339 Winemaker Way, Windsor, CA 95492
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Property image
OFF MARKET

339 Winemaker Way
Windsor, CA 95492

  • 3 Beds
  • 2.5 Baths
  • 1,840 sqft

$866,700

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $5,262/mo*
Refinance Your Home

$866,700

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $5,262/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,840 sqft

Home Value

Trulia Estimate
$867K
Since last month
Decreased$11K (-1.3%)
Since last year
Increased$11K (+1.3%)
Since last sale
Increased$154K (+21.6%)
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 +46% in the last 10 years
MonthEstimated value
2026
August 2026$864K
July 2026$867K
June 2026$875K
May 2026$891K
April 2026$885K
March 2026$875K
February 2026$860K
January 2026$841K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
536 Cork St, Windsor, CA
0.10
Single-Family Home
$755,000
02/19/26
3
3
1,848
651 Decanter Circle, Windsor, CA
0.03
Single-Family Home
$787,000
01/09/26
3
2.5
2,031
463 Goblet Place, Windsor, CA
0.10
Single-Family Home
$780,000
10/09/25
3
2
1,374
107 Bouquet Circle, Windsor, CA
0.15
Single-Family Home
$803,000
04/06/26
3
2.5
2,097
432 Goblet Place, Windsor, CA
0.06
Single-Family Home
$875,000
10/24/25
4
3
2,182
280 Decanter Circle, Windsor, CA
0.29
Single-Family Home
$935,000
03/16/26
3
2
2,116
536 Sauvignon Place, Windsor, CA
0.27
Single-Family Home
$1,010,000
03/25/26
3
2
2,116
8396 Trione Circle, Windsor, CA
0.33
Single-Family Home
$790,000
08/03/26
4
2.5
1,912
778 Burgundy Way, Windsor, CA
0.31
Single-Family Home
$980,000
03/16/26
3
2
2,116
7830 Foppiano Way, Windsor, CA
0.40
Single-Family Home
$815,000
03/26/26
3
2
1,770

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
651 Decanter Circle, Windsor, CA 95492
0.03
$787,000
3
2.5
2,031
Recently Sold
414 Goblet Place, Windsor, CA 95492
0.06
$887,600
4
3
2,182
Off Market
432 Goblet Place, Windsor, CA 95492
0.06
$875,000
4
3
2,182
Recently Sold
332 Winemaker Way, Windsor, CA 95492
0.03
$829,200
3
2.5
1,848
Off Market
450 Goblet Place, Windsor, CA 95492
0.07
$748,600
3
2
1,374
Off Market
259 Bouquet Circle, Windsor, CA 95492
0.05
$783,300
4
2.5
1,998
Off Market
463 Goblet Place, Windsor, CA 95492
0.10
$783,600
3
2
1,374
Off Market
216 Bouquet Circle, Windsor, CA 95492
0.08
$771,200
3
2
1,374
Off Market
734 Decanter Circle, Windsor, CA 95492
0.11
$743,300
3
2
1,374
Off Market
392 Winemaker Way, Windsor, CA 95492
0.09
$820,800
3
2.5
2,031
Off Market
527 Cork Street, Windsor, CA 95492
0.13
$777,600
3
2.5
1,848
Off Market
206 Bouquet Circle, Windsor, CA 95492
0.10
$791,000
3
2
1,374
Off Market

Local Information

  • Map ViewExplore the area around 339 Winemaker Way.
  • Schools3 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Living Area
1,840 sqft
Price/Sqft
$471
Parking
Attached Garage

About this House

Lovely two story house in desirable Vintana neighborhood in West Windsor.
The house has the following:

 Three bedrooms with large master suite
 2-1/2 baths
 Bonus room with wall mounted TV
Air conditioning
 Garage. Well lit with insulated doors & finished floor. Nice shop space.
 Washer/dryer
Wine Cooler stays if renter requests
 Nice spacious private backyard with patio, fire pit and arbor
 Included sound system/stereo wired in house and to back yard
Outside patio speaker system
Spacious storage units (2) on side of house
Lawn mower comes with the house

 Close to school (walking distance) and public transportation..
 Easy walk to town square
 Oliver's Market is within minutes away
 Close to park and walking trails
 5 minute drive to Russian River Brewery
Close to Airport Health Club
Small well behaved dog may be considered
NO SMOKING
339 Winemaker Way, Windsor, CA 95492 is a 3 bedroom, 3 bathroom, 1,840 sqft single-family home. It last sold for $710,000 on Jun 1, 2018 (20,186% above the $3,500 asking price). More recently, it was listed as a rental in September 2024 with an asking price of $3,500 per month. That rental listing was removed on September 13, 2024. It is currently off market. The Trulia Estimate is $866,700, with a rent estimate of $3,807/month.

Home Details for 339 Winemaker Way

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
DryerWasher
Heating & Cooling
Air ConditioningCooling System: Other, Central Air
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Parking & Garage
Parking: Attached Off Street, On Site

Price and Tax history

DateEventPrice
Sep 13, 2024
Source: Zillow Rentals
ListingRemoved
$3,500
Sep 3, 2024
Source: Zillow Rentals
Listed For Rent
$3,500
Mar 21, 2021
Source: N/A
ListingRemoved
Apr 29, 2019
Source: N/A
ListingRemoved
$2,950
Apr 21, 2019
Source: N/A
Listed For Rent
$2,950

Market trends in Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
58
2MoM
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Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
  • 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"
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  • 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. "
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  • Cody Wilson
    "There is a dog park within walking distance of the neighborhood. It is a good neighborhood for walking."
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  • Teresa Freimuth
    "Christmas tree lighting and Charlie Brown Christmas tree lot. Parades. High school Football games. Halloween and Christmas home lighting and decoration."
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  • 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!"
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  • 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."
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  • 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. "
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  • 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
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  • Lara
    "This a safe family-friendly neighborhood. Nice parks, mature trees, great services, newly repaved streets. Very walkable neighborhood."
    1
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  • 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! "
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  • Micheleann17
    "People walk dogs early in the morning and on weekends. I would say just about everyone in this neighborhood has a dog."
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  • Djones
    "this neighborhood has character and is close enough to the santa rosa and northern California and the mountains"
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  • 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! "
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  • 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."
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  • 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."
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  • Lengjelmichelle59
    "My neighborhood has great transportation I can even catch the city bus right in front of my entrance to house"
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  • 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
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  • Dantaysmom
    "My commute is 4 minutes. My husband though, has almost an hour commute. Windsor is an amazing family community!"
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  • Vintagemx707
    "Friendly people who take walks around the neighborhood. Quiet neighbors. Busy streets. Close by shopping."
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  • 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. "
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  • 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. "
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  • Patti W.
    "We have Thursday night on the Windsor Town Green with music and food vendors. The whole community attends!"
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  • Darren
    "Nice neighborhood! People tend to keep to themselves but when something goes wrong they are there to help😊"
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  • 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
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  • 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. "
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  • 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."
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  • 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."
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Apartments for Rent

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Explore by feature - Pet Friendly

6 pet-friendly rentals in Windsor, CA

Explore by feature - Garage

14 rentals with a garage in Windsor, CA

Explore by feature - Air Conditioning

14 rentals with air conditioning in Windsor, CA

Explore by feature - Washer/dryer

16 rentals with a washer/dryer in Windsor, CA

Explore by feature - Outdoor Space

Homes for sale near 339 Winemaker Way

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Off Market Homes Near 339 Winemaker Way

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Frequently asked questions about 339 Winemaker Way

  • What is 339 Winemaker Way estimated to be worth?
    Trulia's estimated value for 339 Winemaker Way in Windsor, CA is $866,700.
  • What is the price history for 339 Winemaker Way?
    339 Winemaker Way in Windsor, CA last sold for $710,000 in June 2018.
  • 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 339 Winemaker Way have air conditioning?
    Yes, 339 Winemaker Way in Windsor, CA has air conditioning.
  • Does 339 Winemaker Way have laundry facilities?
    Yes, 339 Winemaker Way in Windsor, CA has in-unit laundry.