Downtown Sarasota Homes for Sale with Private Pool

Ensconced in the heart of the highly esteemed West-of-Trail Avondale neighborhood, this stunning 5-bedroom, 4.5-bath, 4400 square foot residence seamlessly blends timeless charm with modern luxury. Situated on a rare 14,750 sq ft oversized lot, the original 1952 home was extensively renovated and thoughtfully expanded in 2022, more than doubling its original square footage—all on a single level.

Jennifer Linehan MICHAEL SAUNDERS & COMPANY

Waterfront Estate in the gated community of Whitakers Landing, less than a mile to Downtown Sarasota. Nestled on the serene waters of Whitaker Bayou with direct access to Sarasota Bay, this exquisite estate blends timeless design with modern luxury. Built in 2006 and immaculately cared for, the home features a Brand-New Metal Roof and 7,233 square feet of beautifully crafted interior space with

Brandy Sheldon COLDWELL BANKER REALTY

Modern Key West Luxury on Sarasota Bay – Custom Maglich Home in Exclusive Gated Community. Welcome to Tocobaga Bay, an ultra-exclusive, gated enclave of just nine custom homes nestled directly on Sarasota Bay. This stunning 2023 Maglich Homes build offers the perfect blend of coastal elegance and cutting-edge design in one of Sarasota’s most coveted waterfront communities. Spanning over 5,600

Marni Hayden CHROME REALTY LLC

Pre-Construction. To be built. This stunning modern home embodies cutting edge design with contemporary aesthetics and timeless elegance. Floor-to-ceiling windows, framed by sleek wooden slats, create a breathtaking facade, inviting natural light while maintaining privacy. The carefully illuminated exterior accentuates the home's elegant architectural lines, making it a true work of art,

Ingrid Caruso COLDWELL BANKER REALTY

New, urban coastal residence in the Gardens of Ringling neighborhood in Sarasota’s desirable Downtown East. Wow, what a great location! Close to everything that makes Sarasota such a great place to live -- the Legacy Trail is just out the back gate, within one mile of Payne Park, downtown and Publix or Sprouts markets, and just two miles to Bayfront Park, Ed Smith Stadium, Sarasota Memorial

Andrew Tanner PREMIER SOTHEBY'S INTERNATIONAL REALTY

This charming 3 bed 2.5 bath cottage was originally constructed in 1915, and completely remodeled and renovated in 2018. This home is located on a quiet street in one of the most desirable West of the Trail neighborhoods, the Hudson Bayou. It's walking distance to Selby Gardens, Downtown Sarasota, Bayfront Park, and restaurants and shops. Perfect "old Florida" bungalow with the front porch that

Barbara May MICHAEL SAUNDERS & COMPANY

Three-Bedroom Pool Home with Great Potential in Ringling Park Located in Sarasota’s established Ringling Park neighborhood, this 3-bedroom, 2-bath home offers solid potential and a fantastic opportunity to make it your own. Set on a spacious pie-shaped lot, the property includes a BRAND-NEW roof, an in-ground caged pool, and ample yard space, fully fenced—perfect for outdoor living or

Ingrid Caruso COLDWELL BANKER REALTY

PRICE REDUCTION!! YOUR PRIVATE OASIS WEST OF THE TRAIL AWAITS! Just moments away from Downtown Sarasota, Southside Village and the beautiful Siesta Key...Welcome to this beautifully UPDATED home, perfectly situated on an oversized CORNER LOT in one of the area's most desirable neighborhoods Avondale. Perfect for your private residence, seasonal home and/or income investment property. Boasting a

Kurt Kraus PREFERRED SHORE LLC

Being in the same family for 75 years, this is a rare opportunity to own a stunning, nearly half-acre waterfront lot in the highly desirable Bay Point Park neighborhood of Sarasota. Situated on protected sailboat water with no bridges to the Gulf of Mexico, this unique property offers unparalleled access to the serene waters of Sarasota Bay, with breathtaking views of the iconic Ringling Bridge

Jennifer Linehan MICHAEL SAUNDERS & COMPANY

Nestled on the prestigious Bay Point Dr, this Georgian Colonial home blends timeless architecture & modern luxury. With over 6,300 sq.ft of high & dry living space—untouched by recent hurricanes—every detail of this four-bedroom, all-en-suite residence is designed for both grandeur & comfort. A stately front door opens to a grand foyer, flanked by a formal dining room perfect for entertaining & a

Kelly Mooney DOUGLAS ELLIMAN

If only these walls could talk! Presenting 908 Pomelo Avenue—a century-old bungalow-style property that offers a rare opportunity for today's buyer to own a true piece of Sarasota’s historic charm. This historically registered homestead is situated on two and a half lots in the heart of Sarasota, in close proximity to public access points on Hudson Bayou and a short drive to downtown, beautiful

Tiffney Mosley LESLIE WELLS REALTY, INC.

Developer alert! Gillespie Park in Downtown Sarasota.An amazing opportunity to develop 30 residential units in the charming Gillespie Park Subdivision, a short walk or bike ride to Downtown Sarasota. The architectural conceptual plan designed by Hoyt Archtitects contains a site plan with a perfect mix of smaller and larger residential units with on site parking for 30 cars and street

Ryan Miller HARRY ROBBINS ASSOC INC

Pre-Construction. To be built. Experience modern luxury at an incredible price in this brand-new 3-bedroom, 2.5-bath single-story home in the heart of Sarasota. Featuring imported Italian cabinetry, flooring and fixtures, hurricane impact windows, and sleek contemporary finishes throughout, this home is designed for both style and comfort. The private outdoor oasis includes an in-ground pool,

Rinat Sikdar COLDWELL BANKER REALTY

Under Construction. New, contemporary residence in Paver Park just east of downtown Sarasota. Wow, what a great location! Close to everything that makes Sarasota such a great place to live — across from the Legacy Trail, within one mile of Payne Park, downtown and Publix, and just one-and-a-half miles to Bayfront Park, Sarasota Memorial Hospital and Southside Village. This 2,876-square-foot

Andrew Tanner PREMIER SOTHEBY'S INTERNATIONAL REALTY

Pre-Construction. To be built. Modern Ranch-Style New Build by Yoder Homes. Discover modern living at its finest in this stunning new construction home nestled in sought-after Ringling Park—just one block from the iconic Ringling Boulevard and minutes from downtown Sarasota and world-famous beaches. This thoughtfully designed 3-bedroom, 2-bath residence features a spacious Great Room with

Ingrid Caruso COLDWELL BANKER REALTY

One or more photo(s) has been virtually staged. Under Construction. Introducing the Bahia Vista Model by Yoder Homes, a stunning two-story residence from their popular Metro Series. This exceptional new build boasts superior block construction, a durable metal roof, a spacious three-car garage, and impact-resistant windows, doors, and sliders, offering added peace of mind and safety.Step inside

Ingrid Caruso COLDWELL BANKER REALTY

Some Photos Have Been Virtually Staged. HUGE PRICE REDUCTION ! Outstanding opportunity to own a brand-new luxury home in the heart of Sarasota. This Well-Constructed (NO KNOWN DAMAGE FROM STORMS) 4-bedroom, 4 full bath custom built 2 story pool home boast 3628 sq ft of living area plus a 2-car garage with epoxy finish. From the paver driveway and walkway with wood ceiling to the elegant hurricane

Marty Garcia BERKSHIRE HATHAWAY HOMESERVICE

Pre-Construction. To be built. Introducing Orange One, your new sanctuary in downtown Sarasota and the Rosemary District. This is its newest and brightest shining star named Orange One, which is a 30-unit mixed-use development in the sought-after Rosemary District. This phase is defined by harmonious European design, which shines with 10 three-story townhome residence sanctuaries along 4th

Frank Lambert PREMIER SOTHEBY'S INTERNATIONAL REALTY

Pre-Construction. To be built. Introducing Orange One, your new sanctuary in downtown Sarasota and the Rosemary District. This is its newest and brightest shining star named Orange One, which is a 30-unit mixed-use development in the considerably sought-after Rosemary District. This phase is defined by harmonious European design, which shines with 10 three-story townhome residence sanctuaries

Frank Lambert PREMIER SOTHEBY'S INTERNATIONAL REALTY

Pre-Construction. To be built. Your opportunity to own your own custom designed home. Vacant land not in a flood zone with custom builder plans to build total $2 million home. This breathtaking lot offers 12,195 sq ft of cleared land, trees and original house removed. Located on a quiet cul-du-sac close to downtown restaurants and shops. A traffic free walk to Payne Park, also a short walk to

Tom Hanly HANLY ASSOCIATES REALTY