Is Regent, Madison, WI dog-friendly?

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

Does Regent, Madison, WI have sidewalks?

As of early 2026, 98% of users say there are sidewalks

Is Regent, Madison, WI walkable to restaurants?

As of early 2026, 96% of users say it's walkable to restaurants

Is Regent, Madison, WI walkable to grocery stores?

As of early 2026, 86% of users say it's walkable to grocery stores

Do kids play outside in Regent, Madison, WI?

As of early 2026, 83% of users say kids play outside

Would people walk alone at night in Regent, Madison, WI?

As of early 2026, 81% of users say people would walk alone at night

Does Regent, Madison, WI show holiday spirit?

As of early 2026, 80% of users say there's holiday spirit

Are yards well-kept in Regent, Madison, WI?

As of early 2026, 76% of users say yards are well-kept

Is parking easy in Regent, Madison, WI?

As of early 2026, 72% of users say parking is easy

Is there wildlife in Regent, Madison, WI?

As of early 2026, 67% of users say there's wildlife

Are the streets well-lit in Regent, Madison, WI?

As of early 2026, 66% of users say streets are well-lit

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

As of early 2026, 65% of users say they plan to stay for at least 5 years

Are neighbors friendly in Regent, Madison, WI?

As of early 2026, 65% of users say neighbors are friendly

Is Regent, Madison, WI quiet?

As of early 2026, 60% of users say it's quiet

Are there community events in Regent, Madison, WI?

As of early 2026, 58% of users say there are community events

Is a car needed in Regent, Madison, WI?

As of early 2026, 51% of users say car is needed

What is 2729 Chamberlain Ave estimated to be worth?

Trulia's estimated value for 2729 Chamberlain Ave in Madison, WI is $688,200 .

What is the price history for 2729 Chamberlain Ave?

2729 Chamberlain Ave in Madison, WI last sold for $166,000 in September 1995.

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

Madison is currently a seller's market, based on recent for-sale activity.

What's the median sale price in Madison?

The median sale price in Madison is $427K. That is up $3.33K from the prior month.

Does 2729 Chamberlain Ave have air conditioning?

Yes, 2729 Chamberlain Ave in Madison, WI has air conditioning.

How big is the lot at 2729 Chamberlain Ave?

The lot at 2729 Chamberlain Ave in Madison, WI is about 0.13 acres (5,500 sq ft).

OFF MARKET

$688,200

Trulia Estimate

3 Beds
2 Baths
1,724 sqft

2729 Chamberlain Ave, Madison, WI 53705

Regent

Refinance Your Home

Currently Off Market - Sold Sep 1, 1995 for $166,000

Home Value

Trulia Estimate

$688K

Since last month

$10K (-1.4%)

Since last year

$30K (-4.2%)

Since last sale

$520K (+313.5%)

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 +71% in the last 10 years

Month	Estimated value
2026
August 2026	$686K
July 2026	$696K
June 2026	$734K
May 2026	$732K
April 2026	$737K
March 2026	$724K
February 2026	$692K
January 2026	$681K
2025
December 2025	$680K
November 2025	$684K
October 2025	$692K
September 2025	$706K
August 2025	$716K
July 2025	$731K
June 2025	$730K
May 2025	$742K
April 2025	$738K
March 2025	$707K
February 2025	$687K
January 2025	$654K
2024
December 2024	$644K
November 2024	$650K
October 2024	$667K
September 2024	$667K
August 2024	$671K
July 2024	$679K
June 2024	$697K
May 2024	$691K
April 2024	$682K
March 2024	$660K
February 2024	$646K
January 2024	$613K
2023
December 2023	$618K
November 2023	$632K
October 2023	$641K
September 2023	$638K
August 2023	$641K
July 2023	$657K
June 2023	$657K
May 2023	$664K
April 2023	$643K
March 2023	$609K
February 2023	$583K
January 2023	$574K
2022
December 2022	$573K
November 2022	$585K
October 2022	$595K
September 2022	$599K
August 2022	$603K
July 2022	$621K
June 2022	$628K
May 2022	$624K
April 2022	$615K
March 2022	$600K
February 2022	$558K
January 2022	$545K
2021
December 2021	$537K
November 2021	$539K
October 2021	$540K
September 2021	$541K
August 2021	$549K
July 2021	$565K
June 2021	$576K
May 2021	$569K
April 2021	$566K
March 2021	$544K
February 2021	$534K
January 2021	$530K
2020
December 2020	$529K
November 2020	$532K
October 2020	$538K
September 2020	$536K
August 2020	$496K
July 2020	$493K
June 2020	$491K
May 2020	$493K
April 2020	$496K
March 2020	$498K
February 2020	$456K
January 2020	$458K
2019
December 2019	$455K
November 2019	$447K
October 2019	$444K
September 2019	$448K
August 2019	$449K
July 2019	$449K
June 2019	$449K
May 2019	$455K
April 2019	$472K
March 2019	$477K
February 2019	$476K
January 2019	$460K
2018
December 2018	$448K
November 2018	$449K
October 2018	$443K
September 2018	$449K
August 2018	$449K
July 2018	$453K
June 2018	$458K
May 2018	$460K
April 2018	$455K
March 2018	$458K
February 2018	$450K
January 2018	$448K
2017
December 2017	$442K
November 2017	$438K
October 2017	$437K
September 2017	$429K
August 2017	$428K
July 2017	$422K
June 2017	$420K
May 2017	$414K
April 2017	$408K
March 2017	$407K
February 2017	$405K
January 2017	$404K
2016
December 2016	$401K
November 2016	$401K
October 2016	$396K
September 2016	$400K
August 2016	$401K

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
421 Shepard Ter, Madison, WI	0.17	Single-Family Home	$595,000	11/03/25	3	1.5	1,488
209 N Franklin Ave, Madison, WI	0.05	Single-Family Home	$695,000	12/15/25	3	2	2,016
2725 Kendall Ave, Madison, WI	0.06	Single-Family Home	$510,000	07/27/26	3	1	1,583
25 Shepard Ter, Madison, WI	0.19	Single-Family Home	$850,000	07/03/26	3	2	1,930
2825 Regent St, Madison, WI	0.24	Single-Family Home	$528,000	07/06/26	3	1.5	1,663
2753 Kendall Ave, Madison, WI	0.08	Single-Family Home	$669,900	03/13/26	2	1.5	1,183
2755 Kendall Ave, Madison, WI	0.08	Single-Family Home	$652,000	07/16/26	3	1	1,544
2838 Stevens St, Madison, WI	0.22	Single-Family Home	$560,000	04/15/26	3	1.5	1,144
2557 Chamberlain Ave, Madison, WI	0.19	Single-Family Home	$760,000	05/12/26	3	2	1,602
2828 Sylvan Ave, Madison, WI	0.26	Single-Family Home	$158,300	07/10/26	4	3	2,068

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
2739 Chamberlain Ave, Madison, WI 53705	0.02	$420,600	3	1	1,446	Off Market
2705 Chamberlain Ave, Madison, WI 53705	0.04	$710,300	3	1.5	1,926	Off Market
209 N Franklin Ave, Madison, WI 53705	0.05	$695,000	3	2	2,016	Recently Sold
2712 Mason St, Madison, WI 53705	0.09	$799,400	4	2	2,128	Off Market
2722 Mason St, Madison, WI 53705	0.09	$1,151,200	4	2.5	2,656	Off Market
202 N Franklin Ave, Madison, WI 53705	0.08	$890,000	3	2.5	2,249	Recently Sold
2644 Van Hise Ave, Madison, WI 53705	0.08	$705,900	3	2.5	1,702	Off Market
2725 Mason St, Madison, WI 53705	0.11	$1,106,900	3	2.5	2,590	Off Market
2641 Chamberlain Ave, Madison, WI 53705	0.08	$675,000	4	2.5	2,467	Recently Sold
2707 Mason St, Madison, WI 53705	0.11	$880,000	4	3	2,711	Recently Sold
2725 Kendall Ave, Madison, WI 53705	0.06	$510,000	3	1	1,583	Recently Sold
2800 Mason St, Madison, WI 53705	0.11	$637,700	3	1.5	1,634	Off Market

Local Information

Map ViewExplore the area around 2729 Chamberlain Ave.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1934

Living Area

1,724 sqft

Price/Sqft

$399

Parking

Garage

About this House

This single-family home is located at 2729 Chamberlain Ave, Madison, WI. 2729 Chamberlain Ave is in the Regent neighborhood in Madison, WI and in ZIP code 53705. This property has 3 bedrooms, 2 bathrooms and approximately 1,724 sqft of floor space. This property has a lot size of 5500 sqft and was built in 1934.

2729 Chamberlain Ave, Madison, WI 53705 is a 3 bedroom, 2 bathroom, 1,724 sqft single-family home in Regent, built in 1934. It last sold for $166,000 on Sep 1, 1995. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $688,200, with a rent estimate of $3,028/month.

Home Details for 2729 Chamberlain Ave

Interior Features
Interior Details BasementAtticTypes of Rooms: Family Room
Levels, Entrance, & Accessibility Stories: 1.5
Heating & Cooling Cooling System: Central
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: AsphaltExterior: Brick
Parking & Garage GarageParking Spaces: 2Parking: Garage Detached

Property Information
Year Built Year Built: 1934Year Updated: 1970
Property Type / Style Property Type: Single Family Home

Community
Units in Building: 1

Lot Information
Lot Area: 5500 sqft

Price and Tax history

Date	Event	Price
Sep 1, 1995 Source: N/A	Sold	$166,000

Year	Property tax	Tax assessment
2024	$12,870	$657,500

Additional Cost

Market trends in Madison

Last updated July 2026

Avg. sale price

$427K

$3.33KMoM

Sale-to-List Price

102.4%

0.3%MoM

Price per sq ft

$266

$5MoM

Available listings

555

149MoM

Around this home

Franklin Elementary School
PK-2
Public
308 Students
Madison Metropolitan School District
NA
GreatSchools Rating
Parent Rating Average
We loved this school. Went through a series of challenges that I felt with were dealt with immediately by all faculty including the 'new' principal. We will miss this school. Incredible teachers so far.
Parent Review
12y ago
2 Reviews

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.

Neighborhood Overview

Regent

12 Homes For You
Buy: $260k - $1.23m

See Local Highlights

Neighborhood stats provided by third party data sources.

What Locals Say about Regent

At least 34 Trulia users voted on each feature.

100 % Say it's dog friendly
98 % Say there are sidewalks
96 % Say it's walkable to restaurants
86 % Say it's walkable to grocery stores
83 % Say kids play outside
81 % Say people would walk alone at night
80 % Say there's holiday spirit
76 % Say yards are well-kept
72 % Say parking is easy
67 % Say there's wildlife
66 % Say streets are well-lit
65 % Say they plan to stay for at least 5 years
65 % Say neighbors are friendly
60 % Say it's quiet
58 % Say there are community events
51 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.

Mitchell William Beiter
Visitor
4mo ago
"I like all the sidewalks and restaurants nearby. I liked it a lot more than I expected, I don’t see my neighbors much though"
0
Flag
Mitchell William Beiter
Resident
5mo ago
"Pretty walkable I think! I don’t have a pet but most roads have a sidewalk and there’s plenty of garbage cans around "
0
Flag
Sasmall
Resident
7y ago
"Lots of great places for dogs to sniff, walk and make new friends. Also great for squirrel watching, if you’re into that."
2
Flag
A.H.
Resident
7y ago
"Great neighborhood! Historic homes, neighborhood block parties, walkable to great schools, bike path and lakes, coffee shops, bistros. Downtown to capital square quick drive or taxi."
3
Flag
Janetsilb
Visitor
8y ago
"It’s close to campus and and the home of Aldo Leopold, plus it has several homes designed by Frank Lloyd Wright"
3
Flag
Susaj i.
Resident
8y ago
"It’s a safe neighborhood with many walkable, interesting places to visit. There’s a library nearby, shopping, lakes, and a bike path which will take you around the city if that’s what you want to do!"
1
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 2729 Chamberlain Ave

What is 2729 Chamberlain Ave estimated to be worth?
Trulia's estimated value for 2729 Chamberlain Ave in Madison, WI is $688,200.
What is the price history for 2729 Chamberlain Ave?
2729 Chamberlain Ave in Madison, WI last sold for $166,000 in September 1995.
Is Madison a buyer's or seller's market?
Madison is currently a seller's market, based on recent for-sale activity.
What's the median sale price in Madison?
The median sale price in Madison is $427K. That is up $3.33K from the prior month.
Does 2729 Chamberlain Ave have air conditioning?
Yes, 2729 Chamberlain Ave in Madison, WI has air conditioning.
How big is the lot at 2729 Chamberlain Ave?
The lot at 2729 Chamberlain Ave in Madison, WI is about 0.13 acres (5,500 sq ft).