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$3,150,000
4 Beds ⋅ 4 Baths ⋅ D6148228 MLS
Imagine waking each morning to the gentle shimmer of Lemon Bay, coffee in hand as the sun rises over the water and ending your evenings with your toes in the sand, watching the Gulf paint the sky in breathtaking shades of orange and pink. This is more than a home; it’s a lifestyle few ever experience. Hidden behind the gates of the exclusive North Manasota Key community, along a secluded two-mile private road, this extraordinary Gulf-to-Bay estate offers the rare privilege of living where boating adventures and beach days become part of your everyday routine. Here, privacy, luxury, and nature exist in perfect harmony. Spanning more than 3,400 square feet, this thoughtfully designed waterfront retreat offers four bedrooms and four bathrooms with expansive living spaces bathed in natural light. Walls of windows frame panoramic views of Lemon Bay, creating a seamless connection between the beauty outside and the comfort within. Every room invites you to slow down, breathe deeply, and savor the rhythm of coastal living. Step outside and discover your own slice of paradise. Jump on your boat from the private bayfront dock for a day exploring the waterways, spend the afternoon kayaking or paddleboarding through calm waters, or cast a line just steps from home. When the Gulf calls, your deeded private beach access is only 300 feet away via an exclusive 8-foot-wide walkway, making spontaneous sunset strolls and shelling adventures effortless. After a day on the water, retreat to the private Jacuzzi just outside the primary suite, where peaceful bay views provide the perfect backdrop to unwind beneath the stars. The expansive pressure-treated wood deck wraps the rear of the home, creating endless opportunities for outdoor dining, entertaining, or simply enjoying the soothing coastal breeze and abundant wildlife that make North Manasota Key so special. Designed with both elegance and peace of mind, the home has been meticulously updated with a durable 2020 metal roof, 2022 impact windows, hurricane protection for the sliding glass doors, three air conditioning systems, two water heaters, a 250-gallon propane tank, central vacuum system, and an oversized laundry room. The spacious garage easily accommodates vehicles, golf carts, kayaks, paddleboards, fishing gear, and all the essentials for your waterfront lifestyle. Whether you’re searching for a luxurious year-round residence, an unforgettable family retreat, or the ultimate waterfront escape, this remarkable Gulf-to-Bay property delivers an unparalleled Florida lifestyle. Here, every sunrise over Lemon Bay, every sunset on the Gulf, and every gentle sea breeze become daily reminders that you’ve found the place where others only dream of vacationing.

721 N Manasota Key Road, Englewood
$4,400,000
3 Beds ⋅ 4 Baths ⋅ N6144518 MLS
Rare bayfront estate acreage on Manasota Key. This gated 6.39 acre property on Lemon Bay includes deeded Gulf beach access directly across the street, plus ownership of the natural shoreline and submerged lands extending into the bay, a private waterfront setting seldom available on the island. The custom elevated residence offers 7,792 square feet under roof, with 3,806 square feet of conditioned living space and more than 2,000 square feet of decks and balconies. Finishes were selected at the highest level: Doca cabinetry, California Closets systems, Signature Kitchen Suite appliances, a Lutron lighting system, and new impact windows and doors by Jeld-Wen and Euro Wall. The main living level opens to an expansive covered lanai finished in the same porcelain tile as the interior for seamless indoor-outdoor living. A main level suite with bay views, direct lanai access, custom closet systems, and a beautifully appointed bath offers flexibility for guests or multi-generational living. Upstairs, the primary suite opens to the upper deck and a rooftop observation deck with panoramic views of Lemon Bay, the Intracoastal Waterway, and the Gulf. A private elevator serves the home. Outdoor living spans multiple levels: a ground level entertainment pavilion, outdoor kitchen and grill, fitness and recreation areas, a 10' x 8' spa, and a private boardwalk winding through the natural shoreline to a bayfront platform overlooking Lemon Bay. Additional features include a metal roof, high efficiency mechanical systems, extensive insulation and air sealing, tankless propane water heating, and whole house water filtration, all beneath a canopy of live oaks and native palms preserved for privacy and beauty. Sunrise over the bay and sunset over the Gulf, on a property of a scale and privacy that cannot be duplicated anywhere else.

7025 Manasota Key Road, Englewood
$1,289,000
3 Beds ⋅ 4 Baths ⋅ A4691664 MLS
One or more photo(s) has been virtually staged. Designed by renowned architect Frank Folsom Smith, this timeless residence is privately positioned on an expansive double lot at the end of a quiet cul-de-sac within The Oaks Preserve. The property is framed by lush conservation views and mature oak canopies and blends classic architectural character with thoughtfully curated updates. Professional lawn care and irrigation are covered by the monthly fees. Designed for both everyday comfort and effortless entertaining, the residence offers 3 bedrooms, 3.5 baths, multiple indoor and outdoor gathering spaces, and a seamless connection to its tranquil natural surroundings. Inside, refined architectural elements, including crown molding, hardwood flooring, custom millwork, vaulted ceilings, plantation shutters, and two fireplaces, create a warm yet elevated aesthetic throughout. The great room opens effortlessly to the screened Florida room and private outdoor living spaces, while the dining room’s built-in serving bar and wine chiller complement the beautifully updated kitchen featuring custom white cabinetry, granite countertops, stainless steel appliances, an oversized island, and curated designer lighting. A Sonos sound system extends throughout the residence. The primary suite serves as a retreat with vaulted ceilings, a bay window sitting area, outdoor access, and a fully renovated spa-inspired bath completed in 2023. Dramatic marble-look tile, a frameless glass shower, dual vanities, and a freestanding soaking tub positioned beneath a skylight create a serene, resort-like experience. Additional baths have also been extensively renovated with elevated finishes and designer fixtures, while the updated laundry room introduces custom storage, shiplap detailing, and functional built-ins with a refined coastal aesthetic. Upstairs, a spacious bonus room with a fireplace opens directly to a newly renovated second-story deck. With a full bathroom, the second floor is an exceptional flex space ideal for guests, recreation, or private lounging among the treetops. Outdoor living is equally compelling, centered around a seven-foot-deep heated pool and spa surrounded by brick pavers, tropical landscaping, and serene preserve views with no rear neighbors. Recent improvements include a new pool heater, filtration system, pump and motor, new lanai screening and aluminum framing, exterior paint completed in 2025, new air conditioning for the main floor, and a new second-story flat roof with a warranty. Located within the gated community of Bishops Court inside The Oaks Preserve, residents enjoy 24 hour guarded gates, maintenance-free living alongside access to one of the region’s premier private club lifestyles, featuring two championship golf courses, Har-Tru tennis courts, pickleball, croquet, a state-of-the-art fitness center, fine and casual dining, and an active social calendar. Golf or Social Membership is required with homeownership. The Oaks Club has been awarded the Platinum Clubs of America, Distinguished Emerald Residential Country Club, and Audubon International Certified designations. Located between Sarasota and Venice, Osprey is known for its natural beauty, waterfront lifestyle, and easy access to everyday conveniences. Residents are just moments from Siesta Key, downtown Sarasota’s dining and cultural attractions, marinas, shopping, Legacy Trail, and the renowned Pine View School, creating an ideal setting for both year-round living and seasonal enjoyment.

156 Bishops Court Road, Osprey/Nokomis
$999,900
3 Beds ⋅ 2 Baths ⋅ A4689166 MLS
Three bedroom , 2 bathroom residence sits on this amazing piece of property with just over 1 acre of land! You have frontage on Fruitville road and a 2nd way to access the property from Simmons ave. Great opportunity goes with this amazing location! So much can be done with this zoning or you can just rent out the home for income until you are ready. Owner is agent

4611 Fruitville Road, Central Sarasota
$395,000
2 Beds ⋅ 2 Baths ⋅ A4663673 MLS
Waterfront Living Just Minutes to the Intracoastal! Welcome to 217 Charles Drive, a charming 2-bedroom, 2-bath waterfront cottage nestled on nearly half an acre in the heart of Nokomis. This unique home offers the perfect blend of Old Florida character and modern possibilities, with direct canal access and only six homesites separating you from Blackburn Bay and the Intracoastal Waterway. Situated on an impressive 172 feet of waterfront, this property features a private dock complete with water and electricity, ideal for boating, fishing, and enjoying Sarasota’s coastal lifestyle. The oversized garage provides ample room for cars, a boat, or additional storage, while the 31-foot lanai invites you to relax and soak in peaceful water views year-round. Inside, the home’s open layout creates an inviting flow from the kitchen to the living and dining areas, making it easy to entertain. Built in 1979 with timeless cedar siding and a durable metal roof, the home has been thoughtfully designed with both function and charm in mind. A detached shed adds extra storage space for tools, kayaks, or outdoor gear. Perfect as a full-time residence, seasonal retreat, or future dream-home site, this property offers endless opportunities. With nearly half an acre of land, lush natural surroundings, and quick access to Nokomis Beach, Venice, and Sarasota, it’s an unbeatable location for anyone who wants to enjoy the Gulf Coast lifestyle. Don’t miss this rare chance to own waterfront property in one of Nokomis’ most desirable boating communities.

217 Charles Drive, Osprey/Nokomis