My Office's Listings

Some or all of the listings below are provided by the Longboat Key office.
$759,000 (USD)
Active

Sarasota Area Condominium

Active

1328 Siesta Bayside Drive 1328C Sarasota, FL 34242

2 Bed
2 Baths
1280 sqft
MLS# A4672183
Virtual Tour
Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach.
The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space.
Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days.
Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene.
Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$750,000 (USD)
Active

Bradenton Area Condominium

Active

340 Sapphire Lake Drive 201 Bradenton, FL 34209

3 Bed
3 Baths
1994 sqft
MLS# A4664383
Virtual Tour
Welcome to coastal living at its best on Sapphire Lake Drive in Harbour Isle! This bright, updated home offers full sunset views over Anna Maria Sound and the relaxed vibe of a luxury island retreat. Inside, nearly every surface has been refreshed: new quartz countertops in all bathrooms and the kitchen, new sinks, painted cabinets, fresh accent paint, crown molding throughout, and shiplap ceilings in the master. The kitchen shines with quartz counters, backsplash, new pendant lighting, and newer appliances—including refrigerator (2023) and dishwasher (2024). The guest room features new carpet, while the office was upgraded with a closet and Murphy bed. The dumbwaiter was converted to a private elevator in 2021 for easy access. Enjoy a whole-home Q audio system that can be operated independently in each room, perfect for entertaining or setting the mood throughout the day. Additional highlights include a custom wooden accent wall in the dining room, new lighting, a fully painted interior, and a Tesla-ready garage with built-in storage solutions. Beyond your door, Harbour Isle offers resort-style amenities: four pools, fitness center, kayak launch, trails, hammocks, fire pits, and the Beach Club with panoramic Sound-to-Bay views. Just outside the gates: marina, dining, and Anna Maria Island’s sugar-sand beaches. Live the island lifestyle you’ve been dreaming of—sunrise to sunset.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Charles Buky
$750,000 (USD)
Active

Longboat Key Area Condominium

Active

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
$749,000 (USD)
Active

Osprey Area Single Family Home

Active

597 Oak River Court Osprey, FL 34229

4 Bed
2 Baths
2111 sqft
MLS# A4673797
Virtual Tour
Stunning, fully remodeled 4-bedroom, 2-bathroom home tucked away in a quiet cul-de-sac in the heart of Osprey, showcasing over $250,000 in high-end upgrades. Every detail has been thoughtfully curated, beginning with the spectacular gourmet kitchen featuring an 11-foot quartz waterfall island with abundant storage, Bosch appliances including an induction cooktop and counter-depth refrigerator, 42-inch white shaker cabinetry, wet bar, and wine cooler. The expansive living area impresses with approximately 15-foot vaulted ceilings and a dramatic 15-foot custom built-in fireplace.
Both bathrooms have been luxuriously remodeled with floor-to-ceiling tile, rainfall showers with modern glass enclosures, floating vanities, upgraded shower fixtures with handheld sprayers, Kohler toilets, Bluetooth smart fans with built-in speakers, ambient lighting, and a free-standing soaking tub. The primary suite features a sleek barn door, and interior pocket doors have been updated throughout.
The fourth bedroom, currently used as an office, features 12-foot ceilings and a custom Murphy bed with an integrated, tailor-made IKEA PAX closet system. Durable, stylish LVP flooring runs throughout the home.
Step outside to your brand-new 36' x 12' saltwater pool and spa (completed in 2024) featuring a sun shelf, heating and cooling system, top-of-the-line Jandy equipment, variable-speed pump, and sandblasted marble decking. Pre-installed footers allow for a future pool cage if desired.
Significant structural and mechanical upgrades include a new AC system in 2021, updated CPVC plumbing, LED can lighting, and multiple hurricane-impact upgrades, including the front, pool bath, and garage side doors. The air conditioned garage has an upgraded side mount garage opener with smart video door bell, plus a premium impact-rated garage door. All openings except windows have been storm-reinforced. The property is fully enclosed with white vinyl fencing and offers an irrigation well for low-cost landscape watering.
This meticulously renovated residence blends modern luxury, functionality, and exceptional craftsmanship; offering a truly move-in-ready home just moments from the highly desired Legacy Trail, perfect for biking, walking, and outdoor recreation.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Mairead Smialek
$749,000 (USD)
Active

Longboat Key Area Condominium

Active

1932 Harbourside Drive 217 Longboat Key, FL 34228

2 Bed
2 Baths
1442 sqft
MLS# A4646279
Virtual Tour
Nestled in the sought-after Fairway Bay community on Longboat Key, this 2BR, 2BA residence offers the perfect blend of serene bayfront living and luxurious amenities, all behind the exclusive gates of Bay Isles. As an end unit, first floor walk-down, the layout maximizes natural light, with expansive windows framing stunning southeast-facing views of Sarasota Bay, a deep-water canal and lush tropical greenery. The oversized, open patio feels like a private extension of your living space and an ideal spot for relaxing or entertaining while enjoying bay breezes. The updated kitchen features rich wood cabinetry, stone countertops, stainless steel appliances and a convenient breakfast bar that connects seamlessly to the dining area. A second terrace off the breakfast room/office offers additional outdoor space for more serene moments. The spacious primary suite, bathed in natural light, includes access to the terrace and a large en-suite bath with dual vanities and a separate water closet. The updated bathrooms continue the residence's refined aesthetic. With furnishings negotiable and abundant storage throughout, you will feel a sense of spaciousness like being in a single-family home, all within this sought-after community. Fairway Bay is a pet-friendly community where residents enjoy a wealth of amenities, including under-building parking, extra storage, beautifully landscaped grounds, tennis courts, a community pool and a fitness center. The private Bay Isles Beach Club membership offers deeded beach access, and with 24-hour gated security, peace of mind is guaranteed. CVS and Publix are nearby and St. Armands Circle and Sarasota’s vibrant cultural scene are just a short drive away.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Ackerman
$745,000 (USD)
Active

Longboat Key Area Condominium

Active

1928 Harbourside Drive 1403 Longboat Key, FL 34228

2 Bed
3 Baths
1590 sqft
MLS# A4645559
Virtual Tour
REDUCED PRICE! Are you looking for a RESORT home with spacious rooms, fine finishes, vaulted ceilings and the convenience of a condo community with bay and beach access? Look no further. Luxury and style await in this beautifully updated townhouse, located behind the gates of the exclusive Bay Isles resort. With 1,590 sq. ft. of meticulously designed and finished indoor living space plus another 1,100 sq. ft. of screened lanai, storage and garage space, this resort home provides the ultimate in luxe living, comfort and convenience. Upon entering this home, you're greeted by an open concept great room and designer kitchen, vaulted ceilings, a conveniently placed guest bathroom, and views over the very private community pool. You'll never want to leave! The gourmet kitchen is a chef’s dream, featuring gleaming granite countertops including a striking azure blue granite breakfast bar, custom mosaic glass tile backsplash, solid wood cabinetry, and stainless JennAir appliances. Easy to maintain luxury vinyl plank floors flow throughout, adding sophistication and durability. Soaring cathedral ceilings and abundant natural light enhance the light, bright, spacious feel of this home and the private screened lanai offers a serene retreat with access to lushly landscaped grounds and the resort style pool. The oversized primary suite boasts vaulted ceilings, a walk-in closet, and an elegant ensuite bath with natural stone and custom tile shower. The second bedroom also has a vaulted ceiling plus walk-in closet and beautifully finished adjacent bathroom. The ground-level garage has extra depth enabling covered parking for two cars plus there's a separate room that can be flexibly used for storage, a home gym, or a wine cellar. As a Bay Isles resident, you'll enjoy exclusive access to resident-only amenities including a private clubhouse, fitness center, heated pool and spa, tennis courts, and the private Bay Isles Beach Club. This resort home is just minutes from the vibrant dining, shopping, and cultural scene of St. Armands Circle and downtown Sarasota. See this home today and enjoy the best of Longboat Key living.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Deborah "Debbie" McHardy
$729,000 (USD)
Active

Longboat Key Area Condominium

Active

1932 Harbourside Drive 217 Longboat Key, FL 34228

2 Bed
2 Baths
1442 sqft
MLS# A4671330
Virtual Tour
Nestled in the sought-after Fairway Bay community on Longboat Key, this 2BR, 2BA residence offers the perfect blend of serene bayfront living and luxurious amenities, all behind the exclusive gates of Bay Isles. As an end unit, first floor walk-down, the layout maximizes natural light, with expansive windows framing stunning southeast-facing views of Sarasota Bay, a deep-water canal and lush tropical greenery. The oversized, open patio feels like a private extension of your living space and an ideal spot for relaxing or entertaining while enjoying bay breezes. The updated kitchen features rich wood cabinetry, stone countertops, stainless steel appliances and a convenient breakfast bar that connects seamlessly to the dining area. A second terrace off the breakfast room/office offers additional outdoor space for more serene moments. The spacious primary suite, bathed in natural light, includes access to the terrace and a large en-suite bath with dual vanities and a separate water closet. The updated bathrooms continue the residence's refined aesthetic. With furnishings negotiable and abundant storage throughout, you will feel a sense of spaciousness like being in a single-family home, all within this sought-after community. Fairway Bay is a pet-friendly community where residents enjoy a wealth of amenities, including under-building parking, extra storage, beautifully landscaped grounds, tennis courts, a community pool and a fitness center. The private Bay Isles Beach Club membership offers deeded beach access, and with 24-hour gated security, peace of mind is guaranteed. CVS and Publix are nearby and St. Armands Circle and Sarasota’s vibrant cultural scene are just a short drive away.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Ackerman
$725,000 (USD)
Active

Longboat Key Area Condominium

Active

4976 Gulf Of Mexico Drive Villa 18 Longboat Key, FL 34228

3 Bed
2 Baths
1900 sqft
MLS# A4665034
Virtual Tour
This spacious waterfront villa lives like a single-family home yet offers the ease
of maintenance-free living! Enjoy breathtaking Sarasota Bay and canal views from this 1,900
sq. ft. residence—the largest in the community. Thoughtfully designed, it features a waterfront
great room, two generously sized bedrooms, two beautifully updated bathrooms, and a versatile
bonus room that can serve as a third bedroom, home office, or private in-law/nanny suite with its
own exterior entrance. The open-concept kitchen overlooks the great room and boasts quartz
counters, abundant cabinetry, new stainless-steel appliances, and ample workspace. A separate,
oversized laundry room with newer full-sized machines even offers the potential to add a third
bathroom. The waterfront Florida room and private patio are perfect for grilling the catch of the
day, dining under the stars, or watching manatees and dolphins swim by. Inside, an attractive
neutral palette, easy-care luxury vinyl plank flooring (no carpet), and hurricane-impact windows
provide both comfort and peace of mind. The attached covered carport allows easy access for
groceries and luggage. Windward Bay offers exceptional resort-style amenities: two heated pools
with complimentary chaises, saunas, tennis and pickleball courts, a fitness center, shuffleboard,
boat slips ($45/month or $50/month with an owner-supplied lift), kayaking and paddleboarding
(storage/launches $35/year), fishing, and three deeded beach accesses. Stroll or bike through 26
acres of professionally landscaped bayfront grounds, or head across the street to Zota Beach
Resort for fine dining and sunset cocktails. This proactive community has passed its structural
integrity inspection and is certified for another ten years. Owners may rent twice per year with a
one-month minimum and no ownership waiting period—ideal for generating income while
enjoying a peaceful coastal lifestyle. Exceptionally pet-friendly, Windward Bay welcomes two
large pets up to 75 lbs each, with pet comfort stations throughout the property. Even Renters can
have pets…a uniquely appealing feature for those seeking rental income. Seize this rare
opportunity to own a tranquil island haven that combines space, style, and simplicity in a
paradise-like setting. What could be better? It could be yours!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Deborah "Debbie" McHardy
$710,000 (USD)
Active

Longboat Key Area Condominium

Active

4430 Exeter Drive 106 Longboat Key, FL 34228

2 Bed
2 Baths
1152 sqft
MLS# A4671849
Virtual Tour
Set in the sought-after Longboat Harbour community on Longboat Key, this beautifully updated 2BR/2BA walkout residence offers 1,152+/- sq. ft. of inviting waterfront living. Your breath will be taken away by the peaceful mangrove-lined views that shape a relaxed, effortless way of life. The moment you step inside, the level of care and style is unmistakable, as crown molding, maintenance free tile and laminate floors create a warm, welcoming ambiance that draws you toward the picturesque backdrop beyond the living space. The kitchen has been thoughtfully updated with stone countertops, all-white cabinetry, stainless-steel appliances, a tile backsplash (with under cabinet lighting), recessed lighting and a tray ceiling with fan. A large breakfast bar connects the kitchen to the dining area and living room, giving the entire layout an open, seamless flow. The former terrace has been enclosed to create an extended Florida room wrapped in sliders with privacy shades, offering a stunning vantage point over the water and direct walkout access to the outdoors. It’s a rare feature that brings the waterfront right to your door and is only steps away from one of the bayside pools. The primary bedroom enjoys soothing water views along with a graciously redesigned bath featuring rich wood cabinetry and refined finishes. The guest bedroom is equally comfortable for family or visitors, and the updated guest bath continues the home’s cohesive style. Residents of Longboat Harbour enjoy an exceptional list of amenities across both bay and beach, including berths for more than 50 boats on the Sarasota Bay side and exclusive Gulf access through a private beach house with restrooms, showers and dedicated parking. Additional amenities include 4 swimming pools, a tennis court, fitness center, wood shop, art studio, banquet hall and an active schedule of social events.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Bruce Myer
$699,000 (USD)
Active

Sarasota Area Single Family Home

Active

5866 Cavano Drive Sarasota, FL 34231

2 Bed
2 Baths
1639 sqft
MLS# A4655055
Step inside the professionally remodeled, two bedroom plus den, two bath villa showcasing serene lake views from the kitchen, living area, and primary suite. Located in the prestigious, gated community of Esplanade by Siesta Key, the home has been completely transformed over the past year by a professional interior designer, featuring high-end finishes and a tranquil coastal palette of whites, creams, tans, and soft blues. This residence offers exceptional value for the discerning buyer seeking luxury, comfort, and a desirable location.

The open concept layout blends the gourmet kitchen—complete with a gas cooktop and timeless Quartz countertops—with the dining and living areas, creating a seamless space for both entertaining and everyday living. The versatile den offers a flexible retreat that can function as a home office, guest room, or creative studio, while the split bedroom floor plan enhances privacy and comfort.

Step outside through multi panel sliding glass doors to the oversized screened lanai, where a built-in beverage refrigerator and peaceful lake views set the tone for morning coffee or relaxing evenings.

This maintenance-free community offers an array of resort-style amenities. Ideally situated, the villa is close enough to the clubhouse for easy access, yet far enough to enjoy peace and privacy. Lifestyle offerings include a large gathering area with pool table, kitchen, fitness center, heated lagoon-style pool and spa, fire pit, Har-Tru tennis and pickleball courts, a grass volleyball court, bocci ball, walking trails, a playground, and a dog park.

Located just 2.1 miles from world renowned Siesta Key Beach and minutes to all that Sarasota has to offer, this is more than a home—it’s a lifestyle.

Schedule your private showing today and experience the ultimate blend of style and comfort in Esplanade by Siesta Key.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Margot Leonard