Joshua Holt
Keller Williams Lake Country
(608) 292-4154
134 Total Sales
1 in Sunset Village
$399,000 Price
4338 Upland Dr Madison, WI 53705
Sunset Village NeighborhoodEstimated Value: $607,774
3
Beds
1.5
Baths
1,735
Sq Ft
$350/Sq Ft
Est. Value
Highlights
- Deck
- Contemporary Architecture
- Patio
- Hamilton Middle School Rated A
- Wooded Lot
- Kitchen Island
About This Home
As of April 2026The 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
Last Buyer's Agent
@properties-elleven Christie's International Brokerage Phone: 608-438-2130 License #57439-90 Listed on: 03/07/2026
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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $9,741
Year Built
- Built in 1954
Lot Details
- 9,583 Sq Ft Lot
- Lot Dimensions are 81x115
- Wooded Lot
- Property is zoned TR-C1
Parking
- Paved Parking
Home Design
- Contemporary Architecture
- 2-Story Property
- Wood Siding
Interior Spaces
- 1,735 Sq Ft Home
- Wood Burning Fireplace
- Crawl Space
Kitchen
- Oven or Range
- Dishwasher
- Kitchen Island
Bedrooms and Bathrooms
- 3 Bedrooms
- Walk-in Shower
Laundry
- Dryer
- Washer
Outdoor Features
- Deck
- Patio
Schools
- Midvale/Lincoln Elementary School
- Hamilton Middle School
- West High School
Utilities
- Central Air
- Radiant Heating System
- Water Softener
Community Details
- Sunset Village Subdivision
Ownership History
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
Name
Owned For
Owner Type
Purchase Details
Listed on
Mar 7, 2026
Closed on
Apr 30, 2026
Sold by
Anthony Fennig
Bought by
Seller's Agent
Melissa LeGrand
@properties-elleven Christie's International
Buyer's Agent
Melissa LeGrand
@properties-elleven Christie's International
List Price
$575,000
Sold Price
$630,000
Premium/Discount to List
$55,000
9.57%
Views
159
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$22,226
Avg. Annual Appreciation
-9.02%
Purchase Details
Listed on
Oct 30, 2022
Closed on
Nov 10, 2022
Sold by
Newby David and Newby Kathleen
Bought by
Fennig Anthony
Seller's Agent
Hiam Garner
First Weber Inc
Buyer's Agent
Hiam Garner
First Weber Inc
List Price
$250,000
Sold Price
$250,000
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
30.52%
Original Mortgage
$200,000
Interest Rate
6.92%
Mortgage Type
New Conventional
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Sunset Village, WI
-
Joshua Holt
-
Rachel Kvasnica
Rachel Kvasnica
Pinnacle Real Estate Group LLC
(608) 292-3696
97 Total Sales
1 in Sunset Village
$295,000 Price
-
Jon Vanden Brook
Jon Vanden Brook
First Weber Inc
(608) 292-3462
58 Total Sales
1 in Sunset Village
$355,000 Price
-
Josh Blasi
Josh Blasi
Restaino & Associates
(608) 292-3104
198 Total Sales
2 in Sunset Village
$377K - $570K Price Range
-
Patrick Reese
Patrick Reese
EXIT Professional Real Estate
(608) 292-3461
216 Total Sales
1 in Sunset Village
$400,000 Price
-
Lena Oberwetter
Lena Oberwetter
Real Broker LLC
(608) 512-0674
35 Total Sales
1 in Sunset Village
$320,000 Price
Purchase History
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 | ||
| Fennig Anthony | $250,000 | -- |
Source: Public Records
Mortgage History
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 | Newby David | $249,900 |
Source: Public Records
Property History
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 |
Source: South Central Wisconsin Multiple Listing Service
Tax History
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 |
Source: Public Records
Agents Affiliated with this Home
-
Melissa LeGrand
Seller's Agent in 2026
Melissa LeGrand
@properties-elleven Christie's International
(608) 733-7760
2 in this area
160 Total Sales
-
HG
Seller's Agent in 2022
Hiam Garner
First Weber Inc
Map
Source: South Central Wisconsin Multiple Listing Service
MLS Number: 2017988
APN: 0709-204-1424-3
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
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