South Sarasota Houses for Sale

Located West-of-Trail in one of Sarasota’s sought-after neighborhoods, Oyster Bay Estates, this stunning waterfront home is designed for those who appreciate breathtaking views and effortless entertaining. With a prime position on Sarasota Bay, this gated estate captures panoramic vistas of the city skyline, preserve and mangrove islands, and beyond. Blending timeless elegance with modern

Joel Schemmel DOUGLAS ELLIMAN

Located in one of Sarasota's most desired neighborhoods, "West of the Trail" in Red Rock Park, this fabulous family home boasts 5 spacious bedrooms and 4- and one-half baths, an executive style office, gym attached to the primary, and upstairs bonus room! The oversized lot and huge fenced-in back yard make a perfect setting for families and pets and the huge lanai, salt-water pool and outdoor

Julie Warren COLDWELL BANKER REALTY

BEST BUY WEST OF TRAIL FOR NEW CONSTRUCTION. Why build when you can move right in. Nearly brand-new custom contemporary masterpiece, completed in December of 2024 and thoughtfully designed with luxurious finishes and top-tier functionality. Located just minutes from world-renowned Siesta Key Beach and vibrant downtown Sarasota, this 4-bedroom, 4.5-bathroom home with a den and bonus room spans

Ryan Carson RE/MAX ALLIANCE GROUP

Location, Condition, Price! WEST OF TRAILDiscover the ultimate blend of location, luxury, and lifestyle in this exquisite custom home, built in 2021 in the heart of it all . Set on an oversized 13,000+ sq. ft. lot in a peaceful, tree-lined cul-de-sac, this architectural masterpiece offers privacy and tranquility.Boasting four bedrooms, including two owner’s suites, and 3.5 baths, this

Inbal August DOUGLAS ELLIMAN

This exceptional custom-built residence with separate guest quarters is located in the highly sought-after Oyster Bay Estates on over half an acre of land and offers a private, luxurious lifestyle and a unique blend of modern upgrades. Situated in the desirable ‘West of Trail’ community near Sarasota Bay, the main house features 10-12 ft ceilings, travertine flooring, and surround sound

Ann Martin MICHAEL SAUNDERS & COMPANY

Own More For Less! Why go elsewhere when you can move right into a fully upgraded, better-than-new masterpiece designed for the way you really live? Welcome to this stunning 4-bedroom, 2.5-bath home by Majestik Homes—a builder known for blending timeless craftsmanship with contemporary flair. Set on a larger, meticulously landscaped corner lot, this residence offers nearly 2,900 SQFT of elevated

Derek Patti NEXTHOME EXCELLENCE

This spacious Sarasota home offers the perfect blend of location, layout, and livability, making it an exceptional choice for doctors and families. Doctors will appreciate the convenient proximity to Sarasota Memorial Hospital, while families benefit from easy access to top-rated schools such as Southside Elementary, Sarasota High, and Riverview High. Set on a half-acre lot along a spring-fed

Peter G. Laughlin PREMIER SOTHEBY'S INTERNATIONAL REALTY

Conveniently located West of the Trail, this 5-bedroom, 4.5 bath, 3619 sq foot residence was recently upgraded in 2022/2023 to meet the needs of the most discerning buyer. Featuring a center island and top-of-the-line appliances by Wolf, SubZero and Cove, the kitchen flows seamlessly to the living area where you are greeted by sliding glass doors that overlooks a backyard oasis. The heated pool

Victoria Turner MICHAEL SAUNDERS & COMPANY

One or more photo(s) has been virtually staged. Welcome to 2456 Missara Lane in beautiful Sarasota, Florida. This stunning residence offers the perfect blend of coastal living and modern comfort. Nestled in a highly desirable neighborhood, the property features Phillippi Creek water access with a private boat dock, making it ideal for boating, fishing, or simply enjoying the serene waterfront

Larry Starr SVN COMMERCIAL ADVISORY GROUP

Prepare to be impressed with artful expressions of design, beautifully tailored interiors and an open brightness filling the home and welcoming you to further explore the many subtle nuances and brilliant examples of excellence in craftsmanship. The talented team at Allegra Homes are experts at designing and building quality state-of-the-art homes with the best of family living in mind. Founder

Karen Greco GRECO REAL ESTATE

Pre-Construction. To be built. Modern Contemporary Farmhouse Style on just Over Half an Acre!This brand-new home is to be built and offers the perfect blend of clean and modern design with the warmth and charm of contemporary farmhouse style. Featuring high-end finishes, open concept living, and thoughtfully designed spaces, this is your chance to personalize your dream home from the ground

Samantha Jennen PREFERRED SHORE LLC

Step into a stunning, double-story contemporary masterpiece, offering 4 spacious bedrooms and 4.5 impeccably designed bathrooms. Crafted with meticulous attention to detail, this home features sleek block walls and double floors, each boasting an impressive 10-foot ceiling height. The hurricane-proof windows ensure both safety and tranquility, while the luxury vinyl flooring flows seamlessly

Olga Smith IMPERIAL PROPERTY GROUP LLC

This Florida bungalow's feng shui is unmatched! Thoughtfully renovated with a modern/coastal vibe and mid-century terrazzo flooring, the newly remodeled kitchen features a farmhouse sink, shaker cabinets, and new stainless steel appliances with an open floor plan to the dining and lounge area. The adjacent Florida room is bathed in natural lighting with a wall of windows that look on to the

Joe Sussingham SERHANT

Discover modern luxury in this private and serene 4-bedroom, 2.5-bathroom pool home, built in 2021 and designed for today’s lifestyle. Spanning 2,875 sq. ft., this contemporary residence offers the perfect blend of architectural elegance and everyday comfort.From the moment you enter, soaring ceilings and polished concrete floors set the tone for a sleek yet inviting atmosphere. The

Joseph Ebert RE/MAX ALLIANCE GROUP

Nestled in one of Sarasota’s most tranquil neighborhoods near Oyster Bay and the Field Club. This custom-built 2021 home blends modern comfort with coastal charm. Every detail was thoughtfully designed to suit the lot, maximize natural light, and create a low-maintenance tropical retreat. Step inside the inviting entryway, and you’re immediately welcomed by an airy, sun-filled interior. The

Jeffrey Hinrichs MICHAEL SAUNDERS & COMPANY

This WEST OF THE TRAIL HOME is a well maintained 3 bedroom, 2 bath single family home is located in a NON-FLOOD ZONE, in the highly sought-after area WEST OF THE TRAIL. Located in walking distance to Walt's Fish Market and Red Rock Park and is within 5 miles of the world-famous Siesta Key Beach! Connors Steak House, Morton's Market, vibrant downtown Sarasota and St. Armand's Circle are less

Jill Barbic FLORIDA BAY REALTY INC

One or more photo(s) has been virtually staged. Featured on TVs Fox 4! Welcome to 4074 Redbird Cir—a home that has a LOT of personality and curb appeal. This stunning 4-bedroom, 2.5-bath has been completely renovated. This beautiful move in ready home combines classic farmhouse charm with the ease and sophistication of modern living. Nestled on an expansive third of an acre corner lot in one of

Desiree Doggett NEXTHOME EXCELLENCE

Stunning Beachy Retreat with Pool! No HOA & Prime Sarasota Location!Looking for a home near the beaches, shopping, dining, and downtown Sarasota? Look no further! Nestled in a private cul-de-sac with no HOA, this beautifully updated 4-bedroom, 2-bath home offers the perfect blend of style, comfort, and convenience.Inside, you'll find vaulted wood plank ceilings with skylights that flood the home

Nikola Zafirovski CENTURY 21 BEGGINS ENTERPRISES

NOW RE-PRICED AND AN AMAZING VALUE, THIS GREAT WATERFRONT PROPERTY and single-family pool home is sited on nearly 1 acre of desirable, elevated land along the serene shores of Phillippi Creek and is a rare opportunity to own a private waterfront retreat in the heart of Sarasota. Tucked away in a quiet, established neighborhood and built at 16 ft above sea level in the X flood zone with great

Lenore Treiman MICHAEL SAUNDERS & COMPANY

Welcome to this beautifully updated, mid-century bungalow, where vintage Florida charm meets modern convenience in the heart of Sarasota, Florida! This meticulously maintained home features stunning original terrazzo floors—recently cleaned and polished to showcase their timeless appeal. The fully renovated kitchen is a true highlight, offering crisp shaker cabinets, gleaming granite countertops,

Julie Willett NEXTHOME BEACH TO BAY

Spacious & Nicely Renovated 3-Bedroom Home on Large Double Lot – Prime Location & New Roof!Discover this beautifully renovated home on a rare double lot, offering plenty of space and endless possibilities. Featuring 3 bedrooms, including one that could be used as a large flex space, this home is designed for comfort and versatility.Enjoy Florida living at its best with a bright

Stacy Lyn Carlin PREFERRED SHORE LLC

Located in one of Sarasota’s most prominent neighborhoods, this property enjoys a postcard-like setting featuring wide-open bay views on over an acre of land. Positioned in close proximity to The Field Club, the property enjoys approximately 200 feet of natural shoreline, a 150+ ft. long boat dock which is being restored, and a beautiful backyard with mature landscaping. There are Bay views from

Kim Ogilvie MICHAEL SAUNDERS & COMPANY

Stunning new construction by award-winning Trinity Custom Homes. Discover luxury and innovation in this remarkable four-bedroom-plus-den, 5.5-bath West of Trail home. This custom-designed residence showcases superior craftsmanship, offering a sophisticated blend of modern design and top-tier functionality. Every detail has been meticulously planned, from the gourmet kitchen, which features

Judie Berger PREMIER SOTHEBY'S INTERNATIONAL REALTY

Under Construction. The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you

Sara Boudarga HB REALTY GROUP INC.

Under Construction. : Introducing The Sanibel II by Heritage Builders a distinguished estate-style custom home that exemplifies elegant design and fine craftsmanship. Situated on nearly half an acre in the coveted Oyster Bay area West of the Trail, this single-level 3,862 sq. ft. residence offers four bedrooms, four and a half baths, and an unmatched blend of sophistication and comfort. From the

Sara Boudarga HB REALTY GROUP INC.

Under Construction. A unique opportunity to own a Nutter Custom Construction home, thoughtfully designed on an expansive lot in Field Club Estates. This 4,000 sq. ft., single-story residence maximizes its location by offering a spacious layout while maintaining a secluded, private feel. Upon arrival, you'll notice the gorgeous palms, mature landscaping, a three-car side-load garage, and

Morgan Marziali NCC PROPERTIES LLC

Pre-Construction. To be built. Step into the pinnacle of modern luxury with this stunning home located in the prestigious Oyster Bay Estates built by The Holliday Group. Nestled on a generous 18,991 sq ft lot with 71 feet of serene lake frontage, this modern oasis offers a blend of style, comfort, and sophistication. This home is not located in a flood zone and everything is on one level (no

Ryan Carson RE/MAX ALLIANCE GROUP