Studio to 4 Bedroom Homes for Sale in Southside

Step into an architectural masterpiece that exudes modern luxury and sophistication. Designed by renowned architect Carl Abbott, this residence captivates from the moment you arrive, with an expansive travertine walkway leading to a Zen garden. Glass double doors open to a bright, expansive great room, where a wall of windows and pocketing sliders frame unobstructed water views. White-oak

Joel Schemmel DOUGLAS ELLIMAN

1684 Spring Creek Drive embodies tranquility at home. This beautifully renovated 3-bedroom, 3-bathroom residence is perfectly situated WEST OF THE TRAIL in one of Sarasota’s most desirable neighborhoods—just minutes from Siesta Key Beach, Southside Village, and downtown Sarasota. Step inside to discover a light-filled open layout that seamlessly blends modern comfort with timeless coastal charm.

Rodrigo Posada THE SHORELINE FL REALTY LLC

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

Joel Schemmel DOUGLAS ELLIMAN

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

Marlin Yoder HARRY ROBBINS ASSOC INC

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

Nazare Edelson COMPASS FLORIDA LLC

One or more photo(s) has been virtually staged. Discreetly located behind a walled quarter-acre homesite with motorized security gate, this gorgeous West of Trail residence is highlighted by a flowing contemporary floor plan of 3,744 sq. ft. and introduces the perfect combination of plush materials, clean lines, and gracious beauty. As if taken directly from the pages of Architectural Digest,

Karen Greco GRECO REAL ESTATE

Situated in the sought after neighborhood of Granada, this charming home has been lovingly updated and well maintained. New roof in 2023, New A/C 2023. Close to the beautiful Siesta Key beaches, and downtown, this home has the perfect location. Nearby to Sarasota Hospital, Southside School, Nora Patterson Park, and Southside village, you are minutes to the park to watch sunset or have dinner at

Karen Chandler MICHAEL SAUNDERS & COMPANY

Welcome to Sunset Bay! This 3-bedroom, 4.5-bathroom turn-key home is ideal for families, featuring 3 ensuite bedrooms, a private screened-in pool, and a spacious game room! Just 4 miles from Siesta Key Beach and 3 miles from downtown Sarasota, you’ll be close to the best of the area while enjoying your own private getaway. As you step through the front doors, you’re welcomed into the game room,

Tina Ellis COMPASS FLORIDA LLC

One step away from Siesta Key, Sarasota Memorial and Hillview. West of the trail. Beautiful condo in Oasis on Osprey. Enjoy the community pool before you head to the beach.2 bedrooms, 2 bathrooms. large living area. Screened lanai. All tiled for easy maintenance. Granite countertop in kitchen. AC 2020.

Vincent Ricaud INVESTUS REALTY LLC

Superb value in this almost 1/2 acre parcel with a 1935 home in PRIME West of Trail McClellan Park. Build new or renovate this 3000+ home with some great "bones" plus plenty of room to add on. The home has high ceilings and beautiful woodwork on walls and floors. On the main level there is a large living area plus a family room, an oversized sunroom with a separate exterior entrance and a bedroom

Barbara May MICHAEL SAUNDERS & COMPANY

Step inside the soul of Sarasota’s mid-century renaissance, welcome to 1881 Orchid Street, where charm, craftsmanship, and modern upgrades converge in one of the city’s most evolving, investment-savvy neighborhoods: Poinsettia Park.This 3-bedroom, 2-bathroom home with a bonus room spans 1,710 square feet and sits on a quiet, tree-lined street where new custom homes are redefining the skyline

David Perkowski PREFERRED SHORE LLC

If you've been waiting to build in Sarasota's most popular neighborhood these opportunities are rapidly disappearing. The desirability of this neighborhood continues to increase with additional interest after the storms. Great West of Trail location on one of the neighborhood's favorite tree lined streets. Large beautiful lot with a deep back yard. Just a few blocks to Southside Village shops,

Jenifer Schwell MICHAEL SAUNDERS & COMPANY

Luxury living in beautiful park like neighborhood West of Trail. Close to anything and everything. Walking distance to Southside village and Southside elementary and Sarasota Memorial Hospital. Single step into Foyer greets the eye with wall to wall floor to ceiling impact pocketing sliders lending views of the sparkling pool/ hot tub with water/fire features. Enjoy the covered outdoor kitchen

Maria Krahn MICHAEL SAUNDERS & COMPANY

Welcome to this rarely available Cape Cod–style residence, comprised of a masterfully renovated main house and separate luxe guest house poised on an expansive 20,000 sq. ft. lot in Sarasota’s prestigious Cherokee Park. Elevated 23 feet above sea level and nestled on a wide, tree-lined street in the coveted West of Trail district—within the top-rated Southside school zone—this 4-bedroom, 3 full/2

Lenore Treiman MICHAEL SAUNDERS & COMPANY

Welcome to 3319 S Osprey Avenue, a glourious 2023 newly built home offering 4 bedrooms, 4.5 bathrooms, and over 3,500 sq. ft. of refined living. Blending elegance and functionality, the home features a gourmet chef’s kitchen with quartz countertops, custom cabinetry, and premium Fulgor Milano appliances, an inviting first floor primary suite with spa-like bath and walk-in California Closet, and

Austin Morris PLATINUM PALM PROPERTIES

This is your opportunity to make this warm and inviting bungalow yours! Located in the heart of Sarasota’s most sought-after West-of-Trail neighborhood, within Granada, this single-family residence is just minutes from Southside Village, SMH, Siesta Key and its world-renowned beaches while being in Flood Zone X. This light-filled, mid-century home offers the true Florida lifestyle with

Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

Discover Your Ideal Retreat at Plaza Gardens in Sarasota! Welcome to this beautifully remodeled, fully furnished two-bedroom condo situated in the heart of Sarasota! Surrounded by lush tropical greenery and well-kept gardens, this boutique-style residence is the perfect escape for those seeking a serene beach getaway. Located just southeast of Siesta Key’s North Bridge, you're only minutes away

Andrea Cohen COLDWELL BANKER REALTY

One or more photo(s) has been virtually staged. Welcome to your peaceful retreat in the heart of Sarasota! This beautifully maintained 2-bedroom, 2-bath condo is perfectly situated on the second floor, offering enhanced privacy, with serene views and filtered natural light throughout this West-facing unit. Enter through a spacious, oversized screened front porch—ideal for enjoying your morning

Jennifer Linehan MICHAEL SAUNDERS & COMPANY

Welcome to 1406 Tangier Way, a breathtaking expression of coastal contemporary luxury in San Remo Estates in Sarasota, where architectural excellence meets waterfront serenity. This 3,294 sq. ft. home is a seamless blend of sophistication, innovation, and artisanal craftsmanship, offering four bedrooms, three full baths, and unparalleled views of Sarasota Bay. Every detail has been meticulously

Faith Stutzman PHAM REALTY GROUP LLC

Welcome to your slice of paradise in this exceptional ground-level end-unit condo featuring two bedrooms and two bathrooms within the coveted Plaza Gardens community. This thoughtfully updated 1,131 square foot residence offers the perfect blend of comfort and convenience in one of Sarasota's most desirable neighborhoods.3 d tour Step inside to discover luxury vinyl wood flooring flowing

Patrick DeFeo, II PEOPLE'S TRUST REALTY

Nestled in a quiet and highly desirable Sarasota community west of Tamiami Trail, this charming condo offers unbeatable convenience with close proximity to Siesta Key Beach, Southside Village, Publix, dining, and everyday amenities. Featuring 2 bedrooms, each with its own ensuite bathroom, this 976 sq. ft. residence provides an efficient and comfortable layout ideal for both relaxation and

Michelle Ward COMPASS FLORIDA LLC

Nestled on one of Sarasota's most sought-after streets, this classic brick residence on South Drive presents a rare opportunity to own a truly special property in the heart of Cherokee Park. Lovingly maintained by its original owner, the home rests on an exceptional, oversized lot - enhanced by deeded access from South Lodge Drive, adding a unique level of privacy and convenience. The timeless

Kelly Quigley MICHAEL SAUNDERS & COMPANY

Experience the epitome of waterfront living in the sought-after San Remo neighborhood, ideally positioned at the tip of the peninsula. This exceptional 2022 custom-built residence offers sweeping panoramic views of Sarasota Bay and the city skyline, providing an unparalleled backdrop for everyday living. Boasting 4,359 square feet of thoughtfully designed living space, this home features 4

Barbara May MICHAEL SAUNDERS & COMPANY

An exceptional single-story Allegra home in Sarasota’s coveted West of Trail Flower Streets, perfectly positioned within the Southside School district and just steps from the charming Southside Village restaurants, shops, and Morton’s Gourmet Market. This impeccably designed 3-bedroom + office + bonus room, 2.5-bathroom home epitomizes modern coastal living and showcases the esteemed Kristi Ann

Lenore Treiman MICHAEL SAUNDERS & COMPANY

Spanish Mediterranean home located in Granada subdivision. This courtyard home comes complete with a Casita with great flex space... maybe you need an art studio, separate guest quarters, a caregiver’s suite or a home office. The possibilities are endless. The main house is a two bedroom, two bath residence. The Casita is a one bedroom, one bath space. Both are connected with the central

Tammy Garner COLDWELL BANKER REALTY

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. Just steps from the North Siesta Key Bridge, this residence combines a serene neighborhood setting with exceptional convenience to Sarasota’s top waterfront amenities. Inside, an open-concept layout highlights a newly designed kitchen

Faith Stutzman PHAM REALTY GROUP LLC

Pre-Construction. To be built. Introducing Coastal Elegance Just Minutes from Siesta Key Beach! Experience the ultimate coastal lifestyle by building your custom dream home in Sarasota's coveted Granada Park. This is your chance to create a personal sanctuary just minutes from the pristine sands of Siesta Key Beach. This rare offering includes a prime lot with all city-approved plans and permits,

Chad Fonder COLDWELL BANKER REALTY

Nestled in the heart of Sarasota within the top A-rated school district, this charming 3-bedroom, 1-bath home offers a prime position near various amenities. Located close to Siesta and Lido Key Beaches, the inviting shops and restaurants of Southside Village, the cultural richness of Downtown Sarasota, the upscale allure of St. Armands Circle, and the convenient Sarasota Memorial Hospital, this

Patrick Brogley KELLER WILLIAMS ON THE WATER S

Construction now complete! This stunning 2-story “Palonia IV Coastal” floor plan is one of the newest additions to the Allegra Homes collection of exquisite luxury residences and is located in the sought after West of Trail area near Siesta Drive, your direct pathway to Siesta Key. The cornerstone of the Allegra Homes’ vision is a dedication to excellence in custom home building and providing the

Karen Greco GRECO REAL ESTATE

This newly remodeled West of the Trail home sits on a rare spring-fed lake on a private street. The home has been tastefully updated and offers 2 en-suite guest bedrooms with a split-plan master bedroom. The home is complete with high ceilings, an open floor plan, new paint, new luxury plank flooring, contemporary fixtures, some new vanities, and other new features. Beautiful sliding doors and

Robert Sherman PREMIER SOTHEBY'S INTERNATIONAL REALTY

WEST of the Trail! Ground floor condo, offering quick and easy access to downtown Sarasota and Siesta Key. The enclosed lanai features vinyl windows and opens directly to the parking area, with your assigned space just steps away. Inside, the unit includes an in-home washer and dryer and a convenient Jack-and-Jill bathroom layout.

Robin De Busk STRINGER MANAGEMENT INC

OPPORTUNITY KNOCKS! Here is your chance to own the least expensive property in the most expensive neighborhood. It is all about location. This is a rarely available property and is situated in the highly desirable West of Osprey Ave. and just south of the Cherokee Park area. The home is a 76 year old Cracker style, one bedroom cottage built in 1949 on 50x104 lot. THIS HOME IS NOT LOCATED IN A

Dan Heschmeyers GULF SHORES REALTY

Welcome to 1915 Tulip Drive – a beautiful Single Story home you will love! This new construction Modern Coastal Single Story home is located West of the Trail in the preferred Zone X (unshaded) with elevated storm protection and easy access to Siesta Key beaches, Southside Village and Downtown Sarasota. Built strong and stylish by Majestik Homes, this 4 bedroom 4 bathroom residence blends

Michael Hankin MAJESTIK REALTY, INC