Why Invest in Winter Haven Real Estate


Discover the perfect blend of affordability, growth potential, and relaxed Florida living.

From strong rental demand to lakefront lifestyles, Winter Haven offers smart financial returns and everyday charm

Buying in Winter Haven?

Find Your Dream Home in One of Florida’s Most Affordable and Fast-Growing Markets

With a variety of new construction communities, charming suburban neighborhoods, and waterfront properties, Winter Haven offers something for every homebuyer. Our team will help you navigate the market, find the best deals, and secure the perfect home for your needs.

✅ Affordable home prices compared to neighboring counties
✅ Access to top-rated schools and growing job opportunities
✅ Beautiful parks, lakes, and outdoor recreation

Selling Your Home?

Get Top Dollar for Your Winter Haven Property with Our Expert Selling Strategies

Thinking of selling? We make the process seamless and profitable with expert pricing strategies, aggressive marketing, and negotiation tactics that ensure you get the highest possible return on your home sale.

✅ Free home valuation to determine your property’s worth
✅ Proven marketing strategies to attract qualified buyers
✅ Fast, hassle-free closing process

Investing in Winter Haven Real Estate?

Capitalize on One of Florida’s Hottest Investment Markets

Winter Havens a prime location for real estate investors. With steady population growth, rising rental demand, and strong appreciation potential, investing here means big opportunities for both cash flow and long-term wealth.

✅ High rental demand with strong ROI
✅ Value-add opportunities in a growing market
✅ Access to exclusive off-market investment deals

Cities, Towns and Villages of Polk County

What’s In and Around Winter Haven, FL?

These amenities and attractions enhance the vibrant lifestyle available to residents and visitors of Polk County and the surrounding areas.

    • LEGOLAND® Florida Resort: Located at 1 LEGOLAND Way, Winter Haven, FL 33884. A 150-acre interactive theme park with over 50 rides, shows, and attractions designed for families with children aged 2-12. ​Northgate Shopping Center+4Tripadvisor+4LEGOLAND+4

    • Theatre Winter Haven: Located at 210 Cypress Gardens Blvd SW, Winter Haven, FL 33880. A renowned community theater offering a variety of performances throughout the year. ​Walmart.com

    • Chain of Lakes Park: Located at 210 Cypress Gardens Blvd, Winter Haven, FL 33880. A scenic park offering opportunities for boating, fishing, and enjoying nature

    • Lake Cannon: Located in Winter Haven, FL. Another beautiful lake in the Chain of Lakes, popular for boating and fishing.

    • Incredibowl Entertainment: Located at 2620 W Memorial Blvd, Lakeland, FL 33815. A family-friendly bowling alley offering a fun experience for all ages. ​

    • The Living Water Boat Cruises: Located at 1390 6th St NW, Winter Haven, FL 33881. Offers pontoon boat tours exploring Winter Haven's Chain of Lakes. ​Northgate Shopping Center

    • Marine Supply Boats: Located at 717 6th St SW, Winter Haven, FL 33880. Provides boat rentals for family outings on the water.

    • Harveys Supermarket: Located at 2700 Recker Hwy, Winter Haven, FL 33880. Offers a wide range of grocery items with same-day delivery and pickup options. ​Harveys Supermarkets Home+1Kroger+1

    • Walmart Supercenter: Located at 355 Cypress Gardens Blvd, Winter Haven, FL 33880. A large retail store offering a variety of groceries and household items.

    • Winter Haven Hospital: Located at 200 Avenue F NE, Winter Haven, FL 33881. A 500-plus bed facility with a wide range of specialties. ​FloridaHealthFinder+1Winter Haven+1

    • Winter Haven Women's Hospital: Located at 101 Avenue O SE, Winter Haven, FL 33880. Specializes in women's health services. ​Winter Haven

    • AdventHealth Winter Haven ER: Located at 7599 Cypress Gardens Blvd, Winter Haven, FL 33884. A full-service emergency room open 24/7. ​AdventHealth

    • Jessie's Lounge: Located at 118 3rd St SW, Winter Haven, FL 33880. A popular spot for live music and drinks. ​

    • The Social Cocktail Lounge: Located at 25 3rd St NW, Winter Haven, FL 33881. Offers a speakeasy-style atmosphere with classic and craft cocktails. ​Northgate Shopping Center

    • Old Man Frank's: Located at 1005 S Lake Howard Dr, Winter Haven, FL 33880. A lakeside bar known for its relaxed vibe and live music.

    • Arabellas Italian Ristorante: Located at 346 W Central Ave, Winter Haven, FL 33880. Offers Italian and Mediterranean cuisine in a warm, elegant atmosphere. ​Arabellas Ristorante

    • Harry's Old Place: Located at 3751 Cypress Gardens Rd, Winter Haven, FL 33884. A seafood restaurant offering a variety of dishes.

    • Frank E. Brigham Academy: Located at 601 Avenue C SE, Winter Haven, FL 33880. A highly rated elementary school. ​GreatSchools.org

    • Chain of Lakes Collegiate High School: Located at 999 Avenue H NE, Winter Haven, FL 33881. Offers advanced educational opportunities for high school students. ​

    • Winter Haven Senior High School: Located at 600 6th St SE, Winter Haven, FL 33880. A public high school serving the local community. ​

Winter Haven- FAQs

  • Winter Haven is best known for its Chain of Lakes, offering scenic waterfront living and endless recreational activities, as well as being home to LEGOLAND® Florida Resort.

  • Yes. Winter Haven offers affordable home prices compared to nearby cities, consistent appreciation, and high rental demand, making it attractive for both investors and homebuyers.

  • Winter Haven is conveniently located about 45 minutes from both Orlando and Tampa, giving residents easy access to big-city amenities while enjoying small-town charm.

  • Absolutely. Winter Haven has over 50 lakes, many of which feature stunning lakefront homes, perfect for boating, fishing, or simply enjoying the view.

  • Winter Haven provides a relaxed, family-friendly lifestyle with access to nature, parks, water sports, local shops, dining, and a growing arts and culture scene.

  • The area offers a mix of public, private, and charter schools, with some highly rated options such as Brigham Academy and Chain of Lakes Collegiate High School.

  • Winter Haven is considered a generally safe community, especially in family neighborhoods and gated communities, with continued investment in public safety and infrastructure.

  • The job market is growing, especially in healthcare, education, tourism, and logistics, with many residents also commuting to Orlando or Lakeland for work.

  • Winter Haven offers a lower cost of living than many other parts of Florida, with more affordable housing, utilities, and everyday expenses.

  • Yes. With its mild climate, affordable real estate, healthcare facilities, and laid-back vibe, Winter Haven is a popular destination for retirees seeking comfort and convenience.

Meet the Team at Aroa Real Estate

Meet our Preferred Lenders

Meet our Title Partner

  • Red Door Title Group

    Powered by NONA TITLE, INC.

    1420 S Narcoossee Rd. Saint Cloud, FL 34771

    Phone  (407) 556-3798

WHAT PEOPLE ARE SAYING

Listen to what some of our past & current clients are saying

"He was all natural and he did the right thing and hooked us up with this home..."

- Avo & Ximena

Sold in Hunter’s Creek, Orlando, FL. and Moved to Cypress Ridge, Kissimmee, FL.

Our Zillow Reviews

Aroa Real Estate Is The Way To Go For A Successful Home Sale.

“From staging the property right and supplying us with lovely photos and a beautiful video, Robert’s team provided a presentation that would have secured a sale in any kind of market. The sale went so much smoother than our purchase and I couldn’t be more grateful because everything happened on time...!

- Sasha Watson-Sankey, ESQ

Ocoee, FL

Robert Was Absolutely Amazing In Not Only Helping Me Sell My Inherited Property, But...

“Personally, I went into this process with very little knowledge about how the selling process works, and Robert communicated with me daily throughout by guiding me on my own pace. He also ensured that all of my questions were answered timely, and was easy to reach.

- Matthew D.

Minneola, FL

We Followed His Advice And Sold The House For More Than We Wanted.

"Robert and his team were excellent. We sold a home while on vacation. We relied on his staff to not only view the house but he positioned us so well, that we followed his advice and we sold the house for a higher price than we thought we can get originally. Totally recommend him!" 

- Lianna Ivonne-R.

Orlando, FL

GET INSTANT ACCESS TO 15+ EDUCATIONAL VIDEOS

And learn how to purchase a new home, with less stress and less money out of pocket!

Got questions? Call: (407) 209-7409 or Email: Aroa@YourHomeNearDisney.com