Winter Haven Homes with Clubhouse Amenities

Winter Haven Homes with Clubhouse Amenities

Winter Haven, located in Polk County, Florida, is a charming city known for its beautiful landscapes and friendly community. With its mild winters and abundant sunshine, Winter Haven offers a desirable lifestyle for residents of all ages.

One of the appealing aspects of living in Winter Haven is the availability of homes with clubhouse amenities. These homes provide residents with a wide range of benefits and conveniences.

Clubhouse amenities typically include a variety of recreational facilities such as swimming pools, fitness centers, tennis courts, and social gathering spaces. These amenities are designed to enhance the quality of life for residents, promoting an active and engaging lifestyle.

Living in a home with clubhouse amenities offers numerous advantages. Residents can enjoy the convenience of having these facilities just steps away from their front door, making it easy to stay active and socialize with neighbors. Whether you're looking to relax by the pool, stay fit in the gym, or participate in community events, clubhouse amenities provide endless opportunities for enjoyment and connection.

In Winter Haven, you'll find a range of homes with clubhouse amenities to suit different preferences and budgets. From cozy condos to spacious single-family homes, there is something for everyone. So, if you're looking for a community that offers a vibrant lifestyle and access to clubhouse amenities, Winter Haven is the perfect place to call home.

Newest Winter Haven Homes with Clubhouse Amenities

$70,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
New Carpet throughout most of the home. Plus many of the windows have been updated to thermal pane insulated windows. If that is not enough the TPO roof was installed in December 2023. The home has a nice layout with a huge primary bedroom with huge walk in closet. Location is convenient in Oakwood Estates, a 55+ community, right across from the office and close proximity to one of the pools. Enjoy the many amenities at Oakwood including two pool, two clubhouses, miniature golf, fishing pier, shuffleboard and much, much more. Join in on the many activities including weekly Koffee Klatch, potluck meals, and dances. The two heated pools offer many hours of relaxation. Or just sit out on the screened front porch and watch the world go by. This home is priced to sell. Check it out today!!

4027 Rolling Oaks Drive, Winter Haven
$115,000
2 Beds ⋅ 2 Baths ⋅ Orange Manor West Coop Inc SubDv. ⋅ 33884 Zip Code
Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Located in Orange Manor West, it is one of the most popular 55+ communities in Winter Haven and surrounding area with many amenities. Pool, shuffle board, putt putt, horse shoes, crochet, bingo, lake access and much more. Legoland is around one mile away which is great for visiting family. This is a 1368 Square ft. 2 bedroom 2 bath 1984 with an attached enclosed Florida room and an enclosed carport with ac. The king size master bedroom has a walk-in closet and a private bathroom with a tub shower. It has an inside utility room with washer & dryer. The monthly maintenance fee is $279.00 a month which includes cable, internet, trash pickup, and amenities. This house is fully furnished and ready to move in. This is also a pet free community. While it is a great winter home get away, it can also be a year round retirement home. Come see it today. This one won't last long. All measurements are approximate and should be verified by the buyer.

113 Lake Hazel Drive, Winter Haven
$185,000
2 Beds ⋅ 1 Baths ⋅ Parkland Village SubDv. ⋅ 33880 Zip Code
Welcome home to this well-maintained 2-bedroom, 1-bath patio home located in the 55+ community of Parkland Village. This move-in-ready home offers numerous recent updates, including a new roof (December 2025), new windows (2024–2025), new A/C (2022), and a new refrigerator and stove (2026), providing comfort and peace of mind for years to come. Inside, you'll find thoughtful features such as vertical blinds, mirrored closet doors, and storm doors and shutters. The home also includes a private courtyard, perfect for relaxing or entertaining, along with a 1-car carport and a storage closet with a washer and dryer. Residents enjoy access to a recreation building and shuffleboard courts, while the low monthly HOA fee of just $110 includes grounds maintenance, making for easy, low-maintenance living. Conveniently located near shopping, banks, and restaurants, this home offers the perfect combination of comfort, convenience, and affordability. Don't miss this opportunity—schedule your private showing today!

790 Avenue Q Se, Winter Haven
$339,640
4 Beds ⋅ 3 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code
Under Construction. Beautiful 2 Level, 2 Car Garage Home with Open Concept Living and 4 Bedrooms! This Jupiter plan is Traditional elevation. The inviting front porch opens to a gracious foyer with the Primary suite on the first floor; it boasts an en suite bathroom with dual sink vanity, shower, private water closet, and large walk-in closet. The spacious family room is open to the dining area and adjacent kitchen. The 2nd level offers a spacious loft and 3 secondary bedrooms each with walk-in closets and a full bathroom.

349 Meredith Boulevard, Winter Haven
$356,315
4 Beds ⋅ 3 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code
Under Construction. Beautiful 2 Level, 2 Car Garage Home with Open Concept Living, Loft and 4 Bedrooms! This Naples is in Coastal Elevation. The inviting front porch opens to a gracious foyer with adjacent powder room. The well-appointed, island kitchen is open to the adjoining cafe and spacious family room. The primary suite boasts an en suite bathroom with dual sink vanity, shower, private water closet, and large walk-in closet. The 2nd level offers a spacious loft, 3 secondary bedrooms, each with walk-in closets, a full bathroom and a convenient laundry room.

816 Andrew Street, Winter Haven
$110,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Move right into this furnished home located in Oakwood Estates, a 55+ community. The carpet throughout the home is in excellent condition. The rooms are very spacious and inviting. The home has been very well maintained. The dishwasher was installed in 2018, the washer and dryer 2020, and the refrigerator in 2024. Enjoy the bonus room on the front of the home or sit and watch the world go by on the comfortable lanai. Oakwood Estates offers many activities and amenities. If you are looking for exercise, you can join in with the pool or indoor aerobics. Chair Yoga is offered twice a week, or play some pool volleyball. The tennis court has recently been refinished and there is a pickle ball group that meets three times a week. During the winter months, there are several exciting dances as well as many activities. If food is your thing, Oakwood offers potluck dinners, ice cream socials, and weekly coffee and donuts. If you are looking for full time or just part time, this is your opportunity to move into a wonderful community, conveniently priced.

4807 Plumwood Street, Winter Haven
$164,999
3 Beds ⋅ 2 Baths ⋅ Winter Ridge Condo SubDv. ⋅ 33881 Zip Code
This well-maintained unit is a corner lot unit with 3bed/2bath. Features: ceramic tiles flooring throughout, a huge living room and a kitchen with the laundry space area. The kitchen comes fully equipped with appliances, including a washer and dryer. Large Florida room with a separate A/C unit, could serve as a 4th bedroom/guest bedroom or play room. Two assigned parking spaces out front, one with aluminum carport. Additional guest parking is available near the unit with proper permit tags. Community for ALL Ages and conveniently located close to dining and stores. Low maintenance living with an HOA that takes care of it and include the home Insurance: covering roof maintenance and exterior building maintenance, landscaped grounds, road maintenance. Facilities: heated pool, clubhouse, shuffleboard and boat slip. Allows 2 pets under 40 pounds. Located just minutes from HWY 27. New roof installed in March 2025. Call today and schedule your private tour.

344 Winter Ridge Boulevard Unit 344, Winter Haven
$309,900
3 Beds ⋅ 2 Baths ⋅ Traditions Ph 01 SubDv. ⋅ 33884 Zip Code
Welcome to 2820 Traditions Blvd S, located in the desirable 55+ gated community of Traditions at Lake Ruby in Winter Haven. This well-maintained Augusta model offers 3 bedrooms, 2 bathrooms, a spacious 2-car garage, and a peaceful pond-front setting. This home is perfect for Florida living! The open and comfortable floor plan provides beautiful pond views from the kitchen, dining area, living room, primary suite, and enclosed patio, allowing you to enjoy the tranquil Florida surroundings throughout the home. The kitchen offers ample cabinetry and workspace, while the spacious living areas create an inviting environment for both everyday living and entertaining. The split bedroom layout provides privacy for owners and guests alike. The enclosed patio is a wonderful space to relax, enjoy your morning coffee, or unwind while taking in the water views. Just outside your door, enjoy all that Traditions at Lake Ruby community provides, including a clubhouse, resort-style amenities, pool, fitness facilities, and recreational opportunities designed for an active adult lifestyle. Conveniently located in Winter Haven with easy access to shopping, dining, medical facilities, golf, and Central Florida attractions. Whether you are looking for a full-time residence or a seasonal retreat, this home offers comfort, convenience, and the opportunity to enjoy the relaxed lifestyle of Traditions at Lake Ruby.

2820 Traditions Boulevard S, Winter Haven
$399,900
4 Beds ⋅ 3 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
Welcome to this beautifully maintained, energy-efficient 4-bedroom, 3-bath home in the highly desirable Traditions at Ruby Lake, a premier 55+ gated community offering the very best of Florida resort-style living. Situated on an oversized lot, this exceptional home features a desirable split floor plan Jack and Jill bathroom w/ walk-in tub and soaring high ceilings that create a bright, open, and spacious feel throughout. Thoughtfully upgraded for both comfort and efficiency, the home offers a spacious, expanded screened lanai with brick pavers—the perfect outdoor retreat for entertaining or enjoying a quiet evening—enhanced by customizable LED lighting to create the ideal ambiance. Energy-saving features include foam-core insulation in the concrete block walls, new Andersen windows, and a freshly painted exterior. Inside, you'll find hardwood flooring in the primary bedroom and front bedroom, which also makes an ideal home office. The kitchen is beautifully appointed with custom cabinetry, granite countertops, slate stainless steel appliances, and abundant storage. Custom maple shelving in the pantry, laundry room, and both linen closets adds both elegance and functionality. The primary bath also features granite countertops, completing the home's high-quality finishes. Designed for comfortable everyday living and effortless entertaining, this home offers generous living spaces that provide both privacy and flexibility for family and guests. HOA dues provide exceptional value and include weekly lawn and landscape maintenance, Spectrum TV service, and exterior house painting every seven years. Residents also enjoy full access to the community's impressive lakefront clubhouse, featuring a resort-style pool and spa, sauna, showers, a fully equipped fitness center, staffed front desk, library, business center, billiards room, craft room, and a spacious ballroom that hosts meetings, dances, entertainment, guest speakers, clubs, and social events. Outdoor amenities are equally impressive and include tennis, basketball, bocce ball, shuffleboard, pickleball, three community boat docks, a picturesque lakeside gazebo, and a paved walking path along the lake—perfect for morning strolls or evening exercise. If you're looking for a move-in-ready home with exceptional upgrades, low-maintenance living, and an active, resort-style lifestyle, this is the one you won't want to miss!

4132 Martindale Loop, Winter Haven
$409,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph I SubDv. ⋅ 33884 Zip Code
HOME FOR SALE IN LAKE ASHTON! Is 4052 Phoenician Way, Winter Haven, Florida YOUR next address? This 3 Bedroom, 2 Bath home with Golf Cart Entry is located on a large premium lot that abuts to the 13th Fairway of Lake Ashton's West Golf Course. The view from the wrap around covered and screened lanai includes a large pond that borders the 13th Hole with a farm pasture beyond. Home Highlights: CDD Debt Balance Paid in Full; Roof Replaced 2022; Water Heater Replaced 2022; A/C Heat Pump Replaced 2019. This home offers excellent curb appeal with a Widened Drive Way, Poured Curbing, Well Maintained Mature Landscape with Landscape Rock, Quoined Corners, Bay Window on the Front Bedroom, and arched Screened Entry. A paver walkway on the right side of the home connects the access door of the golf cart garage to the rear lanai. The interior of this home is warm and inviting with an Open and Spacious Living area. The Foyer, Dining, LR and Kitchen flow seamlessly together making entertaining a "breeze" in this home. The beautiful Bruce interlocking Engineered natural oak floors and the Plantation Shutters on the Side Lights of the Front Entry Door, Double Sliding Glass Doors in the Living Room, Bedroom 2 and Primary Bedroom accent the interior of this home- adding a touch of class. Crown molding gives definition to the Open Living area. The kitchen upgrades include: Granite counter tops, Maple Cabinets with raised panels, 3 banks of drawers, crown molding and a pantry. The refrigerator, microwave and disposal were replaced in 2026 and the range was replaced in 2023. A breakfast bar/snack bar and Dining areas are perfect for entertaining friends and family. Enter thru the 8' Front entry door with Eyebrow window above. To the left of the foyer are Bedrooms 2 and 3, a Linen Closet in the Hallway and a Guest Bathroom with shower/tub combo, accent window and comfort height vanity. A pocket door provides privacy to the Guest Bedroom area. The EXTENDED Primary Suite is located on the back on the home. It's the perfect place to relax after a long day in the sun. The Primary Suite offers a spacious sitting area and En-Suite with His/Her Walk in Closets, His/Her Separate Vanities, a large corner Soaking tub, a separate water room with a walk in shower with glass doors and linen closet. The laundry room is easily accessible from the garage and kitchen. It has cabinets for storage, a wash tub and the washer/dryer will be included in the sale of the home. The double car garage has hang down storage racks, attic access, storage cabinets, and an access door to the outside. There is a motorized screen on the garage door and a separate entry for the golf cart. The outdoor living space is a destination location in this home. The view is peaceful and the space is cozy with paver floor, ceiling fans and TV hook up. Make an appointment to tour this home today! Lake Ashton is a gated and guarded Florida Active Community with resort style amenities (2 Clubhouses with Movie Theater, Restaurant, Outdoor/Indoor Pools, Fitness Centers and More! Residents enjoy activities like Karaoke, Trivia, Dances, Entertainment Series, Holiday Events and so much more. You can stay busy living the Florida Retirement Dream every single day. For those that love the game of golf, there are (2) 18-Hole Golf Courses, a Pro Shop, Driving Range, Putting Green and the Eagles Nest (Hole 19). Don't wait to tour this home; tour it today!

4052 Phoenician Way, Winter Haven
$159,900
2 Beds ⋅ 2 Baths ⋅ Cypresswood Eagle Pond Condominium SubDv. ⋅ 33884 Zip Code
Don't miss the opportunity to own this lovely GROUND FLOOR Eagle Pond condominium in the highly sought-after gated community of Cypresswood Golf and Country Club that is PRICED TO SELL! Virtually maintenance-free Florida living doesn't get any better. Be greeted by 10-foot high ceilings, complimenting the open concept living area complete with expansive living and dining areas, including a kitchen breakfast bar. Walk-in closets in both bedrooms offer an abundance of space for organizing your belongings, and an en suite bathroom in the main bedroom for privacy and convenience. Enjoy the open-concept living area for entertaining friends and family and a private patio further compliment this delightful property. Immerse yourself in the outdoors on your private patio or take a walk, run, or bike ride to enjoy the natural scenery that abounds in this community. Cypresswood Golf and Country Club features a 24-hour manned guard gate, 18-hole championship golf course, junior Olympic-sized community pool, lighted tennis/pickleball/basketball courts, clubhouse, restaurant, pro-shop, event space, and so much more. The low monthly HOA fee includes all exterior and grounds maintenance, pest control, trash collection, and use of the pool and tennis amenities. Residents also enjoy a discount on daily golf and annual membership! Minutes from Highway 27 and the I-4 corridor, Winter Haven's very own Legoland Florida Resort, the Polk Parkway, and in the center of a thriving community with many convenient grocery, restaurant, shopping, and commuting options. Schedule your private showing today!

1502 Eagle Pond Drive Unit 15, Winter Haven
$498,500
4 Beds ⋅ 3 Baths ⋅ Cypresswood Plantations SubDv. ⋅ 33884 Zip Code
Located on a quiet cut-de-sac in the desirable Plantations part of the guard gated golfing community of Cypresswood Golf & Country Club, this 4BR/3BA beauty w/ more than 2500 sq ft has upgrades galore & is just what you've been looking for! The home has a fantastic open floor plan w/ split bedrooms, volume ceilings, crown molding, double pane windows, plantation shutters, arched entryways, & super stylish hickory scraped wood looking tile throughout! The lovely formal dining room w/ it's arched entrances flows nicely just off the foyer, while another arch entry leads straight ahead into the spacious great room w/ a tray ceiling & French doors leading to the inviting Florida room. The large eat-in-kitchen features beautiful custom maple cabinets w/ pull-outs, new quartz countertops & tile backsplash, a breakfast bar, soft accent lighting over the cabinets & it comes equipped w/ all of the upgraded appliances including a new stainless steel refrigerator, microwave & gas range, as well as a new kitchen sink & faucet! The quaint breakfast nook has a beautiful picture window that provides lots of natural light while you're enjoying the serene backyard views. The primary suite is huge & features a cozy sitting area w/ French doors leading to the Florida rm & there's an ornate barn door entrance leading into the primary bathroom complete w/ a garden tub, nicely tiled step-in shower, double sink vanity w/ quartz countertop & a walk-in closet. The 2nd & 3rd BR's are situated on the other side of the living areas for added privacy & they have a Jack-n-Jill bath between them that has a double sink vanity w/ quartz countertop as well as a tub & shower combo. The 4th BR is located just down the hall from the Primary bedroom making it a nice option for a nursery/small child's room or an office. It would also be a nice guest room w/ the 3rd bathroom conveniently located right beside it w/ quartz countertop & a step-in shower w/ a nice glass enclosure. The large Florida rm has lots of windows overlooking the landscaped back yard & it even has a wet bar complete w/ mini fridge, a wine fridge & of course ...quartz countertops making it the perfect spot for entertaining. Additional features include an inside laundry room, a double car garage, fairly new C/H/A, a whole house gas generator, a water softner/purificiation system, central vac, & there's even a fire pit in the back yard on this 1/3+ acre property tucked away in Cypresswood Golf & Country Club, with lots of community amenities including a 24 hour manned gated entrance, a community pool for you to enjoy & not have to maintain, plus there's pickleball courts, tennis courts, a large clubhouse w/ fitness center, restaurant, pro shop & surrounded by the lovely golf course! Close to shopping, restaurants, medical, the new Publix, Legoland & more & Conveniently located in the heart of Central Florida between Orlando & Tamps and not far from all of the major attractions. All measurements are approximate and all info should be confirmed by buyers.

3158 Beauchamp Court, Winter Haven
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