5449 Alan Dr, Oregon, WI 53575
Property image
Property image
OFF MARKET

$524,800

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,672 sqft (on 0.91 acres)

5449 Alan Dr, Oregon, WI 53575

Est. Refi. Payment $3,555/mo*
Refinance Your Home
Currently Off Market - Sold May 8, 2014 for $260,000

Home Value

Trulia Estimate
$525K
Since last month
Decreased$8K (-1.6%)
Since last year
Increased$14K (+2.8%)
Since last sale
Increased$265K (+102%)
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 +82% in the last 10 years
MonthEstimated value
2026
September 2026$525K
August 2026$534K
July 2026$534K
June 2026$544K
May 2026$544K
April 2026$543K
March 2026$531K
February 2026$515K
January 2026$502K
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
1461 Darcy Dr, Oregon, WI
0.05
Single-Family Home
$770,000
10/15/25
4
3.5
3,266
5840 Madsen Cir, Oregon, WI
0.55
Single-Family Home
$427,800
04/01/26
3
1
1,568
1270 Denmark Cir #43, Oregon, WI
0.48
Single-Family Home
$585,001
11/13/25
4
2.5
2,193
1089 Oregon Parks Ave, Oregon, WI
0.66
Single-Family Home
$555,000
06/04/26
3
2
1,723
1214 Denmark Cir #50, Oregon, WI
0.57
Single-Family Home
$569,900
02/26/26
3
2
1,965
1247 Denmark Cir #38, Oregon, WI
0.54
Single-Family Home
$508,236
11/26/25
3
2.5
2,052
367 N Bergamont Blvd, Oregon, WI
0.69
Single-Family Home
$567,000
09/25/25
3
2
1,980
1237 Tivoli Cir, Oregon, WI
0.54
Single-Family Home
$464,900
09/26/25
3
2
1,659
368 N Bergamont Blvd, Oregon, WI
0.73
Single-Family Home
$700,000
04/20/26
3
2
2,005
1248 Denmark Cir #46, Oregon, WI
0.52
Single-Family Home
$529,856
11/25/25
4
2.5
2,193

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
1461 Darcy Dr, Oregon, WI 53575
0.05
$795,600
4
3.5
3,266
Off Market
5417 Honeysuckle Ln, Oregon, WI 53575
0.14
$760,400
4
2.5
3,106
Off Market
5447 Netherwood Rd, Oregon, WI 53575
0.14
$650,500
4
3.5
2,654
Off Market
5457 W Netherwood Rd, Oregon, WI 53575
0.14
$272,300
3
1.5
1,327
Off Market
1270 Denmark Cir, Oregon, WI 53575
0.47
$585,100
4
2.5
2,193
Recently Sold
1270 Denmark Cir #43, Oregon, WI 53575
0.48
$601,800
4
2.5
2,193
Off Market
Netherwood, Oregon, WI 53575
0.45
-
-
-
-
Off Market
1277 Tivoli Cir, Oregon, WI 53575
0.49
$355,300
-
-
-
Off Market
1273 Tivoli Cir, Oregon, WI 53575
0.50
$494,900
2
2
1,292
Recently Sold
1265 Denmark Cir #40, Oregon, WI 53575
0.51
$689,875
4
2.5
2,907
Recently Sold
1265 Denmark Cir, Oregon, WI 53575
0.51
$689,900
4
2.5
2,907
Recently Sold
1256 Denmark Cir #45, Oregon, WI 53575
0.51
$620,000
4
2.5
2,607
Off Market

Local Information

  • Map ViewExplore the area around 5449 Alan Dr.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1995
0.91 acre lot
1,672 sqft
$314/sqft

About this House

All the comforts of home in this spacious ranch in quiet country subdivision. Relax in the bright, open family room w/wood fireplace or step out onto the deck overlooking beautiful, mature trees. Large master suite Bring your king bed, w/full bath. Open concept kitchen w/solid surface countertop, designed for easy entertaining. 1st floor laundry. Many updates including roof, H/W, W/S, newer carpet. Full basement with an additional 1600 sqft for you to finish. Nice acre corner lot, set off the rd. HSA Warr
5449 Alan Dr, Oregon, WI 53575 is a 3 bedroom, 2 bathroom, 1,672 sqft single-family home built in 1995. It last sold for $260,000 on May 8, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $524,800, with a rent estimate of $2,531/month.

Home Details for 5449 Alan Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Types of Rooms: Family Room, Mud Room
Appliances & Utilities
Cable ReadyDishwasherDryerRefrigeratorWasher
Security
Security System

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: Stone, Wood, Brick
Parking & Garage
Parking Spaces: 2

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.91 acres

Price and Tax history

DateEventPrice
May 8, 2014
Source: N/A
Sold
$260,000
Mar 14, 2014
Source: Agent Provided
PriceChange
$260,000
Price decreased by 3%
Mar 5, 2014
Source: Agent Provided
PriceChange
$269,000
Price decreased by 2%
Feb 18, 2014
Source: Agent Provided
Listed For Sale
$275,000

Market trends in Oregon

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$535K
$4.17KMoM
Sale-to-List Price
—
Price per sq ft
$223
$18MoM
Available listings
43
8MoM

Around this home

What Locals Say about Oregon

At least 64 Trulia users voted on each feature.

  • 94 % Say parking is easy

  • 94 % Say it's dog friendly

  • 92 % Say there are sidewalks

  • 87 % Say kids play outside

  • 86 % Say people would walk alone at night

  • 85 % Say yards are well-kept

  • 84 % Say car is needed

  • 80 % Say streets are well-lit

  • 80 % Say there's holiday spirit

  • 77 % Say it's quiet

  • 68 % Say it's walkable to restaurants

  • 68 % Say they plan to stay for at least 5 years

  • 68 % Say neighbors are friendly

  • 58 % Say there's wildlife

  • 48 % Say it's walkable to grocery stores

  • 43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Tanya Hoppe
    "Friendly and family orientated little Town with great school district. Our neighbors are great and watch out for each other. "
    0
    Flag
  • Khockett58
    "Village Oregon Great place to live. Great schools & sport Great food places to eat. Doctor clinics Gad stations Banks. Small town but close to drive in to Madison or Stoughton And other cities "
    0
    Flag
  • Lysagrant
    "15 minute drive from Madison. No public transportation. Easy access to rate 14. Not much traffic even at rush hour."
    0
    Flag
  • Tjrbackstroker
    "A quick drive up to Madison. The area is very drivable with not too much traffic. It is very easy to get on the highway."
    0
    Flag
  • Kelly J. P.
    "Love it here! Best move to call this home for our family to grow. Super nice community. We love our neighbors and enjoy to small town feel that Oregon has to offer & also super close to Madison for fun nights out!"
    2
    Flag
  • Ken D.
    "Great schools, convenient to madison, stoughton and Fitchburg. Housing market is booming, low crime"
    0
    Flag
  • Rachel
    "To always keep an eye on your kids no matter how safe a neighborhood is deemed to be. Oregon is a great place to live!"
    1
    Flag
  • miltydog
    "Wonderful schools and a strong sense of community"
    0
    Flag
  • Donna R. B.
    "Very private rural subdivision....may be a longer drive to madison but for the beautiful lot and privacy a huge bonus"
    0
    Flag
  • Stevie K.
    "If you like your privacy, multi level living, looking out the back you feel as if you are in the woods! Lots of updates and well cared for. Great neighbors, I used to be one but moved out West, so I have personally been inside and it's great! It is located on a private circle with little traffic! It's definitely a must see!"
    0
    Flag
  • Stefan
    "This area of Oregon is excellent. The schools are the best. The neighborhoods around Lincoln Road, County A and Hillcrest are nice, but, drivers have no regard for safety at all. Stay off these roads if you bike or run. Farm families are very nice, too. You will love bringing up children in this area. Oregon is the best community in the Madison area for kids and your families to live."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 5449 Alan Dr

  • What is 5449 Alan Dr estimated to be worth?
    Trulia's estimated value for 5449 Alan Dr in Oregon, WI is $524,800.
  • What is the price history for 5449 Alan Dr?
    5449 Alan Dr in Oregon, WI last sold for $260,000 in May 2014.
  • Is Oregon a buyer's or seller's market?
    Oregon is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Oregon?
    The median sale price in Oregon is $535K. That is down $4.17K from the prior month.
  • Does 5449 Alan Dr have air conditioning?
    Yes, 5449 Alan Dr in Oregon, WI has air conditioning.
  • Does 5449 Alan Dr have laundry facilities?
    Yes, 5449 Alan Dr in Oregon, WI has in-unit laundry.

Explore by feature - Pet Friendly

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