Homes for Sale Near Brookside Middle in Sarasota - 505 homes

Remarks: The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare West-of-Trail lakefront estate home site. The exquisite two-level residence redefines custom home living, flawlessly blending elegance, sophistication and comfort. As you step in the grand foyer, you are greeted by an expansive, open concept living space that seamlessly integrates the living, dining and kitchen areas. The gourmet kitchen is a chef’s dream, featuring top-of-the-line appliances, custom cabinetry and vast walk-in working pantry. This stunning home boasts four bedrooms, five luxurious baths and two convenient half baths. The primary suite, located on the first level overlooks the sparkling lake and features a designer bathroom private outdoor shower. For those who love to entertain, the Windemere II does not disappoint. Enjoy movie nights in the dedicated media room or host family gatherings in the versatile bonus room. A private study provides tranquil workspace. Ascend via the elegant custom staircase or convenient elevator to the upper level, where you will find two additional en-suite bedrooms, a large bonus room with wet bar and fitness room. Enjoy leisurely moments on the balcony overlooking the serene lake. Step through the massive pocketing sliding glass doors to discover your personal lakefront oasis – a breathtaking outdoor living retreat with a custom pool and spa and a fully equipped outdoor kitchen. Gather around the fire pit, perfect for cozy evenings under the stars. The Windemere II is not just a custom residence; it is a lifestyle. Experience the epitome of high-end-living and schedule a tour today! Floor plan located in attachments.

Listing is courtesy of: HB REALTY GROUP INC. (941-378-3983)

Listing Agent: Sara Boudarga (941-321-6352)

Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT. DON'T WAIT. PRICED TO SELL. MAKE AN OFFER TODAY. The Landings 4-bedroom 3 bath home is ready for you! Nicely appointed Chef's kitchen with plenty of storage overlooking the family room and a pass through for plenty of entertaining. Supersize bedrooms. Each bedroom has a bathroom. Solid Bamboo flooring in Main living areas. 4th Bedroom next to primary bedroom makes a great office/den/flex room. Kitchen has granite counters, built-in wine refrigerator, large pantry, wet bar, double ovens and island cooktop. The primary bathroom has marble countertops; vessel sinks and roman shower. His and Hers Walk in closets. Access to pool area. Pool is heated, screened, brand new pool pump installed August 2025 and offers lots of privacy. NEW A/C installed 2023. Oversize garage with new garage doors! Skylights throughout make this home light and Brite. Gated with 24-hour gate guard and a location that gives you access to Sarasota beaches, nature walks to Roberts Bay, Sarasota Memorial Hospital, restaurants, cultural Sarasota activities and excellent schools. The exclusive Landings Racquet Club has tennis, pickleball, heated pool, fitness, and clubhouse. Join if you like its optional. This house is for rent as well whatever happens first, or you can do a lease option. Call for details. Easy to show. Call for a private showing.

Listing is courtesy of: WAGNER REALTY (941-756-7800)

Listing Agent: Alba Lange (941-704-3026)

Remarks: AMAZING OPPOTUNITY TO OWN THIS COMPLETED REMODELED 1 BEDROOM/1 BATH CONDO IN CASTEL DEL MARE WHICH HAS BEEN NICKNAMED THE "HIDDEN JEWEL ON THE BAY" BECAUSE OF ITS DESIRABLE LOCATION WHICH SERVES AS THE GATEWAY TO SIESTA KEY. LOCATED JUSTH SOUTH OF THE DRAWBRIDGE TO SIESTA KEY, YOU CAN WALK, BIKE OR DRIVE RIGHT OVER THE BRIGE AND BE AT THE AMAZING BEACHES, RESTAURANTS, AND SHOPPING VENUES. THIS STUNNING CONDO HAS BEEN COMPLETELY UPDATED. THE KITCHEN BOASTS AN OPEN-CONCEPT WITH GRANITE COUNTERTOPS, PENDANT AND OVER CABINET LIGHTING. A LARGE ISLAND OPENS INTO A SPACIOUS LIVING AREA WHICH FEATURES CROWN MOLDING AND WAINSCOTING. THE LANAI HAS BEEN FINISHED TO CREATE EXTRA LIVING SPACE WITH A HUGE WAL-IN CLOSET. THE MASTER BEDROOM HAS A BUILT-IN CLOSET AND A FULL WALK-IN CLOSET WITH BUILT-IN CABINET AND COUNTERTOP ALLOWING PLENTY OF EXTRA STORAGE. THE BATHROOM HAS BEEN COMPLETELY REMODELED WITH BEAUTIFUL TILED WALK-IN SHOWER. THE UNIT HAS A TANKLESS WATER HEATER (2023) AND A NEW AIR CONDITIONING SYSTEM (2021). THIS CONDO IS TURN-KEY FURNISHED SO IT A GREAT PLACE TO CALL IT A VACATION GET-A-WAY OR HOME! (LIVING ROOM FAN TO BE REPLACED)

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

Listing Agent: Linda Ren (941-928-1393)

Remarks: Welcome to your sunny slice of paradise on Siesta Key. This bright and inviting south-facing condominium offers a great opportunity to enjoy island living just near the world-famous white quartz sand of Siesta Beach. This generously sized two-bedroom, two-bath residence has been well maintained by its original owner and occasionally occupied. The desirable southern exposure fills the condominium with natural light throughout the day, creating an open and welcoming atmosphere. The interior has been recently painted, giving the home a fresh, clean look ready for your personal touches. The unit includes several updates, including a newer stack washer and dryer, newer air-conditioning system, plus energy-efficient LED lighting. The spacious layout provides comfortable living and dining areas along with a generously sized main bedroom en suite, making it ideal for year-round living, seasonal use or take advantage of the Excelsior on-site rental program with a two-week rental minimum. Convenience is key with under-building assigned parking as well as a private storage closet for beach chairs, umbrellas and other beach essentials. This bay-to-beach complex offers an easy distance across the street to the powdery sand and turquoise Gulf waters of internationally recognized Siesta Key Beach. Residents and renters enjoy an impressive array of resort-style amenities. The property features tennis and pickleball courts, beautifully maintained grounds, bayside grilling areas, and bayside and Gulf-side swimming pools. Whether you prefer relaxing by the water, enjoying sunset walks along the beach or staying active with outdoor recreation, this community offers something for everyone. With its prime location, bright southern exposure and access to outstanding amenities, this Siesta Key condominium presents a wonderful opportunity to own a piece of Florida’s sought-after coastal lifestyle.

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

Listing Agent: Peg Davant (941-356-4552)

Remarks: Ideally located in the centrally positioned community of Orchid Oaks, this beautifully updated 2-bedroom, 2-bath, 1,365-sq-ft third-floor condominium offers comfortable living with convenient access to the best of Sarasota. Inside, the residence features a thoughtfully updated kitchen with granite countertops and stainless-steel appliances, complemented by generous cabinetry and workspace. The open living and dining areas create an inviting atmosphere for everyday living and entertaining, while the screened lanai provides a peaceful place to relax and enjoy the surrounding tropical setting. The condominium presents an excellent opportunity for seasonal enjoyment, full-time living, or income potential. The rental policy allows a 30-day minimum lease, up to three times per year. Orchid Oaks residents enjoy beautifully maintained grounds and a variety of community amenities. The clubhouse and pool overlook scenic Phillippi Creek, and residents may reserve the clubhouse once per month at no cost for private gatherings. The community also features gazebos, walking trails, a dog run, and a peaceful creekside dock, providing multiple spaces to enjoy the property’s natural beauty. Located just minutes from Downtown Sarasota, Siesta Key’s renowned beaches, shopping, dining, golf courses, and Sarasota-Bradenton International Airport, this residence offers both tranquility and convenience. A wonderful opportunity to enjoy relaxed condominium living in a charming Sarasota setting. The residence is currently tenant-occupied through May 31.

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

Listing Agent: Evan Weber (941-287-9700)

Remarks: New price - $100K less! Offered for the first time, this rare three-bedroom, three-bath waterfront villa at Excelsior’s coveted Beach-to-Bay community presents an exceptional opportunity to own one of only eight residences of its kind. Positioned on Sarasota Bay and the Intracoastal Waterway, the villa enjoys extraordinary privacy, peacefulness, and sweeping 180-degree water views from the expansive 36-foot lanai and most principal rooms. This light-filled corner residence lives beautifully like a single-family home, elevated above a private two-car garage and framed by windows on three sides. The open floor plan is spacious and airy, enhanced by vaulted ceilings in the living room, primary suite, and guest bedroom, hardwood flooring, and sliding glass doors that invite the waterfront setting indoors. A wood-burning fireplace adds warmth and character, while ceiling fans, custom window treatments, and 3M hurricane film on windows provide comfort and peace of mind. The updated kitchen opens seamlessly to the main living areas, creating an ideal space for entertaining or relaxed island living. The primary suite features a walk-in closet, a walk-in shower, and an updated bath. A new HVAC system, in-residence washer and dryer, and thoughtful upgrades throughout add to the villa’s move-in-ready appeal. Excelsior’s villas are uniquely situated directly on Sarasota Bay’s Intracoastal Waterway, with no other residences between you and the water. Only eight villas exist in total, four three-bedroom residences and four two-bedroom villas, making this a limited opportunity. Residents of Excelsior enjoy an unparalleled resort lifestyle with deeded beach access to Siesta Key’s world-renowned white sands, turquoise Gulf waters, and mango-colored sunsets. Amenities include two large, heated pools, two hot tubs, tennis and pickleball courts, shuffleboard, a fitness center, a library, a community room, and tranquil, tree-lined walkways with ponds and fountains. The fishing and lounging pier, grilling areas and picnic spaces are just moments away. The community is pet-friendly (small dogs), offers easy access to South Bridge and a short distance to Crescent Village, with free trolley service to Siesta Village. With a two-week minimum rental policy and on-site property management services available, the residence also offers attractive flexibility for seasonal or investment use. From morning experiences along the shoreline to breathtaking sunsets over the Gulf, every day on Siesta Key feels like a vacation. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including the Ringling Museum, Van Wezel Performing Arts Hall, and St. Armands Circle. Rarely available and exceptionally positioned, this waterfront villa captures the best of Siesta Key living, privacy, views, resort amenities and effortless access from beach to bay.

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

Listing Agent: Judie Berger (941-928-3424)

Remarks: NOW ONLY $240000! This is officially the lowest-priced condo in the area, and the seller is ready to make a deal. Opportunities at this price do not come along often, especially this close to Siesta Key! Completely updated and turnkey furnished, this bright one-bedroom retreat was remodeled in 2021 with a redesigned kitchen featuring a tiled backsplash and granite countertops. The bathroom has also been upgraded with stylish tile and fixtures. The master closet was thoughtfully upgraded with custom shelving and storage drawers. There's fresh paint throughout and best of all, not a popcorn ceiling to be seen! And for added peace of mind, the A/C was replaced in 2024. Castel Del Mare is loved for its unbeatable location at the gateway to Siesta Key and its resort-style amenities: two pools (including a waterfront pool overlooking the Intracoastal Waterway), tennis courts, pickleball, a fishing gazebo, kayak racks with launch area, and a scenic boardwalk along the bay. Watch sunsets by the water, relax by the pool of your choice, or launch your kayak for a morning paddle — this is Sarasota living at an incredible price…JUST $240,00. Seller is motivated so call now to schedule a private showing. Come see why Castel Del Mare is called the Hidden Jewel on the Bay!

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

Listing Agent: Linda Ren (941-928-1393)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to your slice of paradise in the heart of Sarasota’s highly desired Gulf Gate neighborhood! This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and coastal living, all less than 4 miles from the world-famous Siesta Key Beach.Situated on a spacious corner lot, this home features a freshly painted interior and exterior, ceramic tile flooring throughout the main living areas, and brand-new carpet in the Primary and second bedrooms for added comfort. The recently installed roof (2025) is backed by a transferable warranty, providing peace of mind for years to come. With no HOA or deed restrictions, you’ll enjoy the freedom to personalize your property and explore rental possibilities to maximize your investment.Step inside to discover a thoughtfully designed split floor plan that ensures privacy and flexibility. The kitchen offers plenty of cabinet space and a convection oven perfect for preparing your favorite meals. The family room makes an ideal office, reading nook, or playroom, with access to a screened-in porch and French doors that open to an additional brick paver patio, perfect for relaxing or entertaining in your large, fenced backyard oasis. The utility room offers plenty of space for storage and the perfect laundry room setup. The home utilizes county water, but also features an on-site well for exterior faucets, ideal for a future irrigation setup.Experience the ultimate in Sarasota living with top-rated Sarasota County schools nearby and easy access to shopping, dining, and downtown attractions. The peaceful, quiet neighborhood offers a true sense of community while keeping you minutes from pristine Gulf beaches, vibrant nightlife, and all that Sarasota is known for. Don’t miss your chance to own this Gulf Gate gem—where beachside living, rental flexibility, and modern upgrades come together for the perfect Florida lifestyle!

Listing is courtesy of: TREND REALTY (941-928-3449)

Listing Agent: Darla Latokhin (573-778-6926)

Remarks: Look no further, you have found your perfect new home! Located in ultra-convenient & Mid-Century-hip South Gate, this sophisticated property has it all – from the completely updated (to the studs) interior to important useful updates such as NEW plumbing & IMPACT windows, it is simply gorgeous and move-in ready. The photos speak for themselves and functionally it will completely wow, with a NEW AC, NEW electrical, NEW insulation, NEW hot water heater, NEWER roof (now with third nail for max wind mitigation credit), NEW sleek kitchen appliances, recessed LED lighting, and impact windows throughout. Everything is done so you can simply move in and enjoy! The tidy and stylish curb appeal sets the scene with a spacious 2-car garage & new plantings, then open the front door to find an expansive & airy living & dining area that flows nicely into to the completely updated & sleek kitchen. You’ll love the Samsung French door fridge & range, Maytag dishwasher, quartz countertops, sparkling backsplash, soft-close drawers & cabinetry, as well as the new SPC LVT-style plank flooring throughout. Totally updated baths with chic & expertly chosen finishes are the cherry on top. The split floor plan is sure to appeal, and a huge bonus room & inside laundry room really add to the functionality of the home. Outside you will enjoy getting some sun on the brand-new deck, while reveling in the green surroundings and privacy this large lot offers. The location here cannot be beat; 10 minutes to downtown, Siesta Key, and the interstate, and just slightly more to lively St. Armands Circle and Lido Beach. A Legacy Trail entrance just a mile away is also wonderful for cyclists or those who appreciate nature. This home is immaculate and a must-see on every level so please schedule your visit today!

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

Listing Agent: Allison Werner (941-961-3212)

Remarks: Welcome to your slice of Florida waterfront paradise in Sarasota! This beautifully updated 2-bedroom, 2-bathroom home offers the perfect blend of comfort, style, and coastal living. New hurricane impact windows in 2022. Step inside to discover a fully renovated interior featuring modern finishes, an open and inviting layout, and plenty of natural light throughout. The kitchen and living spaces are designed for both everyday living and entertaining, while the spacious bedrooms provide a relaxing retreat at the end of the day. Out back, your private oasis awaits. Enjoy sunny Florida days lounging by the sparkling pool or take in the peaceful water views of Phillippi Creek. Boating enthusiasts will love the private dock, offering easy access to the water, perfect for kayaking, paddleboarding, or heading out for a day on the boat. For added peace of mind, this home experienced no flooding during the 2024 hurricane season, an incredible advantage for waterfront living. Ideally located just minutes from world-famous beaches, dining, shopping, and all that Sarasota has to offer, this home truly has it all. It has a spacious lot with room for a guest house. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this waterfront gem is not to be missed! Do not go on the property without a scheduled appointment. Property is under video and audio surveillance.

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

Listing Agent: Tracy Anderson (214-621-6128)

Remarks: Waterfront Sanctuary on Siesta Key - Outdoor Living Enthusiasts This is the One! Your party is in the back with your own Very Private Backyard and Pool Area ready for family gatherings, sunset hot tubs, sunrise fishing, & poolside cocktails. Being sold furnished. Move right in! Newer construction meeting all hurricane standards and building codes. All living space is above base flood elevation. Welcome to an unparalleled blend of sophistication and coastal charm. Located on the exclusive Palm Island neighborhood of Siesta Key, this exquisite residence offers an extraordinary island lifestyle—perfectly positioned along the Grand Canal with close proximity to the pristine, sand Beach of Siesta Key and the vibrant energy of Siesta Village. Spanning close to 3,500 square feet of meticulously designed living space, this newly built, custom home provides the ultimate in luxury and island living. The home includes 4 bedrooms, 4 full bathrooms, plus 2 additional half baths. Enjoy an additional, comfortable family room on the second floor. Every detail has been carefully curated to create a seamless balance of form and function. From the moment you enter, you'll be captivated by the open-concept layout, soaring ceilings, and walls of glass that flood the home with natural light, offering breathtaking panoramic views of the Grand Canal, playful manatees, water birds, and lush tropical landscapes. The chef-inspired kitchen is a culinary dream, featuring top-of-the-line Thermador appliances, custom cabinetry, and an expansive, Quartzite island perfect for both cooking and entertaining. The spacious living and dining areas flow effortlessly into the outdoor oasis, where a resort-style pool, hot tub, gas fire pit and outdoor kitchen await. Whether you're hosting guests or simply enjoying a quiet evening, this home offers the ideal setting for any occasion. The first floor primary suite is a true retreat, with ship lap ceiling and accent wall and a spa-like bathroom that includes a walk-in shower and dual vanities. Each additional bedroom/en-suite has been designed with comfort and luxury in mind, providing private, serene spaces for family and/or guests. In addition to the gorgeous interior, the property offers 80 feet of water frontage and unrivaled outdoor amenities including a private dock with 10,000 lb. boat lift ideal for boating enthusiasts to access Sarasota Bay and beyond. Situated just moments from the world-famous Siesta Key Beach, Iconic Siesta Village, and the vibrant downtown Sarasota scene, 262 Island Circle is the epitome of coastal, waterfront living. This is more than a home—it's an island lifestyle. This magnificent residence offers the perfect fusion of luxury, tranquility, and location. Discover your own slice of paradise on Siesta Key today. Call for a private showing.

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

Listing Agent: Joe Kesslak (941-321-8585)

Remarks: One or more photo(s) has been virtually staged. Located in a quiet residential neighborhood just 3.7 miles from Siesta Key, this well maintained Florida ranch offers a combination that is getting harder to find. Close proximity to the beach, no HOA, and the added peace of mind of being in flood zone X. This three bedroom, two bath home features a split floor plan with a primary suite that includes a walk in closet and en suite bath. The kitchen has been updated with granite countertops and opens into the main living space, creating a comfortable and functional layout for everyday living. Recent updates make this home truly move in ready, including brand new luxury vinyl plank flooring and fresh interior paint in 2026. Additional improvements include roof in 2015, HVAC in 2017, electrical panel in 2015, repipe in 2015, and water heater in 2016. The Florida room offers flexible bonus space that can be used as a home office, additional living area, or seasonal room. Out back, the fully fenced yard provides plenty of space to spread out, whether for pets, play, or storing a boat, trailer, or other toys. With no HOA, you have the flexibility to actually use your property. Whether you are looking for a full time residence, a seasonal place near the beach, or an investment opportunity, this location delivers. Just minutes to Siesta Key, shopping, and dining, with a level of flexibility that is hard to find this close to the water. Schedule your private showing today!

Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)

Listing Agent: Ashley Wallace (941-302-2586)

Remarks: One or more photo(s) has been virtually staged. From the moment you arrive, you will immediately notice the combination of an oversized driveway, garage, and covered carport. With room for multiple vehicles, guests, a boat, or weekend toys, this is the type of flexibility you hope for. That's not a stone roof either.... It's an ALL NEW Decra metal roof which gives the home a clean, updated look while adding long-term value and protection. Located at 5929 Murdock Ave, this Sarasota home has been fully renovated with the updates that matter most. Inside, you’ll find new vinyl flooring throughout, fresh paint, updated bathrooms, and hurricane-impact sliders that bring in natural light while adding peace of mind during storm season. The major systems have already been addressed as well, including all new electrical and plumbing that has been professionally scoped, giving the next owner confidence in what they’re walking into. Every update was made with everyday living in mind — creating a home that feels fresh, functional, and ready to enjoy from day one. More than just cosmetic improvements, this is a home where the work has already been done, allowing its next owner to simply move in and make it their own in Sarasota. Updates: 2019 Permit - Mechanical change out - HVAC System - new heat pump - rear unit, 2021 All new LVP flooring throughout the main house, 2021 Installed fence around back yard, 2022 New dishwasher, 2023 Permit - Re-Roof - Decra stone coated metal roof Installed by RoofTech Roofing & Waterproofing, Inc, 2023 New garbage disposal, 2023 Septic tank pumped with full inspection & maintenance, 2023 Installed all new water valves throughout the house, Bathrooms, kitchen & laundry room, 2024 Permit - Rewiring the entire house, new electrical panel, outlets, switches & all new fixtures. Also installed a whole house surge protector at the panel, 2024 Installed new tankless water heater, 2024 Installed new door between the garage and kitchen to meet FBC (was glass door before), 2024 New upgraded stainless steel kitchen sink, 2024-25 Re-screened rear porch, 2025 Full master bathroom remodel, 2026 Full hall bathroom remodel, 2026 Interior Paint, 2026 Exterior paint, 2026 Installed new impact glass sliding doors in living room & master bedroom.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Vincent Diorides (941-720-5717)

Remarks: Experience the pinnacle of coastal luxury in this newly constructed masterpiece, ideally located just moments from the beach and a short walk to the vibrant shops, dining, and entertainment of Siesta Village. Situated on an oversized lot, this exceptional property offers added privacy, space, and presence rarely found in this sought-after location. Featuring 4 bedrooms, a private office, and 4.5 bathrooms, the home blends modern elegance with thoughtful design at every turn. A striking first impression begins at the grand entry, where sleek modern pivot doors set the tone for the refined finishes found throughout. Inside, soaring ceilings and expansive living spaces are filled with natural light, while oversized sliding glass doors create a seamless connection between indoor and outdoor living. The chef’s kitchen is a true centerpiece, showcasing custom flat-panel cabinetry, premium Thermador appliances, and a hidden entrance to a spacious walk-in pantry—offering both style and function. Every detail has been carefully curated, from custom built-ins in select bedrooms to the high-end finishes that create an atmosphere of refined comfort. The main living spaces open effortlessly to a private outdoor retreat featuring a resort-style pool and spa, sun shelf, and panoramic screened enclosure with elegant glass railings—perfect for entertaining or relaxing in complete privacy. Car enthusiasts and those in need of extra storage will appreciate the impressive three-car garage with 17-foot ceilings and a built-in car lift, allowing space for a fourth vehicle or additional elevated storage—an exceptional and rare amenity. Designed with both luxury and resilience in mind, this home offers peace of mind in any season. Built elevated and engineered for coastal living, it is equipped with a buried 500-gallon propane tank and a whole-house generator—providing reliable, uninterrupted power during outages. Combined with modern construction standards and durable materials, this residence delivers a level of security and preparedness rarely found in homes this close to the water. Complete with integrated smart home features including a whole-home speaker system and security cameras, this residence offers the very best of modern coastal living. More than just a home, this is a lifestyle opportunity in one of Siesta Key’s most sought-after locations—where luxury meets lasting peace of mind.

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

Listing Agent: Daniel Dabrowski (847-274-2960)

Remarks: Elegant Siesta Key Waterfront Living. Don’t just move. Arrive! Enter into your residence, and the world falls away. Picture-perfect postcard views from nearly every room await to welcome you home. Nestled on an unrivaled point at the intersection of the Grand Canal’s most impressive waterways, this newly renovated, rare find offers you the complete package. Luxury finishes, high-tech resilience, and the quintessential Siesta Key lifestyle are prepared for you to move in ready. A brief stroll from the vibrant energy of Siesta Key Village and the quartz sands of Siesta Beach. With an astounding approximately 240 feet of private seawall and offering long-range canal views creating a lagoon-like setting, this opportunity simply cannot be replicated. While offering crisp, clean lines of modern contemporary style, the infrastructure is strictly 2026-ready. This unique residence provides both luxurious aesthetic appeals, featuring a fully updated chef’s kitchen and designer baths, and "invisible luxury". The peace of mind that comes from the resilience of a durable metal roof, new seawall, and all-new high-velocity hurricane windows and doors, new flooring, wood burning fireplace, and new electrical, plumbing, as well as new three-zone HVAC and mechanical systems, has been thoughtfully provided. And, for your peace of mind, professional night vision high-tech security cameras and systems were installed in 2026. The preferred split plan offers three additional bedrooms, including a private guest suite with its own separate entrance and ensuite bath. Life at 339 Treasure Boat Way centers around the water. Venture out onto the paved, open-air pool deck to find a 2026 freshly re-finished Aqualink-controlled, saltwater, heated pool and spa with LED lighting. Enjoy gentle, golden morning sun and cool, shaded afternoons—perfect for entertaining and alfresco dining. An oversized detached two-car air-conditioned garage, fenced yard for pets, and ample guest parking.

Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)

Listing Agent: Tonna Gruber (941-232-8950)

Remarks: This bright and inviting 2-bedroom, 2-bath villa is located in the exclusive Eagle Chase community, a charming enclave of only 21 villas. The open floor plan features cathedral ceilings in the living room and luxury vinyl flooring (2025) throughout the main living areas. The living space has also been freshly painted, creating a light and welcoming atmosphere ideal for both everyday living and entertaining. Both bedrooms are generously sized, with well-appointed bathrooms offering comfort and convenience. Step outside to your private screened lanai overlooking lush landscaping, perfect for relaxing with morning coffee or unwinding in the evening Throughout the community, majestic oak trees create beautiful natural canopies, enhancing the peaceful setting and providing a serene retreat for residents and guests alike. This villa blends comfort and style, featuring thoughtful design and durable finishes, including a 2021 roof, 2020 water heater, and HURRICANE IMPACT WINDOWS throughout, offering added safety and peace of mind for new owners. The property also includes two reserved parking spaces, including a covered carport, providing convenience and protection for your vehicles. Eagle Chase offers quiet, well-maintained community living just minutes from Red Bug Slough Preserve, where nature lovers enjoy walking trails, biking, and birdwatching in a scenic natural setting. For beach enthusiasts, the villa is also just minutes from world-famous Siesta Key Beach, known for its powdery white sand and crystal-clear Gulf waters. Residents enjoy easy access to shopping, dining, and top-rated schools, combining coastal living with everyday convenience. Schedule your private showing today and discover the comfort and charm this villa has to offer.

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

Listing Agent: Justin Piccillo (908-670-3209)

Remarks: OWNER MOTIVATED LOOKING FOR OFFERS! Positioned in highly desirable Oyster Bay Estates in the West of Trail area, this beautifully rebuilt 4-bedroom, 3.5-bath home sits on a high-and-dry spacious 1/3-acre lot in flood zone X where no flood insurance is required. Completely gutted and reconstructed to the highest standards in 2021 this residence is like new. This remarkable property includes a newly-built 484 sq ft detached guest house/ADU with private entrance. Lush, mature landscaping provides privacy and curb appeal to this lovely home. Relaxing Florida living is ensured with a covered luxury outdoor living space including an outdoor kitchen with grill, cooktop, refrigerator and sink ideal for entertaining and family life. Also part of the outdoor living space is the inviting heated saltwater pool and spa with travertine tile deck and new pool cage. The new open-concept kitchen boasts Dekton countertops, a light-wood island with built-in drawers, a gas range and closet pantry. All the bedrooms include ensuite bathrooms. The primary suite offers a custom walk-in closet and spa-style bath with dual vanities, quartz countertops, large walk-in shower, and Toto water closet. The A/C system was replaced in 2025 and provides individual thermostats in each bedroom for comfort. Other new features include wood-look tile flooring throughout, impact windows and doors, new roof, replaced PVC plumbing drains, updated electrical with new panel, sprayed insulation, smooth finished walls & ceilings, tankless water heater, natural gas hookup, new well and irrigation system, and $100,000 in upgraded landscaping. The oversized 2-car garage features epoxy flooring and an impact garage door. Surveillance cameras and security lighting is included for your well-being. Set back from the road, this home offers a quiet and private ambiance. Residents in Oyster Bay enjoy walking through the lovely treed neighborhood and biking to tennis, dining & the marina at the Field Club, and to Red Rock Park and Siesta Key. The home is in an excellent location just minutes to Siesta Key beach, Southside Village and downtown Sarasota, and walking distance to schools, Trader Joe’s, Publix, restaurants, and cafes. This is a fabulous opportunity!

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

Listing Agent: Carolyn Donnelly, Pa (941-350-9900)

Remarks: Welcome to this SOUTHGATE pool home in the heart of Sunnyside Park—one of Sarasota’s most sought-after neighborhoods. Recently refreshed with fresh interior paint, this well-maintained 3-bedroom, 2-bath residence blends timeless character with thoughtful updates, offering comfort, functionality, and move-in-ready appeal. Inside, you’ll find a spacious layout highlighted by a brick-accented living room that brings warmth and charm. Natural light pours in through large windows and enclosed sliding doors, brightening both the main living space and separate dining area. Terrazzo floors run through most of the home, adding durability and classic Florida style. The split-bedroom floor plan provides ideal privacy, with a generously sized primary suite featuring its own en-suite bath. Step outside to your private Florida retreat, set on an extra-large lot. A screened lanai transitions seamlessly to a paved patio and open pool area, ideal for entertaining or relaxing in the sunshine year-round. The fully fenced backyard offers both privacy and space to spread out, while the oversized driveway provides ample parking. Located just minutes from US41, Siesta Key Beach, and downtown Sarasota, and zoned for top-rated schools including Southside Elementary and Brookside Middle, this home also places you close to Arlington Park’s trails, fitness center, and aquatic complex. With its fresh updates, flexible living spaces, and prime central location, this Southgate pool home is ready for its next owner—schedule your showing today.

Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)

Listing Agent: Rachel Tritschler (941-993-5892)

Remarks: One or more photo(s) has been virtually staged. Fully remodeled Sarasota duplex in highly desirable Phillippi Gardens with no HOA and no CDD fees, offering exceptional income potential just minutes from world-famous Siesta Key Beach, consistently ranked among America’s top beaches. This turn-key multifamily investment property features two spacious 2-bedroom, 1.5-bath units, each with an attached 1-car garage, private patio, screened lanai, and fenced backyard, providing ideal privacy for tenants, short-term rental guests, or multi-generational living. Both units have been thoughtfully upgraded with brand-new luxury flooring, beautifully renovated kitchens with modern cabinetry and countertops, updated bathrooms, new stainless steel appliances including washers and dryers, all-new hurricane-impact windows and garage doors, plus updated plumbing and electrical systems for added peace of mind. The property experienced no interior flooding during the 2024 storms, a rare advantage in this market. Perfect for investors seeking strong long-term rental income, Airbnb or VRBO opportunities (buyer to verify local regulations), or a house-hacking strategy by living in one unit and renting the other, this Sarasota income property offers outstanding flexibility in one of the Gulf Coast’s most desirable locations. Ideally situated approximately 10 minutes from Siesta Key Beach, 12 minutes to Siesta Key Village, under 20 minutes to University Town Center, and conveniently close to US-41, downtown Sarasota, waterfront dining, marinas, nightlife, and premier shopping, this fully upgraded duplex presents a rare opportunity to own a high-demand Sarasota investment property in a market known for rental strength and long-term appreciation.

Listing is courtesy of: COMPASS FLORIDA, LLC (305-851-2820)

Listing Agent: Mark Middleton (727-871-7653)

Remarks: **This is the One! Coastal Contemporary Beachside Living!** Welcome to the stunning Penthouse-level, 4th-floor residence at Sunset Royale with beautiful unobstructed Gulf-facing views! Enjoy every sunrise and sunset! Ideally positioned just across the street from world-renowned Siesta Key Beach. This truly move-in ready condo has been beautifully renovated throughout, offering a light-filled coastal interior and effortless flow. The kitchen is a true centerpiece, featuring high-end quartz countertops and backsplash, a large waterfall-edge island, solid wood custom cabinetry, and newer appliances (approximately 2 years). The open layout flows seamlessly into the living space with a fantastic accent wall and out to the balcony, where you can enjoy sweeping Beach/Gulf views. Additional highlights include an in-unit washer and dryer, a newer water heater, and a beautifully updated bathroom with a walk-in shower. A thoughtfully designed welcome area inside the unit provides a perfect arrival space with games, guides, and local information. This property also features an owner's storage unit ideal for beach chairs and gear, a designated parking space, and convenient building amenities including garbage chutes on both sides and two on-site grills available at no charge to owners and guests. Cable is included in the HOA fee, and the building features a new roof put on in 2025. Flexible ownership options allow for **7-day rentals or longer**, with on-site management available through Prime Vacations (optional, not required). Whether for personal use or investment, this penthouse residence delivers the ultimate in convenience, comfort, and location in the heart of Siesta Key! A short stroll to Siesta Key village and only a few steps out to the beautiful white sandy beach! Reach out today to schedule your own private tour!

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

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