Location: Sarasota
Do Not Show Listings
430 KUMQUAT CT #202, SARASOTA, FL 34236
$1,030,600421 Days on yellowkey MLS ID: A4650002
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1057 Built: 2025Monthly Fee: $634 Tax: $10,500 (2024)Community: Villa BalladaCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,500
Elementary School: Alta Vista Elementary
High School: Booker High
Tax Year: 2024
Middle School: Booker Middle
Remarks: Under Construction. ***NEW CONSTRUCTION SPECIAL!!!**** Introducing Villa Ballada - the third in our series of extraordinary contemporary architectural designs in the Rosemary District by local award-winning architects, Halflants & Pichette. Villa Ballada follows our first two projects by Dunn Hospitality Group – Zahrada and Zahrada 2, just a half block away. There are 22 residences and two retail units presenting unbelievable opportunity to choose from 21 different floor plans, each offering its unique feel, and desirable to many with a lifestyle all on one level. Wide-open foyer, spacious designer kitchens with breakfast bar, and welcoming dining and living rooms are the main features in all 21 designs. In this #202 condominium, there are two covered balconies facing west from the owner’s suite and living areas which look down over the streetscape below. A delightful swimming pool and courtyard cool you down on those hot summer days. Secure lobby and parking garage with assigned parking and optional EV charging stations keep you safe and sound.**Extra parking available to Buyer via optional Luxury parking lift.** ***AWARD WINNING ARCHITECTURE*** But in the end, it’s about the architecture, the location where you can experience a myriad of Sarasota’s downtown delights, such as delectable culinary opportunities, arts and culture, Florida Studio Theatre, Sarasota Opera House, Westcoast Black Theatre Troupe and the farmers market, Whole Foods close by, the John Ringling Bridge, Marina Jack and the Sarasota waterfront. The new construction techniques, premium finishes and craftsmanship rules the day. You must experience Villa Ballada as you won't be disappointed. Remember we are only four blocks from our incredible new The Bay Sarasota 53-acre bayfront park underway for everyone who frequents and delights in Sarasota. Your new condominium is available from $1,030,000 to $2,264,000 with two-, three- and four-bedroom designs. Low HOA fee includes insurance, management fees, building maintenance, manager, exterior window cleaning once per year, water, sewer, trash and exterior pest control. Contact us for your private tour.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (941-364-4000)
Listing Agent: Frank Lambert (941-920-1500)
410 N ORANGE AVE #218, SARASOTA, FL 34236
$2,428,200826 Days on yellowkey MLS ID: A4603674
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2556 Built: 2025Monthly Fee: $995 Tax: $24,000 (2024)Community: Orange OneSpa: NoCondo
Taxes:$24,000
Remarks: Pre-Construction. To be built. Introducing ORANGE ONE ! Downtown Sarasota and the Rosemary District’s newest and brightest shining star. ORANGE ONE is a 30 unit mixed-use development in the red hot Rosemary District. 10 three story condominium residences, alongside 10 retail condominium spaces. Plus, another 10 three story townhouses meandering along 4th St. All Residences feature their own private elevator, swimming pool, guesthouse villa, and huge outdoor living areas complete with outdoor kitchens for your grilling pleasure, and the much sought after private two car garages. Experience the real meaning of being able to Live , Work and Play within close proximity of your new home. Lavish, luxurious finishes rule the day – Quartz, Porcelain Tile , Custom Cabinetry, Insulated , Impact Glass windows and doors, . With four bedrooms including the guest house villa, and 3 1/2 baths, the possibilities are endless, - guest quarters , exercise studio, home office or just your own private getaway Then take a look outside and there are 65 restaurants are within five blocks, as well as art galleries, theaters, farmers market, John Ringling Bridge, Lido Beach all close by. Downtown shopping, culinary delights and the Sarasota Art scene are all at your doorstep. Just a few minutes away is Sarasota Bay and the new 50 acre BAY SARASOTA PARK, a game changer for everyone who lives, works and plays in Sarasota. Call today for your private showing. LOOK NO FURTHER !!
6236 MIDNIGHT PASS RD #305, SARASOTA, FL 34242
$800,000224 Days on yellowkey MLS ID: A4671409
1 Days Off yellowkey (back on 5/21/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1250 Built: 1979Monthly Fee: $1,096 Tax: $8,844 (2025)Community: Siesta Dunes BeachSpa: YesCondo
Taxes:$8,844
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Rarely for sale TURNKEY FURNISHED beach condo at Siesta Dunes, where living the Siesta Key lifestyle comes naturally. Enjoy true convenience with DIRECT BEACH ACCESS to powdery white sand and the sparkling Gulf- no streets to cross, just a short, breezy walk to the beach, pool, hot tub, or tennis court right within the community. With onsite management available and WEEKLY RENTALS allowed, owning and renting is refreshingly simple. Whether you're strolling to dinner, biking to the Village, or simply putting your toes in the sand, every moment here feels effortless. Lovingly maintained by the same owner for 40 years, this residence shines with thoughtful updates, brand-new IMPACT WINDOWS for added peace of mind, and even a gorgeous blue Gulf VIEW from your primary bedroom. Whether you're looking for a smart investment or a sunny place to call home, this Siesta Dunes gem is ready to welcome you!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Alex Chau (941-812-8781)
4822 OCEAN BLVD #10E, SARASOTA, FL 34242
$565,000154 Days on yellowkey MLS ID: A4669777
REDUCED by $10,000 (1.7%) on 05/29/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 820 Built: 1973 Tax: $4,312 (2025)Community: Siesta TowersCondo
Taxes:$4,312
Remarks: Experience penthouse-level living in this fully renovated, 10th-floor, condominium. This turnkey Siesta Key oceanfront property offers panoramic views of the Gulf, Sarasota Bay, and the skyline. Masterfully modernized, it blends luxurious coastal design with everyday resort-style convenience. Sweeping, unobstructed sights of dolphins, Big Pass, and vivid Gulf sunsets. A substantial great room offers ample space for a living, and dining room. The kitchen features European white soft-close cabinets, granite countertops, porcelain wall tile, a triple-filter water dispenser, and high-end stainless-steel appliances. Premium upgrades include luxury vinyl plank flooring that runs throughout, motorized privacy blinds, impact sliding doors, 2025, a fully updated bath with dual sinks, and a separate water closet with walk-in shower. The bedroom is a spacious sanctuary, with two closets, and additional access to the fully revitalized terrace. Siesta Towers provides a relaxed waterfront community with all new amenities, including a state-of-the-art fitness center. Located on prime north Siesta Key; just a 5-minute walk to Siesta Key Village, and Siesta Key Beach is just around the bend. Enjoy immediate access to the area's best boutiques, restaurants, bars, and weekly farmer's markets. One look and you'll fall in love with this exceptional Gulf-front gem! Come for the views and stay for the fun!
Listing is courtesy of: COLDWELL BANKER REALTY (941-907-1033)
Listing Agent: Darren Beddoe (407-353-8810)
4106 CENTRAL SARASOTA PKWY #1015, SARASOTA, FL 34238
$224,900261 Days on yellowkey MLS ID: A4667079
REDUCED by $24,100 (9.7%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1209 Built: 1998Monthly Fee: $671 Tax: $1,279 (2024)Community: Bella Villino 1Spa: YesCondo
Taxes:$1,279
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: PRICE REDUCTION + MOTIVATED SELLER! BRING ALL OFFERS! Step into effortless living with this stylish GROUND LEVEL condo in the coveted, gated community of Bella Villino—where ‘I live here’ feels like bragging rights. This 2-bedroom, 2-bath split floor plan delivers just the right balance of privacy and connection. The open-concept living area, with crown molding and soaring ceilings, feels inviting from the moment you walk in. The kitchen is designed to keep up with your lifestyle—plenty of counter space, a breakfast bar for quick bites, and open sightlines for entertaining. A bright solarium pulls in natural light, making it the perfect spot to sip coffee, unwind, or set up a chic home office. Both bedrooms are true retreats, each with its own ensuite bath and walk-in closet. The primary suite impresses with generous vanity space and a private linen closet, while the second bedroom offers equal comfort for family, guests, or a flex space. Updates you’ll love: BRAND NEW A/C (9/2025), BRAND NEW carpet (Oct 2025), freshly painted interior (10/2025) and PGT double pane hurricane impact windows. But let’s be real—you don’t move to Bella Villino just for the condo. You move here for the lifestyle. Float away in the heated saltwater pool, recharge in the spa, or hit the fitness center before a stroll along nature trails and lakeside views. Game on? There’s racquetball, basketball, tennis, and even billiards. Want something more low-key? Head to the clubhouse, picnic areas, or bring your pup to the pet-friendly spots. All of this is tucked inside Palmer Ranch, moments from Potter Park, Legacy Trail, a quick drive to Siesta Beach, Downtown Sarasota, Venice and Nokomis, and a plethora of dining and shopping. Monthly fees cover nearly everything—water, sewer, trash, pest control, exterior maintenance, and full access to the amenities—so you can focus on living, not chores. This is more than a home—it’s your next-level lifestyle.
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Ashley Nevadomski (941-769-7627)
1255 N GULFSTREAM AVE #1407, SARASOTA, FL 34236
$1,375,000160 Days on yellowkey MLS ID: A4677443
0 Days Off yellowkey (back on 6/19/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1629 Built: 1982 Tax: $15,421 (2025)Community: Bay PlazaCondo
Taxes:$15,421
Remarks: A REFINED OFFERING PRICE and rare opportunity has just become more compelling!! This is your invitation to claim the coveted 14th floor vantage point at Bay Plaza, where timeless Sarasota Bay vistas and unobstructed 180 degree PANORAMIC VIEWS meet the ultimate walkable downtown luxury lifestyle. Welcome to residence #1407 at the iconic Bay plaza, the renowned downtown waterfront condominium designed by Tim Siebert of Sarasota School of Architecture. Positioned within the buildings PREMIER southeastern stack, this rarely available 14th floor residence offers commanding southwest-facing sweeping expansive water views over Sarasota Bay, Marina Jack, downtown skyline and world-class Sarasota legendary sunsets. This spacious 2 bedroom/2 bathroom residence offers fully unobstructed 180 degree irreplaceable Bay views from every room, delivering million dollar scenery and location that discerning Buyers seek but seldom find. A highly desirable split floor plan provides both privacy and flow, while TWO private balconies invite morning coffee or tea at sunrise and unmatched and unforgettable evenings overlooking Sarasota Bay. Floor to ceiling windows allow natural light to fill the residence throughout the day, creating a refined and enduring atmosphere where the Bay becomes a breathtaking daily backdrop. The primary owners suite serves as a tranquil retreat with direct balcony access and sweeping water views, while the guest suite offers comfort and privacy for extended stays for visiting family and friends, Bay Plaza is a full-service luxury waterfront community with 24-hour concierge service and security, onsite management, heated pool and spa, fitness centre, sauna, social room, valet parking for residents and guests and secure building access, and EV charging -- all within one of downtown Sarasota's most elegant addresses. Step outside and enjoy immediate walkability to Sarasota's vibrant cultural district, including fine dining, cafés, art galleries, theaters, marina walks or boating and year round activities. This is a rare opportunity to curate your own spectacular waterfront sanctuary, personalize the space to your specific vision, and secure one of the most desirable top-floor residences in Bay Plaza. A legacy-caliber property equally suited as a refined primary home or an exceptional second home retreat. Where elevation, exposure and EXTRAORDINARY views converge -- because perspective changes everything, The VIEWS are timeless. The LOCATION is irreplaceable. The VISION is yours to create.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Lisa Brandy (941-232-1420)
11 SUNSET DRIVE #804, SARASOTA, FL 34236
$849,000103 Days on yellowkey MLS ID: A4685506
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1433 Built: 1980Monthly Fee: $1,267 Tax: $8,651 (2025)Community: 7541 - Sunset TowersCondo
Taxes:$8,651
Remarks: Downtown Sarasota Waterfront Lifestyle could be yours now! This beautifully high floor 2-bedroom, 2-bathroom condo offers stunning Sarasota Bay views and views of the famous Ringling Bridge. With a spacious split floor plan, open kitchen, and two screened-in lanais, you'll enjoy comfort, convenience, and beautiful sunsets. Located at the base of the Ringling Bridge, near Sarasota Arts District, Marina Jack, Bayfront Park, the Farmers Market, world-class dining, shopping, and more. St. Armands Circle and Lido Beach are just across the bridge. The building has fantastic amenities including a private beach, bayside heated pool, fitness center, kayak launch, and covered parking. Additional features include a full washer and dryer in-unit, low maintenance fees, and recent building upgrades such as new windows, railings, landscaping, and exterior paint. This 8th floor unit has an obstructed view of Fourth of July fireworks. No road noise (or very minimal) The owners have updated all windows to code and new dual pain PGT sliding doors in bronze recently. The plumbing has also been upgraded a few years ago when the unit below was undergoing renovations. Sprinkler system is has also been updated a few years ago to the top of the line company. Condo is ready for your designer touch or to enjoy as-is.
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Marina Goncharenko (941-726-9233)
4660 OCEAN BLVD #Q2, SARASOTA, FL 34242
$624,90050 Days on yellowkey MLS ID: A4692194
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $6,131 (2025)Community: Sea VillageSpa: NoCondo
Taxes:$6,131
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: BEST PRICED GULF-FRONT CONDO ON SIESTA KEY, in terms of VIEW, CONDITION, SIZE, AMENITIES and PROXIMITY to Siesta Key Village, the #1 BEACH IN America, and DOWNTOWN SARASOTA! Not ONE, but TWO heated GULF FRONT POOLS. Brand NEW fishing dock. This lovely unit can come partially furnished if you wish (a full list of items is available) and has a BRAND-NEW A/C. MOVE IN READY! Unobstructed GULF VIEWS, forever YOURS! And it’s PET FRIENDLY! HOA covers just about everything! Bring your suitcase, your toothbrush and your bathing suit! Wake up to breathtaking Gulf views, watch as dolphins swim, and enjoy legendary Siesta Key sunsets from this beautifully maintained 2-bed, 2-bath, perfectly positioned condo in a charming Gulf front community. Floor-to-ceiling glass sliders flood the open living area and primary bedroom with natural light, leading to your private screened lanai, where uninterrupted Gulf views are yours to behold. The primary bedroom features ample closet space and an ensuite bath with separate vanity. With 1,200 ft² of living space, this second-floor residence comes with an in-unit washer/dryer, as well as a free community laundry room and storage. The second bedroom is perfect for guests and family, and the well-appointed kitchen has upgraded appliances and a pass-through to the living area. This exceptional unit has had just one owner and has been in the family since the complex was built. Sea Village is a small community located exactly 1 mile north of Siesta Key Village and 1 mile to the #1 Beach in America. Amenities include two heated gulf front pools, a newly constructed fishing pier, and designated covered parking. ALL assessments have been PAID. Monthly HOA covers Community Pool, Escrow Reserves, Insurance, Exterior Maintenance (to include the roof), Maintenance of the Grounds, as well as Water, Sewer and Trash. Renowned for its vibrant coastal lifestyle, Siesta Key Village is bustling with restaurants, cafes, shops and miles of crystalline beaches. Downtown Sarasota’s Bayfront, with its world-class shopping, dining, & cultural events is 5 miles away. Nature lovers, sports enthusiasts, and patrons of the arts have the best of Sarasota at their fingertips with outdoor activities that include waterfront dining, boating, biking, golfing, hiking & fishing nearby. With easy access to state-of-the-art medical facilities, Sarasota International Airport, and the I-75, the location of this property offers the perfect blend of serenity & convenience and offers an extraordinary opportunity to LIVE YOUR BEST LIFE, whether it be used as a private retreat for your own personal enjoyment, or a seasonal or annual rental, with excellent income potential.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Robin Leonardi (941-685-6270)
5780 MIDNIGHT PASS RD #210, SARASOTA, FL 34242
$999,000200 Days on yellowkey MLS ID: A4673708
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1361 Built: 1979 Tax: $9,269 (2025)Community: Gulf & Bay Club Ph 2Condo
Taxes:$9,269
High School: Riverview High
Remarks: BEST VALUE AT SIESTA KEY BEACH GULF & BAY CLUB. Imagine living in Paradise…Welcome to your dream home on Siesta Key, where every day feels like a vacation. This beautiful beachfront corner unit in the prestigious GULF & BAY CLUB is located on the #1 Beach in America per Trip Advisor. Step into this stunning two-bedroom, two-bathroom unit, filled with natural light from expansive windows. Enjoy breathtaking sunrise and sunset views as part of your daily routine. The renovated interior features high ceilings, a gourmet kitchen with an office, modern bathrooms, smart storages and elegant details. Gulf & Bay Club is the gated resort community on the key. The serene property spans on 32 acres with 800 feet of private quartz sand beach, offering exceptional living. Beyond your home, Gulf & Bay Club offers world-class amenities, including scenic pathways to a freshwater lake with a rustic footbridge, a lush tropical courtyard with 3 heated pools, 6 pickleball courts, 4 tennis courts, 2 clubhouses and barbecue grills for social gatherings. Fitness enthusiasts can access a commercial gym, sauna, and media facility, while EV charging stations promote eco-friendliness. With an on-site rental management for one-month minimum rentals, this property is perfect for luxurious living and smart investment. Make this waterfront oasis your home where warm hospitality and serenity await.
Listing Agent: Maurice Menager (941-238-8119)
5880 MIDNIGHT PASS RD #704, SARASOTA, FL 34242
$1,495,000102 Days on yellowkey MLS ID: A4685065
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1498 Built: 1982 Tax: $11,276 (2025)Community: CasarinaSpa: YesCondo
Taxes:$11,276
Remarks: You will melt away on Crescent Beach's powder/sugary white sand and float away in the shimmering waters of the Gulf of Mexico. This residence has been beautifully renovated to provide the ultimate beach home for you to call your own. The kitchen area features a day bed and a custom wood top island. Enjoy your morning coffee or sunset drink on your private lanai. Residents enjoy the heated pool/spa with cabana and outdoor kitchen, two grilling areas, a sunset beachside deck and lighted pickle ball/tennis courts. You will appreciate the on-site management office, fitness room and large community center. Come see for yourself what Casarina offers for fine beachside living.
1035 SEASIDE DR #404, SARASOTA, FL 34242
$2,650,000212 Days on yellowkey MLS ID: A4672742
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1646 Built: 2023 Tax: $18,228 (2024)Community: Ten35 SeasideSpa: YesCondo
Taxes:$18,228
Remarks: Experience beachfront ownership that works for you. Residence 404 at Ten35 Seaside offers a rare opportunity to own a fully operational, income-producing property on Siesta Key’s Crescent Beach — one of the most sought-after vacation rental destinations in Florida. This residence is enrolled in the community’s on-site professional rental management program and is already completely booked for the current season, providing immediate revenue and eliminating the uncertainty, setup time, and operational burden typical of vacation rental ownership. Owners benefit from a true turnkey investment: marketing, guest services, housekeeping, and day-to-day management are handled on-site, allowing you to generate income while still reserving personal use. Inside, the unit is designed specifically for both durability and guest appeal. Floor-to-ceiling hurricane-rated glass fills the open living space with natural light, while porcelain wood-look flooring, custom finishes, and curated furnishings create the upscale coastal experience today’s renters actively seek and review highly. The kitchen features quartz countertops and premium Wolf appliances, opening seamlessly to the living area — ideal for group stays and longer bookings. The flexible floor plan maximizes occupancy potential, with a spacious primary suite, guest bedroom, and an integrated Italian fold-down bed system that expands sleeping capacity without sacrificing aesthetics — an important driver of rental performance. The private covered lanai captures panoramic Gulf views, a major booking advantage and one of the most requested amenities among Siesta Key vacationers. Ten35 Seaside functions as a boutique resort for guests and owners alike, offering: • Direct beach access to Crescent Beach • Gulf-front pool and spa • Private cabanas • Fitness center • Fire pit and gathering areas • Daily beach chair and umbrella service Rental parameters allow one-week minimum stays in the off-season and two-week minimums during peak season, striking an ideal balance between revenue generation and property preservation. Located moments from Siesta Key’s South Village dining and shopping, the property consistently attracts repeat visitors — a key factor in maintaining strong occupancy. Whether you are expanding a portfolio, completing a 1031 exchange, or seeking a vacation home that offsets ownership costs, Unit 404 offers a combination rarely found on Siesta Key: Gulf-front location, professional management, and immediate rental income from day one.
Listing is courtesy of: EXP REALTY LLC (800-486-1794)
Listing Agent: Jeff Lauer (941-441-6555)
2320 AQUABLUFF PL #V274, SARASOTA, FL 34231
$255,000108 Days on yellowkey MLS ID: TB8482598
REDUCED by $3,000 (1.2%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1120 Built: 1971Monthly Fee: $725 Tax: $2,443 (2025)Community: Strathmore Riverside IiiCondo
Taxes:$2,443
Remarks: Welcome to easy Florida living in this 2-bedroom, 2-bath 55+ villa in beautiful Sarasota just 15 minutes away from Siesta Key! Comfortable, bright, and thoughtfully designed and NEW Roof and HVAC (2024) for added peace of mind - Come enjoy the relaxed lifestyle Sarasota is known for. Step inside to discover tile flooring throughout the entire home — no carpet here, creating a low-maintenance living space that’s perfect for Florida living. The stylish kitchen features rich wood cabinetry, granite countertops, a beautiful backsplash, and stainless steel appliances, offering both charm and functionality for everyday cooking and entertaining. Just off the kitchen, the sunny dining area is filled with natural light thanks to two large sliding glass doors, making it a welcoming place to start your morning or gather with friends. The spacious great room provides plenty of room to relax or host guests, with an open feel that makes the home comfortable and inviting. Both bedrooms are nicely sized, including the primary suite with a walk-in closet and private bath, offering a peaceful retreat at the end of the day. A laundry room conveniently located just off the 2 car carport adds everyday ease and practicality. Life in Strathmore Riverside Villas is about more than just the home — it’s about the lifestyle. Residents enjoy a wide variety of amenities designed for both relaxation and connection. The clubhouse serves as the heart of the community, featuring a fitness room, library, billiards, ping-pong, and outdoor recreation areas. A large heated pool is perfect for lap swimming, exercising, or simply relaxing in the Florida sunshine. Even better, the monthly condo fees make living here simple and stress-free, covering exterior maintenance, grounds care, water, and cable. Owners only pay for electricity and internet, allowing you to spend more time enjoying the Sarasota lifestyle and less time worrying about upkeep. For those who love being near the water, the community offers day docks for launching kayaks and fishing, along with a marina where owners can rent boat slips on a first-come basis. The social calendar stays active year-round with dances, dinners, educational luncheons, game nights, and community gatherings. Residents can also participate in a variety of social clubs including golf, arts and crafts, cards, boating, dining groups, and more, making it easy to meet neighbors and stay involved. Living in Sarasota means enjoying one of Florida’s most beloved coastal destinations. Known for its beautiful Gulf Coast lifestyle, Sarasota offers an incredible mix of award-winning beaches, dining, and outdoor recreation. Just a short drive away is the famous Siesta Key Beach, celebrated for its powdery white quartz sand and stunning sunsets. Spend your days soaking up the sunshine or enjoying waterfront restaurants in Siesta Key Village. Sarasota is also known for its vibrant cultural scene, including theaters, museums, and waterfront parks, along with endless opportunities for boating, fishing, golf, and exploring the natural beauty of Florida’s Gulf Coast. Whether you’re enjoying a quiet morning coffee at home, joining neighbors for a social event, or heading out to the beach for the afternoon, life here offers the perfect balance of relaxation and activity. If you’ve been searching for a welcoming 55+ community, fantastic amenities, and the Sarasota lifestyle close to Siesta Key, this villa is ready to welcome you home.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Tony Baroni (866-863-9005)
6211 TIMBER LAKE DR #B4, SARASOTA, FL 34243
$249,90021 Days on yellowkey MLS ID: O6412209
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1274 Built: 1986Monthly Fee: $350 Tax: $1,198 (2025)Community: Woodland Green EstatCondo
Taxes:$1,198
Elementary School: Robert E Willis Elementary
High School: Braden River High
Middle School: Braden River Middle
Remarks: Welcome to 6211 Timberlake Dr. Unit B-4 (Woodland Green Estates). A charming 2-bedroom, 2-full bathroom condo located in the heart of Sarasota, Florida. This beautiful Palm Aire Condo is located on the 5th hole of the Lakes Golf Course at Palm Aire Golf & Country Club. It has low maintenance fees with assigned deeded parking. HVAC (2019), Water Heater (2020), Roof (2022). Inside this 2nd story Condo you will find bright and spacious open concept living area featuring high vaulted ceilings. Over sized dining and living space with extended enclosed Florida room overlooks your peaceful golf course view providing use all year long. Woodland Green has a low monthly maintenance fee and has a community pool, shuffleboard court and clubhouse available for private rental. Optional memberships are available at semi-private Palm Aire Country Club that include 36-hole golf, tennis, pickle ball, social activities, dining, swimming and more! Your future home is minutes to University Town Center (UTC) shopping/restaurants, Siesta Key Beach, St. Armand's Circle, Downtown Sarasota restaurants/shopping/marina and more!
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1330 MAIN ST #PH 9 & 10, SARASOTA, FL 34236
$6,995,000201 Days on yellowkey MLS ID: A4672442
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 7188 Built: 1926 Tax: $33,573 (2024)Community: Orange Blossom TowerCondo
Taxes:$33,573
Remarks: SPECTACULAR PENTHOUSE WITH TIMELESS GRANDEUR & SWEEPING GULF/BAY/DOWNTOWN CITY VIEWS. The Orange Blossom Tower is one of Sarasota’s most treasured landmark buildings and this extraordinary two-story penthouse masterfully blends historic elegance with modern luxury. Encompassing an impressive 7,188 square feet and capturing panoramic views with its's 47 windows of the Gulf & Bay and the city’s vibrant cultural district, this residence offers an incomparable lifestyle in the heart of downtown. IMPECCABLE DESIGN & EXQUISITE CRAFTSMANSHIP A dramatic 26-foot atrium and gallery—anchored by a breathtaking wraparound staircase—creates an unforgettable entrance that sets the tone for the home’s refined sophistication. Gleaming marble floors, a soaring cathedral ceiling, and architecturally rich details showcase unwavering attention to quality. The expansive great room is tailor-made for elegant entertaining, complemented by a formal dining room distinguished by a medallioned tray ceiling, solid mahogany wainscoting, and other artisan finishes. The commercial-grade gourmet kitchen is designed to impress even the most discerning chef. For quiet moments and productivity, the mahogany-paneled office/library offers a serene retreat with direct access to a private elevator foyer. The luxurious primary suite promises restful indulgence with its spa-inspired bath featuring dual sinks, a hydromassage tub, sauna, and steam shower. Two additional bedrooms overlook the central atrium with charming Juliet balconies, adding to the home’s architectural romance. A private rooftop terrace crowns the residence, delivering 360-degree bay and city vistas—an unforgettable setting for sunset gatherings, open-air dining, or front-row seats to Sarasota’s Fourth of July fireworks. Additional highlights include keystone columns, custom mahogany millwork, eight-foot hand-carved mahogany doors, garage parking, and a generous bonus room with potential for an additional full bath conveniently located near the rooftop terrace. A PRESTIGIOUS ADDRESS IN THE HEART OF SARASOTA Originally built in 1926 as the American National Bank—and later an apartment hotel frequented by Hollywood stars—Orange Blossom Tower stands as a distinguished landmark listed on local, state, and national historic registries. This building has an exclusive collection of just seven luxury residences atop two floors of commercial space, the building seamlessly pairs heritage with contemporary sophistication. An incredible Amenity to the Orange Blossom Tower is it enjoys all of the amenities of the 1350 Building 50 yards away to include 3 deeded parking spaces in the private parking garage, pool, work out room, business center, billiard room, TV gathering area, outdoor grills. Important to know the building’s Structural Integrity Reserve Study (SIRS) and Financial Reserve Study (FRS) were both completed in 2024, ensuring full compliance with current Florida regulations and giving buyers added peace of mind.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Tony Andrews (941-921-5999)
5830 MIDNIGHT PASS RD #51, SARASOTA, FL 34242
$549,0004 Days on yellowkey MLS ID: A4697244
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 728 Built: 1963 Tax: $3,460 (2025)Community: Jamaica RoyaleCondo
Taxes:$3,460
Remarks: Fantastic opportunity to own your own slice of paradise. This 1 bed, 1 bath villa located at Jamaica Royale is ready for immediate occupancy. This beachfront complex is the perfect place to relax and unwind. Featuring 3 pools, beachfront lounge chairs, grills, shuffleboard, and other recreactional activites, there is something for everyone. Enjoy the pool views from your ground level unit with no stairs to navigate! With a weekly rental restriction, this unit could generate excellent rental income, especialy with current bookings already in the pipeline. Don't miss this great villa at this exceptional price. Schedule your showing today.
Listing is courtesy of: TIDELINE REAL ESTATE BROKERS (941-587-1669)
Listing Agent: Steve Cavanaugh (941-587-1669)
4660 OCEAN BLVD #Q1, SARASOTA, FL 34242
$525,000303 Days on yellowkey MLS ID: A4659204
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1971 Tax: $7,101 (2024)Community: Sea VillageCondo
Taxes:$7,101
Remarks: PRICED TO SELL! NEW impact-rated sliding glass doors were installed in June 2026, providing enhanced storm protection and complementing the home’s existing hurricane-impact windows. Experience million-dollar, direct Gulf views from this ground floor condominium in the sought-after community of Sea Village on Siesta Key. Enjoy sunsets every evening from your private lanai, just steps from the shoreline and minutes from one of the world’s top beaches. This 2-bedroom, 2-bath residence has been thoughtfully updated with a fully remodeled kitchen, tile flooring throughout, and plantation shutters. Hurricane-impact windows provide additional protection and lasting value. Additional features and upgrades include a 2021 water heater, 2022 HVAC, 2023 electrical panel, in-unit washer and dryer, designated parking, storage shed, and bike storage. Sea Village offers residents a true coastal lifestyle with a heated waterfront pool, tropical grounds, and easy access to dining, shopping, and Siesta Key’s vibrant village. Covered parking and generous guest parking make entertaining convenient. Perfect as a primary residence or seasonal retreat, this home blends unmatched views with modern upgrades in one of Sarasota’s most desirable island communities.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Halie Monde (941-735-4707)
3690 PINECREST ST #114, SARASOTA, FL 34232
$160,00081 Days on yellowkey MLS ID: A4687983
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 857 Built: 1972 Tax: $1,610 (2026)Community: Village Plaza Sec 1Condo
Taxes:$1,610
Tax Year: 2026
Remarks: Adorable Sarasota winter home or investment property. This updated, first floor and pet friendly condo with maintenance free living allows you to enjoy all that Sarasota has to offer. Major updates include kitchen and bathroom, AC, thermostat, air scrubber, appliances, water heater, storm door, lighting, tub fixtures and interior paint. Beautiful kitchen with granite counters and stainless steel appliances, ceramic tile throughout, extra large bedroom with walk-in closet, living room with adjoining office area and a garden view, designated covered carport, storage and laundry room only a few steps from the front door. Exciting 55 plus community with a full calendar of events and activities. This community offers a heated pool, fitness center, sauna, pickleball court, shuffleboard, library, billiards room, yoga, bbq grilling area, bingo, cards, socials and more! Just around the corner from Publix, Walgreens, Walmart Market, Home Goods and dining. Short distance to Siesta Key Beach and The Legacy Trail. Condo fee includes cable, internet, pest control, grounds maintenance. No waiting period to rent. No flooding or damage from hurricanes. Flood Zone X.
Listing is courtesy of: WIEGAND REALTY (941-232-0946)
Listing Agent: Jeaneen Wiegand (941-232-0946)
1330 GLEN OAKS DR E #174D, SARASOTA, FL 34232
$163,000144 Days on yellowkey MLS ID: A4680004
REDUCED by $4,000 (2.4%) on 04/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 932 Built: 1978 Tax: $1,925 (2025)Community: Glen Oaks Garden Apts 2Condo
Taxes:$1,925
Remarks: This charming, super clean and very well taken care of 2-bedroom, 2-bathroom condo is now available in Glen Oaks, a vibrant 55+ community with a great central Sarasota location close to downtown, UTC Mall, restaurants, shopping, dog parks, golf courses, and world-renowned beaches. This updated home features stylish ceramic tile throughout, a bright and airy layout, and a wonderful sunny south-facing all-weather patio perfect for morning coffee. Enjoy resort-style amenities including a large heated community pool, shuffleboard courts, barbecue grills, a fantastic clubhouse, a tropical courtyard entryway, covered parking, and plenty of guest spaces. Additional appointments include an updated kitchen with extra counter space and light wood cabinetry, updated baths with beautifully tiled showers, modern finishes, stylish vanities and fixtures, fans in all rooms, lots of closet space, and extra storage for beach chairs and holiday items. Glen Oaks has a minimum rental policy, strong reserves, reasonable fees, no assessments, and is up to date on all newly required inspections. Move-in ready and located on the 1st floor, this condo offers comfort, ease of use, and a quiet retreat in the middle of it all. Make this your new vacation home or enjoy year-round living. Schedule your showing today.
Listing is courtesy of: SEAQUIN REALTY LLC (816-309-2339)
Listing Agent: Mindy Valdivia (816-309-2339)
435 S GULFSTREAM AVE #1004, SARASOTA, FL 34236
$895,000229 Days on yellowkey MLS ID: A4670726
REDUCED by $55,000 (5.8%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1829 Built: 1972 Tax: $10,813 (2025)Community: Regency HouseSpa: NoCondo
Taxes:$10,813
Elementary School: Southside Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to waterfront living at Regency House, nestled in the heart of Sarasota on a serene, tree-lined street—ideally located between Gulfstream and Palm Avenue. Enjoy sweeping views of Sarasota Bay, breathtaking sunsets, and effortless walkability to the city’s premier dining, shopping, cultural attractions, and the bayfront. This beautifully updated 1,829 sq. ft. residence is designed with both style and function in mind, featuring a spacious split floor plan that maximizes privacy. The living room opens to spectacular north- and west-facing views, where sparkling city lights, Marina Jack’s Park, and Sarasota Bay create a stunning backdrop. Thoughtfully integrated shelving adds versatility and easily adapts to a dedicated home office set up. Modern upgrades include new flooring, a fresh neutral palette, and a sleek kitchen with stainless LG appliances and a Bosch induction cooktop. With abundant storage and generous counter space, the designer kitchen is ready for everything from casual meals to lively entertaining. Each bedroom is a private retreat, offering gorgeous sunset views, updated baths, and abundant closet space—including brand-new California Closet custom buildouts. A full size, in-residence washer and dryer make this home as practical as it is luxurious and a versatile bonus/storage room provides additional flexibility for work, hobbies, or extra belongings. Enjoy Resort-style amenities and maintenance free living: a heated pool, fitness center, stylish club room with catering kitchen, and the peace of mind of 24/7 concierge service and a professional on-site manager provide ease of living just steps from the beautiful waterfront. This residence offers a fabulous lifestyle just moments from Marina Jack, boutique shopping and world -class dining, Opera and Theatre, Whole Foods, St. Armands Circle and Lido Beach. Enjoy the best of the Gulf Coast and peace of mind at Regency House. The building maintains healthy reserves and has completed the Milestone Inspection and Structural Integrity Reserve. Don’t miss this rare opportunity to experience vibrant downtown living with every convenience right at your doorstep.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Dianne Anderson (941-350-3513)
3229 BENEVA RD #203, SARASOTA, FL 34232
$190,00027 Days on yellowkey MLS ID: A4694705
REDUCED by $5,000 (2.6%) on 06/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 964 Built: 1978 Tax: $2,064 (2025)Community: Village Brooke Sec 3Condo
Taxes:$2,064
Elementary School: Wilkinson Elementary
Remarks: Experience the perfect blend of modern style, privacy, and Sarasota convenience in this beautifully renovated second-floor condo at Village Brooke Condominium. Ideally positioned with no upstairs neighbors, this move-in-ready residence offers exceptional privacy and peaceful living just 6 miles from the world-famous Siesta Key Beach. Completely renovated from top to bottom, this beautiful condo features new flooring, fully updated bathrooms, modern recessed lighting, and a designer kitchen showcasing brand-new cabinetry, quartz countertops, and new stainless steel appliances. Every detail has been thoughtfully upgraded to create a fresh, contemporary feel rarely found in Village Brooke. Enjoy true maintenance-free living with the condo association covering exterior maintenance, grounds maintenance, private roads, cable TV, water, and sewer. Residents also enjoy resort-style amenities including two community pools, tennis courts, and shuffleboard courts — all within a beautifully maintained, centrally located Sarasota community close to shopping, dining, downtown Sarasota, and Florida’s Gulf Coast beaches. Whether you’re searching for a full-time residence or winter retreat, this fully updated condo delivers style, convenience, and value in one of Sarasota’s most desirable locations.
Listing is courtesy of: PREFERRED SHORE LLC (941-999-1179)
Listing Agent: Kathy Vandorne (941-275-3934)
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