Homes For Sale in Longboat Key 34228 - 377 homes

Remarks: Wrapped in lush, mature landscaping and set along a tranquil mangrove-lined canal, this waterfront 3BR/2.5BA residence on Longboat Key offers space, privacy and an inviting canvas for future vision. A circular paver driveway and stepped front entry create a gracious arrival, framed by tropical greenery and a classic barrel tile roof. Inside, cathedral ceilings with exposed beams, clerestory windows and a wall of glass sliders fill the great room with natural light. A corner fireplace adds warmth and character, while the open layout feels airy and welcoming. Sliders extend the living space outdoors to a wood deck shaded by a pergola, where peaceful canal views set a calming backdrop for everyday living. The kitchen brings a distinctive mid-century influence, featuring low-profile black-and-white cabinetry, a center island with sink, black stone countertops, white appliances, a breakfast bar, an eat-in area and an adjacent dining space that flows easily into the great room. It is functional and full of personality, with room to reimagine if desired. The primary suite is spacious, offering slider access to the deck and a large bath with dual vanities, spa tub and walk-in shower, presenting an opportunity to update and personalize. Guest bedrooms are comfortably sized, and the guest bath is generous with dual vanities. An in-residence laundry room adds convenience. Outdoors, a caged pool with spa sits privately to the side of the home, while the rear of the property opens to excellent boating water. A private dock and boat lift are positioned along a protected canal, bordered by mangroves and just moments from Sarasota Bay. Located in The Bayou, an intimate gated enclave within Bay Isles, residents enjoy access to the private Bay Isles Beach Club, along with optional membership to the Longboat Key Golf & Tennis Country Club and Harbourside Moorings deepwater slips. This is a rare opportunity to enjoy waterfront living today, with the freedom to shape what comes next in one of Longboat Key’s most desirable communities.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Bruce Myer (941-376-5311)

Remarks: Perfectly positioned on Sarasota Bay at the southern end of Longboat Key, this beautifully renovated 3BR/3BA, 2,298± sq. ft. residence with a private 2-car garage at Tangerine Bay Club combines luxury, comfort, and a premier location just moments from St. Armands Circle and downtown Sarasota. A private front courtyard welcomes you inside, where rich wood floors, custom doors, and neutral tones complement the panoramic bay views. Redesigned from its original layout, the home offers an open flow through the main living areas. The reimagined chef’s kitchen features stone countertops, custom cabinetry, stainless-steel appliances, a wine fridge, and center island. The living room’s corner fireplace and full wall of glass highlight the sparkling water views. The spacious terrace is ideal for relaxing or entertaining. The primary suite offers terrace access and a beautifully updated bath with dual vanities, glass shower, and private water closet. Tangerine Bay residents enjoy a lagoon-style pool with waterfalls, spa, tennis and pickleball courts, day dock, fishing pier and membership to the Bay Isles Beach Club with private beach access, cabanas and more. Across from the Longboat Key Club, optional membership includes access to golf, tennis, beach and pool facilities, marina, spa, and fine dining.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Bruce Myer (941-376-5311)

Remarks: Unlock the Door to Your Dream Beach and Boating Lifestyle! Step into a world of unparalleled charm with this move-in ready, fully furnished gem on Longboat Key. This isn’t just a home; it’s a transformative lifestyle choice for those craving adventure, relaxation, and vibrant social connections. Picture yourself waking up to breathtaking bay views every morning from your stylish condo, featuring elegant granite countertops, state-of-the-art appliances, and a spa-like shower that redefines luxury. Your perfect beach days await with exclusive private beach access, complete with a dedicated beach house that offers showers and restrooms for your convenience. For boating enthusiasts, the Longboat Key Yacht Club provides convenient boat slips and kayaks, giving you immediate access to the pristine waters of the bay. Stay energized and engaged with an array of top-tier amenities, including tennis courts, shuffleboard, a rejuvenating sauna, and a fully equipped gym. Join a dynamic social scene filled with workshops, a cozy library, an inspiring art studio, and clay classes, plus the warm camaraderie of the Book Buddies club that fosters connections. With four inviting swimming pools, a grand banquet hall for gatherings, a fun game room for entertainment, and convenient private beach parking, every day feels like a luxurious getaway. This is more than just a condo; it’s a lifestyle experience you truly deserve. Don’t let this extraordinary Longboat Key oasis pass you by! Schedule your showing today and discover if it’s your perfect match!

Listing is courtesy of: HOUSE MATCH (941-213-7028)

Listing Agent: Rachel Rademacher (612-965-6188)

Remarks: UNBEATABLE VALUE! AMAZING PRICE FOR A BRAND NEW BEACH & BAY VILLA! Renovated with precision, the final finishing touches were completed in 2025 (12 weeks in living time since renovation) for this quality engineered, down to the studs, two-bedroom and two-bath beach getaway villa. From the moment you step inside, you'll be greeted by a thoughtfully designed sunny open floor plan boasting recessed lighting and an array of sleek finishes throughout the home. Distinguishing features include the true craftmanship of custom solid core doors, chic beach themed door and cabinet knobs, custom designed laundry closet housing a Full-sized front load Samsung washer & dryer, self-close solid kitchen cabinets with a bonus spice rack cabinet, pull out shelves in the pantry and below the sink, ceramic floor tiling through-out including a curb less shower entry located in the primary suite’s “ensuite bathroom. The pièce de résistance is the Cambria Quartz (lifetime warranty) kitchen countertop chosen for the beach inspired aqua accents that showcase both a breakfast bar and a dual temperature wine/beer refrigerator for added pleasure. The second bedroom is cleverly designed to serve as both an office and a guest space, complete with a comfortable “guest chest” Murphy bed cabinet. For peace of mind while away, the villa is equipped with the latest Wi-Fi enabled keyless smart lock entry system, as well as a smart remote thermostat to monitor and manage remotely. Worry free living with a New A/C (2022), Water Heater (2024) and recent Hurricane Impact Windows/Sliding Doors, Roof, & Carport (2020). Located directly across the street, with 3 beach access points (one private deeded access) is the tranquil Gulf with its crystal-clear turquoise blue waters and uncrowded sandy beaches that attract visitors from all over the world. A low-density residence and a nature lover’s delight: from captivating bird watching to the frolicking dolphins and manatees of Longboat Key. Windward Bay's unparalleled amenities include 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee (first come first served), barbecue grills throughout, fishing piers, 2 fish cleaning stations, kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and community fire pits throughout the property. Conveniently accessible to Downtown Sarasota, St. Armands Circle, Anna Maria Island, Historic Cortez Fishing Village, Championship Golf Courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. Welcome home to “Pet Friendly” Windward Bay, where TWO pets are allowed. Windward Bay is a financially healthy Condo Association with a proactive Board. The Milestone Inspection and Capital Reserve Study are complete and Monthly Condo Fees for 2025 were actually reduced. This wonderful condominium exemplifies “Florida Gulf to Bay Living” at its finest. Windward Bay: "A Special Place and A Gem of a Community." Whether you're looking for a vacation home or a permanent residence, book your private showing today. Longboat Key and Villa 7 in Windward Bay offer everything you could desire to live the life you have always dreamed of!

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Debby Mccaig (941-544-1713)

Remarks: Where can you find an exquisite 3-bedroom waterfront condo on the coveted South End of Longboat Key under $700,000? Discover the ultimate island lifestyle in this beautifully furnished end unit located in the highly sought-after Bay Harbour community. Boasting a desired southern exposure, lower maintenance fees, and a pet-friendly policy, this condo is the perfect blend of comfort and convenience. Even better, the 2023 special assessment of $23,000 has been paid in full, covering a new roof, total building painting, and internal pipe lining. This immaculate home features a bright, coastal interior with a serene, open layout and spectacular bay and pool views through the multiple windows only an end unit can offer. The living room and third bedroom are elevated by beautiful moldings and updated ceilings, while the newer kitchen is a chef’s dream with all under-cabinet pull-out drawers and a clever corner turn-around for maximum storage. The bathrooms present an excellent opportunity for a new owner to customize and enhance the space with contemporary finishes. The primary suite is a true retreat, offering breathtaking water views and exceptional closet space with his-and-her built-ins. A unique design feature allows the hallway door to close, transforming the master entry into a private dressing room complete with a full-length mirror. For guests, the hallway is equipped with a pocket door to provide more privacy. The master bedroom also is equipped with a pocket door. Whether you use the expansive third bedroom for visiting family or as a home office, the versatility of the space is unmatched. Step outside and immerse yourself in the beauty of Sarasota Bay, where you'll enjoy direct access to a kayak launch and optional boat slips just steps from your front door. For boating and nature enthusiasts, Bay Harbour is a true gem. Enjoy direct access to a kayak launch and optional boat slips just steps from your front door. With no bridges to Sarasota Bay and just one to the Gulf, you'll have unrestricted access to deep waters for boats up to 42 feet. The remodeled marina is fully equipped with electrical, freshwater, and a fish cleaning station, while the seawall offers frequent visits from dolphins and playful manatees. This unparalleled location is just minutes from world-renowned St. Armands Circle and downtown Sarasota, and it is walkable to the Longboat Key Club, Dry Dock, and Charthouse. Whether you're seeking a permanent residence or a seasonal retreat, this waterfront oasis offers the perfect combination of location, luxury, and lifestyle.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Mairead Smialek (847-334-4848)

Remarks: Super value on 2nd floor 2br/2ba condo in Beach Harbor Club. This beautifully maintained Gulf-to-bay community offers boat slips on the bay and private beach access on the Gulf side, as well as pool, clubhouse, gym and private beach access just accross the street! Just bring your bathing suit and flip flops as this two-bedroom and two-bath unit has been beautifully updated to include an all-new bright open kitchen with custom cabinetry, stone counters and high-end appliances, including a Fisher & Paykel fridge, a two-drawer Cafe dishwasher, and a Cafe two-oven, six-burner stove. Flooring throughout was updated with a light blond luxury vinyl plank. Both baths had updates including cabinetry and countertops found in the kitchen. The AC was replaced in 2024. This home also has a sweet view of the Gulf from the outdoor seating area in the front. Beach Harbor Club is an active and amenities-rich community with boat docks, a pool, a gym, private beach access, kayak storage, a ground-level storage closet for beach gear, a beautiful clubhouse and just upstairs from this unit is a wonderful rooftop deck for sunset viewing.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Holly Switow (941-735-3186)

Remarks: **Price Improvement ~ Motivated Seller** Step into the island lifestyle you’ve always imagined at Privateer North, located behind the gates of the Longboat Key Club. This CORNER residence with over 1,400 sq. ft. invites you to wake each morning to the sound of waves and natural light streaming through wide glass doors. Sip your coffee on the balcony as Gulf breezes drift in, and in the evening, watch the sky transform with unforgettable Longboat Key sunsets. Inside, thoughtful UPDATES create a fresh, welcoming home. The owners have recently installed a NEW ELECTRIC PANEL, added NEW LIGHTING, FRESH PAINT in areas where needed, and are offering the property FULLY FURNISHED — so you can start enjoying it from day one. The OPEN LIVING AND DINING area flows easily for entertaining, while the SPLIT-BEDROOM design ensures privacy. The spacious primary suite features a WALK-IN CLOSET and SPA-STYLE BATH, while the guest suite provides a comfortable retreat for family and friends. Privateer North has just completed a STUNNING MODERNIZATION of its common areas and elevators, complementing its prime beachfront setting. Amenities include a BEACHFRONT POOL AND SPA, FITNESS CENTER, SAUNA, TENNIS and PICKLEBALL courts, CONCIERGE service, and DIRECT BEACH ACCESS — everything you need for a true resort lifestyle. With the new St. Regis Resort just minutes away, and St. Armands Circle and downtown Sarasota within easy reach, this home blends relaxation and sophistication in one of the Gulf Coast’s most desirable locations. Whether a seasonal retreat or full-time residence, Unit 204 offers the perfect balance of LUXURY, LIFESTYLE, and ISLAND CHARM. Call the listing agent today for a V.I.P. tour!

Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)

Listing Agent: Chris Carpenter (941-599-2277)

Remarks: Set at the peaceful end of a wide, deep canal on the north end of Longboat Key, this waterfront residence in Emerald Harbor offers a rare combination of space, privacy and effortless boating access. With long views straight down the canal and quick entry to Sarasota Bay, the setting feels calm, open and ideally positioned for life on the water. A circular paver brick drive framed by meticulously maintained landscaping leads to the front entrance, where a barrel tile roof and timeless exterior details create a welcoming first impression. Inside, 3,098+/- sq. ft. of thoughtfully planned living space unfolds in soft neutral tones, complemented by abundant natural light, large tile flooring, crown molding and expansive windows throughout the main living areas. The living room is designed for seamless indoor-outdoor living, featuring a full wall of pocket sliders that open completely to a covered sitting area accented by a pecky cypress ceiling. From here, the view extends across the pool, private dock and calm canal beyond, creating a natural backdrop for both entertaining and everyday enjoyment. The kitchen anchors the home with ease and functionality, offering a center island with breakfast bar, wood cabinetry, stone countertops, stainless steel appliances, tile backsplash and pendant lighting. Its placement allows the home to flow comfortably for gatherings or quiet evenings alike. The floor plan offers exceptional flexibility, with two generously sized suites. The main primary suite features a tray ceiling, a large custom walk-in closet and a beautifully updated bath with dual vanities, glass-enclosed shower and convenient access to the outdoor living area. A second suite includes its own custom walk-in closet and en suite bath, making it ideal for guests or extended family. Two additional bedrooms and a study overlooking the water complete the layout, along with three and a half total baths. Outdoors, the setting feels private yet expansive, with a sparkling pool and a private dock equipped with a boat lift. The canal offers excellent boating water with no-bridge access to the Intracoastal Waterway, Sarasota Bay and the Gulf. Emerald Harbor is a bayside enclave of just 82 homes, known for its broad lagoon-style canals and deeded private beach access located one block away.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Bruce Myer (941-376-5311)

Remarks: This exquisite turnkey furnished 2-bed, 2-bath villa has been fully and meticulously RENOVATED—not a detail overlooked, not an expense spared. Step inside and instantly feel the difference: an open-concept layout, a serene neutral palette, elegant recessed LED lighting, solid core doors with iron hardware, and tile wood grain flooring throughout for a sleek, modern, allergen-free environment. And the beauty isn’t just cosmetic—this home has been rebuilt from the inside out. Enjoy complete peace of mind with NEW electrical and plumbing, a 2023 HVAC, 2026 water heater, 2021 ROOF, fresh interior/exterior paint, and HURRICANE-IMPACT windows and sliders. There is plenty of space to store bikes and beach gear together with the 2026 GE stackable washer/dryer, for added everyday convenience. The expansive eat-in kitchen is a dream for cooks and entertainers alike. It shines with GE stainless appliances, including a slide-in 5-burner convection range, exterior-vented architectural hood, and French-door refrigerator with multi-drawer freezer. Custom cabinetry with crown moulding, soft-close hardware, dovetail drawers, and stunning quartzite countertops with full-height backsplash deliver both beauty and function. A nearby dining area features a custom buffet bar with glass display cabinets—the perfect blend of storage and sophistication. Single-story living makes everything effortless, and the covered carport even includes a “Tesla” charging outlet. Your private patio opens to lush tropical gardens—ideal for morning coffee, BBQs, or al fresco dining under the stars. Windward Bay offers a lifestyle that feels like a private resort. Enjoy three beach accesses, bay access, kayak/paddleboard launches and storage (just $35/year), plus two marinas with slips available on first-come-first -serve basis for $60/month (you can install your own lift—yes, lifts are allowed!). Amenities abound: 2 communal pools, tennis, pickleball, shuffleboard, a clubhouse with fitness center, locker rooms, saunas, lending library, and a fully equipped catering kitchen with banquet hall. Spread across 26 ACRES of beautifully landscaped grounds along a half-mile of Sarasota Bay, the community features peaceful walking/biking paths shaded by banyan trees, dotted with bougainvillea, and scented with lemon trees. PET-FRIENDLY (two pets up to 75 lbs!) and rental-friendly (two leases per year, minimum one month), it’s flexible for both owners and investors. Even better? The community recently completed its structural MILESTONE INSPECTION—passed and certified for the next 10 years. For peace of mind, flood insurance is included in the Condo fee. This is your chance to own a completely renovated, worry-free villa in a coveted coastal community—at an incredible value. Embrace the beach lifestyle and claim your tranquil Longboat Key haven today.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Debbie Mchardy (941-960-6099)

Remarks: One or more photo(s) has been virtually staged. NEW PRICE IMPROVEMENT! REDUCED $20,000! NEWLY REMODELED • COASTAL LUXURY RESIDENCE Longboat Harbour • Building E #208 | Corner End Unit • Bay & Harbour Views. CLOSEST BUILDING TO A SHORT WALK ACCROSS THE STREET WITH A PRIVATE DEEDED GULF BEACH ACCESS WITH PAVILION, RESTROOMS AND SHOWERS TOTALLY REMODELED FROM FLOOR TO CEILING second-floor corner residence in the highly sought-after Longboat Harbour Community. This light-filled home captures sweeping views of Sarasota Bay and Longboat Harbour. This spacious two-bedroom, two-bath retreat has been transformed with exceptional attention to detail. Elevated finishes, a soothing coastal palette, and an airy open layout blend modern luxury with effortless livability. Corner units of this caliber are rarely available. From the two bedrooms, you step out to the exceptionally Large Lanai with floor to ceiling sliding glass doors. A SHOWCASE KITCHEN WITH TWO SUNLIT WINDOWS AND WATER VIEWS Elegant, functional, and beautifully appointed: • Frigidaire Professional stainless steel appliances • Gleaming quartz countertops • 9-inch deep sink • Pull-out cabinet shelving • Pantry closet • Designer tile backsplash • Large Eat-In Kitchen with water views & sunsets • Instant hot-water. LUXURIOUS PRIMARY SUITE An elevated retreat professionally designed for comfort and relaxation • Private ensuite bath • Custom California Closet walk-in wardrobe • Built-in desk feature • Remote-controlled luxury solar shades. RESORT-INSPIRED AMENITIES Longboat Harbour offers a lifestyle unmatched on the Gulf Coast: • Designated covered parking spot conveniently located • Personal storage space on the third floor • Private deeded Gulf beach access with pavilion, restrooms & shower • Four sparkling pools • Fitness center & sauna • Tennis & pickleball courts • Billiards room, library & meeting rooms • Picnic areas with grills • Putting green • Fishing pier • Affordable resident-only boat dockage • KAYAK LAUNCH and KAYAK WHICH SELLER WILL BE GIFTING TO THE BUYER. Enjoy effortless waterfront living and endless ways to explore the natural beauty of Longboat Key. PROPERTY ENHANCEMENTS & UPDATES: Thoughtfully improved for comfort, reliability, and peace of mind: • NO HURRICANE DAMAGE OR FLOODING • Bosch Washer & Dryer • Newer AC: 12/5/221 • Newer Hot Water Heater: 3/3/17 • New roofs throughout the community • Electrical and plumbing systems updated. A BEAUTIFULLY RENOVATED INTERIOR THAT CREATES THE ULTIMATE COASTAL LIFESTYLE/ THE MONTHLY HOA FEE INCLUDES HAZARD, HURRICANE AND FLOOD INSURANCE/ RESERVES HAVE BEEN FULLY FUNDED

Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)

Listing Agent: Billie Chipain (941-587-8556)

Remarks: Welcome to 6851 Longboat Drive South, a completely renovated waterfront retreat offering the best of Longboat Key living. This exceptional residence features four bedrooms and four baths, including a private guest suite above the garage, and office/gym space, making it ideal for hosting family and friends in comfort and style. Designed with coastal elegance in mind, the home showcases light-filled living spaces, a modern open layout and high-quality finishes throughout. The seamless indoor-outdoor flow leads to tranquil waterfront views, ideal for entertaining or unwinding after a day on the water. Boaters will appreciate the private dock, providing direct access to the bay and making it easy to enjoy fishing, cruising or sunset rides right from your backyard. Every detail has been thoughtfully updated, offering peace of mind and turnkey convenience. Just minutes from the Gulf beaches, St. Armands Circle and Longboat Key Club, this property delivers a rare opportunity to own a move-in-ready waterfront home in one of Florida’s sought-after island communities.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Barbara Szumski (941-232-8776)

Remarks: READY FOR REMODELING: This unit in beautiful Gulfshore of Longboat Key, is waiting for a buyer with imagination. This unit will require restoration to make it the beautiful beach bungalow that it once was. As such, they are offering a dramatically reduced asking price to make restoration economically feasible. The home features 620 square feet of living space, with a kitchen, living room, one primary bedroom (L-shaped) and a full bath. There is also an outside bath with shower (needs renovation) that is perfect for when you return from the beach. This unit is close to the clubhouse and the marina. The community of Gulfshore, is truly a tropical paradise and is just six miles from world-famous St. Armands Circle in Sarasota. It offers ownership of approximately 450 feet of beach on the beautiful Gulf of Mexico. The Gulf is known for its wonderful sand beaches and turquoise waters. In addition, Gulfshore has a marina on Sarasota Bay (currently being rebuilt), a large community swimming pool, and a clubhouse for hosting social events. Gulfshore is proud of their financial management and the affordable cost of living that has resulted. Gulfshore is a 55+ community that does not allow rentals or pets. The combination of a beach bungalow with the amenities offered by Gulfshore, truly make this a home in paradise. Please call for your personal showing.

Listing is courtesy of: EDGEWATER REAL ESTATE, INC (941-778-8104)

Listing Agent: Bill Shuttleworth (941-779-8877)

Remarks: Welcome to your tropical retreat on Longboat Key! This newly renovated 2-bedroom, 2-bath ground-floor LARGER END unit, with additional windows blends light coastal charm with modern comfort in a sought-after Gulf-to-Bay community. Thoughtful upgrades include neutral tile flooring throughout (no carpet), crown molding, upgraded baseboards, fresh interior paint, impact-rated PGT windows and sliders, and in-unit laundry with full-size machines. Offered TURNKEY furnished—this is truly the best of Gulf-to-Bay living. The bright, open kitchen features granite countertops, solid wood cabinetry, new stainless-steel appliances, and a breakfast bar that flows seamlessly into the living and dining areas—ideal for both entertaining and everyday living. The spacious primary suite offers a large closet & updated ensuite bath. Need extra space for an additional guest bedroom or office? As a bonus, the master also has a sliding panel that when closed creates a spare room with its own private barn door entrance. A split-bedroom floor plan ensures privacy, with the guest suite tucked behind a frosted glass door and featuring its own bath and linen closet, effectively offering 2 master suites! A private exterior storage room and peaceful garden-view patio complete the picture. Located on the bayside of this intimate Gulf-to-Bay community, you will enjoy deeded beach access, a clubhouse, fitness center, heated pool, kayak launch, fishing pier, and tennis/pickleball courts. Spend your mornings kayaking Sarasota Bay and your evenings enjoying sunsets on the private Gulf beach—complete with complimentary beach chairs. Banyan Bay is a friendly, boutique community of just 44 residences, offering covered parking and a rare pet-friendly policy with no size or breed restrictions. The community has passed its milestone inspection and is certified for another 10 years, providing added peace of mind. Rental-friendly (up to 4 leases per year, 1-month minimum), this property is ideal as a full-time residence, vacation getaway, or income-producing investment. Conveniently located near shops, dining, parks, Anna Maria Island, St. Armands Circle, and downtown Sarasota.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Debbie Mchardy (941-960-6099)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Rarely does a property offer this much land, waterfront, and location value within the cherished Longbeach community of Longboat Key. Located on the desirable Manatee County side of the island, this original 1935 coastal cottage sits on an oversized .34+ acre waterfront lot with approximately 78 feet of frontage and an impressive 192-foot depth—dimensions increasingly difficult to find on Longboat Key. Enjoy direct, bridge-free boating to the Intracoastal Waterway, Sarasota Bay, and the Gulf of America, making it an exceptional opportunity for boaters, investors, or those looking to build a future waterfront estate. All just moments from the beach and within walking distance of the charm and character of Longbeach Village. Enjoy a short walk to the beach, no HOA fees, and flexible rentals with one-month minimums allowed up to 12 times per year. RSF-6 zoning (buyer to verify) allows up to six units per acre, offering potential for a primary home with guest house, pool, and spa. An existing dock (currently damaged) already has water and electric, and the lot provides ample space for a large lap pool and outdoor entertaining. Over $100,000 in capital improvements include a shingle roof (2023), and extensive interior updates completed in 2025 following storm remediation, including all new flooring, paint, cabinetry, and drywall. Additional upgrades include a new 2.5-ton AC system (2024), electrical improvements with a 200-amp panel and grounding, water heater (2025), hurricane impact windows in most rooms, including the primary bedroom, kitchen, both bathrooms, and living room, a sizable upgrade to the home. Private irrigation well, providing peace of mind, long-term efficiency and conveniences of moving right in to enjoy this exceptional home and property! Offering two bedrooms, two bathrooms, and approximately 1,180 square feet, the home retains timeless island character with original cypress walls and ceilings, abundant windows, and a wood-burning fireplace that anchors the living space. A standout feature is the 15x33 rear-facing covered and screened lanai, providing approximately 510 square feet of under-roof outdoor living with pitched ceilings, fans, sun shades, and fully pocketing sliding glass doors, with the flexibility to incorporate this space into additional interior living if desired. The updated half-galley kitchen features shaker wood cabinetry, soft-close drawers, light quartz countertops, an LG stainless steel appliance package, deep stainless sink, pull-outs, and lazy Susan, all overlooking the front stoop and lawn. The spacious primary ensuite measures approximately 10x22 and includes room for seating or office use, dual sinks, his-and-hers closets, and a shower/tub combination. A shared full bath offers inlaid tile flooring and a walk-in shower with marble step. Wood flooring runs throughout with tile in the bathrooms, offering NO carpeting. Additional features include a shell and paver driveway, French front door, expansive fully pocketed sliding glass doors, gutters, fenced yard, and a one-car carport (that houses the washer, dryer and hot water heater). One of the last remaining original cottages in the Whitney Beach / LongBeach area, this property offers a compelling opportunity to restore historic charm, reimagine the footprint, or create a refined waterfront estate defined by location, land, boating, beach access, flexibility, and vision. SELLER financing terms available upon request.

Listing is courtesy of: CORCORAN DWELLINGS REALTY (941-200-4663)

Listing Agent: Shayla Twit (941-544-7690)

Remarks: Live that Longboat Key waterfront lifestyle and have your own boat lift without the multi-million dollar price. Cute and conveniently located, this on-grade one bedroom condominium unit that is located on a saltwater canal on Longboat Key, features its own 10,000 lb boat lift, and is one block to the gulf beaches and adjacent to Durante Park. Everything new in 2025, including a washer and dryer and hot water demand unit. The condo is completely furnished with an updated living space, complete with open kitchen that features granite countertops, stainless steel appliance and plenty of storage. The modern wood-look tile and updated sliders and windows make for an open feeling living area. There is a paver patio and dock behind the condo for enjoying the sunsets on the canal. A number of shops and restaurants within walking distance. Schedule your showing today!

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)

Listing Agent: Steven Schield (941-650-1010)

Remarks: If you’ve been waiting for the perfect second-floor residence in the highly sought-after Whitney Beach community on Longboat Key, this is the one. Offering some of the finest views in the complex, this turn-key condominium has been thoughtfully upgraded and is move-in ready. What truly sets Whitney Beach apart is its rare combination of resort-style living and relaxed island charm: Pet-friendly paradise — One of the few communities on Longboat Key that welcomes up to two large dogs, making it a dream for dog lovers. Private boat docks on the protected bayou, providing easy access to the water. One of the widest and most beautiful private beaches on the island, with direct deeded access. Resort-style heated and cooled pools for year-round enjoyment. Prime second-floor positioning that delivers the community’s best panoramic views. Unforgettable wildlife moments right from your home — watch mama manatees nurturing their calves in the canal and dolphins feeding just offshore. Convenient kayak storage and launch area. Exceptionally walkable location — just steps from upscale restaurants, shops, and a fitness center. One of the most pedestrian-friendly communities on all of Longboat Key. A thoughtfully designed floor plan with a low-density, intimate feel — no high-rise hotel atmosphere here. Spacious, peaceful surroundings where residents enjoy privacy and breathing room. Serene walking path to the iconic Beer Can Island (Greer Island), with its pristine beach and natural beauty. Just over the bridge lies Coquina Beach, home to vibrant weekly craft fairs and farmers markets. Nestled at the tranquil northern end of Longboat Key, this location offers the best of both worlds — easy proximity to the charming village atmosphere and world-class amenities of Anna Maria Island, one of America’s most treasured coastal gems. Don’t miss your opportunity to own a piece of this turquoise paradise at an exceptional value. Wake up every morning in one of Florida’s most exclusive island retreats — where luxury, nature, and relaxed coastal living come together perfectly.

Listing is courtesy of: COASTAL KEY REALTY LLC (941-993-9380)

Listing Agent: Amy Jones (941-993-9380)

Remarks: Welcome to a true hidden gem of tropical paradise at Bayport Beach and Tennis Club on Longboat Key. Designed by renowned architect Tim Seibert, this one-of-a-kind community spans 27 lush, tropical acres and offers an unmatched coastal lifestyle with 1,200 feet of pristine private beach, where chairs and umbrellas are ready for you to enjoy endless days along the Gulf. As you arrive, you’re immediately surrounded by beautifully maintained grounds and the relaxed, resort-style atmosphere that makes this community so special. Stepping inside this spacious 2 bedroom, 2 bathroom furnished residence, you’re welcomed by a light and airy interior with terracotta-look tile flooring flowing throughout the main living areas, setting a warm coastal tone. The kitchen has been thoughtfully renovated with all new cabinetry, under-cabinet lighting, quartz countertops, a modern backsplash, and stainless steel appliances, creating a clean and functional space that opens seamlessly into the living and dining areas. The expansive living room is both inviting and impressive, designed to feel like a single-family home, with stunning Sarasota Bay views that instantly capture your attention. Shutter doors provide privacy while leading into a sunroom, offering a flexible space to relax and take in the scenery. The owner’s suite is a true retreat, complete with a dedicated office nook perfectly positioned to enjoy peaceful water views. The ensuite bathroom features dual quartz-topped vanities and a walk-in closet, combining comfort and convenience. A split bedroom floorplan ensures privacy, with the guest bedroom offering its own walk-in closet and easy access to the updated guest bathroom. An in-unit laundry area adds to the everyday ease of living. Step outside onto your expansive private deck, where breathtaking views of Sarasota Bay create the perfect backdrop for morning coffee, evening wine, or entertaining guests while surrounded by nature. Bayport Beach and Tennis Club offers an incredible array of amenities, including a Junior-Olympic heated pool, four Har-Tru tennis courts, a fitness center, fishing pier, kayak storage + launch, and an active clubhouse filled with social events. Scenic walking trails wind through the property, where you’ll often spot local wildlife such as osprey, herons, ibis, and egrets, enhancing the serene, natural setting. Just moments away, Bayfront Park offers pickleball courts, green space, and stunning bay views, while St. Armands Circle provides exceptional shopping and dining. A short drive over the iconic Ringling Bridge brings you into vibrant downtown Sarasota, known for its world-class arts scene, including theaters, museums, galleries, and waterfront dining. From private beach access to unmatched amenities and breathtaking bay views, this residence offers the perfect blend of comfort, nature, and coastal elegance in one of Longboat Key’s most sought-after communities.

Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)

Listing Agent: Keith Curcio (941-376-7683)

Remarks: Best Waterfront Value on Longboat Key – CANAL-FRONT Home with Deeded Private Beach Access. Exceptional opportunity to own a fully renovated CANAL-FRONT residence on highly sought-after Longboat Key. Notably, the property was appraised prior to renovation completion for more than the original asking price, creating a rare built-in equity opportunity. This 4-bedroom, 2-bathroom coastal retreat offers the perfect blend of luxury, location, and lifestyle, complete with DEEDED PRIVATE BEACH ACCESS to the Gulf of America. Positioned along 132 linear feet of canal frontage, the property features a seawall and kayak launch (2020) and provides direct boating access to Sarasota Bay and beyond. The home has undergone a comprehensive interior and exterior renovation, with virtually everything NEW apart from the home’s foundation, delivering exceptional move-in-ready peace of mind. 2025 Improvements Include: • New roof (2025) • New flooring (2025) • New interior walls (2025) • Full home renovation – interior & exterior (2025) • New AC systems (2025) • New decking (2025) • New cabinets (2025) • New landscaping (2025) • New electrical systems (2025) Major System & Feature Upgrades: • Electrical panel (2022) • New plumbing (2022) • Commercial-grade whole-home surge protector (2022) • Tankless gas water heater (2022) • New sliding glass doors (2022) • New impact windows (2022–2023) • Impact-rated garage doors (2022) • New pavers (2022) • New ductwork (2020) • Seawall & kayak launch (2020) PGT high-impact sliding glass doors, new impact windows, and impact-rated French doors enhance storm protection, energy efficiency, and natural light. Interior highlights include vaulted ceilings, expansive water views, two electric fireplaces, and elegant wood-look ceramic tile flooring throughout. The bright, open layout is designed for effortless coastal living. The beautifully updated kitchen features solid wood cabinetry, soft-close hardware, marble-look quartz countertops, a gas stove, premium stainless-steel appliances, a copper hood, and a copper farmhouse sink. Updated bathrooms showcase sophisticated Italian marble-look ceramic tile, including an alcove soaking tub in the primary suite and a walk-in rain shower. Outdoor living is elevated by a spacious screened porch overlooking the canal and backyard. The yard is enclosed with sleek black aluminum fencing and offers ample room for a future pool. Additional Highlights: • Higher elevation than many ground-level Longboat Key homes • 132 ft of canal frontage • Direct boating access • Deeded PRIVATE beach access Ideally located near Cedars East Tennis Resort & Club, offering nine tennis courts, three pickleball courts, and a large community lap pool, as well as Joan Durante Park (34 acres). Dining, shopping, and island amenities are all within close proximity. Offered fully furnished / TURNKEY, this home is ready for immediate enjoyment as a primary residence, vacation retreat, or investment opportunity. Boating + Beach + Extensive 2025 Renovation = Rare Longboat Key Opportunity. Schedule your private tour today!

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Kalison Nix (941-900-9189)

Remarks: Under contract-accepting backup offers. NEW Best Price Opportunity Beach Front! Thoughtfully Updated with high- quality finishes! Experience refined Gulf-front living in this first-floor, Gulf-view residence with direct walk-out access to a private sandy beach. This pristine 2-bedroom, 2-bath home showcases an updated kitchen and spa-inspired baths, impact-resistant sliding doors that open seamlessly to two screened lanais, and a generously sized guest suite accommodating two double beds. A private laundry room with full-size washer and dryer, two interior storage closets, and a spacious exterior storage unit add exceptional convenience. Offered furnished with select exclusions. Milestone inspections are complete and assessments paid in full—delivering confidence and long-term value. Westchester is an exclusive, impeccably managed beachfront community set on 7 acres with 700 feet of shoreline, featuring two heated pools, beach loungers, tiki huts, pickleball and tennis courts, shuffleboard, BBQ grills, kayak and bicycle storage, and on-site management. A new clubhouse with a fitness center and enhanced Gulf-side pool and landscaping are underway. A rare opportunity for elevated coastal living and investment excellence. CHECK THE VIRTUAL TOUR, and reserve your private viewing

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)

Listing Agent: Malihe Karimi (941-376-5099)

Remarks: Under contract-accepting backup offers. PRICED TO SELL! Experience the ultimate in island living in the highly sought-after and prestigious Harbor Oaks community on Longboat Key. This one-story, 3-bedroom, 2.5-bath residence spans 2,219 sq. ft. and offers a host of desirable features—including a private pool, 2-car garage, and deeded beach access through the exclusive Bay Isles Beach Club. A new roof (2025) and fresh interior paint ensure peace of mind and a move-in-ready experience. High ceilings fill the home with natural light, enhancing the spacious feel throughout. The expansive living room, anchored by a wood-burning fireplace, seamlessly connects to the outdoor living area via pocket sliding glass doors, opening to two large screened lanais—ideal for both relaxing and entertaining. The chef’s kitchen is outfitted with granite countertops, stainless steel appliances, rich wood cabinetry, a breakfast bar, and a skylight for added brightness. The primary suite is a private retreat featuring a walk-in closet, two additional closets, updated master bath, and sliding doors leading to the terrace. A guest suite with en suite bath provides comfort and privacy for visitors. Additional highlights include an interior laundry room with sink, a newer AC unit (2018), and natural gas line for adding a pool heater. All furnishings are included. Residents of Harbour Oaks enjoy a resort-style lifestyle with access to a community pool, spa, and lushly landscaped surroundings—just minutes from Longboat Key’s vibrant Town Center. As part of Bay Isles, you’ll have exclusive access to the Bay Isles Beach Club, a private, gated Gulf-front oasis with a pavilion, picnic areas, BBQ grills, beach chairs, restrooms, and ample parking—perfect for sunset viewing or relaxing on Longboat Key’s pristine white sands. Optional membership opportunities at the Longboat Key Golf & Tennis Country Club and Harbourside Moorings deep-water slips offer even more ways to elevate your coastal lifestyle.

Listing is courtesy of: EXIT KING REALTY (941-497-6060)

Listing Agent: Sharon Morea (941-400-9300)