South Sarasota Homes with Sarasota Middle Middle School

Some homes are built. Others are envisioned. 1516 Ridgewood is the result of an uncompromising pursuit of excellence—a California Pacific Palisades-inspired waterfront estate where timeless architecture, extraordinary craftsmanship, and Sarasota's coveted boating lifestyle converge into one remarkable residence. Completely reimagined with virtually every surface, system, and space thoughtfully transformed, this exceptional home was designed to live as beautifully as it looks. Sunlight pours through expansive impact glass, illuminating sophisticated interiors where clean architectural lines, custom finishes, and seamless indoor-outdoor living create an atmosphere of effortless elegance. Every detail reflects a commitment to quality rarely found in today's market. Anchoring the home is a spectacular chef's kitchen designed for both culinary excellence and unforgettable entertaining. An extraordinary suite of Wolf and Sub-Zero appliances—including an eight-burner gas range with griddle, built-in coffee system, Cove dishwasher, designer refrigeration, oversized pantry, and a dramatic entertaining bar—is complemented by custom cabinetry, multiple beverage centers, ice makers, and a stunning temperature-controlled glass wine room worthy of the finest private collections. The primary suite offers a tranquil retreat inspired by the world's finest luxury resorts, while beautifully redesigned guest suites provide exceptional comfort and privacy. Throughout the residence, Turkish shell stone flooring, TruStile doors, EMTEK hardware, floating custom cabinetry, Level 5 wall finishes, and designer appointments create an understated elegance that feels both warm and sophisticated. Behind the walls lies a level of engineering that is seldom seen. A state-of-the-art Josh AI automation system seamlessly integrates lighting, climate, security, audio, and mechanical systems into one intuitive platform, placing the entire home at your fingertips. Whole-home True Audio speakers, buried fiber connectivity, dedicated IT infrastructure, multiple wireless access points, and integrated security provide technology equal to the home's extraordinary design. Constructed with longevity in mind, the residence showcases impact-rated windows and doors, concrete block construction, spray foam insulation, a standing seam metal roof, elevated mechanical systems, new electrical service, new plumbing, new water and sewer infrastructure, WiFi-enabled tankless water heaters, and countless improvements that reflect an unwavering commitment to enduring quality. Outside, the boundaries between home and resort disappear. A completely reimagined pool, expansive terraces, architectural ceilings, lush tropical landscaping, dramatic landscape lighting, and a fully appointed Wolf outdoor kitchen create an extraordinary backdrop for entertaining beneath Sarasota's spectacular sunsets. For boating enthusiasts, the experience is simply unmatched. With newly dredged water access, newer dock, and no bridges to Sarasota Bay, spontaneous afternoons on the water and unforgettable Gulf sunsets become part of everyday life. More than a luxury residence, 1516 Ridgewood is a home that inspires. It is the rare combination of visionary design, uncompromising construction, intelligent technology, and an incomparable waterfront setting—created for those who believe true luxury is measured not only by beauty, but by the extraordinary way a home makes you feel.

1516 Ridgewood Lane, South Sarasota

$3,100,000

3 Beds ⋅ 3 Baths ⋅ A4701375 MLS

On an elevated lot in the quiet, refined community of Kentwood Estates near Oyster Bay, this modern residence exudes Zen-like sophistication. From its contemporary architecture to its park-like half-acre grounds, 1556 Eastbrook Drive offers a uniquely compelling experience. Vaulted ceilings and insightfully placed windows create an ethereal ambiance as you enter this home. Bleached oak flooring (throughout the entire home) and abundant LED lighting create a bright, inviting environment. And, with concrete block construction, impact windows and doors, and a location well above flood zone, you’ll be secure no matter what the environment. Created for entertaining and effortless daily living, the upscale kitchen provides everything a home-chef wants, such as Thermador appliance package including custom separate built-in refrigerator and freezer, 48-inch dual fuel professional range and dishwasher; built-in drawer microwave, custom cabinetry, aluminum tambour, quartz countertops, rare quartzite backsplash, two sinks with disposals, Kohler Karbon articulating faucets and reverse osmosis drinking water system. Tucked behind the kitchen is a large utility area functioning as a butler’s pantry/work zone with John Boos countertops and wine cooler. On the other side of the kitchen is a full bath that serves as the pool bath. The main living area presents a 20-foot vaulted ceiling, architectural windows, gas fireplace, built-ins with accent lighting and a wall of sliding glass that leads to the outdoor retreat and pool. This central living area, including the open kitchen and dining space, ideally separates the guest rooms from the owners’ suite. Going from the main living area into the owners’ suite, you enter a large private area that can serve as an office/den, exercise space or quiet reflection area with its five oversized windows. The suite continues with a generous sleeping area and sliding glass doors. The adjacent spa-like bath is exquisite with floor-to-ceiling tile, designer fixtures, a multi-head shower and views of the tropical foliage outside. Walk-in closets include built-in custom cabinetry and remote control hangers. On the other side of the home are two generous guest rooms and full bath. The outdoor living area provides the epitome of Florida lifestyle. Accessed from the main living area and the owners’ suite, it offers ample covered sitting areas to accompany the outdoor kitchen with an Alfresco Grill, dining area and entertaining space with cypress ceiling and cabinetry. The heated saltwater pool includes fountains, underwater lighting, and an abundance of deck space to take in the sun and fun. The professionally landscaped half-acre lot is ideal for sports, pets, gardening or simply a park-like respite in daily life. The significantly oversized, climate-controlled garage is large enough for two full-sized vehicles and a work area, and it also includes an electric car charger. Essentially a smart home, most functions can be controlled through apps on your smartphone, as audio, security, climate, lighting and more are in your hands. Additionally, the owners replaced all three HVAC systems and invested more than $100,000 in landscaping. Optimally in the desired West of Trail area, this residence is close to Red Rock Park, The Field Club (historic private waterfront club with boating facilities), South Side Village, access to Siesta Key and everything that makes Sarasota a place to call home.

1556 Eastbrook Drive, South Sarasota

$1,000,000

8 Beds ⋅ 8 Baths ⋅ A4701436 MLS

Virtually Staged. Cash flow in paradise! This is a great Sarasota investment opportunity featuring two side-by-side duplexes with four rentable units sold together as one package, tucked on a quiet street just minutes from the sugar sand of Siesta Key and across the way from the newly updated Landings Plaza with its new shops and restaurants. Whether you are growing a portfolio or making your first multifamily move, the expensive work is already done here, leaving a true turnkey asset of solid one-story block construction with tastefully renovated units and updated major systems throughout. Both buildings received brand new roofs in 2024, fully permitted, complete with sealed roof decks and third-nail wind mitigation retrofits, and current wind mitigation reports are in hand that may help qualify for insurance premium reductions. Upgrades since 2023 also include new electrical panels in all four units, full attic ductwork replacement, a new A/C in one unit, cast-iron drain line remediation, and kitchen and bath remodels in select units. Each unit offers 2 bedrooms, a full bath, and a convenient half bath located in the primary bedroom, along with a private entrance, in-unit washer and dryer, wood-look luxury vinyl plank flooring, ceiling fans, generous storage, and its own yard space with off-street parking beneath mature mango and shade trees. With the Landings Plaza at the doorstep, the Gulf Gate corridor, the Legacy Trail, and the beaches all minutes away, year-round rental demand takes care of itself. The duplexes sit on two separate tax parcels but are offered together as a package only and will not be sold individually. Capital improvements summary, wind mitigation reports, and closed roof permits available. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

2047 & 2051 Fiesta Drive, South Sarasota

$434,900

2 Beds ⋅ 2 Baths ⋅ A4700488 MLS

Unlock the potential at 2711 Gulf Gate Drive! Situated on a desirable corner lot at the entrance to a quiet cul-de-sac, this spacious single-family home is the perfect opportunity for first-time homebuyers, investors, or anyone searching for their next renovation project. The exterior has been exceptionally well maintained, with several major improvements already completed, including a new roof (2021), A/C replaced in 2019, new flush-mount lighting throughout, updated electrical fixtures, a retiled guest bathroom, and an upgraded lanai. With many of the costly exterior and mechanical updates already taken care of, you can focus on bringing the interior to life. Inside, the home is ready for a complete cosmetic transformation, offering a blank canvas to create a modern living space tailored to your style. Whether you're looking to renovate your first home, complete a profitable flip, or create a strong long-term rental, this property offers the ideal foundation to add value and build equity. Conveniently located just minutes from Siesta Key Beach, Gulf Gate's popular restaurants and shopping, downtown Sarasota, and everyday conveniences, this home combines an outstanding location with incredible upside. If you've been searching for a property with great bones, solid updates, and endless possibilities, 2711 Gulf Gate Drive is ready for its next chapter.

2711 Gulf Gate Drive, South Sarasota

$449,900

4 Beds ⋅ 2 Baths ⋅ A4700880 MLS

Attention income seekers: here's a full duplex where two complete homes share one smart investment, each offering two bedrooms, one bath, and a floor plan ready to put money to work. With 1,694 square feet spread across both sides, this property practically hands you a built-in revenue stream from the moment you turn the key. The math is refreshingly straightforward. Two rentable units mean two monthly checks, giving you the flexibility to lease both for maximum yield or live in one while the other quietly covers your costs. Each home comes equipped with a range, refrigerator, and its own washer and dryer—amenities that keep tenants happy and turnover low. Better still, the property carries genuine renovation upside; a few thoughtful updates could lift rents and boost your return in short order. Location does plenty of the heavy lifting when it comes to attracting quality renters. Sprouts Farmers Market sits practically next door for effortless grocery runs, while Wharf Road Park offers green space for weekend leisure just around the corner. A nearby bus stop along Tamiami Trail keeps tenants well connected, and the surrounding Sarasota neighborhood adds steady demand that landlords love. Whether you're building a rental portfolio, seeking a house-hack that pays your mortgage, or simply chasing dependable cash flow, this duplex delivers the fundamentals plus room to grow. Opportunities that combine location, layout, and upside like this move quickly. Schedule your private showing today and start counting the returns. New Septic System being installed.

1805 Marbeth Street Unit 1805/1807, South Sarasota

$279,000

2 Beds ⋅ 2 Baths ⋅ A4699380 MLS ⋅ #8 BLDG.

Maintenance-Free Living Just Minutes from Siesta Key Beach! Enjoy the Florida lifestyle in this beautifully updated 2-bedroom, 2-bathroom villa, ideally located just a short bike ride from the world-famous Siesta Key Beach. This move-in-ready home has been thoughtfully updated throughout, featuring new flooring, modern appliances, renovated bathrooms, and impact-resistant windows for style, comfort, and peace of mind. The bright, open layout creates an inviting space that’s perfect for relaxing or entertaining. Whether you’re looking for a full-time residence, seasonal retreat, or investment opportunity, this maintenance-free villa offers the perfect blend of convenience and coastal living. Spend your days biking to the sugar-white sands of Siesta Key, exploring nearby shopping and dining, or simply enjoying the low-maintenance lifestyle. Don’t miss your chance to own this beautifully updated villa in one of Florida’s most desirable locations!

5865 Tidewood Avenue Unit 8, South Sarasota

$619,000

3 Beds ⋅ 2 Baths ⋅ A4699957 MLS

Experience the perfect blend of comfort, efficiency, and Florida living in this exceptional home, ideally located just 2.5 miles from the world-famous Siesta Key Beach. Situated on a spacious corner lot, this is one of the largest homes in the neighborhood, offering generous living space both inside and out. Step outside to your own private oasis featuring a large pool, heated with both solar and a new heat pump, surrounded by a beautiful new travertine pool deck and an expansive 54' x 24' screened lanai. With approximately 400 square feet of solid roof coverage, the lanai provides the ideal setting for year-round outdoor dining, entertaining, or simply relaxing by the pool. Upgraded with both peace of mind and energy efficiency in mind, the home features hurricane-rated windows and doors and owned solar panels that can provide most of the home's electrical needs. The water lines were completely replumbed in the past and the sewer lines were epoxy lined last year. These valuable upgrades offer long-term savings and added confidence for the new owner. The fenced backyard provides privacy and plenty of room for pets, gardening, or outdoor activities. Inside, the spacious primary suite offers a luxurious bathroom complete with a relaxing Jacuzzi tub, creating the perfect retreat at the end of the day. The garage includes additional storage space, making it easy to keep tools, beach gear, and seasonal items neatly organized. Conveniently located near shopping, restaurants, parks, and Sarasota's renowned beaches, this home offers the ideal combination of location, lifestyle, and modern efficiency. Whether you're searching for a full-time residence or a Florida getaway, this property delivers everything you've been looking for.

3136 Bispham Road, South Sarasota

$469,777

4 Beds ⋅ 2 Baths ⋅ A4697614 MLS

Excellent opportunity to own a well-maintained duplex in a highly desirable Sarasota location just minutes from world-famous Siesta Key Beach, Downtown Sarasota, shopping, dining, and transit. This property features two separate 2-bedroom, 1-bathroom units, making it ideal for investors seeking strong rental income or owner-occupants looking to offset their mortgage with rental revenue. Both entrances have enclosed lanai areas. The front unit lanai has laundry hookups. Tile flooring throughout, large kitchens, tub with tiled shower walls. Ceiling fans in bedrooms. Fenced on back and side of building. Both units offer comfortable floor plans with central air conditioning and charming fireplaces that add character and appeal. The rear unit includes a valuable two-car carport, dedicated storage area, and laundry hookups, providing additional convenience for tenants. 2011 Metal Roof, 2021 & 2022 HVAC. Owner pays water, electric separately metered. Attractive units and setup for long-term renters. Situated on a quiet street with easy access to Sarasota's beaches, cultural attractions, restaurants, and everyday conveniences, this duplex combines location, functionality, and investment potential. Buyer to verify all measurements, rental information, and property details.

2110 Palm Terrace, South Sarasota

$899,900

3 Beds ⋅ 2 Baths ⋅ A4696955 MLS

Opportunities like this are becoming increasingly difficult to find. Situated on nearly half an acre along a wide, scenic stretch of Phillippi Creek, this property offers the perfect combination of waterfront living, privacy, and an unbeatable central Sarasota location. Tucked behind a fenced driveway, the classic Sarasota ranch-style home welcomes you with its timeless charm. But the true showstopper is the backyard, a sprawling park-like setting with mature trees, expansive green space, and peaceful water views that create a private retreat right in the middle of town. This solid block home has been thoughtfully updated with a 2024 metal roof, laminate flooring throughout, stainless steel appliances, recessed lighting, and fresh exterior paint. The functional floor plan features a dedicated dining area, oversized laundry room, and a spacious two-car garage. For boating and water enthusiasts, the possibilities are exceptional. Subject to permitting, there may be an opportunity to add a dock and boat lift, providing direct access to Phillippi Creek, Sarasota Bay, and ultimately the Gulf of Mexico. Enjoy kayaking, paddleboarding, fishing, wildlife viewing, or simply relaxing while watching the water drift by. Located just minutes from Siesta Key, Downtown Sarasota, shopping, dining, and everyday conveniences, this property offers a lifestyle that is increasingly hard to replicate. Whether you're looking for a waterfront residence, a property to expand and customize, or simply a unique piece of Sarasota waterfront land, this is an opportunity you won't want to mis- schedule your private showing today!

2103 Lusitania Drive, South Sarasota

$399,500

3 Beds ⋅ 3 Baths ⋅ A4694071 MLS

Lender paid 1-0 Buydown Interest Rate by using our preferred lender! Welcome to Woodbridge Estates, where peaceful surroundings and natural beauty meet convenience and comfort. This VILLA feels like a single family home. Spacious 3-bedroom, 2 full and 1 half bath home has a large 2 car garage, offers an open floor plan with vaulted ceilings designed for easy Florida living and entertaining. The large living area flows seamlessly into the dining space and kitchen, creating an inviting atmosphere filled with natural light. The eat-in kitchen features stainless steel appliances, a pocket door for added privacy, an eat-at pass-through to the dining area, and a slider leading to a private courtyard—perfect for enjoying your morning coffee or evening relaxation. Sliders from both the living area and the primary suite open to a sunroom, extending your living space and bringing the outdoors in. The primary suite is a true retreat with a large walk-in closet and an en suite bath complete with dual sinks, a garden tub, separate shower, and private water closet. Bedrooms two and three each have sliders to a screened porch, providing private outdoor access and peaceful views. A convenient half bath is located off the foyer, while the laundry room includes a utility sink for added functionality. Surrounded by mature oak trees and lush landscaping, this pet-friendly community is ideal for walking and enjoying the outdoors. Residents of Woodbridge Estates enjoy access to a pond, pickleball and tennis courts, a HEATED community swimming pool, and an Association Manor House for social gatherings and events. Tucked away in a quiet setting yet just minutes from shopping, I-75, city conveniences, and some of the best beaches in the United States, this home offers the perfect balance of tranquility and accessibility. Gates are open 7am to 7pm daily

2644 Moss Oak Drive Unit 47, South Sarasota

$1,795,000

6 Beds ⋅ 5 Baths ⋅ A4693403 MLS

You’ll love entertaining guests and embracing the tranquility of waterfront living in this one-of-a-kind classic Key West home on Philippi Creek Bayou. Enter through mahogany doors to soaring cathedral ceilings that fill the home with natural light and create an open, airy atmosphere. Expansive water views can be enjoyed in most rooms, while the outdoor deck provides the perfect setting to relax and take in stunning sunset skies. Inside, the Key West coral fireplace, luxury vinyl plank flooring and thoughtful architectural details create warmth and character throughout. The kitchen is designed for gathering and entertaining, featuring stainless steel appliances, a stainless-steel chef’s cooking area, quartz countertops and a wraparound bar that encourages memorable moments with family and friends. The enormous primary suite serves as a private retreat with its own water-view balcony, charming gas fireplace and bay windows. The spa-inspired en suite bath offers dual vanities and a relaxing spa tub. Dedicated office space provides flexibility for working from home or creating a quiet study area for the kids. Upstairs, you’ll find four bedrooms, a balcony and two full baths. The lower level features an expansive entertaining area ideal for a growing family, game room, gym or play space, along with a convenient pool bath for hosting guests. Outside, enjoy the private open pool area positioned at the water’s edge with long, peaceful canal views. The waterfront lifestyle continues with a kayak launch, Jet Ski floats and a newer composite boat dock with a 13,000-pound lift ready for boating adventures. Adding even more appeal for boating enthusiasts, the county is currently dredging the canal to further improve water access and navigation. The home has also been thoughtfully updated with a newer roof and freshly repainted interior and the property has been well maintained with no known storm-related damage or water intrusion. Just minutes from Philippi Shores Elementary and Riverview High School, this exceptional property is ideal for a growing family that loves the outdoors. A treasured Suncoast oasis where privacy, comfort and waterfront living come together beautifully.

5544 Dinah Lane, South Sarasota

$119,900

2 Beds ⋅ 2 Baths ⋅ A4689984 MLS ⋅ B BLDG.

Live the Florida lifestyle you’ve been dreaming of—just minutes from the powdery white sands of Siesta Key Beach. This rarely available ground-floor, two-bedroom, two-bath end-unit condo combines location, upgrades, and effortless living in one exceptional package. From the moment you step inside, you’ll notice the light-filled, airy feel enhanced by extra windows—an exclusive perk of end-unit living—and a desirable south-facing position. This home features newer luxury vinyl flooring, newer appliances, impact windows (2019), AC (2020), and a brand-new roof (2025), offering true peace of mind. The open-concept layout seamlessly connects the living, dining, and kitchen areas—perfect for entertaining or simply relaxing after a day at the beach. Step outside through sliding glass doors to your oversized screened-in patio, where morning coffee and evening breezes become part of your daily routine. Located in Imperial Place, residents enjoy a community pool and convenient access to nearby attractions all while being just minutes from shopping, dining, and everyday essentials at Detwiler's Farm Market and the nearby Costco. Plus, you’re within easy reach of Downtown Sarasota, Venice, Sarasota-Bradenton International Airport, The Mall at University Town Center, and the natural beauty of Myakka River State Park. Whether you’re searching for a full-time residence, seasonal escape, or income-producing investment, this is the kind of opportunity that doesn’t last.

5476 Swift Road Unit 19, South Sarasota

South Sarasota Homes with Sarasota Middle Middle School

Newest South Sarasota Homes with Sarasota Middle Middle School