Homes For Sale in Sarasota 34239 - 209 homes

Remarks: Welcome to your Sarasota sanctuary—where timeless character meets modern comfort in one of the city’s most desirable locations. Nestled just off Bahia Vista and minutes from downtown, this beautifully maintained 3-bedroom, 2-bath home offers an open-concept design and a relaxed coastal feel that perfectly captures the Sarasota lifestyle. From the moment you arrive, you’ll appreciate the inviting curb appeal and fully fenced backyard complete with multiple seating areas—ideal for entertaining or enjoying quiet evenings outdoors. Step inside to discover a bright, spacious living area featuring beautiful tile floors, a cozy fireplace, and a skylight that fills the home with natural light. The updated kitchen showcases stylish finishes, wood cabinetry, and modern appliances that make everyday cooking a pleasure. The open layout flows seamlessly into the dining and living spaces, creating an easy, welcoming vibe. Each bedroom is generously sized, with the primary suite offering a walk-in closet and private ensuite bathroom for ultimate comfort. This home’s location is truly unbeatable—walking distance to Sarasota Memorial Hospital, Arlington Park, and Bahia Vista, and just minutes to downtown Sarasota’s dining, arts, and shopping scene. Families will love being within the A-rated school district, including Alta Vista Elementary, Brookside Middle, and Sarasota High. With a combination of classic charm, thoughtful updates, and an outstanding central location, this home delivers the best of Sarasota living—whether as a primary residence, seasonal escape, or investment opportunity. Schedule your private showing today and experience the perfect blend of character, comfort, and convenience in the heart of Sarasota.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Jack Medford (856-275-7704)

Remarks: 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 FLOOD ZONE. The tax records show 576 sq. ft. of living but with the addition of the fully enclosed front and back FL room and storage area there is about 856 sq. feet of living. No question here, this property is being offered for it's tremendous location and potential to remodel or to build new on this quaint treelined canopy street in this historic neighborhood. This exceptional location is only 1/2 mile to the north bridge to Siesta Key, 4 minutes to Southside village shops and restaurants, 3 minutes to the "A" rated Southside Elementary School and only 5 minutes to Sarasota Memorial Hospital. Currently the home is being used as a daytime home/office and storage area. Twelve adjoining lots feature some new multimillion dollar homes and/or are in the development process. Due to it's age and condition, the property is being sold AS-IS without any seller warranties. So take a drive by. Bring your ideas, your architect, contractor and imagine the possibilities.

Listing is courtesy of: GULF SHORES REALTY (941-488-6644)

Listing Agent: Dan Heschmeyer (941-544-1222)

Remarks: Under Construction. Owner/Agent. Custom luxury home under construction in Sarasota's highly desired "west of trail" Granada location. 3,165 SQFT, 3 bedrooms, 3.5 baths. First floor includes master bedroom, office, eat-in kitchen, family room with fireplace, & laundry. Second floor consists of 2 bedrooms, 2 bathrooms, and a loft area. Thermador built in appliances, engineered hardwood floors, custom cabinets, pool with spa, fenced yard, 2 car garage, impact windows and doors, open floor plan. End of 2026 for completion. Less than a mile to the north Siesta Key bridge. Close to shopping, gas station, Siesta Key, and under 2 miles to downtown Sarasota.

Listing is courtesy of: HOUSEMAX REALTY LLC (941-315-1990)

Listing Agent: Paul Defelice (941-315-1990)

Remarks: Stunning waterfront three story, coastal modern, single-family waterfront home is the perfect blend of comfort and luxury located in the treasured Cherokee Park neighborhood. Nestled on a street adorned with majestic oak and canopy trees, this exceptional property offers both privacy and grandeur. As you approach this generous lot, you'll be greeted by an electric gate entryway. Choose to park in either the detached two-car garage beneath the guest house or the hidden 6-8 car garage on the side of the house. The garage level features a private gym with a bathroom and an extraordinary outdoor living space that includes both covered and uncovered areas, a stainless steel outdoor kitchen, and a fire pit. Entering the home, you're captivated by a glass box foyer entryway with a custom staircase and state of the art glass elevator. There is also an entryway through the 6+ car garage leading to the elevator. The spacious second-floor living area boasts an open floor plan perfect for any event. The elegant great room features a custom glass floor and firebox, leading to a beautiful open kitchen with custom cabinets, waterfall stone countertops, and Subzero and Wolf appliances. Adjacent to the kitchen is a bonus room and an open yet private dining room, ideal for a wine collector with its floor-to-ceiling glass wine cellar that doubles as an art piece. Behind the kitchen cabinetry, you'll find a separate sizable pantry and laundry room. This floor also features a beautiful balcony accompanied by a glistening hot-tub/dipping pool that waterfalls into your main pool. Make your way to the third story to find 4 on suite bedrooms and a second laundry room. The primary bedroom offers an expansive layout that seamlessly blends comfort and elegance. The true highlight is the gorgeous balcony overlooking the pool that leads to a staircase up to the breathtaking rooftop. From here, you will enjoy panoramic views of the spectacular Sarasota. Whether you’re hosting a sunset soiree or savoring peaceful morning coffee, this rooftop oasis provides an extraordinary vantage point. This seamless indoor-outdoor flow and the captivating scenery make this property a true gem for those seeking both luxury and tranquility in a prime location.

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Kelly Gettel (941-315-2525)

Remarks: Mid-century inspired architecture paired with a complete modern renovation, set along a tranquil creek that offers a peaceful waterfront backdrop with a unique elevated setting. Positioned high above the water, the home enjoys serene views, with frequent wildlife sightings from both inside and out. Recent improvements include a new roof, hurricane-rated windows, designer lighting, and all new large-format tile flooring throughout. A dramatic step-down living area adds architectural character, while the custom kitchen remodel features high-end KitchenAid appliances and bar seating ideal for entertaining. Two spacious bedrooms include walk-in closets, and the expansive Florida room—finished with upgraded window tint—serves as a versatile flex space that could easily accommodate a Murphy bed. The home offers two beautifully updated bathrooms, including a hall bath with a separate tub and walk-in shower, and a well-appointed primary bath with a large walk in shower and bench. Situated on a 10,000+ sq ft oversized corner lot, the property features a new paver driveway, extended patio, and a generous side yard that could accommodate a future pool or expanded outdoor living space. Mature trees create a natural backdrop behind the home, enhancing the peaceful water setting. Despite its waterfront location, the home sits high above sea level, has never flooded, and has withstood hurricanes. The garage is enhanced with a newly installed Shark Floor coating, providing a durable, sleek, and easy-to-maintain finish. Enjoy tranquil outdoor living with water behind the home, where you’ll regularly spot fish, turtles, and a variety of birds in your own private nature retreat. Not located in a flood zone, and with no HOA or CDD fees, this move-in-ready property offers freedom, flexibility, and peace of mind. Located in the highly desired Southgate Neighborhood. Conveniently located minutes to downtown Sarasota, approximately 10 minutes to Siesta Key Beach, and between two top-rated hospitals. Turn-key, move-in ready, and truly one of a kind.

Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)

Listing Agent: Marlin Yoder (941-893-7406)

Remarks: Under contract-accepting backup offers. An exceptional opportunity to own a striking example of Sarasota’s celebrated midcentury-modern architecture. Originally designed in 1957 for the Stottlemyer family, this thoughtfully preserved residence is one of the few larger homes of its kind, offering timeless design, architectural integrity, and modern livability. Vaulted ceilings, exposed beams, and exquisite terrazzo floors define a wide-open, gallery-like floor plan—ideal for showcasing art and design collections. Walls of sliding glass doors accented by transom windows and soaring 10-foot ceilings flood the interior with natural light, creating a seamless connection between indoor and outdoor living. Lovingly maintained and sensitively updated over the years, the home now offers four bedrooms and two baths with approximately 2,252 square feet under air. The open eat-in kitchen features trendy, era-complementary concrete countertops, while the bathrooms retain their original tile, honoring the home’s midcentury roots. Bedrooms include cedar-lined closets, adding warmth and functionality. Additional features include a one-car garage and a one-car carport, along with hurricane shutters and a newer metal roof for added peace of mind. Outside, a low-maintenance, Florida-friendly landscape with mature fruit trees creates a serene setting, while the backyard offers a tranquil, Zen-like retreat with ample space for outdoor entertaining. Ideally located in the highly sought-after Southside School District, just blocks from Siesta Drive, this home enjoys exceptional convenience to Southside Village, world-renowned Siesta Key beaches, and Sarasota’s vibrant downtown cultural scene. A rare architectural offering—rich in history, light, and livability—this is midcentury Sarasota at its finest.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Stephanie Church (941-724-5448)

Remarks: Don’t miss this opportunity to own a “West of the Trail” home in one of Sarasota’s most sought-after neighborhoods on a tree-lined quiet street. This three-bedroom residence features a desirable split-bedroom floor plan and a spacious living room that opens to a screened, caged swimming pool surrounded by brick pavers--perfect for indoor/outdoor living. The home also offers a comfortable family room with a wood-burning fireplace, a separate dining room with access to a paved backyard patio, and a breakfast bar that connects to the gally-style kitchen. Abundant storage and closet space galore can be found throughout, including built-in cabinetry in the primary bedroom and family room. Roof and water heater were replaced in 2016, pool pump/filter and pool sweep replaced in 2024. The home’s excellent curb appeal is highlighted by mature oak trees, lush tropical vegetation, blooming azaleas, and a circular driveway plus a two-car garage which provides additional storage. This inviting property offers both charm and functionality – an ideal place to call home.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-383-7591)

Listing Agent: Susan Smith (941-302-3440)

Remarks: Presenting a distinguished waterfront estate located in Sarasota’s premier bayfront community, Harbor Acres, widely regarded as the city’s most coveted neighborhood. Perfectly situated on a protected deep-water boat basin, this property offers immediate access to Sarasota Bay with the added benefit of a boat dock and lift on calm waters-ideal for larger vessels. With prized southern rear exposure, the home is bathed in natural light throughout the day, while capturing glowing sunsets across the water — a rare and highly desirable feature for waterfront living. The thoughtfully designed 4-bedroom, 6 bath floor plan offers exceptional flexibility and privacy, with distinct guest wings that function almost as private suites — ideal for hosting extended family, visiting friends, or even live-in arrangements without sacrificing personal space. The seamless flow between formal and casual living areas makes the home equally suited for elegant entertaining or relaxed everyday living. At the heart of the home, the chef’s kitchen features beautiful quartz countertops, island, abundant cabinetry, and premium appliances, opening effortlessly to the family room and outdoor living areas. A striking double-sided gas fireplace creates ambiance between key gathering spaces, enhancing both intimate evenings and larger gatherings. Enjoy the rare luxury of choosing between two primary suites. Both primary suites are serene retreats offering generous proportions, tranquil water views, and a spacious walk-in closets with custom built-ins designed for optimal organization. The spa-inspired baths provides a luxurious escape at the end of the day. Outdoor living is where this property truly shines. A fully equipped summer kitchen anchors the covered lanai, creating the perfect setting for waterfront dining and entertaining. The infinity edge pool, spa and outdoor lounge areas overlook the wide boat basin, where you can watch dolphins pass and boats glide by — all from the comfort of your own backyard.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Kim Ogilvie (941-951-6660)

Remarks: This is the One! *Rarely available opportunity just a short walk or bike ride to World Famous Pinecraft*This well-maintained 3 bedroom, 2 bath home features a durable metal roof and a sparkling inground pool with a screened-in lanai—perfect for relaxing or entertaining year-round*

Listing is courtesy of: BEACHY PROPERTIES (941-371-8163)

Listing Agent: Dave Beachy (941-371-8163)