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Browse All Osprey/Nokomis FL 6+ Bathroom Properties for Sale

$974,900
3 Beds ⋅ 6 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Embrace the enchanting waterfront lifestyle you’ve always dreamed of with this breathtaking Easton floor plan, perfectly positioned on a premium and oversized lakefront lot that features a sparkling bright southern exposure. This remarkable home is crafted for today’s living, featuring three generously sized bedrooms and a den on the first floor, four full bathrooms, two half bathrooms, an oversized second story bonus room with full bath, and an impressive three-car garage. You will love the extended lanai, equipped with a luxurious outdoor kitchen designed specifically for the modern homeowner who enjoys entertaining and cooking al fresco. As you explore this exceptional residence, you’ll be captivated by the thoughtful upgrades seamlessly woven throughout. Feel secure behind hurricane impact windows and doors, while you relax and take in the high quality, luxury interior details such as elegant wood plank porcelain tile flooring that graces the downstairs, the stately 8-foot doors complemented by sophisticated baseboards and crown molding, and the stunning Restoration Hardware crystal chandeliers that add a refined touch of glamour to your living spaces. The expansive, open-concept kitchen is a true haven for any chef. It features upgraded white modern cabinets with soft-close drawers and doors and pull-outs, and striking granite countertops with matching backsplashes that enhance the elegance of the space. You will truly appreciate the well-thought-out split floor plan, ensuring your private primary suite is tucked away at the back, providing a peaceful retreat, while the additional bedrooms at the front are conveniently accessible. Plus, a spacious office/den elevates the functionality of your living area. Your lavish primary suite is designed for relaxation, showcasing two generous walk-in closets and a luxurious, oversized walk-in shower. Dual sinks and a handy separate linen closet add to the convenience. Guests will enjoy the thoughtfully designed second bedroom, which comes complete with its own en-suite bath featuring a walk-in shower, ensuring everyone’s privacy. Enjoy your hobbies in the incredible 600-square-foot upstairs multipurpose bonus room featuring its own private full bath, or if needed, use it as an additional bedroom. Step outside to discover a vast covered lanai, perfect for relaxation, along with a caged extended patio with panorama view screen. The outdoor kitchen is a culinary delight, complete with a spacious grill, sink, two beverage refrigerators, warming drawer, and an impressive stainless steel vent hood. Welcome to the vibrant Toscana Isles community, where an active lifestyle awaits! You can indulge in kayaking, canoeing, and fishing on over 200 acres of interconnected lakes, all just a stone’s throw from your home. The fabulous 8,000-square-foot clubhouse invites you to explore an array of amenities including a state-of-the-art fitness center, a grand ballroom perfect for gatherings, and a billiards room for enjoyable game nights. Beautiful Nokomis Beach is just six miles away, a quick 10-minute drive! You’ll also find easy access to the Legacy Bike Trail and the vibrant downtown areas of Venice and Sarasota, brimming with culture, shopping, and gourmet dining options. Plus, the nearby new Sarasota Memorial Hospital Venice Campus ensures added peace of mind and accessibility. Dive into this wonderful lifestyle today, you truly deserve it!

289 Villoresi Boulevard, Nokomis
$1,900,000
5 Beds ⋅ 8 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Virtually Staged. A rare canvas of luxury, positioned on a lush double lot within the sought-after, gated community of The Oaks, in Osprey, adjacent to stunning Sarasota, known for the arts. Bordering the Heron Course on the eighth fairway, this iconic two-story estate boasts incredible opportunity for limitless potential. The entire interior is freshly painted, to enhance vision of stateliness. With five bedrooms, 7.5 baths and a sprawling layout, this magnificent property is an exceptional backdrop, just waiting for your personal touch. Arrive in style via the elegant front circular driveway or utilize the private rear driveway leading to a rare four-car garage. Inside, the home is masterfully designed for grand entertaining and everyday comfort, with a sweeping curved stairway at the entrance, setting the stage to an exquisite residence. The first floor features a formal living room and a sun-drenched family room complete with a fireplace, custom built-ins and multiple French doors, leading to the outdoor bliss. A screened lanai lays the foundation for Florida living at its finest, showcasing an enormous 33-by-46-foot sparkling heated pool and spa, expansive patio and an outdoor kitchen. The expansive open kitchen is a chef's dream, flowing seamlessly into a casual breakfast nook. For formal affairs, the large dining room offers custom cabinetry and an adjacent wet bar. The main-floor primary retreat is a sanctuary, featuring a dedicated sitting area and luxurious dual en-suite baths. There is more closet space than a clothes diva could possibly desire. The first floor is completed by a handsome office/library with built-ins, a powder room and a guest bedroom. Upstairs, you will find three additional en-suite bedrooms, one of which benefits from private back-staircase access, ideal for an au pair, in-laws or VIP guests. With every bedroom featuring its private bath, privacy is guaranteed for all. Outdoors, the walled double lot provides a private tropical oasis, all with tranquil, serene views. On a practical note, roof was replaced in 2019, with hurricane shutters, for peace of mind. Two 18-hole championship golf courses, 12 Har-Tru tennis courts (four lighted), croquet and pickleball courts, a state-of-the art fitness center, fine and casual dining options and a calendar of social events, The Oaks is Sarasota’s leading golf and country club.

916 Macewen Drive, Osprey
$1,590,000
6 Beds ⋅ 6 Baths ⋅ Bay Point SubDv. ⋅ 34275 Zip Code
Welcome to a one of a kind coastal retreat tucked along a quiet, tree lined street in the heart of Nokomis, where the pace slows down and the Gulf sits only minutes away. Being sold with the furnishings negotiable, you could move right in and start living the dream! Rare and versatile, this fully refinished property pairs a spacious main home with a fully separate attached suite, complete with its own address, for true multigenerational living. Wrapped in soft sage siding with crisp white trim, gambrel rooflines and dormer windows, the two story home carries all the charm of a classic Florida cottage while living far larger than first meets the eye. Inside, wood look luxury vinyl plank flows underfoot beneath recessed lighting in a bright, open concept plan. The remodeled kitchen is a true showstopper, pairing white shaker cabinetry and brushed gold hardware with dramatic Da Vinci Green quartzite counters from Brazil, a full height matching backsplash, stainless appliances and a peninsula with casual seating. It opens to a sunlit dining area framed by a sleek wood slat stair rail and a spacious living room with French doors to the screened porch, plus a cozy media room and a stylish butler's pantry with wine storage. Upstairs, four bedrooms are anchored by a serene primary suite with skylit dormer ceilings, its operable skylights fitted with electric Velux shades, and a spa inspired bath dressed in iridescent tile with a frameless glass shower and dual marble topped vanities. The oversized walk-in closet is a showpiece all its own, wrapped in custom built-ins that conceal a secret door opening to a private staircase down to its own entrance. A convenient upstairs laundry keeps daily routines close to the bedrooms, and the additional bedrooms are bright and full of character, served by beautifully updated baths with designer tile and finishes. What truly sets this property apart is the attached accessory dwelling, complete with its own separate address, private entrance and private driveway. Turnkey and full of coastal cottage charm, it offers two bedrooms and two full baths, one an ensuite, plus a renovated kitchen with white cabinetry and patterned tile, a bright living room, a secondary laundry and a private outdoor shower. Whether it hosts extended family, long term guests or rental income, it delivers genuine independence beneath the same roofline. Outside, the fully fenced grounds are a private tropical escape shaded by mature oaks and swaying palms, with room for a trampoline and basketball, a two story shed with a golf cart door, and an open air carport, all served by a long driveway. Kayaks tuck away easily, and the community offers two kayak launches to Lyons Bay just moments away. Peace of mind comes built in, with transferable warranties on the roof, the accessory dwelling foundation pillars, the windows and the siding. Close to Nokomis Beach, the Legacy Trail, waterfront dining and downtown Venice, with Sarasota and I-75 an easy drive, this is Gulf Coast living with room for everyone. Come experience all it has to offer. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

405 Bay Point Avenue, Nokomis
$4,790,000
4 Beds ⋅ 6 Baths ⋅ The 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
$1,075,000
3 Beds ⋅ 6 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Exceptional premium lakefront lot, 3BR, a formal office, 4 full baths, 2 half baths, an upstairs bonus room, and a spacious 3 car garage.

259 Toscavilla Boulevard, 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
$1,950,000
5 Beds ⋅ 6 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Welcome to an exceptional estate in The Oaks Bayside, where timeless elegance meets modern luxury in one of Sarasota County’s most prestigious gated communities. Perfectly positioned on a private, lush homesite beneath a canopy of majestic oaks, this stunning 5-bedroom, 6-bath residence offers the ideal blend of space, sophistication, and serenity. Step inside to discover a thoughtfully designed floor plan with expansive living areas, soaring ceilings, and an abundance of natural light. At the heart of the home is a completely renovated chef’s kitchen, featuring high-end finishes, premium appliances, custom cabinetry, and a seamless flow into the main living and entertaining spaces, perfect for both everyday living and hosting guests in style. Each of the five spacious bedrooms offers comfort and privacy, while the six bathrooms provide ample convenience for family and guests. Recent updates include a brand-new roof, and renovated kitchen, offering peace of mind and long-term value for the next owner. Outdoor living is equally impressive, with tranquil surroundings that capture the essence of Florida living, ideal for relaxing, entertaining, or simply enjoying the natural beauty that defines The Oaks Bayside. Residents enjoy access to The Oaks Club, a private, member-owned country club offering championship golf, tennis, fitness, dining, and a vibrant social lifestyle. Conveniently located near top-rated schools, beaches, dining, and shopping, this home delivers the perfect balance of privacy and accessibility. Experience refined living in one of the area’s most sought after communities, this is more than a home, it’s a lifestyle.

97 Sugar Mill Drive, Osprey
$2,300,000
4 Beds ⋅ 6 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Located in the prestigious gated community of The Oaks Golf & Country Club in Osprey (Sarasota area), this elegant single-story residence at 530 N Mac Ewen Drive offers resort-style living with championship golf just steps away. Spanning 4,346 square feet under air and 5,837 square feet under roof on an oversized lot, the home features 4 bedrooms, 5 full bathrooms, 1 half bathroom, and a 3-car garage with built-in cabinets and the bonus of a car lift allowing for 4 cars in total. Presented fully furnished and turnkey, this meticulously maintained home is move-in ready and showcases exceptional craftsmanship throughout. Italian granite flows through the interiors, complemented by designer lighting and a whole-house water softener/filtration system. The custom handcrafted kitchen is a chef’s dream, complete with a hidden pantry, soft-close drawers and doors, spice drawers, double oven, and premium Viking Pro appliances. A custom built-in wet bar with ice machine and pull-outs adds convenience for entertaining, while a panoramic electric fireplace anchors the living spaces. A built-in sound system throughout the home and custom closets in every bedroom (including a Therma Sol steam shower in the primary suite) enhance daily comfort. Additional practical luxuries include a bolted-in safe. Step outside to an expansive lanai and backyard oasis featuring a custom-designed pool and hot tub with fire feature, plus a fully equipped outdoor kitchen—perfect for al fresco dining and year-round enjoyment. Industrial-grade landscape lighting (valued at $40K) beautifully illuminates the mature, oversized lot. Residents of The Oaks enjoy 24/7 gated security and world-class amenities including two 18-hole championship golf courses, tennis courts, pickleball, a state-of-the-art fitness center, and vibrant social events. This turnkey luxury home in one of Sarasota County’s most sought-after private communities is an exceptional opportunity for discerning buyers seeking refined coastal Florida living. Roof is 2017 (Tile) and A/C is newer (2023)

530 N Mac Ewen Drive, Osprey
$2,189,000
5 Beds ⋅ 6 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
This exquisite 5 bedroom, 5.5 bath residence in The Oaks Clubside has undergone extensive structural, mechanical, and aesthetic upgrades over the past three years, significantly enhancing storm resilience, energy efficiency, outdoor living, and overall day-to-day living. Spacious and well planned, it offers room for loved ones, visiting guests, and live-in help or in-laws. The master suite is incredible, with his and hers bathrooms. Each side has its own vanity and toilet and provides access to the shared glass shower. Additionally, there is an office with pool view, making this area a true owner’s sanctuary. The upstairs areas are split. On one side, there are 3 bedrooms, one en suite. The other two bedrooms share a bathroom. Here you will find a deck with one of the four retractable awnings installed in 2024. On the other side, over the 3 car garage, and completely separate, you will find studio apartment. The huge, rescreened pool area has been updated with a built-in grill, new pool equipment and three retractable awnings and the pool was resurfaced and retiled. This home is a rare find, offering unparalleled upgrades and enhancements that make it a perfect blend of luxury and functionality. There are too many to describe here, but a complete list of upgrades is available. Don't miss the opportunity to own this exceptional home!

370 Sugar Mill Drive, Osprey
$2,300,000
4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
This beautiful custom designed home will captivate you from the moment you  enter the front door. Located in the extremely sought after Oaks Country Club, this recently renovated home is sure to impress with picturesque views of the golf course. Privacy and entertaining are at the top of the list for this tastefully remodeled home, offering 4 bedrooms and 5 ½ baths. Marble and wood floors are in the main living areas. You are certain to have plenty of room for visiting family and friends, with a living room, fireplace, and family room all overlooking large pool area, lush landscaping, and golf course. The kitchen is waiting for your culinary skills, with stunning Quartz countertops, an island, a Thermador gas range, complete stainless appliances including double ovens with a warming drawer, extensive wood cabinetry, wine refrigeration and dining space for six. The dining room seats 12 comfortably, has handsome wood floors, and plenty of light. Two full size closet pantries offer plenty of storage space for kitchenware. The study/den has extensive built in shelving for your book collection. hurricane impact sliding doors lead you to the immense lanai, with a completely outfitted outdoor kitchen and fireplace, and multiple seating areas for dining al fresco. The generous pool and spa, all newly surfaced, are sure to complete your lifestyle. The first floor has an extremely spacious owner’s suite complete with a sitting area and three custom designed walk in closets. Also, an exercise or bonus room completes the owner’s wing. The generous bath has a walk in shower, jetted Jacuzzi, and separate vanity areas. An en suite guest bedroom is on the first floor as well. The elevator or stairs take you to the second level where you will find two en suite guest rooms complete with a cozy sitting area. This home is ready for its new owners with newer air conditioning systems, pool equipment, epoxy flooring in the 3 car garage and professional landscaping. The Oaks Country Club is a Platinum Club of America, and Emerald Club, offering two 18 hole golf courses, tennis, pickleball, croquet, fitness center, dining, and an extremely active social calendar. No need to look further, this is the one! Membership is required. Conveniently located to beautiful beaches, the Legacy

896 Macewen Drive, Osprey
$665,000
8 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
This rare coastal multifamily opportunity offers strong value-add potential in the highly sought-after Nokomis–Venice corridor, just off U.S. 41 (Tamiami Trail)—one of the region’s busiest commercial and residential corridors. The property currently consists of four units across two concrete-block buildings on a 14,130 sq. ft. lot, with flexible RMF-3 zoning that allows for expansion to a total of six units. Existing layouts include a mix of two 2BD/2BA and two 3BD/2BA units, with the potential to create four 1 BD/1BA units through strategic renovation or redevelopment. Recent capital improvements—new roofs, multiple AC systems, renovated kitchens, and full connection to public water and sewer (2022)—significantly reduce near-term expenses and position the property for immediate income growth. Current rents are approximately $200 below market, and occupancy stands at 50%, offering substantial upside. Durable concrete-block construction, potential in-unit laundry, patios/balconies, and central AC enhance long-term tenant appeal. The property’s prime location delivers high visibility and convenient access to Nokomis Beach, Venice Island, I-75, and major Sarasota employment centers, drawing a broad and steady renter base. Importantly, only one of the two buildings has been fully renovated, leaving additional value-add potential through upgrades to the second building—as well as the ability to increase density under existing zoning. This investment represents a rare chance to acquire a coastal multifamily asset in a supply-constrained, high-demand rental market, with both near-term income upside and long-term appreciation potential—plus the unique opportunity to expand from four units to six.

210 Albee Road W, Nokomis
$2,100,000
5 Beds ⋅ 6 Baths ⋅ South Creek SubDv. ⋅ 34229 Zip Code
Positioned on South Creek just off the Intracoastal Waterway with beautiful views and over 130 FEET of WATERFRONT, this 5-bedroom, 5.5-bath coastal estate offers over 4,261 square feet of refined waterfront living anchored by a truly spectacular backyard oasis. The heated saltwater PebbleTec pool, featuring an impressive 10-FOOT DEPTH, is paired with a separate spa and framed by elegant travertine pavers, with a covered dining area providing a perfect setting for shaded entertaining. An expansive waterfront deck extends beyond the screened lanai for lounging and alfresco dinners overlooking the water. Steps lead to a private dock with a 7,000-pound boat lift and a DEDICATED KAYAK LAUNCH, creating seamless access to the Intracoastal lifestyle. Inside, five generously sized bedrooms each feature ensuite baths and large walk-in closets, with two bedrooms conveniently located on the first floor along with a dedicated office, den, or bonus room. The renovated kitchen is designed for both beauty and function with a Thermador cooktop, Jenn- Airconvection and built-in ovens, a large island, and a passthrough window for effortless outdoor entertaining. The dining area overlooks the pool and includes hurricane-impact sliding doors, a coffee or dry bar with mini-fridge, and additional custom cabinetry for storage. The living room is highlighted by soaring ceilings, transom windows, additional hurricane impact sliding glass doors, and charming shiplap ceiling details, creating a light-filled coastal ambiance. Upstairs, three additional bedrooms and a loft gathering area overlook the living space below, with the true primary suite on the second level along with two waterfront-view bedrooms, all featuring ensuite baths and generous closets, plus a second-floor laundry hookup for added convenience. A spacious three-car garage and elegant U-shaped driveway complete the home. This home has been replumbed and features new lift motors (2025). Located within a gated community offering a basketball court, day dock, playground, and low HOA fees, this property is just 5 miles to Nokomis Beach on Casey Key, 15 miles to downtown Sarasota, 6 miles to the Island of Venice, and 6 miles to Sarasota Memorial Hospital, with Oscar Scherer State Park right nearby for nature lovers and outdoor enthusiasts.

479 South Creek Drive, Osprey
$4,700,000
4 Beds ⋅ 6 Baths ⋅ Sarabay Acres SubDv. ⋅ 34229 Zip Code
Virtually Staged. PREMIER HIGH-ELEVATION BAYFRONT ESTATE ON 2 PRIVATE ACRES 4 Bedrooms | 5.5 Bathrooms | 6,308 Sq. Ft. | 730 Sarabay Road is a rare opportunity to own two acres of private waterfront property in Osprey. Situated at the end of a long gated drive by a private pond, this expansive estate offers privacy, luxury, and direct boating access to the Gulf through nearby Midnight Pass. Positioned along 100 feet of Little Sarasota Bay frontage, it includes a private dock and 15,000-lb boat lift. Inside, the residence provides over 6,300 square feet of living space, soaring ceilings, walls of windows, and sweeping bay views. Wide-plank oak and floor-to-ceiling hurricane-impact windows frame generous living spaces designed for entertaining and an open-plan gourmet kitchen. The primary suite includes a spa-inspired bath and spacious walk-in closets. Upstairs, three en suite bedrooms feature views over the bay; an additional room offers flexibility as a sitting room or fifth bedroom. Outside, a large travertine terrace, resort-style pool and hot tub, propane fire pit, and broad bayside lawn showcase Sarasota’s brilliant sunsets. A four-car attached garage and air-conditioned, detached three-car garage offer space for car collectors, or for an artist’s studio or home gym. Ideally located between Sarasota and Venice, the home has easy access to Siesta Key and Nokomis beaches as well as to the many cultural attractions of Sarasota’s downtown. Additionally, the home has a documented history of no flooding, water intrusion, or hurricane damage, providing significant peace of mind. This bayfront estate is a unique combination of lush acreage, secure elevation, boating access, and luxury coastal living—a complete waterfront lifestyle.

730 Sarabay Road, Osprey
$1,950,000
4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
**ELEGANT UPDATED RESIDENCE IN THE OAKS | MODERN COMFORT ON A .83-ACRE CORNER LOT** Welcome to 538 Dove Pointe, an exceptional residence in the secure and gated Oaks Country Club community in Osprey, Florida. Set on a generous .83-acre elevated lot, this beautifully landscaped property offers the perfect combination of privacy, sophistication, and modern comfort. Built in 2002, this newer home showcases timeless architecture with a thoughtful layout and extensive 2023–2025 updates throughout. From its striking curb appeal to its serene outdoor living spaces, every detail has been meticulously curated. Inside, the home offers 4 EN SUITE BEDROOMS, 5.5 BATHS, and a 3-CAR GARAGE that’s been freshly painted and upgraded with a new epoxy floor. Walls of glass fill the home with natural light, complemented by plantation shutters and new motorized window shades throughout. Major updates include a new tile roof (August 2025), two new HVAC units, new LED lighting, and new outlets and light switches across the home. The entire interior and exterior were freshly painted in 2023, giving the home a bright and modern aesthetic. The primary suite is a private retreat, featuring new flooring, a spacious bath, and a bonus office/dressing area for added versatility. A separate office or sitting room, also with new floors, provides ideal space for remote work or quiet relaxation. The three additional bedrooms feature new carpeting, creating a cohesive and comfortable atmosphere. The chef’s kitchen is equipped with new stainless-steel appliances (refrigerator, dishwasher, – all 2025) and flows seamlessly to the main living areas and outdoor entertainment space. There is a new 2025 washer and dryer as well. Step outside to your private Florida oasis — a covered lanai with a full outdoor kitchen and a large motorized Sunbrella shade for comfort and convenience. The property’s two fountains (one new) and professionally graded, elevated landscaping create a lush and tranquil environment perfect for al fresco dining or quiet reflection. 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 and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

538 Dove Pointe Drive, Osprey
$3,650,000
4 Beds ⋅ 7 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Nestled within the exclusive gated community of the Oaks Club in Osprey, Florida. This singular estate represents a masterful confluence of architectural refinement and modern luxury, encompassing nearly 7000 ft.² of conditioned living space, the residence has undergone an extraordinary transformation – reflecting an investment exceeding $1.5 million – to achieve a standard of craftsmanship seldom encountered in contemporary homes. The grand foyer reimagined with architectural restraint and elegance, opens to a series of impeccably curated, living spaces defined by scale, light and material integrity. The entire home has been freshly repainted, presenting a pristine, harmonious aesthetic that enhances the interplay of color, texture and light throughout. The kitchen rebuilt from its foundation up is a tour de force of design and function-anchored by bespoke ultra-custom cabinetry, expansive, quartz surfaces, and a suite of professional grade Thermador appliances. These include three wall, ovens a speed-cook microwave, an induction cooktop, dual dishwashers, two wine coolers, a U-line beverage refrigerator, and an impressive new side by side Thermador refrigerator and freezer. Every culinary and social experience is elevated by thoughtful details such as Newport Brass fixtures, elegant chandeliers, and an exceptional walk-in pantry that unite beauty and practical design. The primary suite embodies serene granuer, featuring a newly constructed bath with custom cabinetry, a sculptural freestanding tub, and dual shower-all finished in large format, porcelain tile. A remarkable walk-in closet includes a concealed storage and safe room, melding security with sophistication. Two additional bedroom suites have been fully redesigned with its own private bath, while a refined powder room enriches the main entry corridor. Throughout the home, state- of-the-art technology complements the elegant aesthetic, a newly installed security system with outdoor surveillance cameras, ensures peace of mind, while a Sonos sound system, integrates premium audio, seamlessly across living areas for both entertainment and ambience. Additional appointments include new hardwood flooring, freshly refinished and painted garage spaces with an epoxy-coated floor, and a large air-conditioned storage room with supplementary washer, dryer hook ups. The outdoor domain has been equally vitalized, showcasing, a newly remodeled pool, upgraded mechanical systems, and beautifully landscaped grounds that frame the home with natural grace and meticulous attention to detail. Residing within the Oaks Club, homeowners enjoy the exclusivity of one of Sarasota County’s, most distinguished country club communities renowned for its championship golf courses, fine dining, tennis and social amenities. This one-of-a-kind Eagle Watch Lane estate stands as a testament to discerning design, meticulous, stewardship, and enduring architectural grace.

691 Eagle Watch Lane, Osprey
$3,640,000
4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Virtually Staged. Set on a private cul-de-sac within The Oaks, this revitalized estate captures the essence of elegant Florida living. From the moment you enter, the home’s light-filled, open design and thoughtful updates make an immediate impression. The main living spaces flow effortlessly from the chef’s kitchen to expansive entertaining areas and out to the lanai, where golf course views frame the heated pool, spa, and outdoor kitchen. The first-floor primary suite is a true retreat, featuring high ceilings, multiple closets, and a flexible sitting area that can serve as a nursery, gym, or private office. Upstairs, guests enjoy their own wing complete with a loft, theater, and screened terrace—ideal for relaxing or hosting in style. A split four-car garage, custom finishes, and generous room throughout reflect the craftsmanship expected in one of Sarasota’s most distinguished country club communities. The Oaks offers 24-hour security, two championship golf courses, an acclaimed racquets program, fitness and wellness facilities, and fine dining—all just minutes from the beaches and top-rated schools. Experience this home for yourself—take the 3D virtual tour and book your private showing today.

854 Macewen Drive, Osprey
$9,000,000
6 Beds ⋅ 7 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
WELCOME TO ONE OF THE FEW BRAND-NEW GULF FRONT HOMES FOR SALE ON THE WEST CENTRAL COAST OF FLORIDA. A rare opportunity, where cutting-edge design meets wide Gulf vistas. Nestled on the prestigious barrier island of Casey Key, this newly constructed Modern Coastal estate exemplifies modern beachfront living. Positioned directly on the sand with sweeping Gulf views, this striking residence offers elevated living space, showcasing the pinnacle of craftsmanship and architectural innovation. Built with block construction, pilings, impact-rated windows and doors, and a four-stop elevator, every detail of this home has been thoughtfully curated for style, function, and resilience. Inside, soaring 24-foot ceilings welcome you into the grand foyer and great room, anchored by a dramatic floating staircase and a 24-foot feature fireplace wall. With en-suite bedrooms, state-of-the-art home theater, lounge, bar, and a wine wall, this home offers both grand entertaining and serene retreat. The chef’s kitchen is a design showpiece, featuring European cabinetry, dual waterfall-edge islands clad in book-matched 3cm quartz, and premium Sub-Zero & Wolf appliances. Dual laundry rooms, breakfast nook, and custom built-in vanities provide elevated everyday living. The primary suite is a personal sanctuary, complete with a spa-like bathroom featuring a 71-inch freestanding tub, dual rainfall showers, a makeup vanity, and a large walk-in closet. Every bathroom throughout the home is appointed with bespoke cabinetry, quartz surfaces, and backlit mirrors. Designed to impress from every angle, the home is finished with smooth stucco, level 5 drywall, hardwood floors, imported tile, and integrated LED tray ceilings. A sleek rooftop terrace crowns the home, offering panoramic views of the Gulf and beyond. Step outside to your personal resort: an expansive terrace with an oceanfront pool, floating spa, sun decks, outdoor fireplace, and fully equipped kitchen. Lush, tropical landscaping, Zoysia grass, and a concrete drive with turf inlays complete the impeccable exterior design. Sleek metal railings accentuate balconies and the rooftop for a modern edge. Set on a half-acre of prime waterfront. This is coastal modern luxury at its pinnacle—a rare opportunity to own a brand-new, Gulf-front estate on one of Sarasota’s most desirable stretches of sand.

4005 Casey Key Road, Nokomis
$1,140,000
3 Beds ⋅ 6 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Easton floor plan, perfectly positioned on a breathtaking premium lakefront lot that offers stunning Florida sunsets. This exceptional home features 3 generously sized bedrooms, a formal office, a second floor bonus room, 4 full bathrooms, 2 half bathrooms, and an impressive 3-car garage.

513 Maraviya Boulevard, Nokomis
$6,475,000
5 Beds ⋅ 6 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code
Gulf Front, private beach. This sun-drenched Florida villa captures the character of a Mexican hacienda with the ease of tropical coastal living. Smooth stucco exteriors, clay tile roofing, and vibrant bougainvillea frame a private courtyard, setting the tone for a home that is both timeless and inviting. Directly on the turquoise waters of the Gulf, this newly remodeled residence on the north end of Casey Key offers the rare privilege of a private beach just steps from the home. Set on one of Florida’s most exclusive barrier islands, the property enjoys sweeping sunset views, exceptional privacy, and convenient access to the dining, shopping, and cultural attractions of Venice and Sarasota. Behind a gated entrance, the home features three bedrooms, a private office, and three-and-a-half baths, all thoughtfully updated to celebrate its extraordinary Gulf-front setting. Expansive windows and sliding glass doors frame breathtaking water views while filling the interiors with natural light and coastal breezes. Rich architectural details reflect its hacienda-inspired design, including wood beams and moldings, barrel-brick ceilings, Mexican tile and wood floors, brick accents, artisanal mosaic tile, and hand-painted stair risers. Hurricane-impact windows and doors, a new roof, a new pool, and updated air-conditioning and pool equipment provide both peace of mind and modern comfort. The gourmet kitchen is beautifully appointed with custom cabinetry and Wolf appliances, creating an ideal setting for entertaining after a day on the beach. The primary suite is a private retreat with a sitting room, wet bar, soaking tub, walk-in closet, and private balcony overlooking the Gulf. Two additional en-suite guest bedrooms provide comfort and privacy for family and visitors. A spiral staircase leads to the rooftop deck, where panoramic views stretch from the Gulf to the Intracoastal Waterway. Outside, the courtyard-style pool, fountain, tiled terraces, and lush tropical gardens create a tranquil setting for authentic alfresco living. This is an exceptional opportunity to experience the privacy, beauty, and effortless lifestyle of Gulf-front living on Casey Key.

121 N Casey Key Road, Osprey
$3,850,000
4 Beds ⋅ 6 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
Pre-Construction. To be built. Discover unparalleled coastal living in this stunning new construction residence, perfectly positioned to capture wide-open water views of Robert’s Bay. With direct access to the Intracoastal Waterway, Venice Jetty, and the Gulf —all just minutes away—this home is a dream for boaters and waterfront lifestyle enthusiasts. Thoughtfully designed and to be built by Caithness Construction LLC, this elegant coastal home offers the perfect blend of timeless charm and modern luxury. Spanning approximately 4,000 square feet of heated living space, the floor plan is ideal for both everyday living and entertaining, featuring: 4 spacious bedrooms, each with walk-in closets and ensuite bathrooms, 5.5 beautifully appointed bathrooms, a dedicated den/office with an adjacent private bathroom, offering flexibility as a guest suite, an expansive owner’s suite with tranquil water views, a spa-like bathroom, and oversized walk-in closet and a versatile loft/bonus room on the upper level. Step outside to an impressive outdoor living space complete with a covered veranda, heated pool, and spa, all overlooking the serene waters of the bay. Whether you're enjoying morning coffee or evening sunsets, the setting is truly breathtaking. This southern-exposure property is situated on deep sailboat water with no bridges to the Gulf, offering quick and effortless access for boating adventures. You'll also enjoy proximity to Venice Beach, Nokomis Beach, and the charming downtown Venice, with its array of shopping, dining, and entertainment. Additional floor plans are available, including a modern design, or you can work with the builder to customize a home tailored to your unique vision and lifestyle.

325 Sunrise Drive, Nokomis
$2,625,000
4 Beds ⋅ 7 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Welcome to your dream home, a sanctuary of elegance and comfort nestled on an exclusive, private street with only nine residences and no neighbors across the way—just the tranquility of a natural preserve. This remarkable property in The Oaks Clubside, with 4 bedrooms, 5 full bathrooms, and 2 half baths, boasts impact windows and doors throughout, providing peace of mind and a quiet, secure environment. Step inside to discover an open floor plan adorned with a blend of rich wood and luxurious travertine floors. Each of the large bedrooms is an en suite retreat, offering privacy and comfort for residents and guests alike. On the first floor you will find a huge master suite, with his-and-her closets, and a luxurious master bathroom that has two separate vanities, a walk-in shower and soaking tub. The two additional bedrooms are generously sized. The open kitchen features cherry wood cabinets, a granite island and high end stainless steel appliances. The breakfast nook is flooded with natural light and offers a lovely view over the pool. The second story has a fourth en-suite bedroom, and balcony overlooking the golf course and lake. And, for those who love to entertain, the game and media room is designed for fun gatherings of friends. The heart of the home extends outdoors, where you will find an impressive outdoor kitchen area perfect for grilling and dining alfresco. Enjoy a beautiful, long view of the Heron #14 and the serene lake beyond—a panoramic scene that will take your breath away every day. This home is loaded with thoughtful additions, including three new exterior ceiling fans for comfort on warm days, custom office closet shelving and a secure dog run fence for your furry friends. The garage boasts a durable epoxy floor and hurricane-rated doors. Additional upgrades abound with 4 new AC units with UV lights for optimal air quality, a new roof, two-stage pool pump and new irrigation pump, new tankless Navian water heater to name a few. You absolutely must see this home to appreciate all it has to offer. Membership in The Oaks Club, Sarasota’s premier golf and country club is required with home ownership.

478 Oriskany Court, Osprey
$4,600,000
4 Beds ⋅ 6 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
Welcome to 1109 Bayshore Road—New construction and never lived in! an unparalleled waterfront sanctuary redefining luxury living along Florida's captivating Gulf Coast. Masterfully custom-built by the acclaimed John Cannon Homes, this residence embodies the sophistication, craftsmanship, and lavishness reminiscent of the world’s finest five-star resorts. Majestically set behind private gates on over 1.3 pristine acres, every detail of this estate has been artfully curated to provide a lifestyle of unrivaled refinement, tranquility, and indulgence. From the moment you enter through the gates and travel the elongated paver drive framed by lush tropical landscaping and towering palms, you’ll sense you've arrived someplace extraordinary. Inside, the residence reveals breathtaking bayfront and Intracoastal panoramas from nearly every vantage point. Rich wood plank flooring, polished tile, elevated tray ceilings, and striking eight-foot doorways evoke a sense of grandeur typically reserved for elite luxury resorts. Corner pocket doors vanish effortlessly, blending indoor elegance with expansive outdoor spaces and framing endless vistas of shimmering water. At the heart of this remarkable estate lies a chef-inspired kitchen worthy of culinary excellence—expertly designed with gleaming quartz countertops, an oversized centerpiece island for unforgettable gatherings, and Viking stainless steel appliances including a professional-grade 48-inch gas cooktop with a vented hood, built-in oven, convection microwave, and an impeccably organized walk-in pantry. A luxurious wine bar area complements the space perfectly, featuring custom cabinetry, elegant shelving, and a built-in beverage refrigerator—ideal for hosting the most discerning guests. The main-level primary suite is a private oasis, carefully designed for serenity and style, offering mesmerizing water views and direct access to the poolside lanai. Its spa-inspired bath rivals those found in the world’s most exclusive retreats, featuring luxurious finishes, spacious dual vanities, and a walk-in shower with exquisite tile detailing. Additional highlights of comfort include a private elevator granting seamless access to each floor and thoughtfully designed guest accommodations that deliver unparalleled privacy and sophistication. Outdoors, paradise awaits. The resort-style heated pool and spa overlook breathtaking water views, enhanced by a custom-designed summer kitchen and extensive lanai—perfect for sunset soirées or elegant alfresco dining beneath the stars. A private dock equipped with a 10,000-pound boat lift invites exploration of Florida’s stunning waterways, while the expansive grounds provide ample space to add a guest house or casita, further enhancing the estate’s exclusive appeal. This home also comes with a new construction home warranty that lasts until November 2026! Located mere minutes from the pristine sands of Nokomis Beach, with convenient access to the charming boutiques, renowned restaurants, and vibrant culture of nearby downtown Venice and Sarasota, 1109 Bayshore Road transcends the ordinary. This residence doesn't just promise luxury—it delivers a lifestyle only experienced in the world's most distinguished five-star destinations.

1109 Bayshore Road, Nokomis
$4,150,000
5 Beds ⋅ 7 Baths ⋅ Blackburn Ridge SubDv. ⋅ 34275 Zip Code
Discover an extraordinary, bayfront contemporary masterpiece in the exclusive Blackburn Estates, a gated enclave of serenity. This five-bedroom, seven-bath residence redefines luxury, with a harmonious blend of sleek modern design and timeless craftsmanship. Among this home's many unique features is an indoor basketball half-court, above the three-car garage! Go through the bespoke solid walnut pivot door into a world of elegance, where panoramic bay views captivate instantly. The great room exudes warmth and sophistication, with its soaring wood-paneled ceilings, custom recessed and pendant lighting, and polished charcoal-stained slab floors. A striking 10-foot ledgestone fireplace anchors the space, seamlessly connecting to an expansive outdoor oasis via pocketed sliding glass doors. Outside, a disappearing-edge pool with ice deck steppingstones and sun shelf, complements a vast patio and outdoor kitchen, ideal for entertaining or tranquil relaxation. This architectural gem effortlessly combines low maintenance luxury with family-friendly functionality, at the end of a peaceful cul-de-sac. A rare opportunity to own a home that is a sanctuary and a statement.

4907 Topsail Drive, Nokomis
$2,925,000
4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Sited at the end of a quiet cul-de-sac behind the gates of the prestigious Oaks Clubside in Osprey, Florida, this stately traditional custom estate offers refined living in one of Sarasota County’s most exclusive communities. Perfectly positioned on over three-quarters of an acre, the residence boasts serene preserve and fairway views, capturing the essence of Florida luxury living. Inside, discover graciously sized rooms, soaring ceilings, and abundant natural light that fills every space. The formal living room with gas fireplace and the formal dining room provide elegant spaces for entertaining. The open-concept kitchen and family room are the heart of the home, ideal for casual gatherings and everyday comfort. A large kitchen offers a generous walk-in pantry, plentiful storage, and a seamless flow into the family room and outdoor spaces. The primary suite is located on the main floor, offering a tranquil retreat with a spa-like bathroom, separate dressing room, and expansive walk-in closet. An office with fireplace is also on the main level, perfect for work-from-home privacy. Upstairs, two additional bedrooms and a bonus room provide a private haven for guests or multi-generational living. Step outside to the screened and covered outdoor living area, where a summer kitchen, cabana with full bath, and lush landscaping invite indoor-outdoor living year-round. It’s an entertainer’s dream, ideal for both intimate gatherings and grand events. Key features include wind-rated impact windows, new tile roof to be installed with a transferable 20-year workmanship warranty, $800,000+ in updates under current ownership, and situated on an oversized lot with ultimate privacy. As part of The Oaks Club, enjoy world-class amenities including two championship golf courses, 12 Har-Tru tennis courts, pickleball, croquet, a state-of-the-art WellFit Center, and exceptional dining at The Oaks Room, The Overlook, and The Tavern. This is more than a home—it's a lifestyle. Experience the timeless elegance, thoughtful design, and unmatched amenities of The Oaks Club in this remarkable estate.

550 Dove Pointe, Osprey
$925,000
3 Beds ⋅ 6 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Experience unparalleled living in this nearly new modern home, situated on a one-of-a-kind waterfront corner lot with water on two sides, almost 200 feet of waterfront, and located right next to a stunning Tuscan bridge.

501 Maraviya Boulevard, Nokomis
$2,315,000
4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Premier Waterfront Opportunity in The Oaks Bayside This grand estate home, perfectly positioned on a rarely available direct waterfront lot in the exclusive, gated Oaks Bayside community, offers sweeping views of Little Sarasota Bay and exceptional potential. With its expansive floor plan across three levels, soaring ceilings, and dramatic architectural features, this residence was built to impress—and now invites a new owner to make it their own. The ground floor has been thoughtfully prepared for renovation, providing a blank canvas to bring your vision to life. Whether you imagine a guest or in-law suite, a luxury garage with a gaming lounge, a showcase for your fishing gear, or a green room for potting plants—the possibilities are endless. A private dock awaits your custom design, offering direct access to the open bay and Gulf of Mexico. Just steps from the home, the community dock—exclusively for Oaks Bayside residents—adds even more coastal charm. Fish, launch a kayak, relax and watch the sunset, or gather with neighbors in this serene waterfront setting. Ownership includes mandatory membership in The Oaks Club, unlocking an array of world-class amenities. Set across more than 1,000 acres, the club features two private 18-hole championship golf courses, 14 Har-Tru tennis courts, a croquet lawn, a junior Olympic swimming pool, state-of-the-art fitness center, and a stunning 34,000-square-foot Georgian-style clubhouse. A guest lodge and vibrant year-round social calendar complete this private country club experience. You're not just creating a home—you're curating a luxury lifestyle in one of Florida’s most prestigious coastal communities. This exceptional property is ready for your private tour at your convenience.

112 Osprey Point Drive, Osprey
$3,200,000
4 Beds ⋅ 6 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Welcome to 416 Casey Key Rd – an exceptional waterfront estate offering private Gulf beach access, spectacular views, and elevated, storm-safe construction on one of Florida’s most exclusive barrier islands. This three-story concrete block home offers timeless coastal design paired with the latest modern features for seamless living and entertaining. Inside, you’ll find four spacious bedrooms, each with water views, en-suite bathrooms, and walk-in closets. The primary suite features two custom closets, blackout blinds, and a luxurious bathroom with dual vanities, his-and-her showers, a soaking tub with a view, and stunning finishes. The lower level includes a game room and a spacious four-car garage with a convenient half-bath. The open-concept main living area showcases engineered wood floors, crown molding throughout, and flows effortlessly onto a large covered balcony with an outdoor kitchen, spa, and breathtaking water views. The gourmet kitchen is outfitted with JennAir appliances, a gas fire stove, a sink with panoramic views, and quartz counters—perfect for everyday cooking or entertaining. A Control4 smart home system, integrated sound both inside and out, Luma exterior cameras, and a whole-home alarm system ensure convenience and peace of mind. This home is designed for resilience and comfort, with hurricane-impact windows and doors, buried power lines for storm protection, a brand-new generator (installed 2024), a buried propane tank, and a seawall and boat dock that are both newly upgraded. The 35 ft private dock with all-new equipment is ideal for boaters, while the property’s private beach access invites daily sunsets and strolls on the sands of the Gulf of America. Additional highlights include a two-person elevator (950 lb capacity), three zoned A/C units (one brand new), two tankless water heaters, a well for irrigation, plantation shutters, a laundry room on the second level, and lush St. Augustine grass. The property also features a septic system and plenty of additional storage throughout. Set in the beautiful and peaceful enclave of Casey Key, this residence offers an unrivaled coastal lifestyle just minutes from the boutiques, restaurants, and cultural amenities of both Venice and Sarasota. With direct access to boating, beach, and breathtaking scenery, this is a rare opportunity to own a truly exceptional waterfront home.

416 Casey Key Road, Nokomis
$1,900,000
5 Beds ⋅ 7 Baths ⋅ Oaks The SubDv. ⋅ 34229 Zip Code
Introducing The Grand Estate at The Oaks Bayside—a true masterpiece of refined living within one of Sarasota’s most prestigious gated communities. Surrounded by majestic oak trees and lush tropical landscaping, this extraordinary residence offers the perfect blend of elegance, comfort, and privacy. A brand-new roof (2024) crowns this sprawling estate, while a pavered circular driveway leads to a spacious 3-car side-load garage. Stately columns welcome you to the grand double-door entry, where you’ll step inside to find gleaming marble floors, soaring ceilings, and plantation shutters that set the stage for timeless sophistication. The thoughtfully designed floor plan includes a private office with built-ins and French doors, and a flexible open space with a dramatic backlit tray ceiling—ideal for a formal dining room, music room, or library. The formal living room features a stunning picture window that brings the outdoors in, along with a cozy fireplace and direct access to the luxurious pool area. The chef’s kitchen is a true showstopper, complete with an aquarium window breakfast nook, expansive breakfast bar, dual sinks, center island, double wall ovens, and a butler’s pantry. It opens seamlessly into the family room, where sliding glass doors, a wood-burning fireplace, wet bar, and built-in desk create a warm and inviting space for everyday living and entertaining. The primary suite is a tranquil retreat with a sunlit sitting area, private access to the pool, and a spa-inspired en suite bath with a walk-in shower and soaking tub that overlook your private tropical paradise. Step outside to your own resort-style oasis, where a sparkling pool, separate spa, travertine deck, and covered patio offer the ultimate in outdoor living. With over 6,000 square feet of living space, this estate features 5 bedrooms, 5 full bathrooms, and 2 half baths, along with two newer A/C systems (2023). As a resident of The Oaks, you’ll have access to The Oaks Club’s world-class amenities, including two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center, and fine dining. Ideally located near top-rated Pine View School, Historic Spanish Point, Casey Key, and Oscar Scherer State Park, this home offers both tranquility and convenience. Don’t miss your chance to own this exceptional estate—schedule your private tour today and experience the luxury of life at The Oaks Bayside.

340 Osprey Point Dr, Osprey
$2,700,000
6 Beds ⋅ 7 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Multigenerational living behind the gates of The Oaks Golf & Country Club. Set on a rare double lot at the end of a quiet cul-de-sac, this exceptional home is perfectly positioned on the 1st hole of the Heron Course, capturing sweeping golf course and clubhouse views—just minutes from Siesta Beach and Casey Key. The main residence offers 4,700+ square feet, complemented by a private 1,500+ square foot guest house—ideal for extended family or long-term guests. Outdoor living is elevated with a pool and spa, outdoor kitchen, private guest laundry, and some of the most captivating views in the community. At The Oaks, coastal sophistication unfolds across 36 championship fairways, tennis and pickleball courts, with endless opportunities for recreation, dining, and connection. Membership required.

236 Saint James Park, Osprey
$1,650,000
5 Beds ⋅ 7 Baths ⋅ Venetian Golf And River Club SubDv. ⋅ 34275 Zip Code
This stunning 5,252 square-foot estate is a true masterpiece, offering the perfect balance of luxury, privacy, and an exceptional lifestyle. The home features five spacious bedrooms, five and a half beautifully appointed bathrooms, and every detail is meticulously crafted for both comfort and elegance. Upon entry, you’re immediately struck by the soaring ceilings and an open, airy design that flows seamlessly from room to room. The expansive living area is bright and welcoming, with large windows framing gorgeous views of the surrounding landscape. The chef’s kitchen is an entertainer's dream, featuring top-tier appliances, an oversized island, and custom cabinetry. It opens up to the formal dining room, perfect for hosting intimate dinners or grand celebrations. The master suite is a sanctuary in itself, with a private sitting area, an inspired bathroom with a soaking tub, walk-in shower, dual vanities, and a spacious walk-in closet. Each of the other four bedrooms is generously sized and access to bathroom, offering the ultimate privacy and comfort for family and guests. A standout feature of the home is the self-contained mother-in-law suite, with its full bathroom—ideal for guests, family. Step outside into the expansive backyard, where you'll find a resort-style pool surrounded by lush landscaping, providing a private oasis. The pool area includes cascading waterfalls, an integrated spa, and ample space for lounging or entertaining. An outdoor kitchen and dining area make this the perfect spot for summer barbecues and pool parties. For entertainment, in the second floor there is a room ready to be set for a theater room. Whether you're hosting movie nights or enjoying the big game with friends, this room offers the ultimate cinematic experience. Beyond the property, the community offers an abundance of luxurious amenities to suit every interest. Residents can enjoy access to a world-class golf course, where rolling fairways and pristine greens await. For those who prefer sports, there are tennis and basketball courts, offering plenty of opportunities for outdoor recreation. The gym is fully equipped with the latest fitness equipment, ensuring you have everything you need to stay in top shape. For those seeking relaxation, the community building is the perfect place to unwind, whether you're hosting an event, attending a social gathering, or simply enjoying the peaceful ambiance. And for nature lovers, the boardwalk through nature is a serene path that winds through the lush surroundings, offering a quiet retreat where you can enjoy walks or jogs with stunning views of the natural landscape. This estate offers the ultimate blend of luxury living, world-class amenities, and unparalleled outdoor spaces. With every detail thoughtfully designed, this is a home where every day feels like a vacation, and no matter what your interests are, you’ll find everything you need right at your doorstep.

273 Portofino Drive, North Venice
$1,600,000
5 Beds ⋅ 8 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Situated on a double lot behind the secure gates of The Oaks, this two story 5 bedroom home, with 7.5 bathrooms, boasts fantastic potential and excellent bones. The only thing it needs is for you to put your personal touch on it and make it your own. As you pull up to this home, using the front circular driveway, or the back driveway with access to the 4 CAR GARAGE, you will immediately be taken with its classic lines. With its spacious layout and thoughtful design, this property is a hidden gem for those who love to entertain. With so much space, and every bedroom having its own en-suite bathroom, there is room for your loved ones and to host visiting guests, preserving privacy for all. Downstairs you will find a formal living room and an expansive family room with fireplace, built-in shelving, ceiling fan and numerous doors filled with natural light. The large open kitchen has everything the home chef could possibly need to create incredible edibles. Casual meals can be taken in the adjoining breakfast nook, or you can serve a formal feast in the large dining room with built-in cabinetry and a wet bar just outside. The master suite is huge featuring a dedicated sitting area, and his-and-hers master bathrooms. Completing the first floor is a guest bedroom a large office or library with built-ins and a powder room. Upstairs you will find 3 more en-suite bedrooms. One of which is off the back stairway and would make a great guest suite or private room for live-in help. Outdoors, the landscaped double lots, surrounded by a low wall, provides a tropical sanctuary. Here you will find an enormous, screened lanai, that is an entertainer's paradise. A sparkling pool, spa, expansive patio, and an outdoor kitchen set the stage for al fresco living at its finest. Whether enjoying serene sunsets or hosting vibrant soirées, this home will help you create unforgettable memories with friends and family. Membership in The Oaks Club is required with homeownership. With two distinctly unique 18-hole championship golf courses, 12 HAR-TRU tennis courts (4 lighted), croquet and pickle ball courts, a state-of-the art fitness center, fine and casual dining options, and a wealth of social events, The Oaks is truly Sarasota’s premier golf and country club.

916 Macewen Drive, Osprey
$4,000,000
4 Beds ⋅ 6 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Auction Property. AUCTION BIDDING OPEN: Bidding ends 6/26. Previously listed at $6.445M. Current high bid $4M. An architectural masterpiece awaits on Casey Key, where traditional Gulf Coast charm meets bold contemporary design in this magnificent 2018-built waterfront estate. Spanning 6,335 square feet of refined living space, the residence captivates with soaring ceilings and dramatic walls of glass framing endless Gulf of Mexico panoramas and spectacular sunset vistas. Meticulously crafted for seamless indoor-outdoor living, the open-concept interior flows effortlessly to expansive terraces and an infinity-edge pool overlooking tranquil waters. The gourmet kitchen showcases premium Italian Cucina cabinetry, sophisticated Dekton countertops, and professional-grade Miele and Bosch appliances. Four luxurious bedroom suites provide sumptuous accommodations, while a state-of-the-art media room, elegant gas fireplace, and comprehensive Crestron home automation system elevate the living experience. This extraordinary property represents the pinnacle of Gulf Coast luxury, offering discerning buyers an unparalleled opportunity to embrace the coveted Casey Key lifestyle in absolute comfort and style.

3909 Casey Key Road, Nokomis
$4,401,065
5 Beds ⋅ 9 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Auction Property. LUXURY REAL ESTATE AUCTION on-site on Friday, February 27, 2026, at 1:00 PM. Previews begin on Saturday, February 7th, and will run every Saturday and Sunday from 1:00 to 4:00 PM until the auction. Private appointments are available; please call for details. Designed by renowned architect George Merlin and built in 2006 by Christner Brothers to hurricane-resistant building code, this home rests securely on concrete-driven pilings and exudes unparalleled quality. Watch the sunrise over the Intracoastal Waterway from the deepwater boat dock and lift. Spend the afternoons on your private beach along the sandy shore of the gulf where spectacular sunsets are almost guaranteed. Inside nearly 8,000 square feet, five bedrooms with en suites, nine baths, formal living, family and sitting rooms, dual private offices, den and a theater room provide seemingly endless enjoyment. Crown molding, trayed ceilings, travertine flooring, three fireplaces and Yoder Brothers custom cabinetry exude elegant touches throughout. An elevated lagoon-style swimming pool is great for a cool dip or relax in the heated spa and outdoor fireplace on a chilly evening. The gourmet kitchen is large enough to host an impressive dinner party and gather with family and friends. Casey Key is a place like no other, where residential homes line the shores, absent of commercial building and high-rise condominiums. Development is restricted to single-family homes, yet all conveniences of shopping and restaurants are minutes away. Private and commercial air travel are easily accessible. Sports and cultural entertainment enthusiasts will find golf, tennis, theaters, music and more, just a few miles away in nearby Venice and Sarasota. There’s something for everyone in this gulf to bay resort-style home.

1304 Casey Key Road, Nokomis
$3,498,000
4 Beds ⋅ 6 Baths ⋅ Anchorage SubDv. ⋅ 34275 Zip Code
Auction Property. AUCTION – Seller offering property via online auction. Now Selling at or Above the Published Reserve Bid Price of $2.5M! Previously listed for $5.7M. Bid online beginning Monday, April 28th. weekend begins Friday, April 25th to view this fully furnished home in the Enchanted Isles community along the shores of Roberts Bay, just minutes from historic downtown Venice. This John Cannon-built home offers 4 ensuite bedrooms, 5.5 bathrooms, and refined craftsmanship throughout. Features include a grand foyer with travertine floors and iron staircase, chef’s kitchen featuring professional grade appliances such as Sub-Zero refrigerator, Wolf dual-fuel range, dual dishwashers, wet bar, wine room, and expansive living spaces filled with natural light. The primary suite boasts a fitness room, spa-like bath, water views, and private courtyard, while a separate guest suite with private entry and kitchenette provides additional privacy. Upstairs includes two ensuite bedrooms, a powder bath, billiards room, and family room with terrace overlooking the bay and Intracoastal. Outdoor living features a saltwater pool and spa, summer kitchen, fireplace, and a 10,000 lb. boat lift with dock—just five minutes to the Gulf with no bridges. Close to dining, shopping, golf, top medical care, cultural attractions, and world-class beaches. Contact agent or Interluxe.com for full terms and conditions of the sale and schedule appointment to preview the home.

457 Anchorage Drive, Nokomis
$1,650,000
5 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Florida living at its finest! You'll find this lovely home tucked away on a cul-de-sac in the luxurious community known as The Oaks. This amazing custom-built home features 5 bedrooms, 5.5 bathrooms and 5,399 sq. ft. of fabulous living space, combining comfort with elegance! Upon entering you are greeted by the formal living room with high ceilings, crown molding, large sliding glass doors and arched windows. The gourmet kitchen is a chefs dream with plenty of space to work with, double refrigerators, a breakfast bar and island, open to the family room. The dining room is ideally located off of the kitchen and living room and features triple tray ceilings and a built-in bar ~ perfect for entertaining! Sliding glass doors from the living room, family and master bedroom lead out to a spacious covered lanai, pool/spa and outdoor kitchen. This home is situated on a large lot with golf course and pond views, providing a peaceful setting. Updates include a new roof (2021), fresh interior paint, landscaping and more! Tenant occupied with current lease agreement until 08/16/2025. Nestled amongst luxurious homes, mature landscape and streets lined with canopying oak trees, the Oaks is a gated community with two golf courses, racquet sports, wellness, fitness, dining and so much more. Membership is required. Close to everything Sarasota County has to offer, including beaches, parks and top-ranking Pine View School. Schedule a tour today.

676 Eagle Watch Lane, Osprey
$5,450,000
5 Beds ⋅ 7 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Experience unparalleled luxury on the coveted south end of Casey Key, where this custom Gulf-front estate offers 90 feet of pristine beach frontage, endless views of the turquoise Gulf waters, and the most walkable wide beach on the Key. Built with timeless craftsmanship, the residence spans over 12,000 square feet in total, featuring five bedrooms, six-and-a-half baths, and two spectacular primary suites with sunset balconies, spa-inspired baths, and expansive custom closets. Designed for both elegance and comfort, interiors include a soaring two-story living room, gourmet chef’s kitchen with Wolf, Sub-Zero and Cove appliances, formal dining with Venetian plaster, home theater, gym, and private office with water views. The technology package including automated lighting, programmable blinds, and secure hardwired internet. Outdoors, a Gulf-front saltwater pool and spa, summer kitchen, and private dune walkover create the ultimate coastal retreat. Additional luxuries include a 1,000-gallon propane tank which runs the whole home generator, elevator, R/O water filtration system, and impact-rated windows and doors. Perfectly situated minutes from boating, marinas, fine dining, and the cultural attractions of Sarasota and Venice, this exceptional Casey Key estate is move-in ready and awaits as your exclusive beachfront sanctuary.

507 Casey Key Road, Nokomis
$9,196,000
5 Beds ⋅ 7 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Unveiling a once-in-a-lifetime opportunity to own an unparalleled slice of coastal luxury. Welcome to Pretiola Sands Estate, a secluded and gated haven sprawled across 1.4 acres of lush grounds, boasting an impressive 200 feet of private shoreline on both the Gulf of Mexico and the Intracoastal Waterway. Experience the awe-inspiring vistas of the Gulf and Bay from every vantage point of this meticulously designed family compound. The main residence is built like a fortress on 91 pilings. It is separate yet connected to guest quarters and steps away is a Gulf-front cabana, creating an idyllic retreat for family gatherings and entertaining guests. The essence of resort-style living comes to life with a grand screened recreation area featuring a sparkling pool, a 5-hole putting green, and numerous sitting and dining areas calling you to unwind and savor the tranquil beauty of the Intracoastal Waterway. And for the avid boater, a private dock with a covered boat lift awaits for effortless maritime adventures. Step inside to experience unparalleled luxury and craftsmanship. A beautiful foyer adorned with a granite waterfall leads to the formal dining room and cozy sitting area, both offering Gulf views. The expansive family room, adorned with a charming fireplace, invites you to bask in the serenity of bayfront living. The heart of the home, a chef-inspired kitchen, features Neff international design cabinetry, top-of-the-line appliances, and a breakfast nook bathed in natural light. Adjacent, a wet bar with icemaker and wine chiller ensures seamless entertaining, while the bayside lanai beckons with a gas fireplace and built-in grill for alfresco dining. Retreat to the luxurious Gulf-side primary suite conveniently located on the first level with a massive closet and bayside bath. boasting panoramic Gulf views, a bay-side bath with custom dressing room, and heated floors for ultimate comfort. Meanwhile, guests will delight in the separate guest quarters offering privacy, bamboo flooring, a kitchenette, and a full bath. Upstairs, there are four additional bedrooms, a movie theater, nursery, and convenient laundry facilities. The ground level presents a spacious 3-car garage with ample storage and convenient elevator access to all levels. But the epitome of island living awaits at the charming beach cabana, where a living room, outdoor shower, and dressing room await. Hurricane-rated glass sliding doors seamlessly blend indoor and outdoor living, and Wi-Fi ensures comfort and convenience. The home, itself, sustained no storm damage. The photo of the beach cabana is pre-storm. It has been restored and upgraded.

1776 Casey Key Road, Nokomis
$4,300,000
4 Beds ⋅ 6 Baths ⋅ 0000 - Not Part Of A Subdivision SubDv. ⋅ 34275 Zip Code
As you enter through the private gates, the palm tree-lined driveway welcomes you to this coastal luxury modern waterfront oasis. This turnkey home is nestled on the west end of the 1 acre lot allowing for a generous front yard. Pride of home ownership shows throughout the home with only one owner occupying the home in the last four years and after several hurricanes, the home has no history of water intrusion or structural damage. As you enter through the double glass entry doors, be embraced by the foyer's majestic 22ft ceilings. Maneuver through the foyer into the living room and you immediately catch the breathtaking views of the intercoastal waterway and the various wildlife that come and visit. The home highlights include: cypress wood ceilings, gas appliances, tanklesss water heater, whole house generator- 500 gallon (propane), elevator, impact windows/sliders, plantation shutters, speakers throughout the first floor, 4 bedroom en-suites and professionally designed by Trademark Interiors. Enjoy cocktail hour and the beautiful Florida sunsets comfortably in the 2 screened lanais and keep your guests warm and cozy during the winter evenings while gathering around the outdoor fireplace. The owner had comfort and convenience in mind with the location of the primary bedroom ensuite & 1 guest bedroom ensuite being on the first level. And no need to walk down to the kitchen for your morning coffee, a coffee bar with an under-cabinet refrigerator is located on the second floor loft. Both second floor guest bedrooms receive amazing water views and natural light. As you enter the oversized second floor lanai, take a nap on your swing bed during those long & lazy summer days. You are 1.1 miles to Nokomis Beach, 3.2 miles to Oscar Scherer Park and 3.7 miles to the new Sarasota Memorial Hospital Pack a bag and enjoy luxury living at its finest! Dock Permit currently in process. ***PLEASE MAKE SURE TO CLICK ON VIRTUAL TOUR/VIDEO***

931 Bayshore Road, Nokomis
$2,400,000
5 Beds ⋅ 6 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
WELCOME HOME - NO STORM DAMAGE AT THIS PROPERTY (ELEVATION / OVERALL BUILD) ~ THE OAKS COUNTRY CLUB - SARASOTA, FL. THIS HOME @ #425, BOASTS BEAUTIFUL GOLF COURSE AND SELECT WATER VIEWS THROUGHOUT. A 27,000 SF +/- PRIVATE LOT. ONE CAN LOOK DIRECTLY AT THE PAR 3 - 4TH HOLE (THE OAKS HERON COURSE). MATURE STUNNING LANDSCAPING SURROUNDS THE PROPERTY. THE HOUSE OFFERS A TOTAL OF 5,100 SQUARE FEET OF RANCH-STYLE LIVING, 5 BEDROOMS, 5 BATHROOMS WITH AN ADDITIONAL 1/2 BATHROOM. A SEPARATE GUEST SUITE WITH LIVING AREA AND SEPARATE ENTRANCE IS INCLUDED, PERFECT FOR VISITORS, GUESTS, OR A SECOND OFFICE SUITE. SOME OF THE UPDATED FEATURES INCLUDE BUT ARE NOT LIMITED TO AN OPEN FLOOR PLAN, UPDATED GOURMET KITCHEN, GAS FIREPLACE (MASTER / LIVING), ALL EN SUITE BEDROOMS, SLIDING POCKET DOORS, COFFEE BAR, SOAKER TUB, MARBLE FLOORS, GLASS SHOWERS, GRANITE COUNTERS, OUTDOOR BAR AND KITCHEN, SPACIOUS MASTER SUITE, UPSTAIRS BONUS ROOM WITH BATH AND TERRACE OVERLOOKING THE GOLF COURSE AND WATER. THERE IS ALSO A SEPARATE PRIVATE OFFICE/DEN AREA, AN EXPANSIVE POOL AREA - COVERED AND OPEN, AND RECENTLY UPDATED HURRICANE WINDOWS AND DOORS, INCLUDING A STUNNING CUSTOM-MADE CAST IRON FRONT ENTRANCE FLOOR-TO-CEILING DOOR. THE ROOF SYSTEM HAS BEEN UPDATED, THREE NEW A/C SYSTEMS, NEW POOL PUMP, WATER BOOSTER FOR EVEN PRESSURE THROUGHOUT, MEDIA ROOM WITH 85” SMART TV WITH SONOS, NEW SAMSUNG WASHER / DRYER SYSTEM, 240 VOLT CAR CHARGING, UPDATED OUTDOOR KITCHEN WITH FRIDGE, OUTDOOR LIGHTING, NEW POOL CAGE, WATER SOFTENING SYSTEM, DOUGLAS BLINDS WITH REMOTE, AND A NEW POOL HEATER WITH A PHONE APP; THE PROPERTY IS VERY CLOSE TO THE CLUBHOUSE AND ALL THE FIRST-CLASS AMENITIES, INCLUDING GOLF, TENNIS, FITNESS, RESTAURANTS, POOL, COMMON AREAS, CROQUET, AND SOCIAL EVENTS. THE OWNER HAS UPDATED ALL THE HOME AND PROPERTY INSPECTIONS TO INCLUDE BUT NOT LIMITED TO 4-POINT AND WIND MITIGATION REPORTS FOR INSURANCE. THE OAKS CLUB HAS BEEN AWARDED THE PLATINUM CLUB OF AMERICA DESIGNATION. OUTSIDE THE PRIVATE GATES, THERE IS ACCESS TO ALL THAT THE SARASOTA AREA HAS TO DELIVER, INCLUDING SIESTA KEY BEACH, DOWNTOWN ARTS, UTC SHOPPING AREA, LIDO BEACH, NOKOMIS BEACH, AND THE SARASOTA HOSPITAL SYSTEM. THERE ARE ALSO LEADING PUBLIC AND OTHER SCHOOL OPTIONS, SUCH AS PINE VIEW SCHOOL (#1 IN FLORIDA / #18 NATIONALLY) AND OUT OF DOOR ACADEMY. PLEASE REFER TO THE UPDATED VIRTUAL PROPERTY TOUR AND HD PHOTOS. WE LOOK FORWARD TO YOUR VISIT! NOTE: THE OAKS CLUB MEMBERSHIP IS REQUIRED - PLEASE REFER TO CLUB DOCUMENTS FOR DETAILS.

425 E Macewen Drive, Osprey
$1,450,000
5 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Imagine how you’d like to live the ultimate Florida lifestyle. Your vision can become a reality in this 5 bedroom, 5.5 bath two story home in The Oaks Clubside. Currently unfurnished, you just need to pack your bags, bring your own style and make it your own. Set back on a cul-de-sac lot, with gorgeous lake and golf views, the floor plan offers flexibility for the space to be used by residents and guests in a number of ways. The first floor master suite offers plenty of room, including a poolside sitting area, and luxurious bath. One of the two guest suites is also on the first floor, with another on the second. All have walk-in closets. But before heading upstairs, take in the light, bright space on the ground level. The formal living room with fireplace is the perfect setting for cozy fall evenings. The island kitchen has granite countertops and stainless steel appliances. Meals prepared here can be enjoyed at the breakfast bar, breakfast nook or in the formal dining room. Step outside and enjoy the views over the expanse of the paver deck, pool and spa. Think about all the great outdoor entertaining you can do utilizing the outdoor kitchen with granite countertops. The second floor has an en-suite guest bedroom and offers two more bedrooms with a Jack-and-Jill bath. In addition, it has a gathering area that can be used for anything from a media room to a game room. 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. Membership is required with homeownership. INITIATION FEES GOING UP ON 2/1/2025. BUY NOW BEFORE THE INCREASE!

738 Macewen Drive, Osprey
$2,900,000
4 Beds ⋅ 6 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
Be prepared to be captivated by this custom 2023 Spanish courtyard home. Every detail of this 4 bedroom 5 ½ bathroom SMART home, with two oversized garages has been thoughtfully crafted. Like a beacon in the storm this home stood the test of Mother Nature. Not just beautiful, but built to last with stem-wall construction, hurricane windows, steel hurricane doors and elevation. The gated property set back from the street with a long driveway adorned by Royal Palms. Enter double doors with custom wrought iron, over glass, accented with a half-circle transom window above for a dramatic light filtered entrance. The natural lighting of the front entrance illuminates the grand foyer with custom plaster walls and arch. Artist, Alex Sobolevsky of California has created a delightful coastal mural that extends from the interior walls of the foyer across the ceiling. A Spanish alabaster chandelier and sconce lights add elegance. The living room has soaring coffered ceilings, accented with custom plaster, LED lighting and the grandest of all, an imported Spanish alabaster chandelier. The floor to ceiling tile fireplace beckons attention, with rich wood cabinetry, glass shelving on custom plaster walls with subtle sparkles of gold. Beautiful tile floors with inlayed wood designs at the foyer and in the living room. The custom kitchen centerpiece is an impressive waterfall island of granite with metallic flecks. The brass chandeliers above pick up the romantic shade of metal in the granite. There is a bar glass, brush and a separate faucet for filtered water. Functional and beautiful subzero refrigerator-freezer, Samsung built in oven and microwave, and gas burner cooktop. There is a pot faucet over the cooktop and a faucet over the coffee bar. An addition to the chef’s dream is an amazing hidden 4’2”x 7’6” pantry. The eating area has impact aquarium windows with an unobstructed view of the amazing pool and spa area. The formal dining room has a wine cellar with a heavy carved arched door, framed with stone giving the dining room an old-world flavor, artistically blended with a modern wall of smoked glass to a lit display cabinet. Coffered ceiling, a Spanish alabaster chandelier and LED lighting. The owner’s suite has a bath-spa to die for. A SMART bidet with a heated seat, an impressive 17’ x 4’ 2” ceramic floor to ceiling shower with a rain shower. A spa bathtub, separate sinks with SMART mirrors, closet room with built-ins, mirrors and more. The owner’s suite continues with an adjoining sitting room. French doors lead to the lanai and pool. Exquisite design continues with tray ceilings, glass chandelier with hidden ceiling fan and LED. The hallways have recessed curved walls with shelves, custom plaster and LED lighting. 3 additional bedroom suites with tray ceilings, glass chandeliers, LED lighting, SMART bathrooms with amazing showers and bidets. 7½” baseboards and crown molding throughout. Covered lanai with AC, hurricane shades, outdoor kitchen with NAPOLEON gas grill and cook top, bar fridge and dishwasher are beautifully presented in granite. The sink includes filtered water. Dip into the sparkling 15,000-gallon heated pool or soak in the spa. A romantic 7’x3’ swing overlooks the pool. Off the lanai is a full size dry sauna, a wet sauna, bidet, and second full size laundry. Too many details to list. Experience for yourself luxurious living near the bay. 4 marinas within 4-5 miles. Or enjoy boating without ownership, Freedom Boat Club Venice.

2340 Bayshore Road, Nokomis
$1,200,000
4 Beds ⋅ 6 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
You won’t find a home like this elegant 4 bedroom, 5.5 bath beauty every day. Situated on a beautiful lot in The Oaks Clubside, it offers privacy and stunning views overlooking the lake out to the #7 of the Heron Course. The quiet street ends in a cul-de-sac. Inside you will find a spacious floor plan that is anything but cookie-cutter. This home has a 4th bedroom above the garage, perfect as a private quarter for live-in help or as a guest suite, or even a child’s wing. Add to this a 500 sq ft air-conditioned multi-use studio off the garage! The floor plan is open and spacious. All the main rooms downstairs open directly onto the lanai. The kitchen has a light filled eat-in area, and there is a separate dining room for larger, more formal meals. The family/TV room directly off the kitchen features a fireplace and oversized windows, making this a comfortable, cozy gathering space both day and night. The large master suite has room for a sitting area, and a bathroom with water closet, soaking tub and separate shower. Walk out to the lanai and you will find an ample covered area with ceiling fans, huge inground pool and spa, and those to die for views. Don’t miss the opportunity to own this one-of-kind offering and become a member of Sarasota’s premier golf and country club. Membership is required with homeownership. INITIATION FEES GOING UP ON 2/1/2025. BUY NOW BEFORE THE INCREASE! The Oaks has two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, 5 of which are lighted, bocce and lighted pickleball courts, a club pool, and a wide variety of dining. NEW ROOF 2022.

639 Eagle Watch Lane, Osprey
$2,900,000
5 Beds ⋅ 6 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Situated at the end of a cul-de-sac behind the gates of The Oaks, this 4 bedroom home w/1 bedroom guest house has 2 offices, four full and two half baths, exudes warmth and charm. Beautifully set on a 26,000 ft2 verdant lot, the rich vegetation gives the home a feeling of calm, tropical privacy. Meticulously maintained and beautifully updated, this home is perfect for every-day-living, and entertaining. The center island kitchen features quartz countertops. Plan your meals at the built in chef’s desk or work on your laptop as your loved ones sit at the breakfast bar at the start of a busy day. Or enjoy your first cup of coffee in the breakfast nook, with large aquarium windows, and look out on the lovely pool with pavered deck, and the lush landscaping beyond. The family room, just off the kitchen, has pocket sliders to the poolside covered terrace. The formal living with fireplace, and dining room, also open to the terrace. The spacious and luxurious master suite, and two guest suites are located on the first floor. Upstairs you will find a large bonus room, with private terrace, that has the potential to be used in any number of ways. Will it be your library, study, studio, or used as another bedroom suite? The possibilities are endless. The one bedroom guest cottage has a private entrance, living room and kitchenette and views of the two lakes. A covered outdoor kitchen completes this lovely home. The recently installed back fence gives you peace of mind for your children and pets. Membership in The Oaks, Sarasota’s premier golf and country club, is required with home ownership. Featuring two championship golf courses, lighted pickleball courts, 12 HAR-TRU tennis courts (5 lighted), a state-of-the-art fitness center, croquet lawn, and a vast array of dining and social options, the Oaks is situated close to the gorgeous local beaches, and all the shopping, cultural and recreational offerings of Downtown Sarasota.

388 Bunker Hill, Osprey
$466,928
2 Beds ⋅ 20 Baths ⋅ Vicenza SubDv. ⋅ 34275 Zip Code
Welcome to your brand new construction paired villa nestled in the serene community of Vicenza, located in the heart of Nokomis, Florida! Step into the epitome of modern comfort and luxury with this meticulously designed 2 bed, 2 bath paired villa. Boasting an open-concept floor plan, this home invites you to experience the perfect blend of spaciousness and coziness. As you enter, be greeted by a bright and airy living space illuminated by natural light streaming through the large windows. The sleek and stylish kitchen features contemporary cabinetry, stainless steel appliances, and a generous island, making it the ideal setting for culinary adventures and entertaining guests. Retreat to the tranquil primary suite, complete with a walk-in closet and a luxurious en-suite bathroom, offering a sanctuary for relaxation and rejuvenation. The second bedroom provides versatility, perfect for guests or as a home office space to suit your lifestyle needs. Enjoy the beautiful Florida weather and breathtaking sunsets from your private outdoor patio, perfect for al fresco dining or simply unwinding after a long day. With a 2-car garage providing ample storage space, convenience meets functionality effortlessly. Nestled in the sought-after community of Vicenza, residents enjoy access to a variety of amenities including a sparkling community pool, clubhouse, and scenic walking trails. Embrace the laid-back Florida lifestyle with proximity to pristine beaches, world-class dining, shopping destinations, and renowned golf courses. Don't miss your chance to make this stunning paired villa your new home sweet home in paradise. Schedule your private showing today and experience luxury living at its finest in Nokomis, Florida!

205 Tracino Terrace, Nokomis
$3,915,000
4 Beds ⋅ 6 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
**EXQUISITELY DESIGNED ESTATE BOASTS MODERN & CONTEMPORARY ELEGANCE** This FULLY UPDATED Residence features a MAIN HOUSE with 3Beds/4.5Baths plus GUEST HOUSE (1Bed/1Bath, Kitchen/Laundry, Living area) and is situated on an Oversized, Private and Serene DOUBLE LOT in the SECURE, OAKS BAYSIDE Country Club Neighborhood on Little Sarasota Bay. Finishes of the highest quality abound and include Custom Iron entry and interior doors, Italian Murano sconces and chandeliers, architectural recessed lighting, Marble and Porcelain Flooring, Iron and Glass custom Wine Cellar, Glass enclosed “Spirits” Showcase, luxury appointments and fixtures throughout and is a MUST SEE! The GOURMET KITCHEN is impressively equipped with top brands including SUBZERO, WOLF, 2 ASKO dishwashers, “Waterstone” gantry faucets, work-station sinks, custom range hood, MIELE Coffee Station, etc. In total, there are 2 kitchens and 3 laundry facilities. The Stunning OUTDOOR ENTERTAINING area features a spacious screened lanai with Gorgeous, Saltwater, Heated, Pebbletec 64ft Lap Pool and Spa, Marble deck, OUTDOOR KITCHEN with Twin Eagles Grill, 2 refrigerators, covered gathering area with fireplace, air-conditioned Pool Bath with Aromatherapy Steam Shower (New in 2024), storage room and Additional Open Air Patio with FIRE PIT. Extensive Home Automation (Control4: sound, lighting, etc.) and Mechanical system installations were thoughtfully executed and include a Generator, water treatment and purification systems, robust Wi-Fi throughout, Vivent video monitored security system, Air-Conditioned Garage with EV charging, resin coated floors and utility sink, etc. Impressive grounds with new landscaping, hardscaping & lighting. Newer ROOF, HVAC, Hurricane Impact Rated Windows and Doors. THE OAKS-BAYSIDE is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World - where amenities include two, 18-hole championship GOLF courses, award-winning TENNIS 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. The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO**

601 Fernwalk Lane, Osprey
$2,822,000
5 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
**STUNNINGLY UPDATED, CUSTOM GOLF COURSE ESTATE on a SPECTACULAR, Stand Alone, Beautifully Landscaped Lot with GOLF and LAKE VIEW ** is located behind the Secure Gates of The Oaks Country Club neighborhood and overlooks the Interior HERON COURSE. Featuring 5 BEDROOMS (including 4 En Suite), 4 FULL and 2 HALF BATHS, this Light and Bright, Open and Split floorplan is ideal for entertaining both inside and out with walls of windows and beautiful French Doors throughout! The Impressive NEW Kitchen features Quartz Counters, Stainless Steel appliances, Large Island with sitting area, a walk-in Pantry, etc. The new Tile (wood look) floors complement the abundant architectural details including wainscoting, ship lap, crown molding, many built-ins, and much more! The Expansive Primary Bedroom Suite entails a walk-in closet with custom built-ins and spacious bath with dual vanities, custom tiled shower and soaking tub while the 2nd story bedrooms feature private balconies PLUS a Bonus room and built-in desk area. Incredible, BRAND NEW Outdoor Entertaining area features a magnificent Pool & Spa with Fountains, travertine pool deck, Panoramic Screen Enclosure with LED lighting elements PLUS a Cabana style, covered entertaining area, Outdoor Kitchen and Pool Bath. NEW(er) ROOF (2018) and HVAC (2020-2021). THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World - where amenities include Two, 18-hole Championship GOLF courses, Award-Winning TENNIS program with 12 har-tru hydro-grid tennis courts, 4 PICKLEBALL courts, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL. THE OAKS is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, Area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or Social Membership. **ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO**

922 Macewen Drive, Osprey
$1,800,000
4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
**STUNNING GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** situated on a nearly 2/3 Acre Lot with Ideal Southern-Exposure and View across the 15TH Fairway of the interior, HERON GOLF COURSE. Recent UPDATES include NEW ROOF (2023), NEW GENERATOR (with 1000 Gallon Propane Tank), HURRICANE IMPACT SLIDING DOORS, Etc. With its delightful curb appeal and gorgeously manicured landscape, this residence offers 4 EN SUITE BEDROOMS + Study/Den, 5 FULL and 1 HALF BATHS, High Ceilings, Crown Moldings, Gas Fireplace, spacious kitchen with Granite Counters and Stainless Steel appliances, 3-Car Garage w/ Large Circular Driveway, and much more! An Expansive Primary Bedroom Suite features a Bonus Room (possible Gym or 2nd Office/Den), multiple walk-in closets, dual vanities, soaking tub and custom-tiled shower. Ultimate enjoyment of the outdoors is made possible with an expansive screened lanai featuring a Heated Pool & Spa, Outdoor Kitchen and ample entertaining space in a private and serene setting. THE OAKS is a distinguished country club community which boasts many accolades including: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World - where amenities include two, 18-hole championship GOLF courses, award-winning TENNIS program with 12 Har-Tru Hydro-Grid tennis courts, 4 Pickleball Courts, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL. The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Equity OR Social Membership is required and available. **ENJOY THE 3D VIRTUAL TOUR**

577 N Macewen Drive, Osprey
$2,900,000
4 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
**DON’T WAIT TO BUILD!! EXQUISITE, NEWLY-CONSTRUCTED, FRENCH WEST INDIES STYLE ESTATE** located in the COVETED, OAKS BAYSIDE Country Club Neighborhood on Sarasota Bay waters offers superb attention to detail. This Custom-Built residence boasts 4 En Suite Bedrooms PLUS Large Den/Office, 5 Full and 1 Half Baths and features impressive Upgrades throughout its Open Floorplan concept. A well-equipped Chef’s Kitchen with large island sitting area, adjacent great room and dining room are all ideal for entertaining and showcase High Ceilings that range from 13ft to nearly 15ft. The Owner’s Bedroom Suite features Multiple Walk-in Closets, Custom Tiled Shower, Woodbridge Soaker Tub, Dual Vanities, etc. The stunning, expansive and screened outdoor living space is the epitome of Florida living and features an impressive kitchen and eating area, additional covered and cozy sitting area complete with attractive gas fireplace and a Picturesque, Heated, Saltwater Pool & Spa. With its highly sought-after, Southern Exposure and Preserve View, the setting achieves desired Privacy. Technology abounds with the latest Pentair control system for Pool/Spa, efficient tankless gas hot water heater, over $50k in automated window treatments, whole house water filtration, and countless other features. Premium, Engineered Hardwood and Porcelain Tile floors throughout. THE OAKS is a distinguished country club community which boasts many accolades including: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World - where amenities include Two, 18-hole Championship GOLF courses, Award-Winning TENNIS program with 12 har-tru hydro-grid tennis courts, 4 PICKLEBALL courts, state-of-the-art FITNESS center and junior olympic, heated community SWIMMING POOL. THE OAKS is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, Area Beaches and all that Gulf Coast living has to offer. Membership is required and available. **ENJOY THE 3D VIRTUAL TOUR**

38 Osprey Point Drive, Osprey
$5,600,000
5 Beds ⋅ 7 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Imagine waking up to breathtaking sunrise views, with the sound of gentle waves of the Gulf of Mexico lulling you into a peaceful state of mind. This 4,800-square-foot home offers a unique opportunity to live in one of the most sought-after locations, where luxury and relaxation blend effortlessly. Nestled in the heart of Casey Key, this Key West style home exudes charm and character right from the start. With a stunning 200 feet of water frontage, and private beach access steps away, you'll enjoy unparalleled access to boating, fishing, and the mesmerizing beauty of the water. It's a haven for water enthusiasts and those seeking the ultimate coastal lifestyle. One step inside and you'll be captivated by the bright and airy living space in the 2-story great room. The open-concept layout, coupled with an abundance of natural light, creates a warm and inviting atmosphere. Whether you are entertaining guests or enjoying a quiet evening at home, this home effortlessly caters to your every need. The kitchen is equipped with modern appliances, ample counter space, and an exquisite island, you'll be whipping up culinary masterpieces in no time. Imagine preparing delicious meals while enjoying the view of the lush tropical landscape through the large windows. Thoughtfully designed to provide a peaceful retreat, this home features four generously-sized en-suite bedrooms. The primary suite is particularly impressive with stunning views of the Gulf of Mexico and Intracoastal Waterway from your own two private verandas. The primary bathroom showcases luxurious finishes, a spacious soaking tub, its own private bathroom and walk-in closet. Mornings will be a delight as you wake up to the sound of gentle waves and a refreshing breeze. The fifth bedroom on the main level is perfect for an office or for the out of town guest. Complementing the interior, you'll be greeted by a stunning waterfront oasis perfect for both tranquil moments and lively gatherings. The extensive outdoor spaces include private boat dock, a heated saltwater pool with spillover spa, eat-in outdoor kitchen, and multiple covered verandas with views of the intra coastal waterway. Whether it is soaking up the sun on your private beach, or simply spending lazy afternoons lounging by the pool, sipping your favorite beverage, this property doesn’t disappoint. Other noteworthy features include an elevator, lower-level bonus space and pool bath, generator, newer AC units and water heater, a 200-foot seawall, an oversized 3-car garage, dehumidifier, 500-gallon propane tank for generator and spa, new 2023 electric heater for pool, and an irrigation well.

2006 Casey Key Road, Nokomis
$9,350,000
6 Beds ⋅ 8 Baths ⋅ Casey Key SubDv. ⋅ 34229 Zip Code
Along the beaches of Casey Key, a private gated road leads to the exclusive northern end of this coveted barrier island. Sited on nearly 2.5 acres and 150 feet of private beach front, lies a spectacular estate home that has been shared and enjoyed by one family for generations. Designed by renowned architect Timothy Siebert, the property was thoughtfully planned as a gathering place. Wrapped around the inner courtyard, 6 en-suite bedrooms, 7 and 1 half baths, provide guests with access to a resurfaced pool, spa and tennis court and their own private retreats. High ceilings throughout emphasize the grandeur of the spacious rooms. The large kitchen and formal dining rooms are ideal for preparing and serving every culinary delight. Stepping across the expansive front lawn, enhanced with exotic palms, a private boardwalk leads to the powdered sugar quartz sand beach. One can walk for miles with turquoise blue water along the Gulf of Mexico or enjoy a place to rest on the shore with a fabulous book. With no public beach access for miles, guests are pleasantly surprised how quiet and seemingly uninhabited Casey Key remains. Designated as a conservation district by the State of Florida, building is reserved for single family homes. There are no high rises or condominiums permitted and the reputation for its natural beauty and elegance will be retained for generations to come. Private and commercial air travel in nearby Venice and Sarasota are so convenient. Shopping, golf and restaurants are all easily accessible making this destination nearly too good to be true. One of the Sarasota areas most exclusive addresses, North Casey Key will not disappoint.

1544 N Casey Key Road, Osprey
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