My Office's Listings

Some or all of the listings below are provided by the Longboat Key office.
$1,095,000 (USD)
Active

Longboat Key Area Condominium

Active

1000 Longboat Club Road 402 Longboat Key, FL 34228

2 Bed
2 Baths
1290 sqft
MLS# A4670053
Virtual Tour
Coastal Elegance at Privateer South, Longboat Key!
Set directly along the Gulf of Mexico, this beautifully renovated two-bedroom residence at Privateer South offers effortless beachfront living within the gates of the prestigious Longboat Key Club. Move-in ready, every detail of this turnkey fourth-floor getaway speaks to comfort, style, and sophistication, framed by sweeping Gulf views and warm coastal light.
Porcelain tile floors extend throughout, creating a seamless flow from room to room, while all-impact glass sliders and windows frame tranquil vistas and ensure peace of mind. The open-concept great room is spacious yet inviting, with defined living and dining areas that connect effortlessly to one of two private terraces—perfect for morning coffee or evening sunsets over the water.
The modern kitchen features solid wood, shaker style cabinetry (unified throughout the home), sleek granite countertops, stainless-steel appliances, wine refrigerator, and breakfast bar seating, offering the perfect blend of beauty and function. Built-in shelving adds both storage and architectural character, while subtle lighting and window treatments complete the refined aesthetic.
The primary suite serves as a private retreat with direct terrace access, a generous wall-to-wall custom-built closet, and a revamped en-suite bathroom featuring dual vanities, granite counters, and a spacious shower with multiple heads. The second bedroom is thoughtfully designed to function as a stylish office or guest suite, complete with a walk-in closet and custom Murphy bed concealed behind clean cabinetry—ideal for flexible use of space. A second full bath with tub/shower combination is equally well-appointed.
Two terraces—overlooking the shimmering Gulf and eastern sunrise views—extend the living experience outdoors. The residence also includes an assigned covered parking space, the convenience of interior laundry, and abundant storage throughout.
Privateer South is one of Longboat Key’s premier beachfront communities, offering resort-style amenities in a serene and secure setting. Residents enjoy a Gulf-front heated pool and spa, tennis and pickleball courts, fitness center, and clubhouse, all surrounded by lush tropical landscaping with direct access to one of Florida’s most pristine stretches of sand. Association fees include cable, water, waste collection, grounds care, and 24-hour gated security for a truly maintenance-free lifestyle.
Perfectly positioned within the Longboat Key Club gates, the location allows members to enjoy world-class golf, a full-service marina, and exceptional dining just moments away (membership options available separately). A short drive brings you to St. Armands Circle for boutique shopping and fine restaurants, or over the bridge to downtown Sarasota, where theater, art, and culture thrive.
Offering a rare combination of coastal tranquility, thoughtful design, and resort-style living, Privateer South #402 captures the best of Gulf-front Sarasota living—an inspired residence where every day feels like a retreat.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$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
$999,999 (USD)
Active

Sarasota Area Single Family Home

Active

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
$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