Set on over 27 acres in unincorporated McHenry County, this one-of-a-kind property defies categories. With more than 6,500 square feet of living space, it offers a flexible floorplan full of possibility-multiple bedrooms, bonus rooms, lofts, and spaces that invite imagination. From the moment you enter, it's clear this place is special. Authentic Saltillo tile floors warm the great room, kitchen, and office, complementing the soaring ceilings and statement fireplace in the family room. The current owner has infused the property with character at every turn-hundreds of thousands invested in thoughtful upgrades that respect the spirit of the home while elevating it. The kitchen features 2022 appliances and upgrades. The primary suite is a retreat of its own, complete with new hardwood floors and a spa-like bathroom where you can soak while looking out over your private acreage. A bonus room-accessible from the suite or a private staircase in the garage-could be an art studio, playroom, home theater. The third-floor loft adds a fun surprise, and the walkout lower level includes a bedroom, bathroom, and bar-perfect for guests or extended living. Outdoor living is just as compelling: multiple decks, gazebos, a stocked fishing pond, fireplaces, fire pits, ATV trails and views that go on for miles.The garage? It's a split 6+ car haven with room for toys, tools, and more. One of the garages has been transformed into a luxury dog suite-yes, climate controlled with a dog washing sink and direct access to a whimsical "dog woods"---one acre completely fenced with metal fencing and winding mulched paths. In addition, there are 10 acres fenced with an invisible fence. At the road, there are approximately 10 acres, which could be converted for horse pasture land. New roof, water heater, and one new HVAC system in 2024. Just imagine the possibilities as your family retreat or full time home. Close to Lake Geneva and charming downtown Woodstock, with commuter train access in nearby Harvard.
Single-familyProperty Type
2004Year Built
27.43 acresLot Size
$206Price/Sq.Ft.
6 car garageParking
Listed by Tami Hamilton• @properties Christie's International Real Estate
Bought with Matt Hernacki• MisterHomes Real Estate
Est. $4,000 per month, based on comparable rentals
Sale and tax history for 20719 Highview Rd
Sale History
Tax History
Date
Event
Price
MRED as Distributed by MLS Grid #12378849
Apr 17, 2026
Sold (MLS) (Closed)
$1,350,000
$206/sq ft
Apr 15, 2026
Pending
—
Mar 9, 2026
Contingent (Contingent - Continue to Show)
—
Aug 27, 2025
Price Changed
$1,350,000
$206/sq ft
May 30, 2025
Listed (Active)
$1,400,000
$214/sq ft
MRED as Distributed by MLS Grid #12340031
May 30, 2025
Listing Removed
—
Apr 16, 2025
Listed (Active)
*
MRED as Distributed by MLS Grid #11016031
Nov 1, 2021
Sold (MLS) (Closed)
$790,000
$121/sq ft
Oct 13, 2021
Pending (Active Under Contract)
—
Sep 27, 2021
Price Changed
$849,000
$130/sq ft
Sep 11, 2021
Relisted (Active)
—
Jul 14, 2021
Pending (Active Under Contract)
—
Jun 21, 2021
Pending (Contingent)
—
Mar 10, 2021
Listed (New)
$879,000
$134/sq ft
+55
Magnificent custom home on 28 beautiful acres! This home has it all! Soaring ceilings with 12 skylights and windows everywhere !Custom built in cabinets and shelving. Unique kitchen design with built in bar/counter top table, perfect for entertaining. Two master bedrooms both with private baths and built in beds, 1st mater bath measuring 23x15 with sunken tub and separate shower. Bonus room 38x28 off master with garage access.Lower level rec room with custom wet bar.. walk out to stamped concrete patio over looking small pond with 2 water falls. Gazebo with gas fireplace, fully stocked large pond and so much more. Dual attached garages both heated total of 6 cars plus! This is truly an amazing home! ** So many custom built ins that will stay**
MRED as Distributed by MLS Grid #10132156
Nov 25, 2019
Listing Removed
—
Apr 4, 2019
Price Changed
*
Nov 6, 2018
Listed (New)
*
Year
Property tax
Land + Additions
Assessment*
2025
$15,637 (+1.9%)
$142,660 + $83,626
$226,286
2024
$15,349 (+0.5%)
$134,992 + $79,131
$214,123
2023
$15,272 (+0.3%)
$124,543 + $73,006
$197,549
2013
$15,226 (+0.3%)
$54,807 + $109,589
$164,396
2012
$15,186 (−1.4%)
$58,492 + $116,957
$175,449
2011
$15,396 (+6.6%)
$60,189 + $129,368
$189,557
2010
$14,449 (+5.3%)
$60,939 + $130,979
$191,918
2008
$13,728 (+5.3%)
$66,462 + $142,850
$209,312
2007
$13,037
$67,680 + $145,468
$213,148
Public record
Public record
Permits
Beds
—
Baths
—
Stories
2
Lot width
—
Lot depth
—
Lot size
27.43 Acres
Year renovated
—
Sq. Ft.
3,105
Year built
2004
Style
Single Family Residential
County
McHenry County
APN
06-25-177-005
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jun 15, 2026.
Dec 30, 2010 • Final
Residential accessory structure
ADU
Mar 19, 2003 • Final
Residential single family residence
New construction
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.