75 Chestnut Dr, Winfield, MO 63389
OFF MARKET

$471,800

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,128 sqft (on 2.46 acres)

75 Chestnut Dr, Winfield, MO 63389

Est. Refi. Payment $2,970/mo*
Refinance Your Home

Home Value

Trulia Estimate
$472K
Since last month
Decreased$5K (-1%)
Since last year
Increased$5K (+1%)
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 +8% in the last 10 years
MonthEstimated value
2026
September 2026$470K
August 2026$475K
July 2026$470K
June 2026$468K
May 2026$468K
April 2026$459K
March 2026$457K
February 2026$442K
January 2026$441K
2025

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
968 Highway Ee, Winfield, MO
0.56
Single-Family Home
-
12/19/25
3
2
1,536
619 N Ethlyn Rd, Winfield, MO
0.92
Single-Family Home
-
09/02/26
3
3.5
1,927
97 Williams Ln, Foley, MO
1.03
Single-Family Home
-
10/27/25
4
5
2,800
815 N Ethlyn Rd, Winfield, MO
0.66
Single-Family Home
-
11/07/25
4
3.5
3,162
905 Mansion Rd, Winfield, MO
1.09
Single-Family Home
-
05/08/26
6
7
2,536
99 Sand Hill Rd, Foley, MO
1.53
Single-Family Home
-
02/19/26
3
3.5
3,060
37 Ackerman Rd, Winfield, MO
1.79
Single-Family Home
-
12/04/25
3
2
1,196
201 Jenna Lee Dr, Foley, MO
2.30
Single-Family Home
-
03/02/26
4
3
3,360
140 N Ethlyn Rd, Winfield, MO
2.09
Single-Family Home
-
05/28/26
3
2
1,144
451 Birkhead Rd, Winfield, MO
2.23
Single-Family Home
-
08/10/26
2
2.5
1,489

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
75 Chestnut Dr, Winfield, MO 63389
0.00
-
4
3
1,512
Off Market
89 Chestnut Dr, Winfield, MO 63389
0.08
$525,600
3
2
3,107
Off Market
97 Chestnut Dr, Winfield, MO 63389
0.12
$342,500
3
2
1,512
Off Market
1 Chestnut Dr, Winfield, MO 63389
0.13
$433,500
4
3
2,030
Off Market
1091 Highway Ee, Winfield, MO 63389
0.14
$497,800
4
3
2,365
Off Market
100 Chestnut Dr, Winfield, MO 63389
0.15
-
2
1
800
Off Market
1121 Highway Ee, Winfield, MO 63389
0.15
$482,000
3
3
1,939
Off Market
6 Chestnut Dr, Winfield, MO 63389
0.16
$576,400
4
3
2,293
Off Market
103 Chestnut Dr, Winfield, MO 63389
0.17
-
-
-
-
Off Market
1139 Highway Ee, Winfield, MO 63389
0.17
$402,000
3
3
1,500
Off Market
80 Chestnut Dr, Winfield, MO 63389
0.18
$481,400
Studio
-
-
Off Market
143 Chestnut Dr, Winfield, MO 63389
0.20
$543,300
4
3
2,192
Off Market
1159 Highway Ee, Winfield, MO 63389
0.21
$379,700
5
2
1,539
Off Market
136 Chestnut Dr, Winfield, MO 63389
0.21
$565,800
3
3
2,408
Off Market
1094 Highway Ee, Winfield, MO 63389
0.23
$475,000
4
4
1,769
Off Market
1037 Highway Ee, Winfield, MO 63389
0.24
$414,300
3
2
1,485
Off Market
2 Dellwood Ct, Winfield, MO 63389
0.25
$523,600
3
4
2,020
Off Market
1 Dellwood Ct, Winfield, MO 63389
0.25
$344,000
3
2
1,288
Off Market
1062 Highway Ee, Winfield, MO 63389
0.25
$357,700
3
2
1,416
Off Market
147 Chestnut Dr, Winfield, MO 63389
0.27
$567,000
3
2
1,920
Off Market

Local Information

  • Map ViewExplore the area around 75 Chestnut Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2004
2.46 acre lot
2,128 sqft
$222/sqft
Garage

About this House

This single-family home is located at 75 Chestnut Dr, Winfield, MO. 75 Chestnut Dr is in Winfield, MO and in ZIP code 63389. This property has 4 bedrooms, 3 bathrooms and approximately 2,128 sqft of floor space. This property has a lot size of 2.46 acres and was built in 2004.
75 Chestnut Dr, Winfield, MO 63389 is a 4 bedroom, 3 bathroom, 2,128 sqft single-family home built in 2004. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $471,800, with a rent estimate of $2,403/month.

Home Details for 75 Chestnut Dr

Interior Features

Interior Details
BasementNumber of Rooms: 8
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: Conventional

Lot Information

Lot Area: 2.46 acres

Price and Tax history

YearProperty taxTax assessment
2025
$3,258
$299,350
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 75 Chestnut Dr

  • What is 75 Chestnut Dr estimated to be worth?
    Trulia's estimated value for 75 Chestnut Dr in Winfield, MO is $471,800.
  • 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 75 Chestnut Dr?
    The closest schools to 75 Chestnut Dr 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 75 Chestnut Dr?
    The lot at 75 Chestnut Dr in Winfield, MO is about 2.5 acres.
  • Does 75 Chestnut Dr have a garage?
    Yes, 75 Chestnut Dr in Winfield, MO has a garage.

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