My Active Listings

Some or all of the listings below are provided by the Longboat Key office.
$2,495,000 (USD)
Active

Sarasota Area Condominium

Active

2050 Benjamin Franklin Drive B704 Sarasota, FL 34236

3 Bed
3 Baths
2936 sqft
MLS# A4672363
Virtual Tour
Set high above the sand on the seventh floor of Orchid Beach Club, this executive Lido Key beach residence showcases sweeping Gulf-to-bay and downtown Sarasota views the moment you step inside. Designed for elevated coastal living, the nearly 3,000-square-foot layout offers three bedrooms, three full baths, private elevator access, turnkey furnishings option available, and multiple terraces that create a true indoor-outdoor lifestyle.
A residents-only elevator opens directly into your private lobby, where double iron filigree doors reveal a sophisticated interior filled with natural light. High cove ceilings with inset lighting, custom millwork, wood paneling, motorized window treatments, and thoughtfully updated finishes establish a sense of modern elegance throughout the home. Walls of impact glass capture unobstructed Gulf, bay, and city vistas, enhancing every living space.
At the heart of the residence, the gourmet kitchen blends design with function, offering quartz countertops, sleek cabinetry, an island with seating, breakfast bar, and top-tier Bosch and Dacor appliances—including a six-burner gas range and warming drawer. The kitchen flows effortlessly into the great room and dining area, creating an ideal setting for hosting or relaxed everyday living.
The Gulf-front primary suite serves as a peaceful retreat, complete with terrace access, two walk-in closets, and a beautifully renovated bath with marble-inspired finishes, dual vanities, soaking tub, and large shower. Two private guest suites—positioned in a split layout—provide comfortable accommodations for visitors, including one with terrace access and another with its own secluded balcony.
Three terraces extend the living experience outdoors. The expansive bay-facing terrace offers a full summer kitchen with new (2024) built-in gas grill, large dining area, and generous seating space—perfect for sunset dinners or morning coffee overlooking the water. The Gulf-facing terrace is reserved for the primary suite and third bedroom, while the second guest suite enjoys its own private balcony.
Orchid Beach Club is an exclusive Gulf-front community of only 54 residences, known for concierge-level service and resort-style amenities. Residents enjoy a secure building, 24-hour gated entrance, attentive concierge staff, and a beautifully appointed clubhouse with social room, library, billiards, catering kitchen, and lounge. The wellness center includes a fitness facility, sauna, spa room, and massage services. Outdoors, the Gulf-side pool and spa are surrounded by a spacious sun deck, with direct access to a private stretch of Lido Beach’s soft sands and turquoise water.
Ideally situated near St. Armands Circle, Longboat Key, and downtown Sarasota, the location offers immediate access to fine dining, boutique shopping, theaters, galleries, boating marinas, and cultural venues including the Van Wezel Performing Arts Hall and Sarasota Opera House. With world-class amenities, coastal scenery, and a premier waterfront address, this Orchid Beach Club residence delivers the best of Lido Key living.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Roger Pettingell, Coldwell Banker Realty
$2,399,990 (USD)
Active

Sarasota Area Single Family Home

Active

8986 Bloomfield Boulevard Sarasota, FL 34238

4 Bed
4 Baths
3830 sqft
MLS# A4698281
Virtual Tour
Nestled behind the gates of one of Palmer Ranch's most esteemed neighborhoods, this exceptional John Cannon custom home in Silver Oak offers the perfect blend of timeless architecture, modern luxury and lasting value. Spanning more than 3,800 sf, this meticulously renovated residence features 4 bedrooms, 3.5 baths, a private study and a spacious game room - all on one level! Completely reimagined in 2026, nearly every major component of the home has been replaced or upgraded, creating a truly turnkey residence with exceptional craftsmanship throughout. Rich handcrafted hardwood flooring flows seamlessly from room to room, complemented by custom Fabuwood cabinetry, Cambria quartz countertops and refined designer finishes. The first glance of luxury greets you at the entry with new arched iron doors. Inside you'll find 12ft ceilings with custom wall coverings and lighting - with views to the pool and preserve. At the heart of the home, the curated kitchen is outfitted with a premium Wolf gas range, GE Monogram refrigerator, Cove dishwasher, double ovens, Scotsman ice maker and a beverage center. The primary suite is a luxurious retreat with wonderful light and outdoor views - complete with a custom California Closets walk-in closet that's truly over the top. The spa-inspired bath is magazine worthy - featuring a gradient tiled wall, double vanities, soaking tub, oversized shower and Cambria countertops. A handsome study provides the perfect home office or library, while the expansive game room offers additional space for recreation, media or another suite. Stunning living spaces feature a well-designed bar, electric fireplaces that add warmth and ambiance and views to the private preserve. The split plan provides three additional suites providing privacy to guests and family. Outdoor living is equally impressive. The resort-style pool has been completely resurfaced with new waterline tile and is surrounded by elegant Blanco marble lanai decking beneath a newly constructed screen enclosure—creating an inviting outdoor oasis for year-round entertaining. The large preserve lot offers privacy and long range views - with new landscaping. The 3-car side load garage has high ceilings, storage galore and is air conditioned. Built for both beauty and peace of mind, the home features a newer roof (2025), new HVAC system with all-new ductwork (2026), complete attic re-pipe, PGT hurricane-impact windows and sliding doors (2026), a hurricane-rated Suncoast Iron front entry door (2026) and a motorized hurricane screen system protecting the lanai (2026). Silver Oak is a sought-after community featuring custom builds, oversized homesites, mature trees, gated access and low HOAs. Close to shopping, top-rated schools and the Legacy Trail for walking, biking and exploring. 8986 Bloomfield Boulevard is more than a beautifully updated home—it's a rare opportunity to enjoy the prestige and charm of an established neighborhood with the confidence and comfort of a home rarely found updated to this level! The work has been done - simply move in, unpack, and start enjoying the Sarasota lifestyle!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Monica Verinder, Coldwell Banker Realty
$2,299,000 (USD)
Active

Sarasota Area Condominium

Active

5966 Midnight Pass Road G-67 Sarasota, FL 34242

2 Bed
2 Baths
1396 sqft
MLS# A4692674
Own a piece of paradise at the Palm Bay Club tower, where Siesta Key sunsets and Gulf views become a part of daily life.

Positioned in the waterfront tower, this airy corner residence captures a rare perspective down Siesta Key’s shoreline, where wide Gulf views, turquoise water, and the movement of the surf are visible from every room. Its unique southern orientation is one of the reasons the current owner fell in love with the property. It offers the beauty of a true Gulf-front setting without the harsh afternoon sun that many beachfront residences contend with. It is low enough to remain connected to the beach and water below, yet elevated enough to frame a panorama of the coastline. The experience from within the residence is both soothing and unforgettable.

Floor-to-ceiling windows fill the unit with natural light throughout the day. Morning sunrises arrive softly through the eastern-facing windows, while the southern exposure continuously reflects the changing colors of the Gulf, beach, and sky across the living spaces.

Lovingly maintained as a private coastal retreat for the owner, the residence has been thoughtfully and continually improved with an emphasis on luxurious comfort, quality, and ease of ownership. Features include custom cabinetry and generous storage, KitchenAid and Kohler appliances, Brizo fixtures, designer lighting and furnishings, top-of-the-line custom Hunter Douglas blackout blinds, hurricane-rated window protection, a private in-unit washer and dryer — a rare convenience within the building, and much more. The interiors feel refined yet relaxed, designed for extended stays, entertaining guests, or simply enjoying quiet mornings overlooking the water.

While this residence has primarily been enjoyed privately, Palm Bay Club’s highly regarded in-house rental program and flexible three-day minimum rental policy provides an exceptional option for owners seeking to generate income alongside personal enjoyment. The property includes 24-hour onsite security as well as full-time management, front desk and maintenance personel 7 days/week. Many long-term staff members contribute to the welcoming and established feel that owners value so highly.

The Palm Bay Club's beach resort lifestyle comes with a level of service and atmosphere that sets it apart on Siesta Key. Available beach staff will take the complimentary loungers anywhere on the private beach by ATV. Owners and guests enjoy one of the largest expanses of direct access private beach frontages on the Key, with an outdoor grill, covered pavilions, a rinse station, and additional premium beach cabana services. The Gulf side amenities also include poolside bathrooms and showers, and a fitness center that looks out to the big heated pool and tennis/pickleball courts. A brand new shuffeboard court has been added in 2026.

For a different laidback vibe, residents and guests simply walk to the Bay side to lounge by the heated pool and hot tub, where they can watch the boats go by amidst the boat docks, fishing pier, and palm trees.

Must see to appreciate this rare tower unit with one of the most desirable and requested orientations at this exceptionally well maintained gulf-to-bay resort condo complex. This fully furnished turnkey property is move-in ready for immediate enjoyment or future rental use.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Ryan Skrzypkowski, Coldwell Banker Realty
$2,295,000 (USD)
Active

Sarasota Area Land

Active

355 S Shore Drive Sarasota, FL 34234

Bed
0 Baths
sqft
MLS# A4697839
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 / Listed By: Roger Pettingell, Coldwell Banker Realty
$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 / Listed By: Roger Pettingell, Coldwell Banker Realty
$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 / Listed By: Rinat Sikdar, Coldwell Banker Realty
$2,200,000 (USD)
Active

Sarasota Area Single Family Home

Active

2138 Hawthorne Street Sarasota, FL 34239

5 Bed
4 Baths
2596 sqft
MLS# A4696176
Virtual Tour
Experience modern luxury at its finest in this exceptional 5-bedroom, 3.5-bath residence which redefines modern luxury through innovative design, advanced technology, and uncompromising construction. Thoughtfully designed and constructed in 2022, built of concrete and protected by impact-rated hurricane windows and doors, this home offers outstanding durability, efficiency, and peace of mind. Ideally situated in a premier location, offering convenient access to highly rated hospitals, top-performing schools, exceptional dining destinations, and a vibrant cultural arts scene.

Inside, nearly 2,600 square feet of thoughtfully designed living space unfolds beneath soaring two-story ceilings and dramatic glass windows creating a breathtaking sense of openness flooding the main living spaces with natural light and picturesque views of the surrounding landscape. Clean architectural lines, minimalist linear slot vents, and carefully curated finishes create a sophisticated contemporary aesthetic. The main level features three well-appointed bedrooms, while the upper floor offers two spacious bedrooms connected by a full Jack and Jill bathroom-an ideal layout for private guests' accommodations, home offices, or flexible living space.

Designed for effortless living, the fully integrated smart home system provides remote access to programable lighting, surround sound, security, climate control, motorized window treatments, and a concealed drop-down projector screen that transforms the main living area into a private theater experience. Foam-insulated walls provide enhanced sound attenuation and energy efficiency, while dual-zoned HVAC systems with UV filtration ensure personalized year-round comfort and superior indoor air quality.
The chef’s kitchen showcases premium Thermador appliances, a built-in island microwave, elegant white quartz countertops, and an expansive breakfast bar ideal for entertaining and everyday living. Additional practical features include generous under-stair storage, whole-house water filtration, integrated surround sound with AirPlay connectivity, and a dedicated washer and dryer within the primary suite in addition to the main laundry area. The home is also equipped with interior and exterior power infrastructure for high-voltage EV charging, providing convenience for current and future electric vehicle owners.
The luxurious primary retreat is designed as a private sanctuary, complete with a built-in white noise system and spa-inspired amenities. All three full bathroom features walk in showers, heated towel rails and under-vanity air heaters, elevating everyday comfort to a resort-like experience.
Outdoor living is equally impressive. A spacious covered patio overlooks a stunning screened lap pool with panoramic screening that maximizes views while maintaining comfort and privacy. The pool area includes an outdoor shower, underwater sound system and lighting, while the fully built-in outdoor kitchen creates the perfect setting for entertaining year-round. The home is fully fenced with low-maintenance landscaping, complemented by a minimalist garden design and premium artificial turf, provides beauty without the upkeep.
Combining architectural excellence, cutting-edge technology, energy-efficient construction, an unbeatable location, and exceptional indoor-outdoor living, this remarkable home offers a rare opportunity to enjoy modern luxury without compromise.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Wendy Leventhal, Coldwell Banker Realty
$2,150,000 (USD)
Active

Sarasota Area Single Family Home

Active

7715 Westmoreland Drive Sarasota, FL 34243

5 Bed
5 Baths
4782 sqft
MLS# A4697116
Virtual Tour
Step into history and timeless elegance at the House of Ringling, a landmark estate in Sarasota's coveted Whitfield Estates, built in 1918 for Alfred Ringling of the legendary Ringling Brothers. Spanning 4,782+/- sq. ft., this 5BR, 4.5BA masterpiece seamlessly marries Gilded Age opulence with modern luxury. A red brick walkway and expansive front lawn welcome you to this architectural treasure, where an oversized Grand Ballroom with a 21-foot ceiling, Venetian columns and a Renaissance-style coffered ceiling create an awe-inspiring focal point. Original pine floors, 12-inch baseboards and hand-poured antique glass in French windows and doors preserve the estate’s rich craftsmanship, as the reimagined chef’s kitchen is a showpiece, featuring Big Chill appliances, an 8-burner gas stove, Quartzite surfaces, a mother-of-pearl backsplash and backlit cabinets. The primary suite on the lower level offers floor-to-ceiling French doors opening to a private porch and the expansive pool deck. Upstairs, 2 ensuite bedrooms feature partial bay views. Hidden details, including a prohibition-era speakeasy/3rd bedroom at the top of the stairs and a secret room, add intrigue and charm. The home’s walls, crafted from Ringling railway car paneling, echo its storied past. Recent updates, including new plumbing, electrical, HVAC (5 units), and a new roof with extra tie-down straps, ensure modern comfort while preserving historic character. A detached 2-car garage and 2 driveways provide ample space, while the expansive Palm Beach-style courtyard invites relaxation. As one of the first Ringling Brothers homes in Sarasota, this estate offers a rare opportunity to own a living piece of history in a prime location near Sarasota Bay and downtown.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Ryan Ackerman, Coldwell Banker Realty
$2,150,000 (USD)
Active

Sarasota Area Single Family Home

Active

430 Bird Key Drive Sarasota, FL 34236

3 Bed
3 Baths
2498 sqft
MLS# A4691206
Virtual Tour
This tastefully updated and remodeled single story home is ideally located within the sought after Bird Key neighborhood. Set on a large corner lot, it features a clean, contemporary style that feels both current and easy to live in. The home offers three bedrooms, two and a half bathrooms, and a two car garage, creating a comfortable and well balanced living environment. Inside, the open concept split floor plan provides both flow and definition, with separate living and family rooms suited to modern living. The remodeled kitchen features quartz countertops and sleek contemporary cabinetry and is centrally positioned to connect the main living, dining, and family spaces.
Both living areas open through impact sliding glass doors to the lanai and pool, creating an easy transition between indoor and outdoor living. Fully opening sliders from the living and family rooms extend the space onto the pool deck, making the home particularly well suited for entertaining. The primary suite includes a spacious bedroom, walk in closet, and an updated en suite bathroom. Two additional guest bedrooms and a bathroom are located on the opposite side of the home, offering privacy for family and guests. The generously sized family room easily incorporates a small home office area. Recent improvements include a new tile roof in 2025, whole house propane generator 2025, a newer air conditioning system in 2023, and impact windows for added security and peace of mind. Bird Key offers one of Sarasota’s most desirable locations, just minutes from downtown Sarasota, St. Armands Circle, and Lido Beach. Residents also benefit from the nearby Bird Key Yacht Club, currently undergoing a full redevelopment and expected to reopen early in 2027 as a premier destination for boating, tennis, and social activities. PLEASE NOTE FRONT DOOR ENTRY IS LOCATED ON BOBWHITE WAY.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Yvette Sellyn, Coldwell Banker Realty