3452 Crestwood Drive, Shorewood Hills

$2,780,000

4 Beds
4½ Baths
5,100 Sqft
.57 Acres
3 Garages

OPEN HOUSE CANCELED. 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 château 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.

Sprinkman Real Estate.

Essential Information
Status Offer-Show
Detailed Status Offer-Show
Days on Market 29
MLS® # 2019822
Price $2,780,000
Bedrooms 4
Bathrooms 4.50
Full Baths 4
Half Baths 1
Square Footage 5,100
Acres 0.57
Year Built 1929
Type Single Family
Style Tudor/Provincial
Assessed Value $1,693,000
Year Assesed 2025
Net Taxes $37,610
Tax Year 2025
Exterior Wood, Stone
Community Information
Address 3452 Crestwood Drive
Subdivision Shorewood Hills
County Dane
State WI
Zip Code 53705
Interior
Interior Features Walk-in closet(s), Great room, Skylight(s), Washer, Dryer, Water softener inc, Security system, At Least 1 tub, Primary Bath
Cooling Central air, Zoned Heating
Fireplace Yes
Fireplaces Wood, 2 fireplaces
Exterior
Exterior Features Deck, Patio, Fenced Yard, Sprinkler system, Patio-Screened
Amenities
Garages 3 car, Attached, Opener, Access to Basement
Is Waterfront No
Waterfront Waterview-No frontage
Has Pool No
Golf Course No
School Information
District Madison
Elementary Shorewood
Middle Hamilton
High West
Room Dimensions
Room      Size        Floor
Living Room      27x17        Main
Kitchen      19x12        Main
Dining Room      17x16        Main
Family Room      16x22        Lower
Master Bedroom      18x16        Upper
Second Bedroom      17x18        Upper
Third Bedroom      14x14        Upper
Fourth Bedroom      16x12        Lower
Additional Information
Zoning Res
Estimated Finished Above Grade Sqft 4,141
Fin Part/All Below Grd SqFt 959
Total Finished SqFt 5,100
Short Sale No
REO / Bank Owned No
Property History
Status Changed from Active to Offer-Show
Status Changed from Delayed to Active
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Data provided by the South Central Wisconsin MLS as of 06/14/2026.

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