1084 Red Tail Road

• Sun May 3, 1:00 pm - 4:00 pm

  Welcome to the First Showings of this Heavenly Healdsburg Homestead! Experience the best of Sonoma County on this private 1.4-acre retreat. The chalet-inspired home features 3-bedrooms and 2-bathrooms in 1,890± sq. ft. of inviting living space, highlighted by soaring cathedral ceilings, exposed wood beams, and a cozy wood-burning stove. The primary suite offers a private sanctuary with vaulted ceilings and a walk-in closet, while two additional bedrooms provide a thoughtful layout for guests. The property’s flat, usable acreage is a rare find, featuring a Massive 2,500+ sq. ft. Detached Barn/Shop, perfect for hobbyists or car enthusiasts. This Bonus Flex Space includes a finished game room and music room with plenty of additional space for work or play. The Prime Location enjoys the quiet beauty of the countryside, while being minutes from the action of downtown Healdsburg’s world-class dining and the charming Windsor Town Green. Seize this rare opportunity to own a versatile homestead in the heart of California Wine Country.

Welcome to your private Sonoma County retreat, set on approximately 1.4 acres of flat, usable land in the heart of California Wine Country. This 3 bedroom, 2 bath home, offers 1,890 square feet of warm, inviting living space with timeless chalet-inspired design and exceptional versatility. Upon entry, your gaze is immediately drawn to soaring cathedral ceilings and striking exposed wood beams that create a dramatic yet welcoming great room. Anchored by a centrally located wood-burning stove, this open-concept living space is ideal for both relaxing and entertaining. A designated dining area flows seamlessly into the kitchen, offering comfort and connection for everyday living. The primary suite is a true retreat, featuring vaulted ceilings, an en-suite bathroom, and a walk-in closet. Two additional bedrooms are thoughtfully positioned on the opposite side of the home with a shared full bath, providing privacy and flexibility for guests or family. The property continues to impress outdoors with expansive, level acreage offering endless possibilitiesfrom gardening and recreation to simply enjoying the peaceful surroundings. An attached two-car garage is complemented by a substantial detached Barn/Shop with over 2,500 square feet of space, ideal for car enthusiasts, hobbyists, or creative pursuits. Additional finished flex space and game room areas provide even more room to work, play, or entertain. Ideally located just up from Merriam Vineyards and minutes from both downtown Healdsburg and Windsor, this property offers the perfect balance of privacy and convenience. Healdsburg is widely recognized as a premier wine and culinary destination, centered around a charming plaza filled with tasting rooms, restaurants, and boutique shops. Surrounded by world-class wineries and celebrated dining, the area delivers the very best of Sonoma County living. A rare opportunity to enjoy space, character, and lifestyle in one of Northern California's most sought-after locations.

Days on Market

4 days

Current Status

Active

Original Price

$1,699,000

List Price

$1,699,000

On Market Date

Apr 29, 2026

Property Type

Single Family Residence

Area

Windsor

Zip Code

95448

MLS ID

326036719

APN

086-150-017-000

Year Built

1991

Stories in Building

Unavailable

Possession

Close Of Escrow

Data Source

BAREIS

Origin MLS System

Bed

3

Bath

2

Parking

12

Attached, Interior Access, RV Access, Side-by-Side, Workshop in Garage, See Remarks

SQ FT

1,890

SQ FT Source

Assessor Agent-Fill

Lot SQ FT

60,984.0

Lot Acres

1.4 Acres

Kitchen

Breakfast Area, Tile Counter

Cooling

Central

Dining Room

Dining/Living Combo

Family Room

Great Room

Living Room

Cathedral/Vaulted

Flooring

Carpet, Stone, Wood

Fire Place

Wood Stove

Heating

Central, Wood Stove

Laundry

In Garage

Main Level

Bedroom(s), Dining Room, Family Room, Full Bath(s), Garage, Kitchen, Living Room, Primary Bedroom, Street Entrance

Views

Hills, Pasture, Vineyard

Possession

Close Of Escrow

Basement

None

Fee

$0

MLS and other Information regarding properties for sale as shown in Theo have been obtained from various sources such as sellers, public records, agents and other third parties. This information may relate to the condition of the property, permitted or unpermitted uses, zoning, square footage, lot size/acreage or other matters affecting value or desirability. Unless otherwise indicated in writing, neither brokers, agents nor Theo have verified, or will verify, such information. If any such information is important to buyer in determining whether to buy, the price to pay or intended use of the property, buyer is urged to conduct their own investigation with qualified professionals, satisfy themselves with respect to that information, and to rely solely on the results of that investigation.

School data provided by GreatSchools. School service boundaries are intended to be used as reference only. To verify enrollment eligibility for a property, contact the school directly.