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$4,499,000 (USD)
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Sarasota Area Single Family Home

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1739 Cherokee Drive Sarasota, FL 34239

4 Bed
5 Baths
4538 sqft
MLS# A4670822
Nestled along Cherokee Drive in the prestigious Cherokee Park neighborhood, this residence enjoys a premier setting on one of Sarasota’s most sought-after streets, renowned for its graceful oak canopy and classic west-of-the-trail charm. This residence embodies the perfect balance of modern architecture, natural materials, and tranquil privacy. Designed by award-winning architect Guy Peterson and constructed by master builder Pat Ball, the home delivers a rare combination of architectural pedigree and enduring craftsmanship.
Positioned on a gracious, estate-sized parcel surrounded by lush greenery, the home’s U-shaped floor plan wraps around its showpiece, a 45-foot crystal-clear pool with integrated spa, creating a seamless indoor–outdoor living experience that defines the Sarasota lifestyle. Outside, the stone pathway leading to the custom mahogany front door sets a striking geometric tone.
Inside, board-on-board architectural molded concrete accent walls, Santos Mahogany wood floors, and cypress-accent ceilings strike a natural harmony with the home’s sleek, modern lines. Floor-to-ceiling impact-rated Marvin windows flood the interior with light, framing tranquil views of the pool and landscape from nearly every room. The wide-open living and dining area, anchored by a wood-burning fireplace, sets the tone for elegant yet effortless entertaining.
The chef’s kitchen features Wolf and Sub-Zero appliances, extensive custom maple cabinetry, and a seamless connection to both indoor and outdoor dining spaces.
In the west wing, the expansive primary suite serves as a private retreat with walls of glass overlooking the grounds, complemented by an adjacent executive office for work-from-home convenience. The east wing hosts two en-suite guest bedrooms, each with sliding glass doors opening directly to the pool.
A detached guest cabana offers a complete living area, kitchenette, and en-suite bedroom that is ideal for visitors, extended stays, or use as a private art studio or executive home office.
Located within Cherokee Park, one of Sarasota’s most established and beloved neighborhoods, this home offers walking distance to Southside Elementary, minutes to Southside Village and downtown Sarasota, and easy access to Siesta Key Beach, just five streets away. The community is known for its family-friendly gatherings, tree-lined streets, and timeless Sarasota character.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Cole Collins
$4,499,000 (USD)
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Bocaire Area Residential

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4600 Bocaire Boulevard Boca Raton, FL 33487

6 Bed
6 Baths
5853 sqft
MLS# R11151389
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NEWLY BUILT IN 2017, this exceptional custom estate home sits on nearly one full acre with breathtaking water and golf course views in the boutique Bocaire Country Club. Designed for both elegance and comfort, the residence features 6 bedrooms, 6 full bathrooms, a media room, a charming reading nook, and an ideal open-concept layout. Fine wood flooring flows throughout the living areas and all bedrooms. The gourmet kitchen is a chef's dream, showcasing custom shaker cabinetry, quartz countertops, a timeless subway tile backsplash, and a full-size walk-in pantry, ultra-high-end JennAir appliances include a professional gas cooktop with hood, built-in refrigerator, wine wall and convection double ovens. The thoughtfully designed family room opens seamlessly to family room. The primary suite, with two additional full ensuite bedrooms and a bonus bedroom/office, are conveniently located on the ground floor. The second level offers two full ensuite bedrooms, a spacious media room, private study, built-in wet bar, and a large tiled balcony with expansive views overlooking the lake and golf course.
The home boasts ideal East rear exposure, providing stunning sunrises over the water and fairways. Outdoors, enjoy a generous backyard beyond the expansive pool and patio deck, perfect for entertaining, playing or relaxing. The lushly landscaped grounds are enhanced by a full privacy hedge, offering exceptional seclusion on this nearly one-acre estate lot. Exclusive Bocaire Country Club, limited to just 239 homes, offers exceptional resort-style amenities including championship golf, racquet sports, 24-hour fitness, fine and casual dining, and a warm, close-knit community. Membership extends to parents, children, and grandchildren, making Bocaire truly unique. Ideally located in an A-rated school district and just minutes from beaches, dining, shopping, and major airports, this community delivers an unparalleled South Florida lifestyle.
Listing Courtesy of BeachesMLS/FlexMLS / Coldwell Banker Realty / Sian Matthew
$4,495,000 (USD)
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St Petersburg Area Single Family Home

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801 Brightwaters Boulevard NE St Petersburg, FL 33704

4 Bed
6 Baths
5834 sqft
MLS# TB8430922
Virtual Tour
One or more photo(s) has been virtually staged. Welcome to the crown jewel of Snell Isle—where timeless elegance meets modern luxury on one of the most prestigious waterfront streets in all of Pinellas County. Built in 2005 by award-winning Windstar Homes, this 5,834 sq. ft. stunner is more than a home—it’s a lifestyle statement. Located on a deep protected canal with direct access to open Tampa Bay. From the moment you enter into the private courtyard, complete with a bubbling fountain, you’ll know this is something special. Inside, high ceilings, rich finishes, and sun-drenched spaces set the tone. An absolute ideal layout with four en-suite bedrooms, a private guest suite, executive study, and a second level bonus room or family room nestled in between the two additional bedrooms. The kitchen is a showstopper—custom cabinetry, gleaming granite, Wolf appliances, and a double Sub-Zero fridge all flowing effortlessly into the family room, where walls of glass frame postcard-worthy views of the pool, dock, and calm canal waters. Upstairs, the primary suite is your personal sanctuary. Sip your morning coffee on the private lanai as the sun rises over the bay. The spa-worthy primary bath was completely reimagined in 2019 with marble floors, luxury fixtures, cabinetry and a massive walk-in closet with its own laundry. Outside, the backyard is pure Florida magic. A fully renovated pool and spa, lush landscaping, and a dock setup for the boating enthusiast—deep water slip for up to 60 feet, a 16,000 lb lift, and a separate lift for your jet skis. And yes, there’s more: a whole-house generator, impact-rated windows and doors, elevator, butler’s pantry, three-car garage, large inside laundry, natural gas, and even a second office or creative workspace tucked just off the kitchen. All of this just minutes from downtown St. Pete, Interstate 275, the Vinoy Golf Club, North Shore Park, and some of the best dining, shopping, and culture in the region. This isn’t just a home—it’s your forever vacation. Be sure to view the beautiful virtual tour.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Kevin Gallagher
$4,495,000 (USD)
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Longboat Key Area Condominium

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435 L Ambiance Drive J703 Longboat Key, FL 34228

3 Bed
3 Baths
2820 sqft
MLS# A4667475
Virtual Tour
Experience unparalleled luxury in this beautifully updated 3-bedroom condo at the highly coveted L’Ambiance condominium behind the exclusive gates of the Longboat Key Club. This seventh floor sabal floorplan offers sweeping views of the Gulf of Mexico, the Bay and downtown Sarasota. The exceptional renovation was a collaboration between interior designer Chris Sloan and Markley Construction, known for their expertise in high end renovations at L’Ambiance. Fresh paint and designer wall treatments, white oak floors, and stunning new lighting enhance this flowing floor plan, where natural light cascades over spacious rooms designed for gorgeous entertaining and everyday moments. The kitchen has been reimagined to enhance functionality and opened to capture gorgeous views, creating a bright and airy floorplan with ample countertop space. A defining focal point, the dreamy white kitchen features Wolf and Sub-Zero appliances, quartzite countertops, white oak accents and plentiful storage. A stunning wet bar with a Sub-Zero wine fridge and refrigerator drawers provides a seamless connection from the kitchen to the great room. Included in this renovation was the transformation of the den/office into a third usable bedroom, with pocket doors for privacy. This is a rarely seen feature in L'Ambiance and is perfect for out of town guests. The bathrooms have been completely renovated with the latest design trends, and the primary bath offers a luxurious spa-like retreat with a separate makeup vanity. No detail has been overlooked: solid core doors, new baseboards, fresh paint, custom white oak beams, electric window treatments, upgraded hardware and impact rated windows and sliding glass doors through Mullets have been installed. Step outside and prepare to be captivated by the breathtaking views that surround you. Enjoy both sunrise and sunset from your expansive balconies—one offering panoramic views of the downtown skyline and sparkling Bay, and the other providing a front-row seat to the mesmerizing Gulf sunsets. Whether you’re relaxing on your terrace or watching the lights of downtown illuminate the evening sky, this residence delivers a front-row view of the best of Longboat Key. L’Ambiance residents enjoy luxury amenities such as 24-hour security, a 240' lap pool and patio, hot tub that is just steps to the sparkling Gulf waters. There are also 2 well maintained Har-Tru tennis courts. Building amenities include a full time manager and staff with concierge services, fitness center, clubhouse with catering kitchen, individual wine lockers, library, game room and 3 guest suites, storage, and a secured garage parking, surrounded by lush landscaping and walkways. Two parking spots are included with this condo with one of the spots being conveniently located right by the elevator. Furnishings may be available with separate agreement.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Jeffrey "Jeff" Rhinelander