Longboat Key Listings

Some or all of the listings below are provided by the Longboat Key office.
$679,000 (USD)
Active

Sarasota Area Townhome

Active

5589 Cannes Circle 4-102 Sarasota, FL 34231

4 Bed
3 Baths
1745 sqft
MLS# A4689088
Virtual Tour
Welcome to 5589 Cannes Circle—an exceptional waterfront townhome in the gated community of Phillippi Landings, where refined design meets effortless Florida living. Perfectly positioned along Phillippi Creek, this residence offers breathtaking water views and a rare sense of privacy, all just minutes from The Landings Shopping Center, Siesta Key, and downtown Sarasota.

This impeccably maintained three-story home features 4 bedrooms, 3 full baths, and a bright, open-concept layout designed for both everyday comfort and entertaining. Soaring ceilings, abundant natural light, and thoughtfully selected finishes create a clean, contemporary aesthetic throughout. The designer kitchen is equipped with solid surface countertops, stainless steel appliances, 42” cabinetry and perfectly appointed island that flows seamlessly into the main living space.

Multiple outdoor living areas—including two private lanais—invite you to enjoy the peaceful creek views and lush tropical surroundings. A private elevator provides access to all levels, while the oversized garage offers generous storage for boats, kayaks, beach gear and more.

Built with quality and efficiency in mind, the home includes impact-rated windows, energy-efficient systems, LED lighting, and durable finishes such as beautifully maintained engineered wood flooring throughout. Additional upgrades include Moen fixtures, Kohler plumbing features, and professionally designed landscaping within the community.

Offered in immaculate, move-in ready condition, this residence is available to purchase furnished for a turnkey experience or unfurnished to suit your personal style—making it an ideal full-time home, seasonal retreat, or turnkey investment opportunity. Furnishings offered separately.

Residents of Phillippi Landings enjoy a resort-style lifestyle with amenities including a heated pool, fitness center, dog park, clubhouse, kayak launch, and a scenic boardwalk along the water. The adjacent Phillippi Harbor Club marina offers convenient access for boating enthusiasts.

This is a rare opportunity to own a waterfront-facing home in one of Sarasota’s most desirable communities. Call today for a private showing!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Evan Danzig, Coldwell Banker Realty
$678,000 (USD)
Active

Palmetto Area Single Family Home

Active

4411 Dolphin Lane Palmetto, FL 34221

3 Bed
3 Baths
1876 sqft
MLS# A4650694
Virtual Tour
Charming 3-Bedroom Waterfront Cottage with Pool on Snead Island
Welcome to island living at its finest on Snead Island—a peaceful, hidden gem in Palmetto! This quaint 3-bedroom, 3-bath cottage pool home blends coastal charm with modern convenience, nestled along 100 feet of serene canal frontage with direct access to the Tampa Bay, The Gulf of Mexico, Manatee River and Terra Ceia Bay.
The home sits on a generously sized lot that extends 134 feet toward the street, offering privacy and space to enjoy the outdoors. Inside, you'll find a well-appointed kitchen with abundant cabinetry and a cozy eat-in nook, perfect for casual meals or morning beverage.
The bright and airy layout includes a spacious Florida room, fully enclosed and climate-controlled with a dedicated A/C unit—an ideal spot for entertaining, hobbies, or simply relaxing. Step out to the screened-in pool area overlooking the canal, where the resurfaced pool,
new pump, and new screening for pool area to help create your very own tropical retreat.
Other major updates include: New roof with fascia wrap, All-new gutters and downspouts, New HVAC system, new septic tank and lift stations and drain field, New electrical panel, New hot water heater, new well pump for the irrigation system,
A rare bonus is the oversized 2-car garage, offering ample storage for vehicles, water toys, or a workshop setup.
Located on quiet and sought-after Snead Island, this home is part of a welcoming community of just 300 residences. There’s no mandatory HOA—just a voluntary $20/year if you'd like to join. With no traffic lights, only a few stop signs, and minimal commercial presence, the island offers a truly tranquil lifestyle. Just minutes from Emerson Point Preserve, you'll enjoy nature trails, kayaking, wildlife watching, a community beach, and a scenic observation tower. Perfect for viewing the Sunsets all year round. The community is known for its laid-back vibe, where neighbors wave from golf carts, walk their dogs, and gather for the magical December tradition of lighting sand-filled candle lanterns along the streets.

Vacant Lot Next to home 4417 Dolphin Lane is also for sale, same Seller, Motivated to sell both as a package opportunity

Location Highlights: Minutes to downtown Palmetto and Bradenton ,25 minutes to St. Petersburg, 30 to Sarasota, 45 to Tampa,
Quick access to I-75 and I-275 for easy travel
Whether you're seeking a peaceful retreat or a forever home with modern upgrades and island charm, this Snead Island cottage is the perfect place to call home.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: David Leventhal, Coldwell Banker Realty
$675,000 (USD)
Active

Longboat Key Area Condominium

Active

225 Sands Point Road 7205 Longboat Key, FL 34228

1 Bed
1 Baths
642 sqft
MLS# A4676041
Virtual Tour
This beautifully remodeled Junior Suite captures serene lagoon views while offering excellent income potential through the established hotel rental program. Hurricane-impact sliders frame the space and open to a private terrace with glass railing, allowing uninterrupted views across the tropical lagoon setting. Sold fully furnished, this residence is truly turnkey, blending personal enjoyment with resort-style investment appeal. Inside, soaring 10’ ceilings enhance the sense of space and comfort, complemented by faux wood tile floors, crown molding and warm wood accents with shiplap detailing that add texture and character. A quaint dining area features a rich wood accent wall, creating a cozy yet refined atmosphere. The kitchen is thoughtfully appointed with stone countertops, white cabinetry with glass panel accents, stainless steel appliances and a striking tile backsplash that adds visual interest without overpowering the space. The spa-inspired bath continues the elevated feel, finished with shiplap walls, dual vanities and a walk-in glass shower adorned with gorgeous tilework. Every detail has been considered to create a polished, welcoming retreat for guests and owners alike. As part of the hotel program, ownership includes access to the exclusive 410-acre Longboat Key Club. Enjoy 5 distinctive restaurants, 45 holes of championship golf, the renowned Tennis Gardens, spa and fitness facilities, a private white-sand beach with attentive service, and a full-service marina, all proudly recognized with the AAA Four-Diamond Award.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Bruce Myer, Coldwell Banker Realty
$675,000 (USD)
Active

Longboat Key Area Condominium

Active

225 Sands Point Road 6201 Longboat Key, FL 34228

1 Bed
1 Baths
642 sqft
MLS# A4676042
Virtual Tour
Tropical elegance awaits in this thoughtfully updated Junior Suite, which pairs tranquil lagoon views with strong rental potential through the established hotel program. Impact-rated sliding glass doors lead to a private, open terrace with a glass railing, allowing the lush, tropical setting to remain the focal point while inviting the outdoors in. Inside, the residence feels airy and welcoming thanks to 10’ ceilings and a carefully curated blend of textures and finishes. Faux wood tile floors run throughout, complemented by crown molding and warm wall accents with shiplap detailing that add depth and character without overwhelming the space. The dining nook is intimate and inviting, enhanced by a rich wood feature wall that creates a relaxed, comfortable atmosphere for casual meals or evening unwinding. The kitchen is both stylish and efficient, featuring stone countertops, crisp white cabinetry with glass-panel details, stainless steel appliances and a patterned tile backsplash that brings subtle visual interest. The bathroom continues the elevated feel with a spa-inspired design, offering dual vanities, a walk-in glass shower with detailed tilework and natural textures that create a calming retreat after a day in the sun. Offered fully furnished and seamlessly integrated into the hotel rental program, this residence allows owners to enjoy flexibility while benefiting from resort-level operations. Ownership includes access to the exclusive 410-acre Longboat Key Club, with five acclaimed dining venues, 45 holes of championship golf, the award-winning Tennis Gardens, spa and fitness facilities, a private white-sand beach with attendant service, and a full-service marina. Recent property-wide updates to guest rooms, pool areas, dining spaces, and services further enhance the experience at this AAA Four-Diamond destination.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Bruce Myer, Coldwell Banker Realty
$663,000 (USD)
Pending

Sarasota Area Single Family Home

Pending

4442 Hollybrook Way Sarasota, FL 34233

4 Bed
2 Baths
2310 sqft
MLS# A4694025
Virtual Tour
Beautifully updated and move-in ready 4-bedroom, 2-bath home in the highly desirable community of Greenfield, centrally located within top-rated school districts including Ashton Elementary School, Sarasota Middle School, and Sarasota High School. Greenfield offers low HOA fees and a peaceful setting with plenty of convenient shopping and dining amenities nearby and within short proximity to the white sand beaches of Sarasota. This meticulously maintained home is tucked along a quiet section of the neighborhood on an oversized quarter-acre lot.
From the moment you arrive, you’ll appreciate the freshly painted exterior accented by timeless brick details and inviting curb appeal. Inside, the easy-living split floor plan offers 2,310 square feet under air with generous living spaces designed for both comfort and entertaining.
This home is loaded with quality upgrades and recent improvements, including impact windows and sliders throughout (2025), luxury vinyl plank flooring, newer HVAC (2022), a fully updated kitchen (2022), recessed LED lighting, new ceiling fans (2026), and an impact-rated garage door (2020). The stunning gourmet kitchen features quartz countertops, stylish white shaker soft-close all-wood cabinetry with rollout drawers, stainless steel appliances, a large single-basin stainless sink, pantry storage, and both countertop seating and a dining area overlooking the pool. Just off the kitchen, the cozy living room centers around a charming wood-burning brick fireplace, creating the perfect gathering space for family and friends. The three guest bedrooms share a bathroom with convenient pool access, while the spacious primary suite offers privacy and comfort. Step outside to the generously sized screened lanai, an ideal outdoor retreat with ample shaded space for dining, relaxing, and grilling. The sparkling pool was resurfaced with a pebble finish in 2022 and features a newer Pentair pool pump, plus an outdoor shower for added convenience.The beautifully landscaped backyard is truly special, showcasing native Florida plants and flowering gardens designed for low-maintenance living. Enjoy Sunshine Mimosa ground cover, Mulberry trees, Elderberry, and a magnificent mature oak tree that provides natural shade and character. Additional exterior features include full irrigation and a new side fence installed in 2026.
Every detail of this home reflects thoughtful design, exceptional upkeep, and high-quality craftsmanship, creating a stylish and worry-free property ready to be enjoyed for years to come.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Heather Gehan, Coldwell Banker Realty
$659,000 (USD)
Pending

Redington Shores Area Condominium

Pending

18304 Gulf Boulevard 105 Redington Shores, FL 33708

2 Bed
2 Baths
1025 sqft
MLS# A4687771
Virtual Tour
Experience the best of Gulf-front living in this beautifully maintained second-floor residence at Shore Mariner-- a premier 55+ beachfront community in Redington Shores. Perfectly positioned to capture sweeping, unobstructed views of the turquoise Gulf waters and cool quartz sandy beaches, this fully furnished home offers the coastal lifestyle buyers are seeking. Wake up to breathtaking views and unwind to the sound of the waves and gorgeous sunsets from your private screened balcony overlooking the Gulf! Inside, the spacious floor plan is thoughtfully designed for both comfort and privacy, featuring oversized bedrooms; perfect for entertaining guests or hosting visitors! The upgraded kitchen shines with custom cabinetry, light quartz countertops, deep sink, and matching LG appliances— seamlessly opening to the living space with views of the water from the kitchen. All new vinyl flooring throughout the residence provides a fresh, modern, and cohesive feel. BONUS features include: a whole-home water filtration system, WASHER and DRYER in unit, and $17,000 in new hurricane impact-rated sliding glass doors. Residents enjoy an active, resort-style lifestyle with amenities including a massive heated Gulf-front pool and spa, fitness center, and a vibrant social calendar. This low-maintenance community also offers a deeded carport space, private storage, and a welcoming atmosphere. Whether you’re looking for a full-time residence or a coastal retreat, this waterfront opportunity delivers exceptional views, high-quality upgrades, and outstanding value in one of the area’s most desirable beachfront communities.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Kelli Eggen, Coldwell Banker Realty
$659,000 (USD)
Pending

Sarasota Area Condominium

Pending

5855 Midnight Pass Road 327 Sarasota, FL 34242

2 Bed
2 Baths
1165 sqft
MLS# A4677414
Virtual Tour
Experience the ultimate in coastal living at Harbor Towers Yacht & Racquet Club-- a resort-style waterfront community on Siesta Key. This two-bedroom, two-bathroom west-facing condo offers breathtaking Gulf views and has been thoughtfully upgraded for modern comfort and style. Being sold turnkey furnished. Recently, the community completed a $13 million structural and hurricane upgrade program (2024), ensuring compliance with the latest safety standards for wind and storm protection. Featuring new hurricane-rated windows and doors, a beautifully appointed quartz kitchen with under-cabinet lighting, and updated baths with granite countertops and walk-in showers designed for ease of use. The open-concept living and dining area is bathed in natural light, creating a bright and welcoming space to relax and entertain. Harbor Towers is in a class of its own, offering an exceptional array of resort-style amenities, including: • A large marina with a fishing area and direct Gulf access (no fixed bridges) • Two heated pools for year-round enjoyment • Three Har-Tru tennis courts • Fully equipped fitness center & sauna • Clubhouse with social spaces • Outdoor BBQ and kitchen prep area • Serene waterfront seating areas to watch boats and marine life For boating enthusiasts, rental slips for personal watercraft are available through the association. Looking for an investment opportunity? This unit allows for two-week minimum rentals, with the option to utilize the on-site property management office or manage rentals independently. Whether you’re seeking a luxurious full-time residence, a vacation retreat, or an income-generating property, this vibrant, welcoming community is ready to embrace you. Don’t miss this rare opportunity to own a piece of paradise on Siesta Key!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Kelli Eggen, Coldwell Banker Realty
$650,000 (USD)
Active

Longboat Key Area Condominium

Active

450 Gulf Of Mexico Drive B207 Longboat Key, FL 34228

3 Bed
2 Baths
1474 sqft
MLS# A4667364
Virtual Tour
Where can you find an exquisite 3-bedroom waterfront condo on the coveted South End of Longboat Key under $700,000? Discover the ultimate island lifestyle in this beautifully furnished end unit located in the highly sought-after Bay Harbour community. Boasting a desired southern exposure, lower maintenance fees, and a pet-friendly policy, this condo is the perfect blend of comfort and convenience. Even better, the 2023 special assessment of $23,000 has been paid in full, covering a new roof, total building painting, and internal pipe lining. This immaculate home features a bright, coastal interior with a serene, open layout and spectacular bay and pool views through the multiple windows only an end unit can offer. The living room and third bedroom are elevated by beautiful moldings and updated ceilings, while the newer kitchen is a chef’s dream with all under-cabinet pull-out drawers and a clever corner turn-around for maximum storage. The bathrooms present an excellent opportunity for a new owner to customize and enhance the space with contemporary finishes.
The primary suite is a true retreat, offering breathtaking water views and exceptional closet space with his-and-her built-ins. A unique design feature allows the hallway door to close, transforming the master entry into a private dressing room complete with a full-length mirror. For guests, the hallway is equipped with a pocket door to provide more privacy. The master bedroom also is equipped with a pocket door. Whether you use the expansive third bedroom for visiting family or as a home office, the versatility of the space is unmatched. Step outside and immerse yourself in the beauty of Sarasota Bay, where you'll enjoy direct access to a kayak launch and optional boat slips just steps from your front door.

For boating and nature enthusiasts, Bay Harbour is a true gem. Enjoy direct access to a kayak launch and optional boat slips just steps from your front door. With no bridges to Sarasota Bay and just one to the Gulf, you'll have unrestricted access to deep waters for boats up to 42 feet. The remodeled marina is fully equipped with electrical, freshwater, and a fish cleaning station, while the seawall offers frequent visits from dolphins and playful manatees. This unparalleled location is just minutes from world-renowned St. Armands Circle and downtown Sarasota, and it is walkable to the Longboat Key Club, Dry Dock, and Charthouse. Whether you're seeking a permanent residence or a seasonal retreat, this waterfront oasis offers the perfect combination of location, luxury, and lifestyle.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Mairead Smialek, Coldwell Banker Realty
$650,000 (USD)
Active

Sarasota Area Condominium

Active

4900 Ocean Boulevard 304 Sarasota, FL 34242

2 Bed
2 Baths
1200 sqft
MLS# A4686177
Virtual Tour
AMAZING OPPORTUNITY- JUST REDUCED $50k UNDER RECENT APPRAISAL -- TURNKEY FURNISHED -- WITH YOUR OWN PRIVATE SHELL BEACH! Perched among the treetops in the beloved Sandy Cove community on Siesta Key, this beautifully renovated 2BR/2BA residence offers a rare blend of privacy, charm and authentic island living. With 1,200+/- sq. ft. of thoughtfully designed space and three private balconies, life here feels like a peaceful retreat surrounded by nature, where sunlight filters through the trees and the gentle sounds of the island become part of every day. Inside, the residence has been fully renovated with a relaxed tropical style that feels both fresh and welcoming. The open floor plan centers around a spacious waterfall quartz island that anchors the kitchen and living areas, creating a natural gathering place for entertaining or quiet evenings at home. Large hurricane-impact windows fill the space with natural light, while sliding doors open to the balconies, extending the living space outdoors and welcoming in the Gulf breezes. Morning sunrises fill the residence with soft light, creating an airy atmosphere as the trees rustle just beyond the windows. From the balconies, it is common to see mourning doves, egrets and osprey gliding overhead, with the occasional eagle soaring past. The primary suite features his-and-her closets and private balcony access, while the guest bedroom and bath provide comfortable accommodations for family or visitors. All sliders and windows come with custom room darkening shades. The unit also offers reserved covered parking, assigned storage unit, inside mail room and secured door code entry. The HOA covers sewer, water, pest control, trash, lounge chairs, umbrellas and tables at the pool and beach, and one Gig of fiber optic Internet. The stroll to the waterfront is part of the experience itself. A winding path lined with banyan and palm trees leads to Sandy Cove’s private Gulf-front lawn and beach area. When you turn the corner and the Gulf opens before you, the moment feels almost surreal, like you have just arrived in paradise. Located within Sandy Cove, a distinctive Old Florida community designed by Sarasota School of Architecture master Frank Folsom Smith, residents enjoy private beach access, kayak and paddleboard storage, clubhouse for entertaining, fishing pier and a quaint beach area with chairs and tables to relax, read a book, chat with friends and watch the dolphins play while enjoying magnificent sunsets and panoramic Gulf views that capture the timeless spirit of the island. Ideally positioned on the north end of Siesta Key, Sandy Cove IV sits just a short walk or bike ride from Siesta Key Village, where you can spend the afternoon browsing boutiques, enjoying fresh seafood and vibrant dining, catching live music drifting from open-air patios or simply taking in the laid-back rhythm that makes the Key such a beloved destination befitting its world-famous beach. Here, the feeling is unmistakable. The breeze, the water and the view become your own sanctuary, a place where it quietly feels like vacation is always waiting just outside your door.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Tracey Stetler, Coldwell Banker Realty
$649,900 (USD)
Pending

Nokomis Area Single Family Home

Pending

277 Villoresi Boulevard Nokomis, FL 34275

4 Bed
2 Baths
2023 sqft
MLS# A4683565
Virtual Tour
Under contract-accepting backup offers. This is your chance to purchase an almost new home featuring 4BR or 3BR plus a den, a 3-car garage, and a heated pool and spa, all set on an over a quarter acre spacious corner lot that includes beautiful lake views without the lakefront lot premium. This popular Delray floor plan offers a spacious great room and split bedrooms, with the primary suite located at the back of the home, overlooking the resort-style pool and spa area and the lake beyond. Mature landscaping provides privacy while you enjoy your outdoor oasis. The owners have customized the home with stunning porcelain, marble-look tile throughout the main living areas and wood plank tile in the primary suite. The open kitchen features elegant raised-panel glazed wood cabinets in an off-white finish, coupled with large crown molding, a light valance, a designer backsplash, Level 5 quartz countertops, and upgraded stainless steel appliances. A large island that seats four includes an upgraded farmhouse sink with decorative finishes. The great room has been enhanced with a beautiful built-in wall unit in light gray, featuring decorative shelving and drawers for additional storage. The generous primary suite provides two walk-in closets equipped with custom wood shelving and built-ins, along with an en-suite bath that includes a walk-in shower, dual sinks, and custom mirrors. The guest bedrooms are positioned at the front of the home to offer extra privacy for your guests or family. The owners have selected the finest finishes, including Level 5 cabinets throughout, quartz and granite countertops, and have further customized the home with extensive crown molding, chair rails, and built-ins. Enjoy al fresco dining by your beautiful pool and spa, complete with a spectacular lake view. Living in Toscana Isles means embracing an active and vibrant lifestyle! This gated, resort-style, maintenance-free community invites you to explore kayaking, canoeing, and fishing on over 200 acres of interconnected lakes right in your backyard. The impressive 8,000-square-foot clubhouse serves as the heart of the community, featuring a state-of-the-art fitness center, a ballroom for social gatherings, and a billiard room equipped with a big-screen TV. Plus, you’re just six miles from the stunning Nokomis Beach, a quick 10-minute drive away, and conveniently close to the Legacy Bike Trail. The lively downtown areas of Venice and Sarasota are nearby, brimming with cultural experiences, delightful shopping, and exquisite dining options. With Sarasota Memorial Hospital’s new Venice campus just around the corner, you’ll enjoy the perfect mix of convenience and care. Don’t let this incredible opportunity slip away! Call us today to schedule your private showing and take the first step toward making this dream home your reality.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Ronald "Ron" Suponcic, Coldwell Banker Realty