Caterpillar 277B vs Caterpillar 299D2: Which Is the Better Value?

| Based on 138 verified Canadian auction sales

The Caterpillar 277B averages $22,804 CAD at auction, compared to $50,586 for the Caterpillar 299D2. That's a $27,781 difference. Based on 138 verified Canadian auction results tracked by TrackCheck, here's the full breakdown.

The Verdict

The Caterpillar 277B is the better value buy for most Canadian buyers, averaging $27,781 less than the 299D2.

Caterpillar 277B

CTL

$22,804 CAD avg

$9,108

Low

$34,914

High

24

Sales

Avg 2,881 hours · 2004–2006 model years

Full price guide →

Caterpillar 299D2

SSL

$50,586 CAD avg

$1,138

Low

$130,547

High

114

Sales

Avg 3,685 hours · 2016–2019 model years

Full price guide →

What are the key differences between 277B and 299D2?

  • Price: The 277B is $27,781 cheaper on average (55% savings).
  • Track Type: 277B is a compact track loader (CTL) while 299D2 is a wheeled skid steer (SSL). CTLs have better traction on soft ground; wheeled units are faster and cheaper to maintain.
  • Usage: Used 277Bs average 2,881 hours while 299D2s average 3,685 hours.

Both Caterpillar and Caterpillar retain value well. See our depreciation guide for brand rankings.

Looking for a 277B or 299D2? Check current listings with Deal Scores.

Which is the better value: 277B or 299D2?

Choose the Caterpillar 299D2 if:

  • You work on pavement, concrete, or hard surfaces
  • You prefer Caterpillar's dealer network and parts availability

How do 277B and 299D2 prices compare by year?

Caterpillar 277B vs Caterpillar 299D2 prices by model year (CAD)
Year Caterpillar 277B Caterpillar 299D2
2019 $51,364 (17)
2018 $50,472 (35)
2017 $59,661 (28)
2016 $40,263 (30)
2006 $28,171 (4)
2005 $21,651 (12)
2004 $21,850 (8)

Prices in CAD. Numbers in parentheses are sample size. Lower price highlighted.

How do 277B and 299D2 prices compare by hours?

Caterpillar 277B vs Caterpillar 299D2 prices by hours (CAD)
Hours Caterpillar 277B Caterpillar 299D2
0-999 hrs $27,160 (2) $106,250 (4)
1,000-1,999 hrs $27,160 (2) $72,396 (6)
2,000-2,999 hrs $24,197 (6) $45,600 (20)
3,000-3,999 hrs $21,690 (2) $54,774 (34)
4,000+ hrs $29,397 (4) $44,653 (44)

Hours matter more than age for resale value. See our hours vs age analysis.

Where can I buy a 277B or 299D2 in Canada?

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