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Santa Rosa Shiloh Valley Court

Santa Rosa, CA, USA

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Opening Snapshot

Perched in the elite, gated enclave of Shiloh Estates just northwest of Santa Rosa and bordering Windsor’s foothills, this property is a rare blend of privacy, sweeping oak-studded landscapes, and easy access to wine country hubs like Healdsburg, Windsor, and Santa Rosa (about a 15-minute drive). It’s on nearly 12 acres of rolling hills with mature oak woodlands and valley views, offering that “forest-retreat” feel without sacrificing proximity to town. The estate centers around a thoughtfully designed single-level main house with gracious living spaces, multiple gathering rooms, and a chef’s kitchen all flowing out to a backyard that truly defines the concept of outdoor living.

GUESTS

BEDROOMS

BATHROOMS

PETS ALLOWED

POOL

HOT TUB

FIRE FEATURE

DEDICATED WORKING SPACE

WINERY ESTATE

EV CHARGING

HOME FOR SALE

Virtual Tour

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What we love

From the moment you enter the gated community, there’s a sense of calm and exclusivity, the kind of place where you breathe deeper and slow down. The home’s traditional, elegant architecture gives a nod to East Coast sensibilities while still feeling perfectly at ease among oak-covered hills. Inside, the generous layout with multiple living and family rooms accommodates both quiet mornings and lively gatherings. But let’s be honest: the yard is the star. It’s a jaw-dropping outdoor haven - sparkling pool, soothing spa, putting green, outdoor kitchen, and endless views of rolling woodlands. The crescent-shaped layout wraps around this space, creating natural indoor-outdoor flow that you feel the moment you walk through the doors. Every time you look out, you’re welcomed by nature not other houses. The game barn conversion is a standout: a downstairs play space with ping pong, pool table, and a big-screen TV, and above it a private one-bedroom guest suite with a full kitchen, perfect for friends, multi-gen stays, or creative retreat space.

Keep in mind

Built in 1991 and thoughtfully maintained and updated over the years, the home reflects the solid craftsmanship and proportions of its era. While it has been well cared for, some finishes may feel more classic than cutting-edge if you’re seeking a sleek, ultra-modern architectural showpiece. The property sits within the exclusive, gated enclave of Shiloh Estates, a quiet collection of large-lot estate homes that feels a bit more suburban-country than vineyard chic. It’s peaceful, private, and residential in tone. Tasting rooms and restaurants aren’t walkable, and you’ll want a car for exploring, but you’re just minutes from Healdsburg, Windsor, Oliver’s Market (our favorite market!), and the oak-lined trails of Shiloh Ranch Regional Park.

Work Mode

No dedicated office here, but plenty of flexibility. The detached guest house is the best option if not used as a bedroom, it becomes a quiet, private retreat for focused work. Inside the main house, the dining room, living room, and family room all work well for casual setups. If you need something more structured, this is a great candidate for a Joe’s desk easily turning one of the additional bedrooms into a proper workspace.

The brag

Joe B. lens:
The outdoor spaces here are next-level. Pool, putting green, hot tub, outdoor kitchen, big views. This is where you actually want to stay all day. It’s a rare find that feels both expansive estate and genuinely livable home.
Joe R. lens:
Love the privacy and the versatility, especially the converted barn with games and guest suite. A perfect base for groups, families, or anyone who wants indoor comfort plus endless outdoor possibilities without being stuck in a tourist zone.
Together we agree:
This is the kind of place where time slows, great for reconnecting, hosting, and savoring nature’s quiet beauty while staying connected to wine country culture.

Getting around

While not a winery-doorstep property, it’s super convenient to stellar local nodes: Windsor’s shops and dining, Santa Rosa’s amenities, and Healdsburg’s tasting rooms and restaurants are all about a 15-minute drive. Outdoor lovers will appreciate nearby Shiloh Ranch Regional Park’s trail network and open spaces for hiking and exploring oak woodlands.

Joe-Tested,
Joe-Approved

A standout for guests craving privacy, natural beauty, and generous outdoor spaces with plenty of room to roam, relax, and play. Classic character with ample amenities.

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Additional Property Details

City & State:

Maximum Capacity:

Property Type:

Year Built: 

Renovation:

Property Size:

Bedroom Configuration:

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From the Owner:

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Amenities

House Rules

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More Information

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