Google street view image for 1421 Fentress Rd, Chesapeake, VA 23322

Off Market Oct 1998 for $90K

$385,326

Est. refi paymentEst. refi $599/mo

•

2 ba

•

1,487

sq ft

1421 Fentress Rd, Chesapeake, VA 23322

About this home

1421 Fentress Rd is a 1,487 square foot house on a 0.5 acre lot with 3 bedrooms and 2 bathrooms. - it last sold on October 02, 1998 for $90,000. Based on Redfin's Chesapeake data, we estimate the home's value is $385,326.

Single-familyProperty Type

1920Year Built

0.5 acresLot Size

$259Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$385,326

$295K since sold in October 1998$6,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 12.8% lower than the average sale price ($442K) of 6 comparable homes.

SOLD JUN 23, 2026
$482,500
A
3 beds2 baths1,470 sq ft
513 Corapeake Dr, Chesapeake, VA 23322
SOLD JUL 27, 2026
$465,000
B
3 beds2 baths1,625 sq ft
436 Fairfield Dr, Chesapeake, VA 23322
SOLD AUG 13, 2026
$403,000
C
3 beds1.5 baths1,796 sq ft
1404 Pamlico Blvd, Chesapeake, VA 23322
SOLD JUL 16, 2026
$380,000
D
3 beds2 baths1,414 sq ft
1021 Fentress Rd, Chesapeake, VA 23322
SOLD AUG 24, 2026
$465,000
E
4 beds2 baths1,480 sq ft
814 Gloss St, Chesapeake, VA 23322
SOLD JUN 15, 2026
$456,000
F
4 beds2 baths1,641 sq ft
1009 Priscilla Ln, Chesapeake, VA 23322

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Earn from this home

Sell

$356,724

Est. take-home

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Refinance

Est. cash available

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Rent

$1,990/mo

Redfin rental estimate

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Market trends in 23322, VA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.6%

0.3% MoM

Median sale price

$605K

$6K MoM

Avg. days on market

29d

3 days MoM

Recently sold homes

369

8 MoM

New listings for sale

3D WALKTHROUGH
$539,900
4 beds2.5 baths2,020 sq ft
1505 Hilltop Dr, Chesapeake, VA 23322
3D WALKTHROUGH
$559,900
3 beds3.5 baths2,228 sq ft
906 Bernard Ln, Chesapeake, VA 23322
$719,900
5 beds4 baths3,720 sq ft
804 Wakedale Arch, Chesapeake, VA 23322
$850,000
4 beds3 baths3,575 sq ft
2329 Centerville Tpke S, Chesapeake, VA 23322
OPEN TODAY, 12:30PM TO 3PM
$725,000
5 beds3.5 baths3,100 sq ft
813 Satinwood Ct, Chesapeake, VA 23322
$775,000
5 beds2.5 baths2,978 sq ft
3708 Riverwood Cres, Chesapeake, VA 23322
$665,000
4 beds3 baths3,371 sq ft
419 Granada Dr, Chesapeake, VA 23322
$747,995
5 beds3 baths3,126 sq ft
1052 Stockleybridge Dr, Chesapeake, VA 23322
3D WALKTHROUGH
$525,000
4 beds2.5 baths2,200 sq ft
400 Las Gaviotas Blvd, Chesapeake, VA 23322
$545,000
4 beds2.5 baths2,340 sq ft
716 Tallahassee Dr, Chesapeake, VA 23322
See all

Provided by Redfin

Sale history for 1421 Fentress Rd

Year

Property tax

Land + Additions

Assessment*

2025

$3,326 (+6.8%)

$160,000 + $169,300

$329,300

2024

$3,113 (+7.7%)

$145,000 + $163,200

$308,200

2023

$2,891 (+10.9%)

$140,000 + $146,200

$286,200

2022

$2,606 (+19.0%)

$120,000 + $138,000

$258,000

2021

$2,189 (+6.8%)

$90,000 + $118,500

$208,500

2020

$2,050 (−0.8%)

$90,000 + $105,200

$195,200

2019

$2,065

$90,000 + $106,700

$196,700

2018

$2,065

$90,000 + $106,700

$196,700

2017

$2,065 (+8.6%)

$90,000 + $106,700

$196,700

2016

$1,902

$90,000 + $91,200

$181,200

2015

$1,902

$90,000 + $91,200

$181,200

2014

$1,902 (+2.1%)

$90,000 + $91,200

$181,200

2013

$1,863 (−2.5%)

$90,000 + $87,400

$177,400

2012

$1,911

$90,000 + $92,000

$182,000

Tax history for 1421 Fentress Rd

Year

Property tax

Land + Additions

Assessment*

2025

$3,326 (+6.8%)

$160,000 + $169,300

$329,300

2024

$3,113 (+7.7%)

$145,000 + $163,200

$308,200

2023

$2,891 (+10.9%)

$140,000 + $146,200

$286,200

2022

$2,606 (+19.0%)

$120,000 + $138,000

$258,000

2021

$2,189 (+6.8%)

$90,000 + $118,500

$208,500

2020

$2,050 (−0.8%)

$90,000 + $105,200

$195,200

2019

$2,065

$90,000 + $106,700

$196,700

2018

$2,065

$90,000 + $106,700

$196,700

2017

$2,065 (+8.6%)

$90,000 + $106,700

$196,700

2016

$1,902

$90,000 + $91,200

$181,200

2015

$1,902

$90,000 + $91,200

$181,200

2014

$1,902 (+2.1%)

$90,000 + $91,200

$181,200

2013

$1,863 (−2.5%)

$90,000 + $87,400

$177,400

2012

$1,911

$90,000 + $92,000

$182,000

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

Zoning and permits

Zoning
Permits

A-1

Agricultural District

This district is created primarily for the protection of the agricultural industry and rural section of the city from the invasion of urban and suburban uses and to preserve agricultural lands, forest lands and open space in the interest of the health, safety and welfare of the community. This district is not intended for major residential development; therefore, residential development and subdivisions for residential purposes in the A-1 agricultural district are prohibited except for minor subdivisions, as that term is defined in section 3-403 of this ordinance, preservation divisions, as that term is defined in section 10-201 of this ordinance, and conditional cluster developments approved in accordance with section 6-2200 et seq. of this ordinance.

Permitted uses

Include but are not limited to:

Equestrian facility
Livestock production
Community / recreation center
Day care facility
Housing-Single unit
Fire house
Library
Police station
Communications tower
Agriculture-Cropland

Dec 2, 2025 • Final

Residential mechanical

Replace the duct system in the crawl space using existing boots and registers.

HVAC

Mar 21, 2025 • Final

Residential mechanical

Replace a three ton York dual fuel side discharge HVAC system in the attic. This is a like-for-like change out.

HVAC

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Interior

Heating & Cooling
Heating Type: Forced Air

Room Information
# of Rooms: 8

Exterior

Exterior Information
Physical Condition: Good
Foundation Type: Block
Construction Type: Frame
Building Construction Quality: Fair
Exterior Wall: Vinyl
Roof Shape Type: Gable

Property Information
Subdivision Name: ADELIA HUMPHRIES PROP AT FENTR
Living Sq. Ft: 1,487
Ground Floor Sq. Ft: 1,487
Building Sq. Ft: 1,487
# of Stories: 1
Stories Type: 1
Legal Description: FENTRESS .5 AC

Lot Information
# of Buildings: 1
Land Sq. Ft: 21,780
Legal Block Number: DOC
Municipality Name: PLEASENT GROVE
Acres: 0.5
Depth Footage: 136.1
Front Footage: 107.5
Zoning Code: A1
County Use Description: RESIDENTIAL - SINGLE FAMILY
State Use Description: RESIDENTIAL IMPROVED

Financial

Assessor Information
Assessment Year: 2025
Tax Area: PLEASENT GROVE

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,487
Stories: 1.0
Lot Size: 0.5 acres
Style: Single Family Residential
Year Built: 1920
Year Renovated: —
County: Chesapeake
APN: 0610000000820

Home facts updated by county records on Sep 8, 2026

Around this home

Schools

Butts Road Primary School

Public PreK-2 • Assigned • 1.1mi

9/10

Hickory Middle School

Public 6-8 • Assigned • 3.6mi

9/10

Hickory High School

Public 9-12 • Assigned • 3.9mi

9/10

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

8/10 Heat Factor

7 days above 106° expected this year, 16 days in 30 years

8/10 Wind Factor

80% 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

Chesapeake, VA • 23322

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.3 hours in June and 5.1 hours in December, which is comparable to the U.S. average for solar exposure.

9.3 hrs

5.1 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$367,000 – $444,000

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New listings for sale in 23322

3D WALKTHROUGH

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1505 Hilltop Dr, Chesapeake, VA 23322

3D WALKTHROUGH

$559,900

3 beds3.5 baths2,228 sq ft

906 Bernard Ln, Chesapeake, VA 23322

$719,900

5 beds4 baths3,720 sq ft

804 Wakedale Arch, Chesapeake, VA 23322

$850,000

4 beds3 baths3,575 sq ft

2329 Centerville Tpke S, Chesapeake, VA 23322

OPEN TODAY, 12:30PM TO 3PM

$725,000

5 beds3.5 baths3,100 sq ft

813 Satinwood Ct, Chesapeake, VA 23322

$775,000

5 beds2.5 baths2,978 sq ft

3708 Riverwood Cres, Chesapeake, VA 23322

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4 beds3 baths3,371 sq ft

419 Granada Dr, Chesapeake, VA 23322

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3D WALKTHROUGH

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Home values near 1421 Fentress Rd

Data from public records.

Address	Redfin Estimate
1437 Fentress Rd, Chesapeake, VA 3 Beds \| 2 Baths \| 1740 Sq. Ft.	$379,443
1400 Fentress Rd, Chesapeake, VA 4 Beds \| 2 Baths \| 1794 Sq. Ft.	$390,793

Address	Redfin Estimate
1352 Fentress Rd, Chesapeake, VA 3 Beds \| 1 Baths \| 988 Sq. Ft.	$312,033
825 Centerville Tpke S, Chesapeake, VA 3 Beds \| 2 Baths \| 1571 Sq. Ft.	$449,466

Address	Redfin Estimate
1412 Fentress Rd, Chesapeake, VA 4 Beds \| 2 Baths \| 3912 Sq. Ft.	$691,445
815 Centerville Tpke S, Chesapeake, VA 3 Beds \| 2 Baths \| 2218 Sq. Ft.	$445,457

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 23322, VA

Sale history for 1421 Fentress Rd

Tax history for 1421 Fentress Rd

Zoning and permits

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 23322

Home values near 1421 Fentress Rd

More real estate resources