301 W Benton St, Windsor, MO 65360
Property image
Property image
OFF MARKET

$242,900

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

301 W Benton St, Windsor, MO 65360

Est. Refi. Payment $1,524/mo*
Refinance Your Home

Home Value

Trulia Estimate
$243K
Since last month
Decreased$900 (-0.4%)
Since last year
Decreased$10K (-3.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +148% in the last 10 years
MonthEstimated value
2026
September 2026$241K
August 2026$242K
July 2026$244K
June 2026$244K
May 2026$244K
April 2026$243K
March 2026$244K
February 2026$241K
January 2026$240K
2025
2024
2023
2022
2021
2020
2019
2018
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
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
218 Century St, Windsor, MO
0.41
Single-Family Home
-
07/16/26
4
2
1,792
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
305 North St, Windsor, MO
0.53
Single-Family Home
-
08/17/26
4
2
1,832
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
607 E Benton St, Windsor, MO
0.53
Single-Family Home
-
11/07/25
4
3
1,800

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
300 W Benton St, Windsor, MO 65360
0.04
-
3
1
1,698
Recently Sold
305 W Benton, Windsor, MO 65360
0.02
$222,700
Studio
0.5
1,680
Off Market
106 S Franklin St, Windsor, MO 65360
0.03
-
3
2
1,236
Recently Sold
108 N Franklin St, Windsor, MO 65360
0.09
$115,900
2
2
1,157
Off Market
204 W Jackson St, Windsor, MO 65360
0.06
-
2
1
949
Recently Sold
103 N Mill St, Windsor, MO 65360
0.11
-
2
1
780
Off Market
106 N Main St, Windsor, MO 65360
0.14
-
-
-
-
Recently Sold
200 N Mill St, Windsor, MO 65360
0.17
$55,000
-
-
-
For Sale
204 W Colt St, Windsor, MO 65360
0.12
-
2
1
1,650
Recently Sold
208 N Montgomery St, Windsor, MO 65360
0.17
$108,100
4
2
726
Off Market
303 S Commercial St, Windsor, MO 65360
0.15
-
2
1
720
Recently Sold

Local Information

  • Map ViewExplore the area around 301 W Benton St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1870
0.4 acre lot
3,870 sqft
$63/sqft
Garage

About this House

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.
301 W Benton St, Windsor, MO 65360 is a 5 bedroom, 3 bathroom, 3,870 sqft single-family home built in 1870. It was last sold on Nov 21, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $242,900, with a rent estimate of $1,847/month.
Last check for updates: about 10 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

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

Price and Tax history

DateEventPrice
Nov 21, 2025
Source: Heartland MLS as distributed by MLS GRID #2567924
Sold
--
Sep 29, 2025
Source: Heartland MLS as distributed by MLS GRID #2567924
Pending
$255,000
Aug 10, 2025
Source: Heartland MLS as distributed by MLS GRID #2567924
Listed For Sale
$255,000
Aug 6, 2025
Source: N/A
ListingRemoved
Jul 5, 2025
Source: N/A
Listed For Sale
$255,000

Market trends in Windsor

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
22
2MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-09-21 23:33:15 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

Frequently asked questions about 301 W Benton St

  • What is 301 W Benton St estimated to be worth?
    Trulia's estimated value for 301 W Benton St in Windsor, MO is $242,900.
  • What is the price history for 301 W Benton St?
    301 W Benton St in Windsor, MO last sold in November 2025.
  • Is Windsor a buyer's or seller's market?
    Windsor is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Windsor?
    Residents describe Windsor, MO as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See recently sold homes in Windsor, MO.
  • Does 301 W Benton St have air conditioning?
    Yes, 301 W Benton St in Windsor, MO has air conditioning.
  • Does 301 W Benton St have laundry facilities?
    Yes, 301 W Benton St in Windsor, MO has in-unit laundry.

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