1866 Happy Valley Road, Santa Rosa, CA 95409, Santa Rosa, 95409 - 4 bed, 3 bath
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1866 Happy Valley Road
Santa Rosa, CA 95409
ACTIVE
CONDITION: EXCELLENT
4Beds
3Baths
4,820Sq Ft
16,958Lot Size
Property Price
LIST PRICE$1,338,000
SUMMARY
Prestigiously positioned in Montecito Heights, this stunning 4,820 sq ft estate on .39 acres offers 4 bedrooms, 3 full baths, and an exceptional blend of luxury, privacy, and functionality. Dramatic ceilings, walls of glass, and treetop views fill the home with natural light. Designed for effortless main-level living, highlights include two fireplaces, formal dining, a chef's kitchen with breakfast nook, and a luxurious primary suite with dual walk-in closets and spa-like bath. Flexible spaces include a temperature-controlled wine cellar, executive office with private entrance, fitness room, soundproof studio, expansive bonus room, conditioned storage, and 3-car garage. Multiple decks overlook park-like grounds and open space beyond, creating seamless indoor-outdoor living. Just minutes to downtown Santa Rosa, yet worlds away.
Condition Analysis
See Full ReportOVERALL CONDITION SCORE
Excellent
TeardownExcellent
Property is new construction or fully renovated.
While originally built in 1990, the property has undergone a comprehensive, high-end modern renovation within the last 5 years. The images show a mint-condition interior featuring a chef's kitchen with waterfall islands, updated spa-like bathrooms with contemporary black hardware and shaker cabinetry, new wide-plank flooring, and modern recessed lighting throughout.
PROSSTRENGTHS & OPPORTUNITIES
- Versatile Lifestyle Amenities
The property features rare specialized spaces including a temperature-controlled wine cellar, a soundproof studio, and an executive office with a private entrance, catering to diverse professional and hobbyist needs.
- Architectural Volume and Light
Dramatic high ceilings and expansive walls of glass maximize natural light and showcase serene treetop views, creating an airy, luxurious atmosphere throughout the 4,820 square foot interior.
- Functional Main-Level Living
Designed for long-term accessibility, the layout prioritizes main-level living with the primary suite and core living areas situated on the entry floor, a highly sought-after feature for luxury buyers.
CONSRISKS & DEFICIENCIES
- MLS Listing Discrepancy
Living area discrepancy between mls listing and other public or private record. mls listing living area = 4820, other record living area = 3697.
- Potential Maintenance Overhead
With nearly 5,000 square feet of living space and multiple expansive decks built in 1990, the property may require significant ongoing maintenance and potential updates to aging systems.
- High Association Fees
The $950 association fee represents a significant recurring carrying cost that may be higher than comparable neighborhoods in the Santa Rosa area.
About 1866 Happy Valley Road
Property Details
Public Facts
- Property Type
- Single Family Residence
- Year Built
- 1990
- Lot Size
- 16,958 Sq. Ft.
Interior
- Total Bedrooms
- 4
- Total Bathrooms
- 3 (3 Full, 0 Half)
Exterior & Parking
No exterior & parking available.
Utilities & Misc
- HOA Fee
- $950 / Month
Neighborhood Insights
Santa Rosa Unified Schools
Madrone Elementary School
Grades K-6 • 0.9 mi
6/10
Rincon Valley Middle School
Grades 7-8 • 1.8 mi
8/10
Maria Carrillo High School
Grades 9-12 • 1.9 mi
8/10
Sensitive Facilities
No sensitive facilities data found.
Neighborhood Comparison
| Feature | Subject | Average Home |
|---|---|---|
| Beds | 4.0 | 3.0 |
| Baths | 3.0 | 2.3 |
| Square foot | 4,820 | 1,678.111 |
| Lot Size | 16,958 | 7,642.197 |
| Price | $1.34M | $773.8K |
| Price per sq ft | $278 | $489 |
| Built year | 1990 | 1984 |
| HOA | $950 | $133 |
| Days on market | 16 | 47 |
Pricing History
Listed for Sale
Oct 17, 2026
$1,338,000
$1,349,000
-1% Price Drop
Initial Listing
Price Change
Oct 8, 2026
$1,349,000
Initial Listing
Sold
Dec 30, 2022
$400,000
Public Record
Sold
Jan 25, 2011
$500,000
Public Record
Sold
Aug 23, 2002
$745,000
Public Record