Between $700,000 - $800,000 Longboat Key FL Real Estate, Homes, Condos for Sale

2 Beds ⋅ 2 Baths ⋅ A4622887 MLS ⋅ Longboat Harbour BLDG.

Simply the BEST! Amazing opportunity to own a completely renovated two bedroom two bath condo at the sought after bay side condominium Longboat Harbor. This spacious condo has been taken down to the studs and custom redone with designer finishes. The bright kitchen features top of the line GE Cafe appliances,Dura Supreme cabinets with slow close and under cabinet lighting. The condo features an open floorplan from the main living area which seamlessly flows to the kitchen where you have a bar for dining. Natural quartzite countertops highlight the kitchen. The bathrooms are all refinished with the latest Kohler fixtures and finishes. All windows and doors are new in 2024 plus the floors are gorgeous Luxury Vinyl tile and porcelain tile. There is a terrace adjacent to the living room and master bedroom accessed through sliding glass doors that offers excellent outdoor enjoyment. Longboat Harbour Beach Club is located across the street for enjoying the gorgeous beach, Gulf of Mexico and Florida wildlife. The condo is being sold fully furnished.

4390 Exeter Drive Unit 208, Longboat Key

$725,000

A4621309 MLS ⋅ Seaplace M1 BLDG.

Discover a lucrative investment opportunity at 2045 Gulf of Mexico Dr #214, ideally situated walking distance to the prestigious St. Regis hotel and resort. This spacious condo offers prime rental income potential, with rents at Seaplace ranging from $4,000 during the off-season to up to $10,000 per month in-season. Enjoy the flexibility of using the property part of the year while potentially generating enough income to cover all your yearly costs. Additionally, Longboat Key real estate has a history of consistent annual appreciation, making this an even more compelling investment. Investors can capitalize on the high demand for luxury accommodations in this exclusive beachfront community. Buyer must conduct their own due diligence on income expectations. Don’t miss out on this chance to own a profitable piece of Longboat Key’s premier real estate Current lease in place Jan 1, 2025 through Aril 30, 2025.

2045 Gulf Of Mexico Drive Unit M1-214, Longboat Key

$785,000

2 Beds ⋅ 2 Baths ⋅ A4620999 MLS

The largest Beachfront unit on the market at this value! Welcome to your Beachfront Oasis! Walk out of your Gulf front Patio with a view that's only 60 steps to the Pool and 130 steps to our beautiful Longboat Key Beach! You have a view of the Gulf from the moment you walk in the front door. This large 2 Bed/2 Bath ground floor Condo gives you plenty of space for both yourself and all your friends who won't want to leave! The open Kitchen features Granite Countertops, Stainless Steel Appliances, a workspace area, and a breakfast bar. Two Oversized Bedrooms, the Primary with a great view and sliders to the Patio. The Primary has a walk-in closet, dual sinks, and an updated walk-in shower. The Guest Bedroom is large enough for multiple beds and the updated Guest Bath has a tub/shower combo for the little one's. You'll enjoy Tile throughout the entire home for those days walking back in from the Beach. For peace of mind all windows and sliders are hurricane impact glass and the rear window includes rolldown shutters. Milestone Inspection was completed in 2024 and there's no current assessments. The Roof was replaced in 2023, AC 2021, Water Heater 2021. Nothing left to do but move right in! At Shore you'll enjoy use of the Pool, Hot Tub, Sauna, Gym, and a large Social Room. The Shore is a Pet Friendly community. Your new unit comes with an assigned covered parking space and a large (5.5x10.5) private storage room to keep all your beach gear! Conveniently located near fabulous Dining options with easy access to Anna Maria, Lido Key, and downtown Sarasota.

5757 Gulf Of Mexico Drive Unit 109, Longboat Key

$729,000

2 Beds ⋅ 2 Baths ⋅ A4616367 MLS ⋅ E BLDG.

LIVE THE COASTAL LONGBOAT KEY LIFESTYLE! Beautifully updated and furnished two-bedroom, two-bathroom ground-floor corner end-unit with serene Longboat Harbour bay views. Wake up to the sunrise and experience the tranquility of the water from the spacious light-filled private enclosed lanai featuring new in 2022 impact sliding doors. While soaking up the sunshine, you’ll find a flourish of birds, dolphins, and manatee. Carefree, bayside living will be yours with the thoughtful open floor plan, neutral décor, and water views from every room. Go straight from your front door to the beach, a rare opportunity inside the Longboat Harbour complex! In the residence, you will be pampered by natural light, PGT impact windows, smooth ceilings, Blanco wood-plank tile floors, beach inspired furnishings, and a spacious open kitchen with Stream Pearl granite countertops, hands free faucet, soft-close wood shaker cabinets, large pantry, and LG Wi-Fi ThinQ stainless steel appliances including a French door refrigerator with double ice makers. The LG oven includes an air fryer feature and remote pre-heat so you can start dinner while at the beach! The owner’s suite features a large walk-in closet, pebble-mosaic shower with built-in seat, dual vanities, and washer and dryer. All fixtures have been updated to satin nickel. Within the gated resort of Longboat Harbour, you will enjoy the island lifestyle featuring four relaxing pools, an exercise room, saunas, shuffleboard, art studio, woodshop, library, billiard and card room, tennis and pickleball courts, a putting green, BBQ grills, kayak launch, and boat slips. Assigned carport parking, additional parking for guests and an ample storage closet also included with ownership. Longboat Harbour’s amenities allow you to live the resort lifestyle, but the showstopper is the ability to have access to the beach right out your front door. A private deeded beach pavilion complete with gated entry, restrooms, showers, picnic tables, benches, and chair storage is yours to enjoy right outside your door. From early morning walks to evening sunsets, no one at Longboat Harbour is closer to the beach than you. Centrally located to St Armand’s and Anna Maria Island you’re never too far from dining, shopping, recreation and access to all Longboat Key, Sarasota, and Cortez Village has to offer including dining, shopping, golf, and local cultural events and attractions. 2021 kitchen appliances, 2022 PGT impact windows throughout, 2022 new water heater, 2023 Vista V38 solar window film installed on lanai sliders.

4350 Chatham Drive Unit 108, Longboat Key

$725,000

2 Beds ⋅ 2 Baths ⋅ A4615909 MLS ⋅ Seaplace M1 BLDG.

Welcome to YOUR new home at Seaplace on Longboat Key! This beautifully updated two bedroom, two bath condo at 2045 Gulf of Mexico Dr. offers partial Gulf views from the patio and master bedroom, creating a serene and picturesque living experience. The condo will feature new impact windows and sliders, fully paid for and scheduled for installation by October, providing added security and energy efficiency. Seaplace is a gated and guarded community, ensuring privacy and peace of mind. This vibrant community offers an array of amenities including two heated swimming pools, a spa, three Har-Tru tennis courts, a fitness center, and a clubhouse with a library. The lush, landscaped grounds are perfect for leisurely strolls, and the direct beach access allows residents to enjoy the pristine sands and sparkling waters of the Gulf of Mexico. Additionally, residents will soon enjoy the luxury of the new St. Regis hotel and dining, just a short stroll down the beach. Experience the finest in coastal living with world-class amenities and a prime location. Don't miss this opportunity to own a piece of paradise in one of Longboat Key's most sought-after communities! Being sold turn-key furnished.

2045 Gulf Of Mexico Drive Unit M1-214, Longboat Key

$768,000

2 Beds ⋅ 2.5 Baths ⋅ A4614383 MLS ⋅ N/A BLDG.

"Perfection" perfectly describes this stunning townhome nestled on the shores of Longboat Key. This residence was fully renovated in 2023 with the utmost attention to detail. Luxurious materials were selected with an emphasis on style, quality, & comfort. This property is being sold turnkey furnished, so just bring the bags & enjoy the lifestyle. Situated on a private preserve lot this elevated townhome offers sprawling tropical views in every direction. Located in the coveted "Back " Section of Cedars East, space & privacy is yours. Only a few steps away from your private Bay Beach and Bay frontage completed with a fishing pier & kayak launch. Cedars Townhomes provide an open & spacious floor plan, 10ft ceilings, excellent square footage and the extremely rare 2 car garage. Also is Large Pet Friendly not only for you but for your guests & tenants if you choose to have them. If short term rental is of interest Cedars East is one of very few communities on Longboat Key that allow short term rental. Allowing 26 rentals per year at a two week minimum stay, this property projects for excellent rental production. Cedars East also has a long reputation for LOW HOA fees & excellent reserves. The community just installed Brand New roofs & is in excellent condition throughout . 860 Evergreen has a large living room anchored by an electric fireplace, perfect for creating a special atmosphere. Off the living room is a wonderful lanai, ideal for enjoying the views. Back inside, find a beautiful dining area with oversized windows. The space is accented by a custom ceiling & lighting. Overlooking the dining space is the kitchen featuring an ideal bar top for comfort & convenience. Kitchen is stunning with its high-end cabinetry, quartz countertops, custom lighting & meticulously chosen appliances. Just off the kitchen is a beautiful powder room. Upstairs, you'll discover an oasis in the primary suite, featuring a spacious room that also offers special preserve views. Opening a custom barn door reveals perhaps the most impressive upgrade in the property: a stunning primary bathroom. Completely recreated with a custom walk-in shower adorned with gorgeous tile & glass wall, a rejuvenating soaking tub, & a custom dual vanity. In the guest area, featuring a large bedroom with a walk-in closet. The guest bathroom impresses with its custom details & finishes. Laundry room is equipped with a full-size Electrolux washer & dryer & closet space. Downstairs, you'll find an absolute rarity: an oversized 2-car tandem garage. Perfect for storing toys & providing additional storage space. The owners spent over a year meticulously recreating this special home for their personal use, ensuring that no detail was overlooked. Furnishings include pieces from Crate & Barrel, Tommy Bahama, & Room and Board, along with swivel extension brackets on all TVs. Additionally, the home features a reverse osmosis & whole house water filtration system. Cedars East is a picturesque 66-acre village-like townhome community, surrounded by nature & offering close access to both the beach & bay on the beautiful Longboat Key. Community features lit boardwalks leading through mangroves to amenities such as a heated junior Olympic-sized pool, 10 Har-Tru tennis/ 3 pickle courts, a clubhouse with pro shop, 24-hour fitness center, tiki bar, Fine Dining Restaurant, fishing pier, & kayak launch. Convenient on-site rental management. Perfect property for your next Longboat key Beach Home.

860 Evergreen Way, Longboat Key

$749,990

2 Beds ⋅ 2 Baths ⋅ A4613406 MLS ⋅ Fairway Bay BLDG.

REDUCED - UPDATED - READY TO ENJOY! Your waterfront sanctuary in picturesque Longboat Key's Fairway Bay awaits! Magazine and model worthy - this oasis was designed by a respected interior designer to create the perfect coastal retreat. Discriminating buyers will find immediate gratification in this sublime 2 bed 2 bath - as all the work has been done! Private water views of both Sarasota Bay and downtown offer the perfect spot to unwind and enjoy the vibe of Longboat Key's tropical lifestyle. Truly a luxurious location - with a private beach club on the Gulf of Mexico as well as the highly anticipated St. Regis just steps away. High expectations? You'll appreciate the finishes and upgrades created to exude the feeling of water, sand and sky. The gourmet kitchen offers quartz counters, stainless appliances and classic cabinetry - the perfect spot for cocktails and a small dinner party. The open concept living area offers options for dining and lounging - with beautiful driftwood toned floors and views to the patio and water. Retreat to the generous primary bedroom - with access to the terrace for continious day and evening bay vistas. An elegant bath is waiting with coastal inspired glass shower, double vanities, counters and lighting. Guests have their own spacious suite with everything needed for their stay. Known for its upscale amenities, Bay Isles residents in Fairway Bay enjoy a clubhouse, fitness center, pool and spa, tennis courts, 24-hour gated security and a private beach club for residents. The prestigious Longboat Key Club has golf, marina and social memberships available and the upcoming St. Regis resort also has initial beach club offerings. Your opportunity is now!

1930 Harbourside Drive Unit 122, Longboat Key

$795,000

2 Beds ⋅ 2 Baths ⋅ A4613113 MLS ⋅ Spanish Main Yacht Club BLDG.

Fantastic value! Water and kayak owners will love the preferred location of this two-bedroom, two-bath standalone villa adjacent to the bay water with lovely partial bay views. This beautiful neighborhood of Spanish Main welcomes you home. Villa living at its best since mostly all the renovations were completed in 2017. New roof 2024 and A/C 2019 Tasteful appointments from this home add to the incredible features of this villa. This villa has numerous upgrades throughout. Large dining/great room combo opens onto an expansive lanai that overlooks a private, peaceful and tranquil setting of tropical lush foliage. Large neutral tile throughout. The primary bathroom has been upgraded with new cabinets, countertop, lighting fixtures, an oversized large, frosted window for extra light and a step-in shower. Upgrades continue with a hidden shoe caddy in primary bedroom closet. Guest bath upgraded with soaker tub, new cabinets and lighting fixtures. The kitchen updates include new kitchen cabinets, a slide out kitchen pantry and new dishwasher, and more. Hurricane-grade windows and doors. Inside the villa, washer and dryer. Hurricane shutters on the large rear windows and door. Inside air ducts were completely replaced. A four-point inspection was completed in 2024. Decorative hurricane glass front door retractable screen, outdoor shower plus an electric awning installed on oversized brick paver patio. Sewer lines relined. Feature list available as with all this, there is more. This neighborhood-like community is pet friendly and has a 40-slip deepwater marina with electric and water, deeded beach access, fishing, boating, kayaking, heated pool, clubhouse with activities. Nominal fee for rental of the boat slips. St. Armands is just down the road with amazing restaurants, fabulous shopping and 20 minutes to downtown Sarasota. This is a 55-plus community, but you can purchase at any age and live here full-time at 50. An incredibly affordable lifestyle that gives you million-dollar moments every day. A deal on Longboat Key complete with evening sunsets on beautiful beaches and entertaining bird life, manatees and dolphins. This is a must-see.

885 Spanish Drive N, Longboat Key

$749,000

2 Beds ⋅ 2 Baths ⋅ A4613210 MLS ⋅ E BLDG.

The description captures the essence of curated luxury in this waterfront island living experience. This meticulously renovated 2-bedroom, 2-bath condominium, situated in the exclusive gated community of Longboat Harbour, is a true testament to thoughtful design and attention to detail. Every element of this third-floor residence has been carefully reimagined to offer an unparalleled blend of sophistication, comfort, and style. From the hurricane-impact resistant windows framing picturesque harbour views to the luxurious ceramic tile flooring that flows seamlessly throughout, the space is designed for refined living. The kitchen, a centerpiece of the home, features handpicked GE Café appliances, quartz countertops, and custom cabinetry, all chosen to create a cohesive and elegant aesthetic. The bathrooms, too, have been impeccably updated with high-end fixtures and custom shelving, reflecting a commitment to quality and craftsmanship. Modern conveniences, such as remotely controlled lighting, an advanced HVAC system, and state-of-the-art electrical and plumbing, washer and dryer have been meticulously integrated into the home. Each piece of furniture, from the new king-size beds to the carefully selected living room set, has been chosen to complement the overall design, creating a harmonious living environment. This move-in-ready condominium is more than just a residence; it is a carefully designed sanctuary where every detail has been considered, offering a luxurious and serene retreat in a breathtaking island setting. The Longboat Harbour Community offers private deeded beach access, restrooms and shower facilities with gated parking located at (4415 GOM Dr),4 heated pools, boat docks up to 34'long on first come bases for power and sail boats, sauna, spacious fitness center, kayak storage and launch, artist's studio, woodwork shop, banquet hall, pickleball and tennis court, Billiards room, fishing pier, and pathways. Book your showing and live the waterfront island living you've wished for!

4350 Chatham Drive Unit E307, Longboat Key

$799,900

2 Beds ⋅ 2 Baths ⋅ A4608605 MLS ⋅ N/A BLDG.

Step into this stunning panoramic setting and behold the breathtaking views that await you. As the elevator doors open, you'll be greeted by an abundance of natural light and picturesque vistas of downtown Sarasota. This 2-bedroom, 2-bathroom split-plan layout is designed to provide maximum privacy for both residents and guests. Each bedroom features walk-in closets and large windows adorned with custom blinds or plantation shutters, offering a perfect blend of elegance and functionality. For added peace of mind, all windows are equipped with hurricane shutters. This home has been thoughtfully updated with a new refrigerator in 2024, a new A/C and dishwasher in 2022, and a new hot water tank in 2020. Convenience is at your fingertips with in-unit laundry and a secured under-building parking space complemented by additional locker storage. The residence is pet-friendly, making it even more inviting for animal lovers. Situated within the gates of the Longboat Key Club, residents can take advantage of a host of resort-style amenities, including guarded gated security, a clubhouse, fitness center with saunas and steam rooms, outdoor grills, and two heated pools. Additionally, you'll have access to Har-Tru tennis courts and the sought-after Bay Isles Beach Club. Convenience is at its peak with essential amenities such as Publix, CVS, the library, banks, places of worship, and restaurants just a stone's throw away. You'll also be within close proximity to the vibrant St. Armands Circle, Sarasota, and all the cultural and entertainment offerings it has to offer. This home encapsulates the perfect blend of comfort, convenience, and luxury.

3070 Grand Bay Boulevard Unit 625, Longboat Key

$720,000

2 Beds ⋅ 2 Baths ⋅ C7491713 MLS ⋅ 660 BLDG.

Under contract-accepting backup offers. EXCEPTIONAL LONGBOAT KEY TURNKEY INVESTMENT OPPORTUNITY. 14-DAY RENTAL PROPERTY. RESORT SETTING WALKING DISTANCE TO THE BEACH This is a rare chance for savvy investors to own a turnkey investment property with a proven track record and strong booking performance for 2024 and 2025. THIS MODERNIZED TOWNHOME IN LONGBOAT KEY HIGHLY DESIRED CEDAR EAST RESORT DELIVERS CONSISTENT RETURNS WITH A PROVEN MODEL FOR CAPITALIZING ON LONGBOAT KEY'S AFFLUENT VISTOR MARKET, WITH A SEAMLESS RENTAL SYSTEM BEHIND IT, THIS TOWNHOME IS POISED TO OUTPACE COMPARABLE INVESTMENTS FROM DAY ONE. The contemporary interior upgrades with comfortable furnishings, fully stocked elevate this rental far above comparable units, ensuring it continues outperforming and commanding top-dollar pricing with an established history of exceptional rental income. With a direct Airbnb/VRBO booking integration, this property provides an effortless path to outstanding investment returns. FEATURING A 14-DAY BOOKING POLICY, SELDOM AVAILABLE IN THE MARKET, THIS OPPORTUNITY OFFERS THE POTENTIAL TO CAPTURE MAXIMUM OCCUPANCY AND OPTIMIZE RENTAL INCOME. THIS UNIQUE FEATURE SETS THIS PROPERTY APART, MAKING IT AN EXCEPTIONAL OPPORTUNITY FOR INVESTORS LOOKING TO MAXIMIZE RENTAL INCOME AND CAPITALIZE ON LONGBOAT KEY HIGH DEMAND FOR SHORT AND LONG-TERM VACATION RENTALS. Cedars East provides the full-service amenities that create the luxury experience guests rave about and come back for - a jr Olympic-sized size swimming pool, bayside fishing, picturesque walkways and on-site restaurant, tennis courts, fitness center, restaurant, beach access, and more. This highly desired location maximizes earnings, putting you just a short walk from Longboat Key's world-famous beaches, dining, shopping, arts/cultural attractions, and St Armand’s Circle and Downtown. AS AN INVESTOR, YOU WANT PROPERTIES THAT WILL MAXIMIZE YOUR RETURNS - AND THIS BEAUTIFULLY FINISHED TOWNHOME IN CEDAR EAST DELIVERS The contemporary upgrades, coupled with the ability to self-manage, make this rental perfect for hands-on investors seeking maximized profits and complete control over their investment with optional on-site management available with a proven track record of generating outstanding rental incomes in this resort community, this townhome investment is poised to maximize your returns from day one. DON'T MISS THIS OPPORTUNITY, THIS ONE IS UNIQUE!

660 Cedars Court, Longboat Key

$749,000

2 Beds ⋅ 2 Baths ⋅ A4606923 MLS ⋅ 'B' BLDG.

MUST SEE! Prized Waterfront Location! A sparkling remodeled two bedroom, two bath condominium with SPECTACULAR WATER VIEWS from every room. Attention to detail, resplendent in both design and livability is apparent. Imagine preparing delicious meals while soaking in the breathtaking shimmering waters of the Sarasota Bay that continually inspire and awe, a culinary experience like no other. Step into your Florida Room to enjoy your morning coffee or evening cocktail and let the panoramic vista of sparkling waters create a symphony of tranquility. Retreat to your primary suite, where every evening and morning becomes a private waterfront refuge. Bask in the serenity of moonlit nights or wake up to breathtaking sunrises over the water. Enjoy viewing the frolicking dolphins, graceful manatees, and the colorful spectacle of Florida's native birds, all from the comfort of your new home! This Condo's updates are of the highest quality and include: New windows, new A/C, new electric panel in 2023, New Primary bathroom with Extravagant walk-in shower, new floors, & new kitchen in 2021. Freshly painted in 2024. “Pet Friendly” Windward Bay is a low-density residence and magical wildlife haven nestled mid Longboat Key on 26 acres, which is both well-manicured, beautifully landscaped and graced with 1/2 a mile of waterfront trails for your enjoyment. Unparalleled amenities include 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee (waitlist), kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and two community fire pits. Steps away from the tranquil Gulf of Mexico with one deeded beach access and two public beach accesses directly across the street. For those seeking outdoor adventure, this property offers direct access to the water, making it perfect for boating, fishing, or simply enjoying a day on the water. Whether you prefer a peaceful kayak ride or a thrilling jet ski adventure, the possibilities are endless. With convenient access to Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez fishing village, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. The Windward Bay Association has been busy with a multitude of improvements and updates in the last few years including: Brand new roofs on all of the midrises in 2023/2024, new catwalks, villa modernizations, landscaping, safety improvements & enhancements. The State of Florida Structural Integrity Phase 1 Milestone Inspection is complete and Windward Bay is certified for another 10 years. Book your showing today and live the life you have always dreamed of!

4900 Gulf Of Mexico Drive Unit 204, Longboat Key

$750,000

2 Beds ⋅ 2 Baths ⋅ A4606790 MLS ⋅ 4 BLDG.

Experience resort-style living at Club Longboat Beach and Tennis on beautiful Longboat Key, Florida. Nestled in a tropical setting, this vibrant community offers an array of amenities to enhance your lifestyle. Enjoy the convenience of eight Har-Tru tennis courts, including three marked for pickleball, shuffleboard, fitness facilities, and a rejuvenating sauna. Lounge by one of two pools or indulge in the relaxing spa. With an on-site tennis professional and regular events, there's always something to do. Lounge chairs and beach umbrellas await you for lazy days by the Gulf of Mexico, just steps from your doorstep. This 85 unit community has on-site management for your convenience. Enjoy paradise in this truly spacious condo featuring two living areas, ample storage, oversized interior laundry, covered parking, brand new HVAC system, and two private balconies. Need extra space? Simply separate the living areas with a discreet partition. Sold turnkey furnished - just bring your clothes and tennis racket! There is an elevator to this second floor unit. Plus, with 750 feet of direct beach access and a prime location near top-notch dining, shopping at Publix, banking services, and more, everything you need is within reach. Don't miss this opportunity to live the Longboat Key lifestyle – schedule your viewing today!

5055 Gulf Of Mexico Drive Unit 424, Longboat Key

$715,000

3 Beds ⋅ 2 Baths ⋅ A4605692 MLS ⋅ 127 BLDG.

Dream Villa Awaits in Spanish Main Yacht Club – A Rare Find with Luxurious Comforts! Step into a slice of paradise with this exceptional 3-bedroom, 2-bathroom villa, nestled in the coveted Spanish Main Yacht Club. A rarity in the community, because of its larger size (1516 sf), it boasts not only ample space, but also a rare third bedroom which has its own lakefront view as well as being a standalone unit. Enjoy the peace of mind with a new roof installed in 2023 and an upgraded AC system in March 2024, promising years of comfort. Designed with an open floor plan, this residence features elegant tile flooring throughout, creating a seamless flow from room to room. Large windows usher in natural light, offering serene lake views that promise tranquil mornings and peaceful evenings. Best of all, you only need to bring your toothbrush as this lovely villa is being sold Turnkey! Living here means embracing a maintenance-free lifestyle in a pet-friendly, active 55+ community that's brimming with amenities. Dive into the expansive community pool, with breathtaking views of the marina, or set sail from the 40-slip deep water marina with no-delay access to Sarasota Bay and the Gulf of Mexico. This villa also comes with deeded beach access, placing sun-soaked days and soft sandy beaches just a stroll away. Plus, with proximity to exquisite shops, gourmet restaurants, and the vibrant St. Armand's Circle, entertainment is always within reach. Not ready for retirement? No problem. Purchase is open to all ages, with full-time residency starting at 50. Don't miss out on this unparalleled opportunity to live the dream in Spanish Main Yacht Club. Your luxury villa awaits. Call today for your private showing.

563 Spanish Drive S Unit 127, Longboat Key

$799,900

2 Beds ⋅ 2 Baths ⋅ A4604266 MLS ⋅ 'D' BLDG.

BREATHTAKING BAYFRONT WATER-VIEW PENTHOUSE! WELCOME TO PARADISE! Rare opportunity to own this beautiful END-UNIT, one of a kind two-bedroom, two-bathroom penthouse. The Best Bayfront Water Views with direct panoramic viewing of Sarasota Bay, the Intercoastal Waterway and Downtown Sarasota. Relax in the Florida room while watching the dolphins swim, manatees play or enjoy a cacophony of birds for your viewing pleasure. Experience spectacular sunrises from almost every room or walk across the street to a private deeded Gulf of Mexico beach access and be mesmerized by stunning sunsets and sugary sand beaches. This property is not just a home, but a lifestyle filled with serenity and natural beauty. Beautiful recently remodeled kitchen and bathrooms. “Pet Friendly” Windward Bay is a low-density residence and magical wildlife haven nestled mid Longboat Key on 26 acres, which is both well-manicured, beautifully landscaped and graced with 1/2 a mile of waterfront trails for your enjoyment. Unparalleled amenities include 2 tennis/pickleball courts, 2 marinas with 28 boat & jet ski slips for a low monthly fee (waitlist), kayak racks, 2 heated pools, shuffleboard, bike racks, a clubhouse with kitchen, library, fitness room, meeting room, 2 saunas, and two community fire pits. Steps away from the tranquil Gulf of Mexico with one deeded beach access and two public beach accesses directly across the street. For those seeking outdoor adventure, this property offers direct access to the water, making it perfect for boating, fishing, or simply enjoying a day on the water. Whether you prefer a peaceful kayak ride or a thrilling jet ski adventure, the possibilities are endless. With convenient access to Downtown Sarasota, St. Armands Circle, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. The Windward Bay Association has been busy with a multitude of improvements and updates in the last few years including: Brand new roofs on all of the midrises in 2023/2024, new catwalks, villa modernizations, landscaping, safety improvements & enhancements. Seller paid assessments in full. Monthly dues are $1,303. The State of Florida Structural Integrity Phase 1 Milestone Inspection is complete and Windward Bay is certified for another 10 years. This is your lucky day for an AMAZING OPPORTUNITY! Don't miss your chance to own a slice of paradise and indulge in the magic of waterfront living. Schedule your private tour today and make your dreams a reality.

4700 Gulf Of Mexico Drive Unit PH6, Longboat Key

$749,000

2 Beds ⋅ 2 Baths ⋅ A4601556 MLS ⋅ F BLDG.

HUGE REDUCTION PLUS THE SELLER HAS PREPAID ALL THE 2024 HOA FEES AND THE UPCOMING $26,490 SPECIAL ASSESSMENT IN FULL. THESE WILL BE CREDITS TO THE BUYER AT CLOSING! ALSO THIS COMMUNITY IS ELIGIBLE FOR FINANCING VIA PORTFOLIO LOANS- CHECK IT OUT! Entering this cheery and bright water view condo, you are greeted by a gorgeous, unique open floor plan. With gleaming 24” porcelain tile laid on the diagonal and flowing seamlessly throughout the entire home, the living space and views have been maximized to show off the beauty of Sarasota Bay and the Mangrove Preserve. An entire wall has been dedicated to over 30’ of windows. It is truly like having a front row seat to Mother Nature. The floor plan has been reengineered to create an open and airy great room and split bedroom plan. The Owner’s Retreat is nestled at the far end of the residence and includes a spacious walk-in closet plus ensuite bathroom with double bowl vanity and custom glass enclosed shower. The Guest Bedroom is tucked away on the other side of the home and can do double duty as a home office or second lounging space. An extra bonus is a fun and creative twin bed sleeping space for the kiddos adjacent to the Owner's Retreat. The home was fully renovated down to the studs in 2016 including new wiring, new plumbing, recessed lighting, new HVAC, Bosch stackable W/D, and PGT hurricane impact, low-E windows. The finishes are tasteful and high quality with espresso cabinetry, granite counters, oil rubbed bronze hardware and stainless appliances. The monthly HOA fee of $1303 includes the cost of your insurances (flood/hurricane/hazard), exterior maintenance, landscaping, CATV, sewer, water, trash, rec facilities and a contribution to the reserves account – great peace of mind knowing this community takes care of itself! The community has also passed its Milestone Integrity Study and is certified for another ten years. For the water enthusiast, there are first come boat slips available for lease and lifts are allowed. Slips are $45/month or $50/month if with an owner supplied lift. Slips can accommodate an up to 30' boat or personal watercraft. Fido and Fifi will love it here also as two pets (max weight of 75 pounds) are allowed, even for tenants. Windward Bay is amenities rich with 3 beach accesses, 2 heated pools (one is good for laps), tennis, pickle ball, fitness center, sauna, bike racks, kayak storage & launches ($35/year), clubhouse, 2 marinas, 2 fish cleaning stations, BBQ grills, fire pit, outdoor dining tables, 1/2 mile of walking paths and on-site professional management. FOR THOSE SEEKING RENTAL INCOME, THIS COMMUNITY IS A RELIABLE PRODUCER DUE TO ITS LOCATION AND AMENITIES. RENTALS ARE ALLOWED IMMEDIATELY UPON OWNERSHIP WITH A ONE MONTH MINIMUM LEASE UP TO TWICE PER YEAR. When you want to explore outside this oasis, Windward Bay has easy access to the restaurants, cultural events and shopping of downtown Sarasota and St. Armands Circle along with professional marinas and championship golf nearby.

4540 Gulf Of Mexico Drive Unit 205, Longboat Key

$725,000

2 Beds ⋅ 2 Baths ⋅ A4601549 MLS ⋅ 2 BLDG.

COFFEE ON THE BAY WITH THE BREAK OF DAWN AND COCKTAIL NIGHTS WITH DOWNTOWN LIGHTS! An astonishing, direct view across the wondrous Bay to the Sarasota skyline and the Ringling Bridge, with its color enhanced lighting- nothing could be more fulfilling. This 2bed/2bath condo in the loved Fairway Bay community is perfectly positioned to take it all in. Consistent porcelain tile flooring throughout the residence is just one of the notable improvements to this home. The bathrooms offer newer quartz tops, vanity mirrors, faucets, and lighting. The kitchen has been redefined with custom wood, soft close cabinetry, granite tops, subway tile backsplash, Frigidaire Gallery stainless steel appliances and color-changing under cabinet lighting. AC and water heater new in 2021. Located behind the gates of Bay Isles, Fairway Bay is a beautiful, lush community that offers multiple pools, spa, fitness center, tennis, pickleball, clubhouse and kayak/ SUP launch and amazing onsite management. As a member of Bay Isles, you also get the enjoyment of the Bay Isles Beach Club, on the Gulf, where you have exclusive use of bath houses, party pavilion, private parking, grilling station, volleyball, and an expanse of sandy beach! What’s holding you back

1932 Harbourside Drive Unit 234, Longboat Key

$775,000

3 Beds ⋅ 2 Baths ⋅ A4589073 MLS ⋅ Villa 18 BLDG.

Under contract-accepting backup offers. MAKE AN OFFER - MOTIVATED SELLER - $225,000 PRICE REDUCTION! This spacious waterfront villa lives like a single family home but is MAINTENANCE FREE! It offers gorgeous Sarasota Bay and canal views with 1900 SF (the largest home in the community), 3 bedrooms (one with a Murphy Bed that could be a home office or nanny/in-law suite with its exterior entrance), 2 bathrooms, separate spacious laundry room with newer full sized machines (large enough to add a 3rd bathroom), plus Florida room with private patio, perfect for barbecuing the catch of the day, al fresco dining under the stars or watching manatees and dolphins. It's the best of all worlds...the size and convenience of a house yet the ease of condo living. As you enter this waterfront haven, a soothing coastal décor embraces you, harmonizing with the captivating blue water views. Luxury Vinyl Plank floors, recently updated bathrooms with new vanities, new tile and stone countertops, and a generously sized kitchen finished with cottage-style cabinets and porcelain Farm Sink immerse you into a comfortable coastal lifestyle. Hurricane impact windows and a newer roof ensure peace of mind. Convenience is key with the attached covered carport facilitating easy access for groceries and luggage. Venturing beyond your personal oasis, you can indulge in abundant community amenities including 2 heated pools with complimentary chaises, saunas, tennis and pickle ball courts, a fitness center, shuffleboard courts, boat slips ($45/month or $50/month with an owner supplied lift), kayak and paddle board storage/launches ($35/year), fishing, 3 beach accesses, and scenic biking/walking paths through 26 acres of professionally landscaped bay front grounds. An additional perk includes the Zota Beach Resort just across the street for fine dining and sunset happy hours. For extra peace of mind, Windward Bay is a proactive community, passing its structural integrity inspection and receiving certification for another ten years. This sought-after community allows two rentals per year with a one-month minimum, enabling income generation while retaining the serene residential living experience. Uniquely pet-friendly, this community welcomes two large pets up to 75 pounds each (rare to find...renters can have two large pets too!) and provides pet comfort stations throughout the property. Seize the opportunity to make this tranquil island haven your own. It's an extraordinary chance for an easy beach lifestyle in a paradise-like setting. What could be better? It could be yours!

4976 Gulf Of Mexico Drive Unit Villa 18, Longboat Key

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Between $700K - $800K Longboat Key Real Estate