Is Highland, WI quiet?

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

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

As of early 2026, 100% of users say they plan to stay for at least 5 years

Are yards well-kept in Highland, WI?

As of early 2026, 100% of users say yards are well-kept

Are neighbors friendly in Highland, WI?

As of early 2026, 100% of users say neighbors are friendly

Are the streets well-lit in Highland, WI?

As of early 2026, 100% of users say streets are well-lit

Is a car needed in Highland, WI?

As of early 2026, 100% of users say car is needed

What is 1008 E Circle Dr estimated to be worth?

Trulia's estimated value for 1008 E Circle Dr in Highland, WI is $204,200 .

What is the price history for 1008 E Circle Dr?

1008 E Circle Dr in Highland, WI last sold for $60,000 in August 2010.

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

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

What are the closest schools to 1008 E Circle Dr?

The closest schools to 1008 E Circle Dr in Highland, WI are Highland Community Middle School (rated 8/10), Highland Elementary School (Pre-K, rated 4/10), Highland High School (rated 3/10).

How big is the lot at 1008 E Circle Dr?

The lot at 1008 E Circle Dr in Highland, WI is about 0.37 acres (16,117 sq ft).

OFF MARKET

$204,200

Trulia Estimate

3 Beds
2 Baths
1,100 sqft (on 0.37 acres)

1008 E Circle Dr, Highland, WI 53543

Est. Refi. Payment $1,419/mo*

Refinance Your Home

Currently Off Market - Sold Aug 27, 2010 for $60,000

Home Value

Trulia Estimate

$204K

Since last month

$20K (+10.9%)

Since last year

$46K (+29.3%)

Since last sale

$144K (+240.3%)

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 +121% in the last 10 years

Month	Estimated value
2026
October 2026	$204K
October 2026	$204K
September 2026	$184K
August 2026	$185K
July 2026	$177K
June 2026	$184K
May 2026	$183K
April 2026	$181K
March 2026	$172K
February 2026	$163K
January 2026	$156K
2025
December 2025	$165K
November 2025	$160K
October 2025	$158K
September 2025	$175K
August 2025	$172K
July 2025	$168K
June 2025	$167K
May 2025	$165K
April 2025	$168K
March 2025	$165K
February 2025	$156K
January 2025	$159K
2024
December 2024	$165K
November 2024	$159K
October 2024	$174K
September 2024	$180K
August 2024	$183K
July 2024	$188K
June 2024	$189K
May 2024	$184K
April 2024	$179K
March 2024	$172K
February 2024	$168K
January 2024	$159K
2023
December 2023	$157K
November 2023	$163K
October 2023	$158K
September 2023	$162K
August 2023	$164K
July 2023	$161K
June 2023	$167K
May 2023	$166K
April 2023	$162K
March 2023	$158K
February 2023	$158K
January 2023	$163K
2022
December 2022	$162K
November 2022	$165K
October 2022	$164K
September 2022	$167K
August 2022	$167K
July 2022	$171K
June 2022	$172K
May 2022	$170K
April 2022	$166K
March 2022	$165K
February 2022	$162K
January 2022	$158K
2021
December 2021	$155K
November 2021	$155K
October 2021	$156K
September 2021	$155K
August 2021	$157K
July 2021	$162K
June 2021	$143K
May 2021	$119K
April 2021	$118K
March 2021	$113K
February 2021	$110K
January 2021	$106K
2020
December 2020	$107K
November 2020	$107K
October 2020	$107K
September 2020	$105K
August 2020	$99K
July 2020	$100K
June 2020	$101K
May 2020	$103K
April 2020	$101K
March 2020	$99K
February 2020	$99K
January 2020	$98K
2019
December 2019	$98K
November 2019	$98K
October 2019	$97K
September 2019	$98K
August 2019	$97K
July 2019	$97K
June 2019	$96K
May 2019	$98K
April 2019	$96K
March 2019	$96K
February 2019	$98K
January 2019	$103K
2018
December 2018	$99K
November 2018	$97K
October 2018	$99K
September 2018	$98K
August 2018	$97K
July 2018	$99K
June 2018	$100K
May 2018	$99K
April 2018	$102K
March 2018	$101K
February 2018	$102K
January 2018	$100K
2017
December 2017	$100K
November 2017	$98K
October 2017	$98K
September 2017	$97K
August 2017	$98K
July 2017	$96K
June 2017	$97K
May 2017	$96K
April 2017	$96K
March 2017	$95K
February 2017	$94K
January 2017	$94K
2016
December 2016	$94K
November 2016	$92K

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
750 Main St, Highland, WI	0.29	Single-Family Home	$343,000	06/29/26	3	3	1,863
1238 Dodgeville St, Highland, WI	0.52	Single-Family Home	$158,000	08/20/26	4	2	1,512
409 Spring St, Highland, WI	0.57	Single-Family Home	$135,000	03/26/26	3	2	1,400
904 Dodgeville St, Highland, WI	0.40	Single-Family Home	$170,000	02/20/26	3	2	1,665
119 Grand St, Highland, WI	0.83	Single-Family Home	$328,000	10/16/26	3	2	1,500
519 Delaney St, Highland, WI	0.48	Single-Family Home	$283,500	05/14/26	4	2	2,204
916 Diagonal St, Highland, WI	0.56	Single-Family Home	$198,000	12/12/25	3	1	2,100
535 Spring St, Highland, WI	0.56	Single-Family Home	$150,000	09/29/26	6	3.5	3,056
4700 Hazy Ln, Highland, WI	1.56	Single-Family Home	$675,000	01/16/26	3	2	2,578
15928 Pine Tree Rd, Highland, WI	3.64	Single-Family Home	$135,000	10/15/26	4	1.5	1,708

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
1016 E Circle Dr, Highland, WI 53543	0.02	$284,700	3	2	1,786	Off Market
1007 Cardinal Dr, Highland, WI 53543	0.04	$338,000	Studio	-	-	Off Market
1026 E Circle Dr, Highland, WI 53543	0.04	$228,100	Studio	-	-	Off Market
1021 Cardinal Dr, Highland, WI 53543	0.04	$411,800	Studio	-	-	Off Market
1005 E Circle Dr, Highland, WI 53543	0.04	$312,200	Studio	-	-	Off Market
1015 E Circle Dr, Highland, WI 53543	0.05	$300,100	Studio	-	-	Off Market
1025 E Circle Dr, Highland, WI 53543	0.05	$304,300	Studio	-	-	Off Market
1033 Cardinal Dr, Highland, WI 53543	0.06	$233,300	3	2	1,350	Off Market
1040 E Circle Dr, Highland, WI 53543	0.06	$263,500	Studio	-	-	Off Market
E Circle Dr, Highland, WI 53543	0.06	-	-	-	-	Off Market
1029 E Circle Dr, Highland, WI 53543	0.06	$417,100	Studio	-	-	Off Market
1045 Cardinal Dr, Highland, WI 53543	0.07	$271,900	Studio	-	-	Off Market
Cardinal Dr, Highland, WI 53543	0.07	-	-	-	-	Off Market
1045 E Circle Dr, Highland, WI 53543	0.08	$258,900	4	3	1,900	Off Market
994 Main St, Highland, WI 53543	0.08	$213,400	Studio	-	-	Off Market
1050 E Circle Dr, Highland, WI 53543	0.08	$247,800	Studio	-	-	Off Market
994 Main St, Highland, WI 53543	0.08	$246,500	Studio	-	-	Off Market
1051 Cardinal Dr, Highland, WI 53543	0.09	$378,000	4	5	3,250	Off Market
1053 E Circle Dr, Highland, WI 53543	0.09	$261,700	3	2	1,475	Off Market
1059 Cardinal Dr, Highland, WI 53543	0.10	$351,600	3	2.5	2,793	Off Market

Local Information

Map ViewExplore the area around 1008 E Circle Dr.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1990

0.37 acre lot

1,100 sqft

$186/sqft

About this House

R-4516 High on a Hill: 3 bedroom, 2 bath ranch home on large lot in the Village of Highland featuring 1 car attached garage, vinyl siding, full basement with great views. Needs a little TLC to be great family home.

1008 E Circle Dr, Highland, WI 53543 is a 3 bedroom, 2 bathroom, 1,100 sqft single-family home built in 1990. It last sold for $60,000 on Aug 27, 2010. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $204,200, with a rent estimate of $1,550/month.

Home Details for 1008 E Circle Dr

Property Information
Year Built Year Built: 1990
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 0.37 acres

Price and Tax history

Date	Event	Price
Aug 27, 2010 Source: N/A	Sold	$60,000
Jun 10, 2010 Source: Agent Provided	Listed For Sale	$74,900
May 26, 2010 Source: N/A	Sold	$101,700
May 8, 2010 Source: Agent Provided	Listed For Sale	$79,900
Nov 29, 2005 Source: N/A	Sold	$103,900
Apr 14, 2005 Source: N/A	Sold	$123,600

Year	Property tax	Tax assessment
2025	$2,274	$183,900

Additional Cost

Market trends in Highland

Last updated September 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

Sourced by Trulia Market Trends

Around this home

Highland Elementary School
PK-5
Public
124 Students
Highland School District
4/10
GreatSchools Rating
Parent Rating Average
No reviews available for this school.

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 Highland

At least 1 Trulia users voted on each feature.

100 % Say it's quiet
100 % Say they plan to stay for at least 5 years
100 % Say yards are well-kept
100 % Say neighbors are friendly
100 % Say streets are well-lit
100 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 1008 E Circle Dr

What is 1008 E Circle Dr estimated to be worth?
Trulia's estimated value for 1008 E Circle Dr in Highland, WI is $204,200.
What is the price history for 1008 E Circle Dr?
1008 E Circle Dr in Highland, WI last sold for $60,000 in August 2010.
Is Highland a buyer's or seller's market?
Highland is currently a balanced market, based on recent for-sale activity.
What are the closest schools to 1008 E Circle Dr?
The closest schools to 1008 E Circle Dr in Highland, WI are Highland Community Middle School (rated 8/10), Highland Elementary School (Pre-K, rated 4/10), Highland High School (rated 3/10).
How big is the lot at 1008 E Circle Dr?
The lot at 1008 E Circle Dr in Highland, WI is about 0.37 acres (16,117 sq ft).