Location: Clearwater , 33763
Do Not Show Listings
2401 FRANCISCAN DR #39, CLEARWATER, FL 33763
$150,00032 Days on yellowkey MLS ID: TB8495472
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1080 Built: 1975 Tax: $2,066 (2025)Community: On Top Of The WorldCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,066
Elementary School: Leila G Davis Elementary-PN
High School: Countryside High-PN
Tax Year: 2025
Middle School: Safety Harbor Middle-PN
Remarks: Located in On Top of the World, a premier 55+ adult condominium community on over 300 acres offers resort-style living with two golf courses that are free to the residents, pickleball courts, shuffleboard/lawn bowling, 4 tennis courts, horseshoe pits, two recreation centers with events that include live bands and balls, over 60 active clubs, billiards room, craft room, café, fitness center with 13 exercise classes, wood working and craft rooms, dog park, two pools including one heated pool with hot tub, lakes with fishing pier, picnic areas with grills, ponds and lakes with walking trails, and more. There is a free resident shuttle that operates 5 days a week to local grocery stores and the malls. **The monthly HOA fee includes Cable TV, Internet, Water/Sewer/Trash, Exterior Maintenance, Grounds Maintenance, Building Insurance, Roof, and community amenities. ** This is a rare opportunity to purchase up to two units next door (MLS TB8495481) to create one large home, multi-generational living, or a live-in caregiver. Your home also has one reserved parking space, plus there is adjacent guest parking. This top-floor second-story unit is located in a prime location adjacent to the golf course and only 1,800 feet from the recreation center and pool. The windows were upgraded to impact-resistant windows, and the floors are a combination of luxury vinyl and tile. The spacious open floor plan has a large living room and dining room in front of the home, and a kitchen with a dinette, plus a large 300-foot Florida room. There are also two additional bedrooms with two bathrooms. A stacked Washer/Dryer combo is included with the home, plus there is a laundry facility down the hallway. There is also an outdoor breezeway with room for a table in front of the home. Minutes to Clearwater Beach, Dunedin, shops, restaurants, and easy access to Tampa International Airport.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (813-839-3800)
Listing Agent: Amanda Siftar (813-857-9093)
2401 FRANCISCAN DR #41, CLEARWATER, FL 33763
$150,00032 Days on yellowkey MLS ID: TB8495481
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1975 Tax: $2,330 (2025)Community: MallorcaCondo
Taxes:$2,330
Elementary School: None
High School: None
Middle School: None
Remarks: Located in On Top of the World, a premier 55+ adult condominium community on over 300 acres offers resort-style living with two golf courses that are free to the residents, pickleball courts, shuffleboard/lawn bowling, 4 tennis courts, horseshoe pits, two recreation centers with events that include live bands and balls, over 60 active clubs, billiards room, craft room, café, fitness center with 13 exercise classes, wood working and craft rooms, dog park, two pools including one heated pool with hot tub, lakes with fishing pier, picnic areas with grills, ponds and lakes with walking trails, and more. There is a free resident shuttle that operates 5 days a week to local grocery stores and the malls. **The $565 monthly HOA fee includes Cable TV, Internet, Water/Sewer/Trash, Exterior Maintenance, Grounds Maintenance, Building Insurance, Roof, and community amenities. ** This is a rare opportunity to purchase up to two units next door to create one large home, multi-generational living, or a live-in caregiver. Your home also has one reserved parking space, plus there is adjacent guest parking. This top-floor second-story unit is located in a prime location adjacent to the golf course and only 1,800 feet from the recreation center and pool. The windows were upgraded to impact-resistant windows, and the floors are a combination of carpet, parquet, and tile. The spacious open floor plan has a large living room and dining room in front of the home, and a kitchen with a dinette, plus a large 300-foot Florida room. There are also two additional bedrooms with two bathrooms. A stacked Washer/Dryer combo is included with the home, plus there is a laundry facility down the hallway. There is also an outdoor breezeway with room for a table in front of the home. Minutes to Clearwater Beach, Dunedin, shops, restaurants, and easy access to Tampa International Airport.
2020 WORLD PARKWAY BLVD #54, CLEARWATER, FL 33763
$150,00089 Days on yellowkey MLS ID: TB8482331
3 Days Off yellowkey (back on 5/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1968 Tax: $1,966 (2025)Community: On Top Of The WorldCondo
Taxes:$1,966
Elementary School: McMullen-Booth Elementary-PN
Remarks: Under contract-accepting backup offers. Welcome to resort-style living in the highly sought-after 55+ community of On Top of the World in Clearwater. This spacious third-floor end unit offers 1,400 square feet of comfortable living space, abundant natural light, and convenient access to the stairs. Inside, you’ll find a bright and open living room and dining room combination, perfect for entertaining or relaxing. The kitchen features stainless steel appliances, granite countertops, newer fixtures, and ample cabinet space for storage and organization. A rear sunroom provides additional living space - ideal for enjoying your morning coffee or unwinding with a good book. The primary bedroom is generously sized with wood-look laminate flooring, a ceiling fan, large closet, and a private en-suite bathroom complete with a step-in glass-enclosed shower. The second bedroom also features wood-look laminate flooring and its own private access to the front, offering flexibility for guests or a home office. A second full bathroom includes a tub/shower combination. On Top of the World is known for its vibrant, active lifestyle with countless amenities and social opportunities. Residents enjoy multiple pools, a fitness center, golf course, billiards, card games, dance classes, book clubs, and a wide variety of clubs and organized events throughout the year. Conveniently located near banks, shopping centers, grocery stores, and just a short drive to the beautiful Gulf beaches, this condo offers the perfect blend of comfort, convenience, and community living. Schedule your showing today!
Listing is courtesy of: EXP REALTY LLC (866-308-7109)
Listing Agent: Jeffrey Borham, Pa (866-308-7109)
2438 ENTERPRISE RD #6, CLEARWATER, FL 33763
$149,900655 Days on yellowkey MLS ID: T3548862
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)
2536 BRAMBLEWOOD DR W, CLEARWATER, FL 33763
$454,900169 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
Tax Year: 2024
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)
2466 ECUADORIAN WAY #16, CLEARWATER, FL 33763
$130,000143 Days on yellowkey MLS ID: TB8463184
REDUCED by $10,000 (7.1%) on 04/29/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1972 Tax: $1,172 (2024)Community: On Top Of The WorldCondo
Taxes:$1,172
Remarks: Welcome to Top of the World 55+ retirement community. Located in the heart of Pinellas county, close to shopping, hospitals, world class dining and about 20 minutes to half an hour from the beach. This community offers many amenities such as a beautiful pool area, golf course, workout room, nice wide streets to walk your dog go jogging or ride your bike and many, many more This unit comes nicely equipped with remodeled kitchen, new refrigerator, cooktop, Microwave, new cabinets and counter top and new dishwasher. has new paint on ceiling, walls ,doors and trim. A.C. unit is brand new. This condo is an absolute must see, very rare first floor end unit. Hurry this unit won't last long. Call today and make your appointment to see this gorgeous condominium
Listing is courtesy of: THE WILMOTH GROUP (813-471-2503)
Listing Agent: Jen Wilmoth (239-233-4586)
2261 SWEDISH DR #21, CLEARWATER, FL 33763
$289,000114 Days on yellowkey MLS ID: TB8473718
REDUCED by $10,000 (3.3%) on 04/29/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1985 Tax: $4,462 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$4,462
Remarks: Welcome to this fully remodeled, first floor, 2 bed/2 bath end unit with extra windows to let the sun shine in. As you arrive at your assigned parking space and step inside, you'll be greeted by a beautifully renovated open kitchen, featuring warm oak cabinets and a custom built pantry, exotic granite countertops and backsplash, and updated appliances. With plenty of open space for an island to expand your countertops, cabinet space and eating area, this kitchen is a true delight for any home chef. The expansive dining room, living room and Florida room provide plenty of space for entertaining family and guests. The condo showcases ceramic wood-look tile flooring throughout, providing both style and durability, and tastefully detailed with crown molding, frosted glass panel bedroom doors, ceiling fans and lighting. Pamper yourself in the comfort and privacy of the extra large primary bedroom en suite bathroom or second bathroom, both tastefully renovated with stall showers, new tilework, large vanities, mirrors, lighting and comfort-height commodes for a perfect blend of style and functionality. Wake up with your morning cup of coffee or relax in the evening with a glass of your favorite beverage while barbequing under the awning-covered rear patio. The AC was replaced in 2015 and the water heater in 2018. 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 an assortment of snacks and drinks. Conveniently located gulf coast beaches, transportation, shopping, entertainment, and fine dining, this condo perfectly combines comfort with accessibility. This property is being transferred by a leasehold estate deed, and association approval is required. If financing, a 35% down payment is necessary. Schedule your showing today and enjoy the best in comfort and convenient living!
Listing is courtesy of: ON TOP OF THE WORLD RE (727-799-3417)
Listing Agent: Ken Reiss (727-858-1165)
2295 MEXICAN WAY #21, CLEARWATER, FL 33763
$139,000148 Days on yellowkey MLS ID: TB8460749
REDUCED by $10,000 (6.7%) on 04/28/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 780 Built: 1979 Tax: $1,663 (2024)Community: On Top Of The WorldSpa: YesCondo
Taxes:$1,663
Remarks: PRICE REDUECED COME AND SEE This First floor condo is across from the 18 hole golf course and backs up to a beautiful backyard with a nice patio for grilling out and spending relaxing, cool and peaceful evenings. This condo has been completely remodeled with an open floor plan as you enter. The kitchen features granite counter with a beautiful eating bar. Come see this completely furnished move in ready home and make it your own. Hurry, this one will not last. Assigned parking just outside your door. 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 many restaurants. All room sizes, floor plans and square footage are approximate.
Listing is courtesy of: BONOMO REALTY LLC (727-733-3777)
Listing Agent: Cynthia Flaspohler (303-472-7842)
2486 BAY BERRY DR, CLEARWATER, FL 33763
$247,50071 Days on yellowkey MLS ID: TB8489676
0 Days Off yellowkey (back on 4/28/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1129 Built: 1978Monthly Fee: $248 Tax: $4,525 (2026)Community: Village On The GreenSingle Family
Taxes:$4,525
Tax Year: 2026
Remarks: Welcome to Village on the Green—an inviting 2-bedroom, 2-bath villa with a spacious 1-car garage, ideally situated on the far west side of Clearwater right at the edge of Dunedin. This charming home offers a fantastic opportunity to personalize and make it your own, with pricing designed to leave room for your updates and vision. Enjoy relaxing evenings on the screened-in patio overlooking your backyard, perfect for unwinding in Florida’s beautiful weather. The community provides exceptional value with maintenance-free exterior living, including cable TV, internet, water, sewer, trash, a community pool, clubhouse, recreational facilities, and a strong reserve fund—giving you true peace of mind. Elevated over 70 feet above sea level and located in Flood Zone X within a non-evacuation zone, this property offers added security and confidence. Best of all, you're just minutes from vibrant Downtown Dunedin, known for its charming shops, dining, and entertainment, as well as close proximity to Honeymoon Island, Caladesi Island, and some of Florida’s most stunning beaches. This is easy Florida living at its best—don’t miss your chance to make it yours!
Listing is courtesy of: EQUITY REALTY SUNCOAST (727-343-8100)
Listing Agent: Peter Chicouris (727-410-7064)
24862 US HIGHWAY 19 N #1902, CLEARWATER, FL 33763
$115,00096 Days on yellowkey MLS ID: TB8480653
REDUCED by $4,900 (4.1%) on 04/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 593 Built: 1979 Tax: $892 (2025)Community: Hill Crest VillasVilla
Taxes:$892
Remarks: This is the one you have been waiting for! Completely updated, light and bright villa with no rear neighbors. Brand new shaker kitchen cabinets with granite tops, disposal, stainless microwave, range and refigerator. Fully updated bath with new tub, porcelain tile, vanity and brushed steel accents. AC 2019 and hot water tank put in 2026 so peace of mind. Other new includes: luxury vinyl thruout, paint, raised panel bifold doors, door hardware, and all lighting. Located at the end of the culdesac so super quiet and a carport to shelter your vehicle. All ages complex allowing one small pet. Nice front porch and fenced rear patio to relax. Beautifully maintained complex which recently installed new roofs, carports, asphalt and doors. Awesome location right off US 19 so convenient but without the road noise. Beautiful clubhouse with pool and laundry facilities. Maintenance fee includes onsite manager, pool, clubhouse, roof, grounds maintenance, internet, cable, exterior insurance and reserves. Does not include water. Each unit has their own meter. Put this at the top of your list as the good ones go fast!
Listing is courtesy of: REALTY VISIONS (813-263-4694)
Listing Agent: Paul Marcy (813-263-4694)
2330 ECUADORIAN WAY #32, CLEARWATER, FL 33763
$168,00074 Days on yellowkey MLS ID: TB8488701
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1976 Tax: $395 (2025)Community: On Top Of The WorldCondo
Taxes:$395
Remarks: One or more photo(s) has been virtually staged. Welcome to your beautifully updated condo in the highly sought-after On Top of the World community, located in the heart of Clearwater This vibrant 55+ community offers an exceptional lifestyle surrounded by convenience, recreation, and the stunning Gulf Coast. This well-maintained 2-bedroom, 2-bath residence features a spacious and inviting layout, perfect for both everyday living and entertaining. The expansive family room provides an ideal gathering space, enhanced by a stylish feature wall designed for your flat-screen TV, complete with an elegant built-in electric fireplace that adds warmth and ambiance. Virtual stage on the living/dining room/Florida room The interior showcases modern upgrades throughout, including durable and on-trend gray vinyl flooring, fresh neutral paint that complements any décor, and high-end hurricane impact windows paired with tasteful window treatments—bringing both peace of mind and aesthetic appeal. The kitchen is equipped with sleek finishes, including a flat glass cooktop and a stainless steel Samsung refrigerator with a convenient drawer freezer—perfect for modern living. A newer water heater adds to the home’s efficiency and value. Both bathrooms have been thoughtfully updated with contemporary design elements. Enjoy a refreshed look featuring modern tilework and a stylish travertine backsplash, creating a clean, elegant, and current feel. This condo is truly move-in ready, offering a perfect canvas to make it your own with your personal furnishings and style. Living in On Top of the World means enjoying an active and social lifestyle with an abundance of amenities, including golf courses, swimming pools, fitness centers, walking trails, hobby studios, and a full calendar of community activities. Plus, you are just a short drive from the award-winning Clearwater Beach, consistently ranked among the best beaches in the United States. Whether you're looking for a full-time residence or a seasonal retreat, this property offers comfort, style, and an unbeatable location. come to check all that by request a showing.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Rose Parsons (727-657-2000)
2410 FRANCISCAN DR #12, CLEARWATER, FL 33763
$225,00043 Days on yellowkey MLS ID: TB8499677
0 Days Off yellowkey (back on 4/24/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1370 Built: 1974 Tax: $735 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$735
Remarks: Welcome to your own piece of paradise, perfectly positioned with serene golf course views from your private back patio. This beautifully maintained condo features newer windows, updated kitchen and bathroom cabinetry, and stylish tile flooring throughout the main living areas with crown molding, complemented by cozy carpeting in the bedrooms. The open-concept kitchen flows seamlessly into the spacious great room, creating an inviting and airy living space ideal for both relaxing and entertaining. Upon entry, you're immediately drawn to a large window showcasing picturesque golf course views, setting the tone for tranquility and comfort. Whether you're enjoying a quiet morning coffee or unwinding in the evening, the private patio offers the perfect retreat. This is a must-see property...schedule your showing today! Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for residents & owners. There are two heated swimming pools. The remodeled Cardio Gym has the latest exercise equipment. A very pet-friendly community, there is a fenced dog park with covered seating. There are hobby studios, and a wood shop for the exclusive use of the residents. Activities include fitness classes, dancing, clubs, cards, billiards, entertainment, classes, and much more. The on-site Good Karma Café has take & bake meals and snacks. Close to beaches, transportation, shopping, entertainment, and fine dining. All room sizes, floor plans and square footage are approximate. This property is being transferred by a leasehold estate deed. Association approval is required. If financing, a 35% down payment is required. Washer, Dryer & hookups must be approverd by the association.
Listing Agent: Carmencita Potesta (727-504-3927)
2209 UTOPIAN DR E #117, CLEARWATER, FL 33763
$229,900100 Days on yellowkey MLS ID: TB8479205
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1310 Built: 1996Monthly Fee: $563 Tax: $1,615 (2025)Community: On Top Of The WorldCondo
Taxes:$1,615
Remarks: Welcome to Paradise~ This section of On Top of The World is called that for a reason. This beautiful unit is on the ground floor, easy walk up right from your reserved parking spot in front of the unit. As you enter, you will see a freshly painted unit that is ready for you to move in. This unit offers a third room that can be used as a room or oversized office/den area with built in cabinets to meet all your storage needs. Along with the Built-ins, this space also has a hidden closet within the built-ins. In unit laundry, with a large laundry room is another plus to this unit. The kitchen is open and spacious, fantastic to entertain with. The primary bedroom offers a walk-in closet as well as a walk-in shower and plenty of space with a double sink vanity. This golf cart friendly community offers the Florida lifestyle with many community activities for you to enjoy.
Listing is courtesy of: VENIE BRINSON REAL ESTATE INC (727-461-1551)
Listing Agent: Paula Brinson Yutzy (727-946-5100)
2464 AUSTRALIA WAY E #78, CLEARWATER, FL 33763
$139,900156 Days on yellowkey MLS ID: TB8459164
REDUCED by $10,000 (6.7%) on 04/24/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1970 Tax: $2,215 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$2,215
Remarks: Silence is golden! Enjoy the peace and serenity of this top floor, 2 bed, 2 bath end unit situated on a quiet cul-de-sac overlooking a park-like setting of trees and greenery. This end unit has additional windows in the living room and kitchen to let the daylight in. The kitchen includes an updated dishwasher and refrigerator. The AC was replaced in 2019. New PGT hurricane-rated impact windows were installed March, 2026, with transferrable warranty to new owner. Enjoy the convenience of your assigned parking space. 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. Schedule your showing today and enjoy the best in comfort and convenient living!
2549 WYNNEWOOD DR, CLEARWATER, FL 33763
$380,00069 Days on yellowkey MLS ID: TB8490284
2 Days Off yellowkey (back on 4/24/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1641 Built: 1973Monthly Fee: $18 Tax: $134 (2025)Community: GreenbriarSingle Family
Taxes:$134
Remarks: Under contract-accepting backup offers. Welcome to this spacious 2-bedroom, 2-bathroom home offering 1,641 sq ft of living space, perfectly positioned on a desirable corner lot in a highly sought-after community. Filled with natural light throughout, this home features a versatile layout with endless potential to make it your own. Enjoy year round comfort in the enclosed Florida room, complete with A/C and heat, perfect for a second living space, home office, or relaxation area. Step outside to the additional screened-in back patio, ideal for enjoying Florida evenings without the bugs. With great bones and plenty of space, this home is ready for someone to bring their vision and transform it into something truly special. Located in the desirable Greenbriar community, residents enjoy a deed-restricted neighborhood with a low HOA and access to fantastic amenities, including a heated pool, clubhouse, fitness center, library, game room, and shuffleboard courts. Offering incredible value without the high cost. The location is hard to beat. Just minutes from local festivals, farmers markets, Honeymoon Island, and the Dunedin Causeway. You’re also a short drive to the beautiful Gulf beaches, vibrant downtown Dunedin with its marina, shops, and dining, and convenient access to Westfield shopping. Tampa International Airport is approximately 30 minutes away, making travel a breeze. This is an incredible opportunity to own in one of the area’s most desirable communities. Schedule your showing today, don’t miss your chance to make it yours.
Listing is courtesy of: RE/MAX REALTY UNLIMITED (813-684-0016)
Listing Agent: Kaley Clopton (407-508-0860)
2078 SUN DOWN DR, CLEARWATER, FL 33763
$249,90040 Days on yellowkey MLS ID: TB8500340
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1146 Built: 2008Monthly Fee: $414 Tax: $3,970 (2025)Community: Sunset Pointe TwnhmsTownhouse
Taxes:$3,970
Remarks: Welcome to 2078 Sun Down Drive in beautiful Clearwater, FL! Tucked away at the back of the peaceful community of Sunset Pointe Townhomes awaits this charming residence that offers the perfect blend of privacy, comfort, and convenience. Featuring 2 bedroom, 2.5 bathrooms and inside laundry room. Split bedroom plan with two ensuites! Enjoy tranquil living with serene pond views right from your bedroom window, creating a calming retreat at the end of each day. Step inside to discover a light, bright, and open layout that feels spacious and inviting from the moment you enter. This meticulously maintained townhome features a composite deck, perfect for relaxing outdoors or entertaining guests while enjoying the natural surroundings. Recent updates include a new water heater, newer roof, A/C system (2024) and radiant barrier providing enhanced energy efficiency, offering peace of mind for years to come. The community itself, features a sparkling pool, a children's playground, and well-maintained common areas. Centrally located with easy access to US 19, Aldi food store, local shopping, dining, and just minutes from the world-famous Clearwater Beach, this home combines the best of peaceful living with unbeatable convenience. Don't miss this opportunity to own a slice of Florida paradise—schedule your showing today! LOCATED IN A NON-FLOOD ZONE.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Karen Dailey (727-692-6353)
2021 AUSTRALIA WAY W #39, CLEARWATER, FL 33763
$134,900103 Days on yellowkey MLS ID: TB8478264
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1968 Tax: $2,130 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$2,130
Remarks: Outstanding 2 bed/1 bath, CORNER condo! Situated in a FEE SIMPLE building. With a multitude of upgrades, this spectacular condo exudes excellence. Upon arrival, you will be greeted by magnificent, luxury vinyl flooring, covering the vast majority of the home. NO CARPET ANYWHERE! The Impact Resistant front windows provide added protection and long-term peace of mind. Indulge your culinary desires in this impressive kitchen, complemented with granite countertops, stainless steel appliances, and stunning soft close cabinetry. Not to mention, extra side cabinets; with even more granite! Beyond the kitchen, relax and unwind in the Florida Room. Notice the hurricane rated back door, just steps away from the elevator, laundry, and storage room. Both bedrooms offer generous closet space. For added peace of mind, major upgrades include a replaced electrical panel in 2022, and HVAC replaced in May of 2023. Schedule your private showing today! Assigned parking. The 55+ community has two activity centers, and two private golf courses with 9 and 18 holes, free exclusively for residents & owners. There are two heated swimming pools. The remodeled Cardio Gym has the latest exercise equipment. A very pet-friendly community, there is a fenced dog park with covered seating. There are hobby studios, and a wood shop for the exclusive use of the residents. Activities include fitness classes, dancing, clubs, cards, billiards, entertainment, classes, and much more. The on-site Good Karma Café has take & bake meals and snacks. Close to beaches, transportation, shopping, entertainment, and fine dining. All room sizes, floor plans and square footage are approximate. 35% down payment is required.
Listing Agent: Carrie Moreno (727-433-2657)
2476 ENTERPRISE RD #6, CLEARWATER, FL 33763
$148,00096 Days on yellowkey MLS ID: TB8480142
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 593 Built: 1980 Tax: $1,830 (2025)Community: Villas At Countryside TheVilla
Taxes:$1,830
Remarks: Fully furnished neat and clean 1-bedroom villa centrally-located near the Countryside Mall! This corner unit has windows on three sides (including rear sliding door) and is very light and bright! Very quiet community with pool and no age restrictions - and a low monthly HOA fee that can't be beat! Sit outside in the screened back patio and feel the breeze and be near nature. All exterior maintenance, including roof (replaced in 2023), covered by HOA. Enjoy maintenance-free living! Home has been very well maintained. Move-in ready. Bring your clothing and toothbrush. Great for a starter home, or perfect for second home for snowbirds! Come visit today!!!
Listing Agent: Leslie Hobbs (727-365-3650)
2370 JAMAICAN ST #30, CLEARWATER, FL 33763
$150,00098 Days on yellowkey MLS ID: TB8480054
REDUCED by $10,000 (6.3%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1978Monthly Fee: $515 Tax: $1,425 (2025)Community: On Top Of The WorldCondo
Taxes:$1,425
Remarks: Welcome to 2370 Jamaica Circle Unit 30 in the highly desirable On Top of the World community.Residents of On Top of the World enjoy a resort-inspired lifestyle with access to championship golf, sparkling pools, state-of-the-art fitness centers, scenic walking trails, and a vibrant clubhouse filled with endless social events, recreation, and elevated everyday living. This well maintained residence offers comfortable, low maintenance living in a vibrant 55 plus setting. Inside, you will find a bright and open layout with spacious living and dining areas that flow seamlessly for everyday living and entertaining. The kitchen provides ample cabinetry and workspace, while the primary suite offers a private retreat with generous closet space and an en suite bath. Additional space is ideal for guests, a home office, or hobbies, and the enclosed Florida room adds extra flexibility to enjoy year round. Whether full time or seasonal, this move in ready home delivers comfort, convenience, and community in one of the area’s most established neighborhoods.
Listing is courtesy of: IMPACT REALTY TAMPA BAY (813-321-1200)
Listing Agent: Zachary Vath (813-541-7888)
1960 UNION ST #25, CLEARWATER, FL 33763
$199,500566 Days on yellowkey MLS ID: TB8320771
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1001 Built: 1976 Tax: $2,196 (2023)Community: Oak Lake Park CondoSpa: NoCondo
Taxes:$2,196
Remarks: Newly updated condo with two bedrooms, one and one half baths in Clearwater. This is an end unit. THe community features pool, playground and clubhouse.
Listing is courtesy of: HOFACKER & ASSOCIATES INC (727-527-7373)
Listing Agent: Craig Williams (813-340-0956)
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