Is Jackson, WI dog-friendly?

As of early 2026, 100% of users say it's dog friendly

Is a car needed in Jackson, WI?

As of early 2026, 94% of users say car is needed

Would people walk alone at night in Jackson, WI?

As of early 2026, 88% of users say people would walk alone at night

Is parking easy in Jackson, WI?

As of early 2026, 86% of users say parking is easy

Do kids play outside in Jackson, WI?

As of early 2026, 84% of users say kids play outside

Does Jackson, WI show holiday spirit?

As of early 2026, 81% of users say there's holiday spirit

Are the streets well-lit in Jackson, WI?

As of early 2026, 78% of users say streets are well-lit

Does Jackson, WI have sidewalks?

As of early 2026, 74% of users say there are sidewalks

Is Jackson, WI quiet?

As of early 2026, 70% of users say it's quiet

Are yards well-kept in Jackson, WI?

As of early 2026, 62% of users say yards are well-kept

Are neighbors friendly in Jackson, WI?

As of early 2026, 58% of users say neighbors are friendly

Is there wildlife in Jackson, WI?

As of early 2026, 53% of users say there's wildlife

Are there community events in Jackson, WI?

As of early 2026, 51% of users say there are community events

Is Jackson, WI walkable to grocery stores?

As of early 2026, 44% of users say it's walkable to grocery stores

Is Jackson, WI walkable to restaurants?

As of early 2026, 31% of users say it's walkable to restaurants

Do residents of Jackson, WI plan to stay at least 5 years?

As of early 2026, 27% of users say they plan to stay for at least 5 years

What is N166W19850 Jackson Oaks Dr estimated to be worth?

Trulia's estimated value for N166W19850 Jackson Oaks Dr is $365,700 .

Is Jackson a buyer's or seller's market?

Jackson is currently a balanced market, based on recent for-sale activity.

What do residents say about Jackson?

Residents describe Jackson, WI as dog-friendly, easy to park in, and pedestrian-friendly. See recently sold homes in Jackson, WI .

What are the closest schools to N166W19850 Jackson Oaks Dr?

The closest schools to N166W19850 Jackson Oaks Dr are Badger Middle School (rated 4/10), East High School (rated 6/10), Jackson Elementary School (rated 6/10).

N166W19850 Jackson Oaks Dr, Jackson, WI 53037

OFF MARKET

$365,700

Trulia Estimate

Studio

N166W19850 Jackson Oaks Dr, Jackson, WI 53037

Est. Refi. Payment $2,269/mo*

Refinance Your Home

Home Value

Trulia Estimate

$366K

Since last month

$10K (+2.9%)

Since last year

$28K (+8.4%)

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 +8% in the last 10 years

Month	Estimated value
2026
September 2026	$366K
August 2026	$365K
July 2026	$356K
June 2026	$357K
May 2026	$352K
April 2026	$356K
March 2026	$356K
February 2026	$352K
January 2026	$347K
2025
December 2025	$338K
November 2025	$338K

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
N166W19782 Jackson Oaks DRIVE #Lt50, Jackson, WI	0.04	Single-Family Home	$329,900	03/19/26	2	2	1,312
N166W19796 Jackson Oaks DRIVE #Lt49, Jackson, WI	0.04	Single-Family Home	$329,900	04/20/26	2	2	1,312
N166W19802 Jackson Oaks DRIVE #Lt48, Jackson, WI	0.04	Single-Family Home	$329,750	05/27/26	2	2	1,312
N166W19752 Jackson Oaks DRIVE #Lt52, Jackson, WI	0.04	Single-Family Home	$329,900	02/12/26	2	2	1,312
W200N16500 Pine DRIVE, Jackson, WI	0.20	Single-Family Home	$420,000	06/17/26	3	2	1,667
W196N16501 Hawthorn DRIVE, Jackson, WI	0.21	Single-Family Home	$395,000	02/27/26	3	2	1,592
W198N16470 Linden Cir, Jackson, WI	0.23	Single-Family Home	$400,000	09/15/25		-	-
N168W19555 Main STREET, Jackson, WI	0.23	Single-Family Home	$325,000	11/25/25	5	2.5	2,560
W200N16485 Pine DRIVE, Jackson, WI	0.23	Single-Family Home	$390,000	09/30/25	3	3	1,589
W197N16455 Hawthorn CIRCLE, Jackson, WI	0.26	Single-Family Home	$450,000	05/27/26	3	1.5	1,980

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
N166W19782 Jackson Oaks DRIVE #Lt50, Jackson, WI 53037	0.04	$329,900	2	2	1,312	Recently Sold
N166W19796 Jackson Oaks DRIVE #Lt49, Jackson, WI 53037	0.04	$329,900	2	2	1,312	Recently Sold
N166W19802 Jackson Oaks DRIVE #Lt48, Jackson, WI 53037	0.04	$329,750	2	2	1,312	Recently Sold
N166W19752 Jackson Oaks DRIVE #Lt52, Jackson, WI 53037	0.04	$329,900	2	2	1,312	Recently Sold
Lt41 Ridgeway DRIVE #11, Jackson, WI 53037	0.04	$312,100	3	2.5	1,396	Off Market
W197N16670 Ridgeway DRIVE, Jackson, WI 53037	0.06	$451,700	4	2.5	2,137	Off Market
W198N16631 Ridgeway DRIVE, Jackson, WI 53037	0.05	$427,100	4	2.5	2,002	Off Market
W198N16641 Ridgeway DRIVE, Jackson, WI 53037	0.06	$417,800	4	2.5	1,928	Off Market
N166W19773 Jackson Oaks DRIVE, Jackson, WI 53037	0.06	$329,800	3	2.5	1,480	Off Market
W198N16625 Ridgeway DRIVE, Jackson, WI 53037	0.07	$417,500	3	2	1,650	Off Market
W198N16613 Ridgeway DRIVE, Jackson, WI 53037	0.07	$438,900	4	2.5	2,137	Off Market
W198N16649 Ridgeway DRIVE, Jackson, WI 53037	0.06	$434,900	3	2	1,739	Off Market

Local Information

Map ViewExplore the area around N166W19850 Jackson Oaks Dr.
Schools2 Elementary Schools1 Middle School2 High Schools
Shop & Eat

-- mins to

Commute Destination

About this House

N166W19850 Jackson Oaks Dr is in Jackson, WI and in ZIP code 53037.

N166W19850 Jackson Oaks Dr, Jackson, WI 53037 is a studio property. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $365,700, with a rent estimate of $2,463/month.

Price and Tax history

Date	Event	Price
Jul 31, 2026 Source: WIREX MLS #1943453	ListingRemoved	$329,900
Nov 20, 2025 Source: WIREX MLS #1943453	Contingent	$329,900
Nov 20, 2025 Source: WIREX MLS #1943453	Listed For Sale	$329,900

Additional Cost

Market trends in Jackson

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

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 Jackson

At least 29 Trulia users voted on each feature.

100 % Say it's dog friendly
94 % Say car is needed
88 % Say people would walk alone at night
86 % Say parking is easy
84 % Say kids play outside
81 % Say there's holiday spirit
78 % Say streets are well-lit
74 % Say there are sidewalks
70 % Say it's quiet
62 % Say yards are well-kept
58 % Say neighbors are friendly
53 % Say there's wildlife
51 % Say there are community events
44 % Say it's walkable to grocery stores
31 % Say it's walkable to restaurants
27 % Say they plan to stay for at least 5 years

Sourced by Trulia users. Learn more about our methodology.

Ann M.
Visitor
6y ago
"Nice place. Great place to raise kids. Good restaurants and parks. Great police in Jackson. It’s beautiful here. "
1
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Deborahgahan53
Resident
6y ago
"they should be really careful with there children in the subdivisions , because people driving really fast threw all the area subdivisions!! They need to slow down. There is a lot of children in Jackson area."
0
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Genevena65
Resident
7y ago
"Great Germantown high school. Great area to raise a family, very safe. Close to Milwaukee but nestled in a park like /. Country setting."
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Jeankiepert
Resident
7y ago
"I love the small town feel. It is growing fast, we have lovely parks. We have a great 1st responders, and Police, Fire service. I do wish they would make people clean up fallen trees etc."
1
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Jeankiepert
Resident
7y ago
"It is very friendly, pet friendly. Many community events via the Community Center, and Village. Holiday parades, sense of pride in home ownership. We have beer gardens, great Coffeville coffee shop, with homemade food."
1
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Donnel M. L.
Resident
8y ago
"There are so many wonderful events in Jackson year round such as Fireworks jackson days community center tot time park and rec splash pad."
1
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Sara H.
Resident
8y ago
"Where I live is mainly apartments. It is usually pretty quiet except for the occasional siren since its right by the fire station. The nearby park is amazing."
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Tracy N.
12y ago
"Jackson is located just off the highway system for an easy commute to Milwaukee, heading up north or area lakes. Small town community with many parks, recreation center and walking trails. Smaller Restaurants for pizza, home cooked meals and Music in the park. Walk to the elementary school. Great town to live in."
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Frequently asked questions about N166W19850 Jackson Oaks Dr

What is N166W19850 Jackson Oaks Dr estimated to be worth?
Trulia's estimated value for N166W19850 Jackson Oaks Dr is $365,700.
Is Jackson a buyer's or seller's market?
Jackson is currently a balanced market, based on recent for-sale activity.
What do residents say about Jackson?
Residents describe Jackson, WI as dog-friendly, easy to park in, and pedestrian-friendly. See recently sold homes in Jackson, WI.
What are the closest schools to N166W19850 Jackson Oaks Dr?
The closest schools to N166W19850 Jackson Oaks Dr are Badger Middle School (rated 4/10), East High School (rated 6/10), Jackson Elementary School (rated 6/10).