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 Gulf Coast! Known for its stunning natural beauty and vibrant community, this charming city offers an idyllic lifestyle that perfectly balances relaxation and recreation. With its sun-kissed beaches, lush parks, and a wealth of cultural attractions, South Sarasota is the ideal destination for those seeking a serene yet engaging environment.

One of the standout features of homes in South Sarasota is the availability of properties with private entrance exterior features. These homes provide an added layer of privacy and convenience, making them perfect for families, professionals, or anyone who values their personal space. Imagine stepping into your own sanctuary, with a dedicated entrance that welcomes you home after a long day. Whether you’re entertaining guests or enjoying a quiet evening, these homes offer a seamless blend of comfort and sophistication.

The community is also rich in amenities, with nearby shopping centers, restaurants, and recreational facilities that cater to all lifestyles. From the picturesque beaches of Siesta Key to the vibrant arts scene in downtown Sarasota, residents have access to a plethora of activities that celebrate the unique charm of this coastal paradise.

In South Sarasota, you’re not just buying a home; you’re investing in a lifestyle. With properties that feature private entrances, you can enjoy the best of both worlds—privacy and community. Discover your dream home in South Sarasota today, and embrace the perfect Florida lifestyle!

Newest South Sarasota Homes with Private Entrance Exterior Features

84 Southwinds Drive, Sarasota
$264,900
2 Beds ⋅ 2 Baths ⋅ South Winds Mobile Home Park Co-Op SubDv. ⋅ 34231 Zip Code
Welcome home to this absolutely immaculate double-wide in desirable Southwinds Mobile Home Park! Affordable living with monthly HOA dues of only $195 a month make this attractive immediately! Beautifully maintained, this inviting home offers a warm coastal feel from the moment you step inside. Don’t wait on this one—it’s a beauty and you'll love the tasteful furniture and decor! The spacious floorplan features 2 bedrooms plus a versatile den that could easily serve as a 3rd bedroom, home office, or guest space. Enjoy both formal living and dining areas, a comfortable Florida Room, and a spacious kitchen with a separate dinette. Sliding glass doors from the dinette bring in plenty of natural light and overlook the front of the home. Additional features include a covered carport, storage shed, and convenient inside laundry closet with washer and dryer included. Many improvements by Sellers including the following: Shingle Roof 2026*Shed Door 2025*Microwave 2023*Air Conditioner 2023*Washer 2020*Flooring upgraded 2019*FL Room Roof 2019*10 x 8 Shed for storage & much more! Situated toward the back of the community, the home enjoys a quieter location while still being just a short distance from the clubhouse and community amenities. The community pool is always a great place to meet up with your friends in the park, as well as pickleball and shuffleboard too! And ... the location is hard to beat! World-renowned Siesta Key and its beautiful beaches are just minutes away, along with the popular Gulf Gate shops and restaurants. Legacy Trail, Costco, fitness centers, shopping, and an abundance of dining options are all nearby. Cultural downtown Sarasota is approximately 15 minutes away, offering boutique shopping, restaurants, theaters, the opera, Marie Selby Botanical Gardens, and so much more. Southwinds is a welcoming 55+ co-op community known for its friendly atmosphere and wonderful sense of community. Come enjoy the Florida lifestyle and become part of this special neighborhood. This one truly stands out—schedule your showing today!

84 Southwinds Drive, Sarasota
4726 Rivetta Court, Sarasota
$2,550,000
5 Beds ⋅ 5 Baths ⋅ Phillippi Hi SubDv. ⋅ 34231 Zip Code
Get ready for this Parade of Homes featured 5 Bedroom, 4.5 bath stunner! Welcome to this nearly new boutique construction that has been substantially upgraded and elevated with high-end designer touches throughout every room. Custom Cabinetry, custom finished ample walk-in closets, custom electric window treatments, large scale kitchen and Island, ample storage, butler's pantry, wood floors and porcelain tile, with spacious main areas and bedrooms give this home a unique presence that brings warmth and individuality within the modern and contemporary design. Plenty of room to spread out with 4 suites upstairs and one bedroom downstairs. Carefully curated spaces with sun-kissed light, meet you at every turn and create a finished feel that is truly move in ready. Fully furnished option available! Tucked away on a quiet cul-de-sac in one of Sarasota’s most convenient locations, this impressive 5-bedroom, 4.5-bath residence offers over 4300 square feet of beautifully designed living space, a private saltwater pool and an exceptional indoor-outdoor Florida lifestyle with private backyard and luscious greenery at every turn for a zen oasis experience. Four upstairs bedrooms all equipped with ample bathrooms attached and generous, custom walk in closets. One bedroom downstairs provides a hideaway in itself. Enjoy your own private Sarasota escape while having Phillippi Creek access in community and private dog park! Come see and feel this beautiful home for yourself!

4726 Rivetta Court, Sarasota
1974/76 Debbie Street, Sarasota
$396,000
4 Beds ⋅ 2 Baths ⋅ North Vamo SubDv. ⋅ 34231 Zip Code
Opportunity to own a well-positioned income-producing duplex in South Sarasota, offering two separate 2-bedroom, 1-bath units, professional property management already in place, and an attractive combination of current cash flow and future rental upside. The 1974 unit is currently occupied at $1,700/month by a long-term tenant who is in the second year of their lease, providing stable income from day one. The 1976 unit has recently become vacant, creating a rare opportunity for a prospective buyer to tour the interior and evaluate the property firsthand before placing a new tenant. This also gives a new owner flexibility to establish the next lease at current market conditions rather than purchasing a fully occupied property without access to the second unit. Both units have been updated inside and feature their own private laundry, adding a significant amenity for tenants and helping support rental demand. Each unit also has a carport, while the rear 1976 unit offers something especially appealing: A large private backyard and spacious screened lanai, providing valuable outdoor living space that is increasingly difficult to find in rental properties. The property is currently under professional property management, making this an especially appealing option for an investor seeking an established rental with management already in place. The two-unit configuration provides diversification within a single property while offering the potential to improve overall returns through future rent adjustments and strategic leasing. Location is a major part of the investment story. The property is conveniently located near Target, Publix and everyday shopping and services, while also offering easy access to the Gulf Coast lifestyle that makes Sarasota such a desirable rental market. Siesta Key and the Gulf of Mexico are within easy reach, giving tenants convenient access to some of the area's most sought-after beaches and recreational amenities. Outdoor enthusiasts will appreciate the property's proximity to Wharf Road Park and Vamo Drive Park, both of which offer canoe/kayak launching access to the Sarasota-area waterways. Vamo Drive Park sits on Little Sarasota Bay and provides a canoe/kayak launch, while Wharf Road Park also provides direct paddling access. The parks are also less than a mile from Midnight Pass, placing some of Sarasota's premier coastal recreation within a short float across the bay. Another potential long-term benefit is the property's proximity to the Sarasota Square redevelopment. The former Sarasota Square Mall site is being transformed into a large mixed-use destination incorporating retail, restaurants, outdoor gathering areas and residential development. The project is already under active development, with the first phase of commercial space moving forward and a 355-unit residential component planned as part of the larger redevelopment. For an investor, this property offers an appealing combination of existing rental income, professional management, two separately rentable units, private laundry, carports, outdoor space, an immediately tourable vacant unit, and a location positioned near shopping, beaches, Sarasota Bay and significant surrounding redevelopment. Tour the vacant 1976 unit while it is available and see the investment opportunity for yourself. Properties offering this combination of income and South Sarasota location deserve a closer look.

1974/76 Debbie Street, Sarasota
7143 Wood Creek Drive Unit 203, Sarasota
$240,000
2 Beds ⋅ 2 Baths ⋅ Woodside Terrace SubDv. ⋅ 34231 Zip Code
Just 8 minutes from SIESTA KEY this 2/2 condo Is fully FURNISHED in a modern/coastal decor. It has an open floor plan featuring stainless appliances, granite counters, 2 renovated baths, & inside laundry rm. There's a screened lanai, w/ new 2005 hurricane shield protecting both sliders. Low maint fees ( $ 603) include INTERNET, ROOF REPLACEMENT, ext maint, HEATED POOL, ext insurance, pest control, management, TRASH, landscaping etc. The remodeled clubhouse has a grill, full kitchen W/WINE BAR, internet, lg TV, darts, & a library. There's always fun social events ( poolside TIKI BAR ) in this 55+, well maintained community. There are brand new Roofs on this 2story, carports & clubhouse ( 9/15/26 ) The complex & unit did not experience any water damage during the last hurricanes. Located just a few blocks from the fun & funky VILLAGE of GULF GATE . EASY TO VIEW!

7143 Wood Creek Drive Unit 203, Sarasota
2110 Michele Drive, Sarasota
$2,499,000
5 Beds ⋅ 6 Baths ⋅ Monticello SubDv. ⋅ 34231 Zip Code
EXCEPTIONAL CUSTOM LUXURY HOME ON COQUINA ISLAND! One-of-a-kind 5BR/5.5BA custom residence offering 4,000+ SF of luxurious and enjoyable modern coastal living on an exceptional homesite. The open, flexible floor plan features a dramatic great room with 13' ceilings, floor-to-ceiling windows, custom open staircases, and beautiful wood and tile flooring. The gourmet chef's kitchen boasts premium appliances, oversized island, double wall ovens, coffee bar, and expansive walk-in pantry. Main-level primary suite features two custom walk-in closets and luxurious ensuite bath. Multiple private decks and a spacious paver lanai overlook the heated PebbleTec saltwater pool and spillover spa. Designed for effortless entertaining, the resort-style outdoor living area includes an outdoor kitchen with marine-grade cabinetry, tropical landscaping, and professionally designed hardscape. A separate living space with private entrance includes its own great room, full kitchen, bedroom, bathroom, laundry room, and private balcony—ideal for extended family, guests, a private retreat, or other lifestyle needs. Additional highlights include a 38' wide polyaspartic garage with lift potential, three HVAC systems/zones, sound insulation, extensive structured wiring, 19 speakers, eight security cameras, indoor/outdoor Wi-Fi mesh, custom storage, private irrigation well, and LED-lit circular paver driveway. Located on desirable Coquina Island, close to Siesta Key Beach, Phillippi Mansion Park, Sarasota Memorial Hospital, downtown Sarasota, Selby Gardens, shopping, and dining. Exceptional architectural design, luxury amenities, flexible living spaces, and outstanding indoor-outdoor living—all offered below estimated replacement cost. Elevator addition specifics available.

2110 Michele Drive, Sarasota
5239 Heron Way Unit 102, Sarasota
$345,000
2 Beds ⋅ 2 Baths ⋅ The Landings SubDv. ⋅ 34231 Zip Code
Come live the Landings lifestyle in this 2 bedroom, 2 bath coach home at Landings South III. Walk into the residence and water views of the lake and fills the space with light, bright, and airy feeling from the moment you walk in. Luxury vinyl flooring runs throughout, giving the home a sleek, cohesive feel that's as easy to live with as it is to look at. The spacious primary suite offers two closets, giving you the kind of room to breathe that's hard to find, and interiors throughout have been thoughtfully updated, so you get move in ready polish paired with the everyday comfort of coach home living. A private garage adds everyday convenience, and furnishings are negotiable, making the transition as easy as the setting itself. Step outside and the lake view becomes your daily backdrop, whether you're sipping coffee on the patio or simply enjoying the quiet. And when you're ready to be social, the Landings Racquet Club is right there with eight har tru tennis courts, a heated pool and spa, an exercise room, and a calendar full of activities that make it easy to meet people and build real friendships. The Landings also offers a nature trail leading to a fishing pier and gazebo, complete with kayak storage for those who like their weekends a little wetter. Tucked into a gated neighborhood west of the trail, this community keeps you close to the revitalized Landings Shopping Center, Siesta Key, and downtown Sarasota, so everything you need is always just around the corner.

5239 Heron Way Unit 102, Sarasota
2503 Bispham Road, Sarasota
$495,000
2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
WELCOME TO THE GULF GATE LIFESTYLE—JUST MINUTES FROM SIESTA KEY! Location, charm, and the Florida lifestyle come together in this beautifully maintained home in Sarasota’s highly sought-after, deed-restricted GULF GATE community. With a BRAND-NEW HVAC SYSTEM (2026) and NEW ATTIC INSULATION (2026) already completed, this inviting home combines classic character with valuable recent improvements. From the moment you step inside, you’ll appreciate the warmth of the BEAUTIFUL HARDWOOD FLOORS, abundant natural light, and comfortable, welcoming layout. A large picture window fills the spacious living room with Florida sunshine, while the adjoining dining area features a sliding wall that opens to the enclosed lanai—creating an effortless connection between indoor and outdoor living. And this home was made for enjoying Florida! Beyond the lanai, an expansive COVERED PORCH AND SCREENED PATIO provide plenty of space for outdoor dining, entertaining, morning coffee, or simply relaxing and enjoying Sarasota’s year-round sunshine. The bright galley kitchen features crisp white cabinetry, while the generously sized laundry room offers extensive built-in storage. In fact, STORAGE IS EVERYWHERE in this home. The oversized garage features three additional storage closets and pull-down attic access, while the hallway includes a coat closet, linen closet, and an exceptionally large shelved storage closet. The primary bedroom offers the privacy of an EN SUITE BATH with a WALK-IN SHOWER, while the second bedroom is conveniently located near the main bath. Step outside into the LARGE, FULLY FENCED BACKYARD and discover your own private slice of Florida. Gather around the fire pit, unwind in the hot tub (conveyed as-is), entertain under the covered outdoor spaces, or enjoy fresh fruit from your own mature AVOCADO, BABY BANANA, AND MANGO TREES. There’s plenty of space to garden, play, entertain, or personalize the backyard to fit your lifestyle. Best of all, you’re in GULF GATE, one of Sarasota’s most established and conveniently located communities. Spend the morning on the powdery white sands of SIESTA KEY BEACH, approximately 15 minutes away, enjoy the restaurants, shops, and local favorites of the Gulf Gate area just minutes from home, or head approximately 20 minutes to DOWNTOWN SARASOTA for dining, arts, entertainment, and waterfront activities. Convenient access to I-75 makes exploring everything Sarasota and the Gulf Coast have to offer even easier. NEW HVAC. NEW ATTIC INSULATION. HARDWOOD FLOORS. EXPANSIVE OUTDOOR LIVING. A LARGE FENCED YARD. INCREDIBLE STORAGE. AND A GULF GATE LOCATION MINUTES FROM SIESTA KEY. This isn’t just a place to call home—it’s an opportunity to enjoy the Sarasota lifestyle so many come to Florida looking for. Come see why Gulf Gate continues to be one of Sarasota’s most loved neighborhoods and make this Florida home your own!

2503 Bispham Road, Sarasota
2794 Moss Oak Drive Unit 2, Sarasota
$349,000
2 Beds ⋅ 2 Baths ⋅ Woodbridge Estates SubDv. ⋅ 34231 Zip Code
Woodridge Estates at its finest! Perfect villa, with total privacy, vaulted ceilings in almost every room, wood and ceramic tile flooring throughout. This villa style home lives like a single-family home with eat-in-kitchen has wooden cabinets, stainless steel appliances, Quartz countertops, under mount sink, back splash tile and pass-through to the dining room. Living room opening to the screened porch. Master bedroom has one huge walk-in -closet and an additional deep closet. Master bath has dual sinks, bathroom with walk-in-shower and soaking tub. The den-office is located off the foyer and has access to the guest bathroom. The second bedroom is totally private with a bath on suite. Open. The 2-car garage is oversized, and both garage door and extra space for a work bench. Woodbridge is located on 13 acres, with 60 villas and the amenities are tennis/pickleball courts, Manor house with 2 suites available to rent for guests and heated swimming pool. The community is gated from 7pm to 7am. The location is perfect for getting to the beach, shopping and 5 miles to I-75.

2794 Moss Oak Drive Unit 2, Sarasota
7780 Wright Avenue, Sarasota
$390,000
3 Beds ⋅ 2 Baths ⋅ Pinehurst Park SubDv. ⋅ 34231 Zip Code
Welcome to this charming 2-bedroom, 2-bathroom single-family home in Sarasota. Fully furnished and move-in ready, this home offers a comfortable layout, private outdoor space, and an excellent location with no HOA fees. The open floor plan connects the living room, dining area, kitchen, and family room, creating a comfortable setting for both everyday living and entertaining. The kitchen features granite countertops, bright cabinetry, and stainless-steel appliances. The split-bedroom layout offers added privacy. The spacious primary suite includes a walk-in closet and private ensuite bathroom, while the generously sized second bedroom overlooks the screened lanai. The private backyard is enclosed by a new fence and complemented by new landscaping. A large screened-in lanai extends the living space outdoors and provides a great area for relaxing or entertaining. A dedicated firepit slab is ready for outdoor gatherings. The property is located on a quiet dead-end street while being conveniently close to restaurants, shopping, golf courses, parks, boat ramps, and other Sarasota amenities. Just minutes from the beautiful beaches of world-famous Siesta Key, this furnished home is an excellent option for a full-time residence, seasonal retreat, or investment property. Schedule your showing today and discover the possibilities of this Sarasota property.

7780 Wright Avenue, Sarasota
8710 Filson Place, Sarasota
$389,000
2 Beds ⋅ 2 Baths ⋅ Wrens Sub SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to your immaculate, move-in-ready coastal sanctuary. This charming 2-bedroom, 2-bathroom home blends effortless cozy comfort with complete peace of mind, featuring sleek tile flooring throughout and fluid living and dining spaces designed for everyday living. Built for low-maintenance living, the residence boasts extensive major updates, including impact-resistant windows, refreshed kitchen and bath finishes, new doors, a newer roof (2019), an updated water heater, and fresh landscaping. It offers the perfect easy-care footprint where you can simply unpack and relax. Step outside into your own private slice of paradise in the oversized backyard, sipping morning coffee or unwinding amidst quiet nature and local wildlife. Outdoor enthusiasts will appreciate the complete freedom of no deed restrictions, offering generous space to park your RV, travel trailer, boat, or motorcycle, alongside a handy storage shed. Best of all, a public boat ramp is just a short distance from your front door, making spontaneous days on the water a seamless reality. Tucked away in a tranquil, peaceful neighborhood, this home provides a quiet retreat while keeping you remarkably connected. The surrounding area is thriving with brand-new storefronts, dining, and local businesses opening just down the road. When you are ready for sun, sea, and city amenities, you are only minutes away from the world-renowned sugary sands of Siesta Key beach, Gulf of America shorelines, Westfield shopping, and the vibrant arts and dining scene of downtown Sarasota. Schedule your showing today!

8710 Filson Place, Sarasota
2923 Concord Street, Sarasota
$580,000
3 Beds ⋅ 2 Baths ⋅ Gulf Gate 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
3365 Cross Creek Dr Unit 3365, 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
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