Sold
Last Sold Price
5 beds3,649 sqft$227/sqft
997 Chesterfield Rd, Annapolis, MD 21401
Single FamilyProperty Type
5.51 acresLot Size
2006Year Built
$227/sq ftPrice per sq ft
7 carsParking Spaces

Description

....... There are 2 buildings on the intriguing property ( the main custom built large 4 OR 5 BEDROOM home plus a charming outbuilding ( historic log cabin # AA-2259 county list ) on this beautiful and peaceful 5.5 +- acre lot. VERY SECLUDED AND PRIVATE PROPERTY with a large 3 car garage . Plus check out the outbuilding being the " cozy old/historic log cabin ( uses : Storage meaning log cabin cannot be 2ND HOME OR LIVING SQ. FT , but verify it with the county ) ". Log cabin roof is appr. 3 years.......... There are 2 buildings on the intriguing property ( the main custom built large 4 OR 5 BEDROOM home plus a charming outbuilding ( historic log cabin # AA-2259 county list ) on this beautiful and peaceful 5.5 +- acre lot. VERY SECLUDED AND PRIVATE PROPERTY with a large 3 car garage . Plus check out the outbuilding being the " cozy old/historic log cabin ( uses : Storage meaning log cabin cannot be 2ND HOME OR LIVING SQ. FT , but verify it with the county ) ". Log cabin roof is appr. 3 years old . Property has BLACKTOPPED WALKING PATHS THRU THE WOODS AND AROUND THE HOUSE. ..! Main house has 9 foot ceilings on 1st floor ........... Hardwood floors on 1st floor , formal dining room , , bump out rooms (SUN ROOM AND SITTING ROOM OF mbr) , fireplace , large deck , 2 laundry rooms , forma living room , 1st floor den , LARGE BEDROOMS , 3 full bathroom and 2 powder rooms. , recess lighting in kitchen , a deluxe main bedroom with sitting room , family room , HUGE WALK-OUT BASEMENT , MOSTLY UNFINISHED . nice home sold as is.
  • Listed by: William C Lambros 443.995.3520 lambros007@outlook.com • Keller Williams Select Realtors
Listing closed: 11/23/2022 12:00 AM • Source: BRIGHT, MLS#: MDAA2043788

Recent comparable sales

Median sold price

$885,000

Avg days on market

36

Sale-to-list ratio

99.4%

Annapolis, MD

9 comparable properties found

a front view of a house with yard and green space
1/45
1

$885,000

Sold 03/13/26

5
Bedrooms
3,970
Square Feet
1.43
Acres
front view of a house with a garden
1/79
2

$925,000

Sold 02/14/25

5
Bedrooms
3,150
Square Feet
6.6
Acres
a front view of a house with a yard
1/47
3

$770,000

Sold 12/22/25

5
Bedrooms
3,754
Square Feet
0.7
Acres
$851,574 | 574 Pinedale Drive, Annapolis, MD 21401
1/68
4

$851,574

Sold 01/27/25

4
Bedrooms
2,960
Square Feet
1.11
Acres
a living room with furniture a fireplace and a flat screen tv
1/55
5

$980,000

Sold 10/08/25

5
Bedrooms
4,204
Square Feet
0.19
Acres
a front view of a house with a yard and green space
1/48
6

$825,000

Sold 09/22/25

5
Bedrooms
3,208
Square Feet
0.64
Acres
a front view of a house with garden
1/47
7

$1,050,000

Sold 08/22/25

5
Bedrooms
3,688
Square Feet
0.57
Acres
a front view of a house with a yard and potted plants
1/35
8

$940,000

Sold 03/16/26

5
Bedrooms
4,790
Square Feet
0.44
Acres
$650,000 | 220 Autumn Chase Drive, Annapolis, MD 21401
1/33
9

$650,000

Sold 02/14/25

5
Bedrooms
3,214
Square Feet
0.24
Acres

Location

Listing Courtesy of Keller Williams Select Realtors
Add your commute

Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage1

$4,857 per month

30 year fixed, 6.55% Interest

Principal and Interest

$4,218

Property Taxes

$639

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 997 Chesterfield Road

Property Details
  • Taxes: $7,666 / year
  • MLS Type: Residential / Fee Simple
  • Tax ID Number: 020200011257800
  • Ownership: Fee Simple
  • Condo Coop Association: No
  • HOA: No
  • Structure Type: Detached
  • Style: Colonial, Contemporary, Traditional
  • Levels/Stories: 3
  • Waterfront: No
  • Views: Trees/Woods, Panoramic
  • Garage: Yes
  • Subdivision: ANNAPOLIS
  • Subdivision: ANNAPOLIS (ANNE ARUNDEL MD)
  • Cross Street: BRAMLEIGH
  • Legal Subdivision: REGULARS
  • Total Parking Spaces: 7
  • Central Air: Yes
  • Basement: Yes
  • Above Grade Finished SQFT: 3,649.00
  • Above Grade Fin SQFT Source: Assessor
  • Below Grade Unfinished SQFT: 1,709.00
  • Below Grade Unfin SQFT Source: Estimated
  • Total Below Grade SQFT: 1,709.00
  • Total Below Grade SQFT Source: Estimated
  • New Construction: No
Building Information
  • Stories: 3
  • Year Built: 2006
  • Lot Size: 5.51 AC / 240,016 SF
Location
Location
  • In City Limits: No
  • School District Name: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
  • School District County ID: 121140671932
  • SchoolDistrictSource: 3rd Party
  • Elementary School: SOUTH SHORE (ANNE ARUNDEL MD)
  • ElementarySchoolSource: 3rd Party
  • Middle Or Junior School: OLD MILL MIDDLE SOUTH (ANNE ARUNDEL MD)
  • MiddleSchoolSource: 3rd Party
  • High School: OLD MILL (ANNE ARUNDEL MD)
  • HighSchoolSource: 3rd Party
  • County: ANNE ARUNDEL
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2022
  • Tax Assessed Value: $701,000
  • Year Assessed: 2022
  • County Tax: $7,325
  • Improvement Assessed Value: $460,300
  • Land Assessed Value: $240,700
  • Zoning: RA
  • Automatically Update Tax Values Y/N: Yes
  • TaxDataUpdatedYN: No
Lease Information
Lease Information
  • Pets Allowed: Yes
  • Pet Restrictions: Number Limit, Case by Case Basis
  • Concessions: No
Rooms
Main
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 5
  • # Bathrooms Count All Upper Levels: 3
  • # Bathrooms Full All Upper Levels: 3
Upper Level 1
  • # Bedrooms Count Upper Level: 5
  • # Bathrooms Count Upper Level: 3
  • # Bathrooms Full Upper Level: 3
All Lower Levels
  • # Bathrooms All Lower Levels: 1
  • # Bathrooms Half All Lower Levels: 1
Lower Level 1
  • # Bathrooms Lower Level: 1
  • # Bathrooms Half Lower Level: 1
Rooms
  • Room List: Living Room, Dining Room, Sitting Room, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Den, Basement, Foyer, Bedroom 1, Sun/Florida Room, Laundry, Storage Room, Utility Room, Bathroom 1, Bathroom 2, Bathroom 3, Attic
  • Stories: Lower 1, Main, Upper 1, Upper 2
Rooms Information
Room 1
  • Room Type: Attic
  • Room Level: Upper 1
  • Room Exists: Yes
Room 2
  • Room Type: Bathroom 1
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Countertop(s) - Solid Surface, Double Sink, Flooring - Tile, Soaking Tub, Walk-In Closet(s)
Room 3
  • Room Type: Bathroom 2
  • Room Level: Upper 1
  • Room Exists: Yes
Room 4
  • Room Type: Bathroom 3
  • Room Level: Upper 1
  • Room Exists: Yes
Room 5
  • Room Type: Bedroom 1
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Attic - Pull-Down Stairs, Ceiling Fan(s), Countertop(s) - Solid Surface, Double Sink, Flooring - Carpet, Primary Bedroom - Sitting Area, Soaking Tub, Walk-In Closet(s)
Room 6
  • Room Type: Bedroom 2
  • Room Level: Upper 1
  • Room Exists: Yes
Room 7
  • Room Type: Bedroom 3
  • Room Level: Upper 1
  • Room Exists: Yes
Room 8
  • Room Type: Bedroom 4
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Carpet, Jack and Jill Bathroom
Room 9
  • Room Type: Bedroom 5
  • Room Level: Upper 1
  • Room Exists: Yes
Room 10
  • Room Type: Sitting Room
  • Room Level: Upper 1
  • Room Exists: Yes
Room 11
  • Room Type: Laundry
  • Room Level: Upper 1
  • Room Exists: Yes
Room 12
  • Room Type: Den
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 13
  • Room Type: Dining Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Chair Rail, Flooring - HardWood, Crown Molding
Room 14
  • Room Type: Family Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Ceiling Fan(s), Fireplace - Wood Burning, Flooring - HardWood
Room 15
  • Room Type: Foyer
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 16
  • Room Type: Living Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 17
  • Room Type: Kitchen
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Breakfast Bar, Breakfast Room, Countertop(s) - Granite, Flooring - HardWood
Room 18
  • Room Type: Sun/Florida Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Breakfast Bar
Room 19
  • Room Type: Laundry
  • Room Level: Main
  • Room Exists: Yes
Room 20
  • Room Type: Basement
  • Room Level: Lower 1
  • Room Exists: Yes
Room 21
  • Room Type: Storage Room
  • Room Level: Lower 1
  • Room Exists: Yes
Room 22
  • Room Type: Utility Room
  • Room Level: Lower 1
  • Room Exists: Yes
  • Room Features: Flooring - Concrete
Building Info
Building Info
  • Builder Name: CUSTOM BUILT HOME
  • Total Finished SQFT: 3,649.00
  • Total Finished SQFT Source: Assessor
  • Total SQFT: 5,358.00
  • Total SQFT Source: Estimated
  • Construction Materials: Brick Front, Vinyl Siding
  • Roof: Architectural Shingle
  • Wall and Ceiling Types: 9'+ Ceilings, Dry Wall, High
  • Flooring Type: Ceramic Tile, Hardwood, Partially Carpeted
  • Basement Type: Daylight, Full, Rough Bath Plumb, Sump Pump, Walkout Level, Connecting Stairway, Full, Interior Access, Rear Entrance, Unfinished, Other
  • Foundation Details: Concrete Perimeter
  • Room and Floor: Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bedrooms-Upper Level 1-4, Bedrooms-Upper Level 1-5, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2, Bathrooms Full-Upper Level 1-3, Bathrooms Half-Lower Level 1-1
  • # Bathrooms Full: 3
  • # Bathrooms Half: 2
  • Other Structure: Other
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Backs to Trees, Irregular, Landscaping, Premium, Private, Road Frontage, Secluded, Trees/Wooded
  • Road Surface Type: Paved
  • Road Responsibility: Easement/Right of Way, City/County, Private
  • Parcel ID: 15167245
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway
  • Num of Attached Garage Spaces: 3
  • Driveway - # of Spaces: 4
  • Total Garage Spaces: 3
  • Parking Features: Asphalt Driveway, Paved Driveway, Private, Shared Driveway
  • Garage Features: Garage - Side Entry, Garage Door Opener
Interior Features
Interior Features
  • Interior Features: Attic, Breakfast Area, Butlers Pantry, Carpet, Ceiling Fan(s), Chair Railings, Crown Moldings, Double/Dual Staircase, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Gourmet, Kitchen - Country, Kitchen - Island, Pantry, Recessed Lighting, Soaking Tub, Stall Shower, Tub Shower, Upgraded Countertops, Walk-in Closet(s), Water Treat System, Wood Floors, Dining Area, Floor Plan - Traditional, Kitchen - Eat-In, Kitchen - Galley, Primary Bath(s)
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Wood, Screen
  • Appliances: Built-In Microwave, Dishwasher, Extra Refrigerator/Freezer, Icemaker, Oven - Self Cleaning, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Water Conditioner - Owned
  • Accessibility Features: None
  • Door Features: Six Panel, Sliding Glass, Storm
  • Window Features: Double Pane, Screens
  • Laundry Type: Hookup, Main Floor, Upper Floor
Exterior Features
Exterior Features
  • Exterior Features: Outbuilding(s), Sidewalks
  • Outdoor Living Structures: Deck(s), Patio(s)
  • Pool: No Pool
  • Horse: Yes
Utilities
Utilities
  • Utilities: Cable TV Available, Electric Available, Phone Available
  • Heating: Yes
  • Cooling Type: Ceiling Fan(s), Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Central, Forced Air, Heat Pump - Electric BackUp, Heat Pump(s), Zoned
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Conditioner, Well, Private
  • Sewer Septic: Private Septic Tank
  • Internet Services: Cable
Confidential Data
Listing Office
  • List Agent AOR: Anne Arundel County Association of REALTORS

Property History for 997 Chesterfield Road

DateEvent & SourcePriceAppreciation
Nov 23, 2022

Closed (Public Record)

Public Record #1502453143

$829,900

+7.5% / yr

Nov 23, 2022

Closed

BRIGHT #MDAA2043788

$829,900
Nov 17, 2022

Active Under Contract

BRIGHT #MDAA2043788

DateEvent & SourcePrice
11/23/2022

Closed (Public Record)

Public Record #1502453143

$829,900

+7.5% / yr

11/23/2022

Closed

BRIGHT #MDAA2043788

$829,900
11/17/2022

Active Under Contract

BRIGHT #MDAA2043788

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 997 Chesterfield Road

Taxable ValueLand-Additions-Total-
Tax Record2025$9,612 ($801 / month)
Home Facts
Beds0Baths2Total Finished SqFt3,649 SqFtAbove Grade Finished SqFt3,649 SqFtStories2Lot Size240,016 SqFtStyleSingle Family ResidenceYear Built2006Year Renovated2006ZoningRACountyANNE ARUNDELAPN02-000-11257800

Schools near 997 Chesterfield Road

This home is within Anne Arundel County Public Schools.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Public - PK to 5
Rating
School
Distance
South Shore Elementary School
PublicK to 5

Old Mill Middle South
Public6 to 8

Old Mill High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 21401

$1,349,000 | 8 Revell Street, Annapolis, MD 21401
1/59
Listed By Coldwell Banker RealtyOpen: 9/5 11:00AM - 01:00PM

$1,349,000

5
Bedrooms
2,600
Square Feet
0.09
Acres
$1,025,000 | 640 Sean Drive, Annapolis, MD 21401
1/84
Coming Soon

$1,025,000

4
Bedrooms
3,420
Square Feet
1.67
Acres
$950,000 | 2175 Glencrest Lane, Annapolis, MD 21401
Coming SoonNew Construction

$950,000

5
Bedrooms
3,081
Square Feet
0.49
Acres
$280,000 | 2900 Shipmaster Way, Unit 215, Annapolis, MD 21401
1/14
New

$280,000

2
Bedrooms
1,008
Square Feet
Open: 9/12 11:00AM - 01:00PM

$599,000

3
Bedrooms
1,707
Square Feet
Unavailable
Acres
$619,000 | 138 Cranes Crook Lane, Annapolis, MD 21401

$619,000

4
Bedrooms
2,550
Square Feet
0.10
Acres
$825,000 | 5 Bristol Circle, Annapolis, MD 21401
1/58

$825,000

4
Bedrooms
2,775
Square Feet
0.21
Acres
$655,000 | 1302 Homewood Lane, Annapolis, MD 21401
1/47
Listed By Coldwell Banker RealtyActive Under Contract

$655,000

3
Bedrooms
2,700
Square Feet
0.39
Acres
$1,350,000 | 3 Rusty Red Drive, Annapolis, MD 21401
1/25
Listed By Coldwell Banker RealtyNew Construction

$1,350,000

6
Bedrooms
2,922
Square Feet
0.17
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 997 Chesterfield Road, Annapolis, MD 21401
$829,900
5
3,649
240,016
$485,000
3
255,697
$690,000
3
2,959
87,556
$1,125,000
4
4,525
87,120
$585,500
4
148,540
$172,000
4
3,648
107,593

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Keller Williams Select Realtors

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 11/23/2022 05:03 PM