SOLD DEC 30, 2025

Off Market Dec 2025 for $1.2M

$1,359,524

Est. refi paymentEst. refi $7,899/mo

•

5,615

sq ft

1677 Pleasant Plains Rd, Annapolis, MD 21409

About this home

Private Annapolis Estate | 4 Acres | Guest House | In-Law Suite A truly one-of-a-kind offering, "Pleasant Plains" blends land, character, and lifestyle in a way rarely found so close to downtown Annapolis --- and in the Broadneck School District! A tree-lined drive leads to the Tudor-inspired main residence with generous living and entertaining spaces, complete with a private in-law suite. And the separate 3-bedroom guest house expands the possibilities—ideal for multi-generational living, extended guests, or an income producing AirB & B. Opportunities like this—acreage, multiple dwellings, and a timeless setting—are seldom available anywhere in Annapolis. All just minutes to Historic Downtown, the U. S. Naval Academy, and within 30 milies Washington, DC and Baltimore. 1677 Pleasant Plains is more than a property—it’s a retreat, a gathering place, and a lifestyle unlike anything else on the market.

Single-familyProperty Type

1990Year Built

4 acresLot Size

$242Est. Price/Sq.Ft.

Listed by Emily Marsh • Engel & Volkers Annapolis

•443-292-6767 (broker)

Bought with June Steinweg • Long & Foster Real Estate, Inc.

•410-263-3400 (broker)

Redfin checked: a few seconds ago

•Source:BRIGHT MLS #MDAA2123996

Redfin Estimate

$1,359,524

$160K since sold in December 2025$34K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.4% higher than the average sale price ($1.18M) of 6 comparable homes.

SOLD JUN 26, 2026
$970,610
A
6 beds3.5 baths4,304 sq ft
610 Burley Rd, Annapolis, MD 21409
SOLD JUN 17, 2026
$1,500,000
B
4 beds2.5 baths3,824 sq ft
1613 Old Mill Bottom Run, Annapolis, MD 21409
SOLD DEC 19, 2025
$1,150,000
C
4 beds4 baths4,770 sq ft
1815 Millridge Ct, Annapolis, MD 21409
SOLD AUG 14, 2026
$1,175,000
D
6 beds5 baths5,532 sq ft
1903 Baltimore Annapolis Blvd, Annapolis, MD 21409
SOLD FEB 4, 2026
$1,050,000
E
5 beds3 baths5,465 sq ft
15 E Nap Ln, Annapolis, MD 21409
SOLD JUL 2, 2026
$1,220,000
F
5 beds4.5 baths5,804 sq ft
1520 White Tail Deer Ct, Annapolis, MD 21409

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Earn from this home

Sell

$330,403

Est. take-home

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Refinance

Est. cash available

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Rent

$6,811/mo

Redfin rental estimate

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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

Redfin agents who toured

Beautiful setting, The home has great potential it needs major upgrading.
11 months ago• May not reflect the current state of the home
James Mccaffrey
Redfin Associate agent
Charming Tudor style home located in the Pleasant Plain area in Annapolis huge yard with quest home
11 months ago• May not reflect the current state of the home
Rosemary Kidd
Redfin Associate agent

Sale history for 1677 Pleasant Plains Rd

Date

Event

Price

BRIGHT MLS #MDAA2123996

Dec 30, 2025

Sold

$1,200,000

$214/sq ft

Nov 21, 2025

Contingent

—

Oct 23, 2025

Price Changed

$1,350,000

$240/sq ft

Oct 3, 2025

Listed

$1,400,000

$249/sq ft

BRIGHT MLS #MDAA2018512

Jul 31, 2022

Sold

$750,000

$134/sq ft

Mar 22, 2022

Contingent

—

Jan 30, 2022

Price Changed

$1,350,000

$240/sq ft

Jan 4, 2022

Listed

$1,495,000

$266/sq ft

Prime Location ! Located within 5-Miles of the United States Naval Academy, this property is beautifully situated on 4-ACRES offering a SPACIOUS 6BR / 5BA HOME PLUS AN ADDITIONAL 3BR / 3BA BACK HOUSE (Call List Agent for Info on back house). Built in 1990, this custom and well built home features 4 levels of living space, boasting over 5,500 SQ FT , hardwood floors that were just recently refinished 2021, two fireplaces, large library with beautiful built-ins, sunroom, and guest quarters. Enter the property by means of a long maple tree lined driveway, two out buildings, pastures, a large wraparound deck, and fire-pit are just a few of the property details. Main & Back House Roof's Replaced Less than 5 YRS AGO. New Interior PAINT & CARPET. Hardwood Floors just Refinished 2021.

Public Records

Jul 10, 1989

Sold

$160,000

$28/sq ft

Public Records

May 17, 1988

Sold

$100,000

$18/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$9,900 (+4.3%)

2024

$9,495 (+2.5%)

2023

$9,266 (+6.6%)

$409,000 + $635,400

$1,044,400

2022

$8,695 (+1.9%)

2021

$8,533 (+1.7%)

2020

$8,391 (+1.2%)

$354,000 + $607,400

$961,400

2019

$8,294 (+4.5%)

$354,000 + $607,400

$961,400

2018

$7,934 (+0.1%)

$304,000 + $663,500

$967,500

2017

$7,924 (−0.3%)

2016

$7,949 (−0.1%)

$239,000 + $685,100

$924,100

2015

$7,958 (+1.0%)

$239,000 + $685,100

$924,100

2014

$7,878 (+0.1%)

2013

$7,869 (+4.1%)

2012

$7,558 (+4.5%)

2011

$7,235

2010

$7,235 (+16.3%)

2009

$6,219

Tax history for 1677 Pleasant Plains Rd

Year

Property tax

Land + Additions

Assessment*

2025

$9,900 (+4.3%)

2024

$9,495 (+2.5%)

2023

$9,266 (+6.6%)

$409,000 + $635,400

$1,044,400

2022

$8,695 (+1.9%)

2021

$8,533 (+1.7%)

2020

$8,391 (+1.2%)

$354,000 + $607,400

$961,400

2019

$8,294 (+4.5%)

$354,000 + $607,400

$961,400

2018

$7,934 (+0.1%)

$304,000 + $663,500

$967,500

2017

$7,924 (−0.3%)

2016

$7,949 (−0.1%)

$239,000 + $685,100

$924,100

2015

$7,958 (+1.0%)

$239,000 + $685,100

$924,100

2014

$7,878 (+0.1%)

2013

$7,869 (+4.1%)

2012

$7,558 (+4.5%)

2011

$7,235

2010

$7,235 (+16.3%)

2009

$6,219

*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

4 Acres

Year renovated

—

Sq. Ft.

4,178

Year built

1990

Style

Single Family Residential

County

Anne Arundel County

APN

03 00009009000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 21, 2026.

Property details

Parking

Parking Information
Driveway

Interior

Virtual Tour

Bedroom Information
# of Bedrooms On 1st Upper Level: 4
# of Bedrooms On 2nd Upper Level: 1
# of Bedrooms On Main Level: 1

Bathroom Information
# of Bathrooms (Full) On 1st Upper Level: 2
# of Bathrooms (Half) On Main Level: 2
# of Bathrooms (Full) On Main Level: 1
# of Bathrooms (Full) On All Upper Levels: 2
# of Bathrooms (Half): 2
# of Bathrooms (Full): 3

Interior Information
Interior Features: Built-Ins, Entry Level Bedroom, 2nd Kitchen, Stove - Pellet, Wood Floors
Living Area Sq.Ft. Source: Assessor

Fireplace Information
Has Fireplace
# of Fireplaces: 2

Basement Information
Basement: Yes
Partially Finished

Exterior

Property Information
Total Below Grade Sq. Ft.: 1340
Improvement Assessed Value: $815,900
Ownership Interest: Fee Simple
Year Built Source: Assessor

Building Information
Construction Materials: Brick
Foundation Details: Concrete Perimeter
Other Structures: Above Grade, Below Grade
Structure Type: Detached

Lot Information
Lot Features: Backs to Trees
Tidal Water: No

Land Information
Land Assessed Value: $449,000

Above Grade Information
Finished Sq.Ft.: 5,615
Finished Sq.Ft. Source: Assessor

Below Grade Information
Unfinished Sq.Ft.: 1,340
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
County Tax: $11,436
Tax Assessed Value: $1,117,900
Tax Year: 2024
Tax Annual Amount: $11,816

Assessments Information
Year Assessed: 2025

Utilities

Utilities Information
Central Air
Cooling Type: Central A/C
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric, Oil
Hot Water: Electric
Sewer Septic: Septic Exists
Water Source: Private, 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: Listing Agent
Middle School Source: Listing Agent
High School Source: Listing Agent
School District Source: Listing Agent

Location Information
Outside City Limits
Directions: From Rt 50 take Old Mill Bottom Rd Exit. Make a left on to St. Margaret's Rd and a right on to Pleasant Plains Rd.

Public facts

Beds: —
Baths: 4.0
Sq. Ft.: 4,178
Stories: 2.5
Lot Size: 4 acres
Style: Single Family Residential
Year Built: 1990
Year Renovated: —
County: Anne Arundel County
APN: 03 00009009000

Home facts updated by county records on Jul 21, 2026

Other

Listing Information
Automatically Close on Close Date

Around this home

Schools

Windsor Farm Elementary School

Public PreK-5 • Assigned • 1.1mi

10/10

Severn River Middle School

Public 6-8 • Assigned • 4.1mi

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

71% 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

$1.29M – $1.56M

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Nearby similar homes

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New listings for sale in 21409

$699,000

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Home values near 1677 Pleasant Plains Rd

Data from public records.

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

Address	Redfin Estimate
1689 Pleasant Plains Rd, Annapolis, MD 3 Beds \| 1 Baths \| 1688 Sq. Ft.	$1,375,018
1669 Pleasant Plains Rd, Annapolis, MD - Beds \| 1 Baths \| 1000 Sq. Ft.	$535,805

Address	Redfin Estimate
1671 Pleasant Plains Rd, Annapolis, MD - Beds \| 2.5 Baths \| 1818 Sq. Ft.	$921,608
1641 Pleasant Plains Rd, 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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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 21409, MD

Redfin agents who toured

Sale history for 1677 Pleasant Plains Rd

Tax history for 1677 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 1677 Pleasant Plains Rd

More real estate resources