Lido Key Homes under $500,000

Lido Key Homes under $500,000

Welcome to Lido Key, Florida—a hidden gem nestled in the heart of Sarasota County. Known for its stunning beaches, crystal-clear waters, and vibrant atmosphere, Lido Key offers a unique blend of relaxation and recreation that appeals to both residents and visitors alike. With its picturesque landscapes and charming coastal vibe, this idyllic island is the perfect place to call home.

Lido Key is famous for its pristine shoreline, with Lido Beach being a favorite spot for sunbathing, swimming, and beachcombing. The area is also home to the popular St. Armands Circle, a delightful hub filled with boutique shops, gourmet restaurants, and art galleries. Whether you’re looking to enjoy a leisurely stroll, dine al fresco, or indulge in a little retail therapy, St. Armands Circle has something for everyone.

For those seeking to invest in a slice of paradise without breaking the bank, Lido Key offers an impressive selection of homes under $500,000. From charming condos with breathtaking views to cozy single-family homes just a stone's throw from the beach, there’s a variety of options to suit different tastes and budgets. This affordability, combined with the allure of island living, makes Lido Key an attractive destination for first-time homebuyers, retirees, and anyone in between.

With its welcoming community, vibrant lifestyle, and stunning natural beauty, Lido Key is more than just a place to live; it’s a lifestyle. Discover your dream home in this coastal paradise today and experience the magic of Lido Key for yourself!

Newest Lido Key Homes under $500,000

763 John Ringling Boulevard Unit 34, Lido Key
$349,000
2 Beds ⋅ 1 Baths ⋅ Sarasota Harbor SubDv.
Motivated Seller asking to bring all reasonable offers. 2/1 condo in Sarasota Harbor West in Sarasota. Top-floor waterfront with unobstructed bay views. 55+ community with boat slips. 1 designated parking space. This 2-bedroom, 1-bath condo in Sarasota Harbor West offers top-floor waterfront living with unobstructed bay views from 816 square feet. Positioned on the third floor, the elevation provides wide water vistas and steady coastal breezes. Located in a 55+ community with elevator access, the property supports low-maintenance ownership in a defined waterfront setting. The interior layout is efficient and light-filled, with the main living area oriented toward the bay to maximize water views. The two-bedroom configuration allows for flexible use, including full-time residence or seasonal occupancy. Water views are visible from primary living spaces, reinforcing the coastal setting. The $987 monthly HOA includes cable TV, internet, water, sewer, trash, insurance, exterior maintenance, grounds maintenance, maintenance repairs, pool maintenance, common area taxes, escrow reserves fund, and fidelity bond coverage. Community amenities include a pool, shuffleboard courts, kayak storage, bicycle storage, and on-site laundry. Deep-water boat slips are available for additional fees, supporting direct access to Sarasota Bay. Ownership details include one designated parking space with ample guest parking available. The community has a no-pet policy. Rentals are permitted after one year of ownership and are limited to two rentals per ownership period. Buyers should verify all rules and fees directly with the association. It is a 4 block walk to St. Armands Circle, shopping, restaurants and night life, as well as some fun weekend festivals, art and car shows. Just two blocks further is the lovely Lido Beach with its crystal sand and turquoise water. A morning walk in just 15 minutes takes you to some of the best shelling in the area. PLEASE NOTE THAT RENOVATIONS FROM THE 2026 SPECIAL ASSESSMENT ARE UNDERWAY. THE RAILINGS AND WALKWAYS ARE BEING RESURFACED AND MAY BE UNDER CONSTRUCTION DURING SHOWINGS.

763 John Ringling Boulevard Unit 34, Lido Key
170 Roosevelt Drive Unit 17, Lido Key
$325,000
1 Beds ⋅ 1 Baths ⋅ Pelican Gardens SubDv.
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, Lido Key
170 Roosevelt Drive Unit 8, Lido Key
$325,000
1 Baths ⋅ Pelican Gardens SubDv.
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, Lido Key
763 John Ringling Boulevard Unit 22, Lido Key
$460,000
2 Beds ⋅ 1 Baths ⋅ Sarasota Harbor SubDv.
Brand new AC unit for the ultimate peace of mind. Few addresses in all of Sarasota deliver what 763 John Ringling Blvd offers every single day: direct, unobstructed views across Sarasota Bay with St. Armands Circle, Lido Key, and the sparkling Gulf of Mexico as your permanent backdrop. This is one of the most coveted waterfront corridors on the Gulf Coast, and this beautifully updated two-bedroom, one-bath residence puts you right in the middle of it. Step outside and you are standing on the bay seawall with private community boat docks at your feet and open water stretching to the horizon. Dolphins cruise the shoreline in the morning. The Ringling Causeway glows gold at sunset. The bayfront community pool, shuffleboard courts, and waterfront walkway give residents every reason to stay close to home, while St. Armands Circle sits just minutes away across the bridge with its world-class European-style dining, boutique shopping, and lush tropical gardens. Inside, the residence has been thoughtfully updated with hardwood floors, a refreshed kitchen with new appliances, and the rare convenience of an in-unit washer and dryer. The layout offers the right balance of comfort and ease, ideal for a full-time residence, seasonal retreat, or income-producing rental. The address itself carries genuine historical significance. Unit 22 sits within the Harding Circle Historic District, a landmark community envisioned by circus magnate John Ringling and listed on the National Register of Historic Places since January 2001. This is not just a home. It is a piece of Sarasota's founding story. Downtown Sarasota's waterfront arts district, marina, and restaurant scene are minutes away. Lido Beach is just over the causeway. For buyers relocating from the Northeast or Midwest, this property delivers the Gulf Coast lifestyle at an exceptional entry point: waterfront, walkable, and fully updated, with boat docking access and panoramic bay views that simply cannot be replicated at this price.

763 John Ringling Boulevard Unit 22, Lido Key
761 John Ringling Boulevard Unit 5, Lido Key
$320,000
2 Beds ⋅ 1 Baths ⋅ Sarasota Harbor SubDv.
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, Lido Key
1900 Benjamin Franklin Drive Unit V12, Lido Key
$499,500
2 Beds ⋅ 2 Baths ⋅ First Lido SubDv.
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, Lido Key
767 John Ringling Boulevard Unit 2, Lido Key
$309,000
1 Beds ⋅ 1 Baths ⋅ Sarasota Harbor East SubDv.
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, Lido Key
170 Roosevelt Drive Unit 5, Lido Key
$349,000
1 Beds ⋅ 1 Baths ⋅ Pelican Gardens SubDv.
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, Lido Key
Start Your Search