Welcome to 5606 Winding Road in Paradise Grove, where simple luxury, timeless traditional finishes and a floor plan that can comfortably accommodate for years to come awaits you. Adorned with Pottery Barn lighting, Kohler fixtures, handsome millwork and statement ceilings, a refined timeless quality permeates this exceptional home. With over 5600 SF of finished living space including 5-6 bedrooms, 4 full baths, a finished English basement, and a 3+ car garage, it offers an accommodating floor plan for your household's changing needs over time. From your circular driveway (2022), the front exterior captivates with classic brick, stone and cedar accentuated with arched, transom and bay windows. Stepping inside the two-story foyer, you are welcomed by a handsomely appointed Living Room with marble fireplace (chimney rebuilt, new stainless liner 2021), a spacious Dining Room with a tray ceiling and Pottery Barn chandelier, gleaming hardwood floors and a custom split staircase. A main level Bedroom suite with crown molding, wainscoting, built-in window seat, walk in closet and a beautifully remodeled full Bath offers multiple options for home office, guests or multi-generational living. The two-story vaulted Family Room, with a soaring brick fireplace (chimney rebuilt, new stainless liner 2021), is filled with light from two levels of arched windows. The classically renovated cook's Kitchen (2023) with a spacious table area and island seating features all newer Viking appliances, Quartzite counters and backsplash, an expansive storage island and abundant counter space. Conveniently located between the 3+ car Garage and Kitchen is a spacious, completely redone Laundry/Mud Room (2024) with storage cabinetry, quartz counters, new Electrolux washer and dryer (2026) and undermount utility sink. Upstairs, you'll appreciate the four spacious Bedrooms offering generous proportions and ample closet space. The sprawling Primary Suite features two walk-in closets and a private Luxury Bath with Kohler freestanding tub, custom glass tile shower, privacy water closet, separate vanities and extra counter space. The beautifully remodeled Hall Bath with dual vanities is also accessible from the second Bedroom. The inviting English lower level with 9 foot pour includes a Recreation Room, game area, potential 6th Bedroom, full Bath, and large unfinished storage area with exterior access to the back yard. From your spacious 340 SF deck, enjoy views of the one-acre park like setting with sprinkler system (2025) that has been professionally landscaped to add privacy and change with the seasons. Upgraded home technology adds confidence and comfort featuring a Generac generator system (2023), dual zoned UV air filtering and whole house humidistats (2021), ADS security system (2021) water softener system with iron filtration (2023/2025), and a newer garage door belt drive system with smart garage door openers (2023). Many major aspects of this meticulously cared for home have been updated, including custom Marvin windows and French patio door and Hunter Douglas wood blinds throughout (2021), hardwood floors (2021), carpet (2026), interior and exterior lighting, switches and thermostats (2021), all Schlage door and cabinet hardware (2021), Viking Kitchen appliances (2022), Electrolux washer and dryer 2026, both chimneys with new stainless liners (2021), interior paint, deck restained (2026), driveway (2022), sidewalks, front steps, railings and rebricking (2022), tuckpointing (2022), exterior shutters replaced (2021) and well pump (2023). The oversized 792 SF 3+ car garage with 8 foot doors is drywall finished with Rubbermaid organizers and volume ceilings for additional storage. Conveniently located in one of Crystal Lake's most wanted neighborhoods in outstanding Prairie Grove District 46 and Prairie Ridge HS District 155, just minutes to shopping, health care, two Metra train stations and outdoor recreation! This one has it all!
Single-familyProperty Type
1996Year Built
1.33 acresLot Size
$156Price/Sq.Ft.
$13/moHOA Dues
3 car garageParking
Listed by Dawn Hinton• Berkshire Hathaway HomeServices Starck Real Estate
Bought with Barbara Cullen• @properties Christie's International Real Estate
Est. $2,200 per month, based on comparable rentals
Sale and tax history for 5606 Winding Rd
Sale History
Tax History
Date
Event
Price
MRED as Distributed by MLS Grid #12598067
Jun 30, 2026
Sold (MLS) (Closed)
$879,900
$156/sq ft
MRED as Distributed by MLS Grid #11075476
Aug 31, 2021
Sold (MLS) (Closed)
$532,900
$95/sq ft
Aug 14, 2021
Pending (Active Under Contract)
—
Aug 4, 2021
Price Changed
$548,000
$97/sq ft
Jun 16, 2021
Price Changed
$570,000
$101/sq ft
May 3, 2021
Listed (New)
$575,000
$102/sq ft
+27
Welcome to your new home! Stunning traditional brick home in Paradise Grove. The perfect home to welcome friends and family. Host your special occasions in all seasons. From the inviting foyer, the formal living room with gas fireplace is to your left and to the right is the formal dining room with bay window. The vaulted family room with soaring brick gas fireplace. Large eat-in kitchen with center island for more seating and storage. First floor laundry with laundry chute from 2nd floor. The first floor office has a closet and can be a true inlaw arrangement as there is a full bath adjacent. On the second floor is the Primary bedroom and ensuite with separate vanities. 3 more bedrooms on second floor. Jack and Jill hall bath with 2 vanities and pocket door to 2nd bedroom. All of the bedrooms feature vaulted ceilings and large closets. The English basement has another full bath, family room, office and plenty of storage as well as a walk-out to the backyard. This fabulous home is located in a wonderful quiet neighborhood in the highly sought after Prairie Grove Elementary and Prairie Ridge High School districts. Nearby shopping and dining and the Metra with two train stations in Crystal Lake to Chicago. Roof is new in 2013, Water Heater in 2015, Well pump in 2016, cedar siding painted in 2020, 2 Furnaces and 2 A/C new in 2017. So much value in this home!
Public Records
May 26, 1999
Sold
$420,000
$75/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$18,059 (+4.2%)
$48,643 + $198,617
$247,260
2024
$17,339 (+1.1%)
$44,427 + $181,402
$225,829
2023
$17,158 (+22.4%)
$39,841 + $162,678
$202,519
2022
$14,016 (+50.4%)
$42,498 + $118,616
$161,114
2021
$9,321 (−26.0%)
$39,844 + $111,209
$151,053
2020
$12,590 (+2.6%)
$38,650 + $107,876
$146,526
2019
$12,272 (+24.0%)
$36,747 + $102,563
$139,310
2018
$9,897 (−2.6%)
$29,120 + $105,055
$134,175
2017
$10,157 (−3.9%)
$29,120 + $105,055
$134,175
2016
$10,566 (−5.3%)
$27,898 + $100,647
$128,545
2015
$11,160
$26,618 + $96,028
$122,646
2013
$11,149 (−2.2%)
$25,332 + $91,389
$116,721
2012
$11,397 (+0.6%)
$26,912 + $97,088
$124,000
2011
$11,326 (+0.7%)
$28,611 + $107,488
$136,099
2010
$11,249 (+5.0%)
$30,824 + $115,803
$146,627
2008
$10,713 (−14.7%)
$32,823 + $123,313
$156,136
2007
$12,565
$33,648 + $155,446
$189,094
Public record
Public record
Zoning
Permits
Beds
4
Baths
—
Stories
2
Lot width
—
Lot depth
—
Lot size
1.33 Acres
Year renovated
—
Sq. Ft.
3,712
Year built
1996
Style
Single Family Residential
County
McHenry County
APN
14-35-301-011
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 24, 2026.
E1
Estate District
The intent of the E-1 Estate District is to accommodate single-family residences on a minimum of 1 acre that, due to topography and location, are well suited for single-family use. The E-1 District is intended to be located in close proximity to municipalities or historic town centers where infrastructure and services are readily accessible, to encourage the compact and contiguous development policy of the 2030 Plan, and shall take into consideration the densities of the adjacent municipality.
Permitted uses
Include but are not limited to:
Housing-Single unit
Public service
Educational/school
Fire house
Police station
Park & open space
Aug 26, 2025 • Final
Residential service upgrades
Electrical
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.