Homes for Sale Near Brookside Middle in Sarasota - 708 homes

Remarks: Under contract-accepting backup offers. Welcome to your dream family home on Bay Island, located on the premier north end of Siesta Key. This inviting 2-bedroom, 2-bathroom residence is nestled among beautiful homes on Norsota Way, one of Sarasota's most coveted streets, offering a perfect blend of comfort and elegance. Located in an exclusive neighborhood with multimillion-dollar homes, this property presents an incredible value opportunity. This solidly built block construction home offers peace of mind and durability without sacrificing old school Florida charm. The main living level is elevated on the second story and features a spacious open floor plan designed for ease and relaxation, including partial water views of Sarasota Bay from the upstairs bedrooms and a wrap-around deck, perfect for enjoying your morning coffee. This home includes approximately 1,527 additional square feet on the first floor, which is not included in the main living space square footage. From here, step outside through the sliding doors to discover a recently resurfaced pool and spa with brand new pool and pump equipment (2025), set in a captivating garden oasis. This gem is adorned with numerous updates, including a new hot water heater (2024), upstairs and downstairs HVAC systems (2024), a new furnace (2024), a new refrigerator (2024), a new washer and dryer (2024) and fresh landscaping. Just steps away, you'll find a gorgeous park with unobstructed views of passing sailboats, friendly dolphins, breathtaking sunsets, the Ringling Bridge and Sarasota skyline. Shell Beach is only a short stroll away or hop on your bike or golf cart and ride to Siesta Beach, Siesta Village, Southside Village, or to the Field Club for family-friendly entertainment. Sarasota Memorial Hospital, Out of Door Academy, Southside Elementary School are also less than two miles away. Don’t miss your chance to own a piece of paradise in this exclusive enclave! Schedule your private tour today!

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

Listing Agent: Wendy Egan (941-444-0446)

Remarks: Discover unparalleled modern luxury living in this beautifully updated 3-bedroom, 2.5 bathroom townhome located within the highly sought after 24-guard gated community of the Landings. Spanning 1,912 square feet of meticulously designed living space with its unique features and unparalleled style, this residence is poised to exceed even the most discerning buyer's expectations. This exceptional property has undergone significant modern enhancements, blending contemporary design with classic coastal charm. As you enter this remarkable home, you'll be greeted by an awe-inspiring first floor boasting soaring ceilings that create a sense of grandeur and openness. The open-concept living area is adorned with stunning engineered wood flooring, new large impact sliders ensuring peace of mind while providing plenty of natural light and a cozy wood burning fireplace for those colder winter days. The gourmet kitchen is equipped with top of the line Thor stainless steel appliances, quartzite countertops, custom cabinetry and high-end Classic Brass fixtures provided by Mar Vista Hardware making it a chef's dream. Adjacent to the kitchen, the dining area seamlessly flows into the living space, creating an ideal setting for both intimate dinners and larger gatherings. The primary suite serves as a private retreat, featuring a spacious layout, en-suite bathroom with spa-like amenities, and direct access to a private balcony overlooking mature foliage for added privacy. The second and third bedroom are equally inviting with easy access to a well-appointed guest bathroom. Additional amenities include secure one car parking with laundry facilities and an expansive patio for al fresco dining. Designed to enhance the coastal living experience there is also a community heated pool, hiking trails and direct bay access. Membership to the Landings Racquet Club is optional. Situated in a prime Sarasota location, residents are just minutes away from renowned dining, shopping, and entertainment venues. Whether you're seeking a serene coastal sanctuary or a stylish space for entertaining, this property offers the best of Sarasota living.

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

Listing Agent: Bruce Mibach (310-819-5936)

Remarks: This centrally located, tastefully updated lakefront home in Sarasota is one you will not want to miss! The conveniently located community of Briarwood boasts amazing proximity to beaches, shopping, dining, and excellent public schools. This quiet cul-de-sac is tucked away and features long water views and a nicely sized yard. The curb appeal of this three bedroom home is an A+ with beautiful stacked stone façade, fresh exterior paint, and a new roof in 2022! The interior of this home does not disappoint- clever design and smart updates abound. Upon entering, you’ll notice vaulted ceilings, a split bedroom open concept plan, a newly poured concrete back porch and great views from nearly every room. The modern kitchen features new quartz countertops, updated appliances, and stylish farmhouse sink. The primary suite is spacious with walk-in closet and smart updates. The main areas in the home have new white oak LVP flooring and new paint throughout. The additional bedrooms are abundantly-sized and the whole home has a great feel. You’ll have to see it to believe it- this incredibly updated home won’t last forever, schedule your private showing today!

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

Listing Agent: Drew Russell (941-993-3739)

Remarks: Under contract-accepting backup offers. What if every weekend felt like a vacation, and every vacation felt like home? Perfectly positioned just minutes from the powder-soft sands of Siesta Beach and the restaurants, boutiques, and nightlife of Siesta Key Village, yet tucked away on a quiet, oak-canopied street, 5121 Oxford Drive offers something increasingly rare: the ability to truly have it all. Whether you're searching for the ultimate family retreat, a luxury second home where lifelong memories are made, or a waterfront property with exceptional vacation rental potential, this home delivers the lifestyle buyers dream about without the compromises they dread. Forget spending months managing contractors, unexpected repairs, or costly renovations. Nearly every major component has already been upgraded, including a new deep-water dock with 10,000 lb. boat lift (2025), impact-rated Low-E sliders and doors (2025), new HVAC systems (2025), whole-home dehumidifier (2025), heated saltwater pool (2024), spa-inspired primary bath (2024), designer kitchen (2023), tankless water heater, hurricane-rated garage doors, climate-controlled garage, metal roof, and stunning Cumaru Brazilian teak wraparound balconies. Simply unpack and start living. Spend your mornings watching boats glide down the Grand Canal with coffee in hand, your afternoons cruising Sarasota Bay from your private dock just minutes away, and your evenings taking the golf cart to Siesta Village for dinner, live music, or a sunset walk on America's most celebrated beach. With 50 feet of deep-water frontage, boating isn't an occasional event—it's part of everyday life. For investors, few destinations generate year-round demand like Siesta Key, making this an exceptional opportunity to own a luxury property in one of Florida's most desirable vacation markets. For families, it's a place where children spend their days in the pool, weekends on the beach, and holidays become traditions that last for generations. This isn't simply another waterfront home. It's freedom from projects. Freedom from compromises. Freedom to enjoy the Siesta Key lifestyle the day you close. Homes that combine boating, beach access, golf cart convenience, luxury upgrades, and timeless coastal living in one complete package rarely become available. This is one of them.

Listing is courtesy of: EXP REALTY LLC (800-486-1794)

Listing Agent: Mark Coppens (941-444-0436)

Remarks: Your island escape awaits! Masterfully renovated and beautifully styled, this turnkey-furnished and move-in ready 2-bedroom, 2-bathroom, 1-car garage pool/spa coastal residence offers an unmatched island lifestyle on Siesta Key. Positioned on a tranquil residential street, this beautiful home sits at the intersection of privacy and prestige—just moments from the culinary delights of Siesta Village and the iconic white Quartz sands of Siesta Beach. The interior design embraces a bright, open floor plan defined by a sophisticated coastal color palette and seamless indoor-outdoor integration. At the heart of the home is the gourmet kitchen, featuring premium Cambria quartz countertops, classic farmhouse sink, and luxurious Wolf and Sub-Zero appliances. Thoughtful details include subway tile backsplash, a wine refrigerator, convenient pot filler, and custom soft-close cabinetry. Retreat to the primary bedroom suite, featuring a custom walk-in closet and an elegantly appointed en-suite bath with a granite-topped double-sink vanity and a beautifully tiled walk-in shower. Guests will enjoy total privacy in the secondary bedroom and guest bath with shower over tub. Outside, the screened lanai functions as an outdoor living room, offering views of the heated saltwater pool, integrated spa, and manicured tropical grounds, lovely in the evenings with custom outdoor lighting. Every detail has been upgraded for maximum comfort and durability, from the impact-glass windows and doors to plank tile flooring throughout, new laundry room with front-load Samsung washer & dryer and a high-efficiency tankless water heater. Boasting a proven location with income potential exceeding $100,000 per year, this property represents a rare opportunity as an excellent investment or your ideal seasonal or permanent home. No HOA! Schedule your showing today!

Listing is courtesy of: WILLS REAL ESTATE LLC (941-275-5154)

Listing Agent: Uli Wills (941-275-5154)

Remarks: Experience relaxed elegance in Eagles Point at The Landings, where waterfront surroundings, vibrant amenities, and colorful sunsets create a true year-round retreat. This light and inviting second-floor corner residence offers three bedrooms, spacious living areas, all hurricane-rated windows, and an enclosed Florida room with hurricane-rated sliders and western exposure for enjoying beautiful evening skies. The open living and dining areas flow seamlessly together, while the kitchen features a granite-topped island, stainless steel appliances, and an eat-in area. The owners suite opens to the Florida room and includes a fitted walk-in closet, dual-sink vanity, soaking tub, and separate shower. Two guest bedrooms enjoy eastern exposure and morning light. Additional features include a spacious laundry room with utility sink, secure garage parking, private storage, and pet-friendly living up to 25 pounds. Eagles Point residents enjoy a private pool and grilling area, while The Landings offers gated security, a vibrant social atmosphere, Racquet Club membership included in monthlies with Har-Tru tennis, pickleball, fitness, pool and spa, library, community room, kayak storage and launch, and a scenic trail to the Intracoastal fishing pier. Whether full-time or seasonal, Unit 206 offers an exceptional opportunity to enjoy The Landings lifestyle.

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

Listing Agent: Daniel Treiman (917-657-7495)

Remarks: Experience penthouse living in Eagles Point at The Landings, where expansive water views, vibrant amenities, and colorful sunsets create a true year-round retreat. This light and inviting top floor 3-bedroom residence offers spacious living areas, an additional foot of ceiling height, and an enclosed Florida room with hurricane-rated sliders and western exposure for enjoying sweeping views and beautiful evening skies. The open living and dining areas flow seamlessly together, while the kitchen features a granite-topped island, stainless steel appliances, and an eat-in area. The owner's suite opens to the Florida room and includes a fitted walk-in closet, dual-sink vanity, soaking tub, and separate shower. Two additional guest bedrooms enjoy eastern exposure and morning light, while the rare additional half bath not found in many other Eagles Point residences adds extra convenience for guests. Additional features include a spacious laundry room with utility sink, private storage, and two assigned parking spaces in the secure garage, a valuable benefit reserved for top-floor residences. Eagles Point residents enjoy a private pool and grilling area, while The Landings offers gated security, a vibrant social atmosphere, Racquet Club membership with Har-Tru tennis, pickleball, fitness, pool and spa, library, community room, kayak storage and launch, and a scenic trail to the Intracoastal fishing pier. Whether full-time or seasonal, Unit 406 offers an exceptional opportunity to enjoy penthouse views and The Landings lifestyle.

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

Listing Agent: Daniel Treiman (917-657-7495)

Remarks: THIS RARELY AVAILABLE and highly sought-after Landings Carriage Home, nestled within mature landscaping and offering verdant vistas from every room, is ready for its next owner. This residence lives like a single-family home, featuring a charming living area with a wood-burning fireplace, custom mantle, glass-topped shelf divider, and LVT plank flooring. Abundant windows fill the home with natural light, while plantation shutters provide privacy and character. The surrounding landscaping includes hibiscus, palms, ferns, and flowering trees, supported by an irrigation system, creating a peaceful garden setting. A paver driveway and walkway enhance the welcoming curb appeal. The split floor plan offers privacy, with a spacious primary suite featuring a dressing-room-style closet. The updated primary bathroom includes a walk-in shower with travertine, stone vanity top, high ceilings, and mirrored and tiled accents. The suite also features a ceiling fan and access to a private patio. The guest bedroom offers two closets and a full patio door for natural light. The second bathroom includes a granite-top vanity and tub/shower combination. The dining area is highlighted by a coastal-style glass bead chandelier. A glass-enclosed lanai provides flexible space for an office, den, or guest area. The kitchen features newer stainless steel appliances, granite countertops, a breakfast area, and a patio door leading to a private walled courtyard with a ceramic tiled fountain—ideal for relaxing or outdoor dining. Residents of The Landings enjoy scenic nature trails leading to Roberts Bay, along with a private fishing gazebo and kayak launch. Conveniently located between the Siesta Key bridges and approximately seven miles to downtown Sarasota. THIS IS THE LOCATION!! New additional gutters (2025), new TPO lanai roof (2026), new barrel tile roof (2022 association maintained), tankless hot water heater, new GE stacked full size washer and dryer with wifi capability (2021), new stainless steel Kitchen Aid appliances (2023), new garbage disposal (2024), new wifi controlled thermostat (2022), newer A/C system, create a home for you to easily move right into. Landscaping and building exterior maintenance are included in the monthly fees, so you are free to take advantage of the ideal Landings location—strategically developed as one of Sarasota’s premier gated communities with optional Racquet Club membership with 8 Har-Tru tennis courts, pro shop, fitness center, meeting rooms, pool and spa. The Landings has a lush well maintained nature trail that leads to Roberts Bay with a private fishing gazebo and rental space to park your kayak. Midway between the two Siesta Key bridges and approximately 7 miles from downtown—this is THE LOCATION.”

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

Listing Agent: Heather Chase (941-320-3121)

Remarks: Tucked within the winding, tree-lined streets of one of Sarasota's most coveted west of trail communities, this architectural gem offers a rare opportunity to own a signature custom home in The Landings. With over 3,800 square feet of living space, four bedrooms, four full baths, and a powder room, this 1983 residence is the epitome of elevated design - where bold architectural character meets serene, sanctuary-style living. Soaring vaulted ceilings and dramatic spiral stairwells set the tone from the moment you enter. An elevated library nook invites quiet retreat, while custom stained glass windows cast beautifully filtered light throughout the day. A dedicated meditation space adds a dimension of wellness rarely found in residential design - your own private escape to find balance and calm. The outdoor living experience has been thoughtfully reimagined. A resurfaced private pool anchors the expansive lanai, now complemented by a generous outdoor kitchen ideal for entertaining or simply savoring the Florida lifestyle in style. Life at The Landings extends well beyond your front door. Winding roads shaded by mature canopy trees, neighborhood lakes, parks, and nature trails create an idyllic backdrop for morning walks, cycling, and quiet reflection. Residents enjoy direct access to Roberts Bay, and the community's optional Racquet Club offers swimming, tennis, and lessons just a short bike ride away — a lifestyle as active or as tranquil as you choose. This is more than a home. It is a retreat, a statement, and a community.

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

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

Remarks: Virtually Staged. Nestled near the gentle waters of Roberts Bay, this enchanting Siesta Key home rests on a quiet cul de sac street where the only sounds are the whisper of palms and the laughter of neighbors walking by. T location captures the essence of island life — peaceful, private, and just moments from where the sun dips into the Gulf. A short stroll or quick bike or golf cart ride has you in the center of vibrant Siesta Key. This home is dependable and offers new hurricane impact-rated windows, garage door and sliders; re-lined plumbing lines as well as new pex water supply lines throughout; and a new HVAC system and water heater. Step inside, and you’ll feel the warmth of a home that’s been lovingly renewed. Every detail reflects care and comfort — from the four inviting bedrooms and two full baths to the light-filled kitchen adorned with stainless steel appliances and a captivating blue glass tile backsplash reminiscent of the Gulf waters just moments from your front door. The dining area invites long, easy meals, while two separate living spaces offer versatility for gathering, relaxing, or simply enjoying the rhythm of coastal living. Life is low maintenance and carefree with durable lvp flooring that looks modern and will compliment your coastal décor. Beyond the back door lies a spacious, fenced yard — a blank canvas waiting for your imagination. Picture a pool glimmering under the afternoon sun, a lush garden framed with tropical blooms, or a firepit where evenings stretch into starlit conversations. Here, you aren’t confined to someone else’s vision — you have the freedom to create your own perfect oasis suited to your tastes and dreamy outdoor vibe. The charming front porch welcomes your guests — a cheerful prelude to the life that awaits within. New hurricane-rated windows offer confidence and calm, while the spacious two-car garage with smart epoxy flooring and the generous, indoor laundry room offers convience. This is more than a house; it’s a fresh beginning on Siesta Key — a place where your coastal dream can take root.

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

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

Remarks: Siesta Key, exclusive gated community of only 18 homes with Marina, pool and tennis all within a private, lush, tropical paradise . Walking paths around the lagoon as well as the beautiful Marina make Hamilton Club a truly unique lifestyle. Inspired by the architcture of Bermuda with its close ties to 17th Century Great Britian is recognised by its striking pastel colored walls and "welcoming arms" staircases . Very close to the Village and Beach , yet equally convenient to Downtown . This sophisticated townhome has been completly renovated with fine finishes , wood and stone prevail with architectural beauty . Soaring ceilings bring in the most elegant lighting . The kitchen with its sweeping bar of magnificent granite can accomodate a large party-open to the Great Room , it is both sleek and inviting .Premium appliances include Miele, Bosch , GE and KitchenAid .Expansive counter space , built in shelving and a variety of pantries and drawers add to the incredible functionality. The Great Room with 20 foot ceilings opens to the screened balcony with a charming view of the lagoon and pool area . The primary bedroom is enhanced by the stunning view of treetops and is all the more cozy for having its own fireplace . Impact rated windows and a metal roof combine to make this solid structure weather worthy . On the ground floor , in addition to the oversized two car gargage is a climate controlled bonus room which opens to the ground floor lanai . Boating , swimming , tennis and walking paths , within a private and peaceful environment close to everything -that is the Hamilton Club .

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

Listing Agent: Barbara Dumbaugh (941-349-3444)

Remarks: Perched atop the building, this exceptional penthouse offers sweeping, unobstructed views over a lush green preserve, complemented by enticing peek-a-boo glimpses of the Intracoastal Waterway. Enjoy these panoramic vistas from the living room, primary bedroom or a stunning glassed-in seating area. This unique space captures expansive scenery while inviting gentle coastal breezes, creating a seamless blend of indoor comfort and outdoor beauty. The kitchen features a cozy breakfast nook, perfect for starting your day. The spacious primary suite includes a large walk-in closet, separate vanities, a walk-in shower with a rainhead, plus a semi-private water closet. The versatile den or study is outfitted with a closet, offering flexibility, and can easily be converted into a third bedroom to suit your needs. Located behind the gates of The Landings, this maintenance-free residence is ideal as a full-time home or seasonal getaway, offering both tranquility and convenience. Just minutes from vibrant downtown Sarasota, you’ll have easy access to an array of dining, shopping and cultural attractions, while world-famous Siesta Key Beach is only a short drive away. Residents of The Landings enjoy an impressive array of amenities within this private, gated community. Take advantage of Har-Tru tennis courts, a fitness center and an active clubhouse. The junior Olympic-sized swimming pool provides a place to relax or stay active, while kayak storage and a launch area make it easy to explore the nearby Intracoastal Waterway. A scenic nature trail further enhances the community’s appeal, offering peaceful surroundings and direct access to the water. This penthouse delivers an exceptional lifestyle defined by natural beauty, comfort and convenience.

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

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

Remarks: Welcome to one of the best locations in Crooked Creek! This beautifully updated first-floor 2 bedroom, 2 bath split-plan condominium is ideally situated in the building directly next to the heated pool and just steps from the private community gate leading into the stunning Red Bug Slough Preserve. Light, bright, and open, the residence features expansive floor-to-ceiling windows that bring the outdoors in, showcasing peaceful views of Crooked Creek, a charming footbridge, and lush Florida landscaping filled with native foliage and wildlife. Enjoy your morning coffee or evening beverage from one of two serene lanais surrounded by nature. The Interior has been COMPLETELY UPDATED IN 2021, and now has a BRAND NEW A/C UNIT just installed May 2026. This stunning home offers a MODERN UPDATED KITCHEN with solid surface counters, stylish cabinetry, updated appliances, recessed and under-cabinet lighting, along with new laminate and tile flooring throughout. Both BATHROOMS were BEAUTIFULLY RENOVATED, and the home also features fresh interior paint, plantation shutters, and recessed lighting in the kitchen, dining area, and guest bedroom. The versatile guest room includes a Murphy bed with built-in desk, making it perfect for visitors or a convenient home office. Crooked Creek residents enjoy numerous community improvements including NEW ROOFS (2019-2021), CARPORTS, EXTERIOR PAINT (2025), RESURFACED HEATED POOL (2025), and an updated poolside COMMUNITY KITCHEN (2025). Each unit includes covered parking and a private storage locker in a large community shed. Outdoor amenities include a heated pool, large pool deck with covered pergolas. A gazebo area with gas grills for BBQ gatherings, and a tennis/ pickleball court. Designed by RENOWNED ARCHITECT TIM SEIBERT of Sarasota School of Architecture, the Crooked Creek community is thoughtfully nestled within nature, with winding paths and tranquil surroundings that make it a true hidden gem. A must-see for nature lovers seeking peaceful Florida living just moments from everything Sarasota has to offer.

Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)

Listing Agent: Phyllis Coviello (941-408-3265)

Remarks: Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026.

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

Listing Agent: Ethel Lovelace (941-586-7390)

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

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

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

Remarks: Best beachfront value on Siesta Key!!! This second-floor condo features two bedrooms and two bathrooms, including a primary ensuite with a king-size bed and a guest bedroom. The interior offers a spacious living area, a formal dining space, and a fully equipped kitchen with granite countertops. Residents and guests can enjoy spectacular views of the Gulf of Mexico and sunsets from the private lanai. The property has recently benefited from refreshed landscaping and updated outdoor furniture. On-site amenities include a year-round heated pool, private beach access with cabanas and lounge chairs provided. A beachfront courtyard with shuffleboard, cornhole, gas grills and shaded seating are ideal for relaxation while watching sunsets. The recreation room offers air hockey, ping pong and more. Located in Island House, well known to be the top rental income producer, this unit is not only a beautiful 2nd home or vacation destination but also a highly valuable, appreciating assest/investment property. While the 2024 and 2025 seasons were impacted by hurricanes resulting in an average rental income of $80,000 a year over the last several years, these units are capable of well over $100,000. With exceptional water views and professional on-site management, this property represents a marriage of functionality, income and beauty.

Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)

Listing Agent: Josh Beckmann (941-321-3500)

Remarks: Experience the best of waterfront island living in this exceptional 4-bedroom, 2.5-bath residence, perfectly positioned just minutes from the world-famous shores of Siesta Key Beach. Situated on a sprawling corner lot of approximately 19,055 square feet — with almost 80 feet of canal frontage — the property is enveloped by mature tropical landscaping that creates an incredibly private, resort-like sanctuary you have to see to believe. This home has been completely and thoughtfully updated — truly move-in ready with select furnishings included. New hurricane impact-rated windows and sliding doors (2023) provide both security and peace of mind, while the Tesla Solar System with battery backup delivers energy efficiency and independence. Step outside and discover your own private paradise. A tiki hut, freeform pool with cascading waterfall, and stunning outdoor living spaces make entertaining effortless, while your private dock with boat lift puts boating, fishing, kayaking, and paddleboarding right at your doorstep. The sheer size and lush privacy of this lot is a rare find — expansive, tranquil, and beautifully landscaped. No HOA. Just freedom, flexibility, and the Florida lifestyle at its absolute finest — minutes from the boutique shops, acclaimed dining, and laid-back charm of Siesta Key Village.

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

Listing Agent: Stephen Johnston (941-302-8080)

Remarks: Tucked away near the end of a quiet cul-de-sac on an oversized, private waterfront lot in Siesta Isles with 109 feet of frontage on Siesta Key's Grand Canal, this exceptional 4,161-square-foot residence offers a rare combination of privacy, expansive living spaces, extensive upgrades, and breathtaking water views. Positioned at the canal's coveted "Big Bend," the home enjoys panoramic open-water vistas enhanced by neighboring county-owned green space, creating a lush natural backdrop and a remarkable sense of seclusion. Designed for both grand entertaining and everyday comfort, the light-filled floor plan features four bedrooms+bonus room, three full baths, multiple living areas, and rich wood flooring throughout.  At the heart of the home is a gourmet chef's kitchen appointed with premium appliances, seamlessly connecting to an expansive great room where floor-to-ceiling glass frames stunning waterfront views.  A separate entertaining bar features illuminated cabinetry, a wine refrigerator, sink, second Bosch dishwasher, and pass-through window to the lanai, making indoor-outdoor hosting effortless.  The great room easily accommodates a dining table for ten while offering multiple gathering spaces to relax and enjoy the ever-changing waterfront scenery. The spacious primary suite serves as a private retreat, featuring a newly replaced waterfront deck and captivating water views from nearly every angle. Extensively upgraded with an emphasis on durability and peace of mind, the home features impact-rated windows and doors, recently replaced metal and flat roofs, two elevated HVAC systems, an elevated whole-house generator, mini-split air conditioning in the garage, two water heaters, extensive electrical upgrades, and all cast-iron sewer lines replaced with PVC.  Outside, the resort-style living experience continues with expansive travertine patios, a heated saltwater pool and spa, multiple covered and open-air seating areas, and exceptional boating amenities including a new dock, 10,000-pound boat lift, and additional double jet ski/kayak lift. Professionally designed landscaping and architectural lighting enhance the home's tropical setting, creating a beautiful ambiance both day and night. With quick access to Roberts Bay and the Intracoastal Waterway, this property is perfectly suited for boating enthusiasts. Located just one mile from world-famous Siesta Key Beach and minutes from Sarasota's renowned dining, shopping, and cultural attractions, this extraordinary waterfront retreat offers the perfect blend of luxury, comfort, boating lifestyle, and privacy. This is truly A HOME FOR JOYFUL GATHERINGS!

Listing is courtesy of: MANGROVE REALTY ASSOCIATES (941-957-0080)

Listing Agent: Lori Madden (941-780-8443)

Remarks: At the pinnacle of an intimate, gated community on world-renowned Siesta Key, this penthouse condominium offers a rare opportunity to enjoy sweeping bayfront living with breathtaking views stretching across the water to the skyline of Sarasota. Offered turnkey furnished, this beautifully maintained residence is ready for immediate enjoyment, whether as a full-time home or a luxurious island retreat. Inside, vaulted ceilings and tile floors enhance the light-filled interior, while plantation shutters add timeless coastal elegance throughout. The thoughtfully designed layout features two bedrooms with walk-in closets and two baths, including an oversized primary suite that provides a spacious and relaxing retreat. Near the dining area is a private den with sleeper sofa for extra guests. The kitchen features white wood cabinets with solid surface countertops and eat-in dining space. A wet bar just off the kitchen can be used as a dedicated coffee station or wine bar. The sunroom extends the living area, inviting you to unwind while enjoying spectacular sunset views over the bay. Go outside to enjoy one of the two covered front patios, ideal for morning coffee or evening breezes. The residence also includes the convenience of a private single-car garage, a desirable feature for island living. With only 50 residences, this gated waterfront community offers a rare sense of privacy and exclusivity. Residents enjoy an exceptional collection of amenities, including a resort-style pool and spa, three desired Har-Tru tennis courts, fitness center and community grilling area, all supporting the vibrant and social lifestyle the community is known for. The day dock and kayak launch provide direct access to the bay for fishing, paddleboarding, kayaking, or simply docking and enjoying the waterfront setting. Experience the best of Siesta Key penthouse living, where panoramic bay views, resort-style amenities and an active waterfront lifestyle come together in one extraordinary residence.

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

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

Remarks: INSTANT EQUITY! BELOW APPRAISAL VALUE! COUNTY SAYS YOU CAN TEAR DOWN AND BUILD 2-LIKE MANY AROUND US ARE DOING! A TRUE 4 BEDROOM WITH AN OFFICE(OR A 5 BEDROOM). NO HOA & NO DEED RESTRICTIONS ON A DOUBLE LOT! ROOM FOR YOUR BOAT, RV, OR ANY OTHER TOYS! The property taxes show 4 bedrooms but a fully permitted 5th bedroom was added on. You'll want to tour this open concept floor plan where your first few steps inside the home show just how much warmth & comfort are exuding from the sweeping views of the entertaining spaces in the living area and beyond. The CHEF'S DREAM KITCHEN boasts MULTIPLE PANTRIES: 1 built into the kitchen cabinetry & the second through the swinging door to the laundry room. There's also GRANITE COUNTERTOPS, beautiful BRICK BACKSPLASH, UNDER-CABINET LIGHTING, Matte Finish Stainless Steel appliances to keep fingerprints from showing, TOUCH KITCHEN FAUCET, QUADRUPLE TRASH BINS with a double on each side of the stainless steel sink, A COFFEE BAR, multiple spaces of BUILT-IN ORGANIZATION scattered throughout the cabinetry like a KNIFE BLOCK, a BAKING PAN ORGANIZER, a 9 x 13 GLASS PAN ORGANIZER, PULL OUT SPICE CUPBOARD, SOFT CLOSE DRAWERS, and much more. The HUGE Master Bedroom offers a RETREAT OF TRANQUILITY with an extra-large space to include room for a set of cozy chairs, a table/chair combo, or whatever you like. It also includes HIS & HER CLOSETS, with CALIFORNIA SHELVING & ORGANIZATIONAL UNITS, and a PRETTY CHANDELIER. This bedroom has room for a KING OR CALIFORNIA KING sized bed if desired plus room to spare. The SPA like Master Bathroom features an OVERSIZED JACUZZI TUB, DUAL SHOWER HEADS-RAINTREE & STANDARD, along with a SILKROAD EXCLUSIVE WALNUT VANITY. The 3rd bedroom is placed such that it could accommodate multi-generational living. The 5th bedroom/Office is wired for an office and is currently being used as one but can easily revert back to being used as one, as it has its own designated standard closet. INTERIOR Laundry room has newer cabinetry & a stainless steel sink with a MARBLE BACKSPLASH. This home has gorgeous views of the POOL, MARBLE ROCK & PAVERED PATHWAY, with FLOWER PLANTERS, & LIGHTING AROUND THE POOL, FIREPIT, & BACKYARD CREATING AMBIENCE, RELAXATION, & FUNCTION FOR YOUR NIGHTTIME ENTERTAINING. A concrete slab with a newer shed & concrete sidewalk rounds out the exterior. Overall, nearly $400k of updates and improvements have been made to the home including hooking up to city/water sewer, plumbing, electrical, roof, hot water heater, bedroom & bathroom updates & improvements, flooring, high end trim finishes, interior & exterior paint, pool, shed, concrete slab & stone pathways, firepit with marble stone, all exterior lighting, & more. Within minutes to Lido & Siesta Key, the #1 beach in the nation along with shopping, restaurants, and 5 minutes to Sarasota Memorial Hospital. Check out the MATTERPORT TOUR and don't pass up this opportunity to make this one yours!

Listing is courtesy of: EXIT KING REALTY (941-497-6060)

Listing Agent: Anna Martin (941-539-6601)