Homes for Sale Near Sarasota High in Sarasota - 577 homes

Remarks: One or more photo(s) has been virtually staged. THREE (3) HOMES for the price of ONE! Two separate 3BR/2BA Homes + an additional 2BR/2BA Apartment. Each of the three homes enjoys its own private entrance, separate driveway and its own garage, allowing households to live side by side while maintaining independence. And that's not all....the Workshop features a Full Bath and Laundry Room. In addition, there is another Barn which could accommodate 4+ Cars. This is truly a Quintessential Multi-Generational Compound on five-plus acres in Sarasota county! Located just slightly adjacent to Waterside at Lakewood Ranch! Whether accommodating extended family, long-term guests or providing a private residence for caregivers, the thoughtful layout offers exceptional versatility. At the heart of the property, a beautiful pool and expansive screened lanai create an inviting backdrop for a Florida indoor/outdoor lifestyle. This outdoor retreat is positioned so both residences could enjoy easy access, making it a natural gathering place for family and guests alike. A dedicated pool bath adds convenience for swimmers and guests, keeping the indoor living areas pristine while enhancing seamless flow between indoor comfort and outdoor enjoyment. Expanding the living possibilities, perhaps you might want to consider using part or all of this property as Airbnb. The second-level apartment offers privacy with a light and airy vibe featuring an open plan and full kitchen. The unique adjoining sunroom spanning the length of the unit would be ideal for a yoga studio, game room or added entertainment space. Unlock the potential of this versatile apartment as a guest retreat, income-producing rental, inspiring studio or private office suite. This five-plus acre homesite with NO HOA, NO CDD's, and NO DEED RESTRICTIONS gives you the freedom to tailor the property to your personality. The large detached pole barn adds tremendous utility, providing ample space for farm animals, boats, RVs, equipment, hobbies or workshop use, ideal for those who need room to store, build or play. Buy with confidence knowing this home has updated plumbing with no cast iron or copper piping. The cast iron sewer pipes have been replaced with PVC and the copper potable water pipes have been replaced with CPVC. Experience the balance of peaceful country living with an unbeatable location. Within minutes of restaurants, boutiques, farmers markets, parks, and year-round events at the vibrant waterfront district at Waterside Place in Lakewood Ranch and only a short drive to the stunning beaches and renowned dining and cultural attractions of dynamic Sarasota. Whether you envision a private family compound, a multi-generational retreat, an income-producing opportunity or a flexible live-work estate, this remarkable property offers the rare combination of space, freedom and location. Schedule your private showing today and experience the endless possibilities for yourself. The home is positioned in one of the areas’s most dynamic growth corridors, just minutes to the newest Lakewood Ranch developments along Fruitville Rd ~ where premier shopping, exceptional dining and modern convenience continue to flourish! Welcome home to 1516 Fox Creek Drive! Tour it. Love it. Own it Today!

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)

Listing Agent: Trish Chandler (941-306-9533)

Remarks: Investment opportunity with strong rental potential—this Siesta Key waterfront villa offers two-week minimum rentals, private deeded beach access, and an oversized private 2-car garage, an exceptionally rare combination. Located in Excelsior Beach to Bay, this updated 2-bedroom, 2-bath residence is set directly on the Intracoastal Waterway and elevated above its garage, capturing panoramic bay views from nearly every room. The fully furnished, light-filled home features an open floor plan, floor-to-ceiling hurricane-impact glass doors, tile flooring throughout, a remodeled kitchen with white cabinetry and stainless appliances, and a dry bar for easy entertaining. The primary suite enjoys sweeping water views. Recent updates include a new HVAC system and water heater (2024). Store your kayak right under the building for easy access to launching your boat. This community offers convenient access to the south bridge, placing Sarasota's dining, shopping, cultural venues, and medical services just minutes away. This Villa offers the best of coastal living. This pet-friendly, resort-style community offers pools, tennis and pickleball courts, a fitness center, fishing pier, and private deeded access to Siesta Key Beach. Ideally located near the South Bridge with quick access to Sarasota dining, shopping, and culture—making it equally well suited as a luxury vacation rental, seasonal income property, or personal waterfront retreat.

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

Listing Agent: Jackie De Manio Eberley (201-233-1959)

Remarks: Experience the best of Siesta Key living in this 55+ waterfront community at Siesta Harbor, featuring DEEDED BEACH ACCESS, beautiful WATER VIEWS and BOATING ACCESS with available slips. This well-maintained 2-bedroom, 2-bath condo overlooks a deep-water canal along the Intracoastal Waterway, with tranquil views from the living room, primary suite, and screened lanai. Offering one of the lowest-priced condos in the community, this residence presents a fantastic INVESTMENT OPPORTUNITY—enjoy it as-is or update to your personal style over time. Siesta Harbor is known for its active lifestyle and amenities, including a heated pool, spa, clubhouse, shuffleboard, barbecue area, and fishing dock. Boating enthusiasts will appreciate the option for boat slips accommodating up to approximately 30 feet (subject to availability and nominal fees). Ideally located with easy on/off island access, plus trolley and SCAT transportation nearby, and close to dining, shopping, and all that Siesta Key has to offer—this is coastal living made simple. Just steps away, enjoy Siesta Key Beach—consistently ranked among the top beaches in the world for its powdery white quartz sand and crystal-clear Gulf waters. And at the end of your day, take the convenient and free trolley to explore the nearby Siesta Key Village, filled with charming boutiques, casual and fine dining, and lively island atmosphere that perfectly captures the spirit of coastal living.

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

Listing Agent: Melissa Gissinger (941-404-2722)

Remarks: Under contract-accepting backup offers. Prestigious Laurel Oak Estates, this beautiful private Lakefront home enjoys serene water views and the added backdrop of an adjacent natural preserve, creating a peaceful, secluded setting on an expansive 0.49 homesite with room for future additional expansion. Situated behind the guard-gated community of Laurel Oak Estates on a cul-de-sac, this three-bedroom, two-bath residence plus den features a bright, open great room floor plan with neutral colors and a new gourmet kitchen with granite countertops, white cabinetry, and a large island perfect for entertaining. Your primary retreat overlooks the screened, covered lanai with desirable eastern exposure and a spacious pool and sparkling lake—ideal for enjoying Florida’s indoor-outdoor lifestyle. Updates include a newer insulated tile roof, pool re-surfaced, heat pumps for house and pool, porcelain flooring, light fixtures, entry doors, irrigation controls, abundant natural light, and a two-car side-entry garage with an expansive driveway. Convenient to shopping, dining, churches, and top-rated schools, including The Classical Academy for grades pre-school through twelve grade. Optional Laurel Oak Country Club membership offers two Championship golf courses, Har-Tru tennis, Pickleball, dining, an active social calendar, and reciprocal privileges with Bird Key Yacht Club. Ownership includes priority placement on the Laurel Oak Country Club membership waitlist. Move-in ready and ready to enjoy the best of Florida living. Come live the Lifestyle at Laurel Oak Estates!

Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)

Listing Agent: Linda Dooley (941-400-7359)

Remarks: If you have been searching for a property in Sarasota that pairs an unbeatable golf course location with the peace of mind that comes from a fully updated home, this is it. Tucked away in the desirable Village Green Estates, this 3-bedroom, 4-bathroom residence is positioned on a premier lot that offers sweeping, private panoramic views of the greens. Unlike many homes in the area, the major heavy lifting has already been completed, including new hurricane impact windows (2025), a fresh HVAC system (2024), updated plumbing (2019), and a tile roof (2018). The layout is designed for the Florida lifestyle, featuring a rear screened patio. Inside, triple pocket sliding doors disappear to merge the interior living space with the scenic outdoor backdrop. A standout feature of this floor plan is the versatile "suite-within-a-suite"—a large bonus room attached to the primary bedroom with its own full bath and private exterior entrance. Whether you need a dedicated home office, a nursery, or a guest wing, this space adapts to your needs. The location offers a rare combination of convenience and low-cost living with NO CDD fees and a remarkably low $100 annual HOA fee. You are just minutes away from the Legacy Bike Trail, UTC Mall, Downtown Sarasota, and the white sands of Siesta Key, with daily essentials like Publix and Starbucks right around the corner. This is a rare opportunity to secure a high-quality, move-in-ready home on the golf course without the high carrying costs of a typical country club.

Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)

Listing Agent: Ana Mitchell (813-599-4669)

Remarks: PRICED TO SELL! New hurricane-impact sliders have been ordered and will be installed prior to closing. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide peace of mind and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.

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

Listing Agent: Halie Monde (941-735-4707)

Remarks: Worry free, hassle free, and arguably the best view in the community with a golf course views from the back and pool views from the front. This two-bedroom, two-bath, second floor condo in Vistas on Beneva has had all the important mechanical updates and upgrades as well as move-in ready cosmetics including fresh paint, and freshly cleaned carpet and tile, newer kitchen appliances, lights, fans, deck and screen, newer toilets and modern bathrooms. You’ll have peace of mind with impact windows throughout, a new, upgraded electrical panel with surge protection, newer AC with transferable warranty, and a new roof on the building. The lifestyle is unbeatable at this price. You’ll enjoy tranquil golf course views from the deck, views of the well-kept community pool, easy access to the fitness room and pool, storage for your bicycles and easy access to The Legacy Trail. This condo comes with a carport parking spot (rare in this community). Condo fee of $652 per month includes the use and maintenance of the recreational facilities (pool, fitness room), sewer and water, bicycle storage, pest control and insurance for the building, grounds maintenance, and an on-site manager. Two pets are allowed. Owners may rent their units out for a minimum of 1 month, up to 3 times per year. Vistas on Beneva is conveniently located between Bahia Vista and Webber, offering quick access to Siesta Key, downtown Sarasota, Lido Key, St. Armands Circle, Sarasota Memorial Hospital and several golf courses.

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

Listing Agent: Christine Pope (941-685-5565)

Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 3-bedroom, 3.5-bath pool home with a 3-car garage, offering 2,615 square feet of comfortable living in the highly desirable Bent Tree Village community. Perfectly situated at the end of a quiet cul-de-sac with virtually no through traffic, this home enjoys an exceptionally peaceful and private setting rarely found in the neighborhood. Surrounded by mature landscaping and overlooking serene creek and golf course views, the property offers a truly picturesque backdrop, creating a calm and inviting atmosphere both inside and out. Designed for comfortable living and entertaining, the home features spacious living and family rooms along with a large kitchen highlighted by vaulted ceilings, rich cherry cabinetry, stone countertops, stainless steel appliances, a built-in oven and microwave, separate cooktop, and a convenient pass-through window to the outdoor patio. The split-bedroom floor plan provides excellent privacy for both owners and guests, while a cozy wood-burning fireplace and east-facing exposure fill the home with warm natural light throughout the day. Step outside to the private screened lanai and pool area, where the tranquil water and golf course views create an ideal setting for relaxing, entertaining, or simply enjoying the quiet natural surroundings. Numerous updates provide peace of mind, including a 2015 roof, 2022 HVAC system, 2021 water heater, 2016 pool resurfacing, 2019 poly-pebble patio, 2022 irrigation system, 2021 hurricane shutters, and a 2017 garage door. Conveniently located near I-75, University Town Center, SRQ International Airport, Gulf beaches, Mote Marine SEA, Rothenbach Park, Urfer Family Park, and numerous golf courses, this home offers the perfect balance of privacy, scenery, and convenience—all within one of Sarasota’s most established communities.

Listing is courtesy of: MEDWAY REALTY (941-375-2456)

Listing Agent: Alex Morel Pa (941-376-4580)

Remarks: This freshly updated turnkey furnished 1 bed + loft pet-friendly condo is ready for its new owner! The unit sits high and dry on the second floor and has a small loft with a queen-sized bed, a wood-burning fireplace, a main bedroom with a separate mini split AC unit, and ensuite bathroom with shower. Plenty of natural light and a large, newly refinished balcony overlooking the spring-fed lake. Updates include refinished kitchen cabinetry, quartz countertops, cooktop, moveable island with genuine butcher-block top, built-in trash and recycling cabinet, and a breakfast bar with seating for 4, and hard-wearing luxury vinyl plank floors throughout the main living/bedroom area. This unit also benefits from a brand-new standing seam metal roof. Sandy Cove is a highly sought-after old Florida-style community located just north of Siesta Key Village. Relax and enjoy the pristine white quartz sand 350 ft. stretch of private Gulf-front beach in a natural Old Florida setting. Enjoy the morning sun from your balcony. Come experience the true experience of old Florida with the Sandy Cove community, designed by the renowned Sarasota School of Architecture master Frank Folsom Smith. You will have a covered parking space with a storage closet for beach chairs and bikes, and there is kayak storage on site. Impact windows and sliders. Stack washer and dryer in unit. Just bring your beach towel and move right in!

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-907-2000)

Listing Agent: Bev Murray (941-724-4995)

Remarks: BEST VALUE WEST OF THE TRAIL! OVER $250,000 PRICE IMPROVEMENT! This dazzling custom-built, single-level pool home is situated in the desirable "flower streets”, west of the trail in Sarasota. Featuring a new, 3 color clay tile roof and Mediterranean style design this home has timeless style combined with modern luxury. Upon entering the double doors of this one-story retreat, you will notice the open layout and quality appointments that abound with tray and coffered ceilings, custom built-ins and niches, gas fireplace, gorgeous and rare coquina stone floors. This 4 bedroom (one a custom designed office), 3 bath, 3-car garage home features a new island kitchen with custom and glass front cabinets, stainless steel appliances, decorative backsplash and beautiful quartz counters. The tranquil primary retreat overlooks the lanai and pool and features a walk-in closet with built in closet system, wood floors and an incredible ensuite bath. This newly renovated primary bath exudes luxury with custom cabinetry, upscale finishes, and features a walk-in shower for a spa-like experience. The split floor plan showcases two additional guest bedrooms (one with a custom Murphy bed and office) each with access to newly renovated bathrooms. The high ceilings and 3 sets of sliding glass doors flood the open floor plan with natural light, while custom finishes and soft contemporary décor create an atmosphere of effortless sophistication. The very private lanai with a screened pool, new pool heater, fiber optic lighting, Pebble tec finish, pool bath and outdoor shower is surrounded with lush vegetation, perfect for entertaining and outdoor relaxation. The paver driveway and side-entry 3 CAR garage adds additional built-in storage, a 2nd refrigerator and fabulous curb appeal. Within city limits, this residence offers the option of a part-time stay, allowing for potential short term rental income. When you want to enjoy the neighborhood, you are minutes away from downtown Sarasota’s cultural scene, Siesta Key Beach, Southside Village shops and restaurants. World-class health care is located steps away at Sarasota Memorial Hospital’s main campus. This home has it all -- a sanctuary feel AND all the amenities you desire at your fingertips.

Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)

Listing Agent: Jan Jordan (941-737-4169)

Remarks: Step inside and unwind in this updated, turnkey luxury condominium offering nightly sunset views of the #1 beach in the country. This is a rare opportunity to own a condominium in the vibrant heart of Siesta Key, walk to all the amenities and charm that Siesta Key village offers. The property is just steps from the world-famous quartz sands of Siesta Key Beach. Tastefully decorated and truly move in ready, this coastal retreat features a beautifully updated kitchen with custom cabinetry, granite countertops, tile backsplash, stainless steel appliances, crown molding, and thoughtful designer finishes. Luxury vinyl flooring flows throughout the condominium, creating a cohesive and low maintenance living space ideal for beachside living. Both bathrooms have been updated and showcase tile showers with elegant quartz sinks. Two spacious balconies provide the perfect setting to enjoy stunning Gulf sunsets, entertain family and friends, or take in the vibrant island atmosphere below. The island lifestyle is at your doorstep with easy access to local restaurants, live music, boutique shopping, and even a grocery store within .2 of a mile. Located in the iconic Terrace East, this 24-hour secure building offers a welcoming common area for residents and guests. The community has recently enhanced its curb appeal with updated landscaping and beautifully refreshed grounds, creating a true resort style ambiance. Residents enjoy a spacious sparkling pool with new pool furniture, an exercise room, a private tennis/pickleball court, and new stainless steel outdoor grills perfect for entertaining. Whether you are searching for a primary residence, second home, or vacation getaway, this condominium delivers luxury, comfort, and exceptional walkability in one of Florida’s most desirable beach destinations. Experience the best of Siesta Key beach lifestyle in an elevated retreat that combines iconic location, modern updates, and outstanding amenities.

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

Listing Agent: Diane Goodwin (941-706-6620)

Remarks: Rarely available, Updated, TURN-KEY FURNISHED 3 bedroom, 2 bath, first-floor condo with attached 1 car garage in desirable gated community of Stoneridge! This meticulously maintained "beachy" inspired unit features newer flooring, freshly painted kitchen and bathroom cabinetry, newer stainless steel appliances, a full size washer and dryer, a newer TRANE A/C (2022) and water heater (2022). The popular split floor plan offers added privacy. The building was constructed with metal studs, concrete walls and concrete floors offering solid construction and peace of mind. Enjoy peaceful lake views from the bedroom windows or relax with your morning coffee on your private screened lanai, which also includes additional storage for beach gear, bikes and seasonal items. Conveniently located near additional guest parking and next door to Urfer Family Park with walking trails, playground and nature areas. Prime Sarasota location, just minutes to Siesta Key Beach, I-75, shopping, dining, golf courses and Sarasota Memorial Hospital. Pet friendly community with no CDD fees. Roof maintenance is covered by the HOA. Located in Flood Zone X - meaning no flood insurance required. Come enjoy easy Florida living. Vacant and move-in ready.

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

Listing Agent: Kathy Coury, Pa (941-586-2080)

Remarks: Under contract-accepting backup offers. Welcome home to Gulf & Bay Club, the premier condominium community on Siesta Key Beach. Enjoy stunning views of the freshwater lake, fountains, island lagoon, swimming pools, sandy beach, and the Gulf of America from your private lanai. Step into this beautifully remodeled Turnkey Furnished, 2-bedroom, 2-bath beach condo offering modern finishes and thoughtful upgrades throughout. The kitchen is a true standout with quartz countertops and tile backsplash, solid wood soft-close cabinets with pull-out drawers, GE stainless steel appliances, a built-in desk, and a spacious island with ample storage. Enjoy the durable tile flooring throughout, plantation shutters, solid core doors, and recessed lighting that enhances the home’s clean, contemporary style. A new impact-rated entry door adds peace of mind. The private laundry room features full-size LG washer and dryer along with plenty of built-in storage cabinets. In addition to the amazing views, the primary suite also offers a well-appointed bathroom with dual sinks, generous built-in storage, and a walk-in shower. The guest bedroom has two full-size beds and includes built-in drawers for added convenience. Relax on the screened-in lanai and enjoy your morning coffee or evening cocktails. Gulf & Bay Club spans 32 acres with 800 feet of private beach and offers unmatched amenities, including three heated pools, indoor spa, dry saunas, tennis, pickleball, shuffleboard, billiards, a commercial-grade fitness center, BBQ and picnic areas, electric car charging stations, a car wash area, two clubhouses, a rentable guest suite, and 24-hour gated security. Wi-Fi is available throughout the property. Located adjacent to the world-famous Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor for its powdery white quartz sand. This property offers a rare opportunity to enjoy resort-style living in one of Florida’s most coveted coastal communities.

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

Listing Agent: Tina Johns (941-323-4775)

Remarks: Welcome to the iconic La Siesta Condominiums, directly across from the main beach access of Siesta Key where coastal charm meets effortless beach days. Perfectly positioned just 100 steps from the powdery sands of Siesta Key Beach, this beautifully appointed turnkey furnished second floor condo offers breathtaking Gulf views and an unmatched connection to one of the nation’s most iconic shorelines. Designed for prime vacationing, this income producing vacation rental features an updated interior with coastal-inspired finishes including a modern kitchen, luxury vinyl plank flooring and a dining area. The primary bedroom has a king bed, secondary bedroom features two twin beds, and a queen sleeper sofa in the living room. The open-concept living space is filled with that special Siesta Key sunshine that just hits differently. You are met with a seamless flow between indoors and out featuring a hurricane rated slider door that leads you to a private balcony that becomes your front-row seat to unforgettable sunsets over the Gulf of Mexico. Ideal for both personal enjoyment and income potential, this investor-friendly property allows for up to 52 weeks of rentals annually, offering exceptional flexibility and the opportunity to maximize returns in one of Florida’s most sought-after beach destinations utilizing the professional full-time rental management program. At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, a covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured into 2026. Located just minutes from the vibrant charm of Siesta Key Village and the south bridge, you’ll have easy access taking the Siesta Key trolley to boutique shopping, waterfront dining, and experience the laid-back island nightlife. Let’s make this coastal paradise a part of your story!

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

Listing Agent: Ann Allen (407-949-4457)

Remarks: Welcome to a hidden gem in the heart of Sarasota, nestled within an intimate community of just 77 homes. This beautifully maintained four-bedroom residence offers the perfect blend of comfort, style, and Florida charm. With an open-concept layout and warm maple wood flooring throughout the main living spaces, it’s ideal for both relaxed family living and entertaining guests. The kitchen is a dream for home chefs, featuring 42” cabinetry, granite countertops, under-cabinet lighting, a walk-in pantry, and a smart layout that makes meal prep a breeze. The family room, formal dining, and living areas flow effortlessly together, creating a welcoming space full of natural light. The oversized primary suite serves as a true retreat, offering direct access to the lanai through sliding glass doors. The ensuite bathroom boasts double vanities, a relaxing garden tub, and a sleek glass-enclosed walk-in shower. Each of the additional bedrooms is generously sized, with one currently being used as a home office. A guest bathroom conveniently opens to the pool area—perfect for rinsing off after a swim. Step outside to your private backyard oasis, where a pavered lanai with wood-paneled ceilings provides the ideal setting for alfresco dining or simply unwinding. A heated pool and spa elevate everyday living, making it easy to enjoy Florida’s sunny lifestyle year-round. Lush landscaping adds to the tranquil ambiance. Ideally situated near both downtown Sarasota and I-75, this location offers unmatched convenience. And with the Gulf Coast’s world-renowned beaches just a short drive away, this home truly offers the best of Sarasota living. Don't wait, schedule your showing today!

Listing is courtesy of: SARASOTA LAND AND HOMES LLC (941-320-6687)

Listing Agent: James Hirschman (941-320-6687)

Remarks: Welcome to your move-in-ready Sarasota home offering easy, low-maintenance living with terrazzo flooring throughout and a bright Florida room that adds flexible space for dining, lounging, or work-from-home needs! A newer roof and other upgrades await! A spacious backyard provides room to relax or customize to your vision. Centrally located near shopping, dining, Downtown Sarasota, and top rated beaches, this property is an excellent option for an income-producing rental, a first-time homebuyer, or someone looking to downsize without sacrificing comfort or convenience. Call to schedule a time to see this fantastic property for yourself!

Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)

Listing Agent: Ryan Miller (941-954-6925)

Remarks: Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program and is already completely booked for the current season, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one.

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

Listing Agent: Jeff Lauer (941-441-6555)

Remarks: Now offered with the exceptionally curated selection of designer furnishings valued at over $350,000, this rare opportunity allows you to own the complete luxury lifestyle—furnished and move-in ready, (excludes artwork and personal effects.) Asking $5,995,000 over $1,250,000 below what the sellers have into this UNMATCHED VALUE penthouse at The Evolution is downtown Sarasota's most exclusive high-rise opportunity - and is just steps away from dining and downtown living. Builder William Voller said about Evolution, "It's a landmark in Sarasota! We are very proud of this building." This one-of-a-kind, TOP-FLOOR PENTHOUSE spans 3,527 SQ FT of interior living plus 562 SQ FT of wraparound TERRACE SPACE across THREE generous balconies for endless possibilities of indoor/ outdoor living. Offering FOUR BEDROOMS plus a DEN and 4.5 BATHS, this residence provides the comfort of a single family home with the elegance of HIGH-RISE LIVING. Sweeping NORTH, EAST, and SOUTH WATER VIEWS showcase SARASOTA BAY, the GULF, MARINA, and the CITY SKYLINE. FLOOR-TO-CEILING WINDOWS fill the home with natural light and allow year-round coastal breezes, and designer LUTRON ELECTRONIC SHADES grace each window, allowing privacy with ease. Interior features include ONYX QUARTZ COUNTERTOPS, PORCELAIN TILE SLABS, oversized PORCELAIN FLOORING, DESIGNER LIGHT FIXTURES, and CUSTOM EUROPEAN CABINETRY in the kitchen, baths, and closets. The PRIMARY SUITE features SILK WALLPAPER, and a SPA-INSPIRED BATH with dual sinks, a freestanding soaking tub, and onyx quartz and porcelain slab finishes. The CHEF'S KITCHEN includes WOLF APPLIANCES, sub-zero fridge-freezer with filtered water feature, induction cooktop, steam oven, built-in coffee station, a wine refrigerator, and a HIDDEN WALK-IN PANTRY. Imported European fixtures complete the space. Enjoy THREE WRAPAROUND TERRACES for ALFRESCO DINING, YOGA, or SUNSET COCKTAILS. The unit includes a DEEDED PRIVATE TWO-CAR GARAGE and is MOVE-IN READY with every upgrade imaginable. Community amenities at THE EVOLUTION include a POOL WITH OUTDOOR KITCHEN, FITNESS CENTER, YOGA ROOM, SAUNA, CLUB ROOM, and a ROOFTOP TERRACE with PANORAMIC VIEWS, OUTDOOR LOUNGE, SPA, and FIREPLACE. Experience the pinnacle of WATERFRONT LUXURY in DOWNTOWN SARASOTA's largest and most exclusive penthouse residence at THE EVOLUTION, a boutique community designed by architect MARK SULTANA, DSDG. With only 20 RESIDENCES, this is a rare opportunity to own one of Sarasota's most exclusive penthouses. Schedule your private tour today and experience the ultimate in penthouse living. Square footage developer plans. Buyer to verify dimensions. Golden Gate Point improvement and maintenance built into taxes.

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

Listing Agent: Melissa Gissinger (941-404-2722)

Remarks: It’s always about the view and outdoor living from this stunning residence on a 139-foot-wide lake view with a sparkling 16-by-29 heated pool set in preferred southern exposure. Set in the luxury and tranquility of the popular Colonial Oaks neighborhood, this home is minutes from Siesta Key Beach, downtown Sarasota, top rated schools, parks and Legacy Trail. The home features a modern design with meticulous attention to detail, highlighted by rich landscaping and exceptional curb appeal. The oversized garage has additional storage, an EV plug receptacle, newly finished epoxy floor coating and a 200-amp electrical panel installed in 2024. A double-door entry welcomes you inside to a newly painted neutral palette, tile flooring and with views to the lake from nearly every room, so the interior and exterior blend delicately as one. An impressive layout includes three spacious bedroom and two full baths, designed with an open concept in mind. The chef-inspired kitchen is a culinary dream, featuring Cambria quartz countertops, a single-level island with large breakfast bar, stainless steel appliances, induction range, pull-outs in two pantry cabinets. There is a pass-through window and bar to the outside lanai to enjoy al fresco dining, surrounded by a serene view with spectacular sunsets. Morning coffee or evening beverages are enhanced by the environment. Spacious laundry room with new washer and dryer installed in 2025. The owner’s suite is a retreat, boasting large walk-in closet and updated bath. Split plan with guest bedrooms on opposite side of residence. The home is equipped with PGT hurricane impact door, sliders and windows installed in 2023. On a practical note: a new roof was installed in 2021, hot water heater in 2025 and numerous other recent upgrades and improvements. This residence exemplifies outdoor living, making it ideal for entertaining or enjoying quiet moments in a fabulous setting. Lush palms, a pergola with multicolored bougainvillea, paver walkways and an additional patio all enhance the terrain. Low HOA fees without a CDD fee.

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

Listing Agent: Todd Currey (941-402-6000)

Remarks: Discover timeless charm at 2227 Grove Street, Sarasota, FL 34239 a stunning mid-century modern gem infused with an authentic Old Florida vibe. Step inside to admire the beautifully preserved original terrazzo floors, radiating the character of the 1950s. Nestled in a prime location, this home offers effortless access to the pristine beaches and vibrant downtown Sarasota, perfectly blending classic style with modern convenience. Your slice of Sarasota paradise awaits.

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

Listing Agent: Robert Krasow (941-363-6507)