Longboat Key Listings

Some or all of the listings below are provided by the Longboat Key office.
$829,000 (USD)
Active

Sarasota Area Single Family Home

Active

4543 Las Brisas Lane Sarasota, FL 34238

3 Bed
3 Baths
3217 sqft
MLS# A4709531
Virtual Tour
Nestled behind the exclusive gates of prestigious TPC Prestancia, this meticulously maintained residence in Villa d' Este offers a masterclass in architectural character, sweeping living spaces, and effortless, maintenance-free sophistication. A brand-new roof, pristine skylights, and new gutters provide peace of mind, while lush, manicured tropical landscaping and a grand entry create an unforgettable first impression.
Inside, soaring ceilings and expansive windows flood the home with natural light, beautifully illuminating the brand-new European white oak floors. No expense has been spared, with high-end finishes gracing every corner, including substantial solid wood interior doors and exquisite, Amish custom-built wood cabinetry tailored throughout the entire home.

The sprawling living and dining salons offer an elegant, gallery-like setting for lavish entertaining, while the inviting family room and adjoining chef's kitchen serve as the sophisticated heart for everyday living. The masterfully designed floor plan features magnificent, oversized bedrooms that serve as private, sanctuary-like retreats, balancing grand proportions with elevated comfort.

Multiple sliding glass doors dissolve the boundaries between inside and out, opening to secluded open-air spaces enveloped by mature landscaping—a serene oasis for enjoying Florida's year-round climate in total privacy. Residents of Villa d' Este enjoy a maintenance-free lifestyle along with access to a private neighborhood pool and spa.

Situated within the rolling, beautifully landscaped grounds of Prestancia—home to the world-renowned TPC Prestancia Country Club—this residence represents a rare opportunity to acquire a premier lifestyle in one of Sarasota's most coveted and distinguished enclaves, just moments from upscale shopping, fine dining, Costco right outside the gates, a brand new Whole Foods and Trader Joe’s that are coming soon, and the region's celebrated white-sand beaches.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Steve Abbe, Coldwell Banker Realty
$799,000 (USD)
Active

Sarasota Area Single Family Home

Active

4409 Oak View Drive Sarasota, FL 34232

4 Bed
3 Baths
3022 sqft
MLS# A4709492
Virtual Tour
Dreaming of the Florida lifestyle? Welcome to this beautiful single-family home in Lake Estates, perfectly positioned between vibrant Downtown Sarasota and convenient interstate access. Enjoy the best of Sarasota living, with gorgeous beaches, fabulous shopping, and fantastic restaurants just a short drive away! Unwind in your spacious primary ensuite, featuring a luxurious jetted tub, separate shower, and generous walk-in closets with room for both of you. And the best part? Step directly from your bedroom onto your private patio overlooking your very own poolside oasis! Whether you’re sipping your morning coffee or taking a refreshing dip after a busy day, this is Florida living at its finest. The garage features a functional workshop, perfect for painting, hobbies, DIY projects, or bringing your creative ideas to life. Enjoy upgrades that make a difference - new vinyl flooring throughout, an updated kitchen, fresh interior paint, a premium 2019 roof, and a 2019 chimney replacement. Plus, the private well helps save money by supplying irrigation water and servicing the pool. This well-maintained home offers comfort, convenience, and a lifestyle you’ll love—all in one wonderful package! Don’t let this Sarasota gem slip away! Schedule your private showing today and discover if this is the home you’ve been waiting for!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Michelle Musto, Coldwell Banker Realty
$799,000 (USD)
Active

Sarasota Area Condominium

Active

9000 Blind Pass Road 303 Sarasota, FL 34242

1 Bed
2 Baths
871 sqft
MLS# A4699697
Virtual Tour
Turnkey furnished and beautifully reimagined in 2024, this top-floor Gulf-front residence at Fisherman's Cove offers a rare opportunity to own one of Siesta Key's most distinctive beachfront retreats. Positioned at the quiet southern end of the island, this one-bedroom residence enjoys unobstructed panoramic views of the Gulf of Mexico from nearly every room, where turquoise waters, sugar-white sand, and breathtaking sunsets become part of everyday living. Thoughtfully renovated throughout, this residence is also the only one-bedroom floor plan in the community offering both a full bath and an additional half bath, providing added comfort and convenience for guests.
Designed to maximize natural light and waterfront scenery, the open floor plan flows effortlessly from room to room. The Gulf-front terrace has been enclosed, expanding the living space while walls of impact-rated glass frame uninterrupted beach views. Soft coastal finishes, elegant tile flooring, and a fresh, contemporary palette create a relaxed yet refined atmosphere ideal for full-time living, seasonal enjoyment, or investment.
The remodeled kitchen features custom cabinetry, stone countertops, newer appliances, generous storage, and an open design that overlooks the living and dining areas while keeping the Gulf as the focal point. Renovations completed in 2024 include impact windows and sliding glass doors, beautifully updated bathrooms, and quality finishes throughout, while a newer air-conditioning system installed in 2023 adds peace of mind.
The spacious primary suite enjoys spectacular Gulf views through oversized windows and features an updated en-suite bath. The additional powder room is a rare feature within Fisherman's Cove, allowing guests the convenience of a separate bath while maintaining the privacy of the primary suite. This unit comfortably sleeps four people.
Nestled between the Gulf of Mexico and Blind Pass Lagoon, Fisherman's Cove offers one of Siesta Key's most desirable waterfront settings. Residents enjoy direct beach access, a heated community pool, fishing pier, complimentary first-come boat slips, and easy access to kayaking, paddleboarding, and boating that leads to Sarasota Bay and the Gulf. The island's south end is also renowned for exceptional shelling and miles of unspoiled shoreline stretching toward Casey Key.
Ideally located just minutes from Siesta Key Village, waterfront dining, marinas, and downtown Sarasota's renowned Cultural Coast, residents enjoy boutique shopping, acclaimed restaurants, theaters, galleries, Selby Gardens, and year-round entertainment. Whether you're searching for a luxurious beachfront escape, a high-demand investment with one-week rental flexibility, or a move-in-ready Gulf-front residence, this exceptional Fisherman's Cove offering delivers the very best of Siesta Key living.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Roger Pettingell, Coldwell Banker Realty
$799,000 (USD)
Active

Longboat Key Area Condominium

Active

5311 Gulf Of Mexico Drive 5 Longboat Key, FL 34228

2 Bed
2 Baths
1110 sqft
MLS# A4691314
Virtual Tour
Turnkey furnished and positioned just steps from the Gulf’s sandy shoreline, this first-floor residence at Beach Castle on Longboat Key offers a compelling combination of coastal living and proven rental potential. With flexible daily or weekly rental allowances, this two-bedroom retreat presents an exceptional opportunity for personal use, income generation, or both.
The light-filled interior features an open layout designed for ease and comfort, where the kitchen, dining, and living areas flow together naturally. Oversized tile flooring, updated impact glass, and sliding doors enhance both durability and livability, while the kitchen is well-appointed with granite countertops, solid wood cabinetry, stainless steel appliances, and built-in shelving—creating a functional space for everyday living or hosting.
Floor-to-ceiling sliders lead to a private patio and screened lanai, offering a seamless transition to the outdoors and placing you just moments from the beach. The split-bedroom plan provides added privacy, with the primary suite enjoying direct access to the outdoor space, while the guest bedroom is comfortably sized with its own en-suite bath.
Set within the boutique Beach Castle community, residents enjoy a unique beach-to-bay lifestyle with deeded Gulf access, a heated swimming pool and spa, grilling areas, and a fishing pier with day dock on Sarasota Bay. Lush landscaping and well-maintained grounds create a relaxed, resort-style setting that enhances both owner enjoyment and guest appeal.
Located on the desirable north end of Longboat Key, this property is just minutes from Bayfront Park, Cedars Tennis Resort, and the island’s scenic biking and walking paths. A short drive south brings you to the Longboat Key Club, St. Armands Circle’s dining and boutiques, and downtown Sarasota’s renowned cultural venues, waterfront parks, and year-round events.
With strong rental history, immediate beach access, and a turnkey presentation, this Beach Castle residence offers a rare opportunity to enjoy the best of Longboat Key—whether as an investment, a private getaway, or a combination of both.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Roger Pettingell, Coldwell Banker Realty
$799,000 (USD)
Active

Longboat Key Area Condominium

Active

1906 Harbourside Drive 303 Longboat Key, FL 34228

2 Bed
3 Baths
1590 sqft
MLS# A4703351
Virtual Tour
Located on a boating canal in Fairway Bay, this property offers the rare convenience of walk-down access to your own private dock - setting the stage for effortless boat launches and afternoons exploring Sarasota Bay. This updated two-bedroom, two and a half bath residence offers approximately 1,590 square feet with high ceilings throughout. The kitchen combines wood floors with white cabinetry, stone countertops, stainless steel appliances, a breakfast bar, and a nearby office nook as a convenient workspace. Just beyond, the living room centers on a decorative fireplace and opens to a screened lanai, ideal for quiet mornings overlooking the water. Upstairs, the primary suite includes a large custom walk-in closet. Its bath features detailed glasswork, a spa tub and an overhead skylight. The second bedroom also has an en suite bath. The finished lower level alongside direct garage access offers flexible space for either a second living area or entertaining. Fairway Bay is a bayfront, pet- friendly community with a heated pool and spa, fitness center, clubhouse, tennis and pickleball courts, kayak launches, and a path along Sarasota Bay. Ownership also includes access to the private Bay Isles Beach Club on the Gulf, with an attendant, covered entertaining and picnic areas, grills, restrooms and changing rooms, and a volleyball court. Optional membership in the Longboat Key Club offers access, depending on membership category, to 45 holes of championship golf, more than 20 Har-Tru tennis courts, pickleball, multiple dining venues, private beach and pool facilities, a full-service spa, fitness and wellness facilities, member events, Marina Village and the Club’s deep-water marina.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Bruce Myer, Coldwell Banker Realty
$795,000 (USD)
Pending

Longboat Key Area Condominium

Pending

1975 Gulf Of Mexico Drive G4-203 Longboat Key, FL 34228

2 Bed
2 Baths
1257 sqft
MLS# A4690072
Virtual Tour
Under contract-accepting backup offers. Virtually Staged. Wake up to breathtaking, unobstructed views of the Gulf of Mexico from this two-bedroom, two-bath condominium in beautiful Seaplace. The screened-in lanai provides the perfect setting to relax, take in spectacular sunsets and enjoy the azure waters of the Gulf. On the lanai there is an additional large retractable screen for protection from the sun along with a hurricane impact sliding glass door. Offered unfurnished and a clean slate ready for updating, this residence presents a wonderful opportunity to bring your own style and vision to a prime Gulf-facing property. This residence offers spacious and comfortable living space, while the spectacular views provide a backdrop that is truly hard to replicate. Additional features include electric hurricane shutters on the bedroom windows, two assigned parking spaces, including one covered space, offering convenience and value. The Seaplace community on Longboat Key has 42 acres of magnificent grounds, 1/2 mile of beautiful beach and a mile walking trail around the property. Included in the amenities are two swimming pools with spas, kiddie pool, fitness room, sauna, fire pit and kiddie playground. Located very close to famous Saint Armand's Circle and downtown Sarasota where you will find an abundance of restaurants, boutique shopping, art galleries, live theatre, ballet and an opera house. Don't miss this chance to live in paradise on unique Longboat Key. BE SURE TO SEE THE VIRTUAL TOUR!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Sandra "Sandy" Endres, Coldwell Banker Realty
$795,000 (USD)
Active

Sarasota Area Single Family Home

Active

5924 Mariposa Lane Sarasota, FL 34238

4 Bed
4 Baths
2521 sqft
MLS# A4708422
Virtual Tour
Virtually Staged. IMMACULATE residence with many updates. The most desirable street and most beautiful & expansive lake views in the Isles of Sarasota. This 4-bedroom residence is one of the last Carlyle models built with high-quality poured concrete construction. Fantastic updated kitchen with Bosch stainless appliances, blue pearl granite counter tops and glass mosaic backsplash. All four bathrooms renovated 2026 with quartz tops and Hansgrohe fixtures. Custom hand-scraped maple hemlock wood floors, double crown molding, custom built-ins in the family room, high ceilings, custom recessed lighting, whole-house water filtration/softener system, central vacuum, plantation shutters in every room, and freshly painted interior. All windows replaced with PGT impact windows in 2025. Saltwater heated pool with brick paver deck, invisible screened lanai and custom landscape lighting. Additional remote-controlled hurricane screen to close off lanai during storms. Mini-split A/C in the garage for your projects. This floor plan offers lots of flexible space for home offices, study/den and hobbies. This is the largest maintenance-free home in the Isles, offering a resort-style pool, tennis & pickleball courts, basketball & bocci ball, fitness center, large clubhouse with activities director and a playground. Minutes from the Legacy Trail and shopping, restaurants and Siesta Key beach. These owners have thought of everything. Do not miss out on this special home!
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Carolyn Donnelly, Coldwell Banker Realty
$789,000 (USD)
Active

Osprey Area Single Family Home

Active

21 Bayhead Lane Osprey, FL 34229

3 Bed
2 Baths
2246 sqft
MLS# A4664085
Virtual Tour
Beautifully updated and impeccably maintained, this 3-bedroom, 2-bath residence in The Oaks Preserve offers an exceptional combination of comfort, privacy, and gracious Florida living. Backing to a lush tropical preserve, the home enjoys a peaceful setting with a private pool and spa, inviting outdoor entertaining areas, and thoughtfully designed interiors. Beyond the residence, ownership provides access to the exceptional lifestyle of The Oaks, a private, member-owned country club with no current waiting list for Golf or Sports/Social membership.

Pride of ownership is evident from the moment you arrive. A paver driveway leads to elegant double leaded-glass entry doors opening to a light-filled interior. A dedicated home office with plantation shutters offers a quiet workspace, while the formal dining room features a decorative ceiling and custom built-in buffet with glass-front cabinetry.

The beautifully updated kitchen features granite countertops, stainless steel appliances, a breakfast bar, built-in wine and beverage cooler, and a convenient chef's desk. An adjoining breakfast nook with an aquarium window overlooks the pool and spa, bringing the outdoors into everyday living.

The spacious primary suite offers a comfortable sitting area with a built-in window seat, generous walk-in closets, and an updated bath featuring dual sinks, granite countertops, a soaking tub, separate shower, and marble accents. Two additional bedrooms provide ample closet space and share an updated guest bath with granite and marble finishes.

Outdoor living is equally inviting. The screened lanai features a generous covered entertaining area with an outdoor kitchen and ceiling fan, complemented by a sun-filled pool and spa overlooking the tropical preserve. Additional highlights include an air-conditioned two-car garage with epoxy flooring and abundant storage, along with access to the nearby Bishopscourt community pool.

For added buyer confidence, the proactive sellers have completed property inspections in advance and are making the reports available for review, providing valuable information about the home's condition before purchase.

Membership in The Oaks is required with homeownership and offers access to two championship golf courses, tennis, pickleball, croquet, fitness facilities, dining, and an active social calendar. With no current waiting list for either Golf or Sports/Social membership, buyers have the opportunity to begin enjoying the country club lifestyle without an extended membership wait.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Steve Abbe, Coldwell Banker Realty
$750,000 (USD)
Pending

University Park Area Single Family Home

Pending

7117 Victoria Circle University Park, FL 34201

3 Bed
3 Baths
2242 sqft
MLS# A4706274
Virtual Tour
Under contract-accepting backup offers. Welcome to your dream home in University Park Country Club, Sarasota’s premier master-planned, resident-owned community. Positioned in a wonderfully quiet neighborhood within the secured, 24/7 staffed gates, this spectacular Windsor model immediately impresses with soaring 14-foot cathedral ceilings and an abundance of windows that flood the home with natural light. Designed for effortless living and entertaining, the open floor plan features 3 bedrooms, 2 full interior bathrooms, a convenient half bath that serves as a pool bath, brand-new granite countertops, and elegant new plantation shutters in both the kitchen and guest bedroom. The oversized garage includes dedicated space for your private golf cart and features a new hurricane-proof garage door for ultimate protection.
Step outside to your personal resort-style oasis, where you can relax by the pool and spa while taking in serene, picturesque views of the lake. The outdoor space is perfect for entertaining, featuring a well-appointed outdoor kitchen complete with a built-in grill and sink, new pool and driveway pavers, a high-grade pool cage with new netting, a new pool pump, and a new pump filter.
Offered turn-key furnished (excluding select personal items), this pristine residence provides exceptional peace of mind with a NEW 2024 ROOF backed by a transferable 10-year warranty, new gutters and rainspouts with leaf collectors installed in 2025 (with a 5-year warranty), a newly painted exterior, a new refrigerator, and new toilets throughout. HOA fees make life remarkably turn-key by covering both basic cable and complete lawn care.
Beyond your front door, enjoy tree-lined streets, scenic walking paths, and endless areas to ride your bicycle. Country club living offers four-star amenities right in your backyard, including 27 holes of championship golf, 11 lighted Har-Tru tennis courts, 4 pickleball courts, a state-of-the-art fitness center, croquet, first-class dining, and vibrant social clubs. Ideally situated just minutes from the UTC Mall and Nathan Benderson Park, four miles from downtown Sarasota’s arts and healthcare districts, and a short drive to St. Armands Circle and world-class Gulf Coast beaches, this home offers an unmatched Florida lifestyle.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Mairead Smialek, Coldwell Banker Realty
$750,000 (USD)
Pending

Osprey Area Condominium

Pending

385 N Point Road 301 Osprey, FL 34229

3 Bed
3 Baths
2594 sqft
MLS# A4706542
Virtual Tour
This meticulously maintained, beautifully updated, 3 bedroom/plus den, 3 bath end unit in Meridian at The Oaks Preserve, offered turn-key furnished, has everything you could want for elegant, care-free country club living. From the moment you step off your private elevator you will appreciate the quality & care that has been used in making this residence truly special. The kitchen has a breakfast bar, stainless steel appliances, a pantry, beautiful white cabinetry and a breakfast nook. In addition, there is a dining area just off the kitchen, which can accommodate a table for larger, more formal meals. The bathrooms feature premium cabinetry, hardware & tiles. The master bedroom & bath offers a huge walk-in closet, custom double vanity, a large soaking tub & a walk-in shower, making it a luxurious place to unwind after spending a busy day in the sun. Step out to your private balcony to take in the canopy view of the Preserve and out to the Bay & Gulf beyond. The gorgeous sunsets will take your breath away! With so much to offer, including new engineered wood flooring in great room, master bedroom, kitchen & den, onyx flooring in the foyer, two new 4-ton A/C units with remote monitoring, hurricane shutters, climate-controlled storage unit and two covered parking spaces, you must see all this unit has to offer to appreciate it. And, outside the walls of this beautiful condo lies all the things The Oaks Club offers. Take advantage of the Meridian residents-only pool, spa & workout room, or enjoy the Clubside with two championship golf courses, 12 HAR-TRU tennis courts, a junior Olympic pool, tennis and pickle ball courts, state-of-the-art fitness center, and incredible dining experiences. Club membership required. There is currently no waiting list for either Golf or Sports/Social membership.
Listing Courtesy of STELLAR as distributed by MLS GRID / Listed By: Steve Abbe, Coldwell Banker Realty