421 Deerpath Dr, Winthrop Harbor, IL 60096
OFF MARKET

421 Deerpath Dr
Winthrop Harbor, IL 60096

  • 4 Beds
  • 3 Baths
  • 2,800 sqft (on 0.49 acres)

$466,700

Trulia Estimate
as of Jun 17, 2026
Est. Refi. Payment $3,409/mo*
Refinance Your Home

$466,700

Trulia Estimate
as of Jun 17, 2026
Est. Refi. Payment $3,409/mo*
Refinance Your Home
4 Beds
3 Baths
2,800 sqft
(on 0.49 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

THIS IS YOUR OPPORTUNITY TO LIVE IN THE SECLUDED PINES SUBDIVISION! BACKING TO A LARGE, EXPANSIVE WOODED RAVINE, THIS CUSTOM 2 STORY FEATURES QUALITY THRU-OUT. RECENTLY FINISHED WALKOUT BASEMENT ADDS OVER 1000 SF OF ADDITIONAL LUXURY LIVING. THIS IS A MUST SEE AND WON'T LAST LONG. NORTH POINT MARINA IS WITHIN MINUTES!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 421 Deerpath Dr

Interior Features

Interior Details
Basement
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
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1994Year Updated: 1995
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.49 acres

Price History for 421 Deerpath Dr

DatePriceEventSource
10/14/2009$435,000ListingRemovedAgent Provided
06/27/2009$435,000PriceChange
Agent Provided
04/04/2009$459,000Listed For SaleAgent Provided
06/07/2001$340,000Sold
N/A
01/24/1995$317,000Sold
N/A
07/27/1994$65,000Sold
N/A

Market trends in Winthrop Harbor

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
27
13MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2023
Tax$10,723
Assessment$327,506
Home facts updated by county records

Homeowner tools

Estimated monthly rent$3,254/mo
List your home for rent

Homes for rent near 421 Deerpath Dr

See what comparable homes in the neighborhood are renting for.
Skip to last item
Skip to first item

Comparable Sales for 421 Deerpath Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
521 Deerpath Dr, Winthrop Harbor, IL
0.11
Single-Family Home
$322,500
10/16/25
4
2.5
2,464
511 Deerpath Dr, Winthrop Harbor, IL
0.10
Single-Family Home
$437,500
07/22/25
4
3
4,680
1636 Deerpath Cir, Winthrop Harbor, IL
0.16
Single-Family Home
$451,000
03/13/26
4
3.5
2,399
818 Geddes Ct, Winthrop Harbor, IL
0.68
Single-Family Home
$359,900
07/25/25
4
2.5
2,896
522 Russell Ave, Winthrop Harbor, IL
0.59
Single-Family Home
$270,000
06/27/25
3
2.5
4,392
1810 5th St, Winthrop Harbor, IL
0.29
Single-Family Home
$310,000
01/22/26
2
1.5
1,365
442 Russell Ave, Winthrop Harbor, IL
0.59
Single-Family Home
$330,000
07/07/25
3
2.5
1,404
818 Geddes Ave, Winthrop Harbor, IL
0.68
Single-Family Home
$360,000
08/14/25
4
2
2,896
1416 3rd St, Winthrop Harbor, IL
0.26
Single-Family Home
$295,000
07/10/25
3
2
1,136
603 Geddes Ave, Winthrop Harbor, IL
0.51
Single-Family Home
$309,900
06/26/25
4
2
1,440

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 421 Deerpath 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 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

  • 50 % 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

Apartments for Rent

Skip to last item
Skip to first item

Homes for sale near 421 Deerpath Dr

Skip to last item
Skip to first item

Off Market Homes Near 421 Deerpath Dr

Skip to last item
Skip to first item
421 Deerpath Dr, Winthrop Harbor, IL 60096 is a 4 bedroom, 3 bathroom, 2,800 sqft single-family home built in 1994. This property is not currently available for sale. 421 Deerpath Dr was last sold on Jun 7, 2001 for $340,000. The current Trulia Estimate for 421 Deerpath Dr is $466,700.