2875 Woolsey Road, Windsor, CA 95492
Property image
Property image
SOLD
JUL 30, 2026

$2,918,100

Trulia Estimate
  • 5 Beds
  • 4 Baths
  • 4,747 sqft (on 17.50 acres)

2875 Woolsey Road, Windsor, CA 95492

Est. Refi. Payment $18,363/mo*
Refinance Your Home
Currently Off Market - Sold Jul 30, 2026 for $2,900,000 (3% below list price)

Home Value

Trulia Estimate
$2.92M
Since last month
Increased$8K (+0.3%)
Since last year
Decreased$2M (-35.1%)
Since last sale
Increased$18K (+0.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +62% in the last 10 years
MonthEstimated value
2026
September 2026$2.92M
August 2026$2.91M
July 2026$2.8M
June 2026$3.27M
May 2026$3.57M
April 2026$3.58M
March 2026$3.61M
February 2026$3.67M
January 2026$3.56M
2025
2024
2023
2022
2021
2020
2019

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2855 Fulton Road, Fulton, CA
1.24
Single-Family Home
$1,594,000
05/06/26
3
3.5
2,090
4100 Bisordi Lane, Fulton, CA
1.49
Single-Family Home
$1,580,000
07/10/26
5
5
2,704
2170 Wood Road, Fulton, CA
0.65
Single-Family Home
$1,300,000
04/29/26
1
1
1,126
1800 Gerhard Drive, Santa Rosa, CA
1.54
Single-Family Home
$1,360,000
03/20/26
5
3
2,320
2487 Olivet Road, Santa Rosa, CA
1.29
Single-Family Home
$1,262,500
04/03/26
4
2
2,456
1888 Judson Lane, Santa Rosa, CA
1.69
Single-Family Home
$1,200,000
01/06/26
4
3
2,335

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
2740 River Road, Windsor, CA 95492
0.16
$2,595,000
3
2.5
3,803
For Sale
3000 River Road, Windsor, CA 95492
0.17
$540,000
-
-
-
Recently Sold
2510 Woolsey Road, Windsor, CA 95492
0.42
$3,500,000
2
2
1,672
For Sale
2705 River Road, Windsor, CA 95492
0.57
$11,200,000
-
-
-
For Sale
1288 Triple Oak Way, Fulton, CA 95439
0.60
$1,274,000
3
2
1,884
Off Market
2170 Wood Road, Fulton, CA 95439
0.65
$1,300,000
1
1
1,126
Recently Sold
2062 Woolsey Road, Fulton, CA 95439
0.67
$1,949,000
3
3
2,437
For Sale
2290 Woolsey Road, Fulton, CA 95439
0.67
$2,342,700
4
4
3,440
Off Market
3701 Viking Road, Santa Rosa, CA 95401
0.96
$1,814,500
4
3
2,050
Off Market
1720 River Road, Fulton, CA 95439
0.96
$1,469,400
3
2.5
2,334
Off Market
2346 Olivet Lane, Santa Rosa, CA 95401
1.13
$1,599,900
3
2.5
2,414
For Sale

Local Information

  • Map ViewExplore the area around 2875 Woolsey Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1888
17.5 acre lot
4,747 sqft
$611/sqft
Garage

About this House

What's unique:Original victorian charmWine cellarExpansive viewsMultiple outbuildingsDetached two-car garageExpansive patio for entertaining
Incredible Russian River Valley Vineyard Estate. Built in 1888, Oakmead Ranch is a historic Sonoma County property overlooking 17.5 acres with approximately 8 acres of picturesque Chardonnay vineyards. Lovingly maintained for over 40 years by the same family, Oakmead seamlessly blends its original Victorian charm with modern amenities. Explore winding pathways through rose gardens, ponds, fountains, & manicured lawns, leading to a restored 5,000 sqft barn, art/exercise studio w/ half bath & a separate 2bed/1bath cottage/guesthouse with with a full kitchen. Additional features include wine cellar, multiple outbuildings & a detached two-car garage. The main residence, nestled amidst lush gardens, offers an outdoor kitchen, fire-pit & expansive patio for entertaining. The first floor showcases an elegant primary suite with walk in closet & grand bathroom, custom kitchen with large pantry & breakfast nook open to a cozy family room with one of five fireplaces. Rounding out the main floor is the sunroom, library, formal dining & living room with adjacent music room & a versatile office suite with full bath. Upstairs includes four bedrooms, a full bath & expansive views. Immerse yourself in the rich history & luxurious amenities of Oakmead, a rare wine country gem.
2875 Woolsey Road, Windsor, CA 95492 is a 5 bedroom, 4 bathroom, 4,747 sqft single-family home built in 1888. It last sold for $2,900,000 on Jul 30, 2026 (3% below the $2,995,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,918,100, with a rent estimate of $5,857/month.
Contact this Building
Property Website
Last check for updates: about 8 hours ago
Listed by Randy Waller DRE #01795950, (707) 843-1382
W Real Estate, (707) 591-0570
Darryl Vice DRE #01378831
Vice Properties Inc, (707) 546-8822
Bought with: Non-member 999999, Realty One Group Action
Originating MLS: Sonoma
Source: BAREIS, MLS#326047490

Home Details for 2875 Woolsey Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Basement: PartialNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Master Bathroom, Bathroom, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 4Number of Bathrooms (full): 4
Dimensions and Layout
Living Area: 4747 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Diesel, Electricity Connected, PropaneAppliances: Built-In Electric Oven, Built-In Refrigerator, Dishwasher, Electric Cooktop, Range Hood, MicrowaveDishwasherLaundry: Electric,OtherMicrowave
Heating & Cooling
Heating: Bio Diesel Furnace,CentralHas CoolingAir Conditioning: Ceiling Fan(s),Central AirHas HeatingHeating Fuel: Bio Diesel Furnace
Fireplace & Spa
Number of Fireplaces: 5Fireplace: Brick, Dining Room, Family Room, Living Room, Wood BurningSpa: BathHas a FireplaceHas a Spa
Gas & Electric
Electric: 220 Volts in Kitchen, 220 Volts in LaundryGas: Diesel, Propane Tank OwnedHas Electric on Property
Windows, Doors, Floors & Walls
Flooring: Carpet, Tile, Wood, Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Carpet, Tile, Wood, Other
View
Has a ViewView: Hills, Mountain(s), Vineyard
Security
Security: Security Gate, Security System Owned

Exterior Features

Exterior Home Features
Roof: CompositionPatio / Porch: Deck, PatioFencing: Partial, GateOther Structures: Barn(s), Guest House, Shed(s), Storage, WorkshopExterior: Built-In Barbeque, Fire Pit
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 10No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 12Parking: Detached,Guest,Uncovered Parking Spaces 2+,Gravel
Frontage
Waterfront: Pond
Water & Sewer
Sewer: Private Sewer, Septic Tank

Property Information

Year Built
Year Built: 1888
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: Custom, Detached, Ranchette/CountryArchitecture: Victorian
Building
Construction Materials: Brick, Brick Veneer, Redwood Siding, Stone, Wood, Wood SidingNot Attached Property
Property Information
Parcel Number: 057110012000

Price & Status

Price
List Price: $2,995,000Price Per Sqft: $611/sqft
Status Change & Dates
Possession Timing: Close Of Escrow

Location

Direction & Address
City: Windsor

Building

Building Area
Building Area: 4747 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: SonomaNo HOA

Lot Information

Lot Area: 17.5 Acres

Documents

Disclaimer: All data, photos, visualizations, and information regarding a property, including the property's compliance with state and local legal requirements and all measurements and calculations of area, have been obtained from various sources, and may include such material that has been generated by use of artificial intelligence. Such information and material have not been and will not be verified for accuracy by the listing broker or the multiple listing service, and are not guaranteed as complete, accurate or reliable. Such information and material should be independently reviewed and verified for accuracy. This information and material are intended for the personal use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listing Info

Special Conditions: Other

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Miscellaneous

BasementMls Number: 326047490Listing Url

Price and Tax history

DateEventPrice
Jul 30, 2026
Source: BAREIS #326047490
Sold
$2,900,000
Jul 20, 2026
Source: BAREIS #326047490
Pending
$2,995,000
Jul 13, 2026
Source: BAREIS #326047490
PriceChange
$2,995,000
Price decreased by 14%
May 31, 2026
Source: BAREIS #326047490
Listed For Sale
$3,495,000
May 12, 2026
Source: BAREIS #326007920
ListingRemoved
$3,900,000

Market trends in Windsor

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
50
9MoM

Around this home

What Locals Say about Windsor

At least 134 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 88 % Say there are sidewalks

  • 86 % Say yards are well-kept

  • 81 % Say parking is easy

  • 78 % Say there's holiday spirit

  • 77 % Say streets are well-lit

  • 74 % Say people would walk alone at night

  • 74 % Say car is needed

  • 71 % Say it's walkable to restaurants

  • 71 % Say kids play outside

  • 68 % Say it's quiet

  • 65 % Say they plan to stay for at least 5 years

  • 64 % Say it's walkable to grocery stores

  • 62 % Say neighbors are friendly

  • 54 % Say there are community events

  • 41 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Tracy Erickson
    "Perfect area for walking dogs"
    0
    Flag
  • Kinsman Van Gerpen
    "It’s a safe place where we live and there are biking groups in the community of the neighborhood that meet up regularly for rides, about 30+ people it’s really cool"
    0
    Flag
  • Vince Harper
    "Lots of families. Great people. Schools I feel are underrated. The town square is a great time for families and friends. Not a ton of trails throughout the neighborhoods but, plenty of them close by to visit. "
    0
    Flag
  • Cody Wilson
    "There is a dog park within walking distance of the neighborhood. It is a good neighborhood for walking."
    0
    Flag
  • Teresa Freimuth
    "Christmas tree lighting and Charlie Brown Christmas tree lot. Parades. High school Football games. Halloween and Christmas home lighting and decoration."
    0
    Flag
  • Cheryl
    "I live in a senior neighborhood and close to everything. Love the local people and find everyone very friendly and caring! I feel safe in my community and people try to help each other!"
    0
    Flag
  • Cheryl
    "I’m in the senior community and have found the people in Windsor to be caring and very family oriented! Parents care about their children and ive had very positive experiences by all people of all ages."
    1
    Flag
  • Summerl0ve
    "This is truly beautiful place to live. It’s close to stores of all kinds, restaurants & community events. The places are well built to be quiet but still have the advantage of being close to everything you need! Windsor is a great place to live no matter what stage of your life you’re in. "
    3
    Flag
  • Summerl0ve
    "Beautiful place to have as a rental while our house is being fixed up. It’s close to a lot of different kinds of shops & has a very unique feel to it. Very quiet neighbors! "
    2
    Flag
  • Lara
    "This a safe family-friendly neighborhood. Nice parks, mature trees, great services, newly repaved streets. Very walkable neighborhood."
    1
    Flag
  • Brian J.
    "Foothill Regional Park offer and excellent hiking area for you and your Fur-baby (s) with 3 smaller lakes for fishing. Then the Russian River is right around the corner and the coast is about a 30 minute drive! "
    2
    Flag
  • Micheleann17
    "People walk dogs early in the morning and on weekends. I would say just about everyone in this neighborhood has a dog."
    0
    Flag
  • Djones
    "this neighborhood has character and is close enough to the santa rosa and northern California and the mountains"
    2
    Flag
  • Summer Rae
    "Great parks & plenty of ways to stay active! Homes are a good value & perfect for a family. The town has almost everything you need so you don’t have to leave often. People do look out for their neighbors so it’s rather safe for kids to be able to bike around. Their is a skate park nearby & good schools. It was the perfect place for my late family to be close while still having their own space but I’m ready to let another family have my house so it can be full of family again! "
    0
    Flag
  • HeidiJones
    "I have lived in Windsor since 1992, in the Foothills subdivision. I like my neighborhood as it's very quiet and pretty plus our neighbors are friendly and considerate. We watch out for each other but also mindful of privacy. I do have to use my car to run errands. The downtown is well thought out except for a shortage of parking which makes it difficult to attend town green events. Windsor has grown a lot since '92 it has become a great place to live."
    0
    Flag
  • Marnie
    "About half the neighbors on the block have dogs and the homes have nice sized back yards. There are several parks nearby that allow dogs."
    0
    Flag
  • Lengjelmichelle59
    "My neighborhood has great transportation I can even catch the city bus right in front of my entrance to house"
    0
    Flag
  • Summerl0ve
    "Beautiful place with nice parks but always do a check for sexual predators as their are a few but always good to know even when it’s on what I’m guessing is the lower range. "
    0
    Flag
  • Dantaysmom
    "My commute is 4 minutes. My husband though, has almost an hour commute. Windsor is an amazing family community!"
    0
    Flag
  • Vintagemx707
    "Friendly people who take walks around the neighborhood. Quiet neighbors. Busy streets. Close by shopping."
    0
    Flag
  • Patti W.
    "I can ride my bike or walk easily to public transportation. Our downtown is very easy to get to and is centrally located. "
    0
    Flag
  • Colagrossi
    "Houses tend to be close together, so neighbors don’t enjoy listening to dogs barking. But lots of great walking paths, some businesses put out water bowls. "
    0
    Flag
  • Patti W.
    "We have Thursday night on the Windsor Town Green with music and food vendors. The whole community attends!"
    0
    Flag
  • Darren
    "Nice neighborhood! People tend to keep to themselves but when something goes wrong they are there to help😊"
    0
    Flag
  • Brenda
    "Nice place to raise a family. Like the schools and my kids love the town green events. Hope to be here for years to come. "
    1
    Flag
  • Jamesdurborowii
    "I’ve lived here my entire life. People are friendly and the town has that old small town feel where everyone still says hi to each other. "
    0
    Flag
  • Kathy G.
    "Heart of the Wine Country. Small town feel, but close to everything. A lot of parks to visit, and very pet friendly! A great place to raise a family."
    0
    Flag
  • rangerjb1
    "Our dad moved here after our mom died in 2007. He immediately fell in love with the location, neighborhood and his neighbors. He was fortunate to live there for 6.5 years. He felt so comfortable in his home, and we knew that his fantastic neighbors always kept an eye out for him. All of the homes are neat, clean and well maintained. The people are friendly. If you don't want to get involved - no one pushes you, but they do look out for each other. That was also another blessing for my family and me. They have started a neighborhood watch program which I think is wonderful."
    2
    Flag

LGBTQ Local Legal Protections

All data, photos, visualizations, and information regarding a property, including the property's compliance with state and local legal requirements and all measurements and calculations of area, have been obtained from various sources, and may include such material that has been generated by use of artificial intelligence. Such information and material have not been and will not be verified for accuracy by the listing broker or the multiple listing service, and are not guaranteed as complete, accurate or reliable. Such information and material should be independently reviewed and verified for accuracy. This information and material are intended for the personal use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Copyright 2026 Bay Area Real Estate Information Services, Inc. All Right Reserved.

Frequently asked questions about 2875 Woolsey Road

  • What is 2875 Woolsey Road estimated to be worth?
    Trulia's estimated value for 2875 Woolsey Road in Windsor, CA is $2,918,100.
  • What is the price history for 2875 Woolsey Road?
    2875 Woolsey Road in Windsor, CA last sold for $2,900,000 in July 2026.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Windsor?
    Residents describe Windsor, CA as dog-friendly, pedestrian-friendly, and well-kept. See recently sold homes in Windsor, CA.
  • Does 2875 Woolsey Road have air conditioning?
    Yes, 2875 Woolsey Road in Windsor, CA has air conditioning.
  • Does 2875 Woolsey Road have laundry facilities?
    Yes, 2875 Woolsey Road in Windsor, CA has laundry facilities.

Explore by feature - Pet Friendly

12 pet-friendly rentals in Windsor, CA

Explore by feature - Garage

13 rentals with a garage in Windsor, CA

Explore by feature - Air Conditioning

15 rentals with air conditioning in Windsor, CA

Explore by feature - Washer/dryer

19 rentals with a washer/dryer in Windsor, CA

Explore by feature - Outdoor Space

7 rentals with an outdoor space in Windsor, CA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 2875 Woolsey Road

Skip to last item
Skip to first item

Homes for sale near 2875 Woolsey Road

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item