Cypresswood Enclave Ph 01 Homes with Golf Community Community Extras

Cypresswood Enclave Ph 01 Homes with Golf Community Community Extras

Welcome to Cypresswood Enclave Phase 01, a hidden gem nestled in the heart of Winter Haven, Florida. This picturesque subdivision offers an idyllic blend of serene living and vibrant community spirit, perfect for families, retirees, and everyone in between. With its lush landscapes and friendly atmosphere, Cypresswood Enclave is more than just a neighborhood; it’s a lifestyle.

The homes in Cypresswood Enclave are designed with elegance and comfort in mind. Each residence features spacious floor plans, modern finishes, and beautiful outdoor spaces, allowing homeowners to enjoy the Florida sunshine year-round. Many properties boast stunning views of the meticulously maintained golf course, providing a picturesque backdrop for your daily life. Imagine waking up to the gentle sounds of nature and the sight of the sun rising over the greens—this is the beauty of living in Cypresswood Enclave.

As a proud member of a golf community, residents have exclusive access to the Cypresswood Golf and Country Club, where you can perfect your swing on the pristine fairways or unwind at the clubhouse with friends and neighbors. The community extras don’t stop there! Enjoy amenities such as a sparkling swimming pool, tennis courts, and walking trails that weave through the lush landscapes, promoting an active and healthy lifestyle.

Located conveniently near shopping, dining, and entertainment options, Cypresswood Enclave offers the perfect balance of tranquility and accessibility. Experience the charm of Winter Haven while enjoying the perks of a golf community. Come find your dream home in Cypresswood Enclave Phase 01, where every day feels like a vacation!

Newest Cypresswood Enclave Ph 01 Homes with Golf Community Community Extras

3 Beds ⋅ 2 Baths ⋅ Cypresswood Enclave Ph 01 SubDv. ⋅ 33884 Zip Code

THIS HOUSE QUALIFIES FOR $0 DOWN!!! Welcome to 4 Enclaves Dr., Winter Haven, FL—an exceptional opportunity to own a beautifully maintained home in one of Winter Haven's desirable gated golf course communities. Perfectly situated on a corner lot at the end of a quiet cul-de-sac, this immaculate residence offers privacy with a private entrance, curb appeal, and a peaceful setting. HOA covers all outside maintenance, including the roof. From the moment you arrive, you'll appreciate the home's pristine condition and inviting exterior, complete with a 2-car garage and spacious yard. Inside, the home has been meticulously cared for, making it truly move-in ready. Unwind year-round on the screened-in porch, the perfect place to enjoy your morning coffee, entertain guests, or relax while taking in the Florida breeze. Beyond the home, you'll enjoy the lifestyle that makes Winter Haven so desirable. The community offers the security and exclusivity of gated living along with the beauty of a golf course setting. Just minutes away, you'll find LEGOLAND® Florida Resort, the charming shops and restaurants of Downtown Winter Haven, the area's famous Chain of Lakes for boating, fishing, and waterfront recreation, as well as nearby Bok Tower Gardens and an easy drive to both Orlando and Tampa for world-class entertainment, shopping, and airports. Strategically located by US27. If you've been searching for a home that combines an outstanding location, immaculate condition, and an exceptional Florida lifestyle, 4 Enclaves Dr. is ready to welcome you home. Schedule your private showing today!

4 Enclave Drive, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Cypresswood Enclave Ph 01 SubDv. ⋅ 33884 Zip Code

Opportunity Knocks! Build sweat equity in this 3 bedroom 2 bathroom villa that is ready for some cosmetic updates. Make this home your own with fresh paint, new flooring and anything else you might desire. The unit is currently in habitable condition so you can live there and work at your own pace. Priced well below market value to allow room for cosmetic upgrades. The country club amenities include access to the clubhouse with bar and grill, jr. Olympic swimming pool and brand new tennis and pickleball courts. The championship 18 hole golf course is open to the public. As an added bonus, Publix just opened a brand new location just a mile down the road which is sure to attract other popular businesses.

1 Enclave Drive, Winter Haven

2 Beds ⋅ 2 Baths ⋅ Cypresswood Enclave Ph 01 SubDv. ⋅ 33884 Zip Code

WELCOME TO THIS CHARMING TOWNHOUSE located in the sought-after Cypresswood Golf & Country Club community in beautiful Winter Haven! This inviting 2 BD / 2 BA home offers comfortable Florida living with a spacious open-concept living and dining room combination, abundant natural light, and a thoughtfully designed layout perfect for both relaxing and entertaining. The kitchen features beautiful granite countertops, handsome cabinetry, and a cozy eat-in space ideal for casual dining. The primary suite is generously sized and includes a custom walk-in closet, dual sink vanity, skylight, and an attractive walk-in shower creating a bright and airy retreat. The guest bedroom also offers a custom closet for added organization and convenience. Additional features include skylights that fill the home with natural light, spacious living areas, and a warm, welcoming atmosphere throughout. Residents of Cypresswood enjoy a gated golf course community with beautifully maintained grounds, scenic surroundings, clubhouse amenities, tennis courts, community pool, restaurant access, and an 18-hole championship golf course, all conveniently located near shopping, dining, medical facilities, and easy access to both Orlando and Tampa. Come experience the peaceful lifestyle and exceptional community setting this lovely townhouse has to offer!

10 Enclave Drive, Winter Haven

3 Beds ⋅ 2 Baths ⋅ Cypresswood Enclave Ph 01 SubDv. ⋅ 33884 Zip Code

New to the market is this "one owner" villa located in the sought-after Enclave neighborhood located in Cypresswood Golf and Country Club in SE Winter Haven. This 3 bedroom 2 bathroom end unit has just undergone a professional interior paint job. Enjoy Easterly pasture and sunrise views from the lanai. The country club amenities include access to the clubhouse with bar and grill, jr. Olympic swimming pool and brand new tennis and pickleball courts. The championship 18 hole golf course is open to the public. As an added bonus, Publix just opened a brand new location just a mile down the road which is sure to attract other popular businesses.

29 Enclave Drive, Winter Haven

2 Beds ⋅ 2 Baths ⋅ Cypresswood Enclave Ph 01 SubDv. ⋅ 33884 Zip Code

This meticulously maintained and professionally updated 2 bedroom 2 bath villa is located in the sought after "Enclave" neighborhood in Cypresswood, a gated golf community in SE Winter Haven. The open floor plan features an expansive kitchen with breakfast nook, spacious living/dining room combo, split bedrooms with ample closets, inside laundry area equipped with a washer and dryer, screened lanai and a 2 car garage with garage door opener. Per the owner, recent upgrades include removal of a wall separating the kitchen from the living area thereby creating a true open-concept living area, upgraded matching stainless kitchen appliances, flooring in the kitchen, living room, foyer, hall and 2 bedrooms, New granite counter-tops, sinks and faucets in the kitchen and both bathrooms, new LED lighting, New front entry door, new window treatments and fresh interior paint. This is truly a move-in-ready villa with quality upgrades that set it ahead of the competition. Come and enjoy the Florida Country Club Lifestyle in this low maintenance villa. The country club amenities include access to the clubhouse with bar and grill, jr. Olympic swimming pool and brand new tennis and pickleball courts. The championship 18 hole golf course is open to the public. As an added bonus, Publix just opened a brand new location just a mile down the road which is sure to attract other popular businesses.

14 Enclave Drive, Winter Haven

Start Your Search

Kristi Grady- Broker/ Owner

Meet Kristi Grady When it comes to buying or selling a home, having the right real estate professional by your side can make all the difference. At HomeTrust Real Estate & Property Management, we believe every client deserves honest advice, expert guidance, and exceptional service throughout the entire process. Kristi Grady, Broker and Co-Owner of HomeTrust, brings more than 12 years of experience helping buyers, sellers, investors, and families successfully navigate the real estate market throughout Lakeland, Polk County, and Central Florida. Whether you're purchasing your first home, upgrading to your dream home, selling a property, or building an investment portfolio, Kristi is committed to making the process as smooth and stress-free as possible. For buyers, Kristi provides personalized guidance, local market expertise, and skilled negotiation to help clients find the right property at the best possible price. For sellers, she utilizes professional marketing strategies, high-quality photography and video, social media advertising, and proven pricing techniques designed to maximize exposure and achieve top dollar. As a local market expert, Kristi understands the neighborhoods, schools, market trends, and property values that impact buying and selling decisions. Her knowledge and experience help clients make informed decisions with confidence. Kristi also has extensive experience working with real estate investors, assisting with the acquisition, management, and sale of income-producing properties and investment portfolios. She understands the unique goals of investors and provides strategic guidance to help maximize returns and long-term success. In addition, Kristi has a special passion for helping seniors and their families navigate major life transitions. Whether downsizing, relocating closer to family, or moving into assisted or supportive living environments, she provides compassionate guidance and personalized support during what can often be an emotional and challenging process. Known for her communication, professionalism, and dedication to her clients, Kristi takes pride in building lasting relationships and delivering results. Her goal is simple: to help every client achieve their real estate goals while providing a level of service that exceeds expectations. When you're ready to buy, sell, invest, or plan your next move, Kristi is ready to put her experience and expertise to work for you.

Learn More

Ryan Grady- REALTOR®/Owner

Meet Ryan Grady Real estate is more than buying and selling homes—it's helping people make some of the biggest financial decisions of their lives with confidence. Ryan Grady, Co-Owner of HomeTrust Real Estate & Property Management, has spent more than 12 years helping buyers, sellers, investors, and landowners navigate the real estate market throughout Lakeland, Polk County, and Central Florida. His passion for helping people, combined with extensive market knowledge and strong negotiation skills, has earned him a reputation for delivering exceptional results while providing a level of service that keeps clients coming back and referring their friends and family. Whether you're a first-time homebuyer, relocating to Florida, searching for investment opportunities, selling a family home, or purchasing commercial land, Ryan understands that every client and every transaction is unique. He takes the time to listen, understand your goals, and develop a strategy designed to help you succeed. One of the qualities clients appreciate most about Ryan is his commitment to communication. Real estate transactions can be stressful, but Ryan believes clients should never be left wondering what comes next. From the initial consultation through closing day, he keeps clients informed, answers questions promptly, and guides them through every step of the process. As a lifelong resident of Polk County, Ryan brings invaluable local knowledge to every transaction. He understands neighborhood trends, school districts, growth patterns, investment opportunities, and the factors that impact property values. This local expertise allows him to help clients make informed decisions whether they are buying, selling, or investing. Ryan and his wife, Kristi, founded HomeTrust Real Estate & Property Management with a simple mission: provide honest advice, exceptional service, and a client-first approach that puts relationships above transactions. Together, they have helped hundreds of families and individuals successfully navigate the real estate process while building a business rooted in trust, integrity, and results. Today, HomeTrust proudly serves buyers, sellers, investors, landlords, and tenants throughout Central Florida. Through professional marketing, expert negotiation, cutting-edge technology, and a commitment to personalized service, Ryan works tirelessly to help clients achieve their real estate goals. When you're ready to make your next move, Ryan is ready to put his experience, knowledge, and dedication to work for you. Your goals become our mission, and your success becomes our success.

Learn More