Woodstock, IL Homes for Sale under $400,000

• 

  

  

  /52

  $315,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,861 Sq Ft

  638 Handel Ln, Woodstock, IL 60098

  Single-level Canterbury ranch - the largest floor plan in the Cathedral series at 1,861 sqft. No stairs. Ever. CATHEDRAL ceilings throughout the great room and dining area. A gas FIREPLACE in the living room. Kitchen with PANTRY and a breakfast bar that actually fits people. A four-season SUN ROOM with real windows and real heat - not a screened porch, a room you use in January. Three BEDROOMS,

  

  Karen Streelman

  eXp Realty

  638 Handel Ln, Woodstock, IL 60098
• Explore Woodstock

• 

  

  

  /22

  $269,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,100 Sq Ft

  109 Raffel Rd, Woodstock, IL 60098

  Beautifully Updated Ranch on Nearly Half an Acre zoned Agricultural, offering more flexibility for usage! This completely updated 3-bedroom, 2-bath ranch home offers modern style, quality craftsmanship, and move-in ready comfort. Step inside to find a bright and spacious living room. You'll love this stunning new eat-in kitchen featuring painted cabinets, quartz countertops, and stainless steel

  

  Ben Broughton

  RE/MAX Connections II

  109 Raffel Rd, Woodstock, IL 60098
• 

  

  

  /23

  $364,990

  New Construction

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

  Charlotte Plan at Riverwoods - Duplex, 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

  4258 Meadowridge Rd Unit 36950433, Woodstock, IL 60098
• 

  

  

  /12

  $232,900

  Pending

  • 2 Beds
  • 1 Bath
  • 980 Sq Ft

  111 Meadow Ave, Woodstock, IL 60098

  STOP THE CAR! Nestled on a CHARMING tree-lined street, this SOLID RANCH offers incredible curb appeal, a 2-CAR GARAGE, and MATURE TREES. Step inside to a LARGE Living Room filled with NATURAL LIGHT and enjoy the GREAT FLOW throughout the home. Whether you're starting out, downsizing, or looking for easy FIRST FLOOR LIVING, this RANCH checks all the boxes. The DRY basement provides AMPLE STORAGE

  Kim Keefe Compass

  111 Meadow Ave, Woodstock, IL 60098
• 

  

  

  /34

  $324,900

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,940 Sq Ft

  805 Clay St, Woodstock, IL 60098

  Welcome to 805 Clay Street, located in the heart of historic Woodstock! This charming period home features three bedrooms, an office that can serve as a fourth bedroom, and one and a half bathrooms, all situated on a spacious three-quarter acre lot near Woodstock's historic square and the Metra train station. The floor plan includes a beautiful formal entry, a living room, a formal dining room,

  William Brooks Berkshire Hathaway HomeServices Starck Real Estate

  805 Clay St, Woodstock, IL 60098
• 

  

  /26

  $215,000

  Pending

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft

  1415 Walnut Dr, Woodstock, IL 60098

  Charming single-story ranch home perfect for modern living. This beautiful property features three comfortable bedrooms and one well-appointed bathroom. The open layout connects a bright living area to a functional kitchen space. Step outside to find an impressive, spacious backyard ideal for outdoor entertaining, gardening, or relaxing in the sun. The detached two-car garage provides excellent

  Josh Brown Berkshire Hathaway HomeServices Starck Real Estate

  1415 Walnut Dr, Woodstock, IL 60098
• 

  

  /17

  $350,000

  Pending

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

  264 Joseph St, Woodstock, IL 60098

  Welcome home to this beautifully updated home in a desirable Woodstock neighborhood close to the iconic Woodstock Square. Thoughtfully maintained and featuring numerous modern upgrades, this home offers comfort, style, and peace of mind for years to come. Step inside to find updated vinyl plank flooring throughout the main living areas, creating a bright, durable, and easy-to-maintain foundation.

  Robyn Lynn Agrifoglio Berkshire Hathaway HomeServices Starck Real Estate

  264 Joseph St, Woodstock, IL 60098
• 

  

  /21

  $379,990

  New Construction $4K PRICE INCREASE

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

  2310 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

  2310 Heartwood Ln, Woodstock, IL 60098
• 

  

  /15

  $272,500

  Pending

  • 2 Beds
  • 2 Baths
  • 1,544 Sq Ft

  2970 Strauss Ct, Woodstock, IL 60098

  Welcome home to this charming ranch duplex in the desirable Sonatas community of Woodstock, where comfortable single-level living meets peaceful surroundings. Step inside to an expansive living room featuring a cathedral ceiling and beautiful hardwood flooring, creating a warm and inviting space for entertaining guests or enjoying a quiet evening at home. The efficient kitchen offers everything

  Richard Toepper Keller Williams Success Realty

  2970 Strauss Ct, Woodstock, IL 60098
• 

  

  /9

  $200,000

  • Land
  • 2.97 Acres
  • $67,340 per Acre

  00 Illinois 120, Woodstock, IL 60098

  Busy corner parcel on State Highway. Taxes reflect larger parcel. The corner is being split off.

  Rick Bellairs Berkshire Hathaway HomeServices Starck Real Estate

  00 Illinois 120, Woodstock, IL 60098
• 

  

  /38

  $215,000

  Pending

  • 2 Beds
  • 1 Bath
  • 746 Sq Ft

  658 Pleasant St, Woodstock, IL 60098

  **OFFER DEADLINE JULY 2ND AT 3PM**Opportunity awaits at 658 Pleasant Street! This home is full of potential and ready for your personal touch. Whether you're an investor, rehabber, or buyer looking to build equity, this property offers a fantastic opportunity to make it your own. Recent improvements include a new roof on both the house and detached garage (2026), new garage door (2026), new sump

  Carlos Ocelotl Inspire Realty Group LLC

  658 Pleasant St, Woodstock, IL 60098
• 

  /2

  $299,000

  • Land
  • 7.15 Acres
  • $41,818 per Acre

  338 Mchenry Ave, Woodstock, IL 60098

  7 plus acres, originally slated for 35 senior housing units, many other uses may be possible. Can provide roadway right of way from Mchenry Ave also possible access from Gracy Street and Irving Ave. Approx. 1.5 acres wetland.

  Gary Lechner Hometown Realty, Ltd.

  338 Mchenry Ave, Woodstock, IL 60098
• 

  /2

  $349,990

  New Construction

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

  Christie Plan at Riverwoods - Duplex, Woodstock, IL 60098

  This new single-story home showcases a gracious, contemporary design that features an open floorplan among the family room, gourmet kitchen and breakfast room. A secluded study off the foyer can function as a dedicated office. A total of two bedrooms including the owner’s suite provide restful private retreats for family members. Completing the home is a two-car garage for versatile storage room.

  Lennar Builder

  4258 Meadowridge Rd Unit 36950432, Woodstock, IL 60098
• 

  

  /10

  $299,000

  • Land
  • 3.05 Acres
  • $98,033 per Acre

  Lot 23 Sudburg Ct, Woodstock, IL 60098

  Can't find it? Build your Happily Ever After on this beautiful 3.05 acre homesite in Bull Valley Pine Ridge Subdivision #1. The terrain of this lot has a hill right in the middle of it that would allow for a fantastic walk out basement. There are an abundance of Oaks, blue spruce, pine, crimson king maple and walnut trees scattered throughout. At the back of the property is a 20 bridle path

  Becky Kirchner RE/MAX Plaza

  Lot 23 Sudburg Ct, Woodstock, IL 60098
• 

  /2

  $259,900

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  1417 Walnut Dr, Woodstock, IL 60098

  David Williamson Choice Realty Group Inc.

  1417 Walnut Dr, Woodstock, IL 60098
• 

  /2

  $300,000

  • Land
  • 10.4 Acres
  • $28,846 per Acre

  0000 Lake Shore Dr, Woodstock, IL 60098

  Bryan Manke Real Broker, LLC

  0000 Lake Shore Dr, Woodstock, IL 60098
• 

  

  /16

  $250,000

  • 3 Beds
  • 2.5 Baths
  • 1,673 Sq Ft

  2036 Olmstead Dr Unit 6D, Woodstock, IL 60098

  *Buyer got cold feet* Rarely available 3-bedroom, 2.1-bath home in the highly desirable Maples of Woodstock! This spacious floor plan is the largest model in the subdivision and offers the convenience of main-floor living with a first-floor primary suite and full bath, plus an additional guest bedroom and half bath on the main level. Upstairs features a versatile second living area, third

  Miranda Alt Keller Williams Success Realty

  2036 Olmstead Dr Unit 6D, Woodstock, IL 60098
• 

  /2

  $195,000

  $10K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  327 Burbank Ave, Woodstock, IL 60098

  PROPERTY SOLD "AS IS" WITHOUT REPAIR, Listing Broker & Seller assume no responsibility & make no guarantees/warranties or representations as to the availability or accuracy of the property information, photographs or other information depicted/described herein.. CASH & CONVENTIONAL OFFERS

  Raul Camacho Rayma Realty Inc.

  327 Burbank Ave, Woodstock, IL 60098
• 

  

  /21

  $320,000

  Pending

  • 6 Beds
  • 2 Baths

  1952 Sheila St, Woodstock, IL 60098

  Excellent investment opportunity or owner-occupant property! This side-by-side duplex features two spacious 3-bedroom units, each offering comfortable living space and practical layouts. Both units have been updated with newer laminate flooring. Each unit has 3 bedrooms and a full bath upstairs. The lower levels include large combined living and dining space, kitchen and laundry room with sink.

  Rick Bellairs Berkshire Hathaway HomeServices Starck Real Estate

  1952 Sheila St, Woodstock, IL 60098
• 

  

  /20

  $285,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  2022 Aspen Dr, Woodstock, IL 60098

  Welcome home to this well-maintained 3-bedroom ranch that offers the ease of single-level living with room to grow. Tucked into Applewood, a welcoming neighborhood with sidewalks and nearby walking trails, this home blends comfort and convenience. Inside, you'll find a functional layout with inviting living spaces and plenty of natural light. The full basement opens the door to endless

  Kim Keefe Compass

  2022 Aspen Dr, Woodstock, IL 60098
• 

  

  /19

  $323,990

  New Construction $35K PRICE DROP Pending

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

  4209 Meadowridge Rd, Woodstock, IL 60098

  AVAILABLE MAY DELIVERY! SPECIAL FINANCING OFFERS AVAILABLE! Homesite #6602. 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

  Bill Flemming HomeSmart Connect LLC

  4209 Meadowridge Rd, Woodstock, IL 60098
• 

  

  /17

  $310,000

  • Land
  • 2.8 Acres
  • $110,714 per Acre

  0 Il rt 47 Route Unit MRD12677518, Woodstock, IL 60098

  These vacant parcels offer exceptional development potential in a high-traffic commercial corridor. Zoned explicitly for general commercial and retail use, lots are ready for immediate construction. It features direct frontage, ensuring maximum visibility and excellent signage opportunities for any future business. All major municipal utilities, including water, sewer, three-phase electricity,

  Josh Brown Berkshire Hathaway HomeServices Starck Real Estate

  0 Il rt 47 Route Unit MRD12677518, Woodstock, IL 60098
• 

  

  /30

  $364,800

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  231 Clover Chase Cir, Woodstock, IL 60098

  A beautiful 3 bedroom ranch that has a nice open floor plan with a vaulted ceiling, a gas log fireplace in the living room, an eat in kitchen with a pantry closet, a breakfast bar and loads of cabinet and counter space.The home is also handicapped ready starting with a concrete wheelchair ramp at the front of the home and another ramp in the garage. There is a convenient first floor laundry and

  Peter Klocek Berkshire Hathaway HomeServices Starck Real Estate

  231 Clover Chase Cir, Woodstock, IL 60098
• 

  

  /11

  $270,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft

  266 Hutchins Ct, Woodstock, IL 60098

  Rare opportunity to own a historic property located at the former site of the Emerson Typewriter Co. Upscale, stylish and modern design with historic charm. Dramatic vaulted ceilings with timber beams. Vintage exposed brick, private entrance, solid knotty pine doors, end unit with additional windows. Walk to Woodstock Square and train.

  Frank Zizzo Baird & Warner

  266 Hutchins Ct, Woodstock, IL 60098
• 

  

  /3

  $329,990

  New Construction $37K PRICE DROP

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

  4135 Meadowridge Rd, 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

  4135 Meadowridge Rd, Woodstock, IL 60098
• 

  

  /19

  $164,900

  • 2 Beds
  • 1 Bath
  • 801 Sq Ft

  501 Leah Ln Unit 1A, Woodstock, IL 60098

  Spacious & rare two bedroom condo on the first floor in a very well maintained complex. Newer engineered wood throught the whole unit. The well designed layout features a large living room that opens to patio & seperates the bedrooms. This great condo comes with one private parking garage & two parking space outside. located few minutes from shopping, dinning, and parks.

  Hank Fatoorehchi Realty Executives Advance

  501 Leah Ln Unit 1A, Woodstock, IL 60098
• 

  

  /26

  $379,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,756 Sq Ft

  1721 Roger Rd, Woodstock, IL 60098

  Welcome to this beautiful Sawgrass model in the highly sought-after Sweetwater neighborhood! This spacious 3-bedroom, 2.5-bath home offers a thoughtful floor plan designed for both everyday living and entertaining. The home featuring gorgeous hardwood floors, a versatile den that's perfect for a home office, playroom, or flex space, and an inviting living area filled with natural light. Upstairs,

  Dawn Bremer Keller Williams Success Realty

  1721 Roger Rd, Woodstock, IL 60098
• 

  

  /18

  $229,900

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,128 Sq Ft

  246 Wildmeadow Ln, Woodstock, IL 60098

  Like new and barely lived in, this beautiful townhome in desirable Apple Creek Estates offers modern style, an open floor plan, and move-in ready convenience! Featuring 2 spacious bedrooms, 1.5 bathrooms, and an attached 2-car garage, this home is designed for comfortable everyday living. The bright, open-concept main level showcases a spacious kitchen complete with Whirlpool stainless steel

  Vincent Romano Keller Williams Success Realty

  246 Wildmeadow Ln, Woodstock, IL 60098
• 

  

  /4

  $295,000

  • Land
  • 0 Sq Ft

  9999 E Calhoun St, Woodstock, IL 60098

  DEVELOPMENT OPPORTUNITY - Zoned B3, Comprehensive Plan is Neighborhood Commercial. Village would like to see this parcel developed. Utilites are to the property. Many great possible uses such as: Retail, Service, Bank, Convenience Store, Day Care, and even RESIDENTIAL above COMMERCIAL! Additional Info. 8473223566

  Brian Coleman Brian Coleman & Associates,Inc

  9999 E Calhoun St, Woodstock, IL 60098
• 

  

  /3

  $269,000

  $30K PRICE DROP Pending

  • 4 Beds
  • 2 Baths

  945-947 W South Street Rd, Woodstock, IL 60098

  Solid older two flat with large garage on over half acre lot. Across from Emrickson Park. Both units have separate utilities, water, electricity and gas

  Gary Lechner Hometown Realty, Ltd.

  945-947 W South Street Rd, Woodstock, IL 60098
• 

  

  /28

  $335,000

  Pending

  • 4 Beds
  • 2 Baths

  855 Rhodes St Unit 857, Woodstock, IL 60098

  Immaculate and well maintained up and down duplex. Located on a quiet cul-de-sac walking distance from the Square and Metra and amenities. Each unit has it's own private garage. Separate decks. Upstairs unit has an extra space that could be used for a small office or storage. Both layouts are the same. The property is graced with many recent improvements such as roof '19, battery backup for sump

  Nancy Sobol Compass

  855 Rhodes St Unit 857, Woodstock, IL 60098
• 

  

  /48

  $379,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,699 Sq Ft

  2432 Waterleaf Ln, Woodstock, IL 60098

  Experience elevated everyday living in this thoughtfully updated residence, where modern design and functional comfort come together seamlessly. You're welcomed by a bright, sophisticated interior featuring an updated kitchen, updated bathrooms, and new hardwood flooring throughout with new recessed lighting that enhances the home's clean, contemporary aesthetic. Fresh paint, new doors, and

  Maritza Rodriguez Duarte Realty Company

  2432 Waterleaf Ln, Woodstock, IL 60098
• 

  

  /19

  $305,000

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,840 Sq Ft

  640 Schumann St, Woodstock, IL 60098

  Discover the rare luxury of dual primary suites in this beautifully updated ranch-style gem, just steps from the clubhouse and pool! A unique unit with one spacious primary suite on the main floor and another upstairs-offers unmatched flexibility for multi-generational living, guests, or ultimate privacy. The inviting open-concept layout seamlessly connects the living room, dining area, and

  Jack Sheetz Baird & Warner

  640 Schumann St, Woodstock, IL 60098
• 

  

  /14

  $234,900

  $5K PRICE DROP

  • 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
• 

  

  /28

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,642 Sq Ft

  1642 Wheeler St, Woodstock, IL 60098

  OPEN CONCEPT living shines in this charming RANCH, where VAULTED CEILINGS, multiple NEW SKYLIGHTS, and a spacious great room create a BRIGHT and welcoming feel from the moment you step inside. The refreshed interior offers an easy, comfortable flow with NEWER APPLIANCES, a wood-burning FIREPLACE with gas starter and two sliding glass doors that open to the DECK, making indoor and outdoor living

  Kim Keefe Compass

  1642 Wheeler St, Woodstock, IL 60098
• 

  

  /27

  $380,000

  • 3 Beds
  • 2.5 Baths
  • 1,699 Sq Ft

  1554 Fox Sedge Trail, Woodstock, IL 60098

  Welcome Home! This beautifully maintained home combines thoughtful updates with an unbeatable location, backing to open land and adjacent to conservation space for added privacy and peaceful views. Step inside to find a freshly painted home that natural light pours throughout. The formal living room creates a warm and inviting atmosphere with an electric fireplace. At the heart of the home, the

  Melanie Enriquez Baird & Warner

  1554 Fox Sedge Trail, Woodstock, IL 60098
• 

  

  /3

  $371,990

  New Construction

  • 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
• 

  

  /8

  $225,000

  $59K PRICE DROP Pending

  • Land
  • 3.7 Acres
  • $60,811 per Acre

  Lot 13 Duncan Place, Woodstock, IL 60098

  3.7 acres zoned M-1 with city sewer and water. Level lot in small business park. It is in the Enterprise Zone with state and local tax incentives and reduced permit fees.

  Rick Bellairs Berkshire Hathaway HomeServices Starck Real Estate

  Lot 13 Duncan Place, Woodstock, IL 60098
• 

  /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
• 

  

  /14

  $324,990

  New Construction $31K PRICE DROP

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

  4139 Meadowridge Rd, Woodstock, IL 60098

  This new single-story home showcases a gracious, contemporary design that features an open floorplan among the family room, gourmet kitchen and breakfast room. A secluded study off the foyer can function as a dedicated office. A total of two bedrooms including the owner’s suite provide restful private retreats for family members. Completing the home is a two-car garage for versatile storage room.

  Lennar Builder

  4139 Meadowridge Rd, Woodstock, IL 60098

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