South Sarasota Homes with Private Mailbox Exterior Features

South Sarasota Homes with Private Mailbox Exterior Features

Welcome to South Sarasota, a hidden gem nestled in the heart of Florida’s picturesque Sarasota County. Known for its stunning natural beauty, vibrant culture, and welcoming community, South Sarasota offers residents an idyllic lifestyle that perfectly balances relaxation and recreation. With its proximity to the sparkling waters of the Gulf of Mexico, residents can enjoy sun-soaked days at the beach, as well as a plethora of outdoor activities such as boating, fishing, and hiking in nearby parks.

One of the standout features of homes in South Sarasota is the charming presence of private mailboxes. These unique exterior features not only add a touch of character to each property but also enhance the overall curb appeal of the neighborhood. Imagine pulling into your driveway and being greeted by a beautifully designed mailbox that reflects your personal style. Whether it’s a classic white picket design or a modern, artistic creation, these private mailboxes serve as a warm welcome for both residents and guests alike.

In addition to their aesthetic appeal, homes in South Sarasota with private mailboxes create a sense of community and individuality. Each mailbox tells a story, showcasing the personality of the homeowner and contributing to the neighborhood's charm. As you explore the enchanting streets of South Sarasota, you'll discover a variety of homes that cater to diverse tastes and lifestyles, all while enjoying the serene atmosphere that this delightful area has to offer.

Discover your dream home in South Sarasota, where private mailboxes and a vibrant community await you!

Newest South Sarasota Homes with Private Mailbox Exterior Features

7780 Holiday Drive N, Sarasota
$1,950,000
4 Beds ⋅ 3 Baths ⋅ Holiday Harbor SubDv. ⋅ 34231 Zip Code
Welcome to this immaculate, move-in ready Sarasota estate on a quiet, no-outlet cul-de-sac west of the Trail, just minutes from both the world-famous beaches of Siesta Key and the cultural amenities of downtown Sarasota. Just around the corner, Hidden Harbor Marina provides convenient boat storage and access to the Intracoastal and the Gulf for those who choose to join. This professionally curated, single-story home offers 4 bedrooms, 2.5 baths, and 3,269 heated square feet on an oversized, fully private lot with no HOA, and is available optionally furnished. Arriving along the paver driveway, you are welcomed by custom tropical landscaping and oversized double doors featuring herons etched into custom glass. Inside, the heron theme continues on a unique grasscloth wallcovering, leading to an open living and dining area with vaulted ceilings, skylights, and Italian porcelain plank flooring. Two sets of impact sliders frame picturesque views of the pool and established gardens. The expansive chef's kitchen features white raised-panel cabinetry, leaded glass uppers, granite counters, a marble backsplash with a handcrafted marble medallion above the cooktop, and a navy island with a prep sink and breakfast bar seating. A Bosch wall oven, microwave, and cooktop, stainless steel appliances, a built-in bar with wine storage, and a breakfast nook with arched windows complete the space, with a laundry room featuring an LG washer and dryer and a utility sink nearby. The split bedroom plan places the primary suite on its own side of the home, with a bay window overlooking the colorful garden and patio doors opening directly to the pool deck. The en suite bath offers dual granite vanities, a spa tub, a walk-in shower, and a private water closet, while the custom walk-in closet provides abundant hanging space, shoe storage, and built-in dressers. On the opposite side, two guest bedrooms share a bath with marble tile and a walk-in rain shower, the fourth bedroom is currently set up as an office, and a half bath serves guests. Closets with built-in shelving, extra tall solid wood doors, plantation shutters, and LED lighting carry throughout. Outside, the expansive paver patio surrounds an oversized Pebble Tec pool and an inviting pergola, all enclosed by Clusia hedges and a vinyl privacy fence. Professional landscape lighting showcases the lush gardens, and an irrigation system keeps them thriving. Additional highlights include two separate HVAC systems, an air-conditioned utility room off the garage, and a flood zone X500 designation. Just moments away, the Tamiami Trail and Beneva Road corridor is becoming a South Sarasota hub, with a new Trader Joe's on the way and the former Sarasota Square Mall being transformed into a mixed-use destination anchored by Whole Foods. FURNISHINGS NEGOTIABLE. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

7780 Holiday Drive N, Sarasota

1515 Clower Creek Drive Unit HA158, Sarasota
$395,000
3 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv. ⋅ 34231 Zip Code
Welcome to the award-winning waterfront community of Pelican Cove, where lush tropical grounds, an incredible array of amenities, activities, and social clubs create a truly exceptional Sarasota lifestyle. This GROUND-FLOOR WATERFRONT CONDO enjoys a prime location overlooking the entrance to beautiful Clower Creek. The light and bright end-unit features additional windows, neutral tile flooring, updated bathrooms, a newer electrical panel, upgraded raised-panel doors throughout, modern paint colors, and a new A/C system. Step outside to the oversized waterfront Trex-type deck and relax while enjoying abundant wildlife, tropical surroundings, and boats as they cruise into the canal. Offered turnkey furnished, this inviting condo is move-in ready and provides the perfect opportunity to enjoy the Pelican Cove lifestyle from day one. PELICAN COVE FEATURES includes over 28+ organized clubs including art & sculpture, active yacht club, folk music, photography & cinema clubs, social clubs, and many more. There is a for-fun “Pelican Cove University” covering several diverse subjects like politics, history, financial topics, and much more. The community has a woodworking studio, pottery studio, many card-playing clubs, water exercise & yoga, and a tennis club. There are several yearly jazz and cultural concerts and a few harborside concerts as well. Pelican Cove has a 24-hour gated and staffed entrance, 87-slip boat harbor with over 130 kayak/canoe storage racks & launch docks, fishing docks, three very active clubhouses, large exercise room, six heated pools, hot tub, basketball, dog exercise area, 5.5 miles of meandering boardwalks & nature trails, two lighted tennis courts and six lighted pickleball courts all in an award-winning community with unbelievably well-manicured tropical grounds! Welcome to Pelican Cove!

1515 Clower Creek Drive Unit HA158, Sarasota

2127 Shawnee Street, Sarasota
$359,000
4 Beds ⋅ 2 Baths ⋅ Las Lomas De Sarasota SubDv. ⋅ 34231 Zip Code
Opportunity, flexibility, and a hard-to-beat South Sarasota location come together at 2127 Shawnee Street. Located in the established Las Lomas de Sarasota neighborhood, this 4-bedroom 2-bath property offers approximately a versatile layout that creates options for homeowners, investors, or anyone looking to offset their monthly expenses with rental income. The main portion of the home is configured as a 3-bedroom, 1-bath residence, while the separate mother-in-law suite offers a studio-style living space with its own kitchenette and full bathroom. The studio is currently rented for $1,250 per month, with potential for increased rental income based on current market conditions. Major improvements include a roof replaced in 2021 and an A/C system replaced in 2024, helping take care of two of the bigger-ticket items buyers look for. Outside, the property offers even more usable space with a 250+ square-foot screened lanai overlooking a large, fully fenced backyard. A separate block storage building provides plenty of room for tools, bikes, beach gear, lawn equipment, and more. Parking is another standout feature, with a horseshoe-style driveway and single-car covered parking providing room for multiple vehicles. The covered parking area may also offer future possibilities for additional living space, subject to applicable zoning, permitting, and approvals. The location is where this property really shines. Las Lomas de Sarasota sits in the heart of South Sarasota, directly across from The Landings area and convenient to shopping, dining, Sarasota Memorial Hospital, Downtown Sarasota, and everything along the US-41 corridor. Best of all, Siesta Key and its world-famous beaches are less than two miles away, putting one of Sarasota's biggest attractions practically in your backyard. Whether you're looking for an affordable Sarasota home with additional income to help offset your mortgage, a multi-generational living setup, or an investment property with multiple ways to generate value, 2127 Shawnee Street offers the kind of versatility that's increasingly difficult to find this close to Siesta Key. OWNER FINANCING AVAILABLE!!

2127 Shawnee Street, Sarasota

6741 Avenue D, Sarasota
$871,500
3 Beds ⋅ 2 Baths ⋅ Bay View Acres SubDv. ⋅ 34231 Zip Code
Set at the very end of Avenue D, just landward of Siesta Key and only a few lots from the bay, you’ll find this immaculately updated Florida home. Set on a nicely elevated lot with lots of backyard privacy, this 3 bedroom, 2 bathroom pool home offers a convenient location, low maintenance footprint, and an impressive list of upgrades. Starting with the technical features of the home, who doesn’t love a property all impact storm-rated windows and doors, a 2025 new roof, a 2025 HVAC, and located in the preferred flood with no mandatory flood insurance! The home was substantially updated in 2023. Meticulously landscaped, you’ll notice the lush green grass and palms as you arrive and enter the home. The entry way leads you through a glass front door area that opens into a great room concept floor plan with solid tile flooring throughout the whole home. You’ll find vaulted ceilings, recessed can lighting, custom window and lighting treatments throughout the main living all showcasing the fantastic and private pool and backyard view. The open kitchen looks out into the main living area and nicely outfitted with stainless steel appliances, island with breakfast bar, tile backsplash and extended custom cabinetry with extra beverage refrigeration and solid stone countertops. The primary bedroom is a true retreat with patio access, oversized walk-in closet with built-ins and a spa-like setting in the bathroom with dual sinks, walk-in shower with dual heads and more. The guest bedrooms are located on the opposite side of the home from the primary bedroom allowing for guests to enjoy privacy and both bedrooms share a nicely upgraded second bathroom. The heated, caged pool area is ideal for private sunbathing and stays open all year! Other notable changes to this property include 2017 pool and cage, electrical service change in 2017, new garage door 2018, newer pool pump, interior and exterior paint, exterior security cameras and landscaping. This tucked-away neighborhood is a hidden gem in Sarasota- less than a mile the sandy shores of Siesta and a half mile to Gulf Gate shopping, restaurants, and nightlife, this located is hard to beat. Living West of Trail in Sarasota means convenient access to downtown, the beaches, and everywhere you need to go! It is very difficult to find a home of this quality in this location on the market- some homes just have a great feel to them, and this is one of them- don’t wait, schedule your private tour today.

6741 Avenue D, 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

2429 Whippoorwill Circle, Sarasota
$740,000
4 Beds ⋅ 4 Baths ⋅ Weslo Willows SubDv. ⋅ 34231 Zip Code
Virtually Staged. PRICED BELOW APPRAISED VALUE! This spacious 4-bedroom, 3.5-bath Sarasota home offers over 3,000 square feet of living space, an impressive 3-car garage, exceptional flexibility, and beautiful indoor-outdoor living. A BRAND-NEW ROOF WILL BE INSTALLED PRIOR TO CLOSING, offering added value and peace of mind for the next owner. Step inside to soaring ceilings, abundant natural light, and a dramatic staircase that immediately gives the home a bright and open feel. The formal living and dining areas provide plenty of space for entertaining, while the separate family room with fireplace creates a comfortable setting for everyday living. Just off the foyer is a private office with extensive built-in shelving, ideal for working from home, a library, or additional flex space. The spacious kitchen features abundant cabinetry and counter space, along with a movable island that allows you to customize the layout to suit your needs. Just beyond the kitchen is an air-conditioned Florida room, creating another comfortable year-round space to relax and enjoy views of the surrounding greenery. The first floor also offers an oversized bedroom with a walk-in closet, perfect for guests, extended family, or use as a downstairs primary bedroom. A full bathroom is conveniently located just steps away. Upstairs, you’ll find three additional bedrooms, including the spacious primary suite and two versatile guest or secondary bedrooms. The primary suite features a large walk-in closet and a spacious bathroom with a soaking tub, separate shower, and double-sink vanity. One of the most special features of the home is the direct access from the primary bedroom to the expansive private deck, offering plenty of space for outdoor seating, relaxing, and entertaining. The two additional bedrooms share another full bathroom, and the upstairs flex area can easily serve as a second living room, media room, playroom, or sitting area. Outside, mature tropical landscaping creates a private and peaceful setting with lush greenery, a charming fountain, and multiple areas for outdoor enjoyment. The hot tub conveys with the sale, adding another inviting feature to the outdoor space. A spacious laundry room and the 3-car garage provide excellent storage and everyday functionality. Conveniently located near Siesta Key beaches, Downtown Sarasota, Sarasota Memorial Hospital, shopping, dining, schools, and entertainment, this home offers the perfect combination of space, privacy, versatility, and location. Offering an exceptional combination of space, privacy, flexibility, and a convenient Sarasota location, this home is ready for its next owner to make it their own.

2429 Whippoorwill Circle, 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

1903 Colleen Street, Sarasota
$350,000
2 Beds ⋅ 2 Baths ⋅ North Vamo SubDv. ⋅ 34231 Zip Code
Step into a home where all the heavy lifting has already been done, allowing you to focus entirely on the Florida lifestyle. This beautifully updated 2-bedroom, 2-bathroom residence offers a seamless blend of modern durability and relaxed comfort. From the moment you enter, you’ll notice the cohesive wood-look tile flooring that flows through every room, providing a stylish, low-maintenance foundation for your coastal decor. The heart of the home extends outdoors to a private oasis. Spend your afternoons lounging on the expansive paver deck or cooling off in the sparkling pool, which features a premium pebble tech surface and a brand-new filter system (2026). The entire outdoor space is protected by a screened-in enclosure, making it the perfect spot for alfresco dining or a quiet morning coffee. Peace of mind is built into the very bones of this property. Significant capital improvements include a new A/C system (December 2024), a brand-new septic system (July 2025), and a roof replaced in 2017. Furthermore, the home is outfitted with hurricane impact windows and a hurricane-rated garage door, offering both energy efficiency and robust protection. Whether you are looking for a primary residence or a streamlined seasonal getaway, this Sarasota gem is ready for its next chapter. Adding to the ease of your transition, this home is available partially furnished, making it truly move-in ready. The location is just as impressive as the updates, situated near everyday essentials like Trader Joe’s and Publix, along with a wide array of local shopping and dining options. With quick access to the freeway and a short drive to the world-famous sands of Siesta Key, you have the best of Sarasota right at your doorstep.

1903 Colleen Street, 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

6243 Carlton Avenue, Sarasota
$449,500
3 Beds ⋅ 3 Baths ⋅ Denham Acres SubDv. ⋅ 34231 Zip Code
Crown Jewel of Gulf Gate! Absolutely stunning, fully renovated home situated on a desirable corner lot with no through traffic in one of Sarasota’s most sought-after neighborhoods. This beautifully updated 3-bedroom, 3-bath home with bonus room has been renovated from top to bottom and offers an exceptional combination of style, upgrades, and location. Features include a private primary suite with its own entrance and dedicated mini-split A/C, creating an ideal setup for a mother-in-law suite, guest suite, or private retreat. Additional features include a solid metal roof, a brand-new permitted 120-foot well with new water filtration system, high-end appliance package, quartz countertops, new flooring, beautifully updated bathrooms, a new garage door, new front gutter, and charming tongue-and-groove soffits at the front and rear of the home. Enjoy outdoor living on the paver patio, perfect for relaxing or entertaining. Ideally located just minutes from top-rated restaurants, shopping, and world-famous Siesta Key Beach. The home is also located in a highly sought-after school district, including Riverview High School. Not located in a flood zone and with no HOA, CDD, or deed restrictions, this home offers the perfect combination of location, flexibility, modern upgrades, luxury, and peace of mind. Schedule your private showing today and experience everything this exceptional Gulf Gate home has to give!

6243 Carlton Avenue, Sarasota

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