Anthony Jennings & Crew Real Estate LLC

Anthony Jennings & Crew Real Estate LLC Love the lake, love the land, love the people. Tony is known and admired in the Northwoods and loves living in the Chequamegon Bay area.

He’s a knowledgeable Broker/Owner - bringing more than thirty years of residential, commercial and vacant land real estate experience along with vast knowledge of the surrounding communities. Tony's clients can expect a sincere & knowledgeable representative who understands the business and works hard to ensure that his client's needs are not only met, but exceeded. His Crew calls him “Captain” be

cause Tony has the gift of helping those he works with feel safe and making sure the navigating through the ups & downs of real estate is smooth sailing. A unique benefit that Tony offers is his CREW. 'Crew Jennings' consists of Licensed Real Estate Salespeople which comprises Office Management, a Marketing Department, an Accounting Department, Buyer & Seller Agents, and Customer Care Specialists. Anthony also has decades of hands-on experience with building and construction, which compliments his work and greatly benefits his clients. Since beginning his real estate career, Tony has continued his training, taking courses from the National Association of Realtors NAR and Wisconsin Realtors Association WRA and attending workshops on alternative and sustainable building methods. In addition to more standard transactions, Tony also has experience working with homesteaders, those interested in living off the grid and other less-mainstream buyers. As the Broker/Owner of Anthony Jennings & Crew Real Estate and Apostle Islands Realty, Tony is able to represent both buyers and sellers, offering thorough, knowledgeable service. He enjoys helping his clients navigate the sometimes confusing buying and selling processes, creating an experience which leaves the client empowered and feeling cared for. Tony's love of the Chequamegon Bay area is evidenced by his commitment to its local area businesses and organizations; he believes strongly in supporting the local economy to promote sustainable growth. A true man of the Northwoods, Tony is an avid hunter, fisherman and forager of wild edibles. When not working on real estate, he can be found fishing on the Big Lake, and prides himself on keeping the freezer full of local, organic foods. Nothing makes him happier than assisting others in “anchoring” their new homes and businesses in this beautiful area!

JUST LISTED! 1222 Lake Shore Dr E, AshlandA fresh opportunity has officially hit the market and it’s one worth paying at...
06/23/2026

JUST LISTED! 1222 Lake Shore Dr E, Ashland

A fresh opportunity has officially hit the market and it’s one worth paying attention to.

View the property website at https://www.listing4.com/1222lakeshoredre and call me at 715-209-6841 for a showing.

Reach out for expert advice before you decide to sell your home.  When you’re ready to make a move, let’s talk about how...
06/23/2026

Reach out for expert advice before you decide to sell your home.

When you’re ready to make a move, let’s talk about how I can move you! I’d love to apply for the job.

DM or Call me at (715) 209-6841

For a full list of my services visit www.aijennings.com/services

Under Contract! 930 Superior Ave, Washburn If you’re thinking about selling, now is a great time to list your home.Conta...
06/22/2026

Under Contract! 930 Superior Ave, Washburn

If you’re thinking about selling, now is a great time to list your home.
Contact me at 715.209.6841 if you have questions or if I can help you with any real estate needs.

aijennings.com

Thank you for these kind words! It was such a pleasure working alongside you through this process.
06/22/2026

Thank you for these kind words! It was such a pleasure working alongside you through this process.

06/18/2026

PRICE IMPROVEMENT!🤩

Newly built, main level living set on twenty+/- acres!

Built in 2024 this bright home offers some unique features enabling you to utilize the space in a way that works for you.

One of the first things you notice on the drive in is the amazing scent of pine, and your shoulders immediately relax.
You'll enjoy having three entry options to the home and a cathedral of towering pines that create a natural fence line for seclusion.
A detached garage holds your vehicle and storage.

This property is set in Ashland's beautiful countryside yet is only ten minutes to downtown shops, schools, restaurants, and the beaches of Lake Superior. Professional floor plans are available.

62543 Hegstrom Rd, Ashland
CALL 715.209.6841

If you need some home repairs or improvements, just ask! I’ll send you my referral list of trusted professionals.When yo...
06/18/2026

If you need some home repairs or improvements, just ask! I’ll send you my referral list of trusted professionals.

When you’re ready to make a move, let’s talk about how I can move you! I’d love to apply for the job.

DM or Call me at (715) 209-6841

For a full list of my services visit www.aijennings.com/services

We're so grateful for this review - Thank You!⭐⭐⭐⭐⭐“I have worked with many, many realtors as a buyer and seller. I have...
06/17/2026

We're so grateful for this review - Thank You!⭐⭐⭐⭐⭐

“I have worked with many, many realtors as a buyer and seller.
I have worked with Anthony as a buyer and seller.
He made the process easy, went above and beyond what other reactors are willing to do.
Most of these experiences feel like a cold transaction where you just hand the middleman a lot of money for little effort.
This was not the case for me in either experience.”

-Lacey L.

If you’re looking to invest in real estate, I can help.When you’re ready to make a move, let’s talk about how I can move...
06/16/2026

If you’re looking to invest in real estate, I can help.

When you’re ready to make a move, let’s talk about how I can move you! I’d love to apply for the job.

DM or Call me at (715) 209-6841

For a full list of my services visit www.aijennings.com/services

06/13/2026

For Sale! 29235 Hagstrom Rd, Ashland

START YOUR ENGINES! Well established, successful, and reputable auto recycler with excellent growth potential.

You can explore the full details at www.listing4.com/29235hagstromrd and call me at 715-209-6841 to book a private tour.

06/13/2026

For Sale! 2729 Lake Shore Dr E #4, Ashland
Outstanding and RARE opportunity to own a condo with the shore of Lake Superior out your back door!
You can explore the full details at www.listing4.com/2729lakeshoredre4. Call me at 715.292.6513 for a showing.

Address

315 Turner Road
Ashland, WI
54806

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm
Saturday 10am - 2pm

Telephone

+17152926513

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