$1,584,663Average Value$743Average Price per Sq Ft51Homes 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 171 days on the market compared to the national average of 53 days. The median sale price for homes in Southside, Sarasota over the last 12 months is $1,600,000, up 10% from the median home sale price over the previous 12 months.
Experience elevated coastal living in this fully updated 4-bedroom, 3-bath home offering 2,529 sq. ft. of refined space in the coveted San Remo Estates community. *Interior photos will be up in a few weeks, property is ready for touring.* Just steps from the North Siesta Key Bridge, this residence combines a serene neighborhood setting with exceptional convenience to Sarasota’s top waterfront
Set within the coveted West of the Trail enclave, this newly constructed estate is a striking statement of contemporary design and quality craftsmanship. Thoughtfully designed with clean architectural lines and seamless indoor-outdoor flow. Exceptional attention to detail throughout the residence with 4-bedrooms + office/den + bonus loft and 6-bathrooms. European engineered hardwood and porcelain
One or more photo(s) has been virtually staged. 3621 San Remo is complete and ready for occupancy, come and experience the epitome of luxury! Minutes from Siesta Key and Miles from Ordinary! Nestled on a quiet cul-de-sac west of Orange Avenue, this Florida Coastal masterpiece by Seaward Homes offers over 5300 sq. ft. of prime waterfront living. With a bayou stretching almost 400 feet wide, enjoy
Welcome to this stunning 5-bedroom, 5-bathroom home ideally located near the Hillview District, downtown Sarasota, and just minutes from to Southside Elementary School. Enjoy the best of “West of the Trail” living in this beautifully updated residence that blends timeless architectural charm with modern luxury. The home features a brand-new gourmet kitchen highlighted by a striking double island
SAN REMO ESTATES WATERFRONT LOT FOR SALE – Here’s your opportunity to bring your favorite architect and builder of choice and start designing your dream home directly on Roberts Bay in one of Sarasota’s most exclusive waterfront communities. On ONE-THIRD PLUS ACRE with 99 FEET OF WATER FRONTAGE and the perfect southwestern backyard exposure, you’ll enjoy beautiful sunsets year-round. Boaters will
Simply stunning custom residence crafted by Todd Johnston, set within a private, oversized homesite west of the Trail. Designed for effortless one-level living, this refined home offers an open, flowing floor plan with three spacious bedrooms—each with an en-suite bath—plus a well-appointed powder room. Warm and inviting interiors feature rich wood floors throughout and generous living spaces
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
Motivated seller! Listed below current appraised value. This one-of-a-kind, fully renovated residence is nestled in the heart of Sarasota’s historic McClellan Park—just steps from the bayfront, downtown, and Southside Village. Set on an elevated lot, the home experienced no flooding or storm damage during last year’s storms. Originally built by a builder as his personal home and reimagined in
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.
Introducing a rare opportunity in Poinsettia Park II, one of the most desirable enclaves within Sarasota’s coveted West of Trail community. Built in 2023 by Voigt Brothers, this single-level custom residence offers 4,550 square feet of elevated living on an oversized .38-acre lot, where timeless design meets modern innovation. From the moment you enter, soaring ceilings and a flawless Stage 5
Experience Sarasota’s premier lifestyle from this just-completed, privately owned new construction home in the highly coveted Granada neighborhood, perfectly positioned 8 minutes to Siesta Key Beach, 4 minutes to Southside Village, and 8 minutes to downtown Sarasota. Enjoy the freedom of coastal living above the flood zone in a home built to the highest hurricane standards for lasting peace of
Wonderful opportunity to take full advantage of built-in value located at the gateway to Siesta Key. This two bedroom, two bathroom condo located minutes away from all that Sarasota has to see is heavily RENOVATED. The renovations include new luxury vinyl plank flooring through out the living areas, freshly tiled bathrooms and showers, new granite with updated cabinet finishing and even new HVAC
One or more photo(s) has been virtually staged. 3576 San Remo Terrace – A Waterfront Masterpiece in SarasotaDiscover the pinnacle of coastal luxury at this exquisite estate, nestled in the highly sought after San Remo Estates. Offering the best views over Roberts Bay, this 6,091-square-foot residence seamlessly blends timeless elegance, modern sophistication, and unparalleled waterfront
***AVAILABLE Jan through April 30 2026***(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
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,
This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is
LOCATION, LOCATION! Minutes to Siesta Key, Publix, shopping, restaurants and more across the street. 2 bedroom, 1 bath, double sinks, walk-in closet, no carpet, on-site washer & dryer. Building has an elevator. No pets. Turn-Key Furnished. One covered parking spot, guest parking. Annual rental.
Welcome to your completely renovated retreat and a rare opportunity to have it all! Perfectly situated west of Osprey and minutes from downtown Sarasota, Hillview, the Southgate dining district, and the white sands of Siesta Key, this home offers the perfect balance of serenity and convenience. Step inside to discover a light-filled haven, fully remodeled from top to bottom. Highlights include a
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
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 picturesque facade that
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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