756 Pearl Bailey Ct, Windsor, CA 95492
OFF MARKET

$507,700

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,000 sqft

756 Pearl Bailey Ct, Windsor, CA 95492

Est. Refi. Payment $3,156/mo*
Refinance Your Home
Currently Off Market - Sold Apr 27, 2000 for $200,000

Home Value

Trulia Estimate
$508K
Since last month
Increased$5K (+0.9%)
Since last year
Decreased$13K (-2.6%)
Since last sale
Increased$308K (+154%)
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 +68% in the last 10 years
MonthEstimated value
2026
August 2026$508K
August 2026$508K
July 2026$504K
June 2026$512K
May 2026$523K
April 2026$521K
March 2026$520K
February 2026$506K
January 2026$507K
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
847 Cab Calloway Ct, Windsor, CA
0.09
Condo
$725,000
11/19/25
2
2
1,179
47 Johnson St, Windsor, CA
0.44
Condo
$330,000
01/12/26
2
2
1,750
208 Windsor River Rd, Windsor, CA
0.48
Condo
$434,000
11/13/25
3
3
1,862
9141 Windsor Road, Windsor, CA
0.49
Condo
$655,000
08/26/26
3
2.5
1,611
129 Johnson St, Windsor, CA
0.50
Condo
$317,000
12/15/25
3
2.5
1,855
538 Emily Rose Circle, Windsor, CA
0.53
Condo
$564,000
12/22/25
3
2.5
1,630
472 Emily Rose Circle, Windsor, CA
0.56
Condo
$514,000
08/24/26
3
2.5
1,866
772 McClelland Drive, Windsor, CA
0.50
Condo
$585,000
03/09/26
3
2.5
1,920
124 Johnson St, Windsor, CA
0.52
Condo
$605,000
03/23/26
2
3
1,806
848 McClelland Dr #U4, Windsor, CA
0.52
Condo
$526,200
11/10/25
3
3
1,874

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
729 Rosemary Clooney Court, Windsor, CA 95492
0.03
$700,900
2
2
1,065
Off Market
717 Rosemary Clooney Court, Windsor, CA 95492
0.02
$817,300
3
2
1,514
Off Market
767 Glen Miller Drive, Windsor, CA 95492
0.06
$611,700
2
2
1,010
Off Market
737 Glen Miller Drive, Windsor, CA 95492
0.02
$641,400
2
2
1,007
Off Market
741 Tommy Dorsey Court, Windsor, CA 95492
0.06
$655,000
2
2
1,160
Recently Sold
739 Tommy Dorsey Court, Windsor, CA 95492
0.06
$698,300
2
2
1,115
Off Market
713 Rosemary Clooney Court, Windsor, CA 95492
0.02
$739,200
3
2
1,382
Off Market
736 Glen Miller Drive, Windsor, CA 95492
0.04
$485,500
1
1
696
Off Market
742 Tommy Dorsey Court, Windsor, CA 95492
0.08
$721,600
2
2
1,087
Off Market
849 Patti Page Court, Windsor, CA 95492
0.06
$649,500
2
2
1,203
For Sale
852 Patti Page Court, Windsor, CA 95492
0.08
$703,300
2
2
1,179
Off Market
753 Pearl Bailey Court, Windsor, CA 95492
0.02
$875,000
3
2
1,382
Recently Sold

Local Information

  • Map ViewExplore the area around 756 Pearl Bailey Ct.
  • Schools3 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 1997
1,000 sqft
$508/sqft

About this House

This condo is located at 756 Pearl Bailey Ct, Windsor, CA. 756 Pearl Bailey Ct is in Windsor, CA and in ZIP code 95492. This property has 2 bedrooms, 2 bathrooms and approximately 1,000 sqft of floor space. This property has a lot size of 3608 sqft and was built in 1997.
756 Pearl Bailey Ct, Windsor, CA 95492 is a 2 bedroom, 2 bathroom, 1,000 sqft condo built in 1997. It last sold for $200,000 on Apr 27, 2000. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $507,700, with a rent estimate of $2,535/month.

Home Details for 756 Pearl Bailey Ct

Interior Features

Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 5
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1997Year Updated: 1997
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 3608 sqft

Price and Tax history

DateEventPrice
Apr 27, 2000
Source: N/A
Sold
$200,000
Apr 15, 1997
Source: N/A
Sold
$161,500

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
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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. "
    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!"
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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."
    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! "
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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."
    0
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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."
    0
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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"
    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
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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
    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
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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."
    0
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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."
    2
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LGBTQ Local Legal Protections

Frequently asked questions about 756 Pearl Bailey Ct

  • What is 756 Pearl Bailey Ct estimated to be worth?
    Trulia's estimated value for 756 Pearl Bailey Ct in Windsor, CA is $507,700.
  • What is the price history for 756 Pearl Bailey Ct?
    756 Pearl Bailey Ct in Windsor, CA last sold for $200,000 in April 2000.
  • 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.

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Off Market Homes Near 756 Pearl Bailey Ct

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