Featured Properties

Some or all of the listings below are provided by the Longboat Key office.
$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
$1,875,000 (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
$450,000 (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. 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
$2,050,000 (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
$895,000 (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
$959,000 (USD)
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Osprey Area Single Family Home

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238 Lookout Point Drive Osprey, FL 34229

3 Bed
3 Baths
2676 sqft
MLS# A4650720
Nestled in the heart of Southbay Yacht & Racquet Club, this exquisitely renovated and impeccably maintained residence offers an enviable lifestyle for those who cherish the water. The journey begins at the inviting brick paver entry, guiding you into a gracious foyer that sets the tone for the home's elegant charm. Upon entering, you are welcomed by a spacious great room featuring new tile flooring and a wall of sliding glass doors that seamlessly connect to the expansive covered lanai. The open floor plan is perfect for entertaining, with a dining area adjacent to the sophisticated kitchen equipped with 42” cabinets, stone countertops, stainless steel appliances, a breakfast bar, and easy access to the grilling area. Relax in the enormous owner’s retreat, thoughtfully secluded for privacy. This luxurious space boasts an ensuite bathroom with dual sinks and a free-standing shower, offering a serene sanctuary for unwinding after a day on the water. The home's layout includes two additional guest suites, providing comfort and privacy for visitors. A separate den with a wood-burning fireplace adds a cozy touch, creating a perfect spot for relaxation or reading. The outdoors are effortlessly integrated with the interior, featuring a lavish 12x60 screened lanai that is ideal for alfresco dining or simply enjoying the serene surroundings. Recent improvements, including newer plumbing throughout, a 2021 roof, and new screened lanai cage, make this home truly maintenance-free. Southbay Yacht & Racquet Club offers a variety of amenities designed to enhance your active lifestyle. The community-owned deep-water marina provides boat slips that accommodate large vessels, ensuring easy access for your nautical adventures. The club features lighted tennis courts, a heated community pool, an exercise room, a playground, and numerous clubs and social activities, catering to diverse interests. While the community is beautifully balanced with nature and the Bayfront, you'll still be minutes away from a plethora of fantastic restaurants, shopping destinations, and the pristine Casey Key beach. This sought-after location ensures that you can enjoy the best of both worlds—tranquility and convenience. Southbay Yacht & Racquet Club embodies the perfect blend of luxury and natural beauty, offering a unique opportunity to live an active lifestyle centered around the water. Whether you're an avid boater, a tennis enthusiast, or someone who simply loves the charm of coastal living, this community has something extraordinary to offer.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Stephanie Church
$669,000 (USD)
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Osprey Area Single Family Home

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750 Anna Hope Lane Osprey, FL 34229

4 Bed
2 Baths
2135 sqft
MLS# A4651227
Impeccable style and effortless grace define this Rivendell home, which stands as a testament to refined living. Nestled in the serene beauty of Osprey, this four-bedroom property is bathed in soft sunlight and encapsulates the tranquility of its surroundings. The architectural brilliance of this residence is evident as soon as you step inside, greeted by a sprawling great room that serves as the heart of the home. This expansive area is perfect for entertaining guests, with ample space for gatherings large and small. The great room seamlessly flows into the lanai and pool area through sliding glass doors, creating an indoor-outdoor living experience that is both luxurious and practical. Whether hosting a summer barbecue or enjoying a quiet evening by the pool, the ease of access ensures that every occasion is enriched by the beauty of the surroundings. The home features a remarkable primary bedroom suite, a sanctuary of relaxation and sophistication. This suite is thoughtfully designed with ample space, allowing for a private retreat that includes a spacious bedroom, a well-appointed bathroom, and generous walk-in closets. Large windows invite natural light, creating a warm and inviting ambiance that is perfect for unwinding after a long day. Complementing the primary suite are three elegant guest suites, each offering a unique blend of comfort and utility. These suites are perfect for accommodating family and friends, ensuring that visitors feel right at home. Alternatively, they can be transformed into remote office spaces, providing a quiet and productive environment for those who work from home. The versatility of these rooms is a testament to the thoughtful design that caters to various lifestyle needs. Beyond the individual rooms, the home's layout promotes a seamless flow between spaces, enhancing the overall living experience. The kitchen, equipped with state-of-the-art appliances and stylish countertops, is a chef's dream. Its proximity to the great room ensures that meal preparation and socializing go hand in hand. Adjacent to the kitchen is a cozy dining room, where intimate family meals and festive dinners can be enjoyed. The strategic placement of this space ensures that every meal is accompanied by delightful views and a welcoming atmosphere. The outdoor area, including the lanai and heated pool, are designed to be extensions of the indoor living spaces. The lanai, sheltered and equipped for various weather conditions, is perfect for outdoor dining or simply lounging with a book. The pool area, surrounded by lush landscaping, offers a refreshing escape all year round. The finishing touch is the rear-entry, two-car attached garage, a haven for any vehicle enthusiast. The garage is designed not just for parking but also for maximizing storage space, with ample ceiling rack storage that provides a practical solution for organizing tools, seasonal decorations, and sports equipment. The convenience of this space ensures that everything has its place, making it easy to maintain an orderly and clutter-free environment. Situated conveniently between Sarasota and Venice, this Rivendell home is minutes away from the top-rated Pine View School, making it an excellent choice for families. Additionally, magnificent white sandy beaches, vibrant arts and culture scenes, shopping, and the incredible Oscar Scherer State Park are all within easy reach.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Stephanie Church