South Sarasota Homes under $500,000

South Sarasota Homes under $500,000

Welcome to South Sarasota, Florida – a hidden gem nestled in the heart of Sarasota County that beautifully combines the charm of coastal living with the convenience of urban amenities. Known for its lush landscapes, vibrant culture, and friendly community, South Sarasota is the perfect place to call home.

This picturesque area is characterized by its stunning natural beauty, featuring serene parks, sparkling waterways, and proximity to some of Florida's most beautiful beaches. Residents enjoy an active lifestyle, with opportunities for boating, fishing, and exploring the great outdoors. The area's warm climate allows for year-round enjoyment of outdoor activities, making it a haven for nature lovers and adventure seekers alike.

One of the most appealing aspects of South Sarasota is its diverse real estate market, particularly for those seeking homes under $500,000. Here, you can find a variety of options that cater to different tastes and lifestyles, from charming single-family homes to cozy condos. Many of these properties boast modern amenities, spacious layouts, and beautiful outdoor spaces, all at an affordable price point.

South Sarasota is not just about beautiful homes; it also offers a rich tapestry of dining, shopping, and entertainment options. With its close-knit community feel and easy access to the cultural offerings of downtown Sarasota, residents can enjoy the best of both worlds.

Whether you’re a first-time buyer or looking to downsize, South Sarasota is a fantastic choice for those seeking a vibrant, welcoming community without breaking the bank. Come explore the possibilities and discover your perfect home in this delightful Florida paradise!

Newest South Sarasota Homes under $500,000

2236 Alice Road, Sarasota
$385,000
3 Beds ⋅ 3 Baths ⋅ Crecelius Sub SubDv. ⋅ 34231 Zip Code
LOCATION, LOCATION, LOCATION! Just minutes from the world-famous Siesta Key Beach! Discover the perfect blend of comfort, charm, and convenience in this beautifully maintained 3-bedroom, 2-bathroom home, tucked away at the end of a quiet dead-end street in desirable Sarasota! Offering over 1,500 square feet of air-conditioned living space, this move-in-ready home features an inviting open floor plan designed for comfortable everyday living and entertaining. The spacious kitchen is a standout feature, offering a center island, abundant cabinet space for storage, and plenty of room for preparing meals and gathering with guests. The open layout flows seamlessly into the main living areas, creating a welcoming atmosphere. Unwind in the cozy family room featuring a charming fireplace that adds warmth and character to the home. With no carpet throughout, the home offers easy-to-maintain flooring and a clean, modern feel. Step outside and enjoy a privately fenced yard, attractive paved exterior areas, and an oversized two-car garage providing additional space for parking and storage. Enjoy convenient access to shopping, dining, medical facilities, and Riverview High School. Whether you're spending the day at the beach, exploring Sarasota's local attractions, or simply relaxing at home, this property offers a wonderful opportunity to embrace the Florida lifestyle. Don't miss your opportunity to make this Sarasota gem your own! Schedule your private showing today and discover the charm, comfort, and convenience of this beautiful home!

2236 Alice Road, Sarasota
5529 Nutmeg Avenue, Sarasota
$305,000
2 Beds ⋅ 1 Baths ⋅ Sun Haven SubDv. ⋅ 34231 Zip Code
Charming Renovated Sarasota Home Minutes from Siesta Key Enjoy the best of Sarasota living in this beautifully renovated 2-bedroom, 1-bath single-family home situated on an oversized fully fenced lot shaded by a magnificent mature oak tree. Inside, you'll find a completely updated kitchen featuring premium stainless-steel appliances, white shaker cabinetry, and solid-surface countertops. The home also boasts high-gloss tile flooring throughout, fresh paint, and a bright, modern coastal feel. Includes small storage/laundry room. Includes washer and dryer hookup AND a quality washer and dryer convey with the home. High speed internet is available. Newer roof, hvac and water heater. Perfectly located near Clark Road and Lockwood Ridge Road, this home is just 4 miles (approximately 6 minutes) from world-famous Siesta Key Beach, known for its powder-soft white sand, crystal-clear Gulf waters, spectacular sunsets, fishing, boating, kayaking, paddle boarding, and endless outdoor recreation. Love dining and nightlife? You're only minutes from Siesta Key Village, the island's vibrant entertainment district featuring popular destinations such as Gilligan's Island Bar & Grill, Daiquiri Deck, Siesta Key Oyster Bar, live music venues, restaurants, shopping, and year-round events. (Daiquiri Deck) Additional nearby attractions include: Publix and Detwiler's Farm Market just minutes away Legacy Trail for biking, running, and walking Oscar Scherer State Park with hiking trails, kayaking, and wildlife viewing Phillippi Estate Park and scenic Sarasota Bay access Downtown Sarasota's arts, dining, festivals, and waterfront parks Point of Rocks snorkeling area, one of the region's most popular marine-life viewing spots (Southern Living) This property offers the perfect combination of privacy, modern updates, and convenient access to Sarasota's beaches, outdoor activities, dining, and entertainment. Please confirm all listing details prior to offer.

5529 Nutmeg Avenue, Sarasota
1640 Stickney Point Road Unit 40-101, Sarasota
$319,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Say Hello to a Great Buy! You simply can’t beat this location! This freshly updated, fully furnished 2-bedroom, 2-bath ground-floor condo is located West of the Trail in the highly sought-after waterfront community of Castel Del Mare, just minutes from world-famous Siesta Key. Step inside and discover an inviting, move-in-ready residence featuring Corian countertops, stainless steel appliances, tasteful furnishings, a designer fireplace, and HD Smart TVs in both bedrooms and the main living area. The A/C system and water heater were replaced in 2022, while the separate laundry room offers a full-size washer and dryer plus additional storage. Best of all, ground-floor living means no stairs and easy access! Castel Del Mare offers a true resort-style Florida lifestyle with two sparkling swimming pools—including one overlooking the Intracoastal Waterway—tennis and pickleball courts, kayak launches, fishing piers, community grills, assigned parking, and on-site management. And the location is hard to beat! Siesta Key and its beautiful beaches are just minutes away, while the nearby Southbridge area puts restaurants, shopping, entertainment, and bike and boat rentals practically at your doorstep. With one-month minimum rentals permitted, this property offers excellent flexibility for a full-time residence, seasonal getaway, or investment opportunity. Fully furnished, meticulously maintained, and priced to sell—this is your opportunity to own a little piece of paradise. Welcome home to YOUR Castle by the Sea!

1640 Stickney Point Road Unit 40-101, Sarasota
2948 Clark Road Unit 224, Sarasota
$147,500
2 Beds ⋅ 2 Baths ⋅ Trinity Village SubDv. ⋅ 34231 Zip Code
Turn key 2/2 end unit condo located at the end of the dead end street over looking the pond for additional privacy. Unit is being sold turn key/furnished for added convenience. New appliances, some new cabinets, countertops, lighting and furnishings for new owner to enjoy. Approximately 10 Minutes to World Famous Siesta Key Beach and many other beautiful attractions.

2948 Clark Road Unit 224, Sarasota
3458 Wilkinson Woods Drive Unit 2, Sarasota
$335,000
2 Beds ⋅ 2 Baths ⋅ Wilkinson Woods SubDv. ⋅ 34231 Zip Code
UPDATED THROUGHOUT, NEWER FLOORING, WATER HEATER, LED DIMMABLE LIGHTING, SOFT CLOSE CABINETRY, TILE, JETTED SPA TUB, OVERSIZED WALK IN SHOWER, GRANITE SINKS, HIGH END FAUCETS, LADIES VANITY, WALK IN CLOSETS, MURPHY BED, TWO FULL UPDATED BATHROOMS, LARGE ENCLOSED LINAI, PRIVATE PATIO, NEWER WATER HEATER, WASHER AND DRYER, UTILITY SINK, HUGE DRIVEWAY, 2 CAR GARAGE. HEATED SWIMMING POOL, CLUBHOUSE & TENNIS JUST STEPS AWAY. EXTERIOR MAINTENANCE, INSURANCE, INTERNET AND CABLE INCLUDED. CALL FOR A SHOWING TODAY

3458 Wilkinson Woods Drive Unit 2, Sarasota
1870 Mova Street, Sarasota
$395,000
3 Beds ⋅ 2 Baths ⋅ Valencia At Prestancia SubDv. ⋅ 34231 Zip Code
Great opportunity in this West of Trail home! The open concept floor plan with split bedrooms is perfect for families and individuals alike. If privacy is important, the landscaping provides a natural shield and lovely view from the screened front porch. The screened lanai at the rear overlooks a spacious backyard and provides easy access to the family room area and primary bedroom. The roof and windows were replaced in 2023 and the home was re-plumbed. A few cosmetic updates to the kitchen and bathrooms and this home can be called PERFECT! Conveniently located near the redeveloped Sarasota Square which includes Costco, Whole Foods, shopping, dining and area parks as well as five minutes from both the Vamo and Wharf Rd. county access points for quick launching of kayaks or fishing. Schedule a showing today!

1870 Mova Street, Sarasota
1657 Brookhouse Circle Unit 152, Sarasota
$255,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to Pelican Cove, one of Sarasota’s most distinctive gated waterfront communities! This beautifully updated FIRST-FLOOR condo offers a wonderful combination of comfort, convenience and the relaxed Florida lifestyle, surrounded by lush tropical landscaping with peaceful wooded and pond views. Step inside to a bright and inviting interior featuring tile flooring throughout and an updated kitchen with stone countertops, stainless steel appliances and plenty of cabinet space. The spacious primary bedroom features a walk-in closet and an en-suite bathroom with a walk-in shower. Multiple linen closets throughout the home provide excellent additional storage. The guest bathroom offers a tub with shower and the versatile second bedroom features accordion doors, allowing the space to easily adapt to your needs. One of the highlights of this home is the large 18' x 7' screened porch overlooking the beautiful natural surroundings—the perfect place to enjoy your morning coffee, read a book or simply relax and take in the peaceful wooded and pond views. A separate storage room provides even more functionality with a washer, dryer and utility sink. The A/C was replaced in 2021 for added peace of mind. Even better, one of Pelican Cove’s community pools is just steps away! Residents also have access to an incredible collection of recreational and lifestyle amenities throughout this 75-acre waterfront community on Little Sarasota Bay. Pelican Cove offers SIX heated swimming pools, a hot tub, fitness facilities, four lighted tennis courts, pickleball, shuffleboard, basketball and three clubhouses. Enjoy 5.5 miles of scenic walking trails and boardwalks winding through mature tropical landscaping and beautiful live oak canopies. Boating and water enthusiasts will love Pelican Cove’s private harbor with approximately 86 boat slips and sailboat-water access, along with kayak and canoe launches, paddlecraft storage, fishing areas and waterfront gazebos. The community also offers art studios, a pottery classroom, concerts, classes and more than 37 resident-led clubs, creating an active and engaging lifestyle with something for nearly everyone. All of this in a 24-hour gated Sarasota community convenient to Siesta Key, shopping, dining and everything the area has to offer. Whether you are looking for a full-time residence or your own Florida retreat, this updated first-floor condo offers the opportunity to enjoy nature, waterfront living and an exceptional array of amenities right outside your door.

1657 Brookhouse Circle Unit 152, Sarasota
1757 Mova Street, Sarasota
$329,000
3 Beds ⋅ 1 Baths ⋅ Vamo SubDv. ⋅ 34231 Zip Code
This is the One! *MOVE-IN READY with numerous recent improvements and upgrades*This home features NEW tile flooring throughout, fresh interior and exterior paint, and an updated kitchen enhanced with floating shelves and a convenient beverage refrigerator*Additional improvements include a NEW stackable washer and dryer and a NEW air-conditioning system for added comfort and efficiency*The HVAC ductwork has also been professionally cleaned*Additional recent improvements include professional termite tenting, newly redone concrete on the lanai, and fresh landscaping that enhances the home's curb appeal and outdoor living space*BEST OF ALL — enjoy the freedom of living in a NON-DEED-RESTRICTED AREA with NO MANDATORY HOA*Bring your toys and enjoy the flexibility that comes with no mandatory association*Outdoor enthusiasts will love the location*The property is situated just two streets away from Vamo Drive Park, a charming waterfront park offering a primitive, shallow-draft hand-launch area for kayaks, canoes, and paddleboards*It's a great spot to get out on the water and enjoy the Florida lifestyle*With extensive updates already completed, a fantastic location, no mandatory HOA, and convenient access to the waterfront, this home is ready for its next owner to move in and enjoy*

1757 Mova Street, Sarasota
2050 Champion Street, Sarasota
$229,900
2 Beds ⋅ 2 Baths ⋅ Mobile Estates SubDv. ⋅ 34231 Zip Code
Welcome to 2050 Champion Street, a spacious and well-maintained 2-bedroom, 2-bath home offering 1,368 sq. ft. of living space in Mobile Estates, a resident-owned 55+ cooperative community in the heart of Sarasota. The community share is included with the sale, offering buyers the benefits of cooperative ownership in this established neighborhood. The home features a bright, comfortable floor plan with generous living and dining areas, an inviting enclosed Florida room, and a versatile bonus space that can easily serve as a sitting area, pantry, hobby room, home office or additional storage. The spacious kitchen offers abundant cabinetry, ample counter space and an easy flow into the dining and living areas. Major improvements include a NEW ROOF in 2022, along with a newer A/C system and newer hot water heater, giving the next owner added peace of mind. A covered carport and storage shed provide additional convenience and functionality. Mobile Estates offers plenty of opportunities to enjoy the Florida lifestyle, with a community pool and spa, clubhouse/community center, pavilion, shuffleboard and bocce courts. The location is another standout—just minutes from Siesta Key and its world-famous beaches, while Publix, Sarasota Pavilion, restaurants, shopping and everyday conveniences are nearby. Downtown Sarasota is also within easy reach. Whether you're looking for a full-time Sarasota residence or a seasonal Florida retreat, 2050 Champion Street combines generous living space, valuable updates, resident-owned 55+ living, community amenities and an outstanding Sarasota location.

2050 Champion Street, Sarasota
4260 Bell Avenue, Sarasota
$345,000
3 Beds ⋅ 2 Baths ⋅ Morning Glory Ridge SubDv. ⋅ 34231 Zip Code
Charming and well-maintained 3-bedroom, 2-bath home tucked away at the end of a quiet street just off Bee Ridge Road, offering a comfortable setting with convenient access to everyday essentials. The desirable split-bedroom floor plan provides added privacy, while the bright and inviting kitchen features stainless steel appliances and opens to the combined living and dining area, creating a welcoming space for everyday living and entertaining. An oversized indoor laundry room offers generous storage and added functionality. Sliding doors lead to a screened lanai, an ideal spot to enjoy your morning coffee or unwind at the end of the day. Outside, the spacious, fully fenced backyard offers privacy and shade from mature trees, along with a storage shed for tools, gardening supplies, or extra storage. Freshly painted throughout, with new flooring in the bedrooms, this home is move-in ready and offers a wonderful opportunity to enjoy the Florida lifestyle. Conveniently located just minutes from I-75, US-41, shopping, dining, and medical facilities, and approximately seven miles from the beautiful sands of Siesta Key Beach, this home pairs everyday comfort and privacy with exceptional convenience.

4260 Bell Avenue, Sarasota
1636 Stickney Point Road Unit 201, Sarasota
$315,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Welcome to This Move In (and Rent Ready) Condo in the Highly Desirable Castel Del Mare Condo Community in Siesta Key ! This Bayfront Neighborhood is ideally Situated at the Gateway to the "Hidden Jewel of the Bay" & Offers an Unmatched Combination of Convenience & Lifestyle Amenities for the Value. Step Inside to Neutral Decor & an open Floor Plan ! Many Furnishings Negotiable ! Solid Surface Flooring Throughout. The Updated Kitchen Features Plenty of Cabinetry, Granite Counters, Pantry, & Eat In Breakfast Bar Accompanied by a Dining Area. The Spacious Great Room Offers Plenty of Space to Entertain & Has Access to the Covered Lanai. Down the Hall are the Bedrooms Including the Primary Suite Which Includes an En Suite Bath, Large Walk in Closet, & Private Access to the Lanai. The Laundry & More Storage Area Can Also be Found Outside. Newer HVAC ! This Resort Style Complex Makes for the Complete Lifestyle Experience with Two Pools (One Overlooking the Intercoastal), Tennis/Pickleball Courts, Shuffleboard, Kayak Racks, Boardwalk & Bayside Gazebo, & a Fishing Pier All Set Up Amongst a Gorgeous Waterfront. Located Just Steps From Shopping, Fine Dining, & Everything You Need - Including the Beach ! Whether for a Full Time Residence, Seasonal Escape, or an Investment Opportunity - This Affordable Condominium in a Fantastic Location is a Must See for Your Dream Sarasota Living !

1636 Stickney Point Road Unit 201, Sarasota
3416 Wilkinson Woods Drive Unit 63, Sarasota
$335,000
3 Beds ⋅ 2 Baths ⋅ Wilkinson Woods SubDv. ⋅ 34231 Zip Code
Beautifully updated 3-bedroom, 2-bath villa in the desirable Wilkinson Woods community, offering a spacious, comfortable floor plan in an incredibly convenient Sarasota location! Step inside and you’ll immediately appreciate the attention to detail, including crown molding, abundant natural light, and an updated kitchen designed for both style and everyday functionality. The kitchen features attractive finishes and thoughtfully designed pull-out storage, making cabinets and pantry items easy to access. The spacious living and dining areas flow nicely for entertaining, while the enclosed sunroom provides additional flexible living space with the floor professionally raised to create a level transition with the rest of the home. The large dining room mirror conveys and adds an attractive finishing touch to the space. Additional improvements include impact-resistant windows throughout the home, with the exception of the double French doors in the office, which are not impact glass. The HVAC system was installed in 2021 or newer and features a UV light installed in 2026. The water heater was replaced in August 2024, followed by the addition of a hot water circulation system in October 2024. The washer and dryer also convey. Storage is another standout feature, with a new attic access ladder and illuminated attic storage space above the garage. An invisible pet fence provides another convenient feature for pet owners. Wilkinson Woods offers a relaxed Sarasota lifestyle with community amenities including a clubhouse, swimming pool, tennis courts, and reclaimed-water irrigation. Association fees include cable TV, community pool access, common area insurance, exterior maintenance, grounds maintenance, and recreational facilities. The association has indicated that roof replacement is anticipated as part of a future community-wide roof project; timing and details should be independently verified with the association. Located in the heart of Sarasota, this home provides convenient access to shopping, restaurants, grocery stores, medical facilities, downtown Sarasota, Siesta Key and its world-famous beaches, Gulf Gate, cultural attractions, and Sarasota-Bradenton International Airport. If you’ve been looking for an updated Sarasota villa with generous living space, extensive improvements, community amenities, and easy access to everything the area has to offer, 3416 Wilkinson Woods Drive is one you’ll want to see!

3416 Wilkinson Woods Drive Unit 63, Sarasota
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