Southwest Florida Real Estate Search

Siesta Key Homes and Condos for Sale

Nestled in Sarasota County along the southwest coast of Florida, the city of Siesta Key is bound to charm those looking for the perfect destination for a holiday, a season, or a lifetime. Whether you are passing through, visiting, or a long-term resident of this beautiful barrier island, Siesta Key is the optimal place for friends, families, and adventurers alike. Situated between Roberts Bay and the Gulf of Mexico, Siesta Key is home to approximately 6,500 residents who enjoy the Florida sun and relaxing on white sand beaches. Kayaking, jet skiing, fishing, and sailing along the pristine coast of the Gulf of Mexico are everyday activities for the local residents of beautiful Siesta Key.

Buy a home in Siesta Key and you too can enjoy the convenience of nearby shopping and dining in the Siesta Key Village. The Village hosts activities like festivals, live music, and art shows, bringing the local community together through wholesome fun. Take a stroll through the surf shops and art galleries along the Siesta Key Village and enjoy the salty ocean air of this sea town. Whether you are looking for yoga on the beach, a sunset walk, or a dreamy night watching the surf, this city fulfills all of your getaway needs. Why not move in and make this dreamy destination your home? Across the bay from mainland Sarasota, and located in the 34242 zip code, Siesta Key houses many beautiful neighborhoods and diverse real estate options.

Within the boundaries of Siesta Key, home buyers can choose from the districts of Siesta Beach, Crescent Beach, Turtle Beach, and Siesta Key Village. The variety of homes in these districts range anywhere from humble beach cottages to elegant oceanfront mansions. This suburban residential community consists of single-family homes, large estates, and condominiums. Depending on the property’s size, location, and age, the prices range anywhere from affordable starter homes to high-end luxurious estates. There really is a home for everyone here in Siesta Key, Florida.

If you would like more information regarding homes for sale in Siesta Key, Florida, please allow us to assist you and contact us today.

Latest Siesta Key Homes and Condos for Sale

Siesta Isles SubDv. ⋅ 34242 Zip Code

Looking to build your dream home on Siesta Key? Then here is the property for you. This lot is oversized and one of the largest in Siesta Isles. Back yard is 228 feet wide, and is fenced in. Home has a swimming pool on the property. Best to remove the home that is presently there, if not it will need major renovations. Lot is located on a private cul-de-sac and is a short 1.5 blocks walk to Siesta Key Beach and pavilion. As you drive up to the home you should notice all the newer homes that have been built over the last few years. Since there is an existing home on the property, power, water and sewer are already in place.

5544 Cape Leyte Drive, Sarasota

1 Beds ⋅ 1 Baths ⋅ Inlets SubDv. ⋅ 34242 Zip Code

Make this HAUS your HOME!!!! Comfortably located on the quiet southern end of Siesta Key, this beautiful second floor, one bedroom/one bath condo provides some of the most beautiful views in all of Sarasota. Considered by some to be a quadruple water view, looking out the front kitchen you can see views of the intercoastal to the east. The enclosed patio offers a stunning view of the pool followed by the navigable saltwater canal (Blind Pass Waterway) connected to the Intercoastal and finishing with gorgeous sunset evening views of the Gulf of Mexico. Tastefully decorated and potentially available furnished, this home will make a wonderful fulltime residence, seasonal residence, or addition to your investment portfolio. Easy access to area beaches, shopping, and acclaimed restaurants. New HVAC system installed in 2021 & Hot Water Heater in 2022. The living room includes a built-in queen-sized murphy bed for extra guests.

9200 Midnight Pass Road Unit 25, Sarasota

2 Beds ⋅ 2 Baths ⋅ Midnight Cove Ii SubDv. ⋅ 34242 Zip Code

Desirable ground floor unit completely updated with inter-coastal view. The kitchen features newer kitchen cabinetry, newer appliances and a large granite top that accommodates seating for two. Completely open to the living/dining area which has real bamboo hardwood flooring. Enloy the spacious screened in tiled lanai which provides room for a large table and seating for 6-8. This unit also has a stack washer/dryer which is convenient for yourself and rental guests. The second bedroom has newly installed luxury flooring and was freshly painted. Midnight Cove II provides wonderful grounds featuring wonderful cascading oak trees and beautifully manicured grounds. Midnight Cove II has a deeded walkway across to the beach with a wash station to remove sand when leaving the beach. This complex also features a huge heated pool with large deck areas, a party room for gatherings and meetings, docking for boaters, kayak racks down by the bay, numerous barbeque areas and a car wash area as well. Midnight Cove II also allows weekly rentals which is critical if you want to rent your unit out of season. Midnight Cove II also allows one large pet. It is rare for a complex to have all these amenities and actually has a deeded access to the beach which many bay side complexes don't offer. It is also important to note many of these comparable units don't have a 2nd full bath as this one does. If you are looking for a great complex and a property that you can rent out when you are not here, this will be hard to match.

1800 Cove Ii Place Unit 213, Sarasota

2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

A lot of folks dream about living the ISLAND LIFE...well, NOW'S YOUR CHANCE! Join me in experiencing this stunning and renovated, 2 bed/2 bath condo, tucked away at the SOUTHERN MOST TIP of Siesta Key, Florida. From the moment you drive through the PRIVATE gates of The Pointe, you'll feel as though you've been transported to your own island getaway. As you pull into your ASSIGNED PARKING, smile and take note of your surroundings...the FRESH GULF AIR, mature and fresh TROPICAL LANDSCAPING, a group of paddle boarders floating by, boaters on their way home with a fresh catch, and the ever so frequent manatees and dolphins passing through! Head up to your 8TH FLOOR CONDO, where you'll want to pause and soak in some of the most beautiful UNOBSTRUCTED WATERFRONT VIEWS the island has to offer! The Gulf of Mexico, Little Sarasota Bay, and Jim Neville Nature Preserve can be enjoyed from nearly every room ~ sip your morning coffee while soaking in the SUNRISE OVER THE BAY, then later enjoy a cocktail while watching the EVENING SUNSETS OVER THE GULF! If a lifestyle is what you're after, you've come to the right place! Situated on 5 ACRES, amenities at The Pointe are sure to impress ~ offering a full time on site manager, CLUB HOUSE WITH KITCHEN, SPA, FITNESS ROOMS, HEATED LAP POOL, tennis / pickleball courts, kayak storage with launch, BOAT DOCKS with electricity and water, gazebo with grills, bike storage room, fishing, and community walking trail. Renovations to your new home are plentiful ~ from a NEW ROOF (to be completed in the next couple of weeks), IMPACT WIDOWS AND DOORS, NEW AC in 2020, quartz counters, tile backsplash, CUSTOM CABINETRY IN THE KITCHEN / UNDER BAR TOP, stainless steel under-mount sink and hardware, LUXURY PORCELAIN flooring throughout, designer light fixtures and RECESSED LED, built-in wine fridge, and GLASS SHOWER with elegantly tiled niche are just a few of the upgrades! You'll appreciate the oversized master bedroom, fully accessible with custom designed closet, and direct access to an enclosed 25x8 air conditioned lanai and laundry room overlooking the bay. Guests may never leave, as they enjoy the built-in Murphy Bed and desk, perfectly positioned to enjoy Gulf Views! Be sure to view our property video and webpage in the web links attached! **The Pointe is located minutes from Turtle Beach, multiple restaurants, world famous Siesta Key Beach and Siesta Key Village. Structural Integrity Reserve Study and Milestone Inspection Reports are done!!**

9397 Midnight Pass Road Unit 802, Sarasota

4 Beds ⋅ 4.5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

This architectural award winning residence offers big bay and city skyline views that leave one speechless. The stunning Carl Abbott residence was designed to maximize views and to accentuate natural light. The result is one of Sarasota's most exciting residences. The home offers carefree living, glamorous entertaining and the opportunity to be one with the beautiful natural surroundings. The property is walled and gated. An exciting entry courtyard makes an immediate statement about the quiet elegance of this striking residence. The dramatic living area with floating roof opens to terraces from both the north and south. The fireplace provides a nice touch. Travertine floors and abundant walls of glass give the home a wonderful feeling of openness. A granite and maple kitchen was designed by serious cooks with great attention to detail and quality. The owner just add all high end appliances. The 4th bedroom or office has forever views and fabulous view terrace and is an ideal private retreat. The home features a very private and separate master suite with its own terrace for gulf and city skyline views. Two additional guest suites are located on the 1st level ideal for family living. A media room enhances the main level amenities as well. The entire lower level is garage and loads of storage space. Two sides of water frontage make the rare combination of unobstructed views and deep water protected dockage accommodating large boats on Hansen Bayou a reality. There’s a Tiki hut and a beach perfect for the adventurous you might like to swim with the ever-present dolphins. A recently resurfaced 65' lap pool is a gorgeous jewel accentuating the expansive terraces on every level of the home. Custom built by Tom Hensey, the residence is constructed to the highest standards for discerning owners.

3251 Higel Avenue, Sarasota

3 Beds ⋅ 2.5 Baths ⋅ Siesta Cove Sub SubDv. ⋅ 34242 Zip Code

Welcome to your dream oasis in the heart of Siesta Key's coveted Siesta Cove neighborhood! This beautifully updated 3-bedroom, 2.5-bathroom pool home is a haven of luxury and comfort, just a mile away from the renowned white-sand beaches of Siesta Key. A circular driveway leads you to this meticulously landscaped property, surrounded by lush Florida greenery and vibrant tropical palms. Professionally designed with striking landscape lighting, the exterior sets the stage for the elegance awaiting inside. Upon entering this quintessential beach house you're greeted by 12-foot cathedral ceilings with an abundance of natural light streaming in through numerous windows and skylights. The spacious living room opens seamlessly to the sparkling pool area, accessible through pocket sliding glass doors and shares the space with the dining room, creating an inviting and open atmosphere. The heart of the home lies in the updated kitchen, boasting 12’ cathedral ceilings, which flows into the family room. A stunning granite accent wall with a gas fireplace adds warmth and style to the space. The kitchen features solid wood 42-inch cabinets with crown molding, soft-close drawers, upper and under-cabinet lighting, and white marble-look quartz countertops with counter seating. Stainless steel appliances, including a French door refrigerator, built-in convection oven and microwave, dishwasher, and gas cooktop, enhance the culinary experience. A built-in under-counter refrigerated wine cooler with a glass door, a huge pantry closet, and a breakfast room with pocket sliding glass doors opening onto the lanai and pool area complete the picture of modern convenience. The split floor plan ensures privacy, with the primary suite tucked away for a secluded retreat. This suite boasts double custom walk-in closets and a recently updated en-suite bath featuring a freestanding soaking pedestal bathtub, walk-in tile shower, and a granite vanity with double sinks. The primary suite also offers direct access to the pool area. The roomy guest bedrooms share an updated bathroom with a quartz vanity and a deep soaking tub with shower. A convenient access door to the pool adds to the functionality. An additional updated powder room with a granite counter and glass vessel sink caters to guests. The updated laundry room is both stylish and functional, featuring built-in upper and lower cabinets with a quartz countertop, a built-in laundry sink, and a full-size washer and dryer. For added versatility, the 2-car attached garage includes an upstairs bonus room, perfect for use as a guest bedroom, home office, or workspace. This meticulously maintained home also boasts a whole-house water softener and a dedicated filtered water faucet in the kitchen. Enjoy the comfort of new luxury vinyl plank flooring throughout, along with new baseboards and door trim. A newer roof and water heater add to the peace of mind. Step outside to the oversized screened and covered lanai, accessible from almost every room in the house. The travertine deck offers multiple seating areas for dining and entertaining, overlooking the sparkling pool with a new pebble finish and a new pool heater. The fully enclosed backyard ensures privacy with a wood and vinyl privacy fence, complemented by a shell walkway that wraps around the house. An irrigation system keeps the landscaping lush and vibrant. This Siesta Key gem is a true blend of luxury, functionality, and tropical serenity.

5361 Siesta Court, Sarasota

4 Beds ⋅ 4.5 Baths ⋅ Miramar SubDv. ⋅ 34242 Zip Code

Under Construction. Currently under development, a new residence is taking shape on the south end of Siesta Key. The home offers breathtaking sunset views from various vantage points of the home’s major rooms. Step outside onto the expansive covered patio, complete with a pool bath and summer kitchen, where you can enjoy the scenery stretching over the pool. Kick off your shoes and grab your paddle board or kayak and enjoy the afternoon on waters of Heron Lagoon from your private dock. The interior of this exceptional residence features an expansive and inviting atmosphere and its architectural charm is enhanced by trayed volume ceilings. The open and spacious Great Room and kitchen perfectly poised for entertaining. The kitchen is a culinary haven, featuring custom solid wood cabinets with painted shaker doors and quartz counters. State-of-the-art stainless steel appliances include a 6-burner gas range top with a griddle, a combination microwave/wall oven with dual fan convection, and a glass-door beverage refrigerator. The bathrooms showcase porcelain floor and wall tiles, custom solid wood cabinets, and either quartz or quartzite counters. The second floor of this residence features a splendid owner’s suite with a balcony, captivating water views, a luxurious master bath, a spacious loft, and three additional en-suite bedrooms. Pool-side is the outdoor kitchen equipped with a natural gas grill, creating the perfect setting for al fresco dining. Additionally, a convenient pool bath adds to the overall functionality and appeal of this magnificent home. The home boasts 7-1/2" wide European White Oak Hardwood plank flooring with a wire brush texture and polyurethane finish throughout,. Nestled in this peaceful locale, away from the hustle and bustle of daily life, the property remains conveniently close to the Stickney Point bridge, ensuring easy access on and off the island. Turtle Beach is a mere half-mile away, along with a marina for boaters. This property embodies the essence of Siesta Key living and is set to be completed in Spring, 2024.

8030 Midnight Pass Road, Sarasota

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club SubDv. ⋅ 34242 Zip Code

Exquisite, fully updated, turnkey furnished, 2-bedroom, 2-bath beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring high end detailed finishes and interiors professionally crafted to perfection. This unit is a rare find in the highly sought-after E Building with direct beach access just steps away from your front door. Enjoy breath taking sunsets from your personal balcony. The sandy white powder stretches 800 feet across this pristine 32-acre meticulously cared for tropical community. Enjoy the comfort of 24-hour gated security, heated pools, fitness center, dry saunas, hot tub, tennis courts, racquetball and pickleball courts. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The clubhouse has a library, bar, pool table and TVs for your enjoyment. Electric car charging stations and on-site car wash. You are moments away from Siesta Village to enjoy outdoor dining with live music, specialty shopping and more! Take a short trip to downtown and discover theater, art and fine dining. This is the island resort lifestyle you have been looking for, don't let your chance of fine beach living slip away.

5750 Midnight Pass Road Unit 309, Sarasota

2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

If you seek INCREDIBLE VIEWS, look no further. Surrounded by water on three sides, enjoy the panoramic vistas on the southernmost end of Siesta Key. Look from the lanai to the east at scenic Neville Preserve and Little Sarasota Bay with their abundance of birds and sea life. The west-facing front of the unit is the perfect location from which to enjoy the spectacular Siesta Key sunsets with friends and neighbors. Beautifully furnished, move right into this very lovely, well maintained 2nd floor 2/2. The spacious lanai stretches across the back of the unit and is the ideal space to enjoy the views. New HVAC and water heater. New roof completed in November 2023. The unit includes a washer/dryer in a closeted utility room off the lanai and a ground level storage unit which provides coveted space for beach and golf gear. An assigned covered parking space is conveniently located. A gated community, The Pointe is beautifully landscaped and features every amenity: a heated pool and spa, lighted tennis and pickle ball courts, private boat docks, kayak and canoe racks and launch, exercise rooms, men's and women's saunas, club house, a private island with gazebo and grills, and on site management and maintenance. This five plus acre property is conveniently located just a few minutes walk from Turtle Beach and three restaurants. Come live at the less traveled, more tranquil end of the Key and enjoy the walking and bike paths under tree-lined Midnight Pass Road.

9393 Midnight Pass Road Unit 202, Sarasota

9 Beds ⋅ 9.5 Baths ⋅ Sabal Palms SubDv. ⋅ 34242 Zip Code

Under Construction. STUNNING 9 BEDROOM 9 1/2 BATH CUSTOM WATERFRONT HOME LOCATED IN THE HEART OF SIESTA KEY! A masterpiece of design and craftsmanship, this home boasts a spacious great room floor plan that seamlessly blends elegance with functionality. Step into the breathtaking kitchen featuring a center island, high-end appliances, and a designer backsplash that adds a touch of sophistication. The large pantry ensures ample storage space, making this kitchen a dream for both culinary enthusiasts and entertainers alike. Dine in style in the elegant dining room, illuminated by custom lighting that enhances the overall ambiance. The convenience of an elevator adds an extra layer of accessibility to this multi-level home. With a 3-car garage, this property is not only visually stunning but also practical. High-end finishes grace every corner, creating an atmosphere of refined opulence throughout. This turnkey furnished residence is versatile, and suitable as a full-time residence, a second home, or an investment property. The outdoor living space is an oasis in itself, featuring an incredible rooftop terrace with panoramic views. Enjoy the Florida sun by the pool and spa surrounded by lush tropical landscaping. The location on Siesta Key provides a perfect blend of tranquility and convenience. Whether you're seeking a permanent residence, a vacation home, or an investment opportunity, this property is sure to exceed expectations. Embrace the epitome of luxury living in this Siesta Key gem.

6548 Sabal Drive, Sarasota

2 Beds ⋅ 1 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

This oversized canal front lot is located in the heart of Siesta Village just several blocks to beach. Build your dream home and boat dock here! Listed also as land/ lot. Structures and pool of negligible value but may be used during design / construction phases. This is a rare opportunity to own prime land in the village.

451 Avenida De Mayo, Sarasota

2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code

Welcome to Gulf and Bay Club Bayside! Here you will find family style resort living with great amenities and deeded, walking access to THE WORLD FAMOUS SIESTA KEY BEACH! You can have all that and great potential for rental income in this two-bedroom, upstairs condo. This FULLY TURN KEY FURNISHED unit is literally steps from the larger of two community pools, is beautifully decorated and has an updated master bath and fully equipped kitchen. The condo is an end unit and the lanai has southern exposure for loads of SUNSHINE! Gulf and Bay Club Bayside, with its Key West architecture, is full of charm. The grounds are lush and beautifully maintained with a walking path throughout. Enjoy a newly renovated fishing dock and area for active loading and unloading of a boat, two pools, pickle ball courts, tennis courts, four BBQ grills and a clubhouse to reserve for private parties are the icing on the cake! All of the buildings were recently painted and had new metal roofs installed in 2015. Gulf and Bay Club Bayside is perfectly located close to Siesta Key Village where there is an abundance of exquisite restaurants, entertainment and local shopping. Siesta Key is known for its beautiful white sandy beaches and is the perfect place to unwind and relax.

1346 Siesta Bayside Drive Unit 1346-C, Sarasota

1 Beds ⋅ 1 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code

Welcome to your waterfront oasis in the heart of Siesta Key, where luxury living meets coastal convenience. Nestled on the southern end of Siesta Key, right by Midnight Pass, and just a stone's throw away from the pristine Turtle Beach, this 1-bedroom condo offers an idyllic retreat for those seeking the perfect blend of relaxation and recreation. Boating enthusiasts will find paradise here with access to 49 available slips, ensuring your vessel is always ready for a day of exploration on the intercoastal waters. Picture yourself waking up to the gentle sway of boats and the soothing sounds of the sea. This condominium complex has not one, but two sparkling pools—one of which extends gracefully onto a picturesque peninsula, offering a unique swimming experience with panoramic views of the intercoastal waterway. Enjoy the Florida sunshine while sipping on your favorite beverage or take an evening dip as you watch the sun dip below the horizon. For those who thrive on an active lifestyle, there are lighted tennis courts and pickleball courts, perfect for friendly matches or honing your skills. Stay fit, have fun, and embrace the coastal lifestyle to the fullest. Inside the condo, prepare to be captivated by the stunning full bay views that greet you from the living room, terrace, and bedroom. Imagine sipping your morning coffee while witnessing the colors of the sunrise dance on the tranquil waters, or falling asleep to the gentle lullaby of the waves outside your window. If you're looking to explore beyond the condo, you're just a short trolley ride away from the vibrant Village at Siesta Key. Indulge in delectable dining, boutique shopping, and a lively atmosphere that adds to the allure of this tropical paradise. Whether you're considering this condo as your primary residence, vacation getaway, or a rental investment, rest assured that an exceptional staff is at your service, ready to manage every aspect of your property. Enjoy peace of mind and the opportunity to maximize your investment returns. Experience the ultimate Sarasota lifestyle at this 1-bedroom condo on the intercoastal—where waterfront living meets resort-style amenities, and every day feels like a vacation. Don't miss your chance to make this coastal dream a reality.

9011 Midnight Pass Road Unit 328, Sarasota

2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code

Your Slice of Paradise Awaits at Siesta Key! Experience the beauty of the #1 beach in the USA with this gorgeous 2 bedroom 2 bath with an oversized 1 car garage and lake view! You will love this split-level unit with great room size and floor plan. Short walking distance to the private beach and gulfside pool. Amenities for the complex include fitness center, 2 heated pools, fishing pier, 2 clubhouses, tennis courts, onsite management. Rentals are one month minimum with 4 individual leases per year. Your own private garage has plenty of space for your beach toys, beach chairs and car. Laundry Room located inside unit. Unit was completely refurbished in 2011. Crown molding throughout unit, custom closets, plantation shutters, tile floor and carpeting, enclosed lanai overlooks the interior lake/fountain give you added living space. Recent updates include A/C, 80 gal hot water tank, garage door opener 2020; new roof on the building - 2019, exterior of building freshly painted 2020. Peppertree on Siesta Key is conveniently located to shopping, restaurants, golfing, airports.

1087 W Peppertree Drive Unit 221D, Sarasota

2 Beds ⋅ 2 Baths ⋅ Beach Villas At The Oasis SubDv. ⋅ 34242 Zip Code

Welcome to Beach Villas, a rarely available luxury condominium perfectly located in the heart of Siesta Key Village. This 2 bedroom, 2 bath condo lives like a home with its perfect blend of comfort, convenience, and coastal charm. Beautifully decorated, this stunning condo offers an unparalleled combination of luxurious comfort and unbeatable location. Drive into the quaint, enviable enclave of coastal living at its best, through the private gated entrance for extra security. This complex boasts high-end, exterior, structural integrity. Upon entering this exclusive property from your private elevator, you’ll be greeted by an extra large foyer that leads into an open & spacious floor plan that is flooded with lots of natural sunlight. The seamless connection between the dining area, living room, and kitchen creates a harmonious space where entertainment flows effortlessly. High, tray ceilings, large impact glass windows, and marble flooring add to the elegant & tropical sophistication of this home. The condo features a vast array of high-end, quality finishes and upgrades including: modern, elegant kitchen with top-of-the-line appliances, silestone countertops, custom cabinetry and window treatments. Enjoy outdoor Florida Living with 3 balconies that offer dining and lounging areas to enjoy the Gulf breezes & salt air. An oversized, 2 car garage is a rare feature for a beach retreat. The well- maintained community offers a semi-private, heated, saltwater pool and spa. Location, location! This coastal sanctuary is being sold turn-key furnished. When not using as your own personal retreat, the weekly rental opportunity can generate income to offset expenses. This coastal oasis offers an unsurpassed lifestyle for buyers looking for their own slice of paradise!

312 Calle Miramar Unit 312-S1, Sarasota

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