Location: Longboat Key
Do Not Show Listings
2850 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228
$325,00019 Days on yellowkey MLS ID: A4698791
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 532 Built: 1967 Tax: $3,248 (2025)Community: Neptune On Longboat KeyCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,248
Elementary School: Southside Elementary
High School: Booker High
Tax Year: 2025
Middle School: Booker Middle
Remarks: Coastal Living on Longboat Key – Neptune Condominium Welcome to your island retreat at Neptune on Longboat Key, a charming boutique community just moments from the Gulf of Mexico. This beautifully updated 1-bedroom, 1-bath condominium offers the perfect blend of comfort, style, and an unbeatable Longboat Key lifestyle. Step inside to discover a bright, open floor plan featuring luxury vinyl flooring, coastal-inspired décor, crown molding, and a tastefully renovated kitchen with cabinetry, updated appliances, quartz-look countertops, and a deep stainless sink. The spacious living and dining area flows effortlessly onto a screened lanai where you can relax with a morning coffee. The generous bedroom provides a peaceful retreat with abundant natural light, while the updated bath and thoughtful finishes create a move-in-ready coastal escape. Located on the desirable south end of Longboat Key, Neptune is a small boutique community known for its quiet atmosphere and convenient location. You're just a short stroll to the beach and only minutes from St. Armands Circle, where you'll enjoy world-class dining, shopping, and entertainment. Downtown Sarasota, cultural attractions, golf, boating, and marinas are also just a short drive away. Neptune is a small, low-density community with minimal common amenities, helping keep ownership simple while offering a peaceful island setting. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this turnkey-furnished condo offers an exceptional opportunity to own a piece of paradise on Longboat Key.
Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)
Listing Agent: Michael Renick Pllc (941-400-8735)
545 SANCTUARY DR #B305, LONGBOAT KEY, FL 34228
$2,495,000167 Days on yellowkey MLS ID: A4681142
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2580 Built: 1991 Tax: $25,314 (2025)Community: Sanctuary IiiCondo
Taxes:$25,314
Remarks: The Sanctuary behind the gates of the Longboat Key Club located on the beachfront is one of the most desirable addresses on Longboat Key, Florida. New to the market, this full on, direct Gulf view residence B305 in Building III at 545 Sanctuary Drive offers about 3,000 square feet with three bedrooms & 2 ½ bathrooms providing spacious and elegant beach front living. From the handsome double door entry, the gleaming marble floor dining area invites you into this luxurious condominium home. Then, you will be treated to a sparkling like diamonds daytime Gulf water views or in the evening, breathtaking sunsets in shades of purple & orange. These magnificent direct Gulf views can be enjoyed from the attractively furnished living room and the serene primary bedroom & of course from the 21-foot-long covered Gulf side terrace. This unique Carlyle floorplan also features a second, east facing private terrace which can be accessed through the guest bedroom as well as from the handsome kitchen as you enjoy morning sunrises with a cup of coffee. This beach retreat is in impeccable condition with high quality furnishings plus electric storm shutters on all sliding doors. This unit also has one under building garage space #150 plus a climate controlled storage cage. Decorated in neutral tones, this home offers coastal elegant style throughout. The cozy eat in kitchen has custom built light wood cabinetry, high end finishes, cream colored granite counter tops, tile backsplash & double ovens. The gracious, large primary bedroom suite is a tranquil retreat with Gulf water views, a large walk-in closet & a spa like En Suite bathroom with double sinks, a soaking tub & a walk-in shower. The Sanctuary offers an exclusive resort lifestyle. The beautiful beach front measures 1200 feet of pristine white sand. The resort style, heated Olympic sized swimming pool includes a 25 meter lap lane plus there is a separate outdoor whirlpool & fire pit area. Amenities include two lighted Har-Tru tennis courts & a state of the art fitness center with saunas located in the newly redecorated clubhouse which offers a fully equipped kitchen & entertainment room. On site management, 24 hour security & 18 acres of meticulously maintained grounds & beach enhance the sense of exclusivity & security.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)
Listing Agent: Maruta Miluns (941-374-9702)
1095 GULF OF MEXICO DR #102, LONGBOAT KEY, FL 34228
$625,00070 Days on yellowkey MLS ID: A4693425
REDUCED by $100,000 (13.8%) on 07/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1392 Built: 1981 Tax: $9,531 (2025)Community: Beachplace IiSpa: YesCondo
Taxes:$9,531
Remarks: A rare private walk-down residence in the highly sought-after Beachplace community on Longboat Key. This property offers the convenience of direct terrace access to the beautifully landscaped grounds below, overlooking a serene pond with fountains and offering a charming peekaboo view of the Gulf. Spacious and largely original, presenting the perfect canvas for a buyer to customize and create their ideal coastal retreat while enjoying the exceptional location and layout. The light-filled interior features an open living and dining area with walls of glass that connect seamlessly to the outdoor living space, creating an inviting indoor-outdoor lifestyle just moments from the beach. The split-bedroom floor plan offers privacy and functionality, while the terrace provides a peaceful setting to relax and enjoy the lush tropical surroundings. Whether updating immediately or renovating over time, this residence offers tremendous potential within one of Longboat Key’s premier Gulf-front communities. Beachplace is renowned for its resort-style amenities and beautifully maintained grounds. Residents enjoy 24-hour guard-gated entry, on-site management, a clubhouse, fitness center, tennis and pickleball courts, heated swimming pool and spa, private beach access, walking paths, and expansive tropical landscaping throughout the community. Ideally positioned on the south end of Longboat Key, Beachplace is just minutes from the fine dining, boutiques, and waterfront charm of St. Armands Circle, as well as downtown Sarasota’s cultural attractions, marinas, golf clubs, and world-class beaches. Whether you are searching for a seasonal getaway, investment opportunity, or full-time coastal residence, this property presents exceptional value and the opportunity to create a personalized beachfront retreat in one of Longboat Key’s most desirable locations.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Rich Polese (941-914-7115)
210 SANDS POINT RD #2101, LONGBOAT KEY, FL 34228
$1,790,00060 Days on yellowkey MLS ID: A4694354
REDUCED by $160,000 (8.2%) on 07/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1399 Built: 1982 Tax: $18,938 (2025)Community: Inn On The Beach Ph ICondo
Taxes:$18,938
Middle School: Brookside Middle
Remarks: Rare 2BR First-Floor Lockout Unit | Resort at Longboat Key Club Experience the perfect blend of luxury vacationing and rental income with this rare, first-floor lockout suite overlooking the resort pool and just steps from the beach. • Versatile Rental Options: Lockout design allows you to rent as a full 2-bedroom suite or a 1-bedroom unit to maximize revenue. • Prime Location: First-floor convenience with an oversized deck, steps away from the beach, pool bar, and restaurants. • World-Class Amenities: Access to 45 holes of golf, 21 tennis courts, 5 restaurants, a luxury spa, fitness center, and a bayside marina. Perfect for families seeking a premium getaway with built-in investment potential.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Tom Cinquegrano (941-284-5049)
4340 FALMOUTH DR #D-204, LONGBOAT KEY, FL 34228
$479,00025 Days on yellowkey MLS ID: A4698081
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1072 Built: 1969 Tax: $5,411 (2025)Community: Longboat HarbourCondo
Taxes:$5,411
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to Longboat Harbour D-204, a beautifully maintained second-floor condominium in one of Longboat Key's most desirable gated waterfront communities. Ideally located in Building D—the closest building to the community's private Gulf beach access—this residence offers umatched convenience to the beach pavilion, showers, restrooms, and private beach lockers. Inside, you'll find a bright and comfortable floor plan featuring granite countertops, an in-unit washer and dryer, a spacious bedroom with a new impact window, and electric blinds. Additional highlights include a private storage locker, covered carport parking space, proximity to the elevator, a new roof, and all assessments fully paid. Longboat Harbour offers resort-style amenities including four heated swimming pools, a fitness center with sauna, tennis and pickleball courts, art studios, a woodworking shop, and a yacht club with a protected harbor. Located just miles from St. Armands, Lido Beach, Downtown Sarasota, Anna Maria Island, Homes Beach, and Bradenton Beach, this is the perfect opportunity to enjoy the best of Longboat Key waterfront and beach living.
Listing is courtesy of: WAGNER REALTY (941-383-5577)
Listing Agent: Jonna Humphries (941-465-2357)
4485 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228
$745,000215 Days on yellowkey MLS ID: A4675789
REDUCED by $15,000 (2.0%) on 05/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1022 Built: 1973 Tax: $4,183 (2024)Community: Arbomar AptsCondo
Taxes:$4,183
Tax Year: 2024
Remarks: Experience exceptional beachfront living in this beautiful Gulf-front residence at Arbomar on Longboat Key. Unit 402 is a 2-bedroom, 2-bath condominium offering direct, unobstructed Gulf of Mexico views and immediate beach access, making it the most affordable 2-bedroom, 2-bath opportunity on Longboat Key with true Gulf frontage. The residence features a bright, open layout designed to capture stunning water views and coastal breezes. Significant recent improvements provide exceptional value and peace of mind, including a new roof, new balconies and walkways, updated carports, and new doors and impact-rated windows throughout the community. Inside, the home is move-in ready with a newer AC system and newer appliances, ideal for full-time living, a seasonal retreat, or an income-producing beach getaway. Arbomar offers elevator access, a heated beachfront pool, fitness center, and a welcoming, well-maintained community. All special assessments will be paid in full by the seller at closing, eliminating future capital expense concerns for the buyer. Perfectly positioned on Longboat Key, Arbomar is just minutes from St. Armands Circle, Sarasota’s dining and cultural attractions, and world-class golf—while delivering the rare luxury of direct Gulf views and private beach access at an exceptional value.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Richard Tyson (941-999-1179)
597 SPANISH DR N #12, LONGBOAT KEY, FL 34228
$350,00091 Days on yellowkey MLS ID: A4690602
0 Days Off yellowkey (back on 6/28/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1429 Built: 1968 Tax: $2,897 (2025)Community: Spanish Main Yacht Club CondoCondo
Taxes:$2,897
Remarks: Enjoy the Florida lifestyle in this beautifully renovated 2-bedroom + den, 2-bath villa in the highly desirable Spanish Main Yacht Club on Longboat Key. Offering 1,429 sq. ft. of move-in-ready living space, this home features ceramic tile flooring throughout, an open-concept living and dining area, and a bright Florida room ideal for relaxing or entertaining. The den includes a closet, making it perfect as a home office or optional third bedroom. This maintenance-free residence offers exceptional amenities including deeded beach access, shuffleboard courts, and a clubhouse with a library and social rooms. Boating enthusiasts will appreciate bay and harbor access along with an on-site marina. The vibrant 55+ community also features a heated pool and active social calendar. Practical conveniences include inside laundry and an attached carport. Pet-friendly (one pet up to 35 lbs), the home is ideally located minutes from St. Armands Circle and a short drive to Anna Maria Island. A rare opportunity to enjoy relaxed coastal living in one of Longboat Key’s most sought-after communities.
Listing is courtesy of: AUM FLORIDA REAL ESTATE LLC (855-286-3573)
Listing Agent: Geoff Scalera (941-321-4158)
3060 GRAND BAY BLVD #155, LONGBOAT KEY, FL 34228
$1,145,000119 Days on yellowkey MLS ID: A4685023
1 Days Off yellowkey (back on 6/4/2026)
REDUCED by $50,000 (4.2%) on 05/11/2026
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2250 Built: 1994 Tax: $14,345 (2025)Community: Grand Bay 1Spa: YesCondo
Taxes:$14,345
Remarks: Under contract-accepting backup offers. Framed by sweeping vistas that span the manicured Harbourside golf course, Sarasota Bay, and the distant city skyline, this 3BR/3.5BA residence in Grand Bay offers an exceptional vantage point that captivates from the moment you arrive. Positioned on the fifth floor, the perspective is both expansive and elevated, showcasing breathtaking panoramic views while maintaining a strong visual connection to the surrounding landscape. The living room is thoughtfully designed to highlight this remarkable setting, with a full wall of sliding glass doors opening to a balcony that extends the entire length of the residence. From this elevated perch, corner walls of glass draw the eye outward, creating a dramatic focal point where golf course, bay, and skyline converge in one uninterrupted panorama. High ceilings with crown molding and tile flooring provide a clean, timeless foundation throughout the main living areas. The kitchen offers generous space and functionality, featuring stone countertops, under-cabinet lighting, a center island, stainless steel appliances, a tray ceiling, and an adjacent dining area. Well laid out and highly functional, it also presents an excellent opportunity to personalize finishes and reflect your own design vision. A versatile bonus room with an enclosure feature adds flexibility, ideal for a private office, media room, or additional guest accommodations. The primary suite serves as a comfortable retreat, complete with direct terrace access and serene sunrise views over Sarasota Bay. The spacious bath includes dual vanities, a soaking tub, glass-enclosed shower, and a separate water closet. Additional conveniences include an in-residence laundry room and under-building parking. Residents of Grand Bay enjoy a refined, amenity-rich lifestyle, with access to a clubhouse, two pools and spas, a fitness center with saunas, and Har-Tru tennis courts. Ownership also includes the privileges of Bay Isles, featuring gated entry, scenic walking paths, and membership to the private Bay Isles Beach Club. Large dogs are welcome.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Bruce Myer (941-376-5311)
3060 GRAND BAY BLVD #174, LONGBOAT KEY, FL 34228
$1,798,000197 Days on yellowkey MLS ID: R4910478
REDUCED by $141,000 (7.3%) on 05/17/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2550 Built: 1994Monthly Fee: $2,617 Tax: $17,500 (2024)Community: Grand Bay 1Spa: YesCondo
Taxes:$17,500
Remarks: PRICE POINT ADJUSTMENT ON HIGH FLOOR UNIT! Resort Living At It's Finest with this Grand Bay Condominium offers Privacy in the exclusive Bay Isles community. Grand Bay is situated directly on Bishops Point offering extensive Sarasota City views. Get swepted away by the dramatic unobstructed views of the city and expansive Sarasota Bay. The expansive floor to ceiling"Walls of Windows" with terraces on both the east and west sides of the building. Perfect sunrises and sunsets are the order the day ! The open floor plan from living room, to dining room, to den (can be easily converted into a 3rd bedroom) and the convenience of the kitchen all flow smoothly for entertaining and easy living. The den, kitchen, and guest bedroom all face west with access to the terrace for spectacular sunsets. The kitchen offers all of the latest modern conveniences with an oversized SubZero refrigerator/freezer, mini Perlick bottle refrigerator, Bosch dishwasher, Wolf triple oven with microwave, warming oven and Empava induction cooktop. This unit is sold fully furnished with high end quality names like Ethan Allen, Hancock & Moore and Italian leather. The master bedroom boasts panoramic views of the city and connects to the east terrace with plenty of space for sunbathing and nature watching. The marble master bath invites you to soak in the garden tub to relax the day away. Grand Bay Building 1 Caymen unit offers Total Privacy on the East and West Balconies with Glass railings for unobstructed viewing privacy! The en-suite guest bedroom is currently being used as an office and features its own grand views of the Longboat Key’s Harbourside golf course and the Gulf of Mexico beyond. Grand Bay is situated behind the Longboat Key Club gates and offers additional gated security at the building entrance for your peace of mind. Amenities for your enjoyment include two Har-Tru tennis courts, a state-of-the-art fitness center on the second floor of the Newly modernized Grand Bay clubhouse, two large heated pools and private beach access to the Newly modernized PRIVATE Bay Isles Beach Club directly on the Gulf of America. Grand Bay offers Electric Car Charging Stations. The Travertine stone floors are polished to perfection and is in pristine condition. This is resort style living, at its finest with the convenience of being located on Longboat key. Just minutes from St. Armand's world renowned shopping, restaurants and the cultural capital of Florida that is downtown Sarasota. Memories that will last a lifetime....All offers submitted via FAR-BAR contract form. Please use showing time button for all showings
Listing is courtesy of: LEN SCAVRON (908-304-5454)
Listing Agent: Len Scavron (908-304-5454)
3806 GULF OF MEXICO DR #C310, LONGBOAT KEY, FL 34228
$369,000104 Days on yellowkey MLS ID: R4911020
REDUCED by $20,000 (5.1%) on 06/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1046 Built: 1970Monthly Fee: $1,457 Tax: $2,813 (2025)Community: Beach Harbor ClubCondo
Taxes:$2,813
Remarks: Longboat’s Beach Harbor club is situated on 5 Acres along the most beautiful stretch of Longboat Key Shoreline. Sugary sand and flowing seaoats beside the azure blue Gulf of Mexico. The beach Harbor club offers 133 condo units, deeded beach access with showers, umbrellas and beach chairs. Amenities also include newly constructed boat slips, rooftop decks, outdoor cook areas, heated oversized swimming pool, community area for kayaks, clubhouse, and shuffle board. Longboat Beach Harbor is a friendly community with group events and many fun times to build relationships and enjoy sense of community living. Close to Bayfront Park with Tennis, Publix/CVS shopping. This renovated condo is situated on the 3rd floor not requiring flood insurance. Air conditioned indoor hall-way with security entrance. Newly appointed appliances, bathrooms, HVAC, luxury flooring and trim. Up-scale appointed fixtures and details throughout.
1211 GULF OF MEXICO DR #701, LONGBOAT KEY, FL 34228
$2,125,00049 Days on yellowkey MLS ID: A4694983
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2100 Built: 1985 Tax: $17,857 (2025)Community: PromenadeSpa: YesCondo
Taxes:$17,857
Remarks: Virtually Staged. Sweeping sunrise to sunset views define this beautifully reimagined 7th floor residence at the Promenade on Longboat Key. Fully renovated in 2026, this three-bedroom, three full bath home offers floor to ceiling windows, abundant natural light, and 180- degree views of both the Gulf of Mexico and Sarasota Bay. The double door entry opens to a freshly painted residence with new luxury plank flooring, nine-foot ceilings and modern lighting throughout. This residence is designed for entertaining with a large open living area and a full wet bar and wine refrigerator. The kitchen features quartz countertops and full quartz backsplash, Sub-Zero refrigerator, Cafe stove and double convection oven, and matching panel dishwasher. The custom modern white soft closed cabinetry with polished nickel hardware provides a stylish look as well as large amounts of storage and pantry space. A reimagined kitchen layout allows for a separate island that can be used for morning coffee, workspace or meal preparation all while enjoying gorgeous bay views. The primary suite features a spa-like oasis with new enlarged glass enclosed shower featuring waterfall and wall shower-heads, all quartz countertops, dual sinks, polished nickel faucets, fully backlit electric mirrors, separate water closet, linen storage and a custom designed walk-in closet. The two additional bedrooms each offer private bathrooms, one with a dazzling walk-in shower and the other with a new bathtub/shower. The renovations included removing all popcorn ceilings, updates to electrical and plumbing systems, all new fire sprinkler hardware and base boards. The full-sized laundry room includes new storage cabinetry, full sized washer/dryer and a wash-sink. All new interior doors fitted with Emtek polished nickel door hardware. The residence includes a private storage locker that is humidity and temperature controlled and a deeded underground parking space. The Promenade has undergone significant renovation over the past few years and features elegant marble foyer, 24-hour gate security, manned concierge desk, his and hers fitness rooms with shower and sauna, luxurious party rooms, EV charging station, a well-maintained pool deck and hot tub, verdant tropical landscaping and dual BBQ areas. The beach is located directly behind the building and features a secure entrance and beach chairs. There are also 4 Har-Tru tennis courts to complete the Longboat Key lifestyle. The Promenade is located near the south end of Longboat Key, minutes from St. Armand's Circle and the restaurants and arts offerings of downtown Sarasota. The Longboat Key Club and its golf, tennis and marina offerings is available for membership and just outside the property.
Listing Agent: Maggie Hicks (941-321-1759)
914 SPANISH DR S #76, LONGBOAT KEY, FL 34228
$550,0006 Days on yellowkey MLS ID: A4699874
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1341 Built: 1968 Tax: $2,105 (2025)Community: Spanish Main Yacht Club CondoCondo
Taxes:$2,105
Remarks: Experience the best of Longboat Key in this beautifully appointed coastal retreat, nestled within the highly sought-after 55+ community of Spanish Main Yacht Club! This newly remodeled 2-bedroom, 2-bathroom residence is offered fully furnished turnkey with all brand-new, high-end coastal furnishings. Ideally situated just steps from the active marina and a picturesque seawall—perfect for peaceful mornings, frequent dolphin and manatee sightings, and stunning bayfront sunrises—you'll also enjoy Gulf-side beach sunsets just a short stroll away. Thoughtfully designed, the home offers premium mattresses dressed in organic cotton linens and a fully stocked kitchen, providing a refined, move-in ready living experience from the moment you arrive. Residents enjoy access to a fantastic array of community amenities, including a private marina with available boat docks and kayak storage, deeded beach access, a heated community pool, and shuffleboard courts. Ideally located just minutes from the upscale dining and boutiques of St. Armands Circle and a scenic drive to Anna Maria Island, this property offers the perfect blend of active-adult tranquility and local accessibility. Whether you are boating, fishing, or relaxing in the bright, inviting Florida room, this is a rare opportunity to live the ultimate Longboat Key lifestyle.
683 SPANISH DR S #214, LONGBOAT KEY, FL 34228
$450,0006 Days on yellowkey MLS ID: A4699875
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1970 Tax: $2,616 (2025)Community: Spanish Main Yacht Club CondoCondo
Taxes:$2,616
Remarks: Experience the ultimate Longboat Key lifestyle in this beautifully renovated single-story villa located in the highly sought-after 55+ waterfront community of Spanish Main Yacht Club. This move-in-ready 2-bedroom, 2-bath residence features a bright, open floor plan, brand-new appliances, updated finishes throughout, and a spacious Florida room perfect for relaxing or entertaining. Ideally situated just steps from the community marina, enjoy peaceful mornings watching manatees and dolphins while taking in breathtaking sunrise views over Sarasota Bay. Deeded private beach access to the Gulf of Mexico is just a short stroll away, offering unforgettable sunset walks along the sugar-sand beaches. Residents enjoy a maintenance-free lifestyle with exceptional amenities, including a heated community pool, clubhouse, library, shuffleboard courts, and marina with boat docks and kayak storage (subject to availability). An active social environment makes Spanish Main Yacht Club one of Longboat Key's most desirable waterfront communities. Conveniently located just minutes from the world-class shopping and dining of St. Armands Circle and the charm of Anna Maria Island, this villa is ideal as a year-round residence, seasonal getaway, or investment opportunity. Don't miss your chance to own a slice of paradise on Longboat Key.
701 SAINT JUDES DR S #3, LONGBOAT KEY, FL 34228
$259,000202 Days on yellowkey MLS ID: O6370226
0 Days Off yellowkey (back on 7/15/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 630 Built: 1966Monthly Fee: $787 Tax: $3,873 (2024)Community: Saint Judes AptsSpa: NoCondo
Taxes:$3,873
Elementary School: Anna Maria Elementary
High School: Bayshore High
Middle School: Martha B. King Middle
Remarks: DIRECT WATERFRONT OPPORTUNITY IN LONGBOAT KEY! Here's your rare chance to own a waterfront property with direct access to the Intercoastal Waterway! Perfectly located for vacation rentals, this canal-front 1-bedroom, 1-bathroom end unit offers incredible potential for income, especially with high demand bookings from January to April. This property boasts 21 feet of water frontage and a newly installed seawall (June 2021). Enjoy the Florida lifestyle with easy access to boating, kayaking, and fishing. Additional outdoor amenities include a paver patio. Just steps away from the beach access and kayak launch! The property also has direct access to the scenic Joan M. Durante Park, with 32 acres of walking trails, gardens, recreational areas, and breathtaking Sarasota Bay views. Take a short walk to top-rated restaurants, shops, a deli, bike and kayak rentals, and more. Plus, you're just a short drive to St. Armands Circle and Anna Maria Island! This is the most economical waterfront property you'll find in all of Longboat Key!
Listing is courtesy of: NIZZ REALTY INC (954-526-5105)
Listing Agent: Filitsa Sterner Mistretta (941-928-3666)
4325 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228
$1,100,00067 Days on yellowkey MLS ID: A4693621
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1336 Built: 1975 Tax: $4,084 (2025)Community: Tiffany PlazaSpa: NoCondo
Taxes:$4,084
Remarks: Experience coastal living in this two-bedroom, two-bath direct Gulf-front residence ideally on the main floor of a desirable mid-rise community on Longboat Key. Freshly painted and thoughtfully enhanced with quartz countertops in both the kitchen and laundry room, along with recently updated washer and dryer appliances, the residence also features crown molding, updated trim and plantation shutters throughout, as well as Gulf-side hurricane shutters. The covered Gulf-side lanai provides the perfect setting to relax and enjoy the coastal surroundings year-round. The primary bedroom offers a very large walk-in closet. This residence includes a designated covered parking space along with private exterior storage. Residents enjoy an impressive array of amenities, including a clubhouse with a sauna, a heated Gulf-front pool, an interlocking stone patio and barbecue, a covered area and direct beach access. Ideally in a sought-after mid-key location, the property is close to St. Armands Circle, with its renowned boutiques, dining and shopping, while downtown Sarasota is just over the bridge, offering arts, culture, dining and entertainment. Heading north, enjoy convenient access to Anna Maria Island, while heading south, you will find the many amenities of Longboat Key, including Publix, CVS, places of worship, banks, parks, town hall, Bayfront Park, public tennis courts, boat launches and more.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Dennis Girard (941-809-0041)
1115 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228
$875,000250 Days on yellowkey MLS ID: A4671664
REDUCED by $24,000 (2.7%) on 07/15/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1172 Built: 1979 Tax: $7,815 (2024)Community: Beachplace ISpa: YesCondo
Taxes:$7,815
Remarks: The perfect beach getaway or investment property, look no further. With stunning water views from all new windows and doors, beach access, and appealing lease policy, this 1,172 square-foot 2 bedroom, 2 bath residence in Beachplace is ready to enjoy! Watch stunning sunset views from your southwestern facing, L shaped balcony overlooking beautiful well-manicured lawn, pond, and enchanting Gulf of Mexico waters. This views can also be enjoyed while in the master bedroom. The condo residence is a corner unit, located on the 4th floor with ideal proximity to the building elevator and has wood-look tile throughout. Beachplace is perfectly located on the south end of Longboat Key, minutes from St. Armands, downtown Sarasota, SRQ Airport and much, much more. Community offers on-site management, 24-hour security, a Jr. Olympic-sized swimming pool, and newly designed hot tub area. There are lighted tennis courts, a fitness center and gas grills for the community use.
Listing is courtesy of: DEVELOPERS REALTY LBK, INC (941-799-9096)
Listing Agent: Reid Murphy (941-232-3304)
415 L AMBIANCE DR #PH-F, LONGBOAT KEY, FL 34228
$12,995,00033 Days on yellowkey MLS ID: A4697487
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4912 Built: 1992 Tax: $50,380 (2025)Community: L Ambiance 1Spa: YesCondo
Taxes:$50,380
Remarks: Perched atop the coveted South Building at L’Ambiance behind the gates of the Longboat Key Club, this extraordinary beach-to-bay penthouse redefines luxury coastal living. Encompassing nearly 5,000 square feet of refined interior space and complemented by more than 3,600 square feet of wraparound terraces, this rare residence offers the scale and privacy of a waterfront estate paired with the convenience and security of one of Longboat Key’s most prestigious condominium communities. From sunrise over Sarasota Bay to spectacular sunsets melting into the Gulf of Mexico, panoramic water views create a breathtaking backdrop from nearly every room. Arrive via a private elevator that opens directly into your own grand foyer, where ornate wrought-iron double doors reveal a residence defined by architectural elegance and meticulous craftsmanship. Cathedral coffered ceilings, intricate millwork, crown molding, custom built-ins, designer lighting, and expansive walls of newer impact glass create a dramatic yet inviting atmosphere throughout. Travertine flooring flows seamlessly from room to room, while floor-to-ceiling glass sliders open to expansive terraces, blending indoor and outdoor living on an unprecedented scale. At the heart of the residence, the impressive 34-by-41-foot living room is framed by Gulf views and surrounded by multiple entertaining spaces, including formal and informal dining areas designed for both intimate gatherings and grand-scale events. The gourmet chef’s kitchen is beautifully appointed with custom designer cabinetry, stone countertops, decorative appliance panels, a Wolf induction cooktop, oversized island, walk-in pantry, and generous workspace for effortless entertaining. Occupying its own private wing, the primary suite is a sanctuary. A private vestibule leads to a spacious lounge area, dual walk-in closets, and spa-inspired his-and-her bathrooms featuring custom vanities, stone finishes, soaking tub, separate shower, and abundant storage. Floor-to-ceiling glass opens directly to the terrace, where sweeping Gulf views create an ever-changing panorama. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom—currently configured as a charming bunkroom—provides flexibility for family and guests. A spacious study can easily serve as a fifth sleeping area or executive home office. The outdoor living experience is simply unmatched. Expansive terraces wrap around the residence, creating multiple venues for dining, entertaining, and relaxation while capturing unobstructed views stretching from the Gulf shoreline across Sarasota Bay, the Longboat Key Club golf courses, and the downtown Sarasota skyline. L’Ambiance is widely regarded as one of Longboat Key’s premier beachfront addresses, offering residents exceptional amenities including 24-hour gated security, concierge services, on-site management, a recently renovated lobby and clubhouse, social rooms, fitness center, tennis courts, resort-style heated swimming pool and spa, private beach access, and a picturesque boardwalk leading directly to the Gulf of Mexico. Ideally positioned within the Longboat Key Club community, residents enjoy proximity to championship golf, tennis, marina facilities, waterfront dining, and miles of pristine Gulf beaches. This remarkable penthouse represents a rare opportunity to own one of the largest and most impressive beachfront residences on Florida’s Gulf Coast.
Listing Agent: Roger Pettingell (941-387-1840)
615 DREAM ISLAND PL #105, LONGBOAT KEY, FL 34228
$949,00098 Days on yellowkey MLS ID: A4689957
REDUCED by $46,000 (4.6%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1293 Built: 1985Monthly Fee: $2,172 Tax: $4,735 (2025)Community: Harbour Villa Club At The BuccaneerSpa: YesCondo
Taxes:$4,735
Remarks: Paradise Found: Fully Renovated Luxury at Harbour Villa Club, a True Longboat Key Gem! Welcome to a slice of heaven on the pristine North-End of Longboat Key at Harbour Villa Club. This luxurious, fully renovated (2025, not from storms) waterfront condo offers a lifestyle of serene elegance, perfectly positioned to capture breathtaking, unobstructed views of the glistening Sarasota Bay, the Intracoastal Waterway, and the protected Sister Keys. Step inside this exquisite home to an open, spacious floor plan bathed in natural light, thanks to high ceilings and expansive sliders. The custom gourmet kitchen is a chef's dream, featuring top-of-the-line appliances, ample counter space, and intelligent, creative storage solutions. The main living area is complemented by a sleek and stylish wet bar, ideal for effortless entertaining. The primary suite is a private sanctuary, designed for ultimate comfort with tremendous space, dual closets, and unparalleled water views. The equally luxurious primary bathroom features high-end fixtures, beautiful tile work, and a spacious shower. The secondary bedroom provides a generous space perfect for use as a guest suite or a flexible office. Relax or entertain year-round on your covered and screened lanai, the perfect outdoor space for sipping your morning coffee or evening cocktail while taking in the surrounding beauty. Boater's Dream and Unrivaled Flexibility: A rare and highly valuable amenity is the deeded boat slip #14, which conveys with the condo. This 40ft slip, equipped with electric, water, and new composite decking, is positioned directly outside the unit and can accommodate up to a 55'+/- vessel. Furthermore, Harbour Villa Club is one of the few Longboat Key communities with Weekly rental allowance, offering exceptional flexibility for ownership and use. Potentially generating gross approx. income of $85K annually with generous owner use availability. Community & Location: The community boasts mature tropical landscaping and grounds. Amenities include a heated pool, hot tub, outdoor grill, kayak storage/launch, boat ramp, climate-controlled bicycle/locker storage, and brand new tennis and pickleball courts. Located just a short walk to popular beaches, restaurants, and parks, and a short drive to St. Armands Circle and Downtown Sarasota. This property is more than a luxury condo—it is a complete lifestyle.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Jesse Griffin (941-822-6165)
4825 GULF OF MEXICO DR #105, LONGBOAT KEY, FL 34228
$749,900293 Days on yellowkey MLS ID: A4667044
REDUCED by $49,100 (6.1%) on 07/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1393 Built: 1970 Tax: $11,897 (2024)Community: Westchester AptsSpa: NoCondo
Taxes:$11,897
Remarks: Experience the epitome of Island living in this meticulously kept and beautifully renovated retreat located in the beachfront community of The Westchester on Longboat Key. This ground floor walk-out, 2 bedroom, 2 bath residence is a true coastal oasis all done up in seaside hues. The gorgeous kitchen opens to the large living/dining area and the spectacular views can be seen through impact resistant sliding doors that open wide for easy indoor/outdoor living. Step out to one of two private screened in lanais and you'll find the perfect spot to enjoy a morning coffee or an evening beverage while watching the sunset. This home is being offered with all the designer furnishings, so all you’ll need to do is bring your flip flops. Here you will find a remarkable quality of laid back island life with the gorgeous beach that stretches for miles, 2 sparkling pools, a tennis and pickleball court, a shuffleboard court, and a lovely clubhouse. An on site manager is available Monday through Friday. If you're ready for more, fine dining and nightlife in the world famous St. Armands Circle and the cultural mecca of downtown Sarasota are just a short drive away. Important to note: The pool area is currently undergoing a transforamtion and will include a new spa, a tiki hut and new landscaping when complete. Also important: The Westchester has completed its Milestone Inspection and all assessments have been paid in full.
Listing Agent: Jodene Moneuse, Pa (941-302-4913)
4390 EXETER DR #206, LONGBOAT KEY, FL 34228
$529,000264 Days on yellowkey MLS ID: A4670032
0 Days Off yellowkey (back on 5/30/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1152 Built: 1970 Tax: $7,775 (2024)Community: Longboat HarbourCondo
Taxes:$7,775
Remarks: Under contract-accepting backup offers. ~~~~~ * * * * SELLER SAYS SELL * * * * ~~~~~~~ * * * * NICEST FULL REMODEL IN LONGBOAT HARBOUR * * * * ~~~~~ PRICED BELOW MARKET VALUE ~~~~~ Enjoy island living nestled in the VIBRANT community of Longboat Harbour on beautiful Longboat Key. This UPDATED and FULLY RENOVATED condo offers a luxurious living experience with abundant amenities and stunning canal views where the Manatee play and sun bathe! Recent tastefully completed renovations include ALL NEW TILE FLOORING, NEW A/C UNIT, a fully updated gourmet kitchen with quartz counters, new cabinets, new appliances, a WASHER/DRYER IN UNIT, fully remodeled bathrooms, new doors and fresh paint throughout, a new primary WALK-IN closet, and PLANTATION SHUTTERS, that provide an interior that is both stylish and inviting. The owners opened the lanai to add more interior space to the living area with a seamless transition. No need to replace the sliders as they did that for you (NEW HURRICANE IMPACT SLIDERS) Need additional storage space? This condo also features a separate storage locker and bike/Kayak storage as well. Located in a prime location within a gated community on Longboat Key, this property is a water-lover's paradise. Boating enthusiasts will appreciate the deep-water canal access to Sarasota Bay, with boat slips available on a first come basis and additional kayak launches. Longboat Harbour is renowned for its welcoming atmosphere and an array of amenities designed to cater to every interest and lifestyle. This resort like community with an on-site manager offers a range of recreational activities including mini-golf, shuffleboard, tennis, and pickleball. Fitness enthusiasts will appreciate the large and well-equipped fitness center, complete with private locker rooms and saunas. Additionally, the beautifully renovated recreation room overlooking the bay, serves as the 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 from this serene beachfront location. This exceptional opportunity offers an unparalleled lifestyle in one of Longboat Key's most active, social, and vibrant communities! Seize the opportunity to experience waterfront living at its finest. Schedule your private showing today.
Listing Agent: Sheryl Vanduren (720-384-4884)
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