1444 E Skyline Dr, Madison, WI 53705
Property image
Property image
OFF MARKET

1444 E Skyline Dr
Madison, WI 53705

Skyview Terrace
  • 4 Beds
  • 2 Baths
  • 1,575 sqft (on 0.45 acres)

$690,800

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $4,449/mo*
Refinance Your Home

$690,800

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $4,449/mo*
Refinance Your Home
4 Beds
2 Baths
1,575 sqft
(on 0.45 acres)

Home Value

Trulia Estimate
$691K
Since last month
Decreased$21K (-2.9%)
Since last year
Increased$12K (+1.8%)
Since last sale
Increased$311K (+81.8%)
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 +79% in the last 10 years
MonthEstimated value
2026
August 2026$691K
July 2026$697K
June 2026$712K
May 2026$718K
April 2026$709K
March 2026$692K
February 2026$660K
January 2026$644K
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
6223 Stonefield Rd, Middleton, WI
0.11
Single-Family Home
$715,000
02/27/26
4
3
2,957
1429 W Skyline Dr, Madison, WI
0.04
Single-Family Home
$598,500
11/12/25
3
3
3,336
6118 Old Middleton Rd, Madison, WI
0.29
Single-Family Home
$540,000
11/21/25
3
3
2,146
6216 Countryside Ln, Madison, WI
0.35
Single-Family Home
$487,500
09/30/25
3
2
2,116
6014 Old Middleton Rd, Madison, WI
0.38
Single-Family Home
$385,000
06/01/26
3
2.5
1,797
5802 Julia St, Madison, WI
0.50
Single-Family Home
$490,000
11/18/25
4
2.5
1,830
6233 Countryside Ln, Madison, WI
0.34
Single-Family Home
$870,000
03/02/26
4
2
2,302
21 Julia Cir, Madison, WI
0.42
Single-Family Home
$677,000
04/02/26
4
2.5
2,273
1605 Maple St, Middleton, WI
0.61
Single-Family Home
$440,000
08/06/26
4
1.5
1,950
6322 Elmwood Ave, Middleton, WI
0.50
Single-Family Home
$455,000
01/12/26
3
2
1,492

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
1429 W Skyline Dr, Madison, WI 53705
0.04
$598,500
3
3
3,336
Recently Sold
1369 Boundary Rd, Middleton, WI 53562
0.10
$1,326,500
4
3.5
4,012
Recently Sold
1370 Boundary Rd, Middleton, WI 53562
0.14
$959,200
4
3.5
3,013
Off Market
1410 W Skyline Dr, Madison, WI 53705
0.14
$1,523,700
4
3.5
4,029
Off Market
1417 E Skyline Dr, Madison, WI 53705
0.12
$622,900
3
2
1,874
Off Market
6223 Stonefield Rd, Middleton, WI 53562
0.11
$715,000
4
3
2,957
Recently Sold
1406 W Skyline Dr, Madison, WI 53705
0.15
$782,300
4
2
2,103
Off Market
6310 Stonefield Rd, Middleton, WI 53562
0.14
$834,400
4
3.5
3,690
Off Market
1411 Willow Trl, Middleton, WI 53562
0.13
$1,090,000
4
3.5
3,481
Recently Sold
6337 Stonefield Rd, Middleton, WI 53562
0.17
$841,400
4
2.5
2,979
Off Market
6342 Stonefield Rd, Middleton, WI 53562
0.22
$799,800
3
2.5
2,811
Off Market
6325 Briarcliff Ln, Middleton, WI 53562
0.21
$741,900
3
2.5
2,762
Off Market

Local Information

  • Map ViewExplore the area around 1444 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
1978
Lot Size
0.45 acres
Living Area
1,575 sqft
Price/Sqft
$439
Parking
Garage

About this House

Exceptional ranch home in Skyview Terrace, adjacent to The Highlands. Solar power drastically reduces utility costs! Spacious Living room has a gas fireplace, vaulted ceiling & large windows. Adjacent Dining room has patio door to the deck gardens. Kitchen features stainless GE appliances, & desk area. Main floor Master has door to a private deck. Master Bath has granite counters & tub/shower w/glass door. Lower level has 3 additional Bedrooms & a large Rec room. Warranty.
1444 E Skyline Dr, Madison, WI 53705 is a 4 bedroom, 2 bathroom, 1,575 sqft single-family home in Skyview Terrace, built in 1978. It last sold for $380,000 on Aug 21, 2013. It is currently off market. The Trulia Estimate is $690,800, with a rent estimate of $3,041/month.

Home Details for 1444 E Skyline Dr

Interior Features

Interior Details
BasementTypes of Rooms: Family Room
Levels, Entrance, & Accessibility
Stories: 1
Heating & Cooling
Cooling System: Central
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1978Year Updated: 1990
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 0.45 acres

Price and Tax history

DateEventPrice
Aug 21, 2013
Source: N/A
Sold
$380,000
Dec 22, 2005
Source: N/A
Sold
$400,000

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
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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
    Flag

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Homes for sale near 1444 E Skyline Dr

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Off Market Homes Near 1444 E Skyline Dr

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Frequently asked questions about 1444 E Skyline Dr

  • What is 1444 E Skyline Dr estimated to be worth?
    Trulia's estimated value for 1444 E Skyline Dr in Madison, WI is $690,800.
  • What is the price history for 1444 E Skyline Dr?
    1444 E Skyline Dr in Madison, WI last sold for $380,000 in August 2013.
  • 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 1444 E Skyline Dr have air conditioning?
    Yes, 1444 E Skyline Dr in Madison, WI has air conditioning.
  • How big is the lot at 1444 E Skyline Dr?
    The lot at 1444 E Skyline Dr in Madison, WI is about 0.45 acres (19,386 sq ft).