5779 Trailwood Drive · Woodside Hills · Santa Rosa, CA

Nearly $600,000 in fully permitted luxury improvements and infrastructure upgrades completed over the past five years.

$1,795,000 3 Bed · 3 Bath · 3,410 sq ft

Experience the Property in Person

FULLY PERMITTED

All upgrades comleted with proper permits

LUXURY UPGRADES

Nearly $600,000 invested in the premium improvements

5 YEARS IN THE MAKING

Infrastructure and imporvements completed since 2020

3 Bedrooms
3 Bathrooms
3,410 Square Feet
0.63 Acre Lot
1988 Year Built
2-Car Garage
5779 Trailwood Drive

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.

5779 Trailwood Drive

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.

5779 Trailwood Drive

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 25×25 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”.

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5779 Trailwood Drive

Features & Amenities

Interior

Living Area
3,410 sq ft
Bedrooms
3
Bathrooms
3 Full
Fireplaces
2 (Living + Kitchen)
Flooring
Hardwood, Concrete, Tile
Kitchen
Thermador Appliances, Island, Quartz
Cooktop
Thermador 6-Burner Gas
Hood
Bertazzoni Italian
Ceilings
Open Beam, Vaulted
Office Cottage
Separate Structure
Laundry
Renovated Inside Room

Exterior & Building

Style
Architect-Designed
Year Built
1988
Stories
2
Garage
2-Car Attached
Roof
Composition
Windows
Dual Pane, Weather Stripped
Solar
Owned System
Cooling
Central A/C (newer)
Heating
Central + Wood Stove
Pergola
20×20 with Newer Hot Tub
Security
Carbon & Smoke Detectors

Lot & Location

Lot Size
0.63 Acres (27,443 sq ft)
Neighborhood
Woodside Hills
Cross Street
Brush Creek Road
Landscaping
Irrigation, Citrus Trees
Fencing
Deer Fence
Walkways
Stone/Slate w/ Lighting
Water
Public
Sewer
Public Sewer
Utilities
Solar, Natural Gas, Underground
Near
Oliver's Market, Montgomery Village
Schools
Maria Carrillo High, Rincon Valley

MLS# 326012113 · Listed by Coldwell Banker Realty. All information is deemed reliable but not guaranteed and should be independently reviewed and verified.

Neighborhood & Location

Woodside Hills

Santa Rosa, Sonoma County

Tucked into the hills above the Brush Creek corridor, Woodside Hills offers the rare combination of privacy, natural beauty, and convenient access to everything Santa Rosa has to offer. Tree-lined streets, neighbouring parkland, and an unhurried pace define daily life here.

Conveniently located minutes from Oliver's Market and Montgomery Village shopping, with easy access to Sonoma County's world-class wineries, parks, and top-rated schools.

Shopping Oliver's Market · Montgomery Village
Parks Spring Lake Regional Park · Howarth Park
Schools Maria Carrillo High · Rincon Valley Middle
Dining Local Wine Country Restaurants & Cafés
Wine World-Class Sonoma County Wineries
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Doug Hecker

Coldwell Banker Realty · DRE# 01347843