4342 Upland Dr, Madison, WI 53705
OFF MARKET

4342 Upland Dr
Madison, WI 53705

Sunset Village
  • 3 Beds
  • 1 Bath
  • 864 sqft

$371,200

Trulia Estimate
as of Jun 2, 2026
Est. Refi. Payment $2,381/mo*

$371,200

Trulia Estimate
as of Jun 2, 2026
Est. Refi. Payment $2,381/mo*
3 Beds
1 Bath
864 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

4342 Upland Drive (Hilldale (Madison))
Address: 4342 Upland Drive, Madison WI 53705

Description: more than 900 sq feet with 3 bedroom, one story, park off street, large yard with trees and grass, on bus line to campus/downtown, property photos/inspection available, nice neighborhood,
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 4342 Upland Dr

Interior Features

Interior Details
BasementTypes of Rooms: Family Room, Master Bath
Heating & Cooling
Heating: Forced Air, Stove, GasHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Appliances & Utilities
MicrowaveRefrigerator

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylLawn
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1951Year Updated: 1965
Property Type / Style
Property Type: Single Family HomeArchitecture: Bungalow

Community

Units in Building: 1

Lot Information

Lot Area: 9362 sqft

Price History for 4342 Upland Dr

DatePriceEventSource
03/24/2021ListingRemovedN/A
10/07/2018$285,000ListingRemovedN/A
07/09/2018$285,000Listed For SaleN/A
07/12/2017$265,000ListingRemovedN/A
04/18/2017$265,000PriceChange
N/A
02/09/2017$250,000PriceChange
N/A
01/06/2017$275,000PriceChange
N/A
09/13/2016$300,000Listed For SaleN/A
07/26/2013$1,100ListingRemovedN/A
07/12/2013$1,100Listed For RentN/A
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Property Tax and Assessment

Year2024
Tax$6,583
Assessment$336,300
Home facts updated by county records

Comparable Sales for 4342 Upland Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.02
Single-Family Home
$450,000
11/26/25
3
1
1,497
0.30
Single-Family Home
$385,200
09/26/25
3
1
1,067
0.10
Single-Family Home
$410,000
06/27/25
2
1
1,472
0.01
Single-Family Home
$630,000
04/30/26
3
1.5
1,735
0.31
Single-Family Home
$525,000
06/03/25
3
1
1,233
0.24
Single-Family Home
$311,000
07/31/25
2
1
672
0.04
Single-Family Home
$500,000
03/18/26
3
2
1,673
0.36
Single-Family Home
$455,000
11/25/25
3
1
1,390
0.23
Single-Family Home
$480,000
02/06/26
2
1
1,344
0.34
Single-Family Home
$353,000
07/14/25
2
1
768

Nearby homes

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Assigned Schools

These are the assigned schools for 4342 Upland Dr.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Sunset Village

At least 22 Trulia users voted on each feature.
  • 100 % Say it's walkable to restaurants

  • 100 % Say there are sidewalks

  • 96 % Say it's dog friendly

  • 92 % Say kids play outside

  • 86 % Say it's walkable to grocery stores

  • 83 % Say people would walk alone at night

  • 74 % Say parking is easy

  • 74 % Say yards are well-kept

  • 74 % Say there's wildlife

  • 73 % Say there's holiday spirit

  • 72 % Say they plan to stay for at least 5 years

  • 72 % Say streets are well-lit

  • 71 % Say neighbors are friendly

  • 57 % Say car is needed

  • 56 % Say it's quiet

  • 39 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Msgt621
    "Walk ability, access to public transportation, close to university and downtown . Access to shopping and restaurants "
  • Mm
    "Walking or biking easy access to us and hospitals and anything else you might want to do. Extra schar"
  • Kteelin g. c.
    "The side streets have low levels of traffic and people do not drive fast. The Sequoya library is within walking distance and there are many parks throughout."
  • ntn0301
    "It's a quiet, clean, nice, safe and convenience neighborhood. Close to many interesting places, downtown, hospital, Hilldale, shopping malls, etc. Good schools, friendly and warm neighbors... Love this place when I lived there."
  • ntn0301
    "Very nice, friendly, convenience and safe neighborhood"

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Apartments for Rent

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Homes for sale near 4342 Upland Dr

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Off Market Homes Near 4342 Upland Dr

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Homes for rent near 4342 Upland Dr

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4342 Upland Dr, Madison, WI 53705 is a 3 bedroom, 1 bathroom, 864 sqft single-family home built in 1951. 4342 Upland Dr is located in Sunset Village, Madison. This property is not currently available for sale. The current Trulia Estimate for 4342 Upland Dr is $371,200.