Naglee Park is old California at its finest, when San Jose was all orchards and vineyards. In fact, Naglee Park was once a vineyard, belonging to Union Gen. Henry Morris Naglee. The land was sold off by his heirs, and the foundations for Naglee Park were laid.

Today, a few homes predate the 1906 earthquake, but most of the homes along the tree-lined lanes are pushing the century mark. One of the oldest surviving homes is located at 68 S. 13th St. Built in 1902, this two-bedroom, 1.5-bath home is a prime example of Arts and Crafts–period construction—a classy turn-of-the-century exterior, with all the modern conveniences inside.

There are hardwood floors throughout, as well as recessed lighting, and the house has recently been renovated and repainted. The kitchen contains brand-new, stainless steel appliances, and for those who love intimate entertaining, there’s a separate dining room, and a half basement with its own wine cellar. It’s a piece of San Jose history for $589,000.
Staying in the same price range,

506 S. 15th St. is breathtaking—1,761 square feet, on a 6,000-square-foot lot. Built in 1919, it’s a relative youngster in the neighborhood. This is not the kind of house you can count by its bedrooms. You’d be leaving out the basement, breakfast room, dining room and especially the living room, with its gorgeous brick fireplace and built-in bookcases. The house needs a bit of finishing, particularly in the basement, but that means its new owners can add a bit of themselves to this historic home. And it’s a bargain at $580,000.

The oldest Naglee Park home on the market is a four-bedroom, two-bath Victorian at 666 S. 11th St. The home has been so well kept that it’s hard to imagine it’s 110 years old. The floors are hardwood, vinyl and linoleum, reflecting the tastes of the inhabitants over the course of a century. The kitchen has recently been redone, and there is a practical granite-topped island counter. The roof and water heater have also been replaced recently. This home can be had for just $420,000.

Located at 311 S. 14th St. is a real gem in the neighborhood—an award-winning home that exemplifies the best of the Arts and Crafts period. The four-bedroom, four-bath house has been completely restored for luxury living. There are polished hardwood floors and wood paneling in the master bedroom and dining room. This is a home for people who throw parties, whether in the living room, dining room, patio or covered deck, or around the saltwater pool, with its own hot tub. And when you need time to escape it all, you can put your guests up in the guest quarters, lock the gate on the driveway and retreat to the den or artist studio for a little me time.

Built in 1914, this home is a reminder of a bygone era, when things may have been simpler but also more elegant. This home is now selling for $1,398,000.