Sell Your Boat
Find
Find
Sell Your Boat
Finance
Finance
Services
Services
Research
Research
- Get Advice On:
- Buying
- Selling
- Boating
- Read
- Reviews
Open a Dealer Account

Home//
Boats for Sale//
Sail//
Sloop//
Highfield

Highfield Classic Sloop Sailboats for sale

Clear All All Highfield classic sail-sloop All small

Zip CodeCity / State

Distance radiusfromZip code

Condition

AllNewUsed

to

ft.

to

to

All Power
All Power
All Small Boats
All Small Boats
Deck
Deck
Dinghy (Power)
Dinghy (Power)
Dinghy (Unpowered)
Dinghy (Unpowered)
Inflatable
Inflatable
Rigid Inflatable
Rigid Inflatable
Tender (Power)
Tender (Power)
Tender (Unpowered)
Tender (Unpowered)

highfield
Highfield
ab-inflatables
AB Inflatables
zodiac
Zodiac
walker-bay
Walker Bay
northstar
Northstar
ascend
Ascend
hobie
Hobie
brig
Brig
ranieri
Ranieri
boston-whaler
Boston Whaler

267 more Makes...

Highfield Ranges

classic
Classic
sport
Sport
ultralite
Ultralite
patrol
Patrol
roll-up
Roll-up
velox
Velox
escape
Escape

Highfield Models

classic-340
Classic 340
classic-360
Classic 360
classic-310
Classic 310
classic-310-fct
Classic 310 FCT
classic-340-fct
Classic 340 FCT
classic-290
Classic 290
classic-380
Classic 380
classic-260
Classic 260
classic-360-fct
Classic 360 FCT
classic-380-fct
Classic 380 FCT

6 more Models...

to

ft.

to

ft.

gas
Gas
other
Other

Hull Type

rib
Rib

Hull Material

Number of Engines

Any1234+

Engine Type

all
All
direct+drive
Direct Drive
jet+drive
Jet Drive
none
None
other
Other
single+inboard
Single Inboard
single+i--o
Single I/O
single+outboard
Single Outboard
twin+inboard
Twin Inboard
twin+i--o
Twin I/O
twin+outboard
Twin Outboard
triple+i--o
Triple I/O
triple+outboard
Triple Outboard
v+drive
V-Drive

Pre-qualify for a boat loan in minutes

We'll check over 15 marine lenders to get you the best rate.

We compare rates from 15+ lenders

Loan Calculator

Ad Image

viewable ad alt text

eligible ad alt text

accupixel ad alt text

230 boats

Sort: Recommended

recommended:desc
Recommended
updated:desc
Recently Updated: Newest first
updated:asc
Recently Updated: Oldest first
distance:asc
Distance: Nearest first
distance:desc
Distance: Farthest first
year:desc
Year: Newest first
year:asc
Year: Oldest first
length:desc
Length: Longest first
length:asc
Length: Shortest first
price:desc
Price: High to Low
price:asc
Price: Low to High

2026 Highfield Classic 420Request a Price, Apalachicola, FL 32328
- Featured
2026 Highfield Classic 420
Request a Price
Apalachicola, FL 32328 | Nautical Ventures - Pan Handle
2025 Highfield Classic 460$34,444, Weymouth, MA 02188
- Featured
2025 Highfield Classic 460
$34,444
$300/mo*
Weymouth, MA 02188 | Monahan's Marine
2026 Highfield Classic 420Request a Price, West Palm Beach, FL 33412
- Featured
2026 Highfield Classic 420
Request a Price
West Palm Beach, FL 33412 | Nautical Ventures - Palm Beach
2025 Highfield Classic 400$24,721, Lake Bluff, IL 60044
- In-Stock
2025 Highfield Classic 400
$24,721
Lake Bluff, IL 60044 | Offshore Marine
2026 Highfield Classic 340 FCT$16,758, Lake Bluff, IL 60044
- In-Stock
2026 Highfield Classic 340 FCT
$16,758
Lake Bluff, IL 60044 | Offshore Marine
2025 Highfield Classic 290$6,100, Weymouth, MA 02188
2025 Highfield Classic 290
$6,100
Weymouth, MA 02188 | Monahan's Marine
2026 Highfield Classic 380Request a Price, Fort Lauderdale, FL 33316
2026 Highfield Classic 380
Request a Price
Fort Lauderdale, FL 33316 | Nautical Ventures
2025 Highfield Classic 340$17,480, Pewaukee, WI 53072
- Price Drop
2025 Highfield Classic 340
$17,480
↓ Price Drop
Pewaukee, WI 53072 | CenterPointe Marine
2026 Highfield Classic 340 GTRequest a Price, Pensacola, FL 32505
2026 Highfield Classic 340 GT
Request a Price
Pensacola, FL 32505 | Nautical Ventures - Pensacola
2026 Highfield Classic 340Request a Price, Palm City, FL 34990
2026 Highfield Classic 340
Request a Price
Palm City, FL 34990 | Nautical Ventures - Palm Beach
2026 Highfield Classic 360 GT$24,995, Clearwater, FL 33760
2026 Highfield Classic 360 GT
$24,995
Clearwater, FL 33760 | Suncoast Inflatables
2025 Highfield Classic 340 FCT$19,595, Clearwater, FL 33760
2025 Highfield Classic 340 FCT
$19,595
Clearwater, FL 33760 | Suncoast Inflatables
2026 Highfield Classic 340Request a Price, Palm City, FL 34990
2026 Highfield Classic 340
Request a Price
Palm City, FL 34990 | Nautical Ventures - Palm City
2025 Highfield Classic 400$26,138, Ocean City, NJ 08226
- In-Stock
2025 Highfield Classic 400
$26,138
$228/mo*
Ocean City, NJ 08226 | Boat Yard Marina NJ
2025 Highfield Classic 310$15,220, Kemah, TX 77565
- In-Stock
2025 Highfield Classic 310
$15,220
Kemah, TX 77565 | DC Powersports and Marine
2025 Highfield Classic 360$19,560, Sturgeon Bay, WI 54235
2025 Highfield Classic 360
$19,560
Sturgeon Bay, WI 54235 | CenterPointe Yacht Services - Sturgeon Bay
2025 Highfield Classic 380$9,055, Kemah, TX 77565
- In-Stock
2025 Highfield Classic 380
$9,055
Kemah, TX 77565 | DC Powersports and Marine
2025 Highfield Classic 340$12,800, Kemah, TX 77565
- Sale Pending
2025 Highfield Classic 340
$12,800
Kemah, TX 77565 | DC Powersports and Marine
2024 Highfield Classic 360$9,900, Harrison Township, MI 48045
- In-Stock
2024 Highfield Classic 360
$9,900
Harrison Township, MI 48045 | Blue Lagoon Boating Center
2026 Highfield Classic 310 FCT$16,500, Yorktown, VA 23692
- New Arrival
2026 Highfield Classic 310 FCT
$16,500
Yorktown, VA 23692 | Hampton Roads Inflatables, LLC
2025 Highfield Classic 310 FCT$16,000, Yorktown, VA 23692
- In-Stock
2025 Highfield Classic 310 FCT
$16,000
Yorktown, VA 23692 | Hampton Roads Inflatables, LLC
2022 Highfield Classic 360 GT$16,995, Clearwater, FL 33760
2022 Highfield Classic 360 GT
$16,995
Clearwater, FL 33760 | Suncoast Inflatables
2024 Highfield Classic 340$12,600, Harrison Township, MI 48045
- In-Stock
2024 Highfield Classic 340
$12,600
Harrison Township, MI 48045 | Blue Lagoon Boating Center
2023 Highfield Classic 360$17,490, Monroe, WA 98272
- Price Drop
2023 Highfield Classic 360
$17,490
↓ Price Drop
Monroe, WA 98272 | Private Seller
2025 Highfield Classic 360 FCT$19,900, Yorktown, VA 23692
- In-Stock
2025 Highfield Classic 360 FCT
$19,900
Yorktown, VA 23692 | Hampton Roads Inflatables, LLC
2025 Highfield Classic 290$9,100, Harrison Township, MI 48045
- In-Stock
2025 Highfield Classic 290
$9,100
Harrison Township, MI 48045 | Blue Lagoon Boating Center
2026 Highfield Classic 290Request a Price, Pensacola, FL 32505
2026 Highfield Classic 290
Request a Price
Pensacola, FL 32505 | Nautical Ventures - Pensacola
2026 Highfield Classic 310Request a Price, Fort Lauderdale, FL 33316
2026 Highfield Classic 310
Request a Price
Fort Lauderdale, FL 33316 | Nautical Ventures
2025 Highfield Classic 310$6,600, Yorktown, VA 23692
- In-Stock
2025 Highfield Classic 310
$6,600
Yorktown, VA 23692 | Hampton Roads Inflatables, LLC
2023 Highfield Classic 380 GT$25,995, Clearwater, FL 33760
2023 Highfield Classic 380 GT
$25,995
$226/mo*
Clearwater, FL 33760 | Suncoast Inflatables
2026 Highfield Classic 290Request a Price, Apalachicola, FL 32328
2026 Highfield Classic 290
Request a Price
Apalachicola, FL 32328 | Nautical Ventures - Pan Handle
2026 Highfield Classic 290Request a Price, Fort Lauderdale, FL 33316
2026 Highfield Classic 290
Request a Price
Fort Lauderdale, FL 33316 | Nautical Ventures
2026 Highfield Classic 340$6,900, Danvers, MA 01923
- In-Stock
2026 Highfield Classic 340
$6,900
Danvers, MA 01923 | Danversport Marina
2026 Highfield Classic 310Request a Price, Palm City, FL 34990
2026 Highfield Classic 310
Request a Price
Palm City, FL 34990 | Nautical Ventures - Palm City

<
1
2
3
4
5
>

Highfield Classic Sloop Sailboats

Connect with Us

Download the BoatTrader app

Explore Boat Trader

Boats for Sale
Outboard Motors & Engines
Boat Trailers
Boat Research
Boating Lifestyle Calculator
About Boat Trader

Sell Your Boat

Private Sellers
Dealers
My Boats

Finance

Boat Loans
Boat Loan Calculator
Boat Loan Rates
FAQ - How to Finance

Services

Extended Service Plan
Tire & Wheel Plan
GAP Protection
Roadside Assistance
Boat Insurance
Boat Transport
Boat Warranty
Boat Documentation
Boat Rental
Become a Member

Cookies
Do Not Sell My Personal Information
Community Guidelines
Security Center
Site Map

Copyright © 2026 Boats Group. All Rights ReservedAd and Sponsorship Policy|Advertiser Agreement|Copyright|Privacy Policy|Terms of Use|AdChoices