590 Pleasant Avenue

Welcome to the Shiloh​ Vineyard estate​! This property presents a rare opportunity to reimagine a spacious 4,178+/-sf main structure on​ over 7 acres of rolling meadow with breathtaking sunset views overlooking ​beautiful vineyards. The home is known to be very well built with signature engineering elements like low voltage switching, spray in wall insulation, heated floors in garage conversion, the use of pool water to cool the home, the design of the above ground pool has been extremely effective in preventing plaster cracking, and more. There are also two additional assessory structures on the property. One is a tunnel dehydrator used back in the day for drying prunes totaling about 737+/-sf and a 1,200+/-sf shed with bathroom. Property also has ample on-site water storage. Nestled in Sonoma County's world-class wine country, the property offers a tranquil setting, natural beauty, and ​lots of long-term potential. The on-site vines are professionally managed under an agricultural ​lease, blending lifestyle and agricultural benefits seamlessly. The estate includes a main residence ​ready for your vision to come to life with the renovations​ already underway, plus an outbuilding​ offering a blank slate to create, ​a rustic barn, and ample room for expansion perfect for contractors, investors, or buyers looking to craft a custom wine country retreat. Conveniently located just minutes from Windsor and Santa Rosa, the property provides easy access to Highway 101, top-rated schools, shopping, dining, and daily amenities. Santa Rosa serves as the gateway to Sonoma County's celebrated wine regions and vibrant downtown, with restaurants, cultural attractions, and local charm nearby. This is a rare chance to transform a vineyard-view estate in a highly desirable location offering rural tranquility with the convenience of town nearby, ideal for a private estate, investment project, or dream wine country home.

Days on Market

2 days

Current Status

Active

Original Price

$1,590,000

List Price

$1,590,000

On Market Date

Mar 26, 2026

Property Type

Single Family Residence

Area

Windsor

Zip Code

95403

MLS ID

326024832

APN

163-180-016-000

Year Built

1981

Stories in Building

Unavailable

Possession

Close Of Escrow

Data Source

BAREIS

Origin MLS System

Bed

4

Bath

3

Parking

10

Covered, Garage Facing Front, Uncovered Parking Space

SQ FT

4,178

SQ FT Source

Assessor Agent-Fill

Lot SQ FT

310,147.0

Lot Acres

7.12 Acres

Pool Info

Above Ground, Pool Cover

Cooling

Ceiling Fan(s)

Fire Place

Family Room

Heating

Fireplace(s)

Laundry

Hookups Only

Main Level

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

Views

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.