My Office's Listings

Some or all of the listings below are provided by the Longboat Key office.
$1,090,000 (USD)
Active

Sarasota Area Condominium

Active

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)
Active

Sarasota Area Land

Active

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)
Active

Sarasota Area Single Family Home

Active

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
$995,000 (USD)
Active

Longboat Key Area Condominium

Active

5311 Gulf Of Mexico Drive 3 Longboat Key, FL 34228

2 Bed
2 Baths
1028 sqft
MLS# A4672601
Virtual Tour
Turnkey furnished and positioned directly on the sandy shores of the Gulf of Mexico, this first-floor, direct Gulf-front residence at Beach Castle Resort offers an exceptional blend of beachfront living and proven rental performance. Averaging six figures in annual gross income, this two-bedroom retreat is ideal for personal enjoyment, weekly rentals, or a combination of both—making it one of Longboat Key’s strongest investment opportunities.
The light-filled interior features oversized tile flooring, updated windows and sliders (2009), and a well-appointed kitchen with granite countertops, contemporary cabinetry, modern appliances, and plumbing and electrical upgrades completed in 2006. Designed for effortless coastal living, the open layout seamlessly connects the kitchen, dining, and living areas. Floor-to-ceiling sliders lead to a private patio and screened-in lanai, both just steps from the beach, allowing indoor and outdoor spaces to flow together naturally.
The split-bedroom plan enhances privacy for owners and guests. The primary suite enjoys beautiful Gulf views, private patio access, and a peaceful setting perfect for morning coffee or sunset unwinding. A comfortable second bedroom and full bath complete the guest wing.
Beach Castle Resort is one of the few communities on Longboat Key offering daily, weekly, or monthly rental flexibility, giving owners the freedom to maximize both personal use and rental income. The community’s beach-to-bay amenities include deeded beach access, a sundeck with heated swimming pool and spa, barbecue grilling areas, a fishing pier, and a day dock for boating enthusiasts (first-come basis, no overnight docking). Lush tropical landscaping and well-maintained grounds create a relaxing boutique-resort environment.
Perfectly located on the north end of Longboat Key, the property is minutes from Bayfront Park, Cedars Tennis Resort, and the island’s scenic walking and biking routes. A short drive south leads to the Longboat Key Club, upscale dining, and the attractions of St. Armands Circle. Downtown Sarasota—home to world-class theater, museums, botanical gardens, professional events, and waterfront parks—is just across the bridge.
With direct Gulf-front views, strong rental history, and an unbeatable location, this Beach Castle residence offers the best of Longboat Key’s coastal lifestyle—whether you’re seeking an investment, a getaway, or both.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$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
$975,000 (USD)
Active

Sarasota Area Single Family Home

Active

795 Plymouth Street Sarasota, FL 34242

4 Bed
3 Baths
1967 sqft
MLS# A4661729
Virtual Tour
Welcome to your slice of paradise on Siesta Key. This beautifully updated 4-bedroom home offers the perfect blend of coastal charm and modern comfort, nestled on a peaceful, tree-lined street in one of the island’s most sought-after neighborhoods. Step inside to discover a bright, airy interior filled with natural light, where spacious living areas flow effortlessly into a large open-air pool, ideal for relaxing afternoons or entertaining under the sun. The heart of the home is designed for easy Florida living, with a thoughtful layout that invites connection and calm. The primary suite features a generous walk-in closet and a calming, private ambiance, perfect for unwinding after a day in the sun. Recent upgrades include a new roof installed in 2021 and a high-efficiency HVAC system from 2020, offering peace of mind and year-round comfort. Outside, the hardscaped, low-maintenance yard adds tropical appeal without the upkeep, while the paver driveway enhances curb appeal with a touch of elegance. Whether you're hosting poolside gatherings or enjoying quiet mornings with coffee and birdsong, this home delivers the kind of lifestyle that feels like vacation every day. And with Siesta Beach just minutes away, you’ll have world-class sand and surf practically at your doorstep. Move-in ready and lovingly maintained, this property is more than a home, it’s a serene escape in the heart of paradise. Did not flood during 2024 storms.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Courtney Church
$949,000 (USD)
Active

Sarasota Area Single Family Home

Active

7426 Weeping Willow Boulevard Sarasota, FL 34241

3 Bed
3 Baths
3276 sqft
MLS# A4656257
Virtual Tour
**SIGNIFICANT PRICE REDUCTION** Luxury just became more attainable - recent price adjustment makes this home an unbeatable value! Welcome to a peaceful paradise in the sought-after Woodlands of Bent Tree! This lovely 3-bedroom, 3-bathroom residence is perfectly situated on a sprawling waterfront homesite and showcases pride of ownership from the moment you arrive. With thoughtful design and meticulous maintenance, this property embodies the quintessential Florida lifestyle while offering wide scenic lake views from most rooms.
A spacious and inviting master suite features two large custom walk-in closets and a master bath with updated cabinetry and quartz counters, ensuring both luxury and practicality. Each generously sized guest bedroom offers glass sliders leading to lush garden views, creating a serene retreat for family or guests. A true office space with double frosted-glass doors provides the perfect environment for working from home or managing personal affairs. An additional bonus space can serve as another office or fitness room.
The heart of the home is the expansive kitchen which boasts upgraded cabinetry, granite countertops, and a sleek pass-through to the lanai, complete with a built-in buffet and outdoor refrigerator. The kitchen blends with ease to the large family room, with soaring ceilings, a stunning coral-surround wood-burning fireplace, and walls of glass doors, seamlessly connects to the lanai, perfect for entertaining.
Disappearing sliding glass doors allow for effortless indoor-outdoor living, showcasing the home's sunny southern exposure and natural light from multiple skylights.
The resurfaced sparkling pool is generously sized for lap swimming and surrounded by a spacious brick pavered lanai with ample undercover seating.
Enjoy the tranquil lake views while entertaining guests or savoring quiet moments in the lush, landscaped setting.
Additional Highlights include a brand new roof offering peace of mind for years to come, a 3-car side-entry garage, with the 3rd bay air-conditioned, provides extensive storage and workshop options. The long driveway includes a generous turnaround pad making entering or exiting the garage a breeze.
An exceptional amount of thoughtful storage systems and closets throughout the home ensure organization and convenience. For your comfort a gasoline-powered portable house generator and water filtration system are included.
This pristine home has been lovingly maintained by its long-time owner, and it’s ready for you to make it your own. Don't miss the opportunity to experience luxurious waterfront living in the established community of The Woodlands of Bent Tree. Schedule your private showing today and discover the perfect blending of comfort, elegance, and natural beauty.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Kelly Rosenberg
$949,000 (USD)
Active

Longboat Key Area Condominium

Active

1065 Gulf Of Mexico Drive 603 Longboat Key, FL 34228

2 Bed
2 Baths
1503 sqft
MLS# A4671687
Virtual Tour
Beachplace Penthouse with Beach-to-Bay Views!
Discover an inviting top-floor retreat in Building 10 at Beachplace, offering direct access to the Gulf of Mexico and wide views of the community’s lush landscape, sparkling shoreline, and partial Bay vistas. This furnished 6th-floor corner residence provides a bright coastal setting, ready for your personal touch.
New impact floor-to-ceiling sliders and windows (2024) illuminate the more than 1,500-square-foot layout, bringing natural light into the open living and dining areas and connecting seamlessly to the wraparound terrace.
The kitchen sits at the center of the home and offers an efficient design with eating space, breakfast bar seating, and laundry closet. The split-bedroom layout enhances privacy. The primary suite includes terrace access, built-in closet with dressing area, and an en-suite bath. The guest suite, located on the opposite side of the residence, is positioned to enhance privacy.
Additional conveniences include one under-building parking space (deeded, covered) plus additional outside parking, and generous storage.
Beachplace is a gated Gulf-front community known for resort amenities and well-managed operations. Residents enjoy 24-hour security, on-site management, a large clubhouse, fitness center, tennis courts, walking paths, and a Gulf-side sundeck with heated pool and spa. A private boardwalk leads directly to the beach. The community’s amenities also include a spa, sauna, meeting rooms, and beautifully maintained grounds.
Ideally positioned along the southern end of Longboat Key, this residence places you minutes from the island’s best recreation and conveniences. Enjoy nearby marinas, championship golf at the Longboat Key Club, waterfront dining, and the boutiques of St. Armands Circle. Downtown Sarasota—home to world-class arts, theaters, galleries, and the Bayfront Park—lies just over the bridge. With wide beaches, tropical landscaping, and exceptional amenities, Beachplace offers an effortless coastal lifestyle in one of Sarasota’s most desirable Gulf-front settings.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$939,000 (USD)
Pending

Osprey Area Single Family Home

Pending

392 Park Trace Boulevard Osprey, FL 34229

4 Bed
3 Baths
2802 sqft
MLS# A4668610
Virtual Tour
Under contract-accepting backup offers. Set on a premier lakefront lot in Osprey, 392 Park Trace offers serene water views, incredible privacy, and a lifestyle surrounded by nature. Backing to Oscar Scherer State Park and just 1.9 miles from the Gulf waters and waterfront tiki bars, this home embraces Florida living. The Legacy Trail trailhead is only a quarter-mile away, connecting you to miles of scenic paths for biking, running, and exploring.

Designed to capture its peaceful surroundings, the home features wide-open living spaces and large windows that fill every room with natural light. The floor plan includes four spacious bedrooms, three full baths, and a flexible office or den.

The open kitchen is a true centerpiece, with granite counters, stainless steel appliances, a walk-in pantry, and a large island ideal for gathering with family and friends. Soaring ceilings, crown molding, and rich flooring bring warmth and elegance throughout.

Step outside to your private lanai and take in the captivating lake views that first made the current owner fall in love with this home, a view you truly have to experience for yourself!

The sparkling pool and spa, enclosed in a recently redone cage, along with a fenced dog run or garden area, create an inviting space to unwind and relax. Plus, there is a 2.5-car garage that completes this exceptional property.

Also located minutes from Siesta Key Beach, boutique shopping, fine dining, and the top-rated Pine View School, this home delivers the serenity of the Gulf Coast with everyday ease.

392 Park Trace isn’t just a place to live… it’s a place to belong.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Skrzypkowski