Beyond the impressive gated entrance, discover a stately luxury estate on 2.57 private and serene park-like acres. This elegant property is in Woodside Hills, an exclusive enclave of custom homes nestled in a spectacular natural setting with room for a pool. The European-inspired residence offers four en-suite bedrooms and an office/optional bedroom with over 5300 square feet and exquisite craftsmanship that is rare to find extensive millwork, custom mouldings, and arched windows. The grand gathering spaces are simply breathtaking - with soaring ceilings, classic finishes, and views overlooking the grounds. Outdoors, mature trees flourish providing a natural setting complemented by an expansive grass area, garden planters, fruit trees, and a paved pathway. The residence is immaculate and has been extensively upgraded since 2019 in keeping with clean and eco-friendly principles; the investments include owned solar & battery storage, electric HVAC systems, water and air filtration, and more. Additional updates, too numerous to list all, include a kitchen renovation, roof replacement, driveway expansion, plus sauna. This regal estate is a rare find and offers a touch of Europe, just minutes to Sonoma County's world-class wineries, restaurants & top-rated schools.
Closed
$2,450,000
5747 Trailwood Drive, Santa Rosa, CA 95404
5beds
5,353sqft
Single Family Residence
Built in 1995
2.57 Acres Lot
$2,467,100 Zestimate®
$458/sqft
$7,893 Estimated rent
Home value
$2,467,100
$2.22M - $2.74M
$7,893/mo
Zestimate® history
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List your homeWhat's special
Gated entranceFruit treesExquisite craftsmanshipMature treesClassic finishesPaved pathwayExtensive millwork
Zillow last checked:
Listing updated:
Listed by:
Tammra Borrall DRE #01765004 707-849-1330,
Compass 707-547-3800,
Cindy J Phillips DRE #02009937 707-322-4476,
Compass
Bought with:
Evan LaNouette, DRE #02236881
Compass
Veronica Passalacqua, DRE #02211029
Compass
Source: BAREIS,MLS#: 325002165
Originating MLS: Sonoma
Originating MLS: SonomaFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Primary bedroom
- Features: Sitting Area, Walk-In Closet(s)
Bedroom
- Level: Main,Upper
Primary bathroom
- Features: Double Vanity, Shower Stall(s), Stone, Sunken Tub
Bathroom
- Features: Bidet, Double Vanity, Sauna, Shower Stall(s)
- Level: Main,Upper
Dining room
- Features: Formal Area, Formal Room, Other
- Level: Main
Family room
- Features: Deck Attached, View, Other
- Level: Main
Kitchen
- Features: Breakfast Area, Breakfast Room, Granite Counters, Kitchen Island, Pantry Closet, Slab Counter, Stone Counters, Space in Kitchen
- Level: Main
Living room
- Features: Other
- Level: Main
Heating
- Central, Electric, Heat Pump, MultiZone
Cooling
- Ceiling Fan(s), Central Air, Heat Pump, Multi Units, MultiZone
Appliances
- Included: Built-In Refrigerator, Dishwasher, Disposal, Double Oven, Electric Water Heater, Gas Water Heater, Microwave, Self Cleaning Oven, Wine Refrigerator, Other, Dryer, Washer
- Laundry: Electric, Inside Area, Upper Level
Features
- Cathedral Ceiling(s), Formal Entry
- Flooring: Carpet, Tile, Wood, Other
- Windows: Caulked/Sealed, Dual Pane Full, Weather Stripped, Window Coverings
- Has basement: No
- Number of fireplaces: 2
- Fireplace features: Living Room, Master Bedroom
Interior area
- Total structure area: 5,353
- Total interior livable area: 5,353 sqft
Property
Parking
- Total spaces: 10
- Parking features: Attached, Garage Door Opener, Side By Side, Paved
- Attached garage spaces: 3
- Has uncovered spaces: Yes
Features
- Levels: Two
- Stories: 2
- Patio & porch: Front Porch, Deck, Patio
- Exterior features: Entry Gate, Uncovered Courtyard
- Has spa: Yes
- Spa features: Bath
- Fencing: Fenced,Gate
- Has view: Yes
- View description: Hills, Mountain(s)
Lot
- Size: 2.57 Acres
- Features: Auto Sprinkler F&R, Cul-De-Sac, Landscaped, Landscape Front, Landscape Misc, Private, Secluded, Shape Regular, Street Lights
Details
- Parcel number: 182020016000
- Special conditions: Offer As Is
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional
- Property subtype: Single Family Residence
Materials
- Stucco, Wood
- Foundation: Concrete Perimeter
- Roof: Composition
Condition
- Year built: 1995
Utilities & green energy
- Electric: Battery Backup, See Remarks
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Connected, DSL Available, Electricity Connected, Natural Gas Available, Public
Green energy
- Energy efficient items: Appliances, Cooling, Heating, Insulation, Thermostat, Windows
- Energy generation: Solar
Community & neighborhood
Security
- Security features: Carbon Monoxide Detector(s), Fire Alarm, Secured Access, Security Gate, Prewired, Smoke Detector(s), Video System
Location
- Region: Santa Rosa
- Subdivision: Woodside Hills
HOA & financial
HOA
- Has HOA: No
Price history
| Date | Event | Price |
|---|---|---|
| 9/29/2025 | Sold | $2,450,000-2%$458/sqft |
Source:  BAREIS #325002165 Report a problem | ||
| 6/16/2025 | Price change | $2,500,000-9.1%$467/sqft |
Source: BAREIS #325002165 Report a problem | ||
| 4/11/2025 | Price change | $2,750,000-7.7%$514/sqft |
Source: BAREIS #325002165 Report a problem | ||
| 3/3/2025 | Price change | $2,980,000-5.4%$557/sqft |
Source: BAREIS #325002165 Report a problem | ||
| 1/20/2025 | Listed for sale | $3,150,000-3%$588/sqft |
Source: BAREIS #325002165 Report a problem | ||
| 9/4/2024 | Listing removed | $3,249,000$607/sqft |
Source: BAREIS #324040821 Report a problem | ||
| 8/21/2024 | Price change | $3,249,000-1.5%$607/sqft |
Source: BAREIS #324040821 Report a problem | ||
| 6/17/2024 | Listed for sale | $3,299,000+53.4%$616/sqft |
Source: BAREIS #324040821 Report a problem | ||
| 8/23/2018 | Sold | $2,150,000-6.3%$402/sqft |
Source: BAREIS #21812259 Report a problem | ||
| 7/9/2018 | Pending sale | $2,295,000$429/sqft |
Source: Healdsburg Sotheby's Internati #21812259 Report a problem | ||
| 5/17/2018 | Listed for sale | $2,295,000+162.3%$429/sqft |
Source: Healdsburg Sotheby's Internati #21812259 Report a problem | ||
| 10/31/1997 | Sold | $875,000$163/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $20,381 +1.4% | $1,753,877 +2% |
| 2024 | $20,092 +3.9% | $1,719,488 +2% |
| 2023 | $19,342 +4.3% | $1,685,773 +2% |
| 2022 | $18,547 +2% | $1,652,720 +3.3% |
| 2021 | $18,180 +1.6% | $1,599,848 +2.6% |
| 2020 | $17,889 +2% | $1,558,701 +2% |
| 2019 | $17,531 +23.1% | $1,528,139 +24.4% |
| 2018 | $14,243 +1.8% | $1,227,920 +2% |
| 2017 | $13,985 +0.9% | $1,203,844 +2% |
| 2016 | $13,860 +3.1% | $1,180,240 +1.5% |
| 2015 | $13,447 +3.8% | $1,162,513 +2% |
| 2014 | $12,959 -98.9% | $1,139,742 +3.1% |
| 2013 | $1,230,176 | $1,106,000 -0.6% |
| 2012 | -- | $1,112,346 +2% |
| 2011 | -- | $1,090,536 +27.5% |
| 2010 | -- | $855,000 -21.2% |
| 2009 | -- | $1,084,959 +2% |
| 2008 | -- | $1,063,686 +2% |
| 2007 | -- | $1,042,831 +2% |
| 2006 | -- | $1,022,385 +2% |
| 2005 | -- | $1,002,340 +2% |
| 2004 | -- | $982,688 +1.9% |
| 2003 | -- | $964,650 +2% |
| 2002 | -- | $945,736 +2% |
| 2001 | -- | $927,193 +2% |
| 2000 | -- | $909,012 |
Find assessor info on the county website
Neighborhood: 95404
Nearby schools
GreatSchools rating
- 6/10Madrone Elementary SchoolGrades: K-6Distance: 0.8 mi
- 5/10Rincon Valley Middle SchoolGrades: 7-8Distance: 0.8 mi
- 9/10Maria Carrillo High SchoolGrades: 9-12Distance: 1.4 mi
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Estimated market value
$2,467,100
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Estimated market value
$2,467,100
- California
- Sonoma County
- Santa Rosa
- 95404
- 5747 Trailwood Drive
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