Is parking easy in Milton, WI?

As of early 2026, 100% of users say parking is easy

Is a car needed in Milton, WI?

As of early 2026, 91% of users say car is needed

Are yards well-kept in Milton, WI?

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

Do kids play outside in Milton, WI?

As of early 2026, 84% of users say kids play outside

Would people walk alone at night in Milton, WI?

As of early 2026, 81% of users say people would walk alone at night

Is Milton, WI dog-friendly?

As of early 2026, 76% of users say it's dog friendly

Does Milton, WI show holiday spirit?

As of early 2026, 75% of users say there's holiday spirit

As of early 2026, 68% of users say it's quiet

Are neighbors friendly in Milton, WI?

As of early 2026, 61% of users say neighbors are friendly

Is there wildlife in Milton, WI?

As of early 2026, 61% of users say there's wildlife

Are the streets well-lit in Milton, WI?

As of early 2026, 58% of users say streets are well-lit

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

As of early 2026, 53% of users say they plan to stay for at least 5 years

Are there community events in Milton, WI?

As of early 2026, 52% of users say there are community events

Does Milton, WI have sidewalks?

As of early 2026, 49% of users say there are sidewalks

Is Milton, WI walkable to restaurants?

As of early 2026, 40% of users say it's walkable to restaurants

Is Milton, WI walkable to grocery stores?

As of early 2026, 37% of users say it's walkable to grocery stores

OFF MARKET

2742 E Pleasant Rd
Milton, WI 53563

4 Beds
3.5 Baths
3,300 sqft (on 0.93 acres)

$509,000

Trulia Estimate

as of Jul 9, 2026

$509,000

Trulia Estimate

as of Jul 9, 2026

4 Beds

3.5 Baths

3,300 sqft

(on 0.93 acres)

Local Information

Map ViewExplore the area around 2742 E Pleasant Rd.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

Welcome to this beautiful, move-in ready, quality built Wellnitz home! Not only is the entire home and nearly one acre lot neat as a pin, the layout makes this the ideal home to not only relax in but if needed, space to work from home. Huge eat-in kitchen, formal living and dining room and cozy family room with fireplace on main. Spacious master suite and two generously sized bedrooms and an office or den on the upper level. Beautifully finished lower level with family room and office or exercise room. Heated garage with sealed floor. Bring some snacks out to the concrete patio and hop in the hot tub and enjoy the gorgeous landscaping and wildlife! Your own beautiful country subdivision oasis! Buyer to verify all measurements if desired.

2742 E Pleasant Rd, Milton, WI 53563 is a 4 bedroom, 3 bathroom, 3,300 sqft single-family home built in 1986. It last sold for $355,000 on Feb 15, 2021. It is currently off market. The Trulia Estimate is $509,000, with a rent estimate of $2,979/month.

Home Highlights

Parking

Garage

Outdoor

Patio, Deck, Pool

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 2742 E Pleasant Rd

Interior Features
Interior Details BasementTypes of Rooms: Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, PantryWet BarCeiling Fan
Heating & Cooling Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood
Appliances & Utilities Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa FireplaceHot Tub or Spa

Exterior Features
Exterior Home Features Roof: Asphalt, OtherDeckExterior: MetalPatio
Pool Pool
Parking & Garage GarageParking Spaces: 6Parking: Garage Attached, Garage Detached, Off Street

Property Information
Year Built Year Built: 1986Year Updated: 2014
Property Type / Style Property Type: Single Family HomeArchitecture: Other

Lot Information
Lot Area: 0.93 acres

Price History for 2742 E Pleasant Rd

Date	Price	Event	Source
02/15/2021	$355,000	Sold	N/A
Recording Date 02/15/2021 Contract Date 02/11/2021 County Transfer Tax N/A Total Transfer Tax $11
02/11/2021	$359,900	Pending	Agent Provided

11/18/2020	$359,900	PriceChange	Agent Provided
Price Change $10,000 (-3%)
11/11/2020	$369,900	Listed For Sale	Agent Provided

08/01/2014	$220,000	Sold	N/A
Recording Date 08/01/2014 Contract Date 07/31/2014 County Transfer Tax N/A Total Transfer Tax $660
07/10/2014	$227,900	Pending	Agent Provided

06/03/2014	$227,900	Listed For Sale	Agent Provided

Market trends in Milton

Last updated May 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

4MoM

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Property Tax and Assessment

Year	2024
Tax	$5,803
Assessment	$491,900

Home facts updated by county records

Comparable Sales for 2742 E Pleasant Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
5126 N Grandeur Dr, Milton, WI	0.09	Single-Family Home	$400,000	06/26/26	4	2.5	2,226
5200 N West Rotamer Rd, Milton, WI	0.15	Single-Family Home	$319,000	10/13/25	3	1.5	1,623
5237 N Grandeur Dr, Milton, WI	0.19	Single-Family Home	$420,000	12/15/25	4	2	1,840
4828 N Brentwood Dr, Milton, WI	0.65	Single-Family Home	$455,900	06/12/26	4	2.5	2,967
2322 E Sylvan Ln, Milton, WI	0.47	Single-Family Home	$522,000	06/24/26	3	2	2,394
4903 Monarch Dr, Milton, WI	0.50	Single-Family Home	$620,000	11/26/25	6	3.5	3,368
4707 Butler Dr, Milton, WI	0.41	Single-Family Home	$475,000	09/23/25	3	2.5	2,395
4441 N John Paul Rd, Milton, WI	0.61	Single-Family Home	$615,000	07/30/25	6	4	3,909
2309 E Pine Tree Ct, Milton, WI	0.78	Single-Family Home	$599,900	07/29/25	4	3.5	3,196
3441 Samson Dr, Milton, WI	0.58	Single-Family Home	$410,000	11/13/25	4	2.5	3,200

Nearby homes

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

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SOLD
JUN 26, 2026
$400,000
4 bd
2.5 ba
2,226 sqft
5126 N Grandeur Dr,
Milton, WI 53563
OFF MARKET
Lot 1 W Rotamer Ct,
Milton, WI 53563
SOLD
OCT 13, 2025
$319,000
3 bd
1.5 ba
1,623 sqft
5200 N West Rotamer Rd,
Milton, WI 53563
OFF MARKET
Est. $367,000
3 bd
1.5 ba
1,623 sqft
5200 W Rotamer Rd,
Milton, WI 53563
SOLD
DEC 15, 2025
$420,000
4 bd
2 ba
1,840 sqft
5237 N Grandeur Dr,
Milton, WI 53563
OFF MARKET
Est. $410,900
3 bd
2 ba
2,032 sqft
5233 W Rotamer Rd,
Milton, WI 53563
OFF MARKET
5001 N County Road Y,
Milton, WI 53563
OFF MARKET
Lot 7 E Hayley Ln,
Milton, WI 53563
OFF MARKET
2678 Harpers Ct,
Evansville, WI 53536
OFF MARKET
L99 Harpers Ct,
Milton, WI 53563
OFF MARKET
Est. $569,600
4 bd
3.5 ba
3,861 sqft
4815 Sumpter Dr,
Milton, WI 53563
OFF MARKET
Est. $580,800
4 bd
4 ba
3,127 sqft
4830 Sumpter Dr,
Milton, WI 53563

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Additional Cost

Assigned Schools

These are the assigned schools for 2742 E Pleasant Rd.

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 Milton

At least 36 Trulia users voted on each feature.

100 % Say parking is easy
91 % Say car is needed
85 % Say yards are well-kept
84 % Say kids play outside
81 % Say people would walk alone at night
76 % Say it's dog friendly
75 % Say there's holiday spirit
68 % Say it's quiet
61 % Say neighbors are friendly
61 % Say there's wildlife
58 % Say streets are well-lit
53 % Say they plan to stay for at least 5 years
52 % Say there are community events
49 % Say there are sidewalks
40 % Say it's walkable to restaurants
37 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Sally J.
Resident
5y ago
"Neighbors are very friendly. Most homes are very neat and tidy. Annual chicken bbq in the park. Splash park for kids. New Veterans Memorial and playground. "
0
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Stephanyjones25
Resident
6y ago
"Milton has a huge dog park with two different areas. Owners are always out walking their dogs. Dog are welcome in some but not all places. "
0
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Shanteel
Prev. Resident
6y ago
"Small town good feel not much for entertainment or restaurants but Janesville is really close not any public transportation "
0
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Lonisheldon
Resident
8y ago
"I've lived in this same house for over 20 years along with a few good neighbors. Walking distance to all schools, splash pad, lake, parks, grocery store, YMCA and other shops. "
0
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