Michaela Rousseau & Caroline Vaccarezza Presents
Historic Hillcrest
San Jose Home
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Starting at $1,448,000
5491 Fairway Drive, San Jose
All Property Photos
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Modern Farmhouse Ranch
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Lived in. Laughed in. Loved in.
This beautifully updated home combines classic charm with modern comfort. The thoughtfully renovated interior features an updated kitchen and bathrooms, reverse osmosis water filtration, vinyl plank flooring, newer windows, updated electrical wiring with a 200-amp panel, upgraded copper water lines, a new roof (2025), and a new HVAC system (2026), providing peace of mind for years to come.
Designed for today's lifestyle, the converted garage functions as a versatile ADU while retaining its original garage door, allowing it to easily serve as a one-car garage if desired. It's an ideal space for guests, multigenerational living, a college student, or a private home office.
Energy efficiency is another standout feature with owned SOLAR panels paired with two Tesla Powerwall batteries, helping reduce utility costs while providing backup power. Outside, the long driveway offers ample parking for an RV and multiple vehicles. The fully fenced front and backyard create a private outdoor retreat with automatic sprinklers, abundant space for entertaining, gardening, play, or even a backyard chicken coop.
Offering exceptional updates, flexible living space, and a coveted location in one of San Jose's hidden gems, this is a rare opportunity to enjoy the best of Hillcrest living.
Designed for today's lifestyle, the converted garage functions as a versatile ADU while retaining its original garage door, allowing it to easily serve as a one-car garage if desired. It's an ideal space for guests, multigenerational living, a college student, or a private home office.
Energy efficiency is another standout feature with owned SOLAR panels paired with two Tesla Powerwall batteries, helping reduce utility costs while providing backup power. Outside, the long driveway offers ample parking for an RV and multiple vehicles. The fully fenced front and backyard create a private outdoor retreat with automatic sprinklers, abundant space for entertaining, gardening, play, or even a backyard chicken coop.
Offering exceptional updates, flexible living space, and a coveted location in one of San Jose's hidden gems, this is a rare opportunity to enjoy the best of Hillcrest living.
Property Details
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Bedrooms
4
Bathrooms
2
Square Footage
1,765 sq ft
Year Built
1949
Lot Size
7200
Garage
ADU/ Single car
walkthrough
Property Tour
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Floor Plans
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about this
Neighborhood
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Welcome to the hidden enclave of Hillcrest, one of San Jose's most treasured neighborhoods. Nestled at the base of the scenic eastern foothills and located below the historic Alum Rock Park. Hillcrest allows access to nature walks, miles of hiking through scenic mineral springs, historic stone bridges built in the 1930s, and panoramic viewpoints of Santa Clara Valley. Fairway Drive sits beside one of the area's oldest private country clubs in Northern California which was first established in 1899 which became the San Jose Country Club in 1912. The Country Club offers restaurant, bocce courts, swimming pool and summertime events including live music. This established community offers a rare blend of natural beauty, privacy, and timeless character featuring homes with lots 10,000 up to 2 acres. Hillcrest is renowned for its quiet, tree-lined streets, expansive lots, and distinctive collection of luxury custom homes featuring Spanish Revival, Tudor, and Mid-Century architecture.
You will be welcomed onto a family and pet friendly street, where neighbors gather for holiday block parties, meet and greet you on their morning walks and turn their porch lights on for Trick or Treating.
5491 Fairway Drive offers exceptional updates, flexible living space, and a coveted location in one of San Jose's hidden gems, this is a rare opportunity to enjoy the best of Hillcrest living.
You will be welcomed onto a family and pet friendly street, where neighbors gather for holiday block parties, meet and greet you on their morning walks and turn their porch lights on for Trick or Treating.
5491 Fairway Drive offers exceptional updates, flexible living space, and a coveted location in one of San Jose's hidden gems, this is a rare opportunity to enjoy the best of Hillcrest living.
Michaela Rousseau
Caroline Vaccarezza
Schedule
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Michaela Rousseau
Caroline Vaccarezza