Courtesy: MICHAEL SAUNDERS & COMPANY
941-951-6660
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 two-story design features generously scaled living spaces that exude warmth and charm. The main floor offers three well-appointed bedrooms, two and a half bathrooms, formal living and dining rooms, and a welcoming family room that flows seamlessly into the kitchen. A cozy den/library with custom built-ins provides a peaceful retreat for work or relaxation. The upper level is dedicated to the expansive primary suite, complete with two full bathrooms and abundant space to fret your ideal sanctuary. Outdoors, a canopy of mature trees and lush landscaping surround the pool and deck - perfect for entertaining. Located outside of the flood zone and just minutes from Siesta Key Beach, Southside Village, and Downtown Sarasota, this property offers endless potential to renovate, expand, or build new in one of the city's most desirable neighborhoods.
Courtesy: COMPASS FLORIDA LLC
941-279-3630
One or more photo(s) has been virtually staged. 3576 San Remo Terrace – A Waterfront Masterpiece in Sarasota Discover 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 access. With an unrivaled location & architectural grandeur it is positioned just over the North Bridge to Siesta Key, this estate delivers spectacular bay views without the flood risks or accessibility challenges often associated with barrier island living. Set on the preferred side of San Remo Terrace, the home enjoys mesmerizing sunset panoramas, deep-water access to the Gulf, and a private, tree-lined setting. A grand custom entryway welcomes you into a world of refined luxury, where turquoise water vistas and the gentle movement of passing boats create an immediate sense of tranquility. The circular paver driveway, lush tropical landscaping, and striking architectural design set the tone for an extraordinary living experience. Designed for entertaining and everyday indulgence. The expansive open floor plan is tailored for both grand gatherings and intimate moments. A grand salon, spacious family room, and a fireplace-accented dining space establish an inviting atmosphere for hosting. The chef’s kitchen is a culinary masterpiece, featuring dual islands with exotic stone countertops, a six-burner gas stove with griddle, double ovens, warming drawer, and an oversized refrigerator/freezer—crafted for culinary excellence. A wet bar and 625-bottle climate-controlled wine room provide the ultimate setting for connoisseurs and casual entertainers alike. With 4 bedrooms, 4.5 baths, an oversized office, and a versatile upstairs entertaining space, this home offers unmatched comfort and functionality. The primary suite on the main floor serves as a serene haven, complete with a luxurious en suite bath, while a private guest suite on the second floor ensures exclusivity for visitors. Step outside into a world of unparalleled alfresco luxury. A resort-style infinity-edge pool takes center stage, surrounded by an expansive paver deck with multiple seating and dining areas—perfect for sun-drenched afternoons or moonlit gatherings. Lush landscaping wraps this serene retreat, creating an oasis for relaxation or playful indulgence. For boating enthusiasts, this estate presents unmatched access to Sarasota’s famed waterways. Brand-new dock & 10,000-lb boat lift Kayak & paddleboard access Fortified seawall The Best of Sarasota Living! This home offers effortless proximity to downtown Sarasota, Siesta Key’s award-winning beaches, fine dining, top-tier schools, and world-class healthcare facilities. Don’t miss the rare opportunity to make this timeless, Tuscan, luxurious waterfront estate your own!
Courtesy: PREFERRED SHORE LLC
941-999-1179
One or more photo(s) has been virtually staged. West of Trail luxury meets modern innovation at 1759 Waldemere Street. This brand-new, custom-built residence embodies timeless design, contemporary craftsmanship, and intentional indoor–outdoor living. Set on a .33-acre lot just steps from Southside Village and Sarasota Memorial, the home delivers sophistication, convenience, and exceptional attention to detail in one of Sarasota’s most sought-after neighborhoods — a rare opportunity in the coveted West of Trail community. Spanning 4,513 square feet, the two-story floor plan features four bedrooms, five baths, an office with private entry, and a media room that opens to a 480-square-foot balcony overlooking the property. Designed for both everyday living and elegant entertaining, the home showcases expansive sliding glass doors that blur the line between indoors and out, opening to a heated saltwater pool, spa, and lush landscaped backyard for year-round enjoyment. The designer kitchen serves as the heart of the home, featuring Sub-Zero and Wolf appliances, custom cabinetry, imported stone, and a hidden butler’s pantry. The first-floor primary suite epitomizes luxury with zero-corner sliders that open directly to the pool and outdoor living area. Inside, a spa-inspired bath includes a freestanding tub, walk-in shower, and a custom built-in walk-in closet. Upstairs, two en suite bedrooms and a second-floor primary suite give privacy for family or guests. A versatile media room and expansive outdoor terrace complete the level, overlooking the serene backyard oasis. Every detail has been thoughtfully curated — from the bespoke, locally handcrafted Sapele wood entry door to hurricane-impact windows and doors, a three-car garage with epoxy flooring, and professional landscaping surrounding the fenced backyard. Ideally located in the highly regarded Southside Elementary School district, near Sarasota Memorial Hospital and the shops and dining of Southside Village, with downtown Sarasota, Siesta Key, Lido Key, and St. Armands Circle just minutes away. This is more than a home — it’s a statement of Sarasota luxury living.
Courtesy: KW COASTAL LIVING III
941-900-4151
Luxury Living Near Siesta Key and Downtown Sarasota! Experience the ultimate in luxury and comfort in this stunning 6-bedroom, 6.5 -bathroom coastal retreat. Designed for relaxation and effortless living, this home features a private heated pool, spacious outdoor living areas, and elegant interiors—perfect for those seeking a serene yet sophisticated lifestyle. Step into your own slice of paradise, where the heated pool invites you for a refreshing dip, and the expansive outdoor dining area and second-level balcony provide the perfect spaces to unwind. Whether you’re enjoying a morning coffee in the Florida sunshine or an evening cocktail poolside, this home offers an unparalleled outdoor experience. Inside, the open-concept layout creates a seamless flow between the living, dining, and kitchen areas. The chef’s kitchen is equipped with high-end appliances, ample counter space, and designer finishes, making it both beautiful and functional. With multiple spacious bedrooms, including four king suites and well-appointed bathrooms, comfort and privacy are at the forefront of this home’s design. Just a short drive from world-famous Siesta Key Beach, this home provides easy access to soft white sands, turquoise waters, and the vibrant Siesta Key Village. Enjoy boutique shopping, fine dining, and entertainment, all just minutes away. Don’t miss the opportunity to own this luxurious retreat—schedule your private tour today!
Courtesy: LOKATION
954-545-5583
PRICE ADJUSTMENT! $25,000 PRICE REDUCTION. RARE OPPORTUNITY IN SOUTH GATE! One of the largest ranch style homes in the neighborhood is available with four oversized bedrooms, including dual master suites, three bathrooms, extra large family room and a huge INDOOR pool. This home is over 6500 square feet under roof and almost 3400 square feet of air-conditioned space. Please refer to the floor plan to better understand the scale and configuration of this truly unique property. This home has been meticulously maintained and updated continuously by the current owners. An extensive list is provided in the attachments, but they include: new roof, new re-piping, new solar panels, new flooring, new lighting, county water and sewer tie ins, landscaping, impact windows, new pool resurfacing, new pool deck tile and much more. The home is on a double cul de sac street surrounded by the Philippi Creek. The public schools are some of the best in the county. This home is large enough for a family, or a couple that likes the luxury of lots and lots of space.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-951-6660
The West of Trail BEST BUY!! Located between Osprey Avenue and Orange Ave, rarely will you find a 2500+ square foot cement block home on an oversized corner lot (100' x 142') with 3 bedrooms, 2 bathrooms, 2 car attached garage and pool for this price. Open floor plan with high ceilings in living areas, wood flooring, spacious living and dining areas, wine cellar, separate laundry room, screened in pool and large lanai. Automatic driveway gate for garage side entry on Osprey and circular drive on Loma Linda. Prime location just down the street from popular Southside Village shops and restaurants and in highly acclaimed schoold districts. Come see for yourself and have a very pleasant surprise. No interior storm damage in the home.
Courtesy: COMPASS FLORIDA LLC
941-279-3630
BUILD YOUR DREAM HOME IN HARBOR ACRES! Welcome to HARBOR ACRES Sarasota's most coveted neighborhood! This beautiful neighborhood is nestled close to St. Armand's Circle, Southside Village, and the vibrant pulse of downtown Sarasota. Here, coastal living seamlessly mingles with cosmopolitan delights—you’re just moments away from sun-kissed beaches, boutique shopping, exquisite dining, and the lively heartbeat of the city. This is an amazing opportunity you do not want to miss out on! **Home was affected by both storms and is being sold as land value.**
Courtesy: LOYD ROBBINS & CO. LLC
941-957-9300
3 homes located in the HEART of PINECRAFT, A 4 bedroom, 3 1/2 bath MAIN HOME, a detached 2 BEDROOM, 2 BATH home and a 1 bedroom, 1 bath home. . Use for INVESTMENT or a FAMILY COMPOUND... A renovation like no other by one of the best contractors in town. Both the MECHANICS and COSMETICS of these properties are astounding, with thought and consideration evident in every room. All the DRAINPIPES have been replaced with PVC, and the PRESSURE LINES are new and supported by TANKLESS HOT WATER HEATERS. The ELECTRICAL SYSTEM has been completely updated, including the panel, wiring, and fixtures. The NEW KITCHEN has stainless steel appliances and granite countertops, with an enormous number of cabinets and counter space. In the MAIN HOUSE, the primary bedroom is complemented by a spacious bathroom and walk-in closet, which includes an ADDITIONAL WASHER/DRYER for that end of the house. The OFFICE, located off the primary bedroom, has its own outside entrance. All the bathrooms are NEW, as are the IMPACT WINDOWS. The main house features a NEW METAL ROOF. The OUTSIDE KITCHEN is made of composite materials not prone to decay. Additionally, the property includes a DETACHED 2-bedroom, 2-bath home that has been completely renovated to the high standards of the owner/contractor, from the drainpipes to the new roof and has a 20 x 08 covered porch... There is also a DETACHED 1-bedroom, 1-bath apartment with a long-term tenant in place. The property boasts a HUGE GARAGE/WORKSHOP and a 2-car carport. Everything is connected by a spacious paver brick driveway and patio sitting area, surrounded by lush landscaping that brings the final touches to this TRULY REMARKABLE INVESTMENT or FAMILY COMPOUND.
Sarasota is located in Florida. Sarasota, Florida 34239has a population of 53,786. Sarasota 34239 is more family-centric than the surrounding county with 19.88% of the households containing married families with children. The county average for households married with children is 17.15%.
The median household income in Sarasota, Florida 34239 is $62,615. The median household income for the surrounding county is $69,490 compared to the national median of $69,021. The median age of people living in Sarasota 34239 is 49 years.
The average high temperature in July is 90.7 degrees, with an average low temperature in January of 50.9 degrees. The average rainfall is approximately 56 inches per year, with 0 inches of snow per year.
