Sarasota FL Homes for Sale Under $500,000

Homes for Sale Under $500,000 In Sarasota FL

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Homes for Sale Under $500,000 in Sarasota FL

$499,000
3 Beds 2 Baths Alta Vista Heights SubDv. 34239 Zip Code
INVESTOR OPPORTUNITY! This fully furnished, income-producing duplex currently generates more than $60,000 annually, with the potential to further maximize its rental performance for an even higher return. Located just minutes from downtown Sarasota, the property offers two complete residences: a spacious two-bedroom, one-bath unit and a one-bedroom, one-bath unit. Each has its own kitchen, dining area, and living room. Both units are being sold turnkey, complete with furniture, kitchenware, bedding, linens, and a washer and dryer. Major improvements include a brand-new roof installed in 2025 and newer air-conditioning systems installed in 2022 and 2025. The current weekly housekeeping and turnover staff are also willing to remain in place, helping provide a smooth transition for the new owner. The City of Sarasota currently permits seven-day minimum rentals at this location, with the potential to apply for a certificate allowing shorter rental periods. Continue operating it as an established rental, occupy one unit while generating income from the other, or explore future redevelopment possibilities. New construction has become increasingly common along this street, creating an opportunity to generate income today while holding the property for its land value and long-term potential. Rental income and expenses are available for review. Rental regulations, zoning, and redevelopment options should be independently verified by the buyer.

2245 Bahia Vista Street, Sarasota

$499,000
2 Beds 2 Baths Stoneybrook Golf & Country Club SubDv. 34238 Zip Code
BIG PRICE CHANGE! Move-in ready! The only free-standing, and maintenance-free home on Forest Hills Cir. in gated and sought after Stoneybrook Golf and Country Club! No roof mate.. private back and side yard.. only a 1/2 a block away from the heated community pool! Brand NEW A/C, roof replaced in 2021, and has an automatic hurricane screen on the back lanai as well as hurricane shutters to give peace of mind. All the big ticket items done! This prime residence offers 2 spacious bedrooms, 2 full baths, a DEN/OFFICE, and a two-car garage with plenty of room for your car, golf gear and beach toys. This home boasts loads of natural light and provides an open floor plan to entertain inside and outside on your private and peaceful extended lanai. Stoneybrook Golf and Country Club just completed their new 18 hole golf course designed by Arthur Hills and Kipp Schulties and is said to be one of the best on the West Coast! Other top-notch amenities include Lighted Har-Tru tennis/pickle ball courts, pro-shop, well-equipped fitness center, bocce court, putting greens, driving range, fitness studio, sharing library, additional heated pool/spa, full service restaurant/bar, meeting rooms, catering facility, outdoor dining patio, walking/biking trails, fishing, planned activities like yoga, mahjong, line dancing, and so much more! Stoneybrook Golf and Country Club is a prime location close to the Legacy Trail, beaches, Costco, Lowes, restaurants and all Sarasota and Venice has to enjoy! Seller has paid the golf project in full ...saving you thousands of dollars. Grab your clubs and rackets and enjoy resort-style living at its finest! Welcome home!

9402 Forest Hills Circle, Sarasota

$499,000
1 Beds 2 Baths The Strand Of Sarasota SubDv. 34234 Zip Code
Location. Lifestyle. Luxury. This waterfront gem truly has it all! Experience luxury waterfront living in this beautifully appointed 1-bedroom, 2-bath condominium with a versatile den that's perfect for a home office or guest space. Ideally positioned to capture tranquil canal and bay views, this exceptional residence offers the perfect blend of comfort, style, and an convenient Sarasota location. The open-concept floor plan seamlessly connects the living room, dining area, and kitchen, creating an inviting space for both everyday living and entertaining. The well-appointed kitchen features sleek quartz countertops, stainless steel appliances, and a convenient breakfast bar. Step outside onto the private balcony and unwind while enjoying the peaceful waterfront views. Additional features include a stackable washer and dryer, generous storage, and a deeded, under-building covered parking space. This gated community offers resort-style amenities, including a heated swimming pool, clubhouse with fitness center, fire pit, dog park, and electric vehicle charging stations. Located just minutes from vibrant downtown Sarasota, you'll enjoy easy access to shopping, fine dining, the renowned Van Wezel Performing Arts Hall, Island Park, St. Armands Circle, and the beautiful shores of Lido Beach. Whether you're looking for a full-time residence, a seasonal retreat, or an investment opportunity, this property offers exceptional flexibility.

1709 N Tamiami Trail Unit 505, Sarasota

$499,000
2 Beds 2 Baths Bay Oaks Estates SubDv. 34242 Zip Code
New Listing Photos now attached! Weekly rentals, prime Siesta Key location, and immediate income potential—this is the beach investment opportunity buyers wait for. Welcome to Bay Oaks, where island living meets exceptional rental flexibility in one of the most desirable communities on Siesta Key. This beautifully updated 2-bedroom, 2-bath condo is being offered fully turn-key furnished, making ownership effortless from day one. Even better, future rental bookings are already in place, allowing you to start generating income immediately—no waiting, no setup, no downtime. Just close and collect. Since its last listing, the home has been enhanced with a newly renovated kitchen, featuring stylish modern finishes that elevate both form and function. The bright, open-concept layout creates an inviting coastal feel, with seamless flow between the kitchen, dining, and living spaces—perfect for relaxing after a day at the beach or entertaining guests. Enjoy peaceful mornings on your private balcony surrounded by lush tropical landscaping, while both spacious bedrooms provide comfortable retreats filled with natural light. Bay Oaks is beloved for its unbeatable location and resort-style amenities. Situated on the bayside of Siesta Key and just moments from the powdery sands of world-famous Siesta Key Beach, residents and guests enjoy access to a sparkling pool, private fishing pier, tennis courts, shuffleboard, and beautifully maintained grounds. Hop on the free trolley for quick access to the restaurants, boutiques, and nightlife of Siesta Key Village. For investors, the biggest advantage is Bay Oaks’ highly desirable weekly rental policy—a rare and valuable feature on Siesta Key that opens the door to strong vacation rental demand and attractive income potential. Whether you're searching for a personal beach getaway, a savvy investment property, or the perfect combination of both, this Bay Oaks condo delivers. Flip-flops encouraged. **Updated Listing Photos Now Attached!**

6157 Midnight Pass Road Unit E12, Sarasota

$499,000
4 Beds 2 Baths Avanti At Waterside SubDv. 34240 Zip Code
LIKE-NEW LIVING IN THE HEART OF SARASOTA'S PREMIER WATERSIDE DISTRICT! Welcome to this beautifully maintained 4 BEDROOM, 2 BATHROOM, 2 CAR GARAGE HOME located in the highly desirable maintenance-free community of Avanti at Waterside. Built in 2024 and only lightly used as a seasonal residence, this home offers the rare opportunity to enjoy the benefits of new construction without the wait. Perfectly positioned with peaceful LAKE VIEWS, this residence combines modern design, quality construction, and an unbeatable location in one of the fastest-growing and most sought-after areas of Sarasota and Lakewood Ranch. Inside, you'll find a bright and inviting floor plan designed for both everyday living and entertaining. With contemporary finishes, spacious living areas, and the peace of mind that comes with a newer home, this property is truly move-in ready. Built with HURRICANE IMPACT WINDOWS and benefiting from the remaining BUILDER WARRANTY, this home offers added security and confidence for years to come. The well-designed layout provides four comfortable bedrooms, two full bathrooms, and plenty of space for family, guests, or a home office. Step outside and enjoy relaxing lake views from your backyard while taking advantage of the incredible lifestyle that Waterside has to offer. One unique feature of this property is the ability to enjoy the spectacular Benderson Park Fireworks Display right from your backyard overlooking the lake during the annual July celebrations. Location is everything, and this home delivers. Just 2 MINUTES FROM LIFE TIME ATHLETIC COUNTRY CLUB, residents have convenient access to world-class fitness facilities, resort-style pools, pickleball courts, group fitness classes, spa services, and a vibrant social atmosphere. You'll also enjoy immediate access to the extensive network of walking and biking trails throughout Waterside, perfect for staying active and enjoying the Florida sunshine. Convenience is right around the corner with the Waterside Place Shopping District, UTC Mall, Downtown Lakewood Ranch, Cooper Creek, and an abundance of dining, shopping, and entertainment options just minutes away. Everyday essentials including Publix, Target, Trader Joe's, and countless restaurants are all within easy reach. Whether you're searching for a full-time residence, seasonal retreat, or low-maintenance Florida lifestyle, this exceptional home offers the perfect combination of location, modern construction, lake views, and community amenities. DON'T MISS YOUR OPPORTUNITY TO OWN A LIKE-NEW HOME IN ONE OF SARASOTA'S MOST EXCITING AND DESIRABLE COMMUNITIES!

6492 Silverstar Drive, Sarasota

$499,000
3 Beds 2 Baths Villa Rosa SubDv. 34233 Zip Code
Tucked within a secure gated enclave in Sarasota’s highly desirable 34233 area, this beautifully reimagined Spanish Mediterranean residence blends timeless architecture with a refined, modern interior designed for effortless coastal living. A classic tile roof and elegant exterior detailing set the tone for what awaits inside—soaring ceilings and thoughtfully designed tray accents create a sense of volume and light throughout the home. The open-concept layout has been fully transformed to meet today’s lifestyle expectations, offering seamless flow between the main living spaces while still preserving a sense of warmth and sophistication. At the heart of the home, the chef-inspired kitchen showcases rich wood cabinetry, brushed brass fixtures, and a clean, elevated design that pairs beauty with functionality. A dedicated dining area provides the perfect setting for both intimate dinners and effortless entertaining. The spacious primary suite serves as a private retreat, complete with a well-appointed en-suite bath featuring dual vanities and a generous walk-in closet. Secondary bedrooms are notably oversized, offering flexibility for guests, family, or dedicated work-from-home spaces. Designed for low-maintenance living, the HOA maintains the general area landscaping, allowing more time to enjoy the lifestyle this location is known for. An attached two-car garage adds everyday convenience and storage. There is also a screened-in back porch where you can spend your quiet time, as the home backs onto preserved land, so you can enjoy your privacy with no neighbors at the back to worry about. Perfectly positioned less than 8 miles from the world-renowned Siesta Key Beach, consistently ranked among the best beaches in the United States, this home offers the rare combination of architectural charm, modern updates, and unbeatable proximity to Sarasota’s most coveted coastal experiences. A true lock-and-leave opportunity where elegance, comfort, and location come together in one exceptional offering.

4315 Reflections Parkway, Sarasota

$499,000
3 Beds 2 Baths Madison Park SubDv. 34231 Zip Code
Oasis in the Heart of Sarasota Central Prime Location | 3 Bed + Den | 2 Bath | 13,800 Sq Ft Lot | Privacy | Nature in Your Front Yard If you’ve been looking for a home that feels like a private retreat yet keeps you close to everything Sarasota has to offer, this is the one. Discover a rare blend of privacy, natural beauty, and effortless Sarasota living in this move-in-ready home. Perfectly positioned on a quiet dead-end street, this secluded retreat offers a serene escape with seamless access to the very best of Florida’s Gulf Coast. Inside, hardwood floors lead to a living room with vaulted ceiling, an upgraded kitchen featuring granite countertops, quality custom made cabinetry, stainless steel appliances, and recessed lighting. The spacious primary suite opens to a private patio, creating a peaceful setting for morning coffee or evening relaxation. A new roof installed in December 2025 and new AC installed in 2023 provide added peace of mind. Set on a generous 13,800 sq ft double lot, the property provides exceptional potential for a future pool, lush garden retreat, or outdoor entertaining space. Steps from Red Bug Slough Preserve, this home delivers a true Old Florida lifestyle with nature right at your doorstep. Another double lot with another 13,800 sq ft adjacent to the house is also for sale at $349,000. Red Bug Slough Preserve spans 72 acres and features more than 3 miles of paved and shaded trails through hammocks and pine flatwoods, a tranquil lake, birdwatching along the Florida Birding Trail, a butterfly garden, playground, fishing pier, and picnic shelters. Enjoy a central Sarasota's prime location with peaceful surroundings and convenient access to: Siesta Key Beach: 5 miles. Sarasota Memorial Hospital: 4.5 miles. Downtown Sarasota and the Bayfront: 6.5 miles. Whether you spend your days walking the trails, biking, birdwatching, fishing, or heading to the beach, this move-in-ready sanctuary offers an exceptional Sarasota lifestyle.

4842 Nutmeg Avenue, Sarasota

$499,000
3 Beds 2 Baths The Meadows SubDv. 34235 Zip Code
One of a kind! Welcome to this beautifully updated villa on the 14th fairway of the Meadows Golf Course. Enjoy stunning golf course views from the builder’s choice lot in Chanteclaire. Fully updated in 2023, the interior features luxury vinyl flooring, crown molding and abundant natural light. The open kitchen boasts stainless-steel appliances, Malibu quartz countertops, a new tile backsplash and Oxford Maple soft-close cabinetry with direct access to the grilling patio. Perfect for entertaining, the living room includes new custom cabinetry, a matching quartz countertop and a built-in wine fridge. The spacious primary suite serves as a true retreat, complete with a custom walk-in closet and a sliding door that opens to peaceful nature views. The present owners have added extensive premium updates for ultimate comfort and peace of mind. The home features full-height, custom PGT hurricane-rated windows and doors throughout, powered aluminum hurricane shutters and plantation shutters in the dining room and bedrooms. Mechanical and structural upgrades include a high-efficiency Trane variable-speed HVAC unit and a new shingle roof installed in 2025 with 71 additional joist clips for enhanced wind protection. This property sits at a 33-foot elevation in Flood Zone X, making it the perfect choice for a secure, lock-and-leave Florida lifestyle. Outside, a quiet cul-de-sac location, paver driveway and charming courtyard welcome you home. Mature shade trees, colorful sunsets and a daily parade of local birds frame the golf course views. The villa is also just a short distance from two heated community pools. The comprehensive HOA fee covers exterior insurance, maintenance-free yard care, irrigation, pest control, exterior cleaning and painting, roof maintenance, dryer vent cleaning, neighborhood pools and basic cable. Set within the 1,600 park-like acres of The Meadows, this resort-style community offers an active social calendar, 14 miles of scenic trails, championship golf courses, a junior Olympic pool, pickleball, Har-Tru tennis and a fitness center. You are just 15 minutes from downtown Sarasota, Bradenton, Lakewood Ranch and Sarasota International Airport and mere minutes from Whole Foods, Trader Joe’s, Nathan Benderson Park, the Legacy Trail and premier dining at University Town Center. Experience worry-free Florida living at its finest!

5475 Chanteclaire Unit 58, Sarasota

$499,000
1 Beds 1 Baths Renaissance SubDv. 34236 Zip Code
Come experience Downtown Sarasota with your own 10th-Floor, 1Bedroom/1Bath unit. Experience BAY VIEWS from your private balcony, in a building with all the luxuries of a high-priced hotel. This 17-story high-rise condo building has extensive amenities, reception desk, 24/7 security, keyless fob entry system, and on-site manager. The location cannot be beat as you are only steps away from the new 53-acre waterfront Bayfront Park, offering music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Within the condominium outdoor grounds is a 70-foot luxury pool, jetted spa, barbeque grill and tables, and a meditation garden with reflection pond. The garage parking is electronically secured and there is generous visitor parking for guests to park. The location cannot be beat since you are only steps away from the new Bayfront Park, a lively 53-acre waterfront park offering music events, kayak rentals, and scenic paths, as well as Sarasota’s own Van Wezel Performing Arts Hall. Restaurants of local flavor and more exotic bistros are close by via walking or with golf-cart taxis available, so you never need to drive. The local Publix grocery store is steps away, and driving three short miles, or riding the Downtown trolley, will bring you to St Armands Circle, with more restaurants, world-class shopping, and Sarasota's famous Lido Beach. This is Florida living at its finest! Additional photo coming soon.

750 N Tamiami Trail Unit 1007, Sarasota

$499,000
2 Beds 2 Baths Siesta Harbor SubDv. 34242 Zip Code
WATER VIEWS FROM EVERY ROOM! WATERFRONT HEATED POOL, HOT TUB, SHUFFLEBOARD,GATHERING AREA,BOAT SLIP,BEACH ACCES- LIVE IN PARADISE EVERYDAY IN this STUNNING RENOVATED CANAL-FRONT condo designer 2 bedroom, 2 bathroom condo nestled within the coveted Siesta Harbor community, offering private beach access to world-famous Siesta Key Beach just across the street. Situated on the fourth floor with picturesque water views, this beautifully updated unit features gorgeous quartz countertops, gray shaker cabinetry, stainless steel appliances, and brand new ceramic tile flooring throughout. Enjoy peace of mind with the glass-enclosed lanai with sliding glass windows that provides a serene retreat year-round. The open-concept layout flows seamlessly from the modernized kitchen into a bright and welcoming living space, perfect for entertaining or relaxing. Both bathrooms have been tastefully renovated, including a fully remodeled primary and guest bath, and the entire unit was freshly painted. Additional features include a private storage closet, updated lighting, and high-speed fiber optic internet. Siesta Harbor is a vibrant 55+ waterfront community along the Intracoastal Waterway, offering a heated pool, spa, clubhouse, fitness center, shuffleboard, fishing dock, sauna, BBQ area, and boat slips for up to 30’ vessels. Whether enjoying your morning walk to the beach, walking to lunch just minutes away, catching the free trolley to Siesta Key Village, or heading over the nearby bridge to explore downtown Sarasota’s dining, shopping, and cultural scene, this location offers the ultimate in coastal convenience and lifestyle. With monthly rentals allowed 12 times a year, it’s ideal as a personal escape or investment property.

1300 N Portofino Drive Unit 406, Sarasota

$499,000
3 Beds 2 Baths Southgate SubDv. 34239 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the highly sought-after South Gate neighborhood of Sarasota, ideally located just minutes from world-famous Siesta Key Beach and vibrant Downtown Sarasota. Situated on a highly desirable corner lot, this move-in ready home offers exceptional curb appeal with a newly installed 8-ft vinyl fence, along with a new roof, fascia, and gutters completed in 2023. Step inside to an inviting, light-filled living space where large windows create a bright and airy atmosphere. The flexible layout flows seamlessly into a versatile bonus area—perfect for a home office, sitting room, or additional entertaining space. The updated eat-in kitchen is the heart of the home, featuring freshly painted cabinetry, quartz countertops, stainless steel appliances, and a stylish backsplash—designed for both everyday living and hosting. A dedicated laundry room with built-in shelving doubles as a convenient pantry for added storage, and the home includes a new washer and dryer. French doors lead to the screened lanai, with upgraded wood tile flooring, creating a warm and inviting outdoor living space perfect for relaxing or entertaining. The fully fenced yard, mature canopy, and producing lychee tree contribute to a setting that feels both established and quietly distinctive. This backyard also offers room for play and possibly a pool for the future owner. The primary suite offers a peaceful retreat with an updated ensuite bathroom, featuring a new vanity and walk-in shower. Additional upgrades include fresh interior and exterior paint, new landscaping, vinyl flooring throughout, and added attic insulation (2024) for improved energy efficiency. This home is equipped with hurricane shutters, a 360-degree security system, and surge protection in the electrical panel for added protection and peace of mind. Furniture is available for purchase separately, making this a potential turnkey opportunity. Residents have the option to join the voluntary HOA, which provides access to the South Gate Community Association pool—an added perk that enhances the neighborhood lifestyle. Enjoy an unbeatable Sarasota lifestyle just minutes from shopping, dining, and entertainment, with easy access to the Legacy Trail, Siesta Key and St. Armands Circle. Whether you're searching for a primary residence, seasonal retreat, or investment property, this South Gate home offers the perfect blend of location, upgrades, and lifestyle. The property is maintained with consistent professional care, supporting long-term integrity. Schedule your private viewing today!

2806 Upper Tangelo Drive, Sarasota

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