2166 Winchester Dr, Beloit, WI 53511
Property image
Property image
OFF MARKET

2166 Winchester Dr
Beloit, WI 53511

  • 2 Beds
  • 2 Baths
  • 1,436 sqft (on 1.60 acres)

$283,700

Trulia Estimate
as of Jul 28, 2026

$283,700

Trulia Estimate
as of Jul 28, 2026
2 Beds
2 Baths
1,436 sqft
(on 1.60 acres)

Local Information

  • Map ViewExplore the area around 2166 Winchester Dr.
  • Schools2 Preschool Schools2 Elementary Schools2 Middle Schools2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1940
Lot Size
1.6 acres
Living Area
1,436 sqft
Price/Sqft
$198
Parking
Garage

About this House

Endless views of Turtle Creek await you at this truly unique 1.6 acre, 2 bedroom, 2 bath property on Beloit's east side. The setting is absolutely idyllic. Wisconsin Northwoods feel and only one stop light separating you from O'Hare International, the location has it all. This home was originally built as a part of the Freeman property and has been upgraded with a fantastic three season porch, twin decks and a paver/stone patio area. The walkout lower level is well finished with a family room, full bath and second bedroom. New carpet and fresh interior paint. One of a kind nature lovers dream.
2166 Winchester Dr, Beloit, WI 53511 is a 2 bedroom, 2 bathroom, 1,436 sqft single-family home built in 1940. It last sold for $152,000 on Apr 24, 2019. It is currently off market. The Trulia Estimate is $283,700, with a rent estimate of $1,749/month.

Home Details for 2166 Winchester Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: Single Family HomeArchitecture: Bungalow

Exterior Features

Parking & Garage
GarageParking: Garage Detached

Community

Units in Building: 1

Lot Information

Lot Area: 1.60 acres

Price History for 2166 Winchester Dr

DatePriceEventSource
04/24/2019$152,000Sold
N/A
02/05/2019$149,900Listed For SaleAgent Provided

Market trends in Beloit

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$197K
$12KMoM
Sale-to-List Price
100.7%
Price per sq ft
$149
$0MoM
Available listings
134
10MoM
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Property Tax and Assessment

Year2025
Tax$2,924
Assessment$204,600
Home facts updated by county records

Comparable Sales for 2166 Winchester Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2855 Chatsworth Dr, Beloit, WI
0.10
Single-Family Home
$204,783
03/18/26
3
3
2,164
2253 Walnut St, Beloit, WI
0.30
Single-Family Home
$285,000
07/31/25
2
2
1,356
2301 Walnut St, Beloit, WI
0.33
Single-Family Home
$305,000
07/17/26
2
2
1,350
2303 Walnut St, Beloit, WI
0.33
Single-Family Home
$305,000
11/25/25
2
2
1,350
2855 Deer Path, Beloit, WI
0.30
Single-Family Home
$499,900
05/30/26
3
2
1,809
2255 Walnut St, Beloit, WI
0.30
Single-Family Home
$325,000
01/05/26
2
2
1,816
2184 W Collingswood Dr, Beloit, WI
0.49
Single-Family Home
$304,700
09/16/25
3
2
1,783
2620 E Ridge Rd, Beloit, WI
0.66
Single-Family Home
$289,900
11/10/25
3
2
2,028
2435 Shopiere Rd, Beloit, WI
0.88
Single-Family Home
$255,000
11/06/25
2
1
1,926
2516 N Bootmaker Dr, Beloit, WI
0.70
Single-Family Home
$250,000
05/11/26
3
2
1,602

Nearby homes

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Assigned Schools

These are the assigned schools for 2166 Winchester Dr.
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 Beloit

At least 222 Trulia users voted on each feature.

  • 91 % Say parking is easy

  • 90 % Say car is needed

  • 83 % Say yards are well-kept

  • 79 % Say it's dog friendly

  • 71 % Say there are sidewalks

  • 69 % Say there's holiday spirit

  • 66 % Say kids play outside

  • 56 % Say people would walk alone at night

  • 54 % Say they plan to stay for at least 5 years

  • 53 % Say neighbors are friendly

  • 52 % Say streets are well-lit

  • 52 % Say it's quiet

  • 49 % Say there's wildlife

  • 41 % Say it's walkable to restaurants

  • 41 % Say it's walkable to grocery stores

  • 27 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Handsome M.
    "Beloit Township is not same as City of Beloit. The police and sheriff are doing their jobs daily. City of Beloit has some residential areas where more crime but I think it is safe for kids. The school system is well established. "
    14
    Flag
  • Tiara B.
    "I lived on this neighborhood for about 5 years and it's busy .. I like it but the traffic is very heavy "
    1
    Flag
  • Brooke M. L.
    "views of the rock river. old homes with mature lots. deep lots and a variety of architecture. "
    1
    Flag
  • Kareena W.
    "This is a safe community for kids but as with anyplace there is crime and kids do need some supervision to prevent hazards from occurring. "
    6
    Flag
  • Handsome M.
    "There is good bus system, school system, hospitals, college, police/fire system, recreation, restaurants, stores, all you need within small town feeling."
    1
    Flag
  • Tyea
    "Most of the people are nice with in walking distance to parks some people walk dogs not like you would expect though "
    0
    Flag
  • Fidelservin
    "I grew up here in beloit it has its ups and downs but overall not a bad place to live. plenty of fun activities available for all ages and also has the beautiful riverside park and big hill parks for those who enjoy nature. "
    1
    Flag
  • Jacqueline F.
    "All our neighbors are super friendly and helpful We are new here and feel really welcome in Beloit. We love downtown living in Beloit "
    1
    Flag
  • Ptoral01
    "A nice walk. Pleasant streets, well-maintained yards, friendly people, no traffic, beautiful parks, good restaurants, safe for biking."
    0
    Flag
  • Tyea
    "About 15-20 min to Janesville which is convenient buses to Janesville only run certain hours in the morning and in the early afternoon it’s about an hr drive to Chicago suburbs "
    0
    Flag
  • Chelsea L.
    "Other neighbors with dogs located in this neighborhood. Understanding neighbors and well animal community!"
    1
    Flag
  • Kerri M.
    "High crime rate and just getting worse. Nothing for kids to do but the big pool. The schools do try to help the kids. But too many parents won’t help and support our teachers. It’s always someone else’s fault. Beloit has great parks. Just too many idiots that want to bring drugs and violence into it "
    1
    Flag
  • Kathy M.
    "it's an excellent neighborhood, not many problems. The police dept. could handle things better, but overall no complaints."
    0
    Flag
  • Chrisixeon L.
    "every one is nice and people keep to them selves. It is a mixed variety of people from old to young, very peaceful "
    0
    Flag
  • Eric P.
    "Betroit (not a misspell, trust me) has been “home” for roughly 30 years...run away...run far away. WI is a boring place to be, only benefit of living here is it’s close to Chicago. "
    0
    Flag
  • Danette M.
    "What the school districts standard rating of schools against national averages. Neighborhood pets, how big and if they are mean "
    0
    Flag
  • Trulia User
    "It has public transportation but I need a car to get around. Everything is just spread out stuff on one side and that makes it difficult to just walk around. "
    0
    Flag
  • Kathy M.
    "The dog's are well behaved, with responsible owner's. Service animals need more legal awareness though in the area amongst the renters and rentees."
    0
    Flag
  • Arhoades
    "It’s a great well established neighborhood with homes that are built as good as they come! It’s the perfect neighborhood to raise kids in! "
    1
    Flag
  • Samuel W.
    "Be careful letting your kids go out alone. There are occasional incidents of shootings and drug deals occurring in a lot of the neighborhoods."
    1
    Flag
  • Samuel W.
    "There are plenty drug and alcohol related activities at all hours of the day. Vehicles frequently drive fast and recklessly throughout the city. At all times there is a good chance of encountering panhandlers outside stores and at intersections. "
    5
    Flag
  • Hchloe1030
    "I drive a car so I don’t use public transportation. But I see a lot of buses and bus stops. And I know people who ride bikes to work"
    0
    Flag
  • Julia A.
    "I love Beloit it's diversity and small town charm are the backbone of this country it is a city that always tries to get better no matter what hardships it faces "
    2
    Flag
  • Eric J.
    "The area has changed but a lot of family and friends are still here. There are a number of people who take pride in their homes and yards. With in shopping stores and grocery shops. Quick access to highways and three schools nearby. "
    3
    Flag

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Explore by feature - Pet Friendly

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Homes for sale near 2166 Winchester Dr

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Off Market Homes Near 2166 Winchester Dr

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