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 2739 Chamberlain Ave estimated to be worth?

Trulia's estimated value for 2739 Chamberlain Ave in Madison, WI is $420,400 .

What is the price history for 2739 Chamberlain Ave?

2739 Chamberlain Ave in Madison, WI last sold for $410,000 in May 2025.

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 $429K. That is up $2.5K from the prior month.

Does 2739 Chamberlain Ave have air conditioning?

Yes, 2739 Chamberlain Ave in Madison, WI has air conditioning.

Does 2739 Chamberlain Ave have a yard?

Yes, 2739 Chamberlain Ave in Madison, WI has a yard.

OFF MARKET

$420,400

Trulia Estimate

3 Beds
1 Bath
1,446 sqft

2739 Chamberlain Ave, Madison, WI 53705

Regent

Est. Refi. Payment $2,835/mo*

Refinance Your Home

Currently Off Market - Sold May 2, 2025 for $410,000

Home Value

Trulia Estimate

$420K

Since last month

$2K (+0.4%)

Since last year

$9K (+2.2%)

Since last sale

$11K (+2.7%)

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 +23% in the last 10 years

Month	Estimated value
2026
September 2026	$421K
August 2026	$419K
July 2026	$421K
June 2026	$424K
May 2026	$427K
April 2026	$427K
March 2026	$425K
February 2026	$424K
January 2026	$418K
2025
December 2025	$418K
November 2025	$411K
October 2025	$410K
September 2025	$412K
August 2025	$411K
July 2025	$411K
June 2025	$414K
May 2025	$412K
March 2025	$555K
February 2025	$534K
January 2025	$508K
2024
December 2024	$509K
November 2024	$518K
October 2024	$509K
September 2024	$513K
August 2024	$519K
July 2024	$522K
June 2024	$531K
May 2024	$531K
April 2024	$529K
March 2024	$512K
February 2024	$501K
January 2024	$477K
2023
December 2023	$481K
November 2023	$480K
October 2023	$497K
September 2023	$494K
August 2023	$498K
July 2023	$502K
June 2023	$507K
May 2023	$504K
April 2023	$488K
March 2023	$467K
February 2023	$448K
January 2023	$440K
2022
December 2022	$439K
November 2022	$447K
October 2022	$453K
September 2022	$459K
August 2022	$462K
July 2022	$476K
June 2022	$483K
May 2022	$483K
April 2022	$477K
March 2022	$466K
February 2022	$437K
January 2022	$429K
2021
December 2021	$419K
November 2021	$421K
October 2021	$423K
September 2021	$426K
August 2021	$434K
July 2021	$447K
June 2021	$459K
May 2021	$456K
April 2021	$449K
March 2021	$431K
February 2021	$427K
January 2021	$414K
2020
December 2020	$411K
November 2020	$410K
October 2020	$409K
September 2020	$407K
August 2020	$393K
July 2020	$395K
June 2020	$396K
May 2020	$397K
April 2020	$394K
March 2020	$391K
February 2020	$372K
January 2020	$371K
2019
December 2019	$372K
November 2019	$375K
October 2019	$377K
September 2019	$376K
August 2019	$389K
July 2019	$393K
June 2019	$390K
May 2019	$392K
April 2019	$392K
March 2019	$386K
February 2019	$389K
January 2019	$399K
2018
December 2018	$395K
November 2018	$388K
October 2018	$387K
September 2018	$388K
August 2018	$381K
July 2018	$382K
June 2018	$387K
May 2018	$385K
April 2018	$377K
March 2018	$371K
February 2018	$355K
January 2018	$355K
2017
December 2017	$353K
November 2017	$342K
October 2017	$340K
September 2017	$340K
August 2017	$340K
July 2017	$356K
June 2017	$363K
May 2017	$373K
April 2017	$363K
March 2017	$362K
February 2017	$351K
January 2017	$355K
2016
December 2016	$348K
November 2016	$350K
October 2016	$344K
September 2016	$343K

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
2725 Kendall Ave, Madison, WI	0.06	Single-Family Home	$510,000	07/27/26	3	1	1,583
2755 Kendall Ave, Madison, WI	0.07	Single-Family Home	$652,000	07/16/26	3	1	1,544
405 N Franklin Ave, Madison, WI	0.10	Single-Family Home	$510,000	11/18/25	3	1	1,334
2646 Park Pl, Madison, WI	0.17	Single-Family Home	$630,000	03/02/26	3	1	1,356
2937 Barlow St, Madison, WI	0.32	Single-Family Home	$410,000	04/30/26	3	1	1,115
12 Farley Ave, Madison, WI	0.15	Single-Family Home	$575,000	09/11/26	4	2	1,302
421 Shepard Ter, Madison, WI	0.16	Single-Family Home	$595,000	11/03/25	3	1.5	1,488
2753 Kendall Ave, Madison, WI	0.07	Single-Family Home	$669,900	03/13/26	2	1.5	1,183
2838 Stevens St, Madison, WI	0.20	Single-Family Home	$560,000	04/15/26	3	1.5	1,144
17 N Franklin Ave, Madison, WI	0.14	Single-Family Home	$595,000	09/03/26	3	1.5	1,187

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
2705 Chamberlain Ave, Madison, WI 53705	0.05	$701,000	3	1.5	1,926	Off Market
209 N Franklin Ave, Madison, WI 53705	0.04	$695,000	3	2	2,016	Recently Sold
2712 Mason St, Madison, WI 53705	0.09	$796,600	4	2	2,128	Off Market
2722 Mason St, Madison, WI 53705	0.09	$1,139,300	4	2.5	2,656	Off Market
202 N Franklin Ave, Madison, WI 53705	0.07	$890,000	3	2.5	2,249	Recently Sold
2644 Van Hise Ave, Madison, WI 53705	0.10	$701,400	3	2.5	1,702	Off Market
2725 Mason St, Madison, WI 53705	0.11	$1,093,800	3	2.5	2,590	Off Market
2641 Chamberlain Ave, Madison, WI 53705	0.10	$675,000	4	2.5	2,467	Recently Sold
2707 Mason St, Madison, WI 53705	0.12	$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	0.10	$641,300	3	1.5	1,634	Off Market

Local Information

Map ViewExplore the area around 2739 Chamberlain Ave.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1937

1,446 sqft

$291/sqft

1 Car Garage

About this House

What's unique:One-car garageSpacious family roomThree bedroomsOpen kitchenLarge backyard

Charming Cape Cod with endless potential in prime near-west side location. This delightful home is full of character + ready for your personal touch! Nestled in a quiet and highly desirable neighborhood near UW Hospital, campus, and Hoyt Park, this home offers incredible potential for a dream remodel. Step inside to an open kitchen that flows into a spacious family room —perfect for relaxing or entertaining. The home includes three bedrooms, one full bath, and a one-car garage. Large backyard offers endless possibilities for outdoor living + gardening. Whether you're a first-time buyer, a seasoned renovator, or looking for a smart investment in a high-demand area, this home is a rare opportunity to build equity and create something truly special.

2739 Chamberlain Ave, Madison, WI 53705 is a 3 bedroom, 1 bathroom, 1,446 sqft single-family home in Regent, built in 1937. It last sold for $410,000 on May 2, 2025 (3% above the $399,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $420,400, with a rent estimate of $2,858/month.

Last check for updates: about 5 hours ago

Listed by Chas Martin

Sprinkman Real Estate

Bought with: Paul Lyon, Realty Executives Cooper Spransy

Source: SCWMLS, MLS#1997512

Home Details for 2739 Chamberlain Ave

Interior Features
Interior Details Basement: NoneNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout Living Area: 1446 Square Feet
Heating & Cooling Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa Number of Fireplaces: 1Fireplace: 1 fireplace, Wood BurningHas a Fireplace
Levels, Entrance, & Accessibility Stories: 2Levels: Two

Exterior Features
Exterior Home Features Patio / Porch: PatioFencing: FencedOther Structures: Storage
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: 1 car,Attached
Frontage Not on Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 1446 Square Feet

Property Information
Year Built Year Built: 1937
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building Construction Materials: Vinyl Siding
Property Information Not Included in Sale: seller's personal belongingsIncluded in Sale: Range/Oven, refrigerator, dishwasherParcel Number: 070921221085

Price & Status
Price List Price: $399,000
Status Change & Dates Off Market Date: Fri Apr 18 2025

Active Status
MLS Status: Sold

Location
Direction & Address City: MadisonCommunity: College Park Area
School Information Elementary School: Franklin/RandallElementary School District: MadisonJr High / Middle School: HamiltonJr High / Middle School District: MadisonHigh School: WestHigh School District: Madison

Building
Building Area Building Area: 1446 Square Feet

Lot Information
Lot Area: 4791.6 sqft

Offer
Listing Terms: Arms Length

Miscellaneous
Mls Number: 1997512Above Grade Unfinished Area: 1446

Price and Tax history

Date	Event	Price
May 2, 2025 Source: N/A	Sold	$410,000
Apr 21, 2025 Source: WIREX MLS #1997512	Contingent	$399,000
Apr 18, 2025 Source: WIREX MLS #1997512	Listed For Sale	$399,000

Year	Property tax	Tax assessment
2024	$10,067	$514,300

Additional Cost

Market trends in Madison

Last updated August 2026

Avg. sale price

$429K

$2.5KMoM

Sale-to-List Price

101.6%

0.9%MoM

Price per sq ft

$259

$7MoM

Available listings

551

5MoM

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

11 Homes For You
Buy: $250k - $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
5mo 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
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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
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LGBTQ Local Legal Protections

Frequently asked questions about 2739 Chamberlain Ave

What is 2739 Chamberlain Ave estimated to be worth?
Trulia's estimated value for 2739 Chamberlain Ave in Madison, WI is $420,400.
What is the price history for 2739 Chamberlain Ave?
2739 Chamberlain Ave in Madison, WI last sold for $410,000 in May 2025.
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 $429K. That is up $2.5K from the prior month.
Does 2739 Chamberlain Ave have air conditioning?
Yes, 2739 Chamberlain Ave in Madison, WI has air conditioning.
Does 2739 Chamberlain Ave have a yard?
Yes, 2739 Chamberlain Ave in Madison, WI has a yard.