Siesta Key Homes with Community Mailbox Community Features

Siesta Key Homes with Community Mailbox Community Features

Welcome to Siesta Key, a charming barrier island located in Sarasota County, Florida. Known for its stunning white sandy beaches and crystal-clear turquoise waters, Siesta Key is a paradise for those seeking a laid-back coastal lifestyle.

Homes in Siesta Key with Community Mailbox Community Features offer residents the convenience of a centralized mailbox system while fostering a sense of community among neighbors. This feature allows residents to collect their mail in a central location, making it easier to connect with others in the neighborhood.

Living in a community with mailbox features can enhance the overall living experience by promoting a sense of unity and neighborly interaction. It's not just about receiving mail; it's about creating a close-knit environment where residents can come together and build lasting relationships.

Whether you're looking for a vacation home, a retirement retreat, or a permanent residence, Siesta Key offers a variety of real estate options to suit your needs. From waterfront estates to cozy beachfront condos, there's something for everyone in this idyllic island community.

Come experience the beauty and tranquility of Siesta Key, where sunny days, sandy beaches, and friendly neighborhoods await. Discover the perfect home with Community Mailbox Community Features and start living the dream coastal lifestyle you've always wanted.

Newest Siesta Key Homes with Community Mailbox Community Features

1300 N Portofino Drive Unit 102, Sarasota
$449,995
2 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
THE SIESTA KEY LIFESTYLE, ALL IN ONE EXCEPTIONAL WATERFRONT COMMUNITY! Imagine starting your day with coffee overlooking a picturesque harbor, spending the afternoon with your toes in Siesta Key’s powdery white sand, and gathering with friends for sunset cocktails as another spectacular Florida day draws to a close. Welcome to Siesta Harbor Condominiums Association, a vibrant 55+ community where boating, beach days, and an inviting social scene come together in one extraordinary island setting. DIRECT WATERFRONT LIVING! Perfectly positioned on the ground floor, this beautifully updated, fully furnished 2-bedroom, 2-bath residence feels more like a private coastal home than a condo. Forget elevators and stairs - simply walk through your front door with groceries or beach bags and you’re home! Inside, a bright, breezy interior features attractive tile floors throughout and an open layout designed for easy entertaining. The remodeled kitchen is a showpiece, with gorgeous granite countertops, crisp white cabinetry, stainless steel appliances, a stylish glass backsplash, a generous breakfast bar opening to the living room, and the everyday luxury of a KITCHEN PANTRY—all with gorgeous views of the harbor! The living room flows into a spectacular glass-enclosed lanai, where walls of impact-resistant glass sliders frame intimate views of the harbor, lush tropical grounds, and boats gently resting along the waterway just beyond your windows. Imagine lingering here with a good book, watching the boats drift by, or savoring an evening cocktail in your own waterfront retreat. Two welcoming bedrooms include a flexible guest room with a Murphy bed, ideal for visitors or a home office. Updated bathrooms include a bidet toilet in the primary suite. Impact glass, tasteful furnishings, a private LOCKED STORAGE CAGE just down the hall, and on-site laundry and covered parking are welcome perks. Beyond your front door, the Florida lifestyle unfolds! Boaters will love the harbor's DIRECT INTRACOASTAL WATERWAY ACCESS WITH NO BRIDGES, situated just north of the South Bridge no-wake zone for convenient cruises south toward Venice. Imagine stepping aboard your boat just outside your home and setting off for a day on the water (slips subject to availability). Beach lovers will treasure DEEDED BEACH ACCESS directly across the street at Crescent Arms, opening the door to Siesta Key’s world-famous white quartz sand and sparkling Gulf waters. Spend sun-drenched afternoons by the community pool, relax in the hot tub, or enjoy the clubhouse, fitness center, library, billiards, and lively social activities. One of Siesta Harbor’s most cherished traditions is sunset happy hour on the waterfront sunset deck, where neighbors gather to toast another beautiful evening in paradise. Tucked into a peaceful waterfront setting, Siesta Harbor is just moments from South Siesta Key Village, with its grocery store, restaurants, bars, and charming boutiques. The nearby South Bridge makes mainland Sarasota wonderfully accessible, while the Breeze transit stops right in front of the clubhouse for a convenient way to explore the island. Whether your perfect day means cruising the Intracoastal, strolling the beach, sharing sunset cocktails, or simply relaxing beside the water, this is more than a condominium—it’s your invitation to live the SIESTA KEY LIFESTYLE you’ve always imagined! WHERE ELSE can you enjoy waterfront living and resort-style amenities under $500K on Siesta Key?

1300 N Portofino Drive Unit 102, Sarasota

8767 Midnight Pass Road Unit 205F, Sarasota
$598,000
2 Beds ⋅ 2 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
Island Reef Condominium is a prominent, resort-style "Gulf-to-Bay" residential complex located on the serene and secluded southern end of Siesta Key in Sarasota, Florida. The property spans both sides of Midnight Pass Road, providing residents and guests with immediate access to the beach on the Gulf side, alongside boat docks and kayak launches on the Sarasota Bay side. The unit features an enclosed, glass-screened lanai that functions as an extended living space, offering views of the Intracoastal Waterway. The tiled floors throughout provide a clean, continuous visual flow that makes the 1,303 sq. ft. layout feel even more expansive. Practically, all-tile flooring is the ultimate choice for a coastal property, as it handles beach sand, resists humidity, keeps the unit naturally cooler, and makes post-beach cleanup effortless compared to carpet. The combination of stainless steel appliances, granite countertops, and a tile backsplash represents a clean and complete kitchen footprint. The granite offers durable, solid-surface workspace, while the tile backsplash adds a custom, premium design element that complements the appliances. Having tiled floors throughout typically means the tile flows directly out onto the enclosed glass-screened lanai, seamlessly blurring the line between your indoor living space and the beautiful views of the intracoastal Waterway / Little Sarasota Bay. Both bedrooms have Temper pedic beds. The Primary bedroom has a king bed and the Guest bedroom has 2 twin beds. Temper pedic beds are well known for comfort and a good nights sleep. The amenities for Island Reef include a fitness center, tennis & pickleball courts, 2 heated swimming pools, beach access, grilling patios, clubhouse, game room, shuffleboard courts, dock, fishing pier and kayak launch. Island Reef is just minutes away from Siesta beach and Turtle beach. Siesta Key beach was voted #1 Beach in USA. You can visit Siesta Village or access the mainland easily for shopping, restaurants, etc. This property is being sold turnkey furnished. It is currently being used as a vacation rental. The unit is currently rented for February, March and the first half of April 2027. Having the unit reserved and ready for occupancy is a true positive benefit for the new owners.

8767 Midnight Pass Road Unit 205F, Sarasota

40 Sandy Cove Road Unit 4C, Sarasota
$899,999
3 Beds ⋅ 2 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code
PRIVATE DEEDED BEACH ACCESS . . . WALK TO SIESTA KEY VILLAGE . . . TRANQUIL POND VIEWS . . . Enjoy the island lifestyle and vibrant charm of Siesta Key in this exceptional location. Tucked away on a peaceful cul-de-sac, this updated three-bedroom, two bath townhome offers a rare combination of indoor-outdoor living. At the heart of the home is an open-air atrium bringing natural light into the surrounding interiors. Imagine enjoying your morning coffee or dinner beneath the stars. The galley kitchen, opened up in 2016, connects with the courtyard and features newer appliances. Beyond the living spaces, a covered lakeside terrace offers a beautiful place to unwind, with tropical landscaping and reflections across the water. The entire upper level is devoted to the primary suite, providing a spacious retreat with a redesigned bath featuring a freestanding soaking tub and shower. Sliding glass doors from both the bedroom and bathroom open to one of many outdoor decks. Multiple balconies and a sun deck offer additional spaces to relax and enjoy the surroundings. Recent improvements include a new roof in 2025; tile flooring, a four-ton HVAC system and air handler, a water heater, and a tankless hot-water unit serving the primary bathroom. Additional updates include recently replaced upstairs windows, hurricane-rated sliding glass doors installed approximately four years ago, new toilets, and a new downstairs bath vanity. In-unit laundry, ample storage, a one-car garage, and additional parking add everyday convenience, while beautiful landscaping, outdoor uplighting and irrigation complement the outdoor setting. Sandy Cove’s private deeded beach and fishing pier bring the waterfront experience close to home, while the restaurants, boutiques, and local flavor of Siesta Key Village are an easy walk away. From quiet mornings beside the pond to evenings in the Village, this residence offers a distinctive and personal way to experience life on Siesta Key. All information provided by the sellers is deemed reliable but is not guaranteed. Buyers are encouraged to verify all information independently.

40 Sandy Cove Road Unit 4C, Sarasota

1129 Seaside Drive Unit 23, Sarasota
$615,000
1 Beds ⋅ 1 Baths ⋅ Sea Crest Apts SubDv. ⋅ 34242 Zip Code
Steps from the White Sands of Crescent Beach! Welcome to Sea Crest, one of Siesta Key's most desirable boutique beachfront communities, offering an intimate setting with just 40 residences. Known for its exclusivity, outstanding beachfront location, and exceptional rental flexibility, Sea Crest offers a unique opportunity to experience the very best of Siesta Key. Ideally positioned within the community, Unit #23 enjoys one of Sea Crest's most appealing features: its close proximity to the beach. Step outside your door and you're just a short stroll from the beautiful white sands of Crescent Beach and breathtaking sunsets over the Gulf of Mexico. This charming one-bedroom, one-bath condominium offers a comfortable and inviting coastal retreat with an open living and dining area, beautiful wood-look flooring, exposed ceiling beams, and tasteful coastal furnishings throughout. The fully equipped kitchen, spacious living area, and bedroom with ample storage provide everything needed for a relaxing beach getaway. Offered completely turnkey furnished, this residence is ready for immediate enjoyment or continued rental use. What truly sets Sea Crest apart is its combination of an intimate beachfront setting and outstanding rental flexibility. Short-term rentals are permitted, and the community offers a phenomenal on-site management team that assists with reservations, guest services, and property management. Unit #23 is already participating in the on-site rental program, offering a convenient transition for buyers interested in continuing rental activity while enjoying the property for their own personal use. Residents and guests enjoy direct access to the world-famous sands of Crescent Beach, a heated swimming pool, beachfront lounging areas, and incredible Gulf sunsets. All of this is conveniently located near some of Siesta Key's favorite restaurants, shopping, and entertainment. Whether you're looking for a personal beach retreat, an investment opportunity, or a combination of both, Unit #23 offers an exceptional combination of location, convenience, and flexibility. With just 40 residences and the beach only steps away, it's easy to see why Sea Crest remains such a special place on Siesta Key!

1129 Seaside Drive Unit 23, Sarasota

84 Avenida Veneccia Unit 201, Sarasota
$5,995,000
3 Beds ⋅ 3 Baths ⋅ 89 Beach SubDv. ⋅ 34242 Zip Code
Set behind private entry gates and situated on one of the most beautiful beaches in the world, you will find the boutique building known as 89 Beach. A community of just six modern condominium residences, this building exudes style, chic architecture, and a unique and coveted location with easy beach access and proximity to all the amenities of Siesta Key Village. Unit 201 is a special offering- this two-story townhome lives almost like a single- family home paired with all the convenience of a condominium living. After entering onto the private gated property, residents will enjoy an oversized, enclosed two car garage with abundant storage located directly beneath the townhome and directly adjacent to the elevator which has a private secure entry to both townhome levels. Directly adjacent to the private garage is a deeded beach cabana for enjoying beach days in style and shade. This residence has been masterfully designed and furnished with every detail being taken into account to create a masterpiece ready for a new owner. Upon entering this residence you will notice superior detailing including tile floors throughout, recessed wood ceiling details, a magnificent floating staircase and wavy wall, and tons of natural light flowing in through the floor-to-ceiling impact glass windows and sliding doors. Each of the two levels has its own terrace with sights and sounds of the Gulf. This residence comes fully equipped with a smart home Control4 system, Lutron lighting system, built-in surround sound, automated recessed shades and so much more. The kitchen features custom wood cabinetry, Gaggenau appliances, natural gas range, and breakfast bar seating for entertaining. The main living area feels like you are sitting on the beach with a built-in fireplace for cool coastal nights and fantastic views. The second level contains all the bedrooms, and this primary bedroom is a true show-stopper! Imagine opening the black shades from your beachfront bed set in the middle of the room and watching the day come to life. The suite offers dual walk-in closets with built-ins, and spa like primary bath including a steam shower, and even a built-in coffee bar. Your guests will never want to leave the well-appointed guest bedrooms which offer great light and space- one of the guest bedrooms even has access the balcony. 89 Beach features an elevated resident’s heated pool with seating and fire pit for entertaining. This truly unique location differs from so many other barrier island condominiums due to its access to restaurants, nightlife, groceries, and shopping within a block or two. Come to enjoy 89 Beach, with the convenience of its location and luxury, you may never want to leave. Schedule your private showing today.

84 Avenida Veneccia Unit 201, Sarasota

5858 Midnight Pass Road Unit 11, Sarasota
$749,900
3 Beds ⋅ 3 Baths ⋅ Beachaven SubDv. ⋅ 34242 Zip Code
Turnkey, fully renovated, and steps from the sand—welcome to your beach home at Beach Haven, where exceptional finishes meet private beach access and the best of Siesta Key living! This beautifully appointed 2-story condo townhome offers 3 bed, 3 bath, approx. 1,100 sq. ft. of heated living space, plus approx. 200 sq. ft. of climate-controlled storage. Completely renovated down to the studs, Unit 11 showcases thoughtful design, notable finishes, and true pride of ownership, with attention to detail extending well beyond what meets the eye. The bright, open-concept main floor connects inviting living and dining spaces with an oversized kitchen featuring granite countertops, a striking full-height backsplash, abundant shaker cabinetry, stainless steel built-in appliances, gold hardware, and a coordinating gold-tone faucet. A generous breakfast bar with seating for 4, coastal-inspired pendant lighting, and recessed lighting create a welcoming setting for everyday living and entertaining. Large windows and sliding glass doors bring in natural light and connect the interior to the patio and landscaped courtyard. Vinyl flooring flows throughout the main and 2nd floors, complemented by a beautifully renovated main-floor powder room. Upstairs, you’ll find all 3 bedrooms, including a primary retreat with a full ensuite bath, plus an additional renovated bathroom serving the other 2 bedrooms. The comprehensive renovation includes upgraded insulation and drywall, new windows and doors, HVAC and ductwork, electrical panel and wiring, a larger water heater, and extensive plumbing replacement, including underground cast-iron waste piping to the city sewer connection. Roof-joist hurricane tie-downs and reinforcing steel wall strapping were also added. Outdoors, the expansive Caribbean shell stone patio overlooks the landscaped central courtyard and offers separate areas for dining and lounging, accent lighting, and 2 remote-controlled retractable awnings with high-wind sensors. Even the storage/utility garage reflects the same level of care, featuring climate control, epoxy flooring, thoughtful organization, and access from both the driveway and courtyard. An exterior laundry area frees up interior space, while parking for 1 vehicle adds convenience. Follow the community walkways to the private residents’ beachfront pool and private community access to Siesta Key’s sweeping sand beach and turquoise waters. From morning beach walks to spectacular sunsets, the setting captures the appeal of coastal living, with island restaurants, cafés, shops, and live music to explore around Siesta Key Village and along Midnight Pass Road. Beautifully renovated and meticulously presented, this home offers a personal beach retreat to enjoy with friends and family, or potential rental use, subject to association rules and applicable restrictions. Your slice of Siesta Key paradise awaits!

5858 Midnight Pass Road Unit 11, Sarasota

6157 Midnight Pass Road Unit E75, Sarasota
$419,000
1 Beds ⋅ 1 Baths ⋅ Bay Oaks SubDv. ⋅ 34242 Zip Code
Experience the best of Siesta Key living in this beautifully updated, turnkey furnished condo located in the desirable Bay Oaks community. Situated on the top floor in a quiet corner of Building E, this one-bedroom, one-bathroom residence offers added privacy, abundant natural light, and peaceful views toward the Intracoastal Waterway. With its inviting coastal atmosphere and convenient island location, this property is an ideal beach getaway, seasonal retreat, or investment opportunity. The thoughtfully designed interior features an open living and dining area that flows into an updated kitchen complete with granite countertops, stainless steel appliances, and generous cabinet space. Sliding glass doors lead to a private screened lanai, perfect for enjoying the morning breeze and relaxing in the Florida sunshine. The spacious primary bedroom comfortably accommodates a king-size bed and includes a separate vanity area and large walk-in closet. A built-in Murphy bed provides additional sleeping accommodations for guests, while an in-unit washer and dryer adds everyday convenience. The residence also includes its own assigned covered parking space, a valuable feature for island living. Bay Oaks offers a wonderful selection of amenities surrounded by mature tropical landscaping, including a heated swimming pool, tennis and pickleball courts, saunas, a clubhouse with billiards, and an on-site manager. Along the Intracoastal Waterway, residents can enjoy a fishing pier and a shaded waterfront picnic and grilling area, ideal for watching boats pass by. Just minutes from Siesta Key's world-famous white sand beaches, Bay Oaks is perfectly positioned to enjoy everything the island has to offer. The free Siesta Key Trolley stops directly outside the community, providing easy access to Siesta Key Village, restaurants, shopping, and entertainment. The nearby Stickney Point Bridge also offers convenient access to mainland Sarasota. Whether you're looking for a personal island escape or an income-producing property, Bay Oaks offers the flexibility of weekly rentals in a sought-after Siesta Key location. With its top-floor corner setting, covered parking, updated interior, and excellent community amenities, this condo presents a wonderful opportunity to enjoy the Siesta Key lifestyle.

6157 Midnight Pass Road Unit E75, Sarasota

8776 Midnight Pass Road Unit C101, Sarasota
$995,000
2 Beds ⋅ 3 Baths ⋅ Island Reef SubDv. ⋅ 34242 Zip Code
Experience the best of Siesta Key living at Island Reef, a desirable Gulf-to-Bay community on the peaceful southern end of the island. Offering 1,875 square feet of living space, this two-bedroom, two-and-a-half-bath ground-floor condominium features one of the community’s largest floor plans, providing generous living spaces and a comfortable coastal retreat. Ideally positioned as one of the closest residences to both the community swimming pool and beach access, the condominium features a private walkout patio overlooking the beautifully maintained grounds and pool. The ground-floor setting allows for easy outdoor access without the need for elevators, while a nearby covered carport adds everyday convenience. Inside, the residence features fresh interior paint, a beautifully renovated primary bathroom, a remodeled laundry room, and new luxury vinyl plank flooring throughout both bedrooms, closets, and all two-and-a-half bathrooms. Significant improvements include replacement of the vertical iron plumbing pipes throughout the residence, along with an air conditioning system and water heater replaced approximately one year ago. The kitchen features appliances approximately five years old and offers an opportunity to personalize the space to your taste. With its expansive floor plan, substantial updates, and inviting indoor and outdoor living spaces, this residence offers an exceptional opportunity to enjoy the relaxed coastal lifestyle of Siesta Key.

8776 Midnight Pass Road Unit C101, Sarasota

6157 Midnight Pass Road Unit E93, Sarasota
$475,000
2 Beds ⋅ 2 Baths ⋅ Siesta Plat SubDv. ⋅ 34242 Zip Code
Exceptional opportunity on SIESTA KEY! Whether you're searching for a vacation getaway, full-time island residence, or income-producing investment, this TURNKEY 2-bedroom, 2-bath condo at Bay Oaks offers an unbeatable combination of location, flexibility and value. With WEEKLY RENTALS ALLOWED, owners have the freedom to take advantage of Siesta Key's highly desirable vacation rental market while still enjoying the property themselves. Outside rental management and self-management is allowed, providing added flexibility for investors. Located on the third floor, this spacious 1,101 sq. ft. condo is being sold TURNKEY and ready to enjoy from day one. The kitchen has been beautifully renovated creating a fresh, updated space with stainless steel appliances, gorgeous quartz countertops, large island with seating, and coastal backsplash. The open living and dining areas flow onto a screened in balcony overlooking mature tropical landscaping—the perfect spot to enjoy your morning coffee or unwind after a day at the beach. A generous outdoor storage closet provides convenient space for beach chairs, umbrellas and all your island essentials. The split bedroom layout offers privacy for owners and guests, with two spacious bedrooms and two full bathrooms. An IN-UNIT WASHER AND DRYER adds another sought-after convenience for both personal use and vacation rentals. Bay Oaks provides an impressive collection of amenities including a heated community pool, fishing pier along the Intracoastal Waterway, tennis and pickleball courts, BBQ and picnic areas, and covered parking. Leave the car behind and embrace the island lifestyle with the Siesta Key trolley providing convenient transportation to Siesta Key Village, local restaurants, shops, entertainment and Siesta Key's world-famous white-sand beaches. With weekly rentals permitted, flexible management options, turnkey furnishings, a renovated kitchen and an outstanding Siesta Key location, this condo offers an incredible opportunity to own your own piece of paradise while enjoying the potential for vacation rental income. Bring you sunscreen and come experience everything that makes Siesta Key one of Florida's most sought-after island destinations!

6157 Midnight Pass Road Unit E93, Sarasota

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