Woodstock, IL Homes for Sale under $500,000

• 

  

  

  /40

  $449,900

  Pending

  • 3 Beds
  • 3 Baths
  • 1,874 Sq Ft

  861 Prairie Ridge Dr, Woodstock, IL 60098

  Sensational updated Ranch with excellent curb appeal with a full walk-out finished basement, perfectly situated in a premium location backing to tranquil forest preserve in sought after Prairie Ridge Subdivision! The quant Front Porch welcomes you to this very special home, featuring spectacular open concept floor plan, modern updated colors, hardwood floors, newer carpet, updated light fixtures

  

  David Jaffe

  @properties Christie's International Real Estate

  861 Prairie Ridge Dr, Woodstock, IL 60098
• Explore Woodstock

• 

  

  

  /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
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  /24

  $446,990

  New Construction

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

  Siena II Plan at Riverwoods - Single Family, 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

  4258 Meadowridge Road St Unit 36950437, Woodstock, IL 60098
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  /24

  $459,990

  New Construction

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

  Siena Plan at Clublands of Antioch - Andare Series, 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 households. The generous owner’s suite is host to a walk-in closet and an en-suite bathroom. An unfinished basement lends endless possibilities for additional living and

  Lennar Builder

  2303 Scenic Dr Unit 37604113, Woodstock, IL 60098
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  /14

  $437,990

  New Construction

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

  Rutherford II Plan at Riverwoods - Single Family, 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 luxurious owner’s suite is tucked into a private rear corner with a spa-inspired bathroom and walk-in closet. A two-car garage

  Lennar Builder

  4258 Meadowridge Road St Unit 36950280, Woodstock, IL 60098
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  /4

  $457,990

  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
• 

  

  /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
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  /23

  $362,990

  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
• 

  

  /22

  $215,000

  • 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

  Erin Dierks 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

  $377,990

  New Construction $2K 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
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  /40

  $419,900

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,608 Sq Ft

  526 W Jackson St, Woodstock, IL 60098

  Step Into Timeless Character In This Classic Tudor Home, Rich With Original Craftsmanship And Old-World Charm. Beautiful Original Woodwork Flows Throughout, From Hand-Carved Trim And Original Hardwood Floors To Detailed Moldings That Showcase The Home's Historic Integrity. Warm, Inviting Interiors Reflect The Elegance Of A Bygone Era, While The Distinctive Tudor Architectural Details Add

  Reid Anderson Real Broker, LLC

  526 W Jackson St, Woodstock, IL 60098
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  /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
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  /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
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  /17

  $323,990

  New Construction $35K PRICE DROP

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

  4209 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

  4209 Meadowridge Rd, Woodstock, IL 60098
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  /25

  $307,500

  Pending

  • 2 Beds
  • 2 Baths
  • 1,921 Sq Ft

  604 Handel Ln, Woodstock, IL 60098

  Enjoy easy living in this charming 2 bedroom, 2 bath home located in The Maples at the Sonatas. Designed with convenience in mind, this home features spacious living areas, a private primary suite, and comfortable accommodations for family and guests. Seller has also replaced the AC, dishwasher and washer and dryer and garbage disposal in the last 3 years. Relax and enjoy a carefree lifestyle

  Gay Szara Berkshire Hathaway HomeServices Starck Real Estate

  604 Handel Ln, Woodstock, IL 60098
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  /30

  $399,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,660 Sq Ft

  1110 Redtail Ct, Woodstock, IL 60098

  Welcome to effortless living in the beautiful Sanctuary of Bull Valley. Built in 2022 and impeccably maintained, this pristine Arlington ranch offers modern design, thoughtful upgrades, and the convenience of maintenance-free living, with landscaping and snow removal handled by the HOA. This bright and open floor plan features 3 bedrooms, 2 full baths, and a 2-car attached garage. The kitchen is

  Lorena Cardenas Baird & Warner

  1110 Redtail Ct, Woodstock, IL 60098
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  /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

  $347,990

  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
• 

  /2

  $482,035

  New Construction Pending

  • 4 Beds
  • 2.5 Baths
  • 2,382 Sq Ft

  2350 Scenic Dr, Woodstock, IL 60098

  Bill Flemming HomeSmart Connect LLC

  2350 Scenic Dr, Woodstock, IL 60098
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  /11

  $459,490

  New Construction $30K PRICE DROP

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

  1261 Prairie Ridge Trail, Antioch, IL 60002

  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

  1261 Prairie Ridge Trail, Antioch, IL 60002
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  /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
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  /21

  $464,270

  New Construction $33K PRICE DROP

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

  3847 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

  3847 Meadowridge Rd, Woodstock, IL 60098
• 

  

  /21

  $474,300

  New Construction Pending

  • 4 Beds
  • 2.5 Baths
  • 2,193 Sq Ft

  3877 Meadowridge Rd, Woodstock, IL 60098

  SPECIAL FINANCING OFFERS AVAILABLE! READY FOR MAYDELIVERY! Homesite #0085. Unveil the Starling, an expertly constructed home where exceptional design blends effortlessly with everyday comfort. This airy design offers four bedrooms, two bathrooms, a powder room, and a versatile flex room, perfect for adapting to your lifestyle. Luxury vinyl plank flooring flows throughout the main living space,

  Bill Flemming HomeSmart Connect LLC

  3877 Meadowridge Rd, 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
• 

  

  /21

  $228,900

  Pending

  • 2 Beds
  • 1 Bath
  • 1,344 Sq Ft

  615 Park St, Woodstock, IL 60098

  Multiple Offers Received, Highest and Best by Wednesday June 3, 2:00 pm. Charming ranch home in a highly desirable location close to downtown, the historic Square, shopping, restaurants, and the train station. This updated home combines classic character with modern improvements, making it truly move-in ready. Step inside to find updates throughout the entire home, including updated windows,

  Sheila Thomas RE/MAX Plaza

  615 Park St, Woodstock, IL 60098
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  /36

  $339,990

  New Construction $31K PRICE DROP Pending

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

  4237 Meadowridge Rd, Woodstock, IL 60098

  AVAILABLE NOW! SPECIAL FINANCING OFFERS AVAILABLE! Homesite #6301. Step inside and explore the Charlotte, a highly sought-after two-story duplex featuring three bedrooms and 2.5 baths. The first floor showcases an open-floor plan, creating a sense of spaciousness and unity that seamlessly blends entertainment and everyday comfort. It's easy to see why the kitchen is considered the heart of this

  Bill Flemming HomeSmart Connect LLC

  4237 Meadowridge Rd, 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

  $431,990

  New Construction

  • 2 Beds
  • 2 Baths
  • 1,550 Sq Ft

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

  This new single-story home combines comfort and style. It features an open-plan layout among the family room, dining room and modern kitchen, complemented by a quiet study off the foyer for versatile needs. In a rear corner are two bedrooms to provide restful havens, including the owner’s suite with a private bathroom and walk-in closet. An unfinished basement offers additional room to expand.

  Lennar Builder

  2303 Scenic Dr Unit 37604123, 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
• 

  

  /13

  $350,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,675 Sq Ft

  11402 Halma Ln Unit 1, Woodstock, IL 60098

  Welcome to this beautifully maintained single-family home nestled in the desirable Dutch Crest subdivision. Featuring 4 spacious bedrooms and 2 updated bathrooms, this move-in ready property offers comfort, style, and functionality for today's modern lifestyle. Step inside to discover fresh interior paint and updated bathrooms that give the home a clean, contemporary feel. The layout provides

  Pamela Zielinski Berkshire Hathaway HomeServices Starck Real Estate

  11402 Halma Ln Unit 1, Woodstock, IL 60098
• 

  

  /20

  $429,180

  New Construction $24K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,063 Sq Ft

  3859 Meadowridge Rd, Woodstock, IL 60098

  SPECIAL FINANCING OFFERS AVAILABLE! READY FOR NOVEMBER DELIVERY! Homesite# 0088. Experience the Meadowlark model, a masterfully designed two-story home combining style and convenience. With four bedrooms, two bathrooms, and a powder room, this home offers the perfect space for modern living. The first floor features a bright, open-concept layout, with a spacious family room, accessible dining

  Bill Flemming HomeSmart Connect LLC

  3859 Meadowridge Rd, Woodstock, IL 60098
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  /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
• 

  

  /12

  $254,000

  Pending

  • 5 Beds
  • 3 Baths
  • 2,765 Sq Ft

  863 Pleasant St, Woodstock, IL 60098

  This bi-level home offers genuine potential in Woodstock. With five bedrooms and three bathrooms, the layout provides flexibility for residents, remote workers, or investors exploring rental opportunities. The structure and lot size create a solid foundation for buyers ready to personalize the space. Positioned in an established area, this property presents an opportunity to build equity through

  Frank DeNovi Compass

  863 Pleasant St, 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
• 

  

  /46

  $399,900

  Pending

  • 4 Beds
  • 2.5 Baths

  602 Hickory Rd, Woodstock, IL 60098

  Experience refined ranch-style living in this beautifully maintained home, ideally situated on an expansive corner lot in Woodstock. Thoughtfully designed for both comfort and functionality, the home offers a seamless blend of open-concept living and flexible spaces suited for today's lifestyle. The main level is highlighted by warm hardwood flooring, multiple living areas, a dedicated dining

  Keith Brand Berkshire Hathaway HomeServices Chicago

  602 Hickory Rd, 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
• 

  

  /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

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