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5858 Midnight Pass Road Unit 13, Siesta Key
$530,000
2 Beds ⋅ 2 Baths ⋅ A4703172 MLS
Under contract-accepting backup offers. Welcome to your tropical retreat at Beachaven, a highly desirable beachfront community on Siesta Key! This turnkey charming 2-bedroom, 2-full-bathroom villa spans 813 sq. ft., offering the ultimate beach escape. Nestled just steps from the pristine powdery white sands and crystal-clear waters, this villa provides unparalleled access to sun-soaked beaches and breathtaking Gulf views. Enjoy your morning coffee or unwind in the evenings on your private lanai, where you can immerse yourself in the sounds of the ocean and the vibrant coastal atmosphere. Beachaven features a heated pool overlooking the ocean, perfect for relaxing while soaking in the sun or enjoying a refreshing dip. The community boasts a unique monthly rental program, allowing you to generate rental income with minimal fees while maintaining the flexibility of using your villa as a personal getaway. This property is ideal for investors or those looking to offset ownership costs. Experience a relaxed lifestyle in this serene community, with easy access to Siesta Key Village, where you can explore boutique shops, delightful restaurants, and lively farmers markets. This villa is more than just a home; it’s a gateway to a vibrant coastal lifestyle. Don’t miss your opportunity to own a piece of paradise in this sought-after location! **This villa offers new appliances, air conditioner was installed in 2022. The metal roof is approximately 20 years old, and is still in good condition. However, due to the age of the roof, the seller is willing to either replace it or provide a credit at closing for a new roof.**

5858 Midnight Pass Road Unit 13, Siesta Key

6006 Midnight Pass Road Unit 60, Siesta Key
$479,000
1 Beds ⋅ 1 Baths ⋅ A4702254 MLS ⋅ G BLDG.
Under contract-accepting backup offers. Beautifully Updated One-Bedroom Condo on Siesta Key Enjoy the best of island living in this beautifully updated one-bedroom, one-bath condominium on Siesta Key. This inviting unit has been completely updated and features all-new appliances and a new water heater, offering a fresh, move-in-ready interior. The community offers an impressive selection of on-site amenities, including: • Two swimming pools • Tennis courts • Four shuffleboard courts • Beach access Located on beautiful Siesta Key, this condo offers the perfect combination of comfort, convenience, and the relaxed Florida lifestyle. Whether you’re looking for a full-time residence, seasonal getaway, or investment opportunity, this property provides an excellent opportunity to own a piece of paradise just steps from the beach.

6006 Midnight Pass Road Unit 60, Siesta Key

5661 Midnight Pass Road Unit 401, Siesta Key
$475,000
2 Beds ⋅ 2 Baths ⋅ A4708540 MLS ⋅ Na BLDG.
Under contract-accepting backup offers. Welcome to coastal living at its best in White Sands Village! This charming 2-bedroom, 2-bath end-unit condo offers a relaxed Siesta Key lifestyle in a desirable waterfront community. The furnished residence features an open floor plan, solid-surface countertops, tile flooring, and a comfortable living and dining area. Enjoy the community clubhouse and sparkling pool, along with water access and Gulf-front amenities. Boat slips may be available via waitlist. Ideally located just across the street from world-famous Siesta Key Beach and approximately one mile from Siesta Key Village, with convenient access to restaurants, shopping, entertainment, and all that the island has to offer. Whether you're looking for a full-time residence, vacation retreat, or investment opportunity, this condo offers an excellent opportunity to enjoy the best of Siesta Key.

5661 Midnight Pass Road Unit 401, Siesta Key

6703 Midnight Pass Road Unit 101, Siesta Key
$400,000
2 Beds ⋅ 2 Baths ⋅ A4709499 MLS ⋅ 1 BLDG.
Picture a full day on Siesta Key without ever touching your car keys. Coffee from Crescent Beach Market. Breakfast at Toasted Mango Café. A few hours on the soft white sand of Crescent Beach, then a walk down the shoreline to Point of Rocks, known for the best snorkeling on the key. Rent a boat at the marina by the Stickney Point bridge, watch the sun drop into the Gulf, and finish the night under the thatched roofs at Captain Curt’s with a cold drink in your hand. Want to go farther? The trolley stops right in front of the building. All of it starts at the front door of Unit 101 at Sea Winds. And when you are not here, it can be working for you. The condo comes fully furnished, down to the beach chairs, towels, and cart, it sleeps seven, and Sea Winds allows leases as short as two weeks, with the board reviewing a minimum as short as three days at its November meeting (not yet approved; buyer to verify). The owner even has prospective renters on standby. Then there is the patio. Unit 101 is the ground floor end unit, and it has the largest fenced patio at Sea Winds, shaded by its own tree, lined with hanging flower baskets, with a grill and a table for six that tends to stay set long after dinner is done. Slide the door open and the living room and patio become one space. No elevator, no long hallway, and your parking space is painted right outside the front door. Sea Winds is the kind of community where neighbors still get together in the clubhouse for games. The heated pool was rebuilt in 2025, the roof was replaced in 2024, the underground pipes and parking lot were redone in 2026, and the A/C is from 2022, so the big projects are already behind it. The $973 monthly fee covers cable, water, sewer, landscaping, and building maintenance, so there is nothing to manage while you are away. There is more to love here than fits in a description. Reach out to the listing agent for the full feature sheet, including the rental details, or to schedule your private showing.

6703 Midnight Pass Road Unit 101, Siesta Key

1250 N Portofino Drive Unit 304, Siesta Key
$394,000
1 Beds ⋅ 2 Baths ⋅ A4708535 MLS ⋅ Marlin House BLDG.
Under contract-accepting backup offers. Looking for a home for your boat, a beach lifestyle, or an investment? Enjoy sunrises over the marina, afternoons on Siesta Key Beach, and evenings on your enclosed balcony overlooking the boats and colorful skies. This furnished 1BR/2BA condo in Siesta Harbor is beautifully updated with an open floor plan, luxury vinyl flooring, remodeled kitchen (2022) with white shaker cabinetry, granite counters, glass backsplash, peninsula seating, and stainless appliances. Bathrooms feature quartz vanities and tiled showers; guest bath includes a soaking tub. Impact windows, same-floor laundry, and private storage add convenience. Siesta Harbor, a 55+ community, offers private beach access, heated pool/spa, lush landscaping, fishing pier, and a full calendar of social activities. Dock leases may be available for boats up to 30’. Additional amenities include covered parking, on-site manager, and a new roof (2025). Ideally located off the South Bridge near dining, shops, and the free Siesta Key trolley, this turnkey condo is perfect as a vacation retreat, full-time residence, or investment.

1250 N Portofino Drive Unit 304, Siesta Key

4822 Ocean Boulevard Unit 11E, Siesta Key
$340,000
1 Beds ⋅ 1 Baths ⋅ TB8498225 MLS ⋅ Siesta Towers BLDG.
Under contract-accepting backup offers. Milestone completed with no repairs required. THE LOWEST price in this building over the last 5 years to be had at an amazing bargain. Pound for pound dollar for dollar one of the best bargains on the beach. 11th-floor Gulf views, Siesta Key Beach right down the road, and a price point that gives you real upside. This the kind of condo/value combination people hope for. The unit has modest finishes as it sits, but the real play here is the value. You get a front-row seat to the Gulf, a private balcony for sunsets every night, and the chance to update it the way you want without paying a premium for someone else’s remodel. This is a bright west-facing 1-bedroom in Siesta Towers, so the natural light and water views are the star of the show. Whether you want a full-time place, beach getaway, or investment hold, this one checks the box for location and long-term potential. Siesta Towers is a well-kept beachfront community with a community pool, covered parking assigned by seniority, updated lobby/amenities, and beautifully maintained grounds. The building completed its milestone inspection in 2024, major exterior repairs were done in 2023, the roof was replaced in 2018, and the association fully funds both mandatory structural reserves and general reserves. You are also right in the middle of what makes this area so desirable. Siesta Key Beach is close by, and Siesta Key Village is right there for dining, shopping, and nightlife. It is hard to beat this combination of views, location, and value on Siesta Key.

4822 Ocean Boulevard Unit 11E, Siesta Key

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