Featured Properties

Some or all of the listings below are provided by the Longboat Key office.
$1,675,000 (USD)
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Sarasota Area Single Family Home

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7767 Alister Mackenzie Drive Sarasota, FL 34240

4 Bed
4 Baths
3903 sqft
MLS# A4701264
Virtual Tour
Welcome to 7767 Alister Mackenzie Drive, a gracious 4 bedroom residence with an office, 3.5 bathrooms, and a heated saltwater pool, ideally positioned on over 2/3 of an acre, along the golf course in Laurel Oak Estates. Set within Sarasota’s established, guard-gated, golf cart-friendly neighborhood, this 3,903-square-foot residence pairs golf course views with a light-filled, thoughtfully designed open floorplan. High ceilings and abundant natural light create an immediate sense of scale, while the home’s open central living spaces flow naturally into more defined areas for work, entertaining, and quiet retreat. The split floorplan also features a ground floor Primary bedroom, which features automated blackout shades and plantation shutters, 2 walk-in closets, and a soaking tub. From the wet bar that offers tons of storage for whatever you're pouring, to the kitchen with bar seating and a breakfast nook, to the enormous storage closet, to the ample shaded space on the screened patio, your entertaining needs will be covered.

The kitchen and gathering spaces connect easily to the outdoor living area, where the heated saltwater pool and spa, a covered area with a retractable awning, and the Florida kitchen are the final touches to live the Laurel Oak Lifestyle. And finally, we can't forget furry friends: there is a fenced dog run with a doggy door and invisible fencing around the house, so your canine companions can live their best life!

Hardwood flooring adds warmth throughout the main living areas, and impact windows, slider shutters, and new impact garage door give peace of mind. The solar panels are connected to a Tesla Powerwall, which allows the owners to determine when they want to be on or off the grid. The insulated three car garage has ample space for 3 cars, hobbies like a golf simulator, or additional storage needs.

Enjoy the privacy and natural beauty of Laurel Oak Estates, a distinguished Sarasota community known for its mature landscaping and preserved green space. The 813-acre community was planned around balancing the hammocks and preserves with the Laurel Oak Country Club, a private, member-owned club offering golf, tennis, pickleball, swimming, dining, and social activities. The neighborhood is gated with a guard and there is no CDD. This is one of THE most desirable neighborhoods in Sarasota, is in a great school district, is just minutes to The Classical Academy, and is wonderful for all ages.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Alison Stottlemyer, Coldwell Banker Realty
$1,650,000 (USD)
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Sarasota Area Single Family Home

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5166 Kestral Park Terrace Sarasota, FL 34231

4 Bed
4 Baths
3993 sqft
MLS# A4703127
Virtually Staged. Welcome to 5166 Kestrel Park Terrace, an exceptional opportunity in the highly sought-after gated community of The Landings. Privately positioned on an oversized, fully fenced homesite, this expansive 3,993-square-foot residence offers impressive scale, an abundance of natural light and a thoughtfully designed single-level floor plan with tremendous potential to create a truly exceptional home. The residence features four bedrooms, three full baths and one half bath, arranged in a desirable split plan that provides privacy for each bedroom. Soaring 12-foot ceilings throughout enhance the home’s open, airy feel, while generous windows fill the interiors with natural light. The gracious formal living room with wet bar and separate formal dining room are ideal for entertaining. A spacious family room with a wood-burning fireplace provides a comfortable gathering space, while a private office and separate den offer flexibility for work, relaxation or additional living space. The generously proportioned kitchen features a large center island and abundant workspace, offering an excellent foundation for a beautifully redesigned chef’s kitchen. An adjoining breakfast area provides a casual dining space and opens to a private deck with convenient access for grilling. The home’s living spaces flow seamlessly to the expansive brick-paver lanai and private swimming pool, creating an inviting setting for outdoor living and entertaining. Surrounded by the privacy of the oversized, fenced property, the outdoor areas offer ample room to relax and enjoy the Florida lifestyle. Additional features include a three-car garage, a 2018 tile roof and whole home hurricane protection. With nearly 4,000 square feet of living space all on one level, this residence presents a wonderful opportunity to reimagine and renovate an exceptionally well-proportioned home to reflect today’s style and finishes. The spacious rooms, high ceilings, abundant natural light, private bedroom configuration and oversized homesite provide the ideal canvas for creating a beautifully customized residence with the feel of a new home. Located within The Landings, one of Sarasota’s most established and desirable communities, this home offers a rare combination of space, privacy, flexibility and potential in an exceptional setting. Residents enjoy exclusive access to the private Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball facilities, a heated swimming pool, fitness center, meeting rooms and a well-stocked library. The community also offers 24-hour security and a beautiful natural setting with access to Sarasota Bay, providing a distinctive lifestyle in the heart of Sarasota.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Stephanie Church, Coldwell Banker Realty
$1,597,000 (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# A4684914
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 as distributed by MLS GRID / Listed By: Steve Abbe, Coldwell Banker Realty
$1,595,000 (USD)
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Longboat Key Area Condominium

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2425 Gulf Of Mexico Drive 3A Longboat Key, FL 34228

2 Bed
2 Baths
1639 sqft
MLS# A4702400
Virtual Tour
Wake up to the Gulf of Mexico just beyond your windows at this beautifully updated, fully furnished residence at Sea Gate Club, a private Gulf-front community on the coveted southern end of Longboat Key. Perfectly positioned in a quiet third-floor corner location, this two-bedroom, two-bath retreat offers more than 1,600 square feet of coastal living, spectacular Gulf views, and convenient access to recently enhanced resort-style amenities. Floor-to-ceiling impact-rated windows and sliding glass doors fill the residence with natural light while keeping the turquoise waters and sandy shoreline constantly in view.
The open layout flows from the extended foyer into spacious living and dining areas, where oversized tile flooring and a neutral palette create a relaxed, contemporary atmosphere. Walls of glass draw your attention toward the Gulf, while sliding doors open to the private covered balcony. A newer glass railing preserves the sweeping views, creating an inviting setting for morning coffee, sea breezes, and unforgettable sunsets.
The renovated kitchen is both stylish and functional, featuring quartz countertops, custom cabinetry, stainless steel appliances, glass tile backsplash, breakfast bar, generous storage, and an extended workspace with built-in planning desk overlooking the Gulf. The adjoining dining area is surrounded by windows, allowing water views to remain part of every meal.
The spacious east-facing primary suite offers a peaceful retreat with a walk-in closet and updated en-suite bath featuring stone countertops and a walk-in shower. The second bedroom, currently arranged as a den, provides flexibility for guests, a home office, or additional living space. An updated guest bath and convenient in-residence laundry complete the floor plan. The residence is offered furnished and move-in ready.
Sea Gate Club is an intimate Gulf-front community of just 90 residences that has undergone extensive improvements, including a newer 2024/2025 roof, exterior restoration, refreshed stucco, newer windows and sliders, updated entryways and corridors, redesigned social room with catering kitchen, and refreshed fitness center. Residents enjoy a heated Gulf-front pool and spa, expansive sundeck, Har-Tru tennis courts, fitness center, social spaces, on-site management, bicycle and kayak storage, and direct access to a private stretch of Longboat Key beach.
Ideally located on the southern end of Longboat Key, Sea Gate Club is close to the Longboat Key Club's golf, tennis, marina, and dining opportunities, with St. Armands Circle just minutes away. Downtown Sarasota's renowned restaurants, theaters, galleries, Selby Gardens, The Ringling, and waterfront attractions are also within easy reach. Fully furnished, beautifully updated, and directly overlooking the Gulf, Sea Gate Club #3A offers an exceptional opportunity to embrace the best of Longboat Key beachfront living.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Roger Pettingell, Coldwell Banker Realty
$1,595,000 (USD)
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Osprey Area Single Family Home

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75 Osprey Point Drive Osprey, FL 34229

4 Bed
4 Baths
4001 sqft
MLS# A4695145
Virtual Tour
Offered at a price approaching the value of the two buildable lots alone, this architect-designed estate represents one of the most compelling opportunities currently available in The Oaks.

Nestled beneath majestic oak trees and surrounded by exceptional privacy, this architecturally significant residence was designed by and as the personal home of renowned architect Bo MacEwen. The property encompasses two buildable lots and includes a charming guest house, creating a rare and versatile estate setting.

A grand foyer measuring approximately 12 feet wide by 19 feet long welcomes guests and leads to an impressive great room featuring soaring vaulted ceilings, a gas fireplace, and a dramatic bay window with built-in seating overlooking the beautifully landscaped grounds. Architectural details abound, including 14-inch crown molding, Palladian windows, wainscoting, skylights, custom lighting, and distinctive craftsmanship throughout.

The home offers four bedrooms and four full bathrooms, thoughtfully designed to blend elegance, comfort, and timeless architectural character. Throughout the residence, quality construction and meticulous attention to detail reflect the vision of its celebrated designer.

Step outside to discover a tranquil, resort-inspired setting featuring a sparkling pool, lush landscaping, and a separate guest house ideal for visitors, extended family, or a private office. In the evening, landscape lighting transforms the grounds into a serene retreat unlike anything else in the community.

Residents of The Bayside enjoy a 24-hour guarded entrance and a private community pier perfect for kayaking, fishing, or taking in spectacular sunsets over Casey Key.

Ownership also provides access to the exceptional lifestyle of The Oaks Club, featuring two championship 18-hole golf courses, 12 Har-Tru tennis courts, four pickleball courts, the state-of-the-art WellFit Center, a Junior Olympic swimming pool, outstanding dining venues, and an active year-round social calendar.

Club membership is required, and there is currently no waiting list for either Golf or Sports/Social membership.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Steve Abbe, Coldwell Banker Realty
$1,595,000 (USD)
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Sarasota Area Single Family Home

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3783 Beneva Oaks Boulevard Sarasota, FL 34238

5 Bed
4 Baths
5251 sqft
MLS# A4680907
Virtual Tour
This home truly has it all - space, privacy, layout made for everyday living and entertaining! This is a rare opportunity to own a private, estate-sized home on over an acre in Sarasota—quietly tucked inside the gated community of Beneva Oaks at the end of a cul-de-sac. Set back from the road and surrounded by towering oak trees, the property offers a sense of peace, space, and privacy that makes it easy to feel at home the moment you arrive.

Built in 1980 by a professional builder for his own family, the home was intentionally created to fully enjoy the beauty, shade, and tranquility of the property—something that can be felt throughout the home.

With more than 5,200 square feet of living space, the interior offers a versatile layout designed to bring people together while still allowing room to spread out. A welcoming foyer with a graceful spiral staircase sets the tone, opening to multiple living areas ideal for hosting holidays, celebrating milestones, or enjoying everyday moments with family. The formal dining room provides a beautiful setting for special gatherings, while the eat-in kitchen serves as the heart of the home, featuring double ovens, a separate Sub-Zero refrigerator and freezer, and views of the lush backyard.

The main-level primary suite offers a peaceful retreat, complete with a sitting area and a renovated spa-style bathroom with a freestanding soaking tub and custom walk-in shower. A first-floor office with custom built-ins and surround sound adds flexibility for working from home or creative use.

Upstairs, four additional bedrooms, two full baths, and a flexible bonus space provide extra room for guests or hobbies. Three bedrooms open onto a screened balcony, while an additional open balcony invites quiet moments to unwind and take in the surrounding greenery.

Outdoor living is an extension of the home itself, with a screened lanai, resurfaced saltwater pool, Trex decking, and paver walkways creating a setting for both entertaining and everyday relaxation. The backyard is bordered by city-owned green space beyond the rear wall, enhancing privacy and reinforcing the feeling of a natural retreat.

Thoughtful updates throughout include new flooring, renovated bathrooms, four zoned air-conditioning systems, tankless water heaters, updated irrigation with a private well, a replaced septic system, a newer roof, and maintained fencing. A circular driveway and three-car side-entry garage completes the property

Thoughtfully designed, surrounded by nature, and brimming with comfort…your new home awaits!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Ryan Skrzypkowski, Coldwell Banker Realty
$1,495,000 (USD)
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Osprey Area Single Family Home

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360 N Point Road Osprey, FL 34229

3 Bed
4 Baths
2913 sqft
MLS# A4695959
Virtual Tour
Virtually Staged. A unique offering! This like-new, never lived in Spanish mission style home is a rare find. Move in ready and set on a private .63 acre lot in The Oaks Preserve, the open floor plan includes 3 en suite bedrooms and 3.5 baths. Thoughtfully designed, it welcomes you with a circular driveway, porte cochere, and a detached 2 car garage equipped with an electric vehicle charger. Inside, soaring ceilings, neutral tile and wood flooring, recessed lighting, and an electric fireplace create a warm, refined ambiance. Built to current codes with impact glass and a new roof, the home offers peace of mind and the efficiency of modern construction. The chef’s kitchen, with Bosch stainless appliances, a gas 5 burner cooktop, soft close cabinetry, a center island with wine storage, and stylish tile finishes, has a breakfast bar and opens to the dining room. The luxurious master suite features a vaulted ceiling, spacious walk-in closet, and a spa inspired bath complete with freestanding tub, glass enclosed shower, dual vanities, bidet, and exquisite tilework. A central brick paver courtyard provides a private tropical retreat with ample room to add a pool. Sarasota’s premier golf and country club, The Oaks Club’s unmatched amenities include two championship 18-holf golf courses, 12 tennis courts and 4 pickleball courts, the state-of-the-art WellFit Center, a junior Olympic pool, a celebrated social calendar, and a wide array of dining options and recreational activities. There is currently no waiting list for either Golf or Sports/Social membership
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Steve Abbe, Coldwell Banker Realty
$1,475,000 (USD)
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Longboat Key Area Condominium

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3010 Grand Bay Boulevard 493 Longboat Key, FL 34228

2 Bed
3 Baths
2550 sqft
MLS# A4668143
Virtual Tour
One or more photo(s) has been virtually staged. Perched just one floor below the penthouse in the sought-after Grand Bay IV community on Longboat Key, this 2,550-sq.-ft. Cayman floor plan offers an exceptional opportunity to enjoy the Grand Bay lifestyle immediately—while still allowing a future owner to complete their personal renovation plans once the building’s elevator modernization is finished. The furniture rental will extend for up to one year, giving the buyer time to enjoy the residence while preparing for future customization or construction. With ideal north–south exposure, this residence captures breathtaking sunrises over Sarasota Bay and stunning Gulf sunsets from two expansive terraces. Walls of glass and abundant natural light enhance the open-concept layout, which includes 3 bedrooms, 3.5 baths, and a den that can easily be reconfigured to include a walk-in closet. The primary suite opens directly to the Bayfront terrace, the second bedroom offers an en-suite bath and private Gulf-view balcony, and the den, kitchen, and third bedroom share access to a second terrace for effortless indoor-outdoor living. Two prime, side-by-side parking spaces on the upper main level sit conveniently next to the elevator, leading to a private elevator foyer. Residents of Grand Bay enjoy world-class amenities including 24-hour security, a clubhouse with library and game room, fitness center, tennis and pickleball courts, two heated pools and a spa, and deeded access to the exclusive Bay Isles Beach Club.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Ryan Ackerman, Coldwell Banker Realty
$1,445,000 (USD)
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Longboat Key Area Condominium

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1914 Harbour Links Circle 10 Longboat Key, FL 34228

3 Bed
4 Baths
2180 sqft
MLS# A4686139
Virtual Tour
Tucked behind the gates of Bay Isles in the Emerald Pointe community, this 3BR/3.5BA residence offers 2,180+/- sq. ft. of thoughtfully designed living space with a layout that blends privacy, flexibility and inviting outdoor living. From the moment you arrive, a paver drive framed by lush landscaping and a striking 2-story façade with barrel tile roof set a warm and welcoming tone. A paver walkway leads to the courtyard entrance that defines the home’s character. This open yet private space is bathed in natural light and features a covered and screened sitting area with an all-season kitchen, creating a unique setting for entertaining or quiet relaxation. Just off the courtyard, a separate casita with its own full bath offers ideal space for a home office, guest suite or creative retreat. Inside, the home feels open and spacious, with large tile flooring, high ceilings and a thoughtful mix of clerestory and transom windows that bring light into every corner. Neutral tones and layered textures add depth without distraction. The living room is both functional and inviting, featuring a fireplace, built-in wine refrigerator, and ice maker that enhance the space for everyday living or hosting. The kitchen has been beautifully updated and connects naturally to the main living areas. It features stone countertops, all-white cabinetry, stainless steel appliances, a tile backsplash and a breakfast bar, along with a dining area highlighted by a striking aquarium window that looks back into the courtyard. The primary suite is located on the main living level in a private wing, offering direct access to the pool and a generous walk-in closet. The bath is well appointed with dual vanities, a freestanding tub, a walk-in shower and refined tilework. Upstairs, a guest bedroom provides comfort and privacy, complete with wood flooring, a walk-in closet, desk space and an en suite bath. At the back of the home, a screened lanai and pool overlook a peaceful lake with fountain, where large-panel screening keeps the view open and unobstructed. Additional features include an in-residence laundry room and a two-car garage with abundant storage. Residents of Emerald Pointe enjoy a maintenance-free lifestyle along with access to the private Bay Isles Beach Club, offering white sand beaches just minutes away. Optional membership to the Longboat Key Club further enhances the lifestyle with championship golf, tennis and pickleball, a private beach club, marina, spa and wellness amenities, multiple dining venues, and an active social calendar.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Bruce Myer, Coldwell Banker Realty