Google satellite image for 989 Chesterfield Rd, Annapolis, MD 21401

Off Market Dec 1982 for $80K

$1,045,713

Est. refi paymentEst. refi $522/mo

—

•

4 ba

•

3,648

sq ft

989 Chesterfield Rd, Annapolis, MD 21401

About this home

989 Chesterfield Rd is a 3,648 square foot house on a 2.47 acre lot with 4 bathrooms. - it last sold on December 06, 1982 for $80,000. Based on Redfin's Annapolis data, we estimate the home's value is $1,045,713.

Single-familyProperty Type

2001Year Built

2.47 acresLot Size

$287Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,045,713

$966K since sold in December 1982$2,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 14.6% higher than the average sale price ($912K) of 6 comparable homes.

SOLD JUN 10, 2026
$855,000
A
4 beds3.5 baths5,117 sq ft
1918 Mackiebeth Ct, Annapolis, MD 21401
SOLD JUL 9, 2026
$876,990
B
4 beds3.5 baths3,620 sq ft
1000 Gomoljak Ln, Annapolis, MD 21401
SOLD JAN 15, 2026
$998,000
C
4 beds3.5 baths3,930 sq ft
1900 Beeches Glory Path, Annapolis, MD 21401
SOLD MAR 13, 2026
$885,000
D
5 beds3.5 baths3,970 sq ft
621 Wood Lot Trail Rd, Annapolis, MD 21401
SOLD BY REDFIN JUL 29, 2022
$1,040,000
E
5 beds3.5 baths4,538 sq ft
1283 Lavall Dr, Davidsonville, MD 21035
SOLD JUL 22, 2026
$820,000
F
3 beds2.5 baths2,792 sq ft
1812 Crosspointe Dr, Annapolis, MD 21401

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Earn from this home

Sell

$983,604

Est. take-home

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Refinance

Est. cash available

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Market trends in 21401, MD

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.3%

0.5% MoM

Median sale price

$665K

$148 MoM

Avg. days on market

39d

5 days MoM

Recently sold homes

203

20 MoM

New listings for sale

OPEN SAT, 12PM TO 2PM
$315,000
1 bed1 bath964 sq ft
605-A Admiral Dr #102, Annapolis, MD 21401
(410) 224-2200
COMING SOON
$364,900
3 beds2 baths1,328 sq ft
2161 Scotts Crossing Ct #302, Annapolis, MD 21401
(202) 243-7700
OPEN SAT, 2PM TO 4PM
$874,900
4 beds4 baths2,834 sq ft
221 Spring Race Ct, Annapolis, MD 21401
(410) 429-7425
COMING SOON
$644,900
4 beds2.5 baths2,156 sq ft
1430 Catlyn Pl, Annapolis, MD 21401
(410) 729-7700
NEW 19 HRS AGO
$287,500
2 beds2 baths1,008 sq ft
2900 Shipmaster Way #215, Annapolis, MD 21401
(410) 224-3200
COMING SOON
$1,025,000
4 beds3.5 baths3,420 sq ft
640 Sean Dr, Annapolis, MD 21401
(410) 312-0000
OPEN SAT, 11AM TO 1PM
$1,349,000
5 beds2 baths2,600 sq ft
8 Revell St, Annapolis, MD 21401
(410) 263-8686
COMING SOON
$619,000
4 beds3.5 baths2,550 sq ft
138 Cranes Crook Ln, Annapolis, MD 21401
(410) 263-8686
COMING SOON
2566 Glen Cv, Annapolis, MD 21401
$599,000
3 beds2 baths1,707 sq ft
2566 Glen Cv, Annapolis, MD 21401
(410) 263-8686
COMING SOON
$825,000
4 beds3 baths2,775 sq ft
5 Bristol Cir, Annapolis, MD 21401
(410) 263-8686
See all

Provided by Redfin

Sale history for 989 Chesterfield Rd

Year

Property tax

Land + Additions

Assessment*

2025

$7,251 (+2.5%)

$247,100 + $668,700

$915,800

2024

$7,076 (+3.4%)

2023

$6,840 (+6.4%)

2022

$6,432 (+1.6%)

$227,100 + $483,100

$710,200

2021

$6,332 (+2.2%)

$227,100 + $483,100

$710,200

2020

$6,199 (+1.7%)

$227,100 + $483,100

$710,200

2019

$6,097 (+4.8%)

$237,100 + $474,500

$711,600

2018

$5,818 (+1.3%)

2017

$5,743 (+2.0%)

$192,100 + $488,800

$680,900

2016

$5,630 (+0.6%)

2015

$5,595 (+1.6%)

$192,100 + $468,200

$660,300

2014

$5,507 (+4.3%)

2013

$5,280 (+100.6%)

2012

$2,631 (−45.2%)

2011

$4,803

2010

$4,803 (+11.5%)

2009

$4,306

Tax history for 989 Chesterfield Rd

Year

Property tax

Land + Additions

Assessment*

2025

$7,251 (+2.5%)

$247,100 + $668,700

$915,800

2024

$7,076 (+3.4%)

2023

$6,840 (+6.4%)

2022

$6,432 (+1.6%)

$227,100 + $483,100

$710,200

2021

$6,332 (+2.2%)

$227,100 + $483,100

$710,200

2020

$6,199 (+1.7%)

$227,100 + $483,100

$710,200

2019

$6,097 (+4.8%)

$237,100 + $474,500

$711,600

2018

$5,818 (+1.3%)

2017

$5,743 (+2.0%)

$192,100 + $488,800

$680,900

2016

$5,630 (+0.6%)

2015

$5,595 (+1.6%)

$192,100 + $468,200

$660,300

2014

$5,507 (+4.3%)

2013

$5,280 (+100.6%)

2012

$2,631 (−45.2%)

2011

$4,803

2010

$4,803 (+11.5%)

2009

$4,306

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

Permits

Apr 14, 2016 • Final

Electrical

Pool and hot tub

Jul 19, 2010 • Final

Electrical

Solar

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

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 2

Heating & Cooling
Air Conditioning Type: Split System
Heating Type: Heat Pump

Fireplace Information
# of Fireplaces: 1
Fireplace Type: 2 Story Brick
Has Fireplace

Exterior

Exterior Information
Building Construction Quality: Average
Exterior Wall: Aluminum/Vinyl
Building Type: Single Family

Pool Information
Pool Type: Concrete
Has Pool

Property Information
Living Sq. Ft: 3,648
Building Sq. Ft: 3,648
# of Stories: 2
Stories Type: 2 Story With Basement
Legal Description: 2.47 ACRES 989 CHESTERFIELD RD CHESTERFIELD

Parking & Garage Information
Parking Type: Frame Garage
Garage/Parking Sq. Ft: 1,212
Garage / Carport Type: Frame

Lot Information
# of Buildings: 1
Land Sq. Ft: 107,593
Acres: 2.47
Zoning Code: RA
State Use Description: RESIDENTIAL

Utility Information
Sewer Type: Private
Water Service Type: Private

Financial

Assessor Information
Assessment Year: 2026
Tax District County: 2

Public facts

Beds: —
Baths: 4.0
Sq. Ft.: 3,648
Stories: 2.0
Lot Size: 2.47 acres
Style: Single Family Residential
Year Built: 2001
Year Renovated: —
County: Anne Arundel County
APN: 02 00003891000

Home facts updated by county records on Jul 17, 2026

Around this home

Schools

South Shore Elementary School

Public K-5 • Assigned • 2.7mi

9/10

Old Mill Middle North

Public 6-8 • Assigned • 8.9mi

5/10

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

3/10 Fire Factor

0.46% chance of being in a wildfire in next 30 years

8/10 Heat Factor

7 days above 104° expected this year, 15 days in 30 years

6/10 Wind Factor

44% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 6 days in 30 years

Provided by First Street

Historical weather

Annapolis, MD • 21401

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 4.6 hours in December, which is comparable to the U.S. average for solar exposure.

9.3 hrs

4.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$994,000 – $1.20M

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New listings for sale in 21401

OPEN SAT, 12PM TO 2PM

$315,000

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605-A Admiral Dr #102, Annapolis, MD 21401

(410) 224-2200

COMING SOON

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(202) 243-7700

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2900 Shipmaster Way #215, Annapolis, MD 21401

(410) 224-3200

COMING SOON

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640 Sean Dr, Annapolis, MD 21401

(410) 312-0000

OPEN SAT, 11AM TO 1PM

$1,349,000

5 beds2 baths2,600 sq ft

8 Revell St, Annapolis, MD 21401

(410) 263-8686

COMING SOON

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138 Cranes Crook Ln, Annapolis, MD 21401

(410) 263-8686

COMING SOON

$599,000

3 beds2 baths1,707 sq ft

2566 Glen Cv, Annapolis, MD 21401

(410) 263-8686

Home values near 989 Chesterfield Rd

Data from public records.

Address	Redfin Estimate
983 Chesterfield Road, Annapolis, MD - Beds \| 2.5 Baths \| 2548 Sq. Ft.	$730,502
997 Chesterfield Road, Annapolis, MD 5 Beds \| 4 Baths \| 3649 Sq. Ft.	$1,102,857

Address	Redfin Estimate
987 Chesterfield Road, Annapolis, MD - Beds \| 2.5 Baths \| 3544 Sq. Ft.	$757,613
618 Wood Lot Trail Road, Annapolis, MD - Beds \| 2.5 Baths \| 3092 Sq. Ft.	$835,976

Address	Redfin Estimate
985 Chesterfield Road, Annapolis, MD 3 Beds \| 2.5 Baths \| 1880 Sq. Ft.	—
620 Wood Lot Trail Road, Annapolis, MD - Beds \| 2.5 Baths \| 3084 Sq. Ft.	$897,093

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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 21401, MD

Sale history for 989 Chesterfield Rd

Tax history for 989 Chesterfield Rd

Permits

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 21401

Home values near 989 Chesterfield Rd

More real estate resources