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Jennifer won $5 million and needs a bigger house with enough space for her two-year-old son and for her dad to retire in historic Winchester, Virginia. David shows her a new home on a smaller lot, and other properties with as much as 3 acres!

My Lottery Dream Home

Hey, Winchester: A Yummy Slice of Perfection

Bringing real people real places and real life - home.

With an inheritance helping her find the perfect home in Central Florida, a retiree prefers to say she's graduated from working. Now, the experts of retirement living, aka David's parents, are on hand to guide her through the popular destination.

Sue's Central Florida Dream

A lucky lady often wins small amounts, but she finally hit it big with $3 million on a scratcher; David Bromstad arrives to help her and her husband upgrade their vacation home for a bougier place in Murrells Inlet, S.C.

Cathy's Millions: Snowbirder in Chief

Despite limited finances, a single mom has made a loving, thriving home for her three children; and now after a million-dollar lottery win, she's calling on David Bromstad to help her.

Single Mom Defies the Odds

A couple finally has some good luck and wants to upgrade their family home in Parkersburg, W.Va.; David Bromstad is out to find a nice kitchen, room to entertain, and enough space.

Welcome to Forever

After hitting the jackpot, an ex-servicewoman is ready to leave renting behind and search for her forever home in Greensboro, N.C.; with David and her son along for the ride, she's out to find a home to begin her next chapter.

From Big Rigs to Big Riches

Former high school friends went their separate ways and reconnected later in life; they're newlyweds and after a million-dollar lottery win, they're calling on David to find a dream home to entertain their family and friends in Boston.

Second Chance Love in Boston

Fresh off a difficult divorce, an Ohio woman scores a $15 million lottery win that's about to change everything; now, able to retire early, David helps her relocate back to her childhood home, Vero Beach, Florida, so she can be closer to her kids.

$15 Million Unites the Family

A million dollar winner returns to find her forever home in Pensacola, Fla.; with her daughter along on the search, this duo brings David a challenge to help find their dream place where she can retire.

Million Dollar Pensacola Return

David brings along his bestie to help another pair of besties find a dream home for a daughter in Rochester, N.Y.

BFF Lottery

A couple's 3-year-old daughter chose their $7 million winning lottery ticket! Now, David gets to upgrade them from the Poconos to the family-friendly suburbs of Lehigh Valley, Pennsylvania.

Seven Million Big Ones

David braves arctic temperatures to help a couple find a bigger house for their expanding family in the suburbs of Cleveland; they're hoping to find their forever dream home, and David's donning his woolliest wardrobe in the sub-zero search.

Mid-Winter in the Mid-West

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Armed with large bank accounts and fantasies of living in mansions bigger than city blocks, lottery winners search for new homes.

S19 E16 | Hey, Winchester: A Yummy Slice of Perfection