Siesta Key Real Estate

2 Bedroom Homes for Sale in Siesta Key, FL

Welcome to your dedicated resource for 2 bedroom homes for sale in Siesta Key, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Siesta Key, FL agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the 2 bedroom properties currently available below, or contact a local agent to discuss the details that matters most to your search.

< Back to all Homes for Sale in Siesta Key, FL

Be the First to Know About New Siesta Key Homes

Stay ahead with real-time updates — no searching required.

See Homes Before Everyone Else

Siesta Key Real Estate Map Search

Search by Bedrooms
  Advanced Search   Market Reports   Home Value   Connect

All 2 Bedroom Homes for Sale in Siesta Key, FL

$450,000
2 Beds ⋅ 2 Baths ⋅ A4674069 MLS ⋅ Tropic View BLDG.
One or more photo(s) has been virtually staged. Welcome to affordable GULF FRONT living! This is currently the best priced 2 bedroom/2 bath condo on the Gulf side of Siesta Key! The seller is also willing to offer a $10,000 SELLER CREDIT with an acceptable offer to offset any future improvements or assessments. This recently updated DOUBLE LANAI CORNER unit is nestled in the southwest corner of the popular Tropic View building, the Whispering Sands midrise closest to the Gulf and 800' of your own private beach. The freshly painted interior features NEW luxury vinyl plank flooring, NEW interior doors, and NEW overhead designer lighting and fans. Four sets of floor-to-ceiling sliders open from the living areas and bedrooms into TWO separate 24’ glassed and screened lanais – complete with epoxy flooring and NEW ceiling fans to capture the coastal breezes. After a full day at the beach, meal prep is easy in your partially open kitchen featuring NEW granite countertops, farmhouse style stainless sink, and NEW 2025 Whirlpool and GE stainless appliances. The spacious primary bedroom includes a nice walk-in closet and an ensuite bath, while the generous second bedroom comfortably accommodates up to two queen beds and boasts a full wall of closet space. Both updated bathrooms feature NEW cabinets, vanities, & fixtures, with glassed walk-in showers and recessed lighting. Brand NEW 2026 HVAC system and 2025 water heater. The unit also comes with its own assigned storage locker located just across the hall, ideal for storing all of your beach essentials. Conveniently located next door to the colorful shops and restaurants of Siesta Key Village, Whispering Sands is a premiere 55+ Gulf front property offering two heated pools, beachside Tiki Hut and gas grills, shuffleboard, canoe/kayak storage, and 800' of PRIVATE quartz sand beach. The clubhouse is currently undergoing complete remodeling. Upon completion in 2026, it will include a full catering kitchen, fitness rooms, large screen TV, and an elegant space for community wide or private social events. New landscaping plan for the building and throughout the entire 25-acre property is currently underway. Attractively priced below market, this unit represents a great investment. Don’t miss this opportunity to experience the ease of island living at Whispering Sands!

101 Whispering Sands Drive Unit 107, Siesta Key
$449,500
2 Beds ⋅ 2 Baths ⋅ A4704416 MLS ⋅ Sailfish BLDG.
Welcome to your own piece of paradise on world renowned Siesta Key! This beautifully updated and freshly painted 2 bedroom, 2 bathroom residence in the highly desirable Siesta Harbor 55+ community is clean, bright, inviting, and ready for its next owner. Just steps from the soft, powdery sands of Siesta Beach, this is the perfect opportunity to enjoy the laid back island lifestyle you've been dreaming about. From the moment you walk in, you'll appreciate the fresh, coastal feel and thoughtful updates throughout. The residence features beautiful luxury vinyl flooring, a renovated kitchen, updated bathrooms, a brand new vanity in the guest bath, and new and newer appliances. The open and comfortable floor plan is filled with natural light and designed for easy everyday living. One of the true highlights is the spacious all seasons lanai, where you can sit back, relax, and take in the fantastic waterfront views. Watch boats cruise along the shimmering saltwater canal as you enjoy your morning coffee or unwind with a glass of wine in the evening. The canal leads directly to the Intracoastal Waterway and Gulf of Mexico, creating a beautiful backdrop and a constant reminder that you are living on Siesta Key. Siesta Harbor is an active and welcoming 55+ community with an incredible selection of amenities and activities. Enjoy the heated pool and spa, fitness center, sauna, clubhouse, shuffleboard courts, private Intracoastal pier, and a wonderful social calendar filled with community events and activities. Fishing enthusiasts will love the private waterfront pier, while boaters have the opportunity to lease dock space on a first come, first served basis. Residents also enjoy deeded beach access through Crescent Arms, beautifully maintained tropical grounds, on site management, private storage, and same floor laundry. With the free trolley stop conveniently located just outside the community, Siesta Key Village, local shops, restaurants, and entertainment are all easily accessible. The South Bridge provides convenient access to mainland Sarasota, downtown, and the area's many cultural attractions. Whether you're looking for a full time home, a seasonal escape, or your own island retreat, this residence offers an incredible combination of location, updates, waterfront views, amenities, and lifestyle. Clean, freshly painted, beautifully updated, and ready to enjoy, this is a fantastic opportunity to own a little piece of paradise on Siesta Key. Come see why life is better on the Key!

1300 N Portofino Drive Unit 103, Siesta Key
$424,900
2 Beds ⋅ 2 Baths ⋅ A4691798 MLS ⋅ Dolphin BLDG.
Escape the winter chill and step into your endless summer at this meticulously maintained, fully turn-key furnished 2-bedroom, 2-bathroom condo in the desirable Siesta Harbor community on Siesta Key. This 4th-floor gem has been lovingly cared for by the owners and offers charming peek-a-boo ocean views along with direct canal frontage — perfect for morning coffee with a waterfront breeze or romantic sunset dinner. This active 55+ community delivers the true Siesta Key lifestyle with outstanding amenities: deeded beach access via Crescent Arms, a fishing pier on the Intracoastal Waterway, a heated community pool, boat docks, onsite management, and a vibrant calendar of social activities. You’re just minutes from downtown Sarasota’s top restaurants, shops, and cultural attractions.Enjoy low HOA fees, worry-free maintenance, and peace of mind knowing the property has sustained no storm damage. This turn-key condo is your opportunity to own a slice of the laid-back tropical dream on Siesta Key.

1215 S Portofino Drive Unit 406, Siesta Key
Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.