Location: Clearwater , 33763
Do Not Show Listings
2159 GREENBRIAR BLVD, CLEARWATER, FL 33763
$435,00035 Days on yellowkey MLS ID: TB8520152
REDUCED by $15,000 (3.3%) on 07/16/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1586 Built: 1969Monthly Fee: $18 Tax: $5,717 (2025)Community: Greenbriar Unit 6-ASingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,717
Elementary School: Garrison-Jones Elementary-PN
High School: Dunedin High-PN
Tax Year: 2025
Middle School: Safety Harbor Middle-PN
Remarks: Offering an ideal combination of updated finishes, flexible living space, and an unbeatable location, this Greenbriar gem is ready for its next owner to move in and start enjoying the Florida lifestyle. This 3-bedroom, 2-bath home with a 1-car garage is tucked inside the highly desirable Greenbriar community. From the moment you arrive, you'll appreciate the landscaping and inviting curb appeal that set the tone for what's inside. The thoughtfully designed great room floor plan features wood-look luxury vinyl flooring throughout, a formal dining area, and an open, airy layout that lives larger than its 1,586 square feet. At the heart of the home, the spacious kitchen is designed for both everyday living and effortless entertaining, featuring granite countertops, stainless steel appliances, a glass-top range, breakfast bar seating, and an additional dining area perfect for gathering with family and friends. The private primary suite offers a walk-in closet with custom organizers and an updated en-suite bath complete with a stylish vanity, upgraded fixtures, decorative tile accents, and a glass-enclosed walk-in shower. The guest bath has also been tastefully renovated with a dual-sink vanity, decorative tile finishes, a tub/shower combination, and convenient linen storage. A versatile third bedroom, accessed through charming double barn doors, provides endless possibilities as a home office, media room, playroom, fitness space, or guest retreat. Step outside to enjoy Florida living year-round on the screened lanai overlooking a fully fenced backyard with plenty of room for pets, play, or future outdoor enhancements. Additional features include a tankless water heater, Nest thermostat and doorbell system, front-yard irrigation, and numerous thoughtful updates throughout. The location is equally impressive. Situated on the edge of Dunedin, you'll be just minutes from award-winning Gulf beaches, Honeymoon Island, vibrant downtown Dunedin, Safety Harbor, golf courses, parks, pickleball courts, shopping, dining, and everyday conveniences, including Countryside Mall, Whole Foods, and Trader Joe's. With easy access to major roadways, commuting throughout Pinellas County is simple and convenient. Combining modern updates, flexible living spaces, and an exceptional location close to everything Tampa Bay has to offer, this Greenbriar gem is one you won't want to miss; call now and schedule your viewing today.
Listing is courtesy of: LPT REALTY LLC (813-359-8990)
Listing Agent: Andrew Duncan (813-359-8990)
2291 AMERICUS BLVD W #25, CLEARWATER, FL 33763
$195,00013 Days on yellowkey MLS ID: TB8527083
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1210 Built: 1993Monthly Fee: $527 Tax: $705 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$705
Elementary School: None
High School: None
Middle School: None
Remarks: Wake up to peaceful views of a sparkling fountain pond from this beautifully maintained two-bedroom, two-bath condominium, ideally located in the newest building within the highly desirable On Top of the World community. Combining a tranquil setting with modern finishes and maintenance-free living, this inviting residence offers the lifestyle so many buyers are searching for. Inside, soaring vaulted ceilings and an open floor plan fill the home with natural light. The well-appointed kitchen features granite countertops, stainless steel appliances, a tile backsplash, abundant cabinetry, and a center island that is perfect for casual dining or entertaining. A thoughtfully designed split-bedroom layout provides privacy for both owners and guests, while the spacious primary suite offers a walk-in closet and a private en-suite bath. An interior laundry room, elevator access, and assigned parking conveniently located just outside the building add to the home's everyday convenience. Life at On Top of the World is centered around enjoying each day to the fullest. Residents have access to golf courses, multiple swimming pools, fitness centers, tennis and pickleball courts, walking trails, hobby studios, clubs, social events, and countless activities that create an active and engaging 55+ lifestyle. Conveniently located just minutes from shopping, restaurants, healthcare, Tampa International Airport, St. Pete-Clearwater International Airport, and Clearwater's world-famous beaches, this residence offers an exceptional opportunity to enjoy the very best of Florida living.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Kerryn Ellson (727-408-4888)
2384 TAHITIAN LN #22, CLEARWATER, FL 33763
$199,90020 Days on yellowkey MLS ID: TB8525454
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1982 Tax: $2,162 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$2,162
Remarks: Discover the perfect blend of comfort, style, and resort-style living in this beautifully maintained second-floor end-unit Emerald Model. Offering abundant natural light, exceptional privacy, and one of the community's most desirable floor plans, this move-in-ready residence is much more than a condominium. It's a place you'll be proud to call home. Step inside to find a spacious, thoughtfully designed layout featuring two generously sized bedrooms, two updated bathrooms, and a versatile Florida room that easily adapts to your lifestyle as a relaxing sitting area, formal dining room, home office, or entertainment space. The inviting kitchen is sure to impress with custom double-stacked wood cabinetry, attractive tile flooring, newer appliances, a comfortable breakfast area, and an upgraded combination conventional/convection oven, perfect for everyday cooking and holiday entertaining alike. Both bedrooms offer plush carpeting, custom closet organization systems, and abundant storage. Additional upgrades include a 2020 HVAC system equipped with an ultraviolet air purification system for enhanced indoor comfort and air quality. As an end unit, this home is filled with natural sunlight, while hurricane-impact windows provide security, energy efficiency, and peace of mind year-round. The shared laundry facility is conveniently located just steps from your door. 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.
Listing is courtesy of: ON TOP OF THE WORLD RE (727-799-3417)
Listing Agent: Jason Johantgen (727-422-2352)
2401 ECUADORIAN WAY #19, CLEARWATER, FL 33763
$245,00035 Days on yellowkey MLS ID: TB8520162
REDUCED by $4,990 (2.0%) on 07/19/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1972Monthly Fee: $565 Tax: $2,354 (2025)Community: On Top Of The WorldCondo
Taxes:$2,354
Remarks: This condo has it all. Completely renovated and move-in ready, this spacious 1,400-square-foot first-floor condo offers 2 bedrooms, 2 bathrooms, and a versatile family room/sunroom in the desirable east side of On Top of the World. Enjoy the convenience of parking directly outside your private front patio and stepping into a beautifully updated home featuring luxury vinyl plank flooring, fresh paint, 5¼-inch baseboards, new six-panel doors, modern lighting, ceiling fans, and updated electrical throughout. The stunning kitchen showcases granite countertops, soft-close solid wood cabinetry, and stainless-steel Samsung appliances. Both bathrooms have been tastefully remodeled with quality vanities, stone countertops, updated fixtures, and tile flooring. Major improvements include hurricane-impact windows throughout, a new 2.5-ton HVAC system, and an approved in-unit washer and dryer hookup with a dedicated laundry closet. The hurricane-rated rear door opens to a private patio overlooking a peaceful park-like setting, perfect for relaxing outdoors or spending time with your canine companion. Ideally located within walking distance to the East Side Activity Center, pool, and dog park, this exceptional home combines comfort, convenience, and worry-free living. Simply unpack and enjoy everything this beautifully renovated condo has to offer.
Listing is courtesy of: EPIQUE REALTY INC. (888-893-3537)
Listing Agent: Karolina Taylor (813-702-5478)
2459 FRANCISCAN DR #37, CLEARWATER, FL 33763
$165,000107 Days on yellowkey MLS ID: TB8494516
REDUCED by $10,000 (5.7%) on 06/11/2026
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!
Listing is courtesy of: BONOMO REALTY LLC (727-733-3777)
Listing Agent: Galia Baldridge (727-459-9737)
2788 COUNTRY WAY, CLEARWATER, FL 33763
$429,90026 Days on yellowkey MLS ID: TB8523714
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1900 Built: 1995Monthly Fee: $475 Tax: $4,367 (2025)Community: Countrygrove EastSpa: NoVilla
Taxes:$4,367
Middle School: Palm Harbor Middle-PN
Remarks: Welcome to Countrygrove East, where comfort, style, and low-maintenance living come together in this beautifully maintained 3 bedroom, 2 bath, 2 car garage villa offering 1,900 square feet of living space. Built in 1995 with durable block construction and a stucco exterior, this spacious home shares only one common wall and features soaring ceilings throughout, creating an open and airy feel. Peace of mind comes with numerous major updates including a new roof in February 2026, new water heater in 2025, and the HVAC was replaced in 2021. Step inside to find a thoughtfully designed floor plan with the kitchen immediately to your right, featuring tall cabinetry with abundant storage, granite countertops, stainless steel appliances, and a large wraparound breakfast bar with ample seating overlooking the expansive great room. Perfect for entertaining, the oversized living and dining areas showcase wood-look ceramic tile flooring with a decorative inlaid accent defining the dining space. A convenient dry bar complete with a wine and beverage refrigerator adds an extra touch of sophistication, while a floor-mounted electrical outlet provides flexibility for centered furniture arrangements. A beautiful skylight fills the great room with an abundance of natural light, enhancing the home's bright and inviting atmosphere. Large sliding glass doors lead to the covered lanai and private fenced backyard featuring a paver patio and dedicated gardening area ideal for enjoying Florida's outdoor lifestyle. The kitchen, bedrooms, and bathrooms are finished with durable ceramic tile flooring. The spacious primary suite offers a deep walk-in closet and an ensuite bath featuring dual vanities, a glass-enclosed shower, and a relaxing soaking tub. A dedicated interior laundry room provides convenient access to the attached garage. Ideally situated along the Clearwater and Dunedin border, this home offers convenient access to the best of both communities, including award-winning Gulf beaches, the Dunedin Causeway, Honeymoon Island, vibrant downtown Dunedin, Countryside Mall, golf courses, parks, restaurants, breweries, and endless shopping and entertainment options. Enjoy the convenience of villa living in the highly desirable Countrygrove East community.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Zachary Campbell (727-504-3257)
2371 ISRAELI DR #67, CLEARWATER, FL 33763
$98,00027 Days on yellowkey MLS ID: TB8523021
REDUCED by $10,800 (9.9%) on 07/19/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 825 Built: 1978 Tax: $1,712 (2025)Community: On Top Of The WorldSpa: YesCondo
Taxes:$1,712
Remarks: 55+ COMMUNITY. THIS THIRD FLOOR BEAUTY IS READY TO GO! ON TOP OF THE WORLD HAS SO MANY AMENITIES YOU WILL LOVE! GOLFING IS FREE TO OWNERS(A 9 HOLE AND AN 18 HOLE COURSE), 2 POOLS(ONE HEATED), AN INDOOR SPA, TENNIS COURTS, A DOGGIE PARK, BILLIARDS, WOODWORKING, A FITNES CENTER, A LARGE RECREATION CENTER WHERE RESIDENTS CAN ENJOY DANCES, CARD GAMES, A BARBQUE AREA, AND SO MUCH MORE. IT IS CLOSE TO BEACHES, SHOPPING AND 2 AIRPORTS! IT IS PARTIALLY FURNISHED, BUT SELLER WILL SELL IT UNFURNISHED IF NEEDED. COME SEE IT TODAY!!!
Listing is courtesy of: FLO LUGO REALTY INC (727-447-1194)
Listing Agent: Florence Lugo (727-455-7361)
2458 COLUMBIA DR #66, CLEARWATER, FL 33763
$98,2004 Days on yellowkey MLS ID: TB8530231
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 825 Built: 1972 Tax: $1,599 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$1,599
Remarks: Welcome to this beautifully maintained 1-bedroom, 1-bath condo featuring a bright and versatile Florida room—perfect for relaxing, entertaining, or creating a home office. This immaculate residence is move-in ready with a clean, inviting interior that reflects pride of ownership. Enjoy a vibrant lifestyle with access to an array of community amenities, offering comfort, convenience, and endless opportunities for recreation and socializing. Whether you're looking for a seasonal retreat or a year-round home, this charming condo is a must-see! This community is for the "Young at Heart!" 18 hole golf course/9 hole golf course, 2 recreation centers, 2 pools (one heated), hot tub, tennis, lawn bowling, shuffleboard, entertainment, pool/billiards, dances, clubs for every interested, and woodworking shop. Be as Busy or as quiet as you like! Current tenant may be interested in renewing her lease with the new owner.
Listing Agent: Diana Zavala (727-370-4077)
2437 RUTLAND LN, CLEARWATER, FL 33763
$252,0004 Days on yellowkey MLS ID: TB8528497
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 918 Built: 1968Monthly Fee: $23 Tax: $4,688 (2025)Community: Greenbriar Unit 6-BSingle Family
Taxes:$4,688
Remarks: Welcome to this beautifully updated two bedroom, one bath home with an attached one-car garage, ideally located in the highly desirable Greenbriar community. Enjoy an exceptionally low HOA fee of just $271 per year, providing access to the community clubhouse, swimming pool, fitness center, library and game room. Inside, you'll find an inviting open floor plan filled with natural light, creating a comfortable space for everyday living and entertaining. The custom-designed kitchen features updated cabinetry, stainless steel appliances and a clean, modern feel. The bathroom has also been tastefully updated with contemporary finishes. Recent improvements include new luxury vinyl plank flooring throughout, new interior and exterior paint. Step outside to a spacious screened patio overlooking the large backyard, offering plenty of room to relax or entertain. Located in Flood Zone X for added peace of mind and just minutes from Downtown Dunedin, shopping, restaurants, cafés, parks and a short drive to the Gulf Beaches. Come see all this home has to offer!
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Meredith Johnson (727-768-7651)
2391 SUMATRAN WAY #63, CLEARWATER, FL 33763
$102,500194 Days on yellowkey MLS ID: TB8462097
0 Days Off yellowkey (back on 7/18/2026)
REDUCED by $3,400 (3.2%) on 07/11/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1982 Tax: $705 (2025)Community: On Top Of The WorldCondo
Remarks: Under contract-accepting backup offers. HOME WARRANTY... FURNISHED... UPDATED... This home is ready for you! This inviting 1 bedroom, 1 bath condo is perfectly situated on the 2nd floor in a quiet cul-de-sac building at On Top of the World, one of Clearwater’s most popular 55+ golf course communities. Tucked toward the back of the community, you’ll enjoy extra peace and privacy while still being close to all the amenities. Inside, you’ll find a comfortable living/dining room combo and a cozy kitchen with newer appliances and recent updates that give the home a fresh, move-in-ready feel. Furnishings include a complete Ethan Allen Bedroom set and secretary desk, and a newer Serta mattress with bedding. The Seller is offering a 1-year home warranty as well! The light-filled Florida room overlooks a beautiful nature conservation area — a perfect spot for morning coffee, reading, or simply unwinding and enjoying the view. When you’re ready to get out and enjoy the Florida lifestyle, you’re just minutes from beaches (about 15 minutes away), shopping, dining, medical facilities, airports, hiking and biking trails, professional sports, and endless entertainment options. On Top of the World offers true resort-style living with 27 holes of golf, two large pools (one heated), a state-of-the-art fitness center and spa, tennis courts, a dog park, library, computer room, on-site woodworking shop, walking paths, and dozens of social clubs and activities to plug into as much—or as little—as you’d like. Move in and start enjoying the relaxed, low-maintenance Florida life you’ve been waiting for!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Scott Morris (727-238-5366)
2405 FRANCISCAN DR #21, CLEARWATER, FL 33763
$289,00036 Days on yellowkey MLS ID: W7886783
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1974 Tax: $3,312 (2025)Community: On Top Of The WorldSpa: YesCondo
Taxes:$3,312
Remarks: Under contract-accepting backup offers. Here it is! A Fully Remodeled Condo in On Top of the World, where everything has been done. Totally renovated with upgrades too numerous to list. This Ground-Floor, End Unit, 1400 sq./ft. has big, beautiful windows making it bright and lively. The Open Floorplan is crisp & clean featuring Gorgeous, Luxury Vinyl Plank flooring throughout. You'll have NO issues with furniture placement in the large Living Room/Dining Room combination. Quartz Countertops & All Wood, Soft-Closing Cabinets are New and clean. Brand-new Frigidaire Gallery suite of appliances completes the Kitchen. In the Florida Room, you'll find a wall of Storage. The Counters & Cabinetry match those in the Kitchen for a cohesive style. This area is perfect for your Coffee Station, Wine Bar or Buffet & offers more storage than any Chef could want. The spacious Florida Room can be utilized as an office, additional media room or casual dining space. The Built-in Closet has shelves for utility storage & a Brand-New Hot Water Heater. This room also houses the back door out to your Covered Back Patio with nearly 200 sq.ft. of Covered Outdoor Living Space. Here is where your green thumb can get a workout. Imagine Potted Plants & Herbs or Flowers & Palms surrounding your table as you greet each day with a cup of coffee or tea. Grill out all year long. Enjoy balmy Florida evenings with friends and neighbors. Back inside you will find 2 large Bedrooms with equally large closets. The Primary Bedroom has an Ensuite Bathroom. Remodeled with New Vanity, LED lighted Mirror & Stand-Up Shower. In the Primary Closet is your inside Laundry. High End Bosche Washer & Dryer are fully permitted & up to code. The Second Bedroom is large as well. Easily accommodating a King- or Queen-sized bedroom furniture suit. The Guest Bathroom has a Tub/Shower combo. Thoughtful design choices elevate the design here. All new Ceiling Fans, Lighting, Tall 5 1/4 inch Baseboards throughout, 6 Panel Doors, Levelor Blinds, Newer, Insulated Windows & Back Door with Built-In Blinds. There is nothing left to do here. On Top of the World is the Country's premier 55+ Active Adult Community. There are boundless activities and clubs to keep interests and actions primed. This community is what you make of it. 2 Pools, 2 Golf Courses, Clubs, Dances, Concerts, Fitness and loads more to see and do. Located in a non-evacuation & non-flood zone. Close to the Best Beaches and State Parks on the SunCoast. Easily Day-Trip to Clearwater Beach, Honeymoon Island, the charming towns of Tarpon Springs, Dunedin and Safety Harbor. There are excellent Shopping and Dining options all around. Superb Medical facilities abound making your health and wellbeing more manageable. On Top of the World is located within easy commuting distance to Tampa, St. Petersburg, International & Regional Airports. Add this condo onto your itinerary and find out what makes this community so special. AC is 2020, HWH 2026, Laundry 2019, Patio Cover 2013
Listing is courtesy of: REALTY ONE GROUP BEYOND (727-900-7174)
Listing Agent: Kimberleigh Flynn (727-215-7800)
2554 SEA WIND WAY, CLEARWATER, FL 33763
$270,00088 Days on yellowkey MLS ID: W7885203
REDUCED by $10,000 (3.6%) on 07/18/2026
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)
2036 FOREST DR, CLEARWATER, FL 33763
$395,40012 Days on yellowkey MLS ID: TB8526746
Bed: 2 Bath: 1.5 Gar: 1 Liv Area Sq Ft: 1112 Built: 1971Monthly Fee: $23 Tax: $280,645 (2025)Community: GreenbriarSingle Family
Taxes:$280,645
Remarks: Charming Greenbriar Home Minutes from Downtown Dunedin! Enjoy easy Florida living in the highly desirable Greenbriar neighborhood, just minutes from the heart of Downtown Dunedin. Surrounded by mature landscaping and majestic shade trees, this inviting home offers comfort, charm, and convenience in a location that’s hard to beat. Over the past nine months, the home has received a series of thoughtful updates. The remodeled eat in kitchen features modern cabinetry, granite countertops and backsplash, newer appliances, updated fixtures, and under cabinet lighting that adds both function and ambiance. Fresh interior paint, LVP flooring, modern lighting, updated ceiling fans, new window treatments, and an indoor laundry room all contribute to a clean, contemporary feel throughout. The dining area opens directly to the covered lanai, creating an easy indoor-outdoor flow perfect for relaxing or entertaining. Both bedrooms offer comfortable retreats, and the main bath has been refreshed with quality updates for added peace of mind. Out back, the fenced-in yard feels like a private sanctuary—lush & tranquil. It’s an ideal spot for gatherings, gardening, or quiet evenings under the trees. Greenbriar residents also enjoy access to a community Clubhouse with Pool and Gym, offering a welcoming place for cookouts, casual get togethers, and neighborhood connection. With close proximity to Downtown Dunedin, the Pinellas Trail, Honeymoon Island, and some of the Gulf Coast’s most beautiful beaches, this home delivers an appealing blend of lifestyle, location, and value. Don’t miss the chance to make this beautifully updated Greenbriar home your own.
Listing Agent: Agnes Vetter (727-422-4780)
2284 PHILIPPINE DR #69, CLEARWATER, FL 33763
$245,00057 Days on yellowkey MLS ID: TB8510262
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1340 Built: 1987Monthly Fee: $592 Tax: $2,008 (2025)Community: On Top Of The WorldSpa: YesCondo
Taxes:$2,008
Elementary School: Leila G Davis Elementary-PN
Remarks: A SNOWBIRD'S HAVEN! FULLY FURNISHED 2-Bed/2-Bath Condo in On Top of the World 55+ Community - A SNOWBIRD'S HAVEN! Welcome to this beautiful, fully furnished and well-maintained 2-bedroom, 2-bath, 1,400 sq ft condo in the highly desirable On Top of the World 55+ community. Located on the third floor with elevator access, this spacious El Dorado floor plan offers abundant natural light, peaceful views, and an open line of sight from the front door to the back window. The inviting living area flows into a well-appointed kitchen featuring ample cabinet storage, a pantry, granite countertops, and a large peninsula. The dining area stands out with its beamed ceiling, warm lighting, and thoughtful design touches that create an exceptionally welcoming atmosphere. The generous primary bedroom includes an en-suite bath with heat lamp, excellent closet space, and an in-unit washer and dryer. The guest bedroom is ideal for visitors, a home office, or hobbies and is currently furnished with a lovely queen bedroom set. Every piece of furniture showcases a classic Florida style look, offering both comfort and coastal charm. Additional highlights include assigned parking, updated windows throughout, ceiling fans in every room, a 2015 AC system, and gracefully maintained Florida-style furnishings. Kitchen appliances include an ice maker and air-fryer. This home is truly move-in ready.
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Christine Weber (575-268-8542)
2154 N HERCULES AVE, CLEARWATER, FL 33763
$399,50072 Days on yellowkey MLS ID: TB8502239
REDUCED by $20,000 (4.8%) on 07/15/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1606 Built: 1960 Tax: $4,107 (2025)Community: Citrus Heights Manor 1St AddSingle Family
Taxes:$4,107
Middle School: Dunedin Highland Middle-PN
Remarks: Under contract-accepting backup offers. Great buy!!!! Exceptional Clearwater pool home represents one of the best values on the market. This move-in ready home offers an outstanding opportunity for buyers seeking comfort, style, and long-term value The updated kitchen features modern cabinetry and countertops, while the tastefully renovated bathrooms and inviting fireplace add warmth and character to the spacious, light-filled living areas. Designed for both everyday living and entertaining, the open floor plan provides comfortable living with seamless access to the outdoor space. An excellent opportunity exists to further increase the home's value by adding a third bathroom, creating additional equity while enhancing functionality Step outside to your own private backyard retreat featuring a sparkling swimming pool, covered lanai, and expansive deck—ideal for outdoor dining, entertaining family and friends, or simply relaxing in the Florida sunshine. The large, fenced backyard offers exceptional privacy with plenty of room for pets, recreation, or gardening. Additional improvements include an attractive front entry door with impact-resistant glass, an impact-rated garage door, insulated windows, storm panels conveniently stored in the garage, and a spacious one-car garage. Roof replacements completed in 2010 and 2019, along with a 2019 air conditioning system, providing added peace of mind. Ideally situated and zoned for Dunedin schools, this home is just minutes from vibrant downtown Dunedin with its charming boutiques, locally owned restaurants, craft breweries, waterfront parks, and year-round community events. Florida's world-famous Gulf beaches are only a short drive away, and Tampa International Airport is approximately 30 minutes from the property, offering convenient access for both business and leisure travel. Don't miss this rare opportunity to own an exceptional Clearwater pool home at an incredible value.
Listing is courtesy of: SELECT PROPERTIES INC (727-934-4099)
Listing Agent: Frank Acerra (727-410-9849)
2065 GROVE LN, CLEARWATER, FL 33763
$289,00024 Days on yellowkey MLS ID: TB8523799
REDUCED by $6,000 (2.0%) on 07/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1547 Built: 1984Monthly Fee: $299 Tax: $2,320 (2025)Community: Villas Of Lake ArborVilla
Taxes:$2,320
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome home to this beautifully maintained villa nestled within the desirable 55+ Villas of Lake Arbor, where mature landscaping, manicured grounds, and a peaceful setting create the kind of neighborhood you’ll enjoy coming home to each day. As you arrive, you’ll appreciate your covered carport, dedicated parking, and the pride of ownership reflected throughout the community. Step inside to discover a thoughtfully designed floor plan featuring soaring vaulted ceilings that create an airy, open feel throughout the main living spaces. The spacious living room flows effortlessly into the dining area and kitchen, making everyday living just as comfortable as entertaining family and friends. One of the home’s most unique features is the flexible bonus room, offering endless possibilities as a home office, hobby room, library, fitness space, or additional sitting area. Just beyond, the enclosed Florida room provides the perfect place to enjoy your morning coffee, unwind with a good book, or simply relax while overlooking the beautifully maintained community. The split-bedroom layout provides privacy for both owners and guests. The spacious primary suite features a walk-in closet and private en-suite bath, while the guest bedroom and second bath are thoughtfully positioned on the opposite side of the home. Adding even more peace of mind, the home received a brand-new roof in 2025, one of the biggest investments already taken care of for its next owner. Life at Villas of Lake Arbor extends well beyond your front door. Residents enjoy a lakeside community pool, fishing pier, and clubhouse, all while the association takes care of maintaining the beautifully landscaped grounds, allowing you to spend less time on yard work and more time enjoying Florida living. Conveniently located near shopping, dining, Countryside Mall, Ruth Eckerd Hall, medical facilities, and just a short drive from Clearwater Beach and Honeymoon Island, this home offers the perfect blend of comfort, convenience, and low-maintenance living. Come experience why so many love calling Villas of Lake Arbor home.
Listing Agent: Christina Probeyahn (727-744-7211)
2284 PHILIPPINE DR #39, CLEARWATER, FL 33763
$148,90040 Days on yellowkey MLS ID: TB8518895
REDUCED by $1,000 (0.7%) on 07/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1340 Built: 1987 Tax: $484 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$484
Remarks: You'll be delighted you didn't miss this beautifully maintained ~ diamond in the rough condo featuring an updated A/C and located in one of the most sought-after sections of the renowned On Top of the World community. The spacious El Dorado floor plan offers the perfect blend of comfort and functionality, ideal for both entertaining guests and enjoying easy everyday living. Conveniently situated directly across from the West Activity Center, you'll have exceptional amenities just steps from your door, including a 12-table billiards room, heated lap pool, 13-jet spa, card room, and a large party room complete with a full kitchen. When you're ready to explore, you're just minutes from the soft sands of Clearwater Beach and a short drive from the dining, entertainment, and cultural attractions of Tampa. Enjoy nearby shopping at three major malls, browse unique antique shops, or stroll the charming downtown districts of Safety Harbor and Dunedin. With so much to see and do, every day can be an adventure—or simply a chance to sit back, relax, and enjoy the tropical Florida lifestyle.
Listing Agent: Deb Bonomo (727-733-3777)
2296 MONACO LN #2, CLEARWATER, FL 33763
$225,00044 Days on yellowkey MLS ID: W7886486
0 Days Off yellowkey (back on 6/17/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1325 Built: 1992Monthly Fee: $577 Tax: $1,008 (2025)Community: On Top Of The WorldCondo
Taxes:$1,008
Remarks: Enjoy maintenance-free living in your FIRST FLOOR, END UNIT in the popular 55+ community On Top of the World, centrally located to everything the Tampa Bay Area has to offer – world famous Clearwater beach, museums, entertainment, shopping, fine dining, medical, airports, etc. Over 1300 sq. ft. in this 3 bedroom, 2 bath home complete with your own inside laundry room. From the foyer observe the open floor plan featuring an expansive living room with adjoining dining area. During meal prep enjoy viewing the neighborhood from the window in the kitchen fully equipped with solid surface range, dishwasher, microwave, disposal, refrigerator and pantry. The large primary bedroom features an unbelievably spacious walk-in closet with built-ins for convenient storage and an UPDATED EN-SUITE BATH with comfort-height vanity, quartz countertop, dual sinks, and walk-in shower complete with bench seat and grab bars. Split bedroom plan has a bedroom up front currently being used as an office with wall-to-wall built-in bookcase with a secret closet behind the bookcase. Both secondary bedrooms share a full bath with tub / shower combo. Your inside laundry room comes includes full size washer that’s 3 years new and dryer. When you want some fresh air, relax on the rear porch which stretches the width of the home. Water heater 2023 and HVAC 3-4 years new. Endless amenities await you – two heated swimming pools, jacuzzi, computer center, billiards room, fitness center, two activity centers, exclusive access to two private golf courses, a workshop, hobby studio, and an endless array of activities. And for your furry little friends there’s even a dog park. Come join us and begin enjoying the Florida lifestyle today!
Listing is courtesy of: RE/MAX ALLIANCE GROUP (727-845-4321)
Listing Agent: Michael Constantine (727-415-0922)
2001 GREENBRIAR BLVD #17, CLEARWATER, FL 33763
$92,150368 Days on yellowkey MLS ID: TB8409021
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 790 Built: 1970 Tax: $50 (2024)Community: Greenbriar CondoSpa: NoCondo
Taxes:$50
Tax Year: 2024
Remarks: Welcome to Greenbriar Condominiums in the heart of Clearwater. This well-maintained unit features two bedrooms and one full bathroom across a very well spaced 790-square-foot layout (feels much bigger!). Updated with laminate flooring throughout, this home offers low-maintenance living and comfortable space. The open living and dining area is bright and functional, with a versatile bonus space ideal for a home office or reading nook. High and DRY! Not in a flood zone. Residents enjoy a robust array of amenities including a pool, shuffleboard courts, and a spacious clubhouse equipped with a pool table, ping pong, and foosball. The $705 monthly HOA fee covers water, sewer, trash, cable, internet, and access to all community amenities. Fitness center available for one time membership fee of $30. Shared laundry is conveniently located in the same building. Situated just minutes from downtown Dunedin, Clearwater Beach, and local parks, this condo offers exceptional value and location. Schedule your private showing today before it's gone. A two bedroom condo under $100k in the heart of Pinellas County? Don't miss out on this opportunity!
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Jeffrey Stone (727-735-4285)
2440 ENTERPRISE RD #2, CLEARWATER, FL 33763
$159,9505 Days on yellowkey MLS ID: TB8530339
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1983Monthly Fee: $323 Tax: $1,335 (2025)Community: Villas At Countryside TheSpa: NoCondo
Taxes:$1,335
Remarks: Welcome to one of the best values in Clearwater's Countryside area! A 2-bedroom, 2-bath condo with monthly maintenance fees among the lowest you'll find at this price point. Inside, the 915 sq ft layout lives larger than the number suggests: a bright, open great room, indoor laundry, and a well-appointed kitchen with granite countertops, soft-close drawers, a pantry, and newer appliances. Ceiling fans throughout keep things comfortable and the power bill in check, and the oversized screened patio is ready for morning coffee or an evening glass of wine. The pet-friendly community offers a pool, and the unit comes with its own covered carport space plus plenty of guest parking. Best of all, it sits in flood zone X — high and dry. You're minutes from Countryside Mall, shopping, and dining, with an easy drive to Clearwater Beach. Low fees move-in-ready home in the heart of Clearwater, this one checks all the boxes. Schedule your showing today.
Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)
Listing Agent: John Morgan (813-727-5597)
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