Peppertree Bay is a wonderful Gulf-to-Bay community in Siesta Key, Florida. Residents here will enjoy island living at its finest. Two immaculate swimming pools, deeded beach access, and a fishing pier are just some of the wonderful amenities at this community. You’ll feel like your in paradise with the tropical landscape and beautiful botanical settings. Take in the wonderful views of the Gulf, Sarasota Bay, or just the island itself from your unit at Peppertree Bay!
If available, any active listings for Peppertree Bay will appear below.
12 listings found
1125 W PEPPERTREE DRIVE UNIT 302
SARASOTA FL 34242
Residential / Condominium
2 Bed · 2 Bath · 1,163 SqFt · $451/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Peppertree Bay
Legal Subdivision Name: PEPPERTREE BAY III
Year built: 1974
Garage: No
Discover the potential of this 2-bedroom, 2-bath condominium in the highly sought-after Peppertree Bay community on Siesta Key. Located on the Gulf side with deeded beach access, this residence offers easy, direct access to Siesta Key’s world-famous quartz sand beach, making it highly attractive to both owners and renters. The condo provides a great opportunity to personalize and add value to suit your style. Monthly rentals are permitted up to four times per year, offering strong income potential in a consistently high-demand vacation market. All new windows are scheduled to be installed in 2026 at no cost to the ... Read more....»
6047 E PEPPERTREE WAY UNIT 224
SARASOTA FL 34242
Residential / Condominium
2 Bed · 2 Bath · 1,180 SqFt · $762/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Peppertree Bay
Legal Subdivision Name: PEPPERTREE BAY II
Year built: 1973
Garage: Yes 1 vehicles
Waterfront: Yes
LOCATION, LOCATION, LOCATION! Nestled within the highly desirable Peppertree Bay community, this exceptional first-floor island retreat offers breathtaking views and a serene coastal atmosphere. Designed with elevated ceilings and a well-appointed floor plan, this 2-bedroom, 2-bath residence lives more like a private home than a condominium. Great elevation with NO HURRICANE DAMAGE and NEW IMPACT WINDOWS providing additional protection and peace of mind. Upon entry, you are immediately welcomed by floor-to-ceiling windows that flood the space with natural light and showcase stunning views throughout the main living areas. The spacious open concept layout seamlessly connects the living area to ... Read more....»
1201 E PEPPERTREE DRIVE UNIT 234
SARASOTA FL 34242
Residential / Townhouse
3 Bed · 2 Bath · 1 Half Bath · 1,686 SqFt · $474/SqFt
Days on Market: 1
County: Sarasota
Subdiv/Community Name: Peppertree Bay
Legal Subdivision Name: PEPPERTREE BAY I
Year built: 1972
Garage: No
Community Pool: Yes
Private end-unit residence at Peppertree Bay with outdoor patio space, lush tropical landscaping, and an easy stroll to the bayside community pool from the back door. Inside, you’ll find extensive renovations and updates throughout, including new flooring, doors, fans and fixtures, walls, baseboards, and cabinetry. Major system improvements have also been completed, including waste lines, A/C, appliances and washer, dryer. Both the primary and guest baths have been updated along with a major enhancement to the kitchen. The 1st and 2nd floor lanai windows have been recently replaced—bringing in light while providing enhancing comfort and extended living space. A ... Read more....»
6063 E PEPPERTREE WAY UNIT 111
SARASOTA FL 34242
Residential / Condominium
2 Bed · 2 Bath · 1,115 SqFt · $851/SqFt
Days on Market: 19
County: Sarasota
Subdiv/Community Name: Peppertree Bay
Legal Subdivision Name: PEPPERTREE BAY I
Year built: 1972
Garage: No
Private Pool: Yes
Waterfront: Yes
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 stunning 2-bedroom, 2-bath home allows you to move right in—or begin generating rental income—without lifting a finger. Perfectly positioned on the Intracoastal Bayfront, this home delivers sweeping water views where you can watch boats glide by throughout the day, enjoy glowing sunsets in the evening, or cast a line from the dock for a relaxing day of fishing. The open-concept layout is filled with natural light ... Read more....»
1166 W PEPPERTREE DRIVE UNIT 112D
SARASOTA FL 34242
Residential / Condominium
2 Bed · 2 Bath · 1,120 SqFt · $647/SqFt
Days on Market: 15
County: Sarasota
Subdiv/Community Name: Peppertree Bay
Legal Subdivision Name: PEPPERTREE BAY III
Year built: 1974
Garage: No
Waterfront: Yes
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 access to the island’s renowned white-sand shoreline, along with nearby shopping, dining, and local restaurants. The well-maintained open floor plan features an updated kitchen with granite countertops, custom cabinetry, and stainless-steel appliances. An enclosed lanai provides additional living space with a built-in quartz workspace and owner storage. Both bathrooms offer granite countertops and walk-in showers. Additional features include wood plank tile flooring throughout, updated ... Read more....»
1055 W PEPPERTREE DRIVE UNIT 102AA
SARASOTA FL 34242
Residential / Condominium
2 Bed · 2 Bath · 1,163 SqFt · $795/SqFt
Days on Market: 19
County: Sarasota
Subdiv/Community Name: Peppertree Bay
Legal Subdivision Name: PEPPERTREE BAY IV
Year built: 1974
Garage: No
Community Pool: Yes
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 building on an elevated first floor, approximately 15 feet above sea level. It is also the closest high-rise condominium to the beach, offering exceptional proximity to the Gulf. One of only six residences in the building with an expansive deck, this sought-after middle-unit location provides a truly rare outdoor living experience. The oversized deck offers ample space for dining, entertaining, or simply ... Read more....»
1200 E PEPPERTREE LANE UNIT 601
SARASOTA FL 34242
Residential / Condominium
2 Bed · 2 Bath · 1,460 SqFt · $582/SqFt
Days on Market: 27
County: Sarasota
Subdiv/Community Name: Peppertree Bay
Legal Subdivision Name: PEPPERTREE BAY II
Year built: 1973
Garage: Yes 1 vehicles
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, creating a spectacular backdrop from sunrise to sunset. Completely renovated with impeccable attention to detail, the residence features custom built-ins, high-end finishes, and a thoughtfully designed layout that blends style and functionality. The open living spaces are bathed in natural light, maximizing the views and enhancing the penthouse feel throughout. Located in the highly desirable Peppertree Bay, a rare gulf-to-bay community with deeded beach access, residents enjoy resort-style ... Read more....»
1125 W PEPPERTREE DRIVE UNIT 706
SARASOTA FL 34242
Residential / Condominium
2 Bed · 2 Bath · 1,163 SqFt · $688/SqFt
Days on Market: 45
County: Sarasota
Subdiv/Community Name: Peppertree Bay
Legal Subdivision Name: PEPPERTREE BAY III
Year built: 1974
Garage: Yes 1 vehicles
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 Downtown Sarasota. Featuring tile flooring throughout, this 2-bed, 2-bath layout includes a custom kitchen with quartz countertops, mosaic tile backsplash, center island with breakfast bar, ample cabinetry, and stainless steel appliances. The open-concept dining and living areas flow seamlessly onto the Florida room patio, perfect for entertaining or unwinding. Both bedroom suites are positioned on opposite sides of the unit for privacy and each ... Read more....»
1255 E PEPPERTREE DRIVE UNIT 201
SARASOTA FL 34242
Residential / Condominium
2 Bed · 2 Bath · 1,460 SqFt · $362/SqFt
Days on Market: 175
County: Sarasota
Subdiv/Community Name: Peppertree Bay
Legal Subdivision Name: PEPPERTREE BAY I
Year built: 1972
Garage: Yes 1 vehicles
Waterfront: Yes
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 community. The interior boasts an open floor plan with spacious, welcoming rooms, tile and luxury vinyl plank flooring, and a generous 29-foot lanai. Peppertree Bay offers luxurious amenities, including under building parking, private beach access, two heated swimming pools, tennis and pickleball courts, two clubhouses, a fitness center, and a fishing pier. It’s like a vacation every day! When you want a change ... Read more....»
1255 E PEPPERTREE DRIVE UNIT 507
SARASOTA FL 34242
Residential / Condominium
2 Bed · 2 Bath · 1,460 SqFt · $520/SqFt
Days on Market: 178
County: Sarasota
Subdiv/Community Name: Peppertree Bay
Legal Subdivision Name: PEPPERTREE BAY I
Year built: 1972
Garage: Yes 1 vehicles
Waterfront: Yes
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 discerning buyer, with clean contemporary finishes showcasing its coastal charm. Step inside to find a spacious open floor plan incorporating gorgeous wide-plank tile flooring leading to a bright and cheery kitchen with stainless-steel appliances, white shaker-style cabinetry and quartz countertops. Both baths have been stylishly remodeled with the same cabinetry and quartz countertops. You'll want to spend all day on the ... Read more....»
1200 E PEPPERTREE LANE UNIT 305
SARASOTA FL 34242
Residential / Condominium
2 Bed · 2 Bath · 1,200 SqFt · $621/SqFt
Days on Market: 314
County: Sarasota
Complex/CommunityName: PEPPERTREE
Subdiv/Community Name: Peppertree Bay
Legal Subdivision Name: PEPPERTREE BAY II
Year built: 1973
Garage: Yes 1 vehicles
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 unit with western exposure and gulf horizon. Turnkey furnished. Private full size washer and dryer. Underground parking. Hurricane windows. Peppertree is situated on 16 acres from Bay Front to the Beach Front with 2 heated pools, 2 rec halls, fitness room, tennis/pickle ball courts, bbq grills, private beach, voted to be #1 beach ... Read more....»
1046 W PEPPERTREE LANE UNIT 115B
SARASOTA FL 34242
Residential / Condominium
2 Bed · 2 Bath · 1,075 SqFt · $557/SqFt
Days on Market: 792
County: Sarasota
Subdiv/Community Name: Peppertree Bay
Legal Subdivision Name: PEPPERTREE BAY IV
Year built: 1974
Garage: No
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 April. Renovations were completed in 2012, HVAC 2022, Hot water 2024. Tile throughout living, dinning lanai, guest bed, kitchen and bathrooms, Private full size washer and dryer inside unit. Large storage room inside unit. Owners loved the location easy access to the pool, fitness center, clubhouse, bbq's and of course the ... Read more....»
The information relating to real estate for sale on this website comes in part from the My Florida Regional MLS DBA Stellar MLS. This information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS.