Location: Clearwater , 33763
Do Not Show Listings
2125 N HERCULES AVE, CLEARWATER, FL 33763
$355,0001 Day on yellowkey MLS ID: TB8533259
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1407 Built: 1955 Tax: $5,727 (2025)Community: Lake Citrus EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,727
Elementary School: Leila G Davis Elementary-PN
High School: Dunedin High-PN
Tax Year: 2025
Middle School: Safety Harbor Middle-PN
Remarks: Virtually Staged. Move right in and start enjoying everything this updated 3-bedroom, 2-bathroom Clearwater home has to offer! Featuring a flexible floor plan, a 2024 HVAC system, fenced yard, no HOA, and a central Clearwater location, this home is designed for comfortable everyday living and effortless entertaining. Step inside to discover a welcoming dining room highlighted by a stunning wood accent wall, modern chandelier, and plenty of space for gathering with family and friends. If a formal dining room isn't on your wish list, this versatile space can easily be transformed into a home office, sitting room, playroom, or hobby area to fit your lifestyle. The updated kitchen offers a timeless design with white shaker cabinetry, granite countertops, subway tile backsplash, stainless steel appliances, and a reverse osmosis water filtration faucet. Just beyond, the spacious family room is anchored by a floor-to-ceiling stone wood-burning fireplace and surrounded by large windows that fill the space with natural light. Whether you're hosting family gatherings, celebrating the holidays, or enjoying a quiet evening at home, this inviting room offers plenty of space to relax and unwind. The private primary suite features an updated en-suite bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. The dedicated indoor laundry room includes a new washer and dryer, making everyday chores a little easier. Outside, the fully fenced backyard provides plenty of room for pets, gardening, backyard games, or creating your own outdoor retreat. A storage shed offers additional space for tools, lawn equipment, and seasonal storage. Perfectly positioned in central Clearwater, this home offers easy access to shopping, restaurants, parks, and everyday conveniences while keeping Clearwater's award-winning Gulf beaches, charming downtown Dunedin, and vibrant Safety Harbor just a short drive away. Enjoy weekends at the beach, waterfront dining, local festivals, nearby golf courses, or catching a Phillies spring training game. With convenient access to major roadways, commuting throughout Pinellas County and the Tampa Bay area is simple, giving you more time to enjoy everything this incredible location has to offer.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Tony Baroni (866-863-9005)
2050 HIGH RIDGE DR, CLEARWATER, FL 33763
$240,2166 Days on yellowkey MLS ID: TB8532322
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1632 Built: 1964 Tax: $3,609 (2025)Community: GreenbriarSingle Family
Taxes:$3,609
Elementary School: None
High School: None
Middle School: None
Remarks: AFFORDABLE HOUSING HOME..SPECIAL REQUIREMENTS..Workforce housing property, land owned by Pinellas County Housing Authority, land lease contract required. Buyers must meet INCOME REQUIREMENTS of at or below a 120% of AMI based on household size. All income counts for anyone residing in the home. They must complete a Homebuyer Education course from the list. Mortgage must be for a leashold property. Spacious 3 bedroom, 2 bath, 1 car garage block home. Living area has a beautiful bay window, recessed lights and an area for a big tv screen. Updated baths. Double sinks in primary bath. Family room has french doors that lead to backyard with a shed for extra storage. Fenced yard. Property sold AS-IS. SOLAR PANELS ARE INCLUDED. OVER $20,000 Upgrade owner installed.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Karen Roeding (727-510-0930)
2480 ENTERPRISE RD #6, CLEARWATER, FL 33763
$140,000318 Days on yellowkey MLS ID: TB8427444
REDUCED by $5,000 (3.4%) on 05/12/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 593 Built: 1981 Tax: $1,617 (2024)Community: Villas At Countryside TheCondo
Taxes:$1,617
Tax Year: 2024
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 is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Angie Haddon (727-439-3485)
2442 ENTERPRISE RD #6, CLEARWATER, FL 33763
$142,90098 Days on yellowkey MLS ID: TB8501316
REDUCED by $7,000 (4.7%) on 06/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 593 Built: 1982Monthly Fee: $114 Tax: $1,766 (2025)Community: Villas At Countryside TheCondo
Taxes:$1,766
Remarks: NEW PRICE - Same Amazing Quality AND Seller financing in this beautifully renovated Countryside condo. If you’ve seen quick cosmetic flips before, you’ll immediately recognize the difference here. This one-bedroom, one-bath top-floor end unit has been thoughtfully improved with craftsmanship, care, and attention to the details many renovations overlook. From the solid hardwood cabinetry to carefully completed drywall work, upgraded storage solutions, oversized closet access, and clean, durable materials throughout, this home was renovated the right way. The result is a stylish and comfortable space designed for buyers who appreciate workmanship and no future headaches. At 593 square feet, this home lives efficiently, with rare bonus attic storage space accessible by pull-down ladder—an uncommon feature for a condo. Private covered parking is included, plus guest parking for visitors. Located in desirable Countryside, Villas of Countryside offers a community pool and a highly convenient location near shopping, dining, entertainment, and everyday essentials. Westfield Countryside Mall, grocery stores, restaurants, and major routes are all nearby, with Dunedin, Safety Harbor, and beaches just a short drive away. Special seller financing available: 10% down, 5.95% interest rate, 30-year amortization, and 7-year balloon (subject to seller approval).
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Lea Lagueux (813-417-3842)
2170 AMERICUS BLVD N #64, CLEARWATER, FL 33763
$269,00022 Days on yellowkey MLS ID: TB8526931
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1340 Built: 1988 Tax: $652 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$652
Remarks: Modern Elegance Meets Active Living! ? Beautifully renovated 2-bedroom, 2-bath corner unit offering comfort, convenience, and a prime location within the community. This move-in-ready home is ideally situated just steps from the assigned parking space, mailbox, storage room, and elevator for effortless everyday living. Enjoy easy access to the community pool and West clubhouse, both within walking distance. The pet-friendly community adds to the appeal, making this an excellent choice for full-time residents or seasonal owners alike. Don't miss this exceptional opportunity to own a stylish, low-maintenance home with its own washer and dryer! Located in the highly sought-after, pet-friendly 55+ community of On Top of the World, residents enjoy an incredible array of amenities, including: Two golf courses (one 9-hole and one 18-hole -golf is free for owners!),Two recreation centers and two pools (one heated),Tennis, pickleball, and shuffleboard courts, State-of-the-art fitness center, woodworking shop, spa, computer and billiard rooms, Outdoor pavilion, library, dog park, and frequent social events, including shows, food truck nights, and more, Good Karma Café. Each building also offers a bicycle room and private storage space for residents. Conveniently located just minutes from shopping, theaters, and airports, this stunning condo truly offers affordable luxury and carefree living.
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Antje Anderson (727-656-9741)
2373 FOREST DR, CLEARWATER, FL 33763
$353,9904 Days on yellowkey MLS ID: TB8532885
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 904 Built: 1968Monthly Fee: $23 Tax: $4,363 (2025)Community: GreenbriarSingle Family
Taxes:$4,363
Elementary School: Garrison-Jones Elementary-PN
Remarks: Virtually Staged. Welcome to Greenbriar, one of Clearwater's most desirable communities! This solid block 2-bedroom, 2-bathroom home with an oversized 1-car garage combines timeless charm with an impressive list of updates, making it an outstanding opportunity for homeowners, seasonal residents, or investors alike.Step inside and you'll immediately appreciate the beautifully polished terrazzo floors that flow throughout the home, adding character, durability, and easy maintenance. A large picture window fills the living room with natural light, creating a bright and inviting atmosphere. The home has been freshly painted inside and out, features new modern lighting and includes impact-resistant windows for added peace of mind. The newer HVAC system includes all new ductwork and installation, helping maximize comfort and efficiency year-round. The tile roof, installed in 2012, includes a secondary water barrier for added protection and lasting value. The plumbing is in good condition, making this home move-in ready with many of the major improvements already completed.The kitchen has been updated and has new Whirlpool appliances, while the bathroom inside the home features a modern vanity. The efficient floor plan offers two comfortable bedrooms and a full bathroom inside the home. An additional full bathroom with a shower is conveniently located in the garage, providing added flexibility for hobbies, projects, guests, or cleaning up after a day at the beach or working in the yard.Step outside to enjoy the screened patio with a ceiling fan and relax surrounded by the tropical landscaping. It's the perfect space for grilling, entertaining, or simply unwinding year-round. The fully fenced backyard includes a separate dog run and a divider, making it easy to create separate outdoor spaces while providing added privacy.Greenbriar residents enjoy a heated community pool, fitness room, clubhouse, and a variety of social activities—all with a low HOA fee. The location is hard to beat, just about 8 miles from the sugar-sand beaches of Clearwater and the Gulf of Mexico. You'll also be minutes from charming downtown Dunedin, golf courses, Countryside Mall, hospitals, shopping, dining, and the Philadelphia Phillies and Toronto Blue Jays Spring Training stadiums. Best of all, the home is located in Flood Zone X, meaning no lender-required flood insurance for most financed buyers. Whether you're searching for a primary residence, a seasonal getaway, or an investment opportunity, this Greenbriar home offers the perfect combination of comfort, convenience, and the Florida lifestyle. Schedule your private showing today!
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Vivian Resnick (813-410-2890)
2284 PHILIPPINE DR #69, CLEARWATER, FL 33763
$245,00065 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
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 Agent: Christine Weber (575-268-8542)
2788 COUNTRY WAY, CLEARWATER, FL 33763
$429,90034 Days on yellowkey MLS ID: TB8523714
0 Days Off yellowkey (back on 7/23/2026)
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. Accepting back up offers.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Zachary Campbell (727-504-3257)
2043 DENMARK ST #39, CLEARWATER, FL 33763
$97,000101 Days on yellowkey MLS ID: TB8498506
REDUCED by $2,500 (2.5%) on 07/29/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 825 Built: 1971 Tax: $1,701 (2025)Community: On Top Of The WorldSpa: NoCondo
Taxes:$1,701
Elementary School: McMullen-Booth Elementary-PN
High School: Countryside High-PN
Remarks: This gem is ready for you to simply unpack and start living! Bright and inviting, this charming 1-bedroom, 1-bath retreat offers a bonus sun-room — perfect spot for morning coffee or a quiet afternoon read. Low-maintenance laminate flooring flows throughout, while the kitchen features granite countertops, a tile backsplash and a new dishwasher. Well-maintained 2017 HVAC and a new 2026 water heater ensure piece of mind. Beyond your front door, life at On Top of the World (OTOW), an active, 55+ community, offers two private golf courses — an 18-hole and a 9-hole — completely free to resident owners with an activity card. Cool off or unwind in one of two heated outdoor pools. Stay active with tennis and pickleball courts, shuffleboard, horseshoes and lawn bowling or take your fitness to the next level at the state-of-the-art East Activity Center, featuring top-tier cardio and strength equipment alongside an aerobics studio for yoga, Tai Chi and more. Creative souls will love the woodshop and artistic studios, while social butterflies can explore over 175 resident-led clubs, gather in the grand ballroom and auditorium, browse the community library or catch up with neighbors at The Good Karma Café. Outside, enjoy two freshwater fishing piers, a dedicated dog park and beautifully landscaped grounds with paved paths for walking and biking. This is more than a home — it's a lifestyle upgrade waiting for you!
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Marcy Daniels (727-560-8080)
2440 WORLD PARKWAY BLVD #38, CLEARWATER, FL 33763
$189,000169 Days on yellowkey MLS ID: TB8475430
REDUCED by $10,500 (5.3%) on 06/25/2026
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: Direct golf course views from the front windows and a position at the end of the boulevard set this move-in ready 2-bedroom, 2-bath condominium apart in the highly sought-after 55+ community of On Top of the World in Clearwater. The elevator-access building offers both privacy and convenience within one of Pinellas County's most amenity-rich active adult communities, and mornings here open onto the fairway. 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 range, dishwasher, and refrigerator. The spacious living area flows into a Florida 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. Residents golf free on both On Top of the World courses, an 18-hole Chic Adams design and a nine-hole, and the community adds two heated pools, a state-of-the-art fitness center, tennis and pickleball courts, lawn bowling, shuffleboard, hobby studios, billiards, sauna, hot tub, library, a dog park, a lake and fishing pier for kayaking and canoeing, and the popular on-site Good Karma Cafe. The community welcomes pets, runs a full calendar of clubs, classes, and social events, and operates a resident bus with scheduled trips to grocery stores and medical appointments. Cable, internet, water, sewer, trash, exterior maintenance, and grounds care are all included in the monthly fee. Conveniently located near Clearwater Beach, Honeymoon Island, downtown Dunedin, shopping, dining, medical facilities, and major airports, this condo pairs golf course frontage with the ease of maintenance-free living 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)
2458 COLUMBIA DR #66, CLEARWATER, FL 33763
$98,20012 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: Location...Location...Location!!! Welcome to this beautifully maintained 1-bedroom, 1-bath condo nestled in a quiet cul-de-sac. A very short walk to the East Recreation center that includes free 18 hole golf course/9 hole golf course for owners, 2 pools, hot tub, tennis, pickle ball, wood working, lawn bowling, complete fitness gym, Good Karma Cafe, Library, wonderul activities for all to enjoy and socialize! This immaculate residence is move-in ready with a clean, inviting interior that reflects pride of ownership. Whether you're looking for a seasonal retreat or a year-round home, this charming condo is a must-see! Current tenant may be interested in renewing her lease with the new owner.
Listing is courtesy of: BONOMO REALTY LLC (727-733-3777)
Listing Agent: Diana Zavala (727-370-4077)
2078 SUN DOWN DR, CLEARWATER, FL 33763
$239,90098 Days on yellowkey MLS ID: TB8500340
REDUCED by $10,000 (4.0%) on 07/29/2026
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 Agent: Karen Dailey (727-692-6353)
24862 US HIGHWAY 19 N #1705, CLEARWATER, FL 33763
$95,00055 Days on yellowkey MLS ID: TB8515054
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 600 Built: 1979 Tax: $1,791 (2025)Community: Hill Crest VillasVilla
Taxes:$1,791
Remarks: One Bedroom, one bath villa located in Clearwater.
Listing is courtesy of: COLDWELL BANKER REALTY (813-289-1712)
Listing Agent: Martha Thomas (813-417-0048)
24862 US HIGHWAY 19 N #3506, CLEARWATER, FL 33763
$115,00055 Days on yellowkey MLS ID: TB8515034
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 600 Built: 1979 Tax: $1,909 (2025)Community: Hill Crest VillasCondo
Taxes:$1,909
Remarks: Charming 1 bedroom, 1 bath villa in Clearwater with access to shopping, entertainment, medical and recreational facilities, and beautiful Gulf beaches. Quiet residential community with pool, community clubhouse, shuffleboard. Community has recently been updated to include new parking structures, exterior paint and upgraded landscaping, and maintained very well. This unit has a bonus room that can be used as Office, TV Room, or bedroom. This is an end unit for extra privacy. Wood floors, some impact windows, full size washer and dryer and all kitchen appliances included and updated bathroom. This is perfect retirement home, winter retreat, or full time residence and also inexpensive enough to attract first-time buyers. Fees include cable, internet, pool, shuffleboard, clubhouse, resident laundry facilities, exterior maintenance, trash, pest, lawn and onsite management.
2335 SURREY LN, CLEARWATER, FL 33763
$395,99949 Days on yellowkey MLS ID: TB8517433
REDUCED by $9,000 (2.2%) on 07/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1586 Built: 1969Monthly Fee: $23 Tax: $3,167 (2025)Community: Greenbriar Unit 6-BSingle Family
Taxes:$3,167
Remarks: Virtually Staged. Welcome to this charming 2-bedroom, 2-bathroom home located in the desirable Greenbriar subdivision. Featuring a spacious open-concept layout, the large living room flows seamlessly into the dining area, creating an ideal space for both everyday living and entertaining. Sliding glass doors from the dining room open to a patio and expansive backyard, offering plenty of room for outdoor enjoyment, gardening, pets, or future outdoor living enhancements. The kitchen is conveniently positioned adjacent to the main living areas, making meal preparation and hosting effortless. Both bedrooms are generously sized, and the home includes two full bathrooms for added comfort and convenience. Additional highlights include a one-car garage, an oversized backyard, and a functional floor plan designed to maximize space and natural light. Ideally located in the heart of Clearwater, this home is just minutes from vibrant Downtown Dunedin, Countryside Mall, top-rated restaurants, grocery stores, golf courses, and everyday conveniences. Spend your weekends exploring Honeymoon Island, Caladesi Island, and world-famous Clearwater Beach, all within a short drive. With easy access to both Tampa International and St. Pete-Clearwater International airports, this location offers the perfect balance of neighborhood charm and convenient access to everything the Tampa Bay area has to offer.
Listing is courtesy of: KELLER WILLIAMS TAMPA PROPERTIES (813-264-7754)
Listing Agent: Jared Rutherford (813-444-8277)
1949 PINEHURST DR, CLEARWATER, FL 33763
$256,500135 Days on yellowkey MLS ID: TB8486602
REDUCED by $13,500 (5.0%) on 07/29/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1095 Built: 1954 Tax: $4,125 (2025)Community: Lake Pines EstatesSpa: NoSingle Family
Taxes:$4,125
Middle School: Dunedin Highland Middle-PN
Remarks: NEW PRICE! If you’ve been looking for a Clearwater single-family home where the price leaves room to make it your own, 1949 Pinehurst Dr deserves another look. This single-story block home offers 2 bedrooms, 1 bath, and 1,095 square feet with no HOA. The functional layout includes an open kitchen and living area, stainless steel appliances, indoor laundry, a fireplace, central air, and a private backyard with a storage shed. The home is being offered in its current condition, and the new price has been positioned with existing condition and deferred maintenance in mind. Instead of paying a premium for someone else’s renovation choices, the next owner can update the home over time and create a space that fits their own plans. For an owner-occupant, this is an opportunity to enter the single-family market at an approachable price point and improve the property over time. For an investor or renovation-minded buyer, the existing layout, block construction, no-HOA setting, and Clearwater location provide a strong foundation to evaluate the numbers and potential. Conveniently located with access to shopping, dining, parks, and an equal distance to Downtown Dunedin and Downtown Clearwater. Previously considered this property? The price has changed. Take another look.
Listing is courtesy of: GULF SHORES REALTY ERA POWERED LLC (813-636-0700)
Listing Agent: Filip Cerovic (813-613-9778)
2380 WORLD PARKWAY BLVD #40, CLEARWATER, FL 33763
$269,0002 Days on yellowkey MLS ID: TB8532633
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1971 Tax: $1,944 (2025)Community: On Top Of The WorldSpa: YesCondo
Taxes:$1,944
Remarks: Welcome to this stunning corner-unit condo offering 2 bedrooms and 2 bathrooms, beautifully updated with luxury vinyl flooring throughout. Filled with natural light, this bright and inviting home features an open-concept kitchen that flows seamlessly into the living and dining areas, creating the perfect space for everyday living and entertaining. With approximately $47,000 in upgrades, this home has been thoughtfully enhanced for both style and peace of mind. The kitchen is equipped with stainless steel appliances installed in 2023, while updated hurricane-impact windows provide added security and energy efficiency. The water heater was replaced in 2025, and the primary bathroom has been tastefully renovated with modern finishes. The location is exceptional situated just steps from the clubhouse and pool, you'll enjoy easy access to community amenities. Relax from the comfort of your home with front-row views of clubhouse activities or simply walk over and join the fun. This move-in-ready residence combines modern updates, abundant natural light, and an unbeatable location.
Listing Agent: Susan Manser (813-966-0807)
2457 ECUADORIAN WAY #73, CLEARWATER, FL 33763
$114,00041 Days on yellowkey MLS ID: W7886897
REDUCED by $1,000 (0.9%) on 07/28/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1100 Built: 1972 Tax: $67 (2025)Community: On Top Of The WorldSpa: YesCondo
Taxes:$67
Remarks: Rated AAA...!!! Attractive, Affordable, Available NOW! Price Improvement! 3rd floor condo in the fabulous community of On Top of the World. This 2 Bed / 1 Bath unit has been upgraded where it really matters. Beautiful, easy-care laminate flooring throughout. New Modern Step-In Shower and Vanity in the Bathroom. Top of the Building means no noise from above. The Newer Windows are energy-efficient insulation against the Florida heat, lowering your A/C bill. Your Internet is included in your monthly fee, a $150.00 Value. Both Bedrooms are large with ample closet space. The Florida Room can be used as an office, another media room, craft space or lounge. Located near the elevator, offering easy access to your home, with less walking. Tucked into the corner with all the privacy one could want. Neighbors are only on one side. On Top of the World is the Nation's largest 55+ Active Community. There is something for everyone here. Located minutes from the Country's Best Beaches, Sports Venues, Performing Arts Centers, you'll find many ways to Live Your Best Life. Put this condo on your itinerary. Clearwater Florida is Centrally Located. Explore the Fabulous Shopping and Dining nearby. Take an easy Day-Trip to Tarpon Springs, Safety Harbor or Dunedin. These charming towns are easy to navigate to and are a pleasure! Commuting to Tampa, Saint Petersburg or Coastal Towns is also easy to do from here. On Top of the World boasts 2 Golf Courses that are FREE for Owners to Play anytime! There are 2 pools, Billiards, Travel Clubs, a Fitness Center with modern equipment, Walking Trails, Dances, Concerts and More. Design your own Jewelry in the On-Site Studio, Paint and Draw or learn the Ukelele. Seriously! On Top of the World is solidly built in a Non-Evacuation / Non-Flood Zone. No worries! Underground Utilities, Wide Streets, lots to do. Make this one to see.
Listing is courtesy of: REALTY ONE GROUP BEYOND (727-900-7174)
Listing Agent: Kimberleigh Flynn (727-215-7800)
2440 ENTERPRISE RD #2, CLEARWATER, FL 33763
$159,95013 Days on yellowkey MLS ID: TB8530339
1 Days Off yellowkey (back on 7/28/2026)
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: Under contract-accepting backup offers. 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)
2001 WORLD PARKWAY BLVD #39, CLEARWATER, FL 33763
$134,90059 Days on yellowkey MLS ID: TB8513934
REDUCED by $7,600 (5.3%) on 07/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1969Monthly Fee: $500 Tax: $2,767 (2025)Community: On Top Of The WorldCondo
Taxes:$2,767
Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bath CORNER unit located in the highly sought-after On Top of the World, one of Clearwater's premier active 55+ communities. Conveniently situated in the first building as you enter the community, this spacious residence offers approximately 1,400 heated square feet of comfortable living space and comes fully furnished, making it truly move-in ready. The thoughtfully designed floor plan features a bright and airy living area, a spacious family room, and a kitchen with a dedicated dining space perfect for everyday living or entertaining guests. You'll appreciate the abundance of storage throughout the home, providing plenty of room for seasonal items, hobbies, and personal belongings. Recent updates include Simonton impact-resistant windows, enhancing energy efficiency, comfort, and peace of mind. The corner-unit location allows for additional natural light, creating a warm and inviting atmosphere throughout the home. Residents of On Top of the World enjoy an exceptional lifestyle with world-class amenities including golf courses, swimming pools, fitness centers, pickleball, tennis, walking trails, clubs, social activities, and more. Centrally located in Clearwater, you're just minutes from award-winning Gulf beaches, shopping, dining, medical facilities, airports, and entertainment. Whether you're looking for a full-time residence or a seasonal Florida retreat, this furnished corner unit offers the perfect combination of comfort, convenience, and an active resort-style lifestyle. Schedule your private showing today and discover why so many choose to call On Top of the World home.
Listing Agent: Caroleanne Vorac (727-434-4134)
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