Verified Model GuideRegal 38 XO
A 38-foot triple-outboard sport cruiser bridging Regal's luxury cruisers and outboard exp…
6 for sale · 4 sold (12 mo)
Chicago & Lake Michigan
Used Regal Boats for Sale in Chicago
Chicago and Lake Michigan, from Michigan City and New Buffalo up through Waukegan, Kenosha and Milwaukee, is a strong freshwater Regal market.
54
Regals on the market
0
In Chicago
Represented by PYM
All 54 Regals on the market · 0 in Chicago
PYM2021 Regal 33 XO
Sunny Isles Beach, Florida
$269,999
PYM2022 Regal 42 XO
Clearwater, Florida
$695,000
Fort Lauderdale2023 Regal 36 XO
Fort Lauderdale, FL
$595,000
Florida, Other2023 Regal 38 Grande Coupe
Cape Canaveral, FL
$525,000
Fort Lauderdale2017 Regal 42 Sport Coupe
Fort Lauderdale, FL
$369,000
Tampa Bay2021 Regal 38 XO
Clearwater, FL
$434,950
Fort Lauderdale2023 Regal 36 XO
Hollywood, FL
$475,000
Fort Lauderdale2020 Regal 35 Sport Coupe
Fort Lauderdale, FL
$225,000
Miami2023 Regal 38 SAV
Miami, FL
$598,000
Fort Lauderdale2022 Regal 42 XO
Hollywood, FL
$615,000
Florida, Other2021 Regal 36 Grande Coupe
Destin, FL
$329,900
Fort Lauderdale2024 Regal 38 XO
Boca Raton, FL
$599,000
Florida, Other2022 Regal LX36
New Smyrna Beach, FL
$355,000
Florida, Other2021 Regal 38 XO
Daytona Beach, FL
$439,999
West Palm Beach2022 Regal 38 SAV
Stuart, FL
$519,900
Miami2024 Regal LX9
Aventura, FL
$228,500
Miami2020 Regal 42 Fly
Miami Beach, FL
$475,000
Fort Lauderdale2022 Regal LX36
Fort Lauderdale, FL
$449,000
Fort Lauderdale2019 Regal 33 OBX
Pompano Beach, FL
$179,900
Tampa Bay2021 Regal 29 OBX
Largo, FL
$179,999
Florida, Other2023 Regal 38 SAV
Destin, FL
$559,990
2023 Regal 29 OBX
Nokomis, FL
$204,900
Tampa Bay2020 Regal 42 Grande Coupe
Tampa, FL
$499,900
Miami2022 Regal LX6
North Miami Beach, FL
$90,000
Fort Lauderdale2022 Regal 42 XO
Hollywood, FL
$599,999
Fort Lauderdale2025 Regal 50 SAV
POMPANO BEACH, FL
$1,499,995
2021 Regal 33 XO
Sebastian, FL
$274,900
Fort Lauderdale2017 Regal 53 Sport Coupe
Pompano Beach, FL
$439,000
West Palm Beach2022 Regal 33 SAV
Boynton Beach, FL
$299,999
Miami2016 Regal 46 Sport Coupe
Sunny Isles Beach, FL
$315,000
Florida, Other2027 Regal LX6
Orlando, FL
Call
Florida, Other2025 Regal 36 XO
Destin, FL
$535,000
Miami2021 Regal 33 XO
Sunny Isles Beach, FL
$249,999
Miami2021 Regal 38 XO
Coral Gables, FL
$459,500
West Palm Beach2017 Regal 35 Sport Coupe
Fort Pierce, FL
$198,000
Fort Lauderdale2018 Regal 53 Sport Coupe
Lighthouse Point, FL
$725,000
Miami2022 Regal 36 XO
Miami Beach, FL
$405,000
West Palm Beach2018 Regal 33 XO
Riviera Beach, FL
$229,000
Miami2022 Regal 36 Grande Coupe
North Miami, FL
$359,000
Miami2023 Regal 29 OBX
Key Largo, FL
$224,999
Tampa Bay2021 Regal 42 XO
Treasure Island, FL
$649,900
Florida, Other2025 Regal 38 XO
Destin, FL
$519,999
Fort Lauderdale2023 Regal 38 FXO
Fort Lauderdale, FL
$777,777
West Palm Beach2025 Regal 38 SAV
Stuart, FL
$599,000
Miami2019 Regal 33 SAV
Miami Beach, FL
$249,000
Miami2020 Regal 38 SAV
Miami, FL
$479,000
Tampa Bay2023 Regal 29 OBX
Bradenton, FL
$175,000
2021 Regal 33 SAV
Freeport, FL
$329,900
Naples2021 Regal 29 OBX
Cape Coral, FL
$119,944
Naples2022 Regal 38 XO
Fort Myers, FL
$550,000
Tampa Bay2023 Regal 33 OBX
Maderia Beach, FL
$329,985
Fort Lauderdale2021 Regal LX6
Pompano Beach, FL
$124,999
Miami2019 Regal 33 XO
Miami, FL
$275,000
Tampa Bay2024 Regal LX9
Riverview, FL
$220,000
Recorded Regal sales
We have not recorded a Regal sale in Chicago yet. See the all-Florida Regal sold data.
Regal models in Chicago
Verified Model Guide
Verified Model GuideRegal 33 XO
Outboard-powered express cruiser on a C. Raymond Hunt hull — big-boat ride in 34 feet.
5 for sale · 9 sold (12 mo)
Model SnapshotRegal 38 SAV
2020–present
Regal's flagship outboard day-yacht: a center-helm sport activity vessel that fishes, div…
5 for sale · 5 sold (12 mo)
Verified Model GuideRegal 36 XO
Outboard-powered express cruiser built for Florida day-and-overnight use.
4 for sale · 11 sold (12 mo)
Model SnapshotRegal 33 SAV
2018–present
The boat that started Regal's SAV line: a twin-outboard, cabin-equipped sport activity ve…
3 for sale · 7 sold (12 mo)
Model SnapshotRegal 33 OBX
2018–present
Regal's 34-foot outboard bowrider: a big open cockpit, a cuddy with a head, and twin Yama…
2 for sale · 4 sold (12 mo)
Model SnapshotRegal 36 Grande Coupe
2020–present
A 37-foot hardtop express with Volvo V8 sterndrives and joystick: the lift-friendly Grand…
2 for sale · 0 sold (12 mo)
Model SnapshotRegal 38 Grande Coupe
2020–present
A 38-foot hardtop express with a full-beam feel, twin Volvo V8 sterndrives with joystick,…
1 for sale · 0 sold (12 mo)
Model SnapshotRegal 42 Fly
2017–present
Regal's only flybridge yacht: twin Volvo IPS diesels, two staterooms, and joystick handli…
1 for sale · 0 sold (12 mo)
Find · vet · negotiate
We find the boat worth seeing
Our process is find, vet, negotiate.
We vet it before you travel
We find the right Regal anywhere on the Lake Michigan shoreline, including boats coming out of long-term local ownership.
We negotiate on recorded numbers
We vet it against recorded sold data, winterisation and service records and an independent survey and sea trial.
Three ways to start
Market analysis
Review recorded Regal sales in Chicago. Individual prices and dates are delivered privately by email.
Request the sold reportValue my Regal
Selling or trading up needs a defensible number. We build one from recorded sales.
Get my boat evaluatedAudit my listing
Listed but not getting showings? We audit photos, copy, pricing and exposure.
Audit my listingFrom the dock in Chicago
Verified-aboard notes for Chicago are being added as we walk boats here.
Michael J. JohnsonParticipating PYM brokerVerified-aboard notes for Chicago are being added as we walk boats here.
Buying a used Regal? Protect it after factory coverage ends.
Get extended coverage options for the engines, drives and onboard systems, built from your boat's details.
Chicago Regal questions
The questions buyers ask us most in this market.
Are freshwater Regals really worth more?
Generally yes. Freshwater boats typically show far less corrosion on drives, hardware and electrical systems, which is why buyers in the South actively look for them.
Can you arrange delivery from Chicago to Florida?
Yes. Over-the-road transport is routine on these boats, and we coordinate quotes and scheduling as part of the purchase rather than leaving it to you afterwards.
What should I look for in winter storage history?
Documented winterisation, indoor or shrink-wrapped storage and consistent spring commissioning are the difference between an easy boat and an expensive one. We ask for the records.
How short is the buying season here?
Inventory and pricing move with the season, and late-season boats are often negotiable. Our Chicago sold report shows recorded prices, dates and days on market across the year.
Client reviews
Reviews of Michael J. Johnson on this page.
“Michael Johnson was and is a pleasure to work with. Even after the sale the communication is excellent and help and advice continues. Would highly recommend!”
Michael J. Johnson
Autograph Yacht Group
“Michael was very professional in his representation of our Regal 42. Excellent communication throughout the process. Would highly recommend Michael's brokerage services!”
Michael J. Johnson
Autograph Yacht Group
“This was my first purchase of a boat through a broker, and Mike was great. He took me through the steps and never pressured me in anyway. He advised me on what needed to be done and was a man of his word throughout the whole process. I feel as though I made a friend and I will definitely recommend him to anyone I know wanting to purchase a boat.”
Michael J. Johnson
Autograph Yacht Group
Reviews are of the named participating broker, sourced from the platform shown on each card. They are not reviews of Premium Yacht Marketplace.