301 W Benton St, Windsor, MO 65360
SOLD
NOV 21, 2025

301 W Benton St
Windsor, MO 65360

  • 5 Beds
  • 3 Baths
  • 3,870 sqft (on 0.40 acres)
5 Beds
3 Baths
3,870 sqft
(on 0.40 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Step Back in Time—with All the Modern Comforts!
This stunning 5-bedroom, 3-bath 1870-built beauty is the perfect blend of historic charm and modern convenience. From the moment you walk through the door, you’re greeted by soaring ceilings, a grand staircase that feels straight out of a movie, and character you just can’t build today.

With two fully equipped kitchens—one on each floor—this home offers flexibility for multigenerational living, rental income, or your dream bed and breakfast. Thoughtfully updated with two HVAC systems for year-round comfort, this spacious two-story gem gives everyone room to breathe.

Outside, enjoy peace and privacy in your vinyl-fenced backyard oasis—perfect for pets, parties, or quiet evenings under the stars. Nice big corner lot.

Whether you're looking for a one-of-a-kind family home or the perfect opportunity to open your own B&B, this home is a rare find that truly has it all.

Don’t just buy a house—own a piece of history.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from December 01, 2025

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 301 W Benton St

Active Status

MLS Status: Sold

Interior Features

Interior Details
Basement: Basement BR
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3870 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Dryer, Refrigerator, Gas Range, WasherDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: ElectricHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Flooring: Carpet, Wood
Levels, Entrance, & Accessibility
Floors: Carpet, Wood

Exterior Features

Exterior Home Features
Roof: CompositionExterior: BalconyNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Carport,Detached,Off Street
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3870

Property Information

Year Built
Year Built: 1870
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Vinyl Siding
Property Information
Parcel Number: 101.001003010010.000

Price & Status

Price
List Price: $255,000

Location

Direction & Address
City: WindsorCommunity: Other
School Information
High School District: Windsor

Building

Building Area
Building Area: 3870 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.40 acres

Offer

Listing Terms: Cash, Conventional, FHA

Business

Business Information
Ownership: Private

Miscellaneous

BasementMls Number: 2567924Attribution Contact: 660-525-0863Above Grade Unfinished Area: 3870
Last check for updates: about 3 hours ago
Listed by Craig Chamberlain, (660) 525-0863
Epique Realty
Bought with: Non MLS, Non-MLS Office
Source: Heartland MLS as distributed by MLS GRID, MLS#2567924

Price History for 301 W Benton St

DatePriceEventSource
11/21/2025--Sold
Heartland MLS as distributed by MLS GRID #2567924
09/29/2025$255,000PendingHeartland MLS as distributed by MLS GRID #2567924
08/10/2025$255,000Listed For SaleHeartland MLS as distributed by MLS GRID #2567924
08/06/2025ListingRemovedN/A
07/05/2025$255,000Listed For SaleN/A
12/05/2023--Sold
Heartland MLS as distributed by MLS GRID #2423520
11/07/2023$249,999PendingWCAR MO #94522
10/31/2023$249,999PriceChange
WCAR MO #94522
07/24/2023$269,000PriceChange
Heartland MLS as distributed by MLS GRID #2423520
04/03/2023$279,000PriceChange
WCAR MO #94522
04/03/2023$279,900PriceChange
Heartland MLS as distributed by MLS GRID #2423520
03/02/2023$299,000Listed For SaleWCAR MO #94522
01/30/2017$102,000ListingRemovedAgent Provided
08/15/2016$102,000PriceChange
Agent Provided
08/12/2016$119,500Listed For SaleAgent Provided
07/01/2016$119,500ListingRemovedAgent Provided
02/03/2016$119,500PriceChange
Agent Provided
01/03/2016$128,000Listed For SaleAgent Provided

Market trends in Windsor

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
30
2MoM
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Property Tax and Assessment

Year2024
Tax$1,604
Assessment$161,200
Home facts updated by county records

Homeowner tools

Estimated monthly rent$1,873/mo
List your home for rent

Comparable Sales for 301 W Benton St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
308 E Benton St, Windsor, MO
0.34
Single-Family Home
-
05/12/26
3
2.5
1,935
106 S Franklin St, Windsor, MO
0.03
Single-Family Home
-
03/02/26
3
2
1,236
406 Phelps St, Windsor, MO
0.47
Single-Family Home
-
11/21/25
3
2
2,488
206 N Windsor St, Windsor, MO
0.25
Single-Family Home
-
11/03/25
3
2
2,407
304 Phelps St, Windsor, MO
0.47
Single-Family Home
-
08/28/25
3
2
1,800
301 E Colt St, Windsor, MO
0.33
Single-Family Home
-
09/05/25
3
2
1,352
406 S Tebo St, Windsor, MO
0.26
Single-Family Home
-
05/07/26
4
1
2,117
101 Woodlawn Pl, Windsor, MO
0.44
Single-Family Home
-
03/10/26
3
2
1,300

Nearby homes

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Assigned Schools

These are the assigned schools for 301 W Benton St.

What Locals Say about Windsor

At least 9 Trulia users voted on each feature.

  • 100 % Say parking is easy

  • 100 % Say yards are well-kept

  • 93 % Say it's dog friendly

  • 90 % Say kids play outside

  • 83 % Say there's holiday spirit

  • 82 % Say car is needed

  • 80 % Say people would walk alone at night

  • 79 % Say it's walkable to grocery stores

  • 77 % Say there's wildlife

  • 75 % Say it's walkable to restaurants

  • 64 % Say it's quiet

  • 62 % Say there are sidewalks

  • 57 % Say neighbors are friendly

  • 36 % Say they plan to stay for at least 5 years

  • 33 % Say streets are well-lit

  • 15 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Usafmerrell
    "My neighborhood is nice a quiet off of Willa ln. just down from the park and feels like living I. The country "
    1
    Flag
  • Patrick L.
    "the school district is lacking in the special education programs and will not test for autism at the parents' request. also they have a policy that gives them the ability to not have IEP and 504 meetings with parents recorded."
    2
    Flag

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Apartments for Rent

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Homes for sale near 301 W Benton St

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Off Market Homes Near 301 W Benton St

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Based on information submitted to the MLS GRID as of 2026-06-19 13:33:04 PDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Prices displayed on all Sold listings are the Last Known Listing Price and may not be the actual selling price. Click here for more information
Listing Information presented by local MLS brokerage: Zillow, Inc., local REALTOR®- Terry York - (913) 213-6604
301 W Benton St, Windsor, MO 65360 is a 5 bedroom, 3 bathroom, 3,870 sqft single-family home built in 1870. This property is not currently available for sale. 301 W Benton St was last sold on Nov 21, 2025 for $0. The current Trulia Estimate for 301 W Benton St is $244,300.