Meet Lake Anna’s Resident Bachelor Adventurer: Jim Keys

November 26, 2025
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Meet Jim Keys, a true Lake Anna gentleman whose ideal days are spent on the water, whose kindness shows up in the everyday moments, and whose chocolate chip cookies are almost as legendary as his sense of humor.

A few things about Jim you probably don’t know:

  • BS & MS in Computer Science
  • Software Executive
  • Great cook
  • Decathlete
  • Pole Vault Coach in VA
  • 2nd Degree Black Belt
  • Plays Poker & Craps
  • Published a book on Amazon

What’s your ideal Lake Anna weekend?
Fishing, Jet skiing, boating, grilling steaks for dinner, sunset on the dock, and a bonfire.

What’s one thing people would be surprised to learn about you?
I make the world‘s best homemade chocolate chip cookies from scratch.

If you could plan the perfect first date around Lake Anna, what would it look like?
Pick her up with flowers, dinner at the Lion’s Den including comfortable conversation to learn about her and her life experiences. Then over to The Cove for a lava cake dessert and watch the sunset.

What’s something you’re passionate about in our community?
Helping my neighbors, anything from yardwork, cutting up a fallen tree, or taking a friend to the doctor. I always want to be the kind of friend I’d want to have as a friend.

🍷 Coffee or wine? Bougie Wine
🌇 Sunrise or sunset? Sunset
🛥 Boat day or trail day? Boat day
🐶 Dog person or cat person? Dog
🎄 Favorite holiday movie? The Grinch
🍽️ Best Lake Anna restaurant? Lions Den
🍫 Sweet or savory? Sweet
😄 Introvert or extrovert? Extrovert
❤️ Most used emoji? Heart
💃 First to dance or first to watch? First to dance


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Meet Jim Keys, a true Lake Anna gentleman whose ideal days are spent on the water, whose kindness shows up in the everyday moments, and whose chocolate chip cookies are almost as legendary as his sense of humor.

A few things about Jim you probably don’t know:

  • BS & MS in Computer Science
  • Software Executive
  • Great cook
  • Decathlete
  • Pole Vault Coach in VA
  • 2nd Degree Black Belt
  • Plays Poker & Craps
  • Published a book on Amazon

What’s your ideal Lake Anna weekend?
Fishing, Jet skiing, boating, grilling steaks for dinner, sunset on the dock, and a bonfire.

What’s one thing people would be surprised to learn about you?
I make the world‘s best homemade chocolate chip cookies from scratch.

If you could plan the perfect first date around Lake Anna, what would it look like?
Pick her up with flowers, dinner at the Lion’s Den including comfortable conversation to learn about her and her life experiences. Then over to The Cove for a lava cake dessert and watch the sunset.

What’s something you’re passionate about in our community?
Helping my neighbors, anything from yardwork, cutting up a fallen tree, or taking a friend to the doctor. I always want to be the kind of friend I’d want to have as a friend.

🍷 Coffee or wine? Bougie Wine
🌇 Sunrise or sunset? Sunset
🛥 Boat day or trail day? Boat day
🐶 Dog person or cat person? Dog
🎄 Favorite holiday movie? The Grinch
🍽️ Best Lake Anna restaurant? Lions Den
🍫 Sweet or savory? Sweet
😄 Introvert or extrovert? Extrovert
❤️ Most used emoji? Heart
💃 First to dance or first to watch? First to dance


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