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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
$354,900
3 Beds ⋅ 2 Baths ⋅ Lockwood Meadows SubDv. ⋅ 34234 Zip Code
Welcome to 2595 N Lockwood Meadows Blvd, where thoughtful updates, an unbeatable Sarasota location, and exceptional outdoor living come together to create the perfect place to call home. This move-in ready 3-bedroom, 2-bathroom home offers 924 square feet of thoughtfully designed living space with an open-concept floor plan that maximizes every inch. Step inside to discover beautiful luxury vinyl plank flooring throughout the main living areas, leading into an updated kitchen featuring stainless steel appliances and a seamless flow into the living and dining spaces—perfect for everyday living and entertaining alike. Enjoy peace of mind knowing the major improvements have already been completed, including a new roof (2025), new water heater (2025), and a new HVAC system with all new ductwork (2026). The washer and dryer, both less than three years old, are also included with the home. Outside is where this property truly shines. The oversized, fully fenced backyard offers endless possibilities with plenty of room to add a future pool while still leaving ample space to play, garden, or entertain. Relax beneath the large screened lanai, ideal for outdoor dining, grilling, or enjoying Florida's beautiful weather year-round. Gather around the fire pit for evening s'mores or unwind with a glass of iced tea on a warm summer afternoon. A storage shed conveys with the property, providing additional space for lawn equipment, tools, or hobbies. The beautifully landscaped yard adds to the home's curb appeal and features recently planted Bermuda cherry, orange, lemon, lime, tangelo, and red lime trees, creating your own backyard citrus garden. Additional highlights include a one-car garage, an extra-long driveway with room to park at least three additional vehicles, a desirable cul-de-sac location, Flood Zone X for added peace of mind, and no HOA, giving you the freedom to truly enjoy your property. Location is everything, and this home delivers. You're just 8 minutes from Downtown Sarasota, 10 minutes from the UTC shopping and dining district, 15 minutes from St. Armands Circle and Lido Key Beach, 20 minutes from world-famous Siesta Key Beach, and approximately 15 to 20 minutes from Longboat Key. With quick access to I-75 and close proximity to restaurants, shopping, schools, parks, and everyday conveniences, you'll enjoy everything Sarasota has to offer right at your fingertips. Whether you're a first-time homebuyer, seasonal resident, investor, or simply looking for a move-in ready home in one of Sarasota's most convenient locations, this property offers an incredible opportunity. Schedule your private showing today and see why this home is the perfect place to start your next chapter.

2959 N Lockwood Meadows Boulevard, 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
$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
$397,777
5 Beds ⋅ 3 Baths ⋅ Palm Grove SubDv. ⋅ 34234 Zip Code
RARE DOUBLE-LOT OPPORTUNITY IN SARASOTA! This spacious 5-bedroom, 2.5-bath home is situated on two separately parceled lots totaling 15,670 square feet, offering a unique combination of comfortable living today and exciting future possibilities tomorrow. The property is fully fenced with a gated driveway entrance, creating a private setting enhanced by mature shade trees and generous outdoor space. Inside, you'll find tile flooring throughout, flexible living areas, and plenty of room for a large family, multigenerational living, rental opportunities, or home office space. The oversized 450-square-foot two-car garage includes washer and dryer connections and provides ample room for vehicles, storage, or workshop space. Conveniently located near Ringling College of Art & Design, New College of Florida, downtown Sarasota, shopping, dining, and Gulf Coast beaches, this property offers both location and potential. A unique feature of this offering is the adjacent separately parceled lot. Sarasota County has indicated the parcel is buildable; however, buyers should independently verify all development potential, lot configuration requirements, boundary considerations, and approval requirements with Sarasota County and the City of Sarasota. Potential future uses may include expansion of the existing homesite, an accessory dwelling unit (ADU), or construction of an additional residence, subject to governmental approvals. Opportunities to acquire a home with this much land, privacy, and future development potential in Sarasota are increasingly rare. EZ Show and SELL.

1375 Myrtle Street, Sarasota
$399,900
3 Beds ⋅ 2 Baths ⋅ Amaryllis Park SubDv. ⋅ 34234 Zip Code
Welcome to the House of Light...Lots of Windows lets the Sunshine flow throughout this Home, setting a Lovely, Peaceful Feeling and Calming Atmosphere. With a Private Front Entry, This Spacious Home has 3, possibly 4 Bedrooms, as, the Front Room has a Closet Area and maybe partitioned off into a 4th Bedroom as needed. With a Spacious Family Room with a coat closet for extra storage, this room could also be used as a Huge Dining Room. There is also an Office Area with a private side door entrance on the side of the house. Nicely Remodeled Kitchen with Stainless Steel Appliances, Granite Counters and has an Eat-In Area. Spacious Master Suite has an En Suite and both, a Spacious Walk-in Closet and a Built-In Closet for Plenty of Storage. 2 Guest Bedrooms are Spacious and a Lovely Remodeled Guest Bathroom. Hallway has a Storage Closet and a Linen Closet. There is a Carport with a Side Door Entry and a Utility-Laundry Room and a Spacious 8x10 Storage Shed in the Back Yard. This is Truly a Wonderful Family Home with a Newer Roof 4yrs, Hurricane Impact Windows 2yrs, Air Conditioner 2yrs, New Electric Water Heater. This Family Home is a True Joy to Live in....Welcome Home...

1669 35th Street, Sarasota
$325,000
3 Beds ⋅ 2 Baths ⋅ Desoto Acres SubDv. ⋅ 34234 Zip Code
Affordable updated 3-bedroom, 2-bath home in Sarasota for just $325,000. Offering approximately 1,500 square feet of living space, this move-in-ready home features an open-concept floor plan, updated kitchen with stainless steel appliances, updated bathrooms, spacious bedrooms, and a fully fenced backyard perfect for entertaining, pets, or enjoying the Florida lifestyle. Located on a quiet street with no HOA and no deed restrictions, this property combines affordability with an unbeatable location. Just minutes from Downtown Sarasota, University Town Center (UTC), Sarasota-Bradenton International Airport, St. Armands Circle, and Sarasota's world-famous beaches including Siesta Key, Lido Key, and Longboat Key. Enjoy convenient access to shopping, dining, parks, schools, healthcare facilities, and major roadways. Whether you're a first-time homebuyer, seasonal resident, or investor, this home offers an excellent opportunity to own in one of Florida's most desirable markets at an attractive price point. Schedule your private showing today!

4303 Chestnut Avenue, Sarasota
$460,000
4 Beds ⋅ 2 Baths ⋅ Harriet Sub SubDv. ⋅ 34234 Zip Code
Lender incentive available for qualified borrowers on primary residents only. Exceptional income-producing duplex located within the Sarasota city limits in desirable Flood Zone X, meaning no flood insurance is required. This solid block construction property offers multiple investment opportunities including owner-occupancy, short-term rentals, long-term rentals, student housing, or a hybrid income strategy. Located directly across from the revitalized North Water Tower Park, residents and guests can enjoy paved walking trails, a disc golf course, playground, covered picnic areas, public restrooms, and a water bottle filling station. Each private unit features 2 bedrooms and 1 bathroom with beautifully updated kitchens showcasing shaker cabinetry, quartz countertops, timeless restored terrazzo flooring, open-concept living areas, private laundry rooms, screened lanais, and covered carports with locked storage. Unlike many duplexes, the units do not share a common wall or yard space, offering enhanced privacy and reduced noise between occupants. Major capital improvements have already been completed within the past seven years, including the roof, dual HVAC systems, and water heaters. Additional investor-friendly features include separate utilities and durable block construction. The property’s central location provides quick access to Downtown Sarasota, Bradenton, Lakewood Ranch, SRQ Airport, Ringling College, New College, University of South Florida, and world-famous Gulf beaches, supporting a strong tenant and guest pipeline with future rental growth potential. According to the City of Sarasota permitting website, the occupancy use is listed as R1 Hotels/Motels/Boarding House, creating flexibility for multiple income-producing uses. Unit B has been operating as a short-term rental through Airbnb and VRBO since January 2026 and has already generated approximately $13,926 in rental revenue. Unit A is currently owner-occupied. The current owners originally purchased the property using FHA financing as their primary residence, demonstrating an excellent opportunity for buyers interested in “house hacking” by living in one unit while offsetting expenses with rental income from the other. With three major colleges nearby, the property also presents excellent potential for student housing demand. Whether you are an investor seeking cash flow, a buyer looking to offset monthly expenses through owner-occupancy, or someone searching for a flexible income-producing property in a rapidly growing Sarasota location, this duplex offers outstanding versatility and long-term upside potential.

993 Gary Street Unit A & B, Sarasota
$450,000
3 Beds ⋅ 2 Baths ⋅ Carver Park SubDv. ⋅ 34234 Zip Code
Welcome to this 2022 constructed 3-bedroom, 2-bathroom home situated on a 7,500 sq ft fenced lot with a gated driveway shaded by beautiful mature oak trees. The home features a bright, open layout with a spacious great room, ideal for everyday living and entertaining. Interior highlights include 9-foot ceilings and travertine tile flooring throughout, creating a clean and cohesive feel. The primary bedroom offers a comfortable retreat with a large walk-in closet, while the additional bedrooms provide flexibility for guests, family, or a home office. The outdoor space offers plenty of room to enjoy, with a fully fenced yard and natural shade, perfect for relaxing or future customization. Conveniently located just north of Downtown Sarasota, this property offers a great opportunity for both homeowners and investors seeking a move-in ready home with lasting value. Enjoy quick access to some of the area’s best restaurants, shopping, and entertainment, along with nearby boat ramps and water access for an easy connection to Sarasota’s boating lifestyle. Local parks are also just minutes away, perfect for outdoor activities and relaxation. With newer construction, a generous lot, and a prime location close to everything Sarasota has to offer, this property is well-suited for a variety of buyers.

1536 25th Street, Sarasota
$549,000
2 Beds ⋅ 2 Baths ⋅ Island Shores SubDv. ⋅ 34234 Zip Code
This charming 2-bedroom, 2-bathroom POOL home is situated in Flood Zone X, meaning flood insurance is not mandatory. It boasts a lovely fenced backyard and is conveniently located near all essential amenities. Recent updates include Hot water heater and dishwasher (2023), New weather head (2023), New turf and firepit with paver patio (2024), New A/C 2025. The home is just a short distance from a kayak launch into Sarasota Bay and directly down 40th Street to the Charles Hegener Memorial Nature Walk. It’s also close to attractions such as Jungle Gardens, the Asolo Theater, Sarasota International Airport, the Ringling Museum of Art, New College, USF, and Downtown Sarasota. Plus, the home did NOT flood during last year’s hurricanes. There are NO deed restrictions. The IBISSA Homeowners Association is voluntary, with an optional annual fee of $50. Great location for Airbnb BRAND NEW POOL PUMP MAY 2026

831 40th Street, Sarasota
$1,895,000
4 Beds ⋅ 4 Baths ⋅ Schindler Sub SubDv. ⋅ 34236 Zip Code
A rare blend of modern luxury, income potential + lifestyle flexibility awaits in this striking custom 2023 duplex in the heart of Gillespie Park, moments from downtown Sarasota. Designed for those wanting more than just a home, this architectural standout offers 4,400+ sq ft of elevated living with two fully independent residences, each approx 2,200 sq ft featuring 2 bedrooms, 2 bathrooms, private laundry, soaring ceilings + a light-filled expansive design. Whether downsizing, creating a multi-gen retreat, or offsetting your lifestyle with income, this property delivers exceptional versatility, live in one + generate revenue from the other (currently $3,600/month). The main level showcases a chef-inspired kitchen with premium Thermador appliances, gas cooking, dual dishwashers, walk-in pantry + built-in coffee/wine bar, while the upper level offers a refined private living experience with sleek Bosch appliances+ ensuite bedrooms. Outdoor living feels like a private resort with a secluded courtyard featuring an outdoor kitchen and hot tub, plus an expansive second-level balcony ideal for relaxing. Built for efficiency + longevity with solar power, natural gas tankless water heaters, elevator access + rare 3-car alley-access garage, features seldom found this close to downtown. Zoned for short-term rentals and crafted as a high-end multigenerational retreat with full custom handicap-accessible design, delivering an exclusive lifestyle in a prime location.

1755 7th Street, Sarasota
$550,000
2 Beds ⋅ 1 Baths ⋅ Petroutsa Brothers Sub SubDv. ⋅ 34236 Zip Code
Charming 2 bedroom, 1 bath bungalow located on a quiet street in the highly sought after Gillespie Park neighborhood of Sarasota. This home is truly move-in ready, with every detail thoughtfully updated. Enjoy peace of mind with PGT impact windows installed in 2024, along with a beautifully renovated kitchen featuring custom DeVittori cabinetry, a brand-new induction stove, quartz countertops, a new stainless french door refrigerator (December 2025) and a new dishwasher added in 2024. The bathroom and plumbing were completely updated in 2024, along with a new front door. Stylish, high-end luxury vinyl flooring flows seamlessly throughout the home, creating a cohesive and modern feel. Enjoy a large backyard with endless potential...perfect for adding a pool, guest house, or accessory dwelling unit. DTN zoning allows for increased flexibility, including ADU placement up to 3 feet from the property line. The low-maintenance landscaping showcases Florida native plants, offering both beauty and sustainability. Enjoy the best of Sarasota living just moments from your doorstep. Walk or bike downtown to explore the vibrant Sarasota Farmers Market, meet friends for lunch at a variety of popular local restaurants, or unwind in the peaceful surroundings of Gillespie Park with its expansive green space, shaded seating areas, and dedicated dog park. Stay active with access to basketball, tennis, and pickleball courts, The Legacy Trail, or enjoy a calming outdoor yoga session at Bayfront Park before taking a scenic stroll across the iconic Ringling Bridge. Just a short drive away, you’ll find the pristine shores of Lido Beach and the upscale shopping and dining of St. Armands Circle. Cultural attractions like Mote Marine Laboratory & Aquarium and The Ringling are also nearby, making this location perfect for those who appreciate both relaxation and enrichment. From outdoor recreation to world-class dining, this exceptional area truly offers something for everyone. **Note the seller sold off adjoining 10,000 sf lot in 2025 so the tax amount showing in public record may not reflect accurate taxes which are just over $6,100.

1681 8th Street, Sarasota
$1,450,000
3 Beds ⋅ 2 Baths ⋅ Sylvan Shores SubDv. ⋅ 34234 Zip Code
An exceptional opportunity awaits to create your dream waterfront retreat in one of Sarasota’s most desirable locations. This unique property offers the rare chance to either complete the existing structure to your exact specifications or design and build a custom home tailored to your vision. Set on a private, serene lot surrounded by lush greenery, the property provides a peaceful, tucked-away feel while still being remarkably close to everything Sarasota has to offer. Enjoy excellent boating water with direct access to Sarasota Bay and the Gulf, making it a true paradise for boating and water sport enthusiasts. The property is already equipped with a dock and boat lift, so you can start enjoying the waterfront lifestyle right away. Located on a quiet, tree-lined street, this homesite combines tranquility with convenience. You’ll be just minutes from Bayfront Park, downtown Sarasota’s vibrant shops and restaurants, the Ringling Museum, Sarasota-Bradenton International Airport, and the University Town Center. Whether you envision a modern coastal masterpiece or a timeless waterfront estate, this is a rare chance to bring your vision to life in an unbeatable location with outstanding boating access and exceptional privacy.

1040 Sylvan Drive, Sarasota
$1,100,000
3 Beds ⋅ 2 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
An exceptional opportunity to own a true piece of architectural history in the heart of Sarasota’s Sapphire Shores community. This classic mid-century ranch was designed by the Zimmermans - renowned members of the Sarasota School of Architecture and significantly renovated by Robert Schennum whose work traces directly back to Taliesen and the legendary Frank Lloyd Wright school. This creates a rare pedigree that design enthusiasts and collectors will immediately recognize. Set on an oversized lot just steps from a serene bayfront park, this three-bedroom, two-bath residence embodies timeless principles with clean lines, an abundance of natural light, long sight lines, huge picturesque windows bringing the "outside in" and thoughtful spatial flow. Every detail reflects the integrity of its original design, while the home has been meticulously maintained to preserve its character and ensure modern comfort. Unique features include the great room with a soaring ceiling and clerestory windows, the use of grade A clear cypress for accent walls, built in, glass door cabinetry and terrazzo flooring (under carpet) with “mother of pearl” highlights which will sparkle like diamonds if you choose to refinish. There is a spacious 2 car garage with room for a workshop and a large indoor utility room some will call “studio space” as it is currently used to house a number of original canvases painted by the previous owner. The Florida Room opens to a beautifully landscaped and spacious backyard with a shaded gazebo perfect for al-fresco dining or simply enjoying time in the garden. You’ll find plenty of room for a pool if you choose to add. Sapphire Shores is adjacent to some of Sarasota’s most cherished institutions including the John and Mable Ringling Museum of Art and the Asolo Theater of Performing Arts which is home to Florida Studio Theater and the Sarasota Ballet. Live here and you are just two miles north of downtown Sarasota, moments from world-class dining, arts, and shopping. And just a short drive over the Ringling Bridge lands you in St. Armands Circle and the beaches of Lido and Longboat Key. Architecturally significant homes of this caliber and condition rarely come to market. Whether you're a discerning homeowner or a collector of design, this is a legacy property that transcends trends and stands as a lasting investment in both lifestyle and history.

455 S Shore Drive, Sarasota
$1,500,000
3 Beds ⋅ 3 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Discover the timeless allure of Indian Beach Sapphire Shores, one of Sarasota’s most captivating neighborhoods where history and modern living intertwine seamlessly. Established in the 1920s, this enchanting enclave exudes old-world charm while offering the vibrant lifestyle of a contemporary coastal community. Positioned perfectly between the glistening waters of Sarasota Bay and the bustling energy of downtown Sarasota, this neighborhood is where tranquility meets cultural sophistication. It's no wonder that John and Mable Ringling chose to make this neighborhood their home. Here in Sapphire Shores, life effortlessly blends outdoor beauty with unmatched convenience. Just beyond your doorstep, the iconic John and Mable Ringling Museum invites you to explore world-class art, history, and the grandeur of John and Mable's iconic home, the Ca’ d’Zan mansion—a Mediterranean Revival masterpiece that embodies the area’s rich heritage. This property gives you the rare opportunity to bring the home back to its mid-century grandeur, or build anew, the home of your dreams, in the most iconic neighborhood in Sarasota. This property has been previewed by home builders and contractors, if you would like to speak with them regarding the home's possible potential. Imagine starting your day with a serene walk along the bayfront at Sapphire Shores Park or Indian Beach Bayfront Park, where panoramic water views and golden sunsets create a picture-perfect backdrop or grab a cup of coffee and take a stroll up to the Ringling Museum and gaze at their famed banyan trees. This home is a major rehab with great character and good bones set on a lush .39 acre lot, with plenty of room for a pool. Stroll along the picturesque, tree-canopied Bay Shore Road, where majestic live oaks, sprawling banyans, and stately royal palms provide dappled shade. Despite its proximity to bustling U.S. 41, the area feels like an oasis, inviting you to explore its eminently walkable streets. Indian Beach Sapphire Shores also boasts proximity to Sarasota's cultural gems, including theaters, galleries, and fine dining, while serene beaches like Lido Key and Longboat Key beckon just minutes away. Adding to the neighborhood’s vibrancy are renowned institutions like New College, USF Sarasota-Manatee, and the Ringling College of Art and Design, infusing the community with creativity and intellectual energy. More than just a place to live, Indian Beach/Sapphire Shores offers a lifestyle of elegance, inspiration, and connection. Whether you’re drawn by its historic character, its artistic pulse, or the sheer beauty of Sarasota Bay, you’ll find yourself immersed in a neighborhood that truly has it all. Welcome to a place where every day feels extraordinary.

5013 Bay Shore Road, 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
$599,000
2 Beds ⋅ 1 Baths ⋅ Indian Beach SubDv. ⋅ 34234 Zip Code
Executives' Paradise. Walk to Beach from "Upper SRQ" location, in Historic Coastal Community, near Little Indian Beach- Neighborhood Beach. This 1947 built authentic original, in the Ringling Museum Area is near to SRQ Airport, and close to Sarasota's various Downtown attractions. Expansive room sizes, well built, and on oversized treed lot boasting huge front porch( 50' x 8' ), and semi private rear deck ( 20' x 10' ) for sunbathing. Walk to public transit, short walk to Sunsets on the Bay, fishing, kayaking, relaxing by the beautiful waters of Sarasota's Bayfront. Mature mango tree, china cherry trees, shady oaks, tropical palm trees and various exotic lush landscaping. Tough metal roofing system, post and rail fencing system, and security lighting surround this Stately Home. Huge rooms for entertaining and relaxing plus an oversized private office space/Art Studio, or possible 'in-law studio/library' etc. is away from the action, for the professional to work quietly. Chef's kitchen is larger than most and cooks with natural gas stove and oven. Natural gas is also energy efficient for the larger than most 40 gal.water heater. Total package is efficient and in a most unusually spacious historic type of home. *NOTE- Portable Kitchen Island + Fresh Produce Storage Bins + Bakers Rack can be included in sale. Pedestal sink and original porcelain tiles grace this oversized shower stall bathroom. White with blue color bathroom. Ceramic tiles throughout the home make this easy to keep, hygienic and clean. At end of day stroll out the front door to your 50' front porch, or take a short walk on shady tree lined sidewalk to watch the colorful sunsets on the waterfront. Come home to "The Beachouse" . ( Potential as a handicap accessible residence dependant upon individual needs. Please preview for access to property amenities and interior rooms maneuverability. Wide Hallway is 4' 3" x 11' 6" .to go between bedrooms and bathroom side of the home. ..Thankyou ) • Please note: Broker/Owner occupies access to premises until closing. Quick-Close possible. Information is deemed reliable or accurate, but is not guaranteed.

1010 Indian Beach Drive 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