133 Wilson St, Spencer, MA 01562
Landscaping in Oakham, Massachusetts
Compare contractors serving Oakham, Worcester County — call them directly, or send one request and let the ones who want the job come to you.
30 contractors serving Oakham.
Contractors serving Oakham
Claimed listings within 5 miles come first, then the rest by rating, then distance. Google ratings as of October 2026. How we list and rank contractors
- Monette Landscaping & ConstructionServes Oakham · 7.2 mi★★★★★5.0 Google rating
- Watson Landscaping & ConstructionServes Oakham · 10.9 mi★★★★★5.0 Google rating
2 Chickering Rd, Spencer, MA 01562
- Evolve LandscapingServes Oakham · 11.5 mi★★★★★5.0 Google rating
82 Baldwin St, Leicester, MA 01524
- Andis plowing & landscapingServes Oakham · 11.9 mi★★★★★5.0 Google rating
99 Holden St, Worcester, MA 01606
- Reimagined RootsServes Oakham · 12.3 mi★★★★★5.0 Google rating
71 Lee St, West Boylston, MA 01583
- Michael's Mowing & Landscape IncServes Oakham · 15.7 mi★★★★★5.0 Google rating
2A Althea Path, Shrewsbury, MA 01545
- Green Tech Landscape Installations LLCServes Oakham · 16.0 mi★★★★★5.0 Google rating
75 Old Common Rd, Auburn, MA 01501
- Bachand LandscapingServes Oakham · 16.0 mi★★★★★5.0 Google rating
49 Champeaux Rd, Sturbridge, MA 01518
- Green’s Landscaping & More LLCServes Oakham · 16.2 mi★★★★★5.0 Google rating
87 Turner Rd, Charlton, MA 01507
- Black Belt LandscapingServes Oakham · 10.5 mi★★★★★4.9 Google rating
686 Main St, Holden, MA 01520
- Mass Landscaping & SnowServes Oakham · 12.1 mi★★★★★4.9 Google rating
118 Indian Hill Rd, Worcester, MA 01606
- Harris Lawn & LandscapeServes Oakham · 13.4 mi★★★★★4.9 Google rating
70 Fremont St, Worcester, MA 01603
- Dave's Tree CareServes Oakham · 11.9 mi★★★★★4.8 Google rating
52 Arizona Ave, Holden, MA 01520
- M.D. Landscape Construction LLCServes Oakham · 15.7 mi★★★★★4.8 Google rating
199 Sewall St, Boylston, MA 01505
- A&J PROPERTY CARE Lawn Care Landscaping And Snow PlowingServes Oakham · 8.1 mi★★★★★4.7 Google rating
25 Hilltop Ave, Jefferson, MA 01522
- Miller's LandscapingServes Oakham · 16.2 mi★★★★★4.7 Google rating
101 Lawton St, Worcester, MA 01604
- H Land - constructionServes Oakham · 16.7 mi★★★★★4.7 Google rating
102 H Foote Rd, Charlton, MA 01507
- Busy Bee Nursery, Landscaping, & ConstructionServes Oakham · 7.7 mi★★★★★4.6 Google rating
57 Broad St, Jefferson, MA 01522
- GreenGuard Lawn and TickServes Oakham · 8.7 mi★★★★★4.5 Google rating
27 Old Colony Rd Unit E, Hubbardston, MA 01452
- Great Care Lawn ServiceServes Oakham · 12.8 mi★★★★★4.5 Google rating
99 Monadnock Rd, Worcester, MA 01609
- Egan Lawn Care LLCServes Oakham · 13.7 mi★★★★★4.5 Google rating
290 Malboeuf Rd, Ware, MA 01082
- Twins Lawn ServiceServes Oakham · 14.5 mi★★★★★4.5 Google rating
110 Worcester Rd, Sterling, MA 01564
- J. LeBlanc and Sons Landscaping INCServes Oakham · 13.2 mi★★★★☆4.4 Google rating
730 Whitney St, Gardner, MA 01440
- Campos Brothers Landscaping, LLCServes Oakham · 16.3 mi★★★★☆4.4 Google rating
178 S Quinsigamond Ave, Shrewsbury, MA 01545
- Young Landscapes, IncServes Oakham · 9.2 mi★★★★☆4.2 Google rating
47 Healdville Rd, Hubbardston, MA 01452
- McCarthy's Landscaping & Irrigation Inc.Serves Oakham · 13.9 mi★★★★☆4.2 Google rating
133 Hartwell St, West Boylston, MA 01583
- Reliable LandscapingServes Oakham · 14.0 mi★★★★☆4.2 Google rating
47 Wellington Rd, Templeton, MA 01468
- Perrone LandscapingServes Oakham · 10.5 mi★★★★☆4.1 Google rating
876 Salisbury St, Holden, MA 01520
- VIP LandscapingServes Oakham · 12.8 mi★★★★☆4.0 Google rating
14 Marshfield St, Worcester, MA 01606
- Dailey LandscapingServes Oakham · 13.9 mi★★★★☆3.7 Google rating
69 Hope Ave, Worcester, MA 01602
Landscaping in Oakham — what to know
Site & seasonal factors
Oakham is in National Grid territory, which puts it inside Mass Save's program footprint for energy work — but Mass Save doesn't fund landscaping. The relevant local-regulatory layer is the Wetlands Protection Act, run by the Oakham Conservation Commission.
The Five Mile River, Parker Brook, and a network of smaller streams thread through Oakham. Hardscape, grading, or significant clearing within 100 feet of any of them typically needs an RDA or NOI filed before excavation. Properties on the western edge of town drain toward the Quabbin watershed, which can add MWRA/DCR scrutiny on stormwater for larger projects on that side.
Permits in Oakham
Plantings and lawn work don't need permits. The MA thresholds apply: retaining walls over about 4 feet and meaningful grading work need a building permit. ConCom is the more common gate for near-water work. Oakham doesn't have a historic district overlay. Permitting timelines are mostly driven by ConCom's monthly schedule — plan 4–6 weeks of lead time on permitted projects.
Typical project cost
Oakham pricing tracks central Worcester County. A standard lawn-and-foundation refresh runs $3,500–$8,500. A paver or bluestone patio with a small wall typically lands $14,000–$30,000 depending on access. Tree work — clearing or significant pruning — is a common companion line item on Oakham projects, often $1,500–$6,000 to open up enough light for new plantings on heavily wooded lots.
About Oakham homes
Oakham is a small central Worcester County town of about 1,585 residents and 674 housing units. The median home is around 43 years old — notably newer than most of the state — reflecting a wave of suburban-rural builds in the 1980s and 90s on large wooded lots, with an older core around the town common and along Route 122.
Lot sizes are large by state standards (often 2+ acres), septic and well are universal, and the land rolls between Rutland Reservoir to the north and the Quabbin watershed to the west. Landscape work here usually involves a mix of clearing, drainage, and naturalistic plantings on tree-shaded lots rather than open suburban lawns.
Common questions — Landscaping in Oakham
- Do I need ConCom approval to landscape near the Five Mile River?
- Yes for any work within 100 feet of the river or its tributary brooks. The Oakham Conservation Commission expects an RDA or NOI filing before excavation.
- My lot is heavily wooded. Will plantings actually grow?
- Yes, but pick plants for shade. Native woodland understory plants — mountain laurel, witch hazel, native viburnums, sweet pepperbush — thrive where sun-loving plants struggle. Selective tree thinning can open enough light for a wider palette.
- I'm on the Quabbin watershed side of town. Does that change anything?
- For most residential landscape work, no. For larger projects with stormwater implications, possibly — MWRA or DCR may add a review layer. Confirm what's on your parcel before scoping anything substantial.
- How tall a retaining wall can I build without a permit?
- Roughly 4 feet is the MA threshold. Over that, building permit and typically engineering. Anything in a wetland buffer needs ConCom review regardless of height.
- Who actually works in Oakham?
- Crews based in Rutland, Barre, Paxton, and the greater Worcester area cover Oakham routinely. A handful of smaller central-Mass landscapers are based locally. Confirm experience with wooded lots and ConCom filings before signing.
