Homes for Sale near Carl Sandburg Middle School

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  /39

  $275,000 Open Fri 4PM - 7PM

  • 3 Beds
  • 1 Bath
  • 1,664 Sq Ft

  2368 W Winneshiek Rd, Freeport, IL 61032

  Welcome to your country retreat! This charming brick home sits on 2.27 peaceful acres, offering the perfect blend of comfort, style, and space. Inside, you’ll find three bedrooms and one full bath, thoughtfully updated to provide modern convenience with timeless charm. In 2025, the home received a full remodel, featuring a gorgeous kitchen with butcher block countertops, all new appliances, and a

  

  Courtney Martins

  DC Rise Real Estate

  (779) 273-4186

  2368 W Winneshiek Rd, Freeport, IL 61032
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  /13

  $159,900

  • 2 Beds
  • 2 Baths
  • 1,122 Sq Ft

  1820 Sierra Ct, Freeport, IL 61032

  Completely updated from top to bottom, this better-than-new condo is a must-see. Featuring main-floor living with the added bonus of daylight windows in the lower level, there’s additional space ready to be finished to suit your needs. The open-concept layout includes a bright living room, dining area, and kitchen, all designed for effortless living. The kitchen boasts brand-new stainless steel

  

  Aubra Palermo

  Re/Max Property Source

  (815) 297-1778

  1820 Sierra Ct, Freeport, IL 61032
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  /27

  $150,000

  • 3 Beds
  • 1.5 Baths
  • 1,992 Sq Ft

  1636 N Ridge Dr, Freeport, IL 61032

  Move-in ready and impeccably maintained, this quality-built ranch home offers a spacious, inviting layout and a host of desirable features. The open-concept design creates a seamless flow between the living room, dining area, and kitchen. The living room boasts a cozy fireplace, while a patio door leads to a partially fenced backyard with a low-maintenance 16' x 10' patio and raised garden

  

  Aubra Palermo

  Re/Max Property Source

  (815) 297-1778

  1636 N Ridge Dr, Freeport, IL 61032
• 

  

  

  /26

  $270,000

  • 4 Beds
  • 2.5 Baths
  • 2,818 Sq Ft

  1891 Indian Springs Ct, Freeport, IL 61032

  This spacious home sits on a large corner lot, offering plenty of room for everyone. The main floor is thoughtfully designed with a versatile office or music room, a formal dining room, a nice sized living room, and a kitchen complete with all appliances, a dining area, and a breakfast bar. Enjoy the bright sunroom and step out onto the patio for outdoor relaxation and enjoy the part of the

  

  Aubra Palermo

  Re/Max Property Source

  (815) 297-1778

  1891 Indian Springs Ct, Freeport, IL 61032
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  /12

  $78,000

  • 3 Beds
  • 2 Baths
  • 1,681 Sq Ft

  236 W Winnifred St, Freeport, IL 61032

  Motivated seller - Fixer Upper - Good Potential - 3+ Bedrooms, 2 Bathrooms, Attached Garage, Large Yard. Will not qualify for FHA/USDA/VA.

  

  Kimberly Taylor

  NextHome First Class

  (779) 208-4320

  236 W Winnifred St, Freeport, IL 61032
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  /16

  $185,000

  • 4 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  1473 S Harlem Ave, Freeport, IL 61032

  Spacious and well cared for, this one-owner two-story home offers over 2,600 sq. ft. of living space plus a partially finished basement. Inside you'll find plenty of room to spread out, while outside you'll enjoy a great fenced-in backyard-perfect for pets, play, or entertaining. The property also includes a 14' x 24' attached garage for convenience. Important updates have already been taken care

  

  Kimberly Taylor

  NextHome First Class

  (779) 237-3190

  1473 S Harlem Ave, Freeport, IL 61032
• 

  

  /65

  $829,000

  • 4 Beds
  • 3.5 Baths
  • 3,956 Sq Ft

  4567 W Stephenson Street Rd, Freeport, IL 61032

  Fabulous Custom Designed Home on 5 Acres-Built in 2021. This remarkable MODERN FARMHOUSE is set on 5 serene acres in rural Stephenson County, offering peace, privacy, and breathtaking views. With approximately 3,800 sq. ft. of finished living space across three levels, every detail was designed for comfort and style. Step onto the inviting porch and into a bright, open floor plan filled with

  

  Kimberly Taylor

  NextHome First Class

  (779) 382-2867

  4567 W Stephenson Street Rd, Freeport, IL 61032
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  /4

  $129,900

  • 4 Beds
  • 4 Baths

  763-765 W Pleasant St, Freeport, IL 61032

  Great Location - Side by Side Duplex with Separate Utilities, 2 Stall Detached Garage and Off Street Parking. Each side is a 2 story with basement laundry, gas forced air heat and 2 bedrooms. Tenants need minimum 24 hour notice for showings.

  

  Kimberly Taylor

  NextHome First Class

  (779) 804-2939

  763-765 W Pleasant St, Freeport, IL 61032
• 

  

  /7

  $400

  28 W Main St, Freeport, IL 61032

  Upstairs office space with shared bathroom. 6 month lease required. One month deposit and first month's rent due at signing. Landlord pays all utilities!

  

  Tracey DeCrane

  RE/MAX TOWN LAKE & COUNTRY

  (779) 237-2225

  28 W Main St, Freeport, IL 61032
• 

  

  /21

  $110,000

  • 3 Beds
  • 1.5 Baths
  • 1,572 Sq Ft

  116 E Fuller St, Freeport, IL 61032

  Charming Home with 3 Levels of Space! The Home offers a Modern Kitchen, Hardwood Flooring, Main Floor 4 Seasons Room, Vinyl Replacement Windows, Gas Forced Air Furnace and Central Air. The Basement has a Family Room, Half Bathroom & a 4th Bedroom/Office which has an Egress Window and Closet. Patio and Fenced Yard. Seller will work with FHA/USDA/VA Buyer + ROOF Replacement or Allowance.

  

  Kimberly Taylor

  NextHome First Class

  (779) 210-6821

  116 E Fuller St, Freeport, IL 61032
• 

  

  /22

  $185,000

  • 3 Beds
  • 1 Bath
  • 2,472 Sq Ft

  2358 Chelsea Ave, Freeport, IL 61032

  Welcome to your dream home! This charming three-bedroom ranch offers a perfect blend of comfort and functionality, nestled in a serene county setting. As you enter, you'll be greeted by a spacious living area. The home boasts three inviting bedrooms, providing ample space for relaxation and privacy. The full basement offers endless possibilities for additional living space, storage, or a

  

  Kimberly Taylor

  NextHome First Class

  (779) 273-4421

  2358 Chelsea Ave, Freeport, IL 61032
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  /34

  $158,500

  • 4 Beds
  • 1.5 Baths
  • 1,404 Sq Ft

  205 N Mernitz Ave, Freeport, IL 61032

  Great 4-bedroom, 2-bath raised ranch located in a quiet Freeport neighborhood. This well-maintained home offers a bright and inviting main level with a comfortable living room, an eat-in kitchen, and ample space. The partially finished basement provides extra living -perfect for a family room, home office, or hobby area. Enjoy the privacy of the fenced-in backyard, ideal for gatherings,

  

  Kimberly Taylor

  NextHome First Class

  (779) 220-0787

  205 N Mernitz Ave, Freeport, IL 61032
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  /13

  $82,500

  • 2 Beds
  • 1 Bath
  • 1,030 Sq Ft

  1602 E De Leon St, Freeport, IL 61032

  Small House - Big Garage! This Home offers 2-3 Bedrooms, Large Breezeway/Family Room, No Basement, Forced Air Heat and Appliances Included.

  

  Kimberly Taylor

  NextHome First Class

  (779) 444-6319

  1602 E De Leon St, Freeport, IL 61032
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  /10

  $80,000

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  1557 S Oak Ave, Freeport, IL 61032

  This move in ready ranch-style home is an ideal choice for first-time buyers or anyone looking to start fresh! Recent updates include a new roof (2023), new appliances (2022), new window air unit (2025), and a replaced sewer line from the house to the street (2025). Nestled on a corner lot, the home boasts original hardwood floors and beautiful natural woodwork throughout. The spacious enclosed

  

  Aubra Palermo

  Re/Max Property Source

  (815) 297-1778

  1557 S Oak Ave, Freeport, IL 61032
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  /19

  $125,000

  • 3 Beds
  • 1 Bath
  • 1,260 Sq Ft

  906 W Jefferson Dr, Freeport, IL 61032

  GREAT HOME - Good Location - Cute Yard - Corner Lot, Nice Driveway. Three Bedrooms, Large Living Room, Dining Area with Lots of Light overlooking the Back Yard! Full Unfinished Basement.

  

  Kimberly Taylor

  NextHome First Class

  (779) 273-3353

  906 W Jefferson Dr, Freeport, IL 61032
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  /15

  $130,000

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  1810 Winchester Dr Unit 4, Freeport, IL 61032

  Location and endless possibilities! Nestled in a quiet cul-de-sac, this condo offers a thoughtfully designed layout. The main floor features an open-concept living and dining area, flowing seamlessly to the kitchen or opposite onto a spacious deck-perfect for relaxing outdoors. The exposed and walk -out lower level adds flexibility to the home and is already roughed in for an additional

  

  Aubra Palermo

  RE/MAX Property Source

  (815) 297-1778

  1810 Winchester Dr Unit 4, Freeport, IL 61032
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  /16

  $130,000

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  1810 Winchester Dr, Freeport, IL 61032

  Location and endless possibilities! Nestled in a quiet cul-de-sac, this condo offers a thoughtfully designed layout. The main floor features an open-concept living and dining area, flowing seamlessly to the kitchen or opposite onto a spacious deck—perfect for relaxing outdoors. The exposed and walk-out lower level adds flexibility to the home and is already roughed in for an additional bathroom.

  

  Aubra Palermo

  Re/Max Property Source

  (815) 297-1778

  1810 Winchester Dr, Freeport, IL 61032
• 

  

  /23

  $60,000

  • 4 Beds
  • 1.5 Baths
  • 1,240 Sq Ft

  1260 W Palmer St, Freeport, IL 61032

  This spacious four-bedroom, one-and-a-half-bath home is full of potential and ready for your personal touch! Ideally located near schools and parks, it offers a convenient lifestyle in a family-friendly neighborhood. Inside, you'll find generous room sizes and a functional layout, just waiting for a little TLC to bring out its full charm. Whether you're a first-time buyer, investor, or DIY

  

  Kimberly Taylor

  NextHome First Class

  (779) 246-3767

  1260 W Palmer St, Freeport, IL 61032
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  /67

  $400,000

  • 4 Beds
  • 3.5 Baths
  • 4,659 Sq Ft

  1286 W Stephenson St, Freeport, IL 61032

  Historical Elegance Meets Modern Comfort - A Timeless Georgian Masterpiece. Built in 1920, this stately brick Georgian is a true testament to timeless elegance and enduring craftsmanship. Over the past century, it has been home to just five families, a reflection of its lasting appeal. Spanning four thoughtfully updated and meticulously maintained stories, this residence sits on over 1.5 acres of

  

  Aubra Palermo

  RE/MAX Property Source

  (815) 297-1778

  1286 W Stephenson St, Freeport, IL 61032
• 

  

  /67

  $400,000

  • 4 Beds
  • 3.5 Baths
  • 5,121 Sq Ft

  1286 W Stephenson St Unit 1314 W Stephenson St, Freeport, IL 61032

  Historical Elegance Meets Modern Comfort – A Timeless Georgian Masterpiece. Built in 1920, this stately brick Georgian is a true testament to timeless elegance and enduring craftsmanship. Over the past century, it has been home to just five families, a reflection of its lasting appeal. Spanning four thoughtfully updated and meticulously maintained stories, this residence sits on over 1.5 acres of

  

  Aubra Palermo

  Re/Max Property Source

  (815) 297-1778

  1286 W Stephenson St Unit 1314 W Stephenson St, Freeport, IL 61032
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  /117

  $2,650,000

  • 6 Beds
  • 6 Baths
  • 6,500 Sq Ft

  2407 W Galena Ave, Freeport, IL 61032

  Exquisite Tudor Estate on 14 Acres with Resort-Style Amenities - Step into a fabulous world of timeless elegance and modern luxury with this Stunning Tudor-style estate. This sprawling property is truly one-of-a-kind, offering everything you need for refined living and endless recreation-without ever leaving home. The stately main residence features 6+ bedrooms, main floor master suite, main

  

  Kimberly Taylor

  NextHome First Class

  (815) 324-3912

  2407 W Galena Ave, Freeport, IL 61032
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  /5

  $35,000

  808 Cheshire Ct, Freeport, IL 61032

  This spacious lot is currently zoned P-1 for Professional Use—perfect for office or service-based development. Located in a desirable area with over 150 feet of frontage on Kiwanis Drive, it offers excellent visibility and access. Don’t miss your chance to secure a premium site at a highly competitive price!

  

  Courtney Martins

  DC Rise Real Estate

  (779) 382-2717

  808 Cheshire Ct, Freeport, IL 61032
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  /15

  $68,000

  • 2 Beds
  • 1 Bath
  • 890 Sq Ft

  124 N Whistler A-7 Ave Unit 7, Freeport, IL 61032

  Carefree Condo Living with Great Amenities! Welcome to this upper-level 2-bedroom condo offering low-maintenance living in a well-maintained complex. Enjoy the comfort of gas hot water heat, included with the monthly dues, along with lawn care, snow removal, exterior upkeep, and common area maintenance all covered-giving you more time to relax and less to worry about. The unit includes one

  

  Kimberly Taylor

  NextHome First Class

  (779) 246-4388

  124 N Whistler A-7 Ave Unit 7, Freeport, IL 61032
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  /32

  $799,900

  • Studio
  • 11,808 Sq Ft

  24 S Galena Ave, Freeport, IL 61032

  Prime Downtown Freeport Investment Opportunity – 14 Residential Units + 1 Commercial Space | 11% Pro Forma Return Located in the heart of historic downtown Freeport, IL, this mixed-use building offers an outstanding opportunity for investors seeking strong, stable cash flow in a revitalizing urban core. The property includes 14 residential units—a mix of efficiencies and 1-bedroom

  

  Brian Borchardt

  A-1 AGENCY

  (779) 237-3713

  24 S Galena Ave, Freeport, IL 61032
• 

  

  /22

  $173,000

  • 4 Beds
  • 1.5 Baths
  • 2,960 Sq Ft

  822 W Lincoln Blvd, Freeport, IL 61032

  Step into timeless elegance with this spacious four-bedroom home, where classic charm meets everyday comfort. From the grand open staircase and soaring ceilings to the rich hardwood floors and beautiful Terrazzo tile, every detail reflects traditional craftsmanship. The home features generous built-ins, walk-in closets, and large rooms filled with natural light. Enjoy a spacious yard perfect for

  

  Kimberly Taylor

  NextHome First Class

  (779) 209-4758

  822 W Lincoln Blvd, Freeport, IL 61032
• 

  /2

  $59,900

  • 4 Beds
  • 1 Bath
  • 1,702 Sq Ft

  509 W Chestnut St, Freeport, IL 61032

  This property is available for cash purchase or seller financing with a minimum $10,000 down payment, subject to a short-term payment agreement. It was acquired through investment services and is being sold strictly as-is. Please exercise caution when entering the property. Allow up to two business days for all seller communications and responses.

  

  Kimberly Taylor

  NextHome First Class

  (779) 252-7141

  509 W Chestnut St, Freeport, IL 61032
• 

  

  /12

  $85,000

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft

  704 Kiwanis Dr Unit 1, Freeport, IL 61032

  This updated main-floor condo, complete with an oversized attached garage (15' deep), offers the perfect blend of convenience and charm. Ideally located near the Golf Course, Observatory, YMCA, and Highland Community College, it’s a fantastic option for hassle-free living and an excellent alternative to renting. HOA dues include heat, water, sewer, snow removal, and lawn care, ensuring peace of

  

  Aubra Palermo

  Re/Max Property Source

  (815) 297-1778

  704 Kiwanis Dr Unit 1, Freeport, IL 61032
• 

  

  /21

  $80,000

  • 3 Beds
  • 1 Bath
  • 1,542 Sq Ft

  314 W Chestnut St, Freeport, IL 61032

  Move in ready and all loan types will work! Exterior repainted and repairs made. Chimney fixed. Completely move in ready. This two story has the perfect blend of space and charm, featuring generous room sizes and a multi-level deck within a fully fenced backyard. Convenient off-street parking leads to an enclosed porch and mudroom, offering both functionality and convenience. The main floor

  

  Aubra Palermo

  Re/Max Property Source

  (815) 297-1778

  314 W Chestnut St, Freeport, IL 61032
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  /12

  $1,500

  • 1,500 Sq Ft

  26 S Galena Ave, Freeport, IL 61032

  2,600 SF of office / retail space on one level. One of the busiest intersection in town with a traffic count of 4650. Rent includes heat and water ( tenant pays electricity). Spaces includes 5 individual offices, board room, large executive office, break room and men's & ladies restrooms. Space is freshly painted and ready for immediate occupancy. Owner desires a 5 year fixed rate lease and will

  

  Brian Borchardt

  A-1 AGENCY

  (779) 244-7169

  26 S Galena Ave, Freeport, IL 61032
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  /31

  $123,900

  • 4 Beds
  • 1.5 Baths
  • 1,510 Sq Ft

  435 N Apple Ave, Freeport, IL 61032

  Motivateded seller wants all offers on this charming & Spacious 2-Story Home with Modern Updates! Step into comfort and style in this beautifully updated 2-story home offering 4 generous bedrooms and 1.5 baths, ideal for families of all sizes. As you enter, you're welcomed by an open staircase that adds a touch of elegance and creates a bright, airy feel throughout the main living space. The

  

  Brian Borchardt

  A-1 AGENCY

  (779) 444-6223

  435 N Apple Ave, Freeport, IL 61032
• 

  

  /15

  $80,000

  • 2 Beds
  • 1 Bath
  • 732 Sq Ft

  1043 W Lincoln Blvd, Freeport, IL 61032

  Charming and move-in ready, this home features an updated bathroom and plenty of inviting spaces. A covered front porch welcomes you into the cozy living room, flowing seamlessly into the dining area and kitchen. The kitchen offers a pantry closet, attic access, and a door leading to a spacious 12' x 20' deck, perfect for outdoor relaxation. Despite initial impressions, the backyard is

  

  Aubra Palermo

  Re/Max Property Source

  (815) 297-1778

  1043 W Lincoln Blvd, Freeport, IL 61032
• 

  

  /68

  $299,900

  • 4 Beds
  • 1.5 Baths
  • 2,184 Sq Ft

  4895 W Stephenson Street Rd, Freeport, IL 61032

  Modern Farmhouse on 5 Acres with Income Potential & Event-Ready Barn**Welcome to your dream countryside retreat! This stunning two-story home blends timeless modern farmhouse design with practical functionality, offering an exceptional lifestyle on 5 picturesque acres. Featuring 4 areas of finished levels-including a charming finished attic and a partially finished basement-this home delivers

  

  Kimberly Taylor

  NextHome First Class

  (779) 209-1115

  4895 W Stephenson Street Rd, Freeport, IL 61032
• 

  

  /15

  $75,000

  • Studio
  • 2,292 Sq Ft

  720 S Carroll Ave, Freeport, IL 61032

  Two flat each with 2 bedrooms and 1 full bath, over 1,140 square feet each unit plus with off street parking. Look at these room sizes. Main floor living room is 16' x 13', formal dining room 14' x 13'. Upstairs living room is 25' x 13', formal dining room is 14' x 12'. Lots of original hardwood floors. All utilities currently included in rent. Electric metered separately. Gas 1 meter and

  

  Aubra Palermo

  Re/Max Property Source

  (815) 297-1778

  720 S Carroll Ave, Freeport, IL 61032
• 

  

  /13

  $49,999

  • 3 Beds
  • 1 Bath
  • 1,374 Sq Ft

  808 S Adams Ave, Freeport, IL 61032

  Looking for cash flow or a place of your own? Step inside and be pleasantly surprised—this home is far more updated than you might expect! The main floor offers a spacious living room, a dining area, a modern kitchen, a full bathroom, and a convenient laundry area. There’s also an additional versatile room, perfect for a home office or guest accommodations. Upstairs, you’ll find three comfortable

  

  Aubra Palermo

  Re/Max Property Source

  (815) 297-1778

  808 S Adams Ave, Freeport, IL 61032
• 

  

  /48

  $425,000

  • 4 Beds
  • 3.5 Baths
  • 3,768 Sq Ft

  3107 Farmdale Ln, Freeport, IL 61032

  **Beautiful Two-Story Home with Finished Basement in Prime Subdivision** Discover the perfect blend of luxury and comfort in this stunning two-story home, offering over 3,700 square feet of beautifully appointed living space. Featuring a kitchen with granite countertops, eat in area, pantry and access to the deck. The main floor boasts a cozy family room enhanced by a striking stack stone

  

  Kimberly Taylor

  NextHome First Class

  (779) 244-6046

  3107 Farmdale Ln, Freeport, IL 61032
• 

  

  /45

  $265,000

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

  3448 Daren Dr, Freeport, IL 61032

  ***Stunning Main-Floor Condo with Full Basement and Exceptional Features***This TASTEFULLY UPDATED 3 bedroom, 3 bathroom Condo offers over 2,000+ square feet of beautifully designed living space. The open-concept layout seamlessly connects the formal dining room, spacious living areas, and a charming four-season room with a screened-in porch-perfect for year-round enjoyment. The home boasts a

  

  Kimberly Taylor

  NextHome First Class

  (779) 253-2985

  3448 Daren Dr, Freeport, IL 61032
• 

  

  /40

  $259,900

  • 2 Beds
  • 3 Baths
  • 2,748 Sq Ft

  734 S Canterbury Dr, Freeport, IL 61032

  This charming 2-bedroom house for sale offers a blend of comfort, style, and energy efficiency, set on a spacious double lot. Upon entering, you'll be greeted by an inviting open floor plan that maximizes space and light, highlighted by stunning vaulted ceilings that add to the airy, expansive feel. The Brazilian cherry hardwood floors throughout the home exude warmth and elegance, creating a

  

  Brian Borchardt

  A-1 AGENCY

  (779) 999-4803

  734 S Canterbury Dr, Freeport, IL 61032
• 

  

  /17

  $262,350

  0 N Bolton Rd, Freeport, IL 61032

  Business Known as Freeport Septic - Includes all inventory, phone number, list of customers and all equipment: 2010 Freightliner Diesel Truck with 3200 gallon tank ( 4 years old ) 2001 Ford F-350 with 350 gallon waste tank, 150 Gallon water tank and aluminum bed. ( This is used for the porta potties ) 118 porta potties of various types, 11 hand wash stations, and various portable holding tanks.

  

  Brian Borchardt

  A-1 AGENCY

  (779) 213-0499

  0 N Bolton Rd, Freeport, IL 61032
• 

  

  /22

  $36,900

  • 2 Beds
  • 1 Bath
  • 1,308 Sq Ft

  441 W Exchange St Unit 302, Freeport, IL 61032

  Secure and safe well built brick building with LOW cost of living designed for Owner Occupants, conveniently located close to downtown on a dead end cul-de-sac. Move in ready with all appliances including washer and dryer. All of the rooms are spacious with large windows. Living room with built ins. Formal dining room with built ins. Kitchen with appliances and back door to backyard, basement

  

  Aubra Palermo

  RE/MAX Property Source

  (815) 297-1778

  441 W Exchange St Unit 302, Freeport, IL 61032
• 

  

  /22

  $36,900

  • 2 Beds
  • 1 Bath
  • 1,308 Sq Ft

  441 W Exchange #302 St, Freeport, IL 61032

  Secure and safe well built brick building with LOW cost of living designed for owner occupants, conveniently located close to downtown on a dead end cul-de-sac. Move in ready with all appliances including washer and dryer. All of the rooms are spacious with large windows. Living room with built ins. Formal dining room with built ins. Kitchen with appliances and back door to backyard, basement

  

  Aubra Palermo

  Re/Max Property Source

  (815) 297-1778

  441 W Exchange #302 St, Freeport, IL 61032

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