Features & Amenities

Interior

  • Other Interior Features

    Open Floorplan, Walk-In Closet(s)

  • Total Bedrooms

    2

  • Bathrooms

    2

  • Cooling YN

    YES

  • Cooling

    Central Air

  • Fireplace YN

    NO

  • Heating YN

    YES

  • Heating

    Electric

  • Pet friendly

    Cats OK

Exterior

  • Garage

    No

  • Construction Materials

    Block, Stucco

  • Other Exterior Features

    None

  • Pool

    No

  • Waterfront YN

    YES

  • View

    Lake, Water

Area & Lot

  • Lot Features

    Waterfront

  • Lot Size(acres)

    25.24

  • Lot Size(square feet)

    1,099,453

  • Property Type

    Residential

  • Property Sub Type

    Townhouse

Price

  • Sales Price

    $589,000

  • Tax Amount

    $7,899.31

  • Sq. Footage

    1,516

  • Price/SqFt

    $388

HOA

  • Association

    YES

  • Association Fee

    $1,340

  • Association Fee Frequency

    Monthly

  • Association Fee Includes

    N/A

  • Total Monthly Fees

    $1,340

School District

  • Elementary School

    N/A

  • Middle School

    N/A

  • High School

    N/A

Property Features

  • Stories

    1

  • New Construction

    NO

  • Association Amenities

    Cable TV, Clubhouse, Maintenance, Pool

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Senior Community YN

    YES

  • Sewer

    Public Sewer

  • Tax Lot

    127

  • Water Source

    Public

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Listing Courtesy of Victoria Campbell, LPT REALTY LLC

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GORGEOUS COMPLETELY REMODELED Villa with Lake Views in Spanish Main Yacht Club!!
Welcome to effortless coastal living in this beautifully remodeled 3-bedroom, 2-bath villa located in the highly sought-after Spanish Main Yacht Club. Rarely available, this 1,516 sq ft STANDALONE villa offers a larger footprint than most in the community and includes a true third bedroom with serene LAKE VIEWS.
The recent remodel brings a fresh, modern feel, complemented by an open-concept floor plan, elegant tile flooring throughout, and abundant natural light. Enjoy peace of mind with NEW WATER HEATER, a NEWER ROOF (2023)AND NEWER A/C system (March 2024). 
Spanish Main Yacht Club offers a maintenance-free, pet-friendly community with resort-style amenities, including a large waterfront pool overlooking the marina, a 40-slip deep-water marina with no bridges to Sarasota Bay and the Gulf, and deeded beach access just steps away. Shopping, dining, and the charm of St. Armands Circle are all minutes from your door.
While this is an active 55+ community, ownership is open to all ages, with full-time residency beginning at 50.
"Florida remains the envy of the country, with many of our markets winning awards for being among the best places to live or retire. Sarasota SRQ Airport's soaring success added 30 flights in 2024 and 2025, significant passenger growth, a new $72M runway and terminal, and ranks No. 1 best resort airport in the country, where passengers can get off a plane and feel like their vacation has begun. It's all about investment. This home in  the master-planned community of the Spanish Main Yacht Club could be your destination of choice. Features include a spectacular pool and spa, kayak launch, marina, outdoor grills, and lush tropical landscaping. There is a shell path for walking along to a deeded beach access to enjoy the sand and world-class sunsets. There is also on-site management and maintenance staff making where home and away share the same address. Longboat Key is the only barrier island on the West Coast of Florida to have relocated all overhead utilities underground for improved reliability and aesthetics, and LBK landed on the Forbes Travel Guide's list of Top 12 Destinations for 2025."
Furniture Package Available. 

Schedule your private showing today.

563 SPANISH DRIVE S

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Related Properties

DIRECT GULF FRONT/OCEAN VIEWS, FULLY FURNISHED, ELEVATED, AND BRING YOUR BOAT (BOAT SLIP opportunity for a small monthly rental fee at the NEW community marina) Beach Retreat with numerous improvements. Longboat Key living doesn't get any better than this. Located in a highly desirable waterfront co-op community, this home was raised 4 ft to enjoy more of the beautiful ocean views. All new windows with the front windows replaced with large picture windows for year round gulf/ocean views. Additional new updates include all new windows, new window coverings, new doors, new kitchen remodel which includes new countertops and painted cabinets, new bedroom fans, newly redone dining area, refreshed outdoor bathhouse, (included for description purposes as 1 of 2 bathrooms), new HVAC duct work and heating element, new Astro turf lawn, new outdoor lighting, newly painted interior, beautifully redone outdoor patio. Gulfshore of Longboat Key is perfectly situated between the Gulf of America and the Bay for beach to bay access.  It has approximately 450-500 ft of private deeded beach access on the powdery sand and views of the turquoise blue water. It also has a new marina on Sarasota Bay, a large, heated community pool, a remodeled clubhouse with a commerical kitchen, a well-maintained community with a professional on-site manager, and very reasonable HOA fees! Gulfshores is a 55+ community and does not permit pets or rentals. Come live The Longboat Key Life.
#A4708279

LONGBOAT KEY

3710 GULF OF MEXICO DRIVE A3

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$525,000

MLS#: A4708279

BACK AND BETTER THAN EVER! This completely renovated, turnkey furnished 2BR/2BA villa in the coveted 55+ Spanish Main Yacht Club returns to market with a NEW ROOF and NEW HVAC, both with transferable warranties. A prior appraisal documents 1,393 SF of above grade living space, offering more room than previously reflected in the MLS. The home also features impact windows and doors, adding peace of mind and year round durability as well as a full house water filtration system. Step outside to your spacious private patio—perfect for grilling, relaxing, and enjoying the coastal breeze. From there, take a short stroll across the road to your deeded Gulf beach access, or walk just a few steps to the deep water marina and head out on your boat for a sunset cruise. Boat slips are convenient and affordable, making every day boating a reality. Residents enjoy a heated waterfront pool and a vibrant, active community—ideal for seasonal snowbirds seeking a winter retreat or those who prefer the ease of year round coastal living. Guest parking is conveniently located behind the villa and at the marina. EXTRA BONUS: A seasonal tenant is in place January–April, offering an attractive opportunity to offset carrying costs. Inquire for details and plan your visit—this one is easy to love!
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LONGBOAT KEY

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2 Beds

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MLS#: A4708263

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Virtually Staged. Auction Property. Auction Property. This Beachfront Condominium will be sold at an Online Auction October 29 ~ November 4.   
4485 GULF OF MEXICO DR, #402, LONGBOAT KEY, FL.  This is a 2 Bedroom, 2 Bathroom Condominium with stunning views of the brilliant Gulf from every room and immediate beach access on Longboat Key.  
Arbomar Owners enjoy a heated beachfront pool, fitness center, and a welcoming well-maintained community with private coded access and an elevator.  All special assessments will be paid in full by the seller at closing, eliminating future capital expense concerns for the buyer.
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 with diamond coating, updated carports, and new doors and impact-rated windows throughout the community. The pool has just been resurfaced. Inside, the home is ready for you to add your own flair.  Ideal for full-time living, a seasonal retreat, or an income-producing beach getaway.  

This condo has a community washer and dryer just outside the front door, and also has a space where one could be installed inside.  There are also storm shutters on the balcony for extra security.  It comes with one dedicated covered parking spot and extra storage space downstairs.
The amenities includes 24 hour security, pavered parking and entrance, elevators, a glistening resort style swimming pool, recreation clubhouse, shuffleboard, and fitness center.
Perfectly positioned on Longboat Key, Arbomar is just minutes from St. Armands Circle, Sarasota’s dining and cultural attractions and world-class golf, and just a short trip to the Sarasota International Airport.  Experience the luxury of Florida living with panoramic Gulf views and stunning sunsets every day.
This building has cell phone towers on the roof that generate significant income for the association. With low maintenance fees and a great rental policy.  
The Milestone study and SIRS are completed and any past fees will be brought up to date at closing.  This sale will come with a Warranty Deed ensuring that all taxes and condominium fees are current.

This property will only be sold at Auction.   ANY price in any listing or advertisement is for reference only, the selling price will be determined at auction.  There is NO starting bid, you may bid any amount.
#N6146025

LONGBOAT KEY

4485 GULF OF MEXICO DRIVE 402

2 Beds

2 Baths

1,022 Sq.Ft.

$678,901

MLS#: N6146025

Second-home buyers and investment-minded buyers, take note. This beautifully furnished, turnkey residence at Cedars East on Longboat Key offers the rare combination of a polished coastal retreat, an established rental history, and meaningful upside potential.
The home has generated approximately $50,000 in average annual rental payout revenue, after Airbnb and VRBO fees, providing a proven income history while maintaining the flexibility of up to 26 rental opportunities a year—an unusually flexible arrangement for Longboat Key. The owners have invested more than $130,000 in upgrades and improvements since 2021, creating a home that is not simply rental-ready, but thoughtfully maintained and continually enhanced. The current owners have created a home designed to deliver an exceptional guest experience. The sale includes the home's high-quality furnishings, top-of-the-line kitchenware—including All-Clad cookware—solid dishware, premium beach equipment and carefully selected décor. The result is reflected in the property's rental reputation, with more than 40, 5-Star Airbnb reviews from previous guests. Positioned near the front of Cedars East, the residence offers more convenient access to the Gulf beaches than many locations within the community and is next to the Longboat Key bike path.  Inside, the 1,440-square-foot, two-bedroom, 2½-bath residence features an open living and dining area, a large garage, and a private, wooded outlook from the living room and lanai. The lush greenery creates a wonderfully private, almost treehouse-like setting—a peaceful contrast to the Gulf just moments away.  Residents of Cedars East enjoy a resort-style setting with HOA amenities including the community pool, kayak and paddle board launch, fishing pier, cable, water, sewer, trash and pest control.Optional membership at the Cedars Tennis Resort & Club provides access to additional tennis, pickleball and fitness amenities.  Whether you're looking for a beautifully finished Longboat Key retreat, a second home that can generate income, or a turnkey vacation property with an established rental history, this residence offers a compelling combination of lifestyle and flexibility.  Come experience The Longboat Key Life.
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LONGBOAT KEY

539 FOREST WAY 539

2 Beds

2 Baths

1,440 Sq.Ft.

$639,000

MLS#: A4706129

LONGBOAT KEY LIVING—FROM THE GULF TO THE BAY! Welcome to Bayport Beach & Tennis Club, where island living means having the beach, bay, tennis, kayaking, and resort-style amenities all within your own community.

Tucked into a private setting surrounded by tropical landscaping, this 2-bedroom, 2-bath second-floor end unit offers something buyers will appreciate immediately—extra natural light, added privacy, and no one living above you.

Inside, the residence feels comfortable and welcoming, with an open living and dining area and a split-bedroom design that gives owners and guests their own space. The kitchen and bathrooms have been updated, the windows are newer, and a full-size washer and dryer inside the condo adds everyday convenience. The primary suite includes a walk-in closet plus a bonus area that works beautifully as a small home office, reading nook, or additional storage space.

Florida living continues outdoors with two separate spaces to enjoy. Start the day on the open-air deck or relax on the screened lanai surrounded by Bayport's lush landscaping. Covered parking, guest parking, multiple storage areas, and an owner's closet provide even more functionality.

But what truly sets this property apart is Bayport itself.

Spanning approximately 27 acres from the Gulf of Mexico to Sarasota Bay, this distinctive Longboat Key community offers approximately 1,200 feet of private Gulf beach access along with an impressive collection of amenities. Spend the day at the heated Junior Olympic-size pool, play a match on one of four Har-Tru tennis courts, work out in the fitness center, launch a kayak onto the bay, or head to the fishing pier. When it's time for the beach, chairs and umbrellas are available for residents to enjoy.

Bayport's winding pathways, mature tropical landscaping, and low-density setting create a peaceful atmosphere that feels worlds away—yet you're conveniently located to the restaurants, shopping, and attractions of Longboat Key, St. Armands Circle, and Sarasota.

Beach in the morning, bay in the afternoon, and a Gulf sunset to finish the day. Whether you're looking for a full-time residence or a Longboat Key getaway, this is an opportunity to enjoy the island lifestyle from one exceptional Gulf-to-Bay community.
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LONGBOAT KEY

843 BAYPORT WAY 843

2 Beds

2 Baths

1,260 Sq.Ft.

$645,000

MLS#: A4706474

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Welcome to Paradise!  Fall in love with this turnkey furnished two- bedroom two bath End Unit condo! Relax and enjoy beautiful unobstructed views of Sarasota Bay from nearly every room in the house. The bright newly remodeled open concept kitchen has new cabinetry, quartz countertops and a large breakfast bar. You can even catch a sunset from the oversized westerly kitchen window. On the far side of the home is the master suite with an ensuite bath with a walk-in shower and dual sink vanity. The walk-in closet has built-in shelves and is large enough to accommodate the one-year-old stackable washer and dryer. The second bedroom has built in closets and drawers along with a built-in desk making it ideal for guests or a home office. Both bedrooms access the lanai that has an amazing view with its floor to ceiling windows. Additional features in the home include a whole house water filter, hurricane impact windows 2023, HVAC 2021, water heater 2022,microwave and range 2023 and a brand-new refrigerator. This home is extremely spacious and provides ample storage. There are two linen closets, three walk in closets and three sets of custom boudoir built-ins. There is also a ground level private storage room at your assigned under building parking space which happens to be located next to the Elevator. This condo is also located directly across from one of the community pools. Enjoy three beach access points (including one private), 26 acres of tropical surroundings including a 1/2 mile of nature trails, two heated pools, fitness center and sauna, clubhouse, tennis and pickleball courts, boat docks (waitlist) kayak launches, kayak storage and two marinas. You are also just minutes away from championship golf courses, restaurants, shopping, St. Armands Circle, Downtown Sarasota, and Anna Marie Island. This waterfront condo community and its great location has something for everyone to enjoy!
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LONGBOAT KEY

4600 GULF OF MEXICO DRIVE 301

2 Beds

2 Baths

1,561 Sq.Ft.

$660,000

MLS#: TB8550356

This is it! a condo right on the beach and Gulf!  Wake up in the morning, open the drapes, and there it is! Then, after a full day on the Key, sit back and watch a glorious sunset from your private balcony!   This condo has been lovingly updated throughout, with everything you need to enjoy a weekend or the winter; 
when you're not using it, you may have the condo leased by onsite management, and enjoy an income year round- the best of both worlds!  The pool and deck are a few steps away, and beach chairs are available to take right out to the water's edge.  The Seahorse is in an ideal location on Longboat, with a Publix grocery, pickleball, tennis, boat rentals all about five minutes away.
Go restaurant exploring on the Key-The Drydock, Chart House, Mar Vista, Shore and many others about 5 minutes away.  Thinking about a round of golf? public golf courses are just 12 miles away.  At the Seahorse Beach Resort, you have found your beach getaway, where you'll be warmly greeted.
#A4706240

LONGBOAT KEY

3453 GULF OF MEXICO DRIVE 237

None Beds

1 Baths

368 Sq.Ft.

$495,000

MLS#: A4706240

Discover your ultimate island escape in this beautifully updated, fully furnished, and pet-friendly 2-bedroom, 2.5-bathroom townhome located within the desirable Cedars Tennis Resort & Club on Longboat Key. Set across a lush, village-like community enveloped by nature on the island's scenic north end, this property offers a rare combination of relaxed coastal living and an excellent short-term rental opportunity featuring a flexible two-week policy. Step inside to find a turnkey, coastal-chic interior highlighted by crisp shiplap accents, warm wood-style flooring, and elegant metallic hardware throughout. The updated kitchen features white shaker cabinetry, premium stone countertops, custom tile backsplash, and a breakfast bar with seating, all while offering a subtle peekaboo views of the glistening Gulf of Mexico. It flows seamlessly into a bright dining space framed by a shell-pendant chandelier and an inviting living room that opens through sliding glass doors to a private, screened lanai framed by tropical palms and water views. Upstairs, the layout is designed for comfort and convenience. The primary suite serves as a serene retreat with water views, large closet space, and barn-door entry into an upgraded bathroom featuring dual vanities, white shiplap walls, and a walk-in shower with floor-to-ceiling marble tile and gold hardware accents. Just down the hall, the secondary bedroom, which also catches a peekaboo Gullf view, is accompanied by a second full bathroom and ther is also a dedicated upstairs laundry closet with front-loading washer and dryer units. Outside, the property enjoys tranquil views of lush tropical foliage and a quiet island setting, complete with recent structural and mechanical improvements like updated windows, a brand new roof, 2021 air conditioning units, and a private garage with a recently installed hurricane-rated garage door. Cedars Tennis Club provides an unmatched resort-style atmosphere. Meander along lit boardwalks winding through mangroves to access an exceptional array of community amenities, including a heated Junior Olympic-sized swimming pool, a vibrant tiki bar, nine Har-Tru tennis courts, three Har-Tru pickleball courts, a clubhouse with a pro shop, a 24-hour fitness center, an on-site Google 5-star restaurant Hugo's II, a fishing pier, and a kayak launch (please note that some amenities require an additional club membership). This property has been a second home for current long time owners, but similair neighboring properties boasts a proven track record as a lucrative short-term rental, consistently producing roughly $50,000 in net annual revenue after platform fees. Furthermore, it offers a rare level of operational flexibility for Longboat Key, permitting up to 26 rental cycles per year. When you are ready to venture out, you are within easy walking distance of Longboat Key's world-renowned sugary white sand beaches, the tranquil trails of Joan Durante Park, and local culinary staples like Harry's Deli & Continental Kitchen, Lo-Key Bar and Grill and Euphemia Haye Restaurant & The Haye Loft. For broader entertainment, shopping, and cultural experiences, St. Armands Circle, downtown Sarasota, the Ringling Museum complex, Mote Marine and Anna Maria Island are just a short drive away. Whether you are searching for the dream beach house, a lucrative investment property, or your own private full-time retreat complete with stunning evening sunsets, this Longboat Key gem delivers on every front
#A4706685

LONGBOAT KEY

521 FOREST WAY

2 Beds

2 Baths

1,440 Sq.Ft.

$599,900

MLS#: A4706685

Enjoy direct Sarasota Bay views and deeded private beach access from this updated fourth-floor residence in Fairway Bay, an established gated Bay Isles community within the Longboat Key Club setting. Residence #442 at 2020 Harbourside Drive offers 1,312 square feet of bright, airy living space with two bedrooms and two bathrooms—an inviting coastal retreat where the bay becomes part of everyday life.  Floor-to-ceiling views from the kitchen, dining area, and living room create a memorable backdrop for daily living and entertaining, while the private balcony is an ideal place to begin the day with a Sarasota Bay sunrise or settle in for the evening as the sky changes over the water. Keep watch for passing boats, coastal birds, and the occasional manatee in the bay below.  The residence has been thoughtfully updated with a kitchen featuring granite countertops, a granite breakfast bar, stainless-steel appliances, and a newer microwave. A front-loading LG washer and dryer are included for everyday convenience. Ceramic tile flooring extends throughout the main living areas and guest spaces, while the primary bedroom features warm wood flooring.  Fairway Bay offers a resort-inspired waterfront lifestyle with scenic walking paths, a heated swimming pool and spa, fitness facilities, social spaces, tennis courts, and paddle sports. Beyond the bayfront setting, owners enjoy deeded access to the Bay Isles Beach Club, providing a private connection to Longboat Key’s renowned Gulf beaches. It is the best of both waterfront worlds: tranquil Sarasota Bay just outside your door and the Gulf of Mexico’s white-sand shoreline close by.  The community’s central island location makes it easy to walk or bike to nearby conveniences, including grocery shopping, pharmacy services, and tennis. For those who wish to expand their recreational options, membership opportunities may be available through the nearby Longboat Key Club, with its golf, tennis, dining, fitness, spa, and full-service deep-water marina amenities.  St. Armands Circle is moments away for boutique shopping and acclaimed dining, while downtown Sarasota offers a vibrant extension of the island lifestyle with arts, culture, restaurants, and waterfront attractions. This is a rare opportunity to enjoy a beautifully updated fourth-floor bayfront residence where views, private beach access, resort-style amenities, and the effortless rhythm of Longboat Key living come together.
#A4705717

LONGBOAT KEY

2020 HARBOURSIDE DRIVE 442

2 Beds

2 Baths

1,192 Sq.Ft.

$699,000

MLS#: A4705717

Sea Horse is a resort community on the Gulf of Longboat Key and this unit offers a large balcony with sweeping views of the Gulf, beach, pool and epic Longboat Key sunsets. Unit 242 is a deluxe 1 bedroom with an open kitchen, dining room and living for guests to gather and a private bedroom with ensuite. The living room and bedroom share the balcony. As a resort, the on-site management office handles your rentals, maintenance, and guest needs. Parking is limited to one car for this unit. This is a quality investment property and rental projections are available upon request, but also consider this your little oasis to visit, enjoy and when you leave it's taken care of.
#A4706004

LONGBOAT KEY

3453 GULF OF MEXICO DRIVE 242

1 Beds

1 Baths

528 Sq.Ft.

$489,900

MLS#: A4706004

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