Woodstock, IL Homes for Sale under $300,000

• 

  

  

  /22

  $269,900

  • 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
• Explore Woodstock

• 

  

  

  /26

  $215,000

  Open Sun 1PM - 3PM

  • 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
• 

  

  

  /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
• 

  

  

  /4

  $69,900

  • Land
  • 39,204 Sq Ft
  • $77,667 per Acre

  10630 White Face Ct, Wood Stock, IL 60098

  Gorgeous golf course lot, one of the last remaining for sale in Bull Valley Golf Club. This lot proposes a walkout basement on just under an acre overlooking the 2nd and 3rd fairways. Enter on White Face Court to enjoy a private culdesac location. 2400 sq ft on a ranch and 2800 sq ft required on a 2-story for building. Cedar Shake Roofs NO LONGER REQUIRED! No Association Fees here...spectacular

  Stephanie Berry Berkshire Hathaway HomeServices Starck Real Estate

  10630 White Face Ct, Wood Stock, 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
• 

  

  /28

  $299,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  1920 Island Ct, Woodstock, IL 60098

  Spacious and beautifully maintained 3-bedroom, 2-bath home with a large fenced backyard! Vaulted ceilings highlight the bright and open living room, while the dining area overlooks one of the patio spaces-perfect for entertaining. The generously sized primary bedroom offers convenient access to a full shared bath. The finished lower level is filled with natural light and provides great additional

  Heidi Peterson RE/MAX Plaza

  1920 Island Ct, Woodstock, IL 60098
• 

  

  /3

  $65,000

  $15K PRICE INCREASE Pending

  • Land
  • 1.36 Acres
  • $47,794 per Acre

  1200 E Longwood Dr, Bull Valley, IL 60098

  Wonderful opportunity to own a beautiful piece of land in Woodstock. Bring your own builder when you're ready, no restrictions on timing. CCR's have been adjusted to make the building experience much more affordable for your next dream home. Call listing agent to answer any questions you may have about the property or the process.

  Stephanie Berry Berkshire Hathaway HomeServices Starck Real Estate

  1200 E Longwood Dr, Bull Valley, 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
• 

  

  /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

  $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
• 

  

  /3

  $89,000

  Pending

  • Land
  • 13,939 Sq Ft
  • $278,125 per Acre

  Lot 5 Olmstead Dr, Woodstock, IL 60098

  Builders, contractors, & investors, enjoy this very rare occasion/site to build a quad unit in The Maples of Woodstock. Two separate sites available, each for two quads/8 units. Must conform to existing floor plans and exteriors. Floor plans available. Build "The Abbey" with 2 bedrooms & 2 baths or The Canterbury" with 2/3 bedrooms or den & 2 baths with beautiful sunrooms and finish the interiors

  Stephanie Berry Berkshire Hathaway HomeServices Starck Real Estate

  Lot 5 Olmstead Dr, Woodstock, IL 60098
• 

  /2

  $185,000

  Pending

  • 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
• 

  

  /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
• 

  /2

  $49,900

  • Land
  • 32,670 Sq Ft
  • $66,533 per Acre

  10500 Bull Valley Dr, Woodstock, IL 60098

  Don't miss this rare opportunity to build on 3/4 of an acre in one of the most sought-after communities in Bull Valley Golf Club. This large, tree-lined lot on Bull Valley Drive comes with paid impact fees to the village. City water and sewer.

  Kelsey Proffitt RE/MAX Connections II

  10500 Bull Valley Dr, Woodstock, IL 60098
• 

  

  /19

  $69,900

  • 6 Beds
  • 5 Baths
  • 3,716 Sq Ft

  212 S Tryon St, Wood Stock, IL 60098

  Spacious investment opportunity nestled within a charming vintage Victorian home in Historic Woodstock IL. This unique property offers a desirable layout, 3 bedrooms on first floor and 3 bedrooms on second floor. The property includes a 1 car garage and sits on a generously sized lot, offering additional possibilities for outdoor improvements or expansion. With its classic architectural

  Michael Olszewski Area Wide Realty

  212 S Tryon St, Wood Stock, IL 60098
• 

  

  /42

  $217,500

  Pending

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

  2456 Bridgewater Dr, Woodstock, IL 60098

  Welcome to 2456 Bridgewater - a spacious 2-story townhome offering 2 bedrooms, 1.5 bathrooms, and an attached 1-car garage. This home features a functional layout with great natural light and generously sized rooms throughout. The kitchen opens to the dining area. Upstairs, you'll find two spacious bedrooms and a full bath. This property needs TLC and presents a fantastic opportunity to bring

  Katherine Vences RE/MAX Mi Casa

  2456 Bridgewater Dr, Woodstock, IL 60098
• 

  /2

  $49,000

  • Land
  • 2.59 Acres
  • $18,919 per Acre

  11100 Mcconnell Rd, Woodstock, IL 60098

  About half of property is buildable, balance has water feature. Some mature trees.

  Gary Lechner Hometown Realty, Ltd.

  11100 Mcconnell Rd, Woodstock, IL 60098
• 

  

  /11

  $270,000

  • 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
• 

  

  /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
• 

  

  /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

  • 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
• 

  /2

  $74,900

  • Land
  • 1.21 Acres
  • $61,901 per Acre

  1341 E Longwood Dr E, Woodstock, IL 60098

  Build your dream home on this beautiful 1+ acre parcel featuring a scenic tree-lined backdrop and desirable southern exposure. Enjoy the privacy and natural beauty this homesite offers while still having plenty of room for your custom home, outdoor living spaces, and more. Bring your own builder and create the home you've always envisioned-there's no better time to make your dream a reality!

  Derrick Kunz Keller Williams Realty Signature

  1341 E Longwood Dr E, Woodstock, IL 60098
• 

  /2

  $49,995

  • Land
  • 18,730 Sq Ft
  • $116,267 per Acre

  Lt 8 Flagg Ln, Woodstock, IL 60098

  Conveniently located near shopping, dining, and the train, this spacious .43-acre lot offers an excellent opportunity for your next build. Enjoy the ease of public sewer and water in a prime location that combines everyday convenience with ample space to create your ideal home

  Clancy Green Berkshire Hathaway HomeServices Starck Real Estate

  Lt 8 Flagg Ln, Woodstock, IL 60098
• 

  

  /14

  $239,900

  • 3 Beds
  • 1 Bath
  • 1,125 Sq Ft

  110 N Seminary Ave, Woodstock, IL 60098

  Charming two-story home offering 3 bedrooms, 1 bath, and a full basement in a convenient Woodstock location. Enjoy spacious living areas filled with natural light and functional living space throughout. Ideally situated near the historic Woodstock Square, Metra station, shopping, dining, parks, and schools, this home combines character, convenience, and value. A wonderful opportunity to own a

  Christopher Lobrillo Grandview Realty, LLC

  110 N Seminary Ave, 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
• 

  

  /3

  $189,000

  $11K PRICE DROP

  • Land
  • 1.84 Acres
  • $102,717 per Acre

  7 Galaxy Way, Woodstock, IL 60098

  Premier development site in a business park setting located in the McHenry County Enterprise Zone. Ready to build 1.84 Acre land site located in Lake Shore Business Park. On-site utilities. Graded lot with offsite retention. Potential industrial, office or commercial development site. Attractive M-1 zoning that allows for many use types. The Mchenry County Enterprise Zone offers significant

  Dan Jones Entre Commercial Realty, LLC

  7 Galaxy Way, Woodstock, IL 60098
• 

  /2

  $51,000

  Pending

  • Land
  • 1.25 Acres
  • $40,800 per Acre

  Lot #33 W Longwood Dr, Woodstock, IL 60098

  Location, location, location!! Perfect spot for your dream home! Located on over an acre in Sanctuary of Bull Valley. The proximity to the city of Woodstock, makes way for excellent shopping and schools. Minimum 2400 square feet for ranch home and minimum 2800 square feet for a 2-story. Monthly association fees: Approximately 127.50 a month. Bring your builder and take a look.

  Marilyn Little Berkshire Hathaway HomeServices Starck Real Estate

  Lot #33 W Longwood Dr, Woodstock, IL 60098
• 

  

  /4

  $9,900

  $5K PRICE DROP

  • Land
  • 6,098 Sq Ft
  • $70,714 per Acre

  Block 153 Joseph St, Woodstock, IL 60098

  Submit Offers via Auction dot com or via Listing Agent. Check out this flat lot with ample space in a wonderful neighborhood! Discover the potential of this spacious lot located on Joseph St in the heart of Woodstock! Nestled in a quiet residential neighborhood with established homes. Convenient in-town location close to schools, shopping, restaurants, and historic Woodstock Square. Easy access

  Ryan Widerberg eXp Realty - Chicago North Ave

  Block 153 Joseph St, Woodstock, IL 60098
• 

  

  /19

  $249,900

  $9K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 1,484 Sq Ft

  645 Pleasant St, Woodstock, IL 60098

  Opportunity is knocking! This 4-bedroom, 2 bath home on Woodstock's desirable west side offers incredible potential. Whether you're a seasoned investor or an ambitious homebuyer, this property is ready for your vision. Featuring a cozy living room with a fireplace, ample closet space, many built-in storage cabinets, and a enclosed back porch, it's designed with both comfort and practicality in

  Jose Rey Compass

  645 Pleasant St, Woodstock, IL 60098
• 

  

  /21

  $139,999

  $4K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 661 Sq Ft

  330 Leah Ln Unit 3B, Woodstock, IL 60098

  Why rent when you can own this beautiful 1- Bedroom Condo in Country Club Manor featuring a spacious Living room overlooking a private balcony with additional storage space. Nice Kitchen with breakfast bar open to living room and dining area. Large bedroom with walk-in closet, plus in unit washer and dryer. New flooring in both the living room and bedroom, along with new water heater 2025. Price

  Rajendra Shah Century 21 Integra

  330 Leah Ln Unit 3B, Woodstock, IL 60098
• 

  /2

  $51,000

  Pending

  • Land
  • 1.12 Acres
  • $45,536 per Acre

  Lot #34 W Longwood Dr, Woodstock, IL 60098

  Location, location, location!! Perfect spot for your dream home! Located on over an acre in The Sanctuary of Bull Valley. The proximity to the city of Woodstock, makes way for excellent shopping and schools. Minimum 2400 square feet for ranch home and minimum 2800 square feet for a 2-story. Monthly association fees: Approximately 127.50 a month. Bring your builder and take a look. Looking for

  Marilyn Little Berkshire Hathaway HomeServices Starck Real Estate

  Lot #34 W Longwood Dr, Woodstock, IL 60098
• 

  /2

  $89,000

  Pending

  • Land
  • 13,939 Sq Ft
  • $278,125 per Acre

  Lot 2 Olmstead Dr, Woodstock, IL 60098

  Builders, contractors, & investors, enjoy this very rare occasion/site to build a quad unit in The Maples of Woodstock. Two separate sites available, each for two quads/8 units. Must conform to existing floor plans and exteriors. Floor plans available. Build "The Abbey" with 2 bedrooms & 2 baths or The Canterbury" with 2/3 bedrooms or den & 2 baths with beautiful sunrooms and finish the interiors

  Stephanie Berry Berkshire Hathaway HomeServices Starck Real Estate

  Lot 2 Olmstead Dr, Woodstock, IL 60098
• 

  

  /20

  $139,900

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,166 Sq Ft

  Unlisted Address

  Multiple offers received. Highest and Best due 12/23/25 8pm. Opportunity is knocking!! Enjoy a spacious living room with a combined dining area, perfect for everyday living and entertaining. Step out to the private patio, ideal for summer barbecues. The bright, open floor plan offers abundant natural light throughout. The kitchen provides generous cabinet space along with a pantry closet for

  Arturo Flores eXp Realty

  Unlisted Address
• 

  

  /22

  $280,000

  Pending

  • 4 Beds
  • 1.5 Baths
  • 1,768 Sq Ft

  421 Center St, Woodstock, IL 60098

  This beautifully remodeled Victorian brings all the charm you want with the updates you need. From the moment you step onto the enclosed and heated front porch, this home feels warm, welcoming, and ready for its next chapter. Inside, you'll find updated bathrooms, a refreshed kitchen with a center island, peninsula with breakfast bar, raised panel oak cabinetry, engineered hardwood flooring,

  Kim Keefe Compass

  421 Center St, Woodstock, IL 60098
• 

  

  /16

  $275,000

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

  2036 Olmstead Dr Unit 6D, Woodstock, IL 60098

  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 bedroom, and another full

  Miranda Alt Keller Williams Success Realty

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

  

  /27

  $250,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,589 Sq Ft

  830 E Kimball Ave, Woodstock, IL 60098

  Opportunity awaits with this 3-bedroom, 2-bath home situated on a large fenced, wooded lot backing to a peaceful pond, all just minutes from the historic Woodstock Square. Major exterior updates have already been completed, including a brand-new roof and vinyl siding in 2024, plus a new water heater in 2025. The home also features newer appliances and a detached 2-car garage for added storage and

  Jennifer Hollowell Brokerocity Inc

  830 E Kimball Ave, Woodstock, IL 60098
• 

  

  /11

  $85,000

  • Land
  • 30,492 Sq Ft
  • $121,429 per Acre

  10625 Bull Valley (Lot 157) Dr, Woodstock, IL 60098

  Build your dream home in the sought-after Bull Valley Golf Club subdivision on this exceptional lot featuring backyard views of the golf course. Enjoy peaceful scenery and a premier location just a short stroll from the Clubhouse. Minimum building requirements help maintain the community's upscale appeal, with 2,500 sq ft required for ranch homes and 2,800 sq ft for two-story designs. Public

  Kevin Dombrowski HomeSmart Connect LLC

  10625 Bull Valley (Lot 157) Dr, Woodstock, IL 60098
• 

  

  /15

  $214,900

  $4K 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
• 

  

  /7

  $75,000

  $25K PRICE INCREASE

  • Land
  • 1.14 Acres
  • $65,789 per Acre

  1480 W Longwood Dr, Bull Valley, IL 60098

  Recently REVISED Covenants make building much more affordable, call listing agent for details and survey. This particular site backs to the prairie and walking path. 1.14 acres. Monthly association fees are approximately $80 per month to maintain reforestation, prairie burning, walking paths, etc. Please call for listing agent for website for wonderful and complete lnformation on the community.

  Stephanie Berry Berkshire Hathaway HomeServices Starck Real Estate

  1480 W Longwood Dr, Bull Valley, IL 60098

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