Siesta Key Homes with Lake Front Water Frontage

Siesta Key Homes with Lake Front Water Frontage

Welcome to Siesta Key, Florida, a stunning barrier island nestled in Sarasota County that is renowned for its pristine beaches and vibrant lifestyle. With its powdery white sands and crystal-clear waters, Siesta Key is not just a paradise for sun-seekers; it’s also a thriving community filled with charm and character. Here, the sun shines bright, and the sunsets are nothing short of magical, making it an ideal place for those looking to embrace the coastal lifestyle.

One of the most sought-after features of Siesta Key real estate is its enchanting lakefront and waterfront properties. Imagine waking up to the gentle lapping of waves or the serene view of a tranquil lake right from your own backyard. These homes offer not just a place to live, but a lifestyle that celebrates nature and relaxation. Whether you’re lounging on your deck, enjoying a morning coffee while watching the sunrise, or taking a leisurely stroll along the shoreline, lakefront and waterfront homes in Siesta Key provide the perfect setting to unwind and recharge.

Beyond the breathtaking views, Siesta Key boasts a vibrant local culture with an array of dining, shopping, and recreational opportunities. From casual beachside cafes to upscale restaurants, there’s something to satisfy every palate. The community is also home to numerous parks and outdoor activities, making it easy to enjoy the sunny Florida weather.

In Siesta Key, you’re not just buying a home; you’re investing in a lifestyle filled with beauty, adventure, and endless possibilities. Come discover your dream home on this idyllic island and experience the magic of waterfront living!

Newest Siesta Key Homes with Lake Front Water Frontage

8212 Midnight Pass Rd Road Unit 1-10, Sarasota
$4,500,000
34242 Zip Code
Siesta Key Bungalows is a cozy island offering 10 one-bedroom bungalows, some over looking the tranquil pristine blue waters of Heron Lagoon, and others overlook the lush tropical courtyard of Siesta Key Bungalows. The Bungalows sit less than a mile away from Siesta Key's beaches and boast free kayaking and canoeing on Heron Lagoon as well as a sparkling, heated pool and affordable rates year round. Siesta Key Bungalows are located near all 3 beaches on Siesta Key. You will be able to view all the beauty Siesta Key has to offer. Siesta Key offers a free trolley that connects the entire island including Siesta Key Bungalows. Gross income in past years prior to the hurricane was just over $500,000.00. Net operating income was just over $200,000.00 for the year.

8212 Midnight Pass Rd Road Unit 1-10, Sarasota
9397 Midnight Pass Road Unit 506, Sarasota
$665,000
2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code
LIVE WHERE THE GULF MEETS THE BAY. Discover an extraordinary island lifestyle at The Pointe on Midnight Pass, a private, gated, waterfront community at the southernmost tip of Siesta Key, uniquely positioned at the convergence of The Gulf of America, Little Sarasota Bay, and Blind Pass Lagoon. This beautifully renovated 2-bedroom, 2-bath residence captures the rare magic of both sides of the island—wake to spectacular sunrises over Little Sarasota Bay and the Jim Neville Nature Preserve, then watch the sky transform at sunset over The Gulf. Thoughtfully updated, the residence features elegant tray ceilings and recessed lighting, solid-wood cabinetry, granite countertops, stainless-steel appliances, breakfast bar and pantry, contemporary baths with floor-to-ceiling tile, ceramic tile flooring throughout, sleek white interior doors, and sun-control shades on the lanai. A spacious lanai extends the living space outdoors, creating the perfect setting for morning coffee, sunset cocktails, or watching dolphins, manatees, seabirds and boats move through the surrounding waters. A private utility room houses the washer and dryer, while ground-level storage provides coveted space for beach, boating and golf gear. And then there is The Pointe—more than five acres of waterfront living, surrounded by water on three sides and embraced by an extensive seawall, with pathways winding throughout lush, mature tropical vegetation. Enjoy a heated pool and spa, lighted tennis and pickleball courts, fitness center, sauna, clubhouse, private island pavilion with grills, kayak and canoe storage and launches, fishing areas, boat docks, and on-site management—with a vibrant social calendar during season that brings neighbors together and makes it easy to connect, participate, or simply enjoy the island lifestyle at your own pace. The newly reopened Midnight Pass adds another extraordinary dimension, reconnecting the Gulf and Intracoastal waters and enhancing the boating, fishing and wildlife experience right outside your door. Walk or bike to Turtle Beach, enjoy nearby restaurants, or take the trolley to explore more of Siesta Key. This is not simply a condominium—it is the rare opportunity to own a front-row seat to the natural beauty, wildlife and ever-changing waters of southern Siesta Key.

9397 Midnight Pass Road Unit 506, Sarasota
8302 Midnight Pass Road, Sarasota
$1,400,000
4 Beds ⋅ 2 Baths ⋅ Ocean View SubDv. ⋅ 34242 Zip Code
WELCOME TO THE SIDE OF SIESTA KEY YOU NEVER WANT TO LEAVE. Glistening Heron Lagoon stretches peacefully behind this beautifully restored and renovated income producing single family home, while just beyond, the Gulf of Mexico makes its presence known through salty breezes and the sound of waves in the distance. Surrounded by lush tropical greenery on a deep Siesta Key lot, this is an exceptional combination of island lifestyle, 5 Star vacation home with income potential and long term land value. Tax records reflect four bedrooms, with the fourth currently enjoyed as an office, plus two full baths. Single story, built to enhance the open, airy feeling inside, while the home's connection to the outdoors keeps the peaceful lagoon and tropical setting at the center of everyday life. Following the 2024 storms, the home was extensively renovated, fully permitted and improved creating a fresh and beautifully finished property. The new kitchen and baths, gleaming tile floors and light filled interiors are perfectly suited to relaxed island living. Your private pool and spa are surrounded by tropical greenery with the peaceful waters of Heron Lagoon beyond. Spend afternoons by the pool and enjoy spectacular sunset colors. The deep lot provides a wonderful sense of space and privacy, while the substantial brick paver driveway offers abundant parking for owners and guests, an increasingly valuable feature on Siesta Key and an important advantage for a successful vacation rental. For the investor or second home buyer, the opportunity becomes even more compelling. This highly sought after vacation rental generates approximately $114,000 in annual gross rental revenue despite being only self managed by an out of state owner. It offers an established income stream with the flexibility to enjoy the property yourself, creating the possibility of owning a Siesta Key getaway that can also work for you when you are away. Prior to the extensive restoration and improvements that followed, the property received an appraisal with an opinion of value of $1,300,000 as of September 2024. Since that time, substantial additional work and improvements were completed. What cannot be duplicated is the setting and the land. A deep single family homesite on Siesta Key overlooking Heron Lagoon, surrounded by tropical greenery with the Gulf just beyond offers tremendous possibilities. Continue its successful vacation rental use, make it your island getaway, enjoy it as a full time residence, or hold an increasingly scarce piece of Siesta Key real estate for the future. The property offers approximately 1,625 square feet of living area, four bedrooms per tax records, two full baths, a garage, private pool and spa, dock, covered outdoor living space, and extensive brick paver parking. Glistening lagoon views. Gulf breezes and the sound of the waves. Tropical privacy. Deep lot. Generous parking. Proven rental income. Extensive post storm restoration and renovation. Long term Siesta Key land value. This is more than a successful vacation rental. It is a beautiful single family home, an island escape, an income producing property and an opportunity to own a special piece of Siesta Key. Property documentation reflects a 2017 roof, 2020 plumbing re pipe, 2021 water heater and 200 amp electrical service. Flood insurance is 8,734.00 per year, Homeowners insurance is 7,788 per year and there is no HOA. Come for the opportunity. Stay because you may never want to leave.

8302 Midnight Pass Road, Sarasota
7233 Pine Needle Road, Sarasota
$1,175,000
Sanderling Club SubDv. ⋅ 34242 Zip Code
An exceptional opportunity to create a custom residence in the Sanderling Club, one of Siesta Key’s most distinctive gated communities. This 30,676 sq. ft. homesite features direct lagoon access, offering the ability to kayak, paddleboard and fish right from the property. Aerial photography showcases the lot’s proximity to the Gulf of Mexico along with Sanderling’s lush landscaping and canopy-lined roads. Within the 24-hour guard-gated community, property owners have access to a collection of private amenities, including the Club’s Gulf beach, marina on the Intracoastal Waterway, Gulfside tennis and pickleball courts, and the iconic Paul Rudolph-designed clubhouse. With more than 30,000 sq. ft. of land, direct access to the lagoon and a location near the Gulf, the property offers an outstanding setting for designing and building a home tailored to your vision. Enjoy time on the water, days along the Gulf and everything this established Siesta Key community offers to it's members.

7233 Pine Needle Road, Sarasota
1130 W Peppertree Lane Unit 118, Sarasota
$670,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Live the Siesta Key lifestyle! This beautifully maintained 2-bedroom, 2-bath condo offers the perfect combination of island living, rental potential, and resort-style amenities. Ideally situated in the desirable Gulf-side community of Peppertree, this second-floor residence is just a short stroll from the tennis and pickleball courts, heated pools, and Siesta Key’s private-access beach. From the moment you arrive, you’ll appreciate the peaceful setting and tranquil views overlooking one of Peppertree’s picturesque ponds. The condo has been thoughtfully updated with all new impact windows, renovated kitchen and bathrooms, and updated flooring, creating a comfortable and inviting beach retreat. The spacious primary bedroom easily accommodates a king-size bed and features a walk-in closet. The home is offered turnkey furnished, making it ready to enjoy immediately or continue as a seasonal rental. It has consistently generated rental income during peak season, while also providing the flexibility to enjoy it personally during the off-season. Additional features include a full-size washer and dryer, newer A/C installed in 2019, a private storage unit conveniently located just outside the back patio, and a dedicated parking space. Peppertree is truly a destination within Siesta Key, offering direct Gulf-to-Bay access, a private fishing pier, tennis and pickleball courts, two heated pools, two clubhouses, BBQ grills throughout the community, beach chairs, car wash areas, and on-site management with a rental program. High and dry with no storm damage, this exceptional condo offers the opportunity to own your own piece of paradise on world-famous Siesta Key. Whether you’re looking for a personal beach getaway, an investment property, or the best of both, this inviting Peppertree residence is ready to welcome you home.

1130 W Peppertree Lane Unit 118, Sarasota
6265 Midnight Pass Road Unit 102, Sarasota
$675,000
2 Beds ⋅ 2 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code
Virtually Staged. Experience the world renowned beaches of Siesta Key in this rarely available first floor luxury condominium steps away from your private deeded beach access. Conveniently located to Siesta Key’s south bridge, accessing the mainland, shopping in the village and access to nearby restaurants and stores is a breeze. Take the free public transport available to Siesta Village or head to Turtle Beach. Arrive home to a tastefully decorated unit with peaceful courtyard lake views. Entertaining and sharing a meal is an event with this updated chef’s kitchen. The enclosed lanai invites you for a cup of coffee, a book or contemplation. The primary suite features wood flooring, a true retreat like en-suite bath and upscale built-ins for the closet. Have peace of mind with impact windows and a new HVAC system installed 2025. There is plenty to do without going to the beach. Two heated pools, hot tubs, pickleball, tennis, fitness, fishing dock, library, beachside restrooms and more.

6265 Midnight Pass Road Unit 102, Sarasota
9226 Midnight Pass Road Unit 3B, Sarasota
$680,000
2 Beds ⋅ 2 Baths ⋅ Castaway Cove SubDv. ⋅ 34242 Zip Code
It's time to SIMPLIFY! Sun. Sand. Surf. Fantastic Opportunity and sure to impress! The last unit in this community sold for 800,000. Welcome to this completely renovated residence at Castaway Cove, a boutique waterfront condominium community tucked away on the quiet south end of Siesta Key, just a short walk to Turtle Beach. This second-floor unit offers a rare coastal vantage point with sweeping views of Blind Pass Lagoon, the Intracoastal Waterway, and the Gulf of Mexico, delivering a rarely found three-water perspective. Morning light reflects across the lagoon, afternoons might feature manatees or dolphins, and evenings are reserved for unforgettable sunsets over the Gulf. Dock space is available for boating enthusiasts, and the calm lagoon waters provide ideal conditions for kayaking and paddleboarding from Castaway’s private launch toward the newly-opened Midnight Pass. The residence has been remodeled wall to wall and floor to ceiling since 2020, with thoughtful attention to both design and infrastructure. The open floor plan blends the kitchen, dining, and living areas seamlessly, allowing water views to take center stage from nearly every angle. Porcelain tile flooring runs throughout the entire unit, creating a clean, cohesive look that complements the seaside setting. The kitchen features shaker-style Providence White cabinetry with glass-front display cabinets and interior lighting, a pantry with pull-out shelving, Pompeii Quartz countertops, a Glazzio tile backsplash, and updated appliances including refrigerator, range, dishwasher, built-in microwave, washer, dryer, and HVAC system. The primary suite, perched above Blind Pass, is a serene retreat with crown molding, solid core doors, and custom closet systems with mirrored panels. The ensuite bath offers dual vanities topped with Pompeii Quartz, a walk-in shower with glass enclosure, tiled bench, multiple body jets, subway tile walls, and subtle motion-sensor lighting. The guest suite, with views of the ICW, features a barn door entry and a bath with cast-iron tub and quartz-topped vanity. A screened lanai extends the living space outdoors with porcelain tile flooring, a tongue-and-groove ceiling, new screens and railings, and tranquil water views that invite morning coffee or evening relaxation. Additional features include recessed lighting throughout, ceiling fans, a woven dining area chandelier, sheer and room-darkening solar shades, Schlage door lock, Ring doorbell, and Nest thermostat. Castaway Cove is a low-density community of just eight residences offering ample parking, professional management, and exceptionally low association fees. Recent community improvements include a new seawall, refreshed landscaping, updated exterior lighting and irrigation system, and a freshly painted building. The two-story structure is NOT subject to a Milestone Inspection.

9226 Midnight Pass Road Unit 3B, Sarasota
5855 Midnight Pass Road Unit 222, Sarasota
$620,000
2 Beds ⋅ 2 Baths ⋅ Harbor Towers Y & R SubDv. ⋅ 34242 Zip Code
TURNKEY, FULLY FURNISHED & JUST MINUTES FROM SIESTA KEY BEACH! Your Florida getaway awaits at Harbor Towers Yacht & Racquet Club! One of the building's largest floor plans, this spacious residence offers a desirable split-bedroom layout, with a private bathroom for each bedroom. Sold completely furnished, it's ready for you to arrive, unpack, and start enjoying the Florida lifestyle—or explore its potential as a rental property. Enjoy peaceful mornings sipping coffee on the enclosed patio overlooking the tranquil pond, followed by a game of tennis or a relaxing afternoon at the beautiful waterfront pool overlooking the docks. When it's time for the beach, Siesta Key's world-famous quartz sugar sand and turquoise waters are just a short drive or trolley ride away. Spend your evenings exploring the restaurants, boutiques, happy hours, and live music of Siesta Key Village. An especially appealing feature is the existing electric washer and dryer hookups beneath the kitchen counter, reportedly grandfathered under current building restrictions. A shared laundry room is also conveniently located on the second floor, just a few doors away. Whether you're searching for a seasonal escape, a furnished Florida retreat, or an opportunity to generate rental income, this residence offers flexibility in a desirable Siesta Key-area location. Short-term rentals are permitted with a two-week minimum, subject to applicable rules and restrictions. Owners may also have the option of using the community's on-site property management or selecting their own provider, subject to association requirements. Beach days, waterfront amenities, tennis, and the Siesta Key lifestyle are waiting for you. Schedule your private showing today! Buyer to independently verify all association rules and fees, laundry hookup permissions, boat slip availability and rental terms, property management options, and rental restrictions.

5855 Midnight Pass Road Unit 222, Sarasota
1141 W Peppertree Drive Unit 1141, Sarasota
$669,000
2 Beds ⋅ 2 Baths ⋅ Peppertree Bay SubDv. ⋅ 34242 Zip Code
Discover effortless Siesta Key living in this beautifully updated and fully furnished 2-bedroom, 2-bath condo in the highly desirable Peppertree Bay community. Located on the Gulf side and just steps from the tennis and pickleball courts, heated pool, and private beach access, this second-floor residence offers a peaceful setting with scenic pond views. The interior has been thoughtfully updated with a renovated kitchen and bathrooms, crown molding, fresh paint, new impact windows on lanai and new flooring throughout. The spacious primary suite easily accommodates a king-size bed and features a generous walk-in closet. Additional conveniences include a full-size washer and dryer, tankless water heater, dedicated parking space, and a private storage unit located just outside the front door. Offered fully furnished and truly move-in ready, this condo makes it easy to begin enjoying the Siesta Key lifestyle from day one. Peppertree Bay offers an exceptional Gulf-to-Bay lifestyle with private beach access, a fishing pier, tennis and pickleball courts, two heated pools, two clubhouses, BBQ areas, beach chairs, car wash stations, on-site management, and a rental program. The fitness center and clubhouses are currently being renovated, adding even more to this amenity-rich community. This beautifully maintained residence is an excellent opportunity for a full-time home, seasonal retreat, or Siesta Key getaway. Just bring your suitcase and start enjoying island life!

1141 W Peppertree Drive Unit 1141, Sarasota
3799 Flamingo Avenue, Sarasota
$17,650,000
4 Beds ⋅ 6 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Four Seasons Hotel in Bali or private estate? Set on more than an acre of coveted waterfront property along the prestigious north end of Siesta Key, this extraordinary Balinese-inspired estate is a rare sanctuary where timeless architecture, unparalleled craftsmanship, and the restorative beauty of nature exist in perfect harmony. Offered fully furnished, the residence has been curated to provide an effortless, move-in-ready lifestyle, where every detail has been thoughtfully considered and every space evokes a sense of calm, balance, and understated luxury. Spanning more than 8,000 square feet, the home embraces the philosophy of seamless indoor-outdoor living. Expansive walls of glass dissolve the boundaries between the interiors and the surrounding tropical landscape, filling the home with natural light, gentle coastal breezes, and mesmerizing waterfront views. Rich exotic woods, natural stone, tranquil water features, and handcrafted architectural elements create an atmosphere reminiscent of an exclusive Balinese resort, where every room serves as a peaceful retreat. Designed as a private wellness oasis, the grounds are nothing short of breathtaking. Lush tropical gardens, mature specimen palms, fragrant flowering plants, and winding pathways lead through a series of serene outdoor spaces that inspire quiet reflection and effortless entertaining. A tranquil koi pond, crossed by picturesque footbridges, gently meanders alongside the residence, filling the air with the soothing sound of flowing water and creating a Zen-inspired tranquility throughout the estate. The resort-caliber outdoor living spaces are exceptional. An infinity-edge pool appears to merge effortlessly with the sparkling bay beyond and features a swim-up bar, spa, expansive sun shelves, and multiple terraces for lounging in the Florida sunshine. A dramatic sunken fire pit provides the perfect setting for evening gatherings beneath the stars, while the outdoor kitchen, covered dining pavilion, and numerous seating areas invite unforgettable alfresco entertaining against a backdrop of spectacular sunsets and panoramic waterfront vistas. With more than 700 feet of waterfront frontage, the property offers an extraordinary connection to the water that is rarely found. Whether setting out for a morning paddle through calm mangrove-lined waters or enjoying effortless boating from the private dock, every day begins and ends immersed in Sarasota's extraordinary coastal beauty. A dedicated waterfront garage, newer seawall, and abundant shoreline further enhance this exceptional waterfront lifestyle. Inside, every space has been thoughtfully designed to nurture both relaxation and recreation. A private theater, game room, fitness studio, and dedicated meditation room create an environment centered around wellness, entertainment, and everyday enjoyment. An oversized garage accommodating more than eight vehicles provides ample space for collectors and enthusiasts alike. Modern technology complements the home's timeless design with Crestron smart home automation, a three-stop elevator, whole-house generator, reverse osmosis water filtration system, and numerous additional upgrades that deliver effortless comfort, security, and peace of mind. This one-of-a-kind estate represents one of Siesta Key's most extraordinary luxury offerings and an exceptionally rare opportunity to own a true legacy property.

3799 Flamingo Avenue, Sarasota
7820 Midnight Pass, Sarasota
$949,000
Cedars Of Siesta Key The SubDv. ⋅ 34242 Zip Code
RARE 103-FOOT HERON LAGOON WATERFRONT HOMESITE ON SIESTA KEY! 0.35 ACRES CLEARED HOMESITE! The property is in the Cedars of Siesta Key, and public records identify the parcel as 0127-06-0004 public sources identify zoning as RE2, with Siesta Key Overlay District also applicable, the property is listed in flood zoning AE. Build your dream home on Siesta Key with all the privacy and exclusivity you want! Come build your dock! The land across the lagoon is undevelopable due to site constraints. What's not to love- no demolition needed--just bring your vision to life! Ideal for a luxury residence or vacation retreat. Lot's of bird life here on the Lagoon for your wildlife viewing pleasures. Whether you're dreaming of an elegant coastal oasis or a blank canvas, it's waiting for you! Just minutes to the south side of Siesta Key with dining, shopping, and entertainment! The beach life is waiting for you! No HOA's or CDD's here. The remaining building is a 2 story 2 car garage with a 1 bedroom apartment upstairs.

7820 Midnight Pass, Sarasota
6925 Bochi Circle, Sarasota
$2,200,000
4 Beds ⋅ 5 Baths ⋅ La Linda Terrace SubDv. ⋅ 34242 Zip Code
**EXCEPTIONAL SIESTA KEY LUXURY – ISLAND LIVING WITH INVESTMENT POTENTIAL!** Discover coastal luxury design, and exceptional versatility in this stunning custom residence within La Linda, a private gated community on Siesta Key. Moments from the Gulf's turquoise waters and Siesta Key Beach, this remarkable property offers an outstanding opportunity as a full-time residence, vacation getaway, or potential income-generating investment. Offering nearly 3,800 square feet across three levels, this impressive four-bedroom, four-and-a-half-bath residence is designed for comfort, entertaining, and effortless island living. A private elevator serves all three levels, while the oversized four-car garage provides exceptional parking and storage rarely found on the island. Furnishings are negotiable, offering flexibility for buyers seeking a move-in-ready or furnished vacation property. Quality construction is evident throughout, featuring solid concrete block construction, impact-resistant windows and doors, and carefully selected finishes designed for durability and peace of mind. Step inside to an elegant open-concept floor plan filled with natural light and beautiful custom details. The chef-inspired kitchen features premium appliances, quartz countertops, custom cabinetry, and an expansive island ideal for dining and entertaining. **Automated window blinds** provide effortless control of natural light and privacy, complementing the home's modern conveniences. Expansive glass doors connect the interior living areas to generous outdoor decks, complete with **motorized sun shades** for added comfort, shade, and privacy. These inviting spaces perfectly capture Florida's indoor-outdoor lifestyle. Each spacious guest bedroom features its own private bathroom, providing comfort and privacy for family and visitors. The luxurious primary suite offers spa-inspired amenities, custom walk-in closets, and a private balcony ideal for enjoying coastal breezes. Outside, a fully fenced tropical backyard creates your private resort, featuring a heated swimming pool and spa, tiki bar, and private putting green. Surrounded by lush landscaping, this exceptional setting is perfect for relaxation and entertaining year-round. **LOCATION, LIFESTYLE, AND INVESTMENT POTENTIAL!** Minutes from Siesta Key Village, boutique shopping, outstanding restaurants, and world-famous beaches, this property combines an enviable location with flexible ownership possibilities. Whether enjoyed as a permanent residence, exclusive second home, or potential vacation rental investment, the spacious layout, private bedroom suites, resort-style amenities, and desirable location is exceptionally appeal. Rental use is subject to community rules and local regulations. Experience the best of Siesta Key living, where quality craftsmanship, modern conveniences, and resort-inspired luxury come together. **An exceptional opportunity to own your piece of paradise!**

6925 Bochi Circle, Sarasota
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