Winter Haven Homes with Golf Course Amenities

Winter Haven Homes with Golf Course Amenities

Welcome to Winter Haven, Florida, a charming city nestled in the heart of Polk County, known for its picturesque lakes and vibrant community spirit. With a population that embraces both the warmth of southern hospitality and the thrill of outdoor adventures, Winter Haven offers a unique blend of small-town charm and modern conveniences. This delightful city is famously home to the LEGOLAND Florida Resort and boasts an impressive array of lakes, making it a haven for water sports enthusiasts and nature lovers alike.

For those looking to settle down in this idyllic locale, Winter Haven presents a fantastic opportunity to explore homes with golf course amenities. Imagine waking up to the serene views of lush fairways and manicured greens right outside your window. These properties not only provide a luxurious lifestyle but also offer access to some of the finest golfing experiences in the region. Whether you're an avid golfer or simply enjoy the tranquil ambiance that a golf community provides, Winter Haven's homes with golf course amenities cater to all lifestyles.

Residents can enjoy a plethora of recreational activities, from boating and fishing on the beautiful Chain of Lakes to exploring the scenic walking trails in local parks. The city's vibrant downtown area is brimming with shops, restaurants, and cultural attractions, ensuring there's always something to do. With its perfect blend of leisure and lifestyle, Winter Haven is an ideal destination for homebuyers seeking a vibrant community enriched by nature and leisure activities. Discover your dream home in this enchanting city, where every day feels like a vacation!

Newest Winter Haven Homes with Golf Course Amenities

260 Greenfield Road, Winter Haven
$349,900
3 Beds ⋅ 2 Baths ⋅ Cypresswood Greenfield Village SubDv. ⋅ 33884 Zip Code
Tucked away on the golf course in the highly sought after Cypresswood Golf and Country Club community of SE Winter Haven with serene pond views and lush natural foliage for privacy, this beautifully maintained single-family pool home offers the perfect blend of comfort, elegance, and resort-style living. A circular drive sets the tone as you arrive, leading into a thoughtfully designed split-bedroom floorplan ideal for both everyday living and hosting guests. The heart of the home features solid wood cabinetry and rich granite surfaces in the kitchen and baths, combining timeless style with durability. The primary suite is a true retreat, complete with an en suite bathroom and a spacious walk-in closet. Guests will appreciate the dedicated pool/guest bathroom, perfectly positioned for indoor-outdoor living. Step outside to the screen-enclosed private POOL deck and take in tranquil views of the golf course and pond—your own private oasis framed by mature landscaping. Whether enjoying a quiet morning coffee or entertaining at sunset, this outdoor space delivers year-round enjoyment. Located within a gated community with 24-hour guard service, residents enjoy access to an impressive array of amenities, including a community pool, tennis, pickleball and basketball courts, a clubhouse with restaurant, pro shop, and a fully equipped fitness center. This is more than a home—it’s a lifestyle.Tucked away on the golf course with serene pond views and lush natural foliage for privacy, this beautifully maintained single-family home offers the perfect blend of comfort, elegance, and resort-style living. A circular drive sets the tone as you arrive, leading into a thoughtfully designed split-bedroom floorplan ideal for both everyday living and hosting guests. The heart of the home features solid wood cabinetry and rich granite surfaces in the kitchen and baths, combining timeless style with durability. The primary suite is a true retreat, complete with an en suite bathroom and a spacious walk-in closet. Guests will appreciate the dedicated pool/guest bathroom, perfectly positioned for indoor-outdoor living. Step outside to the screen-enclosed pool deck and take in tranquil views of the golf course and pond—your own private oasis framed by mature landscaping. Whether enjoying a quiet morning coffee or entertaining at sunset, this outdoor space delivers year-round enjoyment. Located within a gated community with 24-hour guard service, residents enjoy access to an impressive array of amenities, including a community pool, tennis, pickleball and basketball courts, a clubhouse with restaurant, pro shop, and a fully equipped fitness center. This is more than a home—it’s a lifestyle. Whether you’re raising a family, welcoming visiting guests, or enjoying a seasonal escape, this home offers the space, setting, and lifestyle to fit every chapter. The Cypresswood community is 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 for travel in less than an hour from Disney World and other Orlando attractions, the Orlando International Airport, and the gulf-side beaches of Tampa/St. Pete! Schedule your private showing today, and don't miss the opportunity to make this incredible home yours.

260 Greenfield Road, Winter Haven

6125 Pebble Beach Boulevard, Winter Haven
$425,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii North SubDv. ⋅ 33884 Zip Code
Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this impeccably maintained 3-bedroom, 2-bath home combines exceptional quality, thoughtful design, and beautiful pond views to create an inviting place to call home. From the attractive quoin corners that enhance the front elevation and the fresh exterior paint, including the soffits and gutters, to the full-width paver driveway, the home makes an outstanding first impression. River stone accents in the flower beds add a crisp, polished appearance, while the impressive 32’ x 15’ bronze-screened veranda provides the perfect setting to relax, entertain, and enjoy tranquil views of the expansive pond. Step inside and discover a clean, bright, and welcoming interior designed for comfortable everyday living and gracious entertaining. Tasteful 18” x 18” tile flooring flows throughout the main living areas, complemented by comfortable carpeting in the bedrooms, and ceiling fans throughout the home add to its appeal. The beautifully appointed kitchen features attractive Chiffon-colored maple cabinetry with abundant storage, including a bank of drawers, rollout trays, distinctive cabinet bump-ups and bump-outs, a dedicated refrigerator cabinet, and decorative cove lighting. Granite countertops are beautifully complemented by pendant lighting above the island, while fingerprint-resistant stainless-steel appliances provide a stylish, modern touch. There is ample room at the kitchen counters for entertaining guests. A spacious walk-in pantry offers additional storage and convenience. The same quality maple cabinetry and granite countertops continue into both bathrooms and the laundry room, creating a cohesive, upscale look throughout the home. Five pocket doors enhance the flow between rooms while making excellent use of available space. The primary bedroom features black-out shades for a restful night’s sleep. The primary bathroom is a welcoming retreat, featuring dual vanities and a spacious, tiled walk-in shower with custom fixtures. Throughout the living room, kitchen, and expanded screened veranda, peaceful pond views provide a beautiful backdrop for everyday living. The two-car garage is complemented by a separate golf cart garage, making it easy to enjoy all that Lake Ashton has to offer. As an added benefit, this Green Home incorporates energy-efficient features designed to enhance comfort and help reduce energy costs. With more than $51,000 in custom builder upgrades, this exceptional property offers quality, convenience, and value that truly deserve an in-person visit. Beyond your front door, the remarkable Lake Ashton lifestyle awaits, with two championship 18-hole golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, theater, pickleball courts, bowling alley, and an abundance of activities and amenities designed to make every day more enjoyable. Combining a beautifully maintained home, serene pond views, thoughtful upgrades, and an outstanding active-adult lifestyle, this is a wonderful opportunity to enjoy the very best of Florida living. Schedule your private showing today and discover everything this special Lake Ashton home has to offer!

6125 Pebble Beach Boulevard, Winter Haven

6216 Pinehurst Loop, Winter Haven
$429,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii North SubDv. ⋅ 33884 Zip Code
Stunning Sebastian Floor Plan Home in an Exclusive, 55+ Florida Community, Lake Ashton. Discover this exceptional single-family home built in 2022, designed with every modern comfort in mind. Perfectly positioned home with a POND VIEW. With a thoughtfully crafted open floor plan, this home with over 2,045 sq.ft. living area, combines style and functionality, perfect for those seeking privacy and luxury living. 6216 Pinehurst Loop Winter Haven, Florida 33884 offers exceptional curb appeal with custom poured curbing, mature landscape, paver drive/walk ways and screen enclosed entrance. INTERIOR HIGHLIGHTS in this 3 Bedroom/2 Bath Home: Eight Foot Doors Throughout and Front Entry Door with Glass Sidelights and Eyebrow Glass Above, Plantation Shutters; SPACIOUS GOURMET KITCHEN: Stainless Steel Appliances, Ample Counter Top Space, Granite countertops, Stainless Steel Hood Above the Propane Gas Stove, Soft Close Drawers/Cabinets, Oversized Island with Beverage/Wine Refrigerator and Drawers, Double Basin Sink, Walk In Pantry and Beautiful Breakfast Bar with Step- Up Counter make this kitchen a chef's dream; OPEN AND SPACIOUS LIVING with Formal and Informal Dining Areas: High Ceiling with Trey ceiling design and plank tile flooring add elegance throughout the main living area; WELL DESIGNED GUEST AREA includes Bedroom 2, Bedroom 3 and Guest Bath: a Door separates the Guest Suite providing privacy. Bedroom 2 is on the front of the home with Built in Closet, Triple Windows and Carpet; Bedroom 3 has Dual Closets and Carpet for Comfort. Guest Bathroom: Comfort Height Vanity with Drawers and Cabinet, Granite Counter Top, Shower/Tub combo. Modern Tile Gives the Bathroom a sleek, contemporary look. A linen closet is in the Hallway. PRIMARY SUITE: Located on the rear of the home. Double Window Provides an unobstructed pond view. Enjoy His and Her Separate Vanities with Upgraded Lighting and Granite Counter Top, a large Walk-In Shower with framed glass enclosure, sleek modern tile for a contemporary look, a separate water closet with window, and spacious Walk In Closet creating a relaxing retreat. DESIRABLE LAUNDRY ROOM with Wash Sink, Ample Storage with Soft Close Cabinetry and a Granite Counter Top Folding Counter/Drop Zone. ADDITIONAL FEATURES in this home: Recessed Lighting, Ceiling Fans in the Bedrooms and Living Area; Automated Blinds in the Dinette and Living Areas, Triple Sliders in the Living Room, Double Window in the Dinette Area, Floor Outlet in the Living Room, Poured Concrete Pad Beyond the Lanai, Rain Gutters on the Outside of the Home, Irrigation System for your Lawn, Separate Irrigation Meter. OUTDOOR LIVING AREA: Covered and screened lanai, Propane Hook Up to Create your own outdoor kitchen, additional concrete pad & plenty of space to create your ideal backyard oasis. GARARGE: Epoxy Coating on Floor, Two-Car Garage (27'4 x 21'9) PLUS Golf Cart Entry: Plenty of room for vehicles, golf cart and storage. Lake Ashton is a gated and guarded Florida Active Community with resort style amenities. 2 Clubhouses with Movie Theater, Outdoor/Indoor Pools, Fitness Centers and More! Residents enjoy activities like Karaoke, Trivia, Dances, Entertainment Series, and 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.

6216 Pinehurst Loop, Winter Haven

5344 Nicklaus Drive, Winter Haven
$310,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph I SubDv. ⋅ 33884 Zip Code
Home for Sale in Lake Ashton, a Florida Retirement Community with Two (2) Golf Courses, Resort Style Amenities and Planned Activities like Trivia, Bingo, Dances, Day Trips, Holiday Events and MORE! This 3 Bedroom and 2 Bath home with over 1,600 sq. ft. living area would be a great seasonal home. The furniture in this home is negotiable. The exterior of this home has paver drive and walk ways, mature and well maintained landscape with rock-scape and landscape edging, a screened entry at the Front Door, and a Covered Lanai, on the front of the home, which is large enough for chairs. An irrigation system provides water to the large and beautiful Palm tree and other mature landscape around the home. This seasonally occupied and well maintained home offers an Open and Spacious Split Floor Plan with NO CARPET ANYWHERE! The kitchen features SS appliances (oven-December 2022, refrigerator 2021), Corian countertops, Dinette area with Bay Windows, Step Up breakfast bar and closet pantry. New Anderson Windows have been installed in the Dining room, Primary Bedroom and Primary Bathroom. Laminate flooring is in each of the bedrooms. The Primary Suite has 2 large walk-in closets, His/Her comfort height vanities, a Water closet and Large walk-in shower. The washer/dryer in the laundry room will be included in the sale of this home. The outdoor living area offers a 26 x 10 rear screened lanai and large paver area that is great for grilling. The 2 car garage is equipped with a "Skeeter Beater" for privacy and enjoying the cool cross breeze! Lake Ashton that offers 2 clubhouses, indoor and outdoor heated pools, pickle ball, tennis courts, racquetball, basketball, fitness centers, movie theaters, craft room, media center, several private lakes, private boat ramp/slips and more!! Come and enjoy your retirement and carefree living in the beautiful gated and guarded community of Lake Ashton today!

5344 Nicklaus Drive, Winter Haven

5281 Pebble Beach Boulevard, Winter Haven
$279,900
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code
Begin the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this beautifully maintained and tastefully updated 2-bedroom, 2-bath home with den offers the perfect combination of comfort, convenience, and Florida lifestyle living. Ideally situated on a desirable corner lot with a generously sized yard, this inviting home welcomes you with its attractive curb appeal and continues to impress with thoughtful updates and quality features throughout. The kitchen offers 42-inch upper cabinets and solid-surface countertops, while beautiful wood flooring flows through the living room and den, creating a warm and inviting setting for relaxing or entertaining. The bedrooms feature newer carpeting for added comfort, and important major improvements provide exceptional peace of mind, including a new air-conditioning system and electric water heater in 2018, a new roof in 2023, and exterior painting completed last year for a fresh, crisp appearance and added weather durability. The washer & dryer are newer. Best of all, this exceptional home is being sold turnkey, including the furniture, electronics, furnishings, golf cart, and charger, making it possible to move in and immediately begin enjoying the Florida lifestyle without the hassle of furnishing a new home. Adding even more value, the seller is offering a $4,500 credit at closing toward new kitchen appliances. Beyond your front door, Lake Ashton delivers an extraordinary resort-style lifestyle with two 18-hole championship golf courses, a 26,000-square-foot clubhouse, a state-of-the-art health and fitness center, indoor and outdoor swimming pools, pickleball courts, a bowling alley, and an impressive calendar of clubs, activities, social events, and opportunities to make new friends. With its desirable corner-lot setting, spacious yard, numerous updates, turnkey convenience, golf cart, and access to one of Central Florida’s most sought-after active-adult lifestyles, this is a home that deserves to be experienced in person. Schedule your private showing today and discover how enjoyable your next chapter could be at Lake Ashton.

5281 Pebble Beach Boulevard, Winter Haven

1124 Sawgrass Drive, Winter Haven
$355,000
3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph Ii South SubDv. ⋅ 33884 Zip Code
1124 Sawgrass Drive Winter Haven, Fl. 33884 is located in Lake Ashton, an Exclusive Florida Retirement Community offering tailored activities and amenities to those seeking an Active 55 Plus lifestyle. Built in 2022 with 1,917 sq. ft. living area, this ST. MARKS floor plan home is MOVE IN READY and is located on the 10th Fairway of the West Golf Course in Lake Ashton. When you enter this home you have a direct view of the golf course thru the Triple Sliders that separate the LR from the Lanai. This Split Floor Plan offers: Formal and Casual Dining areas, a Living Room, Laundry Room, Primary Suite, 2 Bedrooms and a Flex Room with Built In Shelves. The living room is at the center of the this home with the Kitchen, Formal Dining, Primary Suite and Dinette areas flowing into the LR area. The Kitchen is spacious and offers a Breakfast Bar, SS Appliances, Recessed Lighting, Pull Out Drawers, Ample 42" Cabinetry and Granite Countertops. The Dinette area is easily accessible to the kitchen and Flex Room and Double Sliders provide direct access to the Covered and Screened Lanai. The Open and Spacious Floor Plan makes entertaining a BREEZE! The comfortable and spacious Primary Suite offers His/Her Walk in Closets, an attractive Primary Bath area with His/Her separate vanities, large soaking tub, walk in shower, separate water closet and linen closet. Glass Block accents the Primary Bath and provides an abundance of natural light into the room. Bedroom 2 and Bedroom 3 are separated by the Guest Bathroom with shower/tub combo and comfort height vanity. Each Bedroom has a built in Closet. The laundry room (washer/dryer included in the sale of the home) is sizable and is the passage from the garage to the kitchen. The garage has a separate golf cart entry and the golf cart is included with the sale of the home. Grab a great book and a cup of coffee and relax on the screened and covered lanai. 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!

1124 Sawgrass Drive, Winter Haven

4040 Palma Ceia Circle, Winter Haven
$749,000
3 Beds ⋅ 4 Baths ⋅ Cypresswood Palma Ceia SubDv. ⋅ 33884 Zip Code
Meticulously maintained and beautifully remodeled, this exceptional Palma Ceia residence in Cypresswood offers pond frontage, three private en-suite bedrooms, a dedicated office, a heated swimming pool, and incredible golf course views. The pavered driveway and walkways, manicured flower gardens, and a 2022 black metal roof set the stage for the impressive interior. Elevated ceilings, crown molding, waterproof Pergo flooring, stone counters, and plantation shutters are just a few of the home’s stunning features. At the heart of the home is a spacious great room featuring a natural gas fireplace with shiplap façade. Triple sliding glass doors, with new screens, create a seamless indoor-outdoor flow to the covered lanai and pool area while showcasing the outdoor views. The updated kitchen features quartz counters, an island with a prep sink and filtered water, a Kohler workstation sink, breakfast bar, stainless appliances, double ovens, gas range, Bosch dishwasher, and a spacious dinette overlooking the pool. A private office provides the perfect setting for working from home. Designed to give everyone their own space, the home offers three bedrooms with en-suite bathrooms. The primary suite includes pool access, a tray ceiling, two walk-in closets with built-in shelving, and a gorgeous remodeled bathroom featuring a six-foot freestanding soaking tub, glass-enclosed walk-in shower, dual vanities, and a water closet. The second bedroom includes an equally impressive en-suite bath with custom tile flooring, a granite counter, tub, and separate walk-in shower. Located at the rear of the home, the third en-suite bedroom is ideal for visiting guests and can be closed off with a pocket door for added privacy. Its bathroom offers a granite counter with dual sinks, a tub and shower combo, and a linen closet. An additional linen closet is located in the guest-wing hallway. The interior laundry room provides a closet pantry, storage closet, and convenient half bathroom. Florida living takes center stage outdoors with a screen-enclosed heated pool, expansive covered lanai, and a separate screened area for sunning. The peaceful setting overlooks the pond and third hole of the golf course, where a variety of birds and wildlife can be enjoyed daily. Meticulously designed gardens, window planter boxes and a pavered sitting area near the pond—ideal for a fire pit—complete this private outdoor oasis. The two-car garage features an epoxy floor, utility sink, storage closets, and overhead storage racks. Additional improvements and features include a 2026 installed gas water heater, a 26-gauge standing seam metal roof (2022) with a 40-year warranty, dual-zone air conditioning (2020), irrigation on separate meter, plantation shutters throughout, remote-controlled lanai lighting, pool safety fence, Ring cameras, rain gutters, and more. Located within the guarded Cypresswood community, this remarkable home combines thoughtful updates, exceptional care, abundant privacy, and a truly beautiful golf course and waterfront setting. Cypresswood Golf & Country Club features an 18-hole championship golf course, driving range, pro shop, jr. olympic pool, tennis & pickleball courts, an event venue, a sports pub and more. Located just minutes from shopping, medical facilities and downtown Winter Haven. Centrally located between Tampa and Orlando with easy commutes to airports and beaches. Come see what this magnificent home and community in Central FL has to offer!

4040 Palma Ceia Circle, Winter Haven

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