28

Penthouses for Sale in Clearwater, FL

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  • /97

    $495,000

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    2019 Utopian Dr W Unit 310, Clearwater, FL 33763

    Discover the Epitome of luxury living in this exquisite top-floor END unit penthouse, nestled within the tranquil Paradise Reserve of Clearwater's premier 55+ Golf Course Community, On Top of the World. This unique 3-bedroom, 3-bathroom condominium is Renovated, complete with an executive office/library or potential 4th bedroom. This home offers 2,300 square feet of living space. The spacious

    Agent Photo

    Lynda Leida-Goldsmith, PA

    COLDWELL BANKER REALTY

    (727) 615-2636

    2019 Utopian Dr W Unit 310, Clearwater, FL 33763
  • /40

    $2,999,000

    • 4 Beds
    • 4 Baths
    • 3,532 Sq Ft

    1660 Gulf Blvd Unit PH1, Clearwater Beach, FL 33767

    ***This is a must see property*** Once beyond the 24/7 gated security, the elevator leads to the exquisite Penthouse condominium of Legendary Recording Artist Gary Puckett of Gary Puckett and the Union Gap. PH1 is a splendidly renovated 4 bedroom 4 bath 3,532 sq. foot elegant and private retreat. This beautiful sanctuary with it’s premium finishes, 840 Sq. Ft. Living room area, indescribable

    Agent Photo

    James Paxton

    REAL ESTATE FIRM OF FLORIDA, LLC

    (727) 761-6638

    1660 Gulf Blvd Unit PH1, Clearwater Beach, FL 33767
  • /70

    $269,900

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft

    2615 Cove Cay Dr Unit 409, Clearwater, FL 33760

    Welcome to this stunning, move-in-ready, FULLY FURNISHED dream home in the beautiful waterfront Cove Cay golfing community! This rare PENTHOUSE CORNER UNIT offers unmatched privacy with no neighbors above and only one shared wall, giving you the peaceful lifestyle you've been looking for. Upgrades include a modern kitchen featuring new stainless steel appliances and soft-close cabinets, fully

    Meredith Johnson REALTY EXPERTS

    2615 Cove Cay Dr Unit 409, Clearwater, FL 33760
  • /20

    $145,000

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    1655 S Highland Ave Unit D238, Clearwater, FL 33756

    NOVEMBER 2025: BRAND NEW CARPET, PAINT, and WINDOW COVERINGS THROUGHOUT! Turnkey and ready to move in!!! Welcome to your ideal retirement retreat in a fantastic location in Clearwater! This affordable 2-bedroom, 2-bathroom condo offers a rare opportunity to own in the highly sought-after Penthouse Groves community. The windows were replaced in 2020, bringing in more natural light and boosting

    Kelli Azeman HOMESCENE REALTY

    1655 S Highland Ave Unit D238, Clearwater, FL 33756
  • /45

    $1,300,000

    • 3 Beds
    • 2.5 Baths
    • 2,041 Sq Ft

    440 S Gulfview Blvd Unit 1705, Clearwater Beach, FL 33767

    This stunning beachfront residence offers unobstructed, panoramic views of the Gulf Of Mexico. Facing Southwest, this two-story penthouse-style condo is located in the heart of Clearwater. This is you chance to own a piece of PARADISE which is located in the highly desirable south end of Clearwater Beach!! This 17TH FLOOR UNIT flaunts some of the most amazing views of Sand Key Beach, Clearwater

    Linda O'Hanlan SAND KEY REALTY

    440 S Gulfview Blvd Unit 1705, Clearwater Beach, FL 33767
  • /27

    $595,000

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    690 Island Way Unit 1112, Clearwater Beach, FL 33767

    Island Walk on Island Estates offers this 11th floor penthouse 2 bedroom, 2 bath condo gem with fantastic views of both the intracoastal waterways and the Gulf open waters! This condo has been beautifully updated and comes furnished. The open kitchen to living/dining area gives a larger space feel and is great entertaining or just relaxing in your cozy, quaint home. A large balcony, accessible

    Heather Oyler COASTAL PROPERTIES GROUP INTERNATIONAL

    690 Island Way Unit 1112, Clearwater Beach, FL 33767
  • /86

    $1,950,000

    • 3 Beds
    • 3.5 Baths
    • 2,962 Sq Ft

    1540 Gulf Blvd Unit PH7, Clearwater Beach, FL 33767

    RARELY AVAILABLE 2 STORY PENTHOUSE, CORNER UNIT WITH COVETED 4 CAR PRIVATE GARAGE #14, WITHIN THE PARKING GARAGE. Located on desirable Sand Key this condo has soaring 18 ft ceilings in the living room with window wall overlooking the Gulf of Mexico. Wood burning fireplace creates beautiful ambiance for those occasional cool nights. Wrap around balconies afford 270 degree views of the Azure Gulf

    Belinda Bishop COASTAL PROPERTIES GROUP INTERNATIONAL

    1540 Gulf Blvd Unit PH7, Clearwater Beach, FL 33767
  • /84

    $1,899,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 3.5 Baths
    • 2,594 Sq Ft

    1390 Gulf Blvd Unit PH-2, Clearwater Beach, FL 33767

    ALL 3 BEDROOMS AND LIVING AREAS HAVE MILLION DOLLAR GULFFRONT VIEWS!! This newly renovated PENTHOUSE masterpiece is a sanctuary of sophistication, offering stunning BEACH AND GULF views that will leave you in awe. TWO LEVEL PENTHOUSE with 2 Separate Master Suites. Extra space could be FOURTH BEDROOM. As you enter through solid double doors, you're greeted by an ambiance of refined elegance. The

    John Funk BEACH TO BAY BROKERS LLC

    1390 Gulf Blvd Unit PH-2, Clearwater Beach, FL 33767
  • /35

    $179,000

    • 2 Beds
    • 2 Baths
    • 1,075 Sq Ft

    2333 Feather Sound Dr Unit A401, Clearwater, FL 33762

    Perched on the top floor of Crystal Bay, this fourth-story condo isn’t just a home—it’s a Florida dream wrapped in panoramic golf course views and soaked in warm sunlight. Welcome to your own slice of serenity at 2333 Feather Sound Drive, Unit A401, where modern ease meets effortless charm in a space that invites you to live fully and lounge freely.Let’s start with the layout: two

    Kristina Gabrielsen LPT REALTY, LLC.

    2333 Feather Sound Dr Unit A401, Clearwater, FL 33762
  • /44

    $220,000

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    1655 S Highland Ave Unit C155, Clearwater, FL 33756

    This 2 bedroom 2 bath villa includes both a front and back patio and garden area creating the feeling of a single family home without all the maintenance. Make sure you view the pictures of the garden. Spacious unit with inside laundry room and walk in closet. Ceramic tile floors, window treatments, 2 full baths, and plenty of storage. Multiple sliding doors throughout the villa provide lots of

    Rebecka Calhoon-Eames SMITH & ASSOCIATES REAL ESTATE

    1655 S Highland Ave Unit C155, Clearwater, FL 33756
  • /14

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    628 Cleveland St Unit 1211, Clearwater, FL 33755

    Classic Listing Description Large, fully furnished 12th-floor 3-bedroom, 2-bath condo with sweeping east-facing views over Downtown Clearwater. Just two blocks to the brand-new waterfront park and 9,000-seat concert venue, and only 2 miles to world-famous Clearwater Beach. Enjoy a walkable lifestyle steps from restaurants, cafes, the historic Capitol Theatre, waterfront paths, and multiple parks.

    Raymond Cassano STATION SQUARE REALTY LLC

    628 Cleveland St Unit 1211, Clearwater, FL 33755
  • /81

    $1,535,000 Open Sun 1PM - 4PM

    • 3 Beds
    • 3.5 Baths
    • 2,495 Sq Ft

    1380 Gulf Blvd Unit PH #5, Clearwater Beach, FL 33767

    DESIGNER FURNISHED Penthouse with separate MOTHER IN LAW SUITE. South Facing Gulffront Penthosue features: Two Separate Master Suites, Three Spacious Bedrooms, 3 1/2 Baths, OFFICE OR 4TH BEDROOM, LOFT (room for sleeper sofa) and Laundry ROOM. World Famous Sand Key Club located in CLEARWATER BEACH, Home of the SUGAR SANDS. LOCATION, LOCATION, LOCATION. This Pristine Penthouse is located on the

    John Funk BEACH TO BAY BROKERS LLC

    1380 Gulf Blvd Unit PH #5, Clearwater Beach, FL 33767
  • /14

    $981,530 New Construction

    • 2 Beds
    • 2 Baths
    • 847 Sq Ft

    411 E Shore Dr Unit PH1, Clearwater Beach, FL 33767

    Pre-Construction. To be built. Pre-Construction – PENTHOUSE UNIT! To Be Built Welcome to CW Resort, a premier luxury condo hotel just moments from the award-winning Clearwater Beach. EXCEPTIONAL INVESTMENT OPPORTUNITY TO OWN AN INCOMING PRODUCING LUXURY HOTEL PENTHOUSE SUITE. Designed for both investment and leisure, this exclusive development offers an unmatched 80/20 revenue share,

    Crystal Brady ARC REALTY GROUP

    411 E Shore Dr Unit PH1, Clearwater Beach, FL 33767
  • /61

    $533,000

    • 2 Beds
    • 2 Baths
    • 1,598 Sq Ft

    2741 Via Cipriani Unit 916A, Clearwater, FL 33764

    CHRISTMAS PRICE REDUCTION — SANTA CAME EARLY! Welcome to The Grand Bellagio at Baywatch, an exclusive 24/7 armed-guard gated waterfront community where luxury meets lifestyle. This fully remodeled 2-bedroom, 2-bath townhome with a spacious loft features soaring 20-foot ceilings, an open-concept layout, and modern finishes throughout. The main level offers a bedroom and full bath, while the upper

    Michael Matthews REAL BROKER, LLC

    2741 Via Cipriani Unit 916A, Clearwater, FL 33764
  • /83

    $3,175,000

    • 3 Beds
    • 4.5 Baths
    • 3,430 Sq Ft

    1520 Gulf Blvd Unit PH1, Clearwater Beach, FL 33767

    Rare TWO-STORY BEACHFRONT PENTHOUSE – Panoramic Sunset Views, Stunning Updates & Hurricane-Resilient Design...This exceptionally rare, two-story beachfront penthouse at ULTIMAR One has been brilliantly refreshed and elevated, offering an unmatched combination of modern elegance, Gulf-front panoramas, and peace of mind with solid concrete construction. Occupying both the 19th and 20th floors, this

    Blanka Prusova White COASTAL PROPERTIES GROUP

    1520 Gulf Blvd Unit PH1, Clearwater Beach, FL 33767
  • /50

    $409,000

    • 2 Beds
    • 2 Baths
    • 1,335 Sq Ft

    644 Island Way Unit 705, Clearwater Beach, FL 33767

    Welcome to effortless coastal living in this beautifully renovated penthouse condo on the 7th floor of Island Estates—offering stunning sunrise views over the water and a move-in ready lifestyle. Thoughtfully designed and fully furnished (Furnishings can be available with an acceptable offer.) with stylish décor and high-quality furnishings, this home blends comfort and elegance in every detail.

    Frank Ubaldini KELLER WILLIAMS REALTY PORTFOLIO COLLECTION

    644 Island Way Unit 705, Clearwater Beach, FL 33767
  • /55

    $2,100,000

    • 3 Beds
    • 3 Baths
    • 3,656 Sq Ft

    200 Skiff Point Unit 501, Clearwater Beach, FL 33767

    Luxurious Penthouse Living with Unforgettable Views in Clearwater Beach! Discover elevated coastal living in this remarkable penthouse condo, ideally located in the prestigious Majestic Point on Island Estates—just moments from the sugar-white sands of Clearwater Beach. Offering 3,656 sq ft of refined living space, this top-floor residence features 3 bedrooms plus a dedicated office, 3 full

    Dean Newell EXP REALTY LLC

    200 Skiff Point Unit 501, Clearwater Beach, FL 33767
  • /42

    $224,900

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    1655 S Highland Ave Unit B110, Clearwater, FL 33756

    **MOTIVATED SELLER - BRING ALL REASONABLE OFFERS** Do not miss out on this VILLA-style unit nestled in a coveted 55+ community, boasting a private front patio and picturesque views of a park-like setting from the rear. Rarely available, this meticulously maintained Penthouse Groves 2-bedroom, 2-full bath residence is a sought-after gem. Offered fully furnished, the property comes with a newer AC

    Rick Santana HECKLER REALTY GROUP LLC

    1655 S Highland Ave Unit B110, Clearwater, FL 33756
  • /43

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    1400 Gulf Blvd Unit 804, Clearwater Beach, FL 33767

    CORNER PENTHOUSE WITH AMAZING BAY & GULF VIEWS!!! This new custom design two bedroom, two bathroom condo has amazing views of the Intracoastal waterway & Gulf of Mexico. This condo sits along the white sand beaches of Sand Key. This unit is located on the top floor and offers an open floor plan. Once you enter, your eye catches the stunning porcelain flooring and custom baseboards that run

    Stephen Kepler ENGEL & VOLKERS BELLEAIR

    1400 Gulf Blvd Unit 804, Clearwater Beach, FL 33767
  • /38

    $2,400,000

    • 4 Beds
    • 4.5 Baths
    • 3,642 Sq Ft

    205 Brightwater Dr Unit 401, Clearwater Beach, FL 33767

    Welcome to the pinnacle of luxury living in this newly reimagined penthouse residence, perfectly situated in the heart of Clearwater Beach. Perched atop the exclusive Brightwater Point community, this four-bedroom (plus workout room), four-and-a-half-bath masterpiece offers refined coastal elegance with sweeping panoramic views of both the Gulf of Mexico and the Intracoastal Waterway. Your new

    Justin Helmus THE SHOP REAL ESTATE CO.

    205 Brightwater Dr Unit 401, Clearwater Beach, FL 33767
  • /33

    $1,298,000

    • 3 Beds
    • 2 Baths
    • 1,824 Sq Ft

    530 S Gulfview Blvd Unit 805, Clearwater Beach, FL 33767

    Luxurious PENTHOUSE residence in the heart of South Clearwater Beach at the Harborview Grande - 3 bedroom, 2 bath condo with over 1800 sqft. This vacation home offers established income through WEEKLY RENTALS. On-site MARINA - you can buy a boat slip. This top floor condo features HIGH 10' CEILINGS, kitchen with granite counter tops, and wood cabinets - perfect for family gatherings. The

    Anna Dementov FLORIDA LUXURY GROUP

    530 S Gulfview Blvd Unit 805, Clearwater Beach, FL 33767
  • /46

    $174,900

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    1655 S Highland Ave Unit J295, Clearwater, FL 33756

    Experience luxurious 55+ living at its finest in the highly desirable Penthouse Groves community. This rare second-floor unit boasts a spacious 1,200 SF, open floor plan, 2 bedrooms, 2 baths, and is fully furnished, turn-key ready. Enjoy serene water views from the living, dining, and kitchen with the bright space providing ample natural light to your day. The updated kitchen features white

    Bob Dean CENTURY 21 BEGGINS

    1655 S Highland Ave Unit J295, Clearwater, FL 33756
  • /77

    $1,329,000

    • 3 Beds
    • 3 Baths
    • 2,041 Sq Ft

    440 S Gulfview Blvd Unit 1701, Clearwater Beach, FL 33767

    Welcome to beach front living in this breathtaking, two-story penthouse-style smart condo nestled in the heart of Clearwater Beach. This one-of-a-kind residence has been masterfully reimagined and was completely taken down to the studs and rebuilt with a vision to create not just a home, but an elevated lifestyle experience. With sweeping views of both Clearwater Beach to the north and Sand Key

    Kathie Lea EXP REALTY

    440 S Gulfview Blvd Unit 1701, Clearwater Beach, FL 33767
  • /34

    $164,900

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    1655 S Highland Ave Unit J289, Clearwater, FL 33756

    An absolutely beautiful property that you won't want to miss.This is a two-bedroom, two-bathroom, 1,270 square-foot, second-floor unit that features an incredible view of the lake behind the building. The seller is motivated, so please bring all reasonable offers.Key Features: - Location: Nestled in the desirable 55+ community of Penthouse Groves, which offers park-like settings and a

    Bob Dean CENTURY 21 BEGGINS

    1655 S Highland Ave Unit J289, Clearwater, FL 33756
  • /44

    $178,500

    • 1 Bed
    • 1.5 Baths
    • 1,025 Sq Ft

    1655 S Highland Ave Unit D241, Clearwater, FL 33756

    NEW IMPROVED PRICE!!!$10,000 Effortless Florida Living in the Heart of Penthouse Groves – 55+ CommunityWelcome to this beautifully fully revamped first-floor condo offering 1,025 sq ft of inviting living space in the highly sought-after Penthouse Groves active community. This spacious 1-bedroom, 1.5-bath residence blends comfort, style, and convenience in one exceptional package.Step into

    Sheila Gatons TOM TUCKER REALTY

    1655 S Highland Ave Unit D241, Clearwater, FL 33756
  • /34

    $699,999

    • 2 Beds
    • 2 Baths
    • 2,181 Sq Ft

    628 Cleveland St Unit 1507, Clearwater, FL 33755

    Versatile enough for primary living or a lock-and-leave secondary escape and perched atop a secure 2008-built tower—no Milestone Reports, just solid, young bones—this 2,181 sq ft top-floor Penthouse is classy and modern. No Flood Zone, No Evacuation Zone, Security System Access, Two Secure Car Spots, Hurricane Rated Building from 2008 puts this retreat on the most wanted list for downtown condo

    Raymond Cassano STATION SQUARE REALTY LLC

    628 Cleveland St Unit 1507, Clearwater, FL 33755
  • /62

    $4,399,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 3,525 Sq Ft

    1020 Sunset Point Rd Unit 703, Clearwater, FL 33755

    One or more photo(s) has been virtually staged. Recent independent appraisal (Aug 2025) supports $4.8M value. Sky Penthouse 703 at Serena by the Sea delivers rare 16’+ ceilings, floor-to-ceiling glass, and unobstructed Gulf-to-Intracoastal panoramas. Retractable sliders open to colossal west facing terrace with no adjacent balconies for true privacy. 3 ensuite bedrooms + office + theater room.

    Regina Sotomayor HOMESCENE REALTY

    1020 Sunset Point Rd Unit 703, Clearwater, FL 33755
  • /27

    $269,900

    • 1 Bed
    • 1 Bath
    • 995 Sq Ft

    31 Island Way Unit 1403, Clearwater Beach, FL 33767

    Stunning Penthouse Condo with Direct Waterfront Views of Clearwater Beach. Welcome to this AMAZING Penthouse located on the 14th floor,offering direct waterfront views of the Clearwater Beach and the sparkling Gulf of America. This residence is the epitome of resort-style living,located in the coveted 31 Island Way Co-op community. All-Inclusive Living: Enjoy hassle-free living with all utilities

    Michelle Chenault COLDWELL BANKER REALTY

    31 Island Way Unit 1403, Clearwater Beach, FL 33767

Home Trends in Clearwater, FL

Housing Trends

Median Sale Price
$315,000
Median Single Family Sale Price
$405,000
Median Townhouse Sale Price
$387,000
Median 2 Bedroom Sale Price
$180,000
Median 1 Bedroom Sale Price
$125,000
Average Price Per Sq Ft
$236
Number of Homes for Sale
554
Last 12 months Home Sales
1,423
Months of Supply
4.70
Median List Price
$325,000
Median Change From 1st List Price
7%
Median Home Sale Price YoY Change
-2%
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