775

Oakland, IL Homes

Section Image
    • 22790 E County Road 1750n, Oakland, IL 61943
      22790 E County Road 1750n, Oakland, IL 61943
      22790 E County Road 1750n, Oakland, IL 61943
      /52

      Est $235,198 Not Listed For Sale

      22790 E County Road 1750n, Oakland, IL 61943

      • 6 Beds
      • 3 Baths
      • 2,371 Sq Ft
      • Built 1882
      22790 E County Road 1750n, Oakland, IL 61943

      Last Sold Summary

      • 68% Above List Price
      • $59/SF
      • 11 Days On Market

      Last Sold Price $140,000

      Last Listing Agent Steve Littlefield KELLER WILLIAMS-TREC

    • 17815 N County Road 2000e, Oakland, IL 61943
      17815 N County Road 2000e, Oakland, IL 61943
      /2

      Est $256,036 Not Listed For Sale

      17815 N County Road 2000e, Oakland, IL 61943

      • 4 Beds
      • Built 1980
      17815 N County Road 2000e, Oakland, IL 61943

      Last Sold Summary

      • 24% Below List Price
      • $196/SF
      • 267 Days On Market

      Last Sold Price $338,200

      Last Listing Agent Randy Hastings Hillard Agency- Tuscola

    • 19 W Montgomery St, Oakland, IL 61943
      19 W Montgomery St, Oakland, IL 61943
      19 W Montgomery St, Oakland, IL 61943
      /21

      Est $64,930 Not Listed For Sale

      19 W Montgomery St, Oakland, IL 61943

      • 2 Beds
      • 1 Bath
      • 1,264 Sq Ft
      • Built 1887
      19 W Montgomery St, Oakland, IL 61943

      Last Sold Summary

      • 86% Above List Price
      • $28/SF
      • 10 Days On Market

      Last Sold Price $35,000

      Last Listing Agent Kyley Willison Willison Real Estate, Inc.

    • 614 Twin Oaks St, Oakland, IL 61943
      614 Twin Oaks St, Oakland, IL 61943
      614 Twin Oaks St, Oakland, IL 61943
      /15

      Est $134,429 Not Listed For Sale

      614 Twin Oaks St, Oakland, IL 61943

      • 3 Beds
      • 2 Baths
      • 1,250 Sq Ft
      • Built 1977
      614 Twin Oaks St, Oakland, IL 61943

      Last Sold Summary

      • 51% Above List Price
      • $71/SF
      • 110 Days On Market

      Last Sold Price $89,000

      Last Listing Agent Neal Wood RE/MAX Choice-Tuscola

    • 604 Twin Oaks St, Oakland, IL 61943
      604 Twin Oaks St, Oakland, IL 61943
      604 Twin Oaks St, Oakland, IL 61943
      /22

      Est $212,116 Not Listed For Sale

      604 Twin Oaks St, Oakland, IL 61943

      • 3 Beds
      • 3 Baths
      • 2,290 Sq Ft
      • Built 1976
      604 Twin Oaks St, Oakland, IL 61943

      Last Sold Summary

      • 9% Above List Price
      • $85/SF
      • 148 Days On Market

      Last Sold Price $195,000

      Last Listing Agent Neal Wood RE/MAX Choice-Tuscola

    • 302 W Main St, Oakland, IL 61943
      302 W Main St, Oakland, IL 61943
      302 W Main St, Oakland, IL 61943
      /40

      Est $161,468 Not Listed For Sale

      302 W Main St, Oakland, IL 61943

      • 3 Beds
      • 3 Baths
      • 1,772 Sq Ft
      • Built 1967
      302 W Main St, Oakland, IL 61943

      Last Sold Summary

      • 48% Above List Price
      • $62/SF
      • 49 Days On Market

      Last Sold Price $109,000

      Last Listing Agent Randy Hastings Hillard Agency- Tuscola

    • 107 E Main St, Oakland, IL 61943
      107 E Main St, Oakland, IL 61943
      /2

      Est $150,138 Not Listed For Sale

      107 E Main St, Oakland, IL 61943

      • 4 Beds
      • 2 Baths
      • 1,824 Sq Ft
      • Built 1900
      107 E Main St, Oakland, IL 61943

      Last Sold Summary

      • 18% Below List Price
      • $70/SF

      Last Sold Price $127,000

      Last Listing Agent Emily Floyd Coldwell Banker Classic Real Estate

    • 308 N Logan St, Oakland, IL 61943
      308 N Logan St, Oakland, IL 61943
      308 N Logan St, Oakland, IL 61943
      /28

      Est $116,388 Not Listed For Sale

      308 N Logan St, Oakland, IL 61943

      • 3 Beds
      • 1 Bath
      • 1,688 Sq Ft
      • Built 1917
      308 N Logan St, Oakland, IL 61943

      Last Sold Summary

      • 45% Above List Price
      • $47/SF
      • 175 Days On Market

      Last Sold Price $80,000

      Last Listing Agent Neal Wood RE/MAX Choice-Tuscola

    • 315 N Pike St, Oakland, IL 61943
      315 N Pike St, Oakland, IL 61943
      315 N Pike St, Oakland, IL 61943
      /24

      Est $173,454 Not Listed For Sale

      315 N Pike St, Oakland, IL 61943

      • 5 Beds
      • 2 Baths
      • 3,440 Sq Ft
      • Built 1897
      315 N Pike St, Oakland, IL 61943

      Last Sold Summary

      • 148% Above List Price
      • $20/SF
      • 156 Days On Market

      Last Sold Price $70,000

      Last Listing Agent Randy Hastings Hillard Agency- Tuscola

    • 380 W Lincoln St, Oakland, IL 61943
      380 W Lincoln St, Oakland, IL 61943
      /2

      Est $218,686 Not Listed For Sale

      380 W Lincoln St, Oakland, IL 61943

      • 4 Beds
      • 3 Baths
      • 2,598 Sq Ft
      • Built 1922
      380 W Lincoln St, Oakland, IL 61943

      Last Sold Summary

      • 42% Below List Price
      • $59/SF

      Last Sold Price $154,000

      Last Listing Agent Tom Hildebrand Coldwell Banker Classic Real Estate

    • 600 N Walnut St, Oakland, IL 61943
      600 N Walnut St, Oakland, IL 61943
      600 N Walnut St, Oakland, IL 61943
      /26

      Est $200,441 Not Listed For Sale

      600 N Walnut St, Oakland, IL 61943

      • 4 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 1956
      600 N Walnut St, Oakland, IL 61943

      Last Sold Summary

      • 105% Above List Price
      • $58/SF
      • 24 Days On Market

      Last Sold Price $98,000

      Last Listing Agent Neal Wood RE/MAX Choice-Tuscola

    • 24615 Johnson Dr, Oakland, IL 61943
      24615 Johnson Dr, Oakland, IL 61943
      24615 Johnson Dr, Oakland, IL 61943
      /20

      Est $110,738 Not Listed For Sale

      24615 Johnson Dr, Oakland, IL 61943

      • 2 Beds
      • 2 Baths
      • 1,876 Sq Ft
      • Built 1975
      24615 Johnson Dr, Oakland, IL 61943

      Last Sold Summary

      • 1,007% Above List Price
      • $5/SF
      • 383 Days On Market

      Last Sold Price $10,000

      Last Listing Agent Andrea Poling LANDMARK REAL ESTATE

    • 24958 Johnson Dr, Oakland, IL 61943
      24958 Johnson Dr, Oakland, IL 61943
      /2

      Est $91,351 Not Listed For Sale

      24958 Johnson Dr, Oakland, IL 61943

      • 2 Beds
      • 1 Bath
      • 1,152 Sq Ft
      • Built 1961
      24958 Johnson Dr, Oakland, IL 61943

      Last Sold Summary

      • 45% Below List Price
      • $55/SF

      Last Sold Price $63,000

      Last Listing Agent Carolyn Crawford Willison Real Estate, Inc.

    • 0 Cr 2025 E Unit 6199213, Oakland, IL 61943
      0 Cr 2025 E Unit 6199213, Oakland, IL 61943
      0 Cr 2025 E Unit 6199213, Oakland, IL 61943
      /7

      Not Listed For Sale

      0 Cr 2025 E Unit 6199213, Oakland, IL 61943

      0 Cr 2025 E Unit 6199213, Oakland, IL 61943

      Last Sold Summary

      • 18 Days On Market

      Last Sold Price $400,000

      Last Listing Agent Winnie Stortzum Farmers National Company

    • 0 E County Road 1700 N, Oakland, IL 61943
      0 E County Road 1700 N, Oakland, IL 61943
      0 E County Road 1700 N, Oakland, IL 61943
      /6

      Not Listed For Sale

      0 E County Road 1700 N, Oakland, IL 61943

      0 E County Road 1700 N, Oakland, IL 61943

      Last Sold Summary

      • 287 Days On Market

      Last Sold Price $71,100

      Last Listing Agent Kirk Swensen Century 21 Kima Properties

    • 25165 Ecr 2040n, Oakland, IL 61943
      25165 Ecr 2040n, Oakland, IL 61943
      25165 Ecr 2040n, Oakland, IL 61943
      /34

      Est $211,103 Not Listed For Sale

      25165 Ecr 2040n, Oakland, IL 61943

      • 5 Beds
      • 2 Baths
      • 2,204 Sq Ft
      • Built 1900
      25165 Ecr 2040n, Oakland, IL 61943

      Last Sold Summary

      • 65% Above List Price
      • $58/SF
      • 11 Days On Market

      Last Sold Price $128,000

      Last Listing Agent Kathy Spence All-American Realty

    • 19476 N County Road 2700e, Oakland, IL 61943
      19476 N County Road 2700e, Oakland, IL 61943
      19476 N County Road 2700e, Oakland, IL 61943
      /21

      Est $177,158 Not Listed For Sale

      19476 N County Road 2700e, Oakland, IL 61943

      • 2 Beds
      • 1 Bath
      • 2,692 Sq Ft
      • Built 1917
      19476 N County Road 2700e, Oakland, IL 61943

      Last Sold Summary

      • 48% Above List Price
      • $45/SF
      • 9 Days On Market

      Last Sold Price $120,000

      Last Listing Agent Carolyn Crawford Willison Real Estate, Inc.

    • 18154 N County Road 2400e, Oakland, IL 61943
      18154 N County Road 2400e, Oakland, IL 61943
      18154 N County Road 2400e, Oakland, IL 61943
      /33

      Est $191,180 Not Listed For Sale

      18154 N County Road 2400e, Oakland, IL 61943

      • 4 Beds
      • 1 Bath
      • 1,845 Sq Ft
      • Built 1950
      18154 N County Road 2400e, Oakland, IL 61943

      Last Sold Summary

      • 66% Above List Price
      • $62/SF
      • 48 Days On Market

      Last Sold Price $115,000

      Last Listing Agent Jennifer Swensen Century 21 Kima Properties

    • 15 E North St, Oakland, IL 61943
      15 E North St, Oakland, IL 61943
      /2

      Est $75,986 Not Listed For Sale

      15 E North St, Oakland, IL 61943

      • Studio
      15 E North St, Oakland, IL 61943

      Last Sold Summary

      • 913% Below List Price

      Last Sold Price $7,500

      Last Listing Agent Katelynne Garavaglia All-American Realty

    • 2150 E State Route 133, Oakland, IL 61943
      2150 E State Route 133, Oakland, IL 61943
      2150 E State Route 133, Oakland, IL 61943
      /12

      Est $177,191 Not Listed For Sale

      2150 E State Route 133, Oakland, IL 61943

      • 3 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1961
      2150 E State Route 133, Oakland, IL 61943

      Last Sold Summary

      • 121% Above List Price
      • $60/SF
      • 4 Days On Market

      Last Sold Price $80,000

      Last Listing Agent Kyley Willison Willison Real Estate, Inc.

    • 9 E Montgomery St, Oakland, IL 61943
      9 E Montgomery St, Oakland, IL 61943
      9 E Montgomery St, Oakland, IL 61943
      /11

      Est $79,783 Not Listed For Sale

      9 E Montgomery St, Oakland, IL 61943

      • 3 Beds
      • 1 Bath
      • 900 Sq Ft
      • Built 1937
      9 E Montgomery St, Oakland, IL 61943

      Last Sold Summary

      • 60% Above List Price
      • $55/SF
      • 90 Days On Market

      Last Sold Price $49,900

      Last Listing Agent Neal Wood RE/MAX Choice-Tuscola

    • 592 N County Road 2360e, Oakland, IL 61943
      592 N County Road 2360e, Oakland, IL 61943
      592 N County Road 2360e, Oakland, IL 61943
      /53

      Est $326,847 Not Listed For Sale

      592 N County Road 2360e, Oakland, IL 61943

      • 3 Beds
      • 3 Baths
      • 2,470 Sq Ft
      • Built 1994
      592 N County Road 2360e, Oakland, IL 61943

      Last Sold Summary

      • 51% Above List Price
      • $88/SF
      • 20 Days On Market

      Last Sold Price $217,000

      Last Listing Agent Jay Fruhling RE/MAX

    • 17711 N County Road 2700e, Oakland, IL 61943
      17711 N County Road 2700e, Oakland, IL 61943
      17711 N County Road 2700e, Oakland, IL 61943
      /47

      Est $305,334 Not Listed For Sale

      17711 N County Road 2700e, Oakland, IL 61943

      • 4 Beds
      • 3 Baths
      • 2,092 Sq Ft
      • Built 2006
      17711 N County Road 2700e, Oakland, IL 61943

      Last Sold Summary

      • 53% Above List Price
      • $96/SF
      • 148 Days On Market

      Last Sold Price $200,200

      Last Listing Agent Caryn Happ Happ Realty

    • 121 W Main St, Oakland, IL 61943
      121 W Main St, Oakland, IL 61943
      /2

      Est $94,393 Not Listed For Sale

      121 W Main St, Oakland, IL 61943

      • 3 Beds
      • 2 Baths
      • 1,560 Sq Ft
      • Built 2008
      121 W Main St, Oakland, IL 61943

      Last Sold Summary

    • 100 N Reel St, Oakland, IL 61943
      100 N Reel St, Oakland, IL 61943
      /2

      Est $153,654 Not Listed For Sale

      100 N Reel St, Oakland, IL 61943

      • 3 Beds
      • 1 Bath
      • 1,196 Sq Ft
      • Built 1971
      100 N Reel St, Oakland, IL 61943

      Last Sold Summary

      • 18% Above List Price
      • $109/SF

      Last Sold Price $130,000

      Last Listing Agent Caryn Happ Happ Realty

    • 0 2600 E Unit MRD11941668, Oakland, IL 61943
      0 2600 E Unit MRD11941668, Oakland, IL 61943
      /2

      Not Listed For Sale

      0 2600 E Unit MRD11941668, Oakland, IL 61943

      0 2600 E Unit MRD11941668, Oakland, IL 61943

      Last Sold Summary

    • 301 Illinois 133, Oakland, IL 61943
      301 Illinois 133, Oakland, IL 61943
      /2

      Not Listed For Sale

      301 Illinois 133, Oakland, IL 61943

      • 2 Baths
      • Built 2005
      301 Illinois 133, Oakland, IL 61943

      Last Sold Summary

    • 480 N County Road 2125e, Oakland, IL 61943
      480 N County Road 2125e, Oakland, IL 61943
      /2

      Est $90,199 Not Listed For Sale

      480 N County Road 2125e, Oakland, IL 61943

      • 2 Beds
      • 1 Bath
      • 1,000 Sq Ft
      • Built 1930
      480 N County Road 2125e, Oakland, IL 61943

      Last Sold Summary

    • 200 S Hazel St, Oakland, IL 61943
      200 S Hazel St, Oakland, IL 61943
      /2

      Est $84,227 Not Listed For Sale

      200 S Hazel St, Oakland, IL 61943

      • 3 Beds
      • 2 Baths
      • 1,438 Sq Ft
      • Built 2007
      200 S Hazel St, Oakland, IL 61943

      Last Sold Summary

    • 130 W Lincoln St, Oakland, IL 61943
      130 W Lincoln St, Oakland, IL 61943
      /2

      Est $112,770 Not Listed For Sale

      130 W Lincoln St, Oakland, IL 61943

      • 3 Beds
      • 2 Baths
      • 2,014 Sq Ft
      • Built 1857
      130 W Lincoln St, Oakland, IL 61943

      Last Sold Summary

    • 311 N Logan St, Oakland, IL 61943
      311 N Logan St, Oakland, IL 61943
      /2

      Est $111,746 Not Listed For Sale

      311 N Logan St, Oakland, IL 61943

      • 3 Beds
      • 2 Baths
      • 1,862 Sq Ft
      • Built 1960
      311 N Logan St, Oakland, IL 61943

      Last Sold Summary

      • 49% Below List Price
      • $40/SF

      Last Sold Price $74,900

      Last Listing Agent Kyley Willison Willison Real Estate, Inc.

    • 207 N Logan St, Oakland, IL 61943
      207 N Logan St, Oakland, IL 61943
      /2

      Est $114,096 Not Listed For Sale

      207 N Logan St, Oakland, IL 61943

      • 2 Beds
      • 1 Bath
      • 1,026 Sq Ft
      • Built 1957
      207 N Logan St, Oakland, IL 61943

      Last Sold Summary

      • 255% Below List Price
      • $31/SF

      Last Sold Price $32,125

      Last Listing Agent Kyley Willison Willison Real Estate, Inc.

    • 25027 Johnson Dr, Oakland, IL 61943
      25027 Johnson Dr, Oakland, IL 61943
      /2

      Est $199,554 Not Listed For Sale

      25027 Johnson Dr, Oakland, IL 61943

      • 2 Beds
      • 1 Bath
      • 1,436 Sq Ft
      • Built 2003
      25027 Johnson Dr, Oakland, IL 61943

      Last Sold Summary

      • 66% Below List Price
      • $83/SF

      Last Sold Price $119,900

      Last Listing Agent Kyley Willison Willison Real Estate, Inc.

    • 25098 Johnson Dr, Oakland, IL 61943
      25098 Johnson Dr, Oakland, IL 61943
      /2

      Est $85,027 Not Listed For Sale

      25098 Johnson Dr, Oakland, IL 61943

      • 3 Beds
      • 2 Baths
      • Built 1999
      25098 Johnson Dr, Oakland, IL 61943

      Last Sold Summary

    • 22485 State Highway 133, Oakland, IL 61943
      22485 State Highway 133, Oakland, IL 61943
      /2

      Est $665,357 Not Listed For Sale

      22485 State Highway 133, Oakland, IL 61943

      • 3 Beds
      • 3 Baths
      • 2,641 Sq Ft
      • Built 1977
      22485 State Highway 133, Oakland, IL 61943

      Last Sold Summary

    • 20275 N County Road 2225e, Oakland, IL 61943
      20275 N County Road 2225e, Oakland, IL 61943
      /2

      Est $340,651 Not Listed For Sale

      20275 N County Road 2225e, Oakland, IL 61943

      • 2 Beds
      • 2 Baths
      • 2,291 Sq Ft
      • Built 1998
      20275 N County Road 2225e, Oakland, IL 61943

      Last Sold Summary

    • 24678 Johnson Dr, Oakland, IL 61943
      24678 Johnson Dr, Oakland, IL 61943
      /2

      Est $71,872 Not Listed For Sale

      24678 Johnson Dr, Oakland, IL 61943

      • 3 Beds
      • Built 1957
      24678 Johnson Dr, Oakland, IL 61943

      Last Sold Summary

      • 746% Above List Price
      • $16/SF
      • 1 Day On Market

      Last Sold Price $8,500

      Last Listing Agent Steve Starwalt KELLER WILLIAMS-TREC

    • 22485 State Highway 133 Unit ST. HIGHWAY 133, Oakland, IL 61943
      22485 State Highway 133 Unit ST. HIGHWAY 133, Oakland, IL 61943
      /2

      Not Listed For Sale

      22485 State Highway 133 Unit ST. HIGHWAY 133, Oakland, IL 61943

      • 3 Beds
      • 3 Baths
      • 3,765 Sq Ft
      • Built 1977
      22485 State Highway 133 Unit ST. HIGHWAY 133, Oakland, IL 61943

      Last Sold Summary

    • 17009 N County Road 2200e, Oakland, IL 61943
      17009 N County Road 2200e, Oakland, IL 61943
      /2

      Est $270,767 Not Listed For Sale

      17009 N County Road 2200e, Oakland, IL 61943

      • 3 Beds
      • 3 Baths
      • 2,400 Sq Ft
      • Built 1999
      17009 N County Road 2200e, Oakland, IL 61943

      Last Sold Summary

    • 24915 Johnson Dr, Oakland, IL 61943
      24915 Johnson Dr, Oakland, IL 61943
      /2

      Est $207,045 Not Listed For Sale

      24915 Johnson Dr, Oakland, IL 61943

      • 5 Beds
      • 2 Baths
      • 2,734 Sq Ft
      • Built 2010
      24915 Johnson Dr, Oakland, IL 61943

      Last Sold Summary

Showing Results 81 - 120, Page 3 of 18

Illinois Coles County Oakland

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group