$2,200,000

8806 WHISPERING PINES Trail, Woodstock, IL 60098

  • 4 beds |
  • 7 baths |
  • 8,803 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 2007
  • Property Lot Size Icon33acre lot
  • Property Parking Icon 4 car garage
  • Property Price Per Square Feet Icon $250/sqft
  • Property List Date Icon Listed ——

Property Description

Only once in a blue moon does a luxury property come to market that delivers both exceptional interior design and functionality along with extraordinary natural elements that together create the complete home, retreat, and investment package. Welcome to Whispering Pines, a magnificent 2007 custom-designed luxury residence offering 8,800 square feet on a breathtaking 33-acre sanctuary. This private retreat features an aerated and naturally filtered swimming pond with waterfall and beach, professionally landscaped perennial gardens, extensive wooded trails, and a towering pine forest. Located on the edge of Bull Valley just off the prestigious Valley Hill corridor and adjacent to IDNR protected lands, this expansive 1.5-story ranch-style home with walkout lower level offers tranquil natural views from nearly every room. Highlights include a main-level primary suite with fireplace and walkout terrace, luxurious primary bath, executive office, and a stunning two-story great room with beamed ceiling, oak hardwood floors, custom rail doors, stone fireplace, and dramatic floor-to-ceiling windows. The chef's kitchen is perfectly suited for entertaining with an expansive wet island, high-end appliances, walk-through pantry, and separate wet butler's pantry. Additional main-level features include a remarkable three-season room with skylights and grilling station, a study/sun room, and a spacious laundry room, all enjoying splendid natural views. The upper level offers two well-appointed bedroom suites with impressive exterior views plus unfinished attic space for future expansion. The walk-out lower level with radiant heated floors throughout features convenient dual staircases, a family room with fireplace, game room, generous guest suite, sauna, cold plunge tub, library, and much more. Additional highlights include a spacious four-car garage with new epoxy flooring and 240-volt EV connections, solar panel array, backup generator, hot tub with deck, and garden shed. Over $900,000 in thoughtful improvements have been invested over the last nine years. Nearly half of the contiguous acreage, located away from the home, is already subdivided into 3 to 3.5-acre parcels, offering profitable future divestment opportunities, while the mature pine woodlands can be retained for maximum privacy. Just 15 minutes to downtown Crystal Lake or Historic Woodstock Square and 30 minutes to Lake Geneva, this unique haven represents the total package for the most discerning luxury buyer seeking ultimate design, comfort, and privacy.

Listing Status:
Active
Data Last Updated:
June 22, 2026 at 12:20AM
Listing Office:
@properties Christie's International Real Estate : 815-245-4882
Listing Agent:
Troy Stukowski : 815-245-4882
MLS ID:
12621391
  • General: Vaulted Ceiling(s)SaunaHot TubWet Bar1st Floor Bedroom1st Floor Full BathBuilt-in FeaturesWalk-In Closet(s)High CeilingsBeamed CeilingsSpecial MillworkPantryWorkshop
  • Rooms: Exercise RoomFoyerGame RoomGreat RoomLibraryPantryScreened PorchStudyStorageHeated Sun Room
  • Master Bath: Double SinkDouble ShowerSoaking Tub
  • Appliances: Double OvenMicrowaveDishwasherHigh End RefrigeratorBar FridgeWasherDryerDisposalIndoor GrillWine RefrigeratorCooktopRange HoodWater Softener OwnedGas OvenHumidifier
  • Dining: Separate
  • Laundry: Main LevelGas Dryer HookupIn UnitSink
  • Basement: FinishedFullWalk-Out Access
  • Flooring: HardwoodCarpet
  • A/C: Central AirZoned
  • Heating: Natural GasForced AirRadiantSep Heating Systems - 2+Indv ControlsZonedRadiant Floor
  • Fireplace: Wood BurningAttached Fireplace Doors/ScreenGas LogGas StarterFireplaces: 4
  • Disability Feature: None
  • Eco/Green Feature: Photovoltaic/Solar SystemWater Heater
  • General: BalconyHot Tub
  • Style: Other
  • Other Structures: Shed(s)
  • Parking: AsphaltGarage Door OpenerEV ReadyYesGarage OwnedAttachedGarageParking spaces: 4
  • Roofing: Asphalt
  • Windows: Skylight(s)
  • General: 1.5 StoryConcrete Perimeter
  • HOA Amenities: LakeStreet Paved0.0Not Applicable
  • Originating MLS: mred
  • School District: 200
  • County: McHenry
  • Zoning: 1312326006
  • View: Water
  • Utilities: Circuit BreakersService - 400 Amp or GreaterPhotovoltaics Seller Owned
  • Water: Well
  • Sewer: Septic Tank
  • Source: mred
  • Ownership: Fee Simple

This listing courtesy of Troy Stukowski , @properties Christie's International Real Estate

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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