Stephenson County, IL Homes

• 

  

  

  /26

  $199,900

  $35K PRICE DROP Pending

  • 2 Beds
  • 3 Baths
  • 1,416 Sq Ft

  1020 Bertram Dr Unit 17-1, Freeport, IL 61032

  This well-designed two-bedroom, three full bathroom condo offers a comfortable and flexible layout with an open floor plan ideal for both everyday living and entertaining. The main level features spacious living and dining areas that flow seamlessly, creating an inviting and functional space. The full basement significantly expands the living area and includes a beautiful family room with a

  

  Kimberly Taylor

  NextHome First Class

  (779) 204-6940

  1020 Bertram Dr Unit 17-1, Freeport, IL 61032
• 

  

  

  /18

  $1,525 Per Month

  • 4 Beds
  • 2 Baths
  • 2,560 Sq Ft
  • Condo for Rent

  404 E Prospect Terrace, Freeport, IL 61032

  OWN THIS HOME — Don't Just Rent It! 4-bed, 2-bath charming 2-story home with 2,560 sqft of character-filled living space. Beautiful hardwood floors throughout, central air conditioning, forced air heating, and a 1-car garage. Located on a tree-linedstreet in Freeport with classic Midwestern charm. OWNERSHIP OPPORTUNITY: This property qualifies for the Pied Piper Group

  404 E Prospect Terrace, Freeport, IL 61032
• 

  

  /2

  $39,000

  Sold Jun 12, 2025

  711 S Locust Ave, Freeport, IL 61032

  • 2 Beds
  • 1 Bath
  • 1,134 Sq Ft
  • Built 1907

  Last Sold Summary

  • $34/SF
  • 8 Days On Market

  Current Estimated Value $54,158

  Last Listing Agent Olga Kampmeier Keller Williams Realty Signature

  711 S Locust Ave, Freeport, IL 61032
• 

  

  

  /26

  Not Listed For Sale

  2662 Route 26 N, Freeport, IL 61032

  • 7 Beds
  • 2 Baths
  • 3,096 Sq Ft
  • Built 1848

  2662 Route 26 N, Freeport, IL 61032

  Last Sold Summary

  • 19% Below List Price
  • $106/SF
  • 17 Days On Market

  • Last Sold Price $327,000
  • Apr 08, 2025

  Last Listing Agent Trent Wingert Wingert Real Estate LLC
• 

  

  

  /13

  $125,000

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  1218 S State Ave, Freeport, IL 61032

  2 Story home with updates and upgrades. 3 bedrooms,1 bathroom on the upper level. Main level has living room, dining room and kitchen. Basement has a half bath, rec room, laundry area. There is a enclosed front porch and a deck on the rear.

  

  Malcolm Payne

  Payne Realty

  (779) 223-5621

  1218 S State Ave, Freeport, IL 61032
• 

  /2

  $1,295 Per Month

  • 2 Beds
  • 1 Bath
  • 812 Sq Ft
  • House for Rent

  316 E Winslow St, Freeport, IL 61032

  OWN THIS HOME — Don't Just Rent It! 2-bed, 1-bath charming singal-story home with 812 sqft of character-filled living space. Beautiful hardwood floors throughout, central air conditioning, forced air heating. Located on a tree-linedstreet in Freeport with classic Midwestern charm. OWNERSHIP OPPORTUNITY: This property qualifies for the Pied Piper Group Homeownership Program a

  316 E Winslow St, Freeport, IL 61032
• 

  

  /23

  $89,900

  Sold Feb 13, 2026

  827 E Garden St, Freeport, IL 61032

  • 4 Beds
  • 1 Bath
  • 1,395 Sq Ft
  • Built 1905

  Last Sold Summary

  • $64/SF
  • 2 Days On Market

  Current Estimated Value $89,052

  Last Listing Agent Kimberly Taylor NextHome First Class

  827 E Garden St, Freeport, IL 61032
• 

  /2

  Not Listed For Sale

  3234 Rye Ridge Trail, Freeport, IL 61032

  • 2 Beds
  • 2 Baths
  • 1,399 Sq Ft
  • Built 2009

  3234 Rye Ridge Trail, Freeport, IL 61032

  Last Sold Summary

  • $174/SF

  • Last Sold Price $243,500

  Last Listing Agent JOSH LONGAMORE CHOICE REALTY OF FREEPORT LLC
• 

  

  /28

  $150,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,109 Sq Ft

  510 W Dewey St, Freeport, IL 61032

  Welcome to this well-maintained three-bedroom, two-bath home that truly reflects pride of ownership. Enjoy outdoor living in the fully fenced backyard featuring an above-ground pool-perfect for summer entertaining, relaxing weekends, or hosting friends and family. The oversized detached garage provides plenty of room for vehicles, tools, and hobby space, plus additional storage options. Inside,

  

  Kimberly Taylor

  NextHome First Class

  (779) 244-6379

  510 W Dewey St, Freeport, IL 61032
• 

  

  /4

  $650 Per Month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • 11 1/2 N Van Buren Ave, 301-301

  11 1/2 N Van Buren Ave Unit 301, Freeport, IL 61032

  For Rent 1 Bedroom apartment.11 N. Van Buren, Freeport, IL. Heat included. Renter only pays electric. $650 Rent, $650 move in fee.No dogs, cat is ok. No smoking in the property.Free online applicationAnd Setup a Showing atAppliances & Features: Stove FridgeLease Term: 12 monthsYear Built: 1920Rental Assistance: NoFifty-five

  11 1/2 N Van Buren Ave Unit 301, Freeport, IL 61032
• 

  /2

  $65,000

  Sold Jun 12, 2025

  540 W American St, Freeport, IL 61032

  • 2 Beds
  • 1 Bath
  • 1,088 Sq Ft
  • Built 1902

  Last Sold Summary

  • $60/SF
  • 8 Days On Market

  Current Estimated Value $65,428

  Last Listing Agent Olga Kampmeier Keller Williams Realty Signature

  540 W American St, Freeport, IL 61032
• 

  

  /34

  Est $104,769

  Not Listed For Sale

  742-744 W Elk St, Freeport, IL 61032

  • Studio
  • 2,852 Sq Ft
  • Built 1907

  742-744 W Elk St, Freeport, IL 61032

  Last Sold Summary

  • 24% Above List Price
  • $30/SF
  • 120 Days On Market

  • Last Sold Price $84,500
  • Feb 01, 2024

  Last Listing Agent Ashley Heilman Welcome Home NW Illinois, Inc.
• 

  

  /44

  $320,000

  • 4 Beds
  • 2.5 Baths
  • 3,792 Sq Ft

  2711 Royal Oaks Dr, Freeport, IL 61032

  Spacious two-story home offering over three levels of living space, perfectly situated on over a half-acre lot in a desirable subdivision on the outskirts of Freeport in Stephenson County. This well-appointed home features 4 bedrooms and 2.5 baths, including convenient main floor laundry and beautiful hardwood floors. The functional layout provides generous living space throughout, ideal for both

  

  Kimberly Taylor

  NextHome First Class

  (779) 237-1809

  2711 Royal Oaks Dr, Freeport, IL 61032
• 

  

  /5

  $950 Per Month

  • 2 Beds
  • 1 Bath
  • 700 Sq Ft
  • House for Rent

  120 Brown St, Dakota, IL 61018

  For Rent, 2 bedroom apartment. Renter pays electric (lights and heat).120 S Brown, Dakota IL$950 Monthly Rent, $950 Move in fee.2 year lease.Pets ok with approval.$20 online applicationAnd Setup a Showing atAppliances & Features: Stove FridgeLease Term: 1 yearYear Built: 1968Rental Assistance: NoFifty-five plus:

  120 Brown St, Dakota, IL 61018
• 

  /2

  $55,000

  Sold Jun 12, 2025

  1203 S Galena Ave, Freeport, IL 61032

  • 3 Beds
  • 2 Baths
  • 1,280 Sq Ft
  • Built 1900

  Last Sold Summary

  • $43/SF
  • 8 Days On Market

  Current Estimated Value $57,560

  Last Listing Agent Olga Kampmeier Keller Williams Realty Signature

  1203 S Galena Ave, Freeport, IL 61032
• 

  

  /33

  Not Listed For Sale

  105 W Main St, Freeport, IL 61032

  • Studio
  • 6,000 Sq Ft
  • Built 1892

  105 W Main St, Freeport, IL 61032

  Last Sold Summary

  • $52/SF
  • 53 Days On Market

  • Last Sold Price $310,000
  • May 24, 2023

  Last Listing Agent Rebecca Hazzard RE/MAX
• 

  

  /20

  $89,900

  • 4 Beds
  • 1.5 Baths
  • 1,820 Sq Ft

  405 N Apple Ave, Freeport, IL 61032

  Spacious 4-bedroom, 2-bath home with great updates and versatile living spaces! The updated kitchen offers a fresh, modern feel and flows nicely into the main living areas-perfect for everyday living and entertaining. Enjoy extra space with an enclosed front porch and a bright 4-season room, ideal for relaxing year-round. Step out onto the deck for easy outdoor enjoyment, plus take advantage of

  

  Kimberly Taylor

  NextHome First Class

  (779) 204-7278

  405 N Apple Ave, Freeport, IL 61032
• 

  

  /6

  $750 Per Month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  104 Main St Unit 3, Orangeville, IL 61060

  For Rent 1 Bedroom apartment on 1st floor. Renter pays electric, heat, and water.$750 monthly rent. $750 Move in fee.Pets ok with written approval.104 S Main.Downtown Orangeville IL.2 year lease required.$20 online applicationAnd Setup a Showing atAppliances & Features: Fridge StoveLease Term: 2 year leaseYear Built:

  104 Main St Unit 3, Orangeville, IL 61060
• 

  

  /25

  $130,000

  Sold Nov 26, 2025

  1005 Arapaho Dr, Freeport, IL 61032

  • 2 Beds
  • 2 Baths
  • 1,087 Sq Ft
  • Built 1993

  Last Sold Summary

  • 30% Below List Price
  • $120/SF
  • 19 Days On Market

  Current Estimated Value $146,125

  Last Listing Agent Don Morgan Morgan Realty, Inc.

  1005 Arapaho Dr, Freeport, IL 61032
• 

  

  /15

  Est $91,238

  Not Listed For Sale

  989 Monroe Dr, Freeport, IL 61032

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1953

  989 Monroe Dr, Freeport, IL 61032

  Last Sold Summary

  • 40% Above List Price
  • $68/SF
  • 8 Days On Market

  • Last Sold Price $65,000
  • Jun 12, 2024

  Last Listing Agent Angela Schmidt Keller Williams Realty Signature
• 

  

  /46

  $358,500

  • 3 Beds
  • 2 Baths
  • 2,082 Sq Ft

  2472 W Red Oak Rd, Freeport, IL 61032

  Situated in Orangeville School District, this exceptional property offers space, versatility, and the perfect blend of comfort and functionality-all on over an acre of land. Step inside and enjoy an abundance of natural light that fills the home, highlighting the inviting layout and beautifully updated kitchen featuring granite countertops-perfect for everyday living and entertaining alike. Both

  

  Kimberly Taylor

  NextHome First Class

  (779) 237-1594

  2472 W Red Oak Rd, Freeport, IL 61032
• 

  

  /6

  $1,495 Per Month

  • 2 Beds
  • 1 Bath
  • 962 Sq Ft
  • Condo for Rent

  810 E Shawnee St, Freeport, IL 61032

  OWN THIS HOME — Don't Just Rent It!3-bed, 1-bath charming 2-story home with 1,633 sqft of character-filled living space. Beautiful hardwood floors throughout, central air conditioning, forced air heating, and a 1-car garage. Located on a tree-linedstreet in Freeport with classic Midwestern charm.OWNERSHIP OPPORTUNITY: This property qualifies for the Pied Piper Group Homeownership

  810 E Shawnee St, Freeport, IL 61032
• 

  

  /59

  $360,000

  Sold Dec 01, 2025

  9864 W Lake Rd, Winslow, IL 61089

  • 3 Beds
  • 2 Baths
  • 2,318 Sq Ft
  • Built 1896

  Last Sold Summary

  • 2% Below List Price
  • $155/SF
  • 8 Days On Market

  Current Estimated Value $362,682

  Last Listing Agent Heather Manis Berkshire Hathaway HomeServices Crosby Starck RE

  9864 W Lake Rd, Winslow, IL 61089
• 

  

  /20

  Not Listed For Sale

  501 W Main St, Freeport, IL 61032

  • Studio
  • 2,400 Sq Ft
  • Built 1950

  501 W Main St, Freeport, IL 61032

  Last Sold Summary

  • 24% Above List Price
  • $36/SF
  • 0 Days On Market

  • Last Sold Price $87,000
  • Apr 15, 2024

  Last Listing Agent Jim Sullivan JIM SULLIVAN REALTY
• 

  /2

  $17,500

  • Land
  • 19,602 Sq Ft
  • $38,889 per Acre

  3218 W Rye Ridge Trail, Freeport, IL 61046

  Residential building lot in Countryside Estates subdivision. Covenants and restrictions may apply. Lot size is irregular.

  

  JOSH LONGAMORE

  CHOICE REALTY OF FREEPORT LLC

  (779) 244-6189

  3218 W Rye Ridge Trail, Freeport, IL 61046
• 

  /2

  $1,200 Per Month

  • 3 Beds
  • 1 Bath
  • House for Rent

  1021 S Columbia Ave, Freeport, IL 61032

  3 bedroom / 1 bath

  1021 S Columbia Ave, Freeport, IL 61032
• 

  

  /29

  $290,000

  Sold Aug 15, 2025

  1680 Gladewood Dr, Freeport, IL 61032

  • 3 Beds
  • 3.5 Baths
  • 3,758 Sq Ft
  • Built 1972

  Last Sold Summary

  • $77/SF
  • 8 Days On Market

  Current Estimated Value $289,601

  Last Listing Agent Jerry Siedenburg The Siedenburg Group

  1680 Gladewood Dr, Freeport, IL 61032
• 

  

  /9

  Not Listed For Sale

  TBD Carver, Winslow, IL 61089

  • 20,000 Sq Ft
  • Built 1990

  TBD Carver, Winslow, IL 61089

  Last Sold Summary

  • $18/SF
  • 17 Days On Market

  • Last Sold Price $355,000
  • Sep 06, 2024

  Last Listing Agent Ashley Heilman Welcome Home NW Illinois, Inc.
• 

  

  /49

  $235,000

  • 3 Beds
  • 3 Baths
  • 1,426 Sq Ft

  312 S Church St, Orangeville, IL 61060

  Welcome home to this well-maintained ranch offering comfortable living space inside and out! This home features a desirable layout with main floor laundry, a spacious living area, and 1.5 baths conveniently located on the main level. The partially finished lower level expands your living space with a second full bathroom and additional rooms perfect for a family room, rec area, home office, or

  

  Kimberly Taylor

  NextHome First Class

  (815) 683-3643

  312 S Church St, Orangeville, IL 61060
• 

  /2

  $1,000 Per Month

  • 2 Beds
  • 1 Bath
  • House for Rent

  916 E Garden St, Freeport, IL 61032

  2 bedroom / 1 bath Single Family Home

  916 E Garden St, Freeport, IL 61032
• 

  

  /15

  $55,000

  Sold Feb 06, 2026

  124 N Whistler Ave Unit A8, Freeport, IL 61032

  • 2 Beds
  • 1 Bath
  • 890 Sq Ft
  • Built 1973

  Last Sold Summary

  • 15% Below List Price
  • $62/SF
  • 109 Days On Market

  Last Listing Agent Kimberly Taylor NextHome First Class

  124 N Whistler Ave Unit A8, Freeport, IL 61032
• 

  

  /18

  Est $142,820

  Not Listed For Sale

  45 N Mill St, Cedarville, IL 61013

  • 2 Beds
  • 2 Baths
  • 1,455 Sq Ft
  • Built 1880

  45 N Mill St, Cedarville, IL 61013

  Last Sold Summary

  • 50% Above List Price
  • $65/SF
  • 6 Days On Market

  • Last Sold Price $95,000
  • Oct 16, 2023

  Last Listing Agent JODIE VENDITTI CHOICE REALTY OF FREEPORT LLC
• 

  /2

  $8,500

  • Land
  • 1.19 Acres
  • $7,143 per Acre

  552 Rena Ct, Freeport, IL 61032

  1.19 acres -LOT 15 OAKWOOD GLYN SUB

  

  Kimberly Taylor

  NextHome First Class

  (779) 253-2407

  552 Rena Ct, Freeport, IL 61032
• 

  /2

  $1,625 Per Month

  • 5 Beds
  • 2 Baths
  • 2,672 Sq Ft
  • 1219 1/2 S Chicago Ave

  1219 1/2 S Chicago Ave, Freeport, IL 61032

  OWN THIS HOME — Don't Just Rent It! 5-bed, 2-bath charming 2-story home with 2,672 sqft of character-filled living space. Beautiful hardwood floors throughout, central air conditioning, forced air heating, and a 1-car garage. Located on a tree-linedstreet in Freeport with classic Midwestern charm. OWNERSHIP OPPORTUNITY: This property qualifies for the Pied Piper Group

  1219 1/2 S Chicago Ave, Freeport, IL 61032
• 

  /2

  $90,000

  Sold Jun 12, 2025

  311 1/2 E Pleasant St, Freeport, IL 61032

  • Studio
  • 4,136 Sq Ft
  • Built 1897

  Last Sold Summary

  • $22/SF
  • 8 Days On Market

  Last Listing Agent Olga Kampmeier Keller Williams Realty Signature

  311 1/2 E Pleasant St, Freeport, IL 61032
• 

  

  /29

  Est $77,178

  Not Listed For Sale

  229 W Broadway St, Freeport, IL 61032

  • Studio
  • 2,698 Sq Ft
  • Built 1902

  229 W Broadway St, Freeport, IL 61032

  Last Sold Summary

  • 19% Above List Price
  • $24/SF
  • 25 Days On Market

  • Last Sold Price $65,000
  • Jan 19, 2024

  Last Listing Agent Brian Borchardt A-1 AGENCY
• 

  

  /26

  $78,000

  $5K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 890 Sq Ft

  124 N Whistler Ave Unit B8, Freeport, IL 61032

  Brand NEW Kitchen with lovely brass/gold hardware, high end quartz countertops, beautiful large stainless steel sink with accessories, new arched black kitchen faucet with sprayer, undercounter trash and recyclable rollout bins, brand new slim line microwave, and stove. Updated bathroom Including painted Bead board, new white oak vanity with quartz top and mirror, new hardware, professionally

  

  Kimberly Taylor

  NextHome First Class

  (779) 243-5868

  124 N Whistler Ave Unit B8, Freeport, IL 61032
• 

  /2

  $1,300 Per Month

  • 3 Beds
  • 2 Baths
  • House for Rent

  833 W Pleasant St, Freeport, IL 61032

  3 Bedroom / 2 Bath

  833 W Pleasant St, Freeport, IL 61032
• 

  

  /10

  $200,875

  Sold Dec 05, 2025

  4592 W Mcconnell Rd, Mc Connell, IL 61050

  • 3 Beds
  • 2 Baths
  • 2,550 Sq Ft
  • Built 1880

  Last Sold Summary

  • 4% Below List Price
  • $79/SF
  • 41 Days On Market

  Current Estimated Value $208,496

  Last Listing Agent TY WINGERT KELLER WILLIAMS REALTY SIGNATURE

  4592 W Mcconnell Rd, Mc Connell, IL 61050
• 

  

  /19

  Est $110,688

  Not Listed For Sale

  605-607 Bridge St, Winslow, IL 61089

  • Studio
  • 1,610 Sq Ft
  • Built 1890

  605-607 Bridge St, Winslow, IL 61089

  Last Sold Summary

  • 184% Above List Price
  • $24/SF
  • 31 Days On Market

  • Last Sold Price $39,000
  • Sep 08, 2023

  Last Listing Agent Brian Borchardt A-1 AGENCY

Showing Results 81 - 120, Page 3 of 18