Escape to your own private Wine Country sanctuary at 77 Oso Trail, a gated Spanish-style estate nestled in the rolling hills above Glen Ellen. Tucked along a quiet country lane and surrounded by nearly 11 acres of natural landscape. Built in 1996, this elegant 4,261 square foot retreat blends timeless architectural character with serene natural beauty. Inside, light-filled interiors flow across three spacious bedroom suites each with private bath, a powder room, a dedicated office, and generous gathering spaces ideal for entertaining. The home’s Spanish influence shines through with handcrafted tiles, and rustic wood accents, creating warmth and authenticity throughout. The living room, family room, and main-floor primary suite each open directly to a screened loggia with fireplace, offering seamless indoor-outdoor living and an effortless connection to the surrounding landscape. The primary suite provides comfort and privacy, while a separate guest wing is an inviting retreat for family or friends. Outdoors, enjoy a pool and private spa area, classic clay tennis court, and landscaped gardens framed by hillside views and natural landscapes. A detached Ag Barn is perfect for hobbies, workshop or storage. The property’s gentle topography invites exploration, with open spaces perfect for walking paths, and gardens. Just minutes from downtown Glen Ellen, this estate enjoys proximity to renowned wineries, Jack London State Park, and Sonoma Valley’s celebrated dining scene- all approximately an hour from San Francisco. Whether as a full-time residence or weekend getaway, 77 Oso Trail embodies the relaxed sophistication of Wine Country living, where natural tranquility meets timeless design.
Property Details
Price:
$3,875,000
MLS #:
326015038
Status:
Active
Beds:
3
Baths:
4
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
sonoma
Finished Sq Ft:
4,261
Lot Size:
473,497 sqft / 10.87 acres (approx)
Year Built:
1996
See this Listing
Schools
Interior
# of Fireplaces
4
Cooling
Other
Electric
Battery Backup
Fireplace Features
Family Room, Living Room, Outside, Primary Bedroom, See Remarks
Full Bathrooms
3
Half Bathrooms
1
Heating
Radiant
Kitchen Features
Breakfast Area, Island, Pantry Closet
Laundry Features
Inside Room
Exterior
Construction
Stucco
Fencing
Entry Gate, See Remarks
Lot Features
Garden, Private, Secluded, See Remarks
Parking Features
Attached, Garage Door Opener
Pool
Yes
RESIVIEW
Hills, Mountains
Roof
Tile
Spa
Yes
Stories
2
Financial
HOA
No
Map
Community
- Address77 Oso Trail Glen Ellen CA
- CityGlen Ellen
- CountySonoma
- Zip Code95442
Market Summary
Current real estate data for Single Family in Glen Ellen as of Apr 13, 2026
32
Single Family Listed
124
Avg DOM
948
Avg $ / SqFt
$4,270,938
Avg List Price
Property Summary
- 77 Oso Trail Glen Ellen CA is a Single Family for sale in Glen Ellen, CA, 95442. It is listed for $3,875,000 and features 3 beds, 4 baths, and has approximately 4,261 square feet of living space, and was originally constructed in 1996. The current price per square foot is $909. The average price per square foot for Single Family listings in Glen Ellen is $948. The average listing price for Single Family in Glen Ellen is $4,270,938.
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Copyright 2026, Bay Area Real Estate Information Services, Inc. All Rights Reserved. Listing courtesy of Holly Bennett at Sotheby’s International Realty
77 Oso Trail
Glen Ellen, CA


