2758 Chamberlain Ave, Madison, WI 53705
Property image
Property image
OFF MARKET

$663,000

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,530 sqft

2758 Chamberlain Ave, Madison, WI 53705

Regent
Refinance Your Home
Currently Off Market - Sold Oct 31, 2022 for $520,000

Home Value

Trulia Estimate
$663K
Since last month
Decreased$6K (-0.9%)
Since last year
Increased$16K (+2.5%)
Since last sale
Increased$143K (+27.5%)
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 +54% in the last 10 years
MonthEstimated value
2026
August 2026$663K
August 2026$662K
July 2026$669K
June 2026$682K
May 2026$687K
April 2026$689K
March 2026$676K
February 2026$645K
January 2026$630K
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
2725 Kendall Ave, Madison, WI
0.06
Single-Family Home
$510,000
07/27/26
3
1
1,583
2755 Kendall Ave, Madison, WI
0.03
Single-Family Home
$652,000
07/16/26
3
1
1,544
405 N Franklin Ave, Madison, WI
0.06
Single-Family Home
$510,000
11/18/25
3
1
1,334
421 Shepard Ter, Madison, WI
0.12
Single-Family Home
$595,000
11/03/25
3
1.5
1,488
2838 Stevens St, Madison, WI
0.16
Single-Family Home
$560,000
04/15/26
3
1.5
1,144
2753 Kendall Ave, Madison, WI
0.03
Single-Family Home
$669,900
03/13/26
2
1.5
1,183
209 N Franklin Ave, Madison, WI
0.04
Single-Family Home
$695,000
12/15/25
3
2
2,016
2646 Park Pl, Madison, WI
0.22
Single-Family Home
$630,000
03/02/26
3
1
1,356
2942 Bluff St, Madison, WI
0.23
Single-Family Home
$500,000
08/06/26
3
1.5
1,086
2825 Regent St, Madison, WI
0.24
Single-Family Home
$528,000
07/06/26
3
1.5
1,663

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
2755 Kendall Ave, Madison, WI 53705
0.03
$652,000
3
1
1,544
Recently Sold
2753 Kendall Ave, Madison, WI 53705
0.03
$669,900
2
1.5
1,183
Recently Sold
209 N Franklin Ave, Madison, WI 53705
0.04
$695,000
3
2
2,016
Recently Sold
2739 Chamberlain Ave, Madison, WI 53705
0.05
$419,300
3
1
1,446
Off Market
405 N Franklin Ave, Madison, WI 53705
0.06
$510,000
3
1
1,334
Recently Sold
2725 Kendall Ave, Madison, WI 53705
0.06
$510,000
3
1
1,583
Recently Sold
202 N Franklin Ave, Madison, WI 53705
0.06
$890,000
3
2.5
2,249
Recently Sold
2716 Kendall Ave, Madison, WI 53705
0.09
$695,600
4
1
1,620
Off Market
2705 Chamberlain Ave, Madison, WI 53705
0.10
$710,300
3
1.5
1,926
Off Market
217 Shepard Ter, Madison, WI 53705
0.10
$731,300
3
1.5
1,600
Off Market
421 Shepard Ter, Madison, WI 53705
0.12
$617,000
3
1.5
1,488
Off Market
2705 Stevens St, Madison, WI 53705
0.13
$875,000
3
3
1,985
For Sale

Local Information

  • Map ViewExplore the area around 2758 Chamberlain Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1932
1,530 sqft
$433/sqft
Garage

About this House

Charming stone Tudor Revival in the perfect Near Westside location just blocks from the UW Campus & Hospitals. The Formal Entry leads into the warm, inviting Living Room w/ arched doorways, stone wood-burning fireplace & beautiful hardwood floors. The spacious, fully-updated Kitchen features stainless appliances & newer cabinets, stone counters & backsplash, and opens to the Dining Room & a sun-lit 4-Season Room overlooking the private Backyard w/ new cedar fence (2020). Upstairs includes 3 Bedrooms & an updated Full Bath. Finished Basement offers additional living & work space as well as a Half Bath & Laundry Area w/ new Washer & Dryer (2020). Additional updates incl. landscaping & central a/c (2020). This home also has a detached 2-Car Garage - a rare find in this coveted neighborhood!
2758 Chamberlain Ave, Madison, WI 53705 is a 3 bedroom, 2 bathroom, 1,530 sqft single-family home in Regent, built in 1932. It last sold for $520,000 on Oct 31, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $663,000, with a rent estimate of $2,934/month.

Home Details for 2758 Chamberlain Ave

Interior Features

Interior Details
BasementTypes of Rooms: Dining Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Stone, Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Detached

Property Information

Year Built
Year Built: 1932Year Updated: 1957
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 4791 sqft

Price and Tax history

DateEventPrice
Oct 31, 2022
Source: SCWMLS #1942652
Sold
$520,000
Sep 20, 2022
Source: RE/MAX International #1942652
Pending
$524,900
Sep 20, 2022
Source: WIREX MLS #1942652
Contingent
$524,900
Sep 14, 2022
Source: WIREX MLS #1942652
Listed For Sale
$524,900
May 19, 2021
Source: N/A
Sold
$505,000

Market trends in Madison

Last updated July 2026
Buyer'sMarketSeller'sMarket
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

Neighborhood Overview

Regent
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
    "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
    "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
    "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.
    "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
    "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.
    "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 2758 Chamberlain Ave

  • What is 2758 Chamberlain Ave estimated to be worth?
    Trulia's estimated value for 2758 Chamberlain Ave in Madison, WI is $663,000.
  • What is the price history for 2758 Chamberlain Ave?
    2758 Chamberlain Ave in Madison, WI last sold for $520,000 in October 2022.
  • 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 2758 Chamberlain Ave have air conditioning?
    Yes, 2758 Chamberlain Ave in Madison, WI has air conditioning.
  • Does 2758 Chamberlain Ave have laundry facilities?
    Yes, 2758 Chamberlain Ave in Madison, WI has in-unit laundry.

Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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Off Market Homes Near 2758 Chamberlain Ave

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