Lido Key Homes under $500,000

Lido Key Homes under $500,000

Welcome to Lido Key, a hidden gem nestled in the heart of Sarasota County, Florida. Known for its stunning beaches, vibrant atmosphere, and lush landscapes, Lido Key is the perfect blend of relaxation and adventure. With its pristine shores and crystal-clear waters, this charming barrier island invites you to soak up the sun, explore the local boutiques, and indulge in delicious dining options.

One of the most appealing aspects of Lido Key is its diverse real estate market, including a selection of beautiful homes priced under $500,000. Whether you’re a first-time homebuyer, looking for a vacation retreat, or hoping to invest in a rental property, Lido Key offers a variety of options to suit your needs. From cozy condos just steps from the beach to quaint single-family homes surrounded by tropical flora, there’s something for everyone in this coastal paradise.

Living in Lido Key means embracing an active lifestyle. Spend your days lounging on the soft sands of Lido Beach or take a leisurely stroll along the picturesque shoreline. For the outdoor enthusiasts, nearby parks offer opportunities for kayaking, paddleboarding, and nature walks. The vibrant local community hosts regular events and festivals, ensuring there’s always something exciting happening.

Embrace the laid-back lifestyle of Lido Key, where the sun shines bright, and the ocean breeze beckons. Discover your dream home today, and experience the enchanting beauty and warm hospitality that make Lido Key a truly special place to call home.

Newest Lido Key Homes under $500,000

771 John Ringling Boulevard Unit 5, Sarasota
$475,000
2 Beds ⋅ 1 Baths ⋅ Sarasota Harbor East SubDv. ⋅ 34236 Zip Code
Completely renovated condominium in a prime waterfront community with an optional boat slip directly outside your door. Sarasota Harbor East is a 55+ maintenance-free community with an exceptional location in Sarasota. Arguably the finest Bayfront views in Sarasota! Minutes from downtown Sarasota, St. Armands Circle, Lido Beach, and just across the street from the Sarasota Yacht Club. This ground-floor unit features two bedrooms, one bath, and a fully glassed porch that offers breathtaking views. The windows and bi-fold sliders are hurricane rated. Each unit comes with a covered carport (this one is directly in front of your door) along with plenty of guest parking. There is a designated area onsite for storing kayaks and bicycles. Boats up to 30 feet are permitted and offered on a first-come, first-served basis. The quarterly HOA fee includes cable/high-speed internet, water, sewer, trash collection, exterior pest control, and all building/community maintenance expenses. Pets are permitted with valid service or support animal documentation. Furnishings are negotiable.

771 John Ringling Boulevard Unit 5, Sarasota
475 Benjamin Franklin Drive Unit 215, Sarasota
$475,000
1 Beds ⋅ 1 Baths ⋅ Lido Dorset SubDv. ⋅ 34236 Zip Code
Located directly across from Lido Beach, this fully furnished 1-bedroom, 1-bathroom condo in the Lido Dorset building offers the perfect beach getaway. THIS COMMUNITY HAD NO FLOODING DURING PREVIOUS STORMS. Just steps from the sand, the condo features an open living area with a kitchen island, coastal-style finishes, and a spacious bedroom with a king-size bed. The unit also includes a sleeper sofa, comfortably accommodating up to four guests, and has two convenient entrances along with an assigned parking spot. Enjoy the community pool and lounge area, complete with umbrellas and chairs, or take a short walk to the Lido Pavilion, which offers a large pool with lifeguards and dining area next to the Gulf of Mexico. Lido Dorset is ideally located just a short walk to St. Armands Circle, home to an array of shops, restaurants, ice cream parlors, and nightlife. Sarasota's vibrant downtown is only a quick drive across the Ringling Bridge, or you can take the free Bay Runner Shuttle, which picks up directly across the street at the Lido Pavilion. Lido Beach Resort is conveniently close by, with award winning food and drink services. Weekly rentals are allowed, making this condo an excellent investment opportunity, whether you choose to use it as your vacation home or let the on-site management company handle rentals. With its prime location, stylish finishes, and close proximity to both the beach and local attractions, this unit is perfect for guests to relax, explore Sarasota, and enjoy all that the area has to offer.

475 Benjamin Franklin Drive Unit 215, Sarasota
763 John Ringling Boulevard Unit 34, Sarasota
$349,000
2 Beds ⋅ 1 Baths ⋅ Sarasota Harbor SubDv. ⋅ 34236 Zip Code
2BR/1BA waterfront condo in Sarasota Harbor West, Sarasota. Top-floor unobstructed bay views, elevator access, and 2026 special assessment paid by seller. This 2-bedroom, 1-bath waterfront condo in Sarasota Harbor West offers 816 square feet of top-floor living with unobstructed Sarasota Bay views. Located on the third floor with elevator access, the residence overlooks the bay from its main living spaces. The seller has paid the 2026 special assessment associated with ongoing community improvements. The interior offers an efficient two-bedroom layout with natural light, coastal breezes, and a main living area oriented toward the water. The floor plan accommodates year-round or seasonal use, with expansive bay views providing a distinctive waterfront setting. The $987 monthly HOA fee includes cable TV, internet, water, sewer, trash, insurance, exterior maintenance, grounds maintenance, maintenance repairs, pool maintenance, common area taxes, escrow reserves, and fidelity bond coverage. Community renovations associated with the paid 2026 special assessment are underway, including resurfacing of walkways and railings. Construction activity may be visible during showings. Buyers should verify project status and association coverage. Community amenities include a swimming pool, shuffleboard courts, kayak storage, bicycle storage, and on-site laundry. Deep-water boat slips are available for additional fees, subject to availability and association requirements. One designated parking space is included, with additional guest parking available. St. Armands Circle is approximately four blocks away, offering restaurants, shopping, galleries, and community events. Lido Beach is approximately two blocks beyond St. Armands Circle, providing access to Gulf beaches and shoreline recreation. Sarasota Harbor West is a 55+ community with a no-pet policy. Rentals are permitted after one year of ownership and are limited to two rentals per ownership period under the stated association rules. The seller welcomes reasonable offers. Buyers should independently verify association fees, restrictions, rental provisions, and boat slip availability.

763 John Ringling Boulevard Unit 34, Sarasota
170 Roosevelt Drive Unit 17, Sarasota
$325,000
1 Beds ⋅ 1 Baths ⋅ Pelican Gardens SubDv. ⋅ 34236 Zip Code
LIDO BEACH STUDIO EFFICIENCY — RENOVATED & IDEAL FOR PERSONAL USE OR INCOME Discover an excellent opportunity to own a completely renovated studio efficiency in one of Sarasota’s most desirable beachside locations. Located at 170 Roosevelt Drive, Unit 17, this charming property is just a short walk from beautiful Lido Beach, St. Armands Circle, and Ted Sperling Park, putting dining, shopping, recreation, and the beach lifestyle right outside your door. Completely renovated in 2025, the unit offers a fresh, updated space that is well suited for a personal beach getaway, investment property, or a combination of both. The property has been rented frequently since 2014, providing an established history of rental use. The listing agent is also the property manager and can provide prospective buyers with information regarding rental income and expenses. Whether you're looking for your own Sarasota retreat or an opportunity to generate rental income when you're not using it, this efficiently designed studio offers flexibility in a fantastic location. Enjoy easy access to the Gulf beaches, St. Armands Circle, parks, restaurants, shops, and everything that makes Sarasota's barrier-island lifestyle so appealing. A rare opportunity to own a renovated, low-maintenance beach-area studio in a highly sought-after location

170 Roosevelt Drive Unit 17, Sarasota
170 Roosevelt Drive Unit 8, Sarasota
$325,000
1 Baths ⋅ Pelican Gardens SubDv. ⋅ 34236 Zip Code
Welcome to 170 Roosevelt Dr. Unit #8,at Pelican Gardens a beautifully updated studio/efficiency, one-bath condo located just steps from the powdery sands of Lido Beach and the world-class shopping and dining of St. Armand's Circle. Completely remodeled in November 2024, this light and bright ground-floor unit offers a fresh, modern coastal aesthetic with new flooring, stylish fixtures, and a sleek kitchen featuring stainless steel appliances and quartz countertops. Perfect as a beachside getaway or an investment property with excellent rental potential, this turnkey condo offers the ultimate Sarasota lifestyle. Enjoy morning strolls along the Gulf, sunset views, and the convenience of being minutes from St. Armands, downtown Sarasota’s arts and cultural scene. Low HOA fees, and a well-maintained community complete the package for units 5,17,19. Whether you’re looking for a vacation getaway or a smart investment, Unit #8 is move-in ready and waiting for you.

170 Roosevelt Drive Unit 8, Sarasota
761 John Ringling Boulevard Unit 5, Sarasota
$299,000
2 Beds ⋅ 1 Baths ⋅ Sarasota Harbor SubDv. ⋅ 34236 Zip Code
Beautiful views of Sarasota Bay await you from this 2-bedroom, 1-bath, first-floor condo. Newer high impact windows installed 2016, and exterior doors being replaced by association. Sarasota Harbor is a maintenance-free, 55+ community. Enjoy watching manatees and dolphins from the condo. This unit has the ultimate waterfront lifestyle that offers a leisurely walking path along the seawall, a fishing pier, swimming pool, community room, and more. Launch your kayak onto Sarasota Bay or take advantage of the available boat docks ($1,200 a year)34ft.maximum length. Perfectly positioned between the world-class destinations of St. Armand’s Circle and downtown Sarasota, you can enjoy the five-minute walk to the boutiques and restaurants that line St. Armand’s Circle or the vibrant arts, culture, shopping, and dining of downtown Sarasota across the iconic Ringling Bridge. ***Boat slips, sidewalks, and carports recently damaged from the hurricanes. Boatslips/docks currently being replaced.

761 John Ringling Boulevard Unit 5, Sarasota
1900 Benjamin Franklin Drive Unit V12, Sarasota
$499,500
2 Beds ⋅ 2 Baths ⋅ First Lido SubDv. ⋅ 34236 Zip Code
One or more photo(s) has been virtually staged. Villa 12 at First Lido is one of Lido Key's true hidden gems — a rare ground-level beachfront villa that delivers the privacy of a single-family home with the ease of maintenance free living. No elevator, no stairs — just step outside and the beach is right there. A private attached carport at your door and in-unit washer and dryer make everyday life effortless — amenities rarely found at this price point on Lido Key. Inside, this bright 2-bedroom, 2-bath villa features a fully updated open floor plan, porcelain tile throughout, brand new appliances and clean contemporary finishes. An enclosed Florida room adds versatile bonus space — den, office, or guest overflow, whatever you need it to be. A gulf-front heated pool with stunning views and direct private beach access complete the picture. Minutes from South Lido Park, St. Armands Circle and downtown Sarasota. Ground level. Beach access. Private carport. In-unit laundry. Lido Key address. This is the one.

1900 Benjamin Franklin Drive Unit V12, Sarasota
767 John Ringling Boulevard Unit 2, Sarasota
$309,000
1 Beds ⋅ 1 Baths ⋅ Sarasota Harbor East SubDv. ⋅ 34236 Zip Code
Owner Financing Available! Experience breathtaking bay views from both the kitchen and family room in this newly remodeled 1 Bedroom, 1 Bath condo at Sarasota Harbour West. This stylish retreat is perfectly located just minutes from St. Armands Circle and the world-famous Gulf Coast beaches, including Lido Beach and Siesta Key. The condo features modern finishes, updated flooring, and a sleek kitchen designed for both function and style. Large windows fill the space with natural light while capturing serene water views and unforgettable sunsets. Community amenities include a waterfront pool, private dock access, and reserved parking. Ideal as a full-time residence, vacation getaway, or investment property and all just steps from Sarasota’s top dining, shopping, and entertainment.

767 John Ringling Boulevard Unit 2, Sarasota
170 Roosevelt Drive Unit 5, Sarasota
$349,000
1 Beds ⋅ 1 Baths ⋅ Pelican Gardens SubDv. ⋅ 34236 Zip Code
Welcome to 170 Roosevelt Dr. Unit #5,at Pelican Gardens a beautifully updated studio/efficiency, one-bath condo located just steps from the powdery sands of Lido Beach and the world-class shopping and dining of St. Armand's Circle. Completely remodeled in November 2024, this light and bright ground-floor unit offers a fresh, modern coastal aesthetic with new flooring, stylish fixtures, and a sleek kitchen featuring stainless steel appliances and quartz countertops. Perfect as a beachside getaway or an investment property with excellent rental potential, this turnkey condo offers the ultimate Sarasota lifestyle. Enjoy morning strolls along the Gulf, sunset views, and the convenience of being minutes from downtown Sarasota’s arts and cultural scene. Low HOA fees, a pet-friendly policy, and a well-maintained community complete the package for units 8,17,19. Whether you’re looking for a vacation getaway or a smart investment, Unit #5 is move-in ready and waiting for you.

170 Roosevelt Drive Unit 5, Sarasota
Start Your Search

How much is your home worth?

Get instant property value now!