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 enchanting blend of natural beauty and vibrant community life, South Sarasota offers an idyllic setting for those seeking a perfect balance between relaxation and activity.

With its stunning landscapes, South Sarasota is a paradise for outdoor enthusiasts. The area boasts picturesque parks, serene waterways, and beautiful beaches just a short drive away. Enjoy a day soaking up the sun at the famous Siesta Key Beach, renowned for its powdery white sands and crystal-clear waters, or take a leisurely stroll through the lush trails of the nearby Oscar Scherer State Park.

South Sarasota is not just about nature; it’s a thriving community filled with charming neighborhoods, each with its own unique character. From family-friendly suburbs to vibrant retirement communities, there’s a perfect home for everyone. The area is also known for its excellent schools and friendly atmosphere, making it an ideal place for families.

Culinary enthusiasts will delight in the diverse dining scene, featuring everything from cozy cafes to upscale restaurants, serving fresh, local cuisine. Additionally, the cultural offerings in South Sarasota are abundant, with art galleries, theaters, and cultural events that celebrate the rich history and creativity of the region.

Whether you’re looking to buy your first home, invest in a vacation property, or simply explore a new place to call home, South Sarasota is a captivating destination that promises a fulfilling lifestyle. Discover the charm and warmth of this vibrant community, and see why so many choose to make South Sarasota their home.

Newest Listings in South Sarasota

Florence SubDv. ⋅ 34231 Zip Code

West of the Trail lot overlooking scenic 60-acre Phillippi Estate Park which is a County Park located on the banks of Phillippi Creek. 50’x 167’ lot with central water and sewer. Established neighborhood that offers easy access to shopping, schools and Siesta Key. Adjoining Lots 12 & 13 Also Available For Sale. Lots Can Be Combined (MLS#A4702380 & A4675599)

Southwood Street, Sarasota

Florence SubDv. ⋅ 34231 Zip Code

West of the Trail lot overlooking scenic 60-acre Phillippi Estate Park which is a County Park located on the banks of Phillippi Creek. 50’x 167’ lot with central water and sewer. Established neighborhood that offers easy access to shopping, schools and Siesta Key. Adjoining Lots 11 & 13 Also Available For Sale. Lots can be combined. (MLS#A4702388 & A4675599)

Southwood Street, Sarasota

Baywood Colony Westport SubDv. ⋅ 34231 Zip Code

Rare opportunity to create a custom waterfront residence on approximately 0.95 acres in Sarasota. Located on Tidewood Avenue, this spacious corner lot homesite overlooks the Intracoastal Waterway and offers beautiful westerly views toward Siesta Key—an ideal setting for enjoying colorful Florida sunsets and the natural beauty of the waterfront. The generous lot provides an exceptional canvas for designing a private coastal retreat in a desirable Sarasota location convenient to Phillippi Estate Park, Siesta Key beaches, shopping, dining and everyday amenities. A distinctive property offering space, scenery and outstanding potential in one of Florida’s most celebrated Gulf Coast communities. Buyer to verify all building requirements, utilities, setbacks, environmental conditions and permitting, including dock eligibility. (Adjoining Lot 14 also available. Lots can be combined MLS#a4702292)

Tidewood Avenue, Sarasota

5 Beds ⋅ 5 Baths ⋅ Ridgewood SubDv. ⋅ 34231 Zip Code

**Rare Sarasota 4-Plex – No Flooding, Prime Location & Exceptional Investment Opportunity!** Don't miss this rare opportunity to acquire a well-located **4-unit multifamily property** in one of Sarasota's most desirable rental markets. A standout feature of this property is that **it has experienced no flooding**, providing added confidence for investors focused on long-term ownership. Ideally located just minutes from Siesta Key Beach, Gulf Gate, Downtown Sarasota, shopping, dining, hospitals, and major employers, this asset offers immediate rental income with excellent potential for future appreciation and rental growth. Whether you're adding to your portfolio, completing a 1031 exchange, or seeking a high-demand multifamily asset, this property offers the location and stability investors are looking for. With limited multifamily inventory available in Sarasota, opportunities like this are becoming increasingly scarce. **Schedule your private showing today—properties with this combination of location, income potential, and no flooding don't stay on the market for long.**

2741 Parma Street, Sarasota

1 Beds ⋅ 1 Baths ⋅ Sienna SubDv. ⋅ 34231 Zip Code

Location, location! 1 bedroom, 1 bath first floor end unit condo located just 4 miles from world-renowned Siesta Key beach. Offered turnkey furnished, this condo is perfect as a second home or as an investment property. The bright, open floor plan features low-maintenance tile flooring, newer windows and sliding door, an in-unit washer and dryer, new ceiling fans and an HVAC system installed in 2020. The updated kitchen offers stainless-steel appliances, granite countertops and light cabinetry, while the renovated bathroom provides a fresh, modern finish. A private, fenced courtyard with a partially covered patio creates an inviting space for relaxing outdoors or accommodating a pet. Sienna Park amenities include a heated pool, clubhouse with fitness center, tennis and basketball courts, sand volleyball, grilling areas and a fenced dog park. The building’s roof was replaced in 2023, and the assessment has being paid off by the seller. The monthly association fee includes building insurance, water, sewer, trash and exterior maintenance. With its excellent location and successful rental history, this furnished condo offers an appealing opportunity as a primary residence, seasonal retreat or investment property. Sienna Park is convenient located near shops, restaurants & beaches, and only 4 miles to access to I-75. Click Virtual Tour Link to experience the immersive 3D tour.

3413 Clark Road Unit 114, Sarasota

Baywood Colony Westport SubDv. ⋅ 34231 Zip Code

Rare opportunity to create a custom waterfront residence on approximately 0.70 acres in Sarasota. Located on Tidewood Avenue, this spacious homesite overlooks the Intracoastal Waterway and offers beautiful westerly views toward Siesta Key—an ideal setting for enjoying colorful Florida sunsets and the natural beauty of the waterfront. The generous lot provides an exceptional canvas for designing a private coastal retreat in a desirable Sarasota location convenient to Phillippi Estate Park, Siesta Key beaches, shopping, dining and everyday amenities. A distinctive property offering space, scenery and outstanding potential in one of Florida’s most celebrated Gulf Coast communities. Buyer to verify all building requirements, utilities, setbacks, environmental conditions and permitting, including dock eligibility. (Adjoining Lot 15 Available. Lots Can Be Combined MLS#A4702296)

Tidewood Avenue, Sarasota

4 Beds ⋅ 5 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code

Some homes are built. Others are envisioned. 1516 Ridgewood is the result of an uncompromising pursuit of excellence—a California Pacific Palisades-inspired waterfront estate where timeless architecture, extraordinary craftsmanship, and Sarasota's coveted boating lifestyle converge into one remarkable residence. Completely reimagined with virtually every surface, system, and space thoughtfully transformed, this exceptional home was designed to live as beautifully as it looks. Sunlight pours through expansive impact glass, illuminating sophisticated interiors where clean architectural lines, custom finishes, and seamless indoor-outdoor living create an atmosphere of effortless elegance. Every detail reflects a commitment to quality rarely found in today's market. Anchoring the home is a spectacular chef's kitchen designed for both culinary excellence and unforgettable entertaining. An extraordinary suite of Wolf and Sub-Zero appliances—including an eight-burner gas range with griddle, built-in coffee system, Cove dishwasher, designer refrigeration, oversized pantry, and a dramatic entertaining bar—is complemented by custom cabinetry, multiple beverage centers, ice makers, and a stunning temperature-controlled glass wine room worthy of the finest private collections. The primary suite offers a tranquil retreat inspired by the world's finest luxury resorts, while beautifully redesigned guest suites provide exceptional comfort and privacy. Throughout the residence, Turkish shell stone flooring, TruStile doors, EMTEK hardware, floating custom cabinetry, Level 5 wall finishes, and designer appointments create an understated elegance that feels both warm and sophisticated. Behind the walls lies a level of engineering that is seldom seen. A state-of-the-art Josh AI automation system seamlessly integrates lighting, climate, security, audio, and mechanical systems into one intuitive platform, placing the entire home at your fingertips. Whole-home True Audio speakers, buried fiber connectivity, dedicated IT infrastructure, multiple wireless access points, and integrated security provide technology equal to the home's extraordinary design. Constructed with longevity in mind, the residence showcases impact-rated windows and doors, concrete block construction, spray foam insulation, a standing seam metal roof, elevated mechanical systems, new electrical service, new plumbing, new water and sewer infrastructure, WiFi-enabled tankless water heaters, and countless improvements that reflect an unwavering commitment to enduring quality. Outside, the boundaries between home and resort disappear. A completely reimagined pool, expansive terraces, architectural ceilings, lush tropical landscaping, dramatic landscape lighting, and a fully appointed Wolf outdoor kitchen create an extraordinary backdrop for entertaining beneath Sarasota's spectacular sunsets. For boating enthusiasts, the experience is simply unmatched. With newly dredged water access, newer dock, and no bridges to Sarasota Bay, spontaneous afternoons on the water and unforgettable Gulf sunsets become part of everyday life. More than a luxury residence, 1516 Ridgewood is a home that inspires. It is the rare combination of visionary design, uncompromising construction, intelligent technology, and an incomparable waterfront setting—created for those who believe true luxury is measured not only by beauty, but by the extraordinary way a home makes you feel.

1516 Ridgewood Lane, Sarasota

2 Beds ⋅ 2 Baths ⋅ Gulf Gate Manor SubDv. ⋅ 34231 Zip Code

Welcome to Gulf Gate Manor, one of Sarasota's most desirable and conveniently located communities! Offering the perfect blend of comfort, affordability and coastal lifestyle. Just minutes from Worlds Famous Siesta Key Beach. As a primary residence or a seasonal retreat, Gulf Gate Manor is know for its friendly atmosphere, mature landscaping and unbeatable proximity to Sarasota's beaches, cultural attractions, shopping, dining and more. Don't miss this opportunity to own an affordable slice of paradise in one of Sarasota's most sought after location.

2450 Terry Ln, Sarasota

2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code

This exceptional residence is truly one of a kind and unlike any comparable property in the community. More than simply updated, this villa has been completely renovated with over $120,000 in improvements and furnishings completed in 2022. Originally intended to be the owner's forever home, no detail was overlooked. This beautifully appointed 2-bedroom, 2-bath split-bedroom villa offers a bright, open floor plan designed for comfortable living and entertaining. The stunning chef's kitchen features custom cabinetry, quartz countertops, a large center island, new stainless steel appliances, and a spacious dining area perfect for hosting family and friends. The expansive living room flows seamlessly into a 344-square-foot Florida room, providing generous additional living space for relaxing or accommodating guests. Throughout the home, you'll find elegant porcelain tile flooring, fresh interior paint, and beautifully renovated bathrooms with new vanities, sinks, toilets, and custom tile surrounds for both the tub and showers. The air-conditioned laundry room includes a new washer and dryer, utility sink, and new electric water heater. Additional major improvements include a new HVAC system, custom blackout shades, barn doors in the guest area, and all-new plumbing from the villa and laundry room to the street. Built with peace of mind in mind, the home features hurricane-impact windows in the bedrooms and bathrooms, hurricane shutters, and even upgraded flooring in the covered carport. The rear patio showcases attractive new pavers, a barbecue area, and a convenient storage shed. Best of all, this home is being offered turnkey furnished with upscale furniture, kitchen items and linens allowing you to move right in and start enjoying the Florida lifestyle. A complete list of improvements and furnishings is available in the supplements. Located in a private, vibrant 55+ community, residents enjoy access to a protected marina on Philippi Creek featuring 32 boat slips available on a first-come, first-served basis (waiting list may apply). Slips accommodate boats up to 24 feet as well as jet skis, with an annual lease of just $1,344. Community amenities include an on-site manager, clubhouse, fitness rooms, meeting room, and library. The location is exceptional—just minutes from Gulf Gate shopping center, Publix grocery, banking, restaurants, and public transportation. Detwiler's Farm Market is only steps away, downtown Sarasota is approximately 15 minutes away, and world-famous Siesta Key Beach is less than 10 minutes from your door. This remarkable residence must be seen in person to fully appreciate the quality, craftsmanship, and value it offers. Schedule your private showing today.

5468 Riverbluff Circle Unit V-40, Sarasota

3 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code

Welcome to this well-maintained 3-bedroom, 2-bath home in the desirable Gulf Gate community! Offering a spacious and functional layout, this home is move-in ready with several major updates already completed, including a one-year-old tile roof for added peace of mind. The over sized backyard provides plenty of room for outdoor entertaining, gardening, or pets, and could easily be fenced to create your own private retreat. A spacious 2-car garage offers ample storage and convenience. Lovingly cared for over the years, this home is ready for its next owners to add their personal touches and make it their own. Conveniently located near shopping, dining, parks, and the beautiful Gulf Coast beaches, this is an excellent opportunity to enjoy the Florida lifestyle in a sought-after neighborhood.

7005 Antigua Place, Sarasota

4 Beds ⋅ 2 Baths ⋅ Coral Cove SubDv. ⋅ 34231 Zip Code

Positioned west of the Trail in Sarasota’s highly sought-after Coral Cove neighborhood, 1901 Upper Cove Terrace offers one of the area’s most compelling deep-water waterfront opportunities, pairing boating access, updated mid-century character, and an exceptional Sarasota lifestyle setting. Priced below appraisal. Set on an oversized 0.35-acre lot with 75 feet of canal frontage, this 4-bedroom, 2-bath residence spans 2,105 square feet and was thoughtfully updated in 2024 to enhance its mid-century modern character while preserving the spirit of its 1968 origins. For boaters, the value is exceptional. The property features deep-water dockage, no fixed bridges, direct Gulf access, a new lifetime vinyl bulkhead, 30-amp shore power, and a private dock that accommodates up to a 45-foot vessel. Outdoor living is central to the home, with a screened pool and spa, covered entertaining areas, and seamless indoor-outdoor flow. The property also offers room for boat and RV parking, plus a large attached workshop garage with two Level 2 EV chargers. Located in Coral Cove, residents enjoy access to a private neighborhood park and boat ramp through the community’s voluntary neighborhood association, adding another layer of boating, fishing, kayaking, and Gulf-access lifestyle appeal. Highlights include: west of the Trail location, Coral Cove neighborhood, private park and boat ramp, 4 bedrooms, 2 baths, 2,105 SF, 0.35-acre lot, 75’ canal frontage, deep-water dockage, no fixed bridges, direct Gulf access, new lifetime vinyl bulkhead, dock for up to a 45’ boat, screened pool and spa, boat/RV parking, workshop garage, and two Level 2 EV chargers.

1901 Upper Cove Terrace, Sarasota

2 Beds ⋅ 1 Baths ⋅ Pinehurst Park SubDv. ⋅ 34231 Zip Code

**Affordable Opportunity in a Prime Sarasota Location!** Whether you're searching for your first home, an investment property, or a project with great potential, this charming 2-bedroom, 1-bath home is full of possibilities. Nestled on a quiet dead-end street, it offers privacy while being just minutes from shopping, dining, major highways, and Sarasota's top attractions. The open living and dining area features vaulted ceilings with beautiful exposed wood beams, creating a spacious and inviting feel. Sliding glass doors lead to the screened lanai and a fully fenced backyard with mature landscaping—perfect for relaxing, entertaining, or gardening. Additional highlights include an attached one-car garage, an indoor laundry area, and tile flooring throughout with no carpet. This home is priced to sell and offers an excellent opportunity for buyers looking to add their own updates and personal touches. With a little TLC, it can truly shine. The home also offers additional finished space that can be used as a bonus area, office, hobby room, or extra storage. A great opportunity for first-time buyers, investors, or anyone looking for a home with added flexibility. Ideally located just a short drive from Siesta Key Beach, St. Armands Circle, Downtown Sarasota, University Town Center, Nathan Benderson Park, Sarasota-Bradenton International Airport, and countless restaurants, shops, and entertainment options. Tampa is just over an hour away, providing easy access to professional sports and world-class attractions. Don't miss this rare opportunity to own an affordable home in a highly desirable location with endless potential. Schedule your private showing today!

2227 Benson Street, Sarasota

Start Your Search