$1,560,500Average Value$755Average Price per Sq Ft54Homes For Sale
Take your pick of housing, retail, dining and watersports
Architecturally diverse and filled with retail and dining options, Southside is an eclectic neighborhood that provides a unique slice of life on Sarasota’s waterfront. The neighborhood is anchored by Southside Village, a walkable commercial district that is home to an array of popular eateries and boutique shops. Additional convenience is provided by the neighborhood’s location – bordered on the west by Sarasota Bay and on the east by the buzzy Tamiami Trail corridor. Residents also enjoy proximity to a highly rated neighborhood elementary school with a rich history and the main campus of Sarasota Memorial Hospital.
Decorative Spanish-style homes highlight the architectural diversity
The neighborhood’s single-family housing is a colorful mix of shapes, sizes and styles. Large Spanish Mediterranean homes with easily recognizable terra cotta roofs and ornate facades stand out among the collection of homes that line Southside’s narrow, tree-lined streets. A handful of smaller Spanish Mission-style dwellings also can be found. In contrast, modern-style homes and smaller contemporary homes feature clean lines and muted colors. Additional architectural diversity is represented by Colonial Revival homes and their window-heavy asymmetrical facades, traditional Florida ranch-style homes on spacious lots and cozy, colorful shotgun-style homes. The majority of homes occupy a price range between $700,000 and $4 million, although the largest waterfront homes can list for as much as $12 million. Multi-family options include condominiums starting in the mid-$200,000s.
Historic homes line the streets of the Southside neighborhood in Sarasota.
Southside homes often have large old growth live oak trees covered in spanish moss.
Early Colonial style homes can be found sprinkled throughout the Southside neighborhood.
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Southside Village anchors a variety of retail and dining options
At the southern edge of the neighborhood along Tamiami Trail is a Publix-anchored shopping center. On the northern edge is the commercial heart of the neighborhood, Southside Village. The quaint district is home to Morton’s Market, a family owned community staple since 1969, and a variety of boutique shops that include Marmalade Salon and Beautiful You consignment store. Among the many eateries located at Southside Village are popular spots such as Libby’s Neighborhood Brasserie, Veronica Fish and Oyster, Origin Craft Beer & Pizza Café and Perq Coffee Bar. Located immediately north and also considered part of Southside Village is the Sarasota campus of Sarasota Memorial Hospital. Caddy corner to the hospital complex is the Sarasota Art Museum. Governed by the Ringling Board of Trustees, the world-renowned contemporary art museum advertises itself as a “platform for education, exposure and experimentation.” In addition to the dedicated exhibition space, the 15,000-square-foot facility also features an auditorium for educational and performing arts presentations and a sculpture courtyard.
Mortons Market in Southside Village has large assortments of fresh and organic foods.
The popular Veronica Fish and Oyster House is located in quaint Southside Village.
Sarasota Memorial Hospital is located at the north end of Southside on Tamiami Trail.
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Living on the waterfront makes for fun in the sun
In addition to the myriad fishing and boating opportunities afforded by living along Sarasota Bay in close proximity to the open waters of the Gulf of Mexico, residents also can access Siesta Key via Siesta Drive on the community’s south side. Just across the Siesta Key North Bridge is Nora Patterson Bay Island Park, a tranquil island green space known for the native birds that populate its shores. Nearby Bonita Park is part of a network of neighborhood green spaces featuring public art, including the nearly 100-year-old Granada Fountain at Bonita Park. The other network parks, all of which feature statuary amid peaceful residential settings, are San Remo Park, McClellan Park and Seminole Linear Park.
The bridge to Siesta Key is located at the South end of the Southside neighborhood in Sarasota.
Nora Paterson Bay Island Park is in the Southside neighborhood of Southside on the waterfront.
Red Rock Park is an excellent place to take a walk in the Southside neighborhood.
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Neighborhood elementary is historic and highly rated
Southside Elementary School, a historically significant institution, is centrally located within the community and earns an A from Niche. Built in 1926 as part of the Florida Land Boom, the Mediterranean Revival building was added to the National Register of Historic Places in 1984. Southside today is among three highly rated schools that neighborhood students can attend, along with Brookside Middle and Sarasota High. The latter two are rated A-minus. The high school is home to the Sailor Circus Academy, which offers a hands-on program for aspiring performers.
Southside Elementary School in Sarasota is an A+ rated school.
Brookside Middle School in Southside Sarasota is a great school with an excellent teaching staff
Sarasota High School has an outstanding faculty and staff who provide a first-class education.
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Travel the coast with ease via the Tamiami Trail
Residents have quick and easy access to points along the Gulf Coast via the Tamiami Trail, which also serves as one of the region’s most-traveled roadways. Venice to the south and Bradenton to the north are both located about 15 miles away along the trail. Interstate 275 can be accessed in Bradenton for travel to nearby St. Petersburg and Tampa. Closer to home, Tamiami Trail also is dotted with bus stops, providing convenient public transportation for work commutes or travel throughout the city.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Are you familiar with the Southside neighborhood?
to let others know what life in this neighborhood is like.
Crime and Safety
1 - Low Crime, 10 - High Crime
Southside
US
Homicide
1
4
Sexual Assault
3
4
Assault with Weapon
3
4
Robbery
3
4
Burglary
5
4
Motor Vehicle Theft
4
4
Larceny
3
4
Crime Score
3
4
Source: WhatIsMyCrimeRisk.com
Southside Demographics and Home Trends
On average, homes in Southside, Sarasota sell after 143 days on the market compared to the national average of 55 days. The median sale price for homes in Southside, Sarasota over the last 12 months is $1,490,000, down 2% from the median home sale price over the previous 12 months.
Welcome to this stunning coastal home with elevator, featuring 5 bedrooms, 2.5 bathrooms, and 3,023 square feet of living space. Additional opportunity to add bathrooms with modification add-on with the builder. From the moment you enter, you'll be captivated by the open floor plan, pool view, and fantastic design. This dazzling property, boasts an open floor plan that features high ceilings,
Located West of the Trail and close to downtown, this warm and welcoming home sits on an oversized corner lot along a quiet, tree-lined street just a short walk to Morton’s Gourmet Market and the dining and shopping of Southside Village. It’s also an easy stroll to Southside Elementary School, making school drop-offs simple and convenient. This custom-built residence showcases exceptional
One or more photo(s) has been virtually staged. Step into a private, gated waterfront estate in Sarasota offering deep-water boating access, refined coastal architecture, and an unsurpassed location just minutes to Siesta Key Beach, Southside Village, and downtown Sarasota. Located in the coveted San Remo Estates community, this exceptional residence blends timeless elegance with modern
Anchored in one of Sarasota’s most sought-after deepwater settings, 3631 San Remo Terrace is a modern sanctuary where clean lines meet the warmth of natural textures, creating a home that feels both timeless and alive. Completed in 2021 by award-winning designer Stephen Chung and thoughtfully refined by the current owner, the residence reflects resilience and intention, standing strong through
A rare fusion of modern luxury, designer finishes, and an unbeatable Sarasota location, this stunning 2023-built residence at 3319 S Osprey Ave delivers the ultimate move-in-ready lifestyle just moments from Siesta Key Beach and Downtown Sarasota. Tucked within the highly sought-after Southside School District, this exceptional home by M&J Pham Development showcases impeccable craftsmanship,
Welcome to your slice of Sarasota paradise! This vibrant, first-floor condo is the ultimate tropical retreat, located just four miles from the world-renowned sands of Siesta Key Beach and a mile from Southside Village. Whether you are searching for a savvy investment, a seasonal vacation getaway, or a low-maintenance primary residence, this home is perfectly positioned for the Florida lifestyle.
Between North Siesta Key and Oyster Bay, this coastal craftsman contemporary residence offers the leisure of a maintenance-free lifestyle in a desirable location. Visit nearby shopping and dining, or just a quick drive to Siesta Key Beach or downtown Sarasota. Positioned across from the community pool, the home offers easy-care landscaping complemented by a charming herb garden. Built of solid
Andrew TannerPREMIER SOTHEBY'S INTERNATIONAL REALTY
A rare and extraordinary offering, this is the home everyone has been waiting for. Rebuilt from the ground up between 2021–2024, this stunning farmhouse-coastal estate blends timeless charm with modern luxury on a beautifully landscaped .45-acre lot, providing one of the largest under grass rear yards west of trail in the exclusive Granada neighborhood, ideal for a entertaining and added privacy.
Welcome to your perfect coastal escape—an inviting cottage offering charm, comfort, and an ideal location away from the hustle and bustle of city life. Just a few miles from Siesta Key Beach, you’re only a short bike or golf cart ride from the world-famous quartz sand shores.This beautifully renovated two-bedroom, one-bath home has been thoughtfully updated from top to bottom. Inside, you’ll
Architectural character, curated design, and resort-style outdoor living define this exceptional Sarasota residence at 1780 Spring Creek Drive.Privately positioned behind a gated entry and surrounded by lush tropical landscaping, this distinctive home offers a refined Florida lifestyle with thoughtful upgrades, timeless style, and true peace of mind. Located in one of the the location that
Welcome to 1959 Wisteria Street – a beautiful New Construction Single Story home, West of the Trail, that your clients will love!This just-completed modern coastal single story home is located West of the Trail in preferred Flood Zone X, offering elevated storm protection and convenient access to Southside Village, Downtown Sarasota and Siesta Key beaches.Designed and built with Majestik
3512 Camino Real represents a rare opportunity to acquire a newly constructed luxury residence strategically positioned for high-performing short-term rental income in one of Sarasota’s most supply-constrained residential corridors. Located inside the City of Sarasota and approximately 10 minutes to Siesta Key Beach, Siesta Key Village, and Downtown Sarasota, this property is purpose-built to
Upon entering this impeccably crafted residence, you are immediately greeted by a refined level of finish and thoughtful design. Rich hardwood flooring flows seamlessly throughout the main living areas, complemented by intricate custom millwork, elegant moldings, and double tray ceilings that enhance the home’s architectural character. Designed with intention, this 4-bedroom, 4-bath
***AVAILABLE Jan through April 30 2027***(3 month minimum) WEST OF TAMIAMI TRAIL! Less than 1 mile from North bridge entrance to Siesta Key. 3-stry unit with the elevator in the center of courtyard. The unit is fully furnished. Two bedroom condo with beautiful kitchen. Second bedroom presently office, has pull out bed. Living room has pull out couch. Washer/Dryer in bathroom, and the condo has a
AVAILABLE 6/1/26 Luxurious Fully Furnished, 3-Bedroom Home with Elevator in Gated Sarasota Community – Now Available for Rent! Short Term and Long Term rental options. Discover your sanctuary in one of Sarasota’s most desirable enclaves—West of the Trail—where homes are rarely available. Nestled in the exclusive, gated community of Granada Park, this stunning 3-bedroom, 3 full-bath, and 2
Are you ready to enjoy all that Sarasota and the Gulf beaches have to offer? The location of this 1 bedroom, 1 bath is fantastic! So close to Siesta Key, Southside Village and Downtown Sarasota. Asking $3,450/month.
Updated and unfurnished condo just about 5 min to Siesta Key Beach Access (Shell Rd) and 8 min to Siesta Key Village in well established Oasis at Osprey in the . Located on the second floor with elevator access, this welcoming space truly feels like your home away from home during your Sarasota stay. The condo offers 2 comfortable bedrooms, 2 full bathrooms, a fully kitchen, spacious living and
Welcome to this charming West of the Trail 2-bedroom, 1-bathroom home! This cozy gem offers a blend of comfort and convenience. Inside, you’ll love the abundance of natural light, updated kitchen with stainless steel appliances, and ceiling fans throughout for added comfort. The home also features air conditioning, central heating, and an inside laundry room complete with a washer and dryer. An
Available March 15th, 2026. Just two blocks to Siesta Drive and a few more to the bridge leading to Siesta Key! This immaculate mid-century Florida style home has wood flooring, an updated kitchen, 2 bedrooms, and a den. The large back yard is fenced for privacy and makes for a peaceful retreat. Located in Poinsettia Park, one of Sarasota's most desirable neighborhoods. Shopping, dining, beaches,
LOCATION, LOCATION! Minutes to Siesta Key, Publix, shopping, restaurants and more across the street. 2 bedroom, 1 bath, eating area in kitchen, double sinks, walk-in closet, no carpet, on-site washer & dryer. Building has an elevator. No pets. Turn-Key Furnished. One designated parking spot, guest parking. Annual rental.
Seasonal/ short term rental Beautifully remodeled private and tranquil home on large fenced lot in Sarasota very close to the north end of Siesta Key. This home is flooded with natural sunlight from abundant windows through this open floor plan. The kitchen is spacious with solid wooden cabinetry topped with slab granite counters with breakfast bar, custom tile backsplash and stainless steel
Make yourself at home in this stunning brand-new getaway, where everyday living feels like a vacation. With over 3,600 square feet of beautifully designed space, this home offers all the room you need to relax, work, entertain, and truly settle into the Sarasota lifestyle. Step through the charming courtyard entrance and into bright, open living areas filled with natural light and tall ceilings,
This MAGNIFICENT home is nestled away in the Historic Granada private neighborhood with easy access to all amenities. 4 Bedrooms 3.5 Baths and over 3500+ square feet of elegantly finished living areas. Authentic travertine tile and maple hardwood floors, volume ceilings, solid-wood cabinetry, two-sided fireplace, chef’s kitchen, three-car garage (owner uses one bay) and cypress wood exterior
Available April 1st. Welcome to your tropical paradise retreat at 1720 Spring Creek Drive, nestled minutes away from the #1 beach in America, Siesta Key. This fully furnished enchanting oasis awaits with a captivating blend of charm, elegance, and comfort, promising an unforgettable living experience. Step into your own slice of paradise as you're greeted by lush, tropical landscaping and a
Enjoy this comfortable & spacious one bedroom apartment located in wonderful Southside Village, recently renovated, 1 block to Sarasota Memorial Hospital. Brand new pool with large deck to enjoy the summer heat. Easy walk to so many wonderful restaurants and cute boutique stores. Siesta Key and Lido Key beaches 10 minutes away. Multiple units available
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