Cypresswood Homes with Deed Restrictions Community Extras

Cypresswood Homes with Deed Restrictions Community Extras

Welcome to Cypresswood, a picturesque subdivision nestled in the heart of Winter Haven, Florida, within Polk County. This charming community is a hidden gem, offering residents a perfect blend of tranquility and modern living. Cypresswood is renowned for its meticulously maintained homes, each reflecting a commitment to quality and style, making it an ideal place for families, retirees, and everyone in between.

One of the standout features of Cypresswood is its deed-restricted environment, which ensures that the community maintains its aesthetic appeal and property values over time. Residents can enjoy peace of mind knowing that their neighborhood will always look its best, thanks to the thoughtful guidelines in place. This commitment to community standards fosters a welcoming atmosphere where neighbors become friends and families thrive together.

Cypresswood is not just about beautiful homes; it also boasts an array of community extras designed to enhance your lifestyle. Residents have access to a stunning golf course, perfect for both seasoned players and beginners looking to improve their swing. The community pool and clubhouse provide a social hub for gatherings and events, making it easy to connect with fellow residents. Additionally, the lush green spaces and walking trails invite you to explore the natural beauty that surrounds this vibrant neighborhood.

With its prime location in Winter Haven, Cypresswood offers convenient access to shopping, dining, and recreational activities, ensuring that everything you need is just a short drive away. Experience the charm of Cypresswood, where community spirit and a beautiful environment come together to create the perfect place to call home.

Newest Cypresswood Homes with Deed Restrictions Community Extras

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

BEAUTIFUL VILLA READY TO MOVE IN! A brand-new HVAC system (June 2026), along with new insulation throughout the attic. Features include cathedral ceilings, elegant detailed baseboard trim with decorative corner blocks throughout, new flooring, plantation shutters on the windows, and three sets of French doors. The upgraded kitchen features stainless steel appliances, double ovens, and a built-in pantry with pull-out shelves. A utility closet provides additional storage, and the interior laundry room includes a full-size washer and dryer. The primary bathroom features dual showers and two vanities with wood cabinetry, while the second bathroom includes a jetted bathtub and wood cabinet vanity. Golf course frontage and two outdoor patio areas, with one overlooking the 8th fairway, plus a second patio with concrete privacy walls. HOA fee includes roof replacement when needed, so you never have to worry about roof expenses. Cypresswood Country Club community offers golf, a Jr. Olympic-size pool, tennis courts, a restaurant and bar, social events, live music three nights a week, and lush, well-maintained surroundings. Come take a look at this one!

2801 Wingfoot Court, Winter Haven

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

Premier Location overlooking the pond and the golf course. This traditional 3 bedroom 2 bath estate home offers split bedrooms, formal living and dining areas, large family room, master suite with dual vanities and dual closets, oversized garage with a shower and a screen enclosed pool. From the pool deck, enjoy watching the varied species of birds that pass by or land for a stroll/swim in the back yard or pond. Cranes, Herons, Ibis, Ducks, etc. Recent updates include a roof, windows, water treatment system, AC including ducts and insulation, kitchen sink, disposal, bathroom faucets and toilet, rebuilt pool pump and filter system, driveaway resurfacing and garage floor embellishment as well as solar panels.

41 Greenfield Court, 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

NEW LOWER PRICE!! 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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