Location: Clearwater , 33763
Do Not Show Listings
2260 COSTA RICAN DR #6, CLEARWATER, FL 33763
$262,00040 Days on yellowkey MLS ID: TB8484175
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1370 Built: 1985 Tax: $3,342 (2025)Community: On Top Of The WorldCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,342
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: One or more photo(s) has been virtually staged. Imagine Coming Home to this beautifully updated unit located on the West side of the desirable On Top of the World 55+ golf community, this 1st-floor, 1,370 sq ft condo offers modern comfort just steps from the West Activity Center & its luxurious heated pool. The home features an updated kitchen with high-quality cabinetry, soft close doors, modern hardware, sleek quartz countertops, brand new Samsung stainless-steel appliances, under-cabinet lighting, and luxury vinyl tile flooring throughout. Updated doors & Updated windows paired with plantation shutters provide both style and energy efficiency, while fresh interior paint and ceiling fans add to the move-in-ready appeal. Both bathrooms have been tastefully updated, including a New Vanities, Commodes & Lightning. The primary bedroom offers an En suite' bathroom and exceptional storage with closet organizers, mirrored closet doors, a built-in storage unit, and a charming window seat that adds both character and functionality. Enjoy the convenience of front and back porches, perfect for relaxing outdoors, along with the added peace of mind of hurricane shutters. Newer A/C & Tankless Water Heater. The convivence of your parking space right outside your door makes it perfect. This thoughtfully improved home combines comfort, functionality, and an unbeatable location within one of Clearwater’s most active and welcoming 55+ communities.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Lynne Leida-Goldsmith, Pa (727-410-9099)
2220 SPANISH DR #26, CLEARWATER, FL 33763
$214,90019 Days on yellowkey MLS ID: TB8489537
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1680 Built: 1994 Tax: $1,816 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$1,816
Remarks: Discover the perfect blend of luxury and peace of mind in this expansive 2-bedroom, 2.5-bathroom condo located in the highly sought-after On Top of the World community. Spanning 1,680 sq. ft. of meticulously maintained living space, this home features high-end PGT impact-resistant windows, a updated HVAC system in 2018 and hot water heater in 2015 for ultimate efficiency and security. Rare for condo living, the residence includes a dedicated built-in utility room complete with a washer and dryer, ensuring maximum convenience. The open floor plan flows seamlessly toward a stunning, direct view of the lake, offering a serene backdrop for your daily life. Combining premium structural upgrades with an unparalleled waterfront location, this property truly represents the best of the Florida lifestyle. 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: Kenny Reiss (727-482-1183)
1832 SETON DR, CLEARWATER, FL 33763
$525,000216 Days on yellowkey MLS ID: TB8427548
REDUCED by $2,000 (0.4%) on 04/07/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1457 Built: 1977 Tax: $6,577 (2024)Community: Montclair Lake EstatesSingle Family
Taxes:$6,577
Elementary School: Dunedin Elementary-PN
High School: Dunedin High-PN
Tax Year: 2024
Middle School: Dunedin Highland Middle-PN
Remarks: NO FLOOD ZONE HERE !! 3/2/2 POOL HOME !! CORNER LOT with a SPLIT FLOOR PLAN, on the edge of DUNEDIN !! 1,457 square foot Block home, with $50k in SOLAR PANELS on top of a BRAND NEW ROOF !! Electric bills are $55 per month !! UPDATED with NEW ELECTRIC PANEL, GRANITE COUNTERS, RECESSED LIGHTING, NEW FLOORING, and MORE !! Close to shopping,restaurants, and entertainment !! Only 5 minutes to DOWNTOWN DUNEDIN, and only 15 minutes to WORLD FAMOUS CLEARWATER BEACH !!
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Luke Palmer (727-871-5853)
2460 FRANCISCAN DR #16, CLEARWATER, FL 33763
$224,90010 Days on yellowkey MLS ID: TB8494979
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1370 Built: 1974 Tax: $766 (2025)Community: On Top Of The WorldCondo
Taxes:$766
Remarks: FIRST FLOOR! GOLF COURSE VIEW! Beautiful first-floor unit located in the highly desirable On Top of the World community! Enjoy peaceful golf course views right from your back patio, overlooking the 13th and 14th holes. This well-maintained home features an updated kitchen with a newer stove, updated windows, and ceramic tile flooring throughout for easy maintenance and a clean-up. Relax and unwind on either your front or back patio—perfect for enjoying Florida’s sunshine and breezes. Convenient first-floor access makes this unit ideal for comfortable, low-maintenance living. Call today.
Listing is courtesy of: BONOMO REALTY LLC (727-733-3777)
Listing Agent: Susan Manser (813-966-0807)
2231 UTOPIAN DR E #219, CLEARWATER, FL 33763
$225,00011 Days on yellowkey MLS ID: TB8493294
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)
2226 SWITZERLAND WAY #46, CLEARWATER, FL 33763
$154,90066 Days on yellowkey MLS ID: TB8474038
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1985 Tax: $2,208 (2024)Community: On Top Of The WorldCondo
Taxes:$2,208
Remarks: Price lowered for quick sale! Well-maintained 2BR/2BA corner condo in desirable On Top of the World. Bright unit with laminate flooring throughout main living areas. Outer wall features 3 windows for great natural light. Spacious Kitchen/Family Room with amazing views. Kitchen includes closet pantry, stand-alone range with hood, and tile flooring. Both baths are clean and bright. Newer Hot water heater. Primary bedroom offers ample closet space and suite. There is a door for extra privacy. Windows have been updated. Newer hot water heater. Unit is being sold beautifully furnished – move-in ready! Enjoy all the amenities On Top of the World!
2220 SWEDISH DR #56, CLEARWATER, FL 33763
$214,00071 Days on yellowkey MLS ID: TB8472270
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 1991 Tax: $501 (2024)Community: On Top Of The WorldCondo
Taxes:$501
Remarks: One or more photo(s) has been virtually staged. Step into this light-filled 2-bedroom, 2-bath condo on the West Side of Clearwater’s highly desirable On Top of the World 55+ Golf Community. Located on the second floor, this home immediately impresses with its cathedral ceilings, Updated HURRICANE Impact resistant windows creating a bright, open, and airy atmosphere. Vinyl plank flooring throughout adds a clean, modern finish. The spacious gathering room is ideal for relaxing or entertaining, enhanced by updated windows that flood the space with natural light. The kitchen includes a new refrigerator, and the convenience continues with an in-unit washer and dryer. The 2017 A/C offers reliable comfort and peace of mind. The primary bedroom features an en suite bath with a bidet, providing privacy and comfort. Just outside your front door, enjoy a charming sitting area—perfect for morning coffee or evening breezes—along with beautiful views that make this location feel special. BRING ALL REASONABLE OFFERS. Additional storage in the core of the building gives you extra room for seasonal items or personal belongings. Situated on the west side of the community, you’ll appreciate being close to Harbor Lake, scenic walking trails, and all the amenities that make OTOW such a sought-after lifestyle—golf, clubs, activities, and more.
2431 CANADIAN WAY #37, CLEARWATER, FL 33763
$245,00081 Days on yellowkey MLS ID: TB8469449
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1970 Tax: $2,770 (2024)Community: On Top Of The WorldSpa: NoCondo
Taxes:$2,770
Remarks: Welcome to this beautifully updated 2 bedroom, 2 bathroom condo in the highly sought-after community of On Top of the World in Clearwater. This 1,400 sq. ft. second-floor unit features a fully renovated kitchen with brand new appliances, modern finishes, recessed lighting, and an open, inviting feel. Both bathrooms have been tastefully updated, while impact-resistant windows provide energy efficiency and peace of mind. Major updates include a new hot water heater in 2024 and HVAC installed in 2010. Enjoy the convenience of a dedicated storage unit and a prime location just steps from the activity center and pool. Live the resort lifestyle with nonstop amenities, exciting activities, and access to two beautiful golf courses. Assigned parking. 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. 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. Association approval is required. If financing, a 35% down payment is required.
2405 FRANCISCAN DR #11, CLEARWATER, FL 33763
$130,00015 Days on yellowkey MLS ID: TB8493877
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1974 Tax: $1,156 (2025)Community: On Top Of The WorldCondo
Taxes:$1,156
Remarks: Great opportunity to own a first-floor, 2-bedroom, 1-bath condo in the highly desirable On Top of the World community. This spacious 1,100 sq. ft. unit with a Florida room offers comfortable living and the convenience of ground-level access with both a front and back porch, plus a ground-level patio to enjoy the beautiful Florida lifestyle. New storm doors on both back and front entrances. Your assigned parking space is located directly in front of the unit for easy access. Inside, the condo features newer windows, a stackable washer and dryer in the kitchen for added convenience, and a complete HVAC system installed in 2019. The water heater was installed in 2008. The location of this building is excellent—close to the recreation center and many of the community amenities and activities. Residents of On Top of the World enjoy an exceptional array of amenities including: Two activity centers Two private golf courses (9-hole and 18-hole) free for resident owners Two swimming pools (both are heated). Hot tub at West side pool and Sauna at East side pool. Recently remodeled cardio gym with modern exercise equipment Hobby studios and activity rooms Dog park and outdoor recreation areas The community also offers a wide variety of indoor activities and social opportunities, including fitness classes, dancing, clubs, cards, billiards, entertainment, and educational classes. Easy to show—schedule your private showing today and start enjoying the Florida lifestyle! Note: 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: WATERFORD REALTY, INC. (727-409-2020)
Listing Agent: Maria Rocheleau (727-409-2020)
2298 AMERICUS BLVD E #38, CLEARWATER, FL 33763
$170,000138 Days on yellowkey MLS ID: TB8446058
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1210 Built: 1991Monthly Fee: $527 Tax: $556 (2024)Community: On Top Of The WorldCondo
Taxes:$556
Elementary School: Leila G Davis Elementary-PN
Middle School: Safety Harbor Middle-PN
Remarks: Top floor (floor 2 of 2 - no upstairs neighbors!) elevators available. , 2 bed/2 bath, condo! Located on the highly sought after West side of OTOW. This condo is clean and ready for someone to come and make it their own. New LVP flooring installed in 2026 in both bedrooms, living room, laundry/utility room. Tall ceilings and generous rooms. Soak in the natural light permeating through the IMPACT RESISTANT WINDOWS. Enter the spacious main bedroom, offering a large en-suite bath, with a dual sink vanity, walk-in shower. For added bliss, a WALK-IN CLOSET! Additionally, the second bedroom includes generous closet space. The hall bath includes a tub. As an extra bonus, enjoy your interior washer and dryer hookups and a laundry / utility room, plumbing and electrical have been certified. Windows installed in 2020 and HVAC 2023! Don't delay, schedule today! Assigned parking. 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. 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 35/100 down payment is required. Once installed, washed, dryer must be approved by the association. All association documents available.
Listing is courtesy of: CONCI, REALTORS (727-203-4967)
Listing Agent: Cyndi Olmstead (727-203-4967)
1960 UNION ST #28, CLEARWATER, FL 33763
$170,00018 Days on yellowkey MLS ID: TB8492216
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1049 Built: 1979 Tax: $966 (2025)Community: Oak Lake Park CondoCondo
Taxes:$966
Elementary School: Garrison-Jones Elementary-PN
Remarks: Tucked away from the main road in the quiet, pet-friendly community of Oak Lake Park, this second-floor condominium offers both privacy and everyday convenience with no age restrictions. Fresh exterior paint and brand-new roofs were completed in 2024, giving the community a clean, updated feel and added peace of mind. This unit overlooks the sparkling community pool, just steps from your sliding glass doors. The kitchen features a pass-through window to the living area, creating an open, connected flow that’s ideal for entertaining. Wood laminate flooring runs throughout, offering a stylish look with easy maintenance. The living room opens to a screened lanai with relaxing poolside views, while a split floor plan provides added privacy between the generously sized bedrooms. The primary suite includes a walk-in shower, and the guest bathroom offers a tub/shower combination. An interior laundry and utility room adds everyday convenience and includes a water softener system. The monthly condo fee includes water, sewer, and trash. The unit includes one assigned parking space near the building along with ample guest parking. Residents also enjoy access to a scenic pond and dock, perfect for fishing or unwinding outdoors. Ideally located just minutes from downtown Dunedin, downtown Clearwater, shopping, and the Gulf beaches, this home offers exceptional convenience. Competitively priced to reflect current market conditions, this is a great opportunity for buyers seeking value in a desirable location. Schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tulio Zuloaga (727-403-0985)
2016 SUNSET MEADOW DR, CLEARWATER, FL 33763
$319,00042 Days on yellowkey MLS ID: TB8483594
REDUCED by $6,000 (1.8%) on 04/08/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1274 Built: 2007Monthly Fee: $414 Tax: $2,361 (2025)Community: Sunset Pointe TwnhmsTownhouse
Taxes:$2,361
Remarks: LOCATION! LOCATION! LOCATION! BEAUTIFUL, SAFE, FAMILY-FRIENDLY, AND PET-FRIENDLY COMMUNITY! SPACIOUS OPEN FLOOR PLAN! IDEALLY LOCATED RIGHT IN FRONT OF THE COMMUNITY POOL! Lovingly maintained by the same owner for the past 8 years, this move-in ready 2-bedroom, 2.5-bath townhome with ATTACHED GARAGE and OPEN FLOOR PLAN is located just steps from the community pool. The first floor features laminate flooring and a spacious living/dining room combo that flows into the kitchen with breakfast bar and ample counter space. Sliding doors lead to a private partially fenced patio with no rear neighbors, DUKE ENERGY TRAIL IS RIGHT BEHIND THE PATIO!!! Perfect for walking, running, or biking. Upstairs offers two spacious bedrooms, two full bathrooms, and inside laundry. The primary suite features a tray ceiling, walk-in closet, and ensuite bath with separate bath tub,walk-in shower and double vanity!!! Low HOA fee includes CABLE, INTERNET, ROOF, GARBAGE, EXTERIOR MAINTENANCE, LAWN, PLAYGROUND AND POOL. NO FLOOD ZONE, NON-EVACUATION ZONE. This home is ideally located just minutes from multiple grocery stores, including ALDI, PUBLIX, SPROUTS, WHOLE FOODS, WORLD MARKET, and WALMART. COUNTRYSIDE MALL is less than 10 minutes away, while CLEARWATER BEACH and HONEYMOON ISLAND STATE PARK are both only about 9 miles away. The community is beautiful, safe, family-friendly, and pet-friendly, and offers amenities such as a playground and pool, creating a wonderful setting for outdoor fun and relaxation. Popular CELEBRATION STATION is less than 5 minutes away, adding even more convenience and entertainment for families.
Listing is courtesy of: LLOYD REALTY (727-543-4748)
Listing Agent: Lyudmila Ivanenko (727-656-0787)
2468 FLORENTINE WAY #34, CLEARWATER, FL 33763
$130,00015 Days on yellowkey MLS ID: TB8491637
1 Days Off yellowkey (back on 4/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1974Monthly Fee: $545 Tax: $2,182 (2025)Community: On Top Of The WorldCondo
Taxes:$2,182
Remarks: Under contract-accepting backup offers. Enjoy peaceful, easy living on a quiet cul-de-sac in the highly desirable 55+ community of On Top of the World, where golf course views and resort-style amenities create the ultimate Florida lifestyle. This light-filled 2-bedroom, 2-bath condo offers a spacious layout featuring a combined living and dining area ideal for entertaining, plus a versatile family/sitting room adjacent to the kitchen for added comfort. The kitchen highlights updated cabinetry and durable ceramic tile floors, while sleek laminate flooring extends through the primary living areas. Freshly painted interiors in the main living areas and bedrooms ensure a unified, turnkey vibe ready for your personal touch. The primary bedroom features an updated private en-suite bath with a walk-in shower and elegant granite countertops. The guest bath, remodeled in 2021, mirrors this style with its own walk-in shower and matching granite countertops for a polished finish. Offered fully furnished, this turnkey residence allows you to move right in and start enjoying the Florida lifestyle from day one. Embrace an energetic, resort-inspired lifestyle with complimentary access to both a 9-hole and 18-hole golf course via the community activity card, plus two heated pools for leisurely swims and unwinding. Keep fit at the on-site fitness center, let your furry friends play at the dedicated dog park, or dive into over 100 clubs and social events that foster lasting connections among neighbors. Conveniently nestled in the heart of Clearwater, you're just minutes away from Clearwater Beach, the eclectic shops and restaurants of Downtown Dunedin, and endless entertainment options-making this the ideal spot to savor Florida's finest offerings. Additional Highlights: HVAC (2019), water heater (2018), stainless steel refrigerator (2019), and Hurricane-impact windows throughout. Note: Buyer approval is required. If financing, On Top of the World requires a 35% down payment.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Tracey Gendron (813-482-7726)
2458 COLUMBIA DR #68, CLEARWATER, FL 33763
$89,900159 Days on yellowkey MLS ID: TB8446641
1 Days Off yellowkey (back on 2/21/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 825 Built: 1972Monthly Fee: $544 Tax: $517 (2024)Community: On Top Of The WorldCondo
Taxes:$517
High School: Countryside High-PN
Remarks: Under contract-accepting backup offers. Welcome to 2458 Columbia Drive #68, located in the desirable On Top of the World, 55+ community in Clearwater, Florida! This third-floor, one-bedroom, one-bathroom condo offers an open and efficient layout with 825 square feet of comfortable living space. No one living above you ~ the best spot to be! Newer Hurricane-Rated Windows and Hurricane Shutters! AC is 2018 and the roof is 2020. The kitchen is arranged for easy use and opens to the dining and living areas, creating a smooth flow and an open feel. The bonus room off the private bedroom, overlooks well-kept green space and community landscaping that showcases great natural light throughout. The bathroom features tile flooring, an updated vanity and a desirable walk-in shower! Furnishings can stay or be removed. On Top of the World Community is well known for its organized amenities, well-maintained grounds and active atmosphere. Offering community centers with year-round classes, clubs and events. There are over 175 clubs available, along with opportunities for crafts, fitness, games and social gatherings. For outdoor enjoyment, the community includes two pools, two golf courses (one 18-hole and one 9-hole), four tennis courts, pickle-ball courts, shuffleboard courts, horseshoe pits, lawn bowling, a dog park and Pavilion Park. Nature’s Gym, walking paths and scenic common areas offer additional ways to stay active or simply enjoy the Florida sunshine. Visit the Good Karma Cafe that has snacks available and take and bake meals! Conveniently located in Clearwater, nearby shopping, dining, grocery stores, medical services and local beaches. Tampa International Airport is just 15 miles and the St. Pete/Clearwater Airport is only 9 miles away. Start living the true Florida Lifestyle today!
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Christina Devine (813-486-6639)
2295 BELGIAN LN #7, CLEARWATER, FL 33763
$155,00010 Days on yellowkey MLS ID: TB8495529
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1050 Built: 1988 Tax: $2,514 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$2,514
Remarks: Step into easy Florida living with this move-in ready, meticulously maintained, FIRST FLOOR CONDO, perfectly positioned on the desirable Westside of the community! This sought after 1050 sf Supreme model offers comfort and convenience with parking directly out front for easy access. This unit features 2 bedrooms & 2 baths, a living room/dining room combination and a kitchen/great room combination to utilize every square inch to the fullest. Features include NEWER WINDOWS that invite in natural light, INSIDE ALL-IN-ONE WASHER & DRYER for daily ease, FRESH NEUTRAL PAINT, LIGHT & BRIGHT KITCHEN, and a FRONT PORCH & BACK PATIO for relaxing and entertaining. Enjoy the best of resort style living in this vibrant 55+ community, where amenities abound. Located just minutes from the sugar sand shores of the Gulf Coast's world renowned beaches, you'll have paradise right at your fingertips. Value priced & beautifully cared for, this charming condo is your opportunity to make your Florida dream a reality-don't miss it! 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. Washer, Dryer & hook ups must be approved by the association.
Listing Agent: Shannon Burskey (727-723-5035)
2063 PINE RIDGE DR, CLEARWATER, FL 33763
$389,00033 Days on yellowkey MLS ID: TB8487303
REDUCED by $10,000 (2.5%) on 04/08/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1158 Built: 1962Monthly Fee: $18 Tax: $4,547 (2025)Community: GreenbriarSingle Family
Taxes:$4,547
Remarks: Welcome to the ever-popular Greenbriar community in Clearwater, where the Florida lifestyle is not just a dream, it’s your everyday reality. This charming 2-bedroom, 2-bathroom block home with a 1-car garage is move-in ready and perfectly positioned to enjoy everything the Gulf Coast has to offer. Short-term rentals such as Airbnb are allowed, offering flexibility for owners and potential income opportunities. From the moment you arrive, the covered front porch offers a warm welcome and the perfect spot to relax with your morning coffee. Inside, the home features a bright and comfortable living and dining room combination, creating an open and inviting space for everyday living or entertaining. The beautifully remodeled kitchen is both stylish and functional with bright white cabinetry, butcher block countertops, stainless steel appliances, and a cozy breakfast nook area. Just beyond the dining room is the enclosed Florida room, a versatile space that can easily serve as a den, playroom, office, or additional living area. A convenient breakfast bar connects this space to the kitchen, making it ideal for casual meals or conversation while cooking. Down the hallway you’ll find two comfortable bedrooms including a spacious primary bedroom along with the main hall bathroom. In the garage, a second full bathroom offers a thoughtful and practical feature, especially after a day at the beach. With the washer and dryer located here as well, it’s the perfect place to rinse off the sand and toss in beach towels and bathing suits before heading back inside. Step outside to enjoy the nicely paved brick patio overlooking a good-sized fenced backyard, ideal for relaxing evenings, weekend barbecues, or letting pets roam freely. Recent updates include a newer remodeled kitchen, interior and exterior paint, a water heater installed in 2018, a newer electrical panel in 2020, and a brand-new irrigation pump. Greenbriar residents enjoy access to a heated community pool, fitness room, and an active clubhouse with regular activities and events. The HOA remains low while still offering great amenities. Location is everything, and this home truly delivers. Just about 8 miles from Clearwater Beach and other stunning Gulf beaches, you’ll be close to soft white sand and spectacular sunsets whenever the mood strikes. Enjoy a short drive to charming downtown Dunedin, nearby aquariums, golf courses, Countryside Mall, hospitals, and a wide variety of restaurants. Baseball fans will love being near Spring Training games for both the Philadelphia Phillies and the Toronto Blue Jays. Best of all, the property is located in a non-flood zone. Whether you're looking for a full-time residence, a winter retreat, or an opportunity to generate rental income while enjoying the best of Florida living, this Greenbriar home offers comfort, convenience, and endless opportunities for fun just minutes from the beach.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Vivian Resnick (813-410-2890)
2476 ENTERPRISE RD #6, CLEARWATER, FL 33763
$148,00051 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. 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 is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Leslie Hobbs (727-365-3650)
2370 JAMAICAN ST #84, CLEARWATER, FL 33763
$159,900289 Days on yellowkey MLS ID: TB8403861
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1978 Tax: $2,038 (2024)Community: On Top Of The WorldCondo
Taxes:$2,038
Remarks: Top-Floor Corner Unit | New A/C 2025 | Optional Furnished | Active 55+ Golf Community Enjoy easy Florida living in this beautifully updated 2-bedroom, 2-bath top-floor corner unit in Clearwater’s highly sought-after On Top of the World community. With no upstairs neighbors and additional windows from its corner location, this light-filled condo offers a quiet, private setting with a spacious and comfortable layout. Recent upgrades provide peace of mind, including brand-new hurricane impact windows and a new A/C system (2025) — major improvements already completed for the next owner. The open living and dining area flows into a functional kitchen with ample cabinetry and storage. Both bedrooms are generously sized, making this home ideal for full-time living or hosting guests. Available furnished (optional), with furnishings negotiable via separate agreement, offering a potential turnkey opportunity for seasonal residents or second-home buyers. Residents of On Top of the World enjoy a highly active and amenity-rich lifestyle, including two private golf courses (free for residents), heated swimming pools, tennis and pickleball courts, a fitness center, hobby studios, and multiple clubhouses with social events and activities. The monthly fee includes cable, internet, water, sewer, trash, exterior maintenance, and grounds care, providing a simplified, low-maintenance lifestyle. Conveniently located near shopping, dining, medical facilities, and just a short drive to Clearwater’s world-famous Gulf beaches. Ideal for cash or strong down payment buyers seeking value, convenience, and an active 55+ community lifestyle.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (813-749-0875)
Listing Agent: Peter Gawienczuk (813-743-4178)
2452 ENTERPRISE RD #15, CLEARWATER, FL 33763
$172,00043 Days on yellowkey MLS ID: TB8483107
1 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 817 Built: 1984 Tax: $2,640 (2025)Community: Villas At Countryside TheCondo
Taxes:$2,640
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this bright and inviting condo nestled in the Villas at Countryside community, located in the heart of the desirable Countryside area of Clearwater. This one level living residence features a functional open floor plan that seamlessly connects the living and dining areas, creating a comfortable and practical living space. Well equipped kitchen with newly installed wood cabinetry, custom granite counter tops, perfect for everyday cooking and entertaining, and stainless-steel appliances. The utility closet houses a state-of-the-art full-size washer and dryer. A tastefully finished bathroom with quality fixtures and custom touches. High quality laminate flooring and neutral paint finishes throughout. Newly installed (2024) high impact windows with transferable warranty, and a newly installed new storm door (2025). A standout feature is the 8’ x 23’ screened-in Florida room (with newly installed sunshades), which adds significant living space and natural light and is not included in the interior square footage. The Villas at Countryside is a well-maintained established community offering: Parking: includes one assigned covered parking space under the carport. Recreation: Residents have access to a heated community pool, clubhouse and shuffleboard courts, a social committee who hosts monthly events for the community (adults and their families). Maintenance Fees: monthly fee includes water, sewer, trash, exterior maintenance: building, pool, grounds, common areas and building insurance. Pet friendly community. Not in a flood zone. MILESTONE INSPECTION COMPLETED. FULLY FUNDED RESERVES. This property is adjacent to Woodgate Park, which offers tennis courts, soccer fields and a playground. Minutes to Countryside Mall and roughly 20 minutes from Clearwater Beach. Conveniently located near US 19, providing easy access to Dunedin, Safety Harbor, Tampa International Airport and Clearwater St. Petersburg Airport.
Listing is courtesy of: CENTURY 21 COASTAL ALLIANCE (727-867-8633)
Listing Agent: Gabrielle Bettig (727-385-9017)
2295 MEXICAN WAY #41, CLEARWATER, FL 33763
$124,99912 Days on yellowkey MLS ID: W7884545
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 780 Built: 1979Monthly Fee: $545 Tax: $487 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$487
Remarks: One or more photo(s) has been virtually staged. Welcome to easy Florida living in the highly sought-after On Top of the World 55+ community! This beautifully maintained 1-bedroom, 1-bath condo offers 780 square feet of comfortable living with a touch of elevated style throughout.Step inside to find ceramic tile flooring with a wood-look finish that flows seamlessly through the home, creating a warm and cohesive feel. The custom kitchen stands out with granite countertops, elegant crown molding, a stylish wine rack, and glass display cabinetry—bringing both functionality and a designer touch to the space. The updated bathroom continues the upscale feel with a granite countertop, offering a clean and modern finish. The open layout connects effortlessly into the living area, leading to a bright Florida room—perfect for morning coffee, reading, or simply enjoying the Florida lifestyle year-round. Enjoy assigned parking and a community designed for active and social living. Your monthly HOA covers water, cable, internet, and trash pickup, making day-to-day living simple and convenient. Residents also enjoy access to two swimming pools, a dog park, golf course at no additional cost, and a state-of-the-art fitness center. The community also offers convenient bus transportation within the neighborhood, plus a variety of activities including yoga and water aerobics (available for a small fee). Evening security provides additional peace of mind.Ideally located near shopping, dining, and just a short drive to the Gulf beaches, this home offers both comfort and lifestyle in one of Clearwater’s most popular 55+ communities.
Listing is courtesy of: FLORIDAS A TEAM REALTY (352-556-2865)
Listing Agent: Jeny Hoyos (352-777-6961)
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