321 Deerpath Dr, Winthrop Harbor, IL 60096
OFF MARKET

321 Deerpath Dr
Winthrop Harbor, IL 60096

  • 4 Beds
  • 3 Baths
  • 3,323 sqft (on 0.50 acres)

$517,300

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $3,847/mo*
Refinance Your Home

$517,300

Trulia Estimate
as of Aug 20, 2026
Est. Refi. Payment $3,847/mo*
Refinance Your Home
4 Beds
3 Baths
3,323 sqft
(on 0.50 acres)

Home Value

Trulia Estimate
$517K
Since last month
Increased$1K (+0.2%)
Since last year
Increased$21K (+4.2%)
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 increased by +58% in the last 10 years
MonthEstimated value
2026
August 2026$516K
July 2026$515K
June 2026$529K
May 2026$518K
April 2026$510K
March 2026$497K
February 2026$474K
January 2026$478K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
521 Deerpath Dr, Winthrop Harbor, IL
0.20
Single-Family Home
$322,500
10/16/25
4
2.5
2,464
1636 Deerpath Cir, Winthrop Harbor, IL
0.22
Single-Family Home
$451,000
03/13/26
4
3.5
2,399
231 Oakdale Ave, Winthrop Harbor, IL
0.18
Single-Family Home
$316,000
07/01/26
3
2
1,014
1810 5th St, Winthrop Harbor, IL
0.27
Single-Family Home
$310,000
01/22/26
2
1.5
1,365
508 Cavin Ave, Winthrop Harbor, IL
0.82
Single-Family Home
$400,000
10/15/25
3
2.5
1,764
411 Thompson Ave, Winthrop Harbor, IL
0.63
Single-Family Home
$375,000
08/07/26
3
2
1,700
535 Thompson Ave, Winthrop Harbor, IL
0.66
Single-Family Home
$356,000
05/21/26
4
2
1,232
214 Garnett Ave, Winthrop Harbor, IL
0.75
Single-Family Home
$360,000
04/01/26
4
3
1,380
242 Thompson Ave, Winthrop Harbor, IL
0.68
Single-Family Home
$285,000
01/30/26
4
2
1,544
225 Cavin Ave, Winthrop Harbor, IL
0.77
Single-Family Home
$375,000
06/12/26
4
2.5
1,344

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
311 Deerpath Dr, Winthrop Harbor, IL 60096
0.03
$547,500
4
3.5
6,050
Off Market
1503 3rd St, Winthrop Harbor, IL 60096
0.11
$290,400
3
2
2,136
Off Market
401 Ravine Dr, Winthrop Harbor, IL 60096
0.06
$489,900
4
2.5
-
Off Market
1416 3rd St, Winthrop Harbor, IL 60096
0.16
$313,600
3
2
1,136
Off Market
231 Oakdale Ave, Winthrop Harbor, IL 60096
0.18
$316,000
3
2
1,014
Recently Sold
346 Sheridan Rd, Winthrop Harbor, IL 60096
0.20
$849,000
4
3
2,673
For Sale
1601 2nd St, Winthrop Harbor, IL 60096
0.23
$258,000
3
1.5
2,080
Off Market
303 Wilson Ave, Winthrop Harbor, IL 60096
0.23
$305,400
3
1
2,370
Off Market
1600 Deerpath Cir, Winthrop Harbor, IL 60096
0.18
$376,100
2
2.5
1,588
Off Market
1504 2nd St, Winthrop Harbor, IL 60096
0.24
$408,700
5
2.5
3,500
Off Market
511 Deerpath Dr, Winthrop Harbor, IL 60096
0.19
$465,900
4
3
4,680
Off Market
521 Deerpath Dr, Winthrop Harbor, IL 60096
0.20
$435,100
4
2.5
2,464
Off Market

Local Information

  • Map ViewExplore the area around 321 Deerpath Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1978
Lot Size
0.5 acres
Living Area
3,323 sqft
Price/Sqft
$156
Parking
Garage

About this House

This single-family home is located at 321 Deerpath Dr, Winthrop Harbor, IL. 321 Deerpath Dr is in Winthrop Harbor, IL and in ZIP code 60096. This property has 4 bedrooms, 3 bathrooms and approximately 3,323 sqft of floor space. This property has a lot size of 0.50 acres and was built in 1978.
321 Deerpath Dr, Winthrop Harbor, IL 60096 is a 4 bedroom, 3 bathroom, 3,323 sqft single-family home built in 1978. It is currently off market. The Trulia Estimate is $517,300, with a rent estimate of $3,920/month.

Home Details for 321 Deerpath Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherDeck
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1978Year Updated: 1978
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.50 acres

Price and Tax history

YearProperty taxTax assessment
2024
$11,746
$373,975
Home facts updated by county records

Market trends in Winthrop Harbor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
20

Around this home

What Locals Say about Winthrop Harbor

At least 50 Trulia users voted on each feature.

  • 94 % Say it's dog friendly

  • 93 % Say parking is easy

  • 92 % Say yards are well-kept

  • 89 % Say car is needed

  • 76 % Say there's holiday spirit

  • 76 % Say there's wildlife

  • 69 % Say kids play outside

  • 64 % Say people would walk alone at night

  • 61 % Say it's walkable to restaurants

  • 61 % Say it's quiet

  • 52 % Say neighbors are friendly

  • 51 % Say they plan to stay for at least 5 years

  • 49 % Say there are sidewalks

  • 32 % Say it's walkable to grocery stores

  • 32 % Say there are community events

  • 17 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Bng7gwkkjj
    "Any events at North Point Marina during summer. Also having the pool right by Lake Michigan and a few other activities available at the Marina "
    0
    Flag
  • Nicole F.
    "I've lived here off and one since I was 19, I'm 34 now and still love it. Pleasant quiet neighborhood."
    0
    Flag
  • Jasmin M.
    "short 5 to 15 min commutes top most places. Stores, depots, restaurants, and industrial parks. As well as night life and amusement parks"
    0
    Flag
  • Maria G.
    "You see dogs everywhere being walked by there owners. Very dog friendly area. This neighborhood is great!"
    0
    Flag
  • Gracie W.
    "you see dogs walking a lot all around the park is paved and there is doggy poop bag stations located around the park "
    0
    Flag
  • Cheryldlandry
    "Super safe small town with great schools and sports organizations. They have a park, skate park and recreation center in the middle of town. Food that delivers and great police. "
    4
    Flag
  • Miller2225
    "Perfect location for family or empty nesters. Safe, quite and clean."
    1
    Flag
  • Turn1318
    "We have lived in this neighborhood for 17 years and it is a great place to live and raise a family. It is conveniently located to the Metra train station as well as North Point Marina, the largest marina on the Great Lakes). Perfect location for boaters and/or commuters."
    0
    Flag
  • mwieboldt5
    "Winthrop Harbor is conveniently located halfway between Chicago and Milwaukee. 45 minutes to either O'Hare or Mitchell airports. Metra station (Union North Line) within walking distance. Minutes to tollroad. Recreational opportunities abound! One mile to Northpoint Marina and Illinois Beach State Park biking trails. "
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 321 Deerpath Dr

  • What is 321 Deerpath Dr estimated to be worth?
    Trulia's estimated value for 321 Deerpath Dr in Winthrop Harbor, IL is $517,300.
  • Is Winthrop Harbor a buyer's or seller's market?
    Winthrop Harbor is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Winthrop Harbor?
    Residents describe Winthrop Harbor, IL as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Winthrop Harbor, IL.
  • What are the closest schools to 321 Deerpath Dr?
    The closest schools to 321 Deerpath Dr in Winthrop Harbor, IL are New Tech High - Zion-Benton East (rated 8/10), North Prairie Jr High School (Elementary, rated 8/10), Westfield School (Pre-K/Elementary, rated 5/10).
  • Does 321 Deerpath Dr have air conditioning?
    Yes, 321 Deerpath Dr in Winthrop Harbor, IL has air conditioning.
  • Does 321 Deerpath Dr have a pool?
    Yes, 321 Deerpath Dr in Winthrop Harbor, IL has a pool.

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