Posted: January 27, 2026 | Categories:
Communities |
News |
Communities>Woodland Crossings
By Highland Homes

What if you could live near The Villages' world-class amenities and vibrant lifestyle - but without age restrictions or premium pricing? We have incredible news for you - Highland Homes is bringing our signature quality and value to one of the fastest-growing areas in the Sunshine State, and is excited to introduce you to Woodland Crossings, a brand-new, all-ages community of new homes in Wildwood, FL.
Whether you’re seeking your first home, a multi-generational household needing extra space, or a retiree who wants to be near the action of The Villages at an affordable price point, this is the place you’ve been waiting for.
Why Everyone is Moving to Wildwood

You might have heard the buzz: Wildwood was recently named the fastest-growing city in the United States by U.S. News & World Report. But even with all that growth, it has managed to hold onto its “sparse suburban” soul and small-town charm, ensuring it offers the best of both worlds - the friendly, laid-back atmosphere of small-town Florida with the conveniences and amenities of a growing suburban community.
Known as the Crossroads of Florida, Wildwood sits at the perfect juncture of I-75, Florida’s Turnpike, State Road 44, and U.S. 301. This connectivity makes Wildwood a hub for Central Florida, providing easy access to employment centers, shopping, dining, and entertainment throughout the region.
Downtown Wildwood: A Destination in the Making
Exciting developments are transforming Wildwood’s character. The city is currently breathing new life into its roots with the Downtown Wildwood development:
- The Railyard, an 8,000 square foot commercial space housing walkable shops, trendy eateries, and community events, is under construction and slated to open this year.
- A linear park will offer a pedestrian-friendly outdoor oasis for casual relaxation and gathering in the heart of downtown.
- A multi-story parking garage, now open, provides free parking to enjoy the downtown business and municipal district.
Living in Wildwood, Florida
New homes in Wildwood, FL, at Woodland Crossings are located off Country Road 229, less than a mile north of FL-44. This peaceful, rural setting provides tranquility and space, while strategic proximity to major highways ensures you’re never far from anything you need.

For commuters and travelers, Woodland Crossings’ location is simply unmatched with nearby major roadways, including:
- I-75 – 1 mile
- Florida’s Turnpike – 1.3 miles
- US 301/Main Street – 4 miles
This connectivity means you can reach employment centers throughout Central Florida with ease. Whether you work in The Villages (6 miles), Leesburg (12 miles), or Ocala (13 miles), your commute remains manageable, giving you back valuable time to enjoy life. Close to home, you'll appreciate convenient access to:
- Shopping and dining, including Publix Super Market at Grand Traverse Plaza (5.5 miles), ALDI (6.7 miles), and Brownwood Paddock Square (5.7 miles).
- Quality healthcare, with multiple facilities nearby such as Wildwood Medical Center (4.7 miles), UF Health Emergency Room - Brownwood (5.6 miles), and The Villages Health centers (5-6 miles).
- Parks and recreation, such as Martin Luther King Jr. Park (3.6 miles), Wildwood Splash Pad (3.7 miles), Lake Panasoffkee Wildlife Management Area (4 miles), and numerous golf courses, including Continental Country Club (8.2 miles).
Children who call Woodland Crossings home will attend schools in the Sumter County School District, including the highly rated Wildwood Elementary (K-6) and Wildwood Middle High (7-12) schools.
Life at Woodland Crossings: More Than Just a Neighborhood
Woodland Crossings is designed to be a relaxing retreat with a sense of community, where neighbors wave a friendly hello. Scenic ponds and open spaces create a relaxing retreat, while resort-style amenities bring the community together:
- A sparkling swimming pool and cabana for sunny Florida days.
- Pickleball courts for friendly competition.
- Trails for relaxing strolls or energetic workouts.
- A playground and multipurpose play field for kids (and the young at heart).
New Homes in Wildwood at Woodland Crossings

Homes at Woodland Crossings offer the benefits of new construction, providing financial and lifestyle advantages compared to older homes. Here, you will find modern layouts, energy-efficient features, and brand-new, state-of-the-art materials and systems so you can enjoy your home without the worry of past poor maintenance and wear and tear necessitating expensive replacements of things such as roofing, HVAC, and plumbing. In addition, your new home in Wildwood comes with the peace of mind of a new home warranty.

At Highland Homes, we understand that home looks different for everyone. That’s why we offer a wide variety of homes to suit various budgets and needs. Whether you’re downsizing, buying your first home, or searching for space for multigenerational living, you’ll find what you’re looking for at Woodland Crossing with homes offering:
- 1,400 to 3,100 square feet
- 3 to 6 bedrooms
- 2- or 3-car garages
- Open-concept layouts
- Flexible use rooms
- Outdoor living space
- In-law suites on select plans.
Introductory pricing is expected to start from the high $200’s, offering an attainable path to homeownership in an exciting, growing location!
Join the Woodland Crossings VIP List

Woodland Crossings is coming soon, and this is your opportunity to be among the first to secure your dream home in Wildwood's newest and most exciting community. Join the Woodland Crossings VIP List today to receive exclusive updates and notifications on available plans, pricing, and availability to own your dream home.
Tags:
Wildwood-The Villages
Wildwood
Woodland Crossings
Single-family homes
Amenities
Cabana
Playground
Swimming pool
Walking Trails
Pickleball
I-75
Florida's Turnpike
US-301
Coming soon
Energy efficiency
In-law suite
Multi-gen home