Location

Nearby schools

School ratings (A+ to F) from HJN community data.

St Dennis School
KG-8 · Regular
246 students · 14.9:1 student–teacher
0.3 mi
Annie Greencrow Whitehorse Middle School
6-8 · Regular · Madison Metropolitan School District
415 students · 12.7:1 student–teacher
Annie Greencrow Whitehorse Middle School school rating: C- 0.4 mi
Schenk Elementary School
KG-5 · Regular · Madison Metropolitan School District
394 students · 9.4:1 student–teacher
Schenk Elementary School school rating: C+ 0.5 mi
Toad Hill Childrens House
PK-KG · Montessori
5 students · 1.3:1 student–teacher
0.6 mi
Kennedy Elementary School
PK-5 · Regular · Madison Metropolitan School District
582 students · 10.9:1 student–teacher
Kennedy Elementary School school rating: D 1.0 mi
Lowell Elementary School
PK-5 · Regular · Madison Metropolitan School District
329 students · 11.8:1 student–teacher
Lowell Elementary School school rating: C 1.2 mi
Hawthorne Elementary School
PK-5 · Regular · Madison Metropolitan School District
360 students · 10.2:1 student–teacher
Hawthorne Elementary School school rating: C- 1.3 mi
Wings to Soar Online Academy
KG-12 · Special Education
135 students · 29.4:1 student–teacher
1.3 mi

Nearby places

Within 2 miles of this home: 40+ restaurants and cafés, 11 grocery stores, 40+ parks and green spaces, and 38+ transit stops.

Place data from OpenStreetMap.

Food & drink

McDonald's
Milwaukee Street
0.3 mi
KFC
Cottage Grove Road
0.8 mi
Dairyland
Cottage Grove Road
0.8 mi
North Of The Bayou
Atlas Avenue
0.8 mi
The Dive Inn
Cottage Grove Road
0.8 mi
Mike's Horseshoe Bar & Grill
Dempsey Road
0.8 mi
Yako Sushi House
Cottage Grove Road
0.8 mi
Michael's Frozen Custard
0.8 mi

Groceries

Woodman's Markets
Milwaukee Street
0.2 mi
Dane County Farmers' Market - Late Winter Market
Garver Green
0.9 mi
Walmart Supercenter
Nakoosa Trail
1.1 mi
Gooh Grocery
East Washington Avenue
1.5 mi
Hy-Vee
1.6 mi
African & American
East Johnson Street
1.6 mi
Aldi
Lien Road
1.7 mi
Jenifer Street Market
Jenifer Street

Parks & recreation

Eastmorland Park
0.1 mi
Portland Park
0.3 mi
St. Dennis Playground
0.3 mi
Ontario Park
0.6 mi
Starkweather Uplands
0.6 mi
Kingston Onyx Park
0.6 mi
Hiestand Park
0.7 mi
McGinnis Park
0.8 mi

Transit

Dempsey & Overpass (SB)
0.0 mi
Dempsey & Overpass (NB)
0.0 mi
Dempsey & Milwaukee (NB)
0.2 mi
Dempsey & Hynek (NB)
0.2 mi
Milwaukee & Dempsey
0.2 mi
Dempsey & Hynek (SB)
0.2 mi
Milwaukee & Walbridge
0.2 mi
Milwaukee & W Corporate (EB)
0.3 mi

Flock cameras and license-plate readers near 106 Dempsey Rd, Madison

This home
Flock Safety reader
Rings at ½ mile and 1 mile. Basemap © OpenMapTiles © OpenStreetMap contributors.
Open the Madison camera map

1 license-plate reader mapped within 1 mile of this home, identified as a Flock Safety device. None within ½ mile. Nearest: 1.0 mi southwest.

Mapped devices by type and distance from this home
Device type	Within ½ mi	Within 1 mi
License-plate readers	0	1
of which Flock Safety	0	1

Community-reported via OpenStreetMap; may be incomplete. Data as of Oct 18, 2026. © OpenStreetMap contributors (ODbL)

About these devices

License-plate readers (ALPR) are fixed cameras that photograph passing vehicles and read their plates. Records are typically shared with the agency or association that operates the camera.

Flock Safety is a company whose plate-reader cameras are used by police departments, cities, HOAs and businesses. Its devices are usually solar-powered and pole-mounted.

The 53714 market

Homes for sale: 28
Median list price: $375,000

Similar homes nearby

See all in 53714

Sources for the nearby listings shown on this page

South Central Wisconsin Multiple Listing Service: The data relating to real estate for sale on this website comes in part from the Internet Data Display program of the South Central Wisconsin MLS. Real estate listings held by brokerage firms other than Realty.com are marked with the 'MLS' icon and/or include the name of the listing broker. This information, provided by seller, listing broker, and other parties, may not have been verified. IDX information is provided exclusively for consumers' 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 deemed reliable but not guaranteed. Copyright © 2026 South Central Wisconsin MLS. All Rights Reserved.

Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

No listing photos

106 Dempsey Rd, Madison WI 53714

2

Beds

1

Baths

797

Sqft

1926

Year built

Estimated value: $258,341

Range $235,207 – $281,475 · as of August 30, 2026

How this estimate has moved

ATTOM automated valuation model · 54 published estimates over 6.7 years · shaded band is the model's own published low-to-high range

$180,500 January 2020$258,341 August 2026

Highest reading $330,000 in March 2026; lowest $180,000 in April 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.

Public records

2 beds
1 baths
797 sqft
9,100 sqft lot
Built 1926
Stories: 1
Use: RESIDENTIAL
APN 0710-043-0915-2

Estimate your monthly payment

Home price

Down payment (20%)

$51,668

Loan term

Interest rate (%)

Property tax (%/yr)

Home insurance ($/yr)

HOA ($/mo)

Estimated monthly payment

$1,784/mo

Principal & interest$1,431

Property tax$237

Home insurance$117

Loan amount $206,673. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2025 roll

Land: $79,100
Structure: $124,400
Assessed total: $203,500
County market value: $249,497
Property tax billed: $7,180.47

Sale & deed history

February 20, 2023Arm's-length$190,000
May 7, 2010Arm's-length$131,000