21 Highland Rd, Winfield, MO 63389
OFF MARKET

$242,000

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,262 sqft

21 Highland Rd, Winfield, MO 63389

Est. Refi. Payment $1,532/mo*
Refinance Your Home

Home Value

Trulia Estimate
$242K
Since last month
Decreased$700 (-0.3%)
Since last year
Increased$2K (+0.8%)
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 +62% in the last 10 years
MonthEstimated value
2026
September 2026$242K
August 2026$246K
July 2026$243K
June 2026$247K
May 2026$249K
April 2026$242K
March 2026$244K
February 2026$237K
January 2026$232K
2025
2024
2023
2022
2021
2020
2019
2018
2017
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
121 Falcon Way, Winfield, MO
0.09
Single-Family Home
-
01/12/26
3
2
1,308
212 Old Troy Rd, Winfield, MO
0.17
Single-Family Home
-
03/19/26
3
2
1,542
512 W Cherry St, Winfield, MO
0.31
Single-Family Home
-
05/28/26
3
2
1,575
94 Darla Dr, Winfield, MO
0.28
Single-Family Home
-
11/20/25
3
2
1,416
50 Darla Dr, Winfield, MO
0.20
Single-Family Home
-
08/28/26
3
2.5
1,504
320 Fourbush Ct, Winfield, MO
0.25
Single-Family Home
-
11/20/25
3
2.5
1,636
44 Great Owls Way, Winfield, MO
0.51
Single-Family Home
-
03/20/26
3
2
1,300
29 Great Owls Way, Winfield, MO
0.54
Single-Family Home
-
08/13/26
3
2
1,262
490 Sandra Way, Winfield, MO
0.54
Single-Family Home
-
10/24/25
3
2
1,165
542 W Cherry St, Winfield, MO
0.29
Single-Family Home
-
10/17/25
2
2
1,296

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
31 Highland Rd, Winfield, MO 63389
0.01
$289,700
3
2.5
2,117
Off Market
61 Highland Rd, Winfield, MO 63389
0.05
$247,400
3
2
1,274
Off Market
201 Hawks Rest Ct, Winfield, MO 63389
0.06
$265,800
4
2.5
2,180
Off Market
121 Falcon Way, Winfield, MO 63389
0.09
-
3
2
1,308
Recently Sold
18 Darla Dr, Winfield, MO 63389
0.09
$314,600
3
2
2,464
Off Market
31 Darla Dr, Winfield, MO 63389
0.13
$267,300
3
2
1,200
Off Market
103 Highland Rd, Winfield, MO 63389
0.15
$259,000
3
2
1,033
Off Market
203 Church St, Winfield, MO 63389
0.16
$162,600
3
2
1,823
Off Market
431 Peregrine Ct, Winfield, MO 63389
0.18
$299,000
3
2.5
1,868
For Sale
212 Old Troy Rd, Winfield, MO 63389
0.17
-
3
2
1,542
Recently Sold
4032 E Highway 47, Winfield, MO 63389
0.19
$179,900
-
-
-
For Sale
530 W Walnut St, Winfield, MO 63389
0.19
$226,000
3
2
2,900
Off Market

Local Information

  • Map ViewExplore the area around 21 Highland Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2004
1,262 sqft
$192/sqft
Garage

About this House

Samll town living with modern convenience. This home has a split bedroom arrangement with 3 bedrooms, 2baths, large living room with vaulted ceiling. Kitchen has breakfast bar overlooking the breakfast room, main floor laundry, 2 car attached garage, and walkoout basement. This home is close to all the amenities-school, church, bank, grocery store, etc.
21 Highland Rd, Winfield, MO 63389 is a 3 bedroom, 2 bathroom, 1,262 sqft single-family home built in 2004. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $242,000, with a rent estimate of $1,770/month.

Home Details for 21 Highland Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Linoleum Vinyl

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: OtherFoundation Type: Concrete
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 8058 sqft

Price and Tax history

YearProperty taxTax assessment
2025
$1,717
$149,170
Home facts updated by county records

Market trends in Winfield

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
16
5MoM

Around this home

What Locals Say about Winfield

At least 12 Trulia users voted on each feature.

  • 93 % Say there's holiday spirit

  • 91 % Say car is needed

  • 88 % Say yards are well-kept

  • 87 % Say parking is easy

  • 73 % Say kids play outside

  • 71 % Say there's wildlife

  • 60 % Say people would walk alone at night

  • 58 % Say it's quiet

  • 57 % Say neighbors are friendly

  • 50 % Say it's dog friendly

  • 38 % Say streets are well-lit

  • 37 % Say there are sidewalks

  • 30 % Say they plan to stay for at least 5 years

  • 24 % Say it's walkable to grocery stores

  • 18 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Angwhite82
    "We have nothing of the sorts we do absolutely nothing. We do not have any guidelines the neighbors in my neighborhood keep to themselves and no one puts their nose in others affairs or business"
    1
    Flag
  • Angwhite82
    "Big yards from them to run in. And there are a few parks close by. Lots of woods and creeks to walk and play in"
    0
    Flag
  • Angwhite82
    "Nothing special.. except the houses are not close together so you have space and not sitting on top of your neighbor"
    0
    Flag
  • Haileyhorton67
    "Winfield is a very small town... when you first move here you probably are going to think it is interesting I guess that’s the word anyways I have lived her for a long time and I really like it!! "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 21 Highland Rd

  • What is 21 Highland Rd estimated to be worth?
    Trulia's estimated value for 21 Highland Rd in Winfield, MO is $242,000.
  • Is Winfield a buyer's or seller's market?
    Winfield is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Winfield?
    Residents describe Winfield, MO as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Winfield, MO.
  • What are the closest schools to 21 Highland Rd?
    The closest schools to 21 Highland Rd in Winfield, MO are Winfield Elementary School (Pre-K), Winfield High School (rated 3/10), Winfield Intermediate School (Elementary, rated 6/10).
  • How big is the lot at 21 Highland Rd?
    The lot at 21 Highland Rd in Winfield, MO is about 0.18 acres (8,058 sq ft).
  • Does 21 Highland Rd have a garage?
    Yes, 21 Highland Rd in Winfield, MO has a garage.

Apartments for Rent

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