Woodstock, IL Homes for Sale under $400,000

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  /14

  $224,900

  $15K PRICE DROP Pending

  • 3 Beds
  • 1 Bath
  • 1,125 Sq Ft

  110 N Seminary Ave, Woodstock, IL 60098

  Now Offered at a New Price! This inviting Woodstock home combines classic charm with a convenient location just minutes from the Historic Woodstock Square, Metra, schools, parks, dining, and shopping. Featuring 3 bedrooms, a full basement, and ample parking, this property offers exceptional value for buyers looking to personalize a home in an established neighborhood. Don't miss your

  Christopher Lobrillo Grandview Realty, LLC

  110 N Seminary Ave, Woodstock, IL 60098
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• 

  

  

  /17

  $189,900

  • 2 Beds
  • 2 Baths
  • 881 Sq Ft

  541 Leah Ln Unit 2C, Woodstock, IL 60098

  10+++ Move Right Into This Beautiful Updated 2 Bed 2 Bath 2nd Floor Condo. Spacious Family Room With Eating Area. Galley Kitchen With Granite Counters And Ample Counter Space. Large Primary Suite With Full Bath And Custom Closet Organizers. Spacious Second Bedroom With Ample Closet Space. In Unit Washer/Dryer. Private Balcony. Garage Parking. Walk To Shopping And Parks.

  Reid Anderson Real Broker, LLC

  541 Leah Ln Unit 2C, Woodstock, IL 60098
• 

  

  

  /3

  $331,990

  New Construction $40K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 1,780 Sq Ft

  4111 Meadowridge Rd, Woodstock, IL 60098

  **HOMESITE # 7002 * SPECIAL INCENTIVES AVAILABLE! FALL DELIVERY! Introducing the Marianne, a newly designed two-story duplex that seamlessly blends comfort and elegance. This model offers three spacious bedrooms, two full baths, a half bath, complete with a two-car garage for added convenience. The first floor features the great room, the focal point of the home, effortlessly flowing into the

  Bill Flemming HomeSmart Connect LLC

  4111 Meadowridge Rd, Woodstock, IL 60098
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  /30

  $240,000

  $10K PRICE DROP Pending

  • 4 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  107 W Melody Ln, Woodstock, IL 60098

  Opportunity awaits in this 4-bedroom, 1.5-bath split-level home in historic Woodstock! Offering an abundance of potential, this property is ready for your vision and personal touches. The spacious floor plan features four generously sized bedrooms, a large living room that opens into the kitchen. Additional highlights include an attached 2-car garage and a fully fenced backyard with plenty of

  Chrissy Newbold RE/MAX Connections II

  107 W Melody Ln, Woodstock, IL 60098
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  /34

  $379,900

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  558 Barbary Ln, Woodstock, IL 60098

  Turnkey and move-in ready! This beautifully maintained 3-bedroom, 2.5-bath raised ranch offers the perfect combination of comfort, style, and convenience. Ideally located just minutes from the historic Woodstock Square and all the shopping, dining, and conveniences along the Route 47 corridor, this home is ready to impress. Recent updates include a brand-new roof, new deck, and new carpet

  Paul Dimmick Keller Williams Success Realty

  558 Barbary Ln, Woodstock, IL 60098
• 

  

  /21

  $356,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,853 Sq Ft

  2334 Heartwood Ln, Woodstock, IL 60098

  This new two-story home is host to an inviting open-concept layout on the first floor to maximize interior space, with a nearby patio offering seamless outdoor entertainment and leisure. Three bedrooms can be found upstairs, including the luxurious owner’s suite at the back of the home, offering access to a spa-inspired bathroom and walk-in closet.

  Lennar Builder

  2334 Heartwood Ln, Woodstock, IL 60098
• 

  

  /30

  $242,000

  Pending

  • 4 Beds
  • 1.5 Baths
  • 1,872 Sq Ft

  Unlisted Address

  Opportunities like this don't come around often in historic Woodstock. Tucked away just a stone's throw from the heart of downtown, this classic American Foursquare is a time capsule of craftsmanship waiting for its next chapter. From the moment you step inside, the original woodwork and rich hardwood floors tell a story of a bygone era, offering a solid foundation for your creative vision. The

  Jose Rey Compass

  Unlisted Address
• 

  /2

  $339,990

  New Construction Pending

  • 2 Beds
  • 2 Baths
  • 1,512 Sq Ft

  2342 Heartwood Ln, Woodstock, IL 60098

  Bill Flemming HomeSmart Connect LLC

  2342 Heartwood Ln, Woodstock, IL 60098
• 

  

  /35

  $259,900

  Pending

  • 4 Beds
  • 4 Baths

  731 N Madison St, Woodstock, IL 60098

  Turn-key investment opportunity or ideal owner-occupied 2-flat in a prime Woodstock location! The first-floor unit is currently in the process of moving out, creating an outstanding opportunity for an owner-occupant to move right in while generating immediate rental income from the occupied second-floor unit. This maintained property has been updated over the years, white trim and doors, hardwood

  Paul Ambrogio Berkshire Hathaway HomeServices Starck Real Estate

  731 N Madison St, Woodstock, IL 60098
• 

  

  /31

  $375,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,461 Sq Ft

  Unlisted Address

  Beautiful 2 story home tucked away in a quiet neighborhood surrounded by nature, custom homes and a playground. Large windows throughout the home bring in ample sunshine and the gorgeous views. Only minutes to the historic Woodstock Square featuring farmers market, events, quaint shops, dining and more. Don't Miss Out!!!

  Julie Dahl Real 1 Realty

  Unlisted Address
• 

  

  /26

  $260,000

  • 5 Beds
  • 2.5 Baths
  • 2,736 Sq Ft

  526 W South St, Woodstock, IL 60098

  You can OWN THIS HOUSE of INCREDIBLE CHARM in this IDEAL LOCATION and with a BEAUTIFUL FLOOR PLAN. Yes, IT NEEDS WORK to BRING IT BACK TO GLORY, but the PRICE IS RIGHT! An amazing 2,736 SQ FT of pure potential, built in 1900. Roof is less than 2 years old. The staircase is gorgeous with two STAINED GLASS windows along the way. The large Living Room is inviting and the separate Dining Room is

  Elise Livingston RE/MAX Plaza

  526 W South St, Woodstock, IL 60098
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  /32

  $395,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,008 Sq Ft

  225 Hoy Ave, Woodstock, IL 60098

  The charm of Woodstock. This vintage home is only a few blocks to the Woodstock Square, train station and schools. Relax on the covered front porch or on the patio in the big private fenced backyard. Step inside and you'll appreciate the warmth of the original wood trim. It's not all old though. The kitchen was renovated in 2022, a major addition in 2021 and new furnace and A/C in 2020.

  Rick Bellairs Berkshire Hathaway HomeServices Starck Real Estate

  225 Hoy Ave, Woodstock, IL 60098
• 

  

  /21

  $249,900

  Pending

  • 3 Beds
  • 1 Bath
  • 1,047 Sq Ft

  1410 Thomas Dr, Woodstock, IL 60098

  Multiple Offers Received, highest and best called for by Noon Monday August 24th. Welcome to this beautifully updated 3-bedroom, 1-bath home featuring an inviting open floor plan designed for comfortable living and effortless entertaining. Professionally painted throughout, the home offers a fresh, clean, move-in-ready feel with modern updates and thoughtful features. The spacious living and

  Sheila Thomas RE/MAX Plaza

  1410 Thomas Dr, Woodstock, IL 60098
• 

  

  /29

  $235,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,268 Sq Ft

  2440 Bridgewater Dr, Woodstock, IL 60098

  Multiple offers received, Highest and best due 8/4 9am. Bright, beautifully maintained, and move-in ready! This desirable end-unit townhome offers 3 bedrooms and 2 full baths with an open, airy layout highlighted by soaring vaulted ceilings and an open staircase. The main level features a convenient first-floor bedroom and full bath, newer flooring, fresh neutral paint, and a sun-filled kitchen

  Lorena Cardenas Baird & Warner

  2440 Bridgewater Dr, Woodstock, IL 60098
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  /20

  $329,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,780 Sq Ft

  Marianne Plan at Riverwoods - Duplex, Woodstock, IL 60098

  This new two-story townhome design combines comfort and elegance. On the first floor, the Great Room, which is the heart of this home, extends effortlessly to the dining room and kitchen in an open-plan layout. The patio enhances outdoor enjoyment. On the second floor, two secondary bedrooms and a spacious owner’s suite provide restful retreats for family members or overnight guests.

  Lennar Builder

  4258 Meadowridge Rd Unit 36950043, Woodstock, IL 60098
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  /2

  $359,990

  New Construction Pending

  • 3 Beds
  • 2.5 Baths
  • 1,853 Sq Ft

  2346 Heartwood Ln, Woodstock, IL 60098

  Bill Flemming HomeSmart Connect LLC

  2346 Heartwood Ln, Woodstock, IL 60098
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  /24

  $200,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,178 Sq Ft

  801 Victoria Dr, Woodstock, IL 60098

  **Multiple Offers have been received. Highest and Best offers are requested by Monday, August 24 at 5pm.** Welcome to easy, single-level living in this immaculate main-floor ranch condo, perfectly tucked away in a quiet neighborhood setting while keeping you close to local shopping, dining, and parks. Step inside to an open-concept layout featuring the bright living area centering around a cozy

  Kim McCallister Kruse Berkshire Hathaway HomeServices Starck Real Estate

  801 Victoria Dr, Woodstock, IL 60098
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  /32

  $350,000

  • 4 Beds
  • 2 Baths
  • 1,784 Sq Ft

  1132 Queen Anne St, Woodstock, IL 60098

  Welcome to this charming 4-Bedroom Home Just Minutes from Downtown Woodstock. The bright and airy Family Room flows seamlessly into a Large Eat-In Kitchen featuring warm oak cabinets, stainless steel appliances, and ample counter space-perfect for everyday living and entertaining alike. Luxury vinyl flooring runs throughout the main level living area, kitchen, and hallway, adding both style and

  Beth Repta LPT Realty

  1132 Queen Anne St, Woodstock, IL 60098
• 

  

  /17

  $237,500

  Pending

  • 2 Beds
  • 2 Baths
  • 1,268 Sq Ft

  2384 Linden Dr, Woodstock, IL 60098

  We have received multiple offers. Highest and best offers are due Saturday, 8/15 at 12:00PM. PRACTICALLY NEW-JUST MOVE IN! This beautifully renovated townhome has been thoughtfully updated throughout, offering the look and feel of a brand-new home without the wait. Enjoy new flooring, cabinetry, stainless steel appliances, doors, light fixtures, and fresh paint throughout. The completely

  Socorro Sanchez 103 Realty

  2384 Linden Dr, Woodstock, IL 60098
• 

  

  /26

  $325,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  136 E Kimball Ave, Woodstock, IL 60098

  ELEVATOR starts the list of UPDATES and fabulous amenities at this thoughtfully maintained RANCH where comfort, functionality and flexibility come together. Beautiful HARDWOOD FLOORS create a warm, timeless feel throughout the main living spaces, while abundant natural light pours through recently replaced front Bay windows. A rare ELEVATOR and features thoughtfully designed for ACCESSIBLE

  Kim Keefe Compass

  136 E Kimball Ave, Woodstock, IL 60098
• 

  

  /33

  $279,000

  • 3 Beds
  • 2 Baths
  • 912 Sq Ft

  729 Brink St, Woodstock, IL 60098

  This wonderful ranch home is located in the historic town of Woodstock and is tucked away in a private neighborhood with little traffic, and, yet, close to all the amenities. This three bedroom home offers one bathroom in the main level and another full bathroom in the basement. There is a large finished basement , which could offer space for a rec room or an office/den. This well-cared for home

  Patrick Gummerson Berkshire Hathaway HomeServices Starck Real Estate

  729 Brink St, Woodstock, IL 60098
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  /14

  $329,990

  New Construction $26K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,512 Sq Ft

  4139 Meadowridge Rd, Woodstock, IL 60098

  AVAILABLE SUMMER DELIVERY!!! * SPECIAL FINANCING OFFERS AVAILABLE! Homesite# 6801. Introducing the Christie, a thoughtfully designed single-story duplex offering modern comfort and functional living. With two bedrooms, two bathrooms, and a dedicated study, this layout provides versatility to suit a range of lifestyles. A private study off the foyer creates the perfect space for a home office or

  Bill Flemming HomeSmart Connect LLC

  4139 Meadowridge Rd, Woodstock, IL 60098
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  /28

  $270,000

  • 3 Beds
  • 2.5 Baths
  • 1,409 Sq Ft

  1429 Rhett Place, Woodstock, IL 60098

  Here's what stands out about this one: you get three bedrooms, 2.5 baths, a full English basement AND a wooded backdrop, all while being just minutes from Woodstock Square and the Metra. The main level has hardwood floors and an open layout that feels comfortable without wasting space, and the updated kitchen has a modern ceramic tile backsplash and opens right out to an oversized deck. And that

  Grant Fetter Compass

  1429 Rhett Place, Woodstock, IL 60098
• 

  

  /5

  $295,000

  • 3 Beds
  • 2 Baths

  8320 Prospect St, Woodstock, IL 60098

  This two-unit property offers a two-bedroom, one-bath apartment on the main level and a one-bedroom, one-bath apartment upstairs. Additional features include a two-car garage, a peaceful setting, and a friendly neighborhood. Located just seven minutes from downtown Crystal Lake and 11 minutes from downtown Woodstock, with CRYSTAL LAKE highly rated Prairie Ridge High School.

  Tyler Lewke Keller Williams Success Realty

  8320 Prospect St, Woodstock, IL 60098
• 

  

  /15

  $203,500

  $16K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  524 Amsterdam St, Woodstock, IL 60098

  Cozy Two bedroom home with a two car garage. New paint, flooring, cabinets and appliances. Great starter home. New driveway has been installed.

  Gary Lechner Hometown Realty, Ltd.

  524 Amsterdam St, Woodstock, IL 60098
• 

  

  /29

  $235,000

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,825 Sq Ft

  1002 Castleshire Dr Unit 1B, Woodstock, IL 60098

  Enjoy an unbeatable location just one mile from the historic Woodstock Square and directly across from Emricson Park and the Woodstock Water Works water park! This well-maintained home features a one-year-old HVAC system, a four-year-old water heater, new garbage disposal, updated bathroom fixtures and toilets, and new ceiling tiles in the finished lower level. The finished lower level offers

  Tina Grzeca HomeSmart Connect LLC

  1002 Castleshire Dr Unit 1B, Woodstock, IL 60098
• 

  

  /25

  $215,000

  Pending

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  1019 N Madison St, Woodstock, IL 60098

  Charming Ranch in a Prime Woodstock Location with an Incredible Backyard! This move-in ready 2-bedroom ranch offers the perfect blend of comfort, updates, and an unbeatable location. Hardwood floors flow throughout much of the home. Large windows fill the home with natural light, creating a warm and inviting atmosphere you'll love coming home to. The true standout is the expansive, nearly

  Maureen Forgette Century 21 Integra

  1019 N Madison St, Woodstock, IL 60098
• 

  

  /5

  $169,500

  • Land
  • 37,461 Sq Ft
  • $197,093 per Acre

  0 N Seminary Ave Unit MRD11676693, Woodstock, IL 60098

  Route 47 Frontage Near County Courthouse: .85 Acre level lot with 98' of frontage on busy Seminary Avenue (Route 47) with 16,400 vehicles per day. Located just south of McHenry County Courthouse. Multiple uses including retail, restaurant, professional office, medical or mixed use. Zoned B2 General Business District. $4.58 psf.

  Heather Schweitzer Premier Commercial Realty

  0 N Seminary Ave Unit MRD11676693, Woodstock, IL 60098
• 

  

  /29

  $310,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,506 Sq Ft

  824 Washington St, Woodstock, IL 60098

  Experience the charm and comfort of this exceptional farmhouse, which boasts quality construction, beautifully restored details, modern efficiencies, and an impressive 1.7 acres of land. You'll fall in love with the exquisite craftsman woodwork and elegant crown molding, along with the rich hardwood flooring that runs throughout. Step into the inviting front entryway and sunroom, creating a warm

  Kelly Vance Century 21 Integra

  824 Washington St, Woodstock, IL 60098
• 

  

  /28

  $269,900

  Pending

  • 4 Beds
  • 2 Baths
  • 1,352 Sq Ft

  1520 Wicker St, Woodstock, IL 60098

  2 Bedroom 2 Bath RANCH & 2 CAR GARAGE with partial finished BASEMENT & BDRM.4* House has 1352 sq. ft., could be really cute wth some upgrades. House is in Fox Meadows Phase 3.New carpet in Living Room. Newer furnace 2018, newer garage door, sump and battery backup.Being sold "as is". EZ to show and would like a quick closing. Please provide mortgage approval or proof of funds. Highest and Best by

  Lauren Dettmann Baird & Warner

  1520 Wicker St, Woodstock, IL 60098
• 

  

  /17

  $155,000

  • 2 Beds
  • 1 Bath
  • 801 Sq Ft

  511 Leah Ln Unit 2C, Woodstock, IL 60098

  Welcome home to this 2 bedroom, 1 bath second floor condo. The thoughtfully designed layout features a living room that opens to patio private balcony. The primary bedroom includes a walk in closet, the second bedroom is spacious with ample closet space. Enjoy the convenience of an in-unit washer and dryer and garage parking. Only 5 minutes to both the Historic Woodstock Square and Metra train.

  Melanie Enriquez Baird & Warner

  511 Leah Ln Unit 2C, Woodstock, IL 60098
• 

  

  /27

  $399,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,236 Sq Ft

  354 S Madison St, Woodstock, IL 60098

  Welcome to the ROBERT BEATTY HOUSE. Located at 354 S. Madison Street just a short walk to the the Woodstock Square, known for it's amazing farmers market, boutique shopping, tons of dining, and the movie Groundhog Day! This Victorian home will not disappoint. It has been amazingly maintained, and has so much character! Beautifully restored (2020), wrap-around front porch, And just wait 'til you

  Stephanie Boswell Keller Williams Success Realty

  354 S Madison St, Woodstock, IL 60098
• 

  

  /18

  $347,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,780 Sq Ft

  2338 Heartwood Ln, Woodstock, IL 60098

  This new two-story townhome design combines comfort and elegance. On the first floor, the Great Room, which is the heart of this home, extends effortlessly to the dining room and kitchen in an open-plan layout. The patio enhances outdoor enjoyment. On the second floor, two secondary bedrooms and a spacious owner’s suite provide restful retreats for family members or overnight guests.

  Lennar Builder

  2338 Heartwood Ln, Woodstock, IL 60098
• 

  

  /38

  $270,000

  $30K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,276 Sq Ft

  370 Lincoln Ave, Woodstock, IL 60098

  Opportunity awaits in this classic home that has been lovingly owned by the same family for over 40 years. While the home is ready for updating, it offers timeless architectural character, quality craftsmanship, and an unbeatable location, all the perfect ingredients to create your dream home. Step inside to discover striking natural-tone staircase millwork, beautiful transoms above the doorways,

  Kim McCallister Kruse Berkshire Hathaway HomeServices Starck Real Estate

  370 Lincoln Ave, Woodstock, IL 60098
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  /14

  $145,900

  $3K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 836 Sq Ft

  727 Elm Ln Unit 308, Woodstock, IL 60098

  Welcome home to this bright and spacious third-floor condo that's ready for its new owner! Featuring two generously sized bedrooms and one full bathroom, this home offers a comfortable layout with a large living room and an eat-in kitchen complete with ceramic tile flooring. Step through the sliding glass doors to enjoy your own private balcony, perfect for relaxing. Storage is abundant,

  Debby Krol-Sullivan Coldwell Banker Real Estate Group

  727 Elm Ln Unit 308, Woodstock, IL 60098
• 

  /2

  $399,000

  Pending

  • Land
  • 8.75 Acres
  • $45,600 per Acre

  214 Raffel Rd, Wood Stock, IL 60098

  0% INTEREST OWNER FINANCING AVAILABLE. 8.7 Acres Divisible. Hard Corner with Stoplight 3 Contiguous Land Parcels - 1.7 Acres on Rt 120 - 2.9 Acres on Raffel Road - 4.1 Acres on Raffel Road High Visibility with 169" of Frontage on Illinois Route 120 LAND RECENTLY CLEARED. PARCELS AVAILABLE SEPARATELY. Utilities Nearby Cell Tower has been sold (99 Yr. Lease) and is not included. Cell Tower pays

  Jack Minero Berkshire Hathaway HomeServices Starck Real Estate

  214 Raffel Rd, Wood Stock, IL 60098

Showing Results 41 - 76, Page 2 of 2