OFF MARKET

Off Market Apr 2025 for $1.5M

$1,375,018

•

1,688

sq ft

1689 Pleasant Plains Rd, Annapolis, MD 21409

About this home

For the first time in over 100 years, this cherished property is offered for sale – an extraordinary chance to own a significant piece of Annapolis. Embrace the rich history and character of this almost 10 acre property by undertaking a thoughtful restoration of the original farmhouse, preserving its timeless charm for future generations. For those seeking a multi-generational haven, the generous acreage allows for the creation of a family compound, a private retreat with ample space for everyone to gather and enjoy. Or envision building your dream home, a custom residence perfectly tailored to your exact specifications on this expansive and private land. Whatever your vision, this remarkable property provides the canvas upon which to build your future. Don't Miss This Unprecedented Opportunity. 1689 Pleasant Plains Road represents a once-in-a-lifetime chance to own a landmark property with boundless potential in a premier Annapolis location. It's time to write the next chapter in this extraordinary estate's history.

Single-familyProperty Type

1932Year Built

9.59 acresLot Size

$815Est. Price/Sq.Ft.

2 car garageParking

Listed by Emily Marsh • Engel & Volkers Annapolis

•443-292-6767 (broker)

Bought with Nan Carol Miller • Long & Foster Real Estate, Inc.

•410-260-2800 (broker)

Redfin checked: a minute ago

•Source:BRIGHT MLS #MDAA2105234

Redfin Estimate

$1,375,018

$175K since sold in April 2025$23K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 89.5% higher than the average sale price ($726K) of 6 comparable homes.

SOLD AUG 13, 2026
$500,000
A
3 beds1 bath1,512 sq ft
1509 Duvall Rd, Annapolis, MD 21409
SOLD MAY 28, 2026
$695,000
B
4 beds2 baths1,792 sq ft
1576 Saint Margarets Rd, Annapolis, MD 21409
SOLD JUN 30, 2026
$520,000
C
4 beds1.5 baths1,960 sq ft
1701 Delage Ln, Annapolis, MD 21409
SOLD JUL 24, 2026
$1,195,000
D
3 beds2 baths1,680 sq ft
615 Canal Ln, Annapolis, MD 21409
SOLD JUN 11, 2026
$625,000
E
3 beds1.5 baths1,224 sq ft
1915 Cherry Rd, Annapolis, MD 21409
SOLD JUL 10, 2026
$819,000
F
3 beds2 baths1,765 sq ft
1915 Dulaney Pl, Annapolis, MD 21409

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Earn from this home

Sell

$84,007

Est. take-home

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Rent

$3,326/mo

Redfin rental estimate

List your home for rent

Market trends in 21409, MD

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.1%

0.2% MoM

Median sale price

$652K

$22K MoM

Avg. days on market

31d

6 days MoM

Recently sold homes

7 MoM

New listings for sale

$699,000
2 beds2 baths1,723 sq ft
78 Old Mill Bottom Rd N #311, Annapolis, MD 21409
(703) 378-8810
$564,999
3 beds2 baths1,392 sq ft
1197 Carrs Rd, Annapolis, MD 21409
(410) 729-7700
COMING SOON
$925,000
4 beds3.5 baths3,004 sq ft
1422 Bay Head Rd, Annapolis, MD 21409
(301) 702-4200
$439,800
2 beds2 baths1,210 sq ft
78 Old Mill Bottom Rd N #209, Annapolis, MD 21409
(703) 242-0005
LISTED BY REDFIN
$575,000
4 beds2 baths1,828 sq ft
1178 Glenwood Dl, Annapolis, MD 21409
$414,900
3 beds3 baths1,672 sq ft
311 Sloping Woods Ct, Annapolis, MD 21409
(410) 263-8686
OPEN SAT, 2PM TO 4PM
$1,285,000
4 beds2.5 baths3,182 sq ft
1610 Ridout Rd, Annapolis, MD 21409
(410) 280-5600
OPEN SUN, 11AM TO 1PM
$419,900
3 beds2.5 baths1,800 sq ft
1740 Woodtree Cir, Annapolis, MD 21409
(410) 729-7700
$999,900
3 beds3 baths2,460 sq ft
19 W Severn Ridge Rd, Annapolis, MD 21409
(443) 292-6767
$419,900
4 beds1.5 baths1,872 sq ft
1660 Secretariat Dr, Annapolis, MD 21409
(410) 987-9770
See all

Provided by Redfin

Sale history for 1689 Pleasant Plains Rd

Year

Property tax

Land + Additions

Assessment*

2025

$6,512 (+3.9%)

2024

$6,267 (+4.6%)

2023

$5,994 (+9.0%)

$400,900 + $111,100

$512,000

2022

$5,499 (+4.1%)

2021

$5,284 (+3.4%)

2020

$5,112 (+2.6%)

$345,900 + $104,300

$450,200

2019

$4,983 (+5.9%)

2018

$4,705 (+4.4%)

$295,900 + $116,000

$411,900

2017

$4,507 (+9.3%)

2016

$4,125 (−0.9%)

$230,900 + $116,700

$347,600

2015

$4,161 (+0.2%)

$230,900 + $116,700

$347,600

2014

$4,152 (+0.9%)

2013

$4,116 (+3.1%)

2012

$3,993 (+3.8%)

2011

$3,845

2010

$3,845 (−13.2%)

2009

$4,432

Tax history for 1689 Pleasant Plains Rd

Year

Property tax

Land + Additions

Assessment*

2025

$6,512 (+3.9%)

2024

$6,267 (+4.6%)

2023

$5,994 (+9.0%)

$400,900 + $111,100

$512,000

2022

$5,499 (+4.1%)

2021

$5,284 (+3.4%)

2020

$5,112 (+2.6%)

$345,900 + $104,300

$450,200

2019

$4,983 (+5.9%)

2018

$4,705 (+4.4%)

$295,900 + $116,000

$411,900

2017

$4,507 (+9.3%)

2016

$4,125 (−0.9%)

$230,900 + $116,700

$347,600

2015

$4,161 (+0.2%)

$230,900 + $116,700

$347,600

2014

$4,152 (+0.9%)

2013

$4,116 (+3.1%)

2012

$3,993 (+3.8%)

2011

$3,845

2010

$3,845 (−13.2%)

2009

$4,432

*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
Permits

Beds

—

Baths

Stories

2.5

Lot width

—

Lot depth

—

Lot size

2.21 Acres

Year renovated

—

Sq. Ft.

1,688

Year built

1932

Style

Single Family Residential

County

Anne Arundel County

APN

03 00009003400

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 17, 2026.

Property details

Parking

Parking Information
# of Detached Garage Spaces: 2
Garage Features: Additional Storage Area, Covered Parking, Garage - Front Entry
# of Total Garage and Parking Spaces: 2
Has Garage
# of Garage Spaces: 2
Private, Dirt Driveway
Detached Garage, Driveway

Interior

Bedroom Information
# of Bedrooms On 1st Upper Level: 3

Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 1
# of Bathrooms (Full) On All Upper Levels: 1
# of Bathrooms (Full): 1

Interior Information
Flooring Type: Hardwood
Interior Features: Wood Floors, Wainscotting, Floor Plan - Traditional
Living Area Sq.Ft. Source: Assessor

Room Information
Living Room, Dining Room, Kitchen

Fireplace Information
Has Fireplace
# of Fireplaces: 1
Brick

Basement Information
Basement: Yes
Poured Concrete

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 675
Improvement Assessed Value: $111,100
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Construction Materials: Wood Siding
Foundation Details: Concrete Perimeter
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Porch(es)
Roof: Architectural Shingle
Structure Type: Detached
Other Structures: Garage(s), Shed

Exterior Information
Outbuilding(s), Gutter System

Lot Information
Tidal Water: No

Land Information
Additional Parcels
Additional Parcels Description: 5 total parcels. Additional Parcel Tax ID #s :03-000-09007600, 03-000-09006200, 03-000-09007800, 03-000-09007700
Land Assessed Value: $400,900

Above Grade Information
Finished Sq.Ft.: 1,688
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft.: 675
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
County Tax: $5,606
Tax Assessed Value: $512,000
Tax Year: 2024
Tax Annual Amount: $5,986

Assessments Information
Year Assessed: 2024

Lease Information
Lease Considered: No

Utilities

Utilities Information
Radiator
Heating Fuel: Oil
Hot Water: Electric
Sewer Septic: Private Septic Tank
Water Source: Well

Location

School Information
Elementary School: WINDSOR FARM
Middle Or Junior School: SEVERN RIVER
High School: BROADNECK
School District Name: ANNE ARUNDEL COUNTY PUBLIC SCHOOLS
Elementary School Source: 3rd Party
Middle School Source: 3rd Party
High School Source: 3rd Party
School District Source: 3rd Party

Location Information
Outside City Limits
Directions: From St. Margaret's Rd, turn onto Pleasant Plains Road. When you turn at the mailbox for 1689 Pleasant Plains Rd, stay to the right. The driveway is a dirt road that winds around to the home in the back of the property.
Location Type: Suburban

Public facts

Beds: —
Baths: 1.0
Sq. Ft.: 1,688
Stories: 2.5
Lot Size: 2.21 acres
Style: Single Family Residential
Year Built: 1932
Year Renovated: —
County: Anne Arundel County
APN: 03 00009003400

Home facts updated by county records on Jul 17, 2026

Around this home

Schools

Windsor Farm Elementary School

Public PreK-5 • Assigned • 1.1mi

10/10

Severn River Middle School

Public 6-8 • Assigned • 4.2mi

10/10

Broadneck High School

Public 9-12 • Assigned • 1.6mi

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 105° expected this year, 15 days in 30 years

6/10 Wind Factor

72% chance of strong winds in next 30 years

3/10 Air Factor

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

Provided by First Street

Historical weather

Annapolis, MD • 21409

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

$1.31M – $1.58M

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Home values near 1689 Pleasant Plains Rd

Data from public records.

Address	Redfin Estimate
1651 Pleasant Plains Road, Annapolis, MD 5 Beds \| 4 Baths \| 2521 Sq. Ft.	$1,808,395
1676 Pleasant Plains Road, Annapolis, MD - Beds \| 4.5 Baths \| 4782 Sq. Ft.	$1,707,293

Address	Redfin Estimate
1677 Pleasant Plains Road, Annapolis, MD 6 Beds \| 4 Baths \| 5615 Sq. Ft.	$1,359,524
1669 Pleasant Plains Road, Annapolis, MD - Beds \| 1 Baths \| 1000 Sq. Ft.	$535,805

Address	Redfin Estimate
1671 Pleasant Plains Road, Annapolis, MD - Beds \| 2.5 Baths \| 1818 Sq. Ft.	$921,608
1641 Pleasant Plains Road, Annapolis, MD 4 Beds \| 5.5 Baths \| 7500 Sq. Ft.	$1,935,527

Property information provided by BRIGHT MLS when last listed in 2025. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 21409, MD

Sale history for 1689 Pleasant Plains Rd

Tax history for 1689 Pleasant Plains Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 21409

Home values near 1689 Pleasant Plains Rd

More real estate resources