North Sarasota Homes with Sailboat Water Water Frontage

North Sarasota Homes with Sailboat Water Water Frontage

Welcome to North Sarasota, Florida—a hidden gem nestled in the heart of Sarasota County. Known for its lush landscapes, vibrant culture, and proximity to stunning beaches, North Sarasota offers a unique blend of suburban tranquility and urban convenience. With a rich tapestry of parks, shopping centers, and dining options, this area is perfect for families, retirees, and everyone in between.

One of the most alluring features of North Sarasota is its breathtaking waterfront properties. Homes with sailboat water frontage are particularly sought after, providing direct access to the shimmering waters of the Gulf of Mexico. Imagine waking up to the gentle sound of waves lapping against your dock, the sun rising over the horizon, and the promise of a day filled with sailing, fishing, or simply enjoying the serene views from your backyard. These properties not only offer a luxurious lifestyle but also a vibrant community of fellow boating enthusiasts.

In addition to the stunning waterfront homes, North Sarasota boasts a rich array of recreational opportunities. The nearby parks and nature reserves invite outdoor enthusiasts to explore hiking trails, picnic spots, and wildlife viewing. Plus, with its close proximity to the cultural attractions of downtown Sarasota, residents can easily enjoy art galleries, theaters, and a thriving nightlife.

Whether you’re looking to invest in a sailboat waterfront home or simply want to soak in the sun and charm of North Sarasota, this vibrant community has something for everyone. Come and discover the beauty and lifestyle that awaits you in North Sarasota, where every day feels like a vacation!

Newest North Sarasota Homes with Sailboat Water Water Frontage

$169,000
3 Beds ⋅ 2 Baths ⋅ Barrington Woods SubDv. ⋅ 34234 Zip Code
Discover the potential in this maintenance-free 3-bedroom, 2-bath condo villa, tucked away at the end of a quiet enclave of just 66 residences. With a spacious open floor plan and abundant natural light, this home is the perfect opportunity to update and customize to your own style. Inside, you'll find tile and laminate flooring throughout, an eat-in kitchen with a breakfast bar, a primary suite with an en-suite bath featuring a walk-in shower, an interior laundry room with a washer and dryer, and a year-round enclosed lanai with tile flooring—ideal for enjoying your morning coffee or relaxing in any season. A covered carport provides convenient parking and additional parking available. Residents of Barrington Woods enjoy maintenance-free living along with a community pool, covered cabana, scenic ponds with fountains, and beautifully landscaped grounds filled with mature Florida tropical foliage. Conveniently located just minutes from Downtown Sarasota, you'll have easy access to world-class dining, shopping, the marina, cultural attractions including The Ringling Museum and Asolo Repertory Theatre, as well as the boutiques and restaurants of St. Armands Circle and the white sands of Lido Beach. Whether you're searching for a seasonal getaway, investment opportunity, or full-time residence, this home offers incredible value in one of Sarasota's most desirable locations.

5080 Barrington Circle Unit 3102, 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
$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
$7,480,000
5 Beds ⋅ 7 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Imagine owning one of Sarasota Bay’s most exciting waterfront properties, where panoramic views, deep water access, and resort-style living create the kind of lifestyle people dream about but rarely find. Set on an oversized 2/3-acre lot with 172 feet of direct bay frontage, this fully renovated Sapphire Shores estate was redesigned for unforgettable entertaining and vibrant coastal living. Enjoy breathtaking panoramic views stretching across Sarasota Bay from Downtown city lights to Longboat Key, a 100-foot deep water dock with dual lifts 10,000 and 15,000 lbs, brand new seawall, resort-style pool and new spa, outdoor kitchen, multiple expansive decks, and a whole-home smart system with Sonos audio, Lutron lighting, Tesla solar power walls and charging, and security integration. Inside, the home offers five ensuite bedrooms, six-and-a-half baths, a designer kitchen with custom coffee bar, finished game room, luxurious primary suite, and walls of hurricane-rated glass that bring the water into nearly every space. With a brand new standing seam metal roof, updated systems throughout, 16-foot elevation, this property delivers the rare combination of luxury, boating lifestyle, privacy, and peace of mind. Close proximity to Downtown Sarasota, SRQ airport and only 8.4 Miles to IMG Academy. Waterfront homes like this rarely become available. Inquire with listing agent for a full list of improvements. Schedule your private showing today.

350 S Shore Drive, Sarasota
$739,000
2 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code
Experience elevated living in this beautifully designed 1,203 sqft 2-bedroom, 2-bathroom corner residence. Offering one of the most desirable floor plans in the building, this unit features the largest balcony of any layout spanning 669 sqft, providing exceptional outdoor living space with tranquil views, perfect for morning coffee, sunset unwinding, or entertaining guests. A private entry from the second bedroom opens directly onto the wraparound balcony, ensuring guests have their own serene space to relax and enjoy the outdoor living experience. Inside, the residence showcases a modern design with clean lines and contemporary finishes. The open-concept living and dining area flows seamlessly into a sleek kitchen equipped with stainless steel appliances, creating a functional yet stylish space. Hurricane-impact windows and sliding glass doors provide peace of mind while filling the home with natural light.The primary suite offers comfort and privacy with an en-suite bathroom and spacious walk-in closet, while the well-appointed guest bedroom and second full bath provide flexibility for visitors or additional living space. Additional conveniences include one assigned covered parking space and ample guest parking. Set within a luxury waterfront condominium community, residents enjoy a true resort-style experience. Days can be spent lounging by the heated saltwater pool, relaxing in the spa, or maintaining an active lifestyle in the fitness center. Evenings are perfect for gathering around the firepit, grilling with friends, or taking advantage of the kayak launch for a peaceful paddle. With direct Bay access and the ability to be picked up or dropped off by boat, this community fully embraces Sarasota’s coastal lifestyle. Boat slips are also available at the attached marina for rent or purchase, offering added convenience for boating enthusiasts. A dedicated dog park ensures that even four-legged residents feel at home. Ideally positioned just minutes from downtown Sarasota, pristine Gulf beaches, renowned restaurants, theaters, shopping and Sarasota-Bradenton International Airport, this residence offers both luxury and convenience in one exceptional location. Unit 211 presents a rare opportunity to stay in a modern, corner-unit retreat in a vibrant waterfront community where lifestyle, design, and location come together seamlessly

1703 N Tamiami Trail Unit 211, Sarasota
$525,000
1 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code
Exceptional opportunity to experience a premier waterfront lifestyle in this contemporary condo, located just minutes from the vibrant energy of downtown Sarasota and our award-winning local beaches. Amazing water views from sunrise to sunset right outside your door. This gated community offers a suite of high-end amenities, including a state-of-the-art fitness center, a serene pool, and direct water access—perfect for launching a kayak or paddleboard through Whitaker Bayou into Sarasota Bay. A community dog park and fire pit are also available. The residence itself features modern styling with clean lines and is complemented by practical luxuries such as custom designer shades and curtains throughout and a large organized walk in closet in the owners suite. Additional features of this property include: -Den/Office with built in closet. - Dedicated underground parking space, additional storage, and secure elevator access. - A full-size front-load washer and dryer conveniently located adjacent to the owner's suite walk-in closet. - Significant investment potential, with the rare benefit of permitting weekly rentals. Whether you are seeking a personal sanctuary or a high-performing income-generating property, this residence is an ideal choice.

1709 N Tamiami Trail Unit 416, Sarasota
$720,000
2 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code
Virtually Staged. The west porch and 2 bedrooms have been virtually staged. Fabulous opportunity to own this rarely available END condominium, a light and bright penthouse in The Strand, a waterfront community just minutes from Downtown, Sarasota's vibrant arts, culture, dining, shopping and the new Bay Front area/entertainment. Largest floor plan available. Perfect winter home, investment property or permanent residence. High gloss cabinetry in kitchen & baths. Light quartz counters in the kitchen and baths. Open concept living/ dining area for easy entertaining which leads directly onto your spacious balcony from which you will see evening sunsets. This condo has an assigned garage parking spot and storage cage. Newer construction as of 2022, and built to the latest hurricane codes. Impact sliders and windows throughout. Low maintenance fees, generous rental policy (1 week minimum/ 52 times/year) and a dog friendly gated community. Several EV charging stations are available along with plenty of guest parking. Amenities include heated pool, spa, gas grills, fitness center, fire pit, kayak launch, dog park, on-site property manager (M-F) and so much more, a must see. The Strand consists of 2 buildings, total of 152 units, and 47 boat slips which can be purchased when available if one does own in The Strand.

1703 N Tamiami Trail Unit 511, Sarasota
$9,500,000
8 Beds ⋅ 9 Baths ⋅ Indian Beach Map Of SubDv. ⋅ 34234 Zip Code
An Architectural Masterpiece on Sarasota Bay. Commanding one of Sarasota’s most spectacular bayfront settings, this gated estate blends cutting-edge engineering with timeless coastal living. Built on 55 deep concrete piles extending 30 feet underground, the home is constructed entirely of cast-in-place concrete and masonry, including every slab and the roof, creating a true hurricane fortress designed to endure generations. A massive 8-car garage sits beneath this elevated residence on an oversized, fenced lot, offering both privacy and security. Inside, the open-concept layout was intentionally designed with no interior bearing walls, supported only by a few discreet columns per floor—allowing future owners to reimagine the floor plan freely to suit any lifestyle. Outdoors, the property feels like a private resort. The waterfront pool area features sunken seating and a swim-up bar, perfect for entertaining or soaking in Sarasota’s sunsets over the bay. An elevator serves all levels, including the roof, where there’s potential for an extraordinary rooftop terrace with panoramic views of Sarasota Bay and the skyline. Documents are currently being finalized for a dock permit, which will enhance the property’s existing direct Sarasota Bay access and allow for private boat docking in the future. 4035 Bay Shore Road isn’t just built, it’s engineered to impress. A home where modern strength meets pure waterfront serenity.

4035 Bay Shore Road, Sarasota
$5,500,000
Indian Beach SubDv. ⋅ 34234 Zip Code
189 feet of rare boatable water frontage. Already cleared and elevated in preparation for a large contemporary estate, this nearly 1 acre lot offers generous buildable space and valuable privacy for your future vision. This extraordinary waterfront homesite offers some of the longest views to the West across Sarasota Bay and the Intracoastal Waterway. Significant estates, tree-lined streets and waterfront parks define this area. Coastal breezes always surround you; sunsets are, as you might imagine, spectacular. Driving down Indian Beach Lane provides a grand approach and beautiful introduction to this special location. Located in Indian Beach / Sapphire Shores - home to some of the finest historical architecture in all of Sarasota! And today, much like 100 years ago, it is being rediscovered by those with vision, appreciation and means. This coastal neighborhood has been a coveted location since around the time of its “founding” residents like the Ringling family and other prominent early Sarasotans. Water birds and peacocks are regular visitors here. Positioned perfectly between Sarasota-Bradenton International Airport (SRQ) and downtown Sarasota, yet still within short proximity to Longboat Key, St. Armands Circle and Lido Key. This particular location on Sarasota Bay also provides one of the most coveted features of all – boatable water to the site. Whether it’s a luxury yacht or something a bit more modest, access and dockage will be effortless. This homesite sits amongst other significant luxury homes – elegant coastal to the North, Mediterranean to the South with vintage and contemporary to the East. A site study including surveys and analysis is available, as are plans from one of the most renowned builders in the region. Or create your own masterpiece…your canvas awaits!

603 Indian Beach Lane, Sarasota
$3,600,000
Indian Beach SubDv. ⋅ 34234 Zip Code
Exotic and extremely private bay front property on the market for the first time in 40 years. In fact, this is only the third time it’s been available in 100 years. Travel back in time to find ancient oaks and large palms, Banyans, and cedars. It’s an idyllic paradise reminding us of why people have come to these shores for millennia. Although this is direct waterfront, most of the land is not in the flood zone creating many possibilities for new structures on or near grade. What is most unique is the 444-foot lot depth. This is almost 4 times that of other bayfront parcels being redeveloped in the area. This extreme distance provides complete privacy from Bay Shore Road and with each adjacent property a multi-acre estate, the feeling of spaciousness and seclusion is complete. Leave the world behind on the long, winding shell drive through tree canopy and lush vegetation. At “the end of the road” is the original homesite on a small bluff directly on and overlooking Sarasota Bay. Your views are of Longboat and Lido Key and out New Pass to the Gulf of Mexico. Looking south you see our bustling little city of Sarasota and the John Ringling Bridge. Enjoy sea breezes in the afternoon and sunsets all year round. A parcel like this is an architects dream providing the size necessary to create what anyone might want, elevation allowing cascading terraces down to the waterfront and multiple, potential “footprints” for accessory dwellings, accessory structures and more. Bay Shore Road has become an eclectic location for the grandest homes in Sarasota. This has led to sales over 10 million dollars and have exceeded 15 million. But you could not put a price on the most spectacular neighbor, Ca’ d Zan. John Ringling’s gilded Venetian palace anchors the neighborhood to the north and downtown Sarasota is just 2 miles south. Other nearby cultural & educational institutions include the Ringling Museum of Art, the Asolo Theater of Performing Arts, the Sarasota Ballet, the Ringling College of Art & Design and our newest amenity, The Bay Park Conservancy redeveloping 53 acres of City waterfront into a world class public park.

3301 Bay Shore Road, Sarasota
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