Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
4587 FRIAR TUCK LN, SARASOTA, FL 34232
$515,00032 Days on yellowkey MLS ID: A4691741
0 Days Off yellowkey (back on 5/5/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1719 Built: 1985Monthly Fee: $50 Tax: $2,483 (2025)Community: Sherwood ForestSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,483
Elementary School: Fruitville Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: McIntosh Middle
Remarks: Under contract-accepting backup offers. Welcome to Sherwood Forest, where you have meandering canopied roads with Granddaddy Oaks! This split-plan has three bedrooms, two bathrooms, with a side entry garage that has a huge workshop as part of the garage space. The garage/workshop has its own large air conditioning unit, along with a sink for the hobbyist to enjoy in comfort. Not to mention there are tons of cabinets in the garage for all your storage needs. This home has two wood burning fireplaces, one in the family room that also has surround sound and the other huge fireplace on your lanai. The lanai is oversized with an above ground hot tub and awning to shield you from the afternoon sun. The property backs to a small creek, the front yard is beautifully landscaped. The exterior was recently painted in the past few years. In the front of the home is your formal living room with a large bay window. The laundry room is loaded with cabinetry that gives you lots of extra storage space. The kitchen and primary bathroom were updated in the past. The rest of the home is an open canvas for you to decorate how you like. Sherwood Forest has private roads with its own covered bridge and low HOA fees! It is a great location in town convenient to shopping, restaurants, downtown, beaches, Legacy Trail and so much more.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Terri Thacker (941-376-1955)
119 MCKINLEY DR, SARASOTA, FL 34236
$6,295,00052 Days on yellowkey MLS ID: A4688706
Bed: 10 Bath: 11.0 Gar: 4 Liv Area Sq Ft: 4443 Built: 2023 Tax: $69,719 (2025)Community: Lido BeachSpa: YesSingle Family
Taxes:$69,719
Middle School: Booker Middle
Remarks: Coastal luxury meets exceptional investment opportunity on Lido Key. Just steps from the white sands and turquoise waters of Lido Beach, this custom one of a kind residence offers 10 bedrooms, 10 full baths, and 2 half baths in a beautifully designed turnkey furnished setting. Built with a sophisticated contemporary aesthetic, the home features an open concept floor plan spanning multiple living levels, designed for both effortless entertaining and comfortable everyday living. The chef’s kitchen is a true centerpiece, complete with a large quartz island, walk in pantry, panel ready refrigerator, premium appliances, and custom lighting. Each of the 10 bedrooms includes its own ensuite bath, creating a private and luxurious experience for guests and making the home ideal for large gatherings or vacation rental use. Thoughtful design elements, including unique accent walls and upscale finishes, add character and cohesion throughout. Outdoor living is equally impressive, with multiple balconies, an expansive patio, and a private pool and spa that create a true resort-style atmosphere. The upper level offers an additional entertaining space with a wet bar, while the rooftop terrace delivers stunning views and the perfect setting to relax or host guests. An elevator services the home for added convenience, and the spacious primary suite provides a serene retreat with a double vanity, walk-in shower, and a freestanding soaking tub. Located just minutes from St. Armands Circle and a short drive to downtown Sarasota’s dining, shopping, and cultural attractions, this property offers the best of coastal living with strong income potential.
Listing is courtesy of: AMI REALTY GROUP (941-794-0204)
Listing Agent: George Desear (941-725-7163)
111 S PINEAPPLE AVE #1013, SARASOTA, FL 34236
$1,499,50039 Days on yellowkey MLS ID: A4690816
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1577 Built: 2019 Tax: $17,592 (2025)Community: Mark Sarasota CondominiumSpa: YesCondo
Taxes:$17,592
Elementary School: Southside Elementary
Remarks: Residence 1013 at The Mark Sarasota offers a rare combination of comfort, convenience, and newer construction in the heart of downtown. Built in 2019, this residence provides modern peace of mind with impact hurricane glass and exterior doors, along with soaring 10-foot ceilings and a bright, open feel throughout. The home includes two deeded side-by-side covered parking spaces located just 20 feet from the elevator, an exceptional convenience rarely found downtown. Positioned on the quiet and highly desirable side of the building, the residence enjoys southern exposure and beautiful views overlooking the pool, with sightlines extending toward Sarasota Bay and the Gulf of Mexico. Set on the 10th floor, this thoughtfully designed layout features two bedrooms plus a den and two-and-a-half baths across 1,577 square feet, along with a covered terrace that extends the living space outdoors. The split-bedroom floor plan provides privacy while maintaining an open, functional flow ideal for both everyday living and entertaining. Walls of glass fill the home with natural light and frame tranquil views over the treetops toward Paul Thorpe Park and the Mermaid Fountain. The kitchen blends style and function with imported cabinetry, stone countertops, designer backsplash, stainless steel appliances, and an upgraded induction cooktop. It connects seamlessly to the main living and dining areas, creating an inviting space to gather. A full-size utility room with additional storage adds everyday practicality. The primary suite opens directly to the terrace and features a spacious walk-in closet and a well-appointed bath with illuminated mirrors and refined finishes. The guest bedroom is privately situated, while the den offers flexibility as a home office or additional lounge space. A climate-controlled storage unit located just down the hall provides added convenience. Residents enjoy The Mark’s resort-style amenities, including a heated saltwater pool and spa, outdoor seating and grilling areas, club room with catering kitchen, billiards, fitness center, yoga studio, and spin room. The building also offers a pet-friendly environment, 24/7 front desk staffing, secure lobby access, and overnight roving security. Located in the center of downtown Sarasota, the residence places you just steps from the renowned Sarasota Farmers Market and only two blocks from Whole Foods Market. Cultural attractions including the Sarasota Opera House, Florida Studio Theatre, and Selby Public Library are all within easy reach, along with dining, galleries, and the waterfront. Surrounded by exciting new luxury developments, including the nearby Waldorf Astoria Residences Sarasota, this location continues to elevate as one of downtown’s most sought-after areas. Don’t miss the opportunity to own a newer-built residence in one of Sarasota’s most vibrant and walkable neighborhoods.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Ryan Ackerman, Pa (305-205-7700)
1749 LINCOLN PARK CIR, SARASOTA, FL 34236
$3,575,000170 Days on yellowkey MLS ID: A4674729
REDUCED by $175,000 (4.7%) on 05/05/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2001Monthly Fee: $600 Tax: $30,176 (2024)Community: Lincoln Park On Hudson BayouSingle Family
Taxes:$30,176
Tax Year: 2024
Middle School: Brookside Middle
Remarks: Downtown Waterfront with a straight route to Sarasota Bay and the Gulf of Mexico! Making this home a rare find is the deeded slip, 10,000-pound lift, space for a 30-foot boat, and a meticulously maintained dock by the HOA. Located in the mature-tree lined and cool shaded setting of Lincoln Park on Hudson Bayou, this intimate enclave of just eight residences is serene yet perfectly positioned between downtown Sarasota and Southside Village, placing Morton’s, Veronica’s, Marie Selby, Farmers Market, theatre, dining, shopping, recreation, all within minutes by foot. As you arrive at the park-like setting, the home's Craftsman-style architecture immediately captures attention. A freshly painted exterior featuring HardieBoard siding and accents delivers timeless appeal with low maintenance living in mind. Inside, the residence strikes a perfect balance between comfort and modern sophistication. Every detail reflects the owner's discerning eye for design. A charming brick-lined front porch leads to an inviting entry and a versatile sitting room ideal as a home office, reading nook, or a sunlit spot to enjoy morning coffee. The curated eat-in kitchen is the centerpiece of the home, appointed with upgraded Bosch appliances, a gas cooktop, and thoughtful finishes that elevate both form and function. Adjacent, the spacious living room features a custom built-in entertainment center and offers the perfect setting for relaxed evenings, family gatherings, or conversation with friends. French doors open to a true waterfront sanctuary-an outdoor retreat complete with Brazilian Ipe decking, a heated pool and spa, and peaceful bayou views. The primary suite is conveniently located on the main level, offering a luxurious, spa-inspired bathroom with custom tile work. Upstairs, three generously sized guest bedrooms provide ample space and flexibility. One functions beautifully as a second primary suite, featuring a stunning custom bath that rivals the main suite. A fourth bedroom is currently configured as a den with an armoire and custom cabinetry. It would be remiss not to mention your choice of award-winning beaches a few minutes' drive away. Private showings available by appointment.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Michael Hays (941-376-1826)
4226 LUZON WAY, SARASOTA, FL 34241
$375,00029 Days on yellowkey MLS ID: A4692265
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1125 Built: 1983 Tax: $1,365 (2025)Community: Lake SarasotaSpa: NoSingle Family
Taxes:$1,365
Elementary School: Lakeview Elementary
Middle School: Sarasota Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Discover the perfect blend of comfort and convenience in this beautiful 2-Bedroom, 2-Bathroom pool home. Situated on a spacious corner lot, this property offers the rare freedom of NO mandatory HOA fees and NO deed restrictions within a friendly, well-established neighborhood. The home has been meticulously maintained, boasting FRESH interior and exterior paint, NEW CARPET in living/dining room and bedrooms, NEW baseboards, NEW FIXTURES a NEWER ROOF (2023), New A/C (2024), IMPACT WINDOWS, and a NEWER electric WATER HEATER for total peace of mind. Inside, the home feels fresh, open and inviting with a SPLIT FLOOR PLAN and VAULTED CEILINGS. The kitchen offers a functional layout with ample cabinetry and a convenient pass-through to the living area. Both bathrooms have been UPDATED with NEW VANITIES, and modern fixtures, while the two-car garage provides plenty of space for vehicles and storage. The outdoor living space is a true highlight, featuring a completely FENCED-IN backyard and a sparkling POOL. The PAVER PATIO and screened enclosure create an ideal environment for entertaining or relaxing in the Florida sun. Beyond your private retreat, the community provides outstanding amenities for an active lifestyle, including a DOG PARK, DISC GOLF course, and a KAYAK LAUNCH into Lake Sarasota. Perfectly located, this home is just minutes from I-75, UTC, and local favorites like Rothenbach, Urfer Family Park, and Lakeview Park. You are also within a 30-minute drive of SRQ International Airport, Downtown Sarasota, and the world-class beaches of Siesta Key. Zoned for top-rated schools including Lakeview Elementary, Sarasota Middle, and Sarasota High, this move-in-ready home represents a rare opportunity in a premier location. Come see today!
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Alex Morel Pa (941-376-4580)
1800 BENJAMIN FRANKLIN DR #B207, SARASOTA, FL 34236
$1,549,000243 Days on yellowkey MLS ID: A4666804
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1980 Built: 1996 Tax: $11,092 (2024)Community: L Elegance On Lido BeachCondo
Taxes:$11,092
Remarks: Welcome to L’Elegance, one of Lido Key’s most sought-after beachfront communities. This corner residence features an open and inviting floor plan, with large balconies designed for beachfront living. Enjoy resort-style amenities including a beachfront pool with panoramic Gulf views, a fully equipped fitness center, game and community rooms, and secure garage parking. Step outside to your private beach access and embrace the best of Sarasota’s coastal lifestyle. Ideally located just minutes from the fine dining, boutique shopping, and vibrant arts scene of St. Armands Circle and downtown Sarasota, L’Elegance offers the perfect blend of relaxation and convenience. Don’t miss this rare opportunity to own a slice of paradise on the quiet south end of Lido Key—where every day feels like a vacation.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Francoise Borel (941-228-3768)
5345 SIESTA CT, SARASOTA, FL 34242
$1,160,00081 Days on yellowkey MLS ID: A4685607
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2272 Built: 1977Monthly Fee: $45 Tax: $5,278 (2025)Community: Siesta Cove SubSingle Family
Taxes:$5,278
Elementary School: Phillippi Shores Elementary
Remarks: Welcome to Siesta Cove on Siesta Key, just minutes from world famous Siesta Key Beach. This bright, well maintained home offers comfortable island living in one of the area’s most desirable neighborhoods. The layout provides excellent flexibility with both a living room and a separate family room, giving you plenty of space to relax or entertain guests. Oversized windows throughout the home bring in natural light and offer beautiful views of the mature tropical landscaping, creating an inviting atmosphere. Built in cabinetry and shelving add character to the living room, while the two skylights in the family room bring in beautiful natural light throughout the day. The kitchen offers granite countertops, a large island with seating, and generous cabinet storage. The cabinets are real maple with soft close drawers and doors, crown molding, and lighted glass display cabinets. Additional conveniences include under cabinet lighting and pull out drawers, making storage easy and accessible. The primary suite serves as a comfortable private retreat. It features a large walk in closet with built in organization and an en-suite bathroom with dual vanities, granite countertops, and a spacious tiled shower. After spending the day at Siesta Key Beach, you can rinse off at the outdoor shower before heading inside. Two outdoor living areas allow you to enjoy Florida’s coastal climate: a front entrance lanai and a private lanai off the family room, both ideal for morning coffee or relaxing in the evening. The side load two car garage enhances the home’s curb appeal and provides additional storage space. Several major systems have already been updated. The roof was replaced in 2020, including two skylights. The home also features PVC sewer lines, the air conditioning system was replaced in 2022, and the water heater was replaced in 2023. Best of all, the property experienced no damage during the recent storms, providing additional peace of mind for buyers. This is a wonderful opportunity to enjoy the relaxed lifestyle of Siesta Key, just minutes from the beach, dining, and everything the island has to offer.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Fred Sassen (404-408-5956)
340 S PALM AVE #14, SARASOTA, FL 34236
$1,250,00044 Days on yellowkey MLS ID: A4690211
REDUCED by $100,000 (7.4%) on 05/05/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1774 Built: 1998 Tax: $9,959 (2025)Community: SarabandeSpa: YesCondo
Taxes:$9,959
Remarks: Set along the iconic South Palm Avenue, renowned for its quiet sophistication and gallery-lined streets, Residence #14 at Sarabande Sarasota offers a rare opportunity to own a home defined by protected, unobstructed views of Sarasota Bay. THIS is Palm Avenue living at its most refined, where a neighborhood-like setting meets effortless access to art galleries, boutique shopping, acclaimed dining, and Whole Foods Market all just moments away, yet peacefully removed from the pace of downtown. A THOUGHTFULLY DESIGNED RESIDENCE: Spanning 1,776 square feet, this residence offers two bedrooms + an office/den and two bathrooms, designed with both privacy and versatility in mind. A PRIVATE GUEST SUITE positioned at the entrance of the residence creates a welcoming yet secluded experience for visitors. A MULTI-FUNCTIONAL OFFICE/DEN, complete with an in-wall Murphy bed, easily transforms into a third bedroom. THE OPEN CONCEPT KITCHEN is spacious and inviting, perfect for those who love to cook while remaining connected to guests. THE GREAT ROOM is filled with natural light and framed by lush palm-lined greenery, creating a serene backdrop that enhances the home’s tranquil ambiance. THE VIEW: Protected, Enduring, Exceptional! WHAT truly elevates this residence is its unique positioning on the first full level of residences, offering a rare combination: 1 - Peek-a-boo yet unobstructed view of Sarasota Bay. 2 - A vantage point that balances privacy, greenery, and water 3 - Protected sightlines that enhance long-term value and desirability. Enjoy city and bay views from the great room primary suite and terrace, an understated yet powerful feature for the discerning buyer seeking a view that endures. STEP onto your private terrace, perfectly suited for al fresco dining, morning coffee, or sunset evenings overlooking the bay. ELEVATED COMFORT AND CONVENIENCE: DEDICATED laundry room with sink and stackable washer/dryer. ONE secured parking space, pre-wired for an EV charger. A Private storage unit for storing extra must haves. AMPLE guest parking allows friends and family to visit with ease. A BUILDING THAT WELCOMES YOU HOME! Sarabande Sarasota has recently undergone thoughtful enhancements, including: A refreshed lobby with an inviting arrival experience. Exterior repainting and upgraded elevator systems. THE result is a building that feels polished, welcoming, and aligned with today’s luxury expectations. AMENITIES Designed for Lifestyle & Wellness: Residents enjoy a well-appointed collection of amenities, including: -Club Room for entertaining and social gatherings -Board/Conference Room for business needs -Two pools, including a dedicated lap pool -Spa and steam room for relaxation and rejuvenation. There is also a Fitness center with a private room to accommodate personal massage services. Enjoy the outdoor grilling area for casual entertaining poolside. A lifestyle that seamlessly blends wellness, convenience, and community. THE PALM AVENUE LIFESTYLE - For the buyer seeking a quiet, refined setting with protected Sarasota Bay views, Residence #14 offers a compelling opportunity where location, layout, and lifestyle align with intention. SCHEDULE your private showing and experience Palm Avenue living firsthand.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Lisa Otte (941-281-5472)
4737 VIGNETTE WAY, SARASOTA, FL 34240
$324,900125 Days on yellowkey MLS ID: A4679909
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1758 Built: 2018Monthly Fee: $127 Tax: $2,108 (2025)Community: Artistry Ph 1ATownhouse
Taxes:$2,108
Elementary School: Tatum Ridge Elementary
Remarks: Nestled in the heart of Sarasota, FL, this captivating end unit townhouse offers a blend of comfort, style, and convenience that is hard to match. Designed with modern living in mind, this property promises to be the perfect backdrop for both your everyday moments and your most cherished memories. With a generous interior spanning 1,758 square feet, this home provides ample space for families, professionals, and anyone in between. Boasting 3 well-appointed bedrooms and 2.5 luxurious bathrooms, this townhouse caters to your need for space and privacy. The master suite is a serene retreat, featuring a lavish double vanity and an expanded walk-in tile shower that turns every day into a spa day. Each bedroom is flooded with natural light, creating inviting spaces that you'll love waking up in. The heart of the home is its open layout kitchen, where functionality meets elegance. Complete with a breakfast bar, it's the perfect spot for morning coffee, quick meals, or entertaining guests. The kitchen flows seamlessly into the living and dining areas, making it easy to enjoy each other's company without missing a beat. Step outside to the paver covered patio, and you'll find a versatile space ideal for relaxing, grilling, or simply enjoying Florida's beautiful weather. This outdoor area is an extension of the home's living space, where you can unwind or host gatherings with ease. For your convenience, this townhouse comes with a 1-car garage, providing secure parking and additional storage solutions. The thoughtful details and high-value upgrades evident throughout the home are a testament to its meticulous upkeep. Located in Sarasota, this home not only offers a peaceful residential setting but also places you close to all the action. From pristine beaches, vibrant dining scenes, to diverse shopping options, everything you love about Florida living is just a stone's throw away. Whether you are indulging in the local culture or enjoying the natural beauty of the surroundings, this location leaves nothing to be desired. This property represents a rare opportunity to own a slice of Sarasota's finest. Offering the perfect combination of style, convenience, and location, it's ready to welcome you home. Don't miss your chance to experience modern living at its best. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Ryan Miller (941-954-6925)
3219 CAMBRIDGE DR, SARASOTA, FL 34232
$349,00027 Days on yellowkey MLS ID: A4692358
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1116 Built: 1961 Tax: $3,420 (2025)Community: Sarasota SpgsSingle Family
Taxes:$3,420
Elementary School: Brentwood Elementary
Remarks: Lovely, well maintained 2 Bed/2 Bath home located on quiet street in established neighborhood convenient to everything! Large yard with room for pool or create your own backyard oasis. Bonus room for 3rd bedroom/office/studio. New roof 2024 , updated electrical panel, newer windows. This home is in perfect condition. Move in ready!
Listing is courtesy of: GOOD CHOICE REALTY INC. (941-355-8282)
Listing Agent: James Good (941-355-8282)
7333 POINT OF ROCKS RD, SARASOTA, FL 34242
$3,495,000393 Days on yellowkey MLS ID: A4651061
Bed: 4 Bath: 3.5 Gar: 4 Liv Area Sq Ft: 4566 Built: 2014 Tax: $1,151 (2025)Community: White Beach Fruit Companys SuSpa: YesSingle Family
Taxes:$1,151
Remarks: Repositioned to the market - $500,000 Price Adjustment. Exquisite custom estate in one of Siesta Key’s exclusive neighborhoods. Positioned just across from Gulf-front homes in a private enclave on Siesta Key, this exceptional residence offers the ultimate in island luxury. Masterfully built by Perrone Construction and designed by acclaimed architect Rick Oswald, this custom home is a testament to craftsmanship, quality, and elegant coastal living. Sited on a nearly 22,000-square-foot homesite, the home makes a striking first impression with its stately paver driveway and welcoming entry. Inside, wide-plank engineered hardwood floors and rich architectural detailing define the refined interiors, while soaring beam-and-plank ceilings elevate the spacious great room. The heart of the home is the gourmet kitchen, featuring a Thermador six-burner gas range, custom cabinetry, stone countertops, a generous island and breakfast bar, and an adjacent grilling deck for entertaining. The dining room opens seamlessly to the expansive covered lanai, where you’ll enjoy views of the lushly landscaped backyard oasis. A luxurious main-floor primary suite offers a private retreat with exquisite finishes and spa-style comforts, designed for relaxation and ease. Two upper-level guest suites provide privacy for family or visitors and are easily accessed by either the elegant staircase or a private elevator serving all levels. On the main level, a versatile game room doubles as a fourth bedroom with an adjacent half bath, ideal for guests, hobbies or additional living space. Designed with luxury and peace of mind, this home is built with solid concrete-and-steel frame construction and includes a generator, impact-rated doors and windows, lightning protection, Lutron lighting on the main level, tankless water heaters, central vacuum, and a refreshing outdoor shower. The showstopper? One of the largest residential pools on Siesta Key—nearly 44 feet long—designed for swimmers and hydrophiles alike. You'll find multiple places to relax in the sun or shade, surrounded by lush, tropical foliage and an expansive, fenced yard. Car enthusiasts will appreciate the dual two-car twin garages, while the lower-level non-conforming space offers flexibility for an exercise room, pool cabana or additional recreation space. Though built in 2014, this home rivals new construction in design and condition, with a freshly painted exterior and timeless appeal. Just moments from the world-renowned sands of Siesta Beach and Turtle Beach, with easy access to Turtle Beach Marina, island dining, boutique shopping and downtown Sarasota’s vibrant cultural scene, this residence offers a rare opportunity to own a home that blends location, luxury and lifestyle.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Judie Berger (941-928-3424)
1350 MAIN ST #1703, SARASOTA, FL 34236
$1,295,000375 Days on yellowkey MLS ID: A4653120
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2232 Built: 2007 Tax: $11,828 (2025)Community: 1350 Main ResidentialCondo
Taxes:$11,828
Remarks: One or more photo(s) has been virtually staged. This is an unbeatable opportunity at the new price to enjoy sophisticated urban living in the heart of downtown Sarasota at 1350 Main where friendly staff and the walkability factor are key. Step into the perfect blend of style and comfort in this stunning 2-bedroom, 2.5-bath condominium located in the exciting cultural and culinary district of downtown. This sleek residence features a modern design offering an open-concept layout that seamlessly connects the living, dining, and kitchen area. Engineered hardwood floors flow throughout the public space, while expansive windows flood the interior with natural light. The kitchen is equipped with top-of-the-line KitchenAid appliances, high-end finishes, natural stone counters and abundant cabinet space. Retreat to the massive primary suite, featuring a private terrace, a custom walk-in closet, and ensuite bath with a soaking tub, separate walk-in shower and dual sinks. There is plenty of space for a separate sitting area or an office. The well-appointed guest suite also includes its own bath and large walk-in closet ensuring privacy and comfort for visitors. Enjoy resort-style amenities including a heated pool and spa, outdoor grilling area, stylish clubroom, 24-hour concierge service, secured entry, a designated storage unit and deeded parking spaces in the private parking garage. Management and maintenance are exceptional with probably the best maintenance supervisor in all of Sarasota. You can’t ask for a better location – just a short walk to Whole Foods, fine dining, the Opera House, boutique shopping, art galleries, Bayfront Park, and Marina Jack. Urban sophistication, contemporary luxury, and an unbeatable location – this is downtown living at its finest.
Listing Agent: Kim Ogilvie (941-951-6660)
1751 FLOYD ST, SARASOTA, FL 34239
$1,495,000103 Days on yellowkey MLS ID: A4682724
Bed: 4 Bath: 5.0 Liv Area Sq Ft: 2881 Built: 1926 Tax: $512 (2025)Community: Matheneys SubSingle Family
Taxes:$512
Remarks: In the "heart" of the most popular West of Trail neighborhood, step into a rare piece of Sarasota history just a short stroll to Southside Village restaurants and shops, downtown and 2 blocks to Sarasota Memorial Hospital. Behind a classic white picket fence, this 1926 home welcomes you with a generous yard framed by mature landscaping and colorful gardens. A cozy front porch sets the tone for your entrance into timeless architectural details which blend seamlessly with modern updates. Wood floors run throughout the living areas with natural light pouring in through numerous windows. Tall ceilings are complimented by original wood trim. All the details we love in an older home yet with many updates. The main home offers 2,575 sq ft thoughtfully laid out for everyday living and entertaining. The main level features multiple living spaces, separate dining room, a guest bedroom, a dedicated office and laundry room. Upstairs, the spacious owner's suite plus an additional bedroom with ensuite bathroom provide comfort and privacy. The remodeled kitchen is beautifully appointed with granite counters and custom cabinetry AND....a charming 306 sf studio-style guest cottage that has its own entrance and patio. COME SEE THIS BEAUTY, you will LOVE it.
Listing Agent: Barbara May (404-822-9264)
4611 FRUITVILLE RD, SARASOTA, FL 34232
$999,90053 Days on yellowkey MLS ID: A4689166
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1495 Built: 1950 Tax: $5,698 (2025)Community: Acreage & UnrecSingle Family
Taxes:$5,698
Elementary School: Ashton Elementary
Remarks: Three bedroom , 2 bathroom residence sits on this amazing piece of property with just over 1 acre of land! You have frontage on Fruitville road and a 2nd way to access the property from Simmons ave. Great opportunity goes with this amazing location! So much can be done with this zoning or you can just rent out the home for income until you are ready. Owner is agent
Listing is courtesy of: MEADOWS REAL ESTATE SERVICES (941-556-9440)
Listing Agent: Joseph Knight (941-556-9440)
1354 WESTWAY DR, SARASOTA, FL 34236
$3,785,000228 Days on yellowkey MLS ID: A4668129
REDUCED by $200,000 (5.0%) on 05/04/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3364 Built: 1962 Tax: $41,246 (2025)Community: Lido ShoresSpa: YesSingle Family
Taxes:$41,246
Remarks: In the coveted enclave of Lido Shores, a community celebrated for its architectural innovation, this striking modern residence stands as a true work of art by renowned architect Guy Peterson. A symphony of clean lines, open volumes, and coastal serenity, the home captures the very essence of Sarasota’s modernist heritage while embodying an effortless sense of luxury and calm. Walls of glass dissolve boundaries between interior and exterior, flooding every space with natural light and blurring the line between home and horizon. In 2022, a thoughtful transformation elevated both form and function, introducing a new dining area, a versatile family room that doubles as a library, enhanced storage, and a dedicated laundry space, all executed with Peterson’s signature restraint and precision. Outdoors, the living experience unfolds across three distinct retreats, each its own expression of tranquility. A Japanese-inspired front courtyard with a water feature welcomes guests with meditative grace. At the center, a lap pool and heated spa anchor the heart of the home, surrounded by lush gardens, a Wolf outdoor grill, and generous lounge areas ideal for entertaining. A third, private garden extends from the primary suite, offering an intimate sanctuary designed for reflection and repose. Inside, refined simplicity defines every space. The open-concept plan seamlessly connects the main living area, dining room, and gourmet kitchen, outfitted with Wolf and Sub-Zero appliances, custom maple cabinetry, and white quartz surfaces that echo the home’s modern aesthetic. The primary suite, with direct access to its secluded courtyard, features a bespoke closet system and serene ambiance that completes this private retreat. Set within a community offering exclusive access to a private Gulf-front beach, this residence transcends the notion of home. It is an architectural statement, an emblem of modern Sarasota design and a rare opportunity to own a piece of its enduring legacy.
Listing Agent: Joel Schemmel (941-587-4894)
3908 CENTER GATE CIR #27, SARASOTA, FL 34233
$315,000142 Days on yellowkey MLS ID: A4677107
0 Days Off yellowkey (back on 5/4/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1462 Built: 1979Monthly Fee: $475 Tax: $3,442 (2025)Community: Center Gate Village 1Villa
Taxes:$3,442
Remarks: Under contract-accepting backup offers. Are you looking for a move in ready, maintenance free villa that you don't have to renovate, replace floors, rip out carpet, repaint, and drain your bank account? This is the property for you! There isn't much that hasn't been updated, upgraded, redone or replaced in this Center Gate home just south of Bee Ridge in Sarasota. All of the major items have been replaced including: Roof 2023 *** Hurricane Impact Cat 5 Windows, Doors, Steel Garage Door and Sliders 2023 ($45,000) *** Kitchen Appliances all new since 2024 *** LG Washer and Dryer 2025 *** Water Heater 2025 *** Brick Pavers on lanai and Porches 2023 *** Garage Floor Epoxy and Fire Door Added 2024 *** Lanai Ceiling Remodel 2023 *** And wait there is more... Owners also made these upgrades: Garbage Disposal, Kitchen Light and Faucet, Toilets, Bathroom Faucets, Painted Guest Bathroom and Living Room, Most of the Fans and Fixtures in the house, Blackout Drapes, and just had the grout professionally cleaned. Don't bother with these fixer uppers, bring your suitcase, drop it at the house, and head to the beach because you won't be lifting a finger. Center Gate has reasonable fees, a stable budget and reserves, community pool, and fees include cable, lawn maintenance, community pool, and building insurance. You will be hard pressed to find a cleaner property than this one on the market today.
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Cody Craig (941-497-6060)
2115 SHADOW OAKS RD, SARASOTA, FL 34240
$775,000202 Days on yellowkey MLS ID: A4670853
2 Days Off yellowkey (back on 5/4/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2186 Built: 1979 Tax: $6,683 (2025)Community: Shadow OaksSpa: YesSingle Family
Taxes:$6,683
Remarks: Discover this tranquil lifestyle; Imagine coming home at the end of the day to a peaceful retreat with over an acre of land and a private pond. This one-owner two-story pool home is perfectly situated at the end of a quiet cul-de-sac in the heart of Sarasota. This residence offers privacy and charm with tranquil pond views from the backyard and direct water access for kayaking or relaxing by nature. Inside, you'll find three spacious bedrooms and two-and-a-half bathrooms with luxury vinyl plank flooring throughout the main living areas. The inviting family room features a cozy fireplace, while the living and dining room combination creates the ideal setting for entertaining or every day living. The eat-in kitchen provides plenty of space for casual meals with a view of the pool and yard. Recent updates include a NEW AIR CONDITIONING SYSTEM (2025) and IMPACT WINDOWS for peace of mind. The two-car garage includes the laundry area and plumbing already in place for a future half bath that connects conveniently to the pool area; perfect for outdoor gatherings. Step outside to your private screened pool and patio, surrounded by mature trees and lush landscaping, creating a serene outdoor retreat. No CDD or HOA fees, so bring your boat or RV! Only a short drive to Siesta Key, Lakewood Ranch, Downtown Sarasota and located in a top school district; this home blends solid construction, modern comfort, and a quiet cul-de-sac setting for the perfect Florida Lifestyle.
Listing Agent: Angela Adams (941-809-9760)
1350 MAIN ST #PH1600, SARASOTA, FL 34236
$1,895,000236 Days on yellowkey MLS ID: A4666660
1 Days Off yellowkey (back on 5/4/2026)
REDUCED by $100,000 (5.0%) on 04/28/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 2007 Tax: $14,766 (2025)Community: 1350 Main ResidentialCondo
Taxes:$14,766
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Rarely available penthouse on the 16th floor of sought-after 1350 Main in the heart of Downtown Sarasota! This beautiful 3-bedroom, 3-bath corner residence showcases spectacular Bay and city vistas from every room, upscale finishes and craftsmanship, and a wonderful open floor plan. Upon entry to the great room, you will enjoy the open light-filled room with 10' ceiling (only available on the top 3 floors), exquisite built-in, great space to showcase your personal art collection, and large terrace to relax and enjoy the bay breezes. The updated open-concept kitchen features stainless appliances including a high-end Thermador Professional-style gas range with 6-burner cooktop, 2 electric ovens, large center island, solid wood cabinetry, beautiful stone counters, and walk-in pantry. The split plan design boasts 3 spacious en-suite bedrooms including the primary bedroom with private terrace, custom walk-in closet and updated luxurious en-suite bath. Beautiful, engineered hardwood and ceramic tile floors throughout. 1350 Main is known for its great location, 24-hour concierge and on-site manager, secure entry, pet friendly building, and wonderful amenities including heated resort style pool and spa, recreation deck with gas grill, fire pit, herb garden, fitness center, steam rooms, guest suite, catering kitchen, social and conference/business rooms, electric car charging stations, and water softener/filtration in the entire building. The premier Downtown Sarasota address is perfect for proximity to all the cultural venues, art galleries, boutiques, Saturday farmers market, festivals, great restaurants, and proximity to the #1 Siesta Key Beach, Lido, and Longboat Keys.
Listing Agent: Lenore Treiman (941-356-9642)
1821 LINCOLN DR, SARASOTA, FL 34236
$5,425,000194 Days on yellowkey MLS ID: A4669453
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3906 Built: 2026 Tax: $4,417 (2024)Community: Avondale RepSpa: YesSingle Family
Taxes:$4,417
Remarks: Under Construction. This exceptional, boater’s residence is ideally positioned on Hudson Bayou, designed to impress at every turn. Showcasing the very best of Sarasota’s waterfront lifestyle, the property features outstanding boating amenities, including 80 feet of new concrete seawall and cap, a private dock with lift and davit, and convenient bay and Gulf access beneath two fixed bridges. Spanning 3,906 square feet, the “Callie” model blends modern elegance with effortless livability. From the moment you arrive at 1821 Lincoln Drive, handcrafted iron doors open to a dramatic foyer with soaring ceilings and a striking open staircase. Beyond, captivating sightlines lead through the home to the sparkling pool, lush landscaping, and tranquil bayou. Light-filled interiors highlight refined finishes and distinctive architectural details. The great room, complete with an entertainment wall and formal dining area, is enhanced by a full wall of pocketing glass doors that seamlessly connect indoor and outdoor living spaces. The outdoor retreat is equally impressive, featuring a heated saltwater pool and spa, a covered cooking area, dining space, and additional screened seating—perfect for both lively gatherings and peaceful relaxation. At the heart of the home, the sleek island kitchen boasts high-end appliances, quartz countertops, solid wood cabinetry, and a butler’s pantry. The expansive primary suite occupies the full depth of the home, offering a private sanctuary with a dedicated study, oversized walk-in closet, and a luxurious bath with a freestanding soaking tub and glass-enclosed shower. Additional highlights include a downstairs bonus room with pool bath, a secluded guest suite with private bath, and a planned elevator shaft for easy access to the upper level, where additional ensuite bedrooms and a game room await. Located in the historic Avondale neighborhood, just south of downtown Sarasota, this home is surrounded by majestic, tree-lined streets and multi-million-dollar estates. It also lies within the highly regarded Southside School District, known for its exceptional academic offerings. Combining a prime waterfront location, state-of-the-art features, and impeccable design, this residence represents a rare opportunity. Crafted by the award-winning team at Allegra Homes, it stands as a statement of refined living and a lasting investment for the discerning buyer.
Listing is courtesy of: GRECO REAL ESTATE (941-685-0449)
Listing Agent: Karen Greco (941-504-6927)
6234 MIDNIGHT PASS RD #307, SARASOTA, FL 34242
$1,100,00030 Days on yellowkey MLS ID: A4692040
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1979 Tax: $9,703 (2025)Community: Siesta Dunes BeachCondo
Taxes:$9,703
Remarks: Siesta Key offer this Two Bedroom, Two Bath home with Full Views of the Gulf of Mexico. Turnkey furnished. Carport and storage closet. Screened lanai. Weekly rental can give you extra income. Both bedrooms have walk-in closets. Impact windows. You can enjoy the beach chairs and lounges on the famous "White Sand Beach", Gulf front circular pool that is the centerpiece of the community. On-site management. This centrally located community is near shopping and restaurants. It is a short trolley ride to Siesta Key Village.
Listing Agent: Marlene Marshall (941-539-8850)
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