Chrysler 26 Sailboats for Sale

Halsey Hereshoff·1977·Chrysler Marine
Chrysler 26 drawingBuilder drawing
Hull Type
Monohull · wing
Rig
Masthead Sloop
LOA
25.98' · 7.92 m
Disp.
5,000 lbs · 2,268 kg
First year
1977

The Chrysler 26 is an American trailerable sailboat designed by Halsey Herreshoff and first built in 1977 by Chrysler Marine in the United States. Conceived as a cruiser built primarily for trailerable, fullcomfort family cruising, it was produced in keelcenterboard and fixedkeel versions and remains supported by an active class club, the Chrysler Sailors.

Market snapshot

Median asking · 12 mo
$9,500
Asking price · 3 listings
Recent listings · 90 d
1
3 tracked · 12 mo
3-month price trend
0.0%
vs. 12-mo median
Countries with listings
1
United States (100.0%)

Recent Listings

3 for sale · showing 10 newest

Chrysler 26 Buyer's Guide

Shopping the brokerage market for a Chrysler 26 means looking at an American trailerable cruiser designed by Halsey Herreshoff and built by Chrysler Marine from 1977, now out of production but backed by an active owners' club. These boats turn up in the United States, and the smart buyer focuses on the swing-keel or fixed-fin variants, the condition of the steering and icebox access, and which factory or owner upgrades rode along with the hull.

Layouts on the Used Market

Two deck plans exist: the unbroken "Cruiser" layout with no coach house, and the "Courser" featuring a conventional raised cabin trunk. Either can carry the swing keel drawing as little as 2 feet 3 inches or the optional fixed fin keel. Below, every example sleeps six across a bow V-berth, two main-cabin settees, and an aft double, with a fully enclosed head and a standard galley of alcohol stove, 10-gallon tank, and stainless sink. The aft berth under the cockpit is the least useful sleeping space and often repurposed for stowage by owners.

Equipment and Common Upgrades

Power is the first divide: most boats carry a small outboard on the factory stern bracket, while some have the Yanmar 8 HP diesel inboard factory option. A buyer should confirm which is fitted and whether the lazarette hides the controls and tanks as designed. On the rig, a mainsheet traveler and halyard winches improve trim, and a mast-raising bridle with jiffy reefing makes the trailerable setup genuinely single-handed; a spinnaker with pole and a boom vang are the sail-handling extras worth having. For comfort, a bimini and dodger canvas, plus privacy curtains and a stern boarding ladder, shift the boat from bare cruiser to weekend-ready, while bow pulpit, stern rail, and lifelines matter for safety on an open transom design.

What to Inspect

The cockpit is small for a 26-foot boat, so check whether the layout meets your crew's needs rather than assuming more room aft. Verify the rudder-shaft collar is tight, since a loose one lets the steering go vague and must be snugged to restore control. Work the centerboard crank to confirm it still raises and lowers easily. Open the companionway and test the smaller icebox underneath it, which testers found difficult to reach even for a drink, and decide if that flaw is acceptable. On outboard versions, confirm the Sailor 10 bracket and runabout-style throttle are intact and the lazarette closures seal.

Availability and Buyer's Takeaway

These boats are found in the United States. For a trailerable cruiser with Herreshoff pedigree and club support, the Chrysler 26 rewards a careful look at steering, icebox access, and which power and rig upgrades are aboard.

  • Confirm swing keel or fixed fin and test the centerboard crank
  • Tighten and test the rudder-shaft collar for steering response
  • Check the companionway icebox reach and aft-berth stowage use
  • Verify outboard bracket or inboard diesel and lazarette sealing
  • Prefer examples with traveler, reefing, and safety rails fitted

Where they're listed

Chrysler 26 listings appear across 1 country. United States has the most listings with 3.

Median ask by country
USD
Share of listings
Count · past 12 months

Country view

3 listings · 1 country
CountryMedian askListings · 12 moActive · 90 dShare
United States$9,50031100.0%

Comparable models

Similar length, displacement, and era. Open a row to compare that model's market page.

Similar boats to compare

3 similar designs
ModelLOAMedian askListings · 12 moActive · 90 d
Pearson 2626.12'$ 6,00095
Grampian 2626'$ 7,50060
Chrysler 26You are here$ 9,50031

Frequently asked questions

01How much does a used Chrysler 26 cost?+
The median asking price for a used Chrysler 26 over the past 12 months is $9,500. Prices vary by condition, year, equipment, and location.
02How many Chrysler 26 sailboats are for sale?+
1 Chrysler 26 listing has gone live in the last 90 days, and 3 have been tracked across the past 12 months.
03Are Chrysler 26 prices going up or down?+
The median asking price for the Chrysler 26 has stayed steady over the last 3 months compared with the 12-month median.
04Where are Chrysler 26 sailboats for sale?+
The top markets for used Chrysler 26 listings over the past 12 months are United States (100.0%).
05What should I look at instead of a Chrysler 26?+
Comparable models include Pearson 26, Grampian 26. Use the comparison table above to check pricing and availability.