South Sarasota Homes with Private Entrance Exterior Features

South Sarasota Homes with Private Entrance Exterior Features

Welcome to South Sarasota, a hidden gem nestled in the heart of Florida's stunning Gulf Coast. This vibrant community is known for its picturesque landscapes, lush greenery, and a welcoming atmosphere that makes it a perfect place to call home. With its prime location in Sarasota County, residents enjoy easy access to pristine beaches, world-class dining, and a rich cultural scene that includes art galleries, theaters, and music festivals.

One of the standout features of homes in South Sarasota is the allure of private entrance exterior options. Imagine stepping into your own personal sanctuary, where the hustle and bustle of everyday life fades away. These homes often feature beautifully landscaped yards, offering a serene environment for relaxation and outdoor gatherings. The private entrances provide an added layer of privacy and convenience, allowing you to come and go as you please without the distractions of shared spaces.

In South Sarasota, you can find a variety of architectural styles, from charming single-family homes to modern designs that cater to all tastes and preferences. Many properties boast spacious layouts, updated amenities, and inviting outdoor spaces perfect for entertaining or enjoying a quiet evening under the stars.

Whether you’re a first-time homebuyer, a growing family, or looking to downsize, South Sarasota offers a unique blend of comfort, community, and convenience. Explore the possibilities of making this enchanting area your new home, where every day feels like a vacation in paradise. Come discover the perfect home with a private entrance that suits your lifestyle today!

Newest South Sarasota Homes with Private Entrance Exterior Features

$450,000
3 Beds ⋅ 3 Baths ⋅ Gibson Bessie P Sub SubDv. ⋅ 34231 Zip Code
Coastal Freedom Near Siesta Key | 1848 Mova St, Sarasota, FL 3423. Welcome to your coastal sanctuary, ideally located in a quiet Sarasota neighborhood just minutes from the Intracoastal Waterway and the soft sands of Siesta Key. This rare property comes with no deed restrictions, offering you complete freedom to live without HOA hassles and store your boat, trailer, or RV right at home. Water lovers will appreciate the community water access featuring a convenient canoe launch, making spontaneous paddles along the waterway an everyday luxury. Inside, the home features 3 bedrooms, 2 full bathrooms, and 1 half bathroom across a generous floor plan designed for comfortable daily living and entertaining. The main living areas extend seamlessly into an expansive enclosed patio, providing plenty of room to relax and enjoy Florida's year-round sunshine in a private, weather-protected space. Major updates bring lasting durability and complete peace of mind to your investment, including a roof installed in 2022 and partial impact-resistant windows and doors. Complete with a spacious attached 2-car garage for parking and extra storage, this home perfectly blends independence, security, and prime Sarasota coastal access.

1848 Mova Street, Sarasota
$600,000
3 Beds ⋅ 2 Baths ⋅ Colonial Terrace SubDv. ⋅ 34231 Zip Code
Come visit your home in Paradise in sought after Gulf Gate, minutes from the white powdery beaches and village of Siesta Key, AND the shops and restaurants of Gulf Gate. You will love this fully remodeled 3 bedroom, 2 bath home where modern style, thoughtful design, and high-end finishes come together to create an exceptional living experience. From the moment you enter, the quality of the renovation is evident throughout, with stylish decorative details and contemporary upgrades designed for both everyday living and entertaining. A welcoming foyer, oversized living room, neighboring dining room, and spacious family room provide an abundance of living and entertaining space. Hurricane impact windows and sliding glass doors offer added peace of mind while allowing natural light to fill the home The updated kitchen is the heart of the home and features crisp white shaker cabinetry with custom soft-close doors and drawers, recessed lighting, contrasting black appliances, and gorgeous quartz countertops. Just off the kitchen, the family room offers a custom-built dry bar with wood shelving and wine rack, making entertaining effortless. The spacious primary bedroom provides a private sanctuary with a walk-in closet featuring built-in shelving and a beautifully updated en suite bathroom. The bath offers a stylish modern design, including a tiled and glass-enclosed shower and a distinctive butcher block vanity top. The split-bedroom floor plan places the primary suite separately from the two guest bedrooms for added privacy. Step outside to enjoy the expansive screen-enclosed rear porch, large outdoor concrete patio, and beautifully manicured, fully fenced backyard with low-maintenance turf. Sliding glass doors provide direct access to the outdoor living area from both the dining room and family room, creating a seamless indoor-outdoor flow perfect for gatherings, relaxing, or enjoying Florida's year-round lifestyle. Ideally located just a short 5-minute drive, or a bike ride, from world-famous Siesta Key and the shops, restaurants, and shops and restaurants of Gulf Gate, this exceptional home combines sophisticated modern updates with an unbeatable Sarasota lifestyle. Truly move-in ready and designed to impress! Come see, come sigh and make this home your own.

2923 Concord Street, Sarasota
$240,000
2 Beds ⋅ 2 Baths ⋅ Crooked Creek SubDv. ⋅ 34231 Zip Code
A little Sarasota gem you didn't know existed. Quiet and secluded Crooked Creek is hidden near Red Bug Slough Preserve where you have a private gated entrance to the park. A laid-back community with a newer roof & carport, heated pool, gazebo, poolside kitchen, gas and charcoal grills, tennis and pickleball court, and community storage with private lockers. This adorable dog friendly 2 bedroom 2 bath condo is positioned perfectly on the first floor and near the pool with an unobstructed view of Crooked Creek. With 1,027 sf of living space, there is room to accommodate a dedicated home office space and entertaining guests comfortably. The kitchen is large with a pantry, bar seating and a garden window. The primary bedroom has windows facing the creek, a walk-in closet and a second built-in closet, and an en-suite bathroom that also hosts the washer and dryer. A spacious and versatile second bedroom is ready to suit your needs and is adjacent to the guest bath. Embrace the Sarasota lifestyle and enjoy dog friendly Red Bug Slough with over 3 miles of combined unpaved and accessible nature paths. Minutes to Siesta Key & Turtle Beach, Gulf Gate, The Legacy Trail, shopping and dining.

3365 Cross Creek Dr Unit 3365, Sarasota
$759,000
5 Beds ⋅ 3 Baths ⋅ River Forest SubDv. ⋅ 34231 Zip Code
3 bedroom pool home with attached 2/1 with full kitchen. 2 miles to Siesta Key, easy commute to downtown Sarasota. Has a screened in pool, storage shed, fenced in yard and generator. Offered fully furnished! Excellent rental income opportunity. Rent both , live in one /rent the other or make it your large single family home.

2213 Wason Road, Sarasota
$1,650,000
4 Beds ⋅ 4 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to 5166 Kestrel Park Terrace, an exceptional opportunity in the highly sought-after gated community of The Landings. Privately positioned on an oversized, fully fenced homesite, this expansive 3,993-square-foot residence offers impressive scale, an abundance of natural light and a thoughtfully designed single-level floor plan with tremendous potential to create a truly exceptional home. The residence features four bedrooms, three full baths and one half bath, arranged in a desirable split plan that provides privacy for each bedroom. Soaring 12-foot ceilings throughout enhance the home’s open, airy feel, while generous windows fill the interiors with natural light. The gracious formal living room with wet bar and separate formal dining room are ideal for entertaining. A spacious family room with a wood-burning fireplace provides a comfortable gathering space, while a private office and separate den offer flexibility for work, relaxation or additional living space. The generously proportioned kitchen features a large center island and abundant workspace, offering an excellent foundation for a beautifully redesigned chef’s kitchen. An adjoining breakfast area provides a casual dining space and opens to a private deck with convenient access for grilling. The home’s living spaces flow seamlessly to the expansive brick-paver lanai and private swimming pool, creating an inviting setting for outdoor living and entertaining. Surrounded by the privacy of the oversized, fenced property, the outdoor areas offer ample room to relax and enjoy the Florida lifestyle. Additional features include a three-car garage, a 2018 tile roof and whole home hurricane protection. With nearly 4,000 square feet of living space all on one level, this residence presents a wonderful opportunity to reimagine and renovate an exceptionally well-proportioned home to reflect today’s style and finishes. The spacious rooms, high ceilings, abundant natural light, private bedroom configuration and oversized homesite provide the ideal canvas for creating a beautifully customized residence with the feel of a new home. Located within The Landings, one of Sarasota’s most established and desirable communities, this home offers a rare combination of space, privacy, flexibility and potential in an exceptional setting. Residents enjoy exclusive access to the private Landings Racquet Club, featuring eight Har-Tru tennis courts, pickleball facilities, a heated swimming pool, fitness center, meeting rooms and a well-stocked library. The community also offers 24-hour security and a beautiful natural setting with access to Sarasota Bay, providing a distinctive lifestyle in the heart of Sarasota.

5166 Kestral Park Terrace, Sarasota
$1,425,000
4 Beds ⋅ 4 Baths ⋅ Portofino On The Bay SubDv. ⋅ 34231 Zip Code
Nestled within the gated community of Portofino on the Bay, an intimate Mediterranean-inspired enclave of just twenty homesites in the Sarasota/Vamo area, this residence offers an inviting coastal setting and an active Florida lifestyle. Enjoy deeded access to Little Sarasota Bay, complete with a community dock, kayak storage and launch, and the potential to purchase a private boat slip with lift separate to community homeowner when available. Double entrance doors open into a two-story foyer, introducing an open-concept floor plan complemented by soft, welcoming wall tones, custom window and door trim, and crown molding across both levels. Plantation windows shutters add a classic touch throughout the entire home—including the garage, which features durable epoxy flooring. In the main living room, an accent stone floor to ceiling gas fireplace serves as a centerpiece for gathering or relaxing in the evening. The adjacent kitchen offers bright, clean-lined soft-close cabinetry, a built-in cooktop, stainless steel appliances, and a convenient closet pantry. The main-floor Owner’s Retreat provides a comfortable private wing, complete with its own dedicated A/C zone (one of three independent systems in the home). The bedroom features a tray ceiling and French doors opening directly to the pool patio. The ensuite bathroom is equipped with dual sinks, a makeup vanity, a walk-in shower, a bidet, a generous walk-in closet with custom built-ins and a tub ready for relaxation with bubbles after a day on the water. A main-floor den with tray ceilings offers flexible space for a home office or reading room, complemented by a main-level guest half bath. Upstairs via the wrought-iron staircase railing, a central loft connects to three additional bedrooms—each accented with tray ceilings. Two of the guest rooms share direct access to a private outdoor balcony, while the fourth bedroom showcases soaring ceiling height and abundant natural light, all cooled by a dedicated second-floor A/C zone. Step out back to the newly extended panoramic-screened lanai, finished with travertine tile surrounding the heated salt-water pool and spa. A convenient pool half bath and an outdoor shower make outdoor living effortless. Situated in an X Flood Zone with no prior hurricane damage, this home is also exceptionally well-located: just a 10-minute drive (6 miles) to world-renowned Siesta Key Beach and 15 minutes (9 miles) to vibrant Downtown Sarasota for premier dining, arts, and shopping. The new Sarasota Square presently being remodel led with approximately 90,000 square feet of daily-needs retail scheduled for delivery in the first quarter of 2027 plus with easy Costco shopping.

1650 Assisi Drive Unit 16, Sarasota
$274,000
2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code
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, Sarasota
$249,300
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
NEW ROOF (installed January 2024) with SOPHISTCIATED FINISHES! This beautifully reimagined 2 bedroom, 2 bath villa has been thoughtfully redesigned with exceptional attention to detail, creating a stylish and comfortable retreat in one of Sarasota's most desirable 55+ communities. Step inside and immediately appreciate the quality craftsmanship and designer finishes, including PGT hurricane-impact windows and doors, fresh interior paint, elegant crown molding, tray ceilings, luxury vinyl plank flooring, granite countertops, updated ceiling fans, and countless custom touches that enhance both beauty and functionality. Enjoy the added convenience and relaxation of a whirlpool tub in the second bathroom, creating a comfortable retreat for family and guests. Every detail has been carefully considered, creating a bright, inviting home that's truly move-in ready. Convenience extends beyond the interior with a covered carport and additional storage in the spacious laundry room—perfect for tools, bicycles, beach gear, and everyday essentials. Located in the sought-after Strathmore Riverside Villas, residents enjoy an impressive collection of resort-style amenities, including a heated swimming pool, clubhouse, fitness center, sauna, library, billiards room, shuffleboard courts, meeting spaces, and a vibrant calendar of social activities that make it easy to stay active and build lasting friendships. Come see it before it sells!

2305 Riverbluff Parkway Unit V256, Sarasota
$895,000
6 Beds ⋅ 6 Baths ⋅ Montclair Villas SubDv. ⋅ 34231 Zip Code
Montclair Villas offers a rare opportunity to own a 2007 masonry construction duplex in the Coquina Island area, just minutes from Siesta Key. The property features two spacious, two-story 3-bedroom / 2.5-bathroom units, each with an open living area, tile flooring, sliding glass doors, recessed lighting, decorative tray ceiling with crown molding, private swimming pool, screened patio, private yard, and two-car garage. The property is currently fully occupied, however, both units are MTM, providing the potential for an owner occupant acquisition! Each unit also includes spacious bedrooms with decorative tray ceilings, crown molding, recessed lighting, and ceiling fans. All utilities are separately metered and paid directly by tenants, helping reduce owner-paid expenses. Additionally, each unit and the common area have separate parcel IDs, offering potential future flexibility through an individual condo sell-off strategy. Given its proximity to Siesta Key, the property may also be well-positioned for potential vacation rental use, providing multiple paths for future ownership flexibility. With quality construction, private outdoor amenities, garage parking, and a highly desirable location, Montclair Villas offers a compelling blend of residential appeal and long-term investment upside.

2119 & 2125 Montclair Drive Unit 1 & 2, Sarasota
$750,000
4 Beds ⋅ 2 Baths ⋅ Phillippi Gardens SubDv. ⋅ 34231 Zip Code
Welcome to your private piece of paradise! Situated on an expansive, oversized lot featuring a massive, fully fenced side yard, this masterfully renovated 4-bedroom, 2-bathroom residence perfectly blends modern luxury with an outdoor vacation lifestyle. From the moment you step through the beautiful front entrance into the large, welcoming foyer, the quality of craftsmanship is undeniable. The entire home features seamless, high-end wood-plank tile flooring that leads you into a show-stopping chef's kitchen. the kitchen is anchored by stunning quartz countertops with a dramatic waterfall edge, pristine white cabinetry, a modern tile backsplash, premium stainless steel appliances, and a convenient breakfast bar. The spacious owner's retreat is a true "wow" factor, boasting a spa-like bathroom complete with a custom walk-in shower, a deep soaking tub, and gorgeous wood-plank accent walls. Both bathrooms throughout the home have been meticulously updated with newer vanities, quartz countertops, and contemporary plumbing fixtures. The flexible 4th bedroom easily adapts to a private home den or executive office. Step outside to your ultimate outdoor sanctuary: a massive under-roof lanai area transitions smoothly to a shimmering 14x28-foot pool, creating the perfect backdrop for Florida entertaining. Beyond the aesthetics, this home offers unparalleled mechanical peace of mind and insurance efficiency: a newer roof (2018), complete hurricane impact windows and sliders (2018), a newer A/C system with all-new ductwork (2021), and a newer water heater (2019). All new landscaping in the back with shell comes with minimum maiantance and beach style yard. Tucked away in a highly desirable South Sarasota location, you are within arm's reach of premier shopping, local dining, and just minutes away from the world-famous quartz sands of Siesta Beach. Beautifully updated and completely move-in ready, this spectacular home will not last long. Schedule your private tour today!

5720 Isanda Place, Sarasota
$449,000
3 Beds ⋅ 2 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Virtually Staged. SIGNIFICANT PRICE IMPROVEMENT - Welcome to one of The Landings' best-kept secrets and now its most compelling value. This Carriage House residence has just been reduced by $50,000, making it the lowest-priced Carriage House currently available in The Landings. Opportunities like this don't last. Tucked inside the intimate Carriage House II community, this 2-bedroom, 2-bath plus spacious den residence delivers the feel of a single-family home wrapped in the ease of maintenance-free living — and it's move-in ready. Inside, tile flooring flows throughout, anchoring a bright, open layout that feels larger than its footprint suggests. The updated kitchen impresses with a modern aesthetic, solid surface counters, and finishes that feel fresh and intentional, not dated. Both bathrooms have been thoughtfully remodeled, featuring solid surface counters and elegant tile enclosures. A wood-burning fireplace adds warmth and character, making this home as livable as it is lovely. The very spacious den offers the flexibility to serve as a home office, guest room, or hobby space — whatever your lifestyle calls for. An additional den space provides even more room to spread out, work, or create. Your private one-car garage sits just beyond a charming paver driveway shared with only one neighbor — a quiet, neighborly setup that feels nothing like a typical condo. When it comes to outdoor living, this home truly delivers: an expansive screened-in patio sets the stage for year-round enjoyment, while a separate open-air patio offers a sun-drenched spot to relax, garden, or simply soak in the Florida lifestyle. Peace of mind comes standard: a brand-new 2026 roof means this home is as solid as it is stylish. Offered unfurnished and ready for immediate occupancy. Residents of Carriage House II enjoy access to a beautiful pool and clubhouse, all set amid lush, manicured grounds surrounding a tranquil lake with fountains, turtles, and ducks. Membership to The Landings Racquet Club is available but not included or required — a wonderful option for those who want the full lifestyle package. The Landings' coveted location west of the Trail puts everything within easy reach.

4820 Kestral Park Circle Unit 18, Sarasota
$825,000
4 Beds ⋅ 2 Baths ⋅ Ridgewood SubDv. ⋅ 34231 Zip Code
INSTANT EQUITY! BELOW APPRAISAL VALUE! COUNTY SAYS YOU CAN TEAR DOWN AND BUILD 2-LIKE MANY AROUND US ARE DOING! A TRUE 4 BEDROOM WITH AN OFFICE(OR A 5 BEDROOM). NO HOA & NO DEED RESTRICTIONS ON A DOUBLE LOT! ROOM FOR YOUR BOAT, RV, OR ANY OTHER TOYS! The property taxes show 4 bedrooms but a fully permitted 5th bedroom was added on. You'll want to tour this open concept floor plan where your first few steps inside the home show just how much warmth & comfort are exuding from the sweeping views of the entertaining spaces in the living area and beyond. The CHEF'S DREAM KITCHEN boasts MULTIPLE PANTRIES: 1 built into the kitchen cabinetry & the second through the swinging door to the laundry room. There's also GRANITE COUNTERTOPS, beautiful BRICK BACKSPLASH, UNDER-CABINET LIGHTING, Matte Finish Stainless Steel appliances to keep fingerprints from showing, TOUCH KITCHEN FAUCET, QUADRUPLE TRASH BINS with a double on each side of the stainless steel sink, A COFFEE BAR, multiple spaces of BUILT-IN ORGANIZATION scattered throughout the cabinetry like a KNIFE BLOCK, a BAKING PAN ORGANIZER, a 9 x 13 GLASS PAN ORGANIZER, PULL OUT SPICE CUPBOARD, SOFT CLOSE DRAWERS, and much more. The HUGE Master Bedroom offers a RETREAT OF TRANQUILITY with an extra-large space to include room for a set of cozy chairs, a table/chair combo, or whatever you like. It also includes HIS & HER CLOSETS, with CALIFORNIA SHELVING & ORGANIZATIONAL UNITS, and a PRETTY CHANDELIER. This bedroom has room for a KING OR CALIFORNIA KING sized bed if desired plus room to spare. The SPA like Master Bathroom features an OVERSIZED JACUZZI TUB, DUAL SHOWER HEADS-RAINTREE & STANDARD, along with a SILKROAD EXCLUSIVE WALNUT VANITY. The 3rd bedroom is placed such that it could accommodate multi-generational living. The 5th bedroom/Office is wired for an office and is currently being used as one but can easily revert back to being used as one, as it has its own designated standard closet. INTERIOR Laundry room has newer cabinetry & a stainless steel sink with a MARBLE BACKSPLASH. This home has gorgeous views of the POOL, MARBLE ROCK & PAVERED PATHWAY, with FLOWER PLANTERS, & LIGHTING AROUND THE POOL, FIREPIT, & BACKYARD CREATING AMBIENCE, RELAXATION, & FUNCTION FOR YOUR NIGHTTIME ENTERTAINING. A concrete slab with a newer shed & concrete sidewalk rounds out the exterior. Overall, nearly $400k of updates and improvements have been made to the home including hooking up to city/water sewer, plumbing, electrical, roof, hot water heater, bedroom & bathroom updates & improvements, flooring, high end trim finishes, interior & exterior paint, pool, shed, concrete slab & stone pathways, firepit with marble stone, all exterior lighting, & more. Within minutes to Lido & Siesta Key, the #1 beach in the nation along with shopping, restaurants, and 5 minutes to Sarasota Memorial Hospital. Check out the MATTERPORT TOUR and don't pass up this opportunity to make this one yours!

2352 Palm Terrace, Sarasota
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