Location: Clearwater
Do Not Show Listings
3225 MASTERS DR, CLEARWATER, FL 33761
$649,90049 Days on yellowkey MLS ID: TB8487159
2 Days Off yellowkey (back on 3/22/2026)
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2238 Built: 1980Monthly Fee: $2 Tax: $3,671 (2026)Community: Countryside Tr 56 Unit 1Spa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,671
Elementary School: Curlew Creek Elementary-PN
High School: Countryside High-PN
Tax Year: 2026
Middle School: Safety Harbor Middle-PN
Remarks: Under contract-accepting backup offers. Welcome to your dream home at 3225 Masters Drive in the beautiful Countryside area of Clearwater, Florida—a beautifully maintained gem in a sought-after golf community! This stunning 3-bedroom, 3-bathroom residence (approximately 2,238 sq ft) boasts an incredible split-plan layout and is in exceptional condition, with major recent upgrades that provide peace of mind and modern comfort. Highlights include: Brand-new roof (2025) for years of worry-free protection Impact sliders and impact windows throughout offering hurricane protection and breathtaking views of the lush backyard and sparkling pool Gorgeous kitchen featuring real wood cabinets, Corian countertops, a fantastic hosting bar, and a convenient service window—perfect for entertaining! The home was once a 4 bedroom but A wall was removed to make one extra large bedroom. You could easily add the wall back to make this a four bedroom if you desired! Large screened-in pool with a child-proof fence for safe family fun Spacious fenced backyard with plenty of room for play, gardening, or future enhancements New water softener (2023), new water heater (2025), and brand-new large gutters (2023) for added efficiency and curb appeal Cozy family room with a real wood-burning fireplace Open great room overlooking the pool for seamless indoor-outdoor living Elegant formal dining room adjacent to the grand, private entrance Enjoy the Florida lifestyle at its finest—close to pristine beaches, major airports, top-rated schools, shopping, dining, and the renowned Countryside Country Club with its Gary Player-designed golf courses. Best of all, this home is not in a flood zone! Priced to sell quickly and move-in ready, this rare opportunity in one of Clearwater's most desirable neighborhoods won't last long. Schedule your private showing today and experience the charm, updates, and unbeatable location for yourself!
Listing is courtesy of: YOU FIRST REALTY AND ASSOC LLC (813-458-6686)
Listing Agent: George Guarino (813-787-0531)
1864 PARADISE LN, CLEARWATER, FL 33756
$495,00032 Days on yellowkey MLS ID: TB8492743
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1892 Built: 1967 Tax: $4,825 (2025)Community: Midway AcresSpa: NoSingle Family
Taxes:$4,825
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: PRICED BELOW RECENT APPRAISED VALUE – EXCELLENT OPPORTUNITY Welcome to 1864 Paradise Ln in Clearwater. This fully remodeled home has been upgraded from top to bottom, featuring a brand-new roof, new A/C system, updated plumbing and electrical, all-new porcelain tile flooring, new impact windows throughout, and new interior and exterior doors. The modern kitchen and completely renovated bathrooms showcase stylish, high-quality finishes—everything is new. Perfect for first-time homebuyers, a second home, or an investment opportunity, short-term rentals such as Airbnb and VRBO may be permitted (Buyer to verify all rental regulations with the city or county). Enjoy a bright, open layout designed for comfortable living and entertaining. Every detail has been thoughtfully updated, making this home truly move-in ready. Ideally located just minutes from beaches, shopping, and dining. This opportunity won’t last—schedule your private showing today.
Listing is courtesy of: B&Y REALTY GROUP LLC (727-303-5456)
Listing Agent: Marlene Logorz (813-810-0100)
1127 WYATT ST N, CLEARWATER, FL 33756
$529,000303 Days on yellowkey MLS ID: TB8393826
Bed: 5 Bath: 2.5 Liv Area Sq Ft: 2266 Built: 1926 Tax: $6,778 (2024)Community: Barnes SubSingle Family
Taxes:$6,778
Elementary School: Ponce de Leon Elementary-PN
High School: Largo High-PN
Tax Year: 2024
Middle School: Largo Middle-PN
Remarks: Price reduction and seller is offering a 1.5 point rate buy down or contributing toward buyer closing costs, creating an opportunity for improved affordability and lower monthly payments. Fully renovated 5 bedroom, 2.5 bath home with a den and separate family room located in unincorporated Pinellas County where short term rentals are permitted (buyer to verify). This 2,266 square foot home features a thoughtfully updated open concept kitchen with new cabinets, countertops, and dishwasher, along with new flooring, remodeled bathrooms, fresh paint, updated lighting, and ceiling fans throughout. The flexible layout offers multiple living options including primary residence, multi generational living, or investment use. Additional features include a private 2 car side driveway and a spacious backyard. Move in ready and conveniently located near Clearwater Beach, shopping, dining, and major roadways.
Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)
Listing Agent: Chevie Bryson (813-308-9427)
2686 CLUBHOUSE DR S, CLEARWATER, FL 33761
$699,999101 Days on yellowkey MLS ID: TB8468486
0 Days Off yellowkey (back on 4/10/2026)
REDUCED by $20,001 (2.8%) on 04/05/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2430 Built: 1976Monthly Fee: $4 Tax: $5,540 (2024)Community: Clubhouse Estates Of CountrysideSpa: YesSingle Family
Taxes:$5,540
Elementary School: Leila G Davis Elementary-PN
Remarks: Under contract-accepting backup offers. $5,000.00 price improvement . Welcome to your private backyard paradise in the highly sought-after Clubhouse Estates of Clearwater Countryside. Situated on an oversized .38-acre fully vinyl-fenced lot, this 4-bedroom split-plan home offers one of the most impressive outdoor living spaces in the area. Step outside and experience a true oasis. The sparkling pool and hot tub are surrounded by an expansive paver deck, creating a resort-style setting right in your own backyard. Two gazebos provide shaded lounging and dining areas, while the built-in firepit invites cozy evenings under the stars. Beyond the pool area, an expansive stretch of green space offers endless possibilities! Play, entertain, garden, or simply enjoy the privacy and tranquility. The automatic sprinkler system keeps the lush landscaping vibrant and beautiful year-round. This outdoor retreat was designed for seamless indoor-outdoor living, making it ideal for hosting gatherings or enjoying quiet mornings with coffee by the pool. Inside, the home features a spacious open floorplan with a large family room flowing into the kitchen and breakfast bar. The kitchen offers stainless steel appliances, abundant cabinetry, and generous countertop space. The primary suite includes a large walk-in closet and private en-suite bath, while three additional bedrooms are spacious and feature upgraded closet systems. Fresh neutral paint, plantation shutters, faux wood blinds, updated faucets, and new ceiling fans add tasteful updates throughout. Major improvements include a new roof (2020), new A/C (2023), and a new electrical panel (2021). Located less than half a mile from Countryside Country Club — with golf just one block away — this property also offers a paved, fenced side yard ideal for boat storage. If you’ve been searching for a home where the backyard truly steals the show, this is the one.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Edward Bie Pa (727-480-7950)
105 ISLAND WAY #132, CLEARWATER, FL 33767
$220,000204 Days on yellowkey MLS ID: TB8437305
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1090 Built: 1972 Tax: $3,944 (2025)Community: Islander The CondoSpa: YesCondo
Taxes:$3,944
Remarks: One or more photo(s) has been virtually staged. Sophisticated elegance best describes this beautifully updated condo. This is a 2 bedroom with 2 full bath home that has high end finishes throughout. The kitchen has been opened to the main living area making it an open concept living space. The kitchen is finished with high end custom cabinets, stainless steel appliances and quarts countertops. The master retreat has a window with pool and water views. The master bath has custom walk-in shower with decorative glass tiles, custom cabinetry and his and hers separate sinks with quarts counter tops. The guest bath is a mirror image the designer finishes of the master bath. This home is also finished with custom lighting and 18x18 tile through the entire home. Windows and doors are also updated. Located at the Islander this is a 55 plus community. The amenities include, underbuilding parking, storage closet, heated pool and spa. This is a short stroll to Publix grocery, fine dining, gas station, and bank. All this is 25 minutes to 2 International airports and half a mile to our world-famous Clearwater beach.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Mary Donovan, Pa (727-560-1985)
870 N OSCEOLA AVE, CLEARWATER, FL 33755
$1,940,00062 Days on yellowkey MLS ID: TB8481994
REDUCED by $10,000 (0.5%) on 04/23/2026
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
Elementary School: Sandy Lane Elementary-PN
High School: Clearwater High-PN
Middle School: Dunedin Highland Middle-PN
Remarks: 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
Listing is courtesy of: LAUREN MICHAELS R.E. PARTNERS (727-298-8888)
Listing Agent: Terri Novitsky (727-298-8888)
2101 SUNSET POINT RD #1305, CLEARWATER, FL 33765
$225,00013 Days on yellowkey MLS ID: TB8500483
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1670 Built: 1973 Tax: $789 (2025)Community: Raintree Village CondoCondo
Taxes:$789
Remarks: Spacious and bright end-unit 2-bedroom, 2.5-bath residence located in the highly desirable 55+ community of Raintree Village. This well-designed home offers a versatile layout, beginning with a welcoming front living room complete with built-in desks and cabinetry, ideal for a home office, hobby space, or additional sitting area. The open family room features high ceilings and flows seamlessly into a separate dining room. The kitchen offers an abundant amount of cabinetry and stainless-steel appliances. The first of two primary suites is conveniently located on the main level, offering a generously sized bedroom, en-suite bath, and a large walk-in closet. Upstairs, the second primary suite provides excellent privacy with its own en-suite bath, walk-in closet, and private balcony, perfect for visiting family or guests. Enjoy Florida living year-round in the large Florida room, ideal for relaxing or entertaining. Additional highlights include laminate flooring throughout with tile in wet areas, hurricane-rated windows, full repipe completed in 2025, hot water heater installed in 2019, water softener, and washer and dryer included. Located in a non-required flood zone. Raintree Village is an active and welcoming community offering a heated pool, shuffleboard courts, clubhouse, game room, exercise room, full kitchen, and outdoor grills—perfect for social gatherings and an active lifestyle. Ideally situated in Clearwater, just minutes to Dunedin, Safety Harbor, area beaches, shopping, dining, and entertainment, this home offers the perfect blend of comfort, convenience, and community living.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Julie Kelsey (727-608-7759)
831 WOODLAWN ST, CLEARWATER, FL 33756
$349,00066 Days on yellowkey MLS ID: TB8481439
0 Days Off yellowkey (back on 3/11/2026)
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1072 Built: 1958 Tax: $1,791 (2025)Community: -Single Family
Taxes:$1,791
Remarks: Under contract-accepting backup offers. Accept backup offers. Renovated block 3/1 home on huge double fully fenced corner lot 10,800 sf with two 16 feet wide sliding gates with remote controls in the middle of Pinellas county. City allows building 664sf ADU and you already have separate gate for it. Just install fence between houses for privacy and rent it out to offset mortgage payments. Market rent is currently for 2 bedroom in the area 1800-2000$ a month. This home is good fit as well for business owners who has heavy equipment like vans, semi-trucks, construction equipment, trucks and trailers etc or someone who has boats, large toys or pets. This house is for anyone who needs a large ,private and secured property, or a home office with ample parking. Home just renovated. New paint in and out, new washer and dryer, fridge, range, exterior doors, window treatments and floors. All new metal fence and gates. Corner lot with 16-foot-wide retractable remote-controlled gates on each side. Brand new washer ,dryer, fridge and range come with 5 years extended warranty. You can enter through one gate and exit through the other. The house is centrally located in Pinellas County, making it ideal for living and working in Pinellas.2 minutes driving or 5 minutes walking to Ross recreation center.NO HOA.NO FLOOD INSURANCE REQUIRED. In future this lot may be legally split and 2 homes with ADUs permitted to construct on each lot. Plans to convert carport to living space available as well.
Listing is courtesy of: PEOPLE'S CHOICE REALTY SVC LLC (813-933-0677)
Listing Agent: Artem Pustovar (503-481-6324)
2402 ECUADORIAN WAY #22, CLEARWATER, FL 33763
$214,90025 Days on yellowkey MLS ID: W7884671
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1972 Tax: $2,703 (2025)Community: On Top Of The WorldCondo
Taxes:$2,703
Remarks: WELCOME TO TRUE FLORIDA LIVING AT ON TOP OF THE WORLD IN CLEARWATER FLORIDA. THIS CONDO OFFERS 2 BEDROOMS, 2 FULL BATHROOMS AND A SPACIOUS FLOOR PLAN THAT FLOWS BEAUTIFULLY FROM ONE ROOM TO THE NEXT. REPLACEMENT WINDOWS, NEWER KITCHEN CABINETS AND KITCHEN APPLIANCES AS WELL AS A BEAUTIFUL BACKSPLASH. THESE ARE SOME OF THE FEATURES YOU WILL FIND. 1,400 SQ. FT AND A BONUS ROOM THAT CAN BE USED AS AN OFFICE, CRAFT OR GAME ROOM. WHETHER YOU ARE A SEASONAL OR FULL-TIME RESIDENT YOU WILL LOVE THIS SECURE SECOND FLOOR END UNIT THAT OFFERS AN ABUNDANCE OF NATURAL LIGHT. SOME OF THE MANY AMENITIES IN THIS COMMUNITY ARE, 2 SWIMMING POOLS, 2 GOLF COURSES, A WHIRLPOOL SPA, TENNIS, PICKLE BALL, SHUFFLEBOARD, HORSESHOES, A WOOD SHOP, A LIBRARY, A STATE-OF-THE-ART FITNESS CENTER, A WALKING COURSE, DOG PARK, A CAFE, BILLIARDS, THEATRE PERFORMANCES, CARD ROOMS, CERAMICS, AND MANY VARIOUS CLUBS-TOO MANY TO LIST! LOCATION LOCATION, LOCATION-NOT FAR FROM THE COUNTRYSIDE MALL & VARIOUS OTHER SHOPPING VENUES, WONDERFUL RESTAURANTS, AND SOME OF THE MOST BEAUTIFUL BEACHES IN THE WORLD WITH GORGEOUS SUGAR SAND AND CRYSTAL-CLEAR BLUE-GREEN WATERS. ALL THIS AND SELLER IS OFFERING 10K TOWARDS BUYER'S CLOSING COSTS OR USE IT AS AN ALLOWANCE TO MAKE THIS HOME YOUR OWN! ...ARE YOU READY TO MOVE IN? CALL TODAY!
Listing is courtesy of: DESTINATION FLORIDA REALTY INC (352-606-2644)
Listing Agent: Shelley Kindya-Haglund (352-606-2644)
2501 HARN BLVD #H39, CLEARWATER, FL 33764
$127,500109 Days on yellowkey MLS ID: TB8465635
REDUCED by $1,000 (0.8%) on 04/23/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 500 Built: 1971 Tax: $1,016 (2024)Community: Morningside East Condo 3Condo
Taxes:$1,016
Remarks: Beautifully Renovated 1-Bedroom Condo with Reserved Parking – Move-In Ready! Discover this stunning second-floor condo perfectly located just steps from the scenic Pinellas Trail and the brand-new pedestrian bridge over US-19. Centrally situated for convenience, this charming unit is loaded with modern upgrades and stylish finishes. Step into a bright, freshly painted interior featuring real wood kitchen cabinets, sleek granite countertops, and stainless steel appliances. The new tankless water heater not only provides efficiency but also frees up valuable closet space. Enjoy peace of mind with a newer electrical panel and AC unit, plus a contemporary bathroom with a modern vanity and subway-tiled bathtub. The spacious bedroom boasts a large closet, while ceramic tile flooring throughout ensures easy maintenance and a clean, polished look. Whether you're a first-time buyer, downsizing, or looking for a great investment, this move-in ready condo is a must-see! Schedule your tour today!
Listing Agent: Bernardo Piccolo, Pa (727-463-7230)
4215 E BAY DR #1806D, CLEARWATER, FL 33764
$109,90033 Days on yellowkey MLS ID: TB8493082
REDUCED by $5,000 (4.4%) on 04/23/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 590 Built: 1971Monthly Fee: $560 Tax: $1,912 (2025)Community: Woodside Village CondoCondo
Taxes:$1,912
Remarks: Seller offering $1,000 toward buyer’s closing costs with use of preferred lender! Just 6 miles from the beach, this charming and updated 1-bedroom, 1-bath condo in Woodside Village offers one of the best values on the market! Located on the second floor, the unit features a great layout, private balcony, and comes partially furnished for the buyer’s convenience. Light, bright, and inviting throughout, it’s move-in ready and ideal as a primary residence, second home, or investment opportunity. Currently tenant-occupied at $1,300/month, providing immediate income, with flexibility for the tenant to stay or vacate. Woodside Village offers resort-style amenities including THREE heated saltwater pools, shuffleboard courts, a clubhouse with sauna, and beautifully maintained grounds. The HOA covers water, sewer, trash, landscaping, insurance, maintenance, security, and on-site management for easy, low-maintenance living. NO FLOOD INSURANCE IS REQUIRED! Such an incredible opportunity. Schedule your private showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Irina Roth Llc (727-871-3846)
2440 WORLD PARKWAY BLVD #38, CLEARWATER, FL 33763
$210,00083 Days on yellowkey MLS ID: TB8475430
REDUCED by $10,000 (4.5%) on 04/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1360 Built: 1979 Tax: $1,102 (2024)Community: On Top Of The WorldCondo
Taxes:$1,102
High School: Dunedin High-PN
Remarks: Enjoy turnkey, maintenance-free living in this beautifully remodeled 2-bedroom, 2-bath condominium located in the highly sought-after 55+ community of On Top of the World in Clearwater. Positioned at the end of the boulevard with direct golf course views from the front of the home, this elevator-access building offers both privacy and convenience within one of Pinellas County’s most amenity-rich active adult communities. Inside, the open-concept layout showcases new flooring throughout the main living areas, new carpet in the bedrooms, fresh interior paint, and new windows with solid wood shade shutters that enhance energy efficiency and style. The fully renovated kitchen features white shaker cabinetry, granite countertops, tile backsplash, a ceramic sink, and newer stainless steel appliances including stove, range, dishwasher, and refrigerator. The spacious living area flows into a versatile bonus room with additional storage and peaceful conservation views, creating flexible space for relaxing or entertaining. The generous 13x24 primary suite includes dual closets, built-in vanity space, and a private ensuite bath, while both bathrooms have been tastefully updated with stone countertops, modern vanities, upgraded fixtures, and built-in shelving. Additional highlights include abundant storage, in-unit washer and dryer, and HVAC replaced in 2022. On Top of the World is home to two golf courses featuring both 9-hole and 18-hole options, along with two heated pools, a state-of-the-art fitness center, tennis and pickleball courts, lawn bowling, hobby studios, billiards, sauna, hot tub, library, and the popular on-site Karma Café. The community welcomes pets of any size and offers a full calendar of clubs, classes, and social events. Cable and internet are included in the monthly fee. Conveniently located near Clearwater Beach, Honeymoon Island, downtown Dunedin, shopping, dining, medical facilities, and major airports, this move-in-ready condo offers the perfect blend of golf course lifestyle, active adult living, and coastal convenience in one of Clearwater’s premier 55+ communities.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Chase Walseth (727-755-3830)
2350 HAITIAN DR #28, CLEARWATER, FL 33763
$215,00021 Days on yellowkey MLS ID: TB8496992
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1978 Tax: $3,187 (2025)Community: On Top Of The WorldCondo
Taxes:$3,187
Remarks: This lovely TURN KEY unit in On Top Of The World is located across the street from Hole 1 for both golf courses. With newer impact windows and a 2023 HVAC system this Emerald (model) floor plan with unit really shines! It offers a welcoming and functional layout in a highly desirable 55+ community! Your monthly fee covers everything except your electric, the epitome of hassle free Florida living! The kitchen features stainless steel appliances including a microwave, stove, and side-by-side refrigerator. along with granite countertops, a tile backsplash, a double sink, and elegant wood soft-close cabinetry. The kitchen space is thoughtfully designed and includes room for a small table and chairs. As you enter, you’ll find two spacious closets off the main hallway, ideal for extra storage and pantry space. To the right is the kitchen, while straight ahead opens into a bright and airy great room with an additional bonus space overlooking a peaceful courtyard. Large rear windows fill the living and dining areas with natural light. Off the living room, a hallway leads to the guest bedroom and primary suite. Along the way, you'll find another storage closet housing the hot water heater, plus additional hallway storage, including a linen closet with built-in shelving. The guest bedroom offers a large wall closet and an oversized updated window, creating a bright and inviting space. The guest bathroom has been tastefully updated with gray cabinetry and features a step-in shower with glass doors. The primary suite includes multiple closets for ample storage and a spacious bedroom with large windows overlooking green space. The en-suite bathroom features an updated vanity with stone countertops and a step-in shower with sliding glass doors. Laminate wood flooring runs throughout the main living areas and bedrooms, while tile flooring is found in the kitchen, bathrooms, and entryway. Located in the highly sought-after On Top of the World community in Clearwater, residents enjoy a wide array of amenities including 2 golf courses, 2 pools, clubhouses, a gym, shuffleboard, pickleball, tennis, and a full calendar of activities and clubs to be involved in. Conveniently situated near beaches, shopping, dining, and major routes to St. Petersburg and Tampa. The shared laundry room is just one unit away on the same floor, adding to the home’s everyday convenience. Pets are welcome, including large dogs! The home can be sold furnished and turnkey!
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Vanessa Leonard (727-647-2706)
CLEARWATER, FL 33755
$359,90018 Days on yellowkey MLS ID: TB8489575
0 Days Off yellowkey (back on 4/23/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1630 Built: 1950 Tax: $7,453 (2025)Community: Pine Brook Unit 2Single Family
Taxes:$7,453
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bath home in the heart of Clearwater! This well-maintained property offers a comfortable and functional layout, perfect for everyday living or a smart investment opportunity. The kitchen features tasteful updates, including stainless steel appliances, granite countertops and a center island/breakfast bar for a fresh and inviting space for cooking and gathering. Just off the kitchen you'll find a dining area with built-ins for storage and a very bright and open family room. The spacious primary suite includes a nicely updated bathroom, creating a private retreat to unwind at the end of the day. Step outside to a generously sized fully fenced backyard with a large covered & screened patio, and a firepit —ideal for entertaining, relaxing, or enjoying evenings around the firepit. Located just approximately 12 minutes from the world-famous Clearwater Beach, you’ll love the convenience of nearby shopping, dining, and easy access to coastal living. This is not just a house, but a great place to call home.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Joe Koebel (727-410-1455)
2021 AUSTRALIA WAY W #39, CLEARWATER, FL 33763
$134,90075 Days on yellowkey MLS ID: TB8478264
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1968 Tax: $2,130 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$2,130
Remarks: Outstanding 2 bed/1 bath, CORNER condo! Situated in a FEE SIMPLE building. With a multitude of upgrades, this spectacular condo exudes excellence. Upon arrival, you will be greeted by magnificent, luxury vinyl flooring, covering the vast majority of the home. NO CARPET ANYWHERE! The Impact Resistant front windows provide added protection and long-term peace of mind. Indulge your culinary desires in this impressive kitchen, complemented with granite countertops, stainless steel appliances, and stunning soft close cabinetry. Not to mention, extra side cabinets; with even more granite! Beyond the kitchen, relax and unwind in the Florida Room. Notice the hurricane rated back door, just steps away from the elevator, laundry, and storage room. Both bedrooms offer generous closet space. For added peace of mind, major upgrades include a replaced electrical panel in 2022, and HVAC replaced in May of 2023. Schedule your private showing today! Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for residents & owners. There are two heated swimming pools. The remodeled Cardio Gym has the latest exercise equipment. A very pet-friendly community, there is a fenced dog park with covered seating. There are hobby studios, and a wood shop for the exclusive use of the residents. Activities include fitness classes, dancing, clubs, cards, billiards, entertainment, classes, and much more. The on-site Good Karma Café has take & bake meals and snacks. Close to beaches, transportation, shopping, entertainment, and fine dining. All room sizes, floor plans and square footage are approximate. 35% down payment is required.
Listing is courtesy of: ON TOP OF THE WORLD RE (727-799-3417)
Listing Agent: Carrie Moreno (727-433-2657)
2476 ENTERPRISE RD #6, CLEARWATER, FL 33763
$148,00068 Days on yellowkey MLS ID: TB8480142
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 593 Built: 1980 Tax: $1,830 (2025)Community: Villas At Countryside TheVilla
Taxes:$1,830
Remarks: Fully furnished neat and clean 1-bedroom villa centrally-located near the Countryside Mall! This corner unit has windows on three sides (including rear sliding door) and is very light and bright! Very quiet community with pool and no age restrictions - and a low monthly HOA fee that can't be beat! Sit outside in the screened back patio and feel the breeze and be near nature. All exterior maintenance, including roof (replaced in 2023), covered by HOA. Enjoy maintenance-free living! Home has been very well maintained. Move-in ready. Bring your clothing and toothbrush. Great for a starter home, or perfect for second home for snowbirds! Come visit today!!!
Listing Agent: Leslie Hobbs (727-365-3650)
500 N OSCEOLA AVE #510, CLEARWATER, FL 33755
$247,00055 Days on yellowkey MLS ID: TB8485609
1 Days Off yellowkey (back on 4/23/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1060 Built: 1974Monthly Fee: $916 Tax: $4,775 (2025)Community: Harbor Bluffs Waterfront CondoCondo
Taxes:$4,775
Remarks: Another wonderful opportunity to own this value priced 2-bedroom, 2 bath condo located in the heart of the Clearwater downtown area of Harbor Bluffs. Perfectly positioned along the intracoastal waterways with a stunning water view. The unit also features an open concept living and dining, an oversized balcony off the primary bedroom, abundant storage, in-unit laundry, a beautiful atrium, inground pool, fitness center, rec room and wonderful views. Gate-access parking for added security. Perfectly located 1 mile from the Pinellas trail, minutes from award-winning gulf beaches, vibrant dining and entertainment venues and just 30 mins to Tampa International Airport and world-famous Honeymoon beach in Dunedin.
Listing is courtesy of: BETTER CHOICE REAL ESTATE (410-963-6631)
Listing Agent: Kelly Snow (410-963-6631)
1648 SUMMERDALE DR S, CLEARWATER, FL 33764
$385,00015 Days on yellowkey MLS ID: OM723178
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1579 Built: 1980 Tax: $2,425 (2025)Community: Summerdale SubSingle Family
Taxes:$2,425
Remarks: Under contract-accepting backup offers. Discover this spacious and thoughtfully designed home in desirable Clearwater, offering over 1,500 square feet of comfortable living space. Featuring three bedrooms and two bathrooms, a two-car garage, and smart accessibility upgrades, this property is ideal for families, empty-nesters, or anyone seeking flexibility for the future. Step inside to an open, inviting layout that flows seamlessly for everyday living and entertaining. The home boasts ample natural light, generous room sizes, and practical updates throughout. One bathroom includes a wheelchair-accessible shower, providing convenient accessibility for all ages and abilities.
Listing is courtesy of: STELLAR REAL ESTATE AGENCY LLC (352-585-1562)
Listing Agent: Christopher Mendoza (352-470-9383)
100 WAVERLY WAY #303, CLEARWATER, FL 33756
$155,000166 Days on yellowkey MLS ID: TB8448471
REDUCED by $10,000 (6.1%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1971 Tax: $182 (2025)Community: Waverly Towers CondoCondo
Taxes:$182
Remarks: $10K PRICE IMPROVEMENT!!! Absolutely wonderful, fully-updated 2-bedroom 2-bath condo. Owner did everything to her unit to create a comfortable and welcoming atmosphere. Both bathrooms have been fully remodeled (one with a walk-in shower, one with a new bathtub), kitchen has been remodeled, each bedroom has a built-in desk with bookshelves. And the entire condo has wood-look ceramic tile (not LVP) floors! Plenty of storage space! Location is fabulous - walking-distance to downtown Clearwater, 10 minutes from Clearwater Beach, close to St. Pete/Clearwater Airport and Tampa Int'l Airport. One block to grocery stores, CVS, etc. Original windows have all been replaced with hurricane-grade, energy-efficient windows. The building is not in a flood zone, is solid construction, and features a community pool! Easily commutable to airports and Tampa. Each unit has its own assigned parking space. Cable and High-Speed Internet, plus Water and Trash included in the monthly maintenance. Condo faces east, so you can watch the sunrise as you drink your morning coffee or tea. Come visit this unit and fall in love! SELLER WILL CONSIDER ANY REASONABLE OFFER!!! BUYER INCENTIVE! Seller offering to pay first 3 months of HOA for Buyer.
200 N BETTY LN #1C, CLEARWATER, FL 33755
$125,00047 Days on yellowkey MLS ID: A4686445
REDUCED by $24,900 (16.6%) on 04/23/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 875 Built: 1955Monthly Fee: $497 Tax: $1,347 (2025)Community: Betty Drew Apts Co-OpCondo
Taxes:$1,347
Remarks: Welcome to Unit 1-C at 200 N Betty Lane! This 55+ cooperative community offers an inviting opportunity to enjoy relaxed, low-maintenance living in the heart of Clearwater. This charming unit comes completely TURNKEY FURNISHED and features a comfortable and efficient layout that makes the most of its space. The bright interior creates a warm and welcoming atmosphere, while the functional floor plan provides comfort and flexibility. Whether you're looking for a full-time residence, an investment property, or a seasonal retreat, this condo offers a wonderful place to call home! This 1-bedroom, 1-bath unit features low maintenance TERRAZO flooring, stainless steel appliances, and the convenience of GROUND FLOOR living - Just steps away from your assigned COVERED parking space, assigned private storage area, and the ground level laundry room! The location is another standout feature. Walk to the beautiful Clearwater Country Club or take a short 10-minute drive to the world-famous Clearwater Beach, celebrated for its powder-soft sand, beautiful Gulf waters, and spectacular sunset views. Whether you enjoy morning beach walks, waterfront dining, or simply soaking up the Florida sunshine, the coast is always within easy reach. Nearby Coachman Park has recently been beautifully redeveloped and serves as a gathering place for concerts, festivals, and waterfront recreation throughout the year. Residents can also explore local attractions such as the Clearwater Marine Aquarium, a beloved destination known for marine life rescue and education. Everyday conveniences are close at hand as well, with shopping, grocery stores, medical services, and dining options located just minutes from the community. The central Pinellas County location also allows easy travel throughout the Tampa Bay area, with convenient access to both St. Petersburg and Tampa for additional cultural attractions, sporting events, and airport access. Unit 1-C at 200 N Betty Lane offers the perfect blend of comfort, community, and location—making it an excellent opportunity to enjoy the relaxed lifestyle that makes Clearwater such a sought-after place to live.
Listing is courtesy of: NETWORK REAL ESTATE GROUP (941-803-0344)
Listing Agent: Shawn Peacher (703-405-2615)
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