Expansive, character-rich, and thoughtfully updated, 1607 Pinehurst Avenue offers over 3,100 square feet of beautifully maintained living space in the heart of Highland Park. This 4-bedroom, 3-bathroom home seamlessly blends timeless charm with modern convenience across three private levels. The main floor offers a spacious living area that features two large bedrooms — including one with an oversized walk-in closet — a full bathroom, a bright and welcoming living space, and an expansive updated kitchen with huge mud room and TONS of cabinetry throughout. Upstairs, the spacious primary suite is a true retreat, complete with a sitting area, two generous walk-in closets, and a spa-like bathroom featuring a separate soaking tub and walk-in shower — perfect for unwinding at the end of the day. The fully finished lower level with raised ceilings throughout extends the home’s versatility with an expansive entertainment area, custom oak cabinetry, a quartz-topped wet bar with a sink and mini-fridge, and a bedroom with built-in dressers, office space, and a full bathroom equipped with a steam-enabled shower. With a bedroom and bathroom on each level, this home offers rare privacy for guests, family, or multi-generational living. Thoughtful updates include: new roof (2021), new garage roof (2024), approximately 80% new plumbing and electrical systems, new boiler (91% efficient), new stainless steel indirect water heater (2021), updated air conditioning for the lower level (2019), and professionally maintained landscaping. Major appliances (2018–2024) and fresh paint and carpet (March 2025) make it truly move-in ready. On top of this the garage is wired for an EV charger! Situated on a 5,001 sq ft lot just minutes from Highland Park’s shops, restaurants, trails, and parks, this home is a rare blend of classic St. Paul character and today’s lifestyle needs.