Location: Longboat Key , 34228
Do Not Show Listings
4825 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228
$890,000141 Days on yellowkey MLS ID: A4674248
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1393 Built: 1970Community: WestchesterCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: The unobstructed Gulf View greets you as you enter this 2nd floor unit. The spacious living area overlooks the large screened lanai out to the Gulf of Mexico. All units at The Westchester community have new impact resistant sliders and windows that meet Miami Dade code in order to reduce insurance premiums for all. This unit also has extra protection as both lanais have electric shutters that also help with energy cost while you are away. The windows, sliders and shutter cost were the responsibility of the owners. Brand new Hunter Douglas honeycomb blinds on both sliders. A/C is 3 years new, water heater 1 year ago. The entire unit is freshly painted and the ceilings refinished. A new GE Profile combo washer/dryer was just installed so you won’t need to use the community laundry. The galley kitchen is tastefully updated with soft close cabinetry and quartz countertops. The refrigerator was replaced 2 years ago; it has a purified water option for drinking water and ice. The primary bedroom has a private lanai that overlooks the Gulf. Both en-suite bedrooms are split to offer privacy. Both have walk in closets as well as a second closet in the main bedroom area. The primary bathroom was renovated with a beautiful shower and dual vanity; The second bath was also renovated and has a large Kohler soaking tub and Kohler fixtures. The guest bedroom is large enough to accommodate 2 double beds. There are 3 entry storage closets as well as a large private storage room downstairs close to your assigned carport space. Westchester is situated on 7 acres with 700 feet of beach. There are loungers on the beach, 2 heated pools, 3 beachside tiki huts, pickleball/tennis court, kayak/bicycle storage, BBQ grills and shuffleboard. The new clubhouse with fitness center is currently under construction. The Gulf side of the property is undergoing improvements to the pool area as well as landscaping. Westchester is a very well managed property with in-house manager and maintenance staff. The unit is being offered unfurnished. BE SURE TO CHECK OUT THE VIRTUAL TOUR LINK FOR THE 3D TOUR - BETTER THAN PICTURES!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Debbie Lane (941-376-9267)
3481 BAYOU SOUND, LONGBOAT KEY, FL 34228
$2,450,00031 Days on yellowkey MLS ID: A4687106
Bed: 5 Bath: 3.5 Liv Area Sq Ft: 3391 Built: 1986Community: Bay IslesSingle Family
Remarks: More pictures coming soon. Step into a private coastal sanctuary at 3481 Bayou Sound, located within one of Longboat Key’s most exclusive gated communities. Accessed through two secured gates and a guarded entrance, this residence offers a level of privacy and security rarely found. Ideally situated just moments from Publix, and within walking distance to the marina, golf course, and premier waterfront dining, the home delivers both convenience and an elevated island lifestyle. Ownership includes access to the Bay Isles Beach Club, offering private beach access on the Gulf of America, along with barbecue areas, tables, and shaded spaces, perfect for effortless, all-day beach enjoyment. Inside, soaring cathedral ceilings create a dramatic, light-filled living space. The home has been thoughtfully upgraded with new flooring throughout, a fully renovated kitchen, and new hurricane impact windows and doors. The remaining front entry and garage doors will be replaced prior to closing, completing a full storm-ready envelope. Outdoors, enjoy true waterfront living with a brand new dock and lift, providing direct access to boating right from your backyard. A rare offering combining privacy, security, and effortless luxury in the heart of Longboat Key.
Listing is courtesy of: LUXIO REAL ESTATE LLC (941-266-0300)
Listing Agent: Hugo Gagliardi (941-266-0300)
681 OLD COMPASS RD, LONGBOAT KEY, FL 34228
$4,995,00095 Days on yellowkey MLS ID: A4678515
3 Days Off yellowkey (back on 3/23/2026)
Bed: 3 Bath: 3.5 Liv Area Sq Ft: 2520 Built: 2022Community: Emerald HarborSingle Family
Remarks: Welcome to a crisp & clean Florida ranch. Located in popular Emerald Harbor which is a bayside enclave of just 82 homes. Homes are located on broad lagoon-style canals that provide direct boating access to Sarasota Bay. 20 ft. private Beach access is a real bonus for sunworshippers. This 3 bedroom 3.5 bath custom home blends Dutch Cape and West Indies architectural style. It is a split design with the primary bedroom and office at one end of a large great room and two guest ensuites on the other end. The resulting clean lined design is resplendent with light. The open kitchen is without walls to design the space. Towering over the KitchenAid gas range is a custom-built plaster range hood. The primary bedroom features a vaulted pyramid cypress ceiling which enhances the beauty of the home. The primary bath features porcelain Calacatta tiles which adds to the floors of this light filled bathroom A terraced backyard takes outdoor living to a new level. There is an outdoor kitchen, fireplace, fire pit and a raised jacuzzi taking advantage of the water views. It's a real plus. The outdoor kitchen with grill has a dining area and a seating area with wood burning fireplace. The outdoor terrace runs the length of the terrace above mimicking the interior layout. The home is nicely landscaped with mature palm trees and lush tropical vegetation. New seawall (2024) with boat lift which is engineered to lift and store your vessel high above any rough waters--This Jewel is a must see!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Michael Nink, Pa (941-914-2805)
610 YARDARM LN, LONGBOAT KEY, FL 34228
$3,999,999146 Days on yellowkey MLS ID: A4673592
0 Days Off yellowkey (back on 3/16/2026)
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 4138 Built: 2003Community: Country Club Shores Sec 02Single Family
Remarks: Experience elevated coastal living in this updated, elegantly styled waterfront residence in the coveted community of Country Club Shores on South Longboat Key. This beautifully maintained home has no history of flood or storm-water damage and offers peace of mind with a brand-new roof, all-new seawall, new dock, two boat lifts, updated mechanicals, and a private elevator—creating a true turn-key waterfront opportunity. Inside, soaring vaulted ceilings and walls of glass frame sweeping bay views throughout the bright, open living spaces. The thoughtfully designed floorplan includes both formal and casual areas, featuring a living room, dining room, spacious family room, and an eat-in gourmet kitchen with high-end appliances—ideal for effortless entertaining. In addition to the main primary suite, there is the flexibility of having a first-floor primary as well, allowing you to tailor the layout to your lifestyle or guest needs. The primary suite offers panoramic water views, a spa-style bath, and a generous terrace perfect for capturing vibrant sunrises over the bay. Three additional guest suites ensure comfort and privacy for family and visitors. Outdoor living features a gas-heated pool and spa (LED lighting, smartphone-controlled), multiple lounging and sunning decks, and spaces designed for al fresco dining or simply relaxing with the bay as your backdrop. Fresh landscaping enhances the home’s elevated setting and timeless curb appeal. Perfectly positioned, this residence offers quick boating access, Gulf deeded beach access, and is just moments from—and walkable to—the Longboat Key Club for golf, dining, and tennis. Enjoy an easy drive to St. Armands Circle, downtown Sarasota’s vibrant arts and dining scene, and the convenience of Sarasota International Airport just minutes away. A rare opportunity to own a refined, updated, and fully equipped waterfront retreat in one of Longboat Key’s most chosen neighborhoods—luxury living, elevated.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Nicholle Mckiernan (941-928-2922)
1925 GULF OF MEXICO DR #G8-302, LONGBOAT KEY, FL 34228
$679,00036 Days on yellowkey MLS ID: A4686871
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1257 Built: 1978Community: Seaplace ViCondo
Remarks: Experience the Best of Gulfside Living at Seaplace on Longboat Key! Welcome to this beautifully maintained 2-bedroom, 2-bath residence offering the perfect blend of comfort, style, and coastal charm. This light-filled unit features an updated kitchen with rich wood cabinetry, granite countertops, and ample storage—ideal for both everyday living and entertaining. The spacious primary suite offers a relaxing retreat with generous closet space and an en-suite bath, while the guest bedroom provides comfort and privacy for visitors. Both bathrooms are tastefully updated, and the open-concept living and dining areas flow seamlessly to the screened lanai. Step outside to your private lanai with hurricane impact screening, where you can enjoy tranquil views and refreshing Gulf breezes. The home is further enhanced with hurricane-impact windows, providing peace of mind and energy efficiency. Residents of Seaplace enjoy approximately ½ mile of pristine Gulf beach frontage and an exceptional array of amenities across 42 beautifully landscaped acres. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, scenic walking trails, a fitness center, and a clubhouse with kitchen, library, and sauna. Additional features include a playground, grilling areas, on-site management, and a 24-hour staffed gatehouse. Whether you're seeking a full-time residence, seasonal retreat, or investment opportunity, this property offers a low-maintenance island lifestyle in one of Longboat Key’s most desirable communities. Enjoy breathtaking sunsets, beachside strolls, and resort-style living—schedule your private showing today!
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Michael Renick Pllc (941-400-8735)
615 BUTTONWOOD DR, LONGBOAT KEY, FL 34228
$1,250,000144 Days on yellowkey MLS ID: A4673335
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2080 Built: 1967Community: Longboat Shores RevSingle Family
Remarks: It's all about location. Just a short drive from Sarasota, Longboat Key offers unrivaled natural beauty in a coastal retreat. This home/land lot is a 1/3-acre with 100 feet of canal frontage on the desired south side of Longboat Key, and so close to the beach is about as good as it gets. The improvement can be inspected for remediation, and the generous lot features a healthy and substantial seawall on a private and quiet street, offering a golden opportunity for a luxury new build. Seller will offer house plans from a reputable LBK coastal builder, Brista Homes (plan buyer expense). The Buttonwood Community has been touted by the Longboat Observer as the neighborliest neighborhood on Longboat Key and is unique for having its safe harbor, boat ramp and boat slips up to 28 feet for its residents. Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. It's all about connectivity. Sarasota SRQ Airport’s soaring success added 20 flights, 20% passenger growth, a new runway and terminal in 2024, ranks No. 1 for the fastest-growing airport in the U.S., and ranks No. 1 best resort airport in the entire country, where passengers can get off a plane and feel like their vacation has begun. It's all about investment. Beyond the numbers is the intangible and powerful increase in consumer confidence, which has always proven to enormously influence the housing market, especially luxury and second-home purchases. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide’s list of Top 12 Destinations for 2025. Gov. Ron Desantis announced February 20, 2026, another record-breaking year for tourism in Florida welcomed 143.3 million visitors throughout 2025. An estimated 33.5 million visitors as the highest fourth quarter for visitation on record. According to the release, Florida is the #1 domestic travel destination in the U.S. and a standout choice for international visitors.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-383-2500)
Listing Agent: Walter Hackett (941-685-3994)
2600 HARBOURSIDE DR #C-04, LONGBOAT KEY, FL 34228
$350,0001227 Days on yellowkey MLS ID: A4554905
Bed: Bath: 0.0 Community: Longboat Key MooringsDock-Rackominium
Remarks: Unique with a 42 ft long finger pier and is nicely protected on the west bank at Longboat Key Club Moorings from this 55 ft x 21 ft. slip in the marina. Enjoy all the amenities of the private Longboat Key Club as a Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, exquisite comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, teak chase lounges, and fabulous bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Longboat Key Moorings is truly a World Class facility. Buyer is required to join the Longboat Key Club via recreational covenant. Longest boat permitted in the slip is 50 feet. Beam depends on the make/model of the vessel. Must submit a current photo of the vessel in the marina office for approval by the Association before entering the marina and occupying the slip.
Listing is courtesy of: LBRE LLC (941-383-8383)
Listing Agent: Jennifer Wilson (941-809-7592)
4976 GULF OF MEXICO DR #Villa 18, LONGBOAT KEY, FL 34228
$675,000213 Days on yellowkey MLS ID: A4665034
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1900 Built: 1974Community: Windward Bay AmdCondo
Remarks: PRICE REDUCED on this rarely available waterfront villa in Windward Bay, which lives like a single-family home while offering the convenience of maintenance-free island living. With nearly 1,900 square feet, this is the largest floor plan in the community and offers beautiful Sarasota Bay and canal views from the main living areas. The well-designed layout includes a spacious waterfront great room, two large bedrooms, two updated bathrooms, and a flexible bonus room that can easily serve as a third bedroom, home office, or private guest suite with its own exterior entrance. The open kitchen features quartz countertops, stainless steel appliances, generous cabinetry, and overlooks the living space, making it ideal for everyday living or entertaining. Recent improvements including hurricane impact windows and luxury vinyl flooring throughout provide both comfort and peace of mind. A large interior laundry room with newer full-size washer and dryer offers additional storage and the potential to add a third bathroom if desired. The attached covered carport provides convenient access directly into the home. Enjoy true Florida waterfront living from the enclosed Florida room and private patio where you can relax, grill, or watch dolphins and manatees in the canal. This well-managed community has completed its structural integrity requirements and allows rentals twice per year with a one-month minimum and no ownership waiting period, making this an excellent option for both personal use and investment. Flood insurance is included in the condo fee for additional peace of mind. Located directly across from Zota Beach Resort and close to dining, shopping, and the best beaches on Longboat Key, this property presents an outstanding opportunity to own a spacious waterfront residence at an attractive value.Windward Bay offers exceptional resort-style amenities: two heated pools with complimentary chaises, saunas, tennis and pickleball courts, a fitness center, shuffleboard, boat slips ($60/month with an owner-supplied lift), kayaking and paddleboarding (storage/launches $40/year), fishing, and three deeded beach accesses. Stroll or bike through 26 acres of professionally landscaped bayfront grounds, or head across the street to Zota Beach Resort for fine dining and sunset cocktails. This proactive community has passed its structural integrity inspection and is certified for another ten years. Owners may rent twice per year with a one-month minimum and no ownership waiting period—ideal for generating income while enjoying a peaceful coastal lifestyle. Exceptionally pet-friendly, Windward Bay welcomes two large pets up to 75 lbs each, with pet comfort stations throughout the property. Even Renters can have pets…a uniquely appealing feature for those seeking rental income. For peace of mind, flood insurance is included in the Condo fee. Seize this rare opportunity to own a tranquil island haven that combines space, style, and simplicity in a paradise-like setting. What could be better? It could be yours!
Listing Agent: Debbie Mchardy (941-960-6099)
4234 GULF OF MEXICO DR #D1, LONGBOAT KEY, FL 34228
$595,000144 Days on yellowkey MLS ID: A4673543
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1973Community: Pelican Harbour & Beach ClubCondo
Remarks: $100,000 PRICE REDUCTION! Refined coastal renovation, waterfront location, deeded beach, pet-friendly, pickleball, tennis, kayaking, boating, and the best of casual island living. Enjoy the larger D1 plan, offering owners more square footage in this open concept two-bedroom, two-bath condominium in Longboat Key's Pelican Harbour & Beach Club. Plus this unit comes totally turnkey furnished and is move-in ready. The Association's amenities include private beach, tennis and pickleball courts, heated resort-style pool, clubhouse, bike storage, kayak launch, and owner boat docks. The condominium features include hurricane windows and doors, contemporary-style fireplace, new flooring, custom cabinetry, stainless appliances, crown molding, plantation shutters, tankless water heater, new air conditioner, and designer ceiling fans. Spacious primary suite boasts a private bath with custom walk-in shower, built-in closets, and water views. The guest suite, split from the primary, offers friends and family alike private space and a convenient adjoining bath with a custom walk-in shower, as well. There is plenty of closet space and storage throughout, and an in-unit laundry with matching front-load HE washer and dryer. In addition, with the D1 plan being larger than other Pelican Harbour two-bedroom condominiums, owners will appreciate the larger spaces for gathering and hosting. Association provides on-site maintenance; landscaping; building property, wind, flood and liability insurances; roofs; exterior painting; cable; water; sewer; trash; and more. Pelican Harbour also has fully funded reserves and has installed new roofs, new hurricane-rated carports, upgraded pickleball and tennis courts, and offers owner boat docks with electric and water. Pelican's private beach is only steps away and offers stunning sunset and Gulf views with miles of turquoise waters and crystal sands. You'll also appreciate the convenient mid-island location close to Bayfront Park, grocery, restaurants, shopping, places of worship, and easy access to St. Armands, Sarasota and Anna Maria. Gorgeous coastal renovation, larger D1 floor plan, fantastic mid-island location, pet-friendly and one of the best amenity packages on the island. Enjoy Pelican Harbour and Beach Club. Schedule your private showing today.
Listing Agent: Michael Seamon (941-586-1802)
4311 GULF OF MEXICO DR #501, LONGBOAT KEY, FL 34228
$1,095,00087 Days on yellowkey MLS ID: A4680043
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1239 Built: 1977Community: Longboat Beach HouseCondo
Remarks: Some Photo's are virtually staged ! Spectacular gulf front views from this 5th floor 2 bedroom/ 2 bathroom condo residence in rarely available Longboat Beach House with convenient mid key location in close proximity to Longboat Key shops & restaurants as well as Bayfront Park with its pickleball courts and kayak launch and St Armands Circle. Left entirely unscathed by the recent storms, this unit includes impact windows & sliding doors, storm shutters, new flooring & fresh paint and is enhanced by its 6' x 38' gulf front terrace overlooking the tranquil waters of the Gulf of Mexico and its vibrant marine life and dazzling sunsets. A heated pool compliments the resort lifestyle.
Listing Agent: Richard Perlman (941-228-8580)
4835 GULF OF MEXICO DR #106, LONGBOAT KEY, FL 34228
$749,90077 Days on yellowkey MLS ID: A4677656
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1393 Built: 1970Community: Westchester AptsCondo
Remarks: Year after year, The Westchester has been considered to be the most sought after location on Gulf of Mexico Drive. This two bedroom, two bath 1,393 sq. ft. condominium holds many family memories, which could now be yours. Experience the beautiful views of the Emerald waters from both lanais. Unit has recently been completely painted with newly installed flooring. Unit is move-in ready to be enjoyed! Both bathrooms contain generous walk-in closets, with a washer/dryer installed in the guest closet. Come witness Resort Style amenities of two heated pools, beach cabanas, car wash station, a tennis and pickleball court, shuffleboard court, kayak rack, outdoor storage and a welcoming grilling convenience behind Club 72. This split plan, first floor, master en-suite unit awaits your TLC. Kitchen includes side-by-side beverage refrigerators. Seller has replaced new impact resistant hurricane windows and sliders. A replacement hurricane rated front door will also be installed. The Westchester is conveniently located in close proximity to St. Armand's Circle, downtown Sarasota and many dining experiences. Renovated Clubhouse with Fitness equipment is currently under construction, while the pool deck area will include a hot tub. These renovations, together with landscaping have an anticipated completion of May, 2026. R & R IS THE PACE, LBK IS THE PLACE!!!!
Listing Agent: Toni Giliberti (941-284-9208)
535 SANCTUARY DR #C807, LONGBOAT KEY, FL 34228
$3,750,00081 Days on yellowkey MLS ID: A4680240
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2580 Built: 1990Community: Sanctuary IvCondo
Remarks: Sanctuary penthouse with spectacular views of the Gulf, and Intracoastal Waterway to Sarasota. *Now Unfurnished*. Total renovations completed in 2023 with nothing overlooked, including but not limited to EFCO turtle-approved glass, high-impact double pane hurricane sliders and windows, crystal custom kitchen cabinets by SRQ Custom Cabinetry, Thermador appliances including induction cooktop, wall-mounted microwave and convection oven, side-by-side Thermador refrigerator, Wi-Fi enabled dryer and hood fan, laundry room with added pantry features and a newly created breakfast bar. Complete water filtration system and quartz countertops throughout, with 5.5-inch baseboards with custom-milled crown molding and trim, solid wood doors, rectified 12-by-60-inch porcelain tile flooring, and custom built-ins in living room and primary bedroom. Hunter Douglas remote-controlled blinds, 10-foot-high ceilings complete with skylights, tankless hot water system, and two zoned air conditioning units installed in 2019 and 2023. Amenities include cable, water and internet. New roof in 2024. Storage locker with under-building parking. Nearly 18 acres with 1,200 feet of Gulf of Mexico beachfront, an Olympic-sized heated pool and spa with extensive pool decks, a fire pit and gazebos to provide shade. A 24/7 guard gate, Har-Tru tennis courts, on-site management, and a two-story clubhouse come complete with a fitness center, showers, saunas and a large entertaining room with catering facilities. Membership to the Longboat Key Club is available which would include six restaurants, 45 holes of golf, 20 tennis courts plus other amenities. You are close to shopping, Publix, CVS, places of worship, a library, town hall and banks, St. Armands Circle along with Sarasota and all it offers.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Dennis Girard (941-809-0041)
713 SAINT JUDES DR S #2, LONGBOAT KEY, FL 34228
$595,000112 Days on yellowkey MLS ID: TB8460267
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1215 Built: 1966Community: Saint Judes AptsCondo
Remarks: Exceptional opportunity to own a turnkey, direct waterfront condo with a private dock on Longboat Key, offering 2 bedrooms, 2 bathrooms, 1 carport, 2 parking spaces, and 1,215 sq ft of thoughtfully updated living space. Situated on a quiet canal with direct access to the Intracoastal Waterway, this residence is ideal for those seeking the relaxed, island lifestyle Longboat Key is known for—morning water views, gentle breezes, and peaceful coastal living. The condo has been completely renovated with all improvements fully permitted, providing confidence, comfort, and long-term value. Upgrades include a brand-new kitchen with new appliances, new A/C, new plumbing, new water heater, upgraded electrical panel, and all new windows. The building features a metal roof replaced in 2016, offering durability and added insurance appeal—perfect for buyers looking for low-maintenance, worry-free ownership. Ideally located just minutes from the Gulf of Mexico beaches, island dining, and everyday conveniences, with Durante Park nearby, featuring scenic walking trails, lush gardens, and waterfront views of Sarasota Bay—an ideal setting for daily walks and sunset enjoyment. Unique Opportunity: The adjacent unit is also available, presenting a rare chance to own the entire building as a waterfront duplex—ideal for multi-generational living, hosting visiting family, or creating additional income while enjoying your own private island retreat. Whether you are looking for a full-time residence, seasonal escape, or legacy investment, this beautifully renovated waterfront condo offers the best of Longboat Key living—comfort, tranquility, and timeless coastal appeal. Schedule your private showing today and experience island living at its finest.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Connor Meckley (941-279-0013)
5260 GULF OF MEXICO DR #403, LONGBOAT KEY, FL 34228
$649,999108 Days on yellowkey MLS ID: A4677090
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1128 Built: 1974Community: The Banyan Bay ClubCondo
Remarks: This beautifully maintained, ground-floor 2-bedroom, 2-bathroom condo in the desirable Banyan Bay Club offers an exceptional opportunity to own a spacious, modern / updated, move-in-ready home perfectly positioned in a charming, pet-friendly gulf-to-bay community. This unit combines convenience, amenities, and a relaxed coastal lifestyle—all at an outstanding location. This Banyan Bay condominium has an open floor plan with plank style ceramic tile throughout, recently updated featuring new cabinets, vanities, quartzite/quartz countertops and new stainless steel appliances; new Central Air system, and new hot water heater, in-unit full-size washer & dryer, modern tile design in bath, extra sleeping nook for added flexibility, tastefully furnished (can be sold furnished), private patio nestled under a majestic banyan tree-ideal for morning coffee or evening cocktails, large glass hurricane sliders & windows offering a garden view, fiber optic internet included for each unit. SQUARE FOOTAGE IN SLEEPING NOOK IS ADDED TO MAKE THE INTERIOR SQ FTG 1163. The resort-Style Community Amenities (steps from your door): heated community swimming pool, newly resurfaced tennis and pickleball court, fully equipped fitness center, clubhouse with social hall and full kitchen, new day dock, fishing pier, kayak/paddleboard launch, & storage, private gulf beach access with complimentary lounge chairs on the sand, assigned covered carport parking plus ample guest parking, exterior storage for beach gear, on-site manager and carefree exterior maintenance handled by the association, bicycle storage and mature tropical landscaping with giant banyan trees. Unbeatable Location-why Mid-Key is Best! Everything you need is within walking distance; numerous restaurants & cafes, boutiques, beautiful Durante Park with shaded trails and playground, 3 minute walk to your private Gulf beach, 1-minute walk to the community pool, gym, clubhouse, and courts,. This 44-unit condominium offers a social atmosphere, plenty of activities, up to 2 pets allowed (no weight or size limit). Whether you are seeking a full-time residence, vacation getaway, second home or investment property (valued returning renter’s incomes can offset HOA fees), this immaculate condo is ready for you to move in and start enjoying the island lifestyle today. Don't miss this combination of location, amenities and value on Longboat Key!
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Kaitlin Kuhn (941-400-7861)
600 SUTTON PL #101B, LONGBOAT KEY, FL 34228
$349,900393 Days on yellowkey MLS ID: C7507243
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 883 Built: 1973Community: Sutton PlaceCondo
Remarks: Waterfront condo with Sarasota Bay views! Perfectly positioned along Sarasota Bay on **Longboat Key** and just steps from the turquoise waters of the **Gulf of Mexico**, this exceptional community offers the ultimate coastal lifestyle in an unbeatable location. Current owners have never had water intrusion from any hurricanes. This spacious ground-floor corner residence features an expansive open-concept layout designed to comfortably accommodate up to six guests. The beautifully remodeled kitchen showcases stainless steel appliances, a brand-new range, granite countertops, stone backsplash, recessed lighting, and solid wood cabinetry — blending modern style with everyday functionality. A charming nook provides the perfect space for additional sleeping accommodations or a cozy retreat to enjoy serene bay views. Impact-rated sliding glass doors open seamlessly to the outdoors and are complemented by brand-new Shade Store cellular window treatments. Relax while taking in peaceful water and pool views from the comfort of your living space. The spacious primary bedroom features custom cellular shades with top and bottom openings to maximize natural light and views, along with a walk-in closet complete with built-ins. The ensuite bath has been thoughtfully updated with a newer vanity and a brand-new shower remodel (2025), offering a fresh, modern feel. Furnishings are optional and tastefully curated with designer touches, making this property move-in or rental ready. Exceptional Community Amenities - Residents enjoy a truly unique waterfront lifestyle: Two heated pools, Marina and clubhouse, Available boat slips for rent, Fish-cleaning station, Kayak storage with electric launch, BBQ grilling areas, Car wash station, Lighted assigned carport parking, Elevator access, Private storage unit (3rd floor), Laundry facility (2nd floor), Exclusive deeded beach access on Longboat Key, featuring a pavilion, storage lockers, indoor showers, and restrooms. Enjoy watching dolphins and manatees from the bayfront grounds, spend your days fishing or kayaking, or relax on the sugar-sand beaches just across the street. The community is also in the planning stages of adding a brand-new state-of-the-art fitness center. Shopping and dining are just minutes away at the renowned **St. Armands Circle**. Experience the best of both worlds — Gulf-front beach days and tranquil bayfront evenings. This is coastal living at its finest.
Listing is courtesy of: MARINA PARK REALTY LLC (941-205-0888)
Listing Agent: Jill Baldwin (941-223-2025)
1925 GULF OF MEXICO DR #G8-303, LONGBOAT KEY, FL 34228
$799,00038 Days on yellowkey MLS ID: A4686510
0 Days Off yellowkey (back on 3/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1978Community: Seaplace ViCondo
Remarks: Welcome to this beautifully updated coastal retreat, where style, comfort, and functionality come together seamlessly. This light-filled residence features an open-concept layout with wide-plank tile flooring throughout, creating a clean, modern look that’s perfect for beachside living. The updated kitchen is both stylish and functional, showcasing granite countertops, custom cabinetry, stainless steel appliances, and a spacious breakfast bar—ideal for entertaining or casual dining. Relax and unwind in the spacious living area, which flows effortlessly to the screened lanai—perfect for enjoying morning coffee or evening breezes with partial Gulf views and lush tropical surroundings. The primary suite offers a serene escape with tasteful coastal décor and ample storage, while the guest bedroom is thoughtfully designed for comfort and privacy. The fully renovated bathroom features a walk-in glass-enclosed shower, modern tilework, and dual vanities for added convenience. Additional highlights include: In-unit washer & dryer Updated finishes throughout Residents of Seaplace enjoy approximately ½ mile of pristine Gulf beach frontage and an impressive array of amenities across 42 beautifully landscaped acres. Highlights include two heated swimming pools and spas, Har-Tru tennis courts, scenic walking trails, a well-equipped fitness center, and a clubhouse featuring a kitchen, library, and sauna. Additional amenities include a playground, community grills, on-site management, and a 24-hour staffed gatehouse for security. Enjoy breathtaking sunsets, peaceful walking paths, and a truly low-maintenance island lifestyle—all at an exceptional value. Schedule your private showing today!
614 NORTON ST, LONGBOAT KEY, FL 34228
$3,200,00085 Days on yellowkey MLS ID: TB8470030
Bed: 6 Bath: 5.5 Liv Area Sq Ft: 4676 Built: 1994Community: Sleepy Lagoon Park 2Single Family
Remarks: Experience exceptional waterfront living in this impressive canal-front estate on coveted Longboat Key, offering deep-water boating, a private dock, and quick, easy access to the open Gulf. Perfectly positioned on a saltwater canal just moments from the beach, this residence delivers an outstanding coastal lifestyle for boating enthusiasts and luxury buyers alike. Spanning just under 4,700 square feet, the home features six generously sized bedrooms, five and a half baths, a private elevator, and a rare four-car garage, providing abundant space for family, guests, and storage. Expansive balconies extend across the entire rear of the home, creating multiple outdoor living areas ideal for entertaining, relaxing, and enjoying tranquil water views. The primary suite offers its own private balcony overlooking the canal. Outdoor living is enhanced by a sparkling in-ground pool and ample space for waterside enjoyment. Boaters will appreciate the deep-water canal, private dock, and efficient access to the Gulf. Inside, the home showcases a true chef’s kitchen featuring a gas range, double ovens, dual wine refrigerators, two dishwashers, stunning granite countertops, abundant cabinetry and storage, and a large walk-in pantry. An oversized island with seating for six anchors the space, ideal for casual dining and entertaining. A formal dining room, multiple living areas, and abundant natural light create a welcoming yet sophisticated atmosphere. A secondary kitchenette and game room area provide added flexibility for entertaining, extended guests, or multi-generational living. Conveniently located close to Longboat Key’s renowned beaches, dining, and shopping, this exceptional property offers a rare opportunity to enjoy luxury waterfront living with boating access, generous living space, and refined coastal comfort in one of Florida’s most desirable island communities.
Listing is courtesy of: COMPASS FLORIDA LLC (727-339-7902)
Listing Agent: Tracey Johnson (813-767-2067)
4380 EXETER DR #101, LONGBOAT KEY, FL 34228
$390,00042 Days on yellowkey MLS ID: A4686109
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1970Community: Longboat HarbourCondo
Remarks: Investor alert. Great investment opportunity! Condominium is in great condition. Best price for two-bedroom, two-bath condominium in sought after community of Longboat Harbour. Motivated sellers, ready to have a new buyer enjoy this lovely waterfront first-floor end-unit condominium. New roof, all assessments paid, granite countertops, kitchen open to living area. All glass lanai, tile throughout main living, carpet in bedrooms were in the bedrooms but carpet removed for new flooring to be installed. A huge plus: end unit, close to the beach, washer and dryer are in the unit. Hurricane shutters on rear of unit. Additionally, the beautifully renovated recreation room overlooking the bay serves as heart of social gatherings in Longboat Harbour, hosting a variety of clubs and activities complemented by a kitchen and dance floor. The four heated swimming pools provide relaxation and enjoyment year-round. For beach lovers, a community beach pavilion across Gulf of Mexico Drive offers residents private, private deeded beach access with a cabana, parking, restrooms and dressing areas. Witness breathtaking sunrises, spot manatees and savor stunning sunsets along the Gulf beach. This exceptional opportunity offers an unparalleled lifestyle in one of Longboat Key's active, social and vibrant communities! Seize the opportunity to experience waterfront living at its finest. This condominium community was not impacted by hurricane flood waters, according to the owner. Make this beautiful community your next home!
Listing Agent: Kimberly Freiwald (941-256-6775)
701 MARBURY LANE, LONGBOAT KEY, FL 34228
$1,500,000296 Days on yellowkey MLS ID: A4657604
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2246 Built: 1993Community: Sleepy Lagoon Part No 2Single Family
Remarks: Welcome to Bougain Villa, your Tropical Island Oasis on a deep water canal leading to secluded sandbars, the turquoise waters of the Gulf of Mexico, and several nearby waterfront restaurants. From the moment you arrive at this magical property, Zen Vibes will calm the mind and put it's whimsical spell on you. Lush plantings, perfectly positioned sitting areas, a private cocktail pool and a custom dock flanked by native mangroves surround this elevated Charmer. Perfectly updated and decorated for maximum pleasure, the vaulted ceilings, clerestory windows providing lots of natural light, and huge back deck enhance the inviting living space and make this home perfect for entertaining indoors & outdoors. Cherry wood cabinetry, a cozy breakfast bar, granite tops, gas range and stainless steel appliances enhance the private kitchen which overlooks the comfortable family room. The primary suite with it's vaulted ceilings and wood floors is totally tucked away, and it's spa-like bathroom with dual sink, separate shower and jetted tub is a perfect retreat highlighted by natural stone and Travertine finishes. The guest bedrooms offer sunrise views, vaulted ceilings and cozy wood flooring and share a Moroccan inspired bathroom. The pecky cypress ceilings, indirect lighting throughout the living space and the colorful interior design and decor are truly special and the enclosed workshop, garage space and gardening sheds below provide additional room for fun. Easy access to miles of Longboat Key's pristine sugar sand beaches where neighbors gather to enjoy spectacular sunsets or just to enjoy a relaxing beach day. The convenience of nearby casual & fine dining, shopping and a short drive to Anna Maria Island's popular night life spots, as well as the Longboat Key Club with resort style amenities, make this the perfect island location for anyone dreaming of living the coveted Florida lifestyle. So come and discover your coastal adventures today on Florida's most prestigious barrier island.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Tina Rudek Stark, Pa (941-920-0303)
1581 GULF OF MEXICO DR #507, LONGBOAT KEY, FL 34228
$3,500,000221 Days on yellowkey MLS ID: A4665165
1 Days Off yellowkey (back on 3/20/2026)
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 1721 Built: 2024Community: St. Regis Longboat KeyCondo
Remarks: Under contract-accepting backup offers. St. Regis Longboat Key offers an exceptional opportunity to experience refined living on the pristine sands of Longboat Key. This distinguished five-star resort hotel and private residence enclave commands panoramic views of the Gulf and provides direct beach access, setting the stage for an unparalleled coastal lifestyle. Upon entering this remarkable residence, one is immediately welcomed by voluminous ceiling heights and expansive views that infuse the interiors with abundant natural light. The thoughtful architectural design ensures breathtaking water vistas from the kitchen, oversized balcony, great room, and dining area, creating an ambiance of openness and serenity. The kitchen, equipped with premium Wolf and Sub-Zero appliances, is a testament to both performance and sophistication, perfectly suited for culinary enthusiasts. The primary bedroom suite seamlessly extends into a generous walk-in closet and a luxurious bathroom, complete with a frameless walk-in shower, mechanized commode, and his and her sinks. For ultimate convenience and security, residents may enjoy direct elevator access to their home via keyless entry, setting a new standard in modern elegance. Beyond the residence itself, St. Regis Longboat Key presents a distinguished array of amenities meticulously curated for its residents. The Private Resident’s Clubhouse offers an environment of exclusivity, complemented by a state-of-the-art fitness center, as well as a pool and spa area reserved solely for residential use. Residents are granted privileged access to the legendary St. Regis Butler and Concierge services, which exemplify world-class hospitality and attention to detail. An extraordinary oceanfront spa awaits, alongside diverse dining experiences that showcase the highest standards of culinary excellence. Personal cabanas along the shore create private retreats for relaxation, while the family-friendly amenities include a meandering lazy river and a unique saltwater lagoon. This lagoon is home to a vibrant array of tropical fish species, graceful stingrays, and the resort’s resident tortoises, offering a captivating wildlife experience within the lush grounds. Spanning seventeen acres of beachfront on the coveted Longboat Key barrier island, this private oasis is conveniently located only 3.5 miles from St. Armand’s Circle, the region’s premier destination for shopping and dining. Whether seeking tranquil solitude or an active social environment, every aspect of life at St. Regis Longboat Key has been thoughtfully designed to anticipate and fulfill the desires of its residents. This offering represents more than just a residence; it is an invitation to embrace the legendary St. Regis lifestyle, defined by elegance, comfort, and outstanding service. Begin your journey to extraordinary Gulfside living.
Listing is courtesy of: JAMES BUCHANAN REALTY (941-343-8548)
Listing Agent: James Buchanan (941-376-0064)
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