Location: Clearwater , 33763
Do Not Show Listings
2087 HILLWOOD DR, CLEARWATER, FL 33763
$325,000172 Days on yellowkey MLS ID: TB8442158
REDUCED by $25,000 (7.1%) on 04/16/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1607 Built: 1972Monthly Fee: $18 Tax: $1,502 (2024)Community: GreenbriarSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,502
Elementary School: Garrison-Jones Elementary-PN
High School: Dunedin High-PN
Tax Year: 2024
Middle School: Safety Harbor Middle-PN
Remarks: Short Sale. The shortsale was approved at $325,000. Seller will only look at offers that are at the previously approved price of $325,000. NEED A CASH OFFER. HOME NEEDS A ROOF. No repairs will be made to the home by the seller. We will have to get a new approval from the lender, but it shouldl go pretty fast. How wonderful to be high and dry and still have a view of the lake. This wonderful two-bedroom, two-bathroom home could be yours. Located in the desirable Greenbriar subdivision, Clearwater. Enjoy the Greenbriar community amenities for only $210 per year! As you step through the front door, a spacious living room and dining room area is waiting for you. The kitchen offers light cabinetry, laminate flooring and a corner breakfast nook, a nice bright kitchen. The home also features a large indoor laundry room complete with a utility sink and cabinets for storage. Transition from the kitchen or the dining area to the large family room featuring a beautiful brick woodburning fireplace and a huge picture window with a beautiful view of the lake in the backyard, truly picturesque. In the backyard there is a large patio area overlooking the lake, perfect for relaxing and enjoying the weather and ideal for having a barbeque! Recent updates to the home include newer hot water heater and impact resistant windows in the front and the south side of the house. Centrally located in Pinellas County with easy drives to Clearwater Beach (20 minutes), Downtown Dunedin (10 minutes) St. Petersburg/Clearwater Airport (20) minutes and Tampa International Airport (30 minutes). Do not let this opportunity slip away! Schedule your private tour today and see for yourself why this delightful home is the perfect place to create lasting memories.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Tammy Mcinerney (727-434-1800)
2171 SCOTLAND DR, CLEARWATER, FL 33763
$375,00016 Days on yellowkey MLS ID: TB8492471
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1109 Built: 1971 Tax: $2,438 (2025)Community: GreenbriarSingle Family
Taxes:$2,438
Tax Year: 2025
Remarks: Welcome to this beautifully maintained three-bedroom, two-bathroom home in the desirable Greenbriar community of Clearwater, where comfort and convenience come together. From the moment you arrive, you’ll appreciate the one-car garage and oversized driveway, offering ample parking for guests. Step inside to a light and bright interior featuring an open floor plan designed for both everyday living and entertaining. The home showcases engineered hardwood flooring, elegant crown molding, and a seamless flow between the living room, dining area, and kitchen. The open kitchen is a true centerpiece, complete with stainless steel appliances, granite countertops, and plenty of cabinetry - perfect for preparing meals while staying connected with family and guests. A split floor plan provides added privacy, with the spacious primary suite tucked away from the secondary bedrooms. The primary bedroom features ceiling fans for added comfort and sliding glass doors leading to the enclosed sunroom. The en-suite bathroom is thoughtfully designed with accessibility features, making it walker and wheelchair friendly. The additional bedrooms are nicely sized and share a well-appointed full bathroom with a granite countertop vanity and tub/shower combination. Enjoy year-round relaxation in the enclosed sunroom, complete with its own mini AC unit to keep the space cool and comfortable while offering peaceful views of the fenced backyard. Step outside to your private outdoor oasis featuring a covered paver patio, perfect for outdoor dining, grilling, gardening, or simply unwinding. Ideally located just minutes from Countryside Mall, you’ll have easy access to shopping, dining, and entertainment. Plus, the stunning Gulf beaches are just a short drive away, allowing you to enjoy the very best of Florida living. This move-in ready home offers the perfect blend of functionality, charm, and location - don’t miss your opportunity to make it yours!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
2020 WORLD PARKWAY BLVD #54, CLEARWATER, FL 33763
$150,00044 Days on yellowkey MLS ID: TB8482331
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1968 Tax: $1,966 (2025)Community: On Top Of The WorldCondo
Taxes:$1,966
Elementary School: McMullen-Booth Elementary-PN
High School: Countryside High-PN
Remarks: Welcome to resort-style living in the highly sought-after 55+ community of On Top of the World in Clearwater. This spacious third-floor end unit offers 1,400 square feet of comfortable living space, abundant natural light, and convenient access to the stairs. Inside, you’ll find a bright and open living room and dining room combination, perfect for entertaining or relaxing. The kitchen features stainless steel appliances, granite countertops, newer fixtures, and ample cabinet space for storage and organization. A rear sunroom provides additional living space - ideal for enjoying your morning coffee or unwinding with a good book. The primary bedroom is generously sized with wood-look laminate flooring, a ceiling fan, large closet, and a private en-suite bathroom complete with a step-in glass-enclosed shower. The second bedroom also features wood-look laminate flooring and its own private access to the front, offering flexibility for guests or a home office. A second full bathroom includes a tub/shower combination. On Top of the World is known for its vibrant, active lifestyle with countless amenities and social opportunities. Residents enjoy multiple pools, a fitness center, golf course, billiards, card games, dance classes, book clubs, and a wide variety of clubs and organized events throughout the year. Conveniently located near banks, shopping centers, grocery stores, and just a short drive to the beautiful Gulf beaches, this condo offers the perfect blend of comfort, convenience, and community living. Schedule your showing today!
2003 GREENBRIAR BLVD #16, CLEARWATER, FL 33763
$104,000233 Days on yellowkey MLS ID: TB8422484
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 605 Built: 1969 Tax: $1,022 (2024)Community: Greenbriar CondoCondo
Taxes:$1,022
Remarks: Updated 1BR Condo in Greenbriar 55+ Community | Clearwater, FL. Welcome to Greenbriar, one of Clearwater’s most desirable 55+ communities, offering a low-maintenance lifestyle in a prime Pinellas County location. This beautifully updated 1-bedroom, 1-bathroom condo is move-in ready and ideally located near Downtown Dunedin, Countryside Mall, and Clearwater Beach. This second-floor Clearwater condo features new laminate flooring, fresh interior paint, and a bright open layout filled with natural light. The fully remodeled kitchen boasts quartz countertops, new cabinetry, and a sleek modern design, while the updated bathroom reflects the same attention to quality and style. Additional highlights include an assigned parking space and on-site laundry conveniently located on the ground floor. Residents of Greenbriar enjoy access to a private clubhouse with a heated pool, fitness center, game room, billiards, and an active social calendar. Centrally located near shopping, dining, medical facilities, golf courses, and Florida’s award-winning Gulf beaches, this Clearwater 55+ condo offers comfort, convenience, and community in a peaceful, established neighborhood. Don’t miss this opportunity to own a fully renovated condo in the Greenbriar 55+ community of Clearwater, Florida. Schedule your private showing today.
Listing is courtesy of: FULLER HOUSE REAL ESTATE (727-470-9373)
Listing Agent: Kerryann Fuller Rainey (727-687-4342)
2370 JAMAICAN ST #30, CLEARWATER, FL 33763
$150,00053 Days on yellowkey MLS ID: TB8480054
REDUCED by $10,000 (6.3%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1978Monthly Fee: $515 Tax: $1,425 (2025)Community: On Top Of The WorldCondo
Taxes:$1,425
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to 2370 Jamaica Circle Unit 30 in the highly desirable On Top of the World community. This well maintained residence offers comfortable, low maintenance living in a vibrant 55 plus setting. Inside, you will find a bright and open layout with spacious living and dining areas that flow seamlessly for everyday living and entertaining. The kitchen provides ample cabinetry and workspace, while the primary suite offers a private retreat with generous closet space and an en suite bath. Additional space is ideal for guests, a home office, or hobbies, and the enclosed Florida room adds extra flexibility to enjoy year round.Residents of On Top of the World enjoy access to golf, pools, fitness centers, walking trails, and an active clubhouse lifestyle. Whether full time or seasonal, this move in ready home delivers comfort, convenience, and community in one of the area’s most established neighborhoods.
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Zachary Vath (813-541-7888)
2210 UTOPIAN DR E #201, CLEARWATER, FL 33763
$239,90065 Days on yellowkey MLS ID: TB8473904
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1390 Built: 1997Monthly Fee: $560 Tax: $3,245 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$3,245
Remarks: Charming End-Unit located within the exclusive gated "Reserve" section, this 3BR/2BA is the definition of pride of ownership. Used only seasonally by just three previous owners, this second-floor end unit offers extra privacy, tons of natural light, and a peaceful view of Arbor Lake. Inside the Home: Bright & Airy: Two large bay windows and crown molding create a sophisticated, sun-filled atmosphere. Modern Flooring: Durable laminate flooring flows through the living, dining, and kitchen areas. The 3rd Room features a custom built-ins, and a "hidden closet" for valuables. It even includes a nap bed that extends to a queen! Major Updates: Brand New A/C (Dec 2024 - $8,500) and four (4) ceiling fans for year-round comfort. Convenience: Inside utility room with Samsung washer, and dryer, assigned parking, and a private owner’s storage room. Located right by two elevators and the stairs. Step Outside to Paradise: Waterfront Access: Just steps from Arbor Lake, featuring a fishing pier and kayak launch. Free Golf: Two private courses (9 and 18 holes) are free exclusively for resident owners. Resort Perks: Two pools and a spa, a remodeled Cardio Gym, hobby studios, a dog park, and a serene nature walk. Social Scene: From the Good Karma Café to the theater, billiards, and dancing, there is always something to do. The "Easy Living" Factor: Your association fee is truly all-inclusive, covering High-Speed Internet, TV, Water, Sewer, Trash, and all exterior/roof maintenance. You only pay for electric! Move-In Ready: High-quality furniture and even a used car are available for purchase. Just bring your toothbrush! Note: 55+ Community. Leasehold estate deed. Association approval and 35% down for financing required. All measurements approximate.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Gloria Maciejewski (727-478-5033)
2001 GREENBRIAR BLVD #6, CLEARWATER, FL 33763
$77,900122 Days on yellowkey MLS ID: TB8457115
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 605 Built: 1970 Tax: $522 (2024)Community: Greenbriar CondoCondo
Taxes:$522
Remarks: Seller Motivated! and New Price!!! and great value on a ground floor condo to make you winter escape to, for under 80k, this is perfect! Great location, 10 minutes to all the things you need, want and shopping! Dunedin and Safety Harbor are 10 minutes away, also! And Blue Jays Spring training games are a quick 2 miles away and the Phillies are 3 miles!!! One Monthly fee cover water, sewer, trash, cable, internet, exterior maintenance of the building, roof and insurance of the building, you just pay the monthly electric bill. Most of the furniture stays; this gives you a great start on your Florida getaway or full-time home. Heated pool and clubhouse for 140. a year for a single person, all tile flooring throughout, nice sized bedroom with walk in closet. French doors welcome you to Florida or Flex room space. No flood insurance required here, high and dry! This is a 55+ community, no pets, but an emotional need pet could be approved and no leasing in this building. Laundry in building and is free to use! What more could you want! Come check it out!
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Stephanie Hanks (727-735-3374)
2370 JAMAICAN ST #44, CLEARWATER, FL 33763
$169,90089 Days on yellowkey MLS ID: TB8465177
2 Days Off yellowkey (back on 4/16/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1978 Tax: $750 (2024)Community: On Top Of The WorldSpa: NoCondo
Taxes:$750
Remarks: This is the absolutely immaculate, 2 bed/2 bath CORNER condo you have been waiting for! With an abundance of upgrades, this outstanding condo exudes excellence. Upon arrival, the open-concept living will capture your attention. Soak in the natural light permeating through the IMPACT RESISITANT WINDOWS. Notice the wonderful flooring, NO CARPET ANYWHERE! Indulge your culinary desires in this impressive kitchen, complemented with quartz countertops, stainless steel appliances, including a door-in-door refrigerator, and stunning soft close cabinetry. Not to mention, under cabinet lighting, a lazy susan, pendant lighting, slide out trays, reverse osmosis system, just to name a few! Beyond the kitchen, relax in the sizable Florida room. Enter the spacious main bedroom, offering an updated en-suite bath, complete with a gorgeous tiled shower, and seamless glass doors. For added bliss, a washer and dryer! Both bedrooms include generous closet space. HVAC replaced in 2022. Don't delay, schedule your showing today! 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 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% down payment is required.
Listing is courtesy of: ON TOP OF THE WORLD RE (727-799-3417)
Listing Agent: Carrie Moreno (727-433-2657)
2386 SUMATRAN WAY #44, CLEARWATER, FL 33763
$142,0003 Days on yellowkey MLS ID: TB8497651
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1981 Tax: $2,167 (2025)Community: On Top Of The WorldSpa: YesCondo
Taxes:$2,167
Remarks: Come and see this bright, well-kept 2-bedroom, 2-bathroom unit. Open concept living/dining room with access to a “Florida Room” from the kitchen and primary bedroom, great for relaxing or entertaining. Functional kitchen featuring a built-in oven, cooktop, double sink, and full-size refrigerator—all within a neat, efficient layout. Extra storage cabinets in the kitchen with a desk or eat in area. Primary bedroom has an on-suite bathroom with a walk-in shower. Plenty of closet and storage space throughout. Very well maintained with clean flooring (vinyl–plank & carpeting in bedrooms). Located in a vibrant 55+ active community with numerous amenities, social clubs, and organized activities. Conveniently located near shopping, restaurants, medical facilities, and Gulf-access beaches. 1 Small pet considered.
Listing is courtesy of: BONOMO REALTY LLC (727-733-3777)
Listing Agent: Cynthia Flaspohler (303-472-7842)
2428 COLUMBIA DR #22, CLEARWATER, FL 33763
$180,0003 Days on yellowkey MLS ID: TB8497611
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1972 Tax: $2,457 (2025)Community: On Top Of The WorldCondo
Taxes:$2,457
Remarks: GROUND FLOOR WITH PARKING RIGHT IN FRONT!!!!!! Better be quick to this 2/2 with a sunroom, this beautiful condo is move in ready, light and bright, and best of all its on the ground floor. Active 55 plus community, 2 golf courses, two activity centers with pools, sauna, fitness center, tennis/pickleball courts, lawn bowling, shuffleboard, woodworking shop, billiards room, dancing auditorium with shows, lots of community classes, social events, Good Karma Cafe, library, bbq area.. busses for transportation to shopping, a lake with a fishing pier and kayaking, dog park with covered seating. This property is centrally located to shopping, airports, churches, hospitals, beaches, restaurants, don't miss out for this price!!!
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Kirk Budd (727-433-2947)
2305 INDIGO DR, CLEARWATER, FL 33763
$318,00029 Days on yellowkey MLS ID: TB8489010
REDUCED by $10,000 (3.0%) on 04/15/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 857 Built: 1961Monthly Fee: $18 Tax: $4,631 (2025)Community: GreenbriarSingle Family
Taxes:$4,631
Remarks: Welcome to the ever-popular Greenbriar community, where location, lifestyle, and opportunity come together in the best way. Situated at 2305 Indigo Dr., Clearwater, this charming 2-bedroom, 1-bathroom block construction single-family home with a 1-car garage is your chance to create something truly special. With 857 heated square feet and 1,463 total square feet, this home is a blank canvas ready for your vision. No wallpaper, no carpet—just a clean slate waiting for your personal touch. Whether you're an investor, seasonal resident, or buyer ready to design your dream space, this is where the fun begins. Step outside and you’ll quickly fall in love. The screened back porch is pure magic—peaceful, private, and the perfect place to unwind. The fenced backyard is filled with lush Florida landscaping where birds sing and the atmosphere feels wonderfully tranquil. Gardeners and outdoor lovers will appreciate the space and serenity. Out front, nature adds a bit of charm and personality to daily life, as the neighborhood peacocks are known to casually stroll through the yard, creating one of those uniquely Florida moments that never gets old. The home includes a newer washer and dryer, adding convenience from day one. While this property is not required to be in the HOA, you have the option to join and enjoy access to Greenbriar’s heated community pool, fitness room, and active clubhouse with regular events—all at a low cost for those who want the added lifestyle perks. And then there’s the location. Just about 8 miles from the world-famous Clearwater Beach, you’re never far from sugar-white sand and breathtaking Gulf sunsets. You’re also minutes to downtown Dunedin, Countryside Mall, top-rated hospitals, golf courses, restaurants, and local attractions. Catch spring training games nearby with both the Phillies and Blue Jays, or explore everything this vibrant area has to offer. Located in a non-flood zone, this property offers peace of mind along with endless potential. Whether you're looking for a full-time residence, winter getaway, or investment opportunity, this Greenbriar gem delivers block construction durability, an unbeatable Clearwater location, and the opportunity to make it completely your own.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Vivian Resnick (813-410-2890)
2330 ECUADORIAN WAY #32, CLEARWATER, FL 33763
$168,00029 Days on yellowkey MLS ID: TB8488701
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1976 Tax: $395 (2025)Community: On Top Of The WorldCondo
Taxes:$395
Remarks: One or more photo(s) has been virtually staged. Welcome to your beautifully updated condo in the highly sought-after On Top of the World community, located in the heart of Clearwater This vibrant 55+ community offers an exceptional lifestyle surrounded by convenience, recreation, and the stunning Gulf Coast. This well-maintained 2-bedroom, 2-bath residence features a spacious and inviting layout, perfect for both everyday living and entertaining. The expansive family room provides an ideal gathering space, enhanced by a stylish feature wall designed for your flat-screen TV, complete with an elegant built-in electric fireplace that adds warmth and ambiance. Virtual stage on the living/dining room/Florida room The interior showcases modern upgrades throughout, including durable and on-trend gray vinyl flooring, fresh neutral paint that complements any décor, and high-end hurricane impact windows paired with tasteful window treatments—bringing both peace of mind and aesthetic appeal. The kitchen is equipped with sleek finishes, including a flat glass cooktop and a stainless steel Samsung refrigerator with a convenient drawer freezer—perfect for modern living. A newer water heater adds to the home’s efficiency and value. Both bathrooms have been thoughtfully updated with contemporary design elements. Enjoy a refreshed look featuring modern tilework and a stylish travertine backsplash, creating a clean, elegant, and current feel. This condo is truly move-in ready, offering a perfect canvas to make it your own with your personal furnishings and style. Living in On Top of the World means enjoying an active and social lifestyle with an abundance of amenities, including golf courses, swimming pools, fitness centers, walking trails, hobby studios, and a full calendar of community activities. Plus, you are just a short drive from the award-winning Clearwater Beach, consistently ranked among the best beaches in the United States. Whether you're looking for a full-time residence or a seasonal retreat, this property offers comfort, style, and an unbeatable location. come to check all that by request a showing.
Listing Agent: Rose Parsons (727-657-2000)
2434 AUSTRALIA WAY E #38, CLEARWATER, FL 33763
$120,000324 Days on yellowkey MLS ID: TB8391176
0 Days Off yellowkey (back on 4/15/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1968 Tax: $2,253 (2024)Community: On Top Of The WorldSpa: NoCondo
Taxes:$2,253
Remarks: This well-maintained 2 bed, 2 bath condo offers 1,100 sq. ft. of comfortable living in a vibrant 55+ community. Located on the second floor, it features impact-resistant windows and a tankless water heater for added efficiency. The HVAC system has been serviced annually, ensuring peace of mind for years to come. The building is fee simple no land lease and the washer/dryer room is conveniently located on the same floor. Enjoy the benefits of a secure, active community with easy access to daily essentials and amenities. 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. Don't miss out on this beautifully cared-for home in a fantastic community!
Listing Agent: Kenny Reiss (727-482-1183)
2210 UTOPIAN DR E #203, CLEARWATER, FL 33763
$250,00029 Days on yellowkey MLS ID: TB8488091
REDUCED by $20,000 (7.4%) on 04/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1397 Built: 1997Monthly Fee: $548 Tax: $3,030 (2025)Community: On Top Of The WorldCondo
Taxes:$3,030
Remarks: WELCOME TO PARADISE RESERVE! The epitome of living at On Top of The World! A GATED 55+ resort like community. This unit is nestled within the newest and most desirable gated area. Offering a rare opportunity to own a unit close to the elevator, in this coveted enclave. This turn-key 3 bedroom, 2 bath residence is immaculate and has been impeccably maintained. Step into this rare floorplan with panoramic views from kitchen, dining room and primary bedroom! The only unit with open views of Lake Arbor. As you walk into the foyer, you will love the abundance of natural light streaming thru the open bright home. The split floor plan has a second bedroom and bath separate from other bedrooms. Primary bedroom has an oversized walk-in closet and updated ensuite bath. The third bedroom accessed through double doors, offers versatility to suit your lifestyle. Whether utilized as a bedroom, den, craft room or guest accommodation, this space is enhanced by built in shelving, a hidden closet and tray ceilings. Highlights include beautiful double hung windows, NEW luxury vinyl flooring, updated stone surfaces in kitchen and baths, NEW washer/dryer, HVAC 2021. Enjoy the convenience of an INSIDE LAUNDRY ROOM complete with new full-size washer and dryer as well as an assigned parking spot and use of a storage room for owners, plenty of room to store your beach chairs! Say good-bye to worries about roof and exterior upkeep as they are included in your dues as well as water, sewer, trash services, high speed internet and cable. Also enjoy exclusive access to a host of recreational facilities including a serene lake with fishing pier. Take advantage of two activity centers offering a plethora of amenities and programs to suit every interest. Tee off at not one, but two meticulously maintained golf courses. Included at the community, a fenced dog park for your furry friends. Stay active and healthy with fitness classes, a cardio gym and hobby studios. There is also a vibrant social scene with dancing, cards, billiards and regular entertainment. Let's not forget tennis courts, shuffleboard and pickleball...the list goes on. Don't miss your chance to indulge in living at Paradise Reserve. Whether you are seeking a serene retreat of space for entertaining, this meticulously maintained home offers the perfect blend of style, comfort and convenience. Close to beaches, shopping, restaurants, hospitals and TIA. Hurry and schedule a showing today! Did I mention, all furnishings included...MOVE in today!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Karen Smith (727-460-6223)
2430 FLORENTINE WAY #40, CLEARWATER, FL 33763
$275,00036 Days on yellowkey MLS ID: TB8469504
REDUCED by $8,000 (2.8%) on 03/31/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1974 Tax: $2,924 (2025)Community: On Top Of The WorldCondo
Taxes:$2,924
Elementary School: Leila G Davis Elementary-PN
Remarks: This beautiful remodeled 2-bedroom, 2-bath condo in Clearwater’s premier 55+ community, On Top of the World, offers the perfect balance of modern upgrades and resort-style living. Step inside to an open-concept design with waterproof luxury vinyl flooring, fresh paint, recessed lighting, and stylish ceiling fans. A brand-new Trane HVAC system (installed August 2025) ensures comfort year-round. The updated kitchen is both functional and elegant, featuring shaker-style cabinetry, granite countertops, subway tile backsplash, stainless steel appliances, soft-close drawers, under-cabinet lighting, and a breakfast bar. The spacious living area flows into a bright Florida room with custom built-ins and a wine bar, ideal for relaxing or entertaining. As an end-unit, this home is filled with natural light and offers sweeping golf course views through newer hurricane-rated windows with plantation shutters. Both bathrooms have been tastefully renovated with marble countertops, updated vanities, porcelain tile, and upgraded fixtures. Added conveniences include ample closet space, an in-unit washer and dryer. Living at On Top of the World means access to unmatched amenities: two private golf courses (free for owners), two heated pools, a fitness center, tennis and pickleball courts, hot tub, sauna, dog park, hobby studios, billiards, lawn bowling, library, café, and an active calendar of clubs and events. Cable and internet included in the low monthly fees. Just minutes from Clearwater's world-famous beaches, dining, shopping, and entertainment, this move-in-ready condo offers low-maintenance living in one of Florida’s most sought-after 55+ communities.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Jane Lyon (727-385-3009)
2461 RHODESIAN DR #7, CLEARWATER, FL 33763
$170,00018 Days on yellowkey MLS ID: TB8483966
5 Days Off yellowkey (back on 4/15/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1980Monthly Fee: $546 Tax: $2,553 (2025)Community: On Top Of The WorldCondo
Taxes:$2,553
Remarks: 1st FLOOR UNIT....Welcome to this charming condo at 2461 Rhodesian Dr Unit 7 in Clearwater’s desirable On Top of the World community! This inviting residence offers comfortable living with a bright, open layout designed for both relaxation and entertaining. Enjoy abundant natural light, spacious living areas, and a peaceful atmosphere that makes coming home a pleasure every day. The well-maintained community is known for its beautifully landscaped grounds and vibrant lifestyle. Residents enjoy an array of amenities including golf courses, pools, fitness centers, walking trails, and social activities. Conveniently located near shopping, dining, medical facilities, and the stunning Gulf Coast beaches, this home offers the perfect balance of tranquility and accessibility. Whether you’re looking for a seasonal getaway or a full-time Florida retreat, this condo delivers the lifestyle you’ve been dreaming of.
Listing is courtesy of: EZ CHOICE REALTY (813-653-9676)
Listing Agent: Phil Schaeffer, Iii (727-279-0645)
2285 ISRAELI DR #57, CLEARWATER, FL 33763
$199,99044 Days on yellowkey MLS ID: TB8482210
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1979 Tax: $2,715 (2025)Community: On Top Of The WorldCondo
Taxes:$2,715
Remarks: One or more photo(s) has been virtually staged. Welcome home to carefree Florida living in On Top of the World Clearwater, one of Florida’s most desirable 55+ golf communities. Located at 2285 Israeli Drive, #57, this spacious 2-bedroom, 2-bath third-floor condo offers approximately 1,400 sq ft of comfortable living designed for easy enjoyment and relaxation. The kitchen features upgraded cabinetry, countertops, and backsplash, creating a stylish and functional space for everyday living or entertaining. The generous primary suite includes a spacious closet and private bath with shower, along with the convenience of an in-unit stackable washer and dryer. The guest bedroom sits adjacent to a full hall bath with tub — perfect for visitors or an ideal home office setup. Start your day with coffee or unwind in the enclosed Florida room overlooking peaceful, landscaped grounds — a perfect extension of your living space. Recent updates provide peace of mind and modern appeal, including a refrigerator, dishwasher, HVAC system, double-pane windows, updated lighting, new toilets, refreshed bathroom cabinetry and countertops, recessed lighting in the kitchen and Florida room, and attractive vinyl flooring throughout (no carpet). Residents enjoy an exceptional resort-style lifestyle with world-class amenities, including two activity centers, two private golf courses (9-hole and 18-hole) free exclusively to owners, two heated pools, a remodeled cardio gym, hobby studios, wood-working shop, and a fenced dog park with covered seating. Social opportunities abound with fitness classes, clubs, dancing, cards, billiards, entertainment, and more. The on-site Good Karma Café offers convenient take-and-bake meals and snacks. Your monthly condo fee (approximately $565) covers water, sewer, trash, cable, internet, exterior maintenance, and full access to recreational facilities — delivering truly maintenance-free living. Ideally located just minutes from Clearwater Beach, the Dunedin Causeway, shopping, dining, medical centers, and transportation, this home offers the perfect blend of convenience, community, and coastal lifestyle. Whether you’re downsizing, searching for a seasonal getaway, or planning for long-term living, this move-in-ready residence is a wonderful opportunity to enjoy the best of Florida living. Note: Property is conveyed by leasehold estate deed. Association approval required. If financing, a minimum 35% down payment is required.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Deb Breaw (813-504-1498)
2220 SWEDISH DR #36, CLEARWATER, FL 33763
$187,00027 Days on yellowkey MLS ID: TB8489179
REDUCED by $23,000 (11.0%) on 04/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1440 Built: 1991 Tax: $3,072 (2025)Community: On Top Of The WorldCondo
Taxes:$3,072
Remarks: Discover this Well-Maintained home Located on the desirable West Side of On Top of the World - Clearwater's 55+ Premier Golf Community Step into this 2nd-floor condo that features soaring cathedral ceilings that enhance the spacious feel of the open kitchen and gathering-room concept—perfect for everyday living and entertaining. The 2-bedroom, 2-bath layout includes easy-care laminate flooring, an in-unit washer and dryer, NEWER APPLIANCES and a solid foundation ready for your personal touches. A/C 2013. BRING ALL REASONABLE OFFERS. Just steps from an aerated pond and Harbor Lake, the setting offers a peaceful backdrop for morning walks and sunset views. An elevator in the building adds convenience, making this a comfortable and accessible home in a vibrant 55+ community. Experience this vibrant, amenity-rich lifestyle the community is known for. This building's central features include an elevator, additional washers and dryers, and secure storage for owners. Community & Location Living in this gated community provides access to extensive resort-style amenities, many of which are included in your monthly fees: Free Golf: Resident owners enjoy access to two private golf courses (9 and 18 holes) at no extra cost. Active Lifestyle: The nearby East Activity Center features a fitness center, heated swimming pools, tennis and pickleball courts, and over 175 social clubs. Prime Convenience: The building is close to the East Activity Center for easy access. On-site services include a cafe, dog park, woodworking shop, and even free shuttle bus service to major shopping malls and grocery stores. Central Location: Just minutes from the award-winning Clearwater Beach, top-tier dining, and healthcare facilities. Experience maintenance-free 2026 living in one of Florida's
Listing Agent: Lynne Leida-Goldsmith, Pa (727-410-9099)
1949 PINEHURST DR, CLEARWATER, FL 33763
$305,00032 Days on yellowkey MLS ID: TB8486602
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1095 Built: 1954 Tax: $4,125 (2025)Community: Lake Pines EstatesSpa: NoSingle Family
Taxes:$4,125
Middle School: Dunedin Highland Middle-PN
Remarks: Back on the market. Motivated seller. Seller offers a renovation concession to the right buyer. Good investment property for both fix-and-flip or fix-and-hold. Welcome to this move-in-ready 2-bedroom, 1-bath home featuring an open floor plan designed for comfortable modern living. The kitchen boasts stainless steel appliances, ample counter space, and a functional layout perfect for cooking and entertaining. The family room, with its cozy fireplace, provides a warm, inviting space for gatherings. This home offers generous bedrooms with natural light, ideal for relaxation and privacy. Enjoy seamless indoor-outdoor living and the flexibility of a versatile layout perfect for entertaining or everyday family life. Conveniently located just minutes from Dunedin, Countryside Mall, Celebration Station, and a supermarket, this home is close to shopping, dining, entertainment, and everyday necessities. Families will appreciate the proximity to schools and parks, making it a perfect starter home or investment opportunity. Don’t miss your chance to own a home that combines charm, convenience, and lifestyle in one ideal location!
Listing is courtesy of: GULF SHORES REALTY ERA POWERED LLC (813-636-0700)
Listing Agent: Filip Cerovic (813-613-9778)
2482 ENTERPRISE RD #2, CLEARWATER, FL 33763
$145,70054 Days on yellowkey MLS ID: A4683526
REDUCED by $9,800 (6.3%) on 03/31/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 817 Built: 1980 Tax: $2,515 (2025)Community: Villas At Countryside TheCondo
Taxes:$2,515
Remarks: Welcome to The Villas at Countryside. This is a charming 2-bedroom, 1-bath villa offers an inviting open floor plan with a split-bedroom layout, perfect for privacy and functionality. Improvements-AC and ductwork 2022, Refrigerator 2023, washer/dryer 2019, and bathroom makeover 2022. Step inside to an open living space that flows seamlessly to the screened lanai, ideal for morning coffee or relaxing evenings. The updated bathroom features a modern shower with glass doors and updated vanity. The galley-style kitchen includes a large pantry for extra storage. A washer and dryer are conveniently located inside the home, adding ease to everyday living. Enjoy the benefit of an assigned carport, plus exterior maintenance handled for you—truly maintenance-free living at its best. The community offers fantastic amenities including a clubhouse and a sparkling community pool. Pet friendly and not a 55+. The location is unbeatable—minutes to Countryside Mall, historic Downtown Dunedin, Honeymoon Island State Park, shopping, dining, and more. Right next door is Woodgate Park, featuring lighted tennis courts, a playground, picnic shelter, and open green space for recreation. This villa offers the ideal blend of lifestyle, comfort, and convenience. Don’t miss the opportunity to make it yours!
Listing is courtesy of: COLDWELL BANKER REALTY (941-739-6777)
Listing Agent: Kelly Murphy (941-321-6754)
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