Location: Clearwater , 33761
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2659 DIAMOND HEAD DR N, CLEARWATER, FL 33761
$600,000109 Days on yellowkey MLS ID: TB8458950
4 Days Off yellowkey (back on 3/27/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 2442 Built: 1977 Tax: $3,374 (2024)Community: Northwood Estates-Tr CSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,374
Elementary School: Leila G Davis Elementary-PN
High School: Countryside High-PN
Tax Year: 2024
Middle School: Safety Harbor Middle-PN
Remarks: Under contract-accepting backup offers. Welcome to 2659 Diamond Head Drive North in Clearwater — a spacious 4-bedroom, 3.5-bath pool home located in Flood Zone X, offering flexible living spaces and a highly convenient Pinellas County location. This two-story residence features formal living and dining rooms, an updated kitchen, and multiple gathering areas designed to support a variety of lifestyles, including work-from-home, multi-generational living, or entertaining. An oversized bonus room (not included in the square footage) provides ideal space for a media room, playroom, home office, or creative studio. Enjoy Florida living with a screened porch and private pool, while the second-floor primary suite offers added privacy from additional bedrooms. The oversized garage provides abundant storage, with laundry currently located in the garage and existing infrastructure in place to relocate it indoors if desired. The home offers a solid foundation with opportunity for personalization. Ideally situated just minutes from Downtown Safety Harbor, waterfront dining, Gulf beaches, Tampa International Airport, shopping, and major roadways and conveniently located near several local sports complexes and athletic facilities, making it well positioned for year-round training, tournaments, and recreational activities. The property is also very close to Mease Countryside Hospital and nearby medical and business centers, adding everyday convenience for healthcare professionals and commuters alike. Zoned for Leila G. Davis Elementary (~0.2 miles), Safety Harbor Middle (~2.0 miles), and Countryside High School (~0.4 miles with iSTEM program), and located near Palm Harbor University High School magnet program. A rare Clearwater opportunity combining space, pool living, Flood Zone X peace of mind, and exceptional access to everything Tampa Bay has to offer.
Listing is courtesy of: TAMPA HOMESTYLES (813-444-5885)
Listing Agent: Jaime Brown (813-444-5885)
2400 WINDING CREEK BLVD #20A, CLEARWATER, FL 33761
$189,90021 Days on yellowkey MLS ID: TB8488692
0 Days Off yellowkey (back on 3/27/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1045 Built: 1987 Tax: $2,273 (2025)Community: Winding CreekCondo
Taxes:$2,273
Elementary School: Curlew Creek Elementary-PN
Tax Year: 2025
Middle School: Palm Harbor Middle-PN
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 is courtesy of: LIPPLY REAL ESTATE (727-314-1000)
Listing Agent: Len Lipply (727-642-0255)
2978 BROOKFIELD LN, CLEARWATER, FL 33761
$415,00081 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)
2593 COUNTRYSIDE BLVD #7313, CLEARWATER, FL 33761
$180,00045 Days on yellowkey MLS ID: TB8480315
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1530 Built: 1984Community: Inverness CondoCondo
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: PRICE REDUCED - MILESTONE COMPLETED & PASSED with NO ASSESSMENTS for Building 7, offering immediate confidence and long-term value. Welcome to Inverness at Countryside, a well-maintained 55+ community in the heart of Clearwater. This spacious 3-bedroom, 2-bath condo offers over 1,500 sq ft with a functional split-bedroom layout and abundant natural light. The open living and dining areas create a comfortable flow for everyday living or entertaining. The kitchen features an eat-in space and ample cabinetry. The primary suite includes a walk-in closet and private en-suite bath. Enjoy two screened balconies with sliding door access from both the living room and bedrooms, providing additional usable living space year-round. Community amenities include a centrally located pool, tennis courts, and a fully equipped clubhouse. Assigned covered parking and guest parking are included. Monthly fees cover cable, internet, water, sewer, trash, exterior maintenance, reserves, and pest control. Located minutes from Countryside Mall, restaurants, grocery stores, fitness centers, and the Duke Energy Trail, with easy access to Clearwater Beach and surrounding areas. NON-EVACUATION ZONE at one of the highest elevations in Pinellas County. 55+ building.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Jon Bauer (727-215-0061)
3225 MASTERS DR, CLEARWATER, FL 33761
$649,90028 Days on yellowkey MLS ID: TB8487159
2 Days Off yellowkey (back on 3/22/2026)
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2238 Built: 1980Community: Countryside Tr 56 Unit 1Single Family
Remarks: Under contract-accepting backup offers. Welcome to your dream home at 3225 Masters Drive in the beautiful Countryside area of Clearwater, Florida—a beautifully maintained gem in a sought-after golf community! This stunning 3-bedroom, 3-bathroom residence (approximately 2,238 sq ft) boasts an incredible split-plan layout and is in exceptional condition, with major recent upgrades that provide peace of mind and modern comfort. Highlights include: Brand-new roof (2025) for years of worry-free protection Impact sliders and impact windows throughout offering hurricane protection and breathtaking views of the lush backyard and sparkling pool Gorgeous kitchen featuring real wood cabinets, Corian countertops, a fantastic hosting bar, and a convenient service window—perfect for entertaining! The home was once a 4 bedroom but A wall was removed to make one extra large bedroom. You could easily add the wall back to make this a four bedroom if you desired! Large screened-in pool with a child-proof fence for safe family fun Spacious fenced backyard with plenty of room for play, gardening, or future enhancements New water softener (2023), new water heater (2025), and brand-new large gutters (2023) for added efficiency and curb appeal Cozy family room with a real wood-burning fireplace Open great room overlooking the pool for seamless indoor-outdoor living Elegant formal dining room adjacent to the grand, private entrance Enjoy the Florida lifestyle at its finest—close to pristine beaches, major airports, top-rated schools, shopping, dining, and the renowned Countryside Country Club with its Gary Player-designed golf courses. Best of all, this home is not in a flood zone! Priced to sell quickly and move-in ready, this rare opportunity in one of Clearwater's most desirable neighborhoods won't last long. Schedule your private showing today and experience the charm, updates, and unbeatable location for yourself!
Listing is courtesy of: YOU FIRST REALTY AND ASSOC LLC (813-458-6686)
Listing Agent: George Guarino (813-787-0531)
3021 COUNTRYSIDE BLVD #26A, CLEARWATER, FL 33761
$275,000179 Days on yellowkey MLS ID: TB8439039
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1820 Built: 1975Community: Brynnwood Condo 1Condo
Remarks: One or more photo(s) has been virtually staged. MOTIVATED SELLERS. Price Reduction, offering buyer credit with the right offer. Use for temp rate buydown, closing costs or save your cash for renovations. And an appliance warranty! Quiet and rare to find a three-bedroom, two-bath oversized condo with beautiful views of Countryside Golf & Country Club. Located in a non-flood, non-evacuation zone, this well-established 55+ community is truly a hidden gem. This well-cared-for condo offers over 1,800 square feet of comfortable living space. You have a reserved under-building parking space and the convenience of two elevators that bring you directly to your second-floor home. The southern exposure fills the unit with natural light without direct sun. Enter through double front doors into a welcoming foyer. The spacious layout features a wet bar, a large living and dining area with plush carpeting installed in 2023, and sliding doors leading to an open balcony overlooking the tennis courts. The enclosed laundry room includes a new washer and dryer. The generously sized kitchen offers a pantry, eat-at bar, and newer appliances, including a dishwasher, oven, and microwave replaced in 2023. Major system updates include a new air conditioner and water heater in 2025. The primary suite is exceptionally large, featuring two a huge walk-in, an additional built-in closet, and a separate linen closet. The en-suite bathroom includes an extra-large walk-in shower and an enclosed commode. Two additional spacious bedrooms share a full tub bathroom and have access to another linen closet. This community has completed all required Milestone & SIRS inspections , all assessments have been paid. The unit also includes two storage spaces, one conveniently located on the same floor and another in the parking garage, ideal for beach or golf equipment. Residents enjoy a beautiful tropical heated pool area. No pets permitted. 1 yr min rental. Membership to Countryside Golf & Tennis is NOT included.
Listing is courtesy of: COLDWELL BANKER REALTY (727-581-9411)
Listing Agent: Lori Balkin (727-365-0078)
1712 HAMMOCK PINE BLVD #1712, CLEARWATER, FL 33761
$159,500118 Days on yellowkey MLS ID: W7881456
0 Days Off yellowkey (back on 3/24/2026)
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 760 Built: 1990Community: Hammock PinesCondo
Remarks: Seller offering $4,500 in concessions toward upgrades or closing costs — a standout value and incredible opportunity in today’s market! Welcome to Hammock Pine Village, a highly desirable gated community in the heart of Clearwater. This second-floor 1-bedroom, 1.5-bath condo offers a spacious and thoughtfully designed layout featuring a large primary bedroom with a walk-in closet, private ensuite bath, and a convenient half bath for guests. Enjoy Florida’s beautiful weather from your screened balcony — the perfect spot for morning coffee or evening relaxation. Assigned covered parking adds everyday convenience, and the community is pet-friendly. Ideally located just 7 miles from Honeymoon Island State Park and 9 miles from Clearwater Beach, and only minutes to Westfield Countryside Mall for shopping, dining, and entertainment. Hammock Pine Village amenities include a sparkling community pool, tennis courts, and beautifully maintained grounds within a secure gated setting. The HOA fee provides exceptional value, covering cable, internet, water, sewer, trash, exterior maintenance, and grounds care — offering truly low-maintenance living. Perfect as a primary residence, second home, or vacation retreat.
Listing is courtesy of: VERANDA REALTY GROUP (727-372-8053)
Listing Agent: Delia Kalogiannis (727-777-1050)
29250 US HIGHWAY 19 N #434, CLEARWATER, FL 33761
$220,000372 Days on yellowkey MLS ID: TB8370928
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 980 Built: 2005Community: Doral Ro Association Inc UnrecManufactured Home
Remarks: Super Deal! Home and Share have been reduced to $220,000. If a buyer would prefer to buy the home only the price would be $180,000. Come and embrace this charming Florida retreat located in the respected 55+, gated community of Doral Village,in Clearwater. This magnificent two-bedroom, two-bathroom residence is situated in the pet-friendly section, allowing residents to enjoy the companionship of up to two small four-legged friends! With a maintenance fee of only $238.00 per month—one of the most cost-effective rates in Pinellas County—residents benefit from essential services such as water, sewer, garbage pickup, and lawn care, ensuring simplicity in daily living. The community offers an array of excellent amenities including a heated pool, relaxing hot tub, shuffleboard courts, and billiards encouraging social interactions. Additionally, the property is conveniently located near beaches, supermarkets, dining establishments, and other local experiences, enhancing the quality of life for its residents. INTERIOR: Imagine yourself in this 2005 home situated on a prime corner lot in the community, ready for immediate occupancy. This fully furnished( a few personal items will be removed by the seller- a list will be available) residence features stylish decor and thoughtful touches throughout. The kitchen is equipped with new appliances(2024) including a refrigerator, range oven, dishwasher, and microwave, all surrounding a central island suitable for meal preparation. The dining room includes a built-in buffet and extra cupboards for storage and display. The pleasing living room flows into a fantastic, raised Florida room, complete with tile flooring, window blinds, and windows with storm shutters. The laundry area includes a new washer (2024) and dryer. The primary bedroom showcases a mirrored closet and an ensuite bath featuring a walk-in shower with a built-in seat. A splendid guest bedroom has laminate flooring and a closet, with access to the guest bathroom featuring a tub-shower combo. Additional features in this home include newer central air and heating (2020), ceiling ducts, delightful ceiling fans, carpeting in most rooms, and easy-to-maintain ceramic tile flooring in the kitchen, bathrooms and Florida room. EXTERIOR: Captivating landscaping sets the stage for the enticing curb appeal of this inviting home, creating a warm welcome from the moment you arrive. A spacious side-by-side carport provides ample parking, while the durable shingled roof and low-maintenance vinyl siding add lasting value and style. A handy shed offers extra storage space, perfect for keeping things organized. Priced at $220,000 with a share included, this fantastic property is ready for you to make it your own. Don’t miss the chance to experience all it has to offer—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)
2997 KENILWICK DR S, CLEARWATER, FL 33761
$550,00029 Days on yellowkey MLS ID: TB8485528
1 Days Off yellowkey (back on 3/23/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1695 Built: 1976Community: Timber Ridge Of Countryside Unit OneSingle Family
Remarks: Coastal Comfort Meets Modern Luxury in Clearwater Nestled in the highly sought-after community of Countryside, this stunning 3-bedroom, 2-bathroom residence offers 1,695 square feet of meticulously updated living space designed for both relaxation and entertaining. From the moment you arrive at this unique cul-de-sac home, the pride of ownership is evident, highlighted by a brand-new roof (2025) and fresh curb appeal that sets the tone for what lies within. The interior features an open, airy floor plan featuring laminate flooring and designer tile in the bathrooms, bathed in natural light and anchored by high-end finishes. The chef’s kitchen boasts sleek cabinetry, premium stone countertops, and modern stainless steel appliances, while the formal dining room offers excellent versatility as a flex space or home office. Peace of mind comes standard with a new hot water heater (2026) and a meticulously maintained HVAC system featuring fully replaced and upgraded ductwork with a history of twice-yearly service. The primary suite is a true retreat, featuring two closets—one conveniently located by the vanity and a second expansive closet running the length of the wall—both equipped with premium ELFA built-in systems. In fact, every closet in the home, the laundry room, and even a dedicated desk unit in one of the guest bedrooms have been fitted with custom ELFA shelving to maximize organization. Step outside to discover your own private oasis on an extra-large lot with plenty of room for RV or boat parking and no HOA restrictions. The backyard has been transformed into a secluded sanctuary featuring a saltwater pool with two fountains and a new filtration system. The outdoor recreation space is vast, offering an expansive patio perfect for a grill and a dedicated fire pit area surrounded by natural rock. The back porch also has roller privacy screens, AND the garage is air-conditioned for a hobbyist who might like to work in the garage and not get overheated in the summer. Located just minutes from the Countryside Mall, top-rated golf courses, and the pristine sands of Honeymoon Island, 2997 Kenilwick Dr S is more than just a house—it’s the turnkey home you’ve been waiting for.
Listing is courtesy of: REDFIN CORPORATION (617-458-2883)
Listing Agent: Monica Karcz, Pa (813-728-1400)
29250 US HIGHWAY 19 N #610, CLEARWATER, FL 33761
$149,00022 Days on yellowkey MLS ID: TB8489266
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 864 Built: 1975Community: Doral Ro Association Inc UnrecMobile Home
Remarks: A standout opportunity like this is sure to capture your attention at first glance! Perched on a lovely lot, this newly available 2-bedroom, 2-bathroom home is ready for your review in the notable Doral Village, a gated 55+ community known for its welcoming atmosphere and active lifestyle. Enjoy the ease of a super low monthly maintenance fee of just $238.00, covering water, sewer, garbage, and lawn care—allowing you to focus on living, not upkeep. The community amenities are designed to keep life engaging and fun, featuring a heated pool and relaxing spa, along with billiards, table tennis, and shuffleboard for social enjoyment. Stay energized with water aerobics, Zumba, and yoga classes, all right at your fingertips. This is more than just a home—you are permitted to have 2 feline companions reside with you - an inviting lifestyle you won’t want to miss! INTERIOR: Step through the door and settle right in. Discover an interior that instantly draws you in with its charm and thoughtful updates throughout! This fully furnished home showcases a blend of paneled and papered walls, enhanced by updated windows and a central heat and air system replaced in 2022. A mix of vinyl and carpeted flooring creates both style and comfort underfoot. The clean, updated eat-in kitchen shines with bright white cabinetry and appliances—including a refrigerator (new), range, oven, and dishwasher—while a two-tier island with a sink offers the perfect spot for extra seating and casual dining. Ample space accommodates a desk in the corner, a perfect place to manage household shopping lists and plan meals. The spacious living room provides a comfortable setting for relaxing or entertaining and flows effortlessly through a pass-through into the raised Florida room at the front of the home. Natural light pours in, creating a versatile space ideal for a home office, workout area, craft room, or additional sitting area for guests. The guest bedroom is generously sized to ensure visitors feel right at home, complete with a closet and easy access to a well-appointed guest bath featuring abundant cabinetry beneath the vanity, three large wall cupboards, and a walk-in shower with a glass enclosure. The primary bedroom serves as a true retreat, offering substantial space, a walk-in closet perfect for storage, and a delightful bonus— sliding glass door access to a private porch, an ideal setting for morning coffee or an evening cocktail. The en suite bath completes this peaceful haven with a single-sink vanity, plentiful cabinetry, and a walk-in shower, striking the perfect balance between style and livability. EXTERIOR: Take one look at the exterior, and you’ll be eager to see everything this home has to offer! Set on a lovely lot with tropical curb appeal, this property welcomes you with attractive vinyl siding and charming details that create a warm first impression. A covered carport with a comfortable seating area provides the perfect place to relax and enjoy the surroundings, while the roof over adds lasting value and protection. Practical features include a shed housing the washer and dryer, along with awnings that enhance both style and shade. With a new water heater already in place and all these appealing exterior highlights, this home is attractively priced at $149,000, including the share! If you’ve been waiting for the right opportunity, this could be it—don’t delay in scheduling your private showing!
2587 COUNTRYSIDE BLVD #6109, CLEARWATER, FL 33761
$139,99085 Days on yellowkey MLS ID: TB8465654
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 955 Built: 1982Community: Inverness Condo Iii Phase I Unit 6019Condo
Remarks: Prime Location in Inverness – 55+ Living at Its Best Welcome to Building 2587, a sought-after 55+ community offering comfort, convenience, and an exceptional location. This first-floor 2-bedroom, 2-bath condominium is move-in ready and thoughtfully designed. Both spacious bedrooms feature walk-in closets and direct access to a private covered patio—perfect for morning coffee or evening relaxation. The home features tile flooring and ceiling fans throughout, fresh interior paint, updated ceiling fixtures and new smoke detectors. ncludes a full-size washer and dryer. Enjoy assigned carport parking, generous guest parking, and a heated community pool and clubhouse conveniently located just behind the building. Low maintenance fees include cable, internet, water, sewer, trash services and all common amenities. No dogs allowed, one cat ok, fish, or bird ok. Ideally located across from Countryside Mall with easy access to dining, shopping, and nearby Gulf beaches. Call today to arrange your private showing—virtual tours available.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Teri Pecoroni (727-614-3424)
2670 RED OAK CT, CLEARWATER, FL 33761
$625,000249 Days on yellowkey MLS ID: TB8415612
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1878 Built: 1978Community: Countryside Tr 8 Unit OneSingle Family
Remarks: One or more photo(s) has been virtually staged. Back on the Market, Better Than Ever! This beautifully maintained pool home shines with brand-new interior paint throughout (2026), including the garage, and a sleek epoxy-finished garage floor (2026), offering 4 bedrooms, 2 bathrooms, and a 2-car garage designed for both style and function. With No HOA, it delivers the ideal blend of comfort, privacy, and convenience. Situated in a quiet cul-de-sac on one of the highest points in Pinellas County, the flood-safe setting provides added peace of mind during storm season. Recent updates include a new roof (2024), pool screen (2024), pool pump (2025), and water heater (2022). Additional features include solar pool heating, generator, hurricane shutters, and a water softener. The split-bedroom floor plan offers privacy in the primary suite, while the main living areas are thoughtfully designed for both everyday living and entertaining. Upon entry, the living room flows seamlessly into the dining area with sliding doors opening to the pool. On the opposite side, a breakfast room with built-in cabinetry leads into a TV/media room. Both spaces connect at the heart of the home—the kitchen—featuring vaulted ceilings and skylights that fill the space with natural light. The spacious laundry room includes extra cabinetry, a freezer, and a wine refrigerator. Outdoor living is a true highlight, with a beautiful pool and expansive lanai—perfect for entertaining or relaxing in your own private oasis. The fully fenced backyard is surrounded by lush tropical landscaping, guava and lemon trees, and includes an irrigation system with a new pump and relay, plus a storage shed for garden tools. Conveniently located with quick access to US-19 and McMullen Booth Road, the home is minutes from Countryside Mall, Whole Foods, Trader Joe’s, Publix, ALDI, gyms, golf courses, and the Pinellas Trail. Downtown Safety Harbor and Downtown Dunedin are nearby, with Honeymoon Island and Clearwater Beach offering easy coastal escapes. Less than 20 minutes to St. Pete–Clearwater International Airport and approximately 25 minutes to Tampa International Airport. With a spacious layout, unbeatable location, and beautiful landscaping, this home is truly one of a kind. Schedule your showing today and experience the best of Clearwater living!
Listing is courtesy of: ENGEL & VOLKERS MADEIRA BEACH (727-394-7365)
Listing Agent: Adriana Gajdosova (917-496-5643)
3035 COUNTRYSIDE BLVD #16B, CLEARWATER, FL 33761
$344,00088 Days on yellowkey MLS ID: TB8465593
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1765 Built: 1975Community: Brynnwood Condo 1Condo
Remarks: * * DO NOT MISS OUT ON THIS RARE OPPORTUNITY TO OWN A GROUND FLOOR CORNER UNIT * * Located in Brynnwood which is one of the most sought-after small condo complexes in Countryside and is adjacent to Countryside Country Club * * Spectacular UPDATED unit in MOVE IN CONDITION! LARGE 3 bedroom / 2-bathroom unit with 1,765 heated sqft. Enter thru the foyer that opens to a large living room that has sliders out to a private patio surrounded by shrubbery. Separate dining room. MAGNIFICENT kitchen with top-of-the-line cabinetry and granite counter tops. Oversized master bedroom with large walk-in closet. Completely update master bathroom with custom built in cabinets. Additional that have been updated: Central Heat/AC (2021), Duct Cleaning (2023), Hot Water Heater (2023), Interior Water Lines Replaced (2023), Hurricane Rate Windows (2017) and finally a new Washer/Dryer set in 2024. * * VERY WELL RUN ASSOCIATION * * Lovely community pool with soothing waterfalls and sitting areas. * * For you Country Club Enthusiasts. Enjoy Countryside Country Club and its 27 holes of golf, tennis courts, fitness center, swimming pool and clubhouse AT A SEPERATE FEE * * Easy access to Clearwater Beach and their world famous white sandy beaches. Voted #1 beach in America. Just 5 minutes away from Countryside Mall, stores and restaurants. Just 15 minutes from both downtown Dunedin and downtown Safety Harbor. Both are quaint harbor towns that offer wonderful restaurants, marina, central park with stage for concerts and movies and much more! * * * BASEBALL LOVERS * * * Philadelphia Phillies spring training facility and baseball park is just 10 minutes away. Toronto Blue Jays spring training facility and baseball park is just 15 minutes away. New York Yankees spring training facility and baseball park is just across Tampa Bay about 30 minutes away.
Listing is courtesy of: RE/MAX ELITE REALTY (727-785-7653)
Listing Agent: Matthew Brashear (727-403-3900)
2113 HAMMOCK PINE BLVD #2113, CLEARWATER, FL 33761
$250,00033 Days on yellowkey MLS ID: TB8485882
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1030 Built: 1983Community: Hammock Pine VillageCondo
Remarks: Enjoy Florida living at its best in this beautifully renovated top-floor corner condominium, ideally located just minutes from everything. The bright and open floor plan features a spacious living area overlooking a beautiful pond and green space, with a large breakfast bar connecting the kitchen and dining area—perfect for adding a couple of chairs to enjoy a meal, snack, or morning coffee. The living room flows seamlessly to a screened-in lanai so you can enjoy the fresh Florida breeze on sunny mornings overlooking the beautiful pond. This unit offers a desirable split-bedroom floor plan with neutral paint throughout and tasteful upgrades including custom blinds in the front bedroom, new illuminated touch vanity mirrors in both bathrooms, new lighted ceiling fans, sliding doors, all tile flooring, inside laundry, and an additional storage area. The condo can also be offered completely furnished with quality pieces including a flat screen TV, sectional sofa, dining table with six chairs, a stylish master bedroom set, and furnishings for the front bedroom, making it a fantastic turnkey opportunity. Located within a secure gated Countryside community, the association fees include cable, internet, water, trash removal, exterior and grounds maintenance, assigned parking directly in front of the building, a community car wash area, and gated security—leaving electric as the only utility the owner pays. Small pets are allowed, and the central location offers convenient access to international airports, world-renowned Gulf beaches, popular golf courses, shopping, restaurants, and the charming downtown areas of Safety Harbor and Dunedin. Your new Florida condo is ready and waiting for you.
Listing is courtesy of: KATIE DUCHARME REALTY, LLC (727-492-8490)
Listing Agent: Katie Ducharme Procissi (727-492-8490)
2674 CONCORDE CT, CLEARWATER, FL 33761
$949,000188 Days on yellowkey MLS ID: TB8435411
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 3312 Built: 1979Community: Clubhouse Estates Of CountrysideSingle Family
Remarks: Welcome to your dream home on the picturesque fairway of the 2nd hole on the Bayhead Nine at Countryside Golf & Country Club — where timeless Arthur Rutenberg quality meets an unbeatable golf course lifestyle! This impressive 4-bedroom, 3-bathroom, 3-car garage home offers over 3,300 sq. ft. of refined living space and the triple-split floor plan designed for both comfort and entertaining. Situated on a peaceful cul-de-sac, this property delivers the perfect blend of privacy, elegance, and resort-style living. Upgrades & Features Include: Brand NEW ROOF (Feb 2025) & Whole-House 26KW GenerX Generator — and located in a non-evac zone, this home is virtually hurricane ready offering peace of mind for years to come! Premium Travertine flooring throughout the main living areas, plus plantation shutters, crown molding, and ceiling fans with lights. Double front door entry leads into a spacious living & dining room combo perfect for gatherings. Chef-inspired kitchen featuring white cabinetry, granite countertops, stainless steel appliances, double ovens, and a tile backsplash. Spacious family room with wood-burning fireplace and built-in wet bar — the ultimate space for entertaining! Primary retreat offers dual walk-in closets, double vanities, walk-in shower, and an oversized soaking tub. Guest suite with en suite bath – perfect for in-laws or visiting friends. Recently painted interior + large laundry room with cabinetry and utility sink. Step outside to your private backyard oasis — an oversized screened lanai with sparkling pool, perfect for grilling, lounging, or hosting unforgettable get-togethers. The new wrought iron fence creates a secure play area for kids and pets, while the pavered driveway and tile roof add timeless curb appeal. Live the Countryside Lifestyle. Just a 5-minute golf cart ride to world-class golf, tennis, pickleball, fitness, and dining facilities! Conveniently located near shopping, top-rated restaurants, Mease Countryside Hospital, Gulf Coast beaches, and Tampa International Airport. Not in a flood zone – high and dry! This is more than a home; it’s a lifestyle destination where luxury, leisure, and location intersect. Experience the perfect balance of elegance and everyday comfort — schedule your private showing today and see why Countryside living is truly one-of-a-kind!
Listing is courtesy of: ABI ROAD REALTY LLC (727-710-8689)
Listing Agent: Darleen Depoalo (727-417-7396)
2506 HAMMOCK CT #2506, CLEARWATER, FL 33761
$210,00032 Days on yellowkey MLS ID: TB8486173
0 Days Off yellowkey (back on 3/20/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1040 Built: 1986Community: Hammock Pine VillageCondo
Remarks: Under contract-accepting backup offers. Welcome to the gated community of Hammock Pine Village, a hidden gem surrounded by lush palms and mature Florida landscaping. Enjoy the relaxed Florida lifestyle in this beautifully maintained 2-bedroom, 2-bath corner unit located in Building 25, ideally positioned near the community’s second entrance for quick and easy access to shopping without the heavier traffic of US-19. This bright and inviting home features a large picture window with peaceful green views, filling the living space with natural light. The kitchen was updated with granite countertops (2021), and the home offers luxury vinyl plank flooring throughout the bedrooms, dining, and living areas (2022) for a modern, cohesive feel. The primary bathroom was tastefully updated in 2023, and the A/C system was replaced in 2020, providing peace of mind. Additional conveniences include a designated carport space directly in front of the building, an inside stackable washer and dryer, and a private back patio with a storage closet. The location is exceptional—just a short walk or bike ride to Westfield Countryside Mall, offering restaurants, shopping, entertainment, and even an ice-skating rink. Plus, you’re less than 7 miles from the pristine beaches of Honeymoon Island State Park or a quick drive to Clearwater Beach. For the baseball fans - Baycare Ballpark (home of the Phillies spring training) is less than 5 miles away! The condo fee includes cable, internet, and most utilities (except electricity), exterior maintenance, roof and maintenance of the beautiful grounds. Residents enjoy a heated pool and spa, tennis courts, and a convenient car wash area. Best of all, pets are welcome, so bring your small furry companions! Whether you’re a first-time buyer, seasonal resident, or someone seeking easy Florida living, this move-in-ready home offers comfort, convenience, and an unbeatable location.
Listing Agent: Lisa Saraceno (727-421-6437)
2593 COUNTRYSIDE BLVD #7206, CLEARWATER, FL 33761
$189,00026 Days on yellowkey MLS ID: TB8488533
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1984Community: Inverness CondoCondo
Remarks: IMMACULATELY MAINTAINED & BEAUTIFULLY UPDATED 55+ CONDOMINIUM IN THE HEART OF COUNTRYSIDE! This 2 bedroom, 2 bathroom spacious split floor plan is very open, offering two screened patios & tons of natural light! Completely updated with solid surface flooring throughout, bright white kitchen cabinetry, stunning stone countertops, glass subway tile backsplash, stainless steel appliances, French Door refrigeration & a large breakfast bar! Both bathrooms feature coordinating white vanities, stone countertops, rectangular under mount sinks, gorgeous accent tile & a frameless shower enclosure in the primary! Inverness IV is an active 55+ community featuring locked lobby doors, community pool, tennis courts & more! Walking distance to Westfield Countryside Mall, Countryside Centre Shopping & tons of great restaurants. Centrally located between Tampa Bay & world renowned white sand Gulf Beaches... just a short drive to Safety Harbor, Dunedin & Clearwater!
Listing Agent: Alisha Stockton (813-732-5851)
110 HAMMOCK PINE BLVD, CLEARWATER, FL 33761
$165,00061 Days on yellowkey MLS ID: TB8475625
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 760 Built: 1992Community: Hammock Pine VillageCondo
Remarks: One or more photo(s) has been virtually staged. Located in the desirable gated community of Hammock Pine Village, this second-floor corner unit offers privacy, peaceful wooded views, and low-maintenance living with low monthly HOA fees. This 1-bedroom, 1.5-bath condo features a spacious layout with a large primary bedroom and walk-in closet, an ensuite bath plus a convenient half bath for guests, and a screened balcony perfect for enjoying Florida’s year-round weather. Recent updates include a brand-new 2025 HVAC system and water heater, providing added comfort and peace of mind. Assigned covered parking and additional storage add everyday convenience. Hammock Pine Village offers a community pool, tennis courts, and beautifully maintained grounds, all within a secure gated setting. The HOA includes cable, internet, water, sewer, trash, exterior maintenance, and grounds care—delivering exceptional value and simplicity. Ideally located near Countryside Mall, dining, golf, and just a short drive to the Gulf beaches, this is an excellent opportunity for full-time residents, seasonal living, or a low-maintenance Florida retreat.
Listing is courtesy of: COLDWELL BANKER REALTY (727-360-6927)
Listing Agent: Steve Capen (727-348-2211)
1109 HAMMOCK PINE BLVD, CLEARWATER, FL 33761
$220,000270 Days on yellowkey MLS ID: TB8407907
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1030 Built: 1985Community: Hammock Pine VillageCondo
Remarks: Investor-friendly two-bedroom, two-bath condominium in the gated Hammock Pine Village community! This second-floor unit offers 1,030 square feet of bright living space, vaulted ceilings and a screened-in lanai with serene views. The open-concept living/dining area flows into a functional kitchen with wood cabinetry. A long-term tenant is in place through January 2026, making this a turnkey investment opportunity. Conveniently near shopping, restaurants and major thoroughfares. Community features include a pool, tennis courts and mature landscaping. Don’t miss this ideal Clearwater income property.
Listing is courtesy of: PREMIER SOTHEBYS INTL REALTY (813-217-5288)
Listing Agent: Maria Azuaje (317-371-0935)
2681 SABAL SPRINGS CIR #101, CLEARWATER, FL 33761
$170,00094 Days on yellowkey MLS ID: TB8462885
1 Days Off yellowkey (back on 3/19/2026)
Bed: 1 Bath: 1.5 Liv Area Sq Ft: 805 Built: 1979Community: Misty Spgs CondoCondo
Remarks: Under contract-accepting backup offers. Back on the market with major improvements already completed—this first-floor residence now offers peace of mind with several big-ticket items recently replaced. This 1-bedroom, 1.5-bath condo welcomes you with peaceful pond views and a thoughtful list of recent improvements designed to make everyday living easier. Major items have already been addressed, including a brand-new hot water heater, new electrical panel, serviced HVAC system, new refrigerator, brand-new dishwasher, and an updated washer and dryer, along with GFCI outlets throughout—giving buyers confidence that many of the home’s most important components have already been taken care of. Step inside and the home feels bright, clean, and refreshed. Luxury vinyl plank flooring flows through the main living areas, complemented by fresh interior paint from floor to ceiling—including doors and cabinetry—along with crown molding and refreshed trim and baseboards that create a polished, cohesive feel. The living and dining areas offer an inviting space to relax or host friends, while the dedicated dry bar adds a natural spot for entertaining. Sliding doors lead to the private screened-in patio overlooking tranquil pond and green space views, an ideal setting for morning coffee or unwinding at the end of the day. The kitchen offers generous cabinetry and functionality, now paired with a new refrigerator and brand-new dishwasher for added convenience. The spacious primary suite provides a comfortable retreat with plush carpet, ample closet space, and a private en-suite bath, while the additional half bath is perfectly positioned for guests. One of the home’s most surprising features is the exceptional amount of storage, with multiple additional closets rarely found in a one-bedroom residence. An in-unit washer and dryer, designated carport parking, and plentiful guest parking add everyday practicality. Located in Misty Springs Condominium I, residents enjoy the value of a low HOA fee that includes water, sewer, trash, and access to community amenities, including a pool, tennis and pickleball courts, shuffleboard, and peaceful outdoor gathering spaces. No age restrictions gives flexibility for a variety of buyers. Just minutes from Clearwater’s world-renowned beaches, shopping, dining, entertainment, and the Pinellas Trail, this home offers comfortable Florida living. Now back on the market with important improvements completed—schedule your showing and come see the difference for yourself.
Listing is courtesy of: SMITH & ASSOCIATES REAL ESTATE (727-342-3800)
Listing Agent: Jordan Sargent (727-599-8170)
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