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: | $766,422 |
| Highest Price: | $949,000 |
| Lowest Price: | $546,000 |
| Average Size: | 1,246 ft² |
| Average Price Per Square Foot: | $626 per ft² |
Condominiums
Neighborhoods
New Search X
Experience Effortless Coastal Luxury In This Brand-new Residence, Thoughtfully Designed And New Built From The Studs On In. Professionally Staged To Showcase The Very Best Of Waterfront Living. Offered Fully Furnished And Truly Turnkey, This Stunn...
Rare Opportunity To Own One Of The Most Resilient And Desirable Residences On Siesta Key! This 2-bedroom, 2-bath Condominium Offers 1,163 Square Feet Of Living Space (1,462 Gross Square Feet) And Is Ideally Positioned On The West Side Of The ...
Experience Elevated Coastal Living In This Stunning Penthouse Residence At 1200 E Peppertree Drive, Unit 601. Perched Atop The Building, This Exceptional Unit Offers Breathtaking Panoramic Views Of The Intracoastal Waterway And Downtown Skyline, C...
Location, Location, Location! Discover Your Slice Of Paradise In The Desirable Peppertree Bay Community On Siesta Key. This Fabulous, Turnkey Furnished 7th-floor Gulfside Condo, Offers Direct Beach Access And Panoramic Views Of Siesta Key And Dow...
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...
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...
Located On Siesta Key, This Updated First-floor 2-bedroom, 2-bath Condo At 1166 W Peppertree Drive Offers An Excellent Combination Of Coastal Living And Rental Potential. Just Steps From The World-famous Siesta Key Beach, Residents Enjoy Easy Acce...
Gulfside Downstairs Garden Unit, What A Wonderful Location To Beach And A Great View Overlooking One Of The Interior Lakes And Fountain With Estuary Area. Going Furnished So No Need To Start Shopping. Owner Used Unit November And March And Apri...
Move In Ready And Priced To Sell Quickly! Don't Miss The Chance To Own This Beautifully Updated Turnkey Furnished 2-bedroom Condo At Peppertree Bay, Available At An Unbeatable Price! Experience Resort-style Living In This Bayfront And Beachside Co...
All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.
Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.
Listing data comes from My Florida Regional MLS DBA Stellar MLS.
Listing information last updated on January 22nd, 2026 at 7:53pm EST.
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.
