OFF MARKET

Last listed at $799,000, closed on mar 2024

$792,336

•

3,794

sq ft

4431 Whitehead Rd, Hillsboro, MO 63050

About this home

WHO SAYS WE CAN'T HAVE IT ALL?! You'll never want to leave this one-of-a-kind 20+/- acre property offering a gorgeous 4 bd, 3 1/2 bath ranch with nearly 4,000 sq ft of living area, heated inground pool w/saltwater, stocked pond, detached shop/garage w/living space & two bathrooms in Hillsboro R-III School District located within minutes of stores, restaurants, I-55, & Hwy 21. This open floor plan allows family to gather or entertain on main level overlooking the incredible view of your own private oasis, the large lower level family room or gathered outside by the pool while cooking & enjoying adult beverages at the covered outdoor kitchen while watching the kids slide down into the pool. The master suite is on the main level and office/hall could easily be turned into a 5th bedroom. There are 3 spacious bedrooms on lower level, all with a great view, and two full baths. More details with photos, don't miss out!

Single-familyProperty Type

2004Year Built

20.87 acresLot Size

$209Est. Price/Sq.Ft.

5 car garageParking

Listed by Ashlie Smith • Main Key Realty LLC

Bought with Ashlie Smith • Main Key Realty LLC

Redfin checked: a minute ago

•Source:MARIS as Distributed by MLS Grid #23070619

Redfin Estimate

$792,336

$6,664 under list price of $799K

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 77% higher than the average sale price ($448K) of 6 comparable homes.

SOLD OCT 28, 2026
$395,000
A
4 beds3 baths3,458 sq ft
5776 Timber Ln, Hillsboro, MO 63050
SOLD JUN 3, 2026
$655,900
B
3 beds3 baths3,545 sq ft
4690 Liberty School Rd, Hillsboro, MO 63050
SOLD AUG 4, 2026
$469,900
C
3 beds2 baths2,193 sq ft
11652 State Route 21, Hillsboro, MO 63050
SOLD SEP 24, 2026
$310,000
D
4 beds2 baths2,368 sq ft
1627 Saint Charles Dr, Hillsboro, MO 63050
SOLD JUL 30, 2026
$305,000
E
4 beds3 baths1,941 sq ft
1611 Saint Charles Dr, Hillsboro, MO 63050
SOLD JUL 17, 2026
$550,000
F
3 beds4 baths3,398 sq ft
1170 Brickyard Rd, Hillsboro, MO 63050

Claim this home to receive a free report every month with insights on the changing estimate.

Market trends in 63050, MO

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

104.8%

0.0% MoM

Median sale price

$345K

$8K MoM

Avg. days on market

42d

2 days MoM

Recently sold homes

8 MoM

New listings for sale

NEW 4 HRS AGO
$410,000
4 beds2.5 baths2,578 sq ft
4225 Lockeport Lndg, Hillsboro, MO 63050
NEW 6 HRS AGO
$379,000
3 beds3 baths3,002 sq ft
2 Cool Valley Dr, Hillsboro, MO 63050
COMING SOON
$299,900
2 beds2 baths1,250 sq ft
6870 Klondike Rd, Hillsboro, MO 63050
$225,000
3 beds1 bath1,592 sq ft
47 Cimeron Dr, Hillsboro, MO 63050
3D WALKTHROUGH
$650,000
5 beds4 baths3,488 sq ft
5803 Forest Dr, Hillsboro, MO 63050
See all

Provided by Redfin

Sale history for 4431 Whitehead Rd

Date

Event

Price

MARIS as Distributed by MLS Grid #23070619

Mar 11, 2024

Sold

Feb 5, 2024

Pending

—

Feb 3, 2024

Price Changed

$799,000

$211/sq ft

Dec 19, 2023

Price Changed

$895,000

$236/sq ft

Dec 1, 2023

Listed

$950,000

$250/sq ft

Public Records

Sep 11, 2015

Sold

—

MARIS as Distributed by MLS Grid #15031702

Sep 8, 2015

Sold

Aug 12, 2015

Delisted

—

Jun 2, 2015

Listed

$369,900

$97/sq ft

+34

Privacy abounds w room to roam inside & out! Gloriously hidden on 10 acres this sprawling Raised Ranch home w 4 bdrs and 3.5 baths, a gourmet kitchen w5 burner gas cook top, hood, dishwasher, refrigerator, center island & giant pantry. The Great room w wood burning fireplace(also set up for gas) that overlooks the lake! Formal dining room. Master Suite has a spacious vanity w double sinks and loads of storage, a walk in shower w HIS & HERS shower heads! The deck runs the full length of the house overlooking the lovely lake & woods w walkouts from the Master Suite & Breakfast room. Family room on the lower level, 3 bedrooms 2 full baths a huge laundry room plus utility room w Storm/Storage under the expansive front patio. Patio runs the length of the back of the house, also. 2 car attached garage that will fit any sized truck you have w/a Detached 60x30 Garage/Worshop that features 3=10' bay doors,16'6' ceiling & an office, 1/2 bath, then a loft apartment. SO much more, come SEE!

Year

Property tax

Land + Additions

Assessment*

2026

$4,055 (−4.3%)

$3,000 + $66,000

$69,000

2025

$4,238 (−1.0%)

$3,000 + $66,000

$69,000

2024

$4,279 (−2.1%)

$3,000 + $66,000

$69,000

2023

$4,371 (−3.8%)

$8,400 + $60,000

$68,400

2022

$4,542 (+1.1%)

$8,400 + $60,000

$68,400

2021

$4,494 (+7.7%)

$8,400 + $60,000

$68,400

2020

$4,172

$8,400 + $55,100

$63,500

2019

$4,170 (−0.3%)

$7,700 + $49,200

$56,900

2018

$4,184 (+5.0%)

$7,700 + $49,200

$56,900

2017

$3,983 (+2.9%)

$7,700 + $49,200

$56,900

2016

$3,873 (+8.0%)

$7,700 + $49,200

$56,900

2015

$3,585 (+0.6%)

$7,700 + $46,000

$53,700

2014

$3,565

$7,000 + $45,600

$52,600

Tax history for 4431 Whitehead Rd

Year

Property tax

Land + Additions

Assessment*

2026

$4,055 (−4.3%)

$3,000 + $66,000

$69,000

2025

$4,238 (−1.0%)

$3,000 + $66,000

$69,000

2024

$4,279 (−2.1%)

$3,000 + $66,000

$69,000

2023

$4,371 (−3.8%)

$8,400 + $60,000

$68,400

2022

$4,542 (+1.1%)

$8,400 + $60,000

$68,400

2021

$4,494 (+7.7%)

$8,400 + $60,000

$68,400

2020

$4,172

$8,400 + $55,100

$63,500

2019

$4,170 (−0.3%)

$7,700 + $49,200

$56,900

2018

$4,184 (+5.0%)

$7,700 + $49,200

$56,900

2017

$3,983 (+2.9%)

$7,700 + $49,200

$56,900

2016

$3,873 (+8.0%)

$7,700 + $49,200

$56,900

2015

$3,585 (+0.6%)

$7,700 + $46,000

$53,700

2014

$3,565

$7,000 + $45,600

$52,600

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

—

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

10 Acres

Year renovated

—

Sq. Ft.

3,794

Year built

2004

Style

Other

County

Jefferson County

APN

1780280000001001

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Nov 6, 2026.

R40

Single-Family Residential District

The R-40 Single-Family Residential District is established to provide single-family residential development. The R-40 density supports the goal of the Official Master Plan in providing single-family densities at a maximum of 1 unit per gross acre, at a relatively low intensity of development but suburban in character. These purposes and intent include the following: To provide areas for residences that may receive urban type services.; To consider the natural features of the land and the relative accessibility of areas proposed for this type of development.; To promote an efficient pattern of development.

Permitted uses

Include but are not limited to:

Agriculture
Equestrian facility
Housing-Single unit
Housing-Multiple units
Public service
Educational/school
Library
Museum / gallery
Post office
Cemetery

Property details

Parking

Parking Information
Covered Spaces: 5
Parking Features: Additional Parking, Attached Garage, Circle Drive, Detached, Garage Door Opener, Oversized, Workshop in Garage
Garage Spaces: 5
Carport Spaces: 0
Has Attached Garage
Has Garage

Interior

Bedroom Information
# of Bedrooms: 4
# of Bedrooms Main: 1

Bathroom Information
# of Full Baths (Total): 3
# of Half Baths (Total): 1
# of Main Level Bathrooms (Total): 2
# of Main and Upper Bathrooms: 2
Main Level # of Half Bathrooms: 1
Main Level # of Full Bathrooms: 1

Room 1 Information
Room Type: Kitchen
Room Dimensions: 24x18
Room Length: 24
Room Width: 18
Room Level: Main

Room 2 Information
Room Type: Great Room
Room Dimensions: 18x20
Room Length: 18
Room Width: 20
Room Level: Main

Room 3 Information
Room Type: Master Bedroom
Room Dimensions: 19x16
Room Length: 19
Room Width: 16
Room Level: Main

Room 4 Information
Room Type: Master Bathroom
Room Dimensions: 14x12
Room Length: 14
Room Width: 12
Room Level: Main

Room 5 Information
Room Type: Other Room
Room Dimensions: 15x12
Room Length: 15
Room Width: 12
Room Level: Main

Room 6 Information
Room Type: Bathroom
Room Dimensions: 6x9
Room Length: 6
Room Width: 9
Room Level: Main

Room 7 Information
Room Type: Office
Room Dimensions: 9x11
Room Length: 9
Room Width: 11
Room Level: Main

Room 8 Information
Room Type: Family Room
Room Dimensions: 19x22
Room Length: 19
Room Width: 22
Room Level: Lower

Room 9 Information
Room Type: Bedroom
Room Dimensions: 17x12
Room Length: 17
Room Width: 12
Room Level: Lower

Room 10 Information
Room Type: Bedroom
Room Dimensions: 13x12
Room Length: 13
Room Width: 12
Room Level: Lower

Room 11 Information
Room Type: Bedroom
Room Dimensions: 13x13
Room Length: 13
Room Width: 13
Room Level: Lower

Room 12 Information
Room Type: Laundry
Room Dimensions: 15x10
Room Length: 15
Room Width: 10
Room Level: Lower

Room 13 Information
Room Type: Bathroom
Room Dimensions: 13x6
Room Length: 13
Room Width: 6
Room Level: Lower

Room 14 Information
Room Type: Bathroom
Room Dimensions: 8x8
Room Length: 8
Room Width: 8
Room Level: Lower

Basement Information
Has Basement
Basement Features: Bathroom in LL, Full, Partially Finished, Concrete, Rec/Family Area, Sleeping Area, Walk-Out Access

Other Rooms Information
# of Rooms: 14

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Fireplace Features: Woodburning Fireplce

Heating & Cooling
Has Heating
Heating Information: Forced Air
Cooling Information: Ceiling Fan(s), Electric, Dual

Interior Features
Interior Features: Cathedral Ceiling(s), High Ceilings, Open Floorplan, Carpets, Walk-in Closet(s), Some Wood Floors
Window Features: Six Panel Door(s)
Appliances: Dishwasher, Disposal, Double Oven, Gas Cooktop, Microwave, Range Hood, Stainless Steel Appliance(s)

Exterior

Building Information
Construction Materials: Brick, Vinyl Siding

Pool Information
Has Private Pool

Waterfront Information
On Waterfront

Property Information
Ownership Type: Private
Property Type: Residential
Property Sub Type: Residential
Other Structures: Outbuilding, Outdoor Kitchen, RV/Boat Storage, Second Garage, Storage, Workshop
Above Grade Finished Area: 2,168
Above Grade Finished Area Source: Public Records
Below Grade Finished Area: 1,626
Below Grade Finished Area Source: County Records

Lot Information
Lot Features: Backs to Trees/Woods, Level Lot, Partial Fencing, Pond/Lake, Suitable for Horses, Water View, Waterfront, Wooded
Lot Size Acres: 20.87
Lot Size Dimensions: Irregular
Lot Size Source: County Records

Financial

Tax Information
Tax Annual Amount: $5,113
Tax Year: 2022

Utilities

Utility Information
Water Source: Well
Sewer: Septic Tank

Location

HOA Information
Association Amenities: Private Inground Pool, Workshop Area
Association Fee Frequency: None

School Information
Elementary School: Hillsboro Middle Elem.
Middle Or Junior High School: Hillsboro Jr. High
High School: Hillsboro High
High School District: Hillsboro R-III

Location Information
Directions: Take I-55 South from St. Louis to right on Hwy 110, right on Hwy 21 to immediate left on Liberty School Rd., left onto Whitehead, turn right on gravel road, house will be on left OR Old Hwy 21 South from Hillsboro, right Liberty School, see above
Cross Street: Liberty School Rd.l

Public facts

Beds: —
Baths: 3.5
Sq. Ft.: 3,794
Stories: 1.0
Lot Size: 10 acres
Style: Other
Year Built: 2004
Year Renovated: —
County: Jefferson County
APN: 1780280000001001

Home facts updated by county records on Nov 6, 2026

Other

Home Information
Living Area: 3794
Levels: One

Around this home

Schools

K - 12
Preschool & daycare

Hillsboro Elementary School

Public 2-3 • Assigned • 4.5mi

4/10

Hillsboro Jr. High School

Public 7-8 • Assigned • 4.5mi

5/10

Hillsboro High School

Public 9-12 • Assigned • 4.7mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 107° expected this year, 20 days in 30 years

2/10 Wind Factor

1% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Hillsboro, MO • 63050

Average low and high temperatures (°F)

39°

21°

48°

27°

66°

41°

72°

50°

75°

55°

85°

66°

89°

71°

87°

65°

85°

59°

73°

50°

58°

40°

48°

29°

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$753,000 – $912,000

Sell confidently with a local market expert in Hillsboro. 3 minutes to get started.

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New listings for sale in 63050

NEW 4 HRS AGO

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Walk out basement • 42 dark cabinets • Tiled backsplash

NEW 6 HRS AGO

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COMING SOON

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3.35 acre lot • 2 garage spots • Built 1979

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3D WALKTHROUGH

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Home values near 4431 Whitehead Rd

Data from public records.

Address	Redfin Estimate
4455 Whitehead Rd, Hillsboro, MO - Beds \| 1 Baths \| 1560 Sq. Ft.	—
4439 Whitehead Rd, Hillsboro, MO - Beds \| 2 Baths \| 1380 Sq. Ft.	$478,162
4454 Whitehead Rd, Hillsboro, MO - Beds \| 2 Baths \| 1536 Sq. Ft.	$233,094
12436 Whippoorwill Dr, De Soto, MO - Beds \| 2 Baths \| 1800 Sq. Ft.	$282,393

Address	Redfin Estimate
4421 Whitehead Rd, Hillsboro, MO 3 Beds \| 2 Baths \| 1499 Sq. Ft.	$247,944
4427 Whitehead Rd, Hillsboro, MO - Beds \| - Baths \| 924 Sq. Ft.	$110,395
13 Whippoorwill Dr, De Soto, MO - Beds \| - Baths \| - Sq. Ft.	—
4800 Liberty School Rd, Hillsboro, MO 3 Beds \| 2 Baths \| 2037 Sq. Ft.	$402,759

Address	Redfin Estimate
4429 Whitehead Rd, Hillsboro, MO 3 Beds \| 3 Baths \| 1792 Sq. Ft.	$477,880
4433 Whitehead Rd, Hillsboro, MO 3 Beds \| 2.5 Baths \| 1920 Sq. Ft.	—
4930 Liberty School Rd, Hillsboro, MO 4 Beds \| 3 Baths \| 3500 Sq. Ft.	—
4832 Liberty School Rd, Hillsboro, MO 4 Beds \| 2 Baths \| 2098 Sq. Ft.	$364,397

Property information provided by MARIS as Distributed by MLS Grid when last listed in 2023. This data may not match . Learn more.

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About this home

Redfin Estimate

Market trends in 63050, MO

Sale history for 4431 Whitehead Rd

Tax history for 4431 Whitehead Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 63050

Home values near 4431 Whitehead Rd

More real estate resources