Country Club Estates Homes under $500,000

Welcome to Country Club Estates, an enchanting subdivision nestled in the heart of Florida, where the sun shines brightly and the lifestyle is as vibrant as the surroundings. This charming community offers a perfect blend of comfort, convenience, and a touch of luxury, making it an ideal place to call home.

Country Club Estates is known for its picturesque landscapes, well-maintained parks, and a friendly atmosphere that welcomes families and individuals alike. Here, residents enjoy a serene environment, complete with tree-lined streets and beautifully landscaped yards, creating an inviting ambiance for leisurely strolls and outdoor activities.

One of the standout features of Country Club Estates is its diverse range of homes available for under $500,000. Whether you're a first-time homebuyer, looking to downsize, or seeking a vacation getaway, this subdivision has something for everyone. From charming single-family homes to modern townhouses, each property boasts unique architectural styles and thoughtful layouts designed to cater to various lifestyles.

Living in Country Club Estates means you’re just moments away from an array of amenities. Enjoy quick access to shopping centers, dining options, and recreational facilities, all while being surrounded by the natural beauty that Florida has to offer. Plus, with easy access to major highways, you can explore nearby attractions, beaches, and cultural hotspots with ease.

Discover the perfect home in Country Club Estates, where affordability meets elegance, and a welcoming community awaits you. Experience the lifestyle you've always dreamed of in this beautiful Florida subdivision!

Newest Country Club Estates Homes under $500,000

$320,000

3 Beds ⋅ 2 Baths ⋅ N6146120 MLS

Boating Community on Venice Island. This home is a TRIPLE, 3 bedrooms!!!! This beautifully maintained 3 bedroom, 2 bath home offers a spacious open floor plan with an abundance of natural light and high ceilings. Living Room/Dining Room Combo has lots of room for entertaining. Enclosed lanai for relaxing with your morning coffee or evening dinner and drinks. Roof 2023, microwave 2024, washer and dryer 2025, range 2025, hot water heater 2022. This home is move in ready. Storage in back attached to exterior of home, 10 x 11 for storing your bikes to ride on the Venetian Trail. 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.

634 Leisure, Venice - Island

Listing courtesy of COUNTRY CLUB ESTATES SALES INC. 941-486-0591

$324,900

3 Beds ⋅ 3 Baths ⋅ TB8555455 MLS

WELCOME TO 7401 COUNTRY CLUB DR!!!! This beautifully FULL RENOVATED home is truly move-in ready! Everything has been updated from top to bottom, including a NEW ROOF, NEW A/C SYSTEM, NEW FLOORING, throughout, NEW INTERIOR AND EXTERIOR PAINT, THREE COMPLETELY RENOVATED BATHROOMS, A BRAND-NEW KITCHEN, NEW APPLIANCES, and NEW CABINETRY. No detail has been overlooked! NO FLOOD ZONE!! Enjoy the comfort and peace of mind of a home where all the major updates have already been completed. Conveniently located in Hudson near shopping, dining, medical facilities, and major roadways. Don't miss this beautifully updated home yours. Schedule your private showing today.

7401 Country Club Drive, Hudson

Listing courtesy of FRIENDS REALTY LLC. 813-464-1640

$345,000

2 Beds ⋅ 2 Baths ⋅ N6146038 MLS

BOATING COMMUNITY!!! A beautifully maintained home built in 2021. Located in the desirable Country Club Estates, a vibrant 55+ golf-cart-friendly community known for its active lifestyle and friendly neighbors. This 2 bedroom, 2 bath home, also, has a bonus room that can be a third bedroom or used as an office, workout room, reading, music or sewing/craft room. The front porch is screen enclosed, for having coffee in the morning, and welcoming guests during the day. The home offers modern construction, built to all modern hurricane standards by Jacobson home. The thoughtful design, and the ease of low-maintenance Florida living. Open floor plan with spacious living room, kitchen, island, stainless steel appliances. You will love entertaining in this beautiful open space. Large master bedroom with huge walk in closet. Master bath with shower, double sinks and built in cabinets. Large utility room that allows for a side-by-side washer and dryer. Large shed. This community is located on Venice Island and is resort-style living! 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. Ideally situated just minutes from Downtown Venice, you’ll enjoy convenient access to charming boutiques, top-rated restaurants, sidewalk cafés, weekly farmers markets, community festivals, and a lively arts and cultural scene. Spend your days soaking up the sun at Venice’s pristine Gulf beaches, famous for their soft sand, warm waters, and spectacular sunsets—all just a short drive or golf cart ride away. Commuting and travel are effortless with nearby access to US-41 and I-75, connecting you quickly to surrounding areas, airports, and everything the Gulf Coast features. Whether you’re heading out for a day trip, welcoming visiting family, or simply enjoying local conveniences, this location delivers exceptional accessibility without sacrificing tranquility. Whether you’re seeking a full-time residence or a seasonal retreat, 612 Carefree presents an outstanding opportunity to enjoy modern living in one of Venice’s most desirable 55+ communities. And it's insurable!

612 Carefree, Venice - Island

Listing courtesy of COUNTRY CLUB ESTATES SALES INC. 941-486-0591

$265,000

3 Beds ⋅ 2 Baths ⋅ TB8553045 MLS

NO HOA, SINGLE-STORY LIVING, VAULTED CEILINGS! 3-bedroom, 2-bath Hudson home offering 1,267 square feet in Country Club Estates. Inside, the bright, open layout features ceramic tile throughout the main living areas, vaulted ceilings, and sliding glass doors that fill the space with natural light. The kitchen offers ample cabinetry and counter space, a breakfast bar, electric range, and microwave, with an open connection to the dining and living areas. The spacious primary bedroom features a walk-in closet and private bath with dual sinks. Two additional bedrooms and a second full bath provide flexible space for guests, a home office, or hobbies. Outside, enjoy a 7,021-square-foot lot with mature landscaping, backyard space, and a small rear deck. Conveniently located near Hudson shopping, dining, recreation, and major roadways. This Hudson home offers flexibility, convenience, and plenty of opportunity to make it your own.

12617 Social Drive, Hudson

Listing courtesy of 54 REALTY LLC. 813-435-5411

$219,000

2 Beds ⋅ 2 Baths ⋅ N6145849 MLS

Welcome to your perfect Florida retreat! This spacious 2-bedroom, 1.5-bath home offers so much more than meets the eye. Featuring two bonus rooms plus a separate laundry room, you'll have plenty of space for guests, hobbies, a home office, craft room, or extra storage. Love the outdoors? This home is located in the desirable dog-friendly area and backs directly to the Venetian Waterway trail, providing convenient access for walking, biking, jogging, and enjoying time with your furry friends right from your backyard. It’s also just a stroll away from Publix, shops, and delicious restaurants, and less than one and a half miles from the beautiful sunsets at the beach. Relax with your morning coffee on the inviting front porch and enjoy the peaceful Florida lifestyle you've been dreaming about. Plus, you're just minutes from Publix, the delightful quaint shops in downtown Venice, Farmer's market, the new hospital, and all the local beaches. Exceptional Community Amenities Include: Heated swimming pool & hot tub Boat slips available for rent with direct access to the Intracoastal Waterway and Gulf Waterfront clubhouse where dolphins and manatees are frequent visitors Second clubhouse featuring a full kitchen, stage, live entertainment, dancing, and community productions Pickleball, shuffleboard, cornhole, ping pong, and billiards Fitness center Library and sewing room Active social calendar including poker, bridge, trivia, bingo, book clubs, and countless special-interest groups Golf cart parades, scavenger hunts, and year-round community events Whether you're seeking an active lifestyle, a boating paradise, or simply a welcoming community filled with friends and fun, this home delivers it all. Live where every day feels like a vacation—close to beaches, boating, shopping, dining, and all the charm of historic Venice. Schedule your private showing today and discover why so many residents love calling this vibrant waterfront community home!

603 S Green Circle, Venice - Island

Listing courtesy of WHITE SANDS REALTY GROUP FL. 941-923-5835

$290,000

2 Beds ⋅ 2 Baths ⋅ D6148842 MLS

Welcome to 821 Bogie in Country Club Estates on Venice Island! This beautifully kept 2 bedroom, 2 bath double-wide offers 1,245 sq ft of bright, open living, with the kitchen, dining and living areas flowing together. The kitchen has a lot of space with updated shaker style cabinetry, stone countertops, stainless steel appliances and a center island, all set on easy-care wood-look flooring. There is an extra bonus room off the living room that would be a perfect home offer or hobby room. Ceiling fans, window treatments and plenty of natural light add to the comfortable feel. Both baths are nicely appointed, including a walk-in glass shower. Enjoy Florida mornings on the covered, screened side porch, plus a NEWER carport, outdoor storage, low-maintenance vinyl siding and a membrane roof. Situated on a highly desirable corner lot in flood zone X with public water and sewer. Residents enjoy an amenity-rich 55+ community featuring a heated pool and spa, fitness center, pickleball courts, library, and a vibrant social calendar with activities like billiards, shuffleboard, bingo, cards, and more. Bring the boat! Optional boat slips (sailboats welcome) are available exclusively for owners (additional fee), making this a true coastal retreat. Ideally located just one mile from historic downtown Venice, you’ll love the boutique shopping, sidewalk cafés, dining, and performing arts. Venice Beach is less than two miles away, offering easy access to the Gulf’s stunning shoreline. With LOW HOA fees and located in the desirable X flood zone (no flood insurance required with most lenders), this is a great opportunity to enjoy affordable Venice Island living at its best.

821 Bogie, Venice - Island

Listing courtesy of RE/MAX PALM REALTY OF VENICE. 941-451-2025

$220,000

2 Beds ⋅ 2 Baths ⋅ TB8547814 MLS

An excellent opportunity to acquire a 3-bedroom, 2-bathroom home in Hudson. The property offers great potential—let your imagination run wild and customize it to your liking. The roof was replaced in 2021, and the water heater in 2016. The garage has been converted into a separate apartment. It features a spacious backyard—ideal for gardening and social gatherings—and the property is fully fenced. There is an additional room off the kitchen with sliding doors opening onto the large patio. Ideally located near shops, entertainment, restaurants, medical facilities, and beaches, this home is perfect for generating extra income while you live there, helping to offset the cost of ownership.An excellent price and a quiet place.

7306 Windsor Street, Hudson

Listing courtesy of PEOPLE'S CHOICE REALTY SVC LLC. 813-933-0677

$499,000

2 Beds ⋅ 2 Baths ⋅ N6145844 MLS

WATERVIEW! BOATING COMMUNITY! Watch the holiday boat parade from your home, that has been traveling down this waterway for 37 years. This home not only has a beautiful water view, but it is insurable, only 10 years old and looks brand new. Two bedrooms, two baths, open floor plan. Living room, dining room and kitchen all look out to boats traveling down the intracoastal waterway. If you have a boat, there are slips and lifts available in the harbor of CCE. Skylights in almost every room. Two in the living room, one in the bedroom, both baths, hall and even the utility room. A quick trip to the Gulf of Mexico, or just outside on your patio and enjoy your view. Inside utility has a washer, dryer and laundry sink. Fans in both bedrooms and two fans in the living room. Spacious storage, with a pulldown stair for extra loft storage. And another storage in the back. Large driveway. Car and golf cart can easily sit side by side. 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.

822 S Waterway, Venice - Island

Listing courtesy of COUNTRY CLUB ESTATES SALES INC. 941-486-0591

$290,000

4 Beds ⋅ 2 Baths ⋅ O6441991 MLS

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

Listing courtesy of COLDWELL BANKER REALTY. 407-647-1211

$235,000

2 Beds ⋅ 2 Baths ⋅ N6145730 MLS

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 - Island

Listing courtesy of COUNTRY CLUB ESTATES SALES INC. 941-486-0591

$165,000

2 Beds ⋅ 2 Baths ⋅ N6145727 MLS

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 - Island

Listing courtesy of COUNTRY CLUB ESTATES SALES INC. 941-486-0591

$349,000

2 Beds ⋅ 2 Baths ⋅ N6145598 MLS

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 - Island

Listing courtesy of COUNTRY CLUB ESTATES SALES INC. 941-486-0591

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.