2221 Hillside Dr, Delafield, WI 53018
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Property image
OFF MARKET

2221 Hillside Dr
Delafield, WI 53018

  • 3 Beds
  • 2 Baths
  • 1,551 sqft (on 1.93 acres)

$562,700

Trulia Estimate
as of Jul 10, 2026

$562,700

Trulia Estimate
as of Jul 10, 2026
3 Beds
2 Baths
1,551 sqft
(on 1.93 acres)

Local Information

  • Map ViewExplore the area around 2221 Hillside Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Meticulously maintained ranch home located near all the major conveniences of the city of Delafield. Large bay windows brighten the Living Room and Family Room. The Family Room also has a natural fireplace and the Dining Room has a built-in china cabinet. Hardwood floors under the carpeting. You'll be impressed with how well kept and clean this home is. Huge basement for rec room.
2221 Hillside Dr, Delafield, WI 53018 is a 3 bedroom, 2 bathroom, 1,551 sqft single-family home built in 1969. It last sold for $212,000 on Sep 21, 2012. It is currently off market. The Trulia Estimate is $562,700, with a rent estimate of $3,457/month.

Home Highlights

Parking
No Info
Outdoor
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 2221 Hillside Dr

Property Information

Year Built
Year Built: 1969
Property Type / Style
Property Type: Single Family Home

Interior Features

Fireplace & Spa
Fireplace

Community

Units in Building: 1

Lot Information

Lot Area: 1.93 acres

Price History for 2221 Hillside Dr

DatePriceEventSource
09/21/2012$212,000Sold
N/A
08/08/2012$229,000PriceChange
Agent Provided
07/12/2012$249,000PriceChange
Agent Provided
06/30/2012$249,900Listed For SaleAgent Provided

Market trends in Delafield

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
44
3MoM
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Property Tax and Assessment

Year2024
Tax$4,211
Assessment$443,600
Home facts updated by county records

Comparable Sales for 2221 Hillside Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2117 Hillside DRIVE, Delafield, WI
0.13
Single-Family Home
$425,000
12/08/25
4
2
2,300
2028 Hillside COURT, Delafield, WI
0.16
Single-Family Home
$760,000
06/26/26
2
2
2,496
N11W31386 Fairfield WAY, Delafield, WI
0.34
Single-Family Home
$537,777
02/05/26
3
2
2,500
N9W31078 Concord COURT, Delafield, WI
0.71
Single-Family Home
$492,000
06/10/26
3
2.5
1,786
W315N631 Huckleberry WAY, Delafield, WI
0.69
Single-Family Home
$510,000
09/29/25
3
2
1,792
N7W31376 Cambridge COURT, Delafield, WI
0.61
Single-Family Home
$500,000
12/01/25
4
2.5
2,256
N10W31572 Phyllis PARKWAY, Delafield, WI
0.29
Single-Family Home
$861,000
07/10/25
4
2.5
3,662
1913 Hillside COURT, Delafield, WI
0.31
Single-Family Home
$1,200,000
04/15/26
4
3.5
4,860
127 North Lapham Peak ROAD, Delafield, WI
1.00
Single-Family Home
$322,000
09/30/25
3
1.5
1,556
312 North Lapham Peak ROAD, Delafield, WI
1.02
Single-Family Home
$434,000
09/02/25
3
1.5
1,688

Nearby homes

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Assigned Schools

These are the assigned schools for 2221 Hillside Dr.
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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 Delafield

At least 48 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 98 % Say yards are well-kept

  • 95 % Say parking is easy

  • 89 % Say car is needed

  • 85 % Say there's wildlife

  • 84 % Say people would walk alone at night

  • 83 % Say there's holiday spirit

  • 81 % Say kids play outside

  • 75 % Say it's quiet

  • 65 % Say neighbors are friendly

  • 62 % Say they plan to stay for at least 5 years

  • 60 % Say there are community events

  • 58 % Say it's walkable to restaurants

  • 36 % Say streets are well-lit

  • 24 % Say there are sidewalks

  • 19 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Kuchler57
    "There’s always something going on in town, and you can walk there breakfast lunch or dinner you can find"
    0
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  • RR
    "Great school district, friendly neighbors, and great area to raise a family in a relaxed atmosphere "
    0
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  • Daegonsma
    "Noise complaints are probably the worst of it if your four legged friends are noisy, but there’s lots of trails nearby and also many parks. Downtown at least neighbors were ok with the dog getting loose every now and again. "
    0
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  • Madi C.
    "The city has an art walk twice a year that’s a lot of fun! We also have a block party downtown delafield every summer and it’s a blast!!"
    0
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  • Jessicabramel
    "Great, safe neighborhood for growing my families! Kettle Moraine school district, variety of near by parks and stores! "
    0
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  • Dlhurrle
    "GREAT LITTLE TOWN. THE RESTAURANTS AND BARS ARE DIVERSE AND THE PEOPLE HERE ARE FRIENDLY. IT IS RIGHT ON THE BIKE TRAIL AND THERE ARE MANY PARKS CLOSE BY."
    0
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  • Gduran007
    "The summer events and restaurants downtown are wonderful. It’s a great place to walk and bicycle. The area is quiet and light for traffic. Also wonderful to see deer and other wildlife. "
    0
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  • Jeremy K.
    "The farmers market in the spring/summer is nice to go to. There are a few block parties during the summer which makes the summers so much more memorable. The town is great for walking around and shopping at all of the varieties of shops. "
    0
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  • Sam Steffen
    "I have lived here a majority of my life. Wonderful neighborhood and wonderful people. Great place to raise a family"
    0
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  • Pjduane
    "Perfect Suburban Privacy and sense of community. The access to the lakes around here gives it peace and tranquility. Zero traffic, courteous drivers, nice back roads, appropriate stop signs and speed limits."
    2
    Flag
  • Jenalexx
    "walking paths throughout neighborhood that lead to the state forest with additional hiking and ski trails."
    0
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  • Stacianpayton
    "Block parties, local town events, farmers market, art walks, family events, boutique shopping, nature walks, bike paths, lakes & great schools."
    0
    Flag
  • Troy W.
    "Many friendly dogs around with responsible owners. Good neighborhood for walking dogs and good sized yards for them to play in."
    0
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  • Dana C.
    "It is safe and quiet. Everyone looks out for each other and for each others property. The lake is beautiful to live by and look at from our back yard. "
    1
    Flag
  • Emily
    "Cobblestone Court in Delafield is an absolutely wonderful place to raise a family! Friendly neighborhood, lush green lawns, and close to shops and restaurants (5 minute drive). "
    0
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  • Ann N.
    "I live in area and feel it is the best!"
    0
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  • Sondra B.
    "Finding antiques will be easy in the historically-themed village of Delafield. Several of the downtown buildings have Williamsburg-style motifs. Located right off the freeway, St. John’s Military Academy brings people in from around the world. The community is close to shopping, golfing, sailing, cross country skiing, bike trails and more – yet still has a small town atmosphere. Residents of Delafield have a private boat launch available on Nagawicka Lake for an annual fee. Nagawicka Park is a county park with a really great beach, boat launch, camping, acres of hiking and picnic areas great for summer days. The Hwy 83 interchange boasts a collection of department stores, a variety of specialty shops, an array of restaurants, and friendly accommodations for the overnight visitors. The 7,000 residents of Delafield are never short on things to do – boating, fishing, skiing, Delafield Library events, biking, Lapham Peak State Park hiking, dining at the Seven Seas or Golden Mast Restaurant on the lake or the many other restaurants in town, enjoying the many city parks, visiting the Nagawicka Yacht Club and skating at the indoor ice rink. "
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Explore by feature - Pet Friendly

6 pet-friendly rentals in Delafield, WI

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Homes for sale near 2221 Hillside Dr

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Off Market Homes Near 2221 Hillside Dr

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