1441 E Skyline Dr, Madison, WI 53705
Property image
Property image
OFF MARKET

1441 E Skyline Dr
Madison, WI 53705

Skyview Terrace
  • 4 Beds
  • 3 Baths
  • 2,672 sqft (on 0.56 acres)

$742,800

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $4,786/mo*
Refinance Your Home

$742,800

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $4,786/mo*
Refinance Your Home
4 Beds
3 Baths
2,672 sqft
(on 0.56 acres)

Home Value

Trulia Estimate
$743K
Since last month
Decreased$19K (-2.4%)
Since last year
Increased$28K (+3.9%)
Since last sale
Increased$376K (+102.5%)
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 +86% in the last 10 years
MonthEstimated value
2026
August 2026$743K
July 2026$748K
June 2026$762K
May 2026$765K
April 2026$756K
March 2026$739K
February 2026$697K
January 2026$677K
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
1429 W Skyline Dr, Madison, WI
0.08
Single-Family Home
$598,500
11/12/25
3
3
3,336
6223 Stonefield Rd, Middleton, WI
0.08
Single-Family Home
$715,000
02/27/26
4
3
2,957
6118 Old Middleton Rd, Madison, WI
0.25
Single-Family Home
$540,000
11/21/25
3
3
2,146
1705 Camelot Dr, Madison, WI
0.45
Single-Family Home
$604,800
01/27/26
4
3
2,791
6241 S Highland Ave, Madison, WI
0.26
Single-Family Home
$1,000,000
09/30/25
4
2.5
2,786
21 Julia Cir, Madison, WI
0.40
Single-Family Home
$677,000
04/02/26
4
2.5
2,273
6102 Quetico Dr, Madison, WI
0.34
Single-Family Home
$745,000
09/11/25
4
3
2,770
6241 S Highlands Ave, Madison, WI
0.26
Single-Family Home
$1,000,000
10/01/25
4
2.5
3,073
1411 Willow Trl, Middleton, WI
0.09
Single-Family Home
$1,090,000
07/13/26
4
3.5
3,481
6404 Cooper Ct, Middleton, WI
0.39
Single-Family Home
$552,300
12/26/25
4
2.5
2,412

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
6223 Stonefield Rd, Middleton, WI 53562
0.08
$715,000
4
3
2,957
Recently Sold
1411 Willow Trl, Middleton, WI 53562
0.09
$1,090,000
4
3.5
3,481
Recently Sold
1429 W Skyline Dr, Madison, WI 53705
0.08
$598,500
3
3
3,336
Recently Sold
1501 Beechwood Cir, Middleton, WI 53562
0.14
$1,300,000
5
5.5
6,520
Recently Sold
6310 Stonefield Rd, Middleton, WI 53562
0.14
$834,400
4
3.5
3,690
Off Market
1369 Boundary Rd, Middleton, WI 53562
0.14
$1,326,500
4
3.5
4,012
Recently Sold
1417 E Skyline Dr, Madison, WI 53705
0.13
$622,900
3
2
1,874
Off Market
1370 Boundary Rd, Middleton, WI 53562
0.17
$959,200
4
3.5
3,013
Off Market
1410 W Skyline Dr, Madison, WI 53705
0.18
$1,523,700
4
3.5
4,029
Off Market
6337 Stonefield Rd, Middleton, WI 53562
0.20
$841,400
4
2.5
2,979
Off Market
6218 Old Middleton Rd, Madison, WI 53705
0.24
$621,100
3
2.5
2,238
Off Market
1406 W Skyline Dr, Madison, WI 53705
0.20
$782,300
4
2
2,103
Off Market

Local Information

  • Map ViewExplore the area around 1441 E Skyline Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1959
Lot Size
0.56 acres
Living Area
2,672 sqft
Price/Sqft
$278
Parking
Garage

About this House

Great home on 1/2 acre lot in one of the nicest neighborhoods of Madison

Spacious and comfortable exposed ranch home located at 1441 East Skyline Drive. The Skyline neighborhood gets its peaceful character from the many beautiful trees and big yards. It is accessible from the Highlands and is situated on the west side of town. As the half acre lot lies near the farthest point of the loop, there is no through traffic. The oaks along the edge of the lot completely enclose the backyard and create a lot of privacy and ideal habitat for birds and wildlife.

The 2,672 sq. ft., 4-bedroom home has wooden floors. The large windows and skylights allow for plenty of light to come in which makes it a pleasant home year-round. Main level: Living room with attached dining room, fire place, 4 season sunroom, three bed rooms, one and a half baths, spacious modern kitchen, attached two-car garage and an outdoor deck that extends across the entire backside of the house. Exposed walk-out basement: Family room with a second fireplace, the fourth bedroom and a new bathroom with walk-in shower, finished storage room, spacious unfinished workshop and unfinished laundry room with storage shelving.

Upgrades include:

2014: New dish washer. 2013: New garage door. 2012: Two new storm doors. 2011: New roof, new leaf guarded gutters and down sprouts. 2010: Wall-insulated entire house, complete renovation of downstairs full bathroom with tiled walk-in shower, downstairs bedroom renovation, staining of the exterior, new water heater, new refrigerator. 2006: New furnace and air conditioning unit. 1996: New kitchen and kitchen appliances, total renovation of the sunroom, new large deck.
1441 E Skyline Dr, Madison, WI 53705 is a 4 bedroom, 3 bathroom, 2,672 sqft single-family home in Skyview Terrace, built in 1959. It last sold for $367,000 on Dec 1, 2014. It is currently off market. The Trulia Estimate is $742,800, with a rent estimate of $3,906/month.

Home Details for 1441 E Skyline Dr

Interior Features

Interior Details
BasementAdditional StorageNumber of Rooms: 11Types of Rooms: Family RoomStorage
Heating & Cooling
Heating: Forced Air, GasCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: StoneLawnPorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1959Year Updated: 2011
Property Type / Style
Property Type: Single Family HomeArchitecture: ranch

Community

Units in Building: 1

Lot Information

Lot Area: 0.56 acres

Price and Tax history

DateEventPrice
Mar 24, 2021
Source: N/A
ListingRemoved
Dec 1, 2014
Source: SCWMLS #1724213
Sold
$367,000
Nov 19, 2014
Source: N/A
Pending
$399,900
Sep 8, 2014
Source: N/A
PriceChange
$399,900
Price decreased by 6%
Jul 31, 2014
Source: N/A
Listed For Sale
$424,900

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
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Around this home

Neighborhood Overview

Skyview Terrace
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Skyview Terrace

  • jennifercullen j.
    "This is a beautiful, private area, yet very close to the heart of Madison. The street is a circle, very little traffic. "
    1
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Homes for sale near 1441 E Skyline Dr

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Off Market Homes Near 1441 E Skyline Dr

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Frequently asked questions about 1441 E Skyline Dr

  • What is 1441 E Skyline Dr estimated to be worth?
    Trulia's estimated value for 1441 E Skyline Dr in Madison, WI is $742,800.
  • What is the price history for 1441 E Skyline Dr?
    1441 E Skyline Dr in Madison, WI last sold for $367,000 in December 2014.
  • 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 1441 E Skyline Dr have air conditioning?
    Yes, 1441 E Skyline Dr in Madison, WI has air conditioning.
  • Does 1441 E Skyline Dr have laundry facilities?
    Yes, 1441 E Skyline Dr in Madison, WI has in-unit laundry.