Orange County · Service Area · 32789, 32792

Landscaping in Winter Park, FL

Winter Park's brick streets, Park Avenue and the Chain of Lakes come with the oldest and most valuable landscapes in Central Florida. We're about 40 minutes away and take on design-and-install projects, paver and pergola construction and ongoing maintenance in Olde Winter Park, Windsong, Winter Park Pines and the lakefront neighborhoods.

  • ✓ Licensed, Bonded & Insured
  • ✓ Serving Central Florida since 1999
  • ✓ Written estimates
  • ✓ Plants from our own Clermont nursery

Working Under the Canopy

Winter Park's live oaks define its yards. We design with shade-tolerant turf and understory plants, keep irrigation out of root zones, and use drip in the beds. Where turf won't hold, we build layered shade gardens with ferns, ground covers and flowering shrubs.

Historic Homes and Formal Gardens

Olde Winter Park homes call for formal hedges, brick and paver walkways, courtyard gardens and lighting. We design, install and maintain them, with mature plant material from our nursery.

Lakefront Lots

Lake Virginia, Lake Osceola and Lake Maitland shoreline lots need plants that handle wind and high water, and a 15-foot fertilizer buffer along the shore.

Watering and Fertilizer Rules

Winter Park is in the St. Johns River Water Management District (2026 shortage order: odd addresses Saturday, even addresses Sunday, no irrigation 8 a.m.–6 p.m.). Orange County bans nitrogen and phosphorus fertilizer from June 1 through September 30.

Neighborhoods We Serve in Winter Park

  • Windsong
  • Winter Park Pines
  • Olde Winter Park
  • Lake Killarney

Don't see your community? We cover all of Winter Park (32789, 32792).

Around Winter Park

You'll find our trucks working near Park Avenue, Rollins College, the Morse Museum, the Winter Park Chain of Lakes, Mead Botanical Garden and Kraft Azalea Garden.

Homes, Estates & HOAs in Winter Park

Homeowners: new-construction landscape packages, front-yard refreshes, paver patios and pool decks, irrigation repairs and sod replacement. We help with HOA architectural-review paperwork so your plans get approved the first time.

HOAs & commercial properties: entrances, common areas, amenity centers and retail frontage in Winter Park. Recurring lawn care and seasonal color programs, Florida-Friendly Landscaping compliant designs, and one point of contact for the board or property manager. Learn about our commercial & HOA program.

Five-Star Reviews on Google

4.9
27 reviews on Google

Christian Armstrong

We couldn’t be happier with the work Highland Grove did on our landscaping! They completely transformed our property, and the difference is incredible. Everything looks beautiful, clean, polished, and so well thought out. The attention to detail really stood out. They took what we had and turned it into something we’re genuinely proud of. The entire area looks refreshed and put together, and it has made such a huge…

Read the full review on Google

Brandi Gennaro

I could not be happier. Their design ideas are exceptional, they transformed my back yard into a beautiful place to relax and enjoy time with family and friends. They spent time helping me decide on the perfect plants. It’s like our own little paradise.

David Howell

THE PEOPLE THERE WERE GREAT THEY WERE VERY EASY TO WORK WITH ON MY LANDSCAPE DESIGN.I WOULD HIGHLY RECOMMEND THEM

Winter Park Landscaping FAQs

Do you landscape historic homes in Winter Park?

Yes. We design and install formal hedges, brick and paver walkways, courtyard gardens and lighting for Olde Winter Park homes, with mature plant material from our nursery.

What grass works under Winter Park's oak trees?

Shade-tolerant St. Augustine varieties such as Seville, Bitter Blue or Palmetto, or a layered shade garden with ferns and ground covers where turf won't hold.

How much does landscaping cost in Central Florida?

Most full-yard landscaping in the Clermont area runs $2 to $15 per square foot depending on how much is plants and mulch versus pavers, irrigation and structures. A typical 500 sq ft front-yard refresh in the Orlando market is roughly $2,300–$6,000; a complete new-construction package with sod, irrigation, trees and beds is more. We give free, itemized estimates so you can phase the work.

What areas do you serve?

We are based in Clermont and serve all of south Lake County every week: Clermont, Minneola, Groveland, Montverde, Mascotte and Howey-in-the-Hills. We also work in west Orange County (Winter Garden, Horizon West, Ocoee, Windermere, Apopka), the Four Corners and Davenport area of Polk County, and take larger projects across Lake, Orange, Polk, Osceola, Seminole, Marion and Sumter counties. See our service areas.

All landscaping questions & answers

Our Nursery & Office

Highland Grove Landscaping & Nursery

20525 County Rd 561, Clermont, FL 34715 (352) 394-3318 highlandgrove1@aol.com

Open 8–4 Monday – Saturday

Stop by the nursery to see plants in person before your Winter Park project starts.

Nearby Service Areas

Get a Free Landscaping Estimate in Winter Park

Tell us about your Winter Park property and we'll schedule a visit from our Clermont crew.