Longboat Key Listings

Some or all of the listings below are provided by the Longboat Key office.
$849,000
Pending

Bradenton Area Single Family Home

Pending

3708 Plumosa Terrace Bradenton, FL 34210

2 Bed
2 Baths
2054 sqft
MLS# A4645164
Virtual Tour
Under contract-accepting backup offers. PRICE IMPROVEMENT ON Million Dollar Views! Welcome to your waterfront retreat in San Remo Shores, a lovely neighborhood in Bradenton! This Deep Water, Saltwater canal-front home sits near the end of a quiet cul-de-sac, offering quick and easy access to the azure waters of Sarasota Bay and the Gulf of Mexico— with no fixed bridges- a true paradise for boaters and water enthusiasts. Inside, this well-maintained home features terrazzo floors in the main living areas, a 2024 roof, and 2025 impact multi-slide patio doors, providing both storm protection and a seamless indoor-outdoor flow. Air Conditioner from 2019. The spacious living room and formal dining room offer plenty of room for relaxation and entertaining. The kitchen is equipped with a 2025 built-in oven, newer dishwasher, and a cozy eat-in area. Additional conveniences include a separate laundry room and a spacious garage for extra storage. The home boasts a bright and airy Florida room with 2025 luxury vinyl flooring, and a Built In Murphy Bed, offering a comfortable indoor space to enjoy the Bay and Canal views. Outside, a newly refurbished screened outdoor area with 2025 Flat Roof leads to the large in-ground pool, making it perfect for year-round relaxation and entertaining. The dock features 2025 wood treads, adding both safety and style for easy waterfront access. The 2025 installed pavers along the canal wall enhance both the beauty and functionality of this prime waterfront property. Voluntary HOA means you can AirBNB, making this home a Great Investment Opportunity! While the Florida room did experience minor water intrusion from Hurricane Helene, it has been fully remediated, and no home or flood insurance claims were filed. Don't miss this opportunity to own a piece of paradise in San Remo, where boating, beaches, and swimming await you. Just minutes from Sarasota Bay and the Gulf of Mexico, and Minutes by Car or Bike to the Beautiful Sandy Beaches of Anna Maria Island! —schedule your showing today!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Pamela "Pam" Bailey
$840,000
Pending

Longboat Key Area Condominium

Pending

3080 Grand Bay Boulevard 521 Longboat Key, FL 34228

2 Bed
2 Baths
1380 sqft
MLS# A4635611
Virtual Tour
This Aruba residence in Building 5 at Grand Bay captures the essence of coastal living with sweeping direct views of Sarasota Bay, the Harbourside golf course, and the downtown skyline. Offered furnished, this sunlit retreat features tile flooring throughout and an inviting open layout. Floor-to-ceiling glass doors frame the picturesque scenery, connecting the indoor and outdoor living spaces. A wraparound terrace, accessible from nearly every room, extends the living space and provides a tranquil setting to enjoy Grand Bay’s natural beauty. The kitchen is bright and functional, with white cabinetry and offers ample storage. A charming dining nook is positioned to take full advantage of bay views. The great room, a spacious gathering area, is ideal for entertaining or quiet relaxation, with direct access to the expansive terrace where fresh breezes and captivating vistas await. A split-bedroom floor plan ensures privacy, with the primary retreat thoughtfully positioned on one side of the residence. This serene haven features direct access to the terrace, generous walk-in closet, and an en-suite bath with a soaking tub and separate walk-in shower. The guest suite, located on the opposite end, also enjoys private terrace access, creating a comfortable and inviting space for overnight visitors. Living at Grand Bay means experiencing the finest in resort-style amenities. The community is set within the gates of Bay Isles, offering residents exclusive access to a host of luxury conveniences. The clubhouse is a social hub with a game room, library, and catering kitchen, while the fully equipped fitness center includes a sauna and steam room. Tennis enthusiasts will appreciate the Har-Tru courts, while the heated swimming pool and spa provide a perfect place to unwind. Two included secure, under-building parking spaces add convenience. A premier location places you within moments of Longboat Key Club's Harbourside golf course and marina, where boating and championship golfing opportunities abound. St. Armands Circle, just a short drive away, offers fine dining, boutique shopping, and a charming atmosphere. Downtown Sarasota, with its vibrant arts scene, theaters, galleries, and gourmet restaurants, is also easily accessible. Grand Bay residents also enjoy deeded access to the private Bay Isles Beach Club, where sugar-white sands and the Gulf of Mexico create an idyllic coastal escape.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$825,000
Active

Sarasota Area Single Family Home

Active

4452 McIntosh Lake Avenue Sarasota, FL 34233

3 Bed
3 Baths
2678 sqft
MLS# A4635912
Virtual Tour
Welcome to your dream home in the sought-after McIntosh Lake community! This beautifully crafted Lee Wetherington-built pool home offers 3 bedrooms, a den, 2.5 bathrooms, and a spacious 2-car garage, all spread across 2,678 sq. ft. of luxurious living space. Situated on a serene lakefront lot with water views on two sides, this property combines elegance, functionality, and an unbeatable location. Step inside and be greeted by soaring ceilings, crown molding, and custom architectural details that exude timeless charm. The thoughtfully designed split-bedroom floor plan ensures privacy while providing ample space to entertain. The heart of the home, the chef's kitchen, boasts a center island, breakfast bar, and a cozy breakfast nook with breathtaking views of the pool and lake. Adjacent, the inviting family room features vaulted ceilings and pocket sliders that seamlessly connect indoor and outdoor living spaces. The primary suite is a true retreat, complete with a tray ceiling, large windows, and private access to the lanai. The en-suite bathroom offers dual sinks, a soaking tub, and a walk-in shower. Two additional bedrooms share a well-appointed bathroom, while the half bath conveniently doubles as a pool bath. Outside, the oversized screened lanai and lagoon-style pool create a private oasis, surrounded by lush tropical landscaping. The expansive lot features a long driveway for extra parking and plenty of space for outdoor gatherings. Located in an A-rated school district and close to the Legacy Trail, Siesta Key Beach, downtown Sarasota, and premier shopping and dining, this home offers the perfect balance of luxury and convenience. With low HOA fees and no CDD fees, you’ll enjoy significant savings compared to neighboring communities. Don’t miss the opportunity to own this exceptional property in McIntosh Lake. Schedule your private showing today!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Ryan Skrzypkowski
$819,000
Pending

Longboat Key Area Condominium

Pending

3080 Grand Bay Boulevard 533 Longboat Key, FL 34228

2 Bed
2 Baths
1413 sqft
MLS# A4648467
Virtual Tour
Experience the height of waterfront living at this Capri residence in Building 5 at Grand Bay. Ideally positioned on the third floor to capture sweeping views of Sarasota Bay, the Harbourside golf course, and downtown Sarasota. This sunlit sanctuary offers an open, thoughtfully designed layout with over 1,400 square feet of interior space and two private terraces—one east-facing and one west-facing—and the convenience of two secure parking spaces and separate storage space. Inside, the residence is finished with sleek tile flooring throughout and framed by walls of floor-to-ceiling glass that invite natural light and showcase stunning vistas from nearly every room. The expansive great room flows seamlessly onto the east terrace, offering a comfortable space for both entertaining and relaxed everyday living. The kitchen, positioned to maximize views, features crisp white cabinetry, granite countertops, and plenty of storage designed for functionality without compromising style. Its proximity to both the dining and living areas ensures a connected living experience. A desirable split-bedroom layout enhances privacy, placing the primary suite on one side of the residence. This tranquil retreat includes private access to the east terrace, a generous walk-in closet, additional built-in closet, and en-suite bath complete with soaking tub and walk-in shower. The guest suite, located on the opposite end, also enjoys private terrace access, creating an inviting and restful space for overnight visitors. Grand Bay is renowned for its resort-style amenities within the exclusive, gated Bay Isles community. Residents enjoy a vibrant clubhouse with social lounge, game room, catering kitchen, and a serene library. The fitness center includes state-of-the-art equipment, steam room, and sauna. Outdoor recreation includes Har-Tru tennis courts, a heated swimming pool, and a spa surrounded by tropical landscaping. Two secure, under-building parking spaces are included for added ease. Beyond the gates, residents have deeded access to the Bay Isles Beach Club—offering a pristine stretch of Gulf-front shoreline, private pavilions, and inviting waters just minutes from home. The Harbourside golf course and Longboat Key Club Moorings Marina are nearby, providing unmatched opportunities for golf and boating. Just a short drive brings you to the refined boutiques and dining of St. Armands Circle, while the cultural treasures of downtown Sarasota—home to theaters, art galleries, music venues, and gourmet cuisine—offer endless possibilities.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Roger Pettingell
$819,000
Active

Longboat Key Area Condominium

Active

4600 Gulf Of Mexico Drive 206 Longboat Key, FL 34228

2 Bed
2 Baths
1523 sqft
MLS# A4636663
Virtual Tour
NEW LOW PRICE! Inviting and impeccably maintained, this 2-Bedroom, 2-Bathroom corner end-unit condo (1,523 SF) offers breathtaking full bay views from every room. Boasting the largest condo floor plan in the community, this elevated 2nd floor retreat with building elevator combines sophistication, comfort, and natural beauty. Attractive porcelain tile floors flow throughout for low-maintenance living (no carpet!). The stunning kitchen opens to the spacious great room and features quartz counters, stainless appliances, large breakfast island, an iridescent Mother of Pearl backsplash, 42” cabinetry, and westerly views over the pool. The water-view primary bedroom is a tranquil escape with direct lanai access, a large walk-in closet, and a luxurious ensuite bathroom complete with custom shower, double bowl vanity, and quartz counters. The second bedroom, also with bay views and lanai access, includes a spacious closet behind a sleek barn door and, is adjacent to the beautifully updated guest bathroom, ideal for visitors or a home office. Modern updates ensure peace of mind including PGT hurricane-impact windows, a 2021 HVAC system, and a 2020 water heater. Convenience is further enhanced by in-unit laundry, a private storage room, and an assigned under-building parking spot. The monthly HOA fee of $1,292 includes the building insurances (hazard, hurricane and flood), recreation facilities, and fully funded reserves. Located in the sought-after bayfront community of Windward Bay, this home offers an unmatched Gulf and Bay lifestyle. Amenities include boat slips ($40/month or $45/month with an owner-supplied lift), kayak storage and launches, three private beach accesses, two heated pools (one just outside your door), a fitness center, saunas, tennis, pickle ball, walking paths, BBQ grills, fire pits, and a clubhouse with library and catering kitchen. Set on 26 acres of beautifully landscaped bay front property spanning a 1/2 mile of waterfront, Windward Bay offers low-density living at its best with just 151 homeowners and a serene resort-like atmosphere. The community is also pet-friendly and allows two pets up to 75 lbs. each, with ample green spaces and pet comfort stations for your convenience. The rare to find pet policy also permits renters to bring approved pets, making this property especially attractive for generating rental income. With a prime mid-island location, your new home is close to championship golf, professional marinas, and the dining, shopping, and cultural attractions of downtown Sarasota, St. Armands Circle, and Anna Maria Island. Experience the ultimate tropical lifestyle or capitalize on a fantastic rental opportunity in this exceptional bayfront community!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Eileen Gillen
$799,900
Active

Sarasota Area Condominium

Active

1111 N Gulfstream Avenue 4E Sarasota, FL 34236

2 Bed
2 Baths
1575 sqft
MLS# A4635534
Discover Your Dream Condo in the Heart of Sarasota’s Most Exclusive Neighborhood! Welcome to One Watergate, where luxury urban living meets the vibrant energy of downtown Sarasota! This stunning 2-bedroom, 2-bathroom condo is a dream come true for tennis and pickleball enthusiasts, featuring private rooftop courts just steps from your door. Upon entering, you'll be captivated by the beautifully updated kitchen, complete with premium quartzite waterfall countertops and stylish cabinetry that blend functionality with elegance. The master bathroom offers a spa-like experience, adorned with luxurious marble tile, creating a serene retreat. With a spacious walk-in closet and hurricane impact windows and sliders, you can enjoy tranquility and peace of mind, even during stormy weather. Plus, a brand new HVAC system was installed in 2024, ensuring your comfort year-round! Step out onto the expansive balcony, surrounded by glass railings, where you can bask in the Florida sun and enjoy refreshing breezes—perfect for unwinding after a match. Exciting upgrades are on the horizon, including a refreshed lobby that will make a fantastic first impression. For leisure and entertainment, the heated pool and two outdoor grilling stations are ideal for social gatherings. With the rooftop courts right above, hosting friendly tennis and pickleball matches has never been easier. Future enhancements to the social room and fitness center are also planned! Set on a generous 2.82 acres, One Watergate offers one of the largest green spaces for condos in downtown Sarasota. Your safety and convenience are top priorities here, with secure building access, on-site maintenance, and professional property management. Please note that One Watergate is a no-pets building, ensuring a peaceful environment. Parking is hassle-free, featuring two levels of secured and covered options, including one assigned spot and ample guest parking. Located in an exclusive, high-end neighborhood, you are just minutes away from exceptional dining, trendy shops, the opera, theaters, art galleries, nightlife, St. Armands Circle, and the beautiful Lido Beach. Don’t miss this incredible opportunity to embrace luxury living with your very own private tennis court. Make One Watergate your new home today!
Listing Courtesy of STELLAR / Coldwell Banker Realty / Danielle Gladding
$799,000
Active

Osprey Area Condominium

Active

401 N Point Road 603 Osprey, FL 34229

3 Bed
3 Baths
2203 sqft
MLS# A4570004
Virtual Tour
One or more photo(s) has been virtually staged. BEAUTIFUL FULL WATER VIEW AND 2ND FLOOR PRIVATE 2 CAR GARAGE! This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths and a formal dining room. Add to this, gorgeous views from almost every room, and you have found a well-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private elevator to the sixth floor and explore this spacious unit. The great room has high ceilings and sliding doors to the large, screened balcony that offers gorgeous water views in the day, and breath-taking sunsets in the evening. The open kitchen features a pantry, stainless steel appliances and a breakfast bar. The adjoining dining room gives you room to host formal meals. The master suite has a door that opens to the balcony, two walk-in closets and an en-suite master bath with soaking tub, a walk-in shower, a good number of cabinets, mirrors and counter space. The 2nd bedroom is en-suite, and the third is currently being used as an office. A nice option for those who want to work at home. Want to get outside and enjoy the Florida sunshine? You can walk to the Meridian residents-only pool and spa. Here you will also find an outdoor kitchen and workout room. As members of The Oaks Club, you also can take advantage of all it offers, two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, 4 of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings. Membership is required with homeownership.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Steve Abbe
$799,000
Active

Longboat Key Area Condominium

Active

2301 Gulf Of Mexico Drive 85N Longboat Key, FL 34228

2 Bed
2 Baths
1235 sqft
MLS# A4632439
Virtual Tour
Your laidback beachfront lifestyle awaits at the Islander Club of Longboat Key, where the Gulf of Mexico is your backyard and luxurious living is your everyday. This 2-bedroom, 2-bath residence, encompassing approximately 1,235 sq. ft., offers a seamless balance of timeless design and stunning views of Sarasota Bay and the shimmering city skyline. From the moment you step into the welcoming foyer, a soothing palette of neutral tones and sophisticated finishes sets the tone for this beautifully appointed home. Sunlight floods the spacious living area through expansive walls of glass sliders, creating a bright and airy ambiance that flows effortlessly into the dining space—ideal for hosting or quiet family meals. The adjacent kitchen is a chef’s delight, showcasing striking dark stone countertops, a stylish tiled backsplash, sleek white cabinetry, stainless steel appliances, and a breakfast bar framing spectacular views. The expansive terrace stretches the length of the residence, offering breathtaking panoramas and an ideal space for relaxation or entertaining. This outdoor sanctuary invites you to savor the beauty of Longboat Key’s coastal splendor and enjoy the ultimate indoor-outdoor lifestyle. Both bedrooms serve as serene retreats, each featuring floor-to-ceiling windows, and private access to the terrace—allowing the captivating panoramas to greet you each morning. Enhancing this Gulf-front lifestyle are the Islander Club’s exceptional amenities, including a beachfront pool, tennis courts, a modern fitness center, a library, a billiards room, and secure gated entry. Beyond the community, residents can enjoy the exclusive offerings of the nearby Longboat Key Club, featuring world-class golf courses, a luxurious spa, fine dining, and a marina—adding even more prestige to this sought-after location.
Listing Courtesy of STELLAR / Coldwell Banker Realty / Bruce Myer