905 Charter Oak Ave, St. Helena, CA 94574

• 5 beds |
• 6 baths |
• 3,290 sqft

Property Description

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.

Listing Status:

Active

Date Added:

April 7, 2026

Data Last Updated:

April 15, 2026 at 7:30AM

Listing Office:

Vanguard Properties : 707-987-6393

Listing Agent:

Josh Dempsey : 707 6376123

MLS ID:

326021787

Interior

• General: Cathedral Ceiling
• Rooms: Bedroom(s)Dining RoomFull Bath(s)KitchenLiving RoomPrimary BedroomPartial Bath(s)
• Master Bedroom: Outside AccessWalk-In Closet
• Master Bath: Double SinksShower Stall(s)StoneTileWalk-In Closet
• Kitchen: Breakfast AreaGranite CounterIsland w/SinkPantry Cabinet
• Appliances: Built-In FreezerBuilt-In Gas OvenBuilt-In Gas RangeBuilt-In RefrigeratorDishwasherDisposalDouble OvenHood Over RangeMicrowaveWine Refrigerator
• Dining: Formal Area
• Living Room: Cathedral/Vaulted
• Laundry: CabinetsDryer IncludedInside RoomSinkWasher Included
• Basement: None
• Flooring: TileWood
• A/C: Central
• Heating: CentralFireplace(s)
• Fireplace: Gas LogStoneFireplaces: 1

Exterior

• Style: ContemporaryFarmhouse
• Other Structures: Guest House
• Pool: Built-InGas HeatPool SweepPool/Spa Combo
• Parking: DetachedEV ChargingGarage Door OpenerGarage Facing FrontParking spaces: 6

Construction

• Roofing: Composition
• Windows: Window Coverings
• General: FrameWoodWood SidingConcretePerimeter

Location

• HOA Amenities: 0.0
• Originating MLS: BAREIS MLS
• County: Napa

Lot

• Zoning: 009-112-013-000
• View: Vineyard
• Fencing: FencedPartial

Utilities

• Utilities: Cable AvailableInternet AvailableNatural Gas ConnectedPublic220 Volts in Laundry
• Water: Public
• Sewer: Public Sewer

Financial

• Source: BAREIS MLS