Peppertree Bay is one of the largest condominium complexes on Siesta Key Beach with 360 units. Residents have their choice between 5 different floor plans with 1 to 4 bedrooms and gulf, bay or garden views.
To learn more about any of these condos or receive email updates when new properties hit the market, simply give us a call at 941-923-7777 or send us an email below. We are here to help!
… Read More| Total Listings: | 9 |
| Average Price: | $717,222 |
| Highest Price: | $975,000 |
| Lowest Price: | $529,000 |
| Average Size: | 1,175 ft² |
| Average Price Per Square Foot: | $615 per ft² |
Condominiums
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New Price – Exceptional Beachfront Living In The Heart Of Siesta Key. Experience The Essence Of Coastal Luxury In This Beautifully Appointed 5th-floor Residence With Commanding Views Of Siesta Beach, The Gulf Of Mexico, And Golden Sunset Skies....
Magnificent Water Views! It Is Like Watching A Boat Parade Every Day! Welcome To Peppertree Bay, A Sought-after Beach To Bay Community On Siesta Key. This Pristine 2-bedroom 2-bath Condo Has Been Beautifully Updated To Appeal To The Modern Discer...
You Have The Best Of Both Worlds With This Unit, A View To The East Overlooking Over The Intracoastal Waterway And The Private Beach To The West. As You Walk Into The Dining/living Room You Will Become Enchanted With The Mesmerizing View. Whethe...
Rarely Available Penthouse! Whether It's The Shimmering City Lights At Night Or A Dazzling Sunset That Paints The Sky With Hues Of Orange And Pink, This Penthouse's Vantage Point Provides A Breathtaking Backdrop For Everyday Living. Direct Beach A...
Beautifully Appointed, Bright And Airy Unit With All The Right Touches. Move Right In Just Bring Your Toothbrush And You Are Ready To Start Enjoying Island Living! You Will Be Able To Watch Sunsets Every Day. Take The Elevator To This 3rd Floor U...
This Delightful Unit Is Just A Short Stroll From The Tennis/pickelball Courts, Pool And Siesta Key Private Access Beach, Nestled In A Quiet Gulf-side Location. This 2 Bedroom 2 Bath Condo Is Positioned Upstairs On The 2nd Floor, It Offers Serene V...
6th Floor Gulfside Highrise Facing East Overlooking The Peppertree Grounds--high And Dry! Beautifully Appointed With Detail To Owners Care Of The Unit. Spacious Open Kitchen With Extra Storage, Wood Lament Flooring Throughout The Living Areas; Til...
Awesome Deal On Siesta Key. This Turnkey 2br/1.5 Ba Unit Is Ready For New Owner. New Wood Laminate Flooring In Living, Dining And 2nd Bedroom. Gulfside 1st Level Garden Unit Is Close To Pool, Beach, Fitness Center, Clubhouse & More. Unit Had Mi...
Savor Your Coffee While Enjoying The Breathtaking Views Of The Bay! Welcome To The Wonderful Community Of Peppertree Bay On Siesta Key. This Is An Incredible Opportunity To Own A 2-bedroom, 1.5-bathroom Turnkey Condo That Awaits Your Personal Touc...
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Listing data comes from My Florida Regional MLS DBA Stellar MLS.
Listing information last updated on July 13th, 2025 at 9:49am EDT.
Encompassing 16 tropical acres stretching from the sugary white sandy beaches of Siesta Key all the way to the serene Intercoastal waterway, Peppertree Bay consists of five mid-rise tower buildings, garden villa homes, and 2-story townhomes. The Gulfside section is located directly on world-famous Crescent Breach and the Gulf of Mexico while the Bayside section extends to Sarasota Bay.
Features & Amenities
Designed with effortless convenience in mind, owners and guests indulge in a many outdoor activities including, canoeing/kayaking, sailing, fishing, scuba/snorkeling, and many more.
Secluded, relaxing, and casual, this complex radiates a warm and pleasant ambiance. Many owners take advantage of the on-site rental office and management plus 24 hour on-site staffing.
Building Information
Location
Surrounded by a combination of natural beauty and charm, this maintenance-free community is situated between the Gulf and Bay in the midst of lush tropical landscaping. The complex is located in the middle of the island off of Midnight Pass Road. Casual and fine dining, eclectic shopping, arts and entertainment can all be found nearby on Siesta Key or just moments away in Sarasota.
