Quick Siesta Key FL MLS Search

Browse All Properties for Sale with Master Bedroom Upstairs

$740,000
2 Beds 3 Baths Peppertree Bay SubDv. 34242 Zip Code
Siesta Key's White Sand Beach front Complex! BEACH SIDE! Welcome to this stunning Siesta Key condo located at 6015 West Peppertree Way (unit: 237). This beautiful property is now available for sale and offers a fantastic opportunity for those seeking a secluded getaway or a winter retreat income producer. Less than 100 steps to Private access to Siesta Key Beach! New roof in 2017! Situated on the first floor, this fully furnished condo features a spacious open floorplan encompassing the living room, dining room, and lanai.Kitchen has stainless steel appliances and plenty of countertop space for prepping meals. The lanai boasts hurricane impact windows and doors, providing both safety and tranquility as you enjoy the serene pond view. With 2 bedrooms and 2.5 bathrooms, this condo offers ample space for comfortable living along with an additional room which could be used as a third bedroom or office. The primary bedroom has a private balcony and ensuite bathroom. The property highlights include walk-in showers, granite countertops, and an in-unit washer and dryer for added convenience. Additionally, an assigned parking spot is provided for your ease of access. Peppertree is a Beach to Bay community that spans across 16 acres of breathtaking landscapes, featuring ponds, lush tropical vegetation, and a beautiful beach with quartz sand and turquoise waters just minutes away. This community offers an array of amenities such as two HEATED swimming POOLS, BBQ areas, a fishing pier, tennis and pickleball courts, a fitness center, and saunas. Conveniently located near shopping and dining options, this Siesta Key condo provides easy access to everything you need. Whether you're looking for a peaceful retreat or an investment opportunity, don't miss out on the chance to own this remarkable property. Contact us today to schedule a viewing and make this condo your own! Paradise on Siesta Key is found here. Multiple Offers Please submit highest and best offer by Friday October 27th 2023 12pm

6015 W Peppertree Way Unit 237, Sarasota

$5,499,000
5 Beds 5 Baths Siesta Rev SubDv. 34242 Zip Code
Welcome to a serene haven nestled on the tranquil north end of Siesta Key, a place where the true essence of island living unfolds. This remarkable waterfront estate is being sold turnkey furnished, inviting you to simply move right in and embrace the island lifestyle. Built in 2014, this residence is thoughtfully positioned amidst lush, mature landscaping along the picturesque Nettie Bayou, offering a sense of space, privacy, and serene water views that define the Siesta Key experience. You will appreciate that this home is fortified with impact-rated windows and doors, an elevator for ease of access, a Sonos sound system for audio ambiance, a security system equipped with cameras for peace of mind, and a 3-car garage for your prized vehicles. As you step through the arched, solid-wood double doors into the foyer, you'll be greeted by a grand staircase and an expansive living area that boasts a two-story coffered ceiling, cozy fireplace, and an entire wall of sliding glass doors and windows. This layout perfectly frames breathtaking vistas of the patio, the inviting pool area, the sprawling grounds, and the tranquil waters beyond. The magnificent chef’s kitchen is seamlessly integrated into the adjacent great room and dining area. Here, custom cabinetry, granite countertops, professional-grade stainless steel appliances, two inviting islands (one with a breakfast bar), and a walk-in climate-controlled wine room capable of storing over 400 bottles set the stage for culinary excellence. This first-floor haven also offers two ensuite guest bedrooms, a versatile third bedroom or office space, convenient pool bathroom, and dedicated laundry room. Take the three-stop elevator or winding staircase to the second floor, where the owner's suite awaits as your private oasis. This luxurious retreat boasts a glass-enclosed steam shower, a soothing soaking tub, a generous vanity with dual sinks, a water closet, two custom-organized walk-in closets, and access to a private covered terrace. An additional bedroom on this level enjoys its own private terrace and is currently being used as an office. The outdoor living space mirrors the lavishness found indoors, offering a resort-style experience like no other. Here, you'll discover a heated saltwater pool and spa, custom-designed fire pit for cool evenings overlooking the peaceful waterfront, a covered outdoor kitchen, and an artful landscape illuminated by soft evening lighting. The icing on the cake is the 60-foot dock, providing access to Nettie Bayou's protected boating waters and offering direct passage to the bay and Gulf of Mexico. Beyond this magnificent enclave, you're just a short bike ride away from Siesta Key's world-renowned beach. Alternatively, venture to Siesta Key Village for a taste of local culture or explore Southside Village and downtown Sarasota for a more extensive array of dining, shopping, and entertainment options.

3954 Roberts Point Road, Sarasota

$1,235,000
3 Beds 3 Baths Twin Oak Pond SubDv. 34242 Zip Code
Under contract-accepting backup offers.One or more photo(s) has been virtually staged. Elegantly renovated home with high-end finishes while restoring that Siesta Key charm. This three-bedroom three full bathroom home has undergone a major renovation finished June 1st, 2023. Starting with the exterior, new paint, hardware, landscaping, paver drive, and eco-friendly laid shell. The first floor is about 1,300 sqft comprised of parking, a storage unit, a separate workshop space, and multiple entertainment spaces. The front staircase crafted with composite decking and anti-rust railing provides a low-maintenance and resilient entry. Upon entry, the two-story vaulted ceilings, wood-look tile, modern baseboards, and open concept gives the impression of a new construction home. Extra large windows provide ample in-direct lighting from every room. The great room is open to the no expense spared kitchen. New white, soft-closing cabinets finished with a white quartz counter. New stainless steel appliances paired with a retractable exhaust hood which is both functional and aesthetically pleasing. The reverse osmosis water system, fluted glazed tile backsplash, recessed lighting, and removal of upper cabinets elevate the space even further. Frosted glass panel door provides light and privacy to the interior laundry room with new appliances, cabinets & storage. Kitchen counters extend into the breakfast bar with panoramic views of the lush Florida native landscape. Flowing into the spacious dining room, sliding glass doors open onto the enormous rear composite deck ideal for sunsets. Down the hall is a full bath with shower/tub combo, brushed gold hardware, and crisp white herringbone tiles on the walls that showcase coastal modern floor tiles. The neighboring bedroom is a perfect guest room or office with a large window and access to the rear deck. Leading upstairs both the window and cable railing keep an open airy feel. The second bedroom is equipped with vaulted ceilings and a large south-facing window bringing in the outdoors. The second bathroom was designed with a walk-in shower, custom-cut shower glass, an infinity drain, brushed gold hardware, and shiplap walls. The glazed modern blue/green shower tiles complement the window view, balancing modern finishes with nature once again. Down the hall, you arrive at the oversized master suite. Vaulted ceilings and windows from the third floor give a bird's eye view of the paradise below. A walk-in closet is big enough for any fashionista. The en-suite master bathroom is a true oasis. Double vanity sinks with fluted cabinets and brushed gold hardware, a coastal chic chandelier, and vaulted ceilings just to start. A stunning stand-alone tub with a tropical view showcases the mural tiled wall. Just behind, a separate walk-in oversized shower with crackle glazed tile and custom-cut shower glass wall & door. The finishes and design work in this home are superior and magazine worthy. Under the rear deck is a similarly sized paver patio, open-air, and overlooks the private backyard with new sod. There is also a newly screened lanai on the side of the house perfect for an outdoor dining room when cooking out. The shell that extends on the east side of the home would be a great place for a fire pit or games space. Both the side of the home and the backyard could be the location for a future pool. Ask your REALTOR® for a copy of the pool renderings if interested.

5238 Winding Way, Sarasota

$5,350,000
6 Beds 7 Baths Point Of Rocks SubDv. 34242 Zip Code
Delight in a captivating, private Gulf-front lifestyle with breathtaking views in this fully renovated Gulf-front estate perched 12 feet above the water on tranquil Point of Rocks at the southern end of Siesta Key. Tucked away on a stunning tree-canopied street, the 2-story main residence features five exquisitely remodeled en-suite bedrooms, plus an updated 1-bedroom, 1-bath guesthouse with an adjoining a 3-car garage. Hurricane-impact glass and a new metal roof provide peace of mind. New wood-look porcelain tile flows through most of the residence, including the expansive open great room with adjacent wet bar and dining area. The chef’s kitchen includes brand-new appliances and sunset views every evening, plus an island/breakfast bar, quartz counters, walk-in pantry and windows showcasing endless views of the azure water. Sliding glass doors in the dining room open to a sizable covered and open patio surrounded by palms and lush tropical foliage – the perfect setting for soaking in awe-inspiring Gulf and sunset vistas, gentle seaside breezes and the soothing sounds of rolling waves. A long staircase provides access to Point of Rocks’ flat limestone rocks, where you can hunt for seashells in the tide pools, spot dolphins and go snorkeling or kayaking to explore the abundant marine life. Inside the home, there is plenty of space for overnight visitors, with three guest bedrooms in separate wings, and a laundry room with a half bath accessible from the pool area. The great room’s expansive east-facing windows overlook the private courtyard’s abundant palms, flourishing gardens and saltwater pool. Upstairs, a serene retreat awaits in the impeccably appointed owner’s suite, featuring refinished hardwood floors, shiplap ceiling, built-in shelves and cabinetry, large walk-in closet with built-ins and walk-in shower. The bedroom also has an alluring sitting area with multiple windows boasting views of the enchanting seascape. A generous bedroom across the hall overlooks the courtyard and pool. Across the courtyard, there is a charming guesthouse, featuring wood-look porcelain tile, a full kitchen with shiplap ceiling, quartz counters and stunning backsplash, bedroom and bath with shiplap walls, and private patio with a barbecue area. Close to dining, shopping and world-renowned Siesta Beach, this one-of-a-kind seaside sanctuary offers an unsurpassed lifestyle for discerning buyers looking for their own piece of island paradise.

7340 Point Of Rocks Road, Sarasota

$4,775,000
5 Beds 6 Baths 34242 Zip Code
New price. Discover la Casa del Orchidee, an extraordinary island paradise. This spectacular walled and gated private estate is sited directly on Siesta Key’s Sarasota Bay and Intracoastal Waterway, offering spectacular views across the bay. The expansive circular paver driveway and imported travertine fountain lead to the 5,800+ square-foot, 5-bedroom, 5.5-bath home, reminiscent of an Italian villa. The home's inviting entry is enhanced by beautifully crafted custom wrought iron and glass doors, and soaring 21-foot ceiling, and an exquisite chandelier flowing to beautifully scaled rooms. Taking full advantage of the mesmerizing bay views, the spacious living spaces flow seamlessly. The principal rooms are of generous proportions; the great room is enhanced by a coffered ceiling and hardwood floors and is open to the chef-inspired island kitchen featuring custom hardwood cabinetry, quartzite counters, breakfast bar, natural gas Capital Connoisseurian Series range and custom copper hood, Sub-Zero refrigeration, dual KitchenAid dishwashers, travertine floors, and high-capacity RO system, among the list of added features. With most rooms overlooking the bay, this home celebrates the harmonious relationship between architecture and landscape and ensures an effortless transition to exterior spaces with idyllic spots for open-air leisure. The adjoining bayfront dining room can accommodate large gatherings; the screened lanai is the idyllic setting for alfresco dining and enjoying balmy bay breezes. Additional main floor areas include an office, two en-suite guest bedrooms with balconies, a half bath, and a butler’s pantry/laundry room. Upstairs, accessed by the stairs or elevator, the spacious waterfront master bedroom suite boasts a bayfront balcony, high ceilings and dazzling views of the Intracoastal Waterway. A haven of relaxation, the sumptuous suite offers a respite from the outside world: luxurious bathroom with travertine floors, marble counters, fully outfitted dressing room and dual walk-in closets. An additional guest en suite (5th bedroom currently an executive office), a quiet waterfront area to work. The non-conforming lower level offers a ground-level front entry and direct access to the outdoors, the perfect space for a game room and exercise room. A private, tranquil paradise for the outdoor enthusiast, the spacious, screened lanai with a saltwater pool and spa, paver decking, and a pool house boasting both a full bath and full outdoor kitchen. The tropically landscaped yard gently rolls down to the water's edge, where you'll find dolphin frolicking and manatees lazily rolling along. The rare bayfront boathouse and dock with a covered boat lift offer an observation deck - an amazing place to watch the colorful sunrises and sunsets over the bay. No fixed bridges, boat directly to the open water of the Gulf of Mexico. A partial list of upgrades and features of this special home: elevator to all floors, custom powder-coated hurricane-rated Origin (UK) windows and doors, and garage doors, new (2022) imported handmade Italian tile roof, whole-house water softener, Hansgrohe fixtures, mature, tropical landscaping, lighting and irrigation well. Dual tandem garages can accommodate 4 large autos, parking within the gates for 12 vehicles when entertaining. Close to Siesta Key’s famous white beaches & aqua Gulf of Mexico waters, and shopping and dining in Siesta Village. 15 minutes by car to downtown Sarasota’s many cultural amenities.

8415 Midnight Pass Road, Sarasota

$4,350,000
3 Beds 4 Baths Bay Island SubDv. 34242 Zip Code
Enjoy waterfront living at its best in this beautiful 2019 custom-built home by Jonas Yoder Homes located on a private street on the north end of world-famous Siesta Key. This impressive residence is perfectly positioned to take advantage of its waterfront location maximizing tranquil water views and providing a sought-after boating setup. Designed and equipped with everything that today’s buyers are looking for, this home features a functional great room floor plan, high ceilings, elevated entry, and large banks of hurricane impact-rated windows and doors that open to the multiple terracing outdoor spaces. The completely open kitchen features crisp white cabinetry, a large island with granite countertop and counter-height seating, breakfast nook, abundant cabinet and drawer space, a white tile backsplash, and high-end stainless steel appliances. The adjacent great room boasts a full wall of sliding doors that lead to the waterfront terrace including an outdoor kitchen. The master suite is a retreat on the upper level with a spa-like master bathroom and a private waterfront terrace. There are two additional en-suite bedrooms, and a loft area available for an office or flex space. The outdoor space is incredible and includes a yard, covered outdoor entertaining area, paver deck, heated saltwater pool and spa, pool bathroom, wet bar, and a fully equipped boat dock with two boat lifts and one jet-ski lift. Abundant garage space, workroom, and storage space complete this amazing package. All this and just a quick drive to the beach, village, or off of the island to Southside Village or downtown Sarasota.

3726 Flamingo Avenue, Sarasota

$1,600,000
3 Beds 3 Baths Sandy Cove SubDv. 34242 Zip Code
Under contract-accepting backup offers. Backup offers accepted. Welcome to Paradise. Don't miss out on this stunning Sandy Cove I Penthouse. A hidden gem in Siesta Key’s North Village area, this is a pet friendly, gulf front community set amongst peaceful grounds, a private, crystal white sand beach in a tropical cove and fishing pier on the Gulf of Mexico. Designed by award winning Sarasota School of Architecture Architect Frank Folsom Smith. Kayak storage racks are conveniently located near the beach. Parking for two cars: one under a carport with extra storage for bikes and island beach gear plus an extra assigned open space in front of the building. This beautiful two story Penthouse has been totally renovated by Tatiana White and Sam Dickson. The entire upstairs is the owner's suite. Once you open the door, you are greeted with a gorgeous panoramic view of the Gulf of Mexico to the Northwest and to the South you see the fountain in spring-fed Cedar Lake where you can swim. The floor to ceiling hurricane grade sliders and windows allow natural light to flow throughout. Stairs and second floor Master suite were designed by Tatiana White. The Kitchen is a chef’s dream with a built in microwave/convection and oven, beautiful glass tile backsplash, farmers sink, and an abundance of cabinet space. Serve your guests on the patio through the sliding window passageway making entertaining easy. Travertine tile flooring throughout, including the two terraces. This three ensuite bedroom Penthouse offers plenty of space to be used as a full time home or a perfect seasonal getaway. Attention to detail throughout: the sculpture nook in the front foyer, the wood burning fireplace and the hand painted geckos in the third bathroom sink. Sandy Cove is just minutes away from fabulous restaurants, boutiques and entertainment in Siesta Village. The Farmer's Market is every Sunday morning right in the center of the Village. Downtown Sarasota and St. Armands Circle are just minutes away to enjoy the cultural offerings of the arts and theatre, shopping and fine dining. Pets welcome- no weight limit. HOA fees cover flood insurance for the exterior of the building.

22 Sandy Cove Road Unit 502, Sarasota

Start Your Search

Siesta Key Real Estate & Homes With Master Bedroom Upstairs

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Siesta Key, FL. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!