The O'Day 27, introduced in 1973, represents a pivotal moment in the O'Day Corporation’s history as it moved from the production of small daysailers into the competitive "pocket cruiser" market. Designed by the renowned Alan Gurney—famed for high-performance ocean racers like Windward Passage—the O'Day 27 was engineered to provide a genuine cruising experience for families while maintaining the approachable handling characteristics that the brand was known for. During its production run through 1979, it became one of the most popular boats in its class, striking a balance between the simplicity of a day boat and the technical requirements of an overnight coastal voyager.
O'Day 27 Sailboats for Sale & Market Overview

- Make
- O'Day
- Model
- 27
- Builder
- O'Day Corp.
- Designer
- Alan P. Gurney
- Number Built
- 720
- Production Year(s)
- 1972 - 1979
Below are the most recent O'Day 27 sailboat listings (up to 10).
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| Source | Year | Make | Model | Price | Cabins | Heads | City | Country | Listing Date |
|---|
DISCLAIMER: We are not affiliated with any external listing websites in any way. We simply aggregate publicly available listings to make it easier for buyers to find sailboats for sale. We cannot guarantee the accuracy of the listings, so please verify all information with the seller before making any decisions.
Market Overview
Price & Volume Trends
Monthly breakdown
| Month | Listings | Median Asking Price (USD) |
|---|---|---|
| Jul 2025 | 1 | $9,000 |
| Aug 2025 | 1 | $0 |
| Feb 2026 | 1 | $6,000 |
| Model | LOA | Median Price (USD) | Listings | Recent |
|---|---|---|---|---|
| O'Day 272 | 26.92' | $9,500 | 25 | 7 |
| Oday 34 | 34' | $19,900 | 23 | 3 |
| O'Day 40 | 39.58' | $43,250 | 22 | 16 |
| Oday 28 | 28.25' | $9,800 | 21 | 11 |
| Moody 27 | 27.67' | $16,230 | 13 | 3 |
| O'Day 37 | 37' | $34,500 | 12 | 7 |
| ODay 30 | 29.92' | $12,000 | 8 | 1 |
| O'Day 25 | 24.83' | $7,950 | 5 | 2 |
| O'Day 19 | 19' | $4,448 | 4 | 0 |
| O'Day 27 | $6,000 | 3 | 1 | |
| O'Day 22 | 21.67' | $3,000 | 3 | 0 |
| Country | Median Price (USD) | Listings (past 12 months) | Recent (90d) |
|---|---|---|---|
| United States | $6,000 | 3 | 1 |
Frequently Asked Questions
- How much does a used O'Day 27 cost?
- The median asking price for a used O'Day 27 over the past 12 months is $6,000. Prices vary by condition, year, equipment, and location.
- How many O'Day 27 sailboats are for sale?
- We have tracked 3 O'Day 27 listings over the past 12 months, with 1 listed within the last 90 days.
- Are O'Day 27 prices going up or down?
- The median asking price for the O'Day 27 has remained stable over the last 3 months compared to the 12-month average.
- What are similar sailboats to the O'Day 27?
- Comparable models include the O'Day 272, Oday 34, O'Day 40. See the comparison table above for pricing and availability.