Highland Woods, Palm Harbor, FL Photos by Todd Howard

Luxury Homes for Sale in Highland Woods, Dunedin, FL

Discover the allure of Highland Woods, a distinguished gated community in Dunedin, Florida:

Active listings are below.

  • Spacious and Modern Homes: Offering contemporary homes with modern finishes and a commitment to privacy and security.
  • Outdoor Living Spaces: Homes feature lanais, patios, and backyards, ideal for outdoor enjoyment in Florida’s sunny climate.
  • Gourmet Kitchens: Equipped with high-end appliances, and granite countertops, perfect for hosting and meal preparation.
  • Convenient Location: Easy access to Highway 19, facilitating travel within Pinellas County.
  • Nearby Shopping and Dining: Close to Curlew Lakes Shopping Center, offering a variety of stores, eateries, and a fitness center.
  • Airport Proximity: Near both Tampa International and St. Pete/Clearwater International Airports, ideal for frequent travelers.
  • Beach Access: Located near some of the best beaches in Florida, enhancing its appeal.                                  

If you were doing a search for homes for sale near me, you’re in luck. Let’s get searching, each neighborhood guide will show if there are active listings or not.


Schools - Highland Woods

School NameGradesAdmission
Curlew Creek Elementary SchoolPK - 5Public
Palm Harbor Middle School6 - 8Public
Dunedin High School9 - 12Public
Market Overview

Dunedin, FL Real Estate Information

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CLOSE TO THE MARINA: The residents of Highland Woods enjoy the exclusive privilege of residing a short distance away from some of the top marinas in the region. This is particularly advantageous for boating and fishing enthusiasts. Imagine waking up in the morning, grabbing your fishing gear, hopping on your boat, and being on the water within minutes. Fueling services and maintenance options for your boat are readily available, making it easy to keep your boat in top condition. The convenience and accessibility of living in this location make this idyllic lifestyle a reality.

HIT THE LINKS: Highland Woods residents have the privilege of living within a short 5-mile distance from some of the most exceptional golf courses in the area. The meticulously maintained fairways not only offer breathtaking natural beauty but also provide panoramic views of the lush landscapes. The prestigious Dunedin Golf Club, in particular, offers a range of amenities, including a pro shop, practice ranges, and even a ballroom. For golf aficionados, living in Highland Woods is a dream come true as they can hit the links and enjoy the green within minutes.

SHOPPING & DINING: The Highland Woods community strikes a perfect balance between serene living and urban accessibility. Located just a few minutes away from Downtown Dunedin and Palm Harbor, residents have easy access to bustling shopping and dining districts. The options are endless, with boutique stores, eclectic stalls, and renowned retailers catering to all tastes. Culinary aficionados will delight in the diverse selection of trendy cafes and upscale restaurants. With its convenient location, residents have the best of both worlds – a comfortable and convenient lifestyle that promises an unparalleled quality of life.

Dunedin Fl Events:

  1. 27th Annual Downtown Dunedin Art Festival (January 6-7): A free art festival showcasing various artists on Main Street.
  2. Dunedin International Film Festival (February 1-4): Celebrates independent cinema with screenings, a red carpet event, and an awards ceremony.
  3. Dunedin Mardi Gras (February 10): Includes a parade, live entertainment, and food in Downtown Dunedin.
  4. 56th Annual Dunedin Highland Games (April 6): Features Scottish and Celtic performances, pipe bands, and Highland dancing at Highlander Park.
  5. Dunedin Spring Craft Festival (April 20-21): A downtown craft festival with various artisanal works.
  6. Hope Spot Festival: Focuses on environmental sustainability (date not specified).
  7. State of the City Address (February 29): Networking and presentation at Dunedin City Hall.

For detailed information on these events, you can visit the official Dunedin city website or local event calendars.

Temperature Dunedin Fl – Dunedin enjoys a warm, subtropical climate characterized by hot summers and mild winters, typical of the Gulf Coast. Here’s a breakdown of the average weather conditions you can expect in Dunedin throughout the year:

  • Winter (December to February): Winter months are mild and pleasant, with average daytime temperatures ranging from the mid-60s to mid-70s Fahrenheit (about 18°C to 24°C). Nighttime temperatures can drop to the 50s F (about 10°C to 15°C). Rainfall is relatively low during these months.

  • Spring (March to May): Spring sees a gradual increase in temperatures, with average highs moving from the mid-70s to mid-80s Fahrenheit (about 24°C to 29°C). This season also experiences moderate rainfall, especially towards the end of May.

  • Summer (June to August): Summers are hot and humid, with average high temperatures in the upper 80s to low 90s Fahrenheit (about 31°C to 34°C). This season also brings the majority of the area’s rainfall, often in the form of afternoon thunderstorms that can be quite heavy but usually brief.

  • Fall (September to November): Temperatures in the fall begin to decrease, with highs ranging from the mid-80s in September to the mid-70s by November (about 29°C to 24°C). Rainfall decreases significantly after the wet summer months, making fall a drier season.

Dunedin also enjoys plenty of sunshine year-round, with the area experiencing over 240 sunny days per year on average. The Gulf of Mexico moderates the temperature, ensuring that extreme heat or cold is rare. However, the area is susceptible to tropical storms and hurricanes during the hurricane season (June to November), which can significantly affect weather patterns temporarily.

Homes For Sale Near Me:

THINKING ABOUT SELLING Your Home? If you did a search for, sell my house fast, The most common question I get from sellers is, HOW MUCH IS MY HOUSE WORTH – Just click this link, Home Value Estimator this will give you a rough idea, If you want to know the true value, I will need to walk the home. For all my listings, I pay for a bank appraisal, BEFORE WE LIST!

On the map

Highland Woods Map

Highland Woods is south of Curlew Rd and west of Belcher Rd. To its east is U.S. Route 19, a major freeway connecting it to other parts of the region.

Homes in Highland Woods, Dunedin, FL

5 Real Estate Facts About Highland Woods, Dunedin, FL

  • The homes for sale at Highland Woods typically have one- and two-story floor plans.
  • Contemporary finishes feature cathedral ceilings, gourmet kitchens, and spacious living spaces. Many also have swimming pools perfect for recreation.
  • Standard lot sizes are from 0.19 to 0.23 acres, with an average of four bedrooms and three bathrooms.
  • Total living space can be anywhere from 2,500 to 3,600 square feet.
  • Buyers can expect to spend $700,000 to $900,000 on single-family homes.
Featured image of Pinellas County, FL Luxury Real Estate Home Page
Take the next step

Ready to take the next step?

If you find a property you like, simply take a photo of its address and text it to me. I’ll quickly access the listing details and call you. This step will ensure your questions get answered, correctly!  

For out-of-town clients, I offer personalized video tours of neighborhoods and homes you like.

If you’re searching for a realtor who combines education with pride in their work, you’ve found the right person. Conducting online searches for the top real estate agent near me or best realtor near me, can often feel like a gamble regarding who you’ll find. Check out my google reviews, they speak for themselves!

I’m here to help, reach out to me anytime.

Todd Howard – GRI, RENE, ABR, SRS, PSA, SFR


Meet the locals

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Things to Do around Highland Woods

Ozona Fish Camp

A full-service marina offering storage options, service, repair, and a ship's store.

Curlew Lakes Shopping Center

With stores like Publix, Target, and Starbucks, residents can quickly run errands and grab a quick bite to eat all in one place.

Palm Harbor Museum

A hidden gem showcasing exhibits featuring artifacts from local businesses, schools, and residents.

Training 4 Fitness

A state-of-the-art gym with experienced trainers who provide personalized guidance to help clients stay on track and see results.