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 qualified pros come to you.
50 contractors serving Oakham.
Contractors serving Oakham
- Monette Landscaping & ConstructionServes Oakham · 7.2 mi★★★★★5.0 rating
- Busy Bee Nursery, Landscaping, & ConstructionServes Oakham · 7.7 mi★★★★★4.6 rating
57 Broad St, Jefferson, MA 01522
- A&J PROPERTY CARE Lawn Care Landscaping And Snow PlowingServes Oakham · 8.1 mi★★★★★4.7 rating
25 Hilltop Ave, Jefferson, MA 01522
- GreenGuard Lawn and TickServes Oakham · 8.7 mi★★★★★4.5 rating
27 Old Colony Rd Unit E, Hubbardston, MA 01452
- Young Landscapes, IncServes Oakham · 9.2 mi★★★★☆4.2 rating
47 Healdville Rd, Hubbardston, MA 01452
- Royal Crest Farm, LLC.Serves Oakham · 9.3 mi★★★★★4.8 rating
30 Howe Rd, Spencer, MA 01562
- Black Belt LandscapingServes Oakham · 10.5 mi★★★★★4.9 rating
686 Main St, Holden, MA 01520
- Perrone LandscapingServes Oakham · 10.5 mi★★★★☆4.1 rating
876 Salisbury St, Holden, MA 01520
- Watson Landscaping & ConstructionServes Oakham · 10.9 mi★★★★★5.0 rating
2 Chickering Rd, Spencer, MA 01562
- Evolve LandscapingServes Oakham · 11.5 mi★★★★★5.0 rating
82 Baldwin St, Leicester, MA 01524
- Dave's Tree CareServes Oakham · 11.9 mi★★★★★4.8 rating
52 Arizona Ave, Holden, MA 01520
- Andis plowing & landscapingServes Oakham · 11.9 mi★★★★★5.0 rating
99 Holden St, Worcester, MA 01606
- Mass Landscaping & SnowServes Oakham · 12.1 mi★★★★★4.9 rating
118 Indian Hill Rd, Worcester, MA 01606
- Reimagined RootsServes Oakham · 12.3 mi★★★★★5.0 rating
71 Lee St, West Boylston, MA 01583
- VIP LandscapingServes Oakham · 12.8 mi★★★★☆4.0 rating
14 Marshfield St, Worcester, MA 01606
- Great Care Lawn ServiceServes Oakham · 12.8 mi★★★★★4.5 rating
99 Monadnock Rd, Worcester, MA 01609
- J. LeBlanc and Sons Landscaping INCServes Oakham · 13.2 mi★★★★☆4.4 rating
730 Whitney St, Gardner, MA 01440
- Harris Lawn & LandscapeServes Oakham · 13.4 mi★★★★★4.9 rating
70 Fremont St, Worcester, MA 01603
- Egan Lawn Care LLCServes Oakham · 13.7 mi★★★★★4.5 rating
290 Malboeuf Rd, Ware, MA 01082
- McCarthy's Landscaping & Irrigation Inc.Serves Oakham · 13.9 mi★★★★☆4.2 rating
133 Hartwell St, West Boylston, MA 01583
- Dailey LandscapingServes Oakham · 13.9 mi★★★★☆3.7 rating
69 Hope Ave, Worcester, MA 01602
- Reliable LandscapingServes Oakham · 14.0 mi★★★★☆4.2 rating
47 Wellington Rd, Templeton, MA 01468
- Twins Lawn ServiceServes Oakham · 14.5 mi★★★★★4.5 rating
110 Worcester Rd, Sterling, MA 01564
- DiRoberto Property ManagementServes Oakham · 14.7 mi★★★★★4.5 rating
299 Shrewsbury St, Worcester, MA 01604
- Digging Dogs ExcavationServes Oakham · 14.6 mi★★★★★5.0 rating
278 Cedar St, Sturbridge, MA 01518
- Larry’s Landscape SuppliesServes Oakham · 14.7 mi★★★★☆4.2 rating
144 Worcester Rd, Charlton, MA 01507
- Harrell'sServes Oakham · 15.4 mi★★★★★5.0 rating
19 Technology Dr, Auburn, MA 01501
- Michael's Mowing & Landscape IncServes Oakham · 15.7 mi★★★★★5.0 rating
2A Althea Path, Shrewsbury, MA 01545
- M.D. Landscape Construction LLCServes Oakham · 15.7 mi★★★★★4.8 rating
199 Sewall St, Boylston, MA 01505
- Gibson's TruckingServes Oakham · 15.8 mi★★★★★5.0 rating
50 Sunderland Rd, Worcester, MA 01604
- Vision Spray Solutions, INC, weed, tick & mosquito spraying/natural options availableServes Oakham · 15.9 mi★★★★★5.0 rating
13 6th St, Brimfield, MA 01010
- Green Tech Landscape Installations LLCServes Oakham · 16.0 mi★★★★★5.0 rating
75 Old Common Rd, Auburn, MA 01501
- Bachand LandscapingServes Oakham · 16.0 mi★★★★★5.0 rating
49 Champeaux Rd, Sturbridge, MA 01518
- Miller's LandscapingServes Oakham · 16.2 mi★★★★★4.7 rating
101 Lawton St, Worcester, MA 01604
- Green’s Landscaping & More LLCServes Oakham · 16.2 mi★★★★★5.0 rating
87 Turner Rd, Charlton, MA 01507
- Campos Brothers Landscaping, LLCServes Oakham · 16.3 mi★★★★☆4.4 rating
178 S Quinsigamond Ave, Shrewsbury, MA 01545
- The Painted Stone EmporiumServes Oakham · 16.6 mi★★★★★4.7 rating
453 Main St, Fiskdale, MA 01518
- H Land - constructionServes Oakham · 16.7 mi★★★★★4.7 rating
102 H Foote Rd, Charlton, MA 01507
- Four Paws Lawn CareServes Oakham · 16.9 mi★★★☆☆3.0 rating
11 McCracken Rd, Millbury, MA 01527
- Advantage Enterprises IncServes Oakham · 17.0 mi★★★★☆4.0 rating
152 Freeman Rd, Charlton, MA 01507
- OBrien Landscape, LLCServes Oakham · 17.1 mi★★★★★5.0 rating
57 Lakeside Dr, Shrewsbury, MA 01545
- Anderson Landscape Construction IncServes Oakham · 17.4 mi★★★★★4.9 rating
6 Beverly Dr, Sterling, MA 01564
- Babe's Lawn CareServes Oakham · 17.4 mi★★★★☆4.4 rating
345 Sturbridge Rd, Brimfield, MA 01010
- Thompson Landscaping & ConstructionServes Oakham · 17.4 mi★★★★★5.0 rating
37 S Oxford Rd, Millbury, MA 01527
- Dandini Landscape CoServes Oakham · 17.6 mi★★★☆☆3.0 rating
4 Peter Dr, Sterling, MA 01564
- Orion Design & LandscapeServes Oakham · 17.6 mi★★★★★4.9 rating
172 Birchcroft Rd, Leominster, MA 01453
- RosemeadeServes Oakham · 17.6 mi★★★★☆3.7 rating
657 Worcester St, Southbridge, MA 01550
- Dimecos Nursery and LandscapeServes Oakham · 17.9 mi★★★★★4.7 rating
374 Sterling St, Lancaster, MA 01523
- Robinson Tree ServiceServes Oakham · 18.0 mi★★★★★5.0 rating
162 Sturbridge Rd, Brimfield, MA 01010
- Serves Oakham · 18.1 mi
77 S Main St, Clinton, MA 01510
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.
