Location: Clearwater , 33763
Do Not Show Listings
2335 SURREY LN, CLEARWATER, FL 33763
$420,00015 Days on yellowkey MLS ID: TB8517433
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1586 Built: 1969Monthly Fee: $23 Tax: $3,167 (2025)Community: Greenbriar Unit 6-BSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,167
Elementary School: Garrison-Jones Elementary-PN
High School: Dunedin High-PN
Tax Year: 2025
Middle School: Safety Harbor Middle-PN
Remarks: Welcome to this charming 2-bedroom, 2-bathroom home located in the desirable Greenbriar subdivision. Featuring a spacious open-concept layout, the large living room flows seamlessly into the dining area, creating an ideal space for both everyday living and entertaining. Sliding glass doors from the dining room lead to a patio and expansive backyard, offering plenty of room for outdoor enjoyment, gardening, or pets. The kitchen is conveniently positioned adjacent to the main living areas, making meal preparation and hosting effortless. Both bedrooms are generously sized, and the home includes two full bathrooms for added comfort and convenience. Additional highlights include a large backyard, a one-car garage, and a functional floor plan designed to maximize space and natural light. This property offers a wonderful opportunity to enjoy comfortable living in a well-established neighborhood.
Listing is courtesy of: KELLER WILLIAMS TAMPA PROPERTIES (813-264-7754)
Listing Agent: Jared Rutherford (813-444-8277)
2461 RHODESIAN DR #45, CLEARWATER, FL 33763
$169,0002 Days on yellowkey MLS ID: TB8522593
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1980Monthly Fee: $546 Tax: $1,432 (2025)Community: On Top Of The WorldCondo
Taxes:$1,432
Elementary School: McMullen-Booth Elementary-PN
High School: Countryside High-PN
Remarks: Welcome to carefree Florida living in this beautifully updated 2-bedroom, 2-bath condominium located in the highly sought-after On Top of the World community! Thoughtfully renovated with style and comfort in mind, this move-in-ready home features brand-new luxury vinyl plank flooring throughout, creating a seamless and modern feel. The stunning kitchen has been completely refreshed with sleek and modern shaker cabinetry, gorgeous butcher block countertops, new appliances, and convenient built-in shelving and additional storage that blend functionality with designer appeal. Both bathrooms have been tastefully upgraded with beautiful vanities, updated lighting, and stylish finishes that create a fresh, contemporary look. Additional improvements include upgraded GFCI electrical outlets throughout, HVAC replaced in 2021, and newer windows for added efficiency and peace of mind. Enjoy your morning coffee in your front sitting area, made possible by the balcony bump-out, or unwind in the spacious Florida room overlooking peaceful greenspace and a serene conservation area views. Located within the vibrant 55+ community of On Top of the World, residents enjoy an unparalleled array of amenities designed for an active and social lifestyle. Community features include two private golf courses (9-hole and 18-hole), two heated swimming pools, two activity centers, a remodeled cardio gym, fitness classes, dancing, clubs, cards, billiards, hobby studios, and a fully equipped woodshop. Pet lovers will appreciate the fenced dog park and covered seating areas. The on-site Good Karma Café provides convenient take-and-bake meals, snacks, and gathering space for residents. Ideally located near world-famous Gulf Coast beaches, shopping, dining, entertainment, and transportation, this beautifully updated condo offers the perfect combination of comfort, convenience, and community. Schedule your private showing today and discover why so many love calling On Top of the World home!
Listing is courtesy of: INNOVATE REAL ESTATE (941-202-1723)
Listing Agent: Lindsey Van Deilen (727-698-9179)
2048 SUN DOWN DR, CLEARWATER, FL 33763
$360,00050 Days on yellowkey MLS ID: TB8506531
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1606 Built: 2007Monthly Fee: $414 Tax: $3,538 (2025)Community: Sunset Pointe TwnhmsTownhouse
Taxes:$3,538
Remarks: Whether you are searching for a primary residence or the perfect second home, this spacious townhome offers comfort, convenience, and plenty of room for the whole family. Featuring 4 bedrooms and 3 full bathrooms, this beautifully maintained home combines low-maintenance Florida living with a peaceful pond view behind the property. Start your mornings with coffee on the large back patio while enjoying tranquil water views and watching ducks glide across the pond, then unwind in the evening with stunning Florida sunsets just steps from your door. The home also includes an oversized one-car garage, a private driveway, and ample guest parking throughout the community. The generous living areas provide an inviting space for entertaining, while the well-appointed kitchen features contemporary appliances, a large pantry, and abundant counter space for everyday cooking and gatherings. Beautiful engineered wood flooring extends throughout the kitchen, staircase, and entire second floor, adding warmth and elegance to the home. Upstairs, you will find three generously sized bedrooms, including a spacious primary suite featuring an elegant tray ceiling, walk-in closet, and private en-suite bathroom. The secondary bedrooms share a full bathroom with a tub/shower combination. A conveniently located second-floor laundry room with washer and dryer hookups adds comfort and convenience to everyday living. Located in the well-maintained, pet-friendly Sunset Pointe Townhomes community with a low HOA fee, residents enjoy numerous amenities, including a resort-style pool, playground, basic cable, internet, trash service, roof repair, exterior maintenance, and lawn care. No flood zone and non-evacuation zone. Ideally situated just 17 minutes from the beach, 18 minutes from Tampa, 8 minutes from Dunedin, and only 5 minutes from movie theaters, this home also offers quick access to a wide variety of restaurants, shopping, entertainment, and medical facilities. Call for your private showing today before this beauty is gone!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Kaili Feng (727-201-7608)
2209 UTOPIAN DR E #307, CLEARWATER, FL 33763
$229,00018 Days on yellowkey MLS ID: TB8515658
REDUCED by $10,900 (4.5%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1210 Built: 1996 Tax: $1,896 (2025)Community: On Top Of The WorldSpa: YesCondo
Taxes:$1,896
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to your top-floor oasis in the highly desirable, gated On Top of the World 55+ golf community. This beautifully updated two-bedroom, two-bathroom Antigua penthouse offers 1,210 square feet of bright, maintenance-free living. Enjoy this condo with NEW WASHER & DRYER, NEW A/C, NEW DISHWASHER, NEW RANGE, and NEW HOT WATER TANK Inside, you will find vaulted ceilings, luxury vinyl plank and ceramic tile flooring, built-in shelving, and a massive twelve-by-fifteen eat-in kitchen with a pantry. The primary suite features a large bedroom, ceiling fan, and a spacious walk-in closet, while an in-unit washer and dryer add everyday convenience. Situated on the third floor of an elevator-equipped building, this home offers total ease of access.The monthly condo fee covers internet, cable TV, water, sewer, trash, pest control, twenty-four-hour guarded security, and complete exterior maintenance. As a resident, you gain access to an unmatched resort lifestyle featuring two private golf courses, two pools, an in-ground spa, a fitness center, tennis courts, a dog park, an on-site restaurant, and a community boat ramp with lake access. This pet-friendly condo allows up to two pets and is perfectly located in Clearwater near world-class beaches, dining, and shopping. It serves as an ideal year-round residence or seasonal retreat with a flexible six-month minimum lease period. Schedule your private showing today to experience premier Florida active 55+ living.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Tanner Tillung (727-479-4548)
2154 N HERCULES AVE, CLEARWATER, FL 33763
$439,50046 Days on yellowkey MLS ID: TB8502239
REDUCED by $10,000 (2.2%) on 06/18/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1606 Built: 1960 Tax: $4,107 (2025)Community: Citrus Heights Manor 1St AddSingle Family
Taxes:$4,107
Middle School: Dunedin Highland Middle-PN
Remarks: Great Buy on This wonderful Clearwater Pool Home! Comfort, style, and the Florida lifestyle come together perfectly in this move-in ready home. Inside, you'll find a modern kitchen featuring updated cabinetry and countertops, tastefully renovated bathrooms, and a cozy fireplace that adds warmth and character to the living area. Spacious living spaces filled with natural light create an inviting atmosphere for both everyday living and entertaining. Step outside to your private backyard retreat, complete with a sparkling pool, covered lanai, and expansive deck area—ideal for outdoor dining, entertaining guests, or simply relaxing in the Florida sunshine. The large, fenced yard offers privacy and plenty of room for pets, play, or gardening. Additional features include a spacious garage, an attractive updated front entry door with impact-resistant glass, an impact-rated garage door, insulated windows, and storm panels conveniently stored in the garage. Major updates include roof replacements in 2010 and 2019, along with a new A/C system installed in 2019. Ideally located and zoned for highly regarded Dunedin schools, this home is just minutes from the vibrant downtown area of Dunedin, known for its charming shops, local restaurants, craft breweries, waterfront parks, and year-round events. You'll also enjoy easy access to some of Florida's most beautiful Gulf Coast beaches. For commuters and travelers, Tampa International Airport is approximately 30 minutes away, with convenient access to both Tampa and St. Petersburg. Make an offer while this appealing home is still available!!!
Listing is courtesy of: SELECT PROPERTIES INC (727-934-4099)
Listing Agent: Frank Acerra (727-410-9849)
2210 UTOPIAN DR E #203, CLEARWATER, FL 33763
$224,90098 Days on yellowkey MLS ID: TB8488091
REDUCED by $15,000 (6.3%) on 05/17/2026
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)
2438 ENTERPRISE RD #6, CLEARWATER, FL 33763
$147,500679 Days on yellowkey MLS ID: T3548862
REDUCED by $2,400 (1.6%) on 06/23/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 817 Built: 1986Monthly Fee: $462 Tax: $1,453 (2023)Community: Villas At Countryside TheCondo
Taxes:$1,453
Tax Year: 2023
Remarks: Motivated Seller will assist with closing costs! The Milestone Inspection is complete and No Special Assessments are due. Maintenance free living in an updated Condo in quiet neighborhood of The Villas At Countryside! Move-in ready! Neutral ceramic tile throughout (no carpet). A/C replaced in 2022. This floor plan features 2 bedrooms, 1 bath, dining area with adjacent living room. Great for entertaining, the dining area is conveniently located next to the kitchen with a pass through to the dining/living room. Beautiful granite countertops, decorative glass tile backsplash, updated shaker style cabinets, a large pantry closet, plus eat-in space. The primary rear bedroom is large with a slider. Both the living room and main bedroom open to the large Florida Room making them light and bright. There is plenty of closet space. The adjacent updated bath features a tub/shower, accent tile, newer vanity and fixtures. A second spacious front bedroom is separated from the main bedroom by the bathroom. Enjoy the your enclosed Florida Room with a/c, ceiling fan and extra storage space.The Florida room is open to the entire rear of the home.Washer and dryer are located inside for your convenience. Seller will remove furniture if not desired. The monthly HOA includes, common area taxes, community pool, escrow reserves fund, insurance, maintenance exterior, maintenance grounds, manager, pool maintenance, private road, recreational facilities/amenities, roof, sewer, trash, water. Enjoy maintenance free living with the security and convenience of your assigned covered parking. The Villas At Countryside are pet friendly and Not a 55+ community. This desirable Countryside community is only a short distance to Historic Downtown Dunedin & Marina, Clearwater Beach, Honeymoon Island State Park, Countryside Mall, and so much more. Lighted tennis courts, soccer field, playground and basketball courts are located right next door at Woodgate Park.You're just a short drive to some of Florida's most beautiful beaches, the Pinellas Trail for riding or walking, shopping, medical facilities, restaurants, multiple types of entertainment, golf courses, breweries, parks, airports and so much more!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (813-907-8200)
Listing Agent: Denise Singleton (813-907-8200)
2042 AUSTRALIA WAY W #18, CLEARWATER, FL 33763
$109,00052 Days on yellowkey MLS ID: TB8503716
0 Days Off yellowkey (back on 6/23/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 825 Built: 1971 Tax: $1,923 (2025)Community: On Top Of The WorldCondo
Taxes:$1,923
Remarks: Newly remodeled unit freshly painted and new flooring at On Top of the World. Association offers many amenities for residents such as golf courses, 2 gyms, 2 large pools, 2 clubhouses, ballroom, auditorium, tennis courts, pickleball, bocci, word shop, gem shop, cardroom, and community cafe. There are many community events for residents. Great location near shopping, beaches, bus line, shopping , hospitals and major league sports.
Listing Agent: Alan Glidden (727-538-9200)
2001 GREENBRIAR BLVD #13, CLEARWATER, FL 33763
$64,900173 Days on yellowkey MLS ID: W7881767
REDUCED by $5,000 (7.2%) on 05/16/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 605 Built: 1970 Tax: $1,129 (2024)Community: Greenbriar CondoSpa: NoCondo
Taxes:$1,129
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Updated one-bedroom, 1 Bath, 55+ 2nd Story Condo in Clearwater, featuring 8-foot-plus ceilings and crown molding for a clean, upscale finish. This residence delivers the feel of executive living at a fraction of the typical cost. Inside, you’ll find brand-new kitchen appliances, new flooring throughout, and a fully updated bathroom—with no carpet anywhere in the home. The laundry room is conveniently located just steps away, adding to the effortless lifestyle this property provides. Enjoy peace of mind knowing the home is located in a non-flood zone, per the County and let the community amenities elevate your everyday living. The beautiful pool and clubhouse create a resort-like atmosphere, while the scenic walking along a tranquil creek offers a relaxing retreat right outside your door. There’s no yard work, no roof maintenance, no mowing, and no weeds to pull—just lock-and-leave convenience paired with comfort and style. This is low-maintenance living at its finest, perfect for those who value quality, simplicity, and a polished lifestyle, the HOA also covers Cable TV & Internet & Sewer & Trash & Water & Fitness Center & Pool & Clubhouse. Less than 20 miles to St. Pete Beach In Florida was just named The #1 Beach in America and the Fifth Best Beach in The World. Please view two videos: Tour 1 & Tour 2
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Eric Jenkins, Pa (727-409-3484)
2436 RHODESIAN DR #32, CLEARWATER, FL 33763
$200,000106 Days on yellowkey MLS ID: W7883856
REDUCED by $10,000 (4.8%) on 05/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1982Monthly Fee: $545 Tax: $2,156 (2025)Community: On Top Of The WorldCondo
Taxes:$2,156
Remarks: !! PRICE REDUCED !!– TURN-KEY & READY TO ENJOY!! Welcome to effortless Florida living in this fully furnished 2-bedroom, 2-bath condo located in the highly sought-after On Top of the World 55+ community! This move-in ready gem is perfect as a full-time residence or seasonal retreat—just bring your suitcase and start living the lifestyle you’ve been dreaming of. Step into easy, low-maintenance living with a home that’s already beautifully furnished and designed for comfort. But the real highlight? The resort-style amenities that make every day feel like a vacation: FREE golf Heated pools Tennis & pickleball courts Lawn bowling & walking paths Active clubhouse with endless clubs, events & social activities Located just minutes from shopping, dining, medical facilities, and local attractions, this community offers the perfect blend of convenience, connection, and carefree living. Affordable. Furnished. Amenity-packed. This is your chance to own in one of the area’s most vibrant 55+ communities—don’t wait!
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Camille Cash (727-207-8929)
2020 LAKEVIEW DR #105, CLEARWATER, FL 33763
$200,000114 Days on yellowkey MLS ID: TB8467037
1 Days Off yellowkey (back on 5/24/2026)
REDUCED by $20,000 (9.1%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1989Monthly Fee: $278 Tax: $3,871 (2025)Community: Villas Of Lake ArborCondo
Taxes:$3,871
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to effortless Florida living in this beautifully maintained ground floor 2-bedroom, 2-bath condo located in the highly sought-after Villas of Lake Arbor. It's 55+ maintenance-free, pet-friendly community situated in no flood /no evacuation zone. The spacious kitchen offers a charming eat-in area, stylish built-in shelving, and abundant pantry storage. Enjoy the convenience of an interior laundry room complete with a full-size washer and dryer. The spacious open-concept living and dining room combination offers a seamless flow that’s perfect for both everyday living and entertaining. The dining area easily accommodates a full-size table, while the adjoining living room provides a comfortable gathering space. The open design enhances the sense of space and connectivity, creating a inviting atmosphere ideal for hosting guests or relaxing at home. The primary suite features a generous walk-in closet and sliding glass doors that open to the Florida room — the perfect space to relax and unwind. Both bathrooms have been tastefully updated with elegant quartz countertops and the primary bath with new recessed lighting. Just steps from your door, enjoy the beautifully heated pool and scenic lakeside fishing pier with tranquil water views. The impeccably maintained grounds feature gathering tables ideal for socializing and enjoying the Florida sunshine. Covered carport parking is conveniently located directly outside your front door. The HOA provides exceptional value, covering water, trash, cable, internet, roof, building insurance, and exterior maintenance. Ideally located near shopping, dining, medical facilities, parks, and the stunning Gulf beaches, this condo truly offers comfort, convenience, and carefree living!
Listing is courtesy of: BILTMORE GROUP INC (727-559-2008)
Listing Agent: Donna Kelly (727-742-8482)
2073 DENMARK ST #37, CLEARWATER, FL 33763
$277,900113 Days on yellowkey MLS ID: TB8482670
REDUCED by $1,000 (0.4%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1971 Tax: $2,667 (2025)Community: On Top Of The WorldCondo
Taxes:$2,667
Remarks: Virtually Staged. Beautifully renovated 2-bedroom, 2-bath condominium located in the highly desirable On Top of the World community in Clearwater. This spacious residence has been extensively updated and offers a fresh, modern interior with thoughtful upgrades throughout. Recent improvements include a fully remodeled kitchen, renovated bathrooms, updated flooring in select areas, fresh interior paint, and upgraded lighting fixtures. The water heater was installed in November 2025, and the AC system was replaced at the end of 2023, offering improved comfort and energy efficiency. The well-designed floor plan offers bright and inviting living spaces filled with natural light, creating a comfortable setting for both everyday living and entertaining. The updated kitchen features modern finishes, ample cabinetry, and a clean, contemporary design. Both bedrooms are generously sized, and the renovated bathrooms include stylish updates that enhance the overall appeal of the home. Residents of On Top of the World enjoy access to a wide variety of amenities including a clubhouse, fitness center, swimming pools, tennis courts, walking paths, and numerous recreational and social activities. The community is known for its active lifestyle and well-maintained surroundings. Conveniently located in Clearwater, the property is just a short drive from beautiful Gulf beaches, shopping, dining, parks, and major roadways, with easy access to Tampa and St. Petersburg. This updated condominium offers an excellent opportunity to enjoy comfortable living in one of Clearwater’s most established and sought-after communities. Schedule your showing today.
Listing is courtesy of: SUNSHINEAGLE LLC (941-416-4580)
Listing Agent: Alessandro Antezza (941-416-4580)
2446 ENTERPRISE RD #4, CLEARWATER, FL 33763
$129,90052 Days on yellowkey MLS ID: TB8502216
REDUCED by $5,100 (3.8%) on 06/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 593 Built: 1982Monthly Fee: $123 Tax: $633 (2025)Community: Villas At Countryside TheSpa: NoCondo
Taxes:$633
Remarks: Lovely 1 bedroom, 1 bathroom move in ready villa in the heart of Countryside. Updated kitchen and bathroom with a living room and dining area combination. Good sized master bedroom with sliders. Washer/Dryer hookup inside the unit. Comes with a covered carport spot right in front of the unit. Nicely maintained community with low hoa fees, land lease and community pool. This location puts you close to the mall, top rated area beaches, with easy access to Tampa & St. Pete. Great maintenance free living, the perfect place for home or a winter getaway.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
2440 ENTERPRISE RD #2, CLEARWATER, FL 33763
$164,500310 Days on yellowkey MLS ID: TB8419563
REDUCED by $5,000 (2.9%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1983 Tax: $1,249 (2024)Community: Villas At Countryside TheCondo
Taxes:$1,249
Remarks: Fantastic condo in the heart of Clearwater/Countryside with some of the lowest maintenance fees in town. Not many condos in this price range have maintenance fees this low. And seller is also offering 3k at closing for any decorative changes buyer would like to make. This condo features 2 bedrooms and 2 bathrooms across 915 sq ft, which includes a bright great room floorplan, indoor laundry, and newer appliances in a well-appointed kitchen with granite countertops, soft-close drawers, and a pantry. Enjoy morning coffee or evening wine on your large screened-in patio. Ceiling fans throughout keep things cool and energy-efficient. The unit includes covered parking, and the pet-friendly community offers a community pool, low HOA fees, and a dedicated carport space and plenty of guest parking. Located in flood zone X (high and dry) with easy access to shopping, dining, and beaches. Perfect for seasonal living, first-time buyers, or investment—this one checks all the boxes!
Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)
Listing Agent: Michael Giarratano (727-580-5604)
2370 JAMAICAN ST #54, CLEARWATER, FL 33763
$130,000169 Days on yellowkey MLS ID: TB8460873
REDUCED by $30,000 (18.8%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1978 Tax: $482 (2024)Community: On Top Of The WorldCondo
Taxes:$482
Remarks: Beautiful Condo in Clearwater’s Premier 55+ Golf Community. Move right into this 2-bedroom, 2-bath 2nd-floor unit located in the highly desirable On Top of the World community. Upgrades Include new double-pane, hurricane impact resistant windows. Inside, you'll find an open floor plan with a bright living area, dedicated dining space, and a kitchen with new refrigerator and dishwasher, oak cabinets. Comfortable back room to sit and read a book or work on your hobby. Open the rear window to get a good breeze as you over look the large grassy outdoor space. Enjoy doing your laundry at your leisure with your own washer dryer. The large bedrooms are excellent for residents and guests alike with the convenience of a private bath in the Primary bedroom. Residents enjoy an unmatched lineup of amenities in this active 55+ community: Two private golf courses (no fee for residents), Two heated swimming pools, Tennis & pickleball courts, State-of-the-art fitness center, Two clubhouses that entertain social events, classes, clubs & dances. Also, available is a hobby studio, a woodshop, a dog park, walking trails, and more. Included in the HOA: Water, sewer, trash, cable TV, internet, exterior maintenance, grounds care, and full access to all community amenities. Pet-friendly community. Prime Clearwater Location: Just minutes to the beautiful Gulf beaches, shopping, dining, evening entertainment and medical facilities, and transportation options. This condo has exceptional value with an unbeatable lifestyle in one of Florida’s most sought-after 55+ communities. Bring your decorating ideas to make this place your home!!!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Tim Gorr (727-804-0732)
2257 WORLD PARKWAY BLVD W #61, CLEARWATER, FL 33763
$169,80085 Days on yellowkey MLS ID: O6395784
REDUCED by $100 (0.1%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1983 Tax: $2,387 (2025)Community: On Top Of The WorldCondo
Taxes:$2,387
Remarks: LOW HOA - HIGH AND DRY - FURNISHED - CLOSE TO THE BEST OF CLEARWATER - WHAT MORE COULD YOU ASK FOR!? This unit is the rare "Unicorn" of On Top of the World (OTOW) real estate: top-floor privacy (no upstairs neighbors), elevator convenience, and a location steps from the West Side Activity Center. Welcome to 2257 World Parkway W. #61, a meticulously reimagined 2-bedroom, 2-bathroom sanctuary in Clearwater. This is the ONE you’ve been searching for: in unit washer/dryer, only one shared wall with a neighbor, serenity of a private home with the lock-and-leave lifestyle of a luxury condo. Step through your new premium storm door, designed to invite in the cool fall breezes, and onto stunning high-end waterproof flooring that flows through an open-concept layout. The chef’s kitchen is a showstopper, featuring gleaming stainless steel appliances, crisp shaker cabinetry, and designer finishes. Experience total peace of mind with a brand-new water heater and a state-of-the-art all-in-one washer/dryer system that maximizes space and efficiency. Both bathrooms have been transformed into contemporary spa-like retreats with modern vanities and exquisite tile work. Sold fully furnished and turnkey, this 1,100 SQFT residence is truly move-in ready. THE ULTIMATE VALUE: While the monthly fee is modest ($544.89), it delivers an unparalleled lifestyle value worth thousands of dollars. Included features are high-speed fiber-optic internet, cable, water, and exclusive access to two private golf courses (FREE for owners), heated pools, a modern fitness center, and a vibrant social cafe. If you try and replicate this lifestyle amenities outside this community expect to pay $1,600 a month! With impact-resistant windows, assigned parking at your door, and free community transportation to nearby Clearwater Beach, this isn’t just a condo—it’s your new headquarters for the good life. Stop dreaming and start living. If you are looking for an easy rental - this checks all the boxes and available for purchase from all ages.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
2430 BRAZILIA DR #64, CLEARWATER, FL 33763
$99,00068 Days on yellowkey MLS ID: TB8499382
REDUCED by $13,000 (11.6%) on 06/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1970 Tax: $1,924 (2025)Community: On Top Of The WorldCondo
Taxes:$1,924
Remarks: Enjoy easy living in this 2-bedroom, 2-bath, 3rd-floor condo located in the desirable On Top of the World 55+ Golf Course Community in Clearwater. This fee-simple building sits just steps from the East Activity Center, offering quick access to the pool, fitness classes, clubs, and endless social activities. A welcoming leaded stained-glass front door opens to a bright layout featuring newer appliances and artistic murals in both bathrooms and the Florida room. The kitchen and Florida room feature a seamless epoxy floor coating, giving these high-traffic areas a clean, modern, easy-care finish. From the Florida room view of trees adding a relaxing backdrop to your morning coffee or evening unwind. Some Furniture negotiable. W/H 2023 This well-loved home is ready for your updates, offering the perfect opportunity to customize it to your taste in one of Clearwater’s most active and amenity-rich 55+ communities—complete with golf, pools, fitness centers, clubs, and more.
Listing Agent: Lynne Leida-Goldsmith, Pa (727-410-9099)
2442 ENTERPRISE RD #6, CLEARWATER, FL 33763
$142,90064 Days on yellowkey MLS ID: TB8501316
REDUCED by $7,000 (4.7%) on 06/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 593 Built: 1982Monthly Fee: $114 Tax: $1,766 (2025)Community: Villas At Countryside TheCondo
Taxes:$1,766
Remarks: NEW PRICE - Same Amazing Quality AND Seller financing in this beautifully renovated Countryside condo. If you’ve seen quick cosmetic flips before, you’ll immediately recognize the difference here. This one-bedroom, one-bath top-floor end unit has been thoughtfully improved with craftsmanship, care, and attention to the details many renovations overlook. From the solid hardwood cabinetry to carefully completed drywall work, upgraded storage solutions, oversized closet access, and clean, durable materials throughout, this home was renovated the right way. The result is a stylish and comfortable space designed for buyers who appreciate workmanship and no future headaches. At 593 square feet, this home lives efficiently, with rare bonus attic storage space accessible by pull-down ladder—an uncommon feature for a condo. Private covered parking is included, plus guest parking for visitors. Located in desirable Countryside, Villas of Countryside offers a community pool and a highly convenient location near shopping, dining, entertainment, and everyday essentials. Westfield Countryside Mall, grocery stores, restaurants, and major routes are all nearby, with Dunedin, Safety Harbor, and beaches just a short drive away. Special seller financing available: 10% down, 5.95% interest rate, 30-year amortization, and 7-year balloon (subject to seller approval).
Listing Agent: Lea Lagueux (813-417-3842)
2561 BERMUDA ST, CLEARWATER, FL 33763
$79,90040 Days on yellowkey MLS ID: W7885851
REDUCED by $19,100 (19.3%) on 06/08/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 648 Built: 1971 Tax: $1,225 (2025)Community: Blackburns SubMobile Home
Taxes:$1,225
Remarks: CLEARWATER GEM AT SUNSET POINT AND US 19. LAND INCLUDED….NO HOA FEES. ZERO LEASE FEES.. THIS LISTING IS FOR THE LAND WITH THE 2 BR/1BA HOME ON IT INCLUDED….HOME IS WITHIN WALKING DISTANCE OF ALDI (3 minute walk with no crossing the street) 1 minute access to US 19 …HAS A GREAT FULLY FENCED BACKYARD READY FOR A BBQ GRILL….GOOD SCHOOLS….SHADED BY A BEAUTIFUL OAK TREE with an absolutely perfect location. This high and dry lot has an EXISTING SEPTIC SYSTEM INSTALLED..active water service and full electric.
Listing is courtesy of: LISTWITHFREEDOM.COM (855-456-4945)
Listing Agent: Ralph Harvey (855-456-4945)
2042 AUSTRALIA WAY W #58, CLEARWATER, FL 33763
$124,50015 Days on yellowkey MLS ID: TB8518352
0 Days Off yellowkey (back on 6/17/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1971 Tax: $2,158 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$2,158
Remarks: Move-In Ready 2BR/2BA Condo in an Active 55+ Community Welcome to this conveniently located third-floor end unit, just one block from the East Activity Center! This clean and well-maintained 1,100-square-foot condominium features two bedrooms, two bathrooms, and an in-unit washer and dryer. Move-in ready and priced to sell, this is an excellent opportunity to enjoy a vibrant and active lifestyle. Residents enjoy easy access to an impressive array of amenities, including one of two heated swimming pools, a remodeled fitness center with state-of-the-art cardio equipment, tennis and pickleball courts, hobby studios, a woodshop, and much more. The community also offers two private golf courses (9-hole and 18-hole), available exclusively to resident owners at no additional cost. This pet-friendly 55+ community features a fenced dog park with covered seating and two activity centers offering a wide variety of social and recreational opportunities, including fitness classes, dancing, clubs, card games, billiards, entertainment, and educational programs. Residents can also enjoy the convenience of the on-site Good Karma Café, offering take-and-bake meals and snacks. Please note: All room sizes, floor plans, and square footage are approximate. The property is being transferred by leasehold estate deed. Association approval is required, and financing requires a minimum 35% down payment. Schedule your private showing today and discover all this wonderful community has to offer!
Listing is courtesy of: ON TOP OF THE WORLD RE (727-799-3417)
Listing Agent: Carmencita Potesta (727-504-3927)
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