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$1,849,000
4 Beds ⋅ 5 Baths ⋅ Schindler Sub SubDv. ⋅ 34236 Zip Code
The Gillespie Park Casa del Sol Is Finally on the Market! Nestled beneath a canopy of majestic oaks in Sarasota's beloved and historic Gillespie Park, Casa del Sol is an extraordinary Mediterranean-inspired estate where timeless architecture, modern luxury, and resort-style living come together just moments from the heart of downtown. Built in 2007 with solid masonry construction, this remarkable property offers 3,338 total square feet, including a 2,854-square-foot main residence, a beautifully appointed 484-square-foot detached studio casita resting above the spacious detached 2 car garage w/covered carport. This 4 bedrooms, 4.5 bathrooms, is offered for under $2 million. Designed to capture the romance of an authentic Mediterranean villa, the home showcases imported Colombian roof tiles, handcrafted Colombian brick pavers, rich hardwood flooring, elegant French doors, a chef's kitchen with stainless steel appliances, a gas range and fireplace, dual-zone HVAC, a tankless water heater, and a convenient second-floor laundry room. Every detail reflects exceptional craftsmanship while blending seamlessly with today's modern lifestyle. Step outside to your own private tropical retreat, where lush landscaping, a sparkling heated pool (with fountain water feature), and a newly installed privacy fence create an atmosphere of serenity and effortless entertaining. The detached studio casita offers outstanding flexibility as a luxurious guest suite, executive office, fitness studio, creative space, or income-producing accommodation. It is separately metered for convenience. Just a 2 min walk from the 10-acre John Hamilton Gillespie Park and a 2 minute drive (or short walk or bike ride) from Downtown Main Street and Sarasota's award-winning restaurants, boutiques, theaters, galleries, waterfront, and renowned Farmers Market, Casa del Sol places the very best of Sarasota at your doorstep. Located within the desirable Downtown Neighborhood (DTN) zoning district allowing one-week minimum short-term rentals, the property presents a rare opportunity as a primary residence, seasonal escape, or exceptional investment. Rarely does a home provide this level of architectural distinction, walkable downtown convenience, investment flexibility, and resort-inspired living. Casa del Sol is finally on the market, offering an extraordinary opportunity to experience one of Sarasota's most coveted lifestyles.

1719 7th Street, Sarasota
$169,000
3 Beds ⋅ 2 Baths ⋅ Barrington Woods SubDv. ⋅ 34234 Zip Code
Discover the potential in this maintenance-free 3-bedroom, 2-bath condo villa, tucked away at the end of a quiet enclave of just 66 residences. With a spacious open floor plan and abundant natural light, this home is the perfect opportunity to update and customize to your own style. Inside, you'll find tile and laminate flooring throughout, an eat-in kitchen with a breakfast bar, a primary suite with an en-suite bath featuring a walk-in shower, an interior laundry room with a washer and dryer, and a year-round enclosed lanai with tile flooring—ideal for enjoying your morning coffee or relaxing in any season. A covered carport provides convenient parking and additional parking available. Residents of Barrington Woods enjoy maintenance-free living along with a community pool, covered cabana, scenic ponds with fountains, and beautifully landscaped grounds filled with mature Florida tropical foliage. Conveniently located just minutes from Downtown Sarasota, you'll have easy access to world-class dining, shopping, the marina, cultural attractions including The Ringling Museum and Asolo Repertory Theatre, as well as the boutiques and restaurants of St. Armands Circle and the white sands of Lido Beach. Whether you're searching for a seasonal getaway, investment opportunity, or full-time residence, this home offers incredible value in one of Sarasota's most desirable locations.

5080 Barrington Circle Unit 3102, Sarasota
$1,165,000
5 Beds ⋅ 3 Baths ⋅ Desoto Acres SubDv. ⋅ 34234 Zip Code
One of Sarasota’s most unique and sought-after acreage communities, DeSoto Acres combines country living with all the city conveniences! No HOA and No CDD makes this a unique choice for freedom. This stunning county estate is nestled on 2.24 acres of land that’s fully fenced and gated. This private estate features a beautifully updated main residence, a fully equipped guest house, sparkling pool, tranquil pond, fire pit gathering area, oversized workshop shed, and room to truly live the Florida lifestyle. The main home offers over 2,300 square feet of updated living space including a spacious living and dining area overlooking the pool, granite countertops throughout the home, custom cabinetry with pull-out shelving and built-in appliance storage. A convenient breakfast nook area with built-in seating and additional storage. Flexible office/den space that can serve as a fifth bedroom., and an outdoor private shower off of the primary suite which is also accessible to the pool. The guest house is perfect for guests, multigenerational living, rental income, or a private home office. The guest house is approximately 800-square-feet and includes a full kitchen, panty, spacious living room, large bedroom with walk in closet, and full bath. It also features a dedicated laundry room, screened lanai, and its own yard and garden areas. Step outside and enjoy your own private Sarasota retreat including a sparkling pool, scenic pond, fire pit overlooking the water, mature landscaping and a large shed with power. Half of the shed has been converted into a large chicken coop with room for 20+ chickens with its own run. This rare piece of paradise offers room for gardens, animals, RVs, boats, and is ready for your vision. Conveniently located near Sarasota's stunning beaches, SRQ airport, UTC and so much more! Additional Features include- • Fully fenced and gated 2.24 acres • Two separate gated entrances • 3-car side-entry garage • 2-car carport • Pull-through garage bay • Wind-rated garage doors • Two HVAC systems • Well with newer pump • Water softener, filtration, and aerator systems • Tankless water heaters • Workshop with dog wash station • X Flood Zone The neighborhood’s historic agricultural overlay allows horses, chickens, roosters, and many other farm animals while remaining just minutes from shopping, dining, medical facilities, downtown Sarasota, University Town Center, and Gulf Coast beaches. Rarely does a property offer this much land, flexibility, privacy, and value this close to everything Sarasota has to offer! Whether you’re seeking multigenerational living, a private retreat, space for a home-based business, hobby farm, or simply room to breathe, this property delivers opportunities that are increasingly difficult to find in Sarasota.

2515 49th Street, Sarasota
$444,000
1 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code
A MUST SEE, sold TURNKEY AND FURNISHED (tastefully) and PRICED TO SELL! Welcome to this captivating condominium in the waterfront community: The Strand of Sarasota, built in 2022. The seller's thoughtful decor is inspired by a famous artist (Salvador Dali) with many upgrades including stone counters in kitchen and baths, luxury vinyl flooring, backsplash in kitchen, designer light fixtures and fans, upgraded LG washer in dryer, high end furnishings including a split king adjustable bed with massage capability, thoughtful designer finishes and the property has been lovingly maintained. Nine foot ceilings, impact rated doors and windows. Approximately 1 mile to downtown Sarasota and conveniently located to The Bay, Sarasota's arts, theater, shopping, restaurants, boutiques, bay front entertaining, marina, St. Armand's Circle and Sarasota's famous pristine white powdery sand beaches. Take a stroll along The Strand's 47 boat docks and enjoy the colorful and peaceful sunsets along Whitaker Bayou. The view from your spacious private balcony overlooks the serene azure heated pool and spa. Amenities include a gated community, on site management, waterfront community, fitness center, a parking garage space, additional storage space, ample guest parking, EVCSs, gas grills, fire pit, dog friendly community with dog park, kayak launch/storage. Investors are welcome as there is 1 week minimum rentals/ 52 times per year. This could be your full time home, a vacation getaway or an investment property in an affordable conveniently located waterfront community just minutes to downtown Sarasota.

1703 N Tamiami Trail Unit 306, Sarasota
$464,990
2 Beds ⋅ 2 Baths ⋅ Gracewater SubDv. ⋅ 34234 Zip Code
Under Construction. Welcome to The Bishop, a luxury villa in the gated community of Gracewater, where timeless design meets picturesque water and amenity center views. This thoughtfully designed home features 2 bedrooms, a spacious flex room, and an open-concept layout that perfectly balances comfort, functionality, and style. From the moment you step inside, you'll be captivated by the abundance of natural light streaming through the many windows that grace the entry, dining room, and family room, creating a bright and inviting atmosphere throughout. The spacious flex room offers endless possibilities as a home office, hobby space, media room, or guest retreat. At the heart of the home, the designer kitchen serves as a beautiful gathering place where favorite recipes are shared, conversations linger, and everyday moments become cherished memories. Overlooking the dining and family rooms, this elegant space is ideal for both entertaining and everyday living. A stunning wall of sliding glass doors opens to the extended lanai, seamlessly blending indoor and outdoor living. Here, tranquil water views and views of the beautifully appointed amenity center create the perfect backdrop for morning coffee, evening relaxation, or entertaining guests. Come home to The Bishop—where every detail is designed for comfort, togetherness, and the simple joy of living well.**This property offers a limited-time interest rate incentive and closing costs.

2820 Marrakesh Lane, Sarasota
$899,000
3 Beds ⋅ 3 Baths ⋅ Indian Beach Highlands SubDv. ⋅ 34234 Zip Code
4104 Sarasota Avenue offers a rare opportunity to own a beautifully maintained home in Indian Beach, one of Sarasota's most desirable bayfront neighborhoods. Priced at $899,000, this two-story residence combines privacy, character, and an outstanding location with no HOA fees or deed restrictions. Situated on a corner lot with dual street access, the home features 2,342 square feet of living space and nearly 3,000 square feet under roof. Built with solid concrete block construction and located in an X Flood Zone, it also benefits from a new roof installed in 2022 and a new AC system installed in 2021. A gated garden entrance leads into a private tropical setting surrounded by mature landscaping. The walled courtyard creates a peaceful retreat complete with a heated swimming pool, hot tub, and plenty of room for outdoor entertaining or relaxing in the Florida sunshine. Inside, 10-foot ceilings and abundant natural light enhance the spacious open floor plan. The living, dining, and kitchen areas flow comfortably together, creating an inviting space for everyday living and entertaining alike. All three bedrooms are located upstairs. The primary suite offers a spa-like bathroom with a soaking tub, generous walk-in closets, and access to a private balcony overlooking the lush tropical surroundings. It's the perfect spot to enjoy your morning coffee or unwind at the end of the day. Additional features include an indoor laundry room, detached two-car garage, covered front porch, and multiple outdoor living areas that make it easy to enjoy Sarasota's year-round lifestyle. The location is hard to beat. Sarasota Bay is just two blocks away, Jungle Gardens is around the corner, Downtown Sarasota is less than five minutes away, and Lido Beach can be reached in approximately twelve minutes. One of the things residents love most about Indian Beach is its unique personality. Peacocks freely roam the neighborhood, creating a distinctive charm reminiscent of the famous roaming roosters of Key West. It's a neighborhood that feels both relaxed and vibrant, with a character all its own. For buyers looking to relocate from the Northeast, Midwest, California, or other high-tax states, this home offers an opportunity to enjoy Florida's favorable tax climate while embracing a true coastal lifestyle. Investors will also appreciate the property's location, flexibility, and long-term appeal. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, 4104 Sarasota Avenue delivers the location, lifestyle, and value that make Sarasota one of Florida's most sought-after destinations. Welcome to your new home in Indian Beach.

4104 Sarasota Avenue, Sarasota
$275,000
2 Beds ⋅ 2 Baths ⋅ Spring Oaks SubDv. ⋅ 34234 Zip Code
Short Sale. Opportunity to own a 2-bedroom, 2-bath home with a private screened pool in the Spring Oaks subdivision of Sarasota. Offering approximately 928 square feet of living space with a one-car garage, this single-story home features an open floor plan with vaulted ceilings, a living/dining combination, and a kitchen with solid surface countertops. The property includes a fenced yard and a screened pool area, providing potential for outdoor enjoyment once any needed updates are completed. Based on available information, the home may require repairs and/or cosmetic updates, and buyers are encouraged to conduct their own inspections to determine condition. Located in Flood Zone X with no HOA, the property offers flexibility for both owner-occupants and investors, with convenient access to shopping, dining, and major roadways throughout Sarasota. Buyers should verify all information. Agents: Please review all private remarks prior to scheduling a showing.

2332 Seward Drive, Sarasota
$720,000
2 Beds ⋅ 2 Baths ⋅ The Strand Of Sarasota SubDv. ⋅ 34234 Zip Code
Virtually Staged. The west porch and 2 bedrooms have been virtually staged. Fabulous opportunity to own this rarely available END condominium, a light and bright penthouse in The Strand, a waterfront community just minutes from Downtown, Sarasota's vibrant arts, culture, dining, shopping and the new Bay Front area/entertainment. Largest floor plan available. Perfect winter home, investment property or permanent residence. High gloss cabinetry in kitchen & baths. Light quartz counters in the kitchen and baths. Open concept living/ dining area for easy entertaining which leads directly onto your spacious balcony from which you will see evening sunsets. This condo has an assigned garage parking spot and storage cage. Newer construction as of 2022, and built to the latest hurricane codes. Impact sliders and windows throughout. Low maintenance fees, generous rental policy (1 week minimum/ 52 times/year) and a dog friendly gated community. Several EV charging stations are available along with plenty of guest parking. Amenities include heated pool, spa, gas grills, fitness center, fire pit, kayak launch, dog park, on-site property manager (M-F) and so much more, a must see. The Strand consists of 2 buildings, total of 152 units, and 47 boat slips which can be purchased when available if one does own in The Strand.

1703 N Tamiami Trail Unit 511, 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
$7,995,000
6 Beds ⋅ 8 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
Nestled on 1.1 acres of pristine bayfront along Sarasota Bay, Etowah stands as a timeless icon of Sarasota’s rich architectural heritage, offering sweeping, wide-open bay views to the north and south, from the manicured lawn at the water’s edge all the way to the distant skyline of downtown Sarasota, with glowing sunset views that unfold nightly across the horizon. Originally built in 1925, this distinguished two-story Mediterranean Revival estate spans over 6,500 square feet and commands captivating views across the bay, all while being just 10 minutes from downtown Sarasota. Following an extensive year-long restoration, Etowah has been meticulously renewed from the inside out. Every major system of the home has been comprehensively replaced or upgraded, including all new electrical, plumbing, heating and air-conditioning systems, roofing, insulation, and drywall, ensuring modern performance while preserving historic integrity. A significant west-side addition by renowned local architect Frank Folsom Smith in 1992 introduced a gracious primary suite, a sophisticated bar area, and a grand great room—enhancements that seamlessly complement the home’s historic character. Upon entry, a vaulted ceiling sets a dramatic and welcoming tone, guiding you into the formal living room anchored by the home’s original fireplace. The adjacent dining room, surrounded by windows crafted with original glass sourced from the nearby Ringling era, creates an extraordinary setting for entertaining and comfortably accommodates gatherings of 12 or more. Designed for both elegance and performance, the chef’s kitchen is outfitted with top-of-the-line Thermador appliances, a Sub-Zero refrigerator, and every modern convenience, while the sun-filled eat-in area offers the perfect spot for morning coffee overlooking the grounds. The west wing of the home unfolds around a serene courtyard, with the great room and owner’s suite positioned on either side—creating a seamless indoor-outdoor living experience. The owner’s suite features sweeping bay views, dual walk-in closets, and a spacious spa-like bath. Upstairs, a second primary bedroom offers its own wood-burning fireplace, picturesque bay vistas, and generous closet space. 3 additional bedrooms on this level are well-proportioned and thoughtfully laid out, complemented by a sunken office or den tucked quietly at the end of the hall. The grounds are equally exceptional, highlighted by a heated, resort-style 15’ x 50’ swimming pool—perfect for both relaxation and entertaining. Completing the waterfront setting is a 4’ x 50’ dock, providing direct access to Sarasota Bay for boating, paddleboarding, and waterfront enjoyment. Completing the property is the original detached garage with an adjoining workshop, gardening space, laundry facilities, and private guest quarters—ideal for visitors or staff. A rare offering of architectural significance and modern luxury, Etowah is a one-of-a-kind estate that seamlessly bridges historic Florida elegance with contemporary living, all set against the unparalleled beauty of Sarasota Bay.

4511 Bay Shore Road, Sarasota
$22,000,000
5 Beds ⋅ 11 Baths ⋅ Indian Beach Map Of SubDv. ⋅ 34234 Zip Code
Set on 2.4 gated acres with an impressive 240 feet of pristine waterfront, this rare Sarasota compound offers over 10,000 square feet of pure privacy, serenity, and elevated coastal living. Perfectly positioned in the heart of the city yet worlds away, this estate delivers unobstructed, panoramic views of Sarasota Bay from nearly every room. Designed for both grand entertaining and intimate living, the residence welcomes you with a double-height foyer, cascading natural light, and a sense of scale that is both dramatic and warm. Across sixteen thoughtfully curated rooms, floor-to-ceiling windows frame endless water vistas, bringing the outdoors in and creating an atmosphere of true waterfront elegance. The estate features five spacious bedrooms and nine beautifully appointed bathrooms, including a breathtaking owners’ suite, a private, calming retreat with sweeping bay views, a spa-inspired bath, and a luxe outdoor shower surrounded by lush privacy landscaping. For those who value lifestyle and amenities, this property offers it all: A private tennis court tucked away behind mature tropical landscaping A well-appointed guest house ideal for extended stays A dedicated pool house for effortless entertaining A four-car garage for collectors and hobbyists Expansive terraces and outdoor lounging areas that overlook Sarasota’s most dramatic sunsets

3315 Bay Shore Road, Sarasota
$18,950,000
5 Beds ⋅ 5 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
2026 National Gold Nugget Award of Merit Winner. SRQ Magazine 2026 Home of the Year. World-renowned as Florida’s cultural coast, Sarasota’s heritage of culture and the arts provides a distinguished backdrop for its newest architectural tour de force – Lunara. Set in Sapphire Shores, one of Sarasota’s most historic and culturally rich neighborhoods, the location is quintessentially Sarasota. This prized location, originally chosen by one of the city's foremost visionaries for his own Ca' d'Zan mansion, commands what are widely regarded as the city's best views, with sweeping panoramas of Sarasota Bay, the downtown skyline, and the landmark Ringling Bridge. Lunara transforms state-of-the-art materials from around the world through the enduring craft of local artisans. Designed by Mark Sultana of DSDG Architects and built by Michael Voigt of Voigt Brothers Construction, the residence reveals itself with dramatic geometry and floating planes. Every angle captures the shimmer of water, every surface plays with light, and every room welcomes you into a life surrounded by beauty. The heart of the home opens with dramatic presence — the 11-foot pivot entry door leads to a soaring double-height living space, where an 11-foot automated glass wall extends to an equally lofty trellised sun deck. Despite its scale, the residence feels warm and personal, thanks to a no-hallway design directive that connects each area with purposeful flow. The impressive entertainment bar, which features floating liquor display shelves and a climate-controlled wine display, stands distinct yet linked to the ultra-high-end kitchen, which includes a retractable pass-through to a concealed prep kitchen. Outside, the al-fresco kitchen and pool deck share the same floor level as the interior, creating a connected indoor-outdoor living experience that amplifies the home’s spacious elegance. A two-level swimming pool cascades from infinity edge to lap lane. The glass elevator, tallest of its kind in a Sarasota residence, glides between levels with clarity and grace. The 10-car garage is designed to be more than just storage with bay-facing sliding glass. The rooftop deck, a stage for Sarasota’s sunsets, invites leisure and entertainment in equal measure, complete with a putting green, fire pit and a flex space adaptable to yoga at dawn or cocktails at dusk. Even the practical touches are elevated – a dedicated “Christmas tree closet”, concealed floor-to-ceiling doors, and a movable wall of privacy glass that transforms the primary bath into either open vista or private retreat. Beyond prestige, the best of Sarasota is always close at hand. Within one mile you’ll find SRQ International Airport and The Ringling Museum. Downtown Sarasota, The Bay park, and Marina Jack are just five miles away, with Sarasota Memorial Hospital, St. Armands Circle and Lido Beach within six miles. IMG Sports Academy and St. Stephens School are within eight miles from your door. In Lunara, architecture becomes lifestyle, and lifestyle becomes sanctuary. This is a home that does not merely impress, it endures.

388 S Shore Drive, Sarasota