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$2,780,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 5,100 Sq. Ft.
  • 3 Car Garage
  • Updated 4 days ago
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Perfectly positioned hilltop in Shorewood Hills, this iconic quarry stone Tudor offers timeless architecture + exceptional setting just moments from UW, hospitals & Lake Mendota. Rich in character w/ hardwood floors, handcrafted millwork & luxury finishes, the home seamlessly blends historic charm w/ extensive updates. Designer kitchen showcases La Cornue + SubZ appliances & dinette w/ fireplace, while refined living spaces feature French chteau mantel, turreted bedroom + beautifully finished LL. Lovely screened porch overlooks gardens & bubbling stream + Koi pond, offering tranquil setting perfect for morning coffee or relaxed evening entertaining. UL provides 3 beds, 3 baths, large bonus room + laundry for flexible, comfortable living. Elevated design details shine through w/custom tile, finishes, wallpaper, + hand-painted murals. Outdoors, curated gardens feature a bluestone patio, ponds, + private, enclosed grounds. Beautiful slate roof & rare 3 car garage.

Full Property Details for 3452 Crestwood Dr

General

  • Price: $2,780,000
  • Taxes: $37,610 (2025)
  • Status: Active
  • Type: Single Family
  • Source: Wirex_South_Central_Wisconsin_MLS_Corporation_SCW
  • MLS ID: 2019822
  • Updated: 5/19/2026
  • Added to Site: 4 day(s) ago

Interior

  • Interior Features: Walk-In Closet(s), Great Room, Skylight(s), Water Softener, Security System
  • Appliances: Range/Oven, Refrigerator, Dishwasher, Disposal, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Bathroom: At least 1 Tub, Master Bedroom Bath: Full, Master Bedroom Bath, Master Bedroom Bath: Walk-In Shower, Master Bedroom Bath: Tub/No Shower

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: 18 x 16, Upper
  • Bedroom 2: 17 x 18, Upper
  • Bedroom 3: 14 x 14, Upper
  • Bedroom 4: 16 x 12, Lower

Other Rooms

  • Living Room: 27 x 17, Main
  • Family Room: 16 x 22, Lower
  • Kitchen: 19 x 12, Main
  • Dining Room: 17 x 16, Main
  • Office/Den/Study: 11 x 13, Main
  • Bonus Room: 22 x 14, Upper
  • Other Room 2: Screened Porch

Exterior

  • Exterior Features: Screened Porch, Deck, Patio, Fenced Yard, Sprinkler System

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Garage Description: 3 Car, Attached, Opener Included, Basement Access

Location

  • Municipality: Shorewood Hills
  • County: Dane
  • Subdivision: Shorewood Hills
  • Driving Directions: University Ave N on Shorewood Blvd, L on Topping Rd, R on Edgehill Dr, L on Crestwood Dr.

School Information

  • School District: Madison
  • Elementary School: Shorewood
  • Middle School: Hamilton
  • High School: West

Heating & Cooling

  • Heating Fuel: Natural Gas
  • Heating/Cooling: Radiant, Central Air Conditioning, Zoned Heating

Utilities

  • Water/Sewer: Municipal Water, Municipal Sewer

Structural Information

  • Architectural Style: Tudor/Provincial
  • Description/Design: 2 Stories
  • Exterior Const.: Wood, Stone
  • Basement Desc.: Full, Exposed, Full-Size Windows, Partially Finished
  • Square Feet: 5,100
  • Square Feet Range: 5001 or More
  • Sq. Ft. Source: Other (See Remarks)
  • Year Built: 1929

Lot Features

  • Lot Size Source: Assessor/Public Record
  • Zoning: Res
  • Lot Description: Wooded

Water Features

  • Water Front Desc.: Water View (No Frontage)

Financial Considerations

  • Tax Amount: $37,610
  • Tax Year: 2025

Disclosures and Reports

  • Exclusions: seller's personal belongings, dining room hutches
  • Inclusions: Range/Oven, Refrigerator, Dishwasher, Microwave, Washer, Dryer, Window Coverings, Beverage Fridge

Listed by Sprinkman Real Estate

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— 3452 Crestwood Dr —

  • Sprinkman Real Estate

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Schools serving 3452 Crestwood Dr

School District:Madison Metropolitan School District
NameGradesDistance
Shorewood Hills Elementary School
1105 Shorewood Boulevard, Madison, WI 53705
PK-50.5 mi
Hamilton Middle School, Madison, WI
4801 Waukesha Street, Madison, WI 53705
6-81.2 mi
West High School, Madison, WI
30 Ash Street, Madison, WI 53726
9-121.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 3452 Crestwood Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/18/2026
Listed
$2,780,000
85.33%
MLS
3/30/2018
Sold
$1,500,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 3452 Crestwood Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$37,609
16%
$1,693,000
—
2024
$32,387
3%
$1,693,000
—
2022
$31,369
11%
$1,693,000
—
2022
$28,368
6%
$1,693,000
34%
2021
$26,691
3%
$1,265,500
—
2020
$25,938
3%
$1,265,500
2%
2019
$25,086
4%
$1,243,000
—
2018
$24,019
-3%
$1,243,000
—
2017
$24,867
-16%
$1,243,000
-7%
2016
$29,431
1%
$1,340,240
—
2015
$29,080
1%
$1,340,240
—
2014
$28,713
1%
$1,340,240
—
2013
$28,541
—
$1,340,240
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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3452 Crestwood Drive, Madison, WI 53705 (MLS# 2019822) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 3452 Crestwood Drive is currently listed for $2,780,000 and was received on May 18, 2026. Want to learn more about 3452 Crestwood Drive? Do you have questions about finding other Single Family real estate for sale in Madison? You can browse all Madison real estate or contact a Coldwell Banker agent to request more information.

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