Homes for Sale Near Sarasota High in Sarasota - 722 homes

Remarks: There is only one — Siesta Springs. Some homes provide an escape. Others invite renewal. Inspired by the restorative rhythm of island living, Siesta Springs is a residence where every detail feels fresh, intentional, and connected to its surroundings. Driftwood-inspired finishes, layered coastal hues, and natural textures create a home that feels both contemporary and timeless—capturing the effortless spirit of Siesta Key without relying on convention. Designed to unfold naturally from one experience to the next, the residence balances vibrant gathering spaces with moments of quiet retreat. From private beach access and a lagoon-style pool to elevated terraces overlooking the Gulf, each level offers a new perspective while remaining connected to the whole. Across nearly 3,600 square feet and five levels connected by elevator access, the home encourages a lifestyle defined by movement, connection, and ease. The experience begins outdoors, where a resort-inspired backyard retreat features a cascading rock waterfall, custom slide, rope swing, sun shelf, ample covered patio seating with an outdoor kitchen, and lush landscaping. Here, recreation and relaxation exist in perfect balance. Inside, natural materials and modern finishes establish a sense of effortless sophistication. Driftwood-inspired flooring extends overhead, creating warmth and continuity throughout the residence, while shades of blue and gray evoke the colors of the shore beyond. A chef's kitchen supported by a dedicated scullery anchors the great room, where gatherings flow seamlessly onto expansive terraces and outdoor living spaces. Five en-suite bedrooms provide private retreats throughout the home, including a playful bunk room complete with a climbing wall—an unexpected detail that reinforces the home's spirit of energy and discovery. At the highest level, a club room designed for games, conversation, and connection opens to a rooftop terrace where sunrise and sunset become part of the daily rhythm. Nearby, the primary suite occupies the home's most private position, offering Gulf views, exceptional privacy, and a spa-inspired bath designed for restoration. More than a home, Siesta Springs is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

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

Listing Agent: Rudy Dudon (941-234-3991)

Remarks: Step into your slice of paradise with this amazing lifestyle opportunity in Siesta Key's esteemed Island House Beach Resort. This impeccable 2-bedroom, 2-bath luxurious coastal Villa, which was completely renovated in 2025, seamlessly blends comfort, style, and investment potential, making it the perfect choice for discerning buyers, seasonal residents, and savvy investors alike. From the moment you enter, you'll be welcomed by a bright, open-concept living area with hurricane-impact windows and sliding glass doors that fill the space with natural light and peace of mind. The dedicated dining enclave flows into a chef-inspired kitchen, fully equipped with gleaming, state-of-the-art stainless steel appliances, ideal for preparing both gourmet meals and casual snacks after a day at the beach. Unwind in your private enclosed lanai, where gentle Gulf breezes create a serene backdrop for evening cocktails, before retiring to the villa’s two spacious bedrooms. But the real draw is that, just steps from your door, the Gulf of Mexico’s crystal-clear waters and powdery white sand are mere moments away. Whether you decide to spend the day lounging in private beach cabanas or indulging in the Island House’s other resort-style amenities, like year-round swimming in the nearby heated pool, preparing the day's fresh catch on the outdoor grills, or challenging friends in the game room or on the beachfront shuffleboard courtyard, every day feels like a vacation. Beyond the complex, endless adventure awaits. Tee off at nearby golf courses, comb one of the many nearby beaches for shells and shark teeth, go hiking or birding in one of the areas fabulous preserves and state parks, or get out on the water boating, fishing, kayaking, or flying high on a parasailing excursion; Then take the afternoon to explore vibrant local shops, acclaimed restaurants, and the charming art galleries of Siesta Key Village, Gulf Gate, and downtown Sarasota. Whether you’re seeking a luxurious personal retreat or a high-demand managed vacation rental for your investment portfolio, this villa offers unparalleled value and an enviable coastal lifestyle. Opportunities like this are scarce, so schedule your private tour today and make your dream a reality! A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.

Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)

Listing Agent: Domanic Calamese (941-914-0038)

Remarks: Top-floor corner unit at Orchid Oaks that comes fully furnished, turnkey, and move-in ready. This beautifully updated 2BD/2BA, 1,376 sq ft condominium is tucked beneath a canopy of mature oaks just off Phillippi Creek, offering the rare combination of natural serenity and central Sarasota convenience. The updated kitchen has been opened up and features a hood, wine fridge, and ample cabinetry. Open living and dining areas flow seamlessly to a screened lanai with electric fireplace and TV overlooking the community pool with a true treetop escape. Primary suite has a king bed, walk-in closet, and en suite bath. Guest bedroom with two twins. No carpet, only tile and LVP throughout the unit. The in-unit laundry is right off the entry with cabinetry. One covered assigned parking space. Community has additional parking available and amenities include a pool, clubhouse, gazebo, walking trails, a dog run, plus a creekside dock. The association maintains and provides private access to the shopping center next door and the HOA dues include elevator, water, sewer, cable, pest control, roof, painting, lawn service, exterior maintenance and building insurance. 30-day minimum lease allowed up to three times per year which makes it an excellent for option for seasonal use or income production. Minutes to Siesta Key, Downtown Sarasota, SRQ Airport, golf, dining, and shopping. Relaxed Florida living at its finest.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Kate Howard (563-940-3383)

Remarks: Welcome to White Sands. Whether you're searching for a profitable investment opportunity or your own private island retreat, this property offers the best of both worlds. Ideally located directly across from world-famous Siesta Key Beach where you will conveniently find pickleball, tennis, volleyball and a playground. This turn-key, pet-friendly furnished completely remodeled 2/2 condominium features an open-concept design filled with natural light and generous living space, creating the perfect coastal getaway. The unit includes 2023 HOT WATER HEATER, 2024 RE-PIPED KITCHEN AND BATHROOMS, 2024 INTERIOR PAINT, 2024 AC, 2024 CEILING FANS, 2025 NEW LIGHTING IN MASTER BEDROOM AND MASTER BATHROOM, 2024 NEW FURNITURE AND TVS, 2024 NEW TILE FLOORING SECOND BEDROOM. The spacious primary suite offers an en-suite bath and ample closet space, while the guest bedroom provides flexibility for visitors, a home office, or additional rental accommodations. Move-in ready, this unit is ideal as a full-time residence, seasonal escape, or income-producing vacation rental. On-site management is available for both rentals and maintenance, adding convenience and peace of mind for owners and guests alike. Residents enjoy resort-style amenities including multiple laundry facilities, designated shaded carport parking spaces in addition to plenty of open guest parking, heated community pool, clubhouse, sauna, BBQ grills, private beach access, and boat docks available annually on a first-come basis. The property allows rentals every two weeks throughout the year, offering excellent income potential. Don't miss out on this exceptional Siesta Key lifestyle opportunity!

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Kadie Nolan (941-404-6192)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully reimagined 3-bedroom, 3-bath residence with a dedicated office, where thoughtful design meets modern luxury. Following an extensive $200,000 renovation, this home offers a seamless blend of style, comfort, and functionality. Step inside to an expansive open floor plan filled with natural light, perfect for both everyday living and entertaining. The heart of the home flows effortlessly from the living and dining areas into a stunning, updated kitchen, creating a true gathering space. The primary suite is a private retreat, featuring direct access to the backyard through elegant French doors—ideal for enjoying quiet mornings or evening relaxation. The spa-inspired primary bathroom showcases high-end finishes and a luxurious design that elevates daily living. Outdoors, you’ll find a resort-style experience with a screened-in pool, complemented by a fully equipped outdoor kitchen complete with a new grill—perfect for hosting and year-round enjoyment. Beyond the screened enclosure, the oversized backyard offers lush, mature landscaping, providing both privacy and a serene natural setting. Ideally located less than 25 minutes from St. Armands Circle and the world-renowned Siesta Key Beach, this home offers convenient access to premier shopping, dining, and some of Florida’s most beautiful coastline. With a versatile office space, premium upgrades throughout, and exceptional indoor-outdoor living, this home is a rare opportunity to enjoy refined living in a beautifully upgraded setting.

Listing is courtesy of: MEGAN DOWDY REALTY, LLC (407-509-9279)

Listing Agent: Shawn Jordan (407-808-9207)

Remarks: Under contract-accepting backup offers. Experience Gulf-front living at its finest on beautiful Lido Key. This turnkey furnished residence offers breathtaking, direct views of the Gulf and unforgettable sunsets from the living room, dining room, balcony, kitchen, guest bedroom, and the owner’s suite. The property features a brand-new roof, clubhouse, and beachfront pool. The residence has been thoughtfully rebuilt throughout, including hurricane-rated sliders and windows, a modern kitchen with stone countertops and wood cabinetry, and updated bathrooms with stylish finishes. The owner’s suite overlooks the beach and includes a double vanity area for added comfort and a large walk-in shower. Additional highlights include elegant tile flooring, a breakfast bar, and a casual dining area with Gulf views. A secure under-building parking space and 24-hour security complete the package. Perfectly situated near world-class shopping, dining, and lively tiki bars, this is the ultimate coastal retreat.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)

Listing Agent: Debra Garrett (941-685-1086)

Remarks: Rare Opportunity in the Heart of Siesta Key – Harbor Towers, Unit 108 2 Bedrooms | 2 Bathrooms | 1,152 Sq Ft A/C + 540 Sq Ft Private Patio Experience luxury waterfront living at its finest. This beautifully designed, fully furnished unit features soaring 9-ft ceilings, hurricane impact windows, and stunning floor-to-ceiling sliders valued at $100,000 — all framing breathtaking panoramic marina views. Step outside to your private 540 sq ft patio, your personal oasis overlooking the marina. Harbor Towers offers world-class amenities including a full Precor fitness center, heated pool, club lounge, marina, kayak launch, BBQ area, waterside pavilion, and 3 lighted har-tru tennis courts. All assessments paid. This is your chance to own a piece of paradise on one of the most sought-after keys in Florida. Schedule your private showing today!

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

Listing Agent: Andres Ospina Rivera (321-821-8446)

Remarks: ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a single family home with charm and character. The kitchen was custom built by Yoder Construction, a well-known local company, highly respected for their craftsmanship. Living room and dining area are bright and spacious. The large primary bedroom has a walk-in closet and ensuite with shower and separate soaking tub. There are two other ensuite bedrooms. All three bedrooms have California Closet systems. All windows have custom plantation shutters, adding to the charm and comfort of this amazing condo. You will want to spend your day on the light filled lanai, perfect for entertaining or simply relaxing. Dolphin Bay is a highly desirable, gated, pet friendly, 50-unit complex with a fun filled community atmosphere with three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier and kayak access. Dolphin Bay is well maintained with a freshly updated exterior and new elevators in 2024 and beautifully landscaped grounds. Just a short walk to the world famous, white crystal sands of Siesta Key beach.

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

Listing Agent: Mina Johnson (608-345-7089)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 3-bedroom, 2-bath home nestled on a peaceful dead end street with a cul-de-sac in the lovely Lake Sarasota community. This home includes a carport and a screened front porch, perfect for sipping your morning coffee while soaking up Florida’s beautiful weather. Recent updates include hurricane impact windows installed in 2023 and a new AC unit install installed in 2025. The kitchen boasts stainless steel appliances and a cozy dinette with the view of the backyard. The main suite is a true retreat, featuring a fully updated bathroom, dual vanities, and a walk-in closet. Enjoy quality time with family and friends in the spacious backyard around the fire pit. The shed is connected to electricity, making a perfect area for a workshop.This home is located near I-75, only a few minutes from the World, famous Siesta Key Beach, this is Sarasota living at its finest. Don’t miss your chance—schedule your private showing today.

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

Listing Agent: Paola Mincarone Madden (774-534-1315)

Remarks: NESTLED IN THE HEART OF SARASOTA- This home in the coveted Arlington Park neighborhood, beautifully updated 1925 Florida cottage blends timeless character with luxurious modern upgrades just minutes from downtown Sarasota and the world-renowned Gulf Coast beaches. Surrounded by charming tree-lined streets, quaint historic homes, and a vibrant lifestyle, this exceptional property offers the perfect opportunity for full-time living, seasonal enjoyment, or investment potential in one of Sarasota’s most desirable locations. Rich in Sarasota history, this home was originally built for the grove master when the surrounding area was covered in orange groves owned by the Palmer family. Today, it has been thoughtfully restored while preserving its authentic Old Florida charm. There has been nearly $100,000 in recent improvements and renovations that have been completed, including a new roof, soffit, fascia, gutters, landscaping, doors, hurricane impact windows, foundation support and encapsulation with a 25-year warranty, updated plumbing and electrical systems, newer A/C, plantation shutters, flooring, and more. The home was professionally lifted with an entirely new foundation in 2020, giving buyers peace of mind while maintaining the integrity and character of this historic gem. Inside, luxury vinyl flooring that resembles the original pine flooring flows throughout the home, complemented by crown molding, abundant natural light, and designer touches in every room. The inviting living room features custom shelving and a charming brick fireplace. The beautifully updated kitchen showcases stainless steel appliances, custom cabinetry, granite countertops, decorative tile accents, and a breakfast bar ideal for casual dining and entertaining. Each bedroom offers its own cozy charm, while the thoughtfully designed laundry room includes built-in storage for added functionality. Situated on an oversized lot, the possibilities are endless. The spacious backyard offers ample room for a pool, expansion of the existing home, or the addition of a garage with an ADU above for exceptional rental income potential. The paved driveway leads to a charming car cabana, while the detached shed provides additional storage for items like bicycles and garden tools. With no HOA, no CDD fees, and no rental restrictions, this property offers unmatched flexibility for homeowners and investors alike. Residents enjoy easy access to the beloved Arlington Park & Aquatic Complex featuring a 50-meter lap pool, instructional pool, tennis courts, indoor and outdoor basketball courts, playground, outdoor fitness gym, walking trails, and a dog park. Ideally located near Sarasota Memorial Hospital, shopping, dining, and entertainment, this home offers both convenience and lifestyle appeal. Just minutes away, downtown Sarasota awaits with fine dining, boutique shopping, cultural attractions, marinas, and the iconic The John and Mable Ringling Museum of Art — all part of what makes Sarasota one of Florida’s premier coastal destinations. This extraordinary property captures the essence of Sarasota living: historic charm, modern luxury, investment opportunity, and an unbeatable location — all offered at an exceptional value.

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

Listing Agent: Joanna Petriccione, Pllc (941-929-3212)

Remarks: Tucked away in a peaceful, private setting overlooking the tranquil, shimmering lagoon - with its abundant fish, birds, and aquatic life - this beautifully updated 3 Bed/2 Bath villa in the premier GULF FRONT property of Whispering Sands offers the perfect blend of comfort, style and serenity. Step inside to discover a bright NEW kitchen featuring new granite countertops, stainless appliances, recessed & under cabinet lighting and an open, inviting feel ideal for everyday living and entertaining alike. Engineered wood flooring flows throughout the home, complemented by neutral paint tones, new interior doors, and thoughtfully updated baths with granite counters, new vanities and modern fixtures. A spacious screened brick paver lanai extending the full length of the residence may well be the star of the show, creating an ideal private indoor-outdoor living space to relax and enjoy the lush tropical surroundings. A private fenced brick paver patio offers an additional retreat for entertaining, dining al fresco, or simply unwinding in the Florida sunshine. Additional upgrades include a newly painted 1-car garage with new full-sized washer and dryer and new sink. The freshly painted front door, new screen door - along with a brick paver sidewalk and driveway - enhance the home’s welcoming curb appeal. Newly painted exterior in 2025. New landscaping is planned for the complex in 2026. Whispering Sands is a 55+ Gulf front property offering 800’ of PRIVATE beach, 2 heated pools, beachside Tiki Hut and grills, shuffleboard, & canoe/kayak storage. The clubhouse is currently undergoing complete remodeling and will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events. Ideally located just around the corner from the shops and restaurants of Siesta Key Village, this move-in ready property combines stylish updates, abundant outdoor living space, and a truly peaceful location to create the perfect coastal retreat!

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

Listing Agent: Harriet Stopher (404-316-8944)

Remarks: One of Sarasota’s greatest bayfront estates, this stunning 1.38 acre waterfront home has recently undergone a comprehensive renovation throughout, enhancing every room with refined finishes and modern systems while preserving its timeless architectural character. Hidden away at the end of Southwest Drive within the coveted Cherokee Park neighborhood, this 5-bedroom home offers exceptional seclusion and privacy, surrounded by lush, verdant landscaping, specimen trees and mature oaks, with tranquil water views providing a serene backdrop throughout the entire home. A masterpiece by design, this architectural gem was designed by esteemed architect Clifford Scholtz and built with impeccable craftsmanship by Rich Perrone of Perrone Construction. Among the recent exterior improvements are a new roof and gutters, fresh exterior paint, new decorative landscape lighting, and a refreshed outdoor shower. Inside, thoughtfully curated modern finishes and updates seamlessly blend with classic architectural details such as columns, archways, and a mahogany-paneled office, creating interiors that feel bright, open, and timeless. New European white oak flooring flows through the main living areas, while Stark carpeting adds warmth to the staircase, select bedrooms, and the bonus room. A culinary enthusiast’s dream, the completely updated kitchen boasts Taj Mahal leathered stone countertops, White Haze dolomite backsplash, a micro cement hood, painted cabinetry, an oversized island, new sinks and faucets, a Sub-Zero fridge/freezer, and more. The charming breakfast area and adjacent family room, featuring a new micro cement fireplace with Taj Mahal hearth, are set against a backdrop of expansive windows and glass doors that capture picturesque bay views. A luxurious and peaceful retreat, the elaborate primary suite features a beautifully updated bath showcasing new vanities with Taj Mahal countertops and Brizo fixtures, plus new flooring, soaking tub, and walk-in shower. Secondary baths throughout the home have also been refreshed. Covered patios and loggias extend from the main living areas, creating ideal spaces for relaxation and enjoyment. Upstairs, the expansive gathering room impresses with its custom Perla Venata quartzite bar, freshly painted ceiling beams, large windows, and balcony access overlooking the bay, pool, and lush grounds. This is the perfect perch to enjoy large gatherings, relax at the bar, shoot pool, or have friends and family over on game day. Outside, the property unfolds as a private oasis, with a screened porch featuring Chicago brick pavers, a Wolf gas grill, Sub-Zero fridge, and refreshed finishes including a tiled backsplash, updated hardware, new sink and faucet, and refinished cabinetry. Chicago brick pavers also surround the free-form pool, creating a cohesive outdoor living environment. At the water’s edge, boaters will delight in the protected deep-water boat basin with two lifts (10,000-lb. and 16,000-lb. capacities), providing effortless maritime adventures. A detached oversized 3-car garage, connected by a covered walkway, provides ample space for storage or workshop use. Additional updates of note include updated HVAC systems, tankless water heaters, and modernized electrical throughout. A whole house generator rounds out the superlative systems. This exquisitely updated estate represents a rare offering where timeless elegance meets modern sophistication on one of Sarasota's most extraordinary waterfront settings.

Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)

Listing Agent: Kim Ogilvie (941-951-6660)

Remarks: Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Chad Fonder (941-961-3865)

Remarks: Start living your dream lifestyle on world-famous Siesta Key in this Pham Development custom-built waterfront British West Indies–style home. Located on a quiet street on the north end of the key—close to the beach, Siesta Key Village and Out-of-Door Academy—and just minutes on and off the island, this residence offers island living at its best. Set on a corner canal-front lot, the two-story home features 5 bedrooms, 5 full bathrooms and 1 half bath, with 3,875 square feet under air, a great room floor plan, soaring 22-foot vaulted ceilings, and walls of windows and doors—including large pocket sliders—that bring in abundant natural light and seamlessly connect indoor and outdoor living. The adjacent dining area provides ample space for entertaining, while the stunning kitchen—completely open to the great room—serves as the heart of the home with a large 9-foot island with extended seating, professional stainless steel gas appliances and a walk-in butler’s pantry. The home also features a fully integrated security system, whole-home sound system and a complete Control4 smart home system. The first-floor owner’s suite offers a private retreat with a walk-in shower, freestanding tub, dual vanities, and a large custom walk-in closet. A laundry room, powder room and mudroom complete the first level, and a 3-car garage provides ample parking and storage. Upstairs you’ll find four en-suite guest bedrooms, an additional laundry area to service them, and an expansive second-level balcony to take in the views. Outdoor living includes approximately 1,502 square feet of covered lanai, an exterior wrap-around porch, and balcony space designed for enjoying the island lifestyle, complete with SunBrite outdoor TVs, and Brazilian hardwood ceilings. The privately gated driveway and fully fenced property are surrounded by lush landscaping, creating a secluded tropical setting with a large swimming pool, champagne spa and expansive pool deck perfect for relaxing or entertaining. A private well supports irrigation. With 31 linear feet of canal frontage, the property features a 31-by-12-foot electric boat lift rated for 6,500 pounds, two jet ski ramps and about a 4.5-foot draft—ideal for boating and enjoying the water, making this oasis the perfect place to enjoy the Siesta Key lifestyle.

Listing is courtesy of: PHAM REALTY GROUP LLC (941-260-0709)

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

Remarks: Experience luxury living in Skye Ranch, one of Sarasota's premier master-planned communities. Situated on a private west-facing preserve lot with no future rear neighbors, this Sand Key floor plan offers over 3,800 square feet, 5 bedrooms, 4.5 bathrooms, and an extensive list of custom upgrades.The chef's kitchen features Monogram appliances, Taj Mahal quartzite countertops with a waterfall island, and a custom wine cellar. Throughout the home, you'll find tray ceilings, 8-foot doors, luxury vinyl plank flooring throughout, no carpet anywhere in the home, designer lighting, custom window treatments, built-in Sonos speakers, and custom accent walls with fluted wood and shiplap details. The primary suite includes motorized curtains, additional sliding glass doors, a custom walk-in closet, and a spa-inspired bathroom with floor-to-ceiling tile and four shower heads. Additional highlights include a dedicated office with custom built-ins, a media room, impact windows, epoxy garage floors, and custom garage storage. Step outside to a private backyard retreat featuring a resort-style pool, panoramic screen enclosure, professional landscaping, fencing, and preserve views. Residents of Skye Ranch enjoy access to The Hub, a 25,000-square-foot amenity center with a fitness center, indoor basketball courts, rock climbing wall, café, resort-style pools, splash pads, lazy river, water slide, sports fields, parks, and more than 10 miles of walking and biking trails. A rare opportunity to own a highly upgraded pool home on a private preserve lot in one of Sarasota's most sought-after communities.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Nick Salzwedel (208-305-2923)

Remarks: Welcome home to a fully updated, fully furnished 2 bedroom 2 bathroom beach oasis! Located in the heart of Siesta Key at the exclusive upscale Gulf & Bay Club. Featuring costal decor with modern neutral colors.This unit is nestled in B Building with direct beach access which is just steps away from your front door. Enjoy breath taking sunsets from your personal balcony or head down to the private beach for an up close view of the #1 beach in the US. The sandy white powder stretches 800 feet across this pristine 32 acre meticulously cared for tropical community. You will be impressed with world class amenities offered at Gulf & Bay Club. Enjoy the comfort of 24 hour gated security, heated pools, a fitness center, dry saunas, hot tub, tennis courts, just to name a few. Multiple barbecues and tiki hut picnic areas are great for entertaining your guests. The amenities don’t stop there, the club house has a library, bar, pool table and TV's all for your enjoyment. Not to mention the electric car charging stations and car wash on grounds. You are moments away from Siesta Village to enjoy alfresco dining with live music, specialty shopping and more! Take a short trip to the mainland 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.

Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)

Listing Agent: Sylvia Wilk (630-863-1825)

Remarks: Virtually Staged. Nestled on one of the most picturesque oak-lined streets in Sarasota's highly sought-after Granada neighborhood, this beautifully updated residence offers the perfect blend of elegance, privacy, and effortless Florida living. Surrounded by lush tropical landscaping and a fully fenced yard, the home lives like a maintenance-free property while providing the space, comfort, and independence of a private single-family residence. Inside, timeless finishes and thoughtful updates create a warm, inviting atmosphere. Engineered wood flooring, crown molding, plantation shutters, custom millwork, and built-in cabinetry enhance the home's sophisticated design, while fresh interior paint (May 2026), updated living room built-ins and trim (2025), and exterior landscape lighting add to its exceptional appeal. The stunning kitchen, remodeled in 2023, is designed for both everyday living and entertaining. Featuring quartz countertops, an oversized island with seating for six, and premium Sub-Zero, Thermador, and Bosch appliances—including a new cooktop (2025) and dishwasher (2024)—it flows seamlessly into the separate dining room and spacious great room with tray ceiling and custom built-ins. French doors from both living spaces open to the private pool and patio, creating the ideal indoor-outdoor lifestyle. Upstairs, three generously sized bedrooms and two full baths provide comfortable accommodations for family and guests. On the main level, a versatile den and beautifully remodeled powder bath (2023) offer the perfect space for a home office, media room, or flex living area. Step outside to your own private backyard oasis featuring a sparkling pool, mature landscaping, and multiple areas for relaxing or entertaining in complete privacy. Whether hosting friends or enjoying a quiet evening at home, this outdoor retreat is designed to embrace Florida's year-round sunshine. This home has been meticulously maintained with significant recent improvements, including two newer HVAC systems (both replaced within the last three years), a tankless water heater (2020), washer and dryer (2023), hurricane-impact windows and doors with additional hurricane shutters, a DeHart security system, and wiring and plumbing already in place for a future generator. Perfectly located just minutes from Red Rock Park, Southside Village's boutique shopping and dining, Sarasota Bay, downtown Sarasota, and the world-famous beaches of Siesta Key, this exceptional property offers the rare combination of privacy, luxury, and convenience in one of Sarasota's most desirable neighborhoods. Experience the best of Sarasota living in a home where timeless style, modern updates, and an unbeatable location come together beautifully.

Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)

Listing Agent: Kelly Baldwin (941-404-9396)

Remarks: Located in one of Sarasota’s best-kept secrets, Cathedral Oak Estates, this 3-bedroom, 2-bathroom home sits on a spacious 13,214 sq ft fenced lot on a quiet oak canopied cul-de-sac just a short walk to Legacy Trail. Not in a flood zone and no HOA, this centrally located property offers convenient access to downtown Sarasota, UTC, I-75, and the beaches. Lovingly maintained, the home has endless potential with room for your personal updates and design touches. The oversized driveway and 2-car garage provide plenty of space for a boat, RV, or work vehicles. Recent improvements include a new shingle roof with third nail retrofitting (2024) and sewer pipes lined (2024) with a 10-year warranty. Updated homes in the neighborhood have recently sold for approximately $365 sq ft, making this a fantastic opportunity to update and build equity.

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: Christina Jenkins (425-381-1917)

Remarks: Experience the best of downtown Sarasota living from this beautifully renovated corner-unit condominium at 707 S. Gulfstream Avenue, ideally positioned near the bayfront, Marina Jack, Bayfront Park, Main Street, Palm Avenue, restaurants, shopping, arts, and everything downtown Sarasota has to offer. Designed for buyers seeking bayfront proximity, and easy lock-and-leave living, this move-in-ready 2-bedroom, 2-bath residence combines modern updates, everyday convenience, and peace of mind. Extensively remodeled with a fresh, sophisticated aesthetic, the condo features hurricane impact windows and doors, an open-concept layout, abundant natural light, and stylish designer finishes throughout. The oversized gourmet kitchen offers quartz countertops, premium appliances, custom cabinetry, and generous space for entertaining. The spacious primary suite includes a beautifully updated spa-inspired en-suite bath, creating a comfortable private retreat. Additional upgrades include brand-new plumbing and electrical systems. The building has also recently upgraded its generator following the 2024 storms, further adding to the value and confidence of ownership. Residents enjoy secure entry, covered parking, a resort-style pool, fitness center, and club room, all in a highly desirable downtown Sarasota location. Whether used as a full-time residence, seasonal retreat, or low-maintenance second home, this renovated Sarasota condo offers an exceptional combination of location, updates, storm protection, amenities, and lock-and-leave convenience just moments from the waterfront.

Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)

Listing Agent: Kelly Mooney (941-587-8430)

Remarks: A truly RARE offering, this TOP floor, GULF FRONT penthouse residence crowns the northwest CORNER of the South Tower of Whispering Sands – the premiere 55+ Gulf front enclave on the idyllic westernmost point of Siesta Key where only a fortunate few enjoy world class, panoramic views of the sparkling Gulf and 800’ of PRIVATE quartz sand beach! FULL GULF views from this unit unfurl in every direction, offering a daily masterpiece of colors that shift with the rising and setting sun. Wake up to breathtaking Gulf views that seem to stretch to infinity, offering a tranquil retreat from the ordinary. In the evening, enjoy the golden hues of Florida sunsets and starlit dinners from your expansive 28’ balcony, where the Gulf breezes and soft cries of the seagulls serve as the perfect soundtrack. This penthouse is more than just a property – it’s also a canvas for your imagination. Distinctive architectural elements and premium untapped potential invite you to curate a space that reflects your own unique style and vision. Whether you envision modern sophistication, coastal charm, or timeless elegance, the untapped possibilities of this unit invite your imagination to run free as you create the ultimate sanctuary tailored to your personal vision. Whispering Sands' relaxed, informal lifestyle provides the perfect backdrop for your next chapter. Start your day with a set of vigorous laps or water aerobics in one of two beautiful, heated pools - one beachside, one clubside. You’ll never need to leave the property to get your gym workout in the main clubhouse currently undergoing a complete remodel. Plant your feet in the cool quartz sand and enjoy daily dips in the balmy Gulf. Beach loungers are set out daily for the exclusive use of owners. Enjoy an impromptu game of beachside shuffleboard followed by a picnic supper at the Tiki Hut. Whether spending time exploring the vibrant cultural offerings of Sarasota just across the North Bridge, indulging in the local arts scene, or simply relaxing on your breezy private balcony with a good book, the options this property offers are endless. Secure your private viewing of this unique residence and claim your place in this coveted coastal community!

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

Listing Agent: Harriet Stopher (404-316-8944)