Sarasota County Homes with Maintenance Amenities

Sarasota County Homes with Maintenance Amenities

Welcome to Sarasota County, Florida, where sun-kissed beaches meet vibrant cultural experiences! Nestled along the Gulf Coast, Sarasota is renowned for its stunning coastline, lush parks, and a rich tapestry of arts and entertainment. With its warm climate and friendly community, it’s no wonder that this picturesque county is a sought-after destination for homebuyers.

Sarasota boasts an array of residential options, including homes with maintenance amenities that cater to a carefree lifestyle. Imagine waking up to the sound of waves gently lapping at the shore, knowing that your community takes care of the upkeep. These homes often come equipped with services such as landscaping, pool maintenance, and exterior repairs, allowing you more time to enjoy the beautiful surroundings.

Whether you're drawn to the historic charm of downtown Sarasota, the upscale neighborhoods of Siesta Key, or the family-friendly atmosphere of Palmer Ranch, you’ll find a variety of home styles that suit your needs. Sarasota’s real estate market offers everything from modern condos with breathtaking views to spacious single-family homes nestled in serene communities.

Living in Sarasota means embracing an active lifestyle. Enjoy world-class dining, art galleries, and theaters, or spend your weekends exploring the stunning beaches and nature trails. With a vibrant community spirit and a plethora of activities, Sarasota is not just a place to live, but a place to thrive. Discover your dream home in this enchanting county, where every day feels like a vacation!

Newest Sarasota County Homes with Maintenance Amenities

no property photo
$1,150,000
3 Beds ⋅ 3 Baths ⋅ Harbour Oaks SubDv. ⋅ 34228 Zip Code
PRIVATE POOL, DEEDED GULF BEACH ACCESS, EXCEPTIONAL END-UNIT PRIVACY, GATED BAY ISLES, MOVE-IN READY This is the Longboat Key lifestyle you have been waiting for! Tucked behind the gates of highly sought-after Bay Isles and nestled within the charming Harbour Oaks enclave, this beautifully renovated end-unit villa offers an exceptional blend of privacy, comfort and effortless coastal living. Located at the east end of a single-story building, this 3-bedroom, 2½-bath residence offers 2,219 square feet of thoughtfully designed living space, enhanced by high volume ceilings that create an airy, open feel. A 2-car garage plus an additional dedicated parking space provides exceptional convenience for visiting family and friends. The coveted end-unit location was one of the reasons the current owners chose this home, and its enhanced privacy remains one of the residence’s most desirable features. Step inside and discover a home that has been extensively and thoughtfully updated, with the major improvements already completed. Highlights include a new roof and roof decking, hurricane-rated skylights, windows and doors, Hardie board siding, newer HVAC and ductwork, renovated kitchen and baths, updated flooring, custom California Closets, a full-size Murphy bed, updated appliances, new water heaters, whole-house water filtration and surge protection. The outdoor living spaces have received equally impressive attention. The screened lanai creates a private oasis centered around a heated saltwater pool, with a new pool heater, refinished pool, saltwater conversion and rescreened pool cage. It is the perfect setting for a morning swim, a leisurely afternoon or relaxed entertaining with friends. Inside, the high volume ceilings and open living spaces create an inviting sense of spaciousness, while the layout flows naturally to the screened lanai and pool. Thoughtful custom storage throughout adds both function and elegance, allowing the home to feel beautifully organized without sacrificing style. Harbour Oaks is a distinctive maintenance-free community within Bay Isles, offering lush landscaping, a community pool and spa, and a welcoming neighborhood setting. Best of all, Bay Isles residents enjoy deeded access to the private Bay Isles Beach Club. There is no need to pack up the car or search for parking. Simply grab your beach bag and head to the Gulf. For those seeking an even more expansive resort lifestyle, optional Longboat Key Club membership provides access to an array of amenities, including golf, tennis, pickleball, fitness, marina and dining. The location is equally appealing. Harbour Oaks is less than a mile from Longboat Key's Town Center and close to Publix and everyday conveniences, while the shops and restaurants of St. Armands Circle and downtown Sarasota are just a short drive away. Private pool. Deeded beach access. Exceptional end-unit privacy. Extra parking for guests. High volume ceilings. Extensive updates already completed. This is a home designed to let you spend less time on projects and more time enjoying everything Longboat Key has to offer. Simply move in, unpack and start enjoying paradise. You will be pleasantly surprised by just how much this exceptional home has to offer.

2245 Harbourside Drive Unit 101, Longboat Key
1591 Gulf Of Mexico Drive Unit 512, Longboat Key
$1,999,999
2 Beds ⋅ 3 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code
Fractional Ownership. FRACTIONAL OWNERSHIP AT THE ST. REGIS LONGBOAT KEY. Experience an extraordinary waterfront lifestyle with the opportunity to own a portion of a beautifully appointed private residence at one of Florida’s most prestigious luxury resorts. Located on the fifth floor of the Champagne building, Residence 512 offers 2,154 square feet of refined interior living space, two spacious bedrooms, two-and-a-half bathrooms, and an expansive private terrace overlooking the resort surroundings and Sarasota Bay. Thoughtfully designed for comfort and entertaining, the residence features an open living and dining area, floor-to-ceiling glass, and a beautifully equipped kitchen with Wolf and Sub-Zero appliances. The generous primary suite includes a luxurious bathroom with dual vanities, a soaking tub, and a separate walk-in shower. Offered fully furnished with Restoration Hardware interiors, the residence also features a private two-car garage and convenient elevator access. Ownership provides access to the exceptional amenities and personalized services of The St. Regis Longboat Key, including pristine Gulf beaches, resort-style pools, private residential amenities, fine dining, the St. Regis Spa, fitness facilities, and signature concierge and butler services. This distinctive fractional ownership opportunity allows buyers to enjoy the benefits of a luxury waterfront residence without the commitment of purchasing and maintaining an entire condominium. Ownership interests are offered in 30-day increments, with the opportunity to acquire multiple periods. An additional benefit is the inclusion of a St. Regis Resort Membership, providing year-round access to resort amenities without the customary membership initiation fee or annual dues, subject to the applicable membership terms. Discover a more flexible way to experience the elegance, service, and exceptional coastal lifestyle of The St. Regis Longboat Key.

1591 Gulf Of Mexico Drive Unit 512, Longboat Key
420 Lehalis Drive, Englewood
$315,000
2 Beds ⋅ 2 Baths ⋅ Oak Forest SubDv. ⋅ 34223 Zip Code
Welcome to Oak Forest, where your Florida winter retreat awaits! This updated 2-bedroom, 2-bathroom villa in Englewood’s gated, maintenance-free community is ideal for retirees, snowbirds, and seasonal homeowners seeking a carefree Florida lifestyle. Situated on a water-view lot in the desirable X flood zone, this turnkey furnished home is move-in ready—just bring your toothbrush and clothes! Features include a paver driveway, barrel tile roof, charming courtyard entry, vaulted ceilings, abundant natural light, and easy-care tile flooring. The spacious great room opens through a sliding glass door to the screened lanai, the perfect spot to enjoy peaceful Florida mornings and relaxing evenings. The kitchen offers wood cabinetry, stainless steel appliances, a breakfast bar, and pantry, with an adjacent dining room providing flexible living space. The primary suite features a sunny bay window, walk-in closet, and ensuite bath with a walk-in shower and large vanity. A separate guest bedroom and full bathroom comfortably accommodate visiting family and friends. A dedicated laundry room and attached two-car garage add convenience. Enjoy Oak Forest’s resort-style amenities and friendly community atmosphere, featuring a clubhouse, heated community pool, fitness center, library, tennis and pickleball courts, bocce ball, and an active social calendar. Sidewalks, streetlights, and golf-cart-friendly living add to the appeal. HOA fees include lawn care, irrigation, basic cable, and gated security, making it easy to lock and leave when traveling. Just minutes from Historic Dearborn Street’s boutique shops, restaurants, weekly events, and farmers markets, this villa is also a short drive to Englewood and Manasota Key beaches, boating, fishing, golf courses, waterfront dining, shopping, and medical facilities. Whether you’re searching for a seasonal winter home, snowbird getaway, retirement property, or full-time Florida residence, this turnkey furnished Oak Forest villa offers the ideal combination of low-maintenance living, community amenities, and convenient access to Southwest Florida’s coastal lifestyle.

420 Lehalis Drive, Englewood
3950 Roxane Boulevard Unit 3B, Sarasota
$98,000
1 Beds ⋅ 1 Baths ⋅ Strathmore Village Green SubDv. ⋅ 34235 Zip Code
Welcome to Strathmore Village Green, a charming 55+ condominium community in the heart of Sarasota! Discover the comfort, convenience, and affordability of Florida living in this inviting second-floor, 1-bedroom, 1-bath condominium. Step inside to find beautiful real hardwood floors that add warmth and character to the open living and dining area. The functional kitchen offers a practical layout, while the spacious 7' x 13' screened lanai, complete with a ceiling fan, provides the perfect spot to enjoy your morning coffee, unwind with a good book, or simply relax and enjoy Florida's beautiful weather. The upstairs location offers the added benefit of no neighbors directly overhead. Additional conveniences include an assigned parking space, private storage locker, and on-site laundry facilities. Strathmore Village Green is an intimate 55+ community consisting of just 26 units, offering a welcoming atmosphere and wonderful amenities, including a heated community swimming pool, updated clubhouse/recreation center, and community activities and events. Enjoy the added value of HOA fees that include basic cable, water, sewer, and trash service, making everyday living that much easier. The community has a no-pet policy. Ideally situated in Sarasota, you're just minutes from shopping, dining, medical facilities, downtown Sarasota's arts and entertainment, and a short drive to the area's beautiful Gulf Coast beaches. Whether you're searching for a full-time residence or a seasonal Florida getaway, this condo offers a wonderful opportunity to enjoy a low-maintenance lifestyle in a convenient location. Don't miss your chance to make this Sarasota retreat your own! BRAND NEW AC 10/29/2026

3950 Roxane Boulevard Unit 3B, Sarasota
1300 Benjamin Franklin Drive Unit 1003, Sarasota
$6,500,000
4 Beds ⋅ 4 Baths ⋅ The Beach Residences SubDv. ⋅ 34236 Zip Code
Enjoy this exquisite four-bedroom residence with beach-to-bay and sunrise-to-sunset views. This home in the sky is the pinnacle on the beach at the Ritz-Carlton-managed "THE BEACH RESIDENCES." Unsurpassed luxury, unimaginable legendary Ritz-Carlton services, and a lifestyle where memories are made and dreams are treasured. Enjoy this one-of-a-kind, carefree beach home. From the moment you arrive, you will experience euphoria. Park in the garage and step into your private elevator, which opens into your private residence lobby. You will be mesmerized by the magnificent, ever-changing Gulf of Mexico view & spectacular sunsets. Luxury knows no limits in this stunning home. This residence features a 3,861 sq. ft. split floor plan that maximizes the Gulf of Mexico view through walls of glass and a large wrap-around terrace. Also, enjoy the bayside terrace with epic sunrises and moonrises. Handcrafted interior finishes include beautiful wood floors in the living area, with custom decorator touches. The open floor plan has 2 master bedrooms plus a den/office or 4 bedrooms. This home features a gourmet kitchen with a Décor oven & gas cooktop, Sub-Zero refrigerator, wine cooler, wood cabinets & granite counters, opening to the family room. "The Name Says It All." Enjoy the best of SRQ in Ritz-Carlton tradition. The Ritz-Carlton's white-glove service is evident at every turn in this enclave. Enjoy the pool and spa, state-of-the-art fitness center, movie theater, game/social room, boardroom, massage room, guest suites & 24/7 concierge services. 2 pets, no weight limit! Walk to St. Armands Circle for boutique shopping/dining. Just minutes to cultural venues of downtown SRQ including theater, opera, museums, shopping & dining. Enjoy watching dolphins from the Gulf Terrace with w/morning coffee and a nightcap on the Bay Terrace to enjoy the twinkling city lights. Have it all, The Best of Both Worlds! Membership opportunities at The Ritz-Carlton Members Club offer access to additional resort, beach club, spa, dining, and golf experiences; membership is optional and available for an additional fee.

1300 Benjamin Franklin Drive Unit 1003, Sarasota
740 Carefree, Venice
$249,500
2 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 34285 Zip Code
Discover the perfect blend of convenience and cozy charm in this beautifully upgraded 2-bedroom, 1.5-bathroom home. Situated on a spacious corner lot with a serene water view, this residence is designed for both relaxation and entertaining. Step into a bright, open, and efficient kitchen and dining area that flows seamlessly through an archway into the main living room. The interior features a modern mix of durable tile and updated luxury vinyl plank flooring. The guest bedroom doubles perfectly as a high-quality, comfy queen size pull out sofa for visitors. The "crown jewel" of this home is the large 12x18 sun-drenched Florida room. Fully equipped with air conditioning and heat, this versatile space is perfect for enjoying your morning coffee or evening cocktails while soaking in the water views, regardless of the season. Located in a vibrant 55+ community with full clubhouse amenities, this move-in-ready gem offers the active, carefree lifestyle you've been looking for. This beautiful community is located on Venice island. Enjoy the heated pool with water aerobics and exercise classes, Country Club Estates has two clubhouses. Both with kitchens . One clubhouse has a stage for bands and performances. The other overlooks the waterway with rented boat slips for the residents. From the boat club to the book club, you will probably find it here. Pickleball, shuffleboard, corn hole, billiards, ping pong, library, fitness center, most card games, karaoke, events planned for the holiday, local bands and DJ's for dances, neighborhood parades and scavenger hunts. Too many to list. This is not just a place to live--it is a lifestyle.

740 Carefree, Venice
637 Misty Pine Drive, Venice
$510,000
3 Beds ⋅ 2 Baths ⋅ Sawgrass SubDv. ⋅ 34292 Zip Code
Welcome to Sawgrass, one of Venice's desirable gated communities, where this beautifully maintained J&J Belize model offers an inviting blend of comfort, quality improvements, and golf course living. Situated along the 11th hole of Capri Isles Golf Course, the home enjoys a picturesque setting with a lush tropical palm hedge providing privacy. The thoughtfully designed floor plan features 10-foot ceilings, crown molding, tray ceiling details, custom built-ins, and generous living spaces filled with natural light. The kitchen offers granite countertops, stainless steel appliances, ample cabinetry, a closet pantry, a newer oven, and a Bosch dishwasher (2024). The spacious primary suite includes a walk-in closet with custom shelving and an ensuite bath with dual sinks, a glass-enclosed shower, and soaking tub. Two additional bedrooms and a guest bath can be separated by a pocket door, creating a private retreat for family and guests. Pride of ownership is evident in the numerous improvements, including a NEW ROOF in (2024), A/C (2021) with a replacement compressor (2024), luxury vinyl plank flooring in all bedrooms and closets (2024), plantation shutters throughout (2025), fresh interior paint (2024), updated lighting and plumbing fixtures, and window glass and component improvements. Additional updates include a whole-yard irrigation system (2025) and water heater (2017). Outdoor living is equally inviting, with a spacious 19' x 12' glass-enclosed and screened lanai opening to a beautiful paver patio added in 2025, ideal for relaxing or entertaining while enjoying the golf course setting. An oversized two-car garage with cabinetry and overhead storage, along with a generously sized laundry room featuring built-in cabinetry, adds everyday convenience. Residents of Sawgrass enjoy a gated entrance, clubhouse, heated community pool, fitness facilities, pickleball courts, and lawn maintenance included in the association fees, all with NO CDD FEE. Just minutes from historic downtown Venice, shopping, dining, and the beautiful Gulf beaches, this exceptional home offers the opportunity to enjoy a relaxed coastal lifestyle in a wonderful community.

637 Misty Pine Drive, Venice
464 Golden Gate Point Unit 304, Sarasota
$3,850,000
4 Beds ⋅ 5 Baths ⋅ La Bellasara SubDv. ⋅ 34236 Zip Code
Beautifully renovated, freshly furnished, and ready for immediate enjoyment, this exceptional direct-bayfront residence at La Bellasara offers the perfect combination of luxury, comfort, and convenience on coveted Golden Gate Point. Positioned on the third floor, Residence #304 captures panoramic views of Sarasota Bay, the marina, and downtown skyline. Offering nearly 3,300 square feet of interior living space plus generous private terraces, this expansive residence has been freshly painted in neutral tones and beautifully appointed with brand-new contemporary furnishings throughout, boat dock, and two-car garage, all included in the sale. A private elevator opens directly into the gracious foyer leading to the impressive Grand Salon, where soaring 11-foot tray ceilings, marble flooring, crown molding, and walls of floor-to-ceiling glass create an elegant setting for waterfront living. A gas fireplace and wet bar with wine refrigeration enhance the entertaining space, while expansive sliding glass doors open to the generous bayfront terrace overlooking the marina and open water. The newly refreshed kitchen is light, bright, and beautifully updated with new quartz countertops complementing custom cabinetry. A spacious center island with breakfast bar seating, premium appliances including a gas cooktop and built-in ovens, and abundant pantry storage complete this inviting space. The adjoining dining area enjoys beautiful water views, creating a seamless connection between cooking, dining, and entertaining. The spacious primary suite is a private waterfront retreat featuring its own bayfront terrace, dual walk-in closets, and separate marble-appointed his-and-her bathrooms. Two additional bedroom suites are thoughtfully positioned for privacy, each with a walk-in closet, en-suite bath, and private balcony. A separate study/library with closet provides flexibility for a home office, den, or fourth bedroom. Additional conveniences include a private two-car garage, secure storage, and a private dock with the potential to add a boat lift. The current owner has also paid the community's upgrade investment in full for the brand-new lobby renovation currently underway, providing an added benefit to the next owner. La Bellasara is an exclusive gated waterfront community offering on-site management, a resort-style swimming pool and spa, fitness center, and beautifully maintained grounds. Its desirable Golden Gate Point location places Downtown Sarasota's restaurants, boutiques, galleries, theaters, and waterfront attractions within easy reach. Enjoy nearby Marina Jack, Marie Selby Botanical Gardens, Burns Court, and The Bay Park, while St. Armands Circle, Lido Beach, and Longboat Key are just a short drive away. With its recent renovations, brand-new furnishings, private dock, expansive bayfront terraces, and exceptional downtown location, La Bellasara #304 offers a truly move-in-ready Sarasota waterfront lifestyle. Simply arrive, settle in, and enjoy.

464 Golden Gate Point Unit 304, Sarasota
210 Roma Road, Venice
$135,000
2 Beds ⋅ 2 Baths ⋅ Venice Isle SubDv. ⋅ 34285 Zip Code
Enjoy an active Florida lifestyle in this well-maintained home in an amenity-filled 55+ Venice community. With several updates already in place, this home offers a comfortable starting point and the opportunity to personalize the interior to suit your style. Updates include newer windows, vinyl plank flooring, kitchen appliances, washer, and dryer. A screened lanai provides space to enjoy morning coffee or unwind at the end of the day, while the backyard paver patio overlooks the community amenity center. A covered carport and outdoor storage shed with laundry facilities add everyday convenience. Community amenities include two heated pools, two spas, a fitness center, tennis courts, bocce ball, shuffleboard, a putting green, horseshoes, cornhole, billiards, and ping-pong. Residents also enjoy two clubhouses, a tiki hut, and bus transportation for community outings. The HOA fee includes internet, cable, lawn maintenance, and access to community amenities. Convenient to Venice Beach, shopping, dining, and medical facilities, this home is an option for seasonal enjoyment or year-round living. Bring your decorating ideas and explore the possibilities.

210 Roma Road, Venice
6044 Dry Tortugas Drive, Sarasota
$367,990
3 Beds ⋅ 3 Baths ⋅ Grand Park Phase 3a & 3b SubDv. ⋅ 34241 Zip Code
This beautifully designed 2-story home features 3 bedrooms, 2.5 baths, and an attached garage. The open-concept first floor offers a spacious living room, kitchen with stylish grey cabinetry and quartz counter tops, and dining area that opens to a covered lanai. The first floor also includes a convenient powder room, lanai storage closet, and garage access. Enjoy 17x17 flooring throughout the first floor and plush carpeting upstairs. A washer and dryer are included, along with a French style refrigerator for added convenience. This well-appointed town home offers comfort, functionality, and low-maintenance living in a desirable Neal Communities design.

6044 Dry Tortugas Drive, Sarasota
1720 Kestral Park Way S Unit 49, Sarasota
$525,000
3 Beds ⋅ 2 Baths ⋅ Landings Carriagehouse SubDv. ⋅ 34231 Zip Code
Welcome to The Landings, one of Sarasota’s most sought-after gated communities west of the trail, where mature landscaping, winding tree-lined roads, and a true sense of privacy create a lifestyle that feels both peaceful and connected. Perfectly positioned along the only seawall-lined section of the lake, this maintenance-free Carriage House villa offers a rare combination of space, natural light, waterfront tranquility, and thoughtful upgrades in one of Sarasota’s most desirable locations. Offering 1,816 square feet of living space, this beautifully maintained residence features 3 bedrooms plus a flexible office/den, ideal for working from home, accommodating guests, or creating a private retreat. From the moment you step inside, soaring ceilings, expansive windows, and abundant natural light create an immediate sense of openness and comfort. Designed for effortless everyday living and entertaining, the spacious layout flows seamlessly between indoor and outdoor spaces, with multiple private patios and a glass-enclosed sunroom that is fully climate controlled with its own dedicated zoned system, allowing you to enjoy peaceful lake views year-round in total comfort. The interior blends timeless style with modern functionality, featuring quartz and granite countertops, rich wood cabinetry, luxury vinyl flooring, and stainless steel appliances. The primary suite offers a spacious and relaxing retreat with dual closets, an oversized vanity area, and an elegant ensuite bath finished with marble flooring and a walk-in shower. Additional upgrades and features include an Aerus air scrubber and purification system, hurricane-rated impact windows and sliding glass doors, a barrel tile roof replaced in 2022, and generous storage throughout. The detached extended one-car garage adds everyday convenience with an epoxy-coated floor, integrated laundry area, and additional storage space. Beyond the home itself, The Landings offers a lifestyle few communities can match. Residents enjoy scenic lakes, neighborhood parks, over 4 miles of walking and nature trails, a boardwalk, gazebo, and direct access to Roberts Bay with a private fishing pier and kayak launch. Optional membership to The Landings Racquet Club provides access to 8 Har-Tru tennis courts, pickleball, a fitness center, heated pool, spa, pro shop, library, clinics, lessons, tournaments, and year-round social events. Ideally located between the Siesta Key bridges, just minutes from Siesta Key Beach, top-rated schools, shopping, dining, and downtown Sarasota, this is more than a home—it’s an opportunity to experience the best of Sarasota living in a community residents truly love to call home.

1720 Kestral Park Way S Unit 49, Sarasota
3231 Beneva Road Unit 101, Sarasota
$215,000
2 Beds ⋅ 2 Baths ⋅ Village Brooke SubDv. ⋅ 34232 Zip Code
Location, Location, Location! TURNKEY, LOW-MAINTENANCE LIVING NEAR SARASOTA’S BEACHES! This beautifully remodeled 2-bedroom, 2-bathroom condo in Village Brooke is offered fully furnished and ready to enjoy the benefits of being centrally located in Sarasota. The open floor plan features a spacious living and dining area, updated kitchen with granite countertops, pantry, and newer stainless-steel appliances. The primary suite offers a large walk-in closet and private bath, while updated LVP flooring and recessed lighting create a fresh, modern feel throughout. Enjoy morning coffee on the screened lanai and open the sliders on a nice cool evening. Village Brooke offers a well-kept community, with onsite management, recently painted exterior buildings, low condo fees, and an impressive array of amenities including two heated pools, tennis courts, fitness center, shuffleboard, BBQ area, picnic spaces, and a renovated clubhouse with kitchen and game/entertainment areas. The low condo fees include cable TV, water, sewer, trash, pest control, and exterior maintenance. This unit has a great location walking distance to the pool. Ideally located close to Sarasota’s beautiful beaches, golf courses, shopping, gyms, schools, hospitals, with the option to bike or walk to restaurants and the Legacy Trail, and just a drive away to downtown attractions. Short-term rentals are permitted with a two-month minimum, not to exceed 6 months, and annual leases are subject to community rules. A great opportunity for all, as this residence could be a furnished vacation home, seasonal retreat, rental property, first-time buyer, or a convenient home while planning your next move—all with the ease of Florida living and peace of mind of maintenance free living! Contact me to schedule your private tour today!

3231 Beneva Road Unit 101, Sarasota
Start Your Search

How much is your home worth?

Get instant property value now!