Welcome to this exceptional 4 HOMES Multi Generation 3995 sq ft. of family living property, Totally Private on 2.00+ acres in Sebastopol's scenic countryside with panoramic views of the valley, hills, and redwood-studded ridges. This rare offering includes a beautifully updated main home of 1800 sq ft. In-law unit900 sq ft. plus two detached homes consisting 1bd Legal rent, and 2 Room office or studio by seasonal creek. all units are permitted privately situated among mature trees, lush landscaping, and garden paths. The main home features vintage charm with architectural elements blended with modern amenities, open beam ceilings, formal dining, a central kitchen with island and pantry, and a light-filled living room with access to multiple outdoor spaces. The primary suite offers a sitting area, private balcony, and full baths, In-law or guest quarters is fully self contained with kitchenette, Living room, dinning area with Bedroom and bath & private patio. Property has 2 car garage and small orchard with plenty of room for extensive garden. Minutes to downtown Sebastopol and Santa Rosa and the Russian River.
Single-familyProperty Type
1975Year Built
2 acresLot Size
$400Price/Sq.Ft.
2 garage spacesParking
Listed by Jane Duggan•DRE #00424647• Healdsburg Sotheby's Int'l Realty
•707-280-1711 (agent)
•janedugganre@gmail.com (agent)
Listed by Michael Pavelka•DRE #01218648• Artisan Sotheby's Int'l Realty
Est. $4,370 per month, based on comparable rentals
Sale and tax history for 5995 Vine Hill Rd
Sale History
Tax History
Date
Event
Price
BAREIS #325057894
Mar 6, 2026
Sold
$1,598,500
$400/sq ft
Feb 2, 2026
Contingent
—
Dec 3, 2025
Relisted
—
Nov 30, 2025
Contingent
—
Nov 12, 2025
Price Changed
$1,598,500
$400/sq ft
Nov 10, 2025
Price Changed
$1,595,500
$399/sq ft
Nov 10, 2025
Price Changed
$1,598,500
$400/sq ft
Aug 22, 2025
Price Changed
$1,850,000
$463/sq ft
Jul 14, 2025
Price Changed
$2,200,000
$551/sq ft
Jun 27, 2025
Price Changed
$2,495,000
$625/sq ft
Jun 24, 2025
Listed
$2,850,000
$713/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$5,968 (+0.7%)
$242,719 + $250,865
$493,584
2024
$5,925 (+1.8%)
$237,960 + $245,947
$483,907
2023
$5,819 (+3.1%)
$233,295 + $241,125
$474,420
2022
$5,642 (+0.9%)
$228,721 + $236,398
$465,119
2021
$5,592 (+0.2%)
$224,237 + $231,763
$456,000
2020
$5,578 (+9.7%)
$219,841 + $227,219
$447,060
2019
$5,084 (+1.2%)
$217,587 + $224,890
$442,477
2018
$5,023 (+3.9%)
$213,321 + $220,481
$433,802
2017
$4,836 (+4.0%)
$205,039 + $211,920
$416,959
2015
$4,651 (+1.9%)
$201,019 + $207,765
$408,784
2014
$4,563 (+0.3%)
$194,122 + $200,637
$394,759
2013
$4,549 (+2.3%)
$194,122 + $200,637
$394,759
2012
$4,449 (+2.3%)
$193,245 + $199,731
$392,976
2011
$4,347 (+3.9%)
$189,456 + $195,815
$385,271
2010
$4,186 (−0.6%)
$185,742 + $191,976
$377,718
2009
$4,210 (+1.9%)
$184,354 + $190,542
$374,896
2007
$4,131
$181,169 + $187,250
$368,419
Public record
Public record
Permits
Beds
1
Baths
2
Stories
1
Lot width
—
Lot depth
—
Lot size
2 Acres
Year renovated
1975
Sq. Ft.
1,466
Year built
1975
Style
Single Family Residential
County
Sonoma County
APN
078140092000
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 13, 2026.
Jun 11, 2016 • Final
Building permit with plan check
Convert two porches into a bedroom and a nook.
Addition
Jun 11, 2016 • Final
Building permit no plan check
Addition
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.