
Glen Ellen, CA 95442
Analysis of 2557 Trinity Road, Glen Ellen, CA 95442 is currently available with a list price of $3,750,000. The property maintains a Excellent Condition Rating (95/100), indicating excellent structural integrity and modern finishes throughout. This turnkey property requires minimal updates and is ready for immediate occupancy. Located in a high-demand neighborhood within the Glen Ellen Unified School District, this asset is categorized as a low-risk, high-reward acquisition suitable for both Buy-and-Hold Investors and Owner-Occupants willing to undertake light renovation work.
Property is new construction or fully renovated.
While originally built in 1993, the property has undergone a comprehensive high-end remodel within the last 5 years. The chef's kitchen features modern marble countertops and professional-grade stainless steel appliances, and the primary suite includes a spa-like bath. Updated systems like a backup generator and modern glass deck railings confirm the home is in mint, move-in-ready condition.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 273992, living area = 4055.
Situated on 6 acres with 1.5 acres of private vines, this property offers quintessential Wine Country living with breathtaking panoramic views of the rolling hills and valley.
The estate includes a beautifully remodeled main residence and a separate legal second unit, providing excellent flexibility for guests, extended family, or continued use as a high-performing vacation rental.
With 166 days on the market and a recent price reduction, the property may face perception challenges regarding its valuation or niche appeal in the current market.
The extensive 6-acre grounds, active vineyard, and multiple structures necessitate significant ongoing maintenance, labor, and management costs for a prospective owner.
Just over an hour from San Francisco, this 6-acre Sonoma Valley retreat is a lifestyle property built for play and relaxation sweeping westerly views, terraced gardens and expansive lawns set the stage for pool days, bocce and horseshoe, raised vegetable gardens and mature fruit trees supply the harvest. A beautifully remodeled main residence plus detached second unit designed for long, sun-drenched days with family and friends. Interior highlights: A great room wrapped in walls of glass frames panoramic views of rolling hills, endless sky, and unforgettable sunsets, anchored by a dramatic fireplace and flowing to expansive view decks made for entertaining. The chef's kitchen features a large island, pantry, three ovens, two dishwashers, and a sunlit breakfast nook. Three spacious bedroom suites include an upper-level primary retreat with spa-like bath, walk-in closet, office, fireplace, and private deck. Secondary suites offer ensuite baths and garden outlooks. The lower level adds a family/bunk room, wine cellar, bath, dual laundry stations, A charming second unit offers flexible guest or extended-stay living with full kitchen, living room, bedroom, office, private yard, and view deck. Outdoor highlights: This is where the fun happens. Amenities include extensive level lawn areas, picnic sites, kids swing-set, a hot tub patio overlooking the valley. A generator, high-speed internet, and a private well all just 10 minutes from downtown Glen Ellen and Kenwood's wineries, dining, and parks via a well-paved two-lane road. A weekend escape, a summer home, or a full-time move into the sun experience Sonoma Valley Wine Country living beneath skies that turn every sunset into your own private horizon. This property is a highly successful vacation rental. Furnishings & outdoor furniture may be available for sale separately.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 4.0 | 3.0 |
| Baths | 6.0 | 2.5 |
| Square foot | 4,055 | 1,437.5 |
| Lot Size | 273,992 | 36,795 |
| Price | $3.75M | $1.42M |
| Price per sq ft | $925 | $786 |
| Built year | 1993 | 1969 |
| HOA | $0 | $0 |
| Days on market | 231 | 75 |
Mar 11, 2026
$3,750,000
$3,995,000
-6% Price Drop
Initial Listing
Jan 21, 2026
$3,995,000
Initial Listing
Apr 7, 2011
$1,845,000
Public Record
Jun 28, 2005
$1,875,000
Public Record