Location: Clearwater , 33763
Do Not Show Listings
2296 MONACO LN #10, CLEARWATER, FL 33763
$242,00022 Days on yellowkey MLS ID: TB8489809
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1325 Built: 1992Monthly Fee: $577 Tax: $2,559 (2025)Community: On Top Of The WorldCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,559
Elementary School: Leila G Davis Elementary-PN
High School: Dunedin High-PN
Tax Year: 2025
Middle School: Safety Harbor Middle-PN
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)
2043 DENMARK ST #65, CLEARWATER, FL 33763
$111,50030 Days on yellowkey MLS ID: TB8488486
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 825 Built: 1971Monthly Fee: $542 Tax: $2,113 (2025)Community: On Top Of The WorldCondo
Taxes:$2,113
Elementary School: None
High School: None
Middle School: None
Remarks: Beautifully updated 1-bedroom condo in the highly desirable 55+ community of On Top of the World. This well-maintained unit features new windows, porcelain tile flooring throughout, plantation shutters, an updated kitchen, and a renovated bathroom. The kitchen showcases crisp, modern cabinetry with sleek hardware, complemented by stone countertops and a striking mosaic tile backsplash, creating a clean and contemporary feel. A bright Florida room with peaceful green space views provides additional living space, perfect for a home office or relaxing sitting area. Enjoy added privacy with no upstairs neighbors.Ideally located near the elevator and laundry room for everyday convenience. Residents enjoy resort-style amenities including golf courses, pools, tennis courts, fitness classes, and over 175 clubs. The HOA includes water, cable, internet, and full access to amenities. Pet-friendly community with a dog park, and 6-month minimum rentals permitted. Conveniently located near beaches, shopping, and dining. Furniture is negotiable. Highly motivated seller. Experience maintenance-free Florida living at its best!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-828-8615)
Listing Agent: Zach Stepaniak (727-667-1337)
2294 BELGIAN LN #14, CLEARWATER, FL 33763
$229,000149 Days on yellowkey MLS ID: TB8449679
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1210 Built: 1992 Tax: $3,117 (2025)Community: On Top Of The WorldCondo
Taxes:$3,117
Remarks: This modern first floor, 2-bed 2 bath condo has been tastefully updated with new luxury vinyl plank flooring throughout, new impact-resistant windows, and a fresh coat of paint. The open kitchen/Great Room boasts all new stainless steel appliances. Both bedrooms are spacious with plenty of closet space, including a large walk in closet in the primary bedroom. A vented washer and dryer is a plus. Located in a vibrant 55+ community, you'll have access to a wide range of amenities designed to enhance your lifestyle. Enjoy two private golf courses (9 and 18 holes), two heated swimming pools, and two activity centers. Stay active in the remodeled cardio gym or engage in various community activities like fitness classes, dancing, clubs, cards, and billiards. Pet owners will love the pet-friendly environment, featuring a fenced dog park and covered seating areas. Residents can also enjoy hobby studios and a woodshop for creative pursuits. The on-site Good Karma Café offers convenient 'take & bake' meals and snacks. Conveniently located near beaches, transportation, shopping, entertainment, and fine dining, this condo perfectly combines comfort with accessibility. Schedule your showing today and enjoy the best in comfortable and convenient living!
Listing is courtesy of: ON TOP OF THE WORLD RE (727-799-3417)
Listing Agent: Ken Reiss (727-858-1165)
2376 FOREST DR, CLEARWATER, FL 33763
$415,00018 Days on yellowkey MLS ID: TB8492422
0 Days Off yellowkey (back on 4/3/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1382 Built: 1969 Tax: $3,534 (2025)Community: GreenbriarSingle Family
Taxes:$3,534
Elementary School: Garrison-Jones Elementary-PN
Remarks: Under contract-accepting backup offers. Welcome home! BEAUTIFULLY REMODELED 3 bedroom / 2 bathroom single-family home just minutes from Downtown Dunedin. This property is move-in-ready and has been professionally remodeled throughout. Loaded with brand new amenities, including an oversized chef's kitchen with all-wood cabinetry, stainless steel appliances, high-end granite countertops, and glass tile backsplash. WOOD-LOOK TILE FLOORING runs throughout the home along with fine base and crown-molding. Both bathrooms have been remodeled with designer tile, double-sink vanity in the Primary bath, and luxurious shower fixtures. Primary Suite Addition has been fully permitted and was completed in 2019, featuring large bright windows, a walk-in closet, and private en-suite bathroom. Systems are in excellent shape for the next owner! NEWER tiled roof added in 2019, NEW AC SYSTEM- Feb 2025. Sliding glass doors open to a rear porch and private fenced backyard featuring a turfed section of the yard. This location is just on the edge of Dunedin, close to Main St and Honeymoon Island beaches, 10 min to Safety Harbor and local parks, golf, and pickleball. Countryside Mall, Whole Foods, and Trader Joes are all just around the corner. Don’t miss out on this fantastic property, call today to schedule your exclusive showing!
Listing is courtesy of: SOUTHERN LIFE REALTY (727-642-1758)
Listing Agent: Damon Lister (727-642-1758)
2284 PHILIPPINE DR #59, CLEARWATER, FL 33763
$205,00016 Days on yellowkey MLS ID: TB8486444
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1045 Built: 1987Monthly Fee: $600 Tax: $2,309 (2025)Community: On Top Of The WorldCondo
Taxes:$2,309
Remarks: Welcome to resort-style living in the highly sought-after 55+ community of On Top of the World in Clearwater! This spacious 2-bedroom, 2-bath condominium offers a bright and functional layout Enjoy an open living and dining area that flows seamlessly into the kitchen, creating an ideal setting for everyday living and entertaining. Many residences in the community showcase updated kitchens with modern cabinetry, solid-surface countertops, and newer appliances, along with renovated bathrooms and easy-care flooring throughout. Residents of On Top of the World enjoy an unparalleled array of amenities including two golf courses (free for owners), multiple heated pools, fitness center, tennis and pickleball courts, walking trails, and a vibrant clubhouse with over 170 social clubs and activities. Ideally located near shopping, dining, and Gulf beaches, this gated community offers both convenience and an active lifestyle. Whether you’re looking for a full-time residence or seasonal retreat, this is Florida living at its best.
Listing is courtesy of: RE/MAX REALTY UNLIMITED (727-280-9996)
Listing Agent: Bebe Ocano (727-946-0567)
2342 WILLOW TREE TRL, CLEARWATER, FL 33763
$439,00065 Days on yellowkey MLS ID: TB8475594
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1585 Built: 1975 Tax: $2,936 (2024)Community: Woodgate Of CountrysideSingle Family
Taxes:$2,936
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Absolutely gorgeous home in the heart of countryside...beautiful updated kitchen and bathrooms, updated flooring, primary with its own ensuite featuring double closets, the layout of this home is amazing, very open and bright, large bedrooms, screened covered lanai overlooking a fenced in back yard. A/C and water heater are newer within 5-6 years, This home is centrally located, close to Westfield mall, lots of restaurants, beaches, better be quick to this one.
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Kirk Budd (727-433-2947)
2555 ROYAL PINES CIR #15A, CLEARWATER, FL 33763
$180,000240 Days on yellowkey MLS ID: TB8419423
0 Days Off yellowkey (back on 3/26/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1095 Built: 1979 Tax: $851 (2024)Community: Village On The GreenCondo
Taxes:$851
Remarks: Outstanding value at this new price!!! Are you looking for that perfect condo in an active 55+ community? Here it is ready for you to move in. Welcome home to the highly desired community of Village on the Green. Dive into paradise with this stunning 1st floor, end unit, two-bedroom, two-bath condo, perfectly nestled in a vibrant 55+ community! Your gorgeous condo has an updated (2023) eat in-kitchen with beautiful tile flooring. The living areas and bedrooms feature new handsome LVT wood-look floors. The living area is large and includes a dining area adjacent to the living room. From the living room you have a large, secluded Florida room, perfect for your morning coffee, afternoon reading and evening refreshments. The primary suite is large with a walk in closet and en-suite bathroom with a walk in shower. The guest bedroom can also be used as an office or den. The condo has it's own laundry room inside the unit with shelves and room for storage. New AC in 2023. The perks don't stop there! This community is a lifestyle, not just a location. Enjoy a sparkling pool, a clubhouse with a fitness center, library, card room and banquet room. Outside you will find the shuffleboard courts and community picnic area complete with gas grills for residents use. The clubhouse offers card playing and board game groups of all kinds as well as a shuffleboard group that meets weekly in the fall through the spring. Additionally there are regular community events throughout the year. Your condo fees include, water, sewer, trash, cable tv and internet in addition to all of the exterior maintenance and common area maintenance. And the best part, you're just minutes away from the heart of vibrant Downtown Dunedin, with its charming shops, delectable dining, and lively entertainment. Plus, you’re close to Honeymoon Island, Caladesi Island and more of Florida’s best beaches and fun activities. This condo offers you peace of mind and fun in the sunshine. Purchase with peace of mind! This property has an elevation of over 70'. It is in Flood Zone X and a Non Evacuation Zone. The reserves are fully funded! As a two-story building, it is exempt from Milestone Inspections, impacting condos three stories and higher. Don’t just dream of the Florida lifestyle – live it!
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Paul Radtke (727-412-3300)
2768 BELLE HAVEN DR, CLEARWATER, FL 33763
$220,00047 Days on yellowkey MLS ID: TB8481981
1 Days Off yellowkey (back on 3/4/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1086 Built: 1952 Tax: $2,540 (2025)Community: Belle Haven Unit B RepSingle Family
Taxes:$2,540
Remarks: INVESTOR SPECIAL, Prime Clearwater Location - sitting on a generous .27-acre lot with a large backyard and serious upside potential. This property needs TLC and offers the perfect opportunity to rework the layout into a highly desirable 3-bedroom, 2-bathroom home. Located just 6 minutes from Downtown Dunedin, 1 minute from US-19 for easy access north and south, and approximately 15 minutes to the Gulf beaches, this is a value-add opportunity in a strong resale area. Bring your vision and contractor — the location, lot size, and potential make this one worth the effort. According to property records, the roof was replaced in 2009 and the HVAC in 2010.
Listing is courtesy of: ARC REALTY GROUP (800-636-2080)
Listing Agent: Montana Wynant (910-789-2789)
2440 WORLD PARKWAY BLVD #38, CLEARWATER, FL 33763
$220,00066 Days on yellowkey MLS ID: TB8475430
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1360 Built: 1979 Tax: $1,102 (2024)Community: On Top Of The WorldCondo
Taxes:$1,102
Remarks: Enjoy turnkey, maintenance-free living in this beautifully remodeled 2-bedroom, 2-bath condominium located in the highly sought-after 55+ community of On Top of the World in Clearwater. Positioned at the end of the boulevard with direct golf course views from the front of the home, this elevator-access building offers both privacy and convenience within one of Pinellas County’s most amenity-rich active adult communities. Inside, the open-concept layout showcases new flooring throughout the main living areas, new carpet in the bedrooms, fresh interior paint, and new windows with solid wood shade shutters that enhance energy efficiency and style. The fully renovated kitchen features white shaker cabinetry, granite countertops, tile backsplash, a ceramic sink, and newer stainless steel appliances including stove, range, dishwasher, and refrigerator. The spacious living area flows into a versatile bonus room with additional storage and peaceful conservation views, creating flexible space for relaxing or entertaining. The generous 13x24 primary suite includes dual closets, built-in vanity space, and a private ensuite bath, while both bathrooms have been tastefully updated with stone countertops, modern vanities, upgraded fixtures, and built-in shelving. Additional highlights include abundant storage, in-unit washer and dryer, and HVAC replaced in 2022. On Top of the World is home to two golf courses featuring both 9-hole and 18-hole options, along with two heated pools, a state-of-the-art fitness center, tennis and pickleball courts, lawn bowling, hobby studios, billiards, sauna, hot tub, library, and the popular on-site Karma Café. The community welcomes pets of any size and offers a full calendar of clubs, classes, and social events. Cable and internet are included in the monthly fee. Conveniently located near Clearwater Beach, Honeymoon Island, downtown Dunedin, shopping, dining, medical facilities, and major airports, this move-in-ready condo offers the perfect blend of golf course lifestyle, active adult living, and coastal convenience in one of Clearwater’s premier 55+ communities.
Listing is courtesy of: KELLER WILLIAMS REALTY PORTFOLIO COLLECTION (727-489-0800)
Listing Agent: Chase Walseth (727-755-3830)
2001 GREENBRIAR BLVD #13, CLEARWATER, FL 33763
$69,900104 Days on yellowkey MLS ID: W7881767
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 605 Built: 1970 Tax: $1,129 (2024)Community: Greenbriar CondoCondo
Taxes:$1,129
Remarks: 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 Agent: Eric Jenkins, Pa (727-409-3484)
2455 FINLANDIA LN #67, CLEARWATER, FL 33763
$150,995124 Days on yellowkey MLS ID: TB8455835
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1972 Tax: $267 (2024)Community: On Top Of The WorldCondo
Taxes:$267
Remarks: Welcome to this beautifully updated desirable condo home located across a 18 hole golf course and backs up to a park like setting.this condo home proudly features 1100 sf of living space which include family size dining and living area.. The floors throughout have been newly replaced with tasteful wood accent features..Two master size bedrooms with much closet space both having outdoor views.. The bathrooms both totally tastefully updated, will comfortably satisfy all..The kitchen is impressive to all and features high quality appliances any chief or home body would say this is for me. steps from the kitchen are the family retreat room overlooking the park like setting perfect for privacy or guests.Newer windows through, new HVAC installed 2 yrs ago,Newer Hot water heater.Your own assigned parking space plus guest parking! Life vibrant, 55+ active lifestyle!is yours Walk to the Recreation Building where you can swim and "have a lot of activity"! Residents enjoy two private pools.All this, minutes from Clearwater and Honeymoon Island beach. beaches in Condo Minutes away to both Tampa and Clearwater/St. Pete airports!This property is b You will certainly appreciate the convenience of all nearby shopping, dining and entertainment! Don’t miss out set an appointment to view this affordable Condo Home that has all the resort amenities without the cost
Listing is courtesy of: BONOMO REALTY LLC (727-733-3777)
Listing Agent: William Picciurro (727-249-3737)
2536 BRAMBLEWOOD DR W, CLEARWATER, FL 33763
$454,900124 Days on yellowkey MLS ID: TB8456531
0 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1508 Built: 1973 Tax: $6,886 (2024)Community: GreenbriarSingle Family
Taxes:$6,886
Remarks: Under contract-accepting backup offers. Looking for downtown Dunedin vibes, without the downtown Dunedin living price tag? Well then this fully updated 3 bedroom, 2 bathroom jewel is for you. Especially with its PRICE IMPROVEMENT. Festivals, farmers markets, Honeymoon Island, and the Dunedin Causeway are just minutes away, while you pay less "to play” in the highly sought-after Greenbriar community. Inside you will find freshly painted walls that frame an open concept living room and kitchen which features solid cherry wood cabinets, stainless steel appliances and granite countertops. Both rooms flow seamlessly into an enormous 25’ x 9’ bonus room. One bonus room. Infinite personalities! Playroom, gym, office, family room, craft cave? Your lifestyle, your rules, you choose! A coveted split floor plan offers privacy where it matters, featuring a spacious primary suite with a walk-in closet and a modern, updated bath complete with a large soaker tub/shower combo. On the opposite side of the home, you’ll find two generously sized guest bedrooms with ample closets, perfect for visitors, family, or home office. A designer grade, updated guest bathroom adds a little sparkle and rounds out the guest wing. Recent home glow-ups include- all new plumbing installed in 2024, 3-ton HVAC unit (June 2022), roof (2014), water heater (2024), new well pump (2024), newer windows and updated irrigation system, ensuring that all the big stuff is already done so your to-do-list is a small one. Outside, enjoy a newly sodded front-yard, flanked by native landscaping, and a “Florida” farm-to-table backyard, complete with mango, pomegranate and loquat trees. Your backyard called and it’s bringing the snacks! A new well pump keeps all your greens watered without spending a lot of green, while $35,000 in PAID-OFF solar panels keep your electric bills under $100 per month so you can let the sunshine in without watching your money fly out the window. Greenbriar is a deed-restricted community with an impressively low HOA that offers access to a slew of amenities without that “what am I paying for?” feeling that include a heated community pool, fitness center, clubhouse, library, game room, and shuffleboard courts. If you are looking for a home that will impress with its updated systems, flexible space, unbeatable location, and serious savings, then come see why this Greenbriar gem is an easy yes!
Listing is courtesy of: BLAKE REAL ESTATE INC (727-359-0388)
Listing Agent: Julie Perretta Mccarthy (843-324-0510)
2086 LAKEWOOD DR, CLEARWATER, FL 33763
$500,00023 Days on yellowkey MLS ID: TB8490611
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1956 Built: 1969 Tax: $2,440 (2025)Community: Elinor Park EstatesSingle Family
Taxes:$2,440
Remarks: Under contract-accepting backup offers. All the Big-Ticket Items Done—Ready for Your Personal Touch! At 2086 Lakewood Drive, you’ll find a home that has been exceptionally well cared for, with all the major updates already completed. A new 2024 roof, impact-rated windows, doors and garage door and refreshed pool enclosure provide true peace of mind from day one. Situated on a spacious corner lot, this is a home you can move right into and enjoy immediately, while still offering the flexibility to make cosmetic updates over time. Inside, you’ll find a spacious kitchen with abundant cabinet storage, all tile flooring and large rooms with an open floor plan that make the home feel comfortable, functional and easy to live in. Step outside and you’ll find something truly special. The property was recognized with the Tampa Bay Water Wise Award, thanks to a thoughtfully designed landscape created by master gardeners. Native plants, fruit trees and a labeled elevated herb garden create a beautiful, sustainable outdoor space with minimal irrigation needs. The backyard is designed for everyday enjoyment and entertaining, with a screen-enclosed pool and covered outdoor living area ideal for year-round use—even during summer rain, along with a fire pit area and privacy fencing that enhance both comfort and usability. Additional features like a whole-house surge protector, water softener, blackout blinds and newer water heater add convenience and efficiency, while solar tubes bring in natural light. A two-car garage and ample driveway parking complete the package. This is a rare opportunity to own a home where the expensive work is already done and the property has been meticulously maintained, giving you the freedom to make it your own over time.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Stephanie Joines (727-472-9005)
2371 INDIGO DR, CLEARWATER, FL 33763
$314,90030 Days on yellowkey MLS ID: TB8487837
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1070 Built: 1962 Tax: $5,055 (2025)Community: GreenbriarSingle Family
Taxes:$5,055
Remarks: Waterfront living without the worry, this well maintained 2 bedroom, 2 bathroom home with a 1 car garage is ideally located in Greenbriar and NOT in a flood zone. The home is also equipped with solar panels, offering added energy efficiency and long term savings. Offering a relaxed coastal feel in the heart of Clearwater near Dunedin, this home blends comfort, functionality, and scenic views. Inside, the kitchen is finished with quartz Cambria countertops and flows easily into the main living areas, creating a layout that works for both everyday living and entertaining. The spacious primary suite features a private bathroom and a walk-in closet. The sun drenched Florida room adds additional living space, perfect for relaxing or enjoying the peaceful surroundings. Step outside to a low maintenance front yard and a beautifully scenic backyard with lush green grass and tranquil water views that feed into nearby Jerry Lake, offering opportunities for fishing and outdoor enjoyment right from your own backyard. Greenbriar residents enjoy access to a heated community pool, fitness room, and an active clubhouse with regular events and activities, all while maintaining a low HOA. The location truly stands out, just minutes from Countryside Mall for shopping and dining, and a short drive to the restaurants, breweries, and waterfront parks of Downtown Dunedin and Downtown Clearwater. You are also conveniently close to the Pinellas Trail, multiple golf courses, local hospitals, and spring training stadiums for both the Philadelphia Phillies and Toronto Blue Jays. Best of all, the world famous Clearwater Beach is approximately 8 miles away, making it easy to enjoy white sand beaches and stunning Gulf sunsets whenever you choose. Schedule your showing today.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Calvin Pringles (727-244-7854)
2452 ENTERPRISE RD #29, CLEARWATER, FL 33763
$139,900102 Days on yellowkey MLS ID: G5106233
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 593 Built: 1984 Tax: $1,933 (2024)Community: Villas At Countryside TheCondo
Taxes:$1,933
Remarks: Beautiful 1-Bedroom Condo in The Villas at Countryside – Prime Clearwater Location! Welcome home to this charming 1-bedroom, 1-bath condo located in the desirable Villas at Countryside community in Clearwater, Florida. This move-in-ready home offers comfort, convenience, and a fantastic location just minutes from world-famous beaches, shopping, dining, and entertainment. Step inside to find a bright, open living space with plenty of natural light and neutral finishes throughout. The kitchen comes fully equipped with a range, refrigerator, microwave. Plus a convenient in-unit washer and dryer. Enjoy the Florida lifestyle year-round in your spacious 7x15 glass-enclosed rear patio, perfect for morning coffee, and relaxing. (Note: this additional living area is not included in the recorded square footage—giving you even more space to spread out and enjoy!) The Villas at Countryside offers residents peaceful, well-maintained surroundings with amenities that may include a community pool, clubhouse, and beautifully landscaped grounds. This condo is ideal as a primary residence, vacation retreat, or investment property—close to Countryside Mall, Dunedin, Safety Harbor, and just a short drive to Clearwater Beach. Don’t miss your opportunity to own an affordable slice of paradise in one of Clearwater’s most convenient and sought-after communities!
Listing is courtesy of: SALTY PAWS PROPERTIES, LLC (407-694-8163)
Listing Agent: James Colston Jr (727-470-8238)
2330 ECUADORIAN WAY #10, CLEARWATER, FL 33763
$135,000435 Days on yellowkey MLS ID: TB8347619
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 825 Built: 1976 Tax: $897 (2024)Community: On Top Of The WorldCondo
Taxes:$897
High School: Countryside High-PN
Middle School: Dunedin Highland Middle-PN
Remarks: .$10,000 PRICE REDUCTION!! Come and see this beautiful 1st floor unit with Beautiful laminate flooring throughout .Wait to you see the beautiful open Livingroom/dining room/kitchen. Italian marble top in the island, wood cabinets. topped off with granite countertops, impact Resistant AAA certified 50/50+ designed wind pressure window installed in 2014. HVAC and HWH replaced in 2013, Bedroom and living room have ceiling fans. Check out the unique cubby holes storage features in bathroom and also in kitchen. Rear patio overlook tree covered greenbelt area. Furniture in included . Assigned parking in front of unit . This super 55+ community has 2 activity centers also 2 golf courses 9 and 18 holes FREE for resident owners . Enjoy the 2 swimming pools, 1 heated. Gym after you swim. Enjoy hobbies at the hobby studios.. Have a dog there is a Dog Park so they can enjoy running and playing (large dogs allowed) There are indoor activities indoor on the hot day ,fitness classes, dancing, clubs and cards and even more things to keep you busy. According to Top of the World the exact CONDO FEE IS $517.58
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Roxanne Amato (727-420-3437)
2457 ECUADORIAN WAY #75, CLEARWATER, FL 33763
$104,90018 Days on yellowkey MLS ID: TB8490880
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1972 Tax: $1,702 (2025)Community: On Top Of The WorldCondo
Taxes:$1,702
Remarks: Resort-style living without the resort prices. It is like being on vacation full-time. This picture-perfect spacious floor plan is perfect for comfort. Internet and TV included HVAC ensures your comfort year-round. Experience the scenic Florida Pinellas trail overlooking your rear yard. Don't delay, schedule your showing today. Assigned parking. # 75. 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 and an indoor Hot tub. The remodeled Cardio Gym has the latest exercise equipment 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 & baked meals and snacks. Picnic area with charcoal grills and plenty of tables enjoyable view of pond,
2461 CANADIAN WAY #27, CLEARWATER, FL 33763
$195,000141 Days on yellowkey MLS ID: TB8451439
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1969 Tax: $2,069 (2024)Community: On Top Of The WorldCondo
Taxes:$2,069
Remarks: Welcome home to this charming second-floor 2-bedroom, 2-bath condo located in the vibrant 55+ community of On Top of the World. As you step through the front door, you’re greeted by a light and bright living and dining area, enhanced by neutral-tone laminate wood flooring that creates an open, inviting feel. The space features a ceiling fan with a light fixture and an elegant chandelier over the dining area. Around the corner, you’ll find your updated kitchen, complete with wood-block style countertops, rich dark-wood cabinetry, and stainless steel appliances—including a range, microwave, side-by-side refrigerator with bottom freezer, and dishwasher. Just off the kitchen is a spacious bonus room, ideal for an office, den, or hobby area. This room includes a large storage closet and two expansive windows offering serene views of the greenery, the Duke Energy Trail, and the pond beyond. Your primary suite features two large wall closets and an updated en-suite bath with a convenient step-in shower. The second bedroom sits at the front of the home and includes its own generous wall closet. An additional updated hall bath offers a tub/shower combination for added convenience. Furnishings are negotiable. Situated on Canadian Way, this condo enjoys an excellent location within the highly desirable On Top of the World community—close to amenities, walking trails, and everything this active 55+ neighborhood has to offer. Come and see it today!
Listing Agent: Vanessa Leonard (727-647-2706)
2073 DENMARK ST #37, CLEARWATER, FL 33763
$285,00044 Days on yellowkey MLS ID: TB8482670
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: 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: REALTY ONE GROUP SUNSHINE (727-325-5843)
Listing Agent: Alessandro Antezza (941-416-4580)
2480 ENTERPRISE RD #6, CLEARWATER, FL 33763
$145,000215 Days on yellowkey MLS ID: TB8427444
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 593 Built: 1981 Tax: $1,617 (2024)Community: Villas At Countryside TheCondo
Taxes:$1,617
Remarks: Welcome to this charming 1-bedroom, 1-bath condo located in the heart of Clearwater! This well-maintained unit is perfect for year-round living or a seasonal retreat. The roof is only 2 years old, and the A/C is 7 years old. Step outside to your private patio and enjoy a peaceful view of the mature trees—a perfect spot for your morning coffee. The community itself is known for its quiet atmosphere, beautifully maintained grounds, and relaxing pool area. Centrally located, you’ll love being just minutes from Dunedin, Safety Harbor, and world-famous Clearwater Beach, with plenty of dining, shopping, and entertainment nearby. This condo also comes with a covered carport and is not located in a flood zone. Don’t miss your chance to own this cozy Clearwater gem—schedule your private showing today!
Listing Agent: Angie Haddon (727-439-3485)
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