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

$395,000
3 Beds 2 Baths Gulf Gate Glen SubDv. 34231 Zip Code
Virtually Staged. Welcome to this beautifully maintained three-bedroom, two-bath home nestled in the quiet, tree-lined community of Gulf Gate Glen in Sarasota. Proudly offered for sale by its original owner, this inviting home combines comfortable Florida living with a wonderfully convenient location. Inside, an open floor plan and abundant natural light create a bright, welcoming atmosphere. The living and dining areas feature soaring vaulted ceilings, adding to the home’s spacious feel, while the well-appointed kitchen includes a dedicated breakfast room and new appliances. Impact windows throughout provide added peace of mind and energy efficiency. Step outside to the screened rear porch, the perfect spot to enjoy your morning coffee, unwind after a day at the beach, or take in the tranquil surroundings. With its established setting and thoughtful features, this home offers an ideal opportunity to make your own mark in one of Sarasota’s desirable residential areas. Location is exceptional, with the beautiful beaches of Siesta Key just minutes away, along with the shops, dining, and local charm of Gulf Gate. When you’re ready for more, the vibrant arts, culture, dining, and entertainment of downtown Sarasota are an easy drive away. A rare opportunity to purchase an original-owner home in a peaceful Sarasota community—close to everything that makes the area so special.

3248 Gulf Watch Court, Sarasota

$285,000
3 Beds 2 Baths Sarasota-Venice Co Sub SubDv. 34231 Zip Code
Unique Flexibility Meets Prime Sarasota Location! This distinctive 3-bedroom, 2-bathroom, single-story home offers a versatile split floorplan designed to accommodate a variety of lifestyles and investment strategies. Whether you’re searching for an affordably priced starter home, a multi-generational living solution, or an investment opportunity, this property offers plenty of potential. A standout feature is the attached mother-in-law suite, incorporating the third bedroom and second bathroom, with its own private entrance and built-in kitchenette. This flexible space provides an excellent opportunity for extended family, guests, a private home office or studio, or potential rental income. Step outside and discover the expansive backyard, offering a blank canvas for the new owner to bring their vision to life. Create your own outdoor oasis, add entertaining spaces, establish a garden, or simply enjoy the room to spread out. Centrally located in Sarasota County, this home provides convenient access to I-75, Downtown Sarasota, and the area’s beautiful Gulf Coast beaches. Enjoy an approximately 12-minute drive to Downtown Sarasota and Siesta Key Beach, making it easy to take advantage of the shopping, dining, entertainment, and outdoor lifestyle that make Sarasota such a sought-after destination. With its unique layout, flexible living options, generous outdoor space, and convenient location, this home is ready for its next chapter.

4225 Swift Road, Sarasota

$525,000
2 Beds 3 Baths Tropical Shores SubDv. 34231 Zip Code
This distinguished 1959 residence, redesigned by Sarasota architect William C. Tagland has been meticulously transformed into a turnkey modern home where virtually every system and finish is brand new in 2026. The 1,308 sq ft residence sits on a spacious 8,521 sq ft lot and features all-new impact-rated windows and doors, a premium membrane roof system, and a complete electrical overhaul including new electrical panel and wiring. A new Trane HVAC system delivers efficient climate control, while modern infrastructure is assured with all-PVC plumbing lines for city water and septic plus a new septic pump station. Inside, elegant 24" x 24" terrazzo-look matte porcelain tile flows throughout the living areas and bedrooms. The kitchen is outfitted with GE Profile appliances and custom white oak cabinets. Baths showcase Kohler comfort-height toilets, Delta Vero fixtures, and new frameless glass shower enclosures with modern wood-look fluted tile. Additional refinements include solid-core doors with premium Schlage and Emteck hardware, noise-reducing insulation, and new drywall throughout. The exterior has been refreshed with Hardy board siding and soffits, new wood fence, new irrigation system, and a covered patio with updated fixtures. Amazing location with close proximity to new, premium shopping options such a Whole Foods and Trader Joe's, this home is located in the desirable NO HOA boating and quiet community of Tropical Shores. There is members only boating access at the end of the street, this property is in X flood-zone. Take this opportunity to acquire a fully renovated property, where location, value, and quality far exceed the ask.

1706 Livingstone Street, Sarasota

$229,900
1 Beds 1 Baths Hyde Park SubDv. 34231 Zip Code
Virtually Staged. Big charm, thoughtful updates, and a fantastic Sarasota location—this one-of-a-kind cottage packs a lot into a small footprint! This 1-bedroom, 1-bath home blends warm vintage character with smart improvements already in place, while leaving plenty of opportunity to add your own style. Step inside and you’ll quickly see what makes this home different. Rich wood-paneled walls and a striking stone fireplace create a warm, inviting living space with character that is increasingly hard to find. Wood-look tile flooring flows throughout the home, bringing an updated feel while complementing its original cottage style. The bright kitchen features soft close cabinetry, generous storage, a stainless steel refrigerator and dishwasher, and a clean, functional design. The bathroom has also been refreshed with a tiled walk-in shower, glass doors, and a dual-sink vanity. A 2021 roof adds another important update to this classic Sarasota cottage. The living space extends outdoors to a large screened porch, creating a comfortable spot to enjoy Florida’s year-round indoor-outdoor lifestyle. Beyond the porch, the backyard is surrounded by mature trees and tropical landscaping, offering privacy, shade, and room to garden, relax, or create your own outdoor retreat. Adding even more versatility is a separate approximately 300-square-foot utility building with laundry, a utility sink, electricity, and additional usable space. Whether envisioned as a workshop, creative studio, hobby area, or expanded storage, this separate building offers flexibility rarely found at this price point. The location makes this property even more appealing. Shopping, dining, Sarasota Memorial Hospital, the Legacy Trail, and everyday conveniences are nearby, while Siesta Key Beach is just a short drive away. Enjoy easy access to some of Sarasota’s best-known destinations while coming home to a property that feels anything but cookie-cutter. With its 2021 roof, updated kitchen and bath, stone fireplace, screened porch, private backyard, separate utility building, and central Sarasota location, this property offers exciting possibilities as a primary residence, seasonal Sarasota retreat, or investment opportunity. Small in size, big on charm, and full of possibilities—2837 Forest Lane is a Sarasota cottage ready for its next chapter.

2837 Forest Lane, Sarasota

$3,595,000
4 Beds 5 Baths Johnson Estates SubDv. 34231 Zip Code
Experience the best of Sarasota living in this exceptional West of Trail residence by Heritage Builders. Ideally positioned in the coveted Oyster Bay area near the historic Field Club, this refined interpretation of British West Indies architecture offers more than 4,000 square feet of beautifully designed, single-level living—combining character, functionality, exceptional craftsmanship and effortless indoor-outdoor living. At the heart of the home, the dramatic great room makes an immediate impression with its vaulted wood ceiling, gas fireplace and expansive pocketing glass doors that open the living space to the resort-style lanai and pool. The open-concept kitchen is equally impressive, featuring custom wood cabinetry, quartz countertops, oversized marble center island with breakfast bar along with Wolf and Thermador appliances. A separate dining area and custom bar with wine refrigeration create an inviting setting for everything from casual gatherings to elegant entertaining. The thoughtfully designed split-bedroom layout includes four private en-suite bedrooms, a dedicated office, a flexible bonus room for crafts or second office, and a spacious television lounge with direct access to the outdoor living areas. The primary suite is a tranquil retreat with a vaulted wood ceiling and two walk-in closets. Its spa-inspired bath features split dual vanities, a freestanding soaking tub and a glass-enclosed shower. Designed to embrace Sarasota’s year-round outdoor lifestyle, the expansive travertine lanai includes a fully equipped outdoor kitchen, covered dining verandah and multiple areas for lounging and entertaining. The large saltwater pool and spa—with both gas and electric heat and cascading waterfalls—are surrounded by lush tropical landscaping and architectural lighting, creating a private resort-like setting day and night. Additional features include hurricane-impact windows and doors, a whole-house generator, a new metal roof, Icynene insulation, dual on-demand water heaters, and a fully fenced low-maintenance yard. Car enthusiasts will appreciate the four-car split-garage configuration, including a climate-controlled owner’s garage with an EV outlet. Just minutes from Siesta Key, Sarasota Bay, Southside Village and downtown Sarasota, this remarkable property offers an extraordinary combination of privacy, quality and convenience in one of Sarasota’s most desirable West of Trail locations.

1622 Kenilworth Street, Sarasota

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