Paula Dollard
Bunbury & Assoc, REALTORS
(608) 292-6255
61 Total Sales
1 in Sunset Village
$430,000 Price
Estimated Value: $584,752 - $634,000
The architecture does the work. 4338 Upland Drive is a period-correct mid-century modern in Madison's Sunset Village — original redwood paneling, terrazzo entry, sandstone brick fireplace, and windows that turn a wooded lot into a living painting. Floor-to-ceiling glass in the main living area. Corner windows in the primary bedroom that open to the canopy. Clerestory bands that catch the light and drag it across original redwood walls. The house was designed to dissolve the boundary between inside and out, and it still does. Three bedrooms, 1.5 baths, 1,700 square feet of split-level proportion that feels exactly as considered as it was when it was built. The kitchen has been refreshed with new appliances and built-in butcher-block without disturbing the bones. The powder room — dark walls, walnut vanity, globe pendants — is a quiet design statement. Nestled on a wooded lot just blocks from Hilldale, minutes from UW and University Hospital. Some homes are renovated this one was restore
Last Agent to Sell the Property
@properties-elleven Christie's International Brokerage Phone: 608-438-2130 License #57439-90 Listed on: 03/07/2026
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Paula Dollard
Bunbury & Assoc, REALTORS
(608) 292-6255
61 Total Sales
1 in Sunset Village
$430,000 Price
Kelly Bennett
First Weber Inc
(608) 292-2685
300 Total Sales
1 in Sunset Village
$313,000 Price
Matt Silvern
Restaino & Associates
(608) 292-3489
65 Total Sales
1 in Sunset Village
$415,000 Price
Joshua Holt
Keller Williams Lake Country
(608) 292-4154
141 Total Sales
1 in Sunset Village
$399,000 Price
Rachel Kvasnica
Pinnacle Real Estate Group LLC
(608) 292-3696
79 Total Sales
1 in Sunset Village
$295,000 Price
Jon Vanden Brook
First Weber Inc
(608) 292-3462
61 Total Sales
1 in Sunset Village
$355,000 Price
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $630,000 | None Listed On Document | ||
| $250,000 | -- |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Closed | $200,000 | ||
| Previous Owner | $249,900 |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 04/30/2026 04/30/26 | Sold | $630,000 | +9.6% | $363 / Sq Ft | |
| 03/30/2026 03/30/26 | Pending | -- | -- | -- | |
| 03/24/2026 03/24/26 | For Sale | $575,000 | -8.7% | $331 / Sq Ft | |
| 03/07/2026 03/07/26 | Off Market | $630,000 | -- | -- | |
| 11/10/2022 11/10/22 | Sold | $250,000 | 0.0% | $144 / Sq Ft | View Prior Sale |
| 10/30/2022 10/30/22 | Pending | -- | -- | -- | |
| 10/30/2022 10/30/22 | For Sale | $250,000 | -- | $144 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $9,741 | $541,700 | $208,600 | $333,100 |
| 2023 | $7,577 | $437,300 | $189,600 | $247,700 |
| 2022 | $14,346 | $380,300 | $164,900 | $215,400 |
| 2021 | $7,325 | $358,800 | $155,600 | $203,200 |
| 2020 | $7,404 | $341,700 | $148,200 | $193,500 |
| 2019 | $7,042 | $325,400 | $141,100 | $184,300 |
| 2018 | $6,713 | $309,900 | $128,300 | $181,600 |
| 2017 | $6,735 | $298,000 | $122,200 | $175,800 |
| 2016 | $6,508 | $281,100 | $115,300 | $165,800 |
| 2015 | $6,216 | $260,000 | $106,700 | $153,300 |
| 2014 | $6,090 | $260,000 | $106,700 | $153,300 |
| 2013 | $5,394 | $234,500 | $93,000 | $141,500 |
Seller's Agent in 2026
Melissa LeGrand
@properties-elleven Christie's International
(608) 733-7760
2 in this area
159 Total Sales
Buyer's Agent in 2026
Brogan Brunker
@properties-elleven Christie's International
(608) 772-7462
1 in this area
20 Total Sales
H
Seller's Agent in 2022
Hiam Garner
First Weber Inc
Source: South Central Wisconsin Multiple Listing Service
MLS Number: 2017988
APN: 0709-204-1424-3
Ask me questions while you tour the home.