Location: Clearwater , 33755
Do Not Show Listings
920 N OSCEOLA AVE #801, CLEARWATER, FL 33755
$849,00026 Days on yellowkey MLS ID: TB8507952
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1655 Built: 2021Monthly Fee: $1,615 Tax: $16,010 (2025)Community: Marina Bay 880 CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$16,010
Elementary School: Sandy Lane Elementary-PN
High School: Clearwater High-PN
Tax Year: 2025
Middle School: Dunedin Highland Middle-PN
Remarks: Come experience the pinnacle of luxury living at 920 North Osceola, Unit 801—a rare penthouse in one of Clearwater’s most exclusive waterfront developments. This corner unit dazzles with soaring 12 to 13-foot ceilings, filling the space with natural light and offering sweeping city and water views. The thoughtfully designed 1,800-square-foot floor plan includes two bedrooms, two baths, a den off the kitchen, and a spacious walk-in closet in the primary suite. Modern wood accents, electric shades, and a seamless kitchen-living combo elevate the lifestyle. Two private balconies provide front-row views of both sunrises and sunsets. Nestled directly on the intracoastal, this newer development offers a marina nearby with 69 boat slips and 47 lifts which you can discuss with the marina directly (not connected to this property). Residents indulge in resort-style amenities—a 25-meter lap pool, sauna, steam room, fitness center, putting green, club room with pantry, and 24/7 concierge service. With two garage parking spots (19 and 110), this home is built to the highest modern standards, delivering an unrivaled lifestyle in the heart of Clearwater. Schedule a Showing Today!
Listing is courtesy of: LAUREN MICHAELS R.E. PARTNERS (727-298-8888)
Listing Agent: Terri Novitsky (727-298-8888)
1466 LAURA ST, CLEARWATER, FL 33755
$499,0005 Days on yellowkey MLS ID: TB8514528
Bed: 4 Bath: 0.0 Liv Area Sq Ft: 1423 Built: 1926 Tax: $5,180 (2025)Community: Highland GrovesApartment
Taxes:$5,180
Elementary School: Skycrest Elementary-PN
Middle School: Oak Grove Middle-PN
Remarks: Turnkey income-producing property in the heart of Clearwater! This exceptional investment opportunity features a fully furnished 3-bedroom, 1-bath main home plus a detached fully furnished 1-bedroom, 1-bath cottage, offering incredible flexibility for investors, multi-generational living, guests, or supplemental rental income. Ideally located in Clearwater's desirable East Gateway District, this property is just minutes from world-famous Clearwater Beach and provides convenient access to Downtown Clearwater, downtown St. Petersburg, Tampa International Airport, and St. Pete-Clearwater International Airport. The main residence offers approximately 1,423 square feet of comfortable living space with a fully equipped kitchen, spacious living and dining areas, three generously sized bedrooms, and a full bath. Designed for both everyday living and extended stays, the home provides ample space for relaxing, entertaining, or working from home. Being offered fully furnished, the property is ready for immediate occupancy or continued rental operations. The detached cottage offers approximately 600 square feet of additional living space and is also being sold fully furnished. Complete with a full kitchen, comfortable living area, private bedroom, full bath with tub/shower combination, and a dedicated workspace, the cottage is ideal for long-term tenants, mid-term rentals, visiting family, or a private home office. Adding to the property's appeal, both the main home and cottage feature their own washer and dryer, new roofs, and separate fenced backyards, providing privacy and convenience for occupants of each residence. The dual-living setup creates an attractive opportunity for owner-occupants seeking supplemental income or investors looking to maximize rental potential. Situated just blocks from Gulf-to-Bay Boulevard, residents enjoy quick access to shopping, dining, entertainment, museums, parks, and Florida's award-winning Gulf Coast beaches. Whether you're seeking a turnkey mid-term rental, a multi-generational living arrangement, or a versatile investment property, this unique Clearwater offering delivers endless possibilities in one of the area's most convenient locations.
Listing is courtesy of: COMPASS FLORIDA LLC (727-380-2067)
Listing Agent: Kim Meredith-Hampton (407-448-6679)
628 CLEVELAND ST #1104, CLEARWATER, FL 33755
$525,00071 Days on yellowkey MLS ID: TB8491841
2 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1636 Built: 2008 Tax: $8,013 (2025)Community: Station Square CondoCondo
Taxes:$8,013
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Luxury Downtown Clearwater Condo with Water Views & Resort Amenities. Private balcony, natural light, and prime location just minutes from Clearwater Beach. Welcome to elevated downtown living in the heart of Clearwater. This beautiful 11th-floor condo offers views of the Intracoastal where every sunset feels like a private show. Featuring an open layout this residence is filled with natural light and designed for both comfort and style. The kitchen showcases granite countertops, stainless steel appliances, and seamless flow into the living space, perfect for entertaining or unwinding at the end of the day. The spacious primary suite offers a true retreat with water views, a walk-in closet, and a beautifully appointed bath. Enjoy your morning coffee or evening wine from your private balcony off the living room, taking in the breeze and vibrant downtown energy below. Located in a luxury building with resort-style amenities, including a pool, fitness center, and secure access, this residence offers both convenience and peace of mind. This residence includes two highly sought-after deeded parking spaces in the attached garage with direct elevator access—providing both convenience and ease of living. Just steps from restaurants, shopping, entertainment, and minutes to Clearwater Beach, you are positioned in one of the most desirable locations on the Gulf Coast. Whether you're looking for a primary residence, second home, or investment opportunity, this is where lifestyle and location come together effortlessly.
Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)
Listing Agent: Candice Kelly (727-403-4499)
1109 CHARLES ST, CLEARWATER, FL 33755
$950,00079 Days on yellowkey MLS ID: TB8489075
REDUCED by $49,000 (4.9%) on 06/05/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1833 Built: 1936 Tax: $6,914 (2025)Community: Peale ParkSingle Family
Taxes:$6,914
Remarks: One or more photo(s) has been virtually staged. ***OWNER FINANCING AVAILABLE AT A VERY ATTRACTIVE BELOW-MARKET INTEREST RATE*** This is a rare opportunity to own a truly one-of-a-kind legacy property designed for coastal living in one of Pinellas County's most sought-after locations. Situated on a tropical double lot just blocks from St. Joseph’s Sound and minutes from Downtown Dunedin, this exceptional property offers a combination of land, flexibility, charm, and income potential that is increasingly difficult to find. Perhaps the most valuable feature of this property is its rare grandfathered multifamily designation within a residential zoning district, allowing it to function as either a single-family residence or an income-producing duplex with an additional ADU. Owners have the unique ability to live comfortably in one residence while generating income from the others, creating exceptional income opportunities. Thoughtfully renovated from the studs out by a renowned local builder, the property preserves the timeless character and “Old Florida” charm of the original structures while seamlessly incorporating modern luxury, craftsmanship, and convenience throughout. High-end finishes, thoughtful design, and flexible living spaces create a property that feels both elevated and inviting. The oversized double lot offers endless possibilities for expansion, outdoor entertaining, RV or boat parking, and private resort-style living. Surrounded by tropical landscaping, the outdoor setting is anchored by a brand-new pool with elegant paver decking, creating a private coastal retreat perfect for relaxing, entertaining, and enjoying Florida living year-round. Despite being located just minutes from the waterfront, the property sits outside the flood zone, eliminating the need for flood insurance. The Pinellas Trail is located at the end of the block and provides direct biking/walking access to downtown Dunedin’s acclaimed restaurants, breweries, bars, live music venues, boutique shopping, marinas, award-winning Gulf beaches, and Major League Baseball spring training facilities. The staged renderings showcase the incredible versatility of the property and highlight the many ways the spaces can be customized to fit your vision—whether as a private retreat, multigenerational compound, luxury seasonal residence, or high-performing investment property. Properties offering this level of location, flexibility, land value, and coastal character rarely come to market! This property is listed below appraised value and priced to sell!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Elena Kapetaneas (727-515-9693)
5 N KEYSTONE DR, CLEARWATER, FL 33755
$469,000180 Days on yellowkey MLS ID: TB8455359
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1487 Built: 1956 Tax: $5,027 (2025)Community: Keystone ManorSingle Family
Taxes:$5,027
Remarks: LOCATION, LOCATION, LOCATION! Stunning fully remodeled 3-bedroom, 2-bath block home with NO HOA in highly desirable Keystone Manor. Offering 1,500 sq. ft. of open-concept living with a split-bedroom floor plan, this move-in ready home combines style, comfort, and convenience. The beautifully renovated kitchen features a large pantry, while both en-suite bathrooms have been fully remodeled. Additional upgrades include engineered water-resistant hardwood flooring, all new lighting and ceiling fans throughout, a 2024 tankless water heater, 2022 roof with hurricane retrofit, and all new hurricane-certified impact windows. Natural light fills the spacious interior, which also includes a 2-car garage, covered back porch, front enclosed patio for extra living space, and abundant storage with two sheds plus a wooden workshop shed with electricity. Situated on a deep 7,800+ sq. ft. lot, there is plenty of room to enjoy outdoor living. Located in Flood Zone X with 70'+ elevation, this home is just one block from the newly renovated Crest Lake Park, offering a mile-long walking trail, Doggie Days Dog Park, fishing area, fitness stations, volleyball courts, basketball shoot-out, splash fountains, and an ADA-accessible playground. Only 4 miles from Clearwater Beach and 5 miles from the Courtney Campbell Causeway, this location provides easy access to airports, Tampa Bay, interstates, theme parks, professional sports venues, aquariums, zoos, hospitals, medical facilities, and vibrant art districts. This exceptional home offers the perfect blend of modern upgrades, outdoor space, and unbeatable location.
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Adriana Dollar (469-233-1620)
870 N OSCEOLA AVE, CLEARWATER, FL 33755
$1,920,00097 Days on yellowkey MLS ID: TB8481994
REDUCED by $10,000 (0.5%) on 06/04/2026
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3323 Built: 2024Monthly Fee: $1,200 Tax: $8,797 (2025)Community: Marina Bay Master CondoTownhouse
Taxes:$8,797
Remarks: Check Out the Price Improvement! Wake up to the rhythm of the marina and end each day with Clearwater sunsets from your own private rooftop retreat. This newly built, never lived in waterfront townhome is more than a residence. It is a lifestyle designed for those who value elegance, ease, and a front row seat to coastal living in Clearwater. Just minutes from downtown, the home welcomes you through a private gated entrance with direct access to your two car garage, setting the tone for a refined yet effortless day to day experience. Inside, natural light pours across luxury vinyl plank flooring, highlighting soaring tray ceilings with soft accent lighting and an architectural floating light oak staircase. A private elevator connects every level, making daily living and entertaining seamless. Expansive balconies on multiple floors invite you to step outside and take in sweeping marina views, morning coffee and evening tea. The kitchen is the heart of the home and it delivers. Designed for both elevated entertaining and everyday enjoyment, it features a five burner gas cooktop, built in microwave and oven, solid wood shaker cabinetry with pull out drawers, quartz countertops with a breakfast bar, and a dedicated wine fridge ready for hosting nights in or intimate dinners with friends. The primary suite is a true retreat. Begin and end your day on your private balcony, then unwind in your spa inspired bathroom complete with dual vanities, a frameless glass walk in shower, and generous his and hers walk in closets that balance luxury with functionality. At the top, the rooftop level transforms the home into an entertainer’s dream. A bonus room with a second kitchen opens through folding glass doors to an expansive patio with a wood deck. Fire up the built in outdoor gas grill, host unforgettable gatherings, or simply watch the sun dip below the horizon as the marina lights glow below. A large storage room on the entry level offers flexibility to create a home gym, private office, or additional storage, adapting effortlessly to your lifestyle. Perfectly positioned near downtown Dunedin and downtown Clearwater, you are moments from live music at BayCare Sound, iconic performances at The Capitol Theatre, and a vibrant mix of dining, shopping, and waterfront entertainment. With easy access to St. Petersburg and Tampa, both approximately 35 minutes away, convenience meets coastal sophistication. This is Clearwater living at its finest. Elevated, effortless, and undeniably luxurious. Important notes: The property is not furnished. Listing photos are from a professionally staged model unit. Minimum lease term is six months. Property is currently not staged. Water and trash are included. electric and gas are not included
1819 WEST DR, CLEARWATER, FL 33755
$469,50031 Days on yellowkey MLS ID: TB8507000
REDUCED by $20,000 (4.1%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1256 Built: 1976 Tax: $6,899 (2025)Community: Subans SubSingle Family
Taxes:$6,899
Remarks: Welcome to this beautifully renovated 3-bedroom, 2-bath, 1-car garage home, centrally located in Clearwater just minutes from the world-famous Clearwater Beach! This exceptional residence features a bright and modern open-concept floor plan seamlessly connecting the living, dining, and kitchen areas — perfect for both everyday living and entertaining. The stunning newly renovated kitchen showcases an abundance of quartz countertops, elegant subway tile backsplash, soft-close shaker hardwood cabinetry, and modern finishes throughout. The spacious primary suite is thoughtfully designed with a walk-in closet and a stylish en-suite bathroom. Step outside to your own private tropical oasis featuring a large in-ground swimming pool and a spacious fully fenced backyard — truly an entertainer’s paradise. Whether you’re relaxing poolside, enjoying the Gulf breezes, or hosting family and friends, this outdoor space offers plenty of room for everyone, including pets and kids. Additional upgrades include a metal roof (2017), newer A/C (2022), luxury vinyl flooring throughout, LED lighting fixtures, ceiling fans, updated landscaping, and much more. Ideally situated in the heart of Clearwater, this home provides convenient access to beaches, parks, shopping, dining, and an easy commute to both Tampa and St. Petersburg. Move-in ready and waiting for you to enjoy Florida living at its finest!
Listing Agent: Anesti Filipi (727-709-3662)
202 FAIRMONT ST, CLEARWATER, FL 33755
$1,899,90068 Days on yellowkey MLS ID: TB8493540
REDUCED by $100,000 (5.0%) on 05/03/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1768 Built: 1935 Tax: $9,715 (2025)Community: Old Clearwater BaySpa: YesSingle Family
Taxes:$9,715
Remarks: 2024 Hurricanes - No Flooding * Now let’s get to the good stuff. PARADISE!!!!! Think I’m kidding come look for yourself. This completely remodeled 1935 Bungalow is Owners with major OCD problems. Move in Ready. INCREDIBLE!!!! I know because many stop daily, take pictures and tell me. It is a beauty. The main house is a 1 bedroom, 1 and 1/2 bath. The Quest house / additional generational housing / Mother in laws suite is a full kitchenette. This home is conveniently located between downtown Clearwater and Dunedin. Publix grocery 1.8 miles. Mall 4.7 miles. Blocks from the Pineallas County Trail that can take you from St Pete to Tarpon Springs. Walk, bike, run… Another choice could be along Edgewater into Dunedin with incredible views, many use it also daily. Restaurants just blocks away. Did I mention the views from your favorite chair. To the south the Clearwater bridge, to the west some of the most beautiful sunsets you have ever laid your eyes on, after watching the diamond glisten all day. From the dock to the north the Dunedin causeway bridge… The back lawn is fenced with puppy picket fencing to keep any pets safe and lushly landscaped with high end pavered paths and patios. There is a bolder water feature next to the patio closest to the waters edge, the sound is so tranquil. Your own private heated jacuzzi tub and outdoor shower. Oh, and don’t forget to bring your boat or fish from the dock. Lift can hold up to 20,000 lbs. Just load it on the lift, safely board your boat with custom built stairs, hit the remote, lower the boat and zoom, your off… so many places to enjoy. Restaurants, sand bars, fishing, gorgeous trips, nothing stopping you from boating into the Gulf. Our neighbors are owners and have become family over the last 14 years. Like I said, come see for yourself… it is Paradise.
Listing is courtesy of: GAWA INVESTMENTS, LLC (813-494-1744)
Listing Agent: Shirlene Hammond (813-494-1744)
416 N WASHINGTON AVE, CLEARWATER, FL 33755
$409,00028 Days on yellowkey MLS ID: TB8507652
0 Days Off yellowkey (back on 5/15/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1375 Built: 1983 Tax: $7,855 (2025)Community: Country Club AddSingle Family
Taxes:$7,855
Remarks: This charming home in the Country Club Estates boasts 3 bedrooms, 2 bathrooms, and a 1-car garage. Nestled on a peaceful, dead-end street near downtown Clearwater and the Clearwater Country Club, this home offers a serene retreat. Wake up each day to the beauty of the lush, tropical landscaping and exotic gardens visible from the back deck and the lovely screened porch, which is accessible from both the family room and the master bathroom. A private outdoor shower makes washing off the beach sand a breeze. The family room and two bonus rooms provide plenty of space for all your needs. The spacious living room flows seamlessly into the kitchen and family room, creating an inviting atmosphere. Two bonus rooms offer endless possibilities for an office, library, study, or game room. The master bedroom features a walk-in closet, while a hall linen closet provides additional storage. The spacious garage includes a washer and dryer and has plenty of room for storage. This home is ideal for a family, for use as a short term, or long-term income property. The block construction ensures durability. Beaches are within a short bike ride. This home is just a quick ten-minute drive to the world-famous Clearwater Beach and Downtown Dunedin.
Listing is courtesy of: CENTURY 21 BEGGINS ENTERPRISES (813-658-2121)
Listing Agent: Michael Feola (850-419-1395)
305 BAKER AVE, CLEARWATER, FL 33755
$454,00070 Days on yellowkey MLS ID: TB8491981
REDUCED by $5,000 (1.1%) on 06/03/2026
Bed: 4 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1732 Built: 1952 Tax: $7,703 (2025)Community: Grand View TerraceSingle Family
Taxes:$7,703
Remarks: Perfectly situated on nearly a quarter-acre lot within the established Grand View Terrace neighborhood, this high-and-dry 4-bedroom, 2-bathroom residence offers a solid, turnkey opportunity sold fully furnished and ready for immediate occupancy or investment. The bright, open-concept interior features wood laminate and vinyl plank flooring, cedar-lined walk-in closets, and a versatile Florida room- currently a 4th bedroom with a private entry. The dining area is complemented by a fixed counter-height bar and expansive dining table perfect for large gatherings. Updates include a 2019 HVAC with Nest thermostat, an upgraded electrical panel, and roll down storm shutters along front of the house and galvanized storm shutters for the rear. The exterior boasts a privacy-fenced backyard oasis with a 20x30 concrete slab, pergola, fire pit, playset, and Florida-friendly landscaping serviced by Clearwater’s reclaimed water. Ideally located within 10 minutes of award-winning Clearwater Beach and a short drive to Belleair Country Club, multiple golf courses, downtown Dunedin, and both TPA and PIE airports, this versatile property combines suburban comfort with effortless access to the best of the Tampa Bay metro area, and represents an incredible value for anyone seeking a primary sanctuary or a high-performing investment in the heart of Pinellas County.
Listing is courtesy of: COLDWELL BANKER REALTY (813-253-2444)
Listing Agent: Lecia Kronberg (727-465-3006)
500 N OSCEOLA AVE #810, CLEARWATER, FL 33755
$340,00084 Days on yellowkey MLS ID: TB8487792
REDUCED by $10,000 (2.9%) on 04/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1060 Built: 1974 Tax: $4,961 (2025)Community: Harbor Bluffs Waterfront CondoSpa: NoCondo
Taxes:$4,961
Remarks: One or more photo(s) has been virtually staged. Beautiful updated 8th floor condo in the north east corner of the building with BREATHTAKING WATER VIEWS form the living room, while the bedrooms open to a large balcony with downtown/city views. Over the last few years, the owner made the following improvements: BRAND NEW A/C system, NEW WATER HEATER, NEW ELECTRIC PANEL. They also REMODELED THE KITCHEN with new cabinets and counters, new range, new dishwasher. The MASTER BATHROOM HAS BEEN completely REDONE. The second bathroom has new floor, vanity and exhaust fan. New tile floors in the living room and bedrooms. This home is free of all carpeting. Additionally they installed tile on the large balcony off the bedrooms. The location of this condo is incredible. You can walk to the incredible Coachman Park or take a short bike ride to the beach. The Pinellas Bike Trail is also just a few blocks away. The community offers a gym, club room, gorgeous waterfront pool, kayak / paddleboard launching floating dock. There is bicycle storage on site. Water, sewer, trash included in your condo fees. PLEASE SCHEDULE A NO OBLIGATION TOUR.
Listing is courtesy of: GREAT HOMES REALTY INC (727-488-4825)
Listing Agent: Niki Fiala (727-254-3141)
1373 PINEBROOK DR, CLEARWATER, FL 33755
$323,500186 Days on yellowkey MLS ID: TB8453466
0 Days Off yellowkey (back on 4/28/2026)
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1167 Built: 1952 Tax: $5,255 (2025)Community: Pine Brook Unit 2Single Family
Taxes:$5,255
Remarks: Under contract-accepting backup offers. Back on the market! Great central Clearwater location, this charming perfect starter home ideally located just one minute from Clearwater Country Club with a short drive to award-winning beaches. Step inside to find a bright, open layout with an updated kitchen featuring modern cabinetry, new stylish countertops, and stainless appliances. The remodeled bathroom brings a clean, contemporary feel, and the home offers fresh finishes throughout. A spacious laundry room adds everyday convenience, while the bonus storage areas are perfect for bikes, beach gear, or golfing essentials. The converted carport also brings extra space you can utilize as a 1 car garage or workshop. Outside, enjoy the paved patio overlooking a vast yard. Plenty of room for a pool. The location is close to schools, shopping, dining, golfing, downtown Dunedin, and the Gulf—everything Clearwater has to offer. Perfect as a full-time residence, vacation home, or investment property, this move-in ready gem combines comfort, convenience for the ultimate Florida lifestyle.
Listing is courtesy of: BILTMORE GROUP INC (727-559-2008)
Listing Agent: Joan Young (813-404-2008)
1943 BARBARA AVE, CLEARWATER, FL 33755
$459,9008 Days on yellowkey MLS ID: TB8514557
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1537 Built: 1970 Tax: $7,674 (2025)Community: Sunset HighlandsSingle Family
Taxes:$7,674
Elementary School: Dunedin Elementary-PN
High School: Dunedin High-PN
Remarks: Beautifully maintained Florida ranch-style home nestled in the heart of Clearwater! This move-in-ready 3-bedroom, 2-bath residence offers the perfect blend of comfort, functionality, and Florida living. Featuring a brand-new roof installed in 2026, this home provides added value, peace of mind, and insurance-friendly appeal. From the moment you step inside, you'll appreciate the bright and inviting atmosphere, spacious living areas, and thoughtfully designed floor plan that creates a warm and welcoming feel throughout. The updated kitchen is designed for both everyday living and entertaining, featuring stainless steel appliances, ample cabinetry, and a pantry for additional storage. The renovated bathrooms add modern appeal, while the home's well-maintained condition provides peace of mind for its next owner. Step outside to a generously sized backyard with endless possibilities. Whether you're dreaming of hosting weekend barbecues, creating a garden oasis, adding a play area, or designing your own private outdoor retreat, there's plenty of room to bring your vision to life. Ideally located near shopping, dining, parks, schools, Downtown Clearwater, the Pinellas Trail, and world-famous Clearwater Beach, this home offers exceptional convenience and an outstanding Florida lifestyle. With its desirable location, updated interior features, brand-new 2026 roof, and spacious outdoor living area, this is a fantastic opportunity to own a beautiful home in one of Clearwater's most sought-after areas.
Listing is courtesy of: CENTURY 21 EXECUTIVE TEAM (813-961-8637)
Listing Agent: Michelle Garcia (813-244-5624)
1415 WOOD AVE, CLEARWATER, FL 33755
$339,90076 Days on yellowkey MLS ID: TB8490045
REDUCED by $10,000 (2.9%) on 05/20/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1332 Built: 1959 Tax: $6,508 (2025)Community: Highland Pines 3Rd AddSingle Family
Taxes:$6,508
Remarks: Well-maintained 3-bedroom, 2-bath home located in the heart of Clearwater! This well-maintained property offers a spacious and functional layout filled with natural light throughout. Enjoy a comfortable living area, a well-appointed kitchen with ample cabinet space, and generously sized bedrooms perfect for family or guests. Both bathrooms are well appointed, providing convenience and comfort. Step outside to a large yard ideal for entertaining, pets, or future customization. Conveniently located near stunning Gulf beaches, shopping, dining, and major roadways, making commuting a breeze. A great opportunity to own a home in a desirable Clearwater location!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: John Scalia (954-822-6612)
628 CLEVELAND ST #904, CLEARWATER, FL 33755
$499,95054 Days on yellowkey MLS ID: TB8498334
REDUCED by $25,050 (4.8%) on 06/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1636 Built: 2008 Tax: $7,667 (2025)Community: Station Square CondoCondo
Taxes:$7,667
Elementary School: Belleair Elementary-PN
Remarks: Welcome to 628 Cleveland Street, Unit 904 an impeccably maintained residence perched high above the heart of Downtown Clearwater. From the moment you step inside, you’ll immediately feel the exceptional care and pride of ownership that make this home truly stand apart. Light-filled and inviting, the open layout offers an effortless flow for both relaxing and entertaining, while expansive windows frame beautiful natural light along with a subtle glimpse of the water in the distance. Fresh, refined, and move-in ready, this residence offers the perfect canvas for a buyer seeking a downtown lifestyle. Every space has been thoughtfully maintained, creating a sense of comfort, cleanliness, and understated elegance throughout. Rarely do you find a home this immaculate and ready for immediate enjoyment. Adding to its appeal are TWO assigned indoor garage parking spaces an incredible convenience and rarity for downtown living. Located in the center of exciting Downtown Clearwater, residents are surrounded by a city experiencing remarkable transformation and growth. Enjoy being moments from waterfront parks, the revitalized Cleveland Street District, concerts and events at The Sound at Coachman Park, boutique dining, cafés, entertainment, and the beautiful Clearwater waterfront. With easy access to Clearwater Beach, marinas, the Pinellas Trail, and vibrant community events year-round, this location offers the perfect blend of energy, walkability, and coastal lifestyle. Whether you are searching for a full-time residence, seasonal retreat, or lock-and-leave lifestyle, Unit 904 offers elevated downtown living in one of Clearwater’s most exciting and evolving locations.
Listing is courtesy of: PREMIER SOTHEBY'S INTL REALTY (727-595-1604)
Listing Agent: Janet Moore (813-892-0998)
2050 DUNSTON COVE RD, CLEARWATER, FL 33755
$434,99918 Days on yellowkey MLS ID: TB8511345
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1356 Built: 1962 Tax: $6,033 (2025)Community: Windsor ParkSingle Family
Taxes:$6,033
Remarks: Lovely 3-bedroom, 2-bath home in desirable Clearwater, located less than 3 miles from vibrant downtown Dunedin. This home features several valuable updates, including a new roof in 2020, updated windows and doors, as well as tastefully selected light fixtures and ceiling fans throughout the home that cohesively blend together to create a stylish, updated feel. A large front window fills the living room with natural light, creating a bright and welcoming atmosphere that flows seamlessly into the dining area. Sliding glass doors from the dining room, kitchen, and primary bedroom provide easy access to the outdoor living space and beautiful backyard views. The kitchen overlooks the spacious backyard, perfect for entertaining or relaxing. If a garage is a must, this 2 car garage offers lots of space and has a beautiful paver base for a great esthetic design. The generously sized primary suite features French doors leading to an en-suite bath complete with a walk-in closet, vanity area, and an updated oversized bathroom. Step outside to a large covered patio area, ideal for entertaining, gatherings, or enjoying Florida living year-round. The spacious backyard is beautifully landscaped and offers plenty of room to relax or play. The location is hard to beat — close to shopping, dining, beaches, and major roadways. Nearby US-19 provides convenient access south to St. Petersburg or north to Tarpon Springs, both within approximately 30 minutes. World-famous Clearwater Beach and Honeymoon Island State Park are both within 20 minutes or less, making this home the perfect blend of comfort, convenience, and coastal living.
Listing is courtesy of: BRAINARD REALTY (813-922-2891)
Listing Agent: Eugene Verly (815-790-6325)
1799 N HIGHLAND AVE #3, CLEARWATER, FL 33755
$164,9007 Days on yellowkey MLS ID: TB8514931
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 813 Built: 1971 Tax: $2,379 (2025)Community: Fountain Square CondoSpa: NoCondo
Taxes:$2,379
Remarks: Beautifully remodeled and updated condo on ground level with fenced in courtyard where you can enjoy your own barbeque. Very bright with a lot of windows. New kitchen with quartz countertop and new appliances Washer and dryers hook up in Master bathroom Very close to public transportation and shopping center. Complex has large pool, fitness center and laundromat. Only minutes away from Dunedin and Clearwater Beach. Listing agent is also part owner.
Listing Agent: Jolanta Wasowski (727-798-9099)
1946 CHENANGO AVE, CLEARWATER, FL 33755
$575,000138 Days on yellowkey MLS ID: TB8466753
2 Days Off yellowkey (back on 6/2/2026)
REDUCED by $25,000 (4.2%) on 04/22/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2504 Built: 1925 Tax: $2,497 (2024)Community: Floradel SubSingle Family
Taxes:$2,497
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Ideal location, close to downtown Dunedin and the Pinellas Trail. This one-of-a-kind home is rich in character, beautifully renovated with a European-inspired aesthetic throughout. Set on a spacious-feeling lot, the property offers peace and privacy with the home thoughtfully set back from the road, providing ample parking, a large front yard and an inviting outdoor sitting area. The interior features a welcoming foyer entry and a living room with built-in bookshelves. The house has updated flooring throughout. The recently renovated kitchen and gas stove are perfect for everyday living and entertaining. The layout provides generous living spaces across two floors, creating flexibility for a variety of lifestyle needs. Brand new roof was just installed. Outdoor living is a highlight of the property. The backyard includes a large covered rear porch and open-air patio and deck, perfect for relaxing or hosting gatherings. A charming detached structure is also located in the rear yard and may be enjoyed as a flexible space such as a studio, office or retreat (not marketed as a living unit). Major updates include an on-demand energy-efficient hot water system, a highly economical and multi-zone mini split ductless AC which can switch to provide whole-house heating via the built-in highly efficient heat pump. The kitchen, bathroom, laundry, bedrooms and living room were all aesthetically updated and designed for practical living. This home is conveniently located 15 minutes from Clearwater Beach, 5 minutes from the friendly harbor town Dunedin with its popular shops, bars, restaurants and specialty markets. The house is steps away from the Pinellas Trail and the waterfront on Edgewater Drive, where you can go to watch the blazing sunsets, take a stroll or go for a bike ride or a run. It is close to Clearwater parks, the Intracoastal Waterway, the Toronto Blue Jays training complex, and local stores for shopping, with easy access to Clearwater and Tampa airports. This home is truly a rare find in the area.
Listing is courtesy of: CAPSTONE REALTY & ASSOCIATES (727-301-7855)
Listing Agent: Eva Nygaard (727-501-6166)
1020 SUNSET POINT RD #609, CLEARWATER, FL 33755
$2,995,500188 Days on yellowkey MLS ID: TB8443418
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2572 Built: 2023 Tax: $33,232 (2024)Community: Serena By The Sea CondoCondo
Taxes:$33,232
Remarks: One or more photo(s) has been virtually staged. LUXURY LIVING at SERENA BY THE SEA - "PH 609" is a special southwest corner residence offering panoramic vistas over the intracoastal waterway to Clearwater Beach and the Gulf of America, including 3 Bedrooms and 3.5 Bathrooms in approx. 2,572 SF of interior space, PLUS a 374 SF west-facing private terrace. Its spacious corner Living & Dining Room offers tons of natural light with both south and west exposures, is open to the Kitchen, and has sliding glass doors to the expansive terrace - perfect for al fresco dining with Florida's famous Gulf Coast sunsets as your backdrop. The gourmet Kitchen features a large island bar with waterfall edges, complimented by top-of-the-line Gaggenau appliances including a 5-burner gas cooktop, paneled refrigerator and dishwasher integrated within the Italian cabinetry, a wine cooler, and "The Cube" package with wall oven, speed oven, coffee & espresso maker, steam oven, and vacuum sealer. A spacious Den/Family Room is adjacent to a Powder Room convenient for guests. Luxurious finishes continue throughout the 3 Bedroom Suites each with direct water views, en suite Bathrooms, and designer closets. The Master Bedroom uniquely features its own sliding glass door to the terrace, His & Her walk-in closets, and the Master Bath boasts a wet room with double shower and soaking tub set beside a picture-perfect window overlooking the intracoastal waterway. SERENA BY THE SEA is THE premier luxury condominium in Clearwater with 23,000+ SF of amenities including 24/7 concierge, a self-service Spa (massage room, hair salon, sauna, jacuzzi, more), gym/fitness center, social room with lounge, billiards and poker tables, banquet-sized dining table, full kitchen, plus outdoor resort-style saltwater swimming pool and jacuzzi deck overlooking the intracoastal with poolside cabanas, daybeds, abundance of lounge chairs, 2 summer kitchens with BBQs & TVs, pool bathrooms + outdoor shower, fire lounge, dog-friendly, and more. Call to schedule a private showing today.
Listing is courtesy of: VALOR LUXURY REALTY (727-441-2144)
Listing Agent: Jeanie Sigal (503-883-3663)
1613 N MARTIN LUTHER KING JR AVE, CLEARWATER, FL 33755
$370,00099 Days on yellowkey MLS ID: TB8477795
REDUCED by $10,000 (2.6%) on 06/02/2026
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1548 Built: 1950 Tax: $5,056 (2025)Community: Fairmont SubSingle Family
Taxes:$5,056
Remarks: Welcome to N Martin Luther King Jr Ave in Clearwater, Florida — a beautifully updated 4 bedroom, 2.5 bath home that is just 10 minutes from award-winning Clearwater Beach! Centrally located in the heart of Clearwater, this move-in ready property sits on a spacious, fully fenced yard offering privacy and room to relax, entertain. Inside, you’ll love the abundant natural light, fresh coastal color palette, and luxury vinyl plank flooring throughout for easy maintenance and durability. The updated kitchen features white cabinetry, granite countertops, stainless steel appliances, subway tile backsplash, and ample counter space — perfect for everyday living or hosting guests. Two bedrooms are conveniently located downstairs, while the spacious primary suite and additional bedroom is upstairs for added privacy. Bathrooms have been tastefully updated, and major systems provide peace of mind with a new roof (2022), new HVAC system (2022), and new hot water heater (2022). The enclosed front porch adds flexible bonus space ideal for a sitting area, home office, or playroom. This Clearwater home is ideally positioned near Clearwater Beach, Downtown Clearwater, Coachman Park, the Pinellas Trail, Morton Plant Hospital, and major commuting routes including US-19 and Gulf to Bay Blvd. You’re also just minutes to shopping, dining, schools, and Tampa International Airport, making this an excellent primary residence, second home, or investment opportunity. If you are searching for a centrally located Clearwater home near the beach with major updates already completed, this property is a must see. Located in a Non-Flood Zone and with no HOA! Call today for your private tour.
Listing is courtesy of: EXP REALTY (727-449-9276)
Listing Agent: Kathie Lea (727-422-9455)
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