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 with natural light. Originally designed by a locally recognized architect, this home exudes quality craftsmanship and handsome woodwork with custom themes throughout and has been elevated by nearly $600,000 in fully permitted luxury improvements and infrastructure upgrades completed over the past five years. Showcasing 3 bedrooms, 3 full bathrooms, 3,410 sq ft of living space, and a separate office cottage, this stunning home features a renovated laundry room, high-end appliances, recently installed A/C, heating and an owned solar system. The inviting floor plan opens with a formal entry featuring tile floor inlays complementing rich hardwood floors, with an adjacent study/library. The beautifully renovated gourmet kitchen is a showstopper outfitted with a Thermador 6-burner gas cooktop, stunning Italian Bertazzoni hood, custom soft-close cabinets, a wine cooler, and Quartz countertops. A large island with storage drawers and custom wood columns provide bar seating, while oversized windows with pendant lighting frame picturesque forest views. A wood-burning HearthStone stove atop brick tile floors adds warmth and character. An extra-spacious sunken living room features a dramatic tile-surround fireplace, concrete flooring, elegant accent tiles and additional built-ins. French doors open to a railed balcony on one side; on the other, direct access French doors lead to the back patio and garden. The mature, meticulously maintained landscaping includes irrigation, citrus trees, deer fencing, stone and slate walkways with night lighting, and a fountain. Beyond the patio, a 25x25 redwood pergola encompasses an oversized hot tub perfect for entertaining in this tranquil, park-like setting. Conveniently located near Oliver's Market, Montgomery Village, parks, and schools, this once-in-a-lifetime legacy property offers the relaxed elegance and natural beauty of Sonoma County wine country living at its finest. All of this is above and beyond so called comparables''.
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 | 3.0 | 50% |
| Square foot | 3,410 | 1,968 | 85% |
| Lot Size | 27,443 | 10,633 | 72% |
| Price | $1.79M | $850.0K | 86% |
| Price per sq ft | $526 | $481 | 67% |
| Built year | 1988 | 1975 | 58% |
| HOA | $0 | $0 | 50% |
| Days on market | 96 | 222 | 5% |
Mar 12, 2026
$1,795,000
Initial Listing
Mar 26, 2021
$1,190,000
Public Record
Nov 22, 2019
$1,145,000
Public Record