Location: Clearwater , 33763
Do Not Show Listings
2405 FRANCISCAN DR #11, CLEARWATER, FL 33763
$120,00057 Days on yellowkey MLS ID: TB8493877
0 Days Off yellowkey (back on 5/28/2026)
REDUCED by $10,000 (7.7%) on 05/14/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1974 Tax: $1,156 (2025)Community: On Top Of The WorldCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,156
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. REDUCED $10,000. Seller Motivated and contributing $5000.00 credit to new flooring. 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)
2171 SCOTLAND DR, CLEARWATER, FL 33763
$375,00058 Days on yellowkey MLS ID: TB8492471
1 Days Off yellowkey (back on 4/22/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1109 Built: 1971Monthly Fee: $18 Tax: $2,438 (2025)Community: GreenbriarSingle Family
Taxes:$2,438
Elementary School: Garrison-Jones Elementary-PN
High School: Dunedin High-PN
Middle School: Safety Harbor Middle-PN
Remarks: Under contract-accepting backup offers. 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)
1949 PINEHURST DR, CLEARWATER, FL 33763
$270,00074 Days on yellowkey MLS ID: TB8486602
REDUCED by $15,000 (5.3%) on 05/28/2026
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 with a new price improvement. This 2-bedroom, 1-bath Clearwater home offers a strong value-add opportunity in a quiet residential neighborhood just about 10 minutes from Downtown Dunedin and Downtown Clearwater. The home features an open floor plan, stainless steel kitchen appliances, ample kitchen workspace, a fireplace in the main living area, natural light, and comfortable bedroom sizes. The flexible layout offers room to personalize, improve, and create long-term value. The property is priced to reflect needed improvements, giving investors, renovators, and buyers using renovation financing a clear path to add value. Conveniently located near Countryside Mall, Celebration Station, grocery stores, shopping, dining, parks, and everyday essentials. Bring your renovation plan and take a closer look.
Listing is courtesy of: GULF SHORES REALTY ERA POWERED LLC (813-636-0700)
Listing Agent: Filip Cerovic (813-613-9778)
2254 NORWEGIAN DR #28, CLEARWATER, FL 33763
$155,000108 Days on yellowkey MLS ID: TB8474086
REDUCED by $10,000 (6.1%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1983 Tax: $2,489 (2024)Community: On Top Of The WorldCondo
Taxes:$2,489
Tax Year: 2024
Remarks: LOOK NO FURTHER, come and enjoy a RESORT-LIKE-LIFESTYLE in FLORIA PARADISE in this 55+ ACTIVE GATED COMMUNITY - On Top of the World! This condo sits on the Desirable 2nd FLOOR in a building with elevator! It is UNFURNISHED large 2Bedroom/2Bathroom 1400 SqFt . This GORGEOUS UNIT features an open floor plan of dining and living area, spacious bedrooms and additional FLORIDA room for relaxing, entertainment, or office. It has UPDATED WINDOWS with HURICANE SHATTERS, NEW Stove and NEW Dishwasher in the kitchen, NEW Water Heater and the A/C – 2020! The HOA includes: water, sewer, garbage removal, high speed fiber optic Internet and 120 Basic Cable TV stations, maintenance of the building, insurance and maintenance of all amenities including the two 9 & 18 hole golf courses which you can enjoy every day at no additional costs! The Community also has hundreds of clubs, variety of social activities and has 2 Activity Centers to appreciate 2 heated pools, spa, billiards, tennis courts, Fitness Center, BBQ pavilion, Library, Good Carma Café, Dog park and lake for kayaking or fishing! Daily buss transportation is available! Costco, Sam’s Club, Grocery Stores, Lowe’s, Theaters, Restaurants & Entertainment, Malls, WORLD CLASS BEACHES, Hospitals, and 2 International Airports are all nearby! IT’S MOVE IN READY, COME SEE IT TODAY! HOA approval is required, the title is transferred with a lease warranty deed, and if financing – 35% down is required!
Listing is courtesy of: BONOMO REALTY LLC (727-733-3777)
Listing Agent: Galia Baldridge (727-459-9737)
2459 FRANCISCAN DR #37, CLEARWATER, FL 33763
$175,00054 Days on yellowkey MLS ID: TB8494516
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1974 Tax: $2,033 (2025)Community: On Top Of The WorldCondo
Taxes:$2,033
Remarks: WASHER AND DRYER INSIDE, FURNISHED, READY TO MOVE IN, on the desirable 2nd floor in a building with elevator with 2 bedrooms and 2 bathrooms, 1100SqFt! It features a spacious open floor plan of dining and living area and large bedrooms with an en suite bathroom in the Master bedroom! There is an additional Florida room off the kitchen for relaxing and entertainment! There are updates in the kitchen, luxury vinyl flooring, ceiling fans in every room and fresh paint! This is a corner unit with an additional front door in across from the elevator for your convenience! Come and golf every day on the 2 golf courses FREE for the residents, enjoy plenty of Amenities and clubs! This is 55+ On Top of the World gated community with two recreation centers, two heated pools, state of the art fitness center, tennis courts, lawn bowling courts, shuffleboard, hobby studio, dancing, variety of classes, billiards, pickleball, social events, Good Carma Café, library, new BBQ pavilion, and more! Close to shopping, restaurants, entertainment, beaches, and airports! HOA application and approval are required! If financing, 35% down is required! The title is transferred through land lease warranty deed! Sold AS/IS! Come see it today!
2027 SETON DR, CLEARWATER, FL 33763
$385,0008 Days on yellowkey MLS ID: TB8510989
0 Days Off yellowkey (back on 5/27/2026)
REDUCED by $15,000 (3.8%) on 05/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1410 Built: 1971 Tax: $3,729 (2025)Community: Montclair Lake EstatesSingle Family
Taxes:$3,729
Elementary School: Dunedin Elementary-PN
Remarks: Welcome to this charming 3-bedroom, 2-bath home in the desirable Montclair Lake Estates community of Clearwater! Offering a split floor plan in the living space, this single-story residence features a functional layout with NEW central A/C (2026), a spacious attached garage, and a blend of tile, wood laminate, and carpet flooring throughout. The stucco exterior, gabled roof (2019), and mature landscaping create inviting curb appeal, while the unique garden and additional side and rear walkways add character and outdoor enjoyment. Situated on a generously sized lot, this property offers plenty of room for entertaining, gardening, or simply relaxing in your private backyard setting. Conveniently located near Dunedin shopping, dining, parks, top-rated schools, and just a short drive to Clearwater’s world-famous beaches, this home is a fantastic opportunity for first-time buyers, seasonal residents, or anyone looking to enjoy the Florida lifestyle. Don’t miss your chance to make this Clearwater gem your own!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Kevin Orantes (727-656-5152)
111 W GRAPEFRUIT CIR, CLEARWATER, FL 33763
$330,00030 Days on yellowkey MLS ID: TB8503545
Bed: 3 Bath: 1.0 Liv Area Sq Ft: 1255 Built: 1955 Tax: $2,041 (2025)Community: Virginia Groves EstatesSingle Family
Taxes:$2,041
Elementary School: McMullen-Booth Elementary-PN
High School: Countryside High-PN
Remarks: Welcome to Virginia groves Estates. I’ve done the hard work so we don't have to. I’m a Clearwater home who loves a "no-drama" lifestyle—which is why my place has a 2020 roof, 2020 water heater, a brand-new septic system, and a complete repiping and new flooring throughout in 2023. It’s a classic '55 build with the reliability of a new construction. I’m looking for someone to share the "good life" with, whether that’s a BBQ in my fenced backyard or a sunset stroll on the Courtney Campbell Causeway. The hallmark of a good relationship is... Reliability and trust. Kind of like my 2016 AC unit—it’s been through the Florida summers and it never lets me down. And the kicker is that the solar panels will be all ours at closing.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Joseph Lee Morris (813-300-8486)
2430 FLORENTINE WAY #58, CLEARWATER, FL 33763
$159,90044 Days on yellowkey MLS ID: TB8498394
REDUCED by $8,600 (5.1%) on 05/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1974 Tax: $2,663 (2025)Community: On Top Of The WorldCondo
Taxes:$2,663
Remarks: Discover resort-style living in this stunning TOP FLOOR condo, boasting front GOLF COURSE VIEWS and rear WOODED VIEWS. Upon entering this sun-drenched unit, you are welcomed by a bright and open living room and dining room combo. The chef’s kitchen boasts gleaming NEW countertops, a shining backsplash that complements the newer stainless steel appliances, updated flooring, and crisp, white cabinets with fresh hardware for tons of storage and space to cook and entertain. The spacious primary bedroom offers huge built-in closets and a private, updated EN-SUITE BATH complete with gorgeous newer counters, sinks, hardware, and fixtures, including a low-profile ceiling fan for added comfort. The second bedroom also has tons of storage; both bedrooms feature lush carpet and are bright and sunny. The second bathroom has a new sink, faucet, and a white tub for soaking. The spacious and sun-drenched Florida room boasts IMPACT RATED NEWER WINDOWS and offers amazing lush green wooded views. Modern conveniences include a smart thermostat and an electronic door lock. On Top of the World delivers resort-style living with TWO EXCLUSIVE GOLF COURSES, 9 and 18 holes free to resident owners, TWO HEATED SWIMMING POOLS, tennis, pickleball, a fitness center, DOG PARK, horseshoe pits, lawn bowling, and shuffleboard. A grand ballroom hosts live music and events, and an on-site café offers take-and-bake meals. On Top of the World has over 100 clubs and activities. Milestone Engineering Study passed with flying colors.Ideally located near Dunedin’s beaches, Clearwater Beach, upscale shopping, healthcare, and Tampa International and St. Pete/Clearwater Airports. Seize this chance for luxurious, active living in a vibrant community, SAFELY OUTSIDE OF FLOOD AND EVACUATION ZONES. 35% down required by OTOW if financing.
Listing is courtesy of: PRISTINE FLORIDA PROPERTIES LLC (727-510-8226)
Listing Agent: Anna Smith (309-530-8399)
1960 UNION ST #28, CLEARWATER, FL 33763
$164,90060 Days on yellowkey MLS ID: TB8492216
2 Days Off yellowkey (back on 5/28/2026)
REDUCED by $5,100 (3.0%) on 05/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1049 Built: 1979 Tax: $966 (2025)Community: Oak Lake Park CondoCondo
Taxes:$966
Remarks: Under contract-accepting backup offers. 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)
2456 ECUADORIAN WAY #38, CLEARWATER, FL 33763
$105,00089 Days on yellowkey MLS ID: W7883507
REDUCED by $4,000 (3.7%) on 05/11/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1972 Tax: $516 (2025)Community: On Top Of The WorldSpa: YesCondo
Taxes:$516
Remarks: 2 Bedroom/1 Bathroom Condo offered for Sale in On Top of the World. 1100sq.ft. 55+. Once you enter, you will notice this condo just feels good. Carpeted for comfort. The East-West exposures bathe the rooms in light. The Living/Dining Room combination allows for larger furniture pieces. Both Bedrooms are good sized & will easily accommodate Queen sized bed sets. Easy-care Luxury Vinyl Tiles are underfoot in the in the Kitchen & Florida Room. The expansive Florida Room is situated for more casual seating as well as less formal dining. It's perfect to use as an Office, Media or Craft room. Located conveniently on the 2nd floor just off the elevator. With a Back Door, you can easily bring in groceries or your laundry, which, by the way, is mere steps away. It's like having your own laundry room, yet no heat, lint or space lost! On Top of the World is a community that offers boundless activities and resort style amenities. The Condo is equipped with High-Speed Fiber-Optic Internet included in the monthly maintenance fee. A $150/mo. value! This condo is high & dry! Located in a non-flood zone and non-evacuation zone. Are you a new "Snowbird" looking to escape the northern winters? You can use this condo in the winter months, then rent it for the Summer to "pay for itself" until you make a full time move. There is no waiting time to rent! Most of the Furniture is included. This Clearwater location is perfect to use as "Home Base". Close to the Best Beaches in the Country! Excellent Shopping, Dining & superb Medical Facilities are nearby. There are Performing Arts Centers, Sports Venues, International & Regional Airports close by & a breeze to navigate to. Check out the small-town flavors of Dunedin, Safety and Palm Harbors. Tarpon Springs, St. Petersburg and Tampa are all an easy commute and are worthy daytrips. On Top of the World boasts 2 golf courses that are FREE for Owners to play. Play 9 holes on the short course or a full 18-hole round. The property has walking trails, Tennis and Pickleball courts, 2 Pools, a well-appointed gym, and clubs galore. Take the water aerobics, yoga or line dancing classes. Learn to play the Ukelele! This community is what you make of it. Bring your large dog, there is no size limit. There's even a Dog Park here. Come for a tour of this condo and the community and start living the Real Florida Lifestyle. If financing, 35% down is required.
Listing is courtesy of: REALTY ONE GROUP BEYOND (727-900-7174)
Listing Agent: Kimberleigh Flynn (727-215-7800)
2058 SUN DOWN DR, CLEARWATER, FL 33763
$355,000147 Days on yellowkey MLS ID: TB8458152
3 Days Off yellowkey (back on 5/1/2026)
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1473 Built: 2007Monthly Fee: $387 Tax: $5,282 (2024)Community: Sunset Pointe TwnhmsTownhouse
Taxes:$5,282
Remarks: Under contract-accepting backup offers. What a great opportunity to own an MOVE IN READY townhome with 3-BEDROOMS, 2.5-BATHS, ATTACHED GARAGE and AMAZING POND VIEWS FROM THE LIVING ROOM through the FABULOUS ENCLOSED PORCH WITH NEW MINI SPLIT-PERFECT FOR A HOME OFFICE! To top it off there are NO FRONT OR REAR NEIGHBORS and PLENTY of GUEST PARKING CLOSE BY. This OPEN FLOOR PLAN offers plenty of space for the whole family. LIVING/ DINING ROOM COMBO with neutral colors and LAMINATE FLOORING throughout. Beautiful open kitchen with WOOD CABINETS, CORIAN COUNTERS, STAINLESS STEEL APPLIANCES, REVERSE OSMOSIS, BREAKFAST BAR, and PANTRY. Downstairs HALF BATH for guest, STORAGE COSET beneath the stairs, WATER SOFTENER, and INSIDE LAUNDRY. Upstairs you will find a SPACIOUS MASTER BEDROOM with a WALK IN CLOSET, ENSUITE BATHROOM with WOOD VANITY, CORIAN COUNTERS, BATH TUB AND SEPARATE NEWLY RENOVATED WALK IN SHOWER. TWO additional BEDROOMS that SHARE A HALL BATH complete with WOOD VANITY, and NEWLY RENVATED SHOWER. Just too many great features to list! LOW HOA FEES include: CABLE & INTERNET, ROOF, GARBAGE, EXTERIOR MAINTENANCE, LAWN, PLAYGROUND, & POOL. NO FLOOD ZONE. Non-Evacuation Zone. Duke Energy Trail is located conveniently right behind the subdivision which is perfect for your walking, running, or biking adventures! Close to many grocery stores (you can walk), schools, shopping, movies & entertainment, medical, restaurants, airports, Clearwater Beach, Downtown Dunedin, & Safety Harbor! Call for your private showing today before this beauty is gone!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Judith Nagel (727-204-2296)
2284 OAK NECK RD #F, CLEARWATER, FL 33763
$184,900128 Days on yellowkey MLS ID: TB8465972
0 Days Off yellowkey (back on 4/20/2026)
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 825 Built: 1974 Tax: $938 (2025)Community: Laurelwood CondoCondo
Taxes:$938
Elementary School: Leila G Davis Elementary-PN
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Price Improvement! Comfort and Convenience Live Here—Why Not You?? Discover your private retreat in Clearwater’s desirable and quaint Laurelwood community, this one bedroom, one and a half bath is ready for you to move in and start enjoying Florida living. Bright and airy, the open-concept layout blends style and functionality, Indoor and outdoor living spaces connect seamlessly here. Sliding glass doors lead to a spacious private patio—your very own Florida “backyard” oasis. The generously sized primary suite also opens to this outdoor patio space. Tile flooring is featured throughout the condo. The kitchen features marble counters and stainless appliances Plenty of cabinet space and a pantry storage. Both bathrooms are modern. Recently installed windows are PGT impacted rated, other details enhance everyday comfort: the laundry closet can accommodate a full-size washer and dryer, a dedicated covered carport, and a separate storage closet just steps away. The Laurelwood community is beautifully maintained, with lush landscaping, abundant guest parking, and a sparkling pool. HOA fees include water, sewer, trash, cable, exterior upkeep, and more for truly low-maintenance living. Ideally situated near Countryside Mall, top-rated restaurants, boutique shopping, and just minutes from Downtown Dunedin, Award Winning Gulf Beaches, and Honeymoon Island State Park, this home offers the perfect mix of serenity and convenience. Whether you’re looking for a year-round residence or seasonal escape, this should be your new home! Schedule your showing today! One or more photos have been virtually staged. Amenities include a beautiful pool and a assigned carport with plenty of guest parking.
Listing is courtesy of: CELTIC REALTY (727-412-8558)
Listing Agent: David Vose (727-798-9158)
2296 MONACO LN #10, CLEARWATER, FL 33763
$237,00064 Days on yellowkey MLS ID: TB8489809
REDUCED by $5,000 (2.1%) on 04/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1325 Built: 1992Monthly Fee: $577 Tax: $2,559 (2025)Community: On Top Of The WorldCondo
Taxes:$2,559
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bath first-floor condo located in the highly sought-after 55+ community of On Top of the World in Clearwater, Florida. This move-in-ready unit features stunning luxury flooring throughout, fresh interior paint completed within the last year, a new impact-rated back door, and updated window blinds. The HVAC system was replaced in May 2022, offering peace of mind for years to come. This community offers a clubhouse, multiple pools, and excellent walkability throughout the neighborhood. Conveniently located just 9 miles from beautiful Gulf beaches and close to shopping, dining, and everyday essentials. If you've been waiting for the perfect opportunity to own in this desirable community, don't wait-this one will not last long!
Listing is courtesy of: COLDWELL BANKER REALTY (813-289-1712)
Listing Agent: Karen Moore (812-201-1658)
2383 NETHERLANDS DR #57, CLEARWATER, FL 33763
$145,0003 Days on yellowkey MLS ID: TB8511926
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1982Monthly Fee: $563 Tax: $2,723 (2025)Community: On Top Of The WorldCondo
Taxes:$2,723
Remarks: Newly Renovated, New AC System, new paint all over and updated kitchen. Step into a realm of active living and boundless enjoyment within the distinguished “On Top of The World” 55+ community that stands as a testament to vibrant and engaging retirement. This exceptional haven, set against the backdrop of convenience and beauty in Clearwater presents an array of amenities that weave together a tapestry of unparalleled experiences minutes away from beaches, shopping and restaurants. this exquisite 2-bedroom, 2-bathroom condo embodies the essence of retirement living at its finest. Featuring luxury laminate flooring, Kitchen granite countertops. This unit resides on the third floor, presenting a unique perspective on community living. Here, residents are gifted with a sense of elevation, both literally and metaphorically. The sights and sounds of the neighborhood meld harmoniously, allowing for a retreat into serenity while remaining connected to the vibrant pulse of the community. Imagine a place where not one, but two vibrant activity centers come alive with the energy of residents pursuing their passions. As an exclusive privilege for resident owners, two private golf courses weave through the landscape, one boasting 9 holes and the other, a grand 18 holes. A haven for golf enthusiasts, these courses embrace the thrill of the game and the beauty of the outdoors. The allure of relaxation takes shape through the ripple of pristine waters in two inviting swimming pools. While one pool welcomes you to bask in its warmth, the other refreshes with invigorating coolness. But the story doesn't end there—step into a remodeled Cardio Gym, where the latest exercise equipment stands ready to invigorate both the body and spirit. This community wears its pet-friendly badge with pride, offering a haven for four-legged companions within a fenced dog park accompanied by sheltered seating. And for the creatively inclined, the embrace of community extends to hobby studios and a well-stocked wood shop. Here, craftsmanship is nurtured, artistic pursuits thrive, and the bonds of shared interests are formed.
Listing is courtesy of: LAUREN MICHAELS R.E. PARTNERS (727-298-8888)
Listing Agent: Shady Messiah (727-688-5719)
2370 JAMAICAN ST #84, CLEARWATER, FL 33763
$159,900331 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)
2554 SEA WIND WAY, CLEARWATER, FL 33763
$280,00035 Days on yellowkey MLS ID: W7885203
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1252 Built: 2007Monthly Fee: $414 Tax: $4,453 (2025)Community: Townhome Manors OfSpa: NoTownhouse
Taxes:$4,453
Remarks: 2 Bedrooms with 2 Full Bathrooms, Townhome located in Clearwater, positioned in a Non-Flood Zone per the county, offering added peace of mind. The layout provides a functional use of space with comfortable living areas and natural light throughout. Set in a convenient location with easy access to shopping, dining, and major roadways, making everyday travel simple. The surrounding area offers a quiet residential feel while still being close to the beaches, parks, and all that Florida’s Gulf Coast lifestyle has to offer. The HOA is well-regarded by residents and provides true low-maintenance living and includes exterior maintenance, grounds upkeep, common areas, trash service, cable TV, and high-speed internet. Residents also enjoy access to a community pool and playground, making it easy to relax and enjoy Florida living without the upkeep of a single-family property. Even better, grilling in the backyard is permitted, so enjoying Florida evenings with friends and family is easy. Conveniently located near shopping, dining, beautiful Gulf beaches, and just minutes to PIE and Tampa International Airport, this home offers both comfort and convenience in one compelling Clearwater opportunity. Community is not age-restricted. Rental restrictions apply (no leasing within the first two years of ownership). 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)
2428 COLUMBIA DR #22, CLEARWATER, FL 33763
$159,90045 Days on yellowkey MLS ID: TB8497611
REDUCED by $20,100 (11.2%) on 05/15/2026
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 Agent: Kirk Budd (727-433-2947)
2370 JAMAICAN ST #54, CLEARWATER, FL 33763
$160,000142 Days on yellowkey MLS ID: TB8460873
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 Agent: Tim Gorr (727-804-0732)
2210 UTOPIAN DR E #214, CLEARWATER, FL 33763
$247,500149 Days on yellowkey MLS ID: TB8459330
REDUCED by $10,000 (3.9%) on 05/15/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1325 Built: 1997 Tax: $3,008 (2024)Community: ReserveCondo
Taxes:$3,008
Remarks: One or more photo(s) has been virtually staged. Paradise Reserve – On Top of The World’s exclusive gated community - This 3 bedroom, 2 bath condo is located in the desirable Preserve section of the community. With over 1300 square feet, this turn-key condo has a unique layout, waterproof laminate tile throughout the central space, and plenty of natural light. The living and dining room flow easily into the kitchen, perfect for entertaining. The updated kitchen is light and bright with stainless/black appliances, custom backsplash(can be tiled or painted over, if not your taste), with stone-look countertops. The Master Suite is complete with a walk-in closet and ensuite tiled bath. The master bath has a walk-in shower with a bench seat and an updated vanity. Bedroom 2 is spacious with a large wall closet and shares the hall bath with an updated vanity and tiled shower/tub combo. Bedroom 3/Flex room has tray ceilings, built-ins, and a large wall closet hidden behind the bookshelves with ample storage. The inside utility room is complete with a washer and dryer as well as additional storage. The unit is located in a NON-EVACUATION ZONE and 60 ft above sea level, and has ENERGY EFFICIENT HURRICANE IMPACT WINDOWS, keeping electric bills minimal and you can have peace of mind during storms. The condo is on the second floor near the elevator, one of the few buildings with two elevators. The building has a community storage room, with this unit having a private wooden cabinet. Assigned parking space near the unit. HOA fees include water, sewer, trash, cable/internet, as well as the various community amenities. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for resident owners. There are two heated swimming pools. The remodeled Cardio Gym has the latest exercise equipment. A very pet-friendly community, there is a fenced dog park with covered seating. There are hobby studios and a woodshop for the exclusive use of the residents. Activities include fitness classes, dancing, clubs, cards, billiards, entertainment, classes, and much more. The on-site Good Karma Café has snacks and take-n-bake meals. The OTOTW community has free bus service as well as additional transportation options available, including wheelchair service. A variety of medical resources are located nearby. Close to shopping(within walking or bike riding to Publix and Bank of America, .25 miles), restaurants, and entertainment. You can also enjoy biking around the neighborhoods, and storing your bike in your nearby storage room is easy! Come take a look…You’ll like what you see!
Listing Agent: Denise Wilkinson (727-560-6710)
2258 WORLD PARKWAY BLVD W #56, CLEARWATER, FL 33763
$149,90057 Days on yellowkey MLS ID: TB8493846
2 Days Off yellowkey (back on 5/27/2026)
REDUCED by $5,000 (3.2%) on 05/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1983 Tax: $548 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$548
Remarks: Welcome home to your 2 bedroom 2 bath 1400 sq ft Emerald model on the WEST side of Top of the World with a view of the pool. This open concept floor plan has updated laminate and freshly painted. You will have plenty of storage with all the closets. Not only do you have Hurricane IMPACT Windows but also have hurricane shutters for extra protection. A/C Was replaced in 2019 and water heater was replaced in 2026. Don?t miss your chance to make this piece of paradise your own! 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. All washer, dryer and hookups must be approved by the association.
Listing is courtesy of: ON TOP OF THE WORLD RE (727-799-3417)
Listing Agent: Jason Johantgen (727-422-2352)
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