Would people walk alone at night in Windsor, WI?

As of early 2026, 97% of users say people would walk alone at night

Is parking easy in Windsor, WI?

As of early 2026, 91% of users say parking is easy

Is a car needed in Windsor, WI?

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

Is Windsor, WI dog-friendly?

As of early 2026, 90% of users say it's dog friendly

Are yards well-kept in Windsor, WI?

As of early 2026, 82% of users say yards are well-kept

Do kids play outside in Windsor, WI?

As of early 2026, 82% of users say kids play outside

Is Windsor, WI quiet?

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

Does Windsor, WI show holiday spirit?

As of early 2026, 70% of users say there's holiday spirit

Are neighbors friendly in Windsor, WI?

As of early 2026, 67% of users say neighbors are friendly

Are the streets well-lit in Windsor, WI?

As of early 2026, 61% of users say streets are well-lit

Does Windsor, WI have sidewalks?

As of early 2026, 58% of users say there are sidewalks

Are there community events in Windsor, WI?

As of early 2026, 48% of users say there are community events

Is there wildlife in Windsor, WI?

As of early 2026, 47% of users say there's wildlife

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

As of early 2026, 37% of users say they plan to stay for at least 5 years

Is Windsor, WI walkable to restaurants?

As of early 2026, 28% of users say it's walkable to restaurants

Is Windsor, WI walkable to grocery stores?

As of early 2026, 15% of users say it's walkable to grocery stores

What is 4422 Gray Rd estimated to be worth?

Trulia's estimated value for 4422 Gray Rd in Windsor, WI is $299,900 .

What is the price history for 4422 Gray Rd?

4422 Gray Rd in Windsor, WI last sold for $151,500 in November 2014.

Is Windsor a buyer's or seller's market?

Windsor is currently a seller's market, based on recent for-sale activity.

What do residents say about Windsor?

Residents describe Windsor, WI as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Windsor, WI .

Does 4422 Gray Rd have air conditioning?

Yes, 4422 Gray Rd in Windsor, WI has air conditioning.

Does 4422 Gray Rd have laundry facilities?

Yes, 4422 Gray Rd in Windsor, WI has laundry facilities.

OFF MARKET

$299,900

Trulia Estimate

2 Beds
1.5 Baths
1,368 sqft

4422 Gray Rd, Windsor, WI 53598

Est. Refi. Payment $2,064/mo*

Refinance Your Home

Currently Off Market - Sold Nov 21, 2014 for $151,500

Home Value

Trulia Estimate

$300K

Since last month

$3K (-0.9%)

Since last year

$21K (-6.6%)

Since last sale

$146K (+96.4%)

Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value decreased by -7% in the last 10 years

Month	Estimated value
2026
September 2026	$298K
August 2026	$300K
July 2026	$318K
June 2026	$319K

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
4450 Gray Rd, Deforest, WI	0.02	Townhouse	$305,000	06/22/26	2	1.5	1,368
4450 Gray Rd #4450, Deforest, WI	0.02	Townhouse	$305,000	06/19/26	2	1.5	1,368
4930 Innovation Dr, Deforest, WI	0.94	Townhouse	$309,000	05/28/26	2	2.5	1,408
4948 Innovation Dr, Deforest, WI	0.95	Townhouse	$320,000	07/31/26	2	2.5	1,408
4940 Innovation Dr, Deforest, WI	0.97	Townhouse	$315,000	02/19/26	2	2.5	1,408
4813 Innovation Dr, Deforest, WI	0.72	Townhouse	$393,000	12/23/25	3	2.5	1,750
4950 Innovation Dr, Deforest, WI	0.97	Townhouse	$320,000	03/06/26	2	2.5	1,408
4237 Cortland Ct, Windsor, WI	0.67	Townhouse	$399,000	06/03/26	3	3.5	2,131
4817 Innovation Dr, Deforest, WI	0.73	Townhouse	$430,000	06/22/26	3	3.5	2,080
4719 Bellflower Dr, Deforest, WI	0.93	Townhouse	$452,000	06/15/26	3	2.5	1,901

Nearby home prices

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

Address	Distance	Price	Bed	Bath	Sqft	Status
4454 Gray Rd, Deforest, WI 53532	0.02	$287,600	2	1.5	1,368	Off Market
4450 Gray Rd, Deforest, WI 53532	0.02	$305,000	2	1.5	1,368	Recently Sold
4450 Gray Rd #4450, Deforest, WI 53532	0.02	$305,000	2	1.5	1,368	Recently Sold
4444 Gray Rd, Deforest, WI 53532	0.02	$291,200	2	1.5	1,368	Off Market
4440 Gray Rd, Deforest, WI 53532	0.02	$299,000	2	1.5	1,368	Off Market
6842 Parkside Cir, Deforest, WI 53532	0.07	$223,100	2	2	1,098	Off Market
4428 Gray Rd, Deforest, WI 53532	0.04	$277,900	2	1.5	1,368	Off Market
6815 Parkside Cir, Deforest, WI 53532	0.07	$205,000	2	2	1,098	Recently Sold
6867 Parkside Cir #6867, Deforest, WI 53532	0.06	$241,500	2	2	1,132	Off Market
6831 Parkside Cir, Deforest, WI 53532	0.08	$214,250	2	2	1,098	Recently Sold
6832 Parkside Cir #6832, Deforest, WI 53532	0.08	$232,700	2	2	1,098	Off Market

Local Information

Map ViewExplore the area around 4422 Gray Rd.
Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Townhouse

Built in 2004

1,368 sqft

$219/sqft

Garage

HOA $155/mo

About this House

Spectacular views overlooking acres of natural conservancy, pond & wildlife. Windsor Pointe is a great condominium neighborhood just minutes from Madison and Sun Prairie in the town of Windsor. Spacious open design features ceramic tile & hardwood floors, granite countertops in kitchen and bath and a gas fireplace. Private laundry, basement & only one owner. You'll love this condominium home with it's great setting & views. Easy commutes: Hwy 51 & I90/94. VRP $154,900-$159,900.

4422 Gray Rd, Windsor, WI 53598 is a 2 bedroom, 2 bathroom, 1,368 sqft townhouse built in 2004. It last sold for $151,500 on Nov 21, 2014 (5% below the $159,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $299,900, with a rent estimate of $2,025/month.

Last check for updates: about 13 hours ago

Listed by Tim Krueger

RE/MAX Preferred

C.J Postawa

RE/MAX Preferred

Bought with: Janet Johnson, Keller Williams Realty

Source: SCWMLS, MLS#1723521

Home Details for 4422 Gray Rd

Active Status
MLS Status: Sold

Interior Features
Interior Details Basement: PartialNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom 2, Dining Room, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout Living Area: 1368 Square Feet
Appliances & Utilities Appliances: Water softener includedLaundry: Main Level
Heating & Cooling Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa Fireplace: GasHas a Fireplace
Windows, Doors, Floors & Walls Flooring: Wood or sim. wood floors
Levels, Entrance, & Accessibility Floors: Wood Or Sim Wood Floors

Exterior Features
Exterior Home Features Patio / Porch: Deck/Balcony, PatioExterior: Private Entrance
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageParking Spaces: 1Parking: 1 car Garage
Frontage WaterfrontWaterfront: Waterfront, PondOn Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 1368 Square Feet

Property Information
Year Built Year Built: 2004
Property Type / Style Property Type: ResidentialProperty Subtype: TownhouseStructure Type: Townhouse-2 StoryArchitecture: Townhouse-2 Story
Building Construction Materials: Brick, Stone, Vinyl Siding
Property Information Included in Sale: Some Window CoveringsParcel Number: 091020345040

Price & Status
Price List Price: $159,900

Media
See Virtual Tour

Location
Direction & Address City: DeForest
School Information Elementary School: Call School DistrictElementary School District: DeForestJr High / Middle School: DeForestJr High / Middle School District: DeForestHigh School: DeForestHigh School District: DeForest

Building
Building Area Building Area: 1368 Square Feet

Community
Community Features: Common Green SpaceUnits in Building: 19

HOA
HOA Fee Includes: Common area insurance, Common area maintenance, Reserve fund, Snow Removal, TrashHas an HOAHOA Fee: $155/Monthly

Offer
Listing Terms: Arms Length

Miscellaneous
BasementMls Number: 1723521Attribution Contact: Tim@PreferredHomesTeam.comAbove Grade Unfinished Area: 1368

Additional Information
Common Green Space

Price and Tax history

Date	Event	Price
Nov 21, 2014 Source: SCWMLS #1723521	Sold	$151,500

Additional Cost

Market trends in Windsor

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

8MoM

Around this home

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 Windsor

At least 30 Trulia users voted on each feature.

97 % Say people would walk alone at night
91 % Say parking is easy
91 % Say car is needed
90 % Say it's dog friendly
82 % Say yards are well-kept
82 % Say kids play outside
76 % Say it's quiet
70 % Say there's holiday spirit
67 % Say neighbors are friendly
61 % Say streets are well-lit
58 % Say there are sidewalks
48 % Say there are community events
47 % Say there's wildlife
37 % Say they plan to stay for at least 5 years
28 % Say it's walkable to restaurants
15 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Trulia User
Resident
2mo ago
"Commuters use personal vehicles 100% of the time."
0
Flag
Ayang1127
Prev. Resident
7y ago
"Large yards, quiet neighbors, and minimal traffic streets. Dog park and trails near by too within walking distance "
0
Flag
Jmclain
Resident
7y ago
"Great place to raise a family. Safe at night. Good schools and friendly neighbors are a plus. Roads well maintained and a nice pArk nearby. "
2
Flag
Lmickeymouse1
Resident
7y ago
"this neighborhood isn't special, we live across from Windsor Breads. They like to park at the end of people's driveways, and it's hard to see around cars,alot of times customers block driveways. Windsor Breads, dont clear front for parking in the winter ,for there customers to park, it's very dangerous. "
0
Flag
Erv135xx
Resident
8y ago
"I lived here 40 plus year and.they have a nice 3 mile walking path along a check and woods very nice used a lot"
0
Flag
Kristen M.
13y ago
"Beautiful secluded quiet neighborhood close enough to highway 19 to get anywhere quickly but far enough off the beaten path to have only local traffic in the neighborhood."
0
Flag
Matthew
14y ago
"I have visited family in the area numerous times and we love it!!!"
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 4422 Gray Rd

What is 4422 Gray Rd estimated to be worth?
Trulia's estimated value for 4422 Gray Rd in Windsor, WI is $299,900.
What is the price history for 4422 Gray Rd?
4422 Gray Rd in Windsor, WI last sold for $151,500 in November 2014.
Is Windsor a buyer's or seller's market?
Windsor is currently a seller's market, based on recent for-sale activity.
What do residents say about Windsor?
Residents describe Windsor, WI as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Windsor, WI.
Does 4422 Gray Rd have air conditioning?
Yes, 4422 Gray Rd in Windsor, WI has air conditioning.
Does 4422 Gray Rd have laundry facilities?
Yes, 4422 Gray Rd in Windsor, WI has laundry facilities.