A rare offering in the heart of St. Helena. An expansive .52-acre in-town property combining single-level living, a five-bedroom compound layout, and exceptional proximity to downtown. Located on one of St. Helena's most historic and picturesque streets, just moments from the town's renowned dining, tasting rooms, and shops, this thoughtfully rebuilt residence offers a rare blend of scale, privacy, and flexibility within the city limits. Set across a generous and uncommon parcel, the property features a three-bedroom, two-and-a-half-bath main residence designed for entirely single-level living, complemented by a fully detached two-bedroom, two-bath ADU and oversized 2-car garage. Originally rebuilt from the ground up in 2006, the home presents a classic Craftsman exterior that opens to a warm, design-forward interior. Vaulted wood-beamed ceilings, abundant natural light, and curated finishes create a sense of quiet sophistication throughout. The home has been thoughtfully refreshed under the direction of renowned interior designer Jay Jeffers, resulting in a refined and cohesive aesthetic throughout. The spacious kitchen anchors the home and flows seamlessly into inviting living and dining areas, while the primary suite and guest bedrooms offer comfort and separation. The grounds unfold into a private backyard retreat, where manicured garden spaces, several thriving citrus trees and multiple outdoor gathering areas create a setting that feels both expansive and intimate. A generous pool and spa serve as the focal point, complemented by a pool house and thoughtfully designed spaces for entertaining and relaxation. Private and serene, yet exceptionally close to the best of St. Helena, this is a rare opportunity to own a fully realized Napa Valley compound offering scale, versatility, and enduring appeal.
Closed
$3,600,000
905 Charter Oak Avenue, St. Helena, CA 94574
5beds
3,290sqft
Single Family Residence
Built in 2006
0.52 Acres Lot
$4,053,400 Zestimate®
$1,094/sqft
$7,725 Estimated rent
Home value
$4,053,400
$3.85M - $4.26M
$7,725/mo
Zestimate® history
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List your homeWhat's special
Classic craftsman exteriorSingle-level livingPool housePrivate backyard retreatFive-bedroom compound layoutAbundant natural lightThree-bedroom two-and-a-half-bath main residence
Zillow last checked:
Listing updated:
Listed by:
Josh Dempsey DRE #01297595 707-637-6123,
Vanguard Properties 707-987-6393
Bought with:
Finola Jane Fellner
Compass
Source: BAREIS,MLS#: 326021787
Originating MLS: Napa
Originating MLS: NapaFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Primary bedroom
- Features: Outside Access, Walk-In Closet(s)
- Level: Main
Bedroom
- Level: Main
Primary bathroom
- Features: Double Vanity, Shower Stall(s), Stone, Tile, Walk-In Closet(s)
Bathroom
- Features: Double Vanity, Shower Stall(s), Stone, Tile, Tub w/Shower Over, Window
- Level: Main
Dining room
- Features: Formal Area
- Level: Main
Kitchen
- Features: Breakfast Area, Granite Counters, Island w/Sink, Pantry Cabinet
- Level: Main
Living room
- Features: Cathedral/Vaulted
- Level: Main
Heating
- Central, Fireplace(s)
Cooling
- Central Air
Appliances
- Included: Built-In Freezer, Built-In Gas Oven, Built-In Gas Range, Built-In Refrigerator, Dishwasher, Disposal, Double Oven, Range Hood, Microwave, Wine Refrigerator, Dryer, Washer
- Laundry: Cabinets, Inside Room, Sink
Features
- Cathedral Ceiling(s)
- Flooring: Tile, Wood
- Windows: Window Coverings
- Basement: None
- Number of fireplaces: 1
- Fireplace features: Gas Log, Stone
Interior area
- Total structure area: 3,290
- Total interior livable area: 3,290 sqft
Property
Parking
- Total spaces: 6
- Parking features: Detached, Electric Vehicle Charging Station(s), Garage Door Opener, Garage Faces Front, Gravel
- Garage spaces: 2
Features
- Stories: 1
- Patio & porch: Rear Porch, Front Porch, Deck
- Pool features: In Ground, Gas Heat, Pool Sweep, Pool/Spa Combo
- Fencing: Fenced,Partial
- Has view: Yes
- View description: Vineyard
Lot
- Size: 0.52 Acres
- Features: Auto Sprinkler F&R, Garden, Landscaped, Landscape Front
Details
- Additional structures: Guest House
- Parcel number: 009112013000
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary,Farmhouse
- Property subtype: Single Family Residence
Materials
- Frame, Wood, Wood Siding
- Foundation: Concrete Perimeter
- Roof: Composition
Condition
- Year built: 2006
Utilities & green energy
- Electric: 220 Volts in Laundry
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available, Internet Available, Natural Gas Connected, Public
Community & HOA
Community
- Security: Carbon Monoxide Detector(s), Smoke Detector(s), Video System
HOA
- Has HOA: No
Location
- Region: Saint Helena
Financial & listing details
- Price per square foot: $1,094/sqft
- Tax assessed value: $3,242,807
- Annual tax amount: $37,262
- Date on market: 4/7/2026
Price history
| Date | Event | Price |
|---|---|---|
| 7/21/2026 | Sold | $3,600,000-18.1%$1,094/sqft |
Source:  BAREIS #326021787 Report a problem | ||
| 7/9/2026 | Pending sale | $4,395,000$1,336/sqft |
Source: BAREIS #326021787 Report a problem | ||
| 4/7/2026 | Listed for sale | $4,395,000+54.2%$1,336/sqft |
Source: BAREIS #326021787 Report a problem | ||
| 5/31/2018 | Sold | $2,850,000-3.4%$866/sqft |
Source: Public Record Report a problem | ||
| 5/9/2018 | Pending sale | $2,950,000$897/sqft |
Source: Pacific Union International Inc. #21809006 Report a problem | ||
| 4/18/2018 | Listed for sale | $2,950,000+13.9%$897/sqft |
Source: Pacific Union International Inc. #21809006 Report a problem | ||
| 12/4/2017 | Sold | $2,590,000-3.7%$787/sqft |
Source: BAREIS #21717654 Report a problem | ||
| 10/17/2017 | Pending sale | $2,690,000$818/sqft |
Source: Coldwell Banker Brokers of the Valley #21717654 Report a problem | ||
| 9/7/2017 | Price change | $2,690,000-14.6%$818/sqft |
Source: Coldwell Banker Brokers of the Valley #21717654 Report a problem | ||
| 7/31/2017 | Listed for sale | $3,150,000+5%$957/sqft |
Source: Coldwell Banker BofV ST Helena #21717654 Report a problem | ||
| 11/10/2016 | Listing removed | $2,999,000$912/sqft |
Source: Pacific Union International Inc. #21619210 Report a problem | ||
| 10/28/2016 | Listed for sale | $2,999,000+277.2%$912/sqft |
Source: Pacific Union International Inc. #21619210 Report a problem | ||
| 9/28/2000 | Sold | $795,000$242/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $37,262 +10.4% | $3,242,807 +2% |
| 2024 | $33,754 +1% | $3,179,224 +2% |
| 2023 | $33,412 +4% | $3,116,888 +2% |
| 2022 | $32,133 +1.3% | $3,055,774 +2% |
| 2021 | $31,717 +1% | $2,995,858 +1% |
| 2020 | $31,404 +1.8% | $2,965,140 +2% |
| 2019 | $30,860 +11.8% | $2,907,000 +12.2% |
| 2018 | $27,597 +43.1% | $2,590,000 +43.4% |
| 2017 | $19,279 +2.2% | $1,806,133 +2% |
| 2016 | $18,867 +0.8% | $1,770,720 +1.5% |
| 2015 | $18,723 +0.9% | $1,744,123 +2% |
| 2014 | $18,548 +0.1% | $1,709,959 +0.5% |
| 2013 | $18,537 +4.3% | $1,702,232 +2% |
| 2012 | $17,765 +2% | $1,668,856 +2% |
| 2011 | $17,417 +3.4% | $1,636,135 +2.1% |
| 2010 | $16,842 -1.1% | $1,602,072 -0.2% |
| 2009 | $17,033 +2.2% | $1,605,877 +2% |
| 2008 | $16,659 +1.7% | $1,574,390 +2% |
| 2007 | $16,384 +18.5% | $1,543,520 +17.7% |
| 2006 | $13,823 | $1,311,255 +42.7% |
| 2005 | -- | $918,878 +9.1% |
| 2004 | -- | $842,560 +1.9% |
| 2003 | -- | $827,118 +2% |
| 2002 | -- | $810,900 +2% |
| 2001 | $8,417 | $795,000 +178.3% |
| 2000 | -- | $285,689 |
Find assessor info on the county website
Neighborhood: 94574
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Nearby schools
GreatSchools rating
- 8/10Saint Helena Elementary SchoolGrades: 3-5Distance: 0.6 mi
- 4/10Robert Louis Stevenson Intermediate SchoolGrades: 6-8Distance: 0.9 mi
- 8/10Saint Helena High SchoolGrades: 9-12Distance: 0.4 mi
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Estimated market value
$4,053,400
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Estimated market value
$4,053,400
- California
- Napa County
- Saint Helena
- 94574
- 905 Charter Oak Avenue
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