101 Hill Dr, Windsor, MO 65360
Property image
Property image
OFF MARKET

101 Hill Dr
Windsor, MO 65360

  • 3 Beds
  • 3 Baths
  • 2,459 sqft (on 0.28 acres)

$220,400

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $1,339/mo*
Refinance Your Home

$220,400

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $1,339/mo*
Refinance Your Home
3 Beds
3 Baths
2,459 sqft
(on 0.28 acres)

Home Value

Trulia Estimate
$220K
Since last month
Decreased$7K (-2.9%)
Since last year
Decreased$4K (-1.8%)
Since last sale
Increased$68K (+44.7%)
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 +81% in the last 10 years
MonthEstimated value
2026
August 2026$220K
July 2026$221K
June 2026$227K
May 2026$226K
April 2026$222K
March 2026$221K
February 2026$219K
January 2026$218K
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
101 Woodlawn Pl, Windsor, MO
0.20
Single-Family Home
-
03/10/26
3
2
1,300
303 North St, Windsor, MO
0.28
Single-Family Home
-
05/18/26
3
1
1,216
301 W Benton St, Windsor, MO
0.64
Single-Family Home
-
11/21/25
5
3
3,870
4 Circle Dr, Windsor, MO
0.38
Single-Family Home
-
12/01/25
3
1
1,041
106 S Franklin St, Windsor, MO
0.65
Single-Family Home
-
03/02/26
3
2
1,236
308 E Benton St, Windsor, MO
0.97
Single-Family Home
-
05/12/26
3
2.5
1,935
103 S Hyde St, Windsor, MO
0.36
Single-Family Home
-
05/13/26
3
1
1,104
206 N Windsor St, Windsor, MO
0.83
Single-Family Home
-
11/03/25
3
2
2,407
406 Phelps St, Windsor, MO
1.05
Single-Family Home
-
11/21/25
3
2
2,488
300 W Benton St, Windsor, MO
0.63
Single-Family Home
-
12/15/25
3
1
1,698

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
101 N Sunset Ave, Windsor, MO 65360
0.05
$237,900
3
2
1,555
Off Market
100 W Hickory Ln, Windsor, MO 65360
0.05
$231,000
5
2
1,748
Off Market
102 Moniteau St, Windsor, MO 65360
0.13
$232,100
2
1
1,224
Off Market
111 Woodlawn Pl, Windsor, MO 65360
0.13
$218,200
2
2
1,580
Off Market
105 N Woodlawn Pl, Windsor, MO 65360
0.17
$199,300
3
1.5
1,140
Off Market
101 Woodlawn Pl, Windsor, MO 65360
0.20
-
3
2
1,300
Recently Sold
110 W Lake Shore Dr, Windsor, MO 65360
0.21
$300,600
4
3
2,518
Off Market
200 Wallace Ave, Windsor, MO 65360
0.20
$254,200
3
2
2,327
Off Market
7 Lake Shore Dr, Windsor, MO 65360
0.23
-
-
-
-
Off Market
2 Lake Shore Dr, Windsor, MO 65360
0.23
-
-
-
-
Off Market
22 Lake Shore Dr, Windsor, MO 65360
0.26
$15,000
-
-
-
For Sale
18 Lake Shore Dr, Windsor, MO 65360
0.26
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 101 Hill Dr.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1974
Lot Size
0.28 acres
Living Area
2,459 sqft
Price/Sqft
$90
Parking
Garage

About this House

This single-family home is located at 101 Hill Dr, Windsor, MO. 101 Hill Dr is in Windsor, MO and in ZIP code 65360. This property has 3 bedrooms, 3 bathrooms and approximately 2,459 sqft of floor space. This property has a lot size of 0.28 acres and was built in 1974.
101 Hill Dr, Windsor, MO 65360 is a 3 bedroom, 3 bathroom, 2,459 sqft single-family home built in 1974. It last sold for $152,000 on Oct 20, 2020. It is currently off market. The Trulia Estimate is $220,400, with a rent estimate of $1,971/month.

Home Details for 101 Hill Dr

Interior Features

Interior Details
BasementNumber of Rooms: 7Types of Rooms: Dining RoomCeiling Fan
Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Laminate, Linoleum Vinyl

Exterior Features

Exterior Home Features
Roof: CompositionExterior: Stucco, BrickFoundation Type: ConcretePatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1974
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.28 acres

Price and Tax history

DateEventPrice
Oct 20, 2020
Source: N/A
Sold
--
Sep 6, 2020
Source: Agent Provided
Pending
$137,500
Sep 3, 2020
Source: Agent Provided
Listed For Sale
$137,500
Aug 22, 2014
Source: Heartland MLS as distributed by MLS GRID #45001_1896038
Sold
--

Market trends in Windsor

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
24
6MoM
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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

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Apartments for Rent

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Explore by feature - Garage

Homes for sale near 101 Hill Dr

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Off Market Homes Near 101 Hill Dr

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Frequently asked questions about 101 Hill Dr

  • What is 101 Hill Dr estimated to be worth?
    Trulia's estimated value for 101 Hill Dr in Windsor, MO is $220,400.
  • What is the price history for 101 Hill Dr?
    101 Hill Dr in Windsor, MO last sold in October 2020.
  • 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 101 Hill Dr have air conditioning?
    Yes, 101 Hill Dr in Windsor, MO has air conditioning.
  • Does 101 Hill Dr have laundry facilities?
    Yes, 101 Hill Dr in Windsor, MO has in-unit laundry.