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1429 Westbrook Drive, Sarasota
$3,750,000
4 Beds ⋅ 5 Baths ⋅ Westbrook SubDv. ⋅ 34231 Zip Code
An Oyster Bay masterpiece, where legacy homes and new architectural statements coexist, this striking modern residence delivers volume, spatial continuity, and refined indoor/outdoor living just minutes from Siesta Key, dining and boating. Built in 2023 and thoughtfully composed on a single level, the home balances bold contemporary design with privacy, warmth and livability. A dramatic entry introduces soaring ceilings and immediate visual impact, opening into expansive living spaces designed for daily life and entertaining. Walls of glass, disappearing corner sliders, and ceiling heights approaching 17 feet create a sense of scale and light rarely achieved, while wide plank French oak flooring and curated designer lighting provide continuity throughout. The kitchen is a centerpiece, anchored by an oversized island and outfitted with high-end integrated appliances, custom cabinetry and a full walk-in pantry. It flows seamlessly into the great room and wet bar, making the home equally suited for quiet evenings or larger gatherings. Outdoor living takes center stage. The screened lanai features a fully equipped summer kitchen, generous covered seating and dining areas, and a resort-style heated saltwater pool and spa with fire bowls and cascading water features. Lush tropical landscaping, a precast concrete privacy wall, and a fully fenced yard create a sense of retreat while maintaining openness and light. The owner’s suite is a private sanctuary with direct lanai access, dual custom closets and a spa-inspired bath. Three additional en-suite bedrooms include a poolside cabana-style suite ideal for guests, while a dedicated office or den offers flexibility for work or relaxation. Additional highlights include a three-car garage with epoxy flooring and storage systems, impact-rated windows and doors, smart home automation, whole-house generator, tankless water heaters and refined finishes throughout. This is a modern Sarasota residence designed for those who value architecture, flow, and lifestyle in one of the city’s established and sought-after neighborhoods.

1429 Westbrook Drive, Sarasota

2161 Gulf Of Mexico Drive Unit 3, Longboat Key
$3,750,000
3 Beds ⋅ 4 Baths ⋅ En Provence SubDv. ⋅ 34228 Zip Code
Experience beachfront luxury in this spacious 3,800-square-foot 3-bedroom, 3.5-bath + den/office residence in the prestigious En Provence community on Longboat Key. A private elevator opens to a grand foyer with marble floors and tray ceilings. Expansive glass sliders in the living room frame stunning Gulf views and lead to an oversized terrace, perfect for seamless indoor-outdoor living. The expansive terrace is ideal for entertaining, featuring a built-in gas grill and outdoor cooking space overlooking the beach and lush grounds. The kitchen is both stylish and functional, featuring a center island, white cabinetry, and pristine white stone countertops. High-end appliances, including a natural gas cooktop, enhance the space, while a bold blue tile backsplash adds a striking contrast. The adjacent eat-in area, with Gulf views and a built-in desk, enhances both charm and practicality. The primary suite offers terrace access and a spa-like bath with a soaking tub, dual vanities, a makeup area, and a glass-enclosed shower. Two guest suites each include en-suite baths and scenic views. A large office provides flexibility and could easily convert into a fourth bedroom. Additional features include an in-residence laundry room and 2 car garage. Set on nearly six acres of pristine beachfront, En Provence blends elegance and convenience with a clubhouse, resort-style pool and spa, fitness center, and 24-hour guard gate. For those seeking additional amenities, optional membership to the nearby Longboat Key Club provides access to world-class golf, tennis, dining, a marina, and a spa.

2161 Gulf Of Mexico Drive Unit 3, Longboat Key

476 Meadow Lark Drive, Sarasota
$3,700,000
4 Beds ⋅ 4 Baths ⋅ Bird Key Sub SubDv. ⋅ 34236 Zip Code
A Key West-inspired waterfront retreat in prestigious Bird Key, this residence blends timeless coastal design with extensive updates and exceptional indoor-outdoor living. Set along 101 feet of canal frontage with direct access to Sarasota Bay, the property offers a rare opportunity to enjoy a boating lifestyle in one of the area’s most sought-after neighborhoods. Manicured landscaping and inviting front porches introduce the home’s architectural charm, while inside, nearly 3,400 square feet of living space unfolds across two levels (furnishings may be purchased separately). Beautiful hardwood flooring connects the open layout, where vaulted ceilings, skylights, and impact-rated PGT windows and doors fill the interiors with natural light. The double glass and solid wood entry opens to a bright, contemporary living space that flows effortlessly into the formal dining area. At the heart of the home, the eat-in chef’s kitchen is thoughtfully designed with shaker-style cabinetry, quartz countertops, stainless steel appliances, a center island, and a breakfast bar peninsula. A dedicated cafe-style dining area is complemented by a wet bar featuring dual wine cooler/beverage refrigerator, and floating shelving. Impact sliding glass doors open to the covered outdoor entertaining area and pool deck beyond. This inviting space overlooks the family room. Upstairs, the oversized primary suite offers a private retreat with terrace access, a spacious en-suite bathroom, and a walk-in closet. A second en-suite bedroom also enjoys its own terrace, while two additional guest bedrooms share a third bath, providing flexibility for family and visitors. Outdoor living is designed for both relaxation and entertaining. The heated swimming pool is surrounded by a brick paver deck, with an additional open deck ideal for lounging. Just beyond, the extended dock and newly reinforced seawall (2025) create a seamless connection to the water, offering direct access to the waterway that flows out to Sarasota Bay, for boating and waterfront enjoyment. A long list of improvements enhances the home’s value and peace of mind, including a 2013 metal roof, impact PGT windows and doors, updated mechanical systems, and recent exterior upgrades such as new soffit, fascia, and gutters (2026). Bird Key is known for its central location between downtown Sarasota and St. Armands Circle, offering residents convenient access to waterfront dining, boutique shopping, and cultural venues. Just minutes away, Lido Beach and Longboat Key provide some of the region’s most celebrated Gulf-front shorelines, while nearby marinas and yacht clubs complement the boating lifestyle that defines this exceptional community.

476 Meadow Lark Drive, Sarasota

1400 Siesta Drive, Sarasota
$3,700,000
3 Beds ⋅ 3 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34239 Zip Code
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.

1400 Siesta Drive, Sarasota

1500 Caribbean Drive, Sarasota
$3,700,000
4 Beds ⋅ 7 Baths ⋅ Coral Cove SubDv. ⋅ 34231 Zip Code
Substantial price change, $750,000 less. Positioned at the end of a quiet cul-de-sac, this exceptional bayfront residence is a haven for boaters and sunset enthusiasts alike. Set directly at end of a peninsula on the Intracoastal Waterway, the home enjoys sweeping open-water views and effortless access to the Gulf, while capturing breathtaking, mango-hued sunsets that paint the sky each evening. Designed to fully embrace its remarkable waterfront setting, the home offers gracious formal living and dining rooms alongside a warm and inviting family room with fireplace, seamlessly open to a chef’s kitchen appointed with high-end appliances and generous workspace, ideal for entertaining against a backdrop of ever-changing bay views. Walls of glass invite the outdoors in, opening to a terrace-style balcony overlooking the water, where evenings unfold with glowing skies and gentle bay breezes. From the terrace-style balcony, the home transitions naturally down to a resort-style bayfront heated pool and spa, and expansive waterfront yard, creating a stunning setting for alfresco dining, relaxation and waterfront gatherings. Boaters will appreciate the private bayfront dock and lift, protected Intracoastal waters ideal for kayaking and paddleboarding, and daily encounters with dolphins and abundant marine life, all enjoyed right from the comfort of home. The primary bedroom suite encompasses the entire top floor, creating a private sanctuary above it all. Thoughtfully designed for tranquility and privacy, the suite features expansive bay views, a private balcony positioned for sunset watching and a spa-inspired bath designed for relaxation. This serene retreat offers an owner’s haven, secluded, elevated, and immersed in the beauty of the surrounding water and sky. Offering four bedrooms, four full baths and three additional half baths, the residence provides exceptional comfort and flexibility for family and guests. A three-car garage and a one-year-old metal roof complete the home, balancing refined elegance with everyday functionality. Quietly tucked away in Sarasota’s sought-after Coral Cove neighborhood, yet moments from world-famous Siesta Beach and Sarasota’s cultural, dining, and coastal attractions, this exceptional estate delivers an extraordinary waterfront lifestyle, where boating, sunsets and refined living come together in harmony. Tranquil, elegant and undeniably special.

1500 Caribbean Drive, Sarasota

480 Cleveland Drive, Sarasota
$3,700,000
3 Beds ⋅ 4 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code
Experience the ultimate in coastal luxury with this exceptional waterfront residence on Lido Key. Perfectly positioned along a wide, private deep-water canal, this beautifully renovated 3-bedroom, 3.5-bath home offers direct, bridge-free boating access to the Intracoastal Waterway and the Gulf of Mexico—an extraordinary feature for boating enthusiasts. Just two blocks from pristine Lido Beach and within walking distance to the vibrant shops and restaurants of St. Armands Circle, this home combines an unbeatable location with a serene, private setting. Designed to maximize its stunning waterfront surroundings, the home features expansive living spaces with six sets of sliding glass doors that seamlessly blend indoor and outdoor living. Step outside to a screened-in, south-facing heated pool and spacious paver deck—ideal for entertaining or simply relaxing while enjoying tranquil canal views. The private dock 2024 is fully equipped with a lift, power, and water, making it effortless to get out on the water at a moment’s notice. Lift can take 12,000 pounds. Inside, the home has been completely renovated in 2025 with a focus on modern elegance and functionality. The kitchen showcases stainless steel appliances, a built-in microwave, floating shelves, and ample cabinetry, along with a conveniently located pantry adjacent to the laundry room with utility sink. Porcelain tile flooring runs throughout, enhancing the home’s clean, sophisticated aesthetic. A thoughtfully designed layout offers both comfort and flexibility. A front-facing guest suite provides privacy for visitors, while a light-filled office or den—framed by three bay windows and enclosed with French doors—serves as an ideal workspace or additional living area. The primary suite is a private retreat featuring custom dual closets and a spa-inspired bathroom with floor-to-ceiling tile, glass-enclosed shower, and plantation shutters. A stylish half bath adds convenience for guests. Rental Projections avail. Investment Opportunity. Offered fully furnished, this home is truly move-in ready and designed for effortless coastal living. Enjoy quiet, walkable streets, nearby nature trails, and easy access to downtown Sarasota via the Ringling Bridge, where world-class dining, arts, and culture await. This is a rare opportunity to own a turnkey waterfront sanctuary in one of Sarasota’s most coveted island communities—where luxury, location, and lifestyle come together seamlessly. Walk to Lido Beach and catch a Sunset Or take the boat!

480 Cleveland Drive, Sarasota

325 Golden Gate Point Unit 603, Sarasota
$3,685,000
3 Beds ⋅ 4 Baths ⋅ Golden Gate Point SubDv. ⋅ 34236 Zip Code
Virtually Staged. Under Construction. An intimate gated community of just 29 residences, The Owen is nestled along the southern point of downtown’s Golden Gate Point. Interior finishes include a private elevator entry, 10-foot ceilings per plan, Sub-Zero refrigerator, Wolf five-burner gas cooktop, Wolf wall ovens, quartz countertops, Rohl fixtures, contemporary cabinetry, an oversized island, porcelain tile flooring and a built-in outdoor gas grill. Distinctive resort-style spaces are designed for wellness and leisure, including a 1,700 S.F. fitness center with Technogym equipment, dual locker rooms, steam and sauna, owners' social room, conference/work-from-home suites, game room with pool table, shuffleboard, ping pong table, large screen TV, self-serving outdoor bar and grill area, infinity-edge saltwater pool, spa, and cozy fire pit. A walking path encircling the property and a dog park area are the perfect places for you and your furry friend to get a daily run. The two-story grand entry lobby features relaxing spaces, reception desk with concierge, and separate mail and package rooms. Two parking spaces, one with an outlet for an EV charger are included, along with owner storage and bike storage. Easy access to the restaurants, boutiques, and galleries of downtown, St. Armands Circle, and the beaches of Lido and Longboat Keys, personalized homeowner services, and the security of all new construction make life at The Owen carefree and convenient.

325 Golden Gate Point Unit 603, Sarasota

321 Casey Key Road, Nokomis
$3,650,000
4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Along one of the most breathtaking stretches of shoreline on Casey Key, this rebuilt two-story coastal residence captures the rare balance of privacy, elevation, and timeless beachfront living. Set on a natural Gulf-front berm at approximately 11 feet above sea level, the property enjoys an uncommon vantage point overlooking the sand and water, offering both beauty and permanence rarely found along the Gulf Coast. The home was rebuilt with a newly constructed first level and an elevated second-floor addition, creating a residence designed for long-term sustainability while preserving the charm and scale of a classic coastal cottage. The result is a home that feels as though it has always belonged here, yet offers the confidence of modern construction. With four bedrooms and four bathrooms arranged over two levels, the living spaces are oriented to capture extraordinary Gulf views while maintaining privacy in the secondary bedrooms. On the main level, the living room and kitchen open to sweeping views of the Gulf of Mexico through a full wall of patio doors, filling the space with light and drawing the outdoors in. Two bedrooms are located on this level, including a private en-suite guest room that opens to a quiet courtyard garden, creating a peaceful retreat away from the waterfront side of the home. The second bedroom is also on the main level, along with an additional full bath. Outside, a landscaped lawn extends toward the shoreline, leading to approximately 45 feet of privately owned sandy beach. The transition from garden to sand feels effortless, with curated landscaping, architectural lighting, and the natural beauty of Casey Key surrounding the property. The second level, added during reconstruction, takes full advantage of the elevated setting. The primary suite and adjoining sitting room open through floor-to-ceiling patio doors to an expansive balcony overlooking the beach and Gulf, creating a breathtaking vantage point above the shoreline. From this level, the views stretch endlessly across the water. The primary suite includes a spacious bath and walk-in closet, while an additional bedroom, full bath, and laundry area complete the upper level. Throughout the home, finishes balance modern construction with the warmth of a coastal retreat. Wide-plank Riva Spanish white oak flooring, custom Magnolia cabinetry, Calacatta Gold marble, handcrafted Zellige tile, and designer lighting create a layered elegance. Major systems have been replaced, including electrical, plumbing, HVAC, septic, insulation, roofing, impact windows and doors, and exterior cladding, giving the home the strength of new construction while preserving the character of a Gulf-front residence. Positioned on one of the rare naturally elevated sites along this stretch of Casey Key, the home sits gently on its berm above the shoreline, overlooking a private expanse of sand and water. The lawn, gardens, and beach flow together in a way that makes the property feel as though it has always been part of the land. There is a quiet beauty here that is hard to find and even harder to recreate. The scale is intimate, the setting extraordinary, and the craftsmanship unmistakable. It feels less like a house that was built, and more like a beach home meant to be here. On Casey Key, opportunities like this are rare. Call to today to set up an appointment for a private tour.

321 Casey Key Road, Nokomis

324 Bayshore Drive, Osprey
$3,650,000
4 Beds ⋅ 5 Baths ⋅ Bay Acres Sub SubDv. ⋅ 34229 Zip Code
Big bay views surround you from this exquisitely updated waterfront estate. Welcome to 324 Bayshore Drive, a property of nearly half an acre set on a large, open stretch of the bay with easy access to the Intracoastal Waterway. Even more spectacular is the beautiful water and natural beauty of Midnight Pass which is just to the north of this property and sandbar relaxation just a short boat ride away. This home features all the right spaces and updates- it features a smartly renovated main house comprised of three bedrooms, three and a half bathrooms and spacious office, as well as separate guest suite with full bathroom. From the moment you approach this property you can tell something is different about it. The large front yard features a wraparound drive with tasteful landscaping and as you approach the front door you are transported into true relaxation as you enter over a pool with footbridge to the front door. The immediate thing you will notice are unobstructed beautiful views, high ceilings and stunning architecture. As you take in the 36x36 tile updated flooring you’ll visit the kitchen and great room. The kitchen features upscale appliances from SubZero, Miele and Thermador, as well as sleek European style cabinetry. The main living space opens onto a screened, elevated patio with built-in summer kitchen. The primary is oversized with soaring ceilings and features a spa-like bathroom with free-standing tub, walk-in shower, dual vanities, and walk-in closet. The real fun begins outside- it’s hard to beat the outdoor living space- private sandy beach, heated pool and spa, and large fenced backyard to enjoy. The boating enthusiast will enjoy dual 16k and 10k boat lifts, fish cleaning station, water and electrical service. This home features its own video security system, solar panels with battery backup, a full complement of hurricane shutters, and is located in flood X, indicating no flood insurance required. The roof was replaced in 2025, the structure is built strong with ICF concrete block construction, and the attic insulation is spray foam for energy efficiency. This special estate must truly be seen in person to grasp- schedule your private showing today.

324 Bayshore Drive, Osprey

217 Casey Key Road, Nokomis
$3,650,000
Acreage & Unrec SubDv. ⋅ 34275 Zip Code
<h5>Beachfront Bliss on Casey Key – Rare Hotel-Zoned Investment Opportunity</h5> <p><strong>Introducing Casey Key Retreat:</strong> a once-in-a-lifetime opportunity to own income-producing beachfront property on the highly desirable shores of Casey Key. Situated directly on the Gulf of Mexico, this exceptional offering is one of the few properties on the key that is fully licensed and zoned for motel/hotel use — a rare and valuable distinction offering significant income potential and flexibility.</p> <p>Casey Key Retreat includes four turnkey, fully furnished 1-bedroom, 1-bath units, each with a living room and kitchen. This well-maintained complex is beloved by returning guests year after year and delivers strong, consistent rental performance. Some of the recent updates include a new roof (2022), impact doors and windows (2017), new AC units (2022), and relined sewer lines (2023), ensuring peace of mind and reduced maintenance for years to come.</p> <p><strong>Enjoy the ultimate coastal lifestyle:</strong> world-class fishing, a full-service marina, nature parks, pristine beaches, and an array of restaurants are all within a short distance. The peaceful, laid-back atmosphere of Casey Key paired with direct beach access makes this an irreplaceable location ideal for both investors and vacationers.</p> <p><em>Please do not disturb tenants, look through windows, or speak to guests.</em></p> <p>Whether you’re expanding your hospitality portfolio or looking for a dream beachfront retreat with strong rental income, <strong>Casey Key Retreat checks every box.</strong></p> <p>For more information, contact us today to schedule a viewing!</p>

217 Casey Key Road, Nokomis

1349 Harbor Drive, Sarasota
$3,625,000
4 Beds ⋅ 4 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code
Located in Harbor Acres, one of Sarasota’s most coveted neighborhoods, this coastal traditional residence enjoys an exceptional in-town setting just minutes from downtown and Southside Village, home to 14+ restaurants, Morton’s Gourmet Market, and Sarasota Memorial Hospital—truly the epicenter of city living. Poised on an elevated lot, this newly renovated 4-bedroom, 4-bath home offers a highly desirable and functional floor plan filled with natural light, high ceilings, and abundant windows throughout the main level. The thoughtfully designed first floor features a spacious primary suite with dual closets and a bath with soaking tub, along with an additional bedroom suite and a private office conveniently located near the living room and primary bedroom. The living room is anchored by a fireplace flanked with custom built-in bookcases and opens via sliding glass doors to the covered patio, creating seamless indoor-outdoor flow. A well-proportioned dining room sits just off the kitchen, ideal for both everyday living and entertaining. The open kitchen features new luxury appliances, quartzite countertops, a farmhouse-style sink, beverage refrigerator, custom pantry, breakfast bar overlooking the living room, and a sun-filled breakfast room. An oversized laundry room offers ample space for custom built-ins and includes a new washer and dryer. A full bath on the main level serves both the additional downstairs suite and functions as a pool bath. Recent updates include wide-plank oak flooring, quartzite kitchen countertops, new appliances, new light fixtures throughout, two new air conditioning systems, fresh interior and exterior paint, new vanities in the primary bath and one upstairs suite, and new tropical landscaping that creates a lush garden setting. Upstairs, a large family or game room is flanked by two bedroom suites and opens to a front terrace. Designed for indoor-outdoor living, the home features a screened pool, outdoor dining area, and summer kitchen. A 4-car garage with additional storage completes this exceptional offering. Harbor Acres is renowned for its voluntary homeowners association and strong sense of community, making it one of Sarasota’s most desirable neighborhoods.

1349 Harbor Drive, Sarasota

572 Blue Shell Loop, Sarasota
$3,600,000
3 Beds ⋅ 5 Baths ⋅ Waterside Village SubDv. ⋅ 34240 Zip Code
Set within the prestigious community of Wild Blue at Waterside, this newly constructed and never-occupied residence by Stock Luxury Homes is a rare offering—thoughtfully curated, richly appointed, and notably priced below reproduction. Showcasing a refined coastal aesthetic and an array of elevated upgrades, the home presents over 4,369 square feet of interior living space and nearly 7,000 square feet in total, all perfectly positioned on an expansive lakefront homesite with sweeping, uninterrupted water views and a serene sense of privacy. The Clairborne II floor plan is both elegant and functional, designed to accommodate everyday living as effortlessly as grand-scale entertaining. The residence features three en suite bedrooms, four full baths, one half bath, a private study, an expansive bonus room, and a versatile exercise room or secondary office. A dramatic double glass and iron entry introduces a light-filled great room adorned with custom built-ins, architectural beam detailing, and a wall of disappearing sliding glass doors that seamlessly extend the living space outdoors. The designer kitchen is a statement of both form and function, appointed with premium JennAir appliances including double wall ovens and a six-burner natural gas cooktop. A substantial center island anchors the space, complemented by double-stacked wood cabinetry, under-cabinet lighting, a full-height backsplash, and a thoughtfully designed walk-in pantry. The kitchen flows effortlessly into the casual dining area, while the formal dining room—enhanced by a striking backlit feature wall—creates an inviting setting for more refined gatherings. Crafted for entertaining, the bonus room offers a built-in wet bar, dual storage closets, beamed ceiling, and French doors that open to the lanai. The primary suite is a tranquil retreat, complete with a private sitting area, dual walk-in closets, and a spa-inspired bath featuring Cambria stone countertops, a freestanding soaking tub, and a walk-in shower with floor-to-ceiling tile and integrated lighting. Subtle yet impactful design elements—including backlit accent walls in both the primary bath and formal dining room—add a layer of sophistication throughout. Additional highlights include a private office with glass French doors, two beautifully appointed guest suites with en suite baths, and a flexible exercise room with direct lanai access. Oversized 31-inch porcelain tile flooring extends throughout the main living areas, enhancing the home’s clean, contemporary lines. Outdoor living is equally compelling. The screened lanai features a porcelain-tiled gas fireplace, pre-plumbing for a future outdoor kitchen, and generous space to design your custom pool overlooking the mile long lake. The home is further complemented by a four-car split garage, circular driveway, tile roof, crown molding, solid-core interior doors, tray ceilings with custom detailing, and provisions for reverse osmosis and whole-home water filtration. This is a rare opportunity to own a newly built, premier lakefront home of exceptional quality and design in one of Wild Blue’s most exclusive community at this price. The upcoming 25,000-square-foot resort-style clubhouse will feature private dining, a theater, fitness studio, golf simulator. Outdoors, enjoy a spectacular pool complex with a resort-style pool, lap pool, yoga lawn and a putting course. The Midway Sports Complex offers pickleball, tennis courts, basketball, a dog park, and more.

572 Blue Shell Loop, Sarasota

329 Beach Road Unit A, Sarasota
$3,600,000
5 Beds ⋅ 7 Baths ⋅ 329 Beach Land Condominium SubDv. ⋅ 34242 Zip Code
Spirited, curated, and elevated, The Rooftop feels less like a single residence and more like a composition of places — where natural materials, global textures, and deep coastal tones come together in a way that is both grounded and transportive. Rich woods, sculptural elements, and layered finishes create a sense of depth throughout, while a sleek, modern kitchen introduces contrast with clean lines and contemporary precision. Positioned to capture stunning Gulf views from every vantage point, the home unfolds across nearly 4,000 square feet of thoughtfully designed living space. Six en-suite bedrooms, including custom bunk accommodations, provide flexibility for hosting, while the main living level is anchored by an expansive great room that opens to a balcony overlooking the water. Here, indoor and outdoor living merge seamlessly, framed by sunset skies and kissed by the coastal breeze. At the top, the residence reveals its defining feature. A 500-square-foot rooftop deck offers unobstructed Gulf views, with bar seating, lounge areas, and a setting designed for sunrise, sunset and every moment in between. Adjacent, an air-conditioned club room extends the experience with additional space for gathering, gaming, and relaxation, creating a seamless connection between interior comfort and open-air living. Below, the outdoor environment is equally immersive. A heated saltwater pool with integrated volleyball and waterslide, an oversized spa that doubles as a swim-up bar, and a covered patio with dining, lounge seating, and entertainment spaces create a private setting designed for both energy and ease. The entire space is framed by lush landscaping, enhanced with coastal style, and enclosed for privacy, reinforcing the home’s sense of retreat. Layered, expressive, and distinctly its own, The Rooftop is a residence that invites both escape and arrival. Designed for the discerning collector, this residence pairs sophisticated, storm-ready durability with an expansive layout optimized for both private family legacy and the high-capacity demands of elite coastal vacationing. More than a home, The Rooftop is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

329 Beach Road Unit A, Sarasota

329 Beach Road Unit B, Sarasota
$3,600,000
5 Beds ⋅ 7 Baths ⋅ 329 Beach Land Condominium SubDv. ⋅ 34242 Zip Code
There is only one — The Upper Deck. Some homes are designed to be admired. Others are designed to frame extraordinary views. Upper Deck was conceived to do something more deliberate — to position its owner above the expected. Rising in measured progression from foundation to crown, the residence unfolds vertically, each level more refined than the last. The architecture favors clarity over ornamentation, restraint over excess. Natural woods, soft neutrals, and Scandinavian precision establish a disciplined design language that feels both current and enduring. The lower level is grounded and intentional — structured for recreation, arrival, and ease. Above it, a curated collection of private suites offers balance and symmetry, designed to accommodate gathering without sacrificing composure. The second level of living space is the architectural heart, introducing light and proportion in equal measure. Here, clean-lined cabinetry, warm textures, and an open plan scaled for sixteen create a space that hosts effortlessly while maintaining aesthetic control. An adjacent balcony extends the space outward, maintaining continuity between interior living and the expansive Gulf views beyond. And then, the ascent culminates. The Crown: a 400-square-foot rooftop summit redefines perspective and offers unobstructed views of the Gulf. Elevated above Siesta Key, it offers a rare vantage point: sky uninterrupted, evenings extended, conversations carried a little longer. The private primary suite occupies its rightful position at the top, with direct rooftop access and a bath that mirrors the home’s restrained elegance. Upper Deck is not defined by square footage or amenity count. It is defined by hierarchy and the intentional decision to elevate each experience, each finish, each viewpoint. It is a residence for those who understand that position matters — in architecture, in life, and in legacy. More than a home, the Upper Deck is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

329 Beach Road Unit B, Sarasota

1591 Gulf Of Mexico Drive Unit 412, Longboat Key
$3,600,000
2 Beds ⋅ 2 Baths ⋅ St Regis SubDv. ⋅ 34228 Zip Code
Spectacular Sarasota Bay and city skyline views set the stage for this exquisite and private two-bedroom, two-bath residence at the prestigious St. Regis Longboat Key. Offered fully furnished and thoughtfully designed by Studio G Interiors, the home showcases an elegant coastal aesthetic throughout. A large wraparound terrace with a private gas grill provides the perfect setting for indoor-outdoor living and entertaining. The spacious owner’s suite enjoys breathtaking Sarasota Bay views and features a spa-like bathroom appointed with Poggenpohl cabinetry and quartz countertops. The en suite guest bedroom offers privacy and comfort with custom-designed closets, making it ideal for visitors or extended stays. Additional highlights include electronic blinds throughout, a built-in office area, and a sophisticated wet bar with designer tile, custom shelving, a wine refrigerator, and an ice maker—perfect for entertaining. The gourmet kitchen is beautifully appointed with Poggenpohl cabinetry, a Sub-Zero refrigerator, Wolf double ovens and six-burner cooktop, and a Cove dishwasher. A dedicated laundry room with sink is equipped with an Electrolux washer and dryer. Completing this exceptional residence is a private two-car garage, offering rare convenience and security. Beyond the residence, The St. Regis Longboat Key Resort offers a curated collection of world-class amenities designed exclusively for residents. The private clubhouse includes a state-of-the-art fitness center, a resident-only pool and spa, and access to the signature St. Regis Butler and Concierge services that redefine luxury living. Indulge in the oceanfront spa, diverse dining venues, and beachfront cabanas, or enjoy family-friendly experiences such as a lazy river and saltwater lagoon teeming with tropical fish, stingrays, and resident tortoises. Set on 17 acres of pristine beachfront, and just 3.5 miles from St. Armands Circle’s renowned shopping and dining, this residence represents more than a home—it’s an invitation to embrace the legendary St. Regis lifestyle, where elegance, comfort, and unparalleled service define every moment. Begin your journey to Live Exquisite at The St. Regis Longboat Key.

1591 Gulf Of Mexico Drive Unit 412, Longboat Key

33 S Palm Avenue Unit 1601, Sarasota
$3,600,000
3 Beds ⋅ 4 Baths ⋅ Demarcay SubDv. ⋅ 34236 Zip Code
Penthouse Collection residence on the 16th floor of the newly built DeMarcay, capturing commanding vistas over downtown Sarasota, Sarasota Bay, Big Pass and the Gulf. Perfectly positioned at the corner of Main Street and Palm Avenue, this address places art galleries, acclaimed dining, boutiques, theaters, the farmers’ market, the city marina, wellness studios and live music within an easy stroll. Plus, St. Armands Circle and Lido Beach are just three miles across the Ringling Bridge. DeMarcay sets a new benchmark for downtown living with elevated, resort-inspired amenities crowned by an 18th-floor bi-level terrace with 360-degree views. Residents enjoy a state-of-the-art fitness center, club lounge, outdoor kitchen, and a spectacular pool terrace designed for sunset lounging and entertaining, supported by dedicated on-site staff available 24/7 for personalized service. This is the only condominium in downtown Sarasota with 24/7 valet parking service, offering a distinctive, space-saving parking configuration and the ease of round-the-clock attended vehicle access. Bayside on the 16th floor, this elegant 3,407-square-foot residence offers three private bedroom suites, a separate office/den, powder room, open-concept living, laundry facilities, and a private bayfront balcony. Volume ceilings and expansive glass invite natural light and frame the skyline and water views throughout. The gourmet kitchen features imported Italian cabinetry, quartz countertops, a Miele five-burner gas cooktop, and integrated Miele appliances. The primary suite is a true retreat with a spa-inspired bath showcasing designer Italian cabinetry, porcelain undermount sinks, a soaking tub and a spacious walk-in shower. An 18-story boutique condominium of only 39 residences, DeMarcay uniquely weaves modern architecture with Sarasota history, thoughtfully preserving and restoring the iconic facades of the original DeMarcay Hotel (1922) and the Roth Cigar Factory (1923–1938). A rare opportunity to live above it all: At the city’s most walkable crossroads surrounded by water, culture and coastal ease.

33 S Palm Avenue Unit 1601, Sarasota

8340 Manasota Key Road, Englewood
$3,585,000
4 Beds ⋅ 5 Baths ⋅ Manasota Key SubDv. ⋅ 34223 Zip Code
One or more photo(s) has been virtually staged. Exceptional, turnkey furnished Gulf-front estate on Manasota Key offering rare privacy, sweeping water views, and an elevated coastal lifestyle. Built in 2005 by renowned luxury builder Arthur Rutenberg, this meticulously maintained 4-bedroom, 5-bath residence spans 3,860 square feet and reflects the craftsmanship, thoughtful design, and quality construction discerning buyers expect. Perfectly positioned along the shoreline, the home captures breathtaking Gulf views and unforgettable sunsets from multiple living spaces and expansive outdoor areas. Enjoy the rare luxury of private beach frontage, where peaceful mornings and spectacular evening skies become part of everyday life. Designed with durability and peace of mind first, the elevated main living level and pool area enhance storm resilience. The property experienced no structural damage during recent storms, underscoring the strength of its construction and careful upkeep. Recent improvements include a new tile roof (2026), new hot water heater (2026), new appliances (2026/2025) and two newer A/C systems (2024). Inside, light-filled interiors and generously sized living spaces create an inviting atmosphere for both everyday living and entertaining. Architectural details, open gathering areas, and seamless indoor-outdoor transitions make the home ideal for relaxed beachfront living. Impeccably cared for, the property presents a rare opportunity for a the new owner to personalize interior finishes while benefiting from an exceptional structural foundation. This is more than a home – it is a private Gulf-front retreat offering serenity, security, and timeless coastal elegance in one of Southwest Florida’s most desirable locations.

8340 Manasota Key Road, Englewood

320 S Shore Drive, Sarasota
$3,550,000
4 Beds ⋅ 3 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
One or more photo(s) has been virtually staged. Positioned at the tip of Stephens Point, where Sarasota Bay opens wide and the sky feels endless, 320 South Shore Drive commands what many consider the finest views in the city. With sweeping 180-degree panoramas across North Sarasota Bay, glowing downtown lights and elegant arc of the Ringling Bridge, this is a setting that delivers unforgettable sunsets, constant water activity, and a front row seat to dolphins and wildlife passing by daily. The home’s clean lines, open layout, and extensive use of glass create a seamless connection between indoors and out, allowing the surrounding water and sky to become part of everyday life. From the moment you arrive through the gated entry and enter into the all-glass foyer, the experience is unmistakable. Light pours in, sightlines extend in every direction, and the bay immediately takes center stage. Set on nearly half an acre with expansive direct frontage on Sarasota Bay, the property offers a sense of privacy and an exceptional relationship to the water. Boating enthusiasts will appreciate direct access to the bay, while those drawn to quieter moments will enjoy watching the colors of sunset shift across the horizon and the calm rhythm of the water below. The interior spaces are well-suited for everyday living and entertaining. The living and dining areas are wrapped in glass and flow seamlessly to the outdoor areas, creating an easy indoor-outdoor lifestyle. The kitchen is functional and well-positioned, offering generous workspace, quality finishes and uninterrupted bay views. The primary suite serves as a private retreat, positioned to capture long water views and enhanced by a spa-inspired bath that blends indoor and outdoor living. Additional guest accommodations are thoughtfully arranged, offering comfort and privacy for family and friends while maintaining the home’s cohesive modern aesthetic. Outdoors, the full width lanai and lap pool overlook Sarasota Bay, offering an inviting space to relax, entertain and take in the sunsets that define this location. Mature landscaping, including a striking banyan tree, adds character and a sense of place to the property. 320 South Shore Drive is more than a waterfront home. It is a legacy property that brings together architectural significance, extraordinary views and one of Sarasota’s desired locations. A modern masterpiece designed for those who value design, setting and simple luxury of living on the water at its best.

320 S Shore Drive, Sarasota

6448 Hollywood Boulevard, Sarasota
$3,500,000
4 Beds ⋅ 4 Baths ⋅ Pine Shores Est SubDv. ⋅ 34231 Zip Code
Exceptional waterfront living awaits in this extensively updated three-story Intracoastal estate offering 113 feet of deep-water frontage, no fixed bridges to the Gulf, and less than one mile to world-renowned Siesta Key Beach. Designed for both luxury and lifestyle, this 4-bedroom, 4.5-bath residence encompasses 4,055 air-conditioned square feet and 6,129 total square feet of thoughtfully curated living space. A boater's dream, the property features a new 20,000-pound boat lift, 113 feet of new Trex dock, and a 7,000-pound double jet ski lift with direct access to Sarasota Bay and the Gulf of Mexico. The resort-style outdoor environment has been transformed with more than $250,000 in professional landscaping by Plant Source, featuring lush tropical gardens, bamboo privacy hedges, coconut and royal palms, premium turf, a propane fire pit, tiki torches, a sparkling pool, and multiple spaces for waterfront entertaining. A custom dual-entry metal privacy gate provides a grand and private arrival. Inside, the residence showcases engineered hardwood flooring throughout, impact-rated windows and doors, remote-controlled blinds, a whole-home water purification system, and a private elevator servicing all three levels. The recently redesigned kitchen and interior spaces were professionally reimagined by Mindy Webb Design & Blu Interiors, blending timeless coastal elegance with modern luxury. The first floor offers a three-car garage, gym, recreation room or office, and hurricane-rated sliding glass doors opening to the pool and waterfront living areas. The second floor serves as the heart of the home with expansive gathering spaces and an outdoor lounge area ideal for enjoying Sarasota's year-round sunshine. Occupying the top level, the private primary suite features a waterfront balcony with breathtaking Intracoastal and sunset views, creating the ultimate owner's retreat. Adding flexibility and value is a detached pool house complete with a new metal roof, impact windows and doors, and its own mini-split system. Comfort is ensured throughout the property with three separate air-conditioning systems serving the main residence, plus additional mini-splits in the gym and auxiliary spaces. Ideally located just over the South Siesta Key Bridge, this exceptional waterfront estate offers a rare combination of deep-water boating, designer renovations, resort-style outdoor living, and convenient access to Siesta Key Beach, dining, shopping, and all that Sarasota has to offer.

6448 Hollywood Boulevard, Sarasota

603 Tremont Street, Sarasota
$3,500,000
4 Beds ⋅ 5 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code
Perfectly positioned in the heart of Siesta Key, this masterfully crafted New Construction estate epitomizes modern luxury and architectural brilliance. This ultimate entertainment home provides 3,996 square feet of exquisitely designed living space with 4 bedrooms, 4 full bathrooms, 1 half bath, an office, and an upstairs second living room area. From the moment you step inside, you are greeted by a breathtaking open-concept layout accentuated by soaring 20-foot ceilings, floor-to-ceiling glass windows, and sleek porcelain tile flooring, all bathed in natural light and overlooking the lushly landscaped grounds. The state-of-the-art chef’s kitchen is a masterpiece of both style and function, featuring top-of-the-line Monogram appliances, quartz countertops, custom cabinetry, walk-in butlers pantry, and wine display, seamlessly flowing into the luxurious living and dining areas. Designed for an effortless indoor-outdoor lifestyle, this home boasts multiple rooftop decks, two spacious patios, and a resort-style outdoor oasis complete with a fully equipped summer kitchen, built-in grill, pool, and hot tub spa. The primary suite is a private retreat, offering a tranquil terrace, expansive walk-in closet, and a spa-like ensuite with a soaking tub, glass-enclosed shower, and designer finishes. As you ascend the grand staircase to the upper level of the lavish property, you are greeted with a breathtaking sight of three cozy bedrooms, each with its own private ensuite bathroom and featuring private access to a rooftop deck, creating the ultimate serene escape. A second laundry room is conveniently located upstairs to service the secondary bedrooms. Elevating the home’s sophistication, additional highlights include a electric fireplace, custom walk-in closets, high-end quartz cabinetry, and a private elevator for seamless access to every level. This newly built residence offers peace of mind with the latest in building codes, energy efficiency, and storm protection. Modern insulation, impact-rated windows and doors, and up-to-date mechanical systems translate into lower utility bills, reduced maintenance, and enhanced safety. You’ll also benefit from turnkey readiness—no need for costly renovations or updates. Just moments from world-renowned Siesta Key Beach, fine dining, and premier shopping, this extraordinary residence offers an unparalleled combination of tranquility, elegance, and modern convenience. Your dream coastal retreat awaits—contact us today for a private tour!

603 Tremont Street, Sarasota

550 Yardarm Lane, Longboat Key
$3,500,000
5 Beds ⋅ 6 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code
Motivated seller ….ELEVATED Waterfront Luxury on Longboat Key! Welcome to 550 Yardarm Lane, where the elegance of Longboat Key meets the ease of Florida’s coastal lifestyle in the coveted Country Club Shores. This waterfront masterpiece isn’t just a home, it’s your front-row seat to paradise, where boating, beach walks, and year-round sunshine are part of everyday life. Step inside and be instantly captivated by sparkling water views, soaring spaces, and the perfect blend of casual comfort and refined luxury. Designed for both relaxation and unforgettable entertaining, this 5-bedroom, 5.5-bath retreat is tailor-made for hosting family and friends in style. PRIME WATERFRONT LIVING - Private dock on a deep-water canal with no-bridge access to the bay, perfect for your weekend cruiser. LIGHT & BRIGHT OPEN LAYOUT - Walls of glass bring the outdoors in, filling the home with sunshine and stunning water views. ELEVATOR - Effortless access to main living levels from the three car garage. CHEF’S DREAM KITCHEN - High-end appliances, custom cabinetry, and an oversized island ready for gourmet meals and lively gatherings. LUXURIOUS SUITES - Owner’s retreat with a private balcony, spa-inspired bath, and dual walk-in closets. MOVIE ROOM - Your own private theater for cozy nights in. OUTDOOR OASIS - infinity pool, spacious patio, and lush landscaping for poolside lounging or sunset soirees. All this just steps to your DEEDED BEACH ACCESS and minutes from the world-class dining, shopping, and cultural treasures of St. Armands Circle and Downtown Sarasota. Whether you’re dreaming of a full-time Florida home or a seasonal escape, 550 Yardarm Lane delivers the ultimate Longboat Key lifestyle.

550 Yardarm Lane, Longboat Key

5727 Riegels Point Road, Sarasota
$3,500,000
3 Beds ⋅ 3 Baths ⋅ Riegels Landing SubDv. ⋅ 34242 Zip Code
When home feels like a permanent vacation, every day becomes a tropical escape where time slows down, the water is always nearby, and every day begins and ends with a coastal breeze. That’s the essence of 5727 Riegels Point—a casually luxurious, resort-style property where the lifestyle is as effortless as it is extraordinary. Nestled within the gated enclave of Riegels Landing on Siesta Key, an exclusive community with fewer than 30 estate homes, this unique property offers a lifestyle where outdoor living is as exceptional as the interior. Step into your own island sanctuary, surrounded by 357 feet of deep-water shoreline on a private basin with direct Intracoastal access. It’s a true boater’s paradise, complete with two 10,000-lb boat lifts, a floating kayak launch, water and electricity at the dock, and lit pilings perfect for nighttime fishing. The water is deep enough for a large-scale yacht to sit comfortably at your dock. Expansive Shellstone patios wrap around the home, offering countless spaces to relax, dine, and entertain. The saltwater pool and raised spa, framed by fire and water features anchor this private resort experience. Remote smart controls make it easy to unwind in the pool and spa after a sunset cruise. The front entry showcases coastal curb appeal with double frosted glass doors, leading into an interior that blends casual sophistication with the ease of turnkey living. The great room is open and airy, with engineered wood floors and abundant natural light. Large sliders provide seamless access to the outdoor amenities, creating a perfect space for both entertaining and casual relaxation. The chef’s kitchen is designed for both form and function, featuring Wolf cooking appliances, a Sub-Zero refrigerator, a Miele dishwasher, a galley sink, and custom cabinetry throughout. Hidden outlets at the cabinet base and multiple pantries, plus clever storage built into the island, keep everything organized with ease. The primary suite is a serene retreat with engineered hardwood floors, a access to a waterfront terrace with Trex decking that wraps around the entire home, and well-thought-out blind and electrical automation. The luxurious bath features lighted mirrors, dual sinks, a makeup vanity, a free-standing tub, a walk-in shower, and a Toto commode. The suite also includes a spacious walk-in closet with custom built-ins. Upstairs, two generous guest suites share a well-appointed full bathroom. Two loft areas provide the perfect space for reading, working, or relaxing. The lower level offers a multifunctional space, featuring a living space, fitness room, sliders to access the outdoor space, and a wine room with plumbing for a cooler. Additional features include a spacious 2-car garage with custom built-ins, Control4 smart home technology for lighting, AV, security, and more, four HVAC zones for comfort, turnkey furnishings, a whole-house water softener system (salt and carbon filters), a whole house generator and an oversized laundry room with custom organization. At 5727 Riegels Point, enjoy island living with easy access to Sarasota and Siesta Key Village’s dining, shopping, and entertainment. Siesta Key Beach, recently named the No. 1 beach in America by Tripadvisor, is just moments away, offering powdery sand, clear waters, and stunning sunsets. From dockside mornings to poolside evenings, this is coastal living at its best—a full-time escape where your dream lifestyle unfolds.

5727 Riegels Point Road, Sarasota

2323 Okobee Drive, Sarasota
$3,495,000
4 Beds ⋅ 5 Baths ⋅ Mcclellan Park SubDv. ⋅ 34239 Zip Code
Brand New West Indies inspired design located West of the Trail in McClellan Park. This stunning four-bedroom, four-and-a-half-bath residence offers exceptional design, thoughtful functionality, and spans close to 3500 square feet under air, complete with a den, bonus room, private elevator, and three-car garage. The primary suite is on the main floor along with the office and the other 3 bedroom suites and bonus room are upstairs. From the moment you arrive, the quality and attention to detail are unmistakable. Inside, the home features wide-plank French Oak flooring throughout both levels, solid-core doors, vaulted ceilings, and an abundance of custom built-ins. The chef’s kitchen is exceptionally appointed with matte finished custom cabinetry, professional-grade appliances, including a 48-inch GE Monogram dual-fuel range with six burners and griddle, Bosch dishwasher, wine refrigeration, and a large center island topped with quartzite, ideal for cooking, entertaining, and gathering. Outdoor living is equally impressive, featuring a saltwater pool and spa, outdoor kitchen, fire features, and a picture-window pool cage designed to maximize views while maintaining privacy. Lush, professionally designed landscaping surrounds the home, enhanced by low-voltage architectural uplighting in both the front and rear yards. Additional premium features include a locally sourced custom iron and glass front door, high-end bathroom finishes throughout, and a comprehensive AV and smart-home package with interior and exterior cameras, built-in speakers with SONOS technology, and multiple Frame TVs. This home also incorporates numerous energy-efficient and green features, including high-impact windows and doors, Icynene open-cell spray foam insulation, insulated garage doors, natural gas service, irrigation with well, and it comes Generator ready. The location is truly exceptional—West of the Trail, just minutes to the barrier islands and downtown Sarasota without the congestion, and only blocks from Southside Village, Sarasota Memorial Hospital, and top-rated Southside Elementary and Sarasota High School. This is a rare opportunity to own a brand-new, move-in-ready luxury home in one of Sarasota’s most desirable neighborhoods. If you like a home loaded with extras this home checks every box.

2323 Okobee Drive, Sarasota

1255 N Gulfstream Avenue Unit 1501, Sarasota
$3,475,000
4 Beds ⋅ 4 Baths ⋅ Bay Plaza SubDv. ⋅ 34236 Zip Code
Perched atop Bay Plaza with sweeping views over Sarasota Bay and the downtown skyline, this fully reimagined penthouse offers a level of finish and livability rarely seen in the market. Taken down to the studs and meticulously rebuilt, every inch has been thoughtfully curated with true custom craftsmanship, resulting in a home that feels both refined and effortless. The expansive floor plan is designed for both everyday living and exceptional entertaining, with main living areas that flow seamlessly toward the water and skyline beyond. Walls of glass fill the home with natural light, while multiple terraces extend the living experience outdoors. At the heart of the residence, a true chef's kitchen features top-tier appliances, custom cabinetry, and a layout designed for both function and gathering. A thoughtful split layout creates a private guest wing, while the primary suite, accessed through a dramatic 9 pivot door, offers a quiet retreat finished with the same level of detail seen throughout. Every finish and material reflects a level of quality typically reserved for custom homes, with bespoke millwork and integrated systems throughout. Completing the offering are three secured parking spaces, a rare a rare feature in downtown living, along with full-service amenities and white glove service, all moments from Sarasota's best dining, waterfront, and cultural attractions. A true penthouse in every sense.

1255 N Gulfstream Avenue Unit 1501, Sarasota

156 Emerson Drive, Sarasota
$3,450,000
4 Beds ⋅ 5 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code
Wake up to the sound of waves and fall asleep to Gulf breezes in this extraordinary three-story residence, perfectly positioned just steps from the white sands of Lido Beach. With direct access to the nature trails along Pansy Bayou and sweeping views of the water, sunsets, and the tranquil shores beyond, this is not simply a home, it is a lifestyle. Custom-built in 2003 by the current owner and meticulously maintained ever since, this 4,486 sq. ft. masterpiece was constructed for the long term. Masonry materials, a piling foundation, and fortress-quality construction have protected this home through every season, with no history of storm damage or water intrusion, offering exceptional peace of mind. Inside, every detail reflects thoughtful craftsmanship. Rich solid wood floors and staircases flow throughout, complemented by soaring ceilings and walls of windows that flood the home with natural light. A private elevator connects all three levels with ease. The layout is designed with both privacy and elegance in mind, featuring a serene master retreat on the second level, dedicated guest accommodations, and a stunning artist's studio outfitted with generous storage and bathed in light. The upper living level is the crown jewel, an entertainer's dream open to sky, water, and nature. The chef's kitchen impresses with thoughtful design and a generous walk-in pantry, while the showstopping terrace delivers breathtaking panoramic views that must be seen to be believed. Tucked at the end of a quiet private drive, the home offers rare seclusion without sacrifice. St. Armands Circle's world-class dining and upscale shopping are just a leisurely stroll away. An oversized attached garage plus additional off-street parking complete this exceptional offering. Homes of this caliber, in this location, simply do not come available often.

156 Emerson Drive, Sarasota

5263 Avenida De Cortez, Sarasota
$3,450,000
4 Beds ⋅ 4 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code
Welcome to a residence where inspired design meets the effortless elegance of Island living. Tucked away on the tranquil side of the Siesta Key Village, this extraordinary home places you at the heart of it all while having it all. With World-renowned beaches and the charming village just steps away… you truly can not beat the location. This 4 bedroom, 3100 sq.ft. home boasts a private boat dock, tropical backyard oasis and terraces with sunset views that never fail to inspire. The primary construction of this home was completed in 2018, with a full designer remodel in 2025. This home offers the confidence of modern construction throughout. Levels one through three are concrete block, with a two-by-six wood-frame fourth level and all exterior glass is hurricane impact rated. The home also boasts a standing-seam metal roof, a six-foot privacy wall with keypad-secured metal entry gates. A three-stop elevator services every floor, alongside a striking free-floating steel staircase framed by floor-to-ceiling glass, maintaining open sight-lines across the living spaces. Private bedrooms with en-suite bathrooms are thoughtfully positioned on levels two and four. Each floor opens to a generous covered balcony. Crowning the home is its most captivating feature: a spiral staircase leading from the fourth-floor balcony to a rooftop terrace with sweeping views of Siesta Village, Siesta Beach, Downtown Sarasota, and front-row vantage point to nightly stunning sunsets over the ocean. A comprehensive renovation brings a fresh, sophisticated vision to this home. The updates include new luxury hardwood flooring throughout, designer kitchen complete with dry-bar and a luxurious primary bathroom update. The second level serves as the home’s central gathering space, featuring an open-concept living room, dining area, and kitchen designed for both entertaining and everyday luxury. The kitchen has been elevated with brand-new custom floor to ceiling cabinetry complete with specialty lighting, premium Cambria countertops, as well as new appliances. The space is complimented by a beautifully designed dry bar and pantry for a refined, luxury finish.The high end finishes are complimented by designer furnishings and decor that convey with the sale of the home. At ground level, a two-car garage is complemented by a substantial 440-square-foot covered lanai overlooking a refreshing heated outdoor pool. The addition of an outdoor kitchen and upgraded, easily maintained, turf and stone landscape create seamless indoor-outdoor living and entertainment. Privacy is not an issue as this home boasts lush landscape and an impressive block wall enclosed yard. With Siesta’s gorgeous white sand beaches just a short walk from the home and a private boat dock just across the street enjoying the Ocean is a breeze from this property. The boat dock includes a 10,000-pound lift and space for a second lift, allowing for effortless access to the ocean via a canal. Siesta Key Village is a cherished walkable community rich with dining, boutiques, and local small businesses, including a Market, that evoke feelings of nostalgia. Yet the greatest luxury remains the timeless evening sunset strolls on the soft white sandy beaches. The Island’s effortless serenity reaffirms why Siesta Key is not merely a destination, but an exceptional place to call home.

5263 Avenida De Cortez, Sarasota

1622 Kenilworth Street, Sarasota
$3,375,000
4 Beds ⋅ 5 Baths ⋅ Johnson Estates SubDv. ⋅ 34231 Zip Code
Experience the best of Sarasota living in this exceptional West of Trail residence by Heritage Builders. Ideally positioned in the coveted Oyster Bay area near the historic Field Club, this refined interpretation of British West Indies architecture offers more than 4,000 square feet of beautifully designed, single-level living—combining character, functionality, exceptional craftsmanship and effortless indoor-outdoor living. At the heart of the home, the dramatic great room makes an immediate impression with its vaulted wood ceiling, gas fireplace and expansive pocketing glass doors that open the living space to the resort-style lanai and pool. The open-concept kitchen is equally impressive, featuring custom wood cabinetry, quartz countertops, oversized marble center island with breakfast bar along with Wolf and Thermador appliances. A separate dining area and custom bar with wine refrigeration create an inviting setting for everything from casual gatherings to elegant entertaining. The thoughtfully designed split-bedroom layout includes four private en-suite bedrooms, a dedicated office, a flexible bonus room for crafts or second office, and a spacious television lounge with direct access to the outdoor living areas. The primary suite is a tranquil retreat with a vaulted wood ceiling and two walk-in closets. Its spa-inspired bath features split dual vanities, a freestanding soaking tub and a glass-enclosed shower. Designed to embrace Sarasota’s year-round outdoor lifestyle, the expansive travertine lanai includes a fully equipped outdoor kitchen, covered dining verandah and multiple areas for lounging and entertaining. The large saltwater pool and spa—with both gas and electric heat and cascading waterfalls—are surrounded by lush tropical landscaping and architectural lighting, creating a private resort-like setting day and night. Additional features include hurricane-impact windows and doors, a whole-house generator, a new metal roof, Icynene insulation, dual on-demand water heaters, and a fully fenced low-maintenance yard. Car enthusiasts will appreciate the four-car split-garage configuration, including a climate-controlled owner’s garage with an EV outlet. Just minutes from Siesta Key, Sarasota Bay, Southside Village and downtown Sarasota, this remarkable property offers an extraordinary combination of privacy, quality and convenience in one of Sarasota’s most desirable West of Trail locations.

1622 Kenilworth Street, Sarasota

3636 Fair Oaks Place, Longboat Key
$3,350,000
5 Beds ⋅ 5 Baths ⋅ Queens Harbour (F/K/A Manchester Bay) SubDv. ⋅ 34228 Zip Code
PCATTO! PAY CLOSE ATTENTION TO THIS ONE! There is so much to take in, so let’s start with some bullet points: DIRECT BAY BIG,BIG,BIG WATER VIEW. PRIVACY. 5BED/4.5BATH HOME. ELEVATOR. ALL NEW- DOCK WITH 16,000 LB. LIFT, ROOF, SKYLIGHTS, GUTTERS, OPERATIONAL WINDOWS, DOORS, SHUTTERS (FOR BAYFRONT FIXED WINDOWS), TRAVERTINE POOL DECK, GUNITE POOL SURFACE, FENCE, LANDSCAPING, EXTERIOR PAINT. The work is done for you! Landscaped with privacy in mind and positioned in the cul-de-sac as the last home on the direct Bay in lovely Queens Harbour. The outward attraction of this home will immediately drive your desire to explore further. And, once you enter thru the double glass entry, the exhilaration will overtake you. Bay views abound thru the wide-spread wall of glass that encompasses the common living areas of dinette, kitchen, living room, primary bedroom and bonus rooms. Sky-high ceilings and coastal flooring add to the wonder of this show-place and the fixtures that have been added define the finest of taste. Primary, 2nd and 3rd bedrooms, three full baths, as well as all common space (kitchen, dining, dinette, living room, family room), complete the first level of this home and upstairs you will find two more bedrooms, a bath, and flex space- ELEVATOR OR STAIRCASE ACCESSIBLE. The inside will amaze, but let’s be real- outside living is what Longboat Key is all about. Savor the sunrise from your private dock and ease into the day, poolside. Hop in the boat to head out for a sunset ride to your favorite waterfront dining spot and wrap up with a cocktail in the spa as you admire the stars and Sarasota lights across the Bay. Feel like the beach? Great!! You can do that too because with this home you are a part of Bay Isles which includes the private Beach Club and also provides an added sense of security with guarded and double-gated entry to your community.

3636 Fair Oaks Place, Longboat Key

1774 Cherokee Drive, Sarasota
$3,350,000
4 Beds ⋅ 5 Baths ⋅ Cherokee Park SubDv. ⋅ 34239 Zip Code
Welcome to this rarely available Cape Cod–style residence, comprised of a masterfully renovated main house and separate luxe guest house poised on an expansive 20,000 sq. ft. lot in Sarasota’s prestigious Cherokee Park. Elevated 23 feet above sea level and nestled on a wide, tree-lined street in the coveted West of Trail district—within the top-rated Southside school zone—this 4-bedroom, 3 full/2 half bath +office private compound blends timeless architecture with designer-curated sophistication. A stately front porch framed by lush landscaping and classic brick walkway introduces the home with understated grandeur. Handcrafted, glass-inlaid iron double doors open to a refined foyer where natural light, elegant millwork, and soaring 10-foot ceilings set the tone for the bespoke interiors beyond. Inside, original hardwood floors, designer lighting by Arteriors, Eichholtz, and Kelly Wearstler, and high-end finishes selected by Chelsea Dunbar of Blu Interiors create a sense of warmth and refinement throughout. The quartz-clad chef’s kitchen is as functional as it is beautiful, featuring a Wolf natural gas range, KitchenAid French-door refrigerator, ample pantry space, and custom cabinetry—perfectly suited for both intimate dining and entertaining. Anchored by a wood-burning fireplace, the main living and dining spaces flow seamlessly outdoors to an inviting Pennsylvania bluestone patio, low-maintenance Astroturf lawn, and wrap-around Brazilian teak deck—an idyllic setting for year-round enjoyment. The serene first floor primary suite is a private retreat showcasing three custom-designed walk-in closets and a spa-inspired bath with marble finishes, dual vanities, heated towel bar, and a zero-entry shower with body sprays. Ascend the custom staircase to find 2 tailored guest retreats with spa-like bath, each offering serene views and thoughtfully appointed details for ultimate comfort and privacy. Throughout the home, custom wallcoverings by Phillip Jeffries, Scalamandré, and Élitis add layers of texture and artistry, while upgraded systems—including a surround sound system, six climate zones, and multiple laundry areas—enhance everyday comfort. Resort-style living continues outdoors with a 9-foot-deep pool framed by classic Bevolo gas lanterns and an extraordinary luxury guest house built in 2016. This refined space includes an entertaining area with custom built-ins, full bar, refrigerator drawers, Scotsman icemaker, private guest suite, 1.5 baths, gym, and an outdoor teak shower. The fully equipped outdoor kitchen features a natural gas Lynx grill, XL Green Egg, quartzite prep counters, and a covered gazebo ideal for al fresco dining. All impact doors and windows, cedar shake roof, and Hardie Board siding add to the beauty and durability of the home. Completing this exceptional estate is an oversized 2.5-car detached garage and secure, fully fenced grounds with electric fence. Enjoy tree-lined streets with sidewalks and a true sense of community, all just a short stroll or golf cart ride to Southside Village where residents enjoy boutique shops, Morton’s Gourmet Market, cafés, and top-rated restaurants, and minutes from downtown Sarasota and Siesta Key Beach. This is refined Gulf Coast living—where timeless architecture meets effortless luxury in one of Sarasota’s most treasured neighborhoods.

1774 Cherokee Drive, Sarasota

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