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$669,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Under contract-accepting backup offers. Experience the ultimate Siesta Key lifestyle in this beautifully updated Gulf side first-floor, turnkey furnished 2-bedroom, 1.5-bath condo with tranquil pond views and deeded beach access to the #1 beach in the USA. Thoughtfully renovated and move-in ready, this charming residence features large-format porcelain tile flooring, crown molding, fresh paint, updated plumbing, new impact-resistant glass doors and windows, spacious walk-in closets, a beautifully remodeled kitchen with new appliances, full-size washer and dryer, new ceiling fans, Tempur-Pedic mattresses, and quality Pottery Barn and Crate & Barrel furnishings. Relax in the enclosed lanai overlooking the peaceful pond and stone waterfall, or enjoy the convenience of your designated parking space just outside the door. Located within the highly desirable 16-acre beach-to-bay community of Peppertree, residents enjoy private beach access, two heated pools, two clubhouses, a fitness center, saunas, tennis and pickleball courts, BBQ areas, a fishing pier, on-site management, and a rental office. Just minutes from Siesta Key Village's shopping, dining, and entertainment, this property offers the perfect combination of personal enjoyment and investment potential, with existing rentals in place from February 1 through March 31 for immediate income. Simply bring your suitcase and start enjoying your own private slice of paradise.

1128 W Peppertree Lane Unit 111, Sarasota
$1,135,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Rarely available beach-view residence with deeded access to the renowned shores of Siesta Key Beach. Located on the third floor, this bright and inviting unit features a versatile layout, including a pull-out sofa on the lanai with a privacy partition—perfect for creating a comfortable third sleeping area for guests. The well-designed split floor plan offers a spacious dining area, an eat-in kitchen with bar seating, two generously sized bedrooms, and two full bathrooms. Ample storage can be found throughout the home, along with the added convenience of in-unit laundry. Enjoy the ultimate coastal lifestyle with just a short stroll—approximately 70 steps—to the beach, as well as easy access to the community clubhouse, fitness center, and pool. Residents are treated to an array of resort-style amenities, including two heated swimming pools, two clubhouses ideal for entertaining, tennis courts, a fully equipped fitness center, and multiple BBQ areas. A scenic fishing pier invites you to cast a line or simply relax and watch boats and yachts glide by. Ideally located just minutes from shopping, dining, entertainment, golf courses, biking trails, boating, and the vibrant arts and culture of Sarasota. Beautifully updated in 2023 (to the studs, to include all new electric and plumbing) and offered turnkey furnished, this residence is move-in ready and perfectly suited as a primary home, vacation getaway, or income-producing investment.

1080 W Peppertree Lane Unit 305A, Sarasota
$960,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Sold data only. Beach front. First floor. updated. private beach access, tennis/pickleball, fitness center, 2 pools, 2 clubhouses, fishing dock, gulf to bay community. Laundry inside unit. Designated parking spot.

1011 W Peppertree Drive Unit 114, Sarasota
$699,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
PRICE IMPROVEMENT OF $40.000!! Turnkey coastal living in the desirable mid-rise tower at Peppertree Bay on Siesta Key. This sought-after split-plan residence offers bright open living spaces, exceptional privacy, and the convenience of effortless island living with resort-style Gulf-to-Bay amenities just moments from world-famous Siesta Beach. Offered fully turnkey furnished, this beautifully maintained two-bedroom, two-bath residence is ready for immediate enjoyment as a primary residence, seasonal retreat, or investment property. The split-bedroom layout provides privacy for owners and guests, while the open living and dining areas create a comfortable space for everyday living and entertaining. A feature seldom found in these units is the dedicated laundry room with a utility sink, adding both convenience and functionality. The residence also includes elevator access, covered parking, and generous storage. Peppertree Bay is one of Siesta Key’s most sought-after Gulf-to-Bay communities, offering private beach access to the powdery quartz sands of Siesta Beach, two heated pools, tennis and pickleball courts, a fitness center, clubhouse, fishing pier, and beautifully maintained tropical grounds. Ideally located just minutes from Siesta Village dining, shopping, and entertainment, this residence offers the best of relaxed island living.

1200 East Peppertree Lane Unit 302, Sarasota
$699,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Gulf-Side Condo on Siesta Key! Don’t miss this great opportunity to own a beautiful condo with a pool view and just steps from the beach. This spacious first-floor unit features 2 bedrooms and 2 bathrooms, high ceilings, and generously sized rooms that provide plenty of space for family and guests. The condo also includes a private garage and the convenience of an in-unit washer and dryer. Ideally located just a short walk from the pool, fitness center and the beach, this home is part of Peppertree Bay, a desirable beach-to-bay community. Residents enjoy an impressive array of amenities, including a private beach, two heated pools, two clubhouses perfect for gatherings, BBQ areas, tennis and pickleball courts, a fitness center, sauna, and a fishing pier. On-site management adds to the ease of ownership, making this an ideal full-time residence, vacation home, or investment property.

6012 W Peppertree Way Unit 227B, Sarasota
$630,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Turnkey coastal living on Siesta Key. Beautifully renovated first-floor Gulf-side garden condominium in the highly sought-after Peppertree Bay Gulf-to-Bay community. This exceptional two-bedroom, two-bath residence has been thoughtfully updated throughout and is offered fully turnkey furnished, creating an effortless opportunity to arrive and immediately enjoy the island lifestyle. The bright end-unit layout features a rare windowed kitchen that fills the living space with natural light, a feature seldom found in comparable garden units. The residence has been extensively improved with brand-new hurricane-impact windows, new flooring throughout, and numerous major system upgrades, including a recently replaced HVAC system, hot water heater, and dishwasher, providing peace of mind and reducing future maintenance expenses for the next owner. In addition, there is expanded square footage, enhancing the overall functionality of the home. The enclosed lanai area overlooks a tranquil lagoon and fountain, offering a peaceful setting for morning coffee or evening relaxation. Additional conveniences include a private in-unit washer and dryer, a dedicated exterior storage room, and assigned parking just steps from the entrance. Peppertree Bay is one of Siesta Key’s most desirable waterfront communities, uniquely positioned Gulf-to-Bay and offering a full suite of resort-style amenities that support a true full-service coastal lifestyle. Residents enjoy private beach access with chairs, two heated swimming pools, tennis courts, pickleball courts, a fitness center, fishing pier, newly updated clubhouse, gas grills, and on-site management with rental services. Ideally located just minutes from Siesta Key Village’s restaurants, shopping, and the world-renowned quartz sand beaches, this beautifully updated residence offers a rare combination of turnkey convenience, meaningful capital improvements, expanded living space, and premier coastal location. While the current owners have chosen not to rent the property, Peppertree Bay’s on-site rental management and strong seasonal demand provide an excellent opportunity for owners who wish to generate rental income.

1050 W Peppertree Lane Unit 116B, Sarasota
$590,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Discover this impeccable, light-filled second-floor End unit in Peppertree Bay, offering serene views of the tranquil pond. Meticulously remodeled and lovingly maintained over 20 years, this residence exudes pride of ownership. Featuring two bedrooms and two bathrooms, the unit is complete with impact windows throughout, ensuring safety and comfort. Every square inch of this home has been tastefully enhanced, and the furnishings are included for your convenience. Enjoy the added convenience of an in-unit washer and dryer. Residents of Peppertree Bay benefit from a wealth of resort-style amenities, including a private beach with lounge chairs, two heated swimming pools, a fitness center, saunas, tennis and pickleball courts, barbecue grills, a fishing pier, and dedicated on-site management. Ideally located just a short stroll from Siesta Village’s shops and dining, and a quick drive to Sarasota’s cultural attractions, this property embodies coastal living at its best. Whether you’re seeking a full-time residence, a winter retreat, or an investment opportunity with rental income potential, this exceptional beachfront property meets all your needs. Don’t miss your chance to embrace the Siesta Key lifestyle—where every day feels like a vacation.

1169 W Peppertree Drive Unit 118A, Sarasota
$585,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Set within Peppertree Bay on Siesta Key, 1200 E Peppertree Lane #307 offers a well-proportioned, turnkey, move-in ready two-bedroom, two-bath residence encompassing 1,466 square feet. The interior presents a bright, open layout anchored by a spacious great room, where crown molding, tile flooring throughout, and an expansive wall of impact glass windows create an airy, light-filled living environment. The adjoining dining area flows seamlessly into the kitchen, reinforcing the home’s functional, connected design. The kitchen features a tray ceiling with inner crown molding, recessed lighting, abundant wood cabinetry, granite countertops, a tile backsplash, and a full suite of stainless-steel newer Whirlpool appliances. A breakfast bar provides additional prep and serving space, supporting both everyday living and casual entertaining. The primary bedroom is generously scaled and benefits from strong natural light, crown molding, a walk-in closet, and direct access to the enclosed sunroom. The primary bath includes a granite-topped vanity, glass-enclosed walk-in shower, linen storage, and updated fixtures. A well-sized guest bedroom with an oversized window alcove and a nearby full bath maintains privacy and flexibility for visitors. An enclosed sunroom lined with windows extends the living space, offering versatility as a lounge, office, or secondary sitting area. A stacked washer and dryer are conveniently positioned within a dedicated closet. Newer HVAC system (2024) and Water heater (2025). Peppertree Bay is a Gulf-to-Bay community providing private deeded beach access, a fishing pier, two resort-style heated pools, clubhouses, a fitness center, saunas, tennis and pickleball courts, covered under building assigned parking with this unit that provides a bicycle rack and unit storage, and multiple outdoor gathering areas. This building has newer elevators along with stairwell access, with the building roof being replaced in 2020. The location places residents directly on Siesta Key, home to Siesta Beach, consistently ranked the #1 beach in the United States by TripAdvisor, further underscoring the appeal of both the setting and lifestyle offered by this residence.

1200 E Peppertree Lane Unit 307, Sarasota
$500,500
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
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 owner with no assessment required, enhancing long-term value and appeal. Peppertree Bay is a well-established, amenity-rich community featuring a resort-style pool, fitness center, tennis courts, and beautifully maintained grounds, all of which are highly desirable to owners and renters. Whether you’re seeking a personal beach retreat with income potential or a strategic investment on Siesta Key’s Gulf side, this property offers a rare combination of location, rental flexibility, and upside potential.

1125 W Peppertree Drive Unit 302, Sarasota
$875,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
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 the Florida Room, where sliding doors open to a paved patio, just perfect for entertaining, relaxing with friends, or enjoying a quiet evening cocktail. A defined dining area continues to enjoy picturesque views, while the custom kitchen will delight any home chef with abundant cabinetry, generous workspace, granite countertops, mosaic tile backsplash, and stainless-steel appliances. The spacious primary suite features multiple closets and a private en-suite bath, while a well-appointed guest bedroom and second full bath provide comfort and privacy for visiting family and friends. A PRIVATE GARAGE, an exceptional and highly sought-after feature on Siesta Key, adds tremendous value and convenience. Peppertree Bay is an amenity-rich community offering two heated pools, a fishing pier, BBQ and picnic areas, tennis courts, a fitness center, and two clubhouses with fully equipped kitchens and regular social events. Enjoy the closeness of Siesta Key Village for live music, shopping, and dining, or take advantage of easy on-and-off island access to all that Sarasota has to offer. Offered turnkey furnished and move-in ready, this stunning residence is ideal as a full-time home or a luxurious vacation retreat. Just bring your toothbrush and start living the Florida dream.

6047 E Peppertree Way Unit 224, Sarasota
$495,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Just steps—less than 70 to be exact—from the crystal sands of world-famous Siesta Key Beach, this beautifully maintained 2-bedroom, 1 1/2 bath condo with a pond view, offers the ultimate island lifestyle. Move-in ready and offered fully turnkey, it’s perfect as a vacation getaway, income-producing property, or both—just bring your suitcase and start enjoying coastal living. Inside, you’ll find a bright and comfortable layout complete with an in-unit laundry for added convenience. The condo is ideally located just steps from the community fitness center, sparkling pool, clubhouse, and popular pickleball and tennis courts, making it easy to enjoy resort-style amenities every day. Hop on the Frog Hop and head to Siesta Key Village to explore vibrant nightlife, top-rated restaurants, boutique shopping, and live entertainment—all without the hassle of parking. Whether you’re looking for relaxation, recreation, or rental potential, this Siesta Key gem checks every box.

1036 W Peppertree Lane Unit 113B, Sarasota
$775,000
3 Beds ⋅ 3 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
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 rare combination of privacy, thoughtful upgrades, and that classic Peppertree Bay lifestyle on Siesta Key. Must see and easy to show.

1201 E Peppertree Drive Unit 234, Sarasota
$785,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
First-Floor Bayfront | No Stairs | Full Bay Views | Outdoor Patio. Enjoy effortless coastal living in this like-new, fully rebuilt residence (from the studs in), featuring all-new electrical, plumbing, HVAC, insulation, interior wall soundproofing, hurricane-impact windows, and five-year warranties on major appliances. HOA includes building and structural insurance, and internet/cable. Home has one assigned parking spot directly in front, and plenty of guest parking. Offered fully furnished and professionally styled—including electric shades, artwork, and accessories—this 2-bedroom, 2-bath home is truly turnkey and rental-ready with linens, kitchenware and more. Ideally positioned on the Intracoastal Bayfront, enjoy sweeping water views, passing boats, stunning sunsets, and fishing from the dock—or just enjoy your outdoor patio. Inside, the light-filled open layout showcases high-end finishes and a seamless flow between kitchen, living, and dining spaces. Spacious bedrooms provide private retreats, including a serene primary suite with a spa-like bath. Resort-style amenities include two heated pools, pickleball/tennis courts, fitness center, and two clubhouses with on-site rental capabilities. Private beach access is just an 8-minute walk to Siesta Key’s world-famous sands—offering the best of bayfront tranquility and Gulf access. Ideal as a full-time residence, vacation home, or income-producing property. Never been slept in, be the first to enjoy. No pending special assessments.

6063 E Peppertree Way Unit 111, Sarasota
$770,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
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 relaxing while enjoying coastal breezes and sunsets. The residence has demonstrated remarkable storm resilience, sustaining no damage through three major hurricanes. This is attributed to its elevated positioning, protected west-side exposure, and six hurricane-rated doors installed in 2021. Recent interior upgrades enhance both style and comfort, including luxury vinyl flooring and freshly painted walls completed in 2025. The refrigerator, washer, dryer, and garbage disposal were also replaced in 2025. A dedicated parking space conveys with the unit. Owned by the same family since 1976, the home reflects decades of pride of ownership and thoughtful care. The community features two pools and two clubhouses on both the Gulfside and Bayside, along with a Gulfside fitness center. A well-managed rental program offers flexibility for owners while preserving a relaxed residential atmosphere. Located in one of Florida’s most coveted coastal settings, this exceptional residence offers a rare blend of scarcity, storm resilience, expansive outdoor living, and resort-style amenities—making it an outstanding lifestyle choice and investment opportunity.

1055 W Peppertree Drive Unit 102AA, Sarasota
$555,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
One or more photo(s) has been virtually staged. Peppertree is a Gulf-to-Bay community of resort style living situated on 16 acres of beautifully landscaped tropical grounds, providing private access to Crescent Beach and within easy walking distance of Siesta Key Beach and Siesta Village. Amenities include two clubhouses, two heated pools, tennis courts, a recently renovated fitness center with locker and sauna, and a fishing pier on the Intracoastal Waterway, BBQ grills, on-site management, rental program and security. Original owners! This vintage unit is located on the gulf side of the property and is ready for a remodel, allowing you to create your dream coastal retreat. Spacious supersized laundry/utility inside the unit. Secure elevators and under building parking is provided. New hurricane windows to be installed by the association at no cost to the owners. Shopping, golfing, restaurants and the Arts are all just minutes away. This is a rare opportunity to own in one of Siesta Key's most desirable communities. Don't miss out - schedule your private showing today!

1055 W Peppertree Drive Unit 505AA, Sarasota
$963,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
REMODELED GULF FRONT CONDO. NEW HURRICAN WINDOWS ON GULFRONT ROOM ALSO EQUIPPED WITH HURRICANE SHUTTERS ON OTHER WINDOWS. NEW TEAK WOOD CEILING IN BONUS ROOM OVERLOOKING THE PRISTINE QUARTZ BEACH. STYLISH GRANITE AND ALL WOOD SHAKER CABINETS. NEW KITCHENAIDE STAINLESS APPLIANCES. ALL NEW MINKAIRE CEILING FANS, BEACHY LAMINATE FLOORS, NEW SHOWER TILING, OVERSIZED VANITIES AND SOLID WOOD BARN DOORS. ONE OF ONLY 12 TRUE BEACHFRONT UNITS IN PEPPERTREE. COMPLEX HAS GATED BEACH, BBQ GRILLS, CLUBHOUSE, FITNESS AND TENNIS COURTS. WAKE UP AND TAKE A STROLL ON THE PRESTINE QUARTS BEACH, WHAT A WAY TO START YOUR DAY FINSIH WITH A SPECTULAR SUNSET.

1013 W Peppertree Drive Unit 115, Sarasota
$775,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
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 pools on both the Gulf and Bay sides, lush tropical grounds, and exceptional amenities. Just steps from world-famous Siesta Key Beach and minutes to dining, shopping, and entertainment, this is a rare opportunity to own a move-in-ready penthouse offering luxury, views, and the ultimate island lifestyle.

1200 E Peppertree Lane Unit 601, Sarasota
$960,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Experience the ultimate beachfront lifestyle in this stunning turn-key 2-bedroom, 2-bath second floor condo offering a full, unobstructed Gulf view on one of the best beaches in the world. From the moment you step inside, you’re greeted by breathtaking panoramic views of shimmering turquoise waters, powder-soft crystal sand, and unforgettable sunsets that paint the sky each evening. This light-filled residence features an open, inviting layout designed to maximize the incredible coastal scenery from the main living areas. The spacious primary suite offers comfort and privacy with an en-suite bath and generous closet space. A comfortable guest bedroom and second full bath provide the perfect setup for family or visitors. Enjoy the convenience of an additional dedicated storage closet, ideal for beach gear, bicycles, or seasonal belongings. Located just steps to the community pool, fitness center, clubhouse, tennis & pickleball courts and private beach access, this premier beachfront community delivers true resort-style living. Soak in the sights and sounds of waterfront life—morning coffee with sea breezes, afternoon relaxation, and sunsets that feel close enough to touch. Whether you're seeking a full-time residence, a seasonal retreat, or an investment property, this condo offers the perfect blend of comfort, amenities, and world-class beach living. For your convenience, Peppertree offers onsite rental.

1017 W Peppertree Drive Unit 116, Sarasota
$480,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
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 of pace, leave your car behind and take the trolley to all the wonderful restaurants and shopping Siesta Key has to offer. With onsite management and a rental desk, this Peppertree Bay condo serves as an ideal coastal getaway or a smart investment choice. Don’t let this one get away.

1255 E Peppertree Drive Unit 201, Sarasota
$680,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Welcome to Peppertree Bay, one of Siesta Key’s most coveted Gulf to Bay communities, where island living meets effortless elegance. This turnkey, beautifully reimagined 2 bedroom, 2 bathroom residence is nestled within the desirable midrise building on the beach side of the complex, offering the perfect combination of privacy, convenience, and resort style amenities. Just steps from Siesta Key’s world renowned quartz sand, this home embodies the island lifestyle. From the moment you enter, you’ll be captivated by the peaceful view of the tranquil pond and fountain, setting the tone for relaxation. This updated unit has been thoughtfully redone, showcasing a spacious open concept floor plan that seamlessly blends form and function. The gourmet kitchen is a showstopper, featuring granite countertops, stainless steel appliances, soft close cabinetry, and a breakfast bar perfect for casual dining or entertaining. Elegant ceiling fans and updated fixtures enhance the coastal vibe, while the dining and living areas flow together effortlessly, creating a bright and inviting space for family gatherings or quiet evenings. The primary suite is a serene retreat with a walk in closet and ensuite bath, and the guest bedroom provides a comfortable haven for visitors. With a strong rental history, this property is as appealing to investors as it is to those seeking a full time residence or seasonal escape. At Peppertree Bay, residents enjoy private deeded beach access, two heated swimming pools, tennis courts, a fitness center, clubhouse, fishing pier, and professional onsite management. Covered parking and extra storage add convenience to this lock and leave lifestyle. Situated close to Siesta Key Village, eclectic dining, boutique shopping, and vibrant cultural experiences, this home truly offers it all. Whether you are looking for an income producing investment, a sun soaked seasonal retreat, or a luxurious full time residence, this residence at Peppertree Bay delivers the very best of Siesta Key living.

1055 W Peppertree Drive Unit 106AA, Sarasota
$650,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
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 29-foot lanai with its stunning views of the bay and all the beautiful wildlife that live and play there. Peppertree Bay features resort-style amenities like private beach access, two heated pools, tennis courts, pickleball courts, two clubhouses, fitness center and fishing pier. With onsite management and rental desk, this condo is the perfect coastal retreat or savvy investment. Enjoy the all new spectacular landscaping as you enter Peppertree.

1255 E Peppertree Drive Unit 507, Sarasota
$635,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
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. Whether its a daytime view of the intracoastal boats of many sizes and shapes-yachts-sailboats, and dont forget its birds, sea faring animals; or when nighttime falls you will see the twinkle of the city lights under your watchful eye. Going Turnkey Furnished! Not much to do in this unit; impact windows on lanai, bathrooms and kitchen updated. Where else can you get a supersized utility room, parking under the building two heated pools, tennis and pickle ball courts, fishing pier, clubhouses and of course beach access. Management on site.

1255 E Peppertree Drive Unit 506, Sarasota
$585,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
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; tile in the baths and lanai. Lanai enclosed with hurricane windows and new murphy bed on lanai. Supersized utility room with washer and dryer. Underground parking space. Turnkey Furnished and Move in Ready!

1080 Peppertree Lane W Unit 602, Sarasota
$300,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Opportunity knocks in the highly sought-after Peppertree community on Siesta Key! This 2-bedroom, 2-bathroom condo boasts stunning views of the Intercoastal Waterway and is just a short walk to the world-famous Siesta Key Beach. Located minutes from the South Bridge, you’ll enjoy easy access to shopping, dining, and all the best island amenities. While the unit was affected by flooding during the recent hurricane, it has been remediated and is ready for a full remodel, allowing you to create your dream coastal retreat. Peppertree Bay offers resort-style living with private beach access, two heated pools, a fitness center, tennis courts, and a fishing pier. Priced below market value, this is a rare opportunity to own in one of Siesta Key’s most desirable communities. Don't miss out - schedule your private showing today!

6063 E Peppertree Way Unit 111, Sarasota
$425,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Your Slice of Paradise Awaits at Siesta Key! Live the dream on the #1 beach in the USA with this adorable 4th-floor condo. This 2-bedroom, 2-bath gem offers a serene pool view and direct beach access, making it the perfect place to unwind. Move right in – it’s fully furnished and features luxurious vinyl flooring, new carpet, and fresh paint throughout. Relax on your enclosed lanai, where you can enjoy gorgeous views of the pool and breathtaking Gulf sunsets, ideal for morning coffee or an evening glass of wine. The condo also includes a full-size washer and dryer in a spacious utility room, plus a designated parking spot in the under-building garage. Located in the sought-after Peppertree community, a Beach-to-Bay complex nestled on 16 acres, you'll have access to the beach, fishing pier, two heated pools, two clubhouses, a fitness center, saunas, tennis and pickleball courts, BBQ areas, and more. On-site management and a rental desk make it easy to maintain and enjoy. Live steps away from Siesta Key’s pristine beach, vibrant shops and dining at Siesta Key Village, and the rich culture of Sarasota. Whether you're seeking a full-time home or a vacation retreat, this condo has everything you need to start living the island life. Plus, it’s currently rented through May 4th, offering potential rental income if desired. Peppertree's main office, gulf side club house and fitness center currently under renovation.

1255 E Peppertree Drive Unit 402, Sarasota
$810,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
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. Perfectly positioned within the highly desirable Peppertree Gulf-to-Bay community, this spacious two-bedroom, two-bath condominium offers a rare opportunity to own a slice of paradise. Timeless Spanish-inspired architecture sets the tone, with coffered beam ceilings, graceful arched doorways, and elegant finishes throughout. Walls of windows frame breathtaking Gulf views, flooding the open-concept living and dining spaces with natural light and coastal ambiance. The thoughtfully designed kitchen features custom wood cabinetry, gleaming granite countertops, stainless steel appliances, and a charming built-in breakfast nook—ideal for casual dining with a view. Retreat to the generous primary suite, complete with a walk-in closet and a luxurious en-suite bath featuring granite-topped vanities and custom cabinetry. A well-appointed guest bedroom and full bath with walk-in shower ensure comfort and privacy for visitors. Step onto the expansive, enclosed lanai—a multifunctional space that offers the perfect setting for entertaining, working remotely, or hosting overnight guests—all while enjoying spectacular beach and Gulf vistas. Sold fully furnished, this turnkey residence includes a large laundry room with abundant storage, a full-sized washer and dryer, a private parking space in the under-building garage, and a secure storage locker for all your beach essentials. Residents of Peppertree Bay enjoy an array of resort-style amenities including a private beach with lounge chairs, two heated swimming pools, fitness center, saunas, tennis and pickleball courts, barbecue grills, a fishing pier, and on-site management. Just a short stroll from Siesta Village's shops and dining, and a quick drive to Sarasota’s cultural attractions, this is coastal living at its finest. Whether you’re looking for a full-time residence, winter retreat, or investment with rental income potential, this exceptional beachfront property checks every box. Don’t miss your chance to own the Siesta Key lifestyle—where every day feels like a vacation.

1080 W Peppertree Lane Unit 506A, Sarasota
$520,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Prime second floor walkup, ready for you to enjoy the laid back Siesta Key lifestyle. Meticulously maintained by the current owners for the last 15 years. Warm neutral coastal decor, with an emphasis on preserving the mid-century modern Siesta Key beach vibe. Features include new fridge, range, microwave and dryer (2024). Hurricane grade window installed in 2019. Flatscreen TV's in living area and bedrooms. Custom window coverings... California shutters, Hunter Douglas Honeycomb Vertiglide and custom draperies. Kitchen includes solid surface counters which provide ample space for preparation. Bathrooms feature custom vanities with quartz countertops and custom glass shower doors. Master bedroom features an oversized closet complete with full length owner locked storage cabinets. The unit also features an interior storage room, the perfect place for your golf clubs, fishing gear and beach toys!! The glassed in lanai features Resti, overlooks the interior pond and provides the perfect space for coffee, cocktails or al fresco dining. This unit is located on the Gulf side of Peppertree Bay, steps to the beach. Owner never rented unit.

1048 W Peppertree Lane Unit 118B, Sarasota
$425,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
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 touch! High and dry and no damage from the storms. Located on the second floor, it features stunning bay views from your lanai and offers private beach access just across the street. For your convenience, the unit is equipped with a washer and dryer, along with a storage closet for bikes, beach chairs, and toys. The association provides assigned parking and a variety of amenities. Peppertree is a delightful beach-to-bay community packed with endless activities, including tennis and pickleball courts, two community clubhouses, a fitness center, two outdoor pools, grilling areas, a fishing pier, and exclusive access to Siesta Beach right across the street. Don’t wait—this gem won’t last long!

6029 E Peppertree Way Unit 116, Sarasota
$632,500
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
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 access, 2 bedroom/2 bathroom unit, fully furnished with everything you need. Just bring a suitcase. This bright unit features stainless steel appliances, porcelain tile flooring, crown molding, and elegant bathrooms. With plenty of storage, in-unit laundry, newer impact windows (2013), and A/C (2012), you can relish the Gulf breezes or stay cool during the summer heat. Peppertree Bay is an exceptional Beach to Bay complex that covers 16 acres, offering private deeded beach access, a fishing pier, two heated pools, two clubhouses, a fitness center, saunas, tennis/pickleball courts, and BBQ areas. Ideally located near Siesta Key Village, you'll have easy access to trolleys, frog hopper transportation, shopping, dining, and entertainment. Downtown Sarasota and its vibrant arts scene are just a short drive away. Contact us today to schedule a showing and discover the luxury of beachside living on Siesta Key.

1200 E Peppertree Lane Unit 607, Sarasota
$840,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Sold data only. No water view. Utilities inside the unit, tennis/pickle ball, fitness center, private beach access, Gulf to Bay community, fishing dock, covered parking in under garage. beautiful updated kitchen and baths and loads of storage. tile throughout the condo, carpet in bedrooms.

1055 W Peppertree Drive Unit 607AA, Sarasota