Location: Longboat Key
Do Not Show Listings
2550 HARBOURSIDE DR #333, LONGBOAT KEY, FL 34228
$1,495,000134 Days on yellowkey MLS ID: A4678404
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 3067 Built: 1990 Tax: $9,185 (2025)Community: Marina BayCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,185
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Set within a living canopy of mangroves and coastal trees, this BAYFRONT residence invites a more immersive relationship with Sarasota Bay—where filtered light, birdsong, and gentle water movement define everyday living. Behind the gates of Bay Isles on Longboat Key, this approximately 3,000-square-foot waterfront residence offers the ease and scale of a single-family home with the security and convenience of condominium living. With three bedrooms and two-and-a-half baths, the layout lives expansively, enhanced by abundant storage and thoughtful separation of living spaces. Floor-to-ceiling glass sliders in the main living areas and primary suite face east, capturing peaceful sunrise light over Sarasota Bay in a setting best described as park-like waterfront—where mature coastal trees frame the water, creating a serene, private “treehouse” ambiance. Boats glide through the mangrove preserve and lagoon toward open bay waters, accompanied by birdsong and rustling leaves. Two balconies extend the living space outdoors, including a nearly 400 sq ft screened lanai ideal for relaxed coastal living. The primary suite features bay views from bed, terrace access, dual walk-in closets, and a spa-like bath with a freestanding soaking tub, dual vanities, and a glass-enclosed shower. The second and third bedrooms share access to a west-facing balcony, offering sunset light and cross-breezes. The kitchen is both functional and social, featuring quartz countertops, a Sub-Zero refrigerator, generous prep space, a built-in desk nook, mini-fridge and wet bar—well suited for entertaining or casual mornings. A dedicated walk-in laundry room adds practicality with a butcher-block workspace, hutch, and tool cubby. Comfort and peace of mind are prioritized with two A/C zones, new condensers (2025), and two hot water tanks (2021) equipped with a flood-stop device. Brand new carpet and paint. Additional highlights include air-conditioned storage, one assigned garage parking space, and exceptional closet capacity—five linen closets, three pantry closets, and three walk-in closets. Residents enjoy on-site management, a fitness center, tennis and pickleball courts, a heated resort-style pool, car washing area, and EV charging stations. The building features a brand-new roof completed in 2025. Pet-friendly. The location is as compelling as the home itself: secure, serene, and walkable. Adjacent to the Longboat Key Club Marina, and just blocks from Publix, CVS, the post office, and banking, this location allows for a genuinely walkable daily rhythm—rare on Longboat Key. As part of Bay Isles, residents also enjoy access to the Bay Isles Beach Club, a private Gulf-front retreat with gated parking, pavilions, grilling areas, restrooms, and seating for sunset views. Deeded beach access ensures a premier spot on the sand. Membership to the nearby Longboat Key Club is available, offering championship golf, world-class tennis, a full-service spa and wellness center, waterfront dining.
Listing is courtesy of: INVESTMENTS IN SARASOTA (941-894-6059)
Listing Agent: Lee Mirman (941-587-0740)
1105 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228
$899,000113 Days on yellowkey MLS ID: A4680369
REDUCED by $100,999 (10.1%) on 05/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1172 Built: 1981Monthly Fee: $1,600 Tax: $8,733 (2025)Community: Beachplace IiSpa: YesCondo
Taxes:$8,733
Remarks: Direct Ocean view from this Bright Airy corner unit in desirable building five. Catch the view of the Gulf of Mexico and Sunsets from your balcony. To see this property is to fall in love with easy living! You need to visit this unit to get a sense of the remarkable views , especially the amount of light that permeates the entire interior. Beachplace is a perfect get away on the south end of Longboat Key, and comprise many amenities. Pickle Ball, Tennis, two exercise facilities, Olympic pool, with designated lap lanes, over size hot tub , covered baby pool . Electric car chargers, gas grill, two types of workout facilities on almost 31 acres of lush landscaped grounds. Please visit to see why this building and unit are the best of BEACHPLACE!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: James Weingart (440-623-9068)
240 SANDS POINT RD #4205, LONGBOAT KEY, FL 34228
$1,115,000238 Days on yellowkey MLS ID: A4667038
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 640 Built: 1982Monthly Fee: $1,418 Tax: $9,961 (2024)Community: Inn On The Beach Ph IiCondo
Taxes:$9,961
Tax Year: 2024
Remarks: This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. The suite has undergone a complete renovation, ensuring a modern and refreshed living space for its occupants. Currently, the unit is integrated into the hotel program, providing potential owners with a streamlined rental management option. This sought -after hotel condominium enjoys strong rental activity and a proven history of guest demand, making it an attractive opportunity for investors and seasonal owners alike. Building 4 itself boasts an advantageous position on the northernmost stretch of the beach, promising a sense of quietude and enhanced privacy away from the main pool areas. Ownership of this suite grants exclusive access to the prestigious member-only Longboat Key Club. This membership unlocks a wealth of amenities designed to elevate the lifestyle experience, even during owner-occupied periods. Culinary delights await at five exclusive restaurants, offering a diverse array of fine dining options. Golf enthusiasts can indulge in 45 holes of championship golf, while tennis players can hone their skills at the award-winning Tennis Gardens. For relaxation and rejuvenation, a state-of-the-art spa and wellness center is available. The pristine white sandy beach is complemented by umbrella service and attentive waitstaff, ensuring a luxurious beach day. Furthermore, a full-service marina caters to boating enthusiasts.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Jackie Kleppinger (941-320-0049)
713 SAINT JUDES DR S #2, LONGBOAT KEY, FL 34228
$595,000147 Days on yellowkey MLS ID: TB8460267
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1215 Built: 1966Monthly Fee: $1,043 Tax: $2,531 (2025)Community: Saint Judes AptsCondo
Taxes:$2,531
Remarks: Exceptional opportunity to own a fully renovated, direct waterfront condo with a private dock on coveted Longboat Key. Perfectly positioned along a quiet canal with direct access to the Intracoastal Waterway, this turnkey coastal retreat offers 2 bedrooms, 2 bathrooms, covered parking, additional guest parking, and 1,215 sq ft of beautifully updated living space designed for effortless island living. Wake up to tranquil water views, enjoy morning coffee with coastal breezes, and keep your boat just steps from your door while enjoying the laid-back luxury that defines Longboat Key living. Completely renovated with all improvements fully permitted, this residence offers both style and peace of mind. Recent upgrades include a stunning new kitchen with brand-new appliances, new A/C system, new plumbing, new water heater, upgraded electrical panel, and all new windows. The building also features a durable metal roof installed in 2016, providing added value and potential insurance benefits for years to come. Inside, the bright and inviting interior blends modern coastal finishes with comfortable waterfront living, creating the perfect space for both everyday enjoyment and entertaining guests after a day on the water or beach. For buyers seeking both lifestyle and income potential, the property offers strong rental appeal with estimated seasonal rental potential of approximately $5,000 per month and off-season rental potential of approximately $3,500 per month, making it an attractive opportunity for part-time residents, second-home buyers, or investors looking to offset ownership costs. Ideally located just moments from the Gulf beaches, waterfront dining, boutique shopping, golf, and the cultural attractions of Sarasota, the property is also near Joan M. Durante Community Park, offering scenic walking trails, lush mangroves, and breathtaking Sarasota Bay views.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Connor Meckley (941-279-0013)
1930 HARBOURSIDE DR #122, LONGBOAT KEY, FL 34228
$579,00024 Days on yellowkey MLS ID: A4692494
REDUCED by $20,000 (3.3%) on 05/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1192 Built: 1982 Tax: $6,584 (2025)Community: Fairway Bay 1Spa: YesCondo
Taxes:$6,584
Remarks: Welcome to your waterfront retreat in the highly sought-after Fairway Bay community, where relaxed coastal living meets thoughtful design and modern comfort. This beautifully renovated 2-bedroom, 2-bath condominium offers nearly 1,200 square feet of light-filled interior space, along with sweeping views of Sarasota Bay and the downtown skyline that create a stunning and ever-changing backdrop throughout the day. Fully updated in 2020 and professionally curated by an interior designer, the residence showcases a refined yet inviting aesthetic. Inside, the open-concept layout is enhanced by warm, driftwood-inspired luxury vinyl plank flooring and an abundance of natural light. The living and dining areas flow effortlessly together, while expansive pocketing sliders open wide to a private balcony, creating a seamless indoor-outdoor experience ideal for both quiet mornings and evening entertaining. From this vantage point, you can take in tranquil water views, coastal breezes, and vibrant sunsets that define the Longboat Key lifestyle. The galley-style kitchen is both stylish and functional, featuring quartz countertops, crisp Ivory soft-close cabinetry, stainless steel appliances installed in 2020, and a peninsula with seating that invites casual dining and conversation. The design balances clean lines with timeless finishes, making it equally suited for everyday living and hosting guests. The spacious primary suite serves as a private sanctuary, offering generous proportions, beautiful bay views, and direct access to the peaceful ambiance of the home. The en-suite bath is thoughtfully appointed with dual vanities, elegant lighting, and a walk-in tiled shower, creating a spa-like atmosphere. The guest bedroom and accompanying bath are equally well-designed, providing comfort and privacy for visitors while maintaining the home’s cohesive style. Additional features include plantation shutters on all windows and sliders, a private exterior entrance that enhances both convenience and privacy, a welcoming balcony seating area, and professionally landscaped surroundings that add to the property’s curb appeal. Important updates such as a new air conditioning system and water heater provide peace of mind, making this a truly move-in-ready opportunity. Fairway Bay, located within the desirable Bay Isles community, offers a lifestyle rich in amenities and natural beauty. Residents enjoy gated entry with 24-hour guard service, beautifully maintained grounds, resort-style pools, a clubhouse, fitness center, and tennis courts. Scenic walking and biking paths wind along the bay, while a kayak and paddleboard launch provides easy access to the water for outdoor enthusiasts. Ownership also includes exclusive access to a private beach club on the Gulf of Mexico, offering the rare advantage of experiencing both serene bayfront living and pristine Gulf beaches. Ideally situated near the renowned The St. Regis Longboat Key Resort, this residence is just moments from exceptional dining, shopping, and leisure experiences, further enhancing its appeal as both a full-time residence and seasonal escape. This is more than just a condominium—it is an opportunity to embrace the relaxed elegance, natural beauty, and effortless lifestyle that make Longboat Key one of Florida’s most coveted coastal destinations.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: David Leventhal (941-518-7694)
501 DE NARVAEZ DR, LONGBOAT KEY, FL 34228
$1,018,375311 Days on yellowkey MLS ID: TB8398888
REDUCED by $50,000 (4.7%) on 05/08/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1708 Built: 1972 Tax: $13,238 (2024)Community: Sleepy Lagoon ParkSpa: NoSingle Family
Taxes:$13,238
Remarks: Some homes whisper. Others make a statement. 501 De Narvaez Drive commands attention—with bold architecture, elegant updates, and a prime waterfront location that elevates the Florida lifestyle into something exceptional. Nestled on a quiet corner lot in the coveted Sleepy Lagoon Park neighborhood, this home is your gateway to prestige, privacy, and the purest form of coastal living. Spanning 1,708 square feet of refined single-story living, this 3-bedroom, 2.5-bath residence is a masterclass in modern comfort and timeless materials. Designed with block construction and finished in stucco with a durable metal roof, the home is as solid as it is stylish. Inside, terrazzo flooring sweeps across the entire home, providing a sleek and enduring foundation underfoot. Enter into a light-drenched open floor plan, where the layout has been carefully crafted for entertaining, lounging, and effortless day-to-day living. The living room flows into a dining space and gourmet kitchen—outfitted with stone counters, solid surface tops, a spacious island, and stainless steel appliances including a convection oven and cooktop. Whether you’re entertaining guests or enjoying a peaceful morning coffee, every room connects you to the water and the outdoors. The primary suite is an owner’s haven, complete with a walk-in closet and full bath featuring a tub/shower combination. Two additional bedrooms—each with walk-in closets—offer comfort, functionality, and flexibility. A second full bath, half bath, and spacious laundry area provide all the elements of ease and convenience. But what truly defines this home is what lies beyond the doors. A private, heated pool, enclosed within a screened lanai, becomes your year-round sanctuary. The oversized covered deck is perfect for afternoon shade or sunset cocktails. And then there’s the water: with direct canal access to the Intracoastal Waterway, this home is a dream for boaters. The 2022 composite dock and concrete seawall are in pristine condition and ready for your vessel. No HOA means you can live your way, and with 1-month minimum leases allowed (rental license required), this property also offers incredible short- or long-term rental potential. Add in a two-car garage, central air, electric heat, public water/sewer, and fiber optic internet, and you have every modern amenity at your fingertips. This is more than just a home—it’s a statement of lifestyle. A bold, beautiful, and rare opportunity to own in one of Longboat Key’s most established and beloved communities, just moments from world-class beaches, golf, fine dining, and everything the Sarasota area has to offer. For the visionary buyer who seeks distinction, privacy, and water access—501 De Narvaez is where your story begins.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
3030 GRAND BAY BLVD #PH3101, LONGBOAT KEY, FL 34228
$7,999,00084 Days on yellowkey MLS ID: A4685052
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4413 Built: 1998 Tax: $36,728 (2025)Community: Grand Bay 3Spa: YesCondo
Taxes:$36,728
Remarks: Breathtakingly gorgeous PENTHOUSE level condominium recently and meticulously redesigned to a clean-line ultra-luxury residence with advanced ultra smart-home technology managing the entire home. This rarely available opportunity offers a refined coastal lifestyle with the highest quality for the discerning buyer. The 4400-square foot custom residence features a dramatic private 5300-square foot wraparound terrace with outdoor kitchen and panoramic 270-degree sunrise-to-sunset views of the area including Sarasota Bay, the golf course, Sarasota city skyline, marina, Gulf of Mexico and beach area of Longboat Key. At an understated tasteful level of luxury living, the thoughtfully designed space now offers 3 ensuite bedrooms, an entertainment room, a den or office, living room, dining area, and a large functional kitchen featuring Cucine Ricci cabinetry, Dornbracht fixtures, high-end appliances, and a discreet area containing the butler's pantry, dry bar, and extensive storage. A premium Lutron smart-home system manages lighting, air conditioning, doors, window treatments, plumbing fixtures and electronics enhancing home convenience and elegance. The impressive primary bedroom suite is complete with stunning views, a fabulous dressing room with multiple built-ins, expansive personalized and automated bathroom with heated tile floors & towel racks, and sleek clean-finish tile & minimalist easy-cleaning cabinetry. Each private and spacious guest suite is thoughtfully planned with a complete built-in beverage center, bathrooms with heated floors and private balcony. As an extra bonus this sophisticated penthouse is sold fully furnished with high-end custom furniture tailored to the design. Words cannot describe this extraordinary residence purposefully created with no expense spared and where nothing has been overlooked. It must be experienced to be appreciated. Also included are two deeded parking spaces with Tesla charging station and air-conditioned storage unit. Grand Bay is among Longboat Key’s premier gated communities, offering resort-style amenities including two heated pools, Har-Tru tennis courts, a well-equipped fitness center, clubhouse, and social activities. Residents benefit from on-site management and 24-hour security. Ownership includes deeded access to the private Bay Isles Beach Club, featuring a Gulffront pavilion, grilling areas, and beautiful sandy beaches. Located within the Longboat Key Club, residents have the option to join golf, tennis, and social memberships, all just minutes from the boutiques and dining on world-renowned St. Armands Circle, downtown Sarasota’s cultural attractions and Harbourside Marina. Appraisal available.
Listing Agent: Carolyn Donnelly, Pa (941-350-9900)
1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228
$2,775,000213 Days on yellowkey MLS ID: A4669837
REDUCED by $10,000 (0.4%) on 05/25/2026
Bed: 3 Bath: 4.0 Gar: 1 Liv Area Sq Ft: 3045 Built: 1996 Tax: $25,341 (2024)Community: Water Club 01 At Longboat KeyCondo
Taxes:$25,341
Elementary School: Southside Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Welcome to The Water Club at Longboat Key, where privacy, spaciousness, and resort-style amenities complement the natural beauty of the setting at the edge of the sparkling waters of the Gulf of Mexico. Residents benefit from a semi-private elevator that opens directly into an impressive foyer, offering sweeping views of Sarasota Bay and the city skyline through floor-to-ceiling windows. This residence is on the north side of the south building, the sunset view side, overlooking the beautiful pool deck amenity of the community. This eighth-floor Brighton residence is highly coveted for its three-bedroom configuration with panoramic vistas of the Gulf, beach, and bay from two expansive terraces. Features include ten-foot ceilings, extensive glass walls, and storm protection shutters , enhancing both comfort and sophistication. The living room is designed to maximize openness and showcase sunsets over the Gulf. The primary suite offers a private terrace, den, walk-in closet, and dual bathrooms. With a split-bedroom plan, privacy is maintained for two generous guest suites, each featuring an en-suite bath. The kitchen is efficiently appointed with significant storage and a breakfast area overlooking the water. The Water Club stands as Longboat Key’s premier gated beachfront community, situated on 16 acres of meticulously landscaped grounds. Amenities include a 17,000-square-foot clubhouse, well-equipped fitness center and spa, heated lap pool and hot tub, four Har-Tru tennis courts, concierge services, and versatile gathering spaces such as a library, billiards room, ballroom, firepit, and grilling area. Additional conveniences include under-building parking, climate-controlled storage, on-site management, and 24-hour security. Ideally located on the south end of Longboat Key, residents enjoy proximity to Longboat Key Club golf facilities, Publix shopping center, exclusive St. Armands Circle, downtown Sarasota’s cultural offerings, and Sarasota International Airport, just 20 minutes away. The Water Club is pet-friendly and impeccably maintained, providing the pinnacle of coastal luxury living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Michael Moulton (941-928-3559)
4440 EXETER DR #301, LONGBOAT KEY, FL 34228
$565,00085 Days on yellowkey MLS ID: A4684917
REDUCED by $10,000 (1.7%) on 05/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1970 Tax: $8,101 (2024)Community: Longboat HarbourCondo
Taxes:$8,101
Remarks: Welcome to this beautifully updated top floor corner furnished residence with Gulf and Bay views that is move in ready. Coming furnished with an open kitchen floor plan and an enclosed lanai overlooking the pool and Sarasota Bay. Large plank ceramic tiles throughout and ceiling fans in every room, hurricane impact glass windows in the kitchen and living area and a washer/dryer has been added. All tv's within the residence stay. The Longboat Harbour community is located mid-Longboat Key with amenities to enjoy including a large clubhouse where many activities occur, with a catering kitchen and dance floor, art studio, billiard and card rooms, and a fully equipped fitness center. In addition, the community has four heated swimming pools, putting green, tennis and pickleball courts, kayak storage, boat slips available for a minimal annual fee for up to a 34’ boat, mini golf, a scenic waterfront promenade along the harbor and canal, and access to a private gated Beach Club on the Gulf side with bathrooms, showers and beach items. The building has just completed a new roof installed. There is additional storage withing the building for each residence as well as a storage closet on the enclosed lanai.
1065 GULF OF MEXICO DR #305, LONGBOAT KEY, FL 34228
$1,199,000112 Days on yellowkey MLS ID: A4681609
REDUCED by $51,000 (4.1%) on 05/25/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1819 Built: 1981 Tax: $6,047 (2025)Community: Beachplace IiiSpa: YesCondo
Taxes:$6,047
Remarks: One or more photo(s) has been virtually staged. A vivid palette of white perfected with the backdrop of crystal sand meets azure Gulf blue….. finished off with brilliant hues over the spanning skies as the sun sets on yet another perfect day. Yours to be experienced daily, from the inside or out on the patios, at this corner condo home spread over more than 1,800 square feet. Well-positioned at the southwest corner of Building 10 to take full advantage of what it means to be the fortunate owner of a beachfront Longboat Key retreat. Clean, crisp and white, this home is move-in ready, OR it is fresh and primed for you to begin the design of your dreams. Finding 3 bedrooms, 2 baths, and 2 owned parking spaces (one under-building and one outside steps to the building entry) on the beach at this reasonable price point is a FIND in this zip code, so closely consider the opportunity at hand. Beachplace is a sprawling community of 31 acres and full of amenities including, but not limited to, deeded beach access, junior Olympic size pool, kiddie pool, spa, clubhouse, fitness, tennis, pickleball, guarded/ gated entry, community grilling, fun gaming area with ping pong, cornhole, seasonal community activity calendar, etc. Truly a special place to call home or an absolute escape to refresh, restore, relax, release and renew the wellbeing of mind, body and spirit.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Cindy Schatzle (941-587-7556)
4234 GULF OF MEXICO DR #G2, LONGBOAT KEY, FL 34228
$849,000376 Days on yellowkey MLS ID: A4653045
0 Days Off yellowkey (back on 5/24/2026)
REDUCED by $46,000 (5.1%) on 04/21/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1636 Built: 1973 Tax: $13,273 (2024)Community: Pelican Harbour & Beach ClubCondo
Taxes:$13,273
Elementary School: Anna Maria Elementary
High School: Bayshore High
Middle School: Martha B. King Middle
Remarks: Under contract-accepting backup offers. Motivated Seller—Priced to Sell! Enjoy sweeping Sarasota Bay views from this refreshed 3-bedroom, 2-bath end-unit condo in the highly sought-after Pelican Harbour & Beach Club on Longboat Key. This light-filled second-floor residence offers over 1,600 sq ft of coastal living with panoramic water views from the living room, primary suite, and private screened balcony. The spacious floor plan includes a bright living area, tranquil dining space, and a serene owner’s suite with lanai access and a beautifully renovated ensuite bath. Recent improvements include new carpet, recessed lighting, interior paint, mounted TVs, and a new AC (2025), water heater (2024) and roof (2023). Additional conveniences include in-unit laundry and covered parking and private Beach Access directly across the street. Pelican Harbour provides resort-style amenities: 200 ft of private deeded beach with new lounge chairs, heated pool and clubhouse, marina with boat slips (up to 28 ft) and kayak launch, plus tennis and pickleball courts. Pet-friendly community allowing up to two pets (dog/cat combinations permitted). Professionally managed with new roofs and hurricane-rated carports. Ideally located mid-key, just minutes to St. Armands Circle, Bayfront Park, and the new St. Regis Resort. Perfect as a full-time residence, seasonal retreat, or investment property—this bayside condo offers an unbeatable combination of location, amenities, and motivated-seller value.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Shauna Ruby (941-544-2070)
3527 FAIR OAKS LN, LONGBOAT KEY, FL 34228
$2,550,0007 Days on yellowkey MLS ID: A4694532
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4154 Built: 1994Monthly Fee: $833 Tax: $22,710 (2025)Community: Queens HarbourSpa: YesSingle Family
Taxes:$22,710
Remarks: Experience refined coastal luxury in this impeccably renovated 4,154-square-foot golf course estate, ideally positioned within the exclusive Queens Harbour enclave of gated Bay Isles on Longboat Key. This extraordinary two-story residence offers 4 bedrooms, 4.5 bathrooms, and an elegant open floor plan thoughtfully curated with exquisite finishes and designer details throughout. Extensive recent enhancements include a newer roof (2021), new panoramic pool cage with picture-frame screening (2025), new hurricane Armor Screen shutters protecting every opening (2025), and a custom two-person Pneumatic Vacuum elevator, along with numerous additional upgrades and improvements. Dramatic two-story windows fill the expansive great room and chef’s kitchen with natural light while showcasing breathtaking views of the sparkling pool, serene lake, lush landscaping, majestic oak trees, and the manicured fairway. Designed for both everyday living and entertaining, the gourmet kitchen is a culinary masterpiece, complete with a large gas range, dual ovens, solid wood cabinetry, abundant counter space, and a charming breakfast nook framed by bay windows overlooking the pool and golf course. The luxurious first-floor owner’s retreat offers Brazilian cherry wood flooring, vaulted ceilings, French doors opening to the lanai, dual walk-in closets, and a spa-inspired bathroom. Two additional guest bedrooms on the main level are connected by a beautifully appointed Jack-and-Jill bathroom. Outdoor living is equally exceptional, with an oversized pool and spa set within a spacious private lanai designed for relaxation and entertaining while enjoying tranquil sunsets over the lake and golf course. Residents of Queens Harbour enjoy maintenance-free living, a private community pool, and exclusive access to the Bay Isles Beach Club with deeded Gulf beach access. Ideally located near the Longboat Key Club Harbourside golf course, tennis facilities, and the Moorings Yacht Club, this residence embodies the finest in Longboat Key luxury living.
Listing Agent: Miriam Pearson (941-726-4687)
3620 FAIR OAKS PL, LONGBOAT KEY, FL 34228
$3,150,00016 Days on yellowkey MLS ID: A4693553
Bed: 3 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3666 Built: 1991Monthly Fee: $833 Tax: $27,037 (2025)Community: Queens HarbourSpa: YesSingle Family
Taxes:$27,037
Remarks: Come for a visit and you will want to stay and make it yours! Strategically set back from the road, and appropriately positioned on this oversized lot, to allow for an abundance of private waterfront splendor. The expansive paver patio, with oversized pool, spa, outdoor kitchen, and fully equipped pool bath make this the prime setting for endless entertainment and fun with family and friends. Bay views expand over the mangroves to the rookeries and night lights of the Key as you take in the setting sun over Buttonwood Harbor. Get your fishing pole and binoculars ready because enjoyment is an every day event from your dock watching the beautiful Florida feather-life soar thru the skies or dropping a line to hook a surprise catch! Love the boating life? Great- your private dock awaits mooring of its next floating occupant! Upon entry you will be greeted with a customized deco- entry door offset with etched glass above. Inside this spacious home you will find three en-suite bedrooms with a highly possible 4th en-suite in the loft space. The interior space offers marble floors thru-out the entire residence, including the striking marble staircase, and ceilings that reach to great heights allowing for transom windows and a wall of glass to incorporate natural lighting and this amazing view. Like cocktails and eating? A home hi-lite is the wet bar which can serve multiple purposes- bar, buffet, or even a desk, centrally positioned between kitchen, living, dining and family room areas so that no one is too far from that beloved bartender or the delectable fare! Love art? These walls were meant for displaying the finest of your collection. This is a fabulous floorplan with a very separated bedroom layout providing plenty of space for all to spread out and make themselves comfortable. Located in Bay Isles, this home offers guarded, gated access and also deeded access to the Bay Isles Beach Club.
6700 GULF OF MEXICO DR #117, LONGBOAT KEY, FL 34228
$550,00045 Days on yellowkey MLS ID: A4687787
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1449 Built: 1969 Tax: $2,348 (2025)Community: Whitney BeachSpa: NoCondo
Taxes:$2,348
Remarks: Welcome to 6700 Gulf of Mexico Drive #117, a beautifully reimagined end-unit 2-bedroom, 2 full bath residence in the sought-after Whitney Beach community on Longboat Key. Taken down to the studs and completely renovated, this waterfront condominium offers coastal living with sweeping views of Bishop’s Bayou, abundant natural light, and exceptional privacy. A private front courtyard welcomes you inside, where new high-end luxury vinyl plank flooring flows throughout, and a bright, open layout immediately draws your eye to the water. As an end unit, additional windows enhance the airy feel, while hurricane-impact windows and sliding doors frame tranquil bayou views. From the main living space—and even from the primary bedroom upon waking—you’ll enjoy peaceful scenes of dolphins, manatees, and glowing sunsets reflecting across the water. The fully redesigned kitchen is both stylish and functional, featuring granite countertops, soft-close cabinetry, custom glass-front accents, classic subway tile backsplash, designer pendant lighting, peninsula seating for four, and a full suite of GE stainless steel appliances—all positioned to capture the water views. Both bathrooms have been completely renovated with glass walk-in showers, elegant tilework, and quartz-topped vanities, offering a clean, modern aesthetic. A new Whirlpool stackable washer and dryer adds everyday convenience. Whitney Beach is a unique beach-to-bay community with deeded private access to the Gulf just across the street. Residents enjoy resort-style amenities including pools, tennis courts, shuffleboard, barbecue areas, kayak storage and launch, walking paths, and a tranquil bayfront pavilion. Boat slips are available when offered, and the community pier provides a charming setting for fishing or relaxing by the water. Ideally located on the north end of Longboat Key, this residence offers easy access to Anna Maria Island, as well as the dining, shopping, and cultural attractions of Sarasota. Whether as a full-time home, seasonal retreat, or investment, this is an exceptional opportunity to enjoy the best of bay-to-beach living. Professional photos coming soon.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kelly Sallee (941-914-0400)
706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228
$739,00051 Days on yellowkey MLS ID: A4688503
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1601 Built: 1980Monthly Fee: $1,978 Tax: $6,727 (2025)Community: Bayport Bch & Ten Ph CCondo
Taxes:$6,727
Remarks: This stylish turnkey furnished beach retreat at Bayport Beach & Tennis Club is the perfect blend of classy with a modern flair. Before entering the home take note of the huge 16’ x 13’ outdoor deck where you can enjoy a partial view of the Gulf. It's a great place to start your day with a cup of morning coffee, or enjoy a nice meal in the evening, and catch the spectacular colors of the sky as the sun sets! Step inside to this inviting, beautifully appointed 2-bedroom 2-bath condominium with luxury vinyl flooring and crown molding throughout. The entire living/ dining areas, lanai, both bedrooms and second bathroom have all been recently updated. Giving the condo a fresh polished appearance accentuated by recessed glass display shelving and an abundance of recessed lights. The depth of workmanship in the updates carries onto the stylized door moldings into the primary bedroom. All popcorn has been removed! The kitchen offers a coffee bar, stainless steel appliances, a pantry, a nice arrangement of cabinets, and granite countertops open to the dining room and living room, perfect for entertaining. Take in the view of the lush tropical landscape and gorgeous pond right below the lanai that is open to the living room. Perfect for a Murphy bed, extra living space, a reading nook or your second favorite spot for your morning coffee as the sun rises. The primary bedroom offers an additional 6’ by 6’ area that is perfect for an office desk looking out over nature. The primary also offers a walk-in closet and a generously sized ensuite bath with dual vanities. Bayport Beach & Tennis Club is a gem with 27 tropical landscaped acres and 1200 feet of private Gulf waterfront deeded access. Where you can grab a chair and umbrella and soak up the sun, or take in the breathtaking sunsets. Enjoy Sarasota Bay just outside your door and stroll to the private dock where you can fish, kayak, paddleboard, and watch for the manatees and dolphins as they cruise by. This community also offers a clubhouse, fitness center, 4 Har-Ter tennis courts, golf practice net, and a Junior-Olympic heated pool. Bayport Beach & Tennis Club consists of 17 buildings built between 1979 and 1983. Designed by architect Tim Seibert of the Sarasota School of Architecture. Located mid-key with a wealth of attractions moments away, including Bayfront Park, steps away, offering Pickle Ball, Basketball, Shuffleboard courts, playground, bike paths, kayak launch and Publix 2 miles away.
Listing Agent: Kelly Erb (941-720-9586)
806 BAYPORT WAY #806, LONGBOAT KEY, FL 34228
$949,00061 Days on yellowkey MLS ID: TB8489326
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1392 Built: 1981 Tax: $5,917 (2025)Community: Bayport Bch & Ten Ph ECondo
Taxes:$5,917
Remarks: Welcome to this beautifully appointed ground floor residence that combines modern elegance with functional design. Newly remodeled in 2025, this residence features high-end finishes and modern amenities, making it an ideal retreat for those seeking luxury in a serene environment. Upon entering, you are greeted by a bright and spacious interior filled with natural light, thanks to strategically placed additional windows featured in corner/end units of this community. The subtle elegance of the interior is complemented by sleek flooring that enhances the flow from room to room. The kitchen is a true highlight, featuring quality cabinetry, elegant quartz counters, and modern stainless-steel appliances, which allow a harmonious flow, delivering both functionality and sophistication. The open-concept layout continues through the dining and living areas, combining a blend of textures and stylish finishes to cohesively create an environment of relaxed elegance. An abundance of natural light floods this space through large retractable sliding glass doors, which provide the option of extending the outdoors in. A private outdoor patio showcases a beautiful backdrop of lush tropical landscaping, adding to the property’s overall appeal. The bedrooms within the property are thoughtfully designed, each offering generous space and natural light. The primary suite offers a restful retreat, complete with an ensuite bathroom featuring modern fixtures and thoughtful design, ensuring comfort and privacy. This property will continue to amaze, as beauty extends beyond its walls into an amenity-rich community of 27 acres of picturesque tropical landscaping. This gulf-to-bay community offers an active island lifestyle with 4 Har-Tru tennis courts, a Jr. Olympic sized (heated) pool, private fishing pier, kayak facilities, Bocce court, and amazing nature trails. A distinct advantage and unique selling point of this property is its proximity to a private, deeded beach. This property offers future owners not just exclusive beach access, but a revitalizing retreat amidst the hustle and bustle of life—truly a valuable benefit that amplifies the charm of this residence. Close to local amenities yet precisely positioned to offer privacy and quietude, this property represents an excellent opportunity for discerning buyers. Experience the best of coastal living in this beautiful home, where modern comfort meets natural beauty. Welcome home!
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Antonietta Car (813-684-9500)
548 GUNWALE LN, LONGBOAT KEY, FL 34228
$2,200,000116 Days on yellowkey MLS ID: A4680965
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1853 Built: 1967Monthly Fee: $17 Tax: $9,801 (2025)Community: Country Club Shores Sec 1Spa: YesSingle Family
Taxes:$9,801
Remarks: Country Club Shores - Completely renovated 3-bedroom, 2-bath canal-front home just three houses from the Bay. Updates include a new flat tile roof (2025), Carrier A/C and A.O. Smith water heater (2024), Pebble Tec pool and paver deck (2024), and newer seawall, dock, and 16,000 lb. boat lift (2.5 years). Enjoy Bay views from the 18 foot x 16 foot Trex dock with lighting and water, plus a 3 foot x 36 foot Trex dock with power and water. Interior features NuCORE waterproof flooring, plantation shutters, Silestone quartz countertops, and new Bosch and GE stainless appliances. The primary suite includes a walk-in closet with built-ins, dual sinks, whirlpool tub, and large shower. Split floor plan with guest bedrooms featuring walk-in closets; one includes a built-in office area. Move-in ready and ideally located for boaters seeking the best of Longboat Key waterfront living.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: John August (941-320-9795)
3488 MISTLETOE LN, LONGBOAT KEY, FL 34228
$3,675,000212 Days on yellowkey MLS ID: A4670010
REDUCED by $305,000 (7.7%) on 05/06/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3341 Built: 1989Monthly Fee: $1,083 Tax: $25,296 (2025)Community: Coreys LandingSpa: NoSingle Family
Taxes:$25,296
High School: Sarasota High
Remarks: Discover an exceptional opportunity to live behind the gates of the Longboat Key Club in the highly coveted Corey’s Landing neighborhood — one of the island’s premier bayfront addresses. Set within an intimate, established enclave there is a difference in this property vs. others in the neighborhood: it’s a free-standing residence which means you don’t share any common elements with an attached neighbor necessitating joint decisions on when to paint or replace a roof. There are only four free standing homes such as this, the rest are attached. This home welcomes you through double doors into a showplace of light, style, and space with immediate expansive bay views. Step outside to the expansive screened lanai — an inviting oasis for relaxing or entertaining by the pool while taking in mesmerizing bay views and the twinkling lights of downtown Sarasota. Enjoy immediate bay access with the private boat dock and lift. Inside, soaring transom windows, walls of glass, and rich wood floors enhance the open great-room design — a perfect setting for entertaining around the elegant fireplace. The updated kitchen connects seamlessly to the dining and living areas, showcasing sleek white cabinetry, a striking tile backsplash, solid-surface countertops, stainless steel appliances, and a generous breakfast bar ideal for casual gatherings. The first-floor primary suite is a private retreat with walls of glass, a cozy sitting area, custom built-ins, dual closets, and a luxurious remodeled bath featuring dual vanities, a large walk-in shower, and a separate water closet. Also on the main level are a private guest suite, second bedroom, full bathroom, a study/den, and a convenient outdoor dog space. Upstairs, a versatile loft provides the flexibility for a gym, library, or additional guest accommodations. The attached two-car garage offers ample storage, while Corey’s Landing residents enjoy access to a community pool, spa, Har-Tru tennis courts, and the private Bay Isles Beach Club. Ideally located near world-class shopping, dining, and the renowned St. Armands Circle, this residence captures the essence of the Longboat Key lifestyle — elegant, relaxed, and effortlessly connected to both land and sea.
Listing Agent: Kim Ogilvie (941-951-6660)
569 JUAN ANASCO DR, LONGBOAT KEY, FL 34228
$1,700,000217 Days on yellowkey MLS ID: A4669634
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2804 Built: 1996Monthly Fee: $3 Tax: $22,111 (2024)Community: Sleepy Lagoon ParkSpa: NoSingle Family
Taxes:$22,111
Remarks: $100,000 PRICE REDUCTION!!! Live the ultimate Florida Waterfront lifestyle in this private, calm, secure, spacious and elegant large elevated coastal home. Located on the North end of Longboat Key less than a mile to Anna Maria Island in the relaxed Sleepy Lagoon neighborhood with deeded beach access just around the corner, leading you to never crowded stretches of sand. The home is located on a boating canal just three houses in from the bay offering direct access to Sarasota Bay and the Intercoastal Waterway. This large ( 5328 SF total) very well maintained and upgraded elevated home offers 2800 SF on the main living level plus 2500 SF of bonus space on the first floor with an elevator. This elevated, well-built custom home sustained no damage nor have any flood claims ever been filed. This home spans two level of living and has an open floor plan, blending indoor and outdoor living. The main living area is upstairs with large flowing open rooms, vaulted ceilings, a fireplace and features French Doors leading to a screened Lanai overlooking the natural canal with foliage for privacy. The bedrooms are arranged in a split plan with each having en-suite bathrooms with lots of closets and built-ins. The large eat-in kitchen has custom cabinetry with crown molding, pull-outs, granite countertops and stainless appliances plus a large separate dining room perfect for all your family or friends. Just off the kitchen on the main living level is a very large laundry room along with all the closets in this home you will have all the storage you need. On the first level is the open foyer leading up to the living area with the elevator access and oversized split garages. There is an additional 2500 SF of AC/heated of interior space that is finished with polished concrete floors and walls of sliding doors leading to the pool area, porch, deck, yard and dock area. Also just outside your bonus space is private 60’ long screened, heated lap pool with a full bath. The property would provide great renal income also for a part time owner as it has in the past. Walk the beach, swim in the pool or ocean, ride your bike on the Longboat Key Bike path, fish, boat, kayak, paddle board, jet ski and enjoy your spacious home that is just a short drive to Sarasota, St. Armand’s circle and Anna Maria Island. Please see the videos. What are you waiting for? Start living the dream.
Listing Agent: Marta Altizer (941-383-7591)
3210 BAYOU SOUND, LONGBOAT KEY, FL 34228
$1,199,000318 Days on yellowkey MLS ID: A4658086
REDUCED by $100,000 (7.7%) on 05/19/2026
Bed: 3 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2091 Built: 1978Monthly Fee: $104 Tax: $15,679 (2024)Community: The BayouSpa: NoSingle Family
Taxes:$15,679
Remarks: Motivated seller has a price improvement! This elevated retreat in the sought-after Bayou section of Bay Isles is ready for you! —A seamless blend of sophisticated design and relaxed coastal elegance. Encompassing nearly 2,100 sq. ft. of sunlit interiors, this residence offers an open-concept floor plan with soaring vaulted ceilings, creating an airy, inviting ambiance ideal for both everyday living and effortless entertaining. The expansive family room transitions beautifully into the contemporary eat-in kitchen, featuring clean, high-end finishes, abundant cabinetry, a large central island, and top-of-the-line stainless steel appliances that will delight. Thoughtful details such as graceful archways, ambient lighting, and tasteful materials add refined character throughout. Originally a 3-bedroom design, the home has been artfully reimagined to offer 2 bedrooms plus a dedicated office space—perfect for today’s flexible lifestyle. The oversized primary suite is a private sanctuary with a generous walk-in closet and a beautifully remodeled spa-like bath complete with double sinks and a fully tiled walk-in shower. The second bedroom is equally well-appointed, with direct access to an updated full bath. Sliders from both the kitchen and the primary suite open to the expansive screened upper-level deck with skylights—an ideal setting for al fresco dining, morning coffee, or sunset relaxation while overlooking the private lap pool, inviting patio, and meticulously refreshed landscaping. This residence offers true lock-and-leave convenience with a newer roof, advanced drainage system, updated landscaping, and low-maintenance, higher-end finishes that make it virtually maintenance-free. A rare 3-car garage provides ample space for vehicles and storage. Residents of Bay Isles enjoy access to the exclusive Bay Isles Beach Club, where sugar-white sands and the Gulf’s turquoise waters await. Enjoy proximity to the Longboat Key Club’s world-class golf, tennis, and pickleball facilities, as well as the LBK Marina. Daily conveniences—including Publix, the Caron Family Pavilion, and town services—are just moments away. A short drive brings you to the fine dining, boutique shopping, and cultural treasures of St. Armands Circle and downtown Sarasota, with Sarasota-Bradenton International Airport only 15 minutes away. This is Longboat Key luxury at its finest—simply move in, unpack, and embrace the effortless resort lifestyle you deserve.
Listing Agent: Julie Lojacono Mackie (773-704-1438)
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