baths, the expansive floor plan is designed for both elegant entertaining and comfortable everyday living. Upon entering, stunning views of South Creek immediately draw your attention through the open living spaces and out toward the resort-style outdoor setting. The completely redesigned gourmet kitchen is the centerpiece of the home, showcasing KitchenAid® professional appliances, custom cabinetry, designer lighting, and luxurious finishes throughout. The spacious family room with a built-in electric fireplace flows seamlessly from the kitchen, while the formal dining room, butler’s galley and large walk-in pantry create the perfect setting for upscale gatherings and entertaining. Additional bonus spaces include a large media/game room with flexibility for a home theater, fitness space, billiards room or lounge area. Throughout the home, every detail has been elevated, including new flooring, custom wall accents, designer paint selections, premium fixtures, sophisticated lighting and beautifully renovated baths and living spaces. Anderson windows further enhance the quality and craftsmanship found throughout the residence. Upstairs, two oversized guest bedrooms feature walk-in closets connected by a Jack-and-Jill bath, while built-in desk spaces create ideal work-from-home or study area flexibility. Outdoor living is equally spectacular and has been totally reimagined. The new covered and screened lanai with outdoor kitchen overlooks the newly enhanced pool and spa area featuring a brand-new picture-frame pool cage and elegant paver deck. Beyond the pool, a dock extends toward the peaceful waters of South Creek, where panoramic natural views and complete privacy create a truly breathtaking setting. The dock and creek can accommodate a boat up to approximately 24 feet with direct access to the Intracoastal Waterway and beyond, offering an exceptional opportunity to enjoy boating, waterfront dining, and the waterfront lifestyle directly from your backyard. Completing the property is an oversized three-car garage with abundant space for vehicles and recreational storage along with an additional shed for tools and equipment. A one-year home warranty is included. The home features 69 solar panels that provide electrical service to the entire home and heated saltwater pool. This system is not financed. Private, stylish, luxurious and surrounded by nature, this exceptional waterfront estate offers a rare opportunity to own a fully transformed retreat in one of Nokomis’ scenic and secluded locations.

4678 Silent Creek Way, Nokomis

156 Bishops Court Road, Osprey
$1,289,000
3 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
One or more photo(s) has been virtually staged. An expansive double lot, a quiet cul-de-sac setting and preserve views with no rear neighbors make this Bishops Court residence an exceptional private retreat. Mature oaks and lush landscaping frame the property, creating a sense of space and seclusion within this intimate gated enclave of The Oaks Preserve. Designed by renowned architect Frank Folsom Smith, the home pairs timeless architectural character with thoughtfully curated updates. Professional lawn care and irrigation are included in the monthly fees. The residence offers three bedrooms, three-and-a-half baths and inviting spaces that make the most of its natural surroundings. Hardwood floors, custom millwork, crown molding, vaulted ceilings, plantation shutters and two fireplaces bring warmth and character throughout. The great room flows into the screened Florida room and outdoor living areas, keeping the peaceful setting in view. A built-in serving bar and wine chiller enhance the dining room, while the updated kitchen features custom white cabinetry, granite countertops, stainless steel appliances, an oversized island and designer lighting. A Sonos sound system extends throughout the home. The primary suite offers its own quiet retreat, with vaulted ceilings, a bay-window sitting area and direct outdoor access. Renovated in 2023, the spa-inspired bathroom features marble-look tile, a frameless glass shower, dual vanities and a freestanding soaking tub beneath a skylight. The additional bathrooms have also been extensively renovated with designer fixtures and finishes. Custom storage, built-ins and shiplap detailing bring the same considered style to the laundry room. Upstairs, a spacious bonus room with a fireplace opens to a newly renovated second-story deck overlooking the treetops. Freshly painted in 2026 and complete with a full bathroom, this versatile level can serve as guest accommodations, a media room, home office, art studio or secluded lounge. Outside, the generous lot gives the pool area a remarkable sense of privacy. A seven-foot-deep heated pool and spa are surrounded by brick pavers and tropical landscaping, with tranquil preserve views beyond. Recent improvements include a new pool heater, filtration system, pump and motor; new lanai screening and aluminum framing; exterior paint completed in 2025; a new main-level air-conditioning system; and a new second-story flat roof with a warranty. Ownership in The Oaks Preserve provides access to The Oaks Club, where Golf or Social Membership is required with homeownership. Club amenities include two championship golf courses, Har-Tru tennis courts, pickleball, croquet, a fitness center, fine and casual dining, and a year-round social calendar. The Oaks Club has been recognized as a Platinum Club of America, a Distinguished Emerald Residential Country Club and an Audubon International Certified property. Located in Osprey between Sarasota and Venice, the home places Gulf Coast beaches, boating, the Legacy Trail, Oscar Scherer State Park, Pine View School, downtown Sarasota and historic Venice within easy reach.

156 Bishops Court Road, Osprey

135 Tina Island Drive, Osprey
$3,295,000
3 Beds ⋅ 5 Baths ⋅ Sorrento Shores SubDv. ⋅ 34229 Zip Code
**EXCEPTIONAL WATERFRONT RESIDENCE with 210 ft CANAL FRONTAGE** in desirable Sorrento Shores, offering Deep Water access with No Bridges to the Bay/Gulf. Privately situated on a quiet cul-de-sac, the property enjoys tranquil water and palm views from nearly every room, with canals often visited by manatees and dolphins. Originally built in 1965, then Demolished and Re-Built in 2011 with solid concrete block construction on both levels and encompassing 6,254 sq ft under roof, this residence is designed for durability and peace of mind. The elevated main living level at an 18 ft elevation, features Double-insulated Hurricane-Impact windows and sliding doors on the main level, hurricane impact windows on the lower level, and wraparound balconies with a private lanai to take in sunrise and sunset views. The open-concept interior is designed for comfort and entertaining, highlighted by 14 ft coffered ceilings, crown molding, custom built-ins, LED lighting, and abundant natural light. The kitchen is beautifully appointed with a large granite island, generous counter space, and a gallery window framing the water. The home offers 3 Bedrooms (all En Suite), 3 Full and 1 Half Baths on main level and an additional Full Bath on the lower level. The spacious primary suite includes balcony access, three custom closets, and a spa-style bath with dual vanities, makeup counter, jetted tub, and oversized tiled shower. The lower level entails an additional nonconforming bedroom, bathroom and recreation room with access to outdoor patio. 4-Car Garage plus extensive space for storage and recreational equipment. Construction features include energy-efficient closed-cell insulation, interior metal framing, Hardie/cement board on lower level, concrete stairway, elevator shaft (currently used as a safe room), freshly painted exterior. Enjoy the large paved patio with ample room to add a Pool. Ideally located near world-renowned beaches including Nokomis Beach and #1 rated Siesta Beach, shopping, dining, cultural attractions, and the highly rated Pine View School.

135 Tina Island Drive, 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

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

51 Mac Ewen Drive Unit 14, Osprey
$285,000
1 Beds ⋅ 1 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
This completely updated 595 sq ft second-floor condominium is located in the Windsor Lodge behind the gates of The Oaks. It features top-of-the-line finishes and is accessible by both elevator and stairs. Offered turn-key furnished, the unit includes a full kitchen equipped with a full-size refrigerator, combination oven/microwave, cooktop and dishwasher. The open concept living and bedroom area is complemented by a full bathroom with a walk-in shower. It has a beautiful foyer, luxury laminate flooring, and is clean and well-maintained. From your window, you can enjoy lovely views out over the pool, across to the lake. This is an incredible opportunity to own your personal sanctuary, perfect for weekend golfers, vacationing guests or weekend get-a-ways. And you will appreciate the flexible rental policy. Windsor Lodge Residents have their own private swimming pool and club house. The Oaks, Sarasota’s premier golf and country club, has two championship golf courses, an outstanding tennis program, pickle ball and croquet courts, a junior Olympic community pool, state-of-the-art fitness center and offers a wide variety of dining, recreational and social options.

51 Mac Ewen Drive Unit 14, Osprey

51 Macewen Drive Unit 5, Osprey
$235,000
1 Beds ⋅ 1 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Discover a rare opportunity to own a serene retreat in The Oaks, one of Sarasota’s most sought-after private golf and country club communities. This bright, beautifully updated ground-floor studio is offered fully turnkey furnished, making it ideal as a seasonal getaway, or income-producing rental. Thoughtfully designed for both comfort and functionality, the open-concept layout seamlessly blends the living and sleeping areas. The updated kitchenette features dishwasher, oven, stove, fridge, freezer, microwave, quartz countertops, complemented by a dining nook and a convenient workspace. The modern bathroom includes a huge walk-in shower. Take in peaceful water views and picturesque scenes of the 18th fairway on the Eagle Course right from your patio. Residents of Windsor Lodge enjoy exclusive access to their own private pool. Short-term rentals are permitted, offering flexibility and excellent investment potential. Membership to The Oaks Club, a private, member-owned community renowned for its exceptional lifestyle amenities, is mandatory. Enjoy two championship golf courses, twelve tennis- and four pickleball courts, croquet lawns, pool and a state-of-the-art fitness and WellFit center. The expansive clubhouse features three dining venues, banquet facilities, and a vibrant social calendar. Perfectly positioned just 15 minutes from Siesta Key Beach, this property combines luxury living with unbeatable convenience in one of Sarasota’s premier locations.

51 Macewen Drive Unit 5, Osprey

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

1527 Buoy Lane, Osprey
$1,165,000
3 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Beautifully and thoroughly recently updated beach style home in Southbay Yacht and Racquet club featuring 10 foot ceilings. 2026 AC unit, 2024 tile roof, 2023 driveway, cabinets, lighting, appliances, tile and carpet are just the beginning. 2023 pool and spa led lighting, Pentair controller, saltwater conversion, and owned 250 gallon propane. Dry bar with ice maker, wine fridge, and beverage fridge. Large covered outdoor living space overlooking the large lanai with tv, private tanning area, and room to entertain. A split bedroom design, game room with space for billiards table, and separate dining area, and great room surround the private courtyard layout designed to entertain. Ample storage throughout including an air conditioned, secure 12x7 storeroom. Southbay Yacht and Racquet Club offers a clubhouse, tennis, pickleball, basketball, shuffleboard, playground, and low fee, exclusive dockage for residents in the deep water marina. Frequent community activities provide opportunities for an active social atmosphere from cruises to sports.

1527 Buoy Lane, Osprey

313 Lookout Point Drive, Osprey
$5,999,999
4 Beds ⋅ 5 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Bring your yacht. This is Sarasota waterfront living at its most refined. First time on the market, this custom-built John Cannon estate is perfectly positioned within Southbay Yacht & Racquet Club—one of Sarasota’s most exclusive waterfront communities offering a true private yacht club lifestyle within the neighborhood. With a deep-water marina reserved for residents, accommodating vessels up to 55 feet, and direct access to the Intracoastal Waterway and Gulf of Mexico, this is a setting designed for those who expect seamless access to life on the water. Privately situated on a homesite surrounded by water on two sides, the property offers a rare level of exposure and presence. From your outdoor living spaces, the backdrop is ever-changing—boats moving through the marina, dolphins just beyond your dock, and unobstructed sunsets that define the end of each day. Inside, the residence is a study in craftsmanship and comfort, where rich wood detailing carries throughout—from the staircase to the ceilings in the main living areas and extending into the outdoor spaces—creating a warm, architectural continuity rarely seen. Walls of impact-rated windows and doors bring in natural light while offering peace of mind, while expansive sliders pocket away completely—creating a perfect expression of Florida living with seamless indoor-outdoor flow and unobstructed sunset views across the bay. The kitchen is both striking and highly functional, appointed with Wolf and Miele appliances, dual Sub-Zero refrigerators, a warming drawer, two sinks, and a concealed pantry, all complemented by generous storage and oversized closets throughout the home. A fireplace anchors the main living space, adding warmth and ambiance. Designed for real life as beautifully as it is for entertaining, the home also features a thoughtfully designed mudroom off the garage entry, creating an organized and functional transition into the home. Outdoor living is equally elevated and designed for year-round enjoyment. Electronic roll-down screens allow you to fully enjoy the outdoor kitchen, complete with a propane grill and hood, sink, and composite cabinetry. Just beyond, a propane-fed fire pit creates the perfect setting for evenings by the pool. The separate air-conditioned poolside cabana offers stunning bayfront views and is equipped with its own refrigerator and ice maker—ideal for entertaining or creating a private retreat for guests. The floor plan is thoughtfully designed, offering 4 bedrooms, 4.5 baths, a private office, upstairs lounge, and expansive laundry room—balancing everyday livability with elevated design. For collectors and enthusiasts, the 5-car garage with 9,000 lb lift provides exceptional capacity, while the 110-foot private dock with jet ski lift delivers a level of waterfront utility that is increasingly rare. Southbay Yacht & Racquet Club offers a curated lifestyle with a private marina, clubhouse, fitness center, heated pool, tennis and pickleball courts, and walking trails—all within minutes of Casey Key, where pristine beaches, waterfront dining, and relaxed coastal elegance define the surrounding area. This is a property that stands apart. Compare it to anything else on the market and the value is clear. Priced to sell, with a motivated seller.

313 Lookout Point Drive, Osprey

621 Casey Key Road, Nokomis
$4,750,000
2 Beds ⋅ 2 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Rare Gulf-front offering with 100 feet of private sandy beach on approximately 0.75 acres, delivering exceptional privacy on one of Casey Key’s most coveted stretches. With no easements, the property offers a clean, uninterrupted canvas for future development or immediate enjoyment. A charming, remodeled vintage cottage anchors the site, offering 2 bedrooms and 1,140 square feet—ideal as a beach retreat or interim residence while designing and building a larger Gulf-front estate. The grounds are a lush botanical oasis, thoughtfully designed with multiple outdoor living elements including an open-air pool, gazebo, pavilion, and pergola—each positioned to capture Gulf breezes and the natural rhythm of the shoreline. This is a rare combination of usable Gulf frontage, privacy, and scale—well-suited for a custom luxury residence with expansive outdoor living. Located along the quiet, residential stretch of Casey Key, known for its low density and natural beauty, yet just minutes to the cultural and culinary offerings of Sarasota. A compelling opportunity to create a legacy Gulf-front estate in one of the Gulf Coast’s most sought-after barrier island communities.

621 Casey Key Road, Nokomis

204 Crown Point Drive, Nokomis
$185,000
2 Beds ⋅ 2 Baths ⋅ Kings Gate Club SubDv. ⋅ 34275 Zip Code
Welcome to easy Florida living at 204 Crown Point in Nokomis! Located in a gated, amenity-rich community where the lifestyle truly shines. Bring your boat, RV, fishing pole, and flip-flops. Whether you’re escaping the cold or planning to enjoy Florida year-round, this is the perfect place to call home. You’ll own your own land with low HOA fees, a rare and valuable bonus. This 2-bedroom, 1.5-bath home features a 1989 mobile frame that was completely re-imagined, reconfigured, and rebuilt in 2023, you would think it was built new. Enjoy cathedral ceilings, an open floor plan, and a light, bright interior that feels modern and welcoming. Partially furnished for convenience and move-in ease. Don't miss out, now is the time.

204 Crown Point Drive, 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

221 Lychee Road, Nokomis
$1,650,000
5 Beds ⋅ 4 Baths ⋅ 34275 Zip Code
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, Nokomis

504 Bay Point Avenue, Nokomis
$2,599,000
4 Beds ⋅ 3 Baths ⋅ Bay Point Corr Of SubDv. ⋅ 34275 Zip Code
Pre-Construction. To be built. Exceptional opportunity to own a custom new construction luxury home with Key West–inspired architectural flair, built by a premier Florida design-build firm. This thoughtfully designed residence is constructed on a solid two-story foundation and features impact-rated windows and doors for enhanced durability and peace of mind. A dramatic two-story foyer welcomes you into a light-filled interior showcasing refined finishes throughout. The open-concept floor plan is designed to maximize natural light while seamlessly connecting indoor and outdoor living spaces—ideal for both everyday living and entertaining. The private backyard retreat includes a resort-style pool and spa (optional upgrades), lush landscaping, and a covered lanai with a fully equipped outdoor kitchen, pizza oven (optional), and wood-burning fireplace, creating an exceptional setting for year-round enjoyment. An enclosed entertainment area attached to the main residence adds valuable flexible living space. The chef’s kitchen features high-end European-style cabinetry, granite countertops, pot filler, 48” professional range, double ovens, and a walk-in pantry, with an optional walk-in cooler and freezer. Adjacent to the kitchen is a striking floor-to-ceiling glass wine cellar, offering both function and architectural impact. The spacious primary suite serves as a private retreat, featuring a large custom closet and private balcony access from both the bedroom and closet. Interior highlights include solid-core doors, tray ceilings, large-format tile flooring, integrated smart-home technology, and a state-of-the-art security system. The home includes a two-car garage, along with a separate third-car garage located on the opposite side of the front of the home, providing added functionality and design balance. As a pre-construction offering, the buyer has the opportunity to select all desired finishes, creating a truly personalized residence. Ideally located less than one mile from Nokomis Beach, offering convenient access to pristine beaches, dining, and coastal amenities. Please note: Certain features, finishes, and amenities shown or described are optional upgrades and are not included in the base price.

504 Bay Point Avenue, Nokomis