Featured Properties

Some or all of the listings below are provided by the Longboat Key office.
$2,250,000 (USD)
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Sarasota Area Single Family Home

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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 / Coldwell Banker Realty / Rinat Sikdar
$750,000 (USD)
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Longboat Key Area Condominium

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450 Gulf Of Mexico Drive B207 Longboat Key, FL 34228

3 Bed
2 Baths
1474 sqft
MLS# A4667364
Virtual Tour
Where can you get an exquisite 3 BEDROOM Waterfront Condo on the Coveted South End of Longboat Key under 800,000? Discover the ultimate island lifestyle in this END unit beautifully furnished condo located in the highly sought-after Bay Harbour community with a desired southern exposure. With LOWER maintenance fees and a PET-friendly policy, this condo is the perfect blend of comfort, luxury, and convenience. Believe it or not - It gets even better - the 2023 special assessment of $23,000 has been PAID in full for improvements of a new roof, total building painting, door painting and internal pipe lining. This immaculate condo features a bright, coastal interior with a serene, open layout and spectacular bay AND pool views that you can view from the multiple windows that a desired end unit offers. Enjoy the recent updates which include a newer kitchen, floors (2021), primary bath toilet (2024), and 2025 garbage disposal. The spacious primary suite offers breathtaking water views, his and her built-in closets, and an en-suite bath perfect for unwinding after a day of boating or beachcombing. The expansive third bedroom allows for extra room for your visiting family and guests. Work from home - no problem - the owners currently use one of bedrooms as an office. Step outside and immerse yourself in the beauty of Sarasota Bay, where you'll enjoy direct access to a kayak launch and optional boat slips just steps from your front door. For boating enthusiasts, Bay Harbour is a true gem. With no bridges to Sarasota Bay and just one bridge to the Gulf, you'll have unrestricted access to deep waters. The community can accommodate boats up to 42 feet in length, and the remodeled marina is equipped with electrical, freshwater, a fish cleaning station, and low-voltage lighting. Plus, enjoy frequent visits from dolphins along the seawall and playful manatees in the harbor. Bay Harbour is composed of 39 residences and offers a wealth of amenities, including a heated waterfront pool, kayak storage, a floating kayak launch, a fitness center, assigned covered parking, and assigned locked storage locker and inside locked bike storage. Take advantage of excellent fishing right from the property or simply relax and take in the views. This location is unparalleled, just minutes from world-renowned St. Armands Circle, downtown Sarasota, and WALKABLE to the Longboat Key Club, Dry Dock, Charthouse and more. Whether you're seeking a permanent residence or a seasonal island retreat, Bay Harbour offers the perfect combination of location, luxury, and lifestyle. Don’t miss your chance to call this waterfront oasis home!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Mairead Smialek
$11,995,000 (USD)
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Longboat Key Area Single Family Home

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6001 Gulf Of Mexico Drive Longboat Key, FL 34228

5 Bed
7 Baths
6959 sqft
MLS# A4667111
Virtual Tour
A Gulf-Front Masterpiece on Longboat Key! This stunning Gulf-front estate is perfectly placed on nearly an acre of pristine Gulf-front property along the shoreline on Longboat Key. With direct Gulf frontage, this architectural masterpiece offers more than 6,900 square feet of refined interiors and panoramic views that stretch endlessly across the Gulf of Mexico. Designed for both privacy and grand-scale entertaining, the residence balances timeless craftsmanship with recent enhancements including a 2025 primary bath remodel, newer French doors, and resort-style pool and spa with natural gas heating and fire pit.
From the moment you arrive through the circular drive, the home’s elegant façade, manicured landscaping, and elevated design make a commanding first impression. Inside, expansive living areas are defined by travertine and hardwood flooring, soaring coffered ceilings, crown molding, and walls of glass framing breathtaking views. The open floor plan flows effortlessly from the formal living and dining rooms to the family room and gourmet kitchen, designed for effortless entertaining.
The chef’s kitchen showcases custom wood cabinetry, granite counters, a large island, high-end appliances, double ovens, and a breakfast nook overlooking the Gulf. The main-floor primary suite offers a serene retreat with direct beach views, its own private terrace, dual walk-in closets, and a spa-like new bath featuring dual vanities, stone counters, and a freestanding soaking tub. A private elevator connects all levels, including a versatile second-story loft, media room, and four additional bedrooms (some en-suite) providing ample comfort for family and guests.
The outdoor living space defines Florida luxury—complete with an expansive travertine deck, heated pool and spa, summer kitchen, and multiple covered terraces designed for dining and relaxation. Enjoy vibrant sunsets over the Gulf from nearly every vantage point. The property also features new hurricane-rated French doors, a whole-house generator with raised platform, and a three-car side-entry garage with guest parking.
Located on the prestigious north end of Longboat Key, this gated estate offers the perfect balance of seclusion and accessibility. Stroll along miles of private beach or take a short drive to the Longboat Key Club, offering championship golf, tennis, and fine dining. Just minutes away, St. Armands Circle and downtown Sarasota offer a vibrant mix of boutique shopping, art galleries, and acclaimed restaurants. With world-class marinas, cultural landmarks, and pristine beaches within reach, this exceptional residence captures the very best of Sarasota’s luxury coastal lifestyle.
Offering an unparalleled combination of design, craftsmanship, and Gulf-front serenity, 6001 Gulf of Mexico Drive stands as a statement of timeless coastal elegance—where every sunset feels like home.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$599,000 (USD)
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Longboat Key Area Condominium

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2301 Gulf Of Mexico Drive 25N Longboat Key, FL 34228

2 Bed
2 Baths
1235 sqft
MLS# A4667153
Virtual Tour
This inviting residence at the Islander Club of Longboat Key offers a peaceful retreat with beautiful views of the landscaped grounds. Spanning 1,235 sq ft, the home features two bedrooms, two full bathrooms, and an open floor plan that provides a comfortable space for both living and entertaining. The spacious kitchen and dining area offer plenty of room for cooking and gathering, with ample cabinetry and an open flow that makes the space perfect for hosting. The 38-foot private balcony, accessible from both the living room and bedrooms, offers a tranquil spot to enjoy the coastal breeze and the surrounding scenery. The primary suite serves as a peaceful retreat with an en-suite bathroom and a walk-in closet, while the guest bedroom, located next to the second full bathroom, ensures comfort and privacy. Additional features include a private covered parking space and secure storage. Situated in the heart of Longboat Key, this residence is conveniently located near waterfront dining, shopping, golf, and a short drive to St. Armands Circle and downtown Sarasota. The Islander Club offers a range of resort-style amenities, including 800 feet of private beach frontage, two Har-Tru tennis courts, a renovated community room with a full kitchen, billiards, table tennis, a library, fitness center and a heated pool. This is a wonderful opportunity to enjoy Longboat Key living in a residence that provides both comfort and ample space.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Bruce Myer
$3,595,000 (USD)
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Longboat Key Area Single Family Home

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3540 Mistletoe Lane Longboat Key, FL 34228

4 Bed
4 Baths
3166 sqft
MLS# A4666826
Virtual Tour
This spectacular direct bayfront three-bedroom plus den home is offered fully furnished and meticulously updated to reflect modern coastal luxury. With sweeping views of Sarasota Bay and a deep-water dock with a lift, this residence is a boater’s dream. Every detail has been thoughtfully refined, from the new oak hardwood flooring throughout to impact-rated glass windows and sliders that flood the interiors with natural light. The home is further enhanced by freshly painted interior and exterior, a newer roof (2022), fully updated electrical and plumbing systems. Inside the nearly 3,200 square-foot layout, a stunning cathedral ceiling soars above the living area, where a gas fireplace and custom-built shelving add warmth and character. Floor-to-ceiling glass sliders lead to the expansive bayfront pool deck, seamlessly blending indoor and outdoor living. The state-of-the-art kitchen is a chef’s delight, featuring a waterfall-edge island with seating, quartz countertops, brand-new high-end appliances, custom shaker cabinetry with glass cutouts, a designer tile backsplash, and elegant pendant lighting. The reimagined two-story layout places the primary suite in a premier bayfront position, with sliding glass doors opening directly to the patio. The en-suite bathroom is a spa-like retreat, boasting a soaking tub, glass-enclosed shower, and contemporary finishes. A secondary guest suite and a versatile den with dual closets complete the main level, offering ample space for work or relaxation. Upstairs, overnight visitors will appreciate the privacy of an additional guest suite enhanced by its seclusion and stunning water views. Outdoor living is exceptional, with a brand-new summer kitchen, newer heated swimming pool, and a generous pavered deck—ideal for soaking in the breathtaking bay breezes. A walk-down leads to the private dock, where direct access to Sarasota Bay and the Gulf of Mexico awaits. Corey’s Landing offers an exclusive maintenance-free lifestyle within the secure gates of Longboat Key’s exclusive Bay Isles community. Steps from your front door, enjoy the community’s tennis courts for a friendly match or head across the street to the heated pool and spa, perfect for unwinding or socializing with neighbors. Residents also enjoy private access to the Bay Isles Beach Club, where pristine Gulf beaches provide a serene escape, just a bike ride or sunny walk away. World-class dining, boutique shopping, and cultural attractions. St. Armands Circle, Lido Beach, and downtown Sarasota are all within easy reach, making this an unparalleled opportunity to experience the best of coastal living.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$2,425,000 (USD)
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Cortez Area Single Family Home

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12509 Safe Harbour Drive Cortez, FL 34215

3 Bed
3 Baths
3460 sqft
MLS# A4665036
Virtual Tour
Waterfront Mediterranean Beauty in Harbour Landings

Behind the gates of Harbour Landings, this 3 Bed / 3 Bath Mediterranean-style pool home pairs timeless coastal elegance with extensive modern upgrades. Step through arched double doors into a light-filled open floor plan showcasing imported Italian tile, custom ceilings, art niches with onyx and marble, a fireplace with new propane insert, and a gallery with rare Hawaiian KOA wood floors. The chef’s kitchen has been fully remodeled with Dekton counters, painted cabinetry, a new center island, and a built-in Miele coffee station. Additional highlights include a formal dining room with marina views, private office with custom built-ins, and a temperature-controlled 2,200-bottle wine room with arched glass doors and designer lighting.

The first-floor owner’s suite offers French doors to the pool, a spa bath with dual vanities, jetted tub, walk-in shower, and new double glass-paneled entry doors. Upstairs, two guest suites and a bonus/media room capture sweeping water views. Upgrades include hardwood bedroom floors, cedar closet, new roof, gutters, soffits, landscaping, Roman white exterior paint, smart thermostats, Sonos speakers, new lighting throughout, and a fully modernized electrical panel with surge protection.

Outdoor living shines with a refurbished screened lanai, heated pool and spa, mood lighting, outdoor kitchen, new Minka fans, and new shades. A deeded dock with 10,000 lb lift and new kayak ladder offers deep sailboat water and no-bridge Gulf access. Peace of mind comes with hurricane-rated construction, impact windows, insulated garage doors, blown-in attic insulation, dual-zone HVAC (with new AC on the main level), and a whole-home generator.

Community amenities include gated security, clubhouse, tennis/pickleball, lawn and dock care, and mangrove maintenance. Just minutes from shops, dining, and Gulf beaches—this is coastal living at its finest.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Charles Buky
$1,625,000 (USD)
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Longboat Key Area Condominium

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1701 Gulf Of Mexico Drive 109 Longboat Key, FL 34228

2 Bed
2 Baths
1551 sqft
MLS# A4666153
Virtual Tour
Own the ultimate beachfront retreat on the coveted south end of Longboat Key—where your residence comes with a complimentary membership at the brand-new St. Regis Resort next door. Beautifully updated and fully furnished, this rare ground-floor walkout at the direct Gulf-front Aquarius Club offers effortless access to the beach and all the luxuries of coastal living. The 2-bedroom, 2-bath residence showcases soaring 9-foot ceilings, an open kitchen, and expansive living areas with floor-to-ceiling hurricane-impact windows and sliders framing stunning Gulf and Bay views from every room. Situated just one unit from the sand on the north side of the building, this home is perfectly positioned for spectacular sunsets—whether enjoyed from your private balcony or with your feet in the surf just steps away. The Aquarius Club, an intimate community of only 58 residences, has recently completed extensive renovations led by the famed JKL Design Group, elevating the property’s hallways, club room, fitness center, and conference room. Amenities include onsite management, a heated Gulf-front pool, Har-Tru tennis and pickleball courts, fitness center, and covered parking. The association is financially strong and well-managed, ensuring lasting value. As an Aquarius Club owner, you’ll also enjoy a complimentary social membership to the St. Regis Resort, offering access to its luxury pool, spa, fitness center, and exclusive hotel discounts—an unparalleled benefit unique to this community. Conveniently located near Bay Isles shopping, St. Armands Circle, and Downtown Sarasota’s cultural attractions, this property is ideal for those seeking a beachfront escape or a smart investment opportunity.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Ackerman