5497 Kay Dr, Windsor, CA 95492
OFF MARKET

$1,037,300

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,697 sqft (on 0.44 acres)

5497 Kay Dr, Windsor, CA 95492

Est. Refi. Payment $6,371/mo*
Refinance Your Home
Currently Off Market - Sold May 22, 2014 for $552,500

Home Value

Trulia Estimate
$1.04M
Since last month
Decreased$33K (-3.1%)
Since last year
$500 (0%)
Since last sale
Increased$485K (+87.7%)
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 +55% in the last 10 years
MonthEstimated value
2026
August 2026$1.04M
August 2026$1.04M
July 2026$1.07M
June 2026$1.09M
May 2026$1.07M
April 2026$1.04M
March 2026$1.02M
February 2026$990K
January 2026$941K
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
5519 Kay Drive, Windsor, CA
0.09
Single-Family Home
$860,000
08/06/26
4
2
1,660
5450 Kevin Ct, Santa Rosa, CA
0.30
Single-Family Home
$750,000
06/03/26
3
2
1,362
255 Wikiup Meadows Drive, Santa Rosa, CA
0.50
Single-Family Home
$749,000
11/17/25
4
2.5
1,897
5640 Corbett Circle, Santa Rosa, CA
0.63
Single-Family Home
$750,000
03/06/26
4
2.5
2,035
187 Wikiup Meadows Drive, Santa Rosa, CA
0.55
Single-Family Home
$769,000
05/18/26
4
3
1,975
182 Wikiup Meadows Drive, Santa Rosa, CA
0.55
Single-Family Home
$782,000
08/27/26
4
2.5
1,901
5410 Corbett Circle, Santa Rosa, CA
0.72
Single-Family Home
$765,000
08/17/26
4
2.5
2,035
6123 Tamara Lane, Windsor, CA
1.08
Single-Family Home
$1,010,000
06/08/26
4
2.5
2,600
5537 Corbett Circle, Santa Rosa, CA
0.58
Single-Family Home
$875,000
03/10/26
3
2
1,882
5495 Old Redwood Hwy, Santa Rosa, CA
0.34
Single-Family Home
$684,000
10/10/25
3
1
1,430

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
5519 Kay Drive, Windsor, CA 95492
0.09
$860,000
4
2
1,660
Recently Sold
60 Colonial Park Drive, Santa Rosa, CA 95403
0.19
$160,000
2
2
1,440
Recently Sold
152 Colonial Park Drive, Santa Rosa, CA 95403
0.20
$253,100
2
2
1,286
Off Market
500 Colonial Park Drive, Santa Rosa, CA 95403
0.19
$137,900
2
1
960
Off Market
158 Colonial Park Drive, Santa Rosa, CA 95403
0.20
$145,900
2
2
1,040
Off Market
70 Colonial Park Drive, Santa Rosa, CA 95403
0.21
$106,500
2
1.5
750
Off Market
533 Colonial Park Drive NW, Santa Rosa, CA 95403
0.21
$152,300
2
2
1,056
Off Market
629 Summertree Lane, Santa Rosa, CA 95403
0.21
$777,000
4
2.5
1,642
Off Market
0 Mark West Springs Road, Santa Rosa, CA 95404
0.19
-
-
-
-
Off Market
468 Colonial Park Drive, Santa Rosa, CA 95403
0.21
$210,000
2
2
1,344
Recently Sold
541 Colonial Park Drive, Santa Rosa, CA 95403
0.21
$122,200
2
2
1,152
Off Market
59 Colonial Park Drive, Santa Rosa, CA 95403
0.23
$270,000
2
2
1,296
Recently Sold

Local Information

  • Map ViewExplore the area around 5497 Kay Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1958
0.44 acre lot
2,697 sqft
$385/sqft
Garage

About this House

This single-family home is located at 5497 Kay Dr, Windsor, CA. 5497 Kay Dr is in Windsor, CA and in ZIP code 95492. This property has 4 bedrooms, 3 bathrooms and approximately 2,697 sqft of floor space. This property has a lot size of 0.44 acres and was built in 1958.
5497 Kay Dr, Windsor, CA 95492 is a 4 bedroom, 3 bathroom, 2,697 sqft single-family home built in 1958. It last sold for $552,500 on May 22, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,037,300, with a rent estimate of $4,765/month.

Home Details for 5497 Kay Dr

Interior Features

Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 7

Property Information

Year Built
Year Built: 1958Year Updated: 1968
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Exterior Features

Parking & Garage
GarageParking: Garage

Community

Units in Building: 3

Lot Information

Lot Area: 0.44 acres

Price and Tax history

DateEventPrice
May 22, 2014
Source: N/A
Sold
$552,500
Apr 23, 2014
Source: Agent Provided
Pending
$579,000
Apr 16, 2014
Source: Agent Provided
PriceChange
$579,000
Price decreased by 3%
Apr 1, 2014
Source: Agent Provided
PendingToActive
$599,000
Mar 11, 2014
Source: Agent Provided
Pending
$599,000

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

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

Frequently asked questions about 5497 Kay Dr

  • What is 5497 Kay Dr estimated to be worth?
    Trulia's estimated value for 5497 Kay Dr in Windsor, CA is $1,037,300.
  • What is the price history for 5497 Kay Dr?
    5497 Kay Dr in Windsor, CA last sold for $552,500 in May 2014.
  • 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 5497 Kay Dr?
    The lot at 5497 Kay Dr in Windsor, CA is about 0.44 acres (19,249 sq ft).
  • Does 5497 Kay Dr have a garage?
    Yes, 5497 Kay Dr in Windsor, CA has a garage.

Explore by feature - Pet Friendly

11 pet-friendly rentals in Windsor, CA

Explore by feature - Garage

17 rentals with a garage in Windsor, CA

Explore by feature - Air Conditioning

17 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 5497 Kay Dr

Skip to last item
Skip to first item

Homes for sale near 5497 Kay Dr

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