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Are you dreaming of the ideal uptown location close to everything Sarasota? Discover modern Sarasota living with outdoor style at Premier on Main in the Park District at the east end of Main Street, downtown Sarasota. Ready to live your best Sarasota life? Welcome to Premier on Main, a just-completed collection of contemporary townhomes designed for those who crave outdoor living, accessible culture and modern style in the heart of Uptown as we call it. Near Main Street's bustling arts and cultural district, farmers market, buzzworthy restaurants, live music venues and the new 53-acre bayfront park, this is your gateway to the ultimate Florida lifestyle. Morning runs over John Ringling Bridge. Sunset drinks on the rooftop. Bike to brunch or kayak the bay. This is the Sarasota experience elevated. Designed for your active, social life. Over 2,395 total square feet including 1,950 air-conditioned living space. Incredible 396-square-foot rooftop entertainment deck with optional hot tub and outdoor kitchen, ideal for sunny lounging or hosting friends under the stars. Spacious, light-filled living areas with soaring ceilings and designer finishes. Chef-inspired kitchen with oversized island and premium stainless appliances. Private elevator for easy living across all levels. Two bedrooms with en-suite baths and walk-in closets—room for guests, roommates or that home office you've always wanted. Urban convenient, Sarasota cool. Just blocks from the bayfront and downtown nightlife. Close to local cafes, restaurants, arts venues and farmers market. Bike-friendly location with easy access to parks and beaches. Sleek, contemporary architecture with high-end details. Energy-efficient systems and impact-rated windows and doors for safety and peace of mind. Practical perks for modern buyers. Private two-car garage with bonus flex space, ideal for gym, studio or gear storage. Low maintenance living with HOA covering landscaping, road upkeep and more. Move-in ready with special developer financing incentives available for a limited time. See why Sarasota millennials and modern buyers are choosing Premier on Main for their next-level urban lifestyle. Visit this fully furnished model or our 3 bedroom model next door at 2170 Fruitville Road. Open weekends noon-3 p.m. or by appointment. Contracts are being accepted now so grab your slice of downtown Sarasota before it's gone!
…By Premier Sotheby's International Realty
Maintenance-free WCI-built home move-in ready! Two-bedroom, two-bath plus den maintenance-free home in the desirable Venetian Golf & River Club. Offering serene water views and exceptional updates throughout, this residence shows like new! Enjoy lovely tile flooring in the main living areas, a separate dining room, and a spacious kitchen featuring light cabinetry, updated countertops, stainless steel appliances, a breakfast bar, and a sunny eat-in area. The open Great Room boasts elegant tray ceilings and tranquil pond views, creating a light and inviting space for everyday living and entertaining. The spacious primary suite offers comfort and style, complemented by an updated bath and generous closet space. Go through sliding glass doors to your screened lanai where you can relax and unwind while overlooking peaceful water views. This home is in excellent condition, FURNISHED and move-in ready. Hurricane impact glass throughout allows for a discount in home insurance. See all it has to offer, you'll fall in love! Enjoy the River Club which includes a resort-style pool, hot tub, lap pool, poolside tiki bar, fitness center and classes, formal dining, outdoor patio, casual bar and clubhouse. Golfing membership is optional. One of the best communities in Sarasota County, set on the Myakka River. The Venetian Golf and River Club is a 24-hour guard-gated community just a few miles from Nokomis Beach and beautiful downtown Venice Island, shopping, medical facilities, banking, the Legacy bike trail and more!
…By Premier Sotheby's International Realty
This exquisite residence combines sophisticated contemporary design with exceptional income-producing potential, offering 9,258 square feet of resort-style living just steps from the Gulf beaches. With 5,331 square feet of refined interior space and a curated collection of premium furnishings, the home is ideal as a luxurious family retreat or a high-performing corporate getaway. Zoned for seven-day rentals and supported by a strong rental history, the property commands approximately $1,800 per night in season and $1,300 per night out of season, making it an attractive opportunity for investors or business owners seeking both personal enjoyment and revenue generation. The gourmet kitchen centers around a waterfall-edge island and features a Sub-Zero refrigerator, Wolf eight-burner gas range, dual dishwashers, floating shelves and sleek European-style cabinetry. Bespoke finishes elevate every space, including quartz countertops, designer lighting, an interior elevator, custom tambour wood walls, artisanal iron stair rails, 7-inch baseboards and 8-foot interior doors. Each floor includes a wet bar with beverage refrigerators, ice makers or dishwashers, creating effortless flow for entertaining. The primary suite offers a serene private retreat with walk-in closets and a spa-inspired bath featuring a backlit marble wall, designer fixtures and a walk-in shower with rain and handheld showerheads. Five additional bedrooms each feature uniquely designed en-suite baths with custom mirrors, distinctive tilework, sleek cabinetry and under-lit vanities. Outdoor living is extraordinary, with more than 3,300 square feet of covered patios and six balconies culminating in a rooftop deck with 360-degree views of the Gulf, bay and city skyline. The summer kitchen includes a Heston Aspire grill and wet bar. The fenced backyard is a tropical oasis with a heated saltwater pool, waterfall, fiber-optic lighting, a 12-person spa and a private putting green. Multiple lounging and dining areas accommodate everything from family gatherings to corporate retreats, complete with TVs, beverage refrigerators and game spaces for pool or ping pong. Advanced smart-home technology includes a comprehensive surveillance system with high-definition cameras, whole-property Wi-Fi, intelligent access control, programmable architectural lighting and motorized window treatments. A Sonos multi-room audio system and 12 high-definition TVs enhance entertainment throughout. Architectural highlights include stacked-stone and wood cladding, horizontal balcony rails, and Ipe wood on balconies and the rooftop deck. Hurricane-rated windows and doors, tongue-and-groove ceilings and travertine pavers complete the exterior. Ideally located near pristine Gulf beaches, St. Armands Circle and downtown Sarasota's dining, arts and entertainment, this residence offers the rare combination of luxury living, strong rental income and exceptional appeal for families, executives or investors.
…By Premier Sotheby's International Realty
Enjoy morning light over the water, a peaceful poolside setting and extensive upgrades in this exceptionally well-maintained, turnkey-furnished home. This three-bedroom, three-bath home with a private den and two-car garage offers amazing views and improvements that set it apart. The east-facing backyard takes full advantage of the premium lakefront lot, with morning light and more comfortable afternoons around the private pool, installed in 2023, along with added privacy features for a more relaxed outdoor space. Inside, the home feels polished and move-in ready, with professionally painted interiors, crown molding, upgraded tile, plantation shutters and a layout that affords solitude to owners and guests. The den provides flexibility for a home office, guest space or additional sitting area, while the open kitchen offers plenty of granite countertop space, a closet pantry, Whirlpool appliances, double convection ovens, soft-close cabinets and slide-out storage features. Additional upgrades include custom cabinetry in the laundry room, upgraded lighting and decorative trim details that elevate the overall finish. Built for comfort and peace of mind, the home includes hurricane impact windows and doors, electric roll-down Kevlar hurricane screens for the lanai, a whole-house surge protector, leak detectors and a Carrier Infinity HVAC system with advanced multi-stage performance for more efficiency and ultra-quiet operation. Spray foam insulation creates a conditioned attic and contributes to improved energy efficiency, interior comfort and a cleaner living space. Additional features include an epoxy-coated garage floor, ceiling-mounted storage, plantation shutters, gutters, security cameras and a whole-house water softening system installed in 2025. Venice Woodlands offers a low-fee lifestyle with no CDD and a full amenity package including a community pool, clubhouse, fitness center, pickleball and bocce courts, along with lawn maintenance included for individual homes.
…By Premier Sotheby's International Realty
Welcome to 3049 Gypsy Street, a beautifully updated, coastal-inspired retreat being offered turnkey furnished (minus personal property), making it the perfect opportunity for a first-time homebuyer, snowbird or savvy investor looking for immediate income potential. Previously operated as a highly rated Airbnb, this charming Sarasota home is move-in ready and set up to continue generating rental income from day one. Inside, discover a light and bright interior featuring luxury vinyl plank flooring throughout, a spacious living and dining area and a stunning remodeled kitchen complete with white cabinetry, stainless steel appliances, a farmhouse sink, a beautiful white 3D backsplash and all appliances included. The split-bedroom layout offers two spacious bedrooms and two completely renovated baths. The primary suite features a brand-new bath with a large walk-in shower, while the guest bedroom comfortably accommodates multiple guests with a full and twin bed. Outdoor living shines with a charming covered coastal-style lanai complete with a ceiling fan, shell paver patio area, fully fenced backyard, new landscaping and plenty of room for a future pool. There is also separate RV/boat parking on the side of the home for added flexibility or plenty of room for a pool. Additional highlights include a new roof (2022), a sewer connection completed in 2021, a one-car garage with a washer, dryer, utility sink and storage. Turnkey furnished opportunity: this was previously a successful Airbnb with a rental history. Ideally near all Sarasota has to offer, including world-famous beaches, dining, shopping, arts and entertainment, this adorable coastal getaway offers a blend of lifestyle and investment opportunity.
…By Premier Sotheby's International Realty
Nearly new four-bedroom luxury townhome in Sarasota's vibrant uptown district, on upper Main Street for easy access to the city's renowned galleries, cafes, restaurants and boutiques. This exceptional location places you minutes from pristine beaches, championship golf, the hospital, airport and top cultural venues. The property sits adjacent to the northern end of the Bay Runner trolley, providing complimentary rides to downtown, St. Armands Circle and Lido Beach. This stunning 2,763 square foot residence comes completely turnkey furnished with designer-selected finishes throughout. The smart four-level floor plan maximizes privacy and entertaining space, featuring a private elevator, double-concrete construction, high ceilings, eight-foot interior doors, energy-efficient systems, hurricane-rated impact windows, multiple balconies, finished rooftop and parking for four vehicles in the two-car garage plus attached carport. The ground level offers a private guest suite ideal for visitors or additional income. The main second level presents an open floor plan connecting the kitchen, dining and living areas. The gourmet kitchen delights with sophisticated European cabinetry, quartz countertops, under-cabinet lighting, a center island with waterfall feature, and high-end Samsung and Bosch stainless steel appliances. The third level houses three bedrooms and two baths, including the primary suite, which boasts an outdoor balcony, walk-in closet and luxurious en-suite bath. The crown jewel is the finished rooftop level designed for outdoor living, featuring multiple gathering spaces, an outdoor kitchen, jetted spa and glass railing with captivating city views. Weekly rentals are permitted, and this residence has a strong, established record of successful rental performance. This home combines a prime location, exceptional design, turnkey convenience and proven rental history for the ultimate Sarasota lifestyle.
…By Premier Sotheby's International Realty
Siesta Key Aloha Kai One-story villa, just like new! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning one-bedroom, one-bath villa offers the ultimate in coastal living with direct beach access. Enter into a fully remodeled interior, professionally remediated and redesigned from top to bottom, including stylish furnishings, so you can move right in or start renting immediately. Featuring luxury vinyl floors, private patio, barbecue grill, screened front lanai, new roof and turnkey furnished this condominium offers peace of mind and modern convenience. Short-term rentals allowed. On Siesta Key on Florida's West Coast in Sarasota, this is a gated beachfront community on one of the top-rated beaches in the United States. Aloha Kai is a laid-back, friendly vacation community with a large swimming pool and direct access to the most spectacular beach on Florida's Gulf Coast. A beach vacation destination with a laid-back vibe and plenty of places to relax or have an active getaway.
…By Premier Sotheby's International Realty
Located in Sarasota's established West of Trail neighborhood, this gated and fenced 1920 Craftsman residence offers a rare double lot and a guest cottage. Originally constructed in 1920 and comprehensively renovated in 2025 and 2026, the property preserves its architectural character while integrating modern systems, finishes and upgrades including all impact windows and doors. Spanning 3,609 total square feet, the estate is designed for privacy and flexibility. The main residence includes three bedrooms and two and one-half baths. The primary suite is positioned on the main level with direct access to the pool and courtyard, along with a spacious walk-in closet. Large-format porcelain block flooring extends throughout, complemented by updated lighting and professionally curated design elements introduced during the full vintage renovation. The kitchen supports both daily living and entertaining, anchored by a substantial island with quartz countertops, new appliances and a natural gas five-burner range. A dining nook overlooks the pool and courtyard, while adjacent living and lounge areas create seamless gathering spaces. Outdoor living centers around a private courtyard featuring a heated saltwater pool and spa with rock fountain feature, outdoor kitchen, multiple balconies and sitting areas, a sweeping front porch and the landscape lighting is strategically set among the mature Florida landscaping. A custom-built treehouse fort and chicken coop contribute additional character to the grounds. A detached, air-conditioned two-car garage includes a self-contained guest cottage above with one bedroom, office and one bath, with additional covered parking offering flexibility for extended family, guests or potential rental income. Conveniently located near Hillview Street dining and shopping, Morton's market, the bayfront, Downtown Sarasota and Southside Elementary School, this property combines preserved Craftsman architecture with modern livability in one of Sarasota's most desirable in-town locations. Can be sold furnished.
…By Premier Sotheby's International Realty
Surrounded by beauty on both sides, this stunning three-bedroom, three-bath residence is positioned on one of the remarkable lots in University Park Country Club, offering expansive, unobstructed views of the lake and golf course. Near a quiet cul-de-sac within this prestigious gated community, the home captivates from the moment you arrive with its timeless architectural detail, nearly 3,000 square feet of elegant living space, custom window treatments, designer lighting and numerous recent updates, including a new roof, new gutters and new panoramic lanai screen, all completed in September 2025 with transferable warranties. Through the custom new French Provincial-style double entry doors, you're greeted by soaring ceilings, abundant natural light, and an open layout that flows effortlessly for entertaining and everyday living. The formal living and dining rooms feature a space to entertain, refined crown molding and architectural details that enhance the home's sophisticated design. The inviting great room offers custom built-ins, a gas fireplace, designer lighting and walls of sliding glass doors that open to the lanai, framing postcard-perfect views of the glistening lake and manicured fairways beyond. The chef's kitchen is equally impressive, showcasing custom cabinetry, a center island, stone countertops, tile backsplash, stainless steel appliances and a cozy breakfast nook where every meal is accompanied by a spectacular view. The oversized primary suite is a serene retreat with over 10 feet of picture windows capturing the panoramic golf course vistas. A tray ceiling, dual walk-in closets and a spa-inspired bath with dual vanities, soaking tub, walk-in shower and sparkling chandelier complete this luxurious space. Two additional bedrooms ensure comfort and privacy for guests. Go outside to your private oasis, an expansive screened lanai featuring a new panoramic screen designed to showcase the breathtaking, uninterrupted views. Enjoy multiple spaces for outdoor living, including a covered entertaining area, a relaxing sunbathing terrace, an outdoor kitchen and a sparkling pool and spa accented by a custom dolphin fountain. As the sun dips below the horizon, the sky ignites in brilliant color, its reflection dancing across the lake and fairway for a magical view. Offered fully furnished, this home is move-in ready, making it easy to simply come home and embrace the best of Florida living. Within the award-winning University Park Country Club, residents enjoy 27 holes of championship golf, tennis, pickleball, fitness, and fine dining as well as access to a lovely community lap swimming pool in the Notting Hill section of the neighborhood, and all just minutes from world-class shopping at UTC, downtown Sarasota's cultural attractions and pristine Gulf beaches.
…By Premier Sotheby's International Realty
Welcome to this unique custom offering of blended versatility, which includes 3 bedrooms with 3 baths. A concrete block custom build in 2005. Directly across the road from Gillespie Park, a dazzling 10-acre monitored park. Ideal for extended family, visitors, artist studio, and/or additional rental income, so just let your imagination run wild. High-impact hurricane windows and a newly installed roof in 2024 with hurricane tie-downs. The freshly painted main house features a double sided gas fireplace, stained acid-washed floors, a common feature throughout the compound, newly installed granite-honed countertops, new subway tiles in the kitchen and freshly painted solid wood cabinets. If it is purity you want, try the Apec Reverse Osmosis dispenser at the newly installed kitchen sink. Bosch gas cooktop, dishwasher and convection wall oven, Whirlpool refrigerator with Electrolux washer and dryer. Tankless on-demand hot water, gas for the main house, and an additional electric unit for the guest suites. A well for irrigation, EV 220-volt 50-amp charging station, storage bins and racks for kayaks, two driveways, private hedging with magnolia, holly, black bamboo and hibiscus, or if it's the fruit you want, mango, avocado, lemon, papaya and banana trees. An outdoor shower, brick pavers throughout the inspiring courtyard with hanging lights, and a fire pit to capture those spectacular starry evenings. One guest suite was built with the original house with a kitchenette, while the second was built in 2022, complete with a full kitchen and washer/dryer combo. Both suites come complete with mini-split heat pumps, one installed in 2023, and are turnkey furnished. Gillespie Park, which is directly across the street, features grand oaks, recreational trails, a lake, tennis courts, a pickleball court, a gazebo, a dog park and a basketball court. Centrally located and within short distance of Sprouts, Whole Foods, restaurants and local shopping, this neighborhood offers a vibrant and ever-evolving downtown neighborhood.
…By Premier Sotheby's International Realty
Move-in ready with endless potential! This beautifully refreshed one-bedroom, one-bath, turnkey furnished home is ready for its next owner. Freshly painted inside and out, featuring upgraded appliances and a pristine, fully cleaned backyard, BRAND NEW ROOF, this charming residence offers immediate comfort and convenience. On an oversized lot, this property provides the ideal opportunity to live in the home while building your dream residence. Located on a centrally located cul-de-sac street with beautifully unique, non-cookie cutter homes. Plus, per county regulations, the one-bedroom home can remain as an Accessory Dwelling Unit (ADU) ideal for rental income, guests or extended family. Don't miss out on this versatile investment and schedule your showing today.
…By Premier Sotheby's International Realty
Welcome to 1400 Siesta Drive, where refined waterfront living becomes your everyday reality. This home is quietly tucked away behind a gated entrance, with an additional secondary gate providing exclusive access to the residence. Thoughtfully designed to embrace breathtaking, unobstructed views of Sarasota Bay, this modern residence is a showcase of light, space, and coastal elegance. Expansive floor-to-ceiling windows frame the ever-changing scenery, offering front-row views of passing boats and unforgettable sunsets from nearly every room. The primary suite is a private sanctuary, featuring a generous walk-in closet, a spa-inspired ensuite bath, and a dedicated office—each enhanced by stunning bay views. Outdoors, your personal oasis awaits with a heated pool, abundant sun-drenched lounging space, and a newly constructed dock ready for effortless boating and waterfront adventures. Ideally located near Sarasota’s world-class dining, shopping, and cultural attractions, this exceptional bayfront retreat offers the perfect balance of privacy and convenience. Offered turn-key furnished, this is a rare opportunity to step seamlessly into an elevated waterfront lifestyle.
…By Annonceur International
A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying the island lifestyle! This home features great water view on the widest part of the canal! Brand new landscaping and freshly painted exterior. Sold furnished with a few exceptions. The heated pool and panoramic pool cage create a serene setting. Mostly Hurricane rated windows, new dishwasher and refrigerator, wine refrigerator, custom wood cabinets, granite counters and breakfast bar. Tile floors and engineered wood, built-out closets, open floor plan, 2 car garage, circular driveway, outdoor shower. 3 bedrooms and 3 full bathrooms plus laundry room. A few blocks from world famous SIESTA BEACH, short drive to downtown Sarasota, St Armand's, Lido and much more. ***THIS HOME HAS NOT HAD ANY STORM DAMAGE AND NO FLOODING.****BASE ELEVATION 10 Ft***SELLER MOTIVATED***
…By Annonceur International
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