Country Club Estates Homes for Sale

Country Club Estates Homes for Sale

Welcome to Country Club Estates, a picturesque subdivision nestled in the heart of sunny Florida. This charming community is known for its tranquil atmosphere, lush landscaping, and a welcoming sense of belonging that makes it perfect for families, retirees, and everyone in between.

Country Club Estates boasts a variety of homes for sale, each offering unique architectural styles and modern amenities. From spacious single-family homes to cozy townhouses, there’s something for everyone in this delightful neighborhood. Many residences feature open floor plans, gourmet kitchens, and beautifully landscaped yards, perfect for entertaining or enjoying peaceful evenings under the stars.

One of the standout features of Country Club Estates is its proximity to top-rated schools, shopping centers, and recreational facilities. Residents can take advantage of nearby golf courses, parks, and walking trails, making it easy to embrace an active lifestyle. For those who love the outdoors, the stunning beaches of Florida’s Gulf Coast are just a short drive away, providing endless opportunities for sun-soaked adventures.

The community spirit in Country Club Estates is palpable, with regular events and gatherings that foster connections among neighbors. Whether it’s a weekend barbecue or a holiday celebration, you’ll find a warm and inviting atmosphere that truly feels like home.

If you’re looking for a place where comfort meets convenience, Country Club Estates is the ideal choice. Explore the available homes for sale today and discover your dream home in this enchanting Florida community!

Newest Country Club Estates Homes for Sale

749 Westchester Drive, Deland
$475,000
3 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 32724 Zip Code
Welcome to 749 Westchester Drive in DeLand, where timeless brick construction, exceptional curb appeal, and an impressive list of recent upgrades come together in this beautifully maintained single-story pool home. Situated on an elevated homesite with a spacious yard and a natural backdrop, this property offers privacy, comfort, and plenty of room to enjoy the Florida lifestyle. Featuring 3 to 4 bedrooms and a versatile floor plan, the home offers inviting living spaces highlighted by a charming wood-burning fireplace. Pride of ownership is evident throughout, with major improvements that provide added value and peace of mind. Recent updates include a NEW ROOF (2025), NEW ANDERSEN WINDOWS AND DOORS (2025), NEW DUCTWORK (2025), NEW WATER HEATER (2025), NEW GUTTERS (2025), NEW DRAIN FIELD (2026), NEW POOL PUMP (2026), AND NEW CARPET (2026). Step outside to your own private retreat, featuring a spacious covered lanai overlooking the screened swimming pool. Whether enjoying your morning coffee, hosting weekend gatherings, or simply unwinding at the end of the day, this outdoor living space is designed for year-round enjoyment. Beyond the pool, the expansive backyard is framed by mature trees and natural greenery, creating a peaceful setting with room to relax and entertain. The home's elevated position, attractive brick exterior, and welcoming landscaping complete its impressive curb appeal. With so many significant improvements already completed, this home is ready for its next chapter. Schedule your private showing today!

749 Westchester Drive, Deland

842 Guild Drive, Venice
$540,000
2 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 34285 Zip Code
THE ISLAND IS CALLING! Welcome to 842 Guild Drive on coveted Venice Island! This colorful tropical retreat is a unique mid-century-inspired octagon-designed home and truly a rare gem! Custom-built in 2016, this unique block home showcases distinctive architectural details, including angled walls, a round stained glass window, an octagon ceiling centerpiece, stylish columns, and molding with undermounted lighting. For peace of mind, IMPACT WINDOWS & DOORS, A METAL ROOF and NO ZONE make this home's insurance desirable! Offered TURNKEY FURNISHED, this home is filled with sleek beachy décor and colorful artwork—just bring your suitcase and start enjoying Venice Island! The thoughtfully designed split floor plan features 2 bedrooms, 2 bathrooms, with 1,300 sqft of comfortable living space. An airy, open-concept layout creates an inviting atmosphere for everyday living and entertaining. Set on nearly 1/4 acre, the property features lush, maintenance-free tropical rock landscaping that perfectly complements the island lifestyle and features an irrigation system! The outdoor living spaces are equally impressive. Recent 2025 updates include fresh interior and exterior paint, gorgous granite counter tops, a paver entry walkway, and a fabulous covered gazebo patio just off the kitchen, perfect for grilling, relaxing, and entertaining! Plus, a separate paved fire-pit area creates another inviting gathering space, surrounded by an array of tropical palms, including Eureka, Royal, Alexander, and bamboo palms. There’s even a sandy play area for the kids! A shed is tucked in the back to hide your beach gear, and three sides of the property are fenced, so simply add front side gates and your backyard will be completely enclosed. This location makes island living especially easy with Venice Beach just 2 miles away! The historic Venice Theatre, restaurants and boutique shops are all within a quick one mile distance! Plus, the renowned Legacy Bike Trail is just blocks from your front door, offering the perfect opportunity to hop on a bike and enjoy a quick scenic ride along the Intracoastal waterway! Embrace the relaxed Venice Island lifestyle—make plans to purchase a golf cart to buzz downtown, or enjoy a day at the beach! Maybe you'll even make "Yoga on the Beach" part of your new routine! Don't forgot to ASK TO SEE THE VIDEO of this amazing property!

842 Guild Drive, Venice

4856 Summerfield Circle, Winter Haven
$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

2186 Countryside Circle N, Orlando
$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

1241 Nicholson Street, Clearwater
$305,000
3 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 33755 Zip Code
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, a generously sized fenced backyard, and an AMAZING NEW PRICE! 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

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