top of page

Santa Rosa Shiloh Valley Court

Santa Rosa, CA

CHECK AVAILABILITY

All Inclusive Price

Month
SUN
MON
TUE
WED
THU
FRI
SAT

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

Virtual Tour

Screenshot 2025-12-12 at 2.29.52 PM.png

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

This isn’t a newly built estate, the house dates from 1991 and shows its era in a few places, though it’s been well-maintained and updated. Some touches feel slightly dated compared with ultra-modern builds, but that classic quality also contributes to its character. It also leans a bit “suburban-country” rather than pure wine-country ranch vibe: you’re set back from tasting rooms and vineyard roads, and there aren’t many true walkable destinations nearby. But you are minutes from Windsor, Oliver’s Market (a local favorite), and Shiloh Ranch Regional Park’s miles of oak-lined trails and ridge vistas, a perfect blend of convenience and adventure.

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.

060_Joes_LT_Rental_06272025_paigegreen_U6A5827.jpg

Additional Property Details

City & State:

Maximum Capacity:

Property Type:

Year Built: 

Renovation:

Property Size:

Bedroom Configuration:

Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam, quis nostrud exercitation ullamco laboris nisi ut aliquip ex ea commodo consequat. Duis aute irure dolor in reprehenderit in voluptate velit esse cillum dolore eu fugiat nulla pariatur. Excepteur sint occaecat cupidatat non proident, sunt in culpa qui officia deserunt mollit anim id est laborum. Excepteur sint occaecat cupidatat non proident, sunt in culpa qui officia deserunt mollit anim id est laborum.

From the Owner:

Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam, quis nostrud exercitation ullamco laboris nisi ut aliquip ex ea commodo consequat. Duis aute irure dolor in reprehenderit in voluptate velit esse cillum dolore eu fugiat nulla pariatur. Excepteur sint occaecat cupidatat non proident, sunt in culpa qui officia deserunt mollit anim id est laborum. Excepteur sint occaecat cupidatat non proident, sunt in culpa qui officia deserunt mollit anim id est laborum.

656_Joes_LT_Rental_06272025_paigegreen_U6A8895.jpg

Amenities

House Rules

I'm a paragraph. Click here to add your own text and edit me. It's easy.

More Information

I'm a paragraph. Click here to add your own text and edit me. It's easy.

  • Instagram
  • Facebook
  • X
  • LinkedIn
bottom of page