
Glen Ellen, CA 95442
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 is moderate renovation needed.
The property was built in 1996 (approximately 28 years ago) and appears to be in its original, well-maintained condition. While the estate features high-quality architectural elements like coffered wood ceilings and Saltillo tile, the kitchen and bathrooms reflect the styles of the late 1990s with knotty pine cabinetry and dated tile work. It meets the 'fair' criteria as it falls within the 25-40 year age bracket with no evidence of major recent renovations, despite being move-in ready.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 473497, living area = 4261.
Situated on nearly 11 acres of rolling hills, this gated estate offers unparalleled privacy and a vast natural landscape for exploration and tranquility.
The property is fully equipped for recreation and hobbies with a private pool, spa, professional clay tennis court, and a versatile detached Ag Barn.
Despite the generous 4,261 square footage, the home only offers three bedroom suites, which may not suit buyers requiring more sleeping quarters for guests or large families.
The specialized clay tennis court and extensive 11-acre natural grounds demand significant ongoing upkeep and professional landscaping management compared to standard residential lots.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 3.0 | 3.0 |
| Baths | 4.0 | 2.7 |
| Square foot | 4,261 | 1,817 |
| Lot Size | 473,497 | 107,875 |
| Price | $2.95M | $1.46M |
| Price per sq ft | $692 | $736 |
| Built year | 1996 | 1967 |
| HOA | $0 | $0 |
| Days on market | 235 | 89 |
Aug 5, 2026
$2,950,000
$3,250,000
-9% Price Drop
Initial Listing
Jul 15, 2026
$3,250,000
$3,450,000
-6% Price Drop
Initial Listing
May 29, 2026
$3,450,000
$3,675,000
-6% Price Drop
Initial Listing
Apr 24, 2026
$3,675,000
$3,875,000
-5% Price Drop
Initial Listing
Mar 3, 2026
$3,875,000
Initial Listing
Apr 9, 2002
$2,800,000
Public Record