South Sarasota Real Estate

South Sarasota Real Estate

Welcome to South Sarasota, Florida – a hidden gem nestled in the heart of Sarasota County. Known for its stunning natural beauty and vibrant community, South Sarasota offers a perfect blend of suburban charm and easy access to the breathtaking Gulf Coast.

As you explore this delightful area, you’ll discover a rich tapestry of parks, nature trails, and waterways that invite you to embrace the great outdoors. The nearby Legacy Trail is a favorite among cyclists and walkers alike, stretching for miles through lush landscapes and offering a scenic route for leisurely strolls or invigorating bike rides. For those who love the sun, the pristine beaches of Siesta Key and Lido Beach are just a short drive away, boasting soft white sands and crystal-clear waters that are perfect for a day of relaxation or fun-filled family activities.

South Sarasota is not just about the outdoors; it’s also a vibrant hub of culture and community. The area is home to an array of dining options, from charming cafes to fine dining establishments, ensuring that every palate is catered to. Additionally, art enthusiasts will appreciate the local galleries and theaters that showcase the rich artistic heritage of the region.

Families will find top-rated schools and a friendly atmosphere, making South Sarasota an ideal place to raise children. With its welcoming neighborhoods, diverse amenities, and close-knit community feel, South Sarasota truly embodies the Florida lifestyle. Whether you’re looking to settle down or simply explore, this enchanting area invites you to experience all it has to offer. Come discover your new home in South Sarasota!

Newest Listings in South Sarasota

3143 Lockwood Terrace, Sarasota
$489,000
2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
Enjoy the Florida lifestyle in this private heated pool home, ideally located in the highly sought-after Gulf Gate subdivision - just 4 miles from Siesta Key Beach. Situated in an A+-rated school district with convenient access to public transportation, Sarasota Bradenton International Airport, UTC Mall, downtown Sarasota, shopping, and entertainment, this cozy single-family home features: •1,279sf on a spacious homesite measuring approximately 80ft wide x 110ft deep. •Living Room includes recessed lighting and built-in entertainment. •Kitchen features plenty of cabinets, granite countertops, garbage disposal. •2 spacious bedrooms with ceiling fans. •Master bathroom includes a garden tub with jets, separate fully tiled walk-in shower, walk-in closet, granite countertop. •Guest bathroom includes a shower and bathtub combo. •Ceramic tiles throughout. •1 car garage features a newer door and is equipped with remote control, fire hydrant, and washer/dryer hook ups. •Fully enclosed, refinished, and heated swimming pool with a newer pool heater and a new pool pump installed in 2024. •New privacy vynil fence installed in 2024 offering an inviting outdoor setting to relax and enjoy the sunshine. •Garden storage shed measuring 8' x 7' x 8' high with decorative windows. •The home faces south and features a side porch on the east side, providing an additional outdoor space to enjoy. •The roof was replaced in 2016. •The HVAC system was replaced in 2021. •Brand-new ductwork and insulation installed in 2024. •Re-plumbed with overhead piping. •There is a Community Association - it's NOT an HOA and membership is strictly VOLUNTARY. •High and dry in Flood Zone X – so flood insurance is optional. •Sidewalks! City utilities. Public Sewer. Homes in Gulf Gate don't stay on the market for long, so don't delay—schedule your showing today!

3143 Lockwood Terrace, Sarasota

8846 Fishermens Bay Drive, Sarasota
$2,795,000
4 Beds ⋅ 6 Baths ⋅ Fishermens Bay SubDv. ⋅ 34231 Zip Code
Virtually Staged. An exceptional waterfront opportunity in the sought-after Fishermens Bay community, this impressive Jonas Yoder custom-built residence offers 5,764 square feet of living space on over half an acre with direct boating access to Little Sarasota Bay. Featuring five bedrooms, four full bathrooms, two half bathrooms, and expansive water views from every level, the home combines quality craftsmanship, generous living spaces, and a beautiful waterfront setting. Thoughtfully designed with an emphasis on lasting construction and functionality, the residence features soaring ceilings, spacious living and entertaining areas, abundant natural light, and an extraordinary amount of closet space and storage throughout. A metal roof, double-pane windows, and a generator add to the home's appeal, providing valuable features for Florida waterfront living. The substantial floor plan offers flexibility for a variety of uses, with multiple areas to gather, entertain, or simply enjoy the surrounding water views. Outside, the property offers a private swimming pool, expansive grounds, and a waterfront dock with direct boating access to Little Sarasota Bay and the surrounding Sarasota waterways. Enjoy beautiful views from multiple levels of the residence, whether relaxing poolside, spending time outdoors, or heading out on the water. The generous half-acre-plus homesite provides a sense of space and privacy that complements the home's impressive size. Well maintained and showcasing the craftsmanship of its original custom construction, the residence presents an excellent opportunity to personalize the kitchen, bathrooms, and select interior finishes while preserving the quality and character of the home. Its substantial square footage, established waterfront setting, and thoughtful design provide a strong foundation for creating a truly exceptional coastal residence. Located in the desirable Fishermens Bay community, the property offers convenient access to Siesta Key's renowned beaches, shopping, dining, and the many attractions of Sarasota. With its custom construction, expansive waterfront homesite, private pool, dock, and impressive views, this distinctive property offers a compelling combination of space, craftsmanship, and waterfront lifestyle.

8846 Fishermens Bay Drive, Sarasota

3970 Red Rock Lane, Sarasota
$4,399,000
4 Beds ⋅ 5 Baths ⋅ Red Rock Terrace SubDv. ⋅ 34231 Zip Code
Pre-Construction. To be built. Introducing an exceptional new custom residence that redefines contemporary luxury in Sarasota's coveted West of Trail neighborhood. Thoughtfully conceived for today's discerning buyer, this architectural masterpiece blends sophisticated design with effortless indoor-outdoor living, creating a private retreat just moments from Siesta Key and Downtown Sarasota. Designed with elegance and versatility in mind, the home features four luxurious bedroom suites, a study and five impeccably appointed baths, including two primary suites—an increasingly sought-after feature ideal for multigenerational living, extended family, or long-term guests. Adding to its uniqueness is a private poolside casita, complete with its own en-suite bath, offering a true guest retreat with direct access to the resort-style outdoor living spaces. Whether used for visiting family, a live-in caregiver, a private office, or wellness studio, the casita provides exceptional flexibility rarely found in luxury new construction. At the heart of the residence, the dramatic great room flows seamlessly into a designer kitchen showcasing premium appliances, custom cabinetry, an oversized waterfall island, and elegant entertaining spaces framed by walls of glass overlooking the outdoor oasis. The principal owner's suite is a sanctuary of comfort featuring a spa-inspired bath, generous walk-in wardrobes, and direct access to the pool terrace. Every finish throughout the home has been selected with uncompromising attention to detail, including wide-plank flooring, designer lighting, impact-rated glass, smart-home integration, and custom millwork. Outdoor living is elevated with a spectacular resort-inspired pool and spa, expansive covered lanai, summer kitchen, and beautifully landscaped grounds situated on an approximately 5,805-square-foot corner homesite. Every space has been designed to embrace Sarasota's year-round indoor-outdoor lifestyle. Located in the prestigious Red Rock Terrace neighborhood, this exceptional residence offers convenient access to Siesta Key Beach, Southside Village, Downtown Sarasota, premier dining, private clubs, marinas, and the area's renowned arts and cultural attractions. Offered as a rare pre-construction opportunity, buyers may have the ability to personalize select finishes during construction. A residence of this caliber—featuring dual primary suites and a private poolside casita—is a rare offering in one of Sarasota's most desirable locations. Renderings are artist's conceptual representations provided for illustrative and marketing purposes only and are not intended to represent the completed residence with absolute accuracy. Final construction may vary from the renderings, including but not limited to architectural details, dimensions, materials, finishes, colors, landscaping, vegetation, pool and spa features, outdoor living areas, furnishings, lighting and surrounding properties. Furnishings and decorative items shown are for visualization purposes and may not be included in the sale. Buyers should rely on the applicable construction plans, specifications, contracts and other governing documents to determine the actual design, features and improvements included with the property.

3970 Red Rock Lane, 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

1518 Pelican Point Drive Unit 257, Sarasota
$525,000
2 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Little Sarasota Bay, right outside your living room. This light-filled, second-floor, 2-bedroom, 2-bath condo in Pelican Cove captures unobstructed views of Little Sarasota Bay through huge glass sliders, bringing the beauty of the water into your everyday living space. The updated kitchen opens to the living and dining areas, creating an inviting space for entertaining while keeping those beautiful water views in sight. Both bathrooms have been updated, and built-in cabinetry in the laundry room provides valuable additional storage. The split-bedroom layout offers privacy and comfortable accommodations for owners and guests alike. Set along the Intracoastal Waterway, Pelican Cove is a 75-acre gated and guarded community surrounded by lush tropical landscaping and an impressive collection of amenities. Residents enjoy an 87-slip harbor with no fixed bridges to the Gulf, a kayak and canoe launch, six heated pools, three clubhouses, lighted tennis and pickleball courts, a fitness center, art studios, and more than five miles of scenic walking trails and boardwalks. The location is another standout. Just west of the Tamiami Trail, Pelican Cove is conveniently located near a revitalized shopping plaza bringing Whole Foods, the highly anticipated Trader Joe's, additional shopping and dining options to the area. Siesta Key and Turtle Beach are just minutes away, with downtown Sarasota a short drive north. Whether you're looking for a full-time residence, seasonal retreat, or easy lock-and-leave getaway, this is an opportunity to enjoy waterfront living in one of Sarasota's most established and amenity-rich communities.

1518 Pelican Point Drive Unit 257, Sarasota

5848 Tidewood Avenue, Sarasota
$7,199,000
4 Beds ⋅ 5 Baths ⋅ Baywood Colony Westport SubDv. ⋅ 34231 Zip Code
Under Construction. Exceptional New Construction | Sarasota Bayfront Living. Experience extraordinary waterfront living in this stunning new-construction residence, perfectly positioned directly on Sarasota Bay to capture breathtaking, unobstructed water views and spectacular sunsets. Combining sophisticated coastal architecture, expansive living spaces, and exceptional boating amenities, this remarkable home has been thoughtfully designed to embrace the very best of Florida's waterfront lifestyle. Offering over 4,000 square feet of air-conditioned living space, the residence features four generously sized ensuite bedrooms, including a luxurious first-floor primary suite. A dedicated office and spacious bonus room provide exceptional flexibility, with the office offering the potential to serve as a fifth bedroom when additional accommodations are needed. The home's impressive open-concept design features soaring ceilings, abundant natural light, and expansive gathering spaces that flow effortlessly between indoor and outdoor living. Thoughtfully designed for both everyday comfort and gracious entertaining, the residence takes full advantage of its spectacular waterfront setting. More than 900 square feet of covered outdoor living space creates an extraordinary extension of the home, complete with a summer kitchen and generous areas for dining, entertaining, and relaxation. Beyond the covered terrace, an expansive pool deck features a beautiful swimming pool and heated spa, all overlooking the sparkling waters of Sarasota Bay. Whether hosting family and friends or enjoying a quiet evening, the setting provides a front-row seat to some of Sarasota's most magnificent sunsets. For boating enthusiasts, the property offers direct Sarasota Bay frontage, deep-water access, a private dock, and a 16,000-pound boat lift. With the bay just steps from your backyard, endless opportunities for cruising, fishing, and exploring Southwest Florida's beautiful waterways await. Additional highlights include a spacious three-car garage, thoughtfully designed outdoor terraces, tropical landscaping, and a versatile floor plan that seamlessly blends luxury, functionality, and coastal elegance. A rare opportunity to enjoy the finest in new-construction bayfront living, where unobstructed panoramic water views, spectacular sunsets, exceptional boating, and inspired architectural design come together in one extraordinary Sarasota residence.

5848 Tidewood Avenue, Sarasota

4842 + LOT 8 & 9 Nutmeg Avenue, Sarasota
$749,900
3 Beds ⋅ 2 Baths ⋅ Madison Park SubDv. ⋅ 34231 Zip Code
Package Deal: Two listings (MLS 467828 and MLS A469421) are combined into this listing. This listing includes PID 87030036 and 87030038. Rare 27,600 SqFt Sanctuary in Sarasota, FL – Move-In Ready 3BD+Den Home & Adjacent Double Lot Steps from Red Bug Slough Preserve! Don't miss this rare opportunity to own two double-lot parcels totaling an expansive 27,600 sq. ft. (over 0.63 acres) in Madison Park, Sarasota, FL! Perfectly positioned on a quiet dead-end street in central Sarasota, this combined offering includes the move-in-ready residence at 4842 Nutmeg Ave (13,800 sq. ft. double lot) and the adjacent buildable double lot at Lots 8 & 9 (13,800 sq. ft.), all within minutes of world-famous quartz-sand Siesta Key Beach, vibrant Downtown Sarasota, and Sarasota Memorial Hospital. Central Prime Location | 3 Bed + Den | 2 Bath | 27,600 Sq. Ft. Combined | Privacy | Nature in Your Front Yard If you’ve been looking for a property that feels like a private retreat yet keeps you close to the very best of Sarasota, this is the one. Discover a rare blend of privacy, natural beauty, and effortless Sarasota living. Inside the residence, hardwood floors lead to an inviting living room with a vaulted ceiling, paired with an upgraded kitchen featuring granite countertops, quality custom-made cabinetry, stainless steel appliances, and recessed lighting. The spacious primary suite opens to a private patio, creating a peaceful setting for morning coffee or evening relaxation. A new roof installed in December 2025 and new AC installed in 2023 provide added peace of mind. Set across a combined 27,600 sq. ft. footprint, this unique package provides exceptional potential for an expansive private compound, a future custom pool, lush garden retreat, guest house, or outdoor entertaining oasis. Just steps from Red Bug Slough Preserve, this property delivers a true Old Florida lifestyle with nature right at your doorstep. The 72-acre preserve features more than 3 miles of paved and shaded trails through hammocks and pine flatwoods, a tranquil lake, birdwatching along the Great Florida Birding Trail, a butterfly garden, playground, fishing pier, and picnic shelters. Enjoy central Sarasota’s prime location with peaceful surroundings and convenient access to: * Siesta Key Beach: 5 miles * Sarasota Memorial Hospital: 4.5 miles * Downtown Sarasota & the Bayfront: 6.5 miles Whether you spend your days walking the trails, biking, birdwatching, fishing, or heading to the beach, this move-in-ready sanctuary and expansive double-parcel estate offers an EXCEPTIONAL Sarasota lifestyle!

4842 + LOT 8 & 9 Nutmeg Avenue, Sarasota

5326 Lake Arrowhead Trail Unit 7, Sarasota
$274,900
2 Beds ⋅ 2 Baths ⋅ Lake Arrowhead SubDv. ⋅ 34231 Zip Code
LAKEFRONT LIVING AT AN EXCEPTIONAL VALUE IN SOUTH SARASOTA! Enjoy sparkling lake views right from your own backyard! Welcome to sought-after Lake Arrowhead, a hidden gem in South Sarasota offering affordable Florida living surrounded by lush tropical landscaping, picturesque lakes, and an inviting community atmosphere. PRICED TO SELL and ready for you to enjoy! This desirable GROUND-FLOOR RESIDENCE offers easy accessibility, a covered entryway, a comfortable floor plan, and a private screened patio overlooking the serene lake and beautifully maintained grounds. Imagine relaxing with your morning coffee or unwinding in the evening while enjoying peaceful water views and watching the abundant wildlife throughout the day! The kitchen offers appliances that have been updated within approximately the last 2-5 years, and you'll enjoy the convenient breakfast bar. The primary bathroom features a newer vanity and updated flooring. Both bedrooms have walk-in-closets. A DEDICATED ONE-CAR CARPORT WITH STORAGE adds convenience and practicality. Enjoy the benefits of LOW-MAINTENANCE LIVING, with HOA fees that include cable, pest control, exterior maintenance, and lawn care. At this attractive price, this condominium offers an affordable alternative to many single-family homes without sacrificing the Florida lifestyle! Lake Arrowhead is an intimate community of just 64 condominiums, known for its beautiful landscaping, scenic lakes, and friendly neighbors. The charming Key West-style clubhouse is just steps away, offering a spacious gathering room, kitchen, and library. Residents can also enjoy the HEATED COMMUNITY POOL and nearby fishing pier. On-site management adds another level of convenience. Nature lovers will appreciate the community's proximity to the 72-acre Red Bug Slough Preserve, a pet-friendly outdoor destination featuring miles of walking trails, picnic shelters, a playground, and a fishing dock. What a wonderful place to enjoy the outdoors! LOCATION, LOCATION, LOCATION! Conveniently situated near world-renowned Siesta Key beaches, the Legacy Trail, Costco, Publix, several fitness centers, excellent dining, shopping, the Gulf Gate Library, and area A+ schools. The University Town Center Mall and vibrant downtown Sarasota are approximately 20 minutes away, offering cultural attractions, opera, theaters, fine dining, boutique shopping, Selby Gardens, and so much more! Whether you're searching for a full-time residence or a seasonal Florida retreat, this lovely lakefront condominium offers an exceptional opportunity to enjoy comfort, convenience, natural beauty, and an affordable lifestyle. Make this South Sarasota treasure yours and start enjoying the peaceful lakefront lifestyle you've been dreaming of. You'll love this quiet community of great neighbors and the proximity to everything is wonderful.

5326 Lake Arrowhead Trail Unit 7, Sarasota

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