Woodstock, IL Homes

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  /116

  $2,200,000

  Pending

  • 4 Beds
  • 7 Baths
  • 8,803 Sq Ft

  8806 Whispering Pines Trail, Woodstock, IL 60098

  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

  Troy Stukowski @properties Christie's International Real Estate

  8806 Whispering Pines Trail, Woodstock, IL 60098
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• 

  

  /2

  $1,400

  Total Monthly Price

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft
  • Condo for Rent

  511 S Jefferson St Unit 511, Woodstock, IL 60098

  A quiet all-brick ranch with a flexible floor plan; one bedroom can be used as a dining room, den, or office. @ private off-street parking spaces. Just a few blocks to the famous Square and located among beautiful Victorian homes, you have convenient access to the shopping, business, and entertainment venues. The train station for getting into Chicago is only 5 blocks away. The building and

  511 S Jefferson St Unit 511, Woodstock, IL 60098
• 

  

  /2

  $785,000

  Sold Oct 17, 2025

  1541 W Longwood Dr, Bull Valley, IL 60098

  • 5 Beds
  • 5.5 Baths
  • 5,441 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $144/SF
  • 33 Days On Market

  Current Estimated Value $849,156

  Last Listing Agent John Morrison @properties Christie's International Real Estate

  1541 W Longwood Dr, Bull Valley, IL 60098
• 

  

  

  /13

  Est $398,389

  Not Listed For Sale

  2780 Trillium Ln, Woodstock, IL 60098

  • 3 Beds
  • 2.5 Baths
  • 1,821 Sq Ft
  • Built 2019

  2780 Trillium Ln, Woodstock, IL 60098

  Last Sold Summary

  • 29 Days On Market

  Last Listing Agent Rick Bellairs Berkshire Hathaway HomeServices Starck Real Estate
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  /18

  $430,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,362 Sq Ft

  Townsend Plan at Riverwoods - Single Family, Woodstock, IL 60098

  The entryway leads to the first level of this new two-story home, where a versatile living room can be found off the foyer while the family room, dining room and kitchen share an open-concept design for seamless everyday living. Upstairs, four bedrooms provide enough space for a growing family.

  Lennar Builder

  4258 Meadowridge Road St Unit 36950493, Woodstock, IL 60098
• 

  

  /13

  $1,550 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,500 Sq Ft
  • Townhouse for Rent

  765 Washington St, Woodstock, IL 60098

  Amazingly located 2 Story townhouse! The great 2 bedroom and 1.5 bathroom home truly has it all! With 2 large bedrooms on the 2nd level with a full bathroom, and spacious living room with a combo dining area leading to the kitchen on the main level along with a half bath there is ample room for family and entertaining. The home also has an attached private 1 car garage, in unit laundry and a full

  Dawn Bremer Keller Williams Success Realty

  765 Washington St, Woodstock, IL 60098
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  /32

  $255,000

  Sold May 11, 2026

  1704 Sebastian Rd, Woodstock, IL 60098

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft

  Last Sold Summary

  • 11% Below List Price
  • $182/SF
  • 28 Days On Market

  Current Estimated Value $264,527

  Last Listing Agent Anthony Christofalos Anthony Christofalos

  1704 Sebastian Rd, Woodstock, IL 60098
• 

  

  /26

  Est $459,009

  Not Listed For Sale

  232 Springwood Dr, Woodstock, IL 60098

  • 4 Beds
  • 2.5 Baths
  • 2,665 Sq Ft
  • Built 2018

  232 Springwood Dr, Woodstock, IL 60098

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Mandy Montford Baird & Warner
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  /18

  $516,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,362 Sq Ft

  Townsend Plan at Clublands of Antioch - Horizon Series, Woodstock, IL 60098

  The entryway leads to the first level of this new two-story home, where a versatile living room can be found off the foyer while the family room, dining room and kitchen share an open-concept design for seamless everyday living. Upstairs are all four bedrooms to provide restful retreats, including a large owner’s suite with a private bathroom and walk-in closet. An unfinished basement provides

  Lennar Builder

  2303 Scenic Dr Unit 37604122, Woodstock, IL 60098
• 

  

  /21

  $2,300 Per Month

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Condo for Rent

  908 Wheeler St Unit 1, Woodstock, IL 60098

  Welcome home to this beautifully updated 3-bedroom, 2-bath first-floor unit in a well-maintained Woodstock duplex. Featuring an updated kitchen, remodeled bathrooms, in-unit laundry, newer flooring throughout, and abundant natural light, this home offers the perfect blend of comfort, character, and convenience. The rent includes one detached garage space, additional off-street parking, and a full

  908 Wheeler St Unit 1, Woodstock, IL 60098
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  /34

  $365,500

  Sold Sep 16, 2025

  241 Hoy Ave, Woodstock, IL 60098

  • 4 Beds
  • 2 Baths
  • 1,606 Sq Ft
  • Built 1894

  Last Sold Summary

  • 4% Above List Price
  • $228/SF
  • 3 Days On Market

  Current Estimated Value $375,860

  Last Listing Agent Kim Keefe Compass

  241 Hoy Ave, Woodstock, IL 60098
• 

  

  /16

  Est $348,641

  Not Listed For Sale

  1849 Powers Rd, Woodstock, IL 60098

  • 4 Beds
  • 2.5 Baths
  • 1,738 Sq Ft
  • Built 2013

  1849 Powers Rd, Woodstock, IL 60098

  Last Sold Summary

  • 2 Days On Market

  Last Listing Agent Angel Collins Berkshire Hathaway HomeServices Starck Real Estate
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  /14

  $452,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,723 Sq Ft

  Rutherford Plan at Clublands of Antioch - Andare Series, Woodstock, IL 60098

  This new home offers a low-maintenance design contained to a convenient single level. An open-concept floorplan combines the kitchen, living and dining areas for seamless entertaining and multitasking. Two secondary bedrooms share a private hallway near the entry, and the owner’s suite is tucked into a rear corner with a private bathroom and walk-in closet. A two-car garage and an unfinished

  Lennar Builder

  2303 Scenic Dr Unit 37604118, Woodstock, IL 60098
• 

  

  /13

  $1,625 Per Month

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft
  • Apartment for Rent

  301 N Madison St Unit 3C, Woodstock, IL 60098

  Discover Modern Living in the Heart of Charming Woodstock! This Exquisite Third Floor Apartment is Designed for Comfort and Style. Step Inside to Find a Beautifully Appointed 1 Bedroom, 1 Bathroom Residence where Contemporary Design Meets Everyday Convenience. The Sleek Kitchen is a Chef's Dream, Featuring High-End Quartz Counters, Elegant Shaker-Style Cabinets, and Stainless Steel Appliances,

  Brian Overheidt Grid 7 Properties

  301 N Madison St Unit 3C, Woodstock, IL 60098
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  /21

  $180,000

  Sold Nov 05, 2025

  1026 Clay St, Woodstock, IL 60098

  • 1 Bed
  • 1 Bath
  • 630 Sq Ft
  • Built 1920

  Last Sold Summary

  • 8% Below List Price
  • $286/SF
  • 5 Days On Market

  Current Estimated Value $184,044

  Last Listing Agent Katarzyna Czesak Berkshire Hathaway HomeServices Starck Real Estate

  1026 Clay St, Woodstock, IL 60098
• 

  

  /23

  Est $457,204

  Not Listed For Sale

  261 Springwood Dr, Woodstock, IL 60098

  • 4 Beds
  • 3.5 Baths
  • 2,733 Sq Ft
  • Built 2018

  261 Springwood Dr, Woodstock, IL 60098

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Mercedes Novales Realty of America, LLC
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  /34

  $2,871,000

  • Land
  • 174 Acres
  • $16,500 per Acre

  0000 N Rose Farm Rd, Woodstock, IL 60098

  Prime 174 +/- acre tillable farm at the visible corner of Rose Farm Road and US Hwy 14 between Woodstock and Harvard, IL. This building-free productive farmland features rich silt loam soils and strong PI score (119.6), delivering immediate row-crop income. Highway frontage and dual-road access make it ideal for commercial, industrial, or gas station development while preserving current farm use.

  Nicholas Mason Hayden Outdoors Real Estate

  0000 N Rose Farm Rd, Woodstock, IL 60098
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  /16

  $1,650 Per Month

  • 2 Beds
  • 1.5 Baths
  • 995 Sq Ft
  • Condo for Rent

  601 S Jefferson St Unit 2, Woodstock, IL 60098

  Welcome to 601 S Jefferson St Unit 2 - This beautifully refreshed ~1,000 sq ft, 2-bedroom upper unit offers a bright and inviting layout with thoughtful updates throughout. Enjoy brand-new flooring, fresh drywall and paint, updated bathroom amenities, and select new appliances that bring both comfort and style to everyday living. Ideally located near the historic Square, shopping, and dining,

  601 S Jefferson St Unit 2, Woodstock, IL 60098
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  /24

  $215,000

  Sold Aug 06, 2026

  1415 Walnut Dr, Woodstock, IL 60098

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1950

  Last Sold Summary

  • $239/SF
  • 10 Days On Market

  Current Estimated Value $211,080

  Last Listing Agent Josh Brown Berkshire Hathaway HomeServices Starck Real Estate

  1415 Walnut Dr, Woodstock, IL 60098
• 

  

  /14

  Est $350,480

  Not Listed For Sale

  2513 Verdi St, Woodstock, IL 60098

  • 2 Beds
  • 2 Baths
  • 1,641 Sq Ft
  • Built 2013

  2513 Verdi St, Woodstock, IL 60098

  Last Sold Summary

  • 4 Days On Market

  Last Listing Agent Clancy Green Berkshire Hathaway HomeServices Starck Real Estate
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  /45

  $949,000

  • 4 Beds
  • 3 Baths
  • 5,171 Sq Ft

  13118 Illinois 176, Woodstock, IL 60098

  Nature lover's paradise! This impeccably maintained 4-bedroom, 3-bath Tudor-style home is privately nestled on 35 scenic acres featuring 5 fenced cattle pastures, 2 ponds, mature woods, meadows, and established walking trails. Enjoy peaceful country living between Woodstock, Crystal Lake, and Marengo with convenient access to I-90. Inside, expansive windows showcase stunning views in every

  Clancy Green Berkshire Hathaway Starck Real Estate

  13118 Illinois 176, Woodstock, IL 60098
• 

  

  /15

  $3,000 Per Month

  • 3 Beds
  • 1.5 Baths
  • 1,701 Sq Ft
  • House for Rent

  11305 Ballard Rd, Woodstock, IL 60098

  Beautifully maintained and fully furnished, this 3-bedroom, 1.5-bath home is available for rent in Woodstock. This charming property offers a comfortable layout with spacious living areas, abundant natural light, and a warm, inviting atmosphere. Enjoy the convenience of a move-in-ready home featuring tasteful furnishings and all the comforts you need. Relax and unwind in the beautiful sunroom,

  vanessa elliott LPT Realty

  11305 Ballard Rd, Woodstock, IL 60098
• 

  

  /25

  $354,000

  Sold Apr 15, 2026

  1025 Queen Anne St, Woodstock, IL 60098

  • 4 Beds
  • 2 Baths
  • 2,300 Sq Ft
  • Built 1932

  Last Sold Summary

  • 1% Above List Price
  • $154/SF
  • 2 Days On Market

  Current Estimated Value $356,158

  Last Listing Agent Miranda Alt Keller Williams Success Realty

  1025 Queen Anne St, Woodstock, IL 60098
• 

  

  /24

  Est $276,988

  Not Listed For Sale

  245 Wildmeadow Ln, Woodstock, IL 60098

  • 3 Beds
  • 2.5 Baths
  • 1,400 Sq Ft
  • Built 2018

  245 Wildmeadow Ln, Woodstock, IL 60098

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Brian Gentzle Suburban Life Realty, Ltd.
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  /55

  $3,445,000

  • 6 Beds
  • 5.5 Baths
  • 12,175 Sq Ft

  8508 Illinois 120, Woodstock, IL 60098

  Extraordinary 12,000+ SQ FT Country Estate, including Guest House, on 34+ acres (combination of woods, wetlands & open area)....NONE OTHER LIKE IT (view the 2.5 minute virtual tour for a great overview)....Geared toward family entertainment....Magnificent water views of the private pond and neighboring water features....Full renovation (to the "studs") of both the Main house & Guest house

  Chris Bartnick Berkshire Hathaway HomeServices Starck Real Estate

  8508 Illinois 120, Woodstock, IL 60098
• 

  

  /8

  $1,625 Per Month

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft
  • Condo for Rent

  301 N Madison St Unit 3C, Woodstock, IL 60098

  Discover Modern Living in the Heart of Charming Woodstock! This Exquisite Third Floor Apartment is Designed for Comfort and Style. Step Inside to Find a Beautifully Appointed 1 Bedroom, 1 Bathroom Residence where Contemporary Design Meets Everyday Convenience. The Sleek Kitchen is a Chef's Dream, Featuring High-End Quartz Counters, Elegant Shaker-Style Cabinets, and Stainless Steel Appliances,

  301 N Madison St Unit 3C, Woodstock, IL 60098
• 

  

  /25

  $315,500

  Sold Jun 02, 2026

  1118 Blakely St, Woodstock, IL 60098

  • 2 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1957

  Last Sold Summary

  • 5% Above List Price
  • $175/SF
  • 4 Days On Market

  Current Estimated Value $306,168

  Last Listing Agent John O'Laughlin Keller Williams North Shore West

  1118 Blakely St, Woodstock, IL 60098
• 

  

  /19

  Est $349,228

  Not Listed For Sale

  2527 Verdi St, Woodstock, IL 60098

  • 2 Beds
  • 2 Baths
  • 1,825 Sq Ft
  • Built 2013

  2527 Verdi St, Woodstock, IL 60098

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Peter Klocek Berkshire Hathaway HomeServices Starck Real Estate
• 

  

  /40

  $475,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,593 Sq Ft

  1004 Golden Ave, Woodstock, IL 60098

  The look of millions for the cost of much less....That's what you get with this Golden opportunity! The first thing you notice while driving down Golden Avenue is the stunning and massive stone mailbox that mirrors the stonework inside your new kitchen and living space. Once you step inside, you'll notice 20 foot ceilings soaring over the gas fireplace framed in by a beautiful stone wall. This

  Rob Morrison Coldwell Banker Realty

  1004 Golden Ave, Woodstock, IL 60098
• 

  

  /13

  $1,625 Per Month

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft
  • Apartment for Rent

  301 N Madison St Unit 3D, Woodstock, IL 60098

  Discover Modern Living in the Heart of Charming Woodstock! This Exquisite Third Floor Apartment is Designed for Comfort and Style. Step Inside to Find a Beautifully Appointed 1 Bedroom, 1 Bathroom Residence where Contemporary Design Meets Everyday Convenience. The Sleek Kitchen is a Chef's Dream, Featuring High-End Quartz Counters, Elegant Shaker-Style Cabinets, and Stainless Steel Appliances,

  Brian Overheidt Grid 7 Properties

  301 N Madison St Unit 3D, Woodstock, IL 60098
• 

  

  /17

  $355,000

  Sold Jul 14, 2026

  264 Joseph St, Woodstock, IL 60098

  • 4 Beds
  • 2 Baths
  • 1,819 Sq Ft
  • Built 1988

  Last Sold Summary

  • 1% Above List Price
  • $195/SF
  • 1 Day On Market

  Current Estimated Value $347,724

  Last Listing Agent Robyn Lynn Agrifoglio Berkshire Hathaway HomeServices Starck Real Estate

  264 Joseph St, Woodstock, IL 60098
• 

  

  /9

  Est $793,136

  Not Listed For Sale

  12512 Pleasant Valley Rd, Woodstock, IL 60098

  • 2 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1940

  12512 Pleasant Valley Rd, Woodstock, IL 60098

  Last Sold Summary

  • 156 Days On Market

  Last Listing Agent John Harding Berkshire Hathaway HomeServices Starck Real Estate
• 

  

  /21

  $449,275

  New Construction $32K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft

  3816 Meadowridge Rd, Woodstock, IL 60098

  Set among a single-level design, this home features a spacious foyer that leads directly into the family room, dining room and kitchen at the back of the residence. Three bedrooms offer plenty of space for small and growing families. The generous owner’s suite is host to a walk-in closet and an en-suite bathroom.

  Lennar Builder

  3816 Meadowridge Rd, Woodstock, IL 60098
• 

  

  /13

  $1,625 Per Month

  • 1 Bed
  • 1 Bath
  • 736 Sq Ft
  • Condo for Rent

  301 N Madison St Unit 3D, Woodstock, IL 60098

  Discover Modern Living in the Heart of Charming Woodstock! This Exquisite Third Floor Apartment is Designed for Comfort and Style. Step Inside to Find a Beautifully Appointed 1 Bedroom, 1 Bathroom Residence where Contemporary Design Meets Everyday Convenience. The Sleek Kitchen is a Chef's Dream, Featuring High-End Quartz Counters, Elegant Shaker-Style Cabinets, and Stainless Steel Appliances,

  301 N Madison St Unit 3D, Woodstock, IL 60098
• 

  

  /33

  $368,500

  Sold Jan 12, 2026

  908 Hickory Rd, Woodstock, IL 60098

  • 4 Beds
  • 2.5 Baths
  • 2,411 Sq Ft
  • Built 1971

  Last Sold Summary

  • 13% Below List Price
  • $153/SF
  • 76 Days On Market

  Current Estimated Value $392,272

  Last Listing Agent Kim Keefe Compass

  908 Hickory Rd, Woodstock, IL 60098
• 

  

  /27

  Est $323,525

  Not Listed For Sale

  840 Butterfield Rd, Wood Stock, IL 60098

  • 2 Beds
  • 2 Baths
  • 1,338 Sq Ft
  • Built 2014

  840 Butterfield Rd, Wood Stock, IL 60098

  Last Sold Summary

  • 1 Day On Market

  Last Listing Agent Patrick Kalamatas 103 Realty
• 

  

  /24

  $399,000

  $51K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  3914 Raycraft Rd, Woodstock, IL 60098

  Discover the possibilities on this expansive 1.35-acre property in a desirable Woodstock location! Surrounded by mature trees-including a full-grown apple tree in the backyard-the generous lot offers abundant space to relax, garden, entertain, and enjoy the outdoors. Inside, you'll find four bedrooms and 2.5 baths, with flexible rooms that can easily serve as guest bedrooms, home offices, hobby

  Steven Garcia HomeSmart Connect LLC

  3914 Raycraft Rd, Woodstock, IL 60098
• 

  

  /30

  $1,725 Per Month

  • 2 Beds
  • 1.5 Baths
  • Townhouse for Rent

  1186 Greenwood Cir Unit 9D, Woodstock, IL 60098

  Enjoy this beautifully-upgraded 2 bed/1.1 bath townhouse with 2 levels and an attached garage. Washer/dryer are on the 2nd floor in the laundry closet near the bedrooms. Very quiet and cozy unit waiting for you to rent. Tenant pays utilities (gas and electric).

  Carmen Outlaw Century 21 S.G.R., Inc.

  1186 Greenwood Cir Unit 9D, Woodstock, IL 60098
• 

  

  /8

  $40,000

  Sold Mar 26, 2026

  1551 W Longwood Dr, Bull Valley, IL 60098

  • Land
  • 1 Acre
  • $40,000 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 186 Days On Market

  Current Estimated Value $43,333

  Last Listing Agent Stephanie Berry Berkshire Hathaway HomeServices Starck Real Estate

  1551 W Longwood Dr, Bull Valley, IL 60098
• 

  

  /35

  Est $416,019

  Not Listed For Sale

  1731 Roger Rd, Woodstock, IL 60098

  • 4 Beds
  • 2.5 Baths
  • 2,952 Sq Ft
  • Built 2010

  1731 Roger Rd, Woodstock, IL 60098

  Last Sold Summary

  • 5 Days On Market

  Last Listing Agent James Pellegrino Berkshire Hathaway HomeServices Starck Real Estate

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