Sarasota Homes with Three+ Story Style

Sarasota Homes with Three+ Story Style

Welcome to Sarasota County, located in the beautiful state of Florida. Known for its stunning beaches, vibrant arts scene, and rich cultural heritage, Sarasota offers a unique blend of natural beauty and urban sophistication.

If you're in the market for a home with true character and charm, consider exploring Sarasota's selection of homes with three or more stories. These multi-level homes not only provide ample space for living and entertaining but also offer breathtaking views of the surrounding landscapes.

Whether you're looking for a historic three-story Victorian home in the heart of downtown Sarasota or a modern beachfront property with multiple levels of luxury living, Sarasota has something to offer for every taste and style.

Imagine waking up to panoramic views of the Gulf of Mexico from your top-floor master suite or hosting unforgettable dinner parties on your rooftop terrace overlooking the city skyline. With a three-story home in Sarasota, the possibilities are endless.

Browse through our listings of homes with three or more stories to find your dream home in Sarasota. Experience the luxury, comfort, and sophistication that these unique properties have to offer in this vibrant and thriving county in Florida.

Newest Sarasota Homes with Three+ Story Style

3 Beds ⋅ 3 Baths ⋅ A4691608 MLS ⋅ N/A BLDG.

EXCEPTIONAL WEEKLY RENTAL TOWNHOME JUST STEPS FROM SIESTA KEY VILLAGE! An exceptional opportunity to enjoy a turnkey-furnished, three-bedroom townhome in a highly desirable location on the beach side of the road, just steps from the vibrant atmosphere of Siesta Key Village. With weekly rentals, pet-friendly accommodations, a two-car garage, and gated access to world-renowned Siesta Key Beach, this property offers the perfect combination of personal enjoyment and rental potential. Renters consistently give this residence five-star reviews, praising its convenience, cleanliness, and comfortable accommodations. Summer 2026 rentals have been exceptionally strong, further highlighting the appeal and income potential of this sought after location. The home has been thoughtfully updated, including a newer roof (2020), whole-home re-pipe (2023), hurricane-impact windows (2019), renovated kitchen and baths (2018– 2019), and updated systems and major appliances (2018–2019). Just a couple of blocks away, Siesta Key Village offers an irresistible mix of casual and fine dining, live entertainment, shopping, and the fun-filled island lifestyle that makes Siesta Key so special. Imagine enjoying your own piece of paradise where white crystal-sand beaches, rolling waves, spectacular sunsets, and the energy of the Village are all part of everyday life. Whether you're looking for a vacation retreat, an income-producing investment, or both, this exceptional Siesta Key townhome is truly a dream come true.

306 Beach Road Unit 306, Siesta Key

1 Beds ⋅ 2 Baths ⋅ A4703610 MLS ⋅ Sailfish BLDG.

STUNNING TURNKEY ONE-BEDROOM, TWO-BATH CONDO AT SIESTA HARBOR! Welcome to your own slice of paradise on Siesta Key! This spacious, turnkey one-bedroom, two-full-bath condo features a bright, open floor plan and a fabulous private lanai overlooking the canal, with beautiful views toward the Intracoastal Waterway. Enjoy resort-style amenities including a heated pool, outdoor spa, poolside shower, shuffleboard, barbecue area, and clubhouse. The clubhouse offers a full kitchen, fitness room, sauna, and library. Boat slips are also available for rent through the Harbor Master. Located directly on the main Intracoastal Waterway, the complex and fishing pier provide the perfect setting for relaxing evenings, entertaining, and watching dolphins and manatees pass by. Best of all, beach access is directly across the street through Crescent Arms, making it easy to enjoy the world-famous Siesta Key beaches. The trolley and SCAT bus stop right outside the complex, while restaurants, shops, and other conveniences are just a short walk away. With easy access on and off the Key, this is the perfect beach retreat, vacation home, or investment opportunity. Come experience the Siesta Key lifestyle—you deserve paradise!

1300 N Portofino Drive Unit 305, Siesta Key

3 Beds ⋅ 4 Baths ⋅ A4703244 MLS ⋅ Premier On Main BLDG.

SPACIOUS 2,762 sq ft, LIGHT-FILLED END UNIT with significant recent upgrades, an attached 2-car garage plus additional carport. Premier on Main offers comfort, quality, and all the buzzing life of Downtown in the Uptown area of Sarasota without the bustle. Flexible floor plan allows for guests, roommates, and work-from-anywhere convenience with the ease of lock-and-leave living. FEATURES: Contemporary architecture & styling, Modern color palette and superior finishes, 3 ensuite bedrooms & baths, 3.5 baths, His and Her Master Custom California Closets, Private elevator, Lockout first floor suite, 4181 Sq ft total space, 620 sq ft deck spaces, 9ft ceilings, Japandi-style wet room in primary suite, KitchenAid appliances, large island, bar-height counter + custom pantry. Rooftop deck ready for your outdoor kitchen and entertainment amenities, Turnkey, pristine condition. PREMIER PERKS: LOW HOA $446/mth(landscape, water, sewer, trash), Flood Zone X, Weekly, monthly rentals, long-term leases allowed. Pet friendly |Energy efficient systems, Impact-rated windows & doors, Security system, Whole home water filtration, On-demand gas water heater. SARASOTA LIFE ELEVATED: Year-round sunshine, outdoor living, and a walkable culture bring the best of Florida to life. This urban-convenient location is bike-friendly with direct access to the Legacy Trail or hop on the nearby Bay Runner trolley for complimentary rides through downtown to Lido Beach and St Armands Circle. Take morning runs over the John Ringling Bridge, or kayak in the bay. Stroll through Main Street’s arts and cultural district, bike to the farmer’s market or Bayfront Park. Explore the lively restaurant and music scene to find your new favorite hang outs. End your days with drinks on the rooftop, enjoying the solitude or surrounded by family & friends, above the city lights and beneath the stars.

72 N School Avenue, Mid Town Sarasota

A4702968 MLS ⋅ North BLDG.

The industrious Gulf Harbor Marina is a very ideal spot to keep your best vessel high and dry until you are ready to splash in and go! N-60 is 9.8W X 25L X 8H, and can hold a vessel that is 8.8W, 24L and 7H, it is on the bottom rack and is easy for an owner to access their boat for quick maintenance needs and an even quicker drop in to your next water adventure. Gulf Harbor Marina is a perfect spot to keep your vessel in between uses that is next to fabulous water front restaurants, it has beautiful updated facilities, a bait shop with frozen or live bait (squid, shrimp, sardines and chum), fish cleaning tables with connected water, and a shaded gazebo for those to wait for their vessel in the shade. The marina also has a service center with lots of parts, they can order anything you need for your boat and even do repairs and installs, but if you are a do it yourself person, there are work racks where you can work on your own with day time use of electrical hook up. There is an easy phone app called speedy dock where you can schedule your splash times in advance 8:15AM-4pm, and you can have as many drop ins at no charge, just need to request it in the app. On site they carry diesel and Rec 90 fuels. There are multiple 30,000lb lifts to get boats in and out safely and quickly. There are 24/7, 365 security cameras. You will need to have 300k in liability insurance for your vessel with Gulf Harbor Marina as an intercept party. the rooftop of the storage building is open for great air flow. Plenty of parking on site for easy loading and unloading. The marina staff are extremely friendly and eager to help and provide excellent customer service.

100 Circuit Road Unit N60, Osprey/Nokomis

3 Beds ⋅ 4 Baths ⋅ A4701749 MLS ⋅ The Enclave BLDG.

Welcome to 501 Lafayette Court, perfectly positioned in historic Laurel Park just steps away from downtown Sarasota. Built in 2019 and offering 2,434 square feet, three bedrooms, three-and-a-half baths, this beautifully designed residence combines modern luxury, thoughtful functionality, and an exceptional walkable lifestyle. The Enclave is an intimate community of just 17 residences, offering a rare sense of privacy just moments from the heart of downtown. Inside, the multi-level floor plan is filled with natural light and designed for both everyday living and effortless entertaining. The main living level features an open-concept kitchen, dining, and great room with high ceilings and warm wood flooring. The beautifully appointed kitchen is anchored by a generous center island and features quartz countertops, white cabinetry, stainless steel appliances, and breakfast bar seating. A private elevator connects every level, adding convenience to the thoughtfully designed floor plan. The spacious primary suite offers his and hers walk-in closets, and a beautifully finished en suite bath with dual vanities and a spa-like shower and soaking tub. Two additional bedroom suites provide privacy for family and guests. Beyond the interiors, the location is what truly sets this home apart. Step outside and enjoy one of Sarasota’s most desirable walkable neighborhoods, with downtown just a few blocks away. Stroll to acclaimed restaurants, cafés, boutique shopping, galleries, the Saturday Farmers Market, Selby Gardens, and Sarasota’s beautiful Bayfront Park. The home is also located within the highly regarded Southside Elementary School district. Whether you’re searching for a full-time residence or a lock-and-leave downtown retreat, 501 Lafayette Court offers high quality and low-maintenance living in a location that makes it easy to enjoy the very best of Sarasota.

501 Lafayette Court, Downtown

6 Beds ⋅ 7 Baths ⋅ A4702151 MLS

One of Sarasota's most extraordinary Gulf-front estates, this magnificent coastal sanctuary is gracefully positioned within the exclusive enclave of Lido Shores, representing the pinnacle of luxury, architectural distinction, and timeless elegance. Framed by a majestic backdrop of endless Gulf waters and breathtaking sunsets, the residence commands one of the area's most coveted stretches of coastline, where panoramic views and unparalleled privacy create an unforgettable setting. Designed by celebrated architect Clifford M. Scholz, this exceptional 6,862-square-foot masterpiece is a striking expression of modern sophistication, seamlessly blending architectural artistry with refined coastal living. Spectacular interiors unfold beneath soaring ceilings accented by dramatic designer lighting, while walls of floor-to-ceiling glass dissolve the boundaries between indoors and the stunning waterfront beyond. Formal living and dining rooms are complemented by inviting gathering spaces, a sun-filled breakfast nook, and a versatile bonus room designed to accommodate both intimate family living and grand-scale entertaining. At the heart of the home, the remarkable chef's kitchen delivers an exceptional culinary experience, anchored by a magnificent La Cornue range with a matching commercial-grade vent hood. Top-tier appliances, a generous butler's pantry, climate-controlled wine storage, and a beautifully appointed built-in bar create an environment equally suited for lavish entertaining or relaxed evenings with family and friends. Five luxurious bedrooms, six full baths, and two powder rooms provide exceptional accommodations, including two private guest suites enhanced by charming loft spaces. The secluded owner's retreat was thoughtfully designed to evoke comfort and tranquility, while two executive offices provide refined spaces for work or study. Elevating everyday living even further are a traditional sauna and a state-of-the-art infrared light therapy room, offering a private wellness experience worthy of a world-class spa. Throughout the residence, exquisite craftsmanship is evident in every detail, from the one-of-a-kind custom staircase to two elegant fireplaces that enrich the home's warmth and architectural character. Outdoors, an extensive waterfront terrace embraces the Gulf with effortless elegance. A heated resort-style pool with a cascading waterfall serves as the centerpiece of the lush tropical landscape, creating a spectacular setting for entertaining or quiet relaxation while surrounded by sweeping coastal vistas. Arriving through grand entry gates, the estate immediately conveys a sense of prestige and seclusion. A striking Turkish shell stone perimeter wall provides exceptional privacy, while the expansive grounds present a rare opportunity to further enhance the property by creating an extraordinary multigenerational family compound or additional guest accommodations. Thoughtfully elevated for superior storm resilience, the residence combines enduring construction with uncompromising luxury. Located just minutes from the boutiques and fine dining of St. Armands Circle and the vibrant arts, culture, and waterfront attractions of downtown Sarasota, this remarkable property is far more than an exceptional residence—it is a legacy estate destined to remain one of Lido Key's most iconic and distinguished Gulf-front homes for generations to come. The adjacent parcel at 1215 Westway is also available for purchase.

1209 Westway Drive, Lido Key

3 Beds ⋅ 3 Baths ⋅ A4701551 MLS ⋅ 19 BLDG.

Virtually Staged. Discover the appeal of Las Palmas, a gated community offering a vibrant, resort-style lifestyle. A scenic drive through lush native landscaping, tranquil ponds, and soothing fountains welcomes you to an impressive array of amenities. Enjoy two swimming pools, a spa, two fitness centers, a sauna, and courts for tennis and pickleball. Additional features include a billiards and game room, library, outdoor grilling area, playground, dog park, and secure storage for RVs, boats, and trailers. Picturesque walking and biking trails connect to Nathan Benderson Park, where water activities, a farmers market, and community events unfold against a beautiful waterfront backdrop. This is a three bedrooms, three bathrooms, with attached garage, room for your vehicle, bicycles, golf clubs, and beach gear. The main living level offers low-maintenance flooring and an open-concept living and dining area ideal for entertaining. A private screened lanai provides additional storage and peaceful preserve views - the perfect setting to begin your day surrounded by nature. The bright, functional kitchen offers a pantry, and a convenient pass-through to the dining area. The third bedroom provides exceptional flexibility as a home office, guest suite, or creative space. Upstairs, the third floor features a conveniently located washer and dryer. The spacious primary suite includes a generous walk-in closet and an en-suite bathroom with a dual-sink vanity. The second bedroom also offers an en-suite bathroom and double closets. Beyond the community, you'll enjoy easy access to the University Town Center corridor, UTC Mall, Mote Science Education Aquarium, Lakewood Ranch Main Street, Waterside Place, downtown Sarasota, St. Armand's Circle, and the area's renowned beaches. Experience an exceptional combination of location, lifestyle, and value at Las Palmas.

5711 Bentgrass Drive Unit 19-211, The Meadows

5 Beds ⋅ 5 Baths ⋅ A4702241 MLS

A double waterfront, rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with 5 bedrooms, 4 full bathrooms, and 1 half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The property features a brand-new seawall and two exclusive dock settings, including a 16,000 lb boat lift and jet ski lift, along with a private waterfront seating area designed for effortless enjoyment of the serene surroundings. Underground utilities preserve uninterrupted water views, while soaring ceilings and a signature eagle’s nest vantage point elevate the home’s architectural presence and capture breathtaking vistas. Inside, the residence has been masterfully transformed with a refined open-concept design, anchored by a fully redesigned chef’s kitchen featuring Sub-Zero refrigeration, a gas range, new appliances and countertops, and exceptional craftsmanship throughout. Custom millwork, designer lighting, shiplap detailing, and elegant new railings define the home’s modern coastal aesthetic. The thoughtfully designed floor plan offers three distinct kitchen spaces—including a main kitchen, outdoor kitchen, and private guest suite kitchen—along with a private-entry guest residence and a versatile ground-floor loft with dual Murphy beds, providing exceptional flexibility for both everyday living and elevated entertaining. A private elevator services the home, while a new glass front entry door—currently being installed—further enhances its modern coastal presentation. Curated for both comfort and performance, the home is equipped with three new AC systems, a new well, enhanced irrigation and landscaping, a whole-home Generac generator, reverse osmosis and Kinetico water systems, and full smart home integration through Control4 automation, Sonos audio, and a high-end AV infrastructure. Outdoors, a resort-style pool and spa with both gas and electric heating and full app-based control ensure year-round enjoyment. Additional features include a six-car garage with epoxy floors, a bespoke outdoor bar and kitchen, screened enclosure, kayak storage, and a private sand area—culminating in a truly turnkey, design-forward waterfront estate in one of Sarasota’s most coveted locations.

4034 Roberts Point Road, Siesta Key

5 Beds ⋅ 5 Baths ⋅ A4702315 MLS

**Rare Sarasota 4-Plex – No Flooding, Prime Location & Exceptional Investment Opportunity!** Don't miss this rare opportunity to acquire a well-located **4-unit multifamily property** in one of Sarasota's most desirable rental markets. A standout feature of this property is that **it has experienced no flooding**, providing added confidence for investors focused on long-term ownership. Ideally located just minutes from Siesta Key Beach, Gulf Gate, Downtown Sarasota, shopping, dining, hospitals, and major employers, this asset offers immediate rental income with excellent potential for future appreciation and rental growth. Whether you're adding to your portfolio, completing a 1031 exchange, or seeking a high-demand multifamily asset, this property offers the location and stability investors are looking for. With limited multifamily inventory available in Sarasota, opportunities like this are becoming increasingly scarce. **Schedule your private showing today—properties with this combination of location, income potential, and no flooding don't stay on the market for long.**

2741 Parma Street, South Sarasota

3 Beds ⋅ 3 Baths ⋅ A4700558 MLS ⋅ Building 3 - Phase 1 BLDG.

Behind the gates of Bay Isles, this beautifully updated waterfront townhome in Fairway Bay offers the rare convenience of a private deepwater dock accommodating vessels up to 40’. From here, Sarasota Bay, waterfront dining and the Gulf are only minutes away by boat, while peaceful water views become part of the backdrop to everyday living. A stepped walkway welcomes you inside, where more than 2,100+/- sq. ft. unfolds across two thoughtfully designed levels. The moment you enter, soaring 2-story ceilings create an immediate sense of openness, while warm wood flooring, soft neutral tones and carefully selected finishes create an inviting atmosphere throughout. The living room centers around a striking linear fireplace, creating a natural gathering place for relaxing or entertaining. Nearby, the dining area transitions effortlessly into the reimagined kitchen, where white cabinetry with glass panel accents, stone countertops, tile backsplash, breakfast bar and a dedicated coffee station combine beauty with everyday function while keeping the space connected to the surrounding living areas. The primary suite offers a peaceful retreat with its own private terrace overlooking the bay, while the spa-inspired bath features an oversized soaking tub, rainfall steam shower and abundant natural light from an overhead skylight. Two additional bedrooms, along with flexible bonus areas for hobbies, fitness or music, provide comfortable accommodations for family and guests. Multiple terraces throughout the home create inviting places to enjoy the waterfront setting from sunrise through evening. A popular, bayfront and pet-friendly community, Fairway Bay offers a heated pool, spa, fitness center, clubhouse, tennis courts and scenic walking and biking paths. Optional membership to the Longboat Key Club provides access to championship golf, dining, tennis and an exceptional collection of island amenities.

1906 Harbourside Drive Unit 304, Longboat Key

8 Beds ⋅ 10 Baths ⋅ A4701350 MLS

This exceptional newer-built coastal retreat on Lido Key featuring eight bedrooms and nine and a half bathrooms, each thoughtfully crafted for comfort, style, and relaxation. The home showcases a bright, modern coastal aesthetic with shiplap detailing, wood-paneled ceilings, and designer lighting throughout. The expansive great room flows seamlessly into the dining and kitchen areas, creating an inviting atmosphere for gatherings of all sizes. The gourmet kitchen is a standout feature with quartz countertops, high-end appliances, open shelving, custom cabinetry, and a large island perfect for casual seating and entertaining. Every bedroom includes its own en-suite bathroom, providing privacy and convenience for guests, while the dedicated bunk room offers a charming and functional space for younger visitors. The interior also features an elevator for easy access across all levels. Entertainment is effortless with a game area that includes indoor activities such as shuffleboard and sports arcade games, along with multiple lounge spaces for relaxing or socializing. A rooftop deck adds yet another desirable element, offering wide-open views ideal for enjoying sunsets, morning coffee, or evening cocktails. The outdoor living experience is truly resort-style, highlighted by a heated pool with a curved waterslide, shallow sun shelves, tropical landscaping, and generous covered lounge areas that allow guests to enjoy the Florida climate in comfort, whether in the sun or shade. Ample seating, outdoor dining areas, and a spacious patio make this home perfect for poolside enjoyment and hosting memorable gatherings. Living on Lido Key means embracing a lifestyle defined by sugar-white beaches, clear blue water, and access to one of the most charming coastal communities on the Gulf Coast. The home is located just minutes from St. Armands Circle, known for its upscale dining, boutique shopping, and vibrant social scene. Outdoor recreation is abundant, with opportunities for boating, paddleboarding, kayaking, and exploring nearby nature trails. The island offers the perfect balance of relaxation, recreation, and sophistication. In addition to its beauty and amenities, this home is also a proven high-performing vacation rental, attracting steady demand from guests seeking space, luxury, and convenience. Its generous layout, resort-style features, and prime location make it a top choice for large groups and returning visitors, providing an exceptional investment opportunity on one of Florida’s most desirable barrier islands.

211 Grant Drive, Lido Key

8 Beds ⋅ 9 Baths ⋅ A4701480 MLS

Steps from Siesta Beach. A brief stroll to the Village. A lifetime away from your tenants worries and cares. Prime Siesta Key investment opportunity or dream family compound just steps from the world-famous Siesta Key Public Beach! This exceptional multi-family property features two beautifully updated duplexes (totaling 8 bedrooms and 8.5 baths across 5,331 sq ft) on combined large lots, offering flexible zoning for short-term rentals (1-7 days), long-term income, or a luxurious private residence. Enjoy breathtaking Gulf sunrises and sunsets, a heated exotic lagoon-style pool with waterfall, Rocky Mountain quartz deck, professional tropical landscaping (updated 2024/2025), Miami-Dade impact windows/doors, newer roofs/insulation, and meticulous maintenance throughout. One building designed by renowned Lee Wetherington. Wake up to morning coffee overlooking the sugar-white sands, with Siesta Key Village shops and dining 0.5 miles away. Turnkey, versatile, and perfectly positioned for endless possibilities—your beachfront lifestyle awaits!

5610 Avenida Del Mare, Siesta Key

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