799 Dizzy Gillespie Way, Windsor, CA 95492
Property image
Property image
OFF MARKET

$755,400

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,400 sqft

799 Dizzy Gillespie Way, Windsor, CA 95492

Est. Refi. Payment $4,810/mo*
Refinance Your Home
Currently Off Market - Sold Aug 16, 2018 for $589,000

Home Value

Trulia Estimate
$755K
Since last month
Increased$1K (+0.2%)
Since last year
Increased$700 (+0.1%)
Since last sale
Increased$168K (+28.5%)
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 +48% in the last 10 years
MonthEstimated value
2026
August 2026$757K
August 2026$755K
July 2026$755K
June 2026$767K
May 2026$782K
April 2026$784K
March 2026$776K
February 2026$769K
January 2026$765K
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
753 Pearl Bailey Court, Windsor, CA
0.07
Single-Family Home
$875,000
03/23/26
3
2
1,382
868 Bob Crosby Way, Windsor, CA
0.05
Single-Family Home
$340,000
09/01/26
3
2
1,400
717 Rosemary Clooney Court, Windsor, CA
0.11
Single-Family Home
$800,000
10/20/25
3
2
1,514
864 Bob Crosby Way, Windsor, CA
0.04
Single-Family Home
$749,000
04/06/26
2
2
1,230
930 Bartlett Pl, Windsor, CA
0.23
Single-Family Home
$738,000
08/13/26
3
2
1,442
814 Milsom Place, Windsor, CA
0.10
Single-Family Home
$667,500
09/17/25
3
2.5
1,584
741 Tommy Dorrsey Ct, Windsor, CA
0.14
Single-Family Home
$655,000
06/24/26
2
2
1,160
741 Tommy Dorsey Court, Windsor, CA
0.14
Single-Family Home
$655,000
06/24/26
2
2
1,160
9474 Lazy Creek Drive, Windsor, CA
0.15
Single-Family Home
$708,000
10/03/25
3
2
1,158
346 Summer Rain Drive, Windsor, CA
0.28
Single-Family Home
$680,000
07/02/26
3
2
1,635

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
132 Elsbree Circle, Windsor, CA 95492
0.06
$753,100
3
2
1,671
Off Market
775 Dizzy Gillespie Way, Windsor, CA 95492
0.05
$741,200
2
2
1,192
Off Market
779 Bob Crosby Way, Windsor, CA 95492
0.03
$515,000
1
1
707
Recently Sold
860 Bob Crosby Way, Windsor, CA 95492
0.04
$790,200
3
2
1,400
Off Market
864 Bob Crosby Way, Windsor, CA 95492
0.04
$749,000
2
2
1,230
Recently Sold
101 Elsbree Circle, Windsor, CA 95492
0.12
$831,800
4
2.5
2,030
Off Market
720 Glen Miller Drive, Windsor, CA 95492
0.06
$664,000
2
2
1,010
Off Market
753 Pearl Bailey Court, Windsor, CA 95492
0.07
$875,000
3
2
1,382
Recently Sold
855 Ella Fitzgerald Court, Windsor, CA 95492
0.06
$716,700
2
2
1,179
Off Market
871 Ella Fitzgerald Court, Windsor, CA 95492
0.08
$693,800
2
2
1,000
Off Market
736 Glen Miller Drive, Windsor, CA 95492
0.08
$485,500
1
1
696
Off Market
737 Glen Miller Drive, Windsor, CA 95492
0.09
$641,400
2
2
1,007
Off Market

Local Information

  • Map ViewExplore the area around 799 Dizzy Gillespie Way.
  • Schools3 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1999
1,400 sqft
$540/sqft
Garage

About this House

The Brooks Creek 55+ Community offers close proximity to all of the needed amenities. This pristine 3 bedroom, 2 bathroom home boasts numerous upgrades throughout and is move-in ready. The rear yard is perfect for entertaining or enjoying relaxing time for yourself. Appreciate all the local community offers including walking paths, Senior Center, regional parks, farmer's markets, outdoor concerts, restaurants, shopping, and numerous local events.
799 Dizzy Gillespie Way, Windsor, CA 95492 is a 3 bedroom, 2 bathroom, 1,400 sqft single-family home built in 1999. It last sold for $589,000 on Aug 16, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $755,400, with a rent estimate of $3,315/month.

Home Details for 799 Dizzy Gillespie Way

Interior Features

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

Property Information

Year Built
Year Built: 1999Year Updated: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Exterior Features

Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Lot Information

Lot Area: 3920 sqft

Price and Tax history

DateEventPrice
Aug 16, 2018
Source: N/A
Sold
$589,000
Jul 27, 2018
Source: Agent Provided
Pending
$589,000
Jul 20, 2018
Source: Agent Provided
Listed For Sale
$589,000
Jul 28, 1999
Source: N/A
Sold
$194,500

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

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."
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  • 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
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  • Patti W.
    "We have Thursday night on the Windsor Town Green with music and food vendors. The whole community attends!"
    0
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  • 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
    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
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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 799 Dizzy Gillespie Way

  • What is 799 Dizzy Gillespie Way estimated to be worth?
    Trulia's estimated value for 799 Dizzy Gillespie Way in Windsor, CA is $755,400.
  • What is the price history for 799 Dizzy Gillespie Way?
    799 Dizzy Gillespie Way in Windsor, CA last sold for $589,000 in August 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.
  • How big is the lot at 799 Dizzy Gillespie Way?
    The lot at 799 Dizzy Gillespie Way in Windsor, CA is about 0.09 acres (3,920 sq ft).
  • Does 799 Dizzy Gillespie Way have a garage?
    Yes, 799 Dizzy Gillespie Way in Windsor, CA has a garage.

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