Featured Properties

Some or all of the listings below are provided by the Longboat Key office.
$699,000 (USD)
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Sarasota Area Single Family Home

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5866 Cavano Drive Sarasota, FL 34231

2 Bed
2 Baths
1639 sqft
MLS# A4655055
Step inside the professionally remodeled, two bedroom plus den, two bath villa showcasing serene lake views from the kitchen, living area, and primary suite. Located in the prestigious, gated community of Esplanade by Siesta Key, the home has been completely transformed over the past year by a professional interior designer, featuring high-end finishes and a tranquil coastal palette of whites, creams, tans, and soft blues. This residence offers exceptional value for the discerning buyer seeking luxury, comfort, and a desirable location.

The open concept layout blends the gourmet kitchen—complete with a gas cooktop and timeless Quartz countertops—with the dining and living areas, creating a seamless space for both entertaining and everyday living. The versatile den offers a flexible retreat that can function as a home office, guest room, or creative studio, while the split bedroom floor plan enhances privacy and comfort.

Step outside through multi panel sliding glass doors to the oversized screened lanai, where a built-in beverage refrigerator and peaceful lake views set the tone for morning coffee or relaxing evenings.

This maintenance-free community offers an array of resort-style amenities. Ideally situated, the villa is close enough to the clubhouse for easy access, yet far enough to enjoy peace and privacy. Lifestyle offerings include a large gathering area with pool table, kitchen, fitness center, heated lagoon-style pool and spa, fire pit, Har-Tru tennis and pickleball courts, a grass volleyball court, bocci ball, walking trails, a playground, and a dog park.

Located just 2.1 miles from world renowned Siesta Key Beach and minutes to all that Sarasota has to offer, this is more than a home—it’s a lifestyle.

Schedule your private showing today and experience the ultimate blend of style and comfort in Esplanade by Siesta Key.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Margot Leonard
$10,995,000 (USD)
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Sarasota Area Single Family Home

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1435 Westway Drive Sarasota, FL 34236

5 Bed
8 Baths
5759 sqft
MLS# A4649531
A Coastal Masterpiece in Lido Shores

Tucked away at the end of a quiet cul-de-sac in the prestigious Lido Shores community, this extraordinary coastal estate redefines luxury living with a seamless blend of British West Indies design and modern sophistication. Boasting over 110 feet of prime waterfront on New Pass, the property offers direct, deepwater access to the Gulf of Mexico and Sarasota Bay—making it a dream for boating enthusiasts.

Winner of HGTV’s 2021 Ultimate House Hunt for waterside homes, this gated retreat sits among some of the most iconic and architecturally notable residences in Sarasota. Residents of Lido Shores enjoy private, gated access to the serene sands of North Lido Beach, just moments away.

Crafted in 2013 and designed by renowned architect Brian Phipps, the five-bedroom, smart-enabled home was built for effortless living and entertaining. Two spacious primary suites—one on each level—offer flexibility and privacy, while the elevator connects both floors for optimal convenience. Dramatic 12-foot ceilings, expansive walls of glass, and multiple covered terraces create an immersive indoor-outdoor experience that captures the tranquil beauty of the waterfront.

The great room is a study in relaxed elegance, featuring custom built-ins and a gas fireplace that flows into a chef’s kitchen outfitted with premium appliances, including a Wolf gas range, dual Miele dishwashers, and a 60” Sub-Zero refrigerator/freezer. A dedicated second-floor guest wing offers two bedrooms, two baths, and a kitchenette—ideal for hosting in comfort and style.

Upstairs, the main owner’s suite is a private sanctuary complete with a lounge area, wet bar, wine fridge, espresso station, and study—each space opening onto a sweeping terrace with spectacular views of New Pass and the Gulf beyond. Dual walk-in closets and a spa-inspired bath with soaking tub, walk-in shower, and private balcony complete the suite.

Outside, enjoy a resort-like setting with a summer kitchen, heated pool featuring a waterfall and hidden lounging alcove, and an all-weather dock with a 24,000 lb boat lift plus an additional 4,500 lb lift for jet skis. The home is set on three-quarters of an acre, which includes an adjacent, buildable lot transformed into a lush garden oasis with meandering paths, a serene pond, custom lighting, and a cascading waterfall. This unique space offers potential for expansion with a guest house or additional residence.

Located just minutes from St. Armands Circle and downtown Sarasota, this estate offers a rare opportunity to experience the very best of Florida's Gulf Coast living—where architecture, nature, and elegance meet.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Skrzypkowski
$1,770,000 (USD)
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Sarasota Area Single Family Home

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5500 Merrimac Drive Sarasota, FL 34231

4 Bed
4 Baths
2790 sqft
MLS# A4652628
Virtual Tour
One or more photo(s) has been virtually staged. Live the Ultimate Florida Lifestyle in This Waterfront Paradise! Nestled in the heart of Phillippi Gardens, this extraordinary property offers the perfect blend of tranquility, luxury, and convenience. Set on an OVERSIZED .61-ACRE LOT WITH OVER 400 FEET OF PRIVATE WATER FRONTAGE. Along two serene waterways just off Phillippi Creek, this home is a true tropical oasis—peaceful and secluded, yet minutes from everything Sarasota has to offer. Inside, the residence showcases a flexible layout with FOUR SPACIOUS BEDROOMS, some easily adaptable for office, studio, or guest use, and FOUR FULL BATHROOMS making it ideal for hosting loved ones and guests. The interior has been thoughtfully updated from 2017 through 2024 blending modern comfort with timeless charm. Interior Highlights Include: An expansive great room with a DUAL-SIDED WOOD-BURNING FIREPLACE, a gourmet kitchen featuring stainless steel appliances, farmhouse sink and pot filler. Three bedrooms on the main level, including one en-suite, and a second-floor master suite with a PRIVATE BALCONY OFFERING BREATHTAKING SUNRISE AND SUNSET VIEWS. Step outside and feel like you're on vacation every day. The lush, tropical grounds are packed with resort-style amenities: Tiki hut with a full bar and grill, two fire pits, five-zone low-voltage night lighting creating a magical evening ambiance, heated pool and spa, boat lift, a new boathouse (2019) and new seawall (2023/2024). Additional Upgrades: Two new A/C units (2019), septic-to-sewer conversion (2018). Tucked away at the end of a quiet cul-de-sac, this home offers privacy without sacrificing accessibility. You're just a short bike ride to the Gulf beaches, near The Landings for shopping and dining, and minutes from downtown Sarasota’s vibrant arts and culture scene.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Steve Abbe
$435,000 (USD)
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Sarasota Area Single Family Home

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4322 Reflections Parkway Sarasota, FL 34233

2 Bed
2 Baths
1997 sqft
MLS# A4651880
Virtual Tour
Welcome to maintenance-free living in the charming, GATED community of Villa Rosa, nestled in the highly desired Minimal Flood Hazard Zone X and located within an A-rated school district. This move-in-ready, one-level home offers 2 bedrooms, 2 bathrooms, and a versatile flex space that can serve as an office, den, or craft room. The thoughtfully designed split floor plan provides privacy, placing the expansive primary suite—with its serene lake views, tray ceiling, and large closets, dual vanities, walk-in shower, separate from the guest bedroom. Tall ceilings and an open layout enhance the home’s spacious, airy feel, making it an inviting retreat. The kitchen opens to the living area, perfect for entertaining, and the enclosed lanai with AC offers a tranquil spot to relax or dine al fresco. The sellers have lovingly maintained their home by painting the exterior in 2023 and cleaning the roof in November of 2025. Enjoy the community’s heated pool, spa, clubhouse with a fitness center, and neighborly atmosphere. With yardwork and lake maintenance handled by the HOA, plus low HOA fees and no CDD, you’ll have more time to explore nearby attractions like Urfer Family Park, downtown Sarasota, world-class beaches, golf courses, and the UTC Mall. Why maintain your own pool when one is just steps away? This is the perfect blend of comfort, convenience, and carefree living—schedule your private showing today and make this must-see home yours!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Mairead Smialek
$1,999,900 (USD)
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Sarasota Area Single Family Home

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12012 Legacy Estates Boulevard Sarasota, FL 34238

3 Bed
4 Baths
3639 sqft
MLS# A4650340
Virtual Tour
This beautiful single-story home features 3 bedrooms, 3.5 baths, an office, and a bonus room, and pool overlooking the lake, and offering luxurious living at its finest. The bright, open floor plan is enhanced by soaring ceilings, creating an easy flow from room to room. The sellers have thoughtfully upgraded this exceptional space with trayed ceilings, crown molding, plantation shutters, custom drapery, and upgraded ceiling fans. A stunning stone wall with an electric fireplace and warm color palette creates an inviting atmosphere. Outside, experience the best of Florida living with serene lake views and panoramic screens for uninterrupted enjoyment of the natural surroundings. Multiple areas invite relaxation and entertainment, including a lanai with an outdoor kitchen, paver brick decking, and pool. Enjoy a maintenance-free lifestyle with groundskeeping provided by the association. For those seeking to complement their lifestyle, the clubhouse offers a fitness center, yoga and massage rooms, locker rooms, and a game room, as well as tennis, pickleball, and bocce ball courts, and even two dog parks. Legacy Estates is a gated community with resort-style amenities, including the Bahama Bar Restaurant next to a beach-entry pool, heated spa, and a kid-friendly splash and play area. The location provides easy access to the Legacy Trail and nature trails for walking and bicycling for the outdoor enthusiast. Conveniently located near A-rated schools, shopping and dining options abound, and a short drive will take you to some of the most beautiful beaches in the world!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Steve Abbe
$849,000 (USD)
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Longboat Key Area Condominium

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2301 Gulf Of Mexico Drive 36N Longboat Key, FL 34228

2 Bed
2 Baths
1235 sqft
MLS# A4649187
Virtual Tour
One or more photo(s) has been virtually staged. Front-row Gulf views and beachfront living set this 2BR/2BA residence apart at the Islander Club of Longboat Key. With over 1,235 sq. ft. of light-filled space set just above the sand, savor sweeping vistas of the shoreline and SPECTACULAR SUNSETS over the Gulf. White tile floors and neutral tones throughout create a sense of openness that draws focus to the stunning natural surroundings. A wall of glass sliders in the living room opens to the expansive terrace, where salty breezes and soft waves make every day feel like a vacation. The terrace spans the full width of the residence and can be accessed from both bedrooms, blending indoor and outdoor living in perfect balance. It’s a space with strong potential to match the lifestyle it serves. The primary suite is bathed in natural light, with floor-to-ceiling windows, a walk-in closet and a private bath with a separate water closet. The guest bedroom is equally inviting, with generous space and direct Gulf views. Islander Club is a highly desirable Gulf-front community offering resort-style amenities, including a beachfront pool, tennis courts, a fitness center, library, and billiards room, along with a secure, gated entrance. Conveniently located in the heart of Longboat Key, you're just minutes from St. Armands Circle, downtown Sarasota, and everything the area has to offer. Additionally, while membership to the Longboat Key Club is not required, it is available for residents seeking enhanced amenities. The club offers Restaurants, lounges, beach & poolside facilities, spa, fitness center, tennis courts, and access to 45 holes of championship golf.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Bruce Myer