Cypresswood Homes with Stucco Exterior Construction

Cypresswood Homes with Stucco Exterior Construction

Welcome to Cypresswood, a picturesque subdivision nestled in the heart of Winter Haven, Florida, within the charming Polk County. This serene community offers a harmonious blend of natural beauty and modern living, making it an ideal place for families, retirees, and everyone in between.

Cypresswood is renowned for its stunning homes, many of which feature elegant stucco exteriors. This choice of construction not only enhances the aesthetic appeal of the residences but also provides durability and low maintenance, making it a practical option for homeowners. The soft, earthy tones of stucco harmonize beautifully with the lush landscapes that surround the community, creating a warm and inviting atmosphere.

Living in Cypresswood means enjoying a lifestyle enriched by amenities and recreational opportunities. Residents have access to a variety of outdoor activities, including scenic walking trails, beautifully maintained parks, and nearby lakes perfect for fishing and boating. The community also boasts a friendly neighborhood vibe, with regular events that foster connections among residents.

Cypresswood’s prime location in Winter Haven places you just a short drive from major attractions, shopping centers, and dining options, ensuring that you have everything you need within reach. Whether you're looking for a peaceful retreat or a vibrant community, Cypresswood offers the perfect balance. Explore the beauty and charm of this exceptional subdivision today, and discover why so many are proud to call Cypresswood home!

Newest Cypresswood Homes with Stucco Exterior Construction

4 Beds ⋅ 3 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

ON THE GOLF COURSE IN THE BEAUTIFUL & GATED COMMUNITY OF CYPRESSWOOD GOLF & COUNTRY CLUB!!! Recently remodeled, open, spacious & ready to move in! Enjoy the Cypresswood Country Club lifestyle, including an active clubhouse, junior Olympic size pool, pickle ball courts, tennis, golf and a great restaurant with bar! When you're not enjoying all of the amenities, take a walk or ride your bike on the quiet, tree-lined streets throughout the community! This is a one-of-a-kind, two-story classic home on an extra-large lot. No rear neighbors, just Florida nature and golf in your backyard! Great place for socializing, family gathering and just lots of relaxing! You can park a dozen cars in your driveway and park up to 6 cars in your garage! The oversized garages come complete with a "golf cart" garage in the rear of the home. Freshly remodeled by Bill Reed Construction, the updates include a freshly painted & neutral color scheme and luxury vinyl flooring throughout. You'll enjoy the golf-course views in the updated kitchen with granite tops and GE appliances. The open & bright kitchen nook area has sliding glass doors, and the family room is adjacent as well as a spacious dining room with lots of windows to enjoy! There is a separate living room with glass sliding doors to the oversized screened lanai and features a brick wood-burning fireplace creating a cozy area with lots of "flex" space. Room for all with 4 bedrooms and the primary suite boasts a walk-in closet, built-ins, dual sinks and a modern barn door. Three of the bedrooms are on the second floor. Mature landscaping and shade trees make perfect areas for enjoying the outdoor beauty and watching golf. Cypresswood is just minutes to Highway 27, great shopping, medical and the new Publix. Right in the heart of Central Florida with a "Chain of Lakes" for boating, fishing and a great "foodie" scene in the charming downtown district. This property has so much for your family to enjoy!!! Call today to schedule your private tour!

300 Greenfield Road, Winter Haven

4 Beds ⋅ 3 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

Here is your opportunity to own an immaculate home in the sought after community of Cypresswood Golf and Country Club. Consistently voted the Number 1 Golf Course in the area. This vibrant community has it all. Aside from the fantastic course right out your door, enjoy everything else it has to offer. A wonderful restaurant and Club House where they host live music 3 nights a week and top notch food offerings. An Olympic size pool that was just recently redone along with newly redone tennis courts and pickle ball courts. There is even a fitness center. Take a drive in your golf cart in the evenings and enjoy the natural elements and animals that Central Florida is famous for. Bald Eagles, wild turkey, Sand Cranes are just some of the sights you are likely to see on your ride. Then, come home to your beautifully maintained home that allows for easy entertaining, or peaceful times out on the back screened in patio where you can watch golfers and animals alike. The combination kitchen and family room is second to none. Stainless steel appliances including a new dishwasher for the experienced chef or novice. You can't help enjoying cooking in this home. Second bedroom with it's own ensuite full bath, and two other bedrooms that share a Jack and Jill full bath. You will find storage gallore everywhere you look. Peaceful yard offers privacy and views for days. Come and tour this home today, and you will know that you have found The One!

1814 Sandhill Lane, Winter Haven

2 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

NOW OFFERING A HOME WARRANTY! Your opportunity to own in the highly sought-after Cypresswood Golf & Country Club just became even more appealing. Welcome to The Tennis Villas, where gated security, resort-style amenities, and maintenance-friendly living come together in one of Central Florida’s premier golf communities. A charming wrought iron gate welcomes you into a private front courtyard patio, creating the perfect space to enjoy morning coffee, entertain guests, or simply relax in privacy. Inside, this well-maintained 2-bedroom, 2-bath villa offers spacious living and dining areas with laminate flooring, an open-concept layout, and thoughtful features designed for comfortable Florida living. The bright kitchen features updates, ceramic tile flooring, and flows seamlessly into the main living space, complete with a wet bar and additional cabinet storage—ideal for entertaining. A bonus Florida room with air conditioning overlooks a peaceful open field and pond, providing tranquil views and additional year-round living space. The primary suite offers direct access to the enclosed lanai through sliding glass doors, creating a relaxing retreat with serene backyard views. Recent improvements include a NEW metal roof for added value and peace of mind. Enjoy truly low-maintenance living with HOA services that include exterior painting, roof maintenance, lawn care, and pest control, allowing you more time to enjoy everything Cypresswood has to offer.Community amenities include:?• 18-hole championship golf course designed by Ron Garl?• Junior Olympic-sized swimming pool?• Lighted tennis courts?• Fitness center and clubhouse with pro shop?• On-site restaurant and event space Whether by golf cart, bicycle, or a short walk, all amenities are conveniently nearby. Ideally located just minutes from Highway 27, I-4, Legoland Florida Resort, the Polk Parkway, shopping, dining, and medical facilities, this villa offers both convenience and lifestyle. Don’t miss your chance to enjoy affordable country club living in a secure, beautifully maintained community. Schedule your private showing today and experience the Cypresswood lifestyle for yourself.

1012 Medinah Dr Se, Winter Haven

2 Beds ⋅ 2 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

This villa has recently had upgrades added and the seller is offering $7,000 AT CLOSING TOWARD CLOSING COSTS OR ADDITIONAL UPGRADES. New HVAC system, new kitchen cabinets, new appliances, new flooring, and even new drywall. This beautiful home is located directly on golf course frontage and has newer metal roof. You will be living in a community with a manned guard gate and your villa is only a short walk to the clubhouse, restaurant, and pool. Don't miss out on this one, call to view today. Flood zone area is deemed to be correct but must be verified by buyer/buyer broker.

683 Broadmoor Circle Unit 683, Winter Haven

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Uno Sorlie | Broker & Founder of HopKey Realty Orlando

Uno Sorlie is the Broker and Founder of HopKey Realty, a full-service real estate company focused on helping clients buy and sell homes across Central Florida. Originally from Norway, Uno moved to the U.S. in 2008 and quickly established himself in the real estate industry through hard work, deep market knowledge, and a passion for client service. Uno began his career in property management, overseeing vacation rentals throughout the Orlando area. By 2012, he transitioned into real estate sales, specializing in the same vacation and second homes he had been managing for years. This background gave him a unique perspective on both the investment side and the emotional side of homeownership — a combination that continues to benefit his clients today. Over the years, Uno has helped countless buyers, sellers, and investors navigate the Central Florida market with clarity and confidence. His hands-on experience with vacation homes, short-term rentals, and relocation clients allows him to provide strategic insight across a wide range of transactions. Uno is known for his transparent communication, calm demeanor, and commitment to doing what’s best for his clients — always. When he’s not working with buyers and sellers, Uno enjoys spending time with his family, traveling between Norway and Florida, and studying shifts in both U.S. and international real estate trends. Contact Uno today

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Mike Dudley | Orlando Realtor® at HopKey Realty

Mike Dudley brings nearly two decades of international real estate experience to HopKey Realty. His journey began in 2005 with his family’s business, Florida Villas Sales & Rentals, based in the UK, where he worked with British and European buyers and sellers seeking vacation and investment properties in Florida. In 2009, Mike and his family relocated their business to Central Florida, establishing a transatlantic presence with teams operating in both the U.S. and UK. Following the 2008 market crash, Mike founded the Dudley Elite Team, an international group specializing in residential properties and Disney-area short-term vacation rentals. His global network has connected him with clients from Colombia, Brazil, China, Canada, Europe, and across the U.S. Throughout his career, Mike has partnered with top brokerages across South and Central Florida and consistently ranked among the region’s top-producing agents. He was named one of Orlando’s Top 35 Agents Under 35 in 2020 and earned the ORRA YPN 20 Under 40 Rising Stars in Real Estate award in 2021. In 2023, he was recognized in the Top 1% of agents in Central Florida. Now a proud member of HopKey Realty, Mike continues to bring unmatched global perspective, negotiation expertise, and dedication to every client relationship — whether they’re right here in Florida or halfway around the world. Contact Mike today

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Amelia Ali | Orlando Realtor® at HopKey Realty

Amelia became a licensed Realtor® in 2023 and has quickly built a reputation for serving both buyers and sellers across Central Florida with professionalism and care. With over 11 years of experience as a Mortgage Loan Processor, she brings a deep understanding of the lending side of real estate—a perspective that allows her to expertly guide clients through every step of the home financing process. Her background gives her clients a distinct advantage in today’s competitive market, helping them navigate complex procedures with confidence and clarity. Whether you're buying your first home or selling your fifth, Amelia is committed to making the experience as smooth and stress-free as possible. Contact Amelia today

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