Sarasota FL Homes for Sale Under $500,000

Homes for Sale Under $500,000 In Sarasota FL

Browse current home for sale under $500,000 in Sarasota FL. Can't find a home that fits your needs? Try our Advanced MLS search. You can easily filter properties by location, price, amenities, and more to find exactly what you're looking for.

User

CREATE A FREE ACCOUNT

Get INSTANT MLS ACCESS and NEW LISTING ALERTS sent directly to your inbox

Homes for Sale Under $500,000 in Sarasota FL

$500,000
2 Beds 2 Baths South Side Park SubDv. 34239 Zip Code
Opportunity knocks in one of Sarasota's most sought after neighborhoods. Surrounded by multimillion dollar homes, this 2 bedroom, 2 bathroom pool home is ideal for investors, builders, renovators, or buyers looking to secure a prime piece of real estate and create something truly special. Whether you envision a complete renovation or a future custom home, the possibilities are endless. Set on a mature lot with tropical plants, this property offers exceptional privacy and a tranquil setting. The screened pool area is the centerpiece of the home, providing the perfect space to entertain, unwind, or transform into an impressive outdoor living area. Inside, the home features higher ceilings, two spacious living areas, generously sized bedrooms with built in closets, and a Location doesn't get much better than this. You're minutes from everything that makes Sarasota special, Sarasota Memorial Hospital is less than a mile away, Downtown Sarasota and Main Street's shops and restaurants are just under two miles down the road, and world-famous Siesta Key Beach is a quick four-mile drive. Outdoor lovers will appreciate Arlington Park right around the corner, with its walking trails, tennis courts, aquatic center, playgrounds, and dog park. Families will also love that the home falls within a highly rated school districts all within walking distance. Additional features include city water and sewer, a carport, and an estimated 4 year old air conditioning system. The roof is estimated to be approximately 15 years old. Properties with this combination of location, value, and potential are becoming increasingly difficult to find. Bring your vision and take advantage of this exceptional opportunity before it is gone.

2742 S East Avenue, Sarasota

$500,000
2 Beds 2 Baths Florence SubDv. 34231 Zip Code
Welcome to 5927 Driftwood Ave., Sarasota, FL 34231—a classic Florida ranch home nestled in a desirable “West of Trail” community, just one block from the Intracoastal Waterway. Set on over a quarter of an acre, this Sarasota property offers a rare combination of timeless charm and modern updates in a location central to Siesta Key’s world-famous beaches, Phillippi Estate Park, and all the shopping, dining, and entertainment Sarasota is known for. The curb appeal stands out with a covered front porch and a welcoming Florida feel. Inside, the great room features open living and dining spaces with tile floors, a chandelier with ceiling medallion, and a crown-molding accent wall. Sliding doors connect the living area to a bright home office, offering an ideal setting for relaxation or entertaining. The kitchen is designed for both style and function, featuring custom white cabinetry with generous storage, gold hardware and fixtures, gold-veined white countertops, and a dedicated coffee station. A gas range is exciting for anyone who loves to cook, and the laundry is conveniently located just off the kitchen. Enjoy an apron sink, custom floor-to-ceiling pantry, stainless steel appliances, and a peninsula bar with drop lighting. There is also direct entry to the attached two-car garage with attic storage. Out back, your private backyard oasis awaits—surrounded by palm trees and privacy fencing. The heated open-air pool and covered lounge area—equipped with double ceiling fans—create a true Sarasota retreat for dining, relaxing, or entertaining. The pool bath features artisan blue scalloped tile, a walk-in shower with dual rainfall heads, a vessel sink atop a white shaker vanity with gold fixtures, and a sculptured mirror, all in an airy, light-filled palette. Both bedrooms offer wood-tone flooring, ceiling fans, and customized closet storage. The primary suite includes a walk-in closet and a recently updated en suite bathroom with a glass-enclosed, walk-in shower and marble-topped vanity. The second bedroom features mirrored closet doors and built-in organizer shelving. Additional storage is available in the hallway closet and attic. Practical features include partially updated windows and a propane tank. With no HOA restrictions at 5927 Driftwood Ave., you’ll enjoy the flexibility to bring your boat, RV, or other recreational vehicles—offering convenience for a variety of interests. Updates have already been started, allowing for your own finishing touches over time. Built in 1969, this home reflects the enduring craftsmanship of its era while providing endless opportunities for personalization. The unbeatable location, spacious lot, and flexible amenities make this Sarasota home a fantastic choice for those seeking a full-time residence or investment in a rapidly appreciating neighborhood. Experience the best of Sarasota living at 5927 Driftwood Ave.—just blocks from the Intracoastal Waterway, minutes to Siesta Key, and close to everything that makes Sarasota, Florida, such a desirable place to call home.

5927 Driftwood Avenue, Sarasota

$500,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Step into your own island retreat with this rare END unit in the highly sought after GULF FRONT property of Whispering Sands! Perfectly positioned with a full length screened & glassed lanai overlooking the picturesque lagoon and lush tropical landscaping, this residence captures a peaceful, serene setting with a touch of everyday luxury. Thoughtfully updated and designed for effortless living, the OPEN CONCEPT floor plan features non-slip porcelain tile placed on the diagonal, skip trowel ceiling, and a spacious light-filled living space with an additional, sunny, west facing window. The nicely RENOVATED kitchen is a standout, offering granite countertops, colorful tile backsplash, a 9’ breakfast bar, white soft-close cabinetry, and a suite of GE, Whirlpool, Frigidaire, and LG appliances, all enhanced by overhead recessed, dimmable LED lighting. The cabinetry and granite extend into the entire length of the dining area, creating additional storage and an elegant serving space ideal for entertaining. The original interior living room sliders have been removed to seamlessly incorporate the lanai, transforming it into a sun-drenched sunroom that expands your cooled living space and invites the outdoors in. Just outside, a small brick paver patio off the sunroom offers the perfect spot for grilling, sunning, or unwinding after a day at the beach. Both bathrooms in this unit have been tastefully updated with NEW vanities, fixtures, and cabinetry. Additional highlights include a complete set of 2016 hurricane impact sunroom sliders and 2025 water heater. At Whispering Sands, every day feels like a vacation—with 800’ of PRIVATE beach, two heated pools with new travertine tile decks, clubhouse – currently undergoing a complete remodel which will include a catering kitchen and fitness rooms – beachside Tiki Hut, grills, and canoe/kayak—all just a short stroll to the vibrant shops and dining options of Siesta Key Village. Your island getaway awaits!

225 Hourglass Way Unit 106, Sarasota

$500,000
3 Beds 2 Baths Woodpine Lake SubDv. 34231 Zip Code
PRICE TO SELL! MOTIVATED SELLER Located at 2911 Woodpine Ct in Sarasota, Florida, this beautifully renovated 3-bedroom, 2-bathroom home offers the perfect balance of modern comfort, thoughtful design, and an unbeatable West of the Trail location. Tucked away on a quiet cul-de-sac within the highly regarded Riverview High School district, this move-in-ready property places you just minutes from the sugar-white sands of Siesta Key Beach, Lido Beach, and the vibrant energy of downtown Sarasota. Inside, the home features a bright and open layout that effortlessly connects the living, dining, and kitchen spaces, creating an inviting atmosphere ideal for both everyday living and entertaining. Abundant natural light pours in through large windows and sliding glass doors, offering peaceful views of the lush backyard and enhancing the home’s airy feel. The updated kitchen is designed with both style and function in mind, featuring modern cabinetry, sleek countertops, and ample workspace for hosting gatherings or preparing quiet meals at home. A unique and highly desirable split floor plan provides a private primary suite set apart from the additional bedrooms, offering a true retreat with generous closet space and a tastefully updated en-suite bathroom. The two additional bedrooms are well-sized and versatile, perfect for guests, a home office, or additional living needs. Step outside to enjoy a spacious backyard surrounded by mature landscaping, offering endless possibilities for outdoor living, entertaining, or future enhancements. The screened-in porch provides a relaxing spot to enjoy morning coffee or unwind in the evenings while taking in the serene surroundings. With no HOA restrictions, the property allows flexibility for personal use or investment. The two-car garage offers convenient parking and extra storage. Nearby attractions include the restaurants and boutiques of Gulf Gate, Southside Village, and St. Armands Circle, as well as cultural destinations such as Selby Botanical Gardens, Marina Jack, and Sarasota Bayfront. Outdoor enthusiasts will appreciate easy access to boating, kayaking, and waterfront parks, while everyday conveniences like grocery stores, coffee shops, and fitness studios are just minutes away. Healthcare is close by with Sarasota Memorial Hospital, Doctors Hospital of Sarasota, and multiple medical offices nearby. Whether you’re seeking a primary residence, seasonal retreat, or investment opportunity, this home delivers exceptional location, comfort, and lifestyle appeal in one of Sarasota’s most desirable areas.

2911 Woodpine Court, Sarasota

$500,000
2 Beds 2 Baths Whispering Sands SubDv. 34242 Zip Code
Virtually Staged. GREAT PRICE IMPROVEMENT! Welcome to this RARE, 2 bed/2 bath, double lanai corner residence with peaceful lagoon views in the premiere Gulf front property of Whispering Sands! Nestled in the desirable Sunset House building, this freshly painted, updated unit offers a quiet, private setting, with serene views of lush landscaping and the shimmering lagoon with its abundant fish, turtles, and aquatic life. A wonderful entry hall leads into a spacious OPEN CONCEPT floor plan, where the kitchen, living and dining areas flow together to create a wonderful, flexible gathering space. The living space has been extended into what was originally an enclosed 24' x 7' lanai, resulting in the creation of additional valuable interior living space under air, flanked on all sides with floor to ceiling sliders. Sliders open into a private, sunny brick paver patio, perfect for grilling, gardening, or simply relaxing in the surrounding natural beauty. You'll enjoy hosting friends and family in your NEW 2025 kitchen featuring granite countertops, LG stainless appliances, soft-close cabinetry, tile backsplash, breakfast bar, & tray ceiling. The primary and guest bedrooms each include a set of charming French doors that open into the tiled, screened and glassed lanai with direct views into the lagoon. Updated in 2024, both bathrooms include new granite countertops, soft close vanities & fixtures, and recessed lighting. All of the sliders in this unit are Miami Dade hurricane impact rated. 2024 HVAC system. 2025 water heater. Whispering Sands is a 55+ Gulf front community ideally situated just steps to the colorful shops & restaurants of Siesta Key Village offering two heated pools, clubhouse with catering kitchen and fitness rooms currently undergoing complete remodeling, canoe/kayak storage, beachside Tiki Hut & grills, and 800’ of its own beach access on the Gulf! Thoughtfully updated, inviting, and perfectly private, this peaceful corner retreat offers the perfect blend of indoor/outdoor living on beautiful Siesta Key.

225 Hourglass Way Unit 103, Sarasota

$500,000
3 Beds 3 Baths Whitfield Estates SubDv. 34243 Zip Code
West of The Trail with endless potential in Prime Location – Nightly Rentals Allowed! Welcome to this charming 3-bedroom, 2.5-bath Pool home in the highly desirable Whitfield Estates neighborhood where opportunity meets location! Whether you’re looking for your first home, a winter escape, or an income-producing Airbnb, this property is a rare find with no CDD, no monthly HOA, and the flexibility for nightly rentals. Set on a spacious quarter-acre, fully fenced lot, the home features a large pool, perfect for soaking up the Florida sunshine. The half bath is conveniently located poolside, ideal for entertaining guests outdoors. Inside, you’ll find a thoughtful layout with a primary suite addition that includes two separate walk-in closets and a cozy sitting area. The first guest room offers impact sliding doors leading directly to the pool, while an additional family/bonus room provides extra flexibility for a game room, office, or guest space. While the home retains some original finishes, including carpet, it’s bursting with potential just waiting for your personal touch and updates. The whole house was repiped in 2020 and roof replaced 2015. AC is 2014. Located between Downtown Bradenton and Downtown Sarasota, Whitfield Estates places you minutes from Sarasota Airport, IMG Academy, St. Armand’s Circle, Anna Maria Island, Lido Key, and all the fine dining, shopping, and entertainment the Gulf Coast has to offer. Enjoy the perks of a voluntary neighborhood association with no mandatory fees. For just $30/year for access to a culinary membership at SaraBay Country Club. Boaters will love being close proximity from SaraBay Marina, offering boat slips and dry dock storage. Whether you’re dreaming of a Florida beach house, a rental investment, or a full-time residence, this home is your blank canvas in one of the area’s most sought-after communities.

139 Adair Avenue, Sarasota

$499,990
3 Beds 4 Baths Emerald Landing At Waterside SubDv. 34240 Zip Code
Under Construction. Explore the Waterway floor plan by David Weekley Homes in the highly sought-after Emerald Landing community. Perfectly positioned near the dog park, and within 2 blocks of the amenity center, this homesite offers added convenience rarely found in typical homesites. Inside, the thoughtfully designed open-concept layout seamlessly connects the kitchen, dining, and family room—creating the perfect space for entertaining guests or enjoying everyday living on the first level. The Gourmet kitchen features a large center island overlooking the main living area, ample counter space, and an inviting layout that makes it the heart of the home. Expansive Hurricane Impact windows fill the home with natural light. The private owner’s suite is designed for relaxation with a spacious bedroom, well-appointed bathroom + Super Shower and generous walk-in closet. Additional bedrooms provide flexible space for family, guests, or a home office. Built with the quality craftsmanship and energy-efficient features that David Weekley Homes is known for, this home offers comfort, style, and long-term value. Located in Emerald Landing, residents enjoy a welcoming neighborhood atmosphere with convenient within walking to Waterside for access to shopping, dining, entertainment, and major roadways. Emerald Landing offers a Resort Style pool with lap lanes, Cabanas, Entertainment lawn, Pickelball Courts, Fire Pit, Dog Park, Boat Dock, and a Water Taxi, and Walking & jogging paths overlooking picturesque view of King Fisher Lake. Don’t miss the opportunity to own this beautiful Waterway townhome in Emerald Landing—a rare combination of location! Call us today for a personalized appt with our Consultants.

1655 Springwell Lane, Sarasota

$499,990
2 Beds 2 Baths Gulf Gate Woods SubDv. 34231 Zip Code
Come to see this charming Florida gem!! Beautifully updated two-bedroom, two-bathroom POOL home that embodies comfortable coastal living with easy access to the world's best beaches. The property showcases a thoughtfully designed layout, featuring a primary bedroom with an ensuite bathroom for added privacy and convenience, as well as a walk-in closet and an additional closet for ample storage. Sliding doors from both the living room, kitchen, and bedrooms provide easy access to the main attraction of the home—the POOL and paver patio area with a spa! New pool heater installed October 2025. What a perfect place for indoor/outdoor living and entertaining! Step outside to your private fenced backyard haven, where you'll enjoy the Florida sunshine and gorgeous sunsets by the pool, ideal for relaxing or hosting family gatherings. The fully fenced (new modern shadowbox private fence) backyard provides a secure space for outdoor activities and relaxation with beautiful views of famous Florida sunsets. Inside, this property can come turnkey furnished and includes washer and dryer, new stainless steel appliances, allowing you to move in with ease and start living the Florida lifestyle immediately. Multiple sliding glass doors along the back of the home create a seamless indoor-outdoor connection while flooding the interior with natural light and offering the option to welcome in refreshing Florida breezes. Outside pool area and deck is facing west and offers amazing sunset views. Plus, no carpet throughout makes maintenance a breeze! A versatile Florida bonus living area is accessible from the bedrooms, offering flexibility for a home office, relaxation space, or additional entertaining area. The breakfast nook provides a cozy dining spot, perfect for casual mornings. Major updates include a brand-new AC (2024), a newer hot water heater, (2021) and a tile roof from 2012 (remaining life 12 years), Smarthouse electronic locks, all four corners camera system with night vision (included in sale, no ongoing fees), Smarthouse connected to the pool equipment, HVAC, thermostat… The garage features an epoxy floor and a hurricane-rated door, adding both durability and appeal. The home also boasts an inside laundry room for convenience. Whether you are looking for an investment, retreat, or a family home, this exceptional Sarasota residence in the Gulf Gate Neighborhood is for you. Minutes away from world-famous Siesta Key beaches, Gulf Gate shops, fine dining restaurants, Costco, movie theaters, Legacy Trail, several fitness centers, A+ schools (Gulf Gate Elementary, Mangrove School of Sarasota, Suncoast Technical College..), and the Gulf Gate Library. All located in South Sarasota but within minutes to cultural downtown Sarasota and St. Armands Circle. Gulf Gate Woods is one of the most sought-after communities with deed restrictions, low dues and excellent schools nearby.

7460 Mariana Drive, Sarasota

$499,900
4 Beds 3 Baths Colonial Oaks SubDv. 34232 Zip Code
Located in the established newer Oak Vistas neighborhood a small enclave of upscale homes, this spacious two-story home offers 4 bedrooms, 2.5 baths, and a thoughtfully designed open floor plan perfect for everyday living and entertaining. The bright eat-in kitchen overlooks the living area, creating a seamless gathering space, while the dining room flows effortlessly into the main living area for added flexibility. Sliding glass doors lead to the patio and fully fenced backyard — an ideal setting for relaxing, pets, or outdoor entertaining. Just inside the welcoming foyer, you’ll find a convenient half bath and a large under-stair coat closet for extra storage. Upstairs, the spacious primary suite features a large walk-in closet and private en suite bath with dual sinks, a shower, and water closet. Three additional bedrooms, a full guest bath, and hallway laundry complete the second floor. Additional highlights include an over sized 2-car garage, driveway parking for two more cars, 6-foot VINYL FENCING, new vanity in the half bath, new disposal (2024), and roof replaced in 2013. Home located in a high and dry neighborhood that NEVER flooded and NEVER lost electricity during hurricanes. Conveniently located with easy access to I-75 and just minutes from the Celery Fields, Big Cat Habitat, University Town Center, Nathan Benderson Park, downtown Sarasota, world-famous Gulf beaches, shopping, dining, and entertainment. OWNERS MOVING OUT OF STATE AND DROPPED PRICE TO GET HOME SOLD QUICKLY!

5666 Aaron Court, Sarasota

$499,900
3 Beds 2 Baths Coral Cove SubDv. 34231 Zip Code
Welcome to 7503 Starfish Drive in desirable Sarasota, Florida—an exceptional opportunity to own a slice of paradise just minutes from world-renowned Siesta Key Beach. Nestled in the sought-after Coral Cove subdivision, this charming residence offers the perfect blend of comfort, convenience, and coastal living. This well-maintained home features a spacious and functional layout with abundant natural light throughout. The living areas flow seamlessly, creating an inviting atmosphere ideal for both everyday living and entertaining. The kitchen offers ample cabinetry and workspace, ready for your personal touch or future upgrades. Step outside to enjoy your private outdoor space—perfect for relaxing, hosting gatherings, or adding a pool to create your own backyard oasis. The property provides plenty of room to customize and make it your own. One of Coral Cove’s standout features is its private community boat ramp, offering residents convenient access to the Intracoastal Waterway for a minimal annual fee—an exceptional perk for boating enthusiasts. Ideally located, you’re just a short drive to Siesta Key’s sugar-white sands, top-rated dining, shopping, and entertainment. With easy access to major roadways and downtown Sarasota, this home is perfectly positioned for both full-time living and seasonal enjoyment. Whether you’re looking for a primary residence, vacation home, or investment property, this is an opportunity you don’t want to miss.

7503 Starfish Drive, Sarasota

$499,900
1 Beds 1 Baths Harbor Towers Y & R SubDv. 34242 Zip Code
THE VIEW, THE VIEW, Location, Location. This is IT! RESORT LIVING UNDER $500,000! EVERY AMENITY AT YOUR FINGERTIPS! BEAUTIFULLY APPOINTED, IMPRESSIVE ENTRANCE WITH WATERFALL, WALK INTO THE LUXURY APPOINTED HUGE FOYER--TURN KEY INCOME GENERATING VACATION HOME! STUNNINGLY SELECTED AND DESIGNED UNIT OVERLOOKING THE POOL AND VIEW OF INTRACOASTAL WATERWAY---DESIRABLE 2 WEEK RENTAL WHEN YOURE NOT HERE, BLOCK IT OUT WHEN YOU COME TO ENJOY AND RELAX! ON SITE RENTAL OFFICE TAKES CARE OF IT ALL! Experience the ultimate in luxury coastal living within the waterfront resort community of Harbor Towers Yacht & Racquet Club, one of Siesta Key’s most desirable gated waterfront communities. This beautifully updated sunrise-facing 1 BR, 1 bath home offers breathtaking views of the intracoastal waterway, a completely upgraded oasis to provide modern comfort and elegant coastal style with a gorgeous view of the heated pool and outdoor awning for alfresco dining. Being sold turnkey furnished, this third-floor residence is decorated for immediate enjoyment as a full-time home, vacation getaway, or income-producing investment property. The stunningly renovated interior features hurricane-rated windows, a breathtaking quartz kitchen, vinyl plank wood floors and a stunning bathroom accented in gold. The open-concept living and dining area is filled with natural light, creating a bright and welcoming space ideal for relaxing or entertaining. Included is a washer and dryer, plenty of extra storage space directly across the hall and additional large washers and dryers located on each floor for larger items. Perfect for couples and extended stays, this retreat combines modern coastal finishes, large windows, and resort-style amenities just minutes from world-famous Siesta Key Beach and Siesta Key Village. For boating enthusiasts, you’ll find a beautiful marina with boat slips, as available, through the association. This property offers excellent income potential. Two-week minimum rentals are permitted, and owners may utilize the on-site property management office or manage rentals independently. Residents of Harbor Towers enjoy an exceptional collection of amenities, including: *A large marina *Gulf access (no fixed bridges) *Heated swimming pool and shallow wading pool *Three tennis courts *Fully equipped fitness center with new showers and saunas *Clubhouse with social spaces and large kitchen •Outdoor BBQ and kitchen prep area under a beautiful new awning *For boating enthusiasts, boat slips are available through the association plus an ample kayak storage area. Whether you're seeking a luxurious full-time residence, seasonal retreat, or income-generating property, Harbor Towers offers the perfect blend of resort living and coastal charm. Located near shops and restaurants and across the street from the world-famous Siesta Key Beach, don’t miss this rare opportunity to own your piece of paradise on Siesta Key.

5855 Midnight Pass Road Unit 333, Sarasota

$499,900
2 Beds 2 Baths Gulf Gate SubDv. 34231 Zip Code
Prepare to be impressed. This fully remodeled Gulf Gate gem is a rare opportunity, offering 1,659 square feet of beautifully reimagined living space where luxury meets everyday comfort. From the moment you step inside, you’re welcomed by a bright, open-concept layout designed for modern living and effortless entertaining. Expansive sliding glass doors lead to a spacious screened-in lanai, seamlessly blending indoor and outdoor living — the perfect setting for morning coffee, weekend gatherings, or relaxing evenings. The brand-new custom kitchen is truly the heart of the home, featuring two-tone solid wood cabinetry, elegant quartz countertops, a marble backsplash, and new GE stainless-steel appliances. Every finish was thoughtfully selected to create a refined yet inviting space. The primary suite offers a peaceful retreat with a walk-in closet and a spa-inspired ensuite bathroom complete with a new double vanity, designer tile shower, and upgraded fixtures as well as a dedicated recirc pump for near instant hot water. Throughout the home, new luxury vinyl plank flooring, fresh interior paint, modern lighting, ceiling fans, and new interior doors create a clean, contemporary coastal feel. Major upgrades provide peace of mind for years to come, including a new shingle roof (2026), new HVAC system (2026), new electric panel (2026), new insulation (2026), Water Heater(2026) and fully replumbed drains and supply lines. Additional highlights include a large indoor laundry room with a custom boot bench, a two-car garage, and a triple-wide driveway offering ample parking. Outside, you’ll appreciate one of the home’s most unique and practical features — a beautifully landscaped, low-maintenance front yard with no grass to mow. As one of the only homes in the neighborhood designed this way, it offers enhanced curb appeal while significantly reducing upkeep and water usage. Just moments to Siesta Key’s sugar-white sands, this Gulf Gate home offers unmatched convenience — walk to A-rated Gulf Gate Elementary, 5 min to Costco, and a dynamic redevelopment of the former Sarasota Square Mall into a vibrant new retail, dining, and residential hub. This is modern coastal living at its finest — move-in ready and designed to impress. The final image is a rendering of what the backyard could be ( at 37 foot deep and 80 feet wide ) there is plenty of room to add a pool/outdoor kitchen. Buyer’s agent to verify all MLS information including room sizes, utilities, and HOA (if applicable).

6735 Keystone Drive, Sarasota

Start Your Search