Location: Harbor Acres Sec 2, Sarasota
Do Not Show Listings
1740 S ORANGE AVE, SARASOTA, FL 34239
$1,600,00065 Days on yellowkey MLS ID: A4679755
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3168 Built: 1967 Tax: $11,676 (2025)Community: Harbor Acres Sec 2Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,676
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Discover the ultimate Sarasota lifestyle in this charming home situated in one of the city's most coveted neighborhoods. This property offers the rare luxury of true walkability; stroll to Southside Village for your morning coffee, pick up fresh ingredients at Morton’s Gourmet Market, or enjoy dinner at a handful of top-rated local restaurants just steps from your door. For those who love the city energy, downtown Sarasota is just a short walk or bike ride away. Enjoy the peace of mind that comes with a home where the major work is already complete. A comprehensive plumbing update replaced both supply and drain lines throughout the majority of the home in 2020/2021. The property feels brand new, featuring fresh exterior paint (2026) and pristine flooring installed in the bedrooms in 2024 and the main living areas in 2026. This residence is also perfectly suited for multi-generational living; the flexible floor plan offers the ideal opportunity to convert a portion of the home into a private in-law suite. Outside, you will find a massive, wide-open backyard that is a true private oasis. The expansive green space is perfect for family activities, entertaining, or future expansion. It features a variety of lush plants and mature trees, all kept vibrant by a custom irrigation system installed in 2021. Don’t miss this opportunity to own a move-in ready home in the heart of it all.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jose Hugo Martinez (941-373-5570)
1808 FLOWER DR, SARASOTA, FL 34239
$6,900,000161 Days on yellowkey MLS ID: A4669396
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 5450 Built: 2008 Tax: $52,306 (2024)Community: Harbor Acres Sec 2Single Family
Taxes:$52,306
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to 1808 Flower Drive, a resort-style masterpiece located in the highly coveted Harbor Acres neighborhood — one of Sarasota’s most prestigious addresses. This 4-bedroom, 6-bathroom home spans 5,450 square feet of meticulously designed living space, blending timeless elegance with cutting-edge smart home technology throughout. Completely renovated in 2022, this home offers the ultimate in luxury and comfort. The expansive chef’s kitchen features premium appliances, a built-in office nook, breakfast retreat, and a walk-in wine cellar, perfect for the culinary enthusiast. The primary suite serves as a serene retreat, highlighted by an oversized spa-style shower, dual vanities, and designer finishes. The upstairs addition provides flexible living space—ideal for use as a media room, game room, or private guest suite. Step outside to your own private oasis, complete with a putting green, turf lawn, and resort-style outdoor living area designed for entertaining. Whether relaxing poolside, hosting al fresco dinners, or enjoying sunset cocktails, this property delivers the quintessential Florida lifestyle. This stunning residence invites you to experience the best of Sarasota waterfront living.
Listing is courtesy of: SVN COMMERCIAL ADVISORY GROUP (941-387-1200)
Listing Agent: Larry Starr (941-914-6869)
1519 HARBOR DR, SARASOTA, FL 34239
$4,750,750133 Days on yellowkey MLS ID: A4672376
Bed: 4 Bath: 4.5 Liv Area Sq Ft: 3970 Built: 2026Community: Harbor Acres Sec 2Single Family
Taxes:
Elementary School: None
Tax Year:
Remarks: Under Construction. Harbor Acres, Sarasota's ultimate neighborhood in downtown living. The highly-acclaimed team of professionals at Allegra Homes has yet again created a vision of luxury, elegance and simplistic functionality. A dynamic 3,970 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. 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 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 builtin 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.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
1509 FLOWER DR, SARASOTA, FL 34239
$5,375,00085 Days on yellowkey MLS ID: A4665815
Bed: 5 Bath: 4.5 Liv Area Sq Ft: 4989 Built: 2026Community: Harbor Acres Sec 2Single Family
Remarks: 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.
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