5537 Windsor Road, Windsor, CA 95492
Property image
Property image
OFF MARKET

5537 Windsor Road
Windsor, CA 95492

  • 2 Beds
  • 2 Baths
  • 1,364 sqft (on 1 acre)

$530,100

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $3,268/mo*
Refinance Your Home

$530,100

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $3,268/mo*
Refinance Your Home
2 Beds
2 Baths
1,364 sqft
(on 1 acre)

Home Value

Trulia Estimate
$530K
Since last month
Increased$2K (+0.4%)
Since last year
Increased$8K (+1.5%)
Since last sale
Increased$5K (+0.9%)
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 +1% in the last 10 years
MonthEstimated value
2026
August 2026$530K
July 2026$528K
June 2026$527K
May 2026$521K
April 2026$524K
March 2026$536K
February 2026$539K
January 2026$519K
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
1410 Sanders Road, Windsor, CA
1.05
Single-Family Home
$930,000
09/04/25
2
1
1,232
4020 Woolsey Road, Santa Rosa, CA
1.97
Single-Family Home
$825,000
11/21/25
2
2
1,156
1439 Birdie Drive, Windsor, CA
1.56
Single-Family Home
$800,000
04/23/26
3
2
1,827
7237 16th Hole Drive, Windsor, CA
1.63
Single-Family Home
$795,000
08/10/26
3
2
1,550
8149 Luisa Way, Windsor, CA
1.59
Single-Family Home
$799,000
08/25/25
3
2
1,685
1284 Eagle Drive, Windsor, CA
1.63
Single-Family Home
$830,000
08/24/26
3
2
1,827
1279 Eagle Drive, Windsor, CA
1.66
Single-Family Home
$845,000
09/02/25
3
2
1,827

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
2301 Silk Road W, Windsor, CA 95492
0.27
$1,010,800
6
5
3,801
Off Market
2711 Mark West Station Road, Windsor, CA 95492
0.40
$1,130,000
4
2
2,200
Recently Sold
2641 Silk Road, Windsor, CA 95492
0.47
$1,345,700
2
2
1,195
Off Market
1410 Sanders Road, Windsor, CA 95492
1.05
$940,500
2
1
1,232
Off Market
6820 Day Road, Windsor, CA 95492
1.13
$1,869,400
3
2.5
3,141
Off Market
7395 Starr Road, Windsor, CA 95492
1.12
$1,839,500
3
2
2,182
Off Market
8027 Oak Way, Windsor, CA 95492
1.50
$1,433,900
3
2
1,800
Off Market
8101 Luisa Way, Windsor, CA 95492
1.52
$766,400
3
2
1,476
Off Market
8216 Trione Circle, Windsor, CA 95492
1.54
$813,500
3
2
1,685
Off Market
7907 Ferrari Way, Windsor, CA 95492
1.56
$791,300
3
2
1,685
Off Market
1439 Birdie Drive, Windsor, CA 95492
1.56
$800,000
3
2
1,827
Recently Sold

Local Information

  • Map ViewExplore the area around 5537 Windsor Road.
  • Schools3 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1920
Lot Size
1 acre
Living Area
1,364 sqft
Price/Sqft
$389
Parking
Garage
HOA
None

About this House

Don't miss this rare chance to own a custom-built home on a full acre in Windsor. This spacious 2 bedroom, 2 bathroom residence features multiple extra rooms, offering plenty of flexibility for work, hobbies, or guests. Ideal for buyers looking for extra space and endless possibilities, the property includes a large shop and a single-wide mobile home tucked at the back of the lot. While the home needs significant updates, it presents a blank canvas for someone with vision to create their dream property. The mobile home is also a fixer but could potentially serve as a rental unit or guest quarters, providing an income-producing opportunity. Whether you're a builder, investor, or someone seeking land and space in a desirable location, this property has incredible potential.
5537 Windsor Road, Windsor, CA 95492 is a 2 bedroom, 2 bathroom, 1,364 sqft single-family home built in 1920. It last sold for $525,000 on Jun 9, 2025 (13% above the $465,000 asking price). It is currently off market. The Trulia Estimate is $530,100, with a rent estimate of $3,182/month.
Contact this Building
Property Website
Last check for updates: about 4 hours ago
Listed by Alex Mongolov DRE #01994182
AM Realty, (707) 454-6430
Sherry Shi DRE #02168627, (415) 238-8992
Keller Williams Realty, (707) 708-8158
Bought with: Jennifer Jacobs DRE #01330271, (707) 293-8009, HomeSmart Advantage Realty, (707) 541-6120
Originating MLS: Sonoma
Source: BAREIS, MLS#325041993

Home Details for 5537 Windsor Road

Active Status

MLS Status: Closed

Interior Features

Interior Details
Number of Rooms: 2Types of Rooms: Bedroom, Kitchen
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1364 Square Feet
Appliances & Utilities
Utilities: Internet AvailableLaundry: None
Heating & Cooling
Heating: Fireplace(s)No CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Fireplace S
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Free Standing, Kitchen, Wood BurningHas a Fireplace
Levels, Entrance, & Accessibility
Stories: 1
View
No View

Exterior Features

Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageNo Open ParkingParking Spaces: 10Parking: Detached
Water & Sewer
Sewer: Septic Connected

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Detached
Building
Not Attached Property
Property Information
Parcel Number: 066260037000

Price & Status

Price
List Price: $465,000
Status Change & Dates
Possession Timing: Close Of Escrow

Location

Direction & Address
City: Windsor

Building

Building Area
Building Area: 1364 Square Feet

Community

Not Senior Community

HOA

Association for this Listing: SonomaNo HOA

Lot Information

Lot Area: 1 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: Offer As Is, Probate Listing, Subject to Court Confirmation

Mobile R/V

Mobile Home Park
Mobile Home Units: Feet

Miscellaneous

Mls Number: 325041993Listing Url

Price and Tax history

DateEventPrice
Jun 9, 2025
Source: BAREIS #325041993
Sold
$525,000
May 22, 2025
Source: BAREIS #325041993
Pending
$465,000
May 15, 2025
Source: BAREIS #325041993
Listed For Sale
$465,000
Apr 1, 2025
Source: BAREIS #324080476
ListingRemoved
$550,000
Feb 5, 2025
Source: BAREIS #324080476
Pending
$550,000

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

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"
    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 5537 Windsor Road

  • What is 5537 Windsor Road estimated to be worth?
    Trulia's estimated value for 5537 Windsor Road is $530,100.
  • What is the price history for 5537 Windsor Road?
    5537 Windsor Road last sold for $525,000 in June 2025.
  • 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.
  • How big is the lot at 5537 Windsor Road?
    The lot at 5537 Windsor Road is about 1 acre.
  • Does 5537 Windsor Road have a garage?
    Yes, 5537 Windsor Road has a garage.

Explore by feature - Pet Friendly

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Off Market Homes Near 5537 Windsor Road

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