Woodstock, IL Homes for Sale under $500,000

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  /26

  $447,990

  New Construction

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

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

  This two-story home provides modern comfort and ample room to grow. Upon entry is a flex space well-suited for hosting guests, followed by a spacious open layout for seamless living and relaxing. Separate from the downstairs main living area, the second level hosts all four bedrooms to provide great personal space and privacy. The sprawling owner’s suite is a serene haven with a full-sized

  Lennar Builder

  4258 Meadowridge Road St Unit 36950471, Woodstock, IL 60098
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• 

  

  

  /21

  $475,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft

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

  This new single-story home optimizes space and prioritizes ease of living. Arranged at the back of the home is an open-concept layout, featuring a convenient kitchen center island overlooking the living and dining areas. Nearby is the cozy owner’s suite with a private bathroom and spacious walk-in closet, while two bedrooms are located down the hall. An unfinished basement provides room to expand.

  Lennar Builder

  2303 Scenic Dr Unit 37604108, 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
• 

  

  

  /11

  $439,420

  New Construction $27K PRICE DROP

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

  3871 Meadowridge Rd, 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

  3871 Meadowridge Rd, Woodstock, IL 60098
• 

  

  

  /30

  $425,000

  Pending

  • 4 Beds
  • 2 Baths
  • 2,400 Sq Ft

  14413 Pleasant Valley Rd, Woodstock, IL 60098

  WANTED: Family to love this 2 acre country home like the present..and only owner has! 4 bedrooms, 2 full baths, family room w/fireplace~ Updates include remodeled kitchen from cabinets, counters, appliances ~also wood laminate in kitchen, living and dining room and hall for easy maintenance~newer windows! Oversized 2+ car garage~ 36' x 36' pole barn, w/partial concrete floor~blacktop drive w/huge

  Sandy Butenschoen CENTURY 21 New Heritage

  14413 Pleasant Valley Rd, 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
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  /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
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  /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
• 

  

  /33

  $349,000

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  905 Hickory Rd, Woodstock, IL 60098

  Excellent ranch home on nearly an acre on the northside of town. Full basement with a shower. Two full baths, open living room with fireplace and vaulted ceilings. Gorgeous wooded lot! Attached garage plus a storage shed. New paint, carpet and appliances.

  Gary Lechner Hometown Realty, Ltd.

  905 Hickory Rd, Woodstock, IL 60098
• 

  

  /48

  $269,900

  Pending

  • 5 Beds
  • 2 Baths

  612 Oak St, Woodstock, IL 60098

  Looking for your next investment? This two-unit property checks all the boxes! The main unit offers 3 bedrooms, 1 bath, and a nicely updated kitchen with granite countertops. Upstairs, you'll find a 2 bedroom, 1 bath unit ready for rental income. The upstairs unit has a small balcony to enjoy your morning coffee. The oversized lot with mature trees creates the perfect setting for outdoor

  Arturo Flores eXp Realty

  612 Oak St, Woodstock, IL 60098
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  /32

  $375,000

  Pending

  • 3 Beds
  • 3 Baths
  • 1,621 Sq Ft

  1621 Ash Ave, Woodstock, IL 60098

  Don't miss your chance to own this open-concept ranch offering the perfect blend of space and functionality. This home features 2 bedrooms plus an office on the main level, along with 2 full baths, including a private primary bath. The kitchen opens to a deck, creating a great space for relaxing or entertaining, and the laundry room is conveniently located just off the attached 2-car garage.

  Tracie Muehler Berkshire Hathaway HomeServices Starck Real Estate

  1621 Ash Ave, Woodstock, IL 60098
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  /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
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  /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
• 

  

  /21

  $467,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,074 Sq Ft

  3823 Meadowridge Rd, Woodstock, IL 60098

  The first level of this two-story home is host to communal spaces, including a flex space off the foyer and an open floorplan shared among the family room, dining room and kitchen. A loft and three bedrooms can be found upstairs, two of which feature walk-in closets.

  Lennar Builder

  3823 Meadowridge Rd, Woodstock, IL 60098
• 

  

  /18

  $479,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,955 Sq Ft

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

  This single-story home provides a smart layout with the convenience of everything you need on one level. A flexible study is located near the entry which could also be used as a formal living or dining room. In the heart of the home is an open layout that connects the kitchen with center island effortlessly to the dining room and family room. There are three bedrooms in total including the large

  Lennar Builder

  2303 Scenic Dr Unit 37604119, Woodstock, IL 60098
• 

  /2

  $339,990

  New Construction $16K 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
• 

  

  /20

  $444,710

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,965 Sq Ft

  4038 Meadowridge Rd, Woodstock, IL 60098

  READY FOR MAY DELIVERY! Homesite# 0031. SUNROOM OPTION-BRICK FRONT * Step into the Siena, a thoughtfully designed single-story home that blends comfort, efficiency, and modern style. This layout features three bedrooms and two bathrooms in an open-concept design that creates a seamless flow between the family room, dining area, and kitchen. At the center of it all, the kitchen offers a spacious

  Bill Flemming HomeSmart Connect LLC

  4038 Meadowridge Rd, 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
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  /4

  $495,000

  • Land
  • 4.1 Acres
  • $120,732 per Acre

  LOT 7 Dillard Ct, Woodstock, IL 60098

  4.10 ACRES. FULLY IMPROVED PARK, POSSIBLE RAIL SERVICE IN REAR OF PROPERTY, READY TO BUILD SITES, ACROSS FROM BULL VALLEY 18 HOLE GOLF COURSE. CHOICE LOTS AVAILABLE. $2.75 ****** LOW MCHENRY COUNTY REAL ESTATE TAXES. MANY TAX-SAVING INCENTIVES ARE OFFERED BY THE CITY OF WOODSTOCK COMMUNITY DEVELOPMENT DEPARTMENT. CONTACT COMMUNITY DEVELOPMENT DIRECTOR JESSICA ERICKSON.

  Michael Bischoff Baird & Warner

  LOT 7 Dillard Ct, Woodstock, IL 60098
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  /25

  $479,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,607 Sq Ft

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

  The family room, kitchen and dining room can be found on the first level of this new two-story home, arranged in a convenient and contemporary open floorplan. On the same level are a study and flex space to provide additional space that the whole household can enjoy. All four bedrooms are located upstairs, each with a walk-in closet. An unfinished basement allows for more room to expand.

  Lennar Builder

  4258 Meadowridge Road St Unit 36950024, Woodstock, IL 60098
• 

  

  /32

  $419,000

  $11K PRICE DROP Pending

  • 4 Beds
  • 3.5 Baths
  • 1,957 Sq Ft

  1419 White Oak Ln, Woodstock, IL 60098

  Step into this beautiful, move-in ready villa offering the perfect blend of comfort and style-complete with low HOA fees. This spacious home features four bedrooms and three and a half baths, including a convenient main-floor primary suite with high ceilings that create an open, airy feel throughout. The full walkout basement is ideal for entertaining or extended living, featuring a wet bar and

  Dawn Bremer Keller Williams Success Realty

  1419 White Oak Ln, Woodstock, IL 60098
• 

  

  /20

  $354,990

  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
• 

  

  /16

  $355,000

  Pending

  • 2 Beds
  • 2 Baths
  • 1,755 Sq Ft

  2521 Verdi St, Woodstock, IL 60098

  Step into easy, maintenance-free living in this turn-key ready 2 bedroom, 2 full bath ranch home in the desirable Maples at the Sonatas. Filled with natural light and an open floor plan. This home offers a spacious kitchen with granite countertops, a large island with seating, and an inviting living room with a cozy gas fireplace. A versatile den provides additional living space, while the

  Emily Chrisos RE/MAX Plaza

  2521 Verdi St, Woodstock, IL 60098
• 

  /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
• 

  

  /23

  $387,900

  • 3 Beds
  • 2 Baths
  • 1,646 Sq Ft

  1200 Redtail Cir, Woodstock, IL 60098

  Welcome to easy, elegant living in the highly sought-after Sanctuary of Bull Valley community. This beautiful ranch home, built in 2021, offers 3 spacious bedrooms and 2 full bathrooms across 1,646 square feet of thoughtfully designed living space. Enjoy the convenience of a two-car attached garage and the simplicity of maintenance-free living, with the HOA taking care of lawn care and snow

  Dawn Bremer Keller Williams Success Realty

  1200 Redtail Cir, Woodstock, IL 60098
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  /56

  $364,500

  $21K PRICE DROP Pending

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

  615 Dean St, Woodstock, IL 60098

  Schedule your showing and call the movers, that's all you need to do, because the rest has already been done! Rare, nearly 1 acre lot within walking distance to the block! Be prepared to be impressed with this stunning 2 story home from 1870! The current owners have done a remarkable job with adding modern flare while maintaining the original charm. The kitchen has been given a modern facelift

  Justin Burke Keller Williams Realty Signature

  615 Dean St, Woodstock, IL 60098
• 

  

  /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
• 

  

  /21

  $468,970

  New Construction Pending

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

  3809 Riverwoods Dr, Woodstock, IL 60098

  This two-story home provides modern comfort and ample room to grow. Upon entry is a flex space well-suited for hosting guests, followed by a spacious open layout for seamless living and relaxing. Separate from the downstairs main living area, the second level hosts all four bedrooms to provide great personal space and privacy. The sprawling owner’s suite is a serene haven with a full-sized

  Lennar Builder

  3809 Riverwoods Dr, Woodstock, IL 60098
• 

  

  /48

  $379,900

  • 4 Beds
  • 2.5 Baths
  • 2,805 Sq Ft

  1218 Bunker St, Woodstock, IL 60098

  Welcome home to this spacious and character-filled 4 bed, 2.5 bath residence offering more than 2,800 square feet of living space, thoughtfully designed for comfortable everyday living and memorable entertaining. Beautiful hardwood floors flow throughout much of the home, while new brick paver front steps create a warm first impression. The main level features a welcoming living room with both a

  Maureen Forgette Century 21 Integra

  1218 Bunker St, Woodstock, IL 60098
• 

  

  /3

  $369,990

  New Construction Pending

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

  4111 Meadowridge Rd, Woodstock, IL 60098

  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 dining area and the chef-inspired kitchen. The kitchen boasts a

  Bill Flemming HomeSmart Connect LLC

  4111 Meadowridge Rd, 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
• 

  

  /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
• 

  

  /22

  $472,990

  New Construction $11K PRICE INCREASE

  • 4 Beds
  • 2 Baths
  • 2,201 Sq Ft

  3829 Meadowridge Rd, Woodstock, IL 60098

  This two-story home provides modern comfort and ample room to grow. Upon entry is a flex space well-suited for hosting guests, followed by a spacious open layout for seamless living and relaxing. Separate from the downstairs main living area, the second level hosts all four bedrooms to provide great personal space and privacy. The sprawling owner’s suite is a serene haven with a full-sized

  Lennar Builder

  3829 Meadowridge Rd, Woodstock, IL 60098
• 

  

  /16

  $339,990

  New Construction $27K PRICE DROP Pending

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

  4201 Meadowridge Rd, Woodstock, IL 60098

  AVAILABLE NOW! SPECIAL FINANCING OFFERS AVAILABLE! Homesite #6702. 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

  4201 Meadowridge Rd, Woodstock, IL 60098
• 

  

  /23

  $329,990

  New Construction $32K PRICE DROP Pending

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

  4217 Meadowridge Rd, Woodstock, IL 60098

  AVAILABLE NOW! SPECIAL FINANCING OFFERS AVAILABLE! Homesite #6502. 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

  4217 Meadowridge Rd, Woodstock, IL 60098
• 

  

  /23

  $469,840

  New Construction $30K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,631 Sq Ft

  4003 Meadowridge Rd, Woodstock, IL 60098

  SPECIAL FINANCING OFFERS AVAILABLE! READY FOR MAY DELIVERY! * GARDEN BASEMENT OPTION * Homesite#84. Discover the Wren, a thoughtfully designed two-story home that blends modern comfort with everyday functionality. This layout features four spacious bedrooms, two full bathrooms, and a convenient study on the main floor. The open-concept design connects the kitchen, dining area, and family room,

  Bill Flemming HomeSmart Connect LLC

  4003 Meadowridge Rd, Woodstock, IL 60098
• 

  

  /12

  $399,900

  Pending

  • 4 Beds
  • 2.5 Baths
  • 3,800 Sq Ft

  607 N Fleming Rd, Woodstock, IL 60098

  DON'T MISS OUT!! This is an excellent opportunity to own a 4 bedroom 2 bathroom home with a 2 car attached garage on 7 acres of land in unincorporated Woodstock. This home needs some TLC, has a spacious layout, a great enclosed porch and backyard for entertaining. The home also comes with a large barn for extra storage. The property is located near schools, parks, public transportation, and

  Stratos Rounis SR Realty Group Inc.

  607 N Fleming Rd, Woodstock, IL 60098
• 

  

  /23

  $323,490

  New Construction $26K PRICE DROP Pending

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

  4225 Meadowridge Rd, Woodstock, IL 60098

  AVAILABLE NOW! SPECIAL FINANCING OFFERS AVAILABLE! Homesite #6402. 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

  4225 Meadowridge Rd, Woodstock, IL 60098
• 

  

  /21

  $369,000

  • 6 Beds
  • 2 Baths

  1238-1240 Thomas Dr, Woodstock, IL 60098

  Really nice 2 flat with 2 car garage. Each unit has 3 bedrooms. Newer roof, siding, windows, kitchens, appliances, furnaces, and water heater. Both units were rented for $1590/ month. Rents were low. Upstairs should be $1800 and downstairs $1700. Upstairs has covered deck and fireplace.

  Gary Lechner Hometown Realty, Ltd.

  1238-1240 Thomas Dr, Woodstock, IL 60098

Showing Results 41 - 80, Page 2 of 3