Available Listings

$1,095,000 (USD)
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Longboat Key Area Condominium

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5055 Gulf Of Mexico Drive 331 Longboat Key, FL 34228

2 Bed
2 Baths
1484 sqft
MLS# A4670624
Welcome to your coastal retreat in paradise — a stunning third-floor waterfront residence in Club Longboat Beach and Tennis, offering expansive Gulf views and one of the largest floor plans in the community. This exceptional 2-bedroom plus 3rd bedroom/study layout perfectly blends elegance, comfort, and functionality, ideal for full-time living or as a refined vacation escape. With 750 feet of pristine Gulf frontage, this home immerses you in the beauty and serenity of coastal living. Beautiful engineered white oak wood floors flow throughout the open, sun-filled living space, which seamlessly extends to your private balcony’s, the perfect spot to enjoy the tranquil sound of the waves and stunning sunsets. The updated kitchen features stone countertops, white cabinetry, and has been opened up to create a larger, more connected floor plan ideal for entertaining. The primary suite is a private sanctuary, boasting a remodeled marble bath with high-end fixtures and a spa-like ambiance. The guest suite provides equal comfort and privacy, featuring a beautifully appointed travertine-floored bathroom. A custom wall of California closets offers exceptional storage and style. The Club Longboat Beach and Tennis community offers amazing amenities, including private beach access with lounge chairs and beach umbrellas, eight professional har-tru tennis courts, pickleball, fitness center, shuffleboard, barbeque area, clubhouse with regular social events, sauna, spa and two heated swimming pools. Club Longboat is a pet-friendly community allowing up to two pets with fees that include exterior maintenance and insurance, cable, water, sewer and trash. Perfect as a full-time residence or an income-producing rental, with one-month minimum leases permitted up to 12 times per year. Only a short drive to many fine restaurants, boutiques, Anna Maria Island, St. Armands Circle and the City of Sarasota. Sarasota is a well-known center for arts and culture including the Asolo Theater, Van Wezel Performing Arts Center and Ringling Museum. Schedule your showing today and make resort style living a reality.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Heers
$1,090,000 (USD)
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Sarasota Area Condominium

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101 Benjamin Franklin Drive 63 Sarasota, FL 34236

2 Bed
2 Baths
1275 sqft
MLS# A4668335
Virtual Tour
Experience stunning, unobstructed views of the Gulf from this 2-bedroom, 2-bath condo located directly on the beach in highly sought-after Lido Key. Just a short walk to world-famous St. Armands Circle, you'll enjoy easy access to upscale shopping, dining, and entertainment—all while living steps from the sand and surf. This fully furnished, move-in-ready residence offers 1,275 sq ft of light-filled living space, with breathtaking water views from every room. Neutral tile flooring flows throughout, creating a clean, coastal feel. Step out onto your private 240 sq ft balcony to soak in nightly sunsets and the soothing sound of waves—there’s plenty of room for dining or lounging in style. Inside, enjoy the convenience of electric shades, ample closet space, and a separate storage locker located right in front of your assigned parking space. Hurricane shutters provide added peace of mind, and yes—your small pet (up to 25 lbs) is welcome too! The building has undergone significant renovations including updates to the lobby, community spaces, kitchen, library, gym, bathrooms, plumbing re-lining, and resurfaced heated pool. On-site maintenance management adds another layer of ease to your beachside lifestyle—and best of all, the building is fully funded. Live just minutes from Lido Beach's Tiki Bar and Pavilion, or explore the nearby nature preserve with kayaking, paddleboarding, and fishing. Downtown Sarasota—with its vibrant arts scene, fine dining, and cultural venues—is just a short drive away via the Ringling Bridge. This is more than a condo—it’s your gateway to the ultimate coastal lifestyle. Schedule your showing today and own a front-row seat to the Gulf of Mexico.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Nathalie Nolander
$1,074,000 (USD)
Active

Longboat Key Area Condominium

Active

5311 Gulf Of Mexico Drive 3 Longboat Key, FL 34228

2 Bed
2 Baths
1028 sqft
MLS# A4635657
Virtual Tour
Turnkey furnished and ready to enjoy or rent, this charming beachfront retreat on Longboat Key offers the perfect blend of coastal living and investment potential. Situated directly on the pristine shores of the Gulf of Mexico, this two-bedroom residence grosses an average of six figures in annual rental income, making it an exceptional opportunity for personal enjoyment or weekly rentals. Set within Beach Castle Resort, this first-floor, direct Gulf-front property boasts breathtaking water views and effortless beach access just steps from the outdoor entertaining spaces. Inside, the light-filled interior features oversized tile flooring, updated windows and sliders (2009), and a granite kitchen with modern cabinetry, appliances, and upgraded plumbing and electrical systems (2006). The open-concept layout seamlessly connects the kitchen, living, and dining areas, with sliders leading to an inviting patio and a screened-in space ideal for relaxation. The two-bedroom split layout ensures privacy for guests. The primary suite enjoys private patio access and serene Gulf views, creating a peaceful retreat for owners and visitors alike. Beach Castle Resort is one of the rare Longboat Key communities offering flexible daily, weekly, or monthly rental programs. Residents and guests appreciate the beach-to-bay amenities, including deeded beach access, barbecue grilling areas, a sundeck with a heated swimming pool and spa, a fishing pier, and a day dock for boating enthusiasts (no overnight docking, first-come basis). The north end of Longboat Key offers a relaxed, tropical lifestyle. Bayfront Park and Cedars Tennis Resort are minutes away, while the southern end of the island brings the liveliness of the Longboat Key Club, fine dining, boutique shopping at St. Armands Circle, and the cultural attractions of downtown Sarasota. This beachfront retreat is an ideal escape, combining Gulf-front tranquility with exceptional rental income potential.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$1,000,000 (USD)
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Sarasota Area Land

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7676 Midnight Pass Road Sarasota, FL 34242

Bed
0 Baths
sqft
MLS# A4669790
An extraordinary opportunity awaits to create your own private waterfront oasis on world-renowned Siesta Key. Located at 7676 Midnight Pass Road, this expansive 0.43-acre cleared and level lot offers the ideal canvas for a custom coastal retreat that embodies tranquility, luxury, and the essence of island living.

Positioned along the serene waters of Heron Lagoon, the property features approximately 111 feet of peaceful, protected waterfront—perfect for designing your own dock for kayaking, paddleboarding, or simply enjoying the beautiful views of the lagoon. The setting is quiet, secluded, and immersed in natural beauty, delivering a true sense of sanctuary.

All just moments away from the dazzling white sands of Siesta Key Beach, consistently ranked the #1 beach in the United States for its powder-soft quartz sand, vibrant turquoise waters, and breathtaking sunsets. Here, you are close enough to stroll or bike to the shoreline yet tucked away in your own world of serene waterfront living.

The lot is cleared, spacious, and ready to build, with utilities already available—offering a seamless start to designing your dream coastal estate without the delays of demolition or site preparation.

This is truly a rare chance to craft your own slice of paradise on one of Florida’s most coveted barrier islands. Do not miss the opportunity to transform this exceptional property into the Siesta Key retreat you’ve always imagined.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Mairead Smialek
$1,000,000 (USD)
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Sarasota Area Single Family Home

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221 Island Circle Sarasota, FL 34242

3 Bed
2 Baths
1159 sqft
MLS# A4668472
Virtual Tour
Experience the best of island living in this beautifully maintained Turnkey FULLY FURNISHED, Key West-style home just moments from Siesta Key Public Beach and the vibrant Siesta Village. Offering 3 bedrooms, 2 bathrooms, and a 2-car garage with brand-new doors, this residence has been thoughtfully updated over the years with major recent improvements including a 2023 metal roof and all-new impact glass windows and doors for peace of mind. Head upstairs to the main living level where an open-concept layout welcomes you with luxury vinyl plank flooring, vaulted ceilings, and plantation shutters that fill the space with natural light. The kitchen features stainless steel appliances only a few years old, granite countertops, and a convenient connection to the dining area—ideal for hosting friends and family. Each bedroom showcases plantation shutters and crown molding for added charm. The primary suite is a true retreat, complete with a walk-in closet with built-in organization, an ensuite bathroom with a glass-enclosed shower tucked behind a stylish barn door, and direct access to the backyard deck through sliding glass doors. The two guest bedrooms share a tastefully updated full bathroom. Step outside to the elevated deck overlooking the private backyard, where a cozy fire pit area awaits in the corner—perfect for evening conversations and coastal breezes. An outdoor shower is the perfect spot to rinse off after a long day at the beach. Whether you’re seeking a full-time residence or the ideal vacation getaway, the flexibility of no HOA allows you to live as you please. Located just down the road from the powdery white sands of world-renowned Siesta Beach and only a half mile from the charming shops and restaurants of Siesta Village, this home delivers the quintessential Siesta Key lifestyle.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Kaisen Mitchell
$999,999 (USD)
Active

Sarasota Area Single Family Home

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2518 Dick Wilson Drive Sarasota, FL 34240

3 Bed
3 Baths
3023 sqft
MLS# A4672995
Virtual Tour
This elegant residence, located in one of Sarasota’s most desirable communities, offers a refined blend of style, comfort, and seclusion. With its thoughtful layout, open-concept interiors, and seamless indoor-outdoor flow, this property effortlessly combines luxury, function, and privacy — all within a captivating courtyard setting. The moment you enter, you’re greeted by the serene centerpiece of the home — a courtyard with a sparkling heated pool and spa, outdoor kitchen with vented gas grill, and covered al fresco dining space. The main house showcases soaring 12–14 ft ceilings with crown molding, custom built-ins, and granite finishes throughout, while French doors and tall transom windows fill the interiors with natural light. The home is perfect for those who love to entertain with its split floorplan and large common spaces. The kitchen features a pantry, breakfast bar, and Skylight family control center, and is connected seamlessly to both the family room and the formal dining room that features a beautiful built-in buffet and display to showcase your favorite things. A sunroom in the back functions as a perfect playroom for little ones, or as an inspiring office or library. The mother-in-law/multi-gen suite is thoughtfully designed with a custom Murphy bed and library shelves, and is ideal as guest quarters, a home office, man cave, or fitness retreat—offering the independence and comfort of a true guest house within the property’s secluded courtyard embrace. The property offers peace of mind, inside and out, as it has a brand new AC and water heaters, was recently re-plumbed, and has a 2017 barrel tile roof. It has been beautifully maintained, with a recently updated pool heater and pump. The oversized two-car garage with golf cart space includes a large air-conditioned storage room, is EV charging ready with a 40amp wall outlet, and there is additional parking space for all the guests who will be clamoring to come visit! Enjoy care-free living as this enclave of Laurel Oak includes lawn maintenance in your HOA fees. Laurel Oak Estates offers a lifestyle of distinction, featuring a 24 hour guarded gate and stunning manicured grounds. Membership to the club is optional, and has its privileges: 36 holes of championship golf, 12 tennis courts, 6 pickleball courts, a clubhouse that offers dining and social events, and an inviting heated and cooled junior Olympic pool. Live the Florida lifestyle you’ve been dreaming of, in the home and neighborhood that will make you feel like you’ve arrived!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Alison Stottlemyer
$999,000 (USD)
Active

Sarasota Area Single Family Home

Active

7031 Scrub Jay Drive Sarasota, FL 34241

4 Bed
3 Baths
3586 sqft
MLS# A4668056
Virtual Tour
Serenity, sophistication, and sweeping lakefront views converge in this exceptional estate, located within the prestigious gated community of Red Hawk Reserve. Set on a premium homesite and thoughtfully crafted for both elegant living and effortless entertaining, this 3,586 sq. ft. residence offers four bedrooms, three bathrooms, a dedicated office, a flexible studio or fifth bedroom, and an expansive 400+ sq. ft. bonus room. From the moment you step inside, you're welcomed by soaring ceilings, abundant natural light, and timeless architectural details that create a sense of openness and grandeur. At the heart of the home lies a gourmet kitchen, beautifully appointed with designer cabinetry, a custom wood range hood, granite countertops, under-cabinet lighting, a center island with breakfast bar, and high-end stainless steel appliances. Adjacent to the kitchen, a cozy dinette framed by a sweeping aquarium window offers the perfect setting to enjoy your morning coffee while overlooking the pool and tranquil lake. The primary suite is a private retreat, complete with serene views, dual custom walk-in closets with upgraded built-ins, and a spa-inspired en-suite bath featuring a Roman shower, soaking tub, and separate vanities. Step outside to your resort-style oasis—an expansive wrap-around lanai with brick pavers, a heated pool and spa, and lush tropical landscaping, all set against the backdrop of shimmering lake views. An oversized three-car garage offers generous built-in storage and overhead racks. At the same time, the community provides added peace of mind with a virtual guard gate, high-resolution security, and reclaimed water irrigation. Located within an A-rated school district and just minutes from the world-renowned Siesta Key Beach, this remarkable residence embodies the essence of Florida luxury living.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Skrzypkowski
$995,000 (USD)
Pending

Longboat Key Area Condominium

Pending

1000 Longboat Club Road 1103 Longboat Key, FL 34228

2 Bed
2 Baths
1409 sqft
MLS# A4662719
Virtual Tour
Perched atop the 11th floor, this penthouse residence at Privateer South captures an extraordinary sweep of views spanning Longboat Key Club’s lush golf course, the expanse of Sarasota Bay, the downtown skyline, and the Gulf of Mexico’s turquoise waves. Offering more than 1,400 square feet, the light-filled interiors flow effortlessly between living, dining, and kitchen spaces, framed by impact windows and glass sliders that open to two private terraces—one Gulf-facing and one Bay-facing—inviting you to enjoy sunrises and sunsets alike. The modernized kitchen balances style and function with quartz countertops, a sleek tile backsplash, shaker cabinetry, and stainless-steel appliances. Porcelain tile flooring adds a timeless touch, enhancing the airy ambiance throughout. The split-bedroom plan ensures privacy when guests visit, with the primary suite offering direct access to the larger terrace, a spacious walk-in closet, and a private en-suite bath, while the guest suite is positioned on the opposite wing with its own serene views. Additional comforts include newer impact-rated windows and sliders, covered parking, and an owner’s storage unit located on the same floor. Privateer South, set directly on the Gulf of Mexico, has recently been enhanced with upgrades that further elevate its appeal, including a newer roof, refreshed lobby, and updated common areas. Residents enjoy a lifestyle that blends leisure and convenience, with a beachside heated pool and spa on an expansive deck, tennis, pickleball, and shuffleboard courts, fitness center, fire pit lounge, barbecue area with outdoor seating, social room with catering kitchen, and guest suites for visitors. On-site management and security provide peace of mind in this sought-after community. Beyond the gates, Longboat Key delivers a lifestyle defined by natural beauty and cultural access. Championship golf and fine dining await for members at the Longboat Key Club, while the boutiques and restaurants of St. Armands Circle are minutes away. Downtown Sarasota, with its world-class theaters, museums, galleries, and vibrant waterfront, is an easy drive south. Award-winning beaches, including those of neighboring Lido and Siesta Key, complete the picture, offering endless opportunities to explore, relax, and savor life on the Gulf Coast. This penthouse is more than a residence—it’s a front-row seat to the very best of Sarasota living.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell