South Sarasota Real Estate

South Sarasota Real Estate

South Sarasota is a vibrant city located in Sarasota County, Florida. Known for its beautiful beaches, stunning natural landscapes, and rich cultural heritage, South Sarasota offers a high quality of life for residents and visitors alike.

One of the main attractions of South Sarasota is its pristine coastline. With miles of sandy beaches and crystal-clear waters, it is a paradise for beach lovers and water enthusiasts. Siesta Key Beach, consistently ranked among the best beaches in the United States, is a popular spot for sunbathing, swimming, and enjoying breathtaking sunsets.

In addition to its natural beauty, South Sarasota is also home to a thriving arts and cultural scene. The city boasts numerous art galleries, theaters, and performance venues, where residents can immerse themselves in a variety of artistic expressions.

For those seeking outdoor activities, South Sarasota offers an abundance of recreational opportunities. From kayaking along the peaceful mangrove tunnels of the Myakka River to exploring the trails of Oscar Scherer State Park, there is something for everyone to enjoy.

South Sarasota is also known for its excellent schools, making it an attractive destination for families. The city is served by top-rated public and private schools, ensuring that children receive a quality education.

With its warm climate, friendly community, and diverse range of amenities, South Sarasota is an ideal place to call home. Whether you are looking for a beachfront property, a suburban oasis, or a vibrant downtown condo, South Sarasota has something to offer for every lifestyle and budget.

Newest Listings in South Sarasota

6328 Brentwood Avenue, Sarasota
$519,777
4 Beds ⋅ 2 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code
Location, Location, Location! Welcome to Florida living in Pine Shores Estates! This single-family home with an attached in-law suite and private entrance sits on a .25-acre lot, just minutes from Siesta Key Beach. Currently property can be used as Multi-Family OR Single-Family with attached In-Law Suite. The main home offers 3 bedrooms, 1 bath, a bonus room, and inside laundry, with tile floors throughout. The kitchen features Shaker-style cabinets, quartz countertops, and included appliances. The attached 1-bedroom, 1-bath suite has a full-size kitchen and vinyl flooring, and is accessible through its own private entrance or a connecting door to the main home. Major updates include brand-new impact windows (Oct 2026), a new electrical panel & (2026), 2020/2026 water heaters, 2020 2-ton HVAC, 2017 roof, and a 2025 window A/C unit in the suite. A freshly poured shell parking area adds convenience. Located in Flood Zone X with no HOA. Close to shopping, dining, and Siesta Key Beach, and within 30 minutes of golf, SRQ, downtown Sarasota, and I-75.

6328 Brentwood Avenue, Sarasota
2067 Sun Home Street, Sarasota
$189,900
1 Beds ⋅ 1 Baths ⋅ Mobile Estates SubDv. ⋅ 34231 Zip Code
ABSOLUTELY YOUR OWN SLICE OF HEAVEN! Good things do come in small packages and this nearly "new" manufactured home is no exception. Move in with the peace of mind that it is well built, "like new" condition, tastefully appointed, decorated and ready for season! Definitely one of Sarasota’s hidden gems! RESIDENT OWNED community where your vote counts! OWN you own piece of Florida in this community. Where else can you enjoy the lifestyle, location and opportunities this home offers for such a price? A delightful blend of convenience and community living, making it an ideal spot for both seasonal visitors and year-round residents alike. Nestled in a prime location, less than 1 mile to Siesta Key. Mobile Estates provides easy access to the stunning beaches, area restaurants and walking distance to the charming Gulf Gate Village, known for its eclectic shops, restaurants, pubs and boutiques, all adding to the neighborhood's allure, offering residents a quaint and lively destination for shopping and entertainment. At Mobile Estates, residents experience the pinnacle of convenience with “share ownership” and currently the remarkably low HOA fee of only $215 per month, which covers essential amenities such as water, sewer and lawn maintenance. So, when you purchase this manufactured home here in Mobile Estates, you are an OWNER of the community property also. Furthermore, the community offers recreational facilities, including pool (heated and chilled) with a heated spa, perfect for unwinding and socializing with neighbors. Shuffle board courts provide opportunities for friendly competition, while the recreation center serves as a hub for various activities and events, such as cards, games, food trucks, trivia nights, karaoke nights, and more, fostering a strong sense of camaraderie, fun and enjoyment among residents. This is a lifestyle you CAN AFFORD and enjoy. You'll be able to get outside and relax while enjoying the Florida sunshine at all times of the day! Whether you live here 12 months of the year or 12 days, you are going to fall in love with Mobile Estates… call today, see today, buy today! Don't miss this opportunity.

2067 Sun Home Street, Sarasota
2505 Britannia Road, Sarasota
$849,000
3 Beds ⋅ 3 Baths ⋅ Phillippi Gardens SubDv. ⋅ 34231 Zip Code
A truly unique property! A single-family POOL home with flexibility, this property offers 2,236 square feet of living space. Situated on a corner lot, the residence features 2 bedrooms and 2 full baths in the main house, with a separate GUEST HOUSE with a bedroom, full bath, kitchenette, and entrance! A Sarasota School of Architecture home, William Rupp and his team created the one of a kind property. Mid-century enthusiasts will delight in the roof lines, concrete work, and design elements. Step inside to discover impeccable style and a functional layout equipped with a brand new A/C to maintain comfort throughout the year. No flood zone, impact windows, and whole-house generator make this home feel ready for what nature throws at it! There's also no HOA so the full value is in the home. The exterior amenities add exceptional value to this property. Step outside to enjoy your very own private pool. In addition, the property has an outdoor kitchen, covered and screened lanai, and a yard with gorgeous landscaping and lighting. The house was re-piped in 2017 and has a new kitchen and bathrooms that mix the soul of the original design while meeting modern luxury standards. You're close to Philippi Estate Park, the creek, the farmers market, and Siesta Key beaches. Restaurants in Gulf Gate are plentiful and getting to downtown Sarasota is a quick 15 minutes. The location is desirable and the house is one of a kind! Don't miss your chance to see this reimagined Sarasota School of Architecture gem!

2505 Britannia Road, Sarasota
1921 Monte Carlo Drive Unit 701, Sarasota
$1,990,000
3 Beds ⋅ 3 Baths ⋅ Phillippi Landings SubDv. ⋅ 34231 Zip Code
LUXURY WATERFRONT PENTHOUSE WITH EXPANSIVE 1,000 SQ. FT. PRIVATE TERRACE/BALCONY IN PHILLIPPI LANDINGS! Experience waterfront living in this beautifully renovated 7th-floor penthouse at Phillippi Landings, one of Sarasota's desirable gated waterfront communities. Offering 2,649 sq. ft. of living space, 3 bedrooms, 3 full bathrooms, and an extraordinary approximately 1,000 sq. ft. private terrace and second screened-in balcony, this residence features breathtaking panoramic views of Phillippi Creek, the Intracoastal Waterway, and surrounding waterways. Enjoy direct elevator access from the secured parking garage into your private residence. An elegant foyer opens to a spacious, light-filled great room showcasing new luxury vinyl flooring throughout the living areas and bedrooms, custom tray ceilings, crown molding, designer lighting, recessed lighting, and architectural details. A separate formal dining room and private screened balcony overlooking the water complete the inviting living spaces. The renovated gourmet kitchen features 48-inch cabinetry, quartz countertops, an island cooktop with stainless steel hood, built-in appliances, and a Butler's pantry with an additional oven, washer & dryer. The thoughtfully designed three-way split-bedroom floor plan offers privacy for residents and guests. The spacious primary suite features soaring ceilings, designer lighting, a sitting area overlooking Phillippi Creek, and two walk-in closets with California-style built-ins. The luxurious primary bathroom includes separate marble vanities, custom cabinetry, a garden soaking tub, and a marble-finished walk-in shower. An additional den or reading room opens directly to the outdoor terrace. One guest bedroom features a private bathroom and terrace access, while the third bedroom and additional full bathroom are located on the opposite side of the residence. The remarkable 1,000 sq. ft. private terrace is the centerpiece of this penthouse! Partially covered and surrounded by beautiful waterfront scenery, this expansive outdoor retreat is perfect for entertaining, outdoor dining, relaxing, and enjoying Sarasota's coastal lifestyle. Open-air grilling is permitted. Phillippi Landings offers gated access, a clubhouse with catering kitchen, fitness center, heated pool, spa, dog park, BBQ area, and kayak launch. Boat docks may be available for separate purchase when offered for sale. Phillippi Creek connects to Roberts Bay, Sarasota Bay, and the Gulf of Mexico through Big Pass. Ideally located under 4 miles from Downtown Sarasota and the world-renowned beaches of Siesta Key, this residence offers convenient access to Sarasota's coastal attractions, dining, and recreation. Featuring a beautifully renovated interior, new luxury vinyl flooring, whole-property water filtration, direct elevator access, a two-car garage, and an extraordinary waterfront terrace, this penthouse offers an exceptional opportunity for luxury Sarasota living. Some designer furnishings are included. Schedule your private showing today!

1921 Monte Carlo Drive Unit 701, Sarasota
2818 Grand Cayman Street, Sarasota
$370,000
3 Beds ⋅ 2 Baths ⋅ Virginia Heights Sub SubDv. ⋅ 34231 Zip Code
Virtually Staged. Enjoy the best of Sarasota living in this inviting 3-bedroom, 2-bath home with NO HOA! The functional floor plan offers connected living and dining spaces, with the kitchen conveniently positioned at the heart of the home. An extra-large screened lanai extends the living space outdoors, creating the perfect setting for relaxing, entertaining, and enjoying Florida's year-round sunshine. A brand-new 2026 A/C system adds comfort and peace of mind, while public water and sewer provide everyday convenience. Located in a NO FLOOD ZONE area, with convenient access to Siesta Key Beach, shopping, dining, and local schools, this home offers a wonderful opportunity to enjoy the Sarasota lifestyle without HOA fees or restrictions!

2818 Grand Cayman Street, Sarasota
7619 Cove Terrace, Sarasota
$1,395,000
3 Beds ⋅ 2 Baths ⋅ Southpointe Shores SubDv. ⋅ 34231 Zip Code
Enjoy the best of Sarasota waterfront living in this 3-bedroom, 2-bathroom home featuring a private swimming pool and a dock on deep saltwater canal with boating access to Sarasota Bay. Step outside and embrace the Florida lifestyle, whether heading out for a day on the water or relaxing poolside in your own backyard. The oversized garage offers additional space for vehicles, storage, and recreational equipment, while the spacious driveway provides ample parking. A wonderful opportunity for boating enthusiasts and anyone looking to enjoy the beauty and lifestyle of Sarasota!

7619 Cove Terrace, Sarasota
3259 Rowena Street, Sarasota
$319,000
2 Beds ⋅ 1 Baths ⋅ Shadow Lakes SubDv. ⋅ 34231 Zip Code
Set on a quiet cul-de-sac in the heart of Gulf Gate, 3259 Rowena Street offers a rare combination of an oversize lot, thoughtful infrastructure upgrades, including a NEWER ROOF, NEW HVAC in Sarasota’s most walkable, well-loved neighborhoods. The home sits on an expansive lot of approximately 9,480 square feet — considerably larger than typical for the area — offering real breathing room in a part of town where space like this is increasingly hard to find. Within, 1,108 square feet of single-story living space includes two bedrooms and one bathroom, anchored by classic Florida terrazzo flooring that lends the interior a timeless, understated character. What sets this property apart, however, is what’s already been done. The home was fitted with a newer metal roof in 2021, NEW HVAC and is paired with a fully paid-off solar system with a Franklin home battery for storm backup power, and an electric vehicle charging station and newer on demand water heater— all included. Many of the windows are hurricane-resistant and updated plumbing and granite countertops round out a home that offers genuine peace of mind, leaving a new owner free to focus on relaxation and peacefulness. Whether the plan is a seasonal retreat, or an investment opportunity, the groundwork here is already in place to make it your own. Outside, the yard offers privacy and flexibility for gardening, entertaining, or simply enjoying the Florida sunshine, shaded by mature trees and a peaceful creek in the backyard. The cul-de-sac setting lends a quiet, residential calm, while the surrounding Gulf Gate neighborhood keeps everyday life effortless: coffee shops and restaurants sit within easy walking distance, a Publix shopping center is less than a mile away, and the Legacy Trail is close enough for cyclists to reach downtown Sarasota to the north or Venice and North Port to the south. Beyond the property itself lies everything that makes this part of Sarasota so coveted — Gulf Coast beaches, year-round outdoor recreation, and a thriving arts and dining scene all within easy reach. With its oversized lot, meaningful infrastructure upgrades, and prime Gulf Gate location, 3259 Rowena Street is an opportunity to build lasting value in a setting that rarely becomes available.

3259 Rowena Street, 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 elegant 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 a 15,000+ square-foot corner homesite. Every space has been designed to embrace Sarasota's year-round indoor-outdoor lifestyle. Located in the desirable 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
3191 Lake Park Lane Unit 2, Sarasota
$350,000
2 Beds ⋅ 2 Baths ⋅ Park Place Villas SubDv. ⋅ 34231 Zip Code
PRICE IMPROVEMENT! You will discover comfort, style, and Florida living at its best in this beautifully maintained 2-bedroom, 2-bath villa perfectly situated in central Sarasota - just minutes from the area's pristine beaches, vibrant downtown shopping, and fine dining options. As you enter the home, you are welcomed by a light and bright interior featuring soaring vaulted ceilings, skylights, and an inviting open layout that enhances the spacious feel. A new tile roof (2023) and new A/C system (2025) provide peace of mind and year-round comfort. The living area opens to a relaxing lanai with impact-resistant sliders where you can unwind while taking in the serene lake view and lush, mature landscaping. Two charming bay windows also offer picturesque water views, filling the home with natural light. The primary suite offers a tranquil retreat with stylish LVP flooring, a custom closet system, and an ensuite bathroom with multiple grab bars and zero entry shower. Whether you're seeking a seasonal getaway or a year-round residence, this lakefront villa offers the perfect blend of convenience, beauty, and low-maintenance living - all in one of Sarasota's most desirable locations.

3191 Lake Park Lane Unit 2, Sarasota
1404 Kenilworth Street, Sarasota
$4,775,000
4 Beds ⋅ 5 Baths ⋅ Oyster Bay Landings SubDv. ⋅ 34231 Zip Code
Designed by renowned architect Guy Peterson, this waterfront residence in gated Oyster Bay Landings pairs distinctive modern architecture with a private setting overlooking a short canal to Sarasota Bay. Offering 5,428 square feet with four bedrooms and four and a half baths, the home is defined by walls of glass, expansive outdoor living spaces and a private dock with two lifts and bridge-free access to the bay. Natural materials bring warmth to the interiors, while water views and changing evening light create a compelling backdrop throughout. In the great room, travertine floors and cypress ceiling details complement floor-to-ceiling windows, creating an inviting balance of openness and warmth. Expansive terraces extend the living spaces outdoors, offering places to gather, dine or simply enjoy the waterfront setting. The kitchen brings people together around an island with seating for six, supported by separate refrigerator and freezer units, two dishwashers and a deep walk-in pantry. A 20-foot counter accommodates two desk workstations, while the adjoining family room features a built-in entertainment wall and opens to a waterfront patio with an outdoor cooking center. A game area with a wet bar and 400-bottle wine room offers another setting for evenings with friends. The dedicated office is appointed with stone countertops and solid wood cabinetry. Throughout more than 4,000 square feet of outdoor space, the home offers a variety of experiences. Covered terraces overlook tropical gardens and manicured grounds, while the courtyard brings together a heated pool and spa. Along the canal, the two private docks make boating a natural extension of life at home, with Sarasota Bay just beyond. Upstairs, a 30-foot hallway creates a distinctive approach to the private primary wing. Water views, a sitting room, morning bar and adjoining gym or office give the suite the feeling of a retreat within the home. The primary bath and dressing spaces include a dressing hall with built-ins and mirrors, a generous custom walk-in closet, a multi-function shower and a deep jetted soaking tub. Additional en-suite bedrooms feature custom closet systems and elevated ceilings. An elevator serves all three levels, complemented by a Crestron music and lighting system, a Generac generator and a four-car garage. Within easy reach of Sarasota’s beaches, golf, dining and downtown, this residence brings together architectural distinction, gated privacy and direct boating access. Its thoughtful balance of gathering spaces and private retreats makes it as welcoming for a houseful of guests as it is for a quiet evening overlooking the water.

1404 Kenilworth Street, Sarasota
3930 Elysian Woods Lane, Sarasota
$1,999,000
4 Beds ⋅ 3 Baths ⋅ Booth Preserve SubDv. ⋅ 34231 Zip Code
Virtually Staged. Coastal Elegance on Phillippi Creek! Custom-built by Coachman Homes, this exceptional waterfront residence blends timeless architecture, privacy, and an ideal Sarasota location. Set within an intimate gated enclave of just nine homes, the property spans nearly three-quarters of an acre and offers over 190 feet of private frontage on the scenic Phillippi Creek—an idyllic backdrop for daily living and entertaining. Notably, the house structure has had no water intrusion from storms/hurricanes during the owners’ tenure. Inside, approximately 3,500 square feet of living space unfolds in an open, light-filled layout with four bedrooms, a family room, and a dedicated office. A columned front porch and double-door entry lead into a grand living room featuring vaulted ceilings, a cultured stone fireplace, and a wall of glass doors that open to the screened lanai and pool. The adjacent dining room creates an elegant setting for gatherings, while the open-concept kitchen connects seamlessly to the family and casual dining areas—each overlooking the outdoor living space. The chef’s kitchen features custom cabinetry with under-cabinet lighting, granite countertops, tile backsplash, breakfast bar, and stainless-steel appliances. A split-bedroom plan ensures privacy. The primary suite is a serene retreat with French doors to the deck, a large walk-in closet, and a spa-style bathroom complete with dual vanities, walk-in shower, soaking tub, and private water closet. A flexible office adjoins the suite, ideal for working from home or quiet reading. On the opposite wing, three guest bedrooms share two full baths, offering comfort for family and visitors alike. Additional features include Lauzon hardwood floors throughout, recessed lighting, plantation blinds, hurricane shutters, two-zone A/C, re-screened pool cage (2024), a spacious laundry with newer washer and dryer, and a three-car garage with abundant storage. Outdoor living takes full advantage of Sarasota’s year-round sunshine. A large, screened lanai with swimming pool, spa, and waterfall fountain invites relaxation, while the full-length covered deck—with outdoor kitchen—encourages al fresco dining. Lush tropical landscaping guarantees privacy, and the large fenced portion of the backyard offers space for pets and play. A brick walkway leads to the private dock, equipped with water and electric. With only two bridges to Roberts Bay, boaters enjoy quick access to the Intracoastal Waterway and Gulf of Mexico. This residence combines the serenity of a secluded estate with unmatched convenience—just minutes to Siesta Key Beach, Downtown Sarasota, and The Bay Park. Fine dining, boutique shopping, cultural venues, and waterfront recreation are all within easy reach. In this rare nine-home community, you’ll experience the perfect balance of coastal tranquility and city sophistication—a true Sarasota lifestyle.

3930 Elysian Woods Lane, Sarasota
5809 Wildwood Avenue, Sarasota
$690,000
3 Beds ⋅ 2 Baths ⋅ Florence SubDv. ⋅ 34231 Zip Code
Your future Siesta Key retreat, with rental income today. An exceptional opportunity to secure a beautifully designed coastal retreat just one mile from Siesta Beach at an attractive price, while enjoying rental income until you're ready to make it your own. Leased through August 2028, this stylish three-bedroom, two-bath residence offers a compelling option for buyers planning a future move to Sarasota, anticipating retirement or simply looking to establish a foothold near one of Florida's most celebrated beaches. Previously owned by a professional designer, the home showcases distinctive mid-century-inspired interiors, soaring ceilings, sophisticated charcoal porcelain tile flooring and thoughtfully layered lighting. The open-concept living spaces flow effortlessly into a beautifully appointed kitchen featuring custom cabinetry, sleek quartz countertops, premium stainless steel appliances, an induction cooktop, a wine refrigerator and a generous island designed for gathering. The inviting primary suite features ample closet space and a beautifully finished bath with a walk-in shower, while two additional bedrooms and a bath provide comfortable accommodations for family and guests. Outside, a private tropical retreat awaits, complete with lush landscaping, a fenced backyard, a sparkling saltwater pool and a newer screen enclosure. Whether relaxing poolside or entertaining beneath the covered outdoor living area, this home captures the relaxed elegance of Florida's Gulf Coast lifestyle. Conveniently near Siesta Beach, Phillippi Estate Park, restaurants, schools and shopping, this is an opportunity to purchase today, enjoy established potential rental income and look forward to making this special home your own in the future. Offered subject to the existing lease through Aug. 14, 2028.

5809 Wildwood Avenue, Sarasota
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