Location: Sarasota
Do Not Show Listings
435 S GULFSTREAM AVE #605, SARASOTA, FL 34236
$444,90080 Days on yellowkey MLS ID: A4688025
REDUCED by $20,100 (4.3%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1537 Built: 1972 Tax: $6,289 (2025)Community: Regency HouseSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,289
Elementary School: Southside Elementary
High School: Sarasota High
Tax Year: 2025
Middle School: Booker Middle
Remarks: One or more photo(s) has been virtually staged. Welcome to The Regency House and to the 'gold coast of Sarasota' directly on Sarasota Bay! This unit is on the sixth floor and looks back over the city and Palm Avenue. This condo is ready for your complete rehab and waiting for your own touches! Features include a brand-new A/C system, huge great room looking out to a sliding glass-enclosed lanai facing north with a peek view of Island Park and Sarasota Bay! This has a split bedroom floor plan and both bedrooms are ensuite. The primary bedroom closet is massive and there is an inside utility closet for storage. There are several different views from the windows in the many rooms because of the building's unique floor plan and design! The Regency features a 24/7 onsite concierge, a library nook, club room with kitchen, small fitness center, and a heated swimming pool that is about to be totally transformed and expanded with added grill area and covered gazebo. One covered carport space is included on rotation. The Regency House sits proudly across Tamiami Trail from the Sarasota bayfront with O'Leary's and Marina Jack Restaurants and marina and Island Park. Fabulous Selby Gardens is a short distance away as are many delightful culinary experiences and shopping up and down popular Palm Avenue. Enjoy the area arts including Florida Studio Theatre-all within seconds to minutes. Come make this huge downtown condo how you want it in a very well-run condominium complex!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Joe Cleary (941-650-8485)
3862 WILSHIRE CIR W #107, SARASOTA, FL 34238
$349,00076 Days on yellowkey MLS ID: A4688140
REDUCED by $36,000 (9.4%) on 05/18/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1606 Built: 1985 Tax: $4,286 (2025)Community: Lakeshore VillageCondo
Taxes:$4,286
Elementary School: Gulf Gate Elementary
High School: Riverview High
Middle School: Sarasota Middle
Remarks: From the moment you step inside, tranquil lake views framed by mature trees and visited daily by waterfowl and native birds set the tone for this beautifully updated 2-bedroom, 2-bath villa in the sought-after Lakeshore Village community — just 15 minutes to the world-famous white sands of Siesta Key. The open kitchen features quartz countertops, a designer backsplash, stainless appliances, updated lighting, and a new ceiling with fan. Both baths have been refreshed with granite countertops, new sinks and faucets — and the primary bath features a luxurious soaking tub. New flooring flows throughout — no carpet anywhere in the home. The expanded primary bedroom closet adds generous storage, and completely new AC ductwork was installed in the attic in 2024. Three oversized skylights and abundant windows bathe the interior in natural light, while three large sliding glass doors retract fully to connect the living space — and the owner's suite — to a 23-foot tiled lanai, expanding the total living area to over 1,800 sq. ft. The guest bath features a tub/shower combination. A 2-car garage with overhead storage completes the package. This villa is being offered unfurnished. Lakeshore Village delivers resort-style living with a heated saltwater pool, new pickleball courts, tennis courts, and a spacious clubhouse featuring a library, billiards room, and full kitchen. Monthly fees include basic cable TV, high-speed internet, pest control, roof maintenance, and grounds care. The community features winding private roads, no sidewalks, and convenient private access to Beneva Road. Rentals are permitted, and the location puts restaurants, shops, and medical offices within easy reach.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Judy Greene (941-350-0451)
3966 MEDITERRANEA CIR #421, SARASOTA, FL 34233
$205,00034 Days on yellowkey MLS ID: A4693807
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1212 Built: 2005 Tax: $2,585 (2025)Community: MediterraneaCondo
Taxes:$2,585
Remarks: This is cute upstairs property is tucked away from the hustle and bustle of noisy traffic but yet close to shopping, beaches and great dining spots. The three bedroom two bath upstairs property is situated in the gated enclave of Mediterranea Garden Homes. The foyer opens to a large great room perfect for living and dining with glass sliding doors at the rear of the room that give access to a screened lanai overlooking a quiet green space. The property features all new carpet throughout the living areas with tile in the kitchen and baths. The kitchen is nicely designed with generous counter space for easy meal preparation. Master bedroom has its own private bath with walk in shower; guest bath offers a tub/shower and is convenient to both guest bedrooms. Side by side washer and dryer are located in hall laundry closet. Perfect property for a year-round or "seasonal" home or an investment rental property. Association's rules and Regulations allow small pets with approval. The property is sold "As Is", please provide proof of funds or pre-approval letter. Room measurements are approximates should be verified by the buyer.
Listing is courtesy of: REALTY SERVICES INC (941-954-4443)
Listing Agent: Shirley Cuddy (941-321-1549)
1900 COVE II PL #138, SARASOTA, FL 34242
$599,900210 Days on yellowkey MLS ID: A4672795
1 Days Off yellowkey (back on 5/18/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 860 Built: 1979 Tax: $6,023 (2023)Community: Midnight Cove IiCondo
Taxes:$6,023
Elementary School: None
High School: None
Tax Year: 2023
Middle School: None
Remarks: Under contract-accepting backup offers. Find safety and security from possible inclement weather near your beach dwelling with a top floor unit with eastern exposure at this wonderful Midnight Cove II unit. Priced extremely competitively on Siesta Key, this nicely renovated unit overlooks the boat traffic and wildlife playground that is the intracoastal waterway that runs between Siesta Key and the mainland. A unique opportunity to capitalize on attractive income while utilizing this third-floor perch to drink in a saltwater breeze when your schedule permits. From your sun deck, a wall of glass sliders connects you to the main living space, flooded with cheerful Florida sunshine. Delight in low maintenance living with the handsome LVP flooring throughout the space. The kitchen offers updated cabinetry, chic stainless appliances and granite counters that shine under the recessed lighting. The dining area offers seating for six while the living area is the perfect place to kick up your feet after a day of Siesta Key adventures. The principal suite is bright and fresh with a beautifully renovated full bath. The second bedroom offers an attractive headboard wall. Guests and families will be quite comfortable with the unique, second full bath allowing for a private space to refresh. With amenities that rival or bests many communities, Midnight Cove II is a vibrant, welcoming place to call home with a marina, tennis courts, barbecue area, fitness room and heated pool. You will also enjoy deeded beach access to Crescent Beach, Siesta Key’s renowned beach with powdery white sands along the Gulf of Mexico. Take a stroll or a trolley to any one of the eateries and shopping opportunities along Siesta Key or venture off island and explore Sarasota and beyond!
Listing Agent: Rudy Dudon (941-234-3991)
1515 PELICAN POINT DR #BA185, SARASOTA, FL 34231
$529,80035 Days on yellowkey MLS ID: A4692882
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1368 Built: 1978Monthly Fee: $842 Tax: $4,649 (2025)Community: Pelican Cove ViiCondo
Taxes:$4,649
Remarks: Attention Buyers — This is the one! A rare FIRST-FLOOR condo in Pelican Cove with direct Bay Views and unbeatable indoor/outdoor living. Step into your new 2-bedroom, 2-bath home featuring an open floor plan that flows seamlessly from the kitchen through the dining and living areas straight out to your private waterfront deck. Both bathrooms offer walk-in showers, and the condo is being sold fully furnished, making your move effortless. This residence is vacant and easy to show, and the moment you walk in, the water views will grab your attention. Sit outside and enjoy boats passing by throughout the day and spectacular sunsets in the evening. It’s the perfect blend of comfort, convenience, and coastal beauty. Pelican Cove located in South Sarasota west of the trail. This community is over 80 acres in a lush gated tropical setting! Your new condominium is on the FIRST floor. Lots of natural light pours into your home. The setting at the back of the condo is a tropical paradise and it’s also private. Open floor with many upgrades throughout your home! Condo will be sold furnished and very easy to show! Pelican Cove is a 75-acre, gated, vibrant-waterfront community nestled among manicured tropical foliage. Truly offering something for everyone. Abundant amenities include the 86-slip boat harbor with excellent rates & a launch dock for kayaks and canoes, 6 heated swimming pools, hot-tub, 3 clubhouses, lighted tennis/pickleball courts, basketball, dog walk area, walking trails and boardwalks, as well as fishing gazebos, water exercise classes, exercise facility, 2 art studios and a pottery classroom. Take classes at Pelican Cove University or join one of the more than 37 clubs for photography, fiber art, bike riding, culinary arts and card clubs. Woodworking, sculpting, and evening jazz & classical music concerts round out the active lifestyle. Come and see what you have been waiting for.
Listing is courtesy of: DELUCA REALTY INC (941-487-7162)
Listing Agent: Anthony Deluca (941-685-6001)
915 SEASIDE DR #412, SARASOTA, FL 34242
$1,799,000129 Days on yellowkey MLS ID: A4681675
REDUCED by $200,000 (10.0%) on 05/18/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1750 Built: 2009 Tax: $16,278 (2025)Community: Siesta Key Beach Residences IiSpa: YesCondo
Taxes:$16,278
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: Welcome to a premier Siesta Key Beach condo that delivers the ultimate combination of luxury coastal living and high-performing rental income potential. This beautifully updated 3-bedroom, 2-bath condominium is professionally managed through an established onsite program, offering owners a seamless, turnkey experience with the ability to enjoy the home personally while also participating in a proven, income-producing rental program. Located directly on world-famous Siesta Key Beach, consistently ranked among the top beaches in Florida, the U.S., and the world, this property benefits from strong year-round demand for high-end vacation rentals. Whether you’re looking for a beachfront vacation home, a short-term rental investment, or the ideal blend of both, this residence is positioned to deliver outstanding lifestyle value and long-term upside. The current owner has successfully utilized the rental program while still enjoying substantial personal use, making this an exceptional opportunity for buyers seeking a condo with documented rental history and the flexibility to reserve premium seasonal time for themselves. Inside, the condo features a bright, open layout with spacious living areas and finishes that appeal to both owners and guests. Enjoy partial Gulf of Mexico views and Siesta Key Beach scenery from the primary suite, living room, and private lanai—capturing the coastal lifestyle today’s vacation renters are looking for. Owners and guests enjoy access to desirable resort-style amenities, including a sparkling pool, fitness center, concierge services, and professional onsite management. With unbeatable beach access, nearby attractions, and a consistent track record of rental demand, this is one of the most compelling income-producing condos on Siesta Key. Schedule your private showing today and discover the value of owning a luxury Siesta Key vacation rental property.
Listing is courtesy of: DOUGLAS ELLIMAN (941-867-6199)
Listing Agent: Kelly Mooney (941-587-8430)
8750 MIDNIGHT PASS RD #302, SARASOTA, FL 34242
$429,000136 Days on yellowkey MLS ID: A4680093
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 800 Built: 1980 Tax: $4,916 (2025)Community: TortugaCondo
Taxes:$4,916
Remarks: Come live the dream in this great "fully furnished" residence on the south end of Siesta Key. Share amenities with Turtle Bay across the street like tennis, pickleball, and boat slips. Directly on the gulf, enjoy beach and sun year round. Secure, under building covered parking. Washer/dryer combo in unit! This unit is clean and in fabulous condition and comes fully furnished. Situated at the southern end of Siesta Key, it offers a more remote feel. Take the trolley into the village for dinner and shopping. This unit shows excellent and is priced right!
Listing is courtesy of: HOUSEMAX REALTY LLC (941-315-1990)
Listing Agent: Paul Defelice (941-315-1990)
4538 CITATION LN #D, SARASOTA, FL 34233
$269,900108 Days on yellowkey MLS ID: A4684506
0 Days Off yellowkey (back on 5/17/2026)
REDUCED by $18,000 (6.3%) on 04/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1505 Built: 1992 Tax: $3,330 (2025)Community: Calumet At Centergate 1Condo
Taxes:$3,330
Elementary School: Ashton Elementary
Remarks: Under contract-accepting backup offers. This light-filled residence lives like a single-family home and offers soaring vaulted ceilings in every room, creating an open and airy feel throughout. The spacious living, dining, and kitchen areas flow seamlessly together, making everyday living and entertaining effortless. Consistent tile flooring runs throughout the entire home for a clean, cohesive look and easy maintenance. A large, bright, temperature-controlled sunroom overlooks a peaceful garden setting and brings in abundant natural light — the perfect space for morning coffee, reading, or additional living area. Both bedrooms are spaciously sized and feature walk-in closets and private en-suite bathrooms, offering comfort and privacy for owners and guests alike. An attached garage plus additional driveway space provide convenient parking and storage. Set among mature oak trees that canopy the community and frame the front yard, this home offers charm, shade, and a true neighborhood feel. Located just one minute from the Bee Ridge/I-75 corridor, you’ll enjoy quick access to shopping, dining, and daily conveniences, with a straight shot west to the world-renowned Siesta Key beaches and north to UTC. Low-maintenance living, an open layout, and an unbeatable central Sarasota location — this is one you don’t want to miss.
Listing is courtesy of: HARTMAN REAL ESTATE & COMPANY (941-500-4547)
Listing Agent: Zain Hartman (941-735-6415)
225 HOURGLASS WAY #202, SARASOTA, FL 34242
$510,00070 Days on yellowkey MLS ID: A4689015
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1271 Built: 1969Monthly Fee: $1,566 Tax: $5,016 (2025)Community: Whispering SandsCondo
Taxes:$5,016
Remarks: Discover elevated, light-filled coastal living in this beautifully updated 2nd floor residence in the premiere Gulf front property of Whispering Sands! Offered completely TURNKEY FURNISHED. The wonderful OPEN CONCEPT layout flows seamlessly from the kitchen, living and dining spaces into your own private, 34’ south facing lanai—perfect for enjoying sunny mornings, gentle breezes, and relaxed indoor-outdoor living year round. As a bonus, this is a highly desirable end unit, with a wonderful extra window in the living space that invites in abundant natural light, enhancing the open, airy feel throughout. Designed for both style and function, the beautifully REMODELED, kitchen features sleek stone countertops, soothing neutral tile backsplash, an 8’ breakfast bar with seating for 4, stainless Frigidaire and Samsung appliances, soft close cabinetry, and wonderful overhead recessed lighting. Both bathrooms have been tastefully updated with stone counters, while the primary suite offers a private ensuite bath and a walk-in closet for comfortable everyday living. Equally spacious, the guest bedroom is large enough to accommodate two queen beds. Nestled on the westernmost point of Siesta Key, Whispering Sands is a highly desirable 55+ Gulf front community offering resort style living – all ideally just moments away from the colorful boutiques, dining options, and charm of world famous Siesta Key Village. The complex offers 800’ of PRIVATE quartz sand beach on the sparkling Gulf, 2 heated pools, new beachside grills and Tiki Hut, shuffleboard, and canoe/kayak storage, The main clubhouse – just steps from this unit - is currently undergoing complete remodeling and upon completion will include fitness rooms, a full catering kitchen, large screen TV, and an elegant, comfortable space for social events or private entertaining. Effortless island living starts here. Don’t miss this opportunity to own this move-in ready, coastal escape in an exceptional island setting!
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Harriet Stopher (404-316-8944)
9630 CLUB SOUTH CIR #6309, SARASOTA, FL 34238
$288,00078 Days on yellowkey MLS ID: A4688379
REDUCED by $11,000 (3.7%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1290 Built: 1996 Tax: $3,644 (2025)Community: Stoneybrook Clubside South 3Condo
Taxes:$3,644
Elementary School: Laurel Nokomis Elementary
High School: Venice Senior High
Middle School: Laurel Nokomis Middle
Remarks: ENJOY THE VIEW FROM THE THIRD FLOOR AT CLUB SOUTH CIR. IN STONEYBROOK G&CC, picturesque views abound of the golf course across the 3rd fairway from the glassed and screened lanai of this stunning residence, being sold TURN-KEY FURNISHED, boasting VAULTED CEILING, adding to the spacious feeling of the open floor plan. The UPDATED KITCHEN has solid-surface countertops and new cabinets, and a charming cafe table for two sits under the large window that lets light fill the room. The dining area is open to the well-furnished living area, which seamlessly flows onto the glass-enclosed lanai, a year-round living space. The master bedroom easily holds a king bed and custom closets and has an adjoining master bathroom with granite countertop and a tiled and glassed walk-in shower. The 2nd bedroom is conveniently located at the front of the condo, adjacent to the second bathroom, which also has a tiled shower and tub area. This residence shows like a model and has been lovingly cared for. Club South is a desirable area with its own tennis/pickleball court, heated pool with screened-in lanai, outdoor granite kitchen, and grill area. Every unit has an assigned covered parking space and a storage locker, ideal for beach chairs, pool toys, or golf clubs. The newly completed modernization of the 18-hole golf course is said to be one of the best courses on the West Coast of Florida. Additional amenities incude Lighted Har-Tru tennis/pickleball courts, pro-shop, well-equipped fitness center, bocce court, putting greens, driving range, library, huge heated pool and spa, full service restaurant and bar, a new outdoor dining patio, walking and biking trails, and many planned activities like yoga, mahjong, line dancing, trivia, bingo, and much more. Stoneybrook is centrally located and close to the Legacy walking and biking trail, Costco, the YMCA, many restaurants and grocery stores, and less than 15 minutes from the sugar sandy beaches of Siesta Key, all making Stoneybrook Golf & Country Club a great place to live the Florida lifestyle.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICE (941-556-2150)
Listing Agent: Vicki Reilly (941-266-5962)
1703 N TAMIAMI TRL #B507, SARASOTA, FL 34234
$559,900147 Days on yellowkey MLS ID: A4678101
Bed: 1 Bath: 2.0 Liv Area Sq Ft: 858 Built: 2022 Tax: $4,160 (2025)Community: The StrandCondo
Taxes:$4,160
Elementary School: Gocio Elementary
High School: Booker High
Remarks: Under contract-accepting backup offers. Welcome Home, Boaters! This is your opportunity to own a top-floor residence with peekaboo bay views and your own private dock at The Strand. Unit 507 includes a rare, deeded 32.5-ft private dock complete with water and electric, perfect for effortless days on the bay! After a day on the water, unwind on your covered terrace while enjoying sunset views overlooking the bay and resort-style pool. Inside, the open-concept floor plan is ideal for entertaining, featuring a spacious kitchen with quartz countertops and seamless flow into the living and dining areas. The primary suite is a serene retreat with a large walk-in shower and generous walk-in closet. The oversized den includes a closet, making it ideal as a guest room or a perfect work-from-home office. Weekly rentals are allowed, making this condo an exceptional seasonal rental and investment opportunity in one of Sarasota’s most desirable waterfront communities. The Strand offers outstanding amenities including a private dog park, floating kayak launch, pool and spa, fitness center, fire pit, EV charging stations and gas grills. Ideally located just minutes from three waterfront public parks and only a short drive to downtown Sarasota, you’re close to weekend farmers markets, the opera, world-class shopping, and top-rated restaurants...everything downtown Sarasota has to give! Lido Key Beach is just 5 miles away, and world-famous Siesta Key is only 8 miles from your private garage parking space. This is coastal living, boating lifestyle, and investment potential! All in one exceptional property!!
Listing is courtesy of: EXIT KING REALTY (941-497-6060)
Listing Agent: Andrea Capek (941-497-6060)
8315 GLENROSE WAY #1414, SARASOTA, FL 34238
$275,000152 Days on yellowkey MLS ID: A4678065
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1999 Tax: $1,904 (2025)Community: Pinestone At Palmer RanchCondo
Taxes:$1,904
Remarks: Located in the highly sought-after Palmer Ranch area, within the amenity rich, gated resort-style community of Pinestone, this beautifully updated move in ready, main-floor, 2-bedroom, 2-bath split-bedroom condominium is just minutes from the world-famous Siesta Key Beach. This thoughtfully designed residence features custom soft-close cabinetry, stainless steel appliances, and granite countertops; a quality upgrade rarely found compared to standard thermafoil finishes. Luxury vinyl flooring throughout creates a seamless, modern feel and enhances the open floor plan. The spacious primary suite offers a walk-in closet and a private, tiled ensuite bath, while the guest bedroom and bath provide comfort and privacy for visitors. Enjoy your morning coffee or unwind with a good book on the enclosed lanai, offering peaceful views and added living space. Additional highlights include inside laundry with a brand-new stackable washer and dryer, private storage area, storm shutters, ample guest parking, and a private assigned carport conveniently located just outside your front door. The unit has also been replumbed, providing peace of mind for years to come. Residents of Pinestone enjoy an unparalleled resort-style lifestyle with premium amenities, including a state-of-the-art fitness center, pickleball courts, lighted tennis courts, basketball court, junior Olympic-sized pool and spa, billiards room, shuffleboard courts, spa, and a banquet hall for gatherings. Relax by the fire pit, grill with friends in the barbecue areas featuring new poly furniture, or enjoy movie nights in the private theater with stadium seating and popcorn machine. Water, Sewer, Trash, exterior and grounds maintenance, and exterior building maintenance are all included, offering true low-maintenance living. Ideally located near Potter Park, the Legacy Trail, beaches, downtown Sarasota, shopping, and dining, this condo delivers the perfect blend of convenience, comfort, and Florida lifestyle. Schedule your private tour today!
Listing is courtesy of: WHITE SANDS REALTY GROUP FL (941-260-3350)
Listing Agent: Jason R. White, Pa (508-333-2356)
4260 CENTRAL SARASOTA PKWY #213, SARASOTA, FL 34238
$250,000210 Days on yellowkey MLS ID: A4672755
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 957 Built: 1998 Tax: $2,916 (2024)Community: Plaza De FloresCondo
Taxes:$2,916
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. Fantastic opportunity to live on Palmer Ranch in the beautiful community of Plaza de Flores. The Mediterranean courtyard welcomes you into the first floor condo with a split floor plan. The open kitchen boasts granite countertops, stainless steel appliances, and Kraftmaid cabinetry. The unit has been recently painted inside and out, with brand new tile roofs in 2023 and new paving and carports in 2025. The community offers a heated pool and hottub, tennis court, fitness room, and clubhouse with kitchen, library and complimentary internet. Cable, water, trash, and sewer are all included in the monthly fee. Only 6 miles to the world-famous Siesta Key beach. Shopping (including Costco) is right around the corner, so you can easily find everything you are looking for. Conveniently located between downtown Sarasota with all of its restaurants, culture, arts and events, and Nokomis and Venice to the south. Great opportunity, great location! Come claim your new slice of Paradise today!
Listing is courtesy of: KELLER WILLIAMS ISLAND LIFE REAL ESTATE (941-254-6467)
Listing Agent: Tammy Horner (941-539-4703)
1347 LANDINGS DR #6, SARASOTA, FL 34231
$685,000366 Days on yellowkey MLS ID: A4656077
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2564 Built: 1981Monthly Fee: $167 Tax: $8,028 (2024)Community: Landings TreehouseSpa: NoCondo
Taxes:$8,028
Remarks: Nestled among lush tropical foliage in the highly sought-after Landings community, this one-of-a-kind treehouse retreat offers the perfect blend of nature, light, and waterfront living. Ideally positioned along the scenic boardwalk near Sarasota Bay, this spacious residence is filled with sunshine and tranquil views from nearly every room. The first floor is wrapped in walls of glass, creating an airy indoor-outdoor feel and showcasing peaceful water and garden vistas. A versatile flex space offers endless possibilities as a large home office, family room, fitness studio, or creative retreat. The open kitchen features a generous dining area surrounded by windows, making every meal feel connected to the beauty of nature. Generously sized rooms throughout the home, including all bedrooms, provide comfort and flexibility for everyday living and entertaining. Just steps away, enjoy the community pool or stroll along the winding nature path through mature tropical landscaping to the bayfront gazebo — the perfect setting for spectacular sunsets and watching dolphins play in the water. Residents enjoy easy access to downtown Sarasota, world-famous beaches, exceptional dining, and shopping. Optional membership to the Landings Racquet Club offers resort-style amenities including a super sized pool, tennis and pickleball courts, fitness center, library, and welcoming social spaces to connect with neighbors and friends.
Listing Agent: Kristina Rain (941-320-2639)
420 BEACH RD #203, SARASOTA, FL 34242
$1,249,000548 Days on yellowkey MLS ID: A4631493
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1316 Built: 1980 Tax: $10,693 (2025)Community: Siesta Gulf ViewCondo
Taxes:$10,693
Remarks: Paradise Found on Siesta Key! Wake up to Gulf breezes and end each day with a sunset over the water from this direct beachfront condo at Siesta Gulf View. This 2-bedroom, 2-bath residence offers a full west-facing panorama of Siesta Beach and the Gulf from its expansive 31-foot screened and glass-enclosed balcony, accessible from the living room, kitchen, and primary suite. From here you can enjoy both the beauty of the shoreline and the natural dune vegetation that makes this second-floor perspective feel close and connected to the beach. This floor level offers an ideal balance of easy access and elevated views: take the stairs for quick trips to the beach, pool, or parking garage, or use the elevator if preferred. No long waits, no hassle, just effortless access to every amenity. The TURNKEY FURNISHED layout includes a light-filled open kitchen with eat-in nook (perfect as a dinette or office), two spacious walk-in closets, separate laundry room, and generous storage throughout. Recent community updates give peace of mind: milestone inspections complete, all cast iron plumbing replaced in 2024, and new clubhouse roof and landscaping nearing completion, with no special assessments. Siesta Gulf View is a sought-after, gated, 59-unit community offering private boardwalk access to the quartz sands of Siesta Key Beach, plus resort-style amenities: a 25’x40’ heated pool, tennis and pickleball courts, fitness room, grilling areas, and clubhouse. Assigned under-building parking, ample guest parking, first-floor storage, and an on-site management office add convenience. Pet lovers will appreciate that up to two small pets are welcome. Best of all, you’re just blocks from vibrant Siesta Key Village: restaurants, shops, and live music are a short stroll away. Whether you’re seeking a vacation retreat, investment property (one-month minimum rentals allowed up to 12 times/year), or full-time Gulf-front living, this condo delivers the ultimate island lifestyle. Don’t miss this opportunity to claim your piece of paradise.
Listing Agent: Jennifer Russo (212-683-1173)
1111 N GULFSTREAM AVE #6B, SARASOTA, FL 34236
$849,000245 Days on yellowkey MLS ID: A4667955
REDUCED by $50,000 (5.6%) on 04/23/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1575 Built: 1974Monthly Fee: $1,600 Tax: $5,896 (2024)Community: One WatergateSpa: NoCondo
Taxes:$5,896
Remarks: Experience a seamless move-in process. This property is offered furnished, complete with a seller concession covering six months of association dues, plus all assessments have been paid. Rare Sixth-Floor Condominium Unit Where Sarasota Bay Views Meet Elevated Downtown Luxury Living. Perfectly positioned to capture sweeping views of Sarasota Bay, Marina Jack, and the sparkling city skyline, this two-bedroom, two-bath condominium offers a refined balance of elegance and ease. The desirable split floor plan is open and light-filled, with hurricane-impact windows and sliders (2016) that frame the vistas while maintaining the utmost peace and privacy. Step onto your expansive balcony with sleek glass railings, which is an ideal vantage point for Sarasota’s most celebrated events, from the 4th of July fireworks to the annual Christmas boat parade. One Watergate is on the tail end of a full renovation, with upgrades designed to elevate every aspect of the resident experience. The exterior and interior of the building have been freshly painted, with landscaping enhancements underway. Inside, residents are already enjoying all-new hallway carpeting, modern fixtures, fresh paint, and crisp new baseboards/trim. A full renovation is underway in the lobby and the clubroom, which have been completely reimagined to provide a sophisticated experience. A state-of-the-art fitness center will soon debut exclusively for residents and their guests, further enhancing the building’s modern lifestyle. Expected time of completion: March 2026. Secure fob access points and attentive onsite management provide added peace of mind. Resort-style living is part of the daily experience, with a large sunlit pool, two rooftop tennis and pickleball courts, outdoor grilling stations, and a stylish new social lounge. Residents benefit from one deeded covered parking space (#100), ample guest parking, and additional secured levels for convenience. At One Watergate, Sarasota’s finest experiences unfold right outside your door. Wander to Marina Jack or Bayfront Park, or savor the nearby five-star destinations such as Jack Dusty at the Ritz-Carlton, the new Ocean Prime, and the Westin’s rooftop bar and pool, the highest in the city. Downtown’s celebrated dining, boutique shopping, vibrant arts scene, and the bustling Saturday Farmers Market are all just moments away. Cross the Ringling Bridge for the allure of St. Armands Circle and the sun-drenched shores of Lido Beach, perfect for leisurely days or lively nights out. Cultural landmarks like The Ringling Museum and the Van Wezel Performing Arts Hall are just minutes from home, and Sarasota-Bradenton International Airport is conveniently close for effortless travel. More than a residence, this is your front-row seat to the Sarasota lifestyle set within a building undergoing an exciting transformation. Whether you’re searching for a full-time haven or a seasonal getaway, One Watergate offers a rare opportunity to enjoy the perfect blend of urban sophistication and waterfront serenity. Come experience it for yourself!
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Janette Schafer (954-298-7791)
5290 HYLAND HILLS AVE #1916, SARASOTA, FL 34241
$349,00057 Days on yellowkey MLS ID: A4691026
REDUCED by $6,000 (1.7%) on 05/11/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2002Monthly Fee: $383 Tax: $3,963 (2025)Community: Heritage Oaks Veranda 8Condo
Taxes:$3,963
Remarks: Welcome to your private coastal retreat in the highly sought after Heritage Oaks Golf & Country Club. This beautifully renovated Abby floorplan offers the perfect blend of elegance, comfort and Florida lifestyle. This first floor corner unit shows off all of the natural light and lush landscaping throughout the entire day. The open floorplan features an open kitchen with breakfast nook seating, two bedrooms, two bathrooms, a versatile den/office and private garage. Every detail has been carefully curated with a light, elegant coastal design-creating a serene and inviting atmosphere with serene views of the golf course, nature, and water from the private screen lanai. The den provides flexibility for a home office guest space or additional lounge area. Heritage Oaks is a bundled Golf community, where residents can enjoy championship golf, tennis, fitness center clubhouse dining pool and active social lifestyle all within a beautifully maintained gated setting.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Kelli Eggen (941-376-9844)
5400 OCEAN BLVD #8-05, SARASOTA, FL 34242
$690,000225 Days on yellowkey MLS ID: A4670371
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 522 Built: 1970 Tax: $6,969 (2025)Community: Beach TerraceCondo
Taxes:$6,969
Remarks: BEACH TERRACE - STUDIO GULF-FRONT RESIDENCE: YOUR PERFECT SIESTA KEY PIED-À-TERRE Discover your ideal coastal escape at Beach Terrace, perfectly positioned at the end of Siesta Key Village with direct Gulf of Mexico frontage. This charming studio residence offers the perfect pied-à-terre for those seeking an effortless weekend getaway to paradise. Whether you call Sarasota or Lakewood Ranch home, imagine having your own Siesta Key retreat just moments away, a place to unwind, recharge, and embrace the coastal lifestyle whenever you need it. The private balcony frames stunning Gulf views, while the thoughtfully designed interior maximizes space and comfort. Covered parking provides convenient, weather-protected access to your beach escape, while the residence's prime location puts you steps from all the dining, shopping, and entertainment that Siesta Key Village has to offer. No need to drive once you arrive, everything is at your fingertips. Resort-style amenities elevate the experience: enjoy the elevated heated saltwater pool with its spectacular sunset views (truly the best amenity besides the unbeatable location), stay active in the fitness center, gather in the community room, and access the world-renowned Siesta Key Beach directly from the property. The powdery white sand and crystal-clear waters are quite literally your backyard. More than a weekend residence, this is your personal gateway to the Gulf-front lifestyle. Whether it's a spontaneous Friday escape or a planned coastal retreat, your Siesta Key sanctuary awaits. This is the effortless beach lifestyle you've been dreaming of, close to home, yet worlds away.
Listing Agent: Mickey Kiernan (941-402-9115)
625 BEACH RD #602, SARASOTA, FL 34242
$999,000240 Days on yellowkey MLS ID: A4669231
1 Days Off yellowkey (back on 5/17/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1144 Built: 1975 Tax: $8,966 (2024)Community: Tivoli By The SeaCondo
Taxes:$8,966
Remarks: Under contract-accepting backup offers. PRICE REDUCTION OF NEARLY $300,000!!! MOTIVATED SELLERS! DIRECT GULF VIEWS accompany this FULLY REMODELED two-bedroom, two-bath PENTHOUSE offering WEEKLY RENTALS AT TIVOLI BY THE SEA on SIESTA KEY. The residence is presented TURNKEY FURNISHED and ready for immediate occupancy or rental. Comparable units in Tivoli generate APPROXIMATELY $100,000 IN ANNUAL BOOKINGS providing an excellent opportunity to own a piece of Siesta Key while enjoying personal use and potential income. This BEACHFRONT CONDO boasts sophisticated modern design and a tranquil beachside ambiance in a prime, secluded yet connected location. A SPACIOUS 26' X 6' BALCONY OFFERS PANORAMIC GULF VIEWS ideal for enjoying sunrise coffee or sunset cocktails. The living areas feature sleek lines, a neutral palette, and abundant natural light to create an airy atmosphere. The STATE-OF-THE ART KITCHEN is equipped with PREMIUM FIXTURES, TOP-TIER STAINLESS STEEL APPLIANCES including a SUBZERO REFRIGERATOR, STONE COUNTERTOPS, and CUSTOM WOOD CABINETRY. Plush bedrooms provide comfort and serene views, with the master suite featuring direct Gulf views via sliding glass doors, a SPA -INSPIRED ENSUITE BATHROOM WITH HIGH-END FINISHES, and a large walk-in closet. For added assurance, this sixth-floor unit includes MAXIMUM HURRCANE PROTECTION WITH FULL ELECTRIC METAL ROLL-DOWN SHUTTERS. Residents enjoy access to a SWIMMING POOL, poolside cabana with billiard and ping pong tables, ROOFTOP CLUB ROOM WITH EXPANSIVE GULF VIEWS, private tennis and basketball courts, putting green, FITNESS CENTER, and PRIVATE GATED ACCESS to Siesta Key Beach. The community is within walking distance to Siesta Key Village’s restaurants, boutiques, bike rentals, and vibrant nightlife. This property exemplifies elegance, comfort, and the beauty of oceanfront living. It presents a unique lifestyle opportunity for discerning buyers seeking both luxury and investment potential. CALL FOR YOUR SHOWING TODAY!
Listing is courtesy of: COLDWELL BANKER REALTY (941-388-3966)
Listing Agent: Susanne Losso (941-928-0023)
361 OAK HILL DR #3, SARASOTA, FL 34232
$249,000134 Days on yellowkey MLS ID: A4681110
0 Days Off yellowkey (back on 5/16/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1354 Built: 1985 Tax: $2,753 (2025)Community: Village Oaks Sec BSpa: NoCondo
Taxes:$2,753
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Just reduced SIGNIFICANTLY!! Welcome to Village Oaks—this villa is a show-stopper you have to see to believe. From the moment you step inside, the upgrades and care are unmistakable. The fully remodeled kitchen is a standout, featuring soft-close IKEA cabinetry, drawers, and pantry with under-cabinet lighting, sleek LG stainless steel appliances, an oversized stainless sink with disposal, and granite countertops with a neutral backsplash—a spacious, functional design made for anyone who loves to cook and entertain. Throughout the villa, 2-inch wooden blinds dress every window, and the entire home is tiled, professionally cleaned, sealed, and ready for worry-free living. The front guest bedroom offers a walk-in closet, while the remodel guest bath includes an easy-access step-in shower. A full-size Samsung front-load washer and dryer are neatly tucked into the laundry closet for convenience. At the rear of the home, the primary suite impresses with a generous walk-in closet and a spa-like bath featuring a large shower, double sinks, granite countertops, decorative lighting, and a built-in medicine cabinet. The bonus sunroom is a true flex space—perfect for a home office, hobby room, or even an extra bedroom (just add an armoire). Flooded with natural light, it’s finished with double French doors and a private exit for your favorite pet. Recent updates add peace of mind: Garage floor pressure washed and walls freshly painted (Jan 2026) Front screened porch pressure washed with new carpet (Jan 2026) Hot water heater replaced Sept 2019, and the lifestyle? Unbeatable. Enjoy the heated community pool, active social events, and an exceptional location—about two miles to I-75 and just 7.5 miles to Lido Key. Shopping, dining, and Sarasota’s vibrant arts scene are all minutes away. This is the kind of villa that doesn’t stay on the market—schedule your showing before someone else claims it.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Diane Fogo Harter (941-445-2431)
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