Homes for Sale Near Brookside Middle in Sarasota - 715 homes

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: Tucked in the waterfront enclave of Southpointe Shores, 1749 Sandalwood Drive is a refined expression of coastal elegance and modern sophistication in a rare private compound estate in one of Sarasota’s exclusive and premier waterfront communities. Positioned just moments from the world-renowned beaches of Siesta Key, this exceptional, furnished residence offers a lifestyle defined by tranquility, beauty and effortless access to the best of Sarasota. Set beneath a canopy of mature palms and lush tropical landscaping, the home welcomes you with understated architectural grace and a sense of privacy that feels exclusive and serene. The heart of the home was thoughtfully redesigned with a complete kitchen, dining, bar and living transformation featuring Lube of Italy imported custom cabinetry, Thermador appliances including a warming drawer, Brazilian granite with semi-precious stone detailing, Italian marble flooring, and curated lighting throughout. Impact glass windows and doors enhance safety and natural light, with integrated indoor/outdoor Sonos audio, a whole-house security system with 12 cameras (2024), and dedicated electronics infrastructure providing seamless technology integration. Expansive living and entertaining areas flow seamlessly to an impressive lanai with pool and spa, creating an ideal setting for indoor-outdoor entertaining. Whether hosting sunset gatherings, enjoying a quiet morning coffee with coastal breezes, or relaxing poolside beneath the Florida sky, the home is designed to celebrate everyday living and special occasions. This home is two homes from the intercoastal. For boating enthusiasts, deepwater access provides a gateway to Sarasota Bay and beyond. A 12,000-pound boat lift and 50-amp dock service ensure convenience and capability, supporting a waterfront lifestyle, within minutes of open water and two houses from the intercoastal. Southpointe Shores is treasured for its wide canals, boating culture and established residential character. Residents enjoy proximity to premier marinas, fine dining, boutique shopping, and Sarasota’s vibrant arts and cultural scene. Siesta Key Beach, consistently ranked among the finest in the world, is just a short drive away, offering powder-soft quartz sand and breathtaking Gulf sunsets. Major updates include a new roof (2018), room addition (2018), full re-pipe (2021), pool equipment replacement (2023) and new air-conditioning systems (2024), reflecting the care and investment made throughout the years. A rare opportunity to embrace refined waterfront living in one of Sarasota’s desirable neighborhoods, where every day feels like a retreat and every evening captures the essence of coastal Florida.

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

Listing Agent: Stephen Ault (513-368-8569)

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: Exceptional design, modern luxury, and an unbeatable Sarasota location converge at this stunning Domain Homes residence built in 2022. This thoughtfully designed four-bedroom, two-and-a-half-bath home also features a dedicated office/den, additional bonus room and an ideal floor plan for today's lifestyle. The beautifully appointed kitchen flows seamlessly into the main living spaces and out to the screened lanai, creating the ideal setting for everyday living and entertaining. Upstairs, you'll find all four bedrooms, a spacious loft, a large balcony and a convenient laundry room. Double doors lead you to the luxurious primary suite, which offers generous proportions and a spa-inspired bath. Stunning wood flooring, 8-foot doors, plantation shutters throughout, hard-wired surround sound and security cameras, fresh paint and updated landscaping elevate the home's appeal. Outside, enjoy your private retreat featuring a screened heated pool and spa with sun shelf, covered outdoor living area and fully equipped outdoor kitchen surrounded by low-maintenance turf. Offering peace of mind that comes with newer construction, this home is ideally located within a three-minute distance to Arlington Park via a paved community path, providing easy access to the park's pool, fitness center, tennis courts, recreational trails, playground and expansive park. Convenient to downtown Sarasota, Sarasota Memorial Hospital, world-renowned beaches, dining, shopping and cultural attractions, this exceptional residence offers the best of Sarasota lifestyle.

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

Listing Agent: Katy Mcbrayer (941-400-2406)

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: Welcome to Crooked Creek, a hidden gem in Sarasota with its own private gated access to the Red Bug Slough Preserve. This beautifully maintained 2-bedroom, 2-bath 2nd floor residence was completely updated in 2021 and offers serene views of Crooked Creek, a charming wooden bridge, and lush park-like surroundings. The open and airy floor plan features hardwood floors and tile throughout, plantation shutters, a skylight at entry, and modern finishes. The updated kitchen includes white cabinetry, solid surface countertops with a large peninsula, tile backsplash, smart stainless steel appliances ( fridge and dishwasher 2025, oven and microwave 2021), a spacious pantry, and a garden window. Additional updates are water heater 2018, and reverse osmosis for kitchen sink 2025. The primary suite enjoys peaceful water, a walk-in closet, linen closet and sliding doors to a covered screened lanai. The updated bath has a washer/ dryer (2021)in separate laundry closet, as well as tile floors, a modern vanity, and tile shower . The guest bedroom offers flexible use with a built-in workstation and queen-size Murphy bed. Additional features include two screened covered lanais, reverse osmosis water system for kitchen sink, covered carport, and ample guest parking. Crooked Creek is a 78-unit community offering a heated resurfaced pool, updated poolside kitchen, gazebo with seating, gas and charcoal grills, tennis/pickleball court, community storage with individual lockers, newer roofs (2021), new carports, and recently painted buildings. HOA fees have been reduced by $69 per month from 2025, reflecting strong reserves and excellent financial management. Conveniently located minutes from Siesta Key Beach, Gulf Gate, downtown Sarasota, shopping, and dining. A true nature lover’s paradise.

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: Wake Up Above Sarasota Bay — Penthouse Views, Coastal Living, and Endless Horizons! Imagine beginning each day from your top-floor residence with breathtaking panoramic views of Sarasota Bay and glimpses of the Gulf of Mexico beyond. From morning coffee to spectacular sunsets reflecting across the water, this exceptional 2-bedroom, 2-bath condominium offers a front-row seat to Sarasota's coastal beauty. Perched on the top level, this light-filled residence showcases expansive water views, abundant natural light, and an inviting floor plan designed for comfortable living and effortless entertaining. Watch sailboats glide across the bay, spot dolphins at play, and enjoy the ever-changing scenery from the comfort of your own home. Whether you're searching for a year-round residence, seasonal retreat, or investment in one of Sarasota's most desirable locations, this residence offers the perfect blend of luxury, convenience, and waterfront charm. Ideally located near world-renowned beaches, vibrant downtown Sarasota, exceptional dining, shopping, arts, and cultural attractions, you'll enjoy the very best of Florida's Gulf Coast lifestyle. Top Floor opportunities with sweeping bay views and Gulf vistas are rare. Experience elevated living where every day begins and ends with unforgettable views. If it can't get any better than this, January and Feburary are rented bringing immediate income to future owner!

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

Listing Agent: Amy Disalvo (941-780-8080)

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)