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$825,000
3 Beds ⋅ 3 Baths ⋅ The Villas On Laurel SubDv. ⋅ 34236 Zip Code
Virtually Staged. Located in the heart of downtown Sarasota, Villas on Laurel is a boutique community of only nine residences situated directly beside Laurel Park on a quiet one-way street. This location places you just a few blocks from Sarasota Bay, Marina Jack, Main Street dining, art galleries, theaters, shopping, and the Sarasota Farmers Market. This two-story townhome offers three bedrooms, three full bathrooms, and a versatile floor plan that includes a spacious first-floor living area along with a full guest bedroom and bath. Upstairs, a loft provides additional flexible living space, while two private bedroom suites create comfortable accommodations for owners and guests alike. Recent improvements include a new HVAC system (2025), luxury vinyl plank flooring (2025), and updated appliances. Community-wide capital improvements include a new membrane roof (2025), resurfaced parking area, refreshed landscaping, and additional maintenance projects that reflect a well-managed homeowners association. Impact-rated Andersen windows were installed throughout the community in 2004. Additional features include two reserved parking spaces, a community pool, community storage room, and classic Old Florida architecture updated in 2005. A rare opportunity to enjoy low-maintenance living in one of downtown Sarasota's most convenient locations- schedule your private showing today!

1685 Laurel Street Unit 3, Sarasota
$2,299,000
4 Beds ⋅ 4 Baths ⋅ Inwood Park SubDv. ⋅ 34236 Zip Code
Historic Gillespie Park Home | Luxury Downtown Sarasota Living on Three Lots! Discover a rare opportunity to own a beautifully restored historic home in Gillespie Park, one of Downtown Sarasota's most desirable historic neighborhoods. Originally built during Florida's celebrated Land Boom of the 1920s, this exceptional residence has been thoughtfully expanded and extensively renovated, preserving its timeless architectural character while seamlessly incorporating the modern amenities today's luxury buyers expect. Occupying 3 lots, this remarkable property offers an extraordinary combination of privacy, mature landscaping, and expansive outdoor living spaces just moments from Downtown Sarasota, The Bay Park, the Rosemary District, Sarasota Bay, Marina Jack, boutique shopping, acclaimed restaurants, theaters, galleries, and the city's vibrant cultural scene. Whether you're searching for a luxury primary residence or a distinctive historic Sarasota home, this property delivers an unmatched downtown lifestyle. A substantial two-story addition completed in 2019 expanded the home by approximately 800 square feet, creating a floor plan designed for modern living while remaining true to the home's original architecture. The addition enlarged the chef's kitchen and added a full bathroom, pantry, utility room, and reading room on the main level. Upstairs, the primary suite was transformed into a luxurious retreat with a spa-inspired bathroom and dual walk-in closets. At the heart of the home is a beautifully renovated chef's kitchen featuring premium Thermador appliances, including three ovens, a six-burner gas cooktop, custom cabinetry, granite countertops, and a charming bay window overlooking the professionally landscaped gardens. Rich hardwood flooring, renovated bathrooms, fresh interior paint, generous bedrooms, and preserved architectural details create the perfect balance between historic elegance and contemporary comfort. Extensively updated for comfort, efficiency, and peace of mind, the residence features custom hurricane-impact windows installed in 2024 and designed to replicate the home's original windows while providing modern storm protection, energy efficiency, and enhanced sound insulation. Additional improvements include a new roof (2022), an expansive screened lanai completed in 2022 and enhanced with an upgraded drainage system in 2025, a new driveway, gutters, underground drainage, professionally installed irrigation, and two air-conditioning systems. Professionally designed Florida-native landscaping, winding brick pathways, tranquil gardens, and a newly established butterfly garden create a peaceful retreat rarely found this close to the heart of Sarasota. Offering the rare combination of a fully renovated historic Sarasota home, three separately platted lots, luxury finishes, modern infrastructure, and an exceptional Downtown Sarasota location, this one-of-a-kind residence is ideally positioned near The Bay Park, Sarasota Bay, the Rosemary District, Marina Jack, the Sarasota Farmers Market, Selby Botanical Gardens, the Sarasota Opera House, boutique shopping, award-winning dining, and the area's world-renowned Gulf beaches. Rich in history yet thoughtfully designed for today's lifestyle, this extraordinary home presents a rare opportunity to experience the very best of Downtown Sarasota luxury living.

1874 6th Street, Sarasota
$1,450,000
3 Beds ⋅ 2 Baths ⋅ Hudson Bayou SubDv. ⋅ 34236 Zip Code
FULLY FURNISHED SHORT TERM RENTAL PROPERTY. Experience the best of "West of Trail" living in this impeccably maintained, renovated pool home situated on an OVERSIZED LOT. The interior features include refinished HARDWOOD FLOORS, double-paned windows, and an UPDATED KITCHEN equipped with custom cabinetry, granite countertops, and stainless-steel appliances. The inviting main living area is highlighted by a tray ceiling, gas fireplace and French doors leading to a private outdoor area and SALTWATER POOL, perfect for the Florida lifestyle. The fully FENCED professionally landscaped yard includes a PUTTING GREEN. Significant improvements offer peace of mind and long-term value, including a new standing seam METAL ROOF (2025), NEWER A/C system (2022)/mini-split (2024), and completely REPLUMBED with PVC. The air-conditioned TWO-CAR GARAGE features new epoxy flooring and is currently utilized as a versatile game room. Ideally located in the sought-after Southside Elementary district, this residence provides quick access to Southside Village, downtown Sarasota, and the renowned beaches of Siesta and Lido Key. This property has a great rental history (over $83,000 in the first year) along with $27,000+ in future bookings, please inquire for more details

1931 High Point Circle, Sarasota
$1,695,000
3 Beds ⋅ 2 Baths ⋅ Owen Burns Sub SubDv. ⋅ 34236 Zip Code
A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.

1563 4th Street, Sarasota
$1,775,000
5 Beds ⋅ 5 Baths ⋅ Sarasota Town Of SubDv. ⋅ 34236 Zip Code
In the heart of desirable Burns Court in Sarasota, stands a captivating European-inspired Florida home. This DUPLEX offers a two bedroom, two bath residence downstairs and a three bedroom, three bath upstairs. 1516 Oak Street offers the unique advantage of downtown walkability coupled with the privacy of a fully fenced, meticulously landscaped yard adorned with native plants. This residence provides an ideal alternative to condominium living, granting residents exclusive private outdoor space for themselves and their pets without the financial burden of monthly condominium fees. Indulge in the sun on the expansive upstairs balcony or unwind on the shaded patio. Prepare delectable charcuterie boards in the well-appointed kitchen, perfect for hosting happy hour gatherings, dinner parties, garden parties, or brunches. Each restful bedroom is equipped with an ensuite bathroom, ensuring privacy and convenience. Situated conveniently near the Saturday Farmers Market, a variety of local restaurants, and the Sarasota Bayfront, this exceptional property offers unparalleled potential. Currently arranged as a fully furnished duplex, it also presents remarkable versatility as a family compound, an income-generating investment, or a potential conversion into a spacious single-family home. The owner has invested significantly in high-quality upgrades to ensure the home’s move-in readiness, including: - A new metal roof installed in 2022 - A replaced sewer line and relined pipes in 2023 - New windows, updated electrical systems, and a new air conditioning unit completed in 2025 - A well for irrigation to maintain the lush landscaping - Natural gas connection - Off street parking for 4 cars and a storage shed - Completely fenced yard and landscape lighting. Furthermore, due to the property’s DTE zoning, there is potential to add another structure on the site, expanding the possibilities for future development. Selling turnkey furnished and ready to rent if desired. Experience a remarkable lifestyle in Burns Court. Schedule a private tour today.

1516 Oak Street, Sarasota
$550,000
4 Beds ⋅ 4 Baths ⋅ Walkers Sub SubDv. ⋅ 34236 Zip Code
A compelling investment opportunity within Sarasota city limits and only one mile from Downtown. This side by side duplex features two matching 2 bedroom, 1.5 bath townhome style units that have been updated to attract quality tenants and support strong rental performance. Being located inside the city limits also allows weekly rentals if desired, giving investors valuable flexibility in their strategy. Each unit offers bright, modern interiors with durable tile flooring on the main level, upgraded kitchens with shaker cabinetry, stainless appliances, contemporary backsplash details, and clean finishes that keep future maintenance simple and predictable. The upstairs layout includes two comfortable bedrooms and a full bath, creating an efficient and easy to lease floor plan that works well for both long term and short term tenants. Both 1610 and 1612 enjoy fully fenced private backyards with one featuring a spacious grassy area with a dedicated patio setting, while the other includes a relaxed fire pit lounge framed by mature Florida trees. This separation gives each unit its own appeal and enhances the property’s overall appeal. Parking directly in front of each entrance adds another convenience tenants appreciate and owners benefit from. With no association fees, modern updates, low maintenance features, and strong demand in the surrounding area, this duplex performs well as a straightforward income producing asset. Investors can maximize returns across both units, while those seeking flexibility have the option to live on one side and lease the other. A turn key opportunity in a highly desirable location near parks, cultural venues, Sarasota’s waterfront, and the downtown core. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

1610 & 1612 N Orange Avenue, Sarasota
$2,375,000
4 Beds ⋅ 5 Baths ⋅ Zahrada SubDv. ⋅ 34236 Zip Code
Anchored in Sarasota’s vibrant Rosemary District, a hub of art, dining, and design just steps from downtown, this contemporary multi-level residence captures the essence of urban coastal living. Defined by its clean architectural lines, striking white façade, and geometric precision, it offers a rare balance of privacy and proximity in one of Sarasota’s most walkable neighborhoods. A sleek iron-and-glass entry framed by textured tile sets the tone for what’s inside: light, volume, and effortless connection to the outdoors. The floating staircase, with open risers and maple treads, becomes a sculptural centerpiece beneath ceilings that seem to soar forever. A three-stop elevator ensures convenience from the ground-level garage to the uppermost terrace. The main living level unfolds with gallery-like openness, a seamless blend of style and function. The sleek kitchen, featuring quartz countertops, premium stainless-steel appliances, and clean-lined cabinetry, overlooks the dining and great room. The open living space is complete with expansive sliders that open directly to the courtyard and its tranquil Zen pool, where the rhythm of water and greenery softens the modern form. With its summer kitchen, fire table, and covered dining terrace, the home transitions effortlessly from quiet mornings to lively evenings. Upstairs, the primary suite feels like a retreat, complete with a glass-framed balcony, spa-inspired bath, and thoughtful details that invite calm. Two additional guest rooms, one that is currently used as an office, mirror the home’s minimalist aesthetic and abundant natural light. A private guest casita, accessible from the courtyard, expands the home’s flexibility. With a kitchenette, full bath, and its own balcony, it’s ideal for visitors, as another primary suite or as a fitness space, all with the independence of a separate entry. Constructed of concrete and steel with impact-rated glass, every element under scores quality and low-maintenance design, perfect for those seeking the ease of a lock-and-leave lifestyle. Positioned in Sarasota’s coveted Rosemary District, this residence places the best of the city just outside your door. Stroll to downtown dining, art galleries, live music, and cultural venues, or stop by the weekly Sarasota Farmers Market. Boutique shops, theaters, and cafés line the nearby streets, while the beaches, the John Ringling Bridge, St. Armand’s Circle, and Sarasota Bay are only minutes away. With convenient access to Sarasota Bradenton International Airport, this address blends logistics, urban luxury, outdoor living, and strong architectural design, offering a truly unique downtown lifestyle.

1542 4th Street Unit 210, Sarasota