My Active Listings

Some or all of the listings below are provided by the Longboat Key office.
$1,100,000 (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 / Coldwell Banker Realty / Mairead Smialek
$1,100,000 (USD)
Active

Sarasota Area Land

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105 Island Circle Sarasota, FL 34242

Bed
0 Baths
sqft
MLS# A4647819
Virtual Tour
This land is a RARE BEAUTY, are you dreaming of building your home where you and your family enjoy a lifestyle uniquely created for yourselves? IMAGINE a majestic home with a standalone guest house, alluring pool and gardens privately nestled among the palm trees. This property offers 2 lots, 0.45 acres / 19,456 sf. Palm Island is a community with only 298 homes where the residents enjoy gatherings in their Elsie Blair Park area.
The main home had water intrusion from hurricane Helene which has been mitigated and could be rebuilt or torn down, consult your contractor for construction specifics.
There is a Studio Unit/guest suite 576 hsf fully equipped with a full bath, kitchenette, sliding doors out to a large 120 sf wood deck above the detached 2 car garage. This would make a fabulous art studio, home office or in-law suite. The garage is a legal non-conforming space. Studio/Garage is block.
Take a stroll only 2 blocks to Siesta Key Beach and sink your toes into the luxurious quartz sand and sparkling water. The Village is minutes away where you will find fabulous restaurants, live music, specialty shops, night life, Sunday Farmers Market, art festivals and more. Take the Siesta Trolly to tour the island and beaches. You can also enjoy fishing, boating, parasailing, kayaking, swimming and snorkeling nearby.
You are very close to downtown Sarasota, St. Armands Circle and Lido Beach are just across the Ringling Causeway Bridge. The Sarasota Airport, Asolo Repertoire Theater and Ringling Museum are all within minutes of your unique estate homesite. What a wonderful place to live and call home!
Life is good at the Beach!!!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Linda Scheller
$1,099,000 (USD)
Active

Bradenton Area Single Family Home

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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 / Coldwell Banker Realty / Matthew Huffman
$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 / Coldwell Banker Realty / Matthew Huffman
$1,095,000 (USD)
Active

Longboat Key Area Condominium

Active

1000 Longboat Club Road 402 Longboat Key, FL 34228

2 Bed
2 Baths
1290 sqft
MLS# A4670053
Virtual Tour
Coastal Elegance at Privateer South, Longboat Key!
Set directly along the Gulf of Mexico, this beautifully renovated two-bedroom residence at Privateer South offers effortless beachfront living within the gates of the prestigious Longboat Key Club. Move-in ready, every detail of this turnkey fourth-floor getaway speaks to comfort, style, and sophistication, framed by sweeping Gulf views and warm coastal light.
Porcelain tile floors extend throughout, creating a seamless flow from room to room, while all-impact glass sliders and windows frame tranquil vistas and ensure peace of mind. The open-concept great room is spacious yet inviting, with defined living and dining areas that connect effortlessly to one of two private terraces—perfect for morning coffee or evening sunsets over the water.
The modern kitchen features solid wood, shaker style cabinetry (unified throughout the home), sleek granite countertops, stainless-steel appliances, wine refrigerator, and breakfast bar seating, offering the perfect blend of beauty and function. Built-in shelving adds both storage and architectural character, while subtle lighting and window treatments complete the refined aesthetic.
The primary suite serves as a private retreat with direct terrace access, a generous wall-to-wall custom-built closet, and a revamped en-suite bathroom featuring dual vanities, granite counters, and a spacious shower with multiple heads. The second bedroom is thoughtfully designed to function as a stylish office or guest suite, complete with a walk-in closet and custom Murphy bed concealed behind clean cabinetry—ideal for flexible use of space. A second full bath with tub/shower combination is equally well-appointed.
Two terraces—overlooking the shimmering Gulf and eastern sunrise views—extend the living experience outdoors. The residence also includes an assigned covered parking space, the convenience of interior laundry, and abundant storage throughout.
Privateer South is one of Longboat Key’s premier beachfront communities, offering resort-style amenities in a serene and secure setting. Residents enjoy a Gulf-front heated pool and spa, tennis and pickleball courts, fitness center, and clubhouse, all surrounded by lush tropical landscaping with direct access to one of Florida’s most pristine stretches of sand. Association fees include cable, water, waste collection, grounds care, and 24-hour gated security for a truly maintenance-free lifestyle.
Perfectly positioned within the Longboat Key Club gates, the location allows members to enjoy world-class golf, a full-service marina, and exceptional dining just moments away (membership options available separately). A short drive brings you to St. Armands Circle for boutique shopping and fine restaurants, or over the bridge to downtown Sarasota, where theater, art, and culture thrive.
Offering a rare combination of coastal tranquility, thoughtful design, and resort-style living, Privateer South #402 captures the best of Gulf-front Sarasota living—an inspired residence where every day feels like a retreat.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$1,095,000 (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 / Coldwell Banker Realty / Matthew Huffman
$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 / Coldwell Banker Realty / Roger Pettingell
$1,050,000 (USD)
Sold

Osprey Area Single Family Home

Sold

247 Keel Way Osprey, FL 34229

3 Bed
2 Baths
2871 sqft
Virtual Tour
No hurricane problems here! impact windows and storm curtains on the lanai helped to keep this home safe. Also located in an X flood zone! This beautiful home located in west of the trail, Southbay Yacht and Racquet Club is a very sought after location. One of the few communities with it's own marina and very reasonable dock rental fees only available to homeowners in the community. This home as been renovated and updated inside and out and offers warmth and charm just perfect for a coastal community. Southbay offers a lively community with actives for all ages. Plus walking paths, playground, kayak launch and storage, community pool, jet ski slips, tennis and pickleball courts, bocci ball, fitness center and a renovated clubhouse perfect for all the activities that are offered. The large marina off the ICW will accommodate just about any size boat. Lookout Point Park is the perfect place to watch the sunset over the intracoastal waterway. the amenities in this home are plenty! HURRICANE RATED WINDOWS ON THE FRONT AND SIDE WERE INSTALLED 2007. HURRICANE SHADES IN LANAI PROTECT ALL REAR SLIDING GLASS DOORS, The expansive LANAI RENOVATED IN 2022 and features a 4 extension on the back and side, new screen enclosure with full-view, new pavers and pool tiles along with custom waterfall bowls. Plus an outside patio area perfect for your grill. Inside the home renovations include decorated coffered ceiling in the greatroom and dining room, bump-out bay in the greatroom, custom kitchen including Fisher Paykel double dishwasher, Sub-zero refrigerator, Wolfe cooktop, built in oven and microwave, wine cooler, breakfast bar area plus a center island. Plenty of room for casual dining opens to the greatroom plus a formal dining room with sliding glass doors o the lanai. Two of the three sliding glass doors have full extension pockets lining glass doors - perfect for letting the outdoors in and make for a large entertaining area. The kitchen window also telescopes back to open completely - another great entertaining feature. Just off the master bedroom is an extra large bonus room currently used a s a music room. This space has endless possibilities such as a quiet retreat for an office and private lounge area, a workout room, extra sleeping are for guests...just use your imagination and enjoy the extra space! Also included is a spacious 12x11 utility room with epoxy floor, a great space that is your Florida basement! The wide double doors from the utility room lead to the outdoors and make a separate entry into the bonus room. or could be used as a golf cart storage area. MAIN LIVING AREA PAINTED 2023, UNDERGROUND SEWAGE PIPES RE-LINED 2022. FULL HOUSE HVAC REPLACED 2010 AND REFURBISHED IN 2020. MOST OF THE ROOF REPLACED 2010, located on a cut-de-sac street with the walking path behind the property. The sellers have taken meticulous care with the landscaping and is a delight to see! The Southbay location is convenient to both downtown Venice and Sarasota, shopping, restaurants and major roads. No CDD fee! Also close to renowned Pineview School. Come take a look for yourself and see why this home in Southbay may be just what you are looking for!
Listing Courtesy of STELLAR / Pat Williams Realty, LLC
$1,000,000 (USD)
Active

Sarasota Area Multi-Family Home

Active

407 Ohio Place Sarasota, FL 34236

5 Bed
3 Baths
1826 sqft
MLS# A4667604
Virtual Tour
3 UNITS in Laurel Park! This income-producing opportunity is in the coveted Downtown Historic District of Laurel Park, Sarasota. This beautifully renovated and meticulously maintained triplex blends timeless character with proven financial performance, offering the perfect combination of lifestyle and investment potential. Currently operating as an established Airbnb with Superhost status and professional management in place, this property provides steady, verifiable income with strong year-over-year performance and the flexibility to continue as a high-yield short-term rental or transition to long-term tenants for predictable cash flow.

The triplex features three charming, fully furnished units—two front units with two bedrooms and one bathroom each, and a one-bedroom, one-bathroom rear unit. Each includes private driveways, off-street parking, patios, and either in-unit or shared laundry. Situated on an exceptional flag lot with dual frontage on both Laurel Street and Ohio Place, this property offers rare privacy, accessibility, and redevelopment potential. The lot’s size and configuration make it ideal for a future custom residence, offering one of the most desirable build opportunities within Sarasota’s downtown core.

Financially, the property has a consistent and transparent performance record, generating $111,599 in 2023, $106,893 in 2024, and a projected $103,000 in 2025. Importantly, these figures already reflect reduced occupancy, as the owners reserve the property multiple times per year for family use. Without that usage, the income potential is expected to reach or exceed $120,000 annually, offering clear upside for an investor focused on maximizing returns. With stronger marketing, repeat-guest programs, and continuous availability, this property’s income could grow substantially while remaining a largely hands-off investment.

This triplex stands out not only for its returns but also for its flexibility. Investors can enjoy immediate passive income with management and future bookings already in place, or occupy one unit and rent the others to offset ownership costs. The property’s prime location within the National Historic District of Laurel Park enhances its long-term value, offering walkable access to Sarasota’s Bayfront, Selby Gardens, Main Street dining, shopping, and the city’s renowned arts and theater venues. Laurel Park’s historic charm, walkability, and strong rental demand make it one of Sarasota’s most stable and appreciating neighborhoods for both investors and homeowners alike.

With its combination of proven rental history, turnkey condition, desirable lot, and premier downtown location, this property represents a rare opportunity to own an asset that delivers reliable income today and exceptional upside tomorrow. Whether held as a passive income generator, a personal retreat with investment benefits, or the site of a future luxury home, this triplex embodies the best of Sarasota’s lifestyle, history, and growth potential. Don’t miss your chance to own this exceptional property in one of Sarasota’s most sought-after neighborhoods—where historic character meets lasting investment value.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Skrzypkowski