My Active Listings

Some or all of the listings below are provided by the Longboat Key office.
$2,499,000 (USD)
Active

Sarasota Area Condominium

Active

35 Watergate Drive 1506 Sarasota, FL 34236

3 Bed
3 Baths
2799 sqft
MLS# A4685943
Virtual Tour
Perfectly placed on the 15th floor of the Ritz-Carlton managed Tower Residences, this corner residence captures sweeping panoramas of Sarasota Bay, the Bayfront yacht basin, the downtown skyline, and vibrant city lights stretching toward the horizon. Spanning nearly 2,800 square feet, the open floor plan is designed to frame water and city views from nearly every room while offering comfortable spaces for both everyday living and entertaining.
Travertine flooring flows throughout the main living areas, creating a cohesive foundation for the light-filled interior. The great room is surrounded by walls of floor-to-ceiling windows and glass sliders that open to the residence’s largest terrace, creating a seamless indoor-outdoor connection and an ideal setting for taking in Sarasota’s skyline and waterfront activity. Just beyond, the dining area is positioned to capture sweeping views while remaining conveniently connected to the kitchen.
The chef’s kitchen blends functionality with timeless design, featuring natural wood cabinetry, granite countertops, stainless steel appliances, and a breakfast bar that opens to the living areas. This thoughtful layout encourages effortless entertaining while maintaining clear sightlines to the water and city skyline.
All bedrooms feature bamboo hardwood flooring, offering warmth and contrast to the stone flooring in the main living spaces. The primary suite is privately positioned and serves as a relaxing retreat, complete with direct terrace access, dual walk-in closets, and a spacious marble en-suite bath with split vanities, soaking tub, and separate shower. The guest suite includes its own walk-in closet and a private terrace, while the third bedroom—currently arranged as a den or office—provides flexibility for guests or remote work.
The residence includes two secure under-building parking spaces and an air-conditioned owner’s storage unit located on the third floor.
Life at The Tower Residences offers the full benefit of Ritz-Carlton services and amenities. Residents enjoy concierge assistance, valet parking, and 24-hour room service from the adjacent Ritz-Carlton Hotel. Community features include a resort-style pool and spa (currently being updated), outdoor grilling and dining areas, an expansive social room with catering kitchen and fireplace, a theater, billiards and recreation room, elegant library and boardroom, and a fully equipped fitness center with locker rooms, sauna, steam room, and massage facilities.
Located in the heart of downtown Sarasota, this residence places the city’s waterfront lifestyle just outside your door. Marina facilities are less than half a mile away, while nearby Bayfront Park, the Sarasota Opera House, Van Wezel Performing Arts Hall, and numerous galleries and theaters anchor the city’s vibrant cultural scene. St. Armands Circle’s boutiques and restaurants are less than two miles away, and the white sands of Lido Key and Longboat Key’s Gulf beaches are only minutes from the property—bringing the very best of Sarasota living within effortless reach.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Roger Pettingell
$2,499,000 (USD)
Active

Longboat Key Area Condominium

Active

1241 Gulf Of Mexico Drive 304 Longboat Key, FL 34228

3 Bed
4 Baths
3045 sqft
MLS# A4691690
Virtual Tour
Framed by sweeping Gulf sunset views and the manicured grounds of the Water Club, this expansive third-floor residence in the South Building offers more than 3,000 square feet of refined coastal living. Designed with both privacy and comfort in mind, the residence pairs a thoughtfully updated interior with immediate access to one of Longboat Key’s most sought-after resort-style communities.
The true three-bedroom layout was enhanced in 2022 with the enclosure of the den and addition of a closet, creating a more functional and private floor plan. Hardwood flooring flows throughout the main living areas, while all three bathrooms were recently updated in 2024, adding a fresh, modern feel.
The open living and dining areas are designed to capture Gulf and sunset views, complemented by built-ins and a wet bar that enhance both everyday living and entertaining. Floor-to-ceiling glass doors open from the great room, kitchen, and primary suite to two Gulf-facing terraces, creating a seamless connection to the outdoors.
The eat-in kitchen is both functional and inviting, featuring custom cabinetry, Miele stainless steel appliances, a center island, and a dining nook surrounded by glass to maximize water views.
The primary suite offers a private retreat with its own sitting area, an oversized walk-in closet, and dual en-suite bathrooms designed for comfort and convenience. Two guest bedrooms are thoughtfully arranged in a split plan, including one en-suite, ensuring privacy for family and visitors.
Additional features include covered parking, a private storage unit, and a beverage locker (assigned).
The Water Club is known for its full service, resort-style living, offering a Junior Olympic-size pool, children’s pool, three spas, four Har-Tru tennis courts, and a Mediterranean-inspired clubhouse with fitness center, steam and sauna, library, social spaces, and everyday on-site concierge services. A 24-hour staffed gate provides both privacy and security, while direct access to the Gulf’s sandy beaches completes the experience.
Located on the south end of Longboat Key, this residence is just minutes from the Longboat Key Club, St. Armands Circle, and downtown Sarasota’s cultural venues, including The Ringling Museum, Van Wezel Performing Arts Hall, Selby Gardens, and waterfront parks—offering a lifestyle that blends coastal beauty with everyday convenience.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Roger Pettingell
$2,495,000 (USD)
Active

Osprey Area Single Family Home

Active

230 Osprey Point Drive Osprey, FL 34229

3 Bed
4 Baths
3586 sqft
MLS# A4683382
Designed by Las Casitas Architects, this Spanish-style residence, featuring 3 bedrooms, 3.5 baths, a den/study with built-in Murphy bed and a 3-car garage, sits on an oversized .59-acre preserve lot with circular drive and courtyard entry. The light-filled, open floorplan features wood and marble flooring, crown molding, tray ceilings, and custom built-ins throughout. The chef’s kitchen is a standout with solid wood cabinetry, granite countertops, a large island with prep sink, counter seating, and premium appliances including Thermador and Bosch. The expansive master suite includes multiple walk-in closets and a luxurious bath with dual vanities and a large custom-tiled shower. Guest bedrooms are generously sized and well-appointed. Enjoy exceptional Florida outdoor living on the spacious screened lanai with heated saltwater pool, outdoor kitchen, and ample covered seating—all overlooking the tranquil North Creek Coastal Preserve. This home is equipped with Control4 automation, Lutron lighting, whole-house water filtration and softener, NEW generator with 500-gallon propane tank, hurricane-impact windows and doors, and two tankless water heaters. A rare combination of quality construction, modern systems, privacy, and natural beauty—this home is truly move-in ready.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Steve Abbe
$2,450,000 (USD)
Pending

Longboat Key Area Single Family Home

Pending

3311 Sabal Cove Drive Longboat Key, FL 34228

4 Bed
4 Baths
3416 sqft
MLS# A4676501
Virtual Tour
Expertly designed by the highly regarded John Cannon Homes, known for exceptional quality and craftsmanship, this custom 4 bedrooms plus study residence offers the comfort and convenience of expansive living on one single level within the exclusive enclave of Sabal Cove, behind the secure gates of Bay Isles on Longboat Key. The home is centered around a dramatic screened outdoor living area, where the primary gathering spaces and owner’s suite are open to a grand, tiered brick-paver patio created for easy, elegant entertaining. This resort-style environment includes a saltwater swimming pool with waterfall feature, a raised gas fire pit with lounge seating and a built-in protected summer kitchen all surrounded by architectural lighting and mature tropical plantings beyond the enclosure that ensure privacy and tranquility. Spanning more than 3,400 square feet, the interior reveals impressive architectural scale with ceiling heights ranging from 12 to 15 feet, complemented by clerestory windows that fill the home with natural light. The family room is highlighted by a newly refinished limestone and glass natural gas/electric fireplace, while seamless aquarium-style glass corner sliders retract completely, creating a fluid connection between indoor living and the outdoor retreat. Interior spaces include a formal living room, a dining room with built-in glass display shelving, and a private study featuring extensive custom cabinetry. The well-appointed kitchen with a center island and breakfast bar, quartz countertops, generous custom storage, and a six-burner Thermador gas range is ideal for culinary pursuits. Additional features include hurricane impact-rated windows, wood flooring, solid-core interior doors, detailed tray ceilings and handcrafted millwork. A side-entry brick-paver drive leads to an oversized three-car garage equipped with a 240-volt EV charging outlet. Sabal Cove is an intimate community of just 38 single-family custom homes at the southern end of Longboat Key. Bay Isles residents enjoy access to a private, gated Gulf-front beach club, with optional membership to the adjacent Longboat Key Club offering 45 holes of championship golf and a premier tennis facility. Convenient to the Longboat Key Town Center’s grocery & pharmacy, the property is also a short drive to St. Armands Circle and downtown Sarasota, known for its cultural attractions, acclaimed dining, and upscale shopping.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Ryan Ackerman
$2,350,000 (USD)
Active

Sarasota Area Single Family Home

Active

7430 Cove Terrace Sarasota, FL 34231

3 Bed
4 Baths
4200 sqft
MLS# A4676485
Virtual Tour
Nestled within the secure, mainland West-of-Trail enclave of Coral Cove, this elevated 2-story waterfront residence offers refined coastal living on a generous 17,000+ square-foot canal-front homesite with direct access to the Intracoastal Waterway. Positioned in an X flood zone and exhibiting exceptional resilience, the property sustained no storm impact and features a standing-seam metal roof, mature landscaping, and a well servicing the irrigation system. A brick-paver circular drive introduces a striking double-door entrance, opening to a light-filled interior defined by soaring volume ceilings, clerestory windows, and an airy, sun-washed ambiance. The welcoming foyer flows into a spacious living and dining composition designed for both intimate and large gatherings. At the heart of the home, the centrally placed kitchen features expansive sightlines, abundant cabinetry, and a seamless aquarium-glass breakfast retreat overlooking tranquil water vistas. Adjacent, a large 21x24 family room with bar, wine refrigerator, sink and fireplace extends effortlessly outdoors, creating a harmonious connection between interior comfort and open-air relaxation. The main living level has a second main bedroom plus 2 guest rooms. One bedroom is currently designed as a study. A stairway ascends to an open gallery walkway leading to an extraordinary 25x18 owner’s sanctuary. This upper-level retreat showcases a spa-inspired bath, custom-tailored walk-in wardrobe, plus a dedicated exercise studio or nursery. Enjoy private access to an upper sun deck overlooking the water. Outdoor living is truly exceptional, with an expansive entertainment environment featuring a swim-spa, screened lounging deck, additional open-air terrace, and fully fenced backyard ideal for pets or play. The Trex dock is engineered to accommodate a large boat, offering easy access to the bay and beyond. Coral Cove residents enjoy exclusive use of a private two-acre waterfront park and community boat ramp, fostering a close-knit, serene atmosphere. Peaceful surroundings pair beautifully with remarkable convenience to shopping, dining, and cultural attractions, while the powder-white sands of Siesta Key Beach—ranked the nation’s finest—are just minutes away. A rare blend of security, scale, natural light, and waterfront sophistication, this Coral Cove offering delivers an elevated coastal lifestyle without compromise.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Ryan Ackerman
$2,295,000 (USD)
Active

Sarasota Area Single Family Home

Active

355 S Shore Drive Sarasota, FL 34234

3 Bed
3 Baths
3276 sqft
MLS# A4671767
Virtual Tour
Build Your Dream Home on Sarasota Bay in Sapphire Shores!
Set on an expansive 0.34-acre (14,665-sq.-ft.) waterfront lot, this property presents a rare opportunity to create a custom Sarasota residence in one of the city’s most desirable West-of-Trail neighborhoods. Perfectly positioned on a protected inlet that opens directly to Sarasota Bay, this oversized homesite offers stunning water views and the ideal setting for a modern coastal estate with private dockage and outdoor living space.
Nestled among multi-million-dollar properties in the sought-after Sapphire Shores community, the location captures both tranquility and convenience. Just minutes from downtown Sarasota, residents enjoy easy access to world-class dining, boutique shopping, cultural landmarks, and vibrant nightlife. Nearby attractions include The Ringling Museum of Art, Sarasota Jungle Gardens, and the Van Wezel Performing Arts Hall, while Lido Beach, Longboat Key, and St. Armands Circle are only a short drive away.
Offering a coveted combination of bay proximity, generous lot size, and prime positioning within Sarasota’s prestigious museum district, this property is ready for new vision—whether you imagine a coastal contemporary retreat or timeless Sarasota modern. Opportunities of this caliber are increasingly rare in today’s market—seize the chance to build your dream home in one of Sarasota’s most storied waterfront enclaves.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Roger Pettingell
$2,290,000 (USD)
Pending

Sarasota Area Single Family Home

Pending

7755 Holiday Drive N Sarasota, FL 34231

4 Bed
4 Baths
4381 sqft
MLS# A4687403
Virtual Tour
Under contract-accepting backup offers. Resort-style waterfront living awaits in this beautifully appointed residence in Holiday Harbor, ideally positioned on a canal just moments from the Intracoastal Waterway. Designed for both effortless coastal living and entertaining, this 4-bedroom, 3.5-bath home offers an exceptional blend of space, functionality, and lifestyle-driven amenities.
Upon entry, soaring vaulted ceilings and an abundance of natural light create a bright, inviting atmosphere. The expansive living room, anchored by a gas fireplace, flows seamlessly into the dining area and recently renovated kitchen—perfectly oriented to capture views of the lushly landscaped pool and outdoor living spaces. The kitchen is thoughtfully designed for the culinary enthusiast, featuring extensive cabinetry, quality finishes, upscale appliances such as Sub zero, Bosch and Wolf and a generous walk-in pantry. Walls of windows in the dining area bring the outdoors in, enhancing the home’s light-filled, airy feel.
The first floor is designed for both everyday living and entertaining, offering a private office, laundry room, and a guest suite with en-suite bath and its own separate entrance—ideal for visitors or extended stays.
Upstairs, accessible by either a striking staircase or private elevator, the home continues to impress. Two guest bedrooms share a well-appointed Jack and Jill bath, while a spacious family room with wet bar and an additional media room provide flexible spaces for gathering and relaxation. The primary suite is a true retreat, featuring a private screened balcony with picturesque views down the canal toward the Intracoastal Waterway. The primary bath includes a soaking tub, separate tiled shower, dual vanities, and a large walk-in closet which also can accommodate a washer and dryer.
Step outside to your own private waterfront oasis. The heated saltwater pool and spa are complemented by multiple levels of outdoor decking—an upper level designed for poolside lounging, entertaining, and cooking out on the outside kitchen area. The lower deck is perfect for a fire table and evenings under the stars.
For boating enthusiasts, the property offers excellent canal frontage with quick, easy access to the Intracoastal and Gulf beyond—opening the door to endless days on the water, from sandbar outings and fishing to watersports and sunset cruises.
Ideally located near waterfront dining, top-rated schools, downtown Sarasota, and the world-renowned beaches of Siesta Key, this home captures the essence of Florida coastal living—where every day feels like a getaway.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Courtney Tarantino
$2,250,000 (USD)
Active

Sarasota Area Single Family Home

Active

440 S Lime Avenue Sarasota, FL 34237

5 Bed
6 Baths
3434 sqft
MLS# A4666533
Virtual Tour
Pre-Construction. To be built. Welcome to this stunning 3,434 sq. ft. single-story residence, where modern luxury meets timeless Italian craftsmanship. Ideally located within Sarasota city limits, this property qualifies for weekly rentals—a rare and highly desirable feature that opens the door to significant income opportunities in one of the area’s most sought-after vacation rental markets. This 5-bedroom, 5.5-bathroom residence is designed with both style and functionality in mind. Showcasing imported Italian fixtures, custom cabinetry, and premium flooring throughout, every detail reflects Milano Homes’ signature quality and sophistication. The expansive open-concept kitchen and living area are perfect for entertaining, while floor-to-ceiling hurricane-rated windows and sliding glass doors bathe the space in natural light and create a seamless connection to the outdoors. Step outside to your private retreat featuring a sparkling pool, sun-soaked deck, and ample space for relaxation or entertaining under the Florida sky. Perfectly positioned just minutes from downtown Sarasota, residents and guests will enjoy easy access to boutique shopping, fine dining, award-winning beaches, the scenic Legacy Trail, and local parks with tennis and pickleball courts. Whether you’re looking for a full-time residence, seasonal escape, or an income-producing short-term rental, this home offers a rare opportunity to enjoy the Sarasota lifestyle while capitalizing on high-demand weekly rental potential. Work hand-in-hand with the dedicated Milano Homes professionals to personalize this custom residence, creating a one-of-a-kind dream home tailored just for you.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Rinat Sikdar
$2,249,000 (USD)
Active

Osprey Area Single Family Home

Active

362 Macewen Drive Osprey, FL 34229

4 Bed
4 Baths
4117 sqft
MLS# A4676567
Virtual Tour
Experience luxury living in this beautifully appointed traditional home featuring 4 bedrooms, 3.5 bathrooms, and a dedicated office. The formal living room offers a fireplace and French doors, allowing separation from the kitchen and family room for more intimate gatherings. The spacious master suite includes two walk-in closets with custom built-ins, a sitting area, and a spa-inspired bath with dual vanities, soaking tub, and separate shower. Guests enjoy privacy in an en suite bedroom with direct pool access, while two additional bedrooms share a conveniently located third bath. A three-car garage provides ample space for vehicles and hobbies, complete with a workspace, overhead storage, and cabinets. Ideally positioned as the closest residence to the clubhouse on MacEwen, the home overlooks the 2nd and 3rd holes of the Eagle Course. Manicured landscaping offers complete privacy. Beyond are breathtaking golf course and lake views. Outdoor living features an expansive pool deck, screened lanai, fully updated outdoor kitchen, and a charming open-air patio. The renovated kitchen opens to the family room and includes a breakfast nook with aquarium window offering pool views, plus a formal dining room and breakfast bar for flexible entertaining. This exceptional home combines privacy, comfort, and a prime location for the ultimate country club lifestyle. Membership in The Oaks Club is required. The Oaks Club, Sarasota’s premiere golf and country club, has two champion 18-hole golf courses, twelve HAR-TRU tennis courts (4 lighted), four pickleball courts, an over 7,500 square foot state-of-the-art WellFit Center, an award-winning culinary team, and robust activities and social calendars. Club membership is required with homeownership.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Steve Abbe
$2,195,000 (USD)
Active

Longboat Key Area Condominium

Active

455 Longboat Club Road 402 Longboat Key, FL 34228

3 Bed
3 Baths
2410 sqft
MLS# A4686984
Virtual Tour
Gulf-front living takes on a refined sense of scale in this beautifully renovated residence at The Pierre, an intimate waterfront community of just 66 residences set behind the gates of the Longboat Key Club. With 2,400+ sq. ft. of thoughtfully updated living space, the residence offers a seamless blend of comfort, style and presence in one of the island’s most desirable locations. From the moment you enter the foyer, the tone is set with diagonal tile flooring, high ceilings, crown molding and tray accents that create a sense of openness and quiet sophistication. The great room unfolds with ease, connecting living, dining and kitchen spaces in a way that supports both everyday living and entertaining. A full wall of glass in the living area draws in natural light and frames views of the Gulf and manicured grounds, while a custom built-in adds both function and visual interest. The dining area sits adjacent, wrapped in glass and oriented toward the view, creating a natural setting for gatherings. The kitchen has been remarkably reimagined with black stone countertops, off-white cabinetry with glass panel accents, high-end appliances and generous counter space with a breakfast bar. A slider opens to the terrace, allowing for easy indoor-outdoor flow. A private office with double glass doors and a tray ceiling with custom lighting provides a quiet and versatile workspace. The primary suite is spacious and serene, featuring a breath taking view, terrace access and a large bath designed with both comfort and flexibility in mind. Dual water closet areas and a distinctive glass-enclosed circular shower with detailed tilework add a unique architectural element. Guest accommodations are well-sized and welcoming, and an in-residence laundry room adds everyday convenience. Residents of The Pierre enjoy a full complement of amenities, including concierge service, under-building parking, 24-hour security, a fitness center, 2 guests suites, heated pool, spa, children’s pool, Har-Tru tennis courts, shuffleboard courts and private beach access. Membership opportunities at the Longboat Key Club offer access to championship golf and fine dining, all within proximity to St. Armands Circle and Sarasota’s vibrant downtown.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Bruce Myer

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