Location: Longboat Key , 34228
Do Not Show Listings
3131 BAYOU SOUND, LONGBOAT KEY, FL 34228
$1,650,00092 Days on yellowkey MLS ID: A4683048
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3023 Built: 1978Monthly Fee: $104 Tax: $15,562 (2025)Community: Bay IslesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$15,562
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
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)
4860 GULF OF MEXICO DR #Villa 13, LONGBOAT KEY, FL 34228
$505,000184 Days on yellowkey MLS ID: A4673141
REDUCED by $5,000 (1.0%) on 04/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1025 Built: 1974 Tax: $2,052 (2025)Community: Windward Bay AmdVilla
Taxes:$2,052
Elementary School: Anna Maria Elementary
High School: Bayshore High
Middle School: W.D. Sugg Middle
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 Agent: Christina Weger (941-773-4154)
2800 HARBOURSIDE DR #E-08, LONGBOAT KEY, FL 34228
$250,00089 Days on yellowkey MLS ID: A4683624
Bed: Bath: 0.0 Built: 1985Monthly Fee: $405 Tax: $2,400 (2025)Community: Bay IslesDock-Rackominium
Taxes:$2,400
Elementary School: Southside Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: access on the south side of the pier! A 60 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club.. 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, 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, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient 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. All vessels must be approved prior to closing by the Association. A current photo must be submitted for approval prior to entering the marina. Max length of vessel allowed is 55 LOA, usable beam is 19 ft at the head of the slip.
Listing is courtesy of: LBRE LLC (941-383-8383)
Listing Agent: Jennifer Wilson (941-809-7592)
610 HIBISCUS WAY, LONGBOAT KEY, FL 34228
$2,650,00028 Days on yellowkey MLS ID: A4691880
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 2788 Built: 2026Monthly Fee: $78 Tax: $5,312 (2024)Community: The Preserve/LongbeachSpa: YesSingle Family
Taxes:$5,312
Tax Year: 2024
Remarks: Pre-Construction. To be built. Welcome to a luxurious modern retreat in The Preserve on Longboat Key. This exquisite residence boasts 4 bedrooms and 4.5 bathrooms across 2,788 square feet of impeccable design. Built with Italian flooring, cabinetry, and fixtures, the home exudes a timeless elegance. Enjoy the ultimate privacy and relaxation with a spacious primary bedroom, complemented by a spa-like ensuite. The primary wing extends its allure outdoors with a wrap-around balcony, offering panoramic views of the lush surroundings. The open-concept living spaces seamlessly blend style and functionality, creating an ideal environment for both entertaining and everyday living. The kitchen is a culinary masterpiece, featuring top-of-the-line appliances and sleek design, the sliding glass doors invite natural light to illuminate the interiors, enhancing the overall ambiance. Step outside to a meticulously landscaped yard, where outdoor living spaces beckon for gatherings or peaceful solitude. Enjoy the convenience of being just a short stroll from exceptional restaurants, upscale shopping, and breathtaking sunsets. Experience the sophisticated yet relaxed lifestyle that comes with being a resident of the North Village on Longboat Key.
Listing Agent: Rinat Sikdar (941-993-9292)
4390 EXETER DR #305, LONGBOAT KEY, FL 34228
$340,000205 Days on yellowkey MLS ID: A4670603
0 Days Off yellowkey (back on 5/16/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 837 Built: 1970 Tax: $4,759 (2024)Community: Longboat HarbourCondo
Taxes:$4,759
Remarks: Under contract-accepting backup offers. ~~~~~ * * * * HUGE PRICE IMPROVEMENT * * * * ~~~~~~~ * * * * MOTIVATED SELLER! * * * * ~~~~~ This beautifully remodeled condo is move-in ready and comes with everything you need to make this your home away from home! Featuring modern finishes and quality materials throughout, this open, airy layout invites in calming water views — the perfect backdrop for relaxing or enjoying your boat, docked just steps from your back door. Perched on the 3rd floor with an ELEVATOR for easier access, this 1-bedroom, 1-bath waterfront residence offers spectacular vistas and the convenience of an in-unit washer and dryer. Nestled within a gated community on Longboat Key, this property is a true haven for water lovers. Boating enthusiasts will enjoy deep-water canal access to Sarasota Bay, with slips available for vessels up to 34 feet. The community offers endless opportunities for recreation, including mini-golf, shuffleboard, tennis, and pickleball, along with a fitness center, sauna, billiard room, and library. Four heated swimming pools ensure year-round relaxation and fun. For beachgoers, a private DEEDED beach pavilion across Gulf of Mexico Drive provides gated parking, restrooms, and storage for beach chairs. From sunrise to sunset, take in breathtaking water views, spot playful manatees, and unwind in this tranquil island paradise — the perfect blend of comfort, luxury, and coastal living.
Listing Agent: Sheryl Vanduren (720-384-4884)
771 MARBURY LN, LONGBOAT KEY, FL 34228
$2,500,00071 Days on yellowkey MLS ID: A4686401
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 3016 Built: 1985 Tax: $24,092 (2025)Community: Sleepy Lagoon Park 2Single Family
Taxes:$24,092
Middle School: Martha B. King Middle
Remarks: One or more photo(s) has been virtually staged. Boaters will love this spacious elevated home in a premier waterfront location on Longboat Key with dock, lift and by boat it is just four homes from the intercoastal, open bay waters and a short boat ride to the Gulf. Built for large gatherings, this home is beautifully designed with loads of gathering and entertaining spaces. The open plan home was thoughtfully designed with five bedrooms, four with en-suite baths. The kitchen features custom wood cabinets and granite countertops. Entertaining will be a breeze with two large gathering spaces, including a great room with dining area and adjacent bonus room that would be a wonderful media or game room. Ground level highlights include two bonus areas and a huge four-car garage. The composite dock has a 10,000-pound boat lift, water and electric. Recent updates include hurricane windows and doors (2025), metal roof (2025), pool equipment and pool heater (2025) and interior freshly painted. This location on Longboat Key can't be beat with community beach access just across the street, and a heated pool and boating in your own backyard. This is the ideal home to create wonderful island memories.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Holly Switow (941-735-3186)
5422 SANDHAMN PL, LONGBOAT KEY, FL 34228
$3,499,00072 Days on yellowkey MLS ID: A4686120
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2802 Built: 1993Monthly Fee: $400 Tax: $38,212 (2025)Community: SandhamnSingle Family
Taxes:$38,212
Remarks: Tranquility abounds as you enter the gates of Sandhamn Place, developed by Peder Wallenberg and named after a quaint fishing village just outside of Stockholm Sweden. A private canopied road winds through this sanctuary of nine custom designed waterfront homes, all enjoying expansive views of Sarasota Bay. Be among the privileged few that can call Sandhamn Place their home on Longboat Key, with no tear downs to pass and no barnacle encrusted seawalls staring back at you and no through traffic to tolerate; just 50 square miles of the beautiful bay with only leisurely kayakers & paddleboarders, frolicking dolphins and meandering manatees passing by. Sandhamn Place has its own tennis court and marina with deeded boat slips and is ideally located near the center of Longboat Key, just a short distance from some the island's finest restaurants, shops and conveniences as well as Durante Park, a 32 acre nature preserve with overhanging mangrove walking trails. The home was designed with Key West in mind and offers a relaxed lifestyle at the end of the cul de sac with its own private observation dock extended out into the bay that can be accessed from the screened lanai and heated pool or from the upstairs deck adjoining the primary ensuite bedroom overlooking Sarasota Bay.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Richard Perlman (941-228-8580)
455 LONGBOAT CLUB RD #408, LONGBOAT KEY, FL 34228
$2,399,000130 Days on yellowkey MLS ID: A4678407
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2780 Built: 1990 Tax: $19,252 (2025)Community: PierreCondo
Taxes:$19,252
Remarks: Behind the gates of the renowned Longboat Key Club, this stunning residence at The Pierre offers a rare opportunity to enjoy elevated coastal living paired with the ease and sophistication of a true resort lifestyle. Completely renovated by Brista Homes, this 3-bedroom, 3.5-bath condominium is spacious, refined, and thoughtfully curated, with three oversized bedrooms each featuring a private ensuite with natural stone and engineered wood flooring throughout for a relaxed yet refined coastal feel. The sleek modern kitchen by Cucine Ricci showcases clean lines, quartz countertops, and high-end finishes that blend style and function, while tranquil golf course views with glimpses of Sarasota Bay fill the living spaces and the balcony offers additional views of the Gulf of Mexico. With a membership opportunity, the world-class golf, dining, and resort amenities of the Longboat Key Club are just steps away. The Pierre is known for its exceptional service and amenities, including a 24-hour concierge, iconic “P”-shaped waterfront pool, deeded beach access to one of Florida’s most beautiful coastlines, tennis and shuffleboard courts, a fitness center with sauna, a club room with catering kitchen, and three private guest suites for visiting family and friends. Ideally located near St. Armands Circle and downtown Sarasota, this residence offers premier shopping, dining, arts, and culture while preserving the privacy and tranquility of gated island living and the very best of the Longboat Key lifestyle. Furnishings are negotiable.
Listing is courtesy of: BRISTA REALTY LLC (941-373-0500)
Listing Agent: Gina Ursini (941-812-4894)
524 HALYARD LN, LONGBOAT KEY, FL 34228
$5,495,000271 Days on yellowkey MLS ID: A4663499
Bed: 4 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 3737 Built: 2025Monthly Fee: $21 Tax: $17,932 (2024)Community: Country Club Shores IvSpa: YesSingle Family
Taxes:$17,932
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Only ONE BUYER will be the FIRST OWNER! Crafted by an award winning design team, this brand-new coastal contemporary waterfront residence awaits you in the exclusive Country Club Shores community on South Longboat Key. Designed for high performance and easy maintenance, this rock-solid, all block two-story residence with a private elevator provides peace of mind while capturing the essence of easy island living. A fluid open-concept layout is ideal for seamless indoor-outdoor waterfront entertaining. Soaring ceilings with impressive transom glass over casement windows and 10-foot tall sliding glass doors illuminate the interiors with natural light. At the heart of the home, a thoughtfully created gourmet kitchen and wet bar are a showpiece, featuring tailor made modern shaker doors and full panel rift-cut white oak cabinetry. Striking elements include the waterfall island and a dramatic ceiling-height hood, both wrapped in exotic natural Quartzite. A full suite of Wolf & Sub-Zero appliances includes twin 30" refrigerator & freezer towers, an 18" wine tower, under counter beverage centers, wall ovens and a contemporary gas cooktop. The first-floor primary suite is a serene retreat featuring a warm wood-slatted ceiling, expansive glass and a gorgeous bathroom with a freestanding soaking tub, dual vanities and textured porcelain tile accents. An inviting staircase leads to an elevated private home office with a half bathroom. The second floor features a game room with a wet bar and three en-suite guest bedrooms, offering comfort and flexibility complemented by a 30 foot covered balcony overlooking the tranquil water views. Energy-efficient features include variable speed 17 SEER HVAC systems, spray foam insulation and hurricane impact-resistant ES windows and doors. Control4 Smart Home technology provides many conveniences. A host of pre-wired systems—including sound, security, shades and EV charging—can be customized to the buyer's selections. Outside, a brand-new, 100-foot-long, extra-wide seawall protects a resort-style paradise! A four piece French patterned Crema Nova marble decking surrounds the 40-foot linear pool with in-water bench seating, a large sun shelf and a 12 foot wide spa. An elevated lanai with detailed ceilings features an outdoor kitchen, complete with Naturkast marine grade cabinetry, under counter refrigerator and a 42 inch built-in grill offering the perfect retreat for alfresco dining and poolside lounging. All this is just minutes from the extraordinary shopping and dining of St. Armands Circle, the cultural richness of downtown Sarasota, and the world-renowned Gulf beaches of Longboat Key. Seller is offering generous allowances towards custom closets and boat dock design providing an opportunity for the buyer to personalize these features to meet their sytle and preferences!
Listing is courtesy of: HUNT BROTHERS REALTY, INC. (941-388-7017)
Listing Agent: Rob Hunt, Jr (941-232-2431)
3804 GULF OF MEXICO DR #B305, LONGBOAT KEY, FL 34228
$420,00050 Days on yellowkey MLS ID: A4689197
1 Days Off yellowkey (back on 5/16/2026)
REDUCED by $25,000 (5.6%) on 05/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1007 Built: 1970Monthly Fee: $1,347 Tax: $3,772 (2025)Community: Beach Harbor ClubCondo
Taxes:$3,772
Remarks: Under contract-accepting backup offers. Experience coastal living at its absolute finest in this stunning 3rd-floor 2BR/2BA condo in Beach Harbor Club—completely redone from top to bottom with impeccable attention to detail. No surface has been overlooked in this unbelievably beautiful, fully renovated residence, offering a fresh, modern feel the moment you walk through the door. The heart of the home is a bright, open-concept kitchen featuring custom cabinetry, elegant stone countertops, and high-end appliances, perfectly designed for both everyday living and entertaining. The entire unit showcases gorgeous updated flooring throughout, creating a seamless, light, and airy coastal aesthetic. Both bathrooms have been fully redesigned with upscale finishes, mirroring the quality and style of the kitchen. Every inch of this home reflects thoughtful craftsmanship and a true top-to-bottom transformation. From the living room, enjoy a lovely view of the Gulf right from your window, bringing in natural light and a constant reminder of just how close you are to the beach. Located in the highly desirable Beach Harbor Club, this Gulf-to-bay community offers an exceptional lifestyle with private beach access just across the street, boat slips on the bay, a pool, clubhouse, gym, kayak storage, and a rooftop deck perfect for taking in breathtaking sunsets. This is not just an update—it’s a complete reimagination of the space, making B305 a standout opportunity for anyone seeking a move-in-ready coastal retreat.
Listing is courtesy of: DANIELLE GLADDING & CO. REALTY (941-539-8535)
Listing Agent: Danielle Gladding (941-539-8535)
3802 GULF OF MEXICO DR #A203, LONGBOAT KEY, FL 34228
$399,000237 Days on yellowkey MLS ID: A4667199
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1007 Built: 1970Monthly Fee: $1,347 Tax: $2,774 (2024)Community: Beach Harbor ClubCondo
Taxes:$2,774
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.
667 EL CENTRO, LONGBOAT KEY, FL 34228
$380,000260 Days on yellowkey MLS ID: A4664572
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1327 Built: 1969Monthly Fee: $1,340 Tax: $6,206 (2024)Community: Spanish Main Yacht Club CondoVilla
Taxes:$6,206
Remarks: New photos coming on this beautifully updated free-standing villa in Spanish Main Yacht Club on Longboat Key, a warm and vital boating community with private beach access, pool, clubhouse and boat slips. The community is undergoing a renaissance of sorts as many units (including this one) did have water intrusion in the summer storms of 2024. This owner contracted with the community contractor. has paid related assessment and work is nearly completed! This unit has a bright open floor plan and hurricane windows. Main living area has tile flooring and both bedrooms will have new carpet. There are two bonus areas, one is adjacent to the primary bedroom and could be a private reading area or office and the other adjoins the great room. Once completed, this unit will have two new baths, new appliances, kitchen updated, new doors and new paint throughout. This villa is on the corner and has a much-desired additional parking pad, giving as many as four parking spaces depending on car size. The laundry room, typical of Florida, is in a separate room under the carport. Longboat Key is paradise. A barrier island off Sarasota, where you can find wonderful restaurants, community tennis facilities, parks, bike lanes and a short drive to Sarasota and Anna Maria Island.
1925 GULF OF MEXICO DR #G8-302, LONGBOAT KEY, FL 34228
$629,00069 Days on yellowkey MLS ID: A4686871
REDUCED by $20,000 (3.1%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1257 Built: 1978Monthly Fee: $1,607 Tax: $6,897 (2025)Community: Seaplace ViSpa: YesCondo
Taxes:$6,897
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)
765 SAINT JUDES DR N, LONGBOAT KEY, FL 34228
$1,499,90096 Days on yellowkey MLS ID: A4683420
REDUCED by $80,100 (5.1%) on 04/08/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1900 Built: 1963 Tax: $14,125 (2025)Community: Longboat KeySpa: NoSingle Family
Taxes:$14,125
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)
1600 HARBOR SOUND DR, LONGBOAT KEY, FL 34228
$11,900,00027 Days on yellowkey MLS ID: A4692027
Bed: 5 Bath: 5.5 Gar: 4 Liv Area Sq Ft: 5689 Built: 2026Monthly Fee: $792 Tax: $24,527 (2025)Community: Bay IslesSpa: YesSingle Family
Taxes:$24,527
Remarks: Pre-Construction. To be built. Positioned directly across from the iconic St. Regis Longboat Key Resort, this exceptional waterfront residence offers immediate access to world-class amenities, pristine Gulf beaches, fine dining, and championship golf. Located within the exclusive double-gated Harbor Section of Bay Isles on Longboat Key, 1600 Harbor Sound Drive represents a rare convergence of scale, location, and boating capability, crafted for those seeking a refined Gulf Coast lifestyle at the highest level. Set on an expansive 18,043-square-foot corner homesite, the property features an impressive 135 feet of deep-water canal frontage, with the ability to accommodate multiple lifts (up to three) and a substantial vessel. This level of frontage and flexibility is increasingly rare, even among premier waterfront estates. Spanning 5,689 square feet under air, the residence is thoughtfully designed to balance grand-scale entertaining with comfortable everyday living. The home includes 5 bedrooms, a bonus room or office, 5.5 bathrooms, and a 4-car garage. Soaring ceilings and expansive glass openings create a bright, open environment with seamless indoor-outdoor transitions, complemented by refined, designer-level finishes and a private elevator servicing all levels. The chef’s kitchen is executed with top-tier appliances, clean architectural lines, and a level of detail rarely seen in spec construction. A full-scale butler’s pantry, complete with its own stove, provides exceptional functionality and allows for seamless entertaining while keeping the main kitchen pristine. The primary suite is designed as a true retreat, featuring separate his-and-her bathrooms and a fully integrated wellness experience, including a sauna and steam room, bringing a spa-level environment into daily living. Every element has been carefully curated to deliver comfort, functionality, and a sense of understated luxury throughout. Outdoor living is equally compelling, with a resort-style pool and spa, along with a fully equipped outdoor kitchen, covered dining, and lounge areas. These spaces are perfectly positioned to capture the tranquility of the waterfront setting while embracing Florida’s year-round coastal climate. Opportunities of this caliber, combining substantial frontage, strong boating capability, a wellness-driven design, and a premier Harbor Section address are increasingly limited. 1600 Harbor Sound Drive presents a compelling offering for the discerning buyer seeking a newly built waterfront estate in one of Sarasota’s most prestigious enclaves.
4400 EXETER DR #305, LONGBOAT KEY, FL 34228
$324,90034 Days on yellowkey MLS ID: A4691085
0 Days Off yellowkey (back on 5/15/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 837 Built: 1970 Tax: $2,819 (2025)Community: Longboat HarbourSpa: NoCondo
Taxes:$2,819
Remarks: Under contract-accepting backup offers. Welcome to coastal living on coveted Longboat Key. Priced to move, this beautifully maintained 1-bedroom residence at 4400 Exeter Dr Unit 305J offers an exceptional opportunity to own in one of the island’s most desirable waterfront communities. Inside, you’ll find a bright open floor plan with warm wood flooring, an updated kitchen featuring stone countertops, stainless appliances, breakfast bar seating, and abundant custom storage. The spacious living area flows seamlessly to the enclosed lanai where tranquil water and tropical garden views create the perfect setting for morning coffee or evening relaxation. The generous primary suite includes large windows, great natural light, and access to a beautifully updated bath with dual vanities and modern finishes. Enjoy resort-style amenities including waterfront grounds, boat docks, pool, lush landscaping, and close proximity to deeded beach access, golf, tennis, dining, and shopping. Whether you’re seeking a seasonal retreat, investment property, or year-round island lifestyle, this value-priced Longboat Key residence is ready for immediate enjoyment. Opportunities at this price on Longboat Key do not last. Schedule your private showing today.
Listing is courtesy of: SVN COMMERCIAL ADVISORY GROUP (941-387-1200)
Listing Agent: Larry Starr (941-914-6869)
690 FOX ST, LONGBOAT KEY, FL 34228
$725,000105 Days on yellowkey MLS ID: A4682225
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1967 Tax: $10,397 (2025)Community: Longbeach On Longboat KeySingle Family
Taxes:$10,397
Remarks: Buy the beach house, now is your opportunity! New unbelievable price on this fully renovated and turn-key furnished Village of Longboat Key Home. Take Advantage Today. Brand new Roof, New Hurricane glass throughout, Full interior renovation with new furnishings, Block home on a Beautiful private lot with outdoor living space and room for a Pool, steps away from white sand and turquoise water, rent-ability with the seller averages $55,000 a year in gross rental income while still enjoying personal use. Buy this property at an unbelievable price, rent it when you're not using it, and enjoy it for decades to come. Coastal Elegance Meets Island Ease in Longboat Key's Coveted Village. Discover a sanctuary of sophistication at the exclusive North Tip of Longboat Key. Located in the heart of historic Long Beach Village, this is more than a home; it's the ultimate island lifestyle, delivered. Just a short, serene stroll separates you from the pristine beach and the island's best waterside dining. This property has been meticulously and fully remodeled, representing a rare "move-in ready" opportunity where every detail has been elevated. From top to bottom, inside and out, virtually nothing has been untouched. A Home Designed for Seamless Living: Open Concept: Step into an airy, open-plan great room, anchored by a brand-new kitchen - perfect for hosting intimate gatherings or unwinding after a day on the water. Chef's Delight: The remodeled kitchen is a masterpiece featuring stunning marble countertops, custom cabinetry, all-new luxury appliances (including a mini wine refrigerator), and a chic island/bar. High-End Finishes: Enjoy the cohesive flow of new luxury vinyl plank flooring throughout every room, complemented by fresh, designer-selected interior paint. Peace of Mind: Recently installed, all new windows and sliding glass doors are Miami-Dade impact resistant, offering superior protection and efficiency. Also a brand new architectural three-tab shingle roof was just installed. Your Private Island Retreat: Spa-Inspired Baths: Both the master and second bathrooms have been fully renovated with premium stone shower flooring, elegant new tiles, and updated fixtures. Outdoor Oasis: Off the master suite, a new impact-resistant glass door opens to a spacious, private backyard. The highlight is the expansive, screened-in porch that wraps around the back of the house, overlooking a charming outdoor fire pit and grilling area. Beach Ready: An exterior shower and dedicated storage for your gear make rinsing off after a day at the beach effortless. The Village Lifestyle: To know The Village is to fall in love with its relaxed, yet refined rhythm. This community places everything you desire at your fingertips: secluded walking trails, Bay access, community docks, and the island's best beach access. The Village is one of the few places on Longboat Key where the golf cart isn't just legal, it's the preferred, fun, and convenient way to live. Come and see it today.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Jesse Griffin (941-822-6165)
3459 BYRON LN, LONGBOAT KEY, FL 34228
$849,00089 Days on yellowkey MLS ID: A4682402
REDUCED by $50,000 (5.6%) on 05/15/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2474 Built: 1989 Tax: $10,643 (2025)Community: Coreys LandingSpa: YesSingle Family
Taxes:$10,643
Remarks: Positioned along the par-5 fairway with tranquil lake views beyond, this well-priced attached villa offers an inviting opportunity in one of Longboat Key’s most desirable neighborhoods. Set within Corey’s Landing, tennis courts sit just across the street and the beach is moments away, creating a lifestyle that balances recreation, relaxation and everyday ease. A quaint paver walkway leads to the front entrance, where tile floors, soaring cathedral ceilings and an abundance of windows create an interior that feels open, light and comfortable from the start. The floor plan flows naturally, connecting living and dining spaces in a way that works equally well for quiet days at home or gathering with friends. The kitchen is functional and ready for a future refresh, currently finished with all-white cabinetry and appliances, plus a breakfast bar that adjoins the dining area and living room. From here, a wall of glass and sliders opens to an expansive two-level screened lanai with both covered and open areas. It is a wonderful extension of the living space, offering room to dine, lounge or simply enjoy views of the fairway and water while watching play unfold on the course. The primary suite is generously sized, highlighted by a cathedral ceiling, direct lanai access and a spacious bath with freestanding tub, walk-in shower and dual vanities. A comfortable guest bedroom includes its own en suite bath, while a third bedroom currently functions as an office, offering flexibility for guests or hobbies. Residents of Corey’s Landing enjoy a relaxed, amenity-rich setting with a pool and spa, tennis courts, deeded beach access and a private beach club, all tucked behind the gates of Bay Isles. Memberships to the Longboat Key Golf & Tennis Country Club and access to deepwater slips are available. Large dogs are permitted with some restrictions, completing a setting that blends value, location and the ease of island living on Longboat Key.
4995 GULF OF MEXICO DR #500, LONGBOAT KEY, FL 34228
$5,695,000134 Days on yellowkey MLS ID: A4677613
REDUCED by $200,000 (3.4%) on 05/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3344 Built: 2007 Tax: $47,519 (2024)Community: PositanoSpa: NoCondo
Taxes:$47,519
Remarks: Step right into the epitome of Florida beachfront luxury with this stunning first-floor Capri unit on Longboat Key. Nestled within the exclusive Positano community—an intimate 10-acre oasis of just 29 residences—this condo offers a seamless walkout straight to the pristine beach and the azure waters of the Gulf of Mexico. This is Florida living at its finest. The condo features a fantastic wrap-around terrace on the Gulf side, perfect for soaking in the outdoor splendor from morning coffee to sunset cocktails. The primary suite offers direct steps down to the private community pool, while additional terraces off the secondary bedrooms ensure both privacy and gorgeous views. Spanning a generous 3,343 square feet, this true three-bedroom, all en-suite residence boasts a Gulf-front gourmet kitchen with state-of-the-art appliances, an adjacent family gathering area, and an open-plan flow from the living room to the dining space. Floor-to-ceiling windows frame dramatic views of the Gulf and the beach, while beautiful porcelain tile floors, 10-foot ceilings, and crown molding add to the sense of refined elegance. You'll enjoy the convenience of a private, enclosed two-car garage and the exceptional amenities of the owner's club, including a state-of-the-art fitness center, catering kitchen, and a lounge with a fireplace, plasma TV, and surround sound. Outdoors, there's a 75-foot Olympic pool, spa, grilling area, and shaded cabanas, all set amidst lush tropical landscaping. Truly, this condo is as close to the beach as it gets on Longboat Key.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
1926 HARBOURSIDE DR #1302, LONGBOAT KEY, FL 34228
$789,000267 Days on yellowkey MLS ID: TB8422578
REDUCED by $10,000 (1.3%) on 05/14/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2606 Built: 1982Monthly Fee: $1,832 Tax: $8,181 (2024)Community: Fairway Bay 1Spa: NoTownhouse
Taxes:$8,181
Remarks: GATED, DEEDED PRIVATE BEACH ACCESS! This is a rare thing to be found on the keys! The main level with plantation shutters and hardwood floors includes the kitchen, dining and living areas. The kitchen has Subzero and Jenn-Air built in stainless steel appliances and granite countertops. A large second story skylight shines natural light through open ceilings onto the main floor dining area. The living area includes a fireplace and provides access to the back screened in lanai. Split bedrooms can be found on the 3rd level of the home. Both bedrooms have ensuite bathrooms and walk in closets. The owners ensuite bathroom includes dual sinks and a shower skylight. A heated pool is only steps away. Take advantage of the gym in the main clubhouse as well as the many amenities offered, including tennis. Membership to the Longboat Key Club is available for the ultimate Longboat Key lifestyle.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
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