Sumter County, FL Homes for Sale

Welcome to your guide for Sumter County, FL real estate, an area renowned for its world-class active adult living and friendly, welcoming communities. Sumter County is the heart of Florida's premier retirement lifestyle, famously home to a large portion of The Villages®, one of the most sought-after 55+ communities in the world.

One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Rosewood Residences, Lido Key the first stand-alone condominium residences bearing the prestigious Rosewood name. Offering a limited collection of 65 stunning private residences located on 3.5 acres of one of the most treasured beaches on the West coast of Florida with 235 feet of beach frontage. The 11-story design by Miami based Swedroe Architecture with interiors spaces thoughtfully designed by Lillian Wu Studios of NYC. Offering 24-hour concierge, valet parking and bespoke owner services by Rosewood Resorts. This 6th floor residence spans a spacious 4,942 square feet with an additional 748 sq. ft. of outdoor terrace space, this 4-bedroom, 4.5 bath with den offers soaring 11-foot floor to ceiling windows. Forever views greet you as you step into the foyer from your private elevator vestibule. The discreate home office features expansive walls of glass that open seamlessly to the second terrace the perfect space to work from home. Travel to the West terrace to take in the gulf breeze and twinkling lights of Siesta Key in the distance. A private guest wing plus two ensuite bedrooms provide ample opportunity for guests. The showstopping owners’ bath with dual entry shower and Claybrook soaking tub are the perfect way to end the day. No detail overlooked in the expansive kitchen Wolf, Sub-Zero, Waterworks plumbing fixtures, Rocky Mountain hardware and Irpinia cabinets with a multitude of finish choices. Grab your favorite vintage from your 65-bottle Sub Zero wine tower as the chef in your life creates his masterpiece on the outdoor summer kitchen with built in gas grill. The residence is a perfect location for entertaining and offers a separate service galley with second refrigerator, oven, and dishwasher a perfect space for catering or a dinner prepared by your onsite chef and delivered by the in-residence dining team. No detail overlooked offering multiple art walls to highlight your curated collection. The 30,000 square foot amenity level offers an intimate, private club atmosphere surrounded only by family and friends. The spaces are perfect for gathering or quiet escape. Only 65 owners, your experience will be as private as it will be luxurious. Lavish amenities include a private Bistro dining option, a world-class fitness center with options for private training and yoga, two outdoor pools, private cabanas, day beds, towel, food, and beverage service. The wellness spa is a haven for relaxation with hot and cold plunge pools, salt and steam room and private massage rooms. The social lounge, serving morning coffee, is a wonderful place to start the day. The other amenities include a game room, private screening room with stadium seating, six generously sized guest suites allowing owners’ family and friends to enjoy the pleasures of this private resort. The Beach club with chair and umbrella service also includes an outdoor pursuits program including kayaking and standup paddle boards. Rosewood’s philosophy a “Sense of Place” redefines the concept of residential hospitality by creating experiences that are authentic, original, and deeply personal by offering impeccable service and unparalleled attention to detail. Only 5 $11,800,000 Pending

Sarasota, Florida

4 Beds 5 Baths 4,942 SqFt

570-Acre Cattle Ranch in Webster, Florida Multi-generational 570-acre ranch located in the heart of Webster, Florida. This expansive property is a rare opportunity in Central Florida, offering unparalleled privacy and immense opportunity. The main farmhouse is a spacious two-story, 4,142-square-foot home with a metal roof, 4 bedrooms, 4.5 bathrooms, and a cozy wood-burning fireplace, this home exudes southern charm. A second two-story, 4,210-square-foot home with 4 bedrooms and 3.5 bathrooms sits on the property, presenting a unique renovation opportunity to create your dream guesthouse or secondary residence. The property is entirely surrounded by a lush buffer of planted pines, providing added privacy and tranquility. Fully equipped for livestock production, the property features livestock pens and multiple ponds, making it ideal for agricultural operations. Nature enthusiasts and hunters alike will appreciate the rich wildlife population, including deer and Florida’s coveted Osceola turkey, perfect for recreational hunting. Enjoy panoramic hilltop views that capture the natural beauty of the Florida landscape, offering picturesque sunsets and a peaceful ambiance. Whether you envision continuing its legacy as a working cattle ranch, an equestrian facility, creating a hunting lodge, or developing a private family estate, this property provides limitless opportunities to bring your vision to life. While located in a quiet country setting, the ranch is just minutes from town, providing convenient access to local amenities, schools, and shopping. Don’t miss this rare opportunity to own a slice of Old Florida paradise. Schedule your private tour today and experience the beauty and potential of this remarkable property firsthand. $11,750,000 Active

993 Cr 722 Webster, Florida

4 Beds 5 Baths 4,142 SqFt 570 Acres

One or more photo(s) has been virtually staged. Pre-Construction. To be built. Located on one of the most treasured 235-feet of Gulf of Mexico beach frontage in Sarasota, Rosewood Residences Lido Key offers only 65 private residences in this one-of-a-kind, 11-story design by Miami based Swedroe Architecture with interiors spaces thoughtfully designed by Lillian Wu Studios of NYC. Located minutes to St. Armands Circle and a pretty drive over the John Ringling bridge to downtown, world class restaurants, shops, entertainment, theatre, and parks are close by should you even want to leave your private enclave. Amenities include: Two-story arrival lobby with 24-hour front desk, concierge and valet services. Bistro for exclusive residents only dining with family and friends. Personal climate-controlled wine storage. Inviting game room features large bar and TVs, arcade machines, jukebox, billiards, table tennis, private screening room with stadium seating and movie theater chairs. A separate children's playroom. 2,700 sq. ft. fitness center by Technogym and options for personal training and yoga sessions. Full-service wellness spa with treatment rooms, hot and cold vitality pools, salt sauna and steam room and his and her locker rooms. Social Lounge offering daily morning coffee service. Six generously sized guest suites allowing owners’ family and friends to enjoy the pleasures of this private resort. Two swimming pools, one lap length, with full-service food and beverage, umbrella and towel service. Beach Club services includes chair and umbrella service, food and beverage and outdoors pursuits program including kayaking and standup paddle board. Residence floorplans range from 3,335 to 4,930 sq. ft. Offering unobstructed Gulf of Mexico views. Private elevator vestibules. 11’ volume ceilings except where dropped per plan. Gourmet Kitchen includes gas cooking, Wolf/Sub-Zero/Miele appliances, Waterworks faucet and stainless steel sink, Irpinia cabinets with generous style and finish choices, Rocky Mountain cabinet hardware and exterior and interior door handles. Service Galley kitchen in all utility rooms, Summer kitchens with gas grill and oversized glass railing terraces. Private garages. Globally renowned, the Rosewood Brand offers unmatched services of a 5-star world class hotel with the exclusiveness of no hotel guests at Rosewood Residences Lido Key. Rosewood’s philosophy is a “Sense of Place”. Redefining the concept of residential hospitality by creating experiences that are authentic, original and deeply personal by offering impeccable service and unparalleled attention to detail. $11,700,000 Pending

Sarasota, Florida

4 Beds 5 Baths 4,942 SqFt

One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Rosewood Residences, Lido Key the first stand-alone condominium residences bearing the prestigious Rosewood name. Offering a limited collection of 65 stunning private residences located on 3.5 acres of one of the most treasured beaches on the West coast of Florida with 235 feet of beach frontage. The 11-story design by Miami based Swedroe Architecture with interiors spaces thoughtfully designed by Lillian Wu Studios of NYC. Offering 24-hour concierge, valet parking and bespoke owner services by Rosewood Resorts.  A private guest wing plus two ensuite bedrooms provide ample opportunity for guests. The showstopping owners’ bath with dual entry shower and Claybrook soaking tub are the perfect way to end the day. No detail overlooked in the expansive kitchen Wolf, Sub-Zero, Waterworks plumbing fixtures, Rocky Mountain hardware and Irpinia cabinets with a multitude of finish choices. Grab your favorite vintage from your 65-bottle Sub Zero wine tower as the chef in your life creates his masterpiece on the outdoor summer kitchen with built in gas grill. The residence is a perfect location for entertaining and offers a separate service galley with second refrigerator, oven, and dishwasher a perfect space for catering or a dinner prepared by your onsite chef and delivered by the in-residence dining team. No detail overlooked offering multiple art walls to highlight your curated collection. The 30,000 square foot amenity level offers an intimate, private club atmosphere surrounded only by family and friends. The spaces are perfect for gathering or quiet escape. Only 65 owners, your experience will be as private as it will be luxurious. Lavish amenities include a private Bistro dining option, a world-class fitness center with options for private training and yoga, two outdoor pools, private cabanas, day beds, towel, food, and beverage service. The wellness spa is a haven for relaxation with hot and cold plunge pools, salt and steam room and private massage rooms. The social lounge, serving morning coffee, is a wonderful place to start the day. The other amenities include a game room, private screening room with stadium seating, six generously sized guest suites allowing owners’ family and friends to enjoy the pleasures of this private resort. The Beach club with chair and umbrella service also includes an outdoor pursuits program including kayaking and standup paddle boards. Rosewood’s philosophy a “Sense of Place” redefines the concept of residential hospitality by creating experiences that are authentic, original, and deeply personal by offering impeccable service and unparalleled attention to detail. Only 6 opportunities remain, this is absolute beachfront. $11,550,000 Pending

Sarasota, Florida

4 Beds 5 Baths 4,942 SqFt

Discover Real Estate in The Villages®, Wildwood, and Bushnell

Our listings provide comprehensive access to the most desirable homes for sale in Sumter County. Explore a vast selection of properties within The Villages®, offering an unparalleled lifestyle with free golf, countless recreation centers, and vibrant town squares. Discover the rapid growth and new construction homes in Wildwood, which has become a booming center of activity, or find charming homes with more space and a touch of old-Florida living in Bushnell and Webster.

The Villages main street in Sumter County, FL
Ebyabe, CC BY-SA 3.0 , via Wikimedia Commons

Why You'll Love Living in Sumter County

Life in Sumter County is all about activity, convenience, and community. Residents of The Villages® enjoy a self-contained world of golf courses, swimming pools, restaurants, shopping, and entertainment, all accessible by golf cart. Beyond this famous community, Sumter County offers a fantastic central location, with easy access to Orlando, Tampa, and both coasts. It’s a place where neighbors become friends and the calendar is always full of activities.

Your Sumter County Real Estate Experts

The Sumter County real estate market, especially in and around The Villages®, is unique and fast-paced. You need an expert to help you navigate your options. The Anderson-Smith Realty team has over 20 years of experience in Central Florida and can provide specialized guidance on finding the perfect home in this active, vibrant region.

Start your search with the active listings below. Save your favorites, and contact an Anderson-Smith Realty specialist today to schedule a private tour and find your perfect home in Sumter County.