South Sarasota Homes with Private Entrance Exterior Features

South Sarasota Homes with Private Entrance Exterior Features

Welcome to South Sarasota, Florida—a vibrant gem nestled in the heart of Sarasota County, where sunshine and sophistication meet. Known for its stunning beaches, lush parks, and a thriving arts scene, South Sarasota offers a unique blend of relaxation and excitement. This picturesque community is just a short drive from the breathtaking shores of Siesta Key and the bustling downtown area, making it an ideal location for those who appreciate both tranquility and convenience.

One of the standout features of homes in South Sarasota is the allure of private entrance exterior features. Imagine stepping into your own sanctuary, where privacy and elegance converge. These homes often boast beautifully landscaped gardens and charming pathways that lead to inviting entrances, providing a sense of exclusivity and comfort. Whether you’re entertaining guests or enjoying a quiet evening at home, the private entrance adds an extra layer of sophistication and serenity to your living experience.

The architectural styles in South Sarasota are as diverse as its residents, ranging from modern designs to classic Floridian charm. Many properties feature spacious patios and outdoor areas, perfect for soaking up the sun or hosting gatherings under the stars. With a strong sense of community and access to top-rated schools, shopping, and recreational activities, South Sarasota is not just a place to live—it’s a lifestyle.

Discover the beauty and charm of South Sarasota, where your dream home awaits, complete with the privacy and elegance of a private entrance. Embrace the Florida lifestyle and make this enchanting community your own!

Newest South Sarasota Homes with Private Entrance Exterior Features

$375,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
Virtually Staged. Attention Boaters and Beach Lovers!!! Affordable and beautifully renovated waterfront villa with community marina is just 12 minutes from Siesta Key Beach! This 2-bedroom, 2-bath villa offers stunning wide-water views, lush mature landscaping, and spectacular sunsets from the private outdoor patio and glass-enclosed lanai. Protective hurricane doors on the lanai bring peace of mind. The chef's kitchen features a large island, Craftsman-style cabinetry, gorgeous granite countertops, and designer lighting. The spacious primary suite includes a walk-in closet with built-in shelving and an en-suite bath with a luxurious tiled shower. The lovely guest bath includes tub/shower. Lovely new LVP flooring throughout. Enjoy maintenance-free living with exceptional community amenities, including a community marina with boat slips available (first-come-first serve basis), pool, clubhouse, fitness center, sauna, library, shuffleboard, and an active social calendar. The community marina comes equipped with docks offering water and electricity. Just minutes from world-renowned Siesta Key Beach, make this beautiful waterfront retreat yours today!

2126 Riverbluff Parkway Unit V323, Sarasota
$325,000
2 Beds ⋅ 2 Baths ⋅ Gulf Gate Manor SubDv. ⋅ 34231 Zip Code
Welcome to Gulf Gate Manor, one of Sarasota's most desirable and conveniently located communities! Offering the perfect blend of comfort, affordability and coastal lifestyle. Just minutes from Worlds Famous Siesta Key Beach. As a primary residence or a seasonal retreat, Gulf Gate Manor is know for its friendly atmosphere, mature landscaping and unbeatable proximity to Sarasota's beaches, cultural attractions, shopping, dining and more. Don't miss this opportunity to own an affordable slice of paradise in one of Sarasota's most sought after location.

2450 Terry Ln, Sarasota
$249,900
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
CASTEL DEL MARE - one of the most popular condo complexes in Sarasota, located near the south bridge to Siesta Key yet on the mainland. Enjoy a bike ride or walk to the world-famous beach awaiting you on the other side of the bridge which spans the Intracoastal Waterway. This 2-bedrooms/2-bath unit lies on the upper floor of a 2-story building almost in the center of the complex. New carpeting for the living room and bedrooms. Back enclosed lanai has access to the yard below. Inside unit stackable washer & dryer, or for the larger loads, there are laundry facilities on the grounds. For your pleasure, try some tennis, shuffleboard, or a swim in one of the 2 pools. In the evening, stroll to the beach to watch incredible sunsets. Make this your home all-year-around, or your winter hideaway to escape the cold northern weather. As an investment, you will never have a problem renting this unit. Within a 3-mile radius shops, eateries, banks, and medical facilities abound.

1640 Stickney Point Road Unit 201, Sarasota
$279,000
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
$275,000
2 Beds ⋅ 1 Baths ⋅ Gulf Gate Manor SubDv. ⋅ 34231 Zip Code
Welcome to Gulf Gate Manor, one of Sarasota's most desirable and conveniently located communities! This charming 2 bedroom 1 bath FURNISHED residence located at 2463 TERRY LN, SARASOTA, FL 34231 offers the perfect blend of comfort, affordability, and coastal lifestyle just minutes from world-famous Siesta Key Beach. Nestled in a quiet neighborhood, this home features upgraded newer hurricane impact windows, an open and inviting floor plan, spacious living areas with terrazzo floors, and abundant natural light throughout. Enjoy low-maintenance living with HOA services that include lawn care and cable, allowing more time to relax and enjoy the Florida lifestyle. The property is conveniently located near shopping, dining, entertainment, golf courses, and top-rated schools, making it ideal as a primary residence, seasonal retreat, or investment opportunity. Gulf Gate Manor is known for its friendly atmosphere, mature landscaping, and unbeatable proximity to Sarasota's beaches and cultural attractions. Don't miss this opportunity to own an affordable slice of paradise in one of Sarasota's most sought-after locations!

2463 Terry Lane, Sarasota
$990,000
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. 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
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
$599,900
5 Beds ⋅ 3 Baths ⋅ Flora-Villa SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to 3084 Spirea Residence a beautifully renovated 5-bedroom Sarasota pool home tucked away on a quiet dead-end cul-de-sac just minutes from Siesta Key Beach and Downtown Sarasota. Situated on an oversized 0.36-acre lot directly next to Bee Ridge Park, this rare property offers privacy, space, and freedom with no HOA and no flood zone. Fully updated throughout with a brand-new 2026 roof, new windows and doors, updated flooring, quartz kitchen countertops, new appliances, and more, this move-in-ready home blends modern luxury with everyday comfort. The spacious layout includes two private suites, ideal for guests, multigenerational living, or a home office. Step outside to your own tropical retreat featuring a screened-in pool, covered outdoor entertaining area, lush landscaping, and plenty of room for RVs, boats, trailers, or additional parking through a separate gated entrance. Located in a highly desirable area with top-rated schools, excellent highway access, and close proximity to parks, shopping, dining, and Sarasota’s best attractions, this home is a rare combination of location, flexibility, and lifestyle.

3084 Spirea Street, 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
$299,000
2 Beds ⋅ 2 Baths ⋅ Baywood Colony SubDv. ⋅ 34231 Zip Code
Experience the ease of coastal living just minutes from the world-renowned shores of Siesta Key with this inviting, free-standing villa, an ideal retreat for buyers seeking comfort, convenience, and value. Perfectly positioned in Sarasota's desirable 34231 corridor, this residence offers a rare opportunity to enjoy the beach lifestyle without the premium price typically associated with island living. Designed for relaxed, low-maintenance ownership, the villa features a spacious, open-concept layout with abundant natural light, neutral finishes, and easy-care ceramic tile flooring throughout. Recent updates include new HVAC in 2024, roof 2019, water heater and Impact windows in 2022. The well-appointed kitchen provides ample cabinetry and workspace, flowing seamlessly into the main living and dining areas, with functionally elegant built-ins with storage, and perfect for entertaining or hosting seasonal guests. Generous bedroom accommodations offer privacy and comfort, while updated baths enhance the home's move-in-ready appeal. A highlight of the property is the private outdoor living space, ideal for morning coffee, evening cocktails, or simply enjoying the coastal breezes. Residents also enjoy serene sunsets on Sarasota Bay, access to community amenities such as a pool, clubhouse, and beautifully maintained grounds, perfect for a lock-and-leave seasonal.

5940 Driftwood Avenue Unit 15, Sarasota
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