Location: Sarasota
Do Not Show Listings
435 S GULFSTREAM AVE #403, SARASOTA, FL 34236
$649,500236 Days on yellowkey MLS ID: A4667640
REDUCED by $500 (0.1%) on 05/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1972Monthly Fee: $1,393 Tax: $8,165 (2024)Community: Regency HouseCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,165
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2024
Middle School: Booker Middle
Remarks: WE HEARD YOUR FEEDBACK — AND THE SELLER IS READY TO MAKE A MOVE. Now offered at an exceptional value for downtown Sarasota Bayfront living, this beautifully updated 2-bedroom, 2-bath residence at Regency House delivers what buyers are truly searching for: breathtaking Sarasota Bay views, natural light, walkability, and lifestyle. Located on the 4th floor, this 1,424 sq. ft. condo features a wall of floor-to-ceiling windows that immediately draw your eyes to the sparkling water views beyond. The open-concept living and dining areas feel bright, inviting, and designed for effortless waterfront living. The updated kitchen includes stone countertops, custom cabinetry, and stainless-steel appliances, while the spacious primary suite offers panoramic bay views, generous closet space, and an updated ensuite bath. The second bedroom is ideal for guests, a home office, or flexible additional living space. Recent updates and staging enhancements have transformed this residence, and it now shows beautifully. Seller is motivated and welcomes serious offers. Residents enjoy 24-hour concierge service, heated pool, fitness center, updated clubroom, secure covered parking, and one of the most walkable downtown Sarasota locations available — just moments from Marina Jack, Bayfront Park, Main Street dining, shopping, galleries, theaters, live music, and Sarasota’s vibrant arts scene. Finding Sarasota Bay views, this location, this amount of space, and this value point in downtown Sarasota is becoming increasingly rare. Easy to schedule private showings. Come experience the view for yourself
Listing is courtesy of: MEDWAY REALTY (941-375-2456)
Listing Agent: Kim Donahue (941-724-2587)
4118 CENTRAL SARASOTA PKWY #1624, SARASOTA, FL 34238
$135,00061 Days on yellowkey MLS ID: A4688122
REDUCED by $14,900 (9.9%) on 05/02/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 661 Built: 1998 Tax: $1,983 (2024)Community: Bella Villino IiSpa: YesCondo
Taxes:$1,983
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: None
Remarks: Resort Style Living in Premier Palmer Ranch location- Minutes from the Crystal Sands of Siesta Key Beach. Experience the best of Sarasota living in this beautifully updated and renovated home, located in the sought after community of Bell Villino. You will find this home not only minutes to the world renowned Siesta Key Beach but only moments away to some of the finest dining, upscale shopping as well as a vibrant arts and culture scene of Downtown Sarasota. Lowes, Costco, Publix, plus a Whole Foods and Trader Joes coming soon to the New Sarasota Square Mall all right around the corner. This residence offers the perfect blend of luxury and convenience at an affordable price! Step inside to discover a modern interior featuring new appliances, new laminate flooring and a soft neutral palette. You will never need to leave the community if you feel like a few chill days at home to take advantage of the resort style amenities right at your fingertips including: Heated Swimming Pool and Spa, State-of-the-Art Fitness Center, Indoor Basketball, Billiard Room, Business Center , Outdoor Gas Grills and Picnic Areas. This Home offers a lifestyle that feels like a year-round vacation. Whether you are looking for a Seasonal Retreat or a full time residence, this is your opportunity to live in of of the areas most desirable neighborhoods at an affordable price!
Listing is courtesy of: COLDWELL BANKER SARASOTA CENT. (941-487-5600)
Listing Agent: Nancy Waite-Howington (717-324-2180)
4248 MARSEILLES AVE #3247, SARASOTA, FL 34233
$236,500180 Days on yellowkey MLS ID: A4673978
REDUCED by $5,400 (2.2%) on 04/06/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1287 Built: 1993 Tax: $2,267 (2024)Community: Casa Del Sol Sec ViCondo
Taxes:$2,267
Elementary School: None
High School: None
Remarks: One or more photo(s) has been virtually staged. Welcome to Casa de Sol! This beautifully maintained 2-bedroom + den, 2-bath home offers comfort, versatility, and peace of mind in one of the community's most desirable locations. Step inside to find an inviting floor plan with updated kitchen countertops, perfect for cooking and entertaining. The den provides flexible living space that can be used as a guest bedroom, home office, or cozy secondary living room. The spacious primary suite features a walk-in closet, while the fully enclosed porch extends your living area and creates the ideal spot to enjoy morning coffee or relax in the evenings. Additional highlights include hurricane shutters for added protection and a two-car garage offering plenty of storage.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Jordan Long (202-802-1102)
253 GOLDEN GATE PT #401, SARASOTA, FL 34236
$3,850,00013 Days on yellowkey MLS ID: A4694319
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2831 Built: 2025Community: Peninsula SarasotaCondo
Taxes:$0
Tax Year: 2025
Remarks: Beautiful residence in Golden Gate Point featuring 3 bedrooms, 3 full bathrooms, and a powder room, with a spacious great room and breathtaking views of Sarasota Bay. This exceptional residence showcases European cabinetry, gas cooktops, quartz countertops, Wolf and Sub-Zero appliances, hardwood flooring, floor-to-ceiling windows with electric shades, custom-designed closets scheduled for installation in June, outdoor grill on your private terrace. The residence also includes two dedicated parking spaces in the garage with a storage unit. Residents enjoy an impressive collection of amenities, including a resort-style swimming pool, fitness center, private wine storage, and an incomparable rooftop gathering space — perfect for entertaining friends and family or simply admiring the stunning Sarasota sunsets. Nestled on a beautiful peninsula, this exclusive property offers the perfect balance of privacy and convenience, just steps from the vibrant heart of downtown Sarasota.This residence includes the convenience of a smart home system. Featuring an upgraded private den with glass doors for your convenience of a home office, wine room or anything that suits your lifestyle. Come experience it in person and claim your own piece of paradise.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-388-4447)
Listing Agent: Susan Alliano (941-735-6571)
1255 N GULFSTREAM AVE #1106, SARASOTA, FL 34236
$1,300,000117 Days on yellowkey MLS ID: A4680458
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1657 Built: 1982 Tax: $8,423 (2025)Community: Bay PlazaCondo
Taxes:$8,423
Elementary School: Alta Vista Elementary
High School: Booker High
Remarks: One or more photo(s) has been virtually staged. Experience the pinnacle of downtown Sarasota living at Bay Plaza, where the 11th floor showcases breathtaking, sweeping vistas of Sarasota Bay and the Gulf of Mexico—views that truly impress from every angle. An updated great room with a spacious, inviting layout, perfect for both relaxation and entertainment. It offers ample space for both the living and dining areas, making it ideal for gatherings. Additionally, there are two beautifully designed en-suite bedrooms and bathrooms. Throughout the home, you'll find crown moldings, recessed lighting, custom built-ins, solid-surface counters, modern, high-quality cabinetry, and tiled flooring set on the diagonal, all of which truly elevate the space! You'll absolutely love this elegantly remodeled kitchen! It’s generously sized, with dramatic granite countertops and a delightful peninsula with bar seating. The open shelving and glass shelves add a stylish touch, while the service entrance and convenient laundry closet make life easier. Imagine creating your dream coffee bar or a cozy home office nook in the flexible space. Plus, it comes equipped with a built-in pantry, sleek stainless-steel appliances, a tiled backsplash with glass tile accents, and task lighting. The Owner’s Suite is thoughtfully located for privacy and boasts amazing views. It has an accessible bathroom that is appealing to everyone, including individuals with disabilities. Key features include double sinks, lots of cabinetry, solid surfaces, a zero-entry tiled shower with dual showerheads, and a wide doorway with a pocket door leading to an expanded water closet designed for mobility with bonus storage. The double primary certainly has its standout characteristics on the other side of the floor plan, with convenient access to the secondary bath and views of the bay. This residence is not only move-in ready for your comfort and enjoyment, but it also shines with spotless perfection. Discover the joy of stepping into a home that feels custom-made for you, where you can truly relax and make it your own from day one! As a resident of Bay Plaza, you will benefit from exceptional amenities, including 24/7 valet parking, convenient EV charging stations, and unmatched concierge services available around the clock. The building has recently been transformed with the installation of impact-resistant glass, elevating its sophistication and ensuring both style and safety. Unwind in the luxurious heated swimming pool, soak in the rejuvenating spa, or maintain your fitness routine in the state-of-the-art fitness room, complete with a European sauna and steam room. Nestled in the heart of downtown Sarasota, this prestigious building is surrounded by a variety of trendy restaurants and boutiques. Residents can effortlessly immerse themselves in the vibrant cultural scene, with Whole Foods, the Theatre, and the Opera just moments away. Enjoy the spectacular 4th of July fireworks at Marina Jacks from the comfort of your balcony. With its unbeatable location just minutes from St. Armands Circle, Longboat Key, and Sarasota’s stunning beaches, this unit offers an unparalleled opportunity to embrace the dynamic social lifestyle that downtown Sarasota proudly provides. Don't miss your chance to make this exquisite residence your own!
Listing is courtesy of: CANDY SWICK & COMPANY (941-954-9000)
Listing Agent: Candy Swick (941-376-9000)
4645 TOWER HILL LN #2522, SARASOTA, FL 34238
$219,900126 Days on yellowkey MLS ID: A4678126
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1163 Built: 1998Monthly Fee: $480 Tax: $1,678 (2025)Community: Stoneybrook Arbor Greens 1Condo
Taxes:$1,678
Middle School: Laurel Nokomis Middle
Remarks: Stoneybrook Golf & Country Club - Sarasota--- Unit offers NO golf membership-but you can still golf here and enjoy the luxurious amenities as a social member. Enjoy peace & privacy from this second-floor residence overlooking a serene wooded view in the highly desirable Stoneybrook Golf & Country Club in Palmer Ranch. This well-maintained unit, AC 5 yrs young, features nice updates throughout and offers a tranquil retreat with no rear neighbors. The seller prefers to convey turnkey furnished (negotiable), making this an ideal full-time home, seasonal escape, or investment opportunity. A social membership conveys, granting access to Stoneybrook’s resort-style amenities, including: Championship golf ---18 hole (extra cost for golfing with a social membership) tennis & pickleball, fitness center, a tropical-style resort heated pool & a full-service restaurant and bar at the clubhouse. All of this is just minutes from beaches including Siesta Key, shopping, dining, and everything minutes from beaches including Siesta Key, shopping, dining, and everything Sarasota has to off.
Listing is courtesy of: ROSEBAY INTERNATIONAL REALTY, INC (941-366-7673)
Listing Agent: Lorna Leduc (941-928-2639)
170 ROOSEVELT DR #8, SARASOTA, FL 34236
$325,00016 Days on yellowkey MLS ID: A4693900
1 Days Off yellowkey (back on 5/21/2026)
Bed: 0 Bath: 1.0 Liv Area Sq Ft: 294 Built: 1955 Tax: $3,263 (2025)Community: Pelican GardensCondo
Taxes:$3,263
Remarks: Under contract-accepting backup offers. Welcome to 170 Roosevelt Dr. Unit #8,at Pelican Gardens a beautifully updated studio/efficiency, one-bath condo located just steps from the powdery sands of Lido Beach and the world-class shopping and dining of St. Armand's Circle. Completely remodeled in November 2024, this light and bright ground-floor unit offers a fresh, modern coastal aesthetic with new flooring, stylish fixtures, and a sleek kitchen featuring stainless steel appliances and quartz countertops. Perfect as a beachside getaway or an investment property with excellent rental potential, this turnkey condo offers the ultimate Sarasota lifestyle. Enjoy morning strolls along the Gulf, sunset views, and the convenience of being minutes from St. Armands, downtown Sarasota’s arts and cultural scene. Low HOA fees, and a well-maintained community complete the package for units 5,17,19. Whether you’re looking for a vacation getaway or a smart investment, Unit #8 is move-in ready and waiting for you.
Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)
Listing Agent: William Glade (941-356-1054)
5880 MIDNIGHT PASS RD #206, SARASOTA, FL 34242
$1,335,000228 Days on yellowkey MLS ID: A4668223
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1642 Built: 1982 Tax: $10,871 (2025)Community: CasarinaCondo
Taxes:$10,871
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Find your beach get-away in this remodeled three-bedroom Casarina condo located on Siesta Key’s famous Crescent Beach. This stunning TURNKEY FURNISHED and updated unit includes an open concept kitchen with high-end custom soft-close cabinetry, designer hardware and granite countertops. The great room was extended to incorporate the balcony into the living space creating an open and airy feeling to this home. A wall mounted television with Sonos audio provides family entertainment. The spacious primary bedroom with a Closet Tech designed walk-in closet opens to a large bathroom with custom cabinets, dual sinks and large walk-in shower. A third bedroom was created during the recent remodel and includes a built-in under window desk. The full-sized laundry room allows for plenty of storage. Luxury vinyl flooring was installed in 2020 in all public rooms. Impact windows were added in 2016. Electric blinds can close off the sliding glass doors to the outside view while all other windows have custom designed plantation shutters. Crown molding and solid wood doors are found throughout the unit. Casarina is an 89-unit condominium complex that sits on 200 feet of private beach and encompasses 7 acres of tropical landscaping. The complex has a clubhouse with kitchen. Spend your days enjoying the beachside pool and spa, play a game of pickleball on one of the two lighted tennis courts, or relax on the island’s famous crystal sand beach. Hop on the free trolley to enjoy the dining, shopping and entertainment at Siesta Key Village. CASARINA ALLOWS OWNERS ONE SMALL PET.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Suki Scollo (941-587-2289)
8340 WINGATE DR #1023, SARASOTA, FL 34238
$335,00013 Days on yellowkey MLS ID: A4694124
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1604 Built: 1999 Tax: $4,083 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$4,083
Remarks: Light-filled, spacious, and perfectly positioned to enjoy tranquil lake views, this beautifully refreshed 3-bedroom, 2-bath condo offers 1,604 square feet of effortless Florida living. Vaulted ceilings create an airy sense of space, while the lanai and two lakeview bedrooms invite you to relax and unwind in a peaceful setting. What truly sets this property apart is the exceptional lifestyle offered by the community—where impressively low HOA fees unlock an amenity package rarely found at this price point. Enjoy a resort-style pool, full fitness center, clubhouse, movie room, tennis, pickleball, shuffleboard, library, and a vibrant social atmosphere with regular resident events. This is low-maintenance living without compromise.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Daria Fairchild (941-650-7207)
4040 CROCKERS LAKE BLVD #12, SARASOTA, FL 34238
$215,00013 Days on yellowkey MLS ID: N6144360
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1272 Built: 1989 Tax: $2,245 (2025)Community: Vintage GrandSpa: YesCondo
Taxes:$2,245
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: Welcome to highly desirable Vintage Grand community in Palmer Ranch! This well-maintained condominium offers comfortable Florida living with thoughtful updates and an unbeatable Sarasota location. Inside, you’ll find a spacious layout featuring carpeted bedrooms, ceiling fans throughout all bedrooms and the living area, and plenty of kitchen benchtop space perfect for cooking, entertaining, and everyday living. The kitchen also features a newer refrigerator installed approximately two years ago, while the A/C unit was replaced in 2022 for added peace of mind and energy efficiency. Vintage Grand has recently undergone a full exterior renovation, including hurricane-rated energy-efficient windows, upgraded stucco finishes, new gutters, and refreshed tropical landscaping, enhancing both the beauty and durability of the community. The community also offers convenient open parking for residents and guests. Residents of Vintage Grand enjoy an impressive selection of resort-style amenities, including two heated swimming pools and spa areas, a fitness center, clubhouse, tennis courts, basketball courts, playground, picnic and BBQ areas, scenic walking paths, fishing pier, and car wash station. The community is beautifully landscaped and offers a relaxed maintenance-free lifestyle in the heart of Palmer Ranch. Ideally situated just minutes from world-famous Siesta Key Beach, Legacy Trail, Costco, Publix, Target, shopping, dining, golf courses, parks, and Downtown Sarasota, this location provides convenient access to everything Sarasota has to present.
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Patrick Brogley (941-361-9031)
2826 SWIFTON DR #114, SARASOTA, FL 34231
$144,900119 Days on yellowkey MLS ID: A4681011
REDUCED by $5,000 (3.3%) on 05/20/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 672 Built: 1971 Tax: $829 (2025)Community: Swifton Villas Sec BCondo
Taxes:$829
Remarks: An exceptional opportunity in a sought-after 55+ community, this ground-level, single-story one-bedroom, one-bath condominium is attractively priced and offered as-is. The interior has been recently refreshed with new paint and features tile and laminate flooring throughout. Both the kitchen and bathroom have been tastefully updated. Convenient covered parking is located just steps from the front door. Monthly condo fees are affordable at $350/Mth and cover water, sewer, trash service, basic cable, exterior upkeep, and the roof, making maintenance-free living easy and predictable. Residents enjoy access to a heated community pool and an inviting clubhouse with a lively social atmosphere. Ideally located just three miles from the beautiful sands of Siesta Key Beach and close to shopping, dining, and everyday conveniences, this property is well suited for year-round living or a seasonal Florida escape. Schedule your private showing today.
Listing is courtesy of: HOOK & LADDER REALTY INC (941-356-7530)
Listing Agent: Bill Howell (941-356-7530)
5710 SHEFFIELD GREENE CIR #92, SARASOTA, FL 34235
$238,00035 Days on yellowkey MLS ID: C7525442
REDUCED by $2,000 (0.8%) on 05/20/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1099 Built: 1990 Tax: $3,398 (2025)Community: Sheffield GreeneCondo
Taxes:$3,398
Elementary School: Gocio Elementary
Remarks: Rare opportunity to own one of the most desirable views in Sheffield Greene! This second-floor coach home overlooks a serene golf course and pond setting, offering exceptional privacy and a peaceful backdrop rarely found in this community. Most comparable units feature interior or limited views—this residence stands out with expansive natural scenery and no direct rear neighbors. The well-designed 2-bedroom, 2-bath layout offers approximately 1,099 sq ft of living space with an open floor plan, abundant natural light, and a private screened lanai ideal for enjoying the tranquil setting. Additional features include an attached 1-car garage, interior laundry, and a functional split-bedroom design. Available fully furnished, turn-key, with the exception of some personal items, including the remote controlled boat and vehicle, etc. Located in The Meadows, residents enjoy mature landscaping, walking and biking trails, and access to community amenities including pool, fitness, and optional country club memberships. Conveniently located near UTC Mall, Benderson Park, dining, shopping, and just a short drive to Sarasota’s renowned Gulf beaches. A unique combination of view, privacy, and location—this is one of the premier positions within the community. All measurements and details provided should be verified by buyers. Room measurements are approximate and are not guaranteed.
Listing is courtesy of: RE/MAX PALM REALTY (941-743-5525)
Listing Agent: Lora Keller (941-457-7213)
8735 MIDNIGHT PASS RD #105B, SARASOTA, FL 34242
$639,90090 Days on yellowkey MLS ID: A4684402
REDUCED by $20,000 (3.0%) on 04/20/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1357 Built: 1980 Tax: $6,948 (2024)Community: Turtle Bay Sec 1Spa: YesCondo
Taxes:$6,948
Remarks: NEW PRICE DROP!! MOTIVATED SELLER!! PRIVATE GARAGE!! Welcome to Turtle Bay! Amazing bayfront living on Siesta Key with boat slips and deeded beach access. This beautifully furnished 2 bedroom and 2 bathroom condo offers buyers an active beach lifestyle or a coastal retreat. The condo boasts water views from the screened in lanai where you can enjoy a morning sunrise. Freshly painted with a brand new refrigerator, garbage disposal and kitchen faucet home chefs will enjoy cooking in this open kitchen. If you do not want to cook it is quick trip to Siesta Village where you can enjoy great restaurants and fun shopping. Turtle Bay has an array of amenities from tennis courts, heated pool and spa as well as boat slips available on a first come first served basis for an annual fee. Not only does this unit offer a private laundry room with a new washer it also has a one car garage with a new opener. The garage has ample room for a vehicle and storage adding value to this home. The location of Turtle Bay is a quick 20 minute ride to experience the arts and culture of downtown Sarasota. This condo offers the best of Siesta Key living. Enjoy the sunsets on the beach with the deeded beach access across Midnight pass Road. If you are looking for an updated furnished condo with newer furnishing this is the place for you.
Listing Agent: Melody Davis (908-202-4085)
5552 BENTGRASS DR #7-110, SARASOTA, FL 34235
$175,00018 Days on yellowkey MLS ID: A4693462
0 Days Off yellowkey (back on 5/20/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 957 Built: 2002 Tax: $2,290 (2025)Community: Las Palmas Of SarasotaCondo
Taxes:$2,290
Elementary School: Emma E. Booker Elementary
Remarks: Welcome to effortless Florida living in the highly desirable Meadows community! This beautifully maintained first-floor 1 bedroom 1 bathroom condo at 5552 Bentgrass Drive #7-110 offers comfort, convenience, and serene surroundings in one of Sarasotas most established golf and country club neighborhoods. Step inside to find a bright and open floor plan with spacious living and dining areas, abundant natural light, and relaxing views that create the perfect retreat year-round. The well-appointed kitchen offers ample cabinetry ,workspace and a NEW range and microwave while the generous primary suite provides a peaceful escape with a private bath and plenty of closet space. Upgrades include NEW hurricane impact windows in September 2025 and a NEW AC in March 2026 for your peace of mind. Located within Las Palmas Luxury Condominiums, the community offers amenities that feature 2 pools, a hot tub, fitness center, a clubhouse, tennis courts, a sauna, a playground, dog park, and outdoor grills. Ideally located just minutes from UTC shopping and dining, Benderson Park, championship golf, downtown Sarasota, world-famous beaches, and convenient access to I-75. Whether you are looking for a full-time residence, seasonal getaway, or investment opportunity, this Sarasota condo delivers location, lifestyle, and value all in one!
Listing Agent: Edward Bieker, Pa (941-525-6473)
1220 SIESTA BAYSIDE DR #1220-A, SARASOTA, FL 34242
$729,000157 Days on yellowkey MLS ID: A4676258
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1130 Built: 1988 Tax: $6,855 (2025)Community: Gulf & Bay Club BaysideCondo
Taxes:$6,855
Remarks: Welcome to your slice of Paradise on Siesta Key! This beautifully renovated 2 bedroom, 2 bath, 1 car garage end unit condo is located in the highly sought after Gulf & Bay Club Bayside, offering private, deeded beach access to the world-famous Siesta Key Beach. Best of all, the property has No Hurricane Damage, providing peace of mind for full time residents, and investors alike. Enjoy the tranquil views of the pond, tennis and Pickleball courts, and the community pool from this light filled unit. Vaulted ceilings and No Unit above enhance the sense of space and privacy. The home has been thoughtfully updated with porcelain tile throughout the living areas, and a stunning fully renovated kitchen featuring Quartz countertops(including the breakfast bar), custom wood cabinetry, and stainless steel appliances. A built in desk with cabinetry creates an ideal home office or workspace. The spacious owner’s suite includes a walk in closet and an updated en-suite bathroom with new vanity, Quartz countertops, and tiled walk in shower. Adjacent to the living room, an enclosed patio offers versatile flex space, perfect for additional seating, dining, or simply enjoying your morning coffee while soaking in the Florida sunshine. Gulf & Bay Club Bayside is a resort style community offering deeded beach access, two heated pools, tennis and Pickleball courts, outdoor grilling areas, a fitness facility, and a fishing dock on the Intercoastal Waterway. With one week minimum rentals allowed and an optional on site rental office, this condo presents an excellent investment opportunity. Furnishings available under a separate contract. Ideally located just steps from the white sands of Siesta Key Beach and short distance to Siesta Key Village’s restaurants and shopping, this is a rare opportunity to own a beautifully updated condo in one of the island’s most desirable communities.
Listing is courtesy of: BRIGHT REALTY (941-552-6036)
Listing Agent: Jennifer Bright (941-320-4989)
767 JOHN RINGLING BLVD #25, SARASOTA, FL 34236
$395,000360 Days on yellowkey MLS ID: A4655140
INCREASED by $45,000 (12.9%) on 05/20/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 816 Built: 1963 Tax: $4,722 (2024)Community: Sarasota Harbor WestSpa: NoCondo
Taxes:$4,722
Remarks: Waterfront Sarasota location, new boat docks available. High and dry 2nd floor location, with elevator, open water view of the bay and intercoastal waterway. Watch dolphin and manatees play from the balcony. Kayak launch area. Fish from right outside of your unit. Community clubhouse and large pool, shuffleboard area, grills. Lots of community activity, games, and social events. Approx. 2 block walk to St. Armand's Circle, and 6 blocks to Lido beach. Free Bay Runner Trolley also picks up in front of the complex to go to the beach or to downtown Sarasota mainland. Open 816 s.f. floorplan, with large main bedroom, 2nd bedroom, bath, living room, dining area and kitchen. Storm impact windows.
Listing is courtesy of: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE (941-556-9100)
Listing Agent: Lyn Riley (352-838-3359)
35 WATERGATE DR #1101, SARASOTA, FL 34236
$3,690,000466 Days on yellowkey MLS ID: A4641708
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3751 Built: 2003 Tax: $40,152 (2024)Community: The Tower ResidencesSpa: YesCondo
Taxes:$40,152
Remarks: Experience unmatched elegance and world-class service in this exclusive Ritz-Carlton residence, where breathtaking views and luxury amenities define the ultimate lifestyle. Nestled near downtown Sarasota's vibrant cultural scene, this rare southwest corner home seamlessly blends sophistication, comfort, and contemporary design. Step off your private elevator into a meticulously curated space, where every room showcases sweeping vistas. Designed with modern finishes, clean lines, and natural materials, this residence exudes refinement. The coveted three-bedroom layout boasts two expansive terraces, inviting you to unwind while taking in spectacular sunset panoramas. Crafted with impeccable attention to detail, the luxurious interior features custom-built cabinetry, designer accents, and elegant bamboo and zebra wood finishes. Neutral travertine flooring flows seamlessly through the main living areas, enhancing the home's timeless appeal. A climate-controlled wine storage system accommodates over 200 bottles, perfect for collectors and entertainers alike. The gourmet kitchen is equally impressive, featuring an induction cooktop, premium stone countertops, a striking backsplash, and ample storage. The regal master suite offers a serene retreat, overlooking the iconic Marina Jack with its ever-changing waterfront scenery. Designed for both relaxation and grandeur, this private sanctuary provides the perfect escape. Residents enjoy an unparalleled array of Ritz-Carlton amenities, including two sophisticated social lounges, a private movie theater, a state-of-the-art fitness center with saunas, steam rooms, and a dedicated massage treatment space. The heated outdoor pool and spa are surrounded by lush tropical landscaping, while outdoor grilling and dining areas create the ideal setting for entertaining. Just moments from Sarasota's renowned performing arts venues, art galleries, pristine beaches, fine dining, and luxury shopping, this residence offers a lifestyle of sophistication and ease. More than just a home, it is a statement of prestige and refinement, where luxury knows no limits.
Listing Agent: Philip Pisano, Iii (941-468-8603)
1350 5TH ST #402, SARASOTA, FL 34236
$695,00014 Days on yellowkey MLS ID: A4691938
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 784 Built: 2019Monthly Fee: $724 Tax: $5,936 (2025)Community: Risdon On 5ThSpa: NoCondo
Taxes:$5,936
Remarks: Stunning one bedroom penthouse in the heart of the Rosemary District, one of downtown Sarasota’s most vibrant and sought after neighborhoods, featuring an exclusive private garage, an exceptionally rare offering in luxury condo living. Positioned on a private penthouse level with only four residences, this sophisticated urban retreat combines privacy, security, contemporary design, and unmatched walkability. Filled with natural light, the residence features soaring ceilings, impact rated windows and doors, electric blinds, and refined modern finishes throughout. The open concept layout is complemented by a beautifully appointed kitchen with a premium appliance package, sleek cabinetry, and an oversized single cell sink designed for both style and functionality. Designed by Halflants + Pichette Studio for Modern Architecture, Risdon on 5th showcases striking contemporary architecture and an elevated downtown Sarasota lifestyle. Step outside your door to enjoy the rooftop pool and observation lounges, offering resort style amenities and an elevated atmosphere perfect for relaxing or entertaining. The gated community provides peace of mind while placing you in the center of downtown Sarasota’s thriving arts and entertainment scene. Residents enjoy unbeatable walkability to the Sarasota Opera House, theaters, acclaimed dining, rooftop bars, art galleries, boutique shopping, coffee shops, nightlife, and waterfront attractions. The private one car garage is a true rarity for downtown Sarasota penthouse living, adding convenience and long term value rarely found in the Rosemary District. Ideal as a full time residence, seasonal retreat, or investment opportunity, this exceptional penthouse offers the perfect lock and leave lifestyle in one of Sarasota’s most desirable urban locations.
Listing is courtesy of: THE KEYES COMPANY - SARASOTA (941-362-4100)
Listing Agent: Joseph Mcdonald, Llc (941-375-9646)
7280 ELEANOR CIR #101, SARASOTA, FL 34243
$231,00056 Days on yellowkey MLS ID: A4688357
REDUCED by $4,000 (1.7%) on 05/06/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1064 Built: 1993 Tax: $1,570 (2025)Community: Pinehurst Sec ISpa: NoCondo
Taxes:$1,570
Elementary School: Kinnan Elementary
High School: Bayshore High
Middle School: Braden River Middle
Remarks: Welcome to Pinehurst at Palm Aire, This immaculate ground floor end unit that shows like a model! You'll enjoy the open light and bright feeling of this Split Plan bedrooms. Large windows and sliding glass doors make this a light, bright, airy space. Enjoy the privacy of the lush preserve behind the unit while sitting on your screened in lanai, accessible from both the living room and master bedroom. The UPDATED KITCHEN offers ample cabinets and counter space featuring newer granite counter tops and a breakfast bar that opens to the great room. The OPEN CONCEPT features tile flooring throughout the unit in the great room, dining room, kitchen, bedrooms, bathrooms and laundry room. UPDATED BATHROOMS with new countertops, In addition the unit features newer ceiling fans and A/C 2017, ROOF replacement 2016 by the condominium association. The Master suite features a large walk-in closet and private master bath with walk-in shower. A large second bedroom accommodates guests well with close proximity to the second full bath featuring a newer vanity with stone counter top and full sized tub. The separate laundry room includes washer/dryer, storage area, and water heater, has tile flooring and is brightened by a window. Your one car GARAGE houses your vehicle and plenty of storage. With only a short walking distance to the community pool, tennis and great walking areas. this Pinehurst condo is also ideally located with a short drive to SRQ International Airport, RSW,PGD, TPA airports an hour away. Some of the best shopping and restaurants are just minutes away. The UTC Mall. Convenient to all the area has, downtown Sarasota or Lakewood Ranch, the Gulf beaches 20-25 mins and easy access to the interstate. You can join nearby Palm Aire Country Club, a full-service country club featuring 36 hole year-round golf, dining, tennis, pickleball, water aerobics, and various social activities and events.
Listing Agent: Jonathan Woods (941-356-7583)
4005 CROCKERS LAKE BLVD #24, SARASOTA, FL 34238
$159,00019 Days on yellowkey MLS ID: A4693679
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 572 Built: 1989 Tax: $1,596 (2025)Community: Vintage GrandCondo
Taxes:$1,596
Remarks: Furnished, Move-In Ready Condo – Vintage Grand, Sarasota Your private oasis awaits! This beautifully appointed condo offers comfort, style, and convenience: Bedrooms/Bathrooms: Featuring Brazilian Cherry wood bedroom floors and ceramic diagonal tile in the living & kitchen areas. Kitchen & Bath: Upgraded wood cabinets, granite counters, and stainless steel appliances. Extras: New ceiling fans, washer/dryer, and 2 covered parking spots. Views: Enjoy serene lake and fishing pier views plus spectacular sunrises. Pet-Friendly: Small pets welcome! Community Amenities: Clubhouse, 2 pools, fitness center, and car washing area. Conveniently located near Olympic Swimming at Potter Park YMCA, COSTCO, shopping, dining, and dozens of golf courses. Easy access to Siesta Key Beach (just a few miles away) and local attractions like the famous Siesta Key Drum Circle. Whether you love staying active outdoors, lounging at the beach, or enjoying community amenities, this condo is perfectly located to make the most of Sarasota living.
Listing is courtesy of: PROJECT MANAGEMENT REALTY (941-979-6324)
Listing Agent: Dmytro Ivanov (941-979-6924)
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