Listing provided courtesy of @properties Christie's International Real EstateMREDas Distributed by MLSGrid- MLS# 12621391MLS Provider

8806 WHISPERING PINES TrailWoodstock, IL 60098

Single Family · 4 Beds · 4 Full Baths · 3 Half Baths · 8,803 Sq. ft. | 33.00 Acres
$2,200,000 Active

8806 WHISPERING PINES Trail Overview

Time on Site:
19 days
Visits:
1

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.

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8806 WHISPERING PINES Trail Facts & Features

  • Type Single Family
  • Sq. ft. 8,803
  • Price/Sq.ft. $250
  • Lot 33.00 Acres

Details

General

Association/HOA

  • Association Fee: $0.00
  • Association Fee Frequency: Not Applicable
  • Association Fee Includes: None

School Information

  • School District: 200
  • Elementary School: Olson Elementary School
  • Middle Or Junior School: Northwood Middle School
  • High School: Woodstock North High School

Green Features

  • Green Energy Efficient: Photovoltaic/Solar System,Water Heater

Building Information

  • New Construction: No
  • Year Built: 2007

Location/Region

  • County Or Parish: McHenry
  • MLS Area Major: Bull Valley / Greenwood / Woodstock
  • Subdivision Name: Whispering Pines
  • Township: Dorr

Community/Development

  • Community Features: Lake, Street Paved

Tax Information

  • Tax Annual Amount: $27,707.08
  • Tax Year: 2025

General Information

  • New Construction: No
  • Ownership: Fee Simple
  • Parcel Number: 1312326006
  • Property Type: Residential
  • Special Listing Conditions: List Broker Must Accompany

Interior

Building Information

  • Approx. Total Finished SqFt.: 8803
  • Disability Access: No
  • Total SqFt.: 8803
  • Upper SqFt.: 1119

Parking Information

  • Garage Spaces: 4

Beds/Baths

  • Bathrooms Full: 4
  • Bathrooms Half: 3
  • Bathrooms Total: 7
  • Bedrooms Total: 4
  • Bedrooms Possible: 4

Building Interior

  • Fireplace Location: Family Room,Living Room,Master Bedroom,Other

General Information

  • Accessibility Features: Accessible Hallway(s)
  • Appliances: Double Oven, Microwave, Dishwasher, High End Refrigerator, Bar Fridge, Washer, Dryer, Disposal, Indoor Grill, Wine Refrigerator, Cooktop, Range Hood, Water Softener Owned, Gas Oven, Humidifier
  • Basement: Finished, Full, Walk-Out Access
  • Cooling: Central Air, Zoned
  • Door Features: Pocket Door(s)
  • Electric: Circuit Breakers, Service - 400 Amp or Greater, Photovoltaics Seller Owned
  • Fireplace Features: Wood Burning,Attached Fireplace Doors/Screen,Gas Log,Gas Starter
  • Fireplaces Total: 4
  • Flooring: Hardwood, Carpet
  • Foundation Details: Concrete Perimeter
  • Heating: Natural Gas, Forced Air, Radiant, Sep Heating Systems - 2+, Indv Controls, Zoned, Radiant Floor
  • Interior Features: Vaulted Ceiling(s), Sauna, Hot Tub, Wet Bar, 1st Floor Bedroom, 1st Floor Full Bath, Built-in Features, Walk-In Closet(s), High Ceilings, Beamed Ceilings, Special Millwork, Pantry, Workshop
  • Laundry Features: Main Level,Gas Dryer Hookup,In Unit,Sink
  • Living Area: 8803
  • Living Area Source: Estimated
  • Other Equipment: Water-Softener Owned, Central Vacuum, TV-Dish, Security System, CO Detectors, Ceiling Fan(s), Sump Pump, Air Purifier, Generator, Multiple Water Heaters, Security Cameras
  • Rooms Total: 13
  • Window Features: Skylight(s)

Exterior

Parking Information

  • Parking Features: Asphalt, Garage Door Opener, EV Ready, Yes, Garage Owned, Attached, Garage
  • Parking Total: 4

Lot Information

  • Additional Parcels: Yes
  • Lot Features: Cul-De-Sac, Nature Preserve Adjacent, Irregular Lot, Landscaped, Water Rights, Wooded, Mature Trees
  • Lot Size Acres: 33
  • Lot Size Dimensions: 33
  • Water Source: Well

Waterfront/View

  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Other
  • Construction Materials: Cedar, Stone
  • Roof: Asphalt

General Information

  • Exterior Features: Balcony, Hot Tub
  • Other Structures: Shed(s)
  • Sewer: Septic Tank

Room Information

Room: Bar/Entertainment

  • Level: Main
  • Dimensions: 8X7

Room: Dining Room

  • Level: Main
  • Dimensions: 15X19

Room: Foyer

  • Level: Main
  • Dimensions: 9X9

Room: Great Room

  • Level: Main
  • Dimensions: 24X31

Room: Heated Sun Room

  • Level: Main
  • Dimensions: 18X14

Room: Kitchen

  • Level: Main
  • Dimensions: 17X26

Room: Laundry

  • Level: Main
  • Dimensions: 11X19

Room: Master Bedroom

  • Level: Main
  • Dimensions: 17X22

Room: Pantry

  • Level: Main
  • Dimensions: 12X5

Room: Screened Porch

  • Level: Main
  • Dimensions: 18X21

Room: Study

  • Level: Main
  • Dimensions: 14X18

Room: Living Room

  • Level: N/A

Room: Bedroom 2

  • Level: Second
  • Dimensions: 13X18

Room: Bedroom 3

  • Level: Second
  • Dimensions: 15X17

Room: Bedroom 4

  • Level: Walkout Basement
  • Dimensions: 23X26

Room: Exercise Room

  • Level: Walkout Basement
  • Dimensions: 17X21

Room: Family Room

  • Level: Walkout Basement
  • Dimensions: 26X19

Room: Game Room

  • Level: Walkout Basement
  • Dimensions: 16X21

Room: Library

  • Level: Walkout Basement
  • Dimensions: 18X19

8806 WHISPERING PINES Trail Neighborhood

Community

60098 (WOODSTOCK) Demographics

40
Median Age
309
Population Density (per sq. mile)
40%
College Educated
$74,120
Estimated Median Income
8,571
Estimated Total Home Owners
3,800
Estimated Total Renters
69% / 31%
Estimated Owner / Renter Divide
3
Estimated Average Household Size
Community data courtesy of LiveBy, Inc.

Schools

School data courtesy of LiveBy, Inc. School ratings are based on a scale of 1-5, with 5 being the highest rating and 1 being the lowest rating.

8806 WHISPERING PINES Trail Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

8806 WHISPERING PINES Trail Market Data

Based on the last 30 days in this zip code

$904,383
Average List Price
$295
Average Price per Square Foot
38
Properties Sold
69
Average Days on Market
110
Properties for Sale
Calculations provided by Reliance Network

8806 WHISPERING PINES Trail History

Date Event Value Agent
6/15/2026Source: MRED Status Change
Active
6/10/2026Source: MRED Added to Database
June 10, 2026
6/20/2022Source: MRED Added to Database
January 27, 2022