Location: Clearwater , 33761
Do Not Show Listings
2869 WEATHERSFIELD CT, CLEARWATER, FL 33761
$980,00028 Days on yellowkey MLS ID: O6395849
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3139 Built: 1975 Tax: $4,583 (2025)Community: Westchester Of CountrysideSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,583
Elementary School: Curlew Creek Elementary-PN
High School: Countryside High-PN
Tax Year: 2025
Middle School: Safety Harbor Middle-PN
Remarks: Welcome guests through an impressive two-story entryway into this beautifully maintained home designed for both comfort and entertaining. The spacious family room serves as the heart of the home, featuring custom built-in cabinetry that frames the fireplace, creating a stunning focal point for the TV, along with a convenient dry bar—perfect for hosting gatherings. The thoughtfully designed layout includes a large laundry room with abundant storage and a desirable split-bedroom floor plan. The primary suite and a guest bedroom (or ideal home office) are located on the first floor, while three generously sized bedrooms are upstairs. The third bedroom offers a unique bonus with a large walk-in closet that opens into an expansive walk-in attic space—perfect for storage or future possibilities. Step outside to your private screened pool area, complete with a dedicated pool bath so guests can come and go without tracking through the home—ideal for Florida living and entertaining. This home has been meticulously cared for with major updates already completed, including new windows with hurricane covers, hurricane-rated sliding glass doors, a new roof, A/C system, and water heater. Located in a sought-after community offering a golf course, clubhouse, fitness center, and pools, and just minutes from Countryside Mall, dining, and entertainment—this home truly combines lifestyle, location, and peace of mind.
Listing is courtesy of: GILLEN & ASSOCIATES (321-947-0912)
Listing Agent: Cynthia Weclew (813-507-7818)
2583 COUNTRYSIDE BLVD #3307, CLEARWATER, FL 33761
$125,000184 Days on yellowkey MLS ID: TB8442371
0 Days Off yellowkey (back on 3/3/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1200 Built: 1980 Tax: $3,122 (2024)Community: Inverness CondoCondo
Taxes:$3,122
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Short Sale. Enjoy the best of Florida living in this beautifully maintained 2-bedroom, 2-bath condo at 2583 Countryside Blvd. #3307, perfectly located in Clearwater’s desirable Countryside community. This spacious and inviting home offers a low-maintenance lifestyle ideal for year-round residents or seasonal visitors seeking a sunny retreat. Step inside to a bright, open floor plan with generous living and dining areas that flow seamlessly together, creating an easy, relaxed atmosphere. Large windows fill the home with natural light, and the private balcony provides the perfect spot to enjoy your morning coffee or unwind with evening breezes. The well-appointed kitchen features modern appliances, plenty of cabinetry, and ample counter space for cooking and entertaining. The primary suite includes a large closet and an en-suite bath for added comfort, while the second bedroom offers flexibility for guests, a home office, or a cozy den. With in-unit laundry, abundant storage, and tasteful finishes throughout, this condo is truly move-in ready. Residents of this well-kept community enjoy access to a sparkling pool, clubhouse, and beautifully landscaped grounds—ideal for relaxing or socializing with neighbors. The location couldn’t be more convenient: just minutes to Countryside Mall, nearby restaurants, golf courses, and parks. World-famous Clearwater Beach and Honeymoon Island are only a short drive away, making weekend getaways and beach days effortless. Whether you’re escaping the cold winters, investing in a seasonal getaway, or looking for a full-time home in a prime Clearwater location, this condo offers the perfect combination of comfort, convenience, and value. Don’t miss your chance to make 2583 Countryside Blvd. #3307 your new Florida address—schedule your private showing today and start enjoying the sunshine lifestyle you’ve been dreaming of.
Listing is courtesy of: LAWYERS REAL ESTATE BROKERAGE (321-951-7077)
Listing Agent: Jane Federoff (727-281-5995)
2519 NORTHFIELD LN, CLEARWATER, FL 33761
$390,00042 Days on yellowkey MLS ID: TB8487157
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1616 Built: 1994Monthly Fee: $310 Tax: $2,514 (2025)Community: BrookfieldTownhouse
Taxes:$2,514
Middle School: Palm Harbor Middle-PN
Remarks: Welcome to this spacious 3-bedroom, 2.5-bath townhome located in a highly desirable Clearwater community offering resort-style amenities, including a clubhouse, pool, spa, and tennis courts. As you arrive at 2519 Northfield, you’ll immediately appreciate the oversized two-car garage and inviting curb appeal, as well as the brand new A/C (2025) and newer hot water heater (2024)! Enter through the front walkway into a welcoming foyer that provides convenient access to the garage and a well-positioned half bath—perfect for guests. Just off the entry is an oversized laundry room with additional storage space, offering both functionality and convenience. The main living area features an open-concept design with soaring vaulted ceilings that enhance the sense of space and natural light. The kitchen is well-appointed with stainless steel appliances, ample cabinetry, a built-in pantry, and a double sink overlooking the breakfast bar, which seamlessly connects to the dining and living areas. There is also space for a cozy breakfast nook. The dining area includes a built-in bar—ideal for entertaining—while sliding glass doors lead to a screened-in lanai, creating a perfect indoor-outdoor living experience. Beyond the lanai, you’ll find a beautifully finished brick paver patio and a fenced backyard space for added privacy. The primary suite is conveniently located on the first floor and offers generous space, abundant natural light, and a walk-in closet. The updated en-suite bath features an updated large step-in shower and a modern vanity with a frameless LED-lit mirror. Upstairs, you’ll find two additional bedrooms and a full bathroom with a tub/shower combination. Both bedrooms offer ample closet space, and the layout provides privacy and flexibility for guests, family, or a home office. Additional highlights include plantation shutters throughout the home, including on the sliding glass doors - adding both style and functionality, windows were replaced in 2019, and the home is wired with an alarm system - all you need to do is activate it if you choose! The roof is covered as part of your HOA fees and was installed in 2025! Ideally located near major highways, shopping, dining, and the beautiful Gulf beaches, this home offers both convenience and comfort in a prime Florida location. Schedule your private showing today and discover all this wonderful property has to offer!
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Vanessa Leonard (727-647-2706)
1201 HAMMOCK PINE BLVD #1201, CLEARWATER, FL 33761
$210,00061 Days on yellowkey MLS ID: TB8468798
2 Days Off yellowkey (back on 3/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1986 Tax: $674 (2024)Community: Hammock Pine VillageCondo
Taxes:$674
Remarks: Under contract-accepting backup offers. FIRST FLOOR END UNIT CONDO! Welcome home to the DESIRABLE condo community of Hammock Pine. This amazing condo has lots of windows allowing for an abundance of light and view of a park-like setting surrounded by flowering shrubs, beautiful landscaping & grassy common areas. Great Clearwater Location for commuting to St Pete or Tampa with 2 GATED Entrances that allow for easy access to main roads. Enjoy lots of nearby restaurants and shopping within walking distance. This 2Bedroom floor plan combines Living/Dining areas, and displays a kitchen with wood cabinetry, solid surface counters, and all appliances. The laundry closet is located off hall with a stackable washer/dryer combo for your convenience. Love the spacious Master Bedroom which features a large walk-in closet & private bath w/shower that opens out onto a screen lanai area/Florida room. The Second Bedroom is located near the second bath and also opens onto the screen enclosed lanai area. Lots of storage with this condo as there is storage room off the enclosed lanai area, and another shared storage room on the 2nd floor. This Unit also has the benefit of a covered carport parking spot plus lots of guest parking. Carpet Flooring with Tile in Kitchen and Baths. Roof is 2019. Hammock Pine Community Amenities includes: Tennis Courts & Community Pool which are available for your enjoyment. This well-maintained condo is in a prime Location just minutes away from downtown Dunedin, Gulf Beaches and the Pinellas Trail. Reasonable Management Fee includes: Building Exterior, Building Insurance, Roof, Lawn Maintenance, Pest, Basic Cable, Water/Sewer/Trash, Community Pool, Clubhouse, & Tennis Courts. Come enjoy the Florida sunshine and live the Florida Lifestyle you deserve!
Listing is courtesy of: FLORIDA WEST COAST HOMES, LLC (727-234-0950)
Listing Agent: Lynn Rice (727-234-0950)
2408 HAMMOCK PINE BLVD #2408, CLEARWATER, FL 33761
$200,000133 Days on yellowkey MLS ID: TB8456940
4 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1982 Tax: $1,650 (2024)Community: Hammock Pine VillageCondo
Taxes:$1,650
Remarks: Nestled in the highly desirable Hammock Pine Village community, this beautifully updated 2-bedroom, 2-bathroom condo offers comfort, convenience, and peaceful views of nature right outside your windows. This move-in-ready home has a rare open floorplan living space and is ideally located in Village 1, known for having the lowest condo fees in the community. Enjoy your dedicated, covered parking spot with plenty of guest parking as well. Just across the street, take a dip or relax by the community pool or enjoy a lively game of tennis. Updates include newer Kitchen appliances, new washer and dryer that convey, Water Heater (2021) HVAC (2021), and new Luxury Vinyl Plank Flooring throughout. This gated, pet-friendly community offers the Florida lifestyle you've been searching for! It is beautifully landscaped in a park like setting. Whether you're a year-round resident, seasonal snowbird, or savvy investor this condo is perfect. Don’t miss this rare opportunity to own a home that blends nature, security, and modern convenience in the heart of Clearwater. Condo is available furnished so bring your suitcase and move-in!
Listing is courtesy of: COASTAL PROPERTIES GROUP INTERNATIONAL (727-493-1555)
Listing Agent: Michelle Benson (727-386-9717)
2749 COUNTRYSIDE BLVD #28, CLEARWATER, FL 33761
$235,000209 Days on yellowkey MLS ID: TB8427730
0 Days Off yellowkey (back on 4/1/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 930 Built: 1988 Tax: $2,885 (2024)Community: Carmel Of Bryn-Mawr CondoVilla
Taxes:$2,885
Elementary School: Leila G Davis Elementary-PN
Remarks: Under contract-accepting backup offers. TURNKEY. MAINTENANCE FREE. LOCATION. Tucked away in the heart of Countryside, this beautifully maintained 2-bedroom, 2-bath villa offers the perfect blend of style, comfort, and low-maintenance living. From the moment you arrive, pride of ownership shines through every detail—making this home truly move-in ready. Step inside to discover an upgraded kitchen, complete with wood cabinetry, gleaming granite counters, and backsplash that adds just the right touch of sophistication. The open-concept layout flows seamlessly into the spacious living room, where vaulted ceilings and natural light create an inviting, airy feel. Enjoy morning coffee or evening relaxation in the dining area, where sliding glass doors open to a fully enclosed lanai—ideal for year-round enjoyment. With no rear neighbors, you’ll appreciate the peace and privacy this villa offers. The primary suite is your private retreat, featuring a beautifully upgraded ensuite bath and plenty of closet space. A versatile flex space, currently used as a study, can easily serve as a guest bedroom with its own adjoining bath—perfect for visitors or a home office. Additional conveniences include a full-size laundry closet with upgraded front-load washer and dryer, a brand-new HVAC system, and the bonus of being sold fully furnished—including window treatments. With two assigned parking spaces (one covered), you’ll always come home with ease. Best of all, you’re just steps from the community pool and clubhouse, where you can unwind after a long day. Additionally, the pool is seasonally heated. And the location? Unbeatable. You’re only minutes from Countryside Mall, Tampa, St. Pete, the Clearwater Library, recreation centers, top restaurants, and just a short drive to Dunedin’s beaches and ballpark. All that’s left to do is move in and start enjoying the Florida lifestyle you’ve been dreaming of!
Listing is courtesy of: CONCI, REALTORS (727-203-4967)
Listing Agent: Taylor Topolski (727-317-8177)
2761 COUNTRYSIDE BLVD #105, CLEARWATER, FL 33761
$169,00045 Days on yellowkey MLS ID: TB8485949
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 830 Built: 1980 Tax: $559 (2025)Community: Bryn Mawr At CountrysideCondo
Taxes:$559
Remarks: One or more photo(s) has been virtually staged. If you’re looking for easy Florida living in a location that keeps you close to everything, this inviting condo in Bryn Mawr Condominiums is a wonderful place to call home. Inside, the space feels bright and comfortable with plenty of natural light and tasteful updates to the kitchen and bathroom. The layout flows nicely into a large enclosed lanai with windows and its own private entrance, creating the perfect bonus space for relaxing with a book, enjoying your morning coffee, or entertaining friends. Residents enjoy access to community amenities including a clubhouse, pool, and pleasant walking areas that make it easy to stay active and social. The location is hard to beat—just minutes from shopping and dining at Westfield Countryside Mall, everyday conveniences, and a short drive to Dunedin, Palm Harbor, Safety Harbor, and the sugar-sand shorelines of Clearwater Beach and Honeymoon Island. Whether you’re downsizing, purchasing your first home, or searching for the perfect winter retreat, this condo offers comfort, convenience, and the relaxed Florida lifestyle.
Listing is courtesy of: LIPPLY REAL ESTATE (727-314-1000)
Listing Agent: Billi Miller (573-280-4334)
27466 US HIGHWAY 19 N #77, CLEARWATER, FL 33761
$85,900100 Days on yellowkey MLS ID: TB8466742
REDUCED by $3,600 (4.0%) on 04/01/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 800 Built: 1970Monthly Fee: $110 Tax: $526 (2024)Community: Countryside Estates Mobile Home Park UnrecMobile Home
Taxes:$526
Remarks: Located in a desirable 55+ community in Clearwater, Florida, this property offers ownership of your share of the land with no lot rent. The beautifully remodeled 12’ x 60’ home features a 16’ x 22’ side addition, providing a spacious and comfortable layout with 2 bedrooms and 1 bathroom. The home is turn-key and move-in ready. Ideally situated just 15 minutes from Clearwater Beach and 5 minutes from Dunedin Beach. Walk to grocery stores and to Countryside shopping mall Baseball fans will appreciate being only 10 minutes from Toronto Blue Jays and Philadelphia Phillies spring training facilities. The low association fee of $110 monthly includes lawn care, garbage, and water. Annual property taxes are approximately $600. This is a wonderful opportunity for affordable living in a well-maintained community—perfect for seasonal or year-round residence. Enjoy the Florida lifestyle and sunshine all year long. MUST OWN FOR 2 YEARS PRIOR TO RENTING..
Listing is courtesy of: AMERICAN HERITAGE REALTY, INC. (727-726-7272)
Listing Agent: Michael Peters (727-251-0531)
3021 COUNTRYSIDE BLVD #24A, CLEARWATER, FL 33761
$299,000398 Days on yellowkey MLS ID: TB8366035
3 Days Off yellowkey (back on 4/1/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1820 Built: 1975 Tax: $1,602 (2025)Community: Brynnwood Condo 1Condo
Taxes:$1,602
Remarks: Under contract-accepting backup offers. $26,000 PRICE REDUCTION!!! PLEASE CALL ME FOR A PRIVATE SHOWING! Welcome to this gorgeous 3 Bedroom, 2 Bath, 1820 sq feet Condo located in the desirable 55 plus community of "Brynnwood"! Step inside this Light and Bright south facing unit. This condo offers all IMPACT RATED PGT HURRICAINE WINDOWS & SLIDERS, is NOT IN A FLOOD ZONE & is centrally located within the Countryside area. Additional features of this condo are large spacious bedrooms, plantation shutters on all windows, Newer cream shaker style kitchen cabinets with granite countertops, and lots of natural light throughout! This well-maintained community is surrounded by serene fountains, amazing tropical landscaping and a sparkling heated Pool! Each unit comes with an under building parking space and storage closet and on each floor is a community storage closet and rubbish closet. There is plenty of additional parking outside each building for your family and guests to visit. Brynnwood is located in a prime spot with Countryside Country Club next door that offers Golf, Tennis Courts, fitness center, Swimming Pools and a clubhouse with a Restaurant. Many different memberships are available there. Also close by is the Countryside Mall, Hospital, Downtown Safety Harbor, Downtown Dunedin, Performing Arts Center, and Beaches! Come and enjoy the peace and serenity of this gorgeous home.
Listing is courtesy of: LOWE AND SONS INC. (727-799-2894)
Listing Agent: Joyce Lowe (727-799-2894)
2500 WINDING CREEK BLVD #I104, CLEARWATER, FL 33761
$248,00030 Days on yellowkey MLS ID: TB8492314
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 946 Built: 1987 Tax: $2,088 (2025)Community: Fountains At Countryside CondoCondo
Taxes:$2,088
Remarks: Experience elevated Florida living in this completely reimagined, first-floor 2-bedroom, 2-bath, easily functioning as two private primary suites in the gated community of The Fountains at Countryside. This is not a simple update but rather a full-scale renovation where virtually every surface and detail has been replaced, delivering a truly like-new living experience. The kitchen has been beautifully transformed into a standout feature of the home, offering upgraded appliances, sleek countertops, and a functional layout enhanced by a window overlooking the tranquil courtyard fountain, bringing in natural light and a peaceful view rarely found. It’s a space that blends everyday practicality with clean, modern design. The expansive living area opens through sliding glass doors to a screened lanai with serene views of the resort-style pool, creating a seamless indoor-outdoor living experience. Additional highlights include a private indoor laundry closet with stackable washer and dryer, a new A/C system installed in 2025, a semi private fountain courtyard, and a covered carport. Throughout the home, you’ll find a cohesive, high-quality finish level that elevates every room, creating a polished yet comfortable environment that immediately stands apart from typical condo offerings. Residents of The Fountains at Countryside enjoy a maintenance-free lifestyle with an impressive array of amenities, including a heated pool and spa, elegant clubhouse, state-of-the-art fitness center and yoga studio, dog park, butterfly garden, grilling stations, and beautifully landscaped walking paths. Monthly HOA fees cover security, exterior maintenance, water, sewer, trash, cable TV, pest control, and more, delivering both value and convenience. Perfectly positioned near top-rated beaches, shopping, dining, and major thoroughfares, this home offers the ideal blend of tranquility and accessibility. This is more than a condo-it’s a turnkey, resort-style retreat where every day feels like a vacation.
Listing is courtesy of: PREFERRED SHORE REAL ESTATE (941-999-1179)
Listing Agent: Derek Golden Llc (727-240-6255)
3034 EASTLAND BLVD #D104, CLEARWATER, FL 33761
$179,90056 Days on yellowkey MLS ID: TB8482206
REDUCED by $10,000 (5.3%) on 03/31/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 750 Built: 1980 Tax: $1,806 (2025)Community: Imperial Oaks CondoCondo
Taxes:$1,806
Remarks: One or more photo(s) has been virtually staged. Welcome home to an exceptional opportunity in the highly desirable Imperial Oaks Condo Association — a residence where style, comfort, and thoughtful upgrades blend seamlessly into one beautiful space. Completely remodeled in 2024 and enhanced with over $36,000 in updates and improvements, this stunning one-bedroom, one-bathroom condo is truly move-in ready. From the moment you step inside, you’ll be captivated by the elegant vinyl plank flooring that flows effortlessly throughout, creating a warm and modern aesthetic. Natural light pours in, while hurricane impact windows at the rear of the unit provide both peace of mind and energy efficiency. The kitchen is a showstopper — featuring sleek quartz countertops, a striking tile backsplash, all-new stainless steel appliances, and a deep commercial-grade sink designed for both beauty and function. Every detail has been carefully curated, from the new fixtures and outlets to the four-stage reverse osmosis water filtration system, ensuring pure comfort in everyday living. Retreat to a serene bedroom enhanced by custom-made doors, while the fully updated bathroom impresses with a stylish new vanity and coordinating tile backsplash. Practical upgrades such as a new hot water heater, new washer and dryer, and new front and rear screen doors add convenience and value to this meticulously maintained home. Ideally situated near the community pool, this charming condo also offers exceptional walkability — just a short distance to two vibrant plazas with supermarkets, popular eateries, Starbucks, Bonefish Grill, and so much more. Whether you’re enjoying a quiet evening at home or exploring the nearby conveniences, this residence delivers the perfect blend of tranquility and accessibility. All that’s left to do is move in and start living beautifully.
2400 WINDING CREEK BLVD #24-102, CLEARWATER, FL 33761
$159,900364 Days on yellowkey MLS ID: TB8381056
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 998 Built: 1975 Tax: $2,473 (2025)Community: Winding CreekCondo
Taxes:$2,473
Remarks: Charming renovated first floor unit in the heart of the Clearwater-Countryside area that is an ideal location to be close to everything including restaurants, shopping, theaters, hospitals and beach community. This furnished condo is move-in ready! Loads of updates include a BRAND NEW ROOF - 2025, HVAC SYSTEM 2022, NEW LANAI WINDOWS 2024, WATER HEATER, NEW FLOORING and is completely furnished. The condo offers the ideal combination of comfort, convenience and is located only 5 miles to the gorgeous Honeymoon Island State Park Beach. This condo residence radiates a renewed sense of vibrancy that you'll love coming home to with heated pool, hot tub and more. This unit is a cozy split floor plan with a modern renovated bathroom. The Kitchen has plenty of cabinets and countertops with a welcoming ambiance that perfectly compliments the dining area and living room space. There is a in-unit laundry with washer and dryer included. Adjacent to the living area is the fully enclosed lanai area with new hurricane windows with tile flooring and views of the courtyard and beautiful landscaping. This community is located in a non-evacuation zone, no flood zone and does not require structural or milestone inspections. The HOA fee includes water, sewer, trash, basic cable and internet, maintenance and insurance that includes the roof, covered parking and landscaping. Winding Creek offers a heated swimming pool and hot tub to relax in after a long day. There is a covered patio area for eating and relaxing and a clubhouse with kitchen area and recreation room. There is a tennis court and/or pickleball court, shuffleboard and bar-b-que area for grilling. If you want to have a party to entertain your friends and family the clubhouse is available for rental. There are so many amenities available for your Florida dream home. Whether you're seeking a primary residence, a vacation getaway, or an investment opportunity, this property checks all the boxes. Don't miss out on the chance to make it your own and enjoy the benefits of homeownership. Contact me today to schedule a viewing and turn your dreams into reality.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Sharon Vecchione (727-781-3700)
2563 KNOTTY PINE WAY, CLEARWATER, FL 33761
$899,00071 Days on yellowkey MLS ID: TB8477008
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3172 Built: 1978Monthly Fee: $3 Tax: $10,071 (2025)Community: Northwood Estates - Tr FSingle Family
Taxes:$10,071
Remarks: Located in the highly desirable Countryside Northwood Estates, this spectacular 4-bedroom, 3-bath residence with a versatile bonus room offers the perfect blend of elegance, comfort, and resort-style living. A grand foyer with a rounded archway welcomes you into expansive formal living and dining areas, ideal for entertaining. The beautifully renovated 2023 kitchen showcases stunning quartzite waterfall countertops, new appliances, and an open-concept design overlooking the main living spaces. Gleaming hardwood floors, a sweeping staircase, soaring ceilings, and crown molding enhance the home’s timeless appeal. The first floor features a private fourth bedroom and office, while the spacious family room centers around a charming brick wood-burning fireplace. Upstairs, the enormous primary suite boasts dual closets, private bathroom with dual vanities and a newly renovated shower, and French doors leading to a private balcony overlooking your backyard paradise. This home’s rare Florida basement—with interior access and new sump pumps (2024)—offers endless possibilities for storage, hobbies, or future expansion. Step outside to a true entertainment showplace: a tropical oasis complete with a sparkling in-ground pool (new pump 2021), covered outdoor living space, bar area, tiki hut, natural gas grill, stone fire pit, white sugar-sand accents, new vinyl fencing with dual gates, and an outdoor shower with pool bath access and jacuzzi spa tub. Major upgrades provide peace of mind and efficiency, including solar panels (2022), a two-floor HVAC system (2021), dimensional shingle roof (2020), tankless gas water heater, private well irrigation, fresh interior and exterior paint, updated bathrooms, and a new garage door system (2025). High and dry with no flood insurance required, this exceptional property also offers convenient access to the world-famous beaches, Safety Harbor, Dunedin, Tampa, and St. Petersburg. Schedule your private showing today and experience the ultimate staycation lifestyle at home.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
3031 COUNTRYSIDE BLVD #35C, CLEARWATER, FL 33761
$325,00074 Days on yellowkey MLS ID: TB8476247
0 Days Off yellowkey (back on 2/22/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1820 Built: 1975 Tax: $5,366 (2025)Community: Brynnwood Condo 1Condo
Taxes:$5,366
Remarks: Under contract-accepting backup offers. Fabolous Florida Condo in the heart of Countryside! The Community sits adjacent to Countryside Country club along hole #1 on professional Countryside Golf course. Additional community amenities include New Roof , assigned, under-building parking space & storage, ample guest parking, lush- tropical landscaping with mature palm trees and native Florida plants nestled along a courtyard walkway leading to relaxing pool. Additionally, there are 2 elevators to comfortably bring you to the third-floor double door entry to your new home. Inside you’ll discover the kitchen opens to a dining/breakfast area near the open oversized living room with wet bar and a gorgeous view through the sliding glass doors that open to the expansive wrap around balcony to sit and enjoy the outdoors. Features include a private laundry room with utility sink & full-sized washer & dryer. Down the hall there are 2 bedrooms adjacent to a main bathroom great for an office or guests. The primary bedroom suite has a large walk-in closet, double sink vanity & shower. Updates include: A/C 2023 /Water heater 2024/ Frige 2024/Dishwasher 2023/New sink & Disposal 2024/Granite Bathroom Counters 2024/ Dryer included(new 2024) . Brynnwood is a 55+ community. The Countryside Country Club offers golf, tennis, fitness center, and social memberships and is right next door! The Countryside Library and Countryside Recreation Center are just down the street, while the Countryside Mall, offers shopping, restaurants and movie theaters as additional plus. Located near Top rated Beaches, downtown Safety Harbor & Dunedin! Easy commute to Tampa, St. Pete, Tampa or Clearwater/ St Pete International Airport, Tampa Cruise Port and many professional golf courses.
Listing is courtesy of: CENTURY 21 COAST TO COAST (727-726-4757)
Listing Agent: Jennifer Whitaker (727-458-7042)
2650 COUNTRYSIDE BLVD #F209, CLEARWATER, FL 33761
$194,900111 Days on yellowkey MLS ID: TB8462207
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1978 Tax: $1,886 (2024)Community: Rustlewood At Countryside CondoCondo
Taxes:$1,886
Remarks: Centrally located in beautiful and quiet Rustlewood Condos in the heart of Countryside! Walk to Countryside mall, minutes to top rated beaches, quaint Downtown Safety Harbor, charming Downtown Dunedin, top rated golf courses, The Pinellas Trail, shopping, dining, top notch medical facilities, and a 25 minute drive to the Tampa International Airport! This 2 bedroom/2 bathroom condo features an open and airy living space with great natural light and two spacious bedrooms. The kitchen has been completely remodeled along with the flooring throughout. The primary bedroom has a walk-in closet, updated ensuite bathroom, and sliding glass doors that lead out to the screened in balcony/porch. The second bedroom and closet are a nice size and have access to the hallway bathroom. Laundry facilities are located inside the unit in a hallway closet. HVAC 2023/ Updated Electric Panel 2022/ NON-FLOOD ZONE Enjoy the beautifully landscaped common grounds, pond, and community pool! Each unit includes an assigned parking space and there is plenty of guest parking. Monthly fee includes escrow reserve funds, building insurance, community pool, building maintenance, grounds maintenance, sewer, trash, and water. Come and make this move-in ready condo yours today!
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Elena Kapetaneas (727-515-9693)
2568 W BROOK LN, CLEARWATER, FL 33761
$299,900408 Days on yellowkey MLS ID: W7873616
1 Days Off yellowkey (back on 3/28/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1253 Built: 1993Monthly Fee: $325 Tax: $1,191 (2024)Community: BrookfieldVilla
Taxes:$1,191
Remarks: Under contract-accepting backup offers. Welcome to this beautiful, freshly custom painted 2-Bedroom, 2-Bathroom, 1-Car Garage villa located within the Brookfield subdivision in Clearwater. Your newly roofed home includes an updated kitchen, with new appliances, soft-closed cabinetry, along with a new skylight for natural light! New luxury vinyl tile along with ceramic tile floors have been installed throughout the home, bathroom updates, and all new ceiling fans. The interior windows have all been decoratively enhanced with the installation of new plantation shutters. Also, the sliding glass door leading to the enclosed lanai and the master bed door leading out to the patio includes new blackout roller shades. The lanai leads to an enclosed, newly landscaped backyard where you have the luxury of relaxation. Community amenities include a clubhouse, lighted tennis/pickleball courts, two pools and spas (one is heated in the winter), and two beautiful ponds. The low monthly fee covers building exterior painting, front yard ground maintenance, community pools, roof, trash removal, and fence repairs. A short drive to beaches, Countryside Mall, downtown Safety Harbor, Dunedin, and Honeymoon Island.
Listing is courtesy of: ISLAND REAL EST&PROP MGMT INC (727-804-7719)
Listing Agent: Anthony Fig Figliomeni (716-622-0752)
29250 US HIGHWAY 19 N #141, CLEARWATER, FL 33761
$159,000174 Days on yellowkey MLS ID: TB8445322
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1974Monthly Fee: $238 Tax: $1,552 (2024)Community: Doral Ro Association Inc UnrecMobile Home
Taxes:$1,552
Remarks: SUBSTANTIAL PRICE REDUCTION! Discover a truly uplifting lifestyle in this exceptional 2-bedroom, 2-bathroom home, displaying 1,248 square feet of living space set in the amenable Doral Village, a gated 55+ community in beautiful Clearwater, FL. With a budget-friendly maintenance fee of just $238.00, residents enjoy the simplicity of having water, sewer, garbage, and lawn care included, allowing free time for enriching amenities. The neighborhood radiates warmth and camaraderie, even for your feline companions ( 2 cats permitted in the park), offering enjoyable activities such as billiards and shuffleboard, as well as relaxation in a heated pool and spa, all designed to enhance social engagement. Perfectly situated just a hop, skip, and a jump from sparkling beaches, convenient supermarkets, fantastic restaurants, and close proximity to airports. This ideally located home offers a wonderful blend of indoor comfort and outdoor enjoyment. INTERIOR: Open the door to this welcoming, expansive home, where every detail invites comfort, elegance, and everyday livability. The rare floor plan offers an open flow, highlighted by a beautifully updated kitchen featuring a breakfast bar, modern appliances—including a fridge, range oven, dishwasher, ice maker, and microwave—and appealing laminate flooring throughout most of the home. Tasteful paneling, updated windows, central heat and air, and ceiling fans ensure both visual appeal and climate-controlled comfort all year. Fully furnished with elegant accessories, the splendid dining room is ideal for hosting memorable family gatherings, while the attractive living room sets the scene for lively movie or game nights. Guests will appreciate the pleasant guest bedroom, adorned with beautiful furnishings, textured ceilings, and mirrored closets, while the inviting guest bathroom features a tiled walk-in shower, new vinyl plank flooring and a sleek vessel sink. The spectacular primary bedroom feels like a resort retreat, boasting French doors that open to an impressive Florida room with ample seating for morning coffee or tea and is air conditioned for added comfort. Mirrored closets, a magnificent bath with double vanities, and a shower and tub combination complete the luxurious atmosphere. Please read on, there’s even more to discover on the exterior of this remarkable home! EXTERIOR: The exterior of this breathtaking home is just as inviting as the interior, featuring low-maintenance vinyl siding that enhances both beauty and durability. A cozy sitting area nestled within the spacious carport offers the perfect spot to relax and enjoy the neighborhood ambiance, while the carport itself easily accommodates two vehicles for ultimate accessibility. French doors open directly from the front porch of the home, welcoming you inside or connecting seamlessly to outdoor living. Awnings on the home increase the curb appeal, already adorned with tasteful landscaping. The shared shed houses a washer and dryer, plus extra storage space, with a passage that leads back to the Florida room. Priced at just $159,000 with a share included, this remarkable property offers exceptional value for those seeking a phenomenal home in an outstanding community. Call today to schedule your private showing!
Listing is courtesy of: SELECT REAL ESTATE OF PINELLAS (727-584-3588)
Listing Agent: Patricia Long (727-584-3588)
2741 FOXFIRE CT #D, CLEARWATER, FL 33761
$279,90070 Days on yellowkey MLS ID: TB8474335
0 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1785 Built: 1974 Tax: $1,427 (2025)Community: Winding Wood CondoCondo
Taxes:$1,427
Remarks: Under contract-accepting backup offers. FULLY RENOVATED 4BR townhome with nearly 1,800 sq ft and ALL NEW major systems including NEW AC, NEW water heater, NEW electrical panel, UPDATED plumbing, and ALL NEW appliances. NEVER LIVED IN SINCE RENOVATIONS and completely move-in ready. One of the LARGEST floorplans in Winding Wood and rarely available. Located on a quiet cul-de-sac in Clearwater’s highly desirable Countryside area and surrounded by expansive open green space, offering uncommon privacy and openness within the community. The main living area features a dramatic 20-FOOT VAULTED CEILING creating a bright and spacious feel. The first floor includes a large bedroom with a full bathroom nearby, ideal for guests, office use, or flexible living. The kitchen features custom maple cabinetry and solid one-inch granite countertops. Sliding glass doors open to an exceptionally large private outdoor patio enclosed by six-foot walls, providing rare privacy and ample space for outdoor seating, entertaining, or gardening, with tile flooring creating a seamless indoor-outdoor connection. Upstairs includes a spacious primary bedroom with sliding glass doors, a full bathroom, and two additional bedrooms. All closets, including the walk-in, feature built-in wood shelving. Additional storage is available under the stairs and within the semi-enclosed covered parking structure. COMMUNITY POOL IS A SHORT WALK from the unit, unlike much of Winding Wood where access requires a longer walk or driving. Countryside offers immediate access to dining, shopping, mall, grocery stores, parks, and recreation while remaining set back from heavy traffic in an established residential area. Tree-lined sidewalks extend nearly a mile, the Pinellas Trail runs alongside the community, and Clearwater Beach is approximately 20 minutes away. FULLY UPDATED, MOVE-IN READY, AND COMPETITIVELY PRICED—ONE OF THE BEST VALUE OPPORTUNITIES IN WINDING WOOD.
Listing is courtesy of: RE/MAX ACTION FIRST OF FLORIDA (727-531-2006)
Listing Agent: Gavin Magrath (727-504-2488)
2400 WINDING CREEK BLVD #20A, CLEARWATER, FL 33761
$189,90037 Days on yellowkey MLS ID: TB8488692
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1045 Built: 1987 Tax: $2,273 (2025)Community: Winding CreekCondo
Taxes:$2,273
Remarks: Under contract-accepting backup offers. Welcome to easy Florida living in the Winding Creek community in Clearwater. This 2-bedroom, 2-bath ground-floor condo offers comfort, style, and convenience—no stairs, just simple, relaxed living. Inside, the kitchen stands out with granite countertops, stainless steel appliances, and a counter bar that opens to the main living space—great for casual meals or gathering with friends. The living and dining areas feel open and connected, finished with luxury flooring that carries throughout the main spaces. The primary suite includes an enlarged bathroom with a beautifully updated vanity, new fixtures, and tile. The second bathroom has been updated with the same level of detail, creating a clean, cohesive feel throughout the home. You’ll also find updated windows that bring in natural light, along with a stackable washer and dryer for everyday convenience. The unit is being sold furnished, making move-in easy. Step outside to your back patio, just a few steps from the community pool—an ideal spot to start your morning or wind down in the evening. Winding Creek offers a peaceful setting with amenities to enjoy, all in a central location. You will be minutes from downtown Dunedin and Palm harbor, and a short drive to the Gulf beaches including Clearwater Beach and Honeymoon Island State Park. Dining, shopping, and outdoor activities are all nearby.
Listing Agent: Len Lipply (727-642-0255)
2978 BROOKFIELD LN, CLEARWATER, FL 33761
$415,00097 Days on yellowkey MLS ID: TB8467896
1 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1780 Built: 1997Monthly Fee: $325 Tax: $2,254 (2024)Community: BrookfieldVilla
Taxes:$2,254
Remarks: Under contract-accepting backup offers. Welcome to this well-maintained villa in the desirable Brookfield at Estancia community. Offering 1780 square feet, this home features an open layout with vaulted ceilings and a split floor plan providing privacy between the primary suite and secondary bedrooms. Recent updates include a new roof and skylights (April 2025), hurricane-rated windows and sliding glass door, garbage disposal (2025), and washer and dryer (2021). The home also features a screened lanai overlooking a beautifully landscaped backyard including landscape lighting, ideal for relaxing or entertaining. The low monthly HOA of $325 includes access to two community pools (one heated), tennis and pickleball courts, clubhouse, trash service, roof replacements, fencing, and ground maintenance. Conveniently located near shopping, dining, Clearwater beaches and Honeymoon Island.Tthis property offers a comfortable and low-maintenance lifestyle in a sought-after community. Call today to scheduled a private showing.
Listing is courtesy of: LISA HALL REALTY, INC (727-742-5830)
Listing Agent: Lisa Hall (727-742-5830)
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