For Sale
Single family home for sale at 1053 Winged Foot Dr Dr, Oregon, WI 53575 | MLS# 2021000 | Listing updated on 2026-08-07
Photo 1 of Single family home for sale at 1053 Winged Foot Dr Dr, Oregon, WI 53575 | MLS# 2021000 | Listing updated on 2026-08-07
Photo 2 of Single family home for sale at 1053 Winged Foot Dr Dr, Oregon, WI 53575 | MLS# 2021000 | Listing updated on 2026-08-07
Photo 3 of Single family home for sale at 1053 Winged Foot Dr Dr, Oregon, WI 53575 | MLS# 2021000 | Listing updated on 2026-08-07
Photo 4 of Single family home for sale at 1053 Winged Foot Dr Dr, Oregon, WI 53575 | MLS# 2021000 | Listing updated on 2026-08-07
73+
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Street View

$1,275,000

Monthly Est:$6,346

  • Beds Icon5 Beds
  • Beds Icon
    4 Baths
  • Beds Icon6,638sqft

1053 Winged Foot Dr Dr, Oregon, WI 53575

$6,346/moEst:

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  • Single Family Residence

  • Built in 2005

  • $-- HOA

  • 23,522.4 sqft lot

  • $192/sq.ft

Description

Perfectly positioned on the Bergamont Golf Course, this stunning home offers some of the most breathtaking views in the community?overlooking the 10th & 18th fairways as well as the spectacular clubhouse. The gourmet kitchen is a true showstopper, complete with a large center island, high-end appliances including Sub-Zero, Viking and Thermador-perfect for the culinary enthusiast. The main living area is warm & inviting with gorgeous wood flooring, soaring vaulted ceilings, & a striking tiled fireplace that anchors the space. The walkout lower level is built for entertaining & enjoyment, offering a spacious family room, wet bar, wine room, dedicated entertainment space, & ...

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  • Houzeo last checked: 6 minutes ago
  • Listing updated: August 7, 2026 at 1:31 pm
  • Listing Provided by: Annette Riemer (608) 772-0322 | First Weber Inc (608) 274-7500
  • Source: WIREX | MLS#: 2021000 WIREX
  • Originating MLS: South Central Wisconsin MLS

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Dane County

  • City

    Oregon

  • Neighborhood

    --

  • Year Built

    2005

  • HOA Fees

    -

  • Finished Area

    6,638 sqft

  • Lot Size

    23,522.4 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    WIREX

  • MLS Number

    2021000

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Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 4

  • Master Bedroom

    Level: Main

    Area: 288.00 Square Feet

    Dimensions: 18 x 16

  • Living Room

    Level: Main

    Area: 500.00 Square Feet

    Dimensions: 25 x 20

  • Dining Room

    Level: Main

    Area: 169.00 Square Feet

    Dimensions: 13 x 13

  • Bedroom 3

    Level: Main

    Area: 156.00 Square Feet

    Dimensions: 12 x 13

  • Bedroom 5

    Level: Lower

    Area: 208.00 Square Feet

    Dimensions: 13 x 16

  • Three-Season

    Level: Main

    Area: 247.00 Square Feet

    Dimensions: 19 x 13

  • Kitchen

    Level: Main

    Area: 304.00 Square Feet

    Dimensions: 19 x 16

  • Bedroom 4

    Level: Lower

    Area: 288.00 Square Feet

    Dimensions: 18 x 16

  • Bedroom 2

    Level: Main

    Area: 182.00 Square Feet

    Dimensions: 14 x 13

  • Family Room

    Level: Lower

    Area: 960.00 Square Feet

    Dimensions: 48 x 20

Interior

  • Cooling

    Central Air

  • Heating

    Natural Gas, Forced Air

Other Features

  • Subdivision Name

    The Legend At Bergamont

Price History

DateEventPrice

07/17/2026

Source: mls_logoWIREX #2021000

Price Decreased

$1,275,000 -5.56%

$192/sqft

05/15/2026

Source: mls_logoWIREX #2021000

Listed for Sale

$1,350,000 -3.57%

$203/sqft

05/15/2026

Source: mls_logoWIREX #2021000

Price Increased

$1,400,000 +75.00%

$211/sqft

12/16/2008

Source: mls_logoWIREX #1539043

Off Market

$800,000

$121/sqft

Getting Around 1053 Winged Foot Dr Dr

Bike Score®

Bike Score

Somewhat Bikeable

8/100

Walk Score®

Walk Score

Car-Dependent

0/100

Data provided by Redfin

Based on information received from WIRES/RANW MLS through Sep 16, 2026, 03:15AM. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change, or withdrawal. Neither listing broker nor Houzeo nor RANW MLS shall be responsible for any typographical errors, misinformation, or misprints, and shall be held totally harmless This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. ©2026 RANW MLS, Inc. All rights reserved.

Advertising Broker: Leslie Boyea | Quorum Enterprises Inc

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