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$14,950,000

This immaculate Sarasota Bay front estate is prominently positioned on the point of Harbor Drive. It embodies the pinnacle of luxury waterfront living, where timeless architecture, exceptional craftsmanship, and breathtaking panoramic water views converge in one of Sarasota's most prestigious bayfront neighborhoods. Showcasing hurricane-impact windows and doors throughout, this meticulously maintained residence offers exceptional storm protection, energy efficiency, and peace of mind, further complemented by a one-year-old roof and a whole-house generator. Designed to maximize its extraordinary setting, the home features five outdoor terraces with sweeping views of Sarasota Bay, the Ringling Bridge, downtown Sarasota, Big Pass, and the Gulf of Mexico. Inside, the beautifully renovated interior strikes the perfect balance between elegance and comfort. The chef's kitchen, primary bath, and powder room have been thoughtfully remodeled, while timeless finishes include Italian porcelain tile flooring, five fireplaces, custom millwork, intricate built-ins, designer ceiling treatments, crystal chandeliers, integrated music systems, security cameras, and a comprehensive alarm system. The thoughtfully designed floor plan includes a custom bar, climate-controlled wine storage, a chef's kitchen with walk-in pantry overlooking the family room, a private office, theatre room, and separate primary and guest living levels, all connected by a convenient four-stop elevator. Designed for effortless indoor-outdoor living, the residence offers an exceptional collection of entertaining spaces, including a summer kitchen, multiple outdoor dining areas, a fire pit, open sun deck, infinity-edge pool, and spa—all perfectly positioned to capture Sarasota's spectacular sunsets over the bay. Boating enthusiasts will appreciate the property's unobstructed, deep-water access to Sarasota Bay and the Gulf of Mexico. The private dock is equipped with security sensors, underwater Snook lighting, a 24,000-pound boat lift, an additional 14,000-pound lift, and a 7,000-pound lift currently configured for kayaks or jet skis, providing remarkable flexibility for multiple watercraft. Offering the rare combination of hurricane-impact windows and doors throughout, recent major improvements, resort-inspired outdoor living, deep-water boating access, and an unrivaled Harbor Acres location, this exceptional waterfront estate is just minutes from downtown Sarasota, Southside Village, Siesta Key, and the area's world-renowned Gulf beaches.

4 Beds ⋅ 7 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

This immaculate Sarasota Bay front estate is prominently positioned on the point of Harbor Drive. It embodies the pinnacle of luxury waterfront living, where timeless architecture, exceptional craftsmanship, and breathtaking panoramic water views converge in one of Sarasota's most prestigious bayfront neighborhoods. Showcasing hurricane-impact windows and doors throughout, this meticulously maintained residence offers exceptional storm protection, energy efficiency, and peace of mind, further complemented by a one-year-old roof and a whole-house generator. Designed to maximize its extraordinary setting, the home features five outdoor terraces with sweeping views of Sarasota Bay, the Ringling Bridge, downtown Sarasota, Big Pass, and the Gulf of Mexico. Inside, the beautifully renovated interior strikes the perfect balance between elegance and comfort. The chef's kitchen, primary bath, and powder room have been thoughtfully remodeled, while timeless finishes include Italian porcelain tile flooring, five fireplaces, custom millwork, intricate built-ins, designer ceiling treatments, crystal chandeliers, integrated music systems, security cameras, and a comprehensive alarm system. The thoughtfully designed floor plan includes a custom bar, climate-controlled wine storage, a chef's kitchen with walk-in pantry overlooking the family room, a private office, theatre room, and separate primary and guest living levels, all connected by a convenient four-stop elevator. Designed for effortless indoor-outdoor living, the residence offers an exceptional collection of entertaining spaces, including a summer kitchen, multiple outdoor dining areas, a fire pit, open sun deck, infinity-edge pool, and spa—all perfectly positioned to capture Sarasota's spectacular sunsets over the bay. Boating enthusiasts will appreciate the property's unobstructed, deep-water access to Sarasota Bay and the Gulf of Mexico. The private dock is equipped with security sensors, underwater Snook lighting, a 24,000-pound boat lift, an additional 14,000-pound lift, and a 7,000-pound lift currently configured for kayaks or jet skis, providing remarkable flexibility for multiple watercraft. Offering the rare combination of hurricane-impact windows and doors throughout, recent major improvements, resort-inspired outdoor living, deep-water boating access, and an unrivaled Harbor Acres location, this exceptional waterfront estate is just minutes from downtown Sarasota, Southside Village, Siesta Key, and the area's world-renowned Gulf beaches.

1372 Harbor Drive, Sarasota

$5,375,000

Under Construction. Allegra Homes presents the custom-built Southside IV in Harbor Acres—one of Sarasota’s signature bayfront enclaves. Designed for elevated everyday living, this 5BR/4.5BA residence balances drama and comfort with a soaring great room, intricate millwork, and seamless indoor–outdoor flow to a covered lanai with summer kitchen and pool. An open chef’s kitchen with Wolf Professional appliances and stone countertops anchors the great room and dining area to create one cohesive gathering space. The main level offers a serene primary suite with expansive walk-in closets and a spa-style bath, a private guest suite, a dedicated office, and a bonus room that opens to the pool. Upstairs, three additional bedrooms are joined by a game room and loft for versatile living. Three-car garage on a large lot. Harbor Acres hugs Sarasota Bay just south of downtown—a long-established community known for convenience, comfort, and an elegant blend of classic and newer homes along beautifully landscaped, winding streets. Enjoy a short stroll to Southside Village (Morton’s Market, dining, and shops) and close proximity to Sarasota Memorial Hospital and Marie Selby Botanical Gardens; approximately 2 miles to downtown/bayfront and about 5.5 miles to St. Armands Circle, Lido Beach, and Siesta Key. Highly sought-after Southside Elementary School is roughly 1 mile away.

5 Beds ⋅ 5 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

Under Construction. Allegra Homes presents the custom-built Southside IV in Harbor Acres—one of Sarasota’s signature bayfront enclaves. Designed for elevated everyday living, this 5BR/4.5BA residence balances drama and comfort with a soaring great room, intricate millwork, and seamless indoor–outdoor flow to a covered lanai with summer kitchen and pool. An open chef’s kitchen with Wolf Professional appliances and stone countertops anchors the great room and dining area to create one cohesive gathering space. The main level offers a serene primary suite with expansive walk-in closets and a spa-style bath, a private guest suite, a dedicated office, and a bonus room that opens to the pool. Upstairs, three additional bedrooms are joined by a game room and loft for versatile living. Three-car garage on a large lot. Harbor Acres hugs Sarasota Bay just south of downtown—a long-established community known for convenience, comfort, and an elegant blend of classic and newer homes along beautifully landscaped, winding streets. Enjoy a short stroll to Southside Village (Morton’s Market, dining, and shops) and close proximity to Sarasota Memorial Hospital and Marie Selby Botanical Gardens; approximately 2 miles to downtown/bayfront and about 5.5 miles to St. Armands Circle, Lido Beach, and Siesta Key. Highly sought-after Southside Elementary School is roughly 1 mile away.

1509 Flower Drive, Sarasota

$4,475,000

The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.

4 Beds ⋅ 5 Baths ⋅ Harbor Acres SubDv. ⋅ 34239 Zip Code

The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 4,224 sq. ft. open layout is rich in gorgeous details everywhere you turn. Feast your eyes on the “St. Michael,” a two-story beauty with stunning curb appeal and exciting interiors thoughtfully designed for grand-scale living. In addition to 4 bedrooms, there’s also a separate 254 sq. ft. casita ideally suited for in-laws or guests wanting to enjoy the fantastic Florida ambiance just a little longer. The extended foyer and great room feature an amazing 21-ft ceiling and invite you into a fascinating space with see-thru views out to the magnificent outdoors. Step into the heart of the home, where the great room exudes warmth and sophistication. A wood-beamed ceiling adds character and warmth, while clerestory windows flood the space with natural light, creating an inviting and airy ambiance. Triple sliders seamlessly connect the indoors to the covered poolside lanai. In the family room, a stunning stone-faced center wall serves as the focal point, flanked by built-in shelving with elegant lighting. The consummate chef will delight in the variety of accoutrements offered in this delectable space honed to perfection. A large stone-topped island easily seats 5 and the premium appliance package encompasses a 36” Wolf gas induction cooktop, a 42” Sub-Zero fridge, a Wolf oven with matching drop-down microwave, an ASKO dishwasher, a Sub-Zero wine cooler, and adequate counter and storage space including a pantry. Adding stylish flair to the dining room is a built-in buffet with full mirrored wall and wide windows overlooking the tropical pool setting. A separate dry bar with pass-thru is convenient to both the great room and kitchen for ease of serving family and friends. Overlooking the pool is a bonus room with a pool bath and wall of pocketing sliders opening wide to a covered 545 sq. ft. outdoor oasis with tongue-and-groove ceiling, nicely equipped summer kitchen, and abundant room for both dining and lounging. The pavered lanai is enclosed with ClearView screening and includes a 25’x19’ heated pool with 6 stepping pads, spill over spa, sun shelf, LED bubbler, salt conversion generator and Pebble Tec finish. The owner’s wing, with an adjacent study, may become your most prized room of the home with its drop tray ceiling, spacious seating area, soaking tub inside an exquisite large glass shower, separate dual vanities and water closet. An additional bonus room with wet bar, two bedrooms and a bath are located upstairs. Other honorable mentions include a 3-car garage with epoxy floor, tankless gas water heater, 10-ft ceilings, modern staircase with floating steps, recessed lighting, crown molding, brick paver drive and walkway, 8’ interior solid core doors, professionally landscaped, and irrigation system. Poised on over a 1/3 acre lot in prestigious Harbor Acres with a sought-after central location near the arts, entertainment, dining, shopping, beaches, boating, golf and other year-round adventures. For families with elementary school-age children, top-ranked Southside School celebrates 120 years of excellence in academic achievement. This stately new residence has been masterfully crafted inside and out, and will add a sense of pride and joy to an already perfect lifestyle.

1516 S Orange Avenue, Sarasota