Location: Sarasota
Do Not Show Listings
4900 OCEAN BLVD #304, SARASOTA, FL 34242
$650,00094 Days on yellowkey MLS ID: A4686177
REDUCED by $35,000 (5.1%) on 06/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1978Monthly Fee: $1,371 Tax: $9,084 (2025)Community: Sandy Cove IvCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,084
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: AMAZING OPPORTUNITY- JUST REDUCED $50k UNDER RECENT APPRAISAL -- TURNKEY FURNISHED -- WITH YOUR OWN PRIVATE SHELL BEACH! Perched among the treetops in the beloved Sandy Cove community on Siesta Key, this beautifully renovated 2BR/2BA residence offers a rare blend of privacy, charm and authentic island living. With 1,200+/- sq. ft. of thoughtfully designed space and three private balconies, life here feels like a peaceful retreat surrounded by nature, where sunlight filters through the trees and the gentle sounds of the island become part of every day. Inside, the residence has been fully renovated with a relaxed tropical style that feels both fresh and welcoming. The open floor plan centers around a spacious waterfall quartz island that anchors the kitchen and living areas, creating a natural gathering place for entertaining or quiet evenings at home. Large hurricane-impact windows fill the space with natural light, while sliding doors open to the balconies, extending the living space outdoors and welcoming in the Gulf breezes. Morning sunrises fill the residence with soft light, creating an airy atmosphere as the trees rustle just beyond the windows. From the balconies, it is common to see mourning doves, egrets and osprey gliding overhead, with the occasional eagle soaring past. The primary suite features his-and-her closets and private balcony access, while the guest bedroom and bath provide comfortable accommodations for family or visitors. All sliders and windows come with custom room darkening shades. The unit also offers reserved covered parking, assigned storage unit, inside mail room and secured door code entry. The HOA covers sewer, water, pest control, trash, lounge chairs, umbrellas and tables at the pool and beach, and one Gig of fiber optic Internet. The stroll to the waterfront is part of the experience itself. A winding path lined with banyan and palm trees leads to Sandy Cove’s private Gulf-front lawn and beach area. When you turn the corner and the Gulf opens before you, the moment feels almost surreal, like you have just arrived in paradise. Located within Sandy Cove, a distinctive Old Florida community designed by Sarasota School of Architecture master Frank Folsom Smith, residents enjoy private beach access, kayak and paddleboard storage, clubhouse for entertaining, fishing pier and a quaint beach area with chairs and tables to relax, read a book, chat with friends and watch the dolphins play while enjoying magnificent sunsets and panoramic Gulf views that capture the timeless spirit of the island. Ideally positioned on the north end of Siesta Key, Sandy Cove IV sits just a short walk or bike ride from Siesta Key Village, where you can spend the afternoon browsing boutiques, enjoying fresh seafood and vibrant dining, catching live music drifting from open-air patios or simply taking in the laid-back rhythm that makes the Key such a beloved destination befitting its world-famous beach. Here, the feeling is unmistakable. The breeze, the water and the view become your own sanctuary, a place where it quietly feels like vacation is always waiting just outside your door.
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Tracey Stetler (941-266-9001)
5880 MIDNIGHT PASS RD #511, SARASOTA, FL 34242
$2,490,000108 Days on yellowkey MLS ID: A4684184
Bed: 3 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2481 Built: 1982 Tax: $13,010 (2025)Community: CasarinaCondo
Taxes:$13,010
Remarks: You will be WOWED! by this Furnished 2400+ Sq Ft of Elegant BEACHSIDE LIVING with (3) Generously Sized Bedrooms & (3.5) Baths with STUNNING FINISHES THROUGHOUT!.....RARELY AVAILABLE Corner Unit in this Special Boutique Community---a Resort-Style PET FRIENDLY "low density" plush 7 acre residential complex with over 200 feet of Powdery Quartz sand frontage along with "Old Florida" Clubhouse; Courts; Beachside Pool & Cabanas and an Onsite Manager....Upon Entrance you will be Greeted with a Grand Hallway that leads to a BRIGHT & SPACIOUS Floor Plan, reminiscent of a Single Story Home...Each Bedroom is Privately Located, each with it's own Full Baths....ENTERTAINING is "Extra Special" with Expansive Living Areas and Ideally Centrally Located Wet Bar....WELL-APPOINTED INTERIORS, including: Porcelain Tile throughout; Quartz Countertops; Hurricane Impact Windows/Sliders; "Hotel Style" Primary Suite with Seating Enclave & Sumptuous Ensuite Bath; Abundant Storage & Closet Space; In-Unit Laundry and Importantly...ease of Indoor/Outdoor Living with Multiple Sliders leading to "Wrap-Around" Balcony/Lanai--Perfect for Morning Coffees or Indulging your Favorite Cocktails while Watching Majestic Sunsets over the Gulf....*****Deeded Beach Access, convenient for long strolls collecting Seashells or just "Toes in the Sand" relaxing at Top Rated Siesta Key Beach. Dining/Shopping and Nightlife of the main village are just minutes away...GARAGE PARKING...---Ideal as Second Home/Vacation, Investment or Year-Round Residence. Island Living @ It's Finest!
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Mike Martino (773-619-8593)
1280 DOLPHIN BAY WAY #402, SARASOTA, FL 34242
$1,599,000117 Days on yellowkey MLS ID: A4682864
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2042 Built: 1997 Tax: $14,580 (2024)Community: Dolphin Bay-Siesta Key Sec ACondo
Taxes:$14,580
Tax Year: 2024
Remarks: VIEWS! VIEWS! VIEWS!---You will be WOWED! by the Incredible WATER VIEWS in this Well-Appointed/Upgraded & Furnished SIESTA KEY residence with a Highly Desired and "Rare" TWO (2) CAR CLIMATE CONTROLLED PRIVATE GARAGE with STORAGE!.....Located in Dophin Bay, a Boutique Gated Dog-Friendly Resort Style Waterfront Community where residents have access to Pool, Tennis Courts, Fitness Center and "across the street" proximity to TOP RATED Siesta Key Beach. This 2000+ sq ft with NINE FOOT Ceilings is a Bright & Spacious Open Floorplan that features: Quartz Countertops, Thermador Appliances, Sumptuous Bathrooms, Hurricane Impact Sliders; Generously Sized Ensuite Bedrooms with Over-sized Walk-in Closets; In-Unit Washer/Dryer, Electric Shades, Built-ins Throughout & 2 outdoor living spaces--perfect for morning coffees and cocktails with evening sunsets. Take the Siesta Key Trolley to the Main Village for Dining, Shopping and all the Joys of Island Living!
Listing Agent: Veronica Murphy (203-415-5581)
1260 DOLPHIN BAY WAY #403, SARASOTA, FL 34242
$1,299,900134 Days on yellowkey MLS ID: A4680107
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1915 Built: 1997 Tax: $7,394 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$7,394
Elementary School: Phillippi Shores Elementary
High School: Sarasota High
Middle School: Brookside Middle
Remarks: Experience coastal luxury in this beautifully updated 2BR/2BA condo in the gated, waterfront community of Dolphin Bay on Siesta Key. This exceptional 4th floor residence blends modern sophistication with breathtaking Intracoastal Waterway views, creating a serene yet elevated island lifestyle. A charming front porch welcomes you—perfect for relaxing with a favorite beverage while grilling and enjoying city views. Inside, the spacious open-concept floor plan is thoughtfully designed for both comfort and style. Extensive kitchen and bath renovations completed in 2020 showcase contemporary finishes and high-end fixtures throughout. The chef’s kitchen features shaker-style cabinetry, quartz countertops, reverse osmosis system, and a built-in desk area with additional storage—both functional and elegant. The adjoining den, filled with natural light from sliding glass doors, offers a peaceful spot to read or work while taking in tranquil outdoor views. Immaculate hardwood floors flow through the living areas, adding warmth and timeless appeal. The dining room is enhanced by a custom built-in dry bar, ideal for entertaining. Expansive windows and sliding glass doors frame stunning southern views of the Intracoastal Waterway, where boats pass by, dolphins play, and coastal breezes set the mood. The enclosed, tiled lanai extends the living space and provides a perfect setting for gathering with friends and family while enjoying the scenery. The primary suite is a private retreat with its own lanai access, a spacious walk-in closet, and a luxurious en-suite bath featuring a soaking tub and tiled walk-in shower. The guest bedroom offers a private entrance to the front patio, generous storage with two closets (including a walk-in), and direct access to the guest bathroom. Additional features include an interior utility room with cabinetry, a newer hot water heater (2024), newer HVAC system (2018), and washer and dryer (2019)—making this a truly move-in-ready home. Private under-building garage parking and additional storage provide convenience and peace of mind. Dolphin Bay is a pet-friendly community offering resort-style amenities, including a pool & spa, fitness center, clubhouse, three Har-Tru tennis courts, fishing pier, and scenic walking paths. Enjoy an easy stroll or trolley ride to world-famous Siesta Key Beach, renowned for its powdery white sand, Pickleball courts, and laid-back island vibe. Schedule your private showing today and discover the best of Siesta Key living—no hurricane damage from any storms.
Listing is courtesy of: ANDREWS & ASSOCIATES REALTY (941-921-5999)
Listing Agent: Stacey Andrews (941-504-1649)
1320 MOONMIST DR #B-11, SARASOTA, FL 34242
$1,200,000145 Days on yellowkey MLS ID: A4679270
REDUCED by $100,000 (7.7%) on 04/13/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1790 Built: 1968 Tax: $5,819 (2025)Community: Polynesian GardensCondo
Taxes:$5,819
Remarks: Rarely available direct bayfront 2/2 maintenance free villa in Polynesian Gardens. Magnificent views of the Intracoastal/Little Sarasota Bay. Watch the manatees and boats go by from your paved patio directly on the water. Spacious 2 bedrooms/2 full baths with very large great room. Updated kitchen and baths with new cabinetry, granite and stainless-steel appliances. Plenty of closet space. Garage with plenty of storage plus an extra driveway allows for 2 parking spaces. Newer washer/dryer in garage. Beautiful landscaping. Community has a heated pool, clubhouse and fishing pier. Close to shops, dining and America's #1 Beach - Siesta Key. Free trolley stops directly in the front of the community on Midnight Pass Road. Two pets allowed any size.
Listing is courtesy of: COLDWELL BANKER REALTY (941-349-4411)
Listing Agent: Helene Hyland (941-685-2274)
1648 STARLING DR #202, SARASOTA, FL 34231
$325,000139 Days on yellowkey MLS ID: A4680410
REDUCED by $14,000 (4.1%) on 05/06/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1975 Built: 1987 Tax: $4,982 (2025)Community: Landings South VCondo
Taxes:$4,982
High School: Riverview High
Middle School: Booker Middle
Remarks: Virtually Staged. LET’S MAKE A DEAL! Brand new roof, gutters, AC, exterior paint, new roads, and a brand new community pool set the stage for exceptional value in this beautifully maintained second-floor coach home. Perfectly positioned on a private cul-de-sac just one block from the pool and community amenities, the location offers both privacy and convenience within the guard-gated community of The Landings. A private entry with distinctive tile steps leads to a light-filled interior where soaring vaulted ceilings and an open layout create an inviting sense of space. Wide-plank wood flooring flows through the main living areas, and the thoughtfully designed floor plan connects each space seamlessly while maintaining definition. An enclosed lanai with expansive sliding glass doors extends the living area and showcases peaceful treetop views, offering a serene backdrop for morning coffee or evening relaxation. The kitchen is both functional and welcoming, featuring white cabinetry, granite countertops, custom tile backsplash details, and a sunlit eat-in area. A breakfast bar opens to the living and dining spaces, making entertaining effortless. A built-in dry bar adds character, storage, and additional serving space for gatherings. The primary suite is generously sized with vaulted ceilings and a flexible alcove ideal for a sitting area or home office. A dedicated dressing space with built-in storage and an oversized walk-in closet enhance everyday comfort. The en-suite bath includes a walk-in shower with bench seating, ample counter space, and timeless finishes. Two additional bedrooms and a guest bath provide flexibility for guests, hobbies, or remote work. The HOA delivers true maintenance-free living, covering the roof, windows, sliders, screens, exterior paint, landscaping, pest control, cable and Xfinity service, and insurance from drywall out. The home sits approximately 21 feet above sea level and is not located in a flood zone. Residents of The Landings enjoy access to the Racquet Club with tennis, pickleball, resort-style and lap pools, a fitness center, clubhouse, and an active social calendar. A scenic nature trail leads to Roberts Bay, where a kayak launch and fishing dock provide direct access to the water. A private garage with attic storage, paver driveway, and nearby guest parking complete this move-in-ready residence in one of Sarasota’s most established gated communities. **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Toni Zarghami (941-248-2147)
5740 MIDNIGHT PASS RD #104F, SARASOTA, FL 34242
$1,375,000144 Days on yellowkey MLS ID: A4679012
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1449 Built: 1986 Tax: $9,698 (2025)Community: Gulf & Bay Club Ph6Spa: YesCondo
Taxes:$9,698
Remarks: Incredible Gulf-front first-floor residence (10’ elevation) within the amenity-rich 32-acre campus of the Gulf & Bay community on Siesta Key. This 2-bedroom, 2-bath furnished condominium is ideally positioned in the highly desirable F Building and offers direct walk-out access to the beach with unobstructed views of 800 feet of private shoreline and the expansive Gulf of Mexico. Just steps from the sand, this exceptional location delivers the ultimate Gulf & Bay lifestyle—blending convenience, privacy, and breathtaking coastal scenery. This unit did not flood during recent storms. The remodeled kitchen features abundant cabinetry, a beverage cooler, and a comfortable eat-in area with a built-in desk. The primary suite captures beautiful Gulf views and includes a walk-in closet plus an additional wall closet. The en-suite bath has been tastefully remodeled with a frameless travertine shower, dual vanities, and a dedicated makeup area. The spacious guest bedroom offers two full Murphy beds, providing flexible sleeping accommodations. Additional highlights include a new A/C system (2025), 20" x 20" tile throughout the main living areas, and smooth ceilings—no popcorn. Gulf & Bay is truly one of the best resort complexes on Siesta key featuring: 2 clubhouses, 3 heated pools, pickleball courts, tennis courts (1 HarTru), well equipped fitness center, hot tub, multiple grill areas all leading out to World Famous, gorgeous Siesta Key Beach!
Listing Agent: Tony Andrews (941-921-5999)
1260 DOLPHIN BAY WAY #404, SARASOTA, FL 34242
$1,395,000197 Days on yellowkey MLS ID: A4673762
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2200 Built: 1997 Tax: $12,793 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$12,793
Remarks: ENJOY SERENE INTRA-COASTAL WATER VIEWS from this this 4th floor, end unit, 3 bedroom, 3 full bath condo at Dolphin Bay. This community lives life to the fullest! Lots of social activities and friendly and caring neighborhood. Take a new look and enjoy the fresh new decor and new high impact windows and sliders, all added in 2025! Reduced condo fees. This meticulously maintained condo lives like a single family home with charm and character. The kitchen was custom built by Yoder Construction, a well-known local company, highly respected for their craftsmanship. Living room and dining area are bright and spacious. The large primary bedroom has a walk-in closet and ensuite with shower and separate soaking tub. There are two other ensuite bedrooms. All three bedrooms have California Closet systems. All windows have custom plantation shutters, adding to the charm and comfort of this amazing condo. You will want to spend your day on the light filled lanai, perfect for entertaining or simply relaxing. Dolphin Bay is a highly desirable, gated, pet friendly, 50-unit complex with a fun filled community atmosphere with three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier and kayak access. Dolphin Bay is well maintained with a freshly updated exterior and new elevators in 2024 and beautifully landscaped grounds. Just a short walk to the world famous, white crystal sands of Siesta Key beach.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-349-3444)
Listing Agent: Mina Johnson (941-404-9347)
5880 MIDNIGHT PASS RD #206, SARASOTA, FL 34242
$1,335,000243 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
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 Agent: Suki Scollo (941-587-2289)
1240 DOLPHIN BAY WAY #401, SARASOTA, FL 34242
$1,199,000261 Days on yellowkey MLS ID: A4658380
Bed: 3 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2200 Built: 1998 Tax: $12,546 (2025)Community: Dolphin BaySpa: YesCondo
Taxes:$12,546
Remarks: Huge Price Reduction!!! Fourth-floor end unit offering breathtaking views of the intracoastal waterway, featuring three spacious bedrooms and three full ensuite baths. Newly installed luxury vinyl plank flooring graces the entire unit. The expansive glassed lanai boasts recently replaced sliding doors, complete with accordion shutters on the inner doors and impact-resistant glass on the outer ones. The kitchen has been thoughtfully opened up and reconfigured for optimal enjoyment. The living and dining areas are bright and roomy. Dolphin Bay is a sought-after, gated, pet-friendly community with only 50 units, each having its own private underbuilding garage, and well-known for its vibrant atmosphere. Amenities include three Har-Tru tennis courts, an active clubhouse, fitness center, pool and spa, day dock, fishing pier, and kayak access. The complex is well-maintained, with a freshly updated exterior and new elevators in 2024, set amidst beautifully landscaped grounds. Just a short stroll to the world-renowned, white crystal sands of Siesta Key beach. Condo fees at Dolphin Bay are being lowered in 2026.
Listing Agent: Ethel Lovelace (941-586-7390)
5204 WEDGEWOOD LN #77, SARASOTA, FL 34235
$311,000292 Days on yellowkey MLS ID: A4660017
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1127 Built: 1982 Tax: $3,277 (2024)Community: Wedgewood LakeCondo
Taxes:$3,277
Remarks: **Amazing FIRST-FLOOR Condo in the Meadows w/ Magnificent LAKE & GOLF COURSE VIEWS** Offered completely TURNKEY FURNISHED --REMODELED, UPDATED & ALL NEW Coastal Casual Furnishings. Just bring a suitcase - move in - & enjoy life in Paradise!! Enjoy a Spacious Living Area in a Flexible & Year-Round 8'x12' FLORIDA ROOM w/ Sliders & Screens - adding 100sf of Living Space. Experience Extraordinary Water & Golf Course VIEWS from the Floor-to-Ceiling Glass Doors!! Sip morning coffee in the Florida Room as you watch the birds on the Lake or drink evening wine w/ a Spectacular "Sunset-Over-the-Water" ending to your day. Wake up each morning in a spacious, sun-filled Primary Bedroom Suite w/ Sliding Doors to the Florida Room - as well as Lake Views. The En-Suite Dressing Room w/ Large Walk-In Closet leads to a separate Bathroom w/ Step-In Shower. The Open Living Room & Dining Room feature a wall of Sliders w/ access to the Florida Room. The Kitchen offers abundant cooking space w/ updated Stainless Steel Appliances, Granite Countertops & Casual Dining Area w/ Sliding Doors to a front Patio/Garden. Second Bedroom is furnished w/ Twin Beds and enjoys easy access the Second Bathroom - with a Tub/Shower. Spacious Laundry Room has Storage Cabinets & side-by-side Washer/Dryer. Enjoy comfortable days & nights w/ New Ceiling Fans in Living Area, 2 Bedrooms & Florida Room. Recently Painted Interior, popcorn ceilings removed & New Water Heater 2023. This well-appointed home is SO comfortable - you won't want to leave! But, this is the PERFECT LOCATION to experience an outdoor Florida Lifestyle. Close to everything! Minutes from award-winning Gulf Beaches (Lido Key, Longboat Key, Siesta Key), downtown Sarasota (restaurants, shops, theatre, music, art) & just a short walk to UTC Center shopping & events. Take a dip in the Heated Wedgewood Community Pool – located just across the street. Exterior Painting is in progress on the buildings - a complete refresh. Residents also enjoy access to a Resort-Style Pool & Fitness Center, Pickle Ball, Tennis & Golf. The Meadows community is situated on 1,650 scenic acres w/ 80 lakes & 13+ miles of walking/biking trails. This is your perfect second or primary home in Paradise! Visit Today!
Listing is courtesy of: FINE PROPERTIES (941-782-0000)
Listing Agent: Michael Mayo (941-855-0599)
1921 MONTE CARLO DR #603, SARASOTA, FL 34231
$450,000175 Days on yellowkey MLS ID: A4676140
REDUCED by $20,000 (4.3%) on 06/01/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1706 Built: 2006 Tax: $6,676 (2025)Community: Phillippi Landings ACondo
Taxes:$6,676
Remarks: Price Adjustment! An exceptional value for the view, location, and lifestyle—this sixth-floor, two-bedroom, two-bath residence is a rare opportunity that should not be overlooked. From the moment you enter, expansive water views command your attention, setting the tone for this open and inviting floor plan where water surrounds you in every direction. The spacious, light-filled kitchen offers abundant storage and serves as a natural gathering place for guests. Just beyond, you’ll find a convenient laundry closet, a full guest bath, and a generously sized second bedroom—ideal for visitors or a home office. The main living area easily accommodates both comfortable seating and a formal dining arrangement, flowing seamlessly into the great room and out to the oversized screened balcony. This elevated vantage point is perfect for relaxing, entertaining, and taking in sweeping waterfront views that are increasingly hard to find at this price point. The owner’s suite is thoughtfully positioned for privacy and features direct access to the lanai, allowing you to wake up to tranquil water views each morning. Two walk-in closets and a spacious en-suite bath with both a soaking tub and separate shower complete this retreat. This unit has a deeded parking space under cover in the garage. There is also a storage unit assigned to this unit for seasonal accents. Set within a beautifully maintained 10-acre waterfront community, residents enjoy resort-style amenities including a heated pool and spa, fitness center, clubhouse, and an expansive promenade along the water—ideal for sunset strolls. There is a Kayak launch access and private storage racks offer direct connection to Phillippi Creek for boating and nature lovers. The location further elevates the value: minutes from The Landings Shopping Center, Southside Village, downtown Sarasota, UTC Mall, and the white-sand beaches that define Florida’s Gulf Coast. When combined with the views, amenities, and low-maintenance lifestyle, this residence represents an outstanding opportunity—offering coastal living at a price that is increasingly rare for this setting.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-907-9595)
Listing Agent: Diane Fogo Harter (941-445-2431)
988 BLVD OF THE ARTS #1011, SARASOTA, FL 34236
$849,000224 Days on yellowkey MLS ID: A4669131
REDUCED by $88,000 (9.4%) on 06/14/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1555 Built: 1982Monthly Fee: $878 Tax: $12,775 (2024)Community: Condo On The Bay Tower IiSpa: NoCondo
Taxes:$12,775
Remarks: New price! New look! Indulge in premier bayfront living in this 10th-floor residence offering direct, unobstructed water and sunset views that will never be blocked. Boat slips are currently available for lease. Situated on a private, gated peninsula with 24-hour security, Condo on the Bay delivers an exclusive waterfront lifestyle walkable to downtown Sarasota and the Bay Park next door. From the extra-wide screened balcony, enjoy sweeping views of the bridge, boats, and coastal wildlife. Boat and kayak slips, a fishing pier, and immediate water access place the bay at your doorstep. Inside, the residence features a refined KitchenAid kitchen with granite countertops, a wine bar with cooler, full-size washer and dryer, and modern mechanical upgrades. The primary ensuite boasts endless water views and many custom closets. The spacious guest room, with a queen size murphy bed, also doubles as office space. The HOA fee covers all utilities except for electricity. Resort-style amenities include two heated pools, two new state-of-the-art fitness centers, tennis and pickleball courts, concierge service from 8–6 daily, and a full calendar of organized social activities. Next door is the Bay Park, a 52 acre paradise with walking trails, a beach, Performing Arts Center, a marina, concerts, kayak launch, snack bar, yoga, zumba and more. Downtown is down the street where you can choose from many restaurants, art galleries and events. Condo on the Bay offers a rare combination of unobstructed bay views, luxury amenities, walkable downtown access, and timeless waterfront elegance, this is an exceptional opportunity no buyer should pass up.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Deborah Huffman (570-419-1116)
5240 HYLAND HILLS AVE #1426, SARASOTA, FL 34241
$275,000245 Days on yellowkey MLS ID: A4668470
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1684 Built: 2000 Tax: $3,323 (2024)Community: Veranda 4 At Heritage OaksCondo
Taxes:$3,323
Remarks: Welcome to Heritage Oaks Golf & Country Club—this beautifully appointed second-floor end unit offers exceptional space, abundant natural light, and turnkey furnishings for an effortless move-in experience. Inside, you’ll find updated luxury flooring throughout the living areas, bedrooms, and den. The bright, open-concept layout seamlessly connects the kitchen, dining, and living spaces, creating an inviting setting for both everyday living and entertaining. The spacious primary suite features two walk-in closets and an en-suite bath complete with a soaking tub, walk-in shower, and oversized vanity. A well-sized guest bedroom also includes a walk-in closet, while the den/office provides flexible use as a third bedroom or dedicated workspace. Step out to the screened lanai and take in peaceful lake views overlooking the 14th hole of the championship golf course—an ideal spot to unwind and enjoy the Florida lifestyle. A private one-car garage with storage adds convenience and value. Heritage Oaks is a premier private, gated golf community spanning over 500 acres and featuring a redesigned championship golf course, pro shop, and practice facilities. Residents enjoy five heated pools, a state-of-the-art fitness center with a full-time director, four tennis courts, and scenic walking trails. The full-service clubhouse offers both fine and casual dining, along with convenient takeout options. Perfectly located near I-75 and University Town Center, and just a short drive to world-class beaches, downtown Sarasota, Lakewood Ranch, and more—this home offers the best of resort-style living in an unbeatable location.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Rick Trapp (605-728-8521)
8341 38TH STREET CIR E #305, SARASOTA, FL 34243
$205,0009 Days on yellowkey MLS ID: A4695738
0 Days Off yellowkey (back on 6/14/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 742 Built: 2005Monthly Fee: $287 Tax: $2,394 (2026)Community: Serenata Sarasota CondominiumCondo
Taxes:$2,394
Tax Year: 2026
Remarks: Under contract-accepting backup offers. SERENATA Condominium is a gated community with a resort-style setting, centered around a scenic lake with fountains and walking path. The property offers a 24-hour fitness center a heated swimming pool, lighted tennis courts, a clubhouse, free WIFI and library. Ideally located off University Blvd, it provides convenient access to shopping malls, dinning, SRQ Airport and the beautiful Gulf Coast beaches. This unfurnished 1-bedroom, 1-bath condo is on the third floor and features an open floor plan with 10-foot callings, oversized hurricane-resistance windows, quality appliances, buil-in shelves, laundry room and screened lanai with an attached storage room. The bedroom includes a spacious walk-in closet. It is a great investment opportunity. Downtown Sarasota, St Armand's Circle and Siesta beach are just minutes away.
Listing is courtesy of: IMPULSE REALTY INTERNATIONAL (941-284-4242)
Listing Agent: Marika Kalnoky (941-320-7836)
1654 STICKNEY POINT RD #54-201, SARASOTA, FL 34231
$299,00050 Days on yellowkey MLS ID: A4691665
REDUCED by $11,000 (3.5%) on 06/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1016 Built: 1975 Tax: $3,415 (2025)Community: Castel Del MareSpa: NoCondo
Taxes:$3,415
Elementary School: Gulf Gate Elementary
Remarks: Bayfront community one block to the south bridge to Siesta Key • Turnkey furnished • 3D walkthrough available Second-floor 2-bedroom, 2-bath condo in Castel Del Mare, a waterfront community on Little Sarasota Bay at the gateway to Siesta Key. Just minutes to Siesta Key Beach at a fraction of island pricing. This 1,016 sq ft turnkey furnished residence features a partially updated kitchen, living/dining combo with ceiling fans, walk-in closet, and a screened lanai with west-facing exposure. Assigned parking included. Settle into the bayside heated pool and watch boats cruise the Intracoastal Waterway, or launch a kayak from the community dock. Castel Del Mare offers two heated pools, tennis and pickleball courts, shuffleboard, fitness center, clubhouse, bayside fishing gazebo, kayak storage with launch access, and a scenic boardwalk along Little Sarasota Bay. Rental minimum 30 days, 3 rentals per year. Near public transit with easy access to Siesta Key Beach, Siesta Village dining, and the Stickney Point Bridge. Nearby dining includes Merci Café and La Dolce Vita. Publix and Detwiler's Farm Market within 1 mile. Red Bug Slough Preserve and Gulf Gate Village nearby. Includes 3D tour for virtual viewing.
Listing is courtesy of: MICHAEL SAUNDERS & COMPANY (941-951-6660)
Listing Agent: Christine Pope (941-685-5565)
1709 N TAMIAMI TRL #416, SARASOTA, FL 34234
$525,00055 Days on yellowkey MLS ID: A4690932
Bed: 1 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 855 Built: 2022 Tax: $6,366 (2025)Community: The Strand Of SarasotaCondo
Taxes:$6,366
Elementary School: Gocio Elementary
High School: Booker High
Remarks: Exceptional opportunity to experience a premier waterfront lifestyle in this contemporary condo, located just minutes from the vibrant energy of downtown Sarasota and our award-winning local beaches. Amazing water views from sunrise to sunset right outside your door. This gated community offers a suite of high-end amenities, including a state-of-the-art fitness center, a serene pool, and direct water access—perfect for launching a kayak or paddleboard through Whitaker Bayou into Sarasota Bay. A community dog park and fire pit are also available. The residence itself features modern styling with clean lines and is complemented by practical luxuries such as custom designer shades and curtains throughout and a large organized walk in closet in the owners suite. Additional features of this property include: -Den/Office with built in closet. - Dedicated underground parking space, additional storage, and secure elevator access. - A full-size front-load washer and dryer conveniently located adjacent to the owner's suite walk-in closet. - Significant investment potential, with the rare benefit of permitting weekly rentals. Whether you are seeking a personal sanctuary or a high-performing income-generating property, this residence is an ideal choice.
Listing is courtesy of: BLUESRQ REAL ESTATE INC (941-894-7248)
Listing Agent: Anne Friedland (941-894-7248)
218 PASS KEY RD #218, SARASOTA, FL 34242
$645,00068 Days on yellowkey MLS ID: A4689143
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1175 Built: 1973Monthly Fee: $1,323 Tax: $5,091 (2025)Community: Sandy Cove IiiCondo
Taxes:$5,091
Remarks: Enjoy the best of Siesta Key living in the highly sought-after Sandy Cove III, an intimate waterfront community of just 16 residences. This beautifully maintained, turnkey-furnished 2-bedroom, 2-bath condo offers comfort, style, and an unbeatable location just moments from Siesta Key Village and the Gulf. The open-concept main living area features tile flooring throughout and a thoughtfully updated kitchen with upgraded cabinetry and countertops, perfect for entertaining. Storm-rated sliding glass doors provide peace of mind while bringing in abundant natural light. An indoor laundry area adds convenience to everyday living. The second level includes a spacious guest bedroom, full bath, and a versatile bonus room currently used as an additional sleeping space—ideal for guests or a home office.Surrounded by lush tropical landscaping, Sandy Cove III offers a true coastal retreat with amenities including a heated community pool, kayak storage, and a charming historic clubhouse. Residents enjoy access to a private fishing pier and shell beach, where you can take in breathtaking Gulf views and unforgettable sunsets.This pet-friendly community is just a short walk to Siesta Key Village, known for its vibrant dining, shopping, and entertainment. Plus, you’re only a short drive to downtown Sarasota and St. Armands Circle for world-class shopping, dining, and cultural attractions. Whether you’re looking for a full-time residence, vacation getaway, or investment opportunity, this property checks all the boxes. Schedule your private showing today and experience the very best of Siesta Key living.
Listing Agent: Tim Yocum, Sr (941-915-4545)
115 PASS KEY RD #115, SARASOTA, FL 34242
$399,00085 Days on yellowkey MLS ID: A4685793
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 656 Built: 1973Monthly Fee: $1,203 Tax: $2,447 (2025)Community: Sandy Cove IiiCondo
Taxes:$2,447
Remarks: Virtually Staged. Welcome to Sandy Cove III, a highly sought-after waterfront community on the pristine Gulf shores of Siesta Key. Ideally located within a short stroll to both Siesta Key Village and the beach, this beautifully renovated ground-floor condo offers the perfect blend of coastal living and convenience. This 1-bedroom, 1-bath unit has been thoughtfully updated with all-new stainless steel appliances, cabinetry, bathroom vanity and shower, water heater, and fresh interior paint. Tile flooring throughout enhances the bright, open living space, while both the kitchen and bedroom provide direct access to a screened side porch perfect for relaxing. The rear patio overlooks a tropical garden creating a peaceful setting for dining and entertaining. Sandy Cove III is a pet-friendly, boutique community of just 16 units featuring a heated pool and a tranquil, park-like waterfront setting. Residents enjoy access to a private clubhouse, fishing pier, kayak storage, and both bay and Gulf water access. Whether you're seeking a full-time residence, vacation getaway, or investment opportunity with monthly rental potential, this property delivers. Experience breathtaking sunsets and the laid-back island lifestyle that make every day feel like a vacation on Siesta Key. Schedule your private showing today.
4220 CENTRAL SARASOTA PKWY #1214, SARASOTA, FL 34238
$295,000123 Days on yellowkey MLS ID: A4682488
REDUCED by $4,000 (1.3%) on 06/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 2001Monthly Fee: $560 Tax: $2,979 (2025)Community: Plaza De FloresCondo
Taxes:$2,979
Remarks: Paradise awaits in this fully updated 2-bedroom, 2-bath condo located in the highly desirable Palmer Ranch. This light and bright ground-floor residence features tile floors throughout—NO CARPET—granite countertops, a smart split-bedroom layout, newer washer, and neutral, timeless finishes that allow you to MOVE RIGHT IN with ease. You’ll love entertaining, relaxing, or simply watching nature from your OVERSIZED screened lanai, complete with tile flooring that extends your living space and overlooks a tranquil pond. Located in the gated community of Plaza De Flores, residents enjoy an active social calendar and resort-style amenities including a sparkling pool, tennis courts, fitness center, and clubhouse. You will find cable, water, trash, and sewer are all included in the monthly fee. New roof, painting, carports, paving and no special assessments outstanding! With close proximity to shopping, restaurants, world-class beaches, and The Legacy Trail, this is the perfect location to embrace the Sarasota lifestyle—whether as a full-time residence or seasonal retreat.
Listing Agent: Sabrina Hurt, Pllc (941-413-6099)
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