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Harbor Bluffs Waterfront Condominium, Clearwater, FL, USA
500 North Osceola Avenue, Clearwater, Florida, 33755, United States
Homes for sale near Harbor Bluffs Waterfront Condominium, Clearwater, FL, USA
| Address | Bed / Bath | Listing Price |
|---|---|---|
909 HART STREET
Gorgeous and fully updated 4-bedroom, 3-bath pool home in a quiet Clearwater neighborhood, just minutes from downtown and 10 minutes to world-famous Clearwater Beach! This spacious home offers two master suites, a brand-new open floor plan with a gourmet kitchen, dining, and living area—perfect fo
Living Area:
2064 Sqft.
|
4
Beds,
3
Baths
|
$545,000 |
1796 HARBOR DRIVE
Back on the Market – A Rare Find in Dunedin!
Discover an extraordinary investment or multi-generational living opportunity in one of Dunedin’s most desirable areas! This 3-bedroom, 2-bath home sits proudly on a spacious corner lot at the end of a quiet cul-de-sac, backing directly onto the sc
Living Area:
2016 Sqft.
|
3
Beds,
2
Baths
|
$399,000 |
802 JURGENS STREET
Fall in love with this completely remodeled 2-bedroom, 1-bath home perfectly located in the heart of Clearwater, just minutes from the turquoise waters of Clearwater Beach. This property combines modern comfort with coastal charm in one of Florida’s most desirable areas.
Inside, you’ll find a
Living Area:
825 Sqft.
|
2
Beds,
1
Bath
|
$350,000 |
807 PALM BLUFF STREET
This beautifully renovated home, updated within the last 3 years, blends modern comfort with style in the heart of Clearwater. Featuring a nearly new 2-year-old A/C unit, waterproof vinyl flooring, and a fully fenced yard, this move-in-ready property has been meticulously maintained. The spacious ma
Living Area:
1326 Sqft.
|
3
Beds,
2
Baths
|
$299,900 |
1057 CALUMET STREET
This charming home is more than a place to live, it’s a lifestyle. A coastal retreat ready for fun, relaxation, and unforgettable moments.
Live steps from Old Clearwater Bay, this fully furnished coastal retreat invites you to watch sunsets over the water, spot playful dolphins or manatees, an
Living Area:
1570 Sqft.
|
3
Beds,
2
Baths
|
$475,000 |
112 LEEWARD ISLAND
Located in the highly desirable Island Estates neighborhood of Clearwater Beach, this STUNNING WATERFRONT single family 4 Bedroom , 3 Bath residence at 112 Leeward Island offers coastal living at its finest. This spacious home spans almost 3000 square feet on one level and is situated on a generous
Living Area:
2995 Sqft.
|
4
Beds,
3
Baths
|
$2,749,000 |
401 N LINCOLN AVENUE
Welcome Home to 401 N Lincoln Ave – Clearwater’s Country Club Community Gem!
Discover this stunning 2-bedroom, 2-bathroom, 2-car garage pool home nestled on a large corner lot in the highly sought-after Country Club community of Clearwater. From the moment you arrive, you’ll notice the impecc
Living Area:
1348 Sqft.
|
2
Beds,
2
Baths
|
$449,500 |
1024 APACHE TRAIL
EXCELLENT OPPORTUNITY FOR FIRST TIME BUYERS OR INVESTORS. THIS CHARMING HOME TASTEFULLY UPDATED AND NEW ROOF 2024, OFFERING THE PERFECT BLEND OF COMFORT AND FLORIDA LIVING. STEP INSIDE TO FIND A SPACIOUS OPEN LAYOUT PLENTY OF NATURAL LIGHT THROUGHOUT. THE KITCHEN FEATURES STYLISH GRANITE COUNTERTOPS
Living Area:
860 Sqft.
|
2
Beds,
1
Bath
|
$348,500 |
31 N FREDRICA AVENUE
Location Location Location! Welcome to this beautifully remodeled 3-bedroom, 2-bathroom home, where modern elegance meets classic charm. Step inside to discover an inviting open layout that seamlessly blends functionality with style. The spacious living room features abundant natural light, perfect
Living Area:
1318 Sqft.
|
3
Beds,
2
Baths
|
$365,000 |
108 KENWOOD AVENUE
Imagine yourself just minutes from the sand at Clearwater Beach—in a home that blends timeless charm with modern luxury. Welcome to 108 Kenwood Ave, a meticulously renovated 1936-built 3-bedroom, 2-bath residence offering the ultimate beach-side lifestyle.
Step through the inviting covered front
Living Area:
1026 Sqft.
|
3
Beds,
2
Baths
|
$399,000 |
407 JASMINE WAY
Under Construction. Under Construction- Ready November 2025 - This stunning Magnolia Construction Home features the best of what any builder has to offer! Located in the heart of Downtown Clearwater in the Harbor Oaks neighborhood, this home has it all! Four full bedrooms, an office/den, a loft/r
Living Area:
4740 Sqft.
|
4
Beds,
5
Baths
|
$3,199,500 |
1175 JACKSON ROAD
Charming 100 year old renovated Spanish Revival property at 1175 Jackson Rd
The home features 4 bedrooms, 2 baths with glass shower enclosures
A Kitchen and Butlers Pantry: 3 refrigerators
2 full size sinks
professional quality ice maker
Granite countertops
Maple cabinets including spice r
Living Area:
2000 Sqft.
|
4
Beds,
2
Baths
|
$1,128,500 |
915 PINE STREET
Step into the timeless elegance of this beautifully maintained 1925 Craftsman-style home, offering 2 bedrooms, 1.5 bathrooms, and the perfect blend of old Florida charm with modern updates. From the moment you arrive, you'll be captivated by the welcoming front porch and classic architectural detail
Living Area:
1344 Sqft.
|
2
Beds,
2
Baths
|
$525,000 |
410 VINE AVENUE
One or more photo(s) has been virtually staged. No Flood Zone • No Storm Damage • Completely Remodeled and Move-In Ready!
Located just on the edge of Downtown Clearwater and only three blocks from the Intracoastal Waterway that leads directly to Clearwater Beach, this stunning 5-bedroom, 2-bath
Living Area:
2002 Sqft.
|
5
Beds,
2
Baths
|
$439,900 |
1140 LA SALLE STREET
Step into this newly renovated Clearwater home, where thoughtful updates and a bright, open layout create the perfect blend of comfort and modern style. Outside, the home features a fresh exterior paint job that adds instant curb appeal. Inside, you’ll find brand-new floors and a welcoming open li
Living Area:
2293 Sqft.
|
4
Beds,
2
Baths
|
$478,000 |
1126 TANGERINE STREET
Beautiful NEW construction in the heart of Clearwater. As you enter through a digital lock door you will discover an open bright split floor plan featuring beautiful luxury vinyl style floors. The Gourmet kitchen with matching stainless-steel appliances and stone countertop, with recess lighting, &
Living Area:
1464 Sqft.
|
3
Beds,
2
Baths
|
$467,700 |
1748 SUNSET DRIVE
THIS WONDERFUL WATERFRONT HOME FEATURES SPECTACULAR OPEN WATER VIEWS OF CLEARWATER HARBOR AND THE INTRACOASTAL WATERWAY! Perfectly situated between downtown Clearwater and downtown Dunedin, you’ll have an easy boat ride from your dock to Sand Key to your south and renowned Caladesi and Honeymoon
Living Area:
1733 Sqft.
|
2
Beds,
2
Baths
|
$1,395,000 |
231 MIDWAY ISLAND
This elegant Spanish Mediterranean residence captures the heart of true coastal living with luxurious finishes throughout. Perfectly positioned on the sparkling Intracoastal waters of Clearwater Bay, it welcomes you with airy, sunlit spaces and extensive custom millwork, including coffered ceilings,
Living Area:
4509 Sqft.
|
3
Beds,
5
Baths
|
$3,890,000 |
219 N MISSOURI AVENUE
You Actually Can Have It All! Designer Renovation + Income- Producing Guest House in Sought-After Country Club Estates. Blocks from Clearwater Country Club, this estate blends modern luxury, historic charm, & income potential. The main home is a 3 bed, 2 bath Spanish/Mediterranean retreat, while the
Living Area:
2573 Sqft.
|
4
Beds,
4
Baths
|
$1,149,000 |
1009 N BETTY LANE
Waterfront Living in Clearwater’s Marina District – Pool Home on Stevenson Creek
Welcome to 1009 N Betty Ln, a beautifully updated 5-bedroom, 3-bathroom pool home on an expansive .38-acre lot in the highly desirable Clearwater Marina District. Backing directly onto Stevenson Creek, this prope
Living Area:
2060 Sqft.
|
5
Beds,
3
Baths
|
$525,000 |
301 MIDWAY ISLAND
Experience the pinnacle of refined living in this architectural masterpiece, where modern sophistication meets coastal resilience. Fully upgraded and meticulously crafted to the highest standards, this tri-level estate is built to current flood elevation requirements, offering unmatched peace of min
Living Area:
4176 Sqft.
|
4
Beds,
4
Baths
|
$2,599,999 |
514 WINDWARD PASSAGE
As you enter your new home through the Double entry doors you will be met by this completely remodeled 5 bedroom, 4 bath home, you have beautiful open water views, Spectacular Open floor plan, overlooking the pool and inviting backyard. This Island Estates home has a split bedroom floor plan and i
Living Area:
3022 Sqft.
|
5
Beds,
4
Baths
|
$1,899,000 |
1013 MAGNOLIA DRIVE
NEARLY $50K IN UPGRADES IN 2025
This beautiful historic home is not in a flood zone and offers classic character with modern updates and a unique ambiance. Less than 10 minutes to Clearwater beach and 25 minutes from TPA Airport. Situated on an oversized DOUBLE corner lot with an expansive dri
Living Area:
1872 Sqft.
|
3
Beds,
2
Baths
|
$432,000 |
124 LEEWARD ISLAND
Welcome to your dream waterfront retreat on Island Estates in Clearwater Beach! This fully remodeled 5-bedroom, 4-bathroom coastal masterpiece blends luxury, functionality, and peace of mind—perfect for an elevated waterfront lifestyle.
Built well above flood levels, this home features first-le
Living Area:
5798 Sqft.
|
5
Beds,
4
Baths
|
$3,899,999 |
1600 SUNSET DRIVE
One or more photo(s) has been virtually staged. Tired of being right on top of your neighbors house? Searching for a home on elevated land but with NO STEPS to get inside the front door or anywhere else inside the house? Sounds impossible to find… Until TODAY! EMBRACE COASTAL WATERFRONT LIVING T
Living Area:
2381 Sqft.
|
3
Beds,
4
Baths
|
$1,875,000 |
416 PRINCESS STREET
This charming bungalow rental property is being considered for redevelopment for Tourist zoning, Divison 8, section 2-801.1 with other connecting parcels located at 1770 N Ft Harrison hotel. This property is zoned Tourist zoning which allows for 30 dwelling units per acre. Level 1 : 35-50ft max heig
Living Area:
672 Sqft.
|
1
Bed,
1
Bath
|
$300,000 |
213 LEEWARD ISLAND
GREAT LOT WITH EAST VIEWS and DEEP WATER WITH WIDE CANAL! THIS THREE BEDROOMS/THREE FULL BATH HOME IS AN INVESTORS DREAM! SO MUCH POTENTIAL FOR THIS PROPERTY LOCATED ON ISLAND ESTATES! WIDE DOCK WITH BOAT LIFT !While it experienced flooding due to Hurricane Helene and Milton in October 2024, this is
Living Area:
3124 Sqft.
|
3
Beds,
3
Baths
|
$1,999,000 |
295 BAYSIDE DRIVE
HIGH AND DRY and exactly what you want in a luxurious waterfront property. Welcome to 295 Bayside Dr in Clearwater Beach & is located on one of the best lots with WIDE OPEN WATER VIEWS! This home is a testament to coastal elegance & modern luxury, seamlessly blended in this waterfront masterpiece. T
Living Area:
5051 Sqft.
|
5
Beds,
5
Baths
|
$4,990,000 |
1840 VENETIAN POINT DRIVE
LOCATION! LOCATION!! LOCATION!!! ENDLESS SUNSETS! NO HOA! Stunning Waterfront Property with Breathtaking Sunset Views. Discover your dream home on this exceptional waterfront property, perfectly situated to offer unobstructed views of picturesque sunsets over the shimmering waters of the Gulf o
Living Area:
2374 Sqft.
|
3
Beds,
3
Baths
|
$1,690,000 |
905 PLAZA STREET
LISTED BELOW APPRAISED VALUE. SELLER MOTIVATED, SUBMIT ALL OFFERS. Beautifully Renovated Home with Guest Apartment – 4 Bed, 3 Bath in the heart Clearwater
This fully renovated property in a quiet, centrally located Clearwater neighborhood offers the perfect blend of flexibility, modern comfort,
Living Area:
1484 Sqft.
|
4
Beds,
3
Baths
|
$479,900 |
1615 STEVENSONS DRIVE
Modern Comfort Meets Prime Location in Clearwater! Welcome to this beautifully fully remodeled 3-bedroom, 2-bathroom home, perfectly situated on a corner lot just over a quarter acre—offering stylish upgrades and generous outdoor space. Major systems are all new as of 2025, including a brand-new H
Living Area:
1310 Sqft.
|
3
Beds,
2
Baths
|
$350,000 |
1141 DREW STREET
Charming Clearwater gem with stunning backyard oasis! Welcome home to this beautifully maintained 2-bedroom PLUS bonus PLUS den (could easily be 3 bed plus bonus), 1.5-bath residence filled with charm, functionality, and fantastic bonus spaces—all nestled in a prime Clearwater location just minute
Living Area:
1225 Sqft.
|
2
Beds,
2
Baths
|
$325,000 |
1407 TAFT AVENUE
A rare all-block duplex sits on a solid slab foundation and is not located in a flood zone—a rare advantage in Florida. Even better, the property has never experienced flooding or wind damage from past storms or hurricanes, giving you peace of mind for years to come.
Each unit offers 2 bedrooms
Living Area:
1248 Sqft.
|
4
Beds,
2
Baths
|
$325,000 |
1123 GOULD STREET
Investment Opportunity in the Heart of Clearwater!
This versatile property offers incredible potential—whether you’re looking for a primary residence, a short-term rental setup, or a multi-unit income property. Situated just minutes from Downtown Clearwater and a short drive to world-famous Cle
Living Area:
992 Sqft.
|
3
Beds,
3
Baths
|
$279,900 |
1621 N WASHINGTON AVENUE
Welcome to Your Next Great Investment or Dream Starter Home! Just minutes from the award-winning
shores of Clearwater Beach, this solid 3-bedroom, 2-bath block home offers the perfect blend of
potential and location. Situated in an up-and-coming neighborhood with easy access to world-class
beache
Living Area:
1136 Sqft.
|
3
Beds,
2
Baths
|
$214,900 |
66 MIDWAY ISLAND
One or more photo(s) has been virtually staged. An incredible waterfront setting and elegant design blend beautifully in this special property. Ideally located in the sought-after boater's paradise of Island Estates, this 3BR 3BA pool home is impeccably updated and move-in ready. Thoughtfully design
Living Area:
2998 Sqft.
|
3
Beds,
3
Baths
|
$2,190,000 |
406 VENETIAN DRIVE
Built in 2018, this waterfront residence blends coastal elegance with the
confidence of modern construction. Elevated above flood level and built to
meet today’s stringent hurricane standards, it features high-efficiency
systems, luxury appliances, and the latest in safety and durability—offe
Living Area:
3250 Sqft.
|
5
Beds,
4
Baths
|
$3,200,000 |
1271 NICHOLSON STREET
Income-Producing Property | Turnkey Opportunity | Prime Clearwater Location
Welcome to 1271 Nicholson Street, a fully furnished, move-in ready single-family home in the heart of Clearwater offering a fantastic opportunity for both homeowners and investors alike. Currently configured as two separa
Living Area:
1284 Sqft.
|
3
Beds,
2
Baths
|
$354,990 |
904 PENNSYLVANIA AVENUE
Welcome home to this move-in ready 4BR/2BA gem in Clearwater—just minutes from the beach, shopping, and dining. With 1,565 sq ft of open living space, this one-story layout features vaulted ceilings, recessed lighting, ceiling fans throughout, and modern tile flooring that ties it all together. Th
Living Area:
1565 Sqft.
|
4
Beds,
2
Baths
|
$445,900 |
1837 VENETIAN POINT DRIVE
WATERFRONT OPPORTUNITY! This remarkable 3,118 sq. ft. Clearwater waterfront home was a true showpiece—offering luxurious indoor/outdoor living, tropical landscaping, and resort-style amenities. Unfortunately, the home sustained flooding due to Hurricanes Helene and Milton and is now in need of rep
Living Area:
2893 Sqft.
|
3
Beds,
4
Baths
|
$1,450,000 |
1004 OSAGE STREET
Stunning turn-key single family home – fully furnished. Welcome to your Florida dream home! This beautifully maintained single-family residence offers the perfect blend of comfort, style, and income potential. Whether you’re searching for a primary residence or a turn-key Airbnb business, this p
Living Area:
1282 Sqft.
|
3
Beds,
2
Baths
|
$365,000 |
442 MIDWAY ISLAND
One-of-a-Kind Island Estates Waterfront Masterpiece
Welcome to an extraordinary waterfront retreat in the prestigious and highly sought-after community of Island Estates. Perfectly positioned at the end of the island on deep, open water, this exceptional residence offers 150 feet of pristine wate
Living Area:
4039 Sqft.
|
5
Beds,
5
Baths
|
$4,250,000 |
413 MIDWAY ISLAND
Exceptional Waterfront Opportunity on Island Estates – Renovate or Rebuild with Stunning & Rare Open Water Views!
Welcome to one of the most desirable waterfront locations in Clearwater Beach – Island Estates. This 5-bedroom, 4-bathroom home offers over 4,100 square feet of living space and
Living Area:
4138 Sqft.
|
5
Beds,
4
Baths
|
$1,950,000 |
1000 MAGNOLIA DRIVE
Just 9 minutes from Clearwater Beach and Downtown, this updated 3-bedroom, 2-bath home sits on a spacious corner lot outside the flood zone. Enjoy a bright open layout with a true Primary Suite, plus peace of mind from a newer roof, double-pane windows, water heater, updated electrical, and PVC priv
Living Area:
1160 Sqft.
|
3
Beds,
2
Baths
|
$339,900 |
310 N LINCOLN AVENUE
One or more photo(s) has been virtually staged. A Rare Opportunity to Restore a Piece of Clearwater History.
Brimming with character and potential, this timeless home in the Clearwater Country Club community offers a rare blend of history, charm, and location. Steeped in a century of stories, it aw
Living Area:
1980 Sqft.
|
5
Beds,
3
Baths
|
$528,000 |
319 MIDWAY ISLAND
Step outside to your private tropical oasis featuring an updated backyard, pool, decking, and pool system, and enjoy a spacious patio for relaxing or entertaining. This fully remodeled 2,790 sq ft single-family waterfront home includes 4-bedrooms and 3 full baths within exclusive Island Estates. Fi
Living Area:
2790 Sqft.
|
4
Beds,
4
Baths
|
$2,250,000 |
912 MAGNOLIA DRIVE
Welcome to this beautifully updated 2-bedroom, 1-bathroom single-story home, perfect for comfortable living and easy entertaining. Step inside to discover a bright and open layout featuring stylish laminate flooring throughout. The kitchen boasts white cabinetry, sleek granite countertops, and stain
Living Area:
820 Sqft.
|
2
Beds,
1
Bath
|
$210,000 |
1844 VENETIAN POINT DRIVE
Dream Waterfront Opportunity on the Intracoastal — 130’ of Open Water Views
Welcome to 1844 Venetian Point Drive, a rare waterfront gem nestled on a quiet cul-de-sac in one of Clearwater’s most coveted neighborhoods. This expansive 1.5-lot over one third acre property offers unmatched 130 fee
Living Area:
2148 Sqft.
|
3
Beds,
3
Baths
|
$1,799,000 |
1724 HARBOR DRIVE
This delightful two-bedroom, one-bathroom home offers a perfect blend of modern comfort and coastal charm. Spanning 922 square feet, this residence showcases recent updates throughout, including, flooring, roof, and kitchen appliances, providing you with a turnkey opportunity to experience the best
Living Area:
922 Sqft.
|
2
Beds,
1
Bath
|
$250,000 |
1793 N FORT HARRISON AVENUE
MUST SEE! NO HOA! Experience modern living in this stunning 4-bedroom, 3.5-bath contemporary home, ideally located just a 5-minute walk from Edgewater Dr Park and close to Dunedin. Plus, it's less than a 15-minute drive to the beautiful Clearwater Beach! The spacious 3-story layout is perfect for bo
Living Area:
2050 Sqft.
|
4
Beds,
4
Baths
|
$599,900 |
333 MIDWAY ISLAND
One or more photo(s) has been virtually staged. Create your waterfront dream home on Island Estates! This rare open water property offers breathtaking open Intracoastal views, over 80 feet of prime water frontage—ideal for boating, panoramic views, and maximizing your waterfront lifestyle, a brand
Living Area:
4198 Sqft.
|
4
Beds,
4
Baths
|
$1,625,000 |
1836 VENETIAN POINT DRIVE
Florida at its best. You are home for the evening and as you walk out to the deck, you look across the Intracoastal waterway to appreciate the wide-open waters. Later you enjoy the sunset views as the Florida sunsets and your family and friends join you as you LIVE THE DREAM! ?The best part of li
Living Area:
1925 Sqft.
|
3
Beds,
2
Baths
|
$2,400,000 |
219 LEEWARD ISLAND
Remodel, Redesign, or Rebuild this spectacular opportunity property located in the coveted Island Estates! Don't miss out on the opportunity to get a home on island estates and have a blank slate for whatever you desire. No need for cutting or cleaning from either of the recent storms as this home a
Living Area:
1607 Sqft.
|
2
Beds,
2
Baths
|
$1,185,000 |
1114 PALM BLUFF STREET
Short Sale. Welcome home to this fully renovated and meticulously maintained historic bungalow, situated on a double lot in the heart of Clearwater! Boasting 3 bedrooms and 1 bathroom across 1,049 sq. ft. of living space, this stunning home features modern upgrades, including a newer roof and A/C sy
Living Area:
1049 Sqft.
|
3
Beds,
1
Bath
|
$239,900 |
1528 STEVENSONS DRIVE
Charming 3-Bedroom Home with Stevenson's Creek Frontage! Discover your perfect home or next investment opportunity! This cozy 3-bedroom, 1-bath home is nestled along the serene Stevenson's Creek and boasts a variety of desirable features: Spacious eat-in kitchen, tiled flooring through out, Brigh
Living Area:
782 Sqft.
|
3
Beds,
1
Bath
|
$278,500 |
