Both pretty and homey, this 1908 home on Jackson Street has been owned by the same family since its beginning, and it's clearly been lovingly tended.

The 5,424-square-foot property is actually a duplex, split into upstairs and downstairs flats comprised of a total eight bedrooms, six bathrooms, and two kitchens, all with a timeless if sometimes throwback feel. It's clean, bright, and teeming with elegant details.

Lovers of period architecture will appreciate the gracefully arching windows and French doors that open to the back patio from the living room, which has simple crown moldings, an arched fireplace, and built-ins.

Coffered ceilings and leaded glass windows in the dining room lend a formal feeling, while the kitchen and bathrooms are more whimsical in nature with retro hues and geometric tiles.

Several of the bedrooms have leafy outlooks through various windows and French doors that open onto terraces, while the upper flat's living room gets a peek-a-boo look at the Golden Gate Bridge. The upper level also has a sunny walk-out deck to take in the view.

Laundry, a garage, and a small backyard complete the property.

Bedrooms: 8

Bathrooms: 6

Size: 5,424

Asking price: $5,995,000

// 3349 - 3351 Jackson St. (Presidio Heights); for more information visit jacksonduplex.com.