Homes for Sale Near Sarasota High in Sarasota - 700 homes

Remarks: Welcome to this stunning 2021-built home in one of Sarasota's most iconic and picturesque historic neighborhoods, Cherokee Park. Offering luxurious living with thoughtful design, this spacious residence of over 6000 square feet features a desirable first-floor primary suite with a decadent bathroom with soaking tub, oversized marble shower, and access to the covered porch for your morning coffee. The gourmet kitchen is equipped with Wolf and Subzero appliances, marble countertops, a walk-in pantry, oversized island for food prep or casual dining, and sweeping views of the pool and lush backyard. A dedicated dining room provides an elegant setting for formal entertaining. The family room is centrally located for optimal entertaining and boasts a gas fireplace, marble detail, and custom built-ins. The sophisticated den offers custom cabinetry and is ideal for a home office or a sitting room. Upstairs, you'll find four additional bedrooms, each offering ample space and walk-in closet storage, complemented by three full bathrooms. There is a large exercise room / flex space on the 2nd floor which includes counter space and an undercounter refrigerator and relaxation area. The third floor includes a movie room. The first floor laundry room boasts a custom mudroom with shoe cubbies and a built-in desk, conveniently located off the four-car garage. The private guest suite includes a kitchenette, separate laundry, and elevator access, making it ideal for extended family, a live-in nanny or au pair, or visiting guests. This home features beautiful oak flooring throughout, adding warmth and elegance to every room. Impeccable attention to detail is evident in every corner and the rooms are filled with abundant natural light. Step outside to your own private resort-style retreat, complete with a fully equipped outdoor kitchen and bar area, perfect for alfresco dining and entertaining under the Florida sky. Enjoy quiet evenings on the back porch overlooking the heated pool and fenced yard with newly installed and maintenance-free turf grass. Built with steel-reinforced framing and durable Hardie board siding this home offers superior structural integrity, is built to the latest hurricane codes and is not in a flood zone. Perfect for multigenerational living or hosting guests, this home combines modern elegance with practicality. Co-listing agent is the owner.

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

Listing Agent: Samantha Callaway (630-865-3189)

Remarks: One or more photo(s) has been virtually staged. Tucked away on an oversized corner lot in the desirable South Gate neighborhood, this beautifully refreshed mid-century modern home is a rare blend of timeless design and thoughtful updates. Recently updated, the home features refinished terrazzo floors, a new kitchen with updated cabinetry, countertops and appliances, along with new bath vanities, allowing the original character of the era to shine while offering modern comfort. The flexible floor plan includes three bedrooms, two baths, and an expansive 12-by-13-foot laundry room that could easily be reimagined as a home office, studio or additional living space, bringing the interior to nearly 2,000 square feet. Large windows and classic architectural lines reinforce the home’s authentic mid-century feel. Anchoring the home is a dramatic double-sided stone fireplace, a mid-century architectural statement that subtly divides living spaces while maintaining openness and flow. Crafted in natural stone, it functions as a sculptural focal point and a functional hearth, an unmistakable nod to the design principles of the era. Outdoors, enjoy an excellent covered patio overlooking a generous screened-in pool, ideal for relaxed afternoons or entertaining year-round. The oversized corner lot enhances privacy and provides a sense of space rarely found in this area. Roof 2025, Newer front door/windows (2014), PVC from house to street. South Gate offers an optional HOA, giving residents access to a community pool, clubhouse and a full calendar of neighborhood events, adding a wonderful sense of connection without obligation. Ideally located, the home is just a short distance or bike ride to Arlington Park, Southside Village and Sarasota Memorial Hospital, with quick access to downtown Sarasota, Siesta Key and St. Armands Circle. This is a mid-century modern home for those who appreciate the architecture, simplicity and enduring style of the era, set in one of Sarasota’s beloved neighborhoods.

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

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

Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. One or more photos was virtually staged. An unmatched LUXURY BEACH estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Currently in development for New Construction by Pham Development, the iconic Mid-Century Modern style residence is privately gated and designed to deliver resort-level living on one of Florida’s most coveted coastlines on the Gulf of America and Sarasota Bay. Spanning 14,543 sq. ft. under roof, with 6,301 sq. ft. of air-conditioned interiors, the home features 5 bedrooms, 6 full baths, and 1 half baths. Engineered for longevity, it rests on a fortified foundation with a riprap seawall installation, ensuring enduring protection for the estate, luxe pool with hot tub, and land. Lifestyle amenities rival the finest resorts: a rooftop with ocean views, and a full personal fitness center with yoga studio. Entertainment spaces abound with opportunity for a movie theater room, an ocean-view office, gun and jewelry safe room, and an up to 16-car enclosed garage. Paddleboard and kayak access lead directly to the Gulf, with options for a beach volleyball or pickleball court. The grand master suite has an expansive Gulf-facing terrace, his-and-hers walk-in closets, and spa-inspired baths. Multiple terraces, an outdoor kitchen, a chef’s kitchen, and butler’s pantry add to the all-inclusive luxury lifestyle of this home. More than a residence, this estate is a legacy home—crafted for generations, with an indoor-outdoor footprint tailored for both grand entertaining and intimate coastal living. Private showings are available upon request.

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

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

Remarks: Under contract-accepting backup offers. You will fall in love from the moment you enter this Stunning updated 5th-floor Corner Unit Residence with CITY & BAY VIEWS located at the well maintained Lido Towers on Lido Key. With private Deeded Beach Access to the beautiful Lido Beach via Lido Surf & Sand, this unit has it all! Gorgeous renovated kitchen with wood cabinets, custom pull outs, soft close doors and drawers, granite countertops, the prettiest tiled backsplash, fabulous lighting that adds to the ambiance with under cabinet lighting, indirect lighting, and recessed lighting on adjustable dimmers, ceiling fan, large pantry, and a Culligan filtered water system. Relax on the private wrap around balcony that has wonderful views of the preserve and the downtown city lights. This open plan is light and bright. The luxurious Owner's en-suite boasts a custom walk-in closet, updated vanity with marble counter top, marble shower with glass door, and marble flooring. You will appreciate all of the attention that was given to the details with the engineered wood flooring, plantation shutters through out, Impact Rated-Windows and Sliding Glass Doors, new screen door, plus the HVAC system had a UV light added in 2022. NEW ROOF installed 12/25! The guest bedroom en-suite has a walk-in custom closet and it's own entrance into the guest bathroom for privacy. Your guest will enjoy the exquisite finishes of the marble top vanity, marble glass enclosed shower, and marble flooring. This unit includes a covered parking space, plenty of guest parking, a storage closet, and community amenities consist of a large heated pool, nice sized hot tub, sauna, grills by the pool, and a club room that has a kitchen and plenty of tables and seating which is perfect for a party. Laundry facilities are located on each floor and includes a laundry sink. Owners are allowed one-month minimum rental twelve times a year. All milestone inspections are complete. Conveniently located to Ted Sparling Park, St. Armand's Circle which has a variety of restaurants and shops, golf courses, and downtown Sarasota.

Listing is courtesy of: RE/MAX PALM (941-929-9090)

Listing Agent: Susan Retzke (941-544-5558)

Remarks: Under contract-accepting backup offers. Back on the markety, buyer's couldn't obtain finnacing. Welcome home. You will be pleased from the moment get in there. This home offers an open floor plan with lots of light, porcelain tile through out, living, dining and family room. Very open floor plan with vaulted ceilings make the house feels roomy. Kitchen boasts wood, soft closed cabinets, granite countertops in neutral colors. Bathrooms are beautifully appointed with neutral colors and decorative tile. Primary bedroom is very ample with walk-in and a built in closet. Enclosed porch was converted in TV room and office with built-in desks. Inside laundry room, totally fenced with cover space to put your boat. Centrally located in a nice neighborhood and without any restrictions. You will fall in love right away!

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Duneska Grant (941-374-2272)

Remarks: Charming Coastal Oasis in the Heart of Siesta Key Nestled on a serene, tree-lined property, this inviting 4-bedroom, 3.5-bath beach-style home offers the perfect blend of tranquility, charm, and central location. Step into a spacious, light-filled living area with an open kitchen layout—ideal for hosting friends and making family memories. Freshly updated with new paint, gleaming quartz countertops, and stainless steel appliances, this move-in-ready home is designed for easy, coastal living. The open floor plan includes a spacious upstairs primary suite with French doors leading to a private balcony—your own quiet retreat. Three additional guest bedrooms are thoughtfully located on the first floor, including a separate guest suite with its own private entrance, offering comfort and flexibility. Step outside into your private backyard oasis featuring a beautiful pool and spa, fully enclosed with a lovely paver deck—perfect for relaxing, entertaining, or enjoying sunny Florida days in peace and privacy. There's still plenty of yard space to garden or play. Slip on your sandals for a short stroll to the world-famous Siesta Key Beach, ranked #1 in the U.S. by TripAdvisor, or bike to the charming Siesta Key Village with its eclectic mix of shops, restaurants, and entertainment. Don’t miss this peaceful, spacious retreat—your own slice of paradise on Siesta Key.

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

Listing Agent: Dianne Anderson (941-350-3513)

Remarks: PRICE REDUCTION. INVESTOR ALERT and priced to sell Value is in the land and location.. Great investment opportunity with no rental restrictions!! Prepare to be captivated by this enchanting 1925 Florida home, perfectly nestled in Sarasota's most coveted and fast-trending neighborhood: Arlington Park! This is more than just a home; it's a piece of local history updated for a modern, enthusiastic lifestyle. Step inside and feel the undeniable character with original hardwood floors, handsome 10-inch baseboards, and charming 1900's sash windows that fill the space with glorious Florida light. With 2 bedrooms and 2 bathrooms, this residence offers an intimate yet comfortable setting, making it the perfect sanctuary right in the heart of the city. The exceptional lifestyle offered by this location simply cannot be overstated. You are perfectly positioned to enjoy the very best of Sarasota! Hop on your bike for a quick 2-mile ride to the vibrant arts and culture of Downtown Sarasota, offering world-class dining, theaters, and shopping. Commuters and medical professionals will appreciate being just one mile from Sarasota Memorial Hospital (SMH). The neighborhood is highly regarded for its top-rated school district, less than a mile from Sarasota High School. And of course, the world-famous beaches of Siesta Key and Lido Key are just a short, scenic drive away, putting Gulf Coast paradise right at your fingertips! Imagine having Arlington Community Park as your extended backyard! A dedicated walking path right down the street gives you direct access to this incredible community hub, complete with a pool, tennis, pickleball, outdoor gym, basketball courts, and a popular dog park! Back at home, you’ll adore the private, large, and serene shaded deck—your new favorite spot for entertaining or quiet relaxation. The bonus artist's studio adds exceptional utility, whether for creative pursuits, a home office, or extra storage. Best of all, this property sits in an area of the City of Sarasota that allows weekly rentals, making it a truly brilliant choice for a savvy investor or for those dreaming of an income-producing second home! Don't miss this incredible opportunity for convenience, historic beauty, and ultimate Florida comfort!

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

Listing Agent: Rory Mcdonald (941-961-7247)

Remarks: One or more photo(s) has been virtually staged. NEW PRICE! Discover the ease of island living in this newly REMODELED 3BR/2BA villa with garage in the premier GULF FRONT property of Whispering Sands! As a rare freestanding villa, this residence offers the privacy of no shared walls and lives like a single family residence. Every detail has been thoughtfully curated, from the reimagined open galley kitchen with its sophisticated soft grey tones and granite countertops, stainless appliances, and soft close cabinetry and drawers – flowing seamlessly into the main living areas – to the beautifully updated bathrooms and elegant tile flooring. Textured ceilings and recessed lighting create a warm, contemporary ambience. The small private patio invites relaxed al fresco dining, while the rare 1-car garage—complete with an epoxy floor, full sized W/D hookup, and its own A/C system—adds exceptional convenience and storage. Behind the scenes, extensive upgrades provide total peace of mind. All windows and sliders are 2022 hurricane impact rated. The plumbing supply and drain lines in this villa were updated from cast iron to PVC in 2022. Further enhancing the home’s value are a NEW concrete tile villa roof and a 2023/2024 garage roof. 2022 HVAC system. Ideally located just steps from the clubhouse, 2 heated pools, and 800’ of Whispering Sands’ own PRIVATE beach on the Gulf, this residence also enjoys a prime setting next to the dining, shopping, and vibrant atmosphere of Siesta Key Village. Imagine starting your day with a morning dip in the Gulf followed by a peaceful stroll along the private shoreline. Spend the afternoon unwinding poolside or swimming invigorating laps in one of two heated pools. Stroll to the Village for a delicious, cozy supper and end the day gathered with friends as the Gulf sky ignites in breathtaking sunset color. Whether you’re seeking a full-time residence or the perfect coastal retreat, this move-in-ready villa offers the best of maintenance free, resort style living in an exceptional island location.

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

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

Remarks: Under contract-accepting backup offers. Ideal west-facing 8th floor retreat with views of the beautiful resort style pool and a partial view of the bay. The open concept layout with floor-to-ceiling glass creates a bright and light filled space. While the addition of screen sliders in the great room and guest suite allow gentle bay breezes to flow through. The split-bedroom floor plan gives privacy, complemented by a separate den featuring a built-in closet and custom lighting, perfect for a home office or separate living space. Functional perks include an in unit laundry room with built-in cabinetry, a convenient powder room adjacent to the kitchen, a climate-controlled storage unit, and TWO TANDEM PARKING SPACES in the secure garage. Mark Sarasota offers a luxurious, walkable downtown lifestyle with an expansive fifth floor amenity deck. Residents enjoy a heated saltwater infinity lap pool and spa, private cabanas, fire pits, and an outdoor kitchen. Inside, the offerings continue with a fireplace lounge, a premier fitness center with yoga and spin studios, billiards, and a club room with a catering bar. Step outside to find the city's best restaurants, the Farmer's Market, and cultural venues at your doorstep, with Marina Jack and Lido Beach just across the Ringling Bridge. Offering 24-hour concierge service, secure access, and on-site management, this pet-friendly residence defines vibrant urban living at one of Sarasota's most distinguished addresses.

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

Listing Agent: Michelle Silva (941-993-8993)

Remarks: Commanding breathtaking panoramas of Sarasota Bay, the downtown skyline, and the barrier islands beyond, this exceptional 3-bedroom, 4.5-bath residence at La Bellasara enjoys a rare 7th-floor vantage point on coveted Golden Gate Point. Encompassing over 3,490 square feet and finished with neutral marble floors throughout, the residence lives like a private waterfront home—blending expansive interiors, refined design, and effortless access to the heart of downtown Sarasota. The primary suite is a true retreat, distinguished by two completely separate his-and-hers bathrooms, offering an uncommon level of space and privacy. A private elevator opens to an elegant entry foyer, setting the tone for interiors defined by high ceilings, crown molding, and a light, coastal palette. Walls of glass frame sweeping water and city views while filling the open-concept living and dining areas with natural light. The spacious great room flows seamlessly to expansive bayfront terraces, creating an ideal setting for both entertaining and everyday living. The gourmet kitchen is thoughtfully appointed with a large center island, breakfast bar, custom cabinetry, and premium appliances including a 6-burner Dacor gas range, Sub-Zero refrigeration, Wolf oven and warming drawer (new in 2025), and convection microwave. Designed to connect effortlessly with the main living areas, it offers both function and style for casual dining or hosting. The primary suite enjoys direct terrace access along with dual walk-in closets and the rare distinction of two separate full bathrooms, creating a true private retreat. Two additional guest suites, each with en-suite baths and access to private terraces, provide comfort and privacy for family and visitors alike. Outdoor living is equally compelling, with multiple terraces that capture panoramic bay and skyline views. A summer kitchen and built-in gas grill enhance the experience, offering the perfect backdrop for sunset gatherings or quiet evenings overlooking the water. La Bellasara is an intimate, gated waterfront community of just 28 residences, offering the privacy of a single-family home with the ease of luxury condominium living. Residents enjoy a full suite of amenities including concierge services, a bayfront heated pool and spa, fitness center, theater and social rooms, and a courtesy day dock. Each residence includes a private two-car garage, and specific to this residence a deeded boat slip. Ideally located just moments from downtown Sarasota, St. Armands Circle, and the area’s renowned beaches, this is a rare opportunity to enjoy refined waterfront living in one of Sarasota’s most sought-after bayfront communities.

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

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

Remarks: One or more photo(s) has been virtually staged. Nestled in the vibrant heart of downtown Sarasota, The Rivo at Ringling offers an ideal home for those seeking a refined and convenient lifestyle. This distinguished 15-story residence, built in 2006, places you steps away from charming shops, delightful dining, cultural attractions, and the serene beaches of Sarasota, with easy access to the Sarasota Airport. Designed with your comfort in mind, the building features state-of-the-art security, secure indoor parking, and ample storage units. Its unique atrium design ensures every home enjoys bright, open floor plans and private terraces—perfect for enjoying the peekaboo water views and tranquil sunsets. Residents can relax and socialize with exceptional amenities on the third floor, including a spacious, modern fitness center, a heated pool and spa, a sundeck for leisurely afternoons, and a welcoming social and conference room for gatherings with friends or family. Your 9th-floor, 2-bedroom retreat, complete with a versatile den/office and 2 bathrooms, offers the perfect blend of elegance and practicality, with views of downtown’s vibrant offerings just a short walk or bike ride away. This is a rare opportunity to embrace a carefree lifestyle. Don’t miss your chance to call this exceptional residence home.

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

Listing Agent: Ed Martinez (941-504-2995)

Remarks: One or more photo(s) has been virtually staged. BEST PRICED VILLA IN WHISPERING SANDS! Don't miss this opportunity to own this lovely REMODELED VILLA just steps from the sand! This 2 bed/2 bath villa in the premiere GULF FRONT property of Whispering Sands is the perfect island getaway. A 3rd bedroom could also be added. Remodeled in 2025, this villa features all NEW luxury vinyl plank flooring, paint, baseboards, trim, molding, and all new interior doors. The NEW galley kitchen is a true highlight, offering stylish soft close cabinetry, granite countertops, stainless Whirlpool appliances, a side by side fridge with icemaker/dispenser, stainless farmhouse sink, and recessed and under-cabinet lighting. Both bathrooms have been refreshed with new granite counters, cabinets, vanities, and fixtures for a clean, contemporary feel. You’ll enjoy the ease of indoor-outdoor living with a tiled screened lanai – perfect for your morning coffee or evening relaxation. It could be further enclosed with windows or sliders and turned into a sunroom. This villa also features a nice skip trowel ceiling finish and plantation shutters. One car garage with NEW 2026 epoxy floor. NEW 2025 full sized Maytag WASHER & DRYER. NEW 2025 VILLA ROOF. 2025 HVAC system and 2025 water heater. Ideally located just around the corner from Whispering Sands’ two sparkling heated pools, clubhouse (currently in the beginning stages of being remodeled and which will include a fitness center and catering kitchen), NEW beachside Tiki Hut, shuffleboard, and 800' of your own private beach on the Gulf — perfect for enjoying Siesta Key’s world famous quartz sand and spectacular sunsets! When you're not luxuriating in the pool or going for a dip in the Gulf, step out of your front door and walk to shopping and dinner! Whispering Sands is situated right around the corner from the colorful boutiques and fine restaurants of Siesta Key Village. Embrace the island lifestyle! Whether as a year-round residence or a vacation retreat, this maintenance free Gulfside villa combines ease, style, comfort - and a great investment - in one of Siesta Key’s finest Gulf front properties.

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

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

Remarks: Under contract-accepting backup offers. Still Playing It Safe With Your Address? Downtown Sarasota invites a vibrant lifestyle. In the heart of Sarasota’s coveted 34236, this modern townhome delivers elevated design, premium finishes, and instant access to the energy that defines the city. Soaring volume ceilings and 8 foot solid core doors set the tone the moment you walk in. The Lube Italian kitchen with Bosch appliances, natural gas cooktop, Caesarstone quartz countertops, and Hansgrohe fixtures blends sleek style with real performance. Three spacious bedrooms, three full baths, one half bath, and two flexible spaces give you room for a true office, media lounge, fitness studio, or creative space. Miami Dade impact rated windows and doors add confidence. A private elevator and two car garage with WiFi controlled LiftMaster doors make everyday living seamless. Fresh Benjamin Moore paint, custom blinds, new carpet, a tankless water heater, and a water treatment system mean it is completely move in ready. Step outside to vibrant culinary hotspots, live music venues, bayfront parks, independent retail, art galleries, and the Legacy Trail. Low HOA dues and a lock and leave lifestyle give you freedom without sacrificing sophistication. If you are ready for a home that matches your pace and your lifestyle, schedule your private showing today.

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

Listing Agent: Brandy Sheldon (941-724-0469)

Remarks: Under contract-accepting backup offers. Discover the true Siesta Key lifestyle in this beautifully updated two-bedroom, two-bathroom condo—an inviting coastal retreat that makes island living surprisingly attainable. Located on the peaceful southern end of the island, this well-maintained second-floor residence offers the perfect blend of comfort, style, and laid-back luxury. The thoughtfully updated kitchen features custom cabinetry, quartz countertops, a spacious island, and stainless-steel appliances, while high-end luxury vinyl plank flooring flows seamlessly throughout. Evenings are best spent on the air-conditioned lanai, where breathtaking sunsets and tranquil surroundings make every day feel like a vacation. Offered turnkey furnished, this move-in-ready condo includes a new A/C system (2024) and new hot water heater (2024)—just bring your swimsuit and sunscreen and start enjoying island life immediately. Step outside to daily sightings of manatees and dolphins in your backyard, or launch your kayak to explore scenic mangrove tunnels before paddling through Midnight Pass into the sparkling Gulf waters. Boaters will love the community boat slips, offering direct access to Sarasota Bay and the Gulf beyond. At the end of the day when it’s time to relax, unwind in the recently updated, heated community pool, or take a short stroll to Turtle Beach, just around the corner. The Inlet community has been exceptionally maintained, featuring a new roof (2024), fresh exterior paint, and a new seawall and dock. Community amenities include, elevator, heated swimming pool, boat slips, kayak storage, bike racks, laundry, and a convenient grilling area. With a Siesta Key trolley stop nearby, enjoying Siesta Key Beach, the Village’s dining, shopping, and nightlife is effortless and no car required. This is your opportunity to own an affordable island escape. Come experience the charm, beauty, and relaxed coastal lifestyle that make Siesta Key so special.

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

Listing Agent: David Anthony (941-786-4282)

Remarks: Welcome to one of Sarasota’s most coveted West of Trail addresses, a location that is truly the heart of everything this city is known and loved for. Nestled just north of Cherokee Park and steps from the Bay, this beautifully updated Florida-style bungalow places you within one of the most established and upscale pockets of Southside Village. This area is known for its walkability, mature tree-lined streets, and a rare blend of history, charm, and coastal convenience. Living here means you are only moments from cherished Sarasota landmarks. Southside Village is right around the corner with Morton’s Gourmet Market, boutique shops, local cafés, and some of the city’s favorite restaurants. McClellan Park, one of Sarasota’s original historic neighborhoods, sits just minutes away and adds to the character and prestige of the surrounding streets. The Bayfront is within easy reach for sunset walks, morning jogs, or peaceful waterfront breaks during the day. This prime address also places you within a short drive of Siesta Key Beach, known for its powdery quartz sand, turquoise water, and consistently top-ranked status among America’s best beaches. Downtown Sarasota is less than ten minutes away, offering world-class dining, art galleries, the opera, theaters, festivals, and the vibrant marina. St. Armands Circle and Lido Beach are also close, perfect for weekend exploring, shopping, or coastal dining nights. Families will appreciate being zoned for the Southside Elementary district, along with proximity to Sarasota Memorial Hospital, local parks, art centers, marinas, and every convenience needed for easy everyday living. Surrounded by prestigious multi-million-dollar homes and some of the most sought-after real estate in Sarasota, this location offers unmatched appeal and long-term value. Inside, the home blends Old World charm with modern comfort. An open, light-filled floor plan features high ceilings, thoughtful updates, and sliding hurricane-rated doors that open to the lush lanai and tropical gardens. Natural light pours through multiple windows, highlighting updated flooring, Italian built-in closets, and contemporary finishes. The surrounding landscaping creates a private retreat ideal for quiet mornings, relaxing afternoons, and cozy evenings outdoors. If you have been searching for a home that pairs character and comfort with an unbeatable West of Trail location, this charming bungalow is one you simply must see.

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

Listing Agent: Kaisen Mitchell (941-726-7657)

Remarks: One or more photo(s) has been 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: PRICE IMPROVEMENT! An exceptional one-story Allegra home in Sarasota’s coveted West of Trail Flower Streets, perfectly positioned within the Southside School district and just steps from the charming Southside Village restaurants, shops, and Morton’s Gourmet Market. This impeccably designed 3-bedroom + office + bonus room, 2.5-bathroom home epitomizes modern coastal living and showcases the esteemed Kristi Ann single story floor plan, offering a seamless blend of sophisticated design and everyday functionality, making it an ideal primary or seasonal residence. Double doors open to the soaring 18-foot ceiling and wall of expansive 10-foot pocketing sliders which draw you towards the resort-like outdoor retreat, perfect for relaxing or entertaining. The living room features a dramatic floating tray ceiling with Halo-LED lighting and a focal wall complete with a remote-controlled electric fireplace. The chef's kitchen is functional and stylish, equipped with stainless steel appliances, a 5-burner gas range, Quartz island and countertops, and a generous walk-in pantry. The dining area, both intimate and elegant, includes a built-in Quartz-topped buffet, creating a serene space for family meals or hosting guests. The primary suite offers a tranquil escape, with vaulted ceiling accented by charming wood beams. The spacious custom walk-in closet ensures ample storage, while the spa-like en-suite bathroom, featuring glass-enclosed shower and designer tile, is the perfect respite after a long day. Two additional large guest bedrooms, along with a well-appointed guest bathroom and powder room, offer comfort and privacy for family or visitors. This award-winning floorplan also boasts a dedicated office, versatile bonus room, laundry room, and a 2-car AC'd garage with added storage. Step outside and discover an expansive lanai with a resort-style heated pool, spa, and impressive summer kitchen, all surrounded by lush landscaping and illuminated by custom lighting. The disappearing corner sliders seamlessly blend indoor and outdoor spaces, offering the quintessential Sarasota lifestyle. This home is packed with custom features, including designer lighting and built-ins, PGT impact windows, solid-core interior doors, and spray foam insulation for optimal energy efficiency. Recent upgrades include remote-controlled Kevlar shades for additional hurricane protection/storage for outside furnishings/sunshade, new AC unit with UV lights, 2023 mini split AC unit in the garage, and a whole-home in-duct air purifier. Ideally positioned near Southside School, Southside Village, Sarasota Memorial Hospital, Downtown Sarasota, and Siesta Key Beach, it delivers the ultimate blend of location, luxury, and lifestyle. Built to the latest hurricane codes and outside the flood zone, the home provides peace of mind along with timeless design. Every detail has been thoughtfully curated, creating an exceptional opportunity for discerning buyers to experience the best of Sarasota living in a true single-story gem.

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

Listing Agent: Lenore Treiman (941-356-9642)

Remarks: Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living.

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

Listing Agent: Joel Schemmel (941-587-4894)

Remarks: Modern coastal living in a prime West of the Trail location. This extensively renovated 3-bedroom, 2-bath residence offers nearly 1,900 square feet of bright, open living space with clean finishes and seamless indoor-outdoor flow. Renovations include updated systems, impact windows and doors, and a complete kitchen and bath redesign. The private pool with spa and swim shelf, along with upgraded exterior features, creates a relaxed and functional outdoor setting designed for low-maintenance living. Positioned in one of Sarasota’s most desirable neighborhoods, where new construction and continued demand continue to push values forward, this property captures both lifestyle and long-term potential. No HOA or rental restrictions provide flexibility for full-time use, seasonal enjoyment, or income potential. Currently operating as a successful luxury short-term rental. A standout opportunity in a location that continues to set the pace for Sarasota living.

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

Listing Agent: Ralf Michael Guensch (941-350-3450)

Remarks: Three-Bedroom Pool Home with Great Potential in Ringling Park Located in Sarasota’s established Ringling Park neighborhood, this 3-bedroom, 2-bath home offers solid potential and a fantastic opportunity to make it your own. Set on a spacious pie-shaped lot, the property includes a BRAND-NEW roof, an in-ground caged pool, and ample yard space, fully fenced—perfect for outdoor living or pets. Inside, the layout features a bonus room that can serve as a home office, or flex space. The kitchen is equipped with newer appliances. There is a 1-car garage, extra storage plus a large driveway providing plenty of parking. The location of this home is a true standout—just minutes from downtown Sarasota, local parks, and schools. Whether you're looking for a primary residence, investment, or renovation project, this property offers a great foundation in a highly desirable area. This home is currently rented.

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

Listing Agent: Ingrid Caruso (941-539-6233)