Is parking easy in Oregon, WI?

As of early 2026, 94% of users say parking is easy

Is Oregon, WI dog-friendly?

As of early 2026, 94% of users say it's dog friendly

Does Oregon, WI have sidewalks?

As of early 2026, 92% of users say there are sidewalks

Do kids play outside in Oregon, WI?

As of early 2026, 87% of users say kids play outside

Would people walk alone at night in Oregon, WI?

As of early 2026, 86% of users say people would walk alone at night

Are yards well-kept in Oregon, WI?

As of early 2026, 85% of users say yards are well-kept

Is a car needed in Oregon, WI?

As of early 2026, 84% of users say car is needed

Are the streets well-lit in Oregon, WI?

As of early 2026, 80% of users say streets are well-lit

Does Oregon, WI show holiday spirit?

As of early 2026, 80% of users say there's holiday spirit

As of early 2026, 77% of users say it's quiet

Is Oregon, WI walkable to restaurants?

As of early 2026, 68% of users say it's walkable to restaurants

Do residents of Oregon, WI plan to stay at least 5 years?

As of early 2026, 68% of users say they plan to stay for at least 5 years

Are neighbors friendly in Oregon, WI?

As of early 2026, 68% of users say neighbors are friendly

Is there wildlife in Oregon, WI?

As of early 2026, 58% of users say there's wildlife

Is Oregon, WI walkable to grocery stores?

As of early 2026, 48% of users say it's walkable to grocery stores

Are there community events in Oregon, WI?

As of early 2026, 43% of users say there are community events

OFF MARKET

249 Alpine Pkwy
Oregon, WI 53575

3 Beds
2 Baths
1,278 sqft

$320,900

Trulia Estimate

as of Aug 6, 2026

Est. Refi. Payment $2,109/mo*

Refinance Your Home

$320,900

Trulia Estimate

as of Aug 6, 2026

Est. Refi. Payment $2,109/mo*

Refinance Your Home

3 Beds

2 Baths

1,278 sqft

Local Information

Map ViewExplore the area around 249 Alpine Pkwy.
Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Condo

Year Built

2004

Living Area

1,278 sqft

Price/Sqft

$251

Parking

Garage

About this House

This gorgeous and absolutely immaculate ranch condo has 3 bedrooms on the main level, and option to finish the exposed lower level for an additional bedroom or family room. Location is perfect for outdoor enthusiasts because it's super close to Bergamot golf course and several beautiful parks and trails. Special features: Corner end unit with lots of sun and light; split bedroom plan with spacious master suite AND 2 baths on the main level; main level laundry; 2 car garage and private deck. Surround yourself with green space and your own yard â a unique feature not frequently found in condos.

249 Alpine Pkwy, Oregon, WI 53575 is a 3 bedroom, 2 bathroom, 1,278 sqft condo built in 2004. It last sold for $216,900 on Nov 21, 2018. It is currently off market. The Trulia Estimate is $320,900, with a rent estimate of $2,040/month.

Home Details for 249 Alpine Pkwy

Interior Features
Heating & Cooling Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details Types of Rooms: Dining Room
Appliances & Utilities Cable ReadyDishwasherDisposalDryerMicrowave
Fireplace & Spa Fireplace
Levels, Entrance, & Accessibility Floors: Hardwood

Property Information
Year Built Year Built: 2004
Property Type / Style Property Type: Condo

Exterior Features
Exterior Home Features DeckExterior: Stone, Vinyl
Parking & Garage GarageParking: Garage Attached

Community
Units in Building: 2

Lot Information
Lot Area: 7405 sqft

Price History for 249 Alpine Pkwy

Date	Price	Event	Source
11/21/2018	$216,900	Sold	N/A
Recording Date 11/21/2018 Contract Date 11/20/2018 County Transfer Tax N/A Total Transfer Tax $651
10/16/2018	$216,900	Listed For Sale	Agent Provided

07/03/2018	$210,000	Sold	N/A
Recording Date 07/03/2018 Contract Date 06/21/2018 County Transfer Tax N/A Total Transfer Tax $630
05/23/2018	$210,000	Pending	Agent Provided

05/22/2018	$210,000	Listed For Sale	Agent Provided

03/31/2005	$179,000	Sold	N/A
Recording Date 03/31/2005 Contract Date 03/30/2005 County Transfer Tax N/A Total Transfer Tax $537

Market trends in Oregon

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

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Property Tax and Assessment

Year	2024
Tax	$5,072
Assessment	$321,400

Home facts updated by county records

Comparable Sales for 249 Alpine Pkwy

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
258 Alpine Meadows Cir, Oregon, WI	0.09	Condo	$315,000	07/15/26	3	2	1,623
324 Alpine Meadows Cir, Oregon, WI	0.09	Condo	$299,900	03/18/26	3	3	1,464
264 Alpine Meadows Cir, Oregon, WI	0.09	Condo	$285,000	11/20/25	3	2.5	1,967
326 Alpine Meadows Cir, Oregon, WI	0.09	Condo	$266,800	09/25/25	2	3	1,464
322 Alpine Meadows Cir, Oregon, WI	0.09	Condo	$280,000	09/18/25	2	3	1,464
258 Alpine Meadow Cir, Oregon, WI	0.07	Condo	$315,000	07/15/26	3	3	2,023
228 Alpine Meadows Cir, Oregon, WI	0.09	Condo	$305,000	07/07/26	3	3	2,317
364 Alpine Meadows Cir, Oregon, WI	0.09	Condo	$290,000	12/22/25	3	3.5	1,864
270 Alpine Meadows Cir, Oregon, WI	0.09	Condo	$260,000	10/28/25	2	3.5	1,967
1201 Tivoli Cir, Oregon, WI	0.62	Condo	$415,000	12/17/25	2	2	1,292

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Lot 13 Drumlin Cir,
Oregon, WI 53575
SOLD
MAY 18, 2026
$400,000
3 bd
2.5 ba
1,930 sqft
375 Alpine Pkwy,
Oregon, WI 53575
OFF MARKET
Lot 14 Luebke Ln,
Oregon, WI 53575
OFF MARKET
Est. $367,900
3 bd
3 ba
1,850 sqft
283 Alpine Pkwy,
Oregon, WI 53575
OFF MARKET
Est. $322,100
3 bd
3.5 ba
1,793 sqft
364 Alpine Meadows Cir #364,
Oregon, WI 53575
OFF MARKET
Est. $274,700
2 bd
2.5 ba
1,464 sqft
326 Alpine Meadow Cir,
Oregon, WI 53575
SOLD
MAR 17, 2026
$299,900
3 bd
2.5 ba
1,464 sqft
324 Alpine Meadow Cir #324,
Oregon, WI 53575
OFF MARKET
Est. $288,400
2 bd
2.5 ba
1,464 sqft
322 Alpine Meadows Cir #322,
Oregon, WI 53575
OFF MARKET
Est. $301,300
3 bd
3.5 ba
1,897 sqft
312 Alpine Meadow Cir,
Oregon, WI 53575
SOLD
OCT 27, 2025
$260,000
2 bd
3.5 ba
1,967 sqft
270 Alpine Meadow Cir,
Oregon, WI 53575
SOLD
NOV 17, 2025
$285,000
3 bd
3 ba
1,967 sqft
264 Alpine Meadow Cir,
Oregon, WI 53575
SOLD
JUN 25, 2026
$430,000
4 bd
3 ba
3,007 sqft
799 Edenberry Ln,
Oregon, WI 53575

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Additional Cost

Assigned Schools

These are the assigned schools for 249 Alpine Pkwy.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
Resident
2y ago
"Friendly and family orientated little Town with great school district. Our neighbors are great and watch out for each other. "
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Khockett58
Resident
5y ago
"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 "
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Lysagrant
Resident
5y ago
"15 minute drive from Madison. No public transportation. Easy access to rate 14. Not much traffic even at rush hour."
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Tjrbackstroker
Visitor
6y ago
"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."
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Kelly J. P.
Resident
6y ago
"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
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Ken D.
Resident
7y ago
"Great schools, convenient to madison, stoughton and Fitchburg. Housing market is booming, low crime"
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Rachel
Resident
7y ago
"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
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miltydog
12y ago
"Wonderful schools and a strong sense of community"
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Donna R. B.
12y ago
"Very private rural subdivision....may be a longer drive to madison but for the beautiful lot and privacy a huge bonus"
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Stevie K.
12y ago
"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!"
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Stefan
14y ago
"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."
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