Country Club Estates Homes for Sale

Country Club Estates Homes for Sale

Welcome to Country Club Estates, a hidden gem nestled in the heart of Florida, where luxury meets tranquility. This picturesque subdivision is designed for those seeking a serene lifestyle without compromising on modern conveniences. With lush landscapes, beautifully manicured lawns, and a welcoming community atmosphere, Country Club Estates is the perfect place to call home.

Homes for sale in Country Club Estates offer a diverse range of architectural styles, ensuring that there’s something for everyone. From charming single-story residences to elegant two-story homes, each property is crafted with attention to detail and features spacious layouts, gourmet kitchens, and private outdoor spaces ideal for entertaining or simply unwinding after a long day. Many homes boast stunning views of the surrounding greenery, providing a peaceful escape right in your backyard.

Living in Country Club Estates means you’re just moments away from Florida’s vibrant culture and recreational activities. Enjoy easy access to golf courses, parks, and nearby shopping and dining options. Whether you’re looking to spend your weekends on the golf course, exploring local boutiques, or indulging in delicious cuisine, this community has it all.

With homes for sale in Country Club Estates, you have the opportunity to join a friendly neighborhood that values community spirit and quality living. Don’t miss your chance to find your dream home in this idyllic subdivision. Contact us today for more information about available listings and to schedule a private tour of this enchanting community!

Newest Country Club Estates Homes for Sale

$295,000
3 Beds ⋅ 2 Baths ⋅ O6441061 MLS
Welcome to a move-in-ready Winter Haven home offering space, flexibility, and an easy Florida lifestyle. The large open floor plan provides a comfortable flow for both everyday living and entertaining, with two separate dining areas offering flexibility for formal dining, a breakfast area, or additional gathering space. The kitchen features newer appliances from 2024, and the water heater was also replaced in 2024. Roof was replaced in 2023. A versatile bonus room is currently used as a home office and offers the potential to function as a 4th bedroom, depending on the buyer’s needs. The home also includes a newer washer and dryer and a water softener for added convenience. Step outside to a large backyard with plenty of room for a future pool, outdoor entertaining, pets, or play. With a low HOA of approximately $430 a year, this home offers an appealing combination of space, flexibility, and value. Conveniently located in Winter Haven near shopping, dining, recreation, and major roadways, this home is ready for its next owner to move in and make it their own. Some listing photos have been virtually staged to illustrate potential furniture placement and use of space.

3833 Fieldstone Circle, Winter Haven
$290,000
4 Beds ⋅ 2 Baths ⋅ L4964607 MLS
Under contract-accepting backup offers. Welcome home to 3729 Fieldstone Circle! This move-in ready, beautifully maintained 4-bedroom, 2-bathroom home offers a desirable split floor plan with well-defined living spaces, a formal dining room, and a 2-car garage. The kitchen shines with granite countertops and all appliances included. Retreat to the spacious primary suite featuring dual sinks, a separate shower, and a soaking tub. Outside, enjoy a covered lanai and generous space between neighboring homes — plus a driveway that accommodates up to 4 additional vehicles. Additional highlights: solar panels to be paid off at closing, no CDD, and a low HOA. Ideally located near The Country Club of Winter Haven, LEGOLAND Florida Resort, Newly opened Publix Shopping Center, dining, and major roads. Turnkey and ready for its next owner — schedule your showing today!

3729 Fieldstone Circle, Winter Haven
$298,900
4 Beds ⋅ 2 Baths ⋅ O6436054 MLS
Under contract-accepting backup offers. Move-in ready and beautifully maintained, this spacious 4-bedroom, 2-bathroom home features a desirable split floor plan with well-defined living spaces, a formal dining room, and a 2-car garage. The kitchen offers granite countertops and includes all appliances, while the double-door entry creates an inviting first impression. The spacious primary suite features dual sinks, a separate shower, and a soaking tub. The driveway accommodates parking for up to 4 vehicles, in addition to the 2-car garage. Enjoy generous space between neighboring homes and a large fenced backyard with three gates and a Covered Lanai, Additional features include solar panels, a water filtration system, no CDD, and a low HOA. Major updates include an A/C system replaced approximately 3 years ago, a new water heater installed approximately one month ago, and recent A/C maintenance. Conveniently located near The Country Club of Winter Haven, LEGOLAND Florida Resort, shopping, dining, and major roads. Turnkey and ready for its next owner!

3722 Fieldstone Circle, Winter Haven
$695,000
3 Beds ⋅ 3 Baths ⋅ S5156088 MLS
Welcome to 2186 N Countryside Circle, a beautifully renovated two-story home offering 3 bedrooms, 2.5 bathrooms, and 2,398 square feet of heated living space in the desirable Country Club Townhouse Estates community. Extensively updated in 2026, this home combines a spacious floor plan with custom finishes and significant improvements to many of the home's major systems. The first floor offers generous living and entertaining areas finished with luxury white oak vinyl plank flooring, new baseboards, and fresh interior paint. At the end of the home is a completely redesigned kitchen featuring custom cabinetry, Calacatta Gold quartz countertops, and a stainless steel appliance package. A custom walk-in pantry with a glass door provides additional storage, while a hidden paneled door leads to a separate laundry room, keeping this functional space discreetly tucked away. A half bathroom is also conveniently located downstairs. The windows and glass doors bring natural light into the living space and provide an easy transition to the outdoor area. All three bedrooms are located upstairs, creating separation between the home's entertaining and private spaces. New interior doors, baseboards, and ceiling fans in each bedroom complete the updated interior. The renovation extends well beyond the finishes. Improvements completed in 2026 include a new mansard roof, complete repipe, new plumbing fixtures and toilets, new interior and exterior electrical panels, a new water heater, a new downstairs A/C system, new interior and exterior paint, a new 96-inch sliding glass door, and a new garage door opener. The upstairs A/C was replaced in 2018. Located near the highly sought-after Country Club of Orlando, this home offers convenient access to some of Central Orlando's most popular areas. College Park and Downtown Orlando are just minutes away, with easy access to I-4 connecting you to surrounding business districts, dining, shopping, entertainment and major employment centers. With nearly 2,400 square feet of living space, a thoughtfully redesigned kitchen, custom pantry, hidden laundry room and extensive updates completed in 2026, this home offers much more than a cosmetic renovation. It is move-in ready and provides the space, finishes, and location to enjoy from day one. Schedule your private showing to experience 2186 N Countryside Circle in person.

2186 Countryside Circle N, Orlando
$480,000
4 Beds ⋅ 3 Baths ⋅ TB8539874 MLS
Under contract-accepting backup offers. This beautiful 4 bedroom, 3 bathroom single family pool home that combines comfort, functionality and Florida living at its best. Home has a spacious living area and seamless flow into the dining area, kitchen and screened pool area which provides a perfect setting for relaxing, entertaining and enjoying outdoor living. Conveniently located near shopping, dining, parks and famous Gulf beaches.

1255 Palmetto Street, Clearwater
$322,500
3 Beds ⋅ 2 Baths ⋅ TB8538254 MLS
Here is one you don't want to miss!!! Welcome to 1241 Nicholson Street, a 3-bedroom, 2-bath home offering recent improvements, flexible living space, and a generously sized fenced backyard. A new roof and fresh interior and exterior paint provide a strong start, while the updated kitchen features granite countertops, stainless-steel appliances, ample cabinetry, and a practical layout for everyday use. The adjoining living and dining combination creates a comfortable central gathering space, and the bonus room offers additional flexibility as a home office, playroom, hobby area, media room, or second sitting area. The primary bedroom includes its own private bathroom, while the two secondary bedrooms share a previously refreshed guest bath. Both bathrooms have received updates while still leaving room for future personalization. Additional features include a one-car garage and a large fenced backyard with space to create a patio or grilling area, add gardens or play equipment, provide room for pets, or explore the possibility of a future pool, subject to applicable zoning, permitting, and setback requirements. Conveniently located near shopping, dining, schools, and major roadways, the property is approximately 2 miles from Downtown Clearwater and Coachman Park, about 3 miles from BayCare Ballpark, and approximately 6 miles from Clearwater Beach. Nearby recreational options include Crest Lake Park, the Pinellas Trail, Clearwater Country Club, waterfront activities, and the shops, restaurants, and community events found in Downtown Clearwater and nearby Dunedin. The location also provides access to U.S. Highway 19, Gulf-to-Bay Boulevard, and area employment and entertainment destinations throughout Pinellas County and Tampa Bay. All information is believed to be accurate but is not guaranteed. Buyers and agents are encouraged to verify all measurements, room dimensions, property features, permit history, zoning, school information, distances, and any other facts or information pertinent to their purchase decision.

1241 Nicholson Street, Clearwater
$339,000
3 Beds ⋅ 2 Baths ⋅ O6431868 MLS
Well Maintained 3/2/2 boasting over 1,800 sq ft. of living space as well as an under roof, screened 20x10 lanai. Major systems are all newer (Roof - 2024, HVAC - 2018, Water Heater - 2023) and the Electrical Panel is up to code. (Square D) Amenities include a fully paid off roof solar package done in 2021, a whole house replumb in 2024 and a complete garage door and assembly replacement in 2018. No HOA and a well for irrigating the nearly half acre yard aid significantly in keeping bills low.

2117 Yorkshire Drive, Deland
$319,900
4 Beds ⋅ 3 Baths ⋅ V4950401 MLS
Virtually Staged. Welcome to this spacious 4-bedroom, 3-bath home . Home offers lots of updates, new kitchen cabinets, new flooring (upstairs), new paint inside and out, new ATU septic system, new hot water heater and lots more. The upper level features a beautifully updated kitchen with granite counter tops, a bright living and dining room combination, two generously sized bedrooms, and a full bath—perfect for everyday living and entertaining. Downstairs, you'll find a private primary bedroom with an en-suite, an additional bedroom, another full bath, and a spacious family room that opens to a large screened porch, creating the perfect space for relaxing or hosting family and friends. Situated on a quarter-acre lot, this property offers ample parking, a two-car carport, and a large utility/workshop that's ideal for hobbies, storage, or projects. With its versatile floor plan, peaceful setting, and convenient location, this home offers the perfect combination of comfort, space, and functionality. Tucked away near the end of a quiet cul-de-sac in a quiet neighborhood, just minutes from charming downtown DeLand and convenient access to I-4.

2094 Penn Drive, Deland
$259,999
2 Beds ⋅ 1 Baths ⋅ TB8533627 MLS
Tucked away in a quiet, family-friendly neighborhood, this 2-bedroom, 1-bathroom home is packed with major upgrades and long-term savings. Outfitted with full impact windows and sliders, energy-saving solar panels to keep power bills low, and a covered terrace that leads out to an unusually large backyard with plenty of space to relax or entertain. Located just 2 miles from Hudson Beach Park, minutes from historic Tarpon Springs, and a short drive to Sunset Beach and Pine Island. Super Walmart, dining, shopping, and everyday essentials are all right around the corner.

7407 University Drive, Hudson
$252,000
3 Beds ⋅ 1 Baths ⋅ O6424037 MLS
Welcome home to this charming, fully remodeled single-story concrete block home in the peaceful Country Club Estates neighborhood of Fort Meade! Nestled at 607 Walnut Drive, this delightful residence offers 3 bedrooms, 1 bathroom, and approximately 884 square feet of comfortable living space on a spacious 0.29-acre lot filled with possibilities. With its solid masonry construction, convenient carport, and upgraded 200-amp electrical service, this lovingly updated home feels warm and inviting throughout. Fresh updates make it easy to move right in and create lasting memories with family and friends. The generous lot provides a wonderful outdoor retreat—perfect for gardening, relaxing under the trees, entertaining, or simply enjoying Florida’s beautiful weather. Located on a quiet street, you’ll love the friendly small-town atmosphere with easy access to US 17 and nearby conveniences, while being zoned for Fort Meade schools. This beautiful jam is ready for its next chapter. Schedule your private showing today and fall in love with 607 Walnut Drive!

607 Walnut Drive, Fort Meade
$459,990
5 Beds ⋅ 3 Baths ⋅ L4962714 MLS
Under contract-accepting backup offers. PRICE DROP! Poolside Paradise, Stylish Updates & Exceptional Outdoor Living! Welcome to this beautifully appointed five-bedroom, three-bath home offering a spacious layout, modern finishes, and an impressive screened-in pool area designed for year-round enjoyment. Ideally located with convenient access to Highway 27, this home combines everyday comfort with an entertainer’s dream backyard. A striking double-door entry opens to a bright, expansive floor plan featuring luxury vinyl plank flooring throughout the main living areas, plush carpeting in the bedrooms, and sleek tile in the bathrooms. High ceilings with double crown molding add an elegant touch, while the formal living and dining rooms provide inviting spaces for entertaining. The thoughtfully designed split-bedroom floor plan offers privacy and flexibility for family and guests. At the center of the home, the large open kitchen is sure to impress, featuring granite countertops, a MASSIVE ISLAND with seating for six, and stylish black stainless-steel appliances. The primary suite offers a peaceful retreat with abundant natural light and sliding glass doors leading directly to the covered lanai and pool area. Its spacious en-suite bathroom features a garden tub, separate walk-in shower, and a generous walk-in closet with built-in organization. Outside, the screened-in pool area truly takes center stage, featuring a heated saltwater pool, soothing water-feature fountain, BUILT IN TABLE AND STOOLS beneath a tiki umbrella, and a CHILD SAFETY FENCE. MARINE GRADE PRIVACY CURTAINS and LED lighting create the perfect setting for relaxing or entertaining well into the evening. The covered back patio is also plumbed and wired for an outdoor kitchen, providing an exciting opportunity to create your own custom outdoor entertaining space. The fully vinyl-fenced backyard offers privacy and plenty of room for children and pets to enjoy. An irrigation meter adds convenience and value by allowing the lawn irrigation system and exterior water hose to operate without sewer charges from the city. The home also FEATURES A WATER SOFTENER adding an extra layer of convenience for everyday living. Additional energy efficiency comes from the home's solar panel system, with an assumable lease currently at approximately $145 per month and an approximate remaining balance of $20,000, offering the opportunity to enjoy renewable energy while potentially reducing monthly utility expenses. With a new roof being installed by the seller before closing, buyers can enjoy added peace of mind along with the home's spacious interior, desirable split-bedroom layout, resort-style pool area, upgraded kitchen, fenced backyard, and solar benefits. With its convenient Winter Haven location, easy access to major roadways, nearby amenities, and exceptional outdoor living spaces, this home offers an outstanding combination of comfort, convenience, and Florida lifestyle.

3749 Fieldstone Circle, Winter Haven
$497,000
2 Beds ⋅ 2 Baths ⋅ N6144712 MLS
Location! Location! Location! Located in the highly sought-after heart of Venice Island, this charming home at 814 Guild Dr offers the perfect blend of coastal comfort and unbeatable convenience. And high and dry, never flooded! Step inside to find a beautifully designed interior that feels incredibly light, bright, and open, creating an inviting and airy atmosphere perfect for relaxing or entertaining. Beyond the front door, you are perfectly positioned to enjoy the very best of Venice: The Legacy Trail: Just steps away! A quick 2-minute walk (approx. 0.1 miles) connects you directly to this premier paved trail for miles of biking, walking, and running. Historic Downtown Venice: Only a 3-minute drive or a scenic 15-minute walk (approx. 0.7 miles) to incredible boutique shopping, award-winning dining, and local theater. Publix Super Market (Venice Shopping Center): An effortless 2-minute drive or 7-minute walk (approx. 0.4 miles) makes grocery runs a absolute breeze. Live where everything is just around the corner—beaches, parks, and daily conveniences are all within easy reach!

814 Guild Drive, Venice - Island
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