Homes For Sale in Sarasota 34242 - 398 homes

Remarks: Located on Siesta Key, this updated first-floor 2-bedroom, 2-bath condo at 1166 W Peppertree Drive offers an excellent combination of coastal living and rental potential. This home is offered TURN KEY! Just steps from the world-famous Siesta Key Beach, residents enjoy easy access to the island’s renowned white-sand shoreline, along with nearby shopping, dining, and local restaurants. The well-maintained open floor plan features an updated kitchen with granite countertops, custom cabinetry, and stainless-steel appliances. An enclosed lanai provides additional living space with a built-in quartz workspace and owner storage. Both bathrooms offer granite countertops and walk-in showers. Additional features include wood plank tile flooring throughout, updated windows, in-unit washer and dryer, and a remodeled kitchen. Peppertree is a Beach-to-Bay community with resort-style amenities, on-site management, optional rental program, and security, making this property ideal as a primary residence, seasonal retreat, or investment opportunity. Conveniently located near marinas, golf, Siesta village, and downtown Sarasota.

Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)

Listing Agent: Mike Aveni (941-961-8730)

Remarks: Luxury Waterfront Living Now Priced to Move Welcome to 4508 Woodside Rd, a true boater’s paradise on Siesta Key offering privacy, deep-water access, and refined coastal living. Positioned on one of the island’s deepest canals, this property provides quick access to the Intracoastal and Sarasota Bay, with 95 feet of waterfront and a 75-foot dock designed for serious boating. Inside, the home features a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding glass doors that seamlessly connect indoor and outdoor living. The chef’s kitchen is equipped with custom cabinetry, a Viking hood system, gas cooktop, and premium appliances, while a temperature-controlled wine cellar adds a true luxury touch. The primary suite is a private retreat with a spacious layout, oversized walk-in closet, and a spa-style bathroom featuring a glass-enclosed shower and outdoor shower access. Every detail has been thoughtfully designed for comfort and functionality. Step outside to your own private resort complete with a saltwater pool and spa, lush landscaping, integrated lighting, and a covered pergola with outdoor lounge space, propane fire pit, and TV viewing area. A retractable awning and outdoor wet bar enhance the space, making it ideal for entertaining year-round. Additional highlights include a 250-gallon propane tank, 14.5 KW generator, updated HVAC, newer water heater with circulating system, epoxy-finished garage, and hurricane protection features. Originally introduced at $2,690,000, the property has undergone multiple strategic price adjustments and is now positioned to sell, presenting one of the best waterfront opportunities on Siesta Key. With nearby properties trading at significant premiums for land value alone, this offering delivers exceptional value for both end-users and investors. Also available: luxury yacht (inquire for details).

Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)

Listing Agent: Derek Edwards (941-929-3183)

Remarks: WATERFRONT PARADISE!! Welcome to 5169 Oxford Drive, where this elevated, turnkey-furnished home is perfectly positioned on a stunning canal, offering the ideal opportunity for personal enjoyment or rental income. This beautifully maintained property features 3 bedrooms and 3 bathrooms, along with quick access to open water, making it a dream for boating enthusiasts. Start your mornings with a relaxing cup of coffee or tea in your backyard oasis by the private swimming pool. As the day unfolds, gather with family and friends in the warm, inviting living room while enjoying tranquil canal views. The open-concept layout is designed for effortless living, seamlessly connecting to a chef-inspired kitchen just steps away. Upstairs, you’ll find a spacious bedroom and full bathroom, perfect for guests or added privacy. Downstairs features two en-suite bedrooms, providing comfort and convenience for everyone. Step outside to your own private retreat—ideal for entertaining or unwinding. Spend evenings by the pool, fire up the barbecue, or fish right from your private dock and pier. For adventure, grab your paddleboard and head straight out to the Gulf from your backyard. This home showcases exceptional features and thoughtful upgrades throughout, including:     •    Durable steel roof     •    Updated flooring     •    Indoor laundry     •    Outdoor grilling area     •    Private swimming pool     •    Boat slip     •    Private fishing pier Located just moments from Siesta Beach, you can easily hop on your golf cart or enjoy a scenic walk to one of Florida’s most beautiful shorelines. This is more than just a home—it’s a lifestyle. Seller is offering a one-year home warranty with a full-price contract. Schedule your private showing today and experience this exceptional property and neighborhood firsthand.

Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)

Listing Agent: John Chalkias (614-284-2560)

Remarks: This newly listed condominium presents a distinguished opportunity to own a fully furnished residence directly across the street from the number one ranked beach in the world. Situated across the street from Siesta Key public beach, this property offers an exceptional blend of coastal elegance and investment potential. The two-bedroom, two-bathroom split floor plan provides both privacy and functionality, complemented by easy-to-maintain tile flooring throughout. The screened lanai serves as the true centerpiece, offering breathtaking westerly sunset views over the beach and the heated community pool below, maintained at a comfortable eighty-five degrees for year-round enjoyment. For those seeking rental income, this property is ideally positioned within an established monthly rental program. Its remarkable proximity to the beach, dining, and shopping in both the North and South Siesta Villages makes it a consistently sought-after destination for vacationers throughout the year. The surrounding environment is nothing short of extraordinary. A short stroll leads to the pavilion and the warm, crystal-clear waters of the Gulf of Mexico. Nearby Phillippi Estate Park offers additional green space, while Morton's Siesta Market provides convenient grocery access just minutes away. Community amenities further elevate the ownership experience, including a full kitchen in the community room for entertaining, saunas in the common areas, gas grills in the pool area, and one covered assigned parking space. This meticulously maintained complex reflects genuine pride of ownership at every turn. Whether envisioned as a personal beach retreat or a productive investment property, this residence warrants your immediate attention. Schedule a private showing today.

Listing is courtesy of: SARABAY REAL ESTATE INC (941-355-7696)

Listing Agent: Dion Souza (941-302-3881)

Remarks: Sandy Cove – Mid-Century Modern Gulf Front Paradise: Period-preserved mid-century architecture meets breathtaking Gulf front water views in this exceptional Siesta Key residence. Located in Sandy Cove, a hidden gem and distinguished 1970s development of villas and mid-rises, this fifth-floor residence offers a panoramic vista over Big Pass to Lido, Bird Key, and downtown Sarasota—a guaranteed "wow" moment. Sandy Cove Condos was designed in 1969 by Frank Folsom Smith with James Holliday and James Durden, earning a 1970 AIA Florida Award for architectural excellence. This light-filled, architecturally preserved residence is over 1,200 square feet with two bedrooms, two bathrooms, and a thoughtful split floor plan. Upon arrival, you're greeted by a charming garden courtyard that offers a glimpse into the home. Step inside and be captivated by the spectacular living room featuring soaring vaulted ceilings that provide ample natural light and an airy, open ambiance. Enjoy breathtaking Gulf water views from your living room and kitchen sliders, which open seamlessly to your private patio. The sliders pull back to welcome Gulf breezes throughout the entire residence, connecting to several delightful porches and patios—including an additional private palm tree patio with IPE decking. A rare and highly coveted feature: this residence includes a private one-car garage. Gulf front residences in Sandy Cove rarely become available, making this a unique chance to own a piece of Siesta Key's architectural history. The home has potential to be sold furnished and is offered in as-is condition, presenting an opportunity for buyers to customize their personal vision. Ideally situated close to Siesta Key Village—just a short distance away, this truly unique location offers a natural private beach exclusive to the community, along with a fishing pier. Come see this truly "if you know, you know" treasure on Siesta Key.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)

Listing Agent: Mickey Kiernan (941-402-9115)

Remarks: Experience coastal luxury with confidence in Siesta Key’s exclusive Cocoanut Bayou. Further enhancing peace of mind, the entire property—including seawall, pool, and home—has recently undergone a comprehensive inspection by a highly regarded firm, confirming its exceptional condition. Buyers are encouraged to request a copy of this detailed report from their agent, as it will be available within the MLS. This extraordinary waterfront estate rests on nearly three-quarters of an acre of meticulously landscaped grounds adorned with mature Royal Palms and lush tropical greenery, blending sophistication with relaxed island living. Completely reimagined and reinvented, the home showcases striking new design elements including a new roof, Hardie board siding, new stucco, and three new AC systems—offering the rare comfort of new-construction quality in an established, sought-after enclave. Inside, expansive living spaces are bathed in natural light through new impact-rated windows and doors that frame sweeping waterfront views. This five-bedroom residence boasts two designer-appointed primary suites for ultimate privacy and comfort. The stunning chef’s kitchen features Thermador appliances, double dishwashers, dual sinks, wall and speed ovens, a 36-inch induction cooktop, and a 48-inch built-in refrigerator—crafted to inspire culinary artistry and effortless entertaining. A custom lounge bar with built-in refrigeration and icemaker invites refined gatherings overlooking serene Bayou waters. Step outside to a 2024 resort-style pool and shaded architectural lounge with Cypress wood inlay ceiling, pre-wired for a Jacuzzi, creating your own waterfront sanctuary. The expansive marine-grade dock, two new boat lifts (12,000-lb. and 20,000-lb.), and quick access to open waters with no fixed bridges elevate the boating experience. Residents of the 54-home Cocoanut Bayou community enjoy gated, private beach access across the street with tiki hut, gathering area, and a wide white-sand beach for Siesta Key’s world-famous sunsets. Refined. Verified. Ready—Welcome home to the ultimate in island living.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Thomas Netzel (941-539-0633)

Remarks: 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.

Listing is courtesy of: REALTY HUB (407-900-1001)

Listing Agent: Tanya Stutzman (941-504-8785)

Remarks: Perched among the treetops in the beloved Sandy Cove community on Siesta Key, this beautifully renovated 2BR/2BA residence offers a rare blend of privacy, charm and authentic island living. With 1,200+/- sq. ft. of thoughtfully designed space and three private balconies, life here feels like a peaceful retreat surrounded by nature, where sunlight filters through the trees and the gentle sounds of the island become part of every day. Inside, the residence has been fully updated with a relaxed tropical style that feels both fresh and welcoming. The open floor plan centers around a spacious waterfall quartz island that anchors the kitchen and living areas, creating a natural gathering place for entertaining or quiet evenings at home. Large sliding doors open to the balconies, extending the living space outdoors and welcoming in the Gulf breezes. Morning sunrises fill the residence with soft light, creating an airy atmosphere as the trees rustle just beyond the windows. From the balconies, it is common to see mourning doves, egrets and osprey gliding overhead, with the occasional eagle soaring past. The primary suite features his-and-her closets and private balcony access, while the guest bedroom and bath provide comfortable accommodations for family or visitors. All sliders and windows come with custom room darkening shades. The unit also offers reserved covered parking, assigned storage unit, inside mail room and secured door code entry. The HOA covers sewer, water, pest control, trash, lounge chairs, umbrellas and tables at the pool and beach, and one Gig of fiber optic Internet. The stroll to the waterfront is part of the experience itself. A winding path lined with banyan and palm trees leads to Sandy Cove’s private Gulf-front lawn and beach area. When you turn the corner and the Gulf opens before you, the moment feels almost surreal, like you have just arrived in paradise. Located within Sandy Cove, a distinctive Old Florida community designed by Sarasota School of Architecture master Frank Folsom Smith, residents enjoy private beach access, kayak and paddleboard storage, clubhouse for entertaining, fishing pier and a quaint beach area with chairs and tables to relax, read a book, chat with friends and watch the dolphins play while enjoying magnificent sunsets and panoramic Gulf views that capture the timeless spirit of the island. Ideally positioned on the north end of Siesta Key, Sandy Cove IV sits just a short walk or bike ride from Siesta Key Village, where you can spend the afternoon browsing boutiques, enjoying fresh seafood and vibrant dining, catching live music drifting from open-air patios or simply taking in the laid-back rhythm that makes the Key such a beloved destination befitting its world-famous beach. Here, the feeling is unmistakable. The breeze, the water and the view become your own sanctuary, a place where it quietly feels like vacation is always waiting just outside your door.

Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)

Listing Agent: Tracey Stetler (941-266-9001)

Remarks: A rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with five bedrooms, four full bathrooms, and one half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The property features a brand-new seawall and two exclusive dock settings, including a 16,000 lb boat lift and jet ski lift, along with a private waterfront seating area designed for effortless enjoyment of the serene surroundings. Underground utilities preserve uninterrupted water views, while soaring ceilings and a signature eagle’s nest vantage point elevate the home’s architectural presence and capture breathtaking vistas. Inside, the residence has been masterfully transformed with a refined open-concept design, anchored by a fully redesigned chef’s kitchen featuring Sub-Zero refrigeration, a gas range, new appliances and countertops, and exceptional craftsmanship throughout. Custom millwork, designer lighting, shiplap detailing, and elegant new railings define the home’s modern coastal aesthetic. The thoughtfully designed floor plan offers three distinct kitchen spaces—including a main kitchen, outdoor kitchen, and private guest suite kitchen—along with a private-entry guest residence and a versatile ground-floor loft with dual Murphy beds, providing exceptional flexibility for both everyday living and elevated entertaining. A private elevator services the home, while a new glass front entry door—currently being installed—further enhances its modern coastal presentation. Curated for both comfort and performance, the home is equipped with three new AC systems, a new well, enhanced irrigation and landscaping, a whole-home Generac generator, reverse osmosis and Kinetico water systems, and full smart home integration through Control4 automation, Sonos audio, and a high-end AV infrastructure. Outdoors, a resort-style pool and spa with both gas and electric heating and full app-based control ensure year-round enjoyment. Additional features include a six-car garage with epoxy floors, a bespoke outdoor bar and kitchen, screened enclosure, kayak storage, and a private sand area—culminating in a truly turnkey, design-forward waterfront estate in one of Sarasota’s most coveted locations.

Listing is courtesy of: THE STUTZMAN REALTY GROUP, LLC (941-260-0709)

Listing Agent: Faith Stutzman (941-260-0709)

Remarks: Experience the pinnacle of island living in this 9th-floor, west-facing penthouse offering sweeping, unobstructed Gulf and Crescent Beach views from Point of Rocks to iconic Siesta Beach, where nightly sunsets paint the sky. Perfectly positioned above Siesta Key’s crystal-white sands, this spacious residence features 2 bedrooms and 2 baths with the rare opportunity to expand to a third bedroom and bath, allowing you to customize your coastal retreat. Highlights include a full laundry room, impact-rated windows, tankless water heater, dual A/C systems, and a coveted private 2-car garage with direct lobby access—one of only four in the community. Located in the prestigious Horizons West, a gated gulf-to-bay enclave spanning more than seven lush acres, residents enjoy 300 feet of private beachfront, beach cabanas, a Gulf-front pool and spa, grilling areas, a bayside pool and clubhouse, and a private intracoastal park with day dock, kayak launch, and serene mangrove setting. With SIRS and Milestone inspections complete and new landscaping throughout, this exceptional penthouse delivers luxury, privacy, and the ultimate Siesta Key beachfront lifestyle.

Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)

Listing Agent: Suki Scollo (941-587-2289)

Remarks: Spacious and inviting, this TRUE 3-bedroom, 5th-floor end-unit condominium is located directly on Siesta Key’s world-renowned quartz crystal sand beach and offers sweeping west-facing Gulf and Crescent Beach views from Point of Rocks to northern Siesta Key. Enjoy water views from every room in this updated, move-in-ready residence that comes fully turnkey furnished—just bring your suitcase and start enjoying the beachfront lifestyle. Featuring IMPACT windows and doors for peace of mind, this coastal retreat is nestled within the desirable Horizons West, a Gulf-to-Bay resort set on over 7 beautifully landscaped acres. Amenities include 300 feet of deeded beach access with cabanas, a beachside pool and spa, grilling areas, a second pool by the clubhouse, and a private Intracoastal Waterway park with day dock ideal for fishing, picnicking, or watching boats pass by. Launch kayaks and paddleboards from the bayside to explore the mangroves, or hop on the free Siesta Key trolley to experience the island’s exceptional dining, shopping, and entertainment.

Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)

Listing Agent: Suki Scollo (941-587-2289)

Remarks: Experience the ultimate Siesta Key beach get-away in your TURNKEY FURNISHED, west-facing condo at Horizons West and just steps from your private beach with plenty of beach chairs and five sun cabanas. Enjoy the crystal sands of Crescent Beach where the sand is always cool and you’ll never miss a sunset. This spacious 1-bedroom retreat boasts over 1,000 sq. ft. and has tiered ceilings up to 9 ½ feet. The west facing wall of oversized 6-foot-high impact windows frame breathtaking panoramic Gulf, beach, resort pool and sunsets sunset views, including dolphin sightings. Perched above the lobby and mezzanine, use the elevator to enter this bright and cheerful end-unit with west and south facing windows in the living room. Enjoy an open, airy floor plan with a designer kitchen featuring stone countertops, stainless appliances, and a breakfast bar. The generously sized bedroom has south and east facing windows and an en-suite bathroom with a beautifully tiled walk-in shower. Resort-style amenities abound: 300 ft. of private beach, two pools, spa, cabanas, grills, and a bayside park with day dock. This unit comes with private carport storage for all your beach toys. Hop on the free Siesta Key trolley for world-class dining and shopping. Come see why Siesta Key is ranked the #1 Beach in the USA and #4 in the world—your piece of paradise awaits!

Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)

Listing Agent: Suki Scollo (941-587-2289)

Remarks: Welcome to a residence where inspired design meets the effortless elegance of Island living. Tucked away on the tranquil side of the Siesta Key Village, this extraordinary home places you at the heart of it all while having it all. With World-renowned beaches and the charming village just steps away… you truly can not beat the location. This 4 bedroom, 3100 sq.ft. home boasts a private boat dock, tropical backyard oasis and terraces with sunset views that never fail to inspire. The primary construction of this home was completed in 2018, with a full designer remodel in 2025. This home offers the confidence of modern construction throughout. Levels one through three are concrete block, with a two-by-six wood-frame fourth level and all exterior glass is hurricane impact rated. The home also boasts a standing-seam metal roof, a six-foot privacy wall with keypad-secured metal entry gates. A three-stop elevator services every floor, alongside a striking free-floating steel staircase framed by floor-to-ceiling glass, maintaining open sight-lines across the living spaces. Private bedrooms with en-suite bathrooms are thoughtfully positioned on levels two and four. Each floor opens to a generous covered balcony. Crowning the home is its most captivating feature: a spiral staircase leading from the fourth-floor balcony to a rooftop terrace with sweeping views of Siesta Village, Siesta Beach, Downtown Sarasota, and front-row vantage point to nightly stunning sunsets over the ocean. A comprehensive renovation brings a fresh, sophisticated vision to this home. The updates include new luxury hardwood flooring throughout, designer kitchen complete with dry-bar and a luxurious primary bathroom update. The second level serves as the home’s central gathering space, featuring an open-concept living room, dining area, and kitchen designed for both entertaining and everyday luxury. The kitchen has been elevated with brand-new custom floor to ceiling cabinetry complete with specialty lighting, premium Cambria countertops, as well as new appliances. The space is complimented by a beautifully designed dry bar and pantry for a refined, luxury finish.The high end finishes are complimented by designer furnishings and decor that convey with the sale of the home. At ground level, a two-car garage is complemented by a substantial 440-square-foot covered lanai overlooking a refreshing heated outdoor pool. The addition of an outdoor kitchen and upgraded, easily maintained, turf and stone landscape create seamless indoor-outdoor living and entertainment. Privacy is not an issue as this home boasts lush landscape and an impressive block wall enclosed yard. With Siesta’s gorgeous white sand beaches just a short walk from the home and a private boat dock just across the street enjoying the Ocean is a breeze from this property. The boat dock includes a 10,000-pound lift and space for a second lift, allowing for effortless access to the ocean via a canal. Siesta Key Village is a cherished walkable community rich with dining, boutiques, and local small businesses, including a Market, that evoke feelings of nostalgia. Yet the greatest luxury remains the timeless evening sunset strolls on the soft white sandy beaches. The Island’s effortless serenity reaffirms why Siesta Key is not merely a destination, but an exceptional place to call home.

Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)

Listing Agent: Jessica Hoffman (941-400-5778)

Remarks: Full west-facing gulf and beach views from this exquisitely designed 3-bedroom condo on Siesta Key’s famed Crescent Beach. This highly desirable end-unit has views from Point of Rocks to the north end of Siesta Key Beach. Never miss a sunset from this turnkey-furnished, move in ready home. No expense was spared in creating this seaside oasis. The original space was reconfigured to add a 3rd bedroom, open the kitchen, and enclose the 30-foot balcony. Slide open the walls of west-facing impact windows bring in the sounds of the beach. The primary bedroom has a wall of accordion glass the folds open to expand the open concept layout. Continuous luxury vinyl flooring throughout the unit creates a seamless transition between spaces. The kitchen has bar seating for 7, an induction stovetop, quartz countertops, and a high-end mosaic backsplash. Across from the kitchen is the dry bar with built-in wine refrigerator and separate ice maker. There is crown molding, dimmable recessed lighting, 5 ½” baseboards, an in-ceiling speaker system throughout the home. The primary bedroom has dual walk-in closets. Updated bathrooms include walk-in showers and stone countertops. This once-in-a-lifetime property is located in Horizons West, a gulf-to-bay community with 300 feet of private beach access and over 7-acres of lush grounds. There are 2 heated pools-one with beach views, a gulf-side spa, beach cabanas and beachside grilling areas. The grounds include an intracoastal waterway park with day dock and a grilling area that is perfect for manatee watching or launching a kayak. Siesta Key’s free island trolley can deliver you to exceptional dining, shopping and entertainment. Welcome home to Siesta Key.

Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)

Listing Agent: Suki Scollo (941-587-2289)

Remarks: Under Construction. Be the first owner of this exceptional new construction home. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota Bay—a true boater’s dream. This home showcases high-end construction at its core, featuring a standing seam metal roof, hurricane-impact windows and sliders, elegant stone detailing, and meticulous craftsmanship throughout—no detail has been overlooked. Offering 4 bedrooms and 5 bathrooms, including a pool bath and an additional half bath, the layout is both luxurious and functional. Enter through the grand foyer with soaring ceilings, custom trim work, and striking shiplap accents. The open floor plan seamlessly connects the grand room, dining area, and bonus space, all leading to a stunning pool and patio with outdoor kitchen, perfect for entertaining. The chef’s kitchen is beautifully appointed with stone countertops, custom cabinetry, and premium finishes, complemented by matching stone counters and custom cabinetry in all bathrooms, creating a cohesive and elevated design throughout the home. Custom wood decking winds its way to the dock, enhancing the waterfront lifestyle. The home also features laundry rooms on all three floors, a spacious loft, and thoughtfully designed primary and guest bedroom suites. This is a rare opportunity to own a meticulously crafted waterfront residence designed for luxury living and boating enthusiasts alike.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Cassie Meyer (941-650-4935)

Remarks: Under Construction. New Construction. This stunning new waterfront home is perfectly positioned on Siesta Key’s Grand Canal, offering excellent boating water with quick access to Sarasota Bay. The residence features 4 bedrooms, 5 full baths (including a pool bath), and 1 half bath, along with two laundry rooms conveniently located on the first and third floors. A spacious third-floor loft provides a versatile living area just before entering the primary suite, ideal for a lounge, office, or private retreat. The open-concept family room and dining area showcase a Thermador-equipped kitchen and overlook a spectacular outdoor living space with an outdoor kitchen, pool with sun shelf, and custom deck leading directly to your private dock. Two balconies—one at the front of the home and one with sweeping waterfront views—enhance the indoor-outdoor lifestyle. Custom cabinetry throughout, quartzite countertops, and high-quality construction reflect attention to detail at every turn. Located just minutes from Siesta Key Beach, Siesta Village, and all of Sarasota’s amenities, this exceptional waterfront home is a rare opportunity—come see it for yourself.

Listing is courtesy of: BRIGHT REALTY (941-552-6036)

Listing Agent: Cassie Meyer (941-650-4935)

Remarks: Your Dream Beach Escape Awaits on Siesta Key! Tired of long winters or hectic city life? Discover the ultimate retreat in this luxurious 9th-floor penthouse overlooking Siesta Key’s world-renowned Crescent Beach. With uninterrupted Gulf views, you’ll enjoy breathtaking sunsets and the soothing sounds of the surf each day. This spacious 1-bedroom, 1-bath unit features a sleek open floorplan with panoramic views from the living, dining, and kitchen areas. Fully furnished and move-in ready, it includes impact windows and doors, 2021 AC, new glass railings for unobstructed beach views, and updated appliances. The bedroom offers custom closets and en-suite bath with a modern walk-in shower. A large walk-in pantry provides extra storage. Add a sleeper sofa or Murphy bed to easily host guests. Located in Horizons West, a 7-acre gulf-to-bay community with 300 feet of private beach, beachside pool and spa, grilling areas, clubhouse, and a bayside park with day dock—perfect for kayaking, fishing, or relaxing by the intracoastal waterway. A second pool is located next to the Community Clubhouse. Hop on the free Siesta Key trolley to explore local dining, shopping, and entertainment. This is more than a condo—it’s your gateway to paradise.

Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)

Listing Agent: Suki Scollo (941-587-2289)

Remarks: The least expensive unit in the sought-after Casarina on Siesta Key with another price reduction of $50,000! This Top-floor unit offers stunning views of Siesta Beach and all the comforts of home. The interior has been tastefully updated with modern finishes and stylish decor. The unit is being sold furnished (minus few staging items). The kitchen has newer cabinets and upgraded appliances. Enjoy the spaciousness of the living/dining combination area and be drawn to the expansiveness of the enclosed patio where you can enjoy evening sunsets. The 17-by-12-foot primary bedroom has luxury vinyl flooring and room for a small desk area. The primary bath has new vanities, mirrors and lighting. Casarina has seven acres of newly planted tropical landscaping and 200 feet of private beach. The main lobby has recently been updated. Spend your days swimming in the heated pool, soaking in the spa, playing tennis, pickleball, basketball or simply enjoying the quiet beauty of the #1 Siesta Key Beach. With covered parking, a secure lobby and an on-site manager, everything you need is right here. Enjoy being close to the shops and restaurants of Siesta Village and only minutes from downtown Sarasota’s arts, dining and world-class healthcare. This is your chance to own and live in beautiful Sarasota. Owner has paid all the present assessments for the new upgrades to the property and building.

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)

Listing Agent: Robert Sherman (941-313-1301)

Remarks: Rare Opportunity: Last Unrestricted Deed Waterfront Property on Midnight Pass Siesta Key’s Heron Lagoon. Discover one of the most unique waterfront opportunities left on the Turtle Beach end of Siesta Key. This last unrestricted deed property on legendary Midnight Pass sits directly on the serene Heron Lagoon side, offering unparalleled flexibility with no HOA and endless possibilities for your dream coastal retreat. The existing home is a charming 2-bedroom, 1-bathroom Old Florida bungalow (966 sq ft) that has been thoughtfully remodeled while preserving its authentic island character. Oak trees frame the property, and the one story design blends seamlessly with the natural surroundings on this oversized 0.39-acre lot (approximately 47 ft of direct lagoon frontage). Step outside to your private dock complete with shower and electricity — perfect for kayaking, paddle boarding, straight into Heron Lagoon with quick, effortless access to the Gulf of America via Midnight Pass. Enjoy breathtaking west-facing sunsets every evening as the sky paints vibrant colors over the ocean — a year-round spectacle right from your backyard. Whether you envision keeping the classic bungalow, adding a pool, expanding the home, or building new under Siesta Key’s flexible zoning, this rare unrestricted parcel delivers the ultimate blank canvas. Property Highlights: 2 beds | 1 bath | 966 sq ft living area, 0.39-acre lot with direct Heron Lagoon frontage, Private boat dock with shower & electric, No HOA — unrestricted deed, West-facing Gulf sunsets, Remodeled Old Florida charm, Prime southern Siesta Key location on one of Florida’s most coveted barrier islands, and the recently opened Midnight Pass intercoastal passage to the Gulf. Don’t miss your chance to own a true piece of Siesta Key history and lifestyle. This one-of-a-kind waterfront gem will not last.

Listing is courtesy of: HOMECOIN.COM (888-400-2513)

Listing Agent: Jonathan Minerick (888-400-2513)

Remarks: Centrally located and fully furnished! Located within the boutique condominium community of Villa Navarra on Siesta Key, this fully updated, turnkey-furnished ground-floor residence offers an exceptional blend of quality, comfort, and convenience. The property is ideally situated one block from Siesta Key Village and approximately two blocks from Siesta Beach, providing easy access to the island’s most popular destinations. Ideal for full time, snow birds or people looking to lease this condo out to renter's for the two month minimum. The residence features two bedrooms and two full bathrooms arranged in an open, functional layout. The spacious living and dining areas flow seamlessly into a thoughtfully renovated kitchen appointed with solid-surface countertops, modern cabinetry, and stainless-steel appliances. Finishes and flooring throughout the home have been carefully selected to create a clean, contemporary aesthetic that complements its coastal setting. The primary suite includes an en-suite bath and generous closet space, while the guest bedroom is conveniently located near the second full bath. The ground-floor design allows direct access to the assigned parking space for added ease. With extensive updates and attention to detail, this residence is move-in ready and designed for practical, comfortable living. Villa Navarra is a well-maintained, low maintenance community of just sixteen units surrounded by tropical landscaping and a relaxed island atmosphere. Residents enjoy convenient access to the free Siesta Key trolley and can easily walk to Siesta Key Village, offering a wide variety of local dining, shopping, and entertainment options. The renowned quartz sands and turquoise waters of Siesta Beach are only a short stroll away. This property is well-suited for a full-time residence, seasonal getaway, or long-term rental investment. Its location, quality, and turnkey condition make it a rare opportunity to enjoy the Siesta Key lifestyle within a private and beautifully maintained setting.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Jeffrey Bray, Pllc (941-718-1213)