Featured Properties

Some or all of the listings below are provided by the Longboat Key office.
$1,125,000 (USD)
Pending

Sarasota Area Multi-Family Home

Pending

1739 Siesta Drive Sarasota, FL 34239

0 Bed
0 Baths
2446 sqft
MLS# A4691475
Virtual Tour
Under contract-accepting backup offers. Prime West of the Trail Sarasota four unit income property positioned approximately one half mile from the North Bridge to Siesta Key. Located near Southside Village, Sarasota Memorial Hospital, and downtown Sarasota, this fully occupied multifamily asset offers stable in place income today with future upside potential in one of Sarasota’s most desirable coastal adjacent locations.

The property includes 2) two bedroom, one bath residences and 2) one bedroom, one bath residences, each with its own lanai. With 2,446 square feet under air and 2,926 total square feet, the building also offers shared laundry, individual storage for each unit, and a generous unassigned, on site parking area.

New roof and interior updates to kitchens and baths were completed in 2023. With newer windows, mini splits and located in Flood Zone X, the property offers additional appeal for long term ownership. All four units are currently occupied on annual leases, with scheduled gross rental income of $73,380 once pending renewals are executed. Tenants pay electric and cable. City guidance indicates potential vacation rental flexibility may be available, subject to the seven night minimum stay requirement.

This property offers the fundamentals investors look for: location, occupancy, recent improvements, and future flexibility. Well suited for an investor seeking a long term Sarasota hold with stable in place income, recent capital improvements, seller financing potential, and future upside through rent growth, repositioning, or approved vacation rental use. Seller financing may be considered for a qualified buyer with acceptable terms.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Margot Leonard
$1,100,000 (USD)
Active

Longboat Key Area Condominium

Active

210 Sands Point Road 2405 Longboat Key, FL 34228

1 Bed
1 Baths
650 sqft
MLS# A4664039
Virtual Tour
Located behind the gates of the highly desirable Longboat Key Club, this 1BR/1BA Club Suite at Inn on the Beach offers a unique opportunity to own within the prestigious Longboat Key Club Resort. Spanning 650 sq. ft., this residence provides both convenience and privacy, with an expansive covered terrace offering peaceful Gulf views while keeping you close to every amenity. Completely renovated and meticulously styled, the interior pairs warm wood accents with neutral tones, complemented by faux wood tile floors flowing throughout. Dual sliders frame shimmering Gulf waters and invite natural light into the living space. The kitchen is a standout, with stone countertops, harmonizing cabinetry with glass panel accents and a colorful tile backsplash that adds just the right touch of vibrancy. Off the bedroom space, a beautifully updated bath features all-white cabinetry, a separate water closet and a glass walk-in shower with striking tilework. For added ease, in-unit laundry utilities are included. This unit participates in the Resort Rental Program and has a healthy rental history, with nightly rentals allowed, making it both an enjoyable retreat and a strong investment. As an owner, you’ll have access to the exclusive amenities of the 410-acre Longboat Key Club, including 45 holes of championship golf, 20 Har-Tru tennis courts at the award-winning Tennis Gardens, a full-service marina, private Gulf-front beach with umbrellas and attendant service, a world-class fitness and wellness center, spa and five private dining options. Recently renovated guest services, dining areas, and resort amenities have elevated the experience even further, earning accolades such as the AAA Four-Diamond Award and recognition from Condé Nast Traveler as a Top Florida Resort.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Bruce Myer
$1,099,000 (USD)
Active

Bradenton Area Multi-Family Home

Active

2713 4th Avenue W Bradenton, FL 34205

6 Bed
4 Baths
2710 sqft
MLS# A4636303
Virtual Tour
Welcome to 2713 4th Ave W, an exceptional multi-family investment property in Bradenton’s highly sought-after Riverview District, perfectly suited for investors or multi-generational living. This fully renovated, turnkey-furnished property is projected to generate $165,000+ in annual short-term rental income, making it ideal for investors seeking a high-performing Airbnb, VRBO, or vacation rental opportunity on Florida’s Gulf Coast. The property includes a beautifully updated 3-bedroom, 2-bath single-family home plus a stacked duplex with a 1/1 and a 2/1—each unit professionally designed in a modern boho-chic style and sold fully furnished. The main home features an open-concept layout, a gourmet kitchen with farmhouse sink, butcher block island, concrete countertops, and custom range hood with pot filler, along with a serene master suite and custom mudroom. The duplex units include private entrances, luxury plank flooring, updated kitchens, and stylish bathrooms—ready for immediate income generation. Outdoor amenities include a shared courtyard perfect for entertaining, covered storage for RVs, boats, or trailers, and ample parking—all with no HOA or rental restrictions, allowing maximum flexibility for short-term rental operations. This property also affords the space to add a private pool, pickleball court, putting green, or outdoor entertainment area, creating even greater appeal for short-term rental guests and significantly enhancing future income potential. Enjoy the true Florida lifestyle this property and location provide as you are a short distance to Robinson Preserve, De Soto National Memorial, and Palma Sola Bay—just bring your paddle boards and kayaks! Boaters can drop in nearby at Warner’s Bayou Boat Ramp, while the powdery white sand beaches of Anna Maria Island and the Gulf of Mexico are just a short drive or boat ride away. Sports enthusiasts will love the proximity to Bradenton Golf & Country Club, GT Bray Park (featuring a brand-new 20-court pickleball facility), world-renowned IMG Academy, and LECOM Park for Pirates and Marauders baseball games. You’re also minutes from downtown Bradenton, offering rooftop and waterfront dining, the scenic Riverwalk, and a lively Main Street farmers market. Whether you choose to live in one unit and rent the others or operate all three as high-income short-term rentals, this fully furnished property offers unmatched versatility, strong cash flow potential, and room to expand—making it a premier investment opportunity in Bradenton’s most desirable coastal neighborhood.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Matthew Huffman
$1,099,000 (USD)
Active

Bradenton Area Single Family Home

Active

2713 4th Avenue W Bradenton, FL 34205

6 Bed
4 Baths
2710 sqft
MLS# A4670122
Virtual Tour
Welcome to 2713 4th Ave W, an exceptional multi-family investment property in Bradenton’s highly sought-after Riverview District, perfectly suited for investors or multi-generational living. This fully renovated, turnkey-furnished property is projected to generate $165,000+ in annual short-term rental income, making it ideal for investors seeking a high-performing Airbnb, VRBO, or vacation rental opportunity on Florida’s Gulf Coast. The property includes a beautifully updated 3-bedroom, 2-bath single-family home plus a stacked duplex with a 1/1 and a 2/1—each unit professionally designed in a modern boho-chic style and sold fully furnished. The main home features an open-concept layout, a gourmet kitchen with farmhouse sink, butcher block island, concrete countertops, and custom range hood with pot filler, along with a serene master suite and custom mudroom. The duplex units include private entrances, luxury plank flooring, updated kitchens, and stylish bathrooms—ready for immediate income generation. Outdoor amenities include a shared courtyard perfect for entertaining, covered storage for RVs, boats, or trailers, and ample parking—all with no HOA or rental restrictions, allowing maximum flexibility for short-term rental operations.
This property also affords the space to add a private pool, pickleball court, putting green, or outdoor entertainment area, creating even greater appeal for short-term rental guests and significantly enhancing future income potential.
Enjoy the true Florida lifestyle this property and location provide as you are a short distance to Robinson Preserve, De Soto National Memorial, and Palma Sola Bay—just bring your paddle boards and kayaks! Boaters can drop in nearby at Warner’s Bayou Boat Ramp, while the powdery white sand beaches of Anna Maria Island and the Gulf of Mexico are just a short drive or boat ride away. Sports enthusiasts will love the proximity to Bradenton Golf & Country Club, GT Bray Park (featuring a brand-new 20-court pickleball facility), world-renowned IMG Academy, and LECOM Park for Pirates and Marauders baseball games. You’re also minutes from downtown Bradenton, offering rooftop and waterfront dining, the scenic Riverwalk, and a lively Main Street farmers market.
Whether you choose to live in one unit and rent the others or operate all three as high-income short-term rentals, this fully furnished property offers unmatched versatility, strong cash flow potential, and room to expand—making it a premier investment opportunity in Bradenton’s most desirable coastal neighborhood.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Matthew Huffman
$1,095,000 (USD)
Active

Longboat Key Area Condominium

Active

2120 Harbourside Drive 623 Longboat Key, FL 34228

3 Bed
2 Baths
2031 sqft
MLS# A4686721
Virtual Tour
Step into coastal elegance in this fully renovated three-bedroom, two-bathroom Fairway Bay residence, where every detail has been thoughtfully reimagined. A charming private lanai and seating area welcome you before entering the unit, setting the tone for relaxed waterfront living. Inside, an open-concept layout seamlessly blends the kitchen, dining, and living spaces, creating a bright, airy environment perfect for both entertaining and everyday comfort. The gourmet kitchen is outfitted with GE Profile appliances, custom soft-close cabinetry, and ample storage, offering both style and functionality. The primary suite is a serene retreat featuring a spacious walk-in closet, additional storage, and a beautifully updated en-suite bath with a large walk-in shower. From both the living room and the primary suite, step onto the expansive north-facing balcony to take in the tranquil Sarasota Bay views, where you can enjoy the morning sunrise and the soft glow of the evening sky. The second bedroom is generously proportioned and easily accommodates a king-size bed, creating a luxurious space for guests. The third bedroom is also spacious, complete with a custom built-in, ideal for a guest room, home office, or flexible living area. A thoughtfully designed guest bath ensures privacy and convenience for family or visitors. This unit also includes the ease and security of one covered parking space beneath the building. Fairway Bay residents enjoy an exceptional suite of amenities including two heated pools, a spa, a clubhouse, a fitness center, tennis and pickleball courts, and private beach access on Longboat Key. With the shops, dining, and vibrant lifestyle of St. Armands Circle just minutes away, this residence combines the best of convenience and refined waterfront living.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Ryan Ackerman
$1,075,000 (USD)
Active

Bradenton Area Townhome

Active

3409 54th Drive W 102 Bradenton, FL 34210

3 Bed
4 Baths
3046 sqft
MLS# A4661034
Virtual Tour
Welcome to 3409 54th Dr W Unit 102—an exceptional and rarely available townhome in the prestigious Bollettieri Resort Villas at IMG Academy. With 3,046 sq ft of fully renovated living space, this is one of only eight townhomes in the community and one of the largest units available. Offering 3 bedrooms, an office/den and 4 full bathrooms, this spacious residence features three bedrooms upstairs—including an expansive primary suite—and a versatile first-floor office that can be utilized as or converted to a 4th bedroom, with an adjacent full bath, ideal for guests or a work-from-home setup.

No detail has been overlooked in the recent top-to-bottom renovation. Updates include new luxury vinyl flooring throughout, modern LED lighting, updated bathrooms with stylish tub-to-shower conversions, new countertops, sinks, and faucets in both the kitchen and baths, and fresh paint inside and out in 2024. The home is equipped with newer AC units (2023) and water heaters (2025), and a solar power and battery system (Terra Energy) was recently installed for energy efficiency and peace of mind. Updated appliances include the refrigerator (2023), dishwasher (2025), washer and dryer (2023).

This fully furnished property is move-in ready and includes new TVs, updated furniture, plantation shutters, and fitness equipment such as a Peloton bike, Peloton treadmill, and free weights. Enjoy your private backyard patio, with Weber grill, and outdoor furniture—perfect for entertaining or relaxing in the Florida sun. The property also includes two covered carports with new awnings, and front and rear security lighting and cameras. Residents of Bollettieri Resort Villas enjoy exclusive access to a private community clubhouse, pool and spa, just a short distance from the unit—offering the perfect place to unwind or connect with neighbors.

Located adjacent to IMG Academy, this home is ideal for families, investors, or those seeking luxury, convenience, and comfort in a gated, resort-style community. Don’t miss this rare opportunity to own a fully upgraded townhome in one of Bradenton’s most sought-after locations.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Matthew Huffman
$1,075,000 (USD)
Active

Longboat Key Area Condominium

Active

2109 Gulf Of Mexico Drive 1303 Longboat Key, FL 34228

2 Bed
2 Baths
1463 sqft
MLS# A4677817
Virtual Tour
Discover effortless beachfront living in this beautifully furnished and renovated 2-bedroom, 2-bath residence. A rare opportunity to own a refined boutique beachfront escape of only 65 residences—where sophistication meets the relaxed elegance of Gulf Coast living. Captivating Gulf views are enjoyed from EVERY room. The light and airy interior welcomes you with a sun-filled, open-concept layout framed by floor-to-ceiling impact glass windows capturing breathtaking Ocean vistas. The living, dining, and kitchen spaces connect seamlessly, creating a welcoming environment for both entertaining and everyday relaxation. The renovated kitchen is thoughtfully designed for modern coastal living, complete with Cambria quartz countertops, an oversized island perfect for meal prepping as well as breakfast seating, LG stainless steel appliances, and soft-close cabinetry complete the package. Step onto the private balcony to enjoy morning coffee or evening cocktails as spectacular vibrant sunsets unfold over the water and paint the sky. The primary suite serves as a tranquil coastal sanctuary, featuring expansive Gulf views, the gentle rhythm of the surf,  spacious walk-in closet, and a beautifully appointed ensuite bath. 
The guest bedroom provides both privacy and beautiful water views, making it ideal for hosting friends and family. An interior laundry room with additional cabinetry adds convenience and functionality. Covered under-building parking and additional storage complete this exceptional offering. Sunset Beach, an intimate private beachfront community without the crowds of a larger complex but still offers resort-inspired amenities including a heated pool, spa, fire pit, BBQ grills, and direct access to powdery white sand beaches just beyond your doorstep.
Ideally positioned near St. Armands Circle, the Longboat Key Club, marinas, dining, shopping, and entertainment, this home offers the perfect balance of location and coastal beauty. 
A rare opportunity to own an exceptional Gulf-front retreat designed for the relaxed rhythm of island life. (Second bedroom virtually staged)
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Wendy Leventhal
$1,074,000 (USD)
Active

Longboat Key Area Condominium

Active

5311 Gulf Of Mexico Drive 3 Longboat Key, FL 34228

2 Bed
2 Baths
1028 sqft
MLS# A4635657
Virtual Tour
Turnkey furnished and ready to enjoy or rent, this charming beachfront retreat on Longboat Key offers the perfect blend of coastal living and investment potential. Situated directly on the pristine shores of the Gulf of Mexico, this two-bedroom residence grosses an average of six figures in annual rental income, making it an exceptional opportunity for personal enjoyment or weekly rentals. Set within Beach Castle Resort, this first-floor, direct Gulf-front property boasts breathtaking water views and effortless beach access just steps from the outdoor entertaining spaces. Inside, the light-filled interior features oversized tile flooring, updated windows and sliders (2009), and a granite kitchen with modern cabinetry, appliances, and upgraded plumbing and electrical systems (2006). The open-concept layout seamlessly connects the kitchen, living, and dining areas, with sliders leading to an inviting patio and a screened-in space ideal for relaxation. The two-bedroom split layout ensures privacy for guests. The primary suite enjoys private patio access and serene Gulf views, creating a peaceful retreat for owners and visitors alike. Beach Castle Resort is one of the rare Longboat Key communities offering flexible daily, weekly, or monthly rental programs. Residents and guests appreciate the beach-to-bay amenities, including deeded beach access, barbecue grilling areas, a sundeck with a heated swimming pool and spa, a fishing pier, and a day dock for boating enthusiasts (no overnight docking, first-come basis). The north end of Longboat Key offers a relaxed, tropical lifestyle. Bayfront Park and Cedars Tennis Resort are minutes away, while the southern end of the island brings the liveliness of the Longboat Key Club, fine dining, boutique shopping at St. Armands Circle, and the cultural attractions of downtown Sarasota. This beachfront retreat is an ideal escape, combining Gulf-front tranquility with exceptional rental income potential.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Roger Pettingell
$1,025,000 (USD)
Active

Bradenton Area Single Family Home

Active

5939 Redbay Boulevard Bradenton, FL 34210

3 Bed
2 Baths
2354 sqft
MLS# A4649595
Virtual Tour
Welcome to your private oasis in one of Bradenton’s most exciting communities, Aqua Lagoon. Perfectly situated near the scenic shores of Sarasota Bay, this neighborhood is centered around a breathtaking four-acre, crystal-clear blue lagoon with a private tropical shoreline—bringing the beach right to your backyard. This stunning 3-bedroom, 2-bath home is located on a premium lot with no home directly in front, offering unobstructed water views from the moment you step through the front entrance. Designed with meticulous attention to detail and nearly $300,000 in luxury upgrades, this home redefines Florida living by blending everyday comfort with high-end finishes and thoughtful design. Inside, the open floor plan is complemented by sleek tile flooring throughout, a spacious living room with tray ceilings, and a striking floor-to-ceiling shiplap accent wall featuring an electric fireplace with color-changing features. Just off the living area, the fully customized chef’s kitchen is a showstopper, showcasing an expanded quartz waterfall island, cast iron farmhouse sink, ceiling-height cabinetry with crown molding, and top-tier appliances including a Sub-Zero refrigerator, Wolf gas cooktop and electric oven, built-in Sharp microwave, and a Décor dishwasher. The kitchen flows seamlessly into a stylish dry bar area with a quartz backsplash that extends to the ceiling, complete with a Sub-Zero ice maker and KitchenAid beverage refrigerator. A custom walk-in pantry with built-in shelving sits adjacent to the bar for added convenience. The home’s heart is the private courtyard—an entertainer’s dream and a tranquil retreat in one. The heated pool and spa combo features a waterfall, jets, and LED lighting to set the mood. A covered lanai with a custom retractable awning provides shade and comfort, with a natural gas hookup already in place for your future outdoor kitchen and grill area. Directly off the courtyard, the spacious primary suite offers tray ceilings, a walk-in closet with custom built-ins, and a luxurious spa-style bathroom with double vanities, an extended walk-in shower with seating, body sprayers, and multiple shower heads. The second bedroom, located at the front of the home, is currently set up as a home office or den, while the third bedroom, with custom closet built-ins, is positioned for privacy and sits next to a beautifully upgraded second full bath. Additional highlights include a fully outfitted laundry room with cabinet storage and an added utility sink, a rear-load two-car garage with paver driveway, epoxy flooring, built-in shelving, and a side service door. The home is wired for AV and security cameras, offering peace of mind and modern convenience. Located just minutes from world-renowned IMG Academy, IMG Golf & Country Club, Anna Maria Island, Cortez Village, and SRQ Airport, this tropical paradise also offers easy access to shopping and entertainment at UTC and St. Armands Circle. Skip the wait for new construction and step into a fully completed, meticulously upgraded retreat that offers resort-style living every single day. Schedule your private showing today!
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Matthew Huffman
$1,025,000 (USD)
Active

Longboat Key Area Condominium

Active

1425 Gulf Of Mexico Drive 408 Longboat Key, FL 34228

3 Bed
3 Baths
1707 sqft
MLS# A4674194
Virtual Tour
Step inside and be immediately greeted by stunning, uninterrupted views of the Gulf of Mexico, setting the tone for this exceptional Players Club residence. This home is being sold FURNISHED, you just need to bring your toothbrush.
The well-appointed kitchen features generous counter space and *stainless steel appliances*, making meal preparation a delight—especially with your own gulf view backdrop. Continue into the spacious living room, where expansive windows draw in the coastal scenery and lead seamlessly to the covered balcony. It’s the perfect place to unwind, entertain, or simply take in the soothing sound of the waves.
The primary suite offers private balcony access, a split bathroom layout, and an oversized walk-in closet. Visitors will appreciate the two spacious guest suites ideally located for optimal privacy and relaxing at the end of the day.
The Players Club elevates coastal living with resort-style amenities, including a beautifully updated clubhouse featuring a state-of-the-art fitness center, social and catering spaces, four Har-Tru tennis courts, and a heated saltwater pool and spa. The community is ideally located just a short drive from the dining and boutiques of St. Armands Circle and the vibrant cultural offerings of downtown Sarasota. Additional conveniences include on-site management, and a 24-hour staffed gate, ensuring comfort and peace of mind.
This residence blends light-filled interiors, generous living spaces, and world-class amenities—offering an exceptional opportunity to enjoy the best of life on the desired southern end of Longboat Key.
Listing Courtesy of STELLAR as distributed by MLS GRID / Coldwell Banker Realty / Mairead Smialek