Featured Properties

Some or all of the listings below are provided by the Longboat Key office.
$3,750,000
Active

Sarasota Area Land

Active

7233 Midnight Pass Road Sarasota, FL 34242

Bed
0 Baths
sqft
MLS# A4660300
Virtual Tour
LIVE, BOAT, PARK while you build your waterfront dream home. Premiere waterfront lot opportunity in Sanderling Neighborhood. A rare chance to own one of the most sought-after lots in Sanderling. This private, fenced, waterfront retreat is located directly across from the neighborhood’s gated entrance, nestled in a serene basin leading to the Intracoastal Waterway. Extensive upgrades allow the future owner to enjoy the property immediately or stay on-site while building a custom beach home. Direct Waterfront Access ~150 ft of frontage along a private canal connected to the Intracoastal. Shared with only 5 neighboring Sanderling homes for enhanced privacy and exclusivity. New Garage & Apartment (2024) Two-story, block construction featuring a 1,100 sq ft 2BR/1Bath apartment with full kitchen above an oversized 3-car garage—perfect for storing vehicles, kayaks, golf carts, and more. Expansive Lot ±0.6 acre (25,553 sq ft) fenced lot with over 240 ft of frontage. Adjacent to HOA-owned land for added space, privacy, and mature vegetation—lives like a 1+ acre compound. Dock & Boat Lift Brand-new dock with a 10,000 lb. lift, ready for Gulf Coast boating and fishing. A 27 ft Scout boat (optional) currently sits on the lift and can be offered under a separate bill of sale. Build-Ready & Custom Plans Available. Lot is fully cleared and prepped for a custom-designed coastal contemporary home (3,300 sq ft, 3BR + Den, 4.5 Bath, pool, lanai, and more). Plans available for purchase or you can work with local Sarasota architects to tailor your dream design. Living in Sanderling means more than simply owning a piece of paradise. The neighborhood offers a suite of exclusive amenities designed for relaxation, recreation, and connection. Residents enjoy exclusive access to the Sanderling Beach Club and tennis & pickleball Courts: Whether you are an avid player or simply enjoy a casual match with friends, well-maintained courts are available for your enjoyment. This property stands alone in its exceptional array of features and amenities.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Christine "Kiki" Bowers
$3,750,000
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Longboat Key Area Condominium

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1241 Gulf Of Mexico Drive 1005 Longboat Key, FL 34228

3 Bed
3 Baths
2650 sqft
Virtual Tour
Elevate your lifestyle in this impeccably and completely renovated 3BR/3BA residence at The Water Club, a prestigious direct beachfront community on Longboat Key. Arriving at your private elevator foyer, you are greeted by a luminous interior where 10’ ceilings, walls of glass and refined neutral accents frame show-stopping panoramic views of the Gulf, beach, Sarasota Bay and city skyline from every room. The open-concept layout features a striking contemporary kitchen equipped with top-of-the-line Miele and Sub-Zero appliances, a built-in coffee station, a stainless-steel hood, a generous center island, a glass tile backsplash, sleek European cabinetry, a wine refrigerator and a discreet built-in bar cabinet, perfectly designed for culinary creativity and entertaining. The living room commands attention with its uninterrupted vistas over the endless horizon, while the primary suite offers a sophisticated retreat complete with a study area, private terrace with Gulf views, and a spa-like en suite bath with a freestanding tub, dual vanities, a glass-enclosed shower and a separate water closet. Completing this exceptional residence is a separate private garage with a dedicated parking space and the option to purchase furnishings separately. Residents of The Water Club enjoy 16 acres of prime beachfront property with 24-hour security, full concierge services and an array of updated amenities, delivering the ultimate lifestyle on Longboat Key.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Ackerman
$3,750,000
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Longboat Key Area Condominium

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435 L Ambiance Drive K905 Longboat Key, FL 34228

2 Bed
4 Baths
2820 sqft
Virtual Tour
Your luxurious resort lifestyle awaits in L’Ambiance, a beautifully manicured, sought-after community on Longboat Key renowned for its world-class concierge services and full menu of fine amenities. From the convenience of your two coveted covered parking spaces, a private elevator takes you directly to the foyer of this sprawling residence. The popular, flowing 2 bedroom plus den Sabal penthouse floor plan which boasts more than 2,800 sq. ft. of living space ready to be renovated and reinvigorated with your distinct style and touches, all enhanced by breathtaking views spanning the sparkling Gulf of Mexico, Sarasota Bay, the rolling Links golf course and the vibrant Sarasota city skyline. Soaring 12’ ceilings are complemented by an abundance of high-impact glass to create an open, bright and welcoming ambiance, where the dramatic blues and greens of your gorgeous backdrop bring a level of tropical elegance and panache that can only be found in this desirable location. Residents of L’Ambiance delight in an extensive list of benefits that are among the very best in the region, including a clubhouse with social rooms, heated pool and spa, Har-Tru tennis courts, fitness and exercise rooms on-site resident manager and 24-hour security. All the facilities of the Longboat Key Club are just steps away. Photos to follow.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Bruce Myer
$3,700,000
Sold

Sarasota Area Land

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15111 Gaddy Up Ranch Road Sarasota, FL 34240

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0 Baths
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Virtual Tour
Price Improvement - Extraordinary 82+ ACRE high & dry active ranch in Sarasota, Florida! Enjoy all the privacy of country life, yet still be close to I-75, Lakewood Ranch, Sarasota’s award-winning performing arts, festivals, beaches, shopping, dining and international airports.If you can dream it....develop multiple ranchettes or use as a PRIVATE ESTATE, FAMILY COMPOUND, EQUESTRIAN CENTER, ORGANIC FARM or live OFF THE GRID. The current living quarters, The Gaddy Shack has a kitchenette, bathroom and space to spend a weekend or house a ranch hand. Zoned OUR (Open Use Rural - 1 unit per 10 acres), this beautiful ranch has been lovingly cared for using organic principles and offers a 5,400 sq' top-quality Morton-built barn with an attached, unfinished gathering house. Horse Lovers will appreciate the newer 2,160 sq' horse barn with six stalls (or 8 stalls if you choose to convert the office space), a tack room, and an office. A 1,440 sq' open pole barn is perfect for outdoor entertaining with large gatherings. Build the home(s) of your dreams, where privacy abounds and wildlife comes to call. The property has two entrances and is fenced and cross-fenced! Newer underground electric, high-speed fiber optic internet, security cameras, and a 215-foot deep-water well are in place. Close proximity to Myakka State Park featuring 37,000 acres of open space with 12 miles of horse trails, lakes, woods, and prairie! This property is a large slice of old Florida and ready for the next owner to make it their home. Call for a personal tour today! SEE VIDEO!!!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Susan Repp
$3,695,000
Active

Longboat Key Area Condominium

Active

435 L Ambiance Drive M408 Longboat Key, FL 34228

3 Bed
4 Baths
3380 sqft
MLS# A4632163
Virtual Tour
Perched on the fourth floor of Building II at L’Ambiance on Longboat Key, this corner residence offers breathtaking Gulf and sunset views, the epitome of luxurious coastal living. Spanning 3,380 square feet, this three-bedroom plus study retreat showcases panoramic vistas that stretch from the pristine beachfront to Sarasota Bay. Floor-to-ceiling glass sliders, equipped with motorized shutters, connect multiple rooms to the wraparound terrace and east-facing balcony, creating seamless indoor-outdoor flow. Offered furnished and ready to enjoy, this residence provides an inviting canvas to personalize to your tastes. A private resident-only elevator leads directly from two under-building parking spaces to the home’s foyer entry. Double doors open to an expansive layout adorned with marble flooring. The open-concept living and dining area features custom built-ins and flows effortlessly into the eat-in kitchen, complete with an island, pantry, and breakfast nook. The primary suite, positioned in a prime southwest location, is designed to capture the best natural light throughout the day. This spacious retreat spans 21 feet and includes dual walk-in closets, a marble bathroom with a layout designed for privacy, and its own access to the Gulf-front terrace. Two guest suites are thoughtfully positioned on opposite ends of the residence for optimal seclusion. The west-facing suite showcases Gulf views, while the east-facing suite includes its own bayfront terrace. A study, currently used as additional sleeping quarters (without a closet), completes the layout. L’Ambiance is a prestigious community nestled behind the gates of the exclusive Longboat Key Club, offering an exceptional array of resort-inspired amenities. Residents enjoy 24-hour manned gated entry, concierge services, on-site management, and secure building access. Additional conveniences include under-building parking, private storage, and wine lockers for each resident. Amenities are designed for relaxation and recreation, including social rooms, state-of-the-art fitness center, Har-Tru tennis courts, and a pavered deck with an Olympic-sized swimming pool and spa. A private boardwalk leads directly to the pristine Gulf beaches, offering an unparalleled lifestyle on one of Florida’s most sought-after coastlines. This residence combines elegance, comfort, and the ultimate in beachfront luxury living.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$3,600,000
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Sarasota Area Condominium

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340 S Palm Avenue 152 Sarasota, FL 34236

3 Bed
3 Baths
3182 sqft
Virtual Tour
A gallery of luxury and good taste in this 16th-floor Sarabande penthouse. A privately keyed elevator takes you to the 16th floor. Enter and be inspired as you wander through the space that brings you the living room and a breathtaking view of Sarasota Bay, the newly reopened Midnight Pass, and the Gulf of Mexico. This 3,200-square-foot high-ceilinged penthouse was designed to create a sense of comfort and an invitation to congregate with family and friends. Solid-core doors, hardwood floors throughout, custom built-ins, designer lighting, and architectural details enhance the ambiance. And everywhere, there is light and an ever-changing, unobstructed view of the beautiful bay and marina. The chef’s kitchen was designed for entertainment and equipped with high-end appliances. The bathrooms are in keeping with the condo's quality and style. The Penthouse is graced with an oversized terrace extending the entire length on the Bay Side, with access from the guest bedroom. There is a second private terrace off the Master Suite with a small adjacent room suited for an office. The Penthouse has three bedrooms (one bedroom is currently used as an office), 2.5 baths. Sarabande residents enjoy the convenience of full-time concierge and security services. They are steps away from cultural events and downtown restaurants.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$3,600,000
Sold

Longboat Key Area Single Family Home

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3550 Fair Oaks Lane Longboat Key, FL 34228

4 Bed
5 Baths
4527 sqft
Virtual Tour
BAYFRONT HOME THAT HAS IT ALL!!! Located behind the gates of the Longboat Key Club on the Bay Isles Waterway with a protected deep water dock and bay views offering privacy and serenity. . Built with the highest quality of materials throughout plus a new roof Apr 2022 and several updates made throughout the years, the home is ready for you to move right in. Delight in the open 2 story floor plan with high ceilings and windows galore, 4 bedroom suites including a guest suite with kitchenette, library/den, formal dining room, living room, exercise or hobby room, bonus room, and an expansive kitchen/ family/ breakfast room. The home is equipped with natural gas used to efficently heat the pool, water, & appliances. There is an internal vacuum system, water filtration system, in-wall pest control system, Pentair remote pool system, instant hot water dispenser, zoned AC with 5 thermostats, and ring security system. For the boating enthusiast, the dock of composition material has water & electric, will accommodate at least a 40’ boat, and you find yourself only minutes to the open bay and Intercoastal waterway. A beautiful pool/spa and patio sets the perfect scene for watching the evening sunsets while all awhile sipping on your favorite beverage. No need to worry about storms, there are electronic shutters which also double as security shutters. Location is ideal, close to the Publix Shopping Plaza, St Armands Circle, and a short drive across the bay to all the amenities of downtown Sarasota. To top this all off, included is a membership to the coveted Bay isles Beach Club on the azure waters and white sandy beach of The Gulf of Mexico. Memberships are also available to THe Longboat Key Country Club & Resort offering 45 holes of golf, 6 resturants, fitness center, spa, tennis, & pickelball.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Linda Weber
$3,600,000
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Sarasota Area Single Family Home

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1400 Siesta Drive Sarasota, FL 34239

3 Bed
3 Baths
5380 sqft
Virtual Tour
Three levels of modern updates define this remarkable bayfront retreat in one of Sarasota’s most sought-after locations. This home is perfectly positioned on an oversized corner lot with nearly 250 feet of frontage on two sides, offering unparalleled views and seamless access to Sarasota Bay. A newly installed dock and kayak launch make this a true boater’s paradise. A gated entry and winding pavered driveway set the stage for the architectural beauty that awaits inside. The nearly 5,400-square-foot interior has been masterfully reimagined, with sleek designer finishes, custom built-ins, and an open-concept layout that maximizes the breathtaking bayfront backdrop. Expansive walls of glass invite an abundance of natural light, while oversized porcelain tile flooring connects each space with contemporary sophistication. The main living area is an entertainer’s dream, with a spacious great room anchored by a built-in wet bar, and a formal dining area that capitalizes on the home’s panoramic views. The chef-inspired kitchen is a showpiece of style and function, featuring custom cabinetry, floating open shelves, quartz countertops, mirrored tile backsplash, an oversized island with seating, and top-of-the-line stainless steel appliances—including a built-in coffee bar. A French door leads to the waterfront terrace, where dazzling sunset views create the perfect evening ambiance. A private sanctuary awaits on the top level, where the primary suite offers a luxurious escape with its own waterfront terrace and spiral staircase leading to the outdoor living areas below. The walk-in closet is a curated masterpiece of custom built-ins, while the spa-like en-suite bathroom showcases exquisite details, including gold fixtures, floor-to-ceiling designer tile, soaking tub, and glass-enclosed shower with multiple showerheads. The ground level is designed for comfort and versatility, with two additional guest suites that open to the pool deck. The largest of these suites features an en-suite bathroom and built-in dry bar. Outdoor living is equally exceptional, with a resurfaced heated swimming pool and spa, expansive deck, and covered cabana areas that create an inviting retreat for waterfront relaxation. The premier location of this exclusive residence is minutes from downtown Sarasota’s vibrant arts and dining scene, St. Armands Circle’s luxury shopping, and the world-famous beaches of Siesta Key and Lido Key.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$3,595,000
Active

Longboat Key Area Single Family Home

Active

2945 Pyrula Drive Longboat Key, FL 34228

5 Bed
5 Baths
3815 sqft
MLS# A4617951
Virtual Tour
Discover unparalleled modern living at this custom contemporary residence nestled on a quiet street in the heart of Longboat Key. The exterior of this striking residence is a harmonious fusion of richly stained wood, imported stone, and oversized glass windows, each uniquely shaped to create a stunning visual impact. As you enter through the glass front door, you're immediately greeted by walls of floor-to-ceiling glass and soaring cathedral ceilings that set a grand tone. This impeccably designed home showcases an array of special upgrades, from custom built-ins with inlaid lighting to distinctive stone and wood accents that highlight its sleek surfaces and sophisticated embellishments. Oak wood flooring extends throughout the home, seamlessly connecting each of its three levels, which can be navigated via a three-stop elevator or a stairway with elegant glass railings. The sun-drenched living room is positioned to capture the best of southern sunlight, offering an inviting view of the pool courtyard through a striking glass wall. The dining and living areas are thoughtfully separated by a unique bamboo wood partition wall, creating distinct yet flowing spaces ideal for entertaining. The adjacent eat-in kitchen is a chef’s dream, featuring quartz countertops, a stone backsplash that extends to the ceiling, custom cabinetry, and Monogram stainless-steel appliances, including a six-burner gas stove adorned with Italian gold hardware. The island with a waterfall edge provides ample space for dining. Throughout the residence, Lutron lighting and spectacular light fixtures enhance the modern ambiance, adding artistic flair. The primary suite, located on the main living level and positioned on the north side of the home, offers a secluded retreat with walls of glass that ensure an abundance of natural light. The suite includes a 13-foot walk-in closet and a spa-inspired en-suite bathroom featuring imported stone, floating split vanities set against a wall of Italian porcelain tile, a frameless shower with multiple showerheads, soaking tub, and separate water closet. A spacious guest suite on the same level is versatile enough to serve as an office or den. Ascend a few steps to an upper level, where you will find an in-law suite complete with a large bonus room, kitchenette, separate laundry closet, and a private bedroom suite with its own balcony. The second level is dedicated to guests, featuring a loft-style sitting area and two additional bedroom suites, ensuring privacy and comfort for visitors. The exterior of this residence matches the allure of its interior, with a pool courtyard surrounded by privacy walls of lush foliage. Enjoy the heated swimming pool, spa, and dedicated lounge and dining areas in serene seclusion. Situated centrally on Longboat Key, this home offers proximity to the renowned amenities of the Longboat Key Club, fine dining, and shopping options at St. Armands and downtown. It’s also just a short drive from the charming attractions of Anna Maria Island, with multiple Gulf beach access points within walking distance.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$3,550,000
Sold

Sarasota Area Single Family Home

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410 Meadow Lark Drive Sarasota, FL 34236

4 Bed
3 Baths
3257 sqft
Virtual Tour
410 Meadow Lark did not experience any water intrusion or damage do the home during Helene or Milton, the home is move in ready! Welcome to waterfront living on one of the most desirable streets in the sought-after Bird Key neighborhood. Positioned towards the end of the cul de sac and featuring open water and canal homes on either side of the street. This well-maintained four-bedroom residence features an open-concept floor plan featuring well-defined areas for easy entertaining. The main living and dining areas have an open and airy atmosphere with impact sliding doors and windows, allowing the updated pool area and waterfront to be viewed. The living and dining area flows into the gourmet kitchen, boasting views of the waterfront and pool area, with another set of sliders accessing the lanai. The spacious kitchen allows for an additional informal dining area. Plentiful cabinet and storage, ample counter space, and stainless appliances are fit for an owner who loves to cook and entertain. Off of the kitchen is a media room or optional office space that can also be accessed off the main living area by French doors making it the ultimate in flex space. A sizeable laundry room connects the kitchen to the two-car garage with epoxied flooring. This ideal floor plan has the primary suite at the back of the home, with access to the pool area, open water views, and a walk-in closet with a closet system. The remaining three bedrooms are at the front of the house, with access to a full bath and half bath. The home features many upgrades like impact windows, sliders, and doors, two updated HVAC units, ductwork, spray foam in the attic, an electric pool heater, and a Pentair system to control the pool and spa. Updated pool pavers, resurfaced pool, spa, and irrigation well. A boat dock with electricity and water, sailboat-deep water, a 16,000 lb boat lift, and a floating dock perfect for the boater who dreams of an active water lifestyle. Bird Key living is the epitome of total convenience as you're close to the sandy beaches of Lido and the dining and shopping options at St. Armand Circle. Just over the bridge is downtown's fine shopping, world-class dining, cultural activities, A-rated Schools, and Hospitals. Experience the perfect location and waterfront living at its best!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Jeffrey "Jeff" Rhinelander