Sarasota County Homes with Elevated Architectural style

3010 Grand Bay Boulevard Unit 416, Longboat Key

3 Beds ⋅ 4 Baths ⋅ Grand Bay SubDv. ⋅ 34228 Zip Code

An extraordinary waterfront lifestyle awaits at Grand Bay #416, offered updated and fully furnished with brand-new furnishings just installed throughout. Sweeping views of Sarasota Bay, the marina, and the golf course provide a spectacular backdrop for this beautifully appointed residence in coveted Building 4. Offering nearly 3,000 square feet of interior living and an impressive wraparound terrace, this exceptional Antigua floor plan combines the spaciousness of a private home with the convenience, security, and resort-style amenities of one of Longboat Key's premier waterfront communities. Thoughtfully furnished with a fresh, contemporary aesthetic, the residence is beautifully prepared for immediate enjoyment. A gracious entry foyer introduces an expansive, light-filled interior, where beautiful wood flooring, and walls of glass create a seamless connection to the surrounding waterfront scenery. The generous living and dining areas are designed for both comfortable everyday living and sophisticated entertaining, with a welcoming wet bar and stunning panoramic vistas across Sarasota Bay, the marina, manicured grounds, and neighboring waterways. Expansive sliding glass doors open to the remarkable wraparound terrace, extending the living spaces outdoors. The private terrace is a defining feature of this exceptional residence. With multiple areas for lounging, outdoor dining, and entertaining, this expansive retreat captures the beauty of Grand Bay's waterfront setting. Glass railings preserve the views, while the terrace's generous proportions create a wonderful extension of the home's interior living spaces. The modernized kitchen offers a clean, contemporary aesthetic with sleek cabinetry, stone countertops, built-in appliances, generous workspace, and the sunlit informal dining area surrounded by windows provides an inviting setting for casual meals while enjoying views of the surrounding landscape and marina. The thoughtfully designed split-bedroom layout provides exceptional privacy and flexibility. The spacious primary suite enjoys beautiful water views, a walk-in closet, and a completely updated en-suite bathroom. A generously sized guest bedroom with its own en-suite bath provides comfortable accommodations for family and friends, while the additional guest room offers flexibility for visitors, a home office, or a private retreat. A separate laundry room with plenty of built-in storage adds everyday convenience. Additional features include motorized storm shutters installed in 2018, one lobby-level, under-building parking space, and a private storage locker. Grand Bay offers an exceptional collection of amenities, including a gorgeous new clubhouse, fitness center, tennis courts, resort-style swimming pools, heated spa, and 24-hour gated security. Residents also enjoy access to the private Bay Isles Beach Club, adding a wonderful beachside dimension to the waterfront lifestyle. Ideally positioned on the southern end of Longboat Key, Grand Bay places the best of Sarasota's coastal lifestyle within easy reach. Nearby Longboat Key Club golf and marina facilities, waterfront dining, and island recreation complement convenient access to St. Armands Circle's boutiques and restaurants, the white sands of Longboat Key and Lido Beach, and Downtown Sarasota's celebrated arts, cultural attractions, theaters, and dining destinations.

3010 Grand Bay Boulevard Unit 416, Longboat Key

$640,000

3 Beds ⋅ 2 Baths ⋅ The Villas At Bellagio Harbor Village SubDv. ⋅ 34229 Zip Code

There is something extraordinary about living on the water, where passing sailboats, coastal breezes, and the beauty of the marina become part of everyday life. Welcome to Osprey Harbor Village, an intimate waterfront community perfectly positioned between Sarasota and Venice, where timeless elegance meets the relaxed sophistication of Southwest Florida living. From the moment you enter, the welcoming foyer introduces a thoughtfully designed residence that balances comfort, elegance, and effortless entertaining. The spacious kitchen features rich upgraded wood cabinetry, granite countertops, stainless steel appliances, and a generous breakfast bar where family and friends naturally gather. An inviting dining area transitions into the comfortable living room, with access to the expansive terrace that truly sets this home apart. Whether entertaining guests, enjoying a quiet evening, or simply watching the activity along the waterfront, this outdoor living space is destined to become one of your favorite places. The generously sized primary suite offers a peaceful retreat with a spacious walk-in closet and an ensuite bath featuring dual vanities, a soaking tub, separate shower, and private water closet. Two additional bedrooms provide wonderful flexibility for visiting family and friends, a home office, or whatever suits your lifestyle. Beyond the residence, Osprey Harbor Village offers an exceptional waterfront experience. This boutique community of just 54 condominiums showcases distinctive Italian-inspired architecture and was constructed in 2006 to hurricane building standards. Boating enthusiasts will appreciate the marina setting and approximately 7-foot draft channel, providing access to the beautiful waterways that make Florida's Gulf Coast a boating paradise. Whether you enjoy sailing, cruising, fishing, kayaking, or simply admiring the boats from your terrace, life here revolves around the water. The community amenities create an atmosphere that feels more like a private waterfront resort. Enjoy a newly renovated, fully equipped fitness center, sparkling community pool, poolside grilling area, relaxing spa, sauna, steam room, fishing dock, and kayak launch. Spend your afternoons poolside, take a peaceful paddle along the waterways, or gather with friends after a day of exploring the coast. Additional conveniences include two assigned garage parking spaces, onsite management, and a pet-friendly environment welcoming up to two large dogs. And the location? It's one of the best parts. Imagine being able to stroll to waterfront dining at Deep Lagoon Seafood & Oyster House or the beloved Casey Key Fish House, enjoy the casual atmosphere of a nearby tiki bar, or explore the waterfront park just across the street. The beautiful beaches of Casey Key are only a short drive away, while Publix, shopping, restaurants, medical facilities, and the endless attractions of Sarasota and Venice are all conveniently nearby. From boating adventures and beach days to waterfront dining and peaceful evenings at home, the possibilities are endless. What makes Osprey Harbor Village truly special isn't simply the architecture, the amenities, or even the spectacular marina setting. It's the lifestyle that comes with it. Spend more time outdoors, entertain the people you love, and enjoy the beauty of coastal living in a community that feels both exclusive and welcoming. Discover the waterfront lifestyle waiting for you at Osprey Harbor Village today!

14041 Bellagio Way Unit 315, Osprey

415 L Ambiance Drive Unit PH-F, Longboat Key

$12,995,000

4 Beds ⋅ 4 Baths ⋅ L Ambiance At Longboat Key Club SubDv. ⋅ 34228 Zip Code

Perched atop the coveted South Building at L’Ambiance behind the gates of the Longboat Key Club, this extraordinary beach-to-bay penthouse redefines luxury coastal living. Encompassing nearly 5,000 square feet of refined interior space and complemented by more than 3,600 square feet of wraparound terraces, this rare residence offers the scale and privacy of a waterfront estate paired with the convenience and security of one of Longboat Key’s most prestigious condominium communities. From sunrise over Sarasota Bay to spectacular sunsets melting into the Gulf of Mexico, panoramic water views create a breathtaking backdrop from nearly every room. Arrive via a private elevator that opens directly into your own grand foyer, where ornate wrought-iron double doors reveal a residence defined by architectural elegance and meticulous craftsmanship. Cathedral coffered ceilings, intricate millwork, crown molding, custom built-ins, designer lighting, and expansive walls of newer impact glass create a dramatic yet inviting atmosphere throughout. Travertine flooring flows seamlessly from room to room, while floor-to-ceiling glass sliders open to expansive terraces, blending indoor and outdoor living on an unprecedented scale. At the heart of the residence, the impressive 34-by-41-foot living room is framed by Gulf views and surrounded by multiple entertaining spaces, including formal and informal dining areas designed for both intimate gatherings and grand-scale events. The gourmet chef’s kitchen is beautifully appointed with custom designer cabinetry, stone countertops, decorative appliance panels, a Wolf induction cooktop, oversized island, walk-in pantry, and generous workspace for effortless entertaining. Occupying its own private wing, the primary suite is a sanctuary. A private vestibule leads to a spacious lounge area, dual walk-in closets, and spa-inspired his-and-her bathrooms featuring custom vanities, stone finishes, soaking tub, separate shower, and abundant storage. Floor-to-ceiling glass opens directly to the terrace, where sweeping Gulf views create an ever-changing panorama. Two additional guest suites offer en-suite baths and walk-in closets, while a fourth bedroom—currently configured as a charming bunkroom—provides flexibility for family and guests. A spacious study can easily serve as a fifth sleeping area or executive home office. The outdoor living experience is simply unmatched. Expansive terraces wrap around the residence, creating multiple venues for dining, entertaining, and relaxation while capturing unobstructed views stretching from the Gulf shoreline across Sarasota Bay, the Longboat Key Club golf courses, and the downtown Sarasota skyline. L’Ambiance is widely regarded as one of Longboat Key’s premier beachfront addresses, offering residents exceptional amenities including 24-hour gated security, concierge services, on-site management, a recently renovated lobby and clubhouse, social rooms, fitness center, tennis courts, resort-style heated swimming pool and spa, private beach access, and a picturesque boardwalk leading directly to the Gulf of Mexico. Ideally positioned within the Longboat Key Club community, residents enjoy proximity to championship golf, tennis, marina facilities, waterfront dining, and miles of pristine Gulf beaches. This remarkable penthouse represents a rare opportunity to own one of the largest and most impressive beachfront residences on Florida’s Gulf Coast.

415 L Ambiance Drive Unit PH-F, Longboat Key

$2,495,000

3 Beds ⋅ 3 Baths ⋅ Orchid Beach Club Residences SubDv. ⋅ 34236 Zip Code

Set high on the seventh floor of the prestigious Orchid Beach Club, this tastefully furnished residence captures sweeping, panoramic vistas of the Gulf of Mexico, Sarasota Bay, and the downtown skyline. Offering nearly 3,000 square feet of impeccably designed living space, this beachfront haven features three spacious bedroom suites, 3 full all-marble baths, private elevator entry, and 3 expansive private terraces designed for indoor-outdoor coastal living. Updated by award-winning designer Barbara Gardner , the interior radiates an estate-style sense of opulence. Extraordinary craftsmanship is evident throughout, highlighted by cove ceilings with inset lighting, custom crown molding, decorative arched alcoves, and warm wood paneling. Private elevator access opens into a refined foyer, where custom iron filigree doors lead to a stately living room adorned with gleaming marble floors and full-height sliding glass doors that frame uninterrupted water, beach, and downtown views. The chef's kitchen features a central island, quartz countertops, paneled Subzero refrigerator, and premium appliances including Bosch double wall ovens, a 5-burner Bosch gas cooktop, Dacor warming drawer, and microwave drawer. Adjacent to the kitchen, a sunlit breakfast nook and dedicated dining area—distinguished by designer lighting and seating for eight—offer unobstructed sightlines across the living space to the Gulf beyond. Out on the primary terrace, an outdoor kitchen equipped with a new DCS gas grill and granite surround extends the living space for al fresco dining. The primary owner's retreat boasts a comfortable sitting area, walk-in closet, and direct terrace access with picture-perfect water views. The oversized primary bath is a spa-like sanctuary featuring a glass-enclosed shower, deep soaking tub, bidet, dual vanities plus a separate makeup vanity, and a convenient morning bar. Each guest bedroom serves as a private getaway with direct terrace access and high-end marble and quartz finishes. Modern infrastructure upgrades include multi-zone smart-home A/C, motorized window treatments, fresh paint, designer wall coverings, and a new water heater. Orchid Beach Club is an exclusive, resort-style gated community of just 54 residences nestled along pristine white sands. Residents enjoy 24/7 security, concierge and doorman services, covered garage parking, a heated Gulf-front pool and spa, fitness center, social rooms, library, and a private dog run. Located just moments from the world-class shopping and dining of St. Armands Circle and downtown Sarasota, this residence offers the ultimate beachfront lifestyle.

Sarasota

$285,000

2 Beds ⋅ 3 Baths ⋅ South Venice SubDv. ⋅ 34293 Zip Code

Welcome to this versatile South Venice home packed with potential! Situated on a spacious corner lot. This property offers an ideal setup for multi-generational living or a mother-in-law suite. The main living area on the upper level features a bright, open-concept great room connecting the kitchen, dining area, and spacious living room. Equipped with an island and three large sliding glass doors, the main living area flows directly out to a impressive wrap-around deck—perfect for enjoying the Florida breeze. Recent updates include brand-new carpeting in the living room and both bedrooms. The primary suite boasts a private ensuite with a walk-in shower, while the generously sized guest bedroom is served by a full guest bath. The first-floor lower level features a private ground-floor apartment complete with ceramic tile flooring, a dedicated wall A/C unit, a kitchenette, and a bathroom with a walk-in shower. Accessible via both interior and exterior staircases, this lower level provides full privacy and flexibility for guests or extended family. Optional South Venice Association membership with ferry to beach, minutes to historic downtown Venice and it's beautiful beaches and Englewood beaches. Located near shopping, medical facilities, restaurants, and the popular Wellen Park downtown and the Atlanta Braves spring training stadium. Brimming with character and solid concrete block construction on the ground level, this home is ready for your personal touch and updates. Don't miss out on creating your dream home or next portfolio addition in South Venice!

4104 Strombus Road, Venice

$3,850,000

5 Beds ⋅ 7 Baths ⋅ Manasota Sub SubDv. ⋅ 34223 Zip Code

Virtually Staged. Set on nearly a full acre with 214 feet of direct bay frontage, this Manasota Key waterfront estate offers a true bay-to-Gulf lifestyle, combining deep-water boating access with convenient deeded beach access just across the street. Positioned along a quiet stretch of Manasota Key Road, the property delivers privacy, scale, and unobstructed water views across Lemon Bay. Built in 2001 by Newport Home Builder, the residence spans more than 5,200 square feet across two living levels and has been meticulously maintained with thoughtful updates, including a new tile roof in 2024 and new impact-rated garage doors serving the oversized four-car garage. Impact glass windows and sliders throughout the home frame the bay while enhancing storm protection and energy efficiency. The main living level is designed for everyday comfort and entertaining. Diagonal tile flooring connects the living room—opening directly to the screened bayfront lanai—with the formal dining area and expansive kitchen. The chef’s kitchen features solid-wood cabinetry, granite countertops, center island, breakfast bar, informal dining space with wine bar built-in, and walls of glass sliders that open to the covered patio and summer kitchen. The adjacent family room enjoys panoramic bay views and seamless outdoor connection. The primary suite is located on the main level, offering a private retreat with a stone-encased fireplace, morning kitchen, custom walk-in closet, en-suite bath, and direct access to the bayfront patio. Two additional guest suites, a dedicated office or study, and a laundry room complete the first floor. Upstairs, guests enjoy a loft-style sitting area, and two spacious bedroom suites overlooking the bay (one suite is large enough to be an additional primary suite), providing flexibility for multi-generational living, work-from-home needs, or extended stays. Outdoor living is a defining feature. The panoramic screened pool deck, completed with travertine flooring, surrounds a resurfaced PebbleTec pool and raised spa, creating a comfortable setting for waterfront entertaining. Boating enthusiasts will appreciate the deep-water dock, updated in 2016 and equipped with a boat lift, electric, and water—offering no fixed bridges and direct access to open bay waters and the Gulf of Mexico. Deeded beach access is conveniently located just across the street. Ideally positioned on Manasota Key, this estate offers quick access to local waterfront dining, marinas, and nature preserves, while remaining close to Englewood, Venice, and Sarasota’s Cultural Coast. Championship golf courses, shopping, and dining are nearby, with world-class beaches lining both Manasota Key and nearby barrier islands. A rare opportunity to secure a direct bayfront property with beach access, acreage, and deep-water boating—delivering the best of Southwest Florida coastal living.

8017 Manasota Key Road, Englewood

$6,850,000

4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Virtually Staged. Imagine the possibilities of Gulf-to-Bay living on Casey Key, where deeded private beach access, deep-water boating and a resort-style bayfront setting create the foundation for an extraordinary coastal retreat. Set on more than half an acre with frontage on Blackburn Bay, 2116 Casey Key Road offers more than 5,500 square feet and an exceptional opportunity to enjoy a substantial island residence around one of Sarasota County’s most coveted waterfront lifestyles. The exterior has been thoughtfully enhanced for enjoying life on the water. Along the bayfront, a multi-level tropical setting unfolds through expansive pavered terraces, covered lounge areas and a gazebo-style dining pavilion with a fully equipped summer kitchen and built-in grilling station. At the center is a heated swimming pool and spa finished in PebbleTec, creating a private resort environment framed by mature tropical surroundings and the waters of Blackburn Bay. A screened second-level bayfront terrace provides another inviting place to relax. For boaters, the property is equally compelling. The extended dock, updated in 2018, includes a lift and provides deep-water access, accommodating both powerboats and sailboats. Deeded private beach access places the Gulf’s turquoise waters and spectacular sunsets just steps from home—creating the increasingly rare opportunity to enjoy both boating and the beach from a single property. Inside is where the next chapter begins. Soaring cathedral ceilings, generous room proportions and walls of oversized impact windows and sliders establish an impressive framework, filling the residence with natural light while capturing sweeping views across Blackburn Bay. The home’s substantial footprint and flexible two-level configuration offer tremendous potential for a thoughtful renovation tailored to today’s coastal lifestyle. Select virtually staged images illustrate just one vision for how the existing spaces could be transformed with a more contemporary aesthetic. The first level provides exceptional flexibility for family and guests, with a family room, game room, two guest bedroom suites, an office with built-ins that can also function as a fourth bedroom, and a convenient kitchenette. This arrangement lends itself beautifully to extended family, visiting guests or the creation of private living quarters within the home. Upstairs, the main living spaces take full advantage of the elevated bayfront setting. The living and dining rooms are joined by a kitchen with granite countertops, center island, informal dining area and stainless steel appliances, along with a wet bar and wine cooler. The primary suite is also located on this level, allowing the principal living spaces to share the home’s expansive water views. A three-stop elevator and interior staircase connect the levels. Considerable improvements include a 2022 metal roof, multiple A/C replacements from 2017–2024, replacement of non-impact windows with Andersen impact windows, updated dock and lift pilings, new ductwork, electrical upgrades and re-piping. Located on the quieter southern end of Casey Key, the property feels wonderfully removed while remaining convenient to Nokomis, Venice and Sarasota. Nearby destinations include Nokomis Beach, the restaurants and boutiques of Venice Island, area marinas and the Legacy Trail, while Downtown Sarasota’s dining, performing arts, cultural attractions and waterfront are within comfortable reach.

2116 Casey Key Road, Nokomis

$1,695,000

3 Beds ⋅ 3 Baths ⋅ Lawrence Pointe SubDv. ⋅ 34236 Zip Code

Sweeping Sarasota Bay views, exceptional living space, and one of downtown Sarasota’s most coveted waterfront locations come together in this beautifully updated residence at Lawrence Pointe. Positioned directly on the bay, this lovely three-bedroom home spans nearly 3,000 square feet and captures breathtaking water views from its expansive living spaces, while its prized location places the best of downtown Sarasota just moments from your door. Two under-building parking spaces and separate storage add to the convenience of this exceptional bayfront offering. A gracious foyer introduces the spacious, light-filled interior, where oversized tile flooring, crown molding, plantation shutters, and walls of glass create an effortless flow throughout the main living areas. The generous living and dining rooms are designed around the waterfront, with expansive views providing a dramatic backdrop for both everyday living and entertaining. Impact-rated windows and sliding glass doors, replaced in 2017, add peace of mind while maximizing natural light and the remarkable bayfront setting. The gourmet kitchen is equally impressive, featuring custom natural-wood cabinetry, quartz countertops and backsplash, stainless steel appliances, abundant storage, and an oversized breakfast bar. Open to the family room, the kitchen maintains a direct connection to Sarasota Bay, allowing water views to remain part of daily life. A nearby bar with wine refrigeration enhances the home’s entertaining appeal. Two direct bayfront terraces adjoining the main living areas have been enclosed, creating versatile, all-weather spaces that bring you even closer to the water while expanding the opportunities for lounging, dining, and entertaining. Walls of glass and streamlined glass railings preserve the panoramic views across Sarasota Bay, creating the feeling of living directly above the water. The spacious primary suite offers a private retreat with beautiful wood flooring, oversized windows, a walk-in closet with custom organization, and its own balcony overlooking downtown Sarasota. The renovated en-suite bath is finished with granite and offers generous space and storage. A second bedroom features hardwood flooring and a private en-suite bath, while the third bedroom is currently configured (pictured as) a formal dining room, the dedicated home office with custom built-in desk and shelving, provides flexibility without sacrificing bedroom space. Designed by celebrated Sarasota architect Tim Seibert, Lawrence Pointe is an intimate gated waterfront community of only 40 residences, tucked at the end of a private cul-de-sac shared with The Ritz-Carlton. Residents enjoy on-site management, clubhouse amenities, and a waterfront swimming pool surrounded by a Travertine-tiled deck and grilling area overlooking Sarasota Bay. The location is difficult to match. Step outside and enjoy easy access to Sarasota’s downtown waterfront, The Bay, Marina Jack, Main Street restaurants and boutiques, the Sarasota Farmers Market, theaters, galleries, and the city’s renowned arts and cultural destinations. St. Armands Circle and Lido Beach are just across the Ringling Bridge, while Longboat Key and Sarasota’s celebrated Gulf Coast beaches are also within easy reach. This Lawrence Pointe residence presents an extraordinary opportunity to enjoy the very best of Sarasota city and coastal living.

99 Sunset Drive Unit 401, Sarasota

340 Gulf Of Mexico Drive Unit 136, Longboat Key

$2,995,000

3 Beds ⋅ 4 Baths ⋅ Tangerine Bay Club SubDv. ⋅ 34228 Zip Code

Rarely available and distinctly different from traditional condominium living, this two-level penthouse at Tangerine Bay Club pairs nearly 3,000 square feet of beautifully reimagined interiors with sweeping bay views and the privacy of a single-family home. Positioned on a coveted south-facing corner, Residence #136 captures an extraordinary panorama encompassing the bay, downtown Sarasota skyline and protected mangrove preserves. Two generous terraces, a private courtyard entry and a private two-car garage further distinguish this exceptional residence. Inside, the renovation strikes a sophisticated balance between coastal ease and thoughtful design. Soaring vaulted ceilings amplify the natural light, while expansive walls of glass keep bay vistas at the forefront of the main living spaces. A gas fireplace and custom entertainment wall create a dramatic focal point, and direct access to the terraces extends everyday living and entertaining outdoors. Impact-rated Andersen windows, motorized storm shutters, custom LED lighting and California Closets add another layer of comfort and functionality. At the heart of the main level, the gourmet kitchen was designed as much for entertaining as for the serious home chef. Honed marble countertops complement a substantial leathered-stone island and custom cabinetry. A remarkable collection of appliances and culinary features includes a La Cornue dual-fuel range with French plate, Flamberge rotisserie oven, galley sink, wine cooler and Sub-Zero beverage drawers. An adjoining breakfast area provides a relaxed place to begin the day, while the formal dining area accommodates larger gatherings against the backdrop of the residence’s open living spaces. Privately positioned, the primary suite is a serene retreat with direct terrace access, custom closets and a beautifully appointed spa-inspired bath. Quartz surfaces, dual vanities, a freestanding soaking tub and expansive walk-in steam shower create a luxurious setting. Also on the main level, the second bedroom is currently arranged as a den with a nearby full bath, providing flexibility for guests, an office or additional living space. Upstairs, the home reveals another dimension: a lofted lounge with custom built-ins overlooks the living areas below, while a private third en-suite bedroom creates an ideal retreat for visiting family and friends. The separation between levels allows the residence to live comfortably whether hosting a full house or enjoying it as a private island escape. Outdoor living is equally compelling. Two terraces capitalize on the penthouse’s south-facing orientation and elevated perspective. Combined with the private courtyard entrance and two-car garage, these spaces reinforce the feeling of a home. Tangerine Bay Club is one of Longboat Key’s distinctive resort-style communities, recognized for its lush mature landscaping and exceptional location at the southern end of the island. Residents enjoy a 25-meter heated pool and spa set on a private island, tennis and pickleball, fitness, kayak launch, walking paths and a day dock available on a first-come basis. Adding to the community’s appeal, Tangerine Bay Club successfully completed its milestone inspection without requiring repairs, maintains healthy reserves and, at this time, has no special assessments anticipated. Optional membership to the Bay Isles Beach Club provides access to a private beach, adding another dimension to the Longboat Key lifestyle.

340 Gulf Of Mexico Drive Unit 136, Longboat Key

3710 Gulf Of Mexico Drive Unit A3, Longboat Key

$525,000

2 Beds ⋅ 2 Baths ⋅ Gulfshore Of Longboat Key SubDv. ⋅ 34228 Zip Code

DIRECT GULF FRONT/OCEAN VIEWS, FULLY FURNISHED, ELEVATED, AND BRING YOUR BOAT (BOAT SLIP opportunity for a small monthly rental fee at the NEW community marina) Beach Retreat with numerous improvements. Longboat Key living doesn't get any better than this. Located in a highly desirable waterfront co-op community, this home was raised 4 ft to enjoy more of the beautiful ocean views. All new windows with the front windows replaced with large picture windows for year round gulf/ocean views. Additional new updates include all new windows, new window coverings, new doors, new kitchen remodel which includes new countertops and painted cabinets, new bedroom fans, newly redone dining area, refreshed outdoor bathhouse, (included for description purposes as 1 of 2 bathrooms), new HVAC duct work and heating element, new Astro turf lawn, new outdoor lighting, newly painted interior, beautifully redone outdoor patio. Gulfshore of Longboat Key is perfectly situated between the Gulf of America and the Bay for beach to bay access. It has approximately 450-500 ft of private deeded beach access on the powdery sand and views of the turquoise blue water. It also has a new marina on Sarasota Bay, a large, heated community pool, a remodeled clubhouse with a commerical kitchen, a well-maintained community with a professional on-site manager, and very reasonable HOA fees! Gulfshores is a 55+ community and does not permit pets or rentals. Come live The Longboat Key Life.

3710 Gulf Of Mexico Drive Unit A3, Longboat Key

$699,000

2 Beds ⋅ 2 Baths ⋅ Alinari SubDv. ⋅ 34236 Zip Code

A rare townhouse-style residence in the heart of Downtown Sarasota, Alinari #321 offers something remarkably difficult to find in condominium living: multiple levels, exceptional private outdoor space and a rooftop terrace all its own. One of Alinari’s distinctive Terrazza residences, this two-bedroom, two-bath home combines 1,734 square feet of interior living with an impressive 3,389 total square feet, creating a city retreat that feels decidedly different from the traditional high-rise floor plan. A private entrance introduces a dramatic, light-filled interior where soaring cathedral ceilings, an open layout and oversized impact windows give the main living spaces an airy sense of volume. The contemporary living and dining areas flow easily together, while French doors extend the interiors outdoors and reinforce the residence’s indoor-outdoor character. Recently renovated, the kitchen is sleek and functional with custom cabinetry, stone countertops, a tile backsplash and stainless-steel appliances. Its open design keeps the kitchen connected to the surrounding entertaining spaces while maintaining a clean, modern aesthetic. With its French door access to the larger terrace, the flexible first-floor bedroom/den is accompanied by a full bath, providing separation from the primary suite and creating an ideal arrangement for overnight guests, a home office or additional living space. An inside laundry room adds everyday convenience. Upstairs, the primary suite becomes a secluded retreat of its own. Generously proportioned and removed from the main living level, it includes a walk-in closet and an en-suite bath with dual sinks, a soaking tub, separate shower and private water closet. French doors open to the second private balcony, adding yet another outdoor connection. Crowning the residence is an expansive private rooftop terrace—an exceptional outdoor retreat above the city. With glimpses of Sarasota Bay and abundant room for lounge seating, dining and entertaining, this rare extension of the home’s living space offers a special opportunity to create a resort-inspired escape above the city. Residence 321 also conveniently includes one deeded covered parking space and a private storage locker. Alinari complements this unusual residence with an extensive collection of amenities, including on-site management, a stylish club room, tearoom, business center and conference rooms, library, wine room with optional owner wine lockers, theater, fitness center, sauna, aerobics room and men’s and women’s locker rooms. Outdoors, residents enjoy a resort-style swimming pool with sundeck and cabanas, grilling areas and a heated spa, while guest suites are available to owners on a first-come basis. Set within Sarasota’s vibrant Rosemary District, Alinari puts the best of the city close at hand. The Bay Park and Sarasota’s waterfront are moments away, with Downtown Sarasota’s restaurants, galleries, theaters, boutiques and Farmers Market nearby. The Van Wezel Performing Arts Hall, Marina Jack and the city’s celebrated cultural attractions add to the downtown lifestyle, while St. Armands Circle and the white sands of Lido Beach are just a short drive away.

800 N Tamiami Trail Unit 321, Sarasota

1350 Siesta Bayside Drive Unit 1350B, Sarasota

$899,000

3 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code

Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota’s most desirable beach communities. Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage. French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room—an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach. The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath—creating an ideal layout for visiting family or rental guests. This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in nearby Building 1328 on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multigenerational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year. Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach’s renowned quartz sands and Gulf waters just moments away. Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village’s restaurants, boutiques, and live music. Boating, paddleboarding, and waterfront dining are close by, while downtown Sarasota—home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle—is just a short drive away. Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.

1350 Siesta Bayside Drive Unit 1350B, Sarasota

Sarasota County Homes with Elevated Architectural style

Newest Sarasota County Homes with Elevated Architectural style

How much is your home worth?

How much is your home worth?