Location: Sarasota
Keyword(s): Sarasota High
Keyword(s) High School: Sarasota High
Do Not Show Listings
2949 BOUGAINVILLEA ST, SARASOTA, FL 34239
$444,95068 Days on yellowkey MLS ID: A4687629
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1574 Built: 1958 Tax: $4,700 (2025)Community: South GateSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,700
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Sarasota Middle
Remarks: Back on the market fresh, improved, and truly move-in ready, this fully renovated 3-bedroom, 2-bath home now features even more valuable upgrades for added peace of mind. Recent major improvements include a brand-new electrical panel, professionally repaired HVAC ductwork, a brand-new tankless water heating system for the interior of the home, a serviced garage door with a newly installed reverse safety system and garage door opener, plus a sewer system inspection and professional cleaning completed by a licensed plumber with a transferable 10-year warranty provided. Combined with a newer roof and updated HVAC system, this home offers the perfect blend of style, comfort, and confidence in the heart of Central Sarasota. Ideally located just minutes from Downtown Sarasota, Siesta Key Beach, shopping, dining, and all that Sarasota has to offer, the location makes it easy to enjoy the very best of the area. Inside, a bright and open layout immediately stands out, featuring expansive living spaces, wide plank flooring, and an abundance of natural light pouring through oversized windows. The seamless flow between the living, dining, and kitchen areas creates an inviting atmosphere that feels both airy and connected. The fully redesigned kitchen showcases sleek cabinetry, stainless steel appliances, modern lighting, and a large peninsula with bar seating, perfect for entertaining or casual everyday living. Both bathrooms have been tastefully renovated with contemporary finishes, stylish tile work, and glass enclosures, continuing the home’s clean and cohesive modern aesthetic. Extensive updates throughout include new flooring, fresh interior and exterior paint, updated landscaping, modern lighting, and updated doors. All three bedrooms offer comfortable space and natural light, while the overall design feels fresh, bright, and completely turnkey. Step outside to a fully fenced backyard with a spacious patio ideal for relaxing, entertaining, or creating your own outdoor retreat. With plenty of room for pets, play, or future possibilities, and no HOA restrictions, this property delivers flexibility along with style. Freshly reintroduced to the market and loaded with upgrades, this is an exceptional opportunity to own a beautifully renovated Sarasota home that is ready to enjoy from day one. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
915 BEACH RD #318, SARASOTA, FL 34242
$581,030112 Days on yellowkey MLS ID: A4682116
REDUCED by $17,970 (3.0%) on 05/19/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1972 Tax: $4,536 (2025)Community: La SiestaCondo
Taxes:$4,536
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Experience the ultimate Siesta Key lifestyle in this turnkey furnished, beautifully decorated 2-bedroom, 1-bathroom condo in the highly sought-after La Siesta Condominiums! Located on the third floor of Building C, this unit boasts stunning views of the community pool and the world-famous Siesta Key Beach—just steps away across the street! With 753 sq. ft. of thoughtfully designed space, this condo is fully equipped for personal enjoyment or an income-producing rental. The primary bedroom features a king-size suite, while the guest room is set up with two twin beds, both sharing a hall bath with a tub/shower combination. The open-concept living space extends to a screened patio, where you can relax and enjoy the tropical breeze. This unit is move-in or rental-ready, featuring hurricane impact windows and doors, a new roof, updated A/C, thermostat, and electrical. Additional conveniences include an elevator, a covered parking space, guest parking, and a private ground-floor storage closet, perfect for keeping your beach gear ready to go! Each building also has a shared washer and dryer for residents. La Siesta offers resort-style amenities, including a heated pool, BBQ areas, shuffleboard, a clubhouse, a fitness room, and on-site management for easy guest check-ins and check-outs. The condo is part of La Siesta’s rental program and is also listed on Airbnb, allowing for weekly rentals with a strict 25+ minimum rental age. Owners can live here full-time, use it as a vacation retreat, or take advantage of its strong rental potential. Ideally located just minutes from Siesta Key Village, you’ll have easy access to local shops, restaurants, and entertainment, all while enjoying one of the most beautiful beaches in the country. Whether you’re looking for a beachside getaway or a high-performing investment property, this is a rare opportunity to own in one of Siesta Key’s most desirable communities. Schedule your private showing today!
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Laura Millslagle (941-204-1687)
1610 N LODGE DR, SARASOTA, FL 34239
$11,500,000204 Days on yellowkey MLS ID: A4671493
Bed: 5 Bath: 6.5 Gar: 6 Liv Area Sq Ft: 7110 Built: 2024Monthly Fee: $29 Tax: $33,292 (2024)Community: Cherokee LodgeSpa: YesSingle Family
Taxes:$33,292
Tax Year: 2024
Remarks: Stunning waterfront three story, coastal modern, single-family waterfront home is the perfect blend of comfort and luxury located in the treasured Cherokee Park neighborhood. Nestled on a street adorned with majestic oak and canopy trees, this exceptional property offers both privacy and grandeur. As you approach this generous lot, you'll be greeted by an electric gate entryway. Choose to park in either the detached two-car garage beneath the guest house or the hidden 6-8 car garage on the side of the house. The garage level features a private gym with a bathroom and an extraordinary outdoor living space that includes both covered and uncovered areas, a stainless steel outdoor kitchen, and a fire pit. Entering the home, you're captivated by a glass box foyer entryway with a custom staircase and state of the art glass elevator. There is also an entryway through the 6+ car garage leading to the elevator. The spacious second-floor living area boasts an open floor plan perfect for any event. The elegant great room features a custom glass floor and firebox, leading to a beautiful open kitchen with custom cabinets, waterfall stone countertops, and Subzero and Wolf appliances. Adjacent to the kitchen is a bonus room and an open yet private dining room, ideal for a wine collector with its floor-to-ceiling glass wine cellar that doubles as an art piece. Behind the kitchen cabinetry, you'll find a separate sizable pantry and laundry room. This floor also features a beautiful balcony accompanied by a glistening hot-tub/dipping pool that waterfalls into your main pool. Make your way to the third story to find 4 on suite bedrooms and a second laundry room. The primary bedroom offers an expansive layout that seamlessly blends comfort and elegance. The true highlight is the gorgeous balcony overlooking the pool that leads to a staircase up to the breathtaking rooftop. From here, you will enjoy panoramic views of the spectacular Sarasota. Whether you’re hosting a sunset soiree or savoring peaceful morning coffee, this rooftop oasis provides an extraordinary vantage point. This seamless indoor-outdoor flow and the captivating scenery make this property a true gem for those seeking both luxury and tranquility in a prime location.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Kelly Gettel (941-315-2525)
3500 BENEVA RD #307, SARASOTA, FL 34232
$168,999156 Days on yellowkey MLS ID: A4676303
REDUCED by $11,001 (6.1%) on 04/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 977 Built: 1972 Tax: $1,985 (2025)Community: Beneva Village Sec 1Condo
Taxes:$1,985
Elementary School: Wilkinson Elementary
Remarks: This beautifully updated 2-bedroom, 2-bath condominium offers the perfect blend of modern finishes and an unbeatable Sarasota location. The open-concept layout creates a seamless flow between living, dining, and kitchen spaces, enhanced by new flooring and abundant natural light. The kitchen has been tastefully renovated with quartz countertops, new cabinetry, and new appliances, while both bathrooms have been thoughtfully remodeled with contemporary finishes. Every detail has been designed for comfort, style, and easy living. Ideally situated near Siesta Key Beach—renowned for its pristine sands—this residence is also conveniently close to shopping, dining, and entertainment, with downtown Sarasota just a short drive away. Whether used as a full-time home, seasonal home, or investment opportunity, this condominium delivers exceptional versatility and value in one of Sarasota’s most desirable areas.
Listing Agent: Enrique Coletti (941-952-8164)
5950 MIDNIGHT PASS RD #101, SARASOTA, FL 34242
$485,99911 Days on yellowkey MLS ID: A4694128
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 513 Built: 1957 Tax: $3,441 (2025)Community: Siesta Beach HouseCondo
Taxes:$3,441
Remarks: An exceptional opportunity to own a beautifully updated and turn-key beach condominium in the heart of Siesta Key, offering the flexibility of a strong rental investment, seasonal getaway, or your own private coastal retreat. Located within Siesta Beach House Condominiums, this residence places you just a short walk to both Siesta Beach and Crescent Beach, while also offering the rare advantage of private beach access exclusively for residents and guests. Inside, the condo has been thoughtfully upgraded and meticulously maintained, creating a bright and modern coastal atmosphere. The kitchen features quartz countertops, ceramic tile backsplash, under-cabinet lighting, stainless steel appliances, and solid wood cabinetry, all opening seamlessly into the main living space. Porcelain ceramic tile flooring runs throughout, enhancing the clean, beach-inspired feel of the home. Additional improvements provide peace of mind and long-term value, including a new elevated A/C system installed in 2024 and a brand-new electrical panel completed in 2025. Beautiful upgraded baseboards in the living room, extra hallway storage, and tasteful finishes throughout further separate this condo from many others currently available on the island. The spacious bedroom includes a walk-in closet, while the open-concept floor plan maximizes functionality and comfort within the space. Being sold fully furnished and turnkey, this property is truly ready for immediate enjoyment or rental use. The Siesta Beach House community offers a community pool and direct private beach access, all within a highly desirable location. With a flexible minimum lease period of just 3 days, this property also presents excellent income-producing potential for investors seeking short-term rental opportunities. Whether you are searching for a beachside investment property, a lock-and-leave vacation home, or a cozy private condominium steps from world-renowned beaches, this Siesta Key opportunity delivers exceptional lifestyle and value in one of Sarasota’s most sought-after coastal destinations. Schedule your private showing today and experience the island lifestyle firsthand.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Rachel Tritschler (941-993-5892)
3140 ESPANOLA DR, SARASOTA, FL 34239
$529,80011 Days on yellowkey MLS ID: A4694405
0 Days Off yellowkey (back on 5/30/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2248 Built: 1969 Tax: $2,515 (2025)Community: Frst Lakes Country Club EstatesSingle Family
Taxes:$2,515
Remarks: Under contract-accepting backup offers. Rare opportunity in Forest Lakes Country Club Estates! Nestled within one of Sarasota’s most established and desirable neighborhoods, this 3-bedroom, 2.5-bath pool home offers great bones, an exceptional layout, new roof and endless potential to create a spectacular custom residence. Homes rarely become available in this sought-after community, cherished for its mature tree-lined streets, oversized lots, country club ambiance, and unbeatable central location. Ideally situated within an A-rated school district, this home places you just minutes from downtown Sarasota’s vibrant arts and cultural scene, world-class dining, boutique shopping, St. Armands Circle, and the renowned white sand beaches of Siesta Key and Lido Beach. Enjoy easy access to the Legacy Trail, golf, marinas, waterfront parks, Sarasota Memorial Hospital, and countless entertainment and lifestyle amenities that make Sarasota one of Florida’s most coveted coastal destinations. Inside, spacious living areas are filled with opportunity and charm. The home presents an exceptional opportunity for remodeling and personalization, allowing the next owner to elevate the property into a sophisticated Florida retreat tailored to their own vision and style. Step outside to enjoy the expansive and private lot, framed by mature trees and lush landscaping with no direct rear neighbors. The backyard offers endless possibilities to enhance the existing pool area or create an extraordinary outdoor oasis ideal for entertaining, relaxing, and enjoying Sarasota’s year-round sunshine. With its prestigious location, generous floor plan, privacy, and incredible potential, this property is a rare offering in one of Sarasota’s most sought-after communities — an exceptional opportunity to transform a well-built residence into a luxurious coastal dream home.
Listing Agent: Leah George (941-780-0597)
199 WHISPERING SANDS DR #204, SARASOTA, FL 34242
$609,00094 Days on yellowkey MLS ID: A4684412
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1970Monthly Fee: $1,579 Tax: $5,538 (2025)Community: Whispering SandsCondo
Taxes:$5,538
Remarks: Welcome to effortless coastal living in this beautifully UPDATED second floor midrise residence in the premier GULF FRONT property of Whispering Sands! Designed with an OPEN CONCEPT floor plan, this light-filled condo showcases a bright, sophisticated 2023/2024 REMODELED kitchen featuring quartz countertops, stainless Samsung appliances, an impressive 8' breakfast bar with seating for 3, soft close cabinetry, and recessed lighting—all complemented by an elegant uplit tray ceiling. A true highlight is the expansive 29' x 8' lanai stretching the full length of the residence—offering an inviting extension of the living space ideal for relaxing, dining, or working from home, complete with hurricane impact sliders for total peace of mind. Both bathrooms have been tastefully updated with granite countertops and tiled, glass-enclosed walk-in showers, while ceiling fans and crown molding add comfort and sophistication throughout the unit. Beyond the residence, Whispering Sands offers true resort-style living in a premier Gulf front setting. Spend your days lounging on your private beach, taking a refreshing swim in one of two heated pools, an invigorating workout in the gym, or enjoying the vibrant social atmosphere of the clubhouse just steps from your door. Whether it’s a peaceful morning walk along the shoreline or a sunset gathering with neighbors, every day feels like a vacation. Perfectly positioned just steps from the clubhouse—currently undergoing complete remodeling in 2026—and pool, and a short stroll along the sidewalk to your 800' of your own private beach, this residence embodies the very best of resort style living. Ideally located just around the corner from the boutiques and restaurants of Siesta Key Village, you'll enjoy the perfect balance of relaxed beachfront living and easy access to dining, entertainment and island charm. Move right in and start enjoying the easy island lifestyle you’ve been dreaming of!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
2312 GROVE ST, SARASOTA, FL 34239
$420,00047 Days on yellowkey MLS ID: A4690028
0 Days Off yellowkey (back on 4/20/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1449 Built: 1958 Tax: $1,447 (2025)Community: Blossom BrookSingle Family
Taxes:$1,447
Remarks: This 2 bedroom 2 bath home is in a great location near Siesta Key beaches, downtown, Sarasota Memorial and in the Southside School district. The home features a new roof installed in 2025, original terrazzo flooring in excellent condition and plenty of room for a pool. Surrounded by million-dollar homes and new builds, this property is ready for a refresh or bring your plans and build brand new. No HOA and a central Sarasota location make this a compelling opportunity for builders and buyers alike looking to capitalize on one of the city’s most promising markets. This 8750 square foot lot offers the ideal canvas for a custom home in a location experiencing significant redevelopment.
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Jennifer Horne (941-773-0943)
5125 WILLOW LEAF DR, SARASOTA, FL 34241
$1,190,00091 Days on yellowkey MLS ID: A4683770
1 Days Off yellowkey (back on 5/30/2026)
REDUCED by $50,000 (4.0%) on 04/21/2026
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3837 Built: 1986Monthly Fee: $60 Tax: $8,339 (2025)Community: Bent Tree VillageSpa: YesSingle Family
Taxes:$8,339
Elementary School: Lakeview Elementary
Remarks: Under contract-accepting backup offers. An exceptional custom home by Arthur Rutenberg, set on nearly one acre behind the gates of Bent Tree Village, offers space, privacy, and thoughtful design in one of Sarasota’s most desirable communities. Step through the double wood doors into a welcoming foyer that opens to formal living and dining rooms, creating an immediate sense of openness. The layout flows naturally, making it just as comfortable for quiet evenings as it is for hosting guests. The kitchen is designed for someone who truly enjoys cooking. You’ll find generous counter space, extensive wood cabinetry with abundant storage, a breakfast bar, and a full suite of updated appliances, including a wine refrigerator. An informal dining area sits just off the kitchen, overlooking the screened lanai, pool, and spa, perfect for everyday meals with a view. The family room is spacious and inviting, anchored by an oversized wood-burning fireplace and complemented by a wet bar, an ideal setup for gatherings or relaxed weekends at home. The primary suite provides a private retreat with an ensuite bath featuring dual sinks, a water closet, a freestanding tub, and a step-in shower. Four additional bedrooms allow for flexibility. The fifth bedroom, with its own private entrance, can easily serve as a home office, game room, or guest suite. Outside, the screened pool and spa area is the true centerpiece. With nearly an acre of surrounding grounds, there’s ample room for entertaining, recreation, or simply enjoying the privacy and greenery. Located in a private gated community with convenient access to shopping, dining, golf, and the cultural amenities Sarasota is known for, this home offers the best of both comfort and location. And in walking distance to Lakeview Elementary School. Less then 5 miles to two private schools, the Classical Academy or Out of Door Academy. It’s a property that must be experienced in person to fully appreciate.
Listing Agent: Lisa Bouck, Pa (941-374-0165)
6157 MIDNIGHT PASS RD #F22, SARASOTA, FL 34242
$529,9004 Days on yellowkey MLS ID: A4692762
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1332 Built: 1974 Tax: $5,274 (2025)Community: Bay OaksSpa: YesCondo
Taxes:$5,274
Remarks: This property is a rare find, featuring two master suites upstairs, each with its own private balcony. The home is tastefully decorated and is being sold Turnkey, making it an excellent opportunity for immediate use or investment. Notably, the property already has a strong track record of rental income with several future bookings already in place. The Bay Oaks community offers a serene setting with mature landscaping and a wide array of amenities, including a heated pool, tennis courts, recreation room and a fishing pier. It also provides the convenience of on-site management and a picnic area with Barbeques for your enjoyment. Located less than a mile from Crescent Beach, the property offers easy access to the world-renowned powdery, quartz sand of Siesta Key, recently ranked as the #4 beach in the world by Tripadvisor in 2025. The area is a premier destination spot. Additionally, the trolley stops directly in front of the complex providing easy transportation to the various dining, shopping and nightlife options Siesta Key is famous for.
Listing is courtesy of: BECKMANN REAL ESTATE (941-346-3500)
Listing Agent: Josh Beckmann (941-321-3500)
5600 BEACH WAY DR #201, SARASOTA, FL 34242
$575,000364 Days on yellowkey MLS ID: A4654536
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1259 Built: 1970Monthly Fee: $1,467 Tax: $5,918 (2024)Community: Beachway AptsSpa: NoCondo
Taxes:$5,918
Remarks: SELLER SAYS BRING ALL OFFERS! MAJOR PRICE IMPROVEMENT!! Reduced over 75k! Have you ever wondered what it's like to own a Siesta Key sunset? Throw on your swimsuit, grab a towel and take a short stroll across the street, because here at Beach Way, you can't get much closer! Embrace your very own next-level Florida lifestyle with this exceptional opportunity. This second floor 2-bedroom, 2-bathroom condo is ideally situated and directly across the street from the world-renowned Siesta Key Beach, continuously celebrated for its powdery soft, white quartz sands and clear waters. This property is being offered fully furnished and is move in ready, presenting a unique chance to personalize your very own dream retreat whether as a permanent residence or a vacation getaway. This unit beams with natural light throughout, showcasing its rare beauty. With a minimum lease period of one month, up to twelve times a year, it also offers potential for rental income. Rental Proforma attached. As you enter the front doors to this beach oasis, prepare to be impressed by an open-concept kitchen that seamlessly flows into the living and dining areas, extending out to a private screened-in lanai where you can take in partial glimpses of the Gulf, creating a perfect setting for relaxation and entertaining. Need a little space? Both bedrooms feature walk-in closets, providing ample storage and comfort. In addition, the unit overlooks the community's heated pool which is maintained at 85 degrees year-round. This well-maintained community was built in 1970, offering a host of amenities designed for convenience and leisure. Residents have access to a community room with a full kitchen for social gatherings, picnic and grilling areas, elevators, laundry facilities on each floor, and a personal storage unit. In addition, your deeded carport is located just steps from your front door, ensuring ease of access. Recent updates to building include a new roof in 2020, an updated elevator installed in 2019, re-plumbed stacks completed in 2018, the addition of new vinyl fencing in 2021. The quarterly condo association fee covers access to all the amenities, pest control, basic cable, water/sewer services, grounds maintenance, weekend on-site maintenance, and community insurance. Living on Siesta Key means more than just proximity to the beach; it's about embracing a lifestyle where every day feels like a vacation. Start your mornings with a peaceful walk along the shoreline, enjoy paddleboarding in the calm Gulf waters, or partake in beach yoga sessions at sunrise and drum circle Sundays. The island's laid-back atmosphere is complemented by its vibrant community, offering a mix of friendly full-time residents and seasonal visitors. Ready to venture out for some more fun? Siesta Key Village, just a short distance away, is the heart of the island's social scene. Here, you'll find an array of casual bars, eateries, and boutiques, perfect for evening outings or weekend brunches. The community's eclectic vibe ensures there's always something happening, from local festivals to live music events. Other close by attractions include the Ringling Bridge, Downtown Sarasota and St. Armands, close proximity to top rated schools and hospitals, SRQ Airport and University Town Center. Don't let another Season pass you by from owning your own slice of paradise in the sand. Schedule your showing today.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Ashley Nevadomski (941-769-7627)
3993 HINA DR, SARASOTA, FL 34241
$395,000169 Days on yellowkey MLS ID: O6367407
0 Days Off yellowkey (back on 5/29/2026)
REDUCED by $5,000 (1.3%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1792 Built: 1984 Tax: $3,312 (2024)Community: Lake SarasotaSpa: NoSingle Family
Taxes:$3,312
Remarks: Under contract-accepting backup offers. Welcome home to the perfect blend of location, style, and functionality! Ideally situated in the desirable Lake Sarasota area, this beautifully maintained residence offers quick access to I 75, premier shopping, and the world-famous white sands of Siesta Key Beach—making everyday living and weekend getaways effortless. Step inside and fall in love with the open-concept floor plan, designed for both entertaining and comfortable daily living. The show-stopping kitchen is truly the heart of the home, featuring granite countertops, stainless steel appliances and French doors that open seamlessly to a spacious lanai—perfect for indoor-outdoor living. Outside, enjoy your oversized, fully fenced backyard, offering exceptional privacy and plenty of room to relax, play, or entertain. A convenient utility building adds valuable storage and functionality. This home offers three spacious bedrooms and two full bathrooms, plus a versatile bonus room off the primary suite that can easily serve as a fourth bedroom, home office, nursery, or creative space. The primary retreat is complete with a spa-inspired en-suite bath, showcasing dual vanities and an oversized walk-in shower. With its desirable location, flexible layout, stylish finishes, and private outdoor space, this home truly checks all the boxes. Don’t miss your opportunity to own this exceptional Florida retreat—schedule your private showing today!
Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)
Listing Agent: Jeff Jones (205-902-3584)
1537 SIESTA DR, SARASOTA, FL 34239
$2,995,00027 Days on yellowkey MLS ID: A4692775
REDUCED by $105,000 (3.4%) on 05/29/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3727 Built: 2023 Tax: $31,404 (2025)Community: Sunset Bay SubSingle Family
Taxes:$31,404
Remarks: Welcome to 1537 Siesta Drive—an exceptional custom coastal contemporary residence ideally positioned between Downtown Sarasota and world-renowned Siesta Key Beach. Built in 2023, this stunning luxury home offers 4 bedrooms, 4 full baths, 2 half baths, a dedicated office, and over 3,700 square feet of thoughtfully designed living space. From the moment you enter, you’re greeted by soaring ceilings, rich hardwood flooring, and an open-concept floor plan flooded with natural light. The chef’s kitchen is a showpiece, featuring premium appliances, designer finishes, a wine refrigerator, and seamless flow into the expansive great room—perfect for both entertaining and everyday living. The first-floor primary suite is a private retreat, complete with spa-inspired bath, oversized walk-in closet, and outdoor access. Upstairs, additional ensuite bedrooms and private balconies offer elevated comfort with peekaboo Sarasota Bay views. Step outside to your resort-style backyard oasis featuring a heated saltwater pool, outdoor kitchen, putting green, expansive covered lanai for dining and lounging, and lush tropical landscaping—all designed for effortless Florida living. Additional highlights include a 3-car garage, metal roof, impact windows/doors, and a premier West of Trail location just minutes from Southside Village, downtown dining, marinas, and the beaches. Located within city limits, this home has operated as a successful short and long-term rental. Financials are available upon request. Luxury, location, and lifestyle converge at this remarkable Sarasota residence.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Tina Ellis (512-550-1117)
850 S TAMIAMI TRL #630, SARASOTA, FL 34236
$317,50091 Days on yellowkey MLS ID: A4684292
REDUCED by $11,500 (3.5%) on 05/17/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1224 Built: 1998 Tax: $1,963 (2025)Community: Central Park Sec 2 Ph 1Townhouse
Taxes:$1,963
Remarks: Beautiful townhouse in Central Park II Recently painted with laminant flooring thruout the unit, two bedrooms upstairs each with own bath a half baths located close to downtown. This pet friendly complex has swimming pool , clubhouse and tennis courts. Close to downtown and a short ride to St Armands and the beaches.
Listing is courtesy of: WATERSIDE REALTY LLC (941-346-7454)
Listing Agent: Tom Ward (941-350-2463)
4114 ROBERTS POINT CIR, SARASOTA, FL 34242
$1,200,000294 Days on yellowkey MLS ID: A4661864
REDUCED by $190,000 (13.7%) on 05/18/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2165 Built: 1982 Tax: $3,622 (2024)Community: Roberts PointSpa: YesSingle Family
Taxes:$3,622
Remarks: One or more photo(s) has been virtually staged. Seller is motivated! Discover the chance to own a meticulously maintained 4-bedroom, 3-bathroom home in Roberts Point—one of North Siesta Key’s most sought-after neighborhoods. This versatile two-story property is ready for you to move in, renovate, or rebuild into your dream retreat. Designed with entertaining in mind, the home offers multiple outdoor decks and living spaces, plus a relaxing hot tub overlooking the tranquil bayou. The property has water access to the bay and beyond. The main living area on the second floor features an open, airy layout with vaulted ceilings, while the ground level includes a two-car garage, private 1-bedroom/1-bath suite, bonus room, and screened lanai—perfect for guests or extended family. Recent upgrades provide peace of mind, including a new roof (August 2023), hurricane shutters, and completed storm remediation. Surrounded by lush Florida landscaping, you’ll enjoy the serenity of the water while being just minutes from Siesta Beach, shopping, and dining. Don’t miss this exceptional location—whether you envision updating, expanding, or starting fresh, this is your opportunity to own a slice of paradise on Siesta Key.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Kelley Callaway (941-928-0642)
9397 MIDNIGHT PASS RD #905, SARASOTA, FL 34242
$729,000226 Days on yellowkey MLS ID: A4669008
REDUCED by $20,000 (2.7%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1348 Built: 1975 Tax: $5,944 (2025)Community: Pointe On Midnight PassSpa: YesCondo
Taxes:$5,944
Remarks: Also available as a seasonal rental! Welcome to 9397 Midnight Pass Rd #905 Sarasota, FL 34242 at The Pointe on Siesta Key, a fully renovated 1,348 SF, 2-bedroom, 2-bathroom luxury condo offering breathtaking Little Sarasota Bay and Intracoastal waterway views from the 9th floor. This stunning residence underwent a complete custom renovation in 2023, setting it apart from every other unit in the building. The open-concept kitchen features quartz countertops, vaulted ceilings with a bold rock-and-metal aesthetic, and a one-of-a-kind handcrafted glass-art backsplash, with bar seating connecting seamlessly to the dining and living areas, a custom layout rarely found at The Pointe. Luxury vinyl plank flooring flows throughout every room including the lanai, while wood acoustical paneling enriches both the living space and primary suite. Additional upgrades include HD-mounted televisions, a 2023 AC system, and a new LG washer and dryer, making this unit nearly turnkey and move-in ready. Step onto your private lanai, protected by hurricane-grade sliders, and take in tranquil water views of Little Sarasota Bay, where dolphins, manatees, and sailboats pass through calm Intracoastal waters daily. As a resident of The Pointe's gated five-acre community, enjoy resort-style amenities including boat docks, kayak and canoe access, a heated pool and spa, sauna, tennis and pickleball courts, BBQ gazebos, a clubhouse, and a fitness center with panoramic Intracoastal views. Located just minutes from Turtle Beach, Siesta Key Village, waterfront dining, local marinas, and coastal cafés, this property is ideal whether you're seeking a luxury Siesta Key waterfront residence, a vacation condo, or a Sarasota investment property. Negotiable furnishings available. Schedule your private showing today.
Listing is courtesy of: HARRY ROBBINS ASSOC INC (941-924-8346)
Listing Agent: Emerson Robbins (941-404-0382)
6154 MIDNIGHT PASS RD #7C, SARASOTA, FL 34242
$645,00068 Days on yellowkey MLS ID: A4687416
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 836 Built: 1966 Tax: $4,329 (2025)Community: Casa Blanca VillasCondo
Taxes:$4,329
Remarks: Positioned along the powdery white sands of Siesta Key’s renowned Crescent Beach, this villa residence within Casa Blanca Beach Resort presents an exceptional opportunity to own in one of Sarasota’s most iconic Gulf-front communities. Casa Blanca is a unique collection of individually owned villas and apartments, each thoughtfully furnished and appointed for effortless coastal living or income-producing flexibility, with minimum rental periods of just 5–7 nights depending on ownership preference. This two-bedroom residence is fully equipped with an updated kitchen and bathroom, all cookware and linens, and the conveniences of individually controlled air conditioning, cable television, and Wi-Fi, creating a seamless turnkey experience for both owners and guests. The community enhances the Gulf-front setting with a clubhouse, pool and multiple on-site laundry facilities, all designed to support easy, resort-style living. Set directly on Crescent Beach, internationally celebrated for its fine, quartz-crystal sand and consistently ranked among the top beaches in the United States, this property captures the essence of Sarasota’s coastal appeal. Ideally situated just off Stickney Point Bridge, it offers effortless access to Sarasota’s renowned dining, shopping, and cultural attractions. With Siesta Beach just steps away, this is a rare opportunity to own in a beloved beachfront destination, whether as a personal retreat, full-time residence, or high-demand investment property.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Joel Schemmel (941-587-4894)
101 WHISPERING SANDS DR #107, SARASOTA, FL 34242
$475,000181 Days on yellowkey MLS ID: A4674069
REDUCED by $20,000 (4.0%) on 05/04/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969 Tax: $5,864 (2024)Community: Whispering SandsCondo
Taxes:$5,864
Remarks: One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! Welcome to affordable GULF FRONT living! This is the BEST PRICED CONDO in Whispering Sands. The sellers are also willing to offer a $60,000 SELLER CREDIT with an acceptable offer, to offset any future improvements or assessments. This recently updated, 2 bed/2 bath, DOUBLE LANAI CORNER unit is nestled in the southwest corner of the popular Tropic View building, the Whispering Sands midrise closest to the Gulf and 800' of your own private beach! The freshly painted interior features NEW luxury vinyl plank flooring, NEW interior doors, and NEW overhead designer lighting and fans. Four sets of floor-to-ceiling sliders open from the living areas and bedrooms into TWO separate 24’ glassed and screened lanais – complete with epoxy flooring and NEW ceiling fans to capture the coastal breezes. After a full day at the beach, meal prep is easy in your partially open kitchen featuring NEW granite countertops, farmhouse style stainless sink, and NEW 2025 Whirlpool and GE stainless appliances. The spacious primary bedroom includes a nice walk-in closet and an ensuite bath, while the generous second bedroom comfortably accommodates up to two queen beds and boasts a full wall of closet space. Both updated bathrooms feature NEW cabinets, vanities, & fixtures, with glassed walk-in showers and recessed lighting. Brand NEW 2026 HVAC system and 2025 water heater. The unit also comes with its own assigned storage locker located just across the hall, ideal for storing all of your beach essentials. Conveniently located next door to the colorful shops and restaurants of Siesta Key Village, Whispering Sands is a premiere 55+ Gulf front property offering two heated pools, beachside Tiki Hut and gas grills, shuffleboard, canoe/kayak storage, and 800' of PRIVATE quartz sand beach. The clubhouse is currently undergoing complete remodeling. Upon completion in 2026, it will include a full catering kitchen, fitness rooms, large screen TV, and an elegant space for community wide or private social events. New landscaping plan for the building and throughout the entire 25-acre property is currently underway. Attractively priced below market, this unit represents a great investment. Don’t miss this opportunity to experience the ease of island living at Whispering Sands!
1650 PINE TREE LN #103, SARASOTA, FL 34236
$309,90026 Days on yellowkey MLS ID: A4692661
REDUCED by $10,000 (3.1%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 940 Built: 1974 Tax: $2,729 (2025)Community: Bayou House AptsCondo
Taxes:$2,729
Middle School: Booker Middle
Remarks: BREATHTAKING BAYOU HOUSE! Positioned along the peaceful waters of Hudson Bayou, this beautifully updated FIRST-FLOOR residence offers a rare blend of waterfront serenity and walkable proximity to the very best of Downtown Sarasota. From the moment you step inside, the tone is set — a clean, open layout enhanced by tasteful finishes and a natural flow that makes everyday living feel effortless. The kitchen serves as the heart of the home, featuring rich cabinetry, sleek QUARTZ countertops, and modern updates that balance both style and functionality. Thoughtfully designed with a SPLIT BEDROOM FLOOR PLAN, the layout provides a sense of privacy and separation — ideal for hosting guests or creating comfortable, independent living spaces within the home. Updated bathrooms, refined flooring, and contemporary lighting carry a cohesive feel throughout, delivering a move-in-ready environment for even the most discerning buyer. Step beyond the living space to your PRIVATE SCREENED LANAI, where one can sit sipping on a cup of their favorite brew whilst taking in the tranquil waterfront setting and serene birdsong. With direct GULF ACCESS via Hudson Bayou, this is more than just a view — it’s a lifestyle. Launch a kayak, enjoy the natural surroundings, or simply unwind as the water moves gently past your backyard. A BRAND-NEW TRANE A/C (2024) ensures year-round comfort and efficiency, adding yet another layer of confidence for the next owner. All of this, just minutes from Downtown Sarasota, where you’ll find TOP-RATED RESTAURANTS, boutique shopping, art galleries, Marina Jack, Selby Gardens, and the vibrant cultural energy that makes this area so desirable — all while returning home to your own quiet, waterfront retreat. This is the kind of opportunity that rarely presents itself — WATERFRONT, FIRST-FLOOR, MOVE-IN READY, and perfectly positioned. DO NOT ALLOW THIS RARE WATERFRONT OPPORTUNITY TO SLIP THROUGH YOUR GRASP… CALL TODAY TO SCHEDULE YOUR PRIVATE SHOWING!!!
Listing is courtesy of: KW SUNCOAST (941-792-2000)
Listing Agent: Matthew Sharp, Pa (813-629-7094)
1212 CENTER PL, SARASOTA, FL 34236
$5,695,000147 Days on yellowkey MLS ID: A4676921
Bed: 5 Bath: 6.0 Gar: 2 Liv Area Sq Ft: 4807 Built: 2024Monthly Fee: $42 Tax: $19,996 (2024)Community: Lido CSpa: YesSingle Family
Taxes:$19,996
Remarks: Move-in ready new construction in Lido Shores just steps from the private neighborhood beach. Skip the two-year building process and move straight into a brand new residence designed for effortless coastal living. Clean architectural lines, walls of glass, and an open yet thoughtfully scaled floor plan create a home that feels both modern and comfortable. The main living spaces flow seamlessly to the spa, pool and outdoor entertaining areas, creating a natural connection between indoor and outdoor living. At the center of the home, the kitchen is designed as both a showpiece and gathering space, featuring Thermador appliances, custom Italian cabinetry, and an oversized island ideal for entertaining. Generous living and dining areas allow the home to host comfortably without sacrificing privacy or everyday livability. Each of the five bedrooms offers its own en-suite bath, creating private retreats for family and guests alike. The primary suite is designed as a true sanctuary, featuring spa-inspired finishes and a calm connection to the surrounding outdoor spaces. One of the home’s most special features is the expansive rooftop terrace, offering sunset views toward the Gulf and a unique setting for evening entertaining or quiet moments above the neighborhood canopy. Built by Seaward Homes and completed in 2024, the residence also includes smart home integration, custom closets and thoughtfully curated finishes throughout. Located in Lido Shores, one of Sarasota’s most sought-after coastal neighborhoods, residents enjoy private beach access along with convenient proximity to St. Armands Circle, downtown Sarasota, and the city’s renowned dining and cultural destinations. Recently completed and ready for immediate occupancy, this home presents a rare opportunity to enjoy brand new construction in Lido Shores without the time, complexity, and rising costs of building.
Listing Agent: Steven Moore (401-767-7180)
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