Longboat Key Listings

Some or all of the listings below are provided by the Longboat Key office.
$949,900 (USD)
Active

Nokomis Area Single Family Home

Active

289 Villoresi Boulevard Nokomis, FL 34275

3 Bed
6 Baths
3273 sqft
MLS# A4701314
Virtual Tour
Embrace the enchanting waterfront lifestyle you’ve always dreamed of with this breathtaking Easton floor plan, perfectly positioned on a premium and oversized lakefront lot that features a sparkling bright southern exposure. This remarkable home is crafted for today’s living, featuring three generously sized bedrooms and a den on the first floor, four full bathrooms, two half bathrooms, an oversized second story bonus room with full bath, and an impressive three-car garage. You will love the extended lanai, equipped with a luxurious outdoor kitchen designed specifically for the modern homeowner who enjoys entertaining and cooking al fresco. As you explore this exceptional residence, you’ll be captivated by the thoughtful upgrades seamlessly woven throughout. Feel secure behind hurricane impact windows and doors, while you relax and take in the high quality, luxury interior details such as elegant wood plank porcelain tile flooring that graces the downstairs, the stately 8-foot doors complemented by sophisticated baseboards and crown molding, and the stunning Restoration Hardware crystal chandeliers that add a refined touch of glamour to your living spaces. The expansive, open-concept kitchen is a true haven for any chef. It features upgraded white modern cabinets with soft-close drawers and doors and pull-outs, and striking granite countertops with matching backsplashes that enhance the elegance of the space. You will truly appreciate the well-thought-out split floor plan, ensuring your private primary suite is tucked away at the back, providing a peaceful retreat, while the additional bedrooms at the front are conveniently accessible. Plus, a spacious office/den elevates the functionality of your living area. Your lavish primary suite is designed for relaxation, showcasing two generous walk-in closets and a luxurious, oversized walk-in shower. Dual sinks and a handy separate linen closet add to the convenience. Guests will enjoy the thoughtfully designed second bedroom, which comes complete with its own en-suite bath featuring a walk-in shower, ensuring everyone’s privacy. Enjoy your hobbies in the incredible 600-square-foot upstairs multipurpose bonus room featuring its own private full bath, or if needed, use it as an additional bedroom. Step outside to discover a vast covered lanai, perfect for relaxation, along with a caged extended patio with panorama view screen. The outdoor kitchen is a culinary delight, complete with a spacious grill, sink, two beverage refrigerators, warming drawer, and an impressive stainless steel vent hood. Welcome to the vibrant Toscana Isles community, where an active lifestyle awaits! You can indulge in kayaking, canoeing, and fishing on over 200 acres of interconnected lakes, all just a stone’s throw from your home. The fabulous 8,000-square-foot clubhouse invites you to explore an array of amenities including a state-of-the-art fitness center, a grand ballroom perfect for gatherings, and a billiards room for enjoyable game nights. Beautiful Nokomis Beach is just six miles away, a quick 10-minute drive! You’ll also find easy access to the Legacy Bike Trail and the vibrant downtown areas of Venice and Sarasota, brimming with culture, shopping, and gourmet dining options. Plus, the nearby new Sarasota Memorial Hospital Venice Campus ensures added peace of mind and accessibility. Dive into this wonderful lifestyle today, you truly deserve it!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Ronald "Ron" Suponcic, Coldwell Banker Realty
$900,000 (USD)
Pending

Sarasota Area Single Family Home

Pending

5649 Long Shore Loop Sarasota, FL 34238

3 Bed
3 Baths
2622 sqft
MLS# A4683665
Virtual Tour
WITH A NEWLY REDUCED PRICE, THIS BETTER-THAN-NEW 3 BEDROOM, 3 BATH HOME DELIVERS EXCEPTIONAL VALUE IN SUNRISE PRESERVE ON PALMER RANCH. Built in 2020 and refreshed again in 2025, it offers the benefits of recent construction plus thoughtful upgrades throughout. Fresh paint, designer wallpaper, crown molding in every room, and custom board-and-batten accents create a refined, move-in ready interior. Major improvements, including impact windows, whole-house water filtration, a whole house generator and professional landscape lighting, add beauty, security, and long-term peace of mind. The kitchen features Cambria quartz countertops, white cabinetry with Shelf Genie pullouts, stainless steel appliances, a gas cooktop, and a welcoming breakfast bar that flows seamlessly into the open family and dining areas. The spacious primary suite includes a large bathroom, custom walk-in closet, and direct access to the laundry room. Outdoor living shines with retractable storm-rated screens, no-see-um screening, and a private setting next to a preserved lot with a beautiful oak tree. Lawn care, landscaping, and irrigation are included in the HOA. Sunrise Preserve offers exceptional resort-style amenities; a heated pool, clubhouse, fitness center, bocce, pickleball and tennis courts, plus scenic walking paths…all in the heart of Palmer Ranch, close to I-75, shopping, dining, and Sarasota’s world-class beaches. With its new lower price and extensive upgrades, this home is an outstanding opportunity!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Steve Abbe, Coldwell Banker Realty
$899,000 (USD)
Active

Sarasota Area Condominium

Active

1350 Siesta Bayside Drive 1350B Sarasota, FL 34242

3 Bed
2 Baths
1495 sqft
MLS# A4708214
Virtual Tour
Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities.

Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage.

French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach.

The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests.

This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal.
Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in nearby Building 1328 on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multigenerational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year.

Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away.

Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddleboarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away.

Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Roger Pettingell, Coldwell Banker Realty
$899,000 (USD)
Active

Longboat Key Area Condominium

Active

5757 Gulf Of Mexico Drive 110 Longboat Key, FL 34228

2 Bed
2 Baths
1561 sqft
MLS# A4710879
Virtual Tour
Absolutely breathtaking! Completely remodeled in 2024 and offered furnished, this Gulf-front, ground-floor walkout residence at The Shore offers beautiful garden and Gulf views with the beach just steps from your covered lanai. With 2 bedrooms, 2 baths and approximately 1,561 square feet, this is a spacious and inviting place to call home on Longboat Key. The expansive kitchen is a true centerpiece, featuring gorgeous countertops, custom cabinetry, high-end appliances and an oversized island with plenty of room for cooking, gathering and entertaining. The dining and living areas open onto the oversized covered lanai, where you can enjoy the view and walk right out to the landscaped grounds, beachfront pool and white sand beyond. An open floor plan with split bedrooms gives you and your guests room to spread out. The generous primary suite features Gulf views and direct access to the lanai. Its beautifully remodeled bath is a showstopper, with dual vanities and a custom glass-enclosed walk-in shower featuring distinctive blue-and-gold tilework. The guest bedroom has an adjoining remodeled bath with a sleek vanity and beautiful warm wood toned tilework. An in-residence laundry room adds convenience. The 2024 renovation went well beyond cosmetic updates. Taken down to the studs and rebuilt, the residence received new flooring, trim, drywall, electrical, lighting, plumbing, kitchen, bathrooms and mechanical systems. Offered furnished, it’s ready for you to settle in and enjoy. The Shore is a Gulf-front community of just 53 residences, with a heated beachfront pool, hot tub, sauna, fitness center and a social room with a kitchen. Assigned covered parking and a private storage room measuring approximately 5.5 by 10.5 feet provide practical space for your car and beach gear. On Longboat Key’s desirable north end, you’re close to Harry’s Continental Kitchens, deli and corner store, along with the bayside trails of Joan M. Durante Park. Anna Maria Island, Lido Key and downtown Sarasota offer even more to explore. Beautifully remodeled, furnished and just steps from the sand—this is a must-see at The Shore. Pack your bags and make Longboat Key your home!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Bruce Myer, Coldwell Banker Realty
$885,000 (USD)
Pending

Myakka City Area Single Family Home

Pending

37550 Clay Gully Road Myakka City, FL 34251

3 Bed
3 Baths
2344 sqft
MLS# A4710550
Under contract-accepting backup offers. Offered to the market for the very first time, this beloved 10-acre homestead presents a rare opportunity to experience authentic Old Florida living in the heart of Old Myakka. Nestled off Clay Gully Road, this cherished property has been enjoyed for generations and offers an exceptional combination of privacy, natural beauty, and endless possibilities.

One of the property’s most remarkable features is its shared boundary with Blackbeard Ranch, a sprawling 4,500-acre working cattle ranch, approximately 1,500 acres of which are protected by a permanent conservation easement, helping preserve the agricultural heritage and pristine rural character of the surrounding landscape.

Located just minutes from TerraNova Equestrian Center, a world-class equestrian training and competition facility, this property is ideally suited for a private equestrian retreat. With no HOA or deed restrictions, there is tremendous flexibility to create custom barns, workshops, additional outbuildings, or secondary residences, subject to county requirements.

An asphalt driveway welcomes you onto the fully fenced property, where magnificent mature oak trees frame expansive open pastures. The charming three-bedroom, two-and-a-half-bath block construction home features a newer roof (2021), freshly painted exterior, new impact-rated front door, and impact windows installed in 2020. The HVAC system was replaced only 5 years ago.

Inside, the home showcases timeless Florida ranch-style character with rich wood-paneled ceilings in the main living room, exposed beams, and a stately stone fireplace anchoring the open-concept living room. A large picture window overlooks the peaceful pastures, while the elevated formal dining area and inviting kitchen with counter seating provide wonderful spaces for gathering and entertaining. An adjoining bonus space off of the kitchen offers potential for a future kitchen expansion.

A spacious 20’ x 16’ bonus room provides exceptional versatility as a media room, home office, gym, playroom, or potential second primary suite. The two guest bedrooms share an oversized full bathroom, while the generous primary suite features a walk-in closet and private en-suite bathroom. A Cummins diesel generator provides an additional level of comfort and preparedness during power outages.

A separate outbuilding currently configured with one bedroom, one bathroom, a living area, and full kitchen, offers tremendous versatility. Complete with its own septic system, water heater, and newer HVAC, this additional space provides flexibility for a variety of uses. An attached pole barn on a concrete slab provides covered storage for horse trailers, RVs, boats, and farm equipment.

The beautiful acreage features open grazing pastures and majestic oak trees along the perimeter, creating an idyllic setting for horses, livestock, or simply enjoying the peaceful countryside.

While offering the tranquility of rural living, the property remains conveniently located near the shopping, dining, and amenities of Lakewood Ranch and Sarasota, as well as world-class equestrian facilities, championship golf, and the white-sand beaches of Siesta Key and Lido Key.

A truly special opportunity to own a legacy property where the beauty of Old Florida, equestrian possibilities, and the freedom of country living come together.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Heather Gehan, Coldwell Banker Realty
$850,000 (USD)
Active

Sarasota Area Condominium

Active

6518 Midnight Pass Road 209 Sarasota, FL 34242

2 Bed
2 Baths
1215 sqft
MLS# A4673460
Virtual Tour
Experience true beachfront living on world-famous Siesta Key. This turnkey-furnished 2-bedroom, 2-bath residence offers an exceptional opportunity to own along Siesta Key’s shoreline, combining Gulf views with impressive short-term rental income potential. Located just steps from the island’s iconic powder-white sand, this inviting condominium is designed for comfort, convenience, and effortless coastal living.

Inside, an open and airy layout welcomes you with abundant natural light and luxury vinyl flooring throughout the main living areas. The living room flows seamlessly to large sliders that open to a wonderful 14x7 private patio, the perfect place to relax and take in the stunning views of the Gulf of Mexico.
Kitchen features wooden cabinets providing lots of ample storage, a breakfast bar for additional seating, and a functional layout ideal for everyday cooking or hosting guests. The primary suite includes ceramic tile flooring, a private en-suite bath, and ample closet space. Both bathrooms have been updated with new vanities and granite countertops—the primary bathroom offering a standalone shower, while the guest bathroom features a convenient tub/shower combination. Every window and sliders have recently been replaced by association in the last few years

This community is one of the few on Siesta Key allowing weekly rentals, paired with a professional on-site rental management team, creating strong income potential while still giving you the freedom to enjoy your own beach retreat.

Resort-style amenities elevate the beachfront experience. Enjoy a beach-facing pool and tennis courts, fitness center, rooftop lounge with panoramic Gulf views, and outdoor grilling/bar areas with firepits—everything you need for relaxed days and evenings by the water. Direct beach access places you just steps from the shoreline.

Ideally located near Siesta Key Village’s vibrant shops, dining, and entertainment, this residence offers the perfect combination of coastal living, convenience, and investment appeal—an outstanding opportunity to enjoy and share the Siesta Key lifestyle.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: David Leventhal, Coldwell Banker Realty
$849,000 (USD)
Active

Sarasota Area Single Family Home

Active

2465 Foster Lane Sarasota, FL 34239

3 Bed
3 Baths
2564 sqft
MLS# A4697288
Virtual Tour
A beautifully reimagined South Gate residence, this 3 bedroom, 3 bathroom home blends modern sophistication with timeless Sarasota charm. Set on an elevated 14,005 sq ft corner lot, the property offers exceptional privacy, mature landscaping, and an abundance of fruit-bearing trees, all supported by an irrigation system. Inside, the split floor plan provides effortless livability, complemented by a dedicated private office and an additional bonus room ideal for flexible lifestyle needs. Two of the bedrooms are ensuite, creating comfortable retreats for family or guests. The heart of the home is the gourmet kitchen, featuring 42 cabinetry, quartz countertops, stainless steel appliances, and a large picture window that fills the space with natural light. The adjoining dining area offers generous room for gatherings, while the family room with its sleek electric fireplace creates a warm, inviting atmosphere. Thoughtful upgrades continue throughout: a totally renovated interior, and an oversized two-car garage with epoxy flooring. Outside, a paver circular drive and a charming covered front porch with new Trex decking elevate curb appeal. With its expansive lot, there is ample room to add a pool and create a true Sarasota oasis. Located in the coveted South Gate community, this home offers unmatched convenience just minutes to fine dining, boutique shopping, world renowned beaches, and vibrant downtown Sarasota.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Courtney Church, Coldwell Banker Realty
$849,000 (USD)
Active

Sarasota Area Single Family Home

Active

2546 Loma Linda Street Sarasota, FL 34239

3 Bed
3 Baths
1779 sqft
MLS# A4707307
Virtual Tour
Classic Sarasota character meets a fresh, modern lifestyle at 2546 Loma Linda Street, where an original Amish-built Craftsman has been thoughtfully reimagined and expanded with a new two-story guest house and private swimming pool. Rich in architectural charm yet completely updated for today, this turnkey furnished, inviting property offers exceptional flexibility for everyday living, hosting family and friends, working from home, or creating a private retreat—all in a convenient in-town Sarasota location.
Inside the main residence, original character is complemented by an extensive transformation that feels bright, cohesive, and move-in ready. Luxury vinyl plank floors extend throughout, while newly finished walls and closets, contemporary interior doors and moldings, fresh paint, updated bathrooms, and abundant PVC windows bring a clean, modern sensibility to the home. Original Craftsman details remain part of its personality, including built-ins, graceful arched openings, a fireplace, and a light-filled sunroom.
The open design creates long sightlines through the main living spaces, giving the home a surprisingly spacious feel. The living room centers around the fireplace and flows naturally into a beautifully redesigned kitchen finished with quartz countertops, crisp shaker-style cabinetry, all-white appliances, a herringbone tile backsplash, breakfast bar, pantry storage, and generous workspace. Beyond, the charming dining room is surrounded by windows, creating a sunlit setting for morning coffee, casual meals, and entertaining.
The primary bedroom now enjoys the privacy of a newly created en-suite bath, while the second bedroom also has convenient access to its own bathroom. Together, the two-bedroom layout provides comfortable separation and privacy while retaining the intimate scale and character that make the home so appealing.
The transformation continues outdoors. Completed in 2025, the detached two-story guest house significantly expands the possibilities of the property. The first level offers its own living area and galley kitchenette, while upstairs, a bedroom suite with a brand-new bath and loft-style flex space creates a private environment for guests, extended stays, a home office, studio, or additional recreational space. Its handsome barn-inspired architecture and natural wood doors bring another layer of character to the property.
Also completed in 2025, the private swimming pool creates a relaxed backyard retreat framed by tropical landscaping. A shallow sun shelf invites afternoons in the water, while adjacent outdoor seating and dining areas provide space to unwind or entertain. The main residence and guest house come together around this private outdoor setting, giving the property the feel of a secluded Sarasota compound.
Additional improvements include new A/C systems, PVC windows, water heater, landscaping, and exterior doors in 2023. The roof on both the main and guest residences were replaced in 2024.
Beyond the property, the location puts some of Sarasota's best experiences within easy reach. Enjoy convenient access to Downtown Sarasota, neighborhood parks and recreation, shopping and dining, Sarasota’s bayfront, Marie Selby Botanical Gardens, Marina Jack, and the arts and cultural venues of the city center. Southside Village and Sarasota Memorial Hospital are also nearby, while the white sands of Siesta Key Beach, Lido Key and St. Armands Circle are just a short drive away.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Roger Pettingell, Coldwell Banker Realty
$842,000 (USD)
Pending

Sarasota Area Single Family Home

Pending

6914 Treymore Court Sarasota, FL 34243

3 Bed
3 Baths
2495 sqft
MLS# A4709572
Virtual Tour
Under contract-accepting backup offers. Rarely available in Treymore, one of Palm Aire's most desirable gated neighborhoods, this beautifully maintained Arthur Rutenberg home features a BRAND NEW BARREL TILE ROOF, fresh interior and exterior paint, updated LED lighting throughout, Sonos Surround Sound with whole home speakers, three bedrooms, three bathrooms, a private office, an exceptional covered outdoor living and dining area, plus an unusually spacious three-car garage. High ceilings, abundant natural light, and an open floor plan with floor to ceiling walls of glass create an immediate sense of space, connecting the living and dining areas with a generous family room and kitchen featuring cherry wood cabinetry, stainless steel appliances, a gas cooktop, and breakfast nook. A standout feature is the expansive covered lanai, offering an exceptional under cover outdoor living area that feels like an extension of the home. With ample room for dining, seating around the fire pit, an outdoor kitchen, and a sparkling pool and spa with cascading waterfall, it's ideal for entertaining or relaxing. Frameless sliding glass doors seamlessly connect indoors and out, overlooking the peaceful and private preserve. The split-bedroom floor plan provides privacy for family and guests. The primary suite enjoys direct pool access, a custom walk-in closet, and spacious en-suite bathroom with separate soaking tub and shower stall. A large private office with tranquil nature views could easily serve as a fourth bedroom. Additional highlights include a newer HVAC system, tankless water heater, and oversized three-car garage with epoxy flooring, extensive built-in cabinetry, an electric vehicle charger provides room for three cars or two vehicles and a golf cart. Treymore is a golf cart-friendly community with low HOA fees and optional golf and social memberships at Palm Aire Country Club. Conveniently located near UTC shopping and dining, Sarasota Bradenton International Airport, and downtown Sarasota.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Yvette Sellyn, Coldwell Banker Realty