Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
2596 FLOYD ST, SARASOTA, FL 34239
$1,900,000125 Days on yellowkey MLS ID: A4680149
REDUCED by $175,000 (8.4%) on 05/19/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4000 Built: 2025 Tax: $4,638 (2025)Community: Arlington ParkSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,638
Elementary School: Alta Vista Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to a Modern Masterpiece in the Heart of Sarasota. This contemporary home was completed in 2025 and offers 4,000 square feet of thoughtfully designed living space in the coveted Rustic Lodge section of Arlington Park. This light-filled, open-concept floor plan blends indoor and outdoor living seamlessly for enhanced living and entertaining. The centerpiece of the home is the chef's kitchen with floor to ceiling custom cabinetry by Studio Luxe, quartz countertops, a full-slab backsplash, and a dramatic waterfall island. Premium Thermador appliances include a 42-inch French door refrigerator, induction cooktop, wall-oven combination, and range hood. Additional bonus cabinetry just off the kitchen and an oversized pantry provides ample storage. Large porcelain tile flooring throughout enhances the clean, modern aesthetic. The primary suite is located on the main level, featuring a spa-inspired bathroom with dual vanities, an oversized zero entry shower, and a freestanding soaking tub. Upstairs, you'll find a bonus room that could be used as a den, reading room or fitness area and generous loft perfect for movie or game nights as well as a large laundry room. There are three well positioned and private bedrooms with en-suite bathrooms and custom closet systems; each with access to a balcony. Outside, you will find a large paver patio with outdoor kitchen equipped with a Blaze grill, granite countertops, and Zephyr beverage center. The heated saltwater pool and spa and fenced yard extend the tranquility this home offers. Additional features include Kohler plumbing fixtures, Daltile porcelain tile, Franklin lighting, titanium pavers, premium PGT windows, PVC vinyl fencing and a 5V crimp metal roof. A 21-foot driveway, two-car garage, irrigation system, exterior lighting, decorative shutters and a two-car garage add to the thoughtful design and effortless living this home offers. This home is located just minutes from downtown Sarasota, Siesta Key Beach, St. Armands Circle, Sarasota memorial Hospital, SRQ airport, Legacy Trail, Arlington Park and in a top-rated school district offering convenience and lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Laurie Minear (717-824-5703)
413 ISLAND CIR, SARASOTA, FL 34242
$3,299,00055 Days on yellowkey MLS ID: A4689084
0 Days Off yellowkey (back on 5/8/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 2994 Built: 2026Monthly Fee: $4 Tax: $10,496 (2025)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$10,496
Elementary School: Phillippi Shores Elementary
Remarks: Under contract-accepting backup offers. Experience the pinnacle of coastal luxury in this newly constructed masterpiece, ideally located just moments from the beach and a short walk to the vibrant shops, dining, and entertainment of Siesta Village. Situated on an oversized lot, this exceptional property offers added privacy, space, and presence rarely found in this sought-after location. Featuring 4 bedrooms, a private office, and 4.5 bathrooms, the home blends modern elegance with thoughtful design at every turn. A striking first impression begins at the grand entry, where sleek modern pivot doors set the tone for the refined finishes found throughout. Inside, soaring ceilings and expansive living spaces are filled with natural light, while oversized sliding glass doors create a seamless connection between indoor and outdoor living. The chef’s kitchen is a true centerpiece, showcasing custom flat-panel cabinetry, premium Thermador appliances, and a hidden entrance to a spacious walk-in pantry—offering both style and function. Every detail has been carefully curated, from custom built-ins in select bedrooms to the high-end finishes that create an atmosphere of refined comfort. The main living spaces open effortlessly to a private outdoor retreat featuring a resort-style pool and spa, sun shelf, and panoramic screened enclosure with elegant glass railings—perfect for entertaining or relaxing in complete privacy. Car enthusiasts and those in need of extra storage will appreciate the impressive three-car garage with 17-foot ceilings and a built-in car lift, allowing space for a fourth vehicle or additional elevated storage—an exceptional and rare amenity. Designed with both luxury and resilience in mind, this home offers peace of mind in any season. Built elevated and engineered for coastal living, it is equipped with a buried 500-gallon propane tank and a whole-house generator—providing reliable, uninterrupted power during outages. Combined with modern construction standards and durable materials, this residence delivers a level of security and preparedness rarely found in homes this close to the water. Complete with integrated smart home features including a whole-home speaker system and security cameras, this residence offers the very best of modern coastal living. More than just a home, this is a lifestyle opportunity in one of Siesta Key’s most sought-after locations—where luxury meets lasting peace of mind.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniel Dabrowski (847-274-2960)
2746 ORCHID OAKS DR #301, SARASOTA, FL 34239
$230,00015 Days on yellowkey MLS ID: A4693949
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1376 Built: 1980 Tax: $3,486 (2025)Community: Orchid Oaks ICondo
Taxes:$3,486
Remarks: Top-floor corner unit at Orchid Oaks that comes fully furnished, turnkey, and move-in ready. This beautifully updated 2BD/2BA, 1,376 sq ft condominium is tucked beneath a canopy of mature oaks just off Phillippi Creek, offering the rare combination of natural serenity and central Sarasota convenience. The updated kitchen has been opened up and features a hood, wine fridge, and ample cabinetry. Open living and dining areas flow seamlessly to a screened lanai with electric fireplace and TV overlooking the community pool with a true treetop escape. Primary suite has a king bed, walk-in closet, and en suite bath. Guest bedroom with two twins. No carpet, only tile and LVP throughout the unit. The in-unit laundry is right off the entry with cabinetry. One covered assigned parking space. Community has additional parking available and amenities include a pool, clubhouse, gazebo, walking trails, a dog run, plus a creekside dock. The association maintains and provides private access to the shopping center next door and the HOA dues include elevator, water, sewer, cable, pest control, roof, painting, lawn service, exterior maintenance and building insurance. 30-day minimum lease allowed up to three times per year which makes it an excellent for option for seasonal use or income production. Minutes to Siesta Key, Downtown Sarasota, SRQ Airport, golf, dining, and shopping. Relaxed Florida living at its finest.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Kate Howard (563-940-3383)
825 S OSPREY AVE #101, SARASOTA, FL 34236
$499,00081 Days on yellowkey MLS ID: A4685410
REDUCED by $26,000 (5.0%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1985 Tax: $5,341 (2025)Community: Central ParkCondo
Taxes:$5,341
Elementary School: Southside Elementary
Middle School: Sarasota Middle
Remarks: Welcome to Central Park I, ideally located in the heart of downtown Sarasota. This beautifully completely renovated 2-bedroom, 2-bath residence offers stylish, move-in-ready living just moments from the city's best dining, shopping, arts, and waterfront parks. Completely updated throughout, the condo features a bright and open layout with modern finishes and thoughtful upgrades at every turn. Premium luxury vinyl plank is in every room and features additional padding underneath for additional comfort. The renovated kitchen is equipped with all-new upgraded LG appliances (induction cooktop / craft ice), quartzite waterfall countertops and backsplash along with brand new cabinetry. From the kitchen, you look onto the spacious living and dining areas - perfect for everyday living and entertaining. A large southern facing terrace overlooking the bayou completes the main living areas, providing a covered seating area and ample space for enjoying the best indoor/outdoor living that Florida has to offer. The light filled primary bedroom features French Doors with custom blinds and access to the main terrace as well as a smaller private terrace for just the bedroom. The primary bath is spa like featuring double sinks, a walk-in shower as well as a fully built out closet with stacked large capacity LG washer/dryer completing the suite. A split, second bedroom with custom closet offers ample space for guest, home office , or additional living space .. The renovated guest bathroom provides a clean, contemporary feel. Major mechanical updates have already been completed, including a new hot water heater and HVAC system w/ added air quality options; Halo LED Indirect Air purifier and UV Light, offering peace of mind and efficiency for years to come. Central Park I residents enjoy a well-maintained community in a highly walkable downtown location, just minutes from Southside Village, Sarasota Bay, Selby Gardens, the Bayfront, and the vibrant cultural amenities that make Sarasota one of Florida's most sought-after cities.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Dave Hall (646-256-6524)
435 S GULFSTREAM AVE #605, SARASOTA, FL 34236
$444,90064 Days on yellowkey MLS ID: A4688025
REDUCED by $20,100 (4.3%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1537 Built: 1972 Tax: $6,289 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$6,289
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to The Regency House and to the 'gold coast of Sarasota' directly on Sarasota Bay! This unit is on the sixth floor and looks back over the city and Palm Avenue. This condo is ready for your complete rehab and waiting for your own touches! Features include a brand-new A/C system, huge great room looking out to a sliding glass-enclosed lanai facing north with a peek view of Island Park and Sarasota Bay! This has a split bedroom floor plan and both bedrooms are ensuite. The primary bedroom closet is massive and there is an inside utility closet for storage. There are several different views from the windows in the many rooms because of the building's unique floor plan and design! The Regency features a 24/7 onsite concierge, a library nook, club room with kitchen, small fitness center, and a heated swimming pool that is about to be totally transformed and expanded with added grill area and covered gazebo. One covered carport space is included on rotation. The Regency House sits proudly across Tamiami Trail from the Sarasota bayfront with O'Leary's and Marina Jack Restaurants and marina and Island Park. Fabulous Selby Gardens is a short distance away as are many delightful culinary experiences and shopping up and down popular Palm Avenue. Enjoy the area arts including Florida Studio Theatre-all within seconds to minutes. Come make this huge downtown condo how you want it in a very well-run condominium complex!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
5273 HERON WAY #202, SARASOTA, FL 34231
$489,500210 Days on yellowkey MLS ID: A4670409
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1775 Built: 1986 Tax: $5,616 (2025)Community: Landings South 3Condo
Taxes:$5,616
Remarks: Newly installed HURRICANE IMPACT WINDOWS and a 2024 AC with transferable warranty make this second-floor coach home a low-maintenance, move-in ready choice. Enjoy expansive water views and a prime location just a short walk to the Racquet Club and pool in the highly sought-after Landings community. Inside, a bright, open layout features vaulted ceilings and consistent flooring with no step-down, creating a seamless living space. The updated kitchen offers granite countertops, a breakfast bar, and stainless steel appliances, flowing into the main living area with water views. The primary suite also overlooks the water and provides generous space for a sitting or work area, along with a large bathroom and walk-in closet. Two additional bedrooms share a full bath, while plantation shutters add a timeless finish throughout. Additional features include a separate laundry room and a newer roof and gutters installed in 2023. Residents enjoy access to the Landings Racquet Club with eight Har-Tru tennis courts, fitness center, pro shop, heated lap pool and spa, and an active year-round social calendar. A private nature trail leads to a covered dock, fishing pier, and kayak and paddleboard storage. Ideally located west of the Trail, The Landings is minutes from Siesta Key, Southside Village, and Downtown Sarasota, offering excellent dining, shopping, and convenience.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Yvette Sellyn (941-730-7756)
1516 FOX CREEK DR, SARASOTA, FL 34240
$1,899,50083 Days on yellowkey MLS ID: A4683593
REDUCED by $100,000 (5.0%) on 05/02/2026
Bed: 6 Bath: 5.5 Gar: 8 Liv Area Sq Ft: 4277 Built: 1973 Tax: $14,746 (2025)Community: Fox Creek AcresSingle Family
Taxes:$14,746
Remarks: One or more photo(s) has been virtually staged. 3 HOMES for the Price of One! MULTI-HOUSING/INCOME PRODUCING OPPORTUNITY Two separate 3BR/2BA Homes + an additional 2BR/2BA Apartment. Each of the homes enjoys its own private entrance, separate driveway and its own garage, allowing households to live side by side while maintaining independence. And that's not all....the Workshop features a Full Bath and Laundry Room. In addition, there is another Barn which could accommodate 4+ Cars. This is truly a Quintessential Multi-Generational Compound on five-plus acres in Sarasota county, located adjacent to Waterside at Lakewood Ranch! Whether accommodating extended family, long-term guests or providing a private residence for caregivers, the thoughtful layout offers exceptional versatility. At the heart of the property, a beautiful pool and expansive screened lanai create an inviting backdrop for a Florida indoor/outdoor lifestyle. This outdoor retreat is positioned so both residences could enjoy easy access, making it a natural gathering place for family and guests alike. A dedicated pool bath adds convenience for swimmers and guests, keeping the indoor living areas pristine while enhancing seamless flow between indoor comfort and outdoor enjoyment. Expanding the living possibilities, perhaps you might want to consider using part or all of this property as Airbnb. The second-level apartment offers privacy with a light and airy vibe featuring an open plan and full kitchen. The unique adjoining sunroom spanning the length of the unit would be ideal for a yoga studio, game room or added entertainment space. Unlock the potential of this versatile apartment as a guest retreat, income-producing rental, inspiring studio or private office suite. This five-plus acre homesite with NO HOA, NO CDD's, and NO DEED RESTRICTIONS gives you the freedom to tailor the property to your personality. The large detached pole barn adds tremendous utility, providing ample space for farm animals, boats, RVs, equipment, hobbies or workshop use, ideal for those who need room to store, build or play. Buy with confidence knowing this home has a whole house generator, updated plumbing with no cast iron or copper piping. The cast iron sewer pipes have been replaced with PVC and the copper potable water pipes have been replaced with CPVC. The 4Point Inspection and Wind Mit has been completed. Homeowner's Insurance only $6700 per year! Experience the balance of peaceful country living with an unbeatable location. Within minutes of restaurants, boutiques, farmers markets, parks, and year-round events at the vibrant waterfront district at Waterside Place in Lakewood Ranch and only a short drive to the stunning beaches and renowned dining and cultural attractions of dynamic Sarasota. The home is positioned in one of the areas most dynamic growth corridors, just minutes to the newest Lakewood Ranch developments along Fruitville Rd corridor ~ where premier shopping, exceptional dining and modern conveniences continue to flourish! Whether you envision a private family compound, a multi-generational retreat, an income-producing opportunity or a flexible live-work estate, this remarkable property offers the rare combination of space, freedom and location. Schedule your private showing today and experience the endless possibilities for yourself. Welcome home to 1516 Fox Creek Drive! Tour it, Love it, Own it Today!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-907-9541)
Listing Agent: Trish Chandler (941-306-9533)
2415 PELICAN DR, SARASOTA, FL 34237
$480,000294 Days on yellowkey MLS ID: A4659633
REDUCED by $39,000 (7.5%) on 05/18/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensSingle Family
Taxes:$4,460
Tax Year: 2024
Remarks: Charming 1950s Florida Ranch-Style Home with Separate One-Bedroom Apartment in Sought-After Terrace Gardens! Don’t miss this rare opportunity to own a classic mid-century Florida ranch home in the desirable Terrace Gardens community. Situated on an expansive corner lot, this single-family residence offers exceptional flexibility, income potential, and future development possibilities. The main home features 2 bedrooms and 1 bath, showcasing original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. A beautifully carved-out one-bedroom, one-bath apartment provides a private space ideal for guests, extended family, or rental income—both units are currently rented. Whether you're looking to generate income immediately or envision building your dream home in a neighborhood filled with new construction, this property offers endless possibilities. Enjoy the unbeatable location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Ingrid Caruso (941-539-6233)
$480,000398 Days on yellowkey MLS ID: A4650716
Bed: 3 Bath: 0.0 Liv Area Sq Ft: 1494 Built: 1950 Tax: $4,460 (2024)Community: Terrace GardensApartment
Remarks: Charming 1950s Florida Ranch-Style Duplex in Sought-After Terrace Gardens! Don't miss this rare opportunity to own a classic mid-century Florida ranch home, smartly divided into two separate units in the desirable Terrace Gardens community. Situated on an expansive corner lot, this property offers flexibility, income potential, and future development possibilities. Unit 2415 features 2 bedrooms and 1 bath, while Unit 2417 offers 1 bedroom and 1 bath—both currently rented. Inside, you'll find original wood floors in the bedrooms, generously sized closets, and a delightful lanai-style sitting room perfect for relaxing. Whether you're looking to generate rental income right away or dreaming of building your own custom home in a growing neighborhood filled with new construction, this property offers many options. Enjoy the lifestyle that comes with this prime location: bike the nearby Legacy Trail, explore downtown’s vibrant restaurants and cultural scene, play at Payne Park, or spend the day at the beach—all just minutes away.
2461 RINGLING BLVD, SARASOTA, FL 34237
$499,000322 Days on yellowkey MLS ID: A4658766
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1487 Built: 1955 Tax: $4,739 (2024)Community: Ringling Blvd SubSingle Family
Taxes:$4,739
Remarks: Unlock the potential of this ideally situated property on Ringling Boulevard—just minutes from downtown Sarasota, the Marina, and Gulf beaches. Whether you're planning a full-scale renovation or a complete teardown for new development, this 2-bedroom, 2-bath home offers solid value in a rapidly evolving corridor. Featuring an open floor plan, carport, workshop area, and a sunlit Florida room, the existing structure provides flexibility for updates. Yet, the true opportunity lies in the land, positioned along the prominent Ringling Blvd. with redevelopment momentum.
4103 CENTER GATE BLVD #2, SARASOTA, FL 34233
$269,90070 Days on yellowkey MLS ID: A4687187
REDUCED by $10,000 (3.6%) on 05/08/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1601 Built: 1979 Tax: $2,106 (2025)Community: Center Gate VillageVilla
Taxes:$2,106
Elementary School: Ashton Elementary
Remarks: Price Improvement – Sellers Motivated to Sell. Welcome to this spacious Villa in the desirable Center Gate Village community. Offering over 1,600 square feet of comfortable living space, this 2-bedroom, 2-bath villa features a thoughtfully designed floor plan perfect for both everyday living and entertaining. Enjoy the community pool and creek views right in your backyard. The expansive living and dining areas are filled with natural light, creating a warm and inviting atmosphere. The well-appointed kitchen provides ample cabinetry and workspace, with easy flow into the main living areas. The generous primary suite offers privacy and comfort, complete with a walk-in closet and en-suite bath. A second bedroom and full guest bathroom make this home ideal for visitors or a home office setup. Additional highlights include an attached garage for convenient parking and extra storage, new LVP flooring, interior laundry space, and abundant closet space throughout. Residents enjoy low-maintenance living with HOA-covered exterior maintenance and beautifully maintained grounds, along with access to a community pool. Ideally located in central Sarasota, you're just minutes from shopping, dining, medical facilities/Doctors Hospital, I-75, downtown Sarasota, and the world-renowned beaches of Siesta Key!
Listing Agent: Blair Schrock (970-666-1240)
1160 WAGON WHEEL DR, SARASOTA, FL 34240
$1,525,000179 Days on yellowkey MLS ID: A4673997
REDUCED by $75,000 (4.7%) on 05/18/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2467 Built: 1976 Tax: $5,221 (2024)Community: Fox Creek AcresSingle Family
Taxes:$5,221
Remarks: Welcome to a private 5 acre luxury estate, a rare multi residence retreat in the heart of Sarasota. Tucked behind a picturesque canopy of mature oaks and white ranch fencing, this exceptional property offers unmatched space, serenity, and versatility, featuring a beautifully maintained main residence, a fully equipped two story barn home with both upstairs and downstairs living accommodations, a sparkling saltwater pool, and acres of cleared usable land. The main home offers 3 bedrooms plus a large game room with a full closet that can serve as a fourth bedroom, office, or flex space depending on the buyer’s needs, along with multiple living areas and wide open spaces filled with natural light and peaceful views of the pool and surrounding acreage. Meaningful updates include appliances replaced in 2024, a whole house water softener system in 2024 including the apartment, septic pumped in 2024 with a new leech bed installed for both the home and apartment, a saltwater pool pump replaced in 2024, AC replaced in 2020, water heater replaced in 2019, and a durable metal roof from 2008. The expansive kitchen opens to the pool and living areas, complemented by a beautiful stone fireplace and a large bonus room perfect for a billiards room, playroom, gym, or hobby space. Outdoor living shines with a fenced saltwater pool and paver deck, ideal for sunny afternoons and relaxed evenings under the mature oak trees. The two story barn home is divided into two separate units, offering incredible flexibility for multigenerational living or rental income. The upstairs unit features 2 bedrooms and 1 and a half bathrooms, along with 2015 appliances and a private screened balcony overlooking the property. The downstairs unit includes 1 bedroom and 1 bathroom, updated flooring, granite counters, a 2020 stove and dishwasher, and a 2022 refrigerator. The barn also features a metal roof from 2006 and benefits from the recent septic upgrades. The full 5 acres are fully fenced and usable, perfect for horses, gardens, recreational vehicles, or future expansion, all accessed by a beautiful winding paved driveway and an oversized three car garage. This property offers peaceful privacy while still being close to shopping, dining, medical facilities, parks, I 75, and just a short drive to Siesta Key, Lido Key, and the world renowned Gulf Coast beaches.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Katie Cobb (913-744-0248)
336 AVENIDA DE MAYO, SARASOTA, FL 34242
$5,395,00069 Days on yellowkey MLS ID: A4687301
REDUCED by $200,000 (3.6%) on 05/18/2026
Bed: 8 Bath: 8.5 Gar: 2 Liv Area Sq Ft: 3811 Built: 2019 Tax: $25,684 (2024)Community: Sarasota BeachSpa: YesSingle Family
Taxes:$25,684
Remarks: Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.
Listing Agent: Samantha Callaway (630-865-3189)
630 VENICE LN, SARASOTA, FL 34242
$975,000217 Days on yellowkey MLS ID: A4669940
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1859 Built: 1971 Tax: $8,446 (2024)Community: Siestas Bayside Waterside EastSpa: NoSingle Family
Taxes:$8,446
Remarks: One or more photo(s) has been virtually staged. Nestled near the gentle waters of Roberts Bay, this enchanting Siesta Key home rests on a quiet cul de sac street where the only sounds are the whisper of palms and the laughter of neighbors walking by. T location captures the essence of island life — peaceful, private, and just moments from where the sun dips into the Gulf. A short stroll or quick bike or golf cart ride has you in the center of vibrant Siesta Key. This home is dependable and offers new hurricane impact-rated windows, garage door and sliders; re-lined plumbing lines as well as new pex water supply lines throughout; and a new HVAC system and water heater. Step inside, and you’ll feel the warmth of a home that’s been lovingly renewed. Every detail reflects care and comfort — from the four inviting bedrooms and two full baths to the light-filled kitchen adorned with stainless steel appliances and a captivating blue glass tile backsplash reminiscent of the Gulf waters just moments from your front door. The dining area invites long, easy meals, while two separate living spaces offer versatility for gathering, relaxing, or simply enjoying the rhythm of coastal living. Life is low maintenance and carefree with durable lvp flooring that looks modern and will compliment your coastal décor. Beyond the back door lies a spacious, fenced yard — a blank canvas waiting for your imagination. Picture a pool glimmering under the afternoon sun, a lush garden framed with tropical blooms, or a firepit where evenings stretch into starlit conversations. Here, you aren’t confined to someone else’s vision — you have the freedom to create your own perfect oasis suited to your tastes and dreamy outdoor vibe. The charming front porch welcomes your guests — a cheerful prelude to the life that awaits within. New hurricane-rated windows offer confidence and calm, while the spacious two-car garage with smart epoxy flooring and the generous, indoor laundry room offers convience. This is more than a house; it’s a fresh beginning on Siesta Key — a place where your coastal dream can take root.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Rudy Dudon (941-234-3991)
915 SEASIDE DR #412, SARASOTA, FL 34242
$1,799,000113 Days on yellowkey MLS ID: A4681675
REDUCED by $200,000 (10.0%) on 05/18/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $16,278 (2025)Community: Siesta Key Beach Residences IiSpa: YesCondo
Taxes:$16,278
Remarks: Welcome to a premier Siesta Key Beach condo that delivers the ultimate combination of luxury coastal living and high-performing rental income potential. This beautifully updated 3-bedroom, 2-bath condominium is professionally managed through an established onsite program, offering owners a seamless, turnkey experience with the ability to enjoy the home personally while also participating in a proven, income-producing rental program. Located directly on world-famous Siesta Key Beach, consistently ranked among the top beaches in Florida, the U.S., and the world, this property benefits from strong year-round demand for high-end vacation rentals. Whether you’re looking for a beachfront vacation home, a short-term rental investment, or the ideal blend of both, this residence is positioned to deliver outstanding lifestyle value and long-term upside. The current owner has successfully utilized the rental program while still enjoying substantial personal use, making this an exceptional opportunity for buyers seeking a condo with documented rental history and the flexibility to reserve premium seasonal time for themselves. Inside, the condo features a bright, open layout with spacious living areas and finishes that appeal to both owners and guests. Enjoy partial Gulf of Mexico views and Siesta Key Beach scenery from the primary suite, living room, and private lanai—capturing the coastal lifestyle today’s vacation renters are looking for. Owners and guests enjoy access to desirable resort-style amenities, including a sparkling pool, fitness center, concierge services, and professional onsite management. With unbeatable beach access, nearby attractions, and a consistent track record of rental demand, this is one of the most compelling income-producing condos on Siesta Key. Schedule your private showing today and discover the value of owning a luxury Siesta Key vacation rental property.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
8750 MIDNIGHT PASS RD #302, SARASOTA, FL 34242
$429,000120 Days on yellowkey MLS ID: A4680093
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 800 Built: 1980 Tax: $4,916 (2025)Community: TortugaCondo
Taxes:$4,916
Remarks: Come live the dream in this great "fully furnished" residence on the south end of Siesta Key. Share amenities with Turtle Bay across the street like tennis, pickleball, and boat slips. Directly on the gulf, enjoy beach and sun year round. Secure, under building covered parking. Washer/dryer combo in unit! This unit is clean and in fabulous condition and comes fully furnished. Situated at the southern end of Siesta Key, it offers a more remote feel. Take the trolley into the village for dinner and shopping. This unit shows excellent and is priced right!
Listing is courtesy of: HOUSEMAX REALTY LLC (941-315-1990)
Listing Agent: Paul Defelice (941-315-1990)
111 S PINEAPPLE AVE #806, SARASOTA, FL 34236
$1,745,00067 Days on yellowkey MLS ID: A4687850
REDUCED by $50,000 (2.8%) on 05/18/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1891 Built: 2019 Tax: $12,679 (2025)Community: Mark Sarasota CondoCondo
Taxes:$12,679
Remarks: Experience refined downtown living at Sarasota’s premier address, The Mark. This 8th-floor end unit offers 2 bedrooms plus a den, 2.5 bathrooms, and abundant natural light with a desirable south-facing terrace and additional east and west views. The thoughtfully designed floor plan features two private terraces, including a unique triangular terrace off the main living area and a second terrace off the primary suite. Interior highlights include porcelain tile and engineered hardwood flooring, a spacious walk-in closet with custom built-ins in the primary bedroom, custom built-ins in the guest bedroom, and remote-controlled shades throughout. The kitchen showcases a modern European design with glossy white upper cabinetry, wood-grain lower cabinets, a full-height backsplash, and top-of-the-line appliances. Enjoy unmatched walkability with shops, restaurants, and galleries just steps from your door, offering the ultimate downtown Sarasota lifestyle.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Amber Watson (229-392-8892)
95 S BRIGGS AVE, SARASOTA, FL 34237
$449,000136 Days on yellowkey MLS ID: A4678771
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1512 Built: 1974 Tax: $5,229 (2024)Community: Golfview SubSingle Family
Taxes:$5,229
Remarks: Discover a rare opportunity to own a move in ready home in the highly desirable Ringling Park neighborhood, right in the heart of Sarasota. Situated on an oversized corner lot beneath beautiful mature oak trees, this property offers exceptional outdoor space, privacy, and timeless curb appeal that is hard to find this close to downtown. Inside, the well maintained home features wood cabinetry, granite countertops, stainless steel appliances, and a flexible bonus room ideal for a home office, den, or additional living space. The single car garage, fully fenced yard, and easy care landscaping add both convenience and functionality. Enjoy an unbeatable location just blocks from downtown Sarasota and only 4 miles to St. Armands Circle, placing world class shopping, dining, entertainment, and beaches within easy reach. With no deed restrictions and a large corner lot, this property offers a rare combination of flexibility, charm, and location in one of Sarasota’s most convenient neighborhoods.
Listing Agent: Seth Westerberg (941-342-7653)
3210 HIGEL AVE, SARASOTA, FL 34242
$11,950,000160 Days on yellowkey MLS ID: A4676047
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3884 Built: 2026 Tax: $26,394 (2025)Community: Siesta Rev OfSpa: YesSingle Family
Taxes:$26,394
Elementary School: None
Remarks: Under Construction. Perfectly positioned on the highly coveted north end of Siesta Key, this exceptional property overlooks the aquamarine waters of Big Pass and the Gulf of Mexico where dolphins frolic in your backyard. To be custom built by renowned builders - Trend Homes, the residence is thoughtfully designed to capture the very best of island living. The home will feature exquisite custom kitchen cabinetry paired with top-of-the-line appliances, along with elegant stonework and refined millwork throughout. The spacious primary suite offers generous walk-in closets, while expansive windows provide breathtaking water views from nearly every room. Additional highlights include a 3-car garage, and an open, light-filled floor plan ideal for both everyday living and entertaining. Offering over 4,500 square feet of living space, the home includes four bedrooms and four and half bathrooms. Outdoor amenities are equally impressive, featuring a beautiful swimming pool, private boat dock, and seawall. Located just minutes from premier shopping and dining, and close to Siesta Key’s world-famous white-sand beaches, this is a rare opportunity to own a custom waterfront retreat in one of Sarasota’s most desirable locations. There’s still time for the buyer to personalize this to-be-built home by selecting certain design finishes and features to match their style.
Listing Agent: Kim Ogilvie (941-951-6660)
2417 PARSON LN, SARASOTA, FL 34239
$395,000165 Days on yellowkey MLS ID: A4675748
3 Days Off yellowkey (back on 5/18/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1316 Built: 1957Monthly Fee: $17 Tax: $5,426 (2025)Community: South GateSingle Family
Taxes:$5,426
Remarks: Don’t miss this adorable SOUTHSIDE ELEMENTARY-zoned gem in hip South Gate! The location could not be more convenient – walk to the Crossings at Siesta Key Mall and less than a mile to the north bridge to Siesta Key itself! For those with school-age children, the close proximity to Brookside Middle School and Southside Elementary zoning are great perks. Completely updated inside with an elegant kitchen (granite, pretty backsplash, stainless appliances), chic wood-look flooring throughout, a charming fireplace, and recently renovated baths, it is move-in ready! Ideally positioned for ultimate convenience to the many amenities of Sarasota, with wonderful possibilities from a full-time or seasonal abode to a prime investment opportunity. The space inside is used really well, with nice spacious bedrooms and a split-bedroom plan, and outside you’ll enjoy a covered screened patio and HUGE fully fenced backyard! There is currently a fun fire pit and open land, so the large yard can be a blank canvas for your outdoor Florida dreams. There is plenty of space for a pool, if that is your desire, or maybe you prefer to plant an edible garden? The choice is yours and this lot can accommodate it all! An oversized 1-car garage with separated extra storage space and laundry completes the package. Easy to show, schedule your visit today!
Listing Agent: Allison Werner (941-961-3212)
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