10+ Years · Winter Park
Experienced Landscapers in Winter Park, FL
Experience matters. These landscapers in Winter Park have years of proven work behind them — and the reviews to back it up.
As of May 2026, RatingsNearMe ranks 11 landscapers in Winter Park, FL by verified customer ratings and review volume. The highest-rated is Grasshoppers with a 4.7-star rating from 74 verified reviews. Also in the top tier: Flamingo Outdoor Systems and Signature Landscape Contractors, LLC.. The average rating across all listed landscapers in Winter Park is 4.6 stars from 23 reviews per business on average.
Landscaping in Winter Park: lawn maintenance $50–$150/hr or $50–$200/month; full landscaping projects $3,000–$15,000+.
Rankings updated May 17, 2026 · Scored by ratings (35%), review volume (30%), sentiment (20%), completeness (10%), availability (5%) · Not paid placement.
Local Market Snapshot
11
Businesses listed
4.6★
Avg rating
23
Avg reviews
May 17, 2026
Last updated
Top Rated Landscapers
Flamingo Outdoor Systems
1062 Azalea Ln, Winter Park, FL 32789, USA
Signature Landscape Contractors, LLC.
160 Circle Dr, Maitland, FL 32751, USA
Landscapers Rankings in Winter Park, FL
| # | Business | Rating | Reviews |
|---|---|---|---|
| #1 | Grasshoppers5735 Young Pine Rd, Orlando, FL 32829, USA | 4.7★ | 74 |
| #2 | Flamingo Outdoor Systems1062 Azalea Ln, Winter Park, FL 32789, USA | 5.0★ | 45 |
| #3 | Signature Landscape Contractors, LLC.160 Circle Dr, Maitland, FL 32751, USA | 4.6★ | 39 |
| #4 | Vested Landscapes LLC.1338 Suffolk Rd, Winter Park, FL 32789, USA | 5.0★ | 5 |
| #5 | Orlando Outdoor Lighting, LLC3001 Aloma Ave #331, Winter Park, FL 32792, USA | 5.0★ | 4 |
| #6 | Landscape Improvements Inc1880 N Orange Blossom Trl, Orlando, FL 32804, USA | 4.3★ | 15 |
| #7 | Landscape Resources7235 Gardner St, Winter Park, FL 32792, USA | 3.9★ | 27 |
| #8 | Ace Landscape Services LLC2152 Linden Rd, Winter Park, FL 32792, USA | 4.4★ | 20 |
| #9 | J & W Landscaping2005 Kentucky Ave, Winter Park, FL 32789, USA | 3.9★ | 7 |
| #10 | Sakura Outdoors6801 University Blvd Unit 2, Winter Park, FL 32792, USA | 5.0★ | 5 |
Ranked by verified ratings & review volume · Data from Google Business listings · Updated May 2026
All Landscapers in Winter Park
Orlando Outdoor Lighting, LLC
3001 Aloma Ave #331, Winter Park, FL 32792, USA
Landscape Improvements Inc
1880 N Orange Blossom Trl, Orlando, FL 32804, USA
Ace Landscape Services LLC
2152 Linden Rd, Winter Park, FL 32792, USA
J & W Landscaping
2005 Kentucky Ave, Winter Park, FL 32789, USA
Sakura Outdoors
6801 University Blvd Unit 2, Winter Park, FL 32792, USA
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Frequently Asked Questions — Landscapers in Winter Park
How do I find the best landscapers in Winter Park?
Look for businesses with 4.5+ stars, 50+ verified reviews, proper licensing and insurance, and transparent pricing. The top-ranked landscapers in Winter Park on this page are scored by our algorithm that weighs ratings, review count, and profile completeness.
Are landscapers in Winter Park licensed and insured?
Licensing requirements vary by trade and state. For most home service contractors, FL requires both a state license and liability insurance. Always ask any contractor for proof of current insurance and a copy of their license number before work begins — you can verify most licenses on your state licensing board's website.
How much do landscapers charge in Winter Park, FL?
Prices vary by scope, materials, and contractor experience. Use the free quote form on this page to request estimates from multiple local pros simultaneously. Getting 3+ quotes is the single most effective way to avoid overpaying.
What should I look for when hiring a landscapers in Winter Park?
Verify licensing and insurance, read recent reviews on multiple platforms, ask for a written estimate before work starts, confirm they pull permits when required, and check references from recent local projects. Featured businesses on this page are ranked by verified ratings and review quality.
How are the landscapers on this page ranked?
Rankings use a transparent algorithm: star rating (35%), review volume (30%), customer sentiment (20%), profile completeness (10%), and availability (5%). Featured Partner listings have paid for enhanced visibility but must still earn their position through real customer reviews — sponsored listings are clearly labeled.
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How Rankings Work on This Page
Every landscapers on RatingsNearMe is scored transparently: star rating (35%), review volume (30%), customer sentiment (20%), profile completeness (10%), and availability (5%). Businesses labeled exclusive or premium are Featured Partners — they have paid for enhanced visibility but must still rank through real customer reviews. We cap sponsored boosts so bad businesses can never buy the top spot.
Editorial notice: Ratings are based on publicly available data from Google Business listings. Consumers should independently verify licensing, insurance, and credentials before hiring any service provider. Last updated: May 17, 2026.
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