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128 Fillmore Drive, Sarasota
$3,850,000
8 Beds ⋅ 9 Baths ⋅ Saint Armands Division John Ringling Estates SubDv. ⋅ 34236 Zip Code
Discover an exceptional income-producing asset at 128 Fillmore Drive—an 8-bedroom, 8-bathroom luxury residence designed to perform at the highest level as a short-term vacation rental. Located just steps from world-renowned St. Armands Circle and minutes from the white- sands of Lido Key, this newly built, turnkey-furnished property offers the rare combination of prime location, high-capacity accommodations, and resort-style amenities that today’s travelers seek. Constructed with meticulous attention to durability and design, this home is purpose-built for both elevated living and strong rental performance. Expansive, sun-filled living areas and a coastal-contemporary aesthetic create a welcoming environment for large groups, while the gourmet chef’s kitchen—complete with custom cabinetry, quartz countertops, and premium appliances—supports effortless entertaining and extended stays. Each of the eight bedrooms features an ensuite bathroom, maximizing guest privacy and boosting rental desirability. Multiple balconies and a stunning rooftop terrace provide views of Sarasota Bay and the lush surrounding neighborhood—an unforgettable highlight for vacationers and a standout feature in rental marketing. The outdoor living experience is equally impressive, offering an oversized pool with a swim-up spa, generous patio space, and ample room for lounging or hosting gatherings. These resort-style amenities significantly enhance guest satisfaction and repeat bookings. With its unbeatable walkability to high-end shopping, fine dining, vibrant nightlife, and cultural attractions, plus immediate access to Lido Key’s turquoise waters, this property consistently checks every box for travelers seeking a luxury coastal getaway. Whether you’re expanding your portfolio or entering the short-term rental market, 128 Fillmore Drive represents a rare opportunity to acquire a high-performing asset in one of Sarasota’s most coveted destinations. This is more than a home—it’s a turnkey revenue generator in a premier vacation market.

128 Fillmore Drive, Sarasota

1305 4th Street Unit 401G RT, Sarasota
$1,259,000
2 Beds ⋅ 3 Baths ⋅ Plat Of Sarasota SubDv. ⋅ 34236 Zip Code
Under Construction. Residence 401G at The Gallery Sarasota offers a rare blend of single-level convenience, private rooftop living, and boutique downtown design. This 2-bedroom plus office residence features 2.5 baths, 1,334 square feet of interior living space, and a private rooftop terrace with a partial water view. The main level is designed for effortless everyday living, with 10'4" ceilings, full-height windows, a generous primary suite, powder bath, laundry, and a modern kitchen anchored by a 10-foot statement island. Upstairs, the private rooftop level creates a distinctive retreat with a 156-square-foot terrace, a private office or den, and a second primary suite with its own terrace. The dual-suite layout offers exceptional flexibility for guests, extended stays, or shared ownership. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries for a more private, less hotel-like feel, impeccably crafted Italian finishes, deeded private garage parking, storage, a rooftop pool and social lounge, and a two-room fitness center with yoga studio. With just one residence remaining in the Majestic Rooftop Collection, 401G presents a rare opportunity to experience private rooftop living in downtown Sarasota. Schedule a private hardhat tour to experience the residence, amenities, and walkable downtown location firsthand.

1305 4th Street Unit 401G RT, Sarasota

3818 Gocio Road, Sarasota
$1,199,000
4 Beds ⋅ 3 Baths ⋅ 34235 Zip Code
Old Florida awaits you…this updated ranch home is situated on 1.45 acres with an in-town location. Property will be steps away to a new County Park in final approval / develpment. Bring the whole family and all the animals to enjoy this charming home and guest cottage. RE-1 zoning allows for horses, goats and chickens as family pets. The 3-bedroom 2 bath primary home has been entirely updated and is very well maintained. The open great room plan is a winner for family gatherings. The kitchen features newer SS appliances, granite and solid wood cabinetry. The bedrooms are split plan with maximum separation from the primary suite. The primary bedroom is enormous with a large walk-in closet with built ins. French doors lead out to the large screened in porch that overlooks the pool and grounds. When you go through the electric gate is when the magic happens. The above ground pool and fire pit are just a couple of the features of the property; The parking area has room for all of your toys (e.g. RV Parking). There is a small shed with carport for all of your gardening tools. The 1 bedroom 1 bath detached guest cottage has a full kitchen and full size inside laundry. A private patio under a giant shade tree adds to the charm. Beyond all of that is a fenced pasture that could be home to the animals, garden and more. Plenty of room to add more out buildings if desired. Close proximity to all that an international shopping mall and dining has to deliver. Nathan Benderson Park, Mote Marine and more are at your fingertips. Don’t miss this opportunity to have a country lifestyle in a intown location.

3818 Gocio Road, Sarasota

7434 35th Lane E, Sarasota
$445,000
4 Beds ⋅ 2 Baths ⋅ Grady Pointe SubDv. ⋅ 34243 Zip Code
Stunning Former Model Home in Grady Pointe! Discover this exquisite former model home in Grady Point, featuring an array of luxurious upgrades! This spacious 3-bedroom plus den, 2-bath residence is now available and ready for you to call home. As you step inside, you're greeted by soaring high ceilings and elegant upgraded moldings that set the tone for this sophisticated space. The open floor plan is thoughtfully designed with a split layout, offering both privacy and a seamless flow for entertaining. The chef's kitchen is a true highlight, boasting 42" cabinets, stunning 3cm granite countertops with a full tile backsplash, and stainless steel appliances. A large bar area provides additional seating, making it perfect for gatherings. The oversized dining room is ideal for hosting dinner parties, while the family room features a premium entertainment package for cozy movie nights. Upgraded tile flows throughout the living areas, making maintenance a breeze. Retreat to the luxurious primary suite, designed for relaxation, complete with dual vanities, a private water closet, a walk-in shower, and an expansive walk-in closet—truly fit for royalty! The versatile den is perfect for remote work, study, or hosting guests, complete with built-ins for added convenience. Two sizable guest bedrooms and a well-appointed guest bath round out this remarkable home. Situated on one of the best home sites in Grady Point, you’ll enjoy a tranquil water view with neighbors on only one side. The property is fully fenced, ensuring privacy, and includes an indoor laundry room for added functionality. This home has been meticulously upgraded with top-tier options, from paint to cabinets to millwork. Don't miss the chance to make this dream home yours! Schedule a showing today! Grady Pointe is conveniently situated just three miles north of Downtown Sarasota, providing a serene environment surrounded by small corporate parks, private schools, golf courses, churches, and gated communities. KB Home has limited the neighborhood to fewer than 60 lots, ensuring ample green space for residents. Approximately half of the properties boast scenic views of two large lakes.

7434 35th Lane E, Sarasota

1185 S Shade Avenue, Sarasota
$849,000
3 Beds ⋅ 2 Baths ⋅ Avon Heights SubDv. ⋅ 34237 Zip Code
Welcome to 1185 S Shade Ave, where location, style, and lifestyle come together in one exceptional property. Perfectly positioned just minutes from Downtown Sarasota, Siesta Key’s world-renowned beaches, Sarasota Memorial Hospital, top-rated schools, and Sarasota-Bradenton International Airport, this home offers true convenience in one of the area’s most sought-after corridors. Plus, enjoy peace of mind with NO HOA and located outside of a flood zone. Situated on a rare, oversized corner lot, this fully fenced property delivers privacy and curb appeal, while the backyard is built for Florida living. Enjoy a gorgeous saltwater heated pool (installed October 2021), surrounded by a travertine paver deck and low-maintenance turf yard, creating the ultimate outdoor retreat for entertaining or relaxing year-round. Inside, the home has been completely remodeled with a modern, high-end finish throughout. Features include luxury vinyl plank flooring, fresh interior paint, upgraded lighting, custom accent walls, and recessed lighting throughout. The stunning white kitchen is a true centerpiece, offering dark stainless steel appliances, soft-close cabinetry, a waterfall-edge countertop, glass tile backsplash, vent hood, ledgestone accents, and a spacious walk-in pantry. Originally built in 1949, this home was taken down to one interior wall and fully rebuilt in 2012, with all major systems and finishes updated throughout. Offering nearly 2,000 square feet, the layout is both functional and inviting. Recent updates include a brand new hot water heater and a 3-ton AC system installed in May 2022, providing added peace of mind and efficiency. The property also features an oversized 20x32 garage with a motorized screen, ideal for keeping the space cool while working, along with a covered carport for additional shaded parking. Offered fully furnished, this property is truly turnkey, making it ideal as a full-time residence, second home, or income-producing investment. Opportunities like this are rare — a fully remodeled, move-in ready home with a newer pool, updated major systems, oversized lot, NO HOA, not in a flood zone, and a prime Sarasota location, all at a compelling price point. This is one you don’t want to miss.

1185 S Shade Avenue, Sarasota

3405 Tallywood Lane Unit 7130, Sarasota
$235,000
2 Beds ⋅ 2 Baths ⋅ Tallywood Condos SubDv. ⋅ 34237 Zip Code
Experience the ultimate blend of comfort and tranquility in Tallywood, a beautifully maintained 55+ villa community nestled in a prime Sarasota location. This inviting residence features a private, screened front door with a courtyard perfect for grilling or soaking up the Florida sunshine. Inside, the open floor plan seamlessly connects the kitchen to both living areas, creating an ideal layout for entertaining guests. The rear great room has been thoughtfully enlarged to incorporate the original lanai, offering additional square footage and serene views of the lush, park-like landscaping. A spacious primary suite serves as a true retreat with an expansive walk-in closet, while the unit includes a covered one-car carport with a dedicated storage cabinet. Residents enjoy resort-style amenities including a clubhouse, screened pool, shuffleboard, and fitness center, all situated just minutes from downtown Sarasota, world-class Gulf beaches, UTC Mall, and I-75. Discover the maintenance-free lifestyle you deserve and schedule your private tour of this Tallywood gem today

3405 Tallywood Lane Unit 7130, Sarasota

121 Holly Avenue, Sarasota
$1,290,000
3 Beds ⋅ 3 Baths ⋅ North Isles SubDv. ⋅ 34243 Zip Code
On a large waterfront homesite in the North Isles neighborhood of Whitfield Estates, this property offers the kind of Florida lifestyle buyers actively seek with sailboat water basin, boat dock, two remote-control boat lifts, quick access to Sarasota Bay, a screened heated pool and spa, and room to enjoy it all on nearly half an acre. The .43-acre lot is beautifully landscaped and features a screened food garden, irrigation well, brick paver walkways and a solar PV system. Inside, the residence was solidly upgraded in 2023 and well-finished with travertine tile flooring through the main living areas and baths, luxury vinyl plank in the bedrooms, crown molding and wood shutters throughout. The layout includes three bedrooms, three baths and a flexible bonus room. Wood cabinetry with soft-close doors and drawers, along with abundant storage, adds everyday function to the home’s inviting interior. Notable features include hurricane-impact windows and doors, heated pool and spa, lightning protection, central vacuum and outdoor lights. For buyers seeking more than personal enjoyment, the property also offers a proven rental history, making it a compelling potential income investment as well as a waterfront retreat. North Isles is part of the historic Whitfield area, prized for its Old Florida character, spacious homesites and proximity to Sarasota Bay. The location is especially convenient. Just west of U.S. 41, near the airport, close to Sara Bay Golf and Country Club, and well positioned for an easy drive north into Bradenton or south to Sarasota.

121 Holly Avenue, Sarasota

1390 Main Street Unit 1505, Sarasota
$6,895,000
4 Beds ⋅ 5 Baths ⋅ Waldorf Astoria Residences Sarasota SubDv. ⋅ 34236 Zip Code
Pre-Construction. To be built. Gracing Five Points Park in the heart of downtown, the Waldorf Astoria Residences Sarasota will introduce a new silhouette to the skyline. Residence 1505 is distinguished by sweeping panoramic views of the Sarasota skyline, marina, and the shimmering waters of Sarasota Bay, offering an extraordinary vantage point. Masterfully designed by internationally acclaimed ODP Architects with interiors by Workshop/APD, each residence embodies the seamless union of architectural innovation and elevated design. For nearly a century, the Waldorf Astoria name has set the global standard for elegance, creating addresses where history unfolded amidst timeless style and sophistication. From pioneering luxury hospitality to establishing enduring traditions such as Peacock Alley, the brand has consistently defined refined living and travel. Today, that celebrated heritage is reimagined in Sarasota. At Waldorf Astoria Residences Sarasota, this legacy is woven into downtown living, where anticipatory service, architectural distinction, and an elevated sense of place create a residential experience that is internationally inspired yet distinctly rooted in the effortless elegance of the Gulf Coast. Residence 1505 of the Horizon Collection spans 4,428 square feet with nearly a full-length terrace, 14-foot ceilings, and floor-to-ceiling glass create a seamless indoor-outdoor flow filled with natural light. The residence features four bedrooms, four and one-half baths, a versatile den ideal as a private office or media lounge, and a gracious private elevator lobby. A signature concierge closet allows for discreet package delivery, while multiple rooms open to the terrace, enhancing the home’s effortless indoor-outdoor flow. The designer kitchen centers on an architecturally sculpted island that complements the flowing geometry of the building, while anchoring the open living and dining spaces. Premium appliances by Sub-Zero and Wolf, including a gas cooktop, pair with elegant Dornbracht fixtures to create a kitchen that is both refined and highly functional. A large walk-in pantry and a spacious laundry room provide exceptional convenience, with ample room for storage thoughtfully integrated throughout. The primary suite offers a tranquil retreat, highlighted by a spa-inspired seven fixture bath featuring dual vanities, dual showers, two enclosed water closets, and a soaking tub, creating a true private sanctuary within the home. Beyond the residence, Waldorf Astoria Residences Sarasota offers nearly 60,000 sq ft of curated interior amenities and garden spaces in the heart of downtown. Residents will enjoy Peacock Alley Lounge, a private dining room, golf simulator, theater lounge, and wellness center with steam and infrared saunas, along with hot and cold plunge pools. The elevated private garden includes a resort-style pool, Florida Pavilion with grilling stations, and an entertainment lawn with a tranquil outdoor grove featuring a collection of citrus trees. The community will be professionally managed by Hilton to meet Waldorf Astoria standards, offering a robust staff dedicated to providing anticipatory service. This includes 24/7 valet, front desk, security and emergency maintenance response, as well as a personal concierge, bellman/doorman, spa and pool attendants, in-residence dining, and the exclusive privilege of a dedicated Rolls-Royce house car delivering effortless, chauffeured transportation in keeping with the Waldorf Astoria standard of service.

1390 Main Street Unit 1505, Sarasota

10609 Orbit Terrace, Sarasota
$254,984
2 Beds ⋅ 3 Baths ⋅ The Towns At Skye Ranch SubDv. ⋅ 34241 Zip Code
What's Special: Close to Park | Close to Amenities | Close to Trails | End Unit. New Construction - Ready Now! Welcome to the Hazel at 10609 Orbit Terrace in The Towns at Skye Ranch! This inviting townhome features a bright and open first floor where the great room flows easily into the dining area and kitchen, creating a comfortable space for gathering and everyday living with convenient half bath nearby. Upstairs, the primary suite offers a relaxing retreat with spa-like bath separate from the secondary bedroom with its own bath and a conveniently located laundry room nearby to simplify routines. Thoughtful design elements throughout the home make the most of every square foot and support a connected, modern lifestyle. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: Washer, dryer, refrigerator, and whole house blinds. MLS#A4686414

10609 Orbit Terrace, Sarasota

10613 Orbit Terrace, Sarasota
$249,159
2 Beds ⋅ 3 Baths ⋅ The Towns At Skye Ranch SubDv. ⋅ 34241 Zip Code
What's Special: Close to Park | Close to Amenities |Close to Trails | Convenient 1st Floor Living. New Construction - Ready Now! Welcome to the Ivy at 10613 Orbit Terrace in The Towns at Skye Ranch! This is a thoughtfully designed townhome that makes the most of every inch of space. This inviting home offers two bedrooms, two and a half bathrooms, and smart storage throughout for easy everyday living. The kitchen sits at the front of the home with a spacious pantry and a conveniently located half bathroom, flowing seamlessly into the open dining area and great room. Step outside to your private patio just off the great room, perfect for relaxing or entertaining. Upstairs, the primary suite offers a quiet retreat alongside a secondary bedroom, full bathroom, and centrally located laundry area. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: Refrigerator, washer, and dryer included, and whole-house blinds. MLS# A4686479

10613 Orbit Terrace, Sarasota

10629 Orbit Terrace, Sarasota
$254,984
2 Beds ⋅ 3 Baths ⋅ The Towns At Skye Ranch SubDv. ⋅ 34241 Zip Code
What's Special: Close to Park | Close to Amenity | Close to Trails | Convenient 1st Floor Living. New Construction - Ready Now! Welcome to the Hazel at 10629 Orbit Terrace in The Townes at Skye Ranch! This charming townhome offers a thoughtfully designed living space with 2 bedrooms and 2.5 bathrooms. Step inside to a bright foyer that flows into an open dining area and great room, perfect for gathering. Toward the back, you'll find a convenient half bath and a modern kitchen with a spacious pantry and access to a private outdoor patio. Upstairs, enjoy a serene primary suite with two generous closets, a secondary bedroom, and a full bath. The laundry area is also located upstairs for easy access. Discover modern, open-concept townhomes in the gated, master-planned Skye Ranch community in Sarasota. Ideally located at Clark and Lorraine Roads, this premier setting offers endless opportunities to explore and enjoy life. The community preserves natural beauty with grand oaks, lush palms, forested wetlands, pristine lakes, and native wildlife. Additional Highlights Include: washer, dryer, GE refrigerator, whole house blinds, extended LVP flooring on first floor. MLS#A4686382

10629 Orbit Terrace, Sarasota

1563 4th Street, Sarasota
$1,695,000
3 Beds ⋅ 2 Baths ⋅ Owen Burns Sub SubDv. ⋅ 34236 Zip Code
What if you could get an interest rate of 2% lower than the going interest rates? Well, we can, and our Seller is looking to make that happen by buying down the rate! Contact your agent for further details. A rare opportunity to own a single-family residence in Sarasota’s sought-after Rosemary District. Set on a beautifully landscaped property, this home features a towering century-old oak tree that anchors the backyard and creates a distinctive outdoor setting rarely found in downtown locations. Spanish and Mediterranean architectural elements introduce the residence, offering classic Old World character paired with solid construction and an elevation of approximately 25 feet above sea level. The property is in Flood Zone X, where flood insurance is not required. Inside, the home features high ceilings, hardwood flooring and extensive crown molding throughout. A gas fireplace adds warmth and character to the living area during cooler winter evenings. Multiple windows allow natural light to flow throughout the interior spaces. The residence includes three bedrooms, with one configured as an office or study and featuring a separate exterior entrance, offering flexibility for work-from-home use or private guest access. Outdoor living spaces include a spacious garden area, an oversized patio and a pergola surrounded by mature landscaping, creating a private setting for dining and entertaining. In the heart of the Rosemary District, the home places residents within proximity to many culinary delights, Sarasota’s cultural amenities, including galleries, theaters and live music venues. More than 65 restaurants, cafés and shops are within approximately a six-block radius. The Bay Park waterfront district, a 53-acre public park along Sarasota Bay, is just five blocks away. Payne Park, the Legacy Trail for recreation and biking, Sarasota Farmers Market and Whole Foods Market are all nearby. The John Ringling Bridge provides convenient access to St. Armands Circle and Lido Beach. The property is zoned DTE, which offers future redevelopment potential, subject to city approvals. Owners may choose to enjoy the residence as a private downtown home while maintaining long-term flexibility for future planning. Or alternatively, since this is DTE zoning, this is ideal property for a restaurant possibility, just something else to consider! A unique opportunity to experience downtown Sarasota living in one of the city’s vibrant and evolving neighborhoods.

1563 4th Street, Sarasota

6821 Chloe Court, Sarasota
$664,990
3 Beds ⋅ 3 Baths ⋅ Lakeview Crossing SubDv. ⋅ 34241 Zip Code
You’ll be delighted by the attention to detail and expert design of The Hemphill, 2-story floor plan by David Weekley Homes in the brand new, suburban lifestyle community of Lakeview Crossing in Sarasota. Open-concept family and dining spaces showcase our LifeDesign? refinements that grant this floor plan exceptional style and livability. This home offers 3 bedrooms, 2 full baths, 1 half bath, a study, upstairs retreat and a 3-car tandem garage. Prepare, present and enjoy your culinary masterpieces on the designer kitchen center island overlooking the open gathering spaces. Pamper yourself in the spa-inspired Owner’s Bath and explore the wardrobe potential of the large walk-in closet before retiring to the lovely first floor Owner’s Retreat. Also on the first level, you'll find the office with french doors as well as a convenient powder room and indoor laundry. Make your way upstairs to privacy and personality, making each extra bedroom and the retreat a great place to thrive. In the fully gated community of Lakeview Crossing, you are conveniently located close to downtown Sarasota (10 miles), UTC shopping center (9.4 miles), Siesta Key Beach (12 miles) & SQR airport (15 miles). Come see what quality construction and thoughtful design looks like for yourself and make this David Weekly Home yours today.**Limited time special incentive rate on this home!

6821 Chloe Court, Sarasota

9011 Province Street, Sarasota
$575,000
4 Beds ⋅ 3 Baths ⋅ Laurel Meadows SubDv. ⋅ 34240 Zip Code
4 bed | 3 bath | 3 car garage — and genuinely move-in ready. Tucked in a quiet neighborhood with parks, walking trails, grocery stores and restaurants just minutes away. Every inch of carpet has been pulled and replaced with upgraded LVP and tile throughout. Granite countertops, stainless appliances, and a wrap-around breakfast bar anchor the kitchen. The split floor plan is spacious and well designed with formal dining and living areas that make entertaining easy. Primary suite features a soaking tub and separate glass-enclosed shower. Out back you have a huge screened patio perfect for outdoor entertaining. Seller may offer closing cost assistance toward buyer's financing and closing costs. Ask for details. Come see it.

9011 Province Street, Sarasota

201 S Shade Avenue, Sarasota
$1,599,000
4 Beds ⋅ 3 Baths ⋅ Terrace Gardens SubDv. ⋅ 34237 Zip Code
**BACK ON MARKET DUE TO BUYER FINANCING. PROPERTY APPRAISED SUCCESSFULLY. NO FAULT OF SELLER OR PROPERTY ** Welcome to this exceptional ONE-STORY, NEWER CONSTRUCTION, 4 Bedroom, 3 Bath home featuring a Saltwater Pool, Lanai, Outdoor Kitchen and oversized 2 Car Garage. Offering over 2500 square feet of luxurious living space, this home is perfect for entertaining and enjoying the ultimate Florida lifestyle. Located in FLOOD ZONE X and just minutes to Downtown Sarasota, this custom-built home boasts all BLOCK construction, a metal roof, maintenance-free aluminum soffits and fascia, Impact Rated Windows, Doors and Sliders, a tankless water heater and a professionally designed custom landscaping package. Interior features have been thoughtfully designed and include 12 ft 8-inch ceilings in the Great Room and Kitchen, 8 ft solid core doors and engineered hardwood floors throughout the home. The well-appointed kitchen is sure to please the most discerning chef with custom wood Shaker Cabinets, an oversized island, Quartz countertops, Z-Line Appliances, double oven, an induction range with custom hood and includes a convenient Dry Bar with floating wood-stained shelves and a wine refrigerator. The Primary Suite is a sanctuary and exudes elegance with tray ceilings, a custom design wall featuring detailed trim work and sliding glass doors providing private access to the outdoor pool and patio oasis. Primary Bath delights with a freestanding soaking tub, an oversized shower with rain head, a makeup vanity and Quartz countertops. Entertain with style in the Great Room complete with fireplace, 50-inch oversized chandelier and wall to wall 8 ft pocketing sliding glass doors opening to the Lanai and Saltwater Pool. 3 additional bedrooms, one featuring a decorative custom accent wall perfect for an office/flex room, are all generously sized with built-in closets. The Laundry Room includes a custom tile floor, built-in cabinets, Quartz countertops and a Samsung Smart washer and dryer. Easy access to Downtown, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, Siesta Key and all area beaches makes this Move-In Ready home a must see! Embrace Sarasota living at its finest!

201 S Shade Avenue, Sarasota

16031 Winburn Drive S, Sarasota
$1,500,000
3 Beds ⋅ 3 Baths ⋅ Rainbow Ranch Acres SubDv. ⋅ 34240 Zip Code
Situated on 5 beautiful acres, this versatile Sarasota property offers the perfect combination of space, functionality, and country living while still being conveniently located. The property features a large barn/warehouse with soaring ceilings, easily accommodating RV parking and equipped with a car lift, making it ideal for hobbyists, car enthusiasts, contractors, or anyone needing significant workspace or storage. In addition to the main home, the property includes a separate 1-bedroom in-law suite complete with a full kitchen, bathroom, living room, and its own laundry, providing excellent flexibility for guests, extended family, or potential rental income. The main home is thoughtfully designed with the primary suite located on the ground floor, while additional bedrooms and a spacious upstairs playroom provide plenty of room for family and guests. The property is partially fenced and currently home to horses and cattle, and also includes a horse stall, making it well suited for equestrian or agricultural use. Additional features include a well system and owned solar panels, helping keep monthly utility costs low. With acreage, usable outbuildings, and a flexible layout, this property offers a rare opportunity to enjoy privacy, space, and functionality in Sarasota.

16031 Winburn Drive S, Sarasota

3983 Maceachen Boulevard Unit 424, Sarasota
$149,900
3 Beds ⋅ 2 Baths ⋅ Tregate East SubDv. ⋅ 34233 Zip Code
Bright, spacious, and ideally located in the heart of Sarasota! This well-maintained 3-bedroom, 2-bath condo in a desirable 55+ community offers a flexible floor plan filled with natural light throughout the day. One of the standout features is the exceptionally large 20’ x 12’ third bedroom, perfect as a den, hobby room, media room, or additional living space. The kitchen features granite countertops, abundant cabinetry, and a pantry, providing excellent storage and functionality. Pocket doors to the guest bedroom and bath create privacy for visiting family and friends. Enjoy sunny mornings or relaxing afternoons on the south-facing screened lanai, bringing wonderful light into the home throughout the day. This condo is offered fully furnished and includes a covered carport parking space. The air conditioning system was replaced just two years ago, offering added peace of mind. The $615 monthly fee includes water, sewer, trash, cable TV, and internet, making it easy to enjoy a low maintenance Florida lifestyle. Residents enjoy a community pool and clubhouse with kitchen, and one of the most unique features of this location is the rare walkability — you can easily stroll to Publix, Walmart, HomeGoods, banks, restaurants, and more. Located mid-Sarasota just minutes to downtown, UTC, and the Gulf beaches, this is a great opportunity to own an affordable 3-bedroom home in a highly convenient location, perfect for year-round living or a seasonal Florida retreat. Opportunities like this — a 3-bedroom condo in Sarasota at this price point — are rarely available. 55+ community. No pets and no rentals permitted. Laundry room conveniently located just down the hall, with potential for in-unit washer and dryer installation

3983 Maceachen Boulevard Unit 424, Sarasota

1335 2nd Street Unit Villa 2E, Sarasota
$1,950,000
2 Beds ⋅ 3 Baths ⋅ The Collection Condominium SubDv. ⋅ 34236 Zip Code
The Villa at THE Collection is one of the most unique new estates in the core of downtown. With over 800 SQF of private multiple terraces that create a single family home feel in the middle of the Downtown Core, this Villa is a true urban oasis. With expansive ceiling heights showcasing up to 13’ window walls of glass, natural light will flood the living/dining/kitchen open living area with huge views of the Sarasota Skyline. As day turns to dusk, enjoy gorgeous sunsets and twinkling city lights with the ideal South and West exposure to all of Sarasota. Featuring private access to an exclusive amenity level shared with only 11 neighbors, simply walk over directly from your Villa to the luxurious pool, spa, pool cabanas, fire table, grill, community room, board room, sauna, fitness center and private climate controlled storage - no luxury has been spared. The amenities truly feel like an extension of your private residence. The Villa features custom designed cabinetry, custom walk in closets, pantry and custom Library,quartz counter surfaces, floating vanities, tile throughout, a gas range and Miele appliances. The finest art collectors in the world all begin with one thing in mind – a passion for what they collect and the story of how they started. This is the same tale of The Collection Condominium - A building constructed to the highest level of luxury to emulate art and showcase the very best in lifestyle and design. It is the unique opportunity to translate a passion for Florida sunsets, the best in urban design, and a zest for an artful existence into a way of living. Welcome to the newest residential offering located in the heart of the art district in downtown Sarasota. THE Collection is a testament to boutique luxury, featuring only 12 residences in one of the quietest neighborhoods with a mid-century modern feel. Every residence at THE Collection exudes luxury estate living.

1335 2nd Street Unit Villa 2E, Sarasota

132 Grant Drive, Sarasota
$1,600,000
Lido Beach SubDv. ⋅ 34236 Zip Code
Build your custom coastal masterpiece on one of Lido Key’s most desirable streets. This 6,000 sq ft buildable lot (50' x 119') is positioned just steps from the public beach, complete with pool, parking, and concessions. Located in a short-term rental-friendly zone, this is a prime opportunity for personal use or a high-demand luxury investment. Enjoy an unmatched location just minutes from the world-class shopping and dining at St. Armands Circle and downtown Sarasota’s cultural scene. The list price is for the vacant lot and offers unmatched flexibility. Future owners have a shovel-ready opportunity to build the proposed design by Talon Builders. Utilizing these existing architectural plans can drastically save substantial time and money on your project, offering a cost-efficient, expedited construction process. While this builder and plan are included options, buyers have the full, flexible choice to leverage these plans as-is, make slight modifications, or utilize their own builder with a custom design. There is no obligation to use the specified builder or plans.

132 Grant Drive, Sarasota

5711 Bentgrass Drive Unit 19-202, Sarasota
$269,000
3 Beds ⋅ 3 Baths ⋅ Las Palmas SubDv. ⋅ 34235 Zip Code
Discover the allure of Las Palmas, the ideal community offering a vibrant lifestyle you’ll cherish. Nestled behind secure gate, enjoy a scenic drive adorned with native greenery, serene ponds and the soothing sounds of fountains, leading to a resort-style haven rich in amenities. Embrace a vacation-like experience with two pools, a spa, two fitness centers, a sauna, and court for tennis and pickleball. Spend your evenings in the billiards/game room, library or outdoor grilling area, and delight in days spent at the playground and dog park. The community also features secure storage for RV’s, boats, and trailers. With picturesque walking and biking trails linking to Nathan Benderson Park where water activities, farmers market and community events offer a backdrop of the water. This charming furnished tri-level townhouse boasts three bedrooms and three bathrooms, featuring a sought after attached garage with ample space for bikes, golf clubs, beach essentials and your vehicle. With low maintenance flooring on the primary living level, an open concept living and dining area offering the perfect combination for for entertaining. The south facing private screened lanai not only includes additional storage, additionally presents tranquil views of the preserve – the ultimate place to begin your day surrounded by nature. The kitchen is bright and functional, boasting ample cabinetry and a pantry with a pass through to the dining area. The third bedroom serves multiple functions – if you need to work at home, or room for family and friends, with a bonus area for crafts and projects. Upstairs on the third floor, you find the convenient washer and dryer, spacious primary bedroom including a generous walk-in closet and en-suite bath and vanity including dual sinks. Second bedroom offers double closets and en-suite bath. Beyond the community, take advantage of nearby attractions in the University corridor, UTC Mall, Mote Science Education Aquarium, Lakewood Ranch Main Street, Waterside Place, Downtown Sarasota, St. Armands Circle and the beaches. Experience the perfect blend of location, lifestyle and value.

5711 Bentgrass Drive Unit 19-202, Sarasota

8160 Villa Grande Ct, Sarasota
$324,900
3 Beds ⋅ 3 Baths ⋅ Sonoma SubDv. ⋅ 34243 Zip Code
You'll love Sonoma Townhomes. Enjoy the serene view from this three bedroom, 2 1/2 bath well maintained townhome which backs up to Conservatory Park. You'll really watching the birds and you may even spot an Eagle's nest. Freshly painted inside including great room, kitchen, dining and two bedrooms. Floorplan highlights include two walk in closets in Primary bedroom and an upstairs laundry room. Refrigerator replaced 2024 and HVAC 2018 (compressor replaced 2024). 8160 is conveniently located near the community pool. Additional community amenities include basketball court, playground and access to Conservatory Park. Sonoma Townhomes are located off University Parkway with easy access to shopping including UTC mall, restaurants, grocery stores. It's a quick drive to SRQ International Airport, Downtown Sarasota and our lovely beaches.

8160 Villa Grande Ct, Sarasota

5605 Marquesas Circle Unit 12C, Sarasota
$600,000
Sawyer Oaks Professional Park Ph 01 SubDv. ⋅ 34233 Zip Code
Positioned within Sawyer Oaks Plaza, this 1,460 SF end-unit office condominium features a storefront entrance into a waiting room with a reception office, 4 private offices, a large conference room with a peaceful view of the pond and fountain, 3 open workspaces, private restroom, and a kitchen/break room. This property presents a stabilized investment opportunity in one of Sarasota’s established office corridors. The unit is well maintained and professionally occupied, offering immediate in-place income with minimal management. As an end unit, the suite benefits from enhanced natural light and additional privacy—features that support tenant retention and long-term leasing stability. Sawyer Oaks Plaza is a professionally maintained office community with plenty of parking for staff and clients, and convenient access to Bee Ridge Road, Clark Road (SR 72), and I-75, serving a broad client base across central Sarasota. Sawyer Oaks Plaza in Sarasota, Florida is positioned just off Sawyer Road and Clark Road (SR 72). This central Sarasota location offers convenient east–west connectivity via Clark Road, with direct access to I-75 approximately 10 minutes to the east and US-41/Tamiami Trail to the west. Sawyer Oaks Plaza is situated in a well-established commercial corridor surrounded by professional offices, medical practices, light industrial users, and neighborhood service businesses. The area benefits from strong residential density in the surrounding communities, including established neighborhoods and newer developments throughout the Bee Ridge and Clark Road submarkets. The property’s central position provides efficient access to Downtown Sarasota, Siesta Key, Palmer Ranch, and Lakewood Ranch, making it well positioned to serve clients throughout the greater Sarasota market. The location offers convenient proximity to retail centers, restaurants, and daily service amenities along Clark Road, while maintaining a professional office setting removed from heavy highway congestion.

5605 Marquesas Circle Unit 12C, Sarasota

1305 4th Street Unit 201I, Sarasota
$795,000
1 Beds ⋅ 2 Baths ⋅ Plat Of Sarasota SubDv. ⋅ 34236 Zip Code
Under Construction. The Grand Sanctuary Collection at The Gallery Sarasota offers the ease of a one-bedroom residence with the scale, storage, and livability of a larger home. This 1-bedroom, 1.5-bath residence features 938 square feet of thoughtfully designed interior living space, elevated by soaring 13-foot ceilings and dramatic full-height windows that fill the home with natural light. An open layout creates seamless flow between the kitchen, dining, and living areas, while an 11-foot-wide full-height window in the great room enhances the sense of volume and openness. The modern kitchen, featuring flat-panel Italian cabinetry, is anchored by an oversized island and complemented by two built-in pantries. The primary suite is designed as a quiet retreat with an ensuite bath and linen closet, while the entry foyer with closet and spacious walk-in laundry room add everyday convenience rarely found in comparable downtown one-bedroom residences. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio. Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.

1305 4th Street Unit 201I, Sarasota

4628 Ashberry Drive, Sarasota
$275,000
2 Beds ⋅ 2 Baths ⋅ Spring Oaks SubDv. ⋅ 34234 Zip Code
Welcome to this charming 1985 concrete block ranch home offering nearly 1,000 square feet of living space — all on one level. Featuring 2 bedrooms and 2 bathrooms, the layout is comfortable and functional, providing a wonderful foundation to update at your own pace. This home has been lovingly maintained by its original owner and was originally the model home for the development. Major improvements are already complete, including impact windows and doors throughout, a brand-new roof (2025), new hot water heater (2025), and A/C replaced in 2021 — offering peace of mind on the big-ticket items. Tucked away on a quiet street, yet just minutes to SRQ Airport, Downtown Sarasota, shopping, dining, beaches, and major thoroughfares, the location offers both privacy and convenience. While cosmetic updates would enhance the space, the home offers solid block construction, pride of ownership, and long-term potential in a central Sarasota location. Being sold As-Is. A rare opportunity to personalize a well-cared-for home with exceptional fundamentals already in place. Please be aware that the home does smell like cigarette smoke.

4628 Ashberry Drive, Sarasota

1305 4th Street Unit 302I, Sarasota
$1,050,000
2 Beds ⋅ 2 Baths ⋅ Plat Of Sarasota SubDv. ⋅ 34236 Zip Code
Under Construction. The Garden Terrace Collection at The Gallery Sarasota offers a rare opportunity for new-construction two-bedroom living with architectural volume, natural light, private outdoor space, and exceptional downtown value. Designed for buyers seeking a residence that feels elevated, spacious, and connected to the outdoors, this home offers approximately 1,200 to 1,300 total square feet of indoor-outdoor living. A private garden terrace extends the living and dining areas, creating a natural connection between indoor comfort and open-air living. An additional covered terrace offers shade from the summer sun and shelter from the elements, enhancing year-round outdoor enjoyment. Inside, soaring 13'8" ceilings and full-height windows bring impressive scale and light, while a spacious private elevator entry enhances the sense of arrival. Refined Italian finishes, a contemporary kitchen island, and a well-appointed primary suite with built-in designer cabinetry add to the residence’s polished, modern feel. The result is a bright, expansive, and thoughtfully designed home that offers the ease of new construction with the privacy and livability of a boutique downtown address. The Gallery Sarasota is an iconic 6-level, 60-residence boutique mid-rise located above the floodplain in a highly walkable downtown setting near the bay, Whole Foods, Main Street, The Bay Park, and the Rosemary District. Residents enjoy direct-to-outdoors entries, impeccably crafted Italian finishes, deeded private garage parking and storage, a rooftop terrace pool and social lounge with bay views, and a two-room fitness center with yoga studio. Schedule a private hardhat tour to experience the architecture, amenities, and downtown lifestyle of The Gallery Sarasota firsthand.

1305 4th Street Unit 302I, Sarasota

1565 State Street, Sarasota
$5,900,000
Plat Of Sarasota Exhibit SubDv. ⋅ 34236 Zip Code
Large parcel in the heart of dowtown, with 15 on site parking paces (incredibly rare) and a city parking garage directly across the street. The 13,000 SF building has been gutted and is ready to be finished off or re developed. Zoning is DTC (Downtown Core) allowing 10 stories at 50 units per acre or 18 residential units. Density Bonus: The City of Sarasota, to encourage Attainable Housing, has created an Attainable Housing Density Bonus” AHDB” entitlement option for DTC, DTB and DTE zoned properties. The AHDB offers up to 4-times the entitled residential density provided 15% of the “bonus” units are “attainable”. Base residential density for the subject is 18-units; under the AHDB the subject is entitled to 72-units provided 8-units “attainable” and 64 may be market rate. “Attainable” is defined that rent or sales price does not exceed 30% of the AMI (area medium income). Currently AMI for the City of Sarasota is approximately $80,000 per year.

1565 State Street, Sarasota

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