Location: Clearwater , 33761
Do Not Show Listings
2778 CAPWOOD LN, CLEARWATER, FL 33761
$615,00017 Days on yellowkey MLS ID: TB8491699
1 Days Off yellowkey (back on 4/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2002 Built: 1974 Tax: $8,410 (2025)Community: Oak Forest Of CountrysideSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,410
Elementary School: Leila G Davis Elementary-PN
High School: Countryside High-PN
Tax Year: 2025
Middle School: Safety Harbor Middle-PN
Remarks: Under contract-accepting backup offers. Discover comfort, privacy, and true Florida living in this beautifully updated three-bedroom, two-bath home located in the highly desirable Countryside area of Clearwater. Tucked away on a quiet cul-de-sac, this spacious residence offers over 2,000 square feet of well-designed living space, blending modern upgrades with a serene outdoor setting. Step inside to find a bright, open layout enhanced by new tile flooring, fresh interior touches, and a thoughtful floor plan ideal for both everyday living and entertaining. The home features a generous living area, a separate dining space, and a well-appointed kitchen complete with new appliances that make meal prep effortless. An interior laundry room with brand-new machines adds convenience and functionality. The primary suite provides a peaceful retreat, while two additional bedrooms offer flexibility for guests, a home office, or hobbies. Practical upgrades—including a new central vacuum system and hurricane shutters—add comfort and peace of mind. Outside, the property truly shines. Enjoy Florida’s sunshine year-round in the screened pool with a full pool cage, perfect for relaxing or hosting gatherings. The freshly painted exterior, pool deck, and driveway create a crisp, welcoming curb appeal. The newly refreshed landscaping brings the yard to life with an impressive collection of mango, banana, grapefruit, sugar apple, lime, and lemon trees, offering both beauty and homegrown flavor. Additional highlights include a two-car garage, a new mailbox, and a quiet setting that feels tucked away while still being close to everything Countryside is known for—shopping, dining, parks, golf, and top-rated schools. This move-in-ready home combines modern updates, thoughtful features, and a private cul-de-sac location in one of Clearwater’s most sought-after neighborhoods. A rare opportunity to enjoy space, comfort, and a true Florida lifestyle.
Listing is courtesy of: HOYT REALTY (727-309-8660)
Listing Agent: Jeff Hoyt, Jr (727-309-8660)
2009 HAMMOCK PINE BLVD #2009, CLEARWATER, FL 33761
$239,00038 Days on yellowkey MLS ID: TB8484773
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1030 Built: 1983 Tax: $676 (2025)Community: Hammock Pine VillageCondo
Taxes:$676
Elementary School: None
High School: None
Middle School: None
Remarks: Enjoy Florida's lifestyle at its best in this renovated top corner condo located just minutes from everything. Start your day by making breakfast in a newly updated kitchen with under mount stainless steel sink in front of a garden window and new quality stone countertops. A large breakfast bar is a bridge between the kitchen and the dining area perfect for a couple of chairs to sit and enjoy a meal or snack. The open floor plan leads you to a living room with a view to grassy green side yard on the way out to your screened in lanai with windows to open for you to sit and enjoy a breeze on a sunny morning. This unit offers a split floor plan with neutral paint throughout. Features include custom blinds in the front bedroom, New Touch light up Vanity mirrors in both bathrooms & sliders, New lighted ceiling fans, additional storage area, inside laundry, all tiled floors. This unit comes with the option to be completely furnished with quality furniture including a flat screen TV, sectional sofa, dining table with 6 chairs, stylish master bedroom bed, & 2 Full beds in the front bedroom. A Fabulous turn key 2-bedroom condo in a gated countryside community! Your new condo waits for you! Centrally located it is just a short drive to international airports, top rated beaches, several popular golf courses, shopping, restaurants & popular downtown Safety Harbor and Main Street Dunedin.
Listing is courtesy of: CENTURY 21 COAST TO COAST (727-726-4757)
Listing Agent: Jennifer Whitaker (727-458-7042)
2521 HIGHLAND ACRES DR, CLEARWATER, FL 33761
$284,90013 Days on yellowkey MLS ID: TB8493726
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1194 Built: 1957 Tax: $3,074 (2025)Community: Highland AcresSingle Family
Taxes:$3,074
Remarks: This charming 2-bedroom, 2-bathroom home is a rare find in Clearwater: renovated, and just 15 minutes from Honeymoon Island beach! It's fully updated and tucked away on a quiet dead-end street, on a generous sized lot, offering privacy and minimal traffic. Inside the home, you'll find a cozy touches like a fireplace, an enclosed front porch that fills with natural morning light, and a screened back patio that looks out to a serene backyard. This property has a new roof (2024) and new HVAC (2024) and is the perfect home for first time home buyer's, house hackers looking for a split floor plan with roommates, or a cash-flowing opportunity for investors.
Listing is courtesy of: SOUTH CEDAR REAL ESTATE, INC (813-374-7907)
Listing Agent: Richard Stout (813-743-2327)
2701 COUNTRYSIDE BLVD #101, CLEARWATER, FL 33761
$285,00014 Days on yellowkey MLS ID: TB8492632
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1986 Tax: $4,796 (2025)Community: Bryn Mawr At CountrysideCondo
Taxes:$4,796
Remarks: LOCATION, LOCATION, LOCATION! Nestled in a serene, quiet community, this light-filled condo offers a spacious open floor plan with dining area, beautiful neutral tile flooring, and plantation shutters throughout. Major updates: New Roof (2024), AC/HVAC (Dec 2023 – under warranty), ducts cleaned with UV light (2022), LED lighting throughout. The expansive kitchen features a glass-top range, decorative tile backsplash, breakfast bar, and eat-in space. The private primary suite includes an updated en-suite bath with granite countertops, step-in shower, and a large walk-in closet with built-ins. A second bedroom at the front of the unit with adjacent updated bath is perfect for guests or a home office. Enjoy your morning coffee on the large enclosed patio. Smart home features include a full security system (door/window sensors, motion, glass break, smoke/fire/CO), Kwikset smart lock, and Nest thermostat—all app-controlled. Conveniently located near Countryside Mall, US-19, downtown, and Tampa International Airport—offering peaceful living with easy access to everything.
Listing is courtesy of: BHHS FLORIDA PROPERTIES GROUP (727-799-2227)
Listing Agent: Michelle Rinello (847-220-2629)
2465 NORTHSIDE DR #906, CLEARWATER, FL 33761
$149,000527 Days on yellowkey MLS ID: A4627524
REDUCED by $4,900 (3.2%) on 04/03/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 935 Built: 1979 Tax: $2,325 (2023)Community: Woodland VillasVilla
Taxes:$2,325
Tax Year: 2023
Remarks: Welcome to Woodland Villas, an active 55+ community in the heart of Clearwater's convenient Countryside area. This two-bedroom, two-bathroom home offers a very functional kitchen with plenty of storage. The entire home has a fresh coat of new paint, new LED lights, updated kitchen lighting, and more! It offers a large living room with a separate area for dining. The primary bedroom has an ensuite, private bathroom with a walk-in shower. This condo has a full-size washer and dryer so no trips to the laundromat. This gated, charming community is very desirable, with a well-appointed clubhouse where residents gather for many social events every month. Neighbors gather for lively gatherings and events in the social hall, which includes a convenient kitchen. Woodland Villas is the perfect environment for friendships and lasting memories. The clubhouse offers a billiards room, another opportunity to make friends and build camaraderie. Prefer to be out of doors? Woodland Villas offers a broad range of outdoor amenities, including walking paths through the lush, tropical landscaped grounds, a community putting green, and a heated community pool, where swimming laps or simply lounging poolside are popular pastimes. Feeling peckish? A community grilling area is perfect for entertaining and enjoying the beautiful Florida weather year-round. This lively senior community is conveniently located close to shopping, dining, and entertainment. There is easy access to major highways for quick access to pristine beaches, cultural attractions, and beyond. Looking for active adult living? Come see Woodland Villas, where every day offers the opportunity for leisure, relaxation, and connection within a welcoming community.
Listing is courtesy of: ZITELLI REALTY NETWORK LLC (813-399-9985)
Listing Agent: Eric Zitelli (813-444-3998)
2762 HAVERHILL CT #41D, CLEARWATER, FL 33761
$279,999140 Days on yellowkey MLS ID: TB8451511
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1585 Built: 1977Monthly Fee: $406 Tax: $4,600 (2024)Community: Winding Wood CondoCondo
Taxes:$4,600
Tax Year: 2024
Remarks: Come see this 4 bedroom, 2 bathroom, townhouse in the hear of Countryside in Clearwater. Upon entering you will see a spacious living room and dining room combination, with vaulted ceilings. Also on the the first floor is a large kitchen with plentiful counter space and cabinetry and cupboards. The primary bedroom is also located on the first floor with attached bathroom. The second floor has 3 additional bedrooms and 1 bathroom. The top of the landing overlooks the living and dining area below. Located on a cul-de-sac close to Countryside mall, many shops and restaurants and the beautiful beaches.
Listing is courtesy of: PARK PROPERTY GROUP (727-216-6591)
Listing Agent: Mike Lacognata (727-643-4361)
2869 WEATHERSFIELD CT, CLEARWATER, FL 33761
$980,00015 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
Taxes:$4,583
Elementary School: Curlew Creek Elementary-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
$125,000171 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
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)
2767 POPPYSEED CT, CLEARWATER, FL 33761
$499,90023 Days on yellowkey MLS ID: TB8490736
0 Days Off yellowkey (back on 4/2/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1350 Built: 1982 Tax: $8,737 (2025)Community: Countryside Tr 90 Ph 1Single Family
Taxes:$8,737
Remarks: One or more photo(s) has been virtually staged. Welcome to 2767 Poppyseed Court, a 3-bedroom, 2-bath home with a 2-car garage in Clearwater, offering a well-designed open floor plan, thoughtful updates, and inviting indoor and outdoor living spaces. From the moment you enter, the home feels light and bright, enhanced by fresh interior paint throughout both the home and garage, creating a comfortable and welcoming environment. The open layout allows for a natural flow between the living, dining, and kitchen areas, making the space ideal for both everyday living and entertaining. The kitchen and bathrooms have been beautifully updated with stone countertops and finishes that complement the home’s bright, cohesive feel. The overall design offers both comfort and functionality, with a layout that supports a variety of living arrangements while still allowing room for personal touches over time. Outdoor living is a standout feature, highlighted by a sparkling blue pool within a screened enclosure, providing a private setting to relax or gather. The covered patio area within the enclosure is perfect for outdoor dining or enjoying the Florida weather year-round. The fenced yard adds flexibility for a variety of uses, and the attached shed offers convenient additional storage for tools, equipment, or hobbies. Additional features include a 2-car garage with the utility and laundry area, maximizing interior living space while maintaining functionality. The home’s condition and updates create a true move-in ready opportunity with a balance of comfort, style, and practicality. The location places the property approximately 10 miles from Clearwater Beach, known for its beautiful shoreline and Gulf views, and about 6 miles from Safety Harbor, offering parks, waterfront areas, and local dining. Oldsmar is approximately 5 miles away, providing additional shopping, dining, and recreation, while Tampa is approximately 20 miles away, offering access to major employment centers, entertainment venues, and Tampa International Airport. Everyday conveniences including grocery stores, restaurants, and retail shopping are located within a few miles, enhancing accessibility and ease of living. This property offers a combination of updated interior features, open living space, inviting outdoor areas, and a convenient Clearwater location with access to a variety of nearby amenities and destinations. All information is believed to be accurate but is not guaranteed. Buyers and agents to verify all facts and information pertinent to their purchase decision.
Listing is courtesy of: RESULTS REAL ESTATE INC (727-596-8181)
Listing Agent: Stephanie See (727-580-6275)
2519 NORTHFIELD LN, CLEARWATER, FL 33761
$390,00029 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
$210,00048 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
$200,000120 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
$235,000196 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
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)
27466 US HIGHWAY 19 N #3, CLEARWATER, FL 33761
$48,00038 Days on yellowkey MLS ID: TB8485143
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 597 Built: 1964Monthly Fee: $110 Tax: $465 (2025)Community: Countryside Estates Mobile Home Park UnrecMobile Home
Taxes:$465
Remarks: Lovingly owned and cared for by a couple from Ireland for over 30 years this home as been a cherished seasonal retreat within Countryside Estates. The owner built lasting friendships, enjoyed community activities such as dancing and the local trap shooting club, and were deeply involved with park life, one even serving as president of the community. As travel has become more difficult with age, they are ready to pass this well loved home onto it's next owner. This is a wonderful opportunity to join a warm, welcoming, and close knit community and create your own memories at Countryside Estates. $110/ month covers water sewer trash and grounds maintenance. Community offers activities and shuffleboard. Price includes cost of the share. Tax card shows 1 bdrm Seller was able to fit a twin or bunk beds in additional room that could be an office area.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Nancy Lee Zeimetz (727-249-3558)
2761 COUNTRYSIDE BLVD #105, CLEARWATER, FL 33761
$169,00032 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)
2894 ROLLINGWOOD CT, CLEARWATER, FL 33761
$880,00088 Days on yellowkey MLS ID: TB8465056
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2411 Built: 1981 Tax: $9,835 (2024)Community: Countryside Tr 55Single Family
Taxes:$9,835
Remarks: Under contract-accepting backup offers. Prepare to be impressed by this fully remodeled Clearwater gem, ideally located off Rollingwood and Landmark Drive. From the moment you arrive, the curb appeal and prime corner-lot setting set the tone. Situated on a fenced ¼-acre cul-de-sac lot, this home offers space, privacy, and a location that immediately excites buyers. The updated French entry doors welcome you into a home that truly opens up. Inside, expansive ceilings and a wide-open layout create an immediate sense of light and flow. The oversized dining room makes a statement, complemented by knockdown texture throughout and energy-efficient LED lighting that enhances the modern design. The kitchen anchors the home, seamlessly connecting to the living area-perfect for entertaining and everyday living. Featuring all-new two-tone cabinetry with abundant pull-out drawers, this space is designed to satisfy the home chef. Quartz countertops, stainless steel appliances, and a sleek contemporary backsplash complete the look. The living room is elevated by a custom built-in entertainment center with an electric fireplace and dedicated space for home entertainment. The primary suite offers tranquil poolside views and a stunning, fully updated en-suite bathroom with a glass-enclosed shower and tub. Dual vanities with modern finishes and lighted mirrors bring both style and function. Just off the primary suite, the fourth bedroom provides incredible flexibility ideal for a home office, nursery, sitting room, or additional bedroom. A true split floor plan places two additional bedrooms on the opposite side of the home, along with a beautifully updated hall bath featuring contemporary charm. Impact-rated windows enhance energy efficiency while improving storm readiness and peace of mind. Major systems have been updated in 2025 and 2026, including the main electrical panel, HVAC water heater, roof, pool pump and windows, offering buyers confidence and long-term value. Step into the backyard and see where this home truly shines. The oversized pool has just been refinished with a durable Diamond Brite surface for years of low-maintenance enjoyment. The pool deck and entry walkway feature contemporary stamped concrete, flowing seamlessly to the covered back patio. Rain or shine, outdoor living continues with an expansive covered entertaining space just off the kitchen, complete with an outdoor refrigerator to keep gatherings effortless. The large two-car garage easily accommodates vehicles and even fits a golf cart (sold separately). This is a rare opportunity to own a turnkey, fully remodeled home with space, style, and a backyard built for Florida living, all in a desirable Clearwater location. Immediate Appointments Available!!
Listing is courtesy of: REALTY EXPERTS (727-888-1000)
Listing Agent: Shannon Ibrahim (727-228-2001)
27466 US HIGHWAY 19 N #77, CLEARWATER, FL 33761
$85,90087 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
$299,000385 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
$248,00017 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
$179,90043 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.
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