Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
2586 TAMI SOLA ST, SARASOTA, FL 34237
$445,000143 Days on yellowkey MLS ID: A4679191
1 Days Off yellowkey (back on 5/2/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1314 Built: 1947 Tax: $5,836 (2025)Community: Avon Heights 2Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,836
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 3-bedroom, 2-bathroom home ideally positioned on a spacious corner lot just blocks from Arlington Park featuring a RARE assumable VA mortgage at an incredibly low rate of 2.875%. Inside, you’ll find an inviting open floor plan with luxury vinyl plank flooring throughout and thoughtfully renovated kitchen and bathrooms designed for modern living. Major updates have already been completed for peace of mind, including a newer roof (2019), A/C (2022), and a brand-new 200-amp electrical panel (2025). Step outside to enjoy the spacious, fully fenced backyard—perfect for entertaining or relaxing—with a large wooden deck and paver patio complete with a cozy fire pit. Location truly sets this home apart. Perfectly situated to enjoy the best of Sarasota living, you’re just minutes from the vibrant energy of Downtown Sarasota, the shopping and dining of St. Armands Circle, and the beautiful shores of Lido Beach and Siesta Key. The charm of Pinecraft is also just a short drive away. Enjoy exceptional convenience with Sarasota Memorial Hospital less than half a mile away, easy interstate access within minutes, and public transportation nearby. You’ll also love being within close proximity to Arlington Park and the Sarasota YMCA. With established rental history, this home also presents an excellent opportunity for investors seeking a property in a highly desirable location. Whether you’re searching for a primary residence, seasonal retreat, or income-producing investment, this home offers the ideal combination of updates, location, and lifestyle. Schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Ashley Wallace (941-302-2586)
3337 SPRING MILL CIR, SARASOTA, FL 34239
$489,000319 Days on yellowkey MLS ID: A4660789
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1989 Built: 1971Monthly Fee: $8 Tax: $3,196 (2024)Community: Village Green Club EstatesSingle Family
Taxes:$3,196
Elementary School: Wilkinson Elementary
Tax Year: 2024
Remarks: Price Reduced! Beautifully Updated GOLF COURSE Frontage Home with the ABSOLUTE BEST LOT and BEST Panoramic PRIVATE NATURE GOLF COURSE VIEWS in all of Village Green Club Estates! This Lovely HOME FEATURES: 3 Bedrooms, 2 Baths, 3rd Bedroom makes a perfect Den/Flex Room, Master Suite w/Updated Private Bath w/Granite Counters, Walk-in Closet w/Built-ins plus Slider to Covered Lanai, Open Living Room w/Gorgeous Private Panoramic Golf Course Views, Formal Dining Area, Family Room Area, Updated Kitchen w/Granite Counters and Eating Bar, Stainless Appliances, Pantry Closet; Breakfast Nook w/Slider to Screened Lanai, Updated Hall Bath w/Tub and Granite Counters, HUGE Laundry Room Large Enough to be Used as an Office, House Re-Plumb, Updated w/Windows w/Hurricane Shutters, (2007) Roof, (2022-2023) AC and Hot-Water Heater, Porcelain Tile in all areas except the Master Suite and One Guest Bedroom, Oversized 2 Car Garage, Private Paver Patio Shaded by a Majestic Oak Tree and Designer Landscaping w/Irrigation. COMMUNITY FEATURES: Golf Clubhouse is Close-by. NO CDD Fees plus SUPER Low $100 Annual HOA Fees! This is a Fabulous Location close to Everything - Publix Grocery Store, Walmart, Walgreens, Starbucks, Legacy Bike Trail, Downtown Sarasota Restaurants, I-75, UTC Mall and the Siesta Key Beaches!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Anne Thomas, Pa (941-993-7700)
3217 TEAL AVE, SARASOTA, FL 34232
$319,900116 Days on yellowkey MLS ID: A4682931
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1096 Built: 1956 Tax: $2,238 (2025)Community: Sarasota SpringsSpa: NoSingle Family
Taxes:$2,238
Elementary School: Brentwood Elementary
Middle School: McIntosh Middle
Remarks: Welcome to your move-in-ready Sarasota home offering easy, low-maintenance living with terrazzo flooring throughout and a bright Florida room that adds flexible space for dining, lounging, or work-from-home needs! A newer roof and other upgrades await! A spacious backyard provides room to relax or customize to your vision. Centrally located near shopping, dining, Downtown Sarasota, and top rated beaches, this property is an excellent option for an income-producing rental, a first-time homebuyer, or someone looking to downsize without sacrificing comfort or convenience. Call to schedule a time to see this fantastic property for yourself! **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)
1269 SIESTA BAYSIDE DR #1269C, SARASOTA, FL 34242
$719,00051 Days on yellowkey MLS ID: A4690832
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1280 Built: 1988Monthly Fee: $1,647 Tax: $7,639 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$7,639
Elementary School: Phillippi Shores Elementary
Remarks: A first-floor 2-bedroom, 2-bath residence in Gulf and Bay Club Bayside with no unit above, offering added privacy and direct access. An optional second garage is available for purchase under a separate bill of sale. Located on Siesta Key, an eight-mile barrier island consistently recognized among the top beach destinations in the United States and globally, Siesta Beach has been ranked the #1 beach in the United States and #4 in the world by Tripadvisor’s Travelers’ Choice Awards and has also been included on Travel + Leisure’s list of the World’s 50 Best Beaches as the top-ranked beach in the U.S. This unit offers 1,280 square feet and is being sold turnkey furnished. The interior has been recently updated and includes a kitchen with new appliances. Luxury vinyl flooring runs throughout the main living areas and the lanai, with tile flooring in the bathrooms and kitchen. The layout provides functional living space suitable for full-time use, seasonal occupancy, or rental use. A full-size washer and dryer are located within the unit. The living area opens to views of a protected nature preserve. The community allows weekly rentals, providing income potential. The property was not impacted by recent hurricanes. Ownership includes one private garage, with a second garage available for purchase under a separate bill of sale. Residents have private beach access to Siesta Key’s shoreline, known for its quartz sand and calm Gulf waters, along with community amenities including two pools, tennis courts, and a gated entrance with on-site management. This property may be used as a primary residence, seasonal property, or income-producing rental.
Listing Agent: Tiffany Nisbet (941-809-0889)
361 S BLVD OF THE PRESIDENTS, SARASOTA, FL 34236
$12,500,00067 Days on yellowkey MLS ID: A4689343
Bed: 6 Bath: 6.5 Gar: 4 Liv Area Sq Ft: 7037 Built: 1997 Tax: $53,773 (2025)Community: Lido Beach Div BSpa: YesSingle Family
Taxes:$53,773
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: A stunning, fully reimagined coastal residence where elevated design meets modern functionality. Rebuilt to the studs and thoughtfully curated throughout, this expansive home showcases exceptional craftsmanship, custom finishes, and seamless indoor-outdoor living—all in a premier location just moments from the pristine Gulf beaches and the world-class shopping and dining of St. Armands Circle. Inside, light-filled interiors feature level 5 smooth walls, engineered hardwood floors, custom coffered ceilings, and extensive crown molding. The main living areas are anchored by two striking gas fireplaces with imported designer tile, while bifold and accordion glass doors open to expansive terraces, creating effortless flow for entertaining. The chef’s kitchen is a true showpiece with leathered granite countertops, a large island with bar seating, and top-tier appliances including a Wolf 6-burner gas range, Sub-Zero refrigerator, Miele built-in coffee system, dual dishwashers, and JennAir convection/steam oven. Custom cabinetry and a walk-in pantry complete the space. Designed for both relaxation and entertaining, the home features a private movie theater with Sony projection, B&W surround sound, and Octane seating, along with a game room, multiple office spaces, wet bar, and a 72-bottle wine display. The primary suite offers a private retreat with terrace access, tray ceiling, and a spa-like bath with marble floors, soaking tub, dual vanities, and a walk-in shower. Upstairs bedrooms feature ensuite or Jack-and-Jill baths. Smart features include electric shades, Sonos audio & Lutron Homeworks, central vacuum, and elevator access. Outdoor living shines with a resort-style saltwater pool and spa, waterfall, sun shelf, and integrated audio. The main terrace includes a gas grill, beverage fridge, beer tap, and firepit, with additional upper-level terraces & spectacular water views from every level. Boaters will appreciate the private dock with a 10,000 lb lift, dual jet ski lifts, and the rare ability to accommodate a 64-foot yacht. Additional highlights include impact windows and doors, Tesla charger, epoxy garage floors, and tankless water heaters. This exceptional property blends luxury, technology, and coastal living just moments from the best of Sarasota.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kim Ogilvie (941-951-6660)
5830 MIDNIGHT PASS RD #61, SARASOTA, FL 34242
$598,000207 Days on yellowkey MLS ID: A4672481
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $3,746 (2025)Community: Jamaica RoyaleCondo
Taxes:$3,746
Remarks: Welcome to a place where mornings begin with the sound of gentle waves and evenings settle into sunsets that linger long after the sky fades. This ground-level villa places you within steps of the Gulf in one of Siesta Key’s most cherished beachfront communities. The interior of this home has been completely transformed with a full remodel, bringing a fresh, modern feel to every room. This renovation was done with both comfort and longevity in mind, creating a space that is truly ready for its next chapter with a new owner. Updates include state-of -the art impact resistant doors and windows, a re-imagined kitchen with new lower cabinets and granite countertops, an upgraded primary bathroom, new base trim and interior doors, and all-new furniture and appliances, including a new dishwasher, refrigerator, washer, dryer, AC, and water heater. Jamaica Royale is known for its private white-sand beach, three heated pools, serene garden pathways, and welcoming coastal atmosphere. Not only do residents enjoy true maintenance-free living in Jamaica Royal, but cable, internet, water, and sewer are also included in association dues. The convenience continues with optional in-house rental management, allowing owners to easily generate income when they are away while keeping their home professionally cared for. Everything you need is within easy reach, yet every moment here feels like a getaway. Spend your days stretched out on the sand in a private cabana, making new friends while wandering the shoreline at sunset, or grilling up the day's fresh catch on the beachside BBQ. Then, when it's time for venturing out, public transportation makes it easy to head to downtown Sarasota, Gulf Gate, or Siesta Village for dining, music, and local coastal charm. If you have been waiting for the perfect home by the beach, that has already been beautifully updated and offers the full island lifestyle, this villa is the one. Schedule your private showing and experience what makes Jamaica Royale such a special place to call home. A 1% RATE BUY-DOWN IS AVAILABLE TO QUALIFIED BUYERS WHO WORK WITH THE SELLER'S PREFERRED LENDER.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Domanic Calamese (941-914-0038)
464 GOLDEN GATE PT #703, SARASOTA, FL 34236
$3,995,00099 Days on yellowkey MLS ID: A4685865
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3490 Built: 2006 Tax: $37,084 (2025)Community: La BellasaraSpa: NoCondo
Taxes:$37,084
Remarks: Commanding breathtaking panoramas of Sarasota Bay, the downtown skyline, and the barrier islands beyond, this exceptional 3-bedroom, 4.5-bath residence at La Bellasara enjoys a rare 7th-floor vantage point on coveted Golden Gate Point. Encompassing over 3,490 square feet and finished with neutral marble floors throughout, the residence lives like a private waterfront home—blending expansive interiors, refined design, and effortless access to the heart of downtown Sarasota. The primary suite is a true retreat, distinguished by two completely separate his-and-hers bathrooms, offering an uncommon level of space and privacy. A private elevator opens to an elegant entry foyer, setting the tone for interiors defined by high ceilings, crown molding, and a light, coastal palette. Walls of glass frame sweeping water and city views while filling the open-concept living and dining areas with natural light. The spacious great room flows seamlessly to expansive bayfront terraces, creating an ideal setting for both entertaining and everyday living. The gourmet kitchen is thoughtfully appointed with a large center island, breakfast bar, custom cabinetry, and premium appliances including a 6-burner Dacor gas range, Sub-Zero refrigeration, Wolf oven and warming drawer (new in 2025), and convection microwave. Designed to connect effortlessly with the main living areas, it offers both function and style for casual dining or hosting. The primary suite enjoys direct terrace access along with dual walk-in closets and the rare distinction of two separate full bathrooms, creating a true private retreat. Two additional guest suites, each with en-suite baths and access to private terraces, provide comfort and privacy for family and visitors alike. Outdoor living is equally compelling, with multiple terraces that capture panoramic bay and skyline views. A summer kitchen and built-in gas grill enhance the experience, offering the perfect backdrop for sunset gatherings or quiet evenings overlooking the water. La Bellasara is an intimate, gated waterfront community of just 28 residences, offering the privacy of a single-family home with the ease of luxury condominium living. Residents enjoy a full suite of amenities including concierge services, a bayfront heated pool and spa, fitness center, theater and social rooms, and a courtesy day dock. Each residence includes a private two-car garage, and specific to this residence a deeded boat slip. Ideally located just moments from downtown Sarasota, St. Armands Circle, and the area’s renowned beaches, this is a rare opportunity to enjoy refined waterfront living in one of Sarasota’s most sought-after bayfront communities.
516 LAUREL PARK DR, SARASOTA, FL 34236
$775,000157 Days on yellowkey MLS ID: A4677304
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2451 Built: 2019Monthly Fee: $522 Tax: $9,513 (2025)Community: Enclave/Laurel Park RepTownhouse
Taxes:$9,513
Remarks: One or more photo(s) has been virtually staged. Experience the ultimate urban oasis in this impressive downtown townhouse, where luxury meets convenience in a vibrant neighborhood just steps away from the best that Sarasota has to offer! This exceptional property features a private elevator connecting every level, ensuring effortless access throughout the spacious interior. This multi-level townhome maintains a minimal urban footprint without sacrificing comfort. This single-family residence boasts nearly 2,500 square feet. It features 3 bedrooms, 3.5 baths, a home office, and ample storage on every floor, all designed with functionality in mind. A gated entrance defines your green space, featuring paver bricks, lovely landscaping, and a covered front porch. The foyer features a climate-controlled flex room for storing all your things, along with ground-level access to the attached two-car garage. As you proceed to the main level, you’ll discover an open floor plan with a convenient half bath and combined living and dining areas, next to a beautiful kitchen. It boasts quartz countertops that complement the white raised-panel cabinetry, which is accented by a herringbone-patterned backsplash illuminated with task lighting. A center island features an induction cooktop, a retractable hood vent that effectively removes smoke and odors, and breakfast bar seating. Additionally, a stainless-steel apron sink is paired with modern, high-quality appliances. Two distinct balconies offer park views to the east and city vistas to the west, each accessed through sliding glass doors. The owner's floor includes an en-suite bath, a generously sized walk-in closet, and an additional balcony. The luxurious bathroom boasts quartz countertops, furniture-quality cabinetry, double sinks, tile, and a spa-like shower with a glass-front enclosure, an overhead rainfall showerhead, and a secondary nozzle. Nearby, you’ll find a home office with its own balcony, as well as a dry bar complete with a beverage refrigerator. Additionally, this floor offers a well-appointed laundry room. Warm hardwood flooring spans three levels, leading to inviting neutral carpeting on the top floor. Explore two stunning bedroom en-suites, each boasting balconies, spacious walk-in closets, and elegant herringbone tiled baths. One features a sleek shower, while the other invites relaxation with a lovely tub-shower combo! For added peace of mind, the property features hurricane-rated windows and doors. With its advanced smart home features, this townhouse not only offers comfort and luxury but also convenience at your fingertips. The Enclave is in Laurel Park, a historic neighborhood in Sarasota. It offers a vibrant metropolitan lifestyle just west of the trail, situated across the street from Payne Park. This county-maintained venue features tennis courts, a skate park, a café, an amphitheater, cycling paths, disc golf, picnic tables, a playground, and a water feature. City sidewalks along Laurel Street stroll to the epicenter of Downtown Sarasota. You can visit the famous Farmers Market to explore fresh local produce on the weekend, and head to the Bayfront to launch your kayak for a day on the water. This area offers plenty of options for entertainment, dining, and shopping. Additionally, it provides access to Legacy Trail, which features miles of biking opportunities. Sarasota Memorial Hospital and Morton’s Market Plaza are only a few blocks away. Plus, you’ll find the world-renowned sugar-sand beaches of Siesta Key nearby!
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
1770 BENJAMIN FRANKLIN DR #206, SARASOTA, FL 34236
$650,000115 Days on yellowkey MLS ID: A4683120
REDUCED by $100,000 (13.3%) on 04/30/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1211 Built: 1970 Tax: $7,157 (2025)Community: Lido Harbour TowersCondo
Taxes:$7,157
Remarks: One or more photo(s) has been virtually staged. Experience the ultimate in coastal living at Lido Harbor Towers—your beachfront escape directly on the Gulf of Mexico. Enjoy South Lido’s powdery sands, laid-back luxury, and a tranquil atmosphere with immediate access to the shoreline. Plus, you’re just moments from the vibrant shops and restaurants of St. Armands Circle, making premier dining and shopping always within easy reach. This spacious 2-bedroom, 2-bath, 1,280-square-foot residence is offered turnkey furnished in relaxed island style. Hand-painted artisan touches infuse every space with authentic character, while tranquil surroundings set the tone for effortless beachside living, and impact-rated windows and sliding glass doors provide peace of mind—delivering durability, comfort, and style. Relax on your fully enclosed balcony, where the sunrise colors the sky over South Lido Park and Preserve, and gentle breezes complete peaceful sunsets over subtle Gulf views. Thoughtful touches enhance every corner of this residence, from ceramic tile flooring and classic plantation shutters to mirrored walls, space-saving pocket doors, and abundant closet space, including a cedar-lined option. The eat-in kitchen blends function and style, featuring crisp white raised-panel cabinetry with glass display shelving and a coordinating tiled backsplash. A custom ceiling and modern stainless-steel appliances bring a fresh update to the space, while a closet pantry adds valuable storage. Bright walls infuse a lively atmosphere, and a convenient pass-through seamlessly connects the kitchen to the main living area for easy entertaining. The great room has dedicated living and dining spaces that open effortlessly to the balcony, adding nearly 100 square feet of indoor-outdoor living for relaxed gatherings or quiet moments by the coast. The Gulf-side primary bedroom is a bright retreat, featuring an ensuite bath, dual double closets, and custom tilework inspired by the colors of a beach sunset. Designer ceiling fan, sun-kissed walls in cheerful tones, and direct balcony access through sliding glass doors complete this inviting sanctuary. Completing the interior is a comfortable secondary bedroom with a walk-in closet and a guest bath adorned in the same uplifting finishes found throughout the home. Generous closet space offers versatility to meet your needs, with the option to incorporate a private laundry for added comfort and convenience. The residence also includes deeded storage and assigned one-car garage parking. Lido Harbor Towers is nestled directly on the sands of Lido Key, just south of the Ritz Carlton Beach Club. Wake each day to the fresh scent of sea air and enjoy sun-soaked moments by the seaside pool, expansive sun deck, and direct beach access. This charming high-rise features inviting amenities, including a club room with a full kitchen for gatherings, a beautifully renovated lobby, common fourth-floor laundry, BBQ area, bike and kayak storage, guest parking, and lush tropical landscaping with paver brick pathways. Ideally situated at the coveted south end of Lido Key, you’re moments from both the Gulf of Mexico and the tranquil bay waters of Ted Sperling Park—a 100-acre haven cherished by boaters, kayakers, and fishing enthusiasts alike. Lido Beach awaits with its white sugar sands and azure tides, while the energy of downtown Sarasota is only minutes away. At Lido Harbor Towers, every day feels like a vacation getaway.
1001 BENJAMIN FRANKLIN DR #201, SARASOTA, FL 34236
$700,000166 Days on yellowkey MLS ID: A4676690
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1293 Built: 1980 Tax: $8,455 (2025)Community: Lido TowersCondo
Taxes:$8,455
Remarks: Corner Unit 201 at Lido Towers is the kind of Lido Key opportunity that doesn’t come along often—easy, coastal living with flexible rental options when you want them. Located on the Northwest side of the building, this residence captures refreshing Gulf breezes and beautiful natural light, with windows on two sides that keep the space feeling open and bright all day long. The 2023 remodeled kitchen is a standout, featuring an enlarged opening to the dining room that instantly improves flow for entertaining and everyday living. The great room and eat-in kitchen connect seamlessly to a screened wrap-around balcony that adds approximately 215 sq. ft. of outdoor living space—maintained by the association, so your time is spent enjoying Lido, not working on it. And then there’s the lifestyle piece that matters most: private beach access directly across the street—a true owners-and-guests-only oasis where you can slip away for sunrise walks, afternoon reads under the Palm Trees, and those classic Sarasota sunset strolls without the public crowds. Lido Towers offers a heated pool, whirlpool, outdoor grills, north and south elevators, and a 5' x 6' storage locker on your floor for personal use. Both bedrooms have private bathroom access, and both baths feature newer cabinets and fixtures. Major updates add peace of mind with a new A/C (Dec. 2025), new roof, and recently updated elevators and entryways. The building is pet- and rental-friendly, and Unit 201 has strong rental history with approximately $14,000 in rental income and existing reservations already in place for 2026 February - March. Condo dues are $997 and include water—a real value on Lido Key. If you’ve been waiting for a smart way to own on the Key—enjoy it now, rent it when you want, and keep it simple—this is your moment to stake your claim and start living the Lido life.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Camille Buck (941-894-4771)
3424 OLD OAK DR, SARASOTA, FL 34239
$1,095,00081 Days on yellowkey MLS ID: A4688216
REDUCED by $100,000 (8.4%) on 04/28/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1368 Built: 1953 Tax: $10,828 (2025)Community: Shoreland WoodsSpa: NoSingle Family
Taxes:$10,828
Remarks: Craving a low-maintenance, island-inspired lifestyle just moments from sparkling open water, world-famous beaches, and Sarasota’s most coveted destinations? This quaint Florida bungalow located in west of trail delivers the perfect blend of charm, location, and effortless living—just minutes to Siesta Key and steps from the coastal lifestyle you’ve been dreaming of. Tucked away in one of Sarasota’s most desirable “West of the Trail” neighborhoods, 3424 Old Oak Dr has been thoughtfully redesigned to preserve its original character while introducing timeless, modern updates. From the moment you arrive, the lush tropical landscaping, winding garden paths, and private courtyard-style entry create a warm, inviting ambiance that feels like your own hidden oasis. Inside, the home showcases a light-filled, airy design highlighted by vaulted wood-beam ceilings, soft coastal tones, and an open-concept layout that seamlessly blends comfort and style. The beautifully updated kitchen features granite countertops, open shelving, stainless steel appliances, and designer finishes, creating a space that is both functional and visually stunning. The living area centers around a charming wood-burning fireplace, adding warmth and character, while French doors invite natural light and connect indoor and outdoor living spaces effortlessly. The home offers flexible living spaces ideal for a primary residence, seasonal retreat, or income-producing property. Each room reflects a curated, coastal aesthetic with tasteful updates while maintaining the home’s unique bungalow charm. Step outside to your private backyard sanctuary, where a screened-in heated pool is surrounded by mature tropical landscaping, creating a serene and secluded environment perfect for relaxing or entertaining. An outdoor shower adds to the coastal lifestyle experience, while multiple seating areas and garden spaces enhance the home’s tranquil, resort-like feel. Located just minutes from Siesta Key Beach, Southside Village, downtown Sarasota, Sarasota Memorial Hospital, and top-rated dining and shopping, this home offers unmatched convenience paired with a laid-back coastal lifestyle. Rarely does a property combine location, charm, income potential, and lifestyle so seamlessly. This is your opportunity to own a truly special Sarasota bungalow where every day feels like a vacation.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Adnan Dedic (941-726-2917)
1001 BENJAMIN FRANKLIN DR #511, SARASOTA, FL 34236
$499,000467 Days on yellowkey MLS ID: A4643855
REDUCED by $36,000 (6.7%) on 04/28/2026
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1980 Tax: $5,166 (2024)Community: Lido TowersCondo
Taxes:$5,166
Remarks: Welcome to Your Beach Retreat at Lido Towers where luxury meets laid-back coastal living on the stunning shores of Lido Key. Lido Towers was built on a raised foundation — the only condo on Lido never to experience flooding This beautifully updated turnkey-furnished condo offers an exclusive gated beach access directly across the street on the north side of Lido Surf and Sand. Step inside to discover a bright, open-concept floor plan designed with coastal elegance in mind. NEW WINDOWS and SLIDERS April 2026 and 2023 renovated kitchen features sleek modern finishes, quartz, while light-toned flooring enhances the airy, beachy feel throughout the unit. The spacious primary suite offers a fully updated en-suite bathroom with contemporary fixtures, and an additional updated half bath adds convenience for guests. Relax and unwind on your private south-facing balcony, perfect for soaking in the Florida sunshine. Additional highlights include AC installed in 2024, Pet-friendly building, New Roof, New carports, plus ample guest, and second-vehicle parking, lots of storage and bicycle parking. There is Laundry facilities on every floor. Exceptional Amenities: Enjoy the newly updated heated pool, jacuzzi spa, and expansive sunset deck with lounge chairs, umbrellas, and poolside tables. Host gatherings in the club room, complete with kitchen, seating, and BBQ. Fully funded updates to lobby, clubhouse, balconies, elevators, and new fitness equipment coming in 2026. Investment Opportunity: One of the few rental-friendly buildings on Lido Key, Lido Towers allows monthly rentals up to 12 times per year — an income-generating opportunity made even easier with an on-site rental agent. Peace of Mind Comes Standard: Milestone inspections completed, Fully funded reserves, No upcoming assessments. Location, Location, Lifestyle: Steps from Ted Sperling Park for kayaking, paddle boarding, and exploring lush mangrove forests. A short stroll to St. Armands Circle for shopping, dining, and art. Free trolley stops in front of building to downtown Sarasota for world-class dining and entertainment. Don’t miss this rare opportunity to own a slice of paradise in one of Lido Key’s most desirable communities.
Listing Agent: Maureen Doherty (941-993-3159)
1824 WEBBER ST, SARASOTA, FL 34239
$650,00054 Days on yellowkey MLS ID: A4691535
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 1680 Built: 1968 Tax: $7,613 (2025)Community: Poinsettia Park 2Half Duplex
Taxes:$7,613
Remarks: Investor / Builder Alert! Exceptional WEST OF TRAIL opportunity in one of Sarasota’s desirable neighborhoods, Poinsettia Park. Located just steps from top-rated Southside Elementary School, this property offers incredible potential for redevelopment. The existing structure is a grandfathered duplex that is in very poor condition and best suited for teardown. The true value lies in the land — a 50’ x 118’ lot ideally positioned for a stunning new custom home. Enjoy a highly sought-after location just minutes to the shops and dining of Southside Village, the world-renowned beaches of Siesta Key, and the vibrant arts, dining, and waterfront lifestyle of Downtown Sarasota. Whether you’re a builder, investor, or end user looking to create a dream home, this is a rare chance to build new in an established, high-demand area surrounded by luxury properties. Opportunities like this are becoming increasingly scarce—don’t miss your chance to capitalize on this premium location!
Listing Agent: Ryan Carson (941-685-2879)
1394 HARBOR DR, SARASOTA, FL 34239
$7,750,000127 Days on yellowkey MLS ID: A4682309
REDUCED by $500,000 (6.1%) on 04/21/2026
Bed: 4 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5913 Built: 2004 Tax: $48,224 (2025)Community: Harbor AcresSpa: YesSingle Family
Taxes:$48,224
Remarks: Presenting a distinguished waterfront estate located in Sarasota’s premier bayfront community, Harbor Acres, widely regarded as the city’s most coveted neighborhood. Perfectly situated on a protected deep-water boat basin, this property offers immediate access to Sarasota Bay with the added benefit of a boat dock and lift on calm waters-ideal for larger vessels. With prized southern rear exposure, the home is bathed in natural light throughout the day, while capturing glowing sunsets across the water — a rare and highly desirable feature for waterfront living. The thoughtfully designed 4-bedroom, 6 bath floor plan offers exceptional flexibility and privacy, with distinct guest wings that function almost as private suites — ideal for hosting extended family, visiting friends, or even live-in arrangements without sacrificing personal space. The seamless flow between formal and casual living areas makes the home equally suited for elegant entertaining or relaxed everyday living. At the heart of the home, the chef’s kitchen features beautiful quartz countertops, island, abundant cabinetry, and premium appliances, opening effortlessly to the family room and outdoor living areas. A striking double-sided gas fireplace creates ambiance between key gathering spaces, enhancing both intimate evenings and larger gatherings. Enjoy the rare luxury of choosing between two primary suites. Both primary suites are serene retreats offering generous proportions, tranquil water views, and a spacious walk-in closets with custom built-ins designed for optimal organization. The spa-inspired baths provides a luxurious escape at the end of the day. Outdoor living is where this property truly shines. A fully equipped summer kitchen anchors the covered lanai, creating the perfect setting for waterfront dining and entertaining. The infinity edge pool, spa and outdoor lounge areas overlook the wide boat basin, where you can watch dolphins pass and boats glide by — all from the comfort of your own backyard.
1185 S SHADE AVE, SARASOTA, FL 34237
$849,00090 Days on yellowkey MLS ID: N6143460
REDUCED by $25,900 (3.0%) on 04/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1956 Built: 1949 Tax: $7,776 (2025)Community: Avon HeightsSpa: NoSingle Family
Taxes:$7,776
Remarks: 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.
Listing is courtesy of: CORNERSTONE R.E OF SW FL (941-404-4620)
Listing Agent: Erik Dunigan (941-441-5253)
3360 HIGEL AVE, SARASOTA, FL 34242
$1,549,000129 Days on yellowkey MLS ID: A4682008
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2006 Built: 1960 Tax: $13,348 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$13,348
Remarks: Welcome to the home you've been waiting for! Your opportunity to own a fully updated island retreat pool home on world-famous Siesta Key. Imagine waking up minutes from powdery white quartz sand beaches, spending your afternoons poolside under the Florida sun, and ending your evenings with sunset walks along the water. This four-bedroom, three-bathroom home offers the flexibility, comfort, and lifestyle today’s buyers are looking for — whether as your primary residence, second home, or income-producing weekly rental. Inside, the home has been completely updated and thoughtfully designed for modern coastal living. With three separate living room areas, there is space for everyone to gather, relax, and spread out comfortably. Whether hosting friends, accommodating extended family, or welcoming vacation guests, the multiple living spaces provide both connection and privacy — a rare and valuable feature in Siesta Key homes. Natural light fills the interiors, creating a bright and inviting atmosphere that reflects the relaxed elegance of island life. Step outside to your new private pool and expansive outdoor living space designed for year-round enjoyment. Lounge poolside with morning coffee, host dinners, or unwind after a day at the beach. The seamless indoor-outdoor flow captures what Siesta Key living is all about. One of the most compelling features of this property is the one-week minimum rental allowance — a highly sought-after benefit on Siesta Key. Weekly rental flexibility allows you to generate strong short-term rental income while still enjoying personal time in your island home. With Siesta Key consistently ranked among the top beaches in the world, demand for updated weekly rental properties remains strong throughout the year. Residents of this neighborhood also enjoy private access to a beach area on the Pass — a peaceful waterfront setting perfect for sunset strolls, kayaking, paddle boarding, fishing, or simply relaxing away from the main beach crowds. Located just minutes from Siesta Key Village, you are close to dining, boutique shopping, live music, and vibrant island culture. Downtown Sarasota, marinas, golf courses, and Sarasota-Bradenton International Airport are all within easy reach. Whether you are searching for your own Siesta Key escape, a turnkey beach home with a pool, or a high-performing weekly rental investment in Sarasota, 3360 Higel Avenue offers the rare combination of lifestyle, flexibility, and location in one of Florida’s most coveted coastal communities.
Listing Agent: Natalie Gutwein (941-993-2660)
1253 N BASIN LN, SARASOTA, FL 34242
$3,295,000248 Days on yellowkey MLS ID: A4668457
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3464 Built: 1971Monthly Fee: $450 Tax: $42,282 (2024)Community: Siesta Properties IncSpa: YesSingle Family
Taxes:$42,282
Remarks: One or more photo(s) has been virtually staged. This exquisitely reimagined waterfront estate embodies modern luxury and serene exclusivity, offering 174 feet of prime waterfrontage in the prestigious Sanderling Club on Siesta Key. On a lush, nearly half-acre parcel, the residence enjoys a southern orientation, where panoramic views of a bridgeless bay unfold through walls of glass. A backdrop of meticulously landscaped greenery ensures privacy, all just near the water’s edge. At the heart of the home lies a state-of-the-art culinary haven. The chef’s kitchen is equipped with premium Wolf and Sub-Zero appliances, including a gas range and integrated espresso system, set within rich Merillat solid-wood cabinetry and dual islands designed for function and entertaining. Flowing seamlessly into the sunlit living and dining areas, the open-plan design creates an effortless connection between indoors and out. The living space extends gracefully to a sophisticated entertainment patio, where a firelit lounge, sparkling pool and fully appointed outdoor kitchen echo the refinement found within. The primary suite offers a tranquil retreat, framed by a garden and oak vista, and complemented by a spa-inspired bath featuring a deep soaking tub, dual vanities, and indoor and outdoor showers. An adjoining office doubles as a guest suite, while additional en-suite accommodations ensure privacy and comfort for visitors. Modern conveniences and peace of mind abound such as remote-controlled wrought-iron gates, impact-resistant windows and doors, whole-house water treatment, advanced smart-home systems, new roof, backup generator and environmentally conscious amenities, including a 500-gallon propane supply and integrated mosquito-repellent system. As a resident of Sanderling Club, you’ll enjoy access to a private beach, boat slips, tennis courts, clubhouse and 24-hour security, an unrivaled blend of leisure, privacy and coastal sophistication. This residence has been meticulously curated for those who seek the ultimate fusion of luxury and tranquility, an invitation to a lifestyle defined by elegance, ease and timeless waterfront living.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Louis Wery (941-232-3001)
6154 MIDNIGHT PASS RD #A-3, SARASOTA, FL 34242
$619,00071 Days on yellowkey MLS ID: A4689306
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 836 Built: 1966 Tax: $4,427 (2025)Community: Casa Blanca VillasCondo
Taxes:$4,427
Remarks: Tucked along the sugar-white sands of world-renowned Siesta Key, this freestanding villa offers the rare combination of effortless ownership, strong rental potential, and immediate coastal enjoyment. With direct beach access just steps away, every day begins and ends with the Gulf as your backdrop. Thoughtfully and completely updated, the residence features easy-care terrazzo flooring, a beautifully renovated kitchen with stainless appliances and dining space, along with a refreshed full bath and convenient half bath. The screened porch invites year-round indoor-outdoor living, while an impact-rated sliding glass door enhances both comfort and peace of mind. Positioned just steps from the community pool and clubhouse, this villa is part of an active, well-managed rental community offering flexible 5–7 day minimum rentals, making it an exceptional opportunity for those seeking income potential with personal-use flexibility. On-site management simplifies ownership, whether you’re local or remote. Sold furnished, the home is ready for immediate enjoyment or rental—just bring your suitcase. Parking is conveniently located directly in front of the unit. Beyond the property, you’re ideally situated near Siesta Key’s popular dining, shopping, and parks, while still enjoying a quieter stretch of beach perfect for morning walks, sunset swims, and relaxed days on the sand. Whether you’re looking for a smart investment, a personal retreat, or the perfect blend of both—this villa delivers the Siesta Key lifestyle with ease.
Listing Agent: Ryndie Brusco (941-809-6913)
850 S TAMIAMI TRL #308, SARASOTA, FL 34236
$349,00064 Days on yellowkey MLS ID: A4689921
0 Days Off yellowkey (back on 4/26/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 876 Built: 1997 Tax: $3,880 (2025)Community: Central Park Sec 2 Ph 1Spa: YesCondo
Taxes:$3,880
Remarks: Under contract-accepting backup offers. The MOST requested condo in Sarasota's best community is finally available: Completely remodeled and update two-bedroom/two-bathroom ground-floor condo with a double-lanai looking out at lush landscaping and the pond. The seller invested nearly $40,000 to upgrade EVERYTHING: HVAC, water heater, appliances, wood-look flooring, kitchen and bathrooms with soft-close drawers and pull-out shelving, walk-in closet with custom shelving. Central Park II is the best kept secret in Sarasota real estate: This price-point combined with this central location and amenities (pool, court, fitness room, kayaking, etc.) is simply not available anywhere else. It's a short walk to Main Street, the bayfront, the Legacy Trail, Sarasota Memorial Hospital and Selby Gardens. It's a 20 minute bike-ride to Lido Key and Siesta Key Beaches. Easy to rent. Turn-key ready.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Ray Collins (941-228-0091)
847 FREELING DR, SARASOTA, FL 34242
$3,950,00057 Days on yellowkey MLS ID: A4690268
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4034 Built: 1954 Tax: $40,498 (2025)Community: Bay Island ShoresSpa: YesSingle Family
Taxes:$40,498
Remarks: Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the upper level remaining intact and in great condition. The ground level experienced flooding during the recent hurricanes; however, the seller has already completed professional remediation, providing a clean slate for updates and renovations to suit your vision. Situated on a protected deep-water basin, the property is ideal for boating and waterfront living, complete with a private dock, no fixed bridges, and direct access just minutes to the Gulf. The home also features a pool, offering the perfect foundation to create a true coastal retreat. This is a unique opportunity to secure a well-located waterfront property and finish it to your exact specifications in one of Siesta Key’s most desirable communities.
Listing Agent: Michelle Ward (941-920-2460)
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