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4 Winslow Place, Longboat Key
$2,000,000
4 Beds ⋅ 3 Baths ⋅ Buttonwood Harbor SubDv.
Welcome to an extraordinary coastal retreat in the coveted enclave of Buttonwood Harbor on Longboat Key. Completely renovated and impeccably maintained, this stunning residence offers unobstructed views of Cranes Bayou stretching out to Sarasota Bay—boasting deep sailboat water, direct bay access, and an unmatched setting for waterfront living. Tucked away on a private, tree-lined street, this 3-bedroom, 2-bath home sits on a generous 0.31 acres with an ideal southern exposure and is just two blocks from the white sands of the Gulf of Mexico. Inside, a spacious open-concept floor plan welcomes you with soaring ceilings, walls of glass framing the view, and a sleek chef’s kitchen appointed with top-of-the-line Thermador appliances. Ideal for entertaining, the seamless indoor-outdoor flow makes gatherings effortless and elegant. Each bedroom is generously sized, offering comfort and privacy for family or guests. Peace of mind comes standard with this property, thanks to custom whole-house flood barriers, a brand new 2025 metal roof, a dual-zone HVAC system (Trane & York), and a 24kW whole house generator ready to power your oasis. Recent upgrades include new LG washer/dryer units, a new pool heater, and impact-rated doors and windows throughout. Lounge by the sparkling pool or unwind on the expansive patio while taking in the rhythmic sound of sailboats gliding by. A private dock with a 7,500-lb boat lift invites you to launch directly into adventure, making this a true boater’s dream. With a short stroll to beach access and proximity to the shops and dining of Bay Isles Plaza, Harry's, Lazy Lobster, and the world-renowned St. Armands Circle—every day here feels like a resort escape. This is your chance to own a slice of paradise in one of Longboat Key’s most desirable neighborhoods—just minutes from downtown Sarasota’s cultural gems, yet worlds away in tranquility.

4 Winslow Place, Longboat Key
12611 Apopka Court, North Fort Myers
$1,850,000
6 Beds ⋅ 6 Baths ⋅ Buttonwood Harbor SubDv.
Nestled in a prestigious neighborhood, this magnificent 7,000+ square-foot residence seamlessly blends luxury and comfort. Featuring six elegantly appointed bedrooms, it provides ample space for relaxation and entertaining. Car enthusiasts will appreciate the spacious five-car garage, equipped with storage lifts for added convenience. The recently upgraded kitchen boasts state-of-the-art appliances, modern finishes, and a spacious walk-in pantry, ensuring all your culinary essentials are within easy reach. Golf lovers will enjoy the private putting green, perfect for honing their skills. The exterior is a true haven for those who cherish resort-style living, showcasing a stunning pool with a hot tub and waterfall, complemented by an outdoor kitchen ideal for gatherings and a cozy fireplace for enchanting nights under the stars. Stay active in the fully equipped gym or unwind in the recreation room, which offers a private bar, theater, pool table, and shuffleboard. Convenience is prioritized with laundry facilities located on both floors. This home also features a whole-house generator and a 1,000-gallon propane tank, enhancing its functionality. For boating enthusiasts, the property includes dock space complete with a 20,000 lb. boat lift, offering easy access to the Gulf of Mexico. This residence is perfect for those seeking a harmonious blend of luxury and comfort, whether for personal enjoyment or entertaining family and friends. Homes in Buttonwood Harbor enjoy spacious appx. half-acre lots or larger, with community amenities such as tennis courts, a fishing pier, a boat ramp, and low quarterly HOA fees. Located just minutes from downtown Fort Myers and Cape Coral, this home is close to shopping, restaurants, schools, hospitals, and more. Don’t miss this opportunity to own a piece of this desirable riverfront community!

12611 Apopka Court, North Fort Myers
12540 Panasoffkee Drive, North Fort Myers
$1,500,000
4 Beds ⋅ 4 Baths ⋅ Buttonwood Harbor SubDv.
Direct Riverfront Estate in Buttonwood Harbor, a gated luxury enclave along the Caloosahatchee River between Cape Coral and Fort Myers. This rare 0.51-acre parcel sits directly on the River with a sandy beach in the backyard and a 30-foot boat slip in the community-maintained canal—offering a lifestyle where every day feels effortless. The 3,600 sq ft residence features an oversized 3-car garage, 4 Bedrooms, and 4 Full Bathrooms, anchored by a Standing Seam Metal Roof installed by Crowther Roofing in 2023—renowned for superior durability, wind resistance, and strong insurance appeal. Current policies reflect excellent insurability for a waterfront home, with flood coverage at $2,200/year and homeowners at $8,650/year. The entire first floor was extensively remodeled with high-end finishes, including new engineered wood flooring, custom cabinetry, quartz countertops with a full kitchen backsplash, designer bath tile, new shower enclosures, 8’ solid-core interior doors, enhanced closet systems, and comprehensive plumbing and electrical upgrades. Sliding glass doors, drywall, paint, and finish carpentry were all refreshed, giving the main level a clean, refined, turnkey interior. Upstairs, the primary suite—preserved with its original custom finishes—offers endless possibilities for you to personalize and create a sanctuary of your own. Additional enhancements elevate both comfort and peace of mind: Electric roll-down shutters protect the southern exposure, while a whole-home generator with two underground propane tanks ensures uninterrupted power and provides instant heat to the open-air pool and spa. The propane system also fuels the poolside fire pit, creating the perfect setting for evenings by the water. Living in Florida in a direct riverfront home is a dream come true at 12540 Panasoffkee Drive. Located just 10 minutes to Downtown Fort Myers, this boating community offers tennis and pickleball courts—close enough to stay connected, yet secluded enough to unwind and disconnect. Grab a good book and a cold drink; listen to the waves touch your private beach as you read. Host holidays with ease, with plentiful parking and generous gathering spaces. Live your best Florida life—the way it was meant to be lived. This is the best priced, move-in-ready, direct waterfront home on the market today!

12540 Panasoffkee Drive, North Fort Myers
12601 Apopka Court, North Fort Myers
$1,410,000
5 Beds ⋅ 5 Baths ⋅ Buttonwood Harbor SubDv.
Tucked behind the gates of Buttonwood Harbor, a private, riverfront community designed with boaters and golf enthusiasts in mind, this custom-built masterpiece offers direct Gulf access, no bridges, and a lifestyle that blends comfort and elegance. **BOAT DOCK INCLUDED**. Designed by Wright Jenkins and completed in 2023, this high-performance home was built with wellness, resilience, and energy efficiency at its core. With over 3,650 square feet of thoughtfully designed living space, the residence offers 5 bedrooms plus a den, Bonus Room, 5 bathrooms, and an air-conditioned 3-car garage, making it as functional as it is beautiful. Step inside to soaring 12-foot ceilings and sunlit interiors professionally curated by Robb & Stucky. The open-concept great room features a floating entertainment center and seamless indoor-outdoor connection through a wall of sliding glass doors that reveal your private pool and lush tropical landscaping. At the heart of the home, the chef’s kitchen stuns with exotic quartz countertops, custom cabinetry, induction cooktop, and a hidden pantry complete with a deep freezer. The primary suite is a private retreat, with a spa-like bathroom that includes backlit designer mirrors, a freestanding soaking tub, walk-in shower, and a boutique-style custom closet. The entertainment room with wet bar flows effortlessly to the outdoor kitchen and marble pool deck—an entertainer’s dream complete with gas-heated saltwater pool and spa, all positioned to capture SWFL’s spectacular sunsets. Upstairs, two ensuite guest bedrooms boast sweeping water views, while a spacious loft offers a second living area perfect for guests or family. Boaters will appreciate the 12,000 lb boat lift with power, water, and a dedicated cleaning station just minutes from open water. Additional highlights include a Generac generator, metal roof, impact windows and doors, spray foam insulation, and whole-home smart tech for HVAC, pool, audio, and security. Every inch of this home has been elevated—from VOC-free paint and tile flooring throughout to upgraded lighting and finish work. This is more than a home—it’s a rare opportunity to own a custom residence in one of Southwest Florida’s hidden gem communities. Enjoy private marina access, tennis, a community fishing pier, and proximity to top dining, Downtown Fort Myers, and RSW airport.

12601 Apopka Court, North Fort Myers
615 Buttonwood Drive, Longboat Key
$935,000
3 Beds ⋅ 2 Baths ⋅ Buttonwood Harbor SubDv.
It's all about location. Just a short drive from Sarasota, Longboat Key offers unrivaled natural beauty in a coastal retreat. This home/land lot is a 1/3-acre with 100 feet of canal frontage on the desired south side of Longboat Key, and so close to the beach is about as good as it gets. The improvement can be inspected for remediation, and the generous lot features a healthy and substantial seawall on a private and quiet street, offering a golden opportunity for a luxury new build. Seller will offer house plans from a reputable LBK coastal builder, Brista Homes (plan buyer expense). The Buttonwood Community has been touted by the Longboat Observer as the neighborliest neighborhood on Longboat Key and is unique for having its safe harbor, boat ramp and boat slips up to 28 feet for its residents. Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. It's all about connectivity. Sarasota SRQ Airport’s soaring success added 20 flights, 20% passenger growth, a new runway and terminal in 2024, ranks No. 1 for the fastest-growing airport in the U.S., and ranks No. 1 best resort airport in the entire country, where passengers can get off a plane and feel like their vacation has begun. It's all about investment. Beyond the numbers is the intangible and powerful increase in consumer confidence, which has always proven to enormously influence the housing market, especially luxury and second-home purchases. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide’s list of Top 12 Destinations for 2025. Gov. Ron Desantis announced February 20, 2026, another record-breaking year for tourism in Florida welcomed 143.3 million visitors throughout 2025. An estimated 33.5 million visitors as the highest fourth quarter for visitation on record. According to the release, Florida is the #1 domestic travel destination in the U.S. and a standout choice for international visitors.

615 Buttonwood Drive, Longboat Key
12641 Panasoffkee Drive, North Fort Myers
$535,000
3 Beds ⋅ 2 Baths ⋅ Buttonwood Harbor SubDv.
Enter Through a tree lined gate, and you are transported to a spectacular oasis. Beautiful properties surrounded by direct access to the Gulf. A rare opportunity to buy in this remarkable community. This 3 bedroom 2 bath property is framed with mature plantings for upmost privacy.The kitchen is designed to anchor the home with with its central location, it opens effortlessly to the spacious living room and the family/dining room all open to a view of the pool and spa. Guest bedrooms have walkin closets and the guest bathroom has a door opening to the pool.The primary bedroom has an en-suite bathroom with him and her walkin closets. Property also has top of the line hurricane windows and doors. Property also has a 30 ft Boat slip exclusively to this lot.. ..Please take advantage of this rarely offered property and enjoy the security and privacy of Buttonwood Harbour.

12641 Panasoffkee Drive, North Fort Myers