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423 Magellan Drive, Sarasota
$189,000
Whitfield Estates SubDv. ⋅ 34243 Zip Code
RARE OPPORTUNITY IN WHITFIELD ESTATES! Discover one of the few remaining vacant homesites in one of Sarasota's best-kept secrets! Offered at just $189,000, this unique property presents an exceptional opportunity to create your own piece of paradise in the highly desirable Whitfield Estates neighborhood. Perfectly positioned along the picturesque Sara Bay Country Club golf course, this distinctive homesite offers beautiful golf course views from the front and a peaceful, natural waterfront setting along the rear, where a tranquil creek winds through the neighborhood. Imagine enjoying your morning coffee overlooking the greens, spending an afternoon kayaking or paddleboarding along the waterway, or simply embracing the natural beauty of Old Florida living. Surrounded by established homes, mature landscaping, and the charm that makes Whitfield Estates so special, this property offers a rare chance to build in a neighborhood where vacant land is nearly impossible to find. Whether you're envisioning a custom Florida retreat, a seasonal getaway, or an investment opportunity, the possibilities are worth exploring! Located in Whitfield Estates, one of Sarasota's hidden gems, residents enjoy NO mandatory HOA fees or CDD fees, along with flexible rental opportunities, including nightly rentals, subject to applicable regulations. Optional membership in the Whitfield Ballentine Manor Association is just $40 annually and includes culinary membership privileges at the prestigious Sara Bay Country Club, currently undergoing an exciting renovation with plans to reopen in 2027. Boating enthusiasts will appreciate nearby SaraBay Marina, offering convenient access to boat slips and dry storage. Ideally situated just minutes from Sarasota Bay, SRQ International Airport, downtown Sarasota, IMG Academy, world-famous Gulf beaches, championship golf, waterfront dining, shopping, and entertainment. Opportunities like this are few and far between! Don't miss your chance to secure one of the last remaining vacant homesites in Whitfield Estates and bring your vision of Florida living to life!

423 Magellan Drive, Sarasota
1709 N Tamiami Trail Unit 317, Sarasota
$725,000
1 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code
Price includes deeded 32ft x 13.3 ft boat slip with 13000 lb lift! Welcome to The Strand, where waterfront living meets a convenient Sarasota location just minutes from Downtown. This fully turnkey furnished third-floor residence offers 1 bedroom, 1.5 baths, plus a generous 120-square-foot covered extended balcony overlooking the tranquil waters of Whitaker Bayou. Enjoy beautiful sunset views from the spacious outdoor living area, furnished with comfortable seating and dining space for entertaining or relaxing by the water. Inside, the open-concept living area features comfortable furnishings, a Smart TV and a convertible sofa for additional sleeping accommodations. The kitchen is equipped with stainless-steel appliances, ample cabinetry, a large island with bar seating for four, and everything needed for everyday living. The waterfront primary suite features a king-size bed, generous storage and an en-suite bath with a large walk-in shower, while a convenient half bath is located off the main living area. An in-unit washer and dryer add to the home's convenience. The residence includes one reserved parking space in the secured parking garage, with additional guest parking available. The Strand is a gated waterfront community offering an impressive collection of amenities including a heated resort-style pool, fitness center, outdoor grilling areas, dog run, kayak launch, electric-vehicle charging stations and secure MyEnvera gated access. Ideally situated near Sarasota's vibrant downtown, The Bay, dining, shopping and entertainment, with Lido Beach and Siesta Key just a short drive away, this turnkey furnished waterfront residence offers an exceptional opportunity to enjoy the Sarasota lifestyle. This unit has substantial rental history and comes booked with rental income for season, so investors should move quickly.

1709 N Tamiami Trail Unit 317, Sarasota
445 Mckinley Drive, Sarasota
$8,985,000
4 Beds ⋅ 6 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code
On the quiet southern end of Lido Key, this extraordinary LEED Platinum waterfront estate offers a rare combination of deep-water boating access, walkable beach living, advanced storm-resilient construction, and refined modern luxury. Set on more than half an acre along a wide protected basin with quick access to Sarasota Bay and the Gulf, the property enjoys exceptional privacy enhanced by preserve views across the street, while capturing sweeping rooftop vistas of downtown Sarasota, Sarasota Bay, and the Gulf beyond. Originally built in 2002 and completely reimagined in 2009/2010 as one of the nation’s first LEED Platinum-certified residential renovations, the residence was engineered far beyond conventional coastal construction standards. Reinforced concrete-block construction, impact-rated glass, solar technology, elevated design, and a remarkably efficient HERS rating of 28 combine to create a home offering both sustainability and peace of mind without compromise. Expansive motorized glass walls create seamless indoor-outdoor living, opening the great room, dining area and kitchen to the resort-style waterfront terraces and covered lanai. The chef’s kitchen combines exceptional function with sleek modern design, featuring custom Neff cabinetry, Wolf and Sub-Zero appliances, a walk-in pantry, wet bar, and extensive prep and storage areas. Nearby service spaces include an additional refrigerator and dishwasher, built-in storage, and a glass walled wine room. The main-level primary suite serves as a private waterfront retreat with tranquil water views, motorized blackout draperies, integrated audio, and a secluded Zen garden with outdoor shower. The spa-inspired bath features dual vanities, soaking tub, frameless shower, custom storage, and premium Kohler fixtures, while the oversized wardrobe room offers extensive custom built-ins and secure storage. Also on the main level is a fully customized executive office with motorized workstations and built-in cabinetry, along with an oversized three-car garage featuring epoxy floors, air-conditioned workshop space, loft storage, and direct access to the waterfront. Upstairs, multiple guest suites enjoy private balconies, water and skyline views, and en-suite baths. Additional gathering spaces include a loft, media lounge, and dedicated entertainment areas designed for both relaxed daily living and large-scale hosting. Above it all, the rooftop terrace captures panoramic sunset views spanning Sarasota Bay, downtown Sarasota, and the Gulf coastline. The outdoor living experience rivals that of a private resort. Redesigned pool and spa areas feature multiple water elements, automated controls, UV and ion purification systems, gas and heat-pump heating, and expansive lounging and entertaining spaces. The covered lanai includes retractable hurricane and insect screens, in-ceiling heaters, outdoor kitchen, fireplace, integrated audio, pool bath, outdoor shower, and elevated porcelain decking throughout. Completed in 2022, the new seawall and dock were designed to fully embrace Sarasota’s boating lifestyle, featuring a 19,000-pound boat lift, kayak launch, underwater lighting, shore power pedestal, and quick no-bridge access to Sarasota Bay and the Gulf waters beyond. A rare convergence of location, craftsmanship, sustainability, privacy, and waterfront lifestyle, this is one of Lido Key’s most distinctive coastal estates, thoughtfully designed for effortless living at the highest level.

445 Mckinley Drive, Sarasota
870 Hudson Avenue Unit 870, Sarasota
$975,000
3 Beds ⋅ 2 Baths ⋅ Hudson Landings SubDv. ⋅ 34236 Zip Code
Bring your boat and live downtown. West of the trail waterfront condo on the Hudson Bayou. Beautifully renovated 3 bedrooms, 2 bathrooms, a deeded dock and a garage, this condo is an incredible opportunity to live downtown with water view overlooking the Hudson Bayou. Offering a unique lifestyle, you can walk to downtown Sarasota, the Selby garden and the Marina. Enjoy other features such as skylights, custom closets, tile flooring, newer italian style shower, vaulted ceilings, newer granite countertops and top of the line stainless appliances. South exposition, enjoy morning coffee or the perfect ending of the day with amazing water view from your open balcony. Hudson Landings is a 12 units residence, tucked in a private, calm and secluded location. An absolute must see with wow factor. Tenant occupied until November 31st 2027.

870 Hudson Avenue Unit 870, Sarasota
600 Mourning Dove Drive, Sarasota
$11,900,000
5 Beds ⋅ 7 Baths ⋅ Bird Key Sub SubDv. ⋅ 34236 Zip Code
Under Construction. Positioned on one of Bird Key’s most expansive waterfront parcels featuring 200 foot of water-frontage, this extraordinary new construction estate captures sweeping Sarasota Bay views and represents a rare blend of architectural sophistication, enduring strength, and refined coastal luxury. Masterfully designed by renowned architect DSDG Architects and built by Dynan Construction, Sarasota’s premier waterfront builder, the residence has been thoughtfully engineered to the Fortified Gold standard, offering exceptional resilience and peace of mind for luxury waterfront living. A striking modern façade introduces interiors defined by dramatic floor-to-ceiling glass, allowing natural light and panoramic water views to pour throughout the home while seamlessly blending indoor and outdoor living. Warm, curated interior finishes create an inviting yet sophisticated ambiance, balancing contemporary architecture with timeless livability. Designed for both grand-scale entertaining and effortless daily living, the residence features four luxurious bedroom suites, a private office, a gym/wellness center with sauna, elevator access to all levels, an expansive rooftop deck designed to capture breathtaking sunsets over Sarasota Bay, and a spacious three-car garage. The outdoor living experience is equally compelling, with resort-inspired entertaining spaces thoughtfully designed to embrace the coveted waterfront lifestyle. The masterfully designed infinity-edge pool serves as the centerpiece of the outdoor living experience, offering a striking visual connection to the surrounding waterfront setting. Set within one of Sarasota’s most prestigious waterfront communities, this exceptional offering presents a rare opportunity to own a statement residence between downtown Sarasota and St. Armands Circle, offering an unmatched lifestyle surrounded by fine dining, boutique shopping, cultural attractions, boating amenities, and breathtaking Gulf beaches.

600 Mourning Dove Drive, Sarasota
121 Holly Avenue, Sarasota
$1,295,000
3 Beds ⋅ 3 Baths ⋅ North Isles SubDv. ⋅ 34243 Zip Code
On a large waterfront homesite in the North Isles neighborhood of Whitfield Estates, this property offers the kind of Florida lifestyle buyers actively seek with sailboat water basin, boat dock, two remote-control boat lifts, quick access to Sarasota Bay, a screened heated pool and spa, and room to enjoy it all on nearly half an acre. The .43-acre lot is beautifully landscaped and features a screened food garden, irrigation well, brick paver walkways and a solar PV system. Inside, the residence was solidly upgraded in 2023 and well-finished with travertine tile flooring through the main living areas and baths, luxury vinyl plank in the bedrooms, crown molding and wood shutters throughout. The layout includes three bedrooms, three baths and a flexible bonus room. Wood cabinetry with soft-close doors and drawers, along with abundant storage, adds everyday function to the home’s inviting interior. Notable features include hurricane-impact windows and doors, heated pool and spa, lightning protection, central vacuum and outdoor lights. For buyers seeking more than personal enjoyment, the property also offers a proven rental history, making it a compelling potential income investment as well as a waterfront retreat. North Isles is part of the historic Whitfield area, prized for its Old Florida character, spacious homesites and proximity to Sarasota Bay. The location is especially convenient. Just west of U.S. 41, near the airport, close to Sara Bay Golf and Country Club, and well positioned for an easy drive north into Bradenton or south to Sarasota.

121 Holly Avenue, Sarasota
7125 Westmoreland Drive, Sarasota
$3,525,000
4 Beds ⋅ 4 Baths ⋅ North Isles SubDv. ⋅ 34243 Zip Code
Virtually Staged. The Abaco Model is a stunning Sarasota luxury residence offering 4,343 square feet of refined living space and 6,273 square feet under roof, featuring four true bedrooms and six total rooms. This home is Florida Green Home Bronze Certified, reflecting thoughtful construction, energy efficiency, and sustainable building practices. Upon arrival through dramatic 10-foot iron front doors, the foyer provides a breathtaking sightline through the home to the pool and canal beyond. The oversized great room is ideal for entertaining and showcases stained cypress beams, a gas fireplace with full-height tile surround, and a 16-foot-wide by 10-foot-high pocketing sliding glass door that opens seamlessly to the outdoor living and pool area. The chef’s kitchen features an oversized island with gas cooktop, walk-in pantry, and sunlit windows above the sink for abundant natural light. The private owner’s wing includes a refined library or office adjacent to the owner’s suite, both enjoying water views. Dual oversized customized built in walk-in closets and a spa-inspired owner’s bath complete the retreat with a freestanding soaking tub, walk-in shower, private water closet, and separate his-and-her vanities. Two additional guest suites accommodate king-sized beds and feature ensuite baths and walk-in closets. A waterfront bonus room at the rear of the home also enjoys water views and is serviced by a nearby full bath that also functions as a powder bath and pool bath. Two additional flexible sleeping rooms bring the total sleeping capacity to six. The expansive outdoor living and dining area overlooks the pool and spa and includes a cozy gas fireplace, creating the perfect waterfront entertaining setting. The three-car garage leads into a walk-in laundry room with a dedicated storage closet. All windows and exterior doors feature Low-E impact glass, all interior doors are 8-foot shaker style, all interior walls include sound batt insulation, walls and ceilings have smooth finishes, and all interior floors are tiled throughout. Cabinetry is by Wood-Mode/Brookhaven. The West Indies–inspired exterior elevation features shutters, corbels, decorative brackets, and a concrete tile roof. The private dock includes a high-capacity 33,000-pound boat lift with water and power and is capable of accommodating 40–50-foot vessels with protected deep-water access and quick entry to Sarasota Bay making this property ideal for the serious boater.

7125 Westmoreland Drive, Sarasota
526 N Spoonbill Drive, Sarasota
$8,800,000
5 Beds ⋅ 7 Baths ⋅ Bird Key Sub SubDv. ⋅ 34236 Zip Code
One or more photo(s) has been virtually staged. Under Construction. Welcome to a rare opportunity on iconic Bird Key—an exquisite, Fortified Gold Standard residence masterfully crafted by Dynan Construction, Sarasota’s premier luxury builder. This architectural masterpiece seamlessly blends elevated coastal design with structural integrity, refined interiors, and resort-level amenities across 5,287 sq. ft. of sprawling interior living space. From the moment you enter, every detail speaks of thoughtful craftsmanship and timeless luxury. A private elevator offers effortless access to all levels, while an impressive glass-enclosed wine room serves as a sculptural centerpiece—perfect for showcasing your collection. Step outside to your private resort—an extraordinary resort-style pool and grotto spa designed to extend your interior living experience into a true outdoor sanctuary. The custom pool features oversized sun-shelf, cascading water features, ambient LED lighting, and integrated seating areas, all crafted to mirror the luxury of a five-star coastal retreat. Tucked beneath natural stone formations, the grotto spa offers a sheltered, tranquil escape with spa jets, mood lighting, and a cave-like ambiance that elevates relaxation to an art form. The home’s open-concept floor plan flows with intentionality, allowing natural light to fill each room while preserving privacy and warmth. Expansive living and dining spaces overlook lushly curated grounds, enhanced by a premium landscape package featuring mature palms, tropical botanicals, and tranquil outdoor living zones ideal for year-round enjoyment. Built to the highest standards, this residence is certified Fortified Gold, delivering unmatched resilience, superior engineering, and long-term protection—setting a new benchmark for luxury coastal construction on Bird Key. Located in one of Sarasota’s most exclusive waterfront communities, this home places you at the center of everything Sarasota is celebrated for. A short stroll or bike ride brings you to the newly reimagined 2026 Bird Key Yacht Club, offering world-class dining, boating, fitness, and social amenities. Minutes away are the white-sand shores of Lido Beach, the boutique shopping and dining of St. Armands Circle, and the vibrant arts and cultural scene of downtown Sarasota—including the Sarasota Opera, Asolo Repertory Theatre, Marie Selby Botanical Gardens, and The Ringling Museum. Bird Key is more than a neighborhood—it’s a lifestyle defined by elegance, prestige, and convenience. This exceptional Dynan-built estate presents a rare opportunity to own a home where luxury, craftsmanship, and location converge.

526 N Spoonbill Drive, Sarasota
1821 Lincoln Drive, Sarasota
$5,425,000
4 Beds ⋅ 5 Baths ⋅ Avondale SubDv. ⋅ 34236 Zip Code
Under Construction. This exceptional, boater’s residence is ideally positioned on Hudson Bayou, designed to impress at every turn. Showcasing the very best of Sarasota’s waterfront lifestyle, the property features outstanding boating amenities, including 80 feet of new concrete seawall and cap, a private dock with lift and davit, and convenient bay and Gulf access beneath two fixed bridges. Spanning 3,906 square feet, the “Callie” model blends modern elegance with effortless livability. From the moment you arrive at 1821 Lincoln Drive, handcrafted iron doors open to a dramatic foyer with soaring ceilings and a striking open staircase. Beyond, captivating sightlines lead through the home to the sparkling pool, lush landscaping, and tranquil bayou. Light-filled interiors highlight refined finishes and distinctive architectural details. The great room, complete with an entertainment wall and formal dining area, is enhanced by a full wall of pocketing glass doors that seamlessly connect indoor and outdoor living spaces. The outdoor retreat is equally impressive, featuring a heated saltwater pool and spa, a covered cooking area, dining space, and additional screened seating—perfect for both lively gatherings and peaceful relaxation. At the heart of the home, the sleek island kitchen boasts high-end appliances, quartz countertops, solid wood cabinetry, and a butler’s pantry. The expansive primary suite occupies the full depth of the home, offering a private sanctuary with a dedicated study, oversized walk-in closet, and a luxurious bath with a freestanding soaking tub and glass-enclosed shower. Additional highlights include a downstairs bonus room with pool bath, a secluded guest suite with private bath, and a planned elevator shaft for easy access to the upper level, where additional ensuite bedrooms and a game room await. Located in the historic Avondale neighborhood, just south of downtown Sarasota, this home is surrounded by majestic, tree-lined streets and multi-million-dollar estates. It also lies within the highly regarded Southside School District, known for its exceptional academic offerings. Combining a prime waterfront location, state-of-the-art features, and impeccable design, this residence represents a rare opportunity. Crafted by the award-winning team at Allegra Homes, it stands as a statement of refined living and a lasting investment for the discerning buyer.

1821 Lincoln Drive, Sarasota
7150 N Tamiami Trail Unit S-600, Sarasota
$95,000
1 Beds ⋅ 1 Baths ⋅ Sarasota Cay Club Condo SubDv. ⋅ 34243 Zip Code
Best value in Sarasota Cay Club—waterfront resort condo, fully furnished with vacation rental flexibility and recently reduced to $95,000. Ideal for a cost-effective Florida getaway or short-term rental use, this beautifully renovated 1-bedroom, 1-bath Studio unit is clean, updated, and turnkey. Features include 2 queen beds, 70" TV, workspace, microwave, coffee station, and an updated bathroom with walk-in shower and stone-top vanity. This is being sold furnished & turnkey. Enjoy resort-style living by day with a heated bayfront pool, marina access, waterfront restaurant and tiki bar, fitness center, game room, and walking paths. Mornings and evenings are best spent relaxing in your beautifully renovated, tastefully decorated private retreat. HOA includes all utilities—electric, water, sewer, cable, internet, phone, trash—plus exterior and common area maintenance, management, pest control, and access to resort amenities, making ownership simple and predictable. On-site management available for bookings, cleaning, and maintenance. Prime Sarasota location just minutes to SRQ airport, downtown, and beaches including Siesta Key, Lido Key, and Longboat Key. Hotel-condo use only: not permitted for full-time residence or long-term leasing.

7150 N Tamiami Trail Unit S-600, Sarasota
515 S Washington Drive, Sarasota
$7,990,000
4 Beds ⋅ 4 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
Virtually Staged. Presenting a rare opportunity at 515 S Washington Drive, an extensively reimagined residence offering the space of a luxury estate with a low-maintenance lifestyle, just steps from St. Armands Circle and Lido Beach. Originally envisioned by renowned architect Bo MacEwen, the home is being thoughtfully transformed with a focus on modern design, comfort, and seamless indoor-outdoor living. The first floor features a spacious primary suite and private den, while three additional bedrooms upstairs provide plenty of room for family and guests. Outside, a resort-style pool, elegant landscaping, and multiple entertaining areas create a private retreat without the upkeep of an oversized estate. Best of all, the home enjoys direct western exposure for beautiful Sarasota sunsets, all within an easy walk of the beach, restaurants, shopping, and everything St. Armands has to offer. A unique combination of space, location, privacy, and effortless coastal living. ****Price as stated is for new construction, inquire about pricing prior to construction. ****

515 S Washington Drive, Sarasota

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