Location: Clearwater Beach
Do Not Show Listings
240 WINDWARD PSGE #1004, CLEARWATER BEACH, FL 33767
$675,00027 Days on yellowkey MLS ID: TB8509508
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2062 Built: 1982 Tax: $9,090 (2025)Community: Village On Island EstatesTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,090
Elementary School: Sandy Lane Elementary-PN
High School: Clearwater High-PN
Tax Year: 2025
Middle School: Dunedin Highland Middle-PN
Remarks: Come enjoy the Florida Lifestyle you deserve in this elegantly designed townhome on Island Estates. Beautifully decorated Entryway invites you to the second floor that features a living room, dining area, kitchen, den/bonus room, laundry room, & half bath. Gorgeous porcelain flooring showcases the second floor living area. Enjoy relaxing in the living room in front of the electric fireplace, or enjoy grilling out on the balcony deck. The kitchen features imported Italian Cucina glass front cabinets with 2 slide out pantries, quartz counter tops, Gaggeneau in-counter steamer, stainless steel refrigerator & Samsung split oven range (2015), & porcelain tile, & Breakfast Bar. The laundry room is off the kitchen. The powder room has stunning blue glass tile & Antonio Lupi molded sink. The den has cork flooring, crown molding & a balcony. Go up the newer spiral staircase to the third floor features the master bedroom with oak flooring, crown molding, his & her closets, a window seat & balcony. The master bath has walk in shower and dual vanity quartz countertop. The third bedroom features ash wood flooring & built-in workstation & yes another balcony that is shared with the 2nd bedroom. The bath has Robern slide-up/lighted cabinets, Agape sink & recessed lighting over the tub. The bathrooms are European designed, featuring German Duravit toilets & Hansgrohe fixtures/faucets. Other upgrades are solid wood doors & water heater in 2015, Trane a/c & air handler (2024), water conditioner/purifier, & newer light fixtures. Miami code rated garage door (2015) & windows installed in 2011. 2 car garage with a 10x25 workshop. deep water boat slips (as available) & 2 community pools. The building exterior was painted & driveways resurfaced in 2016. Roofs were replaced about 7 years ago. Price includes all furniture as displayed. Come enjoy Clearwater Beach, famous for its sugar sand beaches, vibrant atmosphere, nightlife, retaurants & gorgeous sunsets!
Listing is courtesy of: FLORIDA WEST COAST HOMES, LLC (727-234-0950)
Listing Agent: Lynn Rice (727-234-0950)
400 ISLAND WAY #504, CLEARWATER BEACH, FL 33767
$549,00045 Days on yellowkey MLS ID: TB8489401
REDUCED by $50,000 (8.3%) on 05/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1240 Built: 1978 Tax: $5,828 (2025)Community: Starboard TowerSpa: YesCondo
Taxes:$5,828
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to one of the most sought after residences on Island Estates, where luxury, lifestyle, and location come together seamlessly. This rare west-facing 2-bedroom, 2-bath condo offers sweeping views of Mandalay Bay, the resort-style pool, and even a glimpse of the Gulf, delivering sunsets that truly steal the show night after night. Fully renovated at the end of 2024 with no detail overlooked, this residence has been thoughtfully reimagined with elevated finishes and modern functionality throughout. From the moment you arrive, a bright, open-concept layout unfolds with refined design elements and a cohesive, contemporary aesthetic. The kitchen is both striking and highly functional, featuring quartz waterfall countertops, a Carrera marble backsplash, and premium stainless steel appliances, all new, along with a convection microwave, custom soft-close cabinetry with pull-outs, a built-in wine cooler, and sleek under-cabinet lighting. Throughout the home, you will find luxury waterproof vinyl plank flooring, custom paint and molding, solid core doors, designer lighting with dimmers, and updated electrical and plumbing systems. Both bathrooms have been beautifully redesigned with custom tile work, glass shower enclosures, and elevated finishes, while the primary suite offers a spa-like retreat with dual vanities and refined details. Additional upgrades include a new full-size in-unit washer and dryer, a rare convenience within the building, along with PGT hurricane-rated windows and sliding glass doors, electric blinds, a 2019 AC system, and a 2021 water heater. This unit has also been recently retrofitted with a new in-unit sprinkler system installed in 2026, adding both safety and long-term value. Step outside onto your private balcony and take it all in, from morning coffee to evening wine, with ocean breezes and postcard-worthy sunsets. The building delivers true resort-style amenities, including a waterfront yacht club, captain’s lounge with billiards and kitchen, an updated fitness center with saunas, and a beautifully maintained pool area complete with a heated pool, jacuzzi, tiki huts, BBQ grills, and picnic spaces. All of this is just minutes from Clearwater Beach and within walking distance to shopping, dining, and everyday conveniences, with easy access to the Jolley Trolley and ferry routes to Clearwater Beach, Downtown Clearwater, and Dunedin. A covered parking space is included, an added convenience and rare feature within the community. No age restrictions. Low maintenance fees that cover nearly everything. Stylish. Sophisticated. Sunset approved. This is more than a home. It is a lifestyle upgrade.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Lawrence Levine (813-385-1152)
800 BAYWAY BLVD #17, CLEARWATER BEACH, FL 33767
$275,000312 Days on yellowkey MLS ID: TB8413815
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 405 Built: 1973 Tax: $3,917 (2025)Community: Bayside CondoCondo
Taxes:$3,917
Remarks: LOWEST PRICE ON THE BEACH! NO RENTAL RESTRICTIONS! INCOME OPPORTUNITY! NOT A CONDO-HOTEL. Second floor furnished condo DID NOT FLOOD DURING HELENE! Rarely Available on Clearwater's South Beach, vacation, income, investment rental condo with NO minimums for guest stays, NO owner use maximums and NO preapprovals required for bookings. New water heater Nov 2025, mini-split HVAC in 2021. Heated pool and pets are welcome, with elevator to all floors. The building is directly on Intracoastal and there are assigned boat slips/lifts. If a slip is available, you can rent it from owner. The dock is accessible to all residents and rental guests for fishing, walking, picnic tables and grill provided. From your unit, it is only a few minutes walk to our famous white sand beaches, Sand Key Park just over the bridge, and dozens of restaurants, bars, retail shops, salons, liquor & mini grocery stores - even mini golf! One assigned parking space. A fantastic opportunity to capture rental income and block out the the days you want to enjoy it for yourself! Laundry on site too, including private laundry for owners only. Fully furnished, turn key. Rental history available.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Debra Bellmaine (727-286-1249)
1230 GULF BLVD #404, CLEARWATER BEACH, FL 33767
$565,00051 Days on yellowkey MLS ID: TB8501366
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 869 Built: 1980 Tax: $8,339 (2025)Community: Landmark Towers 1Condo
Taxes:$8,339
Elementary School: Mildred Helms Elementary-PN
High School: Largo High-PN
Middle School: Largo Middle-PN
Remarks: Fully furnished Gulf front condo with a Gulf view from all rooms! Bright and open kitchen area with new appliances. Updated flooring and some new furniture. Large alcove balcony with railings on 2 sides provides extra southern exposure and privacy. Walk-in closet. New electric panel installed in March 2026. Convenient storage locker across the hall from the unit. Desirable assigned under building parking space with plenty of guest parking. Locked & enclosed bicycle and kayak racks for owner to use on ground floor, plus outside semi-covered bicycle rack for tenant use. Spacious lobby area on the second floor with sitting areas, TV, sharable books, and mailboxes. Outside the lobby is a covered drive thru drop off/pick area for cars. Resort style amenities include large heated pool, hot tub, tennis/pickleball courts, shuffleboard, grilling area, plus a swing set for little ones. Private composite boardwalk leads you to the beach. Proficient on-site management and efficient maintenance and security staff. 24/7 gated security with guard. All Milestone work has been completed. Maintenance fees satisfy SIRS requirements, which reduce the need for future special assessments. Excellent location with restaurants, shops, jet ski & boat rentals across the street. Short walk or drive across Clearwater Pass to Clearwater Beach activities. This move-in ready unit is ready to be enjoyed as a permanent residence, seasonal getaway or income producing beach gem. Enjoy truly carefree beach living at its best!!!
Listing is courtesy of: TROPICAL ISLES REALTY INC (727-593-0744)
Listing Agent: Bob Schmidt (727-580-9797)
1460 GULF BLVD #412, CLEARWATER BEACH, FL 33767
$635,00031 Days on yellowkey MLS ID: TB8506256
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1385 Built: 1980Monthly Fee: $999 Tax: $10,227 (2025)Community: Sand Key Condo-South Beach 1460Condo
Taxes:$10,227
Remarks: Experience the ultimate beachside lifestyle at South Beach on Sand Key! This beautifully maintained 2-bedroom, 2-bath condo is located on the 4th floor and offers beautiful pool views, Gulf views and also the intracoastal just steps away from the soft sands of Sand Key Beach. The kitchen and living areas feature ceramic tile flooring, while the bedrooms offer cozy carpet for added comfort. Granite countertops, a wine refrigerator, and a bright, open layout make this condo perfect for relaxing or entertaining. The bathrooms also feature tile flooring for a clean coastal feel. Enjoy the security and convenience of this gated community with guarded entry, secure fob access, covered parking, under-building storage, and resort-style amenities. Ideally located near the Shoppes of Sand Key, Clearwater Beach, local dining, parks, and the Jolley Trolley, giving you easy access to everything the area has to offer. Whether you’re searching for a full-time residence, vacation retreat, or investment opportunity, this condo offers the perfect combination of location, views, and Florida beach living. Schedule your private showing today!
Listing is courtesy of: THE C SMITH REAL ESTATE GROUP LLC (407-705-7797)
Listing Agent: Kristin Kabala (727-204-7949)
1180 GULF BLVD #101, CLEARWATER BEACH, FL 33767
$2,400,00039 Days on yellowkey MLS ID: TB8503282
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2521 Built: 1997 Tax: $22,723 (2025)Community: Grande On Sand Key CondoSpa: YesCondo
Taxes:$22,723
Remarks: An Unrivaled Waterfront Estate at The Grande on Sand Key. Indulge in a life of quiet opulence at The Grande, Sand Key’s most prestigious residential landmark. This rare, ground-level sanctuary offers a seamless fusion of world-class resort living and the intimate serenity of a private coastal estate. A distinguished sense of arrival; rejecting the typical condominium experience, this residence offers a unique "walk-up" transition from the valet that evokes the prestige of a grand single-family home. Positioned within an exclusive wing of the building—shared with only one other neighbor—the home ensures an atmosphere of absolute privacy and discretion. Designed for the most discerning eye, the interior volumes are defined by soaring ceilings throughout, reaching 12 feet in the living areas and maintaining a spacious 11-foot height across the kitchen and bedrooms, and majestic 8-foot doors, creating an aura of expansive grandeur. From the dramatic foyer to the rich texture of the engineered hardwood floors, every detail has been curated to frame the spectacular Gulf vistas visible from every room. The Kitchen stuns with 42” cabinetry, the kitchen is as functional as it is beautiful—a centerpiece for both intimate mornings and high-end entertaining. The Owner’s Suite: A masterwork of comfort featuring dual, custom-organized dressing rooms. Automated window treatments in the living area offer effortless transitions from sun-drenched afternoons to tranquil evenings. Curated Living: Offered fully furnished, each piece of furniture has been meticulously selected to harmonize with the home's unique scale and light. The oversized balcony terrace serves as a private theater for the Gulf’s nightly masterpiece—the breathtaking Sand Key sunset. By virtue of its ground-level position, your "backyard" extends into an oasis of elite amenities. The fitness center, billiards room, spa, and the sugar-white sands of the beach are all mere steps away, feeling less like public spaces and more like your own personal club. A Lifestyle Without Compromise; Living at The Grande provides access to a white-glove service standard, including: Dedicated Concierge & 24-Hour Gated Security: For peace of mind and effortless daily living. The Sunset Room & Social Suites: Elegant spaces for hosting, featuring a full catering kitchen, library, and card room. The Outdoor Complex: Impeccably manicured grounds offering tennis courts, a resort-style pool and spa, and private gazebos. Directly across from the elite boutiques of the Shoppes on Sand Key, this residence is the definitive choice for those who demand the pinnacle of coastal luxury. Contact us for a private tour of this extraordinary waterfront retreat.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Dawn Liedtke (813-956-3829)
1600 GULF BLVD #717, CLEARWATER BEACH, FL 33767
$1,100,00061 Days on yellowkey MLS ID: TB8494919
REDUCED by $25,000 (2.2%) on 05/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1880 Built: 1985 Tax: $12,075 (2025)Community: Dans Island On Sand Key CondoCondo
Taxes:$12,075
Remarks: Introducing a residence within Dan’s Island, a private gated beachfront community located on the pristine sands of Sand Key. This well-appointed 2-bedroom, 2-bath condominium offers approximately 1,880 square feet of interior living space, thoughtfully designed with a contemporary aesthetic, abundant natural light, private storage closet and expansive terraces capturing sweeping Intercoastal views. The open floor plan provides a seamless connection between the main living and dining areas, ideal for both everyday living and entertaining. Large sliding glass doors extend the living space outdoors to an oversized terrace, offering unobstructed water views. The updated kitchen is centrally positioned and features granite countertops, custom cabinetry, a modern backsplash, and a GE Café appliance suite. A split-bedroom layout enhances privacy, with both bedrooms offering direct access to the terrace. The primary suite includes a spacious en-suite bath with stone surfaces, a walk-in glass shower, soaking tub, bidet, and tile finishes throughout. Additional features include a contemporary fireplace, custom lighting, crown molding, textured ceilings, a full utility room, and ample storage. Recent improvements include a new HVAC system (2026) and water heater (2023). The condominium association is scheduled to complete a new roof by May 2026. Residents of Dan’s Island enjoy a variety of amenities, including a Gulf-front heated pool and hot tub, sun deck, grilling area, and clubhouse with fitness center, racquetball and basketball courts, sauna, kitchen and billiards room. Boat slips may be available for purchase or lease, subject to availability. Conveniently located near shopping, dining, and local attractions, this property offers a comfortable coastal lifestyle in a well-maintained community and gorgeous landscaping perfect for a tropical escape!
Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)
Listing Agent: Aviree Jordan (813-309-6703)
1270 GULF BLVD #1202, CLEARWATER BEACH, FL 33767
$699,99946 Days on yellowkey MLS ID: TB8502052
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1100 Built: 1974 Tax: $10,742 (2025)Community: Harbour Light Towers CondoCondo
Taxes:$10,742
Remarks: Experience breathtaking panoramic views from this bright and fully updated 12th-floor Gulf-front condo located on Sand Key in Clearwater Beach. This turnkey 2BR/2BA residence offers stunning views of the Gulf and the Intracoastal Waterway, making it perfect as a full-time home, seasonal retreat, or high-income vacation rental. The open-concept living and dining area is designed to maximize the incredible water views, while the light-filled kitchen features white shaker cabinetry, quartz countertops, a large center island with seating, and stainless steel Samsung appliances. The spacious primary suite opens directly onto the balcony, where you can enjoy spectacular ocean sunsets, and includes a large walk-in closet and a beautifully remodeled ensuite bathroom. The second bedroom offers peaceful Intracoastal views and is conveniently located next to the updated guest bath. Additional features include hurricane shutters and a under-building parking space on the second floor. Harbour Light Towers provides a true resort lifestyle with 24-hour gated security, a heated pool, expansive pool deck, and direct private beach access. Recent building improvements include a 2023 roof and entry doors. The reserves are fully funded. Just steps away, you’ll find shopping and dining at the Shoppes at Sand Key. With its prime Gulf-front location, modern updates, and strong rental potential (30-day minimum), this Clearwater Beach condo is an exceptional opportunity for both personal enjoyment and investment. Don’t miss out on this rare turnkey property—schedule your private showing today!
Listing is courtesy of: CENTURY 21 COAST TO COAST (727-398-3030)
Listing Agent: Madonna Steinlage (727-420-7620)
800 BAYWAY BLVD #14, CLEARWATER BEACH, FL 33767
$300,000362 Days on yellowkey MLS ID: TB8392983
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 405 Built: 1973Monthly Fee: $1,000 Tax: $5,333 (2024)Community: Bayside CondoSpa: NoCondo
Taxes:$5,333
Tax Year: 2024
Remarks: Beautiful, waterfront Condo in Clearwater Beach. Fully furnished. Income generating that you can self manage or hire a management company of your choice. Private pool entrance. Walking distance to white sand beaches, plenty of restaurants and plenty of shopping. Freshly painted.
Listing is courtesy of: COX ESTATES REALTY LLC (219-405-7269)
Listing Agent: Raymond Cox (219-405-7269)
661 POINSETTIA AVE #108, CLEARWATER BEACH, FL 33767
$449,00030 Days on yellowkey MLS ID: TB8508138
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1035 Built: 1972 Tax: $1,285 (2025)Community: Penthouse Shores CondoSpa: NoCondo
Taxes:$1,285
Remarks: Stop searching and start living - steps from the beach! Don't miss this NEWLY renovated 2-bedroom, 2-bath condo just two blocks from white-sandy, world-renowned CLEARWATER BEACH! Located in the desirable Penthouse Shores community, this move-in-ready, ground floor condo is fully upgraded, with luxury vinyl flooring throughout, boasting durability and allowing for simple up-keep. The unit features all new windows and a new door, an updated water heater and a stunning modern kitchen with pristine cabinetry, stainless steel appliances, quartz countertops, and a spacious breakfast bar. Both bathrooms have been fully updated with contemporary finishes and walk-in showers. The primary bedroom features its own bathroom and walk-in closet. This is a versatile condo; perfect as a primary residence, vacation getaway, or investment property - with monthly rental options available. Enjoy community amenities including a heated pool, sun deck, grilling area, and convenient laundry facilities. Ideally situated between the Intracoastal Waterway and the Gulf beaches, this condo is just a short walk to restaurants, shopping, entertainment, community centers and the beautiful waters of Clearwater Beach. Call or Text for a showing today! Owner-financing available, contact agent for details. *Please note that seller is waiting on approval on replacing the east-facing lanai windows and door in the living area with impact-ready windows/door .*
Listing is courtesy of: NEW VISION REALTY INC (727-286-2356)
Listing Agent: Yasmina Jacaj (727-400-2352)
445 S GULFVIEW BLVD #214, CLEARWATER BEACH, FL 33767
$320,00030 Days on yellowkey MLS ID: TB8509249
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 369 Built: 1973Monthly Fee: $735 Tax: $3,215 (2025)Community: Pelican Pointe OnCondo
Taxes:$3,215
Remarks: Thoughtfully positioned for both personal enjoyment and income potential, this turnkey studio residence at Pelican Pointe Hotel & Condo offers a rare opportunity to own a fully furnished condo-hotel investment directly across from award-winning Clearwater Beach and the Opal Sands Resort. Nightly rentals are permitted, and the property boasts a strong rental history with excellent VRBO reviews, making it an ideal option for both first-time and seasoned investors seeking a true hands-off investment in one of Florida’s most desirable beach destinations. Owners may also enjoy up to 28 days of personal use annually with no blackout dates. Recent property improvements include a new roof and active solar panel system, while extensive storm mitigation enhancements provide added confidence for years to come, including six-foot flood barriers protecting key building mechanicals such as the elevator, laundry facilities, vents, and bathrooms. Resort-style amenities include a year-round heated pool, elevator access, front desk and lobby, common laundry area, ice machine, resident lounge with TV and ping-pong, plus optional on-site management services. The monthly association fee simplifies ownership by including electric, cable/internet, water, sewer, pest control, pool maintenance, A/C and heating, and insurance for common areas. Located just steps from the sugar-sand beaches of Clearwater, Pier 60, Clearwater Marina, shopping, dining, and entertainment, this is an exceptional opportunity to own an income-producing beach property in the heart of it all.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Glen Richardson (727-224-6331)
200 WINDWARD PSGE #66, CLEARWATER BEACH, FL 33767
$199,000357 Days on yellowkey MLS ID: TB8399605
Bed: Bath: 0.0 Built: 1965 Tax: $1,087 (2024)Community: Island Yacht Club CondoDock-Rackominium
Taxes:$1,087
Remarks: One or more photo(s) has been virtually staged. Purchase the perfect place for your Yacht at the Island Yacht Club Marina located on Island Estates. This is one of few private marinas that allow short term rentals. This is a deep water slip with easy access to the Gulf of America and Intracoastal waterway. THIS IS A COVERED DEEP WATER SLIP, WITH NO LIFT. This marina offers a club room and restrooms with showers. Located on Island Estates, you are a short stroll to dining, shopping ,banks and Publix grocery. The Seller just installed a new Eaton Newport Harbor Mate electric connection. You are a half a mile to our famous Clearwater Beach, and 20 minutes to 2 International air ports. Come live what we locals call "The Salt life"
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Mary Donovan, Pa (727-560-1985)
255 DOLPHIN PT #710, CLEARWATER BEACH, FL 33767
$395,00069 Days on yellowkey MLS ID: TB8494338
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1150 Built: 1974Monthly Fee: $559 Tax: $6,258 (2025)Community: Dolphin Cove ClearwaterCondo
Taxes:$6,258
Remarks: Gorgeous water views from every room. This is the largest floor plan in the building, with the split bedrooms and the primary having its own entrance. Large kitchen has an eat-in-area and new cabinets. The windows and sliding glass door are also new, as is the A/C unit. Wonderful building to live in with lots of parking and on-site management. The heated pool is on the water and there is a dock for fishing. Walking distance to the Publix grocery, shops, restaurants, Clearwater Beach, and the Clearwater Marine Aquarium.
Listing is courtesy of: PAPPAS REALTY & MANAGEMENT CO (727-447-6852)
Listing Agent: Vangie Pappas (727-501-3268)
255 DOLPHIN PT #802, CLEARWATER BEACH, FL 33767
$299,900109 Days on yellowkey MLS ID: TB8478125
REDUCED by $29,100 (8.8%) on 04/29/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 760 Built: 1974Monthly Fee: $386 Tax: $4,208 (2025)Community: Dolphin Cove ClearwaterSpa: NoCondo
Taxes:$4,208
Remarks: Discover life at Dolphin Cove, a desirable waterfront enclave in Island Estates, just moments from the powdery shores of Clearwater Beach. This STUNINGLY REMODELED one-bedroom, one-bath condo captures the essence of coastal comfort while offering everyday practicality—ideal as a primary home, seasonal getaway, or income-producing property. Inside, natural light pours through expansive hurricane strength sliding glass doors, welcoming gentle Gulf breezes and creating a seamless connection between the living and dining spaces. The smartly arranged layout balances efficiency and comfort, complemented by tasteful finishes and brand new lighting offers a light, beach-inspired aesthetic that reflects relaxed island living. Take in peaceful water views and spectacular sunsets, with sightlines stretching along the Mandalay Channel toward Caladesi Island and Dunedin on clear days. Residents enjoy resort-style amenities including a heated waterfront pool, expansive sundeck, fishing dock with cleaning station, kayak and bicycle storage, and a welcoming clubhouse featuring a kitchen and direct pool access—perfect for entertaining. The community also offers secure entry, on-site management, additional storage options, and ample parking. Conveniently situated within walking distance of Publix, local dining, the Clearwater Marine Aquarium, the marina, and nearby parks, this self-contained island setting is also just a short walk or bike ride from the vibrant shops, restaurants, and attractions of Clearwater Beach. With reasonable association fees and no anticipated assessments, this is a rare chance to embrace effortless waterfront living—where every day feels like a getaway.
Listing Agent: Kathy Grams (727-259-9247)
691 S GULFVIEW BLVD #1608, CLEARWATER BEACH, FL 33767
$925,000299 Days on yellowkey MLS ID: TB8418833
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 864 Built: 2023Monthly Fee: $2,244 Tax: $14,845 (2024)Community: Enchantment Clearwater Beach Hotel CondominiumCondo
Taxes:$14,845
Remarks: Top-Floor Luxury at JW Marriott Clearwater Beach with Investment Income! Experience elevated coastal living from this top-floor, fully furnished 1-bedroom, 1-bath residence in the JW Marriott Clearwater Beach Residences. Positioned high above the shoreline, this private retreat captures breathtaking water views and endless skies, all complemented by the unmatched amenities of a world-class resort. Inside, the residence is thoughtfully designed to blend modern sophistication with relaxed coastal style. The open-concept living space is bright and welcoming, seamlessly connecting to a private balcony where the views take center stage. The bedroom suite offers a quiet, refined escape, while the spa-inspired bathroom delivers a calming, resort-style experience. A gourmet compact kitchen with premium appliances, along with a full-size washer and dryer, adds everyday convenience. Recessed lighting, curated finishes, and stylish details complete the space with a polished yet comfortable feel. Ownership at JW Marriott extends far beyond the residence itself—it’s a full-service luxury lifestyle. Enjoy valet parking, a rooftop pool with panoramic ocean views, a state-of-the-art fitness center with sauna and steam room, multiple dining options including a waterfront restaurant, and private beach access with full service. Concierge, housekeeping, and 24-hour staff provide seamless, hands-off ownership with Marriott’s signature level of service. Currently enrolled in the Marriott Rental Program, this unit operates as a true turnkey investment, offering strong income potential with effortless management and flexible owner usage. It’s a rare opportunity to combine personal enjoyment with proven performance in one of Florida’s most desirable beachfront destinations. Secure your place at Clearwater Beach’s premier luxury address—schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC. (877-366-2213)
Listing Agent: Matthew Kallenbach (727-877-9176)
1660 GULF BLVD #706, CLEARWATER BEACH, FL 33767
$839,900219 Days on yellowkey MLS ID: TB8445775
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1610 Built: 1982 Tax: $8,514 (2025)Community: Dans Island On Sand Key CondoSpa: YesCondo
Taxes:$8,514
Remarks: Escape to the ultimate coastal lifestyle—where beach and boating come together in one extraordinary residence. Located in the exclusive gulf-front community of Dan's Island, this beautifully updated 2-bedroom, 2-bath condominium offers a truly rare combination: direct beach access and a 45’ deeded yacht slip with two lifts. Why choose between waterfront boating and beachfront living when you can have both? Step from your residence onto the pristine sands of Sand Key or across the street to your boat for a day on the Intracoastal or Gulf waters. Opportunities like this are exceptionally rare. A sprawling 60-foot wraparound balcony showcases panoramic Intracoastal Waterway views, creating the perfect backdrop for morning coffee, cocktails, or entertaining guests. Inside, refined coastal finishes include wide-plank flooring, crown molding, impact-rated windows and doors, a custom entertainment center, and an elegant electric fireplace—blending comfort and sophistication throughout. Residents enjoy an unmatched resort-style experience with 24-hour guard-gated security, heated beachfront pool and spa, fitness center, indoor racquetball court, and an expansive two-story beachfront clubhouse. Whether you are searching for a full-time waterfront residence or the perfect coastal retreat, this exceptional property offers a rare opportunity to enjoy the best of Florida luxury living with both beach access and private boating amenities in one remarkable address.
Listing is courtesy of: REAL ESTATE SOLUTIONS (813-996-9791)
Listing Agent: Dee Burke (813-340-8041)
125 ISLAND WAY #304, CLEARWATER BEACH, FL 33767
$944,900141 Days on yellowkey MLS ID: TB8468545
REDUCED by $5,000 (0.5%) on 05/03/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1850 Built: 2023 Tax: $15,344 (2024)Community: Dolphin Harbour CondoSpa: YesCondo
Taxes:$15,344
Remarks: One or more photo(s) has been virtually staged. MOTIVATED SELLER, NOW IS THE TIME TO PURCHASE, BRING AN OFFER! Direct Intracoastal living in the heart of Clearwater's very prestigious, "Island Estates"! This home has it's own DOCK and is available for purchase, your option. This is where everyday life centers around the water, the beach, and the ability to get out and enjoy both at a moment’s notice. This never lived in, newer construction luxury residence, delivers a clean modern design, with an open layout that keeps the focus exactly where it should be—out toward the water, and the lifestyle that comes with it. The living space flows seamlessly from the kitchen through the main living area, and out to a private 30x10 foot balcony, creating a natural extension of indoor and outdoor living. The kitchen is finished with quartz countertops, high end stainless steel appliances, and a large island that anchors the space for both everyday use and gathering. Natural light carries throughout, and the overall feel is fresh, open, and easy to live in. The primary suite is positioned for privacy with a spacious layout, walk-in closet, and a well-designed bath that keeps everything simple and functional. Secondary bedrooms are thoughtfully separated, giving flexibility for guests, a home office, or additional living space depending on how you use the home. What truly sets this opportunity apart is the ability to pair the residence with private dock access, again available separately. For buyers focused on boating, this is where the value shifts—direct water access, the ability to be out on the Intracoastal in minutes, and quick access to the open Gulf. It’s the piece that turns this impeccable home into a complete waterfront lifestyle. Located right by Clearwater Beach, dining, shopping, and everything Island Estates is known for, this is a low-maintenance way to step directly into one of the most sought-after coastal areas in Tampa Bay. If you’ve been watching this building or waiting for the right unit to line up with how you actually want to live, this is the one to take a serious look at, everything you need is close by, it’s the kind of place where you can go from a normal morning, to being on the water or at the beach in minutes.
Listing is courtesy of: 27NORTH REALTY (813-645-4663)
Listing Agent: Robb Clark (727-222-6969)
1560 GULF BLVD #1507, CLEARWATER BEACH, FL 33767
$2,100,000240 Days on yellowkey MLS ID: TB8438602
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2464 Built: 1995Monthly Fee: $487 Tax: $27,319 (2024)Community: Ultimar Three CondoSpa: YesCondo
Taxes:$27,319
Remarks: Live the coastal dream in this 15th-floor residence at the prestigious Ultimar on Sand Key, where luxury and lifestyle meet the beauty of the Gulf. Perfectly perched well above the surrounding buildings, this spacious 3-bedroom, 2.5-bath home offers unobstructed, panoramic views of both the sparkling Gulf and the Intracoastal Waterway. With views of the sunrise and sunset, every hour brings a new masterpiece across the horizon. Unlike other beachfront units, this south west end corner unit boasts 10-foot ceilings, with floor-to-ceiling windows and sliding glass doors that fill the 2,464-square-foot interior with natural light and endless 300 degree views to the West, South, and East. The wraparound balcony, spanning two-thirds of the unit, offers multiple seating and dining areas perfect for entertaining, relaxing, or simply taking in another unforgettable Sand Key sunset. Inside, the home has been lovingly maintained and is ready for a new owner’s personal touch. With a timeless floor plan, a clean neutral palette, and original finishes throughout, it provides the perfect opportunity to customize your own waterfront retreat. The kitchen, family room, and bedrooms all offer access to those incredible views, and the convenience of in-unit laundry and one reserved parking space adds to the ease of living. The Ultimar is known for its world-class amenities and resort-style atmosphere. Residents enjoy three geo-thermal heated pools with spas, tennis and pickleball courts, a putting green, basketball and croquet courts, shuffleboard, a firepit and grill area, a fitness center, sauna, steam room, billiards and game rooms, and an elegant clubhouse with a full kitchen, bar, and lounge. The community is 24-hour guard gated, offering both security and peace of mind, while HOA fees cover nearly every service and convenience imaginable—including cable, internet, water, sewer, and exterior maintenance. Whether you’re looking for a full-time beachfront residence or the ultimate seasonal retreat, this rare offering delivers the best of Sand Key’s luxury lifestyle—breathtaking views, resort amenities, and direct Gulf access just steps from your door. Schedule your private showing today and experience the Ultimar difference for yourself.
Listing is courtesy of: QUICKSILVER REAL ESTATE GROUP (813-288-0300)
Listing Agent: Alexandros Antonakos (813-428-1907)
108 BAYSIDE DR, CLEARWATER BEACH, FL 33767
$3,000,00067 Days on yellowkey MLS ID: TB8493820
1 Days Off yellowkey (back on 5/12/2026)
Bed: 4 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4022 Built: 2008 Tax: $53,047 (2025)Community: Bayside Sub 3Spa: YesSingle Family
Taxes:$53,047
Remarks: Under contract-accepting backup offers. A rare opportunity is just moments from the sugar sands of Clearwater Beach. Welcome to 108 Bayside Drive. Perfectly positioned on the water and moments from the beach, this four-bedroom, three-full-bath, two-half-bath residence offers a lifestyle that buyers are actively searching for and rarely find in one property. Arrive at the beach in minutes, then return home to your own private waterfront retreat. Designed for both everyday living and effortless entertaining, the home flows seamlessly to the outdoors, featuring a private pool, fully equipped outdoor kitchen, and two private boat docks, plus an additional dock for jet skis making it just as easy to spend the day on the water as it is to unwind at home. Inside, natural light and water views create a bright, inviting atmosphere, while solar panels provide energy efficiency and long-term value. The garage with a car lift adds a unique advantage for car enthusiasts or those seeking additional functionality. This is the combination buyers wait for: a minutes-to-beach location, waterfront living and the ability to enjoy both. 108 Bayside Drive offers a lifestyle that is difficult to replicate, with spacious living across both levels of this beautiful two-story home and even harder to find available.
Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY (727-595-1604)
Listing Agent: Janet Moore (813-892-0998)
241 SKIFF PT #4, CLEARWATER BEACH, FL 33767
$500,00040 Days on yellowkey MLS ID: TB8505531
INCREASED by $50,000 (11.1%) on 05/12/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 905 Built: 1980 Tax: $8,165 (2025)Community: Island View CondoCondo
Taxes:$8,165
Remarks: RARE WATERFRONT FIND WITH BOAT SLIP, AND GARAGE Discover the ultimate coastal lifestyle in this exceptional 2-bedroom, 2-bath waterfront condo located in the highly desirable Island Estates community of Clearwater Beach. Now offered with a $10,000 price improvement, this is your opportunity to own a truly rare property featuring a deeded boat slip (fits up to 30' boat), detached one-car garage, private driveway, and bonus storage room-all at a price point that's unmatched on the Island! This turnkey furnished upper-level end unit is move-in ready and ideal for full-time living, a seasonal escape, or an income-generating investment (1031 exchange friendly). Located in a pet-friendly building with 30-day minimum rentals, the flexibility and potential here are unbeatable. Inside, you'll be greeted by an open, sundrenched layout with bamboo-style plank flooring, plantation shutters, and charming coastal decor throughout. The updated kitchen features white cabinetry, subway tile backsplash, Corian counters, and newer stainless steel appliances-perfectly designed for function and style. The primary suite offers a tranquil retreat with an updated ensuite bath, while the second bedroom is perfect for guests or your home office. The Florida room is a favorite space for sipping coffee in the morning or enjoying sunset cocktails with water views and dolphin sightings. Additional highlights include: Newer dock just steps from your door New seawall Community laundry facilities or option to install in the condo Exempt from new Florida condo legislation (Senate Bill 4D) Low-maintenance coastal living in a well-managed, 2-story community Walkable to everything on Island Estates-Publix, Island Way Grill, Windward Bar & Grill, nail salons, dry cleaner, UPS, gas station, and more! Hop on the trolley, bike, or stroll to award-winning Clearwater Beach for world-class sand, dining, and entertainment. This is more than a home-it's a lifestyle.
Listing Agent: Laura Yeager (813-431-2754)
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