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

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Natalie Gutwein (941-993-2660)

Remarks: Welcome to your slice of Florida paradise! Nestled on a spacious corner lot in the highly sought-after Southbay Yacht & Racquet Club, this elegant residence captures the essence of the coastal lifestyle—enhanced by thoughtful recent updates including a new roof replaced in 2023, fresh interior paint, an updated kitchen, and a beautifully updated pool and jacuzzi. As you arrive, mature tropical landscaping and stately curb appeal immediately set the tone. Step inside to a generously sized home designed for both relaxation and entertaining. Open living areas, large windows, and high ceilings create an airy, welcoming atmosphere, while the refreshed interiors offer a clean, move-in-ready feel. The updated kitchen serves as the heart of the home, providing both style and functionality for everyday living and hosting guests. The interior flows seamlessly into the private outdoor oasis, where the recently updated pool and jacuzzi invite you to enjoy endless days under the Florida sun. Whether hosting friends for a casual barbecue, unwinding with a sunset soak, or enjoying your morning coffee poolside, this space perfectly embodies Florida’s indoor-outdoor lifestyle. Positioned on a corner lot, the home offers exceptional privacy, light, and space—ideal for family gatherings or a peaceful retreat. Spacious bedrooms provide comfort for both owners and guests. A washer and dryer convey with the sale, along with a brand-new pool table, adding both convenience and entertainment value. Life in Southbay Yacht & Racquet Club is more than just owning a home—it’s embracing a lifestyle. Enjoy access to the deep-water marina with Gulf access, tennis and pickleball courts, a vibrant social calendar, fitness amenities, and waterfront strolls. Just minutes away are the pristine beaches of Siesta Key and Nokomis, along with world-class dining and boutique shopping. Here, every day truly feels like vacation.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Thomas Kiessling (941-920-1678)

Remarks: **IMPRESSIVE GOLF COURSE ESTATE IN THE HIGHLY SOUGHT-AFTER OAKS COUNTRY CLUB** Situated on an oversized 0.59-acre lot, this exceptional, meticulously-maintained residence features many upgrades and offers breathtaking garden and golf course views in a private, serene setting. Impressive curb appeal and beautifully manicured landscaping welcome you into a beautifully appointed home featuring 4 BEDROOMS plus a STUDY/DEN, 3 FULL and 1 HALF BATHS. Inside, you’ll find high ceilings, elegant crown molding, a cozy fireplace, plantation shutters, custom built-ins, and rich hardwood flooring throughout. The spacious kitchen is designed for both functionality and style, showcasing granite countertops and black stainless KitchenAid appliances. The expansive primary suite is a true retreat, complete with multiple walk-in closets, dual vanities, a soaking tub, and a custom-tiled shower. Enjoy Florida living at its finest on the screened lanai, featuring a heated pool and spa, travertine marble pool deck, and a large covered entertaining area—all overlooking tranquil golf course and garden views for ultimate privacy. Additional highlights include a 3-car garage and thoughtfully designed indoor-outdoor living spaces perfect for entertaining or relaxing. 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**

Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)

Listing Agent: Mark Lyda (941-586-2670)

Remarks: On the quiet and coveted stretch of North Casey Key, where century-old oaks meet the shoreline, and the land unfolds uninterrupted from Gulf to bay, this extraordinary 1.5-acre estate offers a rare opportunity to steward one of the island’s most incredible homesites. With 180 feet of private Gulf frontage and exceptional depth across to the intercoastal, the property is defined by its scale, privacy, and quiet permanence—offering a setting that feels both expansive and deeply secluded beneath a canopy of mature coastal forest. Here, the rhythm of the water and the natural beauty of the land create an environment that cannot be replicated. The existing improvements include a Gulf-facing main residence, originally constructed in the early 1970s, thoughtfully positioned to capture sweeping views in both directions. The two-bedroom, two-bath home features elevated ceilings, expansive windows, and a sunlit central courtyard designed to bring light and the surrounding landscape into everyday living. A separate guest house, completed in 2002, provides two additional bedrooms and baths, bamboo flooring, Bahama shutters, a versatile bonus room, and an oversized two-car garage—offering flexible accommodations for guests, or interim use while renovating or building. A recently installed private dock completes the property’s rare Gulf-to-Bay lifestyle and provides immediate access to boating and waterfront recreation. While the existing structures offer renovation potential and immediate livability, the true and enduring value lies in the land itself. Homesites of this magnitude—spanning Gulf to bay with this level of frontage, privacy, and natural beauty—are rarely available. Conceptual plans by Potter Homes envision a timeless coastal estate exceeding 6,500 square feet under air, thoughtfully designed to preserve the character of the land while capturing panoramic water views and creating a residence of lasting architectural significance. Whether preserved, renovated, or reimagined entirely, this is more than a homesite—it is the foundation for one of Casey Key’s next great estates, and an opportunity to create something that will endure for generations.

Listing is courtesy of: POTTER TRINITY (239-254-9319)

Listing Agent: Charlie Ruck, Pa (239-464-0191)

Remarks: One or more photo(s) has been virtually staged. Upon passing the gated pillars of the winding driveway you come upon a hidden treasure. 2.5 Acres of beauty tucked away just off Tamiami and Bay in Osprey. This property backs up to the renowned Pine View school grades 2-12. One of the finest schools in the state and country. The peace and tranquility of the outdoor space is highlighted by a resort style swimming pool 40 x10 and attached 25x13 swim shelf with infinity edge, Bubblers, waterfalls, fire balls and 2400Sqft of entertainment area, including a 4 hole putting green, The totally remodeled home has NEW, NEW and NEW, Three A/C’s, Plumbing Water hot and cold, Sewer and Drain lines, Septic, The new septic unit has enough capacity for an additional bathroom, Roof home and Casita, Ceramic tile though out, Hurricane windows and doors 6 French doors opening to backyard pool area, Polyaspartic flooring in garage, Stack stone, Samsung top line kitchen appliances with Bluetooth and Wi-Fi, Soft close custom cabinets, Kitchen, Pantry and bathrooms, The open floor plan is ideal for entertainment with the woodburning fireplace to the twelve-foot ceiling. The layout of the three bedrooms is split with two bedrooms on one side and the primary bedroom on the other side of the house. The casita is the perfect spot for guests, the nanny or grandma. It boasts a kitchenette and ¾ bath, both a screened in attached patio and a deck for you to read or write your novel. There is plenty of room for your horse or cows our to plant a garden and set up a chip and putt golf course. Now Priced below appraised value

Listing is courtesy of: LACEY REALTY INC (941-922-9103)

Listing Agent: Steven Mularky (612-701-4140)

Remarks: Under contract-accepting backup offers. 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)

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Niall Phelan (941-914-8589)

Remarks: Under contract-accepting backup offers. **BEAUTIFULLY UPDATED AND MOVE-IN READY, THIS SPACIOUS 4-BEDROOM + OFFICE/DEN HOME OFFERS NEARLY 2,900 SQUARE FEET** of thoughtfully designed living space with potential for a private in-law or multi-generational suite. Featuring 3 full baths and a coveted 3-car garage, this reconfigured floor plan provides flexibility, privacy, and comfort for today’s lifestyle. Situated on an ideal corner lot, the home enjoys peaceful water views from the rear and a lovely park view from the front. Major updates include a brand-new kitchen with granite countertops and stainless-steel appliances, fresh interior and exterior paint, and new flooring throughout, including luxury vinyl plank, etc. Plantation shutters add timeless charm and style. Newer ROOF (2021). Located in the highly sought-after community of Rivendell, known for its tree-lined streets, serene lakes, and natural preserves spanning 380 acres adjacent to Oscar Scherer State Park. This home is just minutes from nationally ranked Pine View School, Sarasota’s nationally ranked gifted school, as well as The Legacy Trail for miles of biking, walking, and skating. Enjoy the best of Florida living just 6 miles from Nokomis Beach and approximately 20 minutes to Siesta Key Beach. Rivendell is a deed-restricted community offering residents a community pool, playground, park, and gazebo. This exceptional home combines location, lifestyle, and luxury—schedule your private showing today!

Listing is courtesy of: GENEROUS PROPERTY (941-275-9399)

Listing Agent: Mark Lyda (941-586-2670)