5779 Trailwood Drive, Santa Rosa, CA 95404, Santa Rosa, 95404 - 3 bed, 3 bath
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Santa Rosa, CA 95404
This Timeless Woodside Hills Estate is listed at $1,795,000, representing a stable valuation for a custom-designed residence near its $1,712,257 Fair Market Value. Boasting a Condition Rating of 2, the home features a Gourmet Chef's Kitchen with Thermador appliances and a separate office cottage. The Expansive Outdoor Oasis includes a luxury spa and pergola set against a forested greenbelt. Located near Top-Rated Schools like Maria Carrillo High and Rincon Valley Middle, this property offers a premier wine country lifestyle. It is the perfect fit for luxury-seeking families or upscale professionals.
Comparables within 1 miles sold in recently
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 5779 Trailwood Drive Subject | $1,795,000* List Price | 3 | 3 | 3,410 | $502 | - |
A 5795 Trailwood Drive Sold | $1,365,000 | 4 | 5 | 3,536 | $386 | 0.1 mi |
B 3718 Crown Hill Drive Sold | $1,950,000 | 4 | 3 | 3,818 | $511 | 0.9 mi |
* Subject property listed price vs sold prices of comps.
Property is new construction or fully renovated.
Although built in 1988, the property has undergone extensive high-end renovations within the last 5 years, particularly in the kitchen and laundry areas. The kitchen features premium Thermador and Bertazzoni appliances, quartz countertops, and custom cabinetry. The home also includes newer major systems such as A/C, heating, and an owned solar system. The interior and exterior are meticulously maintained with no signs of deferred maintenance, featuring pristine hardwood floors, modern lighting, and a separate renovated office cottage.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 27443, living area = 3410.
The high-end renovated kitchen features premium Thermador and Bertazzoni appliances, custom cabinetry with copper inlays, and a large quartz island, making it a premier space for culinary enthusiasts.
Designed by a locally recognized architect, the home boasts unique custom woodwork, vaulted ceilings, and a separate office cottage, offering a level of detail and functionality rarely found in standard builds.
With only three bedrooms for over 3,400 square feet of living space, the home may not accommodate larger families or buyers specifically looking for a higher bedroom-to-square-footage ratio.
The 1988 construction includes design elements like a sunken living room and specific tile work that, while elegant, may feel dated to buyers seeking a completely modern, level-floor open concept.
Welcome home to 5779 Trailwood Drive, nestled in Brush Creek's Woodside Hills neighborhood! This timeless masterpiece is architecturally captivating and flooded w/natural light. The artful interior is wrapped in peaceful surroundings. Originally designed and built by a locally recognized architect, this home exudes quality craftsmanship and handsome woodwork w/custom themes throughout. Showcasing 3 bedrooms, 3 full bathrooms and 3,410 sq ft of living space w/separate office cottage, this stunning home includes a renovated laundry room w/storage, high-end appliances, newer A/C, heating and an owned solar system. Designed for entertaining, the inviting floor plan features a formal entry w/tile floor inlays that complement hardwood floors. Adjacent is located a study/library room. Entering the undeniably beautiful, renovated kitchen, gourmet chefs can take advantage of high-end appliances (Thermador 6-burner gas cooktop w/stunning Italian Bertazzoni hood) custom cabinets w/soft pulls, two upper cabinets featuring glass w/copper inlays, wine cooler and Quartz counters. The large island w/storage drawers are flanked by custom wood columns w/bar seating. Oversized windows above the sink feature pendant lighting w/picturesque views of the forest-like backyard. Complementing this impressive contemporary design, a wood-burning HearthStone stove is seated atop brick tile floors. Adjacent to the kitchen is a large living area for enjoying your favorite TV/movies, featuring built-in cabinets and designed to bring the outdoors in. The gorgeous extra spacious sunken living room features a large tile-surround fireplace. Concrete flooring, beautiful accent tiles and built-in cabinets lend a sense of elegance and comfort. Large French doors in the living room open to a railed balcony while on the opposite side additional French doors give direct access to the back patio/garden area. The mature and meticulously maintained landscaping features irrigation, citrus trees, deer fences, stone/slate walkways w/lighting and a fountain. Beyond the patio/garden is a 20' by 20' pergola w/an oversized newer hot tub. Enjoy outdoor entertainment in the tranquil park-like setting of the magical experience offered by this once-in-a-lifetime legacy property. This artfully crafted home is conveniently located near Oliver's Market, Montgomery Village shopping mall, parks and schools. Enjoy the relaxing lifestyle and natural beauty that a stunning Sonoma County wine country residence provides!
No exterior & parking available.
Grades K-6 • 0.8 mi
Grades 7-8 • 0.8 mi
Grades 9-12 • 1.2 mi
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 3.0 | 3.0 | 50% |
| Baths | 3.0 | 2.0 | 51% |
| Square foot | 3,410 | 1,808.5 | 87% |
| Lot Size | 27,443 | 8,448.5 | 76% |
| Price | $1.79M | $799.5K | 88% |
| Price per sq ft | $526 | $469 | 68% |
| Built year | 1988 | 1973 | 60% |
| HOA | $0 | $0 | 50% |
| Days on market | 41 | 186 | 3% |
Mar 12, 2026
$1,795,000
Initial Listing
Mar 26, 2021
$1,190,000
Public Record
Nov 22, 2019
$1,145,000
Public Record