Sarasota Homes with Sailboat Water Water Frontage

2 Beds ⋅ 2 Baths ⋅ Harbor House West SubDv. ⋅ 34236 Zip Code

****WATER VIEWS GALORE**** Breathtaking views of the Sarasota Bay, Fabulous sunsets, and unobstructed views of John Ringling Bridge from every 4th Floor window. Don't worry there is an elevator. END UNIT CONDO WITH EXTRA WINDOWS. FURNISHED Condo on Golden Gate Point. Remodeled 2-bedroom, 2-bathroom waterfront condo has classic style with modern conveniences. This open floor plan design has functionality, comfort, and is aesthetic pleasing. Perfect setting for everyday living and special occasions. Whirlpool stainless steel appliances (Refrigerator, Microwave, Dishwasher and Range). Laminate flooring throughout main living area. Chef's delight as well as an entertainer's dream. The gourmet kitchen has custom cabinetry and an oversized quartz island with seating. The primary bedroom features a walk-in closet, a king-sized bed, and an updated primary bathroom. The guest bedroom features a good-sized built-in closet and a queen-size bed. The laundry room comes with a washer, dryer, and lots of storage for your convenience. Most windows have plantation shutters. The main water view windows have motorized blinds. Amenities include a fitness room, Bayfront social area, a day dock with boat slips, guest parking and one premium covered parking for your convenience. Luxurious condo close to downtown Sarasota, Marina Jacks, St. Armand’s Circle, Sarasota Memorial Hospital, Marie Selby Botanical Gardens, Bayfront Park and Van Wezel Performing Arts Hall to name a few. Only 3 miles or less to Lido Beach, St. Armand’s Circle and Longboat Key. Only 4 miles to Sarasota Bradenton International Airport. Easy to show and priced to sell. Condo is also on the market for rent. Don't worry owner says whatever happens first. Tenant in place till December 31st 2026. Easy to show.

226 Golden Gate Point Unit 44, Sarasota

$925,000

3 Beds ⋅ 3 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

CALLING ALL BOATERS! A rare waterfront opportunity awaits in sought-after Whitfield Estates, offering five private boat slips, two equipped with 10,000-lb lifts, and deep-water sailboat access with no bridges to Sarasota Bay. Situated on just over one-third of an acre, this 3-bedroom, 2.5-bath pool home with a two-car garage offers incredible potential as a primary residence, seasonal retreat or income-producing investment. Inside, the home embraces classic Florida coastal character with terrazzo floors, a spacious galley-style kitchen with abundant cabinetry and storage, formal living and dining areas, a wood-burning fireplace, full-size laundry room and a light-filled family room overlooking the water. A Florida room provides additional living and entertaining space, while large windows throughout bring in natural light and showcase the waterfront setting. The home also features updated airport windows and a tile roof. Step outside to your screened-in pool and expansive waterfront backyard, where the possibilities truly shine. With five boat slips that can be rented for additional income, two 10,000-lb boat lifts and direct deep-water access with no bridges to the bay or Gulf, this property presents an exceptional opportunity for boating enthusiasts and investors alike. Located in Whitfield Estates, one of Sarasota’s hidden gems, residents enjoy no mandatory HOA or CDD, along with flexible rental opportunities including nightly rentals. Optional membership in the Whitfield-Ballentine Manor Association is just $40 annually and includes culinary membership privileges at SaraBay Country Club. Conveniently located minutes from Sarasota Bay, SRQ International Airport, downtown Sarasota, IMG Academy, world-famous Gulf beaches, golf, waterfront dining, shopping and entertainment. Whether you envision updating the existing home into your own coastal retreat, creating a high-demand vacation rental, or simply taking advantage of an extraordinary waterfront property with income-producing dockage, 133 Holly Avenue offers possibilities rarely found at this price point. Bring your boats and your vision, Florida waterfront living starts here.

133 Holly Avenue, Sarasota

$4,245,000

3 Beds ⋅ 5 Baths ⋅ La Bellasara SubDv. ⋅ 34236 Zip Code

FOREVER UNOBSTRUCTED BAY & DOWNTOWN SARASOTA VIEWS! Experience luxury waterfront living at La Bellasara, a gated boutique community on Golden Gate Point. This exceptional 7th-floor residence is furnished and move-in ready, offering 3 full bedrooms plus a den, 4.5 baths, a private 2-car garage and breathtaking panoramic views of Sarasota Bay & downtown City skyline from nearly every room. Thoughtfully reimagined architectural modifications and strategically reconfigured furnishings create a flowing, functional and beautifully balanced living environment. The elevator opens to a private lobby and double-door foyer entry. 3,200+ square feet of spacious living and entertaining areas with varying 9–11 ft. ceiling heights and custom built-ins. An updated gourmet kitchen features custom white cabinetry, top-tier appliances, a 6-burner gas range, center island, and walk-in pantry. The open layout effortlessly combines the kitchen, dining, breakfast and gathering areas, all oriented toward picturesque Bay and City views. The impressive 42-foot bayfront terrace, complete with a built-in gas grill, sink and food-prep area is ideal for casual outdoor celebrations. A separate library with custom built-in desk and bookcases provides flexible space for a home office or overflow guest accommodations. The primary suite features a separate entrance, two luxurious baths, one with a water view spa tub, dual walk-in closets, a morning coffee bar with refrigerator & sink and direct terrace access with Bay views. Two guest bedrooms with full en-suite baths, custom walk-in closets, and separate terraces, are thoughtfully positioned for privacy. Adding to its appeal, La Bellasara is undergoing an exciting renovation of the common areas - including the main lobby, fitness center, spa, conference room and social room, enhancing the building’s already exceptional lifestyle and creating a fresh, contemporary experience for residents. The private 2-car garage with storage space is conveniently located near the elevator. Concierge services are provided 7-days a week. Additional amenities include a heated pool and spa and a courtesy day dock. This pet-friendly downtown enclave on Golden Gate Point offers the feel of a private home with the convenience of luxury condominium living just moments from Sarasota’s dining, shopping, arts, and entertainment.

464 Golden Gate Point Unit 702, Sarasota

$5,885,000

4 Beds ⋅ 5 Baths ⋅ Mooring At Bay Pointe The SubDv. ⋅ 34236 Zip Code

Behind a private gate and beneath a canopy of tropical foliage, 1621 Bay Point Court offers a secluded waterfront retreat just moments from downtown Sarasota and the open waters of Sarasota Bay. Set along Hudson Bayou, the home blends timeless coastal architecture and bright interiors with tropical surroundings, covered terraces, a private pool, and a new dock with a 13,000-pound boat lift. Completed in 2025, the residence encompasses 3,647 square feet of air-conditioned living space with 4 bedrooms, 4.5 baths, 2 private offices, a bonus room with sauna and custom details throughout. Upper transoms fill the main living areas with natural light and capture views of the pool, landscape and bayou. Beyond the foyer, the dining room, great room and kitchen flow together for daily living and entertaining. The great room features a floor-to-ceiling quartz fireplace wall and opens to the covered lanai, and heated pool. Travertine and limestone decking, a fountain, fiber-optic pool lighting and several gathering areas complete the outdoor space. A powder bath is positioned nearby. The kitchen features floor-to-ceiling custom cabinetry, quartz countertops, a pearlized herringbone backsplash and a center island with storage on 3 sides. The Thermador appliance suite includes dual convection wall ovens, cooktop, coffee system, microwave, paneled refrigerator, beverage cooler and dishwasher. A concealed walk-in pantry offers custom storage. The main-level primary suite opens to the lanai and overlooks the pool and water. Its Calacatta Gold marble bath includes a freestanding tub, dual vanity, makeup station and oversized glass-enclosed shower. A custom walk-in closet connects to the laundry room, which features built-in cabinetry, a utility sink and Speed Queen appliances. A second en suite bedroom and a custom office with built-in bookcases and cabinetry complete the first floor. Upstairs are 2 additional en suite bedrooms, a private office and a bonus or fitness room with a mirrored wall, closet storage and sauna. Both bedrooms open to an oversized covered terrace overlooking the bayou, treetops and Sarasota skyline. A finished storage area provides additional space. The gated and fully fenced 0.26-acre property encompasses approximately 67 feet of waterfront and includes a new 322-square-foot dock and boardwalk with a 13,000-pound boat lift. The climate-controlled 2-car garage offers custom flooring, extensive storage and provisions for an electric vehicle charger. Additional features include reinforced masonry construction, impact-rated windows, doors and sliders, spray-foam insulation, whole-house water filtration and softening, instant hot water, commercial-grade Wi-Fi, structured media wiring, surround sound, security cameras, smart lighting and a generator panel. The finished-floor elevation is approximately 12 feet, 4 inches NAVD, and there are no association dues. Offering the privacy of a tropical waterfront retreat in the heart of Sarasota, the property is convenient to downtown dining, shopping and cultural venues, Southside Village, Sarasota Memorial Hospital and St. Armand's Circle. Lido Key and Siesta Key beaches are easily accessible, while Sarasota-Bradenton International Airport is nearby, placing Sarasota’s boating, beaches and other destinations within easy reach.

1621 Bay Point Court, Sarasota

$765,000

1 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code

Discover an exceptional waterside end unit in The Strand, built in 2022, one of the largest floorplans available. This pristine residence boasts fabulous views of the Whitaker Bayou to Sarasota Bay from the large private balcony, has never been rented out/has been meticulously maintained by the original owner. This one bedroom plus a huge den with barn doors, is easily utilized as a 2nd bedroom (versatile). Impact rated doors, windows and sliders, 9 ft ceilings, along with custom Hunter Douglas window treatments, stone counters in kitchen (and baths) with upgraded white cabinets w pullouts, neutral kitchen backsplash, luxury vinyl floors in main living areas. Brand new LG washer and dryer, brand new top efficiency Carrier HVAC (compressor and in unit system), brand new InSinkErator garbage disposal, a nest thermostat, luxury lighting through residence, Modern Forms fans in main bedroom, den and living room, USB wall receptacle outlets installed in kitchen and den. A handheld shower head was installed in the main bath. The primary spacious bedroom includes a walk-in closet with custom California closets which are also installed in the den closet. One space garage parking beneath the building, plenty of outdoor guest parking and extra storage space in a secured storage room. Resort style amenities: heated pool and spa, fitness center, on-site full-time management (M-F), gas fire pit and gas grills, EV charging stations, dog park, kayak launch with storage, dog park. Located approx. one mile from vibrant downtown Sarasota with fine dining, boutiques, galleries, the bay front parks and The Bay community activities. Pet friendly association, generous rental policy (1 wk minimum 52x/year), this residence delivers refined waterfront living and easy access to coastal recreation. Boat slips are available for purchase from time to time, please inquire with listing agents.

1709 N Tamiami Trail Unit 418, Sarasota

$1,850,000

2 Beds ⋅ 2 Baths ⋅ Condo On The Bay SubDv. ⋅ 34236 Zip Code

Step into the most luxurious waterfront condo that awaits you in this stunning two bedroom, two-bath condo in the heart of Sarasota! Enjoy breathtaking views of the Bay of Sarasota and The Gulf of America from one of two of your private balconies. This stunning 100% completely renovated 5 stack VanGogh located on the 17th floor will leave you breathless. You will not believe your eyes when you see the attention to detail built into this stunning condo. Floor to ceiling mirrors in entryway accentuate the grand view as you enter the condo. Seller did a complete demolition of all interior drywall, ceiling tiles, all interior AC ductwork, plumbing, flooring and electrical. Installed all new plumbing, electrical, AC ductwork and / outdoor lighting. All new indoor lighting design and hardware throughout. The gorgeous all new wood flooring is in main areas and bedrooms, with all new tile in the bathrooms and patios. Raised the ceilings for maximum grand feeling and the stunning views. Both bathrooms completely remodeled with top of the line marble, quartz and waterworks hardware. Extended the width of the hall to open up laundry area with a stackable washer and dryer as well as a tankless water heater. Installed all new hurricane doors at both patios. Custom doors and hardware throughout. Brand new cabinetry along with custom closet cabinetry in primary suite. Installation of a completely new and hard wired AV system for Sound, TV, lighting & shades for the entire house. Hard wired the WiFi Sonos system through out the entire condo. And wait until you see this extraordinary kitchen, it is a culinary dream… brand new top of the line Fulgor Italian appliances! Waterfall quartz island countertop and quartz backsplash. Full size counter depth refrigerator, wine cellar, and 2 freezers. Microwave, convection combo, built in coffee maker, induction range top, oven & dishwasher. Smart home features include Ring and Nest. When you are ready to retire for the evening you simply use the remote powered shade system by Creston for all windows. Entry into 888 Boulevard of the Arts has a 24 hour guarded gate station. Just steps outside the condo you will find access to kayaks and/or boats. You can also enjoy the resort style heated pool along with pickleball, tennis courts and fitness room. Assigned underground parking (this unit has the best spot in the building) as well as 2 EV charging stations up on the top deck. You are close to all the key spots that beautiful Sarasota has to offer: Lido Beach, Siesta Key, Anna Maria Island, Long Boat Key and St Armands Circle. Sarasota offers exquisite restaurants, shopping, theaters and many cultural activities including Asolo Theater, Van Wezel Performing Arts Center and John Ringling Museum. You don’t want to miss this extraordinary condo with the most precise attention to detail at every turn. This unit is truly perfection. (furniture has been removed by seller)

888 Boulevard Of The Arts Unit 1705, Sarasota

$9,800,000

4 Beds ⋅ 6 Baths ⋅ The Beach Residences SubDv. ⋅ 34236 Zip Code

This Gulf-front coastal haven is where opulence is complimented by exclusivity. This lauded RITZ-CARLTON managed contemporary residence sets the standard for legendary white-glove service. Welcome to the coveted lifestyle at The Beach Residences. Atop this exquisite 88 residence high-rise sits a ONE-OF-A-KIND, SEAMLESSLY INTERCONNECTED DUAL PENTHOUSE SUITE with 4 bedrooms, plus 2 flex rooms (i.e.- media room, den or 2 more bedrooms) & 6 full bathrooms. Palatial & thoughtfully remodeled, this 12th-floor masterpiece blends world-class craftsmanship w/the natural light of soaring ceilings. As you step from one of two semi-private elevators into a welcoming Grand Salon, the spectacular 6,332 sqft home greets you with impeccable finishes, crown moldings, as well as timeless wood & marble flooring throughout. Each expansive residence boasts 3,000+ sqft flowing naturally into West, Northwest, & East-facing wraparound terraces. Double-paned floor to ceiling glass walls provide panoramic views of turquoise Gulf waters, epic sunsets, w/dynamic Sarasota skylines. The gourmet kitchens feature state-of-the-art appliances- stainless steel Sub-Zero refrigerator & wine fridge, Dacor natural gas cooktop, chef’s island, granite countertops, w/solid-wood cabinetry. Two gas fireplaces enhance the alluring interior setting, while generous 1,400 sqft terraces with BBQ offer alfresco dining among the clouds. This bespoke & customizable space is perfectly tailored for large events or intimate gatherings. Catered soirees are simplified by 2 generous kitchens, large pantries & spacious laundry rooms for post-events. This penthouse features 2 private garages in the garage for 4+ vehicles & 2 air-conditioned storage rooms on the elevated lobby level. This personal haven is a serene retreat featuring his & her walk-in closets, wet-bars, & 4 ensuite bathrooms where marble floors meet a spa-inspired bath w/jetted tubs and dual vanities. These EFFORTLESSLY INTERCONNECTED PENTHOUSES are joined by a one-of-a-kind hallway, lovingly & meticulously designed by a Nasa Engineer. The dual-unit layout offers flexible configuration choices whether you prefer ONE SPRAWLING UNIFIED SPACE OR TWO SEPARATE PENTHOUSES. The Ritz-Carlton managed Residences set the standard in resort-style maintenance-free living with a 24-hour concierge & 24-hour manned guard gate. Residents enjoy the heated pool & spa with a generous fire-pit to appreciate on cold evenings. Added comforts include a social room w/caterers’ kitchen, boardroom, massage room, sauna, fitness center, theater, ping-pong & yoga room, as well as 2 guest suites. Two large pets per unit can enjoy our dog run. The Ritz-Carlton Members Club is optional & immediately available to purchase. Complimentary shuttle buses escort you throughout the day to St Armands Circle with charming boutique shopping, bistro dining & walkable convenience. Lido Key boasts quartz-white sand beaches, elegant bistros, world-class restaurants, A short 10-minute drive away, you’ll find an award-winning tennis and pickleball center, the 2nd largest marina on Florida’s West Coast & 45 holes of exclusive & challenging PGA golf courses surrounded by shimmering Gulf waters. Nearby conveniences: Publix, CVS, & world-class doctors. Downtown Sarasota is a cultural hub offering entertainment and gourmet cuisine, art galleries, opera & theatre venues. Luxury, location and the Lido Key lifestyle- it doesn’t get any better than this.

1300 Benjamin Franklin Drive Unit 1205 & 1206, Sarasota

$585,000

2 Beds ⋅ 2 Baths ⋅ Sarasota Harbor East SubDv. ⋅ 34236 Zip Code

Enjoy a million-dollar view without a million dollar price tag! Sarasota Harbor East is one of the most sought-after locations in Sarasota, just minutes from St Armand's Circle, Lido Beach, downtown Sarasota, and directly across the street from the Sarasota Yacht Club. You'll fall in love with the spectacular views the turquoise waters of Sarasota Bay, the Ringling Causeway as it lights up at night, and be spellbound by the fireworks over Sarasota Bay during July 4th and New Year's Eve. This lovely 2-bedroom/2-bath condo is offered turnkey furnished, with ceramic tile, an open-concept floor plan, renovated kitchen/baths, and an enclosed lanai, with a shared laundry room right next door. Recent updates include new hurricane-impact windows and sliders, a Nest thermostat, keyless front-door entry, and newly refinished cabinetry. Each unit includes a covered parking space and a storage unit on the 3rd floor. Community amenities include a clubhouse, community pool with sweeping views of the bay, shuffleboard courts, a community gas grill, a secured bicycle shed, and a kayak storage rack. The community's free boat slips are available on a first-come, first-served basis, are commonly available, accommodating both sail boats and powerboats up to 30'. Sarasota Harbor East is a 55+ community that allows rentals after one year of ownership. The second floor unit is accessible by elevator and stairs.

777 John Ringling Boulevard Unit 24, Sarasota

$3,900,000

Sapphire Shores SubDv. ⋅ 34234 Zip Code

Exceptional Sarasota bayfront homesite in Indian Beach/Sapphire Shores. A rare opportunity to build your custom waterfront home on one of Sarasota's most desirable bayfront streets—South Shore Drive. Situated at the end of a protected peninsula in the highly sought-after Indian Beach/Sapphire Shores neighborhood, this waterfront property spans approximately 0.44 acres (19,234± square feet) and offers over 200 feet of boatable water frontage with expansive views of Sarasota Bay, easy travel to the Intracoastal Waterway, and beautiful sunset views. The property features a 4' x 43' private dock, a 15,000-pound boat lift with new electrical service, and direct access to Sarasota Bay, making it ideal for boating enthusiasts. The 200+ feet of concrete seawall was recapped in 2015. Enjoy open-water views and a prime setting for creating a custom residence that takes full advantage of the waterfront lifestyle. Several bayfront parks are within walking distance, and the neighborhood's tree-lined, bicycle-friendly streets add to its appeal. Conveniently located just minutes from the The John and Mable Ringling Museum of Art, Asolo Repertory Theatre, downtown Sarasota, and Sarasota-Bradenton International Airport. Nearby less then 10 t0 15 minutes are Siesta Beach, Lido Beach, Longboat Key Beach, and St. Armand's Circle. Simply enjoy Sarasota's renowned dining, shopping, arts, and cultural attractions. Build the waterfront estate you've always imagined and experience the very best of Sarasota's luxury coastal lifestyle in tropical paradise.

305 S Shore Drive S, Sarasota

$1,700,000

Whitfield Estates SubDv. ⋅ 34243 Zip Code

A rare opportunity to create a legacy property along the shores of Sarasota Bay. Set on over half an acre in the heart of historic Whitfield Estates, 7538 Westmoreland Drive offers one of the area’s most compelling waterfront redevelopment opportunities. Framed by breathtaking bay views and unforgettable sunsets, this expansive homesite is where vision, architecture, and lifestyle come together. Westmoreland Drive is widely regarded as one of Whitfield Estates most desirable waterfront streets, where classic Spanish-inspired residences and Old Florida charm are giving way to stunning custom-built bayfront estates. Surrounded by multi-million-dollar homes, this property presents the ideal canvas to design and build the luxury waterfront residence you’ve always imagined. The existing home is being sold for land value, allowing the next owner to unlock the full potential of this exceptional setting. With over half an acre of bayfront property, opportunities of this scale and location have become increasingly difficult to find. Perfectly positioned just minutes from IMG Academy, Sarasota-Bradenton International Airport, downtown Sarasota, world-renowned beaches, waterfront dining, and the vibrant cultural amenities that make Sarasota one of Florida’s most sought-after destinations. Whitfield Estates also offers a voluntary neighborhood association for only $40/year, providing culinary access to the Sara Bay Country Club. Whether you’re building your forever home, a family compound, or a signature waterfront estate, this is a chance to secure a premier piece of Sarasota Bay and bring your vision to life. Waterfront homesites of this caliber are few and far between. The next chapter begins here.

7538 Westmoreland Drive, Sarasota

$1,700,000

3 Beds ⋅ 2 Baths ⋅ Whitfield Estates SubDv. ⋅ 34243 Zip Code

A rare opportunity to create a legacy property along the shores of Sarasota Bay. Set on over half an acre in the heart of historic Whitfield Estates, 7538 Westmoreland Drive offers one of the area’s most compelling waterfront redevelopment opportunities. Framed by breathtaking bay views and unforgettable sunsets, this expansive homesite is where vision, architecture, and lifestyle come together. Westmoreland Drive is widely regarded as one of Whitfield Estates most desirable waterfront streets, where classic Spanish-inspired residences and Old Florida charm are giving way to stunning custom-built bayfront estates. Surrounded by multi-million-dollar homes, this property presents the ideal canvas to design and build the luxury waterfront residence you’ve always imagined. The existing home is being sold for land value, allowing the next owner to unlock the full potential of this exceptional setting. With over half an acre of bayfront property, opportunities of this scale and location have become increasingly difficult to find. Perfectly positioned just minutes from IMG Academy, Sarasota-Bradenton International Airport, downtown Sarasota, world-renowned beaches, waterfront dining, and the vibrant cultural amenities that make Sarasota one of Florida’s most sought-after destinations. Whitfield Estates also offers a voluntary neighborhood association for only $40/year, providing culinary access to the Sara Bay Country Club. Whether you’re building your forever home, a family compound, or a signature waterfront estate, this is a chance to secure a premier piece of Sarasota Bay and bring your vision to life. Waterfront homesites of this caliber are few and far between. The next chapter begins here.

7538 Westmoreland Drive, Sarasota

$11,000,000

Whitakers SubDv. ⋅ 34234 Zip Code

Positioned along the sparkling waters of Sarasota Bay, this extraordinary 1.7 acres of direct bayfront property presents a rare opportunity to create one or two landmark waterfront estates within one of Sarasota’s most desirable coastal settings. Comprised of two separate parcels, 2043 & 2046 Alameda Way, the property offers remarkable flexibility for an end user, developer, or multigenerational compound vision. Boasting an impressive 210 feet of direct bay frontage, the property captures panoramic open water views, breathtaking year-round sunsets, and exceptional boating water with a private dock already in place. The expansive footprint allows for the creation of one grand estate spanning both parcels or two significant luxury residences, each with its own commanding presence on Sarasota Bay. Custom estate plans have been designed for each parcel by renowned Choeff Levy Fischman Architecture + Design, thoughtfully envisioning world-class waterfront living that complements the scale, setting, and prestige of this exceptional offering. Tucked within a quiet waterfront enclave, the location offers privacy and tranquility while remaining moments from Downtown Sarasota’s acclaimed dining, shopping, arts, and cultural scene. Enjoy close proximity to the new The Bay Park, the iconic The John and Mable Ringling Museum of Art, and the convenience of Sarasota-Bradenton International Airport. An extraordinarily rare offering defined by scale, frontage, flexibility, and location, representing the opportunity to build one or two of Sarasota’s most significant bayfront residences.

2046 Alameda Avenue, Sarasota

Sarasota Homes with Sailboat Water Water Frontage

Newest Sarasota Homes with Sailboat Water Water Frontage