South Sarasota Homes with Maintenance Amenities

South Sarasota Homes with Maintenance Amenities

Welcome to South Sarasota, Florida – a vibrant community nestled in the heart of Sarasota County, where sun-kissed beaches and lush landscapes create the perfect backdrop for your dream home. Known for its friendly atmosphere, South Sarasota offers a delightful blend of suburban tranquility and urban convenience, making it an ideal place for families, retirees, and everyone in between.

One of the standout features of homes in South Sarasota is the availability of properties with maintenance amenities. Imagine living in a beautifully designed home where the worries of yard work and exterior upkeep are taken care of for you. Many of these residences come equipped with community-managed landscaping, pool maintenance, and even pest control services, allowing you to spend more time enjoying the stunning Florida weather and less time on chores.

Residents of South Sarasota enjoy easy access to a wealth of recreational activities, from world-class golfing and boating to exquisite dining and shopping options. The nearby Siesta Key Beach, renowned for its powdery white sands and crystal-clear waters, is just a short drive away, making it a perfect weekend getaway for sunbathing or water sports.

With a strong sense of community and a variety of homes that cater to diverse lifestyles, South Sarasota stands out as a desirable destination for anyone looking to settle in sunny Florida. Discover the charm and convenience of this enchanting area, and let the allure of South Sarasota welcome you home!

Newest South Sarasota Homes with Maintenance Amenities

2 Beds ⋅ 1 Baths ⋅ Oakwood Gardens SubDv. ⋅ 34231 Zip Code

Ideally located just minutes from world-famous Siesta Key Beach. This beautifully renovated condo located at 4035 S School Ave, Unit C- 5 in Sarasota was completely updated in 2022/2023. It features a modern kitchen with quartz counter tops, additional bar storage, and all-new appliances including refrigerator, stove, microwave, dishwasher, and garbage disposal. Enjoy the new waterproof laminate flooring throughout, a tank-less hot water heater, and ceiling fans in both bedrooms. The bathroom has been fully refreshed with new vanities. A newly screened porch was added in 2025. Community amenities include a sparkling pool, plus convenient access to Trader Joe's, Sarasota Bayfront, downtown shops, restaurants, and waterfront parks. This move-in-ready unit offers contemporary style and the best of Florida Suncoast living. The Association fees include water, sewer, trash, internet and pest control. Don’t miss this opportunity!

4035 S School Avenue Unit C5, Sarasota

2 Beds ⋅ 1 Baths ⋅ South Winds Mobile Home Park Co-Op SubDv. ⋅ 34231 Zip Code

AFFORDABLE SARASOTA LIVING JUST MINUTES FROM SIESTA KEY! Opportunities like this are hard to find! Located in desirable South Winds Mobile Home Park, this well-maintained home offers an incredibly affordable lifestyle with monthly fees of only $195. Enjoy the best of Sarasota living in this friendly 55+ community, just minutes from world-renowned Siesta Key Beach! This home has been lovingly maintained and is ready for immediate occupancy. The comfortable interior features an open living and dining area along with a nicely arranged kitchen. Even better, the outdoor living space is exceptional! A newer carport and screened lanai have been added (2 nice sized lanai's ... 1 on each side!) providing additional space to relax and enjoy the Florida lifestyle. This area also includes a convenient storage room for a washer and dryer. On the opposite side is an additional covered lanai, giving you even more space for outdoor living, entertaining, or simply enjoying our beautiful Florida weather. Important improvements include an air-conditioning system installed in 2020 and re-piping completed in 2022. A termite warranty/contract will also transfer to the new owner at closing. Tucked toward the back of the community on one of its quieter streets with minimal through traffic, this home offers a peaceful setting while keeping you remarkably close to everything in Sarasota. South Winds offers a beautiful, heated community pool, shuffleboard, horseshoes, pickleball, a putting green, library, recreation hall, social activities, friendly neighbors and superb on-site management! Hop on your bike or scooter and head towards Siesta Key, or take a quick drive and have your toes in the sand in approximately five minutes! Cultural downtown Sarasota is approximately 15 minutes away, offering outstanding restaurants, shopping, theaters, opera, galleries and entertainment. Affordable fees, a fantastic location and the Siesta Key lifestyle - this one is a gem! Furniture is negotiable. Being sold As-Is with Right to Inspect. Don't miss this rare opportunity to own in one of Sarasota's affordable 55+ co-op communities but don't wait ... this one won't last long. H-U-R-R-Y!

251 Southwinds Drive, Sarasota

2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code

Light and Bright with 9' Ceilings located at the gateway to Siesta Key this Turn-Key Furnished Baywood Colony 2BR/2BA Villa just 1 unit away from Clubhouse and pool, diagonally across from bayfront sea wall with fountain and benches for enjoying tranquil bay views, fishing or sunsets over the bay. Less than 1 mile to the Siesta Key bridge and World's #1 Siesta Key Beach with amazing, so soft & cool crushed crystal white sands. For peace of mind, this unit never flooded during the hurricanes of 2024 and that is saying something for being this close to the Gulf and Bay. You will love the fact that it is concrete block construction the Open Living Room/Dining Room Floor Plan Flows out to an Oversized Lanai via Quadruple Sliding glass doors - the feeling of light and space in this Villa is simply amazing! The primary BR has a walk-in closet and en-suite bath. The second bedroom is ample in size, and the 2nd bath is just in the hallway for easy access from the entire home. The $1053 Condo Fee includes Villa Exterior Insurance, Exterior Painting, All Ground Maintenance, Water, Sewer, Clubhouse with Pool, Saunas, Kitchen, Function room, Game Room with pool table, dart board, library, etc. and the beautiful bayfront park (this seller was only paying $300/yr. for HO-6 insurance which covers you from the drywall inward). So close to shopping and restaurants too! This is an amazing property and an amazing deal - you will love all that it offers. Mainland security with easy beach access and all at an Oh-so-nice price!

5887 Tidewood Avenue Unit 2, Sarasota

2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code

Virtually Staged. Attention Boaters and Beach Lovers!!! Affordable and beautifully renovated waterfront villa with community marina is just 12 minutes from Siesta Key Beach! This 2-bedroom, 2-bath villa offers stunning wide-water views, lush mature landscaping, and spectacular sunsets from the private outdoor patio and glass-enclosed lanai. Protective hurricane doors on the lanai bring peace of mind. The chef's kitchen features a large island, Craftsman-style cabinetry, gorgeous granite countertops, and designer lighting. The spacious primary suite includes a walk-in closet with built-in shelving and an en-suite bath with a luxurious tiled shower. The lovely guest bath includes tub/shower. Lovely new LVP flooring throughout. Enjoy maintenance-free living with exceptional community amenities, including a community marina with boat slips available (first-come-first serve basis), pool, clubhouse, fitness center, sauna, library, shuffleboard, and an active social calendar. The community marina comes equipped with docks offering water and electricity. Just minutes from world-renowned Siesta Key Beach, make this beautiful waterfront retreat yours today!

2126 Riverbluff Parkway Unit V323, Sarasota

2 Beds ⋅ 2 Baths ⋅ Ashton Lakes SubDv. ⋅ 34231 Zip Code

Welcome to Ashton Lakes, a maintenance-free community set on 33 acres of lush landscaping with four lakes — less than two miles from the beaches of Siesta Key. This beautifully maintained 2—bedroom, 2-bath residence has been thoughtfully updated throughout and delivers an easy blend of comfort, convenience, and coastal charm. Step inside to soaring vaulted ceilings and an abundance of natural light that gives the entire home an airy, light coastal feel. Sweeping lake views frame the living space, and a desirable one-car garage — a rarity at this price point — adds everyday practicality. The primary bath has been fully renovated, with additional updates in the guest bath, and a newly installed Murphy bed maximizes flexibility for guests, a home office, or both. Life at Ashton Lakes centers on its exceptional amenities: a recently updated clubhouse, two heated pools including a large pool with a dedicated lap lane, two tennis courts and four pickleball courts, shuffleboard, grilling stations, and more. A private footbridge connects residents directly to Merchants Mart shopping center, home to CVS, ACE Hardware, a Dollar store, restaurants, and Detwiler's Farm Market. You're also minutes from the Whole Foods anchored redevelopment at Sarasota Square and Siesta Promenade, the new 24-acre mixed-use project at the northwest corner of U.S. 41 and Stickney Point Road. Downtown Sarasota and I-75 are both an easy reach. Recent updates include: HVAC in Jan 2026, deluxe fabric roller shade throughout in Feb 2026, murphey bed in Feb 2026, smart garage open in Feb 2026, refrigerator and washer in 2023, dry bar, primary bathroom, and guest bathroom.

5652 Ashton Lake Drive Unit 5652, Sarasota

3 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code

It's easy to enjoy the beauty of coastal waterfront living in Pelican Cove and this 3-bedroom end unit condo is centrally located within the complex. Everything in this condo is exquisitely done and no expense was spared with new flooring, new lighting, updated bathrooms, new kitchen with all new appliances, sink, lighting, counters and backsplash. Enjoy volume ceilings and the open floor plan that this three-bedroom unit provides. Pelican Cove is a magical place with lush landscaping that sits on gorgeous acres overlooking the Little Sarasota Bay. This is what Florida living is all about, stroll to the Pelican Point Observation deck, the bird sanctuary or the through the gardens. This community is a boaters dream with more than 87 boat harbor slips with each slip having water and electric. There are six heated pools to choose from, pickle ball, kayak and canoe launch and storage, gym, 4 lighted tennis courts, shuffleboard, basketball, 5 miles of amazing walking trails and Musical concerts. Pelican University offers classes and clubs for all including woodworking, photography, and clay sculpture, to name a few.

1508 Pelican Cove Road Unit 235, Sarasota

2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code

Maintenance-Free Living Just Minutes from Siesta Key Beach! Enjoy the Florida lifestyle in this beautifully updated 2-bedroom, 2-bathroom villa, ideally located just a short bike ride from the world-famous Siesta Key Beach. This move-in-ready home has been thoughtfully updated throughout, featuring new flooring, modern appliances, renovated bathrooms, and impact-resistant windows for style, comfort, and peace of mind. The bright, open layout creates an inviting space that’s perfect for relaxing or entertaining. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this maintenance-free villa offers the perfect blend of convenience and coastal living. Spend your days biking to the sugar-white sands of Siesta Key, exploring nearby shopping and dining, or simply enjoying the low-maintenance lifestyle. Don’t miss your chance to own this beautifully updated villa in one of Florida’s most desirable locations!

5865 Tidewood Avenue Unit 8, Sarasota

2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code

Live close to Siesta Key Beach, rated in the top ten beaches and in Sarasota, Florida, CNN rated as the #1 city to visit in the United States for under $375,000. This two-bedroom, one and one-half bathroom townhouse unit is just across the south bridge to Siesta Key. A short walk to Crescent Beach, restaurants, shopping, and off-island in season, do not deal with beach traffic. The 1,232 square foot townhouse has two floors, a screened and private covered lanai on the first floor and a private open balcony on the second floor. The living area and the primary upstairs bedroom both overlook a private, tranquil rear yard and greenbelt area for your relaxation and your enjoyment. This townhouse is turn-key furnished, with an inside utility closet with a stack washer/dryer, new extra under stairs, 3 x 6 storage closet and an additional 4 x 6 mechanical closet with the HVAC system, hot water heater and more storage space. This is one of the few units in the complex with inside utility. This unit has been fully renovated by the current owner with all new stainless steel appliances, all new flooring, all new shiplap walling in Dining area, and second-floor full bathroom, with new vanity, and all new stair case and wood risers. Decorated turnkey furnished, this townhouse shows extremely well for one's personal enjoyment and the Siesta Key lifestyle or as an investment property with a one-month minimum rental, three times a year. The monthly condo fee covers the barrel-tile roof which is maintained annually, and the exterior of the building, maintenance and insurance, landscaping, all amenities including on-site management, two heated community pools, one on the intercoastal with water views, a clubhouse, pickleball courts, tennis courts, shuffle board, a mangrove walk, and a gazebo on the intercoastal for fishing or watching sunset. Through the association and paid for with the monthly fees are the financial reserves, basic cable television, water, sewer, trash, recycling, and weekly pest control. Unit #101 assigned and deeded parking space, #163 is on the left of this unit's front door and two guest parking spaces are directly across the driveway from this unit. Other monthly costs are the electric (FPL) $80 a month, and internet (Frontier) $50 a month, on average. Your homeowner's interior insurance is less than $75 a month and the policy is paid through April of 2027. If you want to drive, there is the Gulf Gate Mall a the corner of US41 and Stickney Point Road with shopping, restaurants, hardware, Publix and Detwiler grocery stores. Castel Del Mare has 185 units, borders the intercostal, and owning one of only 16 townhouses is this island community could be yours. The townhouses have no one above them, so more quiet than your normal stack units with another unit above. This townhouse is vacant and easy to see.

1646 Stickney Point Road Unit 101, Sarasota

2 Beds ⋅ 2 Baths ⋅ Pinewood Village SubDv. ⋅ 34231 Zip Code

Virtually Staged. Delightful 2-bedroom, 2-bath condo in an unbeatable Sarasota location! Beautifully maintained and move-in ready, this spacious home is just 15 minutes from the world-famous Siesta Key Beach and the vibrant dining, shopping, and cultural attractions of Downtown Sarasota. The recently renovated kitchen offers a fresh, modern feel, while the generous floor plan provides comfort, convenience, and easy Florida living. Additional updates include a new A/C (2023) for added peace of mind. The current tenant is scheduled to move out in September 2026, making this an excellent opportunity for a first-time homebuyer looking to move right in, while also offering investors immediate rental income until then. To provide even greater peace of mind, the seller is including a one-year home warranty, paid at closing. Whether you're searching for your first home, a seasonal retreat, or a smart investment, this Sarasota gem is one you won't want to miss.

2763 Woodgate Lane Unit 211, Sarasota

Portofino On The Bay SubDv. ⋅ 34231 Zip Code

Located in the highly sought-after Portofino on the Bay neighborhood in Sarasota, this cleared homesite presents a rare opportunity to build your dream home in one of the area’s most desirable coastal communities. The property has already been cleared and is ready for construction, offering a smooth and convenient start for your custom build. A builder of your choice can be selected, however plans have been made for this lot - an option of a 3,357 sq. ft. home, providing the opportunity to streamline the building process with a thoughtfully designed home. Buyers may choose to utilize the existing plans or customize them to suit their vision and lifestyle. Building plans must be approved by the board group of the community. The property is also located within the district for the highly regarded Pine View School, along with other highly rated public and private schools nearby. This private and gated neighborhood is great for boaters, offering community deeded access to the bay and a community day dock, that is available upon reservation. Enjoy direct access to the Intracoastal Waterway. Boat slips could potentially become available for purchase if a community member is selling. Located just 2 miles from downtown Sarasota, residents enjoy quick access to vibrant dining, shopping, and entertainment while still enjoying the privacy and tranquility of this waterfront-friendly community.

1740 Assisi Drive, Sarasota

2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code

Fully Remodeled Coastal Retreat – Move-In Ready & Just Steps from the Water! You must see this completely renovated, first-floor condo in beautiful Sarasota—offering effortless coastal living with a partial view of Little Sarasota Bay and just a short walk to the beach! This fully furnished, turn-key unit was completely gutted and redesigned in 2025, featuring high-end finishes and modern upgrades throughout. From the moment you walk in, you’ll notice the attention to detail as everything is brand new! Interior Highlights: Luxury LVP flooring throughout Brand new kitchen cabinets & stone countertops Brand new appliances Stylish modern light fixtures Spacious master bedroom with walk-in closet and door to screened in porch Master bath with stand-up shower & glass surround New vanities and toilets in both bathrooms New water heater Beautiful screened-in patio with new tile flooring Brand new hurricane proof sliding glass door to patio and windows throughout the unit Step outside your door and enjoy the convenience of ground-floor living in building 3, with tennis and pickle-ball courts just steps away. Community Amenities Include: 2 swimming pools Tennis & pickle-ball courts Shuffleboard court Fishing pier/gazebo on the Intracoastal waterway Sidewalks throughout community Clubhouse On-site property management Community laundry facilities Located directly on the Intracoastal Waterway and only a few blocks from the beach, this condo offers the perfect blend of relaxation, recreation, and convenience. Whether you're looking for a primary residence, vacation getaway, or investment opportunity, this one checks all the boxes. Don’t miss your chance to own a brand-new coastal condo in one of Sarasota’s most desirable locations!

1624 Stickney Point Road Unit 101, Sarasota

1 Beds ⋅ 1 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code

Fully renovated and move-in ready, this charming 1-bedroom, 1-bathroom standalone villa in the highly sought-after 55+ Strathmore Riverside Villas community is the Florida lifestyle opportunity you have been waiting for. Whether you are pursuing the snowbird dream or making the permanent move to paradise, this turnkey gem is ready for you right now. Fresh 2025 upgrades include a brand new kitchen, new flooring throughout, and new plumbing — no projects, no headaches, just move in and start living. The bright open-concept layout offers comfortable and easy living with an in-unit washer and dryer, covered carport, and attached storage room. The community is where the magic happens. Start your morning with a swim in the large heated pool maintained at a year-round 85 degrees, spend your afternoon on the fishing dock, and end your day watching the sun set over Phillippi Creek. Boating enthusiasts will love the community marina with direct access to the Intracoastal Waterway and the Gulf of Mexico — boat slips available through the association. Additional amenities include a clubhouse, fitness room, shuffleboard courts, billiards, library, and two saunas. HOA fee includes cable TV, water, sewer, exterior building and grounds maintenance, building insurance, escrow reserves, and onsite management. Conveniently located near Publix, Detwiler's Farm Market, Sarasota Memorial Hospital, Phillippi Farmhouse Market, and just minutes to world-famous Siesta Key Beach. At this price with these upgrades in this community, this one will not last long. Schedule your showing today.

5440 Riverbluff Circle Unit 87, Sarasota

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