Featured Properties

Some or all of the listings below are provided by the Longboat Key office.
$1,150,000 (USD)
Active

Longboat Key Area Condominium

Active

3460 Winding Oaks Drive 38 Longboat Key, FL 34228

3 Bed
4 Baths
2608 sqft
MLS# A4695005
Virtual Tour
Tucked within Winding Oaks, one of Longboat Key’s most sought-after villa communities, this 3BR/3BA residence offers the scale and comfort of a single-family home paired with the simplicity of maintenance-free living. From the paver drive and walkway to the stepped front entry, the residence creates an inviting first impression before opening into a home defined by volume, light and connection to the outdoors. Step inside and soaring ceilings immediately create a sense of openness, while high-set windows invite natural light to move throughout the living spaces. Tile flooring and soft neutral tones create a clean backdrop that complements the peaceful setting just beyond the glass. Renovated in November 2025, the kitchen has been thoughtfully opened and redesigned into a true centerpiece for gathering and everyday living. A substantial island with seating anchors the space, along with stone countertops, white cabinetry, stainless steel appliances, a range hood, wine refrigerator and tile backsplash. An abundance of windows and an adjoining sitting area create a bright, welcoming space whether hosting guests or enjoying a quiet morning. The dining area transitions naturally into the living room, where cathedral ceilings, a corner fireplace and sliding glass doors connect the interior to the outdoors. Beyond, an expansive screened deck overlooks the community lake and fountain, creating a peaceful setting with multiple areas for dining, relaxing or entertaining. Privacy walls on either side enhance the feeling of seclusion while keeping the water views front and center. The primary suite is spacious and calming, featuring vaulted ceilings, engineered wood floors, a wall of sliding glass doors opening to the deck and a large walk-in closet with extensive built-ins. Also renovated in November 2025, the primary bath offers dual vanities, a walk-in shower, dressing area and separate water closet. Guest accommodations are equally well planned. One bedroom includes an en suite bath and walk-in closet, while another is currently configured as an office space with sliding glass doors opening to a private patio. Updated baths throughout, an in-residence laundry room and a 2-car garage add convenience. Set within the Harbourside golf course community, Winding Oaks offers a serene environment with a gated entrance, community pool and spa, and access to the full range of Bay Isles amenities, including deeded beach access through the private Bay Isles Beach Club.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Bruce Myer, Coldwell Banker Realty
$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 / Listed By: Bruce Myer, Coldwell Banker Realty
$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 / Listed By: Matthew Huffman, Coldwell Banker Realty
$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 / Listed By: Matthew Huffman, Coldwell Banker Realty
$1,099,000 (USD)
Active

Longboat Key Area Condominium

Active

1241 Gulf Of Mexico Drive 109 Longboat Key, FL 34228

2 Bed
3 Baths
2000 sqft
MLS# A4667851
Virtual Tour
Live the lavish lifestyle only found at the Water Club on Longboat Key, an idyllic waterfront location with direct access to the white sand beaches only found along the aquamarine waters of the Gulf Coast. This exceptional, beautifully Thomas Moser furnished, 2-bedroom, 2.5-bathroom split plan features spacious en-suite bedrooms with privacy, 10-foot ceilings, floor-to-ceiling hotel-quality hurricane impact windows & sliders, Brazilian Cherry Wood floors, a lovely and convenient powder bath and an incredible master suite with generous walk-in closet and direct access to the private balcony. The masterfully remodeled kitchen showcases custom cabinetry, glass mosaic backsplash, a reverse osmosis faucet, stainless-steel appliances including a Viking stove, Sub-Zero refrigerator and separate dry bar with Sub-Zero wine and beverage refrigerators. Step out onto the extra-large terrace and enjoy the beautiful privacy of the surrounding tropical foliage. Located on the plaza level, you will have quick and easy access to world-class community amenities like 24-hour guard-gated security, full concierge service, a resort-style pool and spa, Har-Tru tennis courts, fitness center, clubhouse with catering kitchen, and over 16 acres of pristine beachfront grounds. Experience the Water Club...timeless elegance, modern design, and a lifestyle beyond compare. Located a short distance from St. Armands Circle and Downtown Sarasota’s culture, shopping and fine dining.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Ryan Ackerman, Coldwell Banker Realty
$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 / Listed By: Ryan Ackerman, Coldwell Banker Realty
$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 / Listed By: Matthew Huffman, Coldwell Banker Realty
$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 / Listed By: Roger Pettingell, Coldwell Banker Realty
$1,050,000 (USD)
Active

Osprey Area Single Family Home

Active

292 Turquoise Lane Osprey, FL 34229

3 Bed
2 Baths
2255 sqft
MLS# A4694515
Virtual Tour
This stunning, updated home sits on a corner lot; the largest in Emerald Woods. Located behind the gates of The Oaks Preserve, this maintenance free residence features 3 bedrooms, 2 baths and a 2-car air conditioned garage along with premium finishes throughout. The updated kitchen, equipped with high-end stainless steel appliances, will delight any home chef. The spacious master suite includes a luxurious master bath, walk-in closets, and a sitting area with sliders to the lanai and pool. The expansive outdoor living area is designed for relaxation and entertaining, showcasing an impressive pool and spa, a new outdoor kitchen, new automated hurricane shutters and a view of a tranquil pond. Additional updates include a new roof, hurricane impact PGT windows and sliding doors, new quartz countertops throughout, a water softening and purification system and built-ins in the 3rd bedroom currently used as a combined study/bedroom. Residents of The Oaks enjoy unmatched amenities including two 18-hole championship golf courses, an award-winning tennis program, pickleball courts, a state-of-the-art fitness center and a junior Olympic, community pool as well as a celebrated social calendar, and incredible dining options. 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
$1,049,000 (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 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 / Listed By: Wendy Leventhal, Coldwell Banker Realty