Country Club Estates Real Estate

Country Club Estates Real Estate

Welcome to Country Club Estates, a hidden gem nestled in the heart of sunny Florida! This charming subdivision offers an idyllic blend of serene living and vibrant community life, making it the perfect place for families, retirees, and everyone in between.

Country Club Estates is characterized by its beautifully landscaped streets, lined with stunning homes that reflect a variety of architectural styles. Whether you're seeking a cozy single-family home or a spacious estate, you'll find properties here that cater to diverse tastes and lifestyles. The community is known for its friendly neighbors and strong sense of camaraderie, creating an inviting atmosphere that welcomes newcomers with open arms.

One of the standout features of Country Club Estates is its proximity to recreational amenities. Residents enjoy easy access to well-maintained golf courses, picturesque parks, and sparkling lakes, perfect for outdoor enthusiasts. The area is also home to a variety of shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away.

Families will appreciate the highly-rated schools nearby, providing excellent educational opportunities for children of all ages. Additionally, the community hosts various events and activities throughout the year, fostering a tight-knit environment where friendships flourish.

With its perfect blend of tranquility and convenience, Country Club Estates is more than just a place to live; it’s a lifestyle. Experience the charm of this delightful community and discover why so many choose to call Country Club Estates home. Your dream home awaits in this beautiful Florida oasis!

Newest Listings in Country Club Estates

$290,000
4 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 33881 Zip Code
Virtually Staged. Welcome to this inviting 4-bedroom, 2-bath home in Country Club Estates, offering a comfortable open layout, beautiful pond views, and a convenient Winter Haven location. With a brand-new roof, this home is ready for its next owner to move in and make it their own. Step inside to a bright, open living and dining area with high ceilings and plenty of natural light. The kitchen overlooks the main living space and features granite countertops, abundant cabinetry, a breakfast bar, and a functional layout that makes everyday living and entertaining easy. The spacious primary suite offers a private retreat with a large walk-in closet and an ensuite bath featuring a granite-topped vanity and tiled walk-in shower. Three additional bedrooms provide plenty of flexibility for family, guests, a home office, or hobby space. One of the home's best features is out back. The screened lanai overlooks the backyard and pond, creating a relaxing place to enjoy your morning coffee, unwind in the evening, or simply take in the peaceful water views. Step outside and enjoy the open backyard with **direct pond frontage and the opportunity to fish right from your own backyard. The location adds even more appeal. A brand-new Publix shopping complex is conveniently located just before the entrance to Country Club Estates, putting groceries and everyday necessities just minutes from home. You're also close to Downtown Winter Haven's restaurants, shopping, entertainment, and the area's Chain of Lakes, while LEGOLAND Florida Resort is just a short drive away. For those looking to enjoy everything Central Florida has to offer, Winter Haven provides convenient access toward Orlando and its world-famous theme parks, while also keeping Tampa, Clearwater Beach, St. Petersburg, and Florida's Gulf Coast within reach for day trips and weekend getaways. With four bedrooms, a brand-new roof, screened lanai, pond frontage, fishing opportunities, a two-car garage, and a highly convenient location, this Country Club Estates home brings together the features buyers are looking for in the Florida lifestyle.

4856 Summerfield Circle, Winter Haven
$439,000
3 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 32724 Zip Code
This well-kept DeLand home has been thoughtfully renovated to enhance everyday living while preserving the charm of the original house. A 2024 renovation opened up the space and doubled the size of the kitchen, creating a large, inviting area with beautiful finishes, soft-close cabinets, and plenty of room to cook, gather and entertain. The renovation also added a flexible bonus room that could easily serve as an additional bedroom, home office or sitting room. The primary bedroom features a walk-in closet with custom built-ins. A cozy sitting area with a wood-burning fireplace adds warmth and character, creating a welcoming space to relax while maintaining the home’s original charm. The home also offers the convenience of an indoor laundry room. All windows were replaced with double-pane, insulated windows in 2024 as well. Outside, the large fenced-in backyard is surrounded by mature landscaping, creating a private and inviting outdoor space with plenty of room to relax, entertain, play or enjoy the Florida sunshine. An outdoor shower adds an extra touch of convenience. The finishes throughout the home are impressive, and it’s clear the property has been exceptionally well cared for. Located in a desirable, established neighborhood with no HOA, this is a home that feels just as good in person as it looks in the photos.

2040 Larchmont Drive, Deland
$235,000
2 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 34285 Zip Code
BOATING COMMUNITY! You won't believe the size of this living room, dining room, kitchen, and island combination. Invite your friends and family for great entertainment. It has two bedrooms and two bathrooms and an enclosed sunroom. Check out the picture of the sunroom. Enjoy a book, coffee or just time alone. Furnished and ready for a new owner.  Resort Style Living! Golf cart to all amenities. This beautiful community is located on Venice Island. Enjoy the heated pool with water aerobics and exercise classes. Country Club Estates has two clubhouses, both with kitchens. One clubhouse has a stage for bands and performances, the other overlooks the waterway with rented boat slips for the residents. From the boat club to the book club, you will probably find it here. Pickleball, shuffleboard, cornhole, billiards, ping pong, library, fitness center, most card games, karaoke, events planned for the holiday, local bands and DJ's for dances, neighborhood parades and scavenger hunts. Too many to list everything. Come and see for yourself.

814 Turf, Venice
$165,000
2 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 34285 Zip Code
Well maintained 2 Bedroom, 1.5 Bath home. Spacious living room and dining area. Kitchen has lots of cabinet space and a window for looking outdoors. Have your cup of coffee, or a glass of iced tea on the enclosed front porch. Huge sunroom with storage, washer, dryer and shower. Perfect after working outside. It is perfect for a seasonal retreat or a low maintenance year-round residence. Completely furnished, including linens, cookware, flatware, glassware and silverware. Newer plumbing, and hot water heater 2020, Central Air/Heat February 2022. Just pack your bags and move right in!!! Various hand and gardening tools. Fruiting delicious fig tree in the backyard. Community includes a spacious swimming pool, hot tub, two clubhouses, pickle ball, shuffleboard, with many clubs and weekly activities. Walk to the on-site Intracoastal Waterway for fishing and viewing wildlife. Extensive harbor with boat slips. 0.2 miles to a large Publix, five minutes to beautiful gulf beaches and 1 mile from Historic Downtown Venice, with great shopping and fine dining. Beach chairs and umbrella, BBQ grill.

714 S Green Circle, Venice
$295,000
3 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 33881 Zip Code
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
$349,000
2 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 34285 Zip Code
BOATING COMMUNITY! Picture perfect! Move in ready! This beautiful home has 2 bedrooms with 2 full baths, and a bonus room that can be used for an additional guest room or sitting/reading room. The floors are manufactured wood, with the exception of the bathrooms, that are ceramic tile. Kitchen and both bathrooms have beautiful granite counter tops. Kitchen has all stainless-steel appliances, and your washer and dryer are in the home. The rooms have unique lighting on the ceiling in many of the rooms. Plantation shutters throughout the house. Spacious living room with vaulted ceilings. Hurricane Shutters, Roof 2025, Air conditioning 2025, Hot Water Heater 2023, double driveway, outdoor covered sitting area, air conditioned and insulated Shed/Storage. Home is insured. It has a Terminix Contract. And if that isn't enough, it backs up to the trail and it's in the dog area. This is resort style living. This beautiful community is located on Venice Island. Enjoy the heated pool with water aerobics and exercise classes, Country Club Estates has two clubhouses. Both with kitchens. One clubhouse has a stage for bands and performances. The other overlooks the waterway with rented boat slips for the residents. From the boat club to the book club, you will probably find it here. Pickleball, shuffleboard, corn hole, billiards, ping pong, library, fitness center, most card games, karaoke, events planned for the holiday, local bands and DJ's for dances, neighborhood parades and scavenger hunts. Too many to list. This is not just a place to live--it is a lifestyle. Come see for yourself. Come see this home. You won’t be disappointed.

772 N Green Circle, Venice
$684,000
3 Beds ⋅ 3 Baths ⋅ Country Club Estates SubDv. ⋅ 32804 Zip Code
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
$199,000
1 Beds ⋅ 1 Baths ⋅ Country Club Estates SubDv. ⋅ 34285 Zip Code
BOATING COMMUNITY ON VENICE ISLAND...... AND... IT'S IN THE DOG AREA. COME SEE THIS HOME AND MOVE RIGHT IN. BEAUTIFULLY UPDATED, NEWER FLOORING, KITCHEN HAS GRANITE COUNTER TOPS. LARGE LIVING AREA FOR ENTERTAINING. IT BACKS UP TO THE LEGACY TRAIL, EASY ACCESS TO WALK YOUR DOG. TAKE A WALK OR RIDE YOUR BIKE. THE COMMUNITY INCLUDES TWO CLUBHOUSES, BOTH WITH FULL KITCHENS. ONE HAS A STAGE FOR THE MANY PRODUCTIONS, AND BANDS FOR ENTERTAINMENT AND DANCING. THE OTHER SITS ON THE WATERWAY WITH MANY DOLPHIN AND MANATEE SIGHTINGS. BOAT SLIPS AVAILABLE TO RENT, WITH EASY ACCESS TO THE INTRACOASTAL WATERWAY AND GULF. THERE IS A HEATED POOL AND HOT TUB, PICKLEBALL, CORNHOLE, SHUFFLEBOARD, A FITNESS CENTER, LIBRARY, SEWING ROOM, PING PONG, BILLIARDS. BOOK CLUB, POKER, BRIDGE, TRIVIA, BINGO, TOO MANY GROUPS TO MENTION. GOLF CART PARADES AND SCAVENGER HUNTS. EASY ACCESS TO SHOPPING, BEACH, HISTORIC DOWNTOWN VENICE. ACCESS TO TRAIL, FOR WALKING OR RIDING YOUR BIKE. YOU WON'T BE DISAPPOINTED

813 S Green Circle, Venice
$339,000
3 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 32724 Zip Code
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
$375,000
2 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 34285 Zip Code
When you say LOCATION, this is the heart of Country Club Estates LOCATION. When you look at the pictures, you will see the many beautiful water views of the harbor and intracoastal waterway. Updated and open floor plan is perfect for entertaining. Sit out front and enjoy the harbor with the many dolphin and manatee sightings. Even while you are preparing your meals, there is a window looking out at the waterway. Large carport with a storage shed, and patio in the back with another storage shed. This is resort style living. This beautiful community is located on Venice Island. Enjoy the heated pool with water aerobics and exercise classes, Country Club Estates has two clubhouses. Both with kitchens. One clubhouse has a stage for bands and performances. The other overlooks the waterway with rented boat slips for the residents. From the boat club to the book club, you will probably find it here. Pickleball, shuffleboard, corn hole, billiards, ping pong, library, fitness center, most card games, karaoke, events planned for the holiday, local bands and DJ's for dances, neighborhood parades and scavenger hunts. Too many to list. This is not just a place to live--it is a lifestyle. Come see for yourself. Come see this home. You won’t be disappointed.

801 S Waterway, Venice
$234,900
2 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 34285 Zip Code
LOCATION, LOCATION, LOCATION!!! Welcome to Paradise! This beautiful 2-bedroom, 1.5-bath home is located on the island and Intracoastal Waterway along the Legacy Trail in an active 55+ resident-owned community of Country Club Estates! The property features modern updates throughout, including new high-performance laminated flooring, newly renovated kitchen with new appliances, new roof (2020), new AC (2022), new windows (2023), and new washer/dryer located inside, making it completely move-in ready! A new bonus room built in 2024 offers flexible space for an office, storage, or whatever fits your lifestyle. The home is in an X flood zone (17 feet above sea-level) with no damage from any storms, and comes with low HOA fees plus incredible amenities including a private 120-slip harbor, two clubhouses, heated pool and spa, tennis, pickleball, fitness room, arts and crafts studios, and endless social activities. Enjoy your covered carport (perfect for screening in) and peaceful backyard patio for outdoor entertaining. The location can't be beat: less than 1.5 miles from historic downtown Venice, only 2 miles from Venice Beach, and right on the Venetian Waterway Trail with walking or biking access to Saturday farmer's markets, festivals, restaurants, shops, and the Gulf of Mexico just minutes away. Perfect for snowbirds with only a 1-month rental minimum requirement - making this an excellent income generator. This is your chance to own in one of Venice's top 10 best places to live on the coast! Located in one of Venice's top 10 Best Places to live on the coast, this community sits perfectly on the Intracoastal Waterway with 120 slips in our private harbor, just minutes from the open waters of the Gulf! Only 2 miles from VENICE BEACH, and less than 1.5 miles from HISTORICAL DOWNTOWN VENICE! The property's prime location adjacent to the Venetian Waterway Trail puts you within walking or biking distance to the farmer's market (every Saturday) festivals, restaurants, library, cultural events, shops, grocery stores, medical facilities and more!

808 S Green Circle, Venice
$319,900
4 Beds ⋅ 3 Baths ⋅ Country Club Estates SubDv. ⋅ 32724 Zip Code
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
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