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$749,000
4 Beds ⋅ 4 Baths ⋅ Bay Haven SubDv. ⋅ 34234 Zip Code
Aggressively priced and ideally located West of the Trail just one block from Sarasota Bay, this spacious 4-bedroom, 4-bath residence offers exceptional value in one of Sarasota's most desirable neighborhoods. Situated on a beautifully maintained 1/3-acre lot, the property features over 2,800 square feet of living space with walk-up attic area. A sparkling pool, fully caged. A detached two-car garage with a attached two-car carport, and no HOA restrictions. The flexible floor plan includes three bedrooms on the main level, including a private guest suite with its own entrance, kitchenette, bedroom, and bath—ideal for multigenerational living, visiting guests, or as a proven income-producing rental opportunity. A dedicated laundry room is conveniently located off the kitchen. Upstairs, the walk-up attic level offers additional living space with a bedroom, a large bathroom with walk-in shower, and a smaller room perfect for a walk-in closet, office, or storage. A spacious bonus room provides excellent flexibility for a media room, game room, hobby space, or additional gathering area. The oversized lot offers plenty of room to enjoy Florida's outdoor lifestyle while providing privacy and space rarely found at this price point. Enjoy an unbeatable location just minutes from downtown Sarasota's dining, shopping, arts, and cultural attractions, SRQ Airport, UTC Mall, St. Armand's Circle, and the renowned beaches of Siesta Key, Lido Key, and Longboat Key. Nearby attractions also include the iconic The John and Mable Ringling Museum of Art. The home does require TLC and deferred maintenance, and has been priced accordingly to allow the next owner to make improvements and add personal touches while building immediate equity. Recent permitted improvements include impact windows (2022), new roof shingles on the main house (2021), reroofed garage and shed (2021), 3.5-ton 16 SEER HVAC system (2020), and interior renovations including closet modifications, enlarged living room entry, and bathroom vanity updates. Importantly, the property has never experienced flooding and sustained no hurricane damage in 2024. Opportunities combining this size, location, income potential, oversized lot, and value are increasingly rare. If you have vision and are looking for a home with great bones in a premier Sarasota location, this property is ready for its next chapter. All measurements are approximate and should be verified by the buyer.

859 Patterson Drive, Sarasota
$1,195,000
3 Beds ⋅ 2 Baths ⋅ Bay Haven SubDv. ⋅ 34234 Zip Code
A rare opportunity to own what is essentially a brand-new luxury residence in one of Sarasota's most treasured neighborhoods. – Like-New concrete Construction - And not in a Flood Zone Why wait 18 months to build when you can move into what feels like a brand-new luxury home today? Completely reimagined from the inside out, this exceptional Indian Beach residence offers the craftsmanship, efficiency, and peace of mind of new construction while preserving the timeless character of one of Sarasota's most desirable neighborhoods. Every major system—including the roof, plumbing, electrical, HVAC, impact windows and doors, pool, and designer finishes—is brand new, creating a truly turnkey home unlike anything else in its price range. Step inside to discover an open, light-filled floor plan featuring soaring ceilings, designer finishes, luxury white Oak flooring, and a seamless flow ideal for both everyday living and entertaining. The chef-inspired kitchen showcases custom cabinetry, premium countertops, and high-end appliances. The primary suite is a private retreat, offering a spa-like bath with elegant finishes and thoughtful details. Two additional bedrooms provide comfortable accommodations for family, guests, or a home office. Outside, enjoy Florida living at its finest with a brand-new sparkling pool, creating the perfect setting for relaxing afternoons and entertaining family and friends. Ideally located in the highly sought-after Indian Beach Sapphire Shores neighborhood, this exceptional home is just a short stroll from Sarasota Bay, where breathtaking sunsets paint the sky each evening. Enjoy the charm of one of Sarasota's most treasured waterfront communities, with easy access to downtown Sarasota, the Ringling Museum, and the area's renowned beaches, dining, and cultural attractions. Whether you're seeking a full-time residence, seasonal retreat, or investment opportunity, this extraordinary home delivers the rare combination of contemporary elegance and worry-free ownership. Move right in and enjoy the feeling of a brand-new home without the wait.

1041 Indian Beach Drive, Sarasota
$1,450,000
6 Beds ⋅ 5 Baths ⋅ Bay Haven SubDv. ⋅ 34234 Zip Code
A Rare Piece of Sarasota History. Four turn-key furnished residences. Three City Lots. One Extraordinary Piece of Sarasota History. Welcome to 941 Virginia Drive, a truly unique historic property originally built by John Ringling Jr., offering vintage Sarasota charm paired with modern flexibility and lucrative income. Set on three city lots, this 125-foot-long masonry residence creates an extraordinary private compound with four distinct living spaces. The main residence features two bedrooms, one and a half bathrooms, and an office or den, highlighted by timeless architectural details including stone porches, arched doorways, pecky cypress paneling, tall vaulted beamed ceilings and a wood-burning fireplace. Modern updates complement the historic character with stainless steel appliances, granite countertops, and updated fixtures. The property is designed for lifestyle, opportunity and flexibility for extended family, guests or continued successful short-term rental business. In addition to the main home, the estate includes three separate guest residences providing privacy and versatility. There are two in-law suites that feature full kitchens, a private pool, hot tub, outdoor shower, patio access and a private bathroom; one offers one bedroom and the other two bedrooms. There is an additional one-bedroom dwelling with a convenient kitchenette, private bathroom and laundry. Located just two miles north of downtown Sarasota, the property offers easy access to Lido Key, Longboat Key, St. Armands Circle, and the vibrant dining, arts, and cultural scene of downtown Sarasota. Whether you envision a private historic estate, a multi-generational compound or a unique established vacation rental business, this rare property offers exceptional character, privacy and opportunity in one of Sarasota’s most desirable locations. Don’t miss this opportunity to Own a Piece of Ringling History — A Private Sarasota Compound with Vintage Charm and Resort-Style Living.

941 Virginia Drive, Sarasota
$1,750,000
6 Beds ⋅ 5 Baths ⋅ Bay Haven SubDv. ⋅ 34234 Zip Code
HISTORICAL HANDYMAN SPECIAL!!! -MAKE AN OFFER!!! PRICED $250,000 BELOW RECENT APPRAISAL!!! HOUSE IS IN GOOD STRUCTURAL CONDITION BUT NEEDS COSMETIC REPAIRS AND UPDATING-RESTORE A PIECE OF HISTORY-HUGE TAX INCENTIVES INCLUDING POSSIBLE PROPERTY TAX FREEZE!!!- POSSIBLE CONVERSION TO COMMERCIAL ZONING- THREE UNITS 7DAY MINIMUM RENTAL NEAR BEACH- Most projects will require little or no board involvement--Introducing “La Hacienda del Puesta Sol”, one of Sarasota’s most distinguished historic estates-an extraordinary Spanish Eclectic masterpiece residence built at the height of the 1920’s Florida boom. Positioned just steps from the shimmering waters of Sarasota Bay and Indian Beach, this nearly half-acre gated sanctuary blends architectural mastery, artistic heritage, and timeless history. This is a rare chance to own not just a home, but a legacy. Available for the First time in over Four Decades, The Albert Roehr Estate "La Hacienda del Puesta Sol" - The Estate of the Setting Sun- was officially designated a historical structure by the city of Sarasota, Florida in 1987. It may possibly qualify for National designation. The estate reflects the craftsmanship of its original owner, Albert Roehr, a celebrated artisan whose ornamental ironwork graces the gates of the John Ringling Mansion and landmarks throughout Sarasota and St. Armands. Written history and biography available upon request. The main residence features 3 bedrooms and 3 full baths, filled with original hardwood floors, a grand hardwood staircase, Italian-style tile, ornate crown molding and original chandeliers. A grand wrap-around screened porch captures breathtaking sunsets and sea breezes, accessible through French doors from the formal living room. The parlor and dining room showcase large sunny windows that keep the home bright and inviting. The expansive primary suite offers abundant windows, original wood floors, a masonry fireplace, and an en-suite bath. A private third-floor widow’s peak provides a secluded hideaway overlooking the bay, perfect for reflection or inspiration. The second bedroom opens to a rooftop sitting area overlooking Sarasota Bay’s private sunset moments. The property includes a historic carriage house with two rental opportunities: a downstairs studio and an upstairs 2-bed/1-bath apartment, each with separate entries. Short-term rentals (7-day minimum) are allowed, creating three potential income-producing residences on one property. The artistic courtyard is a sanctuary—designed by the current owner, well-known commercial artist Norton Rock—resembles an old-world Italian street with a fountain, reflecting pool, concrete arches, and mosaics. It has hosted lavish events for ambassadors, business leaders, artists, and dignitaries and was often used as a creative setting for Ringling art students. Set in the desirable Ringling neighborhood near the John & Mabel Ringling Museum and Mansion, this estate is minutes from downtown Sarasota, SRQ Airport, beaches, restaurants, and cultural attractions. With a legacy of distinguished owners and residents—including Roehr himself, Herald-Tribune Editor George Lindsay, and well known historian and author Karl H. Grismer—this residence is more than a home. It is an irreplaceable piece of Sarasota history. For those who feel drawn to authenticity, craftsmanship, and story—this isn’t just a home. This is your invitation to become part of Sarasota’s history. PLEASE VIEW VIRTUAL TOUR VIDEO

2830 Bay Shore Circle, Sarasota
$300,000
3 Beds ⋅ 1 Baths ⋅ Bay Haven SubDv. ⋅ 34234 Zip Code
The property's unique RTD-9 zoning offers flexible zoning for some specific commercial businesses. Please inquire for more information. This vintage Ringling area home offers a unique floor plan with ample opportunities for customization. Located just minutes from downtown, the SRQ Airport, Ringling College, USF, New College, and numerous entertainment venues nestled on a tranquil street. Upon entering the home, you will be captivated by its architectural features reminiscent of a bygone era. The open eave overhang, cypress siding, and wood windows are among the standout details that contribute to its distinct character. The foyer welcomes you with original heart pine floors that extend throughout the floor plan. The living room boasts a spacious picture window overlooking the front yard and a cozy fireplace surrounded by shelves. The master bedroom is generously sized to accommodate a king-size bed, providing ample space for a sitting room that extends to a lush green backyard. The kitchen/dining room on the opposite side of the home is filled with natural light, creating an ideal setting for entertaining. Its spacious layout allows for the transformation of the kitchen into a true chef’s kitchen. A private hallway off the kitchen leads to the second and third bedrooms. The backyard, akin to a private paradise, features a diverse array of trees and a custom-built open carport/workshop. Schedule a viewing of this exceptional home today.

1109 Patterson Drive, Sarasota