Peppertree Condos For Sale - Sarasota

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Address: Peppertree Lane, Peppertree Way, Peppertree Drive        Peppertree Siesta Key
Number of Units: 361
Year Built: 1972
Minimum Lease: 1 month
Leases per year: 4
Beach or Bay: Beach and Bay


The Peppertree Bayside and the Peppertree Gulfside are residential condominium complexes located along Midnight Pass Road, one of Siesta Key Island’s main thoroughfares. These real estate properties were constructed in 1975, which offer fabulous views of Roberts Bay and the Gulf of Mexico respectively. Read More About Peppertree.


Condos for Sale at Peppertree Siesta Key

All Listings $300,000 - $400,000 $400,000 - $500,000
$500,000 - $600,000 $600,000 - $700,000 $700,000 - $800,000
$800,000 - $900,000

Market Statistics

Total Listings: 17
Average Price: $534,429
Highest Price: $850,000
Lowest Price: $399,900

Condos for Sale at Peppertree Siesta Key

17 Properties Found. Page 1 of 2.
Photo of Listing #A4478784

Gulfviews! Watch the sunset in the comfort of your own condo! Escape from the hustle and bustle of the real world and enjoy the charms of Siesta Key. Immediately ready for occupancy and priced to s...

Photo of Listing #A4475885

Rarely available, this 1st floor, direct waterfront residence at coveted Peppertree Bay on Siesta Key offers a lush tropical paradise overlooking Little Sarasota Bay. Enjoy unparalleled intercoasta...

Photo of Listing #A4477262

Peppertree Gulfside unit on Siesta Key. Tranquil setting just a few short minutes to the beautiful beaches of Siesta Key. This 2 bedroom 2 bathroom condo is in a beach to bay complex with some comm...

Photo of Listing #W7826513

A chance to live in Paradise! Bask in the Florida sunshine, relax in the sparkling, clear blue waters of Siesta Key Beach, ranked the #1 beach in the United States. Own this furnished, turnkey con...

Photo of Listing #A4477705

Best buy on Siesta Key! Peppertree is a Beach to Bay complex on a private beach. This 2nd floor condo has 2 large bedrooms and 2 bathrooms. Enjoy the sunset skies every night from your own extra la...

Photo of Listing #A4473052

PARADISE ON SIESTA KEY! Here is your best-priced opportunity to own a great vacation condo on Siesta Beach! You will love this relaxed, furnished, turnkey, 2 bedroom, 2 bath condo located in one o...

Photo of Listing #A4469933

Experience Peppertree Bay, located in a Gulf to Bay complex surrounded by the boating waters of Little Sarasota Bay and the sandy shores of award-winning Siesta Key Beach. This charming two-story b...

Photo of Listing #A4467408

Elegance at its finest on Siesta Key, just steps away to your private beach. This stunning 2 bedroom 2 bathroom beachside condo has an open plan and has been professional remodeled, a true first-cl...

Photo of Listing #A4466212

Resort-style community on Siesta Key! Peppertree is a beach front property. This 2 bedroom 2 bath condo is nestled among the trees, near the pool and is just steps from the fishing pier. Image your...

Photo of Listing #A4458385

Siesta Key Condo! Easy to show and ready for immediate occupancy and closing. Peppertree is one of Siesta Key's best loved complexes. It is a beach to bay complex. You will experience resort-styl...

Photo of Listing #A4461755

Super Value for Siesta Key! Peppertree a Gulf to Bay Property which means you have the Bayfront on the fishing pier; or to your own private beach on the Gulf of Mexico. (Famed Siesta Key Beach) 2 H...

Photo of Listing #A4461247

THIS IS THE ONE!....Very Rare Siesta Key Opportunity--Truly, Like No Other: Pool Side 2 bedroom Turnkey Furnished with Incredible GULF-BEACH-SUNSET VIEWS; Resort-Style Community; Oversized PRIVAT...

This is a gulf to bay condominium complex situated on sixteen lush tropical acres extending from the sugary white sands of Crescent beach to the aqua blue water of the Sarasota Bay. Peppertree residents consists of two story townhomes, five high rise condos and garden homes. The complex has 400 feet of beach front offering residents a large slice of paradise.

The condo neighborhood of Peppertree Bayside comprises of 362 residential units with amenities that include a clubhouse, swimming pool, exercise center, tennis courts, and sauna. On the other hand, the Peppertree Gulfside condominium community consists of 362 units fronting a breathtaking gulf-to-bay vista. Amenities inside the Peppertree Gulfside property include heated swimming pools, a fitness center, and a room for recreation. Some owners of condominium residences in these two Siesta Key properties lease out their units to vacationers on a minimum one-month term basis, which has proven to be a good income generator, defraying the cost of acquisition.Peppertree Sarasota Florida

Residents of the Peppertree Bayside and the Peppertree Gulfside enjoy direct and private access to Florida’s highly-acclaimed Siesta Beach, rated as the world’s top ten beaches for its powder-fine and white sands. Residents will find an endless list of activities to do here namely fishing, boating, parasailing, scuba diving, volleyball, tennis, softball, hiking on nature trails, yoga, Pilates, fitness dancing, and many more. Within walking distance is Siesta Key Village, particularly popular for its dining destinations such as Anna’s Deli, which is frequented for its gastronomically delightful “Surfer Sandwich”. A short stroll up the north end is the Crescent Plaza with its fine selection of shops and restaurants, a post office, and a drug store. One of the most popular dining venues in the plaza is Javier’s Restaurant and Wine Bar, a fine Peruvian experience for the palate.

Since the Siesta Key is only a short bridge away from the Florida mainland, access to the bustling city of Sarasota is only minutes away via car. Residents of the Peppertree Bayside and Gulfside Condos may readily dive into the dizzying gourmet restaurant options in St. Armand’s Circle as well as the long list of shopping establishments in the Westfield Sarasota Square Mall. Other entertainment centers include the Ringling Museum of Art, Asolo Repertory Theater, Jazz Club of Sarasota, and Van Wezel Performing Arts, to name a few.

Located conveniently on the middle of Siesta Key, Peppertree is close to everything on the island as well as a short drive over the north bridge to downtown Sarasota or go over the south bridge for all of the amenities in south Sarasota.

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Peppertree Map

Peppertree Floorplans

Peppertree Amenities

Residents can enjoy a multitude of activities. On the property you can find:

  • 2 resort style swimming pools
  • 2 lit tennis courts
  • Fitness center
  • Fishing pier on the bayside
  • 400 feet of gorgeous beach
  • 2 clubhouses
  • On site rental office
  • Business center


Condos on Siesta Key

Condo Community Address Year Built Number of Units Minimum Lease Lease Per Year Waterfront?
Aloha Kai  6020 Midnight Pass Road  1964   68   Daily/Weekly   52   Beach
Anchorage   6415 Midnight Pass Road  1975   98  1 week   52  Bay
Bay Oaks  6157 Midnight Pass Road  1975  96  1-7 days  52  Bay
Bay Tree Club   8625, 8630, 8635 Midnight Pass Road  1970  120  1 month from January to April, 2 weeks from May to December  12  Beach & Bay
Beachaven   5858 Midnight Pass Road  1966  58  1 month  12  Beach
Beach Way   5600 Midnight Pass Road  1970  45  1 month  12  Across street from beach
Beach Villas   300, 304, 308, 312 Calle Miramar & 301, 305, 309, 313 Beach Rd  2008-2011  16  2 month  3  Across street from beach
Boca Siesta  5911 Midnight Pass Road 1984   46  3 months  4  Bay
Casa Blanca   6154 Midnight Pass Road  1966  88  1 week  52  Beach
Casarina   5880 Midnight Pass Road  1982  89  1 month  5  Beach
Crescent   6512 Midnight Pass Road  2005  26  1 month  12  Beach
Crescent Arms   6308, 6310, 6312 Midnight Pass Road  1968  87  1 week  52  Beach
Crescent Royale   777 & 797 Beach Road  1970  101  1 week  52  Across the street from the beach
Crystal Sands   6300 Midnight Pass Road  1970  152  2 weeks  26  Beach
Dolphin Bay   Dolphin Bay Way  1997 50  3 months  4  Bay
El Presidente   6326 Midnight Pass Road  1975  47  1-7 days  52  Beach
Excelsior   6263-6285 Midnight Pass Road  1980  166  2 weeks  26  Beach to Bay
Fisherman’s Cove   8900 Blind Pass Road  1969  84  1-7 days  52  Beach
Gulf and Bay Club   5730 Midnight Pass Road  1979 - 1986  391  1 month  12  Beach
Gulf & Bay Club Bayside   Siesta Bayside Drive  1988  101  1-7 days  52  Bay
Hamilton Club   3901-3994 Hamilton Club Circle  1989-1997  18  6 months   1  Bay
Harbor Towers   5855 Midnight Pass Road  1976  209  2 weeks  26  Bay
Harbour Towne   Dockside Place  1982  50  1 month  3  Bay
Horizons West   6140 Midnight Pass Road  1967  135  1-7 days  52  Beach
House of the Sun  6518 Midnight Pass Road  1975  58  1-7 days  52  Beach
Hyatt Condos   915 Seaside Dr  2009  44  Time Share (Fractional Ownership)    Beach
Island House   6142-6150 Midnight Pass Road  1967  73  1-7 days  52  Beach
Island Reef   8764-8779 Midnight Pass Road  1982  173  1 month  8  Beach
Jamaica Royale  5830 Midnight Pass Road  1970  175  1-7 days  52  Beach
La Siesta  901,914,915,925 Beach Road  1972  78  1 week  52  Across the street from the beach
Marina Del Sol   1308,1310 Old Stickney Point Road  2002  38  1-7 month  12  Bay
Mariner's Inlet   9042 Midnight Pass Road  1983  8  No minimum  No minimum  Bay
Midnight Cove  Midnight Cove Road  1977-1980 287  2 weeks  26  Beach and Bay
The Moorings   9050-9088 Midnight Pass Road  1983  17  2 weeks  3  Bay
Our House at the Beach  1001 Beach Road  1981  106  2 weeks  26  Across the street from public beach
Palm Bay Club  5960 Midnight Pass Road  1970 and 1975  266  1-7 Days  365  Beach and Bay
Peppertree  Peppertree Lane, Peppertree Way, Peppertree Drive  1972  361  1 month  4  Beach and Bay
Pointe  9393 and 9357 Midnight Pass Road  1975  122  3 month  4  Bay
Polynesian Gardens  Moonmist Drive, Court & Circle  1968  74  2 weeks  21 Bay 
Provincial Gardens  6005 Midnight Pass Road  1965  26  1 month  12  Bay
Sandy Cove  24 Sandy Cove Road  1968-1973  112  1 month  3  Small private beach. No access to long public beach
Sarasota Surf and Racquet Club  5900 Midnight Pass Road  1971  188  1 week  52  Beach
Sea Breeze  5830 Midnight Pass Road  2004  5  1 month  12  Lagoon
Sea Club  5955 Midnight Pass Road  1978  43  1-7 days  52  Bay
Sea Shell  6500 Midnight Pass Road  1974  48  1-7 days  52  Beach
Seagrove  6400 Midnight Pass Road  2005  12  3 months  3  Beach
Siesta Breakers   6480 Midnight Pass Road  1979  79  1 week  52  Beach
Siesta Dunes  6236 Midnight Pass Road  1979  160  1 - 7 days  52  Beach
Siesta Gulf View  420 Beach Road Road  1980  59  1 month  12  Beach
Siesta Harbor  1300, 1250, 1355, 1257, 1215, 1325 Portofino Drive  1969  222  1 month  12  Bay
Somerset Cay  9122 midnight pass road  2002  17  2 months  4  Beach
Summer Cove  1640 and 1660 Summerhouse Lane  2007  45  1 month  3  Bay Side
Sunrise Cove  8897-9011 Midnight Pass Road  1973-1974    1 month  12  Bay
Sunset Royale  711 Beach Road  1969  34  1 week  52  Across the street from Siesta Key beach
The Terrace  5400 Ocean Blvd  1970  70  2 months  6  Beach
TEN35 Seaside  1035 Seaside Dr.  2022  32  1 Week  52  Beach
Terrace East  5300 Ocean Boulevard  1973  46  1 year  1  Across the street from the beach
Tiffany Sands  540, 542, 544, 546, 548 Beach Road  1981  9  1 month  12  Beach
Tivoli by the Sea  625 Beach Road  1975  35  1-7 days  52  Beach
Tortuga  8730 Midnight Pass Road  1980  77  1 month  3  Beach
Turtle Bay  8701 Midnight Pass Road  1980  82  3 month  4  Bay with deeded beach access
Whispering Sands  Whispering Sands Drive  1968 - 1973  267  2 months  2  Beach
White Sands Village  5830 Midnight Pass Road  1975  124  2 weeks  26  Across the street from Siesta Key beach
Windward Passage  4708, 4712 Ocean Blvd  1981  22  6 months  52  Bay

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 September 27th, 2020 at 8:00pm EDT.