Location: Clearwater , 33763
Do Not Show Listings
2068 CHERYL DR, CLEARWATER, FL 33763
$348,00076 Days on yellowkey MLS ID: TB8489581
1 Days Off yellowkey (back on 6/1/2026)
REDUCED by $7,000 (2.0%) on 05/21/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1627 Built: 1986Monthly Fee: $299 Tax: $3,961 (2025)Community: Villas Of Lake ArborVilla
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,961
Elementary School: Leila G Davis Elementary-PN
High School: Dunedin High-PN
Tax Year: 2025
Middle School: Safety Harbor Middle-PN
Remarks: Under contract-accepting backup offers. NEW LOWER PRICE.....STOP!! THIS IS THE ONE! Stunning Renovation in the Villas of Lake Arbor! This is an exceptional renovation with a tranquil setting. WOW! You will not find another renovation like this in the Villas of Lake Arbor. Tucked around the corner and away from the hustle and bustle of the community, this condo offers a peaceful retreat with outstanding soundproofing between units. Enjoy a quiet, serene atmosphere where life is both enjoyable and restful. Spacious and Modern Interior Design! This home is filled with natural light and has been extensively updated for modern living. Thoughtfully removed walls create a seamless, open floor plan that allows the space to flow effortlessly. The living and dining rooms feature vaulted ceilings, providing ample space for even your largest furniture. Gourmet Kitchen and Functional Layout! The kitchen stands out with its high ceilings, real wood 42-inch cabinets, quartz countertops, and recessed lighting. An oversized pantry sits directly across from the laundry area, which adds even more pantry and storage space, all conveniently accessed via a stylish barn door. Flexible Floor Plan and Luxurious Bathrooms! This split-bedroom layout includes an office, den, or potential third bedroom (no closet), offering flexibility for your needs. The guest bathroom is beautifully updated and features double vanity sinks, & a relaxing jetted tub. In the master suite, sliding doors open to your private screened porch, and the en suite bathroom boasts a large remodeled shower & vanity, plus a walk-in closet & pull down stairs for attic storage. Quality Upgrades and Peace of Mind! Significant updates have already been completed, including a long-lasting clay tile roof installed in 2019. Hurricane windows provide extra security, and a water filtration system is in place for your convenience. With all the major work finished, you can move in with confidence. Community Amenities and Location: The low HOA fee includes cable and internet, access to a lakefront heated pool, clubhouse, outdoor cooking area, fishing dock, kayak storage, and lush mature landscaping. The vibrant and active 55+ community is ideally located near beaches, shopping, medical facilities, entertainment, & more. Don’t Miss This Opportunity! This spacious floor plan is rarely available, so don’t wait to make your move to this beautiful Florida community. Enjoy an easy, maintenance-free lifestyle surrounded by exceptional amenities and a welcoming neighborhood. And this beautiful home comes completely furnished ready for you to just step in the door and settle in! Square footage totals are achieved by adding in the enclosed lanai space. Tax records do not include this space and added in by owner. All measurements are believed to correct and buyer is encouraged to verify through inspections or other methods. Seller not responsible for any inaccuracies and home sold strictly as is.
Listing is courtesy of: RE/MAX REALTEC GROUP INC (727-789-5555)
Listing Agent: Cathy Mccarthy (727-452-9339)
2072 AUSTRALIA WAY W #32, CLEARWATER, FL 33763
$109,0009 Days on yellowkey MLS ID: TB8514076
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1971 Tax: $1,985 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$1,985
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to one of the best values in the highly sought-after On Top of the World 55+ community! This spacious 1,100-square-foot corner unit condo offers comfortable, maintenance-free living with a bright and open floor plan designed for both everyday enjoyment and entertaining. The light-filled living and dining area creates an inviting atmosphere, while the kitchen features attractive countertops, abundant cabinetry, and plenty of storage space. The generously sized primary suite easily accommodates a king-size bed, and the guest bedroom comfortably fits a queen-size bed. The updated bathroom has pedestal sink a soaking tub. Multiple closets throughout provide exceptional storage. Designed for convenient single-level living, this home is ideal for those seeking comfort and accessibility. The versatile Florida Room offers additional living space perfect for a home office, media room, hobby area, or craft room. Just outside the back door, you’ll enjoy convenient access to the elevator and laundry facilities—almost like having your own private laundry room without the added expense. For added peace of mind, this property is located in a non-flood zone and non-evacuation zone. Enjoy the Florida lifestyle year-round, whether as a primary residence, seasonal retreat, or investment in a vibrant community. Residents of On Top of the World enjoy an impressive array of amenities, including two activity centers, two private golf courses (9-hole and 18-hole) available exclusively to resident owners at no additional cost, two heated swimming pools, and a recently updated fitness center featuring modern cardio equipment. Pet lovers will appreciate the fenced dog park with covered seating. The community also offers hobby studios, a woodworking shop, fitness classes, dancing, clubs, cards, billiards, entertainment, educational programs, and countless social activities. The convenient on-site Good Karma Café provides take-and-bake meals, snacks, and refreshments. Ideally located near world-class Gulf beaches, shopping, dining, entertainment, and transportation, this home offers an exceptional combination of affordability, convenience, and lifestyle. Assigned parking included. Association approval required. If financing, a minimum 35% down payment is required.
Listing is courtesy of: TOM TUCKER REALTY (727-692-3997)
Listing Agent: Dave Doherty (727-639-2371)
2434 AUSTRALIA WAY E #12, CLEARWATER, FL 33763
$114,90010 Days on yellowkey MLS ID: W7886269
0 Days Off yellowkey (back on 5/31/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1968Monthly Fee: $488 Tax: $445 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$445
Remarks: Under contract-accepting backup offers. Welcome to this beautifully updated 2-bedroom, 1-bath first-floor CORNER UNIT in the highly sought-after 55+ community of On Top of the World! Situated in a FEE SIMPLE building!! Enjoy added privacy with only one adjoining neighbor and the convenience of being just a short distance from the clubhouse and community amenities. This move-in ready home features fresh interior paint and brand-new luxury vinyl flooring in both bedrooms. The spacious floor plan includes a bright Florida room, washer and dryer hookup, a designated parking space, and a separate storage room perfect for seasonal items and extra belongings. Residents of On Top of the World enjoy an exceptional lifestyle with two activity centers, two private golf courses (9-hole and 18-hole) available exclusively to resident owners at no additional charge, two heated swimming pools, and a remodeled cardio gym with modern exercise equipment. The community is pet-friendly and features a fenced dog park with covered seating, hobby studios, a woodshop, fitness classes, dancing, clubs, cards, billiards, entertainment, educational classes, and more. The on-site Good Karma Café offers convenient take-and-bake meals and snacks. Ideally located near beaches, shopping, dining, entertainment, and transportation. Association approval is required. If financing, a minimum 35% down payment is required. All room sizes, floor plans, and square footage are approximate. Call to schedule your private tour!
Listing is courtesy of: RE/MAX CHAMPIONS (727-807-7887)
Listing Agent: Ashley Quaife (910-381-3111)
2452 ENTERPRISE RD #29, CLEARWATER, FL 33763
$129,900154 Days on yellowkey MLS ID: G5106233
REDUCED by $5,000 (3.7%) on 05/31/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 593 Built: 1984 Tax: $1,933 (2024)Community: Villas At Countryside TheCondo
Taxes:$1,933
Tax Year: 2024
Remarks: Beautiful 1-Bedroom Condo in The Villas at Countryside – Prime Clearwater Location! Welcome home to this charming 1-bedroom, 1-bath condo located in the desirable Villas at Countryside community in Clearwater, Florida. This move-in-ready home offers comfort, convenience, and a fantastic location just minutes from world-famous beaches, shopping, dining, and entertainment. Step inside to find a bright, open living space with plenty of natural light and neutral finishes throughout. The kitchen comes fully equipped with a range, refrigerator, microwave. Plus a convenient in-unit washer and dryer. Enjoy the Florida lifestyle year-round in your spacious 7x15 glass-enclosed rear patio, perfect for morning coffee, and relaxing. (Note: this additional living area is not included in the recorded square footage—giving you even more space to spread out and enjoy!) The Villas at Countryside offers residents peaceful, well-maintained surroundings with amenities that may include a community pool, clubhouse, and beautifully landscaped grounds. This condo is ideal as a primary residence, vacation retreat, or investment property—close to Countryside Mall, Dunedin, Safety Harbor, and just a short drive to Clearwater Beach. Don’t miss your opportunity to own an affordable slice of paradise in one of Clearwater’s most convenient and sought-after communities!
Listing is courtesy of: SALTY PAWS PROPERTIES, LLC (407-694-8163)
Listing Agent: James Colston Jr (727-470-8238)
2231 UTOPIAN DR E #219, CLEARWATER, FL 33763
$199,00063 Days on yellowkey MLS ID: TB8493294
REDUCED by $26,000 (11.6%) on 05/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1210 Built: 1995 Tax: $2,670 (2025)Community: On Top Of The WorldCondo
Taxes:$2,670
Remarks: Step into easy, carefree living with this beautifully maintained 2-bedroom, 2-bath condo located in the highly sought-after On Top of the World 55+ gated community in Clearwater. This bright and inviting home offers 1,210 square feet of living space, a well designed layout featuring a large kitchen, open concept living and dining area, generously sized bedrooms, ample closet space, with an additional storage area for your in-unit washer & dryer—providing both comfort and functionality. Additionally there is 1 assigned parking space and guest parking available. Positioned just east of Belcher Road, this location offers a peaceful setting while still being conveniently close to the community’s outstanding amenities. Residents enjoy access to two golf courses, including both an 18-hole and a 9-hole course, as well as two activity centers that host a wide variety of social events and recreational activities. Stay active in the fully equipped fitness center featuring modern cardio machines, strength training equipment, circuit training, and spinning classes. The community also offers a scenic private park set along a tranquil lake with a walking trail—perfect for enjoying the outdoors. For added convenience, complimentary bus service provides easy access to nearby shopping centers. Ideally located just minutes from Clearwater’s top rated beaches, as well as a variety of dining and retail options, with Publix directly across the street for everyday needs. Whether you’re seeking a full-time residence or a seasonal getaway, this home offers a perfect blend of comfort, convenience, and a vibrant, resort-style lifestyle.
Listing is courtesy of: KELLER WILLIAMS ST PETE REALTY (727-894-1600)
Listing Agent: Jac Smith (727-228-1777)
2296 MONACO LN #10, CLEARWATER, FL 33763
$237,00074 Days on yellowkey MLS ID: TB8489809
REDUCED by $5,000 (2.1%) on 04/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1325 Built: 1992Monthly Fee: $577 Tax: $2,559 (2025)Community: On Top Of The WorldCondo
Taxes:$2,559
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath first-floor condo located in the highly sought-after 55+ community of On Top of the World in Clearwater, Florida. This move-in-ready unit features stunning luxury flooring throughout, fresh interior paint completed within the last year, a new impact-rated back door, and updated window blinds. The HVAC system was replaced in May 2022, offering peace of mind for years to come. This community offers a clubhouse, multiple pools, and excellent walkability throughout the neighborhood. Conveniently located just 9 miles from beautiful Gulf beaches and close to shopping, dining, and everyday essentials. If you've been waiting for the perfect opportunity to own in this desirable community, don't wait-this one will not last long!
Listing is courtesy of: COLDWELL BANKER REALTY (813-289-1712)
Listing Agent: Karen Moore (812-201-1658)
2210 UTOPIAN DR E #214, CLEARWATER, FL 33763
$247,500159 Days on yellowkey MLS ID: TB8459330
REDUCED by $10,000 (3.9%) on 05/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1325 Built: 1997 Tax: $3,008 (2024)Community: ReserveCondo
Taxes:$3,008
Remarks: One or more photo(s) has been virtually staged. Paradise Reserve – On Top of The World’s exclusive gated community - This 3 bedroom, 2 bath condo is located in the desirable Preserve section of the community. With over 1300 square feet, this turn-key condo has a unique layout, waterproof laminate tile throughout the central space, and plenty of natural light. The living and dining room flow easily into the kitchen, perfect for entertaining. The updated kitchen is light and bright with stainless/black appliances, custom backsplash(can be tiled or painted over, if not your taste), with stone-look countertops. The Master Suite is complete with a walk-in closet and ensuite tiled bath. The master bath has a walk-in shower with a bench seat and an updated vanity. Bedroom 2 is spacious with a large wall closet and shares the hall bath with an updated vanity and tiled shower/tub combo. Bedroom 3/Flex room has tray ceilings, built-ins, and a large wall closet hidden behind the bookshelves with ample storage. The inside utility room is complete with a washer and dryer as well as additional storage. The unit is located in a NON-EVACUATION ZONE and 60 ft above sea level, and has ENERGY EFFICIENT HURRICANE IMPACT WINDOWS, keeping electric bills minimal and you can have peace of mind during storms. The condo is on the second floor near the elevator, one of the few buildings with two elevators. The building has a community storage room, with this unit having a private wooden cabinet. Assigned parking space near the unit. HOA fees include water, sewer, trash, cable/internet, as well as the various community amenities. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for resident 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 woodshop 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 snacks and take-n-bake meals. The OTOTW community has free bus service as well as additional transportation options available, including wheelchair service. A variety of medical resources are located nearby. Close to shopping(within walking or bike riding to Publix and Bank of America, .25 miles), restaurants, and entertainment. You can also enjoy biking around the neighborhoods, and storing your bike in your nearby storage room is easy! Come take a look…You’ll like what you see!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Denise Wilkinson (727-560-6710)
2072 AUSTRALIA WAY W #42, CLEARWATER, FL 33763
$315,00040 Days on yellowkey MLS ID: TB8503415
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1971 Tax: $3,284 (2025)Community: On Top Of The WorldCondo
Taxes:$3,284
Remarks: Stunning fully renovated penthouse corner unit!!! nothing to do but move in and enjoy the maintenance free Florida lifestyle in this spacious open concept 2 bed 2 full bath 1400 sq ft condo(with a bonus space that can be used for a family room, office or third bedroom )there is a full size laundry space inside the unit for your convenience , located in the sought after Top of The World community in Clearwater Florida , situated in a FEE SIMPLE building with parking conveniently located right in front of the unit. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for resident 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. Close to beaches, transportation, shopping, entertainment, and fine dining. All room sizes, floor plans and square footage are approximate. Call today to schedule your private showing as this one won't last long!!
Listing Agent: Sherry Feijoo (727-421-3718)
2124 GREENBRIAR BLVD, CLEARWATER, FL 33763
$379,00042 Days on yellowkey MLS ID: TB8502677
REDUCED by $10,000 (2.6%) on 05/15/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1119 Built: 1966 Tax: $2,240 (2025)Community: Greenbriar Unit 6-ASingle Family
Taxes:$2,240
Remarks: Welcome to your move-in ready Clearwater retreat! Nestled in the sought-after Greenbriar community, this well-maintained 2-bedroom, 2-bath home combines modern comfort with classic Florida charm. Perfect for downsizers, snowbirds, or year-round residents seeking a low-maintenance lifestyle, this residence offers an ideal blend of convenience, efficiency, and location. Step inside to find a bright, open living and dining area with abundant natural light and neutral finishes that complement any style. The kitchen features plenty of cabinetry and workspace, opening seamlessly to the dining area—perfect for casual meals or entertaining. Both bedrooms are generously sized, and the primary suite includes an en suite bath for added privacy. Enjoy peace of mind with a brand-new HVAC system and ductwork installed in 2023, ensuring energy efficiency and comfort throughout the seasons. The low-maintenance yard allows you more time to enjoy Florida living—whether it’s relaxing in your screened porch, visiting the community clubhouse, or exploring nearby attractions. Located minutes from Downtown Dunedin, Countryside Mall, world-famous Clearwater Beach, and just a short drive to both Tampa and St. Pete, this home offers unbeatable access to dining, shopping, and recreation. Residents of Greenbriar enjoy a friendly, established neighborhood with optional community amenities, including a pool and fitness center—without the high monthly fees. Key Features: 2 Bedrooms | 2 Bathrooms | 1-Car Garage New AC & Ductwork (2023) Low Maintenance Landscaping Light, Open Floor Plan Prime Clearwater Location Close to Beaches, Shopping & Parks Optional HOA Amenities Move-in ready, exceptionally well-cared-for, and ideally located—2124 Greenbriar Blvd represents the best of easy Florida living.
Listing is courtesy of: VREELAND REAL ESTATE LLC (904-347-7690)
Listing Agent: Kris Nelson (503-997-4754)
2284 PHILIPPINE DR #69, CLEARWATER, FL 33763
$245,00014 Days on yellowkey MLS ID: TB8510262
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1340 Built: 1987Monthly Fee: $592 Tax: $2,008 (2025)Community: On Top Of The WorldSpa: YesCondo
Taxes:$2,008
Remarks: Beautiful FULLY FURNISHED 2-Bed/2-Bath Condo in On Top of the World 55+ Community - A SNOWBIRD'S HAVEN! Welcome to this beautiful, fully furnished and well-maintained 2-bedroom, 2-bath, 1,400 sq ft condo in the highly desirable On Top of the World 55+ community. Located on the third floor with elevator access, this spacious El Dorado floor plan offers abundant natural light, peaceful views, and an open line of sight from the front door to the back window. The inviting living area flows into a well-appointed kitchen featuring ample cabinet storage, a pantry, granite countertops, and a large peninsula. The dining area stands out with its beamed ceiling, warm lighting, and thoughtful design touches that create an exceptionally welcoming atmosphere. The generous primary bedroom includes an en-suite bath with heat lamp, excellent closet space, and an in-unit washer and dryer. The guest bedroom is ideal for visitors, a home office, or hobbies and is currently furnished with a lovely queen bedroom set. Every piece of furniture showcases a classic Florida style look, offering both comfort and coastal charm. Additional highlights include assigned parking, updated windows throughout, ceiling fans in every room, a 2015 AC system, and gracefully maintained Florida-style furnishings. Kitchen appliances include an ice maker and air-fryer. This home is truly move-in ready.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Christine Weber (575-268-8542)
2295 AMERICUS BLVD E #7, CLEARWATER, FL 33763
$199,90056 Days on yellowkey MLS ID: TB8497408
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1370 Built: 1988 Tax: $604 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$604
Remarks: FIRST FLOOR, 2 Bed/2 Bath, highly desirable Emerald condo! Located on the sought after West Side of OTOW. Upon entrance, you will be greeted by impressive ceramic tile flowing seamlessly throughout. NO CARPET ANYWHERE! The sizeable living area will capture your attention. IMPACT RESISTANT WINDOWS complement the entire home. Discover the cozy kitchen, featuring neutral cabinetry, a tasteful backsplash, an upright freezer, not mention; a window! Experience total bliss with your very own interior washer and dryer! The roomy primary bedroom features an private en-suite bath. Both bedrooms provide generous closet space. Having both a front and rear patio offers versatile outdoor living spaces, whether you prefer to relax in the front or savor more privacy in the back. HVAC replaced in 2021. Schedule your showing today, as this gem won't last long! All washer, dryer and hookups must be approved by the association. 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. This property is being transferred by a leasehold estate deed. Association approval is required. If financing, a 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)
2459 COLUMBIA DR #67, CLEARWATER, FL 33763
$119,99519 Days on yellowkey MLS ID: TB8510178
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 825 Built: 1971 Tax: $792 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$792
Remarks: This is the absolutely immaculate, 1 bed/1 bath condo you have been waiting for! Enjoy top floor living, without neighbors above! With an abundance of upgrades, this outstanding condo exudes excellence. Upon arrival, the inviting feel will capture your attention. Soak in the natural light permeating though the IMPACT RESISITANT WINDOWS. Not to mention, an impact resistant front door! Notice the impressive flooring, NO CARPET ANYWHERE! The open kitchen is complemented by Corian countertops, pendant lighting, and a newer sink. The gorgeous updated shower includes convenient built-in shelves. Stylish 6-panel doors separate the bedroom from the Florida room, adding charm and privacy. For added peace of mind, major upgrades include a replaced electrical panel in November of 2022, HVAC replaced in May of 2022 and water heater in 2021. 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. If financing, a 35% down payment is required.
2433 BRAZILIA DR #41, CLEARWATER, FL 33763
$129,90044 Days on yellowkey MLS ID: TB8490053
REDUCED by $5,100 (3.8%) on 05/30/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 855 Built: 1968 Tax: $1,758 (2025)Community: On Top Of The WorldCondo
Taxes:$1,758
Remarks: Welcome to maintenance-free living in the highly desirable 55+ community of On Top of the World Clearwater! This fully renovated 1-bedroom, 1-bath condo has just been completed and has never been lived in since the renovations. Step inside to a light and bright interior featuring a beautifully updated kitchen with quartz countertops, white shaker cabinetry, and stainless steel appliances. The spacious layout flows seamlessly to a large covered private balcony with new ceiling fans, creating an inviting outdoor living space perfect for relaxing or entertaining year-round, with potential to enclose for additional interior living space. The primary bedroom is generously sized with ample closet space, while the fully updated bathroom features white shaker cabinetry, quartz countertops, and a tub/shower combination, delivering both style and functionality. Every detail has been thoughtfully updated, providing a move-in ready home with a clean, modern feel throughout. Enjoy the added convenience of a community elevator located just steps from your front door, along with assigned parking and a well-maintained building. Residents of On Top of the World enjoy an exceptionally active, amenity-rich lifestyle with access to tennis courts, pickleball, multiple swimming pools, a fitness center, community center, library, billiards room, card room, dog park, and a full calendar of social activities. The community is pet friendly. Ideally located near top-rated hospitals, as well as just minutes to Clearwater Beach, Countryside Mall, Downtown Dunedin, Safety Harbor, and the Pinellas Trail—offering the best of Florida’s coastal lifestyle with shopping, dining, recreation, and beaches all nearby. Whether you’re looking for a full-time residence, seasonal retreat, or low-maintenance Florida condo, this home delivers exceptional value, modern updates, and the lifestyle you’ve been waiting for.
Listing is courtesy of: EXP REALTY (727-449-9276)
Listing Agent: Kathie Lea (727-422-9455)
2371 INDIGO DR, CLEARWATER, FL 33763
$314,90082 Days on yellowkey MLS ID: TB8487837
2 Days Off yellowkey (back on 4/22/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1070 Built: 1962 Tax: $5,055 (2025)Community: GreenbriarSingle Family
Taxes:$5,055
Elementary School: Garrison-Jones Elementary-PN
Remarks: Under contract-accepting backup offers. Waterfront living without the worry, this well maintained 2 bedroom, 2 bathroom home with a 1 car garage is ideally located in Greenbriar and NOT in a flood zone. The home is also equipped with solar panels, offering added energy efficiency and long term savings. Offering a relaxed coastal feel in the heart of Clearwater near Dunedin, this home blends comfort, functionality, and scenic views. Inside, the kitchen is finished with quartz Cambria countertops and flows easily into the main living areas, creating a layout that works for both everyday living and entertaining. The spacious primary suite features a private bathroom and a walk-in closet. The sun drenched Florida room adds additional living space, perfect for relaxing or enjoying the peaceful surroundings. Step outside to a low maintenance front yard and a beautifully scenic backyard with lush green grass and tranquil water views that feed into nearby Jerry Lake, offering opportunities for fishing and outdoor enjoyment right from your own backyard. Greenbriar residents enjoy access to a heated community pool, fitness room, and an active clubhouse with regular events and activities, all while maintaining a low HOA. The location truly stands out, just minutes from Countryside Mall for shopping and dining, and a short drive to the restaurants, breweries, and waterfront parks of Downtown Dunedin and Downtown Clearwater. You are also conveniently close to the Pinellas Trail, multiple golf courses, local hospitals, and spring training stadiums for both the Philadelphia Phillies and Toronto Blue Jays. Best of all, the world famous Clearwater Beach is approximately 8 miles away, making it easy to enjoy white sand beaches and stunning Gulf sunsets whenever you choose. Schedule your showing today.
Listing Agent: Calvin Pringles (727-244-7854)
2310 DENMARK ST #46, CLEARWATER, FL 33763
$145,000139 Days on yellowkey MLS ID: TB8466419
1 Days Off yellowkey (back on 5/29/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1977 Tax: $1,932 (2024)Community: On Top Of The WorldCondo
Taxes:$1,932
Remarks: Under contract-accepting backup offers. Welcome home to your impeccably clean & maintained 2nd floor condominium at On Top Of The World! This roomy condo is cheerful, sunny & move in ready! Furnished condo includes a queen size hide-a-bed in the living room for extra guests. The floorplan features a spacious & charming combined living/dining area, with wood look laminate flooring. The kitchen is light & bright with vinyl flooring & newer ceiling light. The owners added a sweet kitchen cabinet around the refrigerator for extra storage & display, with a quartz counter-top. The sunlit breakfast room adjoins a cozy Florida room with a newer ceiling fan. The primary bedroom has an en suite for your convenience and privacy, including a tiled step-in shower. The second bathroom has its own bathtub. This condo features Home Depot installed PGT Vinyl Windows in the family room, living room, bathroom and 2nd bedroom for your peace of mind. Windows have a transferable limited warranty. Upgraded tankless hot water system delivers continuous hot water while keeping energy bills low. On Top of the World is a lively 55+ gated, pet friendly golf community. Amenities include 2 Golf Courses (18-hole and 9-hole), as well as 2 Pools (one heated), Sauna, Hot Tub, computer room, library, cafe, dog park, woodworking shop, lawn bowling, walking trails, pickleball and tennis courts! The newly remodeled Cardio Gym is equipped with up-to-date exercise machines. Lots of entertainment here and numerous clubs to have fun with friends. Less than 30 minutes away from the famous Clearwater Beach, 15 minutes away from downtown Dunedin, and 5 minutes from Countryside Mall. Overall, this is a great property to call home! Don't miss out on this Sunshine State gem!
Listing is courtesy of: LIPPLY REAL ESTATE (727-314-1000)
Listing Agent: Joe Gibbons (727-688-0699)
24862 US HIGHWAY 19 N #3002, CLEARWATER, FL 33763
$89,900243 Days on yellowkey MLS ID: TB8435305
REDUCED by $9,000 (9.1%) on 05/29/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 640 Built: 1979 Tax: $140 (2024)Community: Hill Crest VillasVilla
Taxes:$140
Remarks: GREAT PRICE!!!!!!!NO LAND LEASE villa style condo in the back of the community offering tons of privacy, peace and quiet. This 600 sq.foot unit @ Clearwater's Hill Crest Villas feels much larger with the additional back bonus Florida Room adding approximately 150 sq. feet. This villa has a FULL SIZED washer and dryer too!! Matched tile floor thruout entire unit gives it a seamless vibe. Bedroom floor is ready for resurfacing. There is NO CARPET in entire home. 2 large closets in bedroom allow plenty of room for all your fabulous fashion options. IMPACT Windows installed in 2018. Custom shower insert and granite topped vanity in bath. Attic storage for all your extras. Covered parking directly at your front door keeps car cool, clean and dry. HUGE and sunny community pool with adjacent clubhouse. Hill Crest is a wonderful all-ages and pet friendly community located literally in the middle of everything. 10 minutes to Safety Harbor, 10 minutes to Dunedin, 10 minutes to downtown Clearwater, walk to Phillies Spring training, 6 blocks to world class shopping and dining @ The Countryside District featuring BJ's Brewhouse, PF Changs, Grillsmith, CHEESECAKE FACTORY, Homegoods, TJ Maxx, WHOLE FOODS, Dillards, MACYS and so much more. Aldi grocery store is LITERALLY next door, so no need to get in the car. PERFECT home for snowbirds, downsizer's, first timer's. NON EVACUATION ZONE and NON FLOOD ZONE! ON SITE management keeps the property in tip top condition. Monthly fee includes cable, roof, internet, pool, manager, lawn care, trash, clubhouse, exterior maintenance, exterior pest control. AC recently had a check up, and its running FROSTY cold! Pinellas trail literally in the backyard for biking or walking. This unit is ready for its next owner's vision. Priced right and waiting for you!!!
Listing is courtesy of: GALLERY PROPERTIES INTERNATIONAL (727-726-3333)
Listing Agent: Ted Ciske (727-385-9192)
2472 ENTERPRISE RD #6, CLEARWATER, FL 33763
$174,900214 Days on yellowkey MLS ID: TB8446261
REDUCED by $5,000 (2.8%) on 05/29/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 817 Built: 1980 Tax: $3,072 (2024)Community: Villas At Countryside TheCondo
Taxes:$3,072
Remarks: LOCATION..LOCATION..LOCATION* Villas of Countryside close proximity to countryside mall, and minutes to the airport or beaches. Corner unit with covered parking near your front door* Freshly painted unit with vinyl flooring throughout unit* nice screened in porch* stainless steel appliances* granite countertops* inside utilities offers a washer and dryer* central heat and air* Pet friendly and NOT a 55+ community* community pool*
Listing is courtesy of: 1ST CLASS REAL ESTATE LLC (727-797-7500)
Listing Agent: Michael Spithoyanis (727-418-9694)
2285 ISRAELI DR #17, CLEARWATER, FL 33763
$185,00045 Days on yellowkey MLS ID: TB8501674
REDUCED by $14,000 (7.0%) on 05/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1979 Tax: $2,293 (2025)Community: On Top Of The WorldCondo
Taxes:$2,293
Remarks: One or more photo(s) has been virtually staged. Opportunity knocks! Here we have a first (1st) floor, wheel-chair accessible (ramps are removable), 1400 Sq. Ft., 2-bedroom, 2 full bath, F-Deluxe layout, condominium located in the desirable "On Top of the World" 55+ Golfing Community where owners golf for free. Beautiful Golf course views from the back patio. The flooring is luxury waterproof vinyl throughout the living room into the Florida Room. Ceramic tile flooring in each bedroom and bathroom. Updated bathroom vanities and master shower which is newly tiled. Updated wood kitchen, soft-touch drawers and roll-out shelving, Schuler Cabinetry, solid countertops with plenty of storage space and shelving; it also has newer stainless appliances. The unit includes a ventless washer/dryer combo installed in 2023. The unit has a FRONT and BACK patios (Aluminum Awning on back patio installed 2025). Both patios are sheltered and can be enjoyed rain or shine and there is usually a cool breeze when enjoying the front patio. This is a beautiful home you do not want to miss. On Top of the World is a 55+, golfing community. It has two (2) golf courses, one 18 hole, the other 9 hole. You can enjoy access to two heated pools, state-of-the-art cardio fitness gym, tennis, pickle ball courts, as well as two recreation centers that provide year-round entertainment and a plethora of clubs and activities for almost every interest and hobby. Additionally, the community is close to airports, shopping and professionals of all needs and just 20 minutes away from the most beautiful Gulf Beaches in the nation. (note: some pictures are virtually staged to show potential)
Listing is courtesy of: BONOMO REALTY LLC (727-733-3777)
Listing Agent: Denise Wilder (727-742-6830)
2153 KARAN WAY, CLEARWATER, FL 33763
$960,00012 Days on yellowkey MLS ID: TB8513401
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2867 Built: 1985 Tax: $6,138 (2025)Community: Marla Grove EstatesSingle Family
Taxes:$6,138
Remarks: Welcome to a truly one-of-a-kind waterfront retreat in unincorporated Clearwater’s desirable Marla Groves Estates near Dunedin. Situated on over half an acre along the shores of Harbor Lake, this fully renovated and professionally furnished property offers an exceptional blend of luxury living, resort-style amenities, and proven income potential, while also offering the rare benefit of being located outside of a flood zone with no HOA restrictions. Extensively renovated and transformed in 2025 with upgrades including a new roof (including flat roof), newly resurfaced pool, and brand-new pool heater, this expansive residence features 4 bedrooms plus an enclosed sunroom/office, 3 bathrooms, and approximately 2,867 square feet of thoughtfully designed living space curated for both everyday comfort and unforgettable entertaining. Vaulted ceilings, hardwood flooring, designer finishes, two stunning stone fireplaces, and multiple indoor-outdoor gathering spaces create a warm yet elevated atmosphere throughout the home. Step outside into your own private lakeside oasis featuring a heated pool, expansive entertaining areas, mature landscaping, and direct access to Harbor Lake — a rare 40-acre spring-fed lake where boating, kayaking, and fishing are permitted. The oversized fenced lot includes abundant parking with room for guests, boats, RVs, and recreational vehicles. The spacious primary suite and additional upstairs bedroom open to a large screened balcony overlooking the pool and lake, offering breathtaking sunset views and a true retreat-like experience. Whether used as a full-time residence, second home, luxury vacation property, or income-producing short-term rental, this property offers unmatched versatility. This home is currently operating as a successful high-performing Airbnb with Guest Favorite and Superhost status. Furnishings available separately for purchase, making this a potential turnkey opportunity for buyers interested in continuing short-term rental operations. Ideally positioned near Dunedin, Clearwater Beach, Honeymoon Island, MLB Spring Training fields, golf courses, shopping, dining, and Tampa International Airport. This exceptional property delivers the best of Florida waterfront living with privacy, flexibility, and lifestyle at its core. Rarely does a property combine this level of location, land, water access, renovation quality, and income potential in one offering.
Listing is courtesy of: REALTY EXPERTS ASSOCIATES (727-614-0105)
Listing Agent: Jennifer Mcdonnell (727-247-2896)
2043 DENMARK ST #39, CLEARWATER, FL 33763
$105,00050 Days on yellowkey MLS ID: TB8498506
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 825 Built: 1971 Tax: $1,701 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$1,701
Elementary School: McMullen-Booth Elementary-PN
High School: Countryside High-PN
Remarks: This fully furnished, turnkey gem is ready for you to simply unpack and start living! Bright and inviting, this charming 1-bedroom, 1-bath retreat offers a bonus sun-room — perfect spot for morning coffee or a quiet afternoon read. Low-maintenance laminate flooring flows throughout, while the kitchen features granite countertops, a tile backsplash and a new dishwasher. Well-maintained 2017 HVAC and a new 2026 water heater ensure piece of mind. Beyond your front door, life at On Top of the World (OTOW), an active, 55+ community, offers two private golf courses — an 18-hole and a 9-hole — completely free to resident owners with an activity card. Cool off or unwind in one of two heated outdoor pools. Stay active with tennis and pickleball courts, shuffleboard, horseshoes and lawn bowling or take your fitness to the next level at the state-of-the-art East Activity Center, featuring top-tier cardio and strength equipment alongside an aerobics studio for yoga, Tai Chi and more. Creative souls will love the woodshop and artistic studios, while social butterflies can explore over 175 resident-led clubs, gather in the grand ballroom and auditorium, browse the community library or catch up with neighbors at The Good Karma Café. Outside, enjoy two freshwater fishing piers, a dedicated dog park and beautifully landscaped grounds with paved paths for walking and biking. This is more than a home — it's a lifestyle upgrade waiting for you!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Marcy Daniels (727-560-8080)
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