**Luxury Estate in Montecito Heights | 4,820 SF | Wine Cellar | Executive Office | Home Gym**
Perched atop the highly sought-after Montecito Heights neighborhood of Santa Rosa, this extraordinary custom estate offers approximately 4,820 square feet of sophisticated living space, blending timeless architecture, modern luxury, and breathtaking natural surroundings. Surrounded by mature trees and capturing stunning treetop views, this one-of-a-kind residence delivers privacy, elegance, and an unparalleled Wine Country lifestyle.
A dramatic entry welcomes you into sun-drenched interiors where soaring ceilings, expansive walls of glass, and thoughtfully designed living spaces create a seamless connection between indoors and out. The heart of the home is a beautifully appointed chef's kitchen featuring abundant workspace, quality finishes, and a charming breakfast nook overlooking the serene, park-like grounds. Adjacent formal and informal living areas are anchored by two impressive fireplaces, creating warm and inviting spaces for entertaining and everyday living.
Designed with flexibility and functionality in mind, the main level offers comfortable single-level living, while additional spaces provide endless possibilities for today's lifestyle. Enjoy a temperature-controlled wine cellar, private executive office with separate entrance ideal for remote work or client meetings, dedicated home gym, bonus rooms, and a professionally soundproofed studio perfect for music, podcasting, content creation, or creative pursuits.
The luxurious primary suite serves as a private retreat, complete with dual walk-in closets and a spa-inspired ensuite bath designed for relaxation and rejuvenation.
Multiple expansive decks invite year-round outdoor living and entertaining, overlooking beautifully manicured grounds and tranquil natural open space beyond. Whether hosting gatherings, enjoying a morning coffee, or taking in spectacular sunsets, the outdoor setting is truly exceptional.
Additional amenities include a three-car garage, conditioned storage areas, abundant custom craftsmanship, and thoughtful design throughout. Ideally located just minutes from downtown Santa Rosa, fine dining, wineries, shopping, hiking trails, and Sonoma County's renowned Wine Country attractions, this remarkable Montecito Heights estate offers the perfect balance of luxury, privacy, and convenience.
A rare opportunity to own one of Santa Rosa's most distinctive luxury homes.
Zillow Preview
$1,379,000
1866 Happy Valley Rd, Santa Rosa, CA 95409
4beds
4,820sqft
Single Family Residence
Built in 1990
0.39 Acres Lot
$1,281,700 Zestimate®
$286/sqft
$-- HOA
What's special
Three-car garageTemperature-controlled wine cellarSun-drenched interiorsThoughtfully designed living spacesBeautifully manicured groundsExpansive walls of glassDramatic entry
- 1,173
- views |
- 75
- saves |
Zillow last checked:
Listed by:
Nicole Solari DRE #01952567 707-486-5400,
Level Up Realty 707-486-5400
Source: Zillow
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Features
- Has basement: Yes
- Number of fireplaces: 2
Interior area
- Total interior livable area: 4,820 sqft
Property
Parking
- Total spaces: 5
- Parking features: Garage
- Garage spaces: 3
Features
- Stories: 3
- Has view: Yes
- View description: Trees/Woods
Lot
- Size: 0.39 Acres
Details
- Parcel number: 181100036000
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Condition
- New construction: No
- Year built: 1990
Community & HOA
Location
- Region: Santa Rosa
Financial & listing details
- Price per square foot: $286/sqft
- Tax assessed value: $640,579
- Annual tax amount: $7,607
Nicole Solari
(707) 210-0864
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Estimated market value
$1,281,700
$1.10M - $1.49M
$6,650/mo
Price history
| Date | Event | Price |
|---|---|---|
| 12/25/2025 | Listing removed | $1,335,000$277/sqft |
Source:  BAREIS Report a problem | ||
| 11/28/2025 | Listed for sale | $1,335,000$277/sqft |
Source: BAREIS Report a problem | ||
| 11/18/2025 | Pending sale | $1,335,000$277/sqft |
Source: BAREIS Report a problem | ||
| 9/18/2025 | Price change | $1,335,000-1%$277/sqft |
Source: BAREIS Report a problem | ||
| 9/3/2025 | Price change | $1,349,000-7%$280/sqft |
Source: BAREIS Report a problem | ||
| 8/25/2025 | Price change | $1,450,000-3.3%$301/sqft |
Source: BAREIS Report a problem | ||
| 8/8/2025 | Listed for sale | $1,499,000+274.8%$311/sqft |
Source: BAREIS Report a problem | ||
| 12/30/2022 | Sold | $400,000-20%$83/sqft |
Source: Public Record Report a problem | ||
| 1/25/2011 | Sold | $500,000-48.7%$104/sqft |
Source: Public Record Report a problem | ||
| 4/30/2009 | Listing removed | $975,000$202/sqft |
Source: Homes & Land Report a problem | ||
| 2/2/2008 | Listed for sale | $975,000+30.9%$202/sqft |
Source: Homes & Land Report a problem | ||
| 8/23/2002 | Sold | $745,000$155/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,607 +1.6% | $640,579 +2% |
| 2024 | $7,488 +3.8% | $628,020 +2% |
| 2023 | $7,211 +4.3% | $615,706 +2% |
| 2022 | $6,916 +2% | $603,634 +2% |
| 2021 | $6,779 +0.4% | $591,799 +1% |
| 2020 | $6,754 +0.9% | $585,732 +2% |
| 2019 | $6,693 +0.6% | $574,248 +2% |
| 2018 | $6,652 +1.8% | $562,989 +2% |
| 2017 | $6,532 +1% | $551,951 +2% |
| 2016 | $6,466 +3.1% | $541,129 +1.5% |
| 2015 | $6,274 +3.7% | $533,001 +2% |
| 2014 | $6,047 -99% | $522,561 +0.5% |
| 2013 | $588,784 | $520,200 +2% |
| 2012 | -- | $510,000 -30.9% |
| 2011 | -- | $738,000 -9.8% |
| 2010 | -- | $818,000 +2.7% |
| 2009 | -- | $796,250 -3.1% |
| 2008 | -- | $821,486 +2% |
| 2007 | -- | $805,380 +2% |
| 2006 | -- | $789,589 +2% |
| 2005 | -- | $774,108 +2% |
| 2004 | -- | $758,931 +1.9% |
| 2003 | -- | $745,000 +42.4% |
| 2002 | -- | $523,004 +2% |
| 2001 | -- | $512,750 +8.7% |
| 2000 | -- | $471,544 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 95409
Nearby schools
GreatSchools rating
- 6/10Madrone Elementary SchoolGrades: K-6Distance: 0.9 mi
- 5/10Rincon Valley Middle SchoolGrades: 7-8Distance: 1.7 mi
- 9/10Maria Carrillo High SchoolGrades: 9-12Distance: 2 mi
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- California
- Sonoma County
- Santa Rosa
- 95409
- 1866 Happy Valley Rd
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