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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
$425,000
3 Beds ⋅ 2 Baths ⋅ Lockwood Meadows SubDv. ⋅ 34234 Zip Code
**Turnkey Investment Opportunity!** This beautifully renovated 3-bedroom, 2-bath home is situated on an oversized 0.37-acre lot in the desirable Lockwood Meadows community. Currently tenant occupied, this property offers immediate rental income, making it an excellent addition to any investment portfolio. Inside, you'll find approximately 1,688 square feet of thoughtfully updated living space featuring a spacious living room, a separate den/flex room perfect for a home office or additional family room, and modern finishes throughout. The completely renovated kitchen boasts updated cabinetry, countertops, and fixtures, while both bathrooms have been tastefully remodeled. Major improvements include a newer roof, newer HVAC system, updated electrical, new flooring, fresh interior and exterior paint, updated lighting, modern fixtures, and contemporary finishes throughout, providing peace of mind and minimal future maintenance. The oversized lot offers exceptional outdoor space and added privacy, while the attached two-car garage provides ample parking and storage. Conveniently located just minutes from Downtown Sarasota, SRQ Airport, shopping, dining, schools, and the area's world-renowned Gulf Coast beaches. Whether you're looking for a turnkey investment with immediate cash flow or a beautifully updated home for future occupancy, this property is an outstanding opportunity. Tenant occupied. Showings by appointment only.

3115 Lockwood Meadows Boulevard, Sarasota
$335,000
3 Beds ⋅ 3 Baths ⋅ Bradford Manor Townhomes SubDv. ⋅ 34234 Zip Code
PRICE IMPROVEMENT! Your Dream Home Just Got More Affordable! Welcome to this beautifully maintained, spacious townhome located within a private gated community, offering over 2,143 square feet of thoughtfully designed living space with 3 bedrooms, 2.5 bathrooms, a versatile bonus room, and a spacious covered lanai for year-round Florida living. Extra storage enclosure in the lanai. A covered entry leads into a bright, open-concept floor plan featuring an inviting foyer and ceramic tile throughout the main living areas. The well-appointed kitchen is designed for both everyday living and entertaining, showcasing granite countertops, rich espresso cabinetry, stainless steel appliances, a sleek glass cooktop, pantry, and an oversized breakfast bar. The adjoining dining area flows seamlessly to the covered lanai, creating the perfect indoor-outdoor setting for family gatherings, morning coffee, or relaxing evenings. The spacious living room is filled with natural light and features recessed lighting and plush carpeting, while a convenient half bath completes the first floor. Upstairs, the expansive primary suite provides a peaceful retreat with a large walk-in closet and a private ensuite bath featuring dual vanities and a glass-enclosed shower. Two additional bedrooms, a full guest bath with double-sink vanity, a dedicated laundry room, and a generous bonus room bringing exceptional flexibility for a home office, media room, fitness studio, playroom, or additional guest space. Residents enjoy resort-style amenities including a sparkling community pool, relaxing spa, and beautifully maintained clubhouse, all within a secure gated neighborhood. Ideally situated in one of Sarasota's most desirable and convenient locations, this home places you just minutes from the area's finest attractions. Enjoy world-class shopping and dining at St. Armand's Circle, spend your days on the award-winning beaches of Lido Key, Longboat Key, and Siesta Key, or explore the vibrant arts and cultural scene of Downtown Sarasota with its theaters, galleries, waterfront parks, Marina Jack, fine dining, and year-round festivals. University Town Center (UTC), featuring premier shopping, restaurants, and entertainment, is just minutes away, while Sarasota-Bradenton International Airport is less than 10 minutes from your doorstep. With quick access to I-75, top-rated healthcare, excellent schools, golf courses, boating, kayaking, and countless outdoor recreation opportunities, this location offers the very best of the Florida lifestyle. Whether you're searching for a full-time residence, seasonal getaway, or investment opportunity, this exceptional townhome delivers the perfect combination of spacious living, modern finishes, resort-style amenities, and an unbeatable Sarasota location.

1097 Grantham Drive, Sarasota
$115,000
3 Beds ⋅ 2 Baths ⋅ Newtown SubDv. ⋅ 34234 Zip Code
INVESTOR SPECIAL – PRIME SARASOTA REDEVELOPMENT OPPORTUNITY! Located in the rapidly developing Newtown area of Sarasota, this property presents an outstanding opportunity for investors, builders, flippers, or end-users looking to create substantial upside. Sitting on a 5,750 SF RSF4-zoned lot, the existing structure offers the option for a full renovation or complete redevelopment into a stunning new construction family home. The current home requires extensive rehabilitation, making this an ideal project for experienced investors seeking strong value-add potential. New construction and renovated homes continue to transform the surrounding area, creating strong long-term appreciation potential. Property features public water and sewer connections and is conveniently located near downtown Sarasota, UTC, schools, shopping, restaurants, and Gulf Coast beaches. Cash Only, title and lien search complete, violation for disrepair quick close required. Reach out with any questions.

1679 24th Street, 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
$1,325,000
4 Beds ⋅ 4 Baths ⋅ Sapphire Shores SubDv. ⋅ 34234 Zip Code
Located within Sarasota city limits in the Indian Beach/Sapphire Shores neighborhood, 2480 Alameda Ave offers a beautifully remodeled, move-in ready home with real flexibility for how you use it. This 4-bedroom, 3.5-bathroom home was completely remodeled starting in 2021 with all-new plumbing, updated HVAC, new flooring, a reimagined kitchen, and fully remodeled bathrooms. The open floor plan is warm and inviting, featuring a custom fireplace with mantle, quartz counters, wood cabinetry, and a pantry off the kitchen leading to a dedicated laundry room. Outside, a saltwater pool and paver patio added in 2025 create a private oasis perfect for full-time living or generating exceptional rental income. A separate detached structure on the property opens the door to even more possibilities — artist studio, home office, she-shed, or additional guest accommodations. Already a proven rental performer before the pool was added, this property is primed for even stronger returns. Live here full time, rent it seasonally, or lease it annually — the choice is yours. Minutes to Downtown Sarasota, St. Armand's Circle, and Sarasota's famous Gulf beaches.

2480 Alameda 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
$355,000
2 Beds ⋅ 1 Baths ⋅ Armstrong Acres SubDv. ⋅ 34234 Zip Code
Experience the quintessential Florida lifestyle in this charming coastal retreat located in the desirable Desoto Lakes community. This beautifully maintained residence captures the essence of Sarasota living with a bright, open interior that seamlessly blends comfort and style. The heart of the home features a spacious living area that flows effortlessly into a functional kitchen, perfect for both casual morning coffee and evening entertaining. The split floor plan ensures maximum privacy, highlighted by a serene primary suite and well-appointed guest bedrooms. Step through the sliding glass doors to discover your private outdoor oasis—a generous, fenced-in backyard that offers the ideal canvas for a lush tropical garden, a future pool, or weekend gatherings under the Florida sun. Notable features include a durable exterior, an attached garage for convenient storage, and a prime location that places you just minutes from the world-class shopping and dining at University Town Center. With easy access to the pristine sands of Siesta Key and Lido Beach, as well as the vibrant arts scene of downtown Sarasota, this home offers an incredible opportunity to own a piece of paradise.

1150 52nd Street, Sarasota
$475,000
3 Beds ⋅ 3 Baths ⋅ Cocoanut Heights SubDv. ⋅ 34234 Zip Code
Seller open to assisting with closing costs and allowable buyer expenses. Buyers may purchase discount points for a better rate. Contact agent for details. Charming Updated 3BR/2.5BA Home in Sarasota – Move-In Ready! Discover this beautifully renovated gem at 1339 22nd St, Sarasota, FL 34234 (1,681 sq ft living space on an 8,871 sq ft lot). Perfect blend of modern updates and classic Florida charm! Key Features: Prime Corner Lot with Double Street Access: Unique lot connecting to two streets (22nd & adjacent), offering exceptional curb appeal and flexibility. Ample Parking + 2-Car Attached Garage: Wide driveway spaces multiple vehicles easily – no parking hassles! Brand New Luxury Vinyl/Porcelain Tile Flooring Throughout: Sleek, durable, and easy-care for coastal living. Fully Updated Bathrooms: 2.5 modern baths with contemporary finishes. New AC System: Efficient, quiet cooling for year-round comfort. All-New Electrical & Plumbing: Complete modern rewiring and piping for safety and peace of mind. Gourmet Kitchen Shines: White shaker cabinets, stunning gray granite counters, blue subway tile backsplash, stainless steel appliances (fridge, dishwasher, range, microwave), and spacious breakfast bar open to the living/dining area. No HOA! Walk to Ringling College, minutes to Siesta Key beaches, downtown Sarasota dining/shopping, and SRQ airport. Built 1959, feels brand new inside. Zoned RSF3 – ideal for families, investors, or downsizers.

1339 22nd Street, Sarasota
$205,000
2 Beds ⋅ 1 Baths ⋅ Lenray Heights SubDv. ⋅ 34234 Zip Code
Don’t miss this great property featuring 2 bedrooms and 1bathroom. This property is perfect for investors looking for a hassle-free addition to their portfolio. Convenient layout, strong rental potential, and stable occupancy make this a smart buy.

2731 17th Street, Sarasota
$255,000
3 Beds ⋅ 1 Baths ⋅ Newtown SubDv. ⋅ 34234 Zip Code
Location! Location! The seller is highly motivated and encourages you to bring all offers. This updated 3-bedroom, 1-bath concrete home features several key improvements, including roof, HVAC system, LED lighting, flooring, and fresh paint throughout. The kitchen and bathroom were previously updated. Additionally, the property includes a fully fenced yard. The home is conveniently located near downtown Main Street, the Ringling Museum, and the Sarasota Bradenton Airport.

2314 N Osprey Avenue, Sarasota
$999,990
4 Beds ⋅ 4 Baths ⋅ Gracewater SubDv. ⋅ 34234 Zip Code
Under Construction. Under Construction with anticipated completion date of April 2026. (Pictures current as of 5/12/26) Experience elevated living in the Grand Bay Haven at Gracewater, one of Sarasota’s most exciting new resort-style communities, with a projected completion date of mid-to-late April 2026. This stunning two-story residence offers over 3,200 square feet of thoughtfully designed living space, featuring 4 bedrooms, 3.5 baths, a private study, and an expansive loft/bonus room that provides flexibility for a media space, playroom, or additional guest retreat. Designed for both everyday comfort and effortless entertaining, the open-concept great room flows seamlessly into a chef-inspired kitchen appointed with quartz countertops, natural gas appliances, impact-rated windows and sliders, 8-foot interior doors, and elevated coastal finishes that create a bright, sophisticated ambiance throughout. The spacious primary suite serves as a private sanctuary with a spa-like bath and generous proportions, while three additional bedrooms and two full baths are ideally situated upstairs around the versatile loft area. Step outside to your covered lanai and enjoy your own private inground pool, creating the perfect setting for relaxing afternoons, weekend gatherings, and year-round Florida outdoor living. Located within the gated Gracewater community, residents enjoy a true lifestyle experience with a resort-style zero-entry pool and cabanas, elegant clubhouse, state-of-the-art fitness center, pickleball courts, dedicated dog park, and an on-site lifestyle manager coordinating social events and activities. Just minutes from downtown Sarasota’s dining, arts, and entertainment scene, world-renowned Gulf beaches, SRQ Airport, and convenient access to I-75, this exceptional new construction opportunity blends luxury, comfort, and location—allowing you to secure your place now and move into your brand-new Grand Bay Haven just in time to enjoy spring 2026 in style. (Builder has chosen finishes for the kitchen and bathrooms but different selections can be made if buyer goes under contract prior to installation)

659 Maldives Trail, Sarasota
$339,000
3 Beds ⋅ 3 Baths ⋅ Bradford Manor Townhomes SubDv. ⋅ 34234 Zip Code
This beautifully maintained townhome sits within a secure gated community and offers 3 bedrooms, 2.5 baths, over 2,143 sq. ft., and a spacious screened patio. A covered entry leads into an open-concept layout with a welcoming foyer and ceramic tile flowing through the main living areas. The kitchen features granite countertops, espresso cabinetry, stainless steel appliances, a glass cooktop, pantry, and a large snack bar perfect for casual dining. The dining area accommodates larger gatherings and opens directly to the screened patio, while the living room offers soft carpet, recessed lighting, and plenty of natural light. The covered patio is ideal for morning coffee or evening relaxation, complete with lighting, ceiling fan, and ample seating space. A convenient half bath completes the main floor. Upstairs, the primary suite offers plenty of room for larger furniture, a walk-in closet, and an ensuite bath with dual sinks and a glass-enclosed shower. The second level also includes a full-size laundry area, a guest bedroom with private ensuite and double-sink vanity, a third bedroom, and a versatile bonus room perfect for an office, media space, or playroom. Enjoy resort-style amenities including a community pool, spa, and clubhouse. Located in a quiet neighborhood just minutes from St. Armand's Circle, Sarasota’s world-famous beaches, and less than 10 minutes to Sarasota/Bradenton International Airport—this home blends comfort, convenience, and Florida living at its best.

1218 Grantham Drive, Sarasota
$639,800
4 Beds ⋅ 2 Baths ⋅ Gillespie Park Sub SubDv. ⋅ 34236 Zip Code
Prime Sarasota DTN Zoning property. Discover this beautifully remodeled duplex ideally located just minutes from Lido Beach, St. Armands Circle, and downtown Sarasota. Each unit features 2 bedrooms and 1 bathroom, Newer Roof, Newer Air conditioners, offering bright, open living spaces with updated finishes throughout. The interiors have been tastefully remodeled, complemented by new windows that bring in plenty of natural light. Outside, enjoy a newly installed paver driveway providing great curb appeal and low-maintenance living. Perfect opportunity for an investor or owner-occupant looking for income potential in a prime Sarasota location.

721 N Osprey Avenue, Sarasota
$42,000
1 Beds ⋅ 1 Baths ⋅ Tri-Par Estates SubDv. ⋅ 34234 Zip Code
This Tri-Par Estates lot is almost ready for your new home. Buyer is responsible for removing trailer. This home has been flooded and mold is present. Selling for land value only. This site offers a great private location with no neighbors behind you and within walking distance to the many amenities available at this great community; a large pool, spa, tiki hut, pickleball courts, fitness center, shuffleboard, miniature golf, horseshoes, and clubhouse. RV and boat storage are available. Convenient to Sarasota’s downtown, world class beaches, UTC mall, and truly minutes from the airport. Low annual fees and land ownership are two big advantages to this community.

4845 Boca Raton Avenue, Sarasota