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. Renowned for its stunning coastline, vibrant arts scene, and lush natural landscapes, South Sarasota offers a perfect blend of tranquility and excitement. Residents enjoy easy access to pristine beaches, world-class dining, and an array of recreational activities, making it an ideal location for families, retirees, and anyone seeking a vibrant lifestyle.

One of the standout features of homes in South Sarasota is the charming private mailbox exterior. These distinctive mailboxes add a touch of character to the neighborhood, enhancing the curb appeal of each property while providing a sense of personal space and identity. Imagine coming home to a beautifully landscaped yard, where your unique mailbox stands as a warm welcome, reflecting your style and personality.

The homes in South Sarasota are not only aesthetically pleasing but also thoughtfully designed for comfortable living. Many properties boast spacious layouts, modern amenities, and outdoor spaces perfect for entertaining or relaxing in the Florida sunshine. With a variety of options ranging from cozy single-family homes to luxurious estates, there’s something for everyone in this vibrant community.

Whether you’re enjoying a leisurely stroll through the nearby parks, indulging in local cuisine, or soaking up the sun on the nearby beaches, South Sarasota offers an enviable lifestyle that’s hard to resist. Come discover the charm of this delightful city and find your dream home with a private mailbox that reflects your unique personality!

Newest South Sarasota Homes with Private Mailbox Exterior Features

2320 Aquabluff Place Unit V274, Sarasota
$284,000
2 Beds ⋅ 2 Baths ⋅ Strathmore Riverside SubDv. ⋅ 34231 Zip Code
Vibrant 55+ maintenance-free coastal living (4.4 miles from Siesta Key Beach) awaits in the highly sought-after waterfront community of Strathmore Riverside Villas! This immaculate 1,120 sq. ft. villa boasts modern structural peace of mind, featuring impact glass windows, a new roof, and updated HVAC. An absolute dream for boaters and anglers alike, the community showcases a fishing pier with a cleaning station and a newly updated concrete seawall marina. Two boat spots available accommodating up to a 24?x8? watercraft (available on a first-come, first-served basis, wait list) for just $1,400 annually, offering direct, single-bridge navigable access down Phillippi Creek straight to the Intracoastal Waterway (1.4 miles/15 min). The comprehensive $725/mo condo fee bundles premium value, covering your water, sewer, trash, internet, master building insurance, grounds maintenance, on-site manager, and fully funded escrow reserves. Steps away, enjoy a lavish waterfront clubhouse complete with a fitness center, billiards, card rooms, saunas, and a sprawling geothermally heated outdoor pool. Two pets are welcome (dogs restricted to 15? shoulder height). This property

2320 Aquabluff Place Unit V274, Sarasota
3314 New England Street, Sarasota
$324,900
2 Beds ⋅ 1 Baths ⋅ Sun Haven SubDv. ⋅ 34231 Zip Code
If you've been looking for a home that's completely TURNKEY FURNISHED with NO HOA, major updates already done, and a HUGE backyard, you need to see this one!! Welcome to 3314 New England St in Sarasota, FL! This 2-bedroom, 1-bath home delivers an unbeatable combination of move-in readiness, recent upgrades, and the true Florida lifestyle appeal! Fresh interior paint and stylish, coastal-inspired furnishings create an inviting, updated feel, complemented by a comfortable, cozy layout. The home is offered fully turnkey furnished, with everything in place, from the furniture items and accessories, outdoor patio set, and fully equipped kitchen to the bedroom and bathroom essentials! - Everything you need to move in and feel right at home! And the best part....all of these major systems have already been taken care of -NEW ROOF + GUTTERS, NEW A/C, and NEW WATER HEATER—all completed in 2025! Additional updates include select non-impact windows (2020), septic improvements (2024), and beautifully refinished terrazzo floors that add that classic Florida character! The covered carport features a spacious laundry room toward the rear, offering convenient storage for all your beach toys, bikes, golf clubs, fishing poles, and more, along with a utility area .... and yes, the washer and dryer are included, too!! Outside, enjoy a HUGE fenced backyard with plenty of room to relax, entertain, let your pets play, do some gardening, or simply enjoy the peace and privacy of your own backyard. Need extra storage? The 12' x 14' storage shed provides tons of extra room for lawn and garden equipment, tools, outdoor accessories, and whatever else you need to tuck away! Close to Gulf Gate, shopping, restaurants, and only a few miles away from the world famous Siesta Key! Whether you're looking for your first home, a seasonal getaway, second home, or a rental-ready investment property, this Sarasota hidden treasure is ready to go!

3314 New England Street, Sarasota
2610 Regatta Drive, Sarasota
$394,900
2 Beds ⋅ 2 Baths ⋅ Gulf Gate SubDv. ⋅ 34231 Zip Code
Virtually Staged. Welcome to the lowest priced home in Gulf Gate! It has been extremely well maintained with good bones! Many improvements, including: Interior & Exterior Freshly Painted 2026*Guest Bathroom completely remodeled 2026*Washer & Dryer 2025*Lanai Re-screened 2024*Shingle Roof 2023*Air Conditioner (Rudd Package 14 Seer, 7 KW) 2022*Water Heater 2022*Ten (10) Impact Resistant Energy Efficient Windows and Doors 2018*Soffits and Fascia 2018*Bosch Dishwasher 2017* Refrigerator & Range 2017*Hurricane Garage Door and Opener 2016*Plumbing redone overhead & much more! Excellent Curb Appeal with attractive landscaping and a convenient circular driveway for easy in and out! This is a dead-end street with very little traffic and just a community of good neighbors. Enforced deed restrictions keep the community nice and Gulf Gate is lined with sidewalks for walkers & runners! Split Plan, Beautiful Plantation Shutters throughout, a spacious Florida Room plus a Huge Lanai for entertaining and relaxation! Outside Patio and a Fenced Area for pets to roam. This home is within minutes to World Renowned Siesta Key Beaches, Legacy Trail, several fitness centers, Gulf Gate Shops & Restaurants, Gulf Gate Library and A+ Schools. Within 15-20 minutes to cultural downtown Sarasota which offers fine dining, opera, Selby Gardens, boutique shopping, movie theaters and much more. This is a properly priced home and it is ready for you to move right in! All the major ticket items have been done, so add your personal touches and either have the terrazzo floors professional buffed and finished or add your own flooring to make this home sparkle. This one is a beauty and the location couldn’t be better! Enjoy the Gulf Gate shopping/dining, library & more! Make it yours but don’t wait … this one simply won’t last. H-U-R-R-Y while you can!

2610 Regatta Drive, Sarasota
1640 Stickney Point Road Unit 40-101, Sarasota
$319,000
2 Beds ⋅ 2 Baths ⋅ Castel Del Mare SubDv. ⋅ 34231 Zip Code
Say Hello to a Great Buy! You simply can’t beat this location! This freshly updated, fully furnished 2-bedroom, 2-bath ground-floor condo is located West of the Trail in the highly sought-after waterfront community of Castel Del Mare, just minutes from world-famous Siesta Key. Step inside and discover an inviting, move-in-ready residence featuring Corian countertops, stainless steel appliances, tasteful furnishings, a designer fireplace, and HD Smart TVs in both bedrooms and the main living area. The A/C system and water heater were replaced in 2022, while the separate laundry room offers a full-size washer and dryer plus additional storage. Best of all, ground-floor living means no stairs and easy access! Castel Del Mare offers a true resort-style Florida lifestyle with two sparkling swimming pools—including one overlooking the Intracoastal Waterway—tennis and pickleball courts, kayak launches, fishing piers, community grills, assigned parking, and on-site management. And the location is hard to beat! Siesta Key and its beautiful beaches are just minutes away, while the nearby Southbridge area puts restaurants, shopping, entertainment, and bike and boat rentals practically at your doorstep. With one-month minimum rentals permitted, this property offers excellent flexibility for a full-time residence, seasonal getaway, or investment opportunity. Fully furnished, meticulously maintained, and priced to sell—this is your opportunity to own a little piece of paradise. Welcome home to YOUR Castle by the Sea!

1640 Stickney Point Road Unit 40-101, Sarasota
4260 Bell Avenue, Sarasota
$345,000
3 Beds ⋅ 2 Baths ⋅ Morning Glory Ridge SubDv. ⋅ 34231 Zip Code
Charming and well-maintained 3-bedroom, 2-bath home tucked away at the end of a quiet street just off Bee Ridge Road, offering a comfortable setting with convenient access to everyday essentials. The desirable split-bedroom floor plan provides added privacy, while the bright and inviting kitchen features stainless steel appliances and opens to the combined living and dining area, creating a welcoming space for everyday living and entertaining. An oversized indoor laundry room offers generous storage and added functionality. Sliding doors lead to a screened lanai, an ideal spot to enjoy your morning coffee or unwind at the end of the day. Outside, the spacious, fully fenced backyard offers privacy and shade from mature trees, along with a storage shed for tools, gardening supplies, or extra storage. Freshly painted throughout, with new flooring in the bedrooms, this home is move-in ready and offers a wonderful opportunity to enjoy the Florida lifestyle. Conveniently located just minutes from I-75, US-41, shopping, dining, and medical facilities, and approximately seven miles from the beautiful sands of Siesta Key Beach, this home pairs everyday comfort and privacy with exceptional convenience.

4260 Bell Avenue, Sarasota
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. Completely renovated in 2006, with the original 1959 structure fully redone, 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 bespoke double glass doors featuring a custom heron overlay. 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 for added light, 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 from the sliding glass-enclosed lanai 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 with 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
1740 Assisi Drive, Sarasota
$1,289,000
4 Beds ⋅ 6 Baths ⋅ Portofino On The Bay SubDv. ⋅ 34231 Zip Code
Pre-Construction. To be built. Located in the highly sought-after Portofino on the Bay neighborhood in Sarasota, this cleared homesite presents a rare opportunity to build your dream home in one of the area’s most desirable coastal communities. The property has already been cleared and is ready for construction, offering a smooth and convenient start for your custom build. A select builder has plans ready for this lot, providing the opportunity to streamline the building process with a thoughtfully designed home. Buyers may choose to utilize the existing plans or customize them to suit their vision and lifestyle. The style of the home must match the community guidelines. The property is also located close to the highly regarded Pine View School, along with other highly rated public and private schools nearby. This private and gated neighborhood is great for boaters, offering community deeded access to the bay to relax, and a community day dock available upon reservation. If a resident is selling, a private boat slip may become available. Enjoy direct access to the Intracoastal Waterway. Located just 2 miles from downtown Sarasota, residents enjoy quick access to vibrant dining, shopping, and entertainment while still enjoying the privacy and tranquility of this waterfront-friendly community.

1740 Assisi 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
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
Start Your Search