Location: Sarasota
Do Not Show Listings
6020 MIDNIGHT PASS RD #42, SARASOTA, FL 34242
$474,000190 Days on yellowkey MLS ID: A4669061
REDUCED by $25,000 (5.0%) on 04/13/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1964Monthly Fee: $607 Tax: $4,320 (2025)Community: Aloha Kai AptsCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,320
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Brookside Middle
Remarks: Siesta Key Aloha Kai One-story villa, just like new! Welcome to your slice of paradise on world-famous Siesta Key Beach! This stunning one-bedroom, one-bath villa offers the ultimate in coastal living with direct beach access. Enter into a fully remodeled interior, professionally remediated and redesigned from top to bottom, including stylish furnishings, so you can move right in or start renting immediately. Featuring luxury vinyl floors, private patio, barbecue grill, screened front lanai, new roof and turnkey furnished this condominium offers peace of mind and modern convenience. Short-term rentals allowed. On Siesta Key on Florida’s West Coast in Sarasota, this is a gated beachfront community on one of the top-rated beaches in the United States. Aloha Kai is a laid-back, friendly vacation community with a large swimming pool and direct access to the most spectacular beach on Florida’s Gulf Coast. A beach vacation destination with a laid-back vibe and plenty of places to relax or have an active getaway.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (941-364-4000)
Listing Agent: Lisa Gullick (941-364-4000)
4703 OAK HILL DR #4, SARASOTA, FL 34232
$279,000246 Days on yellowkey MLS ID: A4662864
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1451 Built: 1985 Tax: $3,795 (2024)Community: Village Oaks Sec CCondo
Taxes:$3,795
Elementary School: Gocio Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Set in the middle this community is minutes away from downtown and I-75 at a fraction of downtown prices. A Rare Sarasota Gem Discover the perfect blend of comfort, convenience, and natural beauty in this former model home, one of the largest in the sought-after Village Oaks community. This neighborhood is open to all buyers—not age-restricted—and offers an ideal location for families, professionals, and anyone seeking a peaceful retreat. Property Highlights: 2 Bedrooms + Bonus Den – Perfect for a home office, reading nook, or creative space 2 Full Baths – Private en-suite in the primary suite Open Living & Dining – Bright, airy spaces designed for entertaining Florida Room – Enjoy serene views and natural light year-round Rear Lake View – A tranquil backdrop for your daily life Exterior & Community: Towering live oaks create a shaded, park-like setting Private driveway and low-maintenance landscaping Quiet, walkable streets with a welcoming atmosphere Prime Sarasota Location: Live minutes from Downtown Sarasota, where world-class dining, boutique shopping, and cultural experiences await. Enjoy evenings at the Sarasota Opera House, concerts at Van Wezel Performing Arts Hall, or stroll through The Bay Park along the waterfront. Entertainment & Lifestyle Siesta Key Beach – a world-famous destination and turquoise waters; Lido Beach-Next to St. Armands Circle boutiques and restaurants; Legacy Trail & Celery Fields – Perfect for biking, birdwatching, and nature walks Golf & Tennis Clubs – Multiple courses and fitness centers within 10 minutes Farmers Markets & Local Cafés – Fresh produce and artisan goods every weekend Upcoming Orchestra Hall Development – Adding even more vibrancy to Sarasota’s arts scene Equestrian and Old Florida Venues just east of I-75 UTC Area – Shopping, Dining & Entertainment Just a short drive away, University Town Center (UTC) offers an upscale shopping and dining experience with: The Mall at UTC – Designer brands, specialty shops, and department stores Fine Dining & Casual Eats – From steakhouses to trendy bistros and international cuisine Entertainment Venues – Bowling, movie theaters, and seasonal events Fitness & Wellness – Gyms, yoga studios, and spas for a healthy lifestyle Whether you’re seeking a peaceful sanctuary, a convenient base for work and play, or simply a stylish space to call home, this property delivers on all fronts. Please schedule your private showing today and experience the charm of Oak Hill Drive! Pickleball, tennis and pool great to meet new neighbors.
Listing is courtesy of: G2 INTERNATIONAL REALTY LLC (407-529-9886)
Listing Agent: Daniel Jittu (407-529-9886)
5340 ROYAL PALM AVE #5340, SARASOTA, FL 34234
$189,00036 Days on yellowkey MLS ID: A4687367
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1985Monthly Fee: $605 Tax: $1,921 (2025)Community: Royal Palm VillasCondo
Taxes:$1,921
Elementary School: Emma E. Booker Elementary
Remarks: Welcome to this fully renovated 2 bedroom, 2 bathroom condominium ideally located off of University Parkway. This move-in ready home features a bright, open layout with modern finishes throughout, including new tile flooring, a fully renovated kitchen with sleek cabinetry, quartz countertops, and brand-new stainless steel appliances. The spacious living area flows seamlessly to a screened-in lanai, creating the perfect space to unwind or entertain while enjoying peaceful outdoor views. It is conveniently located just 18 minutes from University Town Center and Lido Key Beach offering easy access to premier shopping, dining, and Sarasota’s beautiful Gulf Coast.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Daniela Madrid-Bermejo (941-960-0770)
4134 CENTRAL SARASOTA PKWY #1733, SARASOTA, FL 34238
$249,00083 Days on yellowkey MLS ID: A4681323
REDUCED by $20,000 (7.4%) on 04/17/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1209 Built: 1998Monthly Fee: $712 Tax: $2,876 (2025)Community: Bella Villino IiiSpa: YesCondo
Taxes:$2,876
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: ** ALL FURNITURE/FURNISHINGS INCLUDED ** Primary residence, second home or Investor Alert! Come see this beautiful 3rd floor unit in the Bella Villino, a sought-after condo complex in the famous Palmer Ranch community in Sarasota! This large unit has high vaulted ceilings, two bedrooms - each with adjoining shower & "garden tub" baths, inside laundry room, and high impact glass windows (hurricane rated) which allow for a light bright condo. The gathering room is HUGE – with multiple sections for various types of seating and the back section is enclosed in glass for a sunroom atmosphere if desired. The countertops in both the kitchen and baths have been remodeled to a white marble look. Bella Villino has a large clubhouse, pool, fitness room, basketball court, racquetball and Tennis. So close to all of Sarasota’s finest attractions such as the Legacy Trail, Potter Park, Costco and too many restaurants to list. Siesta Key – with it’s world famous white sand beach and downtown village attractions is about 15 minutes away. Nokomis Beach and the North Jetty park & recreational area is roughly 20 minutes. Also convenient and a short drive to downtown Sarasota, Main Street, Lido Key, Longboat Key, St. Armand’s Circle and Mote Aquarium.
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Julie Larson, Llc (941-284-9826)
9601 CASTLE POINT DR #825, SARASOTA, FL 34238
$325,000126 Days on yellowkey MLS ID: C7519317
REDUCED by $5,000 (1.5%) on 04/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1333 Built: 1995Monthly Fee: $571 Tax: $3,530 (2025)Community: Stoneybrook Fairway Verandas 1Condo
Taxes:$3,530
Remarks: SELLER TO COVER BUYERS $10,000 ONE TIME GOLF INITIATION FEE! Welcome to Stoneybrook Golf and Country Club. This inviting second-floor, two-bedroom, two-bath condo in the Verandas offers a comfortable, well-designed living space with thoughtful updates throughout. The open floor plan is enhanced by high ceilings and diagonally laid tile flooring that extends throughout the main living areas, adding visual interest while remaining easy to maintain. Both front and rear lanais enhance everyday living, with the front lanai offering open, unobstructed views that do not overlook garage rooftops. The kitchen features updated raised-panel cabinetry and solid-surface countertops and overlooks the living and dining areas, creating a bright, open setting ideal for entertaining. An attached dinette includes two pantry closets, with sliding glass doors that open to the front screened-in lanai. Additional sliders from the living and dining area lead to the glassed enclosed rear lanai, where you can relax and enjoy peaceful views of the wooded preserve. The primary bedroom offers direct access to the lanai and features two walk-in closets and a private en-suite bath with dual sinks and a tiled walk-in shower accented by a modern glass enclosure. The guest bedroom is finished with wood laminate flooring, includes a built-in closet, and enjoys convenient access to its own full bathroom—perfect for visitors or everyday comfort. Recent improvements include an air conditioning system (2023), complete with a Nest thermostat, air scrubber, and UV lighting, and a new refrigerator. A detached one-car garage provides secure parking and additional space for bikes and beach gear, with overhead storage for added convenience. The heated community pool is just a short stroll away. A deeded full golf membership conveys with the property, granting access to an Arthur Hills–designed 18-hole golf course, Har-Tru lighted tennis courts, pickleball, bocce ball, a large, heated pool and spa, and a full-service clubhouse featuring a restaurant, bar, meeting rooms, pro shop, fitness center, and a variety of planned activities. Walking and biking trails are easily accessible, including nearby access to the Legacy Trail. Siesta Key’s renowned sugar-sand beaches are less than 15 minutes away, and the Stoneybrook location offers close proximity to shopping, dining, movie theaters, and everyday conveniences—delivering a lifestyle that’s easy to enjoy. **PLEASE ENJOY THE 3D INTERACTIVE VIRTUAL TOUR ASSOCIATED WITH THIS LISTING**
Listing is courtesy of: MARINA PARK REALTY LLC (941-205-0888)
Listing Agent: Hillary Niver (585-689-3976)
6140 MIDNIGHT PASS RD #904, SARASOTA, FL 34242
$2,450,00020 Days on yellowkey MLS ID: A4682903
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1940 Built: 1967 Tax: $9,709 (2025)Community: Horizons WestCondo
Taxes:$9,709
Remarks: Experience the pinnacle of island living in this 9th-floor, west-facing penthouse offering sweeping, unobstructed Gulf and Crescent Beach views from Point of Rocks to iconic Siesta Beach, where nightly sunsets paint the sky. Perfectly positioned above Siesta Key’s crystal-white sands, this spacious residence features 2 bedrooms and 2 baths with the rare opportunity to expand to a third bedroom and bath, allowing you to customize your coastal retreat. Highlights include a full laundry room, impact-rated windows, tankless water heater, dual A/C systems, and a coveted private 2-car garage with direct lobby access—one of only four in the community. Located in the prestigious Horizons West, a gated gulf-to-bay enclave spanning more than seven lush acres, residents enjoy 300 feet of private beachfront, beach cabanas, a Gulf-front pool and spa, grilling areas, a bayside pool and clubhouse, and a private intracoastal park with day dock, kayak launch, and serene mangrove setting. With SIRS and Milestone inspections complete and new landscaping throughout, this exceptional penthouse delivers luxury, privacy, and the ultimate Siesta Key beachfront lifestyle.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
5830 MIDNIGHT PASS RD #63, SARASOTA, FL 34242
$598,000159 Days on yellowkey MLS ID: A4672897
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 728 Built: 1963Monthly Fee: $1,232 Tax: $6,113 (2024)Community: Jamaica RoyaleCondo
Taxes:$6,113
High School: Riverview High
Remarks: Experience the best of Gulf-side living in this beautifully renovated 1-bed, 1.5-bath condo on Siesta Key — just steps from the world-famous quartz-sand beaches of Siesta Key. Completely updated from top to bottom, this turnkey coastal retreat features brand-new designer furniture and appliances, making it move-in or rental-ready from the moment you arrive. The spacious layout includes a highly desirable extra half bath—a rare and valuable upgrade that enhances comfort for both owners and guests. Inside, you’ll find premium ceramic tile flooring with a warm, wood-inspired finish, European-imported cabinets and interior doors, and modern quartz countertops. The renovated kitchen blends clean lines with elegant finishes, creating a stylish space for cooking, gathering, or entertaining. Other recent upgrades include a new AC and water heater installed in October 2024, providing year-round comfort and peace of mind. Outside your door, you’ll enjoy direct private beach access to Siesta Key’s legendary shoreline—perfect for daily walks, sunset lounging, or soaking up the Gulf breeze. The community also offers three resort-style pools, giving you multiple options for relaxation, swimming, or enjoying the Florida sunshine in a beautifully maintained setting. Whether you're seeking a personal island getaway, a high-demand investment property, or both, this impeccably finished condo delivers the ultimate Siesta Key lifestyle—modern, effortless, and just moments from the Gulf.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Noelle Vihrachoff (570-262-4594)
5830 MIDNIGHT PASS RD #52, SARASOTA, FL 34242
$595,000229 Days on yellowkey MLS ID: A4664667
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963Monthly Fee: $1,231 Tax: $6,077 (2024)Community: Jamaica RoyaleCondo
Taxes:$6,077
Remarks: An investor’s dream! Discover unbeatable income potential with this fully renovated 1 bed, 1 bath condo at Jamaica Royale—a proven high-performing rental generating up to $58,000 annually and already secured with over $30,000 in bookings for 2026. Whether you're seeking a profitable income property, a personal beach retreat, or both, this turnkey unit is positioned to deliver. The spacious open-concept layout features a beautifully upgraded kitchen with peninsula seating, quartz countertops, coordinated backsplash, sleek silver fixtures, and brand-new appliances. Luxury vinyl plank flooring and crown molding create a bright, cohesive coastal aesthetic throughout. The large bedroom includes a king-size bed and generous closet—ideal for extended stays and maximizing guest comfort. The stylish bathroom includes a walk-in shower with coastal tile, glass enclosure, custom vanity, and modern finishes. Perfectly situated just steps from one of Jamaica Royale’s three resort-style pools and a short stroll to Siesta Key’s iconic powder-soft sand, this condo offers the lifestyle renters desire and investors value. With its strong rental history, future bookings in place, and reputation as a top income producer, this property is truly the best of both worlds: a relaxing beach escape and a smart income-generating asset.
711 S PALM AVE #302, SARASOTA, FL 34236
$1,525,00019 Days on yellowkey MLS ID: A4688989
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1815 Built: 2019 Tax: $15,916 (2025)Community: 7 One One PalmSpa: NoCondo
Taxes:$15,916
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. Positioned in the heart of downtown Sarasota, 711 S Palm Avenue offers a rare blend of privacy, scale, and walkability along one of the city’s most desirable streets. Set just moments from the bayfront, marina, and Sarasota’s top dining and cultural destinations, this residence captures the essence of effortless downtown living. The home is thoughtfully designed with a layout that balances everyday comfort and entertaining, featuring light-filled living spaces, well-proportioned rooms, and a seamless connection between indoor and outdoor areas. Expansive windows invite natural light throughout, while carefully considered design elements create a sense of warmth and livability. The kitchen serves as the central gathering space, designed for both function and hosting, with ample storage, quality appliances, and an easy flow into the main living and dining areas. Private bedroom suites provide comfortable retreats, while the primary suite offers a quiet escape with generous proportions and a well-appointed bath. Outdoor spaces are equally inviting, offering room to relax or entertain while enjoying the energy of downtown just beyond. Whether as a full-time residence or seasonal retreat, the property presents a compelling opportunity to own in a location where everything Sarasota has to offer is just outside your door.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Susan Pelton (941-321-1007)
3332 THORNWOOD RD #3332, SARASOTA, FL 34231
$288,000110 Days on yellowkey MLS ID: A4675963
REDUCED by $4,500 (1.5%) on 04/25/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1450 Built: 1981 Tax: $3,848 (2025)Community: Crooked Creek Sec 1Condo
Taxes:$3,848
Elementary School: Wilkinson Elementary
Remarks: Private Nature Retreat Minutes from Siesta Key What if your Florida home felt like a private nature retreat—yet was only minutes from the world-famous beaches of Siesta Key? This beautifully updated first-floor 2-bedroom, 2-bath residence in the unique Crooked Creek community offers the perfect blend of peaceful surroundings and Sarasota convenience, with lush tropical landscaping, winding pathways, and direct access to the stunning 72-acre Red Bug Slough Preserve. Offering over 1,450 sq ft of living space, this light-filled condo has been thoughtfully updated since 2021. The spacious 10’ x 26’ Florida room has been enclosed with floor-to-ceiling impact windows and sliding glass doors, creating a bright additional living area that brings the beauty of the outdoors in. Interior features include tile flooring throughout, updated bathrooms, recessed lighting, ceiling fans, hallway laundry with washer and dryer (2021), and NEW A/C (2024), new water heater. The kitchen offers wood cabinetry, solid surface counters, a large roll-out pantry, breakfast bar seating, and updated appliances (2023–2024), including a brand-new refrigerator (Dec 2025). Crooked Creek is a peaceful enclave of just 78 residences, thoughtfully designed to blend with the surrounding natural landscape. Residents enjoy direct access to scenic walking and biking trails, fishing, playgrounds, and picnic areas within the beautiful Red Bug Slough Preserve—making this a true nature lover’s paradise. Community amenities include a lar heated pool, tennis and pickleball court, gazebo, grilling area, renovated kitchen at pool with bathrooms and an outdoor shower. Condo owners also have a storage locker in within a large community shed. Each unit comes with one assigned covered carport and includes ample additional parking for guests. The community is financially strong, with HOA fees reduced from $671 in 2025 to $632 per month in 2026. All of this just minutes from Siesta Key Beach, shopping, dining, and everything Sarasota has to offer.
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Phyllis Coviello (941-408-3265)
5400 OCEAN BLVD #9-4, SARASOTA, FL 34242
$874,000197 Days on yellowkey MLS ID: A4668312
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 928 Built: 1970 Tax: $8,471 (2025)Community: TerraceCondo
Taxes:$8,471
Elementary School: None
High School: None
Middle School: None
Remarks: Discover coastal luxury at Beach Terrace, one of Siesta Key's most coveted addresses. Perfectly positioned at the end of the village with direct Gulf of Mexico frontage, this exceptional 1 bedroom, 1 bathroom corner residence offers an unparalleled beachfront lifestyle with breathtaking panoramic views that truly set it apart. This thoughtfully designed condominium showcases sweeping vistas that capture the essence of Florida's Gulf Coast living. From the pristine white sands of Siesta Key Beach to the sparkling aqua waters of the Gulf, and extending to the glittering skyline of downtown Sarasota and even Longboat Key in the distance, the views are simply extraordinary. At night, watch as the twinkling lights of Siesta Key Village and downtown Sarasota create a magical backdrop that makes this easily one of the best views on Siesta Key. One of the standout features of this residence is the three spacious private balconies that provide the perfect vantage points to embrace the coastal lifestyle. Start your morning with coffee while watching the sunrise, unwind with spectacular sunset views in the evening, or simply soak in the panoramic scenery throughout the day. These outdoor spaces are truly an extension of your living area and offer unmatched opportunities to experience the beauty of Siesta Key from every angle. Enter through an inviting tiled foyer that flows seamlessly into the well-appointed kitchen. The generous living area features dual sliding glass doors that flood the space with natural light and frame the expansive views of Siesta Key and the beach beyond. Imagine relaxing on your couch while gazing at the sparkling waters of the Gulf, this is everyday living at Beach Terrace. The dining area offers ample room for entertaining family and friends with gorgeous views. Beach Terrace provides resort-style amenities that complete the coastal living experience. Residents enjoy an elevated heated saltwater pool, a modern fitness center, and a welcoming community room, all just steps from your private beach access. Everything you need for the ultimate Florida lifestyle is right at your doorstep. This is more than just a home; it's a lifestyle. Beach Terrace combines the tranquility of a secluded Gulf-front location with the convenience of being nestled at the end of the charming Siesta Key Village. Location, location, location! Don't miss this rare opportunity to own a piece of paradise in one of Florida's most desirable beach communities, where stunning views and coastal elegance come together in perfect harmony.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mickey Kiernan (941-402-9115)
3300 S BENEVA RD #224, SARASOTA, FL 34232
$215,000470 Days on yellowkey MLS ID: A4634478
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1084 Built: 1980 Tax: $2,437 (2023)Community: Fairways & GreensSpa: NoCondo
Taxes:$2,437
Tax Year: 2023
Remarks: 0.2 mi to Publix • 3 mi to Sarasota Memorial Hospital • 5.5 mi to Siesta Key Beach • Includes Zillow 3D Tour & Matterport Tour Move-in-ready and fully furnished 2-bedroom, 2-bath condominium in a secured elevator building close to Sarasota’s key amenities. This second-floor residence offers approximately 1,084 sq ft of single-level living with a spacious 9' × 14' screened lanai overlooking the community pool. Recent improvements include hurricane-impact windows and a new roof completed last year, providing peace of mind and energy efficiency. The interior features an updated kitchen and bathrooms, wood-style flooring, and an in-unit laundry room for added convenience. The floor plan includes an open living and dining area with direct access to the pool-facing lanai, creating an ideal indoor-outdoor extension of the living space. The primary suite offers ample storage and an updated bath, while the guest bedroom and additional full bath provide flexibility for visitors or home workspace needs. This condo also includes one assigned covered parking space plus abundant guest parking throughout the community. From this central Sarasota location, reach Arlington Park (2.5 mi) for aquatic facilities, fitness center, tennis, pickleball, basketball, and walking paths. Explore Downtown Sarasota (4 mi) for dining, shops, and Bayfront Park, or head to Siesta Key Beach (5.5 mi) for world-famous coastline. Additional anchors include Legacy Trail access (2.2 mi), Walmart Neighborhood Market (0.9 mi), Starbucks (1.2 mi), Westfield Siesta Key (2.5 mi), and direct routes via US-41 (2 mi) and I-75 (3.8 mi). This furnished condominium combines an updated interior, secured lobby access, an elevator, pool views, and proximity to Sarasota’s beaches, parks, shopping, and medical services. Be sure to view the Zillow 3D Tour and Matterport walk-through for a complete look at the layout and features of Unit 224.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Jill French (941-600-8281)
5966 MIDNIGHT PASS RD #G113, SARASOTA, FL 34242
$1,675,000155 Days on yellowkey MLS ID: A4673331
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1300 Built: 1970 Tax: $13,949 (2025)Community: Palm Bay Club ISpa: YesCondo
Taxes:$13,949
Remarks: Discover the rare opportunity to own a penthouse-level residence in the iconic Tower at the Palm Bay Club on Siesta Key—where panoramic Gulf views and effortless island living come together in one exceptional offering. This spacious 2-bedroom, 2-bath condominium sits high above the shoreline, capturing sweeping vistas of the turquoise waters and legendary Siesta Key sunsets from its exclusive Gulf-facing position. Offered turnkey furnished, the residence provides immediate enjoyment and comfortable living. One step inside and the jaw-dropping view will immediately command your attention and admiration. A cozy space, the kitchen is bright and white and offers updated recessed lighting, stainless appliances and a convenient bar of buffet complete with glass front cabinets for the display of your beloved treasures. The smart tile flooring throughout means easy maintenance from your sandy adventures. Generously sized bedrooms, an open living area, and large windows framing the Gulf create a bright, airy environment ideal for both personal retreats and vacation guests. With Palm Bay Club’s desirable three-day minimum rental policy, owners have the flexibility to maximize income while still reserving time for personal use. Onsite rental management options make ownership remarkably simple, providing a seamless, hands-off experience for those seeking convenience. Residents and guests of the Palm Bay Club enjoy access true beach to bay living with an array of resort-style amenities, including private beach access with powdery quartz sand, two heated pools, a bayside fishing pier, tennis and pickleball courts, a fitness center, boat docks available and more. Whether you envision it as your personal island escape, a high-performing rental investment or an ideal balance of the two, this penthouse condo offers an exceptional chance to experience the best of Siesta Key’s Gulf-front lifestyle. Combined with the community’s prime location nested ideally between Siesta Key’s north village and south village at Captain Curt’s Plaza, this property delivers the ideal blend of exclusivity, income opportunity, and easygoing coastal living.
Listing Agent: Rudy Dudon (941-234-3991)
901 BEACH RD #205, SARASOTA, FL 34242
$639,00044 Days on yellowkey MLS ID: A4686468
REDUCED by $10,000 (1.5%) on 04/21/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $5,156 (2025)Community: La Siesta CondominiumsCondo
Taxes:$5,156
Remarks: Welcome to the iconic La Siesta Condominiums, directly across from the main beach access of Siesta Key where coastal charm meets effortless beach days. Perfectly positioned just 100 steps from the powdery sands of Siesta Key Beach, this beautifully appointed turnkey furnished second floor condo offers breathtaking Gulf views and an unmatched connection to one of the nation’s most iconic shorelines. Designed for prime vacationing, this income producing vacation rental features an updated interior with coastal-inspired finishes including a modern kitchen, luxury vinyl plank flooring and a dining area. The primary bedroom has a king bed, secondary bedroom features two twin beds, and a queen sleeper sofa in the living room. The open-concept living space is filled with that special Siesta Key sunshine that just hits differently. You are met with a seamless flow between indoors and out featuring a hurricane rated slider door that leads you to a private balcony that becomes your front-row seat to unforgettable sunsets over the Gulf of Mexico. Ideal for both personal enjoyment and income potential, this investor-friendly property allows for up to 52 weeks of rentals annually, offering exceptional flexibility and the opportunity to maximize returns in one of Florida’s most sought-after beach destinations utilizing the professional full-time rental management program. At La Siesta, you’ll enjoy resort-style amenities including a heated pool, fitness center, clubhouse, grilling stations, on-site laundry, a covered parking space and additional storage are also included. With a seven-day rental minimum and strong demand year-round, this unit offers excellent income potential, with bookings already secured into 2026. Located just minutes from the vibrant charm of Siesta Key Village and the south bridge, you’ll have easy access taking the Siesta Key trolley to boutique shopping, waterfront dining, and experience the laid-back island nightlife. Let’s make this coastal paradise a part of your story!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Ann Allen (407-949-4457)
4278 MADEIRA CT #3327, SARASOTA, FL 34233
$189,00054 Days on yellowkey MLS ID: A4685022
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1003 Built: 1989Monthly Fee: $458 Tax: $2,510 (2025)Community: Casa Del Sol Sec ViiCondo
Taxes:$2,510
Elementary School: Ashton Elementary
Middle School: Sarasota Middle
Remarks: Lakefront 2-bedroom, 2 bath condominium situated in the much sought out community of Casa del Sol. Home is light and bright and well maintained. Present owners have used this home as their vacation home and have not rented it out. Dining area and living room have sliders extending the living to the outside where you can dine or just relax and enjoy the picturesque lake views. Master bedroom offers views of the lake and a slider to the lanai. Master bedroom has en-suite bathroom with walk-in closet. The second bedroom is a versatile space that could accommodate a variety of uses, such as a home office or guest room. Unit is being sold turnkey furnished, it is ready for a new owner to just move in. Unit has not been updated but it is well kept up and is ready for your taste. Association is responsible for the roof; air conditioning system was installed 2021 and runs perfect. Hot water tank was replaced in 2024. Washer and dryer are included and are in the closet in the lanai. All the rooms are spacious. Casa del Sol is a very vibrant community with lots of activities, large, heated pool, tennis courts and on-site manager. This well-maintained community offers the convenience of shared amenities and a sense of community, it is close to shopping, restaurant, 1-75 and Doctor’s Hospital. Come take a look at your new winter retreat or year-round residence.
Listing Agent: Lois Seropian (941-356-4195)
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$694,000202 Days on yellowkey MLS ID: A4667640
INCREASED by $5,000 (0.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Monthly Fee: $1,393 Tax: $8,165 (2024)Community: Regency HouseCondo
Taxes:$8,165
Remarks: WE HEARD YOUR FEEDBACK. UPDATES ARE COMPLETE. THIS CONDO NOW SHOWS LIKE A MODEL. Welcome to your front-row seat to Sarasota Bay at the highly sought-after Regency House on Gulfstream Avenue. This beautifully updated 2-bedroom, 2-bath residence sits on the 4th floor and offers 1,424 sq. ft. of bright, open living space—plus a wall of floor-to-ceiling windows that deliver sparkling bay views from morning coffee to sunset cocktails. The open-concept living and dining areas are flooded with natural light (yes, it’s as good as it sounds), while the designer kitchen features stone countertops, custom cabinetry, and stainless-steel appliances—perfect for hosting, entertaining, or simply enjoying the view while pretending you’re on vacation. The primary suite is a peaceful retreat with panoramic water views, a generous closet, and a beautifully updated ensuite bath. The second bedroom is equally spacious and flexible—ideal for guests, a home office, or a stylish retreat of your own. Residents of Regency House enjoy resort-style amenities including a 24-hour concierge, heated pool, updated clubroom, and secure covered parking—all designed for effortless downtown living. Located just steps from Marina Jack, Bayfront Park, Main Street dining, shopping, galleries, parks, live music and Sarasota’s vibrant arts and cultural scene, this is downtown waterfront living done right. Easy to schedule showings. Come see why this is one of the BEST values on the Bayfront—and why you’ll want to act fast.
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
1300 BENJAMIN FRANKLIN DR #501, SARASOTA, FL 34236
$4,850,00029 Days on yellowkey MLS ID: A4687309
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 4194 Built: 2005 Tax: $46,592 (2025)Community: The Beach ResidencesCondo
Taxes:$46,592
Remarks: Rarely available and highly coveted, Residence 501, a private corner residence, at The Beach Residences offers world-class coastal living with sweeping views of the Gulf of Mexico, Intracoastal Waterway, Siesta Key, and the downtown Sarasota skyline. This premier corner floorplan is filled with natural light and wrapped in glass with expansive terraces that bring the outdoors into every room. Directly below lies Lido Key’s world-famous, diamond-like crystal sand—soft as baby powder—and the recently completed beach renourishment has added exceptional width and depth to this already stunning shoreline. Spanning 4,196 square feet under air, the 3-bed/3-bath layout features two private ensuite bedrooms on opposite wings plus a versatile third suite. Rich wood floors, 10' ceilings, and floor-to-ceiling glass define the modern coastal aesthetic, while the gourmet kitchen with an oversized island is ideal for both intimate dining and entertaining. Massive terraces to enjoy sunrise to sunset, the residence delivers unforgettable moments—morning light over the Intracoastal and Siesta Key, the rhythm of Gulf waves throughout the day, and cinematic sunsets each evening. Views encompass the Gulf of Mexico, downtown Sarasota’s sparkling skyline,Sarasota Bay, Big Pass, Siesta Key, Bird Key and a protected bird sanctuary and ecological lagoon, creating a panoramic backdrop alive with nature. A private elevator foyer, two premium parking spaces, and pet-friendly living enhance comfort. Managed by The Ritz-Carlton, the building offers signature services and resort-style amenities including social lounges, theater, sauna, massage room, fitness center, ping-pong/yoga studio, boardroom, and two guest suites. Enjoy effortless access to St. Armands Circle’s world-class dining, shopping, and entertainment just moments away. Downtown Sarasota is a quick ride over the Ringling Bridge to enjoy the cultural hub of Sarasota.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Christine Del Monte (941-266-6733)
8635 MIDNIGHT PASS RD #201C, SARASOTA, FL 34242
$599,99928 Days on yellowkey MLS ID: A4688472
REDUCED by $25,000 (4.0%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1970 Tax: $5,913 (2025)Community: Bay Tree ClubCondo
Taxes:$5,913
Remarks: PRICE REDUCTION! This beautifully FULLY FURNISHED END-UNIT condo is a true gem, offering an abundance of natural light and a spacious, open layout. Featuring 2 bedrooms and 2 bathrooms, this home effortlessly blends comfort and style, making it the perfect space for both relaxation and entertaining. Step outside onto your private lanai and take in breathtaking views of serene Intracoastal waters—an ideal spot to unwind and embrace the peaceful surroundings. The primary bedroom features a walk-in closet and an en-suite bathroom for added convenience and comfort. The second bedroom is spacious, perfect for guests or family members alike. The kitchen boasts beautiful granite countertops, stainless steel appliances, and shaker cabinets with soft-close features, creating a sleek and functional cooking space. Located within a Gulf to Bay Community, this second-floor condo is just steps away from the pristine beach, which includes its own assigned storage cabana to stow your beach essentials, bikes, umbrellas, and chairs. Bay Tree community offers two heated pools, BBQ areas, kayak storage and fishing pier. For boating enthusiasts, the available boat slips provide easy access to the newly reopened Midnight Pass for all your water adventures. Fully furnished and with a STRONG rental history, this condo serves as an excellent income property—making it a fantastic choice for both vacation home seekers and investors alike. Equipped with HURRICANE IMPACT WINDOWS for added peace of mind and energy efficiency, this condo offers durability while maintaining a quiet, comfortable living environment. Additionally, the completed milestone inspection ensures transparency and confidence for the next homeowner. The monthly fees also cover a variety of essential services, including common area insurance, common area flood insurance, and an annual AC inspection and onsite Property Manager. Conveniently located near the free trolley stop, you’ll have easy access to explore Siesta Village’s restaurants, shops, and the world famous Siesta Key Beach with its white quartz sand. Don’t miss your chance to own a piece of paradise in one of Siesta Key’s most desirable locations. Whether you're seeking a vacation retreat, an investment property, or a coastal haven, this condo has it all! Schedule your showing today!
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Justin Piccillo (908-670-3209)
5350 HYLAND HILLS AVE #2512, SARASOTA, FL 34241
$239,90082 Days on yellowkey MLS ID: A4681515
REDUCED by $10,000 (4.0%) on 04/25/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 2002Monthly Fee: $267 Tax: $3,044 (2025)Community: Heritage Oaks- Veranda 7Spa: NoCondo
Taxes:$3,044
Elementary School: Lakeview Elementary
Remarks: Welcome to this beautifully updated Barrington condominium in the pristine Heritage Oaks Golf & Country Club, where golf and social membership are included. $5,500 CREDIT TOWARDS CLOSING COSTS! This desirable first-floor residence offers 2 bedrooms, 2 bathrooms, and a versatile flex room, ideal for a home office, den, or additional living space. Light and inviting, the condo features new LUXURY VINYL PLANK flooring throughout (installed 01/26) paired with designer lighting, creating a fresh, modern aesthetic. The updated eat-in kitchen is both stylish and functional, showcasing quartz countertops, Whirlpool appliances, and a glass tile backsplash, perfectly suited for everyday living and entertaining. The open-concept floor plan is filled with natural light and flows effortlessly through the living and dining areas. Sliding glass doors open to a covered, screened-in patio, where you’ll enjoy tranquil lake views and sweeping vistas of the 14th fairway, an ideal setting for morning coffee or relaxed evenings with friends. An extended one-car garage provides ample space for golf clubs, beach gear, and additional storage. Heritage Oaks is a bundled private golf community featuring an 18-hole championship course, resort-style pools, clubhouse with dining, fitness center, tennis, pickleball, and a vibrant social calendar—all included with ownership. Ideally located near shopping, dining, and top-rated medical facilities. Just a 25-minute drive to the world-renowned Siesta Key Beach. Whether you’re seeking a full-time residence, seasonal retreat, or income-producing property, this condo delivers the best of Florida living in a welcoming, gated community. Schedule your showing now.
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Bruce Hearon (941-416-4095)
5561 ROSEHILL RD #104, SARASOTA, FL 34233
$229,9005 Days on yellowkey MLS ID: A4691365
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1112 Built: 2002 Tax: $2,793 (2025)Community: Admirals WalkCondo
Taxes:$2,793
Remarks: This lovely ground floor condo with a ONE-CAR PRIVATE DEEDED GARAGE has been recently updated and offers a great opportunity to own a residence in a highly sought-after gated community in a central Sarasota location. Situated in a well-maintained community with a private setting and no CDD’s. As you step inside the condo, you are greeted by the open floor plan, which seamlessly connects the living, dining, and kitchen areas, creating an ideal space for both relaxation and entertaining with ton of natural light. The updated flooring throughout and an updated kitchen showcasing new solid wood countertops, kitchen cabinetry, newer refrigerator (2022), microwave (2024) and dishwasher (2024) with convenient breakfast bar perfect for entertaining or casual meals. Both bathrooms have been completely updated along new ceiling fans and window treatments throughout. Property includes newer A/C (2021), water heater (2019) and washing machine (2020). This gated community has a park-like feel, enhancing the overall atmosphere. Sewer, trash, and water are included in HOA fees, streamlining luxurious living. The pet-friendly community, managed onsite, ensures an enjoyable living experience for all. Strategically located near I-75, this condo is in proximity to - Siesta Key, restaurants, stores, parks, golf courses, the Legacy Trail. Venice, Lakewood Ranch, and UTC Mall. Excellent schools make this location even more attractive. This condo epitomizes Florida living with peace of mind.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Francoise Borel (941-228-3768)
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