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$1,849,000
4 Beds 5 Baths A4700509 MLS
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, North Sarasota

$375,000
3 Beds 2 Baths A4700511 MLS
Charming Old Florida Home with Character and Endless Possibilities From the moment you step through the beautiful handcrafted wood front door, you’ll feel right at home in this inviting 3-bedroom, 2-bath property. Inside, you’ll find tile flooring throughout, a spacious living room, and stunning handcrafted vaulted wood ceilings that create a warm and welcoming atmosphere. The open-concept kitchen and dining area are perfect for entertaining and feature updated stainless steel appliances, offering both style and functionality. The home also offers plenty of extra closet space for added storage. For peace of mind, the electrical and plumbing systems have been fully updated. Step outside to the large, fully fenced backyard, ideal for entertaining family and friends, hosting gatherings, or simply enjoying the outdoors. With convenient access from two streets, the property offers added flexibility for parking, storage, or future possibilities. An outdoor shed provides even more storage space. Directly across the street, enjoy the natural beauty of Water Tower Park, featuring scenic walking trails, abundant wildlife, a frisbee golf course, and a playground—perfect for outdoor enthusiasts and families alike. Conveniently located just a short drive from vibrant downtown Sarasota, world-famous Gulf Coast beaches, Ringling College of Art and Design, and an endless selection of shopping, dining, and entertainment. Whether you’re searching for the perfect family home, a seasonal retreat, or an excellent investment opportunity, this charming Sarasota property offers location, character, and value all in one.

4102 Royal Palm Avenue, North Sarasota

$1,165,000
5 Beds 3 Baths A4693948 MLS
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, North Sarasota

$449,000
2 Beds 1 Baths A4695417 MLS
Charming West of Trail Home with Original Terrazzo floors, Florida Room & Screened Lanai. Move-in ready and full of character, this charming 2-bedroom, 1-bath home is located West of the Trail in Sarasota’s Indian Beach Sapphire Shores neighborhood. Original terrazzo flooring flows throughout the home, blending timeless mid-century appeal with thoughtful updates completed during a 2019 remodel, including roof replacement in April 2019. Bright, airy spaces and a functional layout creates comfortable everyday living while preserving the home’s charm. The Florida room off the kitchen provides additional living space overlooking the backyard, making it an ideal spot for a reading nook, home office, hobby room, or dining. Enjoy Florida living year-round from the screened in lanai with ceiling fan, offering a comfortable extension of the home for relaxing or entertaining. Additional features include a covered carport, a spacious yard with shade providing trees. Property experienced no water damage from recent storms. The property is convenient to Sarasota Bay, The Ringling Museum, Sarasota Jungle Gardens, downtown Sarasota, the Rosemary District, and Lido Key, with easy access to dining, shopping, arts, and waterfront destinations. A neighborhood dog park is just around the corner from the home. Property is being sold as-is.

4722 Stevens Drive, North Sarasota

$397,777
5 Beds 3 Baths A4696715 MLS
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, North Sarasota

$899,000
3 Beds 3 Baths A4691894 MLS
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, North Sarasota

$699,000
2 Beds 2 Baths A4693028 MLS
Opportunity, versatility and charm all come together in this beautifully maintained Sarasota County property on an oversized, fully fenced lot just over 1/2-acre! Featuring two bedrooms, two baths and multiple outdoor entertaining areas, this property offers endless possibilities for homeowners, investors or business owners alike with its multi-zoning potential allowing for commercial use, duplex possibilities and RV storage. Inside, you’ll find durable LVP flooring throughout, an open living room and kitchen layout, and a spacious kitchen featuring rich wood cabinetry, black Corian countertops, tile backsplash, and newer stainless appliances including a new dishwasher and refrigerator. The primary suite offers a walk-in closet, sliding glass doors leading to a private patio, and an en-suite bath complete with double sinks, soaking tub and separate shower. Home has new solar panels, which are transferable to a new owner at only $61 a month. Go outside and enjoy the shaded, treed property with multiple sitting areas, a fire pit, oversized lanai, storage shed, and plenty of room for RVs, toys or future expansion. City water and septic are in place, with the septic recently pumped and a newer drain field providing added peace of mind. Major updates include roof replaced 03/29/2023, windows replaced in 2023, solar panels installed 09/23/2025 and main electrical panel updated 12/09/2025. Air conditioner is 2005. Conveniently near the Orioles spring training facility, 17th Street Park, with baseball and BMX fields, the airport and downtown amenities, this unique property offers flexibility, convenience and incredible potential all in one package!

2549 19th Street, North Sarasota

$599,000
2 Beds 1 Baths A4680856 MLS The Beachouse. 1010 BLDG.
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, North Sarasota

$22,000,000
5 Beds 11 Baths A4673690 MLS
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, North Sarasota

$999,000
3 Beds 3 Baths A4668768 MLS
SIGNIFICANT PRICE IMPROVEMENT of over $200,000!! Great opportunity to own over half an acre of land in Indian Beach Sapphire Shores - Must Be Seen in Person. Schedule a viewing today! Tucked beneath a canopy of lush, tropical greenery in iconic Indian Beach, this distinctive family compound on over half an acre captures the spirit of one of Sarasota’s most sought-after and uniquely charming neighborhoods. Blending privacy with everyday ease, the property features two separate driveways on different streets—providing rare accessibility, a true estate presence, and exceptional flexibility. The spacious split-plan residence offers inviting living and dining areas, a primary suite with an accessible en-suite bath, and timeless architectural character throughout. Perfect for multigenerational living **or income-producing opportunities**, the home includes a private mother-in-law apartment with its own entrance, bedroom, bath, walk-in closet, and kitchenette, as well as a second en-suite bedroom with its own exterior access—ideal as a guest suite or potential rental. Multiple carports, an RV port with a 220v outlet for RV or EV charging, and ample room to add a pool enhance the property’s versatility. Located moments from award-winning beaches, Sarasota Bay, Sapphire Shores Park, The Ringling Museum, Sarasota Jungle Gardens, SRQ Airport, and downtown Sarasota, this residence offers an extraordinary opportunity to create your own legacy home.

550 46th Street, North Sarasota

$999,000
A4668957 MLS
SIGNIFICANT PRICE IMPROVEMENT of over $200,000!! Nestled in a canopy of lush, tropical greenery in Indian Beach, this distinctive property captures the spirit of one of Sarasota’s most sought-after neighborhoods. A unique flag lot of over half an acre (25,378sf) with two separate driveways on different streets (front and back), this homesite represents an effortless blend of privacy, elegance, and accessibility, providing rare convenience and a true estate feel. An exceptional location just moments from iconic beaches, Sarasota Bay, Sapphire Shores Park, The Ringling Museum, Sarasota Jungle Gardens, SRQ Airport, and downtown Sarasota, this distinctive property affords a rare opportunity to reimagine the existing 1940's era homestead, or to create your own legacy home in a neighborhood that defines coastal sophistication.

550 46th Street, North Sarasota

$205,000
2 Beds 2 Baths A4645837 MLS
WELL-MAINTAINTED TWO BEDROOM AND TWO BATHROOM VILLA WITH VAULTED CEILING. HUGE KITCHEN which features a pantry, laundry closet, breakfast counter and gas range. Spacious dining/living room for your next gathering with your friends and family. There is a large service window between the kitchen and the dining area. The lanai with the glassed sliding doors and screens has relaxing views of the backyard. Enjoy the view of the greenery and sip on your favorite beverage. This home has ample light and is also a split floor-plan. The main bedroom boasts a walk-in closet and the bathroom has a walk-in shower. By the side of the villa there is a storage unit for your convenience. The carport is covered. Village Gardens is a hidden gem in Sarasota and the amenities are pickleball, tennis and shuffleboard courts, heated pool with new furniture, Ramada with gas grills, utility sink and seating area, clubhouse with fully equipped kitchen, library and billiard table, lots of guest parking spaces as well. There is a manager on site. The grounds, exterior, roof are all maintained by the HOA. Take part in the vibrant social calendar activities and meet your neighbors/your new friends. Ride your bicycle or walk and enjoy the lush landscaping. Easy access to I-75 and just under 5 miles to Downtown Sarasota. St. Armand's and Lido Beach are about 15 minutes drive and on your way to the beach enjoy Ringling Bridge and the vast views of the bay. There are cultural and culinary venues close by, such as the Ringling Museum, Sarasota Opera, UTC Mall and more. The North Water Park is just around the corner with trails, a playground and covered seating areas for you and your four legged friends. Spend the day at the beach in Siesta Key with the dreamy sand and turquoise water of the Gulf. Live and work here all year around, have your villa as your vacation home, or as an investment property. Book your showing today.

4944 Village Gardens Drive Unit 151, North Sarasota